(C) ACD $$.RPT.( V 2.0 )#C{ ??{,NArial,Arial,Arial,Arial,Arial,Arial,Symbol,Times New Roman,Times New Roman, Arial,Times,Times,Times,Times,Times,Times,Times, ^CCDEuC@DECCCDECCCDECAFT )Sample C82 (C:E-02), Spring 2003 Unknownsr8EuCEEC>EC8EuCEEuC8EuCEEuCAFT 20 Mar 2003s8ECEEC>EC8ECEEC8ECEECAFT D. R. Mowreyp &CCDCUCC&CCDC&CCDCAFTq Name CodejVDCVUDCV DCVDCVUDCVUDCVDCAFT>C82l `dDC.DC/oDC]dDC.DC.DC`dDCAFTqClassrtDCDCDCtDCDCtDCDCAFT Spring 2003i DC DCDCDC DCDC DCAFTqFWo`DC0EC0GEC`DC0EC`DC0ECAFT202.2491n qECq-ECqA"ECqECq-ECqECq-ECAFTqFormula ,ECD5EC1EC,ECD5EC,ECD5ECAFTC13H14O2q &CCDCUCC&CCDC&CCDCAFTq Solvent(s)lVDCVDCV5DCVDCVDCVDCVDCAFTcCDCl3z `dDC.DC/oDC]dDC.DC.DC`dDCAFTqMass of Sample UsedntDCTDCDCtDCTDCtDCTDCAFTw30.8 mgq DC DCDCDC DCDC DCAFTq Mass Spec.}\DC._EC./ EC]DC._EC]DC._ECAFTf225.0 [+23 Na]_____ESIv qECq-ECqA"ECqECq-ECqECq-ECAFTqMass Spec Log #k,ECd1EC/EC,ECd1EC,ECd1ECAFTJ0166r &CCDCUCC&CCDC&CCDCAFTq Operator(s)qVDCV*DCVDCVDCV*DCVDCV*DCAFT Brian Poppk \dDC.DC.oDC]dDC.DC]dDC.DCAFTqm.p.ptDCDCDCtDCDCDCtDCAFT 52.5-53 Cu DC DCDCDC DCDC DCAFTqSynthesized byw]DC.EC._EC]DC.EC]DC-ECAFT James A. Johnsonp qECq-ECqA"ECqECq-ECqECq-ECAFTq Key Wordsj,ECD0EC.EC,ECD0EC,ECD0ECAFT8???l &CCDDUCC&CCDC&CCDCAFTqNotes^DCVe'EDDC^DCWe'EC^DCVe'ECAFToVirtual Coupling seen at 2.45 and 1.915. Can be cleared up at higher magnet power. Multiplet at 3.15 not defined in either spectrum because of overlap4CC`DC`DCCC 4`DCDCDC`DC 4DCƮECƮECDC 4ƮECDECDECƮEC 4CC`DC`DCCC 4`DCDCDC`DC 4DCƮECƮECDC 4ƮECDECDECƮEC 4CC`DC`DCCC 4`DCDCDC`DC 4DCƮECƮECDC 4ƮECDECDECƮEC 4CCDECDEDCD } &C@ D*DDVշCD&C@ D*D@ D&C@ D*D@ DAFTAcquisition Time (sec)mV D@ DVU#DDVDDV D@ DVU#D@ DV D@ DVU#D@ DAFTe2.7197n PD@ DDDDDPD@ DD@ DPD@ DD@ DAFTCommentqSD@ DSDDSDDSD@ DSD@ DSD@ DSD@ DAFT 1H FOR C20k D@ D^DD>DDD@ D^D@ DD@ D^D@ DAFTDate{SD@ Di EDDDSD@ Di E@ Di E@ DSD@ DAFT421/01/2003 02:02:53p &CD*D@ DVշCD&CD*DD&CD*DDAFT File NameV DDD@ DzDDV DDDDV DDDDAFTgEE:\BrianPopp-Spring03 636 Unknown Sample Spectra\C82(C-E2)\JA200F.105v ED!E@ DqEDED!EDED!EDAFTFrequency (MHz)mQEDQL&E@ DQ$#EDQEDQL&EDQEDQL&EDAFTe299.87n &C@ D*D+DVշC&D&C@ D*D@ D&C@ D*D@ DAFTNucleusiV D@ DVD+DVD&DV D@ DVD@ DV D@ DVD@ DAFT,1H{ PD@ DD+DD&DPD@ DD@ DPD@ DD@ DAFTNumber of TransientsiSD@ DSoD+DSD&DSD@ DSoD@ DSD@ DSoD@ DAFT&32| D@ D^D+D>D&DD@ D^D@ DD@ D^D@ DAFTOriginal Points CountlSD@ DD+DD&DSD@ DD@ DSD@ DD@ DAFT\16384s E@ D!E+DqE&DE@ D!E@ DE@ D!E@ DAFT Points CountlQE@ DQ%E+DQ"E&DQE@ DQ%E@ DQE@ DQ%E@ DAFT\32768w &C+D*D@7DVշC1D&C+D*D+D&C+D*D+DAFTSweep Width (Hz)nV D+DV'D@7DVD1DV D+DV'D+DV D+DV'D+DAFTw6024.10} PD+DD@7DD1DPD+DD+DPD+DD+DAFTTemperature (degree C)mSD+DSOD@7DSD1DSD+DSOD+DSD+DSOD+DAFTe24.0004C@ DPLD@ DPLDDCD 4PLD@ DP D@ DP DDPLDD 4P D@ DDE@ DDEDP DD 4CDEDE@ DC@ D 4EDDEDDE@ DE@ D 4C@ DPLD@ DPLD+DC+D 4PLD@ DP D@ DP D+DPLD+D 4P D@ DE@ DE+DP D+D 4E@ DDE@ DDE+DE+D 4C+DPLD+DPLD@7DC@7D 4PLD+DP D+DP D@7DPLD@7D   C>DEE[DDLD C>DEE>D C>DEE>DAFT   1H NMR (300 MHz, Solvent) d ppm 1.9 (dq, J=13.1, 4.4 Hz, 1 H) 2.2 (m, J@=12.9, 4.4, 4.4, 3.1 Hz, 1 H) 2.3 (s, 3 H) 2.5 (m, 1 H) 3.0 (m, J=16.9,  '4.2, 3.1 Hz, 1 H) 3.2 (s, 3 H) 7.2 (d, J=7.7 Hz, 1 H) 7.3 (m, J=7.5, 7.5 Hz, 1 H) 7.5 (dt, J=7.5, 1.5 Hz, 1 H) 8.0 (m, J=7.7, 1.3 Hz, 1 H)$w}W?5ED1$w}W?6E՗D1%w}W?10'E tD1$w}W?7'ED1$w}W?9wED1$w}W?8wE՗D1$w}W?4Q"E tD1$w}W?3P'ED1$w}W?1Q"ED1$w}W?2>'ED1%w}W?14Q"E)]D1%w}W?11+E tD1%w}W?120E0D1%w}W?15t5E tD1%w}W?130EvD1&w}W?11a'*EebD1&w}W?11b/EVgD1%w}W?2a&E(ED1%w}W?2b'*E͇D1%w}W?1aSED1%w}W?1b$ED1w}W?  w}W?  w}W? D w}W? u Vw}W? { [w}W?J  w}W?J [ {w}W?E DE w}W?g 0 w}W? % % w}W? r Dr w}W?  } w}W? g [0 {w}W?  w}W?= , w}W?  |u _w}W?  E} Pw}W?   w}W?   w}W?   w}W? G $ w}W?  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Eb:B1BXBw1B1@#A@4#BB5 EPE E>? E B4AVBA BBPGB4B6BaB4BB@BBuABs@䜀?^[B"B\E`EEQ<E@ E mBFA+NBoA_BB6BFB BdFxB{BB!AʭBZ$AȞB>!?~BBDP`E/D.< E(9B@ށBrABAjBABBB;Bd5B6BSBTcDBxrBB"BNABBٮA cBF]AOB7@Bə?-B@PvB{B aDoEdD? EUBAUBJB'0BBAv?A+7A\D*E`D> E 9:B.A B- B/B}SB "B-BAxBdoA#?AAlAfPDvE UD? E)BABBcBXBr"$BBABoUAr[t?AAVAC-D[EuD0D@ E&BABGB0MBBBBH_m?