# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1862832'
_audit_update_record             
;
2018-10-05 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H8 Cu2 N4 O8, 2(C16 H36 N), 4(C H4 O)'

_chemical_formula_sum            'C54 H96 Cu2 N6 O12'
_chemical_formula_weight         1148.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.9146(4)
_cell_length_b                   17.6184(5)
_cell_length_c                   15.8629(6)
_cell_angle_alpha                90
_cell_angle_beta                 105.614(4)
_cell_angle_gamma                90
_cell_volume                     2937.83(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    110
_cell_measurement_reflns_used    3701
_cell_measurement_theta_min      3.8280
_cell_measurement_theta_max      66.0980


_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_F_000             1232
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.399
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.73049
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9499
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.830
_diffrn_reflns_theta_max         64.969
_diffrn_reflns_theta_full        65.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4969
_reflns_number_gt                4363
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;

_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP in SHELXTL/Vs. 5.1 Bruker AXS'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1018P)²+2.2363P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4969
_refine_ls_number_parameters     338
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0586
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1475
_refine_ls_wR_factor_gt          0.1420
_refine_ls_goodness_of_fit_ref   0.939
_refine_ls_restrained_S_all      0.939
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0150(3) 0.20789(15) 1.04164(17) 0.0361(6) Uani 1 1 d . . . . .
C3 C 0.8790(3) 0.20849(15) 0.97655(18) 0.0407(6) Uani 1 1 d . . . . .
C7 C 1.1830(3) 0.30349(15) 1.09764(16) 0.0345(6) Uani 1 1 d . . . . .
C8 C 1.2858(3) 0.25886(16) 1.14121(18) 0.0404(6) Uani 1 1 d . . . . .
H7 H 1.2765 0.2065 1.1438 0.048 Uiso 1 1 calc R U . . .
C9 C 1.4013(3) 0.29214(17) 1.18052(19) 0.0444(7) Uani 1 1 d . . . . .
H8 H 1.4695 0.2618 1.2094 0.053 Uiso 1 1 calc R U . . .
C10 C 1.4176(3) 0.37010(18) 1.17768(19) 0.0436(7) Uani 1 1 d . . . . .
H9 H 1.4960 0.3917 1.2048 0.052 Uiso 1 1 calc R U . . .
C11 C 1.3166(3) 0.41610(16) 1.13427(17) 0.0379(6) Uani 1 1 d . . . . .
H10 H 1.3272 0.4684 1.1323 0.045 Uiso 1 1 calc R U . . .
C12 C 1.2004(3) 0.38328(15) 1.09412(16) 0.0332(5) Uani 1 1 d . . . . .
C32 C 0.8176(2) 0.03325(14) 1.19593(15) 0.0306(5) Uani 1 1 d . . . . .
H10A H 0.7264 0.0248 1.1780 0.037 Uiso 1 1 calc R U . . .
H10B H 0.8459 0.0259 1.2588 0.037 Uiso 1 1 calc R U . . .
C33 C 0.8423(3) 0.11484(15) 1.17644(17) 0.0343(6) Uani 1 1 d . . . . .
H11A H 0.8133 0.1239 1.1139 0.041 Uiso 1 1 calc R U . . .
H11B H 0.9329 0.1252 1.1955 0.041 Uiso 1 1 calc R U . . .
C34 C 0.7714(3) 0.16739(15) 1.22444(18) 0.0379(6) Uani 1 1 d . . . . .
H12A H 0.6814 0.1553 1.2063 0.046 Uiso 1 1 calc R U . . .
H12B H 0.8018 0.1582 1.2869 0.046 Uiso 1 1 calc R U . . .
C13 C 0.7892(3) 0.25081(17) 1.2065(2) 0.0485(7) Uani 1 1 d . . . . .
H13A H 0.7433 0.2813 1.2379 0.073 Uiso 1 1 calc R U . . .
H13B H 0.7575 0.2605 1.1449 0.073 Uiso 1 1 calc R U . . .
H13C H 0.8780 0.2634 1.2254 0.073 Uiso 1 1 calc R U . . .
C14 C 0.8445(2) -0.01672(14) 1.05314(15) 0.0289(5) Uani 1 1 d . . . . .
H14A H 0.8803 0.0309 1.0402 0.035 Uiso 1 1 calc R U . . .
H14B H 0.8840 -0.0571 1.0282 0.035 Uiso 1 1 calc R U . . .
C15 C 0.7031(2) -0.01658(15) 1.00788(16) 0.0326(5) Uani 1 1 d . . . . .
H15A H 0.6641 0.0289 1.0236 0.039 Uiso 1 1 calc R U . . .
H15B H 0.6630 -0.0603 1.0264 0.039 Uiso 1 1 calc R U . . .
C16 C 0.6841(2) -0.01913(14) 0.90864(16) 0.0319(5) Uani 1 1 d . . . . .
H16A H 0.7259 0.0243 0.8911 0.038 Uiso 1 1 calc R U . . .
H16B H 0.7239 -0.0646 0.8938 0.038 Uiso 1 1 calc R U . . .
C17 C 0.5455(3) -0.01872(18) 0.85839(18) 0.0421(6) Uani 1 1 d . . . . .
H17A H 0.5383 -0.0204 0.7968 0.063 Uiso 1 1 calc R U . . .
H17B H 0.5059 0.0267 0.8718 0.063 Uiso 1 1 calc R U . . .
H17C H 0.5039 -0.0622 0.8746 0.063 Uiso 1 1 calc R U . . .
C18 C 0.8333(2) -0.10265(14) 1.17742(16) 0.0313(5) Uani 1 1 d . . . . .
H18A H 0.8612 -0.1075 1.2406 0.038 Uiso 1 1 calc R U . . .
H18B H 0.7411 -0.1014 1.1608 0.038 Uiso 1 1 calc R U . . .
C19 C 0.8749(3) -0.17325(14) 1.13790(16) 0.0326(5) Uani 1 1 d . . . . .
H19A H 0.9663 -0.1726 1.1466 0.039 Uiso 1 1 calc R U . . .
H19B H 0.8344 -0.1750 1.0755 0.039 Uiso 1 1 calc R U . . .
C20 C 0.8365(3) -0.24275(15) 1.18268(17) 0.0364(6) Uani 1 1 d . . . . .
H20A H 0.8834 -0.2424 1.2440 0.044 Uiso 1 1 calc R U . . .
H20B H 0.7467 -0.2392 1.1795 0.044 Uiso 1 1 calc R U . . .
C21 C 0.8609(3) -0.31771(15) 1.14230(19) 0.0430(7) Uani 1 1 d . . . . .
H21A H 0.8350 -0.3590 1.1731 0.064 Uiso 1 1 calc R U . . .
H21B H 0.9500 -0.3223 1.1465 0.064 Uiso 1 1 calc R U . . .
H21C H 0.8132 -0.3191 1.0819 0.064 Uiso 1 1 calc R U . . .
C22 C 1.0244(2) -0.02114(14) 1.18209(15) 0.0300(5) Uani 1 1 d . . . . .
H22A H 1.0485 0.0283 1.1649 0.036 Uiso 1 1 calc R U . . .
H22B H 1.0593 -0.0590 1.1506 0.036 Uiso 1 1 calc R U . . .
C23 C 1.0866(2) -0.03148(15) 1.28008(16) 0.0341(6) Uani 1 1 d . . . . .
H23A H 1.0561 0.0073 1.3129 0.041 Uiso 1 1 calc R U . . .
H23B H 1.0640 -0.0807 1.2988 0.041 Uiso 1 1 calc R U . . .
C24 C 1.2311(3) -0.02558(16) 1.29808(16) 0.0371(6) Uani 1 1 d . . . . .
H24A H 1.2610 -0.0656 1.2666 0.045 Uiso 1 1 calc R U . . .
H24B H 1.2524 0.0227 1.2762 0.045 Uiso 1 1 calc R U . . .
C25 C 1.2992(3) -0.0319(2) 1.39513(19) 0.0513(8) Uani 1 1 d . . . . .
H25A H 1.3894 -0.0279 1.4032 0.077 Uiso 1 1 calc R U . . .
H25B H 1.2800 -0.0801 1.4169 0.077 Uiso 1 1 calc R U . . .
H25C H 1.2713 0.0082 1.4265 0.077 Uiso 1 1 calc R U . . .
N1 N 1.0603(2) 0.27864(12) 1.05381(14) 0.0345(5) Uani 1 1 d . . . . .
N2 N 1.0897(2) 0.42177(12) 1.04571(13) 0.0325(5) Uani 1 1 d . . . . .
N3 N 0.8805(2) -0.02705(11) 1.15278(13) 0.0292(4) Uani 1 1 d . . . . .
O1 O 1.0661(2) 0.14794(10) 1.07161(14) 0.0407(5) Uani 1 1 d . . . . .
O3 O 0.82949(19) 0.27492(10) 0.95193(12) 0.0400(4) Uani 1 1 d . . . . .
O3' O 0.8271(2) 0.14879(11) 0.95072(15) 0.0521(6) Uani 1 1 d . . . . .
O1M O 0.5835(3) 0.28148(16) 0.85788(17) 0.0678(7) Uani 1 1 d . . . A 1
H1M H 0.6570 0.2759 0.8877 0.102 Uiso 1 1 calc R U . A 1
C1M C 0.5418(5) 0.3541(2) 0.8707(3) 0.0786(12) Uani 1 1 d . . . A 1
H1M1 H 0.5380 0.3592 0.9302 0.118 Uiso 1 1 calc R U . A 1
H1M2 H 0.4587 0.3622 0.8319 0.118 Uiso 1 1 calc R U . A 1
H1M3 H 0.5999 0.3909 0.8588 0.118 Uiso 1 1 calc R U . A 1
O2M O 0.4631(3) 0.16824(18) 0.92551(18) 0.0767(8) Uani 1 1 d . . . B 2
H2M H 0.5313 0.1627 0.9139 0.115 Uiso 1 1 calc R U . B 2
C2M C 0.4830(7) 0.2024(3) 1.0054(3) 0.107(2) Uani 1 1 d . . . B 2
H2M1 H 0.5722 0.2015 1.0349 0.161 Uiso 1 1 calc R U . B 2
H2M2 H 0.4368 0.1756 1.0397 0.161 Uiso 1 1 calc R U . B 2
H2M3 H 0.4541 0.2540 0.9976 0.161 Uiso 1 1 calc R U . B 2
Cu1 Cu 0.94853(4) 0.35586(2) 0.99427(2) 0.03265(16) Uani 1 1 d . . . . .
C2 C 1.0671(2) 0.49332(14) 1.03012(16) 0.0316(5) Uani 1 1 d . . . . .
O2 O 1.13958(18) 0.55018(10) 1.05756(11) 0.0345(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.229(3) . ?
C1 N1 1.336(3) . ?
C1 C3 1.564(5) . ?
C3 O3' 1.212(4) . ?
C3 O3 1.304(4) . ?
C7 C8 1.392(4) . ?
C7 N1 1.403(4) . ?
C7 C12 1.422(4) . ?
C8 C9 1.378(5) . ?
C8 H7 0.9300 . ?
C9 C10 1.387(4) . ?
C9 H8 0.9300 . ?
C10 C11 1.392(4) . ?
C10 H9 0.9300 . ?
C11 C12 1.383(4) . ?
C11 H10 0.9300 . ?
C12 N2 1.418(4) . ?
C32 C33 1.510(4) . ?
C32 N3 1.524(3) . ?
C32 H10A 0.9700 . ?
C32 H10B 0.9700 . ?
C33 C34 1.534(3) . ?
C33 H11A 0.9700 . ?
C33 H11B 0.9700 . ?
C34 C13 1.519(4) . ?
C34 H12A 0.9700 . ?
C34 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.517(4) . ?
C14 N3 1.533(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.532(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.509(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.516(3) . ?
C18 N3 1.517(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.530(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.522(4) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 N3 1.516(3) . ?
C22 C23 1.531(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.529(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.523(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
N1 Cu1 1.900(2) . ?
N2 C2 1.295(3) . ?
N2 Cu1 1.927(2) . ?
O3 Cu1 1.9243(18) . ?
O1M C1M 1.391(5) . ?
O1M H1M 0.8200 . ?
C1M H1M1 0.9600 . ?
C1M H1M2 0.9600 . ?
C1M H1M3 0.9600 . ?
O2M C2M 1.366(5) . ?
O2M H2M 0.8200 . ?
C2M H2M1 0.9600 . ?
C2M H2M2 0.9600 . ?
C2M H2M3 0.9600 . ?
Cu1 O2 1.9789(18) 3_767 ?
C2 O2 1.278(3) . ?
C2 C2 1.537(5) 3_767 ?
O2 Cu1 1.9789(18) 3_767 ?

