# Supplementary Information (SI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 2379808'
loop_
_audit_author_name
_audit_author_address
Zut
;Zhongyuan University of Technology
China
;
_audit_update_record             
;
2024-08-26 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
_audit_creation_date             2024-08-26
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C5 Cu3 N5, Cu H10 O5, H2 O'
_chemical_formula_sum            'C5 H12 Cu4 N5 O6'
_chemical_formula_weight         492.36
_chemical_absolute_configuration ?
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
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'

_cell_length_a                   7.8686(3)
_cell_length_b                   10.4759(4)
_cell_length_c                   18.8777(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1556.10(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      33.22
_cell_measurement_theta_min      2.80
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.418
_exptl_absorpt_correction_T_max  0.7466
_exptl_absorpt_correction_T_min  0.5702
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0926 before and 0.0568 after correction.
The Ratio of minimum to maximum transmission is 0.7637.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear bluish blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   bluish
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    2.102
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             964
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            32257
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.749
_diffrn_reflns_theta_min         2.158
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_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_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.774
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.999
_reflns_number_gt                5349
_reflns_number_total             6216
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.723
_refine_diff_density_min         -0.830
_refine_diff_density_rms         0.101
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         6216
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.045
_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/[σ²(Fo²)+(0.0465P)²+1.4304P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0896
_refine_ls_wR_factor_ref         0.0964
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 Cu4-H5A \\sim Cu4-H5B
 with sigma of 0.02
3.a Free rotating group:
 O5(H5A,H5B), O6(H6A,H6B)
3.b Rotating group:
 O1(H1A,H1B), O2(H2A,H2B), O3(H3A,H3B), O4(H4A,H4B)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.68585(7) -0.10245(5) 0.50925(3) 0.02941(11) Uani 1 1 d . . . . .
Cu2 Cu 0.81642(8) 0.29190(5) 0.36622(3) 0.03159(11) Uani 1 1 d . . . . .
Cu3 Cu 0.31875(8) 0.59969(5) 0.37056(3) 0.03368(12) Uani 1 1 d . . . . .
Cu4 Cu 0.24242(7) 1.09353(5) 0.36050(3) 0.03133(11) Uani 1 1 d D . . . .
O1 O 0.4652(6) 0.9781(5) 0.3211(2) 0.0573(12) Uani 1 1 d . . . . .
H1A H 0.568229 0.976882 0.337996 0.086 Uiso 1 1 d GR . . . .
H1B H 0.467656 0.924836 0.285699 0.086 Uiso 1 1 d GR . . . .
O2 O 0.1582(7) 0.9697(5) 0.4356(4) 0.0749(17) Uani 1 1 d . . . . .
H2A H 0.064126 0.934313 0.422043 0.112 Uiso 1 1 d GR . . . .
H2B H 0.129585 1.010693 0.473603 0.112 Uiso 1 1 d GR . . . .
O3 O 0.3625(7) 1.1930(5) 0.4386(2) 0.0618(13) Uani 1 1 d . . . . .
H3A H 0.460446 1.170967 0.463389 0.093 Uiso 1 1 d GR . . . .
H3B H 0.332298 1.271229 0.458368 0.093 Uiso 1 1 d GR . . . .
O4 O 0.2835(10) 1.2443(5) 0.2949(3) 0.0753(18) Uani 1 1 d . . . . .
H4A H 0.218314 1.238550 0.258851 0.113 Uiso 1 1 d GR . . . .
H4B H 0.383647 1.239494 0.277667 0.113 Uiso 1 1 d GR . . . .
O5 O 0.0720(7) 1.0208(5) 0.2899(3) 0.0691(15) Uani 1 1 d . . . . .
H5A H 0.078691 0.950774 0.267258 0.104 Uiso 1 1 d DG . . . .
H5B H -0.028363 1.047190 0.281996 0.104 Uiso 1 1 d DG . . . .
O6 O 0.1568(12) 1.2388(9) 0.1457(3) 0.106(3) Uani 1 1 d . . . . .
H6A H 0.062970 1.202309 0.136278 0.159 Uiso 1 1 d G . . . .
H6B H 0.230039 1.218703 0.114487 0.159 Uiso 1 1 d G . . . .
N1 N 0.4939(5) -0.2111(4) 0.4764(2) 0.0299(7) Uani 1 1 d . . . . .
N2 N 0.7573(5) 0.0366(4) 0.4429(2) 0.0336(7) Uani 1 1 d . . . . .
N3 N 1.0985(6) 0.4886(4) 0.4064(3) 0.0417(9) Uani 1 1 d . . . . .
N4 N 0.5106(6) 0.4841(5) 0.3707(3) 0.0444(10) Uani 1 1 d . . . . .
N5 N 0.2014(6) 0.7467(4) 0.2396(2) 0.0373(9) Uani 1 1 d . . . . .
C1 C 0.3861(5) -0.2819(4) 0.4659(2) 0.0285(7) Uani 1 1 d . . . . .
C2 C 0.7892(5) 0.1316(4) 0.4156(2) 0.0272(8) Uani 1 1 d . . . . .
