Acta Cryst. (2012). E68, o1147-o1148 [ doi:10.1107/S1600536812011816 ]
Abstract: The title compound, C25H33ClN2O5, was synthesized from 9-hydroxyparthenolide (9-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 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
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