#------------------------------------------------------------------------------
#$Date: 2021-07-02 10:45:54 +0300 (Fri, 02 Jul 2021) $
#$Revision: 266895 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/38/1563876.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_1563876
loop_
_publ_author_name
'Mahmoud, Abdallah G.'
'Martins, Luísa M.D.R.S.'
'Guedes da Silva, M. Fátima C.'
'Pombeiro, Armando J.L.'
_publ_section_title
;
 Copper complexes bearing C-scorpionate ligands: Synthesis,
 characterization and catalytic activity for azide-alkyne cycloaddition in
 aqueous medium
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              371
_journal_page_last               378
_journal_paper_doi               10.1016/j.ica.2018.08.052
_journal_volume                  483
_journal_year                    2018
_chemical_formula_moiety         'C28 H22 Br Cu N6, C H2 Cl2'
_chemical_formula_sum            'C29 H24 Br Cl2 Cu N6'
_chemical_formula_weight         670.89
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 91.371(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.728(3)
_cell_length_b                   18.134(6)
_cell_length_c                   18.107(7)
_cell_measurement_reflns_used    4153
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      22.89
_cell_measurement_theta_min      2.25
_cell_volume                     2865.0(18)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1999)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.4751
_diffrn_reflns_av_unetI/netI     0.1985
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            58662
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.835
_diffrn_reflns_theta_min         2.246
_exptl_absorpt_coefficient_mu    2.374
_exptl_absorpt_correction_T_max  0.875
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_description       block
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.579
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     352
_refine_ls_number_reflns         5532
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.003
_refine_ls_R_factor_all          0.2374
_refine_ls_R_factor_gt           0.0768
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0759P)²+2.8301P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1531
_refine_ls_wR_factor_ref         0.2052
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2185
_reflns_number_total             5532
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2018-483-371.cif
_cod_data_source_block           Compound1
_cod_original_cell_volume        2865.1(17)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1563876
_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   0.780
_shelx_estimated_absorpt_t_max   0.871
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
C1 C 0.9152(9) 0.4746(6) 0.7644(5) 0.048(3) Uani 1 1 d . . . . .
H1 H 1.027190 0.478215 0.763433 0.057 Uiso 1 1 calc R U . . .
C2 C 0.9735(10) 0.4425(5) 0.8939(5) 0.053(3) Uani 1 1 d . . . . .
H2 H 1.079311 0.448471 0.893356 0.063 Uiso 1 1 calc R U . . .
C3 C 0.8903(10) 0.4252(5) 0.9534(5) 0.051(3) Uani 1 1 d . . . . .
H3 H 0.926480 0.415719 1.001209 0.061 Uiso 1 1 calc R U . . .
C4 C 0.7382(9) 0.4245(5) 0.9276(5) 0.037(2) Uani 1 1 d . . . . .
C5 C 0.6033(10) 0.4051(4) 0.9703(5) 0.036(2) Uani 1 1 d . . . . .
C6 C 0.6052(11) 0.4189(5) 1.0462(6) 0.057(3) Uani 1 1 d . . . . .
H6 H 0.690322 0.441459 1.068271 0.069 Uiso 1 1 calc R U . . .
C7 C 0.4835(13) 0.3997(6) 1.0884(6) 0.067(3) Uani 1 1 d . . . . .
H7 H 0.487584 0.407854 1.139139 0.081 Uiso 1 1 calc R U . . .
C8 C 0.3568(12) 0.3688(6) 1.0564(7) 0.069(3) Uani 1 1 d . . . . .
H8 H 0.273743 0.356526 1.085151 0.083 Uiso 1 1 calc R U . . .
C9 C 0.3509(12) 0.3557(6) 0.9818(6) 0.074(3) Uani 1 1 d . . . . .
H9 H 0.264837 0.333655 0.960019 0.089 Uiso 1 1 calc R U . . .
C10 C 0.4726(11) 0.3752(6) 0.9398(5) 0.062(3) Uani 1 1 d . . . . .
H10 H 0.466207 0.368041 0.888919 0.074 Uiso 1 1 calc R U . . .
C11 C 0.9344(12) 0.6113(7) 0.7540(6) 0.073(3) Uani 1 1 d . . . . .
H11 H 1.037953 0.617430 0.765658 0.087 Uiso 1 1 calc R U . . .
C12 C 0.8291(12) 0.6654(6) 0.7384(6) 0.065(3) Uani 1 1 d . . . . .
