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1,2,3,5a,6,11,12,14a-Octa­hydro-9-meth­oxy-12-(2-methyl­prop-1-en­yl)-5H,14H-pyrrolo­[1′′,2′′:4′,5′]pyrazino[1′,2′:1,6]pyrido[3,4-b]indole-5,14-dione

✍ Scribed by Wang, Feng-Wu ;Jiao, Rui-Hua ;Tan, Ren-Xiang ;Zhu, Hai-Liang ;Tiekink, Edward R. T.


Publisher
International Union of Crystallography
Year
2006
Tongue
English
Weight
383 KB
Volume
62
Category
Article
ISSN
1600-5368

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✦ Synopsis


The title compound, C~22~H~25~N~3~O~3~, also known as fumitremorgine C, was isolated from the ethyl acetate extract of Penicillium sp. To a first approximation, the molecule is flat with the exception of the –C(H)=CMe~2~ side arm, which is perpendicular to the remaining atoms. Molecules associate into one-dimensional chains via N—H...O and C—H...O interactions involving both carbonyl O atoms.


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In the title compound, C 26 H 27 NO 4 , the central ring of the xanthene moiety is planar and the two outer rings are in halfboat conformations. The molecular packing in the crystal structure is stabilized by N-HÁ Á ÁO and C-HÁ Á ÁO hydrogen bonds in addition to van der Waals forces.