Tunable Cu-Ni phosphine-thiolate complexes as water-compatible catalyst for base-free click chemistry
Chaturvedi, Nishtha; Pandey, Vinay Kumar; Tiwari, Vinod K.; Bhattacharya, Subrato; New Journal of Chemistry  (2026) –; doi:10.1039/D5NJ03825A

data_7064206
_publ_section_title
;
 Tunable Cu-Ni phosphine-thiolate complexes as water-compatible catalyst
 for base-free click chemistry
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/D5NJ03825A
_journal_year                    2026
_chemical_formula_moiety         'C82 H74 Cu2 N4 P6 S6, 1.5(C2 H3 N)'
_chemical_formula_sum            'C85 H78.5 Cu2 N5.5 P6 S6'
_chemical_formula_weight         1682.29
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2025-12-09
_audit_creation_method
;
Olex2 1.5
(compiled 2025.02.27 svn.r83f5de26 for OlexSys, GUI svn.r7172)
;
_audit_update_record
;
2025-12-09 deposited with the CCDC.	2025-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                117.864(3)
_cell_angle_beta                 91.092(2)
_cell_angle_gamma                113.985(2)
_cell_formula_units_Z            1
_cell_length_a                   13.0359(3)
_cell_length_b                   13.8734(4)
_cell_length_c                   14.8360(4)
_cell_measurement_reflns_used    17506
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.2050
_cell_measurement_theta_min      3.4670
_cell_volume                     2093.38(13)
_computing_cell_refinement       'CrysAlisPro 1.171.44.105a (Rigaku OD, 2025)'
_computing_data_collection
'CrysAlisPro system (CCD 44.105a 64-bit (release 14-04-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.44.105a (Rigaku OD, 2025)'
_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(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_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   -109.00 -15.00   0.50    1.28    --  -40.83 -73.00 -90.00  188
  2  \w   -109.00 -15.00   0.50    1.28    --  -40.83 -73.00 -90.00  188
  3  \w    -66.00  28.00   0.50    1.28    --  -40.83  73.00  38.00  188
  4  \w    -27.00  67.00   0.50    1.28    --   40.83 -73.00 -90.00  188
  5  \w   -152.00 -57.00   0.50    5.11    --  -82.50 -73.00 -90.00  190
  6  \w    -93.00 -13.00   0.50    5.11    --  -82.50  73.00  38.00  160
  7  \w     27.00  93.00   0.50    5.11    --   96.04 -73.00 -90.00  132
  8  \w     70.00 164.00   0.50    5.11    --   96.04  73.00  38.00  188
  9  \w    -24.00  35.00   0.50    1.28    --  -40.83  11.00-180.00  118
 10  \w    -28.00  31.00   0.50    1.28    --  -40.83  21.00 150.00  118
 11  \w   -108.00 -17.00   0.50    1.28    --  -40.83 -65.00-150.00  182
 12  \w    -35.00  24.00   0.50    1.28    --   40.83 -11.00  90.00  118
 13  \w     41.00 100.00   0.50    1.28    --   40.83-138.00-180.00  118
 14  \w     41.00 100.00   0.50    1.28    --   40.83-138.00  90.00  118
 15  \w     28.00 109.00   0.50    1.28    --   40.83  32.00   0.00  162
 16  \w     18.00  78.00   0.50    1.28    --   40.83-104.00-120.00  120
 17  \w    -31.00  28.00   0.50    1.28    --   40.83 -21.00-180.00  118
 18  \w    -27.00  64.00   0.50    1.28    --   40.83 -65.00  30.00  182
 19  \w     15.00 110.00   0.50    1.28    --   40.83  73.00  38.00  190
 20  \w    -27.00  64.00   0.50    1.28    --   40.83 -65.00  30.00  182
 21  \w     15.00 110.00   0.50    1.28    --   40.83  73.00  38.00  190
 22  \w    -27.00  37.00   0.50    1.28    --   40.83 -32.00 120.00  128
 23  \w     28.00 109.00   0.50    1.28    --   40.83  32.00   0.00  162
 24  \w    -47.00 -15.00   0.50    5.11    --  -82.50  42.00-120.00   64
 25  \w    -47.00 -15.00   0.50    5.11    --  -82.50  42.00 150.00   64
 26  \w   -149.00 -63.00   0.50    5.11    --  -82.50 -50.00-150.00  172
 27  \w    -84.00 -18.00   0.50    5.11    --  -82.50 117.00-180.00  132
 28  \w   -153.00 -78.00   0.50    5.11    --  -82.50 -87.00   0.00  150
 29  \w   -149.00 -63.00   0.50    5.11    --  -82.50 -50.00-150.00  172
 30  \w     29.00  57.00   0.50    5.11    --   96.04 -50.00 -90.00   56
 31  \w     81.00 164.00   0.50    5.11    --   96.04 145.00 -90.00  166
 32  \w     74.00 163.00   0.50    5.11    --   96.04  59.00  90.00  178
 33  \w     44.00 127.00   0.50    5.11    --   96.04-145.00 -90.00  166
 34  \w     81.00 164.00   0.50    5.11    --   96.04 145.00-120.00  166
 35  \w     28.00  68.00   0.50    5.11    --   96.04 -59.00 -30.00   80
 36  \w     81.00 164.00   0.50    5.11    --   96.04 145.00 -90.00  166
 37  \w     32.00 110.00   0.50    5.11    --   96.04-117.00  60.00  156
 38  \w     81.00 166.00   0.50    5.11    --   96.04  25.00 -90.00  170
 39  \w     71.00 169.00   0.50    5.11    --   96.04  17.00  30.00  196
 40  \w     81.00 164.00   0.50    5.11    --   96.04 145.00 150.00  166
 41  \w     81.00 166.00   0.50    5.11    --   96.04  25.00 -90.00  170
 42  \w     29.00  57.00   0.50    5.11    --   96.04 -50.00-180.00   56
