Cis-thiolate bridged heterobimetallic complexes as efficient catalysts for glycosyl triazole synthesis
Shrivastav, Akash; Tiwari, Raman Kumar; Yadav, Mangal S.; Bhattacharya, Subrato; Catalysis Science & Technology 16 (2026) 1595–1609; doi:10.1039/D5CY01152C

data_1576835
_publ_section_title
;
 Cis-thiolate bridged heterobimetallic complexes as efficient catalysts
 for glycosyl triazole synthesis
;
_journal_issue                   5
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_page_first              1595
_journal_page_last               1609
_journal_paper_doi               10.1039/D5CY01152C
_journal_volume                  16
_journal_year                    2026
_chemical_formula_moiety
'C62 H52 Cu N8 Ni P2 S2, C H Cl3, N O3, 0.14(O)'
_chemical_formula_sum            'C63 H53 Cl3 Cu N9 Ni O3.14 P2 S2'
_chemical_formula_weight         1341.04
_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   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2025-12-05
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-12-11 deposited with the CCDC.	2025-12-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.2910(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.9114(2)
_cell_length_b                   17.0586(2)
_cell_length_c                   38.7226(4)
_cell_measurement_reflns_used    33419
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.9610
_cell_measurement_theta_min      2.3020
_cell_volume                     13073.3(2)
_computing_cell_refinement       'CrysAlisPro 1.171.43.143a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 44.105a 64-bit (release 14-04-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.43.143a (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  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_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 0.995
_diffrn_measured_fraction_theta_max 0.989
_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    -71.00  29.00   0.50    0.76    --  -40.83  87.00  31.00  200
  2  \w    -22.00  71.00   0.50    0.76    --   40.83 -87.00 -86.00  186
  3  \w   -113.00 -12.00   0.50    3.05    --  -82.50  87.00  31.00  202
  4  \w   -153.00 -78.00   0.50    3.05    --  -82.50 -87.00 -86.00  150
  5  \w    100.00 166.00   0.50    3.05    --   96.04  87.00  31.00  132
  6  \w     26.00 127.00   0.50    3.05    --   96.04 -87.00 -86.00  202
  7  \w   -108.00 -21.00   0.50    0.76    --  -40.83 -54.00-150.00  174
  8  \w   -108.00 -21.00   0.50    0.76    --  -40.83 -54.00-150.00  174
  9  \w   -109.00 -28.00   0.50    0.76    --  -40.83 -32.00 -30.00  162
 10  \w   -109.00 -28.00   0.50    0.76    --  -40.83 -32.00 -30.00  162
 11  \w    -31.00  28.00   0.50    0.76    --   40.83 -21.00-150.00  118
 12  \w    -35.00  24.00   0.50    0.76    --   40.83 -11.00-120.00  118
 13  \w    -35.00  24.00   0.50    0.76    --   40.83 -11.00  30.00  118
 14  \w     18.00  78.00   0.50    0.76    --   40.83-104.00 -30.00  120
 15  \w    -31.00  28.00   0.50    0.76    --   40.83 -21.00 -90.00  118
 16  \w    -35.00  24.00   0.50    0.76    --   40.83 -11.00-180.00  118
 17  \w    -47.00 -15.00   0.50    3.05    --  -82.50  42.00 120.00   64
 18  \w   -150.00 -58.00   0.50    3.05    --  -82.50 -68.00   0.00  184
 19  \w   -150.00 -58.00   0.50    3.05    --  -82.50 -68.00   0.00  184
 20  \w    -47.00 -15.00   0.50    3.05    --  -82.50  42.00 -90.00   64
 21  \w     28.00  68.00   0.50    3.05    --   96.04 -59.00   0.00   80
 22  \w     28.00  83.00   0.50    3.05    --   96.04 -68.00   0.00  110
 23  \w     29.00  57.00   0.50    3.05    --   96.04 -50.00  30.00   56
 24  \w     81.00 166.00   0.50    3.05    --   96.04  25.00   0.00  170
 25  \w     27.00 105.00   0.50    3.05    --   96.04 -77.00 -90.00  156
 26  \w     29.00  57.00   0.50    3.05    --   96.04 -50.00 -90.00   56
 27  \w     32.00 110.00   0.50    3.05    --   96.04-117.00 120.00  156
 28  \w     81.00 164.00   0.50    3.05    --   96.04 145.00 -30.00  166
 29  \w     28.00  68.00   0.50    3.05    --   96.04 -59.00 -60.00   80
 30  \w     28.00  83.00   0.50    3.05    --   96.04 -68.00 120.00  110
 31  \w     28.00  68.00   0.50    3.05    --   96.04 -59.00 -30.00   80
 32  \w     29.00  57.00   0.50    3.05    --   96.04 -50.00  90.00   56
