Noncovalent interactions of pi-systems and their role in molecular recognition

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Noncovalent interactions of pi-systems and their role in molecular recognition (en)
Нековалентне интеракције pi-система и њихова улога у молекулском препознавању (sr)
Nekovalentne interakcije pi-sistema i njihova uloga u molekulskom prepoznavanju (sr_RS)
Authors

Publications

Two-dimensional halogen-bonded organic frameworks based on the tetrabromobenzene-1,4-dicarboxylic acid building molecule

Chongboriboon, Nucharee; Samakun, Kodchakorn; Inprasit, Thitirat; Kielar, Filip; Dungkaew, Winya; Wong, Lawrence W.-Y.; Sung, Herman H.-Y.; Ninković, Dragan; Zarić, Snežana D.; Chainok, Kittipong

(Royal Society of Chemistry, 2020)

TY  - JOUR
AU  - Chongboriboon, Nucharee
AU  - Samakun, Kodchakorn
AU  - Inprasit, Thitirat
AU  - Kielar, Filip
AU  - Dungkaew, Winya
AU  - Wong, Lawrence W.-Y.
AU  - Sung, Herman H.-Y.
AU  - Ninković, Dragan
AU  - Zarić, Snežana D.
AU  - Chainok, Kittipong
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3795
AB  - Two-dimensional (2D) halogen-bonded organic frameworks were readily engineered by strong and directional effects of the primary Br⋯O and the secondary Br⋯π halogen bonding interactions from the tetrabromobenzene-1,4-dicarboxylic acid (H2Br4BDC) building molecule involving 100% supramolecular yields. The 2D assembly can function as a host layered framework for the intercalation of various guest solvents including acetone (ATN), ethanol (EtOH), dimethyl sulfoxide (DMSO), and ethylene glycol (EG) resulting in a 1 : 2 host : guest complexation stoichiometry viz. H2Br4BDC·2S (S = ATN (1ATN), EtOH (2EtOH), DMSO (3DMSO), and EG (4EG)). All the solvates show remarkable similarities in their 2D layered sheets and the bilayer distance significantly responds to the size, shape, molecular conformation, and strength of the hydrogen bonding capability of the intercalated solvent molecules. The transition between solvate formation and desolvation was found to be facile and reversible upon the desolvation-resolvation process. The estimated Br⋯O halogen bonding energy of the solvates is in the -0.6 to -1.7 kcal mol-1 range, which was determined by quantum-mechanical calculations based on density functional theory (DFT) calculations. Furthermore, to quantitatively identify the host-guest intermolecular interactions of these solvates, they were visually compared by Hirshfeld surface analysis.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - Two-dimensional halogen-bonded organic frameworks based on the tetrabromobenzene-1,4-dicarboxylic acid building molecule
VL  - 22
IS  - 1
SP  - 24
EP  - 34
DO  - 10.1039/c9ce01140d
ER  - 
@article{
author = "Chongboriboon, Nucharee and Samakun, Kodchakorn and Inprasit, Thitirat and Kielar, Filip and Dungkaew, Winya and Wong, Lawrence W.-Y. and Sung, Herman H.-Y. and Ninković, Dragan and Zarić, Snežana D. and Chainok, Kittipong",
year = "2020",
abstract = "Two-dimensional (2D) halogen-bonded organic frameworks were readily engineered by strong and directional effects of the primary Br⋯O and the secondary Br⋯π halogen bonding interactions from the tetrabromobenzene-1,4-dicarboxylic acid (H2Br4BDC) building molecule involving 100% supramolecular yields. The 2D assembly can function as a host layered framework for the intercalation of various guest solvents including acetone (ATN), ethanol (EtOH), dimethyl sulfoxide (DMSO), and ethylene glycol (EG) resulting in a 1 : 2 host : guest complexation stoichiometry viz. H2Br4BDC·2S (S = ATN (1ATN), EtOH (2EtOH), DMSO (3DMSO), and EG (4EG)). All the solvates show remarkable similarities in their 2D layered sheets and the bilayer distance significantly responds to the size, shape, molecular conformation, and strength of the hydrogen bonding capability of the intercalated solvent molecules. The transition between solvate formation and desolvation was found to be facile and reversible upon the desolvation-resolvation process. The estimated Br⋯O halogen bonding energy of the solvates is in the -0.6 to -1.7 kcal mol-1 range, which was determined by quantum-mechanical calculations based on density functional theory (DFT) calculations. Furthermore, to quantitatively identify the host-guest intermolecular interactions of these solvates, they were visually compared by Hirshfeld surface analysis.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Two-dimensional halogen-bonded organic frameworks based on the tetrabromobenzene-1,4-dicarboxylic acid building molecule",
volume = "22",
number = "1",
pages = "24-34",
doi = "10.1039/c9ce01140d"
}
Chongboriboon, N., Samakun, K., Inprasit, T., Kielar, F., Dungkaew, W., Wong, L. W.-Y., Sung, H. H.-Y., Ninković, D., Zarić, S. D.,& Chainok, K.. (2020). Two-dimensional halogen-bonded organic frameworks based on the tetrabromobenzene-1,4-dicarboxylic acid building molecule. in CrystEngComm
Royal Society of Chemistry., 22(1), 24-34.
https://doi.org/10.1039/c9ce01140d
Chongboriboon N, Samakun K, Inprasit T, Kielar F, Dungkaew W, Wong LW, Sung HH, Ninković D, Zarić SD, Chainok K. Two-dimensional halogen-bonded organic frameworks based on the tetrabromobenzene-1,4-dicarboxylic acid building molecule. in CrystEngComm. 2020;22(1):24-34.
doi:10.1039/c9ce01140d .
Chongboriboon, Nucharee, Samakun, Kodchakorn, Inprasit, Thitirat, Kielar, Filip, Dungkaew, Winya, Wong, Lawrence W.-Y., Sung, Herman H.-Y., Ninković, Dragan, Zarić, Snežana D., Chainok, Kittipong, "Two-dimensional halogen-bonded organic frameworks based on the tetrabromobenzene-1,4-dicarboxylic acid building molecule" in CrystEngComm, 22, no. 1 (2020):24-34,
https://doi.org/10.1039/c9ce01140d . .
2
7
5
6

What is the preferred geometry of sulfur–disulfide interactions?

Veljković, Ivana S.; Veljković, Dušan Ž.; Sarić, Gordana G.; Stanković, Ivana M.; Zarić, Snežana D.

(Royal Society of Chemistry, 2020)

TY  - JOUR
AU  - Veljković, Ivana S.
AU  - Veljković, Dušan Ž.
AU  - Sarić, Gordana G.
AU  - Stanković, Ivana M.
AU  - Zarić, Snežana D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4286
AB  - Non-covalent interactions between disulfide fragments and sulfur atoms were studied in crystal structures of small molecules and by quantum chemical calculations. Statistical analysis of the geometrical data from the Cambridge Structural Database (CSD) reveals that in most cases, interactions between sulfur and disulfide bonds are bifurcated. Quantum chemical calculations are in agreement with those findings. A strong interaction energy was calculated for bifurcated interactions (ECCSD(T)/CBS = −2.83 kcal mol−1) considering the region along the disulfide bond. Non-bifurcated interactions are weaker except in cases where σ-hole interaction is possible or in cases where S⋯S interaction is accompanied by additional hydrogen bonds (ECCSD(T)/CBS = −3.26 kcal mol−1). SAPT decomposition analysis shows that dispersion is the main attractive force in the studied systems while electrostatics plays a crucial role in defining the geometry of interactions.Non-covalent interactions between disulfide fragments and sulfur atoms were studied in crystal structures of small molecules and by quantum chemical calculations. Statistical analysis of the geometrical data from the Cambridge Structural Database (CSD) reveals that in most cases, interactions between sulfur and disulfide bonds are bifurcated. Quantum chemical calculations are in agreement with those findings. A strong interaction energy was calculated for bifurcated interactions (ECCSD(T)/CBS = −2.83 kcal mol−1) considering the region along the disulfide bond. Non-bifurcated interactions are weaker except in cases where σ-hole interaction is possible or in cases where S⋯S interaction is accompanied by additional hydrogen bonds (ECCSD(T)/CBS = −3.26 kcal mol−1). SAPT decomposition analysis shows that dispersion is the main attractive force in the studied systems while electrostatics plays a crucial role in defining the geometry of interactions.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - What is the preferred geometry of sulfur–disulfide interactions?
VL  - 22
SP  - 7262
EP  - 7271
DO  - 10.1039/D0CE00211A
ER  - 
@article{
author = "Veljković, Ivana S. and Veljković, Dušan Ž. and Sarić, Gordana G. and Stanković, Ivana M. and Zarić, Snežana D.",
year = "2020",
abstract = "Non-covalent interactions between disulfide fragments and sulfur atoms were studied in crystal structures of small molecules and by quantum chemical calculations. Statistical analysis of the geometrical data from the Cambridge Structural Database (CSD) reveals that in most cases, interactions between sulfur and disulfide bonds are bifurcated. Quantum chemical calculations are in agreement with those findings. A strong interaction energy was calculated for bifurcated interactions (ECCSD(T)/CBS = −2.83 kcal mol−1) considering the region along the disulfide bond. Non-bifurcated interactions are weaker except in cases where σ-hole interaction is possible or in cases where S⋯S interaction is accompanied by additional hydrogen bonds (ECCSD(T)/CBS = −3.26 kcal mol−1). SAPT decomposition analysis shows that dispersion is the main attractive force in the studied systems while electrostatics plays a crucial role in defining the geometry of interactions.Non-covalent interactions between disulfide fragments and sulfur atoms were studied in crystal structures of small molecules and by quantum chemical calculations. Statistical analysis of the geometrical data from the Cambridge Structural Database (CSD) reveals that in most cases, interactions between sulfur and disulfide bonds are bifurcated. Quantum chemical calculations are in agreement with those findings. A strong interaction energy was calculated for bifurcated interactions (ECCSD(T)/CBS = −2.83 kcal mol−1) considering the region along the disulfide bond. Non-bifurcated interactions are weaker except in cases where σ-hole interaction is possible or in cases where S⋯S interaction is accompanied by additional hydrogen bonds (ECCSD(T)/CBS = −3.26 kcal mol−1). SAPT decomposition analysis shows that dispersion is the main attractive force in the studied systems while electrostatics plays a crucial role in defining the geometry of interactions.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "What is the preferred geometry of sulfur–disulfide interactions?",
volume = "22",
pages = "7262-7271",
doi = "10.1039/D0CE00211A"
}
Veljković, I. S., Veljković, D. Ž., Sarić, G. G., Stanković, I. M.,& Zarić, S. D.. (2020). What is the preferred geometry of sulfur–disulfide interactions?. in CrystEngComm
Royal Society of Chemistry., 22, 7262-7271.
https://doi.org/10.1039/D0CE00211A
Veljković IS, Veljković DŽ, Sarić GG, Stanković IM, Zarić SD. What is the preferred geometry of sulfur–disulfide interactions?. in CrystEngComm. 2020;22:7262-7271.
doi:10.1039/D0CE00211A .
Veljković, Ivana S., Veljković, Dušan Ž., Sarić, Gordana G., Stanković, Ivana M., Zarić, Snežana D., "What is the preferred geometry of sulfur–disulfide interactions?" in CrystEngComm, 22 (2020):7262-7271,
https://doi.org/10.1039/D0CE00211A . .
2

What is the preferred geometry of sulfur–disulfide interactions?

Veljković, Ivana S.; Veljković, Dušan Ž.; Sarić, Gordana G.; Stanković, Ivana M.; Zarić, Snežana D.

