Platinum(II) complexes of fluorinated pyrrole carbothioamides: enhanced anticancer activity and overcoming cisplatin resistance.
Tang, Haiming; Chen, Chen; Fu, Yuhang; Sun, Tong; Yin, Li; He, Mingyuan; Fu, Qin; Li, Qin; Liu, Yu; Chen, Ziyun; Jamieson, Stephen M. F.; Söhnel, Tilo; Hartinger, Christian G.; Dalton transactions (Cambridge, England : 2003) 54 (2025) 17112–17120; doi:10.1039/d5dt02290h

data_7719760
_publ_section_title
;
 Platinum(II) complexes of fluorinated pyrrole carbothioamides: enhanced
 anticancer activity and overcoming cisplatin resistance.
;
_journal_issue                   46
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17112
_journal_page_last               17120
_journal_paper_doi               10.1039/d5dt02290h
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C47 H37 F N2 P2 Pt S'
_chemical_formula_sum            'C47 H37 F N2 P2 Pt S'
_chemical_formula_weight         937.87
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2025-07-21
_audit_creation_method
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_audit_update_record
;
2025-07-20 deposited with the CCDC.	2025-10-27 downloaded from the CCDC.
;
_cell_angle_alpha                74.3804(9)
_cell_angle_beta                 76.3626(8)
_cell_angle_gamma                75.5113(9)
_cell_formula_units_Z            4
_cell_length_a                   12.88119(13)
_cell_length_b                   17.95145(19)
_cell_length_c                   18.21358(18)
_cell_measurement_reflns_used    97324
_cell_measurement_temperature    99.98(13)
_cell_measurement_theta_max      72.2930
_cell_measurement_theta_min      3.5850
_cell_volume                     3862.52(7)
_computing_cell_refinement       'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.43.98a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.43.98a (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    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -21.00  16.00   0.50    0.10    --  -47.23  11.00  53.00   74
  2  \w     29.00 111.00   0.50    0.10    --   47.23  11.00  53.00  164
  3  \w     -4.00  23.00   0.50    0.10    --   47.23 -11.00-119.00   54
  4  \w   -121.00 -95.00   0.50    0.29    --  -90.25 -11.00-119.00   52
  5  \w    -76.00 -50.00   0.50    0.29    --  -90.25 -11.00-119.00   52
  6  \w    130.00 155.00   0.50    0.29    --   97.33  11.00  53.00   50
  7  \w    -66.00 -35.00   0.50    0.10    --   14.00 169.00-174.22   62
  8  \w    -57.00 -31.00   0.50    0.10    --   18.00 162.00  61.06   52
  9  \w    -12.00  14.00   0.50    0.10    --   22.00  99.00 -66.04   52
 10  \w      3.00  28.00   0.50    0.10    --   38.00  96.00 -99.52   50
 11  \w      4.00  30.00   0.50    0.10    --   38.00  94.00 104.36   52
 12  \w     13.00  38.00   0.50    0.10    --   46.00  90.00  66.34   50
 13  \w    -86.00 -12.00   0.50    0.10    --  -47.23 125.00  30.00  148
 14  \w   -128.00 -89.00   0.50    0.10    --  -47.23 -11.00-119.00   78
 15  \w    -80.00   0.00   0.50    0.10    --  -47.23 -11.00-119.00  160
 16  \w     35.00  96.00   0.50    0.10    --   47.23-125.00  30.00  122
 17  \w     91.00 118.00   0.50    0.10    --   47.23  19.00-180.00   54
 18  \w     62.00  87.00   0.50    0.10    --   47.23-125.00-150.00   50
 19  \w     23.00  56.00   0.50    0.10    --   47.23  19.00-180.00   66
 20  \w     17.00  42.00   0.50    0.10    --   50.00  90.00 133.46   50
 21  \w     16.00  41.00   0.50    0.10    --   50.00  92.00 -79.19   50
 22  \w     16.00  42.00   0.50    0.10    --   50.00  92.00  26.48   52
 23  \w     16.00  41.00   0.50    0.10    --   50.00  92.00 -49.36   50
 24  \w     17.00  42.00   0.50    0.10    --   50.00  90.00-130.46   50
 25  \w     18.00  43.00   0.50    0.10    --   50.00  90.00-172.33   50
 26  \w     31.00  74.00   0.50    0.10    --   58.00  77.00  94.30   86
 27  \w     80.00 106.00   0.50    0.10    --   58.00  77.00  61.11   52
 28  \w    108.00 133.00   0.50    0.10    --   58.00  77.00  94.30   50
 29  \w     35.00  63.00   0.50    0.10    --   58.00  77.00  61.11   56
 30  \w     38.00  64.00   0.50    0.10    --   62.00  75.00 -98.13   52
