Platinum(ii) complexes of aryl guanidine-like derivatives as potential anticancer agents: between coordination and cyclometallation.
O'Sullivan, Patrick; Previtali, Viola; Twamley, Brendan; Marmion, Celine J.; McDonald, Aidan R.; Rozas, Isabel; RSC advances 15 (2025) 3427–3438; doi:10.1039/d5ra00310e

data_7249910
_publ_section_title
;
 Platinum(ii) complexes of aryl guanidine-like derivatives as potential
 anticancer agents: between coordination and cyclometallation.
;
_journal_issue                   5
_journal_name_full               'RSC advances'
_journal_page_first              3427
_journal_page_last               3438
_journal_paper_doi               10.1039/d5ra00310e
_journal_volume                  15
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C19 H26 Cl2 N6 O3 Pt2 S2, 4.727(H2 O)'
_chemical_formula_sum            'C19 H35.46 Cl2 N6 O7.73 Pt2 S2'
_chemical_formula_weight         996.83
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-12-18
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-12-19 deposited with the CCDC.	2025-01-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.4585(12)
_cell_length_b                   12.2662(7)
_cell_length_c                   11.1763(6)
_cell_measurement_reflns_used    9992
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.409
_cell_measurement_theta_min      2.466
_cell_volume                     2941.8(3)
_computing_cell_refinement       'SAINT (Bruker, 2016)'
_computing_data_collection       'APEX 4 (Bruker, 2021) '
_computing_data_reduction        'SAINT (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.00
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'Kappa diffractometer'
_diffrn_measurement_device_type  'Bruker Apex Kappa Duo Mo'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_av_unetI/netI     0.0347
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            82510
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.439
_diffrn_reflns_theta_min         1.898
_diffrn_source                   'standard sealed X-ray tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_type              'Siemens, KFF Mo 2K -90 C'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    9.876
_exptl_absorpt_correction_T_max  0.0932
_exptl_absorpt_correction_T_min  0.0513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS (Krause, 2015) was used for absorption correction.
wR2(int) was 0.1124 before and 0.0694 after correction.
The Ratio of minimum to maximum transmission is 0.6560.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1901
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.01
_refine_diff_density_max         2.882
_refine_diff_density_min         -1.418
_refine_diff_density_rms         0.192
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.489(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         6034
_refine_ls_number_restraints     148
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0397
_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^)+(0.0334P)^2^+29.6622P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0887
_refine_ls_wR_factor_ref         0.0961
_reflns_Friedel_coverage         0.897
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                5136
_reflns_number_total             6034
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ra00310e2.cif
_cod_data_source_block           tcd257
_cod_database_code               7249910
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.908
_shelx_estimated_absorpt_t_min   0.285
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.511(19)
 0.489(19)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3. Shared sites
{C11A, C11B}
4. Restrained distances
 H1SB-H2SB
 2.2 with sigma of 0.02
 C13-C11A \\sim C13-C11B \\sim C8-C11A \\sim C8-C11B
 with sigma of 0.02
 Pt2-Cl2A \\sim Pt2-Cl2B
 with sigma of 0.02
 C15-Pt2 \\sim C15-Pt2A
 with sigma of 0.02
 Cl2A-Pt2 \\sim Cl2A-Pt2A
 with sigma of 0.02
 Cl2B-Pt2 \\sim Cl2B-Pt2A
 with sigma of 0.02
 N22-Pt2 \\sim N22-Pt2A
 with sigma of 0.02
 Pt2-C15 \\sim Pt2A-C15
 with sigma of 0.02
 Pt2-S2 \\sim Pt2A-S2
 with sigma of 0.02
 Pt2A-N22 \\sim Pt2-N22
 with sigma of 0.02
 Pt2-Cl2A \\sim Pt2A-Cl2B
 with sigma of 0.02
 O2-C11A \\sim O1-C11B
 with sigma of 0.02
5. Uiso/Uaniso restraints and constraints
O1 \\sim O2S: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
Cl1 \\sim Cl2A \\sim Cl2B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
Uanis(O1) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C11B) = Uanis(C11A)
Uanis(Cl2A) = Uanis(Cl2B)
Uanis(C11A) = Uanis(C11B)
Uanis(O2) = Uanis(O1)
6. Rigid body (RIGU) restrains
 C8, C11B, O1, C5, C6, C7, C9, C10
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C11B, O1, C11A, O2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C25, C26, S2, O28
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C20, N19, N21, N22
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C13, C14, C16, C17, C18, C15
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(Cl2B)=Sof(H22A)=Sof(Pt2A)=1-FVAR(1)
 Sof(Cl2A)=Sof(H22)=Sof(Pt2)=Sof(O5S)=Sof(H5SA)=Sof(H5SB)=FVAR(1)
 Sof(C11B)=Sof(O1)=1-FVAR(2)
 Sof(C11A)=Sof(O2)=FVAR(2)
8.a Riding coordinates:
 O1S(H1SA,H1SB), O2S(H2SA,H2SB), O3S(H3SA,H3SB), O4S(H4SA,H4SB), O5S(H5SA,H5SB)
8.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C9(H9), C10(H10), C14(H14), C17(H17), C18(H18), N1(H1), N4(H4),
 N19(H19), N22(H22), N22(H22A)
8.c X=CH2 refined with riding coordinates:
 N3(H3A,H3B), N21(H21A,H21B)
8.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,
 H26C)
;
_shelx_res_checksum              24173
_shelx_hkl_checksum              92947
_olex2_exptl_crystal_mounting_method 'mounted in oil on a MiTeGen microloop'
_olex2_submission_original_sample_id POS622
_olex2_submission_special_instructions 'No special instructions were received'