Received 1 August 2013
In the title compound, C25H15ClN2O6S, the carbazole ring system is essentially planar, with a maximum deviation of 0.152 (3) Å for the C atom to which the 4-chloro-2-nitrophenyl ring is attached. Its mean plane is almost orthogonal to the phenylsulfonyl and nitrophenyl rings, making dihedral angles of 82.64 (14) and 79.89 (13)°, respectively. The N atom of the nitro group deviates by 0.032 (3) Å from the benzene ring to which it is attached. The molecular structure features intramolecular O-HO and C-HO hydrogen bonds, which generate three S(6) ring motifs. In the crystal, molecules are linked by C-HO hydrogen bonds, which generate C(6) and C(9) chains running in the  and  directions, respectively, forming a two-dimensional network lying parallel to (001). There are also R43(28) supramolecular graph-set ring motifs enclosed within these networks.
For the biological activity and uses of carbazole derivatives, see: Itoigawa et al. (2000); Ramsewak et al. (1999). For their electronic properties and applications, see: Friend et al. (1999); Zhang et al. (2004). For related structures, see: Chakkaravarthi et al. (2008). For bond-length distortions, see: Allen et al. (1987). For graph-set notation, see: Bernstein et al. (1995). For the Thorpe-Ingold effect, see: Bassindale et al. (1984).
Data collection: APEX2 (Bruker, 2008); cell refinement: SAINT (Bruker, 2008); data reduction: SAINT; 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) and Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXL97 and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: SU2632 ).
The authors thank Mr T. Srinivasan and Dr D. Velmurugan the Technology Business Incubator (TBI), CAS in Crystallography and Biophysics, University of Madras, Maraimalai Campus, Chennai, and the Department of Science and Technology (DST) for the data collection.
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