4-Methoxybenzamidinium hydrogen oxalate monohydrate

• Published in: Acta crystallographica. Section E, Structure reports online Vol. 68; no. 12; pp. o3350 - o3351
• Main Authors: Irrera, Simona, Portalone, Gustavo
• Format: Journal Article
• Language: English
• Published: International Union of Crystallography 01-12-2012
• ISSN: 1600-5368; 1600-5368
• DOI: 10.1107/S1600536812046351

The title hydrated salt, C8H11N2O+·C2HO4−·H2O, was synthesized by a reaction of 4-methoxybenzamidine (4-amidinoanisole) and oxalic acid in water solution. In the cation, the amidinium group forms a dihedral angle of 15.60 (6)° with the mean plane of the benzene ring. In the crystal, each amidinium unit is bound to three acetate anions and one water molecule by six distinct N—H...O hydrogen bonds. The ion pairs of the asymmetric unit are joined by two N—H...O hydrogen bonds into ionic dimers in which the carbonyl O atom of the semi-oxalate anion acts as a bifurcated acceptor, thus generating an R12(6) motif. These subunits are then joined through the remaining N—H...O hydrogen bonds to adjacent semi-oxalate anions into linear tetrameric chains running approximately along the b axis. The structure is stabilized by N—H...O and O—H...O intermolecular hydrogen bonds. The water molecule plays an important role in the cohesion and the stability of the crystal structure being involved in three hydrogen bonds connecting two semi-oxalate anions as donor and a benzamidinium cation as acceptor.