Supporting information How the substituents in corannulene and sumanene derivatives alter their molecular assemblings and charge transport properties?--a theoretical study with a dimer model Xi Chen,1 Fu-Quan Bai,1* Yongan Tang,2 and Hong-Xing Zhang1* Correspondence to: Fu-Quan Bai (E-mail: baifq@jlu.edu.cn); Hong-Xing Zhang (E-mail: zhanghx@jlu.edu.cn) Xi Chen, Fu-Quan Bai, Hong-Xing Zhang Institute of Theoretical Chemistry, Jilin University, Changchun 130023, China 2 Yongan Tang Department of Chemistry and Biochemistry, Miami University, Oxford, OH 45056, USA Fig. S1 Bond lengths of the molecules studied. The increased/decreased values of substituted corannulenes and sumanenes compared to corannulene and sumanene are signed by red/blue. All values are in Å. Fig. S2 Graphical representation of the molecular bowl depth. (Take the corannulene as example) Supporting information Fig. S3 The molecular potential energy and dipole moment of these monomers are presented for comparison. Supporting information Fig. S4 The optimal configuration (from top view) of the dimers with the strongest binding interaction energy. Supporting information Fig. S5 The PES of the C-2CF3 dimer as a function of the intermolecular vertical separation (Z) and the rotation angle () from 0°~180°. Supporting information Fig. S6 The PES of C-5F and C-5CF3 anti-type dimers as a function of the intermolecular vertical separation (Z) and the rotation angle (). Fig. S7 The optimal configuration (from top view) of C-5F and C-5CF3 anti-type dimers with the strongest binding interaction energy. Supporting information Fig. S8 The interaction energy curves of C-5F (a) and C-5CF3 (b) syn/anti-type dimers as a function of the rotation angle () with different intermolecular vertical separation (Z) for comparison. Supporting information Fig. S9 Visualization of the weak interactions for C-seriesdimers (top view) in real space at the configuration of perfect eclipsed molecular stacking (0°) with their optimal intermolecular vertical separations. Supporting information Fig. S10 Visualization of the weak interactions for S-seriesdimers (top view) in real space at the configuration of perfect eclipsed molecular stacking (0°) with their optimal intermolecular vertical separations. Supporting information Fig. S11 Visualization of the weak interactions for anti-type C-5F and C-5CF3 dimers (top view) in real space at the configuration of perfect eclipsed molecular stacking (0°) and at their optimal rotation angle all with their optimal intermolecular vertical separations. Supporting information Fig. S12 Evolution of the HOMO and LUMO energy for C-series dimers as a function of the rotation angle at each optimal vertical separation. The arrows point the rotation angle with the strongest binding interaction energy. Supporting information Fig. S13 Evolution of the HOMO and LUMO energy for S-series dimers as a function of the rotation angle at each optimal vertical separation. The arrows point the rotation angle with the strongest binding interaction energy.