Quantum chemical calculations, Hirshfeld surface analysis, and molecular docking studies of antibacterial (E)-N '-((1H-Indol-3-yl)methylene)-4-bromobenzohydrazide

Creative Commons License

Eşme A.

SPECTROSCOPY LETTERS, vol.52, no.7, pp.398-412, 2019 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 52 Issue: 7
  • Publication Date: 2019
  • Doi Number: 10.1080/00387010.2019.1651339
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.398-412
  • Keywords: Bromobenzohydrazide, Hirshfeld surface, molecular docking, potential energy distribution, reduced density gradient analysis, SPECTROSCOPIC CHARACTERIZATION, CRYSTAL-STRUCTURE, FT-RAMAN, DFT, CHEMISTRY
  • Kocaeli University Affiliated: Yes


The theoretical parameters such as optimized geometrical parameters (bond lengths, bond angles, and dihedral angles), vibrational assignments, non-linear optical property, natural population analysis, and global chemical descriptors were calculated using the density functional theory with Becke, 3-parameter, Lee-Yang-Parr functional and Coulomb-attenuating method. Spectroscopic characterization of (E)-N '-((1H-Indol-3-yl)methylene)-4-bromobenzohydrazide was investigated by the Fourier transform infrared analysis with the potential energy distribution, proton nuclear magnetic resonance, and ultraviolet-visible techniques. The intermolecular interactions of the title molecule in the crystal structure were visualized by the three-dimensional Hirshfeld surface and associated two-dimensional fingerprint plots. In order to understand molecular stability, global reactive properties calculated at the time-dependent density functional theory have been investigated by visualization of frontier molecular orbitals. In addition, the first-order hyperpolarizability has been investigated to understand the non-linear optical activity of the molecule. Molecular docking studies supporting the antibacterial activity of the title molecule give a high-binding energy value of -5.20 kcal/mol due to the interaction of the carbonyl group with the target protein.