# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_exp_455
_database_code_depnum_ccdc_archive 'CCDC 1454107'
_audit_update_record             
;
2016-02-17 deposited with the CCDC.
2016-11-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H18 Br2 Cu2 N4'
_chemical_formula_weight         613.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   12.9017(3)
_cell_length_b                   17.3862(5)
_cell_length_c                   9.3722(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.322(3)
_cell_angle_gamma                90.00
_cell_volume                     2068.27(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100.01(10)
_cell_measurement_reflns_used    2826
_cell_measurement_theta_min      3.7320
_cell_measurement_theta_max      28.1860

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.970
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1200
_exptl_absorpt_coefficient_mu    5.936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.60152
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100.01(10)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8496
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_av_sigmaI/netI    0.0501
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.18
_diffrn_reflns_theta_max         25.60
_reflns_number_total             3874
_reflns_number_gt                3044
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0378P)²+2.7000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3874
_refine_ls_number_parameters     264
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.0928
_refine_ls_wR_factor_gt          0.0848
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.60832(4) 0.89610(3) 1.41379(5) 0.02916(15) Uani 1 1 d . . .
Br2 Br 0.85548(4) 0.97892(3) 1.17367(5) 0.02978(15) Uani 1 1 d . . .
C1 C 0.5764(4) 0.9174(3) 0.9371(5) 0.0312(13) Uani 1 1 d . . .
H1 H 0.5995 0.9587 0.9977 0.037 Uiso 1 1 calc R . .
C2 C 0.4991(4) 0.9209(3) 0.8190(5) 0.0355(14) Uani 1 1 d . . .
H2 H 0.4594 0.9638 0.7844 0.043 Uiso 1 1 calc R . .
C3 C 0.5624(4) 0.8051(3) 0.8464(5) 0.0249(11) Uani 1 1 d . . .
H3 H 0.5730 0.7531 0.8314 0.030 Uiso 1 1 calc R . .
C4 C 0.4163(3) 0.8230(3) 0.6356(4) 0.0163(9) Uani 1 1 d . . .
C5 C 0.3998(3) 0.7443(3) 0.6115(4) 0.0168(10) Uani 1 1 d . . .
H5 H 0.4383 0.7087 0.6734 0.020 Uiso 1 1 calc R . .
C6 C 0.3257(3) 0.7199(3) 0.4953(4) 0.0178(10) Uani 1 1 d . . .
H6 H 0.3142 0.6677 0.4780 0.021 Uiso 1 1 calc R . .
C7 C 0.2681(3) 0.7743(3) 0.4040(4) 0.0143(9) Uani 1 1 d . . .
C8 C 0.2878(3) 0.8527(3) 0.4269(4) 0.0133(9) Uani 1 1 d . . .
C9 C 0.3619(3) 0.8779(3) 0.5434(4) 0.0183(10) Uani 1 1 d . . .
H9 H 0.3748 0.9301 0.5594 0.022 Uiso 1 1 calc R . .
C10 C 0.2186(4) 0.9014(2) 0.3110(4) 0.0172(10) Uani 1 1 d . . .
C11 C 0.1552(3) 0.8382(2) 0.2202(4) 0.0154(9) Uani 1 1 d . . .
C12 C 0.1838(3) 0.7652(3) 0.2769(4) 0.0136(9) Uani 1 1 d . . .
C13 C 0.1321(3) 0.6992(3) 0.2153(4) 0.0183(10) Uani 1 1 d . . .
H13 H 0.1511 0.6506 0.2528 0.022 Uiso 1 1 calc R . .
C14 C 0.0519(3) 0.7081(3) 0.0971(4) 0.0185(10) Uani 1 1 d . . .
H14 H 0.0151 0.6651 0.0566 0.022 Uiso 1 1 calc R . .
C15 C 0.0254(3) 0.7799(3) 0.0379(4) 0.0157(9) Uani 1 1 d . . .
C16 C 0.0776(3) 0.8464(3) 0.0979(4) 0.0174(10) Uani 1 1 d . . .
H16 H 0.0606 0.8945 0.0570 0.021 Uiso 1 1 calc R . .
C17 C -0.1112(4) 0.8524(3) -0.1362(5) 0.0246(11) Uani 1 1 d . . .
H17 H -0.0984 0.9017 -0.0986 0.030 Uiso 1 1 calc R . .
C18 C -0.1858(4) 0.8323(3) -0.2517(5) 0.0240(11) Uani 1 1 d . . .
H18 H -0.2330 0.8656 -0.3073 0.029 Uiso 1 1 calc R . .
C19 C -0.1016(3) 0.7284(3) -0.1720(4) 0.0212(10) Uani 1 1 d . . .
H19 H -0.0794 0.6775 -0.1623 0.025 Uiso 1 1 calc R . .
C20 C 0.1459(4) 0.9555(3) 0.3785(5) 0.0232(11) Uani 1 1 d . . .
