Name: __________________

Chem 203
December 10, 2011

Final Exam Part II

Problem 3 of 3 (30 points)

Select and submit TWO OUT OF THE THREE PROBLEMS FROM PART II for grading.
Do not submit three problems.

If you wish to unstaple the pages, please initial each page.

Books, notes, lecture videos, calculators, rulers, and laptop computers are permitted as is wireless (or wired)
internet access and appropriate software (e.g, Pymol, Macromodel/Maestro, Excel, NMRPrediction,
Chemdraw, ElComp, MolE, etc.). Catalogs of molecular structures (e.g., the Aldrich catalog, the Merck
Index, etc.) or databases of molecular structures (such as wireless access to SciFinder Scholar, the Sigma-
Aldrich website, etc.) are NOT PERMITTED. USE OF SUCH ITEMS CONSTITUTES ACADEMIC
DISHNONESTY, WILL RESULT IN A FAILING GRADE (F) IN THE CLASS, AND MAY RESULT IN
EXPULSION FROM THE Ph.D. PROGRAM.

If you wish to use a laptop computer, please be willing to share briefly with others when needed.

1  
This  work  by  Dr.  James  S.  Nowick,  Professor  of  Chemistry,  University  of  California,  Irvine,  is  licensed  under  a  Creative  Commons  Attribution  4.0  International  License.  
2. The following spectral data are provided for a compound with a molecular formula C10H16O: IR (Thin
Film on NaCl), 500 MHz 1H NMR, 125.7 MHz 13C NMR, DEPT-90, DEPT-135, COSY, HMQC, HMBC,
TOCSY, and NOESY. Using these data, determine the structure of the compound and assign all of the 1H
and 13C resonances to their respective atoms in the structure. Make sure to determine the stereochemistry of
the compound and to clearly assign 1H resonances to the appropriate diastereotopic protons.

All NMR spectra were measured in CDCl3. The 1H resonance at 7.27 ppm corresponds to CHCl3.

MAKE SURE TO COMPLETELY ANSWER THE QUESTIONS a-f ON PAGES 2-4.

a. Write the structure of the molecule.

2  
This  work  by  Dr.  James  S.  Nowick,  Professor  of  Chemistry,  University  of  California,  Irvine,  is  licensed  under  a  Creative  Commons  Attribution  4.0  International  License.  
b. Tabulate the shifts of the 1H resonances (a-j) in order of descending chemical shift. Provide an
appropriate name for each multiplet (e.g., s, d, t, q, quintet, sextet, septet, octet, dd, ddd, dt, td, dddd, tt, qd,
dq, etc.) and list its coupling constants in appropriate order; also list its integral [e.g., a: 3.30 (t, J = 7.3 Hz, 3
H)]. If a resonance is not described by a well-defined multiplet, name it as m and give its range [e.g., c:
4.43-4.37 (m, 2 H)].

a:
b:
c:
d:
e:
f:
g:
h:
i:
j:
c. Redraw the structure of the molecule below and write the letter (a-j) of each 1H resonance next to the
proton or protons to which it corresponds. If the assignment of a particular resonance is uncertain, please
indicate this.

3  
This  work  by  Dr.  James  S.  Nowick,  Professor  of  Chemistry,  University  of  California,  Irvine,  is  licensed  under  a  Creative  Commons  Attribution  4.0  International  License.  
d. Tabulate the shifts of the 13C resonances (1-10) in order of descending chemical shift. Make sure to report
the chemical shift of each carbon resonances to the nearest tenth of ppm, unless two have the same value, in
which case you may report it to the nearest hundredth.

1:
2:
3:
4:
5:
6:
7:
8:
9:
10:
e. Redraw the structure of the molecule below and write the number (1-10) of each 13C resonance next to the
carbon or carbons to which it corresponds. If the assignment of particular resonance is uncertain, please
indicate this.

f. Build an energy-minimized molecular model of the molecule using PyMOL and the "clean" function.
Save the .pse file as problem3.pse.

E-mail the .pse file to me (jsnowick@uci.edu).

