Received 7 May 2013
In the title compound, C25H26N2OS, the diethyl-substituted benzene ring forms dihedral angles of 67.38 (9) and 55.32 (9)° with the terminal benzene rings. The molecule adopts a trans-cis conformation with respect to the orientations of the diphenylmethane and 1,3-diethylbenzene groups with respect to the S atom across the C-N bonds. This conformation is stabilized by an intramolecular N-HO hydrogen bond, which generates an S(6) ring. In the crystal, pairs of N-HS hydrogen bonds link the molecules into inversion dimers, forming R22(6) loops. The dimer linkage is reinforced by a pair of C-HS hydrogen bonds, which generate R22(8) loops. Weak C-H and - [centroid-centroid seperation = 3.8821 (10) Å] interactions also occur in the crystal structure.
For related structures and backgroud to thiourea derivatives, see: Yusof et al. (2012a,b). For hydrogen-bond motifs, see: Bernstein et al. (1995). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986).
Data collection: APEX2 (Bruker, 2009); cell refinement: SAINT (Bruker, 2009); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7080 ).
The authors thank the Malaysian Government and Universiti Sains Malaysia (USM) for the Research University Grant No. 1001/PFIZIK/811151 to conduct this work. SA thanks the Malaysian Government and USM for an Academic Staff Training Scheme Fellowship (ASTS).
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