2024年4月16日发(作者:夏侯思宸)
Table1.
proton
solventresidualpeak
H
2
O
aceticacid
acetone
acetonitrile
benzene
tert-butylalcohol
tert-butylmethylether
BHT
b
mult
s
s
s
s
s
s
s
s
s
s
s
s
s
s
s
s
s
t,7
q,7
m
m
s
s
s
s
s
s
s
s
s
s
s
t,7
q,7
d
s
c,d
s
q,7
t,7
s
q,7
t,7
s
e
m
brs
t
m
d,9.5
s
h
s
c,h
s
t,7
m
d,6
sep,6
m
m
m
s
m
m
s
m
m
t,7
q,7
CDCl
3
7.26
1.56
2.10
2.17
2.10
7.36
1.28
1.19
3.22
6.98
5.01
2.27
1.43
7.26
1.43
3.73
5.30
1.21
3.48
3.65
3.57
3.39
3.40
3.55
2.09
3.02
2.94
8.02
2.96
2.88
2.62
3.71
1.25
3.72
1.32
2.05
4.12
1.26
2.14
2.46
1.06
3.76
0.86
1.26
0.88
1.26
2.65
3.49
1.09
4.33
0.88
1.27
1.22
4.04
8.62
7.29
7.68
0.07
1.85
3.76
2.36
7.17
7.25
1.03
2.53
1
HNMRData
(CD
3
)
2
SO
2.50
3.33
a
1.91
2.09
2.07
7.37
1.11
4.19
1.11
3.08
6.87
6.65
2.18
1.36
8.32
1.40
3.90
5.76
1.09
3.38
3.51
3.38
3.24
3.24
3.43
1.96
2.94
2.78
7.95
2.89
2.73
2.54
3.57
1.06
3.44
4.63
1.99
4.03
1.17
2.07
2.43
0.91
3.34
0.86
1.25
2.53
3.16
4.01
4.42
0.86
1.27
1.04
3.78
8.58
7.39
7.79
1.76
3.60
2.30
7.18
7.25
0.93
2.43
C
6
D
6
7.16
0.40
1.55
1.55
1.55
7.15
1.05
1.55
1.07
3.04
7.05
4.79
2.24
1.38
6.15
1.40
2.90
4.27
1.11
3.26
3.46
3.34
3.11
3.12
3.33
1.60
2.57
2.05
7.63
2.36
1.86
1.68
3.35
0.96
3.34
1.65
3.89
0.92
1.58
1.81
0.85
3.41
0.92
1.36
0.89
1.24
2.40
3.07
2.94
0.87
1.23
0.95
3.67
8.53
6.66
6.98
0.29
1.40
3.57
2.11
7.02
7.13
0.96
2.40
CD
3
CN
1.94
2.13
1.96
2.08
1.96
7.37
1.16
2.18
1.14
3.13
6.97
5.20
2.22
1.39
7.58
1.44
3.81
5.44
1.12
3.42
3.53
3.45
3.29
3.28
3.45
1.97
2.96
2.83
7.92
2.89
2.77
2.50
3.60
1.12
3.54
2.47
1.97
4.06
1.20
2.06
2.43
0.96
3.51
0.86
1.27
0.89
1.28
2.57
3.28
2.16
4.31
0.89
1.29
1.09
3.87
8.57
7.33
7.73
0.08
1.80
3.64
2.33
7.1-7.3
7.1-7.3
0.96
2.45
CD
3
OD
3.31
4.87
1.99
2.15
2.03
7.33
1.40
1.15
3.20
6.92
2.21
1.40
7.90
1.45
3.78
5.49
1.18
3.49
3.61
3.58
3.35
3.35
3.52
2.07
3.31
2.92
7.97
2.99
2.86
2.65
3.66
1.19
3.60
2.01
4.09
1.24
2.12
2.50
1.01
3.59
0.88
1.29
0.90
1.29
2.64
3.34
4.34
0.90
1.29
1.50
3.92
8.53
7.44
7.85
0.10
1.87
3.71
2.32
7.16
7.16
1.05
2.58
D
2
O
4.79
2.08
2.22
2.06
1.24
1.21
3.22
(CD
3
)
2