H20A H 0.1058 0.9260 0.4360 0.035 Uiso 1 1 calc R . .
H20B H 0.0989 0.9814 0.3028 0.035 Uiso 1 1 calc R . .
H20C H 0.1878 0.9927 0.4389 0.035 Uiso 1 1 calc R . .
C21 C 0.2859(4) 0.9492(3) 0.2262(5) 0.0223(11) Uani 1 1 d . . .
H21A H 0.3236 0.9875 0.2887 0.033 Uiso 1 1 calc R . .
H21B H 0.2413 0.9738 0.1462 0.033 Uiso 1 1 calc R . .
H21C H 0.3351 0.9163 0.1902 0.033 Uiso 1 1 calc R . .
Cu1 Cu 0.72410(5) 0.80403(4) 1.09492(6) 0.02582(17) Uani 1 1 d . . .
Cu2 Cu 0.73383(5) 0.93174(3) 1.29119(6) 0.02570(17) Uani 1 1 d . . .
N1 N 0.6154(3) 0.8448(2) 0.9540(4) 0.0204(9) Uani 1 1 d . . .
N2 N 0.4910(3) 0.8484(2) 0.7604(3) 0.0156(8) Uani 1 1 d . . .
N3 N -0.0582(3) 0.7866(2) -0.0852(4) 0.0170(8) Uani 1 1 d . . .
N4 N -0.1794(3) 0.7536(2) -0.2722(4) 0.0217(9) 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
Br1 Cu2 2.2345(8) . ?
Br2 Cu2 2.2292(8) . ?
C1 C2 1.352(6) . ?
C1 N1 1.357(6) . ?
C1 H1 0.9300 . ?
C2 N2 1.372(6) . ?
C2 H2 0.9300 . ?
C3 N1 1.309(6) . ?
C3 N2 1.341(6) . ?
C3 H3 0.9300 . ?
C4 C9 1.390(6) . ?
C4 C5 1.397(6) . ?
C4 N2 1.445(5) . ?
C5 C6 1.381(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.397(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.396(6) . ?
C7 C12 1.470(5) . ?
C8 C9 1.386(6) . ?
C8 C10 1.531(6) . ?
C9 H9 0.9300 . ?
C10 C21 1.524(6) . ?
C10 C11 1.534(6) . ?
C10 C20 1.542(6) . ?
C11 C16 1.387(6) . ?
C11 C12 1.400(6) . ?
C12 C13 1.400(6) . ?
C13 C14 1.382(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.383(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.405(6) . ?
C15 N3 1.436(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.358(6) . ?
C17 N3 1.374(6) . ?
C17 H17 0.9300 . ?
C18 N4 1.386(6) . ?
C18 H18 0.9300 . ?
C19 N4 1.321(5) . ?
C19 N3 1.355(6) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
Cu1 N4 1.884(3) 4_677 ?
Cu1 N1 1.885(3) . ?
Cu1 Cu2 2.8717(8) . ?
N4 Cu1 1.884(3) 4_474 ?

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
C2 C1 N1 109.9(4) . . ?
C2 C1 H1 125.1 . . ?
N1 C1 H1 125.1 . . ?
C1 C2 N2 106.2(4) . . ?
C1 C2 H2 126.9 . . ?
N2 C2 H2 126.9 . . ?
N1 C3 N2 112.0(4) . . ?
N1 C3 H3 124.0 . . ?
N2 C3 H3 124.0 . . ?
C9 C4 C5 121.7(4) . . ?
C9 C4 N2 118.9(4) . . ?
C5 C4 N2 119.3(4) . . ?
C6 C5 C4 119.5(4) . . ?
C6 C5 H5 120.2 . . ?
C4 C5 H5 120.2 . . ?
C5 C6 C7 119.5(4) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C8 C7 C6 120.3(4) . . ?
C8 C7 C12 108.5(4) . . ?
C6 C7 C12 131.2(4) . . ?
C9 C8 C7 120.6(4) . . ?
C9 C8 C10 128.0(4) . . ?
C7 C8 C10 111.3(3) . . ?
C8 C9 C4 118.3(4) . . ?
C8 C9 H9 120.9 . . ?
C4 C9 H9 120.9 . . ?
C21 C10 C8 110.9(4) . . ?
C21 C10 C11 113.4(3) . . ?
C8 C10 C11 100.5(3) . . ?
C21 C10 C20 109.1(4) . . ?
C8 C10 C20 111.5(4) . . ?
C11 C10 C20 111.2(4) . . ?
C16 C11 C12 120.6(4) . . ?
C16 C11 C10 128.3(4) . . ?
C12 C11 C10 111.1(3) . . ?
C13 C12 C11 120.9(4) . . ?
C13 C12 C7 130.6(4) . . ?
C11 C12 C7 108.5(4) . . ?
C14 C13 C12 118.1(4) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C13 C14 C15 121.3(4) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C14 C15 C16 121.1(4) . . ?
