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Different patterns of supra-molecular aggregation in three amides containing N-(benzo[d]thia-zol-yl) substituents.

Ninganayaka MaheshaHemmige S YathirajanHolalagudu A Nagma BanuBalakrishna KallurayaSabine ForoChristopher Glidewell
Published in: Acta crystallographica. Section E, Crystallographic communications (2021)
Crystal structures are reported for three amides containing N-benzo[d]thia-zole substituents. In N-(benzo[d]thia-zol-6-yl)-3-bromo-benzamide, C14H9BrN2OS, where the two ring systems are nearly parallel to one another [dihedral angle = 5.8 (2)°], the mol-ecules are linked by N-H⋯O and C-H⋯N hydrogen bonds to form ribbons of R 3 3(19) rings, which are linked into sheets by short Br⋯Br inter-actions [3.5812 (6) Å]. N-(6-Meth-oxy-benzo[d]thia-zol-2-yl)-2-nitro-benzamide, 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 mol-ecules and a combination of two N-H⋯N and five C-H⋯O hydrogen bonds links the mol-ecules into a three-dimensional network. The mol-ecules of 5-cyclo-propyl-N-(6-meth-oxy-ben-zo[d]thia-zol-2-yl)-isoxazole-3-carboxamide, C15H13N3O3S, exhibit two forms of disorder, in the meth-oxy group and in the cyclo-propyl-isoxazole unit; symmetry-related pairs of mol-ecules are linked into dimers by pairwise N-H⋯N hydrogen bonds. Comparisons are made with the structures of some related compounds.
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