An unexpected two-group migration involving a sulfonynamide to nitrile rearrangement. Mechanistic studies of a thermal N –> C tosyl rearrangement.
Bendikov, Michael; Duong, Hieu M.; Bolanos, Eduardo; Wudl, Fred; Organic letters 7 (2005) 783–786; doi:10.1021/ol0477327

data_1506480
_publ_section_title
;
 An unexpected two-group migration involving a sulfonynamide to nitrile
 rearrangement. Mechanistic studies of a thermal N --&gt; C tosyl
 rearrangement.
;
_journal_issue                   5
_journal_name_full               'Organic letters'
_journal_page_first              783
_journal_page_last               786
_journal_paper_doi               10.1021/ol0477327
_journal_volume                  7
_journal_year                    2005
_chemical_formula_sum            'C20 H23 N O6 S'
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_cell_length_c                   21.2499(15)
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_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.196
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_exptl_absorpt_correction_T_min  0.8916
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_exptl_crystal_density_diffrn    1.329
_exptl_crystal_density_meas      0
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0442P)^2^+0.8013P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0874
_refine_ls_wR_factor_ref         0.0929
_reflns_number_gt                4038
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_cod_data_source_file            ol0477327si20041104_033146.cif
_cod_data_source_block           wd1103sm
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2026.0(2)
_cod_original_sg_symbol_H-M      P2(1)/n
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