TMS 194.

841525
MeOH 144.351
Benceno 73.88631667

Levoglucosenone TMS MSTD TMS

C2 188.6 sp2 14.0586 180.8 188.1977167 7.8
C4 148.1 sp2 57.3364 137.5 144.9199167 10.6
C3 126.5 sp2 72.6998 122.1 129.5565167 4.4
C1 101.4 94.5693 100.3 100.1917 1.1
C5 71.5 121.2379 73.6 73.5231 2.1
C6 66.3 127.988 66.9 66.773 0.6
4.4

NMR calculations at the mPW1PW91/6-31G*//HF/3-21G

200.0 200
180.0 180
160.0 160
140.0 140
120.0 120
100.0 100
80.0 80
60.0 60
40.0 40
20.0 20
0.0 0
60 80 100 120 140 160 180 200 60 80 100 120 140 160
 MSTD Isolevo TMS MSTD TMS MSTD
0.4 8.3213 186.520225 193.9350167 2.1 5.3
3.2 53.7791 141.062425 148.4772167 7.0 0.4
3.1 73.7437 121.097825 128.5126167 5.4 2.0
1.2 97.5335 97.308025 97.2275 4.1 4.2
2.0 114.7008 80.140725 80.0602 8.6 8.6
0.5 130.9054 63.936125 63.8556 2.4 2.4
1.7 4.9 3.8

100 120 140 160 180 200

NMR at the PCM/mPW1PW91/6-311+G(d,p)//B3LYP/6-31G* level of theory
Tensor Delta
TMS 31.77969167 0
Benzene 23.99843333 7.36
MeOH 28.24823333 3.49

exp ChemShifts Error

Atom Asper Tensor TMS MSTD TMS MSTD
H-7 7.61 23.8309 7.95 7.53 0.34 0.08
H-8 8.34 23.0630 8.72 8.30 0.38 0.04
H-11 9.77 21.5308 10.25 9.83 0.48 0.06
H-12 7.56 23.8558 7.92 7.50 0.36 0.06
0.39 0.06

Atom TMC-120B Tensor TMS MSTD TMS MSTD

H-7 7.38 24.0757 7.70 7.28 0.32 0.10
H-8 7.83 23.5703 8.21 7.79 0.38 0.04
H-11 9.57 21.7600 10.02 9.60 0.45 0.03
H-12 7.56 23.8555 7.92 7.50 0.36 0.06
0.38 0.06
 7 12
8 Me 7 12
Me
8

O N N
11 O
11
O O
Me
Aspergilitine Me TMC-120B
Me
Me
 Exp org rev
202.9 -6.3934 -4.0433
192.8 6.1602 11.3624
142.2 51.495 56.5393
139.6 61.1848 63.5482
132.5 66.9141 67.0558
120.7 73.8992 77.3842
77.3 97.6852 116.7893
75.8 106.7835 116.8098
72.7 115.7952 119.5249
71.5 117.0278 121.9794
61 134.4888 131.7718
60.5 135.785 134.0967
54.5 136.5783 137.2576
53.2 136.6807 140.7209
53.1 136.8726 142.4352
49.1 137.3352 145.3964
47.8 146.5531 148.5413
40.9 148.2439 155.4228
40.4 152.926 157.0713
26.6 168.4697 167.5713
26.1 169.4639 168.5239
24.7 169.7227 169.2795
18.6 176.6923 176.0378
 mPW1PW91/6-31+G** solucion

Metanol 13C 144.3413 50.41 TMS 196.609475

1H 28.0364 3.49 31.55999167

Exp WTL Tensores

Oup Odown Oup Odown Oup
C1 104.5 103.9 3 3 89.4818
C2 57.8 56.3 4 4 136.985
C3 23.1 23 5 5 169.7699
C4 28.3 26.8 6 6 165.2751
C5 73 72.7 1 1 120.549
C6 67.7 66.9 7 7 127.6055
C7 52.1 50.6 9 10 143.7813

H1 4.77 4.75 12 12 26.7437

H3ax 2.31 2.42 14 14 29.2447
H3eq 1.39 1.29 13 13 30.3542
H4ax 2.07 2.22 15 15 29.5565
H4eq 1.76 1.63 16 16 29.9457
H5 4.62 4.63 11 11 27.0966
H6endo 3.98 3.98 17 17 27.5152
H6exo 3.84 3.84 18 18 27.6488
H7syn 2.78 2.75 19 20 28.8317
H7anti 2.7 2.59 20 19 28.9416

