# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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_CCDC1528283
_database_code_depnum_ccdc_archive 'CCDC 1528283'
_audit_update_record             
;
2017-04-24 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H80 Cu4 N12 O14'
_chemical_formula_weight         1351.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   11.885(3)
_cell_length_b                   11.937(3)
_cell_length_c                   12.243(3)
_cell_angle_alpha                113.592(3)
_cell_angle_beta                 107.578(3)
_cell_angle_gamma                91.012(3)
_cell_volume                     1498.3(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2094
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      21.81

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_F_000             704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.472
_shelx_estimated_absorpt_T_min   0.757
_shelx_estimated_absorpt_T_max   0.809
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.757
_exptl_absorpt_correction_T_max  0.809
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10136
_diffrn_reflns_av_unetI/netI     0.0794
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.820
_diffrn_reflns_theta_max         24.797
_diffrn_reflns_theta_full        24.797
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             5068
_reflns_number_gt                3348
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger.
 There is good evidence that the bridging O species (O2) is not O2ï?1/2, but OHï?1/2;  
 the largest residual peak is in the perfect spot for a hydrogen atom, and the 
 electron density map agrees with this assessment. This could be the lone pair 
 as well, but the refinement improves somewhat with this hydrogen atom in place. 
 So, clearly it is a hydroxide.
;



_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0833P)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         5068
_refine_ls_number_parameters     378
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0859
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1492
_refine_ls_wR_factor_gt          0.1280
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_restrained_S_all      0.963
_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
C1 C 1.1269(4) 0.4371(4) 0.7526(5) 0.0316(11) Uani 1 1 d . . . . .
C2 C 1.2290(4) 0.5054(5) 0.8601(5) 0.0348(12) Uani 1 1 d . . . . .
C3 C 1.3128(4) 0.4429(5) 0.9089(5) 0.0406(13) Uani 1 1 d . . . . .
H3 H 1.3796 0.4894 0.9789 0.049 Uiso 1 1 calc R U . . .
C4 C 1.3023(5) 0.3153(5) 0.8589(5) 0.0423(13) Uani 1 1 d . . . . .
C5 C 1.2000(4) 0.2500(5) 0.7582(5) 0.0374(12) Uani 1 1 d . . . . .
H5 H 1.1887 0.1640 0.7244 0.045 Uiso 1 1 calc R U . . .
C6 C 1.1126(4) 0.3072(5) 0.7045(5) 0.0337(12) Uani 1 1 d . . . . .
C7 C 1.3982(5) 0.2556(6) 0.9198(7) 0.0657(19) Uani 1 1 d . . . . .
H7A H 1.4697 0.2708 0.9021 0.079 Uiso 1 1 calc R U . . .
H7B H 1.4169 0.2978 1.0108 0.079 Uiso 1 1 calc R U . . .
C8 C 1.3722(7) 0.1236(7) 0.8828(8) 0.105(3) Uani 1 1 d . . . . .
H8A H 1.2946 0.1040 0.8852 0.158 Uiso 1 1 calc R U . . .
H8B H 1.4314 0.1009 0.9401 0.158 Uiso 1 1 calc R U . . .
H8C H 1.3736 0.0786 0.7984 0.158 Uiso 1 1 calc R U . . .
C9 C 1.0028(4) 0.2271(4) 0.6081(5) 0.0349(12) Uani 1 1 d . . . . .
H9 H 0.9960 0.1440 0.5930 0.042 Uiso 1 1 calc R U . . .
C10 C 0.8054(4) 0.1653(4) 0.4650(5) 0.0368(12) Uani 1 1 d . . . . .
H10A H 0.8224 0.0853 0.4625 0.044 Uiso 1 1 calc R U . . .
H10B H 0.7785 0.1580 0.3790 0.044 Uiso 1 1 calc R U . . .
C11 C 0.7078(4) 0.2057(5) 0.5247(5) 0.0416(13) Uani 1 1 d . . . . .
H11A H 0.7264 0.1921 0.6008 0.050 Uiso 1 1 calc R U . . .
H11B H 0.7078 0.2936 0.5492 0.050 Uiso 1 1 calc R U . . .
C12 C 0.5856(4) 0.1369(5) 0.4369(5) 0.0446(14) Uani 1 1 d . . . . .
H12A H 0.5684 0.1477 0.3594 0.053 Uiso 1 1 calc R U . . .
H12B H 0.5848 0.0493 0.4152 0.053 Uiso 1 1 calc R U . . .
C13 C 0.4750(5) 0.3046(5) 0.5082(7) 0.0637(18) Uani 1 1 d . . . . .
H13A H 0.4582 0.3088 0.4275 0.076 Uiso 1 1 calc R U . . .
H13B H 0.5484 0.3609 0.5666 0.076 Uiso 1 1 calc R U . . .
C14 C 0.3749(6) 0.3441(6) 0.5578(7) 0.081(2) Uani 1 1 d . . . . .
