authors |
Mafra, L; Santos, SM; Siegel, R; Alves, I; Paz, FAA; Dudenko, D; Spiess, HW |
nationality |
International |
journal |
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY |
keywords |
HYDROGEN-BONDS; SPECTROSCOPY; WATER |
abstract |
We present an experimental NMR, X-ray diffraction (XRD), and computational study of the supramolecular assemblies of two crystalline forms of Ciprofloxacin: one anhydrate and one hydrate forming water wormholes. The resonance assignment of up to 51 and 54 distinct C-13 and H-1 resonances for the hydrate is reported. The effect of crystal packing, identified by XRD, on the H-1 and C-13 chemical shifts including weak interionic H-bonds, is quantified; H-1 chemical shift changes up to similar to-3.5 ppm for CH center dot center dot center dot pi contacts and similar to+2 ppm (CH center dot center dot center dot O(-)); similar to+4.7 ppm ((+)NH center dot center dot center dot O(-)) for H-bonds. Water intake induces chemical shift changes up to 2 and 5 ppm for H-1 and C-13 nuclei, respectively. Such chemical shifts are found to be sensitive detectors of hydration/dehydration in highly insoluble hydrates. |
publisher |
AMER CHEMICAL SOC |
issn |
0002-7863 |
year published |
2012 |
volume |
134 |
issue |
1 |
beginning page |
71 |
ending page |
74 |
digital object identifier (doi) |
10.1021/ja208647n |
web of science category |
Chemistry, Multidisciplinary |
subject category |
Chemistry |
unique article identifier |
WOS:000301084200019
|
ciceco authors
impact metrics
journal analysis (jcr 2019):
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journal impact factor |
14.612 |
5 year journal impact factor |
14.549 |
category normalized journal impact factor percentile |
92.938 |
dimensions (citation analysis):
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altmetrics (social interaction):
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