Received 12 October 2012
In the title compound, C13H21N3O4S, the mean plane of the -N(H)-C(=O)-O- group of the carbamate unit forms a dihedral angle of 64.7 (2)° with the mean plane of the -C-C(=O)-O- group of the ester unit. In the crystal, molecules are linked by N-HO=C hydrogen bonds, forming chains along the c-axis direction.
The title compound is a mercaptoimidazole derivative. For applications of mercaptoimidazole derivatives in the treatment of hyperpigmentation, see: Kasraee (2002); Kasraee et al. (2005) and for inhibiting tyrosinase, see: Liao et al. (2012). For typical bond lengths of intermolecular N-HO=C hydrogen bonds, see: Taylor et al. (1984).
Data collection: CrysAlis PRO (Agilent, 2010); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXL97.
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: LH5544 ).
We gratefully acknowledge financial support in part from the National Science Council, Taiwan (NSC 99-2119-M-241-001-MY2). Helpful comments from the reviewers are also greatly appreciated.
Agilent (2010). CrysAlis PRO. Agilent Technologies, Yarnton, England.
Kasraee, B. (2002). J. Invest. Dermatol. 118, 205-207.
Kasraee, B., Handjani, F., Parhizgar, A., Omrani, G. R., Fallahi, M. R., Amini, M., Nikbakhsh, M., Tran, C., Hügin, A., Sorg, O. & Saurat, J.-H. (2005). Dermatology, 211, 360-362.
Liao, W. C., Wu, W. H., Tsai, P.-C., Wang, H.-F., Liu, Y.-H. & Chan, C.-F. (2012). Appl. Biochem. Biotechnol. 166, 259-267.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Taylor, R., Kennard, O. & Versichel, W. (1984). Acta Cryst. B40, 280-288.