Abstract
Abstract Reaction of phosphorus acids with imidazole and 1-methylimidazole leads to the formation of the hydrogen bonded salts, [(PhO)2PO2][C3H3NHNMe] (1), [(PhO)2PO2][C3N2H2H 5](2), [Cl3CP(OH)O2][C3H3NHNMe]·H2O(3), [Cl3CP(OH)O2][C3N2H5] ·H2O(4), and [PhP(OH)O2][C3N2H5] (5). X-ray analysis reveals that the structure of 1 consists of a hydrogen bonded ion pair, 2 forms hydrogen bonded chains while 3 and 4, which exist as monohydrates, form more complex networks, each possessing twelve-membered hydrogen bonded rings involving alternately water molecules and PO2 units of the phosphonate anion. A correlation is obtained between NH stretching frequency and N-H-X (X = 0, N) hydrogen bond lengths defining strong to intermediate hydrogen bonds useful in refining models for enzyme-substrate interactions.
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