АAA Chemical Shift (ppm) Intensity  i) ??A), MArial,Arial,Arial, Arial,Times,Times,Times,Times,Times,Times,Times, ^ CCDEuC@DECCCDECCCDECAFT )Sample C82 (C:E-02), Spring 2003 Unknownsr8EuCEEC>EC8EuCEEuC8EuCEEuCAFT 20 Mar 2003s8ECEEC>EC8ECEEC8ECEECAFT D. R. Mowreyp&CCDCUCC&CCDC&CCDCAFTq Name CodejVDCVUDCV DCVDCVUDCVUDCVDCAFT>C82l`dDC.DC/oDC]dDC.DC.DC`dDCAFTqClassrtDCDCDCtDCDCtDCDCAFT Spring 2003iDC DCDCDC DCDC DCAFTqFWo`DC0EC0GEC`DC0EC`DC0ECAFT202.2491nqECq-ECqA"ECqECq-ECqECq-ECAFTqFormula,ECD5EC1EC,ECD5EC,ECD5ECAFTC13H14O2q&CCDCUCC&CCDC&CCDCAFTq Solvent(s)lVDCVDCV5DCVDCVDCVDCVDCAFTcCDCl3z`dDC.DC/oDC]dDC.DC.DC`dDCAFTqMass of Sample UsedntDCTDCDCtDCTDCtDCTDCAFTw30.8 mgqDC DCDCDC DCDC DCAFTq Mass Spec.}\DC._EC./ EC]DC._EC]DC._ECAFTf225.0 [+23 Na]_____ESIvqECq-ECqA"ECqECq-ECqECq-ECAFTqMass Spec Log #k,ECd1EC/EC,ECd1EC,ECd1ECAFTJ0166r&CCDCUCC&CCDC&CCDCAFTq Operator(s)qVDCV*DCVDCVDCV*DCVDCV*DCAFT Brian Poppk\dDC.DC.oDC]dDC.DC]dDC.DCAFTqm.p.ptDCDCDCtDCDCDCtDCAFT 52.5-53 CuDC DCDCDC DCDC DCAFTqSynthesized byw]DC.EC._EC]DC.EC]DC-ECAFT James A. JohnsonpqECq-ECqA"ECqECq-ECqECq-ECAFTq Key Wordsj,ECD0EC.EC,ECD0EC,ECD0ECAFT8???l&CCDDUCC&CCDC&CCDCAFTqNotes^DCVe'EDDC^DCWe'EC^DCVe'ECAFToVirtual Coupling seen at 2.45 and 1.915. Can be cleared up at higher magnet power. Multiplet at 3.15 not defined in either spectrum because of overlap4CC`DC`DCCC 4`DCDCDC`DC 4DCƮECƮECDC 4ƮECDECDECƮEC 4CC`DC`DCCC 4`DCDCDC`DC 4DCƮECƮECDC 4ƮECDECDECƮEC 4CC`DC`DCCC 4`DCDCDC`DC 4DCƮECƮECDC 4ƮECDECDECƮEC 4CCDECDEDCD }&C@ D*DDVշCD&C@ D*D@ D&C@ D*D@ DAFTAcquisition Time (sec)mV D@ DVU#DDVDDV D@ DVU#D@ DV D@ DVU#D@ DAFTe2.7197nPD@ DDDDDPD@ DD@ DPD@ DD@ DAFTCommentqSD@ DSDDSDDSD@ DSD@ DSD@ DSD@ DAFT 1H FOR C20kD@ D^DD>DDD@ D^D@ DD@ D^D@ DAFTDate{SD@ Di EDDDSD@ Di E@ Di E@ DSD@ DAFT421/01/2003 02:02:53p&CD*D@ DVշCD&CD*DD&CD*DDAFT File NameV DDD@ DzDDV DDDDV DDDDAFTgEE:\BrianPopp-Spring03 636 Unknown Sample Spectra\C82(C-E2)\JA200F.105vED!E@ DqEDED!EDED!EDAFTFrequency (MHz)mQEDQL&E@ DQ$#EDQEDQL&EDQEDQL&EDAFTe299.87n&C@ D*D+DVշC&D&C@ D*D@ D&C@ D*D@ DAFTNucleusiV D@ DVD+DVD&DV D@ DVD@ DV D@ DVD@ DAFT,1H{PD@ DD+DD&DPD@ DD@ DPD@ DD@ DAFTNumber of TransientsiSD@ DSoD+DSD&DSD@ DSoD@ DSD@ DSoD@ DAFT&32|D@ D^D+D>D&DD@ D^D@ DD@ D^D@ DAFTOriginal Points CountlSD@ DD+DD&DSD@ DD@ DSD@ DD@ DAFT\16384sE@ D!E+DqE&DE@ D!E@ DE@ D!E@ DAFT Points CountlQE@ DQ%E+DQ"E&DQE@ DQ%E@ DQE@ DQ%E@ DAFT\32768w&C+D*D@7DVշC1D&C+D*D+D&C+D*D+DAFTSweep Width (Hz)nV