A. Benharref, M. Akssira, Lahcen El Ammari
Jan 31, 2015
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Journal
Acta Crystallographica Section E: Crystallographic Communications
Abstract
The title compound, C19H29NO4S, was synthesised from 9α-hydroxyparthenolide (9α-hydroxy-4,8-dimethyl-12-methylene-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 [010] chains.