C3 C 1.0101(5) 0.4099(4) 0.3877(2) 0.0272(7) Uani 1 1 d . . . . .
C4 C 0.6218(6) 0.4130(5) 0.3741(3) 0.0382(10) Uani 1 1 d . . . . .
C5 C 0.2467(7) 0.6987(4) 0.2911(2) 0.0310(8) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 Cu3 2.4984(8) 4_556 ?
Cu1 N1 1.990(4) . ?
Cu1 N2 2.002(4) . ?
Cu1 N3 2.105(5) 4_456 ?
Cu1 C1 2.042(4) 4_546 ?
Cu2 N5 2.059(4) 3_645 ?
Cu2 C2 1.932(4) . ?
Cu2 C3 2.004(4) . ?
Cu2 C4 1.995(5) . ?
Cu3 N3 2.195(5) 1_455 ?
Cu3 N4 1.935(5) . ?
Cu3 C1 2.249(4) 1_565 ?
Cu3 C5 1.910(4) . ?
Cu4 O1 2.255(5) . ?
Cu4 O2 2.032(5) . ?
Cu4 O3 2.039(5) . ?
Cu4 O4 2.032(5) . ?
Cu4 O5 2.038(5) . ?
O1 H1A 0.8715 . ?
O1 H1B 0.8713 . ?
O2 H2A 0.8667 . ?
O2 H2B 0.8665 . ?
O3 H3A 0.9302 . ?
O3 H3B 0.9306 . ?
O4 H4A 0.8545 . ?
O4 H4B 0.8542 . ?
O5 H5A 0.8503 . ?
O5 H5B 0.8501 . ?
O6 H6A 0.8501 . ?
O6 H6B 0.8501 . ?
N1 C1 1.145(6) . ?
N2 C2 1.149(5) . ?
N3 C3 1.135(6) . ?
N4 C4 1.151(7) . ?
N5 C5 1.150(6) . ?

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
N1 Cu1 Cu3 127.39(11) . 4_556 ?
N1 Cu1 N2 115.72(16) . . ?
N1 Cu1 N3 108.17(18) . 4_456 ?
N1 Cu1 C1 108.52(17) . 4_546 ?
N2 Cu1 Cu3 116.27(12) . 4_556 ?
N2 Cu1 N3 98.82(17) . 4_456 ?
N2 Cu1 C1 111.04(17) . 4_546 ?
N3 Cu1 Cu3 56.16(14) 4_456 4_556 ?
C1 Cu1 Cu3 58.34(13) 4_546 4_556 ?
C1 Cu1 N3 114.46(19) 4_546 4_456 ?
C2 Cu2 N5 105.14(17) . 3_645 ?
C2 Cu2 C3 121.50(17) . . ?
C2 Cu2 C4 115.6(2) . . ?
C3 Cu2 N5 112.96(18) . 3_645 ?
C4 Cu2 N5 99.6(2) . 3_645 ?
C4 Cu2 C3 100.16(18) . . ?
N3 Cu3 Cu1 52.82(13) 1_455 4_456 ?
N3 Cu3 C1 103.42(17) 1_455 1_565 ?
N4 Cu3 Cu1 109.40(16) . 4_456 ?
N4 Cu3 N3 106.5(2) . 1_455 ?
N4 Cu3 C1 99.21(18) . 1_565 ?
C1 Cu3 Cu1 50.63(12) 1_565 4_456 ?
C5 Cu3 Cu1 125.66(15) . 4_456 ?
C5 Cu3 N3 107.20(19) . 1_455 ?
C5 Cu3 N4 124.9(2) . . ?
C5 Cu3 C1 113.51(16) . 1_565 ?
O2 Cu4 O1 98.1(2) . . ?
O2 Cu4 O3 88.4(3) . . ?
O2 Cu4 O4 166.5(3) . . ?
O2 Cu4 O5 90.2(3) . . ?
O3 Cu4 O1 98.8(2) . . ?
O4 Cu4 O1 95.3(3) . . ?
O4 Cu4 O3 88.3(2) . . ?
O4 Cu4 O5 89.8(3) . . ?
O5 Cu4 O1 95.46(19) . . ?
O5 Cu4 O3 165.8(2) . . ?
Cu4 O1 H1A 127.6 . . ?
Cu4 O1 H1B 127.9 . . ?
H1A O1 H1B 104.5 . . ?
Cu4 O2 H2A 110.3 . . ?
Cu4 O2 H2B 110.3 . . ?
H2A O2 H2B 103.5 . . ?
Cu4 O3 H3A 128.3 . . ?
Cu4 O3 H3B 128.4 . . ?
H3A O3 H3B 103.3 . . ?
Cu4 O4 H4A 109.6 . . ?
Cu4 O4 H4B 109.5 . . ?
H4A O4 H4B 104.2 . . ?
Cu4 O5 H5A 127.6 . . ?
Cu4 O5 H5B 127.2 . . ?
H5A O5 H5B 104.5 . . ?
H6A O6 H6B 109.5 . . ?
C1 N1 Cu1 170.9(4) . . ?
