Metal-free halonium mediated acetate shifts of ynamides to access α-halo acrylamides/acrylimides.
Kramer, Søren; Friis, Stig D.; Xin, Zhuo; Odabachian, Yann; Skrydstrup, Troels; Organic letters 13 (2011) 1750–1753; doi:10.1021/ol200269h

data_1502072
_publ_section_title
;
 Metal-free halonium mediated acetate shifts of ynamides to access \a-halo
 acrylamides/acrylimides.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1750
_journal_page_last               1753
_journal_paper_doi               10.1021/ol200269h
_journal_volume                  13
_journal_year                    2011
_chemical_formula_sum            'C27 H23 I N2 O5 S'
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_symmetry_space_group_name_Hall  '-P 2ybc'
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.39 (release 18-08-2010 CrysAlis171 .NET)
(compiled Aug 18 2010,17:42:00)
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_cell_angle_alpha                90.00
_cell_angle_beta                 91.6541(9)
_cell_angle_gamma                90.00
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_cell_length_b                   20.6425(2)
_cell_length_c                   8.61563(7)
_cell_measurement_reflns_used    21492
_cell_measurement_temperature    100(2)
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_computing_cell_refinement
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.39 (release 18-08-2010 CrysAlis171 .NET)
(compiled Aug 18 2010,17:42:00)
;
_computing_data_collection
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.39 (release 18-08-2010 CrysAlis171 .NET)
(compiled Aug 18 2010,17:42:00)
;
_computing_data_reduction
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.39 (release 18-08-2010 CrysAlis171 .NET)
(compiled Aug 18 2010,17:42:00)
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_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3590
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.922
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_method       '\w scans'
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_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
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_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            43182
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.48
_diffrn_reflns_theta_min         2.45
_exptl_absorpt_coefficient_mu    1.402
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_exptl_absorpt_correction_type   multi-scan
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;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.39 (release 18-08-2010 CrysAlis171 .NET)
(compiled Aug 18 2010,17:42:00)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.627
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_exptl_crystal_description       rod
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.17
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_refine_ls_extinction_method     none
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_refine_ls_number_parameters     325
_refine_ls_number_reflns         6975
_refine_ls_number_restraints     0
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_refine_ls_R_factor_all          0.0361
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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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_reflns_number_gt                5612
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_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol200269h_si_002.cif
_cod_data_source_block           shelxl
_cod_original_cell_volume        2507.85(5)
_cod_database_code               1502072