Crystal structure of 2-chloro-1,3-(2,6-diisopropylphenyl)- 4,5-dihydro-1H-imidazol-3-ium tetrakis- (3,5-trifluoromethylphenyl)borate

Abstract

The title compound, C [subscript 27] H[subscript 38]ClN[subscript 2] [superscript +][centre dot]C[subscript 32]H[subscript 12]BF[subscript 24][superscript -], was synthesized by reacting the product formed from a previous reaction between 1,3-bis(2,6-diisopropylphenyl) imidazolinium-2-carboxylate (SIPrCO[subscript 2]), and SOCl[subscript 2], with sodium tetrakis[3,5 bis(trifluoromethyl)phenyl]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)[degrees symbol] and an N—C—N angle of 114.83 (18)[degrees symbol]. 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 [angstrom] and several short F...F contacts less than the sum of the van der Waals radii [1.47 [angstrom] + 1.47 [angstrom]] = 2.94 [angstrom] are observed. The F atoms of two of the CF[subscript 3] groups were refined as disordered over four sets of sites.