(2R,3S,4R,5R)-5-(4-Amino-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol

Abstract

The title compound, C11H12FIN4O3, is composed of a 7-carbapurine moiety connectedviaan N atom to 2-deoxy-2-fluoro-β-D-ribose. The conformation about the N-glycosydic bond is −antiwith χ = −129.0 (11)°. The glycosydic N—C bond length is 1.435 (14) Å. The sugar ring adopts anNconformation with an unsymmetrical twist O-endo-C-exo (oT4). The conformation around the C—C bond is +sc, with a torsion angle of 53.0 (12)°. In the crystal, molecules are linked by N—H...O hydrogen bonds, forming chains propagating along theaaxis. These chains are linkedviaO—H...I and C—H...O hydrogen bonds, forming layers lying parallel to thecaxis.