The inclusion of pharmaceutical drugs in 3D polyiodide networks is still active research in inorganic chemistry field. Here a newly Fluconazole-polyiodide salt: (H2Flu(2+))](I-)(I-3(-)).0.5I(2) was synthetized from Fluconazole drug with hydroiodic acid. Single crystal X-Ray Diffraction method (SCXRD) was used to analyze the crystal structure. Hydrogen and halogen bonds, anion-pi, pi-stacking, and van der Waals interactions contribute to the crystal packing. The intermolecular interactions were studied using Hirshfeld surface analysis and the (2D) fingerprint plots show mainly H center dot center dot center dot H and H center dot center dot center dot I interactions. The enrichment ratio descriptor (E) shows that the favorable contacts responsible for the crystal packing are hydrogen and halogen bonds and anion-pi interactions in line with the XRD results. The crystal morphology was investigated using the Bravais-Friedel-Donnay-Harker (BFDH) model showing that the crystal morphology is dominated by different faces, which have very different ener gies ranging from about 0.7 [0 0 1] to 5.3 [0 1 0] kcal/mol. Several DFT functionals and basis sets were assessed in calculating the UV-vis absorption spectrum and the global chemical reactivity descriptors. The analysis of the frontier molecular orbitals (FMOs) by DFT and TD-DFT show that essentially the iodide anions in this structure contribute to the frontier orbitals and might be used as electron donor in chemical reactions. (C) 2022 Elsevier B.V. All rights reserved.