A Robust [Pd(BIAN-IPr#)Cl2(H2O)] Catalyst Employing Water as a Disposable Ligand for C–S Cross Coupling of Aryl Chlorides and Thiols
Quan, Ziyi; Wang, Zheng; Liu, Yaxu; Sun, Yuanchao; Wang, Bo; Dalton Transactions  (2026) –; doi:10.1039/D6DT00623J

data_7720850
_publ_section_title
;
 A robust [Pd(BIAN-IPr<sup>#</sup>)Cl<sub>2</sub>(H<sub>2</sub>O)]
 catalyst employing water as a disposable ligand for C-S cross coupling of
 aryl chlorides and thiols.
;
_journal_issue                   17
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6934
_journal_page_last               6943
_journal_paper_doi               10.1039/d6dt00623j
_journal_volume                  55
_journal_year                    2026
_chemical_formula_moiety         'C93 H74 Cl2 N2 O Pd, C H2 Cl2, 1[CH2Cl2]'
_chemical_formula_sum            'C95 H78 Cl6 N2 O Pd'
_chemical_formula_weight         1582.69
_chemical_name_systematic        Pd(IPr#)Cl2(OH2)
_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   mixed
_atom_sites_solution_primary     iterative
_audit_block_doi                 10.5517/ccdc.csd.cc2qgx7c
_audit_creation_date             2021-08-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2025-12-17 deposited with the CCDC.	2026-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                97.331(2)
_cell_angle_beta                 94.758(2)
_cell_angle_gamma                90.248(2)
_cell_formula_units_Z            2
_cell_length_a                   14.4613(3)
_cell_length_b                   16.7550(4)
_cell_length_c                   16.9010(4)
_cell_measurement_reflns_used    17536
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      73.6910
_cell_measurement_theta_min      3.0380
_cell_volume                     4047.16(16)
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4839
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.976
_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    -66.00  33.00   1.00    2.50    --  -41.68  38.00-120.00   99
  2  \w    -87.00  -6.00   1.00    2.50    --  -41.68 125.00 150.00   81
  3  \w    -70.00  31.00   1.00    2.50    --  -41.68  57.00  90.00  101
  4  \w   -115.00 -14.00   1.00    2.50    --  -41.68 -57.00 -60.00  101
  5  \w     33.00 132.00   1.00   13.50    --  106.01 -45.00 150.00   99
  6  \w     33.00 132.00   1.00   13.50    --  106.01 -45.00  30.00   99
  7  \w    103.00 178.00   1.00   13.50    --  106.01  77.00  30.00   75
  8  \w     23.00 107.00   1.00   13.50    --  106.01 -94.00   0.00   84
  9  \w     33.00 112.00   1.00   13.50    --  106.01-125.00 -90.00   79
 10  \w     34.00 135.00   1.00   13.50    --  106.01 -61.00 -90.00  101
 11  \w     33.00 112.00   1.00   13.50    --  106.01-125.00-150.00   79
 12  \w     33.00 132.00   1.00   13.50    --  106.01 -45.00 -30.00   99
 13  \w     23.00 107.00   1.00   13.50    --  106.01 -94.00  90.00   84
 14  \w     23.00 107.00   1.00   13.50    --  106.01 -94.00 -96.00   84
 15  \w     18.00 178.00   1.00   13.50    --  106.01   0.00  30.00  160
 16  \w   -115.00 -14.00   1.00    2.50    --  -41.68 -57.00 120.00  101
 17  \w      9.00  33.00   1.00    2.50    --   41.68  79.00-113.77   24
;
_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      -0.0521014000
_diffrn_orient_matrix_UB_12      0.0500754000
_diffrn_orient_matrix_UB_13      0.0646421000
_diffrn_orient_matrix_UB_21      -0.0186368000
_diffrn_orient_matrix_UB_22      0.0648648000
_diffrn_orient_matrix_UB_23      -0.0560288000
_diffrn_orient_matrix_UB_31      -0.0914766000
_diffrn_orient_matrix_UB_32      -0.0433709000
_diffrn_orient_matrix_UB_33      -0.0344772000
_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  0.0329
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            39708
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.893
_diffrn_reflns_theta_min         2.645
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.046
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.779
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
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    1.299
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1636
_exptl_crystal_preparation       Synthesis
_exptl_crystal_recrystallization_method 'Pentane diffusion in DCM'
_exptl_crystal_size_max          0.119
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.073
_refine_diff_density_max         1.325
_refine_diff_density_min         -1.795
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     925
_refine_ls_number_reflns         15994
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0375
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0507P)^2^+1.8102P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.0980
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13743
_reflns_number_total             15994
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6dt00623j2.cif
_cod_data_source_block           vl334l
_cod_depositor_comments
'Adding full bibliography for 7720849--7720851.cif.'
_cod_database_code               7720850
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C186 H144 Cl4 N4 Pd2'
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H94A,H94B} of C94
 At 1.5 times of:
  {H1A,H1B} of C94
2. Restrained distances
 O1-H1A = O1-H1B
 0.84 with sigma of 0.01
3.a Ternary CH refined with riding coordinates:
 C68(H68), C10(H10), C81(H81), C55(H55), C23(H23), C36(H36)
3.b Secondary CH2 refined with riding coordinates:
 C94(H94A,H94B)
3.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C2(H2), C8(H8), C53(H53), C18(H18), C29(H29), C76(H76),
 C16(H16), C51(H51), C87(H87), C28(H28), C22(H22), C38(H38), C57(H57), C86(H86),
  C77(H77), C80(H80), C15(H15), C21(H21), C74(H74), C19(H19), C48(H48),
 C25(H25), C42(H42), C67(H67), C79(H79), C44(H44), C78(H78), C83(H83), C47(H47),
  C27(H27), C73(H73), C85(H85), C20(H20), C61(H61), C31(H31), C93(H93),
 C63(H63), C84(H84), C12(H12), C26(H26), C72(H72), C70(H70), C89(H89), C64(H64),
  C35(H35), C45(H45), C39(H39), C14(H14), C41(H41), C92(H92), C58(H58),
 C66(H66), C40(H40), C34(H34), C65(H65), C46(H46), C91(H91), C60(H60), C90(H90),
  C71(H71), C59(H59), C13(H13), C33(H33), C32(H32)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 98 electrons were 
found in a volume of 515\%A^3^ in 1 void per unit cell. 
This is close to the presence of 
2[CH2Cl2] per Unit Cell 
which account for 84 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              39210
_shelx_fab_checksum              49193
_olex2_date_sample_data_collection 2021-08-23
_olex2_exptl_crystal_mounting_method 'Little loop'
_olex2_submission_original_sample_id VL334L
_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 1.141
_oxdiff_exptl_absorpt_empirical_full_min 0.893