1,3-Bis(2,4-dibromophenyl)triazene.
The crystal structure of the title compound, C(12)H(7)Br(4)N(3), shows that the stereochemistry about the N[double bond]N double bond of the N[double bond]N-N(H) moiety is trans. The whole molecule deviates slightly from planarity (r.m.s. deviation 0.164 A). While one of the aryl substituents is almost coplanar with the triazene chain, weak intermolecular Br...C contacts cause the second aryl substituent to deviate by an angle of 9.1 (8) from the plane defined by the N[double bond]N-N group. Weak intermolecular N-H...Br interactions between molecules related by the diagonal glide plane give rise to chains, which are stacked along the [100] crystallographic direction. An unequal distribution of double-bond character between the N atoms suggests a delocalization of pi electrons over the diazoamino group and the adjacent aryl groups.
Hörner
Manfredo
M
Departamento de Quimica, Universidade Federal de Santa Maria, Caixa Postal 5071, 97050-020 Santa Maria RS, Brazil. hoerner@base.ufsm.br
Casagrande
Ivan C
IC
Bordinhao
Jairo
J
Mössmer C
Cäcilia M
CM