Crystal structure of 2,5-di-methyl-anilinium salicylate

Acta Crystallogr E Crystallogr Commun. 2015 Aug 6;71(Pt 9):o643-4. doi: 10.1107/S2056989015014401. eCollection 2015 Sep 1.

Abstract

The title mol-ecular salt, C8H12N(+)·C7H5O3 (-) arose from the proton-transfer reaction between 2,5-xylidine and salicylic acid. In the anion, the dihedral angle between the planes of the aromatic ring and the -CO2 (-) group is 11.08 (8)°; this near planarity is consolidated by an intra-molecular O-H⋯O hydrogen bond. In the crystal, the components are connected by N-H⋯O hydrogen bonds, with all three O atoms in the anion acting as acceptors; the result is a [100] chain. The structure also features weak C-H⋯O bonds and aromatic π-π stacking [centroid-to-centroid distance = 3.7416 (10) Å] inter-actions, which lead to a three-dimensional network.

Keywords: aromatic π–π stacking inter­actions; crystal structure; hydrogen bonding.