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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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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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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. |
format | Text |
id | pubmed-2959574 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT martindavidp 44iminodipyridiniumbishydrogenphthalate AT laducarobertl 44iminodipyridiniumbishydrogenphthalate |