Received 16 August 2010
Two independent thiourea molecules comprise the asymmetric unit of the title compound, C22H20N2OS. The central N-C(=S)N(H)C(=O) atoms in each molecule are virtually superimposable and each is twisted [C-N-C-S torsion angles = 121.3 (3) and -62.3 (4)°]. The molecules differ only in terms of the relative orientations of the benzyl benzene rings [major difference between the C-N-C-C torsion angles of -146.6 (3) and -132.9 (3)°]. The presence of N-HS hydrogen bonding leads to the formation of supramolecular chains along the a axis. These are consolidated in the crystal packing by C-HO interactions. The crystal was found to be a combined non-merohedral and racemic twin (twin law 00/00/001), with the fractional contribution of the minor components being approximately 9 and 28%.
For our studies of thiourea and its derivatives, see: Gunasekaran et al. (2010). For the biological activity of thiourea derivatives, see: Venkatachalam et al. (2004); Yuan et al. (2001); Zhou et al. (2004). For additional geometric analysis, see: Spek (2009).
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, 1997), DIAMOND (Brandenburg, 2006) and Qmol (Gans & Shalloway, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5120 ).
NG thanks the NITT for a Fellowship. The authors also thank the University of Malaya for support of the crystallographic facility.
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