Crystal structure of (1S,3R,8R,9S,10R)-10-bromo­methyl-2,2-di­chloro-9,10-ep­oxy-3,7,7-tri­methyl­tri­cyclo­[6.4.0.0(1,3)]dodeca­ne

The title compound, C(16)H(23)BrCl(2)O, was synthesized in three steps 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 mol­ecule is built up from two fused six- and seven-me...

Descripción completa

Detalles Bibliográficos
Autores principales: Benharref, Ahmed, El Ammari, Lahcen, Saadi, Mohamed, Berraho, Moha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Data Reports
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4420093/
https://www.ncbi.nlm.nih.gov/pubmed/25995906
http://dx.doi.org/10.1107/S205698901500657X
_version_ 1782369668445503488
author Benharref, Ahmed
El Ammari, Lahcen
Saadi, Mohamed
Berraho, Moha
author_facet Benharref, Ahmed
El Ammari, Lahcen
Saadi, Mohamed
Berraho, Moha
author_sort Benharref, Ahmed
collection PubMed
description The title compound, C(16)H(23)BrCl(2)O, was synthesized in three steps 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 mol­ecule is built up from two fused six- and seven-membered rings, each linked to a three-membered ring. The six-membered ring has a screw-boat conformation, whereas the seven-membered ring displays a twist-boat conformation. The absolute structure was established unambiguously from anomalous dispersion effects.
format Online
Article
Text
id pubmed-4420093
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-44200932015-05-20 Crystal structure of (1S,3R,8R,9S,10R)-10-bromo­methyl-2,2-di­chloro-9,10-ep­oxy-3,7,7-tri­methyl­tri­cyclo­[6.4.0.0(1,3)]dodeca­ne Benharref, Ahmed El Ammari, Lahcen Saadi, Mohamed Berraho, Moha Acta Crystallogr E Crystallogr Commun Data Reports The title compound, C(16)H(23)BrCl(2)O, was synthesized in three steps 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 mol­ecule is built up from two fused six- and seven-membered rings, each linked to a three-membered ring. The six-membered ring has a screw-boat conformation, whereas the seven-membered ring displays a twist-boat conformation. The absolute structure was established unambiguously from anomalous dispersion effects. International Union of Crystallography 2015-04-09 /pmc/articles/PMC4420093/ /pubmed/25995906 http://dx.doi.org/10.1107/S205698901500657X Text en © Benharref 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
Benharref, Ahmed
El Ammari, Lahcen
Saadi, Mohamed
Berraho, Moha
Crystal structure of (1S,3R,8R,9S,10R)-10-bromo­methyl-2,2-di­chloro-9,10-ep­oxy-3,7,7-tri­methyl­tri­cyclo­[6.4.0.0(1,3)]dodeca­ne
title Crystal structure of (1S,3R,8R,9S,10R)-10-bromo­methyl-2,2-di­chloro-9,10-ep­oxy-3,7,7-tri­methyl­tri­cyclo­[6.4.0.0(1,3)]dodeca­ne
title_full Crystal structure of (1S,3R,8R,9S,10R)-10-bromo­methyl-2,2-di­chloro-9,10-ep­oxy-3,7,7-tri­methyl­tri­cyclo­[6.4.0.0(1,3)]dodeca­ne
title_fullStr Crystal structure of (1S,3R,8R,9S,10R)-10-bromo­methyl-2,2-di­chloro-9,10-ep­oxy-3,7,7-tri­methyl­tri­cyclo­[6.4.0.0(1,3)]dodeca­ne
title_full_unstemmed Crystal structure of (1S,3R,8R,9S,10R)-10-bromo­methyl-2,2-di­chloro-9,10-ep­oxy-3,7,7-tri­methyl­tri­cyclo­[6.4.0.0(1,3)]dodeca­ne
title_short Crystal structure of (1S,3R,8R,9S,10R)-10-bromo­methyl-2,2-di­chloro-9,10-ep­oxy-3,7,7-tri­methyl­tri­cyclo­[6.4.0.0(1,3)]dodeca­ne
title_sort crystal structure of (1s,3r,8r,9s,10r)-10-bromo­methyl-2,2-di­chloro-9,10-ep­oxy-3,7,7-tri­methyl­tri­cyclo­[6.4.0.0(1,3)]dodeca­ne
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4420093/
https://www.ncbi.nlm.nih.gov/pubmed/25995906
http://dx.doi.org/10.1107/S205698901500657X
work_keys_str_mv AT benharrefahmed crystalstructureof1s3r8r9s10r10bromomethyl22dichloro910epoxy377trimethyltricyclo640013dodecane
AT elammarilahcen crystalstructureof1s3r8r9s10r10bromomethyl22dichloro910epoxy377trimethyltricyclo640013dodecane
AT saadimohamed crystalstructureof1s3r8r9s10r10bromomethyl22dichloro910epoxy377trimethyltricyclo640013dodecane
AT berrahomoha crystalstructureof1s3r8r9s10r10bromomethyl22dichloro910epoxy377trimethyltricyclo640013dodecane

Ejemplares similares