In this paper,density functional theory(DFT)calculations coupled with the incoherent charge hopping model were employed to investigate the charge-transport parameters of benzo[1,2-b: 4,5-b]bis[b]benzochalcogenophene and its three analogues(Fig.1).Calculations showed that the heteroatom substitution destroys the molecular geometry little,and all compounds keep the planar structure with the high symmetry(C2h molecular point group).The cationic reorganization energies mainly come from the high-frequency regime for DICZ and DBDF,while which originate from the low high-frequency regime for BBCP and BBSP.The title compounds possess large ionization potential(IP)and small electronic affinity(EA)values,consequently they are suitable for hole transport materials in organic devices.At room temperature(300K),the hole mobilities is predicted to be 1.513×10-3 and 9.645×10-2cm2·V-1·s-1 for DICZ and DBDF,while which are as high as 1.348×10-1 and 1.578 cm2·V-1·s-1 for BBCP and BBSP.The predicted values are in good agreement with the available experiment ones.The angle-dependent mobility simulation shows the hole transport in studied organic crystals is slightly anisotropic(Fig.2).