Synthesis, Characterization, Crystal Structure, Molecular Docking Analysis and Other Physico-Chemical Properties of (E)-2-(3,4-Dimethoxystyryl)Quinoline

A biologically active heterocyclic compound (E)-2-(3,4-dimethoxystyryl)quinoline has been synthesized. Detailed 1H NMR, 13C NMR spectra and elemental mass analysis has been carried out. The single crystal X-ray studies revealed that the asymmetric unit of the compound contains two crystallographically independent molecules with almost similar geometries and the compound crystallizes in a monoclinic space group P 21/c, Z = 8. The crystal structure is stabilized with elaborate network of intermolecular C–H…O hydrogen bonds, C–H…π, π–π and van der-Waal’s forces to form supramolecular structures. 3D Hirshfeld surfaces and allied 2D fingerprint plots were analyzed for non-covalent interactions. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H…H (41.8%) and C···H/H···C (39.9%) interactions. Theoretical (DFT) studies on the molecular structure, vibrational spectra, Mulliken charges, HOMO, LUMO, MESP surfaces have been performed at B3LYP/6-311++G (d,p) level of theory. The geometrical parameters of the optimized compound are in good agreement with the XRD experimental data. Molecular docking studies supported by in silico drug likeness screening explored the promising anti-Alzheimer's activity of this N-containing bioactive styryl-quinoline, which could be considered as a lead compound for anti-Alzheimer's drug design.