The coordination chemistry and anticancer activity of organo-ruthenium(II), -iridium(III) and -rhodium(III) complexes with sulfonyl-substituted thiourea ligands.
Risi, Matthew C.; Stjärnhage, Julia; Henderson, William; Lane, Joseph R.; Hartinger, Christian G.; Saunders, Graham C.; Dalton transactions (Cambridge, England : 2003) 54 (2025) 539–549; doi:10.1039/d4dt02733g

data_7717547
_publ_section_title
;
 The coordination chemistry and anticancer activity of
 organo-ruthenium(II), -iridium(III) and -rhodium(III) complexes with
 sulfonyl-substituted thiourea ligands.
;
_journal_issue                   2
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              539
_journal_page_last               549
_journal_paper_doi               10.1039/d4dt02733g
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C42 H41 N2 O2 P Ru S2'
_chemical_formula_sum            'C42 H41 N2 O2 P Ru S2'
_chemical_formula_weight         801.977
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_Int_Tables_number      2
_atom_sites_solution_primary     iterative
_audit_creation_date             2024-10-15
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-10-25 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;
_cell_angle_alpha                78.126(1)
_cell_angle_beta                 89.588(1)
_cell_angle_gamma                64.356(1)
_cell_formula_units_Z            2
_cell_length_a                   9.2306(1)
_cell_length_b                   9.8609(1)
_cell_length_c                   23.0693(2)
_cell_measurement_reflns_used    45041
_cell_measurement_temperature    100.1(6)
_cell_measurement_theta_max      74.0110
_cell_measurement_theta_min      3.9220
_cell_volume                     1844.49(4)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.1(6)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9995
_diffrn_measured_fraction_theta_max 0.9738
_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     64.00  92.00   0.50    0.10    --   58.00  80.00 -37.34   56
  2  \w     47.00  73.00   0.50    0.31    --   74.00  80.00 -81.03   52
  3  \w     34.00  61.00   0.50    0.10    --   62.00  79.00-105.38   54
  4  \w     38.00  64.00   0.50    0.10    --   66.00  79.00 -87.34   52
  5  \w     30.00  57.00   0.50    0.10    --   58.00  79.00 -67.73   54
  6  \w     31.00  57.00   0.50    0.10    --   58.00  80.00 -37.34   52
  7  \w     35.00  88.00   0.50    0.10    --   62.00  79.00  24.10  106
  8  \w     34.00  64.00   0.50    0.10    --   62.00  80.00  73.54   60
  9  \w     35.00  62.00   0.50    0.10    --   62.00  78.00 112.63   54
 10  \w     35.00  61.00   0.50    0.10    --   62.00  78.00 164.24   52
 11  \w     34.00  60.00   0.50    0.10    --   58.00  78.00 142.57   52
 12  \w     46.00  74.00   0.50    0.31    --   74.00  80.00 154.32   56
 13  \w     93.00 138.00   0.50    0.10    --   62.00  78.00 112.63   90
 14  \w    149.00 174.00   0.50    0.31    --  100.91  77.00  30.00   50
 15  \w    145.00 177.00   0.50    0.31    --  100.91  77.00   0.00   64
 16  \w     74.00 110.00   0.50    0.31    --  100.91  77.00  30.00   72
 17  \w    123.00 171.00   0.50    0.31    --  100.91  77.00 150.00   96
 18  \w     75.00 132.00   0.50    0.31    --  100.91  77.00   0.00  114
 19  \w     74.00 116.00   0.50    0.31    --  100.91  77.00 150.00   84
 20  \w     78.00 134.00   0.50    0.31    --  100.91  77.00 120.00  112
 21  \w     75.00 147.00   0.50    0.31    --  100.91  77.00  90.00  144
