# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_H2L2
_database_code_depnum_ccdc_archive 'CCDC 987832'
_audit_update_record             
;
2015-05-25 deposited with the CCDC.
2015-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H26 N2 O2'
_chemical_formula_weight         386.48

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P -1'

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

_cell_length_a                   8.0864(4)
_cell_length_b                   9.4932(5)
_cell_length_c                   14.1197(6)
_cell_angle_alpha                76.550(4)
_cell_angle_beta                 81.398(4)
_cell_angle_gamma                86.999(4)
_cell_volume                     1042.15(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2314
_cell_measurement_theta_min      2.9300
_cell_measurement_theta_max      32.5723

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.232
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             412
_exptl_absorpt_coefficient_mu    0.078
_exptl_absorpt_correction_T_min  0.9746
_exptl_absorpt_correction_T_max  0.9822
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Micro-Focus (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12457
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0658
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.94
_diffrn_reflns_theta_max         32.65
_reflns_number_total             6735
_reflns_number_gt                2998
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_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)+(0.0957P)²+0.2375P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    riding
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6735
_refine_ls_number_parameters     267
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1580
_refine_ls_R_factor_gt           0.0745
_refine_ls_wR_factor_ref         0.2516
_refine_ls_wR_factor_gt          0.1945
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
O1 O 0.7041(2) 0.76502(18) 0.28117(12) 0.0648(5) Uani 1 1 d . . .
H1 H 0.7544 0.6990 0.3173 0.097 Uiso 1 1 calc R . .
O2 O 0.6447(2) -0.0849(2) 0.71257(12) 0.0682(5) Uani 1 1 d . . .
H2 H 0.6946 -0.0156 0.6722 0.102 Uiso 1 1 calc R . .
N1 N 0.7909(2) 0.4949(2) 0.36367(13) 0.0517(5) Uani 1 1 d . . .
N2 N 0.8803(2) 0.0909(2) 0.63497(13) 0.0541(5) Uani 1 1 d . . .
C1 C 0.7100(3) 0.4578(3) 0.29648(16) 0.0516(5) Uani 1 1 d . . .
C2 C 0.7159(4) 0.3029(3) 0.2894(2) 0.0804(9) Uani 1 1 d . . .
H2A H 0.8323 0.2679 0.2837 0.121 Uiso 1 1 calc R . .
H2B H 0.6675 0.2948 0.2313 0.121 Uiso 1 1 calc R . .
H2C H 0.6516 0.2443 0.3486 0.121 Uiso 1 1 calc R . .
C3 C 0.6242(3) 0.5605(3) 0.23492(17) 0.0530(6) Uani 1 1 d . . .
H3 H 0.5605 0.5278 0.1931 0.064 Uiso 1 1 calc R . .
C4 C 0.6246(3) 0.7110(3) 0.22974(16) 0.0520(6) Uani 1 1 d . . .
C5 C 0.5231(4) 0.8103(3) 0.1604(2) 0.0734(8) Uani 1 1 d . . .
H5A H 0.5070 0.9041 0.1787 0.110 Uiso 1 1 calc R . .
H5B H 0.4140 0.7675 0.1642 0.110 Uiso 1 1 calc R . .
H5C H 0.5820 0.8242 0.0931 0.110 Uiso 1 1 calc R . .
C6 C 0.9020(3) 0.3973(2) 0.41882(15) 0.0474(5) Uani 1 1 d . . .
C7 C 0.8394(3) 0.2988(2) 0.50515(15) 0.0490(5) Uani 1 1 d . . .
C8 C 0.9516(3) 0.1973(2) 0.55216(15) 0.0483(5) Uani 1 1 d . . .
C9 C 1.1212(3) 0.1926(2) 0.51285(15) 0.0488(5) Uani 1 1 d . . .
C10 C 1.1775(3) 0.2993(3) 0.43016(16) 0.0542(6) Uani 1 1 d . . .
H10 H 1.2936 0.3019 0.4056 0.065 Uiso 1 1 calc R . .
C11 C 1.0718(3) 0.4020(3) 0.38197(16) 0.0514(5) Uani 1 1 d . . .
C12 C 0.6572(3) 0.3013(3) 0.54653(19) 0.0663(7) Uani 1 1 d . . .
H12A H 0.6040 0.3904 0.5132 0.099 Uiso 1 1 calc R . .
H12B H 0.6460 0.2977 0.6171 0.099 Uiso 1 1 calc R . .
H12C H 0.6028 0.2172 0.5363 0.099 Uiso 1 1 calc R . .
C13 C 1.2419(3) 0.0731(3) 0.54959(18) 0.0592(6) Uani 1 1 d . . .
H13A H 1.3319 0.0654 0.4961 0.089 Uiso 1 1 calc R . .
H13B H 1.1828 -0.0188 0.5723 0.089 Uiso 1 1 calc R . .
H13C H 1.2896 0.0952 0.6042 0.089 Uiso 1 1 calc R . .
C14 C 1.1375(3) 0.5093(3) 0.28908(18) 0.0695(7) Uani 1 1 d . . .
H14A H 1.2601 0.5072 0.2804 0.104 Uiso 1 1 calc R . .
H14B H 1.0963 0.6068 0.2937 0.104 Uiso 1 1 calc R . .
H14C H 1.0989 0.4839 0.2327 0.104 Uiso 1 1 calc R . .
C15 C 0.9512(3) 0.0452(3) 0.71342(16) 0.0521(5) Uani 1 1 d . . .
H15 H 1.0508 0.0896 0.7190 0.062 Uiso 1 1 calc R . .
C16 C 0.8828(3) -0.0704(2) 0.79180(15) 0.0506(5) Uani 1 1 d . . .
C17 C 0.7312(3) -0.1321(3) 0.78626(17) 0.0553(6) Uani 1 1 d . . .
C18 C 0.6652(3) -0.2506(3) 0.86230(19) 0.0681(7) Uani 1 1 d . . .
H18 H 0.5612 -0.2904 0.8593 0.082 Uiso 1 1 calc R . .
C19 C 0.7494(4) -0.3065(3) 0.93838(19) 0.0720(8) Uani 1 1 d . . .
H19 H 0.7044 -0.3871 0.9872 0.086 Uiso 1 1 calc R . .
C20 C 0.9033(3) -0.2489(3) 0.94819(17) 0.0611(6) Uani 1 1 d . . .
C21 C 0.9883(4) -0.3085(4) 1.0287(2) 0.0820(9) Uani 1 1 d . . .
H21 H 0.9424 -0.3889 1.0774 0.098 Uiso 1 1 calc R . .
C22 C 1.1340(4) -0.2533(4) 1.0379(2) 0.0962(12) Uani 1 1 d . . .
H22 H 1.1905 -0.2950 1.0924 0.115 Uiso 1 1 calc R . .
C23 C 1.2010(4) -0.1352(4) 0.9670(2) 0.0894(11) Uani 1 1 d . . .
H23 H 1.3034 -0.0963 0.9737 0.107 Uiso 1 1 calc R . .
C24 C 1.1221(3) -0.0740(3) 0.88790(18) 0.0691(8) Uani 1 1 d . . .
H24 H 1.1705 0.0068 0.8406 0.083 Uiso 1 1 calc R . .
C25 C 0.9702(3) -0.1287(3) 0.87529(16) 0.0535(6) 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
O1 C4 1.245(3) . ?
O1 H1 0.8400 . ?
O2 C17 1.320(3) . ?
O2 H2 0.8400 . ?
N1 C1 1.348(3) . ?
N1 C6 1.435(3) . ?
N2 C15 1.298(3) . ?
N2 C8 1.425(3) . ?
C1 C3 1.379(3) . ?
C1 C2 1.495(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 C4 1.414(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.500(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C11 1.392(3) . ?
C6 C7 1.397(3) . ?
C7 C8 1.409(3) . ?
C7 C12 1.502(3) . ?
C8 C9 1.403(3) . ?
C9 C10 1.392(3) . ?
C9 C13 1.507(3) . ?
C10 C11 1.386(3) . ?
C10 H10 0.9500 . ?
C11 C14 1.506(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.432(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.407(3) . ?
C16 C25 1.449(3) . ?
C17 C18 1.425(3) . ?
C18 C19 1.347(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.423(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.406(3) . ?
C20 C25 1.416(3) . ?
C21 C22 1.349(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.390(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.365(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.409(3) . ?
C24 H24 0.9500 . ?

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
C4 O1 H1 109.5 . . ?
C17 O2 H2 109.5 . . ?
C1 N1 C6 122.8(2) . . ?
C15 N2 C8 123.2(2) . . ?
N1 C1 C3 120.9(2) . . ?
N1 C1 C2 118.7(2) . . ?
C3 C1 C2 120.4(2) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 C4 124.5(2) . . ?
C1 C3 H3 117.8 . . ?
C4 C3 H3 117.8 . . ?
O1 C4 C3 122.9(2) . . ?
O1 C4 C5 118.3(2) . . ?
C3 C4 C5 118.8(2) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C11 C6 C7 121.8(2) . . ?
C11 C6 N1 117.81(18) . . ?
C7 C6 N1 120.4(2) . . ?
C6 C7 C8 118.2(2) . . ?
C6 C7 C12 120.8(2) . . ?
C8 C7 C12 121.0(2) . . ?
C9 C8 C7 121.26(19) . . ?
C9 C8 N2 122.02(19) . . ?
