Research Article: The betainic form of (imidazol-2-yl)phenylphosphinic acid hydrate

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.

Partial Text

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 ▶).




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