# Supplementary Information (SI) for Green Chemistry.
# 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_compound_01_micellar
_database_code_depnum_ccdc_archive 'CCDC 2386078'
loop_
_audit_author_name
_audit_author_address
'Chris Hebert Franco'
;Instituto Superior Tecnico, Universidade de Lisboa
Portugal
;
_audit_update_record             
;
2024-09-23 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
_audit_creation_date             2024-04-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
chris.franco@tecnico.ulisboa.pt
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C6 H17 Cu N O4, C8 H3 N O6, 2(H2 O)'
_chemical_formula_sum            'C14 H24 Cu N2 O12'
_chemical_formula_weight         475.89
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.720(4)
_cell_length_b                   21.515(7)
_cell_length_c                   7.046(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.062(12)
_cell_angle_gamma                90
_cell_volume                     1927.0(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1524
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      19.45
_cell_measurement_theta_min      2.48
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.201
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6104
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1141 before and 0.0778 after correction.
The Ratio of minimum to maximum transmission is 0.8189.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dark blue'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             988
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1279
_diffrn_reflns_av_unetI/netI     0.1646
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            14143
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.348
_diffrn_reflns_theta_min         2.480
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1933
_reflns_number_total             3523
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.512
_refine_diff_density_min         -1.051
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.958
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         3523
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1411
_refine_ls_R_factor_gt           0.0668
_refine_ls_restrained_S_all      0.963
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0552P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1395
_refine_ls_wR_factor_ref         0.1700
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Restrained distances
 O9-H9
 0.85 with sigma of 0.01
 O8-H8
 0.85 with sigma of 0.01
 O10-H10
 0.85 with sigma of 0.01
 Cu1-H9
 2.689365 with sigma of 0.02
 Cu1-H8
 3.0863 with sigma of 0.02
 C14-H9
 1.893964 with sigma of 0.02
 Cu1-H10
 2.715994 with sigma of 0.02
 C9-H8
 1.88882 with sigma of 0.02
 C12-H10
 1.910913 with sigma of 0.02
3.a Free rotating group:
 O12(H12C,H12D), O7(H,HA)
3.b Rotating group:
 O11(H11A,H11B)
3.c Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C13(H13A,H13B), C14(H14A,H14B), C10(H10A,H10B), C12(H12A,H12B),
 C11(H11C,H11D)
3.d Aromatic/amide H refined with riding coordinates:
 C2(HB), C6(HC), C4(HD)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.67056(6) 0.45228(4) 0.36917(11) 0.0296(3) Uani 1 1 d D . . . .
O5 O 1.0373(4) 0.6939(3) 0.1302(11) 0.091(2) Uani 1 1 d . . . . .
O9 O 0.6723(3) 0.50194(18) 0.6088(6) 0.0311(11) Uani 1 1 d D . . . .
H9 H 0.654(4) 0.5391(12) 0.637(5) 0.047 Uiso 1 1 d D U . . .
O8 O 0.8002(3) 0.5145(2) 0.2436(6) 0.0368(12) Uani 1 1 d D . . . .
H8 H 0.8274(19) 0.5507(7) 0.268(6) 0.055 Uiso 1 1 d D U . . .
O10 O 0.6796(3) 0.3845(2) 0.1711(6) 0.0393(12) Uani 1 1 d D . . . .
H10 H 0.6272(16) 0.3637(13) 0.120(6) 0.059 Uiso 1 1 d D U . . .
O2 O 0.4925(3) 0.6784(2) -0.0968(7) 0.0410(12) Uani 1 1 d . . . . .
O1 O 0.5867(4) 0.5920(2) -0.0549(6) 0.0457(13) Uani 1 1 d . . . . .
O4 O 0.8455(3) 0.8864(2) -0.0331(7) 0.0463(13) Uani 1 1 d . . . . .
O3 O 0.6755(4) 0.88307(19) 0.0262(7) 0.0414(12) Uani 1 1 d . . . . .
O12 O 0.5417(4) 0.3871(2) 0.5248(8) 0.0491(14) Uani 1 1 d G . . . .
H12C H 0.549222 0.353582 0.587577 0.074 Uiso 1 1 d G U . . .
H12D H 0.478704 0.385842 0.480473 0.074 Uiso 1 1 d G U . . .
N1 N 0.7957(4) 0.4087(2) 0.4896(7) 0.0303(13) Uani 1 1 d . . . . .
O7 O 0.5894(4) 0.2858(3) 0.7525(7) 0.0580(15) Uani 1 1 d G . . . .
H H 0.549922 0.254808 0.727438 0.087 Uiso 1 1 d G U . . .
HA H 0.573334 0.296849 0.863563 0.087 Uiso 1 1 d G U . . .
O11 O 0.5552(4) 0.4979(2) 0.2449(7) 0.0584(15) Uani 1 1 d . . . . .
H11A H 0.518433 0.472989 0.176005 0.088 Uiso 1 1 d R U . . .
H11B H 0.580093 0.523638 0.166571 0.088 Uiso 1 1 d R U . . .
O6 O 0.9687(4) 0.6063(2) 0.0362(9) 0.0684(18) Uani 1 1 d . . . . .
C2 C 0.7715(5) 0.6575(3) 0.0007(8) 0.0297(15) Uani 1 1 d . . . . .
HB H 0.775200 0.614364 -0.000596 0.036 Uiso 1 1 calc R U . . .
C5 C 0.7640(5) 0.7875(3) -0.0002(8) 0.0259(14) Uani 1 1 d . . . . .
N2 N 0.9628(5) 0.6623(3) 0.0661(10) 0.0507(17) Uani 1 1 d . . . . .
C3 C 0.6767(5) 0.6880(3) -0.0283(8) 0.0272(15) Uani 1 1 d . . . . .
C8 C 0.5793(5) 0.6493(3) -0.0635(8) 0.0310(16) Uani 1 1 d . . . . .
C6 C 0.8592(5) 0.7574(3) 0.0290(8) 0.0323(16) Uani 1 1 d . . . . .
HC H 0.921247 0.779828 0.046779 0.039 Uiso 1 1 calc R U . . .
C1 C 0.8600(5) 0.6929(3) 0.0312(9) 0.0330(16) Uani 1 1 d . . . . .
C4 C 0.6740(5) 0.7522(3) -0.0263(8) 0.0296(15) Uani 1 1 d . . . . .
HD H 0.609591 0.772285 -0.043012 0.035 Uiso 1 1 calc R U . . .
C7 C 0.7621(5) 0.8572(3) -0.0023(9) 0.0308(16) Uani 1 1 d . . . . .
C9 C 0.8870(5) 0.4727(3) 0.2422(9) 0.0402(18) Uani 1 1 d D . . . .
H9A H 0.951124 0.495741 0.221323 0.048 Uiso 1 1 calc R U . . .
H9B H 0.876770 0.443271 0.138921 0.048 Uiso 1 1 calc R U . . .
C13 C 0.7842(5) 0.4168(3) 0.6973(9) 0.0376(17) Uani 1 1 d . . . . .
H13A H 0.849586 0.406065 0.764310 0.045 Uiso 1 1 calc R U . . .
H13B H 0.729543 0.389348 0.740822 0.045 Uiso 1 1 calc R U . . .
C14 C 0.7556(6) 0.4839(3) 0.7392(10) 0.0430(18) Uani 1 1 d D . . . .
H14A H 0.733033 0.487678 0.868768 0.052 Uiso 1 1 calc R U . . .
H14B H 0.816298 0.510534 0.724340 0.052 Uiso 1 1 calc R U . . .
C10 C 0.8976(5) 0.4380(3) 0.4291(10) 0.0435(19) Uani 1 1 d . . . . .
H10A H 0.950080 0.405591 0.417894 0.052 Uiso 1 1 calc R U . . .
H10B H 0.922537 0.466520 0.527250 0.052 Uiso 1 1 calc R U . . .
C12 C 0.7594(5) 0.3385(3) 0.2206(11) 0.047(2) Uani 1 1 d D . . . .
H12A H 0.821815 0.346015 0.148686 0.056 Uiso 1 1 calc R U . . .
H12B H 0.733439 0.297230 0.189749 0.056 Uiso 1 1 calc R U . . .
C11 C 0.7864(5) 0.3429(3) 0.4304(10) 0.0434(19) Uani 1 1 d . . . . .
H11C H 0.732045 0.322682 0.501199 0.052 Uiso 1 1 calc R U . . .
H11D H 0.852364 0.321570 0.458450 0.052 Uiso 1 1 calc R U . . .


_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 O9 1.998(4) . ?
Cu1 O8 2.324(4) . ?
Cu1 O10 2.025(4) . ?
Cu1 N1 2.009(5) . ?
Cu1 O11 1.946(5) . ?
O5 N2 1.239(7) . ?
O9 H9 0.858(9) . ?
O9 C14 1.431(8) . ?
O8 H8 0.867(10) . ?
O8 C9 1.424(7) . ?
O10 H10 0.870(10) . ?
O10 C12 1.450(8) . ?
O2 C8 1.283(7) . ?
O1 C8 1.237(7) . ?
O4 C7 1.259(7) . ?
O3 C7 1.256(7) . ?
O12 H12C 0.8496 . ?
O12 H12D 0.8500 . ?
N1 C13 1.486(8) . ?
N1 C10 1.515(8) . ?
N1 C11 1.481(8) . ?
O7 H 0.8501 . ?
O7 HA 0.8497 . ?
O11 H11A 0.8514 . ?
O11 H11B 0.8515 . ?
O6 N2 1.224(7) . ?
C2 HB 0.9300 . ?
C2 C3 1.381(8) . ?
C2 C1 1.369(8) . ?
C5 C6 1.381(8) . ?
C5 C4 1.380(8) . ?
C5 C7 1.501(8) . ?
N2 C1 1.478(8) . ?
C3 C8 1.505(8) . ?
C3 C4 1.383(8) . ?
C6 HC 0.9300 . ?
C6 C1 1.387(8) . ?
C4 HD 0.9300 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.516(9) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.520(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C11 1.508(9) . ?
C11 H11C 0.9700 . ?
C11 H11D 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O9 Cu1 O8 91.55(17) . . ?
O9 Cu1 O10 165.62(18) . . ?
O9 Cu1 N1 84.69(19) . . ?
O10 Cu1 O8 95.39(16) . . ?
N1 Cu1 O8 82.35(18) . . ?
N1 Cu1 O10 83.8(2) . . ?
O11 Cu1 O9 95.51(19) . . ?