C14 C15 N3 119.5(4) . . ?
C16 C15 N3 119.4(4) . . ?
C11 C16 C15 118.0(4) . . ?
C11 C16 H16 121.0 . . ?
C15 C16 H16 121.0 . . ?
C18 C17 N3 107.4(4) . . ?
C18 C17 H17 126.3 . . ?
N3 C17 H17 126.3 . . ?
C17 C18 N4 108.3(4) . . ?
C17 C18 H18 125.8 . . ?
N4 C18 H18 125.8 . . ?
N4 C19 N3 111.0(4) . . ?
N4 C19 H19 124.5 . . ?
N3 C19 H19 124.5 . . ?
C10 C20 H20A 109.5 . . ?
C10 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C10 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C10 C21 H21A 109.5 . . ?
C10 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C10 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N4 Cu1 N1 169.82(17) 4_677 . ?
N4 Cu1 Cu2 92.29(12) 4_677 . ?
N1 Cu1 Cu2 95.72(12) . . ?
Br2 Cu2 Br1 174.50(4) . . ?
Br2 Cu2 Cu1 85.52(3) . . ?
Br1 Cu2 Cu1 99.35(3) . . ?
C3 N1 C1 105.6(4) . . ?
C3 N1 Cu1 124.2(3) . . ?
C1 N1 Cu1 130.2(3) . . ?
C3 N2 C2 106.2(4) . . ?
C3 N2 C4 127.1(4) . . ?
C2 N2 C4 126.6(4) . . ?
C19 N3 C17 106.7(4) . . ?
C19 N3 C15 126.2(4) . . ?
C17 N3 C15 127.1(4) . . ?
C19 N4 C18 106.5(4) . . ?
C19 N4 Cu1 128.5(3) . 4_474 ?
C18 N4 Cu1 124.6(3) . 4_474 ?

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
N1 C1 C2 N2 -0.7(6) . . . . ?
C9 C4 C5 C6 -1.6(6) . . . . ?
N2 C4 C5 C6 177.6(4) . . . . ?
C4 C5 C6 C7 -0.3(6) . . . . ?
C5 C6 C7 C8 2.2(6) . . . . ?
C5 C6 C7 C12 -178.1(4) . . . . ?
C6 C7 C8 C9 -2.3(6) . . . . ?
C12 C7 C8 C9 177.9(4) . . . . ?
C6 C7 C8 C10 177.9(4) . . . . ?
C12 C7 C8 C10 -1.8(5) . . . . ?
C7 C8 C9 C4 0.5(6) . . . . ?
C10 C8 C9 C4 -179.8(4) . . . . ?
C5 C4 C9 C8 1.5(6) . . . . ?
N2 C4 C9 C8 -177.7(4) . . . . ?
C9 C8 C10 C21 60.9(6) . . . . ?
C7 C8 C10 C21 -119.4(4) . . . . ?
C9 C8 C10 C11 -178.8(4) . . . . ?
C7 C8 C10 C11 0.9(5) . . . . ?
C9 C8 C10 C20 -60.9(6) . . . . ?
C7 C8 C10 C20 118.8(4) . . . . ?
C21 C10 C11 C16 -61.9(6) . . . . ?
C8 C10 C11 C16 179.6(4) . . . . ?
C20 C10 C11 C16 61.5(6) . . . . ?
C21 C10 C11 C12 118.8(4) . . . . ?
C8 C10 C11 C12 0.4(5) . . . . ?
C20 C10 C11 C12 -117.8(4) . . . . ?
C16 C11 C12 C13 -2.6(6) . . . . ?
C10 C11 C12 C13 176.8(4) . . . . ?
C16 C11 C12 C7 179.2(4) . . . . ?
C10 C11 C12 C7 -1.4(5) . . . . ?
C8 C7 C12 C13 -175.9(4) . . . . ?
C6 C7 C12 C13 4.4(8) . . . . ?
C8 C7 C12 C11 2.0(5) . . . . ?
C6 C7 C12 C11 -177.7(4) . . . . ?
C11 C12 C13 C14 -0.1(6) . . . . ?
C7 C12 C13 C14 177.7(4) . . . . ?
C12 C13 C14 C15 2.1(6) . . . . ?
C13 C14 C15 C16 -1.4(7) . . . . ?
C13 C14 C15 N3 179.9(4) . . . . ?
C12 C11 C16 C15 3.1(6) . . . . ?
C10 C11 C16 C15 -176.1(4) . . . . ?
C14 C15 C16 C11 -1.2(6) . . . . ?
N3 C15 C16 C11 177.5(4) . . . . ?
N3 C17 C18 N4 0.2(5) . . . . ?
N4 Cu1 Cu2 Br2 94.89(12) 4_677 . . . ?
N1 Cu1 Cu2 Br2 -91.41(12) . . . . ?
N4 Cu1 Cu2 Br1 -87.69(12) 4_677 . . . ?
