Organic Structure Elucidation

http://www.nd.edu/~smithgrp/structure/welcome.html10/28/2010 4:18:57 PM
Problems

EASY MODERATE DIFFICULT

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57 58 59 60 61 62 63 64

Having problems with a question? Just

http://www.nd.edu/~smithgrp/structure/pbm_table.html10/28/2010 2:10:30 PM
 Directory

Problem 1
C3H5BrO2
MW = 152

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p1x.html10/28/2010 2:10:57 PM
IR Sample •1•••

Problem 1 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir1x.html10/28/2010 2:11:00 PM
Problem 1 H-1 NMR

Problem 1 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr1x.html10/28/2010 2:11:06 PM
Problem 1 C-13 NMR

Problem 1 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr1x.html10/28/2010 2:11:16 PM
MS Sample •1•••

Problem 1 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms1x.html10/28/2010 2:11:29 PM
 Directory

Problem 2
C8H14O4
MW = 174

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p2.html10/28/2010 2:11:41 PM
IR Sample •2•••

Problem 2 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir2.html10/28/2010 2:11:45 PM
Problem 2 H-1 NMR

Problem 2 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr2.html10/28/2010 2:11:52 PM
Problem 2 C-13 NMR

Problem 2 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr2.html10/28/2010 2:12:09 PM
MS Sample •2•••

Problem 2 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms2.html10/28/2010 2:12:20 PM
 Directory

Problem 3
C9H12
MW = 120

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p3.html10/28/2010 2:12:30 PM
IR Sample •3•••

Problem 3 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir3.html10/28/2010 2:12:44 PM
Problem 3 H-1 NMR

Problem 3 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr3.html10/28/2010 2:12:52 PM
Problem 3 C-13 NMR

Problem 3 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr3.html10/28/2010 2:13:01 PM
MS Sample •3•••

Problem 3 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms3.html10/28/2010 2:13:08 PM
 Directory

Problem 4
C7H13Br
MW = 176

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p4.html10/28/2010 2:13:24 PM
IR Sample •4•••

Problem 4 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir4.html10/28/2010 2:13:28 PM
Problem 4 H-1 NMR

Problem 4 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr4.html10/28/2010 2:13:46 PM
Problem 4 C-13 NMR

Problem 4 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr4.html10/28/2010 2:14:41 PM
MS Sample •4•••

Problem 4 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms4.html10/28/2010 2:14:45 PM
 Directory

Problem 5
C5H8O
MW = 84

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p5.html10/28/2010 2:14:57 PM
IR Sample •5•••

Problem 5 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir5.html10/28/2010 2:23:25 PM
Problem 5 H-1 NMR

Problem 5 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr5.html10/28/2010 2:23:32 PM
Problem 5 C-13 NMR

Problem 5 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr5.html10/28/2010 2:23:37 PM
MS Sample •5•••

Problem 5 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms5.html10/28/2010 2:23:46 PM
 Directory

Problem 6
C9H13NO
MW = 151

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p6.html10/28/2010 2:24:01 PM
IR Sample •6•••

Problem 6 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir6.html10/28/2010 2:24:04 PM
Problem 6 H-1 NMR

Problem 6 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr6.html10/28/2010 2:24:10 PM
Problem 6 C-13 NMR

Problem 6 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr6.html10/28/2010 2:24:18 PM
MS Sample •6•••

Problem 6 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms6.html10/28/2010 2:24:22 PM
 Directory

Problem 7
C6H10
MW = 82

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p7x.html10/28/2010 2:34:00 PM
IR Sample •7•••

Problem 7 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir7x.html10/28/2010 2:35:19 PM
Problem 7 H-1 NMR

Problem 7 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr7x.html10/28/2010 2:35:25 PM
Problem 7 C-13 NMR

Problem 7 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr7x.html10/28/2010 2:35:28 PM
MS Sample •7•••

Problem 7 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms7x.html10/28/2010 2:35:33 PM
 Directory

Problem 8
C8H11NO
MW = 137

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p8.html10/28/2010 2:36:01 PM
IR Sample •8•••

Problem 8 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir8.html10/28/2010 2:36:05 PM
Problem 8 H-1 NMR

Problem 8 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr8.html10/28/2010 2:36:11 PM
Problem 8 C-13 NMR

Problem 8 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr8.html10/28/2010 2:36:15 PM
MS Sample •8•••

Problem 8 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms8.html10/28/2010 2:36:20 PM
 Directory

Problem 9
C10BrH7
MW = 206

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p9.html10/28/2010 2:36:41 PM
IR Problem •9•••

Problem 9 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir9.html10/28/2010 2:36:55 PM
Problem 9 H-1 NMR

Problem 9 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr9.html10/28/2010 2:37:03 PM
Problem 9 C-13 NMR