O11 Cu1 O8 94.14(19) . . ?
O11 Cu1 O10 96.5(2) . . ?
O11 Cu1 N1 176.5(2) . . ?
Cu1 O9 H9 135(2) . . ?
C14 O9 Cu1 112.5(3) . . ?
C14 O9 H9 107.6(17) . . ?
Cu1 O8 H8 136(2) . . ?
C9 O8 Cu1 101.5(3) . . ?
C9 O8 H8 105.4(19) . . ?
Cu1 O10 H10 126(2) . . ?
C12 O10 Cu1 112.4(4) . . ?
C12 O10 H10 105.6(18) . . ?
H12C O12 H12D 104.5 . . ?
C13 N1 Cu1 104.9(4) . . ?
C13 N1 C10 110.2(5) . . ?
C10 N1 Cu1 111.1(4) . . ?
C11 N1 Cu1 105.8(4) . . ?
C11 N1 C13 112.3(5) . . ?
C11 N1 C10 112.2(5) . . ?
H O7 HA 104.5 . . ?
Cu1 O11 H11A 109.3 . . ?
Cu1 O11 H11B 109.2 . . ?
H11A O11 H11B 104.4 . . ?
C3 C2 HB 121.1 . . ?
C1 C2 HB 121.1 . . ?
C1 C2 C3 117.9(6) . . ?
C6 C5 C7 119.0(6) . . ?
C4 C5 C6 118.7(6) . . ?
C4 C5 C7 122.3(6) . . ?
O5 N2 C1 118.4(6) . . ?
O6 N2 O5 123.5(6) . . ?
O6 N2 C1 118.0(6) . . ?
C2 C3 C8 118.1(6) . . ?
C2 C3 C4 119.6(6) . . ?
C4 C3 C8 122.2(6) . . ?
O2 C8 C3 117.3(6) . . ?
O1 C8 O2 123.9(6) . . ?
O1 C8 C3 118.8(6) . . ?
C5 C6 HC 120.8 . . ?
C5 C6 C1 118.4(6) . . ?
C1 C6 HC 120.8 . . ?
C2 C1 N2 119.7(6) . . ?
C2 C1 C6 123.3(6) . . ?
C6 C1 N2 117.0(6) . . ?
C5 C4 C3 122.0(6) . . ?
C5 C4 HD 119.0 . . ?
C3 C4 HD 119.0 . . ?
O4 C7 C5 119.1(6) . . ?
O3 C7 O4 123.8(6) . . ?
O3 C7 C5 117.1(6) . . ?
O8 C9 H9A 109.5 . . ?
O8 C9 H9B 109.5 . . ?
O8 C9 C10 110.5(5) . . ?
H9A C9 H9B 108.1 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
N1 C13 H13A 109.8 . . ?
N1 C13 H13B 109.8 . . ?
N1 C13 C14 109.6(5) . . ?
H13A C13 H13B 108.2 . . ?
C14 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
O9 C14 C13 108.0(5) . . ?
O9 C14 H14A 110.1 . . ?
O9 C14 H14B 110.1 . . ?
C13 C14 H14A 110.1 . . ?
C13 C14 H14B 110.1 . . ?
H14A C14 H14B 108.4 . . ?
N1 C10 C9 113.5(5) . . ?
N1 C10 H10A 108.9 . . ?
N1 C10 H10B 108.9 . . ?
C9 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
O10 C12 H12A 109.9 . . ?
O10 C12 H12B 109.9 . . ?
O10 C12 C11 109.0(5) . . ?
H12A C12 H12B 108.3 . . ?
C11 C12 H12A 109.9 . . ?
C11 C12 H12B 109.9 . . ?
N1 C11 C12 110.4(6) . . ?
N1 C11 H11C 109.6 . . ?
N1 C11 H11D 109.6 . . ?
C12 C11 H11C 109.6 . . ?
C12 C11 H11D 109.6 . . ?
H11C C11 H11D 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu1 O9 C14 C13 -25.1(6) . . . . ?
Cu1 O8 C9 C10 -45.6(6) . . . . ?
Cu1 O10 C12 C11 18.6(7) . . . . ?
Cu1 N1 C13 C14 -45.6(6) . . . . ?
Cu1 N1 C10 C9 -23.4(7) . . . . ?
Cu1 N1 C11 C12 45.8(6) . . . . ?
O5 N2 C1 C2 -165.9(7) . . . . ?
O5 N2 C1 C6 14.9(10) . . . . ?
O8 C9 C10 N1 50.1(7) . . . . ?
O10 C12 C11 N1 -42.8(7) . . . . ?
N1 C13 C14 O9 47.4(7) . . . . ?
O6 N2 C1 C2 11.7(10) . . . . ?
O6 N2 C1 C6 -167.5(7) . . . . ?
C2 C3 C8 O2 -177.6(5) . . . . ?
C2 C3 C8 O1 3.9(9) . . . . ?
C2 C3 C4 C5 1.4(10) . . . . ?
C5 C6 C1 C2 1.9(10) . . . . ?
C5 C6 C1 N2 -178.9(6) . . . . ?
C3 C2 C1 N2 178.9(6) . . . . ?
C3 C2 C1 C6 -1.9(10) . . . . ?
C8 C3 C4 C5 -177.8(6) . . . . ?
C6 C5 C4 C3 -1.5(9) . . . . ?
C6 C5 C7 O4 20.5(9) . . . . ?
C6 C5 C7 O3 -159.9(6) . . . . ?
C1 C2 C3 C8 179.5(5) . . . . ?
C1 C2 C3 C4 0.2(9) . . . . ?
C4 C5 C6 C1 -0.1(9) . . . . ?
C4 C5 C7 O4 -159.5(6) . . . . ?
C4 C5 C7 O3 20.1(9) . . . . ?
C4 C3 C8 O2 1.7(9) . . . . ?
C4 C3 C8 O1 -176.8(6) . . . . ?
C7 C5 C6 C1 179.8(6) . . . . ?
C7 C5 C4 C3 178.6(6) . . . . ?
C13 N1 C10 C9 -139.2(6) . . . . ?
C13 N1 C11 C12 159.6(5) . . . . ?
C10 N1 C13 C14 74.1(7) . . . . ?
C10 N1 C11 C12 -75.6(7) . . . . ?
C11 N1 C13 C14 -160.0(5) . . . . ?
C11 N1 C10 C9 94.9(7) . . . . ?

_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_compound_02_micellar
_database_code_depnum_ccdc_archive 'CCDC 2386079'
loop_
_audit_author_name
_audit_author_address
'Chris Hebert Franco'
;Instituto Superior Tecnico, Universidade de Lisboa
Portugal
;
# end Validation Reply Form

#Added by publCIF (Mon 23. Sep 16:57:08 2024)


_audit_update_record             
;
2024-09-23 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT430_compound_02_micellar 
;
PROBLEM: Short Inter D...A Contact  O9       ..O15      .       2.27 Ang.  
RESPONSE: There is a loss of H atoms due to the high anisotropic values
of the O15 atom (solvent), which makes it difficult to locate the atoms
in the electron density map. This warning is expected but does not
affect the structural model.
;
_vrf_PLAT230_compound_02_micellar 
;
PROBLEM: Hirshfeld Test Diff for    O12      --C16_c    .        8.8 s.u.  
RESPONSE: Short contacts involving disordered crystal structures are already
expected. However, they do not affect the final model.
;
# publcif _publ_body_element loop end

_audit_creation_date             2024-09-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
chris.franco@tecnico.ulisboa.pt
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C11 H11 Cu2 N3 O8, C8 H3 N O5, O'
_chemical_formula_sum            'C19 H14 Cu2 N4 O14'
_chemical_formula_weight         649.42
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.169(3)
_cell_length_b                   9.891(5)
_cell_length_c                   14.098(6)
_cell_angle_alpha                105.24(2)
_cell_angle_beta                 96.014(15)
_cell_angle_gamma                90.575(15)
_cell_volume                     1092.1(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3085
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.784
_cell_measurement_theta_min      2.270
_shelx_estimated_absorpt_T_max   0.854
_shelx_estimated_absorpt_T_min   0.711
_exptl_absorpt_coefficient_mu    2.037
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6564
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0732 before and 0.0634 after correction.
The Ratio of minimum to maximum transmission is 0.8805.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.975
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0980
_diffrn_reflns_av_unetI/netI     0.0610
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22581
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         1.507
_diffrn_ambient_temperature      298.00
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'sealed tube'
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2811
_reflns_number_total             3991
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.777
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.144
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         3991
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0999
_refine_ls_R_factor_gt           0.0656
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0814P)²+6.5091P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1633
_refine_ls_wR_factor_ref         0.1852
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 H7A-O7
 0.85 with sigma of 0.02
3. Rigid bond restraints
 C13, C12, C24, C10, C9, C16, C14, C17, N2
 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(C19) = Uanis(C20)
Uanis(C22) = Uanis(C21)
Uanis(O12) = Uanis(N2)
Uanis(C14) = Uanis(C15)
Uanis(O11) = Uanis(O10)
5. Others
 Sof(C15)=1-FVAR(1)
 Sof(C14)=FVAR(1)
 Sof(C20)=1-FVAR(2)
 Sof(C19)=FVAR(2)
 Sof(C21)=1-FVAR(3)
 Sof(C22)=FVAR(3)
 Fixed Sof: O10(0.5) O11(0.5)
6.a Rotating group:
 O14(H14A,H14B)
6.b Secondary CH2 refined with riding coordinates:
 N3(H3A,H3B), N4(H4A,H4B), C18(H18A,H18B)
6.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C5(H5), C3(H3), C24(H24), C13(H13)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu2 Cu -0.03586(11) 0.10365(9) 0.20770(7) 0.0310(3) Uani 1 1 d . . . . .
Cu1 Cu 0.35930(10) 0.14189(9) 0.32828(7) 0.0283(3) Uani 1 1 d . . . . .
N3 N 0.4340(8) -0.0498(7) 0.3248(6) 0.0415(17) Uani 1 1 d . . . . .
H3A H 0.488787 -0.081878 0.272576 0.050 Uiso 1 1 calc R U . . .
H3B H 0.501296 -0.047443 0.379127 0.050 Uiso 1 1 calc R U . . .
O1 O 0.5602(6) 0.2388(6) 0.3992(5) 0.0421(15) Uani 1 1 d . . . . .
O2 O 0.7507(6) 0.1014(6) 0.3275(4) 0.0444(15) Uani 1 1 d . . . . .
