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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...

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Autores principales: Arman, Hadi D., Miller, Tyler, Poplaukhin, Pavel, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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