7-Hydroxy-3-(4-nitrophenyl)-2H-chromen-2-one

Abstract

In the title compound, C15H9NO5, the coumarin ring system is essentially planar, with a dihedral angle of 1.42 (10)° between the two fused rings. The mean plane of the coumarin ring system forms a dihedral angle of 36.10 (1)° with the nitro-substituted benzene ring. The nitro group is almost coplanar with the benzene ring to which it is bonded, with a maximum deviation of 0.014 (6) Å for all atoms in the nitrobenzene group. As in other reported coumarin compounds, there is asymmetry with respect to the O—C=O bond angles, with values of 113.6 (5) and 128.0 (5)°. In a similar way, the O—C—C and C—C—C angles at the junction of the two fused rings have values of 117.6 (5) and 123.7 (5)°, respectively. In the crystal, molecules are linked by O—H...O hydrogen bonds, forming chains along [010]. In addition, weak C—H...O hydrogen bonds link these chains, forming a three-dimensional network.

Keywords

• crystal structure
• coumarin
• photo-physical properties
• hydrogen bonding