Pd-Catalyzed Perfluoroalkylative Aryloxycarbonylation of Alkynes with Formates as CO Surrogates
Gatlik, Beata; Chaładaj, Wojciech; ACS Catalysis  (2021) 6547–6559; doi:10.1021/acscatal.1c00671

data_4518732
_publ_section_title
;
 Pd-Catalyzed Perfluoroalkylative Aryloxycarbonylation of Alkynes with
 Formates as CO Surrogates
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              6547
_journal_page_last               6559
_journal_paper_doi               10.1021/acscatal.1c00671
_journal_year                    2021
_chemical_formula_moiety         'C24.40 H20.20 B F9 O4, 0.6(C H3)'
_chemical_formula_sum            'C25 H22 B F9 O4'
_chemical_formula_weight         568.23
_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'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 97.393(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.977(3)
_cell_length_b                   11.6497(18)
_cell_length_c                   12.004(2)
_cell_measurement_reflns_used    2572
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      66.56
_cell_measurement_theta_min      2.35
_cell_volume                     2631.7(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0726
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            44377
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         66.565
_diffrn_reflns_theta_min         2.348
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.216
_exptl_absorpt_correction_T_max  0.8240
_exptl_absorpt_correction_T_min  0.5960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.506
_exptl_crystal_size_mid          0.321
_exptl_crystal_size_min          0.176
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         4571
_refine_ls_number_restraints     29
_refine_ls_restrained_S_all      1.166
_refine_ls_R_factor_all          0.1514
_refine_ls_R_factor_gt           0.1029
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1698P)^2^+2.4527P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3031
_refine_ls_wR_factor_ref         0.3510
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2572
_reflns_number_total             4571
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs1c00671_si_001.cif
_cod_data_source_block           GAT_02_135_0ma
_cod_original_cell_volume        2631.7(8)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4518732
_shelx_estimated_absorpt_t_min   0.578
_shelx_estimated_absorpt_t_max   0.814
_shelxl_version_number           2014-3
_shelx_res_checksum              25501
_shelx_hkl_checksum              24797