Received 17 June 2013
The title compound, C14H12BrNO4, has two chiral C atoms. The C atom next to the O atom in the dihydrofuran ring has an S configuration, while the adjacent chiral C atom has an R configuration. The cyclohex-2-enone and dihydrofuran rings both adopt envelope conformations, with the flap atoms (middle CH2 in cyclohex-2-enone and NO2-substituted C in dihydrofuran) lying 0.612 (3) and 0.295 (2) Å, respectively, from the mean plane of the remaining atoms. The dihedral angle between the mean planes of the furan and benzene rings is 80.0 (3)°. In the crystal, the molecules are linked by C-HO interactions, generating a three-dimensional network.
For global background on functionalized 2,3-dihydrofurans, see: Fan et al. (2010); Rueping et al. (2010). The absolute configuration was assigned by the method of Flack (1983).
Data collection: PROCESS-AUTO (Rigaku, 2006); cell refinement: PROCESS-AUTO; data reduction: CrystalStructure (Rigaku,2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: WinGX (Farrugia, 2012).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PK2489 ).
This work was supported by the Zhejiang Provincial Natural Science Foundation of China (No. Y4110373). We are also grateful for the help of Professor Jian-Ming Gu of Zhejiang University.
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