N1 Cu1 Cu2 Br1 86.01(12) . . . . ?
N2 C3 N1 C1 0.0(6) . . . . ?
N2 C3 N1 Cu1 -178.7(3) . . . . ?
C2 C1 N1 C3 0.4(6) . . . . ?
C2 C1 N1 Cu1 179.1(4) . . . . ?
N4 Cu1 N1 C3 -25.3(12) 4_677 . . . ?
Cu2 Cu1 N1 C3 -167.0(4) . . . . ?
N4 Cu1 N1 C1 156.2(8) 4_677 . . . ?
Cu2 Cu1 N1 C1 14.5(4) . . . . ?
N1 C3 N2 C2 -0.5(6) . . . . ?
N1 C3 N2 C4 -177.4(4) . . . . ?
C1 C2 N2 C3 0.7(6) . . . . ?
C1 C2 N2 C4 177.6(4) . . . . ?
C9 C4 N2 C3 -168.0(4) . . . . ?
C5 C4 N2 C3 12.8(7) . . . . ?
C9 C4 N2 C2 15.6(7) . . . . ?
C5 C4 N2 C2 -163.6(5) . . . . ?
N4 C19 N3 C17 -1.1(5) . . . . ?
N4 C19 N3 C15 177.7(4) . . . . ?
C18 C17 N3 C19 0.5(5) . . . . ?
C18 C17 N3 C15 -178.3(4) . . . . ?
C14 C15 N3 C19 -15.2(6) . . . . ?
C16 C15 N3 C19 166.1(4) . . . . ?
C14 C15 N3 C17 163.5(4) . . . . ?
C16 C15 N3 C17 -15.3(6) . . . . ?
N3 C19 N4 C18 1.3(5) . . . . ?
N3 C19 N4 Cu1 -172.0(3) . . . 4_474 ?
C17 C18 N4 C19 -0.9(5) . . . . ?
C17 C18 N4 Cu1 172.7(3) . . . 4_474 ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.60
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.933
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.118
####################################################################### 
# 
# 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_140901dm
_database_code_depnum_ccdc_archive 'CCDC 1454108'
_audit_update_record             
;
2016-02-17 deposited with the CCDC.
2016-11-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H22 Br2 Cu2 N4'
_chemical_formula_weight         641.35

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'
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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.749(3)
_cell_length_b                   10.987(3)
_cell_length_c                   11.774(3)
_cell_angle_alpha                68.908(4)
_cell_angle_beta                 64.794(4)
_cell_angle_gamma                76.046(4)
_cell_volume                     1167.5(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    852
_cell_measurement_theta_min      2.377
_cell_measurement_theta_max      19.352

_exptl_crystal_description       bar
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.824
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    5.262
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4347
_exptl_absorpt_correction_T_max  0.6782
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6037
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_sigmaI/netI    0.1360
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         25.10
_reflns_number_total             4103
_reflns_number_gt                1870
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0331P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4103
_refine_ls_number_parameters     310
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1236
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1014
_refine_ls_wR_factor_gt          0.0853
_refine_ls_goodness_of_fit_ref   0.783
_refine_ls_restrained_S_all      0.783
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 1.24294(9) 1.23729(8) 0.61435(7) 0.0633(3) Uani 1 1 d . . .
Br2 Br 1.15887(10) 1.60648(10) 0.38447(9) 0.0929(4) Uani 1 1 d . . .
C1 C 0.9234(7) 1.1940(7) 1.0660(7) 0.049(2) Uani 1 1 d . . .
H1 H 0.9395 1.2251 1.1217 0.058 Uiso 1 1 calc R . .
C2 C 0.8372(7) 1.1032(7) 1.1040(7) 0.053(2) Uani 1 1 d . . .
H2 H 0.7847 1.0598 1.1899 0.063 Uiso 1 1 calc R . .
C3 C 0.9301(7) 1.1677(7) 0.8907(7) 0.050(2) Uani 1 1 d . . .
H3 H 0.9514 1.1769 0.8029 0.060 Uiso 1 1 calc R . .
C4 C 0.7633(7) 1.0017(6) 0.9840(7) 0.0350(17) Uani 1 1 d . . .
C5 C 0.6656(7) 0.9371(7) 1.0979(6) 0.042(2) Uani 1 1 d . . .
H5 H 0.6516 0.9482 1.1773 0.051 Uiso 1 1 calc R . .
C6 C 0.5875(7) 0.8554(6) 1.0953(6) 0.044(2) Uani 1 1 d . . .
H6 H 0.5204 0.8119 1.1721 0.053 Uiso 1 1 calc R . .
C7 C 0.6114(7) 0.8401(6) 0.9769(6) 0.0359(18) Uani 1 1 d . . .
C8 C 0.7123(7) 0.9030(7) 0.8603(6) 0.0400(19) Uani 1 1 d . . .
C9 C 0.7886(7) 0.9848(6) 0.8655(6) 0.044(2) Uani 1 1 d . . .