 43  \w     29.00  57.00   0.50    5.11    --   96.04 -50.00 -30.00   56
 44  \w     23.00 106.00   0.50    5.11    --   96.04 -96.00 -90.00  166
 45  \w     44.00 127.00   0.50    5.11    --   96.04-145.00  60.00  166
 46  \w     29.00  57.00   0.50    5.11    --   96.04 -50.00 -60.00   56
 47  \w     28.00  68.00   0.50    5.11    --   96.04 -59.00  60.00   80
 48  \w     81.00 164.00   0.50    5.11    --   96.04 145.00 -60.00  166
 49  \w     72.00 164.00   0.50    5.11    --   96.04  68.00  60.00  184
 50  \w     32.00 110.00   0.50    5.11    --   96.04-117.00 150.00  156
 51  \w     32.00 110.00   0.50    5.11    --   96.04-117.00 150.00  156
 52  \w     99.00 160.00   0.50    5.11    --   96.04 117.00 -60.00  122
 53  \w     44.00 127.00   0.50    5.11    --   96.04-145.00 120.00  166
 54  \w     99.00 160.00   0.50    5.11    --   96.04 117.00  90.00  122
 55  \w     99.00 160.00   0.50    5.11    --   96.04 117.00 -90.00  122
 56  \w     32.00 110.00   0.50    5.11    --   96.04-117.00 -90.00  156
 57  \w     32.00 110.00   0.50    5.11    --   96.04-117.00 120.00  156
 58  \w   -108.00 -17.00   0.50    1.28    --  -40.83 -65.00 150.00  182
 59  \w   -109.00 -14.00   0.50    1.28    --  -40.83 -77.00  30.00  190
 60  \w     14.00 110.00   0.50    1.28    --   40.83  77.00   0.00  192
 61  \w     14.00 110.00   0.50    1.28    --   40.83  77.00  60.00  192
 62  \w     14.00 110.00   0.50    1.28    --   40.83  77.00 -90.00  192
 63  \w     14.00 110.00   0.50    1.28    --   40.83  77.00-150.00  192
 64  \w     14.00 110.00   0.50    1.28    --   40.83  77.00 -30.00  192
 65  \w     14.00 110.00   0.50    1.28    --   40.83  77.00 120.00  192
 66  \w     14.00 110.00   0.50    1.28    --   40.83  77.00 150.00  192
 67  \w     14.00 110.00   0.50    1.28    --   40.83  77.00-180.00  192
 68  \w    -25.00  48.00   0.50    1.28    --   40.83 -43.00-150.00  146
 69  \w     14.00 110.00   0.50    1.28    --   40.83  77.00 -60.00  192
 70  \w     14.00 110.00   0.50    1.28    --   40.83  77.00-120.00  192
 71  \w     18.00 109.00   0.50    1.28    --   40.83  65.00  90.00  182
 72  \w     18.00 109.00   0.50    1.28    --   40.83  65.00 120.00  182
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0506509000
_diffrn_orient_matrix_UB_12      0.0123123000
_diffrn_orient_matrix_UB_13      -0.0892932000
_diffrn_orient_matrix_UB_21      -0.0021551000
_diffrn_orient_matrix_UB_22      0.1236345000
_diffrn_orient_matrix_UB_23      0.0417252000
_diffrn_orient_matrix_UB_31      0.1239414000
_diffrn_orient_matrix_UB_32      0.0693740000
_diffrn_orient_matrix_UB_33      0.0712217000
_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  0.0717
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            39138
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.045
_diffrn_reflns_theta_min         3.489
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.472
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.39976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.44.105a (Rigaku Oxford Diffraction, 2025)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_description       needle
_exptl_crystal_F_000             871
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.875
_refine_diff_density_min         -0.761
_refine_diff_density_rms         0.072
_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     479
_refine_ls_number_reflns         7587
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0672
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0862P)^2^+3.1352P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1777
_refine_ls_wR_factor_ref         0.1859
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6156
_reflns_number_total             7587
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj03825a2.cif
_cod_data_source_block           exp_4713
_cod_original_cell_volume        2093.38(11)
_cod_original_formula_sum        'C85 H78.50 Cu2 N5.50 P6 S6'
_cod_database_code               7064206
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N P S Cu'
_shelx_estimated_absorpt_t_max   0.793
_shelx_estimated_absorpt_t_min   0.723
_diffrn_oxdiff_digest_od_ed
;

;
_olex2_refinement_description
;
1. Others
 Fixed Sof: C31(0.75) N3(0.75) C44(0.75) H44A(0.75) H44B(0.75) H44C(0.75)
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C3(H3A,H3B), C4(H4A,H4B)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C23(H23), C16(H16), C29(H29), C12(H12), C25(H25), C19(H19), C6(H6),
 C26(H26), C39(H39), C28(H28), C13(H13), C15(H15), C27(H27), C22(H22), C21(H21),
  C14(H14), C20(H20), C42(H42), C10(H10), C35(H35), C34(H34), C8(H8), C7(H7),
 C9(H9), C37(H37), C38(H38), C43(H43), C36(H36), C32(H32), C33(H33)
2.c Idealised Me refined as rotating group:
 C44(H44A,H44B,H44C)
;
_shelx_res_checksum              18496
_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 2.244
_oxdiff_exptl_absorpt_empirical_full_min 0.664