# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_ff
_database_code_depnum_ccdc_archive 'CCDC 1024279'
_audit_update_record             
;
2014-09-14 deposited with the CCDC.	2022-12-05 downloaded from the CCDC.
;
_audit_creation_date             2014-09-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.07.22 svn.r2960 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         
'C2.25 H1.5 Cl0.06 Cu0.25 N0.75 O0.5, N0.25 O0.75'
_chemical_formula_sum            'C2.25 H1.50 Cl0.06 Cu0.25 N O1.25'
_chemical_formula_weight         80.65
_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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      tetragonal
_space_group_IT_number           139
_space_group_name_H-M_alt        'I 4/m m m'
_space_group_name_Hall           '-I 4 2'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x, z'
3 'x, -y, -z'
4 '-x, -y, z'
5 '-y, -x, -z'
6 'y, x, -z'
7 'y, -x, z'
8 '-x, y, -z'
9 'x+1/2, y+1/2, z+1/2'
10 '-y+1/2, x+1/2, z+1/2'
11 'x+1/2, -y+1/2, -z+1/2'
12 '-x+1/2, -y+1/2, z+1/2'
13 '-y+1/2, -x+1/2, -z+1/2'
14 'y+1/2, x+1/2, -z+1/2'
15 'y+1/2, -x+1/2, z+1/2'
16 '-x+1/2, y+1/2, -z+1/2'
17 '-x, -y, -z'
18 'y, -x, -z'
19 '-x, y, z'
20 'x, y, -z'
21 'y, x, z'
22 '-y, -x, z'
23 '-y, x, -z'
24 'x, -y, z'
25 '-x+1/2, -y+1/2, -z+1/2'
26 'y+1/2, -x+1/2, -z+1/2'
27 '-x+1/2, y+1/2, z+1/2'
28 'x+1/2, y+1/2, -z+1/2'
29 'y+1/2, x+1/2, z+1/2'
30 '-y+1/2, -x+1/2, z+1/2'
31 '-y+1/2, x+1/2, -z+1/2'
32 'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   23.862(3)
_cell_length_b                   23.862(3)
_cell_length_c                   7.2102(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4105.5(11)
_cell_formula_units_Z            32
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    1.110
_exptl_absorpt_correction_T_max  0.8085
_exptl_absorpt_correction_T_min  0.8085
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            greenish
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_density_diffrn    1.044
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1290
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3327
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.21
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_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                941
_reflns_number_total             1079
_reflns_threshold_expression     >2sigma(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  'XL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         1.994
_refine_diff_density_min         -0.663
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.175
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     68
_refine_ls_number_reflns         1079
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0718
_refine_ls_R_factor_gt           0.0663
_refine_ls_restrained_S_all      1.174
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1101P)²+9.1160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1906
_refine_ls_wR_factor_ref         0.1986
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 O1-N0AA \\sim O0AA-N0AA \\sim O0AA_$3-N0AA
 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C0AA(H0AA), C2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.5000 0.0000 0.2500 0.0465(5) Uani 1 d . . 8 S T P
Cu2 Cu 0.5000 0.5000 0.1845(2) 0.0510(5) Uani 1 d . . 8 S T P
Cl1 Cl 0.5000 0.5000 0.5000 0.123(3) Uani 1 d . . 16 S T P
N2 N 0.5000 0.06998(16) 0.0944(6) 0.0393(9) Uani 1 d . . 2 S T P
N3 N 0.5000 0.1560(3) 0.0000 0.0475(15) Uani 1 d . . 4 S T P
O4 O 0.5000 0.41842(18) 0.1565(8) 0.0746(15) Uani 1 d . . 2 S T P
C1 C 0.5000 0.1223(2) 0.1452(8) 0.0585(16) Uani 1 d . . 2 S T P
H1 H 0.5000 0.1343 0.2678 0.070 Uiso 1 calc . . 2 RS T P
C1AA C 0.5000 0.2173(3) 0.0000 0.0509(19) Uani 1 d . . 4 S T P
C0AA C 0.5000 0.2447(3) 0.1622(14) 0.098(3) Uani 1 d . . 2 S T P
H0AA H 0.5000 0.2248 0.2732 0.118 Uiso 1 calc . . 2 RS T P
C2 C 0.5000 0.3023(3) 0.1638(12) 0.095(3) Uani 1 d . . 2 S T P
H2 H 0.5000 0.3216 0.2759 0.114 Uiso 1 calc . . 2 RS T P
C3 C 0.5000 0.3311(4) 0.0000 0.067(3) Uani 1 d . . 4 S T P
C4 C 0.5000 0.3954(3) 0.0000 0.058(2) Uani 1 d . . 4 S T P
O1 O 0.4012(6) 0.4012(6) 0.5000 0.277(14) Uani 1 d . . 4 S T P
N0AA N 0.3535(7) 0.3535(7) 0.5000 0.30(3) Uani 1 d . . 4 S T P
O0AA O 0.2879(14) 0.3716(13) 0.5000 0.54(2) Uani 1 d . . 2 S T P


_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 2.012(4) 4_655 ?
Cu1 N2 2.012(4) 26 ?
