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_7717550
_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         'C30 H38 N5 O2 P Ru S2, H2 O, 1[CH4O]'
_chemical_formula_sum            'C31 H44 N5 O4 P Ru S2'
_chemical_formula_weight         746.897
_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'
_symmetry_Int_Tables_number      15
_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                90
_cell_angle_beta                 97.5287(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   38.4923(2)
_cell_length_b                   9.48930(5)
_cell_length_c                   18.13669(10)
_cell_measurement_reflns_used    70277
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      72.2640
_cell_measurement_theta_min      4.6120
_cell_volume                     6567.59(6)
_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      120.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.9998
_diffrn_measured_fraction_theta_max 0.9787
_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    -88.00 -36.00   0.50    0.38    --  -47.23 126.00 -18.00  104
  2  \w    -85.00 -45.00   0.50    1.52    --  -90.25 126.00 -18.00   80
  3  \w    -70.00 -35.00   0.50    1.52    --  -90.25  61.00  90.00   70
  4  \w   -101.00 -74.00   0.50    0.38    --  -47.23 144.00 150.00   54
  5  \w    -67.00 -24.00   0.50    0.38    --  -47.23 144.00 150.00   86
  6  \w    -85.00 -60.00   0.50    1.52    --  -90.25 144.00 150.00   50
  7  \w    -62.00 -36.00   0.50    0.38    --   18.00 173.00 107.39   52
  8  \w      8.00  33.00   0.50    0.38    --   42.00  93.00 145.07   50
  9  \w     16.00  41.00   0.50    0.38    --   50.00  92.00 156.57   50
 10  \w     38.00  72.00   0.50    0.38    --   66.00  79.00 162.90   68
 11  \w     42.00  68.00   0.50    0.38    --   70.00  79.00 127.71   52
 12  \w     38.00  64.00   0.50    0.38    --   66.00  80.00  80.59   52
 13  \w     34.00  90.00   0.50    0.38    --   62.00  80.00  31.92  112
 14  \w    110.00 135.00   0.50    1.52    --   97.33 126.00 -18.00   50
 15  \w     96.00 144.00   0.50    1.52    --   97.33 178.00 -90.00   96
 16  \w     62.00  88.00   0.50    0.38    --   62.00  80.00-125.78   52
 17  \w     77.00 103.00   0.50    0.38    --   62.00  78.00 -73.35   52
 18  \w     71.00 173.00   0.50    1.52    --   97.33  77.00 -90.00  204
 19  \w    140.00 176.00   0.50    1.52    --   97.33 111.00 120.00   72
 20  \w    102.00 129.00   0.50    1.52    --   97.33 111.00 120.00   54
 21  \w     84.00 112.00   0.50    1.52    --   97.33 144.00 150.00   56
 22  \w     42.00  68.00   0.50    0.38    --   70.00  79.00  52.34   52
 23  \w     42.00  75.00   0.50    0.38    --   70.00  80.00 101.22   66
 24  \w     71.00 165.00   0.50    1.52    --   97.33  77.00  30.00  188
 25  \w     46.00  72.00   0.50    1.52    --   74.00  80.00-131.93   52
 26  \w     29.00  67.00   0.50    0.38    --   47.23  38.00-150.00   76
 27  \w     38.00  82.00   0.50    0.38    --   62.00  78.00-164.92   88
 28  \w     34.00  60.00   0.50    0.38    --   62.00  79.00 -86.31   52
 29  \w     47.00  73.00   0.50    1.52    --   74.00  79.00 -54.25   52
 30  \w     46.00  75.00   0.50    1.52    --   74.00  80.00 -26.36   58
 31  \w     34.00  68.00   0.50    0.38    --   62.00  79.00  -1.04   68
