Acta Cryst. (2014). E70, o530-o531
[ doi:10.1107/S1600536814007430 ]
Abstract: The title compound, C25H34N2O5, was synthesized from 9-hydroxyparthenolide (9-hydroxy-4,8-dimethyl-12-methylen-3, 14-dioxa-tricyclo[9.3.0.02,4]tetradec-7-en-13-one), which in turn was isolated from the chloroform extract of the aerial parts of Anvillea radiata. The molecule comprises a ten-membered ring fused to a five-membered ring with an additional epoxy ring system fused to the ten-membered ring. The five-membered ring also carries a 4-hydroxyphenyl-piperazin-1-ylmethyl 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. Two C atoms in the phenyl ring and the O atom of the hydroxyl group are disordered over two sites, with an occupancy ratio of 0.53 (5):0.47 (5). An intramolecular O-HN hydrogen-bond stabilizes the molecular conformation. In the crystal, C-HO hydrogen bonds link the molecules into zigzag chains running along the a-axis direction.
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