H9 H 0.8564 1.0280 0.7893 0.053 Uiso 1 1 calc R . .
C10 C 0.7184(8) 0.8676(7) 0.7441(6) 0.048(2) Uani 1 1 d . . .
C11 C 0.6010(7) 0.7773(7) 0.8124(6) 0.042(2) Uani 1 1 d . . .
C12 C 0.5420(7) 0.7613(6) 0.9474(6) 0.0371(18) Uani 1 1 d . . .
C13 C 0.4317(7) 0.6865(6) 1.0288(6) 0.045(2) Uani 1 1 d . . .
H13 H 0.3918 0.6762 1.1185 0.054 Uiso 1 1 calc R . .
C14 C 0.3836(7) 0.6282(6) 0.9713(7) 0.045(2) Uani 1 1 d . . .
H14 H 0.3090 0.5788 1.0234 0.054 Uiso 1 1 calc R . .
C15 C 0.4431(7) 0.6411(6) 0.8394(6) 0.0378(18) Uani 1 1 d . . .
C16 C 0.5539(7) 0.7136(7) 0.7580(6) 0.047(2) Uani 1 1 d . . .
H16 H 0.5958 0.7196 0.6691 0.056 Uiso 1 1 calc R . .
C17 C 0.2847(8) 0.5043(8) 0.8477(7) 0.064(3) Uani 1 1 d . . .
H17 H 0.2381 0.4867 0.9281 0.077 Uiso 1 1 d R . .
C20 C 0.8600(8) 0.7931(8) 0.6836(7) 0.064(3) Uani 1 1 d . . .
H20A H 0.8608 0.7751 0.6085 0.076 Uiso 1 1 calc R . .
H20B H 0.9309 0.8509 0.6512 0.076 Uiso 1 1 calc R . .
C21 C 0.8996(8) 0.6650(8) 0.7732(8) 0.079(3) Uani 1 1 d . . .
H21A H 0.8832 0.6774 0.8553 0.119 Uiso 1 1 calc R . .
H21B H 0.9958 0.6374 0.7325 0.119 Uiso 1 1 calc R . .
H21C H 0.8450 0.5992 0.7884 0.119 Uiso 1 1 calc R . .
C22 C 0.6798(8) 0.9854(8) 0.6379(7) 0.070(3) Uani 1 1 d . . .
H22A H 0.6630 0.9508 0.5812 0.084 Uiso 1 1 calc R . .
H22B H 0.5938 1.0322 0.6817 0.084 Uiso 1 1 calc R . .
C23 C 0.7815(12) 1.0789(10) 0.5560(9) 0.137(5) Uani 1 1 d . . .
H23A H 0.7705 1.1409 0.6008 0.205 Uiso 1 1 calc R . .
H23B H 0.7684 1.1245 0.4748 0.205 Uiso 1 1 calc R . .
H23C H 0.8727 1.0332 0.5384 0.205 Uiso 1 1 calc R . .
Cu1 Cu 1.13094(10) 1.33972(9) 0.82370(9) 0.0608(3) Uani 1 1 d . . .
Cu2 Cu 1.08466(12) 1.40153(10) 0.54748(9) 0.0746(4) Uani 1 1 d . . .
N1 N 0.9832(6) 1.2325(6) 0.9320(5) 0.0496(17) Uani 1 1 d . . .
N2 N 0.8417(6) 1.0874(5) 0.9918(5) 0.0389(15) Uani 1 1 d . . .
N3 N 0.3903(6) 0.5790(6) 0.7842(5) 0.0468(17) Uani 1 1 d . . .
N4 N 0.268(3) 0.446(3) 0.782(3) 0.040(9) Uani 0.40(2) 1 d PU . 1
C18 C 0.461(3) 0.551(2) 0.6625(19) 0.041(7) Uani 0.40(2) 1 d PU . 1
H18 H 0.5434 0.5807 0.5971 0.049 Uiso 0.40(2) 1 calc PR . 1
C19 C 0.385(3) 0.474(3) 0.661(2) 0.065(8) Uani 0.40(2) 1 d PU . 1
H19 H 0.4056 0.4413 0.5918 0.078 Uiso 0.40(2) 1 calc PR . 1
C19' C 0.3262(17) 0.5372(17) 0.6477(13) 0.048(5) Uani 0.60(2) 1 d PU . 2
H19' H 0.3287 0.5320 0.5697 0.058 Uiso 0.60(2) 1 calc PR . 2
C18' C 0.402(2) 0.6141(19) 0.6578(15) 0.064(5) Uani 0.60(2) 1 d PU . 2
H18' H 0.4527 0.6796 0.5891 0.077 Uiso 0.60(2) 1 calc PR . 2
N4' N 0.251(2) 0.473(2) 0.764(2) 0.041(6) Uani 0.60(2) 1 d PU . 2


_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
Br1 Cu2 2.3258(15) . ?
