Cargando…
5-Bromo-4-(3,5-dibromo-2-hydroxyphenyl)-2-(piperidin-1-yl)-1,3-dithiol-2-ylium bromide
In the title salt, C(14)H(13)Br(3)NOS(2) (+)·Br(−), synthesized by bromination of mesoionic 2-[2-(piperidin-1-yl)-1,3-dithiol-2-ylium-4-yl]phenolate in glacial acetic acid, the dihedral angle between the 1,3-dithiolium ring and the phenolic substituent ring is 45.9 (3)° due to the steric influenc...
Autores principales: | , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3770374/ https://www.ncbi.nlm.nih.gov/pubmed/24046659 http://dx.doi.org/10.1107/S1600536813016048 |
_version_ | 1782284075183112192 |
---|---|
author | Chirita, Paul Hrib, Cristian G. Birsa, Lucian M. |
author_facet | Chirita, Paul Hrib, Cristian G. Birsa, Lucian M. |
author_sort | Chirita, Paul |
collection | PubMed |
description | In the title salt, C(14)H(13)Br(3)NOS(2) (+)·Br(−), synthesized by bromination of mesoionic 2-[2-(piperidin-1-yl)-1,3-dithiol-2-ylium-4-yl]phenolate in glacial acetic acid, the dihedral angle between the 1,3-dithiolium ring and the phenolic substituent ring is 45.9 (3)° due to the steric influence of the ortho-Br group on the 1,3-dithiolium ring. The piperidine ring adopts a chair conformation. In the crystal, the cation and anion are linked by an O—H⋯Br hydrogen bond. |
format | Online Article Text |
id | pubmed-3770374 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37703742013-09-17 5-Bromo-4-(3,5-dibromo-2-hydroxyphenyl)-2-(piperidin-1-yl)-1,3-dithiol-2-ylium bromide Chirita, Paul Hrib, Cristian G. Birsa, Lucian M. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(14)H(13)Br(3)NOS(2) (+)·Br(−), synthesized by bromination of mesoionic 2-[2-(piperidin-1-yl)-1,3-dithiol-2-ylium-4-yl]phenolate in glacial acetic acid, the dihedral angle between the 1,3-dithiolium ring and the phenolic substituent ring is 45.9 (3)° due to the steric influence of the ortho-Br group on the 1,3-dithiolium ring. The piperidine ring adopts a chair conformation. In the crystal, the cation and anion are linked by an O—H⋯Br hydrogen bond. International Union of Crystallography 2013-06-15 /pmc/articles/PMC3770374/ /pubmed/24046659 http://dx.doi.org/10.1107/S1600536813016048 Text en © Chirita 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 Chirita, Paul Hrib, Cristian G. Birsa, Lucian M. 5-Bromo-4-(3,5-dibromo-2-hydroxyphenyl)-2-(piperidin-1-yl)-1,3-dithiol-2-ylium bromide |
title | 5-Bromo-4-(3,5-dibromo-2-hydroxyphenyl)-2-(piperidin-1-yl)-1,3-dithiol-2-ylium bromide |
title_full | 5-Bromo-4-(3,5-dibromo-2-hydroxyphenyl)-2-(piperidin-1-yl)-1,3-dithiol-2-ylium bromide |
title_fullStr | 5-Bromo-4-(3,5-dibromo-2-hydroxyphenyl)-2-(piperidin-1-yl)-1,3-dithiol-2-ylium bromide |
title_full_unstemmed | 5-Bromo-4-(3,5-dibromo-2-hydroxyphenyl)-2-(piperidin-1-yl)-1,3-dithiol-2-ylium bromide |
title_short | 5-Bromo-4-(3,5-dibromo-2-hydroxyphenyl)-2-(piperidin-1-yl)-1,3-dithiol-2-ylium bromide |
title_sort | 5-bromo-4-(3,5-dibromo-2-hydroxyphenyl)-2-(piperidin-1-yl)-1,3-dithiol-2-ylium bromide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3770374/ https://www.ncbi.nlm.nih.gov/pubmed/24046659 http://dx.doi.org/10.1107/S1600536813016048 |
work_keys_str_mv | AT chiritapaul 5bromo435dibromo2hydroxyphenyl2piperidin1yl13dithiol2yliumbromide AT hribcristiang 5bromo435dibromo2hydroxyphenyl2piperidin1yl13dithiol2yliumbromide AT birsalucianm 5bromo435dibromo2hydroxyphenyl2piperidin1yl13dithiol2yliumbromide |