Table 3.
Local minima and the selected thermodynamic properties of the studied compounds 1–3 with reference both to tautomers and the rotation of the carbonyl group.
| In Vacuo | Chloroform | Acetonitrile | Water | |||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| ψ | Energy | ΔE | ψ | Energy | ΔE | ψ | Energy | ΔE | ψ | Energy | ΔE | |
| Conformer Code↓ | (°) | (Ha) | (kcal/mol) | (°) | (Ha) | (kcal/mol) | (°) | (Ha) | (kcal/mol) | (°) | (Ha) | (kcal/mol) |
| (1a) CH3-Pz-CONHCH3 | ||||||||||||
| T3c | 0.0 | −473.322883 | 0.00 | 0.0 | −473.340504 | 0.00 | 0.0 | −473.344429 | 0.00 | 0.0 | −473.344742 | 0.00 |
| T3t | 180.0 | −473.312263 | 6.66 | 180.0 | −473.334178 | 3.97 | 180.0 | −473.340706 | 2.34 | 180.0 | −473.342131 | 1.64 |
| T5c | 24.4 | −473.314249 | 5.42 | 24.1 | −473.333208 | 4.58 | 17.6 | −473.338227 | 3.89 | 18.4 | −473.339003 | 3.60 |
| T5t | 180.0 | −473.321441 | 0.90 | 180.0 | −473.337598 | 1.82 | 180.0 | −473.341534 | 1.82 | 180.0 | −473.341632 | 1.95 |
| (1b) CH3-Pz-COOCH2CH3 | ||||||||||||
| T3c | 0.0 | −532.474789 | 1.83 | 0.0 | −532.492603 | 0.00 | 0.0 | −532.496648 | 0.00 | 0.0 | −532.494392 | 0.00 |
| T3t | 180.0 | −532.473347 | 2.73 | 180.0 | −532.491806 | 0.50 | 180.0 | −532.496280 | 0.23 | 180.0 | −532.494119 | 0.17 |
| T5c | 0.2 | −532.477188 | 0.32 | 0.4 | −532.491509 | 0.69 | 0.3 | −532.494031 | 1.64 | 0.0 | −532.490849 | 2.22 |
| T5t | 180.0 | −532.477703 | 0.00 | 180.0 | −532.491767 | 0.52 | 180.0 | −532.494172 | 1.55 | 180.0 | −532.490747 | 2.29 |
| (2a) H2N-Pz-CONHCH3 | ||||||||||||
| T3c | 0.0 | −489.374774 | 1.25 | 0.0 | −489.397950 | 0.00 | 0.0 | −489.404669 | 0.00 | 0.0 | −489.405337 | 0.00 |
| T3t | −179.9 | −489.365033 | 7.36 | −180.0 | −489.392782 | 3.24 | −180.0 | −489.402127 | 1.59 | −180.0 | −489.404202 | 0.71 |
| T5c | 24.2 | −489.371558 | 3.26 | 25.3 | −489.393897 | 2.54 | 18.1 | −489.400630 | 2.53 | 5.1 | −489.401874 | 2.17 |
| T5t | −180.0 | −489.376759 | 0.00 | 180.0 | −489.397510 | 0.28 | 180.0 | −489.403626 | 0.65 | −180.0 | −489.404197 | 0.72 |
| (2b) H2N-Pz-COOCH3 | ||||||||||||
| T3c | 0.0 | −509.246751 | 4.67 | 0.0 | −509.267576 | 1.80 | 0.0 | −509.274622 | 0.43 | 0.0 | −509.273901 | 0.27 |
| T3t | 180.0 | −509.245885 | 5.21 | 180.0 | −509.267586 | 1.80 | 180.0 | −509.275108 | 0.13 | 180.0 | −509.274337 | 0.00 |
| T5c | 0.0 | −509.253108 | 0.68 | 0.4 | −509.270059 | 0.25 | 0.4 | −509.275012 | 0.19 | 0.2 | −509.273864 | 0.30 |
| T5t | 180.0 | −509.254195 | 0.00 | 179.9 | −509.270450 | 0.00 | 179.8 | −509.275315 | 0.00 | −179.9 | −509.273994 | 0.22 |
| (3a) O2N-Pz-CONHCH3 | ||||||||||||
| T3c | 0.0 | −638.517709 | 0.63 | 0.0 | −638.535327 | 2.29 | 0.0 | −638.539811 | 3.59 | 0.0 | −638.538274 | 3.81 |
| T3t | −155.5 | −638.508452 | 6.43 | −174.4 | −638.529928 | 5.68 | −174.3 | −638.536869 | 5.44 | −170.8 | −638.536671 | 4.82 |
| T5c | 26.8 | −638.510067 | 5.42 | 24.8 | −638.533577 | 3.39 | 22.6 | −638.541327 | 2.64 | 20.4 | −638.540059 | 2.69 |
| T5t | 180.0 | −638.518707 | 0.00 | −177.3 | −638.538973 | 0.00 | 180.0 | −638.545531 | 0.00 | −179.9 | −638.544350 | 0.00 |
| (3b) O2N-Pz-COOCH3 | ||||||||||||
| T3c | 0.0 | −658.389922 | 2.95 | 0.0 | −658.404657 | 3.63 | 0.0 | −658.409316 | 3.72 | 0.0 | −658.405911 | 3.65 |
| T3t | 180.0 | −658.389303 | 3.34 | 180.0 | −658.404464 | 3.75 | 180.0 | −658.409578 | 3.56 | 180.0 | −658.406313 | 3.40 |
| T5c | 0.0 | −658.393160 | 0.92 | 0.0 | −658.409513 | 0.59 | 0.0 | −658.414409 | 0.53 | 0.0 | −658.411099 | 0.39 |
| T5t | 180.0 | −658.394621 | 0.00 | 180.0 | −658.410447 | 0.00 | 180.0 | −658.415251 | 0.00 | 180.0 | −658.411725 | 0.00 |