# 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 2019

####################################################################### 
# 
# 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 1835391'
_audit_update_record             
;
2018-07-31 deposited with the CCDC.
2019-01-08 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT029_2                   
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .   0.951 Why?
RESPONSE: The crystal was low diffracting due to the disordered solvent
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H58 Br4 Cu4 N6 O14, C H4 O, O0.50'
_chemical_formula_sum            'C46 H64 Br4 Cu4 N6 O15.50'
_chemical_formula_weight         1522.83

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'
Br Br -0.2901 2.4595 '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                   12.401(3)
_cell_length_b                   19.901(6)
_cell_length_c                   13.776(4)
_cell_angle_alpha                90
_cell_angle_beta                 107.718(5)
_cell_angle_gamma                90
_cell_volume                     3238.4(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2985
_cell_measurement_theta_min      2.08
_cell_measurement_theta_max      24.49

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_F_000             1524
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    3.823
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.39
_exptl_absorpt_correction_T_max  0.55
_exptl_absorpt_process_details   
'Bruker (2009). SADABS Bruker AXS Inc., Madison, Wisconsin, USA.'
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15198
_diffrn_reflns_av_unetI/netI     0.1172
_diffrn_reflns_av_R_equivalents  0.0856
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.859
_diffrn_reflns_theta_max         25.579
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.936
_diffrn_measured_fraction_theta_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.936
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_point_group_measured_fraction_full 0.951
_reflns_number_total             5700
_reflns_number_gt                2963
_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    'Ortep3 for Windows (Farrugia,1997)'
_computing_publication_material  'Wingx 2013.03 (Farrugia, 1999)'

_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)+(0.0876P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5700
_refine_ls_number_parameters     342
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1357
_refine_ls_R_factor_gt           0.0621
_refine_ls_wR_factor_ref         0.1844
_refine_ls_wR_factor_gt          0.1518
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.973
_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 0.28840(8) 0.15176(5) 0.35962(7) 0.0421(3) Uani 1 1 d . . . . .
Cu2 Cu 0.49439(8) 0.06757(5) 0.44044(8) 0.0430(3) Uani 1 1 d . . . . .
Br1 Br 0.06686(10) -0.12586(5) 0.01260(8) 0.0849(4) Uani 1 1 d . . . . .
Br2 Br 0.96766(8) -0.09081(5) 0.32035(9) 0.0729(4) Uani 1 1 d . . . . .
N1 N 0.1255(5) 0.1420(3) 0.2827(5) 0.0395(16) Uani 1 1 d . . . . .
H1 H 0.1173 0.1549 0.2122 0.047 Uiso 1 1 calc R U . . .
N2 N 0.6373(5) 0.1135(3) 0.4466(5) 0.0388(16) Uani 1 1 d . . . . .
H2N H 0.6361 0.1215 0.3761 0.047 Uiso 1 1 calc R U . . .
N3 N 0.2896(8) 0.1997(4) 0.1287(7) 0.067(2) Uani 1 1 d . . . . .
O1 O 0.3262(4) 0.0591(2) 0.3479(4) 0.0463(15) Uani 1 1 d . . . . .
O2 O 0.2455(5) 0.2437(3) 0.3870(4) 0.0532(16) Uani 1 1 d . . . . .
H2A H 0.2577 0.2482 0.4601 0.064 Uiso 1 1 d . U . . .
O3 O 0.5473(4) -0.0216(2) 0.4324(4) 0.0416(13) Uani 1 1 d . . . . .
O4 O 0.4387(4) 0.1568(2) 0.4508(4) 0.0430(14) Uani 1 1 d . . . . .
O5 O 0.3440(6) 0.1820(4) 0.2166(5) 0.093(2) Uani 1 1 d . . . . .
O6 O 0.3430(6) 0.2081(5) 0.0661(6) 0.105(3) Uani 1 1 d . . . . .
O7 O 0.1876(6) 0.2073(4) 0.1053(5) 0.078(2) Uani 1 1 d . . . . .
C1 C 0.2694(7) 0.0215(4) 0.2674(6) 0.044(2) Uani 1 1 d . . . . .
C2 C 0.3277(7) -0.0254(4) 0.2251(7) 0.053(2) Uani 1 1 d . . . . .
H2 H 0.4063 -0.0273 0.2487 0.063 Uiso 1 1 calc R U . . .
C3 C 0.2674(8) -0.0691(4) 0.1476(7) 0.060(3) Uani 1 1 d . . . . .
H3 H 0.3050 -0.1010 0.1206 0.072 Uiso 1 1 calc R U . . .
C4 C 0.1534(8) -0.0639(4) 0.1131(7) 0.054(2) Uani 1 1 d . . . . .
C5 C 0.0951(7) -0.0176(4) 0.1504(6) 0.047(2) Uani 1 1 d . . . . .
H5 H 0.0168 -0.0148 0.1231 0.057 Uiso 1 1 calc R U . . .
C6 C 0.1521(7) 0.0259(4) 0.2296(6) 0.042(2) Uani 1 1 d . . . . .
C7 C 0.0865(7) 0.0719(4) 0.2795(6) 0.047(2) Uani 1 1 d . . . . .
H7A H 0.0065 0.0697 0.2418 0.056 Uiso 1 1 calc R U . . .
