NDLI: The tailoring of crystal structures <i>via</i> the self-assembly of organic coordination compounds by N⋯I non-covalent halogen bonds: co-crystals of sterically hindered N-heterocycles and 1,4-diiodo-tetrafluorobenzene

Content Provider	Royal Society of Chemistry (RSC)
Author	Schöllhorn, Bernd Syssa-Magalé, Jean-Laurent Palvadeau, Pierre Meerschaut, Alain Boubekeur, Kamal
Copyright Year	2005
Abstract	The N-containing heteroaromatics 2,3,5,6-tetramethylpyrazine (tmpyr), 2,2′-bipyridine (2,2′-bpy), 2,4′-bipyridine (2,4′-bpy) and o-phenanthroline (phen) were each cocrystallized with 1,4-diiodo-tetrafluoro-benzene (TFDIB). The effect of the sterically constrained aza cycles on supramolecular assembly and the crystal structure determining interactions is discussed. The N⋯I non-covalent halogen bonds are the main directing interactions responsible for the observed structures. Nevertheless, steric hindrance of the donor sites increases the impact of weaker intermolecular interactions such as CH⋯F bonding and π–π interactions provoking changes in the coordination behaviour of the donor modules. In spite of steric constraints, the co-crystals tmpyr·TFDIB (1) and 2,2′-bpy·TFDIB (2) exhibit polymeric structures consisting of infinite one-dimensional chains of alternating electron donors (D) and acceptors (A). In contrast, the structures of the cocrystals 2,4′-bpy·TFDIB (3) and phen·TFDIB (4) reveal a packing of termolecular [A1D2] complexes. It follows that the structure type of such halogen bonded supramolecular assemblies can be tuned by choosing the appropriate precursors.
Starting Page	302
Ending Page	308
Page Count	7
File Format	HTM / HTML PDF
ISSN	14668033
Volume Number	7
Issue Number	50
Journal	CrystEngComm
DOI	10.1039/b500009b
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Bipyridine Halogen Phenanthroline Steric effects Tetramethylpyrazine
Content Type	Text
Resource Type	Article
Subject	Chemistry Condensed Matter Physics Materials Science

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