Crystal structure of 2-cyano-N′-(cyclo­hexyl­idene)acetohydrazide

In the title compound, C₉H₁₃N₃O, the cyclo­hexyl­idene ring adopts a chair conformation and the bond-angle sum at the C atom linked to the N atom is 359.6°. The cyano­acetohydrazide 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 R₂²(8) loops; this dimer linkage is reinforced by a pair of C—H...O inter­actions, which generate R₂²(14) loops. The dimers are linked by C—H...N_c (c = cyanide) inter­actions into [100] ladders, which feature C(4) chains and R₄⁴(20) loops.