Synthesis, Characterization, and in Vitro Antitumor Activity of Ruthenium(II) Polypyridyl Complexes Tethering EGFR-Inhibiting 4-Anilinoquinazolines.
Du, Jun; Kang, Yan; Zhao, Yao; Zheng, Wei; Zhang, Yang; Lin, Yu; Wang, Zhaoying; Wang, Yuanyuan; Luo, Qun; Wu, Kui; Wang, Fuyi; Inorganic chemistry 55 (2016) 4595–4605; doi:10.1021/acs.inorgchem.6b00309

data_4347533
_publ_section_title
;
 Synthesis, Characterization, and in Vitro Antitumor Activity of
 Ruthenium(II) Polypyridyl Complexes Tethering EGFR-Inhibiting
 4-Anilinoquinazolines.
;
_journal_issue                   9
_journal_name_full               'Inorganic chemistry'
_journal_page_first              4595
_journal_page_last               4605
_journal_paper_doi               10.1021/acs.inorgchem.6b00309
_journal_volume                  55
_journal_year                    2016
_chemical_formula_moiety         'C62 H54 Cl2 F2 N14 O4 Ru, 2(F6 P), 4(C H4 O)'
_chemical_formula_sum            'C66 H70 Cl2 F14 N14 O8 P2 Ru'
_chemical_formula_weight         1687.27
_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
_audit_creation_date             2014-12-16
_audit_creation_method
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_cell_angle_alpha                104.432(2)
_cell_angle_beta                 103.301(2)
_cell_angle_gamma                93.023(2)
_cell_formula_units_Z            2
_cell_length_a                   10.7727(14)
_cell_length_b                   15.957(2)
_cell_length_c                   22.198(3)
_cell_measurement_reflns_used    10932
_cell_measurement_temperature    173.1500
_cell_measurement_theta_max      27.4811
_cell_measurement_theta_min      0.9786
_cell_volume                     3571.7(8)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2013)'
_computing_structure_solution
;
'SHELXS (Sheldrick, 2013)'
;
_diffrn_ambient_temperature      173.1500
_diffrn_detector_area_resol_mean 28.5714
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device
;
Saturn724+ (2x2 bin mode)
;
_diffrn_measurement_device_details
;
AFC10: Fixed Chi 2 circle
;
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       '\w scans at fixed \c = 45\%'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.0250
_diffrn_orient_matrix_UB_12      -0.0839
_diffrn_orient_matrix_UB_13      0.0396
_diffrn_orient_matrix_UB_21      0.0085
_diffrn_orient_matrix_UB_22      -0.0325
_diffrn_orient_matrix_UB_23      -0.0558
_diffrn_orient_matrix_UB_31      0.0476
_diffrn_orient_matrix_UB_32      -0.0026
_diffrn_orient_matrix_UB_33      -0.0063
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_unetI/netI     0.0790
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            32242
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         1.327
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           24.0000
_diffrn_source_power             1.2000
_diffrn_source_voltage           50.0000
_exptl_absorpt_coefficient_mu    0.441
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8725
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.569
_exptl_crystal_description       plate
_exptl_crystal_F_000             1724
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.870
_refine_diff_density_min         -0.861
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     993
_refine_ls_number_reflns         16240
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0743
_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^)+(0.0427P)^2^+6.4610P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1456
_refine_ls_wR_factor_ref         0.1562
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13580
_reflns_number_total             16240
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ic6b00309_si_002.cif
_cod_data_source_block           mx3465
_cod_database_code               4347533
_shelxl_version_number           2013-4
_diffrn_number_total             16241
_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
2.a Riding coordinates:
 C64(H64A,H64B,H64C)
2.b Secondary CH2 refined with riding coordinates:
 C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C45(H45A,H45B), C46(H46A,
 H46B), C47(H47A,H47B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9A), C10(H10), C11(H11),
 C12(H12), C13(H13), C14(H14A), C17(H17), C18(H18), C19(H19), C20(H20),
 C21(H21), C22(H22), C23(H23), C29(H29), C31(H31), C34(H34), C37(H37), C40(H40),
  C41(H41), C42(H42), C43(H43), C44(H44), C49(H49), C52(H52), C54(H54),
 C58(H58), C59(H59), C62(H62)
2.d Idealised Me refined as rotating group:
 C35(H35A,H35B,H35C), C56(H56A,H56B,H56C), C65(H65A,H65B,H65C), C66(H66A,H66B,
 H66C), C63(H63A,H63B,H63C)
;
_shelx_res_checksum              52157
_shelx_hkl_checksum              49124