# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2015

####################################################################### 
# 
# 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 1402754'
_audit_update_record             
;
2015-05-25 deposited with the CCDC.
2015-06-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H34 Co3 N6 O8 S2, 4(C H4 O)'
_chemical_formula_sum            'C30 H50 Co3 N6 O12 S2'
_chemical_formula_weight         927.67

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1210 0.1210 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3550 0.9390 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   26.164(5)
_cell_length_b                   10.106(2)
_cell_length_c                   19.468(4)
_cell_angle_alpha                90
_cell_angle_beta                 125.82(3)
_cell_angle_gamma                90
_cell_volume                     4174.2(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    35638
_cell_measurement_theta_min      0.40
_cell_measurement_theta_max      29.54

_exptl_crystal_description       Needle
_exptl_crystal_colour            Purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.476
_exptl_crystal_F_000             1924
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    1.289
_shelx_estimated_absorpt_T_min   0.882
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.882
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_process_details   'HKL3000 Scalepack'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.70001
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18739
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.891
_diffrn_reflns_theta_max         29.534
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.879
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.879
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.879
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             5373
_reflns_number_gt                4140
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       'PAL ADSC Quantum-210 ADX Program'
_computing_cell_refinement       HKL3000
_computing_data_reduction        HKL3000
_computing_structure_solution    'SHELXS-2014 (sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX
_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)+(0.1519P)²+5.9525P] 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         5373
_refine_ls_number_parameters     234
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0711
_refine_ls_wR_factor_ref         0.2345
_refine_ls_wR_factor_gt          0.2220
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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
Co1 Co 0.36280(2) 0.52063(5) 0.36363(3) 0.0454(2) Uani 1 1 d . . . . .
Co2 Co 0.5000 0.5000 0.5000 0.0474(2) Uani 1 2 d S . P . .
O1 O 0.41457(12) 0.5405(3) 0.48365(17) 0.0495(6) Uani 1 1 d . . . . .
O2 O 0.43758(12) 0.5396(3) 0.37117(17) 0.0480(6) Uani 1 1 d . . . . .
O3 O 0.36593(11) 0.3322(3) 0.35933(16) 0.0517(7) Uani 1 1 d . . . . .
O4 O 0.46782(12) 0.3065(3) 0.46759(18) 0.0577(7) Uani 1 1 d . . . . .
N1 N 0.31210(14) 0.5290(3) 0.2423(2) 0.0469(7) Uani 1 1 d . . . . .
N2 N 0.35526(13) 0.7109(3) 0.35829(18) 0.0480(7) Uani 1 1 d . . . . .
C1 C 0.30680(17) 0.4349(4) 0.1895(3) 0.0528(9) Uani 1 1 d . . . . .
H1 H 0.3303 0.3554 0.2122 0.063 Uiso 1 1 calc R U . . .
C2 C 0.2675(2) 0.4524(4) 0.1023(3) 0.0593(10) Uani 1 1 d . . . . .
H2 H 0.2641 0.3859 0.0653 0.071 Uiso 1 1 calc R U . . .
C3 C 0.2336(2) 0.5676(5) 0.0705(3) 0.0664(12) Uani 1 1 d . . . . .
H3 H 0.2051 0.5796 0.0110 0.080 Uiso 1 1 calc R U . . .
C4 C 0.2407(2) 0.6668(4) 0.1247(3) 0.0622(11) Uani 1 1 d . . . . .
H4 H 0.2182 0.7477 0.1032 0.075 Uiso 1 1 calc R U . . .
C5 C 0.28126(16) 0.6447(4) 0.2104(2) 0.0514(9) Uani 1 1 d . . . . .
C6 C 0.29370(17) 0.7432(4) 0.2762(2) 0.0549(10) Uani 1 1 d . . . . .
H6A H 0.2953 0.8336 0.2579 0.066 Uiso 1 1 calc R U . . .
H6B H 0.2593 0.7400 0.2835 0.066 Uiso 1 1 calc R U . . .
C7 C 0.35727(18) 0.7510(4) 0.4337(2) 0.0556(10) Uani 1 1 d . . . . .
H7A H 0.3153 0.7384 0.4219 0.067 Uiso 1 1 calc R U . . .
H7B H 0.3687 0.8457 0.4465 0.067 Uiso 1 1 calc R U . . .
C8 C 0.40611(18) 0.6663(4) 0.5093(3) 0.0549(9) Uani 1 1 d . . . . .
H8A H 0.4469 0.7138 0.5422 0.066 Uiso 1 1 calc R U . . .
H8B H 0.3925 0.6526 0.5468 0.066 Uiso 1 1 calc R U . . .
C9 C 0.41034(17) 0.7674(4) 0.3625(2) 0.0510(9) Uani 1 1 d . . . . .
H9A H 0.4434 0.7968 0.4210 0.061 Uiso 1 1 calc R U . . .
H9B H 0.3965 0.8450 0.3245 0.061 Uiso 1 1 calc R U . . .
C10 C 0.43663(17) 0.6624(4) 0.3357(2) 0.0510(9) Uani 1 1 d . . . . .
