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The co-crystal N,N′-bis[(pyridin-1-ium-2-yl)methyl]ethanedithioamide bis(2,6-dinitrobenzoate)–2,6-dinitrobenzoic acid (1/4)
The asymmetric unit of title co-crystal, C(14)H(16)N(4)S(2) (2+)·2C(7)H(3)N(2)O(6) (−)·4C(7)H(4)N(2)O(6), comprises a centrosymmetric dipyridinium dication, a 2,6-dinitrobenzoate anion and two independent 2,6-dinitrobenzoic acid molecules. The pyridinium rings are each approximately perpendicu...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790379/ https://www.ncbi.nlm.nih.gov/pubmed/24098201 http://dx.doi.org/10.1107/S1600536813023490 |
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author | Arman, Hadi D. Miller, Tyler Poplaukhin, Pavel Tiekink, Edward R. T. |
author_facet | Arman, Hadi D. Miller, Tyler Poplaukhin, Pavel Tiekink, Edward R. T. |
author_sort | Arman, Hadi D. |
collection | PubMed |
description | The asymmetric unit of title co-crystal, C(14)H(16)N(4)S(2) (2+)·2C(7)H(3)N(2)O(6) (−)·4C(7)H(4)N(2)O(6), comprises a centrosymmetric dipyridinium dication, a 2,6-dinitrobenzoate anion and two independent 2,6-dinitrobenzoic acid molecules. The pyridinium rings are each approximately perpendicular to the central dithioamide unit [dihedral angle = 80.67 (12)°]. The carboxylate/carboxylic acid groups are approximately perpendicular to the benzene ring to which they are attached [dihedral angles = 78.85 (16), 81.46 (19) and 71.28 (15)°]. By contrast, the major twist exhibited by a nitro group is manifested in a dihedral angle of 32.66 (17)°. The most prominent feature of the crystal packing is linear supramolecular chains along [1-10], featuring O—H⋯O(carboxylate) and pyridinium-N—H⋯O hydrogen bonds. These are consolidated into a three-dimensional architecture by thioamide–nitro N—H⋯O, C—H⋯O and π–π [inter-centroid distance = 3.524 (2) Å] interactions. One of the nitro O atoms was refined over two sites; the major site was 0.65 (7) occupied. |
format | Online Article Text |
id | pubmed-3790379 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37903792013-10-04 The co-crystal N,N′-bis[(pyridin-1-ium-2-yl)methyl]ethanedithioamide bis(2,6-dinitrobenzoate)–2,6-dinitrobenzoic acid (1/4) Arman, Hadi D. Miller, Tyler Poplaukhin, Pavel Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of title co-crystal, C(14)H(16)N(4)S(2) (2+)·2C(7)H(3)N(2)O(6) (−)·4C(7)H(4)N(2)O(6), comprises a centrosymmetric dipyridinium dication, a 2,6-dinitrobenzoate anion and two independent 2,6-dinitrobenzoic acid molecules. The pyridinium rings are each approximately perpendicular to the central dithioamide unit [dihedral angle = 80.67 (12)°]. The carboxylate/carboxylic acid groups are approximately perpendicular to the benzene ring to which they are attached [dihedral angles = 78.85 (16), 81.46 (19) and 71.28 (15)°]. By contrast, the major twist exhibited by a nitro group is manifested in a dihedral angle of 32.66 (17)°. The most prominent feature of the crystal packing is linear supramolecular chains along [1-10], featuring O—H⋯O(carboxylate) and pyridinium-N—H⋯O hydrogen bonds. These are consolidated into a three-dimensional architecture by thioamide–nitro N—H⋯O, C—H⋯O and π–π [inter-centroid distance = 3.524 (2) Å] interactions. One of the nitro O atoms was refined over two sites; the major site was 0.65 (7) occupied. International Union of Crystallography 2013-09-04 /pmc/articles/PMC3790379/ /pubmed/24098201 http://dx.doi.org/10.1107/S1600536813023490 Text en © Arman et al. 2013 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 Arman, Hadi D. Miller, Tyler Poplaukhin, Pavel Tiekink, Edward R. T. The co-crystal N,N′-bis[(pyridin-1-ium-2-yl)methyl]ethanedithioamide bis(2,6-dinitrobenzoate)–2,6-dinitrobenzoic acid (1/4) |
title | The co-crystal N,N′-bis[(pyridin-1-ium-2-yl)methyl]ethanedithioamide bis(2,6-dinitrobenzoate)–2,6-dinitrobenzoic acid (1/4) |
title_full | The co-crystal N,N′-bis[(pyridin-1-ium-2-yl)methyl]ethanedithioamide bis(2,6-dinitrobenzoate)–2,6-dinitrobenzoic acid (1/4) |
title_fullStr | The co-crystal N,N′-bis[(pyridin-1-ium-2-yl)methyl]ethanedithioamide bis(2,6-dinitrobenzoate)–2,6-dinitrobenzoic acid (1/4) |
title_full_unstemmed | The co-crystal N,N′-bis[(pyridin-1-ium-2-yl)methyl]ethanedithioamide bis(2,6-dinitrobenzoate)–2,6-dinitrobenzoic acid (1/4) |
title_short | The co-crystal N,N′-bis[(pyridin-1-ium-2-yl)methyl]ethanedithioamide bis(2,6-dinitrobenzoate)–2,6-dinitrobenzoic acid (1/4) |
title_sort | co-crystal n,n′-bis[(pyridin-1-ium-2-yl)methyl]ethanedithioamide bis(2,6-dinitrobenzoate)–2,6-dinitrobenzoic acid (1/4) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3790379/ https://www.ncbi.nlm.nih.gov/pubmed/24098201 http://dx.doi.org/10.1107/S1600536813023490 |
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