Insights into non-covalent interactions in dicopper(II,II) complexes bearing a naphthyridine scaffold: anion-dictated electrochemistry.
De Tovar, Jonathan; Philouze, Christian; Thibon-Pourret, Aurore; Belle, Catherine; Chemical communications (Cambridge, England) 60 (2024) 2228–2231; doi:10.1039/d3cc06264c

data_7132658
_publ_section_title
;
 Insights into non-covalent interactions in dicopper(II,II) complexes
 bearing a naphthyridine scaffold: anion-dictated electrochemistry.
;
_journal_issue                   16
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2228
_journal_page_last               2231
_journal_paper_doi               10.1039/d3cc06264c
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety
'C30 H36 Cu2 N10 O2, 2(C F3 O3 S), 4.086(C1.958 H3.916 O0.489)'
_chemical_formula_sum            'C40 H52 Cu2 F6 N10 O10 S2'
_chemical_formula_weight         1138.11
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2023-12-04
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec141 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-12-05 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.529(3)
_cell_length_b                   20.929(4)
_cell_length_c                   16.907(3)
_cell_measurement_reflns_used    35372
_cell_measurement_temperature    200
_cell_measurement_theta_max      27.500
_cell_measurement_theta_min      3.004
_cell_volume                     4787.2(16)
_computing_cell_refinement       EvalCCD
_computing_data_collection       Collect
_computing_data_reduction        EvalCCD
_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    'SHELXS-1997  (Sheldrick, 2008)'
_diffrn_ambient_temperature      200.0
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       '\k-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  'Bruker-AXS-enraf-nonius KappaAPEXII'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_collimation    'Montel optic'
_diffrn_radiation_detector       CCD
_diffrn_radiation_monochromator  'Multilayer mirrors'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            35372
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         3.004
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_exptl_absorpt_coefficient_mu    1.065
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.838598
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.0672 before and 0.0399 after correction.
The Ratio of minimum to maximum transmission is 0.8386.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_description       plate
_exptl_crystal_F_000             2344
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     383
_refine_ls_number_reflns         5577
_refine_ls_number_restraints     516
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0626
_refine_ls_R_factor_gt           0.0409
_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^)+(0.0388P)^2^+5.9956P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.1114
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4291
_reflns_number_total             5577
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc06264c2.cif
_cod_data_source_block           sad2_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7132656--7132660.cif.'
_cod_original_cell_volume        4787.2(17)
_cod_database_code               7132658
_shelx_shelxl_version_number     2019/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, H2 of O2, All C(H,H,H,H,H,H) groups
 At 1.55 times of:
  H1 of O1
2. Restrained distances
 C34B-C33B
 1.53 with sigma of 0.02
 C33A-C34A
 1.53 with sigma of 0.02
 O4A-C33A
 1.41 with sigma of 0.02
 C33B-O4B
 1.41 with sigma of 0.02
 O3A-C31A
 1.41 with sigma of 0.02
 O3B-C31B
 1.41 with sigma of 0.02
 C31A-C32A
 1.53 with sigma of 0.02
 C31B-C32B
 1.53 with sigma of 0.02
 C33A-C33A_$1
 2.5 with sigma of 0.02
 C31A-C31A_$1
 2.5 with sigma of 0.02
3. Rigid bond restraints
 O4A, C33A, C34A, O4B, C33B, C34B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O3A, C32A, C31A, O3B, C31B, C32B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cu1, O1, O2, N3, N1, N4, H1, H2, N7, C24, C5, C1, C29, N8, C20, C22, C23, C25,
  C4, C2, C28, C30, C27, H20, C21, H23, H25A, H25B, H25C, C3, H2A, H28, H30A,
 H30B, H30C, H30D, H30E, H30F, C26, H21A, H21B, H21C, H3, H26A, H26B, H26C
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O4A \\sim C33A \\sim C34A \\sim O4B \\sim C33B \\sim C34B: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
O3A \\sim C32A \\sim C31A \\sim O3B \\sim C31B \\sim C32B: within 1.7A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
Cu1 \\sim O1 \\sim O2 \\sim N3 \\sim N1 \\sim N4 \\sim H1 \\sim H2 \\sim N7
\\sim C24 \\sim C5 \\sim C1 \\sim C29 \\sim N8 \\sim C20 \\sim C22 \\sim C23
\\sim C25 \\sim C4 \\sim C2 \\sim C28 \\sim C30 \\sim C27 \\sim H20 \\sim C21
\\sim H23 \\sim H25A \\sim H25B \\sim H25C \\sim C3 \\sim H2A \\sim H28 \\sim
H30A \\sim H30B \\sim H30C \\sim H30D \\sim H30E \\sim H30F \\sim C26 \\sim
H21A \\sim H21B \\sim H21C \\sim H3 \\sim H26A \\sim H26B \\sim H26C: within
1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
5. Others
 Sof(C33A)=Sof(H33C)=Sof(H33D)=Sof(C34A)=Sof(H34C)=Sof(H34D)=1-FVAR(1)
 Sof(O4A)=0.5*(1-FVAR(2))
 Sof(O4B)=0.5*FVAR(2)
 Sof(C33B)=Sof(H33A)=Sof(H33B)=Sof(C34B)=Sof(H34A)=Sof(H34B)=FVAR(1)
 Sof(C32A)=Sof(H32C)=Sof(H32D)=Sof(C31A)=Sof(H31C)=Sof(H31D)=1-FVAR(2)
 Sof(O3A)=0.5*(1-FVAR(3))
 Sof(O3B)=0.5*FVAR(3)
 Sof(C31B)=Sof(H31A)=Sof(H31B)=Sof(C32B)=Sof(H32A)=Sof(H32B)=FVAR(2)
 Sof(H30D)=Sof(H30E)=Sof(H30F)=1-FVAR(3)
 Sof(H30A)=Sof(H30B)=Sof(H30C)=FVAR(3)
 Fixed Sof: H1(0.5)
6.a Riding coordinates:
 O2(H2)
6.b Free rotating group:
 O1(H1)
6.c Ternary CH refined with riding coordinates:
 C20(H20)
6.d Secondary CH2 refined with riding coordinates:
 C33B(H33A,H33B), C31B(H31A,H31B), C32A(H32C,H32D), C34B(H34A,H34B), C33A(H33C,
 H33D), C31A(H31C,H31D), C32B(H32A,H32B), C34A(H34C,H34D)
6.e Aromatic/amide H refined with riding coordinates:
 C23(H23), C3(H3), C28(H28), C2(H2A)
6.f Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C30(H30A,H30B,
 H30C), C30(H30D,H30E,H30F)
;
_shelx_res_checksum              19314
_shelx_hkl_checksum              72065
_olex2_submission_special_instructions 'No special instructions were received'