(Royal Society of Chemistry, 2020)

TY  - JOUR
AU  - Veljković, Ivana S.
AU  - Veljković, Dušan Ž.
AU  - Sarić, Gordana G.
AU  - Stanković, Ivana M.
AU  - Zarić, Snežana D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4287
AB  - Non-covalent interactions between disulfide fragments and sulfur atoms were studied in crystal structures of small molecules and by quantum chemical calculations. Statistical analysis of the geometrical data from the Cambridge Structural Database (CSD) reveals that in most cases, interactions between sulfur and disulfide bonds are bifurcated. Quantum chemical calculations are in agreement with those findings. A strong interaction energy was calculated for bifurcated interactions (ECCSD(T)/CBS = −2.83 kcal mol−1) considering the region along the disulfide bond. Non-bifurcated interactions are weaker except in cases where σ-hole interaction is possible or in cases where S⋯S interaction is accompanied by additional hydrogen bonds (ECCSD(T)/CBS = −3.26 kcal mol−1). SAPT decomposition analysis shows that dispersion is the main attractive force in the studied systems while electrostatics plays a crucial role in defining the geometry of interactions.Non-covalent interactions between disulfide fragments and sulfur atoms were studied in crystal structures of small molecules and by quantum chemical calculations. Statistical analysis of the geometrical data from the Cambridge Structural Database (CSD) reveals that in most cases, interactions between sulfur and disulfide bonds are bifurcated. Quantum chemical calculations are in agreement with those findings. A strong interaction energy was calculated for bifurcated interactions (ECCSD(T)/CBS = −2.83 kcal mol−1) considering the region along the disulfide bond. Non-bifurcated interactions are weaker except in cases where σ-hole interaction is possible or in cases where S⋯S interaction is accompanied by additional hydrogen bonds (ECCSD(T)/CBS = −3.26 kcal mol−1). SAPT decomposition analysis shows that dispersion is the main attractive force in the studied systems while electrostatics plays a crucial role in defining the geometry of interactions.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - What is the preferred geometry of sulfur–disulfide interactions?
VL  - 22
SP  - 7262
EP  - 7271
DO  - 10.1039/D0CE00211A
ER  - 
@article{
author = "Veljković, Ivana S. and Veljković, Dušan Ž. and Sarić, Gordana G. and Stanković, Ivana M. and Zarić, Snežana D.",
year = "2020",
abstract = "Non-covalent interactions between disulfide fragments and sulfur atoms were studied in crystal structures of small molecules and by quantum chemical calculations. Statistical analysis of the geometrical data from the Cambridge Structural Database (CSD) reveals that in most cases, interactions between sulfur and disulfide bonds are bifurcated. Quantum chemical calculations are in agreement with those findings. A strong interaction energy was calculated for bifurcated interactions (ECCSD(T)/CBS = −2.83 kcal mol−1) considering the region along the disulfide bond. Non-bifurcated interactions are weaker except in cases where σ-hole interaction is possible or in cases where S⋯S interaction is accompanied by additional hydrogen bonds (ECCSD(T)/CBS = −3.26 kcal mol−1). SAPT decomposition analysis shows that dispersion is the main attractive force in the studied systems while electrostatics plays a crucial role in defining the geometry of interactions.Non-covalent interactions between disulfide fragments and sulfur atoms were studied in crystal structures of small molecules and by quantum chemical calculations. Statistical analysis of the geometrical data from the Cambridge Structural Database (CSD) reveals that in most cases, interactions between sulfur and disulfide bonds are bifurcated. Quantum chemical calculations are in agreement with those findings. A strong interaction energy was calculated for bifurcated interactions (ECCSD(T)/CBS = −2.83 kcal mol−1) considering the region along the disulfide bond. Non-bifurcated interactions are weaker except in cases where σ-hole interaction is possible or in cases where S⋯S interaction is accompanied by additional hydrogen bonds (ECCSD(T)/CBS = −3.26 kcal mol−1). SAPT decomposition analysis shows that dispersion is the main attractive force in the studied systems while electrostatics plays a crucial role in defining the geometry of interactions.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "What is the preferred geometry of sulfur–disulfide interactions?",
volume = "22",
pages = "7262-7271",
doi = "10.1039/D0CE00211A"
}
Veljković, I. S., Veljković, D. Ž., Sarić, G. G., Stanković, I. M.,& Zarić, S. D.. (2020). What is the preferred geometry of sulfur–disulfide interactions?. in CrystEngComm
Royal Society of Chemistry., 22, 7262-7271.
https://doi.org/10.1039/D0CE00211A
Veljković IS, Veljković DŽ, Sarić GG, Stanković IM, Zarić SD. What is the preferred geometry of sulfur–disulfide interactions?. in CrystEngComm. 2020;22:7262-7271.
doi:10.1039/D0CE00211A .
Veljković, Ivana S., Veljković, Dušan Ž., Sarić, Gordana G., Stanković, Ivana M., Zarić, Snežana D., "What is the preferred geometry of sulfur–disulfide interactions?" in CrystEngComm, 22 (2020):7262-7271,
https://doi.org/10.1039/D0CE00211A . .
2

Supplementary data for article: Chongboriboon, N.; Samakun, K.; Inprasit, T.; Kielar, F.; Dungkaew, W.; Wong, L. W.-Y.; Sung, H. H.-Y.; Ninković, D. B.; Zarić, S. D.; Chainok, K. Two-Dimensional Halogen-Bonded Organic Frameworks Based on the Tetrabromobenzene-1,4-Dicarboxylic Acid Building Molecule. CrystEngComm 2019, 22 (1), 24–34. https://doi.org/10.1039/c9ce01140d

Chongboriboon, Nucharee; Samakun, Kodchakorn; Inprasit, Thitirat; Kielar, Filip; Dungkaew, Winya; Wong, Lawrence W.-Y.; Sung, Herman H.-Y.; Ninković, Dragan; Zarić, Snežana D.; Chainok, Kittipong

(Royal Society of Chemistry, 2020)

TY  - DATA
AU  - Chongboriboon, Nucharee
AU  - Samakun, Kodchakorn
AU  - Inprasit, Thitirat
AU  - Kielar, Filip
AU  - Dungkaew, Winya
AU  - Wong, Lawrence W.-Y.
AU  - Sung, Herman H.-Y.
AU  - Ninković, Dragan
AU  - Zarić, Snežana D.
AU  - Chainok, Kittipong
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3796
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - Supplementary data for article: Chongboriboon, N.; Samakun, K.; Inprasit, T.; Kielar, F.; Dungkaew, W.; Wong, L. W.-Y.; Sung, H. H.-Y.; Ninković, D. B.; Zarić, S. D.; Chainok, K. Two-Dimensional Halogen-Bonded Organic Frameworks Based on the Tetrabromobenzene-1,4-Dicarboxylic Acid Building Molecule. CrystEngComm 2019, 22 (1), 24–34. https://doi.org/10.1039/c9ce01140d
ER  - 
@misc{
author = "Chongboriboon, Nucharee and Samakun, Kodchakorn and Inprasit, Thitirat and Kielar, Filip and Dungkaew, Winya and Wong, Lawrence W.-Y. and Sung, Herman H.-Y. and Ninković, Dragan and Zarić, Snežana D. and Chainok, Kittipong",
year = "2020",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Supplementary data for article: Chongboriboon, N.; Samakun, K.; Inprasit, T.; Kielar, F.; Dungkaew, W.; Wong, L. W.-Y.; Sung, H. H.-Y.; Ninković, D. B.; Zarić, S. D.; Chainok, K. Two-Dimensional Halogen-Bonded Organic Frameworks Based on the Tetrabromobenzene-1,4-Dicarboxylic Acid Building Molecule. CrystEngComm 2019, 22 (1), 24–34. https://doi.org/10.1039/c9ce01140d"
}
Chongboriboon, N., Samakun, K., Inprasit, T., Kielar, F., Dungkaew, W., Wong, L. W.-Y., Sung, H. H.-Y., Ninković, D., Zarić, S. D.,& Chainok, K.. (2020). Supplementary data for article: Chongboriboon, N.; Samakun, K.; Inprasit, T.; Kielar, F.; Dungkaew, W.; Wong, L. W.-Y.; Sung, H. H.-Y.; Ninković, D. B.; Zarić, S. D.; Chainok, K. Two-Dimensional Halogen-Bonded Organic Frameworks Based on the Tetrabromobenzene-1,4-Dicarboxylic Acid Building Molecule. CrystEngComm 2019, 22 (1), 24–34. https://doi.org/10.1039/c9ce01140d. in CrystEngComm
Royal Society of Chemistry..
Chongboriboon N, Samakun K, Inprasit T, Kielar F, Dungkaew W, Wong LW, Sung HH, Ninković D, Zarić SD, Chainok K. Supplementary data for article: Chongboriboon, N.; Samakun, K.; Inprasit, T.; Kielar, F.; Dungkaew, W.; Wong, L. W.-Y.; Sung, H. H.-Y.; Ninković, D. B.; Zarić, S. D.; Chainok, K. Two-Dimensional Halogen-Bonded Organic Frameworks Based on the Tetrabromobenzene-1,4-Dicarboxylic Acid Building Molecule. CrystEngComm 2019, 22 (1), 24–34. https://doi.org/10.1039/c9ce01140d. in CrystEngComm. 2020;..
Chongboriboon, Nucharee, Samakun, Kodchakorn, Inprasit, Thitirat, Kielar, Filip, Dungkaew, Winya, Wong, Lawrence W.-Y., Sung, Herman H.-Y., Ninković, Dragan, Zarić, Snežana D., Chainok, Kittipong, "Supplementary data for article: Chongboriboon, N.; Samakun, K.; Inprasit, T.; Kielar, F.; Dungkaew, W.; Wong, L. W.-Y.; Sung, H. H.-Y.; Ninković, D. B.; Zarić, S. D.; Chainok, K. Two-Dimensional Halogen-Bonded Organic Frameworks Based on the Tetrabromobenzene-1,4-Dicarboxylic Acid Building Molecule. CrystEngComm 2019, 22 (1), 24–34. https://doi.org/10.1039/c9ce01140d" in CrystEngComm (2020).

What Is Special about Aromatic-Aromatic Interactions? Significant Attraction at Large Horizontal Displacement

Ninković, Dragan ; Blagojević Filipović, Jelena P.; Hall, Michael B.; Brothers, Edward N.; Zarić, Snežana D.

(American Chemical Society, 2020)

TY  - JOUR
AU  - Ninković, Dragan 
AU  - Blagojević Filipović, Jelena P.
AU  - Hall, Michael B.
AU  - Brothers, Edward N.
AU  - Zarić, Snežana D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3946
AB  - High-level ab initio calculations show that the most stable stacking for benzene-cyclohexane is 17% stronger than that for benzene-benzene. However, as these systems are displaced horizontally the benzene-benzene attraction retains its strength. At a displacement of 5.0 Å, the benzene-benzene attraction is still ∼70% of its maximum strength, while benzene-cyclohexane attraction has fallen to ∼40% of its maximum strength. Alternatively, the radius of attraction (>2.0 kcal/mol) for benzene-benzene is 250% larger than that for benzene-cyclohexane. Thus, at relatively large distances aromatic rings can recognize each other, a phenomenon that helps explain their importance in protein folding and supramolecular structures.
PB  - American Chemical Society
T2  - ACS Central Science
T1  - What Is Special about Aromatic-Aromatic Interactions? Significant Attraction at Large Horizontal Displacement
VL  - 6
IS  - 3
SP  - 420
EP  - 425
DO  - 10.1021/acscentsci.0c00005
ER  - 
@article{
author = "Ninković, Dragan  and Blagojević Filipović, Jelena P. and Hall, Michael B. and Brothers, Edward N. and Zarić, Snežana D.",
year = "2020",
abstract = "High-level ab initio calculations show that the most stable stacking for benzene-cyclohexane is 17% stronger than that for benzene-benzene. However, as these systems are displaced horizontally the benzene-benzene attraction retains its strength. At a displacement of 5.0 Å, the benzene-benzene attraction is still ∼70% of its maximum strength, while benzene-cyclohexane attraction has fallen to ∼40% of its maximum strength. Alternatively, the radius of attraction (>2.0 kcal/mol) for benzene-benzene is 250% larger than that for benzene-cyclohexane. Thus, at relatively large distances aromatic rings can recognize each other, a phenomenon that helps explain their importance in protein folding and supramolecular structures.",
publisher = "American Chemical Society",
journal = "ACS Central Science",
title = "What Is Special about Aromatic-Aromatic Interactions? Significant Attraction at Large Horizontal Displacement",
volume = "6",
number = "3",
pages = "420-425",
doi = "10.1021/acscentsci.0c00005"
}
Ninković, D., Blagojević Filipović, J. P., Hall, M. B., Brothers, E. N.,& Zarić, S. D.. (2020). What Is Special about Aromatic-Aromatic Interactions? Significant Attraction at Large Horizontal Displacement. in ACS Central Science
American Chemical Society., 6(3), 420-425.
https://doi.org/10.1021/acscentsci.0c00005
Ninković D, Blagojević Filipović JP, Hall MB, Brothers EN, Zarić SD. What Is Special about Aromatic-Aromatic Interactions? Significant Attraction at Large Horizontal Displacement. in ACS Central Science. 2020;6(3):420-425.
doi:10.1021/acscentsci.0c00005 .
Ninković, Dragan , Blagojević Filipović, Jelena P., Hall, Michael B., Brothers, Edward N., Zarić, Snežana D., "What Is Special about Aromatic-Aromatic Interactions? Significant Attraction at Large Horizontal Displacement" in ACS Central Science, 6, no. 3 (2020):420-425,
https://doi.org/10.1021/acscentsci.0c00005 . .
4
18
16
17

Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces

Živković, Jelena M.; Stanković, Ivana M.; Ninković, Dragan; Zarić, Snežana D.

