The reaction between pyrazole (PzH), theN,N-disubstituted cyanamides NCNR₂(R₂= Me₂, Et₂, C₄H₈, C₅H₁₀, C₅H₁₀O), and the nickel salts NiX₂·nH₂O (X = NO₃, OTf, ClO₄, Cl, OTs,n= 6; Br,n= 3) affords complexes featuring ligands derived from the Ni^II-mediated cyanamide-pyrazole coupling. The composition of the products and their yields are strongly affected by the choice of NiX₂·nH₂O and a molar ratio between the reactants. The [Ni(PzH)₂{NH=C(NR₂)Pz}₂](X)₂([1-5](X)₂; R₂= Me₂1, Et₂2, C₄H₈3, C₅H₁₀4, C₅H₁₀O5; X = NO₃, OTf - in all combinations, and R₂= Me₂1for X = Cl, Br) complexes (named here as bis-chelate complexes), featuring two chelated ligands derived from the cyanamide-pyrazole coupling, were obtained selectively from NiX₂·nH₂O when the molar ratio between the reactants NiX₂:PzH:NCNR₂was 1:4:(2.3). By using NiX₂·6H₂O (X = ClO₄, OTs) and with the molar ratio NiX₂:PzH:NCNR₂1:3:(3.5), the pure tris-chelate species [Ni{NH=C(NR₂)Pz}₃]X₂([6-7](ClO₄)₂, R₂= C₄H₈6, C₅H₁₀7; [8](OTs)₂, R₂= Me₂) were isolated. Structurally similar complexes are not formed under the coupling conditions when conventional nitriles NCR (R = Alk; for instance, NCMe) were applied as the nitrile component of the reaction. Quantum-chemical calculations demonstrate that generation of the tris-chelate [Ni{NH=C(NR₂)Pz}₃]²⁺species is thermodynamically driven with the energetic difference 4.6 kcal mol⁻¹between appropriate bis- and tris-chelate products, while for conventional nitrile derivatives the bis-chelate products are thermodynamically more preferable. The structures of eight complexes,viz.[1](Cl)₂, [1-2](NO₃)₂, [4](NO₃)₂, [1-2](OTf)₂, [3](OTf)₂·Me₂CO, and [9](OTf)₂were established by single crystal X-ray diffraction.