TY  - CONF
AU  - Milovanović, Milan R.
AU  - Živković, Jelena M.
AU  - Ninković, Dragan B.
AU  - Blagojević, Jelena P.
AU  - Zarić, Snežana D.
PY  - 2023
UR  - www.iccbikg2023.kg.ac.rs
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6342
AB  - Considering the properties of water and benzene molecules, one can expect very different benzene/benzene and water/water interactions. Benzene does not have a dipole moment, while water does. Analysis of the data in the crystal structures in the Cambridge Structural Database (CSD) revealed the most frequent benzene/benzene and water/water geometries. The majority of the benzene/benzene interactions in the crystal structures in the CSD are stacking interactions with large horizontal displacements, and not geometries that are minima on benzene/benzene potential surface. A large number of the water/water contacts in the CSD are hydrogen bonds, 70% of all attractive water/water interactions. In addition, water/water contacts with two water forming antiparallel interactions are 20% of all attractive water/water contacts. In these contacts, the O-H bonds of water molecules are in antiparallel orientation. In benzene/benzene interactions at large horizontal displacements, two C-H bonds also are in the antiparallel orientation. This shows that although the two molecules are different, both of them form antiparallel interactions with a local O-H and C-H dipole moments.
C3  - 2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia
T1  - Benzene and water – different or similar?
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6342
ER  - 

@conference{
author = "Milovanović, Milan R. and Živković, Jelena M. and Ninković, Dragan B. and Blagojević, Jelena P. and Zarić, Snežana D.",
year = "2023",
abstract = "Considering the properties of water and benzene molecules, one can expect very different benzene/benzene and water/water interactions. Benzene does not have a dipole moment, while water does. Analysis of the data in the crystal structures in the Cambridge Structural Database (CSD) revealed the most frequent benzene/benzene and water/water geometries. The majority of the benzene/benzene interactions in the crystal structures in the CSD are stacking interactions with large horizontal displacements, and not geometries that are minima on benzene/benzene potential surface. A large number of the water/water contacts in the CSD are hydrogen bonds, 70% of all attractive water/water interactions. In addition, water/water contacts with two water forming antiparallel interactions are 20% of all attractive water/water contacts. In these contacts, the O-H bonds of water molecules are in antiparallel orientation. In benzene/benzene interactions at large horizontal displacements, two C-H bonds also are in the antiparallel orientation. This shows that although the two molecules are different, both of them form antiparallel interactions with a local O-H and C-H dipole moments.",
journal = "2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia",
title = "Benzene and water – different or similar?",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6342"
}

Milovanović, M. R., Živković, J. M., Ninković, D. B., Blagojević, J. P.,& Zarić, S. D.. (2023). Benzene and water – different or similar?. in 2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia.
https://hdl.handle.net/21.15107/rcub_cherry_6342

Milovanović MR, Živković JM, Ninković DB, Blagojević JP, Zarić SD. Benzene and water – different or similar?. in 2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia. 2023;.
https://hdl.handle.net/21.15107/rcub_cherry_6342 .

Milovanović, Milan R., Živković, Jelena M., Ninković, Dragan B., Blagojević, Jelena P., Zarić, Snežana D., "Benzene and water – different or similar?" in 2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia (2023),
https://hdl.handle.net/21.15107/rcub_cherry_6342 .

TY  - CONF
AU  - Milovanović, Milan R.
AU  - Živković, Jelena M.
AU  - Stanković, Ivana M.
AU  - Ninković, Dragan B.
AU  - Zarić, Snežana D.
PY  - 2023
UR  - www.iccbikg2023.kg.ac.rs
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6346
AB  - Water is one of the most important molecules on the Earth. Since water plays a crucial role in many life processes, it is of great importance to understand every aspect of its behavior and interactions with itself and its surroundings. It is known that water molecules can interact via classical hydrogen bonds and antiparallel interactions, with interaction energies of - 5.02 kcal/mol and -4.22 kcal/mol, respectively. Besides these attractive interactions, repulsive interactions were also noticed. In this work, we analyzed repulsive water-water contacts from the Cambridge Structural Database. All interaction energies were calculated at the so- called gold standard, i.e., CCSD(T)/CBS level of theory. It was found that among all water-water contacts, ca. 20% (2035 contacts) are repulsive with interaction energies mainly up to 2 kcal/mol. Most of these repulsive contacts do not belong to two main groups of water-water contacts. Namely, 12.8% of all repulsive contacts can be classified as classical hydrogen bonds, 2.1% to the antiparallel interactions, and the rest (85.3%) as remaining contacts. This study points out that additional attention should be paid when one deals with contacts including water or, eventually, hydrogen atoms in general.
C3  - 2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia, 2023
T1  - Repulsive water-water contacts from Cambridge Structural Database
SP  - 637
EP  - 640
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6346
ER  - 

@conference{
author = "Milovanović, Milan R. and Živković, Jelena M. and Stanković, Ivana M. and Ninković, Dragan B. and Zarić, Snežana D.",
year = "2023",
abstract = "Water is one of the most important molecules on the Earth. Since water plays a crucial role in many life processes, it is of great importance to understand every aspect of its behavior and interactions with itself and its surroundings. It is known that water molecules can interact via classical hydrogen bonds and antiparallel interactions, with interaction energies of - 5.02 kcal/mol and -4.22 kcal/mol, respectively. Besides these attractive interactions, repulsive interactions were also noticed. In this work, we analyzed repulsive water-water contacts from the Cambridge Structural Database. All interaction energies were calculated at the so- called gold standard, i.e., CCSD(T)/CBS level of theory. It was found that among all water-water contacts, ca. 20% (2035 contacts) are repulsive with interaction energies mainly up to 2 kcal/mol. Most of these repulsive contacts do not belong to two main groups of water-water contacts. Namely, 12.8% of all repulsive contacts can be classified as classical hydrogen bonds, 2.1% to the antiparallel interactions, and the rest (85.3%) as remaining contacts. This study points out that additional attention should be paid when one deals with contacts including water or, eventually, hydrogen atoms in general.",
journal = "2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia, 2023",
title = "Repulsive water-water contacts from Cambridge Structural Database",
pages = "637-640",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6346"
}