C7 C8 N2 116.4(2) . . ?
C10 C9 C8 117.6(2) . . ?
C10 C9 C13 118.2(2) . . ?
C8 C9 C13 124.1(2) . . ?
C11 C10 C9 122.9(2) . . ?
C11 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
C10 C11 C6 118.0(2) . . ?
C10 C11 C14 120.8(2) . . ?
C6 C11 C14 121.2(2) . . ?
C7 C12 H12A 109.5 . . ?
C7 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C7 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C9 C13 H13A 109.5 . . ?
C9 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C9 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C16 121.6(2) . . ?
N2 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 119.6(2) . . ?
C17 C16 C25 119.24(19) . . ?
C15 C16 C25 121.1(2) . . ?
O2 C17 C16 122.7(2) . . ?
O2 C17 C18 117.4(2) . . ?
C16 C17 C18 120.0(2) . . ?
C19 C18 C17 120.4(2) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 122.3(2) . . ?
C18 C19 H19 118.8 . . ?
C20 C19 H19 118.8 . . ?
C21 C20 C25 120.0(2) . . ?
C21 C20 C19 121.3(2) . . ?
C25 C20 C19 118.8(2) . . ?
C22 C21 C20 121.1(2) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 119.6(3) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C24 C23 C22 121.1(3) . . ?
C24 C23 H23 119.4 . . ?
C22 C23 H23 119.4 . . ?
C23 C24 C25 121.1(2) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C24 C25 C20 117.1(2) . . ?
C24 C25 C16 123.6(2) . . ?
C20 C25 C16 119.3(2) . . ?

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
C6 N1 C1 C3 -170.3(2) . . . . ?
C6 N1 C1 C2 9.3(3) . . . . ?
N1 C1 C3 C4 5.8(4) . . . . ?
C2 C1 C3 C4 -173.8(2) . . . . ?
C1 C3 C4 O1 0.1(4) . . . . ?
C1 C3 C4 C5 -179.0(2) . . . . ?
C1 N1 C6 C11 93.5(3) . . . . ?
C1 N1 C6 C7 -84.9(3) . . . . ?
C11 C6 C7 C8 -3.5(3) . . . . ?
N1 C6 C7 C8 174.81(19) . . . . ?
C11 C6 C7 C12 176.6(2) . . . . ?
N1 C6 C7 C12 -5.1(3) . . . . ?
C6 C7 C8 C9 -1.2(3) . . . . ?
C12 C7 C8 C9 178.7(2) . . . . ?
C6 C7 C8 N2 -174.66(19) . . . . ?
C12 C7 C8 N2 5.2(3) . . . . ?
C15 N2 C8 C9 45.2(3) . . . . ?
C15 N2 C8 C7 -141.4(2) . . . . ?
C7 C8 C9 C10 5.1(3) . . . . ?
N2 C8 C9 C10 178.2(2) . . . . ?
C7 C8 C9 C13 -169.8(2) . . . . ?
N2 C8 C9 C13 3.3(3) . . . . ?
C8 C9 C10 C11 -4.7(4) . . . . ?
C13 C9 C10 C11 170.6(2) . . . . ?
C9 C10 C11 C6 0.2(4) . . . . ?
C9 C10 C11 C14 -176.1(2) . . . . ?
C7 C6 C11 C10 4.0(4) . . . . ?
N1 C6 C11 C10 -174.4(2) . . . . ?
C7 C6 C11 C14 -179.7(2) . . . . ?
N1 C6 C11 C14 2.0(3) . . . . ?
C8 N2 C15 C16 -174.7(2) . . . . ?
N2 C15 C16 C17 -3.0(4) . . . . ?
N2 C15 C16 C25 174.8(2) . . . . ?
C15 C16 C17 O2 -2.2(4) . . . . ?
C25 C16 C17 O2 180.0(2) . . . . ?
C15 C16 C17 C18 177.8(2) . . . . ?
C25 C16 C17 C18 0.0(4) . . . . ?
O2 C17 C18 C19 178.3(3) . . . . ?
C16 C17 C18 C19 -1.7(4) . . . . ?
C17 C18 C19 C20 1.8(5) . . . . ?
C18 C19 C20 C21 179.6(3) . . . . ?
C18 C19 C20 C25 0.0(5) . . . . ?
C25 C20 C21 C22 -0.2(5) . . . . ?
C19 C20 C21 C22 -179.8(4) . . . . ?
C20 C21 C22 C23 0.4(6) . . . . ?
C21 C22 C23 C24 -0.2(6) . . . . ?
C22 C23 C24 C25 -0.1(6) . . . . ?
C23 C24 C25 C20 0.2(4) . . . . ?
C23 C24 C25 C16 -178.5(3) . . . . ?
C21 C20 C25 C24 -0.1(4) . . . . ?
C19 C20 C25 C24 179.5(3) . . . . ?
C21 C20 C25 C16 178.7(3) . . . . ?
C19 C20 C25 C16 -1.7(4) . . . . ?
C17 C16 C25 C24 -179.6(3) . . . . ?
C15 C16 C25 C24 2.6(4) . . . . ?
C17 C16 C25 C20 1.6(4) . . . . ?
C15 C16 C25 C20 -176.1(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.881
_diffrn_reflns_theta_full        32.65
_diffrn_measured_fraction_theta_full 0.881
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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 987833'
_audit_update_record             
;
2015-05-25 deposited with the CCDC.
2015-08-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C84 H88 Cu4 N8 O8'
_chemical_formula_sum            'C84 H88 Cu4 N8 O8'
_chemical_formula_weight         1591.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   28.1303(8)
_cell_length_b                   15.5125(3)
_cell_length_c                   40.2602(13)
_cell_angle_alpha                90
_cell_angle_beta                 110.063(3)
_cell_angle_gamma                90
_cell_volume                     16502.3(8)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_F_000             6624
_exptl_transmission_factor_min   0.647
_exptl_transmission_factor_max   0.724
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.615
_shelx_estimated_absorpt_T_min   0.602
_shelx_estimated_absorpt_T_max   0.738
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.31.7 (release 18-10-2006 CrysAlis171 .NET)
(compiled Oct 18 2006,16:28:17)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50879
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_theta_min         3.701
_diffrn_reflns_theta_max         73.593
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             16174
_reflns_number_gt                12029
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'


_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     
'w=1/[σ²(Fo²)+(0.1760P)²+24.8539P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         16174
_refine_ls_number_parameters     958
_refine_ls_number_restraints     121
_refine_ls_R_factor_all          0.1071
_refine_ls_R_factor_gt           0.0916
_refine_ls_wR_factor_ref         0.2955
_refine_ls_wR_factor_gt          0.2731
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.77802(2) 0.84757(4) 0.63320(2) 0.0572(2) Uani 1 1 d . . . . .
Cu2 Cu 0.64615(3) 0.47263(5) 0.61727(2) 0.0681(2) Uani 1 1 d . . . . .
Cu3 Cu 0.44459(3) 0.72289(4) 0.64052(2) 0.0658(2) Uani 1 1 d . . . . .
Cu4 Cu 0.57639(3) 1.10805(5) 0.64732(2) 0.0673(2) Uani 1 1 d . . . . .
O1 O 0.82481(13) 0.7750(2) 0.66616(10) 0.0721(9) Uani 1 1 d . . . . .
O2 O 0.75700(14) 0.9366(2) 0.59979(10) 0.0711(9) Uani 1 1 d . . . . .
O3 O 0.66491(16) 0.4772(3) 0.57684(11) 0.0840(11) Uani 1 1 d . . . . .
O4 O 0.62534(14) 0.4201(2) 0.65148(11) 0.0748(9) Uani 1 1 d . . . . .
O5 O 0.41735(19) 0.6523(3) 0.60044(17) 0.115(2) Uani 1 1 d . U . . .
O6 O 0.44042(15) 0.7815(2) 0.68013(11) 0.0781(10) Uani 1 1 d . . . . .
O7 O 0.63375(16) 1.1422(4) 0.68536(14) 0.1006(14) Uani 1 1 d . . . . .
O8 O 0.51533(15) 1.1249(3) 0.60959(12) 0.0809(10) Uani 1 1 d . . . . .
N1 N 0.76798(15) 0.9204(3) 0.66997(12) 0.0665(10) Uani 1 1 d . . . . .
N2 N 0.75769(15) 0.7555(3) 0.59795(11) 0.0637(9) Uani 1 1 d . . . . .
N3 N 0.57554(17) 0.5119(3) 0.59162(12) 0.0684(10) Uani 1 1 d . . . . .
N4 N 0.71475(17) 0.4963(3) 0.64951(14) 0.0750(12) Uani 1 1 d . . . . .
N5 N 0.43991(15) 0.8286(3) 0.61207(11) 0.0665(10) Uani 1 1 d . . . . .
N6 N 0.49041(14) 0.6338(2) 0.66798(12) 0.0630(10) Uani 1 1 d . . . . .
N7 N 0.54007(15) 1.0693(3) 0.67806(12) 0.0630(9) Uani 1 1 d . . . . .
N8 N 0.61597(18) 1.0929(3) 0.61648(16) 0.0782(13) Uani 1 1 d . . . . .
C1 C 0.7808(2) 0.8957(4) 0.70239(17) 0.0798(15) Uani 1 1 d . . . . .
H1 H 0.7707 0.9309 0.7175 0.096 Uiso 1 1 calc R U . . .
