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
authors Fernandes, JA; Liu, B; Tome, JPC; Cunha-Silva, L; Paz, FAA
nationality International
journal ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
author keywords crystal structure; ionothermal synthesis; decarboxylation; triazolium salt; hydrogen bonding; pi-pi stacking interactions
keywords MOLECULAR CO-CRYSTALS; CARBOXYLIC-ACIDS; IONIC LIQUIDS; 3-AMINO-1,2,4-TRIAZOLE; COCRYSTALS; ADDUCTS; 3-AMINO-1H-1,2,4-TRIAZOLE; 2-AMINOPYRIMIDINE; 3-HYDROXYPYRIDINE
abstract Both the 3-amino-2H,4H-1,2,4-triazolium cation and the pyrazine-2-carboxylate anion in the title salt, C2H5N4+center dot C5H3N2O2-, 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 angstrom) and the carboxylate group in the anion is 3.7 (3)degrees. 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 center dot center dot center dot 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 pi-pi stacking interactions between the triazole and pyrazine rings.
publisher INT UNION CRYSTALLOGRAPHY
issn 2056-9890
year published 2015
volume 71
beginning page 840
ending page +
digital object identifier (doi) 10.1107/S205698901501172X
web of science category Crystallography
subject category Crystallography
unique article identifier WOS:000369981000086
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