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Benzene-1,2,4,5-tetracarboxylic acid bis(1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione)
The asymmetric unit of the title co-crystal, C(10)H(6)O(8)·2C(8)H(10)N(4)O(2), comprises a centrosymmetric benzene-1,2,4,5-tetracarboxylic acid (LH(4)) molecule and a molecule of caffeine in a general position. LH(4) is nonplanar, with the dihedral angles between the ring and pendent carboxyl...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884421/ https://www.ncbi.nlm.nih.gov/pubmed/24427071 http://dx.doi.org/10.1107/S1600536813022563 |
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author | Arman, Hadi D. Tiekink, Edward R. T. |
author_facet | Arman, Hadi D. Tiekink, Edward R. T. |
author_sort | Arman, Hadi D. |
collection | PubMed |
description | The asymmetric unit of the title co-crystal, C(10)H(6)O(8)·2C(8)H(10)N(4)O(2), comprises a centrosymmetric benzene-1,2,4,5-tetracarboxylic acid (LH(4)) molecule and a molecule of caffeine in a general position. LH(4) is nonplanar, with the dihedral angles between the ring and pendent carboxylic acid groups being 44.22 (7) and 49.74 (7)°. By contrast, the caffeine molecule is planar (r.m.s. deviation = 0.040 Å). Supramolecular layers parallel to (-1-10) are sustained by carboxylic acid O—H⋯O(carbonyl) and O—H⋯N(imidazole) hydrogen bonds, as well as by methyl–carbonyl C—H⋯O interactions. These stack via π–π interactions between the benzene and imidazole rings [inter-centroid distance = 3.4503 (10) Å]. |
format | Online Article Text |
id | pubmed-3884421 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-38844212014-01-14 Benzene-1,2,4,5-tetracarboxylic acid bis(1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione) Arman, Hadi D. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The asymmetric unit of the title co-crystal, C(10)H(6)O(8)·2C(8)H(10)N(4)O(2), comprises a centrosymmetric benzene-1,2,4,5-tetracarboxylic acid (LH(4)) molecule and a molecule of caffeine in a general position. LH(4) is nonplanar, with the dihedral angles between the ring and pendent carboxylic acid groups being 44.22 (7) and 49.74 (7)°. By contrast, the caffeine molecule is planar (r.m.s. deviation = 0.040 Å). Supramolecular layers parallel to (-1-10) are sustained by carboxylic acid O—H⋯O(carbonyl) and O—H⋯N(imidazole) hydrogen bonds, as well as by methyl–carbonyl C—H⋯O interactions. These stack via π–π interactions between the benzene and imidazole rings [inter-centroid distance = 3.4503 (10) Å]. International Union of Crystallography 2013-08-17 /pmc/articles/PMC3884421/ /pubmed/24427071 http://dx.doi.org/10.1107/S1600536813022563 Text en © Arman and Tiekink 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. Tiekink, Edward R. T. Benzene-1,2,4,5-tetracarboxylic acid bis(1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione) |
title | Benzene-1,2,4,5-tetracarboxylic acid bis(1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione) |
title_full | Benzene-1,2,4,5-tetracarboxylic acid bis(1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione) |
title_fullStr | Benzene-1,2,4,5-tetracarboxylic acid bis(1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione) |
title_full_unstemmed | Benzene-1,2,4,5-tetracarboxylic acid bis(1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione) |
title_short | Benzene-1,2,4,5-tetracarboxylic acid bis(1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione) |
title_sort | benzene-1,2,4,5-tetracarboxylic acid bis(1,3,7-trimethyl-2,3,6,7-tetrahydro-1h-purine-2,6-dione) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884421/ https://www.ncbi.nlm.nih.gov/pubmed/24427071 http://dx.doi.org/10.1107/S1600536813022563 |
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