# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

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

data_cl44
_audit_block_doi                 10.5517/ccdc.csd.cc1mstt1
_database_code_depnum_ccdc_archive 'CCDC 1513414'
_audit_update_record             
;
2016-10-31 deposited with the CCDC.
2019-01-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H42 Cu N2 O6'
_chemical_formula_weight         854.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   9.9496(8)
_cell_length_b                   12.4616(9)
_cell_length_c                   17.5712(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.452(8)
_cell_angle_gamma                90.00
_cell_volume                     2160.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2322
_cell_measurement_theta_min      4.3630
_cell_measurement_theta_max      69.2300

_exptl_crystal_description       block
_exptl_crystal_colour            Blue
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             890
_exptl_absorpt_coefficient_mu    1.143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.696
_exptl_absorpt_correction_T_max  0.814
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8026
_diffrn_reflns_av_R_equivalents  0.0294
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         4.36
_diffrn_reflns_theta_max         72.17
_reflns_number_total             5244
_reflns_number_gt                4346
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_chemical_absolute_configuration ad
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0835P)²+0.2614P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.47(4)
_refine_ls_number_reflns         5244
_refine_ls_number_parameters     554
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0628
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1468
_refine_ls_wR_factor_gt          0.1344
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
O6 O 0.0589(7) 0.1652(6) -0.0962(5) 0.136(2) Uani 1 1 d . . .
Cu1 Cu 0.43884(7) 0.67522(6) 0.23429(4) 0.0551(2) Uani 1 1 d . . .
O4 O 0.5057(3) 0.6800(4) 0.13515(18) 0.0632(8) Uani 1 1 d . . .
O1 O 0.5339(4) 0.8039(3) 0.2770(2) 0.0677(10) Uani 1 1 d . . .
N2 N 0.3687(4) 0.5269(4) 0.2145(2) 0.0508(9) Uani 1 1 d . . .
O3 O 0.3297(5) 0.8318(4) 0.7348(3) 0.0806(12) Uani 1 1 d . . .
N1 N 0.3238(4) 0.6651(4) 0.3208(2) 0.0542(9) Uani 1 1 d . . .
O5 O 0.3147(5) 0.7706(4) 0.1182(3) 0.0851(13) Uani 1 1 d . . .
C42 C 0.2826(4) 0.4938(4) 0.2640(2) 0.0472(10) Uani 1 1 d . . .
C41 C 0.2221(4) 0.3921(4) 0.2610(2) 0.0437(9) Uani 1 1 d . . .
C39 C 0.1213(5) 0.4374(4) 0.3764(3) 0.0477(10) Uani 1 1 d . . .
H39 H 0.0702 0.4167 0.4146 0.057 Uiso 1 1 calc R . .
O2 O 0.6676(5) 0.6727(4) 0.3242(3) 0.0823(11) Uani 1 1 d . . .
C31 C 0.1579(5) 0.6231(4) 0.4343(3) 0.0509(11) Uani 1 1 d . . .
C43 C 0.2593(4) 0.5688(4) 0.3230(3) 0.0463(10) Uani 1 1 d . . .
C38 C 0.1752(4) 0.5424(4) 0.3781(2) 0.0449(10) Uani 1 1 d . . .
C15 C 0.4092(6) 0.7287(5) 0.0931(3) 0.0664(14) Uani 1 1 d . . .
C7 C 0.5523(6) 0.7211(4) 0.6104(3) 0.0612(12) Uani 1 1 d . . .
H7 H 0.5987 0.6569 0.6068 0.073 Uiso 1 1 calc R . .
C14 C 0.5810(6) 0.9681(4) 0.4512(3) 0.0605(13) Uani 1 1 d . . .
H14 H 0.5867 1.0235 0.4163 0.073 Uiso 1 1 calc R . .
C8I C 0.4749(6) 0.7336(5) 0.6673(3) 0.0657(14) Uani 1 1 d . . .
H8I H 0.4679 0.6781 0.7020 0.079 Uiso 1 1 calc R . .
C12 C 0.4967(5) 0.9021(4) 0.5650(3) 0.0514(11) Uani 1 1 d . . .
C32 C 0.0727(5) 0.6038(4) 0.4973(3) 0.0531(11) Uani 1 1 d . . .
C46 C 0.2500(5) 0.3220(4) 0.2016(3) 0.0522(11) Uani 1 1 d . . .
