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Crystal structure of 5-amino-4H-1,2,4-triazol-1-ium pyrazine-2-carboxyl­ate: an unexpected salt arising from the deca­rboxylation of both precursors

Both the 3-amino-2H,4H-1,2,4-triazolium cation and the pyrazine-2-carboxyl­ate anion in the title salt, C(2)H(5)N(4) (+)·C(5)H(3)N(2)O(2) (−), were formed by an unexpected deca­rboxylation reaction, from 5-amino-1H-1,2,4-triazole-3-carb­oxy­lic acid and pyrazine-2,3-di­carb­oxy­lic acid, respectivel...

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Detalles Bibliográficos
Autores principales: Fernandes, José A., Liu, Bing, Tomé, João P. C., Cunha-Silva, Luís, Almeida Paz, Filipe A.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4518908/
https://www.ncbi.nlm.nih.gov/pubmed/26279881
http://dx.doi.org/10.1107/S205698901501172X
Descripción
Sumario:Both the 3-amino-2H,4H-1,2,4-triazolium cation and the pyrazine-2-carboxyl­ate anion in the title salt, C(2)H(5)N(4) (+)·C(5)H(3)N(2)O(2) (−), were formed by an unexpected deca­rboxylation reaction, from 5-amino-1H-1,2,4-triazole-3-carb­oxy­lic acid and pyrazine-2,3-di­carb­oxy­lic acid, respectively. The dihedral angle between the pyrazine ring (r.m.s. deviation = 0.008 Å) and the carboxyl­ate group in the anion is 3.7 (3)°. The extended structure of the salt contains a supra­molecular zigzag tape in which cations and anions are engaged in strong and highly directional N—H⋯N,O hydrogen bonds, forming R (2) (2)(8) and R (2) (2)(9) graph-set motifs. The packing between the tapes is mediated by π–π stacking inter­actions between the triazole and pyrazine rings.