Hydrogen- and halogen-bond cooperativity in determining the crystal packing of dihalogen charge-transfer adducts : a study case from heterocyclic pentatomic chalcogenone donors
Articolo
Data di Pubblicazione:
2017
Citazione:
Hydrogen- and halogen-bond cooperativity in determining the crystal packing of dihalogen charge-transfer adducts : a study case from heterocyclic pentatomic chalcogenone donors / R. Montis, M. Arca, M.C. Aragoni, A. Bauzà, F. Demartin, A. Frontera, F. Isaia, V. Lippolis. - In: CRYSTENGCOMM. - ISSN 1466-8033. - 19:30(2017), pp. 4401-4412. [10.1039/c7ce01035d]
Abstract:
Three new molecular CT adducts with dihalogens, based on 5,5-dimethyl-2-thiohydantoin (dth) and 1,5,
5-trimethyl-2-thiohydantoin (mdth) donor molecules have been synthesised and characterised by single
crystal X-ray diffraction and their crystal structures compared with those of previously published analogous
compounds to assess the role of molecular shape of the donors, and cooperativity and competition between
hydrogen-bonds (HBs) and halogen-bonds (XBs) in defining the observed supramolecular architectures
at the solid state. The study of the role played by these factors was supported by several computational
tools. The structural feature at the base of the crystal packings observed is the formation of dimers
of donor molecules via complementary N–H⋯O or N–H⋯S HBs. These dimers are arranged in space in 2D
architectures via further interactions involving the S/Se⋯I–I/Br XBs. Interestingly, in most of the cases the
XB interactions strengthen upon formation of the self-assembled H-bonded dimers, indicating a favourable
cooperativity effect which is at the base of the supramolecular architectures formed.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
R. Montis, M. Arca, M.C. Aragoni, A. Bauzà, F. Demartin, A. Frontera, F. Isaia, V. Lippolis
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