Cu1 N2 2.012(4) 13 ?
Cu1 N2 2.012(4) . ?
Cu2 Cu2 2.661(3) 17_665 ?
Cu2 Cl1 2.2745(18) . ?
Cu2 O4 1.957(4) 4_665 ?
Cu2 O4 1.957(4) . ?
Cu2 O4 1.957(4) 21 ?
Cu2 O4 1.957(4) 2_655 ?
Cl1 Cu2 2.2745(18) 17_666 ?
N2 N2 1.361(9) 20 ?
N2 C1 1.300(7) . ?
N3 C1 1.320(7) 20 ?
N3 C1 1.320(7) 8_655 ?
N3 C1 1.320(7) . ?
N3 C1AA 1.463(9) . ?
O4 C4 1.255(6) . ?
C1AA C0AA 1.340(10) . ?
C1AA C0AA 1.340(10) 20 ?
C0AA C2 1.374(10) . ?
C2 C3 1.367(10) . ?
C3 C2 1.367(10) 20 ?
C3 C4 1.533(11) . ?
C4 O4 1.255(6) 20 ?
O1 N0AA 1.61(2) . ?
N0AA O0AA 1.62(2) . ?
N0AA O0AA 1.62(2) 6_556 ?

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
N2 Cu1 N2 108.12(12) 4_655 26 ?
N2 Cu1 N2 112.2(2) 4_655 . ?
N2 Cu1 N2 108.12(12) 26 . ?
N2 Cu1 N2 108.12(12) 4_655 13 ?
N2 Cu1 N2 112.2(2) 26 13 ?
N2 Cu1 N2 108.12(12) . 13 ?
Cl1 Cu2 Cu2 179.999(1) . 17_665 ?
O4 Cu2 Cu2 84.06(17) 2_655 17_665 ?
O4 Cu2 Cu2 84.06(17) 4_665 17_665 ?
O4 Cu2 Cu2 84.07(17) 21 17_665 ?
O4 Cu2 Cu2 84.06(17) . 17_665 ?
O4 Cu2 Cl1 95.94(17) 4_665 . ?
O4 Cu2 Cl1 95.94(17) . . ?
O4 Cu2 Cl1 95.93(17) 2_655 . ?
O4 Cu2 Cl1 95.94(17) 21 . ?
O4 Cu2 O4 168.1(3) . 4_665 ?
O4 Cu2 O4 89.39(4) 4_665 2_655 ?
O4 Cu2 O4 89.39(4) . 2_655 ?
O4 Cu2 O4 89.39(4) 21 4_665 ?
O4 Cu2 O4 168.1(3) 21 2_655 ?
O4 Cu2 O4 89.39(4) 21 . ?
Cu2 Cl1 Cu2 180.0 17_666 . ?
N2 N2 Cu1 123.89(12) 20 . ?
C1 N2 Cu1 129.7(4) . . ?
C1 N2 N2 106.4(3) . 20 ?
C1 N3 C1 104.9(6) 8_655 . ?
C1 N3 C1 104.9(6) 20 . ?
C1 N3 C1 0.0(5) 8_655 20 ?
C1 N3 C1AA 127.5(3) 20 . ?
C1 N3 C1AA 127.5(3) . . ?
C1 N3 C1AA 127.5(3) 8_655 . ?
C4 O4 Cu2 121.9(5) . . ?
N2 C1 N3 111.2(5) . . ?
C0AA C1AA N3 119.2(4) 20 . ?
C0AA C1AA N3 119.2(4) . . ?
C0AA C1AA C0AA 121.6(8) 20 . ?
C1AA C0AA C2 119.7(8) . . ?
C3 C2 C0AA 119.8(8) . . ?
C2 C3 C2 119.5(9) . 20 ?
C2 C3 C4 120.2(4) . . ?
C2 C3 C4 120.3(4) 20 . ?
O4 C4 O4 128.0(8) 20 . ?
O4 C4 C3 116.0(4) 20 . ?
O4 C4 C3 116.0(4) . . ?
O1 N0AA O0AA 119.6(13) . 6_556 ?
O1 N0AA O0AA 119.6(13) . . ?
O0AA N0AA O0AA 121(3) 6_556 . ?

_olex2_submission_special_instructions 'No special instructions were received'
_platon_squeeze_details          
;
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.250 0.750 -0.095 463 105 ' '
2 0.250 0.250 -0.040 459 105 ' '
3 0.750 0.750 0.013 459 105 ' '
4 0.750 0.250 -0.021 455 104 ' '

####################################################################### 
# 
# 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_p110729c
_database_code_depnum_ccdc_archive 'CCDC 1024280'
_audit_update_record             
;
2014-09-14 deposited with the CCDC.	2022-12-05 downloaded from the CCDC.