C30 C 0.2255(6) 0.7183(5) 0.4310(3) 0.0628(14) Uani 1 1 d . . .
H30 H 0.2164 0.7713 0.4672 0.075 Uiso 1 1 calc R . .
C18 C 0.3616(6) 0.6148(6) -0.0224(3) 0.0640(14) Uani 1 1 d . . .
C29 C 0.3075(6) 0.7365(4) 0.3740(3) 0.0635(14) Uani 1 1 d . . .
H29 H 0.3527 0.8018 0.3734 0.076 Uiso 1 1 calc R . .
C4 C 0.6472(5) 0.8696(4) 0.4404(3) 0.0544(11) Uani 1 1 d . . .
C45 C 0.3384(5) 0.3574(5) 0.1528(3) 0.0568(12) Uani 1 1 d . . .
H45 H 0.3594 0.3127 0.1136 0.068 Uiso 1 1 calc R . .
C2 C 0.7189(5) 0.8535(4) 0.3696(3) 0.0597(12) Uani 1 1 d . . .
H2 H 0.7149 0.9212 0.3410 0.072 Uiso 1 1 calc R . .
C44 C 0.3969(5) 0.4590(5) 0.1611(3) 0.0540(11) Uani 1 1 d . . .
H44 H 0.4577 0.4796 0.1279 0.065 Uiso 1 1 calc R . .
C6 C 0.5647(5) 0.8036(4) 0.5557(3) 0.0543(12) Uani 1 1 d . . .
C40 C 0.1415(5) 0.3660(4) 0.3211(3) 0.0479(10) Uani 1 1 d . . .
H40 H 0.1025 0.2982 0.3218 0.058 Uiso 1 1 calc R . .
C9 C 0.4048(6) 0.8303(5) 0.6745(3) 0.0635(13) Uani 1 1 d . . .
C47 C 0.1862(6) 0.2137(5) 0.1909(3) 0.0606(13) Uani 1 1 d . . .
C1 C 0.6363(6) 0.7690(5) 0.3196(3) 0.0589(13) Uani 1 1 d . . .
C13 C 0.5092(6) 0.9840(4) 0.5113(3) 0.0619(13) Uani 1 1 d . . .
H13 H 0.4679 1.0500 0.5168 0.074 Uiso 1 1 calc R . .
C16 C 0.4165(6) 0.7232(6) 0.0059(3) 0.0719(16) Uani 1 1 d . . .
H16 H 0.5122 0.7264 -0.0017 0.086 Uiso 1 1 calc R . .
C20 C 0.2026(6) 0.4667(5) -0.0229(3) 0.0646(14) Uani 1 1 d . . .
C19 C 0.2514(5) 0.5683(6) 0.0023(3) 0.0664(15) Uani 1 1 d . . .
H19 H 0.2062 0.6053 0.0373 0.080 Uiso 1 1 calc R . .
C28 C 0.4257(7) 0.5577(6) -0.0775(4) 0.084(2) Uani 1 1 d . . .
H28 H 0.5021 0.5870 -0.0950 0.101 Uiso 1 1 calc R . .
C37 C -0.0557(5) 0.5605(5) 0.4845(3) 0.0587(12) Uani 1 1 d . . .
H37 H -0.0928 0.5422 0.4349 0.070 Uiso 1 1 calc R . .
C11 C 0.4182(5) 0.9142(5) 0.6257(3) 0.0589(12) Uani 1 1 d . . .
H11 H 0.3755 0.9792 0.6326 0.071 Uiso 1 1 calc R . .
C26 C 0.2663(6) 0.4109(6) -0.0780(4) 0.0711(16) Uani 1 1 d . . .
C5 C 0.6389(5) 0.7906(4) 0.4931(3) 0.0553(12) Uani 1 1 d . . .
H5 H 0.6836 0.7261 0.4878 0.066 Uiso 1 1 calc R . .
C33 C 0.1264(6) 0.6326(5) 0.5715(3) 0.0643(13) Uani 1 1 d . . .
H33 H 0.2117 0.6639 0.5808 0.077 Uiso 1 1 calc R . .
C22 C 0.0531(8) 0.3172(7) -0.0179(5) 0.095(2) Uani 1 1 d . . .
H22 H -0.0158 0.2838 0.0043 0.114 Uiso 1 1 calc R . .