C2 C 0.8086(2) 0.8209(5) 0.71760(16) 0.0848(17) Uani 1 1 d . U . . .
C3 C 0.8159(3) 0.8086(6) 0.7543(2) 0.112(2) Uani 1 1 d . U . . .
H3 H 0.8020 0.8472 0.7661 0.134 Uiso 1 1 calc R U . . .
C4 C 0.8431(4) 0.7400(7) 0.7716(2) 0.125(3) Uani 1 1 d . . . . .
H4 H 0.8462 0.7285 0.7949 0.151 Uiso 1 1 calc R U . . .
C5 C 0.8672(4) 0.6858(6) 0.7534(3) 0.124(3) Uani 1 1 d . U . . .
H5 H 0.8875 0.6411 0.7659 0.149 Uiso 1 1 calc R U . . .
C6 C 0.8615(3) 0.6967(5) 0.71768(19) 0.098(2) Uani 1 1 d . U . . .
H6 H 0.8771 0.6597 0.7064 0.117 Uiso 1 1 calc R U . . .
C7 C 0.83130(19) 0.7657(4) 0.69965(16) 0.0744(14) Uani 1 1 d . . . . .
C8 C 0.7328(2) 0.7690(4) 0.56436(15) 0.0750(14) Uani 1 1 d . . . . .
H8 H 0.7228 0.7205 0.5501 0.090 Uiso 1 1 calc R U . . .
C9 C 0.7195(2) 0.8516(4) 0.54743(15) 0.0784(15) Uani 1 1 d . . . . .
C10 C 0.6941(3) 0.8504(5) 0.51026(19) 0.102(2) Uani 1 1 d . . . . .
H10 H 0.6856 0.7980 0.4985 0.123 Uiso 1 1 calc R U . . .
C11 C 0.6822(3) 0.9257(6) 0.4916(2) 0.121(3) Uani 1 1 d . . . . .
H11 H 0.6650 0.9249 0.4674 0.145 Uiso 1 1 calc R U . . .
C12 C 0.6960(3) 1.0043(6) 0.5096(2) 0.121(3) Uani 1 1 d . . . . .
H12 H 0.6885 1.0555 0.4969 0.146 Uiso 1 1 calc R U . . .
C13 C 0.7206(3) 1.0074(5) 0.5461(2) 0.104(2) Uani 1 1 d . . . . .
H13 H 0.7289 1.0605 0.5574 0.125 Uiso 1 1 calc R U . . .
C14 C 0.73301(19) 0.9314(4) 0.56583(15) 0.0723(13) Uani 1 1 d . . . . .
C15 C 0.76728(18) 0.6674(3) 0.60809(14) 0.0644(12) Uani 1 1 d . . . . .
C16 C 0.73896(18) 0.6275(3) 0.62568(15) 0.0662(12) Uani 1 1 d . . . . .
C17 C 0.7472(2) 0.5405(4) 0.63381(18) 0.0775(15) Uani 1 1 d . . . . .
C18 C 0.7836(2) 0.4929(4) 0.6247(2) 0.0922(19) Uani 1 1 d . . . . .
C19 C 0.8128(2) 0.5370(4) 0.60896(19) 0.0866(17) Uani 1 1 d . . . . .
H19 H 0.8377 0.5068 0.6035 0.104 Uiso 1 1 calc R U . . .
C20 C 0.8069(2) 0.6250(4) 0.60085(16) 0.0719(13) Uani 1 1 d . . . . .
C21 C 0.8408(2) 0.6731(5) 0.58524(19) 0.0910(18) Uani 1 1 d . . . . .
H21A H 0.8678 0.6359 0.5846 0.137 Uiso 1 1 calc R U . . .
H21B H 0.8547 0.7227 0.5995 0.137 Uiso 1 1 calc R U . . .
H21C H 0.8216 0.6911 0.5616 0.137 Uiso 1 1 calc R U . . .
C22 C 0.6993(2) 0.6771(3) 0.63466(17) 0.0723(14) Uani 1 1 d . . . . .
H22A H 0.7151 0.7213 0.6515 0.108 Uiso 1 1 calc R U . . .
H22B H 0.6810 0.6387 0.6446 0.108 Uiso 1 1 calc R U . . .
H22C H 0.6763 0.7030 0.6136 0.108 Uiso 1 1 calc R U . . .
C23 C 0.7904(3) 0.3983(4) 0.6309(3) 0.134(4) Uani 1 1 d . . . . .
H23A H 0.7592 0.3693 0.6185 0.202 Uiso 1 1 calc R U . . .
H23B H 0.7999 0.3866 0.6557 0.202 Uiso 1 1 calc R U . . .
H23C H 0.8164 0.3781 0.6224 0.202 Uiso 1 1 calc R U . . .
C24 C 0.5650(2) 0.5547(4) 0.56268(16) 0.0825(16) Uani 1 1 d . . . . .
H24 H 0.5330 0.5796 0.5539 0.099 Uiso 1 1 calc R U . . .
C25 C 0.5986(3) 0.5684(4) 0.54190(16) 0.0879(17) Uani 1 1 d . . . . .
C26 C 0.5800(4) 0.6213(6) 0.5116(2) 0.111(2) Uani 1 1 d . . . . .
H26 H 0.5482 0.6466 0.5057 0.133 Uiso 1 1 calc R U . . .
C27 C 0.6088(4) 0.6350(6) 0.49103(19) 0.115(3) Uani 1 1 d . . . . .
H27 H 0.5971 0.6711 0.4715 0.138 Uiso 1 1 calc R U . . .
C28 C 0.6559(4) 0.5951(6) 0.4992(2) 0.113(2) Uani 1 1 d . . . . .
H28 H 0.6749 0.6032 0.4846 0.136 Uiso 1 1 calc R U . . .
C29 C 0.6744(3) 0.5445(5) 0.52836(19) 0.098(2) Uani 1 1 d . . . . .
H29 H 0.7065 0.5204 0.5339 0.118 Uiso 1 1 calc R U . . .
C30 C 0.6456(3) 0.5281(4) 0.55043(17) 0.0807(15) Uani 1 1 d . . . . .
C31 C 0.7794(3) 0.5226(5) 0.7072(2) 0.115(3) Uani 1 1 d . . . . .
H31A H 0.8055 0.5025 0.6988 0.172 Uiso 1 1 calc R U . . .
H31B H 0.7866 0.5039 0.7312 0.172 Uiso 1 1 calc R U . . .
H31C H 0.7782 0.5845 0.7063 0.172 Uiso 1 1 calc R U . . .
C32 C 0.7290(2) 0.4864(4) 0.68422(19) 0.0862(18) Uani 1 1 d . . . . .
C33 C 0.6991(3) 0.4463(4) 0.70063(19) 0.0925(19) Uani 1 1 d . . . . .
H33 H 0.7134 0.4393 0.7250 0.111 Uiso 1 1 calc R U . . .
C34 C 0.6508(2) 0.4157(3) 0.68521(17) 0.0761(14) Uani 1 1 d . . . . .
C35 C 0.6209(3) 0.3743(4) 0.7057(2) 0.0943(19) Uani 1 1 d . . . . .
H35A H 0.5938 0.4118 0.7057 0.141 Uiso 1 1 calc R U . . .
H35B H 0.6427 0.3644 0.7296 0.141 Uiso 1 1 calc R U . . .
H35C H 0.6073 0.3204 0.6949 0.141 Uiso 1 1 calc R U . . .
C36 C 0.53890(18) 0.5049(3) 0.60892(15) 0.0671(13) Uani 1 1 d . . . . .
C37 C 0.53209(17) 0.5738(3) 0.62929(15) 0.0640(12) Uani 1 1 d . . . . .
C38 C 0.50031(17) 0.5629(3) 0.64875(15) 0.0654(12) Uani 1 1 d . . . . .
C39 C 0.47479(18) 0.4836(3) 0.64745(17) 0.0734(14) Uani 1 1 d . . . . .
C40 C 0.4827(2) 0.4181(3) 0.62659(17) 0.0743(15) Uani 1 1 d . . . . .
H40 H 0.4655 0.3663 0.6252 0.089 Uiso 1 1 calc R U . . .
C41 C 0.5153(2) 0.4267(3) 0.60768(17) 0.0756(15) Uani 1 1 d . . . . .
C42 C 0.5596(2) 0.6581(3) 0.63093(17) 0.0721(13) Uani 1 1 d . . . . .
H42A H 0.5381 0.6976 0.6140 0.108 Uiso 1 1 calc R U . . .
H42B H 0.5899 0.6482 0.6256 0.108 Uiso 1 1 calc R U . . .
H42C H 0.5683 0.6821 0.6542 0.108 Uiso 1 1 calc R U . . .
C43 C 0.4403(2) 0.4714(4) 0.66839(19) 0.0896(18) Uani 1 1 d . . . . .
H43A H 0.4189 0.4224 0.6595 0.134 Uiso 1 1 calc R U . . .
H43B H 0.4198 0.5219 0.6663 0.134 Uiso 1 1 calc R U . . .
H43C H 0.4601 0.4621 0.6928 0.134 Uiso 1 1 calc R U . . .
C44 C 0.5251(3) 0.3518(4) 0.58598(19) 0.0915(19) Uani 1 1 d . . . . .
H44A H 0.5128 0.3668 0.5614 0.137 Uiso 1 1 calc R U . . .