O3 O 0.7360(6) 0.6724(5) 0.6500(4) 0.0366(13) Uani 1 1 d . . . . .
O4 O 0.9900(6) 0.6949(5) 0.7338(4) 0.0345(13) Uani 1 1 d . . . . .
O6 O 1.2925(7) 0.1328(7) 0.5261(5) 0.0537(17) Uani 1 1 d . . . . .
O5 O 1.3734(8) 0.3257(8) 0.6331(6) 0.076(3) Uani 1 1 d . . . . .
O9 O 0.7171(17) 0.5725(17) 0.1645(11) 0.153(5) Uani 1 1 d . . . . .
O8 O 0.1557(10) 0.0946(7) 0.0626(5) 0.064(2) Uani 1 1 d . . . . .
O13 O 0.1475(6) 0.0490(5) 0.2844(4) 0.0368(13) Uani 1 1 d . . . . .
O14 O -0.2126(8) 0.1446(8) 0.1116(6) 0.0626(19) Uani 1 1 d . . . . .
H14A H -0.237616 0.241302 0.122316 0.094 Uiso 1 1 d R U . . .
H14B H -0.185895 0.126823 0.045296 0.094 Uiso 1 1 d R U . . .
N4 N -0.0931(9) -0.1008(7) 0.1600(6) 0.0470(19) Uani 1 1 d . . . . .
H4A H -0.201509 -0.115912 0.155744 0.056 Uiso 1 1 calc R U . . .
H4B H -0.060402 -0.135808 0.100410 0.056 Uiso 1 1 calc R U . . .
C7 C 0.9889(8) 0.2276(7) 0.4880(5) 0.0250(15) Uani 1 1 d . . . . .
H7 H 1.017151 0.142779 0.447294 0.030 Uiso 1 1 calc R U . . .
C5 C 1.0680(8) 0.4327(7) 0.6250(5) 0.0250(15) Uani 1 1 d . . . . .
H5 H 1.147001 0.481601 0.674895 0.030 Uiso 1 1 calc R U . . .
C3 C 0.7937(8) 0.4068(7) 0.5376(5) 0.0246(15) Uani 1 1 d . . . . .
H3 H 0.688449 0.440359 0.530399 0.030 Uiso 1 1 calc R U . . .
C14 C 0.139(2) 0.513(2) 0.045(3) 0.035(5) Uani 0.73(9) 1 d . U P . .
C22 C -0.0080(17) -0.1674(12) 0.2320(12) 0.056(4) Uani 0.77(2) 1 d . . P . .
C19 C 0.1675(18) -0.1013(14) 0.2408(18) 0.044(5) Uani 0.68(3) 1 d . . P . .
C18 C 0.2892(11) -0.1432(9) 0.3187(9) 0.055(3) Uani 1 1 d . . . . .
H18A H 0.303876 -0.230633 0.269965 0.066 Uiso 1 1 calc R U . . .
H18B H 0.289360 -0.164494 0.382049 0.066 Uiso 1 1 calc R U . . .
C1 C 0.7057(8) 0.1982(7) 0.3926(6) 0.0272(16) Uani 1 1 d . . . . .
C23 C 0.8313(8) 0.2789(7) 0.4750(5) 0.0236(14) Uani 1 1 d . . . . .
C6 C 1.1013(8) 0.3056(7) 0.5625(5) 0.0255(15) Uani 1 1 d . . . . .
C4 C 0.9125(8) 0.4856(7) 0.6112(5) 0.0239(14) Uani 1 1 d . . . . .
C8 C 0.8754(8) 0.6306(7) 0.6704(5) 0.0258(15) Uani 1 1 d . . . . .
N1 N 1.2684(8) 0.2497(8) 0.5754(5) 0.0387(16) Uani 1 1 d . . . . .
O7 O 0.4256(11) 0.1381(11) 0.1586(7) 0.087(3) Uani 1 1 d D . . . .
C9 C 0.291(2) 0.1719(15) 0.1041(12) 0.095(4) Uani 1 1 d . U . . .
C10 C 0.2981(18) 0.3258(14) 0.0990(11) 0.089(4) Uani 1 1 d . U . . .
C24 C 0.4197(16) 0.4153(14) 0.1363(9) 0.079(4) Uani 1 1 d . U . . .
H24 H 0.501781 0.391298 0.179208 0.095 Uiso 1 1 calc R U . . .
C12 C 0.4341(18) 0.5343(16) 0.1181(11) 0.089(4) Uani 1 1 d . U . . .
C13 C 0.296(2) 0.5931(15) 0.0732(12) 0.098(4) Uani 1 1 d . U . . .
H13 H 0.306505 0.681463 0.062429 0.118 Uiso 1 1 calc R U . . .
N2 N -0.002(2) 0.5659(16) 0.0007(15) 0.152(4) Uani 1 1 d . U . . .
C16 C 0.1541(17) 0.3796(14) 0.0577(12) 0.091(4) Uani 1 1 d . U . . .
O12 O 0.0217(18) 0.6918(13) -0.0122(12) 0.152(4) Uani 1 1 d . . . . .
C17 C 0.583(2) 0.6293(16) 0.1453(12) 0.091(4) Uani 1 1 d . U . . .
O10 O 0.5787(19) 0.7543(16) 0.1496(13) 0.072(3) Uani 0.5 1 d . . P . .
O11 O 0.5267(19) 0.8643(15) 0.1029(13) 0.072(3) Uani 0.5 1 d . . P . .
O15 O 0.665(3) 0.359(2) 0.0556(19) 0.255(10) Uani 1 1 d . . . . .
C15 C 0.149(8) 0.495(6) 0.012(5) 0.035(5) Uani 0.27(9) 1 d . . P . .
C21 C 0.087(6) -0.171(4) 0.184(4) 0.056(4) Uani 0.23(2) 1 d . . P . .
C20 C 0.133(4) -0.096(3) 0.295(4) 0.044(5) Uani 0.32(3) 1 d . . P . .
H7A H 0.474(10) 0.059(5) 0.150(6) 0.04(2) Uiso 1 1 d D . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu2 O4 1.961(5) 2_666 ?
Cu2 O13 1.921(5) . ?
Cu2 O14 1.993(6) . ?
Cu2 N4 1.990(7) . ?
Cu1 N3 1.987(7) . ?
Cu1 O1 1.932(5) . ?
Cu1 O3 1.964(5) 2_666 ?
Cu1 O13 1.915(5) . ?
N3 H3A 0.8900 . ?
N3 H3B 0.8900 . ?
N3 C18 1.475(11) . ?
O1 C1 1.264(9) . ?
O2 C1 1.229(9) . ?
O3 C8 1.246(8) . ?
O4 C8 1.262(8) . ?
O6 N1 1.212(9) . ?
O5 N1 1.217(9) . ?
O9 C17 1.271(18) . ?
O8 C9 1.325(17) . ?
O13 C19 1.469(16) . ?
O13 C20 1.48(3) . ?
O14 H14A 0.9558 . ?
O14 H14B 0.9538 . ?
N4 H4A 0.8900 . ?
N4 H4B 0.8900 . ?
N4 C22 1.470(14) . ?
C7 H7 0.9300 . ?
C7 C23 1.401(9) . ?
C7 C6 1.377(10) . ?
C5 H5 0.9300 . ?
C5 C6 1.381(10) . ?
C5 C4 1.393(9) . ?
C3 H3 0.9300 . ?
C3 C23 1.397(10) . ?
C3 C4 1.405(10) . ?
C14 C13 1.46(2) . ?
C14 N2 1.36(3) 2_565 ?
C14 N2 1.42(3) . ?
C14 C16 1.39(2) . ?
C22 C19 1.55(2) . ?
C22 C20 1.43(4) . ?
C19 C21 1.06(4) . ?
C19 C20 0.83(4) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C20 1.40(3) . ?
C1 C23 1.512(10) . ?
C6 N1 1.490(8) . ?
C4 C8 1.509(9) . ?
O7 C9 1.372(17) . ?
O7 H7A 0.87(2) . ?
C9 C10 1.544(19) . ?
C10 C24 1.294(17) . ?
C10 C16 1.427(18) . ?
C24 H24 0.9300 . ?
C24 C12 1.277(17) . ?
C12 C13 1.438(19) . ?
C12 C17 1.485(19) . ?
C13 H13 0.9300 . ?
N2 N2 1.30(3) 2_565 ?
N2 C16 1.59(2) 2_565 ?
N2 O12 1.320(17) . ?
N2 C15 1.44(6) . ?
N2 C15 1.31(6) 2_565 ?
C16 O12 1.588(19) 2_565 ?
C17 O10 1.22(2) . ?
O10 O11 1.46(2) . ?
C21 C20 1.54(7) . ?

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
O4 Cu2 O14 90.4(3) 2_666 . ?
O4 Cu2 N4 174.4(3) 2_666 . ?
O13 Cu2 O4 94.2(2) . 2_666 ?
O13 Cu2 O14 172.0(3) . . ?
O13 Cu2 N4 85.0(3) . . ?
N4 Cu2 O14 91.1(3) . . ?
O1 Cu1 N3 95.8(2) . . ?
O1 Cu1 O3 86.4(2) . 2_666 ?
O3 Cu1 N3 170.2(3) 2_666 . ?
O13 Cu1 N3 84.0(2) . . ?
O13 Cu1 O1 168.3(3) . . ?
O13 Cu1 O3 92.0(2) . 2_666 ?
Cu1 N3 H3A 109.8 . . ?
Cu1 N3 H3B 109.8 . . ?
H3A N3 H3B 108.3 . . ?
C18 N3 Cu1 109.2(5) . . ?
C18 N3 H3A 109.8 . . ?
C18 N3 H3B 109.8 . . ?
C1 O1 Cu1 127.6(5) . . ?
C8 O3 Cu1 134.0(5) . 2_666 ?
C8 O4 Cu2 130.6(5) . 2_666 ?
Cu1 O13 Cu2 128.6(3) . . ?
C19 O13 Cu2 106.9(7) . . ?
C19 O13 Cu1 109.7(6) . . ?
C19 O13 C20 32.5(15) . . ?
C20 O13 Cu2 114.8(13) . . ?
C20 O13 Cu1 115.6(13) . . ?
Cu2 O14 H14A 115.2 . . ?
Cu2 O14 H14B 115.0 . . ?
H14A O14 H14B 98.7 . . ?
Cu2 N4 H4A 110.3 . . ?
