ortho-C‒H Activation of Thiobenzoic Acid: Synthesis, Characterization, and Reactivity of Iridium Thiobenzoate Complexes
Frasco, Daniel A.; Sommer, Roger D.; Ison, Elon A.; Organometallics 34 (2015) 275–; doi:10.1021/om501115u

data_4085107
_publ_section_title
;
 ortho-C--H Activation of Thiobenzoic Acid: Synthesis, Characterization,
 and Reactivity of Iridium Thiobenzoate Complexes
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              275
_journal_paper_doi               10.1021/om501115u
_journal_volume                  34
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_sum            'C18 H19 Ir O2 S'
_chemical_formula_weight         491.59
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 101.672(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.3288(2)
_cell_length_b                   15.1784(4)
_cell_length_c                   13.2998(4)
_cell_measurement_reflns_used    351
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      34.2104
_cell_measurement_theta_min      2.9871
_cell_volume                     1646.57(8)
_computing_cell_refinement       'APEX2 v2014.9-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker-Nonius X8 Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            39252
_diffrn_reflns_theta_full        35.12
_diffrn_reflns_theta_max         35.12
_diffrn_reflns_theta_min         2.68
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    8.239
_exptl_absorpt_correction_T_max  0.50
_exptl_absorpt_correction_T_min  0.20
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Twinabs used to scale both domains of twin crystal. Mu*r of 2.02 included in
scaling.
 N(1) and Rint(1) refer to singles and composites that include domain 1.

 Rint = 0.0583  for all  124406  observations and
 Rint = 0.0408  for all   28937  observations with I > 3sigma(I)

 Rint is based on agreement between observed single and composite intensities
 and those calculated from refined unique intensities and twin fractions.

   14981 Corrected reflections written to file expert4.hkl
 Reflections merged according to point-group m     
 Minimum and maximum apparent transmission:  0.042809  0.106020
 Additional spherical absorption correction applied with mu*r =  2.0200

 HKLF 5 dataset constructed from all observations involving domain 1
  148862 Corrected reflections written to file expert5.hkl
 Reflections not merged
 Single reflections that also occur in composites omitted
 Racemic twinning not included for all components
 Second component not inverted relative to first
 Minimum and maximum apparent transmission:  0.041360  0.106020
 Additional spherical absorption correction applied with mu*r =  2.0200

;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.983
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.179
_exptl_crystal_size_min          0.099
_refine_diff_density_max         3.279
_refine_diff_density_min         -2.249
_refine_ls_abs_structure_details
;
Flack x determined using 3310 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.009(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    28
_refine_ls_number_parameters     205
_refine_ls_number_reflns         39252
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0426
_refine_ls_R_factor_gt           0.0394
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
w=1/[\s^2^(Fo^2^)+(0.0402P)^2^+14.4298P]
where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0935
_reflns_number_gt                37195
_reflns_number_total             39252
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om501115u_si_002.cif
_cod_data_source_block           II
_cod_depositor_comments
'Adding full bibliography for 4085106--4085109.cif.'
_cod_database_code               4085107
_shelx_res_checksum              70846
_shelx_hkl_checksum              42661