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

Abstract

The asymmetric unit of the title compound, C15H10BrNO4S, contains two different conformers in which the benzisothia­zole rings are essentially planar, with r.m.s. deviations of 0.012 and 0.017 Å. The mean planes of the benzene rings form dihedral angles 70.49 (13) and 72.79 (11)° with the benzisothia­zole rings. The orientation of the Br atoms in the two conformers exhibit the most pronounced difference, with opposing orientations in the two mol­ecules. The crystal structure is stabilized by π–π inter­actions between the benzene rings of the benzisothia­zole moieties of one mol­ecule and bromo­benzene rings of the other mol­ecule, with distances between the ring centroids of 3.599 (3) and 3.620 (3) Å, respectively. The crystal packing is further consolidated by pairs of weak inter­molecular C—H⋯O hydrogen bonds, which form inversion dimers.

Propan-2-yl 2-(1,1,3-trioxo-2,3-dihydro-1λ6,2-benzothiazol-2-yl)acetate

“…The bond distances and angles in the title compound agree very well with the corresponding bond distances and angles reported in closely related compounds (Sattar et al, 2012); Maliha et al, 2007;Siddiqui et al, 2007).…”

“…For the synthesis of non-steroidal antiinflammatory drugs (NSAIDs) and their biological evaluation, see: Ahmad et al (2011); Zia-ur-Rehman et al (2009). For related structures, see: Sattar et al (2012); Maliha et al (2007); Siddiqui et al (2007). For graph-set motifs, see: (Bernstein et al, 1995).…”

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

“…The orientation of the Cl atoms in the two conformers exhibit the most pronounced difference, with opposing orientations in the two molecules. The crystal structure is stabilized by π-π interactions between benzene rings (C1-C6) of the benzisothiazole moities in one molecule and chlorobenzene rings (C25-C30) in a symmetry related molecule centroid to centroid distances of 3.6168 13 The bond distances and angles in both molecules of the title compound agree very well with the corresponding bond distances and angles reported in closely related compounds (Sattar et al, (2012); Maliha et al, 2007;Siddiqui et al, 2007).…”

“…The crystal structure of the bromoisomorph of the title molecule has been reported by our research group recently (Sattar et al, (2012). In this article we report the synthesis and crystal structure of the title compound.…”