Problem 9 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr9.html10/28/2010 2:37:09 PM
MS Sample •9•••

Problem 9 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms9.html10/28/2010 2:37:15 PM
 Directory

Problem 10
C14H19NO4
MW = 265

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p10.html10/28/2010 2:39:20 PM
IR Problem •10•••

Problem 10 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir10.html10/28/2010 2:39:23 PM
Problem 10 C-13 NMR

Problem 10 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr10.html10/28/2010 2:39:27 PM
Problem 10 H-1 NMR

Problem 10 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr10.html10/28/2010 2:39:32 PM
MS Sample •10••

Problem 10 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms10.html10/28/2010 2:43:04 PM
 Directory

Problem 11
C6H12O2
MW = 116

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p11.html10/28/2010 2:44:29 PM
IR Problem •11•••

Problem 11 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir11.html10/28/2010 2:44:37 PM
Problem 11 H-1 NMR

Problem 11 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr11.html10/28/2010 2:44:44 PM
Problem 11 C-13 NMR

Problem 11 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr11.html10/28/2010 2:44:48 PM
MS Sample •11••

Problem 11 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms11.html10/28/2010 2:44:52 PM
 Directory

Problem 12
C7H5NO4
MW = 167

IR

1H NMR
500 MHz, DMSO-d6

13C NMR
125 MHz, DMSO-d6

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p12.html10/28/2010 2:45:18 PM
IR Problem •12•••

Problem 12 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir12.html10/28/2010 2:45:23 PM
Problem 12 H-1 NMR

Problem 12 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr12.html10/28/2010 2:45:37 PM
Problem 12 C-13 NMR

Problem 12 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr12.html10/28/2010 2:45:42 PM
MS Sample •12••

Problem 12 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms12.html10/28/2010 2:45:59 PM
 Directory

Problem 13
C5H10O4
MW = 134

IR

1H NMR
500 MHz, DMSO-d6

13C NMR
125 MHz, DMSO-d6

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p13.html10/28/2010 2:46:25 PM
IR Problem •13•••

Problem 13 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir13.html10/28/2010 2:46:29 PM
Problem 13 C-13 NMR

Problem 13 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr13.html10/28/2010 2:46:34 PM
Problem 13 H-1 NMR

Problem 13 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr13.html10/28/2010 2:46:43 PM
MS Sample •13••

Problem 13 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms13.html10/28/2010 2:46:53 PM
 Directory

Problem 14
C8H6O2
MW = 134

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p14.html10/28/2010 2:47:00 PM
IR Problem •14•••

Problem 14 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir14.html10/28/2010 2:47:04 PM
Problem 14 H-1 NMR

Problem 14 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr14.html10/28/2010 2:47:08 PM
Problem 14 C-13 NMR

Problem 14 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr14.html10/28/2010 2:47:12 PM
MS Sample •14••

Problem 14 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms14.html10/28/2010 2:47:17 PM
 Directory

Problem 15
C13H10O3
MW = 214

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p15.html10/28/2010 2:47:27 PM
IR Problem •15•••

Problem 15 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir15.html10/28/2010 2:47:31 PM
Problem 15 H-1 NMR

Problem 15 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr15.html10/28/2010 2:47:35 PM
Problem 15 C-13 NMR

Problem 15 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr15.html10/28/2010 2:47:39 PM
MS Sample •15••

Problem 15 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms15.html10/28/2010 2:47:45 PM
 Directory

Problem 16
C7H6O2
MW = 122

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p16.html10/28/2010 2:48:42 PM
IR Problem •16•••

Problem 16 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir16.html10/28/2010 2:48:45 PM
Problem 16 H-1 NMR

Problem 16 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr16.html10/28/2010 2:48:48 PM
Problem 16 C-13 NMR

Problem 16 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr16.html10/28/2010 2:48:51 PM
MS Sample •16••

Problem 16 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms16.html10/28/2010 2:48:55 PM
 Directory

Problem 17
C9H10O3
MW = 166

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p17.html10/28/2010 2:49:02 PM
IR Problem •17•••

Problem 17 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir17.html10/28/2010 2:49:05 PM
Problem 17 H-1 NMR

Problem 17 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr17.html10/28/2010 2:49:07 PM
Problem 17 C-13 NMR

Problem 17 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr17.html10/28/2010 2:49:11 PM
MS Sample •17••

Problem 17 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms17.html10/28/2010 2:49:15 PM
 Directory

Problem 18
C7H10O4
MW = 158

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p18.html10/28/2010 2:49:57 PM
IR Problem •18•••

Problem 18 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir18.html10/28/2010 2:50:08 PM
Problem 18 H-1 NMR

