Structural, vibrational, fluorescence spectral features, Hirshfeld surface analysis, docking and drug likeness studies on 4-(2-bromo-4-methyl-phenoxymethyl)-6-methyl-coumarin derivative: Experimental and theoretical studies

Abstract

This work is an endeavour to determine the structural, vibrational (IR), absorption, fluorescence spectral and chemical reactivity studies on 4-(2-bromo-4-methyl-phenoxymethyl)-6-methyl-coumarin (4BMPC) molecule. Basically, we have focused on the experimental and computational studies on 4BMPC. The computational studies have been conducted using two different methods such as DFT/B3LYP/6-311++G (d, p) and DFT/PBEPBE/6-311++G (d, p) basis sets with the aid of optimized geometrical parameters. The absorption and fluorescence emission spectra are obtained in various solvents with different solvent parameters, viz., dielectric constant ε and refractive index n. The ground state and excited state dipole moments are experimentally determined by solvatochromic methodology evolved by Bilot-Kawaski, Kawaski-Chamma-Viallet, and Bakshiev.Further, Molecular Electrostatic Potential (MEP) analysis, Frontier Molecular Orbital (FMO) analysis and Natural Bond Orbital (NBO) studies have been conducted. Hirshfeld surfaces analysis reveals intermolecular interactions. Fukui function is used to investigate the local reactivity parameter. Molecular docking is also carried out to predict the preferred binding orientations with the protein surface. Further, the drug likeness properties are also investigated.