Sulfonated 1,3-bis­(4-pyrid­yl)propane

In the title compound, 4-[3-(3-sulfonato­pyridin-1-ium-4-yl)prop­yl]pyridin-1-ium-3-sulfonate, C(13)H(14)N(2)O(6)S(2), the mol­ecule is zwitterionic, with the sulfonic acid proton transfered to the basic pyridine N atom. Also, the structure adopts a butterfly-like conformation with the sulfonate gro...

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Detalles Bibliográficos
Autores principales: Kuyinu, Ore, Purdy, Andrew P., Butcher, Ray J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120508/
https://www.ncbi.nlm.nih.gov/pubmed/21754894
http://dx.doi.org/10.1107/S1600536811018563
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author Kuyinu, Ore
Purdy, Andrew P.
Butcher, Ray J.
author_facet Kuyinu, Ore
Purdy, Andrew P.
Butcher, Ray J.
author_sort Kuyinu, Ore
collection PubMed
description In the title compound, 4-[3-(3-sulfonato­pyridin-1-ium-4-yl)prop­yl]pyridin-1-ium-3-sulfonate, C(13)H(14)N(2)O(6)S(2), the mol­ecule is zwitterionic, with the sulfonic acid proton transfered to the basic pyridine N atom. Also, the structure adopts a butterfly-like conformation with the sulfonate groups on opposite sides of the ‘wings’. The dihedral angle between the two pyridinium rings is 83.56 (7)°, and this results in the mol­ecule having a chiral conformation and packing. There is strong inter­molecular hydrogen bonding between the pyridinium H and sulfonate O atoms of adjoining mol­ecules. In addition, there are weaker inter­molecular C—H⋯O inter­actions.
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spelling pubmed-31205082011-07-13 Sulfonated 1,3-bis­(4-pyrid­yl)propane Kuyinu, Ore Purdy, Andrew P. Butcher, Ray J. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, 4-[3-(3-sulfonato­pyridin-1-ium-4-yl)prop­yl]pyridin-1-ium-3-sulfonate, C(13)H(14)N(2)O(6)S(2), the mol­ecule is zwitterionic, with the sulfonic acid proton transfered to the basic pyridine N atom. Also, the structure adopts a butterfly-like conformation with the sulfonate groups on opposite sides of the ‘wings’. The dihedral angle between the two pyridinium rings is 83.56 (7)°, and this results in the mol­ecule having a chiral conformation and packing. There is strong inter­molecular hydrogen bonding between the pyridinium H and sulfonate O atoms of adjoining mol­ecules. In addition, there are weaker inter­molecular C—H⋯O inter­actions. International Union of Crystallography 2011-05-28 /pmc/articles/PMC3120508/ /pubmed/21754894 http://dx.doi.org/10.1107/S1600536811018563 Text en © Kuyinu et al. 2011 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
Kuyinu, Ore
Purdy, Andrew P.
Butcher, Ray J.
Sulfonated 1,3-bis­(4-pyrid­yl)propane
title Sulfonated 1,3-bis­(4-pyrid­yl)propane
title_full Sulfonated 1,3-bis­(4-pyrid­yl)propane
title_fullStr Sulfonated 1,3-bis­(4-pyrid­yl)propane
title_full_unstemmed Sulfonated 1,3-bis­(4-pyrid­yl)propane
title_short Sulfonated 1,3-bis­(4-pyrid­yl)propane
title_sort sulfonated 1,3-bis­(4-pyrid­yl)propane
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120508/
https://www.ncbi.nlm.nih.gov/pubmed/21754894
http://dx.doi.org/10.1107/S1600536811018563
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AT purdyandrewp sulfonated13bis4pyridylpropane
AT butcherrayj sulfonated13bis4pyridylpropane

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