# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 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_1
_database_code_depnum_ccdc_archive 'CCDC 1046680'
_audit_update_record             
;
2015-04-13 deposited with the CCDC.
2015-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H18 Ni O11'
_chemical_formula_weight         517.07

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   7.7017(3)
_cell_length_b                   22.7746(7)
_cell_length_c                   11.5195(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2020.56(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9945
_cell_measurement_theta_min      3.18
_cell_measurement_theta_max      26.96

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1064
_exptl_absorpt_coefficient_mu    1.028
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8055
_exptl_absorpt_correction_T_max  0.8208
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25124
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_sigmaI/netI    0.0168
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.21
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1823
_reflns_number_gt                1652
_reflns_threshold_expression     >2sigma(I)

_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-2013 (Sheldrick 2013)'
_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)+(0.0080P)²+2.4944P] 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         1823
_refine_ls_number_parameters     172
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0240
_refine_ls_wR_factor_ref         0.0506
_refine_ls_wR_factor_gt          0.0488
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.039
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7848(4) 0.7500 0.6199(2) 0.0265(6) Uani 1 2 d S . .
H1 H 0.9054 0.7500 0.6231 0.032 Uiso 1 2 calc SR . .
Ni1 Ni 0.22750(4) 0.7500 0.26417(3) 0.01433(9) Uani 1 2 d S . .
O1 O 0.31163(16) 0.68883(5) 0.38176(11) 0.0189(3) Uani 1 1 d U . .
C2 C 0.6956(3) 0.69776(9) 0.61752(16) 0.0247(4) Uani 1 1 d . . .
H2A H 0.7565 0.6625 0.6201 0.030 Uiso 1 1 calc R . .
O2 O 0.05433(16) 0.65501(6) 0.43902(13) 0.0279(3) Uani 1 1 d U . .
C3 C 0.5142(2) 0.69689(8) 0.61120(16) 0.0204(4) Uani 1 1 d . . .
O3 O 0.1539(2) 0.44258(6) 0.53992(15) 0.0442(4) Uani 1 1 d U . .
H3 H 0.1239 0.4083 0.5489 0.066 Uiso 1 1 calc R . .
C4 C 0.4252(3) 0.7500 0.6073(2) 0.0195(6) Uani 1 2 d S . .
H4 H 0.3047 0.7500 0.6020 0.023 Uiso 1 2 calc SR . .
O4 O 0.2839(2) 0.42822(6) 0.71077(14) 0.0470(4) Uani 1 1 d U . .
C5 C 0.4300(2) 0.63768(8) 0.61237(16) 0.0216(4) Uani 1 1 d . . .
O5 O -0.0307(2) 0.7500 0.32355(15) 0.0159(4) Uani 1 2 d SDU . .
H5WA H -0.024(3) 0.7202(6) 0.3664(16) 0.042(7) Uiso 1 1 d D . .
C6 C 0.4877(3) 0.59824(9) 0.69728(19) 0.0322(5) Uani 1 1 d . . .
H6A H 0.5684 0.6109 0.7519 0.039 Uiso 1 1 calc R . .
O6 O 0.16015(18) 0.68514(6) 0.15325(12) 0.0223(3) Uani 1 1 d DU . .
H6WB H 0.177(4) 0.6504(4) 0.175(2) 0.060(9) Uiso 1 1 d D . .
H6WA H 0.0557(9) 0.6855(11) 0.132(2) 0.047(8) Uiso 1 1 d D . .
C7 C 0.4284(3) 0.54132(9) 0.7022(2) 0.0351(5) Uani 1 1 d . . .
H7A H 0.4671 0.5164 0.7607 0.042 Uiso 1 1 calc R . .
C8 C 0.3115(3) 0.52110(8) 0.62046(18) 0.0262(5) Uani 1 1 d . . .
C9 C 0.2483(2) 0.55959(8) 0.53771(16) 0.0232(4) Uani 1 1 d . . .
H9A H 0.1678 0.5463 0.4835 0.028 Uiso 1 1 calc R . .
C10 C 0.3031(2) 0.61794(8) 0.53405(16) 0.0191(4) Uani 1 1 d . . .
C11 C 0.2175(2) 0.65666(7) 0.44465(15) 0.0183(4) Uani 1 1 d . . .
C12 C 0.2501(3) 0.45921(9) 0.62873(19) 0.0310(5) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.374(2) . ?
C1 C2 1.374(2) 7_575 ?
C1 H1 0.9300 . ?
Ni1 O6 2.0208(13) . ?
Ni1 O6 2.0208(13) 7_575 ?
Ni1 O1 2.0483(12) 7_575 ?
Ni1 O1 2.0483(12) . ?
Ni1 O5 2.1032(18) . ?
Ni1 O5 2.1185(18) 6_656 ?
O1 C11 1.260(2) . ?
C2 C3 1.399(3) . ?
C2 H2A 0.9300 . ?
O2 C11 1.259(2) . ?
C3 C4 1.391(2) . ?
C3 C5 1.496(3) . ?
O3 C12 1.319(3) . ?
O3 H3 0.8200 . ?
C4 C3 1.391(2) 7_575 ?
C4 H4 0.9300 . ?
O4 C12 1.208(2) . ?
C5 C6 1.400(3) . ?
C5 C10 1.404(3) . ?
O5 Ni1 2.1185(18) 6_556 ?
O5 H5WA 0.8401(10) . ?
C6 C7 1.376(3) . ?
C6 H6A 0.9300 . ?
O6 H6WB 0.8399(10) . ?
O6 H6WA 0.8400(10) . ?
C7 C8 1.382(3) . ?
C7 H7A 0.9300 . ?
C8 C9 1.384(3) . ?
C8 C12 1.490(3) . ?
C9 C10 1.395(3) . ?
C9 H9A 0.9300 . ?
C10 C11 1.508(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
C2 C1 C2 119.9(3) . 7_575 ?
C2 C1 H1 120.0 . . ?
C2 C1 H1 120.0 7_575 . ?
O6 Ni1 O6 93.93(8) . 7_575 ?
O6 Ni1 O1 175.21(6) . 7_575 ?
O6 Ni1 O1 90.13(5) 7_575 7_575 ?
O6 Ni1 O1 90.13(5) . . ?
O6 Ni1 O1 175.21(6) 7_575 . ?
O1 Ni1 O1 85.71(7) 7_575 . ?
O6 Ni1 O5 87.87(5) . . ?
O6 Ni1 O5 87.87(5) 7_575 . ?
O1 Ni1 O5 94.82(5) 7_575 . ?
O1 Ni1 O5 94.82(5) . . ?
O6 Ni1 O5 85.64(5) . 6_656 ?
O6 Ni1 O5 85.64(5) 7_575 6_656 ?
O1 Ni1 O5 92.14(5) 7_575 6_656 ?
O1 Ni1 O5 92.14(5) . 6_656 ?
O5 Ni1 O5 170.49(4) . 6_656 ?
C11 O1 Ni1 126.41(12) . . ?
C1 C2 C3 120.8(2) . . ?
C1 C2 H2A 119.6 . . ?
C3 C2 H2A 119.6 . . ?
C4 C3 C2 118.77(19) . . ?
C4 C3 C5 124.80(18) . . ?
C2 C3 C5 116.41(17) . . ?
C12 O3 H3 109.5 . . ?
C3 C4 C3 120.8(3) 7_575 . ?
C3 C4 H4 119.6 7_575 . ?
C3 C4 H4 119.6 . . ?
C6 C5 C10 117.67(17) . . ?
C6 C5 C3 116.55(17) . . ?
C10 C5 C3 125.75(17) . . ?
Ni1 O5 Ni1 132.53(9) . 6_556 ?
Ni1 O5 H5WA 97.8(16) . . ?
Ni1 O5 H5WA 109.4(16) 6_556 . ?
C7 C6 C5 121.9(2) . . ?
C7 C6 H6A 119.1 . . ?
C5 C6 H6A 119.1 . . ?
Ni1 O6 H6WB 117.2(19) . . ?
Ni1 O6 H6WA 114.9(17) . . ?
H6WB O6 H6WA 104(3) . . ?
C6 C7 C8 120.13(19) . . ?
C6 C7 H7A 119.9 . . ?
C8 C7 H7A 119.9 . . ?
C7 C8 C9 119.19(18) . . ?
C7 C8 C12 118.58(18) . . ?
C9 C8 C12 122.14(19) . . ?
C8 C9 C10 121.19(18) . . ?
C8 C9 H9A 119.4 . . ?
C10 C9 H9A 119.4 . . ?
C9 C10 C5 119.76(17) . . ?
C9 C10 C11 116.45(17) . . ?
C5 C10 C11 123.79(16) . . ?
O2 C11 O1 124.22(17) . . ?
O2 C11 C10 117.03(16) . . ?
O1 C11 C10 118.74(16) . . ?
O4 C12 O3 124.07(19) . . ?
O4 C12 C8 122.3(2) . . ?
O3 C12 C8 113.61(18) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.050
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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 1046681'
_audit_update_record             
;
2015-04-13 deposited with the CCDC.
2015-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C80 H56 N12 Ni3 O18'
_chemical_formula_weight         1649.50

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'
Ni Ni 0.3393 1.1124 '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/n

loop_
_symmetry_equiv_pos_as_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                   12.2234(4)
_cell_length_b                   10.2921(4)
_cell_length_c                   28.1648(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.6459(11)
_cell_angle_gamma                90.00
_cell_volume                     3503.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9953
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      27.54

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696
_exptl_absorpt_coefficient_mu    0.884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8293
_exptl_absorpt_correction_T_max  0.8430
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            44925
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.11
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6155
_reflns_number_gt                5442
_reflns_threshold_expression     >2sigma(I)

