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Dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid: a comparison
In dimethyl 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylate, C(18)H(14)N(4)O(4), (I), and diethyl 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylate, C(20)H(18)N(4)O(4), (II), the dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid, the orientation of the two py...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4770964/ https://www.ncbi.nlm.nih.gov/pubmed/26958396 http://dx.doi.org/10.1107/S2056989016001080 |
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author | Alfonso, Montserrat Stoeckli-Evans, Helen |
author_facet | Alfonso, Montserrat Stoeckli-Evans, Helen |
author_sort | Alfonso, Montserrat |
collection | PubMed |
description | In dimethyl 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylate, C(18)H(14)N(4)O(4), (I), and diethyl 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylate, C(20)H(18)N(4)O(4), (II), the dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid, the orientation of the two pyridine rings differ. In (I), pyridine ring B is inclined to pyrazine ring A by 44.8 (2)° and the pyridine and pyrazine N atoms are trans to one another, while pyridine ring C is inclined to the pyrazine ring by 50.3 (2)°, with the pyridine and pyrazine N atoms cis to one another. In compound (II), the diethyl ester, which possesses twofold rotation symmetry, the pyridine ring is inclined to the pyrazine ring by 40.7 (1)°, with the pyridine and pyrazine N atoms trans to one another. In the crystal of (I), molecules are linked by C—H⋯N hydrogen bonds, forming chains along [001]. The chains are linked by C—H⋯π interactions, forming a three-dimensional structure. In the crystal of (II), molecules are linked via C—H⋯O hydrogen bonds, forming a three-dimensional framework. There are C—H⋯π interactions present within the framework. |
format | Online Article Text |
id | pubmed-4770964 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-47709642016-03-08 Dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid: a comparison Alfonso, Montserrat Stoeckli-Evans, Helen Acta Crystallogr E Crystallogr Commun Research Communications In dimethyl 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylate, C(18)H(14)N(4)O(4), (I), and diethyl 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylate, C(20)H(18)N(4)O(4), (II), the dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid, the orientation of the two pyridine rings differ. In (I), pyridine ring B is inclined to pyrazine ring A by 44.8 (2)° and the pyridine and pyrazine N atoms are trans to one another, while pyridine ring C is inclined to the pyrazine ring by 50.3 (2)°, with the pyridine and pyrazine N atoms cis to one another. In compound (II), the diethyl ester, which possesses twofold rotation symmetry, the pyridine ring is inclined to the pyrazine ring by 40.7 (1)°, with the pyridine and pyrazine N atoms trans to one another. In the crystal of (I), molecules are linked by C—H⋯N hydrogen bonds, forming chains along [001]. The chains are linked by C—H⋯π interactions, forming a three-dimensional structure. In the crystal of (II), molecules are linked via C—H⋯O hydrogen bonds, forming a three-dimensional framework. There are C—H⋯π interactions present within the framework. International Union of Crystallography 2016-01-27 /pmc/articles/PMC4770964/ /pubmed/26958396 http://dx.doi.org/10.1107/S2056989016001080 Text en © Alfonso and Stoeckli-Evans 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Alfonso, Montserrat Stoeckli-Evans, Helen Dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid: a comparison |
title | Dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid: a comparison |
title_full | Dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid: a comparison |
title_fullStr | Dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid: a comparison |
title_full_unstemmed | Dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid: a comparison |
title_short | Dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid: a comparison |
title_sort | dimethyl and diethyl esters of 5,6-bis(pyridin-2-yl)pyrazine-2,3-dicarboxylic acid: a comparison |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4770964/ https://www.ncbi.nlm.nih.gov/pubmed/26958396 http://dx.doi.org/10.1107/S2056989016001080 |
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