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Updated: May 24, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
(E)-1-[1-(3-Chloro-phen-yl)ethyl-idene]-2-(2,4-dinitro-phen-yl)hydrazine
Abstract:
There are two crystallographically independent mol-ecules in the asymmetric unit of the title compound, C(14)H(11)ClN(4)O(4), with the same E conformation about the C=N double bond. The mol-ecules are approximately planar, with a dihedral angle between the benzene rings of 10.24 (12)° in one mol-ecule and 4.73 (12)° in the other. In both mol-ecules, the ortho-nitro groups of the 2,4-dinitro-phenyl units are coplanar to their bound benzene rings, whereas the para-nitro groups are slightly twisted. In each mol-ecule, intra-molecular N-H⋯O hydrogen bonds generate S(6) ring motifs. In the crystal, mol-ecules are linked by weak C-H⋯O inter-actions into sheets parallel to the (-102) plane. These sheets are stacked by π-π inter-actions, with centroid-centroid distances of 3.7008 (14) and 3.7459 (14) Å. A Cl⋯O short contact [3.111 (2) Å] is observed.
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