# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_H3L1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C14 H20 N2 O'
_chemical_formula_sum            'C14 H20 N2 O'
_chemical_compound_source        Synthesized
_exptl_crystal_recrystallization_method Methanol
_chemical_melting_point          ?

_exptl_crystal_description       Rod
_exptl_crystal_colour            White

_diffrn_ambient_temperature      292(2)
_chemical_formula_weight         232.32

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           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  ' -P 2ybc '
_symmetry_int_tables_number      14
_chemical_absolute_configuration syn

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

_cell_length_a                   8.3343(17)
_cell_length_b                   8.4636(17)
_cell_length_c                   18.908(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.09(3)
_cell_angle_gamma                90.00
_cell_volume                     1320.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             504
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9781
_exptl_absorpt_correction_T_max  0.9889
_exptl_absorpt_process_details   'Sortav (Blessing 1995)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12627
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.05
_diffrn_reflns_theta_max         27.44
_reflns_number_total             3016
_reflns_number_gt                1691
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX II (kappa 4)'
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        SHELXL
_computing_structure_solution    SHELXL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    wingx
_computing_publication_material  wingx

_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)+(0.1200P)²+0.0238P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.014
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3016
_refine_ls_number_parameters     160
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1032
_refine_ls_R_factor_gt           0.0578
_refine_ls_wR_factor_ref         0.2100
_refine_ls_wR_factor_gt          0.1712
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.091
_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
C5 C 0.7715(3) -0.1597(2) 0.43986(10) 0.0445(5) Uani 1 1 d . . .
C2 C 0.5562(3) 0.0797(2) 0.39041(10) 0.0441(5) Uani 1 1 d . . .
C3 C 0.4940(3) -0.0639(2) 0.41066(9) 0.0438(5) Uani 1 1 d . . .
C6 C 0.8263(3) -0.0149(2) 0.41866(10) 0.0486(5) Uani 1 1 d . . .
H4 H 0.9374 0.0010 0.4209 0.058 Uiso 1 1 calc R . .
C4 C 0.6045(3) -0.1839(2) 0.43627(10) 0.0449(5) Uani 1 1 d . . .
C1 C 0.7216(3) 0.1076(2) 0.39408(10) 0.0473(5) Uani 1 1 d . . .
C8 C 0.8898(3) -0.2885(3) 0.46600(13) 0.0617(6) Uani 1 1 d . . .
H8A H 0.9982 -0.2527 0.4638 0.093 Uiso 1 1 calc R . .
H8B H 0.8679 -0.3804 0.4364 0.093 Uiso 1 1 calc R . .
H8C H 0.8786 -0.3147 0.5145 0.093 Uiso 1 1 calc R . .
C9 C 0.3156(3) -0.0907(3) 0.40758(13) 0.0594(6) Uani 1 1 d . . .
H7A H 0.2586 0.0056 0.3938 0.089 Uiso 1 1 calc R . .
H7B H 0.2924 -0.1231 0.4537 0.089 Uiso 1 1 calc R . .
H7C H 0.2813 -0.1716 0.3732 0.089 Uiso 1 1 calc R . .
C7 C 0.7857(3) 0.2647(3) 0.37263(16) 0.0691(7) Uani 1 1 d . . .
H9A H 0.7297 0.2952 0.3268 0.104 Uiso 1 1 calc R . .
H9B H 0.8995 0.2557 0.3700 0.104 Uiso 1 1 calc R . .
H9C H 0.7687 0.3433 0.4075 0.104 Uiso 1 1 calc R . .
N2 N 0.5457(3) -0.3256(2) 0.46064(10) 0.0602(6) Uani 1 1 d . . .
H1A H 0.6122 -0.3982 0.4779 0.072 Uiso 1 1 calc R . .
H1B H 0.4430 -0.3403 0.4584 0.072 Uiso 1 1 calc R . .
N1 N 0.4444(2) 0.20573(19) 0.36578(9) 0.0495(5) Uani 1 1 d . . .
C12 C 0.2033(3) 0.4498(2) 0.32437(12) 0.0504(5) Uani 1 1 d . . .
C10 C 0.3708(3) 0.2210(2) 0.29845(11) 0.0485(5) Uani 1 1 d . . .
C11 C 0.2561(3) 0.3350(2) 0.27868(11) 0.0507(5) Uani 1 1 d . . .
H12 H 0.2092 0.3368 0.2311 0.061 Uiso 1 1 calc R . .
C13 C 0.0713(3) 0.5616(3) 0.29359(15) 0.0731(8) Uani 1 1 d . . .
H14A H 0.0474 0.6331 0.3301 0.110 Uiso 1 1 calc R . .
H14B H -0.0242 0.5026 0.2758 0.110 Uiso 1 1 calc R . .
H14C H 0.1067 0.6204 0.2552 0.110 Uiso 1 1 calc R . .
C14 C 0.4191(4) 0.1080(3) 0.24365(12) 0.0696(7) Uani 1 1 d . . .
H11A H 0.5320 0.1213 0.2401 0.104 Uiso 1 1 calc R . .
H11B H 0.3560 0.1291 0.1981 0.104 Uiso 1 1 calc R . .
H11C H 0.3999 0.0015 0.2578 0.104 Uiso 1 1 calc R . .
O1 O 0.2614(2) 0.46375(19) 0.38879(8) 0.0631(5) Uani 1 1 d . . .
H1 H 0.2967 0.3781 0.4042 0.095 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
C5 C6 1.386(3) . ?
C5 C4 1.399(3) . ?
C5 C8 1.506(3) . ?
C2 C1 1.390(3) . ?
C2 C3 1.396(3) . ?
C2 N1 1.449(3) . ?
C3 C4 1.410(3) . ?
C3 C9 1.497(3) . ?
C6 C1 1.393(3) . ?
C6 H4 0.9300 . ?
C4 N2 1.398(3) . ?
C1 C7 1.510(3) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H7A 0.9600 . ?
C9 H7B 0.9600 . ?
C9 H7C 0.9600 . ?
C7 H9A 0.9600 . ?
C7 H9B 0.9600 . ?
C7 H9C 0.9600 . ?
N2 H1A 0.8600 . ?
N2 H1B 0.8600 . ?
N1 C10 1.339(3) . ?
C12 O1 1.252(3) . ?
C12 C11 1.411(3) . ?
C12 C13 1.505(3) . ?
C10 C11 1.373(3) . ?
C10 C14 1.506(3) . ?
C11 H12 0.9300 . ?
C13 H14A 0.9600 . ?
C13 H14B 0.9600 . ?
C13 H14C 0.9600 . ?
C14 H11A 0.9600 . ?
C14 H11B 0.9600 . ?
C14 H11C 0.9600 . ?
O1 H1 0.8200 . ?

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
C6 C5 C4 118.77(18) . . ?
C6 C5 C8 120.5(2) . . ?
C4 C5 C8 120.70(19) . . ?
C1 C2 C3 122.55(18) . . ?
C1 C2 N1 118.62(18) . . ?
C3 C2 N1 118.82(19) . . ?
C2 C3 C4 118.11(19) . . ?
C2 C3 C9 121.75(19) . . ?
C4 C3 C9 120.11(19) . . ?
C5 C6 C1 122.5(2) . . ?
C5 C6 H4 118.7 . . ?
C1 C6 H4 118.7 . . ?
C5 C4 N2 120.15(18) . . ?
C5 C4 C3 120.57(18) . . ?
N2 C4 C3 119.2(2) . . ?
C2 C1 C6 117.44(19) . . ?
C2 C1 C7 121.47(19) . . ?
C6 C1 C7 121.1(2) . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C9 H7A 109.5 . . ?
C3 C9 H7B 109.5 . . ?
H7A C9 H7B 109.5 . . ?
C3 C9 H7C 109.5 . . ?
H7A C9 H7C 109.5 . . ?
H7B C9 H7C 109.5 . . ?
C1 C7 H9A 109.5 . . ?
C1 C7 H9B 109.5 . . ?
H9A C7 H9B 109.5 . . ?
C1 C7 H9C 109.5 . . ?
H9A C7 H9C 109.5 . . ?
H9B C7 H9C 109.5 . . ?
C4 N2 H1A 120.0 . . ?
C4 N2 H1B 120.0 . . ?
H1A N2 H1B 120.0 . . ?
C10 N1 C2 124.33(17) . . ?
O1 C12 C11 123.35(19) . . ?
O1 C12 C13 118.6(2) . . ?
C11 C12 C13 118.1(2) . . ?
N1 C10 C11 122.32(19) . . ?
N1 C10 C14 117.52(19) . . ?
C11 C10 C14 120.15(19) . . ?
C10 C11 C12 125.64(19) . . ?
C10 C11 H12 117.2 . . ?
C12 C11 H12 117.2 . . ?
C12 C13 H14A 109.5 . . ?
C12 C13 H14B 109.5 . . ?
H14A C13 H14B 109.5 . . ?
C12 C13 H14C 109.5 . . ?
H14A C13 H14C 109.5 . . ?
H14B C13 H14C 109.5 . . ?
C10 C14 H11A 109.5 . . ?
C10 C14 H11B 109.5 . . ?
H11A C14 H11B 109.5 . . ?
C10 C14 H11C 109.5 . . ?
H11A C14 H11C 109.5 . . ?
H11B C14 H11C 109.5 . . ?
C12 O1 H1 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
C1 C2 C3 C4 0.5(3) . . . . ?
N1 C2 C3 C4 -178.36(16) . . . . ?
C1 C2 C3 C9 178.86(18) . . . . ?
N1 C2 C3 C9 0.0(3) . . . . ?
C4 C5 C6 C1 0.2(3) . . . . ?
C8 C5 C6 C1 179.9(2) . . . . ?
C6 C5 C4 N2 -176.76(17) . . . . ?
C8 C5 C4 N2 3.4(3) . . . . ?
C6 C5 C4 C3 0.8(3) . . . . ?
C8 C5 C4 C3 -178.95(18) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C9 C3 C4 C5 -179.53(18) . . . . ?
C2 C3 C4 N2 176.46(16) . . . . ?
C9 C3 C4 N2 -1.9(3) . . . . ?
C3 C2 C1 C6 0.4(3) . . . . ?
N1 C2 C1 C6 179.31(17) . . . . ?
C3 C2 C1 C7 -179.28(19) . . . . ?
N1 C2 C1 C7 -0.4(3) . . . . ?
C5 C6 C1 C2 -0.8(3) . . . . ?
C5 C6 C1 C7 178.9(2) . . . . ?
C1 C2 N1 C10 96.3(2) . . . . ?
C3 C2 N1 C10 -84.8(3) . . . . ?
C2 N1 C10 C11 174.8(2) . . . . ?
C2 N1 C10 C14 -5.7(3) . . . . ?
N1 C10 C11 C12 1.1(3) . . . . ?
C14 C10 C11 C12 -178.5(2) . . . . ?
O1 C12 C11 C10 2.9(4) . . . . ?
C13 C12 C11 C10 -177.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.44
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.050
_database_code_depnum_ccdc_archive 'CCDC 885770'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C56 H76 Cu4 N8 O8, 4(N O3), 2(H2 O)'
_chemical_formula_sum            'C56 H80 Cu4 N12 O22 '
_exptl_crystal_recrystallization_method MeOH
_chemical_melting_point          ?

_exptl_crystal_description       Block
_exptl_crystal_colour            Black

_diffrn_ambient_temperature      292(2)
_chemical_formula_weight         1527.52

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   'P 2/n'
_symmetry_int_tables_number      13
_chemical_absolute_configuration ?

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

_cell_length_a                   17.4716(4)
_cell_length_b                   9.8593(2)
_cell_length_c                   19.5176(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.2570(10)
_cell_angle_gamma                90.00
_cell_volume                     3362.02(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1584
_exptl_absorpt_coefficient_mu    1.330
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6459
_exptl_absorpt_correction_T_max  0.7236
_exptl_absorpt_process_details   'Sortav (Blessing 1995)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            44267
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.31
_diffrn_reflns_theta_max         27.02
_reflns_number_total             7330
_reflns_number_gt                5213
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX II (kappa 4)'
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        SHELXL
_computing_structure_solution    SHELXL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    wingx
_computing_publication_material  wingx

_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)+(0.0905P)²+3.3783P] 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         7330
_refine_ls_number_parameters     444
_refine_ls_number_restraints     49
_refine_ls_R_factor_all          0.0819
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1621
_refine_ls_wR_factor_gt          0.1380
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.002

