C-H Alkylation via Multisite-Proton-Coupled Electron Transfer of an Aliphatic C-H Bond.
Morton, Carla M.; Zhu, Qilei; Ripberger, Hunter; Troian-Gautier, Ludovic; Toa, Zi S. D.; Knowles, Robert R.; Alexanian, Erik J.; Journal of the American Chemical Society 141 (2019) 13253–13260; doi:10.1021/jacs.9b06834

data_4127832
_publ_section_title
;
 C-H Alkylation via Multisite-Proton-Coupled Electron Transfer of an
 Aliphatic C-H Bond.
;
_journal_issue                   33
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13253
_journal_page_last               13260
_journal_paper_doi               10.1021/jacs.9b06834
_journal_volume                  141
_journal_year                    2019
_chemical_formula_sum            'C24.5 H14 Cl F8 Ir0.5 N2 O2 P0.5'
_chemical_formula_weight         667.41
_chemical_name_common            AFM-I-062A
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                68.9353(13)
_cell_angle_beta                 84.6440(14)
_cell_angle_gamma                62.9903(13)
_cell_formula_units_Z            4
_cell_length_a                   13.8502(6)
_cell_length_b                   13.9872(6)
_cell_length_c                   14.9552(6)
_cell_measurement_reflns_used    207
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      30.8668
_cell_measurement_theta_min      1.4354
_cell_volume                     2400.19(18)
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service vV6.2.6'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT (Sheldrick, 2016)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Photon 100 CMOS'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            136171
_diffrn_reflns_theta_full        34.97
_diffrn_reflns_theta_max         34.97
_diffrn_reflns_theta_min         2.65
_diffrn_source                   'I\mS microfocus source'
_exptl_absorpt_coefficient_mu    3.040
_exptl_absorpt_correction_T_max  0.36
_exptl_absorpt_correction_T_min  0.27
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            'translucent intense yellow'
_exptl_crystal_density_diffrn    1.847
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular prism'
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.554
_exptl_crystal_size_mid          0.510
_exptl_crystal_size_min          0.415
_refine_diff_density_max         2.372
_refine_diff_density_min         -0.792
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     759
_refine_ls_number_reflns         21027
_refine_ls_number_restraints     63
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0263
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0275P)^2^+1.6787P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0578
_refine_ls_wR_factor_ref         0.0601
_reflns_number_gt                19133
_reflns_number_total             21027
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b06834_si_002.cif
_cod_data_source_block           PDJAM3a
_cod_original_formula_sum        'C24.50 H14 Cl F8 Ir0.50 N2 O2 P0.50'
_cod_database_code               4127832
_shelx_res_checksum              98434
_shelx_hkl_checksum              4210
_shelx_fab_checksum              95552