Cu2 N4 H4B 110.3 . . ?
H4A N4 H4B 108.6 . . ?
C22 N4 Cu2 107.0(6) . . ?
C22 N4 H4A 110.3 . . ?
C22 N4 H4B 110.3 . . ?
C23 C7 H7 120.8 . . ?
C6 C7 H7 120.8 . . ?
C6 C7 C23 118.5(7) . . ?
C6 C5 H5 121.0 . . ?
C6 C5 C4 118.0(6) . . ?
C4 C5 H5 121.0 . . ?
C23 C3 H3 119.5 . . ?
C23 C3 C4 121.0(6) . . ?
C4 C3 H3 119.5 . . ?
N2 C14 C13 168(4) 2_565 . ?
N2 C14 C13 122.3(16) . . ?
N2 C14 N2 55.8(13) 2_565 . ?
N2 C14 C16 71.1(12) 2_565 . ?
C16 C14 C13 110.8(15) . . ?
C16 C14 N2 126.6(17) . . ?
N4 C22 C19 99.6(11) . . ?
C20 C22 N4 118.7(18) . . ?
C20 C22 C19 31.8(16) . . ?
O13 C19 C22 104.0(12) . . ?
C21 C19 O13 127(3) . . ?
C21 C19 C22 44(3) . . ?
C20 C19 O13 75(3) . . ?
C20 C19 C22 66(3) . . ?
C20 C19 C21 109(5) . . ?
N3 C18 H18A 107.8 . . ?
N3 C18 H18B 107.8 . . ?
H18A C18 H18B 107.1 . . ?
C20 C18 N3 118.1(16) . . ?
C20 C18 H18A 107.8 . . ?
C20 C18 H18B 107.8 . . ?
O1 C1 C23 114.5(6) . . ?
O2 C1 O1 126.3(7) . . ?
O2 C1 C23 119.2(6) . . ?
C7 C23 C1 120.2(6) . . ?
C3 C23 C7 119.1(6) . . ?
C3 C23 C1 120.7(6) . . ?
C7 C6 C5 123.7(6) . . ?
C7 C6 N1 117.9(6) . . ?
C5 C6 N1 118.4(6) . . ?
C5 C4 C3 119.6(6) . . ?
C5 C4 C8 120.2(6) . . ?
C3 C4 C8 120.1(6) . . ?
O3 C8 O4 128.1(7) . . ?
O3 C8 C4 116.0(6) . . ?
O4 C8 C4 115.9(6) . . ?
O6 N1 O5 124.1(7) . . ?
O6 N1 C6 118.0(6) . . ?
O5 N1 C6 117.8(7) . . ?
C9 O7 H7A 129(6) . . ?
O8 C9 O7 129.1(12) . . ?
O8 C9 C10 117.9(13) . . ?
O7 C9 C10 112.9(13) . . ?
C24 C10 C9 125.6(13) . . ?
C24 C10 C16 116.1(13) . . ?
C16 C10 C9 118.0(13) . . ?
C10 C24 H24 117.9 . . ?
C12 C24 C10 124.2(14) . . ?
C12 C24 H24 117.9 . . ?
C24 C12 C13 120.8(14) . . ?
C24 C12 C17 125.8(15) . . ?
C13 C12 C17 113.3(14) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 C14 119.6(14) . . ?
C12 C13 H13 120.2 . . ?
C14 N2 C14 124.2(13) 2_565 . ?
C14 N2 C16 55.4(12) 2_565 2_565 ?
C14 N2 C16 175(2) . 2_565 ?
C14 N2 C15 19.0(18) . . ?
C14 N2 C15 118(3) 2_565 . ?
N2 N2 C14 64.5(18) 2_565 2_565 ?
N2 N2 C14 59.7(15) 2_565 . ?
N2 N2 C16 120(2) 2_565 2_565 ?
N2 N2 O12 166(3) 2_565 . ?
N2 N2 C15 67(3) 2_565 2_565 ?
N2 N2 C15 57(3) 2_565 . ?
O12 N2 C14 114.3(18) . . ?
O12 N2 C14 120.1(16) . 2_565 ?
O12 N2 C16 65.2(10) . 2_565 ?
O12 N2 C15 113(3) . . ?
C15 N2 C14 123(3) 2_565 . ?
C15 N2 C14 20(2) 2_565 2_565 ?
C15 N2 C16 156(3) . 2_565 ?
C15 N2 C16 59(3) 2_565 2_565 ?
C15 N2 O12 122(3) 2_565 . ?
C15 N2 C15 124(3) 2_565 . ?
C14 C16 C10 126.3(15) . . ?
C14 C16 N2 53.6(12) . 2_565 ?
C14 C16 O12 102.2(12) . 2_565 ?
C10 C16 N2 173.2(16) . 2_565 ?
C10 C16 O12 131.5(12) . 2_565 ?
O12 C16 N2 49.0(8) 2_565 2_565 ?
N2 O12 C16 65.8(12) . 2_565 ?
O9 C17 C12 115.6(15) . . ?
O10 C17 O9 121.8(17) . . ?
O10 C17 C12 122.6(17) . . ?
C17 O10 O11 148.7(17) . . ?
N2 C15 N2 56(3) 2_565 . ?
C19 C21 C20 30(2) . . ?
O13 C20 C21 98(3) . . ?
C22 C20 O13 109(2) . . ?
C22 C20 C21 42(2) . . ?
C19 C20 O13 73(3) . . ?
C19 C20 C22 82(4) . . ?
C19 C20 C18 84(3) . . ?
C19 C20 C21 41(3) . . ?
C18 C20 O13 110(2) . . ?
C18 C20 C22 131(3) . . ?
C18 C20 C21 105(3) . . ?

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
Cu2 O4 C8 O3 -24.1(12) 2_666 . . . ?
Cu2 O4 C8 C4 155.3(5) 2_666 . . . ?
Cu2 O13 C19 C22 -49.8(15) . . . . ?
Cu2 O13 C19 C21 -8(5) . . . . ?
Cu2 O13 C19 C20 -110(3) . . . . ?
Cu2 O13 C20 C22 8(4) . . . . ?
Cu2 O13 C20 C19 83(3) . . . . ?
Cu2 O13 C20 C18 159(2) . . . . ?
Cu2 O13 C20 C21 50(3) . . . . ?
Cu2 N4 C22 C19 -49.0(12) . . . . ?
Cu2 N4 C22 C20 -22(3) . . . . ?
Cu1 N3 C18 C20 14(3) . . . . ?
Cu1 O1 C1 O2 13.9(12) . . . . ?
Cu1 O1 C1 C23 -165.4(5) . . . . ?
Cu1 O3 C8 O4 19.4(12) 2_666 . . . ?
Cu1 O3 C8 C4 -159.9(5) 2_666 . . . ?
Cu1 O13 C19 C22 167.0(10) . . . . ?
Cu1 O13 C19 C21 -151(5) . . . . ?
Cu1 O13 C19 C20 107(3) . . . . ?
Cu1 O13 C20 C22 -161(2) . . . . ?
Cu1 O13 C20 C19 -87(3) . . . . ?
Cu1 O13 C20 C18 -11(4) . . . . ?
Cu1 O13 C20 C21 -120(2) . . . . ?
N3 C18 C20 O13 -3(4) . . . . ?
N3 C18 C20 C22 140(4) . . . . ?
N3 C18 C20 C19 66(3) . . . . ?
N3 C18 C20 C21 101(3) . . . . ?
O1 C1 C23 C7 167.0(7) . . . . ?
O1 C1 C23 C3 -14.6(10) . . . . ?
O2 C1 C23 C7 -12.4(10) . . . . ?
O2 C1 C23 C3 166.0(7) . . . . ?
O9 C17 O10 O11 130(3) . . . . ?
O8 C9 C10 C24 179.3(15) . . . . ?
O8 C9 C10 C16 5(2) . . . . ?
O13 C19 C21 C20 -85(5) . . . . ?
O13 C19 C20 C22 113.2(13) . . . . ?
O13 C19 C20 C18 -113.4(14) . . . . ?
O13 C19 C20 C21 125(3) . . . . ?
N4 C22 C19 O13 64.6(15) . . . . ?
N4 C22 C19 C21 -65(3) . . . . ?
N4 C22 C19 C20 131(3) . . . . ?
N4 C22 C20 O13 10(4) . . . . ?
N4 C22 C20 C19 -59(3) . . . . ?
N4 C22 C20 C18 -133(4) . . . . ?
N4 C22 C20 C21 -70(3) . . . . ?
C7 C6 N1 O6 -6.8(11) . . . . ?
C7 C6 N1 O5 171.5(8) . . . . ?
C5 C6 N1 O6 173.7(7) . . . . ?
C5 C6 N1 O5 -8.0(11) . . . . ?
C5 C4 C8 O3 176.6(7) . . . . ?
C5 C4 C8 O4 -2.8(10) . . . . ?
C3 C4 C8 O3 0.6(10) . . . . ?
C3 C4 C8 O4 -178.8(6) . . . . ?
C14 N2 O12 C16 8(2) 2_565 . . 2_565 ?
C14 N2 O12 C16 175(3) . . . 2_565 ?
C14 N2 C15 N2 93(9) . . . 2_565 ?
C14 N2 C15 N2 -23(2) 2_565 . . 2_565 ?
C22 C19 C21 C20 -15(4) . . . . ?
C22 C19 C20 O13 -113.2(13) . . . . ?
C22 C19 C20 C18 133.3(19) . . . . ?
C22 C19 C20 C21 11(3) . . . . ?
C19 O13 C20 C22 -75(4) . . . . ?
C19 O13 C20 C18 76(4) . . . . ?
C19 O13 C20 C21 -33(3) . . . . ?
C19 C22 C20 O13 69(3) . . . . ?
C19 C22 C20 C18 -74(5) . . . . ?
C19 C22 C20 C21 -11(3) . . . . ?
C19 C21 C20 O13 53(3) . . . . ?
C19 C21 C20 C22 163(5) . . . . ?
C19 C21 C20 C18 -61(4) . . . . ?
C23 C7 C6 C5 -0.5(11) . . . . ?
C23 C7 C6 N1 -180.0(6) . . . . ?
C23 C3 C4 C5 -2.8(10) . . . . ?
C23 C3 C4 C8 173.2(6) . . . . ?
C6 C7 C23 C3 0.1(10) . . . . ?
C6 C7 C23 C1 178.5(6) . . . . ?
C6 C5 C4 C3 2.4(10) . . . . ?