H14A H 0.3941 0.3447 0.6409 0.097 Uiso 1 1 calc R U . . .
H14B H 0.3663 0.4278 0.5670 0.097 Uiso 1 1 calc R U . . .
C15 C 0.2789(5) 0.1435(7) 0.4635(7) 0.076(2) Uani 1 1 d . . . . .
H15A H 0.2042 0.0881 0.4084 0.092 Uiso 1 1 calc R U . . .
H15B H 0.2984 0.1418 0.5456 0.092 Uiso 1 1 calc R U . . .
C16 C 0.3762(5) 0.0991(5) 0.4092(6) 0.0554(16) Uani 1 1 d . . . . .
H16A H 0.3826 0.0149 0.3993 0.066 Uiso 1 1 calc R U . . .
H16B H 0.3561 0.0990 0.3263 0.066 Uiso 1 1 calc R U . . .
C17 C 1.2456(4) 0.6403(5) 0.9339(5) 0.0401(13) Uani 1 1 d . . . . .
H17 H 1.3122 0.6752 1.0072 0.048 Uiso 1 1 calc R U . . .
C18 C 1.1990(5) 0.8409(5) 1.0087(5) 0.0516(15) Uani 1 1 d . . . . .
H18A H 1.1930 0.9003 0.9724 0.062 Uiso 1 1 calc R U . . .
H18B H 1.2790 0.8580 1.0690 0.062 Uiso 1 1 calc R U . . .
C19 C 1.1084(5) 0.8550(5) 1.0765(5) 0.0568(16) Uani 1 1 d . . . . .
H19A H 1.1299 0.9364 1.1469 0.068 Uiso 1 1 calc R U . . .
H19B H 1.1156 0.7945 1.1116 0.068 Uiso 1 1 calc R U . . .
C20 C 0.9781(5) 0.8399(5) 0.9976(6) 0.0592(17) Uani 1 1 d . . . . .
H20A H 0.9322 0.8651 1.0545 0.071 Uiso 1 1 calc R U . . .
H20B H 0.9718 0.8968 0.9582 0.071 Uiso 1 1 calc R U . . .
C21 C 0.7965(5) 0.7214(5) 0.8336(6) 0.0547(16) Uani 1 1 d . . . . .
H21A H 0.7957 0.7732 0.7894 0.066 Uiso 1 1 calc R U . . .
H21B H 0.7592 0.7600 0.8971 0.066 Uiso 1 1 calc R U . . .
C22 C 0.7240(5) 0.5945(6) 0.7396(6) 0.0575(16) Uani 1 1 d . . . . .
H22A H 0.6420 0.6035 0.7029 0.069 Uiso 1 1 calc R U . . .
H22B H 0.7566 0.5587 0.6717 0.069 Uiso 1 1 calc R U . . .
C23 C 0.8462(5) 0.5023(5) 0.8553(6) 0.0522(15) Uani 1 1 d . . . . .
H23A H 0.8811 0.4661 0.7894 0.063 Uiso 1 1 calc R U . . .
H23B H 0.8470 0.4467 0.8954 0.063 Uiso 1 1 calc R U . . .
C24 C 0.9209(5) 0.6249(5) 0.9521(5) 0.0501(15) Uani 1 1 d . . . . .
H24A H 0.8896 0.6584 1.0214 0.060 Uiso 1 1 calc R U . . .
H24B H 1.0022 0.6125 0.9862 0.060 Uiso 1 1 calc R U . . .
C25 C 0.6835(5) 0.3492(6) 0.3130(6) 0.0521(15) Uani 1 1 d . . . . .
C26 C 1.0303(4) 0.9127(5) 0.7166(5) 0.0403(13) Uani 1 1 d . . . . .
Cu1 Cu 0.91832(5) 0.41987(5) 0.53292(5) 0.0313(2) Uani 1 1 d . . . . .
Cu2 Cu 1.04854(5) 0.67285(5) 0.74613(6) 0.0360(2) Uani 1 1 d . . . . .
N1 N 0.9145(3) 0.2591(4) 0.5420(4) 0.0311(9) Uani 1 1 d . . . . .
N2 N 0.4910(3) 0.1791(4) 0.4921(4) 0.0407(11) Uani 1 1 d . . . . .
N3 N 1.1776(4) 0.7142(4) 0.9074(4) 0.0378(10) Uani 1 1 d . . . . .
N4 N 0.9214(4) 0.7143(4) 0.8970(4) 0.0414(11) Uani 1 1 d . . . . .
N5 N 0.7787(4) 0.3759(4) 0.3843(4) 0.0469(12) Uani 1 1 d . . . . .
N6 N 1.0435(4) 0.8394(4) 0.7565(4) 0.0501(12) Uani 1 1 d . . . . .
O1 O 1.0451(3) 0.4932(3) 0.7030(3) 0.0322(8) Uani 1 1 d . . . . .
