A bioinspired redox-modulating copper(II)-macrocyclic complex bearing non-steroidal anti-inflammatory drugs with anti-cancer stem cell activity
Johnson, Alice; Iffland, Linda; Northcote-Smith, Joshua; Singh, Kuldip; Ortu, Fabrizio; Apfel, Ulf-Peter; Suntharalingam, Kogularamanan; Dalton Transactions  (2022) –; doi:10.1039/D2DT00788F

data_7709769
_publ_section_title
;
 A bioinspired redox-modulating copper(II)-macrocyclic complex bearing
 non-steroidal anti-inflammatory drugs with anti-cancer stem cell activity
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00788F
_journal_year                    2022
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C10 H28 Cu N4 O2, 2(C14 H13 O3), 4(H2 O)'
_chemical_formula_sum            'C38 H62 Cu N4 O12'
_chemical_formula_weight         830.45
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2021-12-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_audit_update_record
;
2021-12-22 deposited with the CCDC.	2022-03-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.700(14)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.917(4)
_cell_length_b                   30.223(16)
_cell_length_c                   8.837(5)
_cell_measurement_reflns_used    879
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.146
_cell_measurement_theta_min      2.338
_cell_volume                     2084.2(19)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker Apex 2000 CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1739
_diffrn_reflns_av_unetI/netI     0.2750
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            16525
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.338
_exptl_absorpt_coefficient_mu    0.588
_exptl_absorpt_correction_T_max  0.843
_exptl_absorpt_correction_T_min  0.057
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
absoprtion correction based on 2603 reflections(SADABS);Rint 0.0958 before
correctin and 0.0739 after.
;
_exptl_crystal_colour            pink
_exptl_crystal_colour_primary    pink
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       plate
_exptl_crystal_F_000             886
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.561
_refine_diff_density_min         -0.593
_refine_diff_density_rms         0.067
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.02(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.817
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     525
_refine_ls_number_reflns         8085
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      0.816
_refine_ls_R_factor_all          0.1857
_refine_ls_R_factor_gt           0.0826
_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^)+(0.0316P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1358
_refine_ls_wR_factor_ref         0.1718
_reflns_Friedel_coverage         0.939
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                3104
_reflns_number_total             8085
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2dt00788f2.cif
_cod_data_source_block           4
_cod_original_cell_volume        2084.3(19)
_cod_database_code               7709769
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.98(4)
 0.02(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H1A,H1B} of O1, {H2A,H2B} of O2, All C(H,H) groups, All
  N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, {H9C,H9D} of O9, {H10C,H10D} of O10, {H11A,H11B} of
  O11, {H12A,H12B} of O12
3. Restrained distances
 O11-H11A = O11-H11B
 0.87 with sigma of 0.02
 O9-H9C = O9-H9D
 0.87 with sigma of 0.02
 O10-H10C = O10-H10D
 0.87 with sigma of 0.02
 O12-H12A = O12-H12B
 0.87 with sigma of 0.02
 O12-H9C
 1.9 with sigma of 0.02
 H11A-O10
 1.9 with sigma of 0.02
 H12A-O11
 1.9 with sigma of 0.02
 H10C-O9
 1.9 with sigma of 0.02
 H12B-H9C
 2.3 with sigma of 0.02
 H9D-O5
 2.4 with sigma of 0.02
 H11A-H11B
 1.38 with sigma of 0.04
 H10C-H10D
 1.38 with sigma of 0.04
 H9C-H9D
 1.38 with sigma of 0.04
 H12A-H12B
 1.38 with sigma of 0.04
4.a Riding coordinates:
 O1(H1A,H1B), O2(H2A,H2B)
4.b Ternary CH refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), C22(H22), C36(H36)
4.c Secondary CH2 refined with riding coordinates:
 C1(H1C,H1D), C2(H2C,H2D), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B)
4.d Aromatic/amide H refined with riding coordinates:
 C12(H12), C15(H15), C16(H16), C17(H17), C18(H18), C20(H20), C26(H26),
 C27(H27), C30(H30), C31(H31), C33(H33), C34(H34)
4.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C24(H24A,H24B,H24C), C35(H35A,H35B,H35C), C38(H38A,H38B,
 H38C)
;
_shelx_res_checksum              43867
_olex2_submission_special_instructions 'No special instructions were received'