_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-2013 (Sheldrick 2013)'
_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)+(0.0530P)²+1.8716P] 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         6155
_refine_ls_number_parameters     517
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0863
_refine_ls_wR_factor_gt          0.0817
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_restrained_S_all      0.999
_refine_ls_shift/su_max          0.003
_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
C1 C 1.06416(15) 0.52071(19) 0.39682(7) 0.0249(4) Uani 1 1 d . . .
N1 N 0.83965(13) 0.47103(16) 0.46955(6) 0.0267(4) Uani 1 1 d . . .
Ni1 Ni 1.0000 0.5000 0.5000 0.02217(10) Uani 1 2 d S . .
O1 O 1.12573(12) 0.42155(15) 0.39368(5) 0.0372(4) Uani 1 1 d . . .
H1 H 1.1467 0.3924 0.4206 0.056 Uiso 1 1 calc R . .
C2 C 1.01969(15) 0.58441(18) 0.35020(6) 0.0239(4) Uani 1 1 d . . .
N2 N 0.68541(13) 0.47270(16) 0.41787(6) 0.0252(4) Uani 1 1 d . . .
Ni2 Ni 1.123633(19) 0.51342(2) 0.145856(8) 0.02221(9) Uani 1 1 d . . .
O2 O 1.03573(12) 0.56410(14) 0.43404(5) 0.0336(3) Uani 1 1 d . . .
C3 C 0.93854(16) 0.67805(19) 0.34924(6) 0.0282(4) Uani 1 1 d . . .
H3 H 0.9245 0.7153 0.3778 0.034 Uiso 1 1 calc R . .
N3 N 0.41260(13) 0.58046(16) 0.24362(6) 0.0309(4) Uani 1 1 d . . .
O3 O 1.07546(11) 0.44180(12) 0.21205(4) 0.0255(3) Uani 1 1 d . . .
C4 C 0.87801(17) 0.71677(19) 0.30617(7) 0.0296(4) Uani 1 1 d . . .
H4 H 0.8202 0.7754 0.3064 0.036 Uiso 1 1 calc R . .
N4 N 0.28041(13) 0.55430(17) 0.18182(6) 0.0284(4) Uani 1 1 d . . .
O4 O 1.06007(11) 0.64676(12) 0.19127(4) 0.0274(3) Uani 1 1 d . . .
C5 C 0.90175(15) 0.66981(18) 0.26236(6) 0.0241(4) Uani 1 1 d . . .
N5 N 1.10773(13) 0.16272(16) 0.07278(6) 0.0294(4) Uani 1 1 d . . .
O5 O 0.95826(11) 0.48840(15) 0.11754(5) 0.0360(4) Uani 1 1 d . . .
C6 C 0.99469(15) 0.58799(18) 0.26333(6) 0.0227(4) Uani 1 1 d . . .
N6 N 1.15563(14) 0.33949(17) 0.11496(6) 0.0329(4) Uani 1 1 d . . .
O6 O 0.94108(12) 0.59218(17) 0.04760(6) 0.0465(4) Uani 1 1 d . . .
C7 C 1.04921(15) 0.54157(18) 0.30692(7) 0.0234(4) Uani 1 1 d . . .
H7 H 1.1060 0.4813 0.3072 0.028 Uiso 1 1 calc R . .
O7 O 0.68007(11) 0.24181(14) -0.04377(5) 0.0359(3) Uani 1 1 d . . .
C8 C 1.04481(14) 0.55585(18) 0.21930(6) 0.0219(4) Uani 1 1 d . . .
O8 O 0.52591(11) 0.19786(14) -0.01378(5) 0.0329(3) Uani 1 1 d . . .
C9 C 0.82432(15) 0.70000(18) 0.21763(6) 0.0246(4) Uani 1 1 d . . .
O9 O 1.14227(12) 0.63562(19) 0.08928(5) 0.0455(4) Uani 1 1 d D . .
H2W H 1.1960(11) 0.648(3) 0.0756(7) 0.080 Uiso 1 1 d D . .
H1W H 1.0839(10) 0.624(3) 0.0712(6) 0.080 Uiso 1 1 d D . .
C10 C 0.76595(16) 0.81714(19) 0.21308(7) 0.0295(4) Uani 1 1 d . . .
H10 H 0.7788 0.8790 0.2374 0.035 Uiso 1 1 calc R . .
C11 C 0.68980(16) 0.8418(2) 0.17304(7) 0.0313(4) Uani 1 1 d . . .
H11 H 0.6512 0.9199 0.1706 0.038 Uiso 1 1 calc R . .
C12 C 0.66976(16) 0.7520(2) 0.13625(7) 0.0292(4) Uani 1 1 d . . .
H12 H 0.6174 0.7696 0.1095 0.035 Uiso 1 1 calc R . .
C13 C 0.72796(15) 0.63528(19) 0.13919(6) 0.0251(4) Uani 1 1 d . . .
C14 C 0.80370(15) 0.60984(18) 0.18028(6) 0.0251(4) Uani 1 1 d . . .
H14 H 0.8414 0.5310 0.1829 0.030 Uiso 1 1 calc R . .
C15 C 0.70305(15) 0.53928(19) 0.09912(6) 0.0247(4) Uani 1 1 d . . .
C16 C 0.59408(17) 0.4958(2) 0.08721(8) 0.0323(5) Uani 1 1 d . . .
H16 H 0.5403 0.5275 0.1043 0.039 Uiso 1 1 calc R . .
C17 C 0.56404(16) 0.4071(2) 0.05072(7) 0.0302(4) Uani 1 1 d . . .
H17A H 0.4917 0.3765 0.0446 0.036 Uiso 1 1 calc R . .
C18 C 0.64184(15) 0.36381(18) 0.02315(6) 0.0251(4) Uani 1 1 d . . .
C19 C 0.74890(15) 0.41180(19) 0.03299(7) 0.0272(4) Uani 1 1 d . . .
H19A H 0.8002 0.3873 0.0134 0.033 Uiso 1 1 calc R . .
C20 C 0.78189(16) 0.49520(17) 0.07111(7) 0.0242(4) Uani 1 1 d . . .
C21 C 0.90353(16) 0.53119(19) 0.07984(7) 0.0258(4) Uani 1 1 d . . .
C22 C 0.61211(15) 0.26122(18) -0.01395(7) 0.0260(4) Uani 1 1 d . . .
C23 C 1.20226(18) 0.2333(2) 0.13954(8) 0.0401(5) Uani 1 1 d . . .
H23 H 1.2472 0.2363 0.1693 0.048 Uiso 1 1 calc R . .
C24 C 1.17362(18) 0.1242(2) 0.11445(8) 0.0386(5) Uani 1 1 d . . .
H24 H 1.1942 0.0397 0.1234 0.046 Uiso 1 1 calc R . .
C25 C 1.10048(17) 0.2937(2) 0.07497(7) 0.0331(5) Uani 1 1 d . . .
H25 H 1.0612 0.3450 0.0510 0.040 Uiso 1 1 calc R . .
C26 C 1.05251(16) 0.07979(19) 0.03599(7) 0.0276(4) Uani 1 1 d . . .
C27 C 1.09423(17) -0.0426(2) 0.02915(7) 0.0321(4) Uani 1 1 d . . .
H27 H 1.1575 -0.0715 0.0488 0.039 Uiso 1 1 calc R . .
C28 C 0.95788(17) 0.12185(19) 0.00677(7) 0.0316(4) Uani 1 1 d . . .
H28 H 0.9293 0.2039 0.0114 0.038 Uiso 1 1 calc R . .
C29 C 0.78202(16) 0.5334(2) 0.43374(7) 0.0266(4) Uani 1 1 d . . .
H29 H 0.8048 0.6102 0.4208 0.032 Uiso 1 1 calc R . .
C30 C 0.77737(16) 0.3638(2) 0.47732(7) 0.0304(4) Uani 1 1 d . . .
H30 H 0.7975 0.3013 0.5008 0.037 Uiso 1 1 calc R . .
C31 C 0.68290(16) 0.36293(19) 0.44581(7) 0.0291(4) Uani 1 1 d . . .
H31 H 0.6271 0.3008 0.4434 0.035 Uiso 1 1 calc R . .
C32 C 0.60955(15) 0.50514(18) 0.37567(7) 0.0252(4) Uani 1 1 d . . .
C33 C 0.54557(16) 0.40801(19) 0.35187(7) 0.0317(5) Uani 1 1 d . . .
H33 H 0.5465 0.3250 0.3649 0.038 Uiso 1 1 calc R . .
C34 C 0.48019(17) 0.4345(2) 0.30857(7) 0.0329(5) Uani 1 1 d . . .
H34 H 0.4374 0.3690 0.2923 0.039 Uiso 1 1 calc R . .
C35 C 0.47822(16) 0.5572(2) 0.28941(7) 0.0287(4) Uani 1 1 d . . .
C36 C 0.53824(17) 0.6575(2) 0.31418(7) 0.0333(5) Uani 1 1 d . . .
H36 H 0.5341 0.7415 0.3018 0.040 Uiso 1 1 calc R . .
C37 C 0.60438(16) 0.63036(19) 0.35759(7) 0.0314(5) Uani 1 1 d . . .
H37 H 0.6452 0.6963 0.3745 0.038 Uiso 1 1 calc R . .
C38 C 0.4358(2) 0.6618(3) 0.20818(9) 0.0620(8) Uani 1 1 d . . .
H38 H 0.4958 0.7180 0.2096 0.074 Uiso 1 1 calc R . .
C39 C 0.3547(2) 0.6448(3) 0.17088(9) 0.0579(8) Uani 1 1 d . . .
H39 H 0.3497 0.6883 0.1417 0.069 Uiso 1 1 calc R . .
C40 C 0.31837(16) 0.5180(2) 0.22566(7) 0.0300(5) Uani 1 1 d . . .
H40 H 0.2843 0.4561 0.2426 0.036 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.236(2) . ?
C1 O1 1.279(2) . ?
C1 C2 1.495(3) . ?
N1 C29 1.308(3) . ?
N1 C30 1.377(3) . ?
N1 Ni1 2.0398(16) . ?
Ni1 N1 2.0398(16) 3_766 ?
Ni1 O2 2.0787(13) 3_766 ?
Ni1 O2 2.0787(13) . ?
Ni1 O8 2.1059(14) 2_655 ?
Ni1 O8 2.1059(14) 4_666 ?
O1 H1 0.8200 . ?
C2 C3 1.380(3) . ?
C2 C7 1.394(3) . ?
N2 C29 1.351(3) . ?
N2 C31 1.380(3) . ?
N2 C32 1.433(2) . ?
Ni2 N6 2.0536(17) . ?
Ni2 O9 2.0693(15) . ?
Ni2 N4 2.0717(15) 1_655 ?
Ni2 O5 2.0745(14) . ?
Ni2 O4 2.1028(13) . ?
Ni2 O3 2.1671(13) . ?
Ni2 C8 2.4490(18) . ?
C3 C4 1.381(3) . ?
C3 H3 0.9300 . ?
N3 C40 1.350(3) . ?
N3 C38 1.365(3) . ?
N3 C35 1.433(2) . ?
O3 C8 1.258(2) . ?
C4 C5 1.396(3) . ?
C4 H4 0.9300 . ?
N4 C40 1.307(3) . ?
N4 C39 1.367(3) . ?
N4 Ni2 2.0717(15) 1_455 ?
O4 C8 1.256(2) . ?
C5 C6 1.411(3) . ?
C5 C9 1.490(2) . ?
N5 C25 1.353(3) . ?
N5 C24 1.378(3) . ?
N5 C26 1.431(2) . ?
O5 C21 1.247(2) . ?
C6 C7 1.390(3) . ?
C6 C8 1.500(2) . ?
N6 C25 1.310(3) . ?
N6 C23 1.371(3) . ?
O6 C21 1.247(3) . ?
C7 H7 0.9300 . ?
O7 C22 1.283(2) . ?
O8 C22 1.240(2) . ?
O8 Ni1 2.1059(14) 2_645 ?
C9 C10 1.397(3) . ?
C9 C14 1.397(3) . ?
O9 H2W 0.8200(11) . ?
O9 H1W 0.8201(10) . ?
C10 C11 1.374(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.382(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.392(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.394(3) . ?
C13 C15 1.496(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.397(3) . ?
C15 C20 1.409(3) . ?
C16 C17 1.383(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.389(3) . ?
C17 H17A 0.9300 . ?
C18 C19 1.387(3) . ?
C18 C22 1.491(3) . ?
C19 C20 1.386(3) . ?
C19 H19A 0.9300 . ?
C20 C21 1.516(3) . ?
C23 C24 1.345(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.383(3) . ?
C26 C28 1.384(3) . ?
C27 C28 1.378(3) 3_755 ?
C27 H27 0.9300 . ?
C28 C27 1.378(3) 3_755 ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C30 C31 1.347(3) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C33 1.379(3) . ?
C32 C37 1.384(3) . ?
C33 C34 1.381(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.373(3) . ?
C34 H34 0.9300 . ?
C35 C36 1.391(3) . ?
C36 C37 1.389(3) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C39 1.343(3) . ?
C38 H38 0.9300 . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?