;
_audit_creation_date             2014-09-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H17 Cu2 N6 O5, N0.5 O1.5'
_chemical_formula_sum            'C20 H17 Cu2 N6.50 O6.50'
_chemical_formula_weight         579.48
_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'
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           50
_space_group_name_H-M_alt        'P b a n'
_space_group_name_Hall           '-P 2ab 2b'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y+1/2, z'
3 'x, -y+1/2, -z'
4 '-x+1/2, y, -z'
5 '-x, -y, -z'
6 'x-1/2, y-1/2, -z'
7 '-x, y-1/2, z'
8 'x-1/2, -y, z'

_cell_length_a                   13.7089(4)
_cell_length_b                   26.6171(6)
_cell_length_c                   15.8127(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5769.9(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    1.517
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2340
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0297
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14857
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.49
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_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                4369
_reflns_number_total             5093
_reflns_threshold_expression     >2sigma(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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.101
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     321
_refine_ls_number_reflns         5093
_refine_ls_number_restraints     40
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0550
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0820P)²+14.2690P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1602
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 O1-H1
 0.84 with sigma of 0.01
3. Rigid bond restraints
 O7, N1, O6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C23) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C9)
\\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C14) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
5.a Secondary CH2 refined with riding coordinates:
 C33(H33B,H33A), C2(H2A,H2B)
5.b Aromatic/amide H refined with riding coordinates:
 C25(H25), C28(H28), C32(H32), C30(H30), C31(H31), C21(H21), C22(H22),
 C24(H24), C26(H26), C13(H13), C14(H14), C15(H15)
;
_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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.59684(4) 0.018802(19) 0.33738(3) 0.03284(19) Uani 1 d . . 1 . . .
Cu2 Cu 0.54975(4) 0.045185(19) 0.54407(3) 0.0333(2) Uani 1 d . . 1 . . .
O1 O 0.5937(3) 0.00067(12) 0.45596(18) 0.0328(7) Uani 1 d . . 1 D . .
O3 O 0.6028(3) -0.05152(11) 0.2993(2) 0.0396(8) Uani 1 d . . 1 . . .
N15 N 0.6017(3) 0.03596(14) 0.2137(2) 0.0327(8) Uani 1 d . . 1 . . .
C27 C 0.6244(3) 0.01306(16) -0.0089(3) 0.0309(9) Uani 1 d . . 1 . . .
N8 N 0.5400(3) 0.09857(15) 0.4564(2) 0.0404(10) Uani 1 d . . 1 . . .
C25 C 0.6020(4) 0.00602(18) 0.1484(3) 0.0352(10) Uani 1 d . . 1 . . .
H25 H 0.5945 -0.0287 0.1516 0.042 Uiso 1 calc . . 1 R . .
C28 C 0.6427(4) 0.02909(18) -0.1562(3) 0.0388(11) Uani 1 d . . 1 . . .
H28 H 0.6463 0.0520 -0.2005 0.047 Uiso 1 calc . . 1 R . .
C29 C 0.6522(3) -0.02161(17) -0.1733(3) 0.0335(10) Uani 1 d . . 1 . . .
N17 N 0.6145(3) 0.03141(14) 0.0762(2) 0.0335(8) Uani 1 d . . 1 . . .
N13 N 0.5642(3) 0.09036(14) 0.3737(2) 0.0386(9) Uani 1 d . . 1 . . .
O34 O 0.5790(3) -0.00168(12) 0.63422(19) 0.0366(7) Uani 1 d . . 1 . . .
C32 C 0.6281(4) 0.04657(17) -0.0746(3) 0.0373(11) Uani 1 d . . 1 . . .
H32 H 0.6208 0.0808 -0.0645 0.045 Uiso 1 calc . . 1 R . .
C33 C 0.6710(4) -0.04199(17) -0.2607(3) 0.0369(11) Uani 1 d . . 1 . . .
H33B H 0.7358 -0.0565 -0.2622 0.044 Uiso 1 calc . . 1 R . .
H33A H 0.6246 -0.0687 -0.2721 0.044 Uiso 1 calc . . 1 R . .
N14 N 0.5161(3) 0.16770(14) 0.3880(3) 0.0425(10) Uani 1 d . . 1 . . .
C30 C 0.6433(4) -0.05429(18) -0.1060(3) 0.0402(11) Uani 1 d . . 1 . . .
H30 H 0.6468 -0.0887 -0.1161 0.048 Uiso 1 calc . . 1 R . .
C31 C 0.6293(4) -0.03759(18) -0.0241(3) 0.0442(12) Uani 1 d . . 1 . . .
H31 H 0.6234 -0.0604 0.0202 0.053 Uiso 1 calc . . 1 R . .
C21 C 0.5489(4) 0.13218(17) 0.3341(3) 0.0452(13) Uani 1 d . . 1 . . .
H21 H 0.5591 0.1371 0.2765 0.054 Uiso 1 calc . . 1 R . .
C22 C 0.5113(4) 0.14497(17) 0.4637(3) 0.0443(12) Uani 1 d . . 1 . . .
H22 H 0.4908 0.1601 0.5137 0.053 Uiso 1 calc . . 1 R . .
C24 C 0.4025(6) 0.2365(2) 0.3907(6) 0.086(2) Uani 1 d . . 1 . U .
H24 H 0.3622 0.2184 0.4269 0.103 Uiso 1 calc . . 1 R . .
C23 C 0.4884(4) 0.21813(18) 0.3650(3) 0.0467(12) Uani 1 d . . 1 . U .