 22  \w     37.00  73.00   0.50    0.10    --   62.00  78.00-146.81   72
 23  \w     31.00  63.00   0.50    0.10    --   46.98  38.00-180.00   64
 24  \w     77.00 137.00   0.50    0.31    --  100.91  77.00-180.00  120
 25  \w    100.00 125.00   0.50    0.10    --   46.98  38.00-180.00   50
 26  \w    102.00 127.00   0.50    0.10    --   62.00  78.00-146.81   50
 27  \w     96.00 176.00   0.50    0.31    --  100.91  15.00 -60.00  160
 28  \w     85.00 175.00   0.50    0.31    --  100.91  30.00   0.00  180
 29  \w     82.00 174.00   0.50    0.31    --  100.91  30.00 120.00  184
 30  \w     76.00 107.00   0.50    0.31    --  100.91-111.00 -90.00   62
 31  \w     23.00  68.00   0.50    0.31    --  100.91-111.00 -90.00   90
 32  \w     23.00  69.00   0.50    0.31    --  100.91-111.00  60.00   92
 33  \w     75.00 107.00   0.50    0.31    --  100.91-111.00  60.00   64
 34  \w     83.00 108.00   0.50    0.31    --  100.91-111.00 120.00   50
 35  \w     38.00  78.00   0.50    0.31    --  100.91-111.00 120.00   80
 36  \w     33.00  65.00   0.50    0.31    --  100.91 -95.00   0.00   64
 37  \w     71.00  98.00   0.50    0.31    --  100.91 -95.00   0.00   54
 38  \w     23.00 107.00   0.50    0.31    --  100.91-111.00 -60.00  168
 39  \w     27.00 102.00   0.50    0.31    --  100.91 -95.00-150.00  150
 40  \w     24.00 107.00   0.50    0.31    --  100.91-111.00-150.00  166
 41  \w     23.00 105.00   0.50    0.31    --  100.91 -95.00 -60.00  164
 42  \w     -5.00  58.00   0.50    0.10    --   46.98 -84.00  19.00  126
 43  \w     29.00  59.00   0.50    0.31    --  100.91 -84.00  19.00   60
 44  \w     78.00 128.00   0.50    0.31    --  100.91 -84.00  19.00  100
 45  \w     35.00 101.00   0.50    0.31    --  100.91 -77.00 -60.00  132
 46  \w     39.00 100.00   0.50    0.31    --  100.91 -77.00  30.00  122
 47  \w     34.00  59.00   0.50    0.31    --  100.91 -61.00 120.00   50
 48  \w     25.00  50.00   0.50    0.31    --  100.91 -45.00  90.00   50
 49  \w     24.00  49.00   0.50    0.31    --  100.91 -45.00  60.00   50
 50  \w     15.00  40.00   0.50    0.10    --   46.00  86.00 144.13   50
 51  \w     12.00  42.00   0.50    0.10    --   46.00  92.00  -9.63   60
 52  \w    -53.00 -26.00   0.50    0.10    --   10.00 153.00  53.16   54
 53  \w    -53.00 -28.00   0.50    0.10    --   14.00 151.00 -35.13   50
 54  \w    -14.00  28.00   0.50    0.10    --   22.00  98.00-148.93   84
 55  \w     16.00  41.00   0.50    0.10    --   50.00  92.00-165.80   50
 56  \w     15.00  41.00   0.50    0.10    --   46.00  86.00 -63.01   52
 57  \w     17.00  42.00   0.50    0.10    --   50.00  90.00  29.20   50
 58  \w     17.00  42.00   0.50    0.10    --   50.00  90.00  62.24   50
 59  \w     17.00  42.00   0.50    0.10    --   50.00  90.00 147.64   50
 60  \w    -76.00 -36.00   0.50    0.10    --  -46.98  84.00 139.00   80
 61  \w    -83.00 -58.00   0.50    0.31    --  -90.25  84.00 139.00   50
 62  \w    -31.00  28.00   0.50    0.10    --  -46.98  84.00 139.00  118
 63  \w    -42.00  30.00   0.50    0.10    --  -46.98  38.00 150.00  144
 64  \w    -51.00 -14.00   0.50    0.31    --  -90.25  45.00 -90.00   74
 65  \w   -123.00 -68.00   0.50    0.10    --  -46.98 -38.00  60.00  110
 66  \w   -134.00 -86.00   0.50    0.31    --  -90.25 -84.00  19.00   96
 67  \w    -61.00 -26.00   0.50    0.10    --  -46.98 -38.00  60.00   70
 68  \w    -67.00 -24.00   0.50    0.10    --  -46.98 -19.00 120.00   86
 69  \w   -162.00 -95.00   0.50    0.31    --  -90.25 -53.00  94.75  134
