2-(4-Oxo-3-phenyl-1,3-thiazolidin-2-ylidene)propanedinitrile

In the title compound, C12H7N3OS, the five-membered 1,3-thiazolidine ring is nearly planar [maximum deviation = 0.032 (2) Å] and makes a dihedral angle of 84.14 (9)° with the phenyl ring. In the crystal, molecules are linked by C—H⋯N hydrogen bonds into infinite chains along [-101]. C—H⋯π interactions contribute to the arrangement of the molecules into layers parallel to (101).

In the title compound, C 12 H 7 N 3 OS, the five-membered 1,3thiazolidine ring is nearly planar [maximum deviation = 0.032 (2) Å ] and makes a dihedral angle of 84.14 (9) with the phenyl ring. In the crystal, molecules are linked by C-HÁ Á ÁN hydrogen bonds into infinite chains along [101]. C-HÁ Á Á interactions contribute to the arrangement of the molecules into layers parallel to (101).

Albayati Comment
Compounds containg thiazolidinone ring system have been found to possess a broad spectrum of biological activities (Abhinit et al., 2009). 4-Thiazolidinones is a core structure in various synthetic compounds and an important scaffold known to be associated with several biological activities such as, antitubercular (Naeem et al., 2009), anti bacterial (Sharma et al., 2009), anti-inflammatory (Turgut et al., 2007), anti-mycobacterial (Bouzroura et al., 2010), anti convulsant (Mistry & Desai, 2004), and anti cancer (Ramalakshmi et al., 2009). As such we have synthesized in our lab series of thiazolidinone derivatives and herein we report the crystal structure of the title compound (I).
In the crystal structure, C-H···N hydrogen bonds (Table 1

Experimental
The title compound has been prepared according to the our reported method (Farhat et al., 2007). Pale brown monocrystals suitable for X-ray diffractions were grown up by slow evaporation of an ethanol solution of the title compounds at room temperature over 48 h.

Refinement
All H atoms were placed geometrically with C-H = 0.95 (aromatic H), 0.99 (methylene H) and were refined using a riding model with U iso (H) = 1.2U eq (C).

Figure 2
A view along the b axis of the packing diagram of (I) showing hydrogen bonds as dashed lines. H atoms not involved in hydrogen bonds have been omitted for clarity.

Special details
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles Refinement. Refinement on F 2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F 2 > σ(F 2 ) is used only for calculating -R-factor-obs 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.