Acta Cryst. (2003). E59, o1435-o1437  [ doi:10.1107/S1600536803018816 ]

2'-Deoxy-2',2'-difluorocytidine monohydrochloride (Gemcitabine hydrochloride)

A. Sivalakshmidevi, K. Vyas, G. Om Reddy, S. D. V. N. Sivaram, P. V. Swamy, R. Puranik and P. Sairam

Abstract: Gemcitabine hydrochloride (2'-deoxy-2',2'-difluorocytidine hydrochloride), C₉H₁₂N₃F₂O₄⁺·Cl^-, is a -nucleoside that is of pharmaceutical interest as an antitumor agent. The N atom of the cytidine ring is protonated due to salt formation. The sugar residue adopts a C3'-endo and C4'-exo conformation. In the asymmetric unit, gemcitabine cations and chloride ions are linked by N-HCl hydrogen bonds. In the crystal structure, screw-related gemcitabine cations are linked by O-HO hydrogen bonds to form molecular columns along the c axis and adjacent columns are interlinked by N-HCl and O-HCl hydrogen bonds.

Online 5 September 2003

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