title: (E)-1-[(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylidene]-2-phenylhydrazine: sheets built from π-stacked hydrogen-bonded chains.
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 π-π stacking interactions to form sheets.
authors: Grupo de Investigación en Compuestos Heterocíclicos, Programa de Química, Facultad de Ciencias Básicas, Universidad del Atlántico, Km 7 Antigua vía Puerto Colombia, Barranquilla, Colombia.
authors: Jorge
authors: J
authors: Trilleras
authors: Grupo de Investigación en Compuestos Heterocíclicos, Programa de Química, Facultad de Ciencias Básicas, Universidad del Atlántico, Km 7 Antigua vía Puerto Colombia, Barranquilla, Colombia.
authors: Michael
authors: M
authors: Utria
authors: Departamento de Química Inorgánica y Orgánica, Universidad de Jaén, 23071 Jaén, Spain.
authors: Justo
authors: J
authors: Cobo
authors: School of Chemistry, University of St Andrews, Fife KY16 9ST, Scotland.
authors: Christopher
authors: C
authors: Glidewell
mesh_terms: D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D015394:Molecular Structure; D010659:Phenylhydrazines / Q000737:chemistry*
chemical_list: C000588594:(E)-1-((5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylidene)-2-phenylhydrazine; D010659:Phenylhydrazines
keywords: condensation reaction; crystal structure; phenylhydrazine derivative; π-stacked hydrogen-bonded chains