Table 6.
Selected (bonding and lone pair occupied) NBOs for E-enol-imine V conformer obtained from the DFT/B3LYP/6-311++G(d,p) calculations.
| Coefficients (%) b | ||||
|---|---|---|---|---|
| Orbital | Occupancy (e) a | A | B | Description |
| σ(C1–C2) | 1.97297 | 50.75 | 49.25 | C1 sp1.68 + C2 sp1.92 |
| π(C1–C2) | 1.68279 | 49.24 | 50.76 | C1 sp3.35 + C2 p |
| σ(C1–C6) | 1.97708 | 50.10 | 49.90 | C1 sp1.60 + C6 sp1.85 |
| σ(C1–O17) | 1.99029 | 11.14 | 88.86 | C1 p + O17 p |
| σ(C2–C3) | 1.90762 | 49.96 | 50.04 | C2 sp1.89 + C3 sp1.79 |
| σ(C2–H18) | 1.92993 | 60.78 | 39.22 | C2 sp2.24 + H18 s |
| σ(C3–C4) | 1.97617 | 49.69 | 50.31 | C3 sp1.78 + C4 sp1.77 |
| π(C3–C4) | 1.68051 | 46.96 | 53.04 | C3 p + C4 p |
| σ(C3–H19) | 1.97978 | 60.44 | 39.56 | C3 sp2.54 + H19 s |
| σ(C4–C5) | 1.97155 | 49.10 | 50.90 | C4 sp1.87 + C5 sp1.65 |
| σ(C4–H20) | 1.97822 | 60.54 | 39.46 | C4 sp2.44 + H20 s |
| σ(C5–C6) | 1.96869 | 50.49 | 49.51 | C5 sp1.88 + C6 sp1.78 |
| π(C5–C6) | 1.66431 | 46.58 | 53.42 | C5 p + C6 p |
| σ(C5–N7) | 1.98468 | 39.31 | 60.69 | C5 sp2.65 + N7 sp1.30 |
| σ(C6–H21) | 1.97686 | 60.52 | 39.48 | C6 sp2.45 + H21 s |
| σ(N7–C8) | 1.98676 | 59.95 | 40.05 | N7 sp1.33 + C8 sp2.02 |
| π(N7–C8) | 1.92978 | 70.93 | 29.07 | N7 p + C8 p |
| σ(C8–C9) | 1.97187 | 48.56 | 51.44 | C8 sp1.82 + C9 sp2.11 |
| σ(C8–H22) | 1.97565 | 59.42 | 40.58 | C8 sp2.16 + H22 s |
| σ(C9–C10) | 1.96315 | 51.13 | 48.87 | C9 sp1.88 + C10 sp1.86 |
| π(C9–C10) | 1.64114 | 54.94 | 45.06 | C9 p + C10 p |
| σ(C9–C14) | 1.97181 | 51.09 | 48.91 | C9 sp2.02 + C14 sp1.71 |
| σ(C10–C11) | 1.97983 | 50.21 | 49.79 | C10 sp1.74 + C11 sp1.55 |
| σ(C10–H23) | 1.97719 | 61.05 | 38.95 | C10 sp2.49 + H23 s |
| σ(C11–C12) | 1.97972 | 50.32 | 49.68 | C11 sp1.59 + C12 sp1.82 |
| π(C11–C12) | 1.64989 | 56.19 | 43.81 | C11 p + C12 p |
| σ(C11–Br16) | 1.98466 | 49.53 | 50.47 | C11 sp3.51 + Br16 p |
| σ(C12–C13) | 1.96871 | 50.19 | 49.81 | C12 sp1.79 + C13 sp1.74 |
| σ(C12–H24) | 1.97873 | 61.21 | 38.79 | C12 sp2.47 + H24 s |
| σ(C13–C14) | 1.97688 | 49.33 | 50.67 | C13 sp1.91 + C14 sp1.71 |
| π(C13–C14) | 1.58461 | 54.83 | 45.17 | C13 p + C14 p |
| σ(C13–H25) | 1.97697 | 61.21 | 38.79 | C13 sp2.43 + H25 s |
| σ(C14–O15) | 1.99406 | 33.91 | 66.09 | C14 sp2.86 + O15 sp1.95 |
| σ(O15–H26) | 1.98451 | 77.97 | 22.03 | O15 sp2.91 + H26 s |
| σ(O17–H27) | 1.98736 | 73.72 | 26.28 | O17 sp3.76 + H27 s |
| Lp N7 | 1.60068 | p | ||
| Lp1 O15 | 1.97390 | sp1.46 | ||
| Lp2 O15 | 1.81108 | p | ||
| Lp1 Br16 | 1.99361 | s | ||
| Lp2 Br16 | 1.97619 | p | ||
| Lp3 Br16 | 1.94629 | p | ||
| Lp1 O17 | 1.97920 | sp1.24 | ||
| Lp2 O17 | 1.35923 | sp2.01 | ||
a Occupancy is given with an exaggerated accuracy, as in the Gaussian output file. b The A and B values correspond to the contributions of the atomic orbitals of the two atoms forming a bond, by the order indicated in the first column. Numbering of atoms as in the in-set figure shown in Table 5.