1-(2-Methyl-5-nitrophenyl)guanidinium picrate

Abstract

In the crystal structure of the title salt, C8H11N4O2+·C6H2N3O7−, the pictrate anion participates in extensive hydrogen bonding with the guanidinium ion group of the cation, linking the molecules through N+—H...O− hydrogen bonds and intermolecular N—H...O and C—H...O interactions. These hydrogen-bonding configurations involve two three-centre/bifurcated bonds [N—H...(O,O)] that are observed between two N atoms from the guanidinium ion group of the cation and the o-NO2 and phenolate O atoms of the picrate anion. In addition, π–π interactions also contribute to the crystal packing, with a centroid-to-centroid distance of 3.693 (6) Å and a slippage angle of 1.614°. A significant number of conformational differences are observed between the salt in the crystal structure and the models obtained by density functional theory (DFT) calculations of the geometry-optimized structure.