Experimental and computational studies of organic 4-[[(4-chlorophenyl)imino]methyl]phenol single crystals for optic and biological applications

Abstract

The organic 4-[[(4-chlorophenyl)imino]methyl]phenol single crystals were grown by slow evaporation growth technique. Single crystal X-ray diffraction (XRD) studies reveal that the grown crystal belongs to an orthorhombic crystal system with centrosymmetric space group Pbcn. The molecular geometric parameters and the vibrational frequencies of the grown crystal were calculated with the aid of density functional theory (DFT). The detailed interpretation of FTIR and FT-Raman spectra was carried out with the help of vibrational energy distribution analysis (VEDA 4.0) and the wavenumbers were scaled by the wavenumber linear scaling (WLS) method. The UV–Vis spectrum was recorded in the range of 200–800 nm. The intramolecular electronic transitions and their stabilization energy were carried out using NBO analysis. The highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) and their energy gap values were calculated by the computational analysis of the molecule using the DFT approach. Hirshfeld surface analysis was carried out to identify the intermolecular interactions visibly. The thermogravimetric (TG) and differential thermal analyses (DTA) techniques were used to determine the thermal properties of the grown crystal. The kinetic and thermodynamic parameters were calculated using the Coats-Redfern and Broido methods. The electron localization descriptors, such as the Electron Localization Function (ELF) and the Localized Orbital Locator (LOL), are calculated. Reduced Density Gradient (RDG) analysis was used to identify the non-covalent interactions. A molecular docking study was performed using six protein receptors. The antidiabetic activities were analyzed.