If you have encountered any problems of which I should be aware in grading this problem, please let me
know, below.
4  
This  work  by  Dr.  James  S.  Nowick,  Professor  of  Chemistry,  University  of  California,  Irvine,  is  licensed  under  a  Creative  Commons  Attribution  4.0  International  License.  
Thin Film on NaCl plates
 1H spectrum at 500 Mhz in CDCl3

7.26951

2.56455
2.52693
2.24257
2.22752
2.21252
2.19749
2.08940
2.05177

1.37955
1.36602
1.35236
1.33868
1.32504
1.16589
1.15081
1.09652
1.08863
1.08049
1.07243
1.03803
1.01529
1.00157
0.96088
0.94708
0.92051
0.77173
0.76019
0.74845

0.13349
0.12346
0.11446
0.00000
ppm

Current Data Parameters

USER nmr11t
NAME sample 18
EXPNO 99
PROCNO 1
F2 - Acquisition Parameters
Date_ 20111205
Time 21.17
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG zg30
TD 81728
SOLVENT CDCl3
NS 8
DS 2
SWH 8012.820 Hz
FIDRES 0.098043 Hz
AQ 5.0998774 sec
RG 4
DW 62.400 usec
DE 6.00 usec
TE 298.0 K
D1 0.10000000 sec
MCREST 0.00000000 sec
MCWRK 0.01500000 sec
======== CHANNEL f1 ========
NUC1 1H
P1 7.50 usec
PL1 1.60 dB
SFO1 500.2235015 MHz
F2 - Processing parameters
SI 65536
SF 500.2200266 MHz
WDW no
SSB 0
LB 0.00 Hz
GB 0
PC 4.00
1D NMR plot parameters
CX 22.80 cm
CY 15.00 cm
F1P 8.000 ppm
F1 4001.76 Hz
F2P -0.500 ppm
F2 -250.11 Hz
PPMCM 0.37281 ppm/cm
HZCM 186.48555 Hz/cm

10.163
1.011

0.967

1.012

1.004

0.998

1.000
Integral

ppm 7 6 5 4 3 2 1 0
DU=/v, USER=nmr11t, NAME=sample 18, EXPNO=1, PROCNO=1
F1=4.000ppm, F2=-0.500ppm, MI=0.50cm, MAXI=10000.00cm, PC=4.000
# ADDRESS FREQUENCY INTENSITY
[Hz] [PPM]
1 50696.8 1282.838 2.5645 2.82
2 50850.7 1264.019 2.5269 3.26
3 52014.1 1121.778 2.2426 1.05
4 52075.7 1114.248 2.2275 3.04
5 52137.0 1106.748 2.2125 3.09
6 52198.5 1099.230 2.1975 1.12
7 52640.8 1045.160 2.0894 5.02
8 52794.7 1026.336 2.0518 4.28
9 55544.9 690.077 1.3795 0.80
10 55600.3 683.312 1.3660 1.97
11 55656.2 676.477 1.3524 2.74
12 55712.1 669.636 1.3387 2.23
13 55767.9 662.812 1.3250 1.02
14 56419.1 583.202 1.1659 15.00
15 56480.8 575.656 1.1508 13.86
16 56702.9 548.502 1.0965 2.36
17 56735.2 544.552 1.0886 2.60
18 56768.5 540.481 1.0805 2.81
19 56801.4 536.452 1.0724 2.77
20 56942.2 519.243 1.0380 0.61
21 57035.2 507.870 1.0153 14.61
22 57091.3 501.007 1.0016 12.94
23 57257.8 480.651 0.9609 14.12
24 57314.3 473.746 0.9471 12.80
25 57423.0 460.455 0.9205 0.62
26 58031.7 386.035 0.7717 1.66
27 58078.9 380.260 0.7602 2.87
28 58126.9 374.388 0.7484 1.62
29 60642.9 66.773 0.1335 2.61
30 60683.9 61.759 0.1235 3.95
31 60720.7 57.253 0.1145 2.64
32 61189.0 -0.000 -0.0000 3.15
 1H spectrum at 500 MHz in CDCl3

2.56455
2.52693

2.24257
2.22752
2.21252
2.19749

2.08940
2.05177

1.37955
1.36602
1.35236
1.33868
1.32504

1.16589
1.15081
1.09652
1.08863
1.08049
1.07243
1.03803
1.01529
1.00157
0.96088
0.94708
0.92051

0.77173
0.76019
0.74845

0.13349
0.12346
0.11446

0.00000
ppm

e g
h

Current Data Parameters

USER nmr11t
NAME sample 18
EXPNO 99
PROCNO 1
F2 - Acquisition Parameters
Date_ 20111205
Time 21.17
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG zg30
TD 81728
SOLVENT CDCl3
NS 8
DS 2
SWH 8012.820 Hz
FIDRES 0.098043 Hz
AQ 5.0998774 sec
RG 4
DW 62.400 usec
DE 6.00 usec
TE 298.0 K
D1 0.10000000 sec
MCREST 0.00000000 sec
MCWRK 0.01500000 sec
======== CHANNEL f1 ========
NUC1 1H
P1 7.50 usec
PL1 1.60 dB
SFO1 500.2235015 MHz
F2 - Processing parameters
SI 65536
SF 500.2200266 MHz
WDW no
SSB 0
LB 0.00 Hz
c GB
PC
0
4.00
1D NMR plot parameters
CX 22.80 cm
CY 15.00 cm
j F1P
F1
F2P
3.000 ppm
1500.66 Hz
-0.500 ppm
a b F2
PPMCM
-250.11 Hz
0.15351 ppm/cm

d f i HZCM 76.78816 Hz/cm

10.163
1.011

0.967

1.012

1.004

0.998

1.000
Integral

ppm 2.5 2.0 1.5 1.0 0.5 0.0

Z-restored spin-echo 13C spectrum with 1H decoupling at 125 MHz in CDCl
221.05
ppm