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 C1 O1 126.16(17) . . ?
O2 C1 C2 118.35(17) . . ?
O1 C1 C2 115.43(16) . . ?
C29 N1 C30 105.63(16) . . ?
C29 N1 Ni1 128.64(14) . . ?
C30 N1 Ni1 124.73(13) . . ?
N1 Ni1 N1 180.0 3_766 . ?
N1 Ni1 O2 89.33(6) 3_766 3_766 ?
N1 Ni1 O2 90.67(6) . 3_766 ?
N1 Ni1 O2 90.67(6) 3_766 . ?
N1 Ni1 O2 89.33(6) . . ?
O2 Ni1 O2 180.0 3_766 . ?
N1 Ni1 O8 86.72(6) 3_766 2_655 ?
N1 Ni1 O8 93.28(6) . 2_655 ?
O2 Ni1 O8 94.85(6) 3_766 2_655 ?
O2 Ni1 O8 85.15(6) . 2_655 ?
N1 Ni1 O8 93.28(6) 3_766 4_666 ?
N1 Ni1 O8 86.72(6) . 4_666 ?
O2 Ni1 O8 85.15(6) 3_766 4_666 ?
O2 Ni1 O8 94.85(6) . 4_666 ?
O8 Ni1 O8 180.000(1) 2_655 4_666 ?
C1 O1 H1 109.5 . . ?
C3 C2 C7 118.90(17) . . ?
C3 C2 C1 119.27(16) . . ?
C7 C2 C1 121.44(17) . . ?
C29 N2 C31 106.45(16) . . ?
C29 N2 C32 126.24(17) . . ?
C31 N2 C32 126.64(16) . . ?
N6 Ni2 O9 98.83(7) . . ?
N6 Ni2 N4 99.39(7) . 1_655 ?
O9 Ni2 N4 93.00(6) . 1_655 ?
N6 Ni2 O5 88.03(6) . . ?
O9 Ni2 O5 89.61(6) . . ?
N4 Ni2 O5 171.66(6) 1_655 . ?
N6 Ni2 O4 159.71(6) . . ?
O9 Ni2 O4 99.51(6) . . ?
N4 Ni2 O4 88.24(6) 1_655 . ?
O5 Ni2 O4 83.51(6) . . ?
N6 Ni2 O3 99.31(6) . . ?
O9 Ni2 O3 160.89(6) . . ?
N4 Ni2 O3 89.97(6) 1_655 . ?
O5 Ni2 O3 85.03(5) . . ?
O4 Ni2 O3 61.68(5) . . ?
N6 Ni2 C8 129.61(7) . . ?
O9 Ni2 C8 130.16(7) . . ?
N4 Ni2 C8 90.18(6) 1_655 . ?
O5 Ni2 C8 82.10(6) . . ?
O4 Ni2 C8 30.86(6) . . ?
O3 Ni2 C8 30.87(6) . . ?
C1 O2 Ni1 140.06(13) . . ?
C2 C3 C4 120.48(17) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C40 N3 C38 106.12(17) . . ?
C40 N3 C35 126.07(17) . . ?
C38 N3 C35 127.66(17) . . ?
C8 O3 Ni2 87.04(11) . . ?
C3 C4 C5 121.43(18) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
C40 N4 C39 104.74(17) . . ?
C40 N4 Ni2 125.09(14) . 1_455 ?
C39 N4 Ni2 128.66(14) . 1_455 ?
C8 O4 Ni2 89.98(11) . . ?
C4 C5 C6 117.60(16) . . ?
C4 C5 C9 119.02(16) . . ?
C6 C5 C9 123.23(16) . . ?
C25 N5 C24 106.35(17) . . ?
C25 N5 C26 126.89(17) . . ?
C24 N5 C26 126.65(18) . . ?
C21 O5 Ni2 130.58(14) . . ?
C7 C6 C5 119.99(16) . . ?
C7 C6 C8 116.93(16) . . ?
C5 C6 C8 122.89(16) . . ?
C25 N6 C23 105.60(17) . . ?
C25 N6 Ni2 124.84(14) . . ?
C23 N6 Ni2 124.89(13) . . ?
C6 C7 C2 120.71(17) . . ?
C6 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
O4 C8 O3 121.13(16) . . ?
O4 C8 C6 118.23(16) . . ?
O3 C8 C6 120.56(16) . . ?
O4 C8 Ni2 59.16(9) . . ?
O3 C8 Ni2 62.09(9) . . ?
C6 C8 Ni2 177.28(14) . . ?
C22 O8 Ni1 131.36(13) . 2_645 ?
C10 C9 C14 118.19(17) . . ?
C10 C9 C5 120.54(17) . . ?
C14 C9 C5 121.19(17) . . ?
Ni2 O9 H2W 130(2) . . ?
Ni2 O9 H1W 101.6(19) . . ?
H2W O9 H1W 114.6(2) . . ?
C11 C10 C9 120.54(18) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C10 C11 C12 120.93(18) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C11 C12 C13 120.04(17) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C14 118.77(17) . . ?
C12 C13 C15 118.72(16) . . ?
C14 C13 C15 122.45(17) . . ?
C13 C14 C9 121.50(17) . . ?
C13 C14 H14 119.2 . . ?
C9 C14 H14 119.2 . . ?
C16 C15 C20 118.04(17) . . ?
C16 C15 C13 118.09(17) . . ?
C20 C15 C13 123.79(17) . . ?
C17 C16 C15 121.80(19) . . ?
C17 C16 H16 119.1 . . ?
C15 C16 H16 119.1 . . ?
C16 C17 C18 120.00(18) . . ?
C16 C17 H17A 120.0 . . ?
C18 C17 H17A 120.0 . . ?
C17 C18 C19 118.60(17) . . ?
C17 C18 C22 120.25(17) . . ?
C19 C18 C22 121.02(17) . . ?
C20 C19 C18 122.08(18) . . ?
C20 C19 H19A 119.0 . . ?
C18 C19 H19A 119.0 . . ?
C19 C20 C15 119.29(17) . . ?
C19 C20 C21 116.16(17) . . ?
C15 C20 C21 124.55(17) . . ?
O5 C21 O6 126.07(18) . . ?
O5 C21 C20 116.06(18) . . ?
O6 C21 C20 117.66(17) . . ?
O8 C22 O7 123.71(18) . . ?
O8 C22 C18 119.17(17) . . ?
O7 C22 C18 117.09(16) . . ?
C24 C23 N6 110.16(19) . . ?
C24 C23 H23 124.9 . . ?
N6 C23 H23 124.9 . . ?
C23 C24 N5 106.27(19) . . ?
C23 C24 H24 126.9 . . ?
N5 C24 H24 126.9 . . ?
N6 C25 N5 111.61(19) . . ?
N6 C25 H25 124.2 . . ?
N5 C25 H25 124.2 . . ?
C27 C26 C28 119.63(18) . . ?
C27 C26 N5 120.03(18) . . ?
C28 C26 N5 120.33(17) . . ?
C28 C27 C26 120.11(19) 3_755 . ?
C28 C27 H27 119.9 3_755 . ?
C26 C27 H27 119.9 . . ?
C27 C28 C26 120.25(19) 3_755 . ?
C27 C28 H28 119.9 3_755 . ?
C26 C28 H28 119.9 . . ?
N1 C29 N2 111.76(18) . . ?
N1 C29 H29 124.1 . . ?
N2 C29 H29 124.1 . . ?
C31 C30 N1 109.91(17) . . ?
C31 C30 H30 125.0 . . ?
N1 C30 H30 125.0 . . ?
C30 C31 N2 106.26(17) . . ?
C30 C31 H31 126.9 . . ?
N2 C31 H31 126.9 . . ?
C33 C32 C37 120.33(17) . . ?
C33 C32 N2 118.89(17) . . ?
C37 C32 N2 120.69(17) . . ?
C32 C33 C34 119.78(19) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C35 C34 C33 120.16(18) . . ?
C35 C34 H34 119.9 . . ?
C33 C34 H34 119.9 . . ?
C34 C35 C36 120.58(18) . . ?
C34 C35 N3 118.81(18) . . ?
C36 C35 N3 120.61(18) . . ?
C37 C36 C35 119.06(19) . . ?
C37 C36 H36 120.5 . . ?
C35 C36 H36 120.5 . . ?
C32 C37 C36 119.96(18) . . ?
C32 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C39 C38 N3 106.4(2) . . ?
C39 C38 H38 126.8 . . ?
N3 C38 H38 126.8 . . ?
C38 C39 N4 110.5(2) . . ?
C38 C39 H39 124.8 . . ?
N4 C39 H39 124.8 . . ?
N4 C40 N3 112.31(18) . . ?
N4 C40 H40 123.8 . . ?
N3 C40 H40 123.8 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.055
####################################################################### 
# 
# 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 1046682'
_audit_update_record             
;
2015-04-13 deposited with the CCDC.
2015-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H36 N8 Ni2 O11'
_chemical_formula_weight         994.25

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   C2/c

loop_
_symmetry_equiv_pos_as_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                   42.0250(14)
_cell_length_b                   11.1915(4)
_cell_length_c                   23.6784(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 120.5704(9)
_cell_angle_gamma                90.00
_cell_volume                     9588.6(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9760
_cell_measurement_theta_min      3.13
_cell_measurement_theta_max      27.18

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4096
_exptl_absorpt_coefficient_mu    0.851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8348
_exptl_absorpt_correction_T_max  0.8482
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            61896
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_sigmaI/netI    0.0296
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_h_max       49
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.96
_diffrn_reflns_theta_max         25.00
_reflns_number_total             8387
_reflns_number_gt                6782
_reflns_threshold_expression     >2sigma(I)

