2-[(2-Chloro-quinolin-3-yl)(hy-droxy)meth-yl]acrylo-nitrile

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding molecular interactions is crucial in crystal engineering.
• The quilonine ring system is a key structural motif in various organic compounds.
• Acrylonitrile derivatives are important in polymer science and organic synthesis.

Purpose of the Study:

• To elucidate the crystal structure of the title compound C13H9ClN2O.
• To investigate the intermolecular interactions governing crystal packing.
• To characterize the dihedral angle between the acrylonitrile and quilonine moieties.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of hydrogen bonding (O-H⋯N) and C-H⋯N interactions was performed.
• Dihedral angles were calculated to describe the relative orientation of molecular fragments.

Main Results:

• The crystal structure of C13H9ClN2O was determined.
• A significant dihedral angle of 71.3(2)° was observed between the acrylonitrile C=C-CN plane and the quilonine ring system.
• Molecules self-assemble into chains via O-H⋯N hydrogen bonds along the [01-1] direction.
• These chains further assemble into a 3D network through C-H⋯N interactions.

Conclusions:

• The study provides detailed structural insights into C13H9ClN2O.
• Intermolecular hydrogen bonding and C-H⋯N interactions play a vital role in the supramolecular assembly of this compound.
• The observed dihedral angle influences the overall molecular conformation and packing.