The role of the stabilizing/leaving group in palladium catalysed cross-coupling reactions.
Palio, Lorenzo; Bru, Francis; Ruggiero, Tommaso; Bourda, Laurens; Van Hecke, Kristof; Cazin, Catherine; Nolan, Steven P.; Dalton transactions (Cambridge, England : 2003) 53 (2024) 18013–18020; doi:10.1039/d4dt02533d

data_7717251
_publ_section_title
;
 The role of the stabilizing/leaving group in palladium catalysed
 cross-coupling reactions.
;
_journal_issue                   44
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              18013
_journal_page_last               18020
_journal_paper_doi               10.1039/d4dt02533d
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C26 H22 Cl2 Pd2'
_chemical_formula_sum            'C26 H22 Cl2 Pd2'
_chemical_formula_weight         618.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-07-27
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-07-03 deposited with the CCDC.	2024-10-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.767(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.7576(2)
_cell_length_b                   5.86520(10)
_cell_length_c                   17.7802(3)
_cell_measurement_reflns_used    6851
_cell_measurement_temperature    293.15(1)
_cell_measurement_theta_max      73.1740
_cell_measurement_theta_min      4.0480
_cell_volume                     1185.64(4)
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293.15(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -87.00  -6.00   1.00    1.00    --  -41.68 125.00 -30.00   81
  2  \w   -116.00 -17.00   1.00    1.00    --  -41.68 -38.00 150.00   99
  3  \w    -21.00  74.00   1.00    1.00    --   41.68 -77.00 -60.00   95
  4  \w     97.00 178.00   1.00   12.50    --  106.01 125.00   0.00   81
  5  \w     33.00 132.00   1.00   12.50    --  106.01 -45.00-120.00   99
  6  \w    103.00 178.00   1.00   12.50    --  106.01  77.00 -90.00   75
  7  \w     34.00 135.00   1.00   12.50    --  106.01 -61.00 150.00  101
  8  \w     18.00 178.00   1.00   12.50    --  106.01   0.00-120.00  160
  9  \w   -115.00 -14.00   1.00    1.00    --  -41.68 -57.00   0.00  101
 10  \w   -115.00 -14.00   1.00    1.00    --  -41.68 -57.00 -90.00  101
 11  \w     33.00 112.00   1.00   12.50    --  106.01-125.00 120.00   79
 12  \w     77.00 178.00   1.00   12.50    --  106.01  61.00 -60.00  101
 13  \w     77.00 178.00   1.00   12.50    --  106.01  61.00  90.00  101
 14  \w     53.00 178.00   1.00   12.50    --  106.01  15.00  60.00  125
 15  \w   -115.00 -14.00   1.00    1.00    --  -41.68 -57.00  90.00  101
 16  \w    -87.00  -6.00   1.00    1.00    --  -41.68 125.00 120.00   81
 17  \w     33.00 112.00   1.00   12.50    --  106.01-125.00  60.00   79
 18  \w     77.00 178.00   1.00   12.50    --  106.01  61.00-180.00  101
 19  \w     80.00 178.00   1.00   12.50    --  106.01  45.00 150.00   98
 20  \w     77.00 178.00   1.00   12.50    --  106.01  61.00-120.00  101
 21  \w   -115.00 -14.00   1.00    1.00    --  -41.68 -57.00-180.00  101
 22  \w    -66.00  33.00   1.00    1.00    --  -41.68  38.00-120.00   99
 23  \w     33.00 112.00   1.00   12.50    --  106.01-125.00-180.00   79
 24  \w     77.00 166.00   1.00   12.50    --  106.01  61.00 -90.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0898509000
_diffrn_orient_matrix_UB_12      -0.1909594000
_diffrn_orient_matrix_UB_13      0.0003170000
_diffrn_orient_matrix_UB_21      0.0496353000
_diffrn_orient_matrix_UB_22      -0.1373466000
_diffrn_orient_matrix_UB_23      -0.0583062000
_diffrn_orient_matrix_UB_31      0.0884546000
_diffrn_orient_matrix_UB_32      -0.1168568000
_diffrn_orient_matrix_UB_33      0.0680461000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0488
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            16213
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.674
_diffrn_reflns_theta_min         4.078
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    14.377
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.513
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_description       needle
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.613
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     136
_refine_ls_number_reflns         2384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0312
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0401P)^2^+0.1968P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0830
_refine_ls_wR_factor_ref         0.0913
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2006
_reflns_number_total             2384
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt02533d2.cif
_cod_data_source_block           fb183_dcmhex2
_cod_depositor_comments
'Adding full bibliography for 7717248--7717252.cif.'
_cod_database_code               7717251
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H Cl Pd'
_shelx_estimated_absorpt_t_max   0.393
_shelx_estimated_absorpt_t_min   0.091
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2), C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9), C10(H10), C11(H11), C13(H13)
;
_shelx_res_checksum              46337
_shelx_hkl_checksum              67753
_olex2_date_sample_data_collection 2022-07-26
_olex2_exptl_crystal_mounting_method 'Mounted on a LythoLoop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 6.350
_oxdiff_exptl_absorpt_empirical_full_min 0.675