Table 1 Comparison between modeled and crystal geometric structures of 1
Modeled structure | Crystal structure | Modeled structure | Crystal structure | ||
|---|---|---|---|---|---|
Energy (kJ/mol) | − 2 760 740.50 | E LUMO (kJ/mol) | − 549.86 | ||
E HOMO (kJ/mol) | − 777.67 | GAP (kJ/mol) | − 227.81 | ||
Bond lengths (Å) | |||||
O1–C1 | 1.239 | 1.208(2) | N2–C10 | 1.462 | 1.456(2) |
O3–C3 | 1.239 | 1.211(2) | C8–C9 | 1.404 | 1.381(2) |
N2–C1 | 1.410 | 1.397(2) | C14–O18 | 1.386 | 1.367(2) |
N2–C3 | 1.409 | 1.389(2) | O18–C18 | 1.450 | 1.427(3) |
C1–C8 | 1.489 | 1.489(3) | C15–O19 | 1.387 | 1.371(2) |
C3–C9 | 1.489 | 1.484(3) | O19–C19 | 1.449 | 1.428(2) |
Bond angles (°) | |||||
C9–C3–O3 | 129.1 | 129.14(16) | C14–O18–C18 | 118.4 | 116.60(15) |
O3–C3–N2 | 124.9 | 124.64(17) | C16–C15–O19 | 124.6 | 124.52(16) |
C3–N2–C10 | 123.8 | 123.14(14) | C15–O19–C19 | 118.3 | 116.51(15) |
N2–C10–C11 | 112.6 | 111.62(18) | O18–C14–C15 | 115.8 | 115.22(16) |
C13–C14–O18 | 124.4 | 125.17(16) | O19–C15–C14 | 116.0 | 116.96(16) |
Torsion angles (°) | |||||
O3–C3–N2–C10 | 1.015 | − 3.0(3) | C18–O18–C14–C13 | 0.271 | 3.8(3) |
O1–C1–N2–C10 | − 0.935 | 1.7(3) | C19–O19–C15–C16 | 0.258 | − 9.2(3) |
N2–C10–C11–C12 | 177.174 | 179.44(16) | O18–C14–C15–O19 | 0.038 | 2.1(3) |
C10–C11–C12–C13 | − 82.95334 | − 102.4(2) | |||