H10A H 0.4101 0.6556 0.2732 0.061 Uiso 1 1 calc R U . . .
H10B H 0.4799 0.6867 0.3554 0.061 Uiso 1 1 calc R U . . .
C11 C 0.41541(17) 0.2629(4) 0.4078(3) 0.0548(10) Uani 1 1 d . . . . .
C12 C 0.4077(2) 0.1170(4) 0.3889(3) 0.0802(17) Uani 1 1 d . . . . .
H12A H 0.4485 0.0728 0.4264 0.120 Uiso 1 1 calc R U . . .
H12B H 0.3920 0.1029 0.3298 0.120 Uiso 1 1 calc R U . . .
H12C H 0.3776 0.0803 0.3983 0.120 Uiso 1 1 calc R U . . .
N3 N 0.28787(17) 0.5041(3) 0.3605(2) 0.0553(9) Uani 1 1 d . . . . .
C13 C 0.2429(2) 0.5196(4) 0.3575(3) 0.0540(10) Uani 1 1 d . . . . .
S1 S 0.17967(6) 0.54009(17) 0.35298(9) 0.0752(4) Uani 1 1 d . . . . .
O5 O 0.1031(2) 0.1868(5) 0.4522(3) 0.1061(10) Uani 1 1 d . . . . .
H5 H 0.1250 0.1882 0.5053 0.159 Uiso 1 1 calc R U . . .
C14 C 0.1404(3) 0.1505(8) 0.4266(5) 0.0980(14) Uani 1 1 d . . . . .
H14A H 0.1555 0.2301 0.4149 0.147 Uiso 1 1 calc R U . . .
H14B H 0.1158 0.0965 0.3752 0.147 Uiso 1 1 calc R U . . .
H14C H 0.1766 0.0992 0.4717 0.147 Uiso 1 1 calc R U . . .
O6 O 0.0676(3) 0.4566(6) 0.4410(3) 0.1061(10) Uani 1 1 d . . . . .
H6 H 0.0443 0.4689 0.4570 0.159 Uiso 1 1 calc R U . . .
C15 C 0.0367(4) 0.4900(7) 0.3602(5) 0.0980(14) Uani 1 1 d . . . . .
H15A H 0.0633 0.5481 0.3529 0.147 Uiso 1 1 calc R U . . .
H15B H -0.0022 0.5366 0.3420 0.147 Uiso 1 1 calc R U . . .
H15C H 0.0263 0.4101 0.3258 0.147 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
Co1 O2 1.884(3) . ?
Co1 O1 1.905(3) . ?
Co1 O3 1.910(3) . ?
Co1 N1 1.919(3) . ?
Co1 N2 1.930(3) . ?
Co1 N3 1.933(4) . ?
Co1 Co2 2.9705(15) . ?
Co2 O4 2.075(3) 5_666 ?
Co2 O4 2.075(3) . ?
Co2 O2 2.079(3) . ?
Co2 O2 2.080(3) 5_666 ?
Co2 O1 2.105(3) . ?
Co2 O1 2.105(3) 5_666 ?
Co2 Co1 2.9705(15) 5_666 ?
O1 C8 1.430(5) . ?
O2 C10 1.413(5) . ?
O3 C11 1.276(4) . ?
O4 C11 1.250(4) . ?
N1 C1 1.346(5) . ?
N1 C5 1.348(5) . ?
N2 C7 1.495(5) . ?
N2 C6 1.498(4) . ?
N2 C9 1.507(5) . ?
C1 C2 1.388(6) . ?
C1 H1 0.9500 . ?
C2 C3 1.372(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.387(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.499(6) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.527(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.513(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.504(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N3 C13 1.153(6) . ?
C13 S1 1.618(5) . ?
O5 C14 1.380(8) . ?
O5 H5 0.8400 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
O6 C15 1.325(8) . ?
O6 H6 0.8400 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

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
O2 Co1 O1 86.17(13) . . ?
O2 Co1 O3 92.05(12) . . ?
O1 Co1 O3 98.09(11) . . ?
O2 Co1 N1 91.69(14) . . ?
O1 Co1 N1 171.34(13) . . ?
O3 Co1 N1 90.37(12) . . ?
O2 Co1 N2 88.36(13) . . ?
O1 Co1 N2 86.45(12) . . ?
O3 Co1 N2 175.46(13) . . ?
N1 Co1 N2 85.10(13) . . ?
O2 Co1 N3 177.65(14) . . ?
O1 Co1 N3 91.57(15) . . ?
O3 Co1 N3 88.93(13) . . ?
N1 Co1 N3 90.45(15) . . ?
N2 Co1 N3 90.83(15) . . ?
O2 Co1 Co2 44.02(9) . . ?
O1 Co1 Co2 44.87(9) . . ?
O3 Co1 Co2 84.77(7) . . ?
N1 Co1 Co2 134.97(11) . . ?
N2 Co1 Co2 98.63(8) . . ?
N3 Co1 Co2 134.02(11) . . ?
O4 Co2 O4 180.0 5_666 . ?
O4 Co2 O2 94.46(11) 5_666 . ?
O4 Co2 O2 85.54(11) . . ?
