Received 15 November 2010
In the title compound, C18H11BrN4OS, the imidazothiadiazole and benzisoxazole rings are individually planar with maximum deviations of 0.025 (3) 0.015 (4) Å, respectively, and are inclined at an angle of 23.51 (7)° with respect to each other. The planes of the imidazothiadiazole and bromophenyl rings are inclined at an angle of 27.34 (3)°. In the crystal, intermolecular C-HN interactions result in chains of molecules along the b and c axes. Moreover, C-HO interactions result in centrosymmetric head-to-head dimers with R22(24) graph-set motifs. The molecular packing is further stabilized by - stacking interactions between the imidazole rings with a shortest centroid-centroid distance of 3.492 (3) Å. In addition, C-H interactions are observed in the crystal structure.
For the biological activity of benzisoxazole derivatives, see: Priya et al. (2005). For the preparation of the title compound, see: Lamani et al. (2009). For a related structure, see: Sun & Zhang (2009). For graph-set notation, see: Bernstein et al. (1995).
Data collection: SMART (Bruker, 1998); cell refinement: SAINT-Plus (Bruker, 1998); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997) and CAMERON (Watkin et al., 1996); software used to prepare material for publication: WinGX (Farrugia, 1999).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: PV2359 ).
NSB is thankful to the University Grants Commission (UGC), India, for financial assistance and the Department of Science and Technology, (DST), India, for the data collection facility under the IRHPA-DST program.
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