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Related Experiment Video

Updated: Jun 1, 2026

Production and Testing of Antimicrobial Peptides and Their Mimics
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Trimipraminium maleate.

Jerry P Jasinski, Ray J Butcher, Q N M Hakim Al-Arique

    Acta Crystallographica. Section E, Structure Reports Online
    |May 18, 2011
    PubMed
    Summary

    This study details the crystal structure of trimipramine maleate, a medication used to treat depression. The research reveals how hydrogen bonds and other interactions influence the molecule's specific three-dimensional arrangement.

    Area of Science:

    • Pharmacology
    • Crystallography
    • Organic Chemistry

    Background:

    • Trimipramine is a tricyclic antidepressant.
    • Understanding the crystal structure of drug compounds is crucial for pharmaceutical development and formulation.
    • Maleate salts are commonly used to improve drug solubility and stability.

    Purpose of the Study:

    • To elucidate the crystal structure of trimipramine maleate.
    • To investigate the intermolecular interactions governing the crystal packing.
    • To analyze the conformational aspects of the trimipramine cation within the crystal lattice.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to determine the crystal structure.
    • Analysis of hydrogen bonding (N-H···O, O-H···O) and weak interactions (C-H···O) was performed.

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  • Geometry optimization using MOPAC AM1 was utilized for theoretical support.

    • Main Results:

    • Trimipramine maleate crystallizes with four independent cation-anion pairs in the asymmetric unit.
    • The trimipramine cation features a seven-membered azepine ring fused to two benzene rings, with a dihedral angle of 51.7°.
    • Intermolecular and intramolecular hydrogen bonds, along with weak C-H···O interactions, dictate the crystal packing and cation conformation.

    Conclusions:

    • The crystal structure provides detailed insights into the solid-state behavior of trimipramine maleate.
    • Hydrogen bonding plays a significant role in organizing the crystal lattice and influencing molecular conformation.
    • Computational methods corroborate the observed structural features and interactions.