Date Published: March 01, 2012
Publisher: International Union of Crystallography
Author(s): Guadalupe Millán Corrales, David Morales-Morales, Simón Hernández-Ortega, José J. Campos-Gaxiola, Adriana Cruz Enríquez.
The title compound, C9H10N2O4·H2O, was obtained as a zwitterion derived from the nucleophilic attack of 3-aminopyridine on the fumaric α,β-system. Within the molecule, the aminopyridine moiety and the carboxylate and carboxylic acid fragments form dihedral angles of 68.6 (2) and 62.8 (2)°, respectively. The geometry adopted by the molecule does not allow the formation of centrosymmetric dimeric hydrogen-bonded units; instead chains along the a axis are linked by COO—H⋯OOC motifs. These chains are interconnected by N—H⋯O and O—H⋯O hydrogen bonds involving the carboxylic acid and carboxylate units and the solvent water molecules.
For background to the synthesis, see: Kavuru et al. (2010 ▶). For structures and applications of zwitterion derivatives, see: Bis & Zaworotko (2005 ▶); Hill et al. (2001 ▶); Sarma et al. (2009 ▶). For fundamental hydrogen-bond interactions, see: Desiraju (1995 ▶); Etter (1990 ▶, 1991 ▶).