Crystal structure analysis and quantum chemical study of two macrocyclic compounds

Abstract

The synthesis of new organic macrocyclic nonlinear optical materials with good performance has taken the prime focus of research due to the unlimited design possibilities. Two macrocyclic structures, confirmed by 1H, 13C NMR and FT-IR, namely spiro pyrrolidine grafted methyl macrocycle C28H26N2O3 and 1,2,3 triazole bridged pyrrolidine grafted chloro macrocycle C29H27Cl1N4O30.5(H2O) are analysed by single crystal X-ray diffraction method. The UV–Vis spectra of the two compounds show that these crystals are transparent in the entire visible region. The global reactivity descriptors such as ionization potential, electron affinity, electronegativity, chemical hardness, chemical potential, chemical softness, electrophilicity index and nonlinear optical parameters such as dipole moment (μ) and static second order hyperpolarizability (γ) are determined in gas phase at the molecular level by semiempirical quantum chemical method with the coordinates obtained from X-ray diffraction as the starting geometry. In addition, the bioactivity scores were calculated from the chemical skeleton.