(1S,3R,8R)-2,2-Di­chloro-3,7,7,10-tetra­methyl­tri­cyclo­[6.4.0.0(1,3)]dodec-9-en-11-one

The title compound, C(16)H(22)Cl(2)O, 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 mol­ecule is built up from fused six- and seven-membered rings and an a...

Descripción completa

Detalles Bibliográficos
Autores principales: Ourhriss, Naja, Benharref, Ahmed, Oukhrib, Abdelouahd, Daran, Jean-Claude, 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/PMC3684918/
https://www.ncbi.nlm.nih.gov/pubmed/23795020
http://dx.doi.org/10.1107/S1600536813011781
_version_ 1782273633769488384
author Ourhriss, Naja
Benharref, Ahmed
Oukhrib, Abdelouahd
Daran, Jean-Claude
Berraho, Moha
author_facet Ourhriss, Naja
Benharref, Ahmed
Oukhrib, Abdelouahd
Daran, Jean-Claude
Berraho, Moha
author_sort Ourhriss, Naja
collection PubMed
description The title compound, C(16)H(22)Cl(2)O, 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 mol­ecule is built up from fused six- and seven-membered rings and an additional three-membered ring arising from the reaction of himachalene with di­chloro­carbene. The six-membered ring has an envelope conformation, with the C atom belonging to the three-membered ring forming the flap, whereas the seven-membered ring displays a screw-boat conformation; the dihedral angle between the rings (all atoms) is 59.65 (14)°.
format Online
Article
Text
id pubmed-3684918
institution National Center for Biotechnology Information
language English
publishDate 2013
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-36849182013-06-21 (1S,3R,8R)-2,2-Di­chloro-3,7,7,10-tetra­methyl­tri­cyclo­[6.4.0.0(1,3)]dodec-9-en-11-one Ourhriss, Naja Benharref, Ahmed Oukhrib, Abdelouahd Daran, Jean-Claude Berraho, Moha Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(22)Cl(2)O, 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 mol­ecule is built up from fused six- and seven-membered rings and an additional three-membered ring arising from the reaction of himachalene with di­chloro­carbene. The six-membered ring has an envelope conformation, with the C atom belonging to the three-membered ring forming the flap, whereas the seven-membered ring displays a screw-boat conformation; the dihedral angle between the rings (all atoms) is 59.65 (14)°. International Union of Crystallography 2013-05-04 /pmc/articles/PMC3684918/ /pubmed/23795020 http://dx.doi.org/10.1107/S1600536813011781 Text en © Ourhriss 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
Ourhriss, Naja
Benharref, Ahmed
Oukhrib, Abdelouahd
Daran, Jean-Claude
Berraho, Moha
(1S,3R,8R)-2,2-Di­chloro-3,7,7,10-tetra­methyl­tri­cyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title (1S,3R,8R)-2,2-Di­chloro-3,7,7,10-tetra­methyl­tri­cyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_full (1S,3R,8R)-2,2-Di­chloro-3,7,7,10-tetra­methyl­tri­cyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_fullStr (1S,3R,8R)-2,2-Di­chloro-3,7,7,10-tetra­methyl­tri­cyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_full_unstemmed (1S,3R,8R)-2,2-Di­chloro-3,7,7,10-tetra­methyl­tri­cyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_short (1S,3R,8R)-2,2-Di­chloro-3,7,7,10-tetra­methyl­tri­cyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
title_sort (1s,3r,8r)-2,2-di­chloro-3,7,7,10-tetra­methyl­tri­cyclo­[6.4.0.0(1,3)]dodec-9-en-11-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3684918/
https://www.ncbi.nlm.nih.gov/pubmed/23795020
http://dx.doi.org/10.1107/S1600536813011781
work_keys_str_mv AT ourhrissnaja 1s3r8r22dichloro37710tetramethyltricyclo640013dodec9en11one
AT benharrefahmed 1s3r8r22dichloro37710tetramethyltricyclo640013dodec9en11one
AT oukhribabdelouahd 1s3r8r22dichloro37710tetramethyltricyclo640013dodec9en11one
AT daranjeanclaude 1s3r8r22dichloro37710tetramethyltricyclo640013dodec9en11one
AT berrahomoha 1s3r8r22dichloro37710tetramethyltricyclo640013dodec9en11one

Ejemplares similares