D+DV'D@7DVD1DV D+DV'D+DV D+DV'D+DAFTw6024.10}PD+DD@7DD1DPD+DD+DPD+DD+DAFTTemperature (degree C)mSD+DSOD@7DSD1DSD+DSOD+DSD+DSOD+DAFTe24.0004C@ DPLD@ DPLDDCD 4PLD@ DP D@ DP DDPLDD 4P D@ DDE@ DDEDP DD 4CDEDE@ DC@ D 4EDDEDDE@ DE@ D 4C@ DPLD@ DPLD+DC+D 4PLD@ DP D@ DP D+DPLD+D 4P D@ DE@ DE+DP D+D 4E@ DDE@ DDE+DE+D 4C+DPLD+DPLD@7DC@7D 4PLD+DP D+DP D@7DPLD@7D $h? 5 E D1$h? 6 ED1%h? 10\ED1$h? 7\E D1$h? 9XE D1$h? 8XED1$h? 46ED1$h? 3]E* D1$h? 1r6ED1$h? 2q]E!D1%h? 146E0D1%h? 11E5D1%h? 12 Ey D1%h? 15%ED1%h? 13 ED1&h? 11a!IEs˧D1&h? 11b'ED1%h? 2a_EӕD1%h? 2b!IED1%h? 1a EZD1%h? 1b{EZD1h? {h?  h? h? w:h?  Ah? )ch? )c@h? ##h? [  h?  X uh? f f h?  r h? [  @h? s Qh? - m Rh?  s @i !h?   r h?   h?   m uh?   a uh? M & h?    C~D@DEPNo.Atom1 Multiplet1 Shift1 (ppm) (ppm)J (Hz)TypeH's 12bM001.92[1.84 .. 1.99]13.05dq122bM001.92[1.84 .. 1.99]13.05dq132bM001.92[1.84 .. 1.99]13.05dq142bM001.92[1.84 .. 1.99]4.41dq152aM012.19[2.14 .. 2.23]12.87m162aM012.19[2.14 .. 2.23]4.41m172aM012.19[2.14 .. 2.23]4.41m182aM012.19[2.14 .. 2.23]3.13m1915M022.27[2.26 .. 2.29]-s31011bM032.45[2.40 .. 2.50]-m1111bM042.95[2.91 .. 3.00]16.91m1121bM042.95[2.91 .. 3.00]4.23m1131bM042.95[2.91 .. 3.00]3.13m114 11a, 1a, 3M053.15[3.08 .. 3.23]-s31510M067.24[7.22 .. 7.26]7.72d1169M077.30[7.26 .. 7.33]7.54m1179M077.30[7.26 .. 7.33]7.54m1188M087.47[7.44 .. 7.50]7.54dt1198M087.47[7.44 .. 7.50]7.54dt1208M087.47[7.44 .. 7.50]1.47dt1217M098.00[7.98 .. 8.02]7.72m1227M098.00[7.98 .. 8.02]1.29m1  ?? ,Arial, Arial,CCDEuC@DECCCDECCCDECAFT )Sample C82 (C:E-02), Spring 2003 Unknownsr8EuCEEC>EC8EuCEEuC8EuCEEuCAFT 20 Mar 2003s8ECEEC>EC8ECEEC8ECEECAFT D. R. MowreyCTD D E No.(ppm)(Hz)Height 311.85553.40.011221.86557.80.012331.89566.20.035641.90570.70.037251.93579.30.041061.95583.70.040571.98592.40.020281.99596.80.017892.15643.50.0195102.16646.60.0261112.16647.90.0423122.17650.80.0426132.18652.30.0281142.19655.20.0244152.19656.30.0228162.20659.30.0222172.20660.90.0358182.21663.70.0345192.22665.30.0202202.23668.10.0162212.27682.11.0000222.40720.90.0198232.41724.00.0305242.43729.10.0672252.47740.50.0728262.49746.00.0339272.49748.10.0218282.91873.50.0196292.92876.60.0243302.93877.70.0256