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_7132659
_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 H37.637 Cl0.363 Cu2 N10 O2.637, 2(B F4), 2.125(C3 H6 O), 1.5(H2 O), 0.376(C2 H3 N)'
_chemical_formula_sum            'C37.12 H54.51 B2 Cl0.37 Cu2 F8 N10.38 O6.26'
_chemical_formula_weight         1059.97
_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
_audit_creation_date             2024-01-16
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec141 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-01-16 deposited with the CCDC.	2024-01-29 downloaded from the CCDC.
;
_cell_angle_alpha                76.645(9)
_cell_angle_beta                 73.531(9)
_cell_angle_gamma                68.400(7)
_cell_formula_units_Z            2
_cell_length_a                   11.5059(10)
_cell_length_b                   15.193(2)
_cell_length_c                   15.470(2)
_cell_measurement_reflns_used    53285
_cell_measurement_temperature    200.00
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      1.456
_cell_volume                     2386.8(5)
_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)'
_diffrn_ambient_temperature      200.00
_diffrn_detector                 'CCD area detector'
_diffrn_detector_type            'APEX II'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       '\k-geometry 4 circles diffractometer'
_diffrn_measurement_device_type  Incoatec-Bruker-AXS-enraf-noniusKappaAPEXII
_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  0.0392
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            53285
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_min         1.456
_diffrn_source                   'Incoatec ISG250'
_diffrn_source_target            Mo
_diffrn_source_type              'Microfocus sealed tube'
_exptl_absorpt_coefficient_mu    0.997
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.827876
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2004/1 (Bruker,2004) was used for absorption correction.
R(int) was 0.1088 before and 0.0437 after correction.
The Ratio of minimum to maximum transmission is 0.8279.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_description       needle
_exptl_crystal_F_000             1092
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.208
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     747
_refine_ls_number_reflns         10904
_refine_ls_number_restraints     397
_refine_ls_restrained_S_all      1.144
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0429
_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^)+(0.0546P)^2^+2.8212P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1086
_refine_ls_wR_factor_ref         0.1261
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8820
_reflns_number_total             10904
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc06264c2.cif
_cod_data_source_block           recup2
_cod_depositor_comments
'Adding full bibliography for 7132656--7132660.cif.'
_cod_original_cell_volume        2386.7(5)
_cod_database_code               7132659
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.943
_shelx_estimated_absorpt_t_min   0.709
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 F5A-B2A
 1.35 with sigma of 0.02
 F7A-B2A
 1.35 with sigma of 0.02
 B2A-F8A
 1.35 with sigma of 0.02
 B2A-F6A
 1.35 with sigma of 0.02
 F5A-F7A
 2.2 with sigma of 0.02
 F5A-F8A
 2.2 with sigma of 0.02
 F5A-F6A
 2.2 with sigma of 0.02
 F7A-F8A
 2.2 with sigma of 0.02
 F8A-F6A
 2.2 with sigma of 0.02
 F6A-F7A
 2.2 with sigma of 0.02
 F7B-F5B
 2.2 with sigma of 0.02
 F5B-F6B
 2.2 with sigma of 0.02
 F6B-F7B
 2.2 with sigma of 0.02
 F8B-F7B
 2.2 with sigma of 0.02
 F8B-F5B
 2.2 with sigma of 0.02
 F8B-F6B
 2.2 with sigma of 0.02
 F8B-B2B
 1.35 with sigma of 0.02
 F7B-B2B
 1.35 with sigma of 0.02
 B2B-F5B
 1.35 with sigma of 0.02
 B2B-F6B
 1.35 with sigma of 0.02