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 0.7199(2) 0.5382(4) 0.12556(18) 0.0337(8) Uani 1 1 d . . .
C2 C 0.7967(2) 0.5522(4) 0.09111(18) 0.0334(8) Uani 1 1 d . . .
C3 C 0.8067(2) 0.6039(4) 0.02797(19) 0.0346(9) Uani 1 1 d . . .
C4 C 0.7392(3) 0.6451(4) -0.0100(2) 0.0384(9) Uani 1 1 d . . .
C5 C 0.6619(2) 0.6321(5) 0.0191(2) 0.0414(10) Uani 1 1 d . . .
C6 C 0.6549(2) 0.5883(4) 0.08253(19) 0.0366(9) Uani 1 1 d . . .
H6 H 0.6063 0.5887 0.1018 0.044 Uiso 1 1 calc R . .
C7 C 0.7057(3) 0.3887(4) 0.1439(2) 0.0467(11) Uani 1 1 d . . .
H7A H 0.7475 0.3555 0.1712 0.070 Uiso 1 1 calc R . .
H7B H 0.7016 0.3362 0.1027 0.070 Uiso 1 1 calc R . .
H7C H 0.6590 0.3813 0.1694 0.070 Uiso 1 1 calc R . .
C8 C 0.5944(3) 0.6738(7) -0.0243(2) 0.0642(15) Uani 1 1 d . . .
H8A H 0.5480 0.6606 0.0011 0.096 Uiso 1 1 calc R . .
H8B H 0.5929 0.6197 -0.0652 0.096 Uiso 1 1 calc R . .
H8C H 0.5992 0.7678 -0.0365 0.096 Uiso 1 1 calc R . .
C9 C 0.8841(3) 0.6350(5) -0.0017(2) 0.0499(11) Uani 1 1 d . . .
H9A H 0.9227 0.6224 0.0329 0.075 Uiso 1 1 calc R . .
H9B H 0.8850 0.7272 -0.0174 0.075 Uiso 1 1 calc R . .
H9C H 0.8938 0.5751 -0.0395 0.075 Uiso 1 1 calc R . .
C10 C 0.5860(2) 0.4365(4) 0.3723(2) 0.0373(9) Uani 1 1 d . . .
C11 C 0.5274(2) 0.4210(5) 0.3241(2) 0.0434(10) Uani 1 1 d . . .
H11 H 0.4874 0.3638 0.3364 0.052 Uiso 1 1 calc R . .
C12 C 0.5218(2) 0.4807(4) 0.2604(2) 0.0398(9) Uani 1 1 d . . .
C13 C 0.4542(3) 0.4484(6) 0.2157(3) 0.0617(14) Uani 1 1 d . . .
H13A H 0.4583 0.4973 0.1733 0.092 Uiso 1 1 calc R . .
H13B H 0.4080 0.4745 0.2386 0.092 Uiso 1 1 calc R . .
H13C H 0.4530 0.3528 0.2065 0.092 Uiso 1 1 calc R . .
C14 C 0.5864(3) 0.3454(5) 0.4341(2) 0.0503(11) Uani 1 1 d . . .
H14A H 0.6292 0.3675 0.4629 0.075 Uiso 1 1 calc R . .
H14B H 0.5903 0.2526 0.4196 0.075 Uiso 1 1 calc R . .
H14C H 0.5398 0.3577 0.4592 0.075 Uiso 1 1 calc R . .
C15 C 0.6097(2) 0.9177(4) 0.27490(19) 0.0315(8) Uani 1 1 d . . .
C16 C 0.5702(2) 0.9021(4) 0.2061(2) 0.0321(8) Uani 1 1 d . . .
C17 C 0.4984(2) 0.8542(4) 0.1974(2) 0.0350(8) Uani 1 1 d . . .
C18 C 0.4540(2) 0.8244(4) 0.2585(2) 0.0391(9) Uani 1 1 d . . .
C19 C 0.4891(2) 0.8295(4) 0.3271(2) 0.0404(9) Uani 1 1 d . . .
C20 C 0.5621(2) 0.8678(4) 0.3322(2) 0.0367(9) Uani 1 1 d . . .
H20 H 0.5850 0.8628 0.3753 0.044 Uiso 1 1 calc R . .
C21 C 0.6289(3) 1.0672(4) 0.2873(2) 0.0444(10) Uani 1 1 d . . .
H21A H 0.6598 1.1005 0.2504 0.067 Uiso 1 1 calc R . .
H21B H 0.6566 1.0761 0.3297 0.067 Uiso 1 1 calc R . .
H21C H 0.5824 1.1189 0.2897 0.067 Uiso 1 1 calc R . .
C22 C 0.4418(3) 0.7898(6) 0.3875(2) 0.0591(13) Uani 1 1 d . . .
H22A H 0.4694 0.8098 0.4290 0.089 Uiso 1 1 calc R . .
H22B H 0.4309 0.6944 0.3855 0.089 Uiso 1 1 calc R . .
H22C H 0.3946 0.8398 0.3869 0.089 Uiso 1 1 calc R . .
C23 C 0.4628(3) 0.8255(5) 0.1288(2) 0.0529(12) Uani 1 1 d . . .
H23A H 0.5014 0.8288 0.0940 0.079 Uiso 1 1 calc R . .
H23B H 0.4242 0.8923 0.1191 0.079 Uiso 1 1 calc R . .
H23C H 0.4398 0.7370 0.1293 0.079 Uiso 1 1 calc R . .
C24 C 0.6114(2) 1.0202(4) 0.1033(2) 0.0394(9) Uani 1 1 d . . .
C25 C 0.6664(3) 1.0425(5) 0.0523(2) 0.0458(10) Uani 1 1 d . . .
H25 H 0.6527 1.1016 0.0172 0.055 Uiso 1 1 calc R . .
C26 C 0.7394(3) 0.9858(4) 0.0484(2) 0.0394(9) Uani 1 1 d . . .
C27 C 0.5413(3) 1.1085(5) 0.1018(3) 0.0600(14) Uani 1 1 d . . .
H27A H 0.5083 1.0841 0.1390 0.090 Uiso 1 1 calc R . .
H27B H 0.5147 1.0959 0.0592 0.090 Uiso 1 1 calc R . .
H27C H 0.5561 1.2018 0.1064 0.090 Uiso 1 1 calc R . .
C28 C 0.7924(3) 1.0285(5) -0.0083(2) 0.0559(13) Uani 1 1 d . . .
H28A H 0.8402 0.9812 -0.0037 0.084 Uiso 1 1 calc R . .
H28B H 0.8012 1.1244 -0.0055 0.084 Uiso 1 1 calc R . .
H28C H 0.7695 1.0070 -0.0517 0.084 Uiso 1 1 calc R . .
N1 N 0.62286(18) 0.9309(3) 0.15307(16) 0.0335(7) Uani 1 1 d . . .
N2 N 0.3826(2) 0.7890(4) 0.2522(2) 0.0529(10) Uani 1 1 d . . .
H2A H 0.3663 0.7741 0.2869 0.079 Uiso 1 1 calc R . .
N3 N 0.64371(18) 0.5232(3) 0.36221(15) 0.0335(7) Uani 1 1 d . . .
N4 N 0.7467(3) 0.7003(5) -0.06942(19) 0.0524(11) Uani 1 1 d . . .
H4A H 0.7884 0.7031 -0.0786 0.079 Uiso 1 1 calc R . .
N5 N 0.2587(3) 0.6561(6) 0.1183(3) 0.0885(18) Uani 1 1 d U . .
N6 N 0.1158(4) 0.1380(5) 0.1817(3) 0.0821(16) Uani 1 1 d U . .
O1 O 0.72647(14) 0.6193(3) 0.18623(12) 0.0284(5) Uani 1 1 d . . .
O2 O 0.57164(16) 0.5607(3) 0.23356(14) 0.0404(7) Uani 1 1 d . . .
O3 O 0.67847(14) 0.8378(3) 0.26993(12) 0.0284(5) Uani 1 1 d . . .
O4 O 0.76876(17) 0.9019(3) 0.09185(14) 0.0401(7) Uani 1 1 d . . .
O6 O 0.0719(2) 0.1219(4) 0.22948(19) 0.0669(10) Uani 1 1 d U . .
O9 O 0.2556(3) 0.7521(5) 0.1586(2) 0.0924(15) Uani 1 1 d U . .
O11 O 0.6630(3) 0.8892(6) 0.8506(3) 0.0942(16) Uani 1 1 d D . .
O21 O 0.1829(4) 0.0761(12) 0.1904(5) 0.210(4) Uani 1 1 d U . .
O22 O 0.1023(6) 0.1762(10) 0.1303(4) 0.250(6) Uani 1 1 d U . .
O23 O 0.3143(4) 0.6196(9) 0.0933(6) 0.208(5) Uani 1 1 d U . .
O25 O 0.2023(4) 0.5974(8) 0.1049(7) 0.258(6) Uani 1 1 d U . .
Cu1 Cu 0.72320(3) 0.85960(5) 0.17739(2) 0.03012(15) Uani 1 1 d . . .
Cu2 Cu 0.66885(3) 0.59842(5) 0.27365(2) 0.03052(15) Uani 1 1 d . . .
H2B H 0.356(3) 0.779(6) 0.206(3) 0.076(18) Uiso 1 1 d . . .
H4B H 0.712(3) 0.725(5) -0.088(2) 0.036(13) Uiso 1 1 d . . .
H11A H 0.634(4) 0.875(7) 0.806(4) 0.09(2) Uiso 1 1 d . . .
H11B H 0.703(5) 0.944(11) 0.826(6) 0.23(6) Uiso 1 1 d 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 O1 1.433(4) . ?
C1 C6 1.494(5) . ?
C1 C2 1.510(6) . ?
C1 C7 1.537(6) . ?
C2 C3 1.346(5) . ?
C2 N3 1.409(5) 2_655 ?
C3 C4 1.448(6) . ?
C3 C9 1.504(6) . ?
C4 N4 1.288(5) . ?
C4 C5 1.473(6) . ?
C5 C6 1.317(6) . ?
C5 C8 1.506(6) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N3 1.336(5) . ?
C10 C11 1.397(6) . ?
C10 C14 1.503(6) . ?
C11 C12 1.379(6) . ?
C11 H11 0.9300 . ?
C12 O2 1.288(5) . ?
C12 C13 1.499(6) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 O3 1.441(4) . ?
C15 C20 1.481(5) . ?
C15 C16 1.515(5) . ?
C15 C21 1.532(6) . ?
C16 C17 1.350(6) . ?
C16 N1 1.416(5) . ?
C17 C18 1.457(6) . ?
C17 C23 1.501(6) . ?
C18 N2 1.301(5) . ?
C18 C19 1.470(6) . ?
C19 C20 1.333(6) . ?
C19 C22 1.496(6) . ?
C20 H20 0.9300 . ?
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 N1 1.326(5) . ?
C24 C25 1.404(6) . ?
C24 C27 1.503(6) . ?
C25 C26 1.395(6) . ?
C25 H25 0.9300 . ?
C26 O4 1.290(5) . ?
C26 C28 1.505(6) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N1 Cu1 1.946(3) . ?
N2 H2A 0.7500 . ?
N2 H2B 1.02(6) . ?
N3 C2 1.409(5) 2_655 ?
N3 Cu2 1.933(3) . ?
N4 H4A 0.7500 . ?
N4 H4B 0.75(4) . ?
N5 O23 1.147(7) . ?
N5 O25 1.172(8) . ?
N5 O9 1.232(6) . ?
N6 O22 1.096(8) . ?
N6 O6 1.220(6) . ?
N6 O21 1.333(9) . ?
O1 Cu2 1.996(2) . ?
O1 Cu2 1.997(2) 2_655 ?
O1 Cu1 2.376(3) . ?
O2 Cu2 1.903(3) . ?
O3 Cu1 1.983(2) . ?
O3 Cu1 2.010(2) 2_655 ?
O3 Cu2 2.367(3) . ?
O4 Cu1 1.899(3) . ?
O11 H11A 1.01(7) . ?
O11 H11B 1.01(2) . ?
Cu1 O3 2.010(2) 2_655 ?
Cu1 Cu1 2.9811(9) 2_655 ?
Cu2 O1 1.997(2) 2_655 ?
Cu2 Cu2 2.9862(9) 2_655 ?

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
O1 C1 C6 109.7(3) . . ?
O1 C1 C2 104.4(3) . . ?
C6 C1 C2 113.2(3) . . ?
O1 C1 C7 110.8(3) . . ?
C6 C1 C7 109.0(3) . . ?
C2 C1 C7 109.7(3) . . ?
C3 C2 N3 124.8(4) . 2_655 ?
C3 C2 C1 124.1(4) . . ?
N3 C2 C1 110.4(3) 2_655 . ?
C2 C3 C4 117.8(4) . . ?
C2 C3 C9 123.3(4) . . ?
C4 C3 C9 118.5(4) . . ?
N4 C4 C3 119.5(4) . . ?
N4 C4 C5 118.8(4) . . ?
C3 C4 C5 121.6(4) . . ?
C6 C5 C4 118.8(4) . . ?
C6 C5 C8 122.8(4) . . ?
C4 C5 C8 118.4(4) . . ?
C5 C6 C1 124.2(4) . . ?
C5 C6 H6 117.9 . . ?
C1 C6 H6 117.9 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N3 C10 C11 121.5(4) . . ?
N3 C10 C14 120.0(4) . . ?
C11 C10 C14 118.4(4) . . ?
C12 C11 C10 127.6(4) . . ?
C12 C11 H11 116.2 . . ?
C10 C11 H11 116.2 . . ?
O2 C12 C11 125.6(4) . . ?
O2 C12 C13 115.2(4) . . ?
C11 C12 C13 119.1(4) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 C20 109.9(3) . . ?
O3 C15 C16 105.2(3) . . ?
C20 C15 C16 112.4(3) . . ?
O3 C15 C21 110.8(3) . . ?
C20 C15 C21 108.9(3) . . ?
C16 C15 C21 109.7(3) . . ?
C17 C16 N1 125.7(4) . . ?
C17 C16 C15 124.5(4) . . ?
N1 C16 C15 109.5(3) . . ?
C16 C17 C18 117.8(4) . . ?
C16 C17 C23 124.1(4) . . ?
C18 C17 C23 118.2(4) . . ?
N2 C18 C17 119.4(4) . . ?
N2 C18 C19 119.5(4) . . ?
C17 C18 C19 121.1(4) . . ?
C20 C19 C18 118.3(4) . . ?
C20 C19 C22 123.1(4) . . ?
C18 C19 C22 118.6(4) . . ?
C19 C20 C15 125.2(4) . . ?
C19 C20 H20 117.4 . . ?
C15 C20 H20 117.4 . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C17 C23 H23A 109.5 . . ?
C17 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C17 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N1 C24 C25 121.4(4) . . ?
N1 C24 C27 121.3(4) . . ?
C25 C24 C27 117.2(4) . . ?
C26 C25 C24 127.2(4) . . ?
C26 C25 H25 116.4 . . ?
C24 C25 H25 116.4 . . ?
O4 C26 C25 125.6(4) . . ?
O4 C26 C28 114.8(4) . . ?
C25 C26 C28 119.6(4) . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C24 N1 C16 124.9(3) . . ?
C24 N1 Cu1 123.5(3) . . ?
C16 N1 Cu1 109.7(2) . . ?
C18 N2 H2A 109.5 . . ?
C18 N2 H2B 123(3) . . ?
H2A N2 H2B 127.0 . . ?
C10 N3 C2 126.1(3) . 2_655 ?
C10 N3 Cu2 123.5(3) . . ?
C2 N3 Cu2 109.3(2) 2_655 . ?
C4 N4 H4A 109.5 . . ?
C4 N4 H4B 120(4) . . ?
H4A N4 H4B 130.4 . . ?
O23 N5 O25 117.5(7) . . ?
O23 N5 O9 123.5(7) . . ?
O25 N5 O9 118.9(7) . . ?
O22 N6 O6 127.7(8) . . ?
O22 N6 O21 117.3(7) . . ?
O6 N6 O21 113.5(6) . . ?
C1 O1 Cu2 127.6(2) . . ?
C1 O1 Cu2 109.7(2) . 2_655 ?
Cu2 O1 Cu2 96.82(10) . 2_655 ?
C1 O1 Cu1 119.7(2) . . ?
Cu2 O1 Cu1 98.79(10) . . ?
Cu2 O1 Cu1 98.80(10) 2_655 . ?
C12 O2 Cu2 123.8(3) . . ?
C15 O3 Cu1 109.5(2) . . ?
C15 O3 Cu1 128.2(2) . 2_655 ?
Cu1 O3 Cu1 96.60(10) . 2_655 ?
C15 O3 Cu2 118.9(2) . . ?
Cu1 O3 Cu2 99.46(10) . . ?
Cu1 O3 Cu2 98.73(10) 2_655 . ?
C26 O4 Cu1 123.5(3) . . ?
H11A O11 H11B 91(7) . . ?
O4 Cu1 N1 94.99(13) . . ?
O4 Cu1 O3 173.23(12) . . ?
N1 Cu1 O3 84.44(11) . . ?
O4 Cu1 O3 96.46(11) . 2_655 ?
N1 Cu1 O3 158.55(12) . 2_655 ?
O3 Cu1 O3 82.06(10) . 2_655 ?
O4 Cu1 O1 105.82(11) . . ?
N1 Cu1 O1 113.53(12) . . ?
O3 Cu1 O1 80.51(9) . . ?
O3 Cu1 O1 80.55(10) 2_655 . ?
O4 Cu1 Cu1 134.81(10) . 2_655 ?
N1 Cu1 Cu1 120.72(9) . 2_655 ?
O3 Cu1 Cu1 42.04(7) . 2_655 ?
O3 Cu1 Cu1 41.36(7) 2_655 2_655 ?
O1 Cu1 Cu1 85.62(6) . 2_655 ?
O2 Cu2 N3 94.97(12) . . ?
O2 Cu2 O1 96.97(11) . . ?
N3 Cu2 O1 157.13(12) . . ?
O2 Cu2 O1 174.42(12) . 2_655 ?
N3 Cu2 O1 84.27(12) . 2_655 ?
O1 Cu2 O1 81.95(10) . 2_655 ?
O2 Cu2 O3 104.22(11) . . ?
N3 Cu2 O3 115.25(11) . . ?
O1 Cu2 O3 80.49(9) . . ?
O1 Cu2 O3 81.04(9) 2_655 . ?
O2 Cu2 Cu2 136.03(9) . 2_655 ?
N3 Cu2 Cu2 119.75(10) . 2_655 ?
O1 Cu2 Cu2 41.60(7) . 2_655 ?
O1 Cu2 Cu2 41.57(7) 2_655 2_655 ?
O3 Cu2 Cu2 85.57(6) . 2_655 ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        27.02
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.130
_refine_diff_density_min         -0.949
_refine_diff_density_rms         0.112
_database_code_depnum_ccdc_archive 'CCDC 876108'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C56 H76 Cu4 N8 O8, 4(N O3), 2(H2 O)'
_chemical_formula_sum            'C56 H80 Cu4 N12 O22'
_exptl_crystal_recrystallization_method MeOH
_chemical_melting_point          ?