C51 C -0.0135(8) 0.1030(7) 0.1698(4) 0.087(2) Uani 1 1 d . . .
H51 H -0.1074 0.0966 0.1619 0.105 Uiso 1 1 calc R . .
C36 C -0.1295(6) 0.5442(5) 0.5450(4) 0.0691(15) Uani 1 1 d . . .
H36 H -0.2164 0.5154 0.5358 0.083 Uiso 1 1 calc R . .
C52 C 0.0469(6) 0.2014(5) 0.1826(3) 0.0701(16) Uani 1 1 d . . .
H52 H -0.0074 0.2616 0.1857 0.084 Uiso 1 1 calc R . .
C48 C 0.2658(8) 0.1233(5) 0.1876(4) 0.0791(18) Uani 1 1 d . . .
H48 H 0.3598 0.1290 0.1929 0.095 Uiso 1 1 calc R . .
C23 C 0.1121(7) 0.2633(6) -0.0745(5) 0.090(2) Uani 1 1 d . . .
C50 C 0.0697(10) 0.0122(7) 0.1691(5) 0.101(3) Uani 1 1 d . . .
H50 H 0.0310 -0.0558 0.1637 0.121 Uiso 1 1 calc R . .
C25 C 0.2176(7) 0.3085(6) -0.1042(5) 0.092(2) Uani 1 1 d . . .
H25 H 0.2581 0.2726 -0.1417 0.110 Uiso 1 1 calc R . .
C3 C 0.8674(6) 0.8224(6) 0.3898(4) 0.0789(18) Uani 1 1 d . . .
H3A H 0.8738 0.7580 0.4200 0.118 Uiso 1 1 calc R . .
H3B H 0.9152 0.8793 0.4185 0.118 Uiso 1 1 calc R . .
H3C H 0.9068 0.8103 0.3434 0.118 Uiso 1 1 calc R . .
C34 C 0.0513(7) 0.6141(6) 0.6317(3) 0.0779(18) Uani 1 1 d . . .
H34 H 0.0879 0.6319 0.6815 0.094 Uiso 1 1 calc R . .
C10 C 0.2545(7) 0.9261(7) 0.7456(4) 0.087(2) Uani 1 1 d . . .
H10A H 0.3141 0.9869 0.7500 0.131 Uiso 1 1 calc R . .
H10B H 0.2127 0.9193 0.7917 0.131 Uiso 1 1 calc R . .
H10C H 0.1857 0.9358 0.7025 0.131 Uiso 1 1 calc R . .
C35 C -0.0749(7) 0.5703(6) 0.6188(3) 0.080(2) Uani 1 1 d . . .
H35 H -0.1241 0.5582 0.6596 0.096 Uiso 1 1 calc R . .
C21 C 0.0922(7) 0.4137(7) 0.0051(4) 0.086(2) Uani 1 1 d . . .
H21 H 0.0463 0.4485 0.0408 0.103 Uiso 1 1 calc R . .
C27 C 0.3780(7) 0.4614(6) -0.1055(5) 0.090(2) Uani 1 1 d . . .
H27 H 0.4197 0.4279 -0.1435 0.107 Uiso 1 1 calc R . .
C49 C 0.2029(11) 0.0228(6) 0.1760(4) 0.100(3) Uani 1 1 d . . .
H49 H 0.2563 -0.0380 0.1731 0.120 Uiso 1 1 calc R . .
C17 C 0.3442(9) 0.8162(7) -0.0376(5) 0.103(3) Uani 1 1 d . . .
H17A H 0.3495 0.8081 -0.0915 0.155 Uiso 1 1 calc R . .
H17B H 0.3865 0.8825 -0.0198 0.155 Uiso 1 1 calc R . .
H17C H 0.2508 0.8170 -0.0291 0.155 Uiso 1 1 calc R . .
C24 C 0.1107(18) 0.1156(12) -0.1570(13) 0.278(14) Uani 1 1 d . . .
H24A H 0.1388 0.1692 -0.1908 0.417 Uiso 1 1 calc R . .
H24B H 0.0419 0.0713 -0.1846 0.417 Uiso 1 1 calc R . .
H24C H 0.1870 0.0720 -0.1376 0.417 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
O6 C23 1.366(10) . ?
O6 C24 1.390(14) . ?
Cu1 O4 1.945(3) . ?