 32  \w     35.00  66.00   0.50    0.38    --   62.00  77.00 -29.01   62
 33  \w     36.00  63.00   0.50    0.38    --   62.00  78.00 -73.35   54
 34  \w     34.00  59.00   0.50    0.38    --   62.00  80.00-125.78   50
 35  \w     16.00  41.00   0.50    0.38    --   50.00  92.00-138.35   50
 36  \w    -16.00  22.00   0.50    0.38    --   22.00 100.00-158.61   76
 37  \w     16.00  41.00   0.50    0.38    --   50.00  92.00 -23.87   50
 38  \w     16.00  41.00   0.50    0.38    --   50.00  92.00  21.66   50
 39  \w     16.00  41.00   0.50    0.38    --   50.00  92.00  65.12   50
 40  \w      9.00  34.00   0.50    0.38    --   42.00  91.00  -4.03   50
 41  \w    -56.00 -26.00   0.50    0.38    --  -47.23 -38.00-180.00   60
 42  \w    -79.00 -53.00   0.50    1.52    --  -78.00 -75.00-100.97   52
 43  \w    -81.00 -56.00   0.50    1.52    --  -82.00 -75.00 -76.96   50
 44  \w    -87.00 -59.00   0.50    1.52    --  -86.00 -77.00 -37.38   56
 45  \w    -88.00 -63.00   0.50    1.52    --  -90.25 -77.00 -60.00   50
 46  \w    -94.00 -57.00   0.50    1.52    --  -82.00 -74.00-115.41   74
 47  \w    -88.00 -63.00   0.50    1.52    --  -90.25 -77.00-150.00   50
 48  \w    -94.00 -60.00   0.50    1.52    --  -86.00 -77.00-165.62   68
 49  \w   -103.00 -54.00   0.50    1.52    --  -82.00 -80.00-137.97   98
 50  \w    -89.00 -64.00   0.50    1.52    --  -90.25 -74.00 -86.00   50
 51  \w    -90.00 -65.00   0.50    1.52    --  -90.25 -76.00 -68.66   50
 52  \w   -107.00 -73.00   0.50    1.52    --  -90.25-126.00 -94.00   68
 53  \w   -100.00 -58.00   0.50    1.52    --  -86.00 -79.00 -16.27   84
 54  \w    -85.00 -59.00   0.50    1.52    --  -86.00 -77.00  32.20   52
 55  \w    -77.00 -51.00   0.50    1.52    --  -78.00 -77.00  73.55   52
 56  \w    -73.00 -39.00   0.50    0.38    --  -47.23 -38.00   0.00   68
 57  \w    -86.00 -53.00   0.50    1.52    --  -78.00 -72.00 107.08   66
 58  \w    -80.00 -54.00   0.50    1.52    --  -82.00 -78.00 174.56   52
 59  \w    -89.00 -64.00   0.50    1.52    --  -90.25 -74.00 160.57   50
 60  \w   -107.00 -64.00   0.50    1.52    --  -90.25 -75.00 137.71   86
 61  \w    -90.00 -65.00   0.50    1.52    --  -90.25 -77.00  60.00   50
 62  \w    -89.00 -63.00   0.50    1.52    --  -90.25 -77.00  30.00   52
 63  \w    -90.00 -65.00   0.50    0.38    --  -47.23-144.00  97.00   50
 64  \w    -97.00 -65.00   0.50    1.52    --  -90.25 -76.00 123.38   64
 65  \w   -109.00 -65.00   0.50    1.52    --  -90.25 -74.00  74.31   88
 66  \w   -132.00-107.00   0.50    1.52    --  -90.25-144.00  97.00   50
 67  \w   -125.00 -52.00   0.50    1.52    --  -78.00 -75.00  -7.84  146
 68  \w   -108.00 -63.00   0.50    1.52    --  -90.25 -77.00 -46.05   90
 69  \w   -106.00 -63.00   0.50    1.52    --  -90.00 -76.00-157.90   86
 70  \w   -106.00 -63.00   0.50    1.52    --  -90.25 -77.00-180.00   86
 71  \w   -114.00 -74.00   0.50    0.38    --  -47.23-126.00 -94.00   80
 72  \w   -122.00 -63.00   0.50    1.52    --  -90.25 -77.00-120.00  118
 73  \w   -127.00 -95.00   0.50    0.38    --  -47.23 -38.00-180.00   64
 74  \w   -142.00-115.00   0.50    1.52    --  -90.00 -76.00-157.90   54
 75  \w   -159.00-131.00   0.50    1.52    --  -90.25 -77.00-120.00   56
 76  \w   -147.00 -64.00   0.50    1.52    --  -90.25 -75.00 -91.58  166
 77  \w   -141.00-114.00   0.50    1.52    --  -90.25 -77.00 -60.00   54
