Table 2.
Calculated Molecular Descriptors for the Selected Hydrazone Derivativesa
| Compound | N–H distance (Å) | Dipole moment (Debye) | HOMO (hartree) | LUMO (hartree) | HOMO–LUMO gap (eV) | BDE (kcal/mol) | PA (kcal/mol) | IP (kcal/mol) | Spin density N radicalb |
|---|---|---|---|---|---|---|---|---|---|
| 1 | 1.0123 | 3.9522 | −0.2729 | −0.0531 | 5.9811 | 83 | 325.19 | 182.09 | 0.5262 |
| 2 | 1.0111 | 7.8066 | −0.2340 | −0.0204 | 5.8128 | 79 | 336.57 | 153.69 | 0.4988 |
| 3 | 1.0110 | 4.9488 | −0.2529 | −0.0284 | 6.1100 | 78 | 327.99 | 165.91 | 0.5271 |
| 4 | 1.0116 | 5.2512 | −0.2446 | −0.0217 | 6.0649 | 79 | 335.85 | 160.65 | 0.5180 |
| 5 | 1.0117 | 6.9349 | −0.2334 | −0.0191 | 5.8341 | 78 | 337.29 | 152.66 | 0.5018 |
| 6 | 1.0103 | 4.8829 | −0.2325 | −0.0168 | 5.8681 | 80.0 | 391.56 | 152.21 | 0.5125 |
| 7 | 1.0118 | 2.9485 | −0.2724 | −0.0746 | 5.3821 | 82 | 393.05 | 181.39 | 0.5207 |
| 16 | 1.0117 | 3.2754 | −0.2489 | −0.0524 | 5.3470 | 80.0 | 327.53 | 162.29 | 0.5117 |
a
(Bond distance (in Å), Dipole moment in Debye, logPo/w, HOMO and LUMO energies in hartree, band gap in eV, bond dissociation energy (BDE, in kcal/mol), proton affinity (PA, in kcal/mol), ionization potential (IP, in eV and kcal/mol). Level of theory and basis set: M06-2X/6-311++G(d,p).
b
Mulliken atomic spin densities.