Research Article: 4-[3,4-Dimethyl-1-(4-methyl­phen­yl)-5-oxo-4,5-dihydro-1H-pyrazol-4-yl]-3,4-dimethyl-1-(4-methyl­phen­yl)-4,5-dihydro-1H-pyrazol-5-one

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Solange M. S. V. Wardell, Alan H. Howie, Edward R. T. Tiekink, James L. Wardell.


In the title compound, C24H26N4O2, the complete mol­ecule is generated by the application of twofold symmetry. The pyrazole ring is approximately planar [r.m.s. deviation = 0.026 Å] and the benzene ring is twisted out of this plane [dihedral angle = 21.94 (7)°]. A twist in the mol­ecule about the central C—C bond [1.566 (3) Å] is also evident [C—C—C—C torsion angle = 44.30 (14)°]. Supra­molecular layers in the bc plane are formed in the crystal packing via C—H⋯O and C—H⋯π inter­actions.

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For the therapeutic importance of pyrazole compounds, see: Sil et al. (2005 ▶); Haddad et al. (2004 ▶). For the diverse pharmacological activities of pyrazole compounds, see: Bekhit et al. (2010 ▶, 2012 ▶); Higashi et al. (2006 ▶). For synthetic background, see: Nef (1891 ▶): Veibel & Westöö (1953 ▶); Katritzky et al. (1997 ▶); Wardell et al. (2007 ▶); de Lima et al. (2010 ▶). For the synthesis of the title compound, see: Bernstein et al. (1947 ▶); Gryazeva & Golomolzin (2003 ▶).