CO
2.05
2.84
a
1.96
2.09
2.05
7.36
1.18
1.13
3.13
6.96
2.22
1.41
8.02
1.43
3.87
5.63
1.11
3.41
3.56
3.47
3.28
3.28
3.46
1.97
3.00
2.83
7.96
2.94
2.78
2.52
3.59
1.12
3.57
3.39
1.97
4.05
1.20
2.07
2.45
0.96
3.28
0.87
1.29
0.88
1.28
2.59
3.31
3.12
4.43
0.88
1.27
1.10
3.90
8.58
7.35
7.76
0.13
1.79
3.63
2.32
7.1-7.2
7.1-7.2
0.96
2.45
chloroform
cyclohexane
1,2-dichloroethane
dichloromethane
diethylether
diglyme
1,2-dimethoxyethane
dimethylacetamide
dimethylformamide
dimethylsulfoxide
dioxane
ethanol
ethylacetate
ethylmethylketone
ethyleneglycol
“grease”
f
n-hexane
HMPA
g
methanol
nitromethane
n-pentane
2-propanol
pyridine
siliconegrease
i
tetrahydrofuran
toluene
triethylamine
a
CH
3
CH
3
CH
3
CH
CH
3
OH
c
CCH
3
OCH
3
ArH
OH
c
ArCH
3
ArC(CH
3
)
3
CH
CH
2
CH
2
CH
2
CH
3
CH
2
CH
2
CH
2
OCH
3
CH
3
CH
2
CH
3
CO
NCH
3
NCH
3
CH
CH
3
CH
3
CH
3
CH
2
CH
3
CH
2
OH
CH
3
CO
CH
2
CH
3
CH
2
CH
3
CH
3
CO
CH
2
CH
3
CH
2
CH
3
CH
CH
3
CH
2
CH
3
CH
2
CH
3
CH
3
OH
CH
3
CH
3
CH
2
CH
3
CH
CH(2)
CH(3)
CH(4)
CH
3
CH
2
CH
2
O
CH
3
CH(o/p)
CH(m)
CH
3
CH
2
1.17
3.56
3.67
3.61
3.37
3.37
3.60
2.08
3.06
2.90
7.92
3.01
2.85
2.71
3.75
1.17
3.65
2.07
4.14
1.24
2.19
3.18
1.26
3.65
2.61
3.34
4.40
1.17
4.02
8.52
7.45
7.87
1.88
3.74
0.99
2.57
InthesesolventstheintermolecularrateofexchangeisslowenoughthatapeakduetoHDOisusuallyalsoobserved;itappearsat
2.81and3.30ppminacetoneandDMSO,ormersolvent,itisoftenseenasa1:1:1triplet,with
2
J
H,D
)1Hz.
b
2,6-Dimethyl-4-tert-butylphenol.
c
Thesignalsfromexchangeableprotonswerenotalwaysidentified.
d
Insomecases(seenotea),the
couplinginteractionbetweentheCH
2
andtheOHprotonsmaybeobserved(J)5Hz).
e
InCD
3
CN,theOHprotonwasseenasamultiplet
atδ2.69,andextracouplingwasalsoapparentonthemethylenepeak.
f
Long-chain,olubilityin
DMSOwastoolowtogivevisiblepeaks.
g
Hexamethylphosphoramide.
h
Insomecases(seenotesa,d),thecouplinginteractionbetween
theCH
3
andtheOHprotonsmaybeobserved(J)5.5Hz).
i
Poly(dimethylsiloxane).ItssolubilityinDMSOwastoolowtogivevisible
peaks.
onally,inorderambiguous,afurther12Lofaspecificsubstratewere
Table2.
