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

The title compound, C(11)H(12)FIN(4)O(3), is composed of a 7-carbapurine moiety connected via an N atom to 2-de­oxy-2-fluoro-β-d-ribose. The conformation about the N-glycosydic bond is −anti with χ = −129.0 (11)°. The glycosydic N—C bond length is 1.435 (14) Å. The sugar ring adopts an Nconformation...

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Detalles Bibliográficos
Autores principales: Li, Wei, Yang, Ruchun, Xiao, Qiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998288/
https://www.ncbi.nlm.nih.gov/pubmed/24764849
http://dx.doi.org/10.1107/S1600536813034995
Descripción
Sumario:The title compound, C(11)H(12)FIN(4)O(3), is composed of a 7-carbapurine moiety connected via an N atom to 2-de­oxy-2-fluoro-β-d-ribose. The conformation about the N-glycosydic bond is −anti with χ = −129.0 (11)°. The glycosydic N—C bond length is 1.435 (14) Å. The sugar ring adopts an Nconformation with an unsymmetrical twist O-endo-C-exo ((o)T(4)). 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 the a axis. These chains are linked via O—H⋯I and C—H⋯O hydrogen bonds, forming layers lying parallel to the c axis.

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