Synthesis, structure and biological properties of a series of dicopper(bis-thiosemicarbazone) complexes
Cebotari, Diana; Calancea, Sergiu; Garbuz, Olga; Balan, Greta; Marrot, Jérôme; Shova, Sergiu; Guérineau, Vincent; Touboul, David; Tsapkov, Victor; Gulea, Aurelian; Floquet, Sébastien; New Journal of Chemistry 48 (2024) 12043–12053; doi:10.1039/D4NJ00342J

data_7063248
_publ_section_title
;
 Synthesis, structure and biological properties of a series of
 dicopper(bis-thiosemicarbazone) complexes
;
_journal_issue                   26
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              12043
_journal_page_last               12053
_journal_paper_doi               10.1039/D4NJ00342J
_journal_volume                  48
_journal_year                    2024
_chemical_formula_moiety
'0.5(C22 H31.5 Cu2 N6 O2 S2), 0.5(C22 H29.5 Cu2 N6 O2 S2), 0.25(Cl2 O8), 0.125(C4 O2)'
_chemical_formula_sum            'C22.5 H32 Cl0.5 Cu2 N6 O4.25 S2'
_chemical_formula_weight         663.46
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-03-27
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-06-03 deposited with the CCDC.	2024-06-05 downloaded from the CCDC.
;
_cell_angle_alpha                102.1850(10)
_cell_angle_beta                 94.7530(10)
_cell_angle_gamma                92.8150(10)
_cell_formula_units_Z            4
_cell_length_a                   10.8643(3)
_cell_length_b                   13.6260(4)
_cell_length_c                   19.5887(5)
_cell_measurement_reflns_used    9728
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.967
_cell_measurement_theta_min      2.345
_cell_volume                     2818.16(14)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      296.00
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            150493
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.156
_diffrn_reflns_theta_min         2.076
_diffrn_source                   microsource
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.745
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.6296
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1425 before and 0.0879 after correction.
The Ratio of minimum to maximum transmission is 0.8440.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_description       needle
_exptl_crystal_F_000             1366
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.024
_refine_diff_density_min         -0.930
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     680
_refine_ls_number_reflns         16493
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.073
_refine_ls_R_factor_all          0.0921
_refine_ls_R_factor_gt           0.0537
_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^)+(0.0624P)^2^+4.8779P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1338
_refine_ls_wR_factor_ref         0.1643
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11059
_reflns_number_total             16493
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4nj00342j2.cif
_cod_data_source_block           dc288_a_ref
_cod_depositor_comments
'Adding full bibliography for 7063243--7063248.cif.'
_cod_original_cell_volume        2818.16(13)
_cod_original_formula_sum        'C22.50 H32 Cl0.50 Cu2 N6 O4.25 S2'
_cod_database_code               7063248
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.966
_shelx_estimated_absorpt_t_min   0.641
_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
2. Restrained distances
 Cl1-O2
 -1.45 with sigma of 0.02
 Cl1-O3
 -1.45 with sigma of 0.02
 Cl1-O4
 1.4 with sigma of 0.02
 C14B-C15B
 -1.4 with sigma of 0.02
 C14B-C15E
 -1.4 with sigma of 0.02
 O1-O3
 2.33 with sigma of 0.02
 O1-O4
 2.33 with sigma of 0.02
 O1-O2
 2.33 with sigma of 0.02
 O2-O3
 2.33 with sigma of 0.02
 O2-O4
 2.33 with sigma of 0.02
 O3-O4
 2.33 with sigma of 0.02
 Cl2-O5
 1.4 with sigma of 0.02
 Cl2-O6
 1.4 with sigma of 0.02
 Cl2-O7
 -1.45 with sigma of 0.02
 Cl2-O8
 -1.45 with sigma of 0.02
 O5-O6
 2.33 with sigma of 0.02
 O5-O7
 2.33 with sigma of 0.02
 O5-O8
 2.33 with sigma of 0.02
 O6-O7
 2.33 with sigma of 0.02
 O6-O8
 2.33 with sigma of 0.02
 O7-O8
 2.33 with sigma of 0.02
 O9-C1
 -1.43 with sigma of 0.02
 C1-C2
 -1.5 with sigma of 0.02
 C2-O9
 -2.4 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C15B) = Uanis(C15E)
Uanis(C10C) = Uanis(C11F)
4. Others
 Fixed Sof: H1A(0.5) H14B(0.5) H14C(0.5) C15B(0.5) H15C(0.5) H15D(0.5)
 C15E(0.5) H15E(0.5) H15F(0.5) H1C(0.5) Cl1(0.5) Cl2(0.5) O1(0.5) O2(0.5)
 O3(0.5) O4(0.5) O5(0.5) O6(0.5) O7(0.5) O8(0.5) O9(0.5) C1(0.5) C2(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C13A(H13A,H13B), C17A(H17A,H17B), C13B(H13C,H13D), C13C(H13E,H13F), C17C(H17C,
 H17D), C13D(H13G,H13H)
5.b Aromatic/amide H refined with riding coordinates:
 N1A(H1A), N3A(H3A), C5A(H5A), C7A(H7A), C14A(H14A), N1B(H1B), N3B(H3B),
 C5B(H5B), C7B(H7B), C14B(H14B), C14B(H14C), N1C(H1C), C5C(H5C), C7C(H7C),
 C14C(H14D), N1D(H1D), C5D(H5D), C7D(H7D), C14D(H14E)
5.c X=CH2 refined with riding coordinates:
 C15A(H15A,H15B), C15B(H15C,H15D), C15E(H15E,H15F), C15C(H15G,H15H), C15D(H15I,
 H15J)
5.d Idealised Me refined as rotating group:
 C11A(H11A,H11B,H11C), C11B(H11D,H11E,H11F), C11C(H11G,H11H,H11I), C18A(H18A,
 H18B,H18C), C11D(H11J,H11K,H11L), C11E(H11M,H11N,H11O), C11F(H11P,H11Q,H11R),
 C18C(H18D,H18E,H18F)
;
_shelx_res_checksum              2164
_shelx_hkl_checksum              88422
_olex2_submission_special_instructions 'No special instructions were received'