# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 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_mo_170712g_0m
_database_code_depnum_ccdc_archive 'CCDC 2325225'
loop_
_audit_author_name
_audit_author_address
Cheng
;HeNan university
China
;
_audit_update_record             
;
2024-01-13 deposited with the CCDC.	2024-07-10 downloaded from the CCDC.
;
_audit_creation_date             2023-12-07
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C14 H20 Cu2 O10'
_chemical_formula_sum            'C14 H20 Cu2 O10'
_chemical_formula_weight         475.38
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.6004(4)
_cell_length_b                   9.0452(5)
_cell_length_c                   14.0935(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.329(2)
_cell_angle_gamma                90.00
_cell_volume                     960.97(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9894
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      32.89
_cell_measurement_theta_min      2.68
_exptl_absorpt_coefficient_mu    2.260
_exptl_absorpt_correction_T_max  0.7138
_exptl_absorpt_correction_T_min  0.6607
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             484
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27304
_diffrn_reflns_theta_full        34.80
_diffrn_reflns_theta_max         34.80
_diffrn_reflns_theta_min         3.52
_diffrn_ambient_temperature      273(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2858
_reflns_number_total             3809
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       0.046(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         3809
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0292
_refine_ls_restrained_S_all      0.943
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0475P)²+0.1578P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0695
_refine_ls_wR_factor_ref         0.0789
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.343389(19) 0.448602(18) 0.466085(12) 0.02730(7) Uani 1 1 d . . .
O1 O 0.56747(15) 0.72601(12) 0.46121(9) 0.0405(3) Uani 1 1 d . . .
O2 O 0.30028(15) 0.63859(13) 0.40237(9) 0.0441(3) Uani 1 1 d . . .
O3 O 0.72694(14) 0.46398(12) 0.41531(9) 0.0373(2) Uani 1 1 d . . .
O4 O 0.45793(14) 0.38104(13) 0.35623(8) 0.0383(2) Uani 1 1 d . . .
O5 O 0.08060(15) 0.35295(14) 0.42731(12) 0.0510(3) Uani 1 1 d . . .
H5 H -0.012(4) 0.400(3) 0.418(2) 0.076 Uiso 1 1 d . . .
C1 C 0.4700(4) 0.9957(2) 0.3713(2) 0.0660(6) Uani 1 1 d . . .
H1A H 0.580(4) 0.994(3) 0.416(2) 0.092(9) Uiso 1 1 d . . .
H1B H 0.437(4) 1.081(3) 0.335(2) 0.075(8) Uiso 1 1 d . . .
C2 C 0.3744(3) 0.8779(2) 0.35854(16) 0.0545(5) Uani 1 1 d . . .
H2 H 0.2731 0.8811 0.3140 0.065 Uiso 1 1 calc R . .
C3 C 0.4173(2) 0.73634(17) 0.41137(11) 0.0367(3) Uani 1 1 d . . .
C4 C 0.6136(3) 0.2720(3) 0.19658(15) 0.0562(5) Uani 1 1 d . . .
H4A H 0.681(3) 0.249(3) 0.1442(18) 0.077(7) Uiso 1 1 d . . .
H4B H 0.494(4) 0.233(3) 0.2003(17) 0.069(7) Uiso 1 1 d . . .
C5 C 0.6942(2) 0.3562(2) 0.26334(12) 0.0447(4) Uani 1 1 d . . .
H5A H 0.8074 0.3892 0.2557 0.054 Uiso 1 1 calc R . .
C6 C 0.61904(19) 0.40338(16) 0.35072(10) 0.0308(3) Uani 1 1 d . . .
C7 C 0.0450(3) 0.2007(2) 0.4197(2) 0.0808(8) Uani 1 1 d . . .
H7A H 0.0088 0.1756 0.3540 0.121 Uiso 1 1 calc R . .
H7B H -0.0481 0.1761 0.4570 0.121 Uiso 1 1 calc R . .
H7C H 0.1501 0.1462 0.4431 0.121 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 Cu1 2.6201(3) 3_666 ?
Cu1 O1 1.9561(11) 3_666 ?
Cu1 O2 1.9473(11) . ?
Cu1 O3 1.9831(11) 3_666 ?
Cu1 O4 1.9678(11) . ?
Cu1 O5 2.1812(12) . ?
O1 Cu1 1.9561(11) 3_666 ?
O1 C3 1.2649(19) . ?
O2 C3 1.249(2) . ?
O3 Cu1 1.9831(11) 3_666 ?
O3 C6 1.2694(18) . ?
O4 C6 1.2532(17) . ?
O5 H5 0.82(3) . ?
O5 C7 1.405(2) . ?
C1 H1A 0.98(3) . ?
C1 H1B 0.94(3) . ?
C1 C2 1.289(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.496(2) . ?
C4 H4A 0.97(3) . ?
C4 H4B 0.98(3) . ?
C4 C5 1.301(3) . ?
C5 H5A 0.9300 . ?
C5 C6 1.485(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?

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 Cu1 81.81(4) 3_666 3_666 ?
O1 Cu1 O3 89.60(5) 3_666 3_666 ?
O1 Cu1 O4 90.17(5) 3_666 . ?
O1 Cu1 O5 93.20(5) 3_666 . ?
O2 Cu1 Cu1 86.94(4) . 3_666 ?
O2 Cu1 O1 168.75(5) . 3_666 ?
O2 Cu1 O3 89.38(5) . 3_666 ?
O2 Cu1 O4 88.66(5) . . ?
O2 Cu1 O5 98.03(5) . . ?
O3 Cu1 Cu1 83.17(3) 3_666 3_666 ?
O3 Cu1 O5 91.87(5) 3_666 . ?
O4 Cu1 Cu1 85.68(3) . 3_666 ?
O4 Cu1 O3 168.77(5) . 3_666 ?
O4 Cu1 O5 99.35(5) . . ?
O5 Cu1 Cu1 172.96(5) . 3_666 ?
C3 O1 Cu1 125.33(11) . 3_666 ?
C3 O2 Cu1 120.14(10) . . ?
C6 O3 Cu1 123.90(9) . 3_666 ?
C6 O4 Cu1 122.18(10) . . ?
Cu1 O5 H5 125(2) . . ?
C7 O5 Cu1 124.68(12) . . ?
C7 O5 H5 110(2) . . ?
H1A C1 H1B 121(3) . . ?
C2 C1 H1A 119.6(18) . . ?
C2 C1 H1B 119.4(17) . . ?
C1 C2 H2 118.2 . . ?
C1 C2 C3 123.7(2) . . ?
C3 C2 H2 118.2 . . ?
O1 C3 C2 117.63(16) . . ?
O2 C3 O1 125.77(14) . . ?
O2 C3 C2 116.61(15) . . ?
H4A C4 H4B 123(2) . . ?
C5 C4 H4A 115.4(16) . . ?
C5 C4 H4B 121.6(14) . . ?
C4 C5 H5A 117.5 . . ?
C4 C5 C6 124.92(17) . . ?
C6 C5 H5A 117.5 . . ?
O3 C6 C5 115.94(13) . . ?
O4 C6 O3 124.90(13) . . ?
O4 C6 C5 119.16(14) . . ?
O5 C7 H7A 109.5 . . ?
O5 C7 H7B 109.5 . . ?
O5 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