ere a la posicion respecto al carbono anomerico

O_up O_down
J Exp Calc J Exp Calc
6gem 7.4 7.9 6gem 7.4 7.9
7gem 4.4 3.8 7gem 4.1 3.5
7w 1.4 1.5 7w 0.0 0.4
3gem 13.3 15.3 3gem 14.5 15.7
4gem 13.8 14.8 4gem 13.6 14.8
3,4 ax 13.1 12.2 3,4 ax 13.2 11.9
3ax,4eq 6.5 5.9 3ax,4eq 6.4 6.1
4ax,3eq 5.8 5.6 4ax,3eq 6.1 5.8
3,4dieq 2.6 1.3 3,4dieq 2.6 1.1
3eq - 5 (w) 1.4 1.0 3eq - 5 (w) 1.4 1.2
4eq - 5 1.3 1.6 4eq - 5 1.0 1.7
 Calc
Odown Oup Odown
89.9539 105.3 104.8
138.5971 57.8 56.2
169.7219 25.0 25.0
166.5563 29.5 28.2
120.7812 74.2 74.0
128.6564 67.1 66.1
145.239 51.0 49.5

26.7791 4.78 4.75

29.1672 2.28 2.36
30.4096 1.17 1.12
29.4107 1.97 2.12
30.0864 1.58 1.44
27.0544 4.43 4.47
27.543 4.01 3.98
27.689 3.88 3.84
28.9059 2.69 2.62
29.0565 2.58 2.47
 Exp S_R_R R_S_S R_R_R S_S_S
2 C 164.5 34.68581275 34.13851316 33.82477237 33.67096878
3 C 121.3 72.24503443 72.70585392 72.2631143 72.09203452
4 C 145.5 52.94565789 51.75572889 52.22097488 52.69933706
5 C 29.9 160.6186557 159.3559136 159.3917028 161.465909
6 C 75.1 115.778832 113.2537634 116.4344144 116.7006886
1´ C 42.9 147.4298027 146.3573425 145.5163228 148.1041224
2´ C 64.5 120.3334567 121.3398145 125.4576173 125.6316434
3´ C 42.5 147.0971506 146.3283943 149.12729 149.4416736
4´ C 70.2 116.3423775 116.4529458 119.0673355 119.0480434
5´ C 43.3 146.855403 147.57701 148.7127365 149.0109317
6´ C 73.8 116.7685414 117.1577276 116.9287158 115.557868
7´ C 130.3 59.13849916 60.51599525 61.1493787 61.28982217
8´ C 131.5 63.62456324 63.66104235 61.61518723 61.66444851
1´´ C 136.0 58.83009948 59.47879457 59.48262556 59.72220606
2´´ - 6´´ C 126.6 69.94304343 69.92368485 69.87951867 69.92544452
3´´ - 5´´ C 128.7 68.23572722 68.01963684 68.03278944 67.980796
4´´ C 127.8 70.17995751 69.58213003 69.67980255 69.54798769

3 H 6.00 25.82051824 25.9073023 25.86919708 25.86037572

4 H 6.90 25.02650793 25.04764905 25.03140721 25.01093776
5 H 2.30 29.66111016 29.23476799 29.6185987 29.53653379
6 H 4.70 26.84900776 27.22471727 27.00615821 26.71249505
1´ H 1.70 30.07175136 29.98001596 30.08177882 30.02194072
2´ H 4.30 27.54391713 27.62767628 27.3130297 27.52105975
3´ H 1.70 30.24606096 30.32808596 30.14576647 30.09382218
4´ H 4.30 27.48189984 27.4645445 27.19039746 27.21155828
5´ H 1.70 30.22435989 30.21814832 29.9219406 30.01182516
6´ H 4.60 27.17694352 27.15507498 27.32490327 27.22187524
7´ H 6.20 25.60192333 25.65741054 25.54630917 25.58095519
8´ H 6.60 25.00704834 24.88759096 24.96956541 24.99651716
 R_R_S R_S_R S_R_S
32.54032006 35.49196567 35.64088913
72.97667826 72.17638082 72.59154854
49.96982425 52.80690664 52.49817493
159.4393506 159.9478435 159.8857973
115.8084966 116.1640003 112.3029817
147.8670346 148.2625917 146.5289927
120.6994572 119.5063482 117.1085599
149.1579693 150.3860938 148.9627068
120.447976 118.1647706 118.8285826
147.144958 149.3833981 149.4391853
121.3417145 121.8780871 122.6778499
58.06777109 59.65394773 58.78616211
64.69508951 63.75185764 64.35046107
57.97072841 57.65917577 57.11331676
70.01325407 70.1170418 70.15126521
68.42834749 68.52091806 68.70678656
70.86739879 71.1545998 71.61370004

25.81266515 25.71096322 25.69094798

24.86819548 24.98710677 24.9717476
29.58356442 29.63851012 29.63069178
27.28959461 26.83287139 27.16049688
29.69773582 29.95581502 30.02088874
27.75841242 27.56084927 27.51186876
29.60267582 30.12580914 30.0927468
27.23237167 27.34057293 27.31439726
30.07219078 30.07010047 30.13612856
27.13570212 26.90763472 26.92891519
25.67363924 25.8131561 25.9580082
24.87279716 24.6937235 24.66887968