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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
(E)-Methyl N'-[1-(4-methoxy-phen-yl)ethyl-idene]hydrazinecarboxyl-ate
Acta Crystallographica. Section E, Structure Reports Online
|January 5, 2011
Summary
This study details the molecular structure of C(11)H(14)N(2)O(3), revealing a trans configuration. The compound forms a one-dimensional network through hydrogen and pi-pi interactions, crucial for crystal engineering.
Area of Science:
- Crystal engineering
- Supramolecular chemistry
- Organic chemistry
Background:
- Understanding molecular interactions is key to designing functional materials.
- The title compound, C(11)H(14)N(2)O(3), presents an interesting scaffold for studying intermolecular forces.
- Previous research has not fully elucidated the solid-state structure and packing of this molecule.
Purpose of the Study:
- To determine the precise three-dimensional molecular structure of C(11)H(14)N(2)O(3).
- To investigate the intermolecular interactions governing the crystal packing.
- To explore the potential for this compound in supramolecular assembly.
Main Methods:
- Single-crystal X-ray diffraction was employed to analyze the crystal structure.
- Geometric parameters, including bond lengths, angles, and dihedral angles, were precisely measured.
- Intermolecular interactions, such as hydrogen bonding and pi-pi stacking, were identified and analyzed.
Main Results:
- The molecule adopts a trans configuration around the C=N bond.
- A dihedral angle of 12.06(9)° was observed between the benzene ring and the hydrazinecarboxylate plane.
- A one-dimensional network is formed via N-H⋯O hydrogen bonds and C-H⋯π interactions.
- π-π stacking interactions were confirmed between inversion-related benzene rings with a centroid separation of 3.777(1) Å.
Conclusions:
- The crystal structure of C(11)H(14)N(2)O(3) is characterized by specific geometric and conformational features.
- The identified hydrogen bonding and π-π stacking interactions dictate the formation of a 1D supramolecular network.
- These findings provide valuable insights for the rational design of crystalline materials with tailored properties.
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