Br1 Cu1 2.7581(14) . ?
Br2 Cu2 2.4034(16) 2_786 ?
Br2 Cu2 2.4171(14) . ?
C1 C2 1.351(8) . ?
C1 N1 1.367(7) . ?
C1 H1 0.9300 . ?
C2 N2 1.374(7) . ?
C2 H2 0.9300 . ?
C3 N1 1.323(7) . ?
C3 N2 1.335(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(8) . ?
C4 C9 1.377(8) . ?
C4 N2 1.454(7) . ?
C5 C6 1.384(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.371(8) . ?
C6 H6 0.9300 . ?
C7 C8 1.396(8) . ?
C7 C12 1.475(8) . ?
C8 C9 1.385(8) . ?
C8 C10 1.524(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.545(8) . ?
C10 C20 1.546(10) . ?
C10 C22 1.559(10) . ?
C11 C16 1.388(8) . ?
C11 C12 1.398(8) . ?
C12 C13 1.391(8) . ?
C13 C14 1.381(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.371(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(8) . ?
C15 N3 1.425(7) . ?
C16 H16 0.9300 . ?
C17 N4 1.26(3) . ?
C17 N3 1.344(7) . ?
C17 N4' 1.35(2) . ?
C17 H17 0.8342 . ?
C20 C21 1.516(10) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.453(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
Cu1 N4 1.89(3) 1_665 ?
Cu1 N1 1.906(5) . ?
Cu1 N4' 1.93(2) 1_665 ?
Cu2 Br2 2.4034(16) 2_786 ?
Cu2 Cu2 2.709(2) 2_786 ?
N3 C18' 1.354(15) . ?
N3 C18 1.42(2) . ?
N4 C19 1.43(4) . ?
N4 Cu1 1.89(3) 1_445 ?
C18 C19 1.32(3) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C19' N4' 1.28(2) . ?
C19' C18' 1.369(17) . ?
C19' H19' 0.9300 . ?
C18' H18' 0.9300 . ?
N4' Cu1 1.93(2) 1_445 ?

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
Cu2 Br1 Cu1 80.56(4) . . ?
Cu2 Br2 Cu2 68.37(5) 2_786 . ?
C2 C1 N1 108.8(6) . . ?
C2 C1 H1 125.6 . . ?
N1 C1 H1 125.6 . . ?
C1 C2 N2 107.0(6) . . ?
C1 C2 H2 126.5 . . ?
N2 C2 H2 126.5 . . ?
N1 C3 N2 111.0(6) . . ?
N1 C3 H3 124.5 . . ?
N2 C3 H3 124.5 . . ?
C5 C4 C9 121.2(6) . . ?
C5 C4 N2 118.2(6) . . ?
C9 C4 N2 120.6(6) . . ?
C4 C5 C6 120.4(6) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C5 118.4(6) . . ?
C7 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
C6 C7 C8 122.1(6) . . ?
C6 C7 C12 129.1(6) . . ?
C8 C7 C12 108.8(6) . . ?
C9 C8 C7 118.3(6) . . ?
C9 C8 C10 130.4(6) . . ?
C7 C8 C10 111.2(5) . . ?
C4 C9 C8 119.6(6) . . ?
C4 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C8 C10 C11 100.8(5) . . ?
C8 C10 C20 110.7(6) . . ?
C11 C10 C20 111.5(6) . . ?
C8 C10 C22 114.5(6) . . ?
C11 C10 C22 107.2(6) . . ?
C20 C10 C22 111.7(6) . . ?
C16 C11 C12 120.2(6) . . ?
C16 C11 C10 129.0(6) . . ?
C12 C11 C10 110.8(5) . . ?
C13 C12 C11 121.1(6) . . ?
C13 C12 C7 130.6(6) . . ?
C11 C12 C7 108.3(5) . . ?
C14 C13 C12 117.5(6) . . ?
C14 C13 H13 121.3 . . ?
C12 C13 H13 121.3 . . ?
C15 C14 C13 121.7(6) . . ?
C15 C14 H14 119.1 . . ?
C13 C14 H14 119.1 . . ?
C14 C15 C16 121.3(6) . . ?
C14 C15 N3 119.8(6) . . ?
C16 C15 N3 118.9(6) . . ?
C15 C16 C11 118.2(6) . . ?
C15 C16 H16 120.9 . . ?
C11 C16 H16 120.9 . . ?
N4 C17 N3 116.0(15) . . ?
N4 C17 N4' 15.3(18) . . ?
N3 C17 N4' 111.9(10) . . ?
N4 C17 H17 118.8 . . ?
N3 C17 H17 124.7 . . ?
N4' C17 H17 123.0 . . ?
C21 C20 C10 116.7(6) . . ?
C21 C20 H20A 108.1 . . ?
C10 C20 H20A 108.1 . . ?
C21 C20 H20B 108.1 . . ?
C10 C20 H20B 108.1 . . ?
