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Crystal structure of 2,3-di­methyl­maleic anhydride: continuous chains of electrostatic attraction

In the crystal structure of 2,3-di­methyl­maleic anhydride, C(6)H(6)O(3), the closest non-bonding inter­molecular distances, between the carbonyl C and O atoms of neighboring mol­ecules, were measured as 2.9054 (11) and 3.0509 (11) Å, which are well below the sum of the van der Waals radii for these...

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Autores principales: Wiscons, Ren A., Zeller, Matthias, Rowsell, Jesse L. C.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571365/
https://www.ncbi.nlm.nih.gov/pubmed/26396764
http://dx.doi.org/10.1107/S2056989015013419
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author Wiscons, Ren A.
Zeller, Matthias
Rowsell, Jesse L. C.
author_facet Wiscons, Ren A.
Zeller, Matthias
Rowsell, Jesse L. C.
author_sort Wiscons, Ren A.
collection PubMed
description In the crystal structure of 2,3-di­methyl­maleic anhydride, C(6)H(6)O(3), the closest non-bonding inter­molecular distances, between the carbonyl C and O atoms of neighboring mol­ecules, were measured as 2.9054 (11) and 3.0509 (11) Å, which are well below the sum of the van der Waals radii for these atoms. These close contacts, as well as packing motifs similar to that of the title compound, were also found in the crystal structure of maleic anhydride itself and other 2,3-disubstituted maleic anhydrides. Computational modeling suggests that this close contact is caused by strong electrostatic inter­actions between the carbonyl C and O atoms.
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spelling pubmed-45713652015-09-22 Crystal structure of 2,3-di­methyl­maleic anhydride: continuous chains of electrostatic attraction Wiscons, Ren A. Zeller, Matthias Rowsell, Jesse L. C. Acta Crystallogr E Crystallogr Commun Research Communications In the crystal structure of 2,3-di­methyl­maleic anhydride, C(6)H(6)O(3), the closest non-bonding inter­molecular distances, between the carbonyl C and O atoms of neighboring mol­ecules, were measured as 2.9054 (11) and 3.0509 (11) Å, which are well below the sum of the van der Waals radii for these atoms. These close contacts, as well as packing motifs similar to that of the title compound, were also found in the crystal structure of maleic anhydride itself and other 2,3-disubstituted maleic anhydrides. Computational modeling suggests that this close contact is caused by strong electrostatic inter­actions between the carbonyl C and O atoms. International Union of Crystallography 2015-07-22 /pmc/articles/PMC4571365/ /pubmed/26396764 http://dx.doi.org/10.1107/S2056989015013419 Text en © Wiscons et al. 2015 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 Research Communications
Wiscons, Ren A.
Zeller, Matthias
Rowsell, Jesse L. C.
Crystal structure of 2,3-di­methyl­maleic anhydride: continuous chains of electrostatic attraction
title Crystal structure of 2,3-di­methyl­maleic anhydride: continuous chains of electrostatic attraction
title_full Crystal structure of 2,3-di­methyl­maleic anhydride: continuous chains of electrostatic attraction
title_fullStr Crystal structure of 2,3-di­methyl­maleic anhydride: continuous chains of electrostatic attraction
title_full_unstemmed Crystal structure of 2,3-di­methyl­maleic anhydride: continuous chains of electrostatic attraction
title_short Crystal structure of 2,3-di­methyl­maleic anhydride: continuous chains of electrostatic attraction
title_sort crystal structure of 2,3-di­methyl­maleic anhydride: continuous chains of electrostatic attraction
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4571365/
https://www.ncbi.nlm.nih.gov/pubmed/26396764
http://dx.doi.org/10.1107/S2056989015013419
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