Fine-tuning the cytotoxicity of ruthenium(II) arene compounds to enhance selectivity against breast cancers
Pereira, Sarah; Romano-deGea, Jan; Barbosa, Ana Isabel; Costa Lima, Sofia A.; Dyson, Paul Joseph; Saraiva, M. Lúcia M.F.S.; Dalton Transactions  (2023) –; doi:10.1039/D3DT02037A

data_7713585
_publ_section_title
;
 Fine-tuning the cytotoxicity of ruthenium(II) arene compounds to enhance
 selectivity against breast cancers
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT02037A
_journal_year                    2023
_chemical_formula_moiety         'C43 H38 Cl P2 Ru, Cl, 0.5(C H2 Cl2), 2(H2 O)'
_chemical_formula_sum            'C43.5 H43 Cl3 O2 P2 Ru'
_chemical_formula_weight         867.14
_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   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-06-03
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-09-29 deposited with the CCDC.	2023-07-28 downloaded from the CCDC.
;
_cell_angle_alpha                74.198(4)
_cell_angle_beta                 78.406(4)
_cell_angle_gamma                82.343(4)
_cell_formula_units_Z            2
_cell_length_a                   10.8812(5)
_cell_length_b                   11.0631(5)
_cell_length_c                   16.8995(8)
_cell_measurement_reflns_used    9962
_cell_measurement_temperature    140.00(10)
_cell_measurement_theta_max      74.1240
_cell_measurement_theta_min      12.7400
_cell_volume                     1910.87(16)
_computing_cell_refinement       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.58a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      140.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.953
_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     16.00  79.00   0.50    1.00    --   59.43-107.00 179.00  126
  2  \w    -82.00 -19.00   0.50    1.00    --  -62.40 107.00 -82.00  126
  3  \w     29.00  92.00   0.50    1.00    --   72.19-107.00 179.00  126
  4  \w     30.00  93.00   0.50    1.00    --   73.62-107.00 179.00  126
  5  \w    -95.00 -33.00   0.50    1.00    --  -76.15 107.00 -82.00  124
  6  \w    -96.00 -33.00   0.50    1.00    --  -76.28 107.00 -82.00  126
  7  \w     38.00 101.00   0.50    1.00    --   81.64-107.00 179.00  126
  8  \w     44.00  79.00   0.50    1.00    --   40.00  72.00  -4.30   70
  9  \w     47.00  83.00   0.50    1.00    --   44.00  74.00 137.05   72
 10  \w     50.00  85.00   0.50    1.00    --   44.00  67.00-101.00   70
 11  \w     51.00  87.00   0.50    1.00    --   48.00  73.00  10.28   72
 12  \w     56.00  91.00   0.50    1.00    --   52.00  72.00 -73.89   70
 13  \w     62.00  97.00   0.50    1.00    --   56.00  67.00-176.82   70
 14  \w     61.00  96.00   0.50    1.00    --   56.00  70.00-151.25   70
 15  \w     65.00 101.00   0.50    1.00    --   60.00  69.00  50.25   72
 16  \w   -102.00 -73.00   0.50    1.00    --  -62.40   0.00 -30.00   58
 17  \w   -110.00 -73.00   0.50    1.00    --  -64.00 -50.00 -85.52   74
 18  \w   -113.00 -76.00   0.50    1.00    --  -68.00 -54.00  96.82   74
 19  \w   -119.00 -80.00   0.50    1.00    --  -72.00 -47.00 -22.12   78
 20  \w   -119.00 -81.00   0.50    1.00    --  -72.00 -45.00-115.09   76
 21  \w     34.00  84.00   0.50    1.00    --   73.62 -95.00 120.00  100
 22  \w     75.00 123.00   0.50    1.00    --   73.62  30.00  90.00   96
 23  \w     75.00 123.00   0.50    1.00    --   73.62  30.00 120.00   96
 24  \w     75.00 123.00   0.50    1.00    --   73.62  30.00  60.00   96
 25  \w   -122.00 -85.00   0.50    1.00    --  -76.00 -51.00 171.70   74
 26  \w   -122.00 -73.00   0.50    1.00    --  -76.15-125.00-120.00   98
 27  \w   -116.00 -37.00   0.50    1.00    --  -76.28   0.00 -90.00  158
 28  \w   -107.00 -31.00   0.50    1.00    --  -76.28 125.00   0.00  152
 29  \w   -116.00 -37.00   0.50    1.00    --  -76.28   0.00  30.00  158
 30  \w   -112.00 -35.00   0.50    1.00    --  -80.66 126.00  49.84  154
 31  \w   -128.00 -89.00   0.50    1.00    --  -80.66 -45.00 111.31   78
 32  \w   -110.00 -35.00   0.50    1.00    --  -80.66 123.00-179.46  150
 33  \w   -110.00 -35.00   0.50    1.00    --  -80.66 123.00  -3.74  150
 34  \w   -125.00 -88.00   0.50    1.00    --  -80.66 -57.00-151.89   74
 35  \w     83.00 131.00   0.50    1.00    --   81.64  30.00 -30.00   96
 36  \w     42.00  92.00   0.50    1.00    --   81.64 -95.00  90.00  100
 37  \w     42.00  92.00   0.50    1.00    --   81.64 -95.00-120.00  100
