The supramolecular architecture in 4,4'-bipyridinium bis(hydrogen oxalate)

Acta Crystallogr C. 2011 Sep;67(Pt 9):o337-40. doi: 10.1107/S0108270111028162. Epub 2011 Aug 5.

Abstract

The asymmetric unit of the title compound, C(10)H(10)N(2)(2+)·2C(2)HO(4)(-), consists of one half of a 4,4'-bipyridinium cation, which has inversion symmetry, and a hydrogen oxalate anion, in which an intramolecular hydrogen bond exists. The cations and anions are connected by O-H···O, N-H···O and C-H···O hydrogen bonds, forming a two-dimensional network, whereas π-π stacking interactions involving the 4,4'-bipyridinium cations lead to the formation of a three-dimensional supramolecular structure. An unusual deca-atomic ring is formed between two hydrogen oxalate anions, which are linked side-to-side via O-H···O hydrogen-bonding interactions.