Research Article: (E)-6-Bromo-3-{2-[2-(2-chloro­benzyl­idene)hydrazin­yl]thia­zol-5-yl}-2H-chromen-2-one dimethyl sulfoxide monosolvate

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.

Partial Text

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 ▶).




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