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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Autores principales: Oishi, Takeshi, Yoritate, Makoto, Sato, Takaaki, Chida, Noritaka
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Research Communications
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
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author Oishi, Takeshi
Yoritate, Makoto
Sato, Takaaki
Chida, Noritaka
author_facet Oishi, Takeshi
Yoritate, Makoto
Sato, Takaaki
Chida, Noritaka
author_sort Oishi, Takeshi
collection PubMed
description 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.
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spelling pubmed-59469882018-05-15 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 Oishi, Takeshi Yoritate, Makoto Sato, Takaaki Chida, Noritaka Acta Crystallogr E Crystallogr Commun Research Communications 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. International Union of Crystallography 2018-03-27 /pmc/articles/PMC5946988/ /pubmed/29765766 http://dx.doi.org/10.1107/S2056989018004425 Text en © Oishi et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Oishi, Takeshi
Yoritate, Makoto
Sato, Takaaki
Chida, Noritaka
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
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5946988/
https://www.ncbi.nlm.nih.gov/pubmed/29765766
http://dx.doi.org/10.1107/S2056989018004425
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