title: Crystal structure of 2-chloro-1,3-(2,6-diiso-propyl-phen-yl)-4,5-dihydro-1H-imidazol-3-ium tetra-kis-(3,5-tri-fluoro-methyl-phen-yl)borate.
abstract: The title compound, C27H38ClN2+·C32H12BF24-, was synthesized by reacting the product formed from a previous reaction between 1,3-bis-(2,6-diiso-propyl-phen-yl)imidazolinium-2-carboxyl-ate (SIPrCO2), and SOCl2, with sodium tetra-kis-[3,5-bis-(tri-fluoro-meth-yl)phen-yl]borate (NaBARF). In the cation, the imidazole ring is in a half-chair conformation and the formerly carbene carbon atom is bonded in a distorted trigonal-planar geometry with N-C-Cl angles of 122.96 (16) and 122.21 (16)° and an N-C-N angle of 114.83 (18)°. In the crystal, weak C-H⋯F hydrogen bonds link the cations and anions, forming a three-dimensional network. In addition, a short Cl⋯F contact of 3.213 Å and several short F⋯F contacts less than the sum of the van der Waals radii [1.47 Å + 1.47 Å = 2.94 Å] are observed. The F atoms of two of the CF3groups were refined as disordered over four sets of sites.
authors.affiliation: The Atlantic Centre for Green Chemistry and the Department of Chemistry, Saint Mary's University, Halifax, Nova Scotia, B3H 3C3, Canada.
authors.forename: Darcie L
authors.initials: DL
authors.lastname: Stack
authors.affiliation: The Atlantic Centre for Green Chemistry and the Department of Chemistry, Saint Mary's University, Halifax, Nova Scotia, B3H 3C3, Canada.
authors.forename: Jason D
authors.initials: JD
authors.lastname: Masuda
keywords: 2-chloro imidazolidinium; N-heterocyclic carbene; NHC; borate; crystal structure