Two new quaternary phosphonium salts of 1,2-ethandiylbis -triphenylphosphonium- Diperchlorate -I-, 1,2-ethandiylbis -triphenylphosphonium- Dichlorate -II- were prepared and used for oxidation of different benzylic alcohols to afford their corresponding carbonyl compounds. These new compounds were characterized by IR, NMR spectroscopy and single crystal X-ray analysis. The crystal structure and Hirshfield surface analysis of titled compounds revealed that the change of accompanying anionic moiety can affect the directional interactions of CH/O hydrogen bonds between anionic and cationic units which lead to various supramolecular aggregations on the crystal packing. In order to exploring the influence of crystal environment of anionic moieties on the geometry of main symmetric cationic unit, the relative contribution of various close contacts and 2D fingerprint plots of title compounds and twenty three analogous structures retrieved from Cambridge Structural Database -CSD- were investigated through the distortion of tetrahedral coordination geometry of P center of main cationic unit based on t4 indices

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