C6 C5 C4 C8 -173.7(6) . . . . ?
C4 C5 C6 C7 -0.7(11) . . . . ?
C4 C5 C6 N1 178.7(6) . . . . ?
C4 C3 C23 C7 1.5(10) . . . . ?
C4 C3 C23 C1 -176.9(6) . . . . ?
O7 C9 C10 C24 3(2) . . . . ?
O7 C9 C10 C16 -170.5(13) . . . . ?
C9 C10 C24 C12 168.6(16) . . . . ?
C9 C10 C16 C14 -178(2) . . . . ?
C9 C10 C16 O12 -1(3) . . . 2_565 ?
C10 C24 C12 C13 15(3) . . . . ?
C10 C24 C12 C17 -169.0(16) . . . . ?
C24 C10 C16 C14 7(3) . . . . ?
C24 C10 C16 O12 -175.4(16) . . . 2_565 ?
C24 C12 C13 C14 -2(3) . . . . ?
C24 C12 C17 O9 19(2) . . . . ?
C24 C12 C17 O10 -160.6(18) . . . . ?
C12 C17 O10 O11 -51(4) . . . . ?
C13 C14 N2 C14 166(4) . . . 2_565 ?
C13 C14 N2 N2 166(4) . . . 2_565 ?
C13 C14 N2 O12 0(4) . . . . ?
C13 C14 N2 C15 -170(6) . . . 2_565 ?
C13 C14 N2 C15 91(10) . . . . ?
C13 C14 C16 C10 4(4) . . . . ?
C13 C14 C16 N2 -168(4) . . . 2_565 ?
C13 C14 C16 O12 -174(2) . . . 2_565 ?
C13 C12 C17 O9 -165.1(15) . . . . ?
C13 C12 C17 O10 15(2) . . . . ?
N2 C14 C13 C12 -103(9) 2_565 . . . ?
N2 C14 C13 C12 180(2) . . . . ?
N2 C14 N2 C14 -0.001(2) 2_565 . . 2_565 ?
N2 C14 N2 O12 -166(3) 2_565 . . . ?
N2 C14 N2 C15 -76(9) 2_565 . . . ?
N2 C14 N2 C15 24(2) 2_565 . . 2_565 ?
N2 C14 C16 C10 172(2) 2_565 . . . ?
N2 C14 C16 C10 178(3) . . . . ?
N2 C14 C16 N2 6(3) . . . 2_565 ?
N2 C14 C16 O12 -6(2) 2_565 . . 2_565 ?
N2 C14 C16 O12 0(4) . . . 2_565 ?
N2 N2 O12 C16 114(12) 2_565 . . 2_565 ?
C16 C14 C13 C12 -6(4) . . . . ?
C16 C14 N2 C14 -7(3) . . . 2_565 ?
C16 C14 N2 N2 -7(3) . . . 2_565 ?
C16 C14 N2 O12 -173(3) . . . . ?
C16 C14 N2 C15 17(3) . . . 2_565 ?
C16 C14 N2 C15 -82(10) . . . . ?
C16 C10 C24 C12 -17(2) . . . . ?
C16 N2 C15 N2 -89(7) 2_565 . . 2_565 ?
O12 N2 C15 N2 -169(3) . . . 2_565 ?
C17 C12 C13 C14 -178(2) . . . . ?
C15 N2 O12 C16 -16(4) 2_565 . . 2_565 ?
C15 N2 O12 C16 154(4) . . . 2_565 ?
C15 N2 C15 N2 -0.003(2) 2_565 . . 2_565 ?
C21 C19 C20 O13 -125(3) . . . . ?
C21 C19 C20 C22 -11(3) . . . . ?
C21 C19 C20 C18 122(3) . . . . ?
C20 O13 C19 C22 60(3) . . . . ?
C20 O13 C19 C21 102(6) . . . . ?
C20 C22 C19 O13 -66(3) . . . . ?
C20 C22 C19 C21 164(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'



_publcif_funding_html            
;
;
####################################################################### 
# 
# 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_compound_03_micellar
_database_code_depnum_ccdc_archive 'CCDC 2386080'
loop_
_audit_author_name
_audit_author_address
'Chris Hebert Franco'
;Instituto Superior Tecnico, Universidade de Lisboa
Portugal
;

_audit_update_record             
;
2024-09-23 deposited with the CCDC.	2025-02-14 downloaded from the CCDC.
;
# publcif _publ_body_element loop end
_audit_creation_date             2024-09-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
chris.franco@tecnico.ulisboa.pt
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C18 H28 Cu3 N3 O12, C8 H3 N O6, H2 O, 2.5[H2O]'
_chemical_formula_sum            'C26 H33 Cu3 N4 O19'
_chemical_formula_weight         896.18
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_vrf_PLAT220_compound_03_micellar 
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        8.6 Ratio
RESPONSE: The crystal structure showed significant atomic disorder,
preventing a complete crystallographic refinement. A lower electron
density in the unit cell (voids with a volume of 67 A3) suggested
the possible presence of a small solvent contribution (probably
a water molecule). However, after applying the SQUEEZE function
in PLATON to subtract the solvent contribution, no notable improvement
was observed in the refinement statistics (R = 6.15, wR = 18.37).
Consequently, it was decided to present the data without this correction.
This factor ends up leading to an indication of type B alerts, however,
this alerts does not slightly impact the quality of the data reported
in the manuscript.
;
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3749(10)
_cell_length_b                   13.1591(14)
_cell_length_c                   19.230(3)
_cell_angle_alpha                104.287(4)
_cell_angle_beta                 96.867(5)
_cell_angle_gamma                103.278(4)
_cell_volume                     1729.1(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5370
_cell_measurement_temperature    298
_cell_measurement_theta_max      26.352
_cell_measurement_theta_min      2.225
_shelx_estimated_absorpt_T_max   0.762
_shelx_estimated_absorpt_T_min   0.667
_exptl_absorpt_coefficient_mu    1.915
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6694
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0704 before and 0.0609 after correction.
The Ratio of minimum to maximum transmission is 0.8977.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0804
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            35596
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         2.368
_diffrn_ambient_temperature      298.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4469
_reflns_number_total             6313
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.935
_refine_diff_density_min         -1.270
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     465
_refine_ls_number_reflns         6313
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0648
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0996P)²+7.1527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1765
_refine_ls_wR_factor_ref         0.1980
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O16-H16
 0.85 with sigma of 0.01
 C18-H18B
 0.95 with sigma of 0.02
 H18A-C18
 0.95 with sigma of 0.02
 H18A-H18B
 1.6 with sigma of 0.04
 H17C-C17
 1.6 with sigma of 0.04
 Cu4-H16
 2.664448 with sigma of 0.02
 C22-H16
 1.895235 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C17 \\sim C18 \\sim C19 \\sim C20: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 1.7A
Uanis(O14) = Uanis(O13) = Uanis(O15)
Uanis(Cu2) = Uanis(Cu1)
Uanis(C17) = Uanis(C18) = Uanis(C19) = Uanis(C20)
4. Others
 Sof(Cu1)=Sof(O15)=1-FVAR(1)
 Sof(Cu2)=Sof(O13)=FVAR(1)
5.a Free rotating group:
 O19(H19C,H19D)
5.b Rotating group:
 O17(H17A,H17B), O18(H18C,H18D)
5.c Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C18(H18A,H18B), C17(H17C,H17D), C25(H25A,H25B), C24(H24A,
 H24B), C22(H22A,H22B), C23(H23A,H23B)
5.d Aromatic/amide H refined with riding coordinates:
 C7(H7), C5(H5), C3(H3), C11(H11), C15(H15), C13(H13)
5.e Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C26(H26A,H26B,H26C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu3 Cu 0.000000 0.500000 0.000000 0.0276(3) Uani 1 2 d S . P . .
Cu2 Cu 0.2416(3) 0.37559(16) 0.10170(12) 0.0317(4) Uani 0.578(3) 1 d . . P . .
Cu5 Cu 1.000000 1.000000 0.500000 0.0373(3) Uani 1 2 d S . P . .
Cu4 Cu 0.80091(12) 0.74996(8) 0.48508(4) 0.0461(3) Uani 1 1 d D . . . .
O1 O 0.2278(6) 0.5983(3) 0.0715(2) 0.0340(10) Uani 1 1 d . . . . .
O2 O 0.3360(8) 0.5197(4) 0.1520(3) 0.0479(13) Uani 1 1 d . . . . .
O3 O 0.8719(7) 0.9286(4) 0.3961(2) 0.0379(11) Uani 1 1 d . . . . .
O20 O 1.0356(6) 0.8612(4) 0.5070(2) 0.0375(11) Uani 1 1 d . . . . .
O4 O 0.7205(7) 0.7559(4) 0.3879(2) 0.0386(11) Uani 1 1 d . . . . .
O5 O 0.5514(13) 0.9757(6) 0.0951(4) 0.103(3) Uani 1 1 d . . . . .
O7 O 0.7536(7) 0.5293(4) 0.0891(3) 0.0489(13) Uani 1 1 d . . . . .
O9 O 1.2583(7) 0.6728(4) 0.4071(3) 0.0463(12) Uani 1 1 d . . . . .
O8 O 0.7680(8) 0.4657(4) 0.1865(3) 0.0542(14) Uani 1 1 d . . . . .
O11 O 1.0338(14) 0.9232(6) 0.1361(4) 0.098(3) Uani 1 1 d . . . . .
O10 O 1.3836(7) 0.8505(4) 0.4234(3) 0.0451(12) Uani 1 1 d . . . . .
O19 O 0.6842(8) 0.9413(5) 0.5376(3) 0.0519(13) Uani 1 1 d G . . . .
H19C H 0.597908 0.896868 0.549136 0.078 Uiso 1 1 d G U . . .
H19D H 0.676123 1.003848 0.560352 0.078 Uiso 1 1 d G U . . .
O14 O 0.0251(7) 0.3772(4) 0.0342(3) 0.0544(13) Uani 1 1 d . . . . .
N2 N 0.8654(9) 0.7285(5) 0.5840(3) 0.0427(14) Uani 1 1 d . . . . .
O16 O 0.5468(7) 0.6619(4) 0.4869(3) 0.0471(12) Uani 1 1 d D . . . .
H16 H 0.4357(19) 0.653(5) 0.463(2) 0.071 Uiso 1 1 d D U . . .
C1 C 0.3299(8) 0.5989(5) 0.1284(3) 0.0292(13) Uani 1 1 d . . . . .
