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Bis(2,6-diamino-4-chloro­pyrimidin-1-ium) fumarate

In the title salt, 2C(4)H(6)ClN(4) (+)·C(4)H(2)O(4) (2−), the complete fumarate dianion is generated by crystallographic inversion symmetry. The cation is essentially planar, with a maximum deviation of 0.018 (1) Å. In the anion, the carboxyl­ate group is twisted slightly away from the attached plan...

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Autores principales: Thanigaimani, Kaliyaperumal, Khalib, Nuridayanti Che, Farhadikoutenaei, Abbas, Arshad, Suhana, Razak, Ibrahim Abdul
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588928/
https://www.ncbi.nlm.nih.gov/pubmed/23476164
http://dx.doi.org/10.1107/S1600536812045308
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author Thanigaimani, Kaliyaperumal
Khalib, Nuridayanti Che
Farhadikoutenaei, Abbas
Arshad, Suhana
Razak, Ibrahim Abdul
author_facet Thanigaimani, Kaliyaperumal
Khalib, Nuridayanti Che
Farhadikoutenaei, Abbas
Arshad, Suhana
Razak, Ibrahim Abdul
author_sort Thanigaimani, Kaliyaperumal
collection PubMed
description In the title salt, 2C(4)H(6)ClN(4) (+)·C(4)H(2)O(4) (2−), the complete fumarate dianion is generated by crystallographic inversion symmetry. The cation is essentially planar, with a maximum deviation of 0.018 (1) Å. In the anion, the carboxyl­ate group is twisted slightly away from the attached plane, the dihedral angle between the carboxyl­ate and (E)-but-2-ene planes being 12.78 (13)°. In the crystal, the protonated N atom and the 2-amino group of the cation are hydrogen bonded to the carboxyl­ate O atoms of the anion via a pair of N—H⋯O hydrogen bonds, forming an R (2) (2)(8) ring motif. In addition, another type of R (2) (2)(8) motif is formed by centrosymmetrically related pyrimidinium cations via N—H⋯N hydrogen bonds. These two combined motifs form a heterotetra­mer. The crystal structure is further stabilized by stong N—H⋯O, N—H⋯Cl and weak C—H⋯O hydrogen bonds, resulting a three-dimensional network.
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spelling pubmed-35889282013-03-08 Bis(2,6-diamino-4-chloro­pyrimidin-1-ium) fumarate Thanigaimani, Kaliyaperumal Khalib, Nuridayanti Che Farhadikoutenaei, Abbas Arshad, Suhana Razak, Ibrahim Abdul Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title salt, 2C(4)H(6)ClN(4) (+)·C(4)H(2)O(4) (2−), the complete fumarate dianion is generated by crystallographic inversion symmetry. The cation is essentially planar, with a maximum deviation of 0.018 (1) Å. In the anion, the carboxyl­ate group is twisted slightly away from the attached plane, the dihedral angle between the carboxyl­ate and (E)-but-2-ene planes being 12.78 (13)°. In the crystal, the protonated N atom and the 2-amino group of the cation are hydrogen bonded to the carboxyl­ate O atoms of the anion via a pair of N—H⋯O hydrogen bonds, forming an R (2) (2)(8) ring motif. In addition, another type of R (2) (2)(8) motif is formed by centrosymmetrically related pyrimidinium cations via N—H⋯N hydrogen bonds. These two combined motifs form a heterotetra­mer. The crystal structure is further stabilized by stong N—H⋯O, N—H⋯Cl and weak C—H⋯O hydrogen bonds, resulting a three-dimensional network. International Union of Crystallography 2012-11-10 /pmc/articles/PMC3588928/ /pubmed/23476164 http://dx.doi.org/10.1107/S1600536812045308 Text en © Thanigaimani et al. 2012 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
Thanigaimani, Kaliyaperumal
Khalib, Nuridayanti Che
Farhadikoutenaei, Abbas
Arshad, Suhana
Razak, Ibrahim Abdul
Bis(2,6-diamino-4-chloro­pyrimidin-1-ium) fumarate
title Bis(2,6-diamino-4-chloro­pyrimidin-1-ium) fumarate
title_full Bis(2,6-diamino-4-chloro­pyrimidin-1-ium) fumarate
title_fullStr Bis(2,6-diamino-4-chloro­pyrimidin-1-ium) fumarate
title_full_unstemmed Bis(2,6-diamino-4-chloro­pyrimidin-1-ium) fumarate
title_short Bis(2,6-diamino-4-chloro­pyrimidin-1-ium) fumarate
title_sort bis(2,6-diamino-4-chloro­pyrimidin-1-ium) fumarate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3588928/
https://www.ncbi.nlm.nih.gov/pubmed/23476164
http://dx.doi.org/10.1107/S1600536812045308
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