_exptl_crystal_description       block
_exptl_crystal_colour            black

_diffrn_ambient_temperature      292(2)
_chemical_formula_weight         1527.52

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   'P 2/n'
_symmetry_int_tables_number      13
_chemical_absolute_configuration ?

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

_cell_length_a                   17.4218(4)
_cell_length_b                   9.8690(2)
_cell_length_c                   19.5378(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.2900(10)
_cell_angle_gamma                90.00
_cell_volume                     3359.20(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.27
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1584
_exptl_absorpt_coefficient_mu    1.332
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6603
_exptl_absorpt_correction_T_max  0.7151
_exptl_absorpt_process_details   'Sortav (Blessing 1995)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          ?
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            44278
_diffrn_reflns_av_R_equivalents  0.0531
_diffrn_reflns_av_sigmaI/netI    0.0431
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.31
_diffrn_reflns_theta_max         26.99
_reflns_number_total             7331
_reflns_number_gt                5214
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX II (kappa 4)'
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        SHELXL
_computing_structure_solution    SHELXL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    wingx
_computing_publication_material  wingx

_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)+(0.0895P)²+4.1837P] 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         7331
_refine_ls_number_parameters     418
_refine_ls_number_restraints     62
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1631
_refine_ls_wR_factor_gt          0.1393
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.045
_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 0.7199(2) 0.5383(4) 0.12555(19) 0.0338(8) Uani 1 1 d . . .
C2 C 0.7967(2) 0.5522(4) 0.09112(18) 0.0333(8) Uani 1 1 d . . .
C3 C 0.8066(2) 0.6038(4) 0.02797(19) 0.0347(9) Uani 1 1 d . . .
C4 C 0.7392(3) 0.6452(4) -0.0101(2) 0.0384(9) Uani 1 1 d . . .
C5 C 0.6619(2) 0.6321(5) 0.0191(2) 0.0413(10) Uani 1 1 d . . .
C6 C 0.6549(2) 0.5882(4) 0.0826(2) 0.0367(9) Uani 1 1 d . . .
H6 H 0.6062 0.5884 0.1018 0.044 Uiso 1 1 calc R . .
C7 C 0.7057(2) 0.3871(4) 0.14286(17) 0.0464(11) Uani 1 1 d . . .
H7A H 0.7474 0.3533 0.1702 0.070 Uiso 1 1 calc R . .
H7B H 0.7021 0.3357 0.1012 0.070 Uiso 1 1 calc R . .
H7C H 0.6586 0.3786 0.1679 0.070 Uiso 1 1 calc R . .
C8 C 0.5947(2) 0.6785(4) -0.02313(17) 0.0656(15) Uani 1 1 d R . .
H8A H 0.5482 0.6653 0.0022 0.098 Uiso 1 1 calc R . .
H8B H 0.5923 0.6269 -0.0648 0.098 Uiso 1 1 calc R . .
H8C H 0.6004 0.7728 -0.0338 0.098 Uiso 1 1 calc R . .
C9 C 0.8841(3) 0.6351(5) -0.0018(2) 0.0499(11) Uani 1 1 d . . .
H9A H 0.9230 0.6223 0.0326 0.075 Uiso 1 1 calc R . .
H9B H 0.8850 0.7273 -0.0174 0.075 Uiso 1 1 calc R . .
H9C H 0.8938 0.5755 -0.0397 0.075 Uiso 1 1 calc R . .
C10 C 0.9139(2) 0.4365(4) 0.1277(2) 0.0373(9) Uani 1 1 d . . .
C11 C 0.9727(3) 0.4208(5) 0.1760(2) 0.0437(10) Uani 1 1 d . . .
H11 H 1.0127 0.3634 0.1638 0.052 Uiso 1 1 calc R . .
C12 C 0.9783(2) 0.4808(4) 0.2396(2) 0.0399(9) Uani 1 1 d . . .
C13 C 1.0458(3) 0.4486(6) 0.2845(3) 0.0615(14) Uani 1 1 d . . .
H13A H 1.0415 0.4976 0.3268 0.092 Uiso 1 1 calc R . .
H13B H 1.0922 0.4744 0.2618 0.092 Uiso 1 1 calc R . .
H13C H 1.0468 0.3531 0.2938 0.092 Uiso 1 1 calc R . .
C14 C 0.9136(3) 0.3455(5) 0.0659(2) 0.0503(12) Uani 1 1 d . . .
H14A H 0.8707 0.3677 0.0370 0.075 Uiso 1 1 calc R . .
H14B H 0.9097 0.2528 0.0803 0.075 Uiso 1 1 calc R . .
H14C H 0.9604 0.3579 0.0409 0.075 Uiso 1 1 calc R . .
C15 C 0.6097(2) 0.9176(4) 0.2749(2) 0.0317(8) Uani 1 1 d . . .
C16 C 0.56166(10) 0.86674(17) 0.33232(9) 0.0371(9) Uani 1 1 d . . .
H16 H 0.5848 0.8597 0.3752 0.044 Uiso 1 1 calc R . .
C17 C 0.48911(10) 0.83090(17) 0.32731(9) 0.0405(9) Uani 1 1 d R . .
C18 C 0.45438(10) 0.82500(17) 0.25930(9) 0.0389(9) Uani 1 1 d R . .
C19 C 0.49823(10) 0.85302(17) 0.19700(9) 0.0351(9) Uani 1 1 d R . .
C20 C 0.57045(10) 0.90224(17) 0.20591(9) 0.0322(8) Uani 1 1 d R . .
C21 C 0.62904(10) 1.06754(17) 0.28690(9) 0.0446(10) Uani 1 1 d R . .
H21A H 0.6599 1.1003 0.2498 0.067 Uiso 1 1 calc R . .
H21B H 0.6569 1.0769 0.3291 0.067 Uiso 1 1 calc R . .
H21C H 0.5824 1.1192 0.2892 0.067 Uiso 1 1 calc R . .
C22 C 0.4628(3) 0.8254(5) 0.1288(2) 0.0526(12) Uani 1 1 d . . .
H22A H 0.4246 0.8929 0.1191 0.079 Uiso 1 1 calc R . .
H22B H 0.4392 0.7374 0.1292 0.079 Uiso 1 1 calc R . .
H22C H 0.5017 0.8280 0.0942 0.079 Uiso 1 1 calc R . .
C23 C 0.4418(3) 0.7897(6) 0.3876(3) 0.0594(14) Uani 1 1 d . . .
H23A H 0.4701 0.8066 0.4290 0.089 Uiso 1 1 calc R . .
H23B H 0.4299 0.6949 0.3844 0.089 Uiso 1 1 calc R . .
H23C H 0.3950 0.8412 0.3880 0.089 Uiso 1 1 calc R . .
C24 C 0.6114(2) 1.0201(4) 0.1033(2) 0.0395(9) Uani 1 1 d . . .
C25 C 0.6664(3) 1.0425(5) 0.0523(2) 0.0457(10) Uani 1 1 d . . .
H25 H 0.6525 1.1017 0.0173 0.055 Uiso 1 1 calc R . .
C26 C 0.7394(3) 0.9856(4) 0.0484(2) 0.0394(9) Uani 1 1 d . . .
C27 C 0.5414(3) 1.1084(5) 0.1018(3) 0.0601(14) Uani 1 1 d . . .
H27A H 0.5083 1.0844 0.1389 0.090 Uiso 1 1 calc R . .
H27B H 0.5147 1.0960 0.0591 0.090 Uiso 1 1 calc R . .
H27C H 0.5565 1.2016 0.1063 0.090 Uiso 1 1 calc R . .
C28 C 0.79172(10) 1.02995(18) -0.00868(8) 0.0555(13) Uani 1 1 d . . .
H28A H 0.8399 0.9833 -0.0047 0.083 Uiso 1 1 calc R . .
H28B H 0.8002 1.1259 -0.0056 0.083 Uiso 1 1 calc R . .
H28C H 0.7684 1.0089 -0.0520 0.083 Uiso 1 1 calc R . .
N1 N 0.85665(10) 0.52319(18) 0.13809(8) 0.0335(7) Uani 1 1 d R . .
N3 N 0.62305(10) 0.93049(18) 0.15327(8) 0.0336(7) Uani 1 1 d R . .
N4 N 0.38230(10) 0.78848(18) 0.25143(8) 0.0531(10) Uani 1 1 d R . .
H4A H 0.3652 0.7734 0.2858 0.080 Uiso 1 1 calc R . .
N2 N 0.74672(10) 0.70123(18) -0.06933(8) 0.0518(11) Uani 1 1 d R . .
N6 N 0.2586(3) 0.6560(6) 0.1184(3) 0.0867(18) Uani 1 1 d . . .
N5 N 0.1151(4) 0.1377(5) 0.1819(3) 0.0801(16) Uani 1 1 d . . .
O1 O 0.72648(14) 0.6193(3) 0.18622(12) 0.0285(5) Uani 1 1 d . . .
O2 O 0.92838(16) 0.5608(3) 0.26641(14) 0.0401(7) Uani 1 1 d . . .
O3 O 0.67851(14) 0.8378(3) 0.26993(12) 0.0284(5) Uani 1 1 d . . .
O4 O 0.76873(17) 0.9018(3) 0.09187(14) 0.0400(7) Uani 1 1 d . . .
O6 O 0.0719(2) 0.1219(4) 0.2295(2) 0.0665(10) Uani 1 1 d U . .
O9 O 0.2555(3) 0.7521(5) 0.1587(2) 0.0924(15) Uani 1 1 d U . .
O5 O 0.1821(4) 0.0802(14) 0.1903(5) 0.234(6) Uani 1 1 d U . .
O7 O 0.1013(6) 0.1757(10) 0.1298(4) 0.250(7) Uani 1 1 d U . .
O10 O 0.3144(4) 0.6204(9) 0.0927(6) 0.209(5) Uani 1 1 d U . .
O8 O 0.2025(4) 0.5974(9) 0.1050(7) 0.267(7) Uani 1 1 d U . .
Cu1 Cu 0.72320(3) 0.85959(5) 0.17739(2) 0.03011(15) Uani 1 1 d . . .
Cu2 Cu 0.83116(3) 0.59841(5) 0.22635(2) 0.03055(15) Uani 1 1 d . . .
O11 O 0.6628(3) 0.8885(6) 0.8504(3) 0.0938(16) Uani 1 1 d DU . .
H2A H 0.709(3) 0.724(5) -0.089(2) 0.049(15) Uiso 1 1 d . . .
H2B H 0.783(4) 0.720(7) -0.083(3) 0.09(2) Uiso 1 1 d . . .
H4B H 0.353(3) 0.782(6) 0.204(3) 0.086(19) Uiso 1 1 d . . .
H11A H 0.706(3) 0.949(7) 0.836(4) 0.121(17) Uiso 1 1 d DU . .
H11B H 0.632(4) 0.878(7) 0.805(4) 0.094(15) Uiso 1 1 d U . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.434(4) . ?
C1 C6 1.490(5) . ?
C1 C2 1.506(6) . ?
C1 C7 1.550(5) . ?
C2 C3 1.347(5) . ?
C2 N1 1.417(4) . ?
C3 C4 1.446(6) . ?
C3 C9 1.505(6) . ?
C4 N2 1.290(4) . ?
C4 C5 1.470(6) . ?
C5 C6 1.320(6) . ?
C5 C8 1.501(5) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 N1 1.330(4) . ?
C10 C11 1.399(6) . ?
C10 C14 1.505(6) . ?
C11 C12 1.380(6) . ?
C11 H11 0.9300 . ?
C12 O2 1.287(5) . ?
C12 C13 1.498(6) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 O3 1.439(4) . ?
C15 C16 1.490(4) . ?
C15 C20 1.516(4) . ?
C15 C21 1.535(4) . ?
C16 C17 1.3157 . ?
C16 H16 0.9300 . ?
C17 C18 1.4585 . ?
C17 C23 1.498(5) . ?
C18 N4 1.315(2) . ?
C18 C19 1.4666 . ?
C19 C20 1.3591 . ?
C19 C22 1.491(5) . ?
C20 N3 1.409(2) . ?
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 N3 1.332(4) . ?
C24 C25 1.403(6) . ?
C24 C27 1.499(6) . ?
C25 C26 1.393(6) . ?
C25 H25 0.9300 . ?
C26 O4 1.290(5) . ?
C26 C28 1.509(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N1 Cu2 1.9311(17) . ?
N3 Cu1 1.9359(18) . ?
N4 H4A 0.7500 . ?
N4 H4B 1.06(6) . ?
N2 H2A 0.79(5) . ?
N2 H2B 0.71(6) . ?
N6 O10 1.152(8) . ?
N6 O8 1.166(8) . ?
N6 O9 1.232(7) . ?
N5 O7 1.109(8) . ?
N5 O6 1.211(6) . ?
N5 O5 1.307(10) . ?
O1 Cu2 1.992(3) . ?
O1 Cu2 1.997(2) 2_655 ?
O1 Cu1 2.378(3) . ?
O2 Cu2 1.899(3) . ?
O3 Cu1 1.984(2) . ?
O3 Cu1 2.005(2) 2_655 ?
O3 Cu2 2.370(3) 2_655 ?
O4 Cu1 1.899(3) . ?
Cu1 O3 2.005(2) 2_655 ?
Cu1 Cu1 2.9825(9) 2_655 ?
Cu2 O1 1.997(2) 2_655 ?
Cu2 O3 2.370(3) 2_655 ?
Cu2 Cu2 2.9794(9) 2_655 ?
O11 H11A 1.00(2) . ?
O11 H11B 1.04(7) . ?

