Synthesis of Trifluoromethylated Sultones from Alkenols Using a Copper Photoredox Catalyst.
Rawner, Thomas; Knorn, Matthias; Lutsker, Eugen; Hossain, Asik; Reiser, Oliver; The Journal of organic chemistry 81 (2016) 7139–7147; doi:10.1021/acs.joc.6b01001

data_4036937
_publ_section_title
;
 Synthesis of Trifluoromethylated Sultones from Alkenols Using a Copper
 Photoredox Catalyst.
;
_journal_issue                   16
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              7139
_journal_page_last               7147
_journal_paper_doi               10.1021/acs.joc.6b01001
_journal_volume                  81
_journal_year                    2016
_chemical_formula_moiety         'C18 H17 F3 O3 S'
_chemical_formula_sum            'C18 H17 F3 O3 S'
_chemical_formula_weight         370.40
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_audit_creation_date             2016-04-20
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.675(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.15161(18)
_cell_length_b                   9.9023(2)
_cell_length_c                   18.6303(4)
_cell_measurement_reflns_used    5937
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      73.3520
_cell_measurement_theta_min      4.7380
_cell_volume                     1676.87(6)
_computing_cell_refinement       'CrysAlisPro 1.171.38.37b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.37b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.37b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_detector_area_resol_mean 5.1773
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9914
_diffrn_measured_fraction_theta_max 0.9593
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w   -112.00 -14.00   1.00    1.00    --  -40.71 -37.00 -60.00   98
  2  \w    -58.00  17.00   1.00    1.00    --  -40.71  37.00 120.00   75
  3  \w     35.00  61.00   1.00    5.00    --  106.98 -30.00-150.00   26
  4  \w     30.00  67.00   1.00    5.00    --  106.98 -30.00 -90.00   37
  5  \w     37.00  69.00   1.00    5.00    --  106.98 -30.00 -60.00   32
  6  \w     36.00  73.00   1.00    5.00    --  106.98 -45.00-180.00   37
  7  \w     39.00  69.00   1.00    5.00    --  106.98 -30.00 -30.00   30
  8  \w     33.00  68.00   1.00    5.00    --  106.98 -30.00  30.00   35
  9  \w     30.00 137.00   1.00    5.00    --  106.98 -77.00 -60.00  107
 10  \w     39.00 148.00   1.00    5.00    --  106.98 -15.00  90.00  109
 11  \w   -117.00 -14.00   1.00    1.00    --  -40.71 -37.00 120.00  103
 12  \w   -115.00 -11.00   1.00    1.00    --  -40.71 -57.00  60.00  104
 13  \w      2.00  98.00   1.00    1.00    --   40.71-125.00-120.00   96
 14  \w     76.00 155.00   1.00    5.00    --  106.98  30.00 -60.00   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0220
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            8691
_diffrn_reflns_theta_full        67.5000
_diffrn_reflns_theta_max         73.49
_diffrn_reflns_theta_min         4.78
_exptl_absorpt_coefficient_mu    2.148
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.924
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.37b (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.4670
_exptl_crystal_description       prism
_exptl_crystal_F_000             772.1902
_exptl_crystal_size_max          0.224
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.083
_refine_diff_density_max         0.3350
_refine_diff_density_min         -0.4052
_refine_diff_density_rms         0.0528
_refine_ls_d_res_high            0.8041
_refine_ls_d_res_low             9.2520
_refine_ls_goodness_of_fit_ref   1.0387
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    35
_refine_ls_number_parameters     235
_refine_ls_number_reflns         3251
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.0374
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0318
_refine_ls_shift/su_max          0.0919
_refine_ls_shift/su_mean         0.0028
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0487P)^2^+0.5889P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0865
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              12
_reflns_limit_k_min              0
_reflns_limit_l_max              23
_reflns_limit_l_min              0
_reflns_number_gt                2954
_reflns_number_total             3251
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            jo6b01001_si_002.cif
_cod_data_source_block           o070
_cod_database_code               4036937
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C1-F1 \\sim C1-F2 \\sim C1-F1 \\sim C1-F3
 with sigma of 0.01
 F1-F2 \\sim F1-F3 \\sim F1-F2 \\sim F2-F3
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(F1) = Uanis(F1A)
Uanis(F3) = Uanis(F3A)
Uanis(F2) = Uanis(F2A)
4. Others
 Sof(F1A)=Sof(F3A)=Sof(F2A)=1-FVAR(1)
 Sof(F1)=Sof(F3)=Sof(F2)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C3(H3)
5.b Secondary CH2 refined with riding coordinates:
 C4(H4a,H4b), C6(H6a,H6b), C2(H2a,H2b)
5.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C8(H8), C15(H15), C16(H16), C18(H18), C9(H9), C12(H12), C10(H10),
 C11(H11), C17(H17)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;