(American Chemical Society, 2020)

TY  - JOUR
AU  - Živković, Jelena M.
AU  - Stanković, Ivana M.
AU  - Ninković, Dragan
AU  - Zarić, Snežana D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3973
AB  - The study of crystal structures from the Cambridge Structural Database (CSD) shows that most of p-phenol/p-phenol and toluene/toluene stacking interactions are at large horizontal displacements (offsets) as well as benzene/benzene interactions. The interactions at large horizontal displacements are stabilized by the addition of simultaneous interactions in supramolecular structures in crystals. The stacking p-phenol/p-phenol tends to be orientated in a parallel and antiparallel fashion, while stacking toluene/toluene is almost all in an antiparallel orientation. It is in accordance with calculated interaction energies. Namely, the strongest interaction energies for parallel and antiparallel phenol/phenol dimers are −5.12 and −4.40 kcal/mol, at offsets of 1.5 and 3.0 Å, respectively, while for parallel and antiparallel toluene/toluene dimers, energies are −3.98 and −5.39 kcal/mol, at offsets of 3.0 Å. These interactions are stronger than benzene/benzene stacking (−2.85 kcal/mol), as a consequence of the presence of the substituents. Similar to benzene/benzene stacking, interactions for phenol/phenol and toluene/toluene stacking at large offsets (4.0 Å) can be strong, stronger than −2.0 kcal/mol.
PB  - American Chemical Society
T2  - Crystal Growth & Design
T1  - Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces
VL  - 20
IS  - 2
SP  - 1025
EP  - 1034
DO  - 10.1021/acs.cgd.9b01353
ER  - 
@article{
author = "Živković, Jelena M. and Stanković, Ivana M. and Ninković, Dragan and Zarić, Snežana D.",
year = "2020",
abstract = "The study of crystal structures from the Cambridge Structural Database (CSD) shows that most of p-phenol/p-phenol and toluene/toluene stacking interactions are at large horizontal displacements (offsets) as well as benzene/benzene interactions. The interactions at large horizontal displacements are stabilized by the addition of simultaneous interactions in supramolecular structures in crystals. The stacking p-phenol/p-phenol tends to be orientated in a parallel and antiparallel fashion, while stacking toluene/toluene is almost all in an antiparallel orientation. It is in accordance with calculated interaction energies. Namely, the strongest interaction energies for parallel and antiparallel phenol/phenol dimers are −5.12 and −4.40 kcal/mol, at offsets of 1.5 and 3.0 Å, respectively, while for parallel and antiparallel toluene/toluene dimers, energies are −3.98 and −5.39 kcal/mol, at offsets of 3.0 Å. These interactions are stronger than benzene/benzene stacking (−2.85 kcal/mol), as a consequence of the presence of the substituents. Similar to benzene/benzene stacking, interactions for phenol/phenol and toluene/toluene stacking at large offsets (4.0 Å) can be strong, stronger than −2.0 kcal/mol.",
publisher = "American Chemical Society",
journal = "Crystal Growth & Design",
title = "Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces",
volume = "20",
number = "2",
pages = "1025-1034",
doi = "10.1021/acs.cgd.9b01353"
}
Živković, J. M., Stanković, I. M., Ninković, D.,& Zarić, S. D.. (2020). Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces. in Crystal Growth & Design
American Chemical Society., 20(2), 1025-1034.
https://doi.org/10.1021/acs.cgd.9b01353
Živković JM, Stanković IM, Ninković D, Zarić SD. Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces. in Crystal Growth & Design. 2020;20(2):1025-1034.
doi:10.1021/acs.cgd.9b01353 .
Živković, Jelena M., Stanković, Ivana M., Ninković, Dragan, Zarić, Snežana D., "Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces" in Crystal Growth & Design, 20, no. 2 (2020):1025-1034,
https://doi.org/10.1021/acs.cgd.9b01353 . .
6
4
5

Supplementary data for the article: Živković, J. M.; Stanković, I. M.; Ninković, D.; Zarić, S. D. Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces. Crystal Growth & Design 2020, 20 (2), 1025–1034. https://doi.org/10.1021/acs.cgd.9b01353

Živković, Jelena M.; Stanković, Ivana M.; Ninković, Dragan; Zarić, Snežana D.

(American Chemical Society, 2020)

TY  - DATA
AU  - Živković, Jelena M.
AU  - Stanković, Ivana M.
AU  - Ninković, Dragan
AU  - Zarić, Snežana D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3979
PB  - American Chemical Society
T2  - Crystal Growth & Design
T1  - Supplementary data for the article: Živković, J. M.; Stanković, I. M.; Ninković, D.; Zarić, S. D. Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces. Crystal Growth & Design 2020, 20 (2), 1025–1034. https://doi.org/10.1021/acs.cgd.9b01353
ER  - 
@misc{
author = "Živković, Jelena M. and Stanković, Ivana M. and Ninković, Dragan and Zarić, Snežana D.",
year = "2020",
publisher = "American Chemical Society",
journal = "Crystal Growth & Design",
title = "Supplementary data for the article: Živković, J. M.; Stanković, I. M.; Ninković, D.; Zarić, S. D. Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces. Crystal Growth & Design 2020, 20 (2), 1025–1034. https://doi.org/10.1021/acs.cgd.9b01353"
}
Živković, J. M., Stanković, I. M., Ninković, D.,& Zarić, S. D.. (2020). Supplementary data for the article: Živković, J. M.; Stanković, I. M.; Ninković, D.; Zarić, S. D. Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces. Crystal Growth & Design 2020, 20 (2), 1025–1034. https://doi.org/10.1021/acs.cgd.9b01353. in Crystal Growth & Design
American Chemical Society..
Živković JM, Stanković IM, Ninković D, Zarić SD. Supplementary data for the article: Živković, J. M.; Stanković, I. M.; Ninković, D.; Zarić, S. D. Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces. Crystal Growth & Design 2020, 20 (2), 1025–1034. https://doi.org/10.1021/acs.cgd.9b01353. in Crystal Growth & Design. 2020;..
Živković, Jelena M., Stanković, Ivana M., Ninković, Dragan, Zarić, Snežana D., "Supplementary data for the article: Živković, J. M.; Stanković, I. M.; Ninković, D.; Zarić, S. D. Phenol and Toluene Stacking Interactions, Including Interactions at Large Horizontal Displacements. Study of Crystal Structures and Calculation of Potential Energy Surfaces. Crystal Growth & Design 2020, 20 (2), 1025–1034. https://doi.org/10.1021/acs.cgd.9b01353" in Crystal Growth & Design (2020).

Stacking interactions of the methyl­ated cyclo­pentadienyl ligands in the crystal structures of transition metal complexes

Malenov, Dušan P.; Blagojević Filipović, Jelena P.; Zarić, Snežana D.

(International Union of Crystallography, 2020)

TY  - JOUR
AU  - Malenov, Dušan P.
AU  - Blagojević Filipović, Jelena P.
AU  - Zarić, Snežana D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4029
AB  - In the crystal structures of methylated cyclopentadienyl (Cp) complexes (MeCp, Me4Cp and Me5Cp) deposited in the Cambridge Structural Database, certain orientation types of stacked contacts can be noted as the most frequent. These orientation preferences can be well explained by the matching of oppositely charged regions of electrostatic potential. Parallel displaced stacking, large offset stacking and C - H⋯π interactions are the dominant interaction types that are responsible for the arrangement in the crystal structures of stacked methylated Cp complexes.
PB  - International Union of Crystallography
T2  - Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
T1  - Stacking interactions of the methyl­ated cyclo­pentadienyl ligands in the crystal structures of transition metal complexes
VL  - 76
IS  - 2
SP  - 252
EP  - 258
DO  - 10.1107/S2052520620002206
ER  - 
@article{
author = "Malenov, Dušan P. and Blagojević Filipović, Jelena P. and Zarić, Snežana D.",
year = "2020",
abstract = "In the crystal structures of methylated cyclopentadienyl (Cp) complexes (MeCp, Me4Cp and Me5Cp) deposited in the Cambridge Structural Database, certain orientation types of stacked contacts can be noted as the most frequent. These orientation preferences can be well explained by the matching of oppositely charged regions of electrostatic potential. Parallel displaced stacking, large offset stacking and C - H⋯π interactions are the dominant interaction types that are responsible for the arrangement in the crystal structures of stacked methylated Cp complexes.",
publisher = "International Union of Crystallography",
journal = "Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials",
title = "Stacking interactions of the methyl­ated cyclo­pentadienyl ligands in the crystal structures of transition metal complexes",
volume = "76",
number = "2",
pages = "252-258",
doi = "10.1107/S2052520620002206"
}
Malenov, D. P., Blagojević Filipović, J. P.,& Zarić, S. D.. (2020). Stacking interactions of the methyl­ated cyclo­pentadienyl ligands in the crystal structures of transition metal complexes. in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
International Union of Crystallography., 76(2), 252-258.
https://doi.org/10.1107/S2052520620002206
Malenov DP, Blagojević Filipović JP, Zarić SD. Stacking interactions of the methyl­ated cyclo­pentadienyl ligands in the crystal structures of transition metal complexes. in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials. 2020;76(2):252-258.
doi:10.1107/S2052520620002206 .
Malenov, Dušan P., Blagojević Filipović, Jelena P., Zarić, Snežana D., "Stacking interactions of the methyl­ated cyclo­pentadienyl ligands in the crystal structures of transition metal complexes" in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 76, no. 2 (2020):252-258,
https://doi.org/10.1107/S2052520620002206 . .
1
1
1
1

Role of aromatic amino acids in amyloid self-assembly

Stanković, Ivana M.; Niu, Shuqiang; Hall, Michael B.; Zarić, Snežana D.

(Elsevier, 2020)

TY  - JOUR
AU  - Stanković, Ivana M.
AU  - Niu, Shuqiang
AU  - Hall, Michael B.
AU  - Zarić, Snežana D.
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4176
AB  - Amyloids are proteins of a cross-β structure found as deposits in several diseases and also in normal tissues (nails, spider net, silk). Aromatic amino acids are frequently found in amyloid deposits. Although they are not indispensable, aromatic amino acids, phenylalanine, tyrosine and tryptophan, enhance significantly the kinetics of formation and thermodynamic stability, while tape or ribbon-like morphology is represented in systems with experimentally detected π-π interactions between aromatic rings. Analysis of geometries and energies of the amyloid PDB structures indicate the prevalence of aromatic-nonaromatic interactions and confirm that aromatic-aromatic interactions are not crucial for the amyloid formation.
PB  - Elsevier
T2  - International Journal of Biological Macromolecules
T1  - Role of aromatic amino acids in amyloid self-assembly
VL  - 156
SP  - 949
EP  - 959
DO  - 10.1016/j.ijbiomac.2020.03.064
ER  - 
@article{
author = "Stanković, Ivana M. and Niu, Shuqiang and Hall, Michael B. and Zarić, Snežana D.",
year = "2020",
abstract = "Amyloids are proteins of a cross-β structure found as deposits in several diseases and also in normal tissues (nails, spider net, silk). Aromatic amino acids are frequently found in amyloid deposits. Although they are not indispensable, aromatic amino acids, phenylalanine, tyrosine and tryptophan, enhance significantly the kinetics of formation and thermodynamic stability, while tape or ribbon-like morphology is represented in systems with experimentally detected π-π interactions between aromatic rings. Analysis of geometries and energies of the amyloid PDB structures indicate the prevalence of aromatic-nonaromatic interactions and confirm that aromatic-aromatic interactions are not crucial for the amyloid formation.",
publisher = "Elsevier",
journal = "International Journal of Biological Macromolecules",
title = "Role of aromatic amino acids in amyloid self-assembly",
volume = "156",
pages = "949-959",
doi = "10.1016/j.ijbiomac.2020.03.064"
}
Stanković, I. M., Niu, S., Hall, M. B.,& Zarić, S. D.. (2020). Role of aromatic amino acids in amyloid self-assembly. in International Journal of Biological Macromolecules
Elsevier., 156, 949-959.
https://doi.org/10.1016/j.ijbiomac.2020.03.064
Stanković IM, Niu S, Hall MB, Zarić SD. Role of aromatic amino acids in amyloid self-assembly. in International Journal of Biological Macromolecules. 2020;156:949-959.
doi:10.1016/j.ijbiomac.2020.03.064 .
Stanković, Ivana M., Niu, Shuqiang, Hall, Michael B., Zarić, Snežana D., "Role of aromatic amino acids in amyloid self-assembly" in International Journal of Biological Macromolecules, 156 (2020):949-959,
https://doi.org/10.1016/j.ijbiomac.2020.03.064 . .
13
8
9

Joint Isotherm Calorimetric Titration–DFT Investigation of the Demethoxy-Amination of Fischer Carbenes

Milovanović, Milan R.; Zarić, Snežana D.; Cornaton, Yann; Đukić, Jean-Pierre

(Elsevier, 2020)

TY  - JOUR
AU  - Milovanović, Milan R.
AU  - Zarić, Snežana D.
AU  - Cornaton, Yann
AU  - Đukić, Jean-Pierre
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4267
AB  - The thermochemistry of the aminolysis of three methoxy Fischer carbenes, pentacarbonyl(phenylmethoxyalkylidene)chromium(0), molybdenum(0) and tungsten(0), was studied experimentally and theoretically with three amines, namely benzylamine, aniline and 3-pyrroline. Enthalpies of reactions were all determined by Isotherm Calorimetric Titration (ITC) in chlorobenzene at 298.15 K, which provided in almost all cases values of ΔrH larger than -15 kcal/mol suggesting energetically favourable transformations for all amines except aniline. No significant dependence of the enthalpy of reaction upon the nature of the metal atom of the carbene complex was found. Further ITC experiments confirmed the partial second-order reaction in amine. All COSMO-DFT computed enthalpies of reaction (spanning ca. -5.5 kcal/mol up to -20 kcal/mol) were found to be in excellent agreement with experimental values, while calculated Gibbs free energies suggested spontaneous processes for all reactions except the one with aniline.
PB  - Elsevier
T2  - Journal of Organometallic Chemistry
T1  - Joint Isotherm Calorimetric Titration–DFT Investigation of the Demethoxy-Amination of Fischer Carbenes
VL  - 929
SP  - 121582
DO  - 10.1016/j.jorganchem.2020.121582
ER  - 
@article{
author = "Milovanović, Milan R. and Zarić, Snežana D. and Cornaton, Yann and Đukić, Jean-Pierre",
year = "2020",
abstract = "The thermochemistry of the aminolysis of three methoxy Fischer carbenes, pentacarbonyl(phenylmethoxyalkylidene)chromium(0), molybdenum(0) and tungsten(0), was studied experimentally and theoretically with three amines, namely benzylamine, aniline and 3-pyrroline. Enthalpies of reactions were all determined by Isotherm Calorimetric Titration (ITC) in chlorobenzene at 298.15 K, which provided in almost all cases values of ΔrH larger than -15 kcal/mol suggesting energetically favourable transformations for all amines except aniline. No significant dependence of the enthalpy of reaction upon the nature of the metal atom of the carbene complex was found. Further ITC experiments confirmed the partial second-order reaction in amine. All COSMO-DFT computed enthalpies of reaction (spanning ca. -5.5 kcal/mol up to -20 kcal/mol) were found to be in excellent agreement with experimental values, while calculated Gibbs free energies suggested spontaneous processes for all reactions except the one with aniline.",
publisher = "Elsevier",
journal = "Journal of Organometallic Chemistry",
title = "Joint Isotherm Calorimetric Titration–DFT Investigation of the Demethoxy-Amination of Fischer Carbenes",
volume = "929",
pages = "121582",
doi = "10.1016/j.jorganchem.2020.121582"
}
Milovanović, M. R., Zarić, S. D., Cornaton, Y.,& Đukić, J.. (2020). Joint Isotherm Calorimetric Titration–DFT Investigation of the Demethoxy-Amination of Fischer Carbenes. in Journal of Organometallic Chemistry
Elsevier., 929, 121582.
https://doi.org/10.1016/j.jorganchem.2020.121582
Milovanović MR, Zarić SD, Cornaton Y, Đukić J. Joint Isotherm Calorimetric Titration–DFT Investigation of the Demethoxy-Amination of Fischer Carbenes. in Journal of Organometallic Chemistry. 2020;929:121582.
doi:10.1016/j.jorganchem.2020.121582 .
Milovanović, Milan R., Zarić, Snežana D., Cornaton, Yann, Đukić, Jean-Pierre, "Joint Isotherm Calorimetric Titration–DFT Investigation of the Demethoxy-Amination of Fischer Carbenes" in Journal of Organometallic Chemistry, 929 (2020):121582,
https://doi.org/10.1016/j.jorganchem.2020.121582 . .
2

