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Crystal structure of (+)-N-[(1R,5S,6S,9S)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide
In the title compound, C(12)H(19)NO(6), the six-membered 1,3-dioxane ring adopts a chair-like conformation. The seat of this chair, containing two O atoms, is essentially planar, with a maximum deviation of 0.0021 (12) Å. The five-membered oxolane ring cis-fused to the 1,3-dioxane ring adopts an env...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908510/ https://www.ncbi.nlm.nih.gov/pubmed/27308035 http://dx.doi.org/10.1107/S2056989016006800 |
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author | Oishi, Takeshi Tsuzaki, Shun Sugai, Tomoya Sato, Takaaki Chida, Noritaka |
author_facet | Oishi, Takeshi Tsuzaki, Shun Sugai, Tomoya Sato, Takaaki Chida, Noritaka |
author_sort | Oishi, Takeshi |
collection | PubMed |
description | In the title compound, C(12)H(19)NO(6), the six-membered 1,3-dioxane ring adopts a chair-like conformation. The seat of this chair, containing two O atoms, is essentially planar, with a maximum deviation of 0.0021 (12) Å. The five-membered oxolane ring cis-fused to the 1,3-dioxane ring adopts an envelope form. The bridgehead C atom at the flap, which is bonded to the tetrasubstituted C atom of the oxolane ring, deviates from the mean plane of other ring atoms by 0.539 (4) Å. In the crystal, classical O—H⋯O and N—H⋯O hydrogen bonds link the molecules into a sheet structure enclosing an R (4) (4)(24) graph-set motif. Weak intermolecular C—H⋯O interactions support the sheet formation. |
format | Online Article Text |
id | pubmed-4908510 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-49085102016-06-15 Crystal structure of (+)-N-[(1R,5S,6S,9S)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide Oishi, Takeshi Tsuzaki, Shun Sugai, Tomoya Sato, Takaaki Chida, Noritaka Acta Crystallogr E Crystallogr Commun Research Communications In the title compound, C(12)H(19)NO(6), the six-membered 1,3-dioxane ring adopts a chair-like conformation. The seat of this chair, containing two O atoms, is essentially planar, with a maximum deviation of 0.0021 (12) Å. The five-membered oxolane ring cis-fused to the 1,3-dioxane ring adopts an envelope form. The bridgehead C atom at the flap, which is bonded to the tetrasubstituted C atom of the oxolane ring, deviates from the mean plane of other ring atoms by 0.539 (4) Å. In the crystal, classical O—H⋯O and N—H⋯O hydrogen bonds link the molecules into a sheet structure enclosing an R (4) (4)(24) graph-set motif. Weak intermolecular C—H⋯O interactions support the sheet formation. International Union of Crystallography 2016-04-29 /pmc/articles/PMC4908510/ /pubmed/27308035 http://dx.doi.org/10.1107/S2056989016006800 Text en © Oishi et al. 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Research Communications Oishi, Takeshi Tsuzaki, Shun Sugai, Tomoya Sato, Takaaki Chida, Noritaka Crystal structure of (+)-N-[(1R,5S,6S,9S)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide |
title | Crystal structure of (+)-N-[(1R,5S,6S,9S)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide |
title_full | Crystal structure of (+)-N-[(1R,5S,6S,9S)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide |
title_fullStr | Crystal structure of (+)-N-[(1R,5S,6S,9S)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide |
title_full_unstemmed | Crystal structure of (+)-N-[(1R,5S,6S,9S)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide |
title_short | Crystal structure of (+)-N-[(1R,5S,6S,9S)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide |
title_sort | crystal structure of (+)-n-[(1r,5s,6s,9s)-5-hydroxymethyl-3,3,9-trimethyl-8-oxo-2,4,7-trioxabicyclo[4.3.0]nonan-9-yl]acetamide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908510/ https://www.ncbi.nlm.nih.gov/pubmed/27308035 http://dx.doi.org/10.1107/S2056989016006800 |
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