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Crystal structure and Hirshfeld surface analysis of the naturally occurring cassane-type diterpenoid, 6β-cinnamoyl-7β-hy­droxy­vouacapen-5α-ol

The title compound, C(29)H(36)O(5), a cassane-type diterpenoid {systematic name: (4aR,5R,6R,6aS,7R,11aS,11bR)-4a,6-dihy­droxy-4,4,7,11b-tetra­methyl-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodeca­hydro­phenanthro[3,2-b]furan-5-yl 3-phenyl­prop-2-enoate}, was isolated from a medicinally important plant, Caesa...

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Autores principales: Ogbeide, K. Osahon, Kumar, Rajesh, Mujeeb-Ur-Rehman, Owolabi, Bodunde, Falodun, Abiodun, Choudhary, M. Iqbal, Yousuf, Sammer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947809/
https://www.ncbi.nlm.nih.gov/pubmed/29765729
http://dx.doi.org/10.1107/S2056989018002499
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author Ogbeide, K. Osahon
Kumar, Rajesh
Mujeeb-Ur-Rehman,
Owolabi, Bodunde
Falodun, Abiodun
Choudhary, M. Iqbal
Yousuf, Sammer
author_facet Ogbeide, K. Osahon
Kumar, Rajesh
Mujeeb-Ur-Rehman,
Owolabi, Bodunde
Falodun, Abiodun
Choudhary, M. Iqbal
Yousuf, Sammer
author_sort Ogbeide, K. Osahon
collection PubMed
description The title compound, C(29)H(36)O(5), a cassane-type diterpenoid {systematic name: (4aR,5R,6R,6aS,7R,11aS,11bR)-4a,6-dihy­droxy-4,4,7,11b-tetra­methyl-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodeca­hydro­phenanthro[3,2-b]furan-5-yl 3-phenyl­prop-2-enoate}, was isolated from a medicinally important plant, Caesalpinia pulcherrima (Fabaceae). In the mol­ecule, three cyclo­hexane rings are trans-fused and adopt chair, chair and half-chair conformations. In the crystal, mol­ecules are linked via O—H⋯O hydrogen bonds, forming a tape structure along the b-axis direction. The tapes are further linked into a double-tape structure through C—H⋯π inter­actions. The Hirshfeld surface analysis indicates that the contributions to the crystal packing are H⋯H (65.5%), C⋯H (18.7%), O⋯H (14.5%) and C⋯O (0.3%).
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spelling pubmed-59478092018-05-15 Crystal structure and Hirshfeld surface analysis of the naturally occurring cassane-type diterpenoid, 6β-cinnamoyl-7β-hy­droxy­vouacapen-5α-ol Ogbeide, K. Osahon Kumar, Rajesh Mujeeb-Ur-Rehman, Owolabi, Bodunde Falodun, Abiodun Choudhary, M. Iqbal Yousuf, Sammer Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(29)H(36)O(5), a cassane-type diterpenoid {systematic name: (4aR,5R,6R,6aS,7R,11aS,11bR)-4a,6-dihy­droxy-4,4,7,11b-tetra­methyl-1,2,3,4,4a,5,6,6a,7,11,11a,11b-dodeca­hydro­phenanthro[3,2-b]furan-5-yl 3-phenyl­prop-2-enoate}, was isolated from a medicinally important plant, Caesalpinia pulcherrima (Fabaceae). In the mol­ecule, three cyclo­hexane rings are trans-fused and adopt chair, chair and half-chair conformations. In the crystal, mol­ecules are linked via O—H⋯O hydrogen bonds, forming a tape structure along the b-axis direction. The tapes are further linked into a double-tape structure through C—H⋯π inter­actions. The Hirshfeld surface analysis indicates that the contributions to the crystal packing are H⋯H (65.5%), C⋯H (18.7%), O⋯H (14.5%) and C⋯O (0.3%). International Union of Crystallography 2018-02-23 /pmc/articles/PMC5947809/ /pubmed/29765729 http://dx.doi.org/10.1107/S2056989018002499 Text en © Ogbeide 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
Ogbeide, K. Osahon
Kumar, Rajesh
Mujeeb-Ur-Rehman,
Owolabi, Bodunde
Falodun, Abiodun
Choudhary, M. Iqbal
Yousuf, Sammer
Crystal structure and Hirshfeld surface analysis of the naturally occurring cassane-type diterpenoid, 6β-cinnamoyl-7β-hy­droxy­vouacapen-5α-ol
title Crystal structure and Hirshfeld surface analysis of the naturally occurring cassane-type diterpenoid, 6β-cinnamoyl-7β-hy­droxy­vouacapen-5α-ol
title_full Crystal structure and Hirshfeld surface analysis of the naturally occurring cassane-type diterpenoid, 6β-cinnamoyl-7β-hy­droxy­vouacapen-5α-ol
title_fullStr Crystal structure and Hirshfeld surface analysis of the naturally occurring cassane-type diterpenoid, 6β-cinnamoyl-7β-hy­droxy­vouacapen-5α-ol
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of the naturally occurring cassane-type diterpenoid, 6β-cinnamoyl-7β-hy­droxy­vouacapen-5α-ol
title_short Crystal structure and Hirshfeld surface analysis of the naturally occurring cassane-type diterpenoid, 6β-cinnamoyl-7β-hy­droxy­vouacapen-5α-ol
title_sort crystal structure and hirshfeld surface analysis of the naturally occurring cassane-type diterpenoid, 6β-cinnamoyl-7β-hy­droxy­vouacapen-5α-ol
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947809/
https://www.ncbi.nlm.nih.gov/pubmed/29765729
http://dx.doi.org/10.1107/S2056989018002499
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