A Chiral Electrophilic Selenium Catalyst for Highly Enantioselective Oxidative Cyclization.
Kawamata, Yu; Hashimoto, Takuya; Maruoka, Keiji; Journal of the American Chemical Society 138 (2016) 5206–5209; doi:10.1021/jacs.6b01462

data_4130249
_publ_section_title
;
 A Chiral Electrophilic Selenium Catalyst for Highly Enantioselective
 Oxidative Cyclization.
;
_journal_issue                   16
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5206
_journal_page_last               5209
_journal_paper_doi               10.1021/jacs.6b01462
_journal_volume                  138
_journal_year                    2016
_chemical_absolute_configuration (S,S)
_chemical_formula_moiety         'C26 H33 N O5'
_chemical_formula_sum            'C26 H33 N O5'
_chemical_formula_weight         439.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 105.5200(10)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   25.1792(5)
_cell_length_b                   9.4169(2)
_cell_length_c                   32.0162(6)
_cell_measurement_reflns_used    40663
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      68.25
_cell_measurement_theta_min      3.52
_cell_volume                     7314.6(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID II'
_diffrn_measurement_method       \w
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0805
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            80641
_diffrn_reflns_point_group_measured_fraction_full 0.894
_diffrn_reflns_point_group_measured_fraction_max 0.891
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.205
_diffrn_reflns_theta_min         2.955
_exptl_absorpt_coefficient_mu    0.665
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.197
_exptl_crystal_description       Prism
_exptl_crystal_F_000             2832
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details
;
 Flack x determined using 3556 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1729
_refine_ls_number_reflns         23867
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.1311
_refine_ls_R_factor_gt           0.0706
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1275P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1731
_refine_ls_wR_factor_ref         0.2536
_reflns_Friedel_coverage         0.707
_reflns_Friedel_fraction_full    0.794
_reflns_Friedel_fraction_max     0.790
_reflns_number_gt                13196
_reflns_number_total             23867
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b01462_si_003.cif
_cod_data_source_block           0114YK
_cod_depositor_comments
;

2020-08-12
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_original_formula_moiety     '6(C26 H33 N1 O5)'
_cod_original_formula_sum        'C156 H198 N6 O30'
_cod_original_formula_units_Z    2
_cod_original_formula_weight     2637.19
_cod_database_code               4130249
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.825
_shelx_estimated_absorpt_t_max   0.937
_shelx_res_checksum              37118
_shelx_hkl_checksum              11430