Research Article: 3,3′-[1,2-Phenyl­enebis(methyl­ene)]bis­(1-propyl­benzimidazolium) dibromide hemihydrate

Date Published: February 01, 2012

Publisher: International Union of Crystallography

Author(s): Muhammad Adnan Iqbal, Rosenani A. Haque, Hoong-Kun Fun, Tze Shyang Chia.

http://doi.org/10.1107/S1600536812001596

Abstract

The asymmetric unit of the title compound, C28H32N42+·2Br−·0.5H2O, contains one 3,3′-[1,2-phenyl­enebis(methyl­ene)]bis­(1-propyl­benzimidazolium) cation, two bromide anions and one half-mol­ecule of water. In the crystal, the whole 3,3′-[1,2-phen­yl­enebis(methyl­ene)]bis­(1-propyl­benzimidazolium) cation and one of the bromide anions are each disordered over two positions with site-occupancy ratios of 0.751 (6):0.249 (6) and 0.680 (8):0.320 (8). For the major component of the disordered cation, the central benzene ring forms dihedral angles of 83.6 (5) and 88.2 (4)° with its adjacent imidazole rings, while these angles for the minor component are 89.2 (15) and 84.9 (13)°. In the crystal, the cations and anions are linked by C—H⋯Br hydrogen bonds into dimers and then stacked along the c axis. The crystal packing is further stabilized by C—H⋯π and π–π inter­actions [shortest centroid–centroid distance = 3.646 (4) Å].

Partial Text

For details and applications (biological and catalytic) of N-heterocyclic carbenes, see: Herrmann (2002 ▶); Winkelmann & Navarro (2010 ▶); Kascatan-Nebioglu et al. (2007 ▶); Ruan et al. (2009 ▶); Barnard et al. (2004 ▶); Teyssot et al. (2009 ▶); Herrmann et al. (1995 ▶, 1996 ▶); Cheng & Trudell (2001 ▶); Lee & Hartwig (2001 ▶); Weskamp et al. (1998 ▶); Choi et al. (2001 ▶). For a related structure, see: Haque et al. (2011 ▶).

 

Source:

http://doi.org/10.1107/S1600536812001596