Acta Crystallographica Section C

Structural Chemistry

Volume 70, Part 2 (February 2014)

organic compounds

sf3218 scheme

Acta Cryst. (2014). C70, 216-219    [ doi:10.1107/S2053229614000680 ]

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

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

Abstract: 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 0.058 Å. The mol­ecules are linked into C(7) chains by a single N-H...N hydrogen bond, and the chains are linked by [pi]-[pi] stacking inter­actions to form sheets.

CCDC reference: 981047

Formula: C17H15ClN4

Keywords: crystal structure; [pi]-stacked hydrogen-bonded chains; condensation reaction; phenyl­hydrazine derivative.

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