Milovanović, M. R., Živković, J. M., Stanković, I. M., Ninković, D. B.,& Zarić, S. D.. (2023). Repulsive water-water contacts from Cambridge Structural Database. in 2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia, 2023, 637-640.
https://hdl.handle.net/21.15107/rcub_cherry_6346

Milovanović MR, Živković JM, Stanković IM, Ninković DB, Zarić SD. Repulsive water-water contacts from Cambridge Structural Database. in 2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia, 2023. 2023;:637-640.
https://hdl.handle.net/21.15107/rcub_cherry_6346 .

Milovanović, Milan R., Živković, Jelena M., Stanković, Ivana M., Ninković, Dragan B., Zarić, Snežana D., "Repulsive water-water contacts from Cambridge Structural Database" in 2nd International Conference on Chemo and Bioinformatics (ICCBIKG_2023), Book of Proceedings, 28-29 September 2023, Kragujevac, Serbia, 2023 (2023):637-640,
https://hdl.handle.net/21.15107/rcub_cherry_6346 .

TY  - CONF
AU  - Milovanović, Milan R.
AU  - Živković, Jelena M.
AU  - Ninković, Dragan B.
AU  - Blagojević, Jelena P.
AU  - Zarić, Snežana D.
PY  - 2023
UR  - https://physics.mff.cuni.cz/kchfo/MIB23
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6350
AB  - Considering properties of water and benzene molecules, one can expect very different benzene/benzene and water/water interactions. Benzene does not have a dipole moment, while water has. Quantum chemical calculations showed that minima on potential surface of water/water interactions is hydrogen bond, where dipole moment of water plays important role. The calculations show that the minima on potential surface for benzene/benzene interactions are stacking (parallel displaced) geometry and T-shaped geometry. Analysis of the data in the crystal structures in the Cambridge Structural Database (CSD) revealed the most frequent benzene/benzene and water/water geometries. Majority of the benzene/benzene interactions in the crystal structures in the CSD are tacking interactions with large horizontal displacements, and not geometries that are minima on benzene/benzene potential surface. Large number of the water/water contacts in the CSD are hydrogen bonds, 70% of all attractive water/water interactions. In addition water/water contacts with two water forming antiparallel interactions are 20% of all attractive water/water contacts. In these contacts O-H bonds of water molecules are in antiparallel orientation (Fig. 1). In benzene/benzene interactions at large horizontal displacements two C-H bonds also are in the antiparallel orientation (Fig. 1).
C3  - Modeling Interactions in Biomolecules IX, Book of Abstracts, Pruhonice, Prague-Pruhonice, Czech Republic, 10th-14th September 2023
T1  - Differences and Similarities in Benzene/Benzene and Water/Water Interactions
SP  - 56
EP  - 56
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6350
ER  - 

@conference{
author = "Milovanović, Milan R. and Živković, Jelena M. and Ninković, Dragan B. and Blagojević, Jelena P. and Zarić, Snežana D.",
year = "2023",
abstract = "Considering properties of water and benzene molecules, one can expect very different benzene/benzene and water/water interactions. Benzene does not have a dipole moment, while water has. Quantum chemical calculations showed that minima on potential surface of water/water interactions is hydrogen bond, where dipole moment of water plays important role. The calculations show that the minima on potential surface for benzene/benzene interactions are stacking (parallel displaced) geometry and T-shaped geometry. Analysis of the data in the crystal structures in the Cambridge Structural Database (CSD) revealed the most frequent benzene/benzene and water/water geometries. Majority of the benzene/benzene interactions in the crystal structures in the CSD are tacking interactions with large horizontal displacements, and not geometries that are minima on benzene/benzene potential surface. Large number of the water/water contacts in the CSD are hydrogen bonds, 70% of all attractive water/water interactions. In addition water/water contacts with two water forming antiparallel interactions are 20% of all attractive water/water contacts. In these contacts O-H bonds of water molecules are in antiparallel orientation (Fig. 1). In benzene/benzene interactions at large horizontal displacements two C-H bonds also are in the antiparallel orientation (Fig. 1).",
journal = "Modeling Interactions in Biomolecules IX, Book of Abstracts, Pruhonice, Prague-Pruhonice, Czech Republic, 10th-14th September 2023",
title = "Differences and Similarities in Benzene/Benzene and Water/Water Interactions",
pages = "56-56",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6350"
}

Milovanović, M. R., Živković, J. M., Ninković, D. B., Blagojević, J. P.,& Zarić, S. D.. (2023). Differences and Similarities in Benzene/Benzene and Water/Water Interactions. in Modeling Interactions in Biomolecules IX, Book of Abstracts, Pruhonice, Prague-Pruhonice, Czech Republic, 10th-14th September 2023, 56-56.
https://hdl.handle.net/21.15107/rcub_cherry_6350

Milovanović MR, Živković JM, Ninković DB, Blagojević JP, Zarić SD. Differences and Similarities in Benzene/Benzene and Water/Water Interactions. in Modeling Interactions in Biomolecules IX, Book of Abstracts, Pruhonice, Prague-Pruhonice, Czech Republic, 10th-14th September 2023. 2023;:56-56.
https://hdl.handle.net/21.15107/rcub_cherry_6350 .