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
O1 C1 C6 109.8(3) . . ?
O1 C1 C2 104.5(3) . . ?
C6 C1 C2 113.1(3) . . ?
O1 C1 C7 111.7(3) . . ?
C6 C1 C7 108.6(3) . . ?
C2 C1 C7 109.2(3) . . ?
C3 C2 N1 124.9(4) . . ?
C3 C2 C1 124.2(4) . . ?
N1 C2 C1 110.2(3) . . ?
C2 C3 C4 118.0(4) . . ?
C2 C3 C9 123.5(4) . . ?
C4 C3 C9 118.1(4) . . ?
N2 C4 C3 119.8(4) . . ?
N2 C4 C5 118.9(4) . . ?
C3 C4 C5 121.3(4) . . ?
C6 C5 C4 118.8(4) . . ?
C6 C5 C8 122.7(4) . . ?
C4 C5 C8 118.3(4) . . ?
C5 C6 C1 124.4(4) . . ?
C5 C6 H6 117.8 . . ?
C1 C6 H6 117.8 . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C11 121.0(3) . . ?
N1 C10 C14 120.5(4) . . ?
C11 C10 C14 118.3(4) . . ?
C12 C11 C10 127.4(4) . . ?
C12 C11 H11 116.3 . . ?
C10 C11 H11 116.3 . . ?
O2 C12 C11 125.8(4) . . ?
O2 C12 C13 114.9(4) . . ?
C11 C12 C13 119.2(4) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 C16 109.7(3) . . ?
O3 C15 C20 104.9(3) . . ?
C16 C15 C20 112.5(3) . . ?
O3 C15 C21 110.8(3) . . ?
C16 C15 C21 109.5(3) . . ?
C20 C15 C21 109.3(3) . . ?
C17 C16 C15 125.29(16) . . ?
C17 C16 H16 117.4 . . ?
C15 C16 H16 117.4 . . ?
C16 C17 C18 118.2 . . ?
C16 C17 C23 123.2(2) . . ?
C18 C17 C23 118.6(2) . . ?
N4 C18 C17 120.60(10) . . ?
N4 C18 C19 117.13(10) . . ?
C17 C18 C19 122.2 . . ?
C20 C19 C18 116.6 . . ?
C20 C19 C22 124.0(2) . . ?
C18 C19 C22 119.5(2) . . ?
C19 C20 N3 125.62(10) . . ?
C19 C20 C15 124.23(16) . . ?
N3 C20 C15 109.73(19) . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C17 C23 H23A 109.5 . . ?
C17 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C17 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N3 C24 C25 121.5(4) . . ?
N3 C24 C27 121.5(4) . . ?
C25 C24 C27 116.9(4) . . ?
C26 C25 C24 127.1(4) . . ?
C26 C25 H25 116.5 . . ?
C24 C25 H25 116.5 . . ?
O4 C26 C25 125.5(4) . . ?
O4 C26 C28 115.7(3) . . ?
C25 C26 C28 118.7(3) . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C10 N1 C2 125.6(3) . . ?
C10 N1 Cu2 124.0(2) . . ?
C2 N1 Cu2 109.18(18) . . ?
C24 N3 C20 124.7(2) . . ?
C24 N3 Cu1 123.5(2) . . ?
C20 N3 Cu1 109.85(12) . . ?
C18 N4 H4A 109.5 . . ?
C18 N4 H4B 125(3) . . ?
H4A N4 H4B 125.7 . . ?
C4 N2 H2A 119(4) . . ?
C4 N2 H2B 123(5) . . ?
H2A N2 H2B 118(6) . . ?
O10 N6 O8 117.3(7) . . ?
O10 N6 O9 123.6(7) . . ?
O8 N6 O9 119.1(7) . . ?
O7 N5 O6 128.0(8) . . ?
O7 N5 O5 116.9(7) . . ?
O6 N5 O5 113.9(7) . . ?
C1 O1 Cu2 109.6(2) . . ?
C1 O1 Cu2 127.7(2) . 2_655 ?
Cu2 O1 Cu2 96.65(10) . 2_655 ?
C1 O1 Cu1 119.6(2) . . ?
Cu2 O1 Cu1 98.83(10) . . ?
Cu2 O1 Cu1 98.82(10) 2_655 . ?
C12 O2 Cu2 123.7(3) . . ?
C15 O3 Cu1 109.5(2) . . ?
C15 O3 Cu1 128.1(2) . 2_655 ?
Cu1 O3 Cu1 96.78(10) . 2_655 ?
C15 O3 Cu2 119.0(2) . 2_655 ?
Cu1 O3 Cu2 99.46(10) . 2_655 ?
Cu1 O3 Cu2 98.73(10) 2_655 2_655 ?
C26 O4 Cu1 123.7(3) . . ?
O4 Cu1 N3 94.97(10) . . ?
O4 Cu1 O3 173.24(12) . . ?
N3 Cu1 O3 84.47(9) . . ?
O4 Cu1 O3 96.64(11) . 2_655 ?
N3 Cu1 O3 158.45(9) . 2_655 ?
O3 Cu1 O3 81.87(10) . 2_655 ?
O4 Cu1 O1 105.81(11) . . ?
N3 Cu1 O1 113.54(8) . . ?
O3 Cu1 O1 80.51(10) . . ?
O3 Cu1 O1 80.54(10) 2_655 . ?
O4 Cu1 Cu1 134.97(10) . 2_655 ?
N3 Cu1 Cu1 120.60(5) . 2_655 ?
O3 Cu1 Cu1 41.88(7) . 2_655 ?
O3 Cu1 Cu1 41.34(7) 2_655 2_655 ?
O1 Cu1 Cu1 85.63(6) . 2_655 ?
O2 Cu2 N1 94.84(10) . . ?
O2 Cu2 O1 174.48(12) . . ?
N1 Cu2 O1 84.42(9) . . ?
O2 Cu2 O1 96.83(11) . 2_655 ?
N1 Cu2 O1 157.32(9) . 2_655 ?
O1 Cu2 O1 82.11(10) . 2_655 ?
O2 Cu2 O3 104.20(11) . 2_655 ?
N1 Cu2 O3 115.30(8) . 2_655 ?
O1 Cu2 O3 81.00(9) . 2_655 ?
O1 Cu2 O3 80.47(9) 2_655 2_655 ?
O2 Cu2 Cu2 135.90(9) . 2_655 ?
N1 Cu2 Cu2 120.00(6) . 2_655 ?
O1 Cu2 Cu2 41.73(7) . 2_655 ?
O1 Cu2 Cu2 41.62(7) 2_655 2_655 ?
O3 Cu2 Cu2 85.57(6) 2_655 2_655 ?
H11A O11 H11B 101(6) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.99
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.036
_refine_diff_density_min         -0.990
_refine_diff_density_rms         0.113
_database_code_depnum_ccdc_archive 'CCDC 876109'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C28 H38 Cu N4 O2'
_chemical_formula_sum            'C28 H38 Cu N4 O2'
_chemical_compound_source        Synthesized
_chemical_melting_point          ?

_exptl_crystal_description       Rod
_exptl_crystal_colour            Black

_diffrn_ambient_temperature      292(2)
_chemical_formula_weight         526.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  ' -C 2yc'
_symmetry_int_tables_number      15
_chemical_absolute_configuration syn

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                   13.5908(3)
_cell_length_b                   11.6711(3)
_cell_length_c                   17.6727(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.023(2)
_cell_angle_gamma                90.00
_cell_volume                     2775.80(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1116
_exptl_absorpt_coefficient_mu    0.817
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7917
_exptl_absorpt_correction_T_max  0.8873
_exptl_absorpt_process_details   'Sortav (Blessing 1995)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24468
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.31
_diffrn_reflns_theta_max         30.52
_reflns_number_total             4230
_reflns_number_gt                3207
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX II (kappa 4)'
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        SHELXL
_computing_structure_solution    SHELXL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    wingx
_computing_publication_material  wingx

_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)+(0.1115P)²+0.5258P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0000
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4230
_refine_ls_number_parameters     163
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_gt           0.0577
_refine_ls_wR_factor_ref         0.1755
_refine_ls_wR_factor_gt          0.1617
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.294
_refine_ls_shift/su_max          0.048
_refine_ls_shift/su_mean         0.006

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 0.5000 0.42593(4) 0.2500 0.0388(2) Uani 1 2 d S . .
O1 O 0.61182(15) 0.4581(2) 0.20005(13) 0.0480(5) Uani 1 1 d . . .
N1 N 0.41636(16) 0.3873(3) 0.15329(14) 0.0443(5) Uani 1 1 d . . .
N3 N 0.1016(3) 0.2164(4) 0.1989(3) 0.0991(14) Uani 1 1 d . . .
H3A H 0.1306 0.1566 0.2197 0.119 Uiso 1 1 d RD . .
H3B H 0.0380 0.2219 0.1940 0.119 Uiso 1 1 d RD . .
C1 C 0.2607(2) 0.4900(3) 0.1222(2) 0.0571(8) Uani 1 1 d . . .
C2 C 0.3096(2) 0.3912(3) 0.14981(17) 0.0454(6) Uani 1 1 d . . .
C3 C 0.2593(2) 0.2992(3) 0.1758(2) 0.0532(8) Uani 1 1 d DU . .
C4 C 0.1541(3) 0.3064(4) 0.1703(2) 0.0653(10) Uani 1 1 d DU . .
C5 C 0.1048(3) 0.4046(4) 0.1407(3) 0.0711(11) Uani 1 1 d . . .
C6 C 0.1573(3) 0.4930(4) 0.1183(2) 0.0706(11) Uani 1 1 d . . .
H6 H 0.1235 0.5586 0.0994 0.085 Uiso 1 1 calc R . .
C7 C 0.3157(3) 0.1976(4) 0.2115(3) 0.0774(11) Uani 1 1 d . . .
H7A H 0.2698 0.1421 0.2262 0.116 Uiso 1 1 calc RD . .
H7B H 0.3597 0.2219 0.2559 0.116 Uiso 1 1 calc R . .
H7C H 0.3537 0.1638 0.1754 0.116 Uiso 1 1 calc R . .
C8 C -0.0111(3) 0.4213(6) 0.1272(4) 0.124(3) Uani 1 1 d . . .
H8A H -0.0426 0.3546 0.1446 0.185 Uiso 1 1 calc RD . .
H8B H -0.0330 0.4324 0.0737 0.185 Uiso 1 1 calc R . .
H8C H -0.0284 0.4872 0.1551 0.185 Uiso 1 1 calc R . .
C9 C 0.3165(4) 0.5929(4) 0.0996(3) 0.0822(13) Uani 1 1 d . . .
H9A H 0.2719 0.6421 0.0676 0.123 Uiso 1 1 calc R . .
H9B H 0.3690 0.5683 0.0722 0.123 Uiso 1 1 calc R . .
H9C H 0.3443 0.6339 0.1447 0.123 Uiso 1 1 calc R . .
C10 C 0.4536(2) 0.3531(3) 0.09242(18) 0.0509(7) Uani 1 1 d . . .
C11 C 0.5569(2) 0.3542(3) 0.0879(2) 0.0572(8) Uani 1 1 d . . .
H11 H 0.5783 0.3146 0.0475 0.069 Uiso 1 1 calc R . .
C12 C 0.6277(2) 0.4083(3) 0.13758(19) 0.0466(7) Uani 1 1 d . . .
C13 C 0.7337(3) 0.4159(4) 0.1218(3) 0.0673(11) Uani 1 1 d . . .
H13A H 0.7779 0.4004 0.1680 0.101 Uiso 1 1 calc R . .
H13B H 0.7463 0.4914 0.1040 0.101 Uiso 1 1 calc R . .
H13C H 0.7444 0.3607 0.0835 0.101 Uiso 1 1 calc R . .
C14 C 0.3873(3) 0.3078(5) 0.0232(2) 0.0803(14) Uani 1 1 d . . .
H14A H 0.3201 0.3037 0.0340 0.121 Uiso 1 1 calc R . .
H14B H 0.4092 0.2326 0.0110 0.121 Uiso 1 1 calc R . .
H14C H 0.3905 0.3581 -0.0194 0.121 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
Cu1 O1 1.898(2) 2_655 ?
Cu1 O1 1.898(2) . ?
Cu1 N1 1.968(2) 2_655 ?
Cu1 N1 1.968(2) . ?
O1 C12 1.292(4) . ?
N1 C10 1.313(4) . ?
N1 C2 1.445(3) . ?
N3 C4 1.404(6) . ?
N3 H3A 0.8579 . ?
N3 H3B 0.8598 . ?
C1 C2 1.386(5) . ?
C1 C6 1.397(5) . ?
C1 C9 1.504(6) . ?
C2 C3 1.384(5) . ?
C3 C4 1.422(5) . ?
C3 C7 1.503(6) . ?
C4 C5 1.392(7) . ?
C5 C6 1.345(7) . ?
C5 C8 1.572(6) . ?
C6 H6 0.9300 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.417(4) . ?
C10 C14 1.510(5) . ?
C11 C12 1.363(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.508(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
O1 Cu1 O1 157.18(16) 2_655 . ?
O1 Cu1 N1 92.54(9) 2_655 2_655 ?
O1 Cu1 N1 92.65(9) . 2_655 ?
O1 Cu1 N1 92.65(9) 2_655 . ?
O1 Cu1 N1 92.54(9) . . ?
N1 Cu1 N1 153.52(18) 2_655 . ?
C12 O1 Cu1 123.2(2) . . ?
C10 N1 C2 118.3(2) . . ?
C10 N1 Cu1 122.6(2) . . ?
C2 N1 Cu1 119.00(18) . . ?
C4 N3 H3A 122.4 . . ?
C4 N3 H3B 117.5 . . ?
H3A N3 H3B 120.1 . . ?
C2 C1 C6 117.9(4) . . ?
C2 C1 C9 121.5(3) . . ?
C6 C1 C9 120.6(4) . . ?
C3 C2 C1 121.9(3) . . ?
C3 C2 N1 120.1(3) . . ?
C1 C2 N1 118.0(3) . . ?
C2 C3 C4 118.0(4) . . ?
C2 C3 C7 120.3(3) . . ?
C4 C3 C7 121.7(3) . . ?
C5 C4 N3 120.6(4) . . ?
C5 C4 C3 120.1(3) . . ?
N3 C4 C3 119.2(4) . . ?
C6 C5 C4 119.7(3) . . ?
C6 C5 C8 114.9(5) . . ?
C4 C5 C8 125.4(4) . . ?
C5 C6 C1 122.5(4) . . ?
C5 C6 H6 118.8 . . ?
C1 C6 H6 118.8 . . ?
C3 C7 H7A 109.5 . . ?
C3 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C3 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 C9 H9A 109.5 . . ?
C1 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C1 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N1 C10 C11 122.8(3) . . ?
N1 C10 C14 121.0(3) . . ?
C11 C10 C14 116.2(3) . . ?
C12 C11 C10 125.7(3) . . ?
C12 C11 H11 117.2 . . ?
C10 C11 H11 117.2 . . ?
O1 C12 C11 124.9(3) . . ?
O1 C12 C13 114.1(3) . . ?
C11 C12 C13 121.0(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 O1 C12 -132.9(3) 2_655 . . . ?
N1 Cu1 O1 C12 124.1(3) 2_655 . . . ?
N1 Cu1 O1 C12 -29.9(3) . . . . ?
O1 Cu1 N1 C10 -178.4(3) 2_655 . . . ?
O1 Cu1 N1 C10 23.9(3) . . . . ?
N1 Cu1 N1 C10 -77.3(3) 2_655 . . . ?
O1 Cu1 N1 C2 -1.5(3) 2_655 . . . ?
O1 Cu1 N1 C2 -159.3(3) . . . . ?
N1 Cu1 N1 C2 99.6(2) 2_655 . . . ?
C6 C1 C2 C3 -2.5(5) . . . . ?
C9 C1 C2 C3 175.3(4) . . . . ?
C6 C1 C2 N1 179.4(3) . . . . ?
C9 C1 C2 N1 -2.7(5) . . . . ?
C10 N1 C2 C3 94.7(4) . . . . ?
Cu1 N1 C2 C3 -82.3(3) . . . . ?
C10 N1 C2 C1 -87.2(4) . . . . ?
Cu1 N1 C2 C1 95.8(3) . . . . ?
C1 C2 C3 C4 2.7(5) . . . . ?
N1 C2 C3 C4 -179.3(3) . . . . ?
C1 C2 C3 C7 -174.7(3) . . . . ?
N1 C2 C3 C7 3.3(5) . . . . ?
C2 C3 C4 C5 -1.0(5) . . . . ?
C7 C3 C4 C5 176.4(4) . . . . ?
C2 C3 C4 N3 -177.5(3) . . . . ?
C7 C3 C4 N3 -0.1(6) . . . . ?
N3 C4 C5 C6 175.6(4) . . . . ?
C3 C4 C5 C6 -0.8(6) . . . . ?
N3 C4 C5 C8 -7.2(7) . . . . ?
C3 C4 C5 C8 176.4(5) . . . . ?
C4 C5 C6 C1 1.1(6) . . . . ?
C8 C5 C6 C1 -176.4(4) . . . . ?
C2 C1 C6 C5 0.6(6) . . . . ?
C9 C1 C6 C5 -177.3(4) . . . . ?
C2 N1 C10 C11 175.2(3) . . . . ?
Cu1 N1 C10 C11 -7.9(5) . . . . ?
C2 N1 C10 C14 -5.9(5) . . . . ?
Cu1 N1 C10 C14 170.9(3) . . . . ?
N1 C10 C11 C12 -12.7(6) . . . . ?
C14 C10 C11 C12 168.4(4) . . . . ?
Cu1 O1 C12 C11 20.2(5) . . . . ?
Cu1 O1 C12 C13 -160.8(2) . . . . ?
C10 C11 C12 O1 6.5(6) . . . . ?
C10 C11 C12 C13 -172.4(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        30.52
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.940
_refine_diff_density_min         -0.794
_refine_diff_density_rms         0.083

######################################END
_database_code_depnum_ccdc_archive 'CCDC 876110'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2


_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ' C56 H72 Cu4 N8 O8, 4(O)'
_chemical_formula_sum            'C56 H72 Cu4 N8 O12'
_chemical_compound_source        Synthesized
_exptl_crystal_recrystallization_method Methanol
_chemical_melting_point          ?