H44B H 0.5079 0.3012 0.5896 0.137 Uiso 1 1 calc R U . . .
H44C H 0.5608 0.3407 0.5934 0.137 Uiso 1 1 calc R U . . .
C45 C 0.4375(2) 0.8244(5) 0.57946(16) 0.0882(18) Uani 1 1 d . U . . .
H45 H 0.4398 0.8763 0.5685 0.106 Uiso 1 1 calc R U . . .
C46 C 0.4318(3) 0.7507(7) 0.55927(19) 0.118(3) Uani 1 1 d . U . . .
C51 C 0.4214(3) 0.6711(7) 0.5693(3) 0.130(4) Uani 1 1 d . U . . .
C52 C 0.5596(2) 0.5803(4) 0.72030(18) 0.0843(16) Uani 1 1 d . . . . .
H52A H 0.5472 0.5223 0.7157 0.126 Uiso 1 1 calc R U . . .
H52B H 0.5712 0.5910 0.7453 0.126 Uiso 1 1 calc R U . . .
H52C H 0.5870 0.5882 0.7116 0.126 Uiso 1 1 calc R U . . .
C53 C 0.51682(18) 0.6433(3) 0.70162(16) 0.0663(12) Uani 1 1 d . . . . .
C54 C 0.5084(2) 0.7107(4) 0.72237(15) 0.0722(13) Uani 1 1 d . . . . .
H54 H 0.5305 0.7142 0.7456 0.087 Uiso 1 1 calc R U . . .
C55 C 0.4712(2) 0.7715(4) 0.71184(18) 0.0782(15) Uani 1 1 d . . . . .
C56 C 0.4636(4) 0.8339(6) 0.7388(2) 0.126(3) Uani 1 1 d . . . . .
H56A H 0.4561 0.8902 0.7285 0.190 Uiso 1 1 calc R U . . .
H56B H 0.4939 0.8363 0.7592 0.190 Uiso 1 1 calc R U . . .
H56C H 0.4360 0.8144 0.7458 0.190 Uiso 1 1 calc R U . . .
C57 C 0.44302(17) 0.9134(3) 0.62753(12) 0.0583(10) Uani 1 1 d . . . . .
C58 C 0.48956(17) 0.9464(3) 0.64779(13) 0.0571(10) Uani 1 1 d . . . . .
C59 C 0.49147(17) 1.0299(3) 0.66068(13) 0.0595(10) Uani 1 1 d . . . . .
C60 C 0.44743(19) 1.0792(3) 0.65437(14) 0.0644(11) Uani 1 1 d . . . . .
C61 C 0.40214(19) 1.0423(3) 0.63482(15) 0.0693(13) Uani 1 1 d . . . . .
H61 H 0.3728 1.0747 0.6304 0.083 Uiso 1 1 calc R U . . .
C62 C 0.39780(18) 0.9592(4) 0.62128(14) 0.0685(12) Uani 1 1 d . . . . .
C63 C 0.53673(18) 0.8938(3) 0.65480(16) 0.0679(12) Uani 1 1 d . . . . .
H63A H 0.5652 0.9253 0.6701 0.102 Uiso 1 1 calc R U . . .
H63B H 0.5419 0.8820 0.6329 0.102 Uiso 1 1 calc R U . . .
H63C H 0.5333 0.8405 0.6659 0.102 Uiso 1 1 calc R U . . .
C64 C 0.4501(2) 1.1726(4) 0.66593(19) 0.0834(16) Uani 1 1 d . . . . .
H64A H 0.4166 1.1929 0.6630 0.125 Uiso 1 1 calc R U . . .
H64B H 0.4641 1.2069 0.6517 0.125 Uiso 1 1 calc R U . . .
H64C H 0.4711 1.1773 0.6903 0.125 Uiso 1 1 calc R U . . .
C65 C 0.3468(2) 0.9190(5) 0.60022(18) 0.0900(18) Uani 1 1 d . . . . .
H65A H 0.3202 0.9508 0.6045 0.135 Uiso 1 1 calc R U . . .
H65B H 0.3461 0.8602 0.6075 0.135 Uiso 1 1 calc R U . . .
H65C H 0.3422 0.9207 0.5755 0.135 Uiso 1 1 calc R U . . .
C67 C 0.5568(2) 1.0755(4) 0.71298(17) 0.0787(15) Uani 1 1 d . U . . .
C68 C 0.6029(3) 1.1151(4) 0.73230(17) 0.0861(17) Uani 1 1 d . . . . .
H68 H 0.6096 1.1239 0.7563 0.103 Uiso 1 1 calc R U . . .
C70 C 0.6874(3) 1.1819(5) 0.7436(3) 0.133(4) Uani 1 1 d . U . . .
H70A H 0.7157 1.1452 0.7454 0.199 Uiso 1 1 calc R U . . .
H70B H 0.6843 1.1880 0.7665 0.199 Uiso 1 1 calc R U . . .
H70C H 0.6926 1.2375 0.7350 0.199 Uiso 1 1 calc R U . . .
C69 C 0.6396(2) 1.1423(4) 0.7184(2) 0.0811(16) Uani 1 1 d . U . . .
C72 C 0.5962(3) 1.0854(6) 0.5824(2) 0.111(2) Uani 1 1 d . U . . .
C73 C 0.5445(4) 1.0909(7) 0.5632(2) 0.130(3) Uani 1 1 d . . . . .
H73 H 0.5343 1.0778 0.5393 0.155 Uiso 1 1 calc R U . . .
C75 C 0.4533(4) 1.1239(7) 0.5531(3) 0.134(3) Uani 1 1 d . . . . .
H75A H 0.4321 1.0897 0.5622 0.200 Uiso 1 1 calc R U . . .
H75B H 0.4495 1.1051 0.5296 0.200 Uiso 1 1 calc R U . . .
H75C H 0.4437 1.1834 0.5526 0.200 Uiso 1 1 calc R U . . .
C74 C 0.5072(3) 1.1138(4) 0.57642(19) 0.0887(18) Uani 1 1 d . . . . .
C76 C 0.6705(2) 1.0856(4) 0.63232(18) 0.0789(15) Uani 1 1 d . . . . .
C77 C 0.69208(19) 1.0064(3) 0.64369(16) 0.0703(13) Uani 1 1 d . . . . .
C78 C 0.7442(2) 1.0030(3) 0.66065(15) 0.0658(12) Uani 1 1 d . . . . .
C79 C 0.7744(2) 1.0761(4) 0.66716(18) 0.0793(16) Uani 1 1 d . . . . .
C80 C 0.7504(3) 1.1551(4) 0.6552(2) 0.0900(19) Uani 1 1 d . . . . .
H80 H 0.7700 1.2049 0.6588 0.108 Uiso 1 1 calc R U . . .
C81 C 0.6988(2) 1.1614(4) 0.6383(2) 0.0864(18) Uani 1 1 d . . . . .
C82 C 0.6612(2) 0.9247(4) 0.6366(2) 0.0853(17) Uani 1 1 d . . . . .
H82A H 0.6260 0.9387 0.6261 0.128 Uiso 1 1 calc R U . . .
H82B H 0.6668 0.8946 0.6585 0.128 Uiso 1 1 calc R U . . .
H82C H 0.6712 0.8887 0.6208 0.128 Uiso 1 1 calc R U . . .
C83 C 0.8310(2) 1.0702(5) 0.6860(2) 0.097(2) Uani 1 1 d . . . . .
H83A H 0.8379 1.0601 0.7107 0.146 Uiso 1 1 calc R U . . .
H83B H 0.8466 1.1232 0.6830 0.146 Uiso 1 1 calc R U . . .
H83C H 0.8444 1.0235 0.6762 0.146 Uiso 1 1 calc R U . . .
C84 C 0.6733(3) 1.2474(4) 0.6259(3) 0.122(3) Uani 1 1 d . . . . .
H84A H 0.6950 1.2932 0.6386 0.183 Uiso 1 1 calc R U . . .
H84B H 0.6418 1.2497 0.6301 0.183 Uiso 1 1 calc R U . . .
H84C H 0.6671 1.2539 0.6010 0.183 Uiso 1 1 calc R U . . .
C50 C 0.4145(5) 0.6005(9) 0.5459(3) 0.219(8) Uani 1 1 d D U . . .
H50 H 0.4058 0.5454 0.5509 0.262 Uiso 1 1 calc R U . . .
C71 C 0.6226(5) 1.0704(14) 0.5581(3) 0.230(8) Uani 1 1 d . U . . .
H71A H 0.6307 1.1246 0.5498 0.345 Uiso 1 1 calc R U . . .
H71B H 0.6014 1.0375 0.5383 0.345 Uiso 1 1 calc R U . . .
H71C H 0.6532 1.0391 0.5698 0.345 Uiso 1 1 calc R U . . .
C47 C 0.4395(6) 0.7766(9) 0.5242(3) 0.181(5) Uani 1 1 d D U . . .
H47 H 0.4472 0.8321 0.5189 0.217 Uiso 1 1 calc R U . . .
C48 C 0.4334(6) 0.7063(12) 0.5017(4) 0.226(9) Uani 1 1 d D U . . .
H48 H 0.4366 0.7133 0.4796 0.271 Uiso 1 1 calc R U . . .
C49 C 0.4224(7) 0.6230(11) 0.5126(5) 0.225(9) Uani 1 1 d D U . . .