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 N1 129.3(3) . . ?
O1 C1 C3 120.9(2) . . ?
N1 C1 C3 109.7(2) . . ?
O3' C3 O3 124.0(3) . . ?
O3' C3 C1 119.4(3) . . ?
O3 C3 C1 116.5(2) . . ?
C8 C7 N1 127.2(2) . . ?
C8 C7 C12 118.7(3) . . ?
N1 C7 C12 114.1(2) . . ?
C9 C8 C7 120.1(3) . . ?
C9 C8 H7 120.0 . . ?
C7 C8 H7 120.0 . . ?
C8 C9 C10 121.0(3) . . ?
C8 C9 H8 119.5 . . ?
C10 C9 H8 119.5 . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H9 119.9 . . ?
C9 C10 H9 119.9 . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 H10 120.3 . . ?
C10 C11 H10 120.3 . . ?
C11 C12 N2 126.3(2) . . ?
C11 C12 C7 120.7(3) . . ?
N2 C12 C7 113.0(2) . . ?
C33 C32 N3 116.4(2) . . ?
C33 C32 H10A 108.2 . . ?
N3 C32 H10A 108.2 . . ?
C33 C32 H10B 108.2 . . ?
N3 C32 H10B 108.2 . . ?
H10A C32 H10B 107.3 . . ?
C32 C33 C34 109.3(2) . . ?
C32 C33 H11A 109.8 . . ?
C34 C33 H11A 109.8 . . ?
C32 C33 H11B 109.8 . . ?
C34 C33 H11B 109.8 . . ?
H11A C33 H11B 108.3 . . ?
C13 C34 C33 112.6(2) . . ?
C13 C34 H12A 109.1 . . ?
C33 C34 H12A 109.1 . . ?
C13 C34 H12B 109.1 . . ?
C33 C34 H12B 109.1 . . ?
H12A C34 H12B 107.8 . . ?
C34 C13 H13A 109.5 . . ?
C34 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C34 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 N3 115.69(19) . . ?
C15 C14 H14A 108.4 . . ?
N3 C14 H14A 108.4 . . ?
C15 C14 H14B 108.4 . . ?
N3 C14 H14B 108.4 . . ?
H14A C14 H14B 107.4 . . ?
C14 C15 C16 109.0(2) . . ?
C14 C15 H15A 109.9 . . ?
C16 C15 H15A 109.9 . . ?
C14 C15 H15B 109.9 . . ?
C16 C15 H15B 109.9 . . ?
H15A C15 H15B 108.3 . . ?
C17 C16 C15 112.4(2) . . ?
C17 C16 H16A 109.1 . . ?
C15 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 N3 116.98(19) . . ?
C19 C18 H18A 108.1 . . ?
N3 C18 H18A 108.1 . . ?
C19 C18 H18B 108.1 . . ?
N3 C18 H18B 108.1 . . ?
H18A C18 H18B 107.3 . . ?
C18 C19 C20 108.4(2) . . ?
C18 C19 H19A 110.0 . . ?
C20 C19 H19A 110.0 . . ?
C18 C19 H19B 110.0 . . ?
C20 C19 H19B 110.0 . . ?
H19A C19 H19B 108.4 . . ?
C21 C20 C19 113.5(2) . . ?
C21 C20 H20A 108.9 . . ?
C19 C20 H20A 108.9 . . ?
C21 C20 H20B 108.9 . . ?
C19 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N3 C22 C23 116.3(2) . . ?
N3 C22 H22A 108.2 . . ?
C23 C22 H22A 108.2 . . ?
N3 C22 H22B 108.2 . . ?
C23 C22 H22B 108.2 . . ?
H22A C22 H22B 107.4 . . ?
C24 C23 C22 109.6(2) . . ?
C24 C23 H23A 109.8 . . ?
C22 C23 H23A 109.8 . . ?
C24 C23 H23B 109.8 . . ?
C22 C23 H23B 109.8 . . ?
H23A C23 H23B 108.2 . . ?
C25 C24 C23 112.5(2) . . ?
C25 C24 H24A 109.1 . . ?
C23 C24 H24A 109.1 . . ?
C25 C24 H24B 109.1 . . ?
C23 C24 H24B 109.1 . . ?
H24A C24 H24B 107.8 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C1 N1 C7 129.0(2) . . ?
C1 N1 Cu1 115.7(2) . . ?
C7 N1 Cu1 114.99(17) . . ?
C2 N2 C12 131.3(2) . . ?
C2 N2 Cu1 114.60(19) . . ?
C12 N2 Cu1 114.13(17) . . ?
C22 N3 C18 112.13(19) . . ?
C22 N3 C32 111.66(19) . . ?
C18 N3 C32 105.72(18) . . ?
C22 N3 C14 105.34(18) . . ?
C18 N3 C14 111.07(18) . . ?
C32 N3 C14 111.04(18) . . ?
C3 O3 Cu1 111.98(19) . . ?
C1M O1M H1M 109.5 . . ?
O1M C1M H1M1 109.5 . . ?
O1M C1M H1M2 109.5 . . ?
H1M1 C1M H1M2 109.5 . . ?
O1M C1M H1M3 109.5 . . ?
H1M1 C1M H1M3 109.5 . . ?
H1M2 C1M H1M3 109.5 . . ?
C2M O2M H2M 109.5 . . ?
O2M C2M H2M1 109.5 . . ?
O2M C2M H2M2 109.5 . . ?
H2M1 C2M H2M2 109.5 . . ?
O2M C2M H2M3 109.5 . . ?
H2M1 C2M H2M3 109.5 . . ?
H2M2 C2M H2M3 109.5 . . ?
N1 Cu1 O3 85.74(9) . . ?
N1 Cu1 N2 83.56(10) . . ?
O3 Cu1 N2 169.24(9) . . ?
N1 Cu1 O2 168.72(9) . 3_767 ?
O3 Cu1 O2 105.54(8) . 3_767 ?
N2 Cu1 O2 85.15(8) . 3_767 ?
O2 C2 N2 129.0(3) . . ?
O2 C2 C2 119.4(3) . 3_767 ?
N2 C2 C2 111.6(3) . 3_767 ?
C2 O2 Cu1 109.10(16) . 3_767 ?