####################################################################### 
# 
# 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 2325226'
loop_
_audit_author_name
_audit_author_address
Cheng
;HeNan university
China
;
_audit_update_record             
;
2024-01-13 deposited with the CCDC.	2024-07-10 downloaded from the CCDC.
;
_audit_creation_date             2023-12-07
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.11.01 svn.r2039, GUI svn.r3906)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C9 H14 Cu O5)'
_chemical_formula_sum            'C18 H28 Cu2 O10'
_chemical_formula_weight         531.48
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   37.398(3)
_cell_length_b                   6.9621(4)
_cell_length_c                   18.7788(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.255(3)
_cell_angle_gamma                90.00
_cell_volume                     4850.3(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9884
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.96
_cell_measurement_theta_min      2.32
_exptl_absorpt_coefficient_mu    1.799
_exptl_absorpt_correction_T_max  0.7617
_exptl_absorpt_correction_T_min  0.7148
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2192
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0787
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            44903
_diffrn_reflns_theta_full        27.57
_diffrn_reflns_theta_max         27.57
_diffrn_reflns_theta_min         2.32
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3914
_reflns_number_total             5579
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.458
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         5579
_refine_ls_number_restraints     376
_refine_ls_R_factor_all          0.0823
_refine_ls_R_factor_gt           0.0529
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0698P)²+4.5418P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1329
_refine_ls_wR_factor_ref         0.1439
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 1.006568(12) 0.65653(6) 0.46708(2) 0.04427(15) Uani 1 1 d U . .
O1 O 0.98128(8) 0.5308(4) 0.38292(15) 0.0649(8) Uani 1 1 d U . .
O2 O 0.97143(11) 0.2593(5) 0.43809(17) 0.0798(10) Uani 1 1 d U . .
O3 O 0.95995(9) 0.7407(4) 0.4929(2) 0.0803(10) Uani 1 1 d U . .
O4 O 0.94875(7) 0.4728(4) 0.54731(17) 0.0617(8) Uani 1 1 d U . .
O5 O 1.01814(10) 0.9162(4) 0.41403(17) 0.0727(9) Uani 1 1 d U . .
H5 H 1.0130 1.0302 0.4365 0.087 Uiso 1 1 calc R . .
C1 C 0.9440(2) 0.4148(11) 0.2551(3) 0.134(3) Uani 1 1 d U . .
H1A H 0.9299 0.5246 0.2649 0.201 Uiso 1 1 calc R . .
H1B H 0.9323 0.3482 0.2138 0.201 Uiso 1 1 calc R . .
H1C H 0.9675 0.4563 0.2459 0.201 Uiso 1 1 calc R . .
C2 C 0.94760(14) 0.2868(8) 0.3167(3) 0.0770(13) Uani 1 1 d U . .
C3 C 0.93348(16) 0.1100(10) 0.3172(3) 0.104(2) Uani 1 1 d U . .
H3A H 0.9202 0.0611 0.2759 0.125 Uiso 1 1 calc R . .
H3B H 0.9369 0.0362 0.3588 0.125 Uiso 1 1 calc R . .
C4 C 0.96839(11) 0.3668(6) 0.3842(2) 0.0539(9) Uani 1 1 d U . .
C5 C 0.89237(17) 0.8899(9) 0.5017(4) 0.109(2) Uani 1 1 d U . .
H5A H 0.9104 0.9853 0.5162 0.164 Uiso 1 1 calc R . .
H5B H 0.8698 0.9283 0.5168 0.164 Uiso 1 1 calc R . .
H5C H 0.8896 0.8771 0.4504 0.164 Uiso 1 1 calc R . .
C6 C 0.88238(12) 0.5971(9) 0.5718(3) 0.0915(17) Uani 1 1 d U . .
H6A H 0.8592 0.6371 0.5777 0.110 Uiso 1 1 calc R . .
H6B H 0.8912 0.4812 0.5915 0.110 Uiso 1 1 calc R . .
C7 C 0.90342(11) 0.7080(7) 0.5344(3) 0.0636(11) Uani 1 1 d U . .
C8 C 0.94024(10) 0.6362(5) 0.5247(2) 0.0475(8) Uani 1 1 d U . .
C9 C 1.03212(19) 0.9333(8) 0.3512(3) 0.102(2) Uani 1 1 d U . .
H9A H 1.0202 0.8453 0.3167 0.152 Uiso 1 1 calc R . .
H9B H 1.0574 0.9044 0.3588 0.152 Uiso 1 1 calc R . .
H9C H 1.0287 1.0622 0.3335 0.152 Uiso 1 1 calc R . .
Cu2 Cu 0.751033(12) 0.90656(6) 0.46346(2) 0.04612(16) Uani 1 1 d U . .
O6 O 0.78898(8) 0.7758(4) 0.41964(17) 0.0649(8) Uani 1 1 d U . .
O7 O 0.78638(9) 0.5059(4) 0.47962(19) 0.0782(10) Uani 1 1 d U . .
O8 O 0.78680(10) 0.9923(4) 0.54228(18) 0.0789(10) Uani 1 1 d U . .
O9 O 0.78533(8) 0.7226(4) 0.60357(17) 0.0649(8) Uani 1 1 d U . .
