Crystal structure of (2S/2R,3S/3R)-3-hydroxy-2-phenylchroman-4-one

Abstract

In the title molecule, C15H12O3, the C atoms bearing the hydroxy group and the phenyl ring are disordered over two sets of sites with refined occupancies of 0.573 (7) and 0.427 (7). There is also disorder of the phenyl ring but the hydroxy group was refined as ordered. The dihedral angles between the benzene ring of the chromane ring system and the phenyl ring are 89.7 (2)° for the major component of disorder and 72.1 (3)° for the minor component. Both disorder components of the the dihydropyran ring are in a half-chair conformation. In the crystal, molecules are linked by pairs of O—H...O hydrogen bonds, forming inversion dimers with an R22(10) graph-set motif. Weak C—H...π interactions link these dimers into ladders along [001].

Keywords

• crystal structure
• flavone derivative
• hydrogen bonds
• C—H...π interactions