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Abstract
The title compound [systematic name: 14,15-dihydroxy-7,7-dimethyl-13-(propan-2-yl)tricyclo[9.4.0.03,8]pentadeca-1(11),3(8),9,12,14-pentaen-4-one], C20H24O3, is a new icetexane diterpenoid which was isolated from the roots of Premna obtusifolia (Verbenaceae). The molecule has three fused rings: a cyclohexenone, a central cycloheptene and a benzene ring. The cyclohexenone ring is in an envelope conformation, whereas the cycloheptene ring is in a twisted boat conformation. Intramolecular O—H⋯O hydrogen bonds generate S(5) and S(8) ring motifs. In the crystal, molecules are linked into dimers through O—H⋯O hydrogen bonds. These dimers are arranged in to sheets parallel to the ac plane. C—H⋯O and weak C—H⋯π interactions are also present.
Highlights
The title compound [systematic name: 14,15-dihydroxy-7,7dimethyl-13-(propan-2-yl)tricyclo[9.4.0.03,8]pentadeca-1(11),3(8),9,12,14-pentaen-4-one], C20H24O3, is a new icetexane diterpenoid which was isolated from the roots of Premna obtusifolia (Verbenaceae)
The cyclohexenone ring is in an envelope conformation, whereas the cycloheptene ring is in a twisted boat conformation
Molecules are linked into dimers through O—H O hydrogen bonds
Summary
USM, Penang, Malaysia, and bCrystal Materials Research Unit, Department of Chemistry, Faculty of Science, Prince of Songkla University, Hat-Yai, Songkhla. R factor = 0.042; wR factor = 0.125; data-to-parameter ratio = 24.4. The title compound [systematic name: 14,15-dihydroxy-7,7dimethyl-13-(propan-2-yl)tricyclo[9.4.0.03,8]pentadeca-1(11),3(8),9,12,14-pentaen-4-one], C20H24O3, is a new icetexane diterpenoid which was isolated from the roots of Premna obtusifolia (Verbenaceae). The molecule has three fused rings: a cyclohexenone, a central cycloheptene and a benzene ring. The cyclohexenone ring is in an envelope conformation, whereas the cycloheptene ring is in a twisted boat conformation. Molecules are linked into dimers through O—H O hydrogen bonds. These dimers are arranged in to sheets parallel to the ac plane.
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