Spectroscopic Analysis, Chemical Reactivity, and Nonlinear Optical Properties of (Z)-3-n-(methyl)-2-n’-(4-methoxyphenylimino) Thiazolidin-4-one: DFT/TD-DFT Approach

A comparative theoretical and experimental study was carried out using three reliable spectroscopic techniques (Fourier-transform infrared, ultra-violet–visible, and nuclear magnetic resonance) to characterize the organic crystal (Z)-3-N-(methyl)-2-N’-(4-methoxyphenylimino) thiazolidin-4-one. An in-depth analysis of the reactivity of this compound constitutes one of the objectives of this study by analyzing the local and global descriptors of the reactivity as well as the molecular electrostatic potential by using density functional theory as method calculation. Furthermore, optoelectronic properties in the static regime are calculated and discussed to investigate the nonlinear optical aspect of this compound. The analysis of the obtained results reveals that the time-dependent density functional theory calculations and the obtained conclusions from density functional theory agree well with the experimental data. Regarding the chemical reactivity spectrum, this compound presents more stability less reactivity when solvent dielectric constant increases with higher electrophilic behavior in polar medium such as DMSO. According to local descriptor values, the most common locations for nucleophilic assaults are O2, C10, S, and C8 atoms, whereas C11 and C4 present favorable sites for electrophilic attacks. The investigation of the nonlinear optical aspect show that the moderate values of optoelectronic properties are due to the absence of the strong donor-acceptor character in the compound.