Iridium(III)-Catalyzed Branch-Selective C‒H Alkenylation of Aniline Derivatives with Alkenes
Khake, Shrikant M.; Yamazaki, Ken; Ano, Yusuke; Chatani, Naoto; ACS Catalysis  (2021) 5463–5471; doi:10.1021/acscatal.1c00714

data_4518672
_publ_section_title
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 Iridium(III)-Catalyzed Branch-Selective C--H Alkenylation of Aniline
 Derivatives with Alkenes
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              5463
_journal_page_last               5471
_journal_paper_doi               10.1021/acscatal.1c00714
_journal_year                    2021
_chemical_formula_moiety         'C21 H25 Cl Ir N3'
_chemical_formula_sum            'C21 H25 Cl Ir N3'
_chemical_formula_weight         547.12
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                76.5190(19)
_cell_angle_beta                 88.790(2)
_cell_angle_gamma                86.768(2)
_cell_formula_units_Z            12
_cell_length_a                   11.1967(4)
_cell_length_b                   22.1378(5)
_cell_length_c                   24.3143(5)
_cell_measurement_reflns_used    13570
_cell_measurement_temperature    123
_cell_measurement_theta_max      68.07
_cell_measurement_theta_min      3.80
_cell_volume                     5851.2(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1231
_diffrn_reflns_Laue_measured_fraction_full 0.000
_diffrn_reflns_Laue_measured_fraction_max 0.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            64754
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_theta_full        68.760
_diffrn_reflns_theta_max         68.760
_diffrn_reflns_theta_min         3.739
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    14.279
_exptl_absorpt_correction_T_max  0.240
_exptl_absorpt_correction_T_min  0.039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.863
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             3192.00
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         7.70
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_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     1405
_refine_ls_number_reflns         21022
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1391
_refine_ls_R_factor_gt           0.1148
_refine_ls_shift/su_max          0.196
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3017
_refine_ls_wR_factor_ref         0.3475
_reflns_number_gt                10759
_reflns_number_total             21022
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            cs1c00714_si_005.cif
_cod_data_source_block           xcalibur
_cod_depositor_comments
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The following automatic conversions were performed:

data name '_atom_site_symetry_multiplicity' was replaced with
'_atom_site_symmetry_multiplicity' as specified in the replacement
file
'/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/lists/replacement-tags.lst'.

Automatic conversion script
Id: cif_correct_tags 7550 2019-12-06 10:49:48Z antanas 
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_cod_database_code               4518672