Research Article: 1,3-Bis(4-bromo­phen­yl)imidazolium chloride dihydrate

Date Published: June 01, 2010

Publisher: International Union of Crystallography

Author(s): Simon J. Garden, Paola E. Gama, Edward R. T. Tiekink, James L. Wardell, Solange M. S. V. Wardell, R. Alan Howie.


In the title hydrated salt, C15H11Br2N2+·Cl−·2H2O, the complete imidazolium cation is generated by a crystallographic twofold axis, with one C atom lying on the axis. The chloride ion and both water mol­ecules of crystallization also lie on a crystallographic twofold axis of symmetry. The cation is non-planar, the dihedral angle formed between the central imidazolium and benzene rings being 12.9 (3)°; the dihedral angle between the symmetry-related benzene rings is 25.60 (13)°. In the crystal, O—H⋯Cl hydrogen bonds result in supra­molecular chains along c mediated by eight-membered {⋯HOH⋯Cl}2 synthons. These are consolidated by C—H⋯O and π–π [centroid–centroid distance = 3.687 (3) Å] inter­actions.

Partial Text

For the preparation of imidazolyl­idene carbenes, see: Nolan (2006 ▶); Diez-Gonzalez & Nolan (2007 ▶); Glorius (2007 ▶); Leuthaeusser et al. (2007 ▶); Alcarazo et al. (2010 ▶). For related structures, see: Luger & Ruban (1975 ▶); Cole & Junk (2004 ▶); Wan et al. (2008 ▶).




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