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 C1 C3 O3' -5.1(4) . . . . ?
N1 C1 C3 O3' 172.9(2) . . . . ?
O1 C1 C3 O3 176.3(2) . . . . ?
N1 C1 C3 O3 -5.6(3) . . . . ?
N1 C7 C8 C9 179.4(2) . . . . ?
C12 C7 C8 C9 0.5(4) . . . . ?
C7 C8 C9 C10 0.1(4) . . . . ?
C8 C9 C10 C11 -0.4(4) . . . . ?
C9 C10 C11 C12 0.0(4) . . . . ?
C10 C11 C12 N2 -178.3(2) . . . . ?
C10 C11 C12 C7 0.7(4) . . . . ?
C8 C7 C12 C11 -0.9(4) . . . . ?
N1 C7 C12 C11 -179.9(2) . . . . ?
C8 C7 C12 N2 178.2(2) . . . . ?
N1 C7 C12 N2 -0.8(3) . . . . ?
N3 C32 C33 C34 179.6(2) . . . . ?
C32 C33 C34 C13 -178.8(2) . . . . ?
N3 C14 C15 C16 -170.66(19) . . . . ?
C14 C15 C16 C17 -179.7(2) . . . . ?
N3 C18 C19 C20 170.5(2) . . . . ?
C18 C19 C20 C21 174.1(2) . . . . ?
N3 C22 C23 C24 178.8(2) . . . . ?
C22 C23 C24 C25 177.5(2) . . . . ?
O1 C1 N1 C7 6.6(4) . . . . ?
C3 C1 N1 C7 -171.2(2) . . . . ?
O1 C1 N1 Cu1 179.8(2) . . . . ?
C3 C1 N1 Cu1 2.0(3) . . . . ?
C8 C7 N1 C1 -2.1(4) . . . . ?
C12 C7 N1 C1 176.8(2) . . . . ?
C8 C7 N1 Cu1 -175.4(2) . . . . ?
C12 C7 N1 Cu1 3.5(3) . . . . ?
C11 C12 N2 C2 -3.2(4) . . . . ?
C7 C12 N2 C2 177.8(2) . . . . ?
C11 C12 N2 Cu1 176.8(2) . . . . ?
C7 C12 N2 Cu1 -2.2(3) . . . . ?
C23 C22 N3 C18 -57.6(3) . . . . ?
C23 C22 N3 C32 60.8(3) . . . . ?
C23 C22 N3 C14 -178.6(2) . . . . ?
C19 C18 N3 C22 -62.0(3) . . . . ?
C19 C18 N3 C32 176.1(2) . . . . ?
C19 C18 N3 C14 55.6(3) . . . . ?
C33 C32 N3 C22 61.7(3) . . . . ?
C33 C32 N3 C18 -176.1(2) . . . . ?
C33 C32 N3 C14 -55.5(3) . . . . ?
C15 C14 N3 C22 -177.2(2) . . . . ?
C15 C14 N3 C18 61.2(3) . . . . ?
C15 C14 N3 C32 -56.2(3) . . . . ?
O3' C3 O3 Cu1 -172.2(2) . . . . ?
C1 C3 O3 Cu1 6.3(3) . . . . ?
C12 N2 C2 O2 -2.7(4) . . . . ?
Cu1 N2 C2 O2 177.3(2) . . . . ?
C12 N2 C2 C2 177.3(2) . . . 3_767 ?
Cu1 N2 C2 C2 -2.7(3) . . . 3_767 ?
N2 C2 O2 Cu1 177.5(2) . . . 3_767 ?
C2 C2 O2 Cu1 -2.5(3) 3_767 . . 3_767 ?

_refine_diff_density_max         0.886
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.082

_shelxl_version_number           2013-4

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

data_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1862837'
_audit_update_record             
;
2018-10-05 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C37 H57 Cu4 N13 O13), 2(C3 H7 N O)'
_chemical_formula_sum            'C154 H242 Cu16 N54 O54'
_chemical_formula_weight         4730.64

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, 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                   29.0609(15)
_cell_length_b                   15.6531(8)
_cell_length_c                   12.2183(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.987(4)
_cell_angle_gamma                90
_cell_volume                     5550.5(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    110
_cell_measurement_reflns_used    3321
_cell_measurement_theta_min      4.5930
_cell_measurement_theta_max      65.7860
_cell_oxdiff_twin_number         2
loop_
_cell_oxdiff_twin_id
_cell_oxdiff_twin_matrix_11
_cell_oxdiff_twin_matrix_12
_cell_oxdiff_twin_matrix_13
_cell_oxdiff_twin_matrix_21
_cell_oxdiff_twin_matrix_22
_cell_oxdiff_twin_matrix_23
_cell_oxdiff_twin_matrix_31
_cell_oxdiff_twin_matrix_32
_cell_oxdiff_twin_matrix_33
1 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000 0.0000 1.0000
2 -0.9997 0.0008 -0.2511 -0.0004 -0.9999 -0.0001 -0.0004 0.0000 0.9993


_exptl_crystal_description       plate
_exptl_crystal_colour            blue

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_F_000             2440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    2.293
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.92646
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7490
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.045
_diffrn_reflns_theta_max         65.998
_diffrn_reflns_theta_full        66.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_oxdiff_twin_integration_method simultaneous
loop_
_diffrn_oxdiff_twin_id
_diffrn_oxdiff_twin_ratio
_diffrn_oxdiff_twin_reflns_isolated
_diffrn_oxdiff_twin_reflns_overlapped
1 0.5034 4965 5536
2 0.4966 4985 5536


_reflns_number_total             7490
_reflns_number_gt                6022
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;

_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP in SHELXTL/Vs. 5.1 Bruker AXS'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'