H7B H 0.0959 0.0564 0.3484 0.056 Uiso 1 1 calc R U . . .
C8 C 0.0609(7) 0.1924(4) 0.3225(6) 0.044(2) Uani 1 1 d . . . . .
C9 C 0.1302(7) 0.2564(4) 0.3362(6) 0.055(2) Uani 1 1 d . . . . .
H9A H 0.1227 0.2760 0.2699 0.066 Uiso 1 1 calc R U . . .
H9B H 0.1014 0.2885 0.3751 0.066 Uiso 1 1 calc R U . . .
C11 C 0.6404(7) -0.0362(4) 0.4086(6) 0.038(2) Uani 1 1 d . . . . .
C12 C 0.6495(7) -0.0952(4) 0.3558(6) 0.048(2) Uani 1 1 d . . . . .
H12 H 0.5883 -0.1246 0.3386 0.058 Uiso 1 1 calc R U . . .
C13 C 0.7424(7) -0.1119(4) 0.3281(7) 0.053(2) Uani 1 1 d . . . . .
H13 H 0.7438 -0.1513 0.2922 0.063 Uiso 1 1 calc R U . . .
C14 C 0.8342(7) -0.0696(4) 0.3542(7) 0.051(2) Uani 1 1 d . . . . .
C15 C 0.8319(7) -0.0097(4) 0.4048(6) 0.051(2) Uani 1 1 d . . . . .
H15 H 0.8933 0.0194 0.4192 0.061 Uiso 1 1 calc R U . . .
C16 C 0.7365(7) 0.0065(4) 0.4340(6) 0.041(2) Uani 1 1 d . . . . .
C17 C 0.7378(7) 0.0709(4) 0.4947(7) 0.049(2) Uani 1 1 d . . . . .
H17A H 0.7390 0.0594 0.5634 0.059 Uiso 1 1 calc R U . . .
H17B H 0.8061 0.0961 0.4990 0.059 Uiso 1 1 calc R U . . .
C18 C 0.6357(7) 0.1811(4) 0.4945(7) 0.047(2) Uani 1 1 d . . . . .
C19 C 0.5172(6) 0.2069(4) 0.4457(7) 0.050(2) Uani 1 1 d . . . . .
H19A H 0.5048 0.2470 0.4809 0.060 Uiso 1 1 calc R U . . .
H19B H 0.5072 0.2186 0.3751 0.060 Uiso 1 1 calc R U . . .
C20 C -0.0571(7) 0.2059(5) 0.2477(8) 0.081(3) Uani 1 1 d . . . . .
H20A H -0.0956 0.2386 0.2765 0.121 Uiso 1 1 calc R U . . .
H20B H -0.0497 0.2227 0.1847 0.121 Uiso 1 1 calc R U . . .
H20C H -0.0999 0.1649 0.2351 0.121 Uiso 1 1 calc R U . . .
C21 C 0.0513(8) 0.1704(4) 0.4249(7) 0.066(3) Uani 1 1 d . . . . .
H21A H 0.0094 0.2035 0.4493 0.099 Uiso 1 1 calc R U . . .
H21B H 0.0127 0.1280 0.4176 0.099 Uiso 1 1 calc R U . . .
H21C H 0.1256 0.1659 0.4726 0.099 Uiso 1 1 calc R U . . .
C22 C 0.7256(7) 0.2286(4) 0.4739(8) 0.078(3) Uani 1 1 d . . . . .
H22A H 0.7230 0.2714 0.5052 0.118 Uiso 1 1 calc R U . . .
H22B H 0.7995 0.2093 0.5020 0.118 Uiso 1 1 calc R U . . .
H22C H 0.7100 0.2345 0.4018 0.118 Uiso 1 1 calc R U . . .
C23 C 0.6597(8) 0.1730(5) 0.6103(7) 0.069(3) Uani 1 1 d . . . . .
H23A H 0.6586 0.2164 0.6406 0.104 Uiso 1 1 calc R U . . .
H23B H 0.6027 0.1449 0.6233 0.104 Uiso 1 1 calc R U . . .
H23C H 0.7327 0.1528 0.6392 0.104 Uiso 1 1 calc R U . . .
O9 O 0.5808(9) 0.1402(5) 0.2233(8) 0.051(3) Uiso 0.5 1 d D . P . .
H9 H 0.5151 0.1488 0.2199 0.076 Uiso 0.5 1 calc R U P . .
C24 C 0.582(3) 0.0918(14) 0.149(2) 0.153(12) Uiso 0.5 1 d D . P . .
H24A H 0.5413 0.1137 0.0856 0.184 Uiso 0.5 1 calc R U P . .
H24B H 0.5315 0.0573 0.1590 0.184 Uiso 0.5 1 calc R U P . .
C25 C 0.667(3) 0.054(2) 0.122(3) 0.226(18) Uiso 0.5 1 d D . P . .
H25A H 0.6319 0.0258 0.0652 0.339 Uiso 0.5 1 calc R U P . .
H25B H 0.7182 0.0847 0.1045 0.339 Uiso 0.5 1 calc R U P . .
H25C H 0.7082 0.0273 0.1792 0.339 Uiso 0.5 1 calc R U P . .
O1W O 0.736(4) -0.055(2) 0.042(3) 0.160(16) Uiso 0.25 1 d . . P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O4 1.907(5) . ?
Cu1 O1 1.921(5) . ?
