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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...

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Autores principales: Thanigaimani, Kaliyaperumal, Farhadikoutenaei, Abbas, Arshad, Suhana, Razak, Ibrahim Abdul
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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