C2 N2 Cu1 166.5(4) . . ?
Cu1 N3 Cu3 71.01(15) 4_556 1_655 ?
C3 N3 Cu1 147.9(4) . 4_556 ?
C3 N3 Cu3 140.7(4) . 1_655 ?
C4 N4 Cu3 176.5(5) . . ?
C5 N5 Cu2 160.2(4) . 3_655 ?
Cu1 C1 Cu3 71.03(13) 4_446 1_545 ?
N1 C1 Cu1 156.4(4) . 4_446 ?
N1 C1 Cu3 132.2(4) . 1_545 ?
N2 C2 Cu2 173.5(4) . . ?
N3 C3 Cu2 167.8(4) . . ?
N4 C4 Cu2 172.5(5) . . ?
N5 C5 Cu3 173.0(4) . . ?

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
Cu1 N3 C3 Cu2 47(2) 4_556 . . . ?
Cu3 N3 C3 Cu2 -144.5(16) 1_655 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_b
_database_code_depnum_ccdc_archive 'CCDC 2379809'
loop_
_audit_author_name
_audit_author_address
Zut
;Zhongyuan University of Technology
China
;
_audit_update_record             
;
2024-08-26 deposited with the CCDC.	2024-11-20 downloaded from the CCDC.
;
_audit_creation_date             2024-08-26
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C15 H15 Cu4 N21, C2 H9 N2'
_chemical_formula_sum            'C17 H27 Cu4 N23'
_chemical_formula_weight         807.77
_chemical_melting_point          ?
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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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'

_cell_length_a                   10.755(2)
_cell_length_b                   16.724(3)
_cell_length_c                   16.265(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.41(3)
_cell_angle_gamma                90
_cell_volume                     2867.9(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7209
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.9524
_cell_measurement_theta_min      1.9316
_shelx_estimated_absorpt_T_max   27.9524
_shelx_estimated_absorpt_T_min   1.9316
_exptl_absorpt_coefficient_mu    2.982
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.871
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       cube
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            29632
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_min         1.765
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4864
_reflns_number_total             5320
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         1.134
_refine_diff_density_min         -1.749
_refine_diff_density_rms         0.167
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.140
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     399
_refine_ls_number_reflns         5320
_refine_ls_number_restraints     592
_refine_ls_R_factor_all          0.0933
_refine_ls_R_factor_gt           0.0860
_refine_ls_restrained_S_all      1.157
_refine_ls_shift/su_max          0.009
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0865P)²+26.3356P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2122
_refine_ls_wR_factor_ref         0.2213
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups, All N(H,H,H) groups
2. Restrained distances
 C16-C17
 1.54 with sigma of 0.02
3. Rigid bond restraints
 C3, C6, C11, C12, C13, C14, C16, C17, N17, N18, N19, N20, N22, N23
 with sigma for 1-2 distances of 0.05 and sigma for 1-3 distances of 0.05
4. Uiso/Uaniso restraints and constraints
C3 \\sim C6 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C16 \\sim C17 \\sim
N17 \\sim N18 \\sim N19 \\sim N20 \\sim N22 \\sim N23: within 2A with sigma of
0.05 and sigma for terminal atoms of 0.1
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim
C17: within 3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02
N1 \\sim N2 \\sim N3 \\sim N4 \\sim N5 \\sim N6 \\sim N7 \\sim N8 \\sim N9
\\sim N10 \\sim N11 \\sim N12 \\sim N13 \\sim N14 \\sim N15 \\sim N16 \\sim N17
\\sim N18 \\sim N19 \\sim N20 \\sim N21 \\sim N22 \\sim N23: within 3.8A with
sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C3) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C12)
\\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C16) \\sim Ueq,
Uanis(C17) \\sim Ueq, Uanis(N17) \\sim Ueq, Uanis(N18) \\sim Ueq, Uanis(N19)
\\sim Ueq, Uanis(N20) \\sim Ueq, Uanis(N22) \\sim Ueq, Uanis(N23) \\sim Ueq:
with sigma of 0.05 and sigma for terminal atoms of 0.1
5.a Secondary CH2 refined with riding coordinates:
 N19(H19A,H19B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,
 H14B), C16(H16A,H16B), C17(H17A,H17B)
5.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C6(H6)
5.c X=CH2 refined with riding coordinates:
 N23(H23A,H23B)
5.d Idealised Me refined as rotating group:
 N20(H20A,H20B,H20C), N22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 1.42245(9) 0.86166(6) 0.47659(6) 0.0305(3) Uani 1 1 d . . . . .
Cu2 Cu 1.07881(9) 0.86362(6) 0.48576(6) 0.0314(3) Uani 1 1 d . . . . .
Cu3 Cu 1.39344(9) 0.71346(8) 0.80534(6) 0.0447(4) Uani 1 1 d . . . . .
Cu4 Cu 0.59839(9) 0.76939(8) 0.65091(7) 0.0448(4) Uani 1 1 d . . . . .
N1 N 1.2158(5) 0.8177(4) 0.5793(4) 0.0283(13) Uani 1 1 d . U . . .
