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Kiroptikai spektroszkópia. Összeállította: Pál Krisztina. Bevezető. A kiroptikai spektroszkópiák jelentősége abban áll, hogy segítségükkel különbséget tehetünk enantiomerek között, vagy diasztereomerek közt. Polarimetria (optikai forgatás adott hullámhosszon), - PowerPoint PPT Presentation
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*Kiroptikai spektroszkpiasszelltotta: Pl Krisztina
*BevezetA kiroptikai spektroszkpik jelentsge abban ll, hogy segtsgkkel klnbsget tehetnk enantiomerek kztt, vagy diasztereomerek kzt.Polarimetria (optikai forgats adott hullmhosszon), ORD /optikai rotcis diszperzi/ (optikai forgats a hullmhossz fggvnyben) CD /cikulris dikroizmus/ (jobbra s balra cirkulrisan polarizlt fny abszorpcija kzti klnbsget mri a hullmhossz fggvnyben)Mindegyik technika az (optikailag aktv) anyag s a polarizlt fny kzti klcsnhats mrsn alapszik.
*Optikailag aktv, kirlis anyagAz olyan anyagokat, amelyek a polros fny rezgsi skjt elforgatjk, optikailag aktv anyagoknak nevezzk. (A jelensget kezdetben csak a kristlyos anyagok szerkezetnek aszimmetrijval hoztk sszefggsbe).Arago, kvarckristly (1811)Biot, borksav vizes oldat (1838)Pasteur, aszimmetria optikai aktivits (1848-53)Kekul (1856-1863), Le Bel s van't Hoff (1874); aszimmetrikus, tetraderes C-atomKirlis: tkrkpvel nem fedsbe hozhat. Az egymssal fedsbe nem hozhat tkrkpi szerkezetek olyan viszonyban vannak egymssal, mint a jobb s bal kz (a kz grg nevbl - kheir - szrmazik az ilyen szerkezetek kirlis elnevezse). Optikai aktivits = forgatkpessg; kirlis molekulk nem racm halmaza optikailag aktv
*Enantiomerek (1)Egy enantiomer az egyike annak a kt sztereoizomernek, amelyek egymsnak fedsbe nem hozhat tkrkpei (mint a jobb s bal keznk; ugyanazok, de mgis ellenttei egymsnak).Szimmetrikus krnyezetben: azonos fizikai s kmiai tulajdonsgok Aszimmetrikus krnyezetben: klnbz tulajdonsgok. Kirlis molekulk egymshoz val viszonya
*Enantiomerek (2)Azonos olvads- s forrspont, trsmutat, oldhatsg, UV-lthat, IR- s NMR spektrum.A klnbz viselkeds kirlis genssel val klcsnhats esetn rvnyesl: Kirlis oldszerekben oldhatsguk klnbzikKirlis vegyletekkel klnflekpp reaglnak (pl. diasztereomer kpzs, rezolvls alapja)Kirlis fnnyel klnflekpp hatnak klcsn
(Diasztereomerek: rszleges tkrkpei egymsnak; 1 vagy tbb aszimmetriacentrum abszolt konfigurcija eltr. Epimerek: csak egy aszimmetriacentrum abszolt konfigurcija ms)
*Kiralits fajti
Centrlis kiralitsVonal kiralitsAnza kiralitsHeliklis kiralits
*A fny polarizcijaAz elektromgneses sugrzs (fny) egy halad hullm, amely oszcilll elektromos- s mgneses trbl ll, melyek klcsnsen merlegesek egymsra. ltalban az elektromos tr oszcillcija NEM egy fix (y,x) skon trtnik. Ilyenkor a sugrzs NEM polarizlt.xyzNem polarizlt fnySkban polarizlt fny
*Skban polarizlt fny ellltsaPolarizlatlan fnyA vertiklisan polarizlt komponens tjut.A horizontlisan polarizlt komponens abszorbeldik (nem jut t a szrn).A polarizcis szr a polarizlatlan fnyt skban (linerisan) polarizlt fnny alaktja. Erre j plda a Polaroid szr, mely hosszks molekulk prhuzamosan rendezett szlaibl ll. Csak a megfelel irnyban polarizlt fnykomponens jut t a szrn (az erre merleges komponens tkletesen abszorbeldik).