77.42
77.16
76.91

47.30

39.58

32.90
29.60
25.49
19.97

19.68
18.69
18.15
Current Data Parameters
USER nmr11t
NAME sample 17
EXPNO 2
PROCNO 1

F2 - Acquisition Parameters
Date_ 20111204
Time 20.09
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG SpinEchopg30gp.prd
TD 65536
SOLVENT CDCl3
NS 108
DS 16
SWH 30303.031 Hz
FIDRES 0.462388 Hz
AQ 1.0813940 sec
RG 7298.2
DW 16.500 usec
DE 6.00 usec
TE 298.0 K
D1 0.25000000 sec
d11 0.03000000 sec
D16 0.00020000 sec
d17 0.00019600 sec
MCREST 0.00000000 sec
MCWRK 0.01500000 sec
P2 31.00 usec
======== CHANNEL f1 ========
NUC1 13C
P1 15.50 usec
P11 500.00 usec
P12 2000.00 usec
PL0 120.00 dB
PL1 -1.00 dB
SFO1 125.7942548 MHz
SP1 3.20 dB
SP2 3.20 dB
SPNAM1 Crp60,0.5,20.1
SPNAM2 Crp60comp.4
SPOFF1 0.00 Hz
SPOFF2 0.00 Hz

======== CHANNEL f2 ========

CPDPRG2 waltz16
NUC2 1H
PCPD2 100.00 usec
PL2 1.60 dB
PL12 24.60 dB
SFO2 500.2225011 MHz
====== GRADIENT CHANNEL =====
GPNAM1 SINE.100
GPNAM2 SINE.100
GPX1 0.00 %
GPX2 0.00 %
GPY1 0.00 %
GPY2 0.00 %
GPZ1 30.00 %
GPZ2 50.00 %
p15 500.00 usec
p16 1000.00 usec

F2 - Processing parameters
SI 65536
SF 125.7804190 MHz
WDW EM
SSB 0
LB 1.00 Hz
GB 0
PC 2.00
1D NMR plot parameters
CX 22.80 cm
CY 15.65 cm
F1P 230.000 ppm
F1 28929.50 Hz
F2P 0.000 ppm
F2 0.00 Hz
PPMCM 10.08772 ppm/cm
HZCM 1268.83765 Hz/cm

ppm 200 150 100 50

Z-restored spin-echo 13C spectrum with 1H decoupling at 125 MHz in CDCl

47.302

39.579

32.900

29.599

25.493

19.968

19.676
18.689
18.148
ppm

Current Data Parameters

USER nmr11t
NAME sample 17
EXPNO 2
PROCNO 1

F2 - Acquisition Parameters
Date_ 20111204
Time 20.09
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG SpinEchopg30gp.prd
TD 65536
SOLVENT CDCl3
NS 108
DS 16
SWH 30303.031 Hz
FIDRES 0.462388 Hz
AQ 1.0813940 sec
RG 7298.2
DW 16.500 usec
DE 6.00 usec
TE 298.0 K
D1 0.25000000 sec
d11 0.03000000 sec
D16 0.00020000 sec
d17 0.00019600 sec
MCREST 0.00000000 sec
MCWRK 0.01500000 sec
P2 31.00 usec
======== CHANNEL f1 ========
NUC1 13C
P1 15.50 usec
P11 500.00 usec
P12 2000.00 usec
PL0 120.00 dB
PL1 -1.00 dB
SFO1 125.7942548 MHz
SP1 3.20 dB
SP2 3.20 dB
SPNAM1 Crp60,0.5,20.1
SPNAM2 Crp60comp.4
SPOFF1 0.00 Hz
SPOFF2 0.00 Hz

======== CHANNEL f2 ========

CPDPRG2 waltz16
NUC2 1H
PCPD2 100.00 usec
PL2 1.60 dB
PL12 24.60 dB
SFO2 500.2225011 MHz
====== GRADIENT CHANNEL =====
GPNAM1 SINE.100
GPNAM2 SINE.100
GPX1 0.00 %
GPX2 0.00 %
GPY1 0.00 %
GPY2 0.00 %
GPZ1 30.00 %
GPZ2 50.00 %
p15 500.00 usec
p16 1000.00 usec