Problem 18 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr18.html10/28/2010 2:50:11 PM
Problem 18 C-13 NMR

Problem 18 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr18.html10/28/2010 2:50:14 PM
MS Sample •18••

Problem 18 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms18.html10/28/2010 2:50:18 PM
 Directory

Problem 19
C9H7NO4
MW = 193

IR

1H NMR
500 MHz, DMSO-d6

13C NMR
125 MHz, DMSO-d6

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p19.html10/28/2010 2:50:25 PM
IR Problem •19•••

Problem 19 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir19.html10/28/2010 2:50:32 PM
Problem 19 H-1 NMR

Problem 19 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr19.html10/28/2010 2:50:36 PM
Problem 19 C-13 NMR

Problem 19 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr19.html10/28/2010 2:50:40 PM
MS Sample •19••

Problem 19 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms19.html10/28/2010 2:50:44 PM
 Directory

Problem 20
C8H9NO2
MW = 151

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p20.html10/28/2010 2:50:52 PM
IR Problem •20•••

Problem 20 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir20.html10/28/2010 2:50:55 PM
Problem 20 H-1 NMR

Problem 20 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr20.html10/28/2010 2:50:58 PM
Problem 20 C-13 NMR

Problem 20 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr20.html10/28/2010 2:51:06 PM
MS Sample •20••

Problem 20 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms20.html10/28/2010 2:51:14 PM
 Directory

Problem 21
C9H12O3
MW = 168

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p21.html10/28/2010 2:52:54 PM
IR Problem •21•••

Problem 21 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir21.html10/28/2010 2:52:58 PM
Problem 21 H-1 NMR

Problem 21 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr21.html10/28/2010 2:53:06 PM
Problem 21 C-13 NMR

Problem 21 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr21.html10/28/2010 2:53:13 PM
MS Sample •21••

Problem 21 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms21.html10/28/2010 2:53:18 PM
 Directory

Problem 22
C9H12N2O
MW = 164

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p22.html10/28/2010 2:53:29 PM
IR Problem •22•••

Problem 22 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir22.html10/28/2010 2:53:32 PM
Problem 22 H-1 NMR

Problem 22 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr22.html10/28/2010 2:54:32 PM
Problem 22 C-13 NMR

Problem 22 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr22.html10/28/2010 2:54:42 PM
MS Sample •22••

Problem 22 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms22.html10/28/2010 2:54:47 PM
 Directory

Problem 23
C9H10O3
MW = 166

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p23.html10/28/2010 2:54:53 PM
IR Problem •23•••

Problem 23 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir23.html10/28/2010 2:54:57 PM
Problem 23 H-1 NMR

Problem 23 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr23.html10/28/2010 2:55:00 PM
Problem 23 C-13 NMR

Problem 23 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr23.html10/28/2010 2:55:04 PM
MS Sample •23••

Problem 23 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms23.html10/28/2010 2:55:08 PM
 Directory

Problem 24
C9H10O3
MW = 166

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p24.html10/28/2010 2:55:17 PM
IR Problem •24•••

Problem 24 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir24.html10/28/2010 2:55:20 PM
Problem 24 H-1 NMR

Problem 24 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr24.html10/28/2010 2:57:33 PM
Problem 24 C-13 NMR

Problem 24 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr24.html10/28/2010 2:57:36 PM
MS Sample •24••

Problem 24 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms24.html10/28/2010 2:57:44 PM
 Directory

Problem 25
C14H14O2
MW = 214

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p25.html10/28/2010 3:00:39 PM
IR Problem •25•••

Problem 25 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir25.html10/28/2010 3:00:44 PM
Problem 25 H-1 NMR

Problem 25 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr25.html10/28/2010 3:00:49 PM
Problem 25 C-13 NMR

Problem 25 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr25.html10/28/2010 3:00:54 PM
MS Sample •25••

Problem 25 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms25.html10/28/2010 3:00:58 PM
 Directory

Problem 26
C7H11O4Br
MW = 238

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p26.html10/28/2010 3:01:07 PM
IR Problem •26•••

Problem 26 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir26.html10/28/2010 3:01:11 PM
Problem 26 H-1 NMR

Problem 26 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr26.html10/28/2010 3:01:16 PM
Problem 26 C-13 NMR

Problem 26 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr26.html10/28/2010 3:01:19 PM
MS Sample •26••

Problem 26 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms26.html10/28/2010 3:01:25 PM
 Directory

Problem 27
C8H19N
MW = 129

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p27.html10/28/2010 3:01:32 PM
IR Problem •27•••

Problem 27 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir27.html10/28/2010 3:01:35 PM
Problem 27 H-1 NMR

Problem 27 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr27.html10/28/2010 3:01:41 PM
Problem 27 C-13 NMR

