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_1576831
_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 S2 Zn, C3 H7 N O'
_chemical_formula_sum            'C29 H29 N9 O S2 Zn'
_chemical_formula_weight         649.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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                 109.6724(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.72710(14)
_cell_length_b                   19.29125(17)
_cell_length_c                   11.45396(11)
_cell_measurement_reflns_used    13312
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.7730
_cell_measurement_theta_min      3.9220
_cell_volume                     3064.18(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_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  (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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     66.00 106.00   0.50    0.20    --   40.83  77.00  30.00   80
  2  \w     22.00  75.00   0.50    0.20    --   40.83  65.00  60.00  106
  3  \w     15.00  62.00   0.50    0.20    --   40.83  77.00  30.00   94
  4  \w     20.00  48.00   0.50    0.20    --   40.83  77.00   0.00   56
  5  \w     14.00  52.00   0.50    0.20    --   40.83  77.00 -30.00   76
  6  \w     32.00  58.00   0.50    0.20    --   40.83  54.00 -30.00   52
  7  \w     53.00  79.00   0.50    0.20    --   40.83  32.00 -30.00   52
  8  \w     69.00 108.00   0.50    0.20    --   40.83  54.00 -30.00   78
  9  \w     28.00  82.00   0.50    0.20    --   40.83  29.00-113.00  108
 10  \w     77.00 155.00   0.50    0.38    --  104.00  77.00 -30.00  156
 11  \w     78.00 147.00   0.50    0.38    --  104.00  75.00 -20.59  138
 12  \w     78.00 103.00   0.50    0.38    --  104.00  77.00 -90.00   50
 13  \w     77.00 125.00   0.50    0.38    --  104.00  77.00 -60.00   96
 14  \w     81.00 162.00   0.50    0.38    --  104.00  77.00  30.00  162
 15  \w     82.00 148.00   0.50    0.38    --  104.00  68.00  60.00  132
 16  \w     80.00 109.00   0.50    0.38    --  104.00  68.00  30.00   58
 17  \w     87.00 112.00   0.50    0.38    --  104.00  68.00   0.00   50
 18  \w     77.00 111.00   0.50    0.38    --  104.00  77.00   0.00   68
 19  \w     80.00 106.00   0.50    0.38    --  104.00  68.00 -30.00   52
 20  \w    144.00 170.00   0.50    0.38    --  104.00  68.00 -60.00   52
 21  \w     85.00 149.00   0.50    0.38    --  104.00  59.00 -60.00  128
 22  \w     85.00 149.00   0.50    0.38    --  104.00  60.00   0.88  128
 23  \w    113.00 141.00   0.50    0.38    --  104.00  59.00  30.00   56
 24  \w     82.00 108.00   0.50    0.38    --  104.00  59.00  30.00   52
 25  \w     84.00 148.00   0.50    0.38    --  104.00  59.00  60.00  128
 26  \w    137.00 163.00   0.50    0.38    --  104.00  59.00 -30.00   52
 27  \w     83.00 120.00   0.50    0.38    --  104.00  59.00 -30.00   74
 28  \w    108.00 171.00   0.50    0.38    --  104.00  59.00 -90.00  126
 29  \w     90.00 171.00   0.50    0.38    --  104.00  33.00-150.00  162
 30  \w    110.00 172.00   0.50    0.38    --  104.00  33.00-180.00  124
 31  \w    148.00 173.00   0.50    0.38    --  104.00  29.00-113.00   50
 32  \w     94.00 127.00   0.50    0.38    --  104.00  29.00-113.00   66
 33  \w    127.00 152.00   0.50    0.38    --  104.00  25.00 120.00   50
