Ruthenium(II)-bisdemethoxycurcumin conjugate complexes as potent antitumour agents through simultaneous inhibition of 20S proteasome and HMG-CoA reductase.
Pagliaricci, Sara; Pagliaricci, Noemi; Tombesi, Alessia; Pettinari, Claudio; Cuccioloni, Massimiliano; Juricic, Helena; Galindo, Agustín; Fadaei-Tirani, Farzaneh; Pettinari, Riccardo; Marchetti, Fabio; Dalton transactions (Cambridge, England : 2003) 54 (2025) 11324–11336; doi:10.1039/d5dt01240f

data_7718990
_publ_section_title
;
 Ruthenium(II)-bisdemethoxycurcumin conjugate complexes as potent
 antitumour agents through simultaneous inhibition of 20S proteasome and
 HMG-CoA reductase.
;
_journal_issue                   29
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11324
_journal_page_last               11336
_journal_paper_doi               10.1039/d5dt01240f
_journal_volume                  54
_journal_year                    2025
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C33 H40 O6'
_chemical_formula_sum            'C33 H40 O6'
_chemical_formula_weight         532.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2025-01-09
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-02-17 deposited with the CCDC.	2025-06-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 116.941(6)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   46.834(2)
_cell_length_b                   5.5718(2)
_cell_length_c                   49.959(2)
_cell_measurement_reflns_used    9688
_cell_measurement_temperature    140.00(10)
_cell_measurement_theta_max      50.8080
_cell_measurement_theta_min      2.1230
_cell_volume                     11621.9(10)
_computing_cell_refinement       'CrysAlisPro 1.171.43.135a (Rigaku OD, 2024)'
_computing_data_collection
'CrysAlisPro system (CCD 43.131a 64-bit (release 19-07-2024))'
_computing_data_reduction        'CrysAlisPro 1.171.43.135a (Rigaku OD, 2024)'
_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    'ShelXT 2018/2 (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 0.986
_diffrn_measured_fraction_theta_max 0.986
_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     -4.00  25.00   0.50    2.00    --   30.82 -99.00  30.00   58
  2  \w     -7.00  18.00   0.50    2.00    --   30.82 -99.00   0.00   50
  3  \w    -15.00  10.00   0.50    2.00    --   30.82 -19.00-180.00   50
  4  \w     12.00  37.00   0.50    2.00    --   18.00  92.00-170.98   50
  5  \w     15.00  40.00   0.50    2.00    --   18.00  87.00 171.02   50
  6  \w    -66.00 -24.00   0.50    2.00    --  -31.33 -19.00 150.00   84
  7  \w     46.00  74.00   0.50    2.00    --   30.24  50.00-153.25   56
  8  \w     36.00  64.00   0.50    2.00    --   30.24  76.00 157.34   56
  9  \w     27.00  52.00   0.50    2.00    --   22.00  75.00 151.12   50
 10  \w     45.00  71.00   0.50    2.00    --   30.24  57.00 126.75   52
 11  \w     43.00  69.00   0.50    2.00    --   30.24  68.00 108.68   52
 12  \w    -20.00   5.00   0.50    2.00    --  -31.33  53.00  -0.06   50
 13  \w    -20.00   8.00   0.50    2.00    --  -31.33  44.00 -89.33   56
 14  \w    -17.00   9.00   0.50    2.00    --  -31.33  19.00 -60.00   52
 15  \w    -17.00   8.00   0.50    2.00    --  -31.33  19.00-150.00   50
