Influence of hydrogen bonds on edge-to-face interactions between pyridine molecules
Abstract
Edge-to-face interactions between two pyridine molecules and the influence of simultaneous hydrogen bonding of one or both of the pyridines to water on those interactions were studied by analyzing data from ab initio calculations. The results show that the edge-to-face interactions of pyridine dimers that are hydrogen bonded to water are generally stronger than those of non-H-bonded pyridine dimers, especially when the donor pyridine forms a hydrogen bond. The binding energy of the most stable edge-to-face interacting H-bonded pyridine dimer is -5.05 kcal/mol, while that for the most stable edge-to-face interacting non-H-bonded pyridine dimer is -3.64 kcal/mol. The interaction energy data obtained in this study cannot be explained solely by the differences in electrostatic potential between pyridine and the pyridine-water dimer. However, the calculated cooperative effect can be predicted using electrostatic potential maps.
Keywords:
Noncovalent interactions / Pyridine / Hydrogen bond / Ab initio calculations / Electrostatic potentialSource:
Journal of Molecular Modeling, 2018, 24, 3, 60-Publisher:
- Springer, New York
Funding / projects:
- Noncovalent interactions of pi-systems and their role in molecular recognition (RS-MESTD-Basic Research (BR or ON)-172065)
DOI: 10.1007/s00894-017-3570-y
ISSN: 1610-2940
PubMed: 29464387
WoS: 000426730900001
Scopus: 2-s2.0-85042315589
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Institution/Community
IHTMTY - JOUR AU - Andrić, Jelena M. AU - Antonijević, Ivana AU - Janjić, Goran AU - Zarić, Snežana D. PY - 2018 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/2333 AB - Edge-to-face interactions between two pyridine molecules and the influence of simultaneous hydrogen bonding of one or both of the pyridines to water on those interactions were studied by analyzing data from ab initio calculations. The results show that the edge-to-face interactions of pyridine dimers that are hydrogen bonded to water are generally stronger than those of non-H-bonded pyridine dimers, especially when the donor pyridine forms a hydrogen bond. The binding energy of the most stable edge-to-face interacting H-bonded pyridine dimer is -5.05 kcal/mol, while that for the most stable edge-to-face interacting non-H-bonded pyridine dimer is -3.64 kcal/mol. The interaction energy data obtained in this study cannot be explained solely by the differences in electrostatic potential between pyridine and the pyridine-water dimer. However, the calculated cooperative effect can be predicted using electrostatic potential maps. PB - Springer, New York T2 - Journal of Molecular Modeling T1 - Influence of hydrogen bonds on edge-to-face interactions between pyridine molecules VL - 24 IS - 3 SP - 60 DO - 10.1007/s00894-017-3570-y ER -
@article{ author = "Andrić, Jelena M. and Antonijević, Ivana and Janjić, Goran and Zarić, Snežana D.", year = "2018", abstract = "Edge-to-face interactions between two pyridine molecules and the influence of simultaneous hydrogen bonding of one or both of the pyridines to water on those interactions were studied by analyzing data from ab initio calculations. The results show that the edge-to-face interactions of pyridine dimers that are hydrogen bonded to water are generally stronger than those of non-H-bonded pyridine dimers, especially when the donor pyridine forms a hydrogen bond. The binding energy of the most stable edge-to-face interacting H-bonded pyridine dimer is -5.05 kcal/mol, while that for the most stable edge-to-face interacting non-H-bonded pyridine dimer is -3.64 kcal/mol. The interaction energy data obtained in this study cannot be explained solely by the differences in electrostatic potential between pyridine and the pyridine-water dimer. However, the calculated cooperative effect can be predicted using electrostatic potential maps.", publisher = "Springer, New York", journal = "Journal of Molecular Modeling", title = "Influence of hydrogen bonds on edge-to-face interactions between pyridine molecules", volume = "24", number = "3", pages = "60", doi = "10.1007/s00894-017-3570-y" }
Andrić, J. M., Antonijević, I., Janjić, G.,& Zarić, S. D.. (2018). Influence of hydrogen bonds on edge-to-face interactions between pyridine molecules. in Journal of Molecular Modeling Springer, New York., 24(3), 60. https://doi.org/10.1007/s00894-017-3570-y
Andrić JM, Antonijević I, Janjić G, Zarić SD. Influence of hydrogen bonds on edge-to-face interactions between pyridine molecules. in Journal of Molecular Modeling. 2018;24(3):60. doi:10.1007/s00894-017-3570-y .
Andrić, Jelena M., Antonijević, Ivana, Janjić, Goran, Zarić, Snežana D., "Influence of hydrogen bonds on edge-to-face interactions between pyridine molecules" in Journal of Molecular Modeling, 24, no. 3 (2018):60, https://doi.org/10.1007/s00894-017-3570-y . .