A series of tris(5-aryl-1H-tetrazol-1-yl)methanes (3a-3g) and 2-dichloromethyl- 5-aryl-2H-tetrazoles (4a-4d) were synthesized by reaction of 5-aryl-NH- tetrazoles with trichloromethane in strong aqueous basic condition. The com- pounds obtained were fully characterized by means of HRESI-MS, 1H and 13C {1H} NMR spectroscopies, as well as by single-crystal X-ray diffraction (for 3a, 3b, 4d). Inspection of the X-ray diffraction data and Hirshfeld surface analysis for tris(5-aryl-1H-tetrazol-1-yl)methanes 3a,b and 2-dichloromethyl-5-aryl-2H- tetrazole 4d showed the presence of noncovalent π-hole•••lone pair and π-hole•••π interactions involving electrophilic tetrazole carbon atom.