 16  \w    -17.00  13.00   0.50    2.00    --  -31.33  19.00 -30.00   60
 17  \w    -16.00  14.00   0.50    2.00    --  -31.33  19.00-180.00   60
 18  \w    -10.00  15.00   0.50    2.00    --  -31.33  19.00  30.00   50
 19  \w    -17.00  12.00   0.50    2.00    --  -31.33  19.00  60.00   58
 20  \w    -10.00  15.00   0.50    2.00    --  -31.33  19.00 120.00   50
 21  \w    -13.00  15.00   0.50    2.00    --  -31.33  19.00 150.00   56
 22  \w    -43.00   3.00   0.50    2.00    --  -31.33 102.00  30.12   92
 23  \w    -58.00 -30.00   0.50    2.00    --  -31.33 125.00 -90.00   56
 24  \w    -54.00 -18.00   0.50    2.00    --  -31.33 125.00-120.00   72
 25  \w    -26.00   5.00   0.50    2.00    --  -31.33 102.00-121.33   62
;
_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      -0.0348667000
_diffrn_orient_matrix_UB_12      0.0772146000
_diffrn_orient_matrix_UB_13      -0.0096110000
_diffrn_orient_matrix_UB_21      -0.0098170000
_diffrn_orient_matrix_UB_22      -0.1000384000
_diffrn_orient_matrix_UB_23      -0.0317270000
_diffrn_orient_matrix_UB_31      -0.0069846000
_diffrn_orient_matrix_UB_32      -0.2459811000
_diffrn_orient_matrix_UB_33      0.0098665000
_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  0.0496
_diffrn_reflns_av_unetI/netI     0.0927
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -49
_diffrn_reflns_number            57074
_diffrn_reflns_point_group_measured_fraction_full 0.865
_diffrn_reflns_point_group_measured_fraction_max 0.865
_diffrn_reflns_theta_full        51.402
_diffrn_reflns_theta_max         51.402
_diffrn_reflns_theta_min         1.748
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.757
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.135a (Rigaku Oxford Diffraction, 2024)
Numerical absorption correction based on Gaussian integration over
a multifaceted crystal model.
Empirical absorption correction using spherical harmonics
as implemented in SCALE3 ABSPACK scaling algorithm
;
_exptl_crystal_colour            'clear intense yellow'
_exptl_crystal_density_diffrn    1.218
_exptl_crystal_description       plate
_exptl_crystal_F_000             4576
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.072
_refine_ls_abs_structure_details
;
 Flack x determined using 2677 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.6(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     2833
_refine_ls_number_reflns         21992
_refine_ls_number_restraints     4063
_refine_ls_restrained_S_all      0.975
_refine_ls_R_factor_all          0.1934
_refine_ls_R_factor_gt           0.1070
_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^)+(0.1525P)^2^+26.6033P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2675
_refine_ls_wR_factor_ref         0.3317
_reflns_Friedel_coverage         0.549
_reflns_Friedel_fraction_full    0.707
_reflns_Friedel_fraction_max     0.707
_reflns_number_gt                11117
_reflns_number_total             21992
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt01240f3.cif
_cod_data_source_block           hl2b
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Gaussian' was
changed to 'gaussian' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 

 Adding full bibliography for 7718990--7718993.cif.
