Received 3 May 2013
The title compound, C15H14N2OS2, adopts a helix conformation. An intramolecular N-HO hydrogen bond leads to a six-membered pseudo-ring [r.m.s. deviation = 0.0212 Å, maximum deviation = 0.033 (1) Å for the N atom bearing the benzoyl group] in the central unit. The benzene and (methylsulfanyl)benzene ring [r.m.s = 0.0028 Å and largest deviation of 0.067 (3) Å for the methylsulfanyl C atom] make dihedral angles of 31.76 (8) and 54.68 (6)°, respectively, with the pseudo-ring plane. The dihedral angle between the benzene rings is 85.71 (8)°. In the crystal, pairs of weak N-HS interactions form inversion dimers and mediate a linear chain along .
For related compounds found in CSD (Allen, 2002) see: Al-abbasi et al. (2010); Cao et al. (1996). For the structure of the unsubstituted compound, see: Yamin & Yusof (2003). For details of the synthesis, see: Zhang et al. (2001).
Data collection: APEX2 (Bruker, 2010); cell refinement: SAINT (Bruker, 2010); 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); software used to prepare material for publication: WinGX (Farrugia, 2012).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: QM2097 ).
This work includes part of the activities developed by the Network of Studies for the Development of Novel Inhibitors of Urease, being financed by CNPq (562479/2010-4) and FAPEMIG (APQ-04781-10). The authors are also grateful to CNPq (TOB) and CAPES (RPC) for providing their respective fellowships.
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