O10 O 0.75106(10) 1.1620(4) 0.40048(17) 0.0720(9) Uani 1 1 d U . .
H10 H 0.7508 1.2788 0.4245 0.086 Uiso 1 1 calc R . .
C10 C 0.83986(17) 0.6380(10) 0.3403(4) 0.112(2) Uani 1 1 d U . .
H10A H 0.8207 0.6503 0.3014 0.168 Uiso 1 1 calc R . .
H10B H 0.8603 0.5776 0.3233 0.168 Uiso 1 1 calc R . .
H10C H 0.8466 0.7630 0.3589 0.168 Uiso 1 1 calc R . .
C11 C 0.84104(16) 0.3434(8) 0.4149(4) 0.1014(19) Uani 1 1 d U . .
H11A H 0.8589 0.2884 0.3913 0.122 Uiso 1 1 calc R . .
H11B H 0.8320 0.2767 0.4517 0.122 Uiso 1 1 calc R . .
C12 C 0.82795(12) 0.5241(7) 0.3955(3) 0.0672(12) Uani 1 1 d U . .
C13 C 0.79886(10) 0.6080(5) 0.4345(2) 0.0511(9) Uani 1 1 d U . .
C14 C 0.83264(16) 0.8606(10) 0.7149(3) 0.1018(19) Uani 1 1 d U . .
H14A H 0.8496 0.9055 0.7516 0.122 Uiso 1 1 calc R . .
H14B H 0.8215 0.7427 0.7195 0.122 Uiso 1 1 calc R . .
C15 C 0.83940(16) 1.1502(9) 0.6410(3) 0.1010(19) Uani 1 1 d U . .
H15A H 0.8483 1.2079 0.6862 0.151 Uiso 1 1 calc R . .
H15B H 0.8215 1.2322 0.6155 0.151 Uiso 1 1 calc R . .
H15C H 0.8590 1.1333 0.6130 0.151 Uiso 1 1 calc R . .
C16 C 0.82396(11) 0.9702(7) 0.6529(3) 0.0660(11) Uani 1 1 d U . .
C17 C 0.79676(10) 0.8885(6) 0.5956(2) 0.0521(9) Uani 1 1 d U . .
C18 C 0.75138(18) 1.1680(8) 0.3273(3) 0.0957(18) Uani 1 1 d U . .
H18A H 0.7277 1.1402 0.3036 0.144 Uiso 1 1 calc R . .
H18B H 0.7681 1.0744 0.3137 0.144 Uiso 1 1 calc R . .
H18C H 0.7586 1.2937 0.3136 0.144 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 Cu1 2.5835(8) 5_766 ?
Cu1 O1 1.944(3) . ?
Cu1 O2 1.955(3) 5_766 ?
Cu1 O3 1.957(3) . ?
Cu1 O4 1.947(3) 5_766 ?
Cu1 O5 2.135(3) . ?
O1 C4 1.241(5) . ?
O2 Cu1 1.955(3) 5_766 ?
O2 C4 1.253(5) . ?
O3 C8 1.241(5) . ?
O4 Cu1 1.947(3) 5_766 ?
O4 C8 1.242(5) . ?
O5 C9 1.355(5) . ?
C1 C2 1.453(8) . ?
C2 C3 1.340(8) . ?
C2 C4 1.506(6) . ?
C5 C7 1.445(7) . ?
C6 C7 1.360(7) . ?
C7 C8 1.498(5) . ?
Cu2 Cu2 2.5823(8) 7_666 ?
Cu2 O6 1.953(3) . ?
Cu2 O7 1.962(3) 7_666 ?
Cu2 O8 1.959(3) . ?
Cu2 O9 1.952(3) 7_666 ?
Cu2 O10 2.136(3) . ?
O6 C13 1.246(5) . ?
O7 Cu2 1.962(3) 7_666 ?
O7 C13 1.242(5) . ?
O8 C17 1.253(5) . ?
O9 Cu2 1.952(3) 7_666 ?
O9 C17 1.247(5) . ?
O10 C18 1.376(6) . ?
C10 C12 1.420(7) . ?
C11 C12 1.382(7) . ?
C12 C13 1.504(5) . ?
C14 C16 1.395(8) . ?
C15 C16 1.410(7) . ?
C16 C17 1.497(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
O1 Cu1 Cu1 84.65(9) . 5_766 ?
O1 Cu1 O2 168.78(13) . 5_766 ?
O1 Cu1 O3 88.80(15) . . ?
O1 Cu1 O4 90.96(13) . 5_766 ?
O1 Cu1 O5 96.23(13) . . ?
O2 Cu1 Cu1 84.28(10) 5_766 5_766 ?
O2 Cu1 O3 88.30(17) 5_766 . ?
O2 Cu1 O5 94.85(13) 5_766 . ?
O3 Cu1 Cu1 84.55(9) . 5_766 ?
O3 Cu1 O5 95.81(13) . . ?
O4 Cu1 Cu1 83.95(8) 5_766 5_766 ?
O4 Cu1 O2 89.72(15) 5_766 5_766 ?
O4 Cu1 O3 168.47(12) 5_766 . ?
O4 Cu1 O5 95.67(12) 5_766 . ?
O5 Cu1 Cu1 179.05(11) . 5_766 ?
C4 O1 Cu1 123.3(3) . . ?
C4 O2 Cu1 122.8(3) . 5_766 ?
C8 O3 Cu1 123.1(3) . . ?
C8 O4 Cu1 124.3(2) . 5_766 ?
C9 O5 Cu1 127.2(3) . . ?
C1 C2 C4 115.4(5) . . ?
C3 C2 C1 124.8(5) . . ?
C3 C2 C4 119.8(5) . . ?
O1 C4 O2 124.7(4) . . ?
O1 C4 C2 119.0(4) . . ?
O2 C4 C2 116.3(4) . . ?
C5 C7 C8 117.3(4) . . ?
C6 C7 C5 124.4(4) . . ?
C6 C7 C8 118.3(4) . . ?
O3 C8 O4 124.0(3) . . ?
O3 C8 C7 118.3(4) . . ?
O4 C8 C7 117.7(4) . . ?
O6 Cu2 Cu2 84.41(9) . 7_666 ?
O6 Cu2 O7 168.64(12) . 7_666 ?
O6 Cu2 O8 89.84(15) . . ?
O6 Cu2 O10 95.95(12) . . ?
O7 Cu2 Cu2 84.34(9) 7_666 7_666 ?
O7 Cu2 O10 95.35(12) 7_666 . ?
O8 Cu2 Cu2 85.35(10) . 7_666 ?
O8 Cu2 O7 87.69(16) . 7_666 ?
O8 Cu2 O10 96.70(13) . . ?
O9 Cu2 Cu2 83.61(9) 7_666 7_666 ?
O9 Cu2 O6 89.86(14) 7_666 . ?
O9 Cu2 O7 90.45(15) 7_666 7_666 ?
O9 Cu2 O8 168.93(13) 7_666 . ?
O9 Cu2 O10 94.33(13) 7_666 . ?
O10 Cu2 Cu2 177.91(10) . 7_666 ?
C13 O6 Cu2 123.6(3) . . ?
C13 O7 Cu2 123.3(3) . 7_666 ?
C17 O8 Cu2 122.3(3) . . ?
C17 O9 Cu2 124.8(3) . 7_666 ?
C18 O10 Cu2 125.4(3) . . ?
C10 C12 C13 116.8(4) . . ?
C11 C12 C10 124.6(5) . . ?
C11 C12 C13 118.6(5) . . ?
O6 C13 C12 117.9(4) . . ?
O7 C13 O6 124.2(4) . . ?
O7 C13 C12 117.9(4) . . ?
C14 C16 C15 124.2(5) . . ?
C14 C16 C17 117.2(5) . . ?
C15 C16 C17 118.6(5) . . ?
O8 C17 C16 117.5(4) . . ?
O9 C17 O8 123.9(4) . . ?
O9 C17 C16 118.5(4) . . ?