Cu1 O2 1.973(5) . ?
Cu1 N1 1.985(6) . ?
Cu1 O5 2.355(7) . ?
Cu1 Cu2 2.9735(14) . ?
Cu2 O3 1.907(5) . ?
Cu2 O4 1.926(5) . ?
Cu2 N2 1.972(6) . ?
Cu2 O1 2.094(5) . ?
Cu2 O3 2.172(5) 3_656 ?
Br1 C4 1.920(8) . ?
Br2 C14 1.899(9) . ?
N1 C7 1.474(9) . ?
N1 C8 1.487(9) . ?
N1 H1 0.9800 . ?
N2 C17 1.486(9) . ?
N2 C18 1.502(9) . ?
N2 H2N 0.9800 . ?
N3 O7 1.215(9) . ?
N3 O5 1.244(9) . ?
N3 O6 1.249(10) . ?
O1 C1 1.347(8) . ?
O2 C9 1.410(9) . ?
O2 H2A 0.9753 . ?
O3 C11 1.326(9) . ?
O3 Cu2 2.172(5) 3_656 ?
O4 C19 1.411(8) . ?
C1 C6 1.391(10) . ?
C1 C2 1.410(11) . ?
C2 C3 1.404(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.351(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.365(11) . ?
C5 C6 1.402(10) . ?
C5 H5 0.9300 . ?
C6 C7 1.521(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C21 1.516(11) . ?
C8 C9 1.516(11) . ?
C8 C20 1.536(11) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C11 C12 1.403(10) . ?
C11 C16 1.417(10) . ?
C12 C13 1.361(11) . ?
C12 H12 0.9300 . ?
C13 C14 1.373(11) . ?
C13 H13 0.9300 . ?
C14 C15 1.384(11) . ?
C15 C16 1.398(10) . ?
C15 H15 0.9300 . ?
C16 C17 1.528(10) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.507(10) . ?
C18 C23 1.540(12) . ?
C18 C22 1.552(11) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
O9 C24 1.410(17) . ?
O9 H9 0.8200 . ?
C24 C25 1.425(19) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cu1 O1 83.7(2) . . ?
O4 Cu1 O2 95.3(2) . . ?
O1 Cu1 O2 173.0(2) . . ?
O4 Cu1 N1 171.4(3) . . ?
O1 Cu1 N1 95.5(2) . . ?
O2 Cu1 N1 84.4(2) . . ?
O4 Cu1 O5 93.5(2) . . ?
O1 Cu1 O5 92.0(3) . . ?
O2 Cu1 O5 95.0(3) . . ?
N1 Cu1 O5 95.0(3) . . ?
O4 Cu1 Cu2 39.35(15) . . ?
O1 Cu1 Cu2 44.50(15) . . ?
O2 Cu1 Cu2 134.56(16) . . ?
N1 Cu1 Cu2 139.82(17) . . ?
O5 Cu1 Cu2 91.18(18) . . ?
O3 Cu2 O4 178.5(2) . . ?
O3 Cu2 N2 96.5(2) . . ?
O4 Cu2 N2 84.7(2) . . ?
O3 Cu2 O1 100.7(2) . . ?
O4 Cu2 O1 78.8(2) . . ?
N2 Cu2 O1 141.1(2) . . ?
O3 Cu2 O3 79.9(2) . 3_656 ?
O4 Cu2 O3 98.6(2) . 3_656 ?
N2 Cu2 O3 126.3(2) . 3_656 ?
O1 Cu2 O3 91.1(2) . 3_656 ?
O3 Cu2 Cu1 140.73(16) . . ?
O4 Cu2 Cu1 38.90(14) . . ?
N2 Cu2 Cu1 114.42(18) . . ?
O1 Cu2 Cu1 40.02(14) . . ?
O3 Cu2 Cu1 98.68(13) 3_656 . ?
C7 N1 C8 116.1(6) . . ?
C7 N1 Cu1 112.3(5) . . ?
C8 N1 Cu1 108.2(4) . . ?
C7 N1 H1 106.5 . . ?
C8 N1 H1 106.5 . . ?
Cu1 N1 H1 106.5 . . ?
C17 N2 C18 115.9(6) . . ?
C17 N2 Cu2 112.1(5) . . ?
C18 N2 Cu2 107.6(5) . . ?
C17 N2 H2N 106.9 . . ?
C18 N2 H2N 106.9 . . ?
Cu2 N2 H2N 106.9 . . ?
O7 N3 O5 120.3(9) . . ?
O7 N3 O6 121.9(9) . . ?
O5 N3 O6 117.7(9) . . ?
C1 O1 Cu1 121.5(5) . . ?
C1 O1 Cu2 136.1(5) . . ?
Cu1 O1 Cu2 95.5(2) . . ?
C9 O2 Cu1 111.3(4) . . ?
C9 O2 H2A 108.2 . . ?
Cu1 O2 H2A 108.5 . . ?
C11 O3 Cu2 124.0(5) . . ?
C11 O3 Cu2 123.1(4) . 3_656 ?
Cu2 O3 Cu2 100.1(2) . 3_656 ?
C19 O4 Cu1 123.7(5) . . ?
C19 O4 Cu2 112.3(4) . . ?
Cu1 O4 Cu2 101.7(2) . . ?
N3 O5 Cu1 132.6(6) . . ?
