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Hydrogen-bonding patterns in pyrimethaminium pyridine-3-sulfonate
In the asymmetric unit of the title salt [systematic name: 2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidin-1-ium pyridine-3-sulfonate], C(12)H(14)N(4)Cl(+)·C(5)H(4)NSO(3) (−), there are two independent pyrimethaminium cations and two 3-pyridine sulfonate anions. Each sulfonate group interacts w...
Autores principales: | , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007288/ https://www.ncbi.nlm.nih.gov/pubmed/21588411 http://dx.doi.org/10.1107/S1600536810029119 |
Sumario: | In the asymmetric unit of the title salt [systematic name: 2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidin-1-ium pyridine-3-sulfonate], C(12)H(14)N(4)Cl(+)·C(5)H(4)NSO(3) (−), there are two independent pyrimethaminium cations and two 3-pyridine sulfonate anions. Each sulfonate group interacts with the corresponding protonated pyrimidine ring through two N—H⋯O hydrogen bonds, forming a cyclic hydrogen-bonded bimolecular R (2) (2)(8) motif. Even though the primary mode of association is the same, the next higher level of supramolecular architectures are different due to different hydrogen-bonded networks. In one of the independent molecules in the asymmetric unit, the pyrimethamine cation is paired centrosymmetrically through N—H⋯N hydrogen bonds, generating an R (2) (2)(8) ring motif. In the other molecule, the pyrimethamine cation does not form any base pairs; instead it forms hydrogen bonds with the 3-pyridine sulfonate anion. The structure is further stabilized by C—H⋯O, C—H⋯N and π–π stacking [centroid–centroid distance = 3.9465 (13) Å] interactions. |
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