_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_exp_8678
_database_code_depnum_ccdc_archive 'CCDC 2325227'
loop_
_audit_author_name
_audit_author_address
Cheng
;HeNan university
China
;
_audit_update_record             
;
2024-01-13 deposited with the CCDC.	2024-07-10 downloaded from the CCDC.
;
_audit_creation_date             2023-09-06
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '2(C4 H6 Cu N11), 2.64272(O)'
_chemical_formula_sum            'C8 H12 Cu2 N22 O2.64'
_chemical_formula_weight         585.79
_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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y+1/2, z+1/2'
3 'x+1/2, -y+1/2, -z'
4 '-x, y, -z+1/2'
5 '-x, -y, -z'
6 'x-1/2, y-1/2, -z-1/2'
7 '-x-1/2, y-1/2, z'
8 'x, -y, z-1/2'

_cell_length_a                   15.0819(19)
_cell_length_b                   13.4307(14)
_cell_length_c                   9.9113(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2007.6(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    502
_cell_measurement_temperature    123.0(10)
_cell_measurement_theta_max      22.0550
_cell_measurement_theta_min      4.7360
_exptl_absorpt_coefficient_mu    2.187
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69130
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.938
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1173
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1209
_diffrn_reflns_av_unetI/netI     0.1533
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5804
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.89
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.0(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9966
_diffrn_measured_fraction_theta_max 0.8439
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   26.00   60.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9289   57.0000    0.0000 34

#__ type_ start__ end____ width___ exp.time_
  2 omega   23.00   81.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9289   77.0000  -90.0000 58

#__ type_ start__ end____ width___ exp.time_
  3 omega   44.00   72.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       15.9289  178.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
  4 omega  -24.00   26.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8508  -99.0000 -120.0000 50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0169631000
_diffrn_orient_matrix_UB_12      0.0469670000
_diffrn_orient_matrix_UB_13      -0.0196735000
_diffrn_orient_matrix_UB_21      -0.0420685000
_diffrn_orient_matrix_UB_22      -0.0132030000
_diffrn_orient_matrix_UB_23      0.0262769000
_diffrn_orient_matrix_UB_31      0.0121099000
_diffrn_orient_matrix_UB_32      0.0199604000
_diffrn_orient_matrix_UB_33      0.0634916000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                1029
_reflns_number_total             1949
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_refine_diff_density_max         1.543
_refine_diff_density_min         -0.885
_refine_diff_density_rms         0.190
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1949
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1580
_refine_ls_R_factor_gt           0.0929
_refine_ls_restrained_S_all      1.003
_refine_ls_shift/su_max          3.443
_refine_ls_shift/su_mean         0.023
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1157P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2079
_refine_ls_wR_factor_ref         0.2577
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.27451(8) 0.86077(9) 0.03020(12) 0.0284(5) Uani 1 1 d . . .
N9 N -0.2268(5) 1.0395(6) -0.1633(7) 0.0273(19) Uani 1 1 d . . .
N8 N -0.2746(5) 1.0081(6) -0.2717(7) 0.029(2) Uani 1 1 d . . .
N7 N -0.2257(5) 0.9424(6) -0.3366(7) 0.0283(19) Uani 1 1 d . . .
N1 N -0.0375(5) 0.9099(6) -0.0432(7) 0.0278(19) Uani 1 1 d . . .
C2 C 0.0390(6) 0.9115(7) 0.0307(9) 0.026(2) Uani 1 1 d . . .
N2 N 0.1612(5) 0.7874(6) 0.0655(8) 0.0294(19) Uani 1 1 d . . .
N10 N 0.3196(5) 0.7446(6) -0.0774(8) 0.035(2) Uani 1 1 d . . .
H10A H 0.2953 0.7457 -0.1593 0.042 Uiso 1 1 calc R . .
H10B H 0.3050 0.6882 -0.0359 0.042 Uiso 1 1 calc R . .
H10C H 0.3783 0.7486 -0.0847 0.042 Uiso 1 1 calc R . .
N11 N 0.3891(6) 0.9328(7) 0.0141(13) 0.067(4) Uani 1 1 d . . .
H11A H 0.4254 0.8989 -0.0397 0.080 Uiso 1 1 calc R . .
H11B H 0.4136 0.9389 0.0954 0.080 Uiso 1 1 calc R . .
H11C H 0.3796 0.9930 -0.0206 0.080 Uiso 1 1 calc R . .
N5 N 0.0240(6) 0.7346(6) 0.0852(9) 0.039(2) Uani 1 1 d . . .
N6 N -0.1492(5) 0.9283(6) -0.2748(8) 0.031(2) Uani 1 1 d . . .
C3 C -0.0737(6) 0.9974(7) -0.0766(9) 0.026(2) Uani 1 1 d . . .
N4 N 0.0816(6) 0.6574(6) 0.1047(10) 0.041(2) Uani 1 1 d . . .
C1 C 0.0758(7) 0.8133(7) 0.0607(9) 0.032(2) Uani 1 1 d . . .
C4 C -0.1494(6) 0.9901(7) -0.1690(9) 0.026(2) Uani 1 1 d . . .
N3 N 0.1616(6) 0.6887(6) 0.0912(8) 0.033(2) Uani 1 1 d . . .
O1 O 0.3738(12) 0.7845(8) 0.2382(12) 0.153(8) Uani 1.00(2) 1 d . . .
O2 O 0.5000 0.9622(19) 0.2500 0.113(13) Uani 0.64(4) 2 d SP . .


_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 N9 2.013(8) 5_575 ?
Cu1 N7 2.329(7) 4_554 ?
Cu1 N2 2.004(8) . ?
Cu1 N10 2.008(7) . ?
Cu1 N11 1.987(9) . ?
N9 Cu1 2.013(8) 5_575 ?
N9 N8 1.361(10) . ?
N9 C4 1.345(11) . ?
N8 N7 1.318(10) . ?
N7 Cu1 2.329(7) 4_554 ?
N7 N6 1.320(10) . ?
N1 C2 1.366(12) . ?
N1 C3 1.337(12) . ?
C2 C3 1.407(13) 5_575 ?
C2 C1 1.461(14) . ?
N2 C1 1.334(13) . ?
N2 N3 1.350(10) . ?
N10 H10A 0.8900 . ?
N10 H10B 0.8900 . ?
N10 H10C 0.8900 . ?
N11 H11A 0.8900 . ?
N11 H11B 0.8900 . ?
N11 H11C 0.8900 . ?
N5 N4 1.366(11) . ?
N5 C1 1.337(12) . ?
N6 C4 1.337(11) . ?
C3 C2 1.407(13) 5_575 ?
C3 C4 1.467(13) . ?
N4 N3 1.285(12) . ?

