Abstract

The mol­ecular structure of the title compound, C12H8I2N2 [systematic name: (E)-bis­(2-iodo­phen­yl)diazene], exhibits an essentially planar trans geometry [maximum deviation = 0.022 (4) Å] with the iodine atoms ortho to the azo bridge. In the crystal, offset π-stacking leads to the formation of columns along the a axis [closest C⋯C distance = 3.383 (4) Å].

Highlights

  • 0.022 (4) Å] with the iodine atoms ortho to the azo bridge

  • The molecules of 2,2′-diiodoazobenzene exhibit a trans geometry with the iodine atoms in positions ortho to the azo bridge and opposite the N═N double bond (Fig. 1)

  • N—C—C angles = 14.30 (6)° and -14.30 (6)° (Komeyama et al, 1973), and 14.4 (3)° and -14.4 (1)° (Crispini et al, 1998); the corresponding interplanar distances are 0.173 (1) and 0.351 (3) Å, respectively. Such structural differences are likely linked to the presence of intermolecular contacts in the structures of the iodo derivatives and their absence in the dichloro compounds

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Summary

Data collection

R factor = 0.027; wR factor = 0.059; data-to-parameter ratio = 22.0. [systematic name: (E)-bis(2-iodophenyl)diazene], exhibits an essentially planar trans geometry [maximum deviation =. 0.022 (4) Å] with the iodine atoms ortho to the azo bridge. Offset -stacking leads to the formation of columns along the a axis [closest C C distance =

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