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2-Carboxylatopyridinium–4-nitrophenol (1/1)
In the title 1:1 adduct, C(6)H(5)NO(3)·C(6)H(5)NO(2), both molecules are almost planar (r.m.s. deviations for the non-H atoms = 0.027 and 0.023 Å for 4-nitrophenol and 2-carboxylatopyridinium, respectively). The pyridine molecule crystallizes as a zwitterion (nominal proton transfer from the car...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998544/ https://www.ncbi.nlm.nih.gov/pubmed/24826152 http://dx.doi.org/10.1107/S1600536814005650 |
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author | Sankar, A. Ambalatharasu, S. Peramaiyan, G. Chakkaravarthi, G. Kanagadurai, R. |
author_facet | Sankar, A. Ambalatharasu, S. Peramaiyan, G. Chakkaravarthi, G. Kanagadurai, R. |
author_sort | Sankar, A. |
collection | PubMed |
description | In the title 1:1 adduct, C(6)H(5)NO(3)·C(6)H(5)NO(2), both molecules are almost planar (r.m.s. deviations for the non-H atoms = 0.027 and 0.023 Å for 4-nitrophenol and 2-carboxylatopyridinium, respectively). The pyridine molecule crystallizes as a zwitterion (nominal proton transfer from the carboxylic acid group to the N atom in the ring). In the crystal, inversion dimers of the zwitterions linked by pairs of N—H⋯O hydrogen bonds generate R (2) (2)(10) loops; two 4-nitrophenol molecules link to the dimer by O—H⋯O hydrogen bonds, generating a four-molecule aggregate. These are linked by C—H⋯O interactions, forming a three-dimensional network. |
format | Online Article Text |
id | pubmed-3998544 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39985442014-05-13 2-Carboxylatopyridinium–4-nitrophenol (1/1) Sankar, A. Ambalatharasu, S. Peramaiyan, G. Chakkaravarthi, G. Kanagadurai, R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title 1:1 adduct, C(6)H(5)NO(3)·C(6)H(5)NO(2), both molecules are almost planar (r.m.s. deviations for the non-H atoms = 0.027 and 0.023 Å for 4-nitrophenol and 2-carboxylatopyridinium, respectively). The pyridine molecule crystallizes as a zwitterion (nominal proton transfer from the carboxylic acid group to the N atom in the ring). In the crystal, inversion dimers of the zwitterions linked by pairs of N—H⋯O hydrogen bonds generate R (2) (2)(10) loops; two 4-nitrophenol molecules link to the dimer by O—H⋯O hydrogen bonds, generating a four-molecule aggregate. These are linked by C—H⋯O interactions, forming a three-dimensional network. International Union of Crystallography 2014-03-15 /pmc/articles/PMC3998544/ /pubmed/24826152 http://dx.doi.org/10.1107/S1600536814005650 Text en © Sankar et al. 2014 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 Sankar, A. Ambalatharasu, S. Peramaiyan, G. Chakkaravarthi, G. Kanagadurai, R. 2-Carboxylatopyridinium–4-nitrophenol (1/1) |
title | 2-Carboxylatopyridinium–4-nitrophenol (1/1) |
title_full | 2-Carboxylatopyridinium–4-nitrophenol (1/1) |
title_fullStr | 2-Carboxylatopyridinium–4-nitrophenol (1/1) |
title_full_unstemmed | 2-Carboxylatopyridinium–4-nitrophenol (1/1) |
title_short | 2-Carboxylatopyridinium–4-nitrophenol (1/1) |
title_sort | 2-carboxylatopyridinium–4-nitrophenol (1/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998544/ https://www.ncbi.nlm.nih.gov/pubmed/24826152 http://dx.doi.org/10.1107/S1600536814005650 |
work_keys_str_mv | AT sankara 2carboxylatopyridinium4nitrophenol11 AT ambalatharasus 2carboxylatopyridinium4nitrophenol11 AT peramaiyang 2carboxylatopyridinium4nitrophenol11 AT chakkaravarthig 2carboxylatopyridinium4nitrophenol11 AT kanagadurair 2carboxylatopyridinium4nitrophenol11 |