2-[2-(2-Chloro­phen­yl)-2-oxoeth­yl]-2,3-dihydro-1λ6,2-benzothia­zole-1,1,3-trione

• Published in: Acta crystallographica. Section E, Structure reports online Vol. 68; no. Pt 9; p. o2802
• Main Authors: Sattar, Nazia, Siddiqui, Hamid Latif, Ahmad, Naveed, Hussain, Tanvir, Parvez, Masood
• Format: Journal Article
• Language: English
• Published: International Union of Crystallography 31.08.2012
• Subjects: Organic Papers
• ISSN: 1600-5368
• DOI: 10.1107/S1600536812036653

The asymmetric unit of the title compound, C 15 H 10 ClNO 4 S, contains two independent conformers wherein the 2-chloro­phenyl group in one is rotated by approximately 180° compared to the other mol­ecule. This affects the S—N—C—C(=O) and N—C—C(=O)—C torsion angles giving vlaues of −87.0 (2) and 158.7 (2)° in one mol­ecule and −104.3 (2) and −173.4 (2)° in the other. The benzisothia­zole ring systems in the two mol­ecules are essentially planar (r.m.s. deviations = 0.017 and 0.010 Å) and form dihedral angles of 73.53 (7) and 73.26 (6)° with the benzene rings. In the crystal, there are weak π–π inter­actions between the benzene rings of the benzisothia­zole groups and symmetry-related chloro­benzene rings with centroid–centroid distances of 3.6178 (13) and 3.6267 (15) Å. In addition, pairs of weak inter­molecular C—H⋯O hydrogen bonds form inversion dimers which are connected by further C—H⋯O hydrogen bonds into a three-dimensional network.