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Crystal and mol-ecular structure of aflatrem.

ABSTRACT: The crystal structure of the title compound, C32H39NO4, confirms the absolute configuration of the seven chiral centres in the mol-ecule. The molecule has a 1,1-dimethylprop-2-enyl substituent on the indole nucleus and this nucleus shares one edge with the five-membered ring which is, in turn, connected to a sequence of three edge-shared fused rings. The skeleton is completed by the 7,7-trimethyl-6,8-dioxabi-cyclo-[3.2.1]oct-3-en-2-one group connected to the terminal cyclohexene ring. The two cyclohexane rings adopt chair and half-chair conformations, while in the dioxabi-cyclo-[3.2.1]oct-3-en-2-one unit, the six-membered ring has a half-chair conformation. The indole system of the mol-ecule exhibits a tilt of 2.02?(1)° between its two rings. In the crystal, O-H?O hydrogen bonds connect mol-ecules into chains along [010]. Weak N-H?? inter-actions connect these chains, forming sheets parallel to (10-1).

SUBMITTER: Lenta BN

PROVIDER: S-EPMC4645010 | biostudies-literature | 2015 Nov

REPOSITORIES: biostudies-literature

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Crystal and mol-ecular structure of aflatrem.

Lenta Bruno N BN Ngatchou Jules J Kenfack Patrice T PT Neumann Beate B Stammler Hans-Georg HG Sewald Norbert N

Acta crystallographica. Section E, Crystallographic communications 20151017 Pt 11

The crystal structure of the title compound, C32H39NO4, confirms the absolute configuration of the seven chiral centres in the mol-ecule. The molecule has a 1,1-dimethylprop-2-enyl substituent on the indole nucleus and this nucleus shares one edge with the five-membered ring which is, in turn, connected to a sequence of three edge-shared fused rings. The skeleton is completed by the 7,7-trimethyl-6,8-dioxabi-cyclo-[3.2.1]oct-3-en-2-one group connected to the terminal cyclohexene ring. The two cy ...[more]

PMID: 26594569

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