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4,4′-Imino­dipyridinium bis­(hydrogen phthalate)

In the title salt, C(10)H(11)N(3) (2+)·2C(8)H(5)O(4) (−), doubly protonated 4,4′-dipyridylamine (dpa) cations participate in N—H⋯O hydrogen bonding with two hydrogen phthalate anions to form a neutral unit. Both anions contain an intramolecular O—H⋯O hydrogen bond. In the crystal structure, these un...

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Detalles Bibliográficos
Autores principales: Martin, David P., LaDuca, Robert L.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959574/
https://www.ncbi.nlm.nih.gov/pubmed/21581013
http://dx.doi.org/10.1107/S1600536808031681
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author Martin, David P.
LaDuca, Robert L.
author_facet Martin, David P.
LaDuca, Robert L.
author_sort Martin, David P.
collection PubMed
description In the title salt, C(10)H(11)N(3) (2+)·2C(8)H(5)O(4) (−), doubly protonated 4,4′-dipyridylamine (dpa) cations participate in N—H⋯O hydrogen bonding with two hydrogen phthalate anions to form a neutral unit. Both anions contain an intramolecular O—H⋯O hydrogen bond. In the crystal structure, these units form two-dimensional layers through π–π stacking inter­actions with a centroid-to-centroid distance of 3.763 (3) Å. In turn, these layers aggregate in three dimensions by additional N—H⋯O hydrogen bonding. The assignment to the noncentrosymmetric space group P1 is corroborated by chemically unreasonable aromatic ring bond distances and poor K scale factor distributions for a disordered model in the centrosymmetric P [Image: see text] space group.
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spelling pubmed-29595742010-12-30 4,4′-Imino­dipyridinium bis­(hydrogen phthalate) Martin, David P. LaDuca, Robert L. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, C(10)H(11)N(3) (2+)·2C(8)H(5)O(4) (−), doubly protonated 4,4′-dipyridylamine (dpa) cations participate in N—H⋯O hydrogen bonding with two hydrogen phthalate anions to form a neutral unit. Both anions contain an intramolecular O—H⋯O hydrogen bond. In the crystal structure, these units form two-dimensional layers through π–π stacking inter­actions with a centroid-to-centroid distance of 3.763 (3) Å. In turn, these layers aggregate in three dimensions by additional N—H⋯O hydrogen bonding. The assignment to the noncentrosymmetric space group P1 is corroborated by chemically unreasonable aromatic ring bond distances and poor K scale factor distributions for a disordered model in the centrosymmetric P [Image: see text] space group. International Union of Crystallography 2008-10-22 /pmc/articles/PMC2959574/ /pubmed/21581013 http://dx.doi.org/10.1107/S1600536808031681 Text en © Martin and LaDuca 2008 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
Martin, David P.
LaDuca, Robert L.
4,4′-Imino­dipyridinium bis­(hydrogen phthalate)
title 4,4′-Imino­dipyridinium bis­(hydrogen phthalate)
title_full 4,4′-Imino­dipyridinium bis­(hydrogen phthalate)
title_fullStr 4,4′-Imino­dipyridinium bis­(hydrogen phthalate)
title_full_unstemmed 4,4′-Imino­dipyridinium bis­(hydrogen phthalate)
title_short 4,4′-Imino­dipyridinium bis­(hydrogen phthalate)
title_sort 4,4′-imino­dipyridinium bis­(hydrogen phthalate)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2959574/
https://www.ncbi.nlm.nih.gov/pubmed/21581013
http://dx.doi.org/10.1107/S1600536808031681
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