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Supramolecular patterns and Hirshfeld surface analysis in the crystal structure of bis(2-amino-4-methoxy-6-methylpyrimidinium) isophthalate
In the title molecular salt, 2C(6)H(10)N(3)O(+)·C(8)H(4)O(4) (2−), the N atom of each of the two 2-amino-4-methoxy-6-methylpyrimidine molecules lying between the amine and methyl groups has been protonated. The dihedral angles between the pyrimidine rings of the cations and the benzene ring of t...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730326/ https://www.ncbi.nlm.nih.gov/pubmed/29250389 http://dx.doi.org/10.1107/S2056989017013950 |
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author | Jeevaraj, Muthaiah Sivajeyanthi, Palaniyappan Edison, Bellarmin Thanigaimani, Kaliyaperumal Balasubramani, Kasthuri Razak, Ibrahim Abdul |
author_facet | Jeevaraj, Muthaiah Sivajeyanthi, Palaniyappan Edison, Bellarmin Thanigaimani, Kaliyaperumal Balasubramani, Kasthuri Razak, Ibrahim Abdul |
author_sort | Jeevaraj, Muthaiah |
collection | PubMed |
description | In the title molecular salt, 2C(6)H(10)N(3)O(+)·C(8)H(4)O(4) (2−), the N atom of each of the two 2-amino-4-methoxy-6-methylpyrimidine molecules lying between the amine and methyl groups has been protonated. The dihedral angles between the pyrimidine rings of the cations and the benzene ring of the succinate dianion are 5.04 (8) and 7.95 (8)°. Each of the cations is linked to the anion through a pair of N—H⋯O(carboxylate) hydrogen bonds, forming cyclic R (2) (2)(8) ring motifs which are then linked through inversion-related N—H⋯O hydrogen bonds, giving a central R (2) (4)(8) motif. Peripheral amine N—H⋯O hydrogen-bonding interactions on either side of the succinate anion, also through centrosymmetric R (2) (2)(8) extensions, form one-dimensional ribbons extending along [211]. The crystal structure also features π–π stacking interactions between the aromatic rings of the pyrimidine cations [minimum ring centroid separation = 3.6337 (9) Å]. The intermolecular interactions were also investigated using Hirshfeld surface studies and two-dimensional fingerprint images. |
format | Online Article Text |
id | pubmed-5730326 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-57303262017-12-15 Supramolecular patterns and Hirshfeld surface analysis in the crystal structure of bis(2-amino-4-methoxy-6-methylpyrimidinium) isophthalate Jeevaraj, Muthaiah Sivajeyanthi, Palaniyappan Edison, Bellarmin Thanigaimani, Kaliyaperumal Balasubramani, Kasthuri Razak, Ibrahim Abdul Acta Crystallogr E Crystallogr Commun Research Communications In the title molecular salt, 2C(6)H(10)N(3)O(+)·C(8)H(4)O(4) (2−), the N atom of each of the two 2-amino-4-methoxy-6-methylpyrimidine molecules lying between the amine and methyl groups has been protonated. The dihedral angles between the pyrimidine rings of the cations and the benzene ring of the succinate dianion are 5.04 (8) and 7.95 (8)°. Each of the cations is linked to the anion through a pair of N—H⋯O(carboxylate) hydrogen bonds, forming cyclic R (2) (2)(8) ring motifs which are then linked through inversion-related N—H⋯O hydrogen bonds, giving a central R (2) (4)(8) motif. Peripheral amine N—H⋯O hydrogen-bonding interactions on either side of the succinate anion, also through centrosymmetric R (2) (2)(8) extensions, form one-dimensional ribbons extending along [211]. The crystal structure also features π–π stacking interactions between the aromatic rings of the pyrimidine cations [minimum ring centroid separation = 3.6337 (9) Å]. The intermolecular interactions were also investigated using Hirshfeld surface studies and two-dimensional fingerprint images. International Union of Crystallography 2017-09-29 /pmc/articles/PMC5730326/ /pubmed/29250389 http://dx.doi.org/10.1107/S2056989017013950 Text en © Jeevaraj et al. 2017 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 Jeevaraj, Muthaiah Sivajeyanthi, Palaniyappan Edison, Bellarmin Thanigaimani, Kaliyaperumal Balasubramani, Kasthuri Razak, Ibrahim Abdul Supramolecular patterns and Hirshfeld surface analysis in the crystal structure of bis(2-amino-4-methoxy-6-methylpyrimidinium) isophthalate |
title | Supramolecular patterns and Hirshfeld surface analysis in the crystal structure of bis(2-amino-4-methoxy-6-methylpyrimidinium) isophthalate |
title_full | Supramolecular patterns and Hirshfeld surface analysis in the crystal structure of bis(2-amino-4-methoxy-6-methylpyrimidinium) isophthalate |
title_fullStr | Supramolecular patterns and Hirshfeld surface analysis in the crystal structure of bis(2-amino-4-methoxy-6-methylpyrimidinium) isophthalate |
title_full_unstemmed | Supramolecular patterns and Hirshfeld surface analysis in the crystal structure of bis(2-amino-4-methoxy-6-methylpyrimidinium) isophthalate |
title_short | Supramolecular patterns and Hirshfeld surface analysis in the crystal structure of bis(2-amino-4-methoxy-6-methylpyrimidinium) isophthalate |
title_sort | supramolecular patterns and hirshfeld surface analysis in the crystal structure of bis(2-amino-4-methoxy-6-methylpyrimidinium) isophthalate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5730326/ https://www.ncbi.nlm.nih.gov/pubmed/29250389 http://dx.doi.org/10.1107/S2056989017013950 |
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