Synthesis, physicochemical, thermal, XDR/HSA-interactions of Trans-(1E,2E)-Benzil-O,O-dimethylsulf onyl dioxime: Cis-trans isomerization, DFT and TD-DFT investigation

In this study, a novel trans-(1E,2E)-benzil-O,O-dimethylsulfonyl dioxime (BDMDO) monomer was prepared via a one-step dehydrochlorination reaction. BDMDO was characterized by H-1 and C-13 NMR, UV-Vis, and FT-IR spectroscopies, CHN elemental analysis, mass spectrometry, energy-dispersive X-ray spectroscopy, and TGA. According to the X-ray diffraction data, the BDMDO crystal structure was solved as a trans-isomer dioxime. The lattice structure was stabilized by two types of H-bonds and a sufficient number of interesting non-covalent supramolecular interactions such as the C-H center dot center dot center dot H-C bonds. Molecular electrostatic potential measurements and Hirschfeld surface analysis were performed to understand these interaction modes. The cis-trans isomerization in BDMDO as well as the structural, vibrational, NMR, highest occupied molecular orbital/lowest unoccupied molecular orbital bandgap, density of states, and electronic properties were computed by the density functional theory and subsequently compared with available experimental H-1 and C-13 NMR, UV-Vis, and FT-IR spectral data. The thermogravimetric/derivative thermogravimetric behavior of BDMDO was determined experimentally under an open-room atmosphere. (C) 2020 The Author(s). Published by Elsevier B.V. on behalf of King Saud University.