O4 Co2 O2 85.54(11) 5_666 5_666 ?
O4 Co2 O2 94.46(11) . 5_666 ?
O2 Co2 O2 180.00(17) . 5_666 ?
O4 Co2 O1 93.95(11) 5_666 . ?
O4 Co2 O1 86.05(11) . . ?
O2 Co2 O1 76.42(12) . . ?
O2 Co2 O1 103.58(12) 5_666 . ?
O4 Co2 O1 86.05(11) 5_666 5_666 ?
O4 Co2 O1 93.95(11) . 5_666 ?
O2 Co2 O1 103.58(12) . 5_666 ?
O2 Co2 O1 76.42(12) 5_666 5_666 ?
O1 Co2 O1 180.0 . 5_666 ?
O4 Co2 Co1 105.58(7) 5_666 . ?
O4 Co2 Co1 74.42(7) . . ?
O2 Co2 Co1 39.02(8) . . ?
O2 Co2 Co1 140.98(8) 5_666 . ?
O1 Co2 Co1 39.68(8) . . ?
O1 Co2 Co1 140.32(8) 5_666 . ?
O4 Co2 Co1 74.42(7) 5_666 5_666 ?
O4 Co2 Co1 105.58(7) . 5_666 ?
O2 Co2 Co1 140.98(8) . 5_666 ?
O2 Co2 Co1 39.02(8) 5_666 5_666 ?
O1 Co2 Co1 140.32(8) . 5_666 ?
O1 Co2 Co1 39.68(8) 5_666 5_666 ?
Co1 Co2 Co1 180.0 . 5_666 ?
C8 O1 Co1 112.2(2) . . ?
C8 O1 Co2 119.2(2) . . ?
Co1 O1 Co2 95.44(14) . . ?
C10 O2 Co1 109.3(2) . . ?
C10 O2 Co2 122.3(2) . . ?
Co1 O2 Co2 96.96(14) . . ?
C11 O3 Co1 124.5(2) . . ?
C11 O4 Co2 130.1(2) . . ?
C1 N1 C5 119.7(3) . . ?
C1 N1 Co1 126.7(3) . . ?
C5 N1 Co1 113.6(3) . . ?
C7 N2 C6 112.8(3) . . ?
C7 N2 C9 111.2(3) . . ?
C6 N2 C9 111.9(3) . . ?
C7 N2 Co1 105.9(2) . . ?
C6 N2 Co1 106.7(2) . . ?
C9 N2 Co1 108.1(2) . . ?
N1 C1 C2 121.0(4) . . ?
N1 C1 H1 119.5 . . ?
C2 C1 H1 119.5 . . ?
C3 C2 C1 118.7(4) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
C2 C3 C4 120.5(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 118.1(4) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
N1 C5 C4 121.9(4) . . ?
N1 C5 C6 114.3(3) . . ?
C4 C5 C6 123.8(4) . . ?
N2 C6 C5 109.1(3) . . ?
N2 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
N2 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
N2 C7 C8 108.9(3) . . ?
N2 C7 H7A 109.9 . . ?
C8 C7 H7A 109.9 . . ?
N2 C7 H7B 109.9 . . ?
C8 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
O1 C8 C7 112.0(3) . . ?
O1 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
O1 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
N2 C9 C10 109.2(3) . . ?
N2 C9 H9A 109.8 . . ?
C10 C9 H9A 109.8 . . ?
N2 C9 H9B 109.8 . . ?
C10 C9 H9B 109.8 . . ?
H9A C9 H9B 108.3 . . ?
O2 C10 C9 109.2(3) . . ?
O2 C10 H10A 109.8 . . ?
C9 C10 H10A 109.8 . . ?
O2 C10 H10B 109.8 . . ?
C9 C10 H10B 109.8 . . ?
H10A C10 H10B 108.3 . . ?
O4 C11 O3 125.5(3) . . ?
O4 C11 C12 119.4(3) . . ?
O3 C11 C12 115.2(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C13 N3 Co1 167.2(3) . . ?
N3 C13 S1 179.5(4) . . ?
C14 O5 H5 109.5 . . ?
O5 C14 H14A 109.5 . . ?
O5 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O5 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C15 O6 H6 109.5 . . ?
O6 C15 H15A 109.5 . . ?
O6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

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
O1 Co1 O2 C10 -110.2(2) . . . . ?
O3 Co1 O2 C10 151.8(2) . . . . ?
N1 Co1 O2 C10 61.4(3) . . . . ?
N2 Co1 O2 C10 -23.7(2) . . . . ?
Co2 Co1 O2 C10 -127.9(3) . . . . ?
O1 Co1 O2 Co2 17.66(12) . . . . ?
O3 Co1 O2 Co2 -80.31(12) . . . . ?
N1 Co1 O2 Co2 -170.74(11) . . . . ?
N2 Co1 O2 Co2 104.22(12) . . . . ?
C5 N1 C1 C2 -3.3(6) . . . . ?
Co1 N1 C1 C2 178.9(3) . . . . ?
N1 C1 C2 C3 -0.4(7) . . . . ?