Milovanović, Milan R., Živković, Jelena M., Ninković, Dragan B., Blagojević, Jelena P., Zarić, Snežana D., "Differences and Similarities in Benzene/Benzene and Water/Water Interactions" in Modeling Interactions in Biomolecules IX, Book of Abstracts, Pruhonice, Prague-Pruhonice, Czech Republic, 10th-14th September 2023 (2023):56-56,
https://hdl.handle.net/21.15107/rcub_cherry_6350 .

TY  - CONF
AU  - Milovanović, Milan R.
AU  - Živković, Jelena M.
AU  - Ninković, Dragan B.
AU  - Blagojević, Jelena P.
AU  - Zarić, Snežana D.
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6371
AB  - In spite of being quite different substances, benzene and water can form similar noncovalent interactions. Analysis of the
data in the crystal structures in the Cambridge Structural Database (CSD) revealed similarities in benzene/benzene and
water/water interactions, since both benzene/benzene and water/water can form antiparallel interactions.
The quantum chemical calculations of potential surface of water/water interactions showed that the minimum is hydrogen
bond. Analysis of the data in the crystal structures in the Cambridge Structural Database (CSD) revealed antiparallel
water/water interactions, in addition to classical hydrogen bonds (1). The geometries of all water/water contacts in the CSD
were analyzed and for all contacts interaction energies were calculated at accurate CCSD(T)/CBS level. The results
showed that the most frequent water/water contacts are hydrogen bonds; hydrogen bonds are 70% of all attractive
water/water interactions. In addition, water/water contacts with antiparallel interactions are 20% of all attractive water/water
contacts. In these contacts O-H bonds of water molecules are in antiparallel orientation (Figure).
The quantum chemical calculations of potential surface of benzene/benzene interactions showed two minima stacking
(parallel displaced) geometry and T-shaped geometry. Analysis of all benzene/benzene contacts in the crystal structures
in the CSD revealed the most frequent benzene/benzene geometries (2). Majority of the benzene/benzene interactions in
the CSD are stacking interactions with large horizontal displacements, and not geometries that are minima on
benzene/benzene potential surface. In benzene/benzene interactions at large horizontal displacements two C-H bonds are in the antiparallel orientation (Figure).
In these O-H and C-H antiparallel interactions two dipoles are in antiparallel orientation enabling close contact of positive
and negative regions of the dipoles. Symmetry Adapted Perturbation Theory (SAPT) analysis showed that electrostatic is
the largest attractive force in the antiparallel interactions. Antiparallel interactions are also possible between O-H and C-H
bonds; in the crystal structures from the CSD these interactions are observed as one of the types of water benzene interactions (3).
PB  - University of Strasbourg
C3  - The van der Waals-London Discussions, Univesity of Strasbourg, October 26-27th 2023
T1  - Antiparallel Noncovalent Interactions
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6371
ER  - 

@conference{
author = "Milovanović, Milan R. and Živković, Jelena M. and Ninković, Dragan B. and Blagojević, Jelena P. and Zarić, Snežana D.",
year = "2023",
abstract = "In spite of being quite different substances, benzene and water can form similar noncovalent interactions. Analysis of the
data in the crystal structures in the Cambridge Structural Database (CSD) revealed similarities in benzene/benzene and
water/water interactions, since both benzene/benzene and water/water can form antiparallel interactions.
The quantum chemical calculations of potential surface of water/water interactions showed that the minimum is hydrogen
bond. Analysis of the data in the crystal structures in the Cambridge Structural Database (CSD) revealed antiparallel
water/water interactions, in addition to classical hydrogen bonds (1). The geometries of all water/water contacts in the CSD
were analyzed and for all contacts interaction energies were calculated at accurate CCSD(T)/CBS level. The results
showed that the most frequent water/water contacts are hydrogen bonds; hydrogen bonds are 70% of all attractive
water/water interactions. In addition, water/water contacts with antiparallel interactions are 20% of all attractive water/water
contacts. In these contacts O-H bonds of water molecules are in antiparallel orientation (Figure).
The quantum chemical calculations of potential surface of benzene/benzene interactions showed two minima stacking
(parallel displaced) geometry and T-shaped geometry. Analysis of all benzene/benzene contacts in the crystal structures
in the CSD revealed the most frequent benzene/benzene geometries (2). Majority of the benzene/benzene interactions in
the CSD are stacking interactions with large horizontal displacements, and not geometries that are minima on
benzene/benzene potential surface. In benzene/benzene interactions at large horizontal displacements two C-H bonds are in the antiparallel orientation (Figure).
In these O-H and C-H antiparallel interactions two dipoles are in antiparallel orientation enabling close contact of positive
and negative regions of the dipoles. Symmetry Adapted Perturbation Theory (SAPT) analysis showed that electrostatic is
the largest attractive force in the antiparallel interactions. Antiparallel interactions are also possible between O-H and C-H
bonds; in the crystal structures from the CSD these interactions are observed as one of the types of water benzene interactions (3).",
publisher = "University of Strasbourg",
journal = "The van der Waals-London Discussions, Univesity of Strasbourg, October 26-27th 2023",
title = "Antiparallel Noncovalent Interactions",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6371"
}

Milovanović, M. R., Živković, J. M., Ninković, D. B., Blagojević, J. P.,& Zarić, S. D.. (2023). Antiparallel Noncovalent Interactions. in The van der Waals-London Discussions, Univesity of Strasbourg, October 26-27th 2023
University of Strasbourg..
https://hdl.handle.net/21.15107/rcub_cherry_6371

Milovanović MR, Živković JM, Ninković DB, Blagojević JP, Zarić SD. Antiparallel Noncovalent Interactions. in The van der Waals-London Discussions, Univesity of Strasbourg, October 26-27th 2023. 2023;.
https://hdl.handle.net/21.15107/rcub_cherry_6371 .

