Copper-Catalyzed Three Component Regio- and Stereospecific Selenosulfonation of Alkynes: Synthesis of (E)-β-Selenovinyl Sulfones.
Liu, Yang; Zheng, Guangfan; Zhang, Qian; Li, Yan; Zhang, Qian; The Journal of organic chemistry 82 (2017) 2269–2275; doi:10.1021/acs.joc.6b03049

data_4032172
_publ_section_title
;
 Copper-Catalyzed Three Component Regio- and Stereospecific
 Selenosulfonation of Alkynes: Synthesis of (E)-\b-Selenovinyl Sulfones.
;
_journal_issue                   4
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              2269
_journal_page_last               2275
_journal_paper_doi               10.1021/acs.joc.6b03049
_journal_volume                  82
_journal_year                    2017
_chemical_formula_sum            'C19 H21 Cl O2 S Se'
_chemical_formula_weight         427.83
_space_group_IT_number           2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                86.10
_cell_angle_beta                 80.49
_cell_angle_gamma                64.64
_cell_formula_units_Z            2
_cell_length_a                   7.317
_cell_length_b                   8.140
_cell_length_c                   18.413
_cell_measurement_temperature    293(2)
_cell_volume                     977.378
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            5772
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    2.172
_exptl_absorpt_correction_T_max  0.7364
_exptl_absorpt_correction_T_min  0.5254
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.973
_refine_diff_density_min         -1.215
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.894
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3423
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.894
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0600
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2012
_refine_ls_wR_factor_ref         0.2497
_reflns_number_gt                2305
_reflns_number_total             3423
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            jo6b03049_si_003.cif
_cod_data_source_block           1
_cod_depositor_comments
'Adding full bibliography for 4032171--4032172.cif.'
_cod_original_cell_volume        977.4
_cod_database_code               4032172