Received 5 October 2012
In the crystal structure of the title compound, C14H11BrClNO4S, the molecules form inversion dimers with R22(8) motifs through pairs of N-HO hydrogen bonds. The benzene rings are not coplanar and subtend a dihedral angle of 66.27 (8)°. The carbomethoxy group makes a dihedral angle of 75.1 (1)° with the ring to which it is attached.
Depending on their substitution patterns, sulfonamides display a wide array of biological activity. For their use as antimitotic, antibacterial and anti-obesity agents, see: Hu et al. (2008); Wydysh et al. (2009). For structures related to the development of novel antimicrobial agents, see: Kulkarni et al. (2012a,b).
Data collection: CrysAlis PRO (Agilent, 2010); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DS2221 ).
AAK wishes to acknowledge Dr A. K. Wutoh, Dean of the College of Pharmacy, for the purchase of chemicals and solvents, as well as RCMI, Howard University, and CDRD, College of Pharmacy, Howard University, for their support. RJB wishes to acknowledge the NSF-MRI program (grant CHE-0619278) for funds to purchase the diffractometer.
Agilent (2010). CrysAlis PRO and CrysAlis RED. Agilent Technologies, Yarnton, England.
Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897.
Hu, L., Li, Z.-R., Jiang, J.-D. & Boykin, D. W. (2008). Anticancer Agents Med. Chem. 8, 739-745.
Kulkarni, A. A., King, C., Butcher, R. J. & Fortunak, J. M. D. (2012a). Acta Cryst. E68, o1498.
Kulkarni, A. A., King, C. L., Fortunak, J. M. D. & Butcher, R. J. (2012b). Acta Cryst. E68, o1497.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Wydysh, E. A., Medghalchi, S. M., Vadlamudi, A. & Townsend, C. A. (2009). J. Med. Chem. 52, 3317-3327.