|
AM1
|
RHF/6-31G(d)
|
NICS
|
Dihedral angle (o)a
|
1 | 155.3 (orbitals) | b | - | 8 |
2 | 147.1 | -191.4900 | 2.1 | - |
3 | c | c | - | - |
4 | 57.3 | -230.0200 | -9.8 | - |
5 | 95.7 | -268.4477d | -6.5 | 51 |
6 | 117.0 | -268.4241 | -7.0 | - |
8 | 279.1 | -306.6502 | -5.6 | 65 |
9 | 575.9e | -344.6697 | -3.3 | 86 |
10 | 96.8 | -383.7313 | -5.1 | 87 |
11 | 173.6 | -347.4759f | -14.2 | 41 |
12 | 200.7 | -420.9538 | -4.7 | 37 |
13 | 178.5 | -420.9954 | -14.9 | - |
14 | 273.8 | -963.7914 | -10.9 | 27 |
15 | 72.9 | -1415.9675 | -0.4g | 75 |
16 | 140.0 | -344.1344 | -3.3 | 67 |
17 | 229.2 | -304.9946 | -11.1 | 53 |
18 | 138.7 | -306.2419 | -2.1 | 50 |
19 | 175.5 | -344.0594 | +0.3 | 50 |
20ah |
182.2 | -422.0950 | -5.7 | 66 |
20bh |
181.0 | -499.0069 | +0.3 | 66 |
20ch |
183.5 | -575.9171 | -2.2 | 69 |
a Dihedral angle between the two termini of the allene. b Converges to 2 on optimisation. c Converges to 4 on optimisation. d The energy for 5 was &endash;270.2424 Hartree and the NICS value was &endash;5.7 at the B3LYP/6-31G(d) level. e Triplet energy of neutral form 133.0 kcal mol-1. f B3LYP/6-31G(d) energy; RHF/6-31G(d) optimisation converges to a planar geometry. g The energy for 1,3,5,2,4-trithiadiazepine was &endash;1378.1686 Hartree and the NICS value was &endash;9.3 at the RHF/6-31G(d) level. h 20a is the analogue of 10-trannulene; 20b is the analogue of 12-trannulene; 20 is the analogue of 14-trannulene.