Ir(iii)-catalyzed <i>ortho</i> C-H alkylations of (hetero)aromatic aldehydes using alkyl boron reagents.
Chen, Xiao-Yang; Sorensen, Erik J.; Chemical science 9 (2018) 8951–8956; doi:10.1039/c8sc03606c

data_1550018
_publ_section_title
;
 Ir(iii)-catalyzed <i>ortho</i> C-H alkylations of (hetero)aromatic
 aldehydes using alkyl boron reagents.
;
_journal_issue                   48
_journal_name_full               'Chemical science'
_journal_page_first              8951
_journal_page_last               8956
_journal_paper_doi               10.1039/c8sc03606c
_journal_volume                  9
_journal_year                    2018
_chemical_formula_sum            'C23 H24 Cl F Ir N'
_chemical_formula_weight         561.08
_chemical_name_common            XC7
_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
_audit_update_record
;
2018-08-13 deposited with the CCDC.
2018-10-01 downloaded from the CCDC.
;
_cell_angle_alpha                82.9875(15)
_cell_angle_beta                 85.2833(17)
_cell_angle_gamma                74.7986(16)
_cell_formula_units_Z            2
_cell_length_a                   9.2681(5)
_cell_length_b                   10.4733(5)
_cell_length_c                   10.8722(5)
_cell_measurement_reflns_used    9791
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      36.3801
_cell_measurement_theta_min      2.6226
_cell_volume                     1009.40(9)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_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 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Photon 100 CMOS'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            61710
_diffrn_reflns_theta_full        33.14
_diffrn_reflns_theta_max         33.14
_diffrn_reflns_theta_min         2.03
_diffrn_source                   'I\mS microfocus source'
_exptl_absorpt_coefficient_mu    6.733
_exptl_absorpt_correction_T_max  0.52
_exptl_absorpt_correction_T_min  0.38
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_crystal_colour            'translucent intense orange'
_exptl_crystal_density_diffrn    1.846
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.166
_exptl_crystal_size_min          0.113
_refine_diff_density_max         2.289
_refine_diff_density_min         -0.813
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     249
_refine_ls_number_reflns         7679
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0251
_refine_ls_R_factor_gt           0.0217
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0197P)^2^+0.7300P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0474
_refine_ls_wR_factor_ref         0.0483
_reflns_number_gt                7162
_reflns_number_total             7679
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8sc03606c2.cif
_cod_data_source_block           PDJXC7a
_cod_depositor_comments          'Adding full bibliography for 1550018.cif.'
_cod_database_code               1550018
_shelx_res_checksum              28021