O2 O 0.9403(3) 0.5952(3) 0.5737(3) 0.0340(8) Uani 1 1 d D . . . .
O3 O 0.2650(4) 0.2644(5) 0.4765(5) 0.0736(13) Uani 1 1 d . . . . .
O4 O 0.7261(3) 0.5141(4) 0.7999(4) 0.0565(11) Uani 1 1 d . . . . .
O5 O 0.5850(4) 0.3224(6) 0.2373(5) 0.111(2) Uani 1 1 d . . . . .
O6 O 1.0168(4) 0.9910(4) 0.6789(4) 0.0636(12) Uani 1 1 d . . . . .
O7 O 0.6019(7) 0.2816(8) 0.7684(7) 0.152(3) Uani 1 1 d G . . . .
H7C H 0.5903 0.2329 0.8004 0.228 Uiso 1 1 d G U . . .
H7D H 0.5608 0.2499 0.6901 0.228 Uiso 1 1 d G U . . .
H2 H 0.892(4) 0.638(5) 0.551(6) 0.07(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
C1 O1 1.326(5) . ?
C1 C6 1.407(7) . ?
C1 C2 1.418(7) . ?
C2 C3 1.389(7) . ?
C2 C17 1.471(7) . ?
C3 C4 1.383(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(7) . ?
C4 C7 1.518(7) . ?
C5 C6 1.397(6) . ?
C5 H5 0.9300 . ?
C6 C9 1.461(7) . ?
C7 C8 1.452(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N1 1.285(6) . ?
C9 H9 0.9300 . ?
C10 N1 1.479(6) . ?
C10 C11 1.537(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.499(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N2 1.477(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N2 1.455(7) . ?
C13 C14 1.495(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 O3 1.420(7) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 O3 1.406(8) . ?
C15 C16 1.504(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N2 1.465(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 N3 1.278(6) . ?
C17 H17 0.9300 . ?
C18 N3 1.478(6) . ?
C18 C19 1.519(8) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.521(8) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N4 1.485(7) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 N4 1.474(7) . ?
C21 C22 1.523(8) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 O4 1.423(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O4 1.419(6) . ?
C23 C24 1.505(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 N4 1.475(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 N5 1.145(7) . ?
C25 O5 1.194(7) . ?
C26 N6 1.153(7) . ?
C26 O6 1.191(7) . ?
Cu1 N5 1.930(4) . ?
Cu1 O2 1.940(3) . ?
Cu1 N1 1.967(4) . ?
Cu1 O1 1.993(3) . ?
Cu1 O2 2.389(3) 2_766 ?
Cu2 O2 1.930(3) . ?
Cu2 N6 1.944(5) . ?
Cu2 N3 1.964(4) . ?
Cu2 O1 1.989(3) . ?
Cu2 N4 2.630(4) . ?
O2 Cu1 2.389(3) 2_766 ?
O2 H2 0.83(2) . ?
O7 H7C 0.8498 . ?
O7 H7D 0.8499 . ?

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 C1 C6 121.1(4) . . ?
O1 C1 C2 121.4(4) . . ?
C6 C1 C2 117.4(4) . . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 C17 116.5(5) . . ?
C1 C2 C17 123.5(5) . . ?
C4 C3 C2 123.5(5) . . ?
C4 C3 H3 118.3 . . ?
C2 C3 H3 118.3 . . ?
C5 C4 C3 116.4(5) . . ?
C5 C4 C7 124.0(5) . . ?
C3 C4 C7 119.6(5) . . ?
C4 C5 C6 122.9(5) . . ?
C4 C5 H5 118.5 . . ?
C6 C5 H5 118.5 . . ?
C5 C6 C1 120.1(5) . . ?
C5 C6 C9 116.8(5) . . ?
C1 C6 C9 122.7(4) . . ?
C8 C7 C4 117.8(6) . . ?
C8 C7 H7A 107.9 . . ?
C4 C7 H7A 107.9 . . ?
C8 C7 H7B 107.9 . . ?
C4 C7 H7B 107.9 . . ?
H7A C7 H7B 107.2 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C6 126.9(5) . . ?
N1 C9 H9 116.5 . . ?
C6 C9 H9 116.5 . . ?
N1 C10 C11 108.7(4) . . ?
N1 C10 H10A 110.0 . . ?
C11 C10 H10A 110.0 . . ?
N1 C10 H10B 110.0 . . ?
C11 C10 H10B 110.0 . . ?
H10A C10 H10B 108.3 . . ?
C12 C11 C10 112.7(4) . . ?
C12 C11 H11A 109.0 . . ?
C10 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
N2 C12 C11 112.8(4) . . ?
N2 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N2 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N2 C13 C14 111.3(5) . . ?
N2 C13 H13A 109.4 . . ?
C14 C13 H13A 109.4 . . ?
N2 C13 H13B 109.4 . . ?
C14 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
O3 C14 C13 111.9(6) . . ?
O3 C14 H14A 109.2 . . ?
C13 C14 H14A 109.2 . . ?
