Abstract
The antibiotic ciprofloxacin [systematic name: 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydroquinoline-3-carboxylate], has been crystallized as a 2:3 solvate with 2,2-difluoroethanol, 2C(17)H(18)FN(3)O(3)·3C(2)H(4)O(2), (I), and as a 3:14.5 hydrate, 3C(17)H(18)FN(3)O(3)·14.5H(2)O, (II). The structure of (I) was determined using synchrotron X-ray diffraction data and refined as a two-component nonmerohedral twin. Both structures contain several independent molecules in the asymmetric unit: (I) contains two zwitterionic ciprofloxacin molecules and three difluoroethanol solvent molecules, while (II) contains three zwitterionic ciprofloxacin molecules and a mixture of ordered and disordered water molecules. The intermolecular interactions were analysed using fingerprint plots derived from Hirshfeld surfaces, providing a detailed description of the unique environment of each independent ciprofloxacin molecule.
| Original language | English |
|---|---|
| Pages (from-to) | o120-o124 |
| Number of pages | 5 |
| Journal | Acta Crystallographica Section C: Crystal Structure Communications |
| Volume | 67 |
| Issue number | 3 |
| DOIs | |
| Publication status | Published - Mar 2011 |
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Keywords
- anti-bacterial agents
- ciprofloxacin
- crystallography, X-ray
- hydrogen bonding
- isoquinolines
- molecular structure
- piperazines
- water
- X-ray diffraction
Cite this
Fabbiani, F. P. A., Arlin, J. B., Buth, G., Dittrich, B., Florence, A. J., Herbst-Irmer, R., & Sowa, H. (2011). Intermolecular interactions, disorder and twinning in ciprofloxacin-2,2-difluoroethanol (2/3) and ciprofloxacin-water (3/14.5). Acta Crystallographica Section C: Crystal Structure Communications, 67(3), o120-o124. https://doi.org/10.1107/S0108270111005488