O1 C1 C6 120.0(7) . . ?
O1 C1 C2 120.2(7) . . ?
C6 C1 C2 119.8(7) . . ?
C3 C2 C1 120.2(8) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 118.6(8) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 122.5(8) . . ?
C3 C4 Br1 120.0(7) . . ?
C5 C4 Br1 117.5(7) . . ?
C4 C5 C6 120.7(8) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 118.4(7) . . ?
C1 C6 C7 120.7(7) . . ?
C5 C6 C7 120.7(7) . . ?
N1 C7 C6 111.6(7) . . ?
N1 C7 H7A 109.3 . . ?
C6 C7 H7A 109.3 . . ?
N1 C7 H7B 109.3 . . ?
C6 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
N1 C8 C21 110.7(6) . . ?
N1 C8 C9 105.3(6) . . ?
C21 C8 C9 109.2(7) . . ?
N1 C8 C20 112.4(7) . . ?
C21 C8 C20 110.2(8) . . ?
C9 C8 C20 108.9(7) . . ?
O2 C9 C8 111.2(6) . . ?
O2 C9 H9A 109.4 . . ?
C8 C9 H9A 109.4 . . ?
O2 C9 H9B 109.4 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
O3 C11 C12 121.7(7) . . ?
O3 C11 C16 122.6(7) . . ?
C12 C11 C16 115.8(8) . . ?
C13 C12 C11 124.0(8) . . ?
C13 C12 H12 118.0 . . ?
C11 C12 H12 118.0 . . ?
C12 C13 C14 118.8(8) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 H13 120.6 . . ?
C13 C14 C15 121.1(8) . . ?
C13 C14 Br2 120.9(6) . . ?
C15 C14 Br2 117.9(7) . . ?
C14 C15 C16 119.5(8) . . ?
C14 C15 H15 120.3 . . ?
C16 C15 H15 120.3 . . ?
C15 C16 C11 120.8(7) . . ?
C15 C16 C17 118.8(7) . . ?
C11 C16 C17 120.4(7) . . ?
N2 C17 C16 111.5(6) . . ?
N2 C17 H17A 109.3 . . ?
C16 C17 H17A 109.3 . . ?
N2 C17 H17B 109.3 . . ?
C16 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
N2 C18 C19 104.5(6) . . ?
N2 C18 C23 109.7(7) . . ?
C19 C18 C23 110.6(7) . . ?
N2 C18 C22 111.1(7) . . ?
C19 C18 C22 111.6(7) . . ?
C23 C18 C22 109.2(7) . . ?
O4 C19 C18 109.3(6) . . ?
O4 C19 H19A 109.8 . . ?
C18 C19 H19A 109.8 . . ?
O4 C19 H19B 109.8 . . ?
C18 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C8 C21 H21A 109.5 . . ?
C8 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C8 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18 C22 H22A 109.5 . . ?
C18 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C18 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C24 O9 H9 109.5 . . ?
O9 C24 C25 136(3) . . ?
O9 C24 H24A 103.2 . . ?
C25 C24 H24A 103.2 . . ?
O9 C24 H24B 103.2 . . ?
C25 C24 H24B 103.2 . . ?
H24A C24 H24B 105.2 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_refine_diff_density_max         1.183
_refine_diff_density_min         -1.319
_refine_diff_density_rms         0.122

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1835392'
_audit_update_record             
;
2018-07-31 deposited with the CCDC.
2019-01-08 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         'C48 H64 Br4 Cu4 N4 O12, 2(C2 H3 N), 2(H2 O)'
_chemical_formula_sum            'C52 H74 Br4 Cu4 N6 O14'
_chemical_formula_weight         1580.97

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'
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'
Br Br -0.2901 2.4595 '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                   11.3423(10)
_cell_length_b                   11.3744(10)
_cell_length_c                   24.430(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.142(3)
_cell_angle_gamma                90
_cell_volume                     3102.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2902
_cell_measurement_theta_min      1.95
_cell_measurement_theta_max      22.78

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_F_000             1592
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    3.993
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.37
_exptl_absorpt_correction_T_max  0.51
_exptl_absorpt_process_details   
'Bruker (2009). SADABS Bruker AXS Inc., Madison, Wisconsin, USA.'
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32079
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_av_R_equivalents  0.0814
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.694
_diffrn_reflns_theta_max         24.134
_diffrn_reflns_theta_full        24.134
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4926
_reflns_number_gt                3609
_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    'Ortep3 for Windows (Farrugia,1997)'
_computing_publication_material  'Wingx 2013.03 (Farrugia, 1999)'

_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)+(0.0511P)²+3.2600P] 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         4926
_refine_ls_number_parameters     372
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1086
_refine_ls_wR_factor_gt          0.0977
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_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 0.49887(5) 0.24966(5) 0.37480(3) 0.03680(18) Uani 1 1 d . . . . .
Cu2 Cu 0.42072(5) 0.43284(5) 0.44882(3) 0.03754(18) Uani 1 1 d . . . . .
Br1 Br 0.90771(6) 0.69911(6) 0.30947(3) 0.0702(2) Uani 1 1 d . . . . .
Br2 Br 0.07086(6) 0.96573(5) 0.42683(3) 0.0735(2) Uani 1 1 d . . . . .