*A linerisan polarizlt fny kt cirkulris komponense
*Optikai forgatsA kirlis minta trsmutatja ms a skban polarizlt fny kt cirkulrisan polarizlt komponensre (jobbra s balra cirkulrisan polarizlt fny) nzve.nbalnjobbEbbl kvetkezen a kt cirkulris komponens sebessge ms s ms, amint kirlis mintn haladnak t.n=c/v Eredmny: a skban polarizlt fny polarizcis skja elfordul ( szggel).
*Optikai forgats (2)
*Polarimetria: Az optikai forgats adott hullmhosszon/589nm (Na D-vonal)/
*Optikai forgatsltalban specifikus forgatsknt van megadva [], melyet adott hmrskleten (T) s hullmhosszon (, lt. 589 nm) mrnek (a minta adott koncentrcij, adott oldszerrel kszlt oldatt alkalmazva).Megadsa: []D25 = +65 (c=1.0, EtOH) +, ramutat jrsval megegyez irny , ramutat jrsval ellenttesTisztasg meghatrozs: Mrt specifikus forgats*100 specifikus forgats(Pl.: (+6,76/+13,52)*100=50%)
*Optikai rotcis diszperzi (ORD)Az optikai forgatst mrjk a hullmhossz fggvnyben. (diszperzi = a hullmhossz fggvnyben)Polikromatikus fnyforrsDetektor: fotoelektron sokszoroz
*ORD spektrumEgyenletes lefuts grbe (n. plain curve) - ha a kirlis molekulban nincsen kromofr (nincs elnyels).Kromofrt tartalmaz kirlis minta esetn n. Cotton effektus (anomlia) rakdik a plain curve-re, ott ahol a minta elnyel. A cscs s a vly kzti metszspont hullmhossza jl egyezik az abszorpcis max al..
*Cirkulris dikroizmus
*Cirkulris dikroizmus (2)A skban polarizlt fny kt cirkulris komponense (jobbra s balra cirkulrisan polarizlt fny) klnbz mrtkben nyeldik el (abszorbeldik) kirlis mintn thaladva.Linerisan polarizlt fnyElliptikusan polarizlt fnysszegk:
*CD spektrumA CD spektrumban A-t, -t (egyezmnyesen bal-jobb) tntetik fel a hullmhossz fggvnyben. (nha az ellipticitst (), a molris ellipticitst [])AbalAjobb A /cl (A=Abal-Ajobb)= bal-jobb
l=190-800nm, e- gerjesztsAAjobbAbal
*Enantiomerek CD spektrumajobb,(R)= bal,(S), bal,(R)= jobb,(S) bal, (R)- jobb,(R) = (R) = jobb, (S)- bal,(S) = (S)bal, (S)- jobb,(S)= (S)= jobb, (R)- bal,(R)= (R)
TKRKPI VISZONY
Diagram3
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1.223105-1.223105
1.391345-1.391345
1.489135-1.489135
1.537065-1.537065
1.53243-1.53243
1.52942-1.52942
1.653755-1.653755
1.737935-1.737935
1.786305-1.786305
1.819225-1.819225
1.85758-1.85758
1.895255-1.895255
2.01009-2.01009
2.071005-2.071005
2.113915-2.113915
2.115045-2.115045
2.140495-2.140495
2.19661-2.19661
2.298335-2.298335
2.378475-2.378475
2.52472-2.52472
2.65763-2.65763
2.71857-2.71857
2.9076-2.9076
3.020115-3.020115
3.183295-3.183295
3.320805-3.320805
3.365465-3.365465
3.49058-3.49058
3.653405-3.653405
3.72551-3.72551
3.7537-3.7537
3.794855-3.794855
3.84882-3.84882
3.85659-3.85659
3.90189-3.90189
3.955655-3.955655
4.212065-4.212065
4.42175-4.42175
4.55857-4.55857
4.556695-4.556695
4.57663-4.57663
4.59124-4.59124
4.648125-4.648125
4.727535-4.727535
4.7039-4.7039
4.67133-4.67133
4.627005-4.627005
4.57993-4.57993
4.558925-4.558925
4.575285-4.575285
4.61553-4.61553
4.55152-4.55152
4.39617-4.39617
4.301315-4.301315
4.321505-4.321505
4.180015-4.180015
4.028015-4.028015
3.983765-3.983765
3.99636-3.99636
3.949945-3.949945
3.80916-3.80916
