Abstract
The title compound, C16H24Br2O, was synthesized from β-himachalene (3,5,5,9-tetramethyl-2,4a,5,6,7,8-hexahydro-1H-benzocycloheptene), which was isolated from the essential oil of the Atlas cedar (Cedrus atlantica). The molecule contains fused six- and seven-membered rings, each linked to a three-membered ring. The six-membered ring has a half-chair conformation, while the seven-membered ring displays a chair conformation. The dihedral angle between the mean planes through the six- and seven-membered rings is 39.55 (12)°. The two three-membered rings, linked to the six- and seven-membered rings, are nearly perpendicular to the six-membered ring, making dihedral angles of 78.6 (2) and 80.5 (2)°, respectively. The absolute structure was established unambiguously from anomalous dispersion effects. In the crystal, each molecule is linked to its symmetry-equivalent partner by C—H⋯O hydrogen bonds, forming zigzag chains parallel to [100].
Highlights
The title compound, C16H24Br2O, was synthesized from himachalene (3,5,5,9-tetramethyl-2,4a,5,6,7,8-hexahydro-1Hbenzocycloheptene), which was isolated from the essential oil of the Atlas cedar (Cedrus atlantica)
The molecule contains fused six- and seven-membered rings, each linked to a three-membered ring
Our work lies within the framework of the valorization of the most abundant essential oils in Morocco, such as Cedrus atlantica
Summary
(1S,3R,8R,9R,10S)-2,2-Dibromo3,7,7,10-tetramethyl-9b,10b-epoxy3,7,7,10-tetramethyltricyclo[6.4.0.01,3]dodecane Saadi,b Moha Berrahoa* and Lahcen El Ammarib a Laboratoire de Chimie Biomoléculaire, Substances Naturelles et Réactivité "Unité R factor = 0.033; wR factor = 0.074; data-to-parameter ratio = 26.8.
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