# Supplementary Information (SI) for Nanoscale.
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1590016'
loop_
_audit_author_name
_audit_author_address
'Maciej Hodorowicz' 'Faculty of Chemistry, Jagiellonian University'
_audit_update_record             
;
2017-12-08 deposited with the CCDC.	2024-09-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H44 Cu2 N14 O8'
_chemical_formula_weight         975.97

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   15.4569(4)
_cell_length_b                   8.0238(2)
_cell_length_c                   17.5833(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.358(3)
_cell_angle_gamma                90
_cell_volume                     2178.89(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    2408
_cell_measurement_theta_min      3.4300
_cell_measurement_theta_max      26.8050

_exptl_crystal_description       prism
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_F_000             1008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.045
_shelx_estimated_absorpt_T_min   0.818
_shelx_estimated_absorpt_T_max   0.903
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83135
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41r (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      130.00(10)
_diffrn_measurement_method       'ω scans'
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.3756
_diffrn_reflns_number            8691
_diffrn_reflns_av_unetI/netI     0.0766
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.067
_diffrn_reflns_theta_max         28.600
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.892
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.892
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4961
_reflns_number_gt                3282
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0362P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4961
_refine_ls_number_parameters     301
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1009
_refine_ls_wR_factor_gt          0.0866
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.04602(2) 0.32637(4) 0.15288(2) 0.02839(12) Uani 1 1 d . . . . .
N1 N 0.13002(15) 0.1438(3) 0.12546(12) 0.0248(5) Uani 1 1 d . . . . .
N9 N -0.13529(16) 0.3497(3) 0.12839(14) 0.0275(6) Uani 1 1 d . . . . .
N55 N 0.21151(17) 0.2104(3) 0.12062(15) 0.0294(6) Uani 1 1 d . . . . .
N5 N -0.03838(16) 0.3936(3) 0.23008(13) 0.0272(6) Uani 1 1 d . . . . .
N2 N 0.15627(15) 0.4626(3) 0.15804(12) 0.0254(6) Uani 1 1 d . . . . .
N3 N -0.06582(15) 0.3138(3) 0.08446(12) 0.0227(5) Uani 1 1 d . . . . .
C11 C 0.11994(18) -0.0017(3) 0.09459(14) 0.0233(6) Uani 1 1 d . . . . .
H11 H 0.167839 -0.051386 0.071138 0.028 Uiso 1 1 calc R U . . .
C8 C -0.11972(19) 0.4065(3) 0.20144(16) 0.0256(6) Uani 1 1 d . . . . .
C23 C -0.06072(19) -0.2910(3) 0.03456(15) 0.0261(7) Uani 1 1 d . . . . .
H23 H -0.073746 -0.372204 -0.003550 0.031 Uiso 1 1 calc R U . . .
C95 C 0.03856(18) -0.0922(3) 0.09424(15) 0.0225(6) Uani 1 1 d . . . . .
C27 C 0.3101(2) 0.4367(4) 0.14512(16) 0.0318(7) Uani 1 1 d . . . . .
H27 H 0.358014 0.369270 0.132580 0.038 Uiso 1 1 calc R U . . .
C21 C 0.22578(19) 0.3731(3) 0.14126(15) 0.0262(7) Uani 1 1 d . . . . .
C32 C 0.3217(2) 0.5991(4) 0.16752(16) 0.0354(8) Uani 1 1 d . . . . .
H32 H 0.377989 0.646621 0.170199 0.042 Uiso 1 1 calc R U . . .
C18 C 0.1701(2) 0.6217(3) 0.18173(15) 0.0300(7) Uani 1 1 d . . . . .
H18 H 0.121652 0.685986 0.195803 0.036 Uiso 1 1 calc R U . . .
C17 C -0.08557(18) 0.2560(3) 0.01762(15) 0.0245(6) Uani 1 1 d . . . . .
H17 H -0.144933 0.239827 0.003371 0.029 Uiso 1 1 calc R U . . .
C28 C -0.0223(2) 0.4514(4) 0.30147(16) 0.0349(8) Uani 1 1 d . . . . .
H28 H 0.035245 0.445066 0.322318 0.042 Uiso 1 1 calc R U . . .
C35 C -0.1874(2) 0.4715(4) 0.24253(17) 0.0346(7) Uani 1 1 d . . . . .
H35 H -0.244683 0.476207 0.220888 0.042 Uiso 1 1 calc R U . . .
C25 C -0.0848(2) 0.5190(4) 0.34552(17) 0.0416(8) Uani 1 1 d . . . . .
H25 H -0.070829 0.558206 0.395496 0.050 Uiso 1 1 calc R U . . .
