Asymmetric Fluorination of α-Branched Cyclohexanones Enabled by a Combination of Chiral Anion Phase-Transfer Catalysis and Enamine Catalysis using Protected Amino Acids.
Yang, Xiaoyu; Phipps, Robert J.; Toste, F. Dean; Journal of the American Chemical Society 136 (2014) 5225–5228; doi:10.1021/ja500882x

data_4121569
_publ_section_title
;
 Asymmetric Fluorination of \a-Branched Cyclohexanones Enabled by a
 Combination of Chiral Anion Phase-Transfer Catalysis and Enamine
 Catalysis using Protected Amino Acids.
;
_journal_issue                   14
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5225
_journal_page_last               5228
_journal_paper_doi               10.1021/ja500882x
_journal_volume                  136
_journal_year                    2014
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; 
 toste92 
;
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_cell_length_c                   18.5821(5)
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_cell_measurement_temperature    100(2)
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_cell_volume                     1124.42(6)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP-32
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_computing_structure_refinement  SHELXL-2013
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_diffrn_source                   'microfocus sealed tube'
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_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.879
_exptl_crystal_description       needle
_exptl_crystal_F_000             616
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_refine_ls_abs_structure_details
; 
 Flack x determined using 775 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   -0.034(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.102
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
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_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0153
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_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0119P)^2^+0.2667P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0276
_refine_ls_wR_factor_ref         0.0278
_reflns_Friedel_coverage         0.655
_reflns_Friedel_fraction_full    0.973
_reflns_Friedel_fraction_max     0.950
_reflns_number_gt                1959
_reflns_number_total             2012
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja500882x_si_001.cif
_cod_data_source_block           toste92
_cod_depositor_comments
;Adding full bibliography for 4121569.cif.

The following automatic conversions were performed:

'_space_group.centring_type' value 'primitive' was replaced with the
value 'P' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_values.lst'.

Automatic conversion script
Id: cif_fix_values 5642 2017-10-24 12:04:52Z antanas 
;
_cod_database_code               4121569
_shelx_estimated_absorpt_t_min   0.848
_shelx_estimated_absorpt_t_max   0.972
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_shelx_hkl_checksum              44718