Date Published: June 01, 2010
Publisher: International Union of Crystallography
Author(s): Peter C. Kunz, Walter Frank.
Single crystals of the title compound, (imidazolium-2-yl)phenylphosphinate monohydrate, C9H9N2O2·H2O, were obtained from methanol/water after deprotection and oxidation of bis(1-diethoxymethylimidazol-2-yl)phenylphosphane. In the structure, several N–H⋯O and P—O⋯H–O hydrogen bonds are found. π–π interactions between the protonated imidazolyl rings [centroid–centroid distance = 3.977 (2) Å] help to establish the crystal packing. The hydrate water molecule builds hydrogen bridges to three molecules of the phosphinic acid by the O and both H atoms.
For structures of related imidazolyl phosphinic acids, see: Ball et al. (1984 ▶); Britten et al. (1993 ▶). For the chemistry of imidazolyl phosphanes, see: Enders et al. (2004 ▶); Kimblin et al. (1996a ▶,b ▶, 2000a ▶,b ▶); Kunz et al. (2003 ▶).