Crystal structure of (-)-(5R ,7R ,8S ,9R ,10S )-8-methyl-7-[(5R )-3-methyl-2-oxooxolan-3-en-5-yl]-1-aza-6-oxatri-cyclo-[8.3.0.05,9 ]tridecan-13-one monohydrate

Acta Crystallographica. Section E, Crystallographic Communications
Takeshi OishiNoritaka Chida

Abstract

The title compound, C17H23NO4·H2O, is an epimer of the natural tetra-cyclic alkaloid isosaxorumamide which consists of a fused 5-7-5 tricyclic core and a di-hydro-furan-one substituent. The terminal di-hydro-furan ring is essentially planar with a maximum deviation of 0.0273 (14) Å from the mean plane and oxolane, azepane and pyrrolidine rings in the tricyclic ring system adopt twist, twist-chair and envelope forms, respectively. In the crystal, the amide and water mol-ecules are linked by O-H⋯O hydrogen bonds, forming a tape structure running along the b-axis direction. The tapes are further connected by C-H⋯O inter-actions into a three-dimensional architecture.

References

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Jul 25, 2003·Phytochemistry·Elisabeth KalteneggerHarald Greger
Jan 5, 2006·Journal of the American Chemical Society·Barry M TrostAxel Jacobi von Wangelin
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Jul 20, 2007·Journal of Natural Products·Ya-Zhou WangYang Ye
Jan 28, 2009·Acta Crystallographica. Section D, Biological Crystallography·Anthony L Spek
Nov 3, 2010·Natural Product Reports·Ronaldo Aloise PilliMaria da Conceição Ferreira de Oliveira
Jan 6, 2012·Acta Crystallographica. Section E, Structure Reports Online·Rong-Rong ZhangRen-Wang Jiang
Dec 30, 2014·Acta Crystallographica. Section A, Foundations and Advances·George M Sheldrick
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
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Nov 29, 2017·Journal of the American Chemical Society·Makoto YoritateNoritaka Chida

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