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Updated: Jun 1, 2026
06:46
Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-5-Meth-oxy-2-(o-tolyl-imino-meth-yl)phenol
Summary
The study reveals the enol-imine tautomeric form of a C(15)H(15)NO(2) compound, stabilized by an intramolecular hydrogen bond. Weak C-H⋯π interactions were also observed in its crystal structure.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding molecular structure and interactions is crucial in chemistry.
- Tautomerism and hydrogen bonding significantly influence molecular conformation and stability.
- Crystal structure analysis provides insights into intermolecular forces.
Purpose of the Study:
- To determine the precise molecular structure of the title compound C(15)H(15)NO(2).
- To investigate the tautomeric form and stabilizing interactions within the molecule.
- To identify any significant intermolecular interactions in the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction was employed to elucidate the three-dimensional structure.
- Analysis of bond angles and distances confirmed the molecular geometry.
- Hydrogen bonding and other non-covalent interactions were identified and quantified.
Main Results:
- The compound exists in the enol-imine tautomeric form.
- A strong intramolecular O-H⋯N hydrogen bond stabilizes the molecular structure.
- The phenol group exhibits specific dihedral angles with the imine linkage (2.4°) and the phenyl group (24.1°).
- Weak C-H⋯π interactions were observed in the crystal packing.
Conclusions:
- The enol-imine tautomer is the predominant form, stabilized by intramolecular hydrogen bonding.
- The observed dihedral angles are characteristic of this specific molecular conformation.
- The crystal structure is further influenced by weak C-H⋯π interactions, contributing to the overall packing.
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