O3 C14 H14B 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
O3 C15 C16 111.2(5) . . ?
O3 C15 H15A 109.4 . . ?
C16 C15 H15A 109.4 . . ?
O3 C15 H15B 109.4 . . ?
C16 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
N2 C16 C15 110.7(5) . . ?
N2 C16 H16A 109.5 . . ?
C15 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 108.1 . . ?
N3 C17 C2 126.5(5) . . ?
N3 C17 H17 116.8 . . ?
C2 C17 H17 116.8 . . ?
N3 C18 C19 110.7(4) . . ?
N3 C18 H18A 109.5 . . ?
C19 C18 H18A 109.5 . . ?
N3 C18 H18B 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 108.1 . . ?
C18 C19 C20 116.6(5) . . ?
C18 C19 H19A 108.1 . . ?
C20 C19 H19A 108.1 . . ?
C18 C19 H19B 108.1 . . ?
C20 C19 H19B 108.1 . . ?
H19A C19 H19B 107.3 . . ?
N4 C20 C19 116.8(5) . . ?
N4 C20 H20A 108.1 . . ?
C19 C20 H20A 108.1 . . ?
N4 C20 H20B 108.1 . . ?
C19 C20 H20B 108.1 . . ?
H20A C20 H20B 107.3 . . ?
N4 C21 C22 112.4(5) . . ?
N4 C21 H21A 109.1 . . ?
C22 C21 H21A 109.1 . . ?
N4 C21 H21B 109.1 . . ?
C22 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
O4 C22 C21 111.0(5) . . ?
O4 C22 H22A 109.4 . . ?
C21 C22 H22A 109.4 . . ?
O4 C22 H22B 109.4 . . ?
C21 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
O4 C23 C24 112.2(5) . . ?
O4 C23 H23A 109.2 . . ?
C24 C23 H23A 109.2 . . ?
O4 C23 H23B 109.2 . . ?
C24 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
N4 C24 C23 111.6(5) . . ?
N4 C24 H24A 109.3 . . ?
C23 C24 H24A 109.3 . . ?
N4 C24 H24B 109.3 . . ?
C23 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
N5 C25 O5 178.7(7) . . ?
N6 C26 O6 178.1(6) . . ?
N5 Cu1 O2 95.40(17) . . ?
N5 Cu1 N1 97.90(17) . . ?
O2 Cu1 N1 164.35(15) . . ?
N5 Cu1 O1 168.14(16) . . ?
O2 Cu1 O1 76.62(14) . . ?
N1 Cu1 O1 88.92(14) . . ?
N5 Cu1 O2 95.54(16) . 2_766 ?
O2 Cu1 O2 85.93(13) . 2_766 ?
N1 Cu1 O2 100.92(14) . 2_766 ?
O1 Cu1 O2 92.66(13) . 2_766 ?
O2 Cu2 N6 93.86(17) . . ?
O2 Cu2 N3 165.43(16) . . ?
N6 Cu2 N3 98.01(18) . . ?
O2 Cu2 O1 76.93(14) . . ?
N6 Cu2 O1 169.96(17) . . ?
N3 Cu2 O1 90.56(15) . . ?
O2 Cu2 N4 108.03(14) . . ?
N6 Cu2 N4 90.47(17) . . ?
N3 Cu2 N4 80.40(16) . . ?
O1 Cu2 N4 96.14(13) . . ?
C9 N1 C10 116.5(4) . . ?
C9 N1 Cu1 124.4(3) . . ?
C10 N1 Cu1 119.1(3) . . ?
C13 N2 C16 107.2(4) . . ?
C13 N2 C12 111.6(4) . . ?
C16 N2 C12 110.5(4) . . ?
C17 N3 C18 116.1(5) . . ?
C17 N3 Cu2 125.7(4) . . ?
C18 N3 Cu2 118.3(3) . . ?
C21 N4 C24 108.4(4) . . ?
C21 N4 C20 107.5(4) . . ?
C24 N4 C20 110.7(5) . . ?
C21 N4 Cu2 111.7(3) . . ?
C24 N4 Cu2 115.4(3) . . ?
C20 N4 Cu2 102.9(3) . . ?
C25 N5 Cu1 165.5(5) . . ?
C26 N6 Cu2 155.2(5) . . ?
C1 O1 Cu2 128.9(3) . . ?
C1 O1 Cu1 127.4(3) . . ?
Cu2 O1 Cu1 100.81(14) . . ?
Cu2 O2 Cu1 104.93(16) . . ?
Cu2 O2 Cu1 98.89(14) . 2_766 ?
Cu1 O2 Cu1 94.07(13) . 2_766 ?
Cu2 O2 H2 116(4) . . ?
Cu1 O2 H2 130(4) . . ?
Cu1 O2 H2 105(4) 2_766 . ?
C15 O3 C14 108.6(5) . . ?
C23 O4 C22 109.5(4) . . ?
