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Updated: Jun 1, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
4-[(E)-(2-Methoxy-phen-yl)imino-meth-yl]-N,N-dimethyl-aniline
Shan-Bin Liu1, Cai-Feng Bi, Qiang Wang
1Key Laboratory of Marine Chemistry Theory and Technology, Ministry of Education, College of Chemistry and Chemical Engineering, Ocean University of China, Qingdao, Shandong 266100, People's Republic of China.
The crystal structure of C(16)H(18)N(2)O reveals a dihedral angle of 38.5° between benzene rings. Intermolecular forces like C-H⋯N, C-H⋯O interactions, and pi-pi stacking stabilize its crystal packing.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding the three-dimensional arrangement of molecules in crystals is crucial for predicting material properties.
- Intermolecular forces play a significant role in dictating crystal lattice structures and stability.
Purpose of the Study:
- To determine and analyze the crystal structure of the title compound, C(16)H(18)N(2)O.
- To investigate the intermolecular interactions and packing motifs governing the solid-state structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to collect diffraction data.
- The crystal structure was solved and refined using standard crystallographic software.
Main Results:
- The title compound, C(16)H(18)N(2)O, exhibits a specific molecular conformation with a dihedral angle of 38.5(2)° between its benzene rings.
- Crystal packing analysis identified stabilizing interactions including weak C-H⋯N hydrogen bonds, C-H⋯O interactions, and aromatic π-π stacking with centroid-centroid separations of 3.620(5) Å and 3.546(4) Å.
Conclusions:
- The crystal structure of C(16)H(18)N(2)O is characterized by a defined dihedral angle between aromatic rings.
- Weak interactions and π-π stacking are key factors in the observed crystal packing and stability.
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