Two chiral amino compounds are chemically modified into naphthalimides R-4FMNNI and S-4FMNNI (Figure ), as guest molecules, and two host ones (R-4FBrBI and S-4FBrBI, Figure ), which are characterized by 1 H and 13 C NMR spectra, high resolution mass spectrometry (HRMS, Figure -49), elemental analysis (EA) and chiral high-performance liquid chromatography (CHPLC). The CHPLC traces (Figure -S2, Table -S2) demonstrate that the model compounds are chiral molecules with high purity > 99.5% with ee values > 99.9%. Crystal parameters (Figure ) obtained from single-crystal Xray diffraction (SC-XRD) reveal that these molecules exhibit the same monoclinic system, space group (P21), and similar dihedral angles between the phenyl and imide planes (109.28-113.32), suggesting high structural similarity in the solid state. The CD spectra (Figure ) are used to determine their chirality