Acta Cryst. (2002). C58, o545-o548 [doi:10.1107/S0108270102011952]
Abstract: The two isomeric compounds 4-amino-ONN-azoxybenzene [or 1-(4-aminophenyl)-2-phenyldiazene 2-oxide], i.e. the ![[alpha]](/logos/entities/alpha_rmgif.gif)
isomer, and 4-amino-NNO-azoxybenzene [or 2-(4-aminophenyl)-1-phenyldiazene 2-oxide], i.e. the ![[beta]](/logos/entities/beta_rmgif.gif)
isomer, both C12H11N3O, crystallized from a polar solvent in orthorhombic space groups, and their crystal and molecular structures have been determined using X-ray diffraction. There are no significant differences in the bond lengths and valence angles in the two isomers, in comparison with their monoclinic polymorphs. However, the conformations of the molecules are different due to rotation along the Ar-N bonds. In the isomer, the benzene rings are twisted by 31.5 (2) and 14.4 (2)° towards the plane of the azoxy group; the torsion angles along the Ar-N bond in the isomer are 24.3 (3) and 23.5 (3)°. Quantum-mechanical calculations indicate that planar conformations are energetically favourable for both isomers. The N-H
O hydrogen bonds observed in both networks may be responsible for the deformation of these flexible molecules.
Formula: Two isomers of C12H11N3O
Online 10 August 2002
 |   Structure factor file (CIF format) (100.0 kbytes) |
| Structure factor file (CIF format) (51.2 kbytes) |
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