(E)-1-[(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylidene] -2-phenylhydrazine : sheets built from π-stacked hydrogen-bonded chains
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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.
Trilleras , J , Utria , M , Cobo , J & Glidewell , C 2014 , ' (E)-1-[(5-Chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylidene] -2-phenylhydrazine : sheets built from π-stacked hydrogen-bonded chains ' Acta Crystallographica Section C: Crystal Structure Communications , vol 70 , no. 2 , pp. 216-219 . DOI: 10.1107/S2053229614000680
Acta Crystallographica Section C: Crystal Structure Communications
© 2014 International Union of Crystallography.
DescriptionThe authors thank `Centro de Instrumentación Científico-Técnica of Universidad de Jaén' and the staff for data collection. JT and MU thank UNIATLANTICO (Universidad del Atlántico, Colombia) for financial support. JC thanks the Consejería de Innovación, Ciencia y Empresa (Junta de Andalucía, Spain) and the Universidad de Jaén for financial support.
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