H12 H 0.847711 0.715786 0.736002 0.077 Uiso 1 1 calc R U . . .
C13 C 0.6900(10) 0.6305(5) 0.7271(5) 0.047(2) Uani 1 1 d . . . . .
C14 C 0.5412(10) 0.6636(6) 0.7061(5) 0.048(3) Uani 1 1 d . . . . .
C15 C 0.5158(12) 0.7380(6) 0.7186(6) 0.068(3) Uani 1 1 d . . . . .
H15 H 0.592775 0.767214 0.739581 0.081 Uiso 1 1 calc R U . . .
C16 C 0.3749(16) 0.7684(7) 0.6994(7) 0.087(4) Uani 1 1 d . . . . .
H16 H 0.357424 0.818197 0.707891 0.104 Uiso 1 1 calc R U . . .
C17 C 0.2618(13) 0.7262(8) 0.6683(6) 0.075(4) Uani 1 1 d . . . . .
H17 H 0.167203 0.747070 0.656041 0.089 Uiso 1 1 calc R U . . .
C18 C 0.2875(12) 0.6536(7) 0.6553(6) 0.068(3) Uani 1 1 d . . . . .
H18 H 0.210188 0.624626 0.634280 0.081 Uiso 1 1 calc R U . . .
C19 C 0.4252(11) 0.6233(6) 0.6729(5) 0.055(3) Uani 1 1 d . . . . .
H19 H 0.441959 0.573841 0.662256 0.066 Uiso 1 1 calc R U . . .
C20 C 0.9631(12) 0.3950(6) 0.6552(6) 0.064(3) Uani 1 1 d . . . . .
H20 H 1.067778 0.403178 0.651217 0.077 Uiso 1 1 calc R U . . .
C21 C 0.8726(11) 0.3531(6) 0.6104(6) 0.065(3) Uani 1 1 d . . . . .
H21 H 0.902859 0.326543 0.569375 0.078 Uiso 1 1 calc R U . . .
C22 C 0.7247(9) 0.3576(5) 0.6379(5) 0.036(2) Uani 1 1 d . . . . .
C23 C 0.5859(10) 0.3220(5) 0.6082(5) 0.043(2) Uani 1 1 d . . . . .
C24 C 0.5756(13) 0.3008(6) 0.5342(6) 0.067(3) Uani 1 1 d . . . . .
H24 H 0.658355 0.309904 0.504047 0.081 Uiso 1 1 calc R U . . .
C25 C 0.4501(16) 0.2676(6) 0.5048(7) 0.080(4) Uani 1 1 d . . . . .
H25 H 0.447066 0.254523 0.455102 0.096 Uiso 1 1 calc R U . . .
C26 C 0.3273(14) 0.2531(6) 0.5481(8) 0.079(4) Uani 1 1 d . . . . .
H26 H 0.240149 0.230846 0.527652 0.095 Uiso 1 1 calc R U . . .
C27 C 0.3327(11) 0.2717(5) 0.6222(7) 0.064(3) Uani 1 1 d . . . . .
H27 H 0.249773 0.261297 0.651802 0.077 Uiso 1 1 calc R U . . .
C28 C 0.4606(11) 0.3055(5) 0.6520(5) 0.054(3) Uani 1 1 d . . . . .
H28 H 0.464017 0.317541 0.701979 0.064 Uiso 1 1 calc R U . . .
C29 C 0.7212(17) 0.5471(10) 0.5385(7) 0.140(6) Uani 1 1 d . . . . .
H29A H 0.712387 0.504118 0.569990 0.168 Uiso 1 1 calc R U . . .
H29B H 0.640477 0.581224 0.551369 0.168 Uiso 1 1 calc R U . . .
N1 N 0.8783(7) 0.4496(4) 0.8367(4) 0.0428(19) Uani 1 1 d . . . . .
N2 N 0.7287(7) 0.4393(4) 0.8553(4) 0.0372(18) Uani 1 1 d . . . . .
N3 N 0.8565(7) 0.5475(5) 0.7488(4) 0.045(2) Uani 1 1 d . . . . .
N4 N 0.7046(7) 0.5584(4) 0.7336(4) 0.0394(19) Uani 1 1 d . . . . .
N5 N 0.8701(7) 0.4225(4) 0.7068(4) 0.045(2) Uani 1 1 d . . . . .
N6 N 0.7229(7) 0.4000(4) 0.6968(4) 0.0401(19) Uani 1 1 d . . . . .
