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Updated: Jun 1, 2026

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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
2,2,2-Tribromo-N-(4-methyl-phen-yl)acetamide
Summary
This study reveals two distinct molecular orientations in the crystal structure of a tribromo compound. Intermolecular hydrogen bonds link these molecules into chains, influencing crystal packing.
Area of Science:
- Crystallography
- Organic Chemistry
- Chemical Physics
Background:
- Understanding molecular arrangements in crystals is crucial for predicting material properties.
- The specific compound C(9)H(8)Br(3)NO presents an interesting case due to its tribromo substitution.
- Previous studies on similar halogenated organic compounds provide context for this investigation.
Purpose of the Study:
- To elucidate the crystal structure of C(9)H(8)Br(3)NO.
- To analyze the intermolecular interactions and packing in the crystal lattice.
- To investigate the influence of the tribromo group on molecular conformation and crystal assembly.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the crystal structure.
- Analysis of the crystal structure included identifying hydrogen bonding networks.
- Molecular geometry and conformation were examined.
Main Results:
- The asymmetric unit contains two independent molecules with differing tribromo group orientations.
- A weak intramolecular N-H⋯Br hydrogen bond was identified within each molecule.
- Intermolecular N-H⋯O hydrogen bonds link the molecules into chains along the b-axis.
Conclusions:
- The crystal structure of C(9)H(8)Br(3)NO is characterized by two distinct molecular conformations.
- Intramolecular and intermolecular hydrogen bonding play significant roles in stabilizing the crystal structure.
- The observed packing arrangement provides insights into the solid-state behavior of this halogenated organic compound.
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