(E)-3-(4-Methylphenyl)-1-(1,3-thiazol-2-yl)prop-2-en-1-one

In the title chalcone, C13H11NOS, derived from the condensation of p-tolualdehyde and 1-(1,3-thiazol-2-yl)ethanone, the olefine group has a trans configuration. No classical hydrogen bonding is present in the crystal structure.

In the title chalcone, C 13 H 11 NOS, derived from the condensation of p-tolualdehyde and 1-(1,3-thiazol-2-yl)ethanone, the olefine group has a trans configuration. No classical hydrogen bonding is present in the crystal structure.

Experimental
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: EZ2285).

Subramanian Srinivasan and Sivakolunthu Senthan Comment
Molecules which possess both sulphur and nitrogen atoms exhibit universal and crucial roles in living organisms (Fontecave et al., 2003), with thiazoles and their derivatives being an important class of heterocyclic compounds (Kleemann et al., 2001). Analogues of these are present in several drugs with a wide range of biological properties, such as antibacterial (Bharti et al., 2010), antiviral (Bell et al., 1995) and anticancer (Cortes et al., 2007). Our research has been focused towards finding new therapeutic agents, using thiazole compounds. Similarly, several α,β-unsaturated ketones have been found to have good biological activity. Therefore, in this paper we report both the thiazole and α,βunsaturated ketone moieties in one molecule. The title compound ( Fig. 1) exists in an E configuration with respect to the C7-C8 double bond. Both phenyl and thiazole rings adopt planar orientations and there is no classical hydrogen bonding found.

Experimental
To an aqueous ethanolic solution of p-tolualdehyde (0.01 mol) and 2-acetylthiazole (0.01 mol), a sodium hydroxide solution was added slowly and stirred until a precipitate formed. The obtained solid was filtered and washed well with water. Single crystals were grown by the slow evaporation technique using ethanol as solvent.

Refinement
H-atoms were positioned and refined using a riding model, with aromatic C-H = 0.93 Å, methine C-H = 0.98 Å, methylene C-H = 0.97 Å and amino N-H = 0.83 and 0.94 Å. The displacement parameters were set for phenyl, methylene and aliphatic H atoms at U iso (H)=1.2U eq (C).

(E)-3-(4-Methylphenyl)-1-(1,3-thiazol-2-yl)prop-2-en-1-one
Crystal data Special details Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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.