 N11-C41
 1.2 with sigma of 0.02
 C41-C40
 1.5 with sigma of 0.02
 C39-C38
 1.5 with sigma of 0.02
 C37-C38
 1.5 with sigma of 0.02
 C38-O8A
 1.2 with sigma of 0.02
 C38-O8B
 1.2 with sigma of 0.02
 N11-C40
 2.7 with sigma of 0.02
 C39-C37
 2.5 with sigma of 0.02
 O8A-C37
 2.4 with sigma of 0.02
 C35-C34
 1.5 with sigma of 0.02
 C36-C34
 2.5 with sigma of 0.02
 O7-C34
 2.4 with sigma of 0.02
 O8B-C38
 1.2 with sigma of 0.02
 O8B-C39
 2.4 with sigma of 0.02
 O8B-C37
 2.4 with sigma of 0.02
 O8A-C39
 2.4 with sigma of 0.02
 Cu1-O1
 1.87 with sigma of 0.01
 O1-Cu2
 1.87 with sigma of 0.01
 Cu1-Cl2
 2.23 with sigma of 0.01
 Cu2-Cl2
 2.23 with sigma of 0.01
3. Rigid bond restraints
 F7A, F8A, F6A, F5A, B2A, F5B, F7B, F6B, F8B, B2B
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O5, C32, C33, C31
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O3, O4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C30, C29
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 N11, C40, C41, O8A, C38, C37, C39
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O7, C35, C36, C34, O6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O8B, O8A, C38, C37, C39, C41, C40, N11
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cu1, Cl1, O2, Cu2, O1, Cl2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
F7A \\sim F8A \\sim F6A \\sim F5A \\sim B2A \\sim F5B \\sim F7B \\sim F6B \\sim
F8B \\sim B2B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
O5 \\sim C32 \\sim C33 \\sim C31: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 1.7A
O3 \\sim O4: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
C29: within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08 within
1.7A
C29 \\sim C30: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
O8A \\sim C38 \\sim C37 \\sim C39 \\sim N11 \\sim C40 \\sim C41: within 1.7A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
O7 \\sim C35 \\sim C36 \\sim C34 \\sim O6: within 1.7A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 1.7A
O8A \\sim C38 \\sim C37 \\sim C39 \\sim O8B \\sim N11 \\sim C40 \\sim C41:
within 1.7A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 1.7A
Cu1 \\sim Cl1 \\sim O2 \\sim Cu2 \\sim Cl2 \\sim O1: within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 1.7A
Uanis(C38) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C41) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(Cl2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F6B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5. Others
 Sof(F7A)=Sof(F8A)=Sof(F6A)=Sof(F5A)=Sof(B2A)=1-FVAR(1)
 Sof(F5B)=Sof(F7B)=Sof(F6B)=Sof(F8B)=Sof(B2B)=FVAR(1)
 Sof(C38)=Sof(C37)=Sof(H37A)=Sof(H37B)=Sof(H37C)=Sof(C39)=Sof(H39A)=Sof(H39B)=
 Sof(H39C)=1-FVAR(2)
 Sof(O8A)=0.6*(1-FVAR(3))
 Sof(O8B)=0.4*(1-FVAR(3))
 Sof(C40)=Sof(H40A)=Sof(H40B)=Sof(H40C)=Sof(C41)=Sof(N11)=FVAR(2)
 Sof(Cl1)=1-FVAR(3)
 Sof(O2)=Sof(H2)=FVAR(3)
 Sof(O1)=Sof(H1)=1-FVAR(4)
 Sof(Cl2)=FVAR(4)
 Fixed Sof: O7(0.5) O6(0.5) H6A(0.5) H6B(0.5) C35(0.5) C36(0.5) H36A(0.5)
 H36B(0.5) H36C(0.5) C34(0.5) H34A(0.5) H34B(0.5) H34C(0.5)
6.a Riding coordinates:
 O1(H1), O2(H2)
6.b Free rotating group:
 O4(H4A,H4B), O6(H6A,H6B)
6.c Rotating group:
 O3(H3A,H3B)
6.d Ternary CH refined with riding coordinates:
 C20(H20), C9(H9)
6.e Aromatic/amide H refined with riding coordinates:
 C2(H2A), C7(H7), C6(H6), C3(H3), C12(H12), C23(H23), C17(H17), C28(H28)
6.f Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C26(H26A,H26B,H26C), C14(H14A,H14B,H14C), C10(H10A,H10B,
 H10C), C25(H25A,H25B,H25C), C19(H19A,H19B,H19C), C15(H15A,H15B,H15C), C33(H33A,
 H33B,H33C), C31(H31A,H31B,H31C), C30(H30A,H30B,H30C), C40(H40A,H40B,H40C),
 C37(H37A,H37B,H37C), C39(H39A,H39B,H39C), C36(H36A,H36B,H36C), C34(H34A,H34B,
 H34C)
;
_shelx_res_checksum              60762
_shelx_hkl_checksum              82125
_olex2_submission_special_instructions 'No special instructions were received'