C1 C2 C3 C4 2.7(8) . . . . ?
C2 C3 C4 C5 -1.5(8) . . . . ?
C1 N1 C5 C4 4.6(6) . . . . ?
Co1 N1 C5 C4 -177.3(4) . . . . ?
C1 N1 C5 C6 -177.1(4) . . . . ?
Co1 N1 C5 C6 0.9(5) . . . . ?
C3 C4 C5 N1 -2.2(7) . . . . ?
C3 C4 C5 C6 179.7(4) . . . . ?
C7 N2 C6 C5 -150.4(4) . . . . ?
C9 N2 C6 C5 83.4(4) . . . . ?
Co1 N2 C6 C5 -34.6(4) . . . . ?
N1 C5 C6 N2 22.7(5) . . . . ?
C4 C5 C6 N2 -159.1(4) . . . . ?
C6 N2 C7 C8 155.9(3) . . . . ?
C9 N2 C7 C8 -77.5(4) . . . . ?
Co1 N2 C7 C8 39.6(4) . . . . ?
Co1 O1 C8 C7 0.6(4) . . . . ?
Co2 O1 C8 C7 110.8(3) . . . . ?
N2 C7 C8 O1 -26.9(5) . . . . ?
C7 N2 C9 C10 137.4(3) . . . . ?
C6 N2 C9 C10 -95.5(4) . . . . ?
Co1 N2 C9 C10 21.6(3) . . . . ?
Co1 O2 C10 C9 41.1(3) . . . . ?
Co2 O2 C10 C9 -70.8(3) . . . . ?
N2 C9 C10 O2 -41.2(4) . . . . ?
Co2 O4 C11 O3 -11.1(8) . . . . ?
Co2 O4 C11 C12 169.0(4) . . . . ?
Co1 O3 C11 O4 4.1(7) . . . . ?
Co1 O3 C11 C12 -176.0(4) . . . . ?

_refine_diff_density_max         1.432
_refine_diff_density_min         -1.935
_refine_diff_density_rms         0.121

_shelxl_version_number           2014/6




####################################################################### 
# 
# 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 1402755'
_audit_update_record             
;
2015-05-25 deposited with the CCDC.
2015-06-29 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         'C20 H31 Cu2 N5 O7, 2(N O3)'
_chemical_formula_sum            'C20 H31 Cu2 N7 O13'
_chemical_formula_weight         704.60

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                   17.4759(12)
_cell_length_b                   9.7067(6)
_cell_length_c                   16.4929(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.448(2)
_cell_angle_gamma                90
_cell_volume                     2795.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5874
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      27.59

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.674
_exptl_crystal_F_000             1448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.598
_shelx_estimated_absorpt_T_min   0.613
_shelx_estimated_absorpt_T_max   0.807
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.688
_exptl_absorpt_correction_T_max  0.845
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20103
_diffrn_reflns_av_unetI/netI     0.0693
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.333
_diffrn_reflns_theta_max         28.301
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6931
_reflns_number_gt                4127
_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 SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2014/7 (sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX
_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)+(0.0525P)²+6.8874P] 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         6931
_refine_ls_number_parameters     386
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1102
_refine_ls_R_factor_gt           0.0545
_refine_ls_wR_factor_ref         0.1705
_refine_ls_wR_factor_gt          0.1157
_refine_ls_goodness_of_fit_ref   1.120
_refine_ls_restrained_S_all      1.120
_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 0.31231(4) 1.00677(6) 0.20199(4) 0.03256(18) Uani 1 1 d . . . . .
Cu2 Cu 0.20874(3) 0.92255(6) 0.35936(3) 0.03084(17) Uani 1 1 d . . . . .
O1 O 0.2812(2) 1.0723(4) 0.0634(2) 0.0474(10) Uani 1 1 d . . . . .
H1 H 0.2337 1.0816 0.0556 0.071 Uiso 1 1 calc R U . . .
O2 O 0.2325(2) 1.0502(4) 0.2751(2) 0.0371(8) Uani 1 1 d . . . . .
O3 O 0.2946(2) 0.9799(4) 0.4367(2) 0.0411(9) Uani 1 1 d . . . . .
H3 H 0.3359 0.9906 0.4131 0.062 Uiso 1 1 calc R U . . .
O4 O 0.1143(3) 1.0361(5) 0.4289(3) 0.0598(12) Uani 1 1 d . . . . .
H4 H 0.1286 1.1186 0.4323 0.090 Uiso 1 1 calc R U . A 1
N1 N 0.4168(2) 0.9822(4) 0.1618(3) 0.0337(10) Uani 1 1 d . . . . .
N2 N 0.3412(2) 1.2077(4) 0.2087(2) 0.0349(10) Uani 1 1 d . . . . .
N3 N 0.1315(2) 0.8144(5) 0.2929(3) 0.0375(10) Uani 1 1 d . . . . .
N4 N 0.1912(3) 0.7774(5) 0.4440(3) 0.0422(11) Uani 1 1 d . . . . .
C1 C 0.4429(3) 0.8715(6) 0.1229(3) 0.0414(13) Uani 1 1 d . . . . .