C26 C 0.6300(6) 0.0797(2) 0.1030(3) 0.0661(19) Uani 1 d . . 1 . . .
H26 H 0.6440 0.1064 0.0670 0.079 Uiso 1 calc . . 1 R . .
N16 N 0.6227(5) 0.08366(17) 0.1845(3) 0.0630(15) Uani 1 d . . 1 . . .
C9 C 0.4312(6) 0.3120(2) 0.3093(4) 0.0637(18) Uani 1 d . . 1 . U .
C13 C 0.3751(6) 0.2852(3) 0.3605(7) 0.095(3) Uani 1 d . . 1 . U .
H13 H 0.3155 0.2985 0.3774 0.114 Uiso 1 calc . . 1 R . .
C14 C 0.5476(6) 0.2462(3) 0.3182(5) 0.080(2) Uani 1 d . . 1 . U .
H14 H 0.6094 0.2343 0.3041 0.096 Uiso 1 calc . . 1 R . .
C15 C 0.5177(7) 0.2928(3) 0.2902(6) 0.090(2) Uani 1 d . . 1 . U .
H15 H 0.5599 0.3115 0.2567 0.108 Uiso 1 calc . . 1 R . .
O5 O 0.5015(3) 0.09724(11) 0.6231(2) 0.0434(8) Uani 1 d . . 1 . . .
C6 C 0.5644(4) -0.09191(18) 0.3224(3) 0.0446(13) Uani 1 d . . 1 . . .
N1 N 0.2500 0.1068(2) 0.5000 0.0583(18) Uani 1 d . . 2 S TU P
C2 C 0.6013(7) -0.1376(2) 0.2763(5) 0.098(3) Uani 1 d . . 1 . . .
H2A H 0.5812 -0.1351 0.2176 0.118 Uiso 1 calc . . 1 R . .
H2B H 0.6720 -0.1368 0.2772 0.118 Uiso 1 calc . . 1 R . .
O6 O 0.2500 0.0632(2) 0.5000 0.093(3) Uani 1 d . . 2 S TU P
O7 O 0.2949(9) 0.1281(4) 0.4528(9) 0.268(8) Uani 1 d . . 1 . U .
H1 H 0.638(3) -0.0169(19) 0.478(4) 0.061(19) Uiso 1 d . . 1 D . .
O0AA O 0.7695(3) 0.02641(12) 0.34561(19) 0.0382(8) Uani 1 d . . 1 . . .
C1AA C 0.6631(4) -0.00301(17) 0.6706(3) 0.0344(10) Uani 1 d . . 1 . . .


_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 O1 1.937(3) . ?
Cu1 O3 1.968(3) . ?
Cu1 N15 2.009(4) . ?
Cu1 N13 2.039(4) . ?
Cu1 O0AA 2.379(4) . ?
Cu2 O1 1.925(3) . ?
Cu2 O1 2.315(3) 5_656 ?
Cu2 N8 1.989(4) . ?
Cu2 O34 1.936(3) . ?
Cu2 O5 1.979(3) . ?
O1 Cu2 2.315(3) 5_656 ?
O3 C6 1.252(6) . ?
N15 C25 1.305(6) . ?
N15 N16 1.382(6) . ?
C27 N17 1.438(6) . ?
C27 C32 1.370(6) . ?
C27 C31 1.371(7) . ?
N8 N13 1.368(5) . ?
N8 C22 1.301(6) . ?
C25 N17 1.337(6) . ?
C28 C29 1.382(6) . ?
C28 C32 1.387(6) . ?
C29 C33 1.506(6) . ?
C29 C30 1.380(6) . ?
N17 C26 1.369(7) . ?
N13 C21 1.294(6) . ?
O34 C1AA 1.288(6) . ?
C33 C1AA 1.507(6) 1_554 ?
N14 C21 1.350(6) . ?
N14 C22 1.344(6) . ?
N14 C23 1.441(6) . ?
C30 C31 1.383(7) . ?
C24 C23 1.339(9) . ?
C24 C13 1.430(10) . ?
C23 C14 1.329(9) . ?
C26 N16 1.298(7) . ?
C9 C13 1.325(12) . ?
C9 C15 1.327(11) . ?
C9 C2 1.505(8) 7_665 ?
C14 C15 1.380(10) . ?
O5 C6 1.257(6) 5_656 ?
C6 O5 1.257(6) 5_656 ?
C6 C2 1.506(7) . ?
N1 O6 1.161(8) . ?
N1 O7 1.122(9) 4_556 ?
N1 O7 1.122(9) . ?
C2 C9 1.505(8) 7_655 ?
O0AA C1AA 1.238(6) 4_656 ?
C1AA C33 1.507(6) 1_556 ?
C1AA O0AA 1.238(6) 4_656 ?

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 O3 93.44(13) . . ?
O1 Cu1 N15 178.57(15) . . ?
O1 Cu1 N13 87.44(14) . . ?
O1 Cu1 O0AA 89.45(13) . . ?
O3 Cu1 N15 85.24(14) . . ?
O3 Cu1 N13 169.67(17) . . ?