CDCl
3
solventsignals
13
CNMRData
a
(CD
3
)
2
SOC
6
D
6
CD
3
CN
1.32(0.02
118.26(0.02
CD
3
OD
49.00(0.01
D
2
O(CD
3
)
2
CO
29.84(0.01
206.26(0.13
77.16(0.0639.52(0.06128.06(0.02
aceticacidCO175.99172.31171.93
CH
3
20.8120.5120.95
acetoneCO207.07205.87206.31
CH
3
30.9230.6030.56
acetonitrileCN116.43117.60117.91
CH
3
1.891.121.03
benzeneCH128.37129.15128.30
tert-butylalcoholC69.1568.1366.88
CH
3
31.2530.7230.38
tert-butylmethyletherOCH
3
49.4549.3548.70
C72.8772.8172.04
CCH
3
26.9927.2426.79
BHTC(1)151.55152.51151.47
C(2)135.87138.19139.12
CH(3)125.55129.05127.97
C(4)128.27126.03124.85
CH
3
Ar21.2021.3120.97
CH
3
C30.3331.6131.25
C34.2535.0034.33
chloroformCH77.3679.1979.16
cyclohexaneCH
2
26.9427.5126.33
1,2-dichloroethaneCH
2
43.5045.2545.02
dichloromethaneCH
2
53.5254.9554.84
diethyletherCH
3
15.2015.7815.12
CH
2
65.9166.1262.05
diglymeCH
3
59.0158.7757.98
CH
2
70.5171.0369.54
CH
2
71.9072.6371.25
1,2-dimethoxyethaneCH
3
59.0858.4558.01
CH
2
71.8472.4717.07
dimethylacetamideCH
3
21.5321.5121.29
CO171.07170.61169.54
NCH
3
35.2834.8937.38
NCH
3
38.1337.9234.42
dimethylformamideCH162.62162.79162.29
CH
3
36.5036.1535.73
CH
3
31.4531.0330.73
dimethylsulfoxideCH
3
40.7641.2340.45
dioxaneCH
2
67.1467.6066.36
ethanolCH
3
18.4118.8918.51
CH
2
58.2857.7256.07
ethylacetateCH
3
CO21.0420.8320.68
CO171.36170.96170.31
CH
2
60.4960.5659.74
CH
3
14.1914.5014.40
ethylmethylketoneCH
3
CO29.4929.3029.26
CO209.56208.30208.72
CH
2
CH
3
36.8936.7535.83
CH
2
CH
3
7.868.037.61
ethyleneglycolCH
2
63.7964.2662.76
“grease”CH
2
29.7630.7329.20
n-hexaneCH
3
14.1414.3413.88
CH
2
(2)22.7023.2822.05
CH
2
(3)31.6432.3030.95
HMPA
b
CH
3
36.8737.0436.42
methanolCH
3
50.4149.7748.59
nitromethaneCH
3
62.5063.2163.28
n-pentaneCH
3
14.0814.2913.28
CH
2
(2)22.3822.9821.70
CH
2
(3)34.1634.8333.48
2-propanolCH
3
25.1425.6725.43
CH64.5063.8564.92
pyridineCH(2)149.90150.67149.58
CH(3)123.75124.57123.84
CH(4)135.96136.56136.05
siliconegreaseCH
3
1.041.40
tetrahydrofuranCH
2
25.6226.1525.14
CH
2
O67.9768.0767.03
tolueneCH
3
21.4621.4620.99
C(i)137.89138.48137.35
CH(o)129.07129.76128.88
CH(m)128.26129.03128.18
CH(p)125.33126.12125.29
triethylamineCH
3
11.6112.4911.74
CH
2
46.2547.0745.74
a
SeefootnotesforTable1.
b2
J
PC
)3Hz.
c
Referencematerial;seetext.
