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Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
Crystal structure of 2-cyano-N'-(cyclo-hexyl-idene)acetohydrazide
William T A Harrison1, Ola K Al-Sakka2, Daisy H Fleita2
1Department of Chemistry, University of Aberdeen, Meston Walk, Aberdeen AB24 3UE, Scotland.
Abstract:
In the title compound, C9H13N3O, the cyclo-hexyl-idene ring adopts a chair conformation and the bond-angle sum at the C atom linked to the N atom is 359.6°. The cyano-acetohydrazide grouping is close to planar (r.m.s. deviation for the non-H atoms = 0.031 Å) and subtends a dihedral angle of 64.08 (4)° with the four C atoms forming the seat of the chair. The C=O and N-H groups are in a syn conformation (O-C-N-H = -5°). In the crystal, inversion dimers linked by pairs of N-H⋯O hydrogen bonds generate R 2 (2)(8) loops; this dimer linkage is reinforced by a pair of C-H⋯O inter-actions, which generate R 2 (2)(14) loops. The dimers are linked by C-H⋯Nc (c = cyanide) inter-actions into [100] ladders, which feature C(4) chains and R 4 (4)(20) loops.
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