3.665205-3.665205
3.60567-3.60567
3.556125-3.556125
3.54541-3.54541
3.651765-3.651765
3.595795-3.595795
3.75516-3.75516
3.87267-3.87267
3.845015-3.845015
3.933385-3.933385
4.13698-4.13698
4.30855-4.30855
4.44407-4.44407
4.62129-4.62129
4.89613-4.89613
4.897325-4.897325
5.16895-5.16895
5.21555-5.21555
5.1897-5.1897
5.21295-5.21295
5.26485-5.26485
5.17305-5.17305
4.994975-4.994975
5.17645-5.17645
5.25765-5.25765
5.14525-5.14525
hullmhossz [nm]
De [dm3 mol-1 cm-1]
Munka1
AZMAmademadee
400-0.4505430.2913564000.145678-0.145678
399.9-0.4578260.286351399.90.1431755-0.1431755
399.8-0.4609240.291248399.80.145624-0.145624
399.7-0.4568340.301722399.70.150861-0.150861
399.6-0.4553990.296641399.60.1483205-0.1483205
399.5-0.4581240.296138399.50.148069-0.148069
399.4-0.4723630.30416399.40.15208-0.15208
399.3-0.4888530.295196399.30.147598-0.147598
399.2-0.4907560.299084399.20.149542-0.149542
399.1-0.4890410.303925399.10.1519625-0.1519625
399-0.4939180.3194083990.159704-0.159704
398.9-0.4904660.325356398.90.162678-0.162678
398.8-0.4881260.311136398.80.155568-0.155568
398.7-0.4992150.286041398.70.1430205-0.1430205
398.6-0.5072710.283707398.60.1418535-0.1418535
398.5-0.4928320.288541398.50.1442705-0.1442705
398.4-0.4714130.298598398.40.149299-0.149299
398.3-0.4547890.323126398.30.161563-0.161563
398.2-0.432020.361208398.20.180604-0.180604
398.1-0.4285930.381544398.10.190772-0.190772
398-0.4207310.3939053980.1969525-0.1969525
397.9-0.4213260.386374397.90.193187-0.193187
397.8-0.4314260.356919397.80.1784595-0.1784595
397.7-0.4315580.327059397.70.1635295-0.1635295
397.6-0.4249170.332059397.60.1660295-0.1660295
397.5-0.4248910.333874397.50.166937-0.166937
397.4-0.4447350.310594397.40.155297-0.155297
397.3-0.4643280.289087397.30.1445435-0.1445435
397.2-0.4706750.278751397.20.1393755-0.1393755
397.1-0.4587020.285753397.10.1428765-0.1428765
397-0.4395480.3123823970.156191-0.156191
396.9-0.3962640.352324396.90.176162-0.176162
396.8-0.3807070.378056396.80.189028-0.189028
396.7-0.400380.3775396.70.18875-0.18875
396.6-0.4104990.386683396.60.1933415-0.1933415
396.5-0.4110730.383722396.50.191861-0.191861
396.4-0.4088420.388767396.40.1943835-0.1943835
396.3-0.4013440.388396.30.194-0.194
396.2-0.3839410.388816396.20.194408-0.194408
396.1-0.3741390.378386396.10.189193-0.189193
396-0.3749760.3658943960.182947-0.182947
395.9-0.3672630.359684395.90.179842-0.179842
395.8-0.3662410.348803395.80.1744015-0.1744015
395.7-0.3584750.339189395.70.1695945-0.1695945
395.6-0.3465840.336165395.60.1680825-0.1680825
395.5-0.3295240.341506395.50.170753-0.170753
395.4-0.3016010.358164395.40.179082-0.179082
395.3-0.2894290.352315395.30.1761575-0.1761575
395.2-0.2865320.353182395.20.176591-0.176591
395.1-0.299530.351679395.10.1758395-0.1758395
395-0.3051990.3439973950.1719985-0.1719985
394.9-0.3239950.320618394.90.160309-0.160309
394.8-0.3374980.310313394.80.1551565-0.1551565
394.7-0.3424920.316132394.70.158066-0.158066
394.6-0.3323910.329715394.60.1648575-0.1648575
394.5-0.3200710.33026394.50.16513-0.16513
394.4-0.3033120.345101394.40.1725505-0.1725505
394.3-0.2977810.341326394.30.170663-0.170663