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
N9 Cu1 N7 96.5(3) 5_575 4_554 ?
N2 Cu1 N9 84.7(3) . 5_575 ?
N2 Cu1 N7 96.1(3) . 4_554 ?
N2 Cu1 N10 90.0(3) . . ?
N10 Cu1 N9 170.4(3) . 5_575 ?
N10 Cu1 N7 92.0(3) . 4_554 ?
N11 Cu1 N9 92.2(3) . 5_575 ?
N11 Cu1 N7 88.8(4) . 4_554 ?
N11 Cu1 N2 174.5(4) . . ?
N11 Cu1 N10 92.4(4) . . ?
N8 N9 Cu1 122.3(6) . 5_575 ?
C4 N9 Cu1 131.8(6) . 5_575 ?
C4 N9 N8 105.9(7) . . ?
N7 N8 N9 107.2(7) . . ?
N8 N7 Cu1 122.7(6) . 4_554 ?
N8 N7 N6 111.0(7) . . ?
N6 N7 Cu1 126.2(6) . 4_554 ?
C3 N1 C2 117.7(8) . . ?
N1 C2 C3 120.0(9) . 5_575 ?
N1 C2 C1 114.6(8) . . ?
C3 C2 C1 125.3(9) 5_575 . ?
C1 N2 Cu1 133.5(7) . . ?
C1 N2 N3 105.5(8) . . ?
N3 N2 Cu1 120.8(6) . . ?
Cu1 N10 H10A 109.5 . . ?
Cu1 N10 H10B 109.5 . . ?
Cu1 N10 H10C 109.5 . . ?
H10A N10 H10B 109.5 . . ?
H10A N10 H10C 109.5 . . ?
H10B N10 H10C 109.5 . . ?
Cu1 N11 H11A 109.5 . . ?
Cu1 N11 H11B 109.5 . . ?
Cu1 N11 H11C 109.5 . . ?
H11A N11 H11B 109.5 . . ?
H11A N11 H11C 109.5 . . ?
H11B N11 H11C 109.5 . . ?
C1 N5 N4 104.7(9) . . ?
N7 N6 C4 105.9(7) . . ?
N1 C3 C2 122.2(9) . 5_575 ?
N1 C3 C4 114.4(8) . . ?
C2 C3 C4 123.3(9) 5_575 . ?
N3 N4 N5 109.5(8) . . ?
N2 C1 C2 127.5(9) . . ?
N2 C1 N5 110.6(9) . . ?
N5 C1 C2 121.9(10) . . ?
N9 C4 C3 128.1(8) . . ?
N6 C4 N9 109.9(8) . . ?
N6 C4 C3 122.0(8) . . ?
N4 N3 N2 109.7(8) . . ?

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 N9 N8 N7 -178.9(6) 5_575 . . . ?
Cu1 N9 C4 N6 177.7(7) 5_575 . . . ?
Cu1 N9 C4 C3 -1.6(14) 5_575 . . . ?
Cu1 N7 N6 C4 -179.8(6) 4_554 . . . ?
Cu1 N2 C1 C2 -2.7(16) . . . . ?
Cu1 N2 C1 N5 176.0(7) . . . . ?
Cu1 N2 N3 N4 -177.2(7) . . . . ?
N9 Cu1 N2 C1 53.3(9) 5_575 . . . ?
N9 Cu1 N2 N3 -132.6(7) 5_575 . . . ?
N9 N8 N7 Cu1 179.0(5) . . . 4_554 ?
N9 N8 N7 N6 1.0(10) . . . . ?
N8 N9 C4 N6 -1.4(9) . . . . ?
N8 N9 C4 C3 179.3(8) . . . . ?
N8 N7 N6 C4 -1.8(10) . . . . ?
N7 Cu1 N2 C1 -42.7(10) 4_554 . . . ?
N7 Cu1 N2 N3 131.4(7) 4_554 . . . ?
N7 N6 C4 N9 2.0(10) . . . . ?
N7 N6 C4 C3 -178.7(8) . . . . ?
N1 C2 C1 N2 143.0(10) . . . . ?
N1 C2 C1 N5 -35.5(13) . . . . ?
N1 C3 C4 N9 136.9(9) . . . . ?
N1 C3 C4 N6 -42.4(12) . . . . ?
C2 N1 C3 C2 -4.4(14) . . . 5_575 ?
C2 N1 C3 C4 173.1(7) . . . . ?
C2 C3 C4 N9 -45.7(13) 5_575 . . . ?
C2 C3 C4 N6 135.0(9) 5_575 . . . ?
N10 Cu1 N2 C1 -134.7(9) . . . . ?
N10 Cu1 N2 N3 39.4(7) . . . . ?
N11 Cu1 N2 C1 110(4) . . . . ?
N11 Cu1 N2 N3 -76(4) . . . . ?
N5 N4 N3 N2 1.4(11) . . . . ?
C3 N1 C2 C3 4.3(13) . . . 5_575 ?
C3 N1 C2 C1 -178.6(8) . . . . ?
C3 C2 C1 N2 -40.1(15) 5_575 . . . ?
C3 C2 C1 N5 141.4(10) 5_575 . . . ?
N4 N5 C1 C2 178.3(8) . . . . ?
N4 N5 C1 N2 -0.5(11) . . . . ?
C1 N2 N3 N4 -1.7(11) . . . . ?
C1 N5 N4 N3 -0.6(11) . . . . ?
C4 N9 N8 N7 0.3(9) . . . . ?
N3 N2 C1 C2 -177.4(9) . . . . ?
N3 N2 C1 N5 1.3(11) . . . . ?

####################################################################### 
# 
# 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_exp_8664
_database_code_depnum_ccdc_archive 'CCDC 2325228'
loop_
_audit_author_name
_audit_author_address
Cheng
;HeNan university
China
;
_audit_update_record             
;
2024-01-13 deposited with the CCDC.	2024-07-10 downloaded from the CCDC.
;
_audit_creation_date             2023-09-01
_audit_creation_method           
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C8 H12 Cu2 N22, 2.5(O)'
_chemical_formula_sum            'C8 H12 Cu2 N22 O2.50'
_chemical_formula_weight         583.48
_chemical_absolute_configuration unk
_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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           30
_space_group_name_H-M_alt        'P 2 n a'
_space_group_name_Hall           'P -2ac 2'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 'x, -y, -z'
3 'x+1/2, y, -z+1/2'
4 'x+1/2, -y, z+1/2'

_cell_length_a                   13.4957(5)
_cell_length_b                   9.9441(6)
_cell_length_c                   15.0536(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2020.24(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1963
_cell_measurement_temperature    118.10(14)
_cell_measurement_theta_max      26.8510
_cell_measurement_theta_min      3.7110
_exptl_absorpt_coefficient_mu    2.172
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78927
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.918
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1168
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.04
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0466
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9436
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.88
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      118.10(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9966
_diffrn_measured_fraction_theta_max 0.8726
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   43.00   75.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852   37.0000   60.0000 32

#__ type_ start__ end____ width___ exp.time_
  2 omega   -9.00   55.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852  -99.0000  -30.0000 64

#__ type_ start__ end____ width___ exp.time_
  3 omega  -53.00   24.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852  -37.0000   60.0000 77

#__ type_ start__ end____ width___ exp.time_
  4 omega  -62.00  -34.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8508  122.0000  153.0000 28