C77 C -0.1689(2) 0.5283(4) 0.31506(17) 0.0405(8) Uani 1 1 d . . . . .
H77 H -0.213591 0.573814 0.344272 0.049 Uiso 1 1 calc R U . . .
C14 C 0.2501(2) 0.6939(4) 0.18633(16) 0.0327(8) Uani 1 1 d . . . . .
H14 H 0.256898 0.806568 0.202058 0.039 Uiso 1 1 calc R U . . .
C22 C -0.0235(2) -0.0596(3) 0.14755(16) 0.0286(7) Uani 1 1 d . . . . .
H22 H -0.010727 0.017885 0.187283 0.034 Uiso 1 1 calc R U . . .
C10 C 0.02026(18) -0.2141(3) 0.03727(15) 0.0221(6) Uani 1 1 d . . . . .
C20 C -0.1033(2) -0.1377(4) 0.14385(17) 0.0335(7) Uani 1 1 d . . . . .
H20 H -0.144837 -0.113540 0.180625 0.040 Uiso 1 1 calc R U . . .
C12 C -0.1223(2) -0.2512(4) 0.08637(17) 0.0335(7) Uani 1 1 d . . . . .
H12 H -0.177886 -0.301933 0.082499 0.040 Uiso 1 1 calc R U . . .
O63 O 0.21656(16) 0.4127(3) 0.50661(12) 0.0539(7) Uani 1 1 d . . . . .
O62 O 0.09255(17) 0.3093(3) 0.47079(13) 0.0532(7) Uani 1 1 d . . . . .
O61 O 0.14249(15) 0.5243(3) 0.41308(13) 0.0505(6) Uani 1 1 d . . . . .
N60 N 0.15082(16) 0.4191(3) 0.46303(13) 0.0284(6) Uani 1 1 d . . . . .
O72 O 0.69837(17) 0.4296(4) 0.06599(15) 0.0528(7) Uani 1 1 d . . . . .
C70 C 0.5607(3) 0.5167(5) 0.1129(3) 0.0750(13) Uani 1 1 d . . . . .
H05A H 0.519987 0.610406 0.112129 0.113 Uiso 1 1 calc R U . . .
H05B H 0.531820 0.418002 0.090952 0.113 Uiso 1 1 calc R U . . .
H05C H 0.580204 0.493136 0.165518 0.113 Uiso 1 1 calc R U . . .
C71 C 0.6355(2) 0.5594(5) 0.0681(2) 0.0571(10) Uani 1 1 d . . . . .
H06A H 0.614993 0.585658 0.015345 0.069 Uiso 1 1 calc R U . . .
H06B H 0.663339 0.660734 0.089853 0.069 Uiso 1 1 calc R U . . .
H10W H 0.686(2) 0.348(4) 0.0470(19) 0.043(12) Uiso 1 1 d . . . . .
H9N H -0.184(2) 0.371(4) 0.1067(16) 0.039(10) Uiso 1 1 d . . . . .
H55N H 0.249(2) 0.160(4) 0.1065(18) 0.037(10) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N5 1.995(2) . ?
Cu1 N2 2.023(2) . ?
Cu1 N1 2.029(2) . ?
Cu1 N3 2.068(2) . ?
N1 C11 1.294(3) . ?
N1 N55 1.374(3) . ?
N9 C8 1.375(3) . ?
N9 N3 1.379(3) . ?
N9 H9N 0.85(3) . ?
N55 C21 1.371(4) . ?
N55 H55N 0.75(3) . ?
N5 C8 1.339(4) . ?
N5 C28 1.352(3) . ?
N2 C21 1.335(3) . ?
N2 C18 1.357(3) . ?
N3 C17 1.289(3) . ?
C11 C95 1.452(4) . ?
C11 H11 0.9500 . ?
C8 C35 1.397(4) . ?
C23 C12 1.382(4) . ?
C23 C10 1.395(4) . ?
C23 H23 0.9500 . ?
C95 C22 1.393(4) . ?
C95 C10 1.420(4) . ?
C27 C32 1.371(4) . ?
C27 C21 1.399(4) . ?
C27 H27 0.9500 . ?
C32 C14 1.393(4) . ?
C32 H32 0.9500 . ?
C18 C14 1.366(4) . ?
C18 H18 0.9500 . ?
C17 C10 1.464(4) 3 ?
C17 H17 0.9500 . ?
C28 C25 1.374(4) . ?
C28 H28 0.9500 . ?
C35 C77 1.373(4) . ?
C35 H35 0.9500 . ?
C25 C77 1.388(4) . ?
C25 H25 0.9500 . ?
C77 H77 0.9500 . ?
C14 H14 0.9500 . ?
C22 C20 1.382(4) . ?