N2 N 1.3397(6) 0.8227(4) 0.5779(4) 0.0312(13) Uani 1 1 d . U . . .
N3 N 1.4064(6) 0.7948(5) 0.6473(4) 0.0332(14) Uani 1 1 d . U . . .
N4 N 1.3276(6) 0.7687(5) 0.6975(4) 0.0340(14) Uani 1 1 d . U . . .
N5 N 1.0641(8) 0.8633(5) 0.9283(5) 0.0467(17) Uani 1 1 d . U . . .
N6 N 1.0901(8) 0.8589(5) 1.0120(5) 0.0470(17) Uani 1 1 d . U . . .
N7 N 1.0715(7) 0.7861(5) 1.0369(4) 0.0376(15) Uani 1 1 d . U . . .
N8 N 1.0300(6) 0.7401(4) 0.9678(4) 0.0346(14) Uani 1 1 d . U . . .
N9 N 0.7824(5) 0.6745(4) 0.8803(4) 0.0283(13) Uani 1 1 d . U . . .
N10 N 0.6579(5) 0.6676(4) 0.8826(4) 0.0284(13) Uani 1 1 d . U . . .
N11 N 0.5886(5) 0.6934(4) 0.8116(4) 0.0309(14) Uani 1 1 d . U . . .
N12 N 0.6668(6) 0.7181(5) 0.7618(4) 0.0356(14) Uani 1 1 d . U . . .
N13 N 0.9012(8) 0.6444(5) 0.5186(5) 0.0459(17) Uani 1 1 d . U . . .
N14 N 0.8752(8) 0.6548(5) 0.4345(5) 0.0478(17) Uani 1 1 d . U . . .
N15 N 0.9127(7) 0.7274(5) 0.4186(4) 0.0411(16) Uani 1 1 d . U . . .
N16 N 0.9654(6) 0.7646(4) 0.4892(4) 0.0332(14) Uani 1 1 d . U . . .
N17 N 1.3243(10) 0.6005(8) 0.8170(8) 0.089(3) Uani 1 1 d . U . . .
N18 N 1.0872(18) 0.4708(11) 0.7182(12) 0.146(6) Uani 1 1 d . U . . .
N19 N 0.7014(9) 0.8723(6) 0.6322(7) 0.074(3) Uani 1 1 d . U . . .
H19A H 0.766062 0.858403 0.608541 0.089 Uiso 1 1 calc R . . . .
H19B H 0.651489 0.905031 0.597137 0.089 Uiso 1 1 calc R . . . .
N20 N 0.8708(13) 1.0109(8) 0.8003(9) 0.108(4) Uani 1 1 d . U . . .
H20A H 0.917676 1.054758 0.800233 0.130 Uiso 1 1 calc GR . . . .
H20B H 0.914943 0.974314 0.833631 0.130 Uiso 1 1 calc GR . . . .
H20C H 0.800620 1.022877 0.818875 0.130 Uiso 1 1 calc GR . . . .
N21 N 1.4830(7) 0.9670(5) 0.4930(5) 0.0449(18) Uani 1 1 d . U . . .
N22 N 0.284(3) 0.5314(15) 0.5851(18) 0.257(10) Uani 1 1 d . U . . .
H22A H 0.216907 0.536554 0.608803 0.308 Uiso 1 1 calc GR . . . .
H22B H 0.354657 0.538058 0.623676 0.308 Uiso 1 1 calc GR . . . .
H22C H 0.284369 0.482895 0.562602 0.308 Uiso 1 1 calc GR . . . .
N23 N 0.182(3) 0.4968(12) 0.4056(15) 0.210(9) Uani 1 1 d . U . . .
H23A H 0.227380 0.458647 0.430827 0.252 Uiso 1 1 calc R . . . .
H23B H 0.130664 0.487965 0.358608 0.252 Uiso 1 1 calc R . . . .
C1 C 1.2107(7) 0.7844(5) 0.6532(5) 0.0266(14) Uani 1 1 d . U . . .
C2 C 1.0956(6) 0.7675(5) 0.6864(4) 0.0254(13) Uani 1 1 d . U . . .
C3 C 1.1023(7) 0.7840(5) 0.7714(5) 0.0311(13) Uani 1 1 d . U . . .
H3 H 1.174104 0.809553 0.800997 0.037 Uiso 1 1 calc R . . . .
C4 C 1.0071(7) 0.7640(5) 0.8132(5) 0.0310(13) Uani 1 1 d . U . . .
C5 C 0.8977(7) 0.7247(5) 0.7691(5) 0.0314(13) Uani 1 1 d . U . . .
C6 C 0.8906(7) 0.7092(5) 0.6847(5) 0.0273(13) Uani 1 1 d . U . . .
H6 H 0.818632 0.683293 0.655684 0.033 Uiso 1 1 calc R . . . .
C7 C 0.9849(7) 0.7299(5) 0.6403(5) 0.0279(13) Uani 1 1 d . U . . .
C8 C 1.0282(7) 0.7888(5) 0.9021(5) 0.0294(14) Uani 1 1 d . U . . .
