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Updated: Jun 1, 2026
08:43
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
N-(3,4-Difluoro-phen-yl)-3,4,5-trimethoxy-benzamide
Summary
This study details the crystal structure of a fluorinated amide, C(16)H(15)F(2)NO(4). Molecules form chains via N-H⋯O hydrogen bonds, revealing insights into supramolecular assembly.
Area of Science:
- Crystallography
- Supramolecular Chemistry
- Organic Chemistry
Background:
- Understanding the solid-state structure of organic molecules is crucial for predicting their physical and chemical properties.
- Fluorinated organic compounds exhibit unique electronic and structural characteristics.
- Amide functionalities are fundamental building blocks in organic chemistry and play key roles in molecular interactions.
Purpose of the Study:
- To elucidate the crystal structure of the title fluorinated amide, C(16)H(15)F(2)NO(4).
- To investigate the intermolecular interactions governing the crystal packing.
- To characterize the supramolecular architecture formed in the solid state.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and dihedral angles provided detailed structural information.
- Intermolecular interactions, specifically hydrogen bonding, were identified and analyzed.
Main Results:
- The crystal structure of C(16)H(15)F(2)NO(4) was successfully determined.
- A small dihedral angle of 2.33(15)° between the two benzene rings was observed.
- Molecules are arranged in a supramolecular chain along the [100] direction through N-H⋯O hydrogen bonding.
Conclusions:
- The crystal structure reveals a specific conformation of the fluorinated amide with restricted rotation between the aromatic rings.
- N-H⋯O hydrogen bonding involving the amide group is the primary driving force for the observed supramolecular chain formation.
- The findings contribute to the understanding of crystal engineering principles for fluorinated organic materials.
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