O3 Cu1 O0AA 93.22(13) . . ?
N15 Cu1 N13 93.95(15) . . ?
N15 Cu1 O0AA 90.07(13) . . ?
N13 Cu1 O0AA 97.08(15) . . ?
O1 Cu2 O1 86.62(13) . 5_656 ?
O1 Cu2 N8 87.50(14) . . ?
O1 Cu2 O34 94.10(13) . . ?
O1 Cu2 O5 172.71(13) . . ?
N8 Cu2 O1 108.63(15) . 5_656 ?
O34 Cu2 O1 80.58(13) . 5_656 ?
O34 Cu2 N8 170.74(17) . . ?
O34 Cu2 O5 93.18(14) . . ?
O5 Cu2 O1 94.91(13) . 5_656 ?
O5 Cu2 N8 85.26(15) . . ?
Cu1 O1 Cu2 98.63(14) . 5_656 ?
Cu2 O1 Cu1 123.66(17) . . ?
Cu2 O1 Cu2 93.38(13) . 5_656 ?
C6 O3 Cu1 135.3(3) . . ?
C25 N15 Cu1 129.2(3) . . ?
C25 N15 N16 107.2(4) . . ?
N16 N15 Cu1 122.8(3) . . ?
C32 C27 N17 119.5(4) . . ?
C31 C27 N17 120.2(4) . . ?
C31 C27 C32 120.3(4) . . ?
N13 N8 Cu2 122.4(3) . . ?
C22 N8 Cu2 129.5(3) . . ?
C22 N8 N13 108.1(4) . . ?
N15 C25 N17 111.6(4) . . ?
C29 C28 C32 121.6(4) . . ?
C28 C29 C33 123.2(4) . . ?
C30 C29 C28 117.1(4) . . ?
C30 C29 C33 119.7(4) . . ?
C25 N17 C27 129.7(4) . . ?
C25 N17 C26 103.4(4) . . ?
C26 N17 C27 126.4(4) . . ?
N8 N13 Cu1 118.1(3) . . ?
C21 N13 Cu1 134.7(3) . . ?
C21 N13 N8 106.6(4) . . ?
C1AA O34 Cu2 122.1(3) . . ?
C27 C32 C28 119.5(4) . . ?
C1AA C33 C29 113.7(4) 1_554 . ?
C21 N14 C23 125.5(4) . . ?
C22 N14 C21 105.3(4) . . ?
C22 N14 C23 129.1(4) . . ?
C31 C30 C29 122.2(4) . . ?
C27 C31 C30 119.2(4) . . ?
N13 C21 N14 110.5(4) . . ?
N8 C22 N14 109.5(4) . . ?
C23 C24 C13 117.4(7) . . ?
C24 C23 N14 119.8(6) . . ?
C14 C23 N14 120.2(6) . . ?
C14 C23 C24 120.1(6) . . ?
N16 C26 N17 111.8(5) . . ?
C26 N16 N15 105.9(4) . . ?
C13 C9 C15 116.7(6) . . ?
C13 C9 C2 121.4(8) . 7_665 ?
C15 C9 C2 121.9(8) . 7_665 ?
C9 C13 C24 122.7(8) . . ?
C23 C14 C15 120.1(8) . . ?
C9 C15 C14 122.7(8) . . ?
C6 O5 Cu2 126.4(3) 5_656 . ?
O3 C6 O5 126.8(4) . 5_656 ?
O3 C6 C2 114.3(4) . . ?
O5 C6 C2 118.8(4) 5_656 . ?
O7 N1 O6 120.4(7) 4_556 . ?
O7 N1 O6 120.4(7) . . ?
O7 N1 O7 119.2(15) . 4_556 ?
C9 C2 C6 116.9(5) 7_655 . ?
C1AA O0AA Cu1 132.7(3) 4_656 . ?
O34 C1AA C33 113.9(4) . 1_556 ?
O0AA C1AA O34 123.9(4) 4_656 . ?
O0AA C1AA C33 122.1(4) 4_656 1_556 ?

_olex2_computing_structure_solution_long 'ShelXS (Sheldrick, 2008)'
_olex2_submission_special_instructions 'No special instructions were received'
_platon_squeeze_details          
;
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.050 0.250 0.017 962 194 ' '
2 0.029 0.750 0.004 962 193 ' '

####################################################################### 
# 
# 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_cdm
_database_code_depnum_ccdc_archive 'CCDC 1024281'
_audit_update_record             
;
2014-09-14 deposited with the CCDC.	2022-12-05 downloaded from the CCDC.
;
_audit_creation_date             2014-09-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C20 H16 Cu2 N6 O5, N0.5 O2.5'
_chemical_formula_sum            'C20 H16 Cu2 N6.50 O7.50'
_chemical_formula_weight         594.47
_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           50
_space_group_name_H-M_alt        'P b a n'
_space_group_name_Hall           '-P 2ab 2b'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, -y+1/2, z'
3 'x, -y+1/2, -z'
4 '-x+1/2, y, -z'
5 '-x, -y, -z'
6 'x-1/2, y-1/2, -z'
7 '-x, y-1/2, z'
8 'x-1/2, -y, z'

_cell_length_a                   26.3697(17)
_cell_length_b                   13.4790(12)
_cell_length_c                   15.7382(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5593.9(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    ?