F2 - Processing parameters
SI 65536
SF 125.7804190 MHz
WDW EM
SSB 0
LB 1.00 Hz
GB 0
PC 2.00
1D NMR plot parameters
CX 22.80 cm
CY 15.65 cm
F1P 55.000 ppm
F1 6917.92 Hz
F2P 10.000 ppm
F2 1257.80 Hz
PPMCM 1.97368 ppm/cm
HZCM 248.25084 Hz/cm

ppm 50 40 30 20
Z-restored spin-echo 13C spectrum with 1H decoupling at 125 MHz in CDCl
221.05
ppm

77.42
77.16
76.91

47.30

39.58

32.90
29.60
25.49
19.97

19.68
18.69
18.15
Current Data Parameters
USER nmr11t
NAME sample 17
EXPNO 2
PROCNO 1

F2 - Acquisition Parameters
Date_ 20111204
Time 20.09
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG SpinEchopg30gp.prd
TD 65536
SOLVENT CDCl3
NS 108
DS 16
SWH 30303.031 Hz
FIDRES 0.462388 Hz
AQ 1.0813940 sec
RG 7298.2
DW 16.500 usec
DE 6.00 usec
13C{1H} TE
D1
298.0 K
0.25000000 sec
d11 0.03000000 sec
D16 0.00020000 sec
d17 0.00019600 sec
MCREST 0.00000000 sec
MCWRK 0.01500000 sec
P2 31.00 usec
======== CHANNEL f1 ========
NUC1 13C
P1 15.50 usec
P11 500.00 usec
P12 2000.00 usec
PL0 120.00 dB
PL1 -1.00 dB
SFO1 125.7942548 MHz
SP1 3.20 dB
SP2 3.20 dB
SPNAM1 Crp60,0.5,20.1
SPNAM2 Crp60comp.4
SPOFF1 0.00 Hz
dept135 SPOFF2 0.00 Hz

======== CHANNEL f2 ========

CPDPRG2 waltz16
NUC2 1H
PCPD2 100.00 usec
PL2 1.60 dB
PL12 24.60 dB
SFO2 500.2225011 MHz
====== GRADIENT CHANNEL =====
GPNAM1 SINE.100
GPNAM2 SINE.100
GPX1 0.00 %
GPX2 0.00 %
GPY1 0.00 %
GPY2 0.00 %
GPZ1 30.00 %
GPZ2 50.00 %
p15 500.00 usec
p16 1000.00 usec

F2 - Processing parameters
SI 65536
SF 125.7804190 MHz
WDW EM
SSB 0
LB 1.00 Hz
GB 0
PC 2.00
1D NMR plot parameters
CX 22.80 cm
CY 3.56 cm
F1P 230.460 ppm
F1 28987.37 Hz
F2P -10.460 ppm
F2 -1315.66 Hz
PPMCM 10.56667 ppm/cm
HZCM 1329.08032 Hz/cm

X
X
dept90 X

ppm 200 150 100 50 0

Z-restored spin-echo 13C spectrum with 1H decoupling at 125 MHz in CDCl

47.302

39.579

32.900

29.599

25.493

19.968

19.676
18.689
18.148
ppm

Current Data Parameters

USER nmr11t
NAME sample 17
EXPNO 2
PROCNO 1

F2 - Acquisition Parameters
Date_ 20111204
Time 20.09
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG SpinEchopg30gp.prd
TD 65536
SOLVENT CDCl3
NS 108
DS 16
SWH 30303.031 Hz
FIDRES 0.462388 Hz
AQ 1.0813940 sec
RG 7298.2
DW 16.500 usec
DE 6.00 usec
13C{1H} TE
D1
298.0 K
0.25000000 sec
d11 0.03000000 sec
D16 0.00020000 sec
d17 0.00019600 sec
MCREST 0.00000000 sec
MCWRK 0.01500000 sec
P2 31.00 usec
======== CHANNEL f1 ========
NUC1 13C
P1 15.50 usec
P11 500.00 usec
P12 2000.00 usec
PL0 120.00 dB
PL1 -1.00 dB
SFO1 125.7942548 MHz
SP1 3.20 dB
SP2 3.20 dB
SPNAM1 Crp60,0.5,20.1
SPNAM2 Crp60comp.4
SPOFF1 0.00 Hz
dept135 SPOFF2 0.00 Hz

