The dual role of thiourea in the thiotrifluoromethylation of alkenes.
Ricci, Paolo; Khotavivattana, Tanatorn; Pfeifer, Lukas; Médebielle, Maurice; Morphy, John Richard; Gouverneur, Véronique; Chemical science 8 (2017) 1195–1199; doi:10.1039/c6sc02790c

data_1544234
_publ_section_title
;
 The dual role of thiourea in the thiotrifluoromethylation of alkenes.
;
_journal_issue                   2
_journal_name_full               'Chemical science'
_journal_page_first              1195
_journal_page_last               1199
_journal_paper_doi               10.1039/c6sc02790c
_journal_volume                  8
_journal_year                    2017
_chemical_formula_moiety         'C18 H17 F3 N2 O1 S1'
_chemical_formula_sum            'C18 H17 F3 N2 O S'
_chemical_formula_weight         366.41
_chemical_melting_point          137.0(10)
_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             2016-04-14
_audit_creation_method           CRYSTALS_ver_14.61_build_5555
_audit_update_record
;
2016-04-14 deposited with the CCDC.
2016-09-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.540(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.2695(4)
_cell_length_b                   5.9545(2)
_cell_length_c                   19.0281(7)
_cell_measurement_reflns_used    3913
_cell_measurement_temperature    150
_cell_measurement_theta_max      76
_cell_measurement_theta_min      4
_cell_volume                     1729.45(10)
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_collection       'SuperNova, (Oxford Diffraction, 2010)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_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    'SHELXS 86 (Sheldrick, 1986)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction SuperNova'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.017
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3587
_diffrn_reflns_theta_full        73.785
_diffrn_reflns_theta_max         76.067
_diffrn_reflns_theta_min         3.664
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.022
_exptl_absorpt_correction_T_max  0.82
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro, (Agilent, 2011)'
_exptl_crystal_colour            clear_pale_colourless
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             760.000
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.22
_refine_diff_density_min         -0.86
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9831
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     422
_refine_ls_number_reflns         3575
_refine_ls_number_restraints     949
_refine_ls_R_factor_all          0.1033
_refine_ls_R_factor_gt           0.0976
_refine_ls_shift/su_max          0.0028015
_refine_ls_shift/su_mean         0.0003353
_refine_ls_structure_factor_coef Fsqd
_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: 
 0.430E+04 0.726E+04 0.443E+04 0.182E+04 407. 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.2648
_refine_ls_wR_factor_gt          0.2580
_refine_ls_wR_factor_ref         0.2648
_reflns_limit_h_max              19
_reflns_limit_h_min              -19
_reflns_limit_k_max              7
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                3209
_reflns_number_total             3587
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   3.74
_oxford_diffrn_Wilson_scale      0.05
_oxford_refine_ls_r_factor_ref   0.1033
_oxford_refine_ls_scale          5.4(2)
_oxford_reflns_number_all        3575
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_oxford_structure_analysis_title 107lp15
_cod_data_source_file            c6sc02790c2.cif
_cod_data_source_block           Structure-2oa
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '136-138' was changed to '137.0(10)'
- the average value was taken and precision was estimated.

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 1544232--1544234.cif.

 Adding full bibliography for 1544232--1544234.cif.
;
_cod_original_sg_symbol_H-M      'P 21/n '
_cod_original_formula_sum        'C18 H17 F3 N2 O1 S1'
_cod_database_code               1544234