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Crystal structure of (−)-(5R,7R,8S,9R,10S)-8-methyl-7-[(5R)-3-methyl-2-oxooxolan-3-en-5-yl]-1-aza-6-oxatri­cyclo­[8.3.0.0(5,9)]tridecan-13-one monohydrate

The title compound, C(17)H(23)NO(4)·H(2)O, is an epimer of the natural tetra­cyclic alkaloid isosaxorumamide which consists of a fused 5–7–5 tricyclic core and a di­hydro­furan­one substituent. The terminal di­hydro­furan ring is essentially planar with a maximum deviation of 0.0273 (14) Å from the...

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Detalles Bibliográficos
Autores principales: Oishi, Takeshi, Yoritate, Makoto, Sato, Takaaki, Chida, Noritaka
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5946988/
https://www.ncbi.nlm.nih.gov/pubmed/29765766
http://dx.doi.org/10.1107/S2056989018004425
Descripción
Sumario:The title compound, C(17)H(23)NO(4)·H(2)O, is an epimer of the natural tetra­cyclic alkaloid isosaxorumamide which consists of a fused 5–7–5 tricyclic core and a di­hydro­furan­one substituent. The terminal di­hydro­furan 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 mol­ecules 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 inter­actions into a three-dimensional architecture.