Reaction of organoiridium(III)-2-phenylpyridine complex, [Ir(ppy)₂(μ-Cl)]₂ (ppy = 2-phenylpyridinato-C²,N), with 4-(2-bromophenyl)-1,2,3-thiodiazole (X) or 4-(2-bromophenyl)-1,2,3-selenadiazole (Y) in CH₂Cl₂ yields to [Ir(ppy)₂Cl(X)]·CH₂Cl₂ (1) or [Ir(ppy)₂Cl(Y)] (2), respectively. Both compounds were characterized by characterized by elemental analyses (C, H, N), HRESI⁺-MS, FTIR, and studied by single-crystal X-ray diffraction. The coordination environment of the central iridium(III) has a distorted octahedral geometry, four sites being occupied by two (ppy)⁻, which chelates in the C,N fashion, while the two other sites are filled with the Cl⁻ and X (or Y) ligands. The intramolecular S···N and Se···Cl types of chalcogen bonds were found in the structures of 1 and 2, respectively. Compound 1 is also present intramolecular pnicogen bonding and intermolecular halogen bonding (between CH₂Cl₂ molecules) with the short N···Br (3.160 Å) and Cl···Cl (2.187 Å) distances. The crystal structures in 1 and 2 are stabilized by medium-strong intermolecular hydrogen bonding interactions.