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Crystal structure of obscurine: a natural product isolated from the stem bark of B. obscura

The title compound, C(24)H(31)NO(3) {systematic name: (E)-3-[(1R*,2S*,4aS*,8aR*)-2-(benzo[d][1,3]dioxol-5-yl)-1,2,4a,5,6,7,8,8a-octa­hydro­naphthalen-1-yl]-N-iso­butyl­acryl­amide}, is a natural product isolated from the stem bark of B. obscura. It is composed of an octa­hydro­naphthalene ring syste...

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Autores principales: Lenta, Bruno N., Chouna, Rodolphe J., Neumann, Beate, Stammler, Hans-Georg, Sewald, Norbert
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518939/
https://www.ncbi.nlm.nih.gov/pubmed/26279906
http://dx.doi.org/10.1107/S2056989015010567
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author Lenta, Bruno N.
Chouna, Rodolphe J.
Neumann, Beate
Stammler, Hans-Georg
Sewald, Norbert
author_facet Lenta, Bruno N.
Chouna, Rodolphe J.
Neumann, Beate
Stammler, Hans-Georg
Sewald, Norbert
author_sort Lenta, Bruno N.
collection PubMed
description The title compound, C(24)H(31)NO(3) {systematic name: (E)-3-[(1R*,2S*,4aS*,8aR*)-2-(benzo[d][1,3]dioxol-5-yl)-1,2,4a,5,6,7,8,8a-octa­hydro­naphthalen-1-yl]-N-iso­butyl­acryl­amide}, is a natural product isolated from the stem bark of B. obscura. It is composed of an octa­hydro­naphthalene ring system substituted with an essentially planar benzodioxole ring system [r.m.s. deviation = 0.012 Å] and an extended iso­butyl­acryl­amide group. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds, forming chains propagating along [100]. The chains are linked by pairs of C—H⋯O hydrogen bonds, involving inversion-related benzodioxole ring systems, forming ribbons lying parallel to (010). There are also C—H⋯π inter­actions present within the ribbons.
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spelling pubmed-45189392015-08-14 Crystal structure of obscurine: a natural product isolated from the stem bark of B. obscura Lenta, Bruno N. Chouna, Rodolphe J. Neumann, Beate Stammler, Hans-Georg Sewald, Norbert Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(24)H(31)NO(3) {systematic name: (E)-3-[(1R*,2S*,4aS*,8aR*)-2-(benzo[d][1,3]dioxol-5-yl)-1,2,4a,5,6,7,8,8a-octa­hydro­naphthalen-1-yl]-N-iso­butyl­acryl­amide}, is a natural product isolated from the stem bark of B. obscura. It is composed of an octa­hydro­naphthalene ring system substituted with an essentially planar benzodioxole ring system [r.m.s. deviation = 0.012 Å] and an extended iso­butyl­acryl­amide group. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds, forming chains propagating along [100]. The chains are linked by pairs of C—H⋯O hydrogen bonds, involving inversion-related benzodioxole ring systems, forming ribbons lying parallel to (010). There are also C—H⋯π inter­actions present within the ribbons. International Union of Crystallography 2015-06-10 /pmc/articles/PMC4518939/ /pubmed/26279906 http://dx.doi.org/10.1107/S2056989015010567 Text en © Lenta 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
Lenta, Bruno N.
Chouna, Rodolphe J.
Neumann, Beate
Stammler, Hans-Georg
Sewald, Norbert
Crystal structure of obscurine: a natural product isolated from the stem bark of B. obscura
title Crystal structure of obscurine: a natural product isolated from the stem bark of B. obscura
title_full Crystal structure of obscurine: a natural product isolated from the stem bark of B. obscura
title_fullStr Crystal structure of obscurine: a natural product isolated from the stem bark of B. obscura
title_full_unstemmed Crystal structure of obscurine: a natural product isolated from the stem bark of B. obscura
title_short Crystal structure of obscurine: a natural product isolated from the stem bark of B. obscura
title_sort crystal structure of obscurine: a natural product isolated from the stem bark of b. obscura
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518939/
https://www.ncbi.nlm.nih.gov/pubmed/26279906
http://dx.doi.org/10.1107/S2056989015010567
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