Table 7
HOMO-LUMO energy gap of the conformers of jozimine A
2 reported in Table 2, in vacuo and in the three solvents considered. HF/6-31G(d,p) and
(DFT/B3LYP/6-31+G(d,p) results, respectively denoted as HF and DFT in the column headings. The results in vacuo are from full optimization calculations,
the results in solution are from single point PCM calculations on the in-vacuo-optimized geometries
Conformer
HOMO-LUMO energy gap (kcal/mol)
HF
DFT
vac
chlrf
actn
aq
vac
chlrf
actn
aq
a-b-e-f-g-h-p-v-x
232.762
232.850
232.881
232.919
98.343
98.506
98.563
98.613
a-b-e-f-g-h-q-v-x
253.376
233.929
233.960
234.048
98.908
99.065
99.115
99.203
a-b-e-f-g-h-q-t-x
233.810
233.923
233.967
234.029
98.757
98.946
99.027
99.102
a-b-e-f-g-h-q-v-y
234.921
235.046
235.096
235.159
99.391
99.567
99.642
99.730
a-b-e-f-g-h-p-t-x
234.745
234.883
234.933
234.977
99.579
99.774
99.862
99.931
a-b-f-h-q-v-x
232.341
232.800
232.517
233.007
97.007
97.094
97.389
98.155
a-d-e-f-g-h-q-v-x
224.843
228.733
230.126
231.927
89.031
92.922
−
a
−
a
b-c-e-f-g-h-q-t-x
224.661
228.608
230.158
231.896
88.868
92.752
94.327
96.266
a-b-e-g-q-t-x
232.191
232.272
232.505
233.051
96.963
96.982
97.226
97.923
b-c-e-f-g-h-p-v-x
224.912
228.840
230.359
232.166
89.050
92.991
94.515
96.511
a-d-e-f-g-h-p-v-x
225.157
228.859
230.365
232.134
89.044
92.984
94.515
96.505
a-b-e-g-p-v-x
231.846
231.978
232.235
232.749
96.655
96.718
97.025
97.596
a-b-f-h-p-v-x
231.839
231.971
232.241
232.718
96.655
96.718
−
a
97.615
a-b-e-g-v-y
232.938
232.856
232.969
233.709
96.837
−
a
−
a
98.036
a-b-f-h-v-y
232.938
232.850
232.969
233.697
96.843
96.944
97.214
98.036
a-b-e-g-p-t-x
232.498
232.618
232.925
233.640
96.756
96.850
97.163
97.954
a-b-f-h-p-t-x
232.498
232.611
232.900
233.659
96.756
96.850
97.151
97.973
c-d-e-f-g-h-p-v-x
236.558
236.508
236.483
236.433
100.552
100.502
100.489
100.502
a-d-e-g-p-t-x
221.166
225.226
227.064
229.618
85.435
89.257
91.020
93.536
a-b-q-v-y
234.017
234.306
234.506
234.707
98.776
−
a
−
a
99.460
(continued)
320
M. K. Bilonda and L. Mammino
HOMO-LUMO energy gap of the conformers of jozimine A
2 reported in Table 2, in vacuo and in the three solvents considered. HF/6-31G(d,p) and
(DFT/B3LYP/6-31+G(d,p) results, respectively denoted as HF and DFT in the column headings. The results in vacuo are from full optimization calculations,
the results in solution are from single point PCM calculations on the in-vacuo-optimized geometries
Conformer
HOMO-LUMO energy gap (kcal/mol)
HF
DFT
vac
chlrf
actn
aq
vac
chlrf
actn
aq
a-b-e-f-g-h-p-v-x
232.762
232.850
232.881
232.919
98.343
98.506
98.563
98.613
a-b-e-f-g-h-q-v-x
253.376
233.929
233.960
234.048
98.908
99.065
99.115
99.203
a-b-e-f-g-h-q-t-x
233.810
233.923
233.967
234.029
98.757
98.946
99.027
99.102
a-b-e-f-g-h-q-v-y
234.921
235.046
235.096
235.159
99.391
99.567
99.642
99.730
a-b-e-f-g-h-p-t-x
234.745
234.883
234.933
234.977
99.579
99.774
99.862
99.931
a-b-f-h-q-v-x
232.341
232.800
232.517
233.007
97.007
97.094
97.389
98.155
a-d-e-f-g-h-q-v-x
224.843
228.733
230.126
231.927
89.031
92.922
−
a
−
a
b-c-e-f-g-h-q-t-x
224.661
228.608
230.158
231.896
88.868
92.752
94.327
96.266
a-b-e-g-q-t-x
232.191
232.272
232.505
233.051
96.963
96.982
97.226
97.923
b-c-e-f-g-h-p-v-x
224.912
228.840
230.359
232.166
89.050
92.991
94.515
96.511
a-d-e-f-g-h-p-v-x
225.157
228.859
230.365
232.134
89.044
92.984
94.515
96.505
a-b-e-g-p-v-x
231.846
231.978
232.235
232.749
96.655
96.718
97.025
97.596
a-b-f-h-p-v-x
231.839
231.971
232.241
232.718
96.655
96.718
−
a
97.615
a-b-e-g-v-y
232.938
232.856
232.969
233.709
96.837
−
a
−
a
98.036
a-b-f-h-v-y
232.938
232.850
232.969
233.697
96.843
96.944
97.214
98.036
a-b-e-g-p-t-x
232.498
232.618
232.925
233.640
96.756
96.850
97.163
97.954
a-b-f-h-p-t-x
232.498
232.611
232.900
233.659
96.756
96.850
97.151
97.973
c-d-e-f-g-h-p-v-x
236.558
236.508
236.483
236.433
100.552
100.502
100.489
100.502
a-d-e-g-p-t-x
221.166
225.226
227.064
229.618
85.435
89.257
91.020
93.536
a-b-q-v-y
234.017
234.306
234.506
234.707
98.776
−
a
−
a
99.460
(continued)
320
M. K. Bilonda and L. Mammino