Milovanović, Milan R., Živković, Jelena M., Ninković, Dragan B., Blagojević, Jelena P., Zarić, Snežana D., "Antiparallel Noncovalent Interactions" in The van der Waals-London Discussions, Univesity of Strasbourg, October 26-27th 2023 (2023),
https://hdl.handle.net/21.15107/rcub_cherry_6371 .

TY  - CONF
AU  - Zarić, Snežana D.
AU  - Milovanović, Milan R.
AU  - Stanković, Ivana M.
AU  - Živković, Jelena M.
AU  - Ninković, Dragan B.
AU  - Hall, Michael B.
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6372
AB  - Water is one of the most important molecules; it is clear that life on Earth depends on its anomalous properties derived from its unique structure: small size and high polarity [1] as well as flexibility [2]. A fundamental ability of water is hydrogen bonding.
Hydrogen bonds are generally considered strong when the H···Y distance is 2.2 to 2.5 Å and the X—H···Y angle is 170 to 180⁰, whereas for weak hydrogen-bond interactions, the H···Y distance is larger than 3.2 Å and the bond angle is less than 130⁰. Between strong and weak interactions are those ones of the moderate strength [3].
In this work [4], we analyzed geometries of all water–water interactions in the Cambridge Structural Database (CSD). We found 9928 water-water contacts and for all of them we calculated interaction energies at the accurate CCSD(T)/CBS level. Our results indicate two types of attractive water–water interactions; the first type involves the classical hydrogen bonds (dOH < 3.0 Å and α > 120⁰), whereas the second type involves antiparallel O—H bond interactions (Figure 1). Namely, c.a. 70% of attractive water–water contacts are classical hydrogen bonds with most being stronger than -3.3 kcal/mol, while c.a. 19% of attractive water–water contacts are antiparallel dipolar interactions with interaction energies up to -4.7 kcal/mol.
C3  - 17th International Congress of Quantum Chemistry (17thICQC), Book of abstracts, June 26 – July 1 2023, Bratislava, Slovakia
T1  - Antiparallel interactions as a mode of hydrogen bonding: Case of water in solid state
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6372
ER  - 

@conference{
author = "Zarić, Snežana D. and Milovanović, Milan R. and Stanković, Ivana M. and Živković, Jelena M. and Ninković, Dragan B. and Hall, Michael B.",
year = "2023",
abstract = "Water is one of the most important molecules; it is clear that life on Earth depends on its anomalous properties derived from its unique structure: small size and high polarity [1] as well as flexibility [2]. A fundamental ability of water is hydrogen bonding.
Hydrogen bonds are generally considered strong when the H···Y distance is 2.2 to 2.5 Å and the X—H···Y angle is 170 to 180⁰, whereas for weak hydrogen-bond interactions, the H···Y distance is larger than 3.2 Å and the bond angle is less than 130⁰. Between strong and weak interactions are those ones of the moderate strength [3].
In this work [4], we analyzed geometries of all water–water interactions in the Cambridge Structural Database (CSD). We found 9928 water-water contacts and for all of them we calculated interaction energies at the accurate CCSD(T)/CBS level. Our results indicate two types of attractive water–water interactions; the first type involves the classical hydrogen bonds (dOH < 3.0 Å and α > 120⁰), whereas the second type involves antiparallel O—H bond interactions (Figure 1). Namely, c.a. 70% of attractive water–water contacts are classical hydrogen bonds with most being stronger than -3.3 kcal/mol, while c.a. 19% of attractive water–water contacts are antiparallel dipolar interactions with interaction energies up to -4.7 kcal/mol.",
journal = "17th International Congress of Quantum Chemistry (17thICQC), Book of abstracts, June 26 – July 1 2023, Bratislava, Slovakia",
title = "Antiparallel interactions as a mode of hydrogen bonding: Case of water in solid state",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6372"
}

Zarić, S. D., Milovanović, M. R., Stanković, I. M., Živković, J. M., Ninković, D. B.,& Hall, M. B.. (2023). Antiparallel interactions as a mode of hydrogen bonding: Case of water in solid state. in 17th International Congress of Quantum Chemistry (17thICQC), Book of abstracts, June 26 – July 1 2023, Bratislava, Slovakia.
https://hdl.handle.net/21.15107/rcub_cherry_6372

Zarić SD, Milovanović MR, Stanković IM, Živković JM, Ninković DB, Hall MB. Antiparallel interactions as a mode of hydrogen bonding: Case of water in solid state. in 17th International Congress of Quantum Chemistry (17thICQC), Book of abstracts, June 26 – July 1 2023, Bratislava, Slovakia. 2023;.
https://hdl.handle.net/21.15107/rcub_cherry_6372 .

Zarić, Snežana D., Milovanović, Milan R., Stanković, Ivana M., Živković, Jelena M., Ninković, Dragan B., Hall, Michael B., "Antiparallel interactions as a mode of hydrogen bonding: Case of water in solid state" in 17th International Congress of Quantum Chemistry (17thICQC), Book of abstracts, June 26 – July 1 2023, Bratislava, Slovakia (2023),
https://hdl.handle.net/21.15107/rcub_cherry_6372 .