H49 H 0.4198 0.5780 0.4968 0.271 Uiso 1 1 calc R U . . .
C66 C 0.5353(4) 1.0294(7) 0.7365(3) 0.146(4) Uani 1 1 d . U . . .
H66A H 0.4997 1.0412 0.7295 0.219 Uiso 1 1 calc R U . . .
H66B H 0.5518 1.0484 0.7604 0.219 Uiso 1 1 calc R U . . .
H66C H 0.5404 0.9685 0.7350 0.219 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 1.876(4) . ?
Cu1 O1 1.887(4) . ?
Cu1 N2 1.955(4) . ?
Cu1 N1 1.959(4) . ?
Cu2 O4 1.859(4) . ?
Cu2 O3 1.877(4) . ?
Cu2 N4 1.956(5) . ?
Cu2 N3 1.994(4) . ?
Cu3 O6 1.874(4) . ?
Cu3 O5 1.882(5) . ?
Cu3 N6 1.953(4) . ?
Cu3 N5 1.978(5) . ?
Cu4 O7 1.880(5) . ?
Cu4 O8 1.881(4) . ?
Cu4 N8 1.945(5) . ?
Cu4 N7 1.950(4) . ?
O1 C7 1.305(7) . ?
O2 C14 1.303(6) . ?
O3 C30 1.286(7) . ?
O4 C34 1.301(7) . ?
O5 C51 1.330(13) . ?
O6 C55 1.282(7) . ?
O7 C69 1.282(8) . ?
O8 C74 1.287(8) . ?
N1 C1 1.288(8) . ?
N1 C78 1.433(7) . ?
N2 C8 1.309(7) . ?
N2 C15 1.425(7) . ?
N3 C24 1.284(7) . ?
N3 C36 1.432(7) . ?
N4 C32 1.324(8) . ?
N4 C17 1.448(7) . ?
N5 C45 1.293(7) . ?
N5 C57 1.446(6) . ?
N6 C53 1.311(7) . ?
N6 C38 1.427(6) . ?
N7 C67 1.324(7) . ?
N7 C59 1.441(6) . ?
N8 C72 1.298(10) . ?
N8 C76 1.449(8) . ?
C1 C2 1.417(9) . ?
C1 H1 0.9300 . ?
C2 C7 1.407(9) . ?
C2 C3 1.433(10) . ?
C3 C4 1.356(12) . ?
C3 H3 0.9300 . ?
C4 C5 1.427(14) . ?
C4 H4 0.9300 . ?
C5 C6 1.401(12) . ?
C5 H5 0.9300 . ?
C6 C7 1.404(9) . ?
C6 H6 0.9300 . ?
C8 C9 1.439(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.420(9) . ?
C9 C14 1.426(8) . ?
C10 C11 1.367(11) . ?
C10 H10 0.9300 . ?
C11 C12 1.402(12) . ?
C11 H11 0.9300 . ?
C12 C13 1.393(10) . ?
C12 H12 0.9300 . ?
C13 C14 1.398(9) . ?
C13 H13 0.9300 . ?
C15 C16 1.381(7) . ?
C15 C20 1.408(7) . ?
C16 C17 1.390(7) . ?
C16 C22 1.498(7) . ?
C17 C18 1.408(8) . ?
C18 C19 1.381(10) . ?
C18 C23 1.490(9) . ?
C19 C20 1.400(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.508(9) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.476(10) . ?
C24 H24 0.9300 . ?
C25 C30 1.395(9) . ?
C25 C26 1.414(10) . ?
C26 C27 1.359(12) . ?
C26 H26 0.9300 . ?
C27 C28 1.396(13) . ?
C27 H27 0.9300 . ?
C28 C29 1.357(11) . ?
C28 H28 0.9300 . ?
C29 C30 1.416(10) . ?
C29 H29 0.9300 . ?
C31 C32 1.510(9) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C33 1.383(10) . ?
C33 C34 1.371(9) . ?
C33 H33 0.9300 . ?
C34 C35 1.508(9) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C41 1.377(7) . ?
C36 C37 1.399(7) . ?
C37 C38 1.386(8) . ?
C37 C42 1.509(7) . ?
C38 C39 1.416(6) . ?
C39 C40 1.384(8) . ?
C39 C43 1.500(9) . ?
C40 C41 1.382(9) . ?
C40 H40 0.9300 . ?
C41 C44 1.535(8) . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 C46 1.380(11) . ?
C45 H45 0.9300 . ?
C46 C51 1.362(15) . ?
C46 C47 1.553(16) . ?
C51 C50 1.415(11) . ?
C52 C53 1.531(7) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C53 C54 1.408(8) . ?
C54 C55 1.365(8) . ?
C54 H54 0.9300 . ?
C55 C56 1.524(9) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 C58 1.381(7) . ?
C57 C62 1.402(6) . ?
C58 C59 1.389(7) . ?
C58 C63 1.500(6) . ?
C59 C60 1.404(6) . ?
C60 C61 1.372(7) . ?
C60 C64 1.516(7) . ?
C61 C62 1.389(7) . ?
C61 H61 0.9300 . ?
C62 C65 1.526(8) . ?
C63 H63A 0.9600 . ?
C63 H63B 0.9600 . ?
C63 H63C 0.9600 . ?
C64 H64A 0.9600 . ?
C64 H64B 0.9600 . ?
C64 H64C 0.9600 . ?
C65 H65A 0.9600 . ?
C65 H65B 0.9600 . ?
C65 H65C 0.9600 . ?
C67 C68 1.406(9) . ?
C67 C66 1.471(11) . ?
C68 C69 1.397(10) . ?
C68 H68 0.9300 . ?
C70 C69 1.510(9) . ?
C70 H70A 0.9600 . ?
C70 H70B 0.9600 . ?
C70 H70C 0.9600 . ?
C72 C73 1.395(12) . ?
C72 C71 1.434(14) . ?
C73 C74 1.375(12) . ?
C73 H73 0.9300 . ?
C75 C74 1.493(11) . ?
C75 H75A 0.9600 . ?
C75 H75B 0.9600 . ?
C75 H75C 0.9600 . ?
C76 C77 1.377(8) . ?
C76 C81 1.395(8) . ?
C77 C78 1.391(7) . ?
C77 C82 1.508(7) . ?
C78 C79 1.387(7) . ?
C79 C80 1.401(9) . ?
C79 C83 1.513(8) . ?
C80 C81 1.381(9) . ?
C80 H80 0.9300 . ?
C81 C84 1.516(9) . ?
C82 H82A 0.9600 . ?
C82 H82B 0.9600 . ?
C82 H82C 0.9600 . ?
C83 H83A 0.9600 . ?
C83 H83B 0.9600 . ?
C83 H83C 0.9600 . ?
C84 H84A 0.9600 . ?
C84 H84B 0.9600 . ?
C84 H84C 0.9600 . ?
C50 C49 1.473(16) . ?
C50 H50 0.9300 . ?
C71 H71A 0.9600 . ?
C71 H71B 0.9600 . ?
C71 H71C 0.9600 . ?
C47 C48 1.391(14) . ?
C47 H47 0.9300 . ?
C48 C49 1.432(15) . ?
C48 H48 0.9300 . ?
C49 H49 0.9300 . ?
C66 H66A 0.9600 . ?
C66 H66B 0.9600 . ?
C66 H66C 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
O2 Cu1 O1 156.23(16) . . ?
O2 Cu1 N2 94.32(17) . . ?
O1 Cu1 N2 91.99(17) . . ?
O2 Cu1 N1 91.45(18) . . ?
O1 Cu1 N1 93.40(18) . . ?
N2 Cu1 N1 152.63(17) . . ?
O4 Cu2 O3 155.85(18) . . ?
O4 Cu2 N4 94.6(2) . . ?
O3 Cu2 N4 93.5(2) . . ?
O4 Cu2 N3 90.40(18) . . ?
O3 Cu2 N3 93.77(19) . . ?
N4 Cu2 N3 150.14(18) . . ?
O6 Cu3 O5 152.4(2) . . ?
O6 Cu3 N6 94.76(18) . . ?
O5 Cu3 N6 93.99(19) . . ?
O6 Cu3 N5 94.57(17) . . ?
O5 Cu3 N5 93.4(2) . . ?
N6 Cu3 N5 144.49(17) . . ?
O7 Cu4 O8 155.5(2) . . ?
O7 Cu4 N8 92.0(2) . . ?
O8 Cu4 N8 93.7(2) . . ?
O7 Cu4 N7 93.4(2) . . ?
O8 Cu4 N7 91.34(18) . . ?
N8 Cu4 N7 155.07(19) . . ?
C7 O1 Cu1 127.6(4) . . ?
C14 O2 Cu1 129.0(3) . . ?
C30 O3 Cu2 125.1(4) . . ?
C34 O4 Cu2 126.6(4) . . ?
C51 O5 Cu3 122.7(6) . . ?
C55 O6 Cu3 124.8(3) . . ?
C69 O7 Cu4 127.9(4) . . ?
C74 O8 Cu4 127.4(4) . . ?
C1 N1 C78 118.3(5) . . ?
C1 N1 Cu1 122.1(4) . . ?
C78 N1 Cu1 119.5(3) . . ?
C8 N2 C15 115.5(5) . . ?
C8 N2 Cu1 123.6(4) . . ?
C15 N2 Cu1 120.8(3) . . ?
C24 N3 C36 120.0(5) . . ?
