N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex-Catalyzed Suzuki-Miyaura Coupling of Aryl Sulfonates with Arylboronic Acids
Zhan-Yong Wang; Gao-Qi Chen; Li-Xiong Shao; Journal of Organic Chemistry 77 (2012) 6608–6614; doi:10.1021/jo301270t

data_4027365
_publ_section_title
;
 N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex-Catalyzed
 Suzuki-Miyaura Coupling of Aryl Sulfonates with Arylboronic Acids
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6608
_journal_page_last               6614
_journal_paper_doi               10.1021/jo301270t
_journal_volume                  77
_journal_year                    2012
_chemical_formula_sum            'C31 H46 Cl2 N3 O1.5 Pd'
_chemical_formula_weight         662.01
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.557(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   16.4227(16)
_cell_length_b                   18.4780(19)
_cell_length_c                   25.266(3)
_cell_measurement_temperature    298(2)
_cell_volume                     7453.6(14)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            44271
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    0.666
_exptl_absorpt_correction_T_max  0.8511
_exptl_absorpt_correction_T_min  0.7954
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_density_diffrn    1.180
_exptl_crystal_F_000             2760
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_refine_diff_density_max         2.128
_refine_diff_density_min         -0.705
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     716
_refine_ls_number_reflns         13322
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0581
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1418P)^2^+12.9194P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2081
_refine_ls_wR_factor_ref         0.2229
_reflns_number_gt                10928
_reflns_number_total             13322
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo301270t_si_002.cif
_cod_data_source_block           mo_20120626c_0m
_cod_depositor_comments
;

2025-10-08
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C62 H92 Cl4 N6 O3 Pd2'
_cod_original_formula_weight         1324.02
_cod_original_formula_units_Z            4
_cod_original_cell_volume        7453.5(13)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4027365