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Enrofloxacinium oxalate.

Thammarse S Yamuna1, Manpreet Kaur1, Brian J Anderson2

  • 1Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India.

Acta Crystallographica. Section E, Structure Reports Online
|April 26, 2014
PubMed
Summary
This summary is machine-generated.

This study details the crystal structure of a fluoroquinolone salt, bis-[4-(3-carboxy-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinolin-7-yl)-1-ethyl-piperazin-1-ium] oxalate. It reveals specific molecular conformations and intermolecular interactions within the crystal lattice.

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Area of Science:

  • Crystallography
  • Structural Chemistry
  • Medicinal Chemistry

Background:

  • Fluoroquinolone antibiotics are crucial in treating bacterial infections.
  • Understanding the solid-state structure of drug molecules is vital for formulation and efficacy.
  • The title salt is a complex organic molecule with potential pharmaceutical applications.

Purpose of the Study:

  • To elucidate the crystal structure of bis-[4-(3-carboxy-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-quinolin-7-yl)-1-ethyl-piperazin-1-ium] oxalate.
  • To analyze the molecular conformation and intermolecular interactions in the crystalline state.
  • To provide insights into the solid-state behavior of this fluoroquinolone derivative.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the crystal structure.
  • Analysis of bond lengths, bond angles, and dihedral angles.
  • Identification and characterization of intermolecular interactions, including hydrogen bonds and π-π stacking.

Main Results:

  • The asymmetric unit contains two independent monocations and one oxalate dianion.
  • Piperazinium rings adopt a disordered chair conformation.
  • Dihedral angles between cyclopropyl and quinoline rings range from 50.6(5)° to 62.2(5)°.
  • Intramolecular hydrogen bonds were observed within each cation.
  • Interactions include N-H⋯O hydrogen bonds, C-H⋯O interactions, C-H⋯F interactions, and π-π stacking.

Conclusions:

  • The crystal structure provides a detailed understanding of the molecular arrangement and interactions.
  • The observed interactions contribute to the stability and packing of the crystal lattice.
  • This structural information is valuable for the development and optimization of fluoroquinolone-based therapeutics.