Synthesis, Structure, and Antiproliferative Activity of Ruthenium(II) Arene Complexes of Indenoisoquinoline Derivatives
Wambang, Nathalie; Schifano-Faux, Nadège; Martoriati, Alain; Henry, Natacha; Baldeyrou, Brigitte; Bal-Mahieu, Christine; Bousquet, Till; Pellegrini, Sylvain; Meignan, Samuel; Cailliau, Katia; Goossens, Jean-François; Bodart, Jean-François; T. Ndifon, Peter; Pélinski, Lydie; Organometallics 35 (2016) 2868–; doi:10.1021/acs.organomet.6b00440

data_4088788
_publ_section_title
;
 Synthesis, Structure, and Antiproliferative Activity of Ruthenium(II)
 Arene Complexes of Indenoisoquinoline Derivatives
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              2868
_journal_paper_doi               10.1021/acs.organomet.6b00440
_journal_volume                  35
_journal_year                    2016
_chemical_formula_moiety         'C32 H37 Cl N3 O2 Ru, F6 P, 0.5(H2 O)'
_chemical_formula_sum            'C32 H38 Cl F6 N3 O2.5 P Ru'
_chemical_formula_weight         786.14
_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     direct
_audit_creation_date             2015-04-23
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                71.477(3)
_cell_angle_beta                 79.560(3)
_cell_angle_gamma                74.539(3)
_cell_formula_units_Z            2
_cell_length_a                   8.0477(4)
_cell_length_b                   12.1034(6)
_cell_length_c                   18.7685(10)
_cell_measurement_reflns_used    4016
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      19.21
_cell_measurement_theta_min      2.30
_cell_volume                     1661.36(15)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w 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  0.0871
_diffrn_reflns_av_unetI/netI     0.0878
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            38112
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.544
_diffrn_reflns_theta_min         1.821
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.670
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6624
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1049 before and 0.0581 after correction.
The Ratio of minimum to maximum transmission is 0.8887.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_description       needle
_exptl_crystal_F_000             802
_exptl_crystal_size_max          0.301
_exptl_crystal_size_mid          0.055
_exptl_crystal_size_min          0.023
_refine_diff_density_max         1.059
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     485
_refine_ls_number_reflns         6806
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.0554
_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^)+(0.0543P)^2^+1.0079P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1294
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4231
_reflns_number_total             6806
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om6b00440_si_002.cif
_cod_data_source_block           mo_wn193_0m
_cod_original_formula_sum        'C32 H38 Cl F6 N3 O2.50 P Ru'
_cod_database_code               4088788
_shelxl_version_number           2013-4
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,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
2. Others
 Sof(F4A)=Sof(F6A)=Sof(F3A)=Sof(F1A)=Sof(F5A)=Sof(F2A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F5)=Sof(F4)=Sof(F6)=FVAR(1)
 Fixed Sof: O1(0.5) H1A(0.5) H1B(0.5)
3.a Free rotating group:
 O1(H1A,H1B)
3.b Ternary CH refined with riding coordinates:
 N4A(H4A), C29B(H29B), C31B(H31B), C28B(H28B), C32B(H32B), C33B(H33B)
3.c Secondary CH2 refined with riding coordinates:
 N1A(H1AA,H1AB), C8A(H8AA,H8AB), C7A(H7AA,H7AB), C2A(H2AA,H2AB), C5A(H5AA,
 H5AB), C3A(H3AA,H3AB), C6A(H6AA,H6AB)
3.d Aromatic/amide H refined with riding coordinates:
 C22A(H22A), C15A(H15A), C20A(H20A), C14A(H14A), C13A(H13A), C12A(H12A),
 C21A(H21A), C23A(H23A)
3.e Idealised Me refined as rotating group:
 C26B(H26A,H26B,H26C), C34B(H34A,H34B,H34C), C35B(H35A,H35B,H35C)
;
_shelx_res_checksum              84543
_shelx_hkl_checksum              83446
_olex2_submission_special_instructions 'No special instructions were received'