Several TM-PDT analogous donors, where TM-PDT is 2-[4,5-bis(thiomethyl)-1,3-dithiol-2-ylidene]-5-(pyran-4-ylidene)-1,3,4,6-tetrathiapentalene, have been prepared. Cyclic voltammetry demonstrated that chalcogen atom exchange at chalcogenopyran moiety in donors strongly influenced their redox potentials. Electrical conductivity of all their salts showed a semiconducting behavior with relatively small activation energy. Crystal structure of (SM-PDT)(TCNQ), where TM-PDT is 2-[4,5-bis(selenomethyl)-1,3-dithiol-2-ylidene]-5-(pyran-4-ylidene)-1,3,4,6-tetrathiapentalene, has been revealed to compose of the D-A type mixed stacks.