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Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(2E)-2-[(4-Eth-oxy-phen-yl)imino]-1,2-di-phenylethanone
Chaabane Chiter1, Yamina Boudinar2,3, Hibet Errahmane Meroua Akkache4
1Laboratoire de Chimie Ingénierie Moléculaire et Nanostructures Université Ferhat Abbas Sétif 1 Sétif 19000 Algeria.
This study details the crystal structure of a novel imino-ketone Schiff base. The compound forms square-like units through hydrogen bonding, leading to sheet-like crystal structures.
Area of Science:
- Organic Chemistry
- Crystallography
- Supramolecular Chemistry
Background:
- Schiff bases are versatile organic compounds with diverse applications.
- Understanding the solid-state structure of Schiff bases is crucial for predicting their properties and designing new materials.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of a specific imino-ketone Schiff base.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of hydrogen bonding patterns and crystal packing was performed.
Main Results:
- The compound was identified as an E-configured imino-ketone Schiff base (C22H19NO2).
- Detailed analysis revealed specific dihedral angles between aromatic rings, indicating significant molecular non-planarity.
- The crystal structure is characterized by the formation of square-like supramolecular units via C-H⋯O hydrogen bonds, forming an R43(36) ring motif.
- These units further assemble into sheets parallel to the (101) plane through bifurcated C-H⋯O hydrogen bonds.
Conclusions:
- The study provides a detailed three-dimensional structural description of the imino-ketone Schiff base.
- The identified hydrogen bonding network dictates the formation of extended sheet structures in the solid state.
- This structural insight is valuable for the rational design of functional organic materials based on Schiff base scaffolds.
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