Cargando…
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...
Autores principales: | , , , , |
---|---|
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 |
_version_ | 1782261658367819776 |
---|---|
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. |
format | Online Article Text |
id | pubmed-3588928 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT thanigaimanikaliyaperumal bis26diamino4chloropyrimidin1iumfumarate AT khalibnuridayantiche bis26diamino4chloropyrimidin1iumfumarate AT farhadikoutenaeiabbas bis26diamino4chloropyrimidin1iumfumarate AT arshadsuhana bis26diamino4chloropyrimidin1iumfumarate AT razakibrahimabdul bis26diamino4chloropyrimidin1iumfumarate |