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4-Methoxybenzamidinium 2,6-dimethoxybenzoate
The title compound, C(8)H(11)N(2)O(+)·C(9)H(9)O(4) (−), was synthesized by the reaction of 4-methoxybenzamidine (4-amidinoanisole) and 2,6-dimethoxybenzoic acid. The structure consists of non-planar pairs of hydrogen-bonded 4-methoxybenzamidinium cations and 2,6-dimethoxybenzoate anions. In...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2012
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3274967/ https://www.ncbi.nlm.nih.gov/pubmed/22346912 http://dx.doi.org/10.1107/S160053681105519X |
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author | Portalone, Gustavo |
author_facet | Portalone, Gustavo |
author_sort | Portalone, Gustavo |
collection | PubMed |
description | The title compound, C(8)H(11)N(2)O(+)·C(9)H(9)O(4) (−), was synthesized by the reaction of 4-methoxybenzamidine (4-amidinoanisole) and 2,6-dimethoxybenzoic acid. The structure consists of non-planar pairs of hydrogen-bonded 4-methoxybenzamidinium cations and 2,6-dimethoxybenzoate anions. In the cation, the amidinium group is tilted by 27.94 (10)° with respect to the benzene ring. In the anion, the sterically bulky ortho-methoxy substituents force the carboxyate group to be twisted away from the plane of the benzene ring by 73.24 (6)°. The ions are further associated in the crystal into chains along the b-axis direction by intermolecular N—H⋯O hydrogen bonds. |
format | Online Article Text |
id | pubmed-3274967 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32749672012-02-15 4-Methoxybenzamidinium 2,6-dimethoxybenzoate Portalone, Gustavo Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(8)H(11)N(2)O(+)·C(9)H(9)O(4) (−), was synthesized by the reaction of 4-methoxybenzamidine (4-amidinoanisole) and 2,6-dimethoxybenzoic acid. The structure consists of non-planar pairs of hydrogen-bonded 4-methoxybenzamidinium cations and 2,6-dimethoxybenzoate anions. In the cation, the amidinium group is tilted by 27.94 (10)° with respect to the benzene ring. In the anion, the sterically bulky ortho-methoxy substituents force the carboxyate group to be twisted away from the plane of the benzene ring by 73.24 (6)°. The ions are further associated in the crystal into chains along the b-axis direction by intermolecular N—H⋯O hydrogen bonds. International Union of Crystallography 2012-01-07 /pmc/articles/PMC3274967/ /pubmed/22346912 http://dx.doi.org/10.1107/S160053681105519X Text en © Gustavo Portalone 2012 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 Portalone, Gustavo 4-Methoxybenzamidinium 2,6-dimethoxybenzoate |
title | 4-Methoxybenzamidinium 2,6-dimethoxybenzoate |
title_full | 4-Methoxybenzamidinium 2,6-dimethoxybenzoate |
title_fullStr | 4-Methoxybenzamidinium 2,6-dimethoxybenzoate |
title_full_unstemmed | 4-Methoxybenzamidinium 2,6-dimethoxybenzoate |
title_short | 4-Methoxybenzamidinium 2,6-dimethoxybenzoate |
title_sort | 4-methoxybenzamidinium 2,6-dimethoxybenzoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3274967/ https://www.ncbi.nlm.nih.gov/pubmed/22346912 http://dx.doi.org/10.1107/S160053681105519X |
work_keys_str_mv | AT portalonegustavo 4methoxybenzamidinium26dimethoxybenzoate |