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_7708816
_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         'C23 H22 Fe N2 O3 S, 0.5(C H2 Cl2)'
_chemical_formula_sum            'C23.5 H23 Cl Fe N2 O3 S'
_chemical_formula_weight         504.80
_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   mixed
_audit_creation_date             2020-06-08
_audit_creation_method
;
Olex2 1.3
(compiled 2020.01.31 svn.r88ba2a3 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-06-19 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 106.060(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.9949(10)
_cell_length_b                   11.5388(5)
_cell_length_c                   15.5543(8)
_cell_measurement_reflns_used    7151
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.6630
_cell_measurement_theta_min      2.2110
_cell_volume                     2413.7(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2013/2 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector_area_resol_mean 5.2195
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -70.00   66.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       23.4145  -57.0000   90.0000 136

  2 omega  -20.00   75.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       23.4145  -99.0000   30.0000 95

  3 omega  -21.00  126.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       23.4145   77.0000  120.0000 147

  4 omega  -20.00  117.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       23.4145   57.0000 -120.0000 137

  5 omega  -26.00  116.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       23.4145   37.0000   30.0000 142

  6 omega -125.00  -55.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6645  178.0000 -180.0000 70

  7 omega  -68.00   69.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6645   57.0000 -120.0000 137

  8 omega  -20.00   27.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6645  -99.0000  -30.0000 47

  9 omega   34.00   84.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -       23.4145 -178.0000    0.0000 50

 10 omega  -20.00   27.00   1.0000   30.0000
omega____ theta____ kappa____ phi______ frames
    -      -24.6645  -99.0000 -120.0000 47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0987
_diffrn_reflns_av_unetI/netI     0.0569
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            40306
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.103
_diffrn_reflns_theta_min         2.230
_exptl_absorpt_coefficient_mu    0.849
_exptl_absorpt_correction_T_max  0.980
_exptl_absorpt_correction_T_min  0.726
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
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            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.389
_exptl_crystal_description       plate
_exptl_crystal_F_000             1044
_exptl_crystal_size_max          0.5468
_exptl_crystal_size_mid          0.1944
_exptl_crystal_size_min          0.0275
_refine_diff_density_max         1.407
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         5320
_refine_ls_number_restraints     44
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.0843
_refine_ls_R_factor_gt           0.0639
_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^)+(0.0666P)^2^+4.6726P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1478
_refine_ls_wR_factor_ref         0.1584
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4252
_reflns_number_total             5320
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt03553c2.cif
_cod_data_source_block           exp_631
_cod_original_formula_sum        'C23.50 H23 Cl Fe N2 O3 S'
_cod_database_code               7708816
_shelxl_version_number           2013-2
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C31-Cl1
 1.6 with sigma of 0.02
 O3-H3
 0.82 with sigma of 0.02
 N2-H2A = N1-H1
 0.88 with sigma of 0.02
 C31-Cl2
 1.6 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl2 \\sim Cl2A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
C31A \\sim C31: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
Cl1A \\sim Cl1: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
Uanis(C31A) = Uanis(C31)
4. Rigid body (RIGU) restrains
 C31, Cl1, Cl2
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl2A, C31A, Cl1A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl2, C31, Cl1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Same fragment restrains
{C31, Cl1, Cl2} sigma for 1-2: 0.02, 1-3: 0.04
as in
{C31A, Cl1A, Cl2A}
6. Others
 Fixed Sof: C31(0.25) H31A(0.25) H31B(0.25) Cl1(0.25) Cl2(0.25) C31A(0.25)
 H31C(0.25) H31D(0.25) Cl1A(0.25) Cl2A(0.25)
7.a Ternary CH refined with riding coordinates:
 C2(H2)
7.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C31(H31A,H31B), C31A(H31C,H31D)
7.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C19(H19), C21(H21), C22(H22), C23(H23)
7.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C)
;
_olex2_submission_special_instructions 'No special instructions were received'