H20A C20 H20B 107.3 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C10 116.1(7) . . ?
C23 C22 H22A 108.3 . . ?
C10 C22 H22A 108.3 . . ?
C23 C22 H22B 108.3 . . ?
C10 C22 H22B 108.3 . . ?
H22A C22 H22B 107.4 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N4 Cu1 N1 157.7(10) 1_665 . ?
N4 Cu1 N4' 10.7(13) 1_665 1_665 ?
N1 Cu1 N4' 160.3(6) . 1_665 ?
N4 Cu1 Br1 101.3(9) 1_665 . ?
N1 Cu1 Br1 98.64(17) . . ?
N4' Cu1 Br1 101.0(6) 1_665 . ?
Br1 Cu2 Br2 127.51(5) . 2_786 ?
Br1 Cu2 Br2 120.81(6) . . ?
Br2 Cu2 Br2 111.63(5) 2_786 . ?
Br1 Cu2 Cu2 175.85(7) . 2_786 ?
Br2 Cu2 Cu2 56.05(5) 2_786 2_786 ?
Br2 Cu2 Cu2 55.57(4) . 2_786 ?
C3 N1 C1 106.4(5) . . ?
C3 N1 Cu1 125.4(5) . . ?
C1 N1 Cu1 127.8(4) . . ?
C3 N2 C2 106.8(5) . . ?
C3 N2 C4 126.5(6) . . ?
C2 N2 C4 126.7(5) . . ?
C17 N3 C18' 102.6(8) . . ?
C17 N3 C18 104.3(9) . . ?
C18' N3 C18 34.5(9) . . ?
C17 N3 C15 127.3(6) . . ?
C18' N3 C15 127.0(8) . . ?
C18 N3 C15 126.1(9) . . ?
C17 N4 C19 103(2) . . ?
C17 N4 Cu1 131(2) . 1_445 ?
C19 N4 Cu1 126(2) . 1_445 ?
C19 C18 N3 105.6(17) . . ?
C19 C18 H18 127.2 . . ?
N3 C18 H18 127.2 . . ?
C18 C19 N4 111(2) . . ?
C18 C19 H19 124.6 . . ?
N4 C19 H19 124.6 . . ?
N4' C19' C18' 108.9(15) . . ?
N4' C19' H19' 125.5 . . ?
C18' C19' H19' 125.5 . . ?
N3 C18' C19' 108.7(12) . . ?
N3 C18' H18' 125.7 . . ?
C19' C18' H18' 125.7 . . ?
C19' N4' C17 106.1(15) . . ?
C19' N4' Cu1 131.6(16) . 1_445 ?
C17 N4' Cu1 121.7(13) . 1_445 ?

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
N1 C1 C2 N2 -1.2(9) . . . . ?
C9 C4 C5 C6 -1.6(11) . . . . ?
N2 C4 C5 C6 179.4(6) . . . . ?
C4 C5 C6 C7 0.6(11) . . . . ?
C5 C6 C7 C8 0.7(11) . . . . ?
C5 C6 C7 C12 -179.0(7) . . . . ?
C6 C7 C8 C9 -1.0(11) . . . . ?
C12 C7 C8 C9 178.7(6) . . . . ?
C6 C7 C8 C10 179.3(7) . . . . ?
C12 C7 C8 C10 -1.0(9) . . . . ?
C5 C4 C9 C8 1.2(11) . . . . ?
N2 C4 C9 C8 -179.8(6) . . . . ?
C7 C8 C9 C4 0.0(11) . . . . ?
C10 C8 C9 C4 179.7(7) . . . . ?
C9 C8 C10 C11 -178.0(8) . . . . ?
C7 C8 C10 C11 1.7(8) . . . . ?
C9 C8 C10 C20 64.0(10) . . . . ?
C7 C8 C10 C20 -116.3(7) . . . . ?
C9 C8 C10 C22 -63.4(11) . . . . ?
C7 C8 C10 C22 116.3(7) . . . . ?
C8 C10 C11 C16 179.4(7) . . . . ?
C20 C10 C11 C16 -63.1(11) . . . . ?
C22 C10 C11 C16 59.4(10) . . . . ?
C8 C10 C11 C12 -1.8(8) . . . . ?
C20 C10 C11 C12 115.6(7) . . . . ?
C22 C10 C11 C12 -121.9(7) . . . . ?
C16 C11 C12 C13 -2.8(11) . . . . ?
C10 C11 C12 C13 178.3(7) . . . . ?
C16 C11 C12 C7 -179.8(7) . . . . ?
C10 C11 C12 C7 1.4(9) . . . . ?
C6 C7 C12 C13 2.9(13) . . . . ?
C8 C7 C12 C13 -176.8(8) . . . . ?
C6 C7 C12 C11 179.5(7) . . . . ?
C8 C7 C12 C11 -0.2(8) . . . . ?
C11 C12 C13 C14 0.4(11) . . . . ?