C9 C 0.7849(7) 0.7061(5) 0.8048(5) 0.0285(14) Uani 1 1 d . U . . .
C10 C 0.9570(7) 0.7125(5) 0.5496(5) 0.0283(14) Uani 1 1 d . U . . .
C11 C 1.2084(14) 0.5779(10) 0.8179(11) 0.094(3) Uani 1 1 d . U . . .
H11A H 1.154858 0.617055 0.783786 0.113 Uiso 1 1 calc R . . . .
H11B H 1.197829 0.587052 0.875002 0.113 Uiso 1 1 calc R . . . .
C12 C 1.146(2) 0.4999(12) 0.7940(14) 0.130(5) Uani 1 1 d . U . . .
H12A H 1.211011 0.460552 0.814893 0.156 Uiso 1 1 calc R . . . .
H12B H 1.083584 0.494962 0.829147 0.156 Uiso 1 1 calc R . . . .
C13 C 0.8369(16) 0.9795(11) 0.7155(11) 0.107(4) Uani 1 1 d . U . . .
H13A H 0.798392 1.021344 0.677614 0.129 Uiso 1 1 calc R . . . .
H13B H 0.912532 0.961074 0.697221 0.129 Uiso 1 1 calc R . . . .
C14 C 0.7519(13) 0.9162(9) 0.7135(9) 0.079(3) Uani 1 1 d . U . . .
H14A H 0.679208 0.936450 0.734082 0.095 Uiso 1 1 calc R . . . .
H14B H 0.792371 0.876737 0.753824 0.095 Uiso 1 1 calc R . . . .
C15 C 1.0184(8) 0.9687(5) 0.4955(5) 0.0338(18) Uani 1 1 d . U . . .
C16 C 0.279(4) 0.588(3) 0.523(2) 0.249(12) Uani 1 1 d D U . . .
H16A H 0.364037 0.593533 0.511817 0.298 Uiso 1 1 calc R . . . .
H16B H 0.258037 0.638845 0.546062 0.298 Uiso 1 1 calc R . . . .
C17 C 0.190(4) 0.575(2) 0.442(2) 0.242(12) Uani 1 1 d D U . . .
H17A H 0.105693 0.590227 0.449207 0.291 Uiso 1 1 calc R . . . .
H17B H 0.213215 0.611954 0.401235 0.291 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
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 N2 2.124(6) . ?
Cu1 N8 2.078(7) 4_675 ?
Cu1 N9 2.038(6) 4_675 ?
Cu1 N21 1.878(8) . ?
Cu2 N1 2.047(6) . ?
Cu2 N10 2.093(6) 4_675 ?
Cu2 N16 2.064(7) . ?
Cu2 C15 1.891(8) . ?
Cu3 N4 1.985(7) . ?
Cu3 N11 2.108(6) 1_655 ?
Cu3 N15 2.066(7) 4_676 ?
Cu3 N17 2.053(12) . ?
Cu4 N3 2.098(6) 1_455 ?
Cu4 N7 2.043(7) 4_575 ?
Cu4 N12 2.001(7) . ?
Cu4 N19 2.101(10) . ?
N1 N2 1.340(8) . ?
N1 C1 1.335(9) . ?
N2 N3 1.299(9) . ?
N3 N4 1.359(9) . ?
N4 C1 1.345(10) . ?
N5 N6 1.337(11) . ?
N5 C8 1.347(11) . ?
N6 N7 1.310(11) . ?
N7 N8 1.363(9) . ?
N8 C8 1.340(11) . ?
N9 N10 1.351(8) . ?
N9 C9 1.341(9) . ?
N10 N11 1.317(9) . ?
N11 N12 1.343(9) . ?
N12 C9 1.338(10) . ?
N13 N14 1.352(10) . ?
N13 C10 1.339(11) . ?
N14 N15 1.320(11) . ?
N15 N16 1.330(10) . ?
N16 C10 1.328(10) . ?
N17 C11 1.306(17) . ?
N18 C12 1.36(2) . ?
N19 H19A 0.8900 . ?
N19 H19B 0.8900 . ?
N19 C14 1.516(17) . ?
N20 H20A 0.8900 . ?
N20 H20B 0.8900 . ?
N20 H20C 0.8900 . ?
N20 C13 1.45(2) . ?
N21 N21 1.172(15) 3_876 ?
N22 H22A 0.8900 . ?
N22 H22B 0.8900 . ?
N22 H22C 0.8900 . ?
N22 C16 1.37(4) . ?
N23 H23A 0.8600 . ?
N23 H23B 0.8600 . ?
N23 C17 1.43(4) . ?
C1 C2 1.473(10) . ?
C2 C3 1.397(10) . ?
C2 C7 1.421(10) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(11) . ?
C4 C5 1.412(11) . ?
C4 C8 1.479(11) . ?
C5 C6 1.384(11) . ?
C5 C9 1.479(10) . ?
C6 H6 0.9300 . ?
C6 C7 1.400(10) . ?
C7 C10 1.476(10) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.48(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.40(2) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C15 1.139(17) 3_776 ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.494(19) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?

