From Tortoise-Shell-Like Molecular Segments to C_4nH_2nN_2n (n = 3−8) Cages Stabilized by Alkenyl: A Theoretical Study

Abstract

The C(4n)H(2n)N(2n) (n = 3-8) cage molecules with D(nh) symmetry and their nitrated products, C(4n)N(4n)O(4n) (n = 3, 4, 5) and C(4n)H(n)N(3n)O(2n) (n = 4, 6, 8) were studied by DFT at the B3LYP/cc-pVDZ level. Their geometrical structures, ground-state energies, and heats of formation have been investigated. They exhibit an obvious cage effect. Hirshfeld partitioning charges in momentum space give evidence of high strained energy in the title compounds. Their orbital energy and frontier orbital shape and electrostatic potential calculation are also studied. Investigation of heat of formation and NICS analysis reveal that C(24)H(12)N(12) is the most stable molecule among title compounds with D(nh) symmetry. Their half nitrated products are predicted as a promising candidate for high energy matter.