Acta Crystallographica Section C

Crystal Structure Communications

Volume 69, Part 3 (March 2013)

organic compounds

Acta Cryst. (2013). C69, 282-284    [ doi:10.1107/S0108270113000395 ]

2,2'-Anhydro-1-(3',5'-di-O-acetyl-[beta]-D-arabinofuranosyl)uracil, a cyclo­uridine nucleoside with a C4'-endo furanosyl conformation

Y. Fu, Y.-X. He, H.-X. Hou, W.-B. Zhu, H.-L. Li, C. Wu and F.-Y. Xian

Abstract: 2,2'-Anhydro-1-(3',5'-di-O-acetyl-[beta]-D-arabinofuranosyl)uracil, C13H14N2O7, was obtained by refluxing 2',3'-O-(meth­oxy­methyl­ene)uridine in acetic anhydride. The structure exhibits a nearly perfect C4'-endo (4E) conformation. The best four-atom plane of the five-membered furan­ose ring is O-C-C-C, involving the C atoms of the fused five-membered oxazolidine ring, and the torsion angle is only -0.4 (2)°. The oxazolidine ring is essentially coplanar with the six-membered uracil ring [r.m.s. deviation = 0.012 (5) Å and dihedral angle = -3.2 (3)°]. The conformation at the exocyclic C-C bond is gauche-trans which is stabilized by various C-H...[pi] and C-O...[pi] inter­actions.

Formula: C13H14N2O7

cdxdisplay filedownload file

Chemdraw file (11.3 kbytes)
[ doi:10.1107/S0108270113000395/fn3123Isup3.cdx ]
Supplementary material


To open or display or play some files, you may need to set your browser up to use the appropriate software. See the full list of file types for an explanation of the different file types and their related mime types and, where available links to sites from where the appropriate software may be obtained.

The download button will force most browsers to prompt for a file name to store the data on your hard disk.

Where possible, images are represented by thumbnails.

 bibliographic record in  format

  Find reference:   Volume   Page   
  Search:     From   to      Advanced search

Copyright © International Union of Crystallography
IUCr Webmaster