Organometallic nucleoside analogues: effect of the metallocene metal atom on cancer cell line toxicity.
Ismail, Media K.; Armstrong, Katie A.; Hodder, Samantha L.; Horswell, Sarah L.; Male, Louise; Nguyen, Huy V.; Wilkinson, Edward A.; Hodges, Nikolas J.; Tucker, James H. R.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 1181–1190; doi:10.1039/c9dt04174e

data_7702968
_publ_section_title
;
 Organometallic nucleoside analogues: effect of the metallocene metal atom
 on cancer cell line toxicity.
;
_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1181
_journal_page_last               1190
_journal_paper_doi               10.1039/c9dt04174e
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C12 H14 O Ru'
_chemical_formula_sum            'C12 H14 O Ru'
_chemical_formula_weight         275.30
_space_group_crystal_system      trigonal
_space_group_IT_number           147
_space_group_name_Hall           '-P 3'
_space_group_name_H-M_alt        'P -3'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-06-22
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-09-12 deposited with the CCDC.	2019-12-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   30.3009(5)
_cell_length_b                   30.3009(5)
_cell_length_c                   5.97018(11)
_cell_measurement_reflns_used    9291
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      72.6960
_cell_measurement_theta_min      4.3950
_cell_volume                     4747.11(14)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1768
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
  1 omega  -74.00   50.00   1.0000    9.7965
omega____ theta____ kappa____ phi______ frames
    -      -36.8257   77.0000  -60.0000 124

  2 omega    0.00  123.00   1.0000    9.7965
omega____ theta____ kappa____ phi______ frames
    -       36.8257   77.0000    0.0000 123

  3 omega   72.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000   60.0000 106

  4 omega   72.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000   90.0000 106

  5 omega   72.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000  150.0000 106

  6 omega   72.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000  120.0000 106

  7 omega -118.00   -3.00   1.0000    9.7965
omega____ theta____ kappa____ phi______ frames
    -      -36.8257  -38.0000 -150.0000 115

  8 omega    1.00   82.00   1.0000    9.7965
omega____ theta____ kappa____ phi______ frames
    -       36.8257  -99.0000   90.0000 81

  9 omega   95.00  178.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   79.0000  -87.0000 83

 10 omega   72.00   95.00   1.0000   39.1859
omega____ theta____ kappa____ phi______ frames
    -      109.1107   77.0000 -150.0000 23
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0097195000
_diffrn_orient_matrix_UB_12      -0.0383754000
_diffrn_orient_matrix_UB_13      0.1892737000
_diffrn_orient_matrix_UB_21      0.0506099000
_diffrn_orient_matrix_UB_22      0.0387753000
_diffrn_orient_matrix_UB_23      0.1116222000
_diffrn_orient_matrix_UB_31      -0.0281536000
_diffrn_orient_matrix_UB_32      0.0216855000
_diffrn_orient_matrix_UB_33      0.1352655000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            21374
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.107
_diffrn_reflns_theta_min         2.917
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.714
_exptl_absorpt_correction_T_max  0.996
_exptl_absorpt_correction_T_min  0.987
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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            'light brown'
_exptl_crystal_density_diffrn    1.733
_exptl_crystal_description       lath
_exptl_crystal_F_000             2484
_exptl_crystal_size_max          0.1424
_exptl_crystal_size_mid          0.047
_exptl_crystal_size_min          0.0326
_refine_diff_density_max         1.329
_refine_diff_density_min         -0.854
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     391
_refine_ls_number_reflns         6213
_refine_ls_number_restraints     189
_refine_ls_restrained_S_all      1.145
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0445
_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^)+(0.0169P)^2^+31.5079P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.0953
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5526
_reflns_number_total             6213
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt04174e2.cif
_cod_data_source_block           16
_cod_depositor_comments
'Adding full bibliography for 7702963--7702968.cif.'
_cod_original_cell_volume        4747.12(18)
_cod_database_code               7702968
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C12 H14 O Ru'
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B), C111(H11C,H11D), C112(H11E,H11F), C211(H21A,
 H21B), C212(H21C,H21D)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C9(H9), C10(H10),
 C102(H102), C103(H103), C104(H104), C105(H105), C106(H106), C107(H107),
 C108(H108), C109(H109), C110(H110), C202(H202), C203(H203), C204(H204),
 C205(H205), C206(H206), C207(H207), C208(H208), C209(H209), C210(H210)
;
_shelx_res_checksum              1154
_olex2_submission_special_instructions 'No special instructions were received'