Problem 27 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr27.html10/28/2010 3:01:45 PM
MS Sample •27••

Problem 27 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms27.html10/28/2010 3:01:49 PM
 Directory

Problem 28
C6H12O2Cl2
MW = 186

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p28.html10/28/2010 3:02:03 PM
IR Problem •28•••

Problem 28 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir28.html10/28/2010 3:02:07 PM
Problem 28 H-1 NMR

Problem 28 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr28.html10/28/2010 3:02:10 PM
Problem 28 C-13 NMR

Problem 28 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr28.html10/28/2010 3:02:14 PM
MS Sample •28••

Problem 28 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms28.html10/28/2010 3:02:23 PM
 Directory

Problem 29
C3H7OCl
MW = 94

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p29.html10/28/2010 3:02:32 PM
IR Problem •29•••

Problem 29 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir29.html10/28/2010 3:02:35 PM
Problem 29 H-1 NMR

Problem 29 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr29.html10/28/2010 3:02:40 PM
Problem 29 C-13 NMR

Problem 29 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr29.html10/28/2010 3:02:45 PM
MS Sample •29••

Problem 29 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms29.html10/28/2010 3:02:51 PM
 Directory

Problem 30
C6H6O2
MW = 110

IR

1H NMR
500 MHz, DMSO-d6

13C NMR
125 MHz, DMSO-d6

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p30.html10/28/2010 3:03:04 PM
IR Problem •30•••

Problem 30 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir30.html10/28/2010 3:03:07 PM
Problem 30 H-1 NMR

Problem 30 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr30.html10/28/2010 3:03:10 PM
Problem 30 C-13 NMR

Problem 30 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr30.html10/28/2010 3:03:14 PM
MS Sample •30••

Problem 30 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms30.html10/28/2010 3:03:17 PM
 Directory

Problem 31
C6H7NO
MW = 109

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p31.html10/28/2010 3:04:48 PM
IR Problem •31•••

Problem 31 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir31.html10/28/2010 3:04:53 PM
Problem 31 H-1 NMR

Problem 31 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr31.html10/28/2010 3:05:49 PM
Problem 31 C-13 NMR

Problem 31 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr31.html10/28/2010 3:05:56 PM
MS Sample •31••

Problem 31 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms31.html10/28/2010 3:05:59 PM
 Directory

Problem 32
C7H6NF3
MW = 161

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p32.html10/28/2010 3:06:13 PM
IR Problem •32•••

Problem 32 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir32.html10/28/2010 3:06:17 PM
Problem 32 H-1 NMR

Problem 32 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr32.html10/28/2010 3:06:20 PM
Problem 32 C-13 NMR

Problem 32 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr32.html10/28/2010 3:06:24 PM
MS Sample •32••

Problem 32 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms32.html10/28/2010 3:06:26 PM
 Directory

Problem 33
C6H4Cl2
MW = 146

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p33.html10/28/2010 3:06:38 PM
IR Problem •33•••

Problem 33 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir33.html10/28/2010 3:06:42 PM
Problem 33 H-1 NMR

Problem 33 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr33.html10/28/2010 3:06:45 PM
Problem 33 C-13 NMR

Problem 33 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr33.html10/28/2010 3:06:49 PM
MS Sample •33••

Problem 33 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms33.html10/28/2010 3:06:54 PM
 Directory

Problem 34
C6H5NO3
MW = 139

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p34.html10/28/2010 3:06:57 PM
IR Problem •34•••

Problem 34 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir34.html10/28/2010 3:07:00 PM
Problem 34 H-1 NMR

Problem 34 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr34.html10/28/2010 3:07:03 PM
Problem 34 C-13 NMR

Problem 34 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr34.html10/28/2010 3:07:08 PM
MS Sample •34••

Problem 34 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms34.html10/28/2010 3:07:12 PM
 Directory

Problem 35
C6H5NO3
MW = 139

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p35.html10/28/2010 3:07:17 PM
IR Problem •35•••

Problem 35 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir35.html10/28/2010 3:07:19 PM
Problem 35 H-1 NMR

Problem 35 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr35.html10/28/2010 3:07:22 PM
Problem 35 C-13 NMR

Problem 35 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr35.html10/28/2010 3:07:25 PM
MS Sample •35••

Problem 35 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms35.html10/28/2010 3:07:27 PM
 Directory

Problem 36
C4H4N2
MW = 80

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p36.html10/28/2010 3:08:31 PM
IR Problem •36•••

Problem 36 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir36.html10/28/2010 3:08:34 PM
Problem 36 H-1 NMR

Problem 36 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr36.html10/28/2010 3:08:40 PM
Problem 36 C-13 NMR

Problem 36 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr36.html10/28/2010 3:08:44 PM
MS Sample •36••