H1A H 0.4110 0.7924 0.1177 0.050 Uiso 1 1 calc R U . . .
C2 C 0.5140(3) 0.8682(7) 0.0905(4) 0.0484(15) Uani 1 1 d . . . . .
H2 H 0.5310 0.7889 0.0628 0.058 Uiso 1 1 calc R U . . .
C3 C 0.5600(3) 0.9836(7) 0.0993(4) 0.0543(16) Uani 1 1 d . . . . .
H3A H 0.6097 0.9845 0.0781 0.065 Uiso 1 1 calc R U . . .
C4 C 0.5332(3) 1.0963(7) 0.1389(4) 0.0496(15) Uani 1 1 d . . . . .
H4A H 0.5645 1.1757 0.1458 0.059 Uiso 1 1 calc R U . . .
C5 C 0.4598(3) 1.0949(6) 0.1692(3) 0.0412(13) Uani 1 1 d . . . . .
C6 C 0.4271(3) 1.2131(5) 0.2136(3) 0.0409(13) Uani 1 1 d . . . . .
H6A H 0.4446 1.3007 0.1899 0.049 Uiso 1 1 calc R U . . .
H6B H 0.4455 1.2102 0.2712 0.049 Uiso 1 1 calc R U . . .
C7 C 0.3093(3) 1.2842(6) 0.1351(3) 0.0433(13) Uani 1 1 d . . . . .
H7A H 0.2544 1.3038 0.1421 0.052 Uiso 1 1 calc R U . . .
H7B H 0.3363 1.3734 0.1308 0.052 Uiso 1 1 calc R U . . .
C8 C 0.3177(4) 1.2042(6) 0.0581(3) 0.0472(14) Uani 1 1 d . . . . .
H8A H 0.2942 1.2565 0.0119 0.057 Uiso 1 1 calc R U . . .
H8B H 0.3727 1.1914 0.0483 0.057 Uiso 1 1 calc R U . . .
C9 C 0.3052(3) 1.2601(5) 0.2828(3) 0.0419(13) Uani 1 1 d . . . . .
H9A H 0.3001 1.3616 0.2800 0.050 Uiso 1 1 calc R U . . .
H9B H 0.3375 1.2365 0.3316 0.050 Uiso 1 1 calc R U . . .
C10 C 0.2269(3) 1.1944(6) 0.2881(4) 0.0445(14) Uani 1 1 d . . . . .
H10A H 0.2066 1.2121 0.3423 0.053 Uiso 1 1 calc R U . . .
H10B H 0.1910 1.2353 0.2467 0.053 Uiso 1 1 calc R U . . .
C11 C 0.0969(3) 0.8525(6) 0.2228(3) 0.0378(12) Uani 1 1 d . . . . .
H11 H 0.1114 0.9363 0.1980 0.045 Uiso 1 1 calc R U . . .
C12 C 0.0408(3) 0.7730(7) 0.1858(4) 0.0526(16) Uani 1 1 d . . . . .
H12 H 0.0160 0.8027 0.1364 0.063 Uiso 1 1 calc R U . . .
C13 C 0.0205(4) 0.6506(9) 0.2202(4) 0.078(2) Uani 1 1 d . . . . .
H13 H -0.0174 0.5932 0.1948 0.093 Uiso 1 1 calc R U . . .
C14 C 0.0567(5) 0.6131(9) 0.2927(5) 0.086(3) Uani 1 1 d . . . . .
H14 H 0.0422 0.5306 0.3190 0.103 Uiso 1 1 calc R U . . .
C15 C 0.1130(4) 0.6937(6) 0.3269(4) 0.0532(16) Uani 1 1 d . . . . .
C16 C 0.1601(5) 0.6543(7) 0.4010(4) 0.067(2) Uani 1 1 d . . . . .
H16A H 0.1282 0.6010 0.4380 0.081 Uiso 1 1 calc R U . . .
H16B H 0.2030 0.5947 0.3852 0.081 Uiso 1 1 calc R U . . .
C17 C 0.2680(3) 0.7517(6) 0.4823(3) 0.0440(14) Uani 1 1 d . . . . .
H17A H 0.2995 0.6997 0.4443 0.053 Uiso 1 1 calc R U . . .
H17B H 0.2631 0.6953 0.5318 0.053 Uiso 1 1 calc R U . . .
C18 C 0.3067(3) 0.8847(6) 0.5040(3) 0.0470(15) Uani 1 1 d . . . . .
H18A H 0.2851 0.9235 0.5536 0.056 Uiso 1 1 calc R U . . .
H18B H 0.3622 0.8693 0.5147 0.056 Uiso 1 1 calc R U . . .
C19 C 0.1369(4) 0.8257(9) 0.5046(4) 0.068(2) Uani 1 1 d . . . . .
