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Chloranilic acid: a redetermination at 100 K

The crystal structure of chloranilic acid, C(6)H(2)Cl(2)O(4), was first described by Andersen in 1967 [Andersen, E. K. (1967). Acta Cryst. 22, 188–191] at room temperature using visually estimated intensities. Taking into account the importance of the title compound, we have redetermined the structu...

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Autores principales: Dutkiewicz, Grzegorz, Yathirajan, H. S., Al-arique, Q. N. M. Hakim, Narayana, B., Kubicki, Maciej
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979702/
https://www.ncbi.nlm.nih.gov/pubmed/21579900
http://dx.doi.org/10.1107/S1600536810003387
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author Dutkiewicz, Grzegorz
Yathirajan, H. S.
Al-arique, Q. N. M. Hakim
Narayana, B.
Kubicki, Maciej
author_facet Dutkiewicz, Grzegorz
Yathirajan, H. S.
Al-arique, Q. N. M. Hakim
Narayana, B.
Kubicki, Maciej
author_sort Dutkiewicz, Grzegorz
collection PubMed
description The crystal structure of chloranilic acid, C(6)H(2)Cl(2)O(4), was first described by Andersen in 1967 [Andersen, E. K. (1967). Acta Cryst. 22, 188–191] at room temperature using visually estimated intensities. Taking into account the importance of the title compound, we have redetermined the structure at 100 (1) K. The approximately planar mol­ecule [the maximum deviation from the mean plane through the ring is 0.0014 (9) Å for the ring atoms and 0.029 (3) Å for the other atoms] occupies a special position, lying across the center of symmetry. In the crystal structure, a two-dimensional hydrogen-bonded network sustained by O—H⋯O inter­actions runs approximately parallel to [101]. The two-dimensional layers are further packed in a parallel fashion, stabilized by Cl⋯Cl inter­actions [Cl⋯Cl = 3.2838 (8) Å, C—Cl⋯Cl = 152.96 (6)°].
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spelling pubmed-29797022010-12-30 Chloranilic acid: a redetermination at 100 K Dutkiewicz, Grzegorz Yathirajan, H. S. Al-arique, Q. N. M. Hakim Narayana, B. Kubicki, Maciej Acta Crystallogr Sect E Struct Rep Online Organic Papers The crystal structure of chloranilic acid, C(6)H(2)Cl(2)O(4), was first described by Andersen in 1967 [Andersen, E. K. (1967). Acta Cryst. 22, 188–191] at room temperature using visually estimated intensities. Taking into account the importance of the title compound, we have redetermined the structure at 100 (1) K. The approximately planar mol­ecule [the maximum deviation from the mean plane through the ring is 0.0014 (9) Å for the ring atoms and 0.029 (3) Å for the other atoms] occupies a special position, lying across the center of symmetry. In the crystal structure, a two-dimensional hydrogen-bonded network sustained by O—H⋯O inter­actions runs approximately parallel to [101]. The two-dimensional layers are further packed in a parallel fashion, stabilized by Cl⋯Cl inter­actions [Cl⋯Cl = 3.2838 (8) Å, C—Cl⋯Cl = 152.96 (6)°]. International Union of Crystallography 2010-01-30 /pmc/articles/PMC2979702/ /pubmed/21579900 http://dx.doi.org/10.1107/S1600536810003387 Text en © Dutkiewicz et al. 2010 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
Dutkiewicz, Grzegorz
Yathirajan, H. S.
Al-arique, Q. N. M. Hakim
Narayana, B.
Kubicki, Maciej
Chloranilic acid: a redetermination at 100 K
title Chloranilic acid: a redetermination at 100 K
title_full Chloranilic acid: a redetermination at 100 K
title_fullStr Chloranilic acid: a redetermination at 100 K
title_full_unstemmed Chloranilic acid: a redetermination at 100 K
title_short Chloranilic acid: a redetermination at 100 K
title_sort chloranilic acid: a redetermination at 100 k
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979702/
https://www.ncbi.nlm.nih.gov/pubmed/21579900
http://dx.doi.org/10.1107/S1600536810003387
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