The title compound, C19H29NO4S, was synthesised from 9a-hydroxyparthenolide (9α-hydroxy-4, 8-dimethyl-12-methyl-ene-3, 14-dioxatricyclo[9.3.0.02.4]tetradec-7-en-13-one), which was isolated from the chloroform extract of the aerial parts of the plant Anvillea radiata. The molecule is built up from two fused five- and ten-membered rings, with an additional epoxy ring system and a thiomorpholine group as a substituent. The ten-membered ring adopts an approximate chair-chair conformation, while the thiomorpholine ring displays a chair conformation and the five-membered ring has an envelope conformation, with the C atom closest to the hydroxy group forming the flap. An intramolecular O - H⋯N hydrogen bond closes an S(8) ring. The crystal structure features weak C - H⋯O hydrogen-bonding interactions, which link the molecules into  chains.
|Number of pages||2|
|Journal||Acta Crystallographica Section E: Structure Reports Online|
|Early online date||31 Jan 2015|
|Publication status||Published - 1 Feb 2015|
Bibliographical noteThe authors thank the Unit of Support for Technical and Scientific Research (UATRS, CNRST) for the X-ray measurements.
- Anvillea radiata
- Crystal structure
- Hydrogen bonding
- Medicinal compound