Research Article: 3-Amino­pyridin-1-ium 3-carb­oxy­benzo­ate

Date Published: May 01, 2012

Publisher: International Union of Crystallography

Author(s): Jose J. Campos-Gaxiola, Simón Hernández-Ortega, David Morales-Morales, Adriana Cruz Enríquez.


In the title organic salt, C5H7N2+·C8H5O4−, the carb­oxy­lic group is nearly coplanar with the benzene ring [dihedral angle 1.9 (4)°] whereas the carboxyl­ate group is twisted relative to the benzene ring by 13.6 (4)°. In the crystal, N-H⋯O and O—H⋯O hydrogen bonds connect the components into a three-dimensional framework consisting of stacks of alternating pairs of anions and cations exhibiting π–π stacking inter­actions with centroid–centroid distances in the range 3.676 (2)–3.711 (1) Å. The π–π stacks extend along [110] and [-110].

Partial Text

For background to crystal engineering with carb­oxy­lic acids and pyridine, see: Aakeröy & Salmon (2005 ▶); Almarsson & Zaworotko (2004 ▶); Mohamed et al. (2009 ▶); Sarma et al. (2009 ▶).