Crystal structure, Hirshfeld surface analysis, and DFT and mol-ecular docking studies of 6-cyanona-phthalen-2-yl 4-(benz-yloxy)benzoate.

Autor: Harish Kumar M; Department of Physics Yuvaraja's College University of Mysore,Mysore 570005 Karnataka India., Santhosh Kumar S; Department of PG Studies and Research in Physics Albert Einstein Block UCS Tumkur University, Tumkur Karnataka-572103 India., Devarajegowda HC; Department of Physics Yuvaraja's College University of Mysore,Mysore 570005 Karnataka India., Srinivasa HT; Raman Research Institute, C V Raman Avenue Sadashivanagar Bangalore Karnataka India., Palakshamurthy BS; Department of PG Studies and Research in Physics Albert Einstein Block UCS Tumkur University, Tumkur Karnataka-572103 India.
Jazyk: angličtina
Zdroj: Acta crystallographica. Section E, Crystallographic communications [Acta Crystallogr E Crystallogr Commun] 2024 Oct 22; Vol. 80 (Pt 11), pp. 1180-1185. Date of Electronic Publication: 2024 Oct 22 (Print Publication: 2024).
DOI: 10.1107/S2056989024009964
Abstrakt: In the title compound, C 25 H 17 NO 3 , the torsion angle associated with the phenyl benzoate group is -173.7 (2)° and that for the benz-yloxy group is -174.8 (2)° establishing an anti -type conformation. The dihedral angles between the ten-membered cyanona-phthalene ring and the aromatic ring of the phenyl benzoate and the benz-yloxy fragments are 40.70 (10) and 87.51 (11)°, respectively, whereas the dihedral angle between the aromatic phenyl benzoate and the benz-yloxy fragments is 72.30 (13)°. In the crystal, the mol-ecules are linked by weak C-H⋯O inter-actions forming S (4) chains propagating parallel to [010]. The packing is consolidated by three C-H⋯π inter-actions and two π-π stacking inter-actions between the aromatic rings of naphthalene and phenyl benzoate with centroid-to-centroid distances of 3.9698 (15) and 3.8568 (15) Å, respectively. Inter-molecular inter-actions were qu-anti-fied using Hirshfeld surface analysis. The mol-ecular structure was further optimized by density functional theory (DFT) at the B3LYP/6-311+ G(d,p) level, revealing that the energy gap between HOMO and LUMO is 3.17 eV. Mol-ecular docking studies were carried out for the title compound as a ligand and SARS-Covid-2(PDB ID:7QF0) protein as a receptor giving a binding affinity of -9.5 kcal mol -1 .
(© Harish Kumar et al. 2024.)
Databáze: MEDLINE
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