Acta Cryst. (2012). E68, o1147-o1148  [ doi:10.1107/S1600536812011816 ]

(1S,2R,3R,6R,7S,8R,10S,11S)-13-{[4-(4-Chlorophenyl)piperazin-1-yl]methyl}-10-hydroxy-4,9-dimethyl-3,8,15-trioxatetracyclo[10.3.0.0^2,4.0^7,9]pentadecan-14-one

M. Moumou, A. Benharref, L. El Ammari, M. Adil and M. Berraho

Abstract: The title compound, C₂₅H₃₃ClN₂O₅, was synthesized from 9-hydroxyparthenolide (9-hydroxy-4,8-dimethyl-12-methylene-3,14-dioxatricyclo[9.3.0.0^2,4]tetradec-7-en-13-one), which was isolated from the chloroform extract of the aerial parts of Anvillea radiata. The molecule is built up from fused five- and ten-membered rings with two additional epoxy ring systems and a chlorophenylpiperazine group as a substituent. The ten-membered ring adopts an approximate chair-chair conformation, while the piperazine ring displays a chair conformation and the five-membered ring shows an envelope conformation with the C atom closest to the hydroxy group forming the flap. The molecular conformation is stabilized by an intramolecular O-HN hydrogen bond between the hydroxy group and a piperazine N atom. The crystal structure is stabilized by weak C-HO interactions.

Online 24 March 2012

Copyright © International Union of Crystallography
IUCr Webmaster