2-Acetyl-phenyl (2E)-3-(4-fluoro-phen-yl)acrylate

Area of Science:

• Solid-state chemistry
• Crystallography
• Organic chemistry

Background:

• Understanding the crystal packing and intermolecular forces of organic molecules is crucial for predicting material properties.
• Fluorinated organic compounds exhibit unique electronic and structural characteristics due to fluorine's high electronegativity.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(17)H(13)FO(3).
• To analyze the dihedral angle between the benzene rings within the molecule.
• To investigate the intermolecular interactions, including hydrogen bonding, that govern crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of the crystal structure included measuring the dihedral angle between aromatic rings.
• Identification and characterization of intermolecular interactions such as C-H⋯(O,O), C-H⋯O, and C-H⋯F hydrogen bonds.

Main Results:

• The dihedral angle between the two benzene rings in the C(17)H(13)FO(3) molecule was determined to be 70.34° (±5°).
• Molecules form inversion dimers through pairs of bifurcated C-H⋯(O,O) hydrogen bonds.
• These dimers are further interconnected by C-H⋯O and C-H⋯F interactions, resulting in an extended three-dimensional crystal network.

Conclusions:

• The crystal structure of C(17)H(13)FO(3) is characterized by a significant dihedral angle between its benzene rings.
• Specific hydrogen bonding interactions, including bifurcated and C-H⋯F types, are key to forming the observed 3D supramolecular architecture.
• The findings provide insights into the structure-property relationships of fluorinated organic solids.