Research Article: [2-(2,5-Dichloro­benz­yl)-4-hy­droxy-1,1-dioxo-2H-1,2-benzothia­zin-3-yl](phen­yl)methanone

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Nazia Sattar, Hamid Latif Siddiqui, Matloob Ahmad, Muhammad Akram, Masood Parvez.


In the title mol­ecule, C22H15Cl2NO4S, the heterocyclic thia­zine ring adopts a half-chair conformation, with the S and N atoms displaced by 0.343 (5) and 0.402 (5) Å, respectively, on opposite sides of the mean plane formed by the remaining ring atoms. The mol­ecular structure is consolidated by an intra­molecular O—H⋯O hydrogen bond, which generates an S(?) ring. In the crystal, the molecules are linked by C—H⋯O interactions into [010] chains.

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For background information on the activity of anti-inflammatory and analgesic oxicams, see: Lombardino et al. (1971 ▶); Soler (1985 ▶); Carty et al. (1993 ▶); Turck et al. (1995 ▶); Blackham & Owen (1975 ▶). For the biological activity of benzothia­zine derivatives, see: Zia-ur-Rehman et al. (2005 ▶); Ahmad et al. (2010 ▶). For the syntheses and crystal stuctures of related benzothia­zine derivatives, see: Ahmad et al. (2011 ▶); Aslam et al. (2012 ▶).