Acta Cryst. (2004). E60, o289-o290  [ doi:10.1107/S160053680400159X ]

4'-(Dimethylamino)-4-nitroazobenzene

H. Adams, R. W. K. Allen, J. Chin, B. O'Sullivan, P. Styring and L. R. Sutton

Abstract: The title compound [systematic name: (4-dimethylaminophenyl)(4-nitrophenyl)diazene], C₁₄H₁₄N₄O₂, has trans geometry about the azo linkage and is planar. Although the crystal structure is non-centrosymmetric, the overall net dipole moment is minimized by antiparallel arrangement of chains of molecules related by translation (1  +  x, y, 2  +  z) and by marked orientational disorder in the azo moiety, through rotation about the CC axis that it bridges. The chains are connected by weak C-HO hydrogen bonding between nitro and dimethylamino groups. They lie perpendicular to the (103) plane and form stacks through - interaction, propagating along the crystallographic a axis. The stacks interact through a combination of van der Waals interactions and edge-to-face - interaction to give a herring-bone appearance in the view along their long axis.

Online 30 January 2004

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