#__ type_ start__ end____ width___ exp.time_
  5 omega   38.00   84.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       16.0852  178.0000  -90.0000 46
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0443552000
_diffrn_orient_matrix_UB_12      0.0272873000
_diffrn_orient_matrix_UB_13      -0.0177826000
_diffrn_orient_matrix_UB_21      0.0203455000
_diffrn_orient_matrix_UB_22      0.0037503000
_diffrn_orient_matrix_UB_23      0.0433862000
_diffrn_orient_matrix_UB_31      0.0195063000
_diffrn_orient_matrix_UB_32      -0.0658672000
_diffrn_orient_matrix_UB_33      -0.0048672000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                2832
_reflns_number_total             3441
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.07
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.679
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(4)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     326
_refine_ls_number_reflns         3441
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0438
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0399P)²+2.4578P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1049
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu -0.09770(5) -0.78049(8) -0.22600(5) 0.0187(3) Uani 1 1 d . . .
Cu2 Cu -0.37614(5) -0.71547(8) -0.77783(5) 0.0215(3) Uani 1 1 d . . .
N6 N -0.2742(7) -0.5857(6) -0.7312(4) 0.0215(18) Uani 1 1 d . . .
N18 N -0.1964(6) -0.9124(6) -0.2756(3) 0.0159(17) Uani 1 1 d . . .
N2 N -0.3236(6) -0.7890(5) -0.4660(4) 0.0185(17) Uani 1 1 d . . .
C6 C -0.1496(8) -0.7758(7) -0.4637(5) 0.020(2) Uani 1 1 d . . .
N1 N -0.1459(6) -0.7015(6) -0.5385(4) 0.0165(16) Uani 1 1 d . . .
C3 C -0.3248(8) -0.7151(6) -0.5406(5) 0.0149(19) Uani 1 1 d U . .
N22 N -0.1643(7) -0.7818(9) -0.1075(5) 0.058(3) Uani 1 1 d . . .
H22A H -0.1405 -0.8514 -0.0745 0.069 Uiso 1 1 calc R . .
H22B H -0.2308 -0.7917 -0.1150 0.069 Uiso 1 1 calc R . .
H22C H -0.1519 -0.7029 -0.0790 0.069 Uiso 1 1 calc R . .
N4 N -0.1792(7) -0.4108(7) -0.7308(4) 0.025(2) Uani 1 1 d . . .
N16 N -0.2913(7) -1.0856(6) -0.2778(3) 0.021(2) Uani 1 1 d . . .
N14 N -0.0229(6) -0.8082(7) -0.3416(4) 0.0223(16) Uani 1 1 d . . .
N15 N -0.3075(6) -1.0204(6) -0.3541(4) 0.0260(17) Uani 1 1 d . . .
N3 N -0.1653(6) -0.4730(6) -0.6514(4) 0.0205(15) Uani 1 1 d . . .
N5 N -0.2424(7) -0.4777(7) -0.7794(4) 0.0225(17) Uani 1 1 d . . .
N8 N -0.5764(7) -0.6417(7) -0.5808(5) 0.034(2) Uani 1 1 d . . .
N12 N 0.1058(7) -0.8476(7) -0.4196(5) 0.032(2) Uani 1 1 d . . .
N17 N -0.2251(7) -1.0202(6) -0.2296(4) 0.0197(17) Uani 1 1 d . . .
N10 N -0.4480(6) -0.6820(7) -0.6639(4) 0.0177(15) Uani 1 1 d . . .
N7 N -0.5003(6) -0.6602(7) -0.5256(4) 0.0287(18) Uani 1 1 d . . .
N21 N 0.0208(7) -0.6761(6) -0.1794(4) 0.0301(18) Uani 1 1 d . . .
H21A H 0.0080 -0.6471 -0.1233 0.036 Uiso 1 1 calc R . .
H21B H 0.0324 -0.6041 -0.2152 0.036 Uiso 1 1 calc R . .
H21C H 0.0751 -0.7304 -0.1789 0.036 Uiso 1 1 calc R . .
N11 N 0.0297(6) -0.8287(7) -0.4777(4) 0.0286(19) Uani 1 1 d . . .
C8 C -0.2347(7) -0.8208(8) -0.4274(5) 0.0165(17) Uani 1 1 d . . .
C7 C -0.2448(7) -0.9155(8) -0.3520(5) 0.0221(19) Uani 1 1 d . . .
N19 N -0.2971(7) -0.7535(7) -0.8882(4) 0.0378(19) Uani 1 1 d . . .
H19A H -0.2451 -0.6953 -0.8914 0.045 Uiso 1 1 calc R . .
H19B H -0.3364 -0.7429 -0.9368 0.045 Uiso 1 1 calc R . .
H19C H -0.2739 -0.8394 -0.8864 0.045 Uiso 1 1 calc R . .
N9 N -0.5471(6) -0.6574(7) -0.6630(4) 0.0256(18) Uani 1 1 d . . .
C2 C -0.2300(6) -0.6707(8) -0.5763(5) 0.0171(18) Uani 1 1 d . . .
N20 N -0.4887(6) -0.8313(6) -0.8194(4) 0.0197(15) Uani 1 1 d . . .
H20A H -0.4753 -0.9189 -0.8067 0.024 Uiso 1 1 calc R . .
H20B H -0.4963 -0.8215 -0.8791 0.024 Uiso 1 1 calc R . .
H20C H -0.5454 -0.8060 -0.7914 0.024 Uiso 1 1 calc R . .
N13 N 0.0743(7) -0.8359(7) -0.3372(4) 0.0258(18) Uani 1 1 d . . .
C1 C -0.2240(6) -0.5800(7) -0.6529(4) 0.0147(16) Uani 1 1 d . . .
C5 C -0.0494(8) -0.8051(9) -0.4278(5) 0.021(2) Uani 1 1 d . . .
O1 O -0.4481(6) -0.5227(7) -0.8684(5) 0.063(2) Uani 1 1 d . . .
O3 O -0.2622(7) -0.5000 0.0000 0.107(4) Uani 1 2 d S . .
C4 C -0.4231(7) -0.6840(9) -0.5783(5) 0.0189(19) Uani 1 1 d . . .
O4 O -0.0137(10) -0.9857(15) 0.0575(12) 0.100(5) Uani 0.50 1 d PU A -1
O2 O -0.0133(13) -0.9872(12) -0.1349(9) 0.051(4) Uani 0.50 1 d PU B -2


