Table 5 Comparisons of dihedral angles (between carboxylic acid and pyridine) and C-N-C bond angles (involved in acid–base interaction) in compounds 1a-14b
Compound | Acid | Base | Synthon | Dihedral angle between carboxylic acid and pyridine | Dihedral angle between two pyridine rings | Acid–base interaction involved C-N-C bond angle |
|---|---|---|---|---|---|---|
1. | 5TPC | AMPY | HT | 14.2(15), 9.4(5) | Â | 116.89 |
117.69 | ||||||
2. | TPC | AMPY | LHT | 19.1(4) | Â | 118.80 |
117.30 | ||||||
3. | TDC | AMPY | HT | 1.8(13), 2.4(12) | Â | 117.76 |
117.76 | ||||||
117.92 | ||||||
118.45 | ||||||
4. | 5TPC | 2NPY | HD | 8.5(3) | Â | 122.01 |
123.94 | ||||||
121.43 | ||||||
119.49 | ||||||
5. | 5TPC | CYT | HD | 57.0(2) | Â | 103.18 |
6. | 5TPC | BA | HD | 13(3) | Â | 117.84 |
7. | 5TPC | ACR | HD | 63.6(8) | Â | 120.06 |
8. | 5TPC | 44BIPY | HD | 29.68(10) | 0.00(7) | 117.23 |
9. | TPC | 44BIPY | HD | 15.6(3) | 35.13(12) | 117.58 |
10. | 5TPC | 44TMBP | HD | 7.5(16) | 78.31(14) | 116.38 |
11. | TPC | 44TMBP | HT | 2.9(4), 7.9(4) | 51.7(4) | 117.25 |
117.85 | ||||||
12. | TDC | 44TMBP | HD | 69.16(1) | 82.15 | 121.82 |
13. | 5TPC | 44BIPZ | HD | 59.06(3) | 0.00(1) | 111.32 |
14. | 5TPC | 44PYNO | HD | 5.34(3) | 0.00(1) | 119.93 |