Received 27 January 2010
The title compound, C10H11ClN2OS, adopts a cis-trans configuration with respect to the position of the phenyl and 3-chloropropionyl groups relative to the thiono group across the C-N bonds. The benzene ring is perpendicular to the propionyl thiourea fragment with a dihedral angle of 82.62 (10)°. An intramolecular N-HO interaction occurs. The crystal structure is stabilized by intermolecular N-HS hydrogen bonds, which link pairs of molecules, building up R22(8) ring motifs, and C-H.. interactions.
For related structures, see: Ismail et al. (2007); Ismail & Yamin (2009). For hydrogen-bond motifs, see: Etter et al.(1990); Bernstein et al. (1995). For reference bond lengths, see: Allen et al. (1987).
Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; 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: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DN2535 ).
The authors thank the Ministry of Higher Education of Malaysia for the research grant UKM-OUP-NBT-27-144 and Universiti Kebangsaan Malaysia for the research facilities.
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