Received 30 November 2011
aPharmaceutical Design and Simulation (PhDS) Laboratory, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Pulau Pinang, Malaysia,bMalaysian Institute of Pharmaceuticals and Nutraceuticals, Ministry of Science, Technology and Innovation, SAINS@USM, No. 10, 11900 Persiaran Bukit Jambul, Pulau Pinang, Malaysia,cDepartment of Biological Sciences, Universiti Malaysia Terengganu, 21030 Kuala Terengganu, Terengganu, Malaysia, and dX-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia
Correspondence e-mail: email@example.com
The complete molecule of the title compound, C20H19NO5S2, is generated by a crystallographic twofold axis and the O atom and N-H group attached to the central benzene ring are statistically disordered. The dihedral angle between the central and terminal benzene rings is 56.91 (5)° and that between the terminal benzene rings is 29.80 (5)°. In the crystal, N-HO hydrogen bonding links the molecules into sheets lying parallel to the ab plane.
For the biological properties of sulfonyl derivatives, see: Supuran et al. (2003). For a related structure, see: Sinha et al. (2011). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986).
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: HB6544 ).
HAW gratefully acknowledges the Malaysian Ministry of Science, Technology and Innovation for the synthesis work funded by grant Nos. 311/IFN/69230112 and 304/PFARMASI/650545/I121. HKF thanks USM for the Research University Grant No. 1001/PFIZIK/811160.
Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105-107.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sinha, S., Osman, H., Wahab, H. A., Hemamalini, M. & Fun, H.-K. (2011). Acta Cryst. E67, o3275.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Supuran, C. T., Casini, A. & Scozzafava, A. (2003). Med. Res. Rev. 23, 535-558.