Para-substituted benzoic acid ruthenium(ii) complexes: structural features modulating cytotoxicity
Dutra, Jocely L.; Marcon, Pedro H. S.; Moselli, Gustavo; Niquini, Fabiano M.; da Costa, João Victor F.; Moraes, Carlos André F.; Braga, Ataualpa A. C.; Ellena, Javier; Batista, Alzir A.; de Araujo-Neto, João Honorato; RSC Advances 16 (2026) 19763–19778; doi:10.1039/D5RA07271A

data_7251888
_publ_section_title
;
 Para-substituted benzoic acid ruthenium(ii) complexes: structural
 features modulating cytotoxicity
;
_journal_issue                   22
_journal_name_full               'RSC Advances'
_journal_page_first              19763
_journal_page_last               19778
_journal_paper_doi               10.1039/D5RA07271A
_journal_volume                  16
_journal_year                    2026
_chemical_formula_moiety
'C84 H76 N4 O4 P4 Ru2, 1.5(F6 P), 0.5[PF6], 2[H2O]'
_chemical_formula_sum            'C84 H80 F12 N4 O6 P6 Ru2'
_chemical_formula_weight         1857.548
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_symmetry_Int_Tables_number      15
_audit_creation_date             2025-09-10
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-09-10 deposited with the CCDC.	2026-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.7437(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   29.52159(11)
_cell_length_b                   12.88956(6)
_cell_length_c                   43.88249(18)
_cell_measurement_reflns_used    51225
_cell_measurement_temperature    100.00(14)
_cell_measurement_theta_max      78.2550
_cell_measurement_theta_min      3.4190
_cell_volume                     16582.65(12)
_computing_cell_refinement       'CrysAlisPro 1.171.43.90 (Rigaku OD, 2023)'
_computing_data_collection
'CrysAlisPro system (CCD 44.91a 64-bit (release 23-01-2025))'
_computing_data_reduction        'CrysAlisPro 1.171.43.90 (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  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(14)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.9979
_diffrn_measured_fraction_theta_max 0.9978
_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    -82.00  -1.00   0.50    1.18    --  -48.85 110.00 -99.00  162
  2  \w     23.00  85.00   0.50    1.18    --   48.85-110.00 166.00  124
  3  \w    -82.00 -21.00   0.50    4.72    --  -90.00 110.00 -99.00  122
  4  \w   -137.00-111.00   0.50    4.72    --  -90.00-110.00 166.00   52
  5  \w     51.00  76.00   0.50    4.72    --  111.50-110.00 166.00   50
  6  \w    109.00 144.00   0.50    4.72    --  111.50 110.00 -99.00   70
  7  \w    -27.00  22.00   0.50    1.18    --  -48.85  19.00  60.00   98
  8  \w    -27.00  26.00   0.50    1.18    --  -48.85  19.00 -60.00  106
  9  \w    -19.00  26.00   0.50    1.18    --  -48.85  19.00-180.00   90
 10  \w    -23.00  25.00   0.50    1.18    --   48.85 -19.00-120.00   96
 11  \w    -12.00  22.00   0.50    1.18    --   48.85 -19.00  90.00   68
 12  \w    -49.00 -18.00   0.50    4.72    --  -90.00  45.00  90.00   62
 13  \w     42.00  70.00   0.50    4.72    --  111.50-125.00-120.00   56
 14  \w     40.00  67.00   0.50    4.72    --  111.50 -61.00  60.00   54
 15  \w     40.00  65.00   0.50    4.72    --  111.50 -61.00 -60.00   50
 16  \w     73.00 104.00   0.50    4.72    --  111.50 -77.00 -60.00   62
 17  \w    123.00 149.00   0.50    4.72    --  111.50 125.00 -90.00   52
 18  \w     51.00 102.00   0.50    4.72    --  111.50 -77.00  90.00  102
 19  \w     84.00 125.00   0.50    4.72    --  111.50 -88.00 128.99   82
 20  \w     74.00 102.00   0.50    4.72    --  111.50-125.00-120.00   56
 21  \w    112.00 146.00   0.50    4.72    --  111.50  61.00-180.00   68
 22  \w     41.00  67.00   0.50    4.72    --  111.50 -61.00 -90.00   52
 23  \w    111.00 137.00   0.50    4.72    --  111.50 -88.00 -49.27   52
 24  \w     45.00  72.00   0.50    4.72    --  111.50-125.00-180.00   54
 25  \w    118.00 175.00   0.50    4.72    --  111.50  77.00  60.00  114
 26  \w     46.00  82.00   0.50    4.72    --  111.50 -77.00 -90.00   72
 27  \w     74.00 105.00   0.50    4.72    --  111.50 -94.00-120.00   62
 28  \w     42.00 111.00   0.50    4.72    --  111.50-125.00-150.00  138
 29  \w     41.00  66.00   0.50    4.72    --  111.50 -61.00-150.00   50
 30  \w     42.00  68.00   0.50    4.72    --  111.50 -61.00 120.00   52
 31  \w    102.00 131.00   0.50    4.72    --  111.50  45.00   0.00   58
 32  \w     70.00 105.00   0.50    4.72    --  111.50 -94.00 -30.00   70
 33  \w     49.00  75.00   0.50    4.72    --  111.50 -77.00   0.00   52
 34  \w    115.00 169.00   0.50    4.72    --  111.50  61.00   0.00  108
 35  \w    112.00 177.00   0.50    4.72    --  111.50  61.00-150.00  130
 36  \w    106.00 149.00   0.50    4.72    --  111.50  61.00-120.00   86
 37  \w     43.00  78.00   0.50    4.72    --  111.50-125.00 150.00   70
 38  \w     53.00  98.00   0.50    4.72    --  111.50 -94.00 -90.00   90
