Physicochemical properties and mechanism of action of a new copper(ii) pyrazine-based complex with high anticancer activity and selectivity towards cancer cells.
Rogalewicz, B.; Sierański, T; Szczesio, M.; Olczak, A.; Gobis, K.; Orlewska, C.; Korona-Głowniak, I; Korga-Plewko, A; Iwan, M.; Michalczuk, M.; Kubik, J.; Adamczuk, G.; Korga, M.; Rutkowska, N.; Boruta, T.; Gas, K.; Sawicki, M.; Poleszak, E.; Maniukiewicz, W.; Świątkowski, M; Czylkowska, A.; RSC advances 14 (2024) 36295–36307; doi:10.1039/d4ra06874b

data_7249591
_publ_section_title
;
 Physicochemical properties and mechanism of action of a new copper(ii)
 pyrazine-based complex with high anticancer activity and selectivity
 towards cancer cells.
;
_journal_issue                   49
_journal_name_full               'RSC advances'
_journal_page_first              36295
_journal_page_last               36307
_journal_paper_doi               10.1039/d4ra06874b
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         '2(C14 H15 Cl2 Cu N5 S2)'
_chemical_formula_sum            'C28 H30 Cl4 Cu2 N10 S4'
_chemical_formula_weight         903.74
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-04
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec141 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-09-04 deposited with the CCDC.	2024-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.7703(5)
_cell_length_b                   9.2488(3)
_cell_length_c                   26.0606(8)
_cell_measurement_reflns_used    10270
_cell_measurement_temperature    101(2)
_cell_measurement_theta_max      32.0060
_cell_measurement_theta_min      3.0220
_cell_volume                     3560.1(2)
_computing_cell_refinement       'CrysAlisPro 1.171.42.86a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.86a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.86a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      101(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.882
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -21.00  66.00   0.50   11.83    --    1.39  77.00 150.00  174
  2  \w    -15.00  66.00   0.50   11.83    --    1.39  77.00-120.00  162
  3  \w     32.00  59.00   0.50   11.83    --   -3.27  77.00   0.00   54
  4  \w    -19.00  15.00   0.50   11.83    --   -3.27  77.00   0.00   68
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0459511000
_diffrn_orient_matrix_UB_12      0.0063776000
_diffrn_orient_matrix_UB_13      -0.0075134000
_diffrn_orient_matrix_UB_21      0.0138366000
_diffrn_orient_matrix_UB_22      -0.0159981000
_diffrn_orient_matrix_UB_23      0.0254591000
_diffrn_orient_matrix_UB_31      0.0009845000
_diffrn_orient_matrix_UB_32      -0.0747618000
_diffrn_orient_matrix_UB_33      -0.0061065000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0572
_diffrn_reflns_av_unetI/netI     0.0593
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.882
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            28753
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.801
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.096
_diffrn_reflns_theta_min         2.867
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.768
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.470
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.86a (Rigaku Oxford Diffraction, 2023)
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 light brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_description       plate
_exptl_crystal_F_000             1832
_exptl_crystal_size_max          0.588
_exptl_crystal_size_mid          0.222
_exptl_crystal_size_min          0.017
_refine_diff_density_max         0.867
_refine_diff_density_min         -0.910
_refine_diff_density_rms         0.130
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.504(16)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     436
_refine_ls_number_reflns         9961
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0475
_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^)+(0.0404P)^2^+6.7643P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1026
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.716
_reflns_number_gt                8915
_reflns_number_total             9961
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra06874b2.cif
_cod_data_source_block           cu_a-8_auto
_cod_original_cell_volume        3560.06(19)
_cod_database_code               7249591
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         'C11 H11 N5 S2 Cl2 Cu'
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.496(16)
 0.504(16)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3.a Secondary CH2 refined with riding coordinates:
 C20A(H20A,H20B), C20(H20C,H20D)
3.b Aromatic/amide H refined with riding coordinates:
 C22A(H22A), C23A(H23A), C24A(H24A), C25A(H25A), C26A(H26A), C43A(H43A),
 C44A(H44A), C46A(H46A), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26),
 C43(H43), C44(H44), C46(H46)
3.c X=CH2 refined with riding coordinates:
 N4A(H4AA,H4AB), N4(H4A,H4B)
3.d Idealised Me refined as rotating group:
 C2A(H2AA,H2AB,H2AC), C2(H2A,H2B,H2C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.407
_oxdiff_exptl_absorpt_empirical_full_min 0.515