C24 N3 Cu2 120.5(4) . . ?
C36 N3 Cu2 118.7(3) . . ?
C32 N4 C17 120.5(5) . . ?
C32 N4 Cu2 123.5(4) . . ?
C17 N4 Cu2 115.1(4) . . ?
C45 N5 C57 117.2(5) . . ?
C45 N5 Cu3 121.1(4) . . ?
C57 N5 Cu3 121.6(3) . . ?
C53 N6 C38 120.0(4) . . ?
C53 N6 Cu3 122.4(3) . . ?
C38 N6 Cu3 116.9(3) . . ?
C67 N7 C59 118.5(4) . . ?
C67 N7 Cu4 125.4(4) . . ?
C59 N7 Cu4 116.0(3) . . ?
C72 N8 C76 117.5(6) . . ?
C72 N8 Cu4 123.7(5) . . ?
C76 N8 Cu4 118.7(4) . . ?
N1 C1 C2 127.1(6) . . ?
N1 C1 H1 116.5 . . ?
C2 C1 H1 116.5 . . ?
C7 C2 C1 123.9(6) . . ?
C7 C2 C3 121.3(7) . . ?
C1 C2 C3 114.6(7) . . ?
C4 C3 C2 119.3(9) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C3 C4 C5 118.9(9) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C6 C5 C4 123.3(8) . . ?
C6 C5 H5 118.4 . . ?
C4 C5 H5 118.4 . . ?
C5 C6 C7 117.2(8) . . ?
C5 C6 H6 121.4 . . ?
C7 C6 H6 121.4 . . ?
O1 C7 C6 117.7(6) . . ?
O1 C7 C2 122.4(5) . . ?
C6 C7 C2 120.0(6) . . ?
N2 C8 C9 126.2(5) . . ?
N2 C8 H8 116.9 . . ?
C9 C8 H8 116.9 . . ?
C10 C9 C14 120.4(6) . . ?
C10 C9 C8 116.3(6) . . ?
C14 C9 C8 123.2(5) . . ?
C11 C10 C9 120.5(7) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 119.2(7) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 H11 120.4 . . ?
C13 C12 C11 121.6(7) . . ?
C13 C12 H12 119.2 . . ?
C11 C12 H12 119.2 . . ?
C12 C13 C14 120.5(7) . . ?
C12 C13 H13 119.8 . . ?
C14 C13 H13 119.8 . . ?
O2 C14 C13 118.9(6) . . ?
O2 C14 C9 123.2(5) . . ?
C13 C14 C9 117.8(6) . . ?
C16 C15 C20 122.2(5) . . ?
C16 C15 N2 119.4(4) . . ?
C20 C15 N2 118.3(5) . . ?
C15 C16 C17 118.6(5) . . ?
C15 C16 C22 120.2(4) . . ?
C17 C16 C22 121.3(5) . . ?
C16 C17 C18 121.6(6) . . ?
C16 C17 N4 119.0(5) . . ?
C18 C17 N4 119.2(5) . . ?
C19 C18 C17 117.5(6) . . ?
C19 C18 C23 120.1(6) . . ?
C17 C18 C23 122.4(7) . . ?
C18 C19 C20 123.2(5) . . ?
C18 C19 H19 118.4 . . ?
C20 C19 H19 118.4 . . ?
C19 C20 C15 116.6(5) . . ?
C19 C20 C21 122.5(5) . . ?
C15 C20 C21 121.0(5) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C16 C22 H22A 109.5 . . ?
C16 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C16 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C18 C23 H23A 109.5 . . ?
C18 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C18 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 C25 126.5(6) . . ?
N3 C24 H24 116.8 . . ?
C25 C24 H24 116.8 . . ?
C30 C25 C26 120.7(7) . . ?
C30 C25 C24 122.3(6) . . ?
C26 C25 C24 117.0(7) . . ?
C27 C26 C25 119.8(9) . . ?
C27 C26 H26 120.1 . . ?
C25 C26 H26 120.1 . . ?
C26 C27 C28 120.1(8) . . ?
C26 C27 H27 119.9 . . ?
C28 C27 H27 119.9 . . ?
C29 C28 C27 120.8(9) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C28 C29 C30 120.9(8) . . ?
C28 C29 H29 119.5 . . ?
C30 C29 H29 119.5 . . ?
O3 C30 C25 125.0(6) . . ?
O3 C30 C29 117.3(6) . . ?
C25 C30 C29 117.6(7) . . ?
C32 C31 H31A 109.5 . . ?
C32 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C32 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N4 C32 C33 122.9(6) . . ?
N4 C32 C31 119.0(6) . . ?
C33 C32 C31 118.2(7) . . ?
C34 C33 C32 127.6(6) . . ?
C34 C33 H33 116.2 . . ?
C32 C33 H33 116.2 . . ?
O4 C34 C33 124.0(6) . . ?
O4 C34 C35 112.6(6) . . ?
C33 C34 C35 123.4(6) . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C41 C36 C37 122.2(6) . . ?
C41 C36 N3 117.9(5) . . ?
C37 C36 N3 119.6(4) . . ?
C38 C37 C36 118.9(4) . . ?
C38 C37 C42 120.1(4) . . ?
C36 C37 C42 121.0(5) . . ?
C37 C38 C39 120.1(5) . . ?
C37 C38 N6 119.7(4) . . ?
C39 C38 N6 119.9(5) . . ?
C40 C39 C38 118.3(5) . . ?
C40 C39 C43 121.3(5) . . ?
C38 C39 C43 120.4(5) . . ?
C41 C40 C39 122.6(5) . . ?
C41 C40 H40 118.7 . . ?
C39 C40 H40 118.7 . . ?
C36 C41 C40 117.9(5) . . ?
C36 C41 C44 120.6(6) . . ?
C40 C41 C44 121.6(5) . . ?
C37 C42 H42A 109.5 . . ?
C37 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C37 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C39 C43 H43A 109.5 . . ?
C39 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C39 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C41 C44 H44A 109.5 . . ?
C41 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C41 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N5 C45 C46 126.5(8) . . ?
N5 C45 H45 116.8 . . ?
C46 C45 H45 116.8 . . ?
C51 C46 C45 124.8(8) . . ?
C51 C46 C47 127.9(9) . . ?
C45 C46 C47 107.3(10) . . ?
O5 C51 C46 125.1(6) . . ?
O5 C51 C50 115.0(12) . . ?
C46 C51 C50 119.9(13) . . ?
C53 C52 H52A 109.5 . . ?
C53 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C53 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
N6 C53 C54 123.0(5) . . ?
N6 C53 C52 120.5(5) . . ?
C54 C53 C52 116.5(5) . . ?
C55 C54 C53 126.6(6) . . ?
C55 C54 H54 116.7 . . ?
C53 C54 H54 116.7 . . ?
O6 C55 C54 125.2(6) . . ?
O6 C55 C56 115.0(6) . . ?
C54 C55 C56 119.8(6) . . ?
C55 C56 H56A 109.5 . . ?
C55 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C55 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
C58 C57 C62 122.4(4) . . ?
C58 C57 N5 119.8(4) . . ?
C62 C57 N5 117.8(4) . . ?
C57 C58 C59 118.3(4) . . ?
C57 C58 C63 120.5(4) . . ?
C59 C58 C63 121.2(4) . . ?
C58 C59 C60 121.5(5) . . ?
C58 C59 N7 119.1(4) . . ?
C60 C59 N7 119.2(4) . . ?
C61 C60 C59 117.7(4) . . ?
C61 C60 C64 120.9(4) . . ?
C59 C60 C64 121.2(5) . . ?
C60 C61 C62 123.5(4) . . ?
C60 C61 H61 118.3 . . ?
C62 C61 H61 118.3 . . ?
C61 C62 C57 116.6(5) . . ?
C61 C62 C65 122.5(5) . . ?
C57 C62 C65 120.9(5) . . ?
C58 C63 H63A 109.5 . . ?
C58 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
C58 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
C60 C64 H64A 109.5 . . ?
C60 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C60 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C62 C65 H65A 109.5 . . ?
C62 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
C62 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
N7 C67 C68 122.8(5) . . ?
N7 C67 C66 125.1(7) . . ?
C68 C67 C66 111.1(7) . . ?
C69 C68 C67 125.4(6) . . ?
C69 C68 H68 117.3 . . ?
C67 C68 H68 117.3 . . ?
C69 C70 H70A 109.5 . . ?
C69 C70 H70B 109.5 . . ?
H70A C70 H70B 109.5 . . ?
C69 C70 H70C 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
O7 C69 C68 124.5(5) . . ?
O7 C69 C70 117.8(7) . . ?
C68 C69 C70 117.5(7) . . ?
N8 C72 C73 124.4(7) . . ?
N8 C72 C71 127.1(9) . . ?
C73 C72 C71 108.5(9) . . ?
C74 C73 C72 126.3(8) . . ?
C74 C73 H73 116.9 . . ?
C72 C73 H73 116.9 . . ?
C74 C75 H75A 109.5 . . ?
C74 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C74 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
O8 C74 C73 123.2(7) . . ?
O8 C74 C75 114.7(7) . . ?
C73 C74 C75 122.0(8) . . ?
C77 C76 C81 122.3(6) . . ?
C77 C76 N8 119.8(5) . . ?
C81 C76 N8 117.7(5) . . ?
C76 C77 C78 117.9(5) . . ?
