NDLI: Hydrogen-bonded supramolecular architectures in (<i>N</i>-(methylpyridin-2-yl)-amidino-<i>O</i>-alkylurea)copper(ii) halides

Content Provider	Royal Society of Chemistry (RSC)
Author	Hubberstey, Peter Parker, David J. Suksangpanya, Unchulee Blake, Alexander J. Wilson, Claire Cade, Emma L.
Copyright Year	2004
Abstract	Methanolysis and ethanolysis of N-(methylpyridin-2-yl)-2-cyanoguanidine in the presence of copper(II) chloride or bromide yielded four products of identical stoichiometry, Cu(L3i)X2 [L3i = L3m {N-(methylpyridin-2-yl)-amidino-O-methylurea} or L3e {N-(methylpyridin-2-yl)-amidino-O-ethylurea}; X = Cl or Br]. Recrystallisation gave the four L3i-containing copper(II) halides, [Cu(L3m)Cl2], 1, [Cu(L3e)Cl2], 2, [Cu(L3e)(OH2)Cl]Cl, 3 and [Cu(L3m)Br2]·MeOH, 4, structural analysis of which showed their crystal engineering to depend on just three of the four N–H donors of the co-ordinated tridentate ligand. In all four compounds, two of the N–H donors are used, in conjunction with halide acceptors, to generate the same R12(6) hydrogen-bonded supramolecular synthon. Whereas in 1, 2 and 3 the synthons form part of hydrogen-bonding assemblies generating centrosymmetric dimers, in 4 they are used to generate a hydrogen-bonded 1-D chain. The dimers in 1 and 2 are identical but for the pendant O-alkyl group, the two centrosymmetrically related [Cu(L3i)X2] monomers being linked by pairs of R12(6) hydrogen-bonding assemblies. The dimer in 3 is simply an extended version of those in 1 and 2, in which the halide anion, instead of being co-ordinated to the copper centre, is hydrogen-bonded to a co-ordinated water molecule of the [Cu(L3e)(OH2)Cl]+ cationic monomer. The extended architectures of the structures depend on hydrogen-bonding interactions involving the third N–H donor, which lead to 1-D chains (in 2), 2-D sheets (in 1 and 4) or, with the assistance of a water hydrogen atom, 3-D networks (in 3). In the absence of further hydrogen-bonding, weak Cu⋯N co-ordinate and π–π stacking interactions form the basis of the forces linking the chains and sheets into 3-D networks.
Starting Page	159
Ending Page	167
Page Count	9
File Format	HTM / HTML PDF
ISSN	14668033
Volume Number	6
Issue Number	28
Journal	CrystEngComm
DOI	10.1039/b405875e
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Bromine Stoichiometry Crystal engineering Haplogroup L3 (mtDNA) Ligand Ion Methanolysis Protein dimer Halide Chloride 2-Cyanoguanidine Copper Monomer Synthon Hydrogen bond
Content Type	Text
Resource Type	Article
Subject	Chemistry Condensed Matter Physics Materials Science

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