O1 O 0.5529(3) 0.4027(3) 0.40245(14) 0.0385(8) Uani 1 1 d . . . . .
O2 O 0.4515(3) 0.0838(3) 0.35203(14) 0.0428(9) Uani 1 1 d . . . . .
H2A H 0.3809 0.0857 0.3228 0.051 Uiso 1 1 d . U . . .
O3 O 0.4502(3) 0.5929(3) 0.47291(13) 0.0363(8) Uani 1 1 d . . . . .
O4 O 0.3893(3) 0.2727(3) 0.42468(15) 0.0410(9) Uani 1 1 d . . . . .
N1 N 0.6488(3) 0.2103(3) 0.34758(17) 0.0350(10) Uani 1 1 d . . . . .
H1 H 0.6341 0.2237 0.3073 0.042 Uiso 1 1 calc R U . . .
N2 N 0.2432(3) 0.4415(3) 0.44357(17) 0.0332(9) Uani 1 1 d . . . . .
H2N H 0.2115 0.4694 0.4059 0.040 Uiso 1 1 calc R U . . .
C1 C 0.6279(4) 0.4680(4) 0.3787(2) 0.0360(12) Uani 1 1 d . . . . .
C2 C 0.6118(5) 0.5881(5) 0.3723(2) 0.0461(13) Uani 1 1 d . . . . .
H2 H 0.5450 0.6233 0.3826 0.055 Uiso 1 1 calc R U . . .
C3 C 0.6934(5) 0.6562(5) 0.3511(2) 0.0488(14) Uani 1 1 d . . . . .
H3 H 0.6829 0.7372 0.3476 0.059 Uiso 1 1 calc R U . . .
C4 C 0.7899(5) 0.6028(5) 0.3353(2) 0.0469(14) Uani 1 1 d . . . . .
C5 C 0.8073(4) 0.4841(5) 0.3393(2) 0.0431(13) Uani 1 1 d . . . . .
H5 H 0.8728 0.4499 0.3272 0.052 Uiso 1 1 calc R U . . .
C6 C 0.7266(4) 0.4148(4) 0.3613(2) 0.0383(12) Uani 1 1 d . . . . .
C7 C 0.7509(4) 0.2862(4) 0.3720(2) 0.0427(13) Uani 1 1 d . . . . .
H7A H 0.8209 0.2638 0.3566 0.051 Uiso 1 1 calc R U . . .
H7B H 0.7690 0.2729 0.4118 0.051 Uiso 1 1 calc R U . . .
C8 C 0.6662(5) 0.0804(4) 0.3568(2) 0.0429(13) Uani 1 1 d . . . . .
C9 C 0.5461(5) 0.0273(4) 0.3310(2) 0.0457(14) Uani 1 1 d . . . . .
H9A H 0.5339 0.0361 0.2909 0.055 Uiso 1 1 calc R U . . .
H9B H 0.5459 -0.0560 0.3395 0.055 Uiso 1 1 calc R U . . .
C10 C 0.3652(4) 0.6750(4) 0.46354(19) 0.0352(12) Uani 1 1 d . . . . .
C11 C 0.3947(5) 0.7895(4) 0.4506(2) 0.0423(13) Uani 1 1 d . . . . .
H11 H 0.4742 0.8074 0.4494 0.051 Uiso 1 1 calc R U . . .
C12 C 0.3095(5) 0.8771(4) 0.4396(2) 0.0456(14) Uani 1 1 d . . . . .
H12 H 0.3311 0.9531 0.4315 0.055 Uiso 1 1 calc R U . . .
C13 C 0.1931(5) 0.8496(4) 0.4409(2) 0.0436(13) Uani 1 1 d . . . . .
C14 C 0.1601(4) 0.7381(4) 0.4542(2) 0.0412(13) Uani 1 1 d . . . . .
H14 H 0.0803 0.7221 0.4556 0.049 Uiso 1 1 calc R U . . .
C15 C 0.2448(4) 0.6496(4) 0.4654(2) 0.0349(11) Uani 1 1 d . . . . .
C16 C 0.2085(5) 0.5300(4) 0.4813(2) 0.0412(13) Uani 1 1 d . . . . .
H16A H 0.2468 0.5127 0.5192 0.049 Uiso 1 1 calc R U . . .
H16B H 0.1225 0.5277 0.4797 0.049 Uiso 1 1 calc R U . . .
C17 C 0.1970(4) 0.3194(4) 0.4467(2) 0.0375(12) Uani 1 1 d . . . . .
C18 C 0.2659(4) 0.2486(4) 0.4098(2) 0.0417(13) Uani 1 1 d . . . . .
H18A H 0.2517 0.1653 0.4141 0.050 Uiso 1 1 calc R U . . .
H18B H 0.2385 0.2692 0.3711 0.050 Uiso 1 1 calc R U . . .
C19 C 0.6939(6) 0.0543(5) 0.4182(2) 0.0594(16) Uani 1 1 d . . . . .
H19A H 0.7703 0.0873 0.4338 0.089 Uiso 1 1 calc R U . . .
H19B H 0.6959 -0.0292 0.4238 0.089 Uiso 1 1 calc R U . . .
H19C H 0.6331 0.0883 0.4361 0.089 Uiso 1 1 calc R U . . .
C20 C 0.7630(5) 0.0316(5) 0.3281(3) 0.0596(16) Uani 1 1 d . . . . .
