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Bis(2,9-dimethyl-1,10-phenanthrolin-1-ium) 2,5-di­carb­oxy­benzene-1,4-di­carb­oxyl­ate–2,9-dimethyl-1,10-phenanthroline–benzene-1,2,4,5-tetra­carb­oxy­lic acid (1/2/1)

The asymmetric unit of the title co-crystal, 2C(14)H(13)N(2) (+)·C(10)H(4)O(8) (2−)·2C(14)H(12)N(2)·C(10)H(6)O(8), comprises a 2,9-dimethyl-1,10-phenanthrolin-1-ium cation (Me(2)PhenH(+)) and a 2,9-dimethyl-1,10-phenanthroline mol­ecule (Me(2)Phen), each in a general position, and half each of a 2,5...

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Detalles Bibliográficos
Autores principales: Arman, Hadi D., Kaulgud, Trupta, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884443/
https://www.ncbi.nlm.nih.gov/pubmed/24427073
http://dx.doi.org/10.1107/S1600536813022691
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author Arman, Hadi D.
Kaulgud, Trupta
Tiekink, Edward R. T.
author_facet Arman, Hadi D.
Kaulgud, Trupta
Tiekink, Edward R. T.
author_sort Arman, Hadi D.
collection PubMed
description The asymmetric unit of the title co-crystal, 2C(14)H(13)N(2) (+)·C(10)H(4)O(8) (2−)·2C(14)H(12)N(2)·C(10)H(6)O(8), comprises a 2,9-dimethyl-1,10-phenanthrolin-1-ium cation (Me(2)PhenH(+)) and a 2,9-dimethyl-1,10-phenanthroline mol­ecule (Me(2)Phen), each in a general position, and half each of a 2,5-di­carb­oxy­benzene-1,4-di­carboxyl­ate dianion (LH(2) (2−)) and a benzene-1,2,4,5-tetra­carb­oxy­lic acid mol­ecule (LH(4)), each being disposed about a centre of inversion. Small twists are evident in the dianion [the C—C—C—O torsion angles are 168.41 (18) and 16.2 (3)°], whereas a major twist is found for one carb­oxy­lic acid group in the neutral mol­ecule [C—C—C—O = 66.3 (2) and 18.2 (3)°]. The most prominent feature of the crystal packing is the formation of linear supra­molecular chains along [001] mediated by charge-assisted O—H⋯O(−) hydrogen bonding between alternating LH(4) and LH(2) (2−). These are connected to the Me(2)PhenH(+) and Me(2)Phen species by N—H⋯O and O—H⋯N hydrogen bonds, respectively. A three-dimensional architecture is formed by C—H⋯O and π–π inter­actions [inter-centroid distance = 3.5337 (17) Å].
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spelling pubmed-38844432014-01-14 Bis(2,9-dimethyl-1,10-phenanthrolin-1-ium) 2,5-di­carb­oxy­benzene-1,4-di­carb­oxyl­ate–2,9-dimethyl-1,10-phenanthroline–benzene-1,2,4,5-tetra­carb­oxy­lic acid (1/2/1) Arman, Hadi D. Kaulgud, Trupta Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title co-crystal, 2C(14)H(13)N(2) (+)·C(10)H(4)O(8) (2−)·2C(14)H(12)N(2)·C(10)H(6)O(8), comprises a 2,9-dimethyl-1,10-phenanthrolin-1-ium cation (Me(2)PhenH(+)) and a 2,9-dimethyl-1,10-phenanthroline mol­ecule (Me(2)Phen), each in a general position, and half each of a 2,5-di­carb­oxy­benzene-1,4-di­carboxyl­ate dianion (LH(2) (2−)) and a benzene-1,2,4,5-tetra­carb­oxy­lic acid mol­ecule (LH(4)), each being disposed about a centre of inversion. Small twists are evident in the dianion [the C—C—C—O torsion angles are 168.41 (18) and 16.2 (3)°], whereas a major twist is found for one carb­oxy­lic acid group in the neutral mol­ecule [C—C—C—O = 66.3 (2) and 18.2 (3)°]. The most prominent feature of the crystal packing is the formation of linear supra­molecular chains along [001] mediated by charge-assisted O—H⋯O(−) hydrogen bonding between alternating LH(4) and LH(2) (2−). These are connected to the Me(2)PhenH(+) and Me(2)Phen species by N—H⋯O and O—H⋯N hydrogen bonds, respectively. A three-dimensional architecture is formed by C—H⋯O and π–π inter­actions [inter-centroid distance = 3.5337 (17) Å]. International Union of Crystallography 2013-08-17 /pmc/articles/PMC3884443/ /pubmed/24427073 http://dx.doi.org/10.1107/S1600536813022691 Text en © Arman et al. 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
Arman, Hadi D.
Kaulgud, Trupta
Tiekink, Edward R. T.
Bis(2,9-dimethyl-1,10-phenanthrolin-1-ium) 2,5-di­carb­oxy­benzene-1,4-di­carb­oxyl­ate–2,9-dimethyl-1,10-phenanthroline–benzene-1,2,4,5-tetra­carb­oxy­lic acid (1/2/1)
title Bis(2,9-dimethyl-1,10-phenanthrolin-1-ium) 2,5-di­carb­oxy­benzene-1,4-di­carb­oxyl­ate–2,9-dimethyl-1,10-phenanthroline–benzene-1,2,4,5-tetra­carb­oxy­lic acid (1/2/1)
title_full Bis(2,9-dimethyl-1,10-phenanthrolin-1-ium) 2,5-di­carb­oxy­benzene-1,4-di­carb­oxyl­ate–2,9-dimethyl-1,10-phenanthroline–benzene-1,2,4,5-tetra­carb­oxy­lic acid (1/2/1)
title_fullStr Bis(2,9-dimethyl-1,10-phenanthrolin-1-ium) 2,5-di­carb­oxy­benzene-1,4-di­carb­oxyl­ate–2,9-dimethyl-1,10-phenanthroline–benzene-1,2,4,5-tetra­carb­oxy­lic acid (1/2/1)
title_full_unstemmed Bis(2,9-dimethyl-1,10-phenanthrolin-1-ium) 2,5-di­carb­oxy­benzene-1,4-di­carb­oxyl­ate–2,9-dimethyl-1,10-phenanthroline–benzene-1,2,4,5-tetra­carb­oxy­lic acid (1/2/1)
title_short Bis(2,9-dimethyl-1,10-phenanthrolin-1-ium) 2,5-di­carb­oxy­benzene-1,4-di­carb­oxyl­ate–2,9-dimethyl-1,10-phenanthroline–benzene-1,2,4,5-tetra­carb­oxy­lic acid (1/2/1)
title_sort bis(2,9-dimethyl-1,10-phenanthrolin-1-ium) 2,5-di­carb­oxy­benzene-1,4-di­carb­oxyl­ate–2,9-dimethyl-1,10-phenanthroline–benzene-1,2,4,5-tetra­carb­oxy­lic acid (1/2/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884443/
https://www.ncbi.nlm.nih.gov/pubmed/24427073
http://dx.doi.org/10.1107/S1600536813022691
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