C22 H22 0.9500 . ?
C20 C12 1.383(4) . ?
C20 H20 0.9500 . ?
C12 H12 0.9500 . ?
O63 N60 1.248(3) . ?
O62 N60 1.271(3) . ?
O61 N60 1.221(3) . ?
O72 C71 1.426(4) . ?
O72 H10W 0.75(3) . ?
C70 C71 1.467(5) . ?
C70 H05A 0.9800 . ?
C70 H05B 0.9800 . ?
C70 H05C 0.9800 . ?
C71 H06A 0.9900 . ?
C71 H06B 0.9900 . ?

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
N5 Cu1 N2 113.36(10) . . ?
N5 Cu1 N1 143.08(9) . . ?
N2 Cu1 N1 81.64(9) . . ?
N5 Cu1 N3 81.64(9) . . ?
N2 Cu1 N3 137.30(8) . . ?
N1 Cu1 N3 110.77(9) . . ?
C11 N1 N55 114.8(2) . . ?
C11 N1 Cu1 133.1(2) . . ?
N55 N1 Cu1 109.33(17) . . ?
C8 N9 N3 118.8(2) . . ?
C8 N9 H9N 118(2) . . ?
N3 N9 H9N 119(2) . . ?
C21 N55 N1 119.5(3) . . ?
C21 N55 H55N 119(2) . . ?
N1 N55 H55N 122(2) . . ?
C8 N5 C28 117.1(3) . . ?
C8 N5 Cu1 113.28(18) . . ?
C28 N5 Cu1 128.7(2) . . ?
C21 N2 C18 117.1(3) . . ?
C21 N2 Cu1 112.55(18) . . ?
C18 N2 Cu1 130.0(2) . . ?
C17 N3 N9 115.2(2) . . ?
C17 N3 Cu1 135.17(19) . . ?
N9 N3 Cu1 108.40(16) . . ?
N1 C11 C95 122.8(3) . . ?
N1 C11 H11 118.6 . . ?
C95 C11 H11 118.6 . . ?
N5 C8 N9 116.8(3) . . ?
N5 C8 C35 123.1(3) . . ?
N9 C8 C35 120.1(3) . . ?
C12 C23 C10 121.1(3) . . ?
C12 C23 H23 119.4 . . ?
C10 C23 H23 119.4 . . ?
C22 C95 C10 118.8(3) . . ?
C22 C95 C11 121.6(3) . . ?
C10 C95 C11 119.7(2) . . ?
C32 C27 C21 118.1(3) . . ?
C32 C27 H27 121.0 . . ?
C21 C27 H27 121.0 . . ?
N2 C21 N55 116.7(3) . . ?
N2 C21 C27 123.4(3) . . ?
N55 C21 C27 120.0(3) . . ?
C27 C32 C14 119.5(3) . . ?
C27 C32 H32 120.3 . . ?
C14 C32 H32 120.3 . . ?
N2 C18 C14 123.2(3) . . ?
N2 C18 H18 118.4 . . ?
C14 C18 H18 118.4 . . ?
N3 C17 C10 122.7(3) . 3 ?
N3 C17 H17 118.7 . . ?
C10 C17 H17 118.7 3 . ?
N5 C28 C25 123.5(3) . . ?
N5 C28 H28 118.2 . . ?
C25 C28 H28 118.2 . . ?
C77 C35 C8 118.2(3) . . ?
C77 C35 H35 120.9 . . ?
C8 C35 H35 120.9 . . ?
C28 C25 C77 118.2(3) . . ?
C28 C25 H25 120.9 . . ?
C77 C25 H25 120.9 . . ?
C35 C77 C25 119.7(3) . . ?
C35 C77 H77 120.1 . . ?
C25 C77 H77 120.1 . . ?
C18 C14 C32 118.7(3) . . ?
C18 C14 H14 120.6 . . ?
C32 C14 H14 120.6 . . ?
C20 C22 C95 121.4(3) . . ?
C20 C22 H22 119.3 . . ?
C95 C22 H22 119.3 . . ?
C23 C10 C95 118.8(3) . . ?
C23 C10 C17 121.2(3) . 3 ?
C95 C10 C17 120.0(2) . 3 ?
C22 C20 C12 119.7(3) . . ?
C22 C20 H20 120.1 . . ?
C12 C20 H20 120.1 . . ?
C23 C12 C20 120.1(3) . . ?
C23 C12 H12 119.9 . . ?
C20 C12 H12 119.9 . . ?
O61 N60 O63 121.9(3) . . ?
O61 N60 O62 120.1(3) . . ?
O63 N60 O62 117.9(3) . . ?
C71 O72 H10W 119(3) . . ?
C71 C70 H05A 109.5 . . ?