======== CHANNEL f2 ========

CPDPRG2 waltz16
NUC2 1H
PCPD2 100.00 usec
PL2 1.60 dB
PL12 24.60 dB
SFO2 500.2225011 MHz
====== GRADIENT CHANNEL =====
GPNAM1 SINE.100
GPNAM2 SINE.100
GPX1 0.00 %
GPX2 0.00 %
GPY1 0.00 %
GPY2 0.00 %
GPZ1 30.00 %
GPZ2 50.00 %
p15 500.00 usec
p16 1000.00 usec

F2 - Processing parameters
SI 65536
SF 125.7804190 MHz
WDW EM
SSB 0
LB 1.00 Hz
GB 0
PC 2.00
1D NMR plot parameters
CX 22.80 cm
CY 3.56 cm
F1P 55.000 ppm
F1 6917.92 Hz
F2P 10.000 ppm
F2 1257.80 Hz
PPMCM 1.97368 ppm/cm
HZCM 248.25084 Hz/cm
X
X X
dept90
X X

ppm 50 40 30 20
 Current Data Parameters
USER nmr11t
NAME sample 18
EXPNO 5
PROCNO 1

F2 - Acquisition Parameters
gcosy60 Date_ 20111205
Time 22.48
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG cosygp60.prd
TD 2048
SOLVENT CDCl3
NS 4
DS 16
SWH 2003.205 Hz
FIDRES 0.978127 Hz
AQ 0.5112308 sec
RG 35.9
DW 249.600 usec
DE 6.00 usec
TE 298.0 K
d0 0.00000300 sec
0 D1 1.00000000 sec
d13 0.00000300 sec
D16 0.00020000 sec
IN0 0.00049920 sec

======== CHANNEL f1 ========

NUC1 1H
P1 7.50 usec
PL1 1.60 dB
SFO1 500.2207503 MHz

====== GRADIENT CHANNEL =====

GPNAM1 sine.100
GPNAM2 sine.100
GPX1 0.00 %
GPX2 0.00 %
1 GPY1
GPY2
0.00 %
0.00 %
GPZ1 17.00 %
GPZ2 17.00 %
P16 1000.00 usec

F1 - Acquisition parameters
ND0 1
TD 512
SFO1 500.2208 MHz
FIDRES 3.912510 Hz
SW 4.005 ppm
FnMODE undefined

F2 - Processing parameters
SI 1024
SF 500.2200000 MHz
2 WDW SINE
SSB 0
LB 0.00 Hz
GB 0
PC 2.00
F1 - Processing parameters
SI 1024
MC2 QF
SF 500.2200000 MHz
WDW SINE
SSB 0
LB 0.00 Hz
GB 0

2D NMR plot parameters

3 CX2
CX1
15.00 cm
15.00 cm
F2PLO 3.502 ppm
F2LO 1751.93 Hz
F2PHI -0.502 ppm
F2HI -251.27 Hz
F1PLO 3.502 ppm
F1LO 1751.93 Hz
ppm F1PHI -0.502 ppm
F1HI -251.27 Hz
F2PPMCM 0.26698 ppm/cm
ppm 3 2 1 0 F2HZCM 133.54701 Hz/cm
F1PPMCM 0.26698 ppm/cm
F1HZCM 133.54701 Hz/cm
 Current Data Parameters
USER nmr11t
NAME sample 18
gtocsy EXPNO
PROCNO
6
1

F2 - Acquisition Parameters
Date_ 20111205
Time 23.45
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG mlevgp_mo
TD 2048
SOLVENT CDCl3
NS 4
DS 16
SWH 2003.205 Hz
FIDRES 0.978127 Hz
AQ 0.5112308 sec
RG 4
DW 249.600 usec
DE 6.00 usec
TE 298.0 K
d0 0.00000300 sec
D1 2.00000000 sec
D9 0.06000000 sec
0 d12
D16
0.00002000 sec
0.00020000 sec
FACTOR1 4
IN0 0.00049920 sec
l1 24
SCALEF 6

======== CHANNEL f1 ========

NUC1 1H
P1 7.50 usec
p5 23.34 usec
P6 35.00 usec
p7 70.00 usec
P17 2500.00 usec
PL1 1.60 dB
PL10 15.20 dB
SFO1 500.2207503 MHz

1 ====== GRADIENT CHANNEL =====

GPNAM1 sine.100
GPNAM2 sine.100
GPX1 0.00 %
GPX2 0.00 %
GPY1 0.00 %
GPY2 0.00 %
GPZ1 10.00 %
GPZ2 10.00 %
P16 1000.00 usec

F1 - Acquisition parameters
ND0 1
TD 512
SFO1 500.2208 MHz
FIDRES 3.912510 Hz
SW 4.005 ppm
FnMODE undefined
2 F2 - Processing parameters
SI 1024
SF 500.2200000 MHz
WDW SINE
SSB 0
LB 0.00 Hz
GB 0
PC 1.40
F1 - Processing parameters
SI 1024
MC2 QF
SF 500.2200000 MHz
WDW SINE
SSB 0
LB 0.00 Hz
GB 0

