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

Abstract

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...Nc (c = cyanide) interactions into [100] ladders, which feature C(4) chains and R44(20) loops.

Keywords

• crystal structure
• hydrazide
• cyclohexylidene
• inversion dimer