C71 C70 H05B 109.5 . . ?
H05A C70 H05B 109.5 . . ?
C71 C70 H05C 109.5 . . ?
H05A C70 H05C 109.5 . . ?
H05B C70 H05C 109.5 . . ?
O72 C71 C70 113.4(3) . . ?
O72 C71 H06A 108.9 . . ?
C70 C71 H06A 108.9 . . ?
O72 C71 H06B 108.9 . . ?
C70 C71 H06B 108.9 . . ?
H06A C71 H06B 107.7 . . ?

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
C11 N1 N55 C21 170.4(2) . . . . ?
Cu1 N1 N55 C21 6.5(3) . . . . ?
C8 N9 N3 C17 177.8(2) . . . . ?
C8 N9 N3 Cu1 8.6(3) . . . . ?
N55 N1 C11 C95 179.8(2) . . . . ?
Cu1 N1 C11 C95 -21.3(4) . . . . ?
C28 N5 C8 N9 179.1(2) . . . . ?
Cu1 N5 C8 N9 9.2(3) . . . . ?
C28 N5 C8 C35 -2.0(4) . . . . ?
Cu1 N5 C8 C35 -171.8(2) . . . . ?
N3 N9 C8 N5 -12.3(4) . . . . ?
N3 N9 C8 C35 168.7(2) . . . . ?
N1 C11 C95 C22 -22.6(4) . . . . ?
N1 C11 C95 C10 155.8(2) . . . . ?
C18 N2 C21 N55 177.2(2) . . . . ?
Cu1 N2 C21 N55 2.7(3) . . . . ?
C18 N2 C21 C27 -1.7(4) . . . . ?
Cu1 N2 C21 C27 -176.2(2) . . . . ?
N1 N55 C21 N2 -6.4(4) . . . . ?
N1 N55 C21 C27 172.5(2) . . . . ?
C32 C27 C21 N2 0.2(4) . . . . ?
C32 C27 C21 N55 -178.7(3) . . . . ?
C21 C27 C32 C14 0.7(4) . . . . ?
C21 N2 C18 C14 2.4(4) . . . . ?
Cu1 N2 C18 C14 175.8(2) . . . . ?
N9 N3 C17 C10 178.8(2) . . . 3 ?
Cu1 N3 C17 C10 -15.8(4) . . . 3 ?
C8 N5 C28 C25 1.1(4) . . . . ?
Cu1 N5 C28 C25 169.2(2) . . . . ?
N5 C8 C35 C77 1.6(5) . . . . ?
N9 C8 C35 C77 -179.4(3) . . . . ?
N5 C28 C25 C77 0.0(5) . . . . ?
C8 C35 C77 C25 -0.4(5) . . . . ?
C28 C25 C77 C35 -0.3(5) . . . . ?
N2 C18 C14 C32 -1.5(4) . . . . ?
C27 C32 C14 C18 -0.1(4) . . . . ?
C10 C95 C22 C20 -2.9(4) . . . . ?
C11 C95 C22 C20 175.4(3) . . . . ?
C12 C23 C10 C95 -0.4(4) . . . . ?
C12 C23 C10 C17 -179.9(2) . . . 3 ?
C22 C95 C10 C23 3.0(4) . . . . ?
C11 C95 C10 C23 -175.4(2) . . . . ?
C22 C95 C10 C17 -177.5(2) . . . 3 ?
C11 C95 C10 C17 4.1(4) . . . 3 ?
C95 C22 C20 C12 0.2(4) . . . . ?
C10 C23 C12 C20 -2.3(4) . . . . ?
