Crystal structure, Hirshfeld surface analysis, DFT and molecular docking investigation of 2-(2-oxo-1,3-oxazolidin-3-yl)ethyl 2-[2-(2-oxo-1,3-oxazolidin-3-yl)ethoxy]quinoline-4-carboxylate

• Published in: Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2021-01, Vol.77 (1), p.28-33
• Main Authors: Bouzian, Younos, Baydere, Cemile, Dege, Necmi, Ahabchane, Noureddine Hamou, Mague, Joel T., Abudunia, Abdulmalik, Karrouchi, Khalid, Essassi, El Mokhtar
• Format: Article
• Language: English
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989020015960

In the molecular structure of the title compound, C 20 H 21 N 3 O 7 , the quinoline ring system is slightly bent, with a dihedral angle between the phenyl and the pyridine rings of 3.47 (7)°. In the crystal, corrugated layers of molecules extending along the ab plane are generated by C—H...O hydrogen bonds. The intermolecular interactions were quantified by Hirshfeld surface analysis and two-dimensional fingerprint plots. The most significant contributions to the crystal packing are from H...H (42.3%), H...O/O...H (34.5%) and H...C/ C...H (17.6%) contacts. Molecular orbital calculations providing electron-density plots of the HOMO and LUMO as well as molecular electrostatic potentials (MEP) were computed, both with the DFT/B3LYP/6–311 G++(d,p) basis set. A molecular docking study between the title molecule and the COVID-19 main protease (PDB ID: 6LU7) was performed, showing that it is a good agent because of its affinity and ability to adhere to the active sites of the protein.