Powder diffraction study of the hydrogen bonds in nitroxoline and its hydrochloride.
The crystal structures of 8-hydroxy-5-nitroquinoline, C9H6N2O3, (I), and 8-hydroxy-5-nitroquinolinium chloride, C9H7N2O3+*Cl-, (II), have been determined from X-ray powder data. In (I), the molecules are linked via moderately strong hydrogen bonds to form dimers. Such a packing motif is likely to be responsible for the low solubility of (I) in water. In (II), the inversion-related cations form stacks, and anions fill the interstack channels.
Yatsenko
A V
AV
Chemistry Department, Moscow State University, 119899 Moscow, Russia. yatsenko@biocryst.phys.msu.su
Paseshnichenko
K A
KA
Chernyshev
V V
VV
Schenk
H
H
D000890:Anti-Infective Agents / Q000737:chemistry*; D000935:Antifungal Agents / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D009600:Nitroquinolines / Q000737:chemistry*; D011208:Powders
D000890:Anti-Infective Agents; D000935:Antifungal Agents; D009600:Nitroquinolines; D011208:Powders; C005308:nitroxoline