Chlorimipraminium picrate

Abstract

The title compound {systematic name: 3-chloro-5-[3-(dimethyl-amino)prop-yl] -10,11-dihydro-5H-dibenz[b,f]azepinium picrate}, C19H 24ClN2+·C6H 2N3O7-, crystallizes with two independent cation-anion pairs in the asymmetric unit. The chlorimipraminium cation contains two benzene rings (one with a chloro substituent) fused to a V-shaped seven-membered azepine ring whose mean planes are separated by 61.1 (0) and 66.5 (8)° with a 3-(dimethyl-amino)propyl group extending away from the apex of this ring. In the picrate anion, the mean planes of the two o-NO 2 groups in each anion are twisted by 3.7 (2)/31.9 (3) and 31.3 (1)/11.4 (0)°, respectively, with respect to the mean plane of the six-membered benzene ring. The phenolate O atoms are bent slightly away from the mean plane of the benzene ring. The mean planes of the p-NO2 groups are twisted by 6.6 (1) and 2.88°, respectively, from the mean plane of the benzene ring. The crystal packing features bifurcated N - H⋯(O,O) inter-molecular hydrogen-bond inter-action, which connects each cation-anion pair. Additional π-π ring and C - H⋯π weak inter-molecular interactions are also observed.