H19A H 0.0861 0.7851 0.4904 0.082 Uiso 1 1 calc DR U . B 1
H19B H 0.1538 0.7879 0.5581 0.082 Uiso 1 1 calc R U . B 1
C20A C 0.1276(8) 0.9644(17) 0.5129(7) 0.067(3) Uani 0.535(10) 1 d . . P C 1
H20A H 0.1738 1.0038 0.5410 0.080 Uiso 0.535(10) 1 calc R U P C 1
H20B H 0.0833 0.9825 0.5468 0.080 Uiso 0.535(10) 1 calc R U P C 1
C20B C 0.0721(7) 0.9488(15) 0.4595(7) 0.067(3) Uani 0.465(10) 1 d . . P C 2
H20C H 0.0381 0.9051 0.4175 0.080 Uiso 0.465(10) 1 calc DR U P C 2
H20D H 0.0403 0.9913 0.5010 0.080 Uiso 0.465(10) 1 calc R U P C 2
N5 N 0.2843(3) 0.7281(5) 0.2296(3) 0.0406(11) Uani 1 1 d . . . . .
N6 N 0.5162(3) 0.4898(5) 0.1076(3) 0.0505(13) Uani 1 1 d . . . . .
N7 N 0.0961(3) 0.1524(7) 0.0277(4) 0.0714(18) Uani 1 1 d . . . . .
O5 O 0.2761(2) 0.8182(4) 0.1742(2) 0.0406(9) Uani 1 1 d . . . . .
O6 O 0.3105(2) 0.7621(4) 0.2966(2) 0.0499(10) Uani 1 1 d . . . . .
O7 O 0.2622(3) 0.6082(4) 0.2137(3) 0.0652(13) Uani 1 1 d . . . . .
O8 O 0.5794(3) 0.5441(6) 0.1254(3) 0.0731(15) Uani 1 1 d . . . . .
O9 O 0.4576(2) 0.5385(5) 0.1361(3) 0.0586(12) Uani 1 1 d . . . . .
O10 O 0.5141(3) 0.3857(4) 0.0632(3) 0.0640(13) Uani 1 1 d . . . . .
O11 O 0.1424(4) 0.2062(7) -0.0148(5) 0.122(3) Uani 1 1 d . . . . .
O12 O 0.1172(3) 0.0601(7) 0.0725(3) 0.0937(19) Uani 1 1 d . . . . .
O13 O 0.0313(4) 0.1915(10) 0.0208(5) 0.167(4) 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
Cu1 O2 1.928(3) . ?
Cu1 N1 1.983(4) . ?
Cu1 O5 1.983(4) . ?
Cu1 N2 2.017(4) . ?
Cu1 O1 2.412(4) . ?
Cu2 O2 1.921(3) . ?
Cu2 N3 1.999(4) . ?
Cu2 O3 2.007(4) . ?
Cu2 N4 2.016(4) . ?
Cu2 O4 2.328(4) . ?
O1 C8 1.434(7) . ?
O1 H1 0.8400 . ?
O2 C10 1.420(6) . ?
O3 C18 1.452(6) . ?
O3 H3 0.8400 . ?
O4 C20B 1.244(14) . ?
O4 C20A 1.560(14) . ?
O4 H4 0.8400 . ?
N1 C5 1.330(7) . ?
N1 C1 1.342(7) . ?
N2 C9 1.489(7) . ?
N2 C6 1.500(7) . ?
N2 C7 1.509(7) . ?
N3 C11 1.334(6) . ?
N3 C15 1.345(7) . ?
N4 C16 1.480(7) . ?
N4 C17 1.480(7) . ?
N4 C19 1.484(8) . ?
C1 C2 1.374(8) . ?
C1 H1A 0.9500 . ?
C2 C3 1.383(9) . ?
C2 H2 0.9500 . ?
C3 C4 1.367(9) . ?
C3 H3A 0.9500 . ?
C4 C5 1.396(8) . ?
C4 H4A 0.9500 . ?
C5 C6 1.489(8) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.500(8) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.515(8) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.371(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.370(10) . ?
C12 H12 0.9500 . ?
C13 C14 1.377(10) . ?
C13 H13 0.9500 . ?
C14 C15 1.361(9) . ?
C14 H14 0.9500 . ?
C15 C16 1.494(9) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.494(8) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20A 1.364(16) . ?
C19 C20B 1.786(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C20B H20C 0.9900 . ?
C20B H20D 0.9900 . ?
N5 O6 1.223(6) . ?
N5 O7 1.251(6) . ?
N5 O5 1.268(5) . ?
N6 O9 1.239(6) . ?
N6 O8 1.247(6) . ?
N6 O10 1.248(6) . ?
N7 O13 1.196(7) . ?
N7 O12 1.208(7) . ?
N7 O11 1.211(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
O2 Cu1 N1 159.34(17) . . ?
O2 Cu1 O5 96.56(15) . . ?
N1 Cu1 O5 95.80(16) . . ?
O2 Cu1 N2 86.57(16) . . ?
N1 Cu1 N2 84.41(17) . . ?
O5 Cu1 N2 169.02(16) . . ?
O2 Cu1 O1 113.26(15) . . ?
N1 Cu1 O1 83.60(16) . . ?
O5 Cu1 O1 88.17(14) . . ?
N2 Cu1 O1 80.94(15) . . ?
O2 Cu2 N3 95.97(17) . . ?
O2 Cu2 O3 95.84(16) . . ?