312.94880.60.0212322.97890.40.0392332.98893.30.0468342.98894.40.0454352.99897.50.0361363.15944.60.0795377.222166.30.0662387.252174.00.0834397.272180.20.0728407.302187.60.0785417.322195.10.0517427.442230.80.0546437.442232.30.0584447.462238.30.0800457.472239.60.0829467.492245.70.0357477.492247.20.0353487.982393.90.0730497.992395.30.0734508.012401.80.0692518.012403.10.0682 EDEE No.AtomExp. Shift (ppm) 11a3.1521b2.9532a2.1942b1.92533.15678.00787.47897.309107.241011a3.151111b2.4512152.27DC@E DiNo. Annotation (ppm)T1TMS-0.002VVirtual Coupling--A Doublet of Doublets with Virtural Coupling on the outtermost peaks[2.40 .. 2.51] DND%E`D.No. (ppm)ValueAbsolute Value 1[1.84 .. 1.99]0.994 7.02995e+72[2.14 .. 2.23]1.026 7.25823e+73[2.26 .. 2.29]3.018 2.13385e+84[2.40 .. 2.50]1.005 7.10475e+75[2.91 .. 3.00]1.020 7.21420e+76[3.08 .. 3.23]3.034 2.14533e+87[7.22 .. 7.26]0.964 6.81559e+78[7.26 .. 7.33]1.056 7.46526e+79[7.44 .. 7.50]0.955 6.74931e+710[7.98 .. 8.02]0.928 6.56333e+7s ??r,OArial,Arial,Arial,Arial,Arial, Arial,Times,Times,Times,Times,Times,Times,Times, ^ CCDEuC@DECCCDECCCDECAFT )Sample C82 (C:E-02), Spring 2003 Unknownsr 8EuCEEC>EC8EuCEEuC8EuCEEuCAFT 20 Mar 2003s 8ECEEC>EC8ECEEC8ECEECAFT D. R. Mowreyp &CCDCUCC&CCDC&CCDCAFTq Name Codej VDCVUDCV DCVDCVUDCVUDCVDCAFT>C82l `dDC.DC/oDC]dDC.DC.DC`dDCAFTqClassr tDCDCDCtDCDCtDCDCAFT Spring 2003i DC DCDCDC DCDC DCAFTqFWo `DC0EC0GEC`DC0EC`DC0ECAFT202.2491n qECq-ECqA"ECqECq-ECqECq-ECAFTqFormula ,ECD5EC1EC,ECD5EC,ECD5ECAFTC13H14O2q &CCDCUCC&CCDC&CCDCAFTq Solvent(s)l VDCVDCV5DCVDCVDCVDCVDCAFTcCDCl3z `dDC.DC/oDC]dDC.DC.DC`dDCAFTqMass of Sample Usedn tDCTDCDCtDCTDCtDCTDCAFTw30.8 mgq DC DCDCDC DCDC DCAFTq Mass Spec.} \DC._EC./ EC]DC._EC]DC._ECAFTf225.0 [+23 Na]_____ESIv qECq-ECqA"ECqECq-ECqECq-ECAFTqMass Spec Log #k ,ECd1EC/EC,ECd1EC,ECd1ECAFTJ0166r &CCDCUCC&CCDC&CCDCAFTq Operator(s)q VDCV*DCVDCVDCV*DCVDCV*DCAFT Brian Poppk \dDC.DC.oDC]dDC.DC]dDC.DCAFTqm.p.p tDCDCDCtDCDCDCtDCAFT 52.5-53 Cu DC DCDCDC DCDC DCAFTqSynthesized byw ]DC.EC._EC]DC.EC]DC-ECAFT James A. Johnsonp qECq-ECqA"ECqECq-ECqECq-ECAFTq Key Wordsj ,ECD0EC.EC,ECD0EC,ECD0ECAFT8???l &CCDDUCC&CCDC&CCDCAFTqNotes ^DCVe'EDDC^DCWe'EC^DCVe'ECAFToVirtual Coupling seen at 2.45 and 1.915. Can be cleared up at higher magnet power. Multiplet at 3.15 not defined in either spectrum because of overlap4CC`DC`DCCC 4`DCDCDC`DC 4DCƮECƮECDC 4ƮECDECDECƮEC 4CC`DC`DCCC 4`DCDCDC`DC 4DCƮECƮECDC 4ƮECDECDECƮEC 4CC`DC`DCCC 4`DCDCDC`DC 4DCƮECƮECDC 4ƮECDECDECƮEC 4CCDECDEDCD } &C@ D*DDVշCD&C@ D*D@ D&C@ D*D@ DAFTAcquisition Time (sec)m V D@ DVU#DDVDDV D@ DVU#D@ DV D@ DVU#D@ DAFTe1.5729n mRD@ DvDDVDDmRD@ DvD@ DmRD@ DvD@ DAFTCommentr kD@ DիDDՋDDkD@ DիD@ DkD@ DիD@ DAFT C13 FOR C20k D@ DDDDDD@ DD@ DD@ DD@ DAFTDate{ D@ D& EDEDD@ D& E@ DD@ D& E@ DAFT421/01/2003 03:04:03p &CD*D@ DVշCD&CD*DD&CD*DDAFT File Name V DDD@ DzDDV DDDDV DDDDAFTgEE:\BrianPopp-Spring03 636 Unknown Sample Spectra\C82(C-E2)\JA202F.105v jEDj"E@ DjEDjEDj"EDjEDj"EDAFTFrequency (MHz)l !EDG&E@ D#ED!EDG&ED!EDG&EDAFTS75.40n &C@ D*D+DVշC&D&C@ D*D@ D&C@ D*D@ DAFTNucleusj V D@ DVD+DVD&DV D@ DVD@ DV D@ DVD@ DAFT>13C{ mRD@ DvD+DVD&DmRD@ DvD@ DmRD@ DvD@ DAFTNumber of Transientsj kD@ DkD+DD&DkD@ DkD@ DkD@ DkD@ DAFT8192| D@ DD+DD&DD@ DD@ DD@ DD@ DAFTOriginal Points Countl D@ DLD+DD&DD@ DLD@ DD@ DLD@ DAFT\32768s jE@ Dj"E+DjE&DjE@ Dj"E@ DjE@ Dj"E@ DAFT Points Countl !E@ D&E+D#E&D!E@ D&E@ D!E@ D&E@ DAFT\32768w &C+D*D@7DVշC1D&C+D*D+D&C+D*D+DAFTSweep Width (Hz)o V D+DVU,D@7DV5D1DV D+DVU,D+DV D+DVU,D+DAFT20833.33} mRD+DvD@7DVD1DmRD+DvD+DmRD+DvD+DAFTTemperature (degree C)m kD+D D@7DջD1DkD+D D+DkD+D D+DAFTe24.0004C@ DTBND@ DTBNDDCD 4TBND@ DTD@ DTDDTBNDD 4TD@ DDE@ DDEDTDD 4CDEDE@ DC@ D 4EDDEDDE@ DE@ D 4C@ DTBND@ DTBND+DC+D 4TBND@ DTD@ DTD+DTBND+D 4TD@ DE@ DE+DTD+D 4E@ DDE@ DDE+DE+D 4C+DTBND+DTBND@7DC@7D 4TBND+DTD+DTD@7DTBND@7D $h?5EdD1$h?6EkR|D1%h?10xEŸXD1$h?7xERD1$h?9tEdD1$h?8tEkR|D1$h?4"E!XD1$h?3+'EdD1$h?1"EAD1$h?2+'ER|D1%h?14"E@D1%h?11R,EϠXD1%h?12y1EVdD1%h?15Ӡ6EmXD1%h?13y1ES|D1&h?11a=+EK FD1&h?11bCy0EyKD1%h?2a{m(EυD1%h?2b=+EOvD1%h?1aE?D1%h?1bg$E?D1h? r h? i h?  h?  h?  h?5 p ih?5 p h?0 0 h?h , ih?  2 Oh? s s h?  i h? h , h? 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Shift (ppm) 1130.462229.423344.1644207.0955132.1466144.0577127.3288133.3399126.561010128.71111143.801212198.96131529.33R