_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-2013 (Sheldrick 2013)'
_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)+(0.0699P)²+21.3256P] 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         8387
_refine_ls_number_parameters     786
_refine_ls_number_restraints     329
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0445
_refine_ls_wR_factor_ref         0.1274
_refine_ls_wR_factor_gt          0.1166
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.004
_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
C1 C 1.08640(9) 0.1627(3) -0.38944(17) 0.0357(8) Uani 1 1 d . A .
H1A H 1.0708 0.2066 -0.4268 0.043 Uiso 1 1 calc R . .
C2 C 1.13415(11) 0.0971(4) -0.3049(2) 0.0609(13) Uani 1 1 d . . .
H2A H 1.1586 0.0877 -0.2716 0.073 Uiso 1 1 calc R . .
C3 C 1.10596(11) 0.0320(4) -0.3111(2) 0.0641(13) Uani 1 1 d . A .
H3A H 1.1071 -0.0301 -0.2841 0.077 Uiso 1 1 calc R . .
C4 C 1.03807(10) 0.0310(4) -0.3933(2) 0.0352(11) Uani 0.919(7) 1 d PDU A 1
C4A C 1.0387(5) 0.061(4) -0.3736(19) 0.025(14) Uani 0.081(7) 1 d PDU A 2
C5 C 1.03255(11) -0.0873(3) -0.3843(2) 0.0498(13) Uani 0.919(7) 1 d PDU A 1
H5A H 1.0526 -0.1381 -0.3610 0.060 Uiso 0.919(7) 1 calc PR A 1
C5A C 1.0338(7) -0.023(4) -0.3362(17) 0.069(17) Uani 0.081(7) 1 d PDU A 2
H5AA H 1.0541 -0.0613 -0.3018 0.082 Uiso 0.081(7) 1 calc PR A 2
C6 C 0.99718(11) -0.1291(4) -0.4101(2) 0.0550(14) Uani 0.919(7) 1 d PDU A 1
H6A H 0.9934 -0.2083 -0.4032 0.066 Uiso 0.919(7) 1 calc PR A 1
C6A C 0.9986(9) -0.051(4) -0.350(2) 0.09(2) Uani 0.081(7) 1 d PDU A 2
H6AA H 0.9951 -0.1079 -0.3251 0.103 Uiso 0.081(7) 1 calc PR A 2
C7 C 0.96713(11) -0.0554(3) -0.4461(2) 0.0458(12) Uani 0.919(7) 1 d PDU A 1
H7A H 0.9432 -0.0843 -0.4629 0.055 Uiso 0.919(7) 1 calc PR A 1
C7A C 0.9685(7) 0.006(4) -0.400(2) 0.073(18) Uani 0.081(7) 1 d PDU A 2
H7AA H 0.9449 -0.0101 -0.4084 0.088 Uiso 0.081(7) 1 calc PR A 2
C8 C 0.97306(11) 0.0613(4) -0.4567(2) 0.0345(12) Uani 0.919(7) 1 d PDU A 1
C8A C 0.9734(6) 0.088(4) -0.4389(13) 0.017(13) Uani 0.081(7) 1 d PDU A 2
C9 C 1.00846(11) 0.1057(6) -0.4292(3) 0.034(3) Uani 0.919(7) 1 d PDU A 1
H9A H 1.0123 0.1856 -0.4347 0.041 Uiso 0.919(7) 1 calc PR A 1
C9A C 1.0087(9) 0.118(6) -0.424(3) 0.04(4) Uani 0.081(7) 1 d PDU A 2
H9AA H 1.0122 0.1779 -0.4474 0.047 Uiso 0.081(7) 1 calc PR A 2
C10 C 0.94205(9) 0.2467(3) -0.52015(16) 0.0321(7) Uani 1 1 d . A .
H10A H 0.9633 0.2917 -0.5070 0.039 Uiso 1 1 calc R . .
C11 C 0.90592(10) 0.1008(4) -0.5279(2) 0.0530(11) Uani 1 1 d . A .
H11A H 0.8970 0.0287 -0.5220 0.064 Uiso 1 1 calc R . .
C12 C 0.88589(10) 0.1897(3) -0.5678(2) 0.0473(10) Uani 1 1 d . A .
H12A H 0.8603 0.1889 -0.5950 0.057 Uiso 1 1 calc R . .
C13 C 1.17198(10) 0.7674(3) 0.03818(16) 0.0397(8) Uani 1 1 d DU . .
H13A H 1.1653 0.6948 0.0160 0.048 Uiso 0.456(18) 1 calc PR B 1
H13B H 1.1585 0.7063 0.0092 0.048 Uiso 0.544(18) 1 d PR B 2
C14 C 1.1811(4) 0.9087(7) 0.1064(5) 0.040(3) Uani 0.456(18) 1 d PDU . 1
H14A H 1.1804 0.9520 0.1393 0.047 Uiso 0.456(18) 1 calc PR B 1
C14A C 1.1959(4) 0.8844(10) 0.1211(5) 0.058(3) Uani 0.544(18) 1 d PDU . 2
H14B H 1.2023 0.9184 0.1613 0.070 Uiso 0.544(18) 1 calc PR B 2
C15 C 1.1922(4) 0.9525(8) 0.0654(5) 0.039(3) Uani 0.456(18) 1 d PDU . 1
H15A H 1.2030 1.0263 0.0680 0.047 Uiso 0.456(18) 1 calc PR B 1
C15A C 1.2095(4) 0.9189(11) 0.0824(5) 0.065(3) Uani 0.544(18) 1 d PDU . 2
H15B H 1.2260 0.9810 0.0905 0.078 Uiso 0.544(18) 1 calc PR B 2
C16 C 1.1887(4) 0.8779(13) -0.0352(5) 0.048(4) Uani 0.456(18) 1 d PDU . 1
C16A C 1.1981(3) 0.8465(10) -0.0276(4) 0.034(3) Uani 0.544(18) 1 d PDU . 2
C17 C 1.2183(4) 0.9365(14) -0.0319(6) 0.061(4) Uani 0.456(18) 1 d PDU . 1
H17A H 1.2354 0.9749 0.0066 0.073 Uiso 0.456(18) 1 calc PR B 1
C17A C 1.2310(3) 0.8876(11) -0.0201(4) 0.052(3) Uani 0.544(18) 1 d PDU . 2
H17B H 1.2494 0.9172 0.0201 0.062 Uiso 0.544(18) 1 calc PR B 2
C18 C 1.2229(4) 0.9385(15) -0.0856(6) 0.065(4) Uani 0.456(18) 1 d PDU . 1
H18A H 1.2434 0.9762 -0.0826 0.078 Uiso 0.456(18) 1 calc PR B 1
C18A C 1.2363(3) 0.8844(12) -0.0729(4) 0.059(3) Uani 0.544(18) 1 d PDU . 2
H18B H 1.2588 0.9084 -0.0674 0.071 Uiso 0.544(18) 1 calc PR B 2
C19 C 1.1974(4) 0.8853(14) -0.1435(6) 0.052(4) Uani 0.456(18) 1 d PDU . 1
H19A H 1.1997 0.8886 -0.1805 0.063 Uiso 0.456(18) 1 calc PR B 1
C19A C 1.2088(3) 0.8465(11) -0.1334(4) 0.047(3) Uani 0.544(18) 1 d PDU . 2
H19B H 1.2121 0.8504 -0.1693 0.057 Uiso 0.544(18) 1 calc PR B 2
C20 C 1.1682(4) 0.8270(15) -0.1445(5) 0.037(4) Uani 0.456(18) 1 d PDU . 1
C20A C 1.1760(3) 0.8023(13) -0.1408(4) 0.037(4) Uani 0.544(18) 1 d PDU . 2
C21 C 1.1631(4) 0.8226(16) -0.0916(6) 0.033(4) Uani 0.456(18) 1 d PDU . 1
H21A H 1.1429 0.7834 -0.0942 0.039 Uiso 0.456(18) 1 calc PR B 1
C21A C 1.1716(3) 0.8013(14) -0.0866(5) 0.036(4) Uani 0.544(18) 1 d PDU . 2
H21B H 1.1501 0.7693 -0.0904 0.043 Uiso 0.544(18) 1 calc PR B 2
C22 C 1.10753(11) 0.7500(3) -0.22103(18) 0.0419(9) Uani 1 1 d . B .
H22A H 1.0963 0.7754 -0.1979 0.050 Uiso 1 1 calc R . .
C23 C 1.09127(10) 0.6924(3) -0.27873(17) 0.0366(8) Uani 1 1 d . . .
H23A H 1.0665 0.6710 -0.3026 0.044 Uiso 1 1 calc R . .
C24 C 1.14817(10) 0.7137(3) -0.25035(17) 0.0400(8) Uani 1 1 d . B .
H24A H 1.1704 0.7104 -0.2500 0.048 Uiso 1 1 calc R . .
C25 C 1.04581(8) 0.4544(3) -0.37436(16) 0.0310(7) Uani 1 1 d . . .
C26 C 1.00625(8) 0.4550(3) -0.38995(16) 0.0286(7) Uani 1 1 d . . .
C27 C 0.99643(9) 0.3844(3) -0.35311(17) 0.0376(8) Uani 1 1 d . . .
H27A H 1.0140 0.3350 -0.3205 0.045 Uiso 1 1 calc R . .
C28 C 0.96076(9) 0.3869(3) -0.36444(17) 0.0374(8) Uani 1 1 d . . .
H28A H 0.9548 0.3406 -0.3385 0.045 Uiso 1 1 calc R . .
C29 C 0.93368(8) 0.4574(3) -0.41385(15) 0.0267(7) Uani 1 1 d . . .
C30 C 0.94321(8) 0.5270(3) -0.45221(14) 0.0236(6) Uani 1 1 d . F .
C31 C 0.97941(8) 0.5258(3) -0.43958(15) 0.0264(7) Uani 1 1 d . . .
H31A H 0.9857 0.5731 -0.4647 0.032 Uiso 1 1 calc R . .
C32 C 0.91557(8) 0.6141(3) -0.50201(15) 0.0260(7) Uani 1 1 d . . .
C33 C 0.89575(8) 0.4588(3) -0.42428(15) 0.0265(7) Uani 1 1 d . . .
C34 C 0.88941(9) 0.4976(3) -0.37517(16) 0.0363(8) Uani 1 1 d . . .
H34A H 0.9090 0.5251 -0.3356 0.044 Uiso 1 1 calc R . .
C35 C 0.85386(9) 0.4958(3) -0.38489(16) 0.0381(8) Uani 1 1 d . . .
H35A H 0.8497 0.5238 -0.3523 0.046 Uiso 1 1 calc R . .
C36 C 0.82505(9) 0.4528(3) -0.44228(16) 0.0322(8) Uani 1 1 d . . .
H36A H 0.8014 0.4520 -0.4482 0.039 Uiso 1 1 calc R . .
C37 C 0.83048(8) 0.4099(3) -0.49229(15) 0.0269(7) Uani 1 1 d . . .
C38 C 0.86611(8) 0.4155(3) -0.48235(15) 0.0281(7) Uani 1 1 d . . .
H38A H 0.8702 0.3897 -0.5155 0.034 Uiso 1 1 calc R . .
C39 C 0.79947(8) 0.3531(3) -0.55173(14) 0.0262(7) Uani 1 1 d . . .
C40 C 0.77532(9) 0.2781(3) -0.54445(15) 0.0323(7) Uani 1 1 d . . .
H40A H 0.7792 0.2648 -0.5026 0.039 Uiso 1 1 calc R . .
C41 C 0.74591(9) 0.2232(3) -0.59710(15) 0.0336(8) Uani 1 1 d . . .
H41A H 0.7305 0.1730 -0.5904 0.040 Uiso 1 1 calc R . .
C42 C 0.73918(8) 0.2422(3) -0.66007(15) 0.0293(7) Uani 1 1 d . . .
C43 C 0.76322(8) 0.3146(3) -0.66849(15) 0.0291(7) Uani 1 1 d . . .
H43A H 0.7592 0.3268 -0.7105 0.035 Uiso 1 1 calc R . .
C44 C 0.79327(8) 0.3694(3) -0.61541(15) 0.0259(7) Uani 1 1 d . . .
C45 C 0.81822(8) 0.4440(3) -0.62961(14) 0.0243(7) Uani 1 1 d . . .
C46 C 0.70628(9) 0.1860(3) -0.71767(16) 0.0314(7) Uani 1 1 d . . .
N1 N 1.12205(7) 0.1795(2) -0.35428(14) 0.0346(7) Uani 1 1 d . . .
N2 N 1.07481(7) 0.0755(3) -0.36573(14) 0.0384(7) Uani 1 1 d D . .
N3 N 0.94191(7) 0.1359(2) -0.49743(14) 0.0343(6) Uani 1 1 d D . .
N4 N 0.90865(7) 0.2829(2) -0.56283(13) 0.0292(6) Uani 1 1 d . . .
N5 N 1.17123(8) 0.7912(2) 0.09179(13) 0.0359(7) Uani 1 1 d D . .
N6 N 1.1840(4) 0.8652(9) 0.0199(5) 0.034(3) Uani 0.456(18) 1 d PDU . 1
N6A N 1.1943(3) 0.8441(10) 0.0291(4) 0.039(3) Uani 0.544(18) 1 d PDU . 2
N7 N 1.11698(8) 0.6698(3) -0.29726(13) 0.0328(6) Uani 1 1 d . . .
N8 N 1.14414(9) 0.7640(3) -0.20279(13) 0.0404(7) Uani 1 1 d D . .
O1 O 1.05527(6) 0.5328(2) -0.40122(11) 0.0315(5) Uani 1 1 d . . .
O1W O 1.06408(17) 0.7803(5) -0.1430(3) 0.1205(18) Uani 0.88 1 d PU C 1
O1WA O 1.0085(7) 0.655(2) -0.2569(13) 0.062(6) Uani 0.13 1 d PU . 2
O2 O 1.06673(7) 0.3776(3) -0.33453(15) 0.0557(8) Uani 1 1 d . . .
O2W O 1.2345(4) 0.9065(14) -0.2357(7) 0.133(5) Uani 0.37 1 d PU D 1
O2WA O 1.2482(9) 0.801(3) -0.1844(16) 0.089(9) Uani 0.13 1 d PU E 2
O3 O 0.91573(7) 0.7160(2) -0.48344(12) 0.0493(7) Uani 1 1 d . F 1
O3W O 0.8963(6) 0.070(2) -0.3647(11) 0.205(8) Uani 0.37 1 d PU G 1
O3WA O 0.8731(10) 0.178(3) -0.3455(18) 0.105(10) Uani 0.13 1 d PU H 2
O4 O 0.89372(6) 0.57896(19) -0.56035(10) 0.0284(5) Uani 1 1 d . . .
O5 O 0.81623(6) 0.5543(2) -0.62655(11) 0.0330(5) Uani 1 1 d . . .
O6 O 0.83903(6) 0.3871(2) -0.64384(11) 0.0308(5) Uani 1 1 d . . .
O7 O 0.69686(6) 0.2274(2) -0.77296(10) 0.0328(5) Uani 1 1 d . . .
O8 O 0.69035(7) 0.1032(3) -0.70570(12) 0.0553(8) Uani 1 1 d . . .
O9 O 1.13133(6) 0.4237(2) -0.31489(11) 0.0273(5) Uani 1 1 d D . .
H9WB H 1.1117(6) 0.395(3) -0.3177(18) 0.040(10) Uiso 1 1 d D . .
H9WA H 1.1495(9) 0.420(5) -0.2751(10) 0.079(16) Uiso 1 1 d D . .
Ni1 Ni 1.108795(10) 0.56844(4) -0.376777(18) 0.02385(13) Uani 1 1 d . . .
Ni2 Ni 1.151799(10) 0.31856(4) -0.362732(18) 0.02465(13) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.306(4) . ?
C1 N2 1.336(4) . ?
C1 H1A 0.9300 . ?
C2 C3 1.333(6) . ?
C2 N1 1.368(5) . ?
C2 H2A 0.9300 . ?
C3 N2 1.379(5) . ?
C3 H3A 0.9300 . ?
C4 C9 1.376(5) . ?
C4 C5 1.380(5) . ?
C4 N2 1.425(4) . ?
C4A C5A 1.377(10) . ?
C4A C9A 1.378(10) . ?
C4A N2 1.439(10) . ?
C5 C6 1.370(5) . ?
C5 H5A 0.9300 . ?
C5A C6A 1.378(10) . ?
C5A H5AA 0.9300 . ?
C6 C7 1.380(5) . ?
C6 H6A 0.9300 . ?
C6A C7A 1.376(10) . ?
C6A H6AA 0.9300 . ?
C7 C8 1.376(5) . ?
C7 H7A 0.9300 . ?
C7A C8A 1.378(10) . ?
C7A H7AA 0.9300 . ?
C8 C9 1.378(5) . ?
C8 N3 1.434(4) . ?
C8A C9A 1.379(10) . ?
C8A N3 1.447(10) . ?
C9 H9A 0.9300 . ?
C9A H9AA 0.9300 . ?
C10 N4 1.309(4) . ?
C10 N3 1.353(4) . ?
C10 H10A 0.9300 . ?
C11 C12 1.335(5) . ?
C11 N3 1.361(4) . ?
C11 H11A 0.9300 . ?
C12 N4 1.379(4) . ?
C12 H12A 0.9300 . ?
C13 N5 1.313(4) . ?
C13 N6 1.366(8) . ?
C13 N6A 1.366(7) . ?
C13 H13A 0.9300 . ?
C13 H13B 0.9299 . ?
C14 C15 1.363(8) . ?
C14 N5 1.369(7) . ?
C14 H14A 0.9300 . ?
C14A C15A 1.360(8) . ?
C14A N5 1.383(7) . ?
C14A H14B 0.9300 . ?
C15 N6 1.363(8) . ?
C15 H15A 0.9300 . ?
C15A N6A 1.372(8) . ?
C15A H15B 0.9300 . ?
C16 C21 1.365(8) . ?
C16 C17 1.373(8) . ?
C16 N6 1.422(8) . ?
C16A C21A 1.367(8) . ?
C16A C17A 1.380(8) . ?
C16A N6A 1.431(7) . ?
C17 C18 1.378(8) . ?
C17 H17A 0.9300 . ?
C17A C18A 1.375(8) . ?
C17A H17B 0.9300 . ?
C18 C19 1.374(8) . ?
C18 H18A 0.9300 . ?
C18A C19A 1.373(8) . ?
C18A H18B 0.9300 . ?
C19 C20 1.375(8) . ?
C19 H19A 0.9300 . ?
C19A C20A 1.388(8) . ?
C19A H19B 0.9300 . ?
C20 C21 1.377(8) . ?
C20 N8 1.416(8) . ?
C20A C21A 1.389(8) . ?
C20A N8 1.459(7) . ?
C21 H21A 0.9300 . ?
C21A H21B 0.9300 . ?
C22 C23 1.341(5) . ?
C22 N8 1.379(5) . ?
C22 H22A 0.9300 . ?
C23 N7 1.381(4) . ?
C23 H23A 0.9300 . ?
C24 N7 1.308(5) . ?
C24 N8 1.345(4) . ?
C24 H24A 0.9300 . ?
C25 O2 1.248(4) . ?
C25 O1 1.261(4) . ?
C25 C26 1.508(4) . ?
C26 C27 1.386(5) . ?
C26 C31 1.390(4) . ?
C27 C28 1.382(5) . ?
C27 H27A 0.9300 . ?
C28 C29 1.390(5) . ?
C28 H28A 0.9300 . ?
C29 C30 1.401(4) . ?
C29 C33 1.484(4) . ?
C30 C31 1.393(4) . ?
C30 C32 1.516(4) . ?
C31 H31A 0.9300 . ?
C32 O3 1.221(4) . ?
C32 O4 1.271(4) . ?
C33 C34 1.388(5) . ?
C33 C38 1.391(4) . ?
C34 C35 1.391(5) . ?
C34 H34A 0.9300 . ?
C35 C36 1.368(5) . ?
C35 H35A 0.9300 . ?
C36 C37 1.400(4) . ?
C36 H36A 0.9300 . ?
C37 C38 1.394(4) . ?
C37 C39 1.489(4) . ?
C38 H38A 0.9300 . ?
C39 C40 1.393(4) . ?
C39 C44 1.406(4) . ?
C40 C41 1.376(4) . ?
C40 H40A 0.9300 . ?
C41 C42 1.386(4) . ?
C41 H41A 0.9300 . ?
C42 C43 1.386(4) . ?
C42 C46 1.500(4) . ?
C43 C44 1.391(4) . ?
C43 H43A 0.9300 . ?
C44 C45 1.506(4) . ?
C45 O5 1.243(4) . ?
C45 O6 1.258(4) . ?
C46 O7 1.249(4) . ?
C46 O8 1.257(4) . ?
N1 Ni2 2.069(3) . ?
N4 Ni1 2.070(3) 5_764 ?
N5 Ni2 2.057(3) 6_566 ?
N7 Ni1 2.072(3) . ?
O1 Ni1 2.056(2) . ?
O1WA O1WA 0.93(4) 2_754 ?
O4 Ni2 2.179(2) 5_764 ?
O4 Ni1 2.188(2) 5_764 ?
O5 Ni2 2.059(2) 5_764 ?
O6 Ni1 2.050(2) 5_764 ?
O7 Ni2 2.068(2) 8_455 ?
O9 Ni1 2.063(2) . ?
O9 Ni2 2.098(2) . ?
O9 H9WB 0.857(10) . ?
O9 H9WA 0.860(10) . ?
Ni1 O6 2.050(2) 5_764 ?
Ni1 N4 2.070(3) 5_764 ?
Ni1 O4 2.188(2) 5_764 ?
Ni2 N5 2.057(3) 6_565 ?
Ni2 O5 2.059(2) 5_764 ?
Ni2 O7 2.068(2) 8_556 ?
Ni2 O4 2.179(2) 5_764 ?

