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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...

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Autores principales: Behrman, Edward J., Hansen, Alexandar L., Yuan, Chunhua, Parkin, Sean
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
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.
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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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