An immunogenic anti-cancer stem cell bi-nuclear copper(II)-flufenamic acid complex.
Li, Yue; Fang, Jiaxin; Singh, Kuldip; Ortu, Fabrizio; Suntharalingam, Kogularamanan; Dalton transactions (Cambridge, England : 2003) 53 (2024) 6410–6415; doi:10.1039/d4dt00384e

data_7715424
_publ_section_title
;
 An immunogenic anti-cancer stem cell bi-nuclear copper(II)-flufenamic
 acid complex.
;
_journal_issue                   14
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6410
_journal_page_last               6415
_journal_paper_doi               10.1039/d4dt00384e
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C61 H55 Cu2 F6 N6 O6, C14 H9 F3 N O2'
_chemical_formula_sum            'C75 H64 Cu2 F9 N7 O8'
_chemical_formula_weight         1489.41
_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   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-01-09
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-01-09 deposited with the CCDC.	2024-03-06 downloaded from the CCDC.
;
_cell_angle_alpha                107.9390(10)
_cell_angle_beta                 97.4370(10)
_cell_angle_gamma                101.8340(10)
_cell_formula_units_Z            2
_cell_length_a                   12.4413(3)
_cell_length_b                   17.2045(4)
_cell_length_c                   17.6456(4)
_cell_measurement_reflns_used    9932
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      72.130
_cell_measurement_theta_min      2.690
_cell_volume                     3440.93(14)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2016)'
_computing_data_collection       'SAINT V8.40B (Bruker, 2016)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 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 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0756
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            69369
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.372
_diffrn_reflns_theta_min         2.690
_exptl_absorpt_coefficient_mu    1.502
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.4899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1528 before and 0.0780 after correction.
The Ratio of minimum to maximum transmission is 0.6501.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_description       plate
_exptl_crystal_F_000             1532
_exptl_crystal_size_max          0.207
_exptl_crystal_size_mid          0.127
_exptl_crystal_size_min          0.042
_refine_diff_density_max         0.983
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1032
_refine_ls_number_reflns         13504
_refine_ls_number_restraints     387
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0709
_refine_ls_R_factor_gt           0.0549
_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^)+(0.0818P)^2^+3.9194P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1459
_refine_ls_wR_factor_ref         0.1593
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10734
_reflns_number_total             13504
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt00384e2.cif
_cod_data_source_block           YL2
_cod_depositor_comments
'Adding full bibliography for 7715423--7715424.cif.'
_cod_database_code               7715424
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.940
_shelx_estimated_absorpt_t_min   0.746
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All O(H) groups, All F(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O6-H6
 1 with sigma of 0.02
 F5-C60 = F6-C60 = F4-C60
 1.35 with sigma of 0.008
 F5A-C60A
 1.35 with sigma of 0.008
 F4A-F5A \\sim F5A-F6A \\sim F6A-F4A
 with sigma of 0.02
 F9A-C74 \\sim F9-C74 \\sim F7-C74 \\sim F7A-C74 \\sim F8-C74 \\sim F8A-C74
 with sigma of 0.02
 C56-F4 \\sim C56-F5 \\sim C56-F6
 with sigma of 0.02
3. Restrained planarity
 C60A, C56A, C57A, C58A, C59A, C54, C55A, N6
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C54 \\sim C55 \\sim C56 \\sim C57 \\sim C58 \\sim C59 \\sim C55A \\sim C56A
\\sim C57A \\sim C58A \\sim C59A \\sim C60 \\sim F4 \\sim F5 \\sim F6 \\sim
C60A \\sim F4A \\sim F5A \\sim F6A: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
F7 \\sim F9 \\sim C74 \\sim F8 \\sim F7A \\sim F9A \\sim F8A: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
5. Same fragment restrains
{C55, C56, C57, C58, C59, C60, F4, F5, F6} sigma for 1-2: 0.02, 1-3: 0.04
as in
{C55A, C56A, C57A, C58A, C59A, C60A, F4A, F5A, F6A}
6. Others
 Sof(C55A)=Sof(H55A)=Sof(C56A)=Sof(C57A)=Sof(H57A)=Sof(C58A)=Sof(H58A)=
 Sof(C59A)=Sof(H59A)=Sof(C60A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(1)
 Sof(C55)=Sof(H55)=Sof(C56)=Sof(C57)=Sof(H57)=Sof(C58)=Sof(H58)=Sof(C59)=
 Sof(H59)=Sof(C60)=Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
 Sof(F7A)=Sof(F9A)=Sof(F8A)=1-FVAR(2)
 Sof(F7)=Sof(F9)=Sof(F8)=FVAR(2)
7.a Aromatic/amide H refined with riding coordinates:
 O1(H1), N3(H3), N6(H6A), C6(H6B), C5(H5), C76(H76), C12(H12), C19(H19),
 C20(H20), C21(H21), C22(H22), C25(H25), C26(H26), C27(H27), C29(H29), C31(H31),
  C35(H35), C36(H36), C42(H42), C49(H49), C50(H50), C51(H51), C52(H52),
 C55A(H55A), C57A(H57A), C58A(H58A), C59A(H59A), N7(H7), C63(H63), C64(H64),
 C65(H65), C66(H66), C69(H69), C71(H71), C72(H72), C73(H73), C55(H55), C57(H57),
  C58(H58), C59(H59)
7.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C), C43(H43A,H43B,H43C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C46(H46A,
 H46B,H46C), C75(H75A,H75B,H75C)
;
_shelx_res_checksum              27537
_olex2_exptl_crystal_mounting_method 'In fomblin oil on micromount'
_olex2_submission_special_instructions 'No special instructions were received'