_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 N18 2.013(7) . ?
Cu1 N22 1.997(8) . ?
Cu1 N4 2.292(7) 2_544 ?
Cu1 N14 2.031(7) . ?
Cu1 N21 2.031(8) . ?
Cu2 N6 2.013(8) . ?
Cu2 N16 2.434(6) 2_534 ?
Cu2 N10 1.998(7) . ?
Cu2 N19 2.011(7) . ?
Cu2 N20 2.006(7) . ?
N6 N5 1.366(8) . ?
N6 C1 1.360(9) . ?
N18 N17 1.334(8) . ?
N18 C7 1.323(9) . ?
N2 C3 1.343(10) . ?
N2 C8 1.370(11) . ?
C6 N1 1.348(10) . ?
C6 C8 1.349(13) . ?
C6 C5 1.485(13) . ?
N1 C2 1.306(11) . ?
C3 C2 1.455(12) . ?
C3 C4 1.476(12) . ?
N22 H22A 0.9100 . ?
N22 H22B 0.9100 . ?
N22 H22C 0.9100 . ?
N4 Cu1 2.292(7) 2_544 ?
N4 N3 1.359(8) . ?
N4 N5 1.306(11) . ?
N16 Cu2 2.434(6) 2_534 ?
N16 N15 1.336(8) . ?
N16 N17 1.323(11) . ?
N14 N13 1.342(12) . ?
N14 C5 1.346(11) . ?
N15 C7 1.343(11) . ?
N3 C1 1.327(10) . ?
N8 N7 1.333(10) . ?
N8 N9 1.309(10) . ?
N12 N11 1.361(10) . ?
N12 N13 1.317(10) . ?
N10 N9 1.360(11) . ?
N10 C4 1.332(10) . ?
N7 C4 1.331(11) . ?
N21 H21A 0.9100 . ?
N21 H21B 0.9100 . ?
N21 H21C 0.9100 . ?
N11 C5 1.326(12) . ?
C8 C7 1.481(11) . ?
N19 H19A 0.9100 . ?
N19 H19B 0.9100 . ?
N19 H19C 0.9100 . ?
C2 C1 1.466(10) . ?
N20 H20A 0.9100 . ?
N20 H20B 0.9100 . ?
N20 H20C 0.9100 . ?

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
N18 Cu1 N4 96.8(3) . 2_544 ?
N18 Cu1 N14 85.5(3) . . ?
N18 Cu1 N21 169.1(3) . . ?
N22 Cu1 N18 91.7(3) . . ?
N22 Cu1 N4 92.5(3) . 2_544 ?
N22 Cu1 N14 171.1(3) . . ?
N22 Cu1 N21 92.8(3) . . ?
N14 Cu1 N4 96.2(3) . 2_544 ?
N14 Cu1 N21 88.5(3) . . ?
N21 Cu1 N4 93.0(3) . 2_544 ?
N6 Cu2 N16 94.5(3) . 2_534 ?
N10 Cu2 N6 85.7(3) . . ?
N10 Cu2 N16 93.9(3) . 2_534 ?
N10 Cu2 N19 176.6(3) . . ?
N10 Cu2 N20 89.8(3) . . ?
N19 Cu2 N6 92.6(3) . . ?
N19 Cu2 N16 83.2(3) . 2_534 ?
N20 Cu2 N6 173.9(3) . . ?
N20 Cu2 N16 89.8(3) . 2_534 ?
N20 Cu2 N19 92.0(3) . . ?
N5 N6 Cu2 122.3(5) . . ?
C1 N6 Cu2 132.0(5) . . ?
C1 N6 N5 105.8(7) . . ?
N17 N18 Cu1 121.5(5) . . ?
C7 N18 Cu1 131.7(5) . . ?
C7 N18 N17 106.8(7) . . ?
C3 N2 C8 119.5(8) . . ?
N1 C6 C8 123.5(10) . . ?
N1 C6 C5 112.2(8) . . ?
C8 C6 C5 124.3(7) . . ?
C2 N1 C6 117.4(9) . . ?
N2 C3 C2 117.7(9) . . ?
N2 C3 C4 116.5(8) . . ?
C2 C3 C4 125.8(6) . . ?
Cu1 N22 H22A 109.5 . . ?
Cu1 N22 H22B 109.5 . . ?
Cu1 N22 H22C 109.5 . . ?
H22A N22 H22B 109.5 . . ?
H22A N22 H22C 109.5 . . ?
H22B N22 H22C 109.5 . . ?
N3 N4 Cu1 124.1(5) . 2_544 ?
N5 N4 Cu1 125.3(5) . 2_544 ?
N5 N4 N3 110.6(6) . . ?
N15 N16 Cu2 127.8(6) . 2_534 ?
N17 N16 Cu2 121.9(4) . 2_534 ?
N17 N16 N15 110.1(6) . . ?
N13 N14 Cu1 118.1(5) . . ?
N13 N14 C5 108.2(7) . . ?
C5 N14 Cu1 133.7(7) . . ?
N16 N15 C7 104.7(7) . . ?
C1 N3 N4 105.5(6) . . ?
N4 N5 N6 107.9(6) . . ?
N9 N8 N7 109.9(8) . . ?
N13 N12 N11 110.5(8) . . ?
N16 N17 N18 107.8(6) . . ?
N9 N10 Cu2 121.0(5) . . ?
C4 N10 Cu2 134.9(7) . . ?
C4 N10 N9 104.0(7) . . ?
C4 N7 N8 104.9(6) . . ?
Cu1 N21 H21A 109.5 . . ?
Cu1 N21 H21B 109.5 . . ?
Cu1 N21 H21C 109.5 . . ?
H21A N21 H21B 109.5 . . ?
H21A N21 H21C 109.5 . . ?
H21B N21 H21C 109.5 . . ?
C5 N11 N12 105.5(7) . . ?
N2 C8 C7 113.0(7) . . ?
C6 C8 N2 119.8(7) . . ?
C6 C8 C7 126.9(8) . . ?
N18 C7 N15 110.4(7) . . ?
N18 C7 C8 127.3(8) . . ?
N15 C7 C8 122.3(7) . . ?
Cu2 N19 H19A 109.5 . . ?
Cu2 N19 H19B 109.5 . . ?
Cu2 N19 H19C 109.5 . . ?
H19A N19 H19B 109.5 . . ?
H19A N19 H19C 109.5 . . ?
H19B N19 H19C 109.5 . . ?
N8 N9 N10 109.1(7) . . ?
N1 C2 C3 122.1(7) . . ?
N1 C2 C1 116.0(7) . . ?
C3 C2 C1 121.7(8) . . ?
Cu2 N20 H20A 109.5 . . ?
Cu2 N20 H20B 109.5 . . ?
Cu2 N20 H20C 109.5 . . ?
H20A N20 H20B 109.5 . . ?
H20A N20 H20C 109.5 . . ?
H20B N20 H20C 109.5 . . ?
N12 N13 N14 106.7(7) . . ?
N6 C1 C2 128.9(7) . . ?
N3 C1 N6 110.2(6) . . ?
N3 C1 C2 120.9(7) . . ?
N14 C5 C6 126.7(8) . . ?
N11 C5 C6 124.1(7) . . ?
N11 C5 N14 109.1(9) . . ?
N10 C4 C3 127.0(8) . . ?
N7 C4 C3 120.9(7) . . ?
N7 C4 N10 112.1(8) . . ?