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
N8 Cu1 N2 97.3(3) 4_675 . ?
N9 Cu1 N2 98.4(3) 4_675 . ?
N9 Cu1 N8 92.3(3) 4_675 4_675 ?
N21 Cu1 N2 111.3(3) . . ?
N21 Cu1 N8 126.5(3) . 4_675 ?
N21 Cu1 N9 124.8(3) . 4_675 ?
N1 Cu2 N10 98.9(2) . 4_675 ?
N1 Cu2 N16 91.2(3) . . ?
N16 Cu2 N10 99.1(3) . 4_675 ?
C15 Cu2 N1 119.7(3) . . ?
C15 Cu2 N10 120.0(3) . 4_675 ?
C15 Cu2 N16 121.9(3) . . ?
N4 Cu3 N11 107.1(2) . 1_655 ?
N4 Cu3 N15 121.4(3) . 4_676 ?
N4 Cu3 N17 115.9(4) . . ?
N15 Cu3 N11 96.3(3) 4_676 1_655 ?
N17 Cu3 N11 103.0(4) . 1_655 ?
N17 Cu3 N15 109.5(4) . 4_676 ?
N3 Cu4 N19 112.0(4) 1_455 . ?
N7 Cu4 N3 96.0(3) 4_575 1_455 ?
N7 Cu4 N19 103.0(4) 4_575 . ?
N12 Cu4 N3 107.2(3) . 1_455 ?
N12 Cu4 N7 125.8(3) . 4_575 ?
N12 Cu4 N19 111.8(3) . . ?
N2 N1 Cu2 122.4(5) . . ?
C1 N1 Cu2 132.4(5) . . ?
C1 N1 N2 105.1(6) . . ?
N1 N2 Cu1 127.1(5) . . ?
N3 N2 Cu1 122.7(5) . . ?
N3 N2 N1 110.0(6) . . ?
N2 N3 Cu4 117.9(5) . 1_655 ?
N2 N3 N4 109.6(6) . . ?
N4 N3 Cu4 130.2(5) . 1_655 ?
N3 N4 Cu3 121.6(5) . . ?
C1 N4 Cu3 134.1(5) . . ?
C1 N4 N3 104.1(6) . . ?
N6 N5 C8 105.1(7) . . ?
N7 N6 N5 110.6(7) . . ?
N6 N7 Cu4 134.4(6) . 4_676 ?
N6 N7 N8 108.3(7) . . ?
N8 N7 Cu4 117.2(6) . 4_676 ?
N7 N8 Cu1 120.1(5) . 4_576 ?
C8 N8 Cu1 129.2(6) . 4_576 ?
C8 N8 N7 105.4(7) . . ?
N10 N9 Cu1 122.6(5) . 4_576 ?
C9 N9 Cu1 132.4(5) . 4_576 ?
C9 N9 N10 104.9(6) . . ?
N9 N10 Cu2 127.3(5) . 4_576 ?
N11 N10 Cu2 122.3(4) . 4_576 ?
N11 N10 N9 109.9(6) . . ?
N10 N11 Cu3 118.7(4) . 1_455 ?
N10 N11 N12 108.4(6) . . ?
N12 N11 Cu3 131.1(5) . 1_455 ?
N11 N12 Cu4 120.9(5) . . ?
C9 N12 Cu4 132.6(5) . . ?
C9 N12 N11 106.4(6) . . ?
C10 N13 N14 104.9(7) . . ?
N15 N14 N13 107.9(7) . . ?
N14 N15 Cu3 129.4(6) . 4_575 ?
N14 N15 N16 110.8(7) . . ?
N16 N15 Cu3 119.7(6) . 4_575 ?
N15 N16 Cu2 120.4(5) . . ?
C10 N16 Cu2 132.3(5) . . ?
C10 N16 N15 104.6(7) . . ?
C11 N17 Cu3 129.1(12) . . ?
Cu4 N19 H19A 109.2 . . ?
Cu4 N19 H19B 109.2 . . ?
H19A N19 H19B 107.9 . . ?
C14 N19 Cu4 112.2(8) . . ?
C14 N19 H19A 109.2 . . ?
C14 N19 H19B 109.2 . . ?
H20A N20 H20B 109.5 . . ?
H20A N20 H20C 109.5 . . ?
H20B N20 H20C 109.5 . . ?
C13 N20 H20A 109.5 . . ?
C13 N20 H20B 109.5 . . ?
C13 N20 H20C 109.5 . . ?
N21 N21 Cu1 176.0(10) 3_876 . ?
H22A N22 H22B 109.5 . . ?
H22A N22 H22C 109.5 . . ?
H22B N22 H22C 109.5 . . ?
C16 N22 H22A 109.5 . . ?
C16 N22 H22B 109.5 . . ?
C16 N22 H22C 109.5 . . ?
H23A N23 H23B 120.0 . . ?
C17 N23 H23A 120.0 . . ?
C17 N23 H23B 120.0 . . ?
N1 C1 N4 111.2(6) . . ?
N1 C1 C2 126.7(6) . . ?
