(Z)-3-(4-Methylphenyl)-2-[(2-phenylcyclohex-2-en-1-yl)imino]-1,3-thiazolidin-4-one

The title compound, C22H22N2OS, exists in a cis conformation with respect to the N=C bond. The cyclohexene ring adopts a distorted sofa conformation. The thiazolidine ring is essentially planar with a maximum deviation of 0.025 (2) Å and forms dihedral angles of 63.50 (7) and 57.52 (6)° with the benzene rings. In the crystal, molecules are linked by C—H⋯O and C—H⋯N hydrogen bonds, generating R 2 2(8) ring motifs, and forming infinite chains along the c axis. The crystal is further consolidated by C—H⋯π interactions.

The title compound, C 22 H 22 N 2 OS, exists in a cis conformation with respect to the N C bond. The cyclohexene ring adopts a distorted sofa conformation. The thiazolidine ring is essentially planar with a maximum deviation of 0.025 (2) Å and forms dihedral angles of 63.50 (7) and 57.52 (6) with the benzene rings. In the crystal, molecules are linked by C-HÁ Á ÁO and C-HÁ Á ÁN hydrogen bonds, generating R 2 2 (8) ring motifs, and forming infinite chains along the c axis. The crystal is further consolidated by C-HÁ Á Á interactions.

Refinement
All the H atoms were positioned geometrically and refined using a riding model with U iso (H) = 1.2 or 1.5U eq (C) (C-H = 0.93-0.98 Å). A rotating group model was applied to the methyl group.

Figure 1
The molecular structure of the title compound, showing 50% probability displacement ellipsoids and the atom-numbering scheme.

Figure 2
The crystal packing of the title compound, showing one-dimensional chains along the c axis. H atoms not involved in the intermolecular interactions (dashed lines) have been omitted for clarity.

sup-3
Acta Cryst. (2012). E68, o1796-o1797  (Cosier & Glazer, 1986) operating at 100 (1) K. Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.