H20A H 0.7453 0.0507 0.2892 0.089 Uiso 1 1 calc R U . . .
H20B H 0.7667 -0.0522 0.3325 0.089 Uiso 1 1 calc R U . . .
H20C H 0.8388 0.0654 0.3442 0.089 Uiso 1 1 calc R U . . .
C21 C 0.0637(4) 0.3123(5) 0.4242(3) 0.0527(15) Uani 1 1 d . . . . .
H21A H 0.0211 0.3607 0.4463 0.079 Uiso 1 1 calc R U . . .
H21B H 0.0375 0.2323 0.4256 0.079 Uiso 1 1 calc R U . . .
H21C H 0.0483 0.3392 0.3863 0.079 Uiso 1 1 calc R U . . .
C22 C 0.2246(5) 0.2742(5) 0.5066(2) 0.0525(15) Uani 1 1 d . . . . .
H22A H 0.3085 0.2836 0.5209 0.079 Uiso 1 1 calc R U . . .
H22B H 0.2038 0.1925 0.5073 0.079 Uiso 1 1 calc R U . . .
H22C H 0.1789 0.3180 0.5292 0.079 Uiso 1 1 calc R U . . .
O5 O 0.3892(3) 0.3117(3) 0.29264(16) 0.0545(10) Uani 1 1 d . . . . .
O6 O 0.3115(3) 0.1404(4) 0.26489(16) 0.0600(11) Uani 1 1 d . . . . .
C25 C 0.3243(5) 0.2487(5) 0.2590(2) 0.0498(14) Uani 1 1 d . . . . .
C26 C 0.2558(7) 0.3031(6) 0.2071(3) 0.083(2) Uani 1 1 d . . . . .
H26A H 0.2417 0.3847 0.2137 0.124 Uiso 1 1 calc R U . . .
H26B H 0.1805 0.2633 0.1967 0.124 Uiso 1 1 calc R U . . .
H26C H 0.3013 0.2962 0.1776 0.124 Uiso 1 1 calc R U . . .
N3 N 0.5357(8) 0.7761(8) 0.2273(3) 0.123(3) Uani 1 1 d . . . . .
C27 C 0.5055(7) 0.6833(9) 0.2297(3) 0.080(2) Uani 1 1 d . . . . .
C28 C 0.4683(7) 0.5632(8) 0.2330(3) 0.093(2) Uani 1 1 d . . . . .
H28A H 0.4568 0.5285 0.1966 0.139 Uiso 1 1 d . U . . .
H28B H 0.3953 0.5600 0.2474 0.139 Uiso 1 1 d . U . . .
H28C H 0.5297 0.5203 0.2573 0.139 Uiso 1 1 d . U . . .
O1W O 0.2618(7) 0.5024(5) 0.33140(19) 0.105(2) Uani 1 1 d D . . . .
H1W H 0.221(7) 0.536(7) 0.303(2) 0.157 Uiso 1 1 d D U . . .
H2W H 0.302(7) 0.449(6) 0.320(3) 0.157 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O4 1.905(3) . ?
Cu1 O1 1.927(3) . ?
Cu1 N1 1.983(4) . ?
Cu1 O2 2.013(3) . ?
Cu1 O5 2.279(4) . ?
Cu1 Cu2 2.9936(8) . ?
Cu2 O3 1.925(3) . ?
Cu2 O4 1.928(3) . ?
Cu2 N2 1.997(4) . ?
Cu2 O1 2.061(3) . ?
Cu2 O3 2.214(3) 3_666 ?
Br1 C4 1.918(5) . ?
Br2 C13 1.901(5) . ?
O1 C1 1.336(6) . ?
O2 C9 1.421(6) . ?
O2 H2A 0.9748 . ?
O3 C10 1.332(5) . ?
O3 Cu2 2.214(3) 3_666 ?
O4 C18 1.410(5) . ?
N1 C7 1.483(6) . ?
N1 C8 1.503(6) . ?
N1 H1 0.9800 . ?
N2 C16 1.465(6) . ?
N2 C17 1.491(6) . ?
N2 H2N 0.9800 . ?
C1 C2 1.384(7) . ?
C1 C6 1.402(7) . ?
C2 C3 1.376(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.366(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.366(7) . ?
C5 C6 1.387(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.503(7) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C19 1.507(8) . ?
C8 C20 1.510(7) . ?
C8 C9 1.521(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.394(7) . ?
C10 C15 1.404(6) . ?
C11 C12 1.381(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.363(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(7) . ?
C14 C15 1.385(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.493(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C21 1.517(7) . ?
C17 C18 1.526(7) . ?
C17 C22 1.530(7) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
O5 C25 1.233(6) . ?
O6 C25 1.252(7) . ?
C25 C26 1.499(8) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N3 C27 1.115(10) . ?
C27 C28 1.437(11) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9554 . ?
C28 H28C 0.9645 . ?
O1W H1W 0.85(2) . ?
O1W H2W 0.84(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
O4 Cu1 O1 81.64(13) . . ?
O4 Cu1 N1 160.01(16) . . ?
O1 Cu1 N1 94.74(14) . . ?
O4 Cu1 O2 97.67(14) . . ?
O1 Cu1 O2 174.87(15) . . ?
N1 Cu1 O2 84.18(14) . . ?
O4 Cu1 O5 101.80(14) . . ?
