Spectroscopic characterization of 4,5-diphenyl-2-(2,4,5-trimethoxyphenyl)-1H-imidazole obtained from the condensation of benzyl. Experimental and DFT approach

Abstract

An experimental and theoretical study of the 4,5-diphenyl-2-(2,4,5-trimethoxyphenyl)-1H-imidazole [DiPhTMImz] spectroscopic properties were carried out. The molecular structure of compound DiPhTMImz was determined by SCXRD; the compound crystallized in the orthorhombic system and Pna21 space group with Z = 4. Fourier transform infrared (FT-IR) spectroscopy, proton, carbon NMR chemical shift, and absorption wavelength analysis have been performed using the DFT/B3LYP method with a 6–311+G(d,p) basis set. The assignments of main vibrational modes were computed with the scaled quantum mechanism (SQM) method. At the same time, the 13C and 1H isotropic chemical shifts were calculated using the gage-invariant atomic orbital (GIAO) method. Besides, the ultraviolet-visible spectrum was predicted by the time-depend DFT approach. On the other hand, mapped molecular electrostatic potential surfaces (MEPS) were performed to estimate the nucleophilic and electrophilic sites in the molecules. The non-covalent intermolecular interactions energies of several molecular pairs were quantified using the PIXEL method and Hirshfeld surface analysis to evaluate the relative contributions of different interactions, such as the N‒H···N or N‒H···O hydrogen bonds in the crystal structure. The stability of the molecule from hyper-conjugative interactions and charge delocalization has been analyzed using natural bond (NBO) analyses.