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Updated: May 31, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
4,6-Bis(4-fluoro-phen-yl)-2-phenyl-1H-indazol-3(2H)-one
Abstract:
In the title compound, C(25)H(16)F(2)N(2)O, the pyrazole ring is almost planar (r.m.s. deviation = 0.028 Å) and makes a dihedral angle of 5.86 (11)° with the indazole benzene ring. The dihedral angle between the pyrazole ring and the unsubstituted phenyl ring is 28.19 (11)°. The dihedral angles between the unsubstituted phenyl and the two fluoro-phenyl groups are 57.69 (10) and 18.01 (10)°. In the crystal, mol-ecules are linked by inter-molecular N-H⋯O and C-H⋯F inter-actions, forming infinite chains along the b axis with graph-set motif R(3) (2)(19). The crystal structure is further consolidated by π-π stacking [centroid-centroid distances = 3.5916 (13) and 3.6890 (13) Å] and C-H⋯π inter-actions.
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