175.82173.21
20.3720.73
204.43207.43
30.1430.91
116.02118.26
0.201.79
128.62129.32
68.1968.74
30.4730.68
49.1949.52
72.4073.17
27.0927.28
152.05152.42
136.08138.13
128.52129.61
125.83126.38
21.4021.23
31.3431.50
34.3535.05
77.7979.17
27.2327.63
43.5945.54
53.4655.32
15.4615.63
65.9466.32
58.6658.90
70.8770.99
72.3572.63
58.6858.89
72.2172.47
21.1621.76
169.95171.31
34.6735.17
37.0338.26
162.13163.31
35.2536.57
30.7231.32
40.0341.31
67.1667.72
18.7218.80
57.8657.96
20.5621.16
170.44171.68
60.2160.98
14.1914.54
28.5629.60
206.55209.88
36.3637.09
7.918.14
64.3464.22
30.2130.86
14.3214.43
23.0423.40
31.9632.36
36.8837.10
49.9749.90
61.1663.66
14.2514.37
22.7223.08
34.4534.89
25.1825.55
64.2364.30
150.27150.76
123.58127.76
135.28136.89
1.38
25.7226.27
67.8068.33
21.1021.50
137.91138.90
129.33129.94
128.56129.23
125.68126.28
12.3512.38
46.7747.10
175.11177.21
20.5621.03
209.67215.94
30.6730.89
118.06119.68
0.851.47
129.34
69.4070.36
30.9130.29
49.6649.37
74.3275.62
27.2226.60
152.85
139.09
129.49
126.11
21.38
31.15
35.36
79.44
27.96
45.11
54.78
15.4614.77
66.8866.42
59.0658.67
71.3370.05
72.9271.63
59.0658.67
72.7271.49
21.3221.09
173.32174.57
35.5035.03
38.4338.76
164.73165.53
36.8937.54
31.6132.03
40.4539.39
68.1167.19
18.4017.47
58.2658.05
20.8821.15
172.89175.26
61.5062.32
14.4913.92
29.3929.49
212.16218.43
37.3437.27
8.097.87
64.3063.17
31.29
14.45
23.68
32.73
37.0036.46
49.8649.50
c
63.0863.22
14.39
23.38
35.30
25.2724.38
64.7164.88
150.07149.18
125.53125.12
138.35138.27
2.10
26.4825.67
68.8368.68
21.50
138.85
129.91
129.20
126.29
11.099.07
46.9647.19
2024年4月16日发(作者:夏侯思宸)
Table1.
proton
solventresidualpeak
H
2
O
aceticacid
acetone
acetonitrile
benzene
tert-butylalcohol
tert-butylmethylether
BHT
b
mult
s
s
s
s
s
s
s
s
s
s
s
s
s
s
s
s
s
t,7
q,7
m
m
s
s
s
s
s
s
s
s
s
s
s
t,7
q,7
d
s
c,d
s
q,7
t,7
s
q,7
t,7
s
e
m
brs
t
m
d,9.5
s
h
s
c,h
s
t,7
m
d,6
sep,6
m
m
m
s
m
m
s
m
m
t,7
q,7
CDCl
3
7.26
1.56
2.10
2.17
2.10
7.36
1.28
1.19
3.22
6.98
5.01
2.27
1.43
7.26
1.43
3.73
5.30
1.21
3.48
3.65
3.57
3.39
3.40
3.55
2.09
3.02
2.94
8.02
2.96
2.88
2.62
3.71
1.25
3.72
1.32
2.05
4.12
1.26
2.14
2.46
1.06
3.76
0.86
1.26
0.88
1.26
2.65
3.49
1.09
4.33
0.88
1.27
1.22
4.04
8.62
7.29
7.68
0.07
1.85
3.76
2.36
7.17
7.25
1.03
2.53
1
HNMRData
(CD
3
)
2
SO
2.50
3.33
a
1.91
2.09
2.07
7.37
1.11
4.19
1.11
3.08
6.87
6.65
2.18
1.36
8.32
1.40
3.90
5.76
1.09
3.38
3.51
3.38
3.24
3.24
3.43
1.96
2.94
2.78
7.95
2.89
2.73
2.54
3.57
1.06
3.44
4.63
1.99
4.03
1.17
2.07
2.43
0.91
3.34
0.86
1.25
2.53
3.16
4.01
4.42
0.86
1.27
