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_7702966
_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         'C14 H19 N Ru'
_chemical_formula_sum            'C14 H19 N Ru'
_chemical_formula_weight         302.37
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-03-18
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2019-09-12 deposited with the CCDC.	2019-12-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.314(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6382(3)
_cell_length_b                   20.2298(9)
_cell_length_c                   8.0749(3)
_cell_measurement_reflns_used    2359
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      72.4720
_cell_measurement_theta_min      4.3550
_cell_volume                     1231.28(9)
_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      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1768
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega  -33.00   10.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.5757   38.0000  -30.0000 43

  2 omega   28.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       37.5757 -125.0000 -120.0000 70

  3 omega   36.00   98.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107 -111.0000    0.0000 62

  4 omega   81.00  108.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -94.0000    0.0000 27

  5 omega   60.00   87.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -45.0000  120.0000 27

  6 omega   46.00   91.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -30.0000   90.0000 45

  7 omega   26.00   89.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -30.0000  150.0000 63

  8 omega   27.00   91.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -30.0000   30.0000 64

  9 omega   23.00  107.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  -94.0000  150.0000 84

 10 omega  101.00  177.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  111.0000   30.0000 76

 11 omega  124.00  178.00   1.0000    1.8913
omega____ theta____ kappa____ phi______ frames
    -      109.1107  111.0000 -150.0000 54

 12 omega -118.00  -88.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.5757  -99.0000   30.0000 30

 13 omega -121.00  -21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.5757  -77.0000   60.0000 100
;
_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      -0.0248067000
_diffrn_orient_matrix_UB_12      0.0748895000
_diffrn_orient_matrix_UB_13      0.0222804000
_diffrn_orient_matrix_UB_21      -0.1310834000
_diffrn_orient_matrix_UB_22      0.0020527000
_diffrn_orient_matrix_UB_23      -0.1663194000
_diffrn_orient_matrix_UB_31      -0.1547744000
_diffrn_orient_matrix_UB_32      -0.0137036000
_diffrn_orient_matrix_UB_33      0.0960558000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            4460
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.126
_diffrn_reflns_theta_min         4.371
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    10.053
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_correction_T_min  0.510
_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 yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_description       plate
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.1552
_exptl_crystal_size_mid          0.1225
_exptl_crystal_size_min          0.0472
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         2291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0280
_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^)+(0.0317P)^2^+0.4521P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0670
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2044
_reflns_number_total             2291
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt04174e2.cif
_cod_data_source_block           5-(R)
_cod_depositor_comments
'Adding full bibliography for 7702963--7702968.cif.'
_cod_original_cell_volume        1231.27(9)
_cod_database_code               7702966
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C14 H18 I N Ru'
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.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)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_shelx_res_checksum              9712
_olex2_submission_special_instructions 'No special instructions were received'