Pd-Catalyzed Diastereoselective Trifluoromethylthiolation of Functionalized Acrylamides.
Zhao, Qun; Poisson, Thomas; Pannecoucke, Xavier; Bouillon, Jean-Philippe; Besset, Tatiana; Organic letters 19 (2017) 5106–5109; doi:10.1021/acs.orglett.7b02384

data_1547234
_publ_section_title
;
 Pd-Catalyzed Diastereoselective Trifluoromethylthiolation of
 Functionalized Acrylamides.
;
_journal_issue                   19
_journal_name_full               'Organic letters'
_journal_page_first              5106
_journal_page_last               5109
_journal_paper_doi               10.1021/acs.orglett.7b02384
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C23 H21 F3 N2 O S'
_chemical_formula_sum            'C23 H21 F3 N2 O S'
_chemical_formula_weight         430.49
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_creation_date             17-07-24
_audit_creation_method           CRYSTALS_ver_14.40
_cell_angle_alpha                90.0
_cell_angle_beta                 104.466(10)
_cell_angle_gamma                90.0
_cell_formula_units_Z            16
_cell_length_a                   17.843(2)
_cell_length_b                   22.6128(17)
_cell_length_c                   23.019(2)
_cell_measurement_reflns_used    9699
_cell_measurement_temperature    293
_cell_measurement_theta_max      23
_cell_measurement_theta_min      3
_cell_volume                     8993.3(15)
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            63445
_diffrn_reflns_theta_full        25.206
_diffrn_reflns_theta_max         29.654
_diffrn_reflns_theta_min         2.626
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             3584
_exptl_crystal_size_max          0.373
_exptl_crystal_size_mid          0.289
_exptl_crystal_size_min          0.257
_refine_diff_density_max         0.99
_refine_diff_density_min         -1.16
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.1344
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1081
_refine_ls_number_reflns         9150
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1823
_refine_ls_R_factor_gt           0.0811
_refine_ls_shift/su_max          0.0008060
_refine_ls_shift/su_mean         0.0000274
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 13.1 15.3 11.1 2.23 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1590
_refine_ls_wR_factor_gt          0.0896
_refine_ls_wR_factor_ref         0.0896
_reflns_limit_h_max              23
_reflns_limit_h_min              -24
_reflns_limit_k_max              31
_reflns_limit_k_min              0
_reflns_limit_l_max              29
_reflns_limit_l_min              0
_reflns_number_gt                9150
_reflns_number_total             21788
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.0811
_oxford_refine_ls_scale          1.001(2)
_oxford_reflns_number_all        21733
_oxford_reflns_threshold_expression_ref I>2.0\s(I)
_oxford_structure_analysis_title 'analytical in P 21/n'
_cod_data_source_file            ol7b02384_si_002.cif
_cod_data_source_block           global
_cod_depositor_comments
;
          Adding full bibliography for 1547234.cif.

2019-01-19
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_cell_volume        8993(1)
_cod_original_sg_symbol_H-M      'P 1 21/n 1 '
_cod_original_formula_moiety     'C92 H84 F12 N8 O4 S4'
_cod_original_formula_sum        'C92 H84 F12 N8 O4 S4'
_cod_original_formula_units_Z    4
_cod_original_formula_weight     1721.97
_cod_database_code               1547234
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
U(IJ)'S  0.0, 0.001000 = C(41) TO C(43) 
U(IJ)'S  0.0, 0.001000 = C(38) TO C(41) 
END                                                                             
;