TY  - CONF
AU  - Živković, Jelena M.
AU  - Milovanović, Milan R.
AU  - Zarić, Snežana D.
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6352
AB  - Hydrogen bonds stabilize crystal packing of small molecules, structures of proteins, and geometries of coordination compounds.[1] Hydrogen bonds of coordinated ethylenediamine (en) play important roles in catalytic activity.[2] In this work,[3] geometrical parameters and strength of these interactions were studied. The Cambridge Structural Database (CSD) was searched to find crystal structures that contain at least one coordinated en to a transition metal, and at least one free water molecule interacting with en via NH...O hydrogen bond. All quantum chemical computations were performed at M06L-GD3/def2-TZVPP/BSSE level. The maximum of dOH (Figure 1) distribution is at 2.0 Å - 2.1 Å, while α (Figure 1) distribution revealed the maximum at 150⁰ - 160. These geometric parameters are correlated, i.e. larger angles correspond to shorter distances. Most abundant en complexes are those that contain cobalt. Most of complexes are in octahedral geometry. The interaction energies for neutral metal complexes are up to of  -6.7 kcal/mol. An increase of charge of complexes causes an increase in the energy of hydrogen bond. Namely, for singly charged metal complexes interaction energies are in range from -8.5 to -11.8 kcal/mol. Interaction energies of doubly charged metal complexes span from -15.6 kcal/mol to -19.9 kcal/mol. Triply charged complex has the strongest interaction energies, up to -28.0 kcal/mol.[3] In addition, a good correlation between the energies of hydrogen bond and electrostatic potential on interacting hydrogen atom is observed.
PB  - University of Strasbourg and the Centre National de la Recherche Scientifique
C3  - 2nd International Conferences on Noncovalent Interactions (ICNI2022), Book of abstracts, 18-22 July, 2022, Strasbourg, France
T1  - Hydrogen bonds of coordinated ethylenediamine and water
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6352
ER  - 

@conference{
author = "Živković, Jelena M. and Milovanović, Milan R. and Zarić, Snežana D.",
year = "2022",
abstract = "Hydrogen bonds stabilize crystal packing of small molecules, structures of proteins, and geometries of coordination compounds.[1] Hydrogen bonds of coordinated ethylenediamine (en) play important roles in catalytic activity.[2] In this work,[3] geometrical parameters and strength of these interactions were studied. The Cambridge Structural Database (CSD) was searched to find crystal structures that contain at least one coordinated en to a transition metal, and at least one free water molecule interacting with en via NH...O hydrogen bond. All quantum chemical computations were performed at M06L-GD3/def2-TZVPP/BSSE level. The maximum of dOH (Figure 1) distribution is at 2.0 Å - 2.1 Å, while α (Figure 1) distribution revealed the maximum at 150⁰ - 160. These geometric parameters are correlated, i.e. larger angles correspond to shorter distances. Most abundant en complexes are those that contain cobalt. Most of complexes are in octahedral geometry. The interaction energies for neutral metal complexes are up to of  -6.7 kcal/mol. An increase of charge of complexes causes an increase in the energy of hydrogen bond. Namely, for singly charged metal complexes interaction energies are in range from -8.5 to -11.8 kcal/mol. Interaction energies of doubly charged metal complexes span from -15.6 kcal/mol to -19.9 kcal/mol. Triply charged complex has the strongest interaction energies, up to -28.0 kcal/mol.[3] In addition, a good correlation between the energies of hydrogen bond and electrostatic potential on interacting hydrogen atom is observed.",
publisher = "University of Strasbourg and the Centre National de la Recherche Scientifique",
journal = "2nd International Conferences on Noncovalent Interactions (ICNI2022), Book of abstracts, 18-22 July, 2022, Strasbourg, France",
title = "Hydrogen bonds of coordinated ethylenediamine and water",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6352"
}

Živković, J. M., Milovanović, M. R.,& Zarić, S. D.. (2022). Hydrogen bonds of coordinated ethylenediamine and water. in 2nd International Conferences on Noncovalent Interactions (ICNI2022), Book of abstracts, 18-22 July, 2022, Strasbourg, France
University of Strasbourg and the Centre National de la Recherche Scientifique..
https://hdl.handle.net/21.15107/rcub_cherry_6352

Živković JM, Milovanović MR, Zarić SD. Hydrogen bonds of coordinated ethylenediamine and water. in 2nd International Conferences on Noncovalent Interactions (ICNI2022), Book of abstracts, 18-22 July, 2022, Strasbourg, France. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_6352 .

Živković, Jelena M., Milovanović, Milan R., Zarić, Snežana D., "Hydrogen bonds of coordinated ethylenediamine and water" in 2nd International Conferences on Noncovalent Interactions (ICNI2022), Book of abstracts, 18-22 July, 2022, Strasbourg, France (2022),
https://hdl.handle.net/21.15107/rcub_cherry_6352 .

