Different patterns of supramolecular aggregation in three amides containing N-(benzo[d]thiazolyl) substituents

Acta Crystallographica Section E: Crystallographic Communications

Holalagudu A. Nagma Banu¹  Balakrishna Kalluraya¹  Hemmige S. Yathirajan²  Ninganayaka Mahesha²  Sabine Foro³  Christopher Glidewell⁴ 

[1] Department of Studies in Chemistry, Mangalore University, Mangalagangotri, Mangalore-574199, India;Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru-570 006, India;Institute of Materials Science, Darmstadt University of Technology, Alarich-Weiss-Strasse 2, D-64287 Darmstadt, Germany;School of Chemistry, University of St Andrews, St Andrews, Fife KY16 9ST, UK;

关键词: heterocyclic compounds;    benzo[d]thiazoles;    crystal structure;    molecular conformation;    disorder;    hydrogen bonding;    halogen bonding;   

DOI  :  10.1107/S2056989021003637

来源: DOAJ

【 摘 要 】

Crystal structures are reported for three amides containing N-benzo[d]thiazole substituents. In N-(benzo[d]thiazol-6-yl)-3-bromobenzamide, C14H9BrN2OS, where the two ring systems are nearly parallel to one another [dihedral angle = 5.8 (2)°], the molecules are linked by N—H...O and C—H...N hydrogen bonds to form ribbons of R33(19) rings, which are linked into sheets by short Br...Br interactions [3.5812 (6) Å]. N-(6-Methoxybenzo[d]thiazol-2-yl)-2-nitrobenzamide, C15H11N3O4S, crystallizes with Z′ = 2 in space group Pna21: the dihedral angles between the ring systems [46.43 (15) and 66.35 (13)°] are significantly different in the independent molecules and a combination of two N—H...N and five C—H...O hydrogen bonds links the molecules into a three-dimensional network. The molecules of 5-cyclopropyl-N-(6-methoxybenzo[d]thiazol-2-yl)isoxazole-3-carboxamide, C15H13N3O3S, exhibit two forms of disorder, in the methoxy group and in the cyclopropylisoxazole unit; symmetry-related pairs of molecules are linked into dimers by pairwise N—H...N hydrogen bonds. Comparisons are made with the structures of some related compounds.

【 授权许可】

Unknown