2nd International Conference on Chemo and Bioinformatics ICCBIKG 2023 (649-652)
АУТОР(И) / AUTHOR(S): Jelena P. Blagojević Filipović, Dubravka Z. Vojislavljević-Vasilev, Snežana D. Zarić
Е-АДРЕСА / E-MAIL: jbfilipovic@chem.bg.ac.rs
DOI: 10.46793/ICCBI23.649BF
САЖЕТАК / ABSTRACT:
The interactions of noncoordinated water or ammonia molecules with aromatic rings, as well as coordinated water or coordinated ammonia molecules with aromatic rings have been investigated by searching the Cambridge Structural Database (CSD) and through quantum-chemical calculations. The data from the CSD show that for noncoordinated systems distances between the interacting fragments are the shortest in case of negative C6-aromatic groups and the longest in case of positive C6-aromatic groups. In the case of contacts between coordinated water or ammonia molecules and C6-aromatic group, oppositely charged fragments are mutually closer than the neutral fragments. The DFT calculations for the water/benzene system yield an interaction energy of -2.97 kcal/mol, while for the [Zn(H2O)6]2+/C6H6 system the interaction energy is -14.72 kcal/mol. For the ammonia/benzene system, the DFT calculations yield an interaction energy of -2.28 kcal/mol, while for the [Zn(NH3)6]2+/C6H6 system it is -15.50 kcal/mol. The results show that there is an influence of water or ammonia coordination on OH/π or NH/π interactions; the interactions of coordinated species are significantly stronger. OH/π and NH/π interactions are comparable in both cases. OH/π interactions are slightly stronger than NH/π interactions in the case of noncoordinated molecules due to a higher partially positive charge on the hydrogen atom of the water molecule, but this is not necessarily the case for the coordinated molecules due to additional interactions that can occur between the benzene ring and the other ligands present in the complex.
КЉУЧНЕ РЕЧИ / KEYWORDS:
OH/π interactions, NH/π interactions, CSD, quantum chemical calculations non-covalent interactions, metal complexes
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