 78  \w   -144.00 -66.00   0.50    1.52    --  -90.25 -70.00  -2.39  156
 79  \w   -135.00 -65.00   0.50    1.52    --  -90.25 -72.00  91.32  140
 80  \w   -142.00 -65.00   0.50    1.52    --  -90.25 -72.00 104.16  154
 81  \w   -158.00 -63.00   0.50    1.52    --  -90.25 -77.00  45.07  190
 82  \w   -146.00-107.00   0.50    1.52    --  -90.25 -74.00 -86.00   78
 83  \w   -162.00-126.00   0.50    1.52    --  -86.00 -79.00 -16.27   72
 84  \w   -153.00-128.00   0.50    1.52    --  -90.25 -77.00 -46.05   50
 85  \w   -166.00 -64.00   0.50    1.52    --  -90.25 -80.00 -11.31  204
 86  \w   -157.00-111.00   0.50    1.52    --  -90.25 -77.00-180.00   92
 87  \w   -162.00-109.00   0.50    1.52    --  -90.25 -77.00-150.00  106
 88  \w   -166.00-112.00   0.50    1.52    --  -90.25 -77.00  30.00  108
 89  \w   -161.00 -66.00   0.50    1.52    --  -90.25 -70.00 144.62  190
 90  \w   -165.00-101.00   0.50    1.52    --  -90.25 -74.00 160.57  128
 91  \w   -165.00-126.00   0.50    1.52    --  -90.25 -75.00 137.71   78
 92  \w   -161.00-103.00   0.50    1.52    --  -90.25 -77.00  60.00  116
 93  \w   -166.00-140.00   0.50    1.52    --  -90.25 -76.00 123.38   52
 94  \w     35.00  84.00   0.50    0.38    --   34.00-124.00  72.72   98
 95  \w     68.00  93.00   0.50    0.38    --   47.23-144.00  97.00   50
 96  \w     74.00 126.00   0.50    1.52    --   97.33-144.00  97.00  104
 97  \w     67.00 109.00   0.50    1.52    --   97.33-111.00   0.00   84
 98  \w     53.00  78.00   0.50    0.38    --   47.23-126.00 -94.00   50
 99  \w     53.00  99.00   0.50    1.52    --   97.33-126.00 -94.00   92
100  \w     75.00 101.00   0.50    1.52    --   97.33-111.00 -90.00   52
101  \w     54.00 107.00   0.50    1.52    --   97.33-111.00-150.00  106
102  \w     43.00 106.00   0.50    1.52    --   97.33-111.00 -60.00  126
103  \w     44.00 100.00   0.50    1.52    --   97.33 -77.00 -90.00  112
104  \w     31.00  56.00   0.50    1.52    --   97.33-111.00   0.00   50
105  \w     27.00  65.00   0.50    1.52    --   97.33-111.00 -90.00   76
106  \w     24.00  49.00   0.50    1.52    --   97.33-111.00-150.00   50
107  \w    -26.00  36.00   0.50    0.38    --   47.23 -38.00-180.00  124
108  \w     22.00  99.00   0.50    1.52    --   97.33 -77.00  90.00  154
109  \w     23.00  48.00   0.50    1.52    --   97.33 -45.00 120.00   50
110  \w     24.00 102.00   0.50    1.52    --   97.33 -95.00  90.00  156
111  \w    -63.00 -37.00   0.50    0.38    --   18.00 174.00 -11.79   52
;
_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      -0.0222808000
_diffrn_orient_matrix_UB_12      0.1190881000
_diffrn_orient_matrix_UB_13      0.0274814000
_diffrn_orient_matrix_UB_21      0.0335721000
_diffrn_orient_matrix_UB_22      0.0727186000
_diffrn_orient_matrix_UB_23      0.0372912000
_diffrn_orient_matrix_UB_31      0.0025729000
_diffrn_orient_matrix_UB_32      0.0829789000
_diffrn_orient_matrix_UB_33      -0.0720729000
_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  0.0385
_diffrn_reflns_av_unetI/netI     0.0138
_diffrn_reflns_Laue_measured_fraction_full 0.9998
_diffrn_reflns_Laue_measured_fraction_max 0.9787
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            95269
_diffrn_reflns_point_group_measured_fraction_full 0.9998
_diffrn_reflns_point_group_measured_fraction_max 0.9787
