Abstract

The title compound, C15H12N2O2S, crystallizes in the ortho-rhom-bic space group Pna21 , with two mol-ecules in the asymmetric unit (Z' = 2). Each mol-ecule consists of a 2-hy-droxy Schiff base moiety linked through a spacer to a 2-amino-benzo-thia-zole moiety. Each mol-ecule contains an intra-molecular hydrogen bond between the -OH group and imine N atom, forming a six-membered ring. The two independent molecules are linked by a pair of C-H⋯O hydrogen bonds, forming dimers with an R (2) 2(20) ring motif. These dimers are further lined into sheets in the ab plane by weak inter-molecular C-H⋯N inter-actions. The structure was refined as an inversion twin.

Highlights

  • Pna21, with two molecules in the asymmetric unit (Z0 = 2)

  • Each molecule consists of a 2-hydroxy Schiff base moiety linked through a spacer to a

  • The two independent molecules are linked by a pair of C—

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Summary

Chemical context

Supporting information: this article has supporting information at journals.iucr.org/e. A wide range of biological activities have been attributed to aminothiazoles and compounds having similar structures (Tahiliani et al, 2003) and they have many applications in both human and veterinary medicine (Smith et al, 1999; Sarhan et al, 2010). Some metal complexes of Schiff bases of 2-aminobenzothiazole derivatives have potent antibacterial properties (Sharma et al, 2002; Song et al, 2010). Aminothiazole Schiff bases have been prepared as intermediate ligands and for complexation with various metals (Liang et al.,1999; Liu et al, 2009). In this context, the synthesis and structural characterization of new 2-aminobenzothiazole Schiff base derivatives is of interest (El’tsov & Mokrushin, 2002). Thiazole gave 23 hits of which the closest example to the title compound was (E)-2-[(6-ethoxybenzothiazol-2-yl)iminomethyl]-6-methoxyphenol (Kong, 2009)

Synthesis and crystallization
Structural commentary
Supramolecular features
Database survey
Findings
Refinement
Full Text
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