N4 C1 C2 122.1(7) . . ?
C3 C2 C1 116.2(6) . . ?
C3 C2 C7 118.9(6) . . ?
C7 C2 C1 124.7(7) . . ?
C2 C3 H3 118.6 . . ?
C4 C3 C2 122.9(7) . . ?
C4 C3 H3 118.6 . . ?
C3 C4 C5 119.2(7) . . ?
C3 C4 C8 115.4(7) . . ?
C5 C4 C8 125.3(7) . . ?
C4 C5 C9 124.3(7) . . ?
C6 C5 C4 117.9(7) . . ?
C6 C5 C9 117.5(7) . . ?
C5 C6 H6 117.9 . . ?
C5 C6 C7 124.1(7) . . ?
C7 C6 H6 117.9 . . ?
C2 C7 C10 126.7(6) . . ?
C6 C7 C2 117.0(7) . . ?
C6 C7 C10 116.2(7) . . ?
N5 C8 C4 123.2(7) . . ?
N8 C8 N5 110.6(7) . . ?
N8 C8 C4 125.8(8) . . ?
N9 C9 C5 127.5(7) . . ?
N12 C9 N9 110.4(6) . . ?
N12 C9 C5 122.1(7) . . ?
N13 C10 C7 122.1(7) . . ?
N16 C10 N13 111.8(7) . . ?
N16 C10 C7 125.5(8) . . ?
N17 C11 H11A 105.0 . . ?
N17 C11 H11B 105.0 . . ?
N17 C11 C12 129.3(17) . . ?
H11A C11 H11B 105.8 . . ?
C12 C11 H11A 105.0 . . ?
C12 C11 H11B 105.0 . . ?
N18 C12 C11 131.2(19) . . ?
N18 C12 H12A 104.5 . . ?
N18 C12 H12B 104.5 . . ?
C11 C12 H12A 104.5 . . ?
C11 C12 H12B 104.5 . . ?
H12A C12 H12B 105.6 . . ?
N20 C13 H13A 109.7 . . ?
N20 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C14 C13 N20 109.7(15) . . ?
C14 C13 H13A 109.7 . . ?
C14 C13 H13B 109.7 . . ?
N19 C14 H14A 107.2 . . ?
N19 C14 H14B 107.2 . . ?
C13 C14 N19 120.5(13) . . ?
C13 C14 H14A 107.2 . . ?
C13 C14 H14B 107.2 . . ?
H14A C14 H14B 106.8 . . ?
C15 C15 Cu2 177.4(11) 3_776 . ?
N22 C16 H16A 107.7 . . ?
N22 C16 H16B 107.7 . . ?
N22 C16 C17 118(4) . . ?
H16A C16 H16B 107.1 . . ?
C17 C16 H16A 107.7 . . ?
C17 C16 H16B 107.7 . . ?
N23 C17 C16 118(3) . . ?
N23 C17 H17A 107.7 . . ?
N23 C17 H17B 107.7 . . ?
C16 C17 H17A 107.7 . . ?
C16 C17 H17B 107.7 . . ?
H17A C17 H17B 107.1 . . ?

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
Cu1 N2 N3 Cu4 -10.5(9) . . . 1_655 ?
Cu1 N2 N3 N4 -175.0(5) . . . . ?
Cu1 N8 C8 N5 152.1(6) 4_576 . . . ?
Cu1 N8 C8 C4 -35.5(11) 4_576 . . . ?
Cu1 N9 N10 Cu2 9.6(9) 4_576 . . 4_576 ?
Cu1 N9 N10 N11 -178.2(5) 4_576 . . . ?
Cu1 N9 C9 N12 178.2(6) 4_576 . . . ?
Cu1 N9 C9 C5 -0.2(14) 4_576 . . . ?
Cu2 N1 N2 Cu1 -9.3(9) . . . . ?
Cu2 N1 N2 N3 175.0(5) . . . . ?
Cu2 N1 C1 N4 -174.9(6) . . . . ?
Cu2 N1 C1 C2 3.7(13) . . . . ?
Cu2 N10 N11 Cu3 5.5(9) 4_576 . . 1_455 ?
Cu2 N10 N11 N12 172.1(5) 4_576 . . . ?
Cu2 N16 C10 N13 -160.2(6) . . . . ?
Cu2 N16 C10 C7 29.3(12) . . . . ?
Cu3 N4 C1 N1 -174.4(6) . . . . ?
Cu3 N4 C1 C2 7.0(13) . . . . ?
Cu3 N11 N12 Cu4 -11.1(11) 1_455 . . . ?
Cu3 N11 N12 C9 164.6(6) 1_455 . . . ?
Cu3 N15 N16 Cu2 -20.0(8) 4_575 . . . ?
Cu3 N15 N16 C10 176.7(5) 4_575 . . . ?
Cu3 N17 C11 C12 153.9(16) . . . . ?
Cu4 N3 N4 Cu3 12.9(10) 1_655 . . . ?
Cu4 N3 N4 C1 -162.9(6) 1_655 . . . ?
Cu4 N7 N8 Cu1 27.4(8) 4_676 . . 4_576 ?
