4,6-Bis(4-fluorophenyl)-2-phenyl-1H-indazol-3(2H)-one

R J Butcher,S Samshuddin,H S Yathirajan,B Narayana,M Akkurt

doi:10.1107/s1600536811016369

Abstract

In the title compound, C25H16F2N2O, 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 fluorophenyl groups are 57.69 (10) and 18.01 (10)°. In the crystal, molecules are linked by intermolecular N—H⋯O and C—H⋯F interactions, 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 interactions.

Highlights

In the title compound, C25H16F2N2O, 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 angles between the unsubstituted phenyl and the two fluorophenyl groups are 57.69 (10) and 18.01 (10)
Molecules are linked by intermolecular N—H···O and C—H···F interactions, forming R23(19)

Summary

Data collection

S. Yathirajand a Department of Chemistry, Howard University, 525 College Street NW, Washington, DC 20059, USA, bDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey, cDepartment of Studies in Chemistry, Mangalore University, Mangalagangotri 574 199, India, and dDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India. R factor = 0.057; wR factor = 0.135; data-to-parameter ratio = 13.9

Gemini diffractometer

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