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2,9-Dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tricarboxybenzoate monohydrate
In the preparation of the title hydrated salt, C(14)H(13)N(2) (+)·C(10)H(5)O(8) (−)·H(2)O, a proton has been transfered to the 2,9-dimethyl-1,10-phenanthrolinium cation, forming a 2,4,5-tricarboxybenzoate anion. In the anion, the mean planes of the protonated carboxylate groups form dihedral ang...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2013
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885051/ https://www.ncbi.nlm.nih.gov/pubmed/24454227 http://dx.doi.org/10.1107/S1600536813030857 |
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author | Zhong, Kai-Long |
author_facet | Zhong, Kai-Long |
author_sort | Zhong, Kai-Long |
collection | PubMed |
description | In the preparation of the title hydrated salt, C(14)H(13)N(2) (+)·C(10)H(5)O(8) (−)·H(2)O, a proton has been transfered to the 2,9-dimethyl-1,10-phenanthrolinium cation, forming a 2,4,5-tricarboxybenzoate anion. In the anion, the mean planes of the protonated carboxylate groups form dihedral angles of 11.0 (5), 4.4 (5) and 80.3 (4)° with the benzene ring to which they are attached. The mean plane of the deprotonated carboxylate group forms a dihedral angle of 10.6 (5)° with the benzene ring. In the crystal, the anions are involved in carboxylic acid O—H⋯O(carboxyl) hydrogen bonds, generating a two-dimensional network parallel to (001) containing R (4) (4)(28) and R (4) (4)(32) motifs. The 2,9-dimethyl-1,10-phenanthrolinium cations and water molecules reside between the anion layers and are connected to the anions via N—H⋯O(water) and O(water)—H⋯O(carboxyl) hydrogen bonds. An intramolecular O—H⋯O hydrogen bond is also observed in the anion. |
format | Online Article Text |
id | pubmed-3885051 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-38850512014-01-17 2,9-Dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tricarboxybenzoate monohydrate Zhong, Kai-Long Acta Crystallogr Sect E Struct Rep Online Organic Papers In the preparation of the title hydrated salt, C(14)H(13)N(2) (+)·C(10)H(5)O(8) (−)·H(2)O, a proton has been transfered to the 2,9-dimethyl-1,10-phenanthrolinium cation, forming a 2,4,5-tricarboxybenzoate anion. In the anion, the mean planes of the protonated carboxylate groups form dihedral angles of 11.0 (5), 4.4 (5) and 80.3 (4)° with the benzene ring to which they are attached. The mean plane of the deprotonated carboxylate group forms a dihedral angle of 10.6 (5)° with the benzene ring. In the crystal, the anions are involved in carboxylic acid O—H⋯O(carboxyl) hydrogen bonds, generating a two-dimensional network parallel to (001) containing R (4) (4)(28) and R (4) (4)(32) motifs. The 2,9-dimethyl-1,10-phenanthrolinium cations and water molecules reside between the anion layers and are connected to the anions via N—H⋯O(water) and O(water)—H⋯O(carboxyl) hydrogen bonds. An intramolecular O—H⋯O hydrogen bond is also observed in the anion. International Union of Crystallography 2013-11-16 /pmc/articles/PMC3885051/ /pubmed/24454227 http://dx.doi.org/10.1107/S1600536813030857 Text en © Kai-Long Zhong 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 Zhong, Kai-Long 2,9-Dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tricarboxybenzoate monohydrate |
title | 2,9-Dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tricarboxybenzoate monohydrate |
title_full | 2,9-Dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tricarboxybenzoate monohydrate |
title_fullStr | 2,9-Dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tricarboxybenzoate monohydrate |
title_full_unstemmed | 2,9-Dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tricarboxybenzoate monohydrate |
title_short | 2,9-Dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tricarboxybenzoate monohydrate |
title_sort | 2,9-dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tricarboxybenzoate monohydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3885051/ https://www.ncbi.nlm.nih.gov/pubmed/24454227 http://dx.doi.org/10.1107/S1600536813030857 |
work_keys_str_mv | AT zhongkailong 29dimethyl110phenanthrolin1ium245tricarboxybenzoatemonohydrate |