Abstract

The title compound, C16H23Cl2NO, was synthesised 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 a seven membered ring, which is fused to a five- and a three-membered ring. The five-membered ring has a twisted conformation, whereas the seven-membered ring displays a chair conformation. The dihedral angle between the five- and seven-membered rings is 45.26 (9)°. The absolute structure was established unambiguously from anomalous dispersion effects. In the crystal, mol­ecules are linked into chains propagating along the b axis by inter­molecular N—H⋯O hydrogen bonds; an intramolecular N—H⋯O link also occurs.

Highlights

  • The title compound, C16H23Cl2NO, was synthesised 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 a seven membered ring, which is fused to a five- and a three-membered ring

  • Molecules are linked into chains propagating along the b axis by intermolecular N—H O

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Summary

Crystal data

Abdelghani Oudahmaneb and Moha Berrahoa a Laboratoire de Chimie Biomoléculaires, Substances Naturelles et Réactivité, URAC16, Faculté des Sciences, Semlalia, BP 2390 Bd My Abdellah, 40000. R factor = 0.028; wR factor = 0.080; data-to-parameter ratio = 12.2. The title compound, C16H23Cl2NO, was synthesised 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 a seven membered ring, which is fused to a five- and a three-membered ring. The five-membered ring has a twisted conformation, whereas the seven-membered ring displays a chair conformation. The dihedral angle between the five- and seven-membered rings is 45.26 (9). Molecules are linked into chains propagating along the b axis by intermolecular N—H O hydrogen bonds; an intramolecular N—H O link occurs

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