4-{[5-(4-Chlorophenyl)-1-(4-fluorophenyl)-1H-pyrazol-3-yl]carbonyl}-N-(4-cyanophenyl)piperazine-1-carboxamide

Abstract

In the title compound, C28H22ClFN6O2, the piperazine ring adopts a chair conformation and the least-squares plane through the four coplanar atoms forms dihedral angles of 69.37 (13) and 56.56 (12)°, respectively, with the pyrazole and cyano­phenyl rings. The dihedral angles formed between the pyrazole and the attached fluoro- and chloro­phenyl rings are 34.16 (10) and 73.27 (12)°, respectively. In the crystal, inter­molecular N—H⋯O, C—H⋯N and C—H⋯O hydrogen bonds link the mol­ecules into sheets parallel to the ac plane.

Ethyl 2-[5-(4-chlorophenyl)-1-(4-fluorophenyl)-1H-pyrazol-3-yl]-4-methylthiazole-5-carboxylate

“…The pyrazole ring is approximately planar with a maximum deviation of 0.001 (4) Å at atom C1 and makes dihedral angles of 4.95 (19), 35.78 (18) and 54.73 (18)° with the thiazole, fluorophenyl and chlorophenyl rings, respectively. Bond lengths (Allen et al, 1987) and angles are within the normal ranges and are comparable to the related structure (Loh et al, 2010).…”

“…For bondlength data, see: Allen et al (1987). For a related structure, see: Loh et al (2010). For the stability of the temperature controller used in the data collection, see: Cosier & Glazer (1986).…”

5-Isobutyl-4-phenylsulfonyl-1H-pyrazol-3(2H)-one

“…In molecule B, the pyrazole ring (C7B/C8B/N1B/N2B/C9B) with a maximum deviation being 0.010 (2) Å at C8B forms a dihedral angle of 70.07 (12)° with the phenyl ring (C1B-C6B) and further stabilized by an S(6) ring motif (Bernstein et al, 1995) via the intramolecular C10B-H10D•••O1B hydrogen bond. Bond lengths (Allen et al, 1987) and angles are within the normal ranges and are comparable to the related structures (Loh, Fun, Ragavan, Vijayakumar & Sarveswari, 2010;Loh, Fun, Ragavan, Vijayakumar & Venkatesh, 2010;Shahani et al, 2010).…”

“…For bond-length data, see: Allen et al (1987). For related structures, see: Loh, Fun, Ragavan, Vijayakumar & Sarveswari (2010); Loh, Fun, Ragavan, Vijayakumar & Venkatesh (2010); Shahani et al (2010). For hydrogen-bond motifs, see: Bernstein et al (1995).…”

5-Ethyl-4-phenyl-1H-pyrazol-3(2H)-one

“…For bond-length data, see: Allen et al (1987). For related structures, see: Loh et al (2010Loh et al ( , 2010aLoh et al ( ,b, 2011. For hydrogen-bond motifs, see: Bernstein et al (1995).…”