Research Article: 3-[Hy­droxy(3-meth­oxy­phen­yl)methyl­idene]-2-(2-oxo-2-phenyl­eth­yl)-3,4-dihydro-2H-1λ6,2-benzothia­zine-1,1,4-trione

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Hamid Latif Siddiqui, Matloob Ahmad, Salman Gul, Waseeq Ahmad Siddiqui, Masood Parvez.


In the title mol­ecule, C24H19NO6S, the heterocyclic thia­zine ring adopts a half-chair conformation with the S and N atoms displaced by 0.180 (5) and 0.497 (5) Å, respectively, on opposite sides of the mean plane formed by the remaining ring atoms. The benzene rings of the benzothia­zine unit and the meth­oxy­phenyl group are almost coplanar, with the dihedral angle between the mean planes of these rings being 5.9 (2)°, while the benzene ring of the 2-oxo-2-phenyl­ethyl group is inclined at 79.68 (11) and 81.01 (10)°, respectively, to these rings. The mol­ecular structure is consolidated by intra­molecular O—H⋯O and C—H⋯N inter­actions, and the crystal packing is stabilized by weak C—H⋯O hydrogen bonds.

Partial Text

For background information on the synthesis of related compounds, see: Siddiqui et al. (2007 ▶). For the biological activity of 1,2-benzothia­zine derivatives, see: Lombardino & Wiseman (1972 ▶); Gupta et al. (1993 ▶, 2002 ▶); Zia-ur-Rehman et al. (2006 ▶); Ahmad et al. (2010 ▶). For a related structure, see: Siddiqui et al. (2008 ▶).