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
N1 C1 N2 112.5(3) . . ?
N1 C1 H1A 123.8 . . ?
N2 C1 H1A 123.8 . . ?
C3 C2 N1 110.5(3) . . ?
C3 C2 H2A 124.7 . . ?
N1 C2 H2A 124.7 . . ?
C2 C3 N2 106.1(3) . . ?
C2 C3 H3A 126.9 . . ?
N2 C3 H3A 126.9 . . ?
C9 C4 C5 120.5(4) . . ?
C9 C4 N2 120.0(4) . . ?
C5 C4 N2 119.5(3) . . ?
C5A C4A C9A 120.1(12) . . ?
C5A C4A N2 119(2) . . ?
C9A C4A N2 120(2) . . ?
C6 C5 C4 119.2(4) . . ?
C6 C5 H5A 120.4 . . ?
C4 C5 H5A 120.4 . . ?
C4A C5A C6A 119.6(13) . . ?
C4A C5A H5AA 120.2 . . ?
C6A C5A H5AA 120.2 . . ?
C5 C6 C7 121.1(4) . . ?
C5 C6 H6A 119.5 . . ?
C7 C6 H6A 119.5 . . ?
C7A C6A C5A 120.3(13) . . ?
C7A C6A H6AA 119.8 . . ?
C5A C6A H6AA 119.8 . . ?
C8 C7 C6 119.0(4) . . ?
C8 C7 H7A 120.5 . . ?
C6 C7 H7A 120.5 . . ?
C6A C7A C8A 120.1(13) . . ?
C6A C7A H7AA 119.9 . . ?
C8A C7A H7AA 119.9 . . ?
C7 C8 C9 120.6(4) . . ?
C7 C8 N3 119.1(4) . . ?
C9 C8 N3 120.3(4) . . ?
C7A C8A C9A 119.5(12) . . ?
C7A C8A N3 121(3) . . ?
C9A C8A N3 120(2) . . ?
C4 C9 C8 119.5(5) . . ?
C4 C9 H9A 120.3 . . ?
C8 C9 H9A 120.3 . . ?
C4A C9A C8A 120.2(13) . . ?
C4A C9A H9AA 119.9 . . ?
C8A C9A H9AA 119.9 . . ?
N4 C10 N3 111.7(3) . . ?
N4 C10 H10A 124.1 . . ?
N3 C10 H10A 124.1 . . ?
C12 C11 N3 106.9(3) . . ?
C12 C11 H11A 126.6 . . ?
N3 C11 H11A 126.6 . . ?
C11 C12 N4 110.1(3) . . ?
C11 C12 H12A 125.0 . . ?
N4 C12 H12A 125.0 . . ?
N5 C13 N6 109.8(5) . . ?
N5 C13 N6A 112.3(4) . . ?
N6 C13 N6A 18.5(9) . . ?
N5 C13 H13A 125.1 . . ?
N6 C13 H13A 125.1 . . ?
N6A C13 H13A 119.6 . . ?
N5 C13 H13B 123.8 . . ?
N6 C13 H13B 122.8 . . ?
N6A C13 H13B 123.9 . . ?
H13A C13 H13B 17.3 . . ?
C15 C14 N5 109.5(6) . . ?
C15 C14 H14A 125.3 . . ?
N5 C14 H14A 125.3 . . ?
C15A C14A N5 110.0(6) . . ?
C15A C14A H14B 125.0 . . ?
N5 C14A H14B 125.0 . . ?
C14 C15 N6 105.5(7) . . ?
C14 C15 H15A 127.3 . . ?
N6 C15 H15A 127.3 . . ?
C14A C15A N6A 106.7(6) . . ?
C14A C15A H15B 126.7 . . ?
N6A C15A H15B 126.7 . . ?
C21 C16 C17 120.9(8) . . ?
C21 C16 N6 116.3(10) . . ?
C17 C16 N6 122.7(9) . . ?
C21A C16A C17A 119.9(7) . . ?
C21A C16A N6A 121.9(8) . . ?
C17A C16A N6A 118.0(7) . . ?
C16 C17 C18 120.1(8) . . ?
C16 C17 H17A 119.9 . . ?
C18 C17 H17A 119.9 . . ?
C18A C17A C16A 119.2(7) . . ?
C18A C17A H17B 120.4 . . ?
C16A C17A H17B 120.4 . . ?
C19 C18 C17 120.6(8) . . ?
C19 C18 H18A 119.7 . . ?
C17 C18 H18A 119.7 . . ?
C19A C18A C17A 121.2(8) . . ?
C19A C18A H18B 119.4 . . ?
C17A C18A H18B 119.4 . . ?
C18 C19 C20 117.4(8) . . ?
C18 C19 H19A 121.3 . . ?
C20 C19 H19A 121.3 . . ?
C18A C19A C20A 119.8(7) . . ?
C18A C19A H19B 120.1 . . ?
C20A C19A H19B 120.1 . . ?
C19 C20 C21 123.4(8) . . ?
C19 C20 N8 116.3(9) . . ?
C21 C20 N8 120.2(9) . . ?
C19A C20A C21A 118.5(7) . . ?
C19A C20A N8 125.2(8) . . ?
C21A C20A N8 116.2(8) . . ?
C16 C21 C20 117.6(9) . . ?
C16 C21 H21A 121.2 . . ?
C20 C21 H21A 121.2 . . ?
C16A C21A C20A 121.2(8) . . ?
C16A C21A H21B 119.4 . . ?
C20A C21A H21B 119.4 . . ?
C23 C22 N8 106.4(3) . . ?
C23 C22 H22A 126.8 . . ?
N8 C22 H22A 126.8 . . ?
C22 C23 N7 109.6(3) . . ?
C22 C23 H23A 125.2 . . ?
N7 C23 H23A 125.2 . . ?
N7 C24 N8 111.7(3) . . ?
N7 C24 H24A 124.2 . . ?
N8 C24 H24A 124.2 . . ?
O2 C25 O1 125.4(3) . . ?
O2 C25 C26 116.9(3) . . ?
O1 C25 C26 117.7(3) . . ?
C27 C26 C31 118.9(3) . . ?
C27 C26 C25 119.2(3) . . ?
C31 C26 C25 121.9(3) . . ?
C28 C27 C26 120.5(3) . . ?
C28 C27 H27A 119.8 . . ?
C26 C27 H27A 119.8 . . ?
C27 C28 C29 121.2(3) . . ?
C27 C28 H28A 119.4 . . ?
C29 C28 H28A 119.4 . . ?
C28 C29 C30 118.7(3) . . ?
C28 C29 C33 119.8(3) . . ?
C30 C29 C33 121.6(3) . . ?
C31 C30 C29 119.8(3) . . ?
C31 C30 C32 119.6(3) . . ?
C29 C30 C32 120.2(3) . . ?
C26 C31 C30 121.0(3) . . ?
C26 C31 H31A 119.5 . . ?
C30 C31 H31A 119.5 . . ?
O3 C32 O4 123.3(3) . . ?
O3 C32 C30 117.3(3) . . ?
O4 C32 C30 119.4(3) . . ?
C34 C33 C38 118.7(3) . . ?
C34 C33 C29 120.8(3) . . ?
C38 C33 C29 120.5(3) . . ?
C33 C34 C35 120.3(3) . . ?
C33 C34 H34A 119.9 . . ?
C35 C34 H34A 119.9 . . ?
C36 C35 C34 120.2(3) . . ?
C36 C35 H35A 119.9 . . ?
C34 C35 H35A 119.9 . . ?
C35 C36 C37 121.2(3) . . ?
C35 C36 H36A 119.4 . . ?
C37 C36 H36A 119.4 . . ?
C38 C37 C36 117.7(3) . . ?
C38 C37 C39 121.8(3) . . ?
C36 C37 C39 120.3(3) . . ?
C33 C38 C37 121.9(3) . . ?
C33 C38 H38A 119.1 . . ?
C37 C38 H38A 119.1 . . ?
C40 C39 C44 117.5(3) . . ?
C40 C39 C37 118.8(3) . . ?
C44 C39 C37 123.6(3) . . ?
C41 C40 C39 122.1(3) . . ?
C41 C40 H40A 118.9 . . ?
C39 C40 H40A 118.9 . . ?
C40 C41 C42 120.3(3) . . ?
C40 C41 H41A 119.9 . . ?
C42 C41 H41A 119.9 . . ?
C41 C42 C43 118.7(3) . . ?
C41 C42 C46 120.2(3) . . ?
C43 C42 C46 121.1(3) . . ?
C42 C43 C44 121.4(3) . . ?
C42 C43 H43A 119.3 . . ?
C44 C43 H43A 119.3 . . ?
C43 C44 C39 120.0(3) . . ?
C43 C44 C45 117.3(3) . . ?
C39 C44 C45 122.8(3) . . ?
O5 C45 O6 126.5(3) . . ?
O5 C45 C44 117.6(3) . . ?
O6 C45 C44 115.9(3) . . ?
O7 C46 O8 126.1(3) . . ?
O7 C46 C42 116.8(3) . . ?
O8 C46 C42 117.0(3) . . ?
C1 N1 C2 104.8(3) . . ?
C1 N1 Ni2 126.9(2) . . ?
C2 N1 Ni2 127.6(2) . . ?
C1 N2 C3 106.1(3) . . ?
C1 N2 C4 127.1(3) . . ?
C3 N2 C4 126.7(3) . . ?
C1 N2 C4A 128.0(14) . . ?
C3 N2 C4A 121.0(14) . . ?
C4 N2 C4A 22.6(18) . . ?
C10 N3 C11 106.4(3) . . ?
C10 N3 C8 127.9(3) . . ?
C11 N3 C8 125.2(3) . . ?
C10 N3 C8A 122.3(16) . . ?
C11 N3 C8A 129.0(14) . . ?
C8 N3 C8A 20.4(18) . . ?
C10 N4 C12 104.9(3) . . ?
C10 N4 Ni1 130.2(2) . 5_764 ?
C12 N4 Ni1 124.2(2) . 5_764 ?
C13 N5 C14 106.7(5) . . ?
C13 N5 C14A 104.9(4) . . ?
C14 N5 C14A 25.3(6) . . ?
C13 N5 Ni2 126.6(2) . 6_566 ?
C14 N5 Ni2 126.2(4) . 6_566 ?
C14A N5 Ni2 125.7(4) . 6_566 ?
C15 N6 C13 107.9(6) . . ?
C15 N6 C16 123.9(8) . . ?
C13 N6 C16 128.1(9) . . ?
C13 N6A C15A 106.0(5) . . ?
C13 N6A C16A 125.0(7) . . ?
C15A N6A C16A 128.9(7) . . ?
C24 N7 C23 105.6(3) . . ?
C24 N7 Ni1 127.5(2) . . ?
C23 N7 Ni1 126.5(2) . . ?
C24 N8 C22 106.6(3) . . ?
C24 N8 C20 133.8(7) . . ?
C22 N8 C20 119.6(7) . . ?
C24 N8 C20A 121.5(6) . . ?
C22 N8 C20A 130.9(5) . . ?
C20 N8 C20A 15.9(11) . . ?
C25 O1 Ni1 125.0(2) . . ?
C32 O4 Ni2 126.0(2) . 5_764 ?
C32 O4 Ni1 137.0(2) . 5_764 ?
Ni2 O4 Ni1 96.32(8) 5_764 5_764 ?
C45 O5 Ni2 127.7(2) . 5_764 ?
C45 O6 Ni1 128.2(2) . 5_764 ?
C46 O7 Ni2 128.4(2) . 8_455 ?
Ni1 O9 Ni2 102.88(9) . . ?
Ni1 O9 H9WB 100(3) . . ?
Ni2 O9 H9WB 113(3) . . ?
Ni1 O9 H9WA 131(3) . . ?
Ni2 O9 H9WA 100(3) . . ?
H9WB O9 H9WA 110(4) . . ?
O6 Ni1 O1 176.48(9) 5_764 . ?
O6 Ni1 O9 88.41(9) 5_764 . ?
O1 Ni1 O9 95.11(9) . . ?
O6 Ni1 N4 85.97(10) 5_764 5_764 ?
O1 Ni1 N4 90.51(9) . 5_764 ?
O9 Ni1 N4 174.37(9) . 5_764 ?
O6 Ni1 N7 89.30(10) 5_764 . ?
O1 Ni1 N7 90.81(10) . . ?
O9 Ni1 N7 88.87(10) . . ?
N4 Ni1 N7 91.40(11) 5_764 . ?
O6 Ni1 O4 91.18(8) 5_764 5_764 ?
O1 Ni1 O4 89.71(9) . 5_764 ?
O9 Ni1 O4 74.78(8) . 5_764 ?
N4 Ni1 O4 104.98(9) 5_764 5_764 ?
N7 Ni1 O4 163.62(10) . 5_764 ?
N5 Ni2 O5 83.71(10) 6_565 5_764 ?
N5 Ni2 O7 89.41(10) 6_565 8_556 ?
O5 Ni2 O7 89.13(9) 5_764 8_556 ?
N5 Ni2 N1 91.23(12) 6_565 . ?
O5 Ni2 N1 174.84(10) 5_764 . ?
O7 Ni2 N1 89.76(10) 8_556 . ?
N5 Ni2 O9 177.45(10) 6_565 . ?
O5 Ni2 O9 98.72(9) 5_764 . ?
O7 Ni2 O9 89.84(8) 8_556 . ?
N1 Ni2 O9 86.32(10) . . ?
N5 Ni2 O4 106.88(9) 6_565 5_764 ?
O5 Ni2 O4 83.34(9) 5_764 5_764 ?
O7 Ni2 O4 161.09(9) 8_556 5_764 ?
N1 Ni2 O4 99.20(9) . 5_764 ?
O9 Ni2 O4 74.28(8) . 5_764 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.935
_refine_diff_density_min         -0.592
_refine_diff_density_rms         0.086
####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1046683'
_audit_update_record             
;
2015-04-13 deposited with the CCDC.
2015-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H48 Cu2 N8 O18'
_chemical_formula_weight         1392.22

