Cargando…

Crystal structures of two bi­cyclo­[5.1.0]octa­nes: potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate and cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate

The crystal structures of the trans-fused compound potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate, K(+)·C(9)H(13)O(2) (−)·H(2)O, (I), and of cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate, C(14)H(17)BrO(3)S, (II), have been determined. Compound (I) represents the smalles...

Descripción completa

Detalles Bibliográficos
Autores principales: Corfield, Peter W. R., Kershaw, Richard A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588580/
https://www.ncbi.nlm.nih.gov/pubmed/28932474
http://dx.doi.org/10.1107/S2056989017011756
_version_ 1783262201355698176
author Corfield, Peter W. R.
Kershaw, Richard A.
author_facet Corfield, Peter W. R.
Kershaw, Richard A.
author_sort Corfield, Peter W. R.
collection PubMed
description The crystal structures of the trans-fused compound potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate, K(+)·C(9)H(13)O(2) (−)·H(2)O, (I), and of cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate, C(14)H(17)BrO(3)S, (II), have been determined. Compound (I) represents the smallest trans-fused cyclo­propane structure known to date, and features the expected shortening of the bridging C—C bond relative to the other cyclo­propane bond lengths, in contrast to the cis-fused system, (II), where all of the cyclo­propane bond lengths are the same. The bicyclic ring system of (I) is disordered across a crystallographic mirror plane. The geometries of the cis-fused and trans-fused ring systems are compared.
format Online
Article
Text
id pubmed-5588580
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-55885802017-09-20 Crystal structures of two bi­cyclo­[5.1.0]octa­nes: potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate and cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate Corfield, Peter W. R. Kershaw, Richard A. Acta Crystallogr E Crystallogr Commun Research Communications The crystal structures of the trans-fused compound potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate, K(+)·C(9)H(13)O(2) (−)·H(2)O, (I), and of cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate, C(14)H(17)BrO(3)S, (II), have been determined. Compound (I) represents the smallest trans-fused cyclo­propane structure known to date, and features the expected shortening of the bridging C—C bond relative to the other cyclo­propane bond lengths, in contrast to the cis-fused system, (II), where all of the cyclo­propane bond lengths are the same. The bicyclic ring system of (I) is disordered across a crystallographic mirror plane. The geometries of the cis-fused and trans-fused ring systems are compared. International Union of Crystallography 2017-08-21 /pmc/articles/PMC5588580/ /pubmed/28932474 http://dx.doi.org/10.1107/S2056989017011756 Text en © Corfield and Kershaw 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Corfield, Peter W. R.
Kershaw, Richard A.
Crystal structures of two bi­cyclo­[5.1.0]octa­nes: potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate and cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate
title Crystal structures of two bi­cyclo­[5.1.0]octa­nes: potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate and cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate
title_full Crystal structures of two bi­cyclo­[5.1.0]octa­nes: potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate and cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate
title_fullStr Crystal structures of two bi­cyclo­[5.1.0]octa­nes: potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate and cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate
title_full_unstemmed Crystal structures of two bi­cyclo­[5.1.0]octa­nes: potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate and cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate
title_short Crystal structures of two bi­cyclo­[5.1.0]octa­nes: potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate and cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate
title_sort crystal structures of two bi­cyclo­[5.1.0]octa­nes: potassium trans-bi­cyclo­[5.1.0]octane-4-carboxyl­ate monohydrate and cis-bi­cyclo­[5.1.0]octan-4-yl 4-bromo­benzene­sulfonate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588580/
https://www.ncbi.nlm.nih.gov/pubmed/28932474
http://dx.doi.org/10.1107/S2056989017011756
work_keys_str_mv AT corfieldpeterwr crystalstructuresoftwobicyclo510octanespotassiumtransbicyclo510octane4carboxylatemonohydrateandcisbicyclo510octan4yl4bromobenzenesulfonate
AT kershawricharda crystalstructuresoftwobicyclo510octanespotassiumtransbicyclo510octane4carboxylatemonohydrateandcisbicyclo510octan4yl4bromobenzenesulfonate