Problem 36 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms36.html10/28/2010 3:08:47 PM
 Directory

Problem 37
C6H7PO3
MW = 158

IR

1H NMR
500 MHz, DMSO-d6

13C NMR
125 MHz, DMSO-d6

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p37.html10/28/2010 3:08:53 PM
IR Problem •37•••

Problem 37 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir37.html10/28/2010 3:08:57 PM
Problem 37 H-1 NMR

Problem 37 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr37.html10/28/2010 3:09:00 PM
Problem 37 C-13 NMR

Problem 37 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr37.html10/28/2010 3:09:04 PM
MS Sample •37••

Problem 37 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms37.html10/28/2010 3:09:06 PM
 Directory

Problem 38
C9H8N2
MW = 144

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p38.html10/28/2010 3:09:23 PM
IR Problem •38•••

Problem 38 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir38.html10/28/2010 3:09:25 PM
Problem 38 H-1 NMR

Problem 38 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr38.html10/28/2010 3:09:28 PM
Problem 38 C-13 NMR

Problem 38 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr38.html10/28/2010 3:09:31 PM
MS Sample •38••

Problem 38 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms38.html10/28/2010 3:09:34 PM
 Directory

Problem 39
C5H6O3
MW = 114

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p39.html10/28/2010 3:10:19 PM
IR Problem •39•••

Problem 39 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir39.html10/28/2010 3:10:22 PM
Problem 39 H-1 NMR

Problem 39 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr39.html10/28/2010 3:10:24 PM
Problem 39 C-13 NMR

Problem 39 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr39.html10/28/2010 3:10:27 PM
MS Sample •39••

Problem 39 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms39.html10/28/2010 3:10:30 PM
 Directory

Problem 40
C16H35N
MW = 241

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p40.html10/28/2010 3:10:39 PM
IR Problem •40•••

Problem 40 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir40.html10/28/2010 3:10:41 PM
Problem 40 H-1 NMR

Problem 40 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr40.html10/28/2010 3:10:44 PM
Problem 40 C-13 NMR

Problem 40 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr40.html10/28/2010 3:10:47 PM
MS Sample •40••

Problem 40 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms40.html10/28/2010 3:10:50 PM
 Directory

Problem 41
C6H12O5
MW = 164

IR

1H NMR
500 MHz, DMSO-d6

13C NMR
125 MHz, DMSO-d6

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p41.html10/28/2010 3:12:23 PM
IR Problem •41•••

Problem 41 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir41.html10/28/2010 3:12:28 PM
Problem 41 H-1 NMR

Problem 41 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr41.html10/28/2010 3:12:31 PM
Problem 41 C-13 NMR

Problem 41 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr41.html10/28/2010 3:12:36 PM
MS Sample •41••

Problem 41 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms41.html10/28/2010 3:12:41 PM
 Directory

Problem 42
C13H9NO3
MW = 227

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p42.html10/28/2010 3:12:44 PM
IR Problem •42•••

Problem 42 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir42.html10/28/2010 3:12:47 PM
Problem 42 H-1 NMR

Problem 42 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr42.html10/28/2010 3:12:59 PM
Problem 42 C-13 NMR

Problem 42 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr42.html10/28/2010 3:13:07 PM
MS Sample •42••

Problem 42 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms42.html10/28/2010 3:13:11 PM
 Directory

Problem 43
C7H6BrF
MW = 188

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p43.html10/28/2010 3:13:16 PM
IR Problem •43•••

Problem 43 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir43.html10/28/2010 3:13:19 PM
Problem 43 H-1 NMR

Problem 43 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr43.html10/28/2010 3:13:22 PM
Problem 43 C-13 NMR

Problem 43 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr43.html10/28/2010 3:13:26 PM
MS Sample •43••

Problem 43 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms43.html10/28/2010 3:13:29 PM
 Directory

Problem 44
C13H10
MW = 166

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p44.html10/28/2010 3:14:39 PM
IR Problem •44•••

Problem 44 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir44.html10/28/2010 3:14:41 PM
Problem 44 H-1 NMR

Problem 44 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr44.html10/28/2010 3:14:44 PM
Problem 44 C-13 NMR

Problem 44 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr44.html10/28/2010 3:14:47 PM
MS Sample •44••

Problem 44 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms44.html10/28/2010 3:14:51 PM
 Directory

Problem 45
C10H11NO2
MW = 177

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p45.html10/28/2010 3:15:10 PM
IR Problem •45•••

Problem 45 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir45.html10/28/2010 3:15:13 PM
Problem 45 H-1 NMR

Problem 45 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr45.html10/28/2010 3:15:17 PM
Problem 45 C-13 NMR

Problem 45 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr45.html10/28/2010 3:15:22 PM
MS Sample •45••

