Impact Of The Ferrocenyl Group On Cytotoxicity And KSP Inhibitory Activity Of Ferrocenyl Monastrol Conjugates
Wieczorek, Anna; Kowalczyk, Karolina; Blauz, Andrzej; Makal, Anna; Pawlędzio, Sylwia; Eurtivong, Chatchakorn; Arabshahi, John; Reynisson, Johannes; Hartinger, Christian; Rychlik, Blazej; Plazuk, Damian; Dalton Transactions  (2021) –; doi:10.1039/D1DT03553C

data_7708817
_publ_section_title
;
 Impact Of The Ferrocenyl Group On Cytotoxicity And KSP Inhibitory
 Activity Of Ferrocenyl Monastrol Conjugates
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D1DT03553C
_journal_year                    2021
_chemical_formula_moiety         'C18 H20 Fe N2 O2 S'
_chemical_formula_sum            'C18 H20 Fe N2 O2 S'
_chemical_formula_weight         384.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2018-10-01
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-06-19 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.4762(11)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.7579(2)
_cell_length_b                   7.28947(8)
_cell_length_c                   24.6904(3)
_cell_measurement_reflns_used    8587
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.2500
_cell_measurement_theta_min      3.6030
_cell_volume                     3347.35(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_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      air
_diffrn_ambient_temperature      100(2)
_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 0.993
_diffrn_measurement_details
;
  1 omega  -42.00   92.00   1.0000    3.9350
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -180.0000 134

  2 omega    1.00   51.00   1.0000    3.9350
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -99.0000 -120.0000 50

  3 omega -151.00  -80.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      -55.2002  -94.0000  120.0000 71

  4 omega  -48.00   37.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      -55.2002   30.0000    0.0000 85

  5 omega -151.00  -80.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      -55.2002  -94.0000   90.0000 71

  6 omega  -96.00   -2.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      -55.2002  125.0000   90.0000 94

  7 omega -151.00  -80.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      -55.2002  -94.0000  -60.0000 71

  8 omega   94.00  146.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -       55.2002  125.0000  -60.0000 52

  9 omega   19.00  116.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004 -111.0000  120.0000 97

 10 omega   18.00   93.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004  -25.0000  -30.0000 75

 11 omega   18.00   93.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004  -25.0000   90.0000 75

 12 omega  100.00  178.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004  111.0000  150.0000 78

 13 omega  100.00  178.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004  111.0000 -180.0000 78

 14 omega   63.00  178.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004   37.0000  -90.0000 115

 15 omega   20.00   92.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004  -37.0000  134.0000 72

 16 omega   63.00  178.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004   37.0000    0.0000 115

 17 omega -101.00  -35.00   1.0000    3.9350
omega____ theta____ kappa____ phi______ frames
    -        0.0000 -178.0000 -120.0000 66

 18 omega    1.00   51.00   1.0000    3.9350
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -99.0000 -150.0000 50

 19 omega -150.00   48.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      -55.2002  -15.0000 -150.0000 198

 20 omega   10.00   36.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -       55.2002   85.0000 -141.4200 26

 21 omega   11.00   45.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -       55.2002   82.0000  150.8976 34

 22 omega   11.00   40.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -       55.2002   83.0000  -26.8208 29

 23 omega   10.00   36.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -       55.2002   85.0000  -65.2487 26

 24 omega   11.00   45.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -       55.2002   82.0000   59.4212 34

 25 omega   67.00  178.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004   77.0000 -180.0000 111

 26 omega   19.00  104.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004  -50.0000   90.0000 85

 27 omega   67.00  178.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004   63.0000   53.3625 111

 28 omega   67.00  178.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004   63.0000  150.0000 111

 29 omega  100.00  178.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004  111.0000   30.0000 78

 30 omega   19.00  110.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004 -111.0000    0.0000 91

 31 omega   67.00  178.00   1.0000   15.7350
omega____ theta____ kappa____ phi______ frames
    -      110.4004   77.0000   90.0000 111
;
_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      -0.0367409000
_diffrn_orient_matrix_UB_12      0.0841623000
_diffrn_orient_matrix_UB_13      -0.0537740000
_diffrn_orient_matrix_UB_21      -0.0653215000
_diffrn_orient_matrix_UB_22      0.0534234000
_diffrn_orient_matrix_UB_23      0.0284955000
_diffrn_orient_matrix_UB_31      0.0352891000
_diffrn_orient_matrix_UB_32      0.1863275000
_diffrn_orient_matrix_UB_33      0.0160414000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            16123
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.354
_diffrn_reflns_theta_min         3.611
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    8.498
_exptl_absorpt_correction_T_max  0.767
_exptl_absorpt_correction_T_min  0.471
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
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    1.525
_exptl_crystal_description       block
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.1389
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.0356
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3233
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0261
_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^)+(0.0265P)^2^+4.5891P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0608
_refine_ls_wR_factor_ref         0.0623
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3049
_reflns_number_total             3233
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt03553c2.cif
_cod_data_source_block           2016_03_09_sp_dp117_n
_cod_original_cell_volume        3347.36(7)
_cod_database_code               7708817
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C18 H20 N2 O2 S Fe'
_reflns_odcompleteness_completeness 99.97
_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. Restrained distances
 N1-H1
 0.88 with sigma of 0.02
 N2-H2
 0.88 with sigma of 0.02
 C18-H18A \\sim C18-H18E
 with sigma of 0.02
 C18-H18B \\sim C18-H18D
 with sigma of 0.02
 C18-H18C \\sim C18-H18F
 with sigma of 0.02
3. Others
 Sof(H18D)=Sof(H18E)=Sof(H18F)=1-FVAR(1)
 Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C2(H2A)
4.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
4.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C6(H6), C10(H10), C14(H14), C7(H7), C11(H11), C9(H9), C12(H12),
 C13(H13)
;
_olex2_date_sample_data_collection 1457518857.48
_olex2_submission_special_instructions 'No special instructions were received'