N3 Cu2 O3 164.41(17) . . ?
O2 Cu2 N4 174.80(18) . . ?
N3 Cu2 N4 83.89(18) . . ?
O3 Cu2 N4 83.42(17) . . ?
O2 Cu2 O4 103.36(16) . . ?
N3 Cu2 O4 92.41(17) . . ?
O3 Cu2 O4 94.72(17) . . ?
N4 Cu2 O4 81.84(19) . . ?
C8 O1 Cu1 102.2(3) . . ?
C8 O1 H1 109.5 . . ?
Cu1 O1 H1 110.9 . . ?
C10 O2 Cu2 120.5(3) . . ?
C10 O2 Cu1 111.5(3) . . ?
Cu2 O2 Cu1 119.73(19) . . ?
C18 O3 Cu2 112.9(3) . . ?
C18 O3 H3 109.5 . . ?
Cu2 O3 H3 111.8 . . ?
C20B O4 Cu2 108.8(6) . . ?
C20A O4 Cu2 98.3(5) . . ?
C20A O4 H4 109.5 . . ?
Cu2 O4 H4 105.6 . . ?
C5 N1 C1 120.0(5) . . ?
C5 N1 Cu1 113.3(4) . . ?
C1 N1 Cu1 126.3(4) . . ?
C9 N2 C6 113.6(4) . . ?
C9 N2 C7 109.8(4) . . ?
C6 N2 C7 111.1(4) . . ?
C9 N2 Cu1 105.2(3) . . ?
C6 N2 Cu1 106.5(3) . . ?
C7 N2 Cu1 110.4(3) . . ?
C11 N3 C15 119.7(5) . . ?
C11 N3 Cu2 126.9(4) . . ?
C15 N3 Cu2 113.4(4) . . ?
C16 N4 C17 112.1(5) . . ?
C16 N4 C19 110.2(5) . . ?
C17 N4 C19 111.2(4) . . ?
C16 N4 Cu2 107.2(3) . . ?
C17 N4 Cu2 104.5(3) . . ?
C19 N4 Cu2 111.5(4) . . ?
N1 C1 C2 122.4(6) . . ?
N1 C1 H1A 118.8 . . ?
C2 C1 H1A 118.8 . . ?
C1 C2 C3 118.2(6) . . ?
C1 C2 H2 120.9 . . ?
C3 C2 H2 120.9 . . ?
C4 C3 C2 119.2(6) . . ?
C4 C3 H3A 120.4 . . ?
C2 C3 H3A 120.4 . . ?
C3 C4 C5 120.1(6) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
N1 C5 C4 120.0(6) . . ?
N1 C5 C6 116.8(5) . . ?
C4 C5 C6 123.2(5) . . ?
C5 C6 N2 110.5(4) . . ?
C5 C6 H6A 109.5 . . ?
N2 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
C8 C7 N2 112.4(4) . . ?
C8 C7 H7A 109.1 . . ?
N2 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
N2 C7 H7B 109.1 . . ?
H7A C7 H7B 107.9 . . ?
O1 C8 C7 110.5(4) . . ?
O1 C8 H8A 109.5 . . ?
C7 C8 H8A 109.5 . . ?
O1 C8 H8B 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
N2 C9 C10 108.5(4) . . ?
N2 C9 H9A 110.0 . . ?
C10 C9 H9A 110.0 . . ?
N2 C9 H9B 110.0 . . ?
C10 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
O2 C10 C9 109.7(4) . . ?
O2 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
O2 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
N3 C11 C12 121.3(6) . . ?
N3 C11 H11 119.4 . . ?
C12 C11 H11 119.4 . . ?
C13 C12 C11 119.7(6) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 118.2(6) . . ?
C12 C13 H13 120.9 . . ?
C14 C13 H13 120.9 . . ?
C15 C14 C13 120.3(7) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
N3 C15 C14 120.7(6) . . ?
N3 C15 C16 115.5(5) . . ?
C14 C15 C16 123.8(6) . . ?
N4 C16 C15 111.3(5) . . ?
N4 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
N4 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
N4 C17 C18 110.5(5) . . ?
N4 C17 H17A 109.6 . . ?
C18 C17 H17A 109.6 . . ?
N4 C17 H17B 109.6 . . ?
C18 C17 H17B 109.6 . . ?
H17A C17 H17B 108.1 . . ?
O3 C18 C17 108.5(4) . . ?
O3 C18 H18A 110.0 . . ?
C17 C18 H18A 110.0 . . ?
O3 C18 H18B 110.0 . . ?
C17 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
C20A C19 N4 117.5(7) . . ?
N4 C19 C20B 110.1(5) . . ?
C20A C19 H19A 107.9 . . ?
N4 C19 H19A 107.9 . . ?
C20A C19 H19B 107.9 . . ?
N4 C19 H19B 107.9 . . ?
H19A C19 H19B 107.2 . . ?
C19 C20A O4 111.4(9) . . ?
C19 C20A H20A 109.3 . . ?
O4 C20A H20A 109.3 . . ?
C19 C20A H20B 109.3 . . ?
O4 C20A H20B 109.3 . . ?