H7C O7 H7D 109.5 . . ?

_refine_diff_density_max         0.574
_refine_diff_density_min         -0.638
_refine_diff_density_rms         0.094

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1528284'
_audit_update_record             
;
2017-01-18 deposited with the CCDC.
2017-05-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H37 Cu2 N13 O3'
_chemical_formula_weight         682.74

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.743(2)
_cell_length_b                   22.098(3)
_cell_length_c                   7.8443(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.240(2)
_cell_angle_gamma                90
_cell_volume                     3062.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5687
_cell_measurement_theta_min      2.17
_cell_measurement_theta_max      24.41

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_F_000             1416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.438
_shelx_estimated_absorpt_T_min   0.724
_shelx_estimated_absorpt_T_max   0.762
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.724
_exptl_absorpt_correction_T_max  0.762
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21225
_diffrn_reflns_av_unetI/netI     0.0349
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.152
_diffrn_reflns_theta_max         25.354
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5528
_reflns_number_gt                4309
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0700P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5528
_refine_ls_number_parameters     380
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0527
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.1102
_refine_ls_wR_factor_gt          0.1006
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
C1 C 0.42755(16) 0.65409(13) 0.8898(3) 0.0384(6) Uani 1 1 d . . . . .
C2 C 0.46629(16) 0.70827(13) 0.8535(4) 0.0421(7) Uani 1 1 d . . . . .
C3 C 0.43305(18) 0.76419(14) 0.8811(4) 0.0497(8) Uani 1 1 d . . . . .
H3 H 0.4597 0.7990 0.8576 0.060 Uiso 1 1 calc R U . . .
C4 C 0.36253(18) 0.77077(14) 0.9417(4) 0.0483(8) Uani 1 1 d . . . . .
C5 C 0.32640(17) 0.71778(13) 0.9809(4) 0.0466(7) Uani 1 1 d . . . . .
H5 H 0.2796 0.7205 1.0250 0.056 Uiso 1 1 calc R U . . .
C6 C 0.35704(16) 0.66012(13) 0.9573(4) 0.0411(7) Uani 1 1 d . . . . .
C7 C 0.3285(2) 0.83280(15) 0.9631(5) 0.0675(10) Uani 1 1 d . . . . .
H7A H 0.3469 0.8483 1.0750 0.081 Uiso 1 1 calc R U . . .
H7B H 0.3469 0.8596 0.8782 0.081 Uiso 1 1 calc R U . . .
C8 C 0.2445(3) 0.83564(19) 0.9470(7) 0.0988(16) Uani 1 1 d . . . . .
H8A H 0.2252 0.8194 0.8382 0.148 Uiso 1 1 calc R U . . .
H8B H 0.2286 0.8770 0.9555 0.148 Uiso 1 1 calc R U . . .
H8C H 0.2254 0.8124 1.0371 0.148 Uiso 1 1 calc R U . . .
C9 C 0.31019(16) 0.60944(13) 1.0018(4) 0.0441(7) Uani 1 1 d . . . . .
H9 H 0.2665 0.6198 1.0523 0.053 Uiso 1 1 calc R U . . .
C10 C 0.25920(17) 0.51375(14) 1.0337(4) 0.0507(8) Uani 1 1 d . . . . .
H10C H 0.2338 0.5338 1.1225 0.061 Uiso 1 1 calc R U . . .
H10D H 0.2808 0.4764 1.0808 0.061 Uiso 1 1 calc R U . . .
C11 C 0.20232(19) 0.49946(17) 0.8847(5) 0.0641(10) Uani 1 1 d . . . . .
H11A H 0.1650 0.4718 0.9231 0.077 Uiso 1 1 calc R U . . .
H11B H 0.2281 0.4789 0.7976 0.077 Uiso 1 1 calc R U . . .
C12 C 0.1615(2) 0.55449(19) 0.8043(5) 0.0706(10) Uani 1 1 d . . . . .
H12A H 0.1968 0.5775 0.7423 0.085 Uiso 1 1 calc R U . . .
H12B H 0.1210 0.5407 0.7219 0.085 Uiso 1 1 calc R U . . .
C13 C 0.1061(3) 0.6515(2) 0.8483(6) 0.0958(15) Uani 1 1 d . . . . .
H13A H 0.0676 0.6443 0.7545 0.115 Uiso 1 1 calc R U . . .
H13B H 0.1490 0.6708 0.8023 0.115 Uiso 1 1 calc R U . . .
C14 C 0.0751(3) 0.6924(2) 0.9779(8) 0.124(2) Uani 1 1 d . . . . .
H14A H 0.1146 0.7011 1.0685 0.149 Uiso 1 1 calc R U . . .
H14B H 0.0596 0.7304 0.9235 0.149 Uiso 1 1 calc R U . . .
C15 C 0.0363(3) 0.6111(3) 1.1255(8) 0.123(2) Uani 1 1 d . . . . .
