Crystal structure of bis[1-(naphthalen-1-ylmethyl)pyridinium] bis(2,2-dicyanoethene-1,1-dithiolato-κ2S,S′)nickelate(II)

Abstract

A new ion-pair complex, (C16H14N)2[Ni(C4N2S2)2] or (1-NaMePy)2[Ni(imnt)2], where 1-NaMePy is 1-(4-naphthylmethylene)pyridinium and imnt is 2,2-dicyanoethene-1,1-dithiolate, was obtained by the direct reaction of NiCl2, K2imnt and (1-NaMePy)+Br− in H2O. The asymmetric unit contains a [1-NaMePy]+ cation and one half of an Ni(imnt)22− anion. The NiII ion lies on an inversion centre and adopts a square-planar configuration with Ni—S bond lengths of 2.200 (1) and 2.216 (1) Å. In the [1-NaMePy]+ cation, the naphthyl ringsystem and the pyridinium ring make a dihedral angle of 90.0 (2)°. In the crystal, C—H...N and C—H...Ni hydrogen bonds, as well as π–π interactions between the chelate ring and the pyridinium ring [centroid–centroid distance = 3.675 (2) Å] link the ions into a three-dimensional network.

Keywords

• bis(2,2-bicyanoethene-1,1-dithiolato)nickel(II)
• pyridinium
• hydrogen bonding
• π–π interaction
• crystal structure.