The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study

Milovanović, Milan R.; Dherbassy, Quentin; Wencel‐Delord, Joanna; Colobert, Françoise; Zarić, Snežana D.; Đukić, Jean-Pierre

(Wiley, 2020)

TY  - JOUR
AU  - Milovanović, Milan R.
AU  - Dherbassy, Quentin
AU  - Wencel‐Delord, Joanna
AU  - Colobert, Françoise
AU  - Zarić, Snežana D.
AU  - Đukić, Jean-Pierre
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4337
AB  - To figure out the possible role of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) as well as to provide reference thermochemical data in solution, the formation of Lewis acid-base complexes between HFIP (Lewis acid) and a series of 8 different Lewis bases (3 sulfoxides, 3 Nsp2 pyridine derivatives, 1 aromatic amine, 1 cyclic aliphatic ether) was examined by isothermal titration calorimetry (ITC) experiments and static density functional theory augmented with Dispersion (DFT−D) calculations. Measured ITC association enthalpy values (ΔHa) lie between −9.3 and −14 kcal mol−1. Computations including a PCM implicit solvation model produced similar exothermicity of association of all studied systems compared to the ITC data with ΔHa values ranging from −8.5 to −12.7 kcal mol−1. An additional set of calculations combining implicit and explicit solvation by chlorobenzene of the reactants, pointed out the relatively low interference of the solvent with the HFIP-base complexation: its main effect is to slightly enhance the Gibbs energy of the HFIP-Lewis base association. It is speculated that the interactions of bulk HFIP with Lewis bases therefore may significantly intervene in catalytic processes not only via the dynamic microstructuring of the medium but also more explicitly by affecting bonds’ polarization at the Lewis bases.
PB  - Wiley
T2  - ChemPhysChem
T1  - The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study
VL  - 21
IS  - 18
SP  - 2136
EP  - 2142
DO  - 10.1002/cphc.202000560
ER  - 
@article{
author = "Milovanović, Milan R. and Dherbassy, Quentin and Wencel‐Delord, Joanna and Colobert, Françoise and Zarić, Snežana D. and Đukić, Jean-Pierre",
year = "2020",
abstract = "To figure out the possible role of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) as well as to provide reference thermochemical data in solution, the formation of Lewis acid-base complexes between HFIP (Lewis acid) and a series of 8 different Lewis bases (3 sulfoxides, 3 Nsp2 pyridine derivatives, 1 aromatic amine, 1 cyclic aliphatic ether) was examined by isothermal titration calorimetry (ITC) experiments and static density functional theory augmented with Dispersion (DFT−D) calculations. Measured ITC association enthalpy values (ΔHa) lie between −9.3 and −14 kcal mol−1. Computations including a PCM implicit solvation model produced similar exothermicity of association of all studied systems compared to the ITC data with ΔHa values ranging from −8.5 to −12.7 kcal mol−1. An additional set of calculations combining implicit and explicit solvation by chlorobenzene of the reactants, pointed out the relatively low interference of the solvent with the HFIP-base complexation: its main effect is to slightly enhance the Gibbs energy of the HFIP-Lewis base association. It is speculated that the interactions of bulk HFIP with Lewis bases therefore may significantly intervene in catalytic processes not only via the dynamic microstructuring of the medium but also more explicitly by affecting bonds’ polarization at the Lewis bases.",
publisher = "Wiley",
journal = "ChemPhysChem",
title = "The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study",
volume = "21",
number = "18",
pages = "2136-2142",
doi = "10.1002/cphc.202000560"
}
Milovanović, M. R., Dherbassy, Q., Wencel‐Delord, J., Colobert, F., Zarić, S. D.,& Đukić, J.. (2020). The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. in ChemPhysChem
Wiley., 21(18), 2136-2142.
https://doi.org/10.1002/cphc.202000560
Milovanović MR, Dherbassy Q, Wencel‐Delord J, Colobert F, Zarić SD, Đukić J. The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. in ChemPhysChem. 2020;21(18):2136-2142.
doi:10.1002/cphc.202000560 .
Milovanović, Milan R., Dherbassy, Quentin, Wencel‐Delord, Joanna, Colobert, Françoise, Zarić, Snežana D., Đukić, Jean-Pierre, "The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study" in ChemPhysChem, 21, no. 18 (2020):2136-2142,
https://doi.org/10.1002/cphc.202000560 . .
1
2
2
2

The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study

Milovanović, Milan R.; Dherbassy, Quentin; Wencel‐Delord, Joanna; Colobert, Françoise; Zarić, Snežana D.; Đukić, Jean-Pierre

(Wiley, 2020)

TY  - JOUR
AU  - Milovanović, Milan R.
AU  - Dherbassy, Quentin
AU  - Wencel‐Delord, Joanna
AU  - Colobert, Françoise
AU  - Zarić, Snežana D.
AU  - Đukić, Jean-Pierre
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4339
AB  - To figure out the possible role of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) as well as to provide reference thermochemical data in solution, the formation of Lewis acid-base complexes between HFIP (Lewis acid) and a series of 8 different Lewis bases (3 sulfoxides, 3 Nsp2 pyridine derivatives, 1 aromatic amine, 1 cyclic aliphatic ether) was examined by isothermal titration calorimetry (ITC) experiments and static density functional theory augmented with Dispersion (DFT−D) calculations. Measured ITC association enthalpy values (ΔHa) lie between −9.3 and −14 kcal mol−1. Computations including a PCM implicit solvation model produced similar exothermicity of association of all studied systems compared to the ITC data with ΔHa values ranging from −8.5 to −12.7 kcal mol−1. An additional set of calculations combining implicit and explicit solvation by chlorobenzene of the reactants, pointed out the relatively low interference of the solvent with the HFIP-base complexation: its main effect is to slightly enhance the Gibbs energy of the HFIP-Lewis base association. It is speculated that the interactions of bulk HFIP with Lewis bases therefore may significantly intervene in catalytic processes not only via the dynamic microstructuring of the medium but also more explicitly by affecting bonds’ polarization at the Lewis bases.
PB  - Wiley
T2  - ChemPhysChem
T1  - The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study
VL  - 21
IS  - 18
SP  - 2136
EP  - 2142
DO  - 10.1002/cphc.202000560
ER  - 
@article{
author = "Milovanović, Milan R. and Dherbassy, Quentin and Wencel‐Delord, Joanna and Colobert, Françoise and Zarić, Snežana D. and Đukić, Jean-Pierre",
year = "2020",
abstract = "To figure out the possible role of 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP) as well as to provide reference thermochemical data in solution, the formation of Lewis acid-base complexes between HFIP (Lewis acid) and a series of 8 different Lewis bases (3 sulfoxides, 3 Nsp2 pyridine derivatives, 1 aromatic amine, 1 cyclic aliphatic ether) was examined by isothermal titration calorimetry (ITC) experiments and static density functional theory augmented with Dispersion (DFT−D) calculations. Measured ITC association enthalpy values (ΔHa) lie between −9.3 and −14 kcal mol−1. Computations including a PCM implicit solvation model produced similar exothermicity of association of all studied systems compared to the ITC data with ΔHa values ranging from −8.5 to −12.7 kcal mol−1. An additional set of calculations combining implicit and explicit solvation by chlorobenzene of the reactants, pointed out the relatively low interference of the solvent with the HFIP-base complexation: its main effect is to slightly enhance the Gibbs energy of the HFIP-Lewis base association. It is speculated that the interactions of bulk HFIP with Lewis bases therefore may significantly intervene in catalytic processes not only via the dynamic microstructuring of the medium but also more explicitly by affecting bonds’ polarization at the Lewis bases.",
publisher = "Wiley",
journal = "ChemPhysChem",
title = "The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study",
volume = "21",
number = "18",
pages = "2136-2142",
doi = "10.1002/cphc.202000560"
}
Milovanović, M. R., Dherbassy, Q., Wencel‐Delord, J., Colobert, F., Zarić, S. D.,& Đukić, J.. (2020). The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. in ChemPhysChem
Wiley., 21(18), 2136-2142.
https://doi.org/10.1002/cphc.202000560
Milovanović MR, Dherbassy Q, Wencel‐Delord J, Colobert F, Zarić SD, Đukić J. The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. in ChemPhysChem. 2020;21(18):2136-2142.
doi:10.1002/cphc.202000560 .
Milovanović, Milan R., Dherbassy, Quentin, Wencel‐Delord, Joanna, Colobert, Françoise, Zarić, Snežana D., Đukić, Jean-Pierre, "The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study" in ChemPhysChem, 21, no. 18 (2020):2136-2142,
https://doi.org/10.1002/cphc.202000560 . .
1
2
2
2

Supplementary data for the article: Milovanović, M. R.; Dherbassy, Q.; Wencel‐Delord, J.; Colobert, F.; Zarić, S. D.; Đukić, J.-P. The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. ChemPhysChem 2020, 21 (18), 2136–2142. https://doi.org/10.1002/cphc.202000560.

Milovanović, Milan R.; Dherbassy, Quentin; Wencel‐Delord, Joanna; Colobert, Françoise; Zarić, Snežana D.; Đukić, Jean-Pierre

(Wiley, 2020)

TY  - DATA
AU  - Milovanović, Milan R.
AU  - Dherbassy, Quentin
AU  - Wencel‐Delord, Joanna
AU  - Colobert, Françoise
AU  - Zarić, Snežana D.
AU  - Đukić, Jean-Pierre
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4346
PB  - Wiley
T2  - ChemPhysChem
T1  - Supplementary data for the article: Milovanović, M. R.; Dherbassy, Q.; Wencel‐Delord, J.; Colobert, F.; Zarić, S. D.; Đukić, J.-P. The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. ChemPhysChem 2020, 21 (18), 2136–2142. https://doi.org/10.1002/cphc.202000560.
VL  - 21
IS  - 18
SP  - 2136
EP  - 2142
ER  - 
@misc{
author = "Milovanović, Milan R. and Dherbassy, Quentin and Wencel‐Delord, Joanna and Colobert, Françoise and Zarić, Snežana D. and Đukić, Jean-Pierre",
year = "2020",
publisher = "Wiley",
journal = "ChemPhysChem",
title = "Supplementary data for the article: Milovanović, M. R.; Dherbassy, Q.; Wencel‐Delord, J.; Colobert, F.; Zarić, S. D.; Đukić, J.-P. The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. ChemPhysChem 2020, 21 (18), 2136–2142. https://doi.org/10.1002/cphc.202000560.",
volume = "21",
number = "18",
pages = "2136-2142"
}
Milovanović, M. R., Dherbassy, Q., Wencel‐Delord, J., Colobert, F., Zarić, S. D.,& Đukić, J.. (2020). Supplementary data for the article: Milovanović, M. R.; Dherbassy, Q.; Wencel‐Delord, J.; Colobert, F.; Zarić, S. D.; Đukić, J.-P. The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. ChemPhysChem 2020, 21 (18), 2136–2142. https://doi.org/10.1002/cphc.202000560.. in ChemPhysChem
Wiley., 21(18), 2136-2142.
Milovanović MR, Dherbassy Q, Wencel‐Delord J, Colobert F, Zarić SD, Đukić J. Supplementary data for the article: Milovanović, M. R.; Dherbassy, Q.; Wencel‐Delord, J.; Colobert, F.; Zarić, S. D.; Đukić, J.-P. The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. ChemPhysChem 2020, 21 (18), 2136–2142. https://doi.org/10.1002/cphc.202000560.. in ChemPhysChem. 2020;21(18):2136-2142..
Milovanović, Milan R., Dherbassy, Quentin, Wencel‐Delord, Joanna, Colobert, Françoise, Zarić, Snežana D., Đukić, Jean-Pierre, "Supplementary data for the article: Milovanović, M. R.; Dherbassy, Q.; Wencel‐Delord, J.; Colobert, F.; Zarić, S. D.; Đukić, J.-P. The Affinity of Some Lewis Bases for Hexafluoroisopropanol as a Reference Lewis Acid: An ITC/DFT Study. ChemPhysChem 2020, 21 (18), 2136–2142. https://doi.org/10.1002/cphc.202000560." in ChemPhysChem, 21, no. 18 (2020):2136-2142.

