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4-(4-Methyl-phen-yl)-2-(prop-2-yn-1-yl)phthalazin-1(2H)-one.

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Acta Crystallographica. Section E, Structure Reports Online
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PubMed
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Structural analysis of C18H14N2O reveals a 53.93° dihedral angle between its methyl-phenyl and phthalazone rings. Molecules form chains via C-H⋯O bonds and layers through π-π interactions in the crystal structure.

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Area of Science:

  • Organic Chemistry
  • Crystallography
  • Supramolecular Chemistry

Background:

  • Understanding molecular interactions and crystal packing is crucial in organic chemistry.
  • Phthalazone derivatives are known for diverse biological activities.
  • Detailed structural analysis provides insights into intermolecular forces.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound C18H14N2O.
  • To investigate the intermolecular interactions governing crystal packing.
  • To characterize the dihedral angle between key ring systems.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
  • Analysis of hydrogen bonding (C-H⋯O) and π-π interactions was performed.
  • Geometric parameters, including dihedral angles and centroid distances, were precisely measured.

Main Results:

  • The crystal structure of C18H14N2O was determined, revealing a dihedral angle of 53.93° between the methyl-phenyl and phthalazone rings.
  • Molecules are organized into chains through C-H⋯O hydrogen bonds along the [101] direction.
  • These chains further assemble into layers parallel to the (10-1) plane via π-π interactions with a centroid-centroid distance of 3.6990 Å.

Conclusions:

  • The study provides a detailed structural characterization of C18H14N2O.
  • The identified hydrogen bonding and π-π interactions are key factors in the compound's crystal packing.
  • This structural information can inform the design of related compounds with tailored properties.