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Redetermined structure, intermolecular interactions and absolute configuration of royleanone
The structure of the title diterpenoid, C(20)H(28)O(3), {systematic name: (4bS,8aS)-3-hydroxy-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-1,4-dione} is confirmed [Eugster et al. (1993 ▶). Private communication (refcode HACGUN). CCDC, Union Road, Cambridge] and its packin...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089143/ https://www.ncbi.nlm.nih.gov/pubmed/21754362 http://dx.doi.org/10.1107/S1600536811011457 |
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author | Fun, Hoong-Kun Chantrapromma, Suchada Salae, Abdul Wahab Razak, Ibrahim Abdul Karalai, Chatchanok |
author_facet | Fun, Hoong-Kun Chantrapromma, Suchada Salae, Abdul Wahab Razak, Ibrahim Abdul Karalai, Chatchanok |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | The structure of the title diterpenoid, C(20)H(28)O(3), {systematic name: (4bS,8aS)-3-hydroxy-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-1,4-dione} is confirmed [Eugster et al. (1993 ▶). Private communication (refcode HACGUN). CCDC, Union Road, Cambridge] and its packing is now described. Its absolute structure was established by refinement against data collected with Cu radiation: the two stereogenic centres both have S configurations. One cyclohexane ring adopts a chair conformation whereas the other cyclohexane ring is in a half-chair conformation and the benzoquinone ring is slightly twisted. An intramolecular O—H⋯O hydrogen bond generates an S(5) ring motif. In the crystal, molecules are linked into chains along [010] by O—H⋯O hydrogen bonds and weak C—H⋯O interactions. The packing also features C⋯O [3.131 (3) Å] short contacts. |
format | Text |
id | pubmed-3089143 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30891432011-07-13 Redetermined structure, intermolecular interactions and absolute configuration of royleanone Fun, Hoong-Kun Chantrapromma, Suchada Salae, Abdul Wahab Razak, Ibrahim Abdul Karalai, Chatchanok Acta Crystallogr Sect E Struct Rep Online Organic Papers The structure of the title diterpenoid, C(20)H(28)O(3), {systematic name: (4bS,8aS)-3-hydroxy-2-isopropyl-4b,8,8-trimethyl-4b,5,6,7,8,8a,9,10-octahydrophenanthrene-1,4-dione} is confirmed [Eugster et al. (1993 ▶). Private communication (refcode HACGUN). CCDC, Union Road, Cambridge] and its packing is now described. Its absolute structure was established by refinement against data collected with Cu radiation: the two stereogenic centres both have S configurations. One cyclohexane ring adopts a chair conformation whereas the other cyclohexane ring is in a half-chair conformation and the benzoquinone ring is slightly twisted. An intramolecular O—H⋯O hydrogen bond generates an S(5) ring motif. In the crystal, molecules are linked into chains along [010] by O—H⋯O hydrogen bonds and weak C—H⋯O interactions. The packing also features C⋯O [3.131 (3) Å] short contacts. International Union of Crystallography 2011-04-07 /pmc/articles/PMC3089143/ /pubmed/21754362 http://dx.doi.org/10.1107/S1600536811011457 Text en © Fun et al. 2011 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 | Organic Papers Fun, Hoong-Kun Chantrapromma, Suchada Salae, Abdul Wahab Razak, Ibrahim Abdul Karalai, Chatchanok Redetermined structure, intermolecular interactions and absolute configuration of royleanone |
title | Redetermined structure, intermolecular interactions and absolute configuration of royleanone |
title_full | Redetermined structure, intermolecular interactions and absolute configuration of royleanone |
title_fullStr | Redetermined structure, intermolecular interactions and absolute configuration of royleanone |
title_full_unstemmed | Redetermined structure, intermolecular interactions and absolute configuration of royleanone |
title_short | Redetermined structure, intermolecular interactions and absolute configuration of royleanone |
title_sort | redetermined structure, intermolecular interactions and absolute configuration of royleanone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3089143/ https://www.ncbi.nlm.nih.gov/pubmed/21754362 http://dx.doi.org/10.1107/S1600536811011457 |
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