Table 1.
Optimized bond length of DAPF monomer and dimer by Becke three Lee–Yang–Parr/6-311G++(d,p) in comparison with X-ray diffraction data.
| Bond length | Monomer |
Dimer |
Δ(d-m) |
Expt. |
|---|---|---|---|---|
| Calc/Å | Calc/Å | /Å | /Å | |
| C1–C2 | 1.387 | 1.387 | 0.000 | 1.377 |
| C1–C6 | 1.401 | 1.400 | −0.001 | 1.386 |
| C1–H7 | 1.085 | 1.085 | 0.000 | 0.930 |
| C2–C3 | 1.384 | 1.384 | 0.000 | 1.358 |
| C2–H8 | 1.082 | 1.082 | 0.000 | 0.930 |
| C3–C4 | 1.382 | 1.382 | 0.000 | 1.359 |
| C3–F9 | 1.353 | 1.352 | −0.001 | 1.360 |
| C4–C5 | 1.390 | 1.390 | 0.000 | 1.389 |
| C4–H10 | 1.083 | 1.083 | 0.000 | 0.930 |
| C5–C6 | 1.399 | 1.399 | 0.000 | 1.389 |
| C5–H11 | 1.078 | 1.078 | 0.000 | 0.930 |
| C6–N12 | 1.407 | 1.407 | 0.000 | 1.415 |
| N12–H13 | 1.018 | 1.019 | 0.001 | 0.860 |
| N12–C14 | 1.366 | 1.365 | −0.001 | 1.339 |
| C14–O15 | 1.218 | 1.218 | 0.000 | 1.223 |
| C14–C16 | 1.529 | 1.529 | 0.000 | 1.513 |
| C16–H17 | 1.087 | 1.087 | 0.000 | 0.970 |
| C16–H18 | 1.089 | 1.089 | 0.000 | 0.970 |
| C16–S19 | 1.834 | 1.833 | −0.001 | 1.805 |
| S19–C20 | 1.777 | 1.782 | 0.005 | 1.762 |
| C20–N21 | 1.325 | 1.326 | 0.001 | 1.329 |
| C20–N25 | 1.331 | 1.327 | −0.004 | 1.321 |
| N21–C22 | 1.342 | 1.354 | 0.012 | 1.359 |
| C22–C23 | 1.400 | 1.405 | 0.005 | 1.388 |
| C22–N30 | 1.364 | 1.344 | −0.020 | 1.345 |
| C23–C24 | 1.389 | 1.385 | −0.004 | 1.384 |
| C23–H26 | 1.082 | 1.082 | 0.000 | 0.930 |
| C24–N25 | 1.350 | 1.354 | 0.004 | 1.361 |
| C24–N27 | 1.374 | 1.374 | 0.000 | 1.344 |
| N27–H28 | 1.009 | 1.009 | 0.000 | 0.860 |
| N27–H29 | 1.008 | 1.008 | 0.000 | 0.860 |
| N30–H31 | 1.008 | 1.022 | 0.014 | 0.860 |
| N30–H32 | 1.006 | 1.005 | −0.001 | 0.860 |
| Inter and intramolecular distances | ||||
| N21···H63 | – | 2.029 | 2.029 | 2.291 |
| H31···N53 | – | 2.024 | 2.024 | 2.291 |
| H13···N25 | 2.034 | 0.000 | −2.034 | 2.245 |
Å- Angstrom.
Δ(d-m)- Difference in bond length between dimer and monomer molecule.
Expt - Experimental.