Dielectrophilic Allenic Ketone-Enabled [4 + 2] Annulation with 3,3’-Bisoxindoles: Enantioselective Creation of Two Contiguous Quaternary Stereogenic Centers
Tang, Xiaodong; Tan, Chuan Xiang Alvin; Chan, Wai-Lun; Zhang, Fuhao; Zheng, Wenrui; Lu, Yixin; ACS Catalysis  (2021) 1361–1367; doi:10.1021/acscatal.0c05225

data_4518460
_publ_section_title
;
 Dielectrophilic Allenic Ketone-Enabled [4 + 2] Annulation with
 3,3&#x2019;-Bisoxindoles: Enantioselective Creation of Two Contiguous
 Quaternary Stereogenic Centers
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              1361
_journal_page_last               1367
_journal_paper_doi               10.1021/acscatal.0c05225
_journal_year                    2021
_chemical_absolute_configuration ad
_chemical_formula_sum            'C37 H35 F N2 O7'
_chemical_formula_weight         638.67
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
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_atom_sites_solution_primary     'Dual Space'
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_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   16.485(3)
_cell_length_b                   24.296(4)
_cell_length_c                   24.715(4)
_cell_measurement_reflns_used    9732
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.74
_cell_measurement_theta_min      3.23
_cell_volume                     9899(3)
_computing_cell_refinement       'APEX3 v2018.1-0 (Bruker AXS)'
_computing_data_collection       'APEX3 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL--2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXT--(Sheldrick 2015)'
_diffrn_ambient_temperature      100(2)
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_diffrn_measurement_device_type  'Bruker D8 venture'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       19
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_diffrn_reflns_limit_k_min       -28
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_diffrn_reflns_limit_l_min       -29
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_diffrn_reflns_point_group_measured_fraction_full 0.995
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_diffrn_reflns_theta_full        67.216
_diffrn_reflns_theta_max         67.216
_diffrn_reflns_theta_min         2.550
_exptl_absorpt_coefficient_mu    0.766
_exptl_absorpt_correction_T_max  0.7333
_exptl_absorpt_correction_T_min  0.6737
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2012)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       Block
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_exptl_crystal_size_mid          0.474
_exptl_crystal_size_min          0.222
_refine_diff_density_max         1.038
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details
; 
 Flack x determined using 7422 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.04(6)
_refine_ls_extinction_method     none
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_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0660
_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^)+(0.1094P)^2^+9.1588P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1824
_refine_ls_wR_factor_ref         0.1839
_reflns_Friedel_coverage         0.839
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                17107
_reflns_number_total             17640
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs0c05225_si_002.cif
_cod_data_source_block           J579
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_crystal_density_meas' value 'Not Measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               4518460
_shelx_shelxl_version_number     2017/1
_computing_bruker_data_scaling   'SADABS V2018/1 (Bruker AXS Inc.)'
_shelx_res_checksum              90077
_shelx_hkl_checksum              89468