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Impact of the complementary electronic nature of C–X and M–X halogens and intramolecular X⋯O interaction on supramolecular assemblies of Zn(II) complexes of o-halophenyl substituted hydrazides

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The disparity in the electronic nature of organic (C–X) and inorganic (M–X) halogens in a supramolecular context has been demonstrated herein. Metal complexes [Zn(hyd-X)Cl2]·nDMF of three o-halophenyl substituted hydrazide based… Click to show full abstract

The disparity in the electronic nature of organic (C–X) and inorganic (M–X) halogens in a supramolecular context has been demonstrated herein. Metal complexes [Zn(hyd-X)Cl2]·nDMF of three o-halophenyl substituted hydrazide based ligands hyd-X (hyd = hydrazide, X = F, Cl and Br) have been synthesized and characterized by single crystal XRD. The C–X halogen atom in these complexes is involved in either intramolecular X⋯O interaction (when X = Cl/Br) or intramolecular N–H⋯X (when X = F) hydrogen bonding. Supramolecular networks propagated via intermolecular C–X⋯N halogen bonds and N–H⋯X(M) hydrogen bonds are observed in crystal structures of the complexes. Intramolecular X⋯O interaction and intramolecular N–H⋯F hydrogen bonds exert decisive roles in locking the molecular conformation of these compounds. DFT, AIM and NBO studies have been employed to acquire quantitative accounts of the halogen mediated non-covalent interactions.

Keywords: electronic nature; interaction; halophenyl substituted; intramolecular interaction

Journal Title: CrystEngComm
Year Published: 2017

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