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1,10-Phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate
In the structure of the 1:1 proton-transfer compound of 1,10-phenanthroline with 4,5-dichlorophthalic acid, C(12)H(9)N(2) (+)·C(8)H(3)Cl(2)O(4) (−), determined at 130 K, the 1,10-phenanthrolinium cation and the hydrogen 4,5-dichlorophthalate anion associate through a single N—H⋯O(carboxyl) hydrog...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970357/ https://www.ncbi.nlm.nih.gov/pubmed/21577804 http://dx.doi.org/10.1107/S1600536809034448 |
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author | Smith, Graham Wermuth, Urs D. White, Jonathan M. |
author_facet | Smith, Graham Wermuth, Urs D. White, Jonathan M. |
author_sort | Smith, Graham |
collection | PubMed |
description | In the structure of the 1:1 proton-transfer compound of 1,10-phenanthroline with 4,5-dichlorophthalic acid, C(12)H(9)N(2) (+)·C(8)H(3)Cl(2)O(4) (−), determined at 130 K, the 1,10-phenanthrolinium cation and the hydrogen 4,5-dichlorophthalate anion associate through a single N—H⋯O(carboxyl) hydrogen bond giving discrete units which have no extension except through a number of weak cation C—H⋯O(anion) associations and weak cation–anion aromatic ring π–π interactions [minimum centroid–centroid separation = 3.6815 (12) Å]. The anions are essentially planar "[maximum deviation 0.214 (1) Å (a carboxyl O)] with the syn-related H atom of the carboxyl group, forming a short intramolecular O—H⋯O(carboxyl) hydrogen bond. |
format | Text |
id | pubmed-2970357 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29703572010-12-30 1,10-Phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate Smith, Graham Wermuth, Urs D. White, Jonathan M. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the structure of the 1:1 proton-transfer compound of 1,10-phenanthroline with 4,5-dichlorophthalic acid, C(12)H(9)N(2) (+)·C(8)H(3)Cl(2)O(4) (−), determined at 130 K, the 1,10-phenanthrolinium cation and the hydrogen 4,5-dichlorophthalate anion associate through a single N—H⋯O(carboxyl) hydrogen bond giving discrete units which have no extension except through a number of weak cation C—H⋯O(anion) associations and weak cation–anion aromatic ring π–π interactions [minimum centroid–centroid separation = 3.6815 (12) Å]. The anions are essentially planar "[maximum deviation 0.214 (1) Å (a carboxyl O)] with the syn-related H atom of the carboxyl group, forming a short intramolecular O—H⋯O(carboxyl) hydrogen bond. International Union of Crystallography 2009-09-05 /pmc/articles/PMC2970357/ /pubmed/21577804 http://dx.doi.org/10.1107/S1600536809034448 Text en © Smith et al. 2009 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 Smith, Graham Wermuth, Urs D. White, Jonathan M. 1,10-Phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate |
title | 1,10-Phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate |
title_full | 1,10-Phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate |
title_fullStr | 1,10-Phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate |
title_full_unstemmed | 1,10-Phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate |
title_short | 1,10-Phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate |
title_sort | 1,10-phenanthrolin-1-ium 2-carboxy-4,5-dichlorobenzoate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970357/ https://www.ncbi.nlm.nih.gov/pubmed/21577804 http://dx.doi.org/10.1107/S1600536809034448 |
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