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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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Autor principal: Zhong, Kai-Long
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
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.
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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