H15A H -0.0063 0.5928 1.1750 0.147 Uiso 1 1 calc R U . . .
H15B H 0.0755 0.6188 1.2176 0.147 Uiso 1 1 calc R U . . .
C16 C 0.0661(2) 0.5674(2) 1.0006(6) 0.0913(14) Uani 1 1 d . . . . .
H16A H 0.0819 0.5302 1.0590 0.110 Uiso 1 1 calc R U . . .
H16B H 0.0267 0.5578 0.9110 0.110 Uiso 1 1 calc R U . . .
C17 C 0.53956(18) 0.71002(14) 0.7896(4) 0.0495(8) Uani 1 1 d . . . . .
H17 H 0.5592 0.7485 0.7751 0.059 Uiso 1 1 calc R U . . .
C18 C 0.65670(17) 0.68336(15) 0.6941(4) 0.0547(8) Uani 1 1 d . . . . .
H18A H 0.6552 0.7251 0.6557 0.066 Uiso 1 1 calc R U . . .
H18B H 0.6684 0.6580 0.5990 0.066 Uiso 1 1 calc R U . . .
C19 C 0.71749(19) 0.67600(18) 0.8409(4) 0.0632(10) Uani 1 1 d . . . . .
H19A H 0.7196 0.6338 0.8754 0.076 Uiso 1 1 calc R U . . .
H19B H 0.7036 0.6996 0.9376 0.076 Uiso 1 1 calc R U . . .
C20 C 0.7954(2) 0.69550(18) 0.7985(5) 0.0715(11) Uani 1 1 d . . . . .
H20A H 0.7944 0.7385 0.7734 0.086 Uiso 1 1 calc R U . . .
H20B H 0.8310 0.6891 0.8981 0.086 Uiso 1 1 calc R U . . .
C21 C 0.8925(2) 0.6903(2) 0.6081(6) 0.0900(14) Uani 1 1 d . . . . .
H21A H 0.9309 0.6874 0.7039 0.108 Uiso 1 1 calc R U . . .
H21B H 0.8845 0.7327 0.5804 0.108 Uiso 1 1 calc R U . . .
C22 C 0.9182(4) 0.6577(3) 0.4576(8) 0.144(3) Uani 1 1 d . . . . .
H22A H 0.8804 0.6621 0.3610 0.173 Uiso 1 1 calc R U . . .
H22B H 0.9649 0.6757 0.4267 0.173 Uiso 1 1 calc R U . . .
C23 C 0.8640(4) 0.5684(3) 0.5424(8) 0.131(2) Uani 1 1 d . . . . .
H23A H 0.8746 0.5265 0.5718 0.157 Uiso 1 1 calc R U . . .
H23B H 0.8249 0.5692 0.4477 0.157 Uiso 1 1 calc R U . . .
C24 C 0.8363(2) 0.60017(19) 0.6929(5) 0.0818(12) Uani 1 1 d . . . . .
H24A H 0.7901 0.5811 0.7230 0.098 Uiso 1 1 calc R U . . .
H24B H 0.8739 0.5968 0.7904 0.098 Uiso 1 1 calc R U . . .
Cu1 Cu 0.40822(2) 0.51871(2) 0.87891(4) 0.03934(13) Uani 1 1 d . . . . .
Cu2 Cu 0.55471(2) 0.58009(2) 0.76806(4) 0.04070(13) Uani 1 1 d . . . . .
N1 N 0.32043(13) 0.55310(11) 0.9816(3) 0.0408(6) Uani 1 1 d . . . . .
N2 N 0.12963(15) 0.59442(14) 0.9268(4) 0.0644(8) Uani 1 1 d . . . . .
N3 N 0.58183(14) 0.66605(11) 0.7495(3) 0.0450(6) Uani 1 1 d . . . . .
N4 N 0.82193(15) 0.66343(15) 0.6545(4) 0.0631(8) Uani 1 1 d . . . . .
N5 N 0.50651(14) 0.50017(11) 0.7886(3) 0.0445(6) Uani 1 1 d . . . . .
N6 N 0.51650(14) 0.45580(13) 0.7036(4) 0.0538(7) Uani 1 1 d . . . . .
N7 N 0.5240(3) 0.41483(18) 0.6251(7) 0.1245(18) Uani 1 1 d . . . . .
N8 N 0.63835(15) 0.55109(14) 0.6451(4) 0.0630(8) Uani 1 1 d . . . . .
N9 N 0.64540(14) 0.51956(12) 0.5273(3) 0.0441(6) Uani 1 1 d . . . . .
N10 N 0.65651(18) 0.48952(15) 0.4132(4) 0.0692(9) Uani 1 1 d . . . . .
N11 N 0.61214(14) 0.56530(11) 1.0545(3) 0.0427(6) Uani 1 1 d . . . . .
N12 N 0.62129(17) 0.60682(12) 1.1498(3) 0.0538(7) Uani 1 1 d . . . . .
