Organometallic Ru, Os, Rh and Ir Half-Sandwich Conjugates of Ispinesib - Impact of the Organometallic Group on the Antimitotic Activity
Łomzik, Michał; Blauz, Andrzej; Glodek, Marta; Makal, Anna; Tchoń, Daniel Mateusz; Ayine-Tora, Daniel Moscoh; Hartinger, Christian; Rychlik, Blazej; Plazuk, Damian; Dalton Transactions  (2023) –; doi:10.1039/D3DT01217D

data_7713461
_publ_section_title
;
 Organometallic Ru, Os, Rh and Ir Half-Sandwich Conjugates of Ispinesib -
 Impact of the Organometallic Group on the Antimitotic Activity
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT01217D
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C46 H51 Cl2 Ir N5 O2, F6 P, C H2 Cl2'
_chemical_formula_sum            'C47 H53 Cl4 F6 Ir N5 O2 P'
_chemical_formula_weight         1198.91
_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     difmap
_audit_creation_date             2022-09-21
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2022.06.10 svn.r3fa896f for OlexSys, GUI svn.r6535)
;
_audit_update_record
;
2022-09-22 deposited with the CCDC.	2023-07-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 89.971(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.6827(2)
_cell_length_b                   11.6490(3)
_cell_length_c                   25.0534(7)
_cell_measurement_reflns_used    17292
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      76.8480
_cell_measurement_theta_min      3.5280
_cell_volume                     2534.02(11)
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/2 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2195
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            37198
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.034
_diffrn_reflns_theta_min         1.763
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.890
_exptl_absorpt_correction_T_max  0.901
_exptl_absorpt_correction_T_min  0.420
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
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 yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_description       plate
_exptl_crystal_F_000             1200
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/n-pentane'
_exptl_crystal_size_max          0.1571
_exptl_crystal_size_mid          0.1215
_exptl_crystal_size_min          0.0152
_refine_diff_density_max         5.482
_refine_diff_density_min         -2.099
_refine_diff_density_rms         0.148
_refine_ls_abs_structure_details
;
 Flack x determined using 4644 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.018(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     604
_refine_ls_number_reflns         10400
_refine_ls_number_restraints     130
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0481
_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^)+(0.0037P)^2^+25.9589P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1125
_refine_ls_wR_factor_ref         0.1129
_reflns_Friedel_coverage         0.899
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.994
_reflns_number_gt                10259
_reflns_number_total             10400
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt01217d2.cif
_cod_data_source_block           mlx10036
_cod_database_code               7713461
_shelxl_version_number           2013-2
_shelx_estimated_absorpt_t_max   0.694
_shelx_estimated_absorpt_t_min   0.365
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.5877(16)
 0.4123(16)
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
3. Uiso/Uaniso restraints and constraints
Uanis(N100) \\sim Ueq, Uanis(C11A) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.004
Uanis(C21) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C13A) \\sim Ueq, Uanis(C15A)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C7) \\sim Ueq, Uanis(C106) \\sim Ueq, Uanis(C14A) \\sim Ueq: with sigma
of 0.005 and sigma for terminal atoms of 0.01
4. Rigid body (RIGU) restrains
 C11, C15, C15A, C11A, C12A, C12, C13A, C13, C14A, C14
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
5.a Ternary CH refined with riding coordinates:
 C21(H21), C22(H22)
5.b Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B), C26(H26A,H26B), C25(H25A,H25B), C27(H27A,H27B), C(HA,HB)
5.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C5(H5), C6(H6), C37(H37), C106(H106), C101(H101), C92(H92),
 C104(H104), C103(H103), C102(H102), C33(H33), C96(H96), C34(H34), C36(H36),
 C35(H35), C95(H95), C93(H93)
5.d Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C), C11(H11A,H11B,H11C), C15(H15A,H15B,H15C), C24(H24A,H24B,H24C), C97(H97A,
 H97B,H97C)
;
_olex2_submission_special_instructions 'No special instructions were received'