 38  \w     80.00 127.00   0.50    1.00    --   81.64 125.00   0.00   94
 39  \w     42.00  92.00   0.50    1.00    --   81.64 -95.00   0.00  100
 40  \w     36.00 111.00   0.50    1.00    --   81.64-125.00  30.00  150
 41  \w     36.00 111.00   0.50    1.00    --   81.64-125.00 -60.00  150
 42  \w     15.00  41.00   0.50    1.00    --   24.00  92.00 120.58   52
 43  \w     15.00  41.00   0.50    1.00    --   24.00  92.00-152.86   52
 44  \w   -102.00 -73.00   0.50    1.00    --  -62.40   0.00  90.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix-Arc 150'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0694487000
_diffrn_orient_matrix_UB_12      -0.1092649000
_diffrn_orient_matrix_UB_13      0.0624071000
_diffrn_orient_matrix_UB_21      0.0666243000
_diffrn_orient_matrix_UB_22      0.0139092000
_diffrn_orient_matrix_UB_23      0.0689379000
_diffrn_orient_matrix_UB_31      -0.1085018000
_diffrn_orient_matrix_UB_32      0.0946481000
_diffrn_orient_matrix_UB_33      0.0245893000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_unetI/netI     0.0237
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            12093
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.557
_diffrn_reflns_theta_min         2.759
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.335
_exptl_absorpt_correction_T_max  0.913
_exptl_absorpt_correction_T_min  0.578
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.58a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_description       irregular
_exptl_crystal_F_000             890
_exptl_crystal_size_max          0.145
_exptl_crystal_size_mid          0.121
_exptl_crystal_size_min          0.082
_refine_diff_density_max         1.950
_refine_diff_density_min         -1.801
_refine_diff_density_rms         0.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     492
_refine_ls_number_reflns         12093
_refine_ls_number_restraints     29
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0725
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1459P)^2^+3.7170P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2007
_refine_ls_wR_factor_ref         0.2149
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10369
_reflns_number_total             12093
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by 2.4975\% 
around [-0.89 0.43 -0.15] (reciprocal) or [-0.86 0.51 -0.03] (direct)
Component 3 rotated by 1.6826\% 
around [0.39 0.90 0.21] (reciprocal) or [0.33 0.94 -0.12] (direct)
;
_cod_data_source_file            d3dt02037a2.cif
_cod_data_source_block           jr-iii-185
_cod_original_cell_volume        1910.88(15)
_cod_original_formula_sum        'C43.50 H43 Cl3 O2 P2 Ru'
_cod_database_code               7713585
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C43.5 H42 O2 P2 Cl3 Ru1'
_shelx_estimated_absorpt_t_max   0.625
_shelx_estimated_absorpt_t_min   0.460
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.305(4)
 0.375(3) 0.320(3)
2. 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
3. Restrained distances
 Cl4-C1A
 1.78 with sigma of 0.02
 Cl5-C1A
 1.77 with sigma of 0.02
 Cl4-C1A = Cl5-C1A
 1.771 with sigma of 0.01
 Cl4-Cl5
 2.916 with sigma of 0.03
 O1-H1A = O1-H1B
 0.87 with sigma of 0.02
 H2A-H2B = H1A-H1B
 1.38 with sigma of 0.02
 Cl4-Cl5
 2.92 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
Cl4 \\sim Cl5 \\sim C1A: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
5. Rigid body (RIGU) restrains
 Cl4, Cl5, C1A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: Cl4(0.5) Cl5(0.5) C1A(0.5) H1AA(0.5) H1AB(0.5)
7.a Free rotating group:
 O2(H2A,H2B)
7.b Secondary CH2 refined with riding coordinates:
 C1A(H1AA,H1AB)
7.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C9(H9), C10(H10), C11(H11), C12(H12),
 C13(H13), C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C22(H22),
  C23(H23), C24(H24), C25(H25), C27(H27), C28(H28), C29(H29), C30(H30),
 C31(H31), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C39(H39), C40(H40),
  C41(H41), C42(H42), C43(H43)
7.d Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_shelx_res_checksum              87668
_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
- Detector area scaling
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.843
_oxdiff_exptl_absorpt_empirical_full_min 0.388
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               3