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Solid Phase 11C-Methylation, Purification and Formulation for the Production of PET Tracers
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Propiverinium picrate.

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 summary is machine-generated.

    This study reveals significant conformational differences between propiverinium picrate in its crystalline state and its theoretical geometry. These molecular changes impact crystal packing and interactions.

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    Area of Science:

    • Crystallography
    • Computational Chemistry
    • Molecular Modeling

    Background:

    • Propiverinium picrate is an organic salt with potential pharmaceutical applications.
    • Understanding its solid-state structure and conformational flexibility is crucial for drug design and development.
    • Previous studies may not have fully explored the interplay between crystalline structure and theoretical conformations.

    Purpose of the Study:

    • To elucidate the three-dimensional structure of propiverinium picrate in the crystalline state.
    • To compare the observed crystalline conformation with a theoretically optimized structure using Density Functional Theory (DFT).
    • To analyze the conformational changes and their implications for crystal packing and intermolecular interactions.

    Main Methods:

    • Single-crystal X-ray diffraction was used to determine the precise arrangement of atoms in the crystal.
    • Density Functional Theory (DFT) calculations were performed to obtain a geometry-optimized structure.
    • Comparative analysis of dihedral angles and bond orientations between the crystalline and calculated structures.

    Main Results:

    • The crystal structure of propiverinium picrate was determined, revealing a distinct cation-anion arrangement.
    • Significant deviations in dihedral angles were observed between the crystalline and DFT-optimized structures, particularly involving the benzyl and piperidine rings.
    • Intermolecular interactions, including hydrogen bonding and C-H···π interactions, were identified as key factors in crystal packing.
    • Disorder in the p-nitro group of the picrate anion was quantified.

    Conclusions:

    • The crystalline conformation of propiverinium picrate differs notably from its theoretical ideal.
    • Conformational flexibility plays a significant role in the solid-state behavior of this compound.
    • DFT calculations provide valuable insights but require comparison with experimental data for a complete understanding.
    • The identified crystal packing forces contribute to the stability of the propiverinium picrate salt.