Table 2.
Optimized geometrical parameters (bond length (Å) and bond angle (o)) of 5TDOP by 6–311++G(d,p) basis set.
| Bond length(Å) |
Bond angle(°) |
||||
|---|---|---|---|---|---|
| Bonds | B3LYP | Experimental∗ | Bonds | B3LYP | Experimental∗ |
| Cl1–C17 | 1.761 | 1.744 | N3–C7–H26 | 110.0 | - |
| O2–C11 | 1.385 | 1.209 | N3–C10–H27 | 109.9 | - |
| O2–C12 | 1.391 | - | N3–C10–H28 | 112.9 | - |
| N3–C6 | 1.458 | 1.458 | N3–C10–H29 | 109.9 | 109.6 |
| N3–C7 | 1.472 | 1.474 | C5–C4–C6 | 101.4 | - |
| N3–C10 | 1.449 | 1.463 | C5–C4–C8 | 111.8 | 117.8 |
| C4–C5 | 1.551 | - | C5–C4–H21 | 108.3 | 108.5 |
| C4–C6 | 1.526 | - | C4–C5–C7 | 103.3 | - |
| C4–C8 | 1.503 | 1.504 | C4–C5–C9 | 116.3 | 116.8 |
| C4–H21 | 1.096 | - | C4–C5–H22 | 106.1 | 108.5 |
| C5–C7 | 1.555 | - | C6–C4–C8 | 119.1 | 119.4 |
| C5–C9 | 1.517 | 1.514 | C6–C4–H21 | 107.6 | 108.5 |
| C5–H21 | 1.097 | - | C4–C6–H23 | 113.3 | 116.5 |
| C6–H23 | 1.094 | - | C4–C6–H24 | 110.8 | 109.3 |
| C6–H24 | 1.107 | - | C8–C4–H21 | 108.2 | 108.5 |
| C7–H25 | 1.102 | - | C4–C8–C11 | 117.1 | 117.6 |
| C7–H26 | 1.094 | - | C4–C8–C13 | 124.6 | 121.8 |
| C8–C11 | 1.399 | 1.388 | C7–C5–C9 | 115.8 | 118.6 |
| C8–C13 | 1.396 | 1.388 | C7–C5–H22 | 107.4 | - |
| C9–C12 | 1.405 | 1.403 | C5–C7–H25 | 110.2 | - |
| C9–C14 | 1.404 | 1.400 | C5–C7–H26 | 112.2 | - |
| C10–H27 | 1.093 | - | C9–C5–H22 | 107.3 | - |
| C10–H28 | 1.107 | - | C5–C9–C12 | 124.4 | 125.3 |
| C10–H29 | 1.093 | - | C5–C9–C14 | 118.9 | 118.8 |
| C11–C15 | 1.390 | - | H23–C6–H24 | 107.9 | 107.9 |
| C12–C16 | 1.397 | - | H25–C7–H26 | 107.5 | 107.5 |
| C13–C17 | 1.392 | - | C11–C8–C13 | 118.3 | - |
| C13–H30 | 1.082 | - | C8–C11–C13 | 121.5 | 121.9 |
| C14–C18 | 1.390 | - | C8–C11–C17 | 120.1 | - |
| C14–H31 | 1.084 | - | C8–C13–H30 | 120.5 | - |
| C15–C19 | 1.393 | - | C12–C9–C14 | 116.7 | 117.8 |
| C15–C19 | 1.083 | 0.930 | C9–C12–C16 | 121.1 | - |
| C16–C20 | 1.388 | 1.380 | C9–C14–C18 | 122.6 | - |
| C16–H33 | 1.083 | 0.930 | C9–C14–H31 | 118.5 | 119.0 |
| C17–C19 | 1.389 | 1.385 | H27–C10–H28 | 108.2 | - |
| C18–C20 | 1.393 | - | H27–C10–H29 | 107.7 | - |
| C18–C34 | 1.084 | 0.970 | H28–C10–H29 | 108.0 | - |
| C19–H35 | 1.082 | 0.960 | C11–C15–C19 | 120.0 | - |
| C20–H36 | 1.084 | 0.970 | C11–C15–H32 | 119.2 | - |
| Bond angle(°) | C12–H16–C20 | 120.7 | - | ||
| Cl1–C17–C13 | 119.1 | 117.3 | C12–C16–H33 | 117.9 | - |
| Cl1–C17–C19 | 119.5 | 119.7 | C17–C13–H30 | 119.4 | - |
| C11–O2–C12 | 122.8 | 121.9 | C13–C17–C19 | 121.4 | - |
| O2–C11–C8 | 120.6 | 120.4 | C18–C14–H31 | 118.9 | - |
| O2–C11–C15 | 117.7 | - | C14–C18–C20 | 119.4 | - |
| C2–C12–C9 | 125.1 | 125.3 | C14–C18–H34 | 120.0 | - |
| C2–C12–C16 | 113.7 | C19–C15–H32 | 120.8 | - | |
| C6–N3–C7 | 108.1 | 109.5 | C15–H19–C17 | 118.8 | - |
| C6–N3–C10 | 115.6 | 111.8 | C15–C19–H35 | 120.8 | - |
| N3–C6–C4 | 102.0 | - | C20–H16–H33 | 121.4 | - |
| N3–C6–H23 | 110.7 | 109.5 | C16–C20–C18 | 119.4 | - |
| N3–C6–H24 | 112.2 | 109.5 | C16–C20–H36 | 119.9 | - |
| C7–N3–C10 | 115.1 | 110.5 | C17–C19–H35 | 120.5 | - |
| N3–C7–C5 | 105.4 | - | C20–C18–H34 | 120.6 | - |
| N3–C7–H25 | 111.6 | 109.6 | C18–C20–H36 | 120.7 | - |
∗
Taken from Ref [9].