Received 18 October 2012
The asymmetric unit of the title compound, C23H16OS, contains two independent molecules with opposite orientations of the methoxy groups bonded to the benzene rings. The napthobenzothiophene group in the two molecules is separated by an average distance of 3.912 Å. In both molecules, the napthobenzothiophene unit is almost planar, with r.m.s deviations of 0.0522 and 0.0143 Å. The methoxyphenyl ring makes dihedral angles of 67.0 (6)° and 70.4 (6)° with respect to the napthobenzothiophene ring system in the two molecules. The crystal packing features C-HS, - [centroid-centroid distances = 3.666 (10) and 3.658 (10) Å] and C-H interactions, forming a sheet running along the b-axis direction.
For the biological activity of thiophene derivatives, see: Bonini et al. (2005); Brault et al. (2005); Isloora et al. (2010); Xia et al. (2010). For a related structure, see: Gunasekaran et al. (2010).
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 (Farrugia, 2012); 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: PV2598 ).
The authors thank the TBI X-ray facility, CAS in Crystallography and Biophysics, University of Madras, India, for the data collection and VS and DV also thank the UGC SAP for financial support.
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