Cu1 O1 1.962(4) . ?
Cu1 N2 1.990(4) . ?
Cu1 N1 2.021(4) . ?
O4 C15 1.285(7) . ?
O1 C1 1.260(7) . ?
N2 C44 1.321(7) . ?
N2 C42 1.361(6) . ?
O3 C9 1.374(7) . ?
O3 C10 1.419(9) . ?
N1 C29 1.316(7) . ?
N1 C43 1.364(7) . ?
O5 C15 1.208(7) . ?
C42 C41 1.401(7) . ?
C42 C43 1.437(7) . ?
C41 C46 1.415(7) . ?
C41 C40 1.443(6) . ?
C39 C40 1.352(7) . ?
C39 C38 1.414(7) . ?
C39 H39 0.9300 . ?
O2 C1 1.241(8) . ?
C31 C30 1.369(7) . ?
C31 C38 1.436(7) . ?
C31 C32 1.499(7) . ?
C43 C38 1.398(6) . ?
C15 C16 1.544(8) . ?
C7 C8I 1.348(8) . ?
C7 C6 1.424(7) . ?
C7 H7 0.9300 . ?
C14 C13 1.364(8) . ?
C14 C4 1.418(7) . ?
C14 H14 0.9300 . ?
C8I C9 1.406(8) . ?
C8I H8I 0.9300 . ?
C12 C13 1.407(8) . ?
C12 C11 1.409(7) . ?
C12 C6 1.421(7) . ?
C32 C37 1.377(7) . ?
C32 C33 1.390(7) . ?
C46 C45 1.379(7) . ?
C46 C47 1.492(7) . ?
C30 C29 1.391(8) . ?
C30 H30 0.9300 . ?
C18 C19 1.360(8) . ?
C18 C28 1.418(9) . ?
C18 C16 1.517(9) . ?
C29 H29 0.9300 . ?
C4 C5 1.361(7) . ?
C4 C2 1.525(7) . ?
C45 C44 1.393(8) . ?
C45 H45 0.9300 . ?
C2 C3 1.524(8) . ?
C2 C1 1.540(7) . ?
C2 H2 0.9800 . ?
C44 H44 0.9300 . ?
C6 C5 1.410(8) . ?
C40 H40 0.9300 . ?
C9 C11 1.370(8) . ?
C47 C48 1.383(9) . ?
C47 C52 1.383(8) . ?
C13 H13 0.9300 . ?
C16 C17 1.518(10) . ?
C16 H16 0.9800 . ?
C20 C19 1.406(9) . ?
C20 C26 1.408(9) . ?
C20 C21 1.423(8) . ?
C19 H19 0.9300 . ?
C28 C27 1.359(11) . ?
C28 H28 0.9300 . ?
C37 C36 1.383(7) . ?
C37 H37 0.9300 . ?
C11 H11 0.9300 . ?
C26 C27 1.415(9) . ?
C26 C25 1.420(10) . ?
C5 H5 0.9300 . ?
C33 C34 1.390(8) . ?
C33 H33 0.9300 . ?
C22 C21 1.311(11) . ?
C22 C23 1.391(11) . ?
C22 H22 0.9300 . ?
C51 C52 1.371(10) . ?
C51 C50 1.404(12) . ?
C51 H51 0.9300 . ?
C36 C35 1.379(9) . ?
C36 H36 0.9300 . ?
C52 H52 0.9300 . ?
C48 C49 1.404(10) . ?
C48 H48 0.9300 . ?
C23 C25 1.355(10) . ?
C50 C49 1.321(12) . ?
C50 H50 0.9300 . ?
C25 H25 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C34 C35 1.361(10) . ?
C34 H34 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C35 H35 0.9300 . ?
C21 H21 0.9300 . ?
C27 H27 0.9300 . ?
C49 H49 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 O6 C24 116.3(8) . . ?
O4 Cu1 O1 96.52(18) . . ?
O4 Cu1 N2 91.46(18) . . ?
O1 Cu1 N2 165.25(17) . . ?
O4 Cu1 N1 165.51(15) . . ?
O1 Cu1 N1 93.17(18) . . ?
N2 Cu1 N1 81.56(18) . . ?
C15 O4 Cu1 102.3(3) . . ?
C1 O1 Cu1 104.9(4) . . ?
C44 N2 C42 117.9(4) . . ?
