Crystal structure, DFT study and Hirshfeld surface analysis of ethyl 6-chloro-2-ethoxyquinoline-4-carboxylate

In the title quinoline derivative, C14H14ClNO3, there is an intramolecular C-H center dot center dot center dot O hydrogen bond forming an S(6) graph-set motif. The molecule is essentially planar with the mean plane of the ethyl acetate group making a dihedral angle of 5.02 (3)degrees with the ethyl 6-chloro-2-ethoxyquinoline mean plane. In the crystal, offset pi-pi interactions with a centroid-to-centroid distance of 3.4731 (14) angstrom link inversion-related molecules into columns along the c-axis direction. Hirshfeld surface analysis indicates that H center dot center dot center dot H contacts make the largest contribution (50.8%) to the Hirshfeld surface.