394.2-0.2952240.333258394.20.166629-0.166629
394.1-0.2944370.344788394.10.172394-0.172394
394-0.2795670.3514253940.1757125-0.1757125
393.9-0.2665440.344337393.90.1721685-0.1721685
393.8-0.2679530.329738393.80.164869-0.164869
393.7-0.257150.317874393.70.158937-0.158937
393.6-0.2709880.290435393.60.1452175-0.1452175
393.5-0.2748470.283391393.50.1416955-0.1416955
393.4-0.2630620.284168393.40.142084-0.142084
393.3-0.260710.284574393.30.142287-0.142287
393.2-0.2707480.275178393.20.137589-0.137589
393.1-0.2842510.264349393.10.1321745-0.1321745
393-0.2892080.2594893930.1297445-0.1297445
392.9-0.30640.250402392.90.125201-0.125201
392.8-0.3220440.255777392.80.1278885-0.1278885
392.7-0.3197470.266464392.70.133232-0.133232
392.6-0.3234820.276985392.60.1384925-0.1384925
392.5-0.3462830.270995392.50.1354975-0.1354975
392.4-0.3632680.256861392.40.1284305-0.1284305
392.3-0.3584270.244343392.30.1221715-0.1221715
392.2-0.3496460.244015392.20.1220075-0.1220075
392.1-0.3506190.251997392.10.1259985-0.1259985
392-0.3434760.2639273920.1319635-0.1319635
391.9-0.3473510.257451391.90.1287255-0.1287255
391.8-0.3353540.251178391.80.125589-0.125589
391.7-0.3396010.252454391.70.126227-0.126227
391.6-0.323210.269041391.60.1345205-0.1345205
391.5-0.3076040.264174391.50.132087-0.132087
391.4-0.310590.236413391.40.1182065-0.1182065
391.3-0.3163210.221135391.30.1105675-0.1105675
391.2-0.3319390.218517391.20.1092585-0.1092585
391.1-0.3504530.218024391.10.109012-0.109012
391-0.3761280.2112963910.105648-0.105648
390.9-0.3891070.217726390.90.108863-0.108863
390.8-0.3825340.216822390.80.108411-0.108411
390.7-0.3954440.202247390.70.1011235-0.1011235
390.6-0.4128550.200179390.60.1000895-0.1000895
390.5-0.4192250.204189390.50.1020945-0.1020945
390.4-0.4450910.191092390.40.095546-0.095546
390.3-0.4634470.198668390.30.099334-0.099334
390.2-0.4747690.195622390.20.097811-0.097811
390.1-0.4786950.192344390.10.096172-0.096172
390-0.4726430.1927683900.096384-0.096384
389.9-0.4695150.185536389.90.092768-0.092768
389.8-0.4416360.197723389.80.0988615-0.0988615
389.7-0.4190070.209463389.70.1047315-0.1047315
389.6-0.4056140.23762389.60.11881-0.11881
389.5-0.3957180.247522389.50.123761-0.123761
389.4-0.3891630.242112389.40.121056-0.121056
389.3-0.3809310.239526389.30.119763-0.119763
389.2-0.3750640.232701389.20.1163505-0.1163505
389.1-0.3745080.234795389.10.1173975-0.1173975
389-0.3837720.2470273890.1235135-0.1235135
388.9-0.4151340.245711388.90.1228555-0.1228555
388.8-0.4391830.240617388.80.1203085-0.1203085
388.7-0.4435620.232761388.70.1163805-0.1163805
388.6-0.4228540.243227388.60.1216135-0.1216135
388.5-0.4375950.232855388.50.1164275-0.1164275
388.4-0.4421840.216361388.40.1081805-0.1081805
388.3-0.4436980.197549388.30.0987745-0.0987745
388.2-0.4585790.180978388.20.090489-0.090489
388.1-0.4600080.203615388.10.1018075-0.1018075
388-0.4675750.2152343880.107617-0.107617
387.9-0.4548330.22987387.90.114935-0.114935
387.8-0.4436420.247372387.80.123686-0.123686
387.7-0.4332230.259921387.70.1299605-0.1299605
387.6-0.420920.256456387.60.128228-0.128228
387.5-0.4272870.243247387.50.1216235-0.1216235