 39  \w     79.00 105.00   0.50    4.72    --  111.50 -94.00-150.00   52
 40  \w     69.00  95.00   0.50    4.72    --  111.50 -94.00  90.00   52
 41  \w     43.00  69.00   0.50    4.72    --  111.50 -61.00-180.00   52
 42  \w    107.00 149.00   0.50    4.72    --  111.50  61.00 -60.00   84
 43  \w     42.00  67.00   0.50    4.72    --  111.50 -61.00 -30.00   50
 44  \w     42.00  69.00   0.50    4.72    --  111.50 -61.00  30.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0250353000
_diffrn_orient_matrix_UB_12      -0.0972531000
_diffrn_orient_matrix_UB_13      0.0096919000
_diffrn_orient_matrix_UB_21      0.0220399000
_diffrn_orient_matrix_UB_22      -0.0649159000
_diffrn_orient_matrix_UB_23      -0.0238110000
_diffrn_orient_matrix_UB_31      0.0405970000
_diffrn_orient_matrix_UB_32      -0.0247899000
_diffrn_orient_matrix_UB_33      0.0242670000
_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  0.0319
_diffrn_reflns_av_unetI/netI     0.0252
_diffrn_reflns_Laue_measured_fraction_full 0.9979
_diffrn_reflns_Laue_measured_fraction_max 0.9978
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       55
_diffrn_reflns_limit_l_min       -55
_diffrn_reflns_number            96366
_diffrn_reflns_point_group_measured_fraction_full 0.9979
_diffrn_reflns_point_group_measured_fraction_max 0.9978
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         70.07
_diffrn_reflns_theta_min         4.59
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.751
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.376
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.90 (Rigaku Oxford Diffraction, 2023)
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            'intense red'
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_description       prism
_exptl_crystal_F_000             7609.718
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.4545
_refine_diff_density_min         -0.2742
_refine_diff_density_rms         0.0493
_refine_ls_d_res_high            0.8200
_refine_ls_d_res_low             9.6413
_refine_ls_goodness_of_fit_ref   1.0420
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    144
_refine_ls_number_parameters     1393
_refine_ls_number_reflns         15726
_refine_ls_number_restraints     144
_refine_ls_restrained_S_all      1.0368
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0253
_refine_ls_shift/su_max          -0.0009
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0295P)^2^+13.5510P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0628
_refine_ls_wR_factor_ref         0.0640
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              36
_reflns_limit_h_min              0
_reflns_limit_k_max              15
_reflns_limit_k_min              0
_reflns_limit_l_max              52
_reflns_limit_l_min              -53
_reflns_number_gt                14539
_reflns_number_total             15726
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d5ra07271a2.cif
_cod_data_source_block           RuBi
_cod_database_code               7251888
_chemical_oxdiff_formula         'C84 H76 F12 N4 O4 P6 Ru2'
_chemical_oxdiff_usercomment     'Amostra Ru binuclear jocely/alzir tentativa 3'
_cell_oxdiff_angle_alpha         90.0318(7)
_cell_oxdiff_angle_beta          128.5038(9)
_cell_oxdiff_angle_gamma         89.9755(6)
_cell_oxdiff_length_a            29.5242(2)
_cell_oxdiff_length_b            12.88877(11)
_cell_oxdiff_length_c            55.6855(5)
_cell_oxdiff_measurement_reflns_used 51226
_cell_oxdiff_volume              16582.6(2)
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
C324 \\sim C323 \\sim C322 \\sim C321 \\sim C320 \\sim C325: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
C420 \\sim C421 \\sim C422 \\sim C423 \\sim C424 \\sim C425: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
3. Rigid body (RIGU) restrains
 C323, C324, C325, C320, C321, C322
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C420, C421, C422, C423, C424, C425
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Secondary CH2 refined with riding coordinates:
 C130(H13a,H13b), C131(H13c,H13d), C132(H13e,H13f), C133(H13g,H13h), C230(H23a,
 H23b), C231(H23c,H23d), C232(H23e,H23f), C233(H23g,H23h)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22),
  C25(H25), C26(H26), C27(H27), C28(H28), C111(H111), C112(H112), C113(H113),
 C114(H114), C115(H115), C121(H121), C122(H122), C123(H123), C124(H124),
 C125(H125), C211(H211), C212(H212), C213(H213), C214(H214), C215(H215),
 C221(H221), C222(H222), C223(H223), C224(H224), C225(H225), C311(H311),
 C312(H312), C313(H313), C314(H314), C315(H315), C321(H321), C322(H322),
 C323(H323), C324(H324), C325(H325), C411(H411), C412(H412), C413(H413),
 C414(H414), C415(H415), C421(H421), C422(H422), C423(H423), C424(H424),
 C425(H425)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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 1.374
_oxdiff_exptl_absorpt_empirical_full_min 0.809