Synthesis, crystal structure, Hirshfeld surface analysis, spectroscopic characterization, reactivity study by DFT and MD approaches and molecular docking study of a novel chalcone derivative

In the present study, the title compound named as (E)-1-(4-bromophenyl)-3-(4-(trifluoromethyl)phenyl) prop-2-en-1-one was synthesized and structurally characterized by single-crystal X-ray diffraction. The compound crystallizes in monoclinic crystal system in P2(1)/c space group, unit cell parameters a = 16.7629 (12) angstrom, b = 13.9681 (10) angstrom, c = 5.8740 (4) angstrom, beta = 96.3860 (12)degrees and Z = 4. Hirshfeld surface analysis revealed that the molecular structure is dominated by H center dot center dot center dot H, C center dot center dot center dot H/H center dot center dot center dot C, Br center dot center dot center dot F/F center dot center dot center dot Br and F center dot center dot center dot F contacts. The FT-IR spectrum was recorded and interpreted in details with the aid of Density Functional Theory (DFT) calculations and Potential Energy Distribution (PED) analysis. Average local ionization energies (ALIE) and Fukui functions have been used as quantum-molecular descriptors to locate the molecule sites that could be of importance from the aspect of reactivity. Degradation properties have been assessed by calculations of bond dissociation energies (BDE) for hydrogen abstraction and the rest of the single acyclic bonds, while molecular dynamics (MD) simulations were used in order to calculate radial distribution functions and determine the atoms with significant interactions with water. In order to understand how the title molecule inhibits and hence increases the catalytic efficiency of MOA-B enzyme, molecular docking study was performed. (C) 2017 Elsevier B.V. All rights reserved.