 31  \w     36.00  63.00   0.50    0.10    --   62.00  76.00-123.43   54
 32  \w     99.00 125.00   0.50    0.10    --   62.00  77.00 -62.65   52
 33  \w     37.00  63.00   0.50    0.10    --   62.00  77.00 -62.65   52
 34  \w     41.00  69.00   0.50    0.10    --   66.00  75.00 -88.20   56
 35  \w     42.00  68.00   0.50    0.10    --   66.00  75.00 123.98   52
 36  \w     40.00  71.00   0.50    0.10    --   66.00  77.00 153.19   62
 37  \w     40.00  66.00   0.50    0.10    --   66.00  77.00  68.20   52
 38  \w     39.00  69.00   0.50    0.10    --   66.00  77.00 105.92   60
 39  \w     39.00  70.00   0.50    0.10    --   66.00  77.00 -26.58   62
 40  \w    -73.00 -45.00   0.50    0.10    --  -70.00 -73.00 174.27   56
 41  \w    -82.00 -45.00   0.50    0.10    --  -70.00 -73.00  -5.30   74
 42  \w    -71.00 -45.00   0.50    0.10    --  -70.00 -74.00-157.83   52
 43  \w    -70.00 -44.00   0.50    0.10    --  -70.00 -75.00  13.88   52
 44  \w     47.00  75.00   0.50    0.29    --   74.00  77.00 -92.74   56
 45  \w     47.00  78.00   0.50    0.29    --   74.00  77.00 -14.46   62
 46  \w    -83.00 -51.00   0.50    0.29    --  -78.00 -77.00 164.48   64
 47  \w    -80.00 -54.00   0.50    0.29    --  -78.00 -74.00-157.30   52
 48  \w    -76.00 -51.00   0.50    0.29    --  -78.00 -76.00 174.20   50
 49  \w    -81.00 -51.00   0.50    0.29    --  -78.00 -76.00 111.76   60
 50  \w    -81.00 -51.00   0.50    0.29    --  -78.00 -77.00 -77.95   60
 51  \w    -88.00 -62.00   0.50    0.29    --  -86.00 -75.00  -8.62   52
 52  \w    -85.00 -59.00   0.50    0.29    --  -86.00 -77.00  53.96   52
 53  \w   -140.00-114.00   0.50    0.29    --  -86.00 -77.00  53.96   52
 54  \w    -88.00 -59.00   0.50    0.29    --  -86.00 -76.00 116.08   58
 55  \w   -154.00 -93.00   0.50    0.29    --  -86.00 -76.00 116.08  122
 56  \w   -164.00 -67.00   0.50    0.29    --  -90.25 -76.00 -42.79  194
 57  \w   -165.00-109.00   0.50    0.29    --  -90.25 -53.00 154.86  112
 58  \w   -165.00 -66.00   0.50    0.29    --  -90.25 -70.00   7.90  198
 59  \w   -163.00 -70.00   0.50    0.29    --  -90.25 -66.00  61.32  186
 60  \w   -142.00 -65.00   0.50    0.29    --  -90.25 -72.00  98.57  154
 61  \w   -128.00 -63.00   0.50    0.29    --  -90.25 -77.00 -34.87  130
 62  \w    -91.00 -63.00   0.50    0.29    --  -90.25 -77.00-180.00   56
 63  \w   -165.00-119.00   0.50    0.29    --  -90.25 -77.00-180.00   92
 64  \w   -152.00 -63.00   0.50    0.29    --  -90.25 -77.00   5.72  178
 65  \w    -89.00 -64.00   0.50    0.29    --  -90.25 -76.00  84.94   50
 66  \w    -91.00 -63.00   0.50    0.29    --  -90.25 -77.00 -90.00   56
 67  \w   -166.00 -63.00   0.50    0.29    --  -90.25 -77.00-133.06  206
 68  \w   -150.00 -98.00   0.50    0.29    --  -90.25 -77.00 -90.00  104
 69  \w    -98.00 -64.00   0.50    0.29    --  -90.25 -77.00-120.00   68
 70  \w   -142.00-102.00   0.50    0.29    --  -90.25 -77.00-120.00   80
 71  \w   -155.00 -64.00   0.50    0.29    --  -90.25 -75.00-105.75  182
 72  \w   -166.00 -99.00   0.50    0.29    --  -90.25 -76.00  84.94  134
 73  \w   -146.00 -64.00   0.50    0.29    --  -90.25 -74.00 156.24  164
 74  \w    -95.00 -70.00   0.50    0.29    --  -90.25 -69.00  35.79   50
 75  \w   -166.00-126.00   0.50    0.29    --  -90.25 -77.00 120.00   80
 76  \w   -132.00-107.00   0.50    0.29    --  -90.25 -69.00  35.79   50
 77  \w   -132.00 -63.00   0.50    0.29    --  -90.25 -77.00 150.00  138
 78  \w   -116.00 -64.00   0.50    0.29    --  -90.25 -76.00  32.45  104
 79  \w   -116.00 -55.00   0.50    0.29    --  -90.25 178.00 -90.00  122
 80  \w    -88.00 -63.00   0.50    0.29    --  -90.25 -77.00-150.00   50
 81  \w    -97.00 -63.00   0.50    0.29    --  -90.25 -77.00 -18.08   68
 82  \w   -129.00-104.00   0.50    0.29    --  -90.25 -77.00 -18.08   50
 83  \w   -164.00 -63.00   0.50    0.29    --  -90.25 -77.00 -60.00  202
 84  \w   -106.00 -69.00   0.50    0.29    --  -90.25 -53.00 154.86   74
 85  \w    -97.00 -63.00   0.50    0.29    --  -90.25 -77.00 -75.68   68
 86  \w   -115.00 -64.00   0.50    0.29    --  -90.25 -77.00 120.00  102
 87  \w   -148.00-105.00   0.50    0.29    --  -90.25 -77.00-150.00   86