387.4-0.4300760.253276387.40.126638-0.126638
387.3-0.429190.269923387.30.1349615-0.1349615
387.2-0.4339010.269037387.20.1345185-0.1345185
387.1-0.4243530.266121387.10.1330605-0.1330605
387-0.4199840.2559743870.127987-0.127987
386.9-0.4043930.24542386.90.12271-0.12271
386.8-0.394520.24025386.80.120125-0.120125
386.7-0.4000530.220372386.70.110186-0.110186
386.6-0.3850840.230173386.60.1150865-0.1150865
386.5-0.3695840.2415386.50.12075-0.12075
386.4-0.3749820.24983386.40.124915-0.124915
386.3-0.3758050.246346386.30.123173-0.123173
386.2-0.3725550.246538386.20.123269-0.123269
386.1-0.3663570.248268386.10.124134-0.124134
386-0.3593340.2445443860.122272-0.122272
385.9-0.350230.240879385.90.1204395-0.1204395
385.8-0.3447050.233044385.80.116522-0.116522
385.7-0.3384980.225168385.70.112584-0.112584
385.6-0.3339450.217693385.60.1088465-0.1088465
385.5-0.3277890.208513385.50.1042565-0.1042565
385.4-0.3356180.198472385.40.099236-0.099236
385.3-0.3561810.195116385.30.097558-0.097558
385.2-0.3585530.217864385.20.108932-0.108932
385.1-0.3318940.252043385.10.1260215-0.1260215
385-0.3233570.2718243850.135912-0.135912
384.9-0.3152030.279389384.90.1396945-0.1396945
384.8-0.3034740.283732384.80.141866-0.141866
384.7-0.3032620.270332384.70.135166-0.135166
384.6-0.2950520.262922384.60.131461-0.131461
384.5-0.2996680.245669384.50.1228345-0.1228345
384.4-0.3010310.242965384.40.1214825-0.1214825
384.3-0.2863410.24845384.30.124225-0.124225
384.2-0.2593630.26282384.20.13141-0.13141
384.1-0.2296370.270782384.10.135391-0.135391
384-0.2170390.2559173840.1279585-0.1279585
383.9-0.186740.257816383.90.128908-0.128908
383.8-0.1632060.272202383.80.136101-0.136101
383.7-0.1423870.294147383.70.1470735-0.1470735
383.6-0.1345470.313215383.60.1566075-0.1566075
383.5-0.137580.323187383.50.1615935-0.1615935
383.4-0.1461160.34112383.40.17056-0.17056
383.3-0.1542850.35526383.30.17763-0.17763
383.2-0.1778020.350524383.20.175262-0.175262
383.1-0.1902070.33901383.10.169505-0.169505
383-0.19460.3250993830.1625495-0.1625495
382.9-0.1892030.319205382.90.1596025-0.1596025
382.8-0.1995930.301009382.80.1505045-0.1505045
382.7-0.2198530.296639382.70.1483195-0.1483195
382.6-0.2292320.314808382.60.157404-0.157404
382.5-0.2280650.345457382.50.1727285-0.1727285
382.4-0.2247920.365836382.40.182918-0.182918
382.3-0.2204690.371001382.30.1855005-0.1855005
382.2-0.2305390.370317382.20.1851585-0.1851585
382.1-0.2245540.373628382.10.186814-0.186814
382-0.2167210.3699433820.1849715-0.1849715
381.9-0.1991160.352919381.90.1764595-0.1764595
381.8-0.2146350.322835381.80.1614175-0.1614175
381.7-0.2362650.303563381.70.1517815-0.1517815
381.6-0.2334950.302993381.60.1514965-0.1514965
381.5-0.2274010.307743381.50.1538715-0.1538715
381.4-0.2027920.323418381.40.161709-0.161709
381.3-0.1783120.332231381.30.1661155-0.1661155
381.2-0.1762530.336313381.20.1681565-0.1681565
381.1-0.1624510.339624381.10.169812-0.169812
381-0.1709420.3346093810.1673045-0.1673045
380.9-0.193560.325822380.90.162911-0.162911
380.8-0.2213270.310985380.80.1554925-0.1554925
380.7-0.2330690.310289380.70.1551445-0.1551445
380.6-0.2491610.320666380.60.160333-0.160333
