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Updated: Jun 1, 2026
08:12
A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
(E)-2-Hydr-oxy-6-[(4-propyl-phenyl)-iminiometh-yl]phenolate
Summary
This study reveals distinct propyl side chain orientations in three independent zwitterionic molecules of a C(16)H(17)NO(2) compound. These molecules form dimers through hydrogen bonding in crystal structures.
Area of Science:
- Crystallography and Molecular Structure
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Zwitterionic compounds are crucial in various chemical and biological systems.
- Understanding molecular conformation and intermolecular interactions is key to predicting material properties.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(16)H(17)NO(2).
- To analyze the conformational variations and hydrogen bonding patterns of independent zwitterionic molecules in the asymmetric unit.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the three-dimensional structure.
- Analysis of dihedral angles and hydrogen bond motifs (S(6) and R(2)(2)(10)) was performed.
Main Results:
- Three crystallographically independent zwitterionic molecules were identified in the asymmetric unit.
- Significant variations in the orientations of propyl side chains were observed among the independent molecules.
- Intramolecular N-H⋯O hydrogen bonds formed S(6) ring motifs, and intermolecular O-H⋯O hydrogen bonds led to centrosymmetric dimer formation.
Conclusions:
- The crystal packing is influenced by the diverse conformations of the propyl side chains.
- The study highlights the role of hydrogen bonding in stabilizing the crystal structure of this zwitterionic compound.
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