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Cinnarizinium dipicrate.

Jerry P Jasinski, Ray J Butcher, M S Siddegowda

    Acta Crystallographica. Section E, Structure Reports Online
    |April 28, 2011
    PubMed
    Summary
    This summary is machine-generated.

    The crystal structure of cinnarizinium dication reveals protonated piperazine rings linked by hydrogen bonds to picrate anions. Molecular disorder and weak intermolecular interactions stabilize the crystal packing.

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    Area of Science:

    • Crystallography
    • Chemical Physics
    • Materials Science

    Background:

    • Cinnarizine is a piperazine derivative with known antihistamine and calcium channel blocking properties.
    • Picrate salts are often used in crystallization studies due to their ability to form stable crystalline structures.

    Purpose of the Study:

    • To elucidate the crystal structure of the cinnarizinium dication with bis-(2,4,6-trinitro-phenolate) anions.
    • To investigate the intermolecular interactions and molecular disorder within the crystal lattice.

    Main Methods:

    • Single-crystal X-ray diffraction analysis was performed on the title compound.
    • Structural data was analyzed to determine bond lengths, angles, and packing arrangements.

    Main Results:

    • The structure confirmed the cinnarizinium dication with protonated piperazine nitrogens in a distorted chair conformation.
    • Strong N-H⋯O hydrogen bonds were observed between the dication and picrate anions.
    • The (2E)-3-phenyl-prop-2-en-1-yl fragment exhibited positional disorder.
    • Rotational disorder was noted in the nitro groups of the picrate anions.
    • Crystal packing is stabilized by π-π stacking, C-H⋯π, and C-H⋯O interactions.

    Conclusions:

    • The study provides detailed structural insights into the cinnarizinium dication-picrate salt.
    • The observed disorder and intermolecular interactions are key factors in the crystal's stability.