 70  \w   -145.00-119.00   0.50    0.31    --  -90.25 -80.00 -96.99   52
 71  \w    -87.00 -62.00   0.50    0.31    --  -90.25 -80.00 -96.99   50
 72  \w    -93.00 -62.00   0.50    0.31    --  -90.00 -78.00 -56.20   62
 73  \w    -75.00 -50.00   0.50    0.31    --  -78.00 -78.00  43.00   50
 74  \w    -76.00 -47.00   0.50    0.31    --  -74.00 -78.00   5.87   58
 75  \w   -128.00-103.00   0.50    0.31    --  -90.00 -78.00 -56.20   50
 76  \w    -96.00 -63.00   0.50    0.31    --  -90.25 -78.00-142.93   66
 77  \w   -106.00 -80.00   0.50    0.31    --  -74.00 -78.00   5.87   52
 78  \w    -91.00 -50.00   0.50    0.31    --  -78.00 -78.00  93.52   82
 79  \w    -71.00 -46.00   0.50    0.31    --  -74.00 -79.00 178.66   50
 80  \w    -85.00 -59.00   0.50    0.31    --  -86.00 -78.00 153.80   52
 81  \w    -80.00 -55.00   0.50    0.31    --  -82.00 -77.00 108.77   50
 82  \w    -89.00 -64.00   0.50    0.31    --  -90.25 -77.00 150.00   50
 83  \w   -154.00-128.00   0.50    0.31    --  -82.00 -77.00 108.77   52
 84  \w   -145.00-120.00   0.50    0.31    --  -90.25 -77.00 150.00   50
 85  \w   -161.00-131.00   0.50    0.31    --  -86.00 -77.00   0.47   60
 86  \w   -147.00-118.00   0.50    0.31    --  -90.25 -77.00 -25.00   58
 87  \w   -104.00 -63.00   0.50    0.31    --  -90.25 -77.00 -25.00   82
 88  \w    -89.00 -64.00   0.50    0.31    --  -90.25 -77.00 -30.00   50
 89  \w    -86.00 -59.00   0.50    0.31    --  -86.00 -77.00   0.47   54
 90  \w    -64.00 -39.00   0.50    0.10    --  -66.00 -77.00 -47.87   50
 91  \w    -76.00 -51.00   0.50    0.31    --  -78.00 -77.00-146.38   50
 92  \w    -85.00 -59.00   0.50    0.31    --  -86.00 -76.00-121.94   52
 93  \w   -108.00 -65.00   0.50    0.31    --  -90.25 -77.00-120.00   86
 94  \w   -142.00-116.00   0.50    0.31    --  -78.00 -76.00 -33.35   52
 95  \w   -163.00 -73.00   0.50    0.31    --  -90.25 -77.00  60.00  180
 96  \w    -86.00 -55.00   0.50    0.31    --  -82.00 -76.00  32.28   62
 97  \w    -76.00 -51.00   0.50    0.31    --  -78.00 -76.00  59.18   50
 98  \w    -96.00 -63.00   0.50    0.31    --  -90.25 -77.00  30.00   66
 99  \w    -76.00 -51.00   0.50    0.31    --  -78.00 -76.00 -33.35   50
100  \w    -93.00 -66.00   0.50    0.31    --  -90.25 -74.00 -86.35   54
101  \w    -89.00 -64.00   0.50    0.31    --  -90.25 -74.00 -80.79   50
102  \w    -90.00 -65.00   0.50    0.31    --  -90.25 -75.00 -47.46   50
103  \w   -165.00 -96.00   0.50    0.31    --  -90.25 -75.00 -47.46  138
104  \w   -164.00-121.00   0.50    0.31    --  -90.25 -74.00 -80.79   86
105  \w   -164.00-138.00   0.50    0.31    --  -90.25 -74.00 -86.35   52
106  \w   -165.00-139.00   0.50    0.31    --  -90.25 -73.00-161.59   52
107  \w    -99.00 -65.00   0.50    0.31    --  -90.25 -73.00-161.59   68
108  \w   -148.00-118.00   0.50    0.31    --  -78.00 -70.00 -70.28   60
109  \w   -137.00 -66.00   0.50    0.31    --  -90.25 -70.00-106.70  142
110  \w    -79.00 -54.00   0.50    0.31    --  -78.00 -70.00 -70.28   50
111  \w   -150.00-123.00   0.50    0.31    --  -90.25 -69.00  26.12   54
112  \w    -91.00 -66.00   0.50    0.31    --  -90.25 -69.00  26.12   50
113  \w   -120.00 -69.00   0.50    0.31    --  -90.25 -63.00 149.14  102
114  \w    -96.00 -71.00   0.50    0.31    --  -90.25 -61.00 120.00   50
115  \w    -78.00 -53.00   0.50    0.31    --  -78.00 -72.00 162.00   50
116  \w    -91.00 -66.00   0.50    0.31    --  -90.25 -70.00 179.30   50
117  \w   -164.00 -99.00   0.50    0.31    --  -90.25 -70.00 179.30  130