1.04
3.78
8.58
7.39
7.79
1.76
3.60
2.30
7.18
7.25
0.93
2.43
C
6
D
6
7.16
0.40
1.55
1.55
1.55
7.15
1.05
1.55
1.07
3.04
7.05
4.79
2.24
1.38
6.15
1.40
2.90
4.27
1.11
3.26
3.46
3.34
3.11
3.12
3.33
1.60
2.57
2.05
7.63
2.36
1.86
1.68
3.35
0.96
3.34
1.65
3.89
0.92
1.58
1.81
0.85
3.41
0.92
1.36
0.89
1.24
2.40
3.07
2.94
0.87
1.23
0.95
3.67
8.53
6.66
6.98
0.29
1.40
3.57
2.11
7.02
7.13
0.96
2.40
CD
3
CN
1.94
2.13
1.96
2.08
1.96
7.37
1.16
2.18
1.14
3.13
6.97
5.20
2.22
1.39
7.58
1.44
3.81
5.44
1.12
3.42
3.53
3.45
3.29
3.28
3.45
1.97
2.96
2.83
7.92
2.89
2.77
2.50
3.60
1.12
3.54
2.47
1.97
4.06
1.20
2.06
2.43
0.96
3.51
0.86
1.27
0.89
1.28
2.57
3.28
2.16
4.31
0.89
1.29
1.09
3.87
8.57
7.33
7.73
0.08
1.80
3.64
2.33
7.1-7.3
7.1-7.3
0.96
2.45
CD
3
OD
3.31
4.87
1.99
2.15
2.03
7.33
1.40
1.15
3.20
6.92
2.21
1.40
7.90
1.45
3.78
5.49
1.18
3.49
3.61
3.58
3.35
3.35
3.52
2.07
3.31
2.92
7.97
2.99
2.86
2.65
3.66
1.19
3.60
2.01
4.09
1.24
2.12
2.50
1.01
3.59
0.88
1.29
0.90
1.29
2.64
3.34
4.34
0.90
1.29
1.50
3.92
8.53
7.44
7.85
0.10
1.87
3.71
2.32
7.16
7.16
1.05
2.58
D
2
O
4.79
2.08
2.22
2.06
1.24
1.21
3.22
(CD
3
)
2
CO
2.05
2.84
a
1.96
2.09
2.05
7.36
1.18
1.13
3.13
6.96
2.22
1.41
8.02
1.43
3.87
5.63
1.11
3.41
3.56
3.47
3.28
3.28
3.46
1.97
3.00
2.83
7.96
2.94
2.78
2.52
3.59
1.12
3.57
3.39
1.97
4.05
1.20
2.07
2.45
0.96
3.28
0.87
1.29
0.88
1.28
2.59
3.31
3.12
4.43
0.88
1.27
1.10
3.90
8.58
7.35
7.76
0.13
1.79
3.63
2.32
7.1-7.2
7.1-7.2
0.96
2.45
chloroform
cyclohexane
1,2-dichloroethane
dichloromethane
diethylether
diglyme
1,2-dimethoxyethane
dimethylacetamide
dimethylformamide
dimethylsulfoxide
dioxane
ethanol
ethylacetate
ethylmethylketone
ethyleneglycol
“grease”
f
n-hexane
HMPA
g
methanol
nitromethane
n-pentane
2-propanol
pyridine
siliconegrease
i
tetrahydrofuran
toluene
triethylamine
a
CH
3
CH
3
CH
3
CH
CH
3
OH
c
CCH
3
OCH
3
ArH
OH
c
ArCH
3
ArC(CH
3
)
3
CH
CH
2
CH
2
CH
2
CH
3
CH
2
CH
2
CH
2
OCH
3
CH
3
CH
2
CH
3
CO
NCH
3
NCH
3
CH
CH
3
CH
3
CH
3
CH
2
CH
3
CH
2
OH
CH
3
CO
CH
2
CH
3
CH
2
CH
3
CH
3
CO
CH
2
CH
3
CH
2
CH
3
CH
CH
3
CH
2
CH
3
CH
2
CH
3
CH
3
OH
CH
3
CH
3
CH
2
CH
3
CH
CH(2)
CH(3)
CH(4)
CH
3
CH
2
CH
2
O
CH
3
CH(o/p)
CH(m)
CH
3
CH
2
1.17
3.56
3.67
3.61
3.37
3.37
3.60
2.08
3.06
2.90
7.92
3.01
2.85
2.71
3.75
1.17
3.65
2.07
4.14
1.24
2.19
3.18
1.26
3.65
2.61
3.34
4.40
1.17
4.02
8.52
7.45
7.87
1.88
3.74
0.99
2.57
InthesesolventstheintermolecularrateofexchangeisslowenoughthatapeakduetoHDOisusuallyalsoobserved;itappearsat
2.81and3.30ppminacetoneandDMSO,ormersolvent,itisoftenseenasa1:1:1triplet,with
2
J
H,D
)1Hz.
