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_7717543
_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         'C24 H27 Cl N2 O2 Ru S2'
_chemical_formula_sum            'C24 H27 Cl N2 O2 Ru S2'
_chemical_formula_weight         576.14
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     direct
_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                90
_cell_angle_beta                 100.8584(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.77638(10)
_cell_length_b                   18.18345(16)
_cell_length_c                   11.48870(11)
_cell_measurement_reflns_used    51650
_cell_measurement_temperature    120.0(4)
_cell_measurement_theta_max      72.1290
_cell_measurement_theta_min      3.8030
_cell_volume                     2416.09(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  'SHELXL n/a (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.0(4)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9814
_diffrn_measured_fraction_theta_max 0.9814
_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     28.00  63.00   0.50    0.11    --   47.23  56.00-133.00   70
  2  \w     29.00  64.00   0.50    0.11    --   47.23  38.00-180.00   70
  3  \w     73.00  99.00   0.50    0.11    --   47.23  38.00-180.00   52
  4  \w     75.00 127.00   0.50    0.11    --   47.23  38.00 -60.00  104
  5  \w     34.00  73.00   0.50    0.11    --   47.23  38.00 -60.00   78
  6  \w     47.00  98.00   0.50    0.43    --   97.33 -77.00  90.00  102
  7  \w     23.00  64.00   0.50    0.43    --   97.33 -56.00  84.00   82
  8  \w     -5.00  21.00   0.50    0.11    --   47.23 -56.00  84.00   52
  9  \w     35.00  95.00   0.50    0.43    --   97.33 -77.00 -90.00  120
 10  \w     72.00  97.00   0.50    0.43    --   97.33 -77.00-150.00   50
 11  \w     23.00  68.00   0.50    0.43    --   97.33 -77.00-150.00   90
 12  \w     52.00 105.00   0.50    0.43    --   97.33 -95.00-150.00  106
 13  \w     44.00 105.00   0.50    0.43    --   97.33-111.00-180.00  122
 14  \w     24.00 109.00   0.50    0.43    --   97.33-111.00-150.00  170
 15  \w     61.00 105.00   0.50    0.43    --   97.33 -95.00 -90.00   88
 16  \w     18.00  58.00   0.50    0.43    --   97.33 -95.00 -90.00   80
 17  \w     28.00 108.00   0.50    0.43    --   97.33-111.00  30.00  160
 18  \w     57.00 109.00   0.50    0.43    --   97.33-111.00  90.00  104
 19  \w     34.00  99.00   0.50    0.11    --   47.23-125.00 150.00  130
 20  \w    -58.00 -18.00   0.50    0.43    --  -90.25  61.00  30.00   80
 21  \w    -59.00 -21.00   0.50    0.43    --  -90.25  61.00  60.00   76
 22  \w    -62.00  28.00   0.50    0.11    --  -47.23  56.00-133.00  180
 23  \w    -62.00 -17.00   0.50    0.43    --  -90.25  56.00-133.00   90
 24  \w   -112.00 -86.00   0.50    0.11    --  -47.23 -19.00-180.00   52
 25  \w    -51.00 -25.00   0.50    0.43    --  -90.25 111.00   0.00   52
 26  \w    -83.00 -58.00   0.50    0.43    --  -90.25 111.00   0.00   50
 27  \w    -76.00 -24.00   0.50    0.11    --  -47.23 -19.00-180.00  104
 28  \w   -115.00 -88.00   0.50    0.11    --  -47.23 -56.00  84.00   54
 29  \w    -84.00 -26.00   0.50    0.11    --  -47.23 -38.00 120.00  116
 30  \w    -59.00 -26.00   0.50    0.11    --  -47.23 -56.00  84.00   66
 31  \w   -154.00 -65.00   0.50    0.43    --  -90.25 -80.00 150.59  178
 32  \w   -146.00-120.00   0.50    0.43    --  -90.25 -79.00 168.89   52
 33  \w    -98.00 -64.00   0.50    0.43    --  -90.25 -79.00 168.89   68
 34  \w    -75.00 -50.00   0.50    0.43    --  -78.00 -78.00 175.03   50
 35  \w    -89.00 -58.00   0.50    0.43    --  -86.00 -79.00  95.41   62
 36  \w   -146.00-119.00   0.50    0.43    --  -78.00 -78.00 175.03   54
 37  \w   -143.00 -97.00   0.50    0.43    --  -86.00 -79.00  95.41   92
 38  \w   -166.00-101.00   0.50    0.43    --  -90.25 -79.00  12.43  130
 39  \w    -87.00 -62.00   0.50    0.43    --  -90.25 -79.00  12.43   50
 40  \w    -90.00 -65.00   0.50    0.43    --  -90.25 -77.00   0.00   50
 41  \w    -81.00 -52.00   0.50    0.43    --  -78.00 -77.00 -53.93   58
 42  \w    -79.00 -50.00   0.50    0.43    --  -78.00 -78.00 -97.54   58