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      ?
_cell_measurement_theta_min      ?
_exptl_absorpt_coefficient_mu    1.569
_exptl_absorpt_correction_T_max  0.7443
_exptl_absorpt_correction_T_min  0.7443
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2396
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16485
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.01
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3994
_reflns_number_total             4935
_reflns_threshold_expression     >2sigma(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  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.629
_refine_diff_density_min         -1.271
_refine_diff_density_rms         0.198
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         4935
_refine_ls_number_restraints     306
_refine_ls_R_factor_all          0.1414
_refine_ls_R_factor_gt           0.1254
_refine_ls_restrained_S_all      1.139
_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)+(0.1383P)²+108.9974P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3314
_refine_ls_wR_factor_ref         0.3426
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 O1-N1 = O12-N1 = O15-N1
 1.19 with sigma of 0.01
 O1-O12 \\sim O12-O15 \\sim O15-O1
 with sigma of 0.02
3. Rigid bond restraints
 O1, O12, N1, O15
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 O12, O1, O15, N1
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.005
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.04 and sigma
for terminal atoms of 0.08
Uanis(N1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C36) \\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C63) \\sim Ueq, Uanis(C1)
\\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq,
Uanis(C16) \\sim Ueq, Uanis(C31) \\sim Ueq, Uanis(C58) \\sim Ueq, Uanis(C7)
\\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C72) \\sim Ueq, Uanis(C74) \\sim Ueq,
Uanis(C79) \\sim Ueq, Uanis(C103) \\sim Ueq, Uanis(C109) \\sim Ueq, Uanis(C115)
\\sim Ueq, Uanis(C132) \\sim Ueq, Uanis(C0AA) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
5. Others
 Fixed Sof: N1(0.5) O15(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C0AA(H0AA,H0AB)
6.b Aromatic/amide H refined with riding coordinates:
 C39(H39), C1(H1), C3(H3), C4(H4), C16(H16), C31(H31), C58(H58), C8(H8),
 C79(H79), C103(H103), C115(H115), C132(H132)
;
_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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cu2 Cu 0.48309(2) 0.39125(5) 0.84013(3) 0.03530(15) Uani 1 d . . . .
Cu9 Cu 0.54309(2) 0.55334(5) 0.95345(3) 0.03455(15) Uani 1 d . . . .
O6 O 0.59566(12) 0.5084(3) 0.8746(2) 0.0491(10) Uani 1 d . . . .
O13 O 0.55397(11) 0.3935(3) 0.79932(19) 0.0357(9) Uani 1 d . . . .
O21 O 0.50232(12) 0.4006(3) 0.95811(18) 0.0351(8) Uani 1 d . . . .
N23 N 0.41075(14) 0.4136(4) 0.8779(3) 0.0432(12) Uani 1 d . . . .
N34 N 0.66812(15) 0.5389(4) 1.1093(3) 0.0501(13) Uani 1 d . . . .
C36 C 0.7186(2) 0.5095(5) 1.1344(4) 0.0515(14) Uani 1 d B . . U
C39 C 0.63262(18) 0.5750(4) 1.1617(3) 0.0450(13) Uani 1 d . . . U
H39 H 0.6380 0.5900 1.2187 0.054 Uiso 1 calc . . R .
C63 C 0.8107(2) 0.4541(6) 1.1955(4) 0.0663(16) Uani 1 d . . . U
O69 O 0.48098(14) 0.2231(3) 0.8482(2) 0.0456(10) Uani 1 d . . . .
O2 O 0.49344(14) 0.5683(3) 0.8647(2) 0.0448(10) Uani 1 d . . . .
N19 N 0.59778(13) 0.5545(4) 1.0395(2) 0.0444(11) Uani 1 d . . . .
C1 C 0.7453(3) 0.5741(6) 1.1850(4) 0.0705(17) Uani 1 d . . . U
H1 H 0.7324 0.6361 1.1992 0.085 Uiso 1 calc B . R .
C25 C 0.45053(19) 0.6603(4) 0.7593(3) 0.0404(12) Uani 1 d . . . U
H25A H 0.4243 0.6109 0.7686 0.048 Uiso 1 calc . . R .
H25B H 0.4347 0.7252 0.7619 0.048 Uiso 1 calc . . R .
N30 N 0.46445(15) 0.3911(4) 0.7154(2) 0.0435(12) Uani 1 d . . . .
C3 C 0.64536(18) 0.5256(4) 1.0341(3) 0.0421(13) Uani 1 d . . . U
H3 H 0.6607 0.4999 0.9857 0.050 Uiso 1 calc . . R .
C4 C 0.7857(3) 0.3916(6) 1.1446(5) 0.0796(19) Uani 1 d B . . U
H4 H 0.7999 0.3309 1.1297 0.095 Uiso 1 calc . . R .
N11 N 0.52988(16) 0.6162(4) 0.4233(3) 0.0497(13) Uani 1 d . . . .