C22 C20 C12 C23 2.4(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C11 H11 O63 0.95 2.31 3.224(4) 160.7 2_545 yes
C17 H17 O63 0.95 2.47 3.343(4) 152.9 4_565 yes
C28 H28 O61 0.95 2.34 3.205(4) 151.0 . yes
C25 H25 O62 0.95 2.61 3.518(4) 159.0 3_566 yes
O72 H10W O63 0.75(3) 2.26(3) 2.956(4) 153(4) 4_665 yes
O72 H10W O62 0.75(3) 2.31(3) 2.988(4) 150(3) 4_665 yes
O72 H10W N60 0.75(3) 2.65(3) 3.396(4) 172(3) 4_665 yes
N9 H9N O72 0.85(3) 1.98(3) 2.827(4) 174(3) 1_455 yes
N55 H55N O61 0.75(3) 2.05(3) 2.790(3) 170(3) 2_545 yes

_refine_diff_density_max         0.406
_refine_diff_density_min         -0.395
_refine_diff_density_rms         0.075



####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2348643'
loop_
_audit_author_name
_audit_author_address
'Maciej Hodorowicz'
;Faculty of Chemistry, Jagiellonian University
Poland
;
_audit_update_record             
;
2024-04-16 deposited with the CCDC.	2024-09-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H16 Cu N8 O6'
_chemical_formula_weight         503.93

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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.9682(3)
_cell_length_b                   9.46470(10)
_cell_length_c                   23.1812(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3942.28(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    7277
_cell_measurement_theta_min      2.8638
_cell_measurement_theta_max      28.5482

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_F_000             2056
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.167
_shelx_estimated_absorpt_T_min   0.759
_shelx_estimated_absorpt_T_max   0.892
_exptl_absorpt_correction_T_min  0.78192
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.122a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      130.00(2)
_diffrn_measurement_method       'ω scans'
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            17137
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.001
_diffrn_reflns_theta_max         28.611
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.911
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.911
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4598
_reflns_number_gt                3738
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.122a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0308P)²+3.7583P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4598
_refine_ls_number_parameters     337
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.0934
_refine_ls_wR_factor_gt          0.0866
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.02073(2) 0.90096(3) 0.36206(2) 0.02949(10) Uani 1 1 d . . . . .
N3 N 0.12941(12) 0.9671(2) 0.44271(10) 0.0321(5) Uani 1 1 d . . . . .
N2 N 0.10907(11) 0.8537(2) 0.40931(9) 0.0269(4) Uani 1 1 d . . . . .
N4 N 0.01424(12) 1.0615(2) 0.42362(10) 0.0352(5) Uani 1 1 d . . . . .
N5 N -0.02518(10) 0.7086(2) 0.36928(9) 0.0266(4) Uani 1 1 d . . . . .
N6 N -0.10096(12) 0.7285(2) 0.37314(10) 0.0329(5) Uani 1 1 d . . . . .
N7 N -0.07735(11) 0.9419(2) 0.32960(9) 0.0285(4) Uani 1 1 d . . . . .
C15 C 0.08444(14) 0.4077(2) 0.33517(11) 0.0308(5) Uani 1 1 d . . . . .
H15 H 0.040774 0.354725 0.327006 0.037 Uiso 1 1 calc R U . . .
C10 C -0.12848(13) 0.8486(3) 0.34800(10) 0.0291(5) Uani 1 1 d . . . . .
C13 C -0.22631(15) 0.9956(3) 0.31516(12) 0.0390(6) Uani 1 1 d . . . . .
H13 H -0.277820 1.015231 0.310555 0.047 Uiso 1 1 calc R U . . .
C17 C 0.21692(15) 0.4263(3) 0.33353(12) 0.0345(6) Uani 1 1 d . . . . .
H17 H 0.264202 0.390347 0.322529 0.041 Uiso 1 1 calc R U . . .
C7 C 0.14305(14) 0.6138(2) 0.37744(10) 0.0277(5) Uani 1 1 d . . . . .
C12 C -0.17371(15) 1.0909(3) 0.29402(12) 0.0369(6) Uani 1 1 d . . . . .
H12 H -0.188611 1.173956 0.274147 0.044 Uiso 1 1 calc R U . . .
C4 C 0.04550(15) 1.2971(3) 0.48946(11) 0.0355(6) Uani 1 1 d . . . . .
H4 H 0.056683 1.379936 0.510921 0.043 Uiso 1 1 calc R U . . .
C11 C -0.10029(14) 1.0612(3) 0.30270(11) 0.0323(6) Uani 1 1 d . . . . .
H11 H -0.063975 1.126531 0.289425 0.039 Uiso 1 1 calc R U . . .
C6 C 0.15053(13) 0.7437(2) 0.41156(11) 0.0298(5) Uani 1 1 d . . . . .
H6 H 0.190580 0.746545 0.438288 0.036 Uiso 1 1 calc R U . . .
C5 C 0.09843(14) 1.1945(3) 0.48282(11) 0.0310(5) Uani 1 1 d . . . . .
H5 H 0.146206 1.203682 0.499961 0.037 Uiso 1 1 calc R U . . .
C14 C -0.20462(14) 0.8742(3) 0.34242(12) 0.0360(6) Uani 1 1 d . . . . .
H14 H -0.240269 0.809419 0.357102 0.043 Uiso 1 1 calc R U . . .
C3 C -0.02480(15) 1.2807(3) 0.46486(12) 0.0361(6) Uani 1 1 d . . . . .
H3 H -0.062616 1.349371 0.470602 0.043 Uiso 1 1 calc R U . . .
C9 C -0.00036(14) 0.5820(2) 0.37086(10) 0.0291(5) Uani 1 1 d . . . . .
H9 H -0.035297 0.508897 0.378349 0.035 Uiso 1 1 calc R U . . .
