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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
2-[(E)-(4-Fluoro-benz-yl)imino-meth-yl]-6-meth-oxy-phenol
Hong Yu1, Yue-Bao Jin, Yong-Kang Chang
1State Key Lab. Base of Novel Functional Materials and Preparation Science, Institute of Solid Materials Chemistry, Faculty of Materials Science and Chemical Engineering, Ningbo University, Ningbo 315211, People's Republic of China.
This study details the crystal structure of a novel Schiff base, C(15)H(14)FNO(2). It reveals a significant dihedral angle between benzene rings and specific hydrogen bonding patterns forming dimers.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Schiff bases are versatile organic compounds with diverse applications.
- Understanding the solid-state structure is crucial for predicting chemical properties and reactivity.
- Hydrogen bonding plays a key role in molecular self-assembly and crystal engineering.
Purpose of the Study:
- To elucidate the crystal structure of the Schiff base C(15)H(14)FNO(2).
- To investigate the intermolecular and intramolecular interactions within the crystal lattice.
- To characterize the dihedral angle between the aromatic rings.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed.
- The crystal structure was solved and refined.
- Hydrogen bonding networks and geometric parameters were analyzed.
Main Results:
- The crystal structure of Schiff base C(15)H(14)FNO(2) was determined.
- A dihedral angle of 53.32(8)° was measured between the benzene rings.
- Dimers were formed via pairs of C-H⋯O hydrogen bonds, forming R(2)(2)(18) ring motifs.
- An intramolecular O-H⋯N hydrogen bond was identified.
Conclusions:
- The study provides detailed structural insights into the Schiff base.
- The observed hydrogen bonding patterns dictate the supramolecular architecture in the solid state.
- The findings contribute to the understanding of Schiff base crystal engineering.
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