Research Article: (E)-5-(2-Chloro­phen­yl)-7-ethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-4-ium 2,4,6-trinitro­phenolate

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Richard Betz, Thomas Gerber, Eric Hosten, Alaloor S. Dayananda, Hemmige S. Yathirajan, A. R. Ramesha.


In the title molecular salt, C15H14ClN2OS+·C6H2N3O7−, protonation occurred on the double-bonded N atom. One of the nitro groups shows slight disorder over two orientations, with an occupancy ratio of 0.91:0.09. In the crystal, classical N—H⋯O hydrogen bonds, as well as C—H⋯O contacts connect the components into a three-dimensional network. The seven-membered ring adopts a boat-like conformation. The least-squares plane defined by its non-H atoms encloses an angle of 38.99 (6)° with the benzene ring bonded to it.

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For pharmaceutical background to benzodiazepines, see: Robol et al. (1996 ▶); Evans et al. (2001 ▶). For related structures, see: Scammells et al. (2001 ▶); Jasinski et al. (2010 ▶). For graph-set analysis of hydrogen bonds, see: Etter et al. (1990 ▶); Bernstein et al. (1995 ▶). For puckering analysis, see: Cremer & Pople (1975 ▶).