Bis(ammonium)‎ Zoledronate Dihydrate

Abstract EN

Neutralization of 2-(1-imidazole)-1-hydroxyl-1,1′-ethylidenediphosphonic acid (zoledronic acid) by an excess of ammonia yielded bis(ammonium) zoledronate dihydrate, {C5H8N2O7P22-, 2(H4N+), 2(H2O)}.

The product is readily soluble in water and forms monocrystals for which the X-ray structural analysis was carried out.

The zoledronic anion is of double negative charge due to deprotonation of three P–OH groups and protonation of the nitrogen in the imidazole ring.

The structure is stabilized by extensive network of N–H⋯O and O–H⋯O hydrogen bonds expanding through the crystal in plane (002).

The imidazole ring is involved in π-π stacking interactions with its symmetry equivalents related by inversion centers at (1 0 0) and (1 1/2 0), with distances between centroids (Cg–Cg) of 3.819 (2) and 3.881 (2) Å, respectively.