Cl1 Cl 0.6945(6) 0.5214(3) 0.4515(3) 0.168(2) Uani 1 1 d . . . . .
Cl2 Cl 0.8951(5) 0.5883(4) 0.5564(2) 0.169(2) Uani 1 1 d . . . . .
Cu1 Cu 0.57382(11) 0.45769(7) 0.76560(7) 0.0544(4) Uani 1 1 d . . . . .
Br1 Br 0.31142(9) 0.46183(6) 0.76975(6) 0.0562(4) Uani 1 1 d . . . . .
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
Br Br -0.2901 2.4595 '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
N1 C1 N3 112.5(7) . .
N1 C1 N5 112.8(8) . .
N3 C1 N5 111.4(7) . .
N1 C1 H1 106.5 . .
N3 C1 H1 106.5 . .
N5 C1 H1 106.5 . .
N1 C2 C3 107.9(8) . .
N1 C2 H2 126.0 . .
C3 C2 H2 126.0 . .
C2 C3 C4 105.1(9) . .
C2 C3 H3 127.5 . .
C4 C3 H3 127.5 . .
N2 C4 C3 111.2(7) . .
N2 C4 C5 122.2(7) . .
C3 C4 C5 126.5(8) . .
C10 C5 C6 117.4(8) . .
C10 C5 C4 123.6(9) . .
C6 C5 C4 119.0(8) . .
C7 C6 C5 120.8(9) . .
C7 C6 H6 119.6 . .
C5 C6 H6 119.6 . .
C8 C7 C6 120.1(10) . .
C8 C7 H7 120.0 . .
C6 C7 H7 120.0 . .
C7 C8 C9 120.3(10) . .
C7 C8 H8 119.9 . .
C9 C8 H8 119.9 . .
C10 C9 C8 119.4(10) . .
C10 C9 H9 120.3 . .
C8 C9 H9 120.3 . .
C9 C10 C5 121.9(10) . .
C9 C10 H10 119.1 . .
C5 C10 H10 119.1 . .
N3 C11 C12 105.5(9) . .
N3 C11 H11 127.3 . .
C12 C11 H11 127.3 . .
C11 C12 C13 106.7(10) . .
C11 C12 H12 126.7 . .
C13 C12 H12 126.7 . .
N4 C13 C12 111.0(9) . .
N4 C13 C14 120.7(8) . .
C12 C13 C14 128.3(10) . .
C19 C14 C15 118.0(9) . .
C19 C14 C13 122.1(9) . .
C15 C14 C13 119.9(10) . .
C16 C15 C14 119.4(11) . .
C16 C15 H15 120.3 . .
C14 C15 H15 120.3 . .
C17 C16 C15 120.8(12) . .
C17 C16 H16 119.6 . .
C15 C16 H16 119.6 . .
C16 C17 C18 119.7(11) . .
C16 C17 H17 120.2 . .
C18 C17 H17 120.2 . .
C19 C18 C17 120.2(11) . .
C19 C18 H18 119.9 . .
C17 C18 H18 119.9 . .
C18 C19 C14 121.8(10) . .
C18 C19 H19 119.1 . .
C14 C19 H19 119.1 . .
N5 C20 C21 105.7(9) . .
N5 C20 H20 127.2 . .
C21 C20 H20 127.2 . .
C20 C21 C22 106.6(10) . .
C20 C21 H21 126.7 . .
C22 C21 H21 126.7 . .
N6 C22 C21 110.6(8) . .
N6 C22 C23 122.0(8) . .
C21 C22 C23 127.4(9) . .
C24 C23 C28 116.9(9) . .
C24 C23 C22 120.5(9) . .
C28 C23 C22 122.5(9) . .
C25 C24 C23 122.4(10) . .
C25 C24 H24 118.8 . .
C23 C24 H24 118.8 . .
C24 C25 C26 120.0(12) . .
C24 C25 H25 120.0 . .
C26 C25 H25 120.0 . .
C25 C26 C27 120.0(11) . .
C25 C26 H26 120.0 . .
C27 C26 H26 120.0 . .
C28 C27 C26 119.9(10) . .
C28 C27 H27 120.0 . .
C26 C27 H27 120.0 . .
C27 C28 C23 120.8(10) . .
C27 C28 H28 119.6 . .
C23 C28 H28 119.6 . .
Cl1 C29 Cl2 113.9(8) . .
Cl1 C29 H29A 108.8 . .
Cl2 C29 H29A 108.8 . .