TY  - CONF
AU  - Milovanović, Milan R.
AU  - Živković, Jelena M.
AU  - Ninković, Dragan B.
AU  - Stanković, Ivana M.
AU  - Zarić, Snežana D.
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6355
AB  - Water molecules are omnipresent in nature and are a key part of many life processes. Due its ability of hydrogen binding water molecule plays an important role in the packing of small molecule crystal structures. Over the past years, the structure of a water molecule has been intensively studied. [1] The experimental values for a free water molecule in the gas phase are the bond angle (H–O–H) of 104.52 ± 0.05° and the bond (O–H) length of 0.9572 ± 0.0003 Å. [2] Neutron diffraction experiments of liquid water showed that the bond angle increases to 106.1 ± 1.8° and the bond length increases to 0.970 ± 0.005 Å. [3] Most of the bond angles in structures of ice have values close to a tetrahedral angle. However, in some of the ice structures, the bond angles and bond lengths remarkably deviates. Calculations based on the spectroscopic potential energy surface showed the equilibrium structure of a water molecule with the bond angle of 104.501 ± 0.005° and the bond length of 0.95785 ± 0.00005 Å. [4] In this study, [5] we performed an analysis of non-coordinated water containing structures archived in Cambridge Structural Database (CSD) as well as ab-initio calculations on a range of bond angles and bond lengths of water molecule. The results of the analysis of crystal structures solved by neutron as well as by X-ray diffraction analysis showed a large discrepancy of both the bond angle and bond length values. Namely, the ranges of the bond angle and the average bond lengths of neutron solved structures having R factor ≤ 0.05 are from 100.74° to 113.92° and from 0.91 Å to 0.99 Å respectively. The corresponding range of the bond angle of X-ray solved structures is from 13.27° to 180.00°. High level ab initio calculations predicted a possibility for energetically low-cost (±1 kcal mol–1) changes of both the bond angle and bond lengths in a wide range, from 96.4° to 112.8° (Fig. 1) and from 0.930 A to 0.989 A (Fig. 1), respectively. Consequently, it would lead to at least 15% of X-ray solved structures that contain questionable water molecule geometries.
PB  - Wiley
C3  - 25th Congress and General Assembly of the International Union of Crystallography, Prague, Czech Republic, August 2021
T1  - How flexible is the water molecule structure? Cambridge Structural Database and ab initio calculations study.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6355
ER  - 

@conference{
author = "Milovanović, Milan R. and Živković, Jelena M. and Ninković, Dragan B. and Stanković, Ivana M. and Zarić, Snežana D.",
year = "2021",
abstract = "Water molecules are omnipresent in nature and are a key part of many life processes. Due its ability of hydrogen binding water molecule plays an important role in the packing of small molecule crystal structures. Over the past years, the structure of a water molecule has been intensively studied. [1] The experimental values for a free water molecule in the gas phase are the bond angle (H–O–H) of 104.52 ± 0.05° and the bond (O–H) length of 0.9572 ± 0.0003 Å. [2] Neutron diffraction experiments of liquid water showed that the bond angle increases to 106.1 ± 1.8° and the bond length increases to 0.970 ± 0.005 Å. [3] Most of the bond angles in structures of ice have values close to a tetrahedral angle. However, in some of the ice structures, the bond angles and bond lengths remarkably deviates. Calculations based on the spectroscopic potential energy surface showed the equilibrium structure of a water molecule with the bond angle of 104.501 ± 0.005° and the bond length of 0.95785 ± 0.00005 Å. [4] In this study, [5] we performed an analysis of non-coordinated water containing structures archived in Cambridge Structural Database (CSD) as well as ab-initio calculations on a range of bond angles and bond lengths of water molecule. The results of the analysis of crystal structures solved by neutron as well as by X-ray diffraction analysis showed a large discrepancy of both the bond angle and bond length values. Namely, the ranges of the bond angle and the average bond lengths of neutron solved structures having R factor ≤ 0.05 are from 100.74° to 113.92° and from 0.91 Å to 0.99 Å respectively. The corresponding range of the bond angle of X-ray solved structures is from 13.27° to 180.00°. High level ab initio calculations predicted a possibility for energetically low-cost (±1 kcal mol–1) changes of both the bond angle and bond lengths in a wide range, from 96.4° to 112.8° (Fig. 1) and from 0.930 A to 0.989 A (Fig. 1), respectively. Consequently, it would lead to at least 15% of X-ray solved structures that contain questionable water molecule geometries.",
publisher = "Wiley",
journal = "25th Congress and General Assembly of the International Union of Crystallography, Prague, Czech Republic, August 2021",
title = "How flexible is the water molecule structure? Cambridge Structural Database and ab initio calculations study.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6355"
}

Milovanović, M. R., Živković, J. M., Ninković, D. B., Stanković, I. M.,& Zarić, S. D.. (2021). How flexible is the water molecule structure? Cambridge Structural Database and ab initio calculations study.. in 25th Congress and General Assembly of the International Union of Crystallography, Prague, Czech Republic, August 2021
Wiley..
https://hdl.handle.net/21.15107/rcub_cherry_6355

Milovanović MR, Živković JM, Ninković DB, Stanković IM, Zarić SD. How flexible is the water molecule structure? Cambridge Structural Database and ab initio calculations study.. in 25th Congress and General Assembly of the International Union of Crystallography, Prague, Czech Republic, August 2021. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_6355 .

Milovanović, Milan R., Živković, Jelena M., Ninković, Dragan B., Stanković, Ivana M., Zarić, Snežana D., "How flexible is the water molecule structure? Cambridge Structural Database and ab initio calculations study." in 25th Congress and General Assembly of the International Union of Crystallography, Prague, Czech Republic, August 2021 (2021),
https://hdl.handle.net/21.15107/rcub_cherry_6355 .

TY  - CONF
AU  - Ninković, Dragan B.
AU  - Malenov, Dušan P.
AU  - Blagojević Filipović, Jelena P.
AU  - Živković, Jelena M.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6369
C3  - 1st International Conference on Noncovalent Interactions (ICNI-2019)
T1  - π-π interactions in organic, coordination, and organometallic compounds
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6369
ER  - 

@conference{
author = "Ninković, Dragan B. and Malenov, Dušan P. and Blagojević Filipović, Jelena P. and Živković, Jelena M. and Zarić, Snežana D.",
year = "2019",
journal = "1st International Conference on Noncovalent Interactions (ICNI-2019)",
title = "π-π interactions in organic, coordination, and organometallic compounds",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6369"
}

Ninković, D. B., Malenov, D. P., Blagojević Filipović, J. P., Živković, J. M.,& Zarić, S. D.. (2019). π-π interactions in organic, coordination, and organometallic compounds. in 1st International Conference on Noncovalent Interactions (ICNI-2019).
https://hdl.handle.net/21.15107/rcub_cherry_6369

Ninković DB, Malenov DP, Blagojević Filipović JP, Živković JM, Zarić SD. π-π interactions in organic, coordination, and organometallic compounds. in 1st International Conference on Noncovalent Interactions (ICNI-2019). 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_6369 .

