Research Article: 1-Methyl-2,3-dihydro-1H-benzimidazole-2-selone

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Gunay Z. Mammadova, Zhanna V. Matsulevich, Vladimir K. Osmanov, Alexander V. Borisov, Victor N. Khrustalev.

http://doi.org/10.1107/S1600536812013700

Abstract

The title compound C8H8N2Se, is the product of the reaction of 2-chloro-1-methyl­benzimidazole with sodium hydro­selenide. The mol­ecule is almost planar (r.m.s. deviation = 0.041 Å) owing to the presence of the long chain of conjugated bonds (Se=C—NMe—C=C—C=C—C=C—NH). The C=Se bond length [1.838 (2) Å] corresponds well to those found in the close analogs and indicates its pronounced double-bond character. In the crystal, mol­ecules form helicoidal chains along the b axis by means of N—H⋯Se hydrogen bonds.

Partial Text

For selones as potential anti­thyroid drugs, see: Taurog et al. (1994 ▶); Roy & Mugesh (2005 ▶, 2006 ▶); Roy et al. (2007 ▶, 2011 ▶). For related compounds, see: Guziec & Guziec (1994 ▶); Husebye et al. (1997 ▶); Aydin et al. (1999 ▶); Akkurt et al. (2004 ▶, 2011 ▶); Landry et al. (2006 ▶); Nakanishi et al. (2008 ▶); Mammadova et al. (2011 ▶). For hypervalent adducts of selones with dihalogens and inter­halogens, see: Aragoni et al. (2001 ▶); Boyle & Godfrey (2001 ▶); Roy et al. (2011 ▶).

 

Source:

http://doi.org/10.1107/S1600536812013700