Cinnamyl 2-oxo-2H-chromene-3-carboxylate

Abstract

The title compound, C19H14O4, was prepared by the reaction of 2-oxo-2H-chromene-3-acyl chloride with cinnamic alcohol. The whole molecule is not planar, the dihedral angle between the planes of coumarin and benzene rings being 13.94 (4)°, but the plane of the coumarin ring and that of the ester group are almost coplanar, making a dihedral angle of 2.9 (1)°. In the crystal structure, weak intermolecular C—H...O hydrogen bonds link two molecules into dimers, and π–π stacking interactions between inversion-related rings of the coumarin groups [centroid–centroid distance 3.8380 (15) Å with a slippage of 1.535 Å], which connect the dimers into columns extending along [010].