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5-Methyl-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid

The title compound, C(10)H(9)N(3)O(2), was synthesized from azido­benzene and ethyl acetyl­acetate. A pair of hydrogen bonds [2.617 (2) Å] inter­connects a pair of the carboxyl groups, forming an R (2) (2)(8) inversion dimer, a frequent motif in carboxylic acids. In the title structure, the bonding...

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Detalles Bibliográficos
Autores principales: Lin, Jin Rui, Yao, Ji Yuan, Zhao, Hong
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2960561/
https://www.ncbi.nlm.nih.gov/pubmed/21201814
http://dx.doi.org/10.1107/S1600536808027311
Descripción
Sumario:The title compound, C(10)H(9)N(3)O(2), was synthesized from azido­benzene and ethyl acetyl­acetate. A pair of hydrogen bonds [2.617 (2) Å] inter­connects a pair of the carboxyl groups, forming an R (2) (2)(8) inversion dimer, a frequent motif in carboxylic acids. In the title structure, the bonding H atom in the aforementioned O—H⋯O hydrogen bond is significantly shifted towards the acceptor O atom [the donor and acceptor O—H distances are 1.25 (4) and 1.38 (4) Å, respectively]. A plot of the O⋯O versus O—H distances in compounds with paired carboxyl groups shows that the title structure belongs to the group of structures with abnormally long O—H distances with regard to the O⋯O contacts. The displacement of the bonding H atom towards the centre of the hydrogen bond is concomitant with more equal C—O bonding distances in the carboxyl group.