O17 O 0.4149(9) 0.3747(6) 0.0072(4) 0.081(2) Uani 1 1 d . . . . .
H17A H 0.370448 0.408243 -0.020859 0.122 Uiso 1 1 d R U . . .
H17B H 0.527742 0.415921 0.026535 0.122 Uiso 1 1 d R U . . .
N1 N 0.1068(9) 0.2286(5) 0.0966(4) 0.0568(19) Uani 1 1 d . . . . .
C21 C 0.130(4) 0.1392(13) 0.0352(12) 0.233(14) Uani 1 1 d . . . . .
H21A H 0.099068 0.154344 -0.010421 0.350 Uiso 1 1 calc R U . . .
H21B H 0.046855 0.071020 0.034673 0.350 Uiso 1 1 calc R U . . .
H21C H 0.258938 0.135060 0.042209 0.350 Uiso 1 1 calc R U . . .
C20 C 0.4075(15) 0.2394(9) 0.1681(7) 0.101(2) Uani 1 1 d . U . . .
C19 C 0.1924(15) 0.2073(10) 0.1577(7) 0.101(2) Uani 1 1 d . U . . .
H19A H 0.147960 0.130219 0.153042 0.121 Uiso 1 1 calc R U . . .
H19B H 0.154707 0.246856 0.200689 0.121 Uiso 1 1 calc R U . . .
C18 C -0.0790(15) 0.2254(10) 0.0767(8) 0.101(2) Uani 1 1 d D U . . .
H18A H -0.126535 0.250119 0.121016 0.121 Uiso 1 1 calc DR U . . .
H18B H -0.148794 0.149840 0.054134 0.121 Uiso 1 1 calc DR U . . .
C17 C -0.1252(15) 0.2873(9) 0.0278(7) 0.101(2) Uani 1 1 d D U . . .
H17C H -0.156220 0.240895 -0.022125 0.121 Uiso 1 1 calc DR U . . .
H17D H -0.235761 0.311670 0.038849 0.121 Uiso 1 1 calc R U . . .
C2 C 0.4583(8) 0.7075(5) 0.1736(3) 0.0271(13) Uani 1 1 d . . . . .
C7 C 0.5502(8) 0.7210(5) 0.2438(3) 0.0275(13) Uani 1 1 d . . . . .
H7 H 0.533915 0.661744 0.262822 0.033 Uiso 1 1 calc R U . . .
C6 C 0.6661(8) 0.8215(5) 0.2863(3) 0.0281(13) Uani 1 1 d . . . . .
C8 C 0.7628(9) 0.8373(5) 0.3638(3) 0.0297(14) Uani 1 1 d . . . . .
C25 C 1.1502(10) 0.8482(6) 0.5675(4) 0.0450(18) Uani 1 1 d . . . . .
H25A H 1.251062 0.914388 0.590332 0.054 Uiso 1 1 calc R U . . .
H25B H 1.207263 0.789150 0.551025 0.054 Uiso 1 1 calc R U . . .
C24 C 1.0268(12) 0.8231(7) 0.6218(4) 0.054(2) Uani 1 1 d . . . . .
H24A H 1.099818 0.807346 0.661283 0.065 Uiso 1 1 calc R U . . .
H24B H 0.981443 0.885527 0.642407 0.065 Uiso 1 1 calc R U . . .
C26 C 0.9171(18) 0.6237(8) 0.5817(8) 0.101(4) Uani 1 1 d . . . . .
H26A H 0.810931 0.563199 0.555417 0.151 Uiso 1 1 calc R U . . .
H26B H 0.949953 0.619665 0.630571 0.151 Uiso 1 1 calc R U . . .
H26C H 1.023280 0.621218 0.557508 0.151 Uiso 1 1 calc R U . . .
O18 O 0.8985(18) 0.5886(9) 0.4323(7) 0.146(4) Uani 1 1 d . . . . .
H18C H 1.016798 0.600181 0.408430 0.219 Uiso 1 1 d R U . . .
H18D H 0.807329 0.532109 0.387102 0.219 Uiso 1 1 d R U . . .
C22 C 0.5231(12) 0.6500(7) 0.5572(4) 0.0494(19) Uani 1 1 d D . . . .
H22A H 0.517230 0.575888 0.557975 0.059 Uiso 1 1 calc R U . . .
H22B H 0.406007 0.665658 0.568511 0.059 Uiso 1 1 calc R U . . .
C23 C 0.6910(13) 0.7290(7) 0.6130(4) 0.060(2) Uani 1 1 d . . . . .
H23A H 0.673614 0.801729 0.623858 0.072 Uiso 1 1 calc R U . . .
H23B H 0.699817 0.707843 0.657880 0.072 Uiso 1 1 calc R U . . .
C5 C 0.6911(9) 0.9095(6) 0.2579(3) 0.0370(15) Uani 1 1 d . . . . .
H5 H 0.767006 0.977640 0.285682 0.044 Uiso 1 1 calc R U . . .
C4 C 0.6010(10) 0.8943(6) 0.1873(4) 0.0390(16) Uani 1 1 d . . . . .
C3 C 0.4857(9) 0.7958(6) 0.1442(3) 0.0366(15) Uani 1 1 d . . . . .
H3 H 0.427421 0.788108 0.096845 0.044 Uiso 1 1 calc R U . . .
N3 N 0.6282(11) 0.9892(6) 0.1572(4) 0.063(2) Uani 1 1 d . . . . .
O6 O 0.7229(12) 1.0769(5) 0.1957(4) 0.092(3) Uani 1 1 d . . . . .
O12 O 1.2320(14) 1.0135(6) 0.2344(5) 0.105(3) Uani 1 1 d . . . . .
N4 N 1.1247(11) 0.9295(6) 0.1955(4) 0.0580(18) Uani 1 1 d . . . . .
C12 C 1.0943(10) 0.8314(6) 0.2204(4) 0.0368(15) Uani 1 1 d . . . . .
C11 C 0.9766(9) 0.7349(6) 0.1759(4) 0.0364(15) Uani 1 1 d . . . . .
H11 H 0.917348 0.730347 0.129316 0.044 Uiso 1 1 calc R U . . .
C10 C 0.9478(8) 0.6443(5) 0.2018(3) 0.0297(13) Uani 1 1 d . . . . .
C9 C 0.8125(10) 0.5382(6) 0.1552(4) 0.0384(16) Uani 1 1 d . . . . .
C16 C 1.2753(9) 0.7596(6) 0.3881(3) 0.0355(15) Uani 1 1 d . . . . .
C14 C 1.1620(9) 0.7513(5) 0.3154(3) 0.0304(13) Uani 1 1 d . . . . .
C15 C 1.0413(9) 0.6535(5) 0.2711(3) 0.0315(14) Uani 1 1 d . . . . .
H15 H 1.022511 0.592524 0.288330 0.038 Uiso 1 1 calc R U . . .
C13 C 1.1869(9) 0.8423(5) 0.2896(4) 0.0356(15) Uani 1 1 d . . . . .
H13 H 1.264465 0.909405 0.318433 0.043 Uiso 1 1 calc R U . . .
O13 O 0.4354(13) 0.3468(7) 0.1706(6) 0.0544(13) Uani 0.578(3) 1 d . . P . .
Cu1 Cu 0.2599(4) 0.3532(2) 0.07055(17) 0.0317(4) Uani 0.422(3) 1 d . . P . .
O15 O 0.4745(17) 0.3122(10) 0.1194(9) 0.0544(13) Uani 0.422(3) 1 d . . 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
Cu3 O1 1.990(4) . ?
Cu3 O14 1.927(5) . ?
Cu2 O2 1.829(5) . ?
Cu2 O14 1.941(5) . ?
Cu2 O17 2.343(7) . ?
Cu2 N1 1.933(6) . ?
Cu2 O13 1.997(9) . ?
Cu2 Cu1 0.644(2) . ?
Cu2 O15 2.102(13) . ?
Cu5 O3 1.995(4) . ?
Cu5 O20 1.939(5) . ?
Cu4 O20 1.917(5) . ?
Cu4 O4 1.918(4) . ?
Cu4 N2 2.009(6) . ?
Cu4 O16 1.973(5) . ?
Cu4 O18 2.422(10) . ?
O1 C1 1.248(7) . ?
O2 C1 1.243(8) . ?
O2 Cu1 2.259(5) . ?
O3 C8 1.242(8) . ?
O20 C25 1.423(8) . ?
O4 C8 1.260(8) . ?
O5 N3 1.210(9) . ?
O7 C9 1.260(8) . ?
O9 C16 1.267(8) . ?
O8 C9 1.252(9) . ?
O11 N4 1.227(9) . ?
O10 C16 1.249(8) . ?
O19 H19C 0.8497 . ?
O19 H19D 0.8505 . ?
O14 C17 1.391(10) . ?
O14 Cu1 1.912(6) . ?
N2 C24 1.470(10) . ?
N2 C26 1.506(11) . ?
N2 C23 1.461(11) . ?
O16 H16 0.861(10) . ?
O16 C22 1.425(9) . ?
C1 C2 1.504(8) . ?
O17 H17A 0.8566 . ?
O17 H17B 0.8625 . ?
O17 Cu1 1.797(7) . ?
N1 C21 1.505(18) . ?
N1 C19 1.386(11) . ?
N1 C18 1.366(12) . ?
N1 Cu1 1.975(7) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 C19 1.520(15) . ?
C20 O13 1.367(13) . ?
C20 O15 1.540(16) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C17 1.447(12) . ?
C17 H17C 0.9700 . ?
C17 H17D 0.9700 . ?
C2 C7 1.386(8) . ?
C2 C3 1.398(9) . ?
C7 H7 0.9300 . ?
C7 C6 1.388(8) . ?
C6 C8 1.515(8) . ?
C6 C5 1.383(9) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C24 1.512(12) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
O18 H18C 1.0318 . ?
O18 H18D 1.0352 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C23 1.518(11) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C5 H5 0.9300 . ?
C5 C4 1.383(9) . ?
C4 C3 1.373(9) . ?
C4 N3 1.485(9) . ?
C3 H3 0.9300 . ?
N3 O6 1.205(9) . ?
O12 N4 1.207(10) . ?
N4 C12 1.464(9) . ?
C12 C11 1.371(10) . ?
C12 C13 1.378(9) . ?
C11 H11 0.9300 . ?
C11 C10 1.384(9) . ?
C10 C9 1.509(9) . ?
