Syntheses and structure of a nitrogen-rich pyrimidine triazole ligand and its Cu(I) and Ag(I) complexes

The product of an azide–alkyne Huisgen cyclo­addition between a pyridine azide and a simple alkyne was crystallized alongside the products of the corresponding complexation reactions with copper(I) iodide and silver(I) nitrate. 4,6-Di­meth­yl-2-(4-propyl-1H-1,2,3-triazol-1-yl)pyrimidine, C11H15N5, crystallizes with three mol­ecules in the asymmetric unit. The extended structure involves aromatic π-stacking and an extensive network of C—H⋯N hydrogen bonds. The copper complex, di-μ-iodido-bis­{[4,6-dimethyl-2-(4-propyl-1H-1,2,3-triazol-1-yl-κN2)pyrimidine-κN1]copper(I)}, [Cu2I2(C11H15N5)2], is dimeric with a pair of bridging iodide ions and N,N-chelating ligands, whereas the silver com­plex, bis­[4,6-dimethyl-2-(4-propyl-1H-1,2,3-triazol-1-yl-κN2)pyrimidine-κN1](nitrato-κO)silver(I), [Ag(NO3)(C11H15N5)2], sees the silver(I) ion suspended between two ligands and weakly attached to a nitrate counter-ion. The copper coordination polyhedra are distorted CuN2I2 tetra­hedra whereas the silver ion adopts an irregular AgN4O coordination polyhedron. The goal of this work is to develop the synthesis of this ligand for the use with natural products as starting materials. The results presented here represent the potential crystallinity of the ligand system and the complexes yielding from it.