C1 C 0.07993(14) 1.0757(2) 0.44998(11) 0.0297(5) Uani 1 1 d . . . . .
C16 C 0.15287(15) 0.3521(3) 0.32016(11) 0.0347(6) Uani 1 1 d . . . . .
H16 H 0.155893 0.263796 0.300835 0.042 Uiso 1 1 calc R U . . .
C18 C 0.21180(14) 0.5527(3) 0.36295(11) 0.0322(5) Uani 1 1 d . . . . .
H18 H 0.256290 0.600065 0.373755 0.039 Uiso 1 1 calc R U . . .
C2 C -0.03772(15) 1.1630(3) 0.43228(12) 0.0379(6) Uani 1 1 d . . . . .
H2 H -0.085256 1.151791 0.414921 0.045 Uiso 1 1 calc R U . . .
C8 C 0.07735(13) 0.5399(2) 0.36210(10) 0.0267(5) Uani 1 1 d . . . . .
O4 O 0.25721(12) 0.1390(2) 0.05331(10) 0.0513(5) Uani 1 1 d . . . . .
O5 O 0.16415(9) -0.00112(19) 0.07008(8) 0.0343(4) Uani 1 1 d . . . . .
O6 O 0.23607(11) -0.0354(2) -0.00310(8) 0.0485(5) Uani 1 1 d . . . . .
N8 N 0.21946(11) 0.0341(2) 0.04024(9) 0.0278(4) Uani 1 1 d . . . . .
N1A N 0.0926(5) 0.9739(13) 0.2705(4) 0.0139(17) Uani 0.649(6) 1 d . . P A 1
O1A O 0.0801(5) 0.8630(12) 0.2632(5) 0.095(4) Uani 0.649(6) 1 d . . P A 1
O2A O 0.07464(16) 1.0441(3) 0.31358(16) 0.0355(10) Uani 0.649(6) 1 d . . P A 1
O3A O 0.1108(2) 1.0648(5) 0.22705(16) 0.0613(14) Uani 0.649(6) 1 d . . P A 1
N1B N 0.0858(12) 0.955(3) 0.2580(7) 0.0139(17) Uani 0.351(6) 1 d . . P A 2
O1B O 0.0759(12) 0.8422(14) 0.2738(10) 0.101(8) Uani 0.351(6) 1 d . . P A 2
O2B O 0.0856(7) 1.0353(15) 0.2696(7) 0.078(4) Uani 0.351(6) 1 d . . P A 2
O3B O 0.1068(4) 0.9224(11) 0.2016(4) 0.086(4) Uani 0.351(6) 1 d . . P A 2
H3N H 0.1678(16) 0.966(3) 0.4602(13) 0.038(8) Uiso 1 1 d . . . . .
H6N H -0.1277(17) 0.663(3) 0.3827(13) 0.042(9) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N7 1.955(2) . ?
Cu1 N2 1.980(2) . ?
Cu1 N5 2.0056(19) . ?
Cu1 O2A 2.009(3) . ?
Cu1 N4 2.088(2) . ?
Cu1 O1B 2.34(2) . ?
N3 C1 1.370(3) . ?
N3 N2 1.373(3) . ?
N3 H3N 0.80(3) . ?
N2 C6 1.281(3) . ?
N4 C1 1.336(3) . ?
N4 C2 1.354(3) . ?
N5 C9 1.280(3) . ?
N5 N6 1.378(3) . ?
N6 C10 1.370(3) . ?
N6 H6N 0.81(3) . ?
N7 C10 1.344(3) . ?
N7 C11 1.354(3) . ?
C15 C16 1.382(4) . ?
C15 C8 1.404(3) . ?
C15 H15 0.9500 . ?
C10 C14 1.395(3) . ?
C13 C14 1.368(4) . ?
C13 C12 1.395(4) . ?
C13 H13 0.9500 . ?
C17 C18 1.381(4) . ?
C17 C16 1.383(4) . ?
C17 H17 0.9500 . ?
C7 C18 1.404(3) . ?
C7 C8 1.417(3) . ?
C7 C6 1.469(3) . ?
C12 C11 1.364(3) . ?
C12 H12 0.9500 . ?
C4 C5 1.368(4) . ?
C4 C3 1.395(4) . ?
C4 H4 0.9500 . ?
C11 H11 0.9500 . ?
C6 H6 0.9500 . ?
C5 C1 1.398(3) . ?
C5 H5 0.9500 . ?
C14 H14 0.9500 . ?
C3 C2 1.366(4) . ?
C3 H3 0.9500 . ?
C9 C8 1.466(3) . ?
C9 H9 0.9500 . ?