C44 N2 Cu1 128.1(3) . . ?
C42 N2 Cu1 114.0(3) . . ?
C9 O3 C10 117.6(5) . . ?
C29 N1 C43 118.3(4) . . ?
C29 N1 Cu1 128.7(4) . . ?
C43 N1 Cu1 113.0(3) . . ?
N2 C42 C41 123.6(4) . . ?
N2 C42 C43 115.9(4) . . ?
C41 C42 C43 120.5(4) . . ?
C42 C41 C46 117.5(4) . . ?
C42 C41 C40 116.9(4) . . ?
C46 C41 C40 125.5(4) . . ?
C40 C39 C38 122.2(4) . . ?
C40 C39 H39 118.9 . . ?
C38 C39 H39 118.9 . . ?
C30 C31 C38 118.3(4) . . ?
C30 C31 C32 119.9(4) . . ?
C38 C31 C32 121.8(5) . . ?
N1 C43 C38 123.5(4) . . ?
N1 C43 C42 115.6(4) . . ?
C38 C43 C42 120.9(4) . . ?
C43 C38 C39 117.5(4) . . ?
C43 C38 C31 116.6(4) . . ?
C39 C38 C31 125.7(4) . . ?
O5 C15 O4 123.6(6) . . ?
O5 C15 C16 121.3(6) . . ?
O4 C15 C16 115.0(5) . . ?
C8I C7 C6 121.7(5) . . ?
C8I C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C13 C14 C4 121.9(5) . . ?
C13 C14 H14 119.1 . . ?
C4 C14 H14 119.1 . . ?
C7 C8I C9 120.2(5) . . ?
C7 C8I H8I 119.9 . . ?
C9 C8I H8I 119.9 . . ?
C13 C12 C11 122.4(5) . . ?
C13 C12 C6 117.7(5) . . ?
C11 C12 C6 119.9(5) . . ?
C37 C32 C33 119.3(5) . . ?
C37 C32 C31 122.9(4) . . ?
C33 C32 C31 117.8(5) . . ?
C45 C46 C41 117.6(5) . . ?
C45 C46 C47 120.4(5) . . ?
C41 C46 C47 122.0(4) . . ?
C31 C30 C29 120.7(5) . . ?
C31 C30 H30 119.7 . . ?
C29 C30 H30 119.7 . . ?
C19 C18 C28 117.2(6) . . ?
C19 C18 C16 123.1(6) . . ?
C28 C18 C16 119.7(5) . . ?
N1 C29 C30 122.6(5) . . ?
N1 C29 H29 118.7 . . ?
C30 C29 H29 118.7 . . ?
C5 C4 C14 117.7(5) . . ?
C5 C4 C2 122.4(5) . . ?
C14 C4 C2 119.8(5) . . ?
C46 C45 C44 121.2(5) . . ?
C46 C45 H45 119.4 . . ?
C44 C45 H45 119.4 . . ?
C3 C2 C4 112.7(5) . . ?
C3 C2 C1 112.9(5) . . ?
C4 C2 C1 106.5(4) . . ?
C3 C2 H2 108.2 . . ?
C4 C2 H2 108.2 . . ?
C1 C2 H2 108.2 . . ?
N2 C44 C45 122.2(4) . . ?
N2 C44 H44 118.9 . . ?
C45 C44 H44 118.9 . . ?
C5 C6 C12 119.6(5) . . ?
C5 C6 C7 122.9(5) . . ?
C12 C6 C7 117.5(5) . . ?
C39 C40 C41 121.7(4) . . ?
C39 C40 H40 119.1 . . ?
C41 C40 H40 119.1 . . ?
C11 C9 O3 125.5(6) . . ?
C11 C9 C8I 120.5(5) . . ?
O3 C9 C8I 113.9(5) . . ?
C48 C47 C52 118.5(6) . . ?
C48 C47 C46 120.3(5) . . ?
C52 C47 C46 121.2(6) . . ?
O2 C1 O1 123.4(5) . . ?
O2 C1 C2 120.9(5) . . ?
O1 C1 C2 115.7(5) . . ?
C14 C13 C12 121.0(5) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C18 C16 C17 112.8(5) . . ?
C18 C16 C15 107.7(5) . . ?
C17 C16 C15 112.7(6) . . ?
C18 C16 H16 107.8 . . ?
