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Rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone.

ABSTRACT: The title compound congestiflorone, C(28)H(32)O(4), which was isolated from the stem bark of Mesua congestiflora, consists of a benzophenone skeleton with two attached pyran rings to which a cyclo-hexane ring and a C6 side chain are bonded. The benzene ring is significantly distorted from planarity (r.m.s. deviation = 0.0007?Å) due to the constraints imposed by junctions with the two pyran rings. The cyclo-hexane ring is in a chair conformation, one pyran ring is in a boat conformation, while the other is a distorted chair. The phenyl and benzene rings make a dihedral angle of 55.85?(9)°. An intra-molecular O-H?O hydrogen bond is observed. In the crystal, mol-ecules are linked via C-H?O inter-actions.

SUBMITTER: Ee GC 

PROVIDER: S-EPMC3344045 | biostudies-literature | 2012 Apr

REPOSITORIES: biostudies-literature

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rac-[3-Hydroxy-6,9-dimethyl-6-(4-methylpent-3-en-1-yl)-6a,7,8,9,10,10a-hexahydro-6H-1,9-epoxybenzo[c]chromen-4-yl](phenyl)methanone.

Ee Gwendoline Cheng Lian GC   Teh Soek Sin SS   Kwong Huey Chong HC   Mohamed Tahir Mohamed Ibrahim MI   Mah Siau Hui SH  

Acta crystallographica. Section E, Structure reports online 20120317 Pt 4

The title compound congestiflorone, C(28)H(32)O(4), which was isolated from the stem bark of Mesua congestiflora, consists of a benzophenone skeleton with two attached pyran rings to which a cyclo-hexane ring and a C6 side chain are bonded. The benzene ring is significantly distorted from planarity (r.m.s. deviation = 0.0007 Å) due to the constraints imposed by junctions with the two pyran rings. The cyclo-hexane ring is in a chair conformation, one pyran ring is in a boat conformation, while th  ...[more]

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