C10 C15 1.389(9) . ?
C16 C14 1.507(9) . ?
C14 C15 1.387(9) . ?
C14 C13 1.389(9) . ?
C15 H15 0.9300 . ?
C13 H13 0.9300 . ?
O13 Cu1 2.218(9) . ?
O13 O15 1.082(17) . ?
Cu1 O15 1.991(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
O1 Cu3 O1 180.0 2_565 . ?
O14 Cu3 O1 91.95(19) . . ?
O2 Cu2 O14 102.1(2) . . ?
O2 Cu2 O17 97.9(3) . . ?
O2 Cu2 N1 150.6(3) . . ?
O2 Cu2 O13 87.0(3) . . ?
O2 Cu2 O15 102.9(4) . . ?
O14 Cu2 O17 87.9(3) . . ?
O14 Cu2 O13 169.4(3) . . ?
O14 Cu2 O15 147.8(5) . . ?
N1 Cu2 O14 87.3(2) . . ?
N1 Cu2 O17 110.4(3) . . ?
N1 Cu2 O13 82.1(3) . . ?
N1 Cu2 O15 80.8(4) . . ?
O13 Cu2 O17 96.4(4) . . ?
O13 Cu2 O15 30.5(4) . . ?
Cu1 Cu2 O2 124.8(5) . . ?
Cu1 Cu2 O14 77.9(4) . . ?
Cu1 Cu2 O17 27.5(4) . . ?
Cu1 Cu2 N1 84.2(5) . . ?
Cu1 Cu2 O13 101.6(6) . . ?
Cu1 Cu2 O15 71.2(6) . . ?
O15 Cu2 O17 68.8(5) . . ?
O3 Cu5 O3 180.0 2_776 . ?
O20 Cu5 O3 89.00(19) . . ?
O20 Cu4 O4 97.0(2) . . ?
O20 Cu4 N2 88.7(2) . . ?
O20 Cu4 O16 164.2(2) . . ?
O20 Cu4 O18 101.5(3) . . ?
O4 Cu4 N2 174.0(2) . . ?
O4 Cu4 O16 91.8(2) . . ?
O4 Cu4 O18 88.4(3) . . ?
N2 Cu4 O18 88.7(4) . . ?
O16 Cu4 N2 83.1(2) . . ?
O16 Cu4 O18 91.8(3) . . ?
C1 O1 Cu3 138.4(4) . . ?
Cu2 O2 Cu1 13.53(11) . . ?
C1 O2 Cu2 126.9(4) . . ?
C1 O2 Cu1 118.0(4) . . ?
C8 O3 Cu5 133.3(4) . . ?
Cu4 O20 Cu5 112.5(2) . . ?
C25 O20 Cu5 123.9(4) . . ?
C25 O20 Cu4 107.1(4) . . ?
C8 O4 Cu4 126.7(4) . . ?
H19C O19 H19D 104.5 . . ?
Cu3 O14 Cu2 125.0(3) . . ?
C17 O14 Cu3 123.9(5) . . ?
C17 O14 Cu2 109.5(5) . . ?
C17 O14 Cu1 110.4(5) . . ?
Cu1 O14 Cu3 125.2(3) . . ?
Cu1 O14 Cu2 19.22(8) . . ?
C24 N2 Cu4 103.6(5) . . ?
C24 N2 C26 111.0(7) . . ?
C26 N2 Cu4 113.8(6) . . ?
C23 N2 Cu4 103.0(4) . . ?
C23 N2 C24 114.6(6) . . ?
C23 N2 C26 110.6(8) . . ?
Cu4 O16 H16 133(2) . . ?
C22 O16 Cu4 113.8(4) . . ?
C22 O16 H16 107.1(19) . . ?
O1 C1 C2 116.4(6) . . ?
O2 C1 O1 127.1(6) . . ?
O2 C1 C2 116.4(5) . . ?
Cu2 O17 H17A 108.4 . . ?
Cu2 O17 H17B 107.0 . . ?
H17A O17 H17B 104.0 . . ?
Cu1 O17 Cu2 9.52(12) . . ?
Cu1 O17 H17A 109.3 . . ?
Cu1 O17 H17B 115.3 . . ?
Cu2 N1 Cu1 18.92(9) . . ?
C21 N1 Cu2 116.5(11) . . ?
C21 N1 Cu1 97.8(11) . . ?
C19 N1 Cu2 105.5(6) . . ?
C19 N1 C21 102.2(12) . . ?
C19 N1 Cu1 114.4(6) . . ?
C18 N1 Cu2 103.5(6) . . ?
C18 N1 C21 101.5(12) . . ?
C18 N1 C19 128.5(9) . . ?
C18 N1 Cu1 106.8(5) . . ?
N1 C21 H21A 109.5 . . ?
N1 C21 H21B 109.5 . . ?
N1 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C20 O15 110.5(8) . . ?
O13 C20 C19 98.5(9) . . ?
O13 C20 O15 43.2(7) . . ?
N1 C19 C20 112.7(9) . . ?
N1 C19 H19A 109.1 . . ?
N1 C19 H19B 109.1 . . ?
C20 C19 H19A 109.1 . . ?
C20 C19 H19B 109.1 . . ?
H19A C19 H19B 107.8 . . ?
N1 C18 H18A 107.7 . . ?
N1 C18 H18B 107.7 . . ?
N1 C18 C17 118.5(9) . . ?
H18A C18 H18B 107.1 . . ?
C17 C18 H18A 107.7 . . ?
C17 C18 H18B 107.7 . . ?
O14 C17 C18 111.4(8) . . ?
O14 C17 H17C 109.3 . . ?
O14 C17 H17D 109.3 . . ?
C18 C17 H17C 109.3 . . ?
C18 C17 H17D 109.3 . . ?
H17C C17 H17D 108.0 . . ?
C7 C2 C1 120.9(6) . . ?
C7 C2 C3 119.6(5) . . ?
C3 C2 C1 119.5(5) . . ?
C2 C7 H7 119.4 . . ?
C2 C7 C6 121.2(6) . . ?
C6 C7 H7 119.4 . . ?
C7 C6 C8 121.4(6) . . ?
C5 C6 C7 119.4(5) . . ?
C5 C6 C8 119.3(5) . . ?
O3 C8 O4 127.8(6) . . ?
O3 C8 C6 116.7(6) . . ?
O4 C8 C6 115.5(5) . . ?
O20 C25 H25A 110.0 . . ?
O20 C25 H25B 110.0 . . ?
O20 C25 C24 108.7(6) . . ?
H25A C25 H25B 108.3 . . ?
C24 C25 H25A 110.0 . . ?
C24 C25 H25B 110.0 . . ?
N2 C24 C25 108.8(6) . . ?
N2 C24 H24A 109.9 . . ?
N2 C24 H24B 109.9 . . ?
C25 C24 H24A 109.9 . . ?
C25 C24 H24B 109.9 . . ?
H24A C24 H24B 108.3 . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Cu4 O18 H18C 116.5 . . ?
Cu4 O18 H18D 116.6 . . ?
H18C O18 H18D 96.8 . . ?
O16 C22 H22A 110.1 . . ?
O16 C22 H22B 110.1 . . ?
O16 C22 C23 108.2(6) . . ?
H22A C22 H22B 108.4 . . ?
C23 C22 H22A 110.1 . . ?
C23 C22 H22B 110.1 . . ?
N2 C23 C22 109.6(7) . . ?
N2 C23 H23A 109.7 . . ?
N2 C23 H23B 109.7 . . ?
C22 C23 H23A 109.7 . . ?
C22 C23 H23B 109.7 . . ?
H23A C23 H23B 108.2 . . ?
C6 C5 H5 120.6 . . ?
C6 C5 C4 118.8(6) . . ?
C4 C5 H5 120.6 . . ?
C5 C4 N3 118.4(6) . . ?
C3 C4 C5 123.0(6) . . ?
C3 C4 N3 118.6(6) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 C2 118.1(6) . . ?
C4 C3 H3 121.0 . . ?
O5 N3 C4 118.4(6) . . ?
O6 N3 O5 122.5(7) . . ?
O6 N3 C4 119.0(6) . . ?
O11 N4 C12 117.8(7) . . ?
O12 N4 O11 122.5(7) . . ?
O12 N4 C12 119.6(7) . . ?
C11 C12 N4 120.1(6) . . ?
C11 C12 C13 123.0(6) . . ?
C13 C12 N4 116.9(6) . . ?
C12 C11 H11 120.7 . . ?
C12 C11 C10 118.6(6) . . ?
C10 C11 H11 120.7 . . ?
C11 C10 C9 119.6(6) . . ?
C11 C10 C15 119.2(6) . . ?
C15 C10 C9 121.2(6) . . ?
O7 C9 C10 118.5(6) . . ?
O8 C9 O7 125.4(7) . . ?
O8 C9 C10 116.0(6) . . ?
O9 C16 C14 117.2(6) . . ?
O10 C16 O9 125.4(6) . . ?
O10 C16 C14 117.3(6) . . ?
C15 C14 C16 121.9(6) . . ?
C15 C14 C13 118.6(6) . . ?
C13 C14 C16 119.4(6) . . ?
C10 C15 H15 119.1 . . ?
C14 C15 C10 121.8(6) . . ?
C14 C15 H15 119.1 . . ?
C12 C13 C14 118.8(6) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 H13 120.6 . . ?
Cu2 O13 Cu1 16.51(11) . . ?
C20 O13 Cu2 114.2(7) . . ?
C20 O13 Cu1 107.2(7) . . ?
O15 O13 Cu2 80.2(8) . . ?
O15 O13 C20 77.0(11) . . ?
O15 O13 Cu1 63.7(8) . . ?
Cu2 Cu1 O2 41.7(4) . . ?
Cu2 Cu1 O14 82.9(5) . . ?
Cu2 Cu1 O17 143.0(5) . . ?
Cu2 Cu1 N1 76.8(5) . . ?
Cu2 Cu1 O13 61.9(5) . . ?
Cu2 Cu1 O15 91.0(6) . . ?
O14 Cu1 O2 88.9(2) . . ?
O14 Cu1 N1 86.9(3) . . ?
O14 Cu1 O13 143.2(4) . . ?
O14 Cu1 O15 168.9(5) . . ?
O17 Cu1 O2 101.9(3) . . ?
O17 Cu1 O14 107.3(3) . . ?
O17 Cu1 N1 137.7(4) . . ?
O17 Cu1 O13 107.3(4) . . ?
