Synthesis, crystal structure, Hirshfeld and docking studies of one-dimensional copper (II) coordination polymer incorporating adeninato, 5-methyluracilato and ammonia ligands

A polymeric copper(II) complex prepared by the reaction of copper(II) acetylacetonate Cu(acac)2 with adenine (systematic name: 5-methylpyrimidine-2,4(1H,3H)-dione), 5-methyluracil (systematic name: purin-6-amine) and ammonia in ethanol is reported. Single crystal X-ray diffraction structural analysis revealed that the compound, [CuII(?-adeninate)(5-methyluracilate)(NH3)2] (C10H15N9O2Cu), is made up of a neutral zigzag 1D polymer in which the Cu(II) charge is balanced by the mono-anionic adeninate and mono-anionic 5-methyluracilate ligands. The copper atom has a CuN5O environment in a severely distorted octahedral geometry, and axial bond elongation due to presumably the Jahn-Teller effect. In the structure, the 1D zigzag polymer running along b-axis is interacting via N?H???O and N?H???N hydrogen bonds with an adjacent polymers, leading to hydrogen bonded sheets parallel to bc plane. Further inter-sheet N?H???O interactions along a-axis consolidate a 3D supramolecular structure. Hirshfeld analysis confirms these strong N???H/H???N and O???H/H???O hydrogen bonds with nearly identical contributions. The synthesized compound follows the five drug recommended filters: Lipinski, Ghose, Veber, Egan and Muegge with one violation in case of Lipkini and Ghose (a maximum of 1 violation is allowed for an orally active drug). A docking study of the tested compound suggests that it may undergo intercalation into the nitrogenous bases of DNA by interacting with adenine and thymine nucleotides of the receptor via H-donor, ionic and ?-H type interactions.