Crystal structures of two bis­(iodo­meth­yl)benzene derivatives: similarities and differences in the crystal packing

نویسندگان

  • C. John McAdam
  • Lyall R. Hanton
  • Stephen C. Moratti
  • Jim Simpson
چکیده

The isomeric derivatives 1,2-bis-(iodo-meth-yl)benzene, (I), and 1,3-bis-(iodo-meth-yl)benzene (II), both C8H8I2, were prepared by metathesis from their di-bromo analogues. The ortho-derivative, (I), lies about a crystallographic twofold axis that bis-ects the C-C bond between the two iodo-methyl substituents. The packing in (I) relies solely on C-H⋯I hydrogen bonds supported by weak parallel slipped π-π stacking inter-actions [inter-centroid distance = 4.0569 (11) Å, inter-planar distance = 3.3789 (8) Å and slippage = 2.245 Å]. While C-H⋯I hydrogen bonds are also found in the packing of (II), type II, I⋯I halogen bonds [I⋯I = 3.8662 (2) Å] and C-H⋯π contacts feature prominently in stabilizing the three-dimensional structure.

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عنوان ژورنال:

دوره 71  شماره 

صفحات  -

تاریخ انتشار 2015