Table 1.
Optimized structural parameters using DFT/B3LYP with 6-311++G(d,p) basis set of the title compound in the ground state. Bond distances (Å) and angles (o).
| Bond distances (Å) | B3LYP6-311++G(d,p) | Bond angles (0) | B3LYP6-311++G(d,p) | Selected torsion angles (o) | B3LYP6-311++G(d,p) |
|---|---|---|---|---|---|
| C1-C2 | 1.5276 | C1-C2-N1 | 113.799 | C1-C2-N1-C3 | -164.005 |
| C2-N1 | 1.4633 | C2-N1-C3 | 111.392 | C1-C2-N1-C6 | 70.446 |
| N1-C3 | 1.4881 | N1-C3-C4 | 111.305 | N1-C6-C5-N2 | -28.290 |
| N1-C6 | 1.4582 | C3-C4-N2 | 110.204 | N1-C3-C4-N2 | -30.675 |
| C3-C4 | 1.5416 | C4-N2-C5 | 110.685 | N2-C7-C8-C9 | -64.293 |
| C4-N2 | 1.4621 | N2-C5-C6 | 111.058 | C3-C4-N2-C7 | -165.825 |
| N2-C5 | 1.4729 | C5-C6-N1 | 109.830 | C6-C5-N2-C7 | -162.835 |
| C5-C6 | 1.5406 | C6-N1-C2 | 114.558 | C4-N2-C7-C8 | 163.516 |
| N2-C7 | 1.4661 | C6-N1-C3 | 109.924 | C6-N2-C7-C8 | -69.044 |
| C7-C8 | 1.5375 | C4-N2-C7 | 113.525 | C8-C9-N3-C10 | 177.749 |
| C8-C9 | 1.5333 | C5-N2-C7 | 113.382 | C7-C8-C9-O1 | -143.052 |
| C9-O1 | 1.2218 | N2-C7-C8 | 113.916 | C9-N3-C10-C15 | 4.790 |
| C9-N3 | 1.3695 | C7-C8-C9 | 117.346 | C9-N3-C10-C11 | -175.371 |
| N3-C10 | 1.4102 | C8-C9-N3 | 114.315 | N3-C10-C15-C14 | 179.627 |
| C10-C11 | 1.4157 | C9-N3-C10 | 128.882 | N3-C10-C11-C12 | 179.449 |
| C11-C12 | 1.3909 | N3-C10-C11 | 115.888 | C15-C14-N4-C16 | 179.749 |
| C12-C13 | 1.3838 | N3-C10-C15 | 123.265 | C12-C13-O2-C16 | 179.984 |
| C13-C14 | 1.3953 | C10-C11-C12 | 122.100 | N4-C14-C13-C12 | 179.960 |
| C14-C15 | 1.3945 | C11-C12-C13 | 115.960 | O2-C13-C14-C15 | 179.702 |
| C15-C10 | 1.3997 | C12-C13-C14 | 123.073 | C13-O2-C16-C17 | -178.664 |
| C13-O2 | 1.3753 | C13-C14-C15 | 121.182 | C14-N4-C16-C17 | 178.528 |
| O2-C16 | 1.3756 | C14-C15-C10 | 116.837 | N4-C16-C17-C18 | -104.230 |
| C16-N4 | 1.2910 | C15-C10-C11 | 120.847 | O2-C16-C17-C18 | 74.397 |
| N4-C14 | 1.3995 | C12-C13-O2 | 129.219 | C16-C-17-C18-C23 | 66.554 |
| C16-C17 | 1.4929 | C13-O2-C16 | 103.978 | C16-C-17-C18-C19 | -113.590 |
| C17-C18 | 1.5216 | O2-C16-N4 | 115.272 | C19-C20-C21-Cl1 | 179.936 |
| C18-C19 | 1.3955 | C16-N4-C14 | 104.755 | C23-C22-C21-Cl1 | 179.920 |
| C19-C20 | 1.3942 | N4-C14-C13 | 108.287 | ||
| C20-C21 | 1.3894 | O2-C16-C17 | 116.838 | ||
| C21-Cl1 | 1.7602 | N4-C16-C17 | 127.878 | ||
| C21-C22 | 1.3921 | C16-C17-C18 | 113.060 | ||
| C22-C23 | 1.3915 | C17-C18-C19 | 121.054 | ||
| C23-C18 | 1.3988 | C18-C19-C20 | 121.125 | ||
| C19-C20-C21 | 119.041 | ||||
| C20-C21-Cl1 | 119.491 | ||||
| Cl1-C21-C22 | 119.451 | ||||
| C20-C21-C22 | 121.058 | ||||
| C21-C22-C23 | 119.138 | ||||
| C22-C23-C18 | 121.014 | ||||
| C23-C18-C19 | 118.624 |