X-ray crystallographic analysis firmly establishes the ribo stereochemistry and the unusual boat conformation of the title branched carbon chain lactone, C 9 H 13 N 3 O 4 , arising from an unexpected rearrangement in the nucleophilic substitution of a trifluoromethanesulfonate. There are two molecul
2-Deoxy-2-fluoro-2-C-methyl-d-ribono-1,4-lactone (fluoromethylrib)
✍ Scribed by Parker, Samuel ;Watkin, David ;Mayes, Benjamin ;Storer, Richard ;Jenkinson, Sarah ;Fleet, George
- Publisher
- International Union of Crystallography
- Year
- 2006
- Tongue
- English
- Weight
- 297 KB
- Volume
- 62
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
The relative stereochemistry of the fluoro substituent (as ribo) and the ring size of the lactone (as five) in the title compound, C~6~H~9~FO~4~, have been established by X-ray crystallographic analysis.
📜 SIMILAR VOLUMES
The asymmetric unit of the title compound, C~9~H~10~FNO~2~, contains two molecules. Intra- and intermolecular N—H...O and C—H...F hydrogen bonds link the molecules into a three-dimensional framework; they seem to be effective in the stabilization of the crystal structure.
Single-crystal X-ray study T = 120 K Mean '(C±C) = 0.004 A Ê R factor = 0.045 wR factor = 0.102 Data-to-parameter ratio = 11.0 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.