b
2,6-Dimethyl-4-tert-butylphenol.
c
Thesignalsfromexchangeableprotonswerenotalwaysidentified.
d
Insomecases(seenotea),the
couplinginteractionbetweentheCH
2
andtheOHprotonsmaybeobserved(J)5Hz).
e
InCD
3
CN,theOHprotonwasseenasamultiplet
atδ2.69,andextracouplingwasalsoapparentonthemethylenepeak.
f
Long-chain,olubilityin
DMSOwastoolowtogivevisiblepeaks.
g
Hexamethylphosphoramide.
h
Insomecases(seenotesa,d),thecouplinginteractionbetween
theCH
3
andtheOHprotonsmaybeobserved(J)5.5Hz).
i
Poly(dimethylsiloxane).ItssolubilityinDMSOwastoolowtogivevisible
peaks.
onally,inorderambiguous,afurther12Lofaspecificsubstratewere
Table2.
CDCl
3
solventsignals
13
CNMRData
a
(CD
3
)
2
SOC
6
D
6
CD
3
CN
1.32(0.02
118.26(0.02
CD
3
OD
49.00(0.01
D
2
O(CD
3
)
2
CO
29.84(0.01
206.26(0.13
77.16(0.0639.52(0.06128.06(0.02
aceticacidCO175.99172.31171.93
CH
3
20.8120.5120.95
acetoneCO207.07205.87206.31
CH
3
30.9230.6030.56
acetonitrileCN116.43117.60117.91
CH
3
1.891.121.03
benzeneCH128.37129.15128.30
tert-butylalcoholC69.1568.1366.88
CH
3
31.2530.7230.38
tert-butylmethyletherOCH
3
49.4549.3548.70
C72.8772.8172.04
CCH
3
26.9927.2426.79
BHTC(1)151.55152.51151.47
C(2)135.87138.19139.12
CH(3)125.55129.05127.97
C(4)128.27126.03124.85
CH
3
Ar21.2021.3120.97
CH
3
C30.3331.6131.25
C34.2535.0034.33
chloroformCH77.3679.1979.16
cyclohexaneCH
2
26.9427.5126.33
1,2-dichloroethaneCH
2
43.5045.2545.02
dichloromethaneCH
2
53.5254.9554.84
diethyletherCH
3
15.2015.7815.12
CH
2
65.9166.1262.05
diglymeCH
3
59.0158.7757.98
CH
2
70.5171.0369.54
CH
2
71.9072.6371.25
1,2-dimethoxyethaneCH
3
59.0858.4558.01
CH
2
71.8472.4717.07
dimethylacetamideCH
3
21.5321.5121.29
CO171.07170.61169.54
NCH
3
35.2834.8937.38
NCH
3
38.1337.9234.42
dimethylformamideCH162.62162.79162.29
CH
3
36.5036.1535.73
CH
3
31.4531.0330.73
dimethylsulfoxideCH
3
40.7641.2340.45
dioxaneCH
2
67.1467.6066.36
ethanolCH
3
18.4118.8918.51
CH
2
58.2857.7256.07
ethylacetateCH
3
CO21.0420.8320.68
CO171.36170.96170.31
CH
2
60.4960.5659.74
CH
3
14.1914.5014.40
ethylmethylketoneCH
3
CO29.4929.3029.26
CO209.56208.30208.72
CH
2
CH
3
36.8936.7535.83
CH
2
CH
3
7.868.037.61
ethyleneglycolCH
2
63.7964.2662.76
“grease”CH
2
29.7630.7329.20
n-hexaneCH
3
14.1414.3413.88
CH
2
(2)22.7023.2822.05
CH
