4-{[(1E)-(2-Hydroxyphenyl)methylidene]amino}-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one

Citation
T. Hokelek et al., 4-{[(1E)-(2-Hydroxyphenyl)methylidene]amino}-1,5-dimethyl-2-phenyl-2,3-dihydro-1H-pyrazol-3-one, ACT CRYST C, 57, 2001, pp. 117-119
Citations number
28
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS
ISSN journal
01082701 → ACNP
Volume
57
Year of publication
2001
Part
1
Pages
117 - 119
Database
ISI
SICI code
0108-2701(200101)57:<117:4>2.0.ZU;2-R
Abstract
In the title compound, C18H17N3O2, a strong intramolecular O-H . . .N hydro gen bond [N . . .O 2.607 (3), O-H 0.97 (3) and H . . .N 1.71 (3) Angstrom, and O-H . . .N 153 (2)degrees] was observed, which leads to a unique phenol -imine tautomerism in the solid state. The C=N imine bond distance and the C-N-C bond angle [1.287 (2) Angstrom and 121.7 (1)degrees, respectively] in dicate the existence of this phenol-imine tautomer. In solution, the phenol -imine tautomer of the title free Schiff base ligand is dominant in both po lar and non-polar solvents, as supported by H-1 NMR and UV-visible spectros copic data.