Influence of chelate ring type on chelate-chelate and chelate-aryl stacking: The case of nickel bis(dithiolene)

Malenov, Dušan P.; Veljković, Dušan Ž.; Hall, Michael B.; Brothers, Edward N.; Zarić, Snežana D.

(2019)

TY  - JOUR
AU  - Malenov, Dušan P.
AU  - Veljković, Dušan Ž.
AU  - Hall, Michael B.
AU  - Brothers, Edward N.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2822
AB  - Chelate-aryl and chelate-chelate stacking interactions of nickel bis(dithiolene) were studied at the CCSD(T)/CBS and DFT levels. The strongest chelate-aryl stacking interaction between nickel bis(dithiolene) and benzene has a CCSD(T)/CBS stacking energy of -5.60 kcal mol-1. The strongest chelate-chelate stacking interactions between two nickel bis(dithiolenes) has a CCSD(T)/CBS stacking energy of -10.34 kcal mol-1. The most stable chelate-aryl stacking has the benzene center above the nickel atom, while the most stable chelate-chelate dithiolene stacking has the chelate center above the nickel atom. Comparison of chelate-aryl stacking interactions of dithiolene and acac-type nickel chelate shows similar strength. However, chelate-chelate stacking is stronger for dithiolene nickel chelate than for acac-type nickel chelate, which has a CCSD(T)/CBS interaction energy of -9.50 kcal mol-1. © 2018 the Owner Societies.
T2  - Physical Chemistry Chemical Physics
T1  - Influence of chelate ring type on chelate-chelate and chelate-aryl stacking: The case of nickel bis(dithiolene)
VL  - 21
IS  - 3
SP  - 1198
EP  - 1206
DO  - 10.1039/c8cp06312e
ER  - 
@article{
author = "Malenov, Dušan P. and Veljković, Dušan Ž. and Hall, Michael B. and Brothers, Edward N. and Zarić, Snežana D.",
year = "2019",
abstract = "Chelate-aryl and chelate-chelate stacking interactions of nickel bis(dithiolene) were studied at the CCSD(T)/CBS and DFT levels. The strongest chelate-aryl stacking interaction between nickel bis(dithiolene) and benzene has a CCSD(T)/CBS stacking energy of -5.60 kcal mol-1. The strongest chelate-chelate stacking interactions between two nickel bis(dithiolenes) has a CCSD(T)/CBS stacking energy of -10.34 kcal mol-1. The most stable chelate-aryl stacking has the benzene center above the nickel atom, while the most stable chelate-chelate dithiolene stacking has the chelate center above the nickel atom. Comparison of chelate-aryl stacking interactions of dithiolene and acac-type nickel chelate shows similar strength. However, chelate-chelate stacking is stronger for dithiolene nickel chelate than for acac-type nickel chelate, which has a CCSD(T)/CBS interaction energy of -9.50 kcal mol-1. © 2018 the Owner Societies.",
journal = "Physical Chemistry Chemical Physics",
title = "Influence of chelate ring type on chelate-chelate and chelate-aryl stacking: The case of nickel bis(dithiolene)",
volume = "21",
number = "3",
pages = "1198-1206",
doi = "10.1039/c8cp06312e"
}
Malenov, D. P., Veljković, D. Ž., Hall, M. B., Brothers, E. N.,& Zarić, S. D.. (2019). Influence of chelate ring type on chelate-chelate and chelate-aryl stacking: The case of nickel bis(dithiolene). in Physical Chemistry Chemical Physics, 21(3), 1198-1206.
https://doi.org/10.1039/c8cp06312e
Malenov DP, Veljković DŽ, Hall MB, Brothers EN, Zarić SD. Influence of chelate ring type on chelate-chelate and chelate-aryl stacking: The case of nickel bis(dithiolene). in Physical Chemistry Chemical Physics. 2019;21(3):1198-1206.
doi:10.1039/c8cp06312e .
Malenov, Dušan P., Veljković, Dušan Ž., Hall, Michael B., Brothers, Edward N., Zarić, Snežana D., "Influence of chelate ring type on chelate-chelate and chelate-aryl stacking: The case of nickel bis(dithiolene)" in Physical Chemistry Chemical Physics, 21, no. 3 (2019):1198-1206,
https://doi.org/10.1039/c8cp06312e . .
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4
4
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Supplementary data for the article: Malenov, D. P.; Veljković, D. Ž.; Hall, M. B.; Brothers, E. N.; Zarić, S. Influence of Chelate Ring Type on Chelate-Chelate and Chelate-Aryl Stacking: The Case of Nickel Bis(Dithiolene). Physical Chemistry Chemical Physics 2019, 21 (3), 1198–1206. https://doi.org/10.1039/c8cp06312e

Malenov, Dušan P.; Veljković, Dušan Ž.; Hall, Michael B.; Brothers, Edward N.; Zarić, Snežana D.

(2019)

TY  - DATA
AU  - Malenov, Dušan P.
AU  - Veljković, Dušan Ž.
AU  - Hall, Michael B.
AU  - Brothers, Edward N.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2927
T2  - Physical Chemistry Chemical Physics
T1  - Supplementary data for the article: Malenov, D. P.; Veljković, D. Ž.; Hall, M. B.; Brothers, E. N.; Zarić, S. Influence of Chelate Ring Type on Chelate-Chelate and Chelate-Aryl Stacking: The Case of Nickel Bis(Dithiolene). Physical Chemistry Chemical Physics 2019, 21 (3), 1198–1206. https://doi.org/10.1039/c8cp06312e
ER  - 
@misc{
author = "Malenov, Dušan P. and Veljković, Dušan Ž. and Hall, Michael B. and Brothers, Edward N. and Zarić, Snežana D.",
year = "2019",
journal = "Physical Chemistry Chemical Physics",
title = "Supplementary data for the article: Malenov, D. P.; Veljković, D. Ž.; Hall, M. B.; Brothers, E. N.; Zarić, S. Influence of Chelate Ring Type on Chelate-Chelate and Chelate-Aryl Stacking: The Case of Nickel Bis(Dithiolene). Physical Chemistry Chemical Physics 2019, 21 (3), 1198–1206. https://doi.org/10.1039/c8cp06312e"
}
Malenov, D. P., Veljković, D. Ž., Hall, M. B., Brothers, E. N.,& Zarić, S. D.. (2019). Supplementary data for the article: Malenov, D. P.; Veljković, D. Ž.; Hall, M. B.; Brothers, E. N.; Zarić, S. Influence of Chelate Ring Type on Chelate-Chelate and Chelate-Aryl Stacking: The Case of Nickel Bis(Dithiolene). Physical Chemistry Chemical Physics 2019, 21 (3), 1198–1206. https://doi.org/10.1039/c8cp06312e. in Physical Chemistry Chemical Physics.
Malenov DP, Veljković DŽ, Hall MB, Brothers EN, Zarić SD. Supplementary data for the article: Malenov, D. P.; Veljković, D. Ž.; Hall, M. B.; Brothers, E. N.; Zarić, S. Influence of Chelate Ring Type on Chelate-Chelate and Chelate-Aryl Stacking: The Case of Nickel Bis(Dithiolene). Physical Chemistry Chemical Physics 2019, 21 (3), 1198–1206. https://doi.org/10.1039/c8cp06312e. in Physical Chemistry Chemical Physics. 2019;..
Malenov, Dušan P., Veljković, Dušan Ž., Hall, Michael B., Brothers, Edward N., Zarić, Snežana D., "Supplementary data for the article: Malenov, D. P.; Veljković, D. Ž.; Hall, M. B.; Brothers, E. N.; Zarić, S. Influence of Chelate Ring Type on Chelate-Chelate and Chelate-Aryl Stacking: The Case of Nickel Bis(Dithiolene). Physical Chemistry Chemical Physics 2019, 21 (3), 1198–1206. https://doi.org/10.1039/c8cp06312e" in Physical Chemistry Chemical Physics (2019).

Significant Differences in the Energy of X-H/Pt Interactions between Cisplatin and Transplatin Molecules

Veljković, Dušan Ž.; Đunović, Aleksandra B.; Zarić, Snežana D.

(Wiley, 2019)

TY  - JOUR
AU  - Veljković, Dušan Ž.
AU  - Đunović, Aleksandra B.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3770
AB  - X−H/Pt interactions between cisplatin (cis-[Pt(NH3)2Cl2]) and transplatin (trans-[Pt(NH3)2Cl2]) molecules as hydrogen atom acceptors and CH4, NH3 and H2O molecules as hydrogen atom donors were studied by quantum chemical calculations and analysis of crystallographic data from Cambridge Structural Database (CSD). Results of interaction energies calculations showed that almost in all cases cisplatin molecule forms stronger X−H/Pt interaction compared to transplatin molecule. The strongest calculated interaction is O−H/Pt interaction between cisplatin and a water molecule with the energy ΔEMP2/aug-cc-PVDZ=-5.97 kcal/mol; calculated energy of the strongest transplatin/water interaction is ΔEMP2/aug-cc-PVDZ=-4.43 kcal/mol. Only in case of C−H/Pt interactions translplatin molecule forms slightly stronger interaction compared to cisplatin molecule; the energy of the strongest C−H/Pt interaction involving transplatin molecule is ΔEMP2/aug-cc-PVDZ=-1.20 kcal/mol while for cisplatin energy is ΔEMP2/aug-cc-PVDZ=-1.08 kcal/mol. Interaction energies for geometries with the strongest X−H/Pt interactions were re-calculated at CCSD(T)/CBS level and these results were in excellent agreement with results obtained at MP2/aug-cc-PVDZ level of theory. Electrostatic potentials were calculated and used to explain results of interaction energies calculations. Analysis of geometrical data revealed that cisplatin and transplatin molecules are involved in X−H/Pt contacts in crystal structures.
PB  - Wiley
T2  - ChemistrySelect
T1  - Significant Differences in the Energy of X-H/Pt Interactions between Cisplatin and Transplatin Molecules
VL  - 4
IS  - 44
SP  - 12909
EP  - 12914
DO  - 10.1002/slct.201903296
ER  - 
@article{
author = "Veljković, Dušan Ž. and Đunović, Aleksandra B. and Zarić, Snežana D.",
year = "2019",
abstract = "X−H/Pt interactions between cisplatin (cis-[Pt(NH3)2Cl2]) and transplatin (trans-[Pt(NH3)2Cl2]) molecules as hydrogen atom acceptors and CH4, NH3 and H2O molecules as hydrogen atom donors were studied by quantum chemical calculations and analysis of crystallographic data from Cambridge Structural Database (CSD). Results of interaction energies calculations showed that almost in all cases cisplatin molecule forms stronger X−H/Pt interaction compared to transplatin molecule. The strongest calculated interaction is O−H/Pt interaction between cisplatin and a water molecule with the energy ΔEMP2/aug-cc-PVDZ=-5.97 kcal/mol; calculated energy of the strongest transplatin/water interaction is ΔEMP2/aug-cc-PVDZ=-4.43 kcal/mol. Only in case of C−H/Pt interactions translplatin molecule forms slightly stronger interaction compared to cisplatin molecule; the energy of the strongest C−H/Pt interaction involving transplatin molecule is ΔEMP2/aug-cc-PVDZ=-1.20 kcal/mol while for cisplatin energy is ΔEMP2/aug-cc-PVDZ=-1.08 kcal/mol. Interaction energies for geometries with the strongest X−H/Pt interactions were re-calculated at CCSD(T)/CBS level and these results were in excellent agreement with results obtained at MP2/aug-cc-PVDZ level of theory. Electrostatic potentials were calculated and used to explain results of interaction energies calculations. Analysis of geometrical data revealed that cisplatin and transplatin molecules are involved in X−H/Pt contacts in crystal structures.",
publisher = "Wiley",
journal = "ChemistrySelect",
title = "Significant Differences in the Energy of X-H/Pt Interactions between Cisplatin and Transplatin Molecules",
volume = "4",
number = "44",
pages = "12909-12914",
doi = "10.1002/slct.201903296"
}
Veljković, D. Ž., Đunović, A. B.,& Zarić, S. D.. (2019). Significant Differences in the Energy of X-H/Pt Interactions between Cisplatin and Transplatin Molecules. in ChemistrySelect
Wiley., 4(44), 12909-12914.
https://doi.org/10.1002/slct.201903296
Veljković DŽ, Đunović AB, Zarić SD. Significant Differences in the Energy of X-H/Pt Interactions between Cisplatin and Transplatin Molecules. in ChemistrySelect. 2019;4(44):12909-12914.
doi:10.1002/slct.201903296 .
Veljković, Dušan Ž., Đunović, Aleksandra B., Zarić, Snežana D., "Significant Differences in the Energy of X-H/Pt Interactions between Cisplatin and Transplatin Molecules" in ChemistrySelect, 4, no. 44 (2019):12909-12914,
https://doi.org/10.1002/slct.201903296 . .
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2
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Утицај координације воде и амонијака на њихове нековалентне интеракције са ароматичним прстеновима

Војисављевић-Василев, Дубравка

(Универзитет у Београду, Хемијски факултет, 2019)