_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1386P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7490
_refine_ls_number_parameters     345
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0723
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_ref         0.1776
_refine_ls_wR_factor_gt          0.1712
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.16199(16) 0.1722(3) 0.8401(4) 0.0479(11) Uani 1 1 d . . . . .
C1D C -0.0240(9) 0.3960(13) 1.212(2) 0.088(3) Uani 0.25 1 d D . P . .
H1D H -0.0057 0.4304 1.2582 0.105 Uiso 0.25 1 calc R U P . .
C2D C -0.0869(9) 0.3972(15) 1.068(2) 0.088(3) Uani 0.25 1 d D . P . .
H2D1 H -0.0776 0.3403 1.0497 0.132 Uiso 0.25 1 calc R U P . .
H2D2 H -0.0923 0.4295 1.0013 0.132 Uiso 0.25 1 calc R U P . .
H2D3 H -0.1148 0.3949 1.1064 0.132 Uiso 0.25 1 calc R U P . .
C3 C 0.13587(17) 0.2570(3) 0.8218(4) 0.0498(11) Uani 1 1 d . . . . .
C3D C -0.0343(10) 0.5182(13) 1.076(2) 0.088(3) Uani 0.25 1 d D . P . .
H3D1 H -0.0156 0.5508 1.1279 0.132 Uiso 0.25 1 calc R U P . .
H3D2 H -0.0600 0.5521 1.0496 0.132 Uiso 0.25 1 calc R U P . .
H3D3 H -0.0163 0.5019 1.0158 0.132 Uiso 0.25 1 calc R U P . .
C7 C 0.21898(16) 0.0881(3) 0.7464(4) 0.0491(11) Uani 1 1 d . . . . .
C8 C 0.22623(18) 0.0187(3) 0.8158(4) 0.0545(12) Uani 1 1 d . . . . .
H8 H 0.2094 0.0128 0.8781 0.065 Uiso 1 1 calc R U . . .
C9 C 0.2590(2) -0.0420(3) 0.7908(5) 0.0639(14) Uani 1 1 d . . . . .
H9 H 0.2641 -0.0884 0.8375 0.077 Uiso 1 1 calc R U . . .
C10 C 0.2840(2) -0.0352(3) 0.6991(5) 0.0616(13) Uani 1 1 d . . . . .
H10 H 0.3051 -0.0775 0.6832 0.074 Uiso 1 1 calc R U . . .
C11 C 0.27787(19) 0.0347(3) 0.6298(4) 0.0560(12) Uani 1 1 d . . . . .
H11 H 0.2952 0.0397 0.5683 0.067 Uiso 1 1 calc R U . . .
C12 C 0.24626(16) 0.0960(3) 0.6524(4) 0.0469(10) Uani 1 1 d . . . . .
C13 C 0.04170(19) 0.1213(4) 0.8776(5) 0.0621(13) Uani 1 1 d . . . . .
H13A H 0.0115 0.0970 0.8671 0.093 Uiso 1 1 calc R U . . .
H13B H 0.0644 0.0770 0.8729 0.093 Uiso 1 1 calc R U . . .
H13C H 0.0462 0.1633 0.8220 0.093 Uiso 1 1 calc R U . . .
C14 C 0.0149(2) 0.2355(4) 0.9876(7) 0.086(2) Uani 1 1 d . . . . .
H14A H 0.0265 0.2810 0.9443 0.130 Uiso 1 1 calc R U . . .
H14B H 0.0130 0.2543 1.0620 0.130 Uiso 1 1 calc R U . . .
H14C H -0.0152 0.2193 0.9587 0.130 Uiso 1 1 calc R U . . .
C15 C 0.03578(18) 0.0959(4) 1.0707(5) 0.0621(14) Uani 1 1 d . . . . .
H21A H 0.0027 0.0909 1.0758 0.075 Uiso 1 1 calc R U . . .
H21B H 0.0477 0.0406 1.0507 0.075 Uiso 1 1 calc R U . . .
C16 C 0.0573(2) 0.1230(5) 1.1783(5) 0.0747(17) Uani 1 1 d . . . . .
H22A H 0.0419 0.1737 1.2039 0.090 Uiso 1 1 calc R U . . .
H22B H 0.0541 0.0781 1.2319 0.090 Uiso 1 1 calc R U . . .
C17 C 0.1324(2) 0.0600(5) 1.1602(6) 0.086(2) Uani 1 1 d . . . . .
H17A H 0.1295 0.0285 1.2268 0.129 Uiso 1 1 calc R U . . .
H17B H 0.1643 0.0728 1.1511 0.129 Uiso 1 1 calc R U . . .
H17C H 0.1206 0.0266 1.0992 0.129 Uiso 1 1 calc R U . . .
C18 C 0.1249(4) 0.1982(7) 1.2563(6) 0.131(5) Uani 1 1 d . . . . .
H24A H 0.1023 0.2413 1.2730 0.157 Uiso 1 1 calc R U . . .
H24B H 0.1319 0.1648 1.3220 0.157 Uiso 1 1 calc R U . . .
C20 C 0.1675(4) 0.2399(8) 1.2200(7) 0.136(5) Uani 1 1 d . . . . .
H25A H 0.1782 0.2819 1.2739 0.163 Uiso 1 1 calc R U . . .
H25B H 0.1915 0.1974 1.2138 0.163 Uiso 1 1 calc R U . . .
C21 C 0.1380(4) 0.3658(7) 1.1270(8) 0.138(4) Uani 1 1 d . . . . .
H21C H 0.1580 0.3993 1.1751 0.207 Uiso 1 1 calc R U . . .
H21D H 0.1085 0.3600 1.1581 0.207 Uiso 1 1 calc R U . . .
H21E H 0.1343 0.3936 1.0571 0.207 Uiso 1 1 calc R U . . .
C22 C 0.2019(3) 0.2901(7) 1.0602(7) 0.120(4) Uani 1 1 d . . . . .
H22C H 0.2152 0.2345 1.0510 0.180 Uiso 1 1 calc R U . . .
H22D H 0.2227 0.3246 1.1051 0.180 Uiso 1 1 calc R U . . .
H22E H 0.1967 0.3166 0.9898 0.180 Uiso 1 1 calc R U . . .
N1 N 0.18807(13) 0.1552(2) 0.7573(3) 0.0459(9) Uani 1 1 d . . . . .
N1D N -0.0523(8) 0.4364(12) 1.1332(18) 0.088(3) Uani 0.25 1 d D . P . .
N1N N 0.09922(13) 0.1345(3) 0.5372(4) 0.0532(10) Uani 1 1 d . . . . .
N2 N 0.23658(13) 0.1713(2) 0.5919(3) 0.0452(8) Uani 1 1 d . . . . .
N3 N 0.1473(13) 0.305(3) 0.739(4) 0.041(5) Uani 0.5 1 d . . P A 1
C19 C 0.1110(5) 0.3770(10) 0.7075(15) 0.101(5) Uani 0.5 1 d . . P A 1
H19A H 0.0835 0.3514 0.6754 0.152 Uiso 0.5 1 calc R U P A 1
H19B H 0.1237 0.4155 0.6557 0.152 Uiso 0.5 1 calc R U P A 1
H19C H 0.1038 0.4080 0.7721 0.152 Uiso 0.5 1 calc R U P A 1
O3 O 0.1382(9) 0.2920(19) 0.730(3) 0.038(3) Uani 0.5 1 d . . P A 2
N7 N 0.04634(13) 0.1610(3) 0.9844(4) 0.0532(10) Uani 1 1 d . . . . .
N8 N 0.10591(18) 0.1411(4) 1.1655(4) 0.0740(15) Uani 1 1 d . . . . .
N9 N 0.1581(2) 0.2818(4) 1.1132(5) 0.0890(19) Uani 1 1 d . . . . .
O1 O 0.15727(11) 0.1325(3) 0.9275(3) 0.0568(9) Uani 1 1 d . . . . .
O1D O -0.0211(7) 0.3192(10) 1.2246(17) 0.088(3) Uani 0.25 1 d D . P . .
O1N O 0.13150(14) 0.1836(3) 0.5158(3) 0.0694(11) Uani 1 1 d . . . . .
O2N O 0.08468(13) 0.1326(3) 0.6310(3) 0.0687(10) Uani 1 1 d . . . . .
O3' O 0.11072(12) 0.2816(2) 0.8964(3) 0.0547(8) Uani 1 1 d . . . . .
O3N O 0.08245(14) 0.0878(3) 0.4625(3) 0.0729(12) Uani 1 1 d . . . . .
Cu1 Cu 0.18350(2) 0.23490(4) 0.63733(6) 0.0465(2) Uani 1 1 d . . . . .
Cu2 Cu 0.11108(2) 0.20570(5) 1.02596(6) 0.0528(2) Uani 1 1 d . . . . .
C2 C 0.26092(16) 0.2069(3) 0.5182(4) 0.0441(10) Uani 1 1 d . . . . .
O2 O 0.29758(11) 0.18191(19) 0.4778(3) 0.0472(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.250(5) . ?
C1 N1 1.322(6) . ?
C1 C3 1.540(8) . ?
C1D O1D 1.215(19) . ?
C1D N1D 1.38(2) . ?
C1D C1D 1.64(5) 2_557 ?
C1D O1D 1.91(3) 2_557 ?
C1D H1D 0.9300 . ?
C2D N1D 1.40(2) . ?
C2D H2D1 0.9711 . ?
C2D H2D2 0.9712 . ?
C2D H2D3 0.9713 . ?
C3 O3' 1.258(6) . ?
C3 O3 1.26(4) . ?
C3 N3 1.32(5) . ?
C3D N1D 1.560(19) . ?
C3D H3D1 0.9600 . ?
C3D H3D2 0.9600 . ?
C3D H3D3 0.9600 . ?
C7 C8 1.387(7) . ?
C7 N1 1.392(7) . ?
C7 C12 1.435(7) . ?
C8 C9 1.390(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.371(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.388(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.367(7) . ?
C11 H11 0.9300 . ?
C12 N2 1.412(6) . ?
C13 N7 1.445(7) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 N7 1.482(7) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.487(8) . ?
C15 N7 1.510(7) . ?
C15 H21A 0.9700 . ?
C15 H21B 0.9700 . ?
C16 N8 1.458(8) . ?
C16 H22A 0.9700 . ?
C16 H22B 0.9700 . ?
C17 N8 1.488(10) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C20 1.488(12) . ?
C18 N8 1.507(8) . ?
C18 H24A 0.9700 . ?
C18 H24B 0.9700 . ?
C20 N9 1.474(10) . ?
C20 H25A 0.9700 . ?
C20 H25B 0.9700 . ?
C21 N9 1.452(13) . ?
C21 H21C 0.9600 . ?
C21 H21D 0.9600 . ?
C21 H21E 0.9600 . ?
C22 N9 1.464(11) . ?
C22 H22C 0.9600 . ?
C22 H22D 0.9600 . ?
C22 H22E 0.9600 . ?
N1 Cu1 1.924(4) . ?
N1N O2N 1.242(5) . ?
N1N O3N 1.249(6) . ?
N1N O1N 1.251(6) . ?
N2 C2 1.299(6) . ?
N2 Cu1 1.941(4) . ?
N3 C19 1.58(5) . ?
N3 Cu1 2.00(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
O3 Cu1 1.99(4) . ?
N7 Cu2 2.046(4) . ?
N8 Cu2 1.994(5) . ?
N9 Cu2 2.066(5) . ?
O1 Cu2 2.174(4) . ?
O1D O1D 1.34(4) 2_557 ?
O1D C1D 1.91(3) 2_557 ?
O1N Cu1 2.213(4) . ?
O3' Cu2 1.978(4) . ?
Cu1 O2 2.015(3) 7_556 ?
C2 O2 1.260(6) . ?
C2 C2 1.546(9) 7_556 ?
O2 Cu1 2.015(3) 7_556 ?