Problem 45 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms45.html10/28/2010 3:15:25 PM
 Directory

Problem 46
C5H12O2
MW = 104

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p46.html10/28/2010 3:15:44 PM
IR Problem •46•••

Problem 46 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir46.html10/28/2010 3:15:49 PM
Problem 46 H-1 NMR

Problem 46 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr46.html10/28/2010 3:15:55 PM
Problem 46 C-13 NMR

Problem 46 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr46.html10/28/2010 3:15:58 PM
MS Sample •46••

Problem 46 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms46.html10/28/2010 3:16:02 PM
 Directory

Problem 47
C6H12O3
MW = 132

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p47.html10/28/2010 3:16:07 PM
IR Problem •47•••

Problem 47 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir47.html10/28/2010 3:16:10 PM
Problem 47 H-1 NMR

Problem 47 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr47.html10/28/2010 3:16:13 PM
Problem 47 C-13 NMR

Problem 47 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr47.html10/28/2010 3:16:18 PM
MS Sample •47••

Problem 47 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms47.html10/28/2010 3:16:21 PM
 Directory

Problem 48
C10H20O
MW = 156

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p48.html10/28/2010 3:16:48 PM
IR Problem •48•••

Problem 48 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir48.html10/28/2010 3:16:51 PM
Problem 48 H-1 NMR

Problem 48 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr48.html10/28/2010 3:16:54 PM
Problem 48 C-13 NMR

Problem 48 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr48.html10/28/2010 3:16:58 PM
MS Sample •48••

Problem 48 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms48.html10/28/2010 3:17:03 PM
 Directory

Problem 49
C9H16O5
MW = 204

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p49.html10/28/2010 3:17:11 PM
IR Problem •49•••

Problem 49 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir49.html10/28/2010 3:17:15 PM
Problem 49 H-1 NMR

Problem 49 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr49.html10/28/2010 3:17:21 PM
Problem 49 C-13 NMR

Problem 49 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr49.html10/28/2010 3:17:25 PM
MS Sample •49••

Problem 49 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms49.html10/28/2010 3:17:30 PM
 Directory

Problem 50
C3H7OCl
MW = 94

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p50.html10/28/2010 3:18:06 PM
IR Problem •50•••

Problem 50 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir50.html10/28/2010 3:18:10 PM
Problem 50 H-1 NMR

Problem 50 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr50.html10/28/2010 3:18:13 PM
Problem 50 C-13 NMR

Problem 50 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr50.html10/28/2010 3:18:21 PM
MS Sample •50••

Problem 50 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms50.html10/28/2010 3:18:38 PM
 Directory

Problem 51
C8H6O3
MW = 150

IR

1H NMR
500 MHz, DMSO-d6

13C NMR
125 MHz, DMSO-d6

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p51.html10/28/2010 3:19:33 PM
IR Problem •51•••

Problem 51 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir51.html10/28/2010 3:19:36 PM
Problem 51 H-1 NMR

Problem 51 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr51.html10/28/2010 3:19:39 PM
Problem 51 C-13 NMR

Problem 51 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr51.html10/28/2010 3:19:44 PM
MS Sample •51••

Problem 51 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms51.html10/28/2010 3:19:50 PM
 Directory

Problem 52
C9H10O2
MW = 150

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p52.html10/28/2010 3:20:00 PM
IR Problem •52•••

Problem 52 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir52.html10/28/2010 3:20:04 PM
Problem 52 H-1 NMR

Problem 52 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr52.html10/28/2010 3:20:10 PM
Problem 52 C-13 NMR

Problem 52 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr52.html10/28/2010 3:20:15 PM
MS Sample •52••

Problem 52 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms52.html10/28/2010 3:20:19 PM
 Directory

Problem 53
C6H8O2
MW = 112

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p53.html10/28/2010 3:20:38 PM
IR Problem •53•••

Problem 53 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir53.html10/28/2010 3:20:42 PM
Problem 53 H-1 NMR

Problem 53 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr53.html10/28/2010 3:20:48 PM
Problem 53 C-13 NMR

Problem 53 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr53.html10/28/2010 3:20:51 PM
MS Sample •53••

Problem 53 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms53.html10/28/2010 3:20:56 PM
 Directory

Problem 54
C5H7NO3
MW = 129

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p54.html10/28/2010 3:21:12 PM
IR Problem •54•••

Problem 54 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir54.html10/28/2010 3:21:23 PM
Problem 54 H-1 NMR

Problem 54 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr54.html10/28/2010 3:21:28 PM
Problem 54 C-13 NMR

Problem 54 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr54.html10/28/2010 3:21:32 PM
MS Sample •54••

Problem 54 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms54.html10/28/2010 3:21:35 PM
 Directory

