Computer-Aided Structure Elucidation: Spectra Interpretation and Structure Generation (with CD-ROM) Book

1	Introduction to Computer-Aided Structure Elucidation	1
1.1	The Need for Structure Elucidation	1
1.2	Types of Structure Elucidation Problems	2
1.3	The Basis of Structure Elucidation	2
1.4	Historical Background	3
1.5	The Nature of Structure Elucidation	4
1.6	The Role of the Computer in Structure Elucidation	6
1.7	Abbreviations and Symbols	8
2	Computer-Based Structure Generation	9
2.1	Introduction	9
2.2	Principles and Procedures of Structure Assembly	11
2.3	The Input to Assemble	15
2.4	Editing the Output of Assemble	18
3	Problems	19
3.1	Problem 1	19
3.1.1	Elemental Composition and Structural Features	23
3.1.2	Structure Assembly	24
3.1.3	Comments	25
3.2	Problem 2	29
3.2.1	Elemental Composition and Structural Features	33
3.2.2	Structure Assembly	33
3.2.3	Comments	35
3.3	Problem 3	37
3.3.1	Elemental Composition and Structural Features	40
3.3.2	Structure Assembly	41
3.3.3	Comments	43
3.4	Problem 4	47
3.4.1	Elemental Composition and Structural Features	51
3.4.2	Structure Assembly	53
3.4.3	Comments	53
3.5	Problem 5	55
3.5.1	Elemental Composition and Structural Features	60
3.5.2	Structure Assembly	61
3.5.3	Comments	64
3.6	Problem 6	67
3.6.1	Elemental Composition and Structural Features	71
3.6.2	Structure Assembly	72
3.6.3	Comments	73
3.7	Problem 7	77
3.7.1	Elemental Composition and Structural Features	81
3.7.2	Structure Assembly	82
3.7.3	Comments	82
3.8	Problem 8	85
3.8.1	Elemental Composition and Structural Features	91
3.8.2	Structure Assembly	91
3.8.3	Comments	93
3.9	Problem 9	97
3.9.1	Elemental Composition and Structural Features	101
3.9.2	Structure Assembly	102
3.9.3	Comments	103
3.10	Problem 10	107
3.10.1	Elemental Composition and Structural Features	113
3.10.2	Structure Assembly	114
3.10.3	Comments	117
3.11	Problem 11	121
3.11.1	Elemental Composition and Structural Features	126
3.11.2	Structure Assembly	126
3.11.3	Comments	130
3.12	Problem 12	133
3.12.1	Elemental Composition and Structural Features	138
3.12.2	Structure Assembly	140
3.12.3	Comments	141
3.13	Problem 13	143
3.13.1	Elemental Composition and Structural Features	146
3.13.2	Structure Assembly	148
3.13.3	Comments	149
3.14	Problem 14	151
3.14.1	Elemental Composition and Structural Features	155
3.14.2	Structure Assembly	156
3.14.3	Comments	157
3.15	Problem 15	161
3.15.1	Elemental Composition and Structural Features	165
3.15.2	Structure Assembly	167
3.15.3	Comments	169
3.16	Problem 16	171
3.16.1	Elemental Composition and Structural Features	176
3.16.2	Structure Assembly	177
3.16.3	Comments	179
3.17	Problem 17	181
3.17.1	Elemental Composition and Structural Features	187
3.17.2	Structure Assembly	187
3.17.3	Comments	189
3.18	Problem 18	191
3.18.1	Elemental Composition and Structural Features	198
3.18.2	Structure Assembly	199
3.18.3	Comments	202
4	Additional Remarks	205
4.1	Mass Spectrometry	205
4.1.1	Presentation of Data	205
4.1.2	Degree of Unsaturation	205
4.1.3	General Information from Mass Spectra	206
4.1.4	Evidence for Elemental Composition	207
4.1.5	Evidence for Elemental Composition in Low Resolution Mass Spectra	208
4.1.6	High Resolution	208
4.1.7	Impurities in Mass Spectra	208
4.2	Infrared Spectroscopy	209
4.2.1	Presentation of Data	209
4.2.2	Prediction of Infrared Stretching Frequencies	209
4.2.3	Overtones, Combination Bands, and Fermi Resonance	211
4.2.4	Band Shapes and Intensities in Infrared Spectra	211
4.2.5	Spurious Bands in Infrared Spectra	212
4.3	NMR Spectroscopy	213
4.3.1	Presentation of Spectra	213
4.3.2	Rules for the Interpretation of Coupling Patterns	215
4.3.3	Signal Intensities in [superscript 13]C NMR Spectra	219
4.3.4	Influence of Molecular Symmetry	221
5	Assemble 2.1 Tutorial	227
5.1	Brief Description	227
5.2	Introductory Example	227
5.3	Fundamental Difference Between Non-Overlapping Fragments and Substructure Constraints	243
5.4	Atom Tags	245
5.4.1	Neighboring Atom Tag	245
5.4.2	Cycle Size Atom Tag	249
5.4.3	Branch Composition Atom Tag	250
5.4.4	Vicinal Hydrogen Atom Tag	251
5.4.5	[alpha],[beta]-Unsaturation Atom Tag	252
5.4.6	Hybridization Atom Tag	253
5.4.7	Internal Unsaturation Atom Tag	254
5.5	Assemble as a Tool in Structure Elucidation	256
5.6	Ranking According to NMR Spectral Information	264
5.6.1	Ranking According to the [superscript 13]C NMR Spectrum	264
5.6.2	Ranking According to the [superscript 1]H NMR Spectrum	267
5.7	Postprocessing	269
6	Structures of Compounds	273
	Index	277