(1S,3S,8R,9S,11R)-10,10-Di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0(1,3).0(9,11)]trideca­ne

The title compound, C(17)H(26)Cl(2), was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The asymmetric unit contains two independent mol­ecules with similar conform...

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Autores principales: Benharref, Ahmed, Ourhriss, Najia, El Ammari, Lahcen, Saadi, Mohamed, Berraho, Moha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685081/
https://www.ncbi.nlm.nih.gov/pubmed/23795100
http://dx.doi.org/10.1107/S1600536813013457
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author Benharref, Ahmed
Ourhriss, Najia
El Ammari, Lahcen
Saadi, Mohamed
Berraho, Moha
author_facet Benharref, Ahmed
Ourhriss, Najia
El Ammari, Lahcen
Saadi, Mohamed
Berraho, Moha
author_sort Benharref, Ahmed
collection PubMed
description The title compound, C(17)H(26)Cl(2), was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The asymmetric unit contains two independent mol­ecules with similar conformations. Each mol­ecule is built up from fused six- and seven-membered rings and two three-membered rings from the reaction of β-himachalene with di­chloro­carbene. In both mol­ecules, the six-membered ring has a half-chair conformation, whereas the seven-membered ring displays a boat conformation. The absolute configuration was established from anomalous dispersion effects.
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spelling pubmed-36850812013-06-21 (1S,3S,8R,9S,11R)-10,10-Di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0(1,3).0(9,11)]trideca­ne Benharref, Ahmed Ourhriss, Najia El Ammari, Lahcen Saadi, Mohamed Berraho, Moha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(26)Cl(2), was synthesized from β-himachalene (3,5,5,9-tetra­methyl-2,4a,5,6,7,8-hexa­hydro-1H-benzo­cyclo­heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus Atlantica). The asymmetric unit contains two independent mol­ecules with similar conformations. Each mol­ecule is built up from fused six- and seven-membered rings and two three-membered rings from the reaction of β-himachalene with di­chloro­carbene. In both mol­ecules, the six-membered ring has a half-chair conformation, whereas the seven-membered ring displays a boat conformation. The absolute configuration was established from anomalous dispersion effects. International Union of Crystallography 2013-05-22 /pmc/articles/PMC3685081/ /pubmed/23795100 http://dx.doi.org/10.1107/S1600536813013457 Text en © Benharref et al. 2013 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
Benharref, Ahmed
Ourhriss, Najia
El Ammari, Lahcen
Saadi, Mohamed
Berraho, Moha
(1S,3S,8R,9S,11R)-10,10-Di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0(1,3).0(9,11)]trideca­ne
title (1S,3S,8R,9S,11R)-10,10-Di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0(1,3).0(9,11)]trideca­ne
title_full (1S,3S,8R,9S,11R)-10,10-Di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0(1,3).0(9,11)]trideca­ne
title_fullStr (1S,3S,8R,9S,11R)-10,10-Di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0(1,3).0(9,11)]trideca­ne
title_full_unstemmed (1S,3S,8R,9S,11R)-10,10-Di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0(1,3).0(9,11)]trideca­ne
title_short (1S,3S,8R,9S,11R)-10,10-Di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0(1,3).0(9,11)]trideca­ne
title_sort (1s,3s,8r,9s,11r)-10,10-di­chloro-3,7,7,11-tetra­methyl­tetra­cyclo[6.5.0.0(1,3).0(9,11)]trideca­ne
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3685081/
https://www.ncbi.nlm.nih.gov/pubmed/23795100
http://dx.doi.org/10.1107/S1600536813013457
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