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4,15-Dimethyl-7,12-diazoniatricyclo[10.4.0.0(2,7)]hexadeca-1(12),2,4,6,13,15-hexaene dibromide monohydrate
The title compound, C(16)H(20)N(2) (2+)·2Br(−)·H(2)O (1) is a member of the class of compounds called viologens. Viologens are quaternary salts of dipyridyls and are especially useful as redox indicators as a result of their large negative one-electron reduction potentials. Compound 1 consists of a...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7472763/ https://www.ncbi.nlm.nih.gov/pubmed/32939301 http://dx.doi.org/10.1107/S2056989020011147 |
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author | Behrman, Edward J. Hansen, Alexandar L. Yuan, Chunhua Parkin, Sean |
author_facet | Behrman, Edward J. Hansen, Alexandar L. Yuan, Chunhua Parkin, Sean |
author_sort | Behrman, Edward J. |
collection | PubMed |
description | The title compound, C(16)H(20)N(2) (2+)·2Br(−)·H(2)O (1) is a member of the class of compounds called viologens. Viologens are quaternary salts of dipyridyls and are especially useful as redox indicators as a result of their large negative one-electron reduction potentials. Compound 1 consists of a dication composed of a pair of 4-methylpyridine rings mutually joined at the 2-position, with a dihedral angle between the pyridine rings of 62.35 (4)°. In addition, the rings are tethered via the pyridine nitrogen atoms by a tetramethylene bridge. Charge balance is provided by a pair of bromide anions, which are hydrogen bonded to a single water molecule [D (O⋯Br) = 3.3670 (15) and 3.3856 (15) Å]. The crystal structure of 1, details of an improved synthesis, and a full analysis of its NMR spectra are presented. |
format | Online Article Text |
id | pubmed-7472763 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-74727632020-09-15 4,15-Dimethyl-7,12-diazoniatricyclo[10.4.0.0(2,7)]hexadeca-1(12),2,4,6,13,15-hexaene dibromide monohydrate Behrman, Edward J. Hansen, Alexandar L. Yuan, Chunhua Parkin, Sean Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(16)H(20)N(2) (2+)·2Br(−)·H(2)O (1) is a member of the class of compounds called viologens. Viologens are quaternary salts of dipyridyls and are especially useful as redox indicators as a result of their large negative one-electron reduction potentials. Compound 1 consists of a dication composed of a pair of 4-methylpyridine rings mutually joined at the 2-position, with a dihedral angle between the pyridine rings of 62.35 (4)°. In addition, the rings are tethered via the pyridine nitrogen atoms by a tetramethylene bridge. Charge balance is provided by a pair of bromide anions, which are hydrogen bonded to a single water molecule [D (O⋯Br) = 3.3670 (15) and 3.3856 (15) Å]. The crystal structure of 1, details of an improved synthesis, and a full analysis of its NMR spectra are presented. International Union of Crystallography 2020-08-18 /pmc/articles/PMC7472763/ /pubmed/32939301 http://dx.doi.org/10.1107/S2056989020011147 Text en © Behrman et al. 2020 http://creativecommons.org/licenses/by/4.0/ 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/4.0/ |
spellingShingle | Research Communications Behrman, Edward J. Hansen, Alexandar L. Yuan, Chunhua Parkin, Sean 4,15-Dimethyl-7,12-diazoniatricyclo[10.4.0.0(2,7)]hexadeca-1(12),2,4,6,13,15-hexaene dibromide monohydrate |
title | 4,15-Dimethyl-7,12-diazoniatricyclo[10.4.0.0(2,7)]hexadeca-1(12),2,4,6,13,15-hexaene dibromide monohydrate |
title_full | 4,15-Dimethyl-7,12-diazoniatricyclo[10.4.0.0(2,7)]hexadeca-1(12),2,4,6,13,15-hexaene dibromide monohydrate |
title_fullStr | 4,15-Dimethyl-7,12-diazoniatricyclo[10.4.0.0(2,7)]hexadeca-1(12),2,4,6,13,15-hexaene dibromide monohydrate |
title_full_unstemmed | 4,15-Dimethyl-7,12-diazoniatricyclo[10.4.0.0(2,7)]hexadeca-1(12),2,4,6,13,15-hexaene dibromide monohydrate |
title_short | 4,15-Dimethyl-7,12-diazoniatricyclo[10.4.0.0(2,7)]hexadeca-1(12),2,4,6,13,15-hexaene dibromide monohydrate |
title_sort | 4,15-dimethyl-7,12-diazoniatricyclo[10.4.0.0(2,7)]hexadeca-1(12),2,4,6,13,15-hexaene dibromide monohydrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7472763/ https://www.ncbi.nlm.nih.gov/pubmed/32939301 http://dx.doi.org/10.1107/S2056989020011147 |
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