C76 C77 C82 121.8(5) . . ?
C78 C77 C82 120.2(5) . . ?
C79 C78 C77 122.3(5) . . ?
C79 C78 N1 118.8(5) . . ?
C77 C78 N1 118.8(4) . . ?
C78 C79 C80 117.4(5) . . ?
C78 C79 C83 121.0(6) . . ?
C80 C79 C83 121.6(5) . . ?
C81 C80 C79 122.2(5) . . ?
C81 C80 H80 118.9 . . ?
C79 C80 H80 118.9 . . ?
C80 C81 C76 117.8(6) . . ?
C80 C81 C84 121.6(6) . . ?
C76 C81 C84 120.6(6) . . ?
C77 C82 H82A 109.5 . . ?
C77 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
C77 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C79 C83 H83A 109.5 . . ?
C79 C83 H83B 109.5 . . ?
H83A C83 H83B 109.5 . . ?
C79 C83 H83C 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
C81 C84 H84A 109.5 . . ?
C81 C84 H84B 109.5 . . ?
H84A C84 H84B 109.5 . . ?
C81 C84 H84C 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
C51 C50 C49 113.2(15) . . ?
C51 C50 H50 123.4 . . ?
C49 C50 H50 123.4 . . ?
C72 C71 H71A 109.5 . . ?
C72 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
C72 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
C48 C47 C46 111.5(13) . . ?
C48 C47 H47 124.3 . . ?
C46 C47 H47 124.3 . . ?
C47 C48 C49 119.8(15) . . ?
C47 C48 H48 120.1 . . ?
C49 C48 H48 120.1 . . ?
C48 C49 C50 127.6(15) . . ?
C48 C49 H49 116.2 . . ?
C50 C49 H49 116.2 . . ?
C67 C66 H66A 109.5 . . ?
C67 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
C67 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 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
O2 Cu1 O1 C7 120.6(5) . . . . ?
N2 Cu1 O1 C7 -133.9(4) . . . . ?
N1 Cu1 O1 C7 19.2(4) . . . . ?
O1 Cu1 O2 C14 110.6(5) . . . . ?
N2 Cu1 O2 C14 5.7(5) . . . . ?
N1 Cu1 O2 C14 -147.5(5) . . . . ?
O4 Cu2 O3 C30 128.0(5) . . . . ?
N4 Cu2 O3 C30 -122.5(5) . . . . ?
N3 Cu2 O3 C30 28.5(5) . . . . ?
O3 Cu2 O4 C34 116.3(5) . . . . ?
N4 Cu2 O4 C34 7.0(4) . . . . ?
N3 Cu2 O4 C34 -143.5(4) . . . . ?
O6 Cu3 O5 C51 133.5(6) . . . . ?
N6 Cu3 O5 C51 -118.3(5) . . . . ?
N5 Cu3 O5 C51 27.0(5) . . . . ?
O5 Cu3 O6 C55 124.4(6) . . . . ?
N6 Cu3 O6 C55 16.3(5) . . . . ?
N5 Cu3 O6 C55 -129.4(5) . . . . ?
O8 Cu4 O7 C69 96.3(7) . . . . ?
N8 Cu4 O7 C69 -160.2(6) . . . . ?
N7 Cu4 O7 C69 -4.6(6) . . . . ?
O7 Cu4 O8 C74 112.7(6) . . . . ?
N8 Cu4 O8 C74 9.6(5) . . . . ?
N7 Cu4 O8 C74 -146.0(5) . . . . ?
C78 N1 C1 C2 -173.7(5) . . . . ?
Cu1 N1 C1 C2 8.2(8) . . . . ?
N1 C1 C2 C7 6.9(10) . . . . ?
N1 C1 C2 C3 -178.1(6) . . . . ?
C7 C2 C3 C4 -3.1(12) . . . . ?
C1 C2 C3 C4 -178.3(7) . . . . ?
C2 C3 C4 C5 4.8(13) . . . . ?
C3 C4 C5 C6 -4.0(14) . . . . ?
C4 C5 C6 C7 1.2(12) . . . . ?
Cu1 O1 C7 C6 168.3(4) . . . . ?
Cu1 O1 C7 C2 -10.7(7) . . . . ?
C5 C6 C7 O1 -178.4(6) . . . . ?
C5 C6 C7 C2 0.6(9) . . . . ?
C1 C2 C7 O1 -6.1(9) . . . . ?
C3 C2 C7 O1 179.2(6) . . . . ?
C1 C2 C7 C6 175.0(6) . . . . ?
C3 C2 C7 C6 0.3(9) . . . . ?
C15 N2 C8 C9 -178.5(5) . . . . ?
Cu1 N2 C8 C9 4.6(8) . . . . ?
N2 C8 C9 C10 177.6(6) . . . . ?
N2 C8 C9 C14 1.0(10) . . . . ?
C14 C9 C10 C11 -0.2(11) . . . . ?
C8 C9 C10 C11 -176.8(7) . . . . ?
C9 C10 C11 C12 1.0(14) . . . . ?
C10 C11 C12 C13 -1.5(15) . . . . ?
C11 C12 C13 C14 1.0(14) . . . . ?
Cu1 O2 C14 C13 179.2(5) . . . . ?
Cu1 O2 C14 C9 -2.1(8) . . . . ?
C12 C13 C14 O2 178.6(7) . . . . ?
C12 C13 C14 C9 -0.1(11) . . . . ?
C10 C9 C14 O2 -178.9(6) . . . . ?
C8 C9 C14 O2 -2.5(9) . . . . ?
C10 C9 C14 C13 -0.3(9) . . . . ?
C8 C9 C14 C13 176.1(6) . . . . ?
C8 N2 C15 C16 -104.1(6) . . . . ?
Cu1 N2 C15 C16 72.9(5) . . . . ?
C8 N2 C15 C20 78.2(6) . . . . ?
Cu1 N2 C15 C20 -104.8(5) . . . . ?
C20 C15 C16 C17 -5.5(8) . . . . ?
N2 C15 C16 C17 176.9(5) . . . . ?
C20 C15 C16 C22 176.3(5) . . . . ?
N2 C15 C16 C22 -1.3(8) . . . . ?
C15 C16 C17 C18 0.3(9) . . . . ?
C22 C16 C17 C18 178.5(6) . . . . ?
C15 C16 C17 N4 -174.8(5) . . . . ?
C22 C16 C17 N4 3.4(9) . . . . ?
C32 N4 C17 C16 -96.1(7) . . . . ?
Cu2 N4 C17 C16 73.4(6) . . . . ?
C32 N4 C17 C18 88.6(8) . . . . ?
Cu2 N4 C17 C18 -101.8(6) . . . . ?
C16 C17 C18 C19 3.2(10) . . . . ?
N4 C17 C18 C19 178.3(6) . . . . ?
C16 C17 C18 C23 -175.5(8) . . . . ?
N4 C17 C18 C23 -0.4(12) . . . . ?
C17 C18 C19 C20 -1.9(11) . . . . ?
C23 C18 C19 C20 176.9(8) . . . . ?
C18 C19 C20 C15 -2.9(10) . . . . ?
C18 C19 C20 C21 177.0(7) . . . . ?
C16 C15 C20 C19 6.7(8) . . . . ?
N2 C15 C20 C19 -175.7(5) . . . . ?
C16 C15 C20 C21 -173.2(5) . . . . ?
N2 C15 C20 C21 4.5(8) . . . . ?
C36 N3 C24 C25 179.5(5) . . . . ?
Cu2 N3 C24 C25 10.4(8) . . . . ?
N3 C24 C25 C30 5.9(10) . . . . ?
N3 C24 C25 C26 -177.1(6) . . . . ?
C30 C25 C26 C27 -1.8(11) . . . . ?
C24 C25 C26 C27 -178.8(7) . . . . ?
C25 C26 C27 C28 1.8(13) . . . . ?
C26 C27 C28 C29 -2.3(13) . . . . ?
C27 C28 C29 C30 2.6(12) . . . . ?
Cu2 O3 C30 C25 -21.0(8) . . . . ?
Cu2 O3 C30 C29 159.0(4) . . . . ?
C26 C25 C30 O3 -178.0(6) . . . . ?
C24 C25 C30 O3 -1.1(10) . . . . ?
C26 C25 C30 C29 2.0(9) . . . . ?
C24 C25 C30 C29 178.9(6) . . . . ?
C28 C29 C30 O3 177.6(6) . . . . ?
C28 C29 C30 C25 -2.4(10) . . . . ?
C17 N4 C32 C33 178.7(6) . . . . ?
Cu2 N4 C32 C33 10.0(9) . . . . ?
C17 N4 C32 C31 0.5(9) . . . . ?
Cu2 N4 C32 C31 -168.2(5) . . . . ?
N4 C32 C33 C34 -4.1(11) . . . . ?
C31 C32 C33 C34 174.2(7) . . . . ?
Cu2 O4 C34 C33 -3.5(8) . . . . ?
Cu2 O4 C34 C35 175.6(4) . . . . ?
C32 C33 C34 O4 0.3(11) . . . . ?
C32 C33 C34 C35 -178.7(7) . . . . ?
C24 N3 C36 C41 107.5(6) . . . . ?
Cu2 N3 C36 C41 -83.1(5) . . . . ?
C24 N3 C36 C37 -79.0(6) . . . . ?
Cu2 N3 C36 C37 90.4(5) . . . . ?
