Crystal structure and DFT study of benzyl 1-benzyl-2-oxo-1,2-dihydroquinoline-4-carboxylate

Abstract

In the title quinoline derivative, C24H19NO3, the two benzyl rings are inclined to the quinoline ring mean plane by 74.09 (8) and 89.43 (7)degrees, and to each other by 63.97 (10)degrees. The carboxylate group is twisted from the quinoline ring mean plane by 32.2 (2)degrees. There is a short intramolecular C-H center dot center dot center dot O contact forming an S(6) ring motif. In the crystal, molecules are linked by bifurcated C-H,H center dot center dot center dot O hydrogen bonds, forming layers parallel to the ac plane. The layers are linked by C-H center dot center dot center dot pi interactions, forming a supramolecular three-dimensional structure.