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Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate
In the structure of the title 2:1 proton-transfer compound, 2C(12)H(8)N(3)O(2) (+)·C(10)H(4)O(8) (2−), the 6-nitro-1,10-phenanthroline molecules act as proton sponges, accepting protons from pyromellitic acid. The –NO(2) group of one of the 6-nitro-1,10-phenanthrolin-1-ium cations is disordered and...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998480/ https://www.ncbi.nlm.nih.gov/pubmed/24764973 http://dx.doi.org/10.1107/S1600536814002414 |
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author | Zhong, Kai-Long Ni, Chao |
author_facet | Zhong, Kai-Long Ni, Chao |
author_sort | Zhong, Kai-Long |
collection | PubMed |
description | In the structure of the title 2:1 proton-transfer compound, 2C(12)H(8)N(3)O(2) (+)·C(10)H(4)O(8) (2−), the 6-nitro-1,10-phenanthroline molecules act as proton sponges, accepting protons from pyromellitic acid. The –NO(2) group of one of the 6-nitro-1,10-phenanthrolin-1-ium cations is disordered and was refined with a site-occupancy ratio of 0.624 (15):0.376 (15). Two –COOH(–COO(−)) groups of the 2,5-dicarboxyterephthalate dianion are disordered and were refined with site-occupancy ratios of 0.769 (4):0.231 (4) and 0.766 (5):0.234 (5). The –NO(2) group of the second cation is also disordered about a pseudo-twofold rotation axis and was refined with a site-occupancy ratio of 0.903 (3):0.097 (3). There is an intramolecular O—H⋯O hydrogen bond in the anion. The phenanthroline rings of the two cations are inclined to one another by 31.3 (1)°. In the anions, considering the major components only, the carboxylic acid groups (–COOH) are inclined to the benzene ring by 17.3 (2) and 22.3 (3)°. The carboxylate groups (–COO(−)) are twisted by 9.3 (2) and 13.6 (6)° with respect to the benzene ring. In the crystal, adjacent 2,5-dicarboxyterephthalate anions are linked via O—H⋯O hydrogen bonds, forming chains propagating along [010]. The cations are attached to the chain of anions by N—H⋯O hydrogen bonds. |
format | Online Article Text |
id | pubmed-3998480 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39984802014-04-24 Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate Zhong, Kai-Long Ni, Chao Acta Crystallogr Sect E Struct Rep Online Organic Papers In the structure of the title 2:1 proton-transfer compound, 2C(12)H(8)N(3)O(2) (+)·C(10)H(4)O(8) (2−), the 6-nitro-1,10-phenanthroline molecules act as proton sponges, accepting protons from pyromellitic acid. The –NO(2) group of one of the 6-nitro-1,10-phenanthrolin-1-ium cations is disordered and was refined with a site-occupancy ratio of 0.624 (15):0.376 (15). Two –COOH(–COO(−)) groups of the 2,5-dicarboxyterephthalate dianion are disordered and were refined with site-occupancy ratios of 0.769 (4):0.231 (4) and 0.766 (5):0.234 (5). The –NO(2) group of the second cation is also disordered about a pseudo-twofold rotation axis and was refined with a site-occupancy ratio of 0.903 (3):0.097 (3). There is an intramolecular O—H⋯O hydrogen bond in the anion. The phenanthroline rings of the two cations are inclined to one another by 31.3 (1)°. In the anions, considering the major components only, the carboxylic acid groups (–COOH) are inclined to the benzene ring by 17.3 (2) and 22.3 (3)°. The carboxylate groups (–COO(−)) are twisted by 9.3 (2) and 13.6 (6)° with respect to the benzene ring. In the crystal, adjacent 2,5-dicarboxyterephthalate anions are linked via O—H⋯O hydrogen bonds, forming chains propagating along [010]. The cations are attached to the chain of anions by N—H⋯O hydrogen bonds. International Union of Crystallography 2014-02-08 /pmc/articles/PMC3998480/ /pubmed/24764973 http://dx.doi.org/10.1107/S1600536814002414 Text en © Zhong and Ni 2014 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 Ni, Chao Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate |
title | Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate |
title_full | Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate |
title_fullStr | Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate |
title_full_unstemmed | Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate |
title_short | Bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate |
title_sort | bis(6-nitro-1,10-phenanthrolin-1-ium) 2,5-dicarboxyterephthalate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998480/ https://www.ncbi.nlm.nih.gov/pubmed/24764973 http://dx.doi.org/10.1107/S1600536814002414 |
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