Non-covalent interactions in di halogenated compounds Ch(C₆H₄CH₂X)₂ (Ch = O, S; X = Cl, Br, I). Synthesis, crystal structure, and Hirshfeld surface analysis

In this work, the synthesis and structural study by means of single-crystal X-ray diffraction of compounds of general formula Ch(C₆H₄CH₂X)₂ (Ch = O, S; X = Cl, Br, I) is reported. These compounds contain two flexible hydro carbonated arms –CH₂–X in the ortho positions to the Ch hetero atom. These compounds were synthesized through a linear synthesis starting from diphenylether or diphenyl sulfide. Based on the structural analysis, we describe the more relevant molecular features as well as the non-covalent interactions that the heavy halogen atoms display with other moieties that promote the cohesion of the crystal arrangement. The Hirshfeld analysis displayed that the X···π, X···X, and C–H···X interactions are quite significant in the crystal arrangement. (author)