title: 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}, C(19)H(24)ClN(2) (+)·C(6)H(2)N(3)O(7) (-), 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-NO(2) 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 inter-actions are also observed.
authors.forename: Jerry P
authors.initials: JP
authors.lastname: Jasinski
authors.forename: Ray J
authors.initials: RJ
authors.lastname: Butcher
authors.forename: Q N M
authors.initials: QN
authors.lastname: Hakim Al-Arique
authors.forename: H S
authors.initials: HS
authors.lastname: Yathirajan
authors.forename: B
authors.initials: B
authors.lastname: Narayana