Cl1 C29 H29B 108.8 . .
Cl2 C29 H29B 108.8 . .
H29A C29 H29B 107.7 . .
C2 N1 N2 112.4(7) . .
C2 N1 C1 126.7(7) . .
N2 N1 C1 120.3(6) . .
C4 N2 N1 103.3(6) . .
C4 N2 Cu1 143.8(5) . .
N1 N2 Cu1 112.7(5) . .
C11 N3 N4 112.1(8) . .
C11 N3 C1 126.8(8) . .
N4 N3 C1 120.9(7) . .
C13 N4 N3 104.8(7) . .
C13 N4 Cu1 141.6(6) . .
N3 N4 Cu1 109.2(5) . .
C20 N5 N6 112.4(8) . .
C20 N5 C1 125.4(8) . .
N6 N5 C1 122.1(7) . .
C22 N6 N5 104.8(7) . .
C22 N6 Cu1 142.3(5) . .
N5 N6 Cu1 111.7(5) . .
N6 Cu1 N2 89.0(3) . .
N6 Cu1 N4 85.7(3) . .
N2 Cu1 N4 90.4(2) . .
N6 Cu1 Br1 131.94(19) . .
N2 Cu1 Br1 126.91(18) . .
N4 Cu1 Br1 119.84(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.430(10) .
C1 N3 1.443(11) .
C1 N5 1.454(11) .
C1 H1 0.9800 .
C2 N1 1.318(10) .
C2 C3 1.351(12) .
C2 H2 0.9300 .
C3 C4 1.397(11) .
C3 H3 0.9300 .
C4 N2 1.338(10) .
C4 C5 1.467(11) .
C5 C10 1.368(12) .
C5 C6 1.395(12) .
C6 C7 1.369(12) .
C6 H6 0.9300 .
C7 C8 1.357(14) .
C7 H7 0.9300 .
C8 C9 1.371(14) .
C8 H8 0.9300 .
C9 C10 1.369(13) .
C9 H9 0.9300 .
C10 H10 0.9300 .
C11 N3 1.345(12) .
C11 C12 1.368(14) .
C11 H11 0.9300 .
C12 C13 1.380(12) .
C12 H12 0.9300 .
C13 N4 1.318(11) .
C13 C14 1.473(12) .
C14 C19 1.375(12) .
C14 C15 1.386(13) .
C15 C16 1.384(14) .
C15 H15 0.9300 .
C16 C17 1.360(15) .
C16 H16 0.9300 .
C17 C18 1.357(14) .
C17 H17 0.9300 .
C18 C19 1.353(12) .
C18 H18 0.9300 .
C19 H19 0.9300 .
C20 N5 1.348(11) .
C20 C21 1.352(13) .
C20 H20 0.9300 .
C21 C22 1.396(11) .
C21 H21 0.9300 .
C22 N6 1.315(10) .
C22 C23 1.464(12) .
C23 C24 1.395(12) .
C23 C28 1.399(12) .
C24 C25 1.349(14) .
C24 H24 0.9300 .
C25 C26 1.369(15) .
C25 H25 0.9300 .
C26 C27 1.384(14) .
C26 H26 0.9300 .
C27 C28 1.373(12) .
C27 H27 0.9300 .
C28 H28 0.9300 .
C29 Cl1 1.653(13) .
C29 Cl2 1.715(15) .
C29 H29A 0.9700 .
C29 H29B 0.9700 .
N1 N2 1.368(8) .
N2 Cu1 2.114(7) .
N3 N4 1.362(9) .
N4 Cu1 2.238(7) .
N5 N6 1.356(8) .
N6 Cu1 2.102(7) .
Cu1 Br1 2.2946(14) .
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
N1 C2 C3 C4 -1.6(11) . . . .
C2 C3 C4 N2 1.2(11) . . . .
C2 C3 C4 C5 176.8(9) . . . .
N2 C4 C5 C10 24.0(13) . . . .
C3 C4 C5 C10 -151.2(9) . . . .
N2 C4 C5 C6 -154.5(8) . . . .
C3 C4 C5 C6 30.3(13) . . . .
C10 C5 C6 C7 3.2(14) . . . .
C4 C5 C6 C7 -178.1(9) . . . .
C5 C6 C7 C8 -2.0(16) . . . .
C6 C7 C8 C9 1.0(17) . . . .
C7 C8 C9 C10 -1.2(17) . . . .
C8 C9 C10 C5 2.6(17) . . . .
