Title of article :
Different patterns of supramolecular aggregation in three amides containing N-(benzo[d]thiazolyl) substituents
Author/Authors :
Mahesha, Ninganayaka Department of Studies in Chemistry - University of Mysore, India , Yathirajan, Hemmige S. Department of Studies in Chemistry - University of Mysore, India , . Nagma Banu, Holalagudu A Department of Studies in Chemistry - Mangalore University, India , Kalluraya, Balakrishna Department of Studies in Chemistry - Mangalore University, India , Foro, Sabine Institute of Materials Science - Darmstadt University of Technology, Germany , Glidewell, Christopher School of Chemistry - University of St Andrews, UK
Abstract :
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.
Keywords :
halogen bonding , disorde , heterocyclic compounds , benzo[d]thiazoles , molecular conformation
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