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   19.4760(7)
_cell_length_b                   10.5905(4)
_cell_length_c                   29.7263(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     6131.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9973
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      24.37

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2856
_exptl_absorpt_coefficient_mu    0.777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8476
_exptl_absorpt_correction_T_max  0.8601
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            77340
_diffrn_reflns_av_R_equivalents  0.0980
_diffrn_reflns_av_sigmaI/netI    0.0398
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5382
_reflns_number_gt                3871
_reflns_threshold_expression     >2sigma(I)

_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-2013 (Sheldrick 2013)'
_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)+(0.0768P)²+11.9477P] 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         5382
_refine_ls_number_parameters     435
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.1560
_refine_ls_wR_factor_gt          0.1355
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.002
_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
Cu1 Cu 0.52331(2) 0.88454(4) 0.516113(16) 0.02565(17) Uani 1 1 d . . .
C1 C 0.7601(2) 1.2173(4) 0.65969(15) 0.0378(11) Uani 1 1 d . . .
C2 C 0.7460(2) 1.2264(4) 0.61040(14) 0.0317(10) Uani 1 1 d . . .
C3 C 0.7836(2) 1.3050(4) 0.58219(15) 0.0380(11) Uani 1 1 d . . .
H3 H 0.8197 1.3523 0.5938 0.046 Uiso 1 1 calc R . .
C4 C 0.7678(2) 1.3130(4) 0.53743(15) 0.0360(11) Uani 1 1 d . . .
H4 H 0.7949 1.3629 0.5188 0.043 Uiso 1 1 calc R . .
C5 C 0.71205(19) 1.2483(4) 0.51896(13) 0.0261(9) Uani 1 1 d . . .
C6 C 0.67402(19) 1.1693(4) 0.54772(13) 0.0243(9) Uani 1 1 d . . .
C7 C 0.69219(19) 1.1566(4) 0.59216(14) 0.0283(9) Uani 1 1 d . . .
H7 H 0.6681 1.1004 0.6104 0.034 Uiso 1 1 calc R . .
C8 C 0.60855(18) 1.1070(4) 0.53238(12) 0.0214(8) Uani 1 1 d . . .
C9 C 0.69741(19) 1.2629(4) 0.47023(14) 0.0294(10) Uani 1 1 d . . .
C10 C 0.6989(2) 1.3814(4) 0.44998(16) 0.0380(11) Uani 1 1 d . . .
H10 H 0.7078 1.4527 0.4673 0.046 Uiso 1 1 calc R . .
C11 C 0.6873(3) 1.3942(5) 0.40467(16) 0.0463(12) Uani 1 1 d . . .
H11 H 0.6876 1.4743 0.3918 0.056 Uiso 1 1 calc R . .
C12 C 0.6753(2) 1.2912(5) 0.37803(15) 0.0420(12) Uani 1 1 d . . .
H12 H 0.6693 1.3013 0.3472 0.050 Uiso 1 1 calc R . .
C13 C 0.6720(2) 1.1704(4) 0.39713(14) 0.0313(10) Uani 1 1 d . . .
C14 C 0.68397(19) 1.1589(4) 0.44291(13) 0.0261(9) Uani 1 1 d . . .
H14 H 0.6830 1.0790 0.4559 0.031 Uiso 1 1 calc R . .
C15 C 0.6585(2) 1.0558(4) 0.36976(13) 0.0292(9) Uani 1 1 d . . .
C16 C 0.6918(2) 1.0378(5) 0.32837(14) 0.0378(11) Uani 1 1 d . . .
H16 H 0.7189 1.1022 0.3167 0.045 Uiso 1 1 calc R . .
C17 C 0.6851(2) 0.9270(5) 0.30480(14) 0.0414(12) Uani 1 1 d . . .
H17 H 0.7066 0.9181 0.2771 0.050 Uiso 1 1 calc R . .
C18 C 0.6465(2) 0.8283(5) 0.32202(13) 0.0349(10) Uani 1 1 d . . .
C19 C 0.6138(2) 0.8444(4) 0.36286(13) 0.0320(10) Uani 1 1 d . . .
H19 H 0.5894 0.7774 0.3752 0.038 Uiso 1 1 calc R . .
C20 C 0.6167(2) 0.9583(4) 0.38589(13) 0.0265(9) Uani 1 1 d . . .
C21 C 0.57141(19) 0.9725(4) 0.42640(13) 0.0262(9) Uani 1 1 d . . .
C22 C 0.6390(2) 0.7056(5) 0.29714(15) 0.0438(12) Uani 1 1 d . . .
C23 C 0.5790(3) 0.6137(4) 0.50776(17) 0.0526(15) Uani 1 1 d . . .
H23 H 0.5885 0.6202 0.4772 0.063 Uiso 1 1 calc R . .
C24 C 0.5875(3) 0.5090(5) 0.53286(18) 0.0631(17) Uani 1 1 d . . .
H24 H 0.6029 0.4307 0.5229 0.076 Uiso 1 1 calc R . .
C25 C 0.5488(2) 0.6617(4) 0.57434(14) 0.0342(10) Uani 1 1 d . . .
H25 H 0.5328 0.7064 0.5991 0.041 Uiso 1 1 calc R . .
C26 C 0.5716(2) 0.4621(4) 0.61472(15) 0.0351(10) Uani 1 1 d . . .
C27 C 0.5516(3) 0.3377(4) 0.61235(16) 0.0408(11) Uani 1 1 d . . .
H27 H 0.5374 0.3031 0.5851 0.049 Uiso 1 1 calc R . .
C28 C 0.5529(2) 0.2648(4) 0.65080(15) 0.0389(11) Uani 1 1 d . . .
H28 H 0.5403 0.1802 0.6494 0.047 Uiso 1 1 calc R . .
C29 C 0.5726(2) 0.3164(4) 0.69076(16) 0.0408(11) Uani 1 1 d . . .
C30 C 0.5923(3) 0.4399(5) 0.69343(18) 0.0602(15) Uani 1 1 d . . .
H30 H 0.6054 0.4744 0.7209 0.072 Uiso 1 1 calc R . .
C31 C 0.5925(3) 0.5130(5) 0.65520(18) 0.0558(15) Uani 1 1 d . . .
H31 H 0.6068 0.5967 0.6566 0.067 Uiso 1 1 calc R . .
C32 C 0.5939(3) 0.1266(5) 0.73805(18) 0.0509(13) Uani 1 1 d . . .
H32 H 0.6177 0.0797 0.7167 0.061 Uiso 1 1 calc R . .
C33 C 0.5381(3) 0.2810(6) 0.77055(19) 0.0687(17) Uani 1 1 d . . .
H33 H 0.5166 0.3578 0.7762 0.082 Uiso 1 1 calc R . .
C34 C 0.5456(3) 0.1837(7) 0.7991(2) 0.0731(19) Uani 1 1 d . . .
H34 H 0.5293 0.1824 0.8285 0.088 Uiso 1 1 calc R . .
N1 N 0.55425(17) 0.7087(3) 0.53416(11) 0.0276(8) Uani 1 1 d . . .
N2 N 0.5689(2) 0.2434(4) 0.73140(13) 0.0457(10) Uani 1 1 d . . .
N3 N 0.56920(19) 0.5402(3) 0.57566(12) 0.0351(9) Uani 1 1 d . . .
N4 N 0.5799(2) 0.0880(5) 0.77924(15) 0.0568(12) Uani 1 1 d . . .
O1 O 0.7289(2) 1.1506(4) 0.68472(12) 0.0659(11) Uani 1 1 d . . .
O2 O 0.81137(18) 1.2909(4) 0.67281(11) 0.0524(9) Uani 1 1 d . . .
H2 H 0.8158 1.2861 0.7002 0.079 Uiso 1 1 calc R . .
O3 O 0.60134(13) 0.9916(2) 0.54071(10) 0.0295(7) Uani 1 1 d . . .
O4 O 0.56506(13) 1.1749(3) 0.51326(9) 0.0263(6) Uani 1 1 d . . .
O5 O 0.57215(15) 0.8849(3) 0.45498(10) 0.0352(7) Uani 1 1 d . . .
O6 O 0.53398(14) 1.0694(3) 0.42858(9) 0.0306(7) Uani 1 1 d . . .
O7 O 0.6087(2) 0.6188(4) 0.31955(12) 0.0610(11) Uani 1 1 d . . .
H7A H 0.6096 0.5526 0.3052 0.092 Uiso 1 1 calc R . .
O8 O 0.6601(2) 0.6903(4) 0.25924(12) 0.0804(14) Uani 1 1 d . . .
O10 O 0.4463(5) 0.4265(11) 0.8471(3) 0.203(4) Uani 1 1 d . . .
H10B H 0.4676 0.4828 0.8682 0.244 Uiso 1 1 d R . .
H10C H 0.3974 0.4275 0.8515 0.244 Uiso 1 1 d R . .


_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 2.030(3) 5_676 ?
Cu1 N1 2.029(3) . ?
Cu1 O3 2.032(3) . ?
Cu1 O6 2.046(3) 5_676 ?
Cu1 O5 2.051(3) . ?
Cu1 Cu1 2.7790(9) 5_676 ?
C1 O1 1.192(5) . ?
C1 O2 1.326(5) . ?
C1 C2 1.494(6) . ?
C2 C3 1.390(6) . ?
C2 C7 1.393(6) . ?
C3 C4 1.369(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.396(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.407(5) . ?
C5 C9 1.485(6) . ?
C6 C7 1.374(6) . ?
C6 C8 1.507(5) . ?
C7 H7 0.9300 . ?
C8 O4 1.247(5) . ?
C8 O3 1.255(5) . ?
C9 C10 1.393(6) . ?
C9 C14 1.393(6) . ?
C10 C11 1.372(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.368(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.401(6) . ?
C12 H12 0.9300 . ?
C13 C14 1.386(6) . ?
C13 C15 1.485(6) . ?
C14 H14 0.9300 . ?
C15 C20 1.399(6) . ?
C15 C16 1.404(6) . ?
C16 C17 1.373(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.385(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.381(6) . ?
C18 C22 1.503(7) . ?
C19 C20 1.388(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.501(5) . ?
C21 O6 1.261(5) . ?
C21 O5 1.258(5) . ?
C22 O8 1.210(5) . ?
C22 O7 1.280(6) . ?
C23 C24 1.347(7) . ?
C23 N1 1.364(6) . ?
C23 H23 0.9300 . ?
C24 N3 1.362(6) . ?
C24 H24 0.9300 . ?
C25 N1 1.298(5) . ?
C25 N3 1.348(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.376(6) . ?
C26 C31 1.380(7) . ?
C26 N3 1.426(5) . ?
C27 C28 1.379(6) . ?
C27 H27 0.9300 . ?
C28 C29 1.363(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.366(7) . ?
C29 N2 1.436(6) . ?
C30 C31 1.375(7) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 N4 1.319(6) . ?
C32 N2 1.344(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.343(8) . ?
C33 N2 1.368(7) . ?
C33 H33 0.9300 . ?
C34 N4 1.350(8) . ?
C34 H34 0.9300 . ?
O2 H2 0.8200 . ?
O4 Cu1 2.030(3) 5_676 ?
O6 Cu1 2.046(3) 5_676 ?
O7 H7A 0.8200 . ?
O10 H10B 0.9599 . ?
O10 H10C 0.9602 . ?