3 CX2
2D NMR plot parameters
15.00 cm
CX1 15.00 cm
F2PLO 3.502 ppm
F2LO 1751.93 Hz
F2PHI -0.502 ppm
F2HI -251.27 Hz
F1PLO 3.502 ppm
ppm F1LO
F1PHI
1751.93 Hz
-0.502 ppm
F1HI -251.27 Hz
F2PPMCM 0.26698 ppm/cm
ppm 3 2 1 0 F2HZCM 133.54701 Hz/cm
F1PPMCM 0.26698 ppm/cm
F1HZCM 133.54701 Hz/cm
 Current Data Parameters
USER nmr11t
NAME sample 17
EXPNO 7
PROCNO 1

ghmqc Date_
F2 - Acquisition Parameters
20111204
Time 23.09
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG inv4gp.wu
TD 2048
SOLVENT CDCl3
NS 4
DS 16
SWH 1750.700 Hz
FIDRES 0.854834 Hz
AQ 0.5849588 sec
RG 912.3
DW 285.600 usec
DE 6.50 usec
TE 298.0 K
CNST2 145.0000000
d0 0.00000300 sec
D1 1.00000000 sec
d2 0.00344828 sec
d12 0.00002000 sec
20 d13
D16
0.00000300 sec
0.00020000 sec
d20 0.00242528 sec
IN0 0.00009919 sec
======== CHANNEL f1 ========
NUC1 1H
P1 7.50 usec
p2 15.00 usec
PL1 1.60 dB
SFO1 500.2206124 MHz
======== CHANNEL f2 ========
CPDPRG2 garp
NUC2 13C
P3 15.50 usec
PCPD2 65.00 usec
PL2 -1.00 dB
PL12 11.30 dB
SFO2 125.7848213 MHz
30 ====== GRADIENT CHANNEL =====
GPNAM1 sine.100
GPNAM2 sine.100
GPNAM3 sine.100
GPX1 0.00 %
GPX2 0.00 %
GPX3 0.00 %
GPY1 0.00 %
GPY2 0.00 %
GPY3 0.00 %
GPZ1 30.00 %
GPZ2 18.00 %
GPZ3 24.00 %
P16 1000.00 usec
F1 - Acquisition parameters
ND0 2
TD 512
SFO1 125.7848 MHz
40 FIDRES 9.845621 Hz
SW 40.076 ppm
FnMODE undefined
F2 - Processing parameters
SI 1024
SF 500.2200000 MHz
WDW EM
SSB 0
LB 5.00 Hz
GB 0
PC 1.40
F1 - Processing parameters
SI 1024
MC2 QF
SF 125.7804190 MHz
WDW QSINE
SSB 3
LB 0.00 Hz
50 GB 0
2D NMR plot parameters
CX2 18.00 cm
CX1 15.00 cm
F2PLO 2.974 ppm
F2LO 1487.75 Hz
F2PHI -0.526 ppm
F2HI -262.95 Hz
ppm F1PLO
F1LO
55.039 ppm
6922.79 Hz
F1PHI 14.961 ppm
F1HI 1881.83 Hz
ppm 2.5 2.0 1.5 1.0 0.5 0.0 F2PPMCM 0.19444 ppm/cm
F2HZCM 97.26112 Hz/cm
F1PPMCM 2.67183 ppm/cm
F1HZCM 336.06387 Hz/cm
 Current Data Parameters
USER nmr11t
NAME sample 17
EXPNO 7
PROCNO 1

