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Updated: Jun 1, 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-pentyl-idenehydrazine
Abstract:
The title compound, C(11)H(14)N(4)O(4), is essentially planar with an r.m.s. deviation for the 19 non-H atoms of 0.152 Å. The conformation about the C=N bond is E, and the mol-ecule has a U-shape as the butyl group folds over towards the aromatic system. An intra-molecular C-H⋯N inter-action occurs. The crystal packing is dominated by N-H⋯O hydrogen bonding and C-H⋯O contacts, leading to twisted zigzag supra-molecular chains along the c direction. The crystal packing brings two nitro O atoms into an unusually close proximity of 2.686 (4) Å. While the nature of this inter-action is not obvious, there are several precendents for such short nitro-nitro O⋯O contacts of less than 2.70 Å in the crystallographic literature.
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