TY  - THES
AU  - Војисављевић-Василев, Дубравка
PY  - 2019
UR  - http://eteze.bg.ac.rs/application/showtheses?thesesId=6998
UR  - https://fedorabg.bg.ac.rs/fedora/get/o:20525/bdef:Content/download
UR  - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=51730959
UR  - http://nardus.mpn.gov.rs/123456789/11670
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3902
AB  - Интеракција молекула воде са ароматичним прстеновима има велики значај у многим системима, од биолошких молекула до материјала. Резултати истраживања ОН/π интеракција између течне воде и бензена показују да оне имају важну улогу у биолошким везивањима и препознавањима. Jачине интеракције између амонијака и ароматичних системима показале су да се NH/π интеракције могу узети у обзир при моделовању структура биолошких система.Поље изучавања ове докторске дисертације су нековалентне интеракције између молекула воде и амонијака са ароматичним системима, као и утицај координације воде, односно амонијака на поменуте интеракције. Када су у питању интеракције воде (некоординоване и координоване) са ароматичним прстеновима, испитиване су ОН/π и паралелне интеракције. Анализирани су подаци добијени из Кембричке базе структурних података (CSD) и подаци добијени на основу квантнохемијских прорачуна. Подаци добијени из CSD показују да су бројније паралелне од ОН/π интеракција, као и да су растојања између молекула воде и ароматичног прстена нешто краћа за координовану воду. Координација воде за јон метала утиче на јачину интеракција са ароматичним прстеном, интеракције аква комплекса су јаче. Прорачуни на MP2/def2-QZVP нивоу за систем H2O/C6H6 дају енергију ОН/π интеракције од -3,36 kcal/mol, док је за систем [Zn(H2O)6]2+/C6H6 она -13,96 kcal/mol. Координовани молекули воде преферирају паралелно-надоле оријентацију у односу на ароматичан прстен. Енергија ове интеракције за H2O/C6H6 систем је -3,11 kcal/mol, док је најјача израчуната интеракција -14,89 kcal/mol и односи се на систем [Zn(H2O)6]2+/C6H6.Координација амонијака за јон метала утиче на његове MLNH/π интеракције са бензеном. Координовани амонијак тежи приближавању арил-групи у односу на некоординовани амонијак. Енегрија NH/π интеракције за систем NH3/C6H6 износи -2,30 kcal/mol, док је за систем [Zn(NH3)6]2+/C6H6 она -14,77 kcal/mol. Квантнохемијски прорачуни показују слагање са закључцима добијеним на основу анализа кристалних структура из CSD.
AB  - The interaction of water molecules with aromatic rings is of great importance in many systems, from biological molecules to materials. The results of the research on OH/π interactions of liquid water and benzene show that they have an important role in biological binding and recognition. The strength of the interactions between ammonia and aromatic systems have shown that NH/π interactions can be taken into consideration during the modeling of the structures of biological systems.This doctoral dissertation is in the field of non-covalent interactions between water and ammonia molecules with aromatic systems, as well as the influence of water and ammonia coordination on those interactions. To study the interactions between water (noncoordinated and coordinated) and aromatic rings, OH/π and parallel interactions have been examined. Data obtained from the Cambridge Structural Database (CSD) and data obtained on the basis of the quantum-chemical calculations have been analyzed. The data obtained from the CSD show that parallel interactions are more numerous than OH/π interactions. Coordination of water to a metal ion affects the strength of interactions with aromatic ring, the interactions of the aqua complexes are stronger. Calculations at MP2/def2-QZVP level of the OH/π interactions in water/benzene system yield the energy of -3.36 kcal/mol, while for the [Zn(H2O)6]2+/C6H6 system it is -13.96 kcal/mol. Coordinated water molecules prefer parallel-down orientation relative to the aromatic ring. The energy of this interaction for H2O/C6H6 system is -3.11 kcal/mol, while the strongest calculated interaction is -14.89 kcal/mol and it refers to the [Zn(H2O)6]2+/C6H6 system.Coordination of ammonia to a metal ion affects its MLNH/π interactions with benzene. Coordinated ammonia tends to approach the aryl group closer than noncoordinated ammonia. The energy of NH/π interaction for the NH3/C6H6 system is -2.30 kcal/mol, while for the system [Zn(NH3)6]2+/C6H6 it is -14.77 kcal/mol. Quantum-chemical calculations show agreement with the conclusions derived from the crystal structures analysis from the CSD.
PB  - Универзитет у Београду, Хемијски факултет
T2  - Универзитет у Београду
T1  - Утицај координације воде и амонијака на њихове нековалентне интеракције са ароматичним прстеновима
ER  - 
@phdthesis{
author = "Војисављевић-Василев, Дубравка",
year = "2019",
abstract = "Интеракција молекула воде са ароматичним прстеновима има велики значај у многим системима, од биолошких молекула до материјала. Резултати истраживања ОН/π интеракција између течне воде и бензена показују да оне имају важну улогу у биолошким везивањима и препознавањима. Jачине интеракције између амонијака и ароматичних системима показале су да се NH/π интеракције могу узети у обзир при моделовању структура биолошких система.Поље изучавања ове докторске дисертације су нековалентне интеракције између молекула воде и амонијака са ароматичним системима, као и утицај координације воде, односно амонијака на поменуте интеракције. Када су у питању интеракције воде (некоординоване и координоване) са ароматичним прстеновима, испитиване су ОН/π и паралелне интеракције. Анализирани су подаци добијени из Кембричке базе структурних података (CSD) и подаци добијени на основу квантнохемијских прорачуна. Подаци добијени из CSD показују да су бројније паралелне од ОН/π интеракција, као и да су растојања између молекула воде и ароматичног прстена нешто краћа за координовану воду. Координација воде за јон метала утиче на јачину интеракција са ароматичним прстеном, интеракције аква комплекса су јаче. Прорачуни на MP2/def2-QZVP нивоу за систем H2O/C6H6 дају енергију ОН/π интеракције од -3,36 kcal/mol, док је за систем [Zn(H2O)6]2+/C6H6 она -13,96 kcal/mol. Координовани молекули воде преферирају паралелно-надоле оријентацију у односу на ароматичан прстен. Енергија ове интеракције за H2O/C6H6 систем је -3,11 kcal/mol, док је најјача израчуната интеракција -14,89 kcal/mol и односи се на систем [Zn(H2O)6]2+/C6H6.Координација амонијака за јон метала утиче на његове MLNH/π интеракције са бензеном. Координовани амонијак тежи приближавању арил-групи у односу на некоординовани амонијак. Енегрија NH/π интеракције за систем NH3/C6H6 износи -2,30 kcal/mol, док је за систем [Zn(NH3)6]2+/C6H6 она -14,77 kcal/mol. Квантнохемијски прорачуни показују слагање са закључцима добијеним на основу анализа кристалних структура из CSD., The interaction of water molecules with aromatic rings is of great importance in many systems, from biological molecules to materials. The results of the research on OH/π interactions of liquid water and benzene show that they have an important role in biological binding and recognition. The strength of the interactions between ammonia and aromatic systems have shown that NH/π interactions can be taken into consideration during the modeling of the structures of biological systems.This doctoral dissertation is in the field of non-covalent interactions between water and ammonia molecules with aromatic systems, as well as the influence of water and ammonia coordination on those interactions. To study the interactions between water (noncoordinated and coordinated) and aromatic rings, OH/π and parallel interactions have been examined. Data obtained from the Cambridge Structural Database (CSD) and data obtained on the basis of the quantum-chemical calculations have been analyzed. The data obtained from the CSD show that parallel interactions are more numerous than OH/π interactions. Coordination of water to a metal ion affects the strength of interactions with aromatic ring, the interactions of the aqua complexes are stronger. Calculations at MP2/def2-QZVP level of the OH/π interactions in water/benzene system yield the energy of -3.36 kcal/mol, while for the [Zn(H2O)6]2+/C6H6 system it is -13.96 kcal/mol. Coordinated water molecules prefer parallel-down orientation relative to the aromatic ring. The energy of this interaction for H2O/C6H6 system is -3.11 kcal/mol, while the strongest calculated interaction is -14.89 kcal/mol and it refers to the [Zn(H2O)6]2+/C6H6 system.Coordination of ammonia to a metal ion affects its MLNH/π interactions with benzene. Coordinated ammonia tends to approach the aryl group closer than noncoordinated ammonia. The energy of NH/π interaction for the NH3/C6H6 system is -2.30 kcal/mol, while for the system [Zn(NH3)6]2+/C6H6 it is -14.77 kcal/mol. Quantum-chemical calculations show agreement with the conclusions derived from the crystal structures analysis from the CSD.",
publisher = "Универзитет у Београду, Хемијски факултет",
journal = "Универзитет у Београду",
title = "Утицај координације воде и амонијака на њихове нековалентне интеракције са ароматичним прстеновима"
}
Војисављевић-Василев, Д.. (2019). Утицај координације воде и амонијака на њихове нековалентне интеракције са ароматичним прстеновима. in Универзитет у Београду
Универзитет у Београду, Хемијски факултет..
Војисављевић-Василев Д. Утицај координације воде и амонијака на њихове нековалентне интеракције са ароматичним прстеновима. in Универзитет у Београду. 2019;..
Војисављевић-Василев, Дубравка, "Утицај координације воде и амонијака на њихове нековалентне интеракције са ароматичним прстеновима" in Универзитет у Београду (2019).

Stacking Interactions of Resonance-Assisted Hydrogen-Bridged Rings. A Systematic Study of Crystal Structures and Quantum-Chemical Calculations

Blagojević Filipović, Jelena P.; Hall, Michael B.; Zarić, Snežana D.

(American Chemical Society, 2019)

TY  - JOUR
AU  - Blagojević Filipović, Jelena P.
AU  - Hall, Michael B.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3670
AB  - Stacking interactions of resonance-assisted hydrogen-bridged rings are quite common, as 44% of their crystal structures show mutually parallel contacts. High-level quantum-chemical calculations by the CCSD(T)/CBS method indicate that these interactions are quite strong, up to -4.7 kcal/mol. This strength is comparable to the stacking interactions of saturated hydrogen-bridged rings (-4.9 kcal/mol), while it is substantially stronger than stacking interaction between two benzene molecules (-2.7 kcal/mol). Symmetry-adapted perturbation theory energy decomposition analysis shows that the dispersion component makes the major contribution in total interaction energy, but it is mostly canceled by the exchange-repulsion term in some systems, while electrostatic attraction terms are very significant in all systems. The electrostatic terms can be dominant or similar to the net dispersion term.
PB  - American Chemical Society
T2  - Crystal Growth and Design
T1  - Stacking Interactions of Resonance-Assisted Hydrogen-Bridged Rings. A Systematic Study of Crystal Structures and Quantum-Chemical Calculations
VL  - 19
IS  - 10
SP  - 5619
EP  - 5628
DO  - 10.1021/acs.cgd.9b00589
ER  - 
@article{
author = "Blagojević Filipović, Jelena P. and Hall, Michael B. and Zarić, Snežana D.",
year = "2019",
abstract = "Stacking interactions of resonance-assisted hydrogen-bridged rings are quite common, as 44% of their crystal structures show mutually parallel contacts. High-level quantum-chemical calculations by the CCSD(T)/CBS method indicate that these interactions are quite strong, up to -4.7 kcal/mol. This strength is comparable to the stacking interactions of saturated hydrogen-bridged rings (-4.9 kcal/mol), while it is substantially stronger than stacking interaction between two benzene molecules (-2.7 kcal/mol). Symmetry-adapted perturbation theory energy decomposition analysis shows that the dispersion component makes the major contribution in total interaction energy, but it is mostly canceled by the exchange-repulsion term in some systems, while electrostatic attraction terms are very significant in all systems. The electrostatic terms can be dominant or similar to the net dispersion term.",
publisher = "American Chemical Society",
journal = "Crystal Growth and Design",
title = "Stacking Interactions of Resonance-Assisted Hydrogen-Bridged Rings. A Systematic Study of Crystal Structures and Quantum-Chemical Calculations",
volume = "19",
number = "10",
pages = "5619-5628",
doi = "10.1021/acs.cgd.9b00589"
}
Blagojević Filipović, J. P., Hall, M. B.,& Zarić, S. D.. (2019). Stacking Interactions of Resonance-Assisted Hydrogen-Bridged Rings. A Systematic Study of Crystal Structures and Quantum-Chemical Calculations. in Crystal Growth and Design
American Chemical Society., 19(10), 5619-5628.
https://doi.org/10.1021/acs.cgd.9b00589
Blagojević Filipović JP, Hall MB, Zarić SD. Stacking Interactions of Resonance-Assisted Hydrogen-Bridged Rings. A Systematic Study of Crystal Structures and Quantum-Chemical Calculations. in Crystal Growth and Design. 2019;19(10):5619-5628.
doi:10.1021/acs.cgd.9b00589 .
Blagojević Filipović, Jelena P., Hall, Michael B., Zarić, Snežana D., "Stacking Interactions of Resonance-Assisted Hydrogen-Bridged Rings. A Systematic Study of Crystal Structures and Quantum-Chemical Calculations" in Crystal Growth and Design, 19, no. 10 (2019):5619-5628,
https://doi.org/10.1021/acs.cgd.9b00589 . .
6
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Binding of metal ions and water molecules to nucleic acid bases: The influence of water molecule coordination to a metal ion on water–nucleic acid base hydrogen bonds

Andrić, Jelena M.; Stanković, Ivana M.; Zarić, Snežana D.

