Metal Free C-C Coupling of an Allenyl Sulfone with Picolyl Amides to Access Vinyl Sulfones via Pyridine-Initiated In-Situ Generation of Sulfinate Anion.
Omer, Humair M.; Liu, Peng; Brummond, Kay M.; The Journal of organic chemistry  (2020) –; doi:10.1021/acs.joc.0c00788

data_4038450
_publ_section_title
;
 Metal Free C-C Coupling of an Allenyl Sulfone with Picolyl Amides to
 Access Vinyl Sulfones via Pyridine-Initiated In-Situ Generation of
 Sulfinate Anion.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.0c00788
_journal_year                    2020
_chemical_formula_sum            'C23 H22 N2 O3 S'
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_space_group_name_Hall           '-P 2yn'
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_atom_sites_solution_hydrogens   mixed
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_cell_angle_beta                 94.162(7)
_cell_angle_gamma                90
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_cell_length_b                   19.8216(19)
_cell_length_c                   21.820(2)
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_cell_measurement_temperature    230(2)
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_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      230(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker Apex II CCD'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_type           CuK\a
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_diffrn_reflns_av_unetI/netI     0.1228
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.980
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_diffrn_reflns_theta_min         3.015
_diffrn_source                   'Bruker X8 Prospector Ultra Cu IMuS'
_exptl_absorpt_coefficient_mu    1.481
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker Sadabs'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_description       needle
_exptl_crystal_F_000             856
_exptl_crystal_size_max          0.210
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_exptl_crystal_size_min          0.030
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_refine_ls_extinction_method     none
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_refine_ls_number_parameters     266
_refine_ls_number_reflns         4040
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_refine_ls_R_factor_all          0.0936
_refine_ls_R_factor_gt           0.0600
_refine_ls_shift/su_max          0.041
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0680P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1538
_refine_ls_wR_factor_ref         0.1772
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2613
_reflns_number_total             4040
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo0c00788_si_002.cif
_cod_data_source_block           humair2071major_a_sq
_cod_original_cell_volume        2244.8(4)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4038450
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_min   0.746
_shelx_estimated_absorpt_t_max   0.957
_shelx_res_checksum              35412
_shelx_hkl_checksum              98856
_shelx_fab_checksum              80254