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Enrofloxacinium picrate.

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.

    This study details the crystal structure of a novel fluoroquinolone derivative, highlighting its cation-anion interactions and molecular conformation. The research elucidates the hydrogen bonding and pi-pi stacking that govern its crystal packing.

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    Area of Science:

    • Crystallography and Materials Science
    • Organic Chemistry
    • Supramolecular Chemistry

    Background:

    • Understanding the solid-state structure of organic compounds is crucial for predicting their physical and chemical properties.
    • Fluoroquinolone derivatives are important in medicinal chemistry, necessitating detailed structural characterization.
    • The study of cation-anion interactions provides insights into molecular assembly and material properties.

    Purpose of the Study:

    • To determine and describe the crystal structure of the title compound: 4-(3-carboxy-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1-ethyl-piperazin-1-ium 2,4,6-tri-nitro-phenolate.
    • To analyze the conformational aspects of the cation and anion, including ring orientations and dihedral angles.
    • To investigate the intermolecular and intramolecular interactions, such as hydrogen bonding and pi-pi stacking, that influence crystal packing.

    Main Methods:

    • Single-crystal X-ray diffraction was employed to elucidate the three-dimensional structure of the compound.
    • Analysis of bond lengths, bond angles, dihedral angles, and hydrogen bond geometries was performed.
    • Crystal structure visualization and packing analysis were conducted to understand molecular arrangement.

    Main Results:

    • The asymmetric unit contains one cation (a protonated fluoroquinolone derivative) and one picrate anion.
    • The piperazine ring in the cation exhibits a distorted chair conformation, with specific dihedral angles observed between ring systems.
    • Strong N-H⋯O and weak C-H⋯O hydrogen bonds, along with π-π stacking interactions, are the dominant forces governing crystal packing.

    Conclusions:

    • The crystal structure reveals a well-defined arrangement driven by specific hydrogen bonding and π-π interactions.
    • The conformational preferences of the cation and the orientation of the anion contribute to the overall packing efficiency.
    • This detailed structural information provides a foundation for understanding the properties and potential applications of this fluoroquinolone derivative.