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Updated: May 19, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
2-{[(Pyridin-2-yl)amino]-meth-yl}phenol
This study reveals the twisted aromatic rings and hydrogen bonding in a C(12)H(12)N(2)O compound. These interactions form an eight-membered ring and a helical chain structure.
Area of Science:
- Crystallography
- Molecular Chemistry
Background:
- Understanding molecular structure and intermolecular interactions is crucial in chemistry.
- Aromatic ring planarity and hydrogen bonding influence crystal packing and material properties.
Purpose of the Study:
- To elucidate the crystal structure and hydrogen bonding network of the title compound, C(12)H(12)N(2)O.
- To analyze the conformational aspects of the aromatic rings and their role in molecular assembly.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of hydrogen bond donors and acceptors to identify intermolecular interactions.
Main Results:
- The aromatic rings exhibit significant twisting (50.33°).
- An intramolecular hydrogen bond forms an eight-membered ring between the phenol oxygen and pyridine nitrogen.
- Intermolecular hydrogen bonds between amino and phenol groups create a helical chain along the a-axis.
Conclusions:
- The compound C(12)H(12)N(2)O displays a unique twisted aromatic system.
- Hydrogen bonding plays a critical role in organizing molecules into helical supramolecular structures.
- The findings contribute to the understanding of crystal engineering and molecular self-assembly.
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