Problem 55
C8H8O2
MW = 136

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p55.html10/28/2010 3:21:50 PM
IR Problem •55•••

Problem 55 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir55.html10/28/2010 3:21:53 PM
Problem 55 H-1 NMR

Problem 55 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr55.html10/28/2010 3:21:56 PM
Problem 55 C-13 NMR

Problem 55 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr55.html10/28/2010 3:22:00 PM
MS Sample •55••

Problem 55 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms55.html10/28/2010 3:22:05 PM
 Directory

Problem 56
C7H11NO2
MW = 141

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p56.html10/28/2010 3:22:22 PM
IR Problem •56•••

Problem 56 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir56.html10/28/2010 3:22:26 PM
Problem 56 H-1 NMR

Problem 56 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr56.html10/28/2010 3:22:31 PM
Problem 56 C-13 NMR

Problem 56 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr56.html10/28/2010 3:22:35 PM
MS Sample •56••

Problem 56 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms56.html10/28/2010 3:22:39 PM
 Directory

Problem 57
C6H5O2SCl
MW = 176

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p57.html10/28/2010 3:22:55 PM
IR Problem •57•••

Problem 57 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir57.html10/28/2010 3:22:58 PM
Problem 57 H-1 NMR

Problem 57 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr57.html10/28/2010 3:23:00 PM
Problem 57 C-13 NMR

Problem 57 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr57.html10/28/2010 3:23:04 PM
MS Sample •57••

Problem 57 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms57.html10/28/2010 3:23:08 PM
 Directory

Problem 58
C10H13N5O4
MW = 267

IR

1
H NMR
500 MHz, CDCl3

13
C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p58.html10/28/2010 3:23:24 PM
IR Problem •58•••

Problem 58 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir58.html10/28/2010 3:23:29 PM
Problem 58 H-1 NMR

Problem 58 - 1H NMR spectrum (DMSO-d6, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr58.html10/28/2010 3:23:33 PM
Problem 58 C-13 NMR

Problem 58 - 13C NMR spectrum (DMSO-d6, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr58.html10/28/2010 3:23:38 PM
MS Sample •58••

Problem 58 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms58.html10/28/2010 3:23:43 PM
 Directory

Problem 59
C14H12O2
MW = 212

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p59.html10/28/2010 3:24:14 PM
IR Problem •59•••

Problem 59 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir59.html10/28/2010 3:24:17 PM
Problem 59 H-1 NMR

Problem 59 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr59.html10/28/2010 3:24:22 PM
Problem 59 C-13 NMR

Problem 59 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr59.html10/28/2010 3:24:25 PM
MS Sample •59••

Problem 59 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms59.html10/28/2010 3:24:28 PM
 Directory

Problem 60
C4HO3Br
MW = 176

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p60.html10/28/2010 3:24:45 PM
IR Problem •60•••

Problem 60 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir60.html10/28/2010 3:24:50 PM
Problem 60 H-1 NMR

Problem 60 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr60.html10/28/2010 3:24:54 PM
Problem 60 C-13 NMR

Problem 60 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr60.html10/28/2010 3:25:00 PM
MS Sample •60••

Problem 60 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms60.html10/28/2010 3:25:08 PM
 Directory

Problem 61
C8H14O3
MW = 158

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p61.html10/28/2010 3:26:13 PM
IR Problem •61•••

Problem 61 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir61.html10/28/2010 3:26:18 PM
Problem 61 H-1 NMR

Problem 61 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr61.html10/28/2010 3:26:20 PM
Problem 61 C-13 NMR

Problem 61 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr61.html10/28/2010 3:26:23 PM
MS Sample •61••

Problem 61 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms61.html10/28/2010 3:26:27 PM
 Directory

Problem 62
C6H11O2Br
MW = 194

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p62.html10/28/2010 3:26:59 PM
IR Problem •62•••

Problem 62 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir62.html10/28/2010 3:27:07 PM
Problem 62 H-1 NMR

Problem 62 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr62.html10/28/2010 3:27:10 PM
Problem 62 C-13 NMR

Problem 62 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr62.html10/28/2010 3:27:14 PM
MS Sample •62••

Problem 62 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms62.html10/28/2010 3:27:18 PM
 Directory

Problem 63
C14H12O2
MW = 212

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p63.html10/28/2010 3:27:22 PM
IR Problem •63•••

Problem 63 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir63.html10/28/2010 3:27:26 PM
Problem 63 H-1 NMR

Problem 63 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr63.html10/28/2010 3:27:35 PM
Problem 63 C-13 NMR

Problem 63 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr63.html10/28/2010 3:27:38 PM
MS Sample •63••

Problem 63 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms63.html10/28/2010 3:27:40 PM
 Directory

