Supramolecular Structure of Sulfonamide-Substituted Silatranes: Quantum Chemical DFT Calculations

• Published in: International journal of molecular sciences 2024-11, Vol.25 (22), p.11920
• Main Authors: Chipanina, Nina N, Adamovich, Sergey N, Nalibayeva, Arailym M, Abdikalykov, Yerlan N, Oznobikhina, Larisa P, Oborina, Elizaveta N, Rozentsveig, Igor B
• Format: Article
• Language: English
• Subjects: Analysis; Antimicrobial agents; Chemical bonds; Composition; Crystallography, X-Ray; Density Functional Theory; Density functionals; Diffraction; Hydrogen Bonding; Hydrogen bonds; Models, Molecular; Molecular Structure; Nitrogen; Physiology; Quantum Theory; Silicon; Spectroscopy, Fourier Transform Infrared; Static Electricity; Sulfonamides; Sulfonamides - chemistry; X-rays
• ISSN: 1422-0067; 1661-6596; 1422-0067
• DOI: 10.3390/ijms252211920

The supramolecular structure of the crystal products- -[2-chloro-2-(silatranyl)ethyl]-4-nitro-benzenesulfonamide and -chloro- -[2-chloro-1-(silatran-1-yl-methyl)ethyl]benzene-sulfonamide was established by X-ray diffraction analysis data, FTIR spectroscopy and DFT quantum chemical calculations. Their crystal lattice is formed by cyclic dimers with intermolecular hydrogen NH∙∙∙O-Si bonds and CH∙∙∙O=S short contacts. The distribution of electron density in the monomers was determined using quantum chemical calculations of their molecular electrostatic potential (MESP) in an isolated state (in gas) and in a polar medium. The transition from covalent N-Si bonds in crystal compounds and polar medium to non-covalent N∙∙∙Si bonds happened while performing the calculations on the monomer molecules and their dimers in gas. The effect of intermolecular interactions on the strength of the N-Si and N∙∙∙Si bonds in molecules was evaluated through calculations of their complexes with H O and DMSO.