ghmqc Date_
F2 - Acquisition Parameters
20111204
Time 23.09
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG inv4gp.wu
TD 2048
SOLVENT CDCl3
NS 4
DS 16
SWH 1750.700 Hz
FIDRES 0.854834 Hz
AQ 0.5849588 sec
RG 912.3
DW 285.600 usec
DE 6.50 usec
TE 298.0 K
CNST2 145.0000000
d0 0.00000300 sec
D1 1.00000000 sec
d2 0.00344828 sec
d12 0.00002000 sec
d13 0.00000300 sec
D16 0.00020000 sec
d20 0.00242528 sec
IN0 0.00009919 sec
17 ======== CHANNEL f1 ========
NUC1 1H
P1 7.50 usec
p2 15.00 usec
PL1 1.60 dB
SFO1 500.2206124 MHz
======== CHANNEL f2 ========
CPDPRG2 garp
NUC2 13C
P3 15.50 usec
PCPD2 65.00 usec
18 PL2
PL12
-1.00 dB
11.30 dB
SFO2 125.7848213 MHz
====== GRADIENT CHANNEL =====
GPNAM1 sine.100
GPNAM2 sine.100
GPNAM3 sine.100
GPX1 0.00 %
GPX2 0.00 %
GPX3 0.00 %
GPY1 0.00 %
GPY2 0.00 %
19 GPY3
GPZ1
0.00 %
30.00 %
GPZ2 18.00 %
GPZ3 24.00 %
P16 1000.00 usec
F1 - Acquisition parameters
ND0 2
TD 512
SFO1 125.7848 MHz
FIDRES 9.845621 Hz
SW 40.076 ppm
FnMODE undefined
20 F2 - Processing parameters
SI 1024
SF 500.2200000 MHz
WDW EM
SSB 0
LB 5.00 Hz
GB 0
PC 1.40
F1 - Processing parameters
SI 1024
MC2 QF
SF 125.7804190 MHz
21 WDW
SSB
QSINE
3
LB 0.00 Hz
GB 0
2D NMR plot parameters
CX2 18.00 cm
CX1 15.00 cm
F2PLO 2.000 ppm
F2LO 1000.44 Hz
F2PHI -0.201 ppm
F2HI -100.53 Hz
ppm F1PLO
F1LO
22.006 ppm
2767.94 Hz
F1PHI 16.000 ppm
F1HI 2012.49 Hz
ppm 1.5 1.0 0.5 0.0 F2PPMCM 0.12228 ppm/cm
F2HZCM 61.16494 Hz/cm
F1PPMCM 0.40041 ppm/cm
F1HZCM 50.36322 Hz/cm
 Current Data Parameters
USER nmr11t
NAME sample 17
EXPNO 8
PROCNO 1
ghmbc optimised for 10 Hz couplings F2 - Acquisition Parameters
Date_ 20111205
Time 0.06
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG ghmbc.wu
TD 4096
SOLVENT CDCl3
NS 4
DS 16
SWH 1750.700 Hz
FIDRES 0.427417 Hz
AQ 1.1698676 sec
RG 645.1
DW 285.600 usec
DE 6.00 usec
TE 298.0 K
CNST2 145.0000000
d0 0.00000300 sec
D1 1.25000000 sec
d2 0.00344828 sec
D6 0.05000000 sec
d13 0.00000300 sec
D16 0.00020000 sec
IN0 0.00001725 sec

======== CHANNEL f1 ========

NUC1 1H
50 P1
p2
7.50 usec
15.00 usec
PL1 1.60 dB
SFO1 500.2206124 MHz

======== CHANNEL f2 ========

NUC2 13C
P3 15.50 usec
PL2 -1.00 dB
SFO2 125.7948837 MHz

====== GRADIENT CHANNEL =====

GPNAM1 sine.100
GPNAM2 sine.100
GPNAM3 sine.100
GPX1 0.00 %
GPX2 0.00 %
100 GPX3
GPY1
0.00 %
0.00 %
GPY2 0.00 %
GPY3 0.00 %
GPZ1 50.00 %
GPZ2 30.00 %
GPZ3 40.00 %
P16 1000.00 usec

F1 - Acquisition parameters
ND0 2
TD 512
SFO1 125.7949 MHz
FIDRES 56.612320 Hz
SW 230.419 ppm
FnMODE undefined

150 SI
F2 - Processing parameters
2048
SF 500.2200000 MHz
WDW SINE
SSB 0
LB 0.00 Hz
GB 0
PC 1.40

F1 - Processing parameters
SI 1024
MC2 QF
SF 125.7804190 MHz
WDW SINE
SSB 0
LB 0.00 Hz
200 GB 0

2D NMR plot parameters

CX2 18.00 cm
CX1 15.00 cm
F2PLO 2.974 ppm
F2LO 1487.75 Hz
F2PHI -0.526 ppm
F2HI -262.95 Hz
ppm F1PLO
F1LO
230.223 ppm
28957.49 Hz
F1PHI -0.223 ppm
F1HI -28.01 Hz
ppm 2.5 2.0 1.5 1.0 0.5 0.0 F2PPMCM 0.19444 ppm/cm
F2HZCM 97.26112 Hz/cm
F1PPMCM 15.36302 ppm/cm
F1HZCM 1932.36719 Hz/cm
 Current Data Parameters
USER nmr11t
NAME sample 17
EXPNO 8
PROCNO 1
ghmbc optimised for 10 Hz couplings F2 - Acquisition Parameters
Date_ 20111205
Time 0.06
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG ghmbc.wu
TD 4096
SOLVENT CDCl3
NS 4
DS 16
SWH 1750.700 Hz
FIDRES 0.427417 Hz
AQ 1.1698676 sec
RG 645.1
DW 285.600 usec
DE 6.00 usec
TE 298.0 K
CNST2 145.0000000
d0 0.00000300 sec
D1 1.25000000 sec
d2 0.00344828 sec
D6 0.05000000 sec
d13 0.00000300 sec
20 D16
IN0
0.00020000 sec
0.00001725 sec

