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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...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2008
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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 |
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. |
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