Abstract
The title compound [systematic name: 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N,2-trimethylpropan-1-aminium hydrogen maleate], C20H27N2 +·C4H3O4 −, a maleate salt of trimipramine, crystallizes with four independent cation–anion pairs in the asymmetric unit. The trimipramine cation contains a seven-membered azepine ring with two fused benzene rings whose mean planes are separated by 51.7 (1)°. Intermolecular N—H⋯O and intramolecular O—H⋯O hydrogen bonds pack the ions into chains along [101]. Additional weak intermolecular C—H⋯O interactions help to influence the twist angles of the mean planes of the benzene rings fused to the azepine ring in the cation. A geometry-optimized MOPAC AM1 theoretical calculation supports these observations.
Highlights
The title compound [systematic name: 3-(10,11-dihydro-5Hdibenzo[b,f]azepin-5-yl)-N,N,2-trimethylpropan-1-aminium hydrogen maleate], C20H27N2+C4H3O4, a maleate salt of trimipramine, crystallizes with four independent cation–anion pairs in the asymmetric unit
Additional weak intermolecular C—H O interactions help to influence the twist angles of the mean planes of the benzene rings fused to the azepine ring in the cation
For protonation of trimipramine salts of maleate, mesylate and hydrochloride observed by 1H, 13C and 15N NMR, see: Somashekar et al
Summary
Street NW, Washington, DC 20059, USA, cDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India, and dDepartment of Studies in Chemistry, Mangalore University, Mangalagangotri 574 199, India
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