======== CHANNEL f1 ========

NUC1 1H
P1 7.50 usec
p2 15.00 usec
PL1 1.60 dB
SFO1 500.2206124 MHz

======== CHANNEL f2 ========

25 NUC2
P3
13C
15.50 usec
PL2 -1.00 dB
SFO2 125.7948837 MHz

====== GRADIENT CHANNEL =====

GPNAM1 sine.100
GPNAM2 sine.100
GPNAM3 sine.100
GPX1 0.00 %
30 GPX2
GPX3
0.00 %
0.00 %
GPY1 0.00 %
GPY2 0.00 %
GPY3 0.00 %
GPZ1 50.00 %
GPZ2 30.00 %
GPZ3 40.00 %
P16 1000.00 usec

F1 - Acquisition parameters
35 ND0
TD
2
512
SFO1 125.7949 MHz
FIDRES 56.612320 Hz
SW 230.419 ppm
FnMODE undefined

F2 - Processing parameters
SI 2048
SF 500.2200000 MHz
WDW SINE
40 SSB
LB
0
0.00 Hz
GB 0
PC 1.40

F1 - Processing parameters
SI 1024
MC2 QF
SF 125.7804190 MHz
WDW SINE
SSB 0
45 LB
GB
0.00 Hz
0

2D NMR plot parameters

CX2 18.00 cm
CX1 15.00 cm
F2PLO 2.974 ppm
F2LO 1487.75 Hz
F2PHI -0.526 ppm
F2HI -262.95 Hz
ppm F1PLO
F1LO
50.187 ppm
6312.57 Hz
F1PHI 14.855 ppm
F1HI 1868.50 Hz
ppm 2.5 2.0 1.5 1.0 0.5 0.0 F2PPMCM 0.19444 ppm/cm
F2HZCM 97.26112 Hz/cm
F1PPMCM 2.35546 ppm/cm
F1HZCM 296.27115 Hz/cm
 Current Data Parameters
USER nmr11t
NAME sample 18
EXPNO 24
PROCNO 1
F2 - Acquisition Parameters
gnoesy Date_
Time
20111208
20.25
INSTRUM cryo500
PROBHD 5 mm CPTCI 1H-
PULPROG noesygptp
TD 2048
SOLVENT CDCl3
NS 4
DS 16
SWH 2003.205 Hz
FIDRES 0.978127 Hz
AQ 0.5114804 sec
RG 57
DW 249.600 usec
DE 6.00 usec
TE 298.0 K
D0 0.00000300 sec
D1 2.00000000 sec
D8 1.50000000 sec
D16 0.00020000 sec
0.5 d20
IN0
0.74879998 sec
0.00024960 sec
======== CHANNEL f1 ========
NUC1 1H
P1 7.50 usec
P2 15.00 usec
PL1 1.60 dB
SFO1 500.2207503 MHz
====== GRADIENT CHANNEL =====
1.0 GPNAM1 sine.100
GPNAM2 sine.100
GPX1 0.00 %
GPX2 0.00 %
GPY1 0.00 %
GPY2 0.00 %
GPZ1 40.00 %
GPZ2 -40.00 %
P16 1000.00 usec

F1 - Acquisition parameters
1.5 ND0
TD
2
422
SFO1 500.2208 MHz
FIDRES 4.746932 Hz
SW 4.005 ppm
FnMODE undefined
F2 - Processing parameters
SI 1024
SF 500.2200000 MHz
WDW QSINE
SSB 2
2.0 LB 0.00 Hz
GB 0
PC 1.00
F1 - Processing parameters
SI 1024
MC2 TPPI
SF 500.2200000 MHz
WDW QSINE
SSB 2
LB 0.00 Hz
2.5 GB 0
2D NMR plot parameters
CX2 15.00 cm
CX1 15.00 cm
F2PLO 3.002 ppm
F2LO 1501.53 Hz
F2PHI -0.002 ppm
F2HI -0.87 Hz
F1PLO 3.002 ppm
ppm F1LO
F1PHI
1501.53 Hz
-0.002 ppm
F1HI -0.87 Hz
F2PPMCM 0.20023 ppm/cm
ppm 2.5 2.0 1.5 1.0 0.5 F2HZCM
F1PPMCM
100.16026 Hz/cm
0.20023 ppm/cm
F1HZCM 100.16026 Hz/cm