C6 C5 C10 C9 -3.6(15) . . . .
C4 C5 C10 C9 177.9(9) . . . .
N3 C11 C12 C13 2.1(12) . . . .
C11 C12 C13 N4 -1.1(12) . . . .
C11 C12 C13 C14 -177.6(9) . . . .
N4 C13 C14 C19 -18.5(14) . . . .
C12 C13 C14 C19 157.7(10) . . . .
N4 C13 C14 C15 162.6(9) . . . .
C12 C13 C14 C15 -21.2(15) . . . .
C19 C14 C15 C16 1.9(14) . . . .
C13 C14 C15 C16 -179.3(9) . . . .
C14 C15 C16 C17 -0.3(17) . . . .
C15 C16 C17 C18 -0.5(18) . . . .
C16 C17 C18 C19 -0.3(17) . . . .
C17 C18 C19 C14 2.0(16) . . . .
C15 C14 C19 C18 -2.7(14) . . . .
C13 C14 C19 C18 178.4(9) . . . .
N5 C20 C21 C22 0.1(11) . . . .
C20 C21 C22 N6 0.0(11) . . . .
C20 C21 C22 C23 179.6(9) . . . .
N6 C22 C23 C24 156.4(9) . . . .
C21 C22 C23 C24 -23.3(14) . . . .
N6 C22 C23 C28 -25.8(13) . . . .
C21 C22 C23 C28 154.5(9) . . . .
C28 C23 C24 C25 1.7(15) . . . .
C22 C23 C24 C25 179.6(10) . . . .
C23 C24 C25 C26 -0.5(18) . . . .
C24 C25 C26 C27 -0.9(18) . . . .
C25 C26 C27 C28 0.9(17) . . . .
C26 C27 C28 C23 0.5(15) . . . .
C24 C23 C28 C27 -1.7(14) . . . .
C22 C23 C28 C27 -179.6(9) . . . .
C3 C2 N1 N2 1.5(11) . . . .
C3 C2 N1 C1 173.4(9) . . . .
N3 C1 N1 C2 -107.9(10) . . . .
N5 C1 N1 C2 125.0(9) . . . .
N3 C1 N1 N2 63.4(10) . . . .
N5 C1 N1 N2 -63.7(10) . . . .
C3 C4 N2 N1 -0.3(9) . . . .
C5 C4 N2 N1 -176.2(8) . . . .
C3 C4 N2 Cu1 -175.2(7) . . . .
C5 C4 N2 Cu1 8.9(15) . . . .
C2 N1 N2 C4 -0.7(9) . . . .
C1 N1 N2 C4 -173.2(8) . . . .
C2 N1 N2 Cu1 176.0(6) . . . .
C1 N1 N2 Cu1 3.5(9) . . . .
C12 C11 N3 N4 -2.5(11) . . . .
C12 C11 N3 C1 -176.2(9) . . . .
N1 C1 N3 C11 98.1(10) . . . .
N5 C1 N3 C11 -134.0(9) . . . .
N1 C1 N3 N4 -75.1(10) . . . .
N5 C1 N3 N4 52.8(10) . . . .
C12 C13 N4 N3 -0.4(10) . . . .
C14 C13 N4 N3 176.4(7) . . . .
C12 C13 N4 Cu1 151.0(7) . . . .
C14 C13 N4 Cu1 -32.2(15) . . . .
C11 N3 N4 C13 1.8(10) . . . .
C1 N3 N4 C13 176.0(8) . . . .
C11 N3 N4 Cu1 -159.8(6) . . . .
C1 N3 N4 Cu1 14.3(9) . . . .
C21 C20 N5 N6 -0.2(11) . . . .
C21 C20 N5 C1 -176.0(9) . . . .
N1 C1 N5 C20 -126.4(9) . . . .
N3 C1 N5 C20 105.9(10) . . . .
N1 C1 N5 N6 58.1(10) . . . .
N3 C1 N5 N6 -69.6(10) . . . .
C21 C22 N6 N5 -0.1(9) . . . .
C23 C22 N6 N5 -179.7(7) . . . .
C21 C22 N6 Cu1 164.8(8) . . . .
C23 C22 N6 Cu1 -14.9(15) . . . .
C20 N5 N6 C22 0.1(10) . . . .
C1 N5 N6 C22 176.2(8) . . . .
C20 N5 N6 Cu1 -169.9(6) . . . .
C1 N5 N6 Cu1 6.1(10) . . . .
