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_1576834
_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         'C26 H22 N8 Ni S2, C3 H7 N O'
_chemical_formula_sum            'C29 H29 N9 Ni O S2'
_chemical_formula_weight         642.44
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-12-11
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   13.35460(10)
_cell_length_b                   20.0062(2)
_cell_length_c                   21.7751(2)
_cell_measurement_reflns_used    33474
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.9970
_cell_measurement_theta_min      3.0070
_cell_volume                     5817.76(9)
_computing_cell_refinement       'CrysAlisPro 1.171.44.105a (Rigaku OD, 2025)'
_computing_data_collection       'CrysAlisPro 1.171.44.105a (Rigaku OD, 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 2019/3 (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 0.998
_diffrn_measured_fraction_theta_max 0.996
_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   -107.00 -26.00   0.50    0.63    --  -40.83 -37.00-110.00  162
  2  \w    -25.00  42.00   0.50    0.63    --   40.83 -37.00-110.00  134
  3  \w    -25.00  42.00   0.50    0.63    --   40.83 -37.00-110.00  134
  4  \w     26.00 107.00   0.50    0.63    --   40.83  37.00  45.00  162
  5  \w    -42.00 -16.00   0.50    2.51    --  -82.50  37.00  45.00   52
  6  \w    -28.00  31.00   0.50    0.63    --  -40.83  21.00 -30.00  118
  7  \w    -37.00  27.00   0.50    0.63    --  -40.83  32.00 120.00  128
  8  \w     14.00  43.00   0.50    0.63    --   40.83  78.00-108.26   58
  9  \w     11.00  43.00   0.50    0.63    --   40.83  87.00 150.07   64
 10  \w    -31.00  28.00   0.50    0.63    --   40.83 -21.00 120.00  118
 11  \w    -27.00  37.00   0.50    0.63    --   40.83 -32.00  60.00  128
 12  \w    -35.00  24.00   0.50    0.63    --   40.83 -11.00  60.00  118
 13  \w    -26.00  61.00   0.50    0.63    --   40.83 -54.00 -30.00  174
 14  \w     41.00 100.00   0.50    0.63    --   40.83-138.00 -30.00  118
 15  \w    -27.00  37.00   0.50    0.63    --   40.83 -32.00  60.00  128
 16  \w    -84.00 -18.00   0.50    2.51    --  -82.50 117.00  60.00  132
 17  \w    -47.00 -15.00   0.50    2.51    --  -82.50  42.00  60.00   64
 18  \w    -47.00 -15.00   0.50    2.51    --  -82.50  42.00-120.00   64
 19  \w    -84.00 -18.00   0.50    2.51    --  -82.50 117.00  60.00  132
 20  \w    105.00 170.00   0.50    2.51    --   96.04  96.00 -30.00  130
 21  \w     74.00 163.00   0.50    2.51    --   96.04  59.00  60.00  178
 22  \w     29.00  57.00   0.50    2.51    --   96.04 -50.00   0.00   56
 23  \w     29.00  57.00   0.50    2.51    --   96.04 -50.00-150.00   56
 24  \w     23.00 106.00   0.50    2.51    --   96.04 -96.00 -90.00  166
 25  \w     28.00  83.00   0.50    2.51    --   96.04 -68.00  90.00  110
 26  \w     29.00  57.00   0.50    2.51    --   96.04 -50.00  90.00   56
 27  \w     29.00  57.00   0.50    2.51    --   96.04 -50.00 -60.00   56
 28  \w     23.00 106.00   0.50    2.51    --   96.04 -96.00  90.00  166
 29  \w     29.00  57.00   0.50    2.51    --   96.04 -50.00-120.00   56
 30  \w     29.00  57.00   0.50    2.51    --   96.04 -50.00 150.00   56
 31  \w     74.00 163.00   0.50    2.51    --   96.04  59.00  60.00  178
 32  \w     28.00  68.00   0.50    2.51    --   96.04 -59.00 -30.00   80
 33  \w     99.00 160.00   0.50    2.51    --   96.04 117.00 -90.00  122
 34  \w     29.00  57.00   0.50    2.51    --   96.04 -50.00-180.00   56
 35  \w     26.00 127.00   0.50    2.51    --   96.04 -87.00 -60.00  202
 36  \w     26.00 127.00   0.50    2.51    --   96.04 -87.00 -60.00  202
 37  \w     32.00 110.00   0.50    2.51    --   96.04-117.00-150.00  156
 38  \w     29.00  57.00   0.50    2.51    --   96.04 -50.00 120.00   56
 39  \w     28.00  83.00   0.50    2.51    --   96.04 -68.00 -60.00  110
 40  \w     28.00  68.00   0.50    2.51    --   96.04 -59.00 -90.00   80
 41  \w     26.00 127.00   0.50    2.51    --   96.04 -87.00 -90.00  202
 42  \w   -109.00 -14.00   0.50    0.63    --  -40.83 -77.00   0.00  190
 43  \w   -107.00 -24.00   0.50    0.63    --  -40.83 -43.00 150.00  166
 44  \w   -109.00 -28.00   0.50    0.63    --  -40.83 -32.00-180.00  162
 45  \w     11.00  43.00   0.50    0.63    --   40.83  85.00 112.61   64
 46  \w     14.00  43.00   0.50    0.63    --   40.83  79.00-174.95   58
 47  \w     11.00  43.00   0.50    0.63    --   40.83  85.00 -37.50   64
 48  \w     12.00  43.00   0.50    0.63    --   40.83  83.00 -97.82   62
 49  \w    -27.00  37.00   0.50    0.63    --   40.83 -32.00-180.00  128
 50  \w     14.00 110.00   0.50    0.63    --   40.83  77.00  90.00  192
 51  \w     12.00  43.00   0.50    0.63    --   40.83  84.00  -9.07   62
;
_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      0.0871816000
_diffrn_orient_matrix_UB_12      0.0311803000
_diffrn_orient_matrix_UB_13      0.0364486000
_diffrn_orient_matrix_UB_21      -0.0520194000
_diffrn_orient_matrix_UB_22      -0.0191623000
_diffrn_orient_matrix_UB_23      0.0606503000
_diffrn_orient_matrix_UB_31      0.0548067000
_diffrn_orient_matrix_UB_32      -0.0677269000
_diffrn_orient_matrix_UB_33      -0.0004227000
_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  0.0468
_diffrn_reflns_av_unetI/netI     0.0212
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            56153
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.130
_diffrn_reflns_theta_min         4.060
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.638
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.04536
_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            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_description       block
_exptl_crystal_F_000             2672
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         5280
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0393
_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^)+(0.0347P)^2^+3.3221P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0852
_refine_ls_wR_factor_ref         0.0890
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4463
_reflns_number_total             5280
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cy01152c2.cif
_cod_data_source_block           exp_2202_auto
_cod_database_code               1576834
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'Ni C H O N S'
_shelx_estimated_absorpt_t_max   0.742
_shelx_estimated_absorpt_t_min   0.663
_diffrn_oxdiff_digest_od_ed
;

;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), N8(H8), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20),
  C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27)
2.b Idealised Me refined as rotating group:
 C28(H28a,H28b,H28c), C29(H29a,H29b,H29c)
;
_shelx_res_checksum              7090
_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 14.270
_oxdiff_exptl_absorpt_empirical_full_min 0.688