2
(3)31.6432.3030.95
HMPA
b
CH
3
36.8737.0436.42
methanolCH
3
50.4149.7748.59
nitromethaneCH
3
62.5063.2163.28
n-pentaneCH
3
14.0814.2913.28
CH
2
(2)22.3822.9821.70
CH
2
(3)34.1634.8333.48
2-propanolCH
3
25.1425.6725.43
CH64.5063.8564.92
pyridineCH(2)149.90150.67149.58
CH(3)123.75124.57123.84
CH(4)135.96136.56136.05
siliconegreaseCH
3
1.041.40
tetrahydrofuranCH
2
25.6226.1525.14
CH
2
O67.9768.0767.03
tolueneCH
3
21.4621.4620.99
C(i)137.89138.48137.35
CH(o)129.07129.76128.88
CH(m)128.26129.03128.18
CH(p)125.33126.12125.29
triethylamineCH
3
11.6112.4911.74
CH
2
46.2547.0745.74
a
SeefootnotesforTable1.
b2
J
PC
)3Hz.
c
Referencematerial;seetext.
175.82173.21
20.3720.73
204.43207.43
30.1430.91
116.02118.26
0.201.79
128.62129.32
68.1968.74
30.4730.68
49.1949.52
72.4073.17
27.0927.28
152.05152.42
136.08138.13
128.52129.61
125.83126.38
21.4021.23
31.3431.50
34.3535.05
77.7979.17
27.2327.63
43.5945.54
53.4655.32
15.4615.63
65.9466.32
58.6658.90
70.8770.99
72.3572.63
58.6858.89
72.2172.47
21.1621.76
169.95171.31
34.6735.17
37.0338.26
162.13163.31
35.2536.57
30.7231.32
40.0341.31
67.1667.72
18.7218.80
57.8657.96
20.5621.16
170.44171.68
60.2160.98
14.1914.54
28.5629.60
206.55209.88
36.3637.09
7.918.14
64.3464.22
30.2130.86
14.3214.43
23.0423.40
31.9632.36
36.8837.10
49.9749.90
61.1663.66
14.2514.37
22.7223.08
34.4534.89
25.1825.55
64.2364.30
150.27150.76
123.58127.76
135.28136.89
1.38
25.7226.27
67.8068.33
21.1021.50
137.91138.90
129.33129.94
128.56129.23
125.68126.28
12.3512.38
46.7747.10
175.11177.21
20.5621.03
209.67215.94
30.6730.89
118.06119.68
0.851.47
129.34
69.4070.36
30.9130.29
49.6649.37
74.3275.62
27.2226.60
152.85
139.09
129.49
126.11
21.38
31.15
35.36
79.44
27.96
45.11
54.78
15.4614.77
66.8866.42
59.0658.67
71.3370.05
72.9271.63
59.0658.67
72.7271.49
21.3221.09
173.32174.57
35.5035.03
38.4338.76
164.73165.53
36.8937.54
31.6132.03
40.4539.39
68.1167.19
18.4017.47
58.2658.05
20.8821.15
172.89175.26
61.5062.32
14.4913.92
29.3929.49
212.16218.43
37.3437.27
8.097.87
64.3063.17
31.29
14.45
23.68
32.73
37.0036.46
49.8649.50
c
63.0863.22
14.39
23.38
35.30
25.2724.38
64.7164.88
150.07149.18
125.53125.12
138.35138.27
2.10
26.4825.67
68.8368.68
21.50
138.85
129.91
129.20
126.29
11.099.07
46.9647.19