Ninković, Dragan B., Malenov, Dušan P., Blagojević Filipović, Jelena P., Živković, Jelena M., Zarić, Snežana D., "π-π interactions in organic, coordination, and organometallic compounds" in 1st International Conference on Noncovalent Interactions (ICNI-2019) (2019),
https://hdl.handle.net/21.15107/rcub_cherry_6369 .

TY  - CONF
AU  - Milovanović, Milan R.
AU  - Živković, Jelena M.
AU  - Ninković, Dragan B.
AU  - Stanković, Ivana M.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - https://icni2019.eventos.chemistry.pt/
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6358
AB  - Water molecule is ubiquitous in nature. Due to polar structure and ability for hydrogen bonding water molecule plays important role in many life processes as well as in packing of small molecules crystal structures. Over the past decades, the structure of water molecule [1] and water dimers [2] has been intensively studied. The experimental values for a free water molecule in the gas phase are the bond (O-H) length of 0.9572 ± 0.0003 Å and the bond angle (H-O-H) of 104.52 ± 0.05⁰. [3] Calculations have showed that equilibrium structure of water molecule has the bond length of 0.95785 ± 0.00005 Å and the bond angle of 104.501± 0.005⁰. [4] Energy of hydrogen bonded water dimer predicted by theory is -4.77 kcal/mol. [5] In this study, we performed an analysis of non-coordinated water containing structures archived in Cambridge Structural Database (CSD) as well as ab-initio calculations on a range of bond angles and bond lengths of water molecule and water dimers. We analyzed different geometrical parameters. The results of analysis of crystal structures showed that there is a large discrepancy of both the bond length and the bond angle values form the ideal ones. For example, the range of the bond angles of X-ray solved structures having R factor ≤ 0.05 is 22.43⁰-180.00⁰, while reliable bond angles predicted by calculations are in the range of ca. 93.2⁰-116.4⁰. Consequently, it would lead to at least 15% of X-ray solved structures that contain questionable water molecule geometries. Calculations on hydrogen bond potential energy surface were compared with the analysis of the all hydrogen bonds of non-coordinated water molecules in the CSD. We were able to correlate the calculated data with two regions of hydrogen bonded water dimers found in the CSD.
C3  - 1st International Conferences on Noncovalent Interactions (ICNI-2019), Lisbon, Portugal, 2-6 September, 2019
T1  - Structure of water molecule and water hydrogen bonding: joint Cambridge Structural Database and ab-initio calculations study.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6358
ER  - 

@conference{
author = "Milovanović, Milan R. and Živković, Jelena M. and Ninković, Dragan B. and Stanković, Ivana M. and Zarić, Snežana D.",
year = "2019",
abstract = "Water molecule is ubiquitous in nature. Due to polar structure and ability for hydrogen bonding water molecule plays important role in many life processes as well as in packing of small molecules crystal structures. Over the past decades, the structure of water molecule [1] and water dimers [2] has been intensively studied. The experimental values for a free water molecule in the gas phase are the bond (O-H) length of 0.9572 ± 0.0003 Å and the bond angle (H-O-H) of 104.52 ± 0.05⁰. [3] Calculations have showed that equilibrium structure of water molecule has the bond length of 0.95785 ± 0.00005 Å and the bond angle of 104.501± 0.005⁰. [4] Energy of hydrogen bonded water dimer predicted by theory is -4.77 kcal/mol. [5] In this study, we performed an analysis of non-coordinated water containing structures archived in Cambridge Structural Database (CSD) as well as ab-initio calculations on a range of bond angles and bond lengths of water molecule and water dimers. We analyzed different geometrical parameters. The results of analysis of crystal structures showed that there is a large discrepancy of both the bond length and the bond angle values form the ideal ones. For example, the range of the bond angles of X-ray solved structures having R factor ≤ 0.05 is 22.43⁰-180.00⁰, while reliable bond angles predicted by calculations are in the range of ca. 93.2⁰-116.4⁰. Consequently, it would lead to at least 15% of X-ray solved structures that contain questionable water molecule geometries. Calculations on hydrogen bond potential energy surface were compared with the analysis of the all hydrogen bonds of non-coordinated water molecules in the CSD. We were able to correlate the calculated data with two regions of hydrogen bonded water dimers found in the CSD.",
journal = "1st International Conferences on Noncovalent Interactions (ICNI-2019), Lisbon, Portugal, 2-6 September, 2019",
title = "Structure of water molecule and water hydrogen bonding: joint Cambridge Structural Database and ab-initio calculations study.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6358"
}

Milovanović, M. R., Živković, J. M., Ninković, D. B., Stanković, I. M.,& Zarić, S. D.. (2019). Structure of water molecule and water hydrogen bonding: joint Cambridge Structural Database and ab-initio calculations study.. in 1st International Conferences on Noncovalent Interactions (ICNI-2019), Lisbon, Portugal, 2-6 September, 2019.
https://hdl.handle.net/21.15107/rcub_cherry_6358

Milovanović MR, Živković JM, Ninković DB, Stanković IM, Zarić SD. Structure of water molecule and water hydrogen bonding: joint Cambridge Structural Database and ab-initio calculations study.. in 1st International Conferences on Noncovalent Interactions (ICNI-2019), Lisbon, Portugal, 2-6 September, 2019. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_6358 .