O1 Cu1 O5 96.88(14) . . ?
N1 Cu1 O5 98.15(15) . . ?
O2 Cu1 O5 88.24(14) . . ?
O4 Cu1 Cu2 38.94(10) . . ?
O1 Cu1 Cu2 43.07(9) . . ?
N1 Cu1 Cu2 136.24(11) . . ?
O2 Cu1 Cu2 136.58(10) . . ?
O5 Cu1 Cu2 98.21(10) . . ?
O3 Cu2 O4 179.36(13) . . ?
O3 Cu2 N2 95.25(14) . . ?
O4 Cu2 N2 84.11(14) . . ?
O3 Cu2 O1 102.81(13) . . ?
O4 Cu2 O1 77.73(13) . . ?
N2 Cu2 O1 142.72(15) . . ?
O3 Cu2 O3 78.95(13) . 3_666 ?
O4 Cu2 O3 101.39(13) . 3_666 ?
N2 Cu2 O3 124.61(14) . 3_666 ?
O1 Cu2 O3 91.04(13) . 3_666 ?
O3 Cu2 Cu1 142.12(10) . . ?
O4 Cu2 Cu1 38.39(10) . . ?
N2 Cu2 Cu1 113.46(11) . . ?
O1 Cu2 Cu1 39.70(9) . . ?
O3 Cu2 Cu1 102.03(8) 3_666 . ?
C1 O1 Cu1 122.5(3) . . ?
C1 O1 Cu2 136.6(3) . . ?
Cu1 O1 Cu2 97.23(14) . . ?
C9 O2 Cu1 110.0(3) . . ?
C9 O2 H2A 108.8 . . ?
Cu1 O2 H2A 109.0 . . ?
C10 O3 Cu2 121.9(3) . . ?
C10 O3 Cu2 126.1(3) . 3_666 ?
Cu2 O3 Cu2 101.05(13) . 3_666 ?
C18 O4 Cu1 122.5(3) . . ?
C18 O4 Cu2 112.6(3) . . ?
Cu1 O4 Cu2 102.67(15) . . ?
C7 N1 C8 116.0(4) . . ?
C7 N1 Cu1 112.9(3) . . ?
C8 N1 Cu1 105.6(3) . . ?
C7 N1 H1 107.3 . . ?
C8 N1 H1 107.3 . . ?
Cu1 N1 H1 107.3 . . ?
C16 N2 C17 118.1(4) . . ?
C16 N2 Cu2 111.9(3) . . ?
C17 N2 Cu2 108.1(3) . . ?
C16 N2 H2N 106.0 . . ?
C17 N2 H2N 106.0 . . ?
Cu2 N2 H2N 106.0 . . ?
O1 C1 C2 121.1(4) . . ?
O1 C1 C6 119.6(4) . . ?
C2 C1 C6 119.2(5) . . ?
C3 C2 C1 121.0(5) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C4 C3 C2 118.8(5) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C5 C4 C3 122.2(5) . . ?
C5 C4 Br1 119.2(4) . . ?
C3 C4 Br1 118.6(4) . . ?
C4 C5 C6 119.5(5) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C5 C6 C1 119.3(5) . . ?
C5 C6 C7 120.5(4) . . ?
C1 C6 C7 120.0(4) . . ?
N1 C7 C6 112.9(4) . . ?
N1 C7 H7A 109.0 . . ?
C6 C7 H7A 109.0 . . ?
N1 C7 H7B 109.0 . . ?
C6 C7 H7B 109.0 . . ?
H7A C7 H7B 107.8 . . ?
N1 C8 C19 110.0(4) . . ?
N1 C8 C20 112.3(4) . . ?
C19 C8 C20 110.5(5) . . ?
N1 C8 C9 104.1(4) . . ?
C19 C8 C9 110.4(5) . . ?
C20 C8 C9 109.5(4) . . ?
O2 C9 C8 110.4(4) . . ?
O2 C9 H9A 109.6 . . ?
C8 C9 H9A 109.6 . . ?
O2 C9 H9B 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
O3 C10 C11 119.9(4) . . ?
O3 C10 C15 121.9(4) . . ?
C11 C10 C15 118.2(4) . . ?
C12 C11 C10 122.0(5) . . ?
C12 C11 H11 119.0 . . ?
C10 C11 H11 119.0 . . ?
C13 C12 C11 118.5(5) . . ?
C13 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
C12 C13 C14 121.4(5) . . ?
C12 C13 Br2 121.0(4) . . ?
C14 C13 Br2 117.6(4) . . ?
C13 C14 C15 120.6(5) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C14 C15 C10 119.2(5) . . ?
C14 C15 C16 120.0(4) . . ?
C10 C15 C16 120.7(4) . . ?
N2 C16 C15 110.1(4) . . ?
N2 C16 H16A 109.6 . . ?
C15 C16 H16A 109.6 . . ?
N2 C16 H16B 109.6 . . ?
C15 C16 H16B 109.6 . . ?
H16A C16 H16B 108.2 . . ?
N2 C17 C21 111.6(4) . . ?
N2 C17 C18 103.9(4) . . ?
C21 C17 C18 109.8(4) . . ?
N2 C17 C22 110.4(4) . . ?
C21 C17 C22 110.6(4) . . ?
C18 C17 C22 110.4(4) . . ?
