Received 26 May 2013
aKey Laboratory for the Chemistry & Molecular Engineering of Medicinal Resources, Ministry of Education of China, School of Chemistry & Chemical Engineering, Guangxi Normal University, Guilin, 541004, People's Republic of China, and bDepartment of Pharmacy, Youjiang Medical University for Nationalities, Baise 533000, People's Republic of China
Correspondence e-mail: firstname.lastname@example.org
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-HO 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=OH-O hydrogen bonds involving the other hydroxy group.
For the pharmacological activity of xanthone derivatives, see: Cheng et al. (2011); Dao et al. (2012); Sousa et al. (2009); Szkaradek et al. (2013). For the synthesis of the xanthone used as a starting material, see: Liu et al. (2006). For related xanthone structures, see: Corrêa et al. (2010).
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXL97 (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BH2480 ).
This work was supported financially by grants from the National Natural Science Foundation of PRC (21002015) and the Natural Science Foundation of Guangxi (2010GXNSFB013013).
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