 43  \w   -156.00-109.00   0.50    0.43    --  -90.25 -77.00   0.00   94
 44  \w   -131.00-106.00   0.50    0.43    --  -90.25 -77.00  30.00   50
 45  \w   -155.00-127.00   0.50    0.43    --  -90.25 -77.00  90.00   56
 46  \w    -84.00 -51.00   0.50    0.43    --  -78.00 -77.00 110.93   66
 47  \w    -91.00 -65.00   0.50    0.43    --  -90.25 -77.00  60.00   52
 48  \w    -88.00 -63.00   0.50    0.43    --  -90.25 -77.00  30.00   50
 49  \w   -165.00 -64.00   0.50    0.43    --  -90.25 -77.00 120.00  202
 50  \w   -153.00 -97.00   0.50    0.43    --  -78.00 -77.00 110.93  112
 51  \w    -87.00 -55.00   0.50    0.43    --  -82.00 -77.00 -63.69   64
 52  \w   -111.00 -63.00   0.50    0.43    --  -90.25 -77.00 -89.30   96
 53  \w   -146.00-119.00   0.50    0.43    --  -90.25 -77.00 -89.30   54
 54  \w   -158.00 -64.00   0.50    0.43    --  -90.25 -77.00-120.00  188
 55  \w    -88.00 -63.00   0.50    0.43    --  -90.25 -77.00-180.00   50
 56  \w   -165.00-105.00   0.50    0.43    --  -90.25 -77.00-180.00  120
 57  \w   -162.00 -63.00   0.50    0.43    --  -90.25 -77.00-150.00  198
 58  \w   -158.00 -95.00   0.50    0.43    --  -90.25 -77.00  60.00  126
 59  \w    -84.00 -59.00   0.50    0.43    --  -86.00 -77.00  60.85   50
 60  \w    -84.00 -59.00   0.50    0.43    --  -86.00 -77.00 146.90   50
 61  \w   -146.00-120.00   0.50    0.43    --  -86.00 -77.00 146.90   52
 62  \w   -121.00 -63.00   0.50    0.43    --  -90.25 -77.00  90.00  116
 63  \w   -157.00-107.00   0.50    0.43    --  -90.25 -74.00 -43.49  100
 64  \w   -117.00 -65.00   0.50    0.43    --  -90.25 -76.00 -54.47  104
 65  \w   -136.00 -64.00   0.50    0.43    --  -90.25 -74.00  39.36  144
 66  \w   -149.00 -65.00   0.50    0.43    --  -90.25 -73.00 129.50  168
 67  \w   -163.00 -64.00   0.50    0.43    --  -90.25 -74.00 -77.21  198
 68  \w    -80.00 -55.00   0.50    0.43    --  -78.00 -70.00 -40.25   50
 69  \w   -101.00 -67.00   0.50    0.43    --  -90.25 -74.00 -43.49   68
 70  \w    -86.00 -54.00   0.50    0.43    --  -78.00 -71.00-156.29   64
 71  \w   -165.00 -64.00   0.50    0.43    --  -90.25 -75.00-167.27  202
 72  \w   -140.00 -66.00   0.50    0.43    --  -90.25 -69.00-116.34  148
 73  \w    -84.00 -59.00   0.50    0.43    --  -86.00 -76.00-110.73   50
 74  \w   -158.00-127.00   0.50    0.43    --  -90.25 -65.00 -28.64   62
 75  \w   -141.00-116.00   0.50    0.43    --  -90.25 -56.00  84.00   50
 76  \w    -95.00 -70.00   0.50    0.43    --  -90.25 -65.00 -28.64   50
 77  \w     17.00  43.00   0.50    0.11    --   46.00  88.00  90.14   52
 78  \w     16.00  41.00   0.50    0.11    --   50.00  92.00   0.40   50
 79  \w      1.00  26.00   0.50    0.11    --   38.00  98.00 -41.13   50
 80  \w     13.00  38.00   0.50    0.11    --   46.00  91.00 -96.31   50
 81  \w     16.00  41.00   0.50    0.11    --   50.00  92.00-171.69   50
 82  \w      8.00  33.00   0.50    0.11    --   42.00  93.00-130.68   50
 83  \w    -56.00 -31.00   0.50    0.11    --   18.00 161.00-101.47   50
 84  \w     17.00  42.00   0.50    0.11    --   46.00  90.00  27.53   50
 85  \w     13.00  38.00   0.50    0.11    --   46.00  90.00  78.48   50
 86  \w      9.00  34.00   0.50    0.11    --   42.00  90.00 111.86   50
 87  \w     17.00  42.00   0.50    0.11    --   50.00  90.00 125.32   50
 88  \w     17.00  42.00   0.50    0.11    --   50.00  90.00 -88.86   50
 89  \w     34.00  62.00   0.50    0.11    --   62.00  80.00 -39.98   56
 90  \w     89.00 114.00   0.50    0.11    --   62.00  80.00 -39.98   50
 91  \w     43.00  84.00   0.50    0.11    --   70.00  80.00  33.68   82
 92  \w     38.00  86.00   0.50    0.11    --   66.00  80.00 153.66   96
 93  \w     34.00  59.00   0.50    0.11    --   62.00  79.00  29.51   50
 94  \w     46.00  72.00   0.50    0.43    --   74.00  79.00  56.90   52
 95  \w     62.00  87.00   0.50    0.11    --   62.00  79.00  29.51   50
 96  \w     93.00 118.00   0.50    0.11    --   66.00  78.00  89.82   50
 97  \w     35.00  61.00   0.50    0.11    --   62.00  78.00  68.05   52
 98  \w     39.00  87.00   0.50    0.11    --   66.00  78.00  89.82   96
