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Acta Cryst. (2013). E69, o1361  [ doi:10.1107/S1600536813019296 ]

2,4-Dibromo-1,3-dihydroxy-9H-xanthen-9-one

S.-W. Huang, Z.-M. Yang, F.-P. Huang and J.-K. Qin

Abstract: The title compound, C13H6Br2O4, derived from xanthone, a fundamental structural framework of active ingredients in many medicinal plants, and was synthesized by bromination of 1,3-dihydroxyxanthen-9-one with N-bromosuccinimide. The molecular conformation is essentially planar, the dihedral angle between the benzene rings being 1.1 (4)°. This conformation is favorable for the formation of an intramolecular O-H...O hydrogen bond between a hydroxy group and the xanthone carbonyl group. In the crystal, molecules are associated into chains along the b-axis direction via C=O...H-O hydrogen bonds involving the other hydroxy group.


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