Imipraminium picrate

William T. A. Harrison, S. Bindya, M. A. Ashok, H. S. Yathirajan, B. Narayana

Research output: Contribution to journalArticle

11 Citations (Scopus)

Abstract

The title compound, C19H25N2+center dot C6H2N3O7-, is a molecular salt arising from the reaction of imipramine and picric acid. The tertiary N atom of the side chain of the cation is protonated and forms a bifurcated N-H center dot center dot center dot(O,O) hydrogen bond to the anion. One of the acceptor O atoms is the deprotonated phenol O atom and the other is part of a nitro group. The dihedral angle between the mean planes of the benzene rings in the cation is 56.13 (6)degrees and the two bridging methylene groups in the central seven-membered ring are probably disordered. In the crystal structure, pi-pi stacking occurs [ring centroid separations = 3.6805 (12) and 3.7726 (14) angstrom], resulting in centrosymmetric associations of two cations and two anions.

Original languageEnglish
Article numbero3143
Number of pages12
JournalActa Crystallographica Section E: Structure Reports Online
Volume63
Issue number7
DOIs
Publication statusPublished - Jul 2007

Cite this

Imipraminium picrate. / Harrison, William T. A.; Bindya, S.; Ashok, M. A.; Yathirajan, H. S.; Narayana, B.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 63, No. 7, o3143, 07.2007.

Research output: Contribution to journalArticle

Harrison, WTA, Bindya, S, Ashok, MA, Yathirajan, HS & Narayana, B 2007, 'Imipraminium picrate', Acta Crystallographica Section E: Structure Reports Online, vol. 63, no. 7, o3143. https://doi.org/10.1107/S1600536807026050
Harrison, William T. A. ; Bindya, S. ; Ashok, M. A. ; Yathirajan, H. S. ; Narayana, B. / Imipraminium picrate. In: Acta Crystallographica Section E: Structure Reports Online. 2007 ; Vol. 63, No. 7.
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AB - The title compound, C19H25N2+center dot C6H2N3O7-, is a molecular salt arising from the reaction of imipramine and picric acid. The tertiary N atom of the side chain of the cation is protonated and forms a bifurcated N-H center dot center dot center dot(O,O) hydrogen bond to the anion. One of the acceptor O atoms is the deprotonated phenol O atom and the other is part of a nitro group. The dihedral angle between the mean planes of the benzene rings in the cation is 56.13 (6)degrees and the two bridging methylene groups in the central seven-membered ring are probably disordered. In the crystal structure, pi-pi stacking occurs [ring centroid separations = 3.6805 (12) and 3.7726 (14) angstrom], resulting in centrosymmetric associations of two cations and two anions.

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