_exptl_crystal_description       Block
_exptl_crystal_colour            Black

_diffrn_ambient_temperature      292(2)
_chemical_formula_weight         1303.38

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   'C 2/c'
_symmetry_int_tables_number      15
_chemical_absolute_configuration syn

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                   25.6867(6)
_cell_length_b                   9.5991(2)
_cell_length_c                   25.3877(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.991(2)
_cell_angle_gamma                90.00
_cell_volume                     6074.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2704
_exptl_absorpt_coefficient_mu    1.446
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5955
_exptl_absorpt_correction_T_max  0.7608
_exptl_absorpt_process_details   'Sortav (Blessing 1995)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            37329
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         2.27
_diffrn_reflns_theta_max         26.48
_reflns_number_total             6244
_reflns_number_gt                4453
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX II (kappa 4)'
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        SHELXL
_computing_structure_solution    SHELXL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    wingx
_computing_publication_material  wingx

_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)+(0.0544P)²+14.2025P] 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     SHELXL
_refine_ls_extinction_coef       0.00000
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6244
_refine_ls_number_parameters     368
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1290
_refine_ls_wR_factor_gt          0.1106
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001

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
C13 C 0.1465(2) 0.9193(7) 0.43439(18) 0.0857(18) Uani 1 1 d . . .
H13A H 0.1234 0.9718 0.4516 0.129 Uiso 1 1 calc R . .
H13B H 0.1830 0.9483 0.4485 0.129 Uiso 1 1 calc R . .
H13C H 0.1432 0.8219 0.4416 0.129 Uiso 1 1 calc R . .
C23 C 0.0960(2) 1.3051(6) 0.47052(18) 0.0767(15) Uani 1 1 d . . .
H23A H 0.1277 1.2771 0.4969 0.115 Uiso 1 1 calc R . .
H23B H 0.0699 1.2317 0.4656 0.115 Uiso 1 1 calc R . .
H23C H 0.0815 1.3876 0.4829 0.115 Uiso 1 1 calc R . .
O11 O 0.2536(3) 1.1795(9) 0.0722(3) 0.216(4) Uani 1 1 d . . .
O12 O 0.2000(4) 0.5813(11) 0.5118(4) 0.248(4) Uani 1 1 d . . .
H2A H 0.146(3) 1.131(9) 0.0536(18) 0.19(4) Uiso 1 1 d D . .
Cu1 Cu 0.021867(17) 1.32110(5) 0.200353(16) 0.03852(15) Uani 1 1 d . . .
Cu2 Cu 0.056401(16) 1.06014(5) 0.284282(16) 0.03665(15) Uani 1 1 d . . .
O3 O 0.04865(9) 1.3019(2) 0.28118(8) 0.0341(5) Uani 1 1 d . . .
O1 O 0.01902(8) 1.0794(2) 0.20667(8) 0.0327(5) Uani 1 1 d . . .
C20 C 0.07483(16) 1.3762(4) 0.37201(14) 0.0495(10) Uani 1 1 d . . .
O4 O 0.08971(11) 1.3561(3) 0.18484(11) 0.0519(7) Uani 1 1 d . . .
N1 N 0.11384(11) 0.9801(3) 0.25648(11) 0.0405(7) Uani 1 1 d . . .
N3 N -0.01960(13) 1.4002(3) 0.13292(12) 0.0453(8) Uani 1 1 d . . .
O2 O 0.08948(10) 1.0247(3) 0.35827(10) 0.0523(7) Uani 1 1 d . . .
C21 C 0.0823(2) 1.5386(4) 0.29753(18) 0.0629(12) Uani 1 1 d . . .
H21A H 0.0470 1.5714 0.2975 0.094 Uiso 1 1 calc R . .
H21B H 0.0876 1.5439 0.2614 0.094 Uiso 1 1 calc R . .
H21C H 0.1085 1.5956 0.3214 0.094 Uiso 1 1 calc R . .
C2 C 0.10408(14) 1.0026(4) 0.19988(14) 0.0378(8) Uani 1 1 d . . .
C5 C 0.06482(17) 1.0783(4) 0.08913(15) 0.0513(10) Uani 1 1 d . . .
C3 C 0.14027(15) 1.0438(4) 0.17311(15) 0.0448(9) Uani 1 1 d . . .
C26 C 0.09628(18) 1.4380(4) 0.14687(17) 0.0547(11) Uani 1 1 d . . .
C12 C 0.13049(16) 0.9444(5) 0.37397(16) 0.0550(11) Uani 1 1 d . . .
C4 C 0.12279(18) 1.0701(5) 0.11421(17) 0.0573(11) Uani 1 1 d . . .
C1 C 0.04428(14) 0.9914(4) 0.17401(13) 0.0367(8) Uani 1 1 d . . .
C6 C 0.02975(16) 1.0439(4) 0.11727(14) 0.0452(9) Uani 1 1 d . . .
H6 H -0.0065 1.0530 0.1004 0.054 Uiso 1 1 calc R . .
C15 C 0.08846(15) 1.3867(4) 0.31724(14) 0.0434(9) Uani 1 1 d . . .
C19 C 0.11003(17) 1.3349(5) 0.41702(16) 0.0589(12) Uani 1 1 d . . .
C7 C 0.02600(16) 0.8409(4) 0.17648(18) 0.0509(10) Uani 1 1 d . . .
H7A H 0.0357 0.8090 0.2134 0.076 Uiso 1 1 calc R . .
H7B H 0.0431 0.7834 0.1546 0.076 Uiso 1 1 calc R . .
H7C H -0.0122 0.8357 0.1630 0.076 Uiso 1 1 calc R . .
C10 C 0.14972(15) 0.8925(4) 0.28451(16) 0.0481(9) Uani 1 1 d . . .
C8 C 0.19772(17) 1.0770(5) 0.19936(19) 0.0648(12) Uani 1 1 d . . .
H8A H 0.2159 1.1032 0.1720 0.097 Uiso 1 1 calc R . .
H8B H 0.2148 0.9964 0.2184 0.097 Uiso 1 1 calc R . .
H8C H 0.1992 1.1525 0.2245 0.097 Uiso 1 1 calc R . .
C14 C 0.18082(18) 0.7954(5) 0.25682(19) 0.0654(12) Uani 1 1 d . . .
H14A H 0.1715 0.8129 0.2185 0.098 Uiso 1 1 calc R . .
H14B H 0.1722 0.7007 0.2635 0.098 Uiso 1 1 calc R . .
H14C H 0.2186 0.8106 0.2709 0.098 Uiso 1 1 calc R . .
C24 C 0.00077(19) 1.4888(4) 0.10322(15) 0.0530(10) Uani 1 1 d . . .
C25 C 0.0560(2) 1.5026(5) 0.10935(17) 0.0605(12) Uani 1 1 d . . .
H25 H 0.0668 1.5624 0.0852 0.073 Uiso 1 1 calc R . .
C18 C 0.16563(19) 1.3087(6) 0.41545(19) 0.0779(16) Uani 1 1 d . . .
C11 C 0.15868(16) 0.8798(5) 0.34098(17) 0.0576(11) Uani 1 1 d . . .
H11 H 0.1866 0.8215 0.3580 0.069 Uiso 1 1 calc R . .
C16 C 0.14286(15) 1.3333(4) 0.31746(16) 0.0517(10) Uani 1 1 d . . .
H16 H 0.1518 1.3231 0.2843 0.062 Uiso 1 1 calc R . .
C28 C -0.0349(2) 1.5866(5) 0.06360(19) 0.0759(15) Uani 1 1 d . . .
H28A H -0.0718 1.5668 0.0624 0.114 Uiso 1 1 calc R . .
H28B H -0.0286 1.5740 0.0281 0.114 Uiso 1 1 calc R . .
H28C H -0.0269 1.6811 0.0751 0.114 Uiso 1 1 calc R . .
N4 N 0.2000(2) 1.2940(8) 0.46070(19) 0.145(3) Uani 1 1 d . . .
H4 H 0.2273 1.2824 0.4556 0.217 Uiso 1 1 calc R . .
C9 C 0.0483(2) 1.1335(6) 0.03164(17) 0.0795(15) Uani 1 1 d . . .
H9A H 0.0100 1.1441 0.0212 0.119 Uiso 1 1 calc R . .
H9B H 0.0594 1.0692 0.0075 0.119 Uiso 1 1 calc R . .
H9C H 0.0651 1.2222 0.0298 0.119 Uiso 1 1 calc R . .
C17 C 0.17930(17) 1.2995(5) 0.36208(18) 0.0653(13) Uani 1 1 d . . .
N2 N 0.1590(2) 1.0883(7) 0.08786(19) 0.0991(17) Uani 1 1 d D . .
C27 C 0.1538(2) 1.4642(6) 0.1463(2) 0.0800(15) Uani 1 1 d . . .
H27A H 0.1769 1.4099 0.1743 0.120 Uiso 1 1 calc R . .
H27B H 0.1619 1.5613 0.1527 0.120 Uiso 1 1 calc R . .
H27C H 0.1595 1.4381 0.1116 0.120 Uiso 1 1 calc R . .
C22 C 0.23418(18) 1.2468(7) 0.3603(2) 0.0898(18) Uani 1 1 d . . .
H22A H 0.2366 1.2402 0.3232 0.135 Uiso 1 1 calc R . .
H22B H 0.2399 1.1565 0.3770 0.135 Uiso 1 1 calc R . .
H22C H 0.2610 1.3102 0.3796 0.135 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
C13 C12 1.508(6) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C23 C19 1.515(6) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
Cu1 O4 1.907(3) . ?
Cu1 N3 1.939(3) . ?
Cu1 O3 1.986(2) 2 ?
Cu1 O3 2.009(2) . ?
Cu1 O1 2.328(2) . ?
Cu1 Cu1 2.9977(8) 2 ?
Cu2 O2 1.896(2) . ?
Cu2 N1 1.941(3) . ?
Cu2 O1 1.981(2) . ?
Cu2 O1 2.014(2) 2 ?
Cu2 O3 2.329(2) . ?
Cu2 Cu2 2.9978(8) 2 ?
O3 C15 1.447(4) . ?
O3 Cu1 1.986(2) 2 ?
O1 C1 1.443(4) . ?
O1 Cu2 2.014(2) 2 ?
C20 C19 1.334(5) . ?
C20 N3 1.413(5) 2 ?
C20 C15 1.517(5) . ?
O4 C26 1.286(5) . ?
N1 C10 1.321(5) . ?
N1 C2 1.414(4) . ?
N3 C24 1.325(5) . ?
N3 C20 1.413(5) 2 ?
O2 C12 1.288(5) . ?
C21 C15 1.538(6) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C2 C3 1.337(5) . ?
C2 C1 1.522(5) . ?
C5 C6 1.320(5) . ?
C5 C4 1.473(6) . ?
C5 C9 1.514(6) . ?
C3 C4 1.475(5) . ?
C3 C8 1.499(5) . ?
C26 C25 1.373(6) . ?
C26 C27 1.503(6) . ?
C12 C11 1.380(6) . ?
C4 N2 1.282(5) . ?
C1 C6 1.486(5) . ?
C1 C7 1.525(5) . ?
C6 H6 0.9300 . ?
C15 C16 1.487(6) . ?
C19 C18 1.460(7) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C10 C11 1.401(5) . ?
C10 C14 1.508(6) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C24 C25 1.396(6) . ?
C24 C28 1.512(6) . ?
C25 H25 0.9300 . ?
C18 N4 1.277(6) . ?
C18 C17 1.482(7) . ?
C11 H11 0.9300 . ?
C16 C17 1.324(6) . ?
C16 H16 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N4 H4 0.7500 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C17 C22 1.509(7) . ?
N2 H2A 0.95(2) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C19 C23 H23A 109.5 . . ?
C19 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C19 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O4 Cu1 N3 94.75(13) . . ?
O4 Cu1 O3 174.94(11) . 2 ?
N3 Cu1 O3 84.67(11) . 2 ?
O4 Cu1 O3 97.05(10) . . ?
N3 Cu1 O3 156.51(11) . . ?
O3 Cu1 O3 81.78(9) 2 . ?
O4 Cu1 O1 103.62(10) . . ?
N3 Cu1 O1 115.56(11) . . ?
O3 Cu1 O1 81.11(8) 2 . ?
O3 Cu1 O1 81.19(8) . . ?
O4 Cu1 Cu1 136.11(8) . 2 ?
N3 Cu1 Cu1 120.32(9) . 2 ?
O3 Cu1 Cu1 41.67(6) 2 2 ?
O3 Cu1 Cu1 41.10(6) . 2 ?
O1 Cu1 Cu1 85.28(5) . 2 ?
O2 Cu2 N1 95.24(12) . . ?
O2 Cu2 O1 174.66(11) . . ?
N1 Cu2 O1 84.46(10) . . ?
O2 Cu2 O1 96.69(10) . 2 ?
N1 Cu2 O1 156.12(11) . 2 ?
O1 Cu2 O1 81.75(9) . 2 ?
