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Updated: May 30, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
4-(Morpholin-4-yl)-3-(trifluoro-meth-yl)-benzonitrile
This study details the crystal structure of a benzonitrile compound, revealing intramolecular C-H⋯F hydrogen bonds and intermolecular C-H⋯F/C-H⋯O interactions. These interactions form specific ring motifs and chains in the crystal lattice.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Benzonitrile derivatives are important scaffolds in medicinal chemistry and materials science.
- Understanding intermolecular interactions is crucial for crystal engineering and predicting material properties.
Purpose of the Study:
- To elucidate the crystal structure of the title benzonitrile compound.
- To identify and characterize intra- and intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
- Analysis of hydrogen bonding and non-covalent interactions was performed.
Main Results:
- An intramolecular C-H⋯F hydrogen bond forms an S(7) ring motif.
- The trifluoromethyl group exhibits disorder over two orientations.
- Intermolecular C-H⋯F and C-H⋯O interactions link molecules into chains, forming R(2)(2)(8) ring motifs.
Conclusions:
- The crystal structure is stabilized by a combination of intramolecular and intermolecular hydrogen bonds.
- The observed packing arrangement influences the overall supramolecular architecture.
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