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Updated: May 27, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-1-(4-Chloro-benzyl-idene)-2-phenyl-hydrazine
This study reveals two distinct molecular structures in the crystal of C(13)H(11)ClN(2), with one nearly planar and the other twisted. Weak C-H⋯π interactions influence crystal packing, without hydrogen bonding.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular Structure
Background:
- Understanding molecular conformation and intermolecular interactions is crucial in crystal engineering.
- The specific compound C(13)H(11)ClN(2) presents an interesting case for structural analysis due to its hydrazide linkage.
Purpose of the Study:
- To elucidate the distinct molecular geometries and packing arrangements of C(13)H(11)ClN(2) in the solid state.
- To investigate the role of non-covalent interactions, such as C-H⋯π interactions, in stabilizing the crystal structure.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the compound.
- Analysis of crystallographic data to quantify dihedral angles and identify intermolecular interactions.
Main Results:
- The asymmetric unit contains two geometrically distinct molecules of C(13)H(11)ClN(2).
- One molecule exhibits a near-planar conformation (dihedral angle 2.44°), while the other is twisted (dihedral angle 14.08°).
- Weak C-H⋯π interactions were identified as the primary intermolecular forces, with no significant N-H hydrogen bonding observed.
Conclusions:
- The crystal structure of C(13)H(11)ClN(2) is characterized by conformational polymorphism within the asymmetric unit.
- Intermolecular C-H⋯π interactions play a significant role in the crystal packing of this compound.
- The absence of N-H hydrogen bonding highlights the importance of other weak interactions in dictating solid-state architecture.
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