O2 Cu2 O3 103.08(11) . . ?
N1 Cu2 O3 116.64(11) . . ?
O1 Cu2 O3 81.75(8) . . ?
O1 Cu2 O3 80.55(9) 2 . ?
O2 Cu2 Cu2 135.57(8) . 2 ?
N1 Cu2 Cu2 120.11(9) . 2 ?
O1 Cu2 Cu2 41.79(6) . 2 ?
O1 Cu2 Cu2 40.96(6) 2 2 ?
O3 Cu2 Cu2 85.28(5) . 2 ?
C15 O3 Cu1 110.1(2) . 2 ?
C15 O3 Cu1 127.6(2) . . ?
Cu1 O3 Cu1 97.23(9) 2 . ?
C15 O3 Cu2 119.8(2) . . ?
Cu1 O3 Cu2 99.21(9) 2 . ?
Cu1 O3 Cu2 97.55(9) . . ?
C1 O1 Cu2 109.87(18) . . ?
C1 O1 Cu2 126.2(2) . 2 ?
Cu2 O1 Cu2 97.26(9) . 2 ?
C1 O1 Cu1 121.17(19) . . ?
Cu2 O1 Cu1 98.37(9) . . ?
Cu2 O1 Cu1 98.42(9) 2 . ?
C19 C20 N3 125.6(4) . 2 ?
C19 C20 C15 123.1(4) . . ?
N3 C20 C15 110.9(3) 2 . ?
C26 O4 Cu1 123.7(3) . . ?
C10 N1 C2 125.0(3) . . ?
C10 N1 Cu2 123.3(2) . . ?
C2 N1 Cu2 110.2(2) . . ?
C24 N3 C20 125.5(3) . 2 ?
C24 N3 Cu1 123.1(3) . . ?
C20 N3 Cu1 109.9(2) 2 . ?
C12 O2 Cu2 123.4(3) . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C3 C2 N1 126.0(3) . . ?
C3 C2 C1 123.7(3) . . ?
N1 C2 C1 109.9(3) . . ?
C6 C5 C4 120.2(3) . . ?
C6 C5 C9 122.8(4) . . ?
C4 C5 C9 117.0(4) . . ?
C2 C3 C4 119.2(3) . . ?
C2 C3 C8 124.6(4) . . ?
C4 C3 C8 116.1(3) . . ?
O4 C26 C25 125.6(4) . . ?
O4 C26 C27 114.6(4) . . ?
C25 C26 C27 119.7(4) . . ?
O2 C12 C11 126.2(4) . . ?
O2 C12 C13 114.3(4) . . ?
C11 C12 C13 119.5(4) . . ?
N2 C4 C5 123.5(4) . . ?
N2 C4 C3 118.1(4) . . ?
C5 C4 C3 118.4(3) . . ?
O1 C1 C6 108.5(3) . . ?
O1 C1 C2 105.0(3) . . ?
C6 C1 C2 112.7(3) . . ?
O1 C1 C7 110.2(3) . . ?
C6 C1 C7 110.7(3) . . ?
C2 C1 C7 109.7(3) . . ?
C5 C6 C1 124.4(4) . . ?
C5 C6 H6 117.8 . . ?
C1 C6 H6 117.8 . . ?
O3 C15 C16 109.2(3) . . ?
O3 C15 C20 105.0(3) . . ?
C16 C15 C20 113.5(3) . . ?
O3 C15 C21 109.1(3) . . ?
C16 C15 C21 110.5(3) . . ?
C20 C15 C21 109.4(3) . . ?
C20 C19 C18 119.5(4) . . ?
C20 C19 C23 124.4(4) . . ?
C18 C19 C23 116.0(4) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C10 C11 121.8(4) . . ?
N1 C10 C14 121.4(4) . . ?
C11 C10 C14 116.6(4) . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N3 C24 C25 121.9(4) . . ?
N3 C24 C28 121.2(4) . . ?
C25 C24 C28 116.8(4) . . ?
C26 C25 C24 127.6(4) . . ?
C26 C25 H25 116.2 . . ?
C24 C25 H25 116.2 . . ?
N4 C18 C19 117.6(5) . . ?
N4 C18 C17 123.4(5) . . ?
C19 C18 C17 119.0(4) . . ?
C12 C11 C10 127.0(4) . . ?
C12 C11 H11 116.5 . . ?
C10 C11 H11 116.5 . . ?
C17 C16 C15 123.9(4) . . ?
C17 C16 H16 118.1 . . ?
C15 C16 H16 118.1 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C18 N4 H4 109.5 . . ?
C5 C9 H9A 109.5 . . ?
C5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C16 C17 C18 119.5(4) . . ?
C16 C17 C22 122.0(5) . . ?
C18 C17 C22 118.5(4) . . ?
C4 N2 H2A 113(5) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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
O4 Cu1 O3 C15 42.0(3) . . . . ?
N3 Cu1 O3 C15 -77.6(4) . . . . ?
O3 Cu1 O3 C15 -133.0(2) 2 . . . ?
O1 Cu1 O3 C15 144.8(3) . . . . ?
Cu1 Cu1 O3 C15 -122.3(3) 2 . . . ?
O4 Cu1 O3 Cu1 164.31(11) . . . 2 ?
N3 Cu1 O3 Cu1 44.7(3) . . . 2 ?
O3 Cu1 O3 Cu1 -10.72(13) 2 . . 2 ?
O1 Cu1 O3 Cu1 -92.92(9) . . . 2 ?
O4 Cu1 O3 Cu2 -95.35(11) . . . . ?
N3 Cu1 O3 Cu2 145.0(3) . . . . ?
O3 Cu1 O3 Cu2 89.63(8) 2 . . . ?
O1 Cu1 O3 Cu2 7.42(8) . . . . ?
Cu1 Cu1 O3 Cu2 100.34(10) 2 . . . ?
O2 Cu2 O3 C15 31.9(2) . . . . ?
N1 Cu2 O3 C15 -70.9(2) . . . . ?
O1 Cu2 O3 C15 -150.4(2) . . . . ?
O1 Cu2 O3 C15 126.6(2) 2 . . . ?
Cu2 Cu2 O3 C15 167.6(2) 2 . . . ?
O2 Cu2 O3 Cu1 -87.76(11) . . . 2 ?
N1 Cu2 O3 Cu1 169.44(10) . . . 2 ?
O1 Cu2 O3 Cu1 89.92(9) . . . 2 ?
O1 Cu2 O3 Cu1 6.97(9) 2 . . 2 ?
Cu2 Cu2 O3 Cu1 48.00(7) 2 . . 2 ?
O2 Cu2 O3 Cu1 173.60(10) . . . . ?
N1 Cu2 O3 Cu1 70.81(13) . . . . ?
O1 Cu2 O3 Cu1 -8.72(9) . . . . ?
O1 Cu2 O3 Cu1 -91.66(9) 2 . . . ?
Cu2 Cu2 O3 Cu1 -50.64(7) 2 . . . ?
O2 Cu2 O1 C1 -70.0(11) . . . . ?
N1 Cu2 O1 C1 17.1(2) . . . . ?
O1 Cu2 O1 C1 -143.35(18) 2 . . . ?
O3 Cu2 O1 C1 135.1(2) . . . . ?
Cu2 Cu2 O1 C1 -132.8(2) 2 . . . ?
O2 Cu2 O1 Cu2 62.8(11) . . . 2 ?
N1 Cu2 O1 Cu2 149.88(12) . . . 2 ?
O1 Cu2 O1 Cu2 -10.57(13) 2 . . 2 ?
O3 Cu2 O1 Cu2 -92.14(9) . . . 2 ?
O2 Cu2 O1 Cu1 162.5(11) . . . . ?
N1 Cu2 O1 Cu1 -110.46(11) . . . . ?
O1 Cu2 O1 Cu1 89.09(8) 2 . . . ?
O3 Cu2 O1 Cu1 7.53(8) . . . . ?
Cu2 Cu2 O1 Cu1 99.67(10) 2 . . . ?
O4 Cu1 O1 C1 -32.9(2) . . . . ?
N3 Cu1 O1 C1 69.2(2) . . . . ?
O3 Cu1 O1 C1 148.9(2) 2 . . . ?
O3 Cu1 O1 C1 -128.1(2) . . . . ?
Cu1 Cu1 O1 C1 -169.3(2) 2 . . . ?
O4 Cu1 O1 Cu2 86.43(11) . . . . ?
N3 Cu1 O1 Cu2 -171.42(11) . . . . ?
O3 Cu1 O1 Cu2 -91.73(9) 2 . . . ?
O3 Cu1 O1 Cu2 -8.75(9) . . . . ?
Cu1 Cu1 O1 Cu2 -49.95(7) 2 . . . ?
O4 Cu1 O1 Cu2 -174.89(10) . . . 2 ?
N3 Cu1 O1 Cu2 -72.74(13) . . . 2 ?
O3 Cu1 O1 Cu2 6.95(9) 2 . . 2 ?
O3 Cu1 O1 Cu2 89.93(9) . . . 2 ?
Cu1 Cu1 O1 Cu2 48.72(7) 2 . . 2 ?
N3 Cu1 O4 C26 14.3(3) . . . . ?
O3 Cu1 O4 C26 -68.9(12) 2 . . . ?
O3 Cu1 O4 C26 -145.3(3) . . . . ?
O1 Cu1 O4 C26 132.1(3) . . . . ?
Cu1 Cu1 O4 C26 -130.5(3) 2 . . . ?
O2 Cu2 N1 C10 19.5(3) . . . . ?
O1 Cu2 N1 C10 -155.2(3) . . . . ?
O1 Cu2 N1 C10 -100.3(4) 2 . . . ?
O3 Cu2 N1 C10 126.9(3) . . . . ?
Cu2 Cu2 N1 C10 -132.4(3) 2 . . . ?
O2 Cu2 N1 C2 -174.0(2) . . . . ?
O1 Cu2 N1 C2 11.4(2) . . . . ?
O1 Cu2 N1 C2 66.3(4) 2 . . . ?
O3 Cu2 N1 C2 -66.5(2) . . . . ?
Cu2 Cu2 N1 C2 34.1(3) 2 . . . ?
O4 Cu1 N3 C24 -20.5(3) . . . . ?
O3 Cu1 N3 C24 154.4(3) 2 . . . ?
O3 Cu1 N3 C24 99.5(4) . . . . ?
O1 Cu1 N3 C24 -128.1(3) . . . . ?
Cu1 Cu1 N3 C24 131.9(3) 2 . . . ?
O4 Cu1 N3 C20 173.1(3) . . . 2 ?
O3 Cu1 N3 C20 -11.9(2) 2 . . 2 ?
O3 Cu1 N3 C20 -66.8(4) . . . 2 ?
O1 Cu1 N3 C20 65.6(3) . . . 2 ?
Cu1 Cu1 N3 C20 -34.4(3) 2 . . 2 ?
N1 Cu2 O2 C12 -12.6(3) . . . . ?
O1 Cu2 O2 C12 73.9(12) . . . . ?
O1 Cu2 O2 C12 146.7(3) 2 . . . ?
O3 Cu2 O2 C12 -131.5(3) . . . . ?
Cu2 Cu2 O2 C12 131.8(3) 2 . . . ?
C10 N1 C2 C3 -57.6(6) . . . . ?
Cu2 N1 C2 C3 136.1(3) . . . . ?
C10 N1 C2 C1 129.8(4) . . . . ?
Cu2 N1 C2 C1 -36.5(3) . . . . ?
N1 C2 C3 C4 -176.6(4) . . . . ?
C1 C2 C3 C4 -4.9(6) . . . . ?
N1 C2 C3 C8 -1.7(6) . . . . ?
C1 C2 C3 C8 170.0(4) . . . . ?
Cu1 O4 C26 C25 -5.8(6) . . . . ?
Cu1 O4 C26 C27 172.7(3) . . . . ?
Cu2 O2 C12 C11 4.5(6) . . . . ?
Cu2 O2 C12 C13 -173.8(3) . . . . ?
C6 C5 C4 N2 172.7(5) . . . . ?
C9 C5 C4 N2 -10.0(7) . . . . ?
C6 C5 C4 C3 -9.2(6) . . . . ?
C9 C5 C4 C3 168.1(4) . . . . ?
C2 C3 C4 N2 -169.4(5) . . . . ?
C8 C3 C4 N2 15.3(7) . . . . ?
C2 C3 C4 C5 12.5(6) . . . . ?
C8 C3 C4 C5 -162.9(4) . . . . ?
Cu2 O1 C1 C6 -159.6(2) . . . . ?
Cu2 O1 C1 C6 84.9(3) 2 . . . ?
Cu1 O1 C1 C6 -46.0(3) . . . . ?
Cu2 O1 C1 C2 -39.0(3) . . . . ?
Cu2 O1 C1 C2 -154.5(2) 2 . . . ?
Cu1 O1 C1 C2 74.6(3) . . . . ?
Cu2 O1 C1 C7 79.1(3) . . . . ?
Cu2 O1 C1 C7 -36.4(4) 2 . . . ?
Cu1 O1 C1 C7 -167.3(2) . . . . ?
C3 C2 C1 O1 -123.2(4) . . . . ?
N1 C2 C1 O1 49.6(4) . . . . ?
C3 C2 C1 C6 -5.4(5) . . . . ?
N1 C2 C1 C6 167.5(3) . . . . ?
C3 C2 C1 C7 118.4(4) . . . . ?
N1 C2 C1 C7 -68.7(4) . . . . ?
C4 C5 C6 C1 -1.9(6) . . . . ?
C9 C5 C6 C1 -179.0(4) . . . . ?
O1 C1 C6 C5 124.7(4) . . . . ?
C2 C1 C6 C5 9.0(5) . . . . ?
C7 C1 C6 C5 -114.3(4) . . . . ?
Cu1 O3 C15 C16 159.0(2) 2 . . . ?
Cu1 O3 C15 C16 -84.2(3) . . . . ?
Cu2 O3 C15 C16 45.0(3) . . . . ?
Cu1 O3 C15 C20 37.0(3) 2 . . . ?
Cu1 O3 C15 C20 153.8(2) . . . . ?
Cu2 O3 C15 C20 -77.0(3) . . . . ?
Cu1 O3 C15 C21 -80.2(3) 2 . . . ?
Cu1 O3 C15 C21 36.6(4) . . . . ?
Cu2 O3 C15 C21 165.8(2) . . . . ?
C19 C20 C15 O3 124.9(4) . . . . ?
N3 C20 C15 O3 -48.5(4) 2 . . . ?
C19 C20 C15 C16 5.7(6) . . . . ?
N3 C20 C15 C16 -167.7(3) 2 . . . ?
C19 C20 C15 C21 -118.2(5) . . . . ?
N3 C20 C15 C21 68.4(4) 2 . . . ?
N3 C20 C19 C18 177.5(4) 2 . . . ?
C15 C20 C19 C18 5.1(7) . . . . ?
N3 C20 C19 C23 0.8(7) 2 . . . ?
C15 C20 C19 C23 -171.6(4) . . . . ?
C2 N1 C10 C11 177.4(4) . . . . ?
Cu2 N1 C10 C11 -18.1(5) . . . . ?
C2 N1 C10 C14 -6.2(6) . . . . ?
Cu2 N1 C10 C14 158.3(3) . . . . ?
C20 N3 C24 C25 -177.6(4) 2 . . . ?
Cu1 N3 C24 C25 18.3(5) . . . . ?
C20 N3 C24 C28 6.5(6) 2 . . . ?
Cu1 N3 C24 C28 -157.6(3) . . . . ?
O4 C26 C25 C24 -2.8(8) . . . . ?
C27 C26 C25 C24 178.8(4) . . . . ?
N3 C24 C25 C26 -4.2(7) . . . . ?
C28 C24 C25 C26 171.8(4) . . . . ?
C20 C19 C18 N4 167.7(6) . . . . ?
C23 C19 C18 N4 -15.4(8) . . . . ?
C20 C19 C18 C17 -12.8(8) . . . . ?
C23 C19 C18 C17 164.2(5) . . . . ?
O2 C12 C11 C10 2.6(8) . . . . ?
C13 C12 C11 C10 -179.2(5) . . . . ?
N1 C10 C11 C12 5.1(7) . . . . ?
C14 C10 C11 C12 -171.5(4) . . . . ?
O3 C15 C16 C17 -126.4(4) . . . . ?
C20 C15 C16 C17 -9.8(6) . . . . ?
C21 C15 C16 C17 113.6(5) . . . . ?
C15 C16 C17 C18 2.6(7) . . . . ?
C15 C16 C17 C22 -179.5(5) . . . . ?
N4 C18 C17 C16 -171.5(6) . . . . ?
C19 C18 C17 C16 9.0(8) . . . . ?
N4 C18 C17 C22 10.5(9) . . . . ?
C19 C18 C17 C22 -169.0(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.630
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.137
_database_code_depnum_ccdc_archive 'CCDC 876111'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1C


