Abstract
| Language | English |
|---|---|
| Pages | 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
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Intermolecular interactions, disorder and twinning in ciprofloxacin-2,2-difluoroethanol (2/3) and ciprofloxacin-water (3/14.5). / Fabbiani, Francesca P A; Arlin, Jean Baptiste; Buth, Gernot; Dittrich, Birger; Florence, Alastair J; Herbst-Irmer, Regine; Sowa, Heidrun.
In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. 67, No. 3, 03.2011, p. o120-o124.Research output: Contribution to journal › Article
TY - JOUR
T1 - Intermolecular interactions, disorder and twinning in ciprofloxacin-2,2-difluoroethanol (2/3) and ciprofloxacin-water (3/14.5)
AU - Fabbiani, Francesca P A
AU - Arlin, Jean Baptiste
AU - Buth, Gernot
AU - Dittrich, Birger
AU - Florence, Alastair J
AU - Herbst-Irmer, Regine
AU - Sowa, Heidrun
PY - 2011/3
Y1 - 2011/3
N2 - 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.
AB - 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.
KW - anti-bacterial agents
KW - ciprofloxacin
KW - crystallography, X-ray
KW - hydrogen bonding
KW - isoquinolines
KW - molecular structure
KW - piperazines
KW - water
KW - X-ray diffraction
UR - http://www.scopus.com/inward/record.url?scp=79952376038&partnerID=8YFLogxK
U2 - 10.1107/S0108270111005488
DO - 10.1107/S0108270111005488
M3 - Article
VL - 67
SP - o120-o124
JO - Acta Crystallographica Section C: Crystal Structure Communications
T2 - Acta Crystallographica Section C: Crystal Structure Communications
JF - Acta Crystallographica Section C: Crystal Structure Communications
SN - 0108-2701
IS - 3
ER -