C16 C 0.7934(3) 0.5419(6) 1.2147(5) 0.0793(19) Uani 1 d B . . U
H16 H 0.8129 0.5840 1.2484 0.095 Uiso 1 calc . . R .
N5 N 0.5830(2) 0.6247(6) 0.3164(3) 0.086(2) Uani 1 d . . . .
C31 C 0.4407(2) 0.6380(5) 0.6052(4) 0.0593(16) Uani 1 d . . . U
H31 H 0.4059 0.6383 0.6142 0.071 Uiso 1 calc . . R .
C58 C 0.7365(2) 0.4195(5) 1.1129(5) 0.0694(18) Uani 1 d . . . U
H58 H 0.7178 0.3767 1.0788 0.083 Uiso 1 calc B . R .
C7 C 0.49014(18) 0.6522(4) 0.8301(3) 0.0365(12) Uani 1 d . . . U
C8 C 0.5250(2) 0.6409(4) 0.6549(3) 0.0443(13) Uani 1 d . . . U
H8 H 0.5481 0.6467 0.6993 0.053 Uiso 1 calc . . R .
C72 C 0.4727(2) 0.6457(4) 0.6733(3) 0.0415(12) Uani 1 d . . . U
C74 C 0.9082(2) 0.4410(5) 1.1801(3) 0.0485(14) Uani 1 d . . . U
C79 C 0.5790(3) 0.6308(6) 0.3973(5) 0.0777(19) Uani 1 d . . . U
H79 H 0.6060 0.6435 0.4338 0.093 Uiso 1 calc . . R .
C103 C 0.5046(2) 0.6086(4) 0.3484(3) 0.0403(12) Uani 1 d . . . U
H103 H 0.4696 0.6037 0.3436 0.048 Uiso 1 calc . . R .
C109 C 0.51061(19) 0.6249(4) 0.5072(3) 0.0432(13) Uani 1 d . . . U
C115 C 0.5428(2) 0.6282(4) 0.5749(3) 0.0430(13) Uani 1 d . . . U
H115 H 0.5775 0.6217 0.5660 0.052 Uiso 1 calc . . R .
C132 C 0.4595(2) 0.6296(5) 0.5217(4) 0.0570(15) Uani 1 d . . . U
H132 H 0.4370 0.6272 0.4761 0.068 Uiso 1 calc . . R .
N1 N 0.61407(12) 0.2456(4) 0.9939(3) 0.0649(13) Uani 0.50 d A -1 D U
O1 O 0.57414(14) 0.2600(6) 1.0279(4) 0.178(2) Uani 1 d A -1 D U
O12 O 0.6155(3) 0.1952(4) 0.9313(3) 0.256(2) Uani 1 d A -1 D U
O15 O 0.65062(17) 0.2928(5) 1.0120(6) 0.172(3) Uani 0.50 d A -1 D U
C0AA C 0.8620(2) 0.4163(6) 1.2326(5) 0.0750(18) Uani 1 d B 2 . U
H0AA H 0.8664 0.4445 1.2889 0.090 Uiso 1 calc B 2 R .
H0AB H 0.8601 0.3448 1.2390 0.090 Uiso 1 calc B 2 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
Cu2 O13 1.977(3) . ?
Cu2 O21 1.929(3) . ?
Cu2 N23 2.021(4) . ?
Cu2 O69 2.271(4) . ?
Cu2 O2 2.434(4) . ?
Cu2 N30 2.023(4) . ?
Cu9 O6 1.957(3) . ?
Cu9 O21 1.938(3) 5_667 ?
Cu9 O21 2.324(3) . ?
Cu9 O2 1.925(4) . ?
Cu9 N19 1.979(4) . ?
O6 C74 1.254(7) 4_657 ?
O13 C74 1.229(6) 4_657 ?
O21 Cu9 1.938(3) 5_667 ?
N23 C39 1.312(6) 5_667 ?
N23 N19 1.387(6) 5_667 ?
N34 C36 1.443(7) . ?
N34 C39 1.339(7) . ?
N34 C3 1.339(7) . ?
C36 C1 1.375(9) . ?
C36 C58 1.345(10) . ?
C39 N23 1.312(6) 5_667 ?
C63 C4 1.337(11) . ?
C63 C16 1.304(11) . ?
C63 C0AA 1.558(9) . ?
O69 C7 1.255(6) 7_655 ?
O2 C7 1.257(6) . ?
N19 N23 1.387(6) 5_667 ?
N19 C3 1.316(6) . ?
C1 C16 1.421(10) . ?
C25 C7 1.532(7) . ?
C25 C72 1.487(7) . ?
N30 N5 1.364(7) 5_666 ?
N30 C103 1.294(6) 5_666 ?
C4 C58 1.440(10) . ?
N11 C79 1.372(9) . ?
N11 C103 1.358(6) . ?
N11 C109 1.420(7) . ?
N5 N30 1.364(7) 5_666 ?
N5 C79 1.280(9) . ?
C31 C72 1.367(8) . ?
C31 C132 1.410(8) . ?
C7 O69 1.255(6) 7_665 ?
C8 C72 1.411(8) . ?
C8 C115 1.355(7) . ?
C74 O6 1.254(7) 4_657 ?
