In the crystal structure of the title compound, 4-(3,3-dimethyl-1-tria
zeno)benzamide, C9H12N4O, (2), the N=N double bond [1.282(8) Angstrom]
is 0.030 Angstrom shorter than the N-N single bond [1.312(8) Angstrom
], but both bonds are Shorter than an isolated N-N single bend suggest
ing that there is double-bond character in each N-N bond, although it
is unequally distributed. The molecule adopts a trans geometry around
the N=N bond, but there is a significant deviation from planarity betw
een the benzene ring and the plane of the triazene moiety. Compound (2
) forms chains in the solid state in which the molecules are linked by
C=O ... H-N hydrogen bonds between carbamoyl groups. These chains are
cross-linked into sheets by hydrogen bonding between the second N-H m
oiety and triazene units in adjacent chains.