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4-Methoxybenzamidinium hydrogen oxalate monohydrate
The title hydrated salt, C(8)H(11)N(2)O(+)·C(2)HO(4) (−)·H(2)O, was synthesized by a reaction of 4-methoxybenzamidine (4-amidinoanisole) and oxalic acid in water solution. In the cation, the amidinium group forms a dihedral angle of 15.60 (6)° with the mean plane of the benzene ring. In the cryst...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588951/ https://www.ncbi.nlm.nih.gov/pubmed/23476187 http://dx.doi.org/10.1107/S1600536812046351 |
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author | Irrera, Simona Portalone, Gustavo |
author_facet | Irrera, Simona Portalone, Gustavo |
author_sort | Irrera, Simona |
collection | PubMed |
description | The title hydrated salt, C(8)H(11)N(2)O(+)·C(2)HO(4) (−)·H(2)O, was synthesized by a reaction of 4-methoxybenzamidine (4-amidinoanisole) and oxalic acid in water solution. In the cation, the amidinium group forms a dihedral angle of 15.60 (6)° with the mean plane of the benzene ring. In the crystal, each amidinium unit is bound to three acetate anions and one water molecule by six distinct N—H⋯O hydrogen bonds. The ion pairs of the asymmetric unit are joined by two N—H⋯O hydrogen bonds into ionic dimers in which the carbonyl O atom of the semi-oxalate anion acts as a bifurcated acceptor, thus generating an R (1) (2)(6) motif. These subunits are then joined through the remaining N—H⋯O hydrogen bonds to adjacent semi-oxalate anions into linear tetrameric chains running approximately along the b axis. The structure is stabilized by N—H⋯O and O—H⋯O intermolecular hydrogen bonds. The water molecule plays an important role in the cohesion and the stability of the crystal structure being involved in three hydrogen bonds connecting two semi-oxalate anions as donor and a benzamidinium cation as acceptor. |
format | Online Article Text |
id | pubmed-3588951 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-35889512013-03-08 4-Methoxybenzamidinium hydrogen oxalate monohydrate Irrera, Simona Portalone, Gustavo Acta Crystallogr Sect E Struct Rep Online Organic Papers The title hydrated salt, C(8)H(11)N(2)O(+)·C(2)HO(4) (−)·H(2)O, was synthesized by a reaction of 4-methoxybenzamidine (4-amidinoanisole) and oxalic acid in water solution. In the cation, the amidinium group forms a dihedral angle of 15.60 (6)° with the mean plane of the benzene ring. In the crystal, each amidinium unit is bound to three acetate anions and one water molecule by six distinct N—H⋯O hydrogen bonds. The ion pairs of the asymmetric unit are joined by two N—H⋯O hydrogen bonds into ionic dimers in which the carbonyl O atom of the semi-oxalate anion acts as a bifurcated acceptor, thus generating an R (1) (2)(6) motif. These subunits are then joined through the remaining N—H⋯O hydrogen bonds to adjacent semi-oxalate anions into linear tetrameric chains running approximately along the b axis. The structure is stabilized by N—H⋯O and O—H⋯O intermolecular hydrogen bonds. The water molecule plays an important role in the cohesion and the stability of the crystal structure being involved in three hydrogen bonds connecting two semi-oxalate anions as donor and a benzamidinium cation as acceptor. International Union of Crystallography 2012-11-14 /pmc/articles/PMC3588951/ /pubmed/23476187 http://dx.doi.org/10.1107/S1600536812046351 Text en © Irrera and 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 Irrera, Simona Portalone, Gustavo 4-Methoxybenzamidinium hydrogen oxalate monohydrate |
title | 4-Methoxybenzamidinium hydrogen oxalate monohydrate |
title_full | 4-Methoxybenzamidinium hydrogen oxalate monohydrate |
title_fullStr | 4-Methoxybenzamidinium hydrogen oxalate monohydrate |
title_full_unstemmed | 4-Methoxybenzamidinium hydrogen oxalate monohydrate |
title_short | 4-Methoxybenzamidinium hydrogen oxalate monohydrate |
title_sort | 4-methoxybenzamidinium hydrogen oxalate monohydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588951/ https://www.ncbi.nlm.nih.gov/pubmed/23476187 http://dx.doi.org/10.1107/S1600536812046351 |
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