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Metal‐4,4′‐azobis(3,5‐dimethyl‐1H‐pyrazole) Complexes with Seven‐ and Nine‐membered Hydrogen‐bonded Rings Originating from the Pyrrolic NH Function
Authors:Simon Millan  Gamall Makhloufi  Christoph Janiak
Abstract:The metal complexes Cu(NO3)2(H2O)2(H2azbpz)2] · 2H2O ( 1 ) and Ni(H2O)4(H2azbpz)2](NO3)2 · 2H2O ( 2 ) of 4,4′‐azobis(3,5‐dimethyl‐1H‐pyrazole) (H2azbpz) incorporate the bipyrazole as a monodentate ligand and are associated into supramolecular architectures by hydrogen bonds and azo‐pz π interactions in the solid state. In 1 a cis configuration is integrated and the NH function adjacent to the metal‐coordinating nitrogen atom gives rise to a seven‐membered anion‐assisted hydrogen‐bonded ring around the central metal atom bringing the NH function in endo‐position to the azo‐bridge. The interplay of hydrogen‐bonds and dimeric azo‐pz π interactions in 1 forms one‐dimensional supramolecular chains, which are further interconnected by a heterodromic D2h symmetric tetrameric water ring. In 2 a trans form of H2azbpz is mono‐coordinated and the synergy of hydrogen‐bonded rings around the central metal atom and continuous azo‐pz π interactions form a two‐dimensional supramolecular network structure. The supramolecular packings of 1 and 2 is further underpinned by the analysis of their Hirshfeld surface areas.
Keywords:Pyrazoles  Hydrogen bonds  Water cluster  Crystal engineering  Hirshfeld surface
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