O17 Cu1 O15 83.2(5) . . ?
N1 Cu1 O2 118.4(3) . . ?
N1 Cu1 O13 75.8(3) . . ?
N1 Cu1 O15 82.7(4) . . ?
O13 Cu1 O2 72.1(3) . . ?
O15 Cu1 O2 92.7(5) . . ?
O15 Cu1 O13 29.1(5) . . ?
C20 O15 Cu2 101.6(9) . . ?
C20 O15 Cu1 111.5(8) . . ?
O13 O15 Cu2 69.4(9) . . ?
O13 O15 C20 59.8(10) . . ?
O13 O15 Cu1 87.2(10) . . ?
Cu1 O15 Cu2 17.83(13) . . ?

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
Cu3 O1 C1 O2 15.1(11) . . . . ?
Cu3 O1 C1 C2 -164.2(4) . . . . ?
Cu3 O14 C17 C18 -162.3(9) . . . . ?
Cu2 O2 C1 O1 15.4(10) . . . . ?
Cu2 O2 C1 C2 -165.2(4) . . . . ?
Cu2 O14 C17 C18 4.0(15) . . . . ?
Cu2 O17 Cu1 O2 8.8(8) . . . . ?
Cu2 O17 Cu1 O14 101.4(9) . . . . ?
Cu2 O17 Cu1 N1 -153.7(12) . . . . ?
Cu2 O17 Cu1 O13 -66.0(9) . . . . ?
Cu2 O17 Cu1 O15 -82.5(9) . . . . ?
Cu2 N1 C19 C20 -47.4(13) . . . . ?
Cu2 N1 C18 C17 34.6(15) . . . . ?
Cu2 O13 O15 C20 -117.9(6) . . . . ?
Cu2 O13 O15 Cu1 -0.9(3) . . . . ?
Cu5 O3 C8 O4 -10.4(11) . . . . ?
Cu5 O3 C8 C6 168.7(4) . . . . ?
Cu5 O20 C25 C24 92.1(7) . . . . ?
Cu4 O20 C25 C24 -41.5(6) . . . . ?
Cu4 O4 C8 O3 4.0(10) . . . . ?
Cu4 O4 C8 C6 -175.1(4) . . . . ?
Cu4 N2 C24 C25 -37.1(7) . . . . ?
Cu4 N2 C23 C22 50.6(7) . . . . ?
Cu4 O16 C22 C23 11.4(8) . . . . ?
O1 C1 C2 C7 167.8(6) . . . . ?
O1 C1 C2 C3 -12.4(9) . . . . ?
O2 Cu2 Cu1 O14 -96.4(4) . . . . ?
O2 Cu2 Cu1 O17 13.0(11) . . . . ?
O2 Cu2 Cu1 N1 175.2(4) . . . . ?
O2 Cu2 Cu1 O13 94.5(5) . . . . ?
O2 Cu2 Cu1 O15 92.9(5) . . . . ?
O2 C1 C2 C7 -11.7(9) . . . . ?
O2 C1 C2 C3 168.1(6) . . . . ?
O20 C25 C24 N2 54.3(8) . . . . ?
O9 C16 C14 C15 1.1(9) . . . . ?
O9 C16 C14 C13 -175.1(6) . . . . ?
O11 N4 C12 C11 4.0(12) . . . . ?
O11 N4 C12 C13 -175.2(8) . . . . ?
O10 C16 C14 C15 178.3(6) . . . . ?
O10 C16 C14 C13 2.2(9) . . . . ?
O14 Cu2 O2 C1 -31.4(7) . . . . ?
O14 Cu2 O2 Cu1 -83.5(6) . . . . ?
O14 Cu2 Cu1 O2 96.4(4) . . . . ?
O14 Cu2 Cu1 O17 109.4(8) . . . . ?
O14 Cu2 Cu1 N1 -88.5(2) . . . . ?
O14 Cu2 Cu1 O13 -169.2(3) . . . . ?
O14 Cu2 Cu1 O15 -170.7(4) . . . . ?
O16 C22 C23 N2 -41.9(9) . . . . ?
C1 C2 C7 C6 -178.8(6) . . . . ?
C1 C2 C3 C4 178.9(6) . . . . ?
O17 Cu2 O2 C1 58.2(6) . . . . ?
O17 Cu2 O2 Cu1 6.0(5) . . . . ?
O17 Cu2 Cu1 O2 -13.0(11) . . . . ?
O17 Cu2 Cu1 O14 -109.4(8) . . . . ?
O17 Cu2 Cu1 N1 162.1(8) . . . . ?
O17 Cu2 Cu1 O13 81.4(9) . . . . ?
O17 Cu2 Cu1 O15 79.9(9) . . . . ?
N1 Cu2 O2 C1 -137.7(6) . . . . ?
N1 Cu2 O2 Cu1 170.2(9) . . . . ?
N1 Cu2 Cu1 O2 -175.2(5) . . . . ?
N1 Cu2 Cu1 O14 88.5(2) . . . . ?
N1 Cu2 Cu1 O17 -162.1(8) . . . . ?
N1 Cu2 Cu1 O13 -80.7(3) . . . . ?
N1 Cu2 Cu1 O15 -82.3(4) . . . . ?
N1 C18 C17 O14 -27.4(19) . . . . ?
C21 N1 C19 C20 74.9(15) . . . . ?
C21 N1 C18 C17 -86.6(16) . . . . ?
C20 O13 O15 Cu2 117.9(6) . . . . ?
C20 O13 O15 Cu1 117.0(6) . . . . ?
C19 N1 C18 C17 157.5(13) . . . . ?
C19 C20 O13 Cu2 -38.2(13) . . . . ?
C19 C20 O13 Cu1 -54.2(11) . . . . ?
C19 C20 O13 O15 -111.0(12) . . . . ?
C19 C20 O15 Cu2 22.7(14) . . . . ?
C19 C20 O15 O13 80.4(13) . . . . ?
C19 C20 O15 Cu1 7.3(16) . . . . ?
C18 N1 C19 C20 -169.5(12) . . . . ?
C2 C7 C6 C8 178.4(5) . . . . ?
C2 C7 C6 C5 -0.4(9) . . . . ?
C7 C2 C3 C4 -1.3(10) . . . . ?
C7 C6 C8 O3 176.2(6) . . . . ?
C7 C6 C8 O4 -4.6(9) . . . . ?
C7 C6 C5 C4 -0.7(10) . . . . ?
C6 C5 C4 C3 0.8(11) . . . . ?
C6 C5 C4 N3 179.9(7) . . . . ?
C8 C6 C5 C4 -179.5(6) . . . . ?
C24 N2 C23 C22 162.3(6) . . . . ?
C26 N2 C24 C25 85.4(9) . . . . ?
C26 N2 C23 C22 -71.3(9) . . . . ?
C23 N2 C24 C25 -148.5(7) . . . . ?
C5 C6 C8 O3 -5.0(9) . . . . ?
C5 C6 C8 O4 174.2(6) . . . . ?
C5 C4 C3 C2 0.2(11) . . . . ?
C5 C4 N3 O5 179.1(9) . . . . ?
C5 C4 N3 O6 -2.1(13) . . . . ?
C3 C2 C7 C6 1.4(9) . . . . ?
C3 C4 N3 O5 -1.8(13) . . . . ?
C3 C4 N3 O6 177.0(9) . . . . ?
N3 C4 C3 C2 -178.8(7) . . . . ?
O12 N4 C12 C11 -178.3(9) . . . . ?
O12 N4 C12 C13 2.5(12) . . . . ?
N4 C12 C11 C10 -178.6(6) . . . . ?
N4 C12 C13 C14 180.0(6) . . . . ?
C12 C11 C10 C9 177.4(6) . . . . ?
C12 C11 C10 C15 -1.2(9) . . . . ?
C11 C12 C13 C14 0.8(10) . . . . ?
C11 C10 C9 O7 12.0(10) . . . . ?
C11 C10 C9 O8 -167.9(6) . . . . ?
C11 C10 C15 C14 0.4(9) . . . . ?
C9 C10 C15 C14 -178.2(6) . . . . ?
C16 C14 C15 C10 -175.2(6) . . . . ?
C16 C14 C13 C12 174.7(6) . . . . ?
C15 C10 C9 O7 -169.5(6) . . . . ?
C15 C10 C9 O8 10.6(10) . . . . ?
C15 C14 C13 C12 -1.6(9) . . . . ?
C13 C12 C11 C10 0.6(10) . . . . ?
C13 C14 C15 C10 1.0(10) . . . . ?
O13 Cu2 O2 C1 154.2(7) . . . . ?
O13 Cu2 O2 Cu1 102.1(7) . . . . ?
O13 Cu2 Cu1 O2 -94.5(5) . . . . ?
O13 Cu2 Cu1 O14 169.2(3) . . . . ?
O13 Cu2 Cu1 O17 -81.4(9) . . . . ?
O13 Cu2 Cu1 N1 80.7(3) . . . . ?
O13 Cu2 Cu1 O15 -1.6(5) . . . . ?
O13 C20 C19 N1 56.8(15) . . . . ?
O13 C20 O15 Cu2 -57.6(8) . . . . ?
O13 C20 O15 Cu1 -73.1(10) . . . . ?
Cu1 Cu2 O2 C1 52.1(9) . . . . ?
Cu1 O2 C1 O1 27.5(9) . . . . ?
Cu1 O2 C1 C2 -153.1(4) . . . . ?
Cu1 O14 C17 C18 24.5(14) . . . . ?
Cu1 N1 C19 C20 -29.6(14) . . . . ?
Cu1 N1 C18 C17 15.3(15) . . . . ?
Cu1 O13 O15 Cu2 0.9(3) . . . . ?
Cu1 O13 O15 C20 -117.0(6) . . . . ?
O15 Cu2 O2 C1 128.1(7) . . . . ?
O15 Cu2 O2 Cu1 75.9(7) . . . . ?
O15 Cu2 Cu1 O2 -92.9(5) . . . . ?
O15 Cu2 Cu1 O14 170.7(4) . . . . ?
O15 Cu2 Cu1 O17 -79.9(9) . . . . ?
O15 Cu2 Cu1 N1 82.3(4) . . . . ?
O15 Cu2 Cu1 O13 1.6(5) . . . . ?
O15 C20 C19 N1 13.8(17) . . . . ?
O15 C20 O13 Cu2 72.8(10) . . . . ?
O15 C20 O13 Cu1 56.8(8) . . . . ?

_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'



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