Crystals with the 1D assembly of chiral bowl-shaped molecules are classified into eight groups based on chirality, polarity, and enantiomer alignments. Table shows that SubPc derivatives with different halogen substituents form seven of the eight groups (except for ⑥). These results indicate that the exceptionally similar assemblies can be individually synthesized by introducing minimal changes in the molecular structure of SubPc. The physical properties of these obtained crystals should be different due to the halogen difference. However, absorption profiles remain nearly unchanged with different halogen substituents (Figure ), due to the fact that halogens contribute little to the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO).