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#$Date: 2025-07-06 18:25:46 +0300 (Sun, 06 Jul 2025) $
#$Revision: 300756 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/79/7717957.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7717957
loop_
_publ_author_name
'Signorella, Sharon'
'Bruno, Micaela'
'Frattini, Gianfranco'
'Palopoli, Claudia M.'
'Moreno, Diego M.'
'Pellegri, Nora'
'Daier, Verónica A'
'Signorella, Sandra R.'
_publ_section_title
;
 The relative impact of ligand flexibility and redox potential on the
 activity of Cu superoxide dismutase mimics.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4187
_journal_page_last               4200
_journal_paper_doi               10.1039/d4dt03403a
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C18 H18 Cu N2 O2'
_chemical_formula_sum            'C18 H18 Cu N2 O2'
_chemical_formula_weight         357.88
_chemical_name_systematic
'[N,N'-Bis(salicylidene)-1,4-diimino-butane] copper(II)'
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     intrinsic-phasing
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2024-11-25 deposited with the CCDC.	2025-01-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.3829(10)
_cell_length_b                   14.7619(16)
_cell_length_c                   20.471(2)
_cell_measurement_reflns_used    9898
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.36
_cell_measurement_theta_min      2.93
_cell_volume                     3137.6(5)
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_collection       'APEX3 v2019.11-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 7.4
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker D8 Quest ECO Photon II CPAD diffractometer'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_radiation_monochromator  'Triumph curved graphite crystal'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0426
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            28695
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.355
_diffrn_reflns_theta_min         2.597
_diffrn_source                   'sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.403
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6383
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1480
_exptl_crystal_size_max          0.472
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3196
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0286
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0304P)²+1.8569P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0723
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2598
_reflns_number_total             3196
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03403a2.cif
_cod_data_source_block           ShCu3_C_0m_a
_cod_depositor_comments
'Adding full bibliography for 7717957--7717958.cif.'
_cod_original_cell_volume        3137.6(6)
_cod_database_code               7717957
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.678
_shelx_estimated_absorpt_t_max   0.872
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.41159(2) 0.53057(2) 0.64441(2) 0.03370(9) Uani 1 1 d . . . . .
O1 O 0.48719(14) 0.43442(11) 0.69256(7) 0.0441(4) Uani 1 1 d . . . . .
O1' O 0.57964(13) 0.55892(12) 0.61295(7) 0.0433(4) Uani 1 1 d . . . . .
N1 N 0.28592(15) 0.55730(12) 0.71187(8) 0.0346(4) Uani 1 1 d . . . . .
N1' N 0.32283(15) 0.58212(11) 0.56680(8) 0.0336(4) Uani 1 1 d . . . . .
C1 C 0.44856(19) 0.39922(14) 0.74753(10) 0.0341(4) Uani 1 1 d . . . . .
C1' C 0.61285(19) 0.59578(15) 0.55842(10) 0.0353(5) Uani 1 1 d . . . . .
C2 C 0.5164(2) 0.32457(16) 0.77404(11) 0.0439(5) Uani 1 1 d . . . . .
H2 H 0.587308 0.301555 0.751765 0.053 Uiso 1 1 calc R U . . .
C2' C 0.7451(2) 0.61302(17) 0.54585(13) 0.0491(6) Uani 1 1 d . . . . .
H2' H 0.805544 0.600767 0.578180 0.059 Uiso 1 1 calc R U . . .
C3 C 0.4799(2) 0.28572(16) 0.83169(13) 0.0507(6) Uani 1 1 d . . . . .
H3 H 0.526189 0.236644 0.847812 0.061 Uiso 1 1 calc R U . . .
C3' C 0.7856(3) 0.64730(18) 0.48715(15) 0.0612(8) Uani 1 1 d . . . . .
H3' H 0.872761 0.658280 0.480300 0.073 Uiso 1 1 calc R U . . .
C4 C 0.3746(3) 0.31821(19) 0.86683(13) 0.0557(7) Uani 1 1 d . . . . .
H4 H 0.350300 0.291039 0.905931 0.067 Uiso 1 1 calc R U . . .
C4' C 0.6984(3) 0.66566(18) 0.43818(14) 0.0635(8) Uani 1 1 d . . . . .
H4' H 0.727137 0.686564 0.397877 0.076 Uiso 1 1 calc R U . . .
C5 C 0.3075(2) 0.39060(17) 0.84288(11) 0.0484(6) Uani 1 1 d . . . . .
H5 H 0.237396 0.412709 0.866218 0.058 Uiso 1 1 calc R U . . .
C5' C 0.5695(3) 0.65310(17) 0.44889(12) 0.0516(6) Uani 1 1 d . . . . .
H5' H 0.511073 0.666874 0.415938 0.062 Uiso 1 1 calc R U . . .
C6 C 0.34232(19) 0.43253(15) 0.78359(10) 0.0361(5) Uani 1 1 d . . . . .
C6' C 0.5241(2) 0.61962(13) 0.50910(10) 0.0359(5) Uani 1 1 d . . . . .
C7 C 0.27039(19) 0.51089(15) 0.76440(10) 0.0379(5) Uani 1 1 d . . . . .
H7 H 0.206007 0.530122 0.792775 0.045 Uiso 1 1 calc R U . . .
C7' C 0.3870(2) 0.61004(14) 0.51703(10) 0.0377(5) Uani 1 1 d . . . . .
H7' H 0.337828 0.626415 0.480945 0.045 Uiso 1 1 calc R U . . .
C8 C 0.1991(2) 0.63484(15) 0.70177(12) 0.0427(5) Uani 1 1 d . . . . .
H8A H 0.242051 0.680342 0.675435 0.051 Uiso 1 1 calc R U . . .
H8B H 0.177847 0.661845 0.743606 0.051 Uiso 1 1 calc R U . . .
C9 C 0.0769(2) 0.60478(18) 0.66794(13) 0.0526(6) Uani 1 1 d . . . . .
H9A H 0.030202 0.658004 0.653454 0.063 Uiso 1 1 calc R U . . .
H9B H 0.023117 0.573162 0.699247 0.063 Uiso 1 1 calc R U . . .
C10 C 0.0999(2) 0.54292(17) 0.60926(14) 0.0505(6) Uani 1 1 d . . . . .
H10A H 0.141229 0.487898 0.624499 0.061 Uiso 1 1 calc R U . . .
H10B H 0.017046 0.526035 0.591086 0.061 Uiso 1 1 calc R U . . .
C11 C 0.1806(2) 0.58278(17) 0.55581(12) 0.0467(6) Uani 1 1 d . . . . .
H11A H 0.162672 0.549923 0.515790 0.056 Uiso 1 1 calc R U . . .
H11B H 0.153553 0.644992 0.549118 0.056 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 O1' 87.77(7) . . ?
O1 Cu1 N1 93.47(7) . . ?
O1' Cu1 N1 144.21(7) . . ?
O1 Cu1 N1' 153.25(7) . . ?
O1' Cu1 N1' 94.03(7) . . ?
N1 Cu1 N1' 100.33(7) . . ?
C1 O1 Cu1 128.29(13) . . ?
C1' O1' Cu1 129.06(13) . . ?
C7 N1 C8 117.08(17) . . ?
C7 N1 Cu1 124.86(14) . . ?
C8 N1 Cu1 118.04(14) . . ?
C7' N1' C11 113.03(18) . . ?
C7' N1' Cu1 121.05(14) . . ?
C11 N1' Cu1 125.53(14) . . ?
O1 C1 C6 123.48(19) . . ?
O1 C1 C2 119.23(19) . . ?
C6 C1 C2 117.3(2) . . ?
O1' C1' C6' 123.39(18) . . ?
O1' C1' C2' 119.4(2) . . ?
C6' C1' C2' 117.2(2) . . ?
C3 C2 C1 121.3(2) . . ?
C3 C2 H2 119.3 . . ?
C1 C2 H2 119.3 . . ?
C3' C2' C1' 121.5(2) . . ?
C3' C2' H2' 119.3 . . ?
C1' C2' H2' 119.3 . . ?
C2 C3 C4 121.3(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C2' C3' C4' 120.6(2) . . ?
C2' C3' H3' 119.7 . . ?
C4' C3' H3' 119.7 . . ?
C5 C4 C3 118.9(2) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C5' C4' C3' 120.0(2) . . ?
C5' C4' H4' 120.0 . . ?
C3' C4' H4' 120.0 . . ?
C4 C5 C6 121.5(2) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C4' C5' C6' 121.0(3) . . ?
C4' C5' H5' 119.5 . . ?
C6' C5' H5' 119.5 . . ?
C5 C6 C1 119.7(2) . . ?
C5 C6 C7 117.22(19) . . ?
C1 C6 C7 122.96(19) . . ?
C5' C6' C1' 119.7(2) . . ?
C5' C6' C7' 117.6(2) . . ?
C1' C6' C7' 122.70(19) . . ?
N1 C7 C6 126.49(19) . . ?
N1 C7 H7 116.8 . . ?
C6 C7 H7 116.8 . . ?
N1' C7' C6' 129.31(19) . . ?
N1' C7' H7' 115.3 . . ?
C6' C7' H7' 115.3 . . ?
N1 C8 C9 110.48(19) . . ?
N1 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C8 C9 C10 113.88(18) . . ?
C8 C9 H9A 108.8 . . ?
C10 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C11 C10 C9 115.3(2) . . ?
C11 C10 H10A 108.5 . . ?
C9 C10 H10A 108.5 . . ?
C11 C10 H10B 108.5 . . ?
C9 C10 H10B 108.5 . . ?
H10A C10 H10B 107.5 . . ?
N1' C11 C10 116.10(19) . . ?
N1' C11 H11A 108.3 . . ?
C10 C11 H11A 108.3 . . ?
N1' C11 H11B 108.3 . . ?
C10 C11 H11B 108.3 . . ?
H11A C11 H11B 107.4 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.8980(15) . ?
Cu1 O1' 1.9064(14) . ?
Cu1 N1 1.9405(16) . ?
Cu1 N1' 1.9880(17) . ?
O1 C1 1.303(3) . ?
O1' C1' 1.289(3) . ?
N1 C7 1.285(3) . ?
N1 C8 1.472(3) . ?
N1' C7' 1.285(3) . ?
N1' C11 1.494(3) . ?
C1 C6 1.416(3) . ?
C1 C2 1.416(3) . ?
C1' C6' 1.411(3) . ?
C1' C2' 1.420(3) . ?
C2 C3 1.366(3) . ?
C2 H2 0.9300 . ?
C2' C3' 1.370(4) . ?
C2' H2' 0.9300 . ?
C3 C4 1.394(4) . ?
C3 H3 0.9300 . ?
C3' C4' 1.377(4) . ?
C3' H3' 0.9300 . ?
C4 C5 1.366(3) . ?
C4 H4 0.9300 . ?
C4' C5' 1.369(4) . ?
C4' H4' 0.9300 . ?
C5 C6 1.410(3) . ?
C5 H5 0.9300 . ?
C5' C6' 1.409(3) . ?
C5' H5' 0.9300 . ?
C6 C7 1.432(3) . ?
C6' C7' 1.440(3) . ?
C7 H7 0.9300 . ?
C7' H7' 0.9300 . ?
C8 C9 1.511(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.528(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.498(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C7 H7 O1' 0.93 2.37 3.276(2) 163.8 6_557 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1' Cu1 O1 C1 150.88(19) . . . . ?
N1 Cu1 O1 C1 6.70(19) . . . . ?
N1' Cu1 O1 C1 -114.6(2) . . . . ?
Cu1 O1 C1 C6 -3.8(3) . . . . ?
Cu1 O1 C1 C2 177.28(16) . . . . ?
Cu1 O1' C1' C6' -2.5(3) . . . . ?
Cu1 O1' C1' C2' 178.26(16) . . . . ?
O1 C1 C2 C3 179.7(2) . . . . ?
C6 C1 C2 C3 0.7(3) . . . . ?
O1' C1' C2' C3' 176.2(2) . . . . ?
C6' C1' C2' C3' -3.0(3) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C1' C2' C3' C4' -0.4(4) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C2' C3' C4' C5' 2.6(4) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
C3' C4' C5' C6' -1.4(4) . . . . ?
C4 C5 C6 C1 0.3(4) . . . . ?
C4 C5 C6 C7 -176.7(2) . . . . ?
O1 C1 C6 C5 -179.6(2) . . . . ?
C2 C1 C6 C5 -0.7(3) . . . . ?
O1 C1 C6 C7 -2.8(3) . . . . ?
C2 C1 C6 C7 176.1(2) . . . . ?
C4' C5' C6' C1' -2.1(4) . . . . ?
C4' C5' C6' C7' 178.8(2) . . . . ?
O1' C1' C6' C5' -175.0(2) . . . . ?
C2' C1' C6' C5' 4.2(3) . . . . ?
O1' C1' C6' C7' 4.0(3) . . . . ?
C2' C1' C6' C7' -176.7(2) . . . . ?
C8 N1 C7 C6 179.1(2) . . . . ?
Cu1 N1 C7 C6 0.8(3) . . . . ?
C5 C6 C7 N1 -178.7(2) . . . . ?
C1 C6 C7 N1 4.4(4) . . . . ?
C11 N1' C7' C6' 179.5(2) . . . . ?
Cu1 N1' C7' C6' -7.3(3) . . . . ?
C5' C6' C7' N1' -179.4(2) . . . . ?
C1' C6' C7' N1' 1.6(4) . . . . ?
C7 N1 C8 C9 -87.4(2) . . . . ?
Cu1 N1 C8 C9 91.0(2) . . . . ?
N1 C8 C9 C10 -46.3(3) . . . . ?
C8 C9 C10 C11 -59.3(3) . . . . ?
C7' N1' C11 C10 174.4(2) . . . . ?
Cu1 N1' C11 C10 1.6(3) . . . . ?
C9 C10 C11 N1' 79.5(3) . . . . ?