 34  \w    142.00 174.00   0.50    0.38    --  104.00  25.00 150.00   64
 35  \w     92.00 131.00   0.50    0.38    --  104.00  25.00 150.00   78
 36  \w    102.00 128.00   0.50    0.38    --  104.00 111.00  60.00   52
 37  \w    117.00 145.00   0.50    0.38    --  104.00  93.00 -60.00   56
 38  \w    140.00 165.00   0.50    0.38    --  104.00  93.00 -90.00   50
 39  \w    105.00 131.00   0.50    0.38    --  104.00  93.00 -90.00   52
 40  \w    -27.00  33.00   0.50    0.20    --   40.83 -29.00  85.00  120
 41  \w     40.00  65.00   0.50    0.38    --  104.00 -59.00-150.00   50
 42  \w     43.00  68.00   0.50    0.38    --  104.00 -59.00-120.00   50
 43  \w     36.00  63.00   0.50    0.38    --  104.00 -59.00 -90.00   54
 44  \w     39.00  67.00   0.50    0.38    --  104.00 -59.00   0.00   56
 45  \w     48.00  75.00   0.50    0.38    --  104.00 -77.00 120.00   54
 46  \w     37.00  99.00   0.50    0.38    --  104.00 -87.00 120.00  124
 47  \w     73.00 106.00   0.50    0.38    --  104.00-133.00  60.00   66
 48  \w     93.00 118.00   0.50    0.38    --  104.00-133.00  90.00   50
 49  \w     38.00  83.00   0.50    0.38    --  104.00-111.00 120.00   90
 50  \w     58.00  86.00   0.50    0.38    --  104.00-133.00  90.00   56
 51  \w     47.00 100.00   0.50    0.20    --   40.83-138.00 -30.00  106
 52  \w     39.00  98.00   0.50    0.38    --  104.00-111.00 -60.00  118
 53  \w     40.00  65.00   0.50    0.38    --  104.00-111.00-150.00   50
 54  \w     39.00  64.00   0.50    0.38    --  104.00-111.00-180.00   50
 55  \w     77.00 105.00   0.50    0.38    --  104.00-111.00-150.00   56
 56  \w     39.00 106.00   0.50    0.38    --  104.00 -93.00   0.00  134
 57  \w     72.00 103.00   0.50    0.38    --  104.00 -93.00  60.00   62
 58  \w    105.00 131.00   0.50    0.38    --  104.00 -87.00 120.00   52
 59  \w    -25.00  28.00   0.50    0.20    --  -40.83  77.00 -90.00  106
 60  \w    -28.00  15.00   0.50    0.20    --  -40.83  29.00-113.00   86
 61  \w    -61.00 -31.00   0.50    0.20    --  -40.83  77.00 -90.00   60
 62  \w    -59.00 -18.00   0.50    0.20    --  -40.83  54.00   0.00   82
 63  \w    -11.00  25.00   0.50    0.20    --  -40.83  54.00   0.00   72
 64  \w    -45.00 -15.00   0.50    0.38    --  -82.50  42.00 -60.00   60
 65  \w   -109.00 -58.00   0.50    0.20    --  -40.83 -29.00  85.00  102
 66  \w    -47.00 -21.00   0.50    0.38    --  -82.50  42.00  60.00   52
 67  \w    -49.00 -24.00   0.50    0.38    --  -82.50  50.00  30.00   50
 68  \w    -50.00 -24.00   0.50    0.20    --  -40.83 -11.00 -60.00   52
 69  \w   -113.00 -87.00   0.50    0.20    --  -40.83 -11.00 -60.00   52
 70  \w    -81.00 -55.00   0.50    0.38    --  -82.50 -77.00  30.00   52
 71  \w    -80.00 -55.00   0.50    0.38    --  -82.50 -77.00  17.57   50
 72  \w    -80.00 -55.00   0.50    0.38    --  -82.50 -77.00   0.00   50
 73  \w    -87.00 -55.00   0.50    0.38    --  -82.50 -77.00  -9.69   64
 74  \w   -151.00-102.00   0.50    0.38    --  -82.50 -77.00  17.57   98
 75  \w   -142.00-116.00   0.50    0.38    --  -82.50 -77.00  -9.69   52
 76  \w   -138.00-113.00   0.50    0.38    --  -82.50 -77.00 -49.80   50
 77  \w   -137.00-111.00   0.50    0.38    --  -82.50 -77.00 -30.00   52
 78  \w    -80.00 -55.00   0.50    0.38    --  -82.50 -77.00 -49.80   50
 79  \w    -80.00 -55.00   0.50    0.38    --  -82.50 -77.00 -30.00   50