Milovanović, Milan R., Živković, Jelena M., Ninković, Dragan B., Stanković, Ivana M., Zarić, Snežana D., "Structure of water molecule and water hydrogen bonding: joint Cambridge Structural Database and ab-initio calculations study." in 1st International Conferences on Noncovalent Interactions (ICNI-2019), Lisbon, Portugal, 2-6 September, 2019 (2019),
https://hdl.handle.net/21.15107/rcub_cherry_6358 .

TY  - CONF
AU  - Milovanović, Milan R.
AU  - Živković, Jelena M.
AU  - Ninković, Dragan B.
AU  - Stanković, Ivana M.
AU  - Zarić, Snežana D.
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6359
AB  - Water molecule is omnipresent in nature. Due to polar structure and ability for hydrogen bonding water molecule plays important role in many life processes as well as in packing of small molecules crystal structures. Over the past decades, the structure of water molecule has been intensively studied [1,2]. It has been found that a free water molecule in gas phase has the bond angle (H–O–H) of 104.52 ± 0.05° [3], while the bond angle of crystalline hydrates from over 40 structures solved by neutron diffraction analysis is in range from 102.50° to 115.25° [4]. Spectroscopic potential energy surface based calculations showed that equilibrium structure of water molecule has the bond angle of 104.501°± 0.005 [5].
In this study, we performed an analysis of water containing structures archived in Cambridge Structural Database (CSD) as well as ab-initio calculations on a range of bond angles of water molecule. 
Results of analysis of structures solved by neutron as well as by X-ray diffraction analysis with R factor ≤ 0.1 showed that there is a large discrepancy of the bond angle values from the ideal one(s). Namely, the range of the bond angle in neutron solved structures is 79.76–141.64° while in X-ray solved structures is 17.03–180.00°. By calculating the energy protentional curve of the bond angle change it is shown the bond angles beyond the range of ca. 93.0–116.0° are rather doubtful. Accordingly, it would lead to at least 15% of X-ray solved structures that contain questionable water molecule geometries.
PB  - Belgrade : Serbian Crystallographic Society
C3  - 26th Conference of the Serbian Crystallographic Society, June 27–28rd, 2019 Silver lake, Serbia
T1  - Are the bond angles of water molecules in crystal structures reliable? Joint cambridge structural database and ab-initio calculation analysis
SP  - 34
EP  - 35
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6359
ER  - 

@conference{
author = "Milovanović, Milan R. and Živković, Jelena M. and Ninković, Dragan B. and Stanković, Ivana M. and Zarić, Snežana D.",
year = "2019",
abstract = "Water molecule is omnipresent in nature. Due to polar structure and ability for hydrogen bonding water molecule plays important role in many life processes as well as in packing of small molecules crystal structures. Over the past decades, the structure of water molecule has been intensively studied [1,2]. It has been found that a free water molecule in gas phase has the bond angle (H–O–H) of 104.52 ± 0.05° [3], while the bond angle of crystalline hydrates from over 40 structures solved by neutron diffraction analysis is in range from 102.50° to 115.25° [4]. Spectroscopic potential energy surface based calculations showed that equilibrium structure of water molecule has the bond angle of 104.501°± 0.005 [5].
In this study, we performed an analysis of water containing structures archived in Cambridge Structural Database (CSD) as well as ab-initio calculations on a range of bond angles of water molecule. 
Results of analysis of structures solved by neutron as well as by X-ray diffraction analysis with R factor ≤ 0.1 showed that there is a large discrepancy of the bond angle values from the ideal one(s). Namely, the range of the bond angle in neutron solved structures is 79.76–141.64° while in X-ray solved structures is 17.03–180.00°. By calculating the energy protentional curve of the bond angle change it is shown the bond angles beyond the range of ca. 93.0–116.0° are rather doubtful. Accordingly, it would lead to at least 15% of X-ray solved structures that contain questionable water molecule geometries.",
publisher = "Belgrade : Serbian Crystallographic Society",
journal = "26th Conference of the Serbian Crystallographic Society, June 27–28rd, 2019 Silver lake, Serbia",
title = "Are the bond angles of water molecules in crystal structures reliable? Joint cambridge structural database and ab-initio calculation analysis",
pages = "34-35",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6359"
}

Milovanović, M. R., Živković, J. M., Ninković, D. B., Stanković, I. M.,& Zarić, S. D.. (2019). Are the bond angles of water molecules in crystal structures reliable? Joint cambridge structural database and ab-initio calculation analysis. in 26th Conference of the Serbian Crystallographic Society, June 27–28rd, 2019 Silver lake, Serbia
Belgrade : Serbian Crystallographic Society., 34-35.
https://hdl.handle.net/21.15107/rcub_cherry_6359

Milovanović MR, Živković JM, Ninković DB, Stanković IM, Zarić SD. Are the bond angles of water molecules in crystal structures reliable? Joint cambridge structural database and ab-initio calculation analysis. in 26th Conference of the Serbian Crystallographic Society, June 27–28rd, 2019 Silver lake, Serbia. 2019;:34-35.
https://hdl.handle.net/21.15107/rcub_cherry_6359 .

Milovanović, Milan R., Živković, Jelena M., Ninković, Dragan B., Stanković, Ivana M., Zarić, Snežana D., "Are the bond angles of water molecules in crystal structures reliable? Joint cambridge structural database and ab-initio calculation analysis" in 26th Conference of the Serbian Crystallographic Society, June 27–28rd, 2019 Silver lake, Serbia (2019):34-35,
https://hdl.handle.net/21.15107/rcub_cherry_6359 .