The structure of the title compound, C 13 H 16 O 4 , comprises a non-planar chiral molecule where the cyclohexene double bond is distinctly shorter [1.335 (2) A ˚] than the neighbouring C-C single bonds (>1.4 A ˚).
rac-(3E,3aR,6aR)-3-(Hydroxymethylene)-3,3a,6,6a-tetrahydro-2H-cyclopenta[b]furan-2-one
✍ Scribed by Peifer, Christian ;Schollmeyer, Dieter ;Tschertsche, Melanie ;Laufer, Stefan
- Publisher
- International Union of Crystallography
- Year
- 2007
- Tongue
- English
- Weight
- 317 KB
- Volume
- 63
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
Single-crystal X-ray study T = 295 K Mean (C-C) = 0.004 A R factor = 0.056 wR factor = 0.175 Data-to-parameter ratio = 12.9
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📜 SIMILAR VOLUMES
Single crystals of senecio lactone, C 8 H 8 O 4 , isolated from Senecio scandens Buch-Ham, were obtained from an acetone solution. In the crystal structure, molecules are linked to each other by intermolecular O-HÁ Á ÁO hydrogen bonds involving a ketone group and the hydroxyl group.
The chiral title compound, C 17 H 20 ClNO 5 , arose as a side product during the synthesis of novel furanomycin derivatives. The stereochemistry at the bicyclic core is consistent with a halolactonization step. The five-membered rings are nearly perpendicular to each other [torsion angle at the comm