Crystal structure and absolute configuration of (3aS,4S,5R,7aR)-2,2,7-trimethyl-3a,4,5,7a-tetra­hydro-1,3-benzodioxole-4,5-diol

The absolute configuration of the title compound, C(10)H(16)O(4), determined as 3aS,4S,5R,7aR on the basis of the synthetic pathway, was confirmed by X-ray diffraction. The mol­ecule contains a five- and a six-membered ring that adopt twisted and envelope conformations, respectively. The dihedral an...

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Autores principales: Macías, Mario A., Suescun, Leopoldo, Pandolfi, Enrique, Schapiro, Valeria, Tibhe, Gaurao D., Mombrú, Álvaro W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555417/
https://www.ncbi.nlm.nih.gov/pubmed/26396837
http://dx.doi.org/10.1107/S2056989015014590
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author Macías, Mario A.
Suescun, Leopoldo
Pandolfi, Enrique
Schapiro, Valeria
Tibhe, Gaurao D.
Mombrú, Álvaro W.
author_facet Macías, Mario A.
Suescun, Leopoldo
Pandolfi, Enrique
Schapiro, Valeria
Tibhe, Gaurao D.
Mombrú, Álvaro W.
author_sort Macías, Mario A.
collection PubMed
description The absolute configuration of the title compound, C(10)H(16)O(4), determined as 3aS,4S,5R,7aR on the basis of the synthetic pathway, was confirmed by X-ray diffraction. The mol­ecule contains a five- and a six-membered ring that adopt twisted and envelope conformations, respectively. The dihedral angle between the mean planes of the rings is 76.80 (11)° as a result of their cis-fusion. In the crystal, mol­ecules are linked by two pairs of O—H⋯O hydrogen bonds, forming chains along [010]. These chains are further connected by weaker C—H⋯O inter­actions along [100], creating (001) sheets that inter­act only by weak van der Waals forces.
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spelling pubmed-45554172015-09-22 Crystal structure and absolute configuration of (3aS,4S,5R,7aR)-2,2,7-trimethyl-3a,4,5,7a-tetra­hydro-1,3-benzodioxole-4,5-diol Macías, Mario A. Suescun, Leopoldo Pandolfi, Enrique Schapiro, Valeria Tibhe, Gaurao D. Mombrú, Álvaro W. Acta Crystallogr E Crystallogr Commun Research Communications The absolute configuration of the title compound, C(10)H(16)O(4), determined as 3aS,4S,5R,7aR on the basis of the synthetic pathway, was confirmed by X-ray diffraction. The mol­ecule contains a five- and a six-membered ring that adopt twisted and envelope conformations, respectively. The dihedral angle between the mean planes of the rings is 76.80 (11)° as a result of their cis-fusion. In the crystal, mol­ecules are linked by two pairs of O—H⋯O hydrogen bonds, forming chains along [010]. These chains are further connected by weaker C—H⋯O inter­actions along [100], creating (001) sheets that inter­act only by weak van der Waals forces. International Union of Crystallography 2015-08-06 /pmc/articles/PMC4555417/ /pubmed/26396837 http://dx.doi.org/10.1107/S2056989015014590 Text en © Macías 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 Research Communications
Macías, Mario A.
Suescun, Leopoldo
Pandolfi, Enrique
Schapiro, Valeria
Tibhe, Gaurao D.
Mombrú, Álvaro W.
Crystal structure and absolute configuration of (3aS,4S,5R,7aR)-2,2,7-trimethyl-3a,4,5,7a-tetra­hydro-1,3-benzodioxole-4,5-diol
title Crystal structure and absolute configuration of (3aS,4S,5R,7aR)-2,2,7-trimethyl-3a,4,5,7a-tetra­hydro-1,3-benzodioxole-4,5-diol
title_full Crystal structure and absolute configuration of (3aS,4S,5R,7aR)-2,2,7-trimethyl-3a,4,5,7a-tetra­hydro-1,3-benzodioxole-4,5-diol
title_fullStr Crystal structure and absolute configuration of (3aS,4S,5R,7aR)-2,2,7-trimethyl-3a,4,5,7a-tetra­hydro-1,3-benzodioxole-4,5-diol
title_full_unstemmed Crystal structure and absolute configuration of (3aS,4S,5R,7aR)-2,2,7-trimethyl-3a,4,5,7a-tetra­hydro-1,3-benzodioxole-4,5-diol
title_short Crystal structure and absolute configuration of (3aS,4S,5R,7aR)-2,2,7-trimethyl-3a,4,5,7a-tetra­hydro-1,3-benzodioxole-4,5-diol
title_sort crystal structure and absolute configuration of (3as,4s,5r,7ar)-2,2,7-trimethyl-3a,4,5,7a-tetra­hydro-1,3-benzodioxole-4,5-diol
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4555417/
https://www.ncbi.nlm.nih.gov/pubmed/26396837
http://dx.doi.org/10.1107/S2056989015014590
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