Cu(ii)-catalyzed enantioselective oxygen atom transfer from oxaziridine to oxindole derivatives with chiral phenanthroline.
Naganawa, Yuki; Aoyama, Tomotaka; Nishiyama, Hisao; Organic & biomolecular chemistry 13 (2015) 11499–11506; doi:10.1039/c5ob01840d

data_7154734
_publ_section_title
;
 Cu(ii)-catalyzed enantioselective oxygen atom transfer from oxaziridine
 to oxindole derivatives with chiral phenanthroline.
;
_journal_issue                   47
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              11499
_journal_page_last               11506
_journal_paper_doi               10.1039/c5ob01840d
_journal_volume                  13
_journal_year                    2015
_chemical_absolute_configuration syn
_chemical_formula_sum            'C40 H26 Cu N2 O3'
_chemical_formula_weight         646.17
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     difmap
_audit_update_record
;
2015-06-08 deposited with the CCDC.
2015-09-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.0781(12)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.2618(6)
_cell_length_b                   13.0327(5)
_cell_length_c                   17.7452(8)
_cell_measurement_temperature    93.(2)
_cell_volume                     3355.3(2)
_computing_data_collection       'Bruker SMART APEXII'
_computing_molecular_graphics    'XSHELL V6.3.1'
_computing_publication_material  'General Report'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      93.(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 goniometer'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoKa
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23913
_diffrn_reflns_theta_full        25.06
_diffrn_reflns_theta_max         25.06
_diffrn_reflns_theta_min         2.19
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.691
_exptl_absorpt_correction_T_max  0.93
_exptl_absorpt_correction_T_min  0.77
_exptl_absorpt_process_details
;
;
_exptl_crystal_colour            'clear dark orange'
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       columun
_exptl_crystal_F_000             1332
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetone'
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.100
_refine_diff_density_max         2.510
_refine_diff_density_min         -0.539
_refine_ls_abs_structure_details
;
Flack x determined using 4862 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.018(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.507
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     876
_refine_ls_number_reflns         11568
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.507
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0577
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1798
_refine_ls_wR_factor_ref         0.1826
_reflns_number_gt                10939
_reflns_number_total             11568
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5ob01840d2.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 7154734.cif.'
_cod_database_code               7154734
_audit_block_doi                 10.5517/cc1j59xx
_shelx_res_checksum              52227