118  \w   -141.00 -86.00   0.50    0.31    --  -90.25 -57.00  74.59  110
119  \w   -148.00 -80.00   0.50    0.31    --  -90.25 -61.00-129.83  136
120  \w    114.00 139.00   0.50    0.31    --  100.91  84.00 139.00   50
121  \w     99.00 141.00   0.50    0.31    --  100.91 178.00-120.00   84
122  \w     68.00  95.00   0.50    0.31    --  100.91 178.00-120.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0864685000
_diffrn_orient_matrix_UB_12      -0.1638868000
_diffrn_orient_matrix_UB_13      -0.0113993000
_diffrn_orient_matrix_UB_21      0.0487356000
_diffrn_orient_matrix_UB_22      0.0652160000
_diffrn_orient_matrix_UB_23      -0.0594132000
_diffrn_orient_matrix_UB_31      0.1572239000
_diffrn_orient_matrix_UB_32      -0.0227818000
_diffrn_orient_matrix_UB_33      0.0322073000
_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  0.0449
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.9995
_diffrn_reflns_Laue_measured_fraction_max 0.9738
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            58161
_diffrn_reflns_point_group_measured_fraction_full 0.9995
_diffrn_reflns_point_group_measured_fraction_max 0.9738
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         74.26
_diffrn_reflns_theta_min         3.93
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.214
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87402
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'orangish yellow'
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_description       irregular
_exptl_crystal_F_000             832.343
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.7164
_refine_diff_density_min         -0.8632
_refine_diff_density_rms         0.0854
_refine_ls_d_res_high            0.8009
_refine_ls_d_res_low             11.2391
_refine_ls_extinction_coef       0.00034(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0377
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    74
_refine_ls_number_parameters     456
_refine_ls_number_reflns         7326
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0377
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0315
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0489P)^2^+1.9354P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0811
_refine_ls_wR_factor_ref         0.0817
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              12
_reflns_limit_k_min              -11
_reflns_limit_l_max              28
_reflns_limit_l_min              0
_reflns_number_gt                7090
_reflns_number_total             7326
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4dt02733g2.cif
_cod_data_source_block           MCR_10
_cod_depositor_comments
'Adding full bibliography for 7717543--7717550.cif.'
_cod_database_code               7717547
_chemical_oxdiff_formula         C42H41N2O2RuS2
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C38(H38)
2.b Aromatic/amide H refined with riding coordinates:
 C46(H46), C62(H62), C56(H56), C52(H52), C12(H12), C42(H42), C63(H63),
 C65(H65), C66(H66), C53(H53), C22(H22), C34(H34), C55(H55), C37(H37), C14(H14),
  C16(H16), C64(H64), C15(H15), C36(H36), C44(H44), C26(H26), C43(H43),
 C45(H45), C13(H13), C33(H33), C54(H54), C23(H23), C25(H25)
2.c Idealised Me refined as rotating group:
 C31(H31a,H31b,H31c), C39(H39a,H39b,H39c), C27(H27a,H27b,H27c), C40(H40a,H40b,
 H40c)
;
_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 1.738
_oxdiff_exptl_absorpt_empirical_full_min 0.777