endo,endo-Tetra­cyclo­[6.2.1.1(3,6).0(2,7)]dodeca-9-en-anti-11-yl 4-bromo­benzoate

The title compound 1-OPBB, C(19)H(19)BrO(2), contains a dechlorinated and hydrogenated isodrin backbone with an anti-4-bromo­benzoate substituent at one of the methano bridges. The dihedral angle between the CO(2) ester plane and the benzene ring plane is 8.5 (2)°. In the crystal, the ester groups s...

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Detalles Bibliográficos
Autores principales: Lloyd, Barry A., Arif, Atta M., Coots, Robert J.
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/PMC3569263/
https://www.ncbi.nlm.nih.gov/pubmed/23424486
http://dx.doi.org/10.1107/S1600536812051902
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author Lloyd, Barry A.
Arif, Atta M.
Coots, Robert J.
author_facet Lloyd, Barry A.
Arif, Atta M.
Coots, Robert J.
author_sort Lloyd, Barry A.
collection PubMed
description The title compound 1-OPBB, C(19)H(19)BrO(2), contains a dechlorinated and hydrogenated isodrin backbone with an anti-4-bromo­benzoate substituent at one of the methano bridges. The dihedral angle between the CO(2) ester plane and the benzene ring plane is 8.5 (2)°. In the crystal, the ester groups stack over benzene rings: the mol­ecules pack as conformational enanti­omers, with nearest parallel benzene ring planes separated by a perpendicular distance of 3.339 (1) Å. The nearest benzene-ring centroids are 5.266 (1) Å apart. Possible structural correlation with enhanced solvolytic reactivity is investigated.
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spelling pubmed-35692632013-02-19 endo,endo-Tetra­cyclo­[6.2.1.1(3,6).0(2,7)]dodeca-9-en-anti-11-yl 4-bromo­benzoate Lloyd, Barry A. Arif, Atta M. Coots, Robert J. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound 1-OPBB, C(19)H(19)BrO(2), contains a dechlorinated and hydrogenated isodrin backbone with an anti-4-bromo­benzoate substituent at one of the methano bridges. The dihedral angle between the CO(2) ester plane and the benzene ring plane is 8.5 (2)°. In the crystal, the ester groups stack over benzene rings: the mol­ecules pack as conformational enanti­omers, with nearest parallel benzene ring planes separated by a perpendicular distance of 3.339 (1) Å. The nearest benzene-ring centroids are 5.266 (1) Å apart. Possible structural correlation with enhanced solvolytic reactivity is investigated. International Union of Crystallography 2013-01-09 /pmc/articles/PMC3569263/ /pubmed/23424486 http://dx.doi.org/10.1107/S1600536812051902 Text en © Lloyd 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
Lloyd, Barry A.
Arif, Atta M.
Coots, Robert J.
endo,endo-Tetra­cyclo­[6.2.1.1(3,6).0(2,7)]dodeca-9-en-anti-11-yl 4-bromo­benzoate
title endo,endo-Tetra­cyclo­[6.2.1.1(3,6).0(2,7)]dodeca-9-en-anti-11-yl 4-bromo­benzoate
title_full endo,endo-Tetra­cyclo­[6.2.1.1(3,6).0(2,7)]dodeca-9-en-anti-11-yl 4-bromo­benzoate
title_fullStr endo,endo-Tetra­cyclo­[6.2.1.1(3,6).0(2,7)]dodeca-9-en-anti-11-yl 4-bromo­benzoate
title_full_unstemmed endo,endo-Tetra­cyclo­[6.2.1.1(3,6).0(2,7)]dodeca-9-en-anti-11-yl 4-bromo­benzoate
title_short endo,endo-Tetra­cyclo­[6.2.1.1(3,6).0(2,7)]dodeca-9-en-anti-11-yl 4-bromo­benzoate
title_sort endo,endo-tetra­cyclo­[6.2.1.1(3,6).0(2,7)]dodeca-9-en-anti-11-yl 4-bromo­benzoate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3569263/
https://www.ncbi.nlm.nih.gov/pubmed/23424486
http://dx.doi.org/10.1107/S1600536812051902
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AT cootsrobertj endoendotetracyclo621136027dodeca9enanti11yl4bromobenzoate

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