Akademik Veri Yönetim Sistemi
Journal of Molecular Structure, cilt.1175, ss.542-550, 2019 (SCI-Expanded)
A disulfonimide derivative, N-(phenyl)dimethyldisulfonimide, was synthesized by two-step sulfonation of aniline with methane sulfonyl chloride. Antimicrobial activity of the molecule was investigated against some bacteria and fungus species by using the microdilution method. To evaluate the structure-activity relationship, antimicrobial activity test of the two related sulfonamide derivative was also performed under same conditions. Results showed that the title disulfonimide have remarkable antibacterial and antifungal activities compared to sulfonamides tested. The structural characterization of the molecule was performed by using quantum chemical calculations, single crystal X-ray diffraction, IR and NMR spectroscopies. Density functional method (DFT) at B3LYP/6-311++G(d,p) theory level was used to determine some characteristics of the compound such as, relative energies, molecular geometry, vibrational wavenumbers, frontier molecular orbitals, atomic charges and gauge including atomic orbitals (GIAO), 1H and 13C-NMR chemical shifts. The crystal structure of the title compound is monoclinic system. Conformational analysis studies showed that the molecule has two stable conformers C1 and C2. According to the calculated relative energies in the gas phase C1 conformer in C1 symmetry is the most stable one. However, X-ray, IR and NMR values are more compatible with the C1 conformer in C2 symmetry in solid phase.