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 N1 130.4(5) . . ?
O1 C1 C3 118.5(5) . . ?
N1 C1 C3 111.1(4) . . ?
O1D C1D N1D 125(2) . . ?
O1D C1D C1D 82.7(16) . 2_557 ?
N1D C1D C1D 148.6(18) . 2_557 ?
O1D C1D O1D 44.2(15) . 2_557 ?
N1D C1D O1D 160(2) . 2_557 ?
C1D C1D O1D 39.0(8) 2_557 2_557 ?
O1D C1D H1D 117.4 . . ?
N1D C1D H1D 117.3 . . ?
C1D C1D H1D 37.7 2_557 . ?
O1D C1D H1D 76.0 2_557 . ?
N1D C2D H2D1 110.7 . . ?
N1D C2D H2D2 110.7 . . ?
H2D1 C2D H2D2 108.2 . . ?
N1D C2D H2D3 110.7 . . ?
H2D1 C2D H2D3 108.2 . . ?
H2D2 C2D H2D3 108.2 . . ?
O3' C3 O3 125.2(17) . . ?
O3' C3 N3 124(2) . . ?
O3' C3 C1 117.3(4) . . ?
O3 C3 C1 117.2(17) . . ?
N3 C3 C1 117(2) . . ?
N1D C3D H3D1 109.5 . . ?
N1D C3D H3D2 109.4 . . ?
H3D1 C3D H3D2 109.5 . . ?
N1D C3D H3D3 109.5 . . ?
H3D1 C3D H3D3 109.5 . . ?
H3D2 C3D H3D3 109.5 . . ?
C8 C7 N1 127.6(5) . . ?
C8 C7 C12 119.0(5) . . ?
N1 C7 C12 113.4(4) . . ?
C7 C8 C9 119.0(5) . . ?
C7 C8 H8 120.5 . . ?
C9 C8 H8 120.5 . . ?
C10 C9 C8 121.6(5) . . ?
C10 C9 H9 119.2 . . ?
C8 C9 H9 119.2 . . ?
C9 C10 C11 120.3(5) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 119.7(5) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 N2 126.8(4) . . ?
C11 C12 C7 120.4(4) . . ?
N2 C12 C7 112.8(4) . . ?
N7 C13 H13A 109.5 . . ?
N7 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N7 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N7 C14 H14A 109.5 . . ?
N7 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N7 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C16 C15 N7 109.5(5) . . ?
C16 C15 H21A 109.8 . . ?
N7 C15 H21A 109.8 . . ?
C16 C15 H21B 109.8 . . ?
N7 C15 H21B 109.8 . . ?
H21A C15 H21B 108.2 . . ?
N8 C16 C15 109.0(5) . . ?
N8 C16 H22A 109.9 . . ?
C15 C16 H22A 109.9 . . ?
N8 C16 H22B 109.9 . . ?
C15 C16 H22B 109.9 . . ?
H22A C16 H22B 108.3 . . ?
N8 C17 H17A 109.5 . . ?
N8 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
N8 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C20 C18 N8 108.6(7) . . ?
C20 C18 H24A 110.0 . . ?
N8 C18 H24A 110.0 . . ?
C20 C18 H24B 110.0 . . ?
N8 C18 H24B 110.0 . . ?
H24A C18 H24B 108.4 . . ?
N9 C20 C18 109.9(8) . . ?
N9 C20 H25A 109.7 . . ?
C18 C20 H25A 109.7 . . ?
N9 C20 H25B 109.7 . . ?
C18 C20 H25B 109.7 . . ?
H25A C20 H25B 108.2 . . ?
N9 C21 H21C 109.5 . . ?
N9 C21 H21D 109.5 . . ?
H21C C21 H21D 109.5 . . ?
N9 C21 H21E 109.5 . . ?
H21C C21 H21E 109.5 . . ?
H21D C21 H21E 109.5 . . ?
N9 C22 H22C 109.5 . . ?
N9 C22 H22D 109.5 . . ?
H22C C22 H22D 109.5 . . ?
N9 C22 H22E 109.5 . . ?
H22C C22 H22E 109.5 . . ?
H22D C22 H22E 109.5 . . ?
C1 N1 C7 128.5(4) . . ?
C1 N1 Cu1 115.6(3) . . ?
C7 N1 Cu1 115.9(3) . . ?
C1D N1D C2D 125.6(19) . . ?
C1D N1D C3D 119(2) . . ?
C2D N1D C3D 110.6(18) . . ?
O2N N1N O3N 121.4(4) . . ?
O2N N1N O1N 120.2(4) . . ?
O3N N1N O1N 118.3(5) . . ?
C2 N2 C12 128.3(4) . . ?
C2 N2 Cu1 116.6(3) . . ?
C12 N2 Cu1 114.7(3) . . ?
C3 N3 C19 114(3) . . ?
C3 N3 Cu1 109(3) . . ?
C19 N3 Cu1 128(3) . . ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N3 C19 H19C 109.4 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C3 O3 Cu1 112(2) . . ?
C13 N7 C14 109.5(5) . . ?
C13 N7 C15 109.1(4) . . ?
C14 N7 C15 111.3(5) . . ?
C13 N7 Cu2 114.4(3) . . ?
C14 N7 Cu2 106.6(3) . . ?
C15 N7 Cu2 106.0(3) . . ?
C16 N8 C17 110.3(5) . . ?
C16 N8 C18 110.9(6) . . ?
C17 N8 C18 111.6(7) . . ?
C16 N8 Cu2 107.8(4) . . ?
C17 N8 Cu2 109.4(4) . . ?
C18 N8 Cu2 106.7(4) . . ?
C21 N9 C22 109.6(7) . . ?
C21 N9 C20 110.9(8) . . ?
C22 N9 C20 107.8(8) . . ?
C21 N9 Cu2 108.8(5) . . ?
C22 N9 Cu2 113.0(5) . . ?
C20 N9 Cu2 106.7(4) . . ?
C1 O1 Cu2 108.1(3) . . ?
C1D O1D O1D 96.7(16) . 2_557 ?
C1D O1D C1D 58(2) . 2_557 ?
O1D O1D C1D 39.1(8) 2_557 2_557 ?
N1N O1N Cu1 125.1(3) . . ?
C3 O3' Cu2 114.7(3) . . ?
N1 Cu1 N2 81.99(16) . . ?
N1 Cu1 O3 83.2(10) . . ?
N2 Cu1 O3 162.1(10) . . ?
N1 Cu1 N3 84.4(14) . . ?
N2 Cu1 N3 155.8(11) . . ?
N1 Cu1 O2 160.17(15) . 7_556 ?
N2 Cu1 O2 83.22(15) . 7_556 ?
O3 Cu1 O2 108.6(10) . 7_556 ?
N3 Cu1 O2 104.5(13) . 7_556 ?
N1 Cu1 O1N 107.07(15) . . ?
N2 Cu1 O1N 98.47(17) . . ?
O3 Cu1 O1N 95.5(6) . . ?
N3 Cu1 O1N 104.7(9) . . ?
O2 Cu1 O1N 88.12(13) 7_556 . ?
O3' Cu2 N8 172.2(2) . . ?
O3' Cu2 N7 92.29(16) . . ?
N8 Cu2 N7 85.98(19) . . ?
O3' Cu2 N9 92.4(2) . . ?
N8 Cu2 N9 85.9(2) . . ?
N7 Cu2 N9 154.1(3) . . ?
O3' Cu2 O1 81.45(14) . . ?
N8 Cu2 O1 106.4(2) . . ?
N7 Cu2 O1 105.60(16) . . ?
N9 Cu2 O1 100.3(2) . . ?
O2 C2 N2 129.8(4) . . ?
O2 C2 C2 120.1(5) . 7_556 ?
N2 C2 C2 110.1(5) . 7_556 ?
C2 O2 Cu1 109.9(3) . 7_556 ?

