Received 25 January 2011
In the title compound, C13H9Br2NO4, the phenyl and 2-nitrofuran rings are linked by a 2,3-dibromopropanal group, six atoms of which, including a furyl C atom, are disordered over two positions with a site-occupancy ratio of 0.733 (11):0.267 (11). The dihedral angle between the furan [maximum deviation = 0.028 (4) Å] and phenyl rings in the major component is 16.9 (3)°. In the minor component, the corresponding values are 0.87 (4) Å and 23.3 (5)°. In the crystal, intermolecular C-HO hydrogen bonds link the molecules into two-dimensional arrays parallel to the ab plane.
For the biological activity of sydnones, see: Holla et al. (1986, 1987, 1992); Rai et al. (2008). For related structures, see: Fun et al. (2010, 2011). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986). For bond-length data, see: Allen et al. (1987).
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SJ5095 ).
HKF and TSH thank Universiti Sains Malaysia (USM) for the Research University Grant (1001/PFIZIK/811160). TSH also thanks USM for the award of a research fellowship.
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105-107.
Fun, H.-K., Shahani, T., Nithinchandra & Kalluraya, B. (2010). Acta Cryst. E66, o2818-o2819.
Fun, H.-K., Shahani, T., Nithinchandra, & Kalluraya, B. (2011). Acta Cryst. E67, o79.
Holla, B. S., Kalluraya, B. & Shridhar, K. R. (1986). Curr. Sci. 55, 73-76.
Holla, B. S., Kalluraya, B. & Shridhar, K. R. (1987). Curr. Sci. 56, 236-238.
Holla, B. S., Kalluraya, B. & Shridhar, K. R. (1992). Rev. Roum. Chim. 37, 1159-1164.
Rai, N. S., Kalluraya, B., Lingappa, B., Shenoy, S. & Puranic, V. G. (2008). Eur. J. Med. Chem. 43, 1715-1720.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.