C17 C16 H16 107.8 . . ?
C15 C16 H16 107.8 . . ?
C19 C20 C26 119.6(5) . . ?
C19 C20 C21 124.0(6) . . ?
C26 C20 C21 116.4(7) . . ?
C18 C19 C20 122.8(6) . . ?
C18 C19 H19 118.6 . . ?
C20 C19 H19 118.6 . . ?
C27 C28 C18 121.5(6) . . ?
C27 C28 H28 119.2 . . ?
C18 C28 H28 119.2 . . ?
C32 C37 C36 120.4(5) . . ?
C32 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C9 C11 C12 120.1(5) . . ?
C9 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C20 C26 C27 117.3(7) . . ?
C20 C26 C25 120.1(6) . . ?
C27 C26 C25 122.6(6) . . ?
C4 C5 C6 122.1(5) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
C34 C33 C32 119.4(6) . . ?
C34 C33 H33 120.3 . . ?
C32 C33 H33 120.3 . . ?
C21 C22 C23 121.8(7) . . ?
C21 C22 H22 119.1 . . ?
C23 C22 H22 119.1 . . ?
C52 C51 C50 118.5(7) . . ?
C52 C51 H51 120.8 . . ?
C50 C51 H51 120.8 . . ?
C35 C36 C37 120.3(6) . . ?
C35 C36 H36 119.9 . . ?
C37 C36 H36 119.9 . . ?
C51 C52 C47 121.9(7) . . ?
C51 C52 H52 119.1 . . ?
C47 C52 H52 119.1 . . ?
C47 C48 C49 119.1(7) . . ?
C47 C48 H48 120.5 . . ?
C49 C48 H48 120.5 . . ?
C25 C23 O6 123.8(7) . . ?
C25 C23 C22 119.6(8) . . ?
O6 C23 C22 116.6(7) . . ?
C49 C50 C51 120.3(7) . . ?
C49 C50 H50 119.9 . . ?
C51 C50 H50 119.9 . . ?
C23 C25 C26 119.8(7) . . ?
C23 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C35 C34 C33 121.1(6) . . ?
C35 C34 H34 119.5 . . ?
C33 C34 H34 119.5 . . ?
O3 C10 H10A 109.5 . . ?
O3 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
O3 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C34 C35 C36 119.5(5) . . ?
C34 C35 H35 120.2 . . ?
C36 C35 H35 120.2 . . ?
C22 C21 C20 122.1(7) . . ?
C22 C21 H21 119.0 . . ?
C20 C21 H21 119.0 . . ?
C28 C27 C26 121.5(6) . . ?
C28 C27 H27 119.3 . . ?
C26 C27 H27 119.3 . . ?
C50 C49 C48 121.7(8) . . ?
C50 C49 H49 119.1 . . ?
C48 C49 H49 119.1 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O6 C24 H24A 109.5 . . ?
O6 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O6 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Cu1 O4 C15 -95.8(4) . . . . ?
N2 Cu1 O4 C15 96.6(4) . . . . ?
N1 Cu1 O4 C15 35.9(11) . . . . ?
O4 Cu1 O1 C1 -100.1(4) . . . . ?
N2 Cu1 O1 C1 22.2(9) . . . . ?
N1 Cu1 O1 C1 90.7(4) . . . . ?
O4 Cu1 N2 C44 14.6(5) . . . . ?
O1 Cu1 N2 C44 -108.3(7) . . . . ?
N1 Cu1 N2 C44 -178.2(5) . . . . ?
O4 Cu1 N2 C42 -166.3(3) . . . . ?
O1 Cu1 N2 C42 70.8(8) . . . . ?
N1 Cu1 N2 C42 0.9(3) . . . . ?
O4 Cu1 N1 C29 -120.0(9) . . . . ?
O1 Cu1 N1 C29 12.0(5) . . . . ?
N2 Cu1 N1 C29 178.1(5) . . . . ?
O4 Cu1 N1 C43 61.8(11) . . . . ?
O1 Cu1 N1 C43 -166.2(3) . . . . ?
N2 Cu1 N1 C43 0.0(3) . . . . ?
C44 N2 C42 C41 -0.3(7) . . . . ?
Cu1 N2 C42 C41 -179.5(4) . . . . ?
C44 N2 C42 C43 177.6(4) . . . . ?
Cu1 N2 C42 C43 -1.6(5) . . . . ?
