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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...

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Autores principales: Arman, Hadi D., 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/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].
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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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