| Summary: | Two metal complexes of theophylline were synthesized. Namely, <b>1</b> with the formula [Cu(theop)<sub>2</sub>(H<sub>2</sub>O)<sub>3</sub>]·2H<sub>2</sub>O and <b>2</b>, [Zn(theop)<sub>2</sub>]∙H<sub>2</sub>O (where: theop = theophylline ion). Their properties were thoroughly investigated by the elemental analysis (EA), flame atomic absorption spectrometry (FAAS), Fourier-transform infrared spectroscopy (FTIR), and thermogravimetric analysis (TGA) that were augmented by antimicrobial and antioxidant analyses. Their radical scavenging ability (RSA) is notably higher than that of a pure theophylline itself. Similarly to theophylline complexes already studied by us <b>3</b>, [Mn(theop)<sub>2</sub>(H<sub>2</sub>O)<sub>4</sub>] <b>4</b>, [Co(theop)<sub>2</sub>(H<sub>2</sub>O)<sub>4</sub>] and <b>5</b>, [Ni(theop)<sub>2</sub>(H<sub>2</sub>O)<sub>4</sub>] title compounds are inactive against Gram-negative bacteria, but they show moderate or mild activity against Gram-positive rods. The low temperature, single crystal X-ray diffraction technique determines the crystal structure of <b>1</b>. Its supramolecular crystal topology is affected by the unique, double palindrome water chain that formed by two conserved and a sole coordinated water molecules. Crystal packing arrangements were characterized by fingerprint plots that were derived from the Hirshfeld surfaces (HS), as calculated for all structures in the series <b>1</b>, <b>3</b>, <b>4</b>, <b>5</b>.
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