Enhancing activity and selectivity of palladium catalysts in ketone α-arylation by tailoring the imine chelate of pyridinium amidate (PYA) ligands.
Reusser, Esaïe; Aeschlimann, Michael; Albrecht, Martin; Catalysis science & technology 15 (2025) 867–877; doi:10.1039/d4cy01337a

data_1573473
_publ_section_title
;
 Enhancing activity and selectivity of palladium catalysts in ketone
 &#x3b1;-arylation by tailoring the imine chelate of pyridinium amidate
 (PYA) ligands.
;
_journal_issue                   3
_journal_name_full               'Catalysis science &amp; technology'
_journal_page_first              867
_journal_page_last               877
_journal_paper_doi               10.1039/d4cy01337a
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         'C11 H11 Cl2 N3 O2 Pd'
_chemical_formula_sum            'C11 H11 Cl2 N3 O2 Pd'
_chemical_formula_weight         394.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_audit_creation_date             2023-11-03
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;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
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_audit_update_record
;
2024-10-30 deposited with the CCDC.	2024-12-18 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.131(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
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_cell_length_c                   14.9332(3)
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_cell_measurement_theta_min      2.3210
_cell_volume                     2824.10(9)
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_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     -9.00  90.00   0.50    1.50    --   13.29  58.00 -74.00  198
  2  \w    -35.00  63.00   0.50    1.50    --  -13.44  58.00 -74.00  196
  3  \w    -90.00   9.00   0.50    1.50    --  -13.44 -58.00 144.00  198
  4  \w    -90.00   8.00   0.50    1.50    --  -13.44 -57.00   0.00  196
  5  \w    -19.00  29.00   0.50    1.50    --  -13.44 -99.00 -90.00   96
  6  \w    -25.00  68.00   0.50    1.50    --  -13.44  19.00 -90.00  186
  7  \w    -19.00  29.00   0.50    1.50    --  -13.44 -99.00  30.00   96
  8  \w    -18.00  55.00   0.50    1.50    --   13.29 -99.00 150.00  146
  9  \w    -18.00  55.00   0.50    1.50    --   13.29 -99.00  30.00  146
 10  \w    -18.00  55.00   0.50    1.50    --   13.29 -99.00-120.00  146
 11  \w    -89.00 -40.00   0.50    1.50    --  -13.44 178.00 -60.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
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_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0203827000
_diffrn_orient_matrix_UB_12      -0.0014199000
_diffrn_orient_matrix_UB_13      -0.0397536000
_diffrn_orient_matrix_UB_21      -0.0143687000
_diffrn_orient_matrix_UB_22      -0.0639918000
_diffrn_orient_matrix_UB_23      0.0134962000
_diffrn_orient_matrix_UB_31      -0.0261702000
_diffrn_orient_matrix_UB_32      0.0362401000
_diffrn_orient_matrix_UB_33      0.0222852000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0145
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            41482
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         2.076
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.692
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.746
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
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            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.856
_exptl_crystal_description       block
_exptl_crystal_F_000             1552
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.113
_exptl_crystal_size_min          0.087
_refine_diff_density_max         0.824
_refine_diff_density_min         -0.508
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         4316
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0222
_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^)+(0.0300P)^2^+3.6581P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0584
_refine_ls_wR_factor_ref         0.0595
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3989
_reflns_number_total             4316
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cy01337a2.cif
_cod_data_source_block           23ma081_absorption_really
_cod_depositor_comments
'Adding full bibliography for 1573473--1573476.cif.'
_cod_database_code               1573473
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C96  H88  Cl16  N24  O8  Pd8  '
_shelx_estimated_absorpt_t_max   0.867
_shelx_estimated_absorpt_t_min   0.787
_olex2_refinement_description
;
;
_shelx_res_checksum              61753
_shelx_hkl_checksum              25978
_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 1.413
_oxdiff_exptl_absorpt_empirical_full_min 0.732