 80  \w    -81.00 -55.00   0.50    0.38    --  -82.50 -77.00 -35.78   52
 81  \w    -82.00 -57.00   0.50    0.38    --  -82.50 -71.00 -63.51   50
 82  \w    -87.00 -57.00   0.50    0.38    --  -82.50 -71.00 -74.23   60
 83  \w   -100.00 -58.00   0.50    0.38    --  -82.50 -68.00 -90.00   84
 84  \w   -147.00-122.00   0.50    0.38    --  -82.50 -71.00 -74.23   50
 85  \w    -83.00 -58.00   0.50    0.38    --  -82.50 -68.00 -30.00   50
 86  \w    -83.00 -58.00   0.50    0.38    --  -82.50 -68.00  30.00   50
 87  \w   -151.00 -96.00   0.50    0.38    --  -82.50 -77.00  60.00  110
 88  \w   -118.00 -70.00   0.50    0.38    --  -82.50 -29.00  85.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0424493000
_diffrn_orient_matrix_UB_12      0.0292345000
_diffrn_orient_matrix_UB_13      -0.0957365000
_diffrn_orient_matrix_UB_21      -0.0991300000
_diffrn_orient_matrix_UB_22      -0.0073844000
_diffrn_orient_matrix_UB_23      -0.1023236000
_diffrn_orient_matrix_UB_31      -0.0266788000
_diffrn_orient_matrix_UB_32      0.0739613000
_diffrn_orient_matrix_UB_33      0.0276194000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19264
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.911
_diffrn_reflns_theta_min         3.926
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.704
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94652
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.407
_exptl_crystal_description       block
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.00024(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         3017
_refine_ls_number_restraints     57
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0249
_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^)+(0.0365P)^2^+1.3210P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0718
_refine_ls_wR_factor_ref         0.0728
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2823
_reflns_number_total             3017
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cy01152c2.cif
_cod_data_source_block           na-10_auto
_cod_database_code               1576831
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'Zn C H N S'
_shelx_estimated_absorpt_t_max   0.737
_shelx_estimated_absorpt_t_min   0.656
_diffrn_oxdiff_digest_hkl
;
017109b5c92b88234af8e8ab69ed5b7f52df30
;
_olex2_refinement_description
;
1. Restrained distances
 C14-O3
 1.22 with sigma of 0.02
 C14-N5
 1.36 with sigma of 0.02
 N5-C15
 1.45 with sigma of 0.02
 N5-C16
 1.46 with sigma of 0.02
 C14-C15
 2.46 with sigma of 0.04
 C14-C16
 2.45 with sigma of 0.04
 N5-C15 \\sim N5-C16
 with sigma of 0.02
2. Restrained planarity
 C14, O3, N5, C15, C16
 with sigma of 0.1
3. Uiso/Uaniso restraints and constraints
C14 \\sim O3 \\sim N5 \\sim C15 \\sim C16: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 C14, O3, N5, C15, C16
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C14(0.5) H14(0.5) O3(0.5) N5(0.5) C15(0.5) H15A(0.5) H15B(0.5)
 H15C(0.5) C16(0.5) H16A(0.5) H16B(0.5) H16C(0.5)
6.a Aromatic/amide H refined with riding coordinates:
 N4(H4), C9(H9), C6(H6), C1(H1), C4(H4A), C13(H13), C3(H3), C2(H2), C12(H12),
 C10(H10), C11(H11), C14(H14)
6.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_shelx_res_checksum              85805
_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 1.061
_oxdiff_exptl_absorpt_empirical_full_min 0.948