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 C1 C3 O3' -0.5(6) . . . . ?
N1 C1 C3 O3' -178.2(4) . . . . ?
O1 C1 C3 O3 -174.4(10) . . . . ?
N1 C1 C3 O3 8.0(11) . . . . ?
O1 C1 C3 N3 168.4(13) . . . . ?
N1 C1 C3 N3 -9.2(14) . . . . ?
N1 C7 C8 C9 -179.9(5) . . . . ?
C12 C7 C8 C9 -1.4(7) . . . . ?
C7 C8 C9 C10 -0.5(8) . . . . ?
C8 C9 C10 C11 1.7(9) . . . . ?
C9 C10 C11 C12 -1.1(8) . . . . ?
C10 C11 C12 N2 178.6(5) . . . . ?
C10 C11 C12 C7 -0.8(7) . . . . ?
C8 C7 C12 C11 2.0(7) . . . . ?
N1 C7 C12 C11 -179.3(4) . . . . ?
C8 C7 C12 N2 -177.5(4) . . . . ?
N1 C7 C12 N2 1.2(6) . . . . ?
N7 C15 C16 N8 -52.1(7) . . . . ?
N8 C18 C20 N9 52.7(13) . . . . ?
O1 C1 N1 C7 -2.0(8) . . . . ?
C3 C1 N1 C7 175.3(4) . . . . ?
O1 C1 N1 Cu1 179.3(4) . . . . ?
C3 C1 N1 Cu1 -3.4(5) . . . . ?
C8 C7 N1 C1 6.9(8) . . . . ?
C12 C7 N1 C1 -171.7(4) . . . . ?
C8 C7 N1 Cu1 -174.4(4) . . . . ?
C12 C7 N1 Cu1 7.0(5) . . . . ?
O1D C1D N1D C2D 10(4) . . . . ?
C1D C1D N1D C2D 160(4) 2_557 . . . ?
O1D C1D N1D C2D 62(7) 2_557 . . . ?
O1D C1D N1D C3D -143(3) . . . . ?
C1D C1D N1D C3D 7(6) 2_557 . . . ?
O1D C1D N1D C3D -91(6) 2_557 . . . ?
C11 C12 N2 C2 -15.5(8) . . . . ?
C7 C12 N2 C2 164.0(4) . . . . ?
C11 C12 N2 Cu1 171.7(4) . . . . ?
C7 C12 N2 Cu1 -8.8(5) . . . . ?
O3' C3 N3 C19 -27(2) . . . . ?
O3 C3 N3 C19 72(13) . . . . ?
C1 C3 N3 C19 164.8(15) . . . . ?
O3' C3 N3 Cu1 -175.8(6) . . . . ?
O3 C3 N3 Cu1 -77(14) . . . . ?
C1 C3 N3 Cu1 16.1(19) . . . . ?
O3' C3 O3 Cu1 178.4(5) . . . . ?
N3 C3 O3 Cu1 87(14) . . . . ?
C1 C3 O3 Cu1 -8.3(14) . . . . ?
C16 C15 N7 C13 158.1(5) . . . . ?
C16 C15 N7 C14 -80.9(6) . . . . ?
C16 C15 N7 Cu2 34.5(5) . . . . ?
C15 C16 N8 C17 -76.9(7) . . . . ?
C15 C16 N8 C18 159.0(6) . . . . ?
C15 C16 N8 Cu2 42.5(6) . . . . ?
C20 C18 N8 C16 -159.7(9) . . . . ?
C20 C18 N8 C17 77.0(10) . . . . ?
C20 C18 N8 Cu2 -42.5(11) . . . . ?
C18 C20 N9 C21 83.1(10) . . . . ?
C18 C20 N9 C22 -156.9(9) . . . . ?
C18 C20 N9 Cu2 -35.3(11) . . . . ?
N1 C1 O1 Cu2 176.6(4) . . . . ?
C3 C1 O1 Cu2 -0.5(5) . . . . ?
N1D C1D O1D O1D 157(3) . . . 2_557 ?
C1D C1D O1D O1D -7(3) 2_557 . . 2_557 ?
N1D C1D O1D C1D 165(4) . . . 2_557 ?
O1D C1D O1D C1D 7(3) 2_557 . . 2_557 ?
O2N N1N O1N Cu1 23.9(7) . . . . ?
O3N N1N O1N Cu1 -155.8(4) . . . . ?
O3 C3 O3' Cu2 174.6(10) . . . . ?
N3 C3 O3' Cu2 -166.8(15) . . . . ?
C1 C3 O3' Cu2 1.3(5) . . . . ?
C12 N2 C2 O2 4.1(8) . . . . ?
Cu1 N2 C2 O2 176.8(4) . . . . ?
C12 N2 C2 C2 -174.7(4) . . . 7_556 ?
Cu1 N2 C2 C2 -2.0(6) . . . 7_556 ?
N2 C2 O2 Cu1 177.9(4) . . . 7_556 ?
C2 C2 O2 Cu1 -3.3(6) 7_556 . . 7_556 ?

_refine_diff_density_max         0.920
_refine_diff_density_min         -0.478
_refine_diff_density_rms         0.113

_shelxl_version_number           2013-4

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

data_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1862836'
_audit_update_record             
;
2018-10-05 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H54 Cu4 N12 O14, C4 H10 O'
_chemical_formula_sum            'C40 H64 Cu4 N12 O15'
_chemical_formula_weight         1207.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

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

_cell_length_a                   15.0218(8)
_cell_length_b                   11.1523(5)
_cell_length_c                   31.3800(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5257.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    1999
_cell_measurement_theta_min      4.0560
_cell_measurement_theta_max      64.7520


_exptl_crystal_description       plate
_exptl_crystal_colour            blue

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_F_000             2496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    2.447
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.77031
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9813
_diffrn_reflns_av_unetI/netI     0.0458
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         4.074
_diffrn_reflns_theta_max         62.486
_diffrn_reflns_theta_full        62.500
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4149
_reflns_number_gt                3422
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;

_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP in SHELXTL/Vs. 5.1 Bruker AXS'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'