_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C56 H76 Cu4 N8 O8, 4(N O3), 2(H2 O)'
_chemical_formula_sum            'C56 H80 Cu4 N12 O22'
_chemical_compound_source        Synthesized
_exptl_crystal_recrystallization_method Methanol
_chemical_melting_point          ?

_exptl_crystal_description       Block
_exptl_crystal_colour            Black

_diffrn_ambient_temperature      292(2)
_chemical_formula_weight         1527.48

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'
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   'P 2/n'
_symmetry_int_tables_number      13
_chemical_absolute_configuration syn

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

_cell_length_a                   17.4957(8)
_cell_length_b                   9.8364(4)
_cell_length_c                   19.5011(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.248(3)
_cell_angle_gamma                90.00
_cell_volume                     3356.0(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1584
_exptl_absorpt_coefficient_mu    1.333
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6177
_exptl_absorpt_correction_T_max  0.7764
_exptl_absorpt_process_details   'Sortav (Blessing 1995)'

_exptl_special_details           
;
 ?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            53173
_diffrn_reflns_av_R_equivalents  0.0648
_diffrn_reflns_av_sigmaI/netI    0.0458
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.33
_diffrn_reflns_theta_max         28.87
_reflns_number_total             8718
_reflns_number_gt                5789
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX II (kappa 4)'
_computing_cell_refinement       CrysAlisPro
_computing_data_reduction        SHELXL
_computing_structure_solution    SHELXL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    wingx
_computing_publication_material  wingx

_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)+(0.0922P)²+2.0529P] 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     SHELXL
_refine_ls_extinction_coef       0.0000
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8718
_refine_ls_number_parameters     421
_refine_ls_number_restraints     81
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0523
_refine_ls_wR_factor_ref         0.1681
_refine_ls_wR_factor_gt          0.1428
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.01
_refine_ls_shift/su_mean         0.002

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
C3 C 0.4998(2) 0.3547(4) 0.1967(2) 0.0389(8) Uani 1 1 d . . .
O8 O 0.2550(3) 0.2538(6) 0.1596(3) 0.1156(18) Uani 1 1 d . . .
O9 O 0.3143(5) 0.1223(9) 0.0960(6) 0.227(5) Uani 1 1 d U . .
O10 O 0.2043(4) 0.1025(9) 0.1033(7) 0.280(7) Uani 1 1 d U . .
O11 O 0.6632(3) 0.3890(7) 0.8503(3) 0.1098(18) Uani 1 1 d D . .
H2B H 0.365(3) 0.266(6) 0.2089(17) 0.09(2) Uiso 1 1 d D . .
H11B H 0.701(4) 0.443(9) 0.828(5) 0.18(4) Uiso 1 1 d D . .
H11A H 0.636(3) 0.378(6) 0.8076(18) 0.068(16) Uiso 1 1 d D . .
H4A H 0.8014(12) 0.238(8) 0.581(3) 0.19(4) Uiso 1 1 d D . .
Cu1 Cu 0.72350(2) 0.36033(5) 0.17728(2) 0.03278(14) Uani 1 1 d . . .
Cu2 Cu 0.66924(2) 0.09852(5) 0.27360(2) 0.03272(14) Uani 1 1 d . . .
O1 O 0.72671(14) 0.1201(2) 0.18616(11) 0.0314(5) Uani 1 1 d . . .
O2 O 0.67878(13) 0.3381(2) 0.26968(11) 0.0313(5) Uani 1 1 d . . .
O3 O 0.76894(17) 0.4022(3) 0.09164(13) 0.0436(6) Uani 1 1 d . . .
O4 O 0.57275(15) 0.0601(3) 0.23307(13) 0.0427(6) Uani 1 1 d . . .
N1 N 0.62357(18) 0.4317(3) 0.15284(15) 0.0368(7) Uani 1 1 d . . .
C16 C 0.7029(2) 0.0519(4) 0.40928(18) 0.0354(8) Uani 1 1 d . . .
C2 C 0.5711(2) 0.4028(4) 0.20564(19) 0.0364(8) Uani 1 1 d . . .
C19 C 0.6627(2) 0.1320(5) 0.0184(2) 0.0455(10) Uani 1 1 d . . .
N3 N 0.64375(17) 0.0234(3) 0.36220(15) 0.0354(7) Uani 1 1 d . . .
C18 C 0.7604(2) 0.1445(4) 0.51044(19) 0.0426(9) Uani 1 1 d D . .
C17 C 0.6930(2) 0.1039(4) 0.47216(18) 0.0387(8) Uani 1 1 d . . .
C6 C 0.5629(2) 0.3679(4) 0.3321(2) 0.0408(9) Uani 1 1 d . . .
H6 H 0.5855 0.3627 0.3753 0.049 Uiso 1 1 calc R . .
C20 C 0.6554(2) 0.0874(4) 0.08274(19) 0.0405(9) Uani 1 1 d . . .
H20 H 0.6068 0.0866 0.1019 0.049 Uiso 1 1 calc R . .
C23 C 0.6163(3) 0.1355(5) 0.5024(2) 0.0523(11) Uani 1 1 d . . .
H23A H 0.5774 0.1224 0.4682 0.079 Uiso 1 1 calc R . .
H23B H 0.6156 0.2282 0.5178 0.079 Uiso 1 1 calc R . .
H23C H 0.6070 0.0761 0.5405 0.079 Uiso 1 1 calc R . .
C15 C 0.7203(2) 0.0391(4) 0.12543(17) 0.0353(8) Uani 1 1 d . . .
C12 C 0.7400(2) 0.4862(4) 0.04816(19) 0.0421(9) Uani 1 1 d . . .
C7 C 0.6294(3) 0.5683(4) 0.2875(2) 0.0474(10) Uani 1 1 d . . .
H7A H 0.6599 0.6020 0.2504 0.071 Uiso 1 1 calc R . .
H7B H 0.6574 0.5770 0.3297 0.071 Uiso 1 1 calc R . .
H7C H 0.5830 0.6198 0.2902 0.071 Uiso 1 1 calc R . .
C4 C 0.4558(2) 0.3241(4) 0.2581(2) 0.0438(9) Uani 1 1 d . . .
C1 C 0.6105(2) 0.4190(4) 0.27495(19) 0.0347(8) Uani 1 1 d . . .
C26 C 0.5232(2) -0.0190(4) 0.2601(2) 0.0427(9) Uani 1 1 d . . .
C5 C 0.4903(2) 0.3288(5) 0.3265(2) 0.0456(9) Uani 1 1 d . . .
N4 N 0.7537(2) 0.2014(4) 0.5703(2) 0.055 Uani 1 1 d D . .
H4B H 0.7122 0.2066 0.5794 0.083 Uiso 1 1 calc RD . .
C24 C 0.5865(2) -0.0628(4) 0.37206(19) 0.039 Uani 1 1 d . . .
C11 C 0.6678(3) 0.5421(5) 0.0517(2) 0.048 Uani 1 1 d . . .
H11 H 0.6540 0.6005 0.0163 0.058 Uiso 1 1 calc R . .
C28 C 0.5858(3) -0.1543(5) 0.4343(2) 0.0548(11) Uani 1 1 d . . .
H28A H 0.6282 -0.1319 0.4637 0.082 Uiso 1 1 calc R . .
H28B H 0.5899 -0.2473 0.4200 0.082 Uiso 1 1 calc R . .
H28C H 0.5389 -0.1416 0.4589 0.082 Uiso 1 1 calc R . .
N2 N 0.3846(2) 0.2879(4) 0.2511(2) 0.058 Uani 1 1 d D . .
H2A H 0.3680 0.2728 0.2857 0.087 Uiso 1 1 calc RD . .
C25 C 0.5284(2) -0.0797(4) 0.3237(2) 0.0464(10) Uani 1 1 d . . .
H25 H 0.4889 -0.1383 0.3356 0.056 Uiso 1 1 calc R . .
C21 C 0.7067(3) -0.1117(4) 0.1437(2) 0.0507(10) Uani 1 1 d . . .
H21A H 0.7486 -0.1445 0.1711 0.076 Uiso 1 1 calc R . .
H21B H 0.7030 -0.1643 0.1024 0.076 Uiso 1 1 calc R . .
H21C H 0.6600 -0.1199 0.1691 0.076 Uiso 1 1 calc R . .
C22 C 0.5960(3) 0.1755(7) -0.0253(2) 0.0701(15) Uani 1 1 d . . .
H22A H 0.5496 0.1660 0.0002 0.105 Uiso 1 1 calc R . .
H22B H 0.5935 0.1195 -0.0656 0.105 Uiso 1 1 calc R . .
H22C H 0.6024 0.2688 -0.0386 0.105 Uiso 1 1 calc R . .
C10 C 0.6127(2) 0.5208(4) 0.1028(2) 0.0437(9) Uani 1 1 d . . .
C9 C 0.4643(3) 0.3251(5) 0.1285(2) 0.0565(11) Uani 1 1 d . . .
H9A H 0.4269 0.3935 0.1180 0.085 Uiso 1 1 calc R . .
H9B H 0.4401 0.2376 0.1298 0.085 Uiso 1 1 calc R . .
H9C H 0.5032 0.3252 0.0939 0.085 Uiso 1 1 calc R . .
C27 C 0.4564(3) -0.0528(6) 0.2144(3) 0.0655(14) Uani 1 1 d . . .
H27A H 0.4608 -0.0036 0.1721 0.098 Uiso 1 1 calc R . .
H27B H 0.4098 -0.0278 0.2369 0.098 Uiso 1 1 calc R . .
H27C H 0.4561 -0.1487 0.2051 0.098 Uiso 1 1 calc R . .
C14 C 0.5421(3) 0.6087(5) 0.1006(3) 0.0621(13) Uani 1 1 d . . .
H14A H 0.5090 0.5844 0.1378 0.093 Uiso 1 1 calc R . .
H14B H 0.5158 0.5951 0.0579 0.093 Uiso 1 1 calc R . .
H14C H 0.5565 0.7025 0.1049 0.093 Uiso 1 1 calc R . .
C8 C 0.4428(3) 0.2891(6) 0.3868(3) 0.0649(14) Uani 1 1 d . . .
H8A H 0.4317 0.1936 0.3846 0.097 Uiso 1 1 calc R . .
H8B H 0.3959 0.3396 0.3862 0.097 Uiso 1 1 calc R . .
H8C H 0.4704 0.3085 0.4283 0.097 Uiso 1 1 calc R . .
C13 C 0.7930(3) 0.5288(6) -0.0089(2) 0.0607(13) Uani 1 1 d . . .
H13A H 0.8410 0.4823 -0.0040 0.091 Uiso 1 1 calc R . .
H13B H 0.8014 0.6252 -0.0066 0.091 Uiso 1 1 calc R . .
H13C H 0.7704 0.5061 -0.0524 0.091 Uiso 1 1 calc R . .
O7 O 0.0723(2) 0.6214(4) 0.2300(2) 0.0777(11) Uani 1 1 d . . .
N6 N 0.1152(4) 0.6393(6) 0.1827(3) 0.0940(18) Uani 1 1 d DU . .
O6 O 0.0981(6) 0.6696(11) 0.1286(4) 0.275(7) Uani 1 1 d DU . .
O5 O 0.1811(5) 0.5868(16) 0.1895(6) 0.268(6) Uani 1 1 d U . .
N5 N 0.2584(3) 0.1592(6) 0.1192(4) 0.100(2) Uani 1 1 d U . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C3 C2 1.345(6) . ?
C3 C4 1.457(6) . ?
C3 C9 1.495(6) . ?
O8 N5 1.220(7) . ?
O9 N5 1.140(8) . ?
O10 N5 1.140(8) . ?
O11 H11B 0.95(2) . ?
O11 H11A 0.97(2) . ?
Cu1 O3 1.898(3) . ?
Cu1 N1 1.942(3) . ?
Cu1 O2 1.979(2) . ?
Cu1 O2 2.006(2) 2_655 ?
Cu1 O1 2.370(2) . ?
Cu1 Cu1 2.9801(8) 2_655 ?
Cu2 O4 1.899(3) . ?
Cu2 N3 1.933(3) . ?
Cu2 O1 1.991(2) 2_655 ?
Cu2 O1 1.995(2) . ?
Cu2 O2 2.364(2) . ?
Cu2 Cu2 2.9758(9) 2_655 ?
O1 C15 1.431(4) . ?
O1 Cu2 1.991(2) 2_655 ?
O2 C1 1.440(4) . ?
O2 Cu1 2.006(2) 2_655 ?
O3 C12 1.286(5) . ?
O4 C26 1.281(5) . ?
N1 C10 1.325(5) . ?
N1 C2 1.411(5) . ?
C16 C17 1.341(5) . ?
C16 N3 1.409(5) . ?
C16 C15 1.512(5) 2_655 ?
C2 C1 1.523(5) . ?
C19 C20 1.335(6) . ?
C19 C18 1.465(6) 2_655 ?
C19 C22 1.505(6) . ?
N3 C24 1.327(5) . ?
C18 N4 1.299(5) . ?
C18 C17 1.449(5) . ?
C18 C19 1.465(6) 2_655 ?
C17 C23 1.500(6) . ?
C6 C5 1.332(6) . ?
C6 C1 1.482(5) . ?
C6 H6 0.9300 . ?
C20 C15 1.484(5) . ?
C20 H20 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C15 C16 1.512(5) 2_655 ?
C15 C21 1.544(6) . ?
C12 C11 1.380(6) . ?
C12 C13 1.512(6) . ?
C7 C1 1.525(6) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C4 N2 1.302(6) . ?
C4 C5 1.461(6) . ?
C26 C25 1.380(6) . ?
C26 C27 1.502(6) . ?
C5 C8 1.494(6) . ?
N4 H4A 0.930(11) . ?
N4 H4B 0.7500 . ?
C24 C25 1.394(5) . ?
C24 C28 1.511(5) . ?
C11 C10 1.404(6) . ?
C11 H11 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
N2 H2B 0.92(2) . ?
N2 H2A 0.7500 . ?
C25 H25 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C10 C14 1.508(6) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
O7 N6 1.205(6) . ?
N6 O6 1.135(9) . ?
N6 O5 1.270(11) . ?