C74 O13 1.229(6) 4_657 ?
C74 C0AA 1.510(9) . ?
C103 N30 1.294(6) 5_666 ?
C109 C115 1.362(7) . ?
C109 C132 1.369(8) . ?
N1 O1 1.197(5) . ?
N1 O12 1.198(6) . ?
N1 O15 1.189(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
O13 Cu2 N23 170.40(18) . . ?
O13 Cu2 O69 93.25(14) . . ?
O13 Cu2 O2 86.01(14) . . ?
O13 Cu2 N30 85.09(14) . . ?
O21 Cu2 O13 93.62(13) . . ?
O21 Cu2 N23 87.44(15) . . ?
O21 Cu2 O69 91.03(14) . . ?
O21 Cu2 O2 75.71(13) . . ?
O21 Cu2 N30 176.13(18) . . ?
N23 Cu2 O69 96.27(17) . . ?
N23 Cu2 O2 85.00(16) . . ?
N23 Cu2 N30 93.22(16) . . ?
O69 Cu2 O2 166.63(12) . . ?
N30 Cu2 O69 92.69(16) . . ?
N30 Cu2 O2 100.54(16) . . ?
O6 Cu9 O21 94.20(14) . . ?
O6 Cu9 N19 85.44(14) . . ?
O21 Cu9 O6 172.90(13) 5_667 . ?
O21 Cu9 O21 88.59(13) 5_667 . ?
O21 Cu9 N19 87.49(14) 5_667 . ?
O2 Cu9 O6 93.11(14) . . ?
O2 Cu9 O21 93.84(14) . 5_667 ?
O2 Cu9 O21 78.54(14) . . ?
O2 Cu9 N19 172.58(18) . . ?
N19 Cu9 O21 108.81(16) . . ?
C74 O6 Cu9 127.0(3) 4_657 . ?
C74 O13 Cu2 133.6(3) 4_657 . ?
Cu2 O21 Cu9 123.35(16) . 5_667 ?
Cu2 O21 Cu9 98.58(14) . . ?
Cu9 O21 Cu9 91.42(13) 5_667 . ?
C39 N23 Cu2 134.5(3) 5_667 . ?
C39 N23 N19 105.5(4) 5_667 5_667 ?
N19 N23 Cu2 118.3(3) 5_667 . ?
C39 N34 C36 125.2(4) . . ?
C3 N34 C36 128.2(5) . . ?
C3 N34 C39 106.2(4) . . ?
C1 C36 N34 117.2(6) . . ?
C58 C36 N34 120.2(6) . . ?
C58 C36 C1 122.5(6) . . ?
N23 C39 N34 111.1(4) 5_667 . ?
C4 C63 C0AA 116.6(7) . . ?
C16 C63 C4 122.6(7) . . ?
C16 C63 C0AA 120.9(7) . . ?
C7 O69 Cu2 137.1(3) 7_655 . ?
Cu9 O2 Cu2 95.09(15) . . ?
C7 O2 Cu2 143.6(3) . . ?
C7 O2 Cu9 117.1(3) . . ?
N23 N19 Cu9 121.7(3) 5_667 . ?
C3 N19 Cu9 130.4(3) . . ?
C3 N19 N23 107.9(4) . 5_667 ?
C36 C1 C16 117.1(7) . . ?
C72 C25 C7 112.7(4) . . ?
N5 N30 Cu2 125.4(3) 5_666 . ?
C103 N30 Cu2 126.9(3) 5_666 . ?
C103 N30 N5 107.0(4) 5_666 5_666 ?
N19 C3 N34 109.3(4) . . ?
C63 C4 C58 119.2(7) . . ?
C79 N11 C109 127.1(5) . . ?
C103 N11 C79 102.4(5) . . ?
C103 N11 C109 129.7(4) . . ?
C63 C16 C1 120.9(7) . . ?
C79 N5 N30 107.5(5) . 5_666 ?
C72 C31 C132 121.4(6) . . ?
C36 C58 C4 117.7(7) . . ?
O69 C7 O2 123.0(4) 7_665 . ?
O69 C7 C25 121.6(4) 7_665 . ?
O2 C7 C25 115.3(4) . . ?
C115 C8 C72 122.4(5) . . ?
C31 C72 C25 118.8(5) . . ?
C31 C72 C8 116.0(5) . . ?
C8 C72 C25 125.2(5) . . ?
O6 C74 C0AA 118.0(5) 4_657 . ?
O13 C74 O6 128.6(5) 4_657 4_657 ?
O13 C74 C0AA 113.3(5) 4_657 . ?
N5 C79 N11 111.4(6) . . ?
N30 C103 N11 111.4(5) 5_666 . ?
C115 C109 N11 120.4(5) . . ?
C115 C109 C132 118.9(5) . . ?
C132 C109 N11 120.7(5) . . ?
C8 C115 C109 120.9(5) . . ?
C109 C132 C31 120.3(5) . . ?
O1 N1 O12 119.2(5) . . ?
O15 N1 O1 121.3(6) . . ?
O15 N1 O12 118.3(6) . . ?
C74 C0AA C63 114.9(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
