Stacking interactions between hydrogen-bridged and aromatic rings: study of crystal structures and quantum chemical calculations
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Geometric analysis of data from Cambridge Structural Database (CSD) reveals that contacts between planar hydrogen-bridged rings and C-6-aromatic rings are mostly parallel stacked geometries. High-level quantum chemical calculations show that their interaction energies are comparable with interactions between two hydrogen-bridged rings. Namely, the interaction energy, at the CCSD(T)/CBS level, of the most stable geometry is -4.38 kcal mol(-1), which is comparable with that of interaction between two hydrogen-bridged rings (-4.89 kcal mol(-1)) and significantly stronger than that of stacking between two benzene rings (-2.73 kcal mol(-1)).
Source:
CrystEngComm, 2017, 19, 1, 40-46Publisher:
- Royal Soc Chemistry, Cambridge
Funding / projects:
- Noncovalent interactions of pi-systems and their role in molecular recognition (RS-MESTD-Basic Research (BR or ON)-172065)
- Qatar Foundation for Education, Science and Community Development
- NPRP grant from Qatar National Research Fund (a member of the Qatar Foundation) [NPRP8-425-1-087]
Note:
- This is the peer-reviewed version of the following article: Blagojević, J. P.; Veljković, D.; Zarić, S. D. Stacking Interactions between HydrogenBridged and Aromatic Rings: Study of Crystal Structures and Quantum Chemical Calculations. CrystEngComm 2017, 19 (1), 40–46. https://doi.org/10.1039/c6ce02045c
- Supplementary material: http://cherry.chem.bg.ac.rs/handle/123456789/3247
DOI: 10.1039/c6ce02045c
ISSN: 1466-8033
WoS: 000392451600007
Scopus: 2-s2.0-85007086454
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Blagojević, Jelena P. AU - Veljković, Dušan Ž. AU - Zarić, Snežana D. PY - 2017 UR - https://cherry.chem.bg.ac.rs/handle/123456789/3246 AB - Geometric analysis of data from Cambridge Structural Database (CSD) reveals that contacts between planar hydrogen-bridged rings and C-6-aromatic rings are mostly parallel stacked geometries. High-level quantum chemical calculations show that their interaction energies are comparable with interactions between two hydrogen-bridged rings. Namely, the interaction energy, at the CCSD(T)/CBS level, of the most stable geometry is -4.38 kcal mol(-1), which is comparable with that of interaction between two hydrogen-bridged rings (-4.89 kcal mol(-1)) and significantly stronger than that of stacking between two benzene rings (-2.73 kcal mol(-1)). PB - Royal Soc Chemistry, Cambridge T2 - CrystEngComm T1 - Stacking interactions between hydrogen-bridged and aromatic rings: study of crystal structures and quantum chemical calculations VL - 19 IS - 1 SP - 40 EP - 46 DO - 10.1039/c6ce02045c ER -
@article{ author = "Blagojević, Jelena P. and Veljković, Dušan Ž. and Zarić, Snežana D.", year = "2017", abstract = "Geometric analysis of data from Cambridge Structural Database (CSD) reveals that contacts between planar hydrogen-bridged rings and C-6-aromatic rings are mostly parallel stacked geometries. High-level quantum chemical calculations show that their interaction energies are comparable with interactions between two hydrogen-bridged rings. Namely, the interaction energy, at the CCSD(T)/CBS level, of the most stable geometry is -4.38 kcal mol(-1), which is comparable with that of interaction between two hydrogen-bridged rings (-4.89 kcal mol(-1)) and significantly stronger than that of stacking between two benzene rings (-2.73 kcal mol(-1)).", publisher = "Royal Soc Chemistry, Cambridge", journal = "CrystEngComm", title = "Stacking interactions between hydrogen-bridged and aromatic rings: study of crystal structures and quantum chemical calculations", volume = "19", number = "1", pages = "40-46", doi = "10.1039/c6ce02045c" }
Blagojević, J. P., Veljković, D. Ž.,& Zarić, S. D.. (2017). Stacking interactions between hydrogen-bridged and aromatic rings: study of crystal structures and quantum chemical calculations. in CrystEngComm Royal Soc Chemistry, Cambridge., 19(1), 40-46. https://doi.org/10.1039/c6ce02045c
Blagojević JP, Veljković DŽ, Zarić SD. Stacking interactions between hydrogen-bridged and aromatic rings: study of crystal structures and quantum chemical calculations. in CrystEngComm. 2017;19(1):40-46. doi:10.1039/c6ce02045c .
Blagojević, Jelena P., Veljković, Dušan Ž., Zarić, Snežana D., "Stacking interactions between hydrogen-bridged and aromatic rings: study of crystal structures and quantum chemical calculations" in CrystEngComm, 19, no. 1 (2017):40-46, https://doi.org/10.1039/c6ce02045c . .