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 C3 C4 117.4(4) . . ?
C2 C3 C9 124.4(4) . . ?
C4 C3 C9 118.2(4) . . ?
H11B O11 H11A 91(7) . . ?
O3 Cu1 N1 94.91(12) . . ?
O3 Cu1 O2 173.51(12) . . ?
N1 Cu1 O2 84.51(11) . . ?
O3 Cu1 O2 96.78(11) . 2_655 ?
N1 Cu1 O2 158.49(12) . 2_655 ?
O2 Cu1 O2 81.84(10) . 2_655 ?
O3 Cu1 O1 105.70(11) . . ?
N1 Cu1 O1 113.55(12) . . ?
O2 Cu1 O1 80.38(9) . . ?
O2 Cu1 O1 80.44(9) 2_655 . ?
O3 Cu1 Cu1 135.04(9) . 2_655 ?
N1 Cu1 Cu1 120.66(9) . 2_655 ?
O2 Cu1 Cu1 41.95(7) . 2_655 ?
O2 Cu1 Cu1 41.27(7) 2_655 2_655 ?
O1 Cu1 Cu1 85.60(5) . 2_655 ?
O4 Cu2 N3 95.04(12) . . ?
O4 Cu2 O1 174.36(11) . 2_655 ?
N3 Cu2 O1 84.41(11) . 2_655 ?
O4 Cu2 O1 96.65(11) . . ?
N3 Cu2 O1 157.50(12) . . ?
O1 Cu2 O1 82.08(10) 2_655 . ?
O4 Cu2 O2 104.34(11) . . ?
N3 Cu2 O2 115.26(11) . . ?
O1 Cu2 O2 80.91(9) 2_655 . ?
O1 Cu2 O2 80.23(9) . . ?
O4 Cu2 Cu2 135.64(9) . 2_655 ?
N3 Cu2 Cu2 119.97(9) . 2_655 ?
O1 Cu2 Cu2 41.74(7) 2_655 2_655 ?
O1 Cu2 Cu2 41.64(7) . 2_655 ?
O2 Cu2 Cu2 85.57(6) . 2_655 ?
C15 O1 Cu2 109.5(2) . 2_655 ?
C15 O1 Cu2 127.6(2) . . ?
Cu2 O1 Cu2 96.62(10) 2_655 . ?
C15 O1 Cu1 119.5(2) . . ?
Cu2 O1 Cu1 99.00(10) 2_655 . ?
Cu2 O1 Cu1 99.01(10) . . ?
C1 O2 Cu1 109.6(2) . . ?
C1 O2 Cu1 127.5(2) . 2_655 ?
Cu1 O2 Cu1 96.78(10) . 2_655 ?
C1 O2 Cu2 119.3(2) . . ?
Cu1 O2 Cu2 99.65(10) . . ?
Cu1 O2 Cu2 98.74(10) 2_655 . ?
C12 O3 Cu1 123.6(3) . . ?
C26 O4 Cu2 123.5(3) . . ?
C10 N1 C2 125.4(3) . . ?
C10 N1 Cu1 123.1(3) . . ?
C2 N1 Cu1 109.6(2) . . ?
C17 C16 N3 125.1(4) . . ?
C17 C16 C15 124.1(3) . 2_655 ?
N3 C16 C15 110.1(3) . 2_655 ?
C3 C2 N1 125.7(4) . . ?
C3 C2 C1 124.5(3) . . ?
N1 C2 C1 109.5(3) . . ?
C20 C19 C18 118.7(4) . 2_655 ?
C20 C19 C22 123.3(4) . . ?
C18 C19 C22 118.0(4) 2_655 . ?
C24 N3 C16 125.8(3) . . ?
C24 N3 Cu2 123.4(2) . . ?
C16 N3 Cu2 109.6(2) . . ?
N4 C18 C17 120.3(4) . . ?
N4 C18 C19 117.9(4) . 2_655 ?
C17 C18 C19 121.7(3) . 2_655 ?
C16 C17 C18 117.9(4) . . ?
C16 C17 C23 123.9(4) . . ?
C18 C17 C23 117.9(3) . . ?
C5 C6 C1 125.0(4) . . ?
C5 C6 H6 117.5 . . ?
C1 C6 H6 117.5 . . ?
C19 C20 C15 123.8(4) . . ?
C19 C20 H20 118.1 . . ?
C15 C20 H20 118.1 . . ?
C17 C23 H23A 109.5 . . ?
C17 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C17 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O1 C15 C20 110.0(3) . . ?
O1 C15 C16 104.9(3) . 2_655 ?
C20 C15 C16 113.7(3) . 2_655 ?
O1 C15 C21 110.8(3) . . ?
C20 C15 C21 108.6(3) . . ?
C16 C15 C21 108.8(3) 2_655 . ?
O3 C12 C11 125.5(4) . . ?
O3 C12 C13 115.0(4) . . ?
C11 C12 C13 119.5(4) . . ?
C1 C7 H7A 109.5 . . ?
C1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C4 C3 118.5(4) . . ?
N2 C4 C5 119.7(4) . . ?
C3 C4 C5 121.7(3) . . ?
O2 C1 C6 109.6(3) . . ?
O2 C1 C2 104.5(3) . . ?
C6 C1 C2 112.3(3) . . ?
O2 C1 C7 111.3(3) . . ?
C6 C1 C7 109.2(3) . . ?
C2 C1 C7 109.9(3) . . ?
O4 C26 C25 126.2(4) . . ?
O4 C26 C27 114.6(4) . . ?
C25 C26 C27 119.1(4) . . ?
C6 C5 C4 118.3(4) . . ?
C6 C5 C8 122.9(4) . . ?
C4 C5 C8 118.8(4) . . ?
C18 N4 H4A 106.2(17) . . ?
C18 N4 H4B 109.5 . . ?
H4A N4 H4B 142.1 . . ?
N3 C24 C25 121.8(3) . . ?
N3 C24 C28 120.4(3) . . ?
C25 C24 C28 117.7(4) . . ?
C12 C11 C10 127.5(4) . . ?
C12 C11 H11 116.3 . . ?
C10 C11 H11 116.3 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C4 N2 H2B 121(4) . . ?
C4 N2 H2A 109.5 . . ?
H2B N2 H2A 128.1 . . ?
C26 C25 C24 127.0(4) . . ?
C26 C25 H25 116.5 . . ?
C24 C25 H25 116.5 . . ?
C15 C21 H21A 109.5 . . ?
C15 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C15 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N1 C10 C11 121.6(4) . . ?
N1 C10 C14 121.0(4) . . ?
C11 C10 C14 117.4(4) . . ?
C3 C9 H9A 109.5 . . ?
C3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C5 C8 H8A 109.5 . . ?
C5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O6 N6 O7 126.0(8) . . ?
O6 N6 O5 116.1(8) . . ?
O7 N6 O5 115.4(8) . . ?
O9 N5 O10 116.7(8) . . ?
O9 N5 O8 122.9(7) . . ?
O10 N5 O8 120.4(8) . . ?

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
O4 Cu2 O1 C15 -41.2(3) . . . . ?
N3 Cu2 O1 C15 79.6(4) . . . . ?
O1 Cu2 O1 C15 133.2(2) 2_655 . . . ?
O2 Cu2 O1 C15 -144.7(3) . . . . ?
Cu2 Cu2 O1 C15 121.0(3) 2_655 . . . ?
O4 Cu2 O1 Cu2 -162.20(11) . . . 2_655 ?
N3 Cu2 O1 Cu2 -41.4(3) . . . 2_655 ?
O1 Cu2 O1 Cu2 12.26(14) 2_655 . . 2_655 ?
O2 Cu2 O1 Cu2 94.33(10) . . . 2_655 ?
O4 Cu2 O1 Cu1 97.56(11) . . . . ?
N3 Cu2 O1 Cu1 -141.6(3) . . . . ?
O1 Cu2 O1 Cu1 -87.98(8) 2_655 . . . ?
O2 Cu2 O1 Cu1 -5.91(8) . . . . ?
Cu2 Cu2 O1 Cu1 -100.24(11) 2_655 . . . ?
O3 Cu1 O1 C15 -32.1(3) . . . . ?
N1 Cu1 O1 C15 70.6(3) . . . . ?
O2 Cu1 O1 C15 150.2(2) . . . . ?
O2 Cu1 O1 C15 -126.5(2) 2_655 . . . ?
Cu1 Cu1 O1 C15 -167.8(2) 2_655 . . . ?
O3 Cu1 O1 Cu2 86.49(12) . . . 2_655 ?
N1 Cu1 O1 Cu2 -170.83(11) . . . 2_655 ?
O2 Cu1 O1 Cu2 -91.18(10) . . . 2_655 ?
O2 Cu1 O1 Cu2 -7.93(10) 2_655 . . 2_655 ?
Cu1 Cu1 O1 Cu2 -49.20(8) 2_655 . . 2_655 ?
O3 Cu1 O1 Cu2 -175.28(11) . . . . ?
N1 Cu1 O1 Cu2 -72.59(13) . . . . ?
O2 Cu1 O1 Cu2 7.06(10) . . . . ?
O2 Cu1 O1 Cu2 90.31(10) 2_655 . . . ?
Cu1 Cu1 O1 Cu2 49.03(8) 2_655 . . . ?
O3 Cu1 O2 C1 68.3(10) . . . . ?
N1 Cu1 O2 C1 -16.9(2) . . . . ?
O2 Cu1 O2 C1 146.40(18) 2_655 . . . ?
O1 Cu1 O2 C1 -132.0(2) . . . . ?
Cu1 Cu1 O2 C1 133.9(2) 2_655 . . . ?
O3 Cu1 O2 Cu1 -65.6(10) . . . 2_655 ?
N1 Cu1 O2 Cu1 -150.81(13) . . . 2_655 ?
O2 Cu1 O2 Cu1 12.52(14) 2_655 . . 2_655 ?
O1 Cu1 O2 Cu1 94.14(10) . . . 2_655 ?
O3 Cu1 O2 Cu2 -165.7(9) . . . . ?
N1 Cu1 O2 Cu2 109.09(12) . . . . ?
O2 Cu1 O2 Cu2 -87.58(9) 2_655 . . . ?
O1 Cu1 O2 Cu2 -5.96(8) . . . . ?
Cu1 Cu1 O2 Cu2 -100.10(11) 2_655 . . . ?
O4 Cu2 O2 C1 31.7(2) . . . . ?
N3 Cu2 O2 C1 -71.0(2) . . . . ?
O1 Cu2 O2 C1 -150.4(2) 2_655 . . . ?
O1 Cu2 O2 C1 126.2(2) . . . . ?
Cu2 Cu2 O2 C1 167.8(2) 2_655 . . . ?
O4 Cu2 O2 Cu1 -87.34(12) . . . . ?
N3 Cu2 O2 Cu1 169.90(11) . . . . ?
O1 Cu2 O2 Cu1 90.54(10) 2_655 . . . ?
O1 Cu2 O2 Cu1 7.09(10) . . . . ?
Cu2 Cu2 O2 Cu1 48.74(8) 2_655 . . . ?
O4 Cu2 O2 Cu1 174.19(10) . . . 2_655 ?
N3 Cu2 O2 Cu1 71.44(13) . . . 2_655 ?
O1 Cu2 O2 Cu1 -7.93(10) 2_655 . . 2_655 ?
O1 Cu2 O2 Cu1 -91.38(10) . . . 2_655 ?
Cu2 Cu2 O2 Cu1 -49.73(7) 2_655 . . 2_655 ?
N1 Cu1 O3 C12 17.0(3) . . . . ?
O2 Cu1 O3 C12 -67.7(11) . . . . ?
O2 Cu1 O3 C12 -144.9(3) 2_655 . . . ?
O1 Cu1 O3 C12 133.1(3) . . . . ?
Cu1 Cu1 O3 C12 -127.2(3) 2_655 . . . ?
N3 Cu2 O4 C26 -13.4(3) . . . . ?
O1 Cu2 O4 C26 70.8(11) 2_655 . . . ?
O1 Cu2 O4 C26 147.4(3) . . . . ?
O2 Cu2 O4 C26 -131.1(3) . . . . ?
Cu2 Cu2 O4 C26 130.5(3) 2_655 . . . ?
O3 Cu1 N1 C10 -21.0(3) . . . . ?
O2 Cu1 N1 C10 152.5(3) . . . . ?
O2 Cu1 N1 C10 101.8(4) 2_655 . . . ?
O1 Cu1 N1 C10 -130.5(3) . . . . ?
Cu1 Cu1 N1 C10 130.3(3) 2_655 . . . ?
O3 Cu1 N1 C2 173.9(3) . . . . ?
O2 Cu1 N1 C2 -12.6(2) . . . . ?
O2 Cu1 N1 C2 -63.3(4) 2_655 . . . ?
O1 Cu1 N1 C2 64.4(3) . . . . ?
Cu1 Cu1 N1 C2 -34.9(3) 2_655 . . . ?
C4 C3 C2 N1 176.6(4) . . . . ?
C9 C3 C2 N1 -0.6(6) . . . . ?
C4 C3 C2 C1 4.0(6) . . . . ?
C9 C3 C2 C1 -173.2(4) . . . . ?
C10 N1 C2 C3 60.1(6) . . . . ?
Cu1 N1 C2 C3 -135.1(3) . . . . ?
C10 N1 C2 C1 -126.3(4) . . . . ?
Cu1 N1 C2 C1 38.5(3) . . . . ?
C17 C16 N3 C24 -60.6(6) . . . . ?
C15 C16 N3 C24 129.4(4) 2_655 . . . ?
C17 C16 N3 Cu2 131.4(3) . . . . ?
C15 C16 N3 Cu2 -38.6(3) 2_655 . . . ?
O4 Cu2 N3 C24 19.1(3) . . . . ?
O1 Cu2 N3 C24 -155.2(3) 2_655 . . . ?
O1 Cu2 N3 C24 -102.0(4) . . . . ?
O2 Cu2 N3 C24 127.6(3) . . . . ?
Cu2 Cu2 N3 C24 -132.4(3) 2_655 . . . ?
O4 Cu2 N3 C16 -172.6(2) . . . . ?
O1 Cu2 N3 C16 13.1(2) 2_655 . . . ?
O1 Cu2 N3 C16 66.3(4) . . . . ?
O2 Cu2 N3 C16 -64.1(3) . . . . ?
Cu2 Cu2 N3 C16 35.9(3) 2_655 . . . ?
N3 C16 C17 C18 -171.7(3) . . . . ?
C15 C16 C17 C18 -3.0(6) 2_655 . . . ?
N3 C16 C17 C23 2.0(6) . . . . ?
C15 C16 C17 C23 170.7(4) 2_655 . . . ?
N4 C18 C17 C16 176.8(4) . . . . ?
C19 C18 C17 C16 1.1(6) 2_655 . . . ?
N4 C18 C17 C23 2.7(6) . . . . ?
C19 C18 C17 C23 -173.0(4) 2_655 . . . ?
C18 C19 C20 C15 -5.0(6) 2_655 . . . ?
C22 C19 C20 C15 177.4(4) . . . . ?
Cu2 O1 C15 C20 -161.0(3) 2_655 . . . ?
Cu2 O1 C15 C20 83.6(4) . . . . ?
Cu1 O1 C15 C20 -48.0(4) . . . . ?
Cu2 O1 C15 C16 -38.4(3) 2_655 . . 2_655 ?
Cu2 O1 C15 C16 -153.7(2) . . . 2_655 ?
Cu1 O1 C15 C16 74.7(3) . . . 2_655 ?
Cu2 O1 C15 C21 78.9(3) 2_655 . . . ?
Cu2 O1 C15 C21 -36.5(4) . . . . ?
Cu1 O1 C15 C21 -168.1(2) . . . . ?
C19 C20 C15 O1 120.5(4) . . . . ?
C19 C20 C15 C16 3.1(6) . . . 2_655 ?
C19 C20 C15 C21 -118.1(4) . . . . ?
Cu1 O3 C12 C11 -10.2(6) . . . . ?
Cu1 O3 C12 C13 166.9(3) . . . . ?
C2 C3 C4 N2 174.5(4) . . . . ?
C9 C3 C4 N2 -8.1(6) . . . . ?
C2 C3 C4 C5 -7.5(6) . . . . ?
C9 C3 C4 C5 169.8(4) . . . . ?
Cu1 O2 C1 C6 160.2(2) . . . . ?
Cu1 O2 C1 C6 -84.2(3) 2_655 . . . ?
Cu2 O2 C1 C6 46.4(3) . . . . ?
Cu1 O2 C1 C2 39.7(3) . . . . ?
Cu1 O2 C1 C2 155.2(2) 2_655 . . . ?
Cu2 O2 C1 C2 -74.2(3) . . . . ?
Cu1 O2 C1 C7 -78.9(3) . . . . ?
Cu1 O2 C1 C7 36.7(4) 2_655 . . . ?
Cu2 O2 C1 C7 167.3(2) . . . . ?
C5 C6 C1 O2 -124.2(4) . . . . ?
C5 C6 C1 C2 -8.5(6) . . . . ?
C5 C6 C1 C7 113.6(5) . . . . ?
C3 C2 C1 O2 122.1(4) . . . . ?
N1 C2 C1 O2 -51.6(4) . . . . ?
C3 C2 C1 C6 3.4(5) . . . . ?
N1 C2 C1 C6 -170.3(3) . . . . ?
C3 C2 C1 C7 -118.3(4) . . . . ?
N1 C2 C1 C7 68.0(4) . . . . ?
Cu2 O4 C26 C25 5.3(6) . . . . ?
Cu2 O4 C26 C27 -170.6(3) . . . . ?
C1 C6 C5 C4 5.6(6) . . . . ?
C1 C6 C5 C8 -174.7(4) . . . . ?
N2 C4 C5 C6 -179.1(4) . . . . ?
C3 C4 C5 C6 3.0(6) . . . . ?
N2 C4 C5 C8 1.1(7) . . . . ?
C3 C4 C5 C8 -176.8(4) . . . . ?
C16 N3 C24 C25 176.9(4) . . . . ?
Cu2 N3 C24 C25 -16.7(5) . . . . ?
C16 N3 C24 C28 -7.9(6) . . . . ?
Cu2 N3 C24 C28 158.5(3) . . . . ?
O3 C12 C11 C10 0.9(8) . . . . ?
C13 C12 C11 C10 -176.1(4) . . . . ?
O4 C26 C25 C24 2.9(8) . . . . ?
C27 C26 C25 C24 178.7(5) . . . . ?
N3 C24 C25 C26 3.5(7) . . . . ?
C28 C24 C25 C26 -171.8(5) . . . . ?
C2 N1 C10 C11 -179.3(4) . . . . ?
Cu1 N1 C10 C11 18.0(6) . . . . ?
C2 N1 C10 C14 4.0(6) . . . . ?
Cu1 N1 C10 C14 -158.8(4) . . . . ?
C12 C11 C10 N1 -5.3(7) . . . . ?
C12 C11 C10 C14 171.6(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.249
_refine_diff_density_min         -0.781
_refine_diff_density_rms         0.090
_database_code_depnum_ccdc_archive 'CCDC 876112'