 99  \w     43.00  69.00   0.50    0.11    --   70.00  77.00 107.95   52
100  \w     35.00  61.00   0.50    0.11    --   62.00  77.00 149.82   52
101  \w    128.00 159.00   0.50    0.43    --   97.33  77.00  90.00   62
102  \w     71.00  96.00   0.50    0.43    --   97.33  77.00  90.00   50
103  \w     30.00  57.00   0.50    0.11    --   58.00  79.00 -61.92   54
104  \w     72.00 114.00   0.50    0.43    --   97.33  77.00 -30.00   84
105  \w    137.00 162.00   0.50    0.43    --   97.33  77.00 -60.00   50
106  \w    136.00 164.00   0.50    0.43    --   97.33  56.00-133.00   56
107  \w     40.00  66.00   0.50    0.11    --   66.00  79.00-167.30   52
108  \w     38.00  63.00   0.50    0.11    --   66.00  79.00-127.42   50
109  \w     41.00  67.00   0.50    0.11    --   66.00  76.00 -11.90   52
110  \w     75.00 121.00   0.50    0.43    --   97.33  77.00 -60.00   92
111  \w     98.00 146.00   0.50    0.43    --   97.33 178.00  60.00   96
112  \w    108.00 145.00   0.50    0.43    --   97.33 178.00 150.00   74
113  \w     63.00 145.00   0.50    0.43    --   97.33 178.00-180.00  164
;
_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      -0.0718012000
_diffrn_orient_matrix_UB_12      -0.0516837000
_diffrn_orient_matrix_UB_13      0.0638778000
_diffrn_orient_matrix_UB_21      -0.1108392000
_diffrn_orient_matrix_UB_22      0.0237466000
_diffrn_orient_matrix_UB_23      -0.0856007000
_diffrn_orient_matrix_UB_31      0.0172983000
_diffrn_orient_matrix_UB_32      -0.0627744000
_diffrn_orient_matrix_UB_33      -0.0851171000
_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  0.0659
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            73393
_diffrn_reflns_theta_full        72.4727
_diffrn_reflns_theta_max         72.47
_diffrn_reflns_theta_min         3.82
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.082
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26952
_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            'clear yellowish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.5838
_exptl_crystal_description       block
_exptl_crystal_F_000             1183.0287
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.4462
_refine_diff_density_min         -0.7809
_refine_diff_density_rms         0.0786
_refine_ls_d_res_high            0.8085
_refine_ls_d_res_low             11.5655
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0352
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    46
_refine_ls_number_parameters     294
_refine_ls_number_reflns         4697
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0352
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0246
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0409P)^2^+1.7892P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0662
_refine_ls_wR_factor_ref         0.0669
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              14
_reflns_limit_h_min              -14
_reflns_limit_k_max              22
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                4478
_reflns_number_total             4697
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4dt02733g2.cif
_cod_data_source_block           MCR26_1
_cod_depositor_comments
'Adding full bibliography for 7717543--7717550.cif.'
_cod_database_code               7717543
_chemical_oxdiff_formula         'C24 H26 Cl N2 O2 Ru S2'
_diffrn_oxdiff_digest_frames
;
01cdf776471e166e26b9cb0c5e1541f92f00108ef45
;
_diffrn_oxdiff_digest_hkl
;
013481206c158ddb8b236d318f9f2223093dca
;
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 Ternary CH refined with riding coordinates:
 C38(H38)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C36(H36), C32(H32), C12(H12), C26(H26), C33(H33), C13(H13), C15(H15),
 C35(H35), C16(H16), C22(H22), C23(H23), C14(H14), C25(H25)
2.c Idealised Me refined as rotating group:
 C37(H37a,H37b,H37c), C39(H39a,H39b,H39c), C27(H27a,H27b,H27c), C40(H40a,H40b,
 H40c)
;
_olex2_exptl_crystal_mounting_method 'Paratone oil and nylon cryo loop'
_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 2.396
_oxdiff_exptl_absorpt_empirical_full_min 0.417