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_7720851
_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         'C106 H79 Cl N2 Pd, 4(C H2 Cl2)'
_chemical_formula_sum            'C110 H87 Cl9 N2 Pd'
_chemical_formula_weight         1862.26
_chemical_name_common            C106
_chemical_name_systematic        Pd(BIAN-IPr#)Cl(allyl)
_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   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2qh3n0
_audit_creation_date             2025-08-17
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2025-12-18 deposited with the CCDC.	2026-04-08 downloaded from the CCDC.
;
_cell_angle_alpha                81.1060(10)
_cell_angle_beta                 81.0390(10)
_cell_angle_gamma                86.8180(10)
_cell_formula_units_Z            2
_cell_length_a                   14.7717(2)
_cell_length_b                   16.6159(2)
_cell_length_c                   19.18790(10)
_cell_measurement_reflns_used    44098
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      76.7820
_cell_measurement_theta_min      2.3600
_cell_volume                     4593.77(9)
_computing_cell_refinement       'CrysAlisPro 1.171.43.144a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.144a (release 23-01-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.43.144a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.968
_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    -86.00 -60.00   0.50    0.29    -- -104.00  77.00 120.00   52
  2  \w    -67.00 -32.00   0.50    0.29    -- -104.00  61.00 -60.00   70
  3  \w    -24.00  29.00   0.50    0.07    --  -45.61  19.00-150.00  106
  4  \w    -41.00  26.00   0.50    0.07    --  -45.61  38.00 -90.00  134
  5  \w    -14.00  25.00   0.50    0.07    --  -45.61   7.00  -8.00   78
  6  \w    -27.00   9.00   0.50    0.07    --   45.61  -7.00 176.00   72
  7  \w     29.00  68.00   0.50    0.07    --   45.61 -77.00 150.00   78
  8  \w    -27.00  40.00   0.50    0.07    --   45.61 -38.00  30.00  134
  9  \w    -26.00  43.00   0.50    0.07    --   45.61 -38.00 -60.00  138
 10  \w     67.00  92.00   0.50    0.29    --  104.75 -95.00-120.00   50
 11  \w     85.00 111.00   0.50    0.29    --  104.75-125.00-180.00   52
 12  \w     36.00  72.00   0.50    0.29    --  104.75-125.00-180.00   72
 13  \w     86.00 112.00   0.50    0.29    --  104.75-125.00   0.00   52
 14  \w     70.00 107.00   0.50    0.29    --  104.75-106.00  15.98   74
 15  \w     53.00  90.00   0.50    0.29    --  104.75 -95.00 -60.00   74
 16  \w     46.00 105.00   0.50    0.29    --  104.75 -95.00  60.00  118
 17  \w     37.00  63.00   0.50    0.29    --  104.75-125.00 150.00   52
 18  \w     86.00 112.00   0.50    0.29    --  104.75-125.00 150.00   52
 19  \w     28.00  91.00   0.50    0.07    --   45.61-125.00 120.00  126
 20  \w     36.00  62.00   0.50    0.29    --  104.75 -95.00-120.00   52
 21  \w     44.00  95.00   0.50    0.29    --  104.75 -95.00-180.00  102
 22  \w     32.00 102.00   0.50    0.29    --  104.75 -95.00-150.00  140
 23  \w     32.00 106.00   0.50    0.29    --  104.75 -77.00 -30.00  148
 24  \w     49.00 106.00   0.50    0.29    --  104.75 -77.00 -90.00  114
 25  \w     33.00 105.00   0.50    0.29    --  104.75 -77.00-150.00  144
 26  \w     32.00  57.00   0.50    0.29    --  104.75 -61.00 -30.00   50
 27  \w     80.00 106.00   0.50    0.29    --  104.75 -77.00  90.00   52
 28  \w     34.00  76.00   0.50    0.29    --  104.75 -77.00  90.00   84
 29  \w     36.00  69.00   0.50    0.29    --  104.75 -61.00  90.00   66
 30  \w     32.00  68.00   0.50    0.29    --  104.75 -61.00  60.00   72
 31  \w     33.00  67.00   0.50    0.29    --  104.75 -61.00   0.00   68
 32  \w     92.00 178.00   0.50    0.29    --  104.75  30.00 -90.00  172
 33  \w     93.00 178.00   0.50    0.29    --  104.75  30.00-180.00  170
 34  \w     66.00 177.00   0.50    0.29    --  104.75   7.00  -8.00  222
 35  \w    102.00 162.00   0.50    0.29    --  104.75  30.00  60.00  120
 36  \w      2.00  80.00   0.50    0.07    --   45.61   7.00  -8.00  156
 37  \w   -122.00 -91.00   0.50    0.29    -- -104.00 -45.00   0.00   62