O4 C18 C17 109.5(4) . . ?
O4 C18 H18A 109.8 . . ?
C17 C18 H18A 109.8 . . ?
O4 C18 H18B 109.8 . . ?
C17 C18 H18B 109.8 . . ?
H18A C18 H18B 108.2 . . ?
C8 C19 H19A 109.5 . . ?
C8 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C8 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C8 C20 H20A 109.5 . . ?
C8 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C8 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C25 O5 Cu1 125.2(4) . . ?
O5 C25 O6 124.3(5) . . ?
O5 C25 C26 118.9(6) . . ?
O6 C25 C26 116.8(5) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N3 C27 C28 179.1(11) . . ?
C27 C28 H28A 109.4 . . ?
C27 C28 H28B 109.8 . . ?
H28A C28 H28B 109.9 . . ?
C27 C28 H28C 109.2 . . ?
H28A C28 H28C 109.1 . . ?
H28B C28 H28C 109.5 . . ?
H1W O1W H2W 108(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
Cu1 O1 C1 C2 139.3(4) . . . . ?
Cu2 O1 C1 C2 -13.5(7) . . . . ?
Cu1 O1 C1 C6 -42.7(6) . . . . ?
Cu2 O1 C1 C6 164.5(3) . . . . ?
O1 C1 C2 C3 175.8(5) . . . . ?
C6 C1 C2 C3 -2.2(8) . . . . ?
C1 C2 C3 C4 1.2(8) . . . . ?
C2 C3 C4 C5 0.9(9) . . . . ?
C2 C3 C4 Br1 -176.7(4) . . . . ?
C3 C4 C5 C6 -1.8(8) . . . . ?
Br1 C4 C5 C6 175.8(4) . . . . ?
C4 C5 C6 C1 0.7(8) . . . . ?
C4 C5 C6 C7 -173.1(5) . . . . ?
O1 C1 C6 C5 -176.8(4) . . . . ?
C2 C1 C6 C5 1.3(7) . . . . ?
O1 C1 C6 C7 -2.9(7) . . . . ?
C2 C1 C6 C7 175.1(5) . . . . ?
C8 N1 C7 C6 -179.7(4) . . . . ?
Cu1 N1 C7 C6 -57.6(5) . . . . ?
C5 C6 C7 N1 -128.9(5) . . . . ?
C1 C6 C7 N1 57.3(6) . . . . ?
C7 N1 C8 C19 58.0(6) . . . . ?
Cu1 N1 C8 C19 -67.9(4) . . . . ?
C7 N1 C8 C20 -65.4(6) . . . . ?
Cu1 N1 C8 C20 168.7(4) . . . . ?
C7 N1 C8 C9 176.2(4) . . . . ?
Cu1 N1 C8 C9 50.3(4) . . . . ?
Cu1 O2 C9 C8 27.5(5) . . . . ?
N1 C8 C9 O2 -51.7(5) . . . . ?
C19 C8 C9 O2 66.3(5) . . . . ?
C20 C8 C9 O2 -171.9(4) . . . . ?
Cu2 O3 C10 C11 -142.8(4) . . . . ?
Cu2 O3 C10 C11 79.9(5) 3_666 . . . ?
Cu2 O3 C10 C15 36.1(6) . . . . ?
Cu2 O3 C10 C15 -101.2(5) 3_666 . . . ?
O3 C10 C11 C12 178.9(5) . . . . ?
C15 C10 C11 C12 -0.1(8) . . . . ?
C10 C11 C12 C13 -0.7(8) . . . . ?
C11 C12 C13 C14 1.5(8) . . . . ?
C11 C12 C13 Br2 179.5(4) . . . . ?
C12 C13 C14 C15 -1.5(8) . . . . ?
Br2 C13 C14 C15 -179.5(4) . . . . ?
C13 C14 C15 C10 0.5(8) . . . . ?
C13 C14 C15 C16 178.2(5) . . . . ?
O3 C10 C15 C14 -178.7(4) . . . . ?
C11 C10 C15 C14 0.3(7) . . . . ?
O3 C10 C15 C16 3.7(7) . . . . ?
C11 C10 C15 C16 -177.4(5) . . . . ?
C17 N2 C16 C15 -170.0(4) . . . . ?
Cu2 N2 C16 C15 63.6(5) . . . . ?
C14 C15 C16 N2 124.2(5) . . . . ?
C10 C15 C16 N2 -58.2(6) . . . . ?
C16 N2 C17 C21 70.9(6) . . . . ?
Cu2 N2 C17 C21 -160.8(3) . . . . ?
C16 N2 C17 C18 -170.9(4) . . . . ?
Cu2 N2 C17 C18 -42.7(4) . . . . ?
C16 N2 C17 C22 -52.6(6) . . . . ?
Cu2 N2 C17 C22 75.7(4) . . . . ?
Cu1 O4 C18 C17 -157.1(3) . . . . ?
Cu2 O4 C18 C17 -33.9(5) . . . . ?
N2 C17 C18 O4 49.9(5) . . . . ?
C21 C17 C18 O4 169.3(4) . . . . ?
C22 C17 C18 O4 -68.5(5) . . . . ?
Cu1 O5 C25 O6 -1.5(8) . . . . ?
Cu1 O5 C25 C26 178.8(4) . . . . ?

_refine_diff_density_max         0.670
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.084