H20A C20A H20B 108.0 . . ?
O4 C20B C19 104.5(8) . . ?
O4 C20B H20C 110.9 . . ?
C19 C20B H20C 110.9 . . ?
O4 C20B H20D 110.9 . . ?
C19 C20B H20D 110.9 . . ?
H20C C20B H20D 108.9 . . ?
O6 N5 O7 122.8(5) . . ?
O6 N5 O5 119.4(5) . . ?
O7 N5 O5 117.8(5) . . ?
O9 N6 O8 119.2(5) . . ?
O9 N6 O10 121.9(6) . . ?
O8 N6 O10 118.9(5) . . ?
O13 N7 O12 123.8(7) . . ?
O13 N7 O11 117.4(7) . . ?
O12 N7 O11 118.7(6) . . ?
N5 O5 Cu1 116.4(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
C5 N1 C1 C2 0.9(8) . . . . ?
Cu1 N1 C1 C2 173.8(4) . . . . ?
N1 C1 C2 C3 0.6(9) . . . . ?
C1 C2 C3 C4 -0.6(9) . . . . ?
C2 C3 C4 C5 -0.7(9) . . . . ?
C1 N1 C5 C4 -2.2(8) . . . . ?
Cu1 N1 C5 C4 -176.0(4) . . . . ?
C1 N1 C5 C6 -179.5(5) . . . . ?
Cu1 N1 C5 C6 6.7(6) . . . . ?
C3 C4 C5 N1 2.2(9) . . . . ?
C3 C4 C5 C6 179.3(5) . . . . ?
N1 C5 C6 N2 -25.9(7) . . . . ?
C4 C5 C6 N2 156.9(5) . . . . ?
C9 N2 C6 C5 146.1(4) . . . . ?
C7 N2 C6 C5 -89.5(5) . . . . ?
Cu1 N2 C6 C5 30.8(5) . . . . ?
C9 N2 C7 C8 -157.3(5) . . . . ?
C6 N2 C7 C8 76.2(6) . . . . ?
Cu1 N2 C7 C8 -41.8(5) . . . . ?
Cu1 O1 C8 C7 -38.9(5) . . . . ?
N2 C7 C8 O1 57.0(6) . . . . ?
C6 N2 C9 C10 -155.0(4) . . . . ?
C7 N2 C9 C10 79.8(5) . . . . ?
Cu1 N2 C9 C10 -38.9(5) . . . . ?
Cu2 O2 C10 C9 116.8(4) . . . . ?
Cu1 O2 C10 C9 -31.6(5) . . . . ?
N2 C9 C10 O2 47.5(6) . . . . ?
C15 N3 C11 C12 2.2(8) . . . . ?
Cu2 N3 C11 C12 -175.4(4) . . . . ?
N3 C11 C12 C13 -1.3(9) . . . . ?
C11 C12 C13 C14 1.4(11) . . . . ?
C12 C13 C14 C15 -2.5(13) . . . . ?
C11 N3 C15 C14 -3.3(10) . . . . ?
Cu2 N3 C15 C14 174.6(6) . . . . ?
C11 N3 C15 C16 174.4(6) . . . . ?
Cu2 N3 C15 C16 -7.7(7) . . . . ?
C13 C14 C15 N3 3.5(13) . . . . ?
C13 C14 C15 C16 -174.0(8) . . . . ?
C17 N4 C16 C15 -145.8(6) . . . . ?
C19 N4 C16 C15 89.9(6) . . . . ?
Cu2 N4 C16 C15 -31.6(7) . . . . ?
N3 C15 C16 N4 26.9(9) . . . . ?
C14 C15 C16 N4 -155.4(7) . . . . ?
C16 N4 C17 C18 163.8(5) . . . . ?
C19 N4 C17 C18 -72.3(6) . . . . ?
Cu2 N4 C17 C18 48.0(5) . . . . ?
Cu2 O3 C18 C17 17.3(6) . . . . ?
N4 C17 C18 O3 -43.6(6) . . . . ?
C16 N4 C19 C20A -140.6(9) . . . . ?
C17 N4 C19 C20A 94.5(9) . . . . ?
Cu2 N4 C19 C20A -21.6(10) . . . . ?
C16 N4 C19 C20B -90.6(8) . . . . ?
C17 N4 C19 C20B 144.5(8) . . . . ?
Cu2 N4 C19 C20B 28.3(8) . . . . ?
N4 C19 C20A O4 48.2(12) . . . . ?
Cu2 O4 C20A C19 -44.3(9) . . . . ?
Cu2 O4 C20B C19 45.5(9) . . . . ?
N4 C19 C20B O4 -52.7(12) . . . . ?
O6 N5 O5 Cu1 2.8(6) . . . . ?
O7 N5 O5 Cu1 -179.8(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
O1 H1 O12 0.84 2.08 2.879(7) 159.5 1_565
O3 H3 O8 0.84 1.72 2.546(6) 168.4 2_655
O4 H4 O11 0.84 1.92 2.706(8) 154.8 4_576

_refine_diff_density_max         1.115
_refine_diff_density_min         -0.942
_refine_diff_density_rms         0.146



