Crystal structure elucidation, Hirshfeld surface analysis, and DFT studies of a N-benzyl-3-phenylquinoxalin-2-amine

• Published in: Journal of molecular structure Vol. 1253; p. 132271
• Main Authors: Akhileshwari, P., Kiran, K.R., Sridhar, M.A., Sadashiva, M.P.
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 05-04-2022
• Subjects: ADMET; Anticancer activity; Crystal structure; DFT; EGFR tyrosine kinase; HOMO-LUMO; MEP; Molecular docking; Quinoxaline; Quinoxaline; DFT; HOMO-LUMO; Anticancer activity; MEP; EGFR tyrosine kinase; ADMET; Molecular docking; Crystal structure
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2021.132271

•Synthesis, crystal structure characterization, and computational studies were presented.•Crystal structure is stabilized by hydrogen bond interactions.•Hirshfeld surface analysis and DFT calculations were performed.•HOMO-LUMO frontier molecular orbitals were studied.•Molecular docking studies were carried out.
Quinoxaline derivatives are important scaffolds in the heterocyclic compounds. They have shown extensive medicinal properties in biological and pharmaceutical fields. The title compound crystallizes in the monoclinic crystal system with the space group P21/c. The structure exhibits N-H...C intermolecular interaction. The crystal structure is further reinforced by π-π interactions. The Hirshfeld surface analysis indicates that the dominant contribution to the surface area is from H-H (53.4%) contacts. Density functional theory (DFT) calculations were performed with B3LYP/6–31 + G(d, p) method. The optimized structure and experimental crystal structures are very similar. The HOMO-LUMO energy gap of the compound is 4.02 eV. Molecular electrostatic potential surface shows the chemical reactive regions around the nitrogen and hydrogen atoms. Molecular docking studies was performed to analyze the anticancer the activity of the molecule.