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 N1 94.65(12) 5_676 . ?
O4 Cu1 O3 164.10(11) 5_676 . ?
N1 Cu1 O3 101.24(12) . . ?
O4 Cu1 O6 87.54(11) 5_676 5_676 ?
N1 Cu1 O6 99.68(13) . 5_676 ?
O3 Cu1 O6 89.18(11) . 5_676 ?
O4 Cu1 O5 90.73(12) 5_676 . ?
N1 Cu1 O5 95.64(13) . . ?
O3 Cu1 O5 88.33(12) . . ?
O6 Cu1 O5 164.67(12) 5_676 . ?
O4 Cu1 Cu1 81.22(8) 5_676 5_676 ?
N1 Cu1 Cu1 174.63(10) . 5_676 ?
O3 Cu1 Cu1 82.95(8) . 5_676 ?
O6 Cu1 Cu1 83.64(9) 5_676 5_676 ?
O5 Cu1 Cu1 81.04(8) . 5_676 ?
O1 C1 O2 123.3(4) . . ?
O1 C1 C2 123.9(4) . . ?
O2 C1 C2 112.8(4) . . ?
C3 C2 C7 118.7(4) . . ?
C3 C2 C1 122.3(4) . . ?
C7 C2 C1 119.0(4) . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 121.8(4) . . ?
C3 C4 H4 119.1 . . ?
C5 C4 H4 119.1 . . ?
C4 C5 C6 117.5(4) . . ?
C4 C5 C9 118.8(4) . . ?
C6 C5 C9 123.6(3) . . ?
C7 C6 C5 120.5(4) . . ?
C7 C6 C8 117.8(3) . . ?
C5 C6 C8 121.5(3) . . ?
C6 C7 C2 121.0(4) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
O4 C8 O3 125.1(3) . . ?
O4 C8 C6 117.4(3) . . ?
O3 C8 C6 117.5(3) . . ?
C10 C9 C14 117.7(4) . . ?
C10 C9 C5 120.8(4) . . ?
C14 C9 C5 121.5(4) . . ?
C11 C10 C9 120.6(4) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 121.2(4) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C13 120.1(4) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 118.0(4) . . ?
C14 C13 C15 119.8(4) . . ?
C12 C13 C15 122.2(4) . . ?
C13 C14 C9 122.3(4) . . ?
C13 C14 H14 118.8 . . ?
C9 C14 H14 118.8 . . ?
C20 C15 C16 117.9(4) . . ?
C20 C15 C13 121.2(3) . . ?
C16 C15 C13 120.6(4) . . ?
C17 C16 C15 121.3(4) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 120.5(4) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C17 118.8(4) . . ?
C19 C18 C22 119.6(4) . . ?
C17 C18 C22 121.5(4) . . ?
C18 C19 C20 121.5(4) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C19 C20 C15 119.7(4) . . ?
C19 C20 C21 117.3(4) . . ?
C15 C20 C21 122.9(4) . . ?
O6 C21 O5 124.9(4) . . ?
O6 C21 C20 117.6(4) . . ?
O5 C21 C20 117.5(4) . . ?
O8 C22 O7 123.0(5) . . ?
O8 C22 C18 122.7(5) . . ?
O7 C22 C18 114.2(4) . . ?
C24 C23 N1 109.4(4) . . ?
C24 C23 H23 125.3 . . ?
N1 C23 H23 125.3 . . ?
C23 C24 N3 106.6(4) . . ?
C23 C24 H24 126.7 . . ?
N3 C24 H24 126.7 . . ?
N1 C25 N3 111.6(4) . . ?
N1 C25 H25 124.2 . . ?
N3 C25 H25 124.2 . . ?
C27 C26 C31 120.1(4) . . ?
C27 C26 N3 120.3(4) . . ?
C31 C26 N3 119.6(4) . . ?
C28 C27 C26 119.2(4) . . ?
C28 C27 H27 120.4 . . ?
C26 C27 H27 120.4 . . ?
C29 C28 C27 120.2(4) . . ?
C29 C28 H28 119.9 . . ?
C27 C28 H28 119.9 . . ?
C28 C29 C30 120.9(4) . . ?
C28 C29 N2 120.2(4) . . ?
C30 C29 N2 118.7(5) . . ?
C29 C30 C31 119.5(5) . . ?
C29 C30 H30 120.3 . . ?
C31 C30 H30 120.3 . . ?
C30 C31 C26 120.0(5) . . ?
C30 C31 H31 120.0 . . ?
C26 C31 H31 120.0 . . ?
N4 C32 N2 110.3(5) . . ?
N4 C32 H32 124.9 . . ?
N2 C32 H32 124.9 . . ?
C34 C33 N2 105.5(5) . . ?
C34 C33 H33 127.3 . . ?
N2 C33 H33 127.3 . . ?
C33 C34 N4 110.7(5) . . ?
C33 C34 H34 124.7 . . ?
N4 C34 H34 124.7 . . ?
C25 N1 C23 106.0(3) . . ?
C25 N1 Cu1 124.8(3) . . ?
C23 N1 Cu1 129.0(3) . . ?
C32 N2 C33 107.5(4) . . ?
C32 N2 C29 126.9(4) . . ?
C33 N2 C29 125.5(4) . . ?
C25 N3 C24 106.4(4) . . ?
C25 N3 C26 126.0(4) . . ?
C24 N3 C26 127.7(4) . . ?
C32 N4 C34 106.0(5) . . ?
C1 O2 H2 109.5 . . ?
C8 O3 Cu1 123.8(2) . . ?
C8 O4 Cu1 126.4(2) . 5_676 ?
C21 O5 Cu1 126.5(3) . . ?
C21 O6 Cu1 123.4(3) . 5_676 ?
C22 O7 H7A 109.5 . . ?
H10B O10 H10C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.567
_refine_diff_density_rms         0.094
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 1046684'
_audit_update_record             
;
2015-04-13 deposited with the CCDC.
2015-04-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H54 Cu3 N8 O18'
_chemical_formula_weight         1509.85

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_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                   17.8722(10)
_cell_length_b                   10.9304(6)
_cell_length_c                   19.1523(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.5103(16)
_cell_angle_gamma                90.00
_cell_volume                     3376.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8131
_cell_measurement_theta_min      3.14
_cell_measurement_theta_max      21.63

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1546
_exptl_absorpt_coefficient_mu    1.015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8075
_exptl_absorpt_correction_T_max  0.8227
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            60861
_diffrn_reflns_av_R_equivalents  0.1415
_diffrn_reflns_av_sigmaI/netI    0.0931
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         25.50
_reflns_number_total             6273
_reflns_number_gt                3703
_reflns_threshold_expression     >2sigma(I)

_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-2013 (Sheldrick 2013)'
_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)+(0.0432P)²+0.7774P] 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         6273
_refine_ls_number_parameters     504
_refine_ls_number_restraints     97
_refine_ls_R_factor_all          0.1161
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1078
_refine_ls_wR_factor_gt          0.0920
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.072
_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
C1 C 0.3526(2) 0.5003(4) 0.9866(2) 0.0332(10) Uani 1 1 d . . .
C2 C 0.2635(2) 0.5001(4) 0.9750(2) 0.0318(10) Uani 1 1 d . . .
C3 C 0.2417(2) 0.4217(4) 1.0200(2) 0.0385(11) Uani 1 1 d . . .
H3 H 0.2812 0.3688 1.0542 0.046 Uiso 1 1 calc R . .
C4 C 0.1619(2) 0.4207(4) 1.0148(2) 0.0405(11) Uani 1 1 d . . .
C5 C 0.1030(3) 0.4960(4) 0.9614(3) 0.0487(12) Uani 1 1 d . . .
H5 H 0.0488 0.4943 0.9560 0.058 Uiso 1 1 calc R . .
C6 C 0.1237(2) 0.5726(4) 0.9166(2) 0.0493(12) Uani 1 1 d . . .
H6 H 0.0828 0.6216 0.8805 0.059 Uiso 1 1 calc R . .
C7 C 0.2050(2) 0.5803(4) 0.9229(2) 0.0372(11) Uani 1 1 d . . .
C8 C 0.1396(3) 0.3438(5) 1.0665(3) 0.0533(13) Uani 1 1 d . . .
C9 C 0.2268(2) 0.6715(4) 0.8777(2) 0.0356(10) Uani 1 1 d . . .
C10 C 0.2067(3) 0.7935(4) 0.8790(2) 0.0483(12) Uani 1 1 d . . .
H10 H 0.1772 0.8172 0.9066 0.058 Uiso 1 1 calc R . .
C11 C 0.2296(3) 0.8798(4) 0.8401(3) 0.0558(13) Uani 1 1 d . . .
H11 H 0.2166 0.9616 0.8426 0.067 Uiso 1 1 calc R . .
C12 C 0.2720(3) 0.8467(4) 0.7969(2) 0.0462(12) Uani 1 1 d . . .
H12 H 0.2867 0.9060 0.7703 0.055 Uiso 1 1 calc R . .
C13 C 0.2924(2) 0.7256(4) 0.7934(2) 0.0323(10) Uani 1 1 d . . .
C14 C 0.2692(2) 0.6396(4) 0.8343(2) 0.0332(10) Uani 1 1 d . . .
H14 H 0.2827 0.5578 0.8324 0.040 Uiso 1 1 calc R . .
C15 C 0.3386(2) 0.6883(3) 0.7483(2) 0.0330(10) Uani 1 1 d . . .
C16 C 0.3131(2) 0.7277(4) 0.6715(2) 0.0406(11) Uani 1 1 d . . .
H16 H 0.2683 0.7808 0.6496 0.049 Uiso 1 1 calc R . .
C17 C 0.3530(3) 0.6893(4) 0.6284(2) 0.0400(11) Uani 1 1 d . . .
H17 H 0.3359 0.7183 0.5782 0.048 Uiso 1 1 calc R . .
C18 C 0.4188(2) 0.6074(4) 0.6586(2) 0.0320(9) Uani 1 1 d . . .
C19 C 0.4433(2) 0.5669(4) 0.7332(2) 0.0325(10) Uani 1 1 d . . .
H19 H 0.4862 0.5104 0.7537 0.039 Uiso 1 1 calc R . .
C20 C 0.4057(2) 0.6081(3) 0.7786(2) 0.0288(9) Uani 1 1 d . . .
C21 C 0.4427(2) 0.5680(4) 0.8619(2) 0.0306(10) Uani 1 1 d . . .
C22 C 0.4615(3) 0.5599(4) 0.6118(2) 0.0420(11) Uani 1 1 d . . .
C23 C 0.3891(3) 0.2802(5) 0.4451(3) 0.0613(14) Uani 1 1 d . . .
H23 H 0.4324 0.2257 0.4548 0.074 Uiso 1 1 calc R . .
C24 C 0.3088(3) 0.2494(5) 0.4165(3) 0.0627(14) Uani 1 1 d . A .
H24 H 0.2867 0.1710 0.4044 0.075 Uiso 1 1 calc R . .
C25 C 0.3228(3) 0.4429(5) 0.4358(3) 0.0558(13) Uani 1 1 d . A .
H25 H 0.3097 0.5246 0.4386 0.067 Uiso 1 1 calc R . .
C26 C 0.1763(3) 0.3648(5) 0.3800(3) 0.0711(16) Uani 1 1 d . A .
H26A H 0.1619 0.3630 0.4234 0.085 Uiso 1 1 calc R . .
H26B H 0.1495 0.2958 0.3468 0.085 Uiso 1 1 calc R . .
C27 C 0.1451(3) 0.4809(4) 0.3358(3) 0.0535(13) Uani 1 1 d D . .
C28 C 0.1127(3) 0.5750(4) 0.3612(3) 0.0590(14) Uani 1 1 d D A .
C29 C 0.0964(10) 0.6915(10) 0.3308(11) 0.057(6) Uani 0.39(3) 1 d PDU A 1
H29A H 0.0785 0.7526 0.3539 0.068 Uiso 0.39(3) 1 calc PR A 1
C29A C 0.0798(10) 0.6692(12) 0.3057(9) 0.099(6) Uani 0.61(3) 1 d PDU A 2
H29B H 0.0536 0.7345 0.3171 0.119 Uiso 0.61(3) 1 calc PR A 2
C30 C 0.1075(12) 0.7149(19) 0.2648(13) 0.072(6) Uani 0.39(3) 1 d PDU A 1
H30A H 0.0981 0.7922 0.2424 0.087 Uiso 0.39(3) 1 calc PR A 1
C30A C 0.0843(10) 0.6703(15) 0.2361(9) 0.084(5) Uani 0.61(3) 1 d PDU A 2
H30B H 0.0653 0.7378 0.2036 0.101 Uiso 0.61(3) 1 calc PR A 2
C31 C 0.1329(14) 0.619(2) 0.2340(12) 0.082(7) Uani 0.39(3) 1 d PDU A 1
H31A H 0.1331 0.6291 0.1859 0.098 Uiso 0.39(3) 1 calc PR A 1
C31A C 0.1169(9) 0.5718(15) 0.2144(7) 0.080(4) Uani 0.61(3) 1 d PDU A 2
H31B H 0.1209 0.5713 0.1675 0.096 Uiso 0.61(3) 1 calc PR A 2
C32 C 0.1581(15) 0.509(2) 0.2711(10) 0.063(7) Uani 0.39(3) 1 d PDU A 1
H32A H 0.1841 0.4520 0.2527 0.076 Uiso 0.39(3) 1 calc PR A 1
C32A C 0.1434(11) 0.4744(14) 0.2638(6) 0.076(5) Uani 0.61(3) 1 d PDU A 2
H32B H 0.1605 0.4031 0.2484 0.091 Uiso 0.61(3) 1 calc PR A 2
C33 C -0.0700(3) 0.3577(5) 0.3751(3) 0.0773(18) Uani 1 1 d . . .
H33A H -0.1217 0.3276 0.3415 0.093 Uiso 1 1 calc R . .
C34 C -0.0360(4) 0.4613(5) 0.3646(4) 0.090(2) Uani 1 1 d . . .
H34 H -0.0595 0.5147 0.3229 0.108 Uiso 1 1 calc R . .
C35 C 0.0465(3) 0.3778(4) 0.4702(3) 0.0455(11) Uani 1 1 d . . .
H35A H 0.0927 0.3644 0.5168 0.055 Uiso 1 1 calc R . .
C36 C 0.1009(4) 0.5664(4) 0.4345(3) 0.0784(17) Uani 1 1 d . . .
H36A H 0.1530 0.5447 0.4774 0.094 Uiso 1 1 calc R A .
H36B H 0.0835 0.6451 0.4456 0.094 Uiso 1 1 calc R . .
O1 O 0.37810(15) 0.3998(2) 0.97252(14) 0.0389(7) Uani 1 1 d U . .
O1W O 0.1621(5) 0.1397(7) 1.2120(3) 0.102(3) Uani 0.704(13) 1 d PDU B 1
H1WD H 0.1450 0.2164 1.1854 0.153 Uiso 0.704(13) 1 d PRD B 1
H1WC H 0.1157 0.1018 1.2161 0.153 Uiso 0.704(13) 1 d PR B 1
O1WA O 0.1138(11) 0.2011(15) 1.2018(7) 0.092(6) Uani 0.296(13) 1 d PU B 2
H1WF H 0.1238 0.2807 1.2252 0.139 Uiso 0.296(13) 1 d PR B 2
H1WG H 0.0660 0.1654 1.2043 0.139 Uiso 0.296(13) 1 d PR B 2
O2 O 0.39348(15) 0.5965(3) 1.00955(15) 0.0376(7) Uani 1 1 d . . .
O3 O 0.1965(2) 0.2684(3) 1.1094(2) 0.0777(11) Uani 1 1 d . . .
H3A H 0.1798 0.2291 1.1363 0.117 Uiso 1 1 calc R . .
O4 O 0.0723(2) 0.3528(3) 1.0693(2) 0.0717(10) Uani 1 1 d . . .
O5 O 0.44875(16) 0.4552(3) 0.87429(13) 0.0392(7) Uani 1 1 d . . .
O6 O 0.46568(15) 0.6515(2) 0.91178(14) 0.0367(7) Uani 1 1 d . . .
O7 O 0.5097(2) 0.4725(3) 0.63668(17) 0.0697(10) Uani 1 1 d . . .
O8 O 0.44454(17) 0.6096(3) 0.54683(15) 0.0462(8) Uani 1 1 d . . .
Cu1 Cu 0.50960(3) 0.61791(4) 1.02253(2) 0.02728(15) Uani 1 1 d . . .
Cu2 Cu 0.5000 0.5000 0.5000 0.0423(2) Uani 1 2 d S . .
N1 N -0.0177(2) 0.3033(3) 0.4419(2) 0.0403(9) Uani 1 1 d . . .
N2 N 0.0380(3) 0.4735(3) 0.4254(3) 0.0574(11) Uani 1 1 d . A .
N3 N 0.3980(2) 0.4020(3) 0.45779(18) 0.0414(9) Uani 1 1 d . . .
N4 N 0.2668(2) 0.3534(3) 0.4088(2) 0.0487(10) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.247(4) . ?
C1 O1 1.261(4) . ?
C1 C2 1.511(5) . ?
C2 C3 1.384(5) . ?
C2 C7 1.400(5) . ?
C3 C4 1.387(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(6) . ?
C4 C8 1.478(6) . ?
C5 C6 1.360(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.406(5) . ?
C6 H6 0.9300 . ?
C7 C9 1.479(5) . ?
C8 O4 1.232(5) . ?
C8 O3 1.292(5) . ?
C9 C10 1.385(5) . ?
C9 C14 1.389(5) . ?
C10 C11 1.370(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.389(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.382(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.395(5) . ?
C13 C15 1.488(5) . ?
C14 H14 0.9300 . ?
C15 C20 1.393(5) . ?
C15 C16 1.406(5) . ?
C16 C17 1.370(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.390(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.375(5) . ?
C18 C22 1.498(5) . ?
C19 C20 1.384(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.506(5) . ?
C21 O5 1.251(5) . ?
C21 O6 1.255(5) . ?
C22 O7 1.235(5) . ?
C22 O8 1.269(5) . ?
C23 C24 1.340(6) . ?
C23 N3 1.350(5) . ?
C23 H23 0.9300 . ?
C24 N4 1.335(5) . ?
C24 H24 0.9300 . ?
C25 N3 1.303(5) . ?
C25 N4 1.335(5) . ?
C25 H25 0.9300 . ?
C26 N4 1.473(5) . ?
C26 C27 1.494(6) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.368(5) . ?
C27 C32A 1.368(8) . ?
C27 C32 1.390(9) . ?
C28 C29 1.378(8) . ?
C28 C29A 1.414(8) . ?
C28 C36 1.509(6) . ?
C29 C30 1.384(9) . ?
C29 H29A 0.9300 . ?
C29A C30A 1.368(8) . ?
C29A H29B 0.9300 . ?
C30 C31 1.374(9) . ?
C30 H30A 0.9300 . ?
C30A C31A 1.372(9) . ?
C30A H30B 0.9300 . ?
C31 C32 1.372(9) . ?
C31 H31A 0.9300 . ?
C31A C32A 1.367(8) . ?
C31A H31B 0.9300 . ?
C32 H32A 0.9300 . ?
C32A H32B 0.9300 . ?
C33 C34 1.341(6) . ?
C33 N1 1.354(5) . ?
C33 H33A 0.9300 . ?
C34 N2 1.341(6) . ?
C34 H34 0.9300 . ?
C35 N1 1.317(5) . ?
C35 N2 1.321(5) . ?
C35 H35A 0.9300 . ?
C36 N2 1.468(5) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
O1 Cu1 1.978(3) 3_667 ?
O1W H1WD 0.9600 . ?
O1W H1WC 0.9601 . ?
O1WA H1WD 0.7668 . ?
O1WA H1WC 1.1172 . ?
O1WA H1WF 0.9600 . ?
O1WA H1WG 0.9601 . ?
O2 Cu1 1.995(2) . ?
O3 H3A 0.8200 . ?
O5 Cu1 1.957(3) 3_667 ?
O6 Cu1 1.953(2) . ?
O8 Cu2 1.997(3) . ?
Cu1 O5 1.957(3) 3_667 ?
Cu1 O1 1.978(3) 3_667 ?
Cu1 N1 2.123(3) 2_556 ?
Cu1 Cu1 2.6929(9) 3_667 ?
Cu2 N3 1.963(3) . ?
Cu2 N3 1.963(3) 3_666 ?
Cu2 O8 1.997(3) 3_666 ?
N1 Cu1 2.123(3) 2_546 ?