 33  \w     28.00  68.00   0.50    3.05    --   96.04 -59.00 -90.00   80
 34  \w     29.00  57.00   0.50    3.05    --   96.04 -50.00 150.00   56
 35  \w     99.00 160.00   0.50    3.05    --   96.04 117.00   0.00  122
 36  \w     28.00  83.00   0.50    3.05    --   96.04 -68.00 150.00  110
 37  \w     99.00 160.00   0.50    3.05    --   96.04 117.00-120.00  122
 38  \w    -78.00   4.00   0.50    0.76    --  -40.83 104.00 150.00  164
 39  \w   -109.00 -14.00   0.50    0.76    --  -40.83 -77.00-180.00  190
 40  \w   -108.00 -17.00   0.50    0.76    --  -40.83 -65.00 -60.00  182
 41  \w     18.00 109.00   0.50    0.76    --   40.83  65.00  90.00  182
 42  \w    -31.00  28.00   0.50    0.76    --   40.83 -21.00 -30.00  118
 43  \w     14.00 110.00   0.50    0.76    --   40.83  77.00 -60.00  192
 44  \w     14.00 110.00   0.50    0.76    --   40.83  77.00  30.00  192
 45  \w     18.00 109.00   0.50    0.76    --   40.83  65.00 120.00  182
 46  \w     14.00 110.00   0.50    0.76    --   40.83  77.00 150.00  192
;
_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      0.0343737000
_diffrn_orient_matrix_UB_12      0.0721916000
_diffrn_orient_matrix_UB_13      0.0181444000
_diffrn_orient_matrix_UB_21      -0.0087930000
_diffrn_orient_matrix_UB_22      -0.0362251000
_diffrn_orient_matrix_UB_23      0.0356773000
_diffrn_orient_matrix_UB_31      0.0692725000
_diffrn_orient_matrix_UB_32      -0.0404125000
_diffrn_orient_matrix_UB_33      0.0004640000
_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  0.0372
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            69286
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.135
_diffrn_reflns_theta_min         2.296
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.357
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.143a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_description       block
_exptl_crystal_F_000             5513
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.747
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     793
_refine_ls_number_reflns         11799
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0491
_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^)+(0.0696P)^2^+18.4200P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1341
_refine_ls_wR_factor_ref         0.1406
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9865
_reflns_number_total             11799
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cy01152c2.cif
_cod_data_source_block           acr-22
_cod_database_code               1576835
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'Ni Cu C H N S O '
_cell_oxdiff_angle_alpha         89.9790(7)
_cell_oxdiff_angle_beta          96.3046(6)
_cell_oxdiff_angle_gamma         90.0066(6)
_cell_oxdiff_length_a            19.91429(14)
_cell_oxdiff_length_b            17.05739(14)
_cell_oxdiff_length_c            38.7206(3)
_cell_oxdiff_measurement_reflns_used 33419
_cell_oxdiff_volume              13073.30(18)
_shelx_estimated_absorpt_t_max   0.799
_shelx_estimated_absorpt_t_min   0.689
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Rigid bond restraints
 N3, N2, C8
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C8, C5
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C4, C23
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Others
 Fixed Sof: Cl(0.5) Cl1(0.5) H63A(0.5) H63(0.5) Cl2(0.5) Cl3(0.5) O9(0.09)
 O24(0.05)
4.a Ternary CH refined with riding coordinates:
 C63(H63A), C63(H63)
4.b Aromatic/amide H refined with riding coordinates:
 N8(H8), N4(H4), C6(H6), C8(H8A), C11(H11), C13(H13), C15(H15), C16(H16),
 C17(H17), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26),
  C27(H27), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C33(H33),
 C34(H34), C35(H35), C36(H36), C37(H37), C38(H38), C39(H39), C40(H40), C41(H41),
  C42(H42), C43(H43), C44(H44), C45(H45), C46(H46), C47(H47), C48(H48),
 C49(H49), C50(H50), C51(H51), C52(H52), C53(H53), C54(H54), C55(H55), C56(H56),
  C57(H57), C58(H58), C59(H59), C60(H60), C61(H61), C62(H62)
;
_shelx_res_checksum              20070
_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 1.502
_oxdiff_exptl_absorpt_empirical_full_min 0.632