N2 C42 C41 C46 -1.9(7) . . . . ?
C43 C42 C41 C46 -179.6(4) . . . . ?
N2 C42 C41 C40 175.3(4) . . . . ?
C43 C42 C41 C40 -2.5(6) . . . . ?
C29 N1 C43 C38 0.9(7) . . . . ?
Cu1 N1 C43 C38 179.3(4) . . . . ?
C29 N1 C43 C42 -179.2(5) . . . . ?
Cu1 N1 C43 C42 -0.8(5) . . . . ?
N2 C42 C43 N1 1.7(6) . . . . ?
C41 C42 C43 N1 179.6(4) . . . . ?
N2 C42 C43 C38 -178.5(4) . . . . ?
C41 C42 C43 C38 -0.6(7) . . . . ?
N1 C43 C38 C39 -176.3(4) . . . . ?
C42 C43 C38 C39 3.9(7) . . . . ?
N1 C43 C38 C31 0.2(7) . . . . ?
C42 C43 C38 C31 -179.7(4) . . . . ?
C40 C39 C38 C43 -4.3(7) . . . . ?
C40 C39 C38 C31 179.6(4) . . . . ?
C30 C31 C38 C43 -1.0(7) . . . . ?
C32 C31 C38 C43 -178.7(4) . . . . ?
C30 C31 C38 C39 175.1(5) . . . . ?
C32 C31 C38 C39 -2.6(7) . . . . ?
Cu1 O4 C15 O5 8.9(7) . . . . ?
Cu1 O4 C15 C16 -166.9(4) . . . . ?
C6 C7 C8I C9 -0.6(8) . . . . ?
C30 C31 C32 C37 134.7(6) . . . . ?
C38 C31 C32 C37 -47.7(7) . . . . ?
C30 C31 C32 C33 -44.5(7) . . . . ?
C38 C31 C32 C33 133.2(5) . . . . ?
C42 C41 C46 C45 2.3(7) . . . . ?
C40 C41 C46 C45 -174.6(5) . . . . ?
C42 C41 C46 C47 -177.2(5) . . . . ?
C40 C41 C46 C47 5.9(8) . . . . ?
C38 C31 C30 C29 0.7(8) . . . . ?
C32 C31 C30 C29 178.5(5) . . . . ?
C43 N1 C29 C30 -1.3(9) . . . . ?
Cu1 N1 C29 C30 -179.4(4) . . . . ?
C31 C30 C29 N1 0.5(10) . . . . ?
C13 C14 C4 C5 -1.1(8) . . . . ?
C13 C14 C4 C2 176.3(5) . . . . ?
C41 C46 C45 C44 -0.7(8) . . . . ?
C47 C46 C45 C44 178.8(5) . . . . ?
C5 C4 C2 C3 -58.5(7) . . . . ?
C14 C4 C2 C3 124.2(5) . . . . ?
C5 C4 C2 C1 65.8(6) . . . . ?
C14 C4 C2 C1 -111.5(5) . . . . ?
C42 N2 C44 C45 2.0(7) . . . . ?
Cu1 N2 C44 C45 -178.9(4) . . . . ?
C46 C45 C44 N2 -1.5(8) . . . . ?
C13 C12 C6 C5 -1.2(7) . . . . ?
C11 C12 C6 C5 177.6(5) . . . . ?
C13 C12 C6 C7 179.7(5) . . . . ?
C11 C12 C6 C7 -1.5(7) . . . . ?
C8I C7 C6 C5 -176.5(5) . . . . ?
C8I C7 C6 C12 2.6(8) . . . . ?
C38 C39 C40 C41 1.3(7) . . . . ?
C42 C41 C40 C39 2.2(7) . . . . ?
C46 C41 C40 C39 179.1(5) . . . . ?
C10 O3 C9 C11 3.2(9) . . . . ?
C10 O3 C9 C8I -179.3(5) . . . . ?
C7 C8I C9 C11 -2.5(8) . . . . ?
C7 C8I C9 O3 179.8(5) . . . . ?
C45 C46 C47 C48 54.1(8) . . . . ?
C41 C46 C47 C48 -126.5(6) . . . . ?
C45 C46 C47 C52 -124.6(6) . . . . ?
C41 C46 C47 C52 54.9(7) . . . . ?
