4-(4-Chlorophenyl)-N-[(E)-4-(dimethylamino)benzylidene]-1,3-thiazol-2-amine

The title compound, C18H16ClN3S, adopts an extended molecular structure. The thiazole ring is inclined by 9.2 (1) and 15.3 (1)° with respect to the chlorophenyl and 4-(dimethylamino)phenyl rings, respectively, while the benzene ring planes make an angle of 19.0 (1)°. A weak intermolecular C—H⋯π contact is observed in the crystal structure.

The title compound, C 18 H 16 ClN 3 S, adopts an extended molecular structure. The thiazole ring is inclined by 9.2 (1) and 15.3 (1) with respect to the chlorophenyl and 4-(dimethylamino)phenyl rings, respectively, while the benzene ring planes make an angle of 19.0 (1) . A weak intermolecular C-HÁ Á Á contact is observed in the crystal structure.

Experimental
Cg is the centroid of the C11-C16 ring.

Comment
The title compound, C 18 H 16 ClN 3 S, (I), is a 2-amino-thiazole derivative. Few structures of such derivatives have been determined (Lynch et al., 1999;2002) and some of them have been shown to act as inhibitor of cyclin-dependent kinase (Misra et al., 2004). The structure of (I) with adopted atom-numbering scheme is shown in Fig 1. (I) adopts an extended structure. The thiazole ring is inclined with respect to chlorophenyl and dimethylaminophenyl rings by 9.2 (1)° and 15.3 (1)°, respectively, while both benzene ring planes make an angle of 19.0 (1)°. The dimethylamino group makes an angle of 4.0 (3)° with respect to the adjacent benzene ring. The crystal packing is governed by van der waals interactions only. Short intermolecular C-H···π contact is also observed ( Table 1).

Experimental
A mixture of 2-amino-4-(4-chloro) phenyl thiazole (0.01 mol; CAS No. 2103-99-3) and paradimethyl amino benzaldehyde (0.01 mol) in ethanol (30 ml), and catalytic amount of glacial acetic acid (2 ml) in a clean conical flask was refluxed for 2 h. The resulting mixture was cooled, filtered and dried to get the title compound (m.p. 506-507°C). To obtain the suitable single crystals for X-ray diffraction, (I) was mixed with DMF (30 ml) and heated until completely dissolved. The mixture was left for slow evaporation.

Refinement
Hydrogen atoms were placed in their stereochemically expected positions and refined with the riding options. Methyl hydrogen atoms were fixed with reference to local electron density map. The distances with hydrogen atoms are as follows: C(aromatic/sp 2 )-H = 0.93 Å, C(methyl)-H = 0.96 Å, and U iso = 1.2 U eq (parent) [1.5U eq (parent) for methyl groups]. Fig. 1. A view of (I) with adopted atom-numbering scheme and non-H atoms shown as probability ellipsoids at 30% levels.  as those based on F, and R-factors based on ALL data will be even larger.