Molecular docking, Hirshfeld surface, structural, spectroscopic, electronic, NLO and thermodynamic analyses on novel hybrid compounds containing pyrazole and coumarin cores

Abstract

The target compound 3-(3-(4-chlorobenzoyl)-1-phenyl-1H-pyrazole-5-carbonyl)-7-methoxy-2H-chromen-2-one was characterized by FT-IR, Laser-Raman, NMR chemical shift, UV–Vis. and single-crystal X-Ray diffraction spectroscopic techniques. The molecular geometric structure, Hirshfeld surface, HOMO-LUMO, molecular electrostatic potential (MEP), non-linear optical, atomic charges, molecular docking and thermodynamic analyses were theoretically investigated to support the obtained data with experimental studies. The theoretical researches and evaluations were performed by DFT/B3LYP functional at the 6-311++G(d,p) basis set in the ground state of the compound. The assignments of computed harmonic vibrational wavenumbers were determined in terms of potential energy distribution (PED) analysis. Hirshfeld surface analysis was studied to examine intermolecular interactions in crystal packing of the compound. The experimental results on molecular geometry and spectral results were showed that the correlation between experimental and theoretical data is in good agreement. Additionally, for molecular docking study, macromolecule-ligand interactions between 3-(3-(4-chlorobenzoyl)-1-phenyl-1H-pyrazole-5-carbonyl)-7-methoxy-2H-chromen-2-one and interleukin-6 (IL-6) (PDB ID: 4NI9) were investigated by using AutoDock Vina program. All results related to title compound were evaluated in detail.