Cu1 O1 C1 O2 5.5(7) . . . . ?
Cu1 O1 C1 C2 -171.7(3) . . . . ?
C3 C2 C1 O2 29.5(7) . . . . ?
C4 C2 C1 O2 -94.7(6) . . . . ?
C3 C2 C1 O1 -153.3(5) . . . . ?
C4 C2 C1 O1 82.5(6) . . . . ?
C4 C14 C13 C12 -0.7(8) . . . . ?
C11 C12 C13 C14 -177.0(5) . . . . ?
C6 C12 C13 C14 1.8(8) . . . . ?
C19 C18 C16 C17 -84.4(7) . . . . ?
C28 C18 C16 C17 95.1(7) . . . . ?
C19 C18 C16 C15 40.6(7) . . . . ?
C28 C18 C16 C15 -139.8(6) . . . . ?
O5 C15 C16 C18 -95.8(7) . . . . ?
O4 C15 C16 C18 80.0(6) . . . . ?
O5 C15 C16 C17 29.3(8) . . . . ?
O4 C15 C16 C17 -154.9(6) . . . . ?
C28 C18 C19 C20 1.8(9) . . . . ?
C16 C18 C19 C20 -178.6(5) . . . . ?
C26 C20 C19 C18 -2.3(9) . . . . ?
C21 C20 C19 C18 176.4(6) . . . . ?
C19 C18 C28 C27 0.9(10) . . . . ?
C16 C18 C28 C27 -178.7(7) . . . . ?
C33 C32 C37 C36 -1.1(8) . . . . ?
C31 C32 C37 C36 179.8(5) . . . . ?
O3 C9 C11 C12 -179.0(5) . . . . ?
C8I C9 C11 C12 3.6(8) . . . . ?
C13 C12 C11 C9 177.2(5) . . . . ?
C6 C12 C11 C9 -1.5(8) . . . . ?
C19 C20 C26 C27 0.0(9) . . . . ?
C21 C20 C26 C27 -178.8(6) . . . . ?
C19 C20 C26 C25 -179.7(6) . . . . ?
C21 C20 C26 C25 1.6(9) . . . . ?
C14 C4 C5 C6 1.6(7) . . . . ?
C2 C4 C5 C6 -175.7(4) . . . . ?
C12 C6 C5 C4 -0.5(7) . . . . ?
C7 C6 C5 C4 178.5(5) . . . . ?
C37 C32 C33 C34 2.0(8) . . . . ?
C31 C32 C33 C34 -178.8(5) . . . . ?
C32 C37 C36 C35 -0.5(9) . . . . ?
C50 C51 C52 C47 3.1(10) . . . . ?
C48 C47 C52 C51 -1.1(9) . . . . ?
C46 C47 C52 C51 177.5(5) . . . . ?
C52 C47 C48 C49 -0.1(9) . . . . ?
C46 C47 C48 C49 -178.8(6) . . . . ?
C24 O6 C23 C25 -5.8(17) . . . . ?
C24 O6 C23 C22 175.0(14) . . . . ?
C21 C22 C23 C25 3.6(14) . . . . ?
C21 C22 C23 O6 -177.1(9) . . . . ?
C52 C51 C50 C49 -4.0(11) . . . . ?
O6 C23 C25 C26 -179.8(8) . . . . ?
C22 C23 C25 C26 -0.7(12) . . . . ?
C20 C26 C25 C23 -1.9(11) . . . . ?
C27 C26 C25 C23 178.5(8) . . . . ?
C32 C33 C34 C35 -1.4(10) . . . . ?
C33 C34 C35 C36 -0.2(10) . . . . ?
C37 C36 C35 C34 1.1(10) . . . . ?
C23 C22 C21 C20 -4.0(14) . . . . ?
C19 C20 C21 C22 -177.4(7) . . . . ?
C26 C20 C21 C22 1.3(11) . . . . ?
C18 C28 C27 C26 -3.2(12) . . . . ?
C20 C26 C27 C28 2.7(11) . . . . ?
C25 C26 C27 C28 -177.7(8) . . . . ?
C51 C50 C49 C48 2.8(13) . . . . ?
C47 C48 C49 C50 -0.8(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        72.17
_diffrn_measured_fraction_theta_full 0.968
_refine_diff_density_max         0.618
_refine_diff_density_min         -0.280
_refine_diff_density_rms         0.049