 38  \w   -119.00 -92.00   0.50    0.29    -- -104.00 -15.00 -90.00   54
 39  \w   -166.00-140.00   0.50    0.29    -- -104.00 -15.00 -90.00   52
 40  \w   -157.00-132.00   0.50    0.29    -- -104.00 -45.00   0.00   50
 41  \w   -132.00-107.00   0.50    0.29    -- -104.00 -30.00 120.00   50
 42  \w   -126.00 -83.00   0.50    0.29    -- -104.00  -7.00 176.00   86
 43  \w   -159.00-134.00   0.50    0.29    -- -104.00  -7.00 176.00   50
 44  \w    -96.00 -71.00   0.50    0.07    --  -45.61  -7.00 176.00   50
 45  \w   -110.00 -38.00   0.50    0.29    -- -104.00 125.00  30.00  144
 46  \w   -108.00 -72.00   0.50    0.29    -- -104.00 110.00 -62.53   72
 47  \w    -64.00 -38.00   0.50    0.29    -- -104.00 110.00 -62.53   52
 48  \w   -108.00 -82.00   0.50    0.29    -- -104.00 109.00-165.78   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0594859000
_diffrn_orient_matrix_UB_12      -0.0790844000
_diffrn_orient_matrix_UB_13      -0.0009134000
_diffrn_orient_matrix_UB_21      -0.0842019000
_diffrn_orient_matrix_UB_22      -0.0468248000
_diffrn_orient_matrix_UB_23      -0.0076377000
_diffrn_orient_matrix_UB_31      0.0230255000
_diffrn_orient_matrix_UB_32      0.0192097000
_diffrn_orient_matrix_UB_33      -0.0818244000
_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  0.1304
_diffrn_reflns_av_unetI/netI     0.0836
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            63532
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.064
_diffrn_reflns_theta_min         2.357
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.426
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.13470
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.144a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_description       block
_exptl_crystal_F_000             1920
_refine_diff_density_max         2.704
_refine_diff_density_min         -3.796
_refine_diff_density_rms         0.175
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.262
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1099
_refine_ls_number_reflns         18817
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.262
_refine_ls_R_factor_all          0.1017
_refine_ls_R_factor_gt           0.0974
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2833
_refine_ls_wR_factor_ref         0.2903
_reflns_Friedel_coverage         0.000
_reflns_number_gt                16800
_reflns_number_total             18817
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6dt00623j2.cif
_cod_data_source_block           002
_cod_depositor_comments
'Adding full bibliography for 7720849--7720851.cif.'
_cod_database_code               7720851
_shelx_shelxl_version_number     2014/7
_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:
 C00N(H00N), C00Y(H00Y), C015(H015), C019(H019), C01E(H01E), C01M(H01M),
 C032(H032)
2.b Secondary CH2 refined with riding coordinates:
 C03A(H03A,H03D), C03D(H03I,H03J), C03E(H03E,H03F), C03F(H03G,H03H)
2.c Aromatic/amide H refined with riding coordinates:
 C00F(H00F), C00O(H00O), C00U(H00U), C00V(H00V), C00X(H00X), C012(H012),
 C014(H014), C01A(H01A), C01B(H01B), C01F(H01F), C01I(H01I), C01J(H01J),
 C01K(H01K), C01L(H01L), C01N(H01N), C01O(H01O), C01Q(H01Q), C01R(H01R),
 C01S(H01S), C01T(H01T), C01U(H01U), C01V(H01V), C01W(H01W), C01X(H01X),
 C01Y(H01Y), C01Z(H01Z), C020(H020), C021(H021), C023(H023), C024(H024),
 C025(H025), C026(H026), C027(H027), C028(H028), C029(H029), C02A(H02A),
 C02B(H02B), C02C(H02C), C02D(H02D), C02E(H02E), C02F(H02F), C02G(H02G),
 C02H(H02H), C02I(H02I), C02J(H02J), C02K(H02K), C02L(H02L), C02M(H02M),
 C02N(H02N), C02O(H02O), C02P(H02P), C02Q(H02Q), C02R(H02R), C02S(H02S),
 C02T(H02T), C02U(H02U), C02V(H02V), C02W(H02W), C02X(H02X), C02Y(H02Y),
 C02Z(H02Z), C030(H030), C031(H031), C033(H033), C034(H034), C035(H035),
 C036(H036), C037(H037), C038(H038), C039(H039), C03B(H03B), C03C(H03C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              10292
_shelx_fab_checksum              90968
_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 9.197
_oxdiff_exptl_absorpt_empirical_full_min 0.340