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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)-4-Meth-oxy-2-(o-tolyl-imino-meth-yl)phenol
Summary
This study details the molecular structure of a C(15)H(15)NO(2) compound, revealing intramolecular hydrogen bonding and phenol-imine tautomerism. Intermolecular interactions and pi-pi stacking influence crystal packing.
Area of Science:
- Crystallography
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Understanding molecular interactions is crucial for materials science.
- Phenol-imine tautomerism influences chemical properties and reactivity.
- Crystal engineering relies on predicting and controlling intermolecular forces.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of the title compound C(15)H(15)NO(2).
- To investigate the presence and influence of hydrogen bonding and pi-pi interactions.
- To confirm the phenol-imine tautomeric form through structural analysis.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
- Analysis of bond lengths (C-O, C-N, C-C) provided evidence for tautomerism.
- Intermolecular interactions, including hydrogen bonds and pi-pi stacking, were identified and characterized.
Main Results:
- The crystal structure features an intramolecular O-H⋯N hydrogen bond forming a near-planar six-membered ring.
- The compound exists as a phenol-imine tautomer, supported by bond length data.
- Intermolecular C-H⋯O hydrogen bonds form C(5) chains, and pi-pi interactions are observed between phenol rings.
Conclusions:
- The title compound exhibits specific conformational preferences due to intramolecular hydrogen bonding.
- The identified tautomeric form and intermolecular interactions dictate the crystal packing.
- The study provides insights into the supramolecular assembly driven by various non-covalent interactions.
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