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Updated: May 22, 2026
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Modification and Functionalization of the Guanidine Group by Tailor-made Precursors
Published on: April 27, 2017
N-(3,4-Difluoro-phen-yl)-2,2-diphenyl-acetamide
Summary
This study details the crystal structure of a novel difluoro-substituted acetamide compound. Molecular analysis reveals specific dihedral angles, fluorine atom disorder, and intermolecular hydrogen bonding critical for crystal packing.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding molecular interactions and crystal packing is crucial for designing new materials.
- Fluorinated organic compounds exhibit unique properties relevant to pharmaceuticals and materials science.
- Acetamide derivatives are common structural motifs with diverse applications.
Purpose of the Study:
- To elucidate the three-dimensional crystal structure of a novel difluoro-substituted acetamide compound.
- To analyze the molecular geometry, including dihedral angles between aromatic rings and the acetamide group.
- To investigate intermolecular interactions, such as hydrogen bonding and C-H···π interactions, that govern crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided insights into molecular conformation.
- Disorder of the fluorine atom was modeled using site occupancy parameters.
- Intermolecular interactions were identified and analyzed using standard crystallographic methods.
Main Results:
- The crystal structure of C(20)H(15)F(2)NO was determined.
- Significant dihedral angles were observed between the acetamide plane and the terminal benzene rings (88.26°, 78.30°) and the difluorobenzene ring (9.83°).
- One fluorine atom exhibited positional disorder with a site occupancy ratio of approximately 0.56:0.44.
- An intramolecular C-H⋯O hydrogen bond formed an S(6) ring, and intermolecular N-H⋯O hydrogen bonds linked molecules into chains along the c-axis.
- C-H⋯π interactions further stabilized the crystal lattice.
Conclusions:
- The study provides a detailed structural characterization of a novel difluoro-substituted acetamide.
- The observed molecular conformation and intermolecular interactions are key to understanding the compound's solid-state properties.
- The findings contribute to the broader understanding of crystal engineering principles for fluorinated organic molecules.
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