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Crystal structure of rac-(3aR,4S,5aR,6S,9R,10aS,10bR)-3a,5a,9-tri­methyl­tetra­deca­hydro-6,9-ep­oxy­cyclo­hepta­[e]inden-4-ol monohydrate

The title hydrate, C(17)H(28)O(2)·H(2)O, was synthesized in order to determine the relative configuration of the tetra­cyclic framework. The fused 5,6,7-tricarbocyclic core exhibits an entire cis-annulation, featuring a 1,4-cis-relation of the angular methyl groups in the six-membered ring. The oxa...

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Autores principales: Schäfer, Andreas, Golz, Christopher, Preut, Hans, Strohmann, Carsten, Hiersemann, Martin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555390/
https://www.ncbi.nlm.nih.gov/pubmed/26396907
http://dx.doi.org/10.1107/S2056989015015698
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author Schäfer, Andreas
Golz, Christopher
Preut, Hans
Strohmann, Carsten
Hiersemann, Martin
author_facet Schäfer, Andreas
Golz, Christopher
Preut, Hans
Strohmann, Carsten
Hiersemann, Martin
author_sort Schäfer, Andreas
collection PubMed
description The title hydrate, C(17)H(28)O(2)·H(2)O, was synthesized in order to determine the relative configuration of the tetra­cyclic framework. The fused 5,6,7-tricarbocyclic core exhibits an entire cis-annulation, featuring a 1,4-cis-relation of the angular methyl groups in the six-membered ring. The oxa bridge of the ep­oxy­cyclo­heptane moiety is oriented towards the concave face of the boat-shaped mol­ecule, whereas the angular methyl groups are directed towards the convex face. The asymmetric unit of the crystal contains two nearly identical formula units, which are related via a pseudo-centre of symmetry. The structure could be solved in the space groups I-4 and I4(1)/a. The refinement in the acentric space group, however, gave significantly better results and these are used in this paper. O—H⋯O hydrogen bonds are observed between the organic mol­ecules, between the organic mol­ecules and the water mol­ecules, and between the water mol­ecules, forming a chain along the c-axis direction.
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spelling pubmed-45553902015-09-22 Crystal structure of rac-(3aR,4S,5aR,6S,9R,10aS,10bR)-3a,5a,9-tri­methyl­tetra­deca­hydro-6,9-ep­oxy­cyclo­hepta­[e]inden-4-ol monohydrate Schäfer, Andreas Golz, Christopher Preut, Hans Strohmann, Carsten Hiersemann, Martin Acta Crystallogr E Crystallogr Commun Data Reports The title hydrate, C(17)H(28)O(2)·H(2)O, was synthesized in order to determine the relative configuration of the tetra­cyclic framework. The fused 5,6,7-tricarbocyclic core exhibits an entire cis-annulation, featuring a 1,4-cis-relation of the angular methyl groups in the six-membered ring. The oxa bridge of the ep­oxy­cyclo­heptane moiety is oriented towards the concave face of the boat-shaped mol­ecule, whereas the angular methyl groups are directed towards the convex face. The asymmetric unit of the crystal contains two nearly identical formula units, which are related via a pseudo-centre of symmetry. The structure could be solved in the space groups I-4 and I4(1)/a. The refinement in the acentric space group, however, gave significantly better results and these are used in this paper. O—H⋯O hydrogen bonds are observed between the organic mol­ecules, between the organic mol­ecules and the water mol­ecules, and between the water mol­ecules, forming a chain along the c-axis direction. International Union of Crystallography 2015-08-29 /pmc/articles/PMC4555390/ /pubmed/26396907 http://dx.doi.org/10.1107/S2056989015015698 Text en © Schäfer et al. 2015 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 Data Reports
Schäfer, Andreas
Golz, Christopher
Preut, Hans
Strohmann, Carsten
Hiersemann, Martin
Crystal structure of rac-(3aR,4S,5aR,6S,9R,10aS,10bR)-3a,5a,9-tri­methyl­tetra­deca­hydro-6,9-ep­oxy­cyclo­hepta­[e]inden-4-ol monohydrate
title Crystal structure of rac-(3aR,4S,5aR,6S,9R,10aS,10bR)-3a,5a,9-tri­methyl­tetra­deca­hydro-6,9-ep­oxy­cyclo­hepta­[e]inden-4-ol monohydrate
title_full Crystal structure of rac-(3aR,4S,5aR,6S,9R,10aS,10bR)-3a,5a,9-tri­methyl­tetra­deca­hydro-6,9-ep­oxy­cyclo­hepta­[e]inden-4-ol monohydrate
title_fullStr Crystal structure of rac-(3aR,4S,5aR,6S,9R,10aS,10bR)-3a,5a,9-tri­methyl­tetra­deca­hydro-6,9-ep­oxy­cyclo­hepta­[e]inden-4-ol monohydrate
title_full_unstemmed Crystal structure of rac-(3aR,4S,5aR,6S,9R,10aS,10bR)-3a,5a,9-tri­methyl­tetra­deca­hydro-6,9-ep­oxy­cyclo­hepta­[e]inden-4-ol monohydrate
title_short Crystal structure of rac-(3aR,4S,5aR,6S,9R,10aS,10bR)-3a,5a,9-tri­methyl­tetra­deca­hydro-6,9-ep­oxy­cyclo­hepta­[e]inden-4-ol monohydrate
title_sort crystal structure of rac-(3ar,4s,5ar,6s,9r,10as,10br)-3a,5a,9-tri­methyl­tetra­deca­hydro-6,9-ep­oxy­cyclo­hepta­[e]inden-4-ol monohydrate
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555390/
https://www.ncbi.nlm.nih.gov/pubmed/26396907
http://dx.doi.org/10.1107/S2056989015015698
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