C7 C12 C13 C14 176.7(7) . . . . ?
C12 C13 C14 C15 1.0(11) . . . . ?
C13 C14 C15 C16 -0.1(12) . . . . ?
C13 C14 C15 N3 179.9(7) . . . . ?
C14 C15 C16 C11 -2.2(11) . . . . ?
N3 C15 C16 C11 177.8(6) . . . . ?
C12 C11 C16 C15 3.6(11) . . . . ?
C10 C11 C16 C15 -177.8(8) . . . . ?
C8 C10 C20 C21 59.9(8) . . . . ?
C11 C10 C20 C21 -51.4(9) . . . . ?
C22 C10 C20 C21 -171.3(6) . . . . ?
C8 C10 C22 C23 72.8(9) . . . . ?
C11 C10 C22 C23 -176.4(7) . . . . ?
C20 C10 C22 C23 -54.0(9) . . . . ?
Cu2 Br1 Cu1 N4 -100.5(9) . . . 1_665 ?
Cu2 Br1 Cu1 N1 89.7(2) . . . . ?
Cu2 Br1 Cu1 N4' -89.6(7) . . . 1_665 ?
Cu1 Br1 Cu2 Br2 -81.48(7) . . . 2_786 ?
Cu1 Br1 Cu2 Br2 101.36(6) . . . . ?
Cu1 Br1 Cu2 Cu2 130.2(10) . . . 2_786 ?
Cu2 Br2 Cu2 Br1 177.57(8) 2_786 . . . ?
Cu2 Br2 Cu2 Br2 0.0 2_786 . . 2_786 ?
N2 C3 N1 C1 -1.4(9) . . . . ?
N2 C3 N1 Cu1 171.3(5) . . . . ?
C2 C1 N1 C3 1.6(9) . . . . ?
C2 C1 N1 Cu1 -170.9(5) . . . . ?
N4 Cu1 N1 C3 -173(2) 1_665 . . . ?
N4' Cu1 N1 C3 157(2) 1_665 . . . ?
Br1 Cu1 N1 C3 -20.5(7) . . . . ?
N4 Cu1 N1 C1 -2(3) 1_665 . . . ?
N4' Cu1 N1 C1 -32(2) 1_665 . . . ?
Br1 Cu1 N1 C1 150.6(6) . . . . ?
N1 C3 N2 C2 0.7(9) . . . . ?
N1 C3 N2 C4 179.6(6) . . . . ?
C1 C2 N2 C3 0.3(8) . . . . ?
C1 C2 N2 C4 -178.6(6) . . . . ?
C5 C4 N2 C3 -172.7(7) . . . . ?
C9 C4 N2 C3 8.3(11) . . . . ?
C5 C4 N2 C2 6.0(11) . . . . ?
C9 C4 N2 C2 -173.1(7) . . . . ?
N4 C17 N3 C18' 27.8(18) . . . . ?
N4' C17 N3 C18' 11.7(14) . . . . ?
N4 C17 N3 C18 -8(2) . . . . ?
N4' C17 N3 C18 -23.8(15) . . . . ?
N4 C17 N3 C15 -171.2(16) . . . . ?
N4' C17 N3 C15 172.7(11) . . . . ?
C14 C15 N3 C17 -0.6(12) . . . . ?
C16 C15 N3 C17 179.4(8) . . . . ?
C14 C15 N3 C18' 156.0(14) . . . . ?
C16 C15 N3 C18' -23.9(16) . . . . ?
C14 C15 N3 C18 -160.6(14) . . . . ?
C16 C15 N3 C18 19.4(17) . . . . ?
N3 C17 N4 C19 6(3) . . . . ?
N4' C17 N4 C19 84(8) . . . . ?
N3 C17 N4 Cu1 -176.2(18) . . . 1_445 ?
N4' C17 N4 Cu1 -98(9) . . . 1_445 ?
C17 N3 C18 C19 5.3(19) . . . . ?
C18' N3 C18 C19 -86(2) . . . . ?
C15 N3 C18 C19 169.0(15) . . . . ?
N3 C18 C19 N4 -2(3) . . . . ?
C17 N4 C19 C18 -3(3) . . . . ?
Cu1 N4 C19 C18 180(2) 1_445 . . . ?
C17 N3 C18' C19' -13.3(15) . . . . ?
C18 N3 C18' C19' 84(2) . . . . ?
C15 N3 C18' C19' -174.4(10) . . . . ?
N4' C19' C18' N3 11(2) . . . . ?
C18' C19' N4' C17 -3(2) . . . . ?
C18' C19' N4' Cu1 -174.9(14) . . . 1_445 ?
N4 C17 N4' C19' -114(9) . . . . ?
N3 C17 N4' C19' -5.5(19) . . . . ?
N4 C17 N4' Cu1 58(7) . . . 1_445 ?
N3 C17 N4' Cu1 167.1(10) . . . 1_445 ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.089
