(E)-1-[(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylidene] -2-phenylhydrazine: sheets built from π-stacked hydrogen-bonded chains

J. Trilleras, M. Utria, J. Cobo, C. Glidewell

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The reaction between 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde and phenylhydrazine proceeds via condensation to provide the title compound, C17H15ClN4, (I), rather than via the alternative routes of simple nucleophilic substitution or cyclocondensation. With the exception of the phenyl group bonded directly to the pyrazole ring, the non-H atoms of (I) are nearly coplanar, with an r.m.s. deviation of 0.058Å. The molecules are linked into C(7) chains by a single N - H⋯N hydrogen bond, and the chains are linked by π-π stacking interactions to form sheets.

Original languageEnglish
Pages (from-to)216-219
Number of pages4
JournalActa Crystallographica Section C: Crystal Structure Communications
Issue number2
Publication statusPublished - 1 Feb 2014


  • Crystal structure
  • pi-stacked hydrogen-bonded chains
  • Condensation reaction
  • Phenyl­hydrazine derivative


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