;
_cod_original_cell_volume        11621.8(11)
_cod_database_code               7718990
_shelx_shelxl_version_number     2019/3
_audit_contact_author            'Farzaneh Fadaei Tirani'
_chemical_oxdiff_formula         'C33 H40 O6'
_chemical_oxdiff_usercomment     'crystallised from DCM, EtOH'
_shelx_estimated_absorpt_t_max   0.987
_shelx_estimated_absorpt_t_min   0.773
_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) groups
2. Restrained distances
 C139-C138
 1.4 with sigma of 0.02
 C138-C137 = C137-C136 = C136-C135 = C135-C134 = C134-C133
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.005 and sigma
for terminal atoms of 0.01 within 2A
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5.a Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,
 H25B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B), C31(H31A,H31B),
 C32(H32A,H32B), C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B),
  C39(H39A,H39B), C61(H61A,H61B), C62(H62A,H62B), C63(H63A,H63B), C64(H64A,
 H64B), C65(H65A,H65B), C68(H68A,H68B), C69(H69A,H69B), C70(H70A,H70B),
 C71(H71A,H71B), C72(H72A,H72B), C94(H94A,H94B), C95(H95A,H95B), C96(H96A,H96B),
  C97(H97A,H97B), C98(H98A,H98B), C101(H10D,H10E), C102(H10F,H10G), C103(H10H,
 H10I), C104(H10J,H10K), C105(H10L,H10M), C127(H12A,H12B), C128(H12C,H12D),
 C129(H12E,H12F), C130(H13A,H13B), C131(H13C,H13D), C134(H13K,H13L), C135(H13M,
 H13N), C136(H13O,H13P), C137(H13Q,H13R), C138(H13S,H13T), C160(H16A,H16B),
 C161(H16C,H16D), C162(H16E,H16F), C163(H16G,H16H), C164(H16I,H16J), C167(H16Q,
 H16R), C168(H16S,H16T), C169(H16U,H16V), C170(H17A,H17B), C171(H17C,H17D),
 C193(H19A,H19B), C194(H19C,H19D), C195(H19E,H19F), C196(H19G,H19H), C197(H19I,
 H19J), C200(H20A,H20B), C201(H20C,H20D), C202(H20E,H20F), C203(H20G,H20H),
 C204(H20I,H20J), C226(H22C,H22D), C227(H22E,H22F), C228(H22G,H22H), C229(H22I,
 H22J), C230(H23C,H23D), C233(H23K,H23L), C234(H23M,H23N), C235(H23O,H23P),
 C236(H23Q,H23R), C237(H23S,H23T), C259(H25C,H25D), C260(H26D,H26E), C261(H26F,
 H26G), C262(H26H,H26I), C263(H26J,H26K)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C12(H12), C13(H13),
 C15(H15), C16(H16), C18(H18), C19(H19), C41(H41), C42(H42), C44(H44), C45(H45),
  C47(H47), C48(H48), C50(H50), C52(H52), C53(H53), C55(H55), C56(H56),
 C57(H57), C59(H59), C75(H75), C76(H76), C78(H78), C79(H79), C80(H80), C81(H81),
  C83(H83), C85(H85), C86(H86), C88(H88), C89(H89), C91(H91), C92(H92),
 C108(H108), C109(H109), C111(H111), C112(H112), C113(H113), C114(H114),
 C116(H116), C118(H118), C119(H119), C121(H121), C122(H122), C124(H124),
 C125(H125), C141(H141), C142(H142), C144(H144), C145(H145), C146(H146),
 C147(H147), C149(H149), C151(H151), C152(H152), C154(H154), C155(H155),
 C157(H157), C158(H158), C174(H174), C175(H175), C177(H177), C178(H178),
 C179(H179), C180(H180), C182(H182), C184(H184), C185(H185), C187(H187),
 C188(H188), C190(H190), C191(H191), C207(H207), C208(H208), C210(H210),
 C211(H211), C212(H212), C213(H213), C215(H215), C217(H217), C218(H218),
 C220(H220), C221(H221), C223(H223), C224(H224), C240(H240), C241(H241),
 C243(H243), C244(H244), C245(H245), C246(H246), C248(H248), C250(H250),
 C251(H251), C253(H253), C254(H254), C256(H256), C257(H257)
5.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C66(H66A,H66B,
 H66C), C67(H67A,H67B,H67C), C99(H99A,H99B,H99C), C100(H10A,H10B,H10C),
 C132(H13E,H13F,H13G), C133(H13H,H13I,H13J), C165(H16K,H16L,H16M), C166(H16N,
 H16O,H16P), C198(H19K,H19L,H19M), C199(H19N,H19O,H19P), C231(H23E,H23F,H23G),
 C232(H23H,H23I,H23J), C264(H26L,H26M,H26N)
5.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O9(H9), O15(H15A), O22(H22), O27(H27), O34(H34), O40(H40), O45(H45A)
;
_shelx_res_checksum              96360
_shelx_hkl_checksum              6149
_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 1.610
_oxdiff_exptl_absorpt_empirical_full_min 0.700