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 N18 N17 N16 178.6(5) . . . . ?
Cu1 N18 C7 N15 -176.8(6) . . . . ?
Cu1 N18 C7 C8 3.6(13) . . . . ?
Cu1 N4 N3 C1 -178.8(6) 2_544 . . . ?
Cu1 N4 N5 N6 179.5(6) 2_544 . . . ?
Cu1 N14 N13 N12 -179.2(5) . . . . ?
Cu1 N14 C5 C6 1.0(15) . . . . ?
Cu1 N14 C5 N11 179.2(6) . . . . ?
Cu2 N6 N5 N4 178.0(6) . . . . ?
Cu2 N6 C1 N3 -178.5(6) . . . . ?
Cu2 N6 C1 C2 0.0(13) . . . . ?
Cu2 N16 N15 C7 177.6(6) 2_534 . . . ?
Cu2 N16 N17 N18 -176.4(5) 2_534 . . . ?
Cu2 N10 N9 N8 178.7(5) . . . . ?
Cu2 N10 C4 C3 -0.1(15) . . . . ?
Cu2 N10 C4 N7 -176.9(6) . . . . ?
N6 Cu2 N10 N9 133.9(7) . . . . ?
N6 Cu2 N10 C4 -50.7(9) . . . . ?
N18 Cu1 N14 N13 -130.3(7) . . . . ?
N18 Cu1 N14 C5 49.9(9) . . . . ?
N2 C3 C2 N1 0.6(10) . . . . ?
N2 C3 C2 C1 -174.6(6) . . . . ?
N2 C3 C4 N10 -140.6(8) . . . . ?
N2 C3 C4 N7 36.0(11) . . . . ?
N2 C8 C7 N18 -139.8(9) . . . . ?
N2 C8 C7 N15 40.6(10) . . . . ?
C6 N1 C2 C3 -0.7(10) . . . . ?
C6 N1 C2 C1 174.7(6) . . . . ?
C6 C8 C7 N18 46.3(12) . . . . ?
C6 C8 C7 N15 -133.3(9) . . . . ?
N1 C6 C8 N2 -1.3(11) . . . . ?
N1 C6 C8 C7 172.3(7) . . . . ?
N1 C6 C5 N14 141.7(8) . . . . ?
N1 C6 C5 N11 -36.2(12) . . . . ?
N1 C2 C1 N6 138.6(9) . . . . ?
N1 C2 C1 N3 -43.0(11) . . . . ?
C3 N2 C8 C6 1.2(10) . . . . ?
C3 N2 C8 C7 -173.3(6) . . . . ?
C3 C2 C1 N6 -46.0(12) . . . . ?
C3 C2 C1 N3 132.4(8) . . . . ?
N22 Cu1 N18 N17 -43.8(7) . . . . ?
N22 Cu1 N18 C7 135.7(8) . . . . ?
N22 Cu1 N14 N13 -58(2) . . . . ?
N22 Cu1 N14 C5 122(2) . . . . ?
N4 Cu1 N18 N17 -136.4(7) 2_544 . . . ?
N4 Cu1 N18 C7 43.0(8) 2_544 . . . ?
N4 Cu1 N14 N13 133.4(7) 2_544 . . . ?
N4 Cu1 N14 C5 -46.5(9) 2_544 . . . ?
N4 N3 C1 N6 -0.1(9) . . . . ?
N4 N3 C1 C2 -178.7(7) . . . . ?
N16 Cu2 N6 N5 138.5(7) 2_534 . . . ?
N16 Cu2 N6 C1 -41.9(8) 2_534 . . . ?
N16 Cu2 N10 N9 -131.8(7) 2_534 . . . ?
N16 Cu2 N10 C4 43.6(9) 2_534 . . . ?
N16 N15 C7 N18 -3.3(9) . . . . ?
N16 N15 C7 C8 176.3(7) . . . . ?
N14 Cu1 N18 N17 127.8(7) . . . . ?
N14 Cu1 N18 C7 -52.8(8) . . . . ?
N15 N16 N17 N18 -1.2(11) . . . . ?
N3 N4 N5 N6 1.7(11) . . . . ?
N5 N6 C1 N3 1.1(10) . . . . ?
N5 N6 C1 C2 179.6(8) . . . . ?
N5 N4 N3 C1 -1.0(10) . . . . ?
N8 N7 C4 C3 -177.5(7) . . . . ?
N8 N7 C4 N10 -0.5(10) . . . . ?
N12 N11 C5 C6 178.7(8) . . . . ?
N12 N11 C5 N14 0.4(10) . . . . ?
N17 N18 C7 N15 2.7(10) . . . . ?
N17 N18 C7 C8 -176.9(8) . . . . ?
N17 N16 N15 C7 2.7(10) . . . . ?
N10 Cu2 N6 N5 -127.9(8) . . . . ?
N10 Cu2 N6 C1 51.7(8) . . . . ?
N7 N8 N9 N10 -2.5(10) . . . . ?
N21 Cu1 N18 N17 70.7(14) . . . . ?
N21 Cu1 N18 C7 -109.9(13) . . . . ?
N21 Cu1 N14 N13 40.6(7) . . . . ?
N21 Cu1 N14 C5 -139.3(9) . . . . ?
N11 N12 N13 N14 -0.4(10) . . . . ?
C8 N2 C3 C2 -0.8(9) . . . . ?
C8 N2 C3 C4 -179.6(6) . . . . ?
C8 C6 N1 C2 1.0(10) . . . . ?
C8 C6 C5 N14 -39.9(14) . . . . ?
C8 C6 C5 N11 142.2(9) . . . . ?
C7 N18 N17 N16 -0.9(10) . . . . ?
N19 Cu2 N6 N5 55.1(7) . . . . ?
N19 Cu2 N6 C1 -125.3(8) . . . . ?
N19 Cu2 N10 N9 -165(5) . . . . ?
N19 Cu2 N10 C4 11(6) . . . . ?
N9 N8 N7 C4 1.8(10) . . . . ?
N9 N10 C4 C3 175.9(8) . . . . ?
N9 N10 C4 N7 -1.0(11) . . . . ?
C2 C3 C4 N10 40.7(13) . . . . ?
C2 C3 C4 N7 -142.8(8) . . . . ?
N20 Cu2 N6 N5 -85(2) . . . . ?
N20 Cu2 N6 C1 94(2) . . . . ?
N20 Cu2 N10 N9 -42.0(7) . . . . ?
N20 Cu2 N10 C4 133.4(9) . . . . ?
N13 N14 C5 C6 -178.9(8) . . . . ?
N13 N14 C5 N11 -0.7(11) . . . . ?
N13 N12 N11 C5 0.0(10) . . . . ?
C1 N6 N5 N4 -1.6(10) . . . . ?
C5 C6 N1 C2 179.4(7) . . . . ?
C5 C6 C8 N2 -179.5(8) . . . . ?
C5 C6 C8 C7 -5.9(13) . . . . ?
C5 N14 N13 N12 0.7(11) . . . . ?
C4 C3 C2 N1 179.3(8) . . . . ?
C4 C3 C2 C1 4.2(11) . . . . ?
C4 N10 N9 N8 2.1(10) . . . . ?

