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Tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate–tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate (1/1)

In the title co-crystal, C(22)H(16)O(10)·C(22)H(18)O(8), the independent tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate, (I), and tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate, (II), components occupy separate crystallographic inversion centers. In (II), the dihedral...

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Autores principales: Drake, Brenton L., Morris, J. Larry, McLaughlin, Mark L., Fronczek, Frank R., Watkins, Steven F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414986/
https://www.ncbi.nlm.nih.gov/pubmed/22904973
http://dx.doi.org/10.1107/S1600536812032424
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author Drake, Brenton L.
Morris, J. Larry
McLaughlin, Mark L.
Fronczek, Frank R.
Watkins, Steven F.
author_facet Drake, Brenton L.
Morris, J. Larry
McLaughlin, Mark L.
Fronczek, Frank R.
Watkins, Steven F.
author_sort Drake, Brenton L.
collection PubMed
description In the title co-crystal, C(22)H(16)O(10)·C(22)H(18)O(8), the independent tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate, (I), and tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate, (II), components occupy separate crystallographic inversion centers. In (II), the dihedral angles between the mean aromatic plane and the two independent carboxyl­ate planes are 41.32 (10) and −38.35 (10)°. The methyl­carboxyl­ate groups of (I) are disordered, with each resolvable into two groups. In the least disordered carboxyl­ate, the apparent angles between the mean aromatic plane and the two partial carboxyl­ate planes [site occupations = 0.510 (3) and 0.490 (3)] are 16.8 (3) and 23.3 (3)°. In the highly disordered group, the apparent angles between the mean aromatic plane and the two partial carboxyl­ate planes [site occupations = 0.510 (3) and 0.490 (3)] are 78.3 (3) and −74.1 (3)°. In addition, this extreme disorder leads to an artificially elongated C(aromatic)—C(carbox­yl) bond.
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spelling pubmed-34149862012-08-17 Tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate–tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate (1/1) Drake, Brenton L. Morris, J. Larry McLaughlin, Mark L. Fronczek, Frank R. Watkins, Steven F. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title co-crystal, C(22)H(16)O(10)·C(22)H(18)O(8), the independent tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate, (I), and tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate, (II), components occupy separate crystallographic inversion centers. In (II), the dihedral angles between the mean aromatic plane and the two independent carboxyl­ate planes are 41.32 (10) and −38.35 (10)°. The methyl­carboxyl­ate groups of (I) are disordered, with each resolvable into two groups. In the least disordered carboxyl­ate, the apparent angles between the mean aromatic plane and the two partial carboxyl­ate planes [site occupations = 0.510 (3) and 0.490 (3)] are 16.8 (3) and 23.3 (3)°. In the highly disordered group, the apparent angles between the mean aromatic plane and the two partial carboxyl­ate planes [site occupations = 0.510 (3) and 0.490 (3)] are 78.3 (3) and −74.1 (3)°. In addition, this extreme disorder leads to an artificially elongated C(aromatic)—C(carbox­yl) bond. International Union of Crystallography 2012-07-25 /pmc/articles/PMC3414986/ /pubmed/22904973 http://dx.doi.org/10.1107/S1600536812032424 Text en © Drake et al. 2012 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
Drake, Brenton L.
Morris, J. Larry
McLaughlin, Mark L.
Fronczek, Frank R.
Watkins, Steven F.
Tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate–tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate (1/1)
title Tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate–tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate (1/1)
title_full Tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate–tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate (1/1)
title_fullStr Tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate–tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate (1/1)
title_full_unstemmed Tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate–tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate (1/1)
title_short Tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate–tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate (1/1)
title_sort tetra­methyl anthracene-2,3,6,7-tetra­carboxyl­ate–tetra­methyl 9,10-dihydro-9,10-dioxoanthracene-2,3,6,7-tetra­carboxyl­ate (1/1)
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414986/
https://www.ncbi.nlm.nih.gov/pubmed/22904973
http://dx.doi.org/10.1107/S1600536812032424
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