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2-Amino-5-methylpyridinium 4-chlorobenzoate
The 4-chlorobenzoate anion of the title salt, C(6)H(9)N(2) (+)·C(7)H(4)ClO(2) (−), is nearly planar with a dihedral angle of 5.14 (16)° between the benzene ring and the carboxylate group. In the crystal, the protonated N atom and the 2-amino group of the cation are hydrogen bonded to the carboxyl...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588320/ https://www.ncbi.nlm.nih.gov/pubmed/23476392 http://dx.doi.org/10.1107/S1600536812051021 |
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author | Thanigaimani, Kaliyaperumal Farhadikoutenaei, Abbas Arshad, Suhana Razak, Ibrahim Abdul |
author_facet | Thanigaimani, Kaliyaperumal Farhadikoutenaei, Abbas Arshad, Suhana Razak, Ibrahim Abdul |
author_sort | Thanigaimani, Kaliyaperumal |
collection | PubMed |
description | The 4-chlorobenzoate anion of the title salt, C(6)H(9)N(2) (+)·C(7)H(4)ClO(2) (−), is nearly planar with a dihedral angle of 5.14 (16)° between the benzene ring and the carboxylate group. In the crystal, the protonated N atom and the 2-amino group of the cation are hydrogen bonded to the carboxylate O atoms of the anion via a pair of N—H⋯O hydrogen bonds with an R (2) (2)(8) ring motif. The ion pairs are further connected via N—H⋯O and weak C—H⋯O hydrogen bonds, forming a two-dimensional network parallel to the bc plane. The crystal structure also features a π–π stacking interaction between the pyridinium and benzene rings with a centroid–centroid distance of 3.7948 (9) Å. |
format | Online Article Text |
id | pubmed-3588320 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35883202013-03-08 2-Amino-5-methylpyridinium 4-chlorobenzoate Thanigaimani, Kaliyaperumal Farhadikoutenaei, Abbas Arshad, Suhana Razak, Ibrahim Abdul Acta Crystallogr Sect E Struct Rep Online Organic Papers The 4-chlorobenzoate anion of the title salt, C(6)H(9)N(2) (+)·C(7)H(4)ClO(2) (−), is nearly planar with a dihedral angle of 5.14 (16)° between the benzene ring and the carboxylate group. In the crystal, the protonated N atom and the 2-amino group of the cation are hydrogen bonded to the carboxylate O atoms of the anion via a pair of N—H⋯O hydrogen bonds with an R (2) (2)(8) ring motif. The ion pairs are further connected via N—H⋯O and weak C—H⋯O hydrogen bonds, forming a two-dimensional network parallel to the bc plane. The crystal structure also features a π–π stacking interaction between the pyridinium and benzene rings with a centroid–centroid distance of 3.7948 (9) Å. International Union of Crystallography 2012-12-22 /pmc/articles/PMC3588320/ /pubmed/23476392 http://dx.doi.org/10.1107/S1600536812051021 Text en © Thanigaimani 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 Thanigaimani, Kaliyaperumal Farhadikoutenaei, Abbas Arshad, Suhana Razak, Ibrahim Abdul 2-Amino-5-methylpyridinium 4-chlorobenzoate |
title | 2-Amino-5-methylpyridinium 4-chlorobenzoate |
title_full | 2-Amino-5-methylpyridinium 4-chlorobenzoate |
title_fullStr | 2-Amino-5-methylpyridinium 4-chlorobenzoate |
title_full_unstemmed | 2-Amino-5-methylpyridinium 4-chlorobenzoate |
title_short | 2-Amino-5-methylpyridinium 4-chlorobenzoate |
title_sort | 2-amino-5-methylpyridinium 4-chlorobenzoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588320/ https://www.ncbi.nlm.nih.gov/pubmed/23476392 http://dx.doi.org/10.1107/S1600536812051021 |
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