(International Union of Crystallography, 2019)

TY  - JOUR
AU  - Andrić, Jelena M.
AU  - Stanković, Ivana M.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3675
AB  - The interactions of nucleic acid bases with non-coordinated and coordinated water molecules were studied by analyzing data in the Protein Data Bank (PDB) and by quantum chemical calculations. The analysis of the data in the crystal structures from the PDB indicates that hydrogen bonds involving oxygen or nitrogen atoms of nucleic acid bases and water molecules are shorter when water is bonded to a metal ion. These results are in agreement with the quantum chemical calculations on geometries and interaction energies of hydrogen bonds; the calculations on model systems show that hydrogen bonds of nucleic acid bases with water bonded to a metal ion are stronger than hydrogen bonds with non-coordinated water. These calculated values are similar to the strength of hydrogen bonds between nucleic acid bases. The results presented in this paper may be relevant to understand the role of water molecules and metal ions in the process of replication and stabilization of nucleic acids and also to understand the possible toxicity of metal ion interactions with nucleic acids.
PB  - International Union of Crystallography
T2  - Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
T1  - Binding of metal ions and water molecules to nucleic acid bases: The influence of water molecule coordination to a metal ion on water–nucleic acid base hydrogen bonds
VL  - 75
SP  - 301
EP  - 309
DO  - 10.1107/S2052520619001999
ER  - 
@article{
author = "Andrić, Jelena M. and Stanković, Ivana M. and Zarić, Snežana D.",
year = "2019",
abstract = "The interactions of nucleic acid bases with non-coordinated and coordinated water molecules were studied by analyzing data in the Protein Data Bank (PDB) and by quantum chemical calculations. The analysis of the data in the crystal structures from the PDB indicates that hydrogen bonds involving oxygen or nitrogen atoms of nucleic acid bases and water molecules are shorter when water is bonded to a metal ion. These results are in agreement with the quantum chemical calculations on geometries and interaction energies of hydrogen bonds; the calculations on model systems show that hydrogen bonds of nucleic acid bases with water bonded to a metal ion are stronger than hydrogen bonds with non-coordinated water. These calculated values are similar to the strength of hydrogen bonds between nucleic acid bases. The results presented in this paper may be relevant to understand the role of water molecules and metal ions in the process of replication and stabilization of nucleic acids and also to understand the possible toxicity of metal ion interactions with nucleic acids.",
publisher = "International Union of Crystallography",
journal = "Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials",
title = "Binding of metal ions and water molecules to nucleic acid bases: The influence of water molecule coordination to a metal ion on water–nucleic acid base hydrogen bonds",
volume = "75",
pages = "301-309",
doi = "10.1107/S2052520619001999"
}
Andrić, J. M., Stanković, I. M.,& Zarić, S. D.. (2019). Binding of metal ions and water molecules to nucleic acid bases: The influence of water molecule coordination to a metal ion on water–nucleic acid base hydrogen bonds. in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
International Union of Crystallography., 75, 301-309.
https://doi.org/10.1107/S2052520619001999
Andrić JM, Stanković IM, Zarić SD. Binding of metal ions and water molecules to nucleic acid bases: The influence of water molecule coordination to a metal ion on water–nucleic acid base hydrogen bonds. in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials. 2019;75:301-309.
doi:10.1107/S2052520619001999 .
Andrić, Jelena M., Stanković, Ivana M., Zarić, Snežana D., "Binding of metal ions and water molecules to nucleic acid bases: The influence of water molecule coordination to a metal ion on water–nucleic acid base hydrogen bonds" in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 75 (2019):301-309,
https://doi.org/10.1107/S2052520619001999 . .
1
1

Supplementary material for the article: Andrić, J. M.; Stanković, I. M.; Zarić, S. D. Binding of Metal Ions and Water Molecules to Nucleic Acid Bases: The Influence of Water Molecule Coordination to a Metal Ion on Water–Nucleic Acid Base Hydrogen Bonds. Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials 2019, 75, 301–309. https://doi.org/10.1107/S2052520619001999

Andrić, Jelena M.; Stanković, Ivana M.; Zarić, Snežana D.

(International Union of Crystallography, 2019)

TY  - DATA
AU  - Andrić, Jelena M.
AU  - Stanković, Ivana M.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3676
PB  - International Union of Crystallography
T2  - Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
T1  - Supplementary material for the article: Andrić, J. M.; Stanković, I. M.; Zarić, S. D. Binding of Metal Ions and Water Molecules to Nucleic Acid Bases: The Influence of Water Molecule Coordination to a Metal Ion on Water–Nucleic Acid Base Hydrogen Bonds. Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials 2019, 75, 301–309. https://doi.org/10.1107/S2052520619001999
ER  - 
@misc{
author = "Andrić, Jelena M. and Stanković, Ivana M. and Zarić, Snežana D.",
year = "2019",
publisher = "International Union of Crystallography",
journal = "Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials",
title = "Supplementary material for the article: Andrić, J. M.; Stanković, I. M.; Zarić, S. D. Binding of Metal Ions and Water Molecules to Nucleic Acid Bases: The Influence of Water Molecule Coordination to a Metal Ion on Water–Nucleic Acid Base Hydrogen Bonds. Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials 2019, 75, 301–309. https://doi.org/10.1107/S2052520619001999"
}
Andrić, J. M., Stanković, I. M.,& Zarić, S. D.. (2019). Supplementary material for the article: Andrić, J. M.; Stanković, I. M.; Zarić, S. D. Binding of Metal Ions and Water Molecules to Nucleic Acid Bases: The Influence of Water Molecule Coordination to a Metal Ion on Water–Nucleic Acid Base Hydrogen Bonds. Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials 2019, 75, 301–309. https://doi.org/10.1107/S2052520619001999. in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
International Union of Crystallography..
Andrić JM, Stanković IM, Zarić SD. Supplementary material for the article: Andrić, J. M.; Stanković, I. M.; Zarić, S. D. Binding of Metal Ions and Water Molecules to Nucleic Acid Bases: The Influence of Water Molecule Coordination to a Metal Ion on Water–Nucleic Acid Base Hydrogen Bonds. Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials 2019, 75, 301–309. https://doi.org/10.1107/S2052520619001999. in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials. 2019;..
Andrić, Jelena M., Stanković, Ivana M., Zarić, Snežana D., "Supplementary material for the article: Andrić, J. M.; Stanković, I. M.; Zarić, S. D. Binding of Metal Ions and Water Molecules to Nucleic Acid Bases: The Influence of Water Molecule Coordination to a Metal Ion on Water–Nucleic Acid Base Hydrogen Bonds. Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials 2019, 75, 301–309. https://doi.org/10.1107/S2052520619001999" in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials (2019).

Stacking interactions of borazine: Important stacking at large horizontal displacements and dihydrogen bonding governed by electrostatic potentials of borazine

Malenov, Dušan P.; Aladić, Andrea J.; Zarić, Snežana D.

(The Royal Society of Chemistry, 2019)

TY  - JOUR
AU  - Malenov, Dušan P.
AU  - Aladić, Andrea J.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3769
AB  - Potential energy surfaces of borazine-benzene and borazine-borazine stacking interactions were studied by performing DFT, CCSD(T)/CBS and SAPT calculations. The strongest borazine-benzene stacking was found in a parallel-displaced geometry, with a CCSD(T)/CBS interaction energy of -3.46 kcal mol-1. The strongest borazine-borazine stacking has a sandwich geometry, with a CCSD(T)/CBS interaction energy of -3.57 kcal mol-1. The study showed that borazine forms significant stacking interactions at large horizontal displacements (over 4.5), with energies of -2.20 kcal mol-1 for the borazine-benzene and -1.96 kcal mol-1 for the borazine-borazine system. The strength of interactions and their geometrical preferences can be rationalized by observing the electrostatic potentials of borazine and benzene, which is in agreement with SAPT analysis showing that electrostatics is the most important energy component for borazine stacking. All the interactions found in crystal structures of borazine and related compounds were identified either as potential curve minima or the geometries obtained from their optimizations. We also report a new dihydrogen bonding dimer with a CCSD(T)/CBS interaction energy of -2.37 kcal mol-1, which is encountered in the borazine crystal structures and enables the formation of additional simultaneous interactions that contribute to the overall stability of the crystals.
PB  - The Royal Society of Chemistry
T2  - Physical Chemistry Chemical Physics
T1  - Stacking interactions of borazine: Important stacking at large horizontal displacements and dihydrogen bonding governed by electrostatic potentials of borazine
VL  - 21
IS  - 44
SP  - 24554
EP  - 24564
DO  - 10.1039/c9cp02966d
ER  - 
@article{
author = "Malenov, Dušan P. and Aladić, Andrea J. and Zarić, Snežana D.",
year = "2019",
abstract = "Potential energy surfaces of borazine-benzene and borazine-borazine stacking interactions were studied by performing DFT, CCSD(T)/CBS and SAPT calculations. The strongest borazine-benzene stacking was found in a parallel-displaced geometry, with a CCSD(T)/CBS interaction energy of -3.46 kcal mol-1. The strongest borazine-borazine stacking has a sandwich geometry, with a CCSD(T)/CBS interaction energy of -3.57 kcal mol-1. The study showed that borazine forms significant stacking interactions at large horizontal displacements (over 4.5), with energies of -2.20 kcal mol-1 for the borazine-benzene and -1.96 kcal mol-1 for the borazine-borazine system. The strength of interactions and their geometrical preferences can be rationalized by observing the electrostatic potentials of borazine and benzene, which is in agreement with SAPT analysis showing that electrostatics is the most important energy component for borazine stacking. All the interactions found in crystal structures of borazine and related compounds were identified either as potential curve minima or the geometries obtained from their optimizations. We also report a new dihydrogen bonding dimer with a CCSD(T)/CBS interaction energy of -2.37 kcal mol-1, which is encountered in the borazine crystal structures and enables the formation of additional simultaneous interactions that contribute to the overall stability of the crystals.",
publisher = "The Royal Society of Chemistry",
journal = "Physical Chemistry Chemical Physics",
title = "Stacking interactions of borazine: Important stacking at large horizontal displacements and dihydrogen bonding governed by electrostatic potentials of borazine",
volume = "21",
number = "44",
pages = "24554-24564",
doi = "10.1039/c9cp02966d"
}
Malenov, D. P., Aladić, A. J.,& Zarić, S. D.. (2019). Stacking interactions of borazine: Important stacking at large horizontal displacements and dihydrogen bonding governed by electrostatic potentials of borazine. in Physical Chemistry Chemical Physics
The Royal Society of Chemistry., 21(44), 24554-24564.
https://doi.org/10.1039/c9cp02966d
Malenov DP, Aladić AJ, Zarić SD. Stacking interactions of borazine: Important stacking at large horizontal displacements and dihydrogen bonding governed by electrostatic potentials of borazine. in Physical Chemistry Chemical Physics. 2019;21(44):24554-24564.
doi:10.1039/c9cp02966d .
Malenov, Dušan P., Aladić, Andrea J., Zarić, Snežana D., "Stacking interactions of borazine: Important stacking at large horizontal displacements and dihydrogen bonding governed by electrostatic potentials of borazine" in Physical Chemistry Chemical Physics, 21, no. 44 (2019):24554-24564,
https://doi.org/10.1039/c9cp02966d . .
1
4
4
4

Stacking interactions between ruthenium: P -cymene complexes: Combined crystallographic and density functional study

Malenov, Dušan P.; Zarić, Snežana D.

(Royal Society of Chemistry, 2019)

TY  - JOUR
AU  - Malenov, Dušan P.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3802
AB  - A search of the Cambridge Structural Database for stacking interactions between p-cymene (1-methyl-4-isopropylbenzene) ligands of transition metal complexes revealed three preferred interaction geometries, all with an antiparallel orientation. The most frequent one involves both stacking of aromatic rings and C-H/π interactions of methyl substituents with aromatic rings, while the second most frequent has stacking of aromatic rings and C-H/π interactions of methyl groups of isopropyl substituents with aromatic rings. The results of the CSD search are in agreement with the DFT calculations of interaction energies, since all the preferred CSD geometries correspond to minima on potential energy curves. The strongest calculated interaction between p-cymene ligands of model complex [Ru(p-cym)Cl2(NH3)], with a B97-D2/def2-TZVP interaction energy of -7.56 kcal mol-1, corresponds to the most frequent geometry found in crystal structures, that contain mostly ruthenium complexes. This is significantly stronger than the interaction between benzene ligands of [Ru(benzene)Cl2(NH3)] complexes (-3.93 kcal mol-1), revealing that substituents increase their interaction strength substantially. All interaction geometries and their relative strengths are in agreement with the electrostatic potential of the monomer complex.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - Stacking interactions between ruthenium: P -cymene complexes: Combined crystallographic and density functional study
VL  - 21
IS  - 47
SP  - 7204
EP  - 7210
DO  - 10.1039/c9ce01290g
ER  - 
@article{
author = "Malenov, Dušan P. and Zarić, Snežana D.",
year = "2019",
abstract = "A search of the Cambridge Structural Database for stacking interactions between p-cymene (1-methyl-4-isopropylbenzene) ligands of transition metal complexes revealed three preferred interaction geometries, all with an antiparallel orientation. The most frequent one involves both stacking of aromatic rings and C-H/π interactions of methyl substituents with aromatic rings, while the second most frequent has stacking of aromatic rings and C-H/π interactions of methyl groups of isopropyl substituents with aromatic rings. The results of the CSD search are in agreement with the DFT calculations of interaction energies, since all the preferred CSD geometries correspond to minima on potential energy curves. The strongest calculated interaction between p-cymene ligands of model complex [Ru(p-cym)Cl2(NH3)], with a B97-D2/def2-TZVP interaction energy of -7.56 kcal mol-1, corresponds to the most frequent geometry found in crystal structures, that contain mostly ruthenium complexes. This is significantly stronger than the interaction between benzene ligands of [Ru(benzene)Cl2(NH3)] complexes (-3.93 kcal mol-1), revealing that substituents increase their interaction strength substantially. All interaction geometries and their relative strengths are in agreement with the electrostatic potential of the monomer complex.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Stacking interactions between ruthenium: P -cymene complexes: Combined crystallographic and density functional study",
volume = "21",
number = "47",
pages = "7204-7210",
doi = "10.1039/c9ce01290g"
}
Malenov, D. P.,& Zarić, S. D.. (2019). Stacking interactions between ruthenium: P -cymene complexes: Combined crystallographic and density functional study. in CrystEngComm
Royal Society of Chemistry., 21(47), 7204-7210.
https://doi.org/10.1039/c9ce01290g
Malenov DP, Zarić SD. Stacking interactions between ruthenium: P -cymene complexes: Combined crystallographic and density functional study. in CrystEngComm. 2019;21(47):7204-7210.
doi:10.1039/c9ce01290g .
Malenov, Dušan P., Zarić, Snežana D., "Stacking interactions between ruthenium: P -cymene complexes: Combined crystallographic and density functional study" in CrystEngComm, 21, no. 47 (2019):7204-7210,
https://doi.org/10.1039/c9ce01290g . .
6
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Stacking interactions between ruthenium p-cymene complexes. Combined crystallographic and density functional study

Malenov, Dušan P.; Zarić, Snežana D.

