Date Published: June 01, 2011
Publisher: International Union of Crystallography
Author(s): Ore Kuyinu, Andrew P. Purdy, Ray J. Butcher.
In the title compound, 4-[3-(3-sulfonatopyridin-1-ium-4-yl)propyl]pyridin-1-ium-3-sulfonate, C13H14N2O6S2, the molecule is zwitterionic, with the sulfonic acid proton transfered to the basic pyridine N atom. Also, the structure adopts a butterfly-like conformation with the sulfonate groups on opposite sides of the ‘wings’. The dihedral angle between the two pyridinium rings is 83.56 (7)°, and this results in the molecule having a chiral conformation and packing. There is strong intermolecular hydrogen bonding between the pyridinium H and sulfonate O atoms of adjoining molecules. In addition, there are weaker intermolecular C—H⋯O interactions.
For zwiterionic polymers, see: Estrin & Entelis (1974 ▶); Sundaram et al. (2010 ▶). For 1,3-bis(4-pyridyl)propane ligands, see: Chen et al. (2010 ▶); Correa et al. (2010 ▶); Sun et al. (2010 ▶); Zheng et al. (2010 ▶). For sulfonation of pyridine rings, see: McElvain & Goese (1943 ▶).