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         72.46
_diffrn_reflns_theta_min         4.64
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.874
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77726
_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            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_description       irregular
_exptl_crystal_F_000             3121.302
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.6652
_refine_diff_density_min         -0.5459
_refine_diff_density_rms         0.1085
_refine_ls_d_res_high            0.8085
_refine_ls_d_res_low             9.5401
_refine_ls_goodness_of_fit_ref   1.0653
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    83
_refine_ls_number_parameters     467
_refine_ls_number_reflns         6377
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0653
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0234
_refine_ls_shift/su_max          -0.0008
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0262P)^2^+17.6876P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0627
_refine_ls_wR_factor_ref         0.0631
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              47
_reflns_limit_h_min              -47
_reflns_limit_k_max              11
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                6149
_reflns_number_total             6377
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4dt02733g2.cif
_cod_data_source_block           MCR22_01
_cod_depositor_comments
'Adding full bibliography for 7717543--7717550.cif.'
_cod_original_cell_volume        6567.58(6)
_cod_original_formula_sum        'C31 H44 N5 O4 P1 Ru1 S2'
_cod_database_code               7717550
_chemical_oxdiff_formula         'C24 H27 Cl N2 O2 Ru S2'
_reflns_odcompleteness_completeness 99.97
_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 C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
2. Others
 Fixed Sof: N3(0.5) C5(0.5) H5a(0.5) H5b(0.5) N5a(0.5) C3(0.5) H3a(0.5)
 H3b(0.5) N4(0.5) C6(0.5) H6a(0.5) H6b(0.5) C2(0.5) H2a(0.5) H2b(0.5) C4(0.5)
 H4a(0.5) H4b(0.5) C7a(0.5) H7aa(0.5) H7ab(0.5) C2a(0.5) H2aa(0.5) H2ab(0.5)
 C4a(0.5) H4aa(0.5) H4ab(0.5) C3a(0.5) H3aa(0.5) H3ab(0.5) N3a(0.5) N5(0.5)
 N4a(0.5) C6a(0.5) H6aa(0.5) H6ab(0.5) C5a(0.5) H5aa(0.5) H5ab(0.5) C7(0.5)
 H7a(0.5) H7b(0.5)
3.a Free rotating group:
 O3(H3c,H3d)
3.b Ternary CH refined with riding coordinates:
 C37(H37)
3.c Secondary CH2 refined with riding coordinates:
 C5(H5a,H5b), C3(H3a,H3b), C6(H6a,H6b), C2(H2a,H2b), C4(H4a,H4b), C7a(H7aa,
 H7ab), C2a(H2aa,H2ab), C4a(H4aa,H4ab), C3a(H3aa,H3ab), C6a(H6aa,H6ab),
 C5a(H5aa,H5ab), C7(H7a,H7b)
3.d Aromatic/amide H refined with riding coordinates:
 C26(H26), C32(H32), C23(H23), C22(H22), C35(H35), C25(H25), C15(H15),
 C33(H33), C16(H16), C36(H36), C12(H12), C13(H13), C14(H14)
3.e Idealised Me refined as rotating group:
 C27(H27a,H27b,H27c), C39(H39a,H39b,H39c), C40(H40a,H40b,H40c), C38(H38a,H38b,
 H38c)
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 120 electrons were 
found in a volume of 348\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
1[CH4O] per Formula Unit 
which account for 144 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 2.106
_oxdiff_exptl_absorpt_empirical_full_min 0.740