 88  \w    126.00 151.00   0.50    0.29    --   97.33  77.00  60.00   50
 89  \w     71.00 120.00   0.50    0.29    --   97.33  77.00  60.00   98
 90  \w     29.00  98.00   0.50    0.29    --   97.33 -95.00  60.00  138
 91  \w     34.00 109.00   0.50    0.29    --   97.33-111.00  60.00  150
 92  \w     29.00  71.00   0.50    0.29    --   97.33 -61.00  60.00   84
 93  \w     25.00  71.00   0.50    0.29    --   97.33 -61.00 -90.00   92
 94  \w     20.00  91.00   0.50    0.29    --   97.33 -95.00 150.00  142
 95  \w     84.00 109.00   0.50    0.29    --   97.33-111.00 -90.00   50
 96  \w     27.00  66.00   0.50    0.29    --   97.33-111.00 -90.00   78
 97  \w     23.00 108.00   0.50    0.29    --   97.33-111.00 150.00  170
 98  \w     26.00  92.00   0.50    0.29    --   97.33-111.00-180.00  132
 99  \w     20.00  51.00   0.50    0.29    --   97.33 -45.00  60.00   62
100  \w     25.00 105.00   0.50    0.29    --   97.33 -77.00-150.00  160
101  \w     36.00  68.00   0.50    0.29    --   97.33 -61.00 -30.00   64
102  \w     79.00 131.00   0.50    0.29    --   97.33 178.00  60.00  104
103  \w    148.00 173.00   0.50    0.29    --   97.33  77.00-150.00   50
104  \w     73.00  99.00   0.50    0.29    --   97.33  77.00-150.00   52
105  \w     53.00 100.00   0.50    0.29    --   97.33-111.00   0.00   94
106  \w     59.00 109.00   0.50    0.29    --   97.33-111.00 -30.00  100
107  \w     18.00 104.00   0.50    0.29    --   97.33 -95.00-150.00  172
108  \w     67.00 108.00   0.50    0.29    --   97.33-111.00-150.00   82
109  \w     23.00  58.00   0.50    0.29    --   97.33-111.00-150.00   70
110  \w     20.00  46.00   0.50    0.29    --   97.33 -45.00 -90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            121618
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.739
_diffrn_reflns_theta_min         3.222
_exptl_absorpt_coefficient_mu    8.411
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56603
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.98a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_description       rhombohedral
_exptl_crystal_F_000             1864
_exptl_crystal_recrystallization_method CH2Cl2/Et2O
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.947
_refine_diff_density_min         -0.901
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     973
_refine_ls_number_reflns         13999
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.056
_refine_ls_R_factor_all          0.0195
_refine_ls_R_factor_gt           0.0185
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0178P)^2^+4.6427P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0444
_refine_ls_wR_factor_ref         0.0448
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13520
_reflns_number_total             13999
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt02290h2.cif
_cod_data_source_block           thm-pt-1_auto
_cod_depositor_comments
'Adding full bibliography for 7719759--7719760.cif.'
_cod_database_code               7719760
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C47H37FN2P2PtS
_shelx_estimated_absorpt_t_max   0.487
_shelx_estimated_absorpt_t_min   0.487
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C48(H48), C49(H49), C50(H50), C54(H54), C55(H55), C57(H57), C58(H58),
 C60(H60), C61(H61), C62(H62), C63(H63), C64(H64), C66(H66), C67(H67), C68(H68),
  C69(H69), C70(H70), C72(H72), C73(H73), C74(H74), C75(H75), C76(H76),
 C78(H78), C79(H79), C80(H80), C81(H81), C82(H82), C84(H84), C85(H85), C86(H86),
  C87(H87), C88(H88), C90(H90), C91(H91), C92(H92), C93(H93), C94(H94), C1(H1),
 C2(H2), C3(H3), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13), C14(H14),
 C15(H15), C16(H16), C17(H17), C19(H19), C20(H20), C21(H21), C22(H22),
 C23(H23A), C25(H25A), C26(H26A), C27(H27A), C28(H28), C29(H29), C31(H31A),
 C32(H32A), C33(H33A), C34(H34A), C35(H35), C37(H37A), C38(H38A), C39(H39A),
 C40(H40A), C41(H41), C43(H43A), C44(H44), C45(H45A), C46(H46A), C47(H47)
;
_shelx_res_checksum              71566
_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 2.125
_oxdiff_exptl_absorpt_empirical_full_min 0.538