N13 N 0.6298(3) 0.64911(15) 1.2337(5) 0.1084(15) Uani 1 1 d . . . . .
O1 O 0.45567(11) 0.60048(8) 0.8588(2) 0.0413(5) Uani 1 1 d . . . . .
O2 O 0.0133(2) 0.6665(2) 1.0490(6) 0.1370(15) Uani 1 1 d . . . . .
O3 O 0.9302(2) 0.5961(2) 0.4918(6) 0.1418(16) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.317(3) . ?
C1 C6 1.409(4) . ?
C1 C2 1.422(4) . ?
C2 C3 1.395(4) . ?
C2 C17 1.436(4) . ?
C3 C4 1.386(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(4) . ?
C4 C7 1.513(4) . ?
C5 C6 1.404(4) . ?
C5 H5 0.9300 . ?
C6 C9 1.456(4) . ?
C7 C8 1.485(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N1 1.270(4) . ?
C9 H9 0.9300 . ?
C10 N1 1.478(3) . ?
C10 C11 1.506(5) . ?
C10 H10C 0.9700 . ?
C10 H10D 0.9700 . ?
C11 C12 1.523(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N2 1.457(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N2 1.449(5) . ?
C13 C14 1.502(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 O2 1.397(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 O2 1.408(6) . ?
C15 C16 1.506(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 N2 1.442(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 N3 1.284(4) . ?
C17 H17 0.9300 . ?
C18 N3 1.485(4) . ?
C18 C19 1.513(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.514(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N4 1.448(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 N4 1.461(4) . ?
C21 C22 1.489(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 O3 1.400(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O3 1.412(6) . ?
C23 C24 1.495(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 N4 1.448(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
Cu1 N1 1.970(2) . ?
Cu1 N11 1.971(2) 3_667 ?
Cu1 N5 1.984(2) . ?
Cu1 O1 2.0058(19) . ?
Cu1 N10 2.474(3) 3_666 ?
Cu2 N8 1.951(3) . ?
Cu2 N3 1.968(2) . ?
Cu2 N5 1.975(2) . ?
Cu2 O1 2.0064(19) . ?
Cu2 N11 2.403(2) . ?
N5 N6 1.208(3) . ?
N6 N7 1.110(4) . ?
N8 N9 1.173(4) . ?
N9 N10 1.145(4) . ?
N10 Cu1 2.474(3) 3_666 ?
N11 N12 1.185(4) . ?
N11 Cu1 1.971(2) 3_667 ?
N12 N13 1.145(4) . ?

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 C1 C6 121.3(3) . . ?
O1 C1 C2 121.5(3) . . ?
C6 C1 C2 117.2(3) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 C17 116.1(3) . . ?
C1 C2 C17 124.2(3) . . ?
C4 C3 C2 123.6(3) . . ?
C4 C3 H3 118.2 . . ?
C2 C3 H3 118.2 . . ?
C5 C4 C3 116.0(3) . . ?
C5 C4 C7 123.0(3) . . ?
C3 C4 C7 121.0(3) . . ?
C4 C5 C6 123.1(3) . . ?
C4 C5 H5 118.4 . . ?
C6 C5 H5 118.4 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 C9 115.5(3) . . ?
C1 C6 C9 124.3(3) . . ?
C8 C7 C4 115.9(3) . . ?
C8 C7 H7A 108.3 . . ?
C4 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
C4 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C6 129.2(3) . . ?
N1 C9 H9 115.4 . . ?
C6 C9 H9 115.4 . . ?
N1 C10 C11 111.5(3) . . ?
N1 C10 H10C 109.3 . . ?
C11 C10 H10C 109.3 . . ?
N1 C10 H10D 109.3 . . ?
C11 C10 H10D 109.3 . . ?
H10C C10 H10D 108.0 . . ?
C10 C11 C12 114.4(3) . . ?
C10 C11 H11A 108.6 . . ?
C12 C11 H11A 108.6 . . ?
C10 C11 H11B 108.6 . . ?
C12 C11 H11B 108.6 . . ?
H11A C11 H11B 107.6 . . ?
N2 C12 C11 114.1(3) . . ?
N2 C12 H12A 108.7 . . ?
C11 C12 H12A 108.7 . . ?
N2 C12 H12B 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
N2 C13 C14 110.2(4) . . ?
N2 C13 H13A 109.6 . . ?
C14 C13 H13A 109.6 . . ?
N2 C13 H13B 109.6 . . ?
C14 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
O2 C14 C13 111.9(5) . . ?
O2 C14 H14A 109.2 . . ?
C13 C14 H14A 109.2 . . ?
O2 C14 H14B 109.2 . . ?
C13 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
O2 C15 C16 112.7(5) . . ?
O2 C15 H15A 109.1 . . ?
C16 C15 H15A 109.1 . . ?
O2 C15 H15B 109.1 . . ?
C16 C15 H15B 109.1 . . ?
H15A C15 H15B 107.8 . . ?
N2 C16 C15 109.2(4) . . ?
