Research Article: N-Benzyl-4-hy­droxy-2-methyl-1,1-dioxo-2H-1λ6,2-benzothia­zine-3-carboxamide

Date Published: June 01, 2012

Publisher: International Union of Crystallography

Author(s): Farhana Aman, Waseeq Ahmad Siddiqui, Adnan Ashraf, Hamid Latif Siddiqui, Masood Parvez.


In the title mol­ecule, C17H16N2O4S, the heterocyclic thia­zine ring adopts a half-chair conformation, with the S and N atoms displaced by 0.546 (4) and 0.281 (4) Å, respectively, on opposite sides of the mean plane formed by the remaining ring atoms. The mol­ecular structure is stabilized by an intra­molecular O—H⋯O hydrogen bond. The two aromatic rings are inclined to one another by 42.32 (11)°. In the crystal, mol­ecules are linked by pairs of N—H⋯O hydrogen bonds, forming inversion dimers. The dimers are linked via a series of C—H⋯O inter­actions, leading to the formation of a three-dimensional network.

Partial Text

For the biological activity of benzothia­zine derivatives, see: Lomabardino & Wiseman et al. (1972 ▶); Lazzeri et al. (2001 ▶). For the synthetic procedure, see: Siddiqui et al. (2008 ▶). For the structures of similar compounds, see: Siddiqui et al. (2008 ▶, 2009 ▶).




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