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 C1 O1 126.8(4) . . ?
O2 C1 C2 118.2(4) . . ?
O1 C1 C2 115.0(4) . . ?
C3 C2 C7 120.5(3) . . ?
C3 C2 C1 118.1(4) . . ?
C7 C2 C1 121.4(4) . . ?
C2 C3 C4 121.1(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C5 C4 C3 118.7(4) . . ?
C5 C4 C8 119.8(4) . . ?
C3 C4 C8 121.5(4) . . ?
C6 C5 C4 120.5(4) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 122.3(4) . . ?
C5 C6 H6 118.8 . . ?
C7 C6 H6 118.8 . . ?
C2 C7 C6 116.7(4) . . ?
C2 C7 C9 122.3(3) . . ?
C6 C7 C9 120.9(4) . . ?
O4 C8 O3 122.6(5) . . ?
O4 C8 C4 122.3(5) . . ?
O3 C8 C4 115.0(4) . . ?
C10 C9 C14 117.8(4) . . ?
C10 C9 C7 120.1(4) . . ?
C14 C9 C7 122.1(4) . . ?
C11 C10 C9 120.8(4) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 120.8(4) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C13 C12 C11 120.1(4) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 C14 118.1(4) . . ?
C12 C13 C15 121.0(4) . . ?
C14 C13 C15 121.0(4) . . ?
C9 C14 C13 122.4(4) . . ?
C9 C14 H14 118.8 . . ?
C13 C14 H14 118.8 . . ?
C20 C15 C16 117.6(3) . . ?
C20 C15 C13 121.5(3) . . ?
C16 C15 C13 120.8(3) . . ?
C17 C16 C15 121.2(4) . . ?
C17 C16 H16 119.4 . . ?
C15 C16 H16 119.4 . . ?
C16 C17 C18 120.9(4) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C19 C18 C17 118.3(3) . . ?
C19 C18 C22 119.6(4) . . ?
C17 C18 C22 122.1(4) . . ?
C18 C19 C20 121.7(4) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C19 C20 C15 120.4(3) . . ?
C19 C20 C21 117.4(3) . . ?
C15 C20 C21 122.2(3) . . ?
O5 C21 O6 126.8(3) . . ?
O5 C21 C20 116.8(4) . . ?
O6 C21 C20 116.4(4) . . ?
O7 C22 O8 122.8(4) . . ?
O7 C22 C18 119.1(4) . . ?
O8 C22 C18 118.0(4) . . ?
C24 C23 N3 110.2(4) . . ?
C24 C23 H23 124.9 . . ?
N3 C23 H23 124.9 . . ?
N4 C24 C23 106.4(4) . . ?
N4 C24 H24 126.8 . . ?
C23 C24 H24 126.8 . . ?
N3 C25 N4 111.8(4) . . ?
N3 C25 H25 124.1 . . ?
N4 C25 H25 124.1 . . ?
N4 C26 C27 111.4(4) . . ?
N4 C26 H26A 109.3 . . ?
C27 C26 H26A 109.3 . . ?
N4 C26 H26B 109.3 . . ?
C27 C26 H26B 109.3 . . ?
H26A C26 H26B 108.0 . . ?
C28 C27 C32A 124.6(6) . . ?
C28 C27 C32 114.3(8) . . ?
C32A C27 C32 18.5(14) . . ?
C28 C27 C26 123.3(4) . . ?
C32A C27 C26 111.6(6) . . ?
C32 C27 C26 121.7(8) . . ?
C27 C28 C29 126.1(8) . . ?
C27 C28 C29A 112.5(6) . . ?
C29 C28 C29A 20.8(9) . . ?
C27 C28 C36 122.2(4) . . ?
C29 C28 C36 111.2(8) . . ?
C29A C28 C36 124.5(7) . . ?
C28 C29 C30 118.0(10) . . ?
C28 C29 H29A 121.0 . . ?
C30 C29 H29A 121.0 . . ?
C30A C29A C28 124.0(9) . . ?
C30A C29A H29B 118.0 . . ?
C28 C29A H29B 118.0 . . ?
C31 C30 C29 117.1(10) . . ?
C31 C30 H30A 121.5 . . ?
C29 C30 H30A 121.5 . . ?
C29A C30A C31A 119.9(8) . . ?
C29A C30A H30B 120.0 . . ?
C31A C30A H30B 120.0 . . ?
C32 C31 C30 122.9(11) . . ?
C32 C31 H31A 118.5 . . ?
C30 C31 H31A 118.5 . . ?
C32A C31A C30A 117.8(9) . . ?
C32A C31A H31B 121.1 . . ?
C30A C31A H31B 121.1 . . ?
C31 C32 C27 120.7(10) . . ?
C31 C32 H32A 119.7 . . ?
C27 C32 H32A 119.7 . . ?
C31A C32A C27 120.6(9) . . ?
C31A C32A H32B 119.7 . . ?
C27 C32A H32B 119.7 . . ?
C34 C33 N1 109.9(5) . . ?
C34 C33 H33A 125.1 . . ?
N1 C33 H33A 125.1 . . ?
C33 C34 N2 107.2(5) . . ?
C33 C34 H34 126.4 . . ?
N2 C34 H34 126.4 . . ?
N1 C35 N2 112.7(4) . . ?
N1 C35 H35A 123.6 . . ?
N2 C35 H35A 123.6 . . ?
N2 C36 C28 109.8(4) . . ?
N2 C36 H36A 109.7 . . ?
C28 C36 H36A 109.7 . . ?
N2 C36 H36B 109.7 . . ?
C28 C36 H36B 109.7 . . ?
H36A C36 H36B 108.2 . . ?
C1 O1 Cu1 121.8(3) . 3_667 ?
H1WD O1W H1WC 109.5 . . ?
H1WD O1WA H1WC 111.3 . . ?
H1WD O1WA H1WF 88.5 . . ?
H1WC O1WA H1WF 141.7 . . ?
H1WD O1WA H1WG 158.5 . . ?
H1WC O1WA H1WG 61.7 . . ?
H1WF O1WA H1WG 109.5 . . ?
C1 O2 Cu1 124.2(2) . . ?
C8 O3 H3A 109.5 . . ?
C21 O5 Cu1 123.9(2) . 3_667 ?
C21 O6 Cu1 122.4(3) . . ?
C22 O8 Cu2 103.2(3) . . ?
O6 Cu1 O5 166.73(11) . 3_667 ?
O6 Cu1 O1 89.73(10) . 3_667 ?
O5 Cu1 O1 88.55(11) 3_667 3_667 ?
O6 Cu1 O2 88.67(10) . . ?
O5 Cu1 O2 90.05(11) 3_667 . ?
O1 Cu1 O2 167.00(11) 3_667 . ?
O6 Cu1 N1 96.27(12) . 2_556 ?
O5 Cu1 N1 97.00(13) 3_667 2_556 ?
O1 Cu1 N1 98.67(12) 3_667 2_556 ?
O2 Cu1 N1 94.33(12) . 2_556 ?
O6 Cu1 Cu1 84.00(8) . 3_667 ?
O5 Cu1 Cu1 82.74(9) 3_667 3_667 ?
O1 Cu1 Cu1 84.72(8) 3_667 3_667 ?
O2 Cu1 Cu1 82.28(8) . 3_667 ?
N1 Cu1 Cu1 176.60(9) 2_556 3_667 ?
N3 Cu2 N3 180.00(15) . 3_666 ?
N3 Cu2 O8 87.71(13) . . ?
N3 Cu2 O8 92.29(13) 3_666 . ?
N3 Cu2 O8 92.29(13) . 3_666 ?
N3 Cu2 O8 87.71(13) 3_666 3_666 ?
O8 Cu2 O8 180.00(12) . 3_666 ?
C35 N1 C33 104.0(4) . . ?
C35 N1 Cu1 122.0(3) . 2_546 ?
C33 N1 Cu1 130.2(3) . 2_546 ?
C35 N2 C34 106.2(4) . . ?
C35 N2 C36 127.1(5) . . ?
C34 N2 C36 126.2(5) . . ?
C25 N3 C23 104.7(4) . . ?
C25 N3 Cu2 126.3(3) . . ?
C23 N3 Cu2 129.0(3) . . ?
C25 N4 C24 106.8(4) . . ?
C25 N4 C26 127.0(4) . . ?
C24 N4 C26 126.0(4) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.073