N2 C16 H16A 109.8 . . ?
C15 C16 H16A 109.8 . . ?
N2 C16 H16B 109.8 . . ?
C15 C16 H16B 109.8 . . ?
H16A C16 H16B 108.3 . . ?
N3 C17 C2 129.3(3) . . ?
N3 C17 H17 115.4 . . ?
C2 C17 H17 115.4 . . ?
N3 C18 C19 110.1(3) . . ?
N3 C18 H18A 109.6 . . ?
C19 C18 H18A 109.6 . . ?
N3 C18 H18B 109.6 . . ?
C19 C18 H18B 109.6 . . ?
H18A C18 H18B 108.1 . . ?
C18 C19 C20 113.8(3) . . ?
C18 C19 H19A 108.8 . . ?
C20 C19 H19A 108.8 . . ?
C18 C19 H19B 108.8 . . ?
C20 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
N4 C20 C19 113.6(3) . . ?
N4 C20 H20A 108.8 . . ?
C19 C20 H20A 108.8 . . ?
N4 C20 H20B 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
N4 C21 C22 109.5(4) . . ?
N4 C21 H21A 109.8 . . ?
C22 C21 H21A 109.8 . . ?
N4 C21 H21B 109.8 . . ?
C22 C21 H21B 109.8 . . ?
H21A C21 H21B 108.2 . . ?
O3 C22 C21 111.7(4) . . ?
O3 C22 H22A 109.3 . . ?
C21 C22 H22A 109.3 . . ?
O3 C22 H22B 109.3 . . ?
C21 C22 H22B 109.3 . . ?
H22A C22 H22B 107.9 . . ?
O3 C23 C24 111.2(5) . . ?
O3 C23 H23A 109.4 . . ?
C24 C23 H23A 109.4 . . ?
O3 C23 H23B 109.4 . . ?
C24 C23 H23B 109.4 . . ?
H23A C23 H23B 108.0 . . ?
N4 C24 C23 110.7(4) . . ?
N4 C24 H24A 109.5 . . ?
C23 C24 H24A 109.5 . . ?
N4 C24 H24B 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
N1 Cu1 N11 94.83(10) . 3_667 ?
N1 Cu1 N5 168.27(10) . . ?
N11 Cu1 N5 95.07(10) 3_667 . ?
N1 Cu1 O1 92.17(9) . . ?
N11 Cu1 O1 163.31(9) 3_667 . ?
N5 Cu1 O1 76.64(9) . . ?
N1 Cu1 N10 95.13(10) . 3_666 ?
N11 Cu1 N10 95.47(10) 3_667 3_666 ?
N5 Cu1 N10 90.17(11) . 3_666 ?
O1 Cu1 N10 98.97(10) . 3_666 ?
N8 Cu2 N3 94.49(12) . . ?
N8 Cu2 N5 95.81(11) . . ?
N3 Cu2 N5 168.39(10) . . ?
N8 Cu2 O1 168.42(10) . . ?
N3 Cu2 O1 92.15(9) . . ?
N5 Cu2 O1 76.82(9) . . ?
N8 Cu2 N11 98.10(11) . . ?
N3 Cu2 N11 96.59(9) . . ?
N5 Cu2 N11 87.24(9) . . ?
O1 Cu2 N11 90.53(8) . . ?
C9 N1 C10 115.1(2) . . ?
C9 N1 Cu1 123.8(2) . . ?
C10 N1 Cu1 120.97(19) . . ?
C16 N2 C13 109.0(3) . . ?
C16 N2 C12 112.2(3) . . ?
C13 N2 C12 111.2(3) . . ?
C17 N3 C18 115.8(3) . . ?
C17 N3 Cu2 124.1(2) . . ?
C18 N3 Cu2 120.1(2) . . ?
C24 N4 C20 111.9(3) . . ?
C24 N4 C21 107.8(3) . . ?
C20 N4 C21 110.1(3) . . ?
N6 N5 Cu2 126.5(2) . . ?
N6 N5 Cu1 122.9(2) . . ?
Cu2 N5 Cu1 104.23(11) . . ?
N7 N6 N5 178.5(4) . . ?
N9 N8 Cu2 136.5(2) . . ?
N10 N9 N8 176.2(3) . . ?
N9 N10 Cu1 131.9(3) . 3_666 ?
N12 N11 Cu1 125.4(2) . 3_667 ?
N12 N11 Cu2 120.4(2) . . ?
Cu1 N11 Cu2 107.67(10) 3_667 . ?
N13 N12 N11 176.0(3) . . ?
C1 O1 Cu1 128.83(18) . . ?
C1 O1 Cu2 128.79(18) . . ?
Cu1 O1 Cu2 102.31(8) . . ?
C14 O2 C15 108.6(4) . . ?
C22 O3 C23 111.1(4) . . ?

_refine_diff_density_max         0.279
_refine_diff_density_min         -0.378
_refine_diff_density_rms         0.054