Problem 64
C10H12O
MW = 148

IR

1H NMR
500 MHz, CDCl3

13C NMR
125 MHz, CDCl3

Mass Spec
70 eV +EI

Problems

Table of Contents

http://www.nd.edu/~smithgrp/structure/p64.html10/28/2010 3:28:11 PM
IR Problem •64•••

Problem 64 - IR spectrum

http://www.nd.edu/~smithgrp/structure/irhtmls/ir64.html10/28/2010 3:28:15 PM
Problem 64 H-1 NMR

Problem 64 - 1H NMR spectrum (CDCl3, 500 MHz)

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmr64.html10/28/2010 3:28:19 PM
Problem 64 C-13 NMR

Problem 64 - 13C NMR spectrum (CDCl3, 125 MHz)

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmr64.html10/28/2010 3:28:22 PM
MS Sample •64••

Problem 64 - positive EI Mass Spectrum

http://www.nd.edu/~smithgrp/structure/mshtmls/ms64.html10/28/2010 3:28:28 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr1x_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr1x_1.GIF10/28/2010 3:30:20 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr2_4.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr2_4.GIF10/28/2010 3:30:56 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr3_3.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr3_3.GIF10/28/2010 3:31:27 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr3_2.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr3_2.GIF10/28/2010 3:31:48 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr3_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr3_1.GIF10/28/2010 3:32:02 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr2_3.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr2_3.GIF10/28/2010 3:32:19 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr2_2.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr2_2.GIF10/28/2010 3:32:34 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr2_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr2_1.GIF10/28/2010 3:32:42 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr4_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr4_1.GIF10/28/2010 3:33:26 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr4_2.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr4_2.GIF10/28/2010 3:33:31 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr4_3.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr4_3.GIF10/28/2010 3:33:34 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr5_4.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr5_4.GIF10/28/2010 3:33:55 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr5_3.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr5_3.GIF10/28/2010 3:33:58 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr5_2.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr5_2.GIF10/28/2010 3:34:02 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr5_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr5_1.GIF10/28/2010 3:34:04 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr6_3.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr6_3.GIF10/28/2010 3:34:41 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr6_2.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr6_2.GIF10/28/2010 3:34:53 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr6_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr6_1.GIF10/28/2010 3:34:57 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr7x_2.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr7x_2.GIF10/28/2010 3:35:19 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr7x_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr7x_1.GIF10/28/2010 3:35:22 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr8_3.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr8_3.GIF10/28/2010 3:35:52 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr8_2.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr8_2.GIF10/28/2010 3:35:56 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr8_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr8_1.GIF10/28/2010 3:36:00 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr9_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr9_1.GIF10/28/2010 3:36:20 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr10_1.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr10_1.GIF10/28/2010 3:36:41 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr10_2.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr10_2.GIF10/28/2010 3:36:48 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr10_3.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr10_3.GIF10/28/2010 3:36:53 PM
http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr10_4.GIF

http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr10_4.GIF10/28/2010 3:36:56 PM
http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr2_1.GIF

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr2_1.GIF10/28/2010 3:38:00 PM
http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr3_1.GIF

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr3_1.GIF10/28/2010 3:38:20 PM
http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr3_2.GIF

http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr3_2.GIF10/28/2010 3:38:28 PM
http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr4_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr5_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr6_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr7x_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr8_2.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr9_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr10_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr10_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr11_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr12_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr12_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr12_3.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr12_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr13_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr13_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr15_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr16_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr16_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr17_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr17_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr18_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr18_2.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr18_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr19_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr19_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr20_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr20_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr21_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr21_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr21_3.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr21_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr22_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr22_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr22_3.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr22_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr22_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr23_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr23_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr24_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr24_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr25_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr26_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr26_2.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr26_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr27_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr27_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr28_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr28_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr29_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr30_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr31_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr31_2.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr31_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr32_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr32_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr33_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr33_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr34_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr34_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr35_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr35_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr37_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr37_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr38_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr38_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr39_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr40_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr40_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr41_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr41_2.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr41_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr42_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr42_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr43_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr43_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr44_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr44_2.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr44_3.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr44_2.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr44_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr45_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr45_2.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr45_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr45_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr46_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr47_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr47_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr47_3.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr47_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr48_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr48_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr48_3.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr50_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr51_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr52_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr54_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr54_4.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr55_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr56_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr57_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr58_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr58_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr58_3.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr58_4.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr58_5.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr58_2.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr59_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr60_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr61_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr62_1.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr63_1.GIF

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http://www.nd.edu/~smithgrp/structure/cnmrhtmls/cnmrgifs/cnmr63_3.GIF

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http://www.nd.edu/~smithgrp/structure/hnmrhtmls/hnmrgifs/hnmr64_1.GIF

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