Synthesis, Crystal Structure, Hirshfeld Surface, DFT and Molecular docking studies of (E)-3-(4-chlorophenyl)-1-(2,4-difluorophenyl)prop-2-en-1-one

Abstract

The Chalcone derivative (E)-3-(4-chlorophenyl)-1-(2,4-difluorophenyl)prop-2-en-1-one (C₁₅H₉ClF₂O) has been newly synthesised by one-pot Claisen-Schmidt condensation reaction. The crystal structure and the lattice parameters were obtained by a single-crystal X-ray diffraction method. A quantitative analysis of the nature of intermolecular interactions, dominant interactions and corresponding energy involved in molecular packing was carried out using Hirshfeld surface analysis. From this analysis H…H interactions showed major contributions with 24.5% and H…F showed a significant contribution with 17.7% towards overall crystal packing. The quantum mechanical calculations were performed using Gaussian software. The title compound was optimized using Density Function Theory with B3LYP hybrid functional with 6-31G(d,p) basis set. In this, the frequency, molecular orbital analysis was performed and electrostatic potential map was generated and analyzed. Further, The synthesized molecule was docked with a protein target using Autodock 4 to find the best conformation site in the target.