(Royal Society of Chemistry, 2019)

TY  - JOUR
AU  - Malenov, Dušan P.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3839
AB  - The Cambridge Structural Database search for stacking interactions between p-cymene (1-methyl-4-isopropylbenzene) ligands of transition metal (mostly ruthenium) complexes revealed three preferred interaction geometries, all with antiparallel orientation. The most frequent one involves both stacking of aromatic rings and C-H/π interactions of methyl substituents with aromatic rings, while the second most frequent has stacking of aromatic rings and C-H/π interactions of methyl groups of isopropyl substituents with aromatic rings. The results of CSD search are in agreement with DFT calculations of interaction energies, since all the preferred CSD geometries correspond to minima on potential energy curves. The strongest calculated interaction between p-cymene ligands of model complexes [Ru(p cym)Cl¬¬2(NH3)] corresponds to the most frequent geometry found in crystal structures, and it has the B97-D2/def2-TZVP interaction energy of -7.56 kcal/mol. This is significantly stronger than interaction between benzene ligands of [Ru(benzene)Cl¬¬2(NH3)] complexes (-3.93 kcal/mol), revealing that substituents increase interaction strength substantially. All interaction geometries and their relative strengths are in agreement with electrostatic potentials of the monomer complex.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - Stacking interactions between ruthenium p-cymene complexes. Combined crystallographic and density functional study
VL  - 21
SP  - 7204
EP  - 7210
DO  - 10.1039/C9CE01290G
ER  - 
@article{
author = "Malenov, Dušan P. and Zarić, Snežana D.",
year = "2019",
abstract = "The Cambridge Structural Database search for stacking interactions between p-cymene (1-methyl-4-isopropylbenzene) ligands of transition metal (mostly ruthenium) complexes revealed three preferred interaction geometries, all with antiparallel orientation. The most frequent one involves both stacking of aromatic rings and C-H/π interactions of methyl substituents with aromatic rings, while the second most frequent has stacking of aromatic rings and C-H/π interactions of methyl groups of isopropyl substituents with aromatic rings. The results of CSD search are in agreement with DFT calculations of interaction energies, since all the preferred CSD geometries correspond to minima on potential energy curves. The strongest calculated interaction between p-cymene ligands of model complexes [Ru(p cym)Cl¬¬2(NH3)] corresponds to the most frequent geometry found in crystal structures, and it has the B97-D2/def2-TZVP interaction energy of -7.56 kcal/mol. This is significantly stronger than interaction between benzene ligands of [Ru(benzene)Cl¬¬2(NH3)] complexes (-3.93 kcal/mol), revealing that substituents increase interaction strength substantially. All interaction geometries and their relative strengths are in agreement with electrostatic potentials of the monomer complex.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Stacking interactions between ruthenium p-cymene complexes. Combined crystallographic and density functional study",
volume = "21",
pages = "7204-7210",
doi = "10.1039/C9CE01290G"
}
Malenov, D. P.,& Zarić, S. D.. (2019). Stacking interactions between ruthenium p-cymene complexes. Combined crystallographic and density functional study. in CrystEngComm
Royal Society of Chemistry., 21, 7204-7210.
https://doi.org/10.1039/C9CE01290G
Malenov DP, Zarić SD. Stacking interactions between ruthenium p-cymene complexes. Combined crystallographic and density functional study. in CrystEngComm. 2019;21:7204-7210.
doi:10.1039/C9CE01290G .
Malenov, Dušan P., Zarić, Snežana D., "Stacking interactions between ruthenium p-cymene complexes. Combined crystallographic and density functional study" in CrystEngComm, 21 (2019):7204-7210,
https://doi.org/10.1039/C9CE01290G . .
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Stacking interaction potential energy surfaces of square-planar metal complexes containing chelate rings

Blagojević Filipović, Jelena P.; Hall, Michael B.; Zarić, Snežana D.

(Academic Press Inc., 2019)

TY  - CHAP
AU  - Blagojević Filipović, Jelena P.
AU  - Hall, Michael B.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3922
AB  - Stacking interactions of metal chelate rings, chelate-aryl and chelate-chelate stacking, have been recognized by analyzing crystal structures in the Cambridge Structural Database, while the energies of the interactions have been obtained by high level quantum chemical calculations, including the CCSD(T)/CBS level, that is considered to be the gold standard in quantum chemistry. In this review we present data on calculated potential energy surfaces of metal chelate ring stacking interactions for nickel, copper, zinc, palladium, and platinum, and two chelate ligands, acac-type and dithiolene. The data show that both, the nature of the metal atom and the nature of the coordinated chelate ligand, have significant influence on the geometries, as well as on the energies of the interactions. The most stable geometries of the chelate-aryl and chelate-chelate stacking geometries are various parallel-displaced geometries, in both cases. The calculated aryl-chelate stacking interaction energies of minima on potential curves are quite strong, from − 5.36 (for Pt-acac type chelate) to − 7.52 kcal/mol (for Zn-acac type chelate). These interactions are significantly stronger than stacking interaction between two benzene molecules (− 2.73 kcal/mol). The chelate-chelate stacking interactions are even stronger, from − 9.21 (for Pd-acac type chelate) to − 10.34 kcal/mol (for Ni-dithiolene chelate). The data on metal chelate stacking interactions indicate that the strength of the stacking interactions can be varied by varying metals and ligands, which is important for crystal engineering, material science and other supramolecular structures, including biological systems.
PB  - Academic Press Inc.
T2  - Advances in Inorganic Chemistry
T1  - Stacking interaction potential energy surfaces of square-planar metal complexes containing chelate rings
VL  - 73
SP  - 159
EP  - 189
DO  - 10.1016/bs.adioch.2018.11.002
ER  - 
@inbook{
author = "Blagojević Filipović, Jelena P. and Hall, Michael B. and Zarić, Snežana D.",
year = "2019",
abstract = "Stacking interactions of metal chelate rings, chelate-aryl and chelate-chelate stacking, have been recognized by analyzing crystal structures in the Cambridge Structural Database, while the energies of the interactions have been obtained by high level quantum chemical calculations, including the CCSD(T)/CBS level, that is considered to be the gold standard in quantum chemistry. In this review we present data on calculated potential energy surfaces of metal chelate ring stacking interactions for nickel, copper, zinc, palladium, and platinum, and two chelate ligands, acac-type and dithiolene. The data show that both, the nature of the metal atom and the nature of the coordinated chelate ligand, have significant influence on the geometries, as well as on the energies of the interactions. The most stable geometries of the chelate-aryl and chelate-chelate stacking geometries are various parallel-displaced geometries, in both cases. The calculated aryl-chelate stacking interaction energies of minima on potential curves are quite strong, from − 5.36 (for Pt-acac type chelate) to − 7.52 kcal/mol (for Zn-acac type chelate). These interactions are significantly stronger than stacking interaction between two benzene molecules (− 2.73 kcal/mol). The chelate-chelate stacking interactions are even stronger, from − 9.21 (for Pd-acac type chelate) to − 10.34 kcal/mol (for Ni-dithiolene chelate). The data on metal chelate stacking interactions indicate that the strength of the stacking interactions can be varied by varying metals and ligands, which is important for crystal engineering, material science and other supramolecular structures, including biological systems.",
publisher = "Academic Press Inc.",
journal = "Advances in Inorganic Chemistry",
booktitle = "Stacking interaction potential energy surfaces of square-planar metal complexes containing chelate rings",
volume = "73",
pages = "159-189",
doi = "10.1016/bs.adioch.2018.11.002"
}
Blagojević Filipović, J. P., Hall, M. B.,& Zarić, S. D.. (2019). Stacking interaction potential energy surfaces of square-planar metal complexes containing chelate rings. in Advances in Inorganic Chemistry
Academic Press Inc.., 73, 159-189.
https://doi.org/10.1016/bs.adioch.2018.11.002
Blagojević Filipović JP, Hall MB, Zarić SD. Stacking interaction potential energy surfaces of square-planar metal complexes containing chelate rings. in Advances in Inorganic Chemistry. 2019;73:159-189.
doi:10.1016/bs.adioch.2018.11.002 .
Blagojević Filipović, Jelena P., Hall, Michael B., Zarić, Snežana D., "Stacking interaction potential energy surfaces of square-planar metal complexes containing chelate rings" in Advances in Inorganic Chemistry, 73 (2019):159-189,
https://doi.org/10.1016/bs.adioch.2018.11.002 . .
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Study of stacking interactions between two neutral tetrathiafulvalene molecules in Cambridge Structural Database crystal structures and by quantum chemical calculations

Antonijević, Ivana S.; Malenov, Dušan P.; Hall, Michael B.; Zarić, Snežana D.

(Wiley, 2019)

TY  - JOUR
AU  - Antonijević, Ivana S.
AU  - Malenov, Dušan P.
AU  - Hall, Michael B.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2833
AB  - Tetrathiafulvalene (TTF) and its derivatives are very well known as electron donors with widespread use in the field of organic conductors and superconductors. Stacking interactions between two neutral TTF fragments were studied by analysing data from Cambridge Structural Database crystal structures and by quantum chemical calculations. Analysis of the contacts found in crystal structures shows high occurrence of parallel displaced orientations of TTF molecules. In the majority of the contacts, two TTF molecules are displaced along their longer C 2 axis. The most frequent geometry has the strongest TTF–TTF stacking interaction, with CCSD(T)/CBS energy of −9.96 kcal mol −1 . All the other frequent geometries in crystal structures are similar to geometries of the minima on the calculated potential energy surface.
PB  - Wiley
T2  - Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
T1  - Study of stacking interactions between two neutral tetrathiafulvalene molecules in Cambridge Structural Database crystal structures and by quantum chemical calculations
VL  - 75
IS  - 1
SP  - 1
EP  - 7
DO  - 10.1107/S2052520618015494
ER  - 
@article{
author = "Antonijević, Ivana S. and Malenov, Dušan P. and Hall, Michael B. and Zarić, Snežana D.",
year = "2019",
abstract = "Tetrathiafulvalene (TTF) and its derivatives are very well known as electron donors with widespread use in the field of organic conductors and superconductors. Stacking interactions between two neutral TTF fragments were studied by analysing data from Cambridge Structural Database crystal structures and by quantum chemical calculations. Analysis of the contacts found in crystal structures shows high occurrence of parallel displaced orientations of TTF molecules. In the majority of the contacts, two TTF molecules are displaced along their longer C 2 axis. The most frequent geometry has the strongest TTF–TTF stacking interaction, with CCSD(T)/CBS energy of −9.96 kcal mol −1 . All the other frequent geometries in crystal structures are similar to geometries of the minima on the calculated potential energy surface.",
publisher = "Wiley",
journal = "Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials",
title = "Study of stacking interactions between two neutral tetrathiafulvalene molecules in Cambridge Structural Database crystal structures and by quantum chemical calculations",
volume = "75",
number = "1",
pages = "1-7",
doi = "10.1107/S2052520618015494"
}
Antonijević, I. S., Malenov, D. P., Hall, M. B.,& Zarić, S. D.. (2019). Study of stacking interactions between two neutral tetrathiafulvalene molecules in Cambridge Structural Database crystal structures and by quantum chemical calculations. in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials
Wiley., 75(1), 1-7.
https://doi.org/10.1107/S2052520618015494
Antonijević IS, Malenov DP, Hall MB, Zarić SD. Study of stacking interactions between two neutral tetrathiafulvalene molecules in Cambridge Structural Database crystal structures and by quantum chemical calculations. in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials. 2019;75(1):1-7.
doi:10.1107/S2052520618015494 .
Antonijević, Ivana S., Malenov, Dušan P., Hall, Michael B., Zarić, Snežana D., "Study of stacking interactions between two neutral tetrathiafulvalene molecules in Cambridge Structural Database crystal structures and by quantum chemical calculations" in Acta Crystallographica Section B: Structural Science, Crystal Engineering and Materials, 75, no. 1 (2019):1-7,
https://doi.org/10.1107/S2052520618015494 . .
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