Date Published: April 01, 2011
Publisher: International Union of Crystallography
Author(s): Afsheen Arshad, Hasnah Osman, Chan Kit Lam, Madhukar Hemamalini, Hoong-Kun Fun.
In the title compound C19H11N3O2SClBr·C2H6OS, the molecule adopts an E configuration about the central C=N double bond. The chromene ring system and the thiazole ring are approximately planar, with maximum deviations of 0.027 (2) and 0.003 (1) Å, respectively. The central thiazole ring makes dihedral angles of 21.82 (9) and 5.88 (7)° with the chloro-substituted phenyl ring and the chromene ring, respectively. In the crystal, molecules are connected via N—H⋯O, N—H⋯S and C—H⋯O hydrogen bonds, forming supramolecular chains along the c axis. An intramolecular C—H⋯O hydrogen bond occurs. π–π interactions are observed between the thiazole and phenyl rings [centroid–centroid distance = 3.6293 (10) Å]. A short Br⋯Cl contact of 3.37 (6) Å also occurs.
For details and applications of coumarin derivatives, see Liebig et al. (1974 ▶); Pathak et al. (1981 ▶); Hwu et al. (2008 ▶); Lee et al. (2003 ▶); Siddiqui et al. (2009 ▶). For the synthesis of the title compound, see: Tian et al. (1997 ▶); Yaragatti et al. (2010 ▶). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986 ▶).