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(E)-Benzaldehyde (2,4,6-trichloro-phen-yl)hydrazone.

Yan-Lan Huang1, Deng-Feng Li, Jian Sun

  • 1College of Chemical Engineering and Materials Science, Zhejiang University of Technology, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online
|April 28, 2011
PubMed
Summary
This summary is machine-generated.

This study synthesized a novel compound, C(13)H(9)Cl(3)N(2), via condensation. The molecule exhibits an E configuration and forms supramolecular chains through hydrogen bonding and pi-pi stacking in its crystal structure.

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Area of Science:

  • Organic Chemistry
  • Crystallography
  • Supramolecular Chemistry

Background:

  • Condensation reactions are fundamental in organic synthesis.
  • Understanding molecular configurations and crystal packing is crucial for predicting material properties.
  • Supramolecular chemistry explores non-covalent interactions that dictate material architecture.

Purpose of the Study:

  • To synthesize and characterize a novel compound derived from benzaldehyde and 2,4,6-trichlorophenylhydrazine.
  • To elucidate the molecular geometry, including configuration and dihedral angles.
  • To investigate the intermolecular interactions and crystal packing of the synthesized compound.

Main Methods:

  • Condensation reaction between benzaldehyde and 2,4,6-trichlorophenylhydrazine.
  • X-ray crystallography for determining molecular structure and crystal packing.
  • Analysis of hydrogen bonding and π-π stacking interactions.

Main Results:

  • Successful synthesis of the title compound C(13)H(9)Cl(3)N(2).
  • The molecule adopts an E configuration with a dihedral angle of 42.58° between the phenyl and trichlorophenyl rings.
  • Supramolecular chains are formed along the c axis via N-H⋯N hydrogen bonds.
  • π-π stacking interactions were observed between trichlorophenyl rings with specific distances.

Conclusions:

  • The study successfully synthesized and characterized a new organic compound.
  • The crystal structure reveals specific intermolecular interactions (hydrogen bonding and π-π stacking) that govern its self-assembly.
  • The findings contribute to the understanding of structure-property relationships in related organic molecules.