_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0406P)²+19.2840P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4149
_refine_ls_number_parameters     344
_refine_ls_number_restraints     88
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0618
_refine_ls_wR_factor_ref         0.1418
_refine_ls_wR_factor_gt          0.1362
_refine_ls_goodness_of_fit_ref   1.160
_refine_ls_restrained_S_all      1.161
_refine_ls_shift/su_max          0.004
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0017(4) -0.1395(4) 0.39815(16) 0.0257(12) Uani 1 1 d . . . . .
C3 C 0.1019(4) -0.1692(5) 0.39117(17) 0.0279(12) Uani 1 1 d . . . . .
C12 C -0.1379(4) -0.3207(4) 0.46705(16) 0.0253(12) Uani 1 1 d . . . . .
C7 C -0.1242(4) -0.2229(4) 0.43900(16) 0.0249(11) Uani 1 1 d . . . . .
C8 C -0.1913(4) -0.1397(5) 0.43172(17) 0.0304(12) Uani 1 1 d . . . . .
H6 H -0.1817 -0.0748 0.4137 0.037 Uiso 1 1 calc R U . . .
C9 C -0.2725(4) -0.1549(5) 0.45180(18) 0.0307(13) Uani 1 1 d . . . . .
H7 H -0.3179 -0.0998 0.4471 0.037 Uiso 1 1 calc R U . . .
C10 C -0.2869(4) -0.2508(5) 0.47866(17) 0.0306(13) Uani 1 1 d . . . . .
H8 H -0.3421 -0.2594 0.4918 0.037 Uiso 1 1 calc R U . . .
C11 C -0.2204(4) -0.3349(5) 0.48652(17) 0.0282(12) Uani 1 1 d . . . . .
H9 H -0.2310 -0.3996 0.5045 0.034 Uiso 1 1 calc R U . . .
C13 C 0.0146(6) -0.0944(6) 0.2855(2) 0.055(2) Uani 1 1 d . . . . .
H13A H -0.0296 -0.1312 0.3032 0.083 Uiso 1 1 calc R U . . .
H13B H 0.0709 -0.1335 0.2898 0.083 Uiso 1 1 calc R U . . .
H13C H -0.0026 -0.1019 0.2561 0.083 Uiso 1 1 calc R U . . .
C14 C -0.0646(5) 0.0938(7) 0.2919(2) 0.060(2) Uani 1 1 d . . . . .
H14A H -0.0845 0.0863 0.2630 0.089 Uiso 1 1 calc R U . . .
H14B H -0.0590 0.1772 0.2991 0.089 Uiso 1 1 calc R U . . .
H14C H -0.1069 0.0566 0.3106 0.089 Uiso 1 1 calc R U . . .
C15 C 0.0905(5) 0.0919(6) 0.26857(18) 0.0415(15) Uani 1 1 d . . . . .
H12A H 0.0642 0.1107 0.2411 0.050 Uiso 1 1 calc R U . . .
H12B H 0.1398 0.0373 0.2639 0.050 Uiso 1 1 calc R U . . .
C16 C 0.1240(4) 0.2059(5) 0.28948(18) 0.0382(15) Uani 1 1 d . . . . .
H1U H 0.1727 0.2395 0.2731 0.046 Uiso 1 1 calc R U . . .
H2U H 0.0766 0.2648 0.2908 0.046 Uiso 1 1 calc R U . . .
C17 C 0.2455(4) 0.1209(5) 0.33152(19) 0.0364(14) Uani 1 1 d . . . . .
H4U H 0.2645 0.1006 0.3598 0.055 Uiso 1 1 calc R U . . .
H5U H 0.2865 0.1774 0.3193 0.055 Uiso 1 1 calc R U . . .
H3U H 0.2440 0.0498 0.3143 0.055 Uiso 1 1 calc R U . . .
C18 C 0.1545(4) 0.2831(5) 0.36157(19) 0.0341(13) Uani 1 1 d . . . . .
H15A H 0.1030 0.3327 0.3554 0.041 Uiso 1 1 calc R U . . .
H15B H 0.2077 0.3306 0.3567 0.041 Uiso 1 1 calc R U . . .
C19 C 0.1517(4) 0.2419(5) 0.40706(19) 0.0355(14) Uani 1 1 d . . . . .
H16A H 0.2073 0.2024 0.4142 0.043 Uiso 1 1 calc R U . . .
H16B H 0.1447 0.3105 0.4257 0.043 Uiso 1 1 calc R U . . .
C20 C -0.0092(4) 0.2229(5) 0.4191(2) 0.0406(15) Uani 1 1 d . . . . .
H20A H -0.0571 0.1664 0.4218 0.061 Uiso 1 1 calc R U . . .
H20B H -0.0195 0.2733 0.3948 0.061 Uiso 1 1 calc R U . . .
H20C H -0.0061 0.2714 0.4443 0.061 Uiso 1 1 calc R U . . .
C21 C 0.0929(5) 0.0821(6) 0.45191(19) 0.0496(18) Uani 1 1 d . . . . .
H21A H 0.1013 0.1331 0.4762 0.074 Uiso 1 1 calc R U . . .
H21B H 0.1453 0.0344 0.4476 0.074 Uiso 1 1 calc R U . . .
H21C H 0.0427 0.0305 0.4567 0.074 Uiso 1 1 calc R U . . .
N2 N -0.0631(3) -0.3939(4) 0.47283(14) 0.0255(10) Uani 1 1 d . . . . .
N1 N -0.0368(3) -0.2205(4) 0.42169(13) 0.0252(10) Uani 1 1 d . . . . .
N7 N 0.0228(3) 0.0343(4) 0.29666(15) 0.0360(12) Uani 1 1 d . . . . .
N8 N 0.1548(3) 0.1753(4) 0.33320(14) 0.0281(10) Uani 1 1 d . . . . .
N9 N 0.0762(3) 0.1571(4) 0.41347(14) 0.0314(11) Uani 1 1 d . . . . .
N1N N 0.0174(18) -0.4496(18) 0.3424(7) 0.0566(11) Uani 0.307(9) 1 d D U P A 1
O1N O 0.014(5) -0.485(4) 0.3810(7) 0.0566(11) Uani 0.307(9) 1 d D U P A 1
O2N O 0.009(2) -0.3384(15) 0.3359(7) 0.0566(11) Uani 0.307(9) 1 d D U P A 1
O3N O 0.0280(15) -0.5261(14) 0.3132(5) 0.0566(11) Uani 0.307(9) 1 d D U P A 1
N1N' N -0.0005(8) -0.4705(8) 0.3470(3) 0.053(3) Uani 0.693(9) 1 d D U P A 2
O1N' O 0.019(2) -0.4902(17) 0.3846(3) 0.0566(11) Uani 0.693(9) 1 d D U P A 2
O2N' O 0.0124(9) -0.3675(7) 0.3316(3) 0.0566(11) Uani 0.693(9) 1 d D U P A 2
O3N' O -0.0279(6) -0.5566(6) 0.3242(2) 0.0566(11) Uani 0.693(9) 1 d D U P A 2
O1 O -0.0292(2) -0.0432(3) 0.38266(11) 0.0274(8) Uani 1 1 d . . . . .
O3 O 0.1321(2) -0.2633(3) 0.40848(12) 0.0302(9) Uani 1 1 d . . . . .
O3' O 0.1452(2) -0.0954(3) 0.36994(12) 0.0313(9) Uani 1 1 d . . . . .
Cu1 Cu 0.03717(5) -0.35625(7) 0.43634(2) 0.0277(2) Uani 1 1 d . . . . .
Cu2 Cu 0.06490(5) 0.06142(6) 0.35764(2) 0.0253(2) Uani 1 1 d . . . . .
O1E O -0.194(2) -0.272(3) 0.3342(11) 0.079(3) Uani 0.153(4) 1 d D U P A 1
C4E C -0.296(3) -0.127(6) 0.2965(18) 0.079(3) Uani 0.153(4) 1 d D U P A 1
H4E1 H -0.3530 -0.1611 0.3038 0.119 Uiso 0.153(4) 1 calc R U P A 1
H4E2 H -0.2998 -0.0903 0.2689 0.119 Uiso 0.153(4) 1 calc R U P A 1
H4E3 H -0.2803 -0.0679 0.3174 0.119 Uiso 0.153(4) 1 calc R U P A 1
C1E C -0.233(3) -0.380(4) 0.3526(13) 0.079(3) Uani 0.153(4) 1 d D U P A 1
H1E1 H -0.2961 -0.3680 0.3589 0.095 Uiso 0.153(4) 1 calc R U P A 1
H1E2 H -0.2028 -0.4034 0.3785 0.095 Uiso 0.153(4) 1 calc R U P A 1
C2E C -0.221(4) -0.471(4) 0.3179(16) 0.079(3) Uani 0.153(4) 1 d D U P A 1
H2E1 H -0.2618 -0.4554 0.2951 0.119 Uiso 0.153(4) 1 calc R U P A 1
H2E2 H -0.2317 -0.5500 0.3292 0.119 Uiso 0.153(4) 1 calc R U P A 1
H2E3 H -0.1610 -0.4668 0.3074 0.119 Uiso 0.153(4) 1 calc R U P A 1
C3E C -0.230(3) -0.220(5) 0.2958(12) 0.079(3) Uani 0.153(4) 1 d D U P A 1
H3E1 H -0.1798 -0.1890 0.2798 0.095 Uiso 0.153(4) 1 calc R U P A 1
H3E2 H -0.2545 -0.2856 0.2792 0.095 Uiso 0.153(4) 1 calc R U P A 1
O1E' O -0.2277(10) -0.3372(16) 0.3117(5) 0.079(3) Uani 0.347(4) 1 d D U P A 2
C4E' C -0.2713(16) -0.135(3) 0.2895(8) 0.079(3) Uani 0.347(4) 1 d D . P A 2
H4E4 H -0.2237 -0.1270 0.2693 0.119 Uiso 0.347(4) 1 calc R U P A 2
H4E5 H -0.2863 -0.0576 0.3008 0.119 Uiso 0.347(4) 1 calc R U P A 2
H4E6 H -0.3224 -0.1690 0.2757 0.119 Uiso 0.347(4) 1 calc R U P A 2
C1E' C -0.2061(15) -0.403(2) 0.3515(6) 0.079(3) Uani 0.347(4) 1 d D U P A 2
H1E3 H -0.2519 -0.3934 0.3731 0.095 Uiso 0.347(4) 1 calc R U P A 2
H1E4 H -0.1487 -0.3797 0.3631 0.095 Uiso 0.347(4) 1 calc R U P A 2
C2E' C -0.2050(16) -0.530(2) 0.3320(8) 0.079(3) Uani 0.347(4) 1 d D . P A 2
H2E4 H -0.2304 -0.5274 0.3039 0.119 Uiso 0.347(4) 1 calc R U P A 2
H2E5 H -0.2392 -0.5832 0.3496 0.119 Uiso 0.347(4) 1 calc R U P A 2
