tert-Butyl 4-{[5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-pyrazol-3-yl]carbonyl}piperazine-1-carboxylate

Acta Crystallographica Section E

Structure Reports Online

Volume 66, Part 10 (October 2010)

organic compounds

hb5646 scheme

Acta Cryst. (2010). E66, o2682 [ doi:10.1107/S1600536810038560 ]

tert-Butyl 4-{[5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-pyrazol-3-yl]carbonyl}piperazine-1-carboxylate

R. V. Ragavan, V. Vijayakumar, S. Sarveswari, S. W. Ng and E. R. T. Tiekink

Abstract: In the title pyrazole derivative, C₂₅H₂₆ClFN₄O₃, both benzene rings are twisted out of the plane through the pyrazole ring, with dihedral angles of 67.62 (10) and 27.63 (10)° for the fluoro- and chloro-substituted rings, respectively. The dihedral angle between the two benzene rings is 64.54 (9)°. The piperazine ring (with a chair conformation) is linked to the pyrazole ring via a carbonyl spacer and is orientated to lie to one side of the pyrazole plane. In addition to an intramolecular C-HN contact, there are intermolecular C-HO interactions, which generate a supramolecular chain with an undulating topology along the c axis that is sustained by alternating centrosymmetric ten-membered {HCNCO}₂ and {HC3O}₂ synthons.