Organocatalytic Enantioselective Michael-Michael-Michael-Aldol Condensation Reactions: Control of Six Stereocenters in a Quadruple-Cascade Asymmetric Synthesis of Polysubstituted Spirocyclic Oxindoles.
Chaudhari, Prakash D.; Hong, Bor-Cherng; Lee, Gene-Hsiang; Organic letters 19 (2017) 6112–6115; doi:10.1021/acs.orglett.7b02962

data_1547863
_publ_section_title
;
 Organocatalytic Enantioselective Michael-Michael-Michael-Aldol
 Condensation Reactions: Control of Six Stereocenters in a
 Quadruple-Cascade Asymmetric Synthesis of Polysubstituted Spirocyclic
 Oxindoles.
;
_journal_issue                   22
_journal_name_full               'Organic letters'
_journal_page_first              6112
_journal_page_last               6115
_journal_paper_doi               10.1021/acs.orglett.7b02962
_journal_volume                  19
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_sum            'C31.5 H27 F2 N2 O4.5'
_chemical_formula_weight         543.55
_space_group_crystal_system      monoclinic
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_space_group_name_Hall           'C 2y'
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_symmetry_space_group_name_Hall  'C 2y'
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_cell_angle_gamma                90
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_cell_length_a                   24.0915(5)
_cell_length_b                   9.3008(2)
_cell_length_c                   12.4495(3)
_cell_measurement_reflns_used    9983
_cell_measurement_temperature    200(2)
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_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
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_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
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_diffrn_ambient_temperature      200(2)
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_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
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_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.988
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_diffrn_reflns_theta_full        67.679
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_exptl_absorpt_coefficient_mu    0.809
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_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       needle
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_refine_ls_abs_structure_details
; 
 Flack x determined using 2369 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_method     none
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_refine_ls_R_factor_all          0.0294
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0409P)^2^+0.8055P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0769
_refine_ls_wR_factor_ref         0.0771
_reflns_Friedel_coverage         0.870
_reflns_Friedel_fraction_full    0.985
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                5133
_reflns_number_total             5159
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b02962_si_003.cif
_cod_data_source_block           ic18257
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_absolute_configuration' value 'AD' changed to 'ad'
according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 1547860--1547863.cif.
;
_cod_original_formula_sum        'C31.50 H27 F2 N2 O4.50'
_cod_database_code               1547863
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.747
_shelx_estimated_absorpt_t_max   0.925
_shelx_res_checksum              97471
_shelx_hkl_checksum              80755