C16 H16 0.9500 . ?
C18 H18 0.9500 . ?
C2 H2 0.9500 . ?
O4 N8 1.240(3) . ?
O5 N8 1.256(2) . ?
O6 N8 1.237(3) . ?
N1A O1A 1.086(15) . ?
N1A O2A 1.242(9) . ?
N1A O3A 1.365(14) . ?
N1B O2B 0.80(3) . ?
N1B O1B 1.15(3) . ?
N1B O3B 1.40(2) . ?

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
N7 Cu1 N2 168.66(9) . . ?
N7 Cu1 N5 80.87(8) . . ?
N2 Cu1 N5 94.50(8) . . ?
N7 Cu1 O2A 94.91(10) . . ?
N2 Cu1 O2A 94.31(10) . . ?
N5 Cu1 O2A 148.99(11) . . ?
N7 Cu1 N4 93.92(8) . . ?
N2 Cu1 N4 80.28(8) . . ?
N5 Cu1 N4 125.49(9) . . ?
O2A Cu1 N4 85.32(12) . . ?
N7 Cu1 O1B 95.3(6) . . ?
N2 Cu1 O1B 95.2(6) . . ?
N5 Cu1 O1B 91.8(4) . . ?
N4 Cu1 O1B 142.6(4) . . ?
C1 N3 N2 118.9(2) . . ?
C1 N3 H3N 121(2) . . ?
N2 N3 H3N 120(2) . . ?
C6 N2 N3 117.2(2) . . ?
C6 N2 Cu1 132.25(17) . . ?
N3 N2 Cu1 110.42(15) . . ?
C1 N4 C2 118.0(2) . . ?
C1 N4 Cu1 109.65(17) . . ?
C2 N4 Cu1 130.98(18) . . ?
C9 N5 N6 118.1(2) . . ?
C9 N5 Cu1 135.19(17) . . ?
N6 N5 Cu1 106.74(14) . . ?
C10 N6 N5 116.3(2) . . ?
C10 N6 H6N 122(2) . . ?
N5 N6 H6N 120(2) . . ?
C10 N7 C11 119.1(2) . . ?
C10 N7 Cu1 111.33(16) . . ?
C11 N7 Cu1 128.09(17) . . ?
C16 C15 C8 122.1(2) . . ?
C16 C15 H15 118.9 . . ?
C8 C15 H15 118.9 . . ?
N7 C10 N6 115.7(2) . . ?
N7 C10 C14 121.8(2) . . ?
N6 C10 C14 122.5(2) . . ?
C14 C13 C12 120.8(2) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C18 C17 C16 119.7(2) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C18 C7 C8 118.0(2) . . ?
C18 C7 C6 113.1(2) . . ?
C8 C7 C6 128.6(2) . . ?
C11 C12 C13 118.1(3) . . ?
C11 C12 H12 121.0 . . ?
C13 C12 H12 121.0 . . ?
C5 C4 C3 120.3(2) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
N7 C11 C12 122.3(2) . . ?
N7 C11 H11 118.9 . . ?
C12 C11 H11 118.9 . . ?
N2 C6 C7 127.3(2) . . ?
N2 C6 H6 116.4 . . ?
C7 C6 H6 116.4 . . ?
C4 C5 C1 117.8(2) . . ?
C4 C5 H5 121.1 . . ?
C1 C5 H5 121.1 . . ?
C13 C14 C10 117.9(3) . . ?
C13 C14 H14 121.0 . . ?
C10 C14 H14 121.0 . . ?
C2 C3 C4 118.1(2) . . ?
C2 C3 H3 120.9 . . ?
C4 C3 H3 120.9 . . ?
N5 C9 C8 125.6(2) . . ?
N5 C9 H9 117.2 . . ?
C8 C9 H9 117.2 . . ?
N4 C1 N3 116.2(2) . . ?
N4 C1 C5 122.7(2) . . ?
N3 C1 C5 121.1(2) . . ?
C15 C16 C17 119.4(2) . . ?
C15 C16 H16 120.3 . . ?
C17 C16 H16 120.3 . . ?
C17 C18 C7 122.2(2) . . ?
C17 C18 H18 118.9 . . ?
C7 C18 H18 118.9 . . ?
N4 C2 C3 122.9(2) . . ?
N4 C2 H2 118.6 . . ?
C3 C2 H2 118.6 . . ?
C15 C8 C7 118.4(2) . . ?
C15 C8 C9 112.9(2) . . ?
C7 C8 C9 128.7(2) . . ?
O6 N8 O4 119.5(2) . . ?
O6 N8 O5 119.8(2) . . ?
O4 N8 O5 120.7(2) . . ?
O1A N1A O2A 126.1(12) . . ?
