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Updated: May 21, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-1-(2,4-Dinitro-phen-yl)-2-[1-(3-fluoro-phen-yl)ethyl-idene]hydrazine
This study details the crystal structure of a fluorinated dinitro-substituted hydrazone derivative. Molecular analysis reveals a nearly planar structure with specific dihedral angles and intermolecular interactions, including pi-pi stacking and C-H...O bonds.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Hydrazone derivatives are important organic compounds with diverse applications.
- Understanding the solid-state structure of substituted hydrazones is crucial for predicting their properties and reactivity.
Purpose of the Study:
- To elucidate the crystal structure and intermolecular interactions of a novel C(14)H(11)FN(4)O(4) hydrazone derivative.
- To analyze the molecular geometry, including planarity and dihedral angles between aromatic rings.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
- Analysis of intermolecular interactions such as hydrogen bonds, pi-pi stacking, and short contacts was performed.
Main Results:
- The molecule exhibits a nearly planar conformation with specific dihedral angles between the benzene rings and the central hydrazone core.
- Intramolecular N-H⋯O hydrogen bonding forms an S(6) ring motif.
- Crystal packing is influenced by weak C-H⋯O interactions, forming sheets, and π-π stacking along the a-axis.
- A notable C⋯F short contact and disorder in the 3-fluorophenyl group were observed.
Conclusions:
- The detailed structural analysis provides insights into the solid-state behavior of this fluorinated dinitro-hydrazone derivative.
- The observed intermolecular interactions and molecular geometry are key factors influencing the compound's crystal packing and potential properties.
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