Crystal structure of (2E)-1-(4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinolin-3-yl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one

Abstract

In the title compound, C20H17NO5, the dihedral angle between the mean plane of the dihydroquinoline ring system (r.m.s. deviation = 0.003 Å) and the benzene ring is 1.83 (11)°. The almost planar conformation is a consequence of an intramolecular O—H...O hydrogen bond and the E configuration about the central C=C bond. In the crystal structure, O—H...O hydrogen bonds generate chains of molecules along the [10-1] direction. These chains are linked via π–π interactions [inter-centroid distances are in the range 3.6410 (16)–3.8663 (17) Å].

Keywords

• crystal structure
• 4-hydroxy-1,2-dihydroquinolin-2(1H)-one
• α,β-unsaturated ketones
• hydrogen bonding
• π–π interactions