Acta Crystallographica Section E (Mar 2008)

4-(Dimethylamino)pyridinium 4-toluenesulfonate

  • Jim Simpson,
  • C. John McAdam

DOI
https://doi.org/10.1107/S1600536808004856
Journal volume & issue
Vol. 64, no. 3
pp. o627 – o628

Abstract

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In the title compound, C7H11N2+·C7H7O3S−, the cation is protonated at the N atom of the heterocyclic ring. The dimethylamino group lies close to the pyridinium ring plane with a dihedral angle between the pyridinium and the dimethylamine CNC planes of 3.82 (17)°. The N—C bond linking the dimethylamino substituent to the pyridinium ring is characteristically short [1.3360 (19) Å], suggesting some delocalization in the cation. In the crystal structure, N—H...O hydrogen bonds link individual pairs of cations and anions. The structure is further stabilized by an extensive series of C—H...O hydrogen bonds, augmented by π–π [centroid–centroid distance between adjacent pyridinium rings = 3.5807 (10) Å] and C—H...π interactions, giving a network structure.