Cu4 N7 N8 C8 -176.1(5) 4_676 . . . ?
Cu4 N12 C9 N9 175.0(6) . . . . ?
Cu4 N12 C9 C5 -6.4(13) . . . . ?
Cu4 N19 C14 C13 171.2(12) . . . . ?
N1 N2 N3 Cu4 165.4(5) . . . 1_655 ?
N1 N2 N3 N4 0.9(9) . . . . ?
N1 C1 C2 C3 -138.7(9) . . . . ?
N1 C1 C2 C7 46.9(13) . . . . ?
N2 N1 C1 N4 -0.1(9) . . . . ?
N2 N1 C1 C2 178.5(8) . . . . ?
N2 N3 N4 Cu3 174.9(6) . . . . ?
N2 N3 N4 C1 -0.9(9) . . . . ?
N3 N4 C1 N1 0.6(9) . . . . ?
N3 N4 C1 C2 -178.1(7) . . . . ?
N4 C1 C2 C3 39.7(11) . . . . ?
N4 C1 C2 C7 -134.7(9) . . . . ?
N5 N6 N7 Cu4 176.0(6) . . . 4_676 ?
N5 N6 N7 N8 -0.8(10) . . . . ?
N6 N5 C8 N8 1.0(10) . . . . ?
N6 N5 C8 C4 -171.6(7) . . . . ?
N6 N7 N8 Cu1 -155.1(6) . . . 4_576 ?
N6 N7 N8 C8 1.4(9) . . . . ?
N7 N8 C8 N5 -1.5(9) . . . . ?
N7 N8 C8 C4 170.9(7) . . . . ?
N9 N10 N11 Cu3 -167.1(5) . . . 1_455 ?
N9 N10 N11 N12 -0.5(9) . . . . ?
N10 N9 C9 N12 -0.2(9) . . . . ?
N10 N9 C9 C5 -178.7(8) . . . . ?
N10 N11 N12 Cu4 -175.4(5) . . . . ?
N10 N11 N12 C9 0.3(9) . . . . ?
N11 N12 C9 N9 0.0(10) . . . . ?
N11 N12 C9 C5 178.6(8) . . . . ?
N13 N14 N15 Cu3 -175.9(6) . . . 4_575 ?
N13 N14 N15 N16 1.5(10) . . . . ?
N14 N13 C10 N16 0.7(10) . . . . ?
N14 N13 C10 C7 171.6(7) . . . . ?
N14 N15 N16 Cu2 162.3(6) . . . . ?
N14 N15 N16 C10 -1.0(9) . . . . ?
N15 N16 C10 N13 0.2(9) . . . . ?
N15 N16 C10 C7 -170.3(7) . . . . ?
N17 C11 C12 N18 -85(3) . . . . ?
N20 C13 C14 N19 -179.8(13) . . . . ?
N22 C16 C17 N23 -43(6) . . . . ?
C1 N1 N2 Cu1 175.2(6) . . . . ?
C1 N1 N2 N3 -0.5(9) . . . . ?
C1 C2 C3 C4 -173.4(8) . . . . ?
C1 C2 C7 C6 172.0(7) . . . . ?
C1 C2 C7 C10 -10.0(13) . . . . ?
C2 C3 C4 C5 0.3(13) . . . . ?
C2 C3 C4 C8 -177.8(8) . . . . ?
C2 C7 C10 N13 140.4(9) . . . . ?
C2 C7 C10 N16 -50.1(12) . . . . ?
C3 C2 C7 C6 -2.2(11) . . . . ?
C3 C2 C7 C10 175.8(8) . . . . ?
C3 C4 C5 C6 -1.0(12) . . . . ?
C3 C4 C5 C9 -174.8(8) . . . . ?
C3 C4 C8 N5 48.8(11) . . . . ?
C3 C4 C8 N8 -122.6(9) . . . . ?
C4 C5 C6 C7 0.0(13) . . . . ?
C4 C5 C9 N9 -45.5(13) . . . . ?
C4 C5 C9 N12 136.2(9) . . . . ?
C5 C4 C8 N5 -129.1(9) . . . . ?
C5 C4 C8 N8 59.4(12) . . . . ?
C5 C6 C7 C2 1.7(12) . . . . ?
C5 C6 C7 C10 -176.6(8) . . . . ?
C6 C5 C9 N9 140.7(9) . . . . ?
C6 C5 C9 N12 -37.6(12) . . . . ?
C6 C7 C10 N13 -41.6(11) . . . . ?
C6 C7 C10 N16 128.0(8) . . . . ?
C7 C2 C3 C4 1.3(13) . . . . ?
C8 N5 N6 N7 -0.1(10) . . . . ?
C8 C4 C5 C6 176.9(8) . . . . ?
C8 C4 C5 C9 3.1(13) . . . . ?
C9 N9 N10 Cu2 -171.7(6) . . . 4_576 ?
C9 N9 N10 N11 0.4(9) . . . . ?
C9 C5 C6 C7 174.2(8) . . . . ?
C10 N13 N14 N15 -1.3(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