O1A N1A O3A 122.9(10) . . ?
O2A N1A O3A 108.6(9) . . ?
N1A O2A Cu1 102.3(6) . . ?
O2B N1B O1B 141(3) . . ?
O2B N1B O3B 122(3) . . ?
O1B N1B O3B 98(2) . . ?
N1B O1B Cu1 97.0(15) . . ?

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
C1 N3 N2 C6 -167.9(2) . . . . ?
C1 N3 N2 Cu1 15.5(3) . . . . ?
C9 N5 N6 C10 -153.4(2) . . . . ?
Cu1 N5 N6 C10 26.6(2) . . . . ?
C11 N7 C10 N6 178.0(2) . . . . ?
Cu1 N7 C10 N6 -14.8(3) . . . . ?
C11 N7 C10 C14 -2.9(4) . . . . ?
Cu1 N7 C10 C14 164.3(2) . . . . ?
N5 N6 C10 N7 -8.8(3) . . . . ?
N5 N6 C10 C14 172.1(2) . . . . ?
C14 C13 C12 C11 -1.7(4) . . . . ?
C10 N7 C11 C12 0.6(4) . . . . ?
Cu1 N7 C11 C12 -164.2(2) . . . . ?
C13 C12 C11 N7 1.7(4) . . . . ?
N3 N2 C6 C7 -175.9(2) . . . . ?
Cu1 N2 C6 C7 -0.2(4) . . . . ?
C18 C7 C6 N2 144.8(3) . . . . ?
C8 C7 C6 N2 -40.6(4) . . . . ?
C3 C4 C5 C1 1.2(4) . . . . ?
C12 C13 C14 C10 -0.4(4) . . . . ?
N7 C10 C14 C13 2.8(4) . . . . ?
N6 C10 C14 C13 -178.1(2) . . . . ?
C5 C4 C3 C2 -2.7(4) . . . . ?
N6 N5 C9 C8 174.1(2) . . . . ?
Cu1 N5 C9 C8 -5.9(4) . . . . ?
C2 N4 C1 N3 176.5(2) . . . . ?
Cu1 N4 C1 N3 -15.2(3) . . . . ?
C2 N4 C1 C5 -4.2(4) . . . . ?
Cu1 N4 C1 C5 164.2(2) . . . . ?
N2 N3 C1 N4 0.4(4) . . . . ?
N2 N3 C1 C5 -179.0(2) . . . . ?
C4 C5 C1 N4 2.4(4) . . . . ?
C4 C5 C1 N3 -178.3(2) . . . . ?
C8 C15 C16 C17 2.1(4) . . . . ?
C18 C17 C16 C15 1.7(4) . . . . ?
C16 C17 C18 C7 -3.4(4) . . . . ?
C8 C7 C18 C17 1.4(4) . . . . ?
C6 C7 C18 C17 176.6(2) . . . . ?
C1 N4 C2 C3 2.5(4) . . . . ?
Cu1 N4 C2 C3 -162.9(2) . . . . ?
C4 C3 C2 N4 0.9(4) . . . . ?
C16 C15 C8 C7 -4.0(4) . . . . ?
C16 C15 C8 C9 176.4(2) . . . . ?
C18 C7 C8 C15 2.2(3) . . . . ?
C6 C7 C8 C15 -172.1(2) . . . . ?
C18 C7 C8 C9 -178.3(2) . . . . ?
C6 C7 C8 C9 7.4(4) . . . . ?
N5 C9 C8 C15 -146.8(2) . . . . ?
N5 C9 C8 C7 33.7(4) . . . . ?
O1A N1A O2A Cu1 0.5(12) . . . . ?
O3A N1A O2A Cu1 163.0(5) . . . . ?
O2B N1B O1B Cu1 13(5) . . . . ?
O3B N1B O1B Cu1 -170.4(11) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C11 H11 O1A^a 0.95 2.57 3.260(9) 130.1 4 yes
C11 H11 O1B^b 0.95 2.52 3.226(17) 131.0 4 yes
C6 H6 O6 0.95 2.55 3.188(3) 124.6 8_566 yes
C3 H3 O5 0.95 2.49 3.345(3) 149.2 4_565 yes
C9 H9 O5 0.95 2.61 3.340(3) 134.2 4 yes
C9 H9 O3B^b 0.95 2.40 2.960(8) 117.4 4_545 yes
N3 H3N O6 0.80(3) 2.04(3) 2.800(3) 160(3) 2_565 yes
N6 H6N O5 0.81(3) 2.01(3) 2.783(3) 158(3) 4 yes

_refine_diff_density_max         0.485
_refine_diff_density_min         -0.805
_refine_diff_density_rms         0.062



