Abstract

The title compound, C20H31NO5, was synthesized from 9α-hy­droxy­parthenolide (9α-hy­droxy-4,8-dimethyl-12-methylen-3,14-dioxa-tricyclo­[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 the pipyridin-1-yl-methyl group as a substituent. The ten-membered ring adopts an approximate chair–chair conformation, while the six- and five-membered rings display chair and envelope conformations, respectively. The dihedral angle between the mean planes of the ten-membered ring and the lactone ring is 20.8 (3)°. An intra­molecular O—H⋯N hydrogen-bond occurs. The crystal structure is stabilized by weak inter­molecular C—H⋯O hydrogen bonds.

Highlights

  • The title compound, C20H31NO5, was synthesized from 9hydroxyparthenolide (9-hydroxy-4,8-dimethyl-12-methylen3,14-dioxa-tricyclo[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 crystal structure is stabilized by weak intermolecular C—H O

  • The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry

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Summary

Mo K radiation

0.85 0.48 0.36 mm Laboratoire de Chimie Biomoléculaire, Substances Naturelles et Réactivité, URAC. 16, Faculté des Sciences Semlalia, BP 2390, Bd My Abdellah, 40000 Marrakech, Morocco, bUniversite Blaise Pascal, Laboratoire des Materiaux, Inorganiques, UMR. CNRS 6002, 24 Avenue des Landais, 63177 Aubière, France, and cLaboratoire de Chimie Bioorganique et Analytique, URAC 22, BP 146, FSTM, Université Hassan II, Mohammedia-Casablanca 20810 Mohammedia, Morocco. R factor = 0.036; wR factor = 0.087; data-to-parameter ratio = 9.6

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