380.5-0.2746930.32172380.50.16086-0.16086
380.4-0.303120.316217380.40.1581085-0.1581085
380.3-0.3237440.308463380.30.1542315-0.1542315
380.2-0.3229130.324287380.20.1621435-0.1621435
380.1-0.3173980.324926380.10.162463-0.162463
380-0.3003510.3289723800.164486-0.164486
379.9-0.2931810.327613379.90.1638065-0.1638065
379.8-0.286440.336499379.80.1682495-0.1682495
379.7-0.2810150.347156379.70.173578-0.173578
379.6-0.2952070.344517379.60.1722585-0.1722585
379.5-0.3005490.350115379.50.1750575-0.1750575
379.4-0.3140780.339333379.40.1696665-0.1696665
379.3-0.3184620.317424379.30.158712-0.158712
379.2-0.3210840.307546379.20.153773-0.153773
379.1-0.3342370.30062379.10.15031-0.15031
379-0.337910.2960213790.1480105-0.1480105
378.9-0.3308050.29606378.90.14803-0.14803
378.8-0.334730.291875378.80.1459375-0.1459375
378.7-0.3477780.293861378.70.1469305-0.1469305
378.6-0.3541560.298094378.60.149047-0.149047
378.5-0.3710670.288025378.50.1440125-0.1440125
378.4-0.3700190.285969378.40.1429845-0.1429845
378.3-0.3818220.278002378.30.139001-0.139001
378.2-0.3845030.279771378.20.1398855-0.1398855
378.1-0.4165690.2642378.10.1321-0.1321
378-0.4533010.2474213780.1237105-0.1237105
377.9-0.4696950.245064377.90.122532-0.122532
377.8-0.4742120.237224377.80.118612-0.118612
377.7-0.4786480.223904377.70.111952-0.111952
377.6-0.4855020.221916377.60.110958-0.110958
377.5-0.4835140.230423377.50.1152115-0.1152115
377.4-0.4815320.245454377.40.122727-0.122727
377.3-0.46340.246265377.30.1231325-0.1231325
377.2-0.4474770.24428377.20.12214-0.12214
377.1-0.4444490.237621377.10.1188105-0.1188105
377-0.4507120.2345543770.117277-0.117277
376.9-0.4652530.224638376.90.112319-0.112319
376.8-0.4843410.203681376.80.1018405-0.1018405
376.7-0.5071440.196352376.70.098176-0.098176
376.6-0.5279660.195168376.60.097584-0.097584
376.5-0.5341840.188563376.50.0942815-0.0942815
376.4-0.5387730.178666376.40.089333-0.089333
376.3-0.5460.172784376.30.086392-0.086392
376.2-0.5570620.171924376.20.085962-0.085962
376.1-0.538130.187951376.10.0939755-0.0939755
376-0.5239280.212093760.106045-0.106045
375.9-0.5184220.215328375.90.107664-0.107664
375.8-0.515240.20519375.80.102595-0.102595
375.7-0.5175390.198943375.70.0994715-0.0994715
375.6-0.5118810.199247375.60.0996235-0.0996235
375.5-0.5041920.197019375.50.0985095-0.0985095
375.4-0.4998430.187693375.40.0938465-0.0938465
375.3-0.4949520.190511375.30.0952555-0.0952555
375.2-0.4738910.19761375.20.098805-0.098805
375.1-0.4721820.207449375.10.1037245-0.1037245
375-0.4549260.2307183750.115359-0.115359
374.9-0.45390.238959374.90.1194795-0.1194795
374.8-0.4536430.232023374.80.1160115-0.1160115
374.7-0.4487270.23106374.70.11553-0.11553
374.6-0.4351370.234325374.60.1171625-0.1171625
374.5-0.4328670.23765374.50.118825-0.118825
374.4-0.4396850.245786374.40.122893-0.122893
374.3-0.44350.245117374.30.1225585-0.1225585
374.2-0.4351240.23429374.20.117145-0.117145
374.1-0.4296320.226619374.10.1133095-0.1133095
374-0.4351560.2239333740.1119665-0.1119665
373.9-0.456960.205924373.90.102962-0.102962
373.8-0.4735710.188408373.80.094204-0.094204
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3