C41 C36 C37 C38 -0.3(7) . . . . ?
N3 C36 C37 C38 -173.5(4) . . . . ?
C41 C36 C37 C42 178.3(5) . . . . ?
N3 C36 C37 C42 5.1(7) . . . . ?
C36 C37 C38 C39 -0.9(7) . . . . ?
C42 C37 C38 C39 -179.5(5) . . . . ?
C36 C37 C38 N6 -176.2(4) . . . . ?
C42 C37 C38 N6 5.2(7) . . . . ?
C53 N6 C38 C37 -95.8(6) . . . . ?
Cu3 N6 C38 C37 74.9(5) . . . . ?
C53 N6 C38 C39 88.9(6) . . . . ?
Cu3 N6 C38 C39 -100.4(5) . . . . ?
C37 C38 C39 C40 0.4(7) . . . . ?
N6 C38 C39 C40 175.7(5) . . . . ?
C37 C38 C39 C43 -179.9(5) . . . . ?
N6 C38 C39 C43 -4.6(8) . . . . ?
C38 C39 C40 C41 1.3(8) . . . . ?
C43 C39 C40 C41 -178.4(5) . . . . ?
C37 C36 C41 C40 1.9(8) . . . . ?
N3 C36 C41 C40 175.2(5) . . . . ?
C37 C36 C41 C44 -177.9(5) . . . . ?
N3 C36 C41 C44 -4.6(8) . . . . ?
C39 C40 C41 C36 -2.5(8) . . . . ?
C39 C40 C41 C44 177.4(5) . . . . ?
C57 N5 C45 C46 -176.5(5) . . . . ?
Cu3 N5 C45 C46 8.2(8) . . . . ?
N5 C45 C46 C51 8.8(10) . . . . ?
N5 C45 C46 C47 -171.2(7) . . . . ?
Cu3 O5 C51 C46 -19.6(10) . . . . ?
Cu3 O5 C51 C50 159.9(7) . . . . ?
C45 C46 C51 O5 -3.0(11) . . . . ?
C47 C46 C51 O5 176.9(9) . . . . ?
C45 C46 C51 C50 177.6(8) . . . . ?
C47 C46 C51 C50 -2.5(13) . . . . ?
C38 N6 C53 C54 -178.7(5) . . . . ?
Cu3 N6 C53 C54 11.2(7) . . . . ?
C38 N6 C53 C52 2.0(7) . . . . ?
Cu3 N6 C53 C52 -168.1(4) . . . . ?
N6 C53 C54 C55 4.0(9) . . . . ?
C52 C53 C54 C55 -176.7(6) . . . . ?
Cu3 O6 C55 C54 -7.2(8) . . . . ?
Cu3 O6 C55 C56 173.2(5) . . . . ?
C53 C54 C55 O6 -6.7(10) . . . . ?
C53 C54 C55 C56 172.9(7) . . . . ?
C45 N5 C57 C58 -97.5(6) . . . . ?
Cu3 N5 C57 C58 77.8(5) . . . . ?
C45 N5 C57 C62 82.8(6) . . . . ?
Cu3 N5 C57 C62 -101.9(5) . . . . ?
C62 C57 C58 C59 -3.6(7) . . . . ?
N5 C57 C58 C59 176.7(4) . . . . ?
C62 C57 C58 C63 177.8(5) . . . . ?
N5 C57 C58 C63 -1.9(7) . . . . ?
C57 C58 C59 C60 1.8(7) . . . . ?
C63 C58 C59 C60 -179.6(5) . . . . ?
C57 C58 C59 N7 -172.3(4) . . . . ?
C63 C58 C59 N7 6.2(7) . . . . ?
C67 N7 C59 C58 -104.0(6) . . . . ?
Cu4 N7 C59 C58 75.1(5) . . . . ?
C67 N7 C59 C60 81.7(6) . . . . ?
Cu4 N7 C59 C60 -99.2(5) . . . . ?
C58 C59 C60 C61 -0.3(8) . . . . ?
N7 C59 C60 C61 173.9(5) . . . . ?
C58 C59 C60 C64 -175.0(5) . . . . ?
N7 C59 C60 C64 -0.8(8) . . . . ?
C59 C60 C61 C62 0.4(8) . . . . ?
C64 C60 C61 C62 175.1(6) . . . . ?
C60 C61 C62 C57 -2.0(8) . . . . ?
C60 C61 C62 C65 178.7(6) . . . . ?
C58 C57 C62 C61 3.6(8) . . . . ?
N5 C57 C62 C61 -176.6(5) . . . . ?
C58 C57 C62 C65 -177.1(5) . . . . ?
N5 C57 C62 C65 2.7(8) . . . . ?
C59 N7 C67 C68 -178.1(5) . . . . ?
Cu4 N7 C67 C68 2.9(8) . . . . ?
C59 N7 C67 C66 13.8(9) . . . . ?
Cu4 N7 C67 C66 -165.3(6) . . . . ?
N7 C67 C68 C69 -8.8(10) . . . . ?
C66 C67 C68 C69 160.8(7) . . . . ?
Cu4 O7 C69 C68 0.7(9) . . . . ?
Cu4 O7 C69 C70 -173.5(5) . . . . ?
C67 C68 C69 O7 7.1(11) . . . . ?
C67 C68 C69 C70 -178.7(6) . . . . ?
C76 N8 C72 C73 180.0(8) . . . . ?
Cu4 N8 C72 C73 2.8(13) . . . . ?
C76 N8 C72 C71 0.1(16) . . . . ?
Cu4 N8 C72 C71 -177.1(12) . . . . ?
N8 C72 C73 C74 7.4(17) . . . . ?
C71 C72 C73 C74 -172.6(13) . . . . ?
Cu4 O8 C74 C73 -3.3(10) . . . . ?
Cu4 O8 C74 C75 174.0(5) . . . . ?
C72 C73 C74 O8 -7.4(16) . . . . ?
C72 C73 C74 C75 175.5(10) . . . . ?
C72 N8 C76 C77 -91.7(8) . . . . ?
Cu4 N8 C76 C77 85.6(6) . . . . ?
C72 N8 C76 C81 94.0(8) . . . . ?
Cu4 N8 C76 C81 -88.7(6) . . . . ?
C81 C76 C77 C78 -2.1(9) . . . . ?
N8 C76 C77 C78 -176.2(5) . . . . ?
C81 C76 C77 C82 -179.1(6) . . . . ?
N8 C76 C77 C82 6.8(9) . . . . ?
C76 C77 C78 C79 1.8(9) . . . . ?
C82 C77 C78 C79 178.8(6) . . . . ?
C76 C77 C78 N1 -174.7(5) . . . . ?
C82 C77 C78 N1 2.3(8) . . . . ?
C1 N1 C78 C79 81.3(6) . . . . ?
Cu1 N1 C78 C79 -100.6(5) . . . . ?
C1 N1 C78 C77 -102.1(6) . . . . ?
Cu1 N1 C78 C77 76.0(5) . . . . ?
C77 C78 C79 C80 -1.4(9) . . . . ?
N1 C78 C79 C80 175.1(5) . . . . ?
C77 C78 C79 C83 179.4(6) . . . . ?
N1 C78 C79 C83 -4.1(8) . . . . ?
C78 C79 C80 C81 1.4(10) . . . . ?
C83 C79 C80 C81 -179.4(6) . . . . ?
C79 C80 C81 C76 -1.8(11) . . . . ?
C79 C80 C81 C84 179.4(7) . . . . ?
C77 C76 C81 C80 2.2(10) . . . . ?
N8 C76 C81 C80 176.3(6) . . . . ?
C77 C76 C81 C84 -179.0(7) . . . . ?
N8 C76 C81 C84 -4.8(10) . . . . ?
O5 C51 C50 C49 -176.5(10) . . . . ?
C46 C51 C50 C49 3.0(15) . . . . ?
C51 C46 C47 C48 1.3(16) . . . . ?
C45 C46 C47 C48 -178.8(10) . . . . ?
C46 C47 C48 C49 -1(2) . . . . ?
C47 C48 C49 C50 2(3) . . . . ?
C51 C50 C49 C48 -3(2) . . . . ?

_refine_diff_density_max         1.500
_refine_diff_density_min         -1.027
_refine_diff_density_rms         0.126


# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.069 0.336 0.052 71 5 ' '
2 0.069 0.164 0.552 71 5 ' '
3 0.156 0.458 0.208 8 1 ' '
4 0.156 0.042 0.708 8 1 ' '
5 0.250 0.796 0.000 221 29 ' '
6 0.250 0.704 0.500 221 29 ' '
7 0.344 0.042 0.292 8 1 ' '
8 0.344 0.458 0.792 8 1 ' '
9 0.431 0.164 0.448 71 5 ' '
10 0.431 0.336 0.948 71 5 ' '
11 0.569 0.664 0.052 71 5 ' '
12 0.569 0.836 0.552 71 5 ' '
13 0.656 0.542 0.208 8 1 ' '
14 0.656 0.958 0.708 8 1 ' '
15 0.750 0.204 0.000 221 29 ' '
16 0.750 0.296 0.500 221 29 ' '
17 0.844 0.958 0.292 8 1 ' '
18 0.844 0.542 0.792 8 1 ' '
19 0.931 0.836 0.448 71 5 ' '
20 0.931 0.664 0.948 71 5 ' '
_platon_squeeze_details          
;
;


