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Crystal structure of 2,4-diamino-6-oxo-3,6-dihydropyrimidin-1-ium p-toluenesulfonate
In the title salt, C(4)H(7)N(4)O(+)·C(7)H(7)O(3)S(−), the 2,6-diamino-4-oxo-1,3-dihydropyrimidin-1-ium cation interacts with the sulfonate group of the p-toluenesulfonate anion via a pair of N—H⋯O hydrogen bonds, forming a hetero-synthon R (2) (2)(8) that mimics the role of a carboxylate. The...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4420137/ https://www.ncbi.nlm.nih.gov/pubmed/25995859 http://dx.doi.org/10.1107/S2056989015006787 |
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author | Mamallan, Krishnasamy Tagore, Sadasivam Sharmila Gomathi, Sundaramoorthy Sethuraman, Velusamy |
author_facet | Mamallan, Krishnasamy Tagore, Sadasivam Sharmila Gomathi, Sundaramoorthy Sethuraman, Velusamy |
author_sort | Mamallan, Krishnasamy |
collection | PubMed |
description | In the title salt, C(4)H(7)N(4)O(+)·C(7)H(7)O(3)S(−), the 2,6-diamino-4-oxo-1,3-dihydropyrimidin-1-ium cation interacts with the sulfonate group of the p-toluenesulfonate anion via a pair of N—H⋯O hydrogen bonds, forming a hetero-synthon R (2) (2)(8) that mimics the role of a carboxylate. The self-assembled cations form a homo-synthon R (2) (1)(6) motif which is further linked with the sulfonate anion via N—H⋯O hydrogen bonds to generate an R (3) (2)(10) ring motif. The three motifs are fused together and extended as supramolecular ribbons along the b-axis direction. Adjacent ribbons are further linked via N—H⋯O hydrogen bonds to form an annulus, with an R (4) (4)(20) ring motif, resulting in a tunnel-like arrangement propagating along [010]. There are slipped parallel π–π stacking interactions [inter-centroid distance = 3.6539 (7) Å], between the tunnel-like polymer chains, forming slabs parallel to (100). |
format | Online Article Text |
id | pubmed-4420137 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-44201372015-05-20 Crystal structure of 2,4-diamino-6-oxo-3,6-dihydropyrimidin-1-ium p-toluenesulfonate Mamallan, Krishnasamy Tagore, Sadasivam Sharmila Gomathi, Sundaramoorthy Sethuraman, Velusamy Acta Crystallogr E Crystallogr Commun Research Communications In the title salt, C(4)H(7)N(4)O(+)·C(7)H(7)O(3)S(−), the 2,6-diamino-4-oxo-1,3-dihydropyrimidin-1-ium cation interacts with the sulfonate group of the p-toluenesulfonate anion via a pair of N—H⋯O hydrogen bonds, forming a hetero-synthon R (2) (2)(8) that mimics the role of a carboxylate. The self-assembled cations form a homo-synthon R (2) (1)(6) motif which is further linked with the sulfonate anion via N—H⋯O hydrogen bonds to generate an R (3) (2)(10) ring motif. The three motifs are fused together and extended as supramolecular ribbons along the b-axis direction. Adjacent ribbons are further linked via N—H⋯O hydrogen bonds to form an annulus, with an R (4) (4)(20) ring motif, resulting in a tunnel-like arrangement propagating along [010]. There are slipped parallel π–π stacking interactions [inter-centroid distance = 3.6539 (7) Å], between the tunnel-like polymer chains, forming slabs parallel to (100). International Union of Crystallography 2015-04-11 /pmc/articles/PMC4420137/ /pubmed/25995859 http://dx.doi.org/10.1107/S2056989015006787 Text en © Mamallan 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 Mamallan, Krishnasamy Tagore, Sadasivam Sharmila Gomathi, Sundaramoorthy Sethuraman, Velusamy Crystal structure of 2,4-diamino-6-oxo-3,6-dihydropyrimidin-1-ium p-toluenesulfonate |
title | Crystal structure of 2,4-diamino-6-oxo-3,6-dihydropyrimidin-1-ium p-toluenesulfonate |
title_full | Crystal structure of 2,4-diamino-6-oxo-3,6-dihydropyrimidin-1-ium p-toluenesulfonate |
title_fullStr | Crystal structure of 2,4-diamino-6-oxo-3,6-dihydropyrimidin-1-ium p-toluenesulfonate |
title_full_unstemmed | Crystal structure of 2,4-diamino-6-oxo-3,6-dihydropyrimidin-1-ium p-toluenesulfonate |
title_short | Crystal structure of 2,4-diamino-6-oxo-3,6-dihydropyrimidin-1-ium p-toluenesulfonate |
title_sort | crystal structure of 2,4-diamino-6-oxo-3,6-dihydropyrimidin-1-ium p-toluenesulfonate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4420137/ https://www.ncbi.nlm.nih.gov/pubmed/25995859 http://dx.doi.org/10.1107/S2056989015006787 |
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