H2E6 H -0.1447 -0.5582 0.3303 0.119 Uiso 0.347(4) 1 calc R U P A 2
C3E' C -0.2437(16) -0.2123(19) 0.3237(7) 0.079(3) Uani 0.347(4) 1 d D . P A 2
H3E3 H -0.2890 -0.2106 0.3457 0.095 Uiso 0.347(4) 1 calc R U P A 2
H3E4 H -0.1894 -0.1801 0.3359 0.095 Uiso 0.347(4) 1 calc R U P A 2
C2 C -0.0480(4) -0.4758(4) 0.50163(16) 0.0249(12) Uani 1 1 d . . . . .
O2 O -0.0999(2) -0.5178(3) 0.52976(11) 0.0270(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.267(6) . ?
C1 N1 1.303(7) . ?
C1 C3 1.556(8) . ?
C3 O3' 1.243(6) . ?
C3 O3 1.266(6) . ?
C12 C11 1.391(8) . ?
C12 N2 1.401(7) . ?
C12 C7 1.417(7) . ?
C7 C8 1.389(7) . ?
C7 N1 1.421(7) . ?
C8 C9 1.384(8) . ?
C8 H6 0.9300 . ?
C9 C10 1.378(8) . ?
C9 H7 0.9300 . ?
C10 C11 1.392(8) . ?
C10 H8 0.9300 . ?
C11 H9 0.9300 . ?
C13 N7 1.484(8) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 N7 1.478(9) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 N7 1.491(8) . ?
C15 C16 1.516(8) . ?
C15 H12A 0.9700 . ?
C15 H12B 0.9700 . ?
C16 N8 1.488(7) . ?
C16 H1U 0.9700 . ?
C16 H2U 0.9700 . ?
C17 N8 1.493(7) . ?
C17 H4U 0.9600 . ?
C17 H5U 0.9600 . ?
C17 H3U 0.9600 . ?
C18 N8 1.497(7) . ?
C18 C19 1.500(8) . ?
C18 H15A 0.9700 . ?
C18 H15B 0.9700 . ?
C19 N9 1.489(7) . ?
C19 H16A 0.9700 . ?
C19 H16B 0.9700 . ?
C20 N9 1.489(7) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N9 1.489(7) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
N2 C2 1.304(7) . ?
N2 Cu1 1.938(5) . ?
N1 Cu1 1.934(4) . ?
N7 Cu2 2.038(5) . ?
N8 Cu2 2.006(4) . ?
N9 Cu2 2.059(4) . ?
N1N O3N 1.262(17) . ?
N1N O2N 1.263(17) . ?
N1N O1N 1.276(18) . ?
O1N Cu1 2.28(4) . ?
N1N' O1N' 1.237(11) . ?
N1N' O2N' 1.262(10) . ?
N1N' O3N' 1.265(10) . ?
O1N' Cu1 2.223(16) . ?
O1 Cu2 1.994(4) . ?
O3 Cu1 1.967(4) . ?
O3' Cu2 2.159(4) . ?
Cu1 O2 1.998(3) 5_546 ?
O1E C3E 1.442(19) . ?
O1E C1E 1.456(19) . ?
C4E C3E 1.44(2) . ?
C4E H4E1 0.9608 . ?
C4E H4E2 0.9608 . ?
C4E H4E3 0.9608 . ?
C1E C2E 1.50(2) . ?
C1E H1E1 0.9700 . ?
C1E H1E2 0.9700 . ?
C2E H2E1 0.9943 . ?
C2E H2E2 0.9944 . ?
C2E H2E3 0.9963 . ?
C3E H3E1 0.9700 . ?
C3E H3E2 0.9700 . ?
O1E' C3E' 1.463(17) . ?
O1E' C1E' 1.483(17) . ?
C4E' C3E' 1.436(18) . ?
C4E' C2E' 1.81(4) 7_565 ?
C4E' H4E4 0.9600 . ?
C4E' H4E5 0.9600 . ?
C4E' H4E6 0.9600 . ?
C1E' C2E' 1.548(18) . ?
C1E' H1E3 0.9700 . ?
C1E' H1E4 0.9700 . ?
C2E' C4E' 1.81(4) 7 ?
C2E' H2E4 0.9601 . ?
C2E' H2E5 0.9601 . ?
C2E' H2E6 0.9601 . ?
C3E' H3E3 0.9700 . ?
C3E' H3E4 0.9700 . ?
C2 O2 1.268(6) . ?
C2 C2 1.543(11) 5_546 ?
O2 Cu1 1.998(3) 5_546 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 N1 130.0(5) . . ?
O1 C1 C3 118.8(5) . . ?
N1 C1 C3 111.2(4) . . ?
O3' C3 O3 126.3(5) . . ?
O3' C3 C1 116.1(5) . . ?
O3 C3 C1 117.5(5) . . ?
C11 C12 N2 126.3(5) . . ?
C11 C12 C7 119.3(5) . . ?
N2 C12 C7 114.4(5) . . ?
C8 C7 C12 120.8(5) . . ?
C8 C7 N1 126.5(5) . . ?
C12 C7 N1 112.7(4) . . ?
C9 C8 C7 118.8(5) . . ?
C9 C8 H6 120.6 . . ?
C7 C8 H6 120.6 . . ?
C10 C9 C8 120.8(5) . . ?
C10 C9 H7 119.6 . . ?
C8 C9 H7 119.6 . . ?
C9 C10 C11 121.2(5) . . ?
C9 C10 H8 119.4 . . ?
C11 C10 H8 119.4 . . ?
C12 C11 C10 119.0(5) . . ?
C12 C11 H9 120.5 . . ?
C10 C11 H9 120.5 . . ?
N7 C13 H13A 109.5 . . ?
N7 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N7 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N7 C14 H14A 109.5 . . ?
N7 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N7 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N7 C15 C16 109.4(5) . . ?
N7 C15 H12A 109.8 . . ?
C16 C15 H12A 109.8 . . ?
N7 C15 H12B 109.8 . . ?
C16 C15 H12B 109.8 . . ?
H12A C15 H12B 108.2 . . ?
N8 C16 C15 108.0(5) . . ?
N8 C16 H1U 110.1 . . ?
C15 C16 H1U 110.1 . . ?
N8 C16 H2U 110.1 . . ?
C15 C16 H2U 110.1 . . ?
H1U C16 H2U 108.4 . . ?
N8 C17 H4U 109.5 . . ?
N8 C17 H5U 109.5 . . ?
H4U C17 H5U 109.5 . . ?
N8 C17 H3U 109.5 . . ?
H4U C17 H3U 109.5 . . ?
H5U C17 H3U 109.5 . . ?
N8 C18 C19 108.6(4) . . ?
N8 C18 H15A 110.0 . . ?
C19 C18 H15A 110.0 . . ?
N8 C18 H15B 110.0 . . ?
C19 C18 H15B 110.0 . . ?
H15A C18 H15B 108.3 . . ?
N9 C19 C18 110.2(5) . . ?
N9 C19 H16A 109.6 . . ?
C18 C19 H16A 109.6 . . ?
N9 C19 H16B 109.6 . . ?
C18 C19 H16B 109.6 . . ?
H16A C19 H16B 108.1 . . ?
N9 C20 H20A 109.5 . . ?
N9 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N9 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N9 C21 H21A 109.5 . . ?
N9 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N9 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C2 N2 C12 129.5(5) . . ?
C2 N2 Cu1 115.2(4) . . ?
C12 N2 Cu1 114.9(3) . . ?
C1 N1 C7 129.8(4) . . ?
C1 N1 Cu1 115.0(4) . . ?
C7 N1 Cu1 115.2(3) . . ?
C14 N7 C13 109.7(6) . . ?
C14 N7 C15 110.7(5) . . ?
C13 N7 C15 109.5(5) . . ?
C14 N7 Cu2 107.7(4) . . ?
C13 N7 Cu2 113.1(4) . . ?
C15 N7 Cu2 106.2(3) . . ?
C16 N8 C17 110.2(5) . . ?
C16 N8 C18 111.3(4) . . ?
C17 N8 C18 110.5(4) . . ?
C16 N8 Cu2 106.8(3) . . ?
C17 N8 Cu2 111.8(3) . . ?
C18 N8 Cu2 106.2(3) . . ?
C20 N9 C19 111.1(4) . . ?
C20 N9 C21 109.0(5) . . ?
C19 N9 C21 109.8(5) . . ?
C20 N9 Cu2 106.6(4) . . ?
C19 N9 Cu2 106.1(3) . . ?
C21 N9 Cu2 114.3(3) . . ?
O3N N1N O2N 124.2(19) . . ?
O3N N1N O1N 119(2) . . ?
O2N N1N O1N 117(2) . . ?
N1N O1N Cu1 121(3) . . ?
O1N' N1N' O2N' 119.3(12) . . ?
O1N' N1N' O3N' 118.9(11) . . ?
O2N' N1N' O3N' 121.7(9) . . ?
N1N' O1N' Cu1 127.4(12) . . ?
C1 O1 Cu2 112.8(3) . . ?
C3 O3 Cu1 111.6(3) . . ?
C3 O3' Cu2 109.9(3) . . ?
N1 Cu1 N2 82.16(17) . . ?
N1 Cu1 O3 84.16(17) . . ?
N2 Cu1 O3 160.02(17) . . ?
N1 Cu1 O2 161.45(17) . 5_546 ?
N2 Cu1 O2 84.22(16) . 5_546 ?
O3 Cu1 O2 105.39(15) . 5_546 ?
N1 Cu1 O1N' 106.5(6) . . ?
N2 Cu1 O1N' 101.1(7) . . ?
O3 Cu1 O1N' 96.7(6) . . ?
O2 Cu1 O1N' 88.5(5) 5_546 . ?
N1 Cu1 O1N 102.9(12) . . ?
N2 Cu1 O1N 101.1(15) . . ?
O3 Cu1 O1N 96.1(14) . . ?
O2 Cu1 O1N 92.0(11) 5_546 . ?
O1 Cu2 N8 176.52(17) . . ?
O1 Cu2 N7 93.62(18) . . ?
N8 Cu2 N7 86.78(19) . . ?
O1 Cu2 N9 91.54(17) . . ?
N8 Cu2 N9 86.64(18) . . ?
N7 Cu2 N9 154.4(2) . . ?
O1 Cu2 O3' 81.46(14) . . ?
N8 Cu2 O3' 101.83(16) . . ?
N7 Cu2 O3' 102.78(18) . . ?
N9 Cu2 O3' 102.80(17) . . ?
C3E O1E C1E 121(3) . . ?
C3E C4E H4E1 109.7 . . ?
C3E C4E H4E2 109.4 . . ?
H4E1 C4E H4E2 109.4 . . ?
C3E C4E H4E3 109.5 . . ?
H4E1 C4E H4E3 109.4 . . ?
H4E2 C4E H4E3 109.4 . . ?
O1E C1E C2E 103(2) . . ?
O1E C1E H1E1 111.3 . . ?
C2E C1E H1E1 111.5 . . ?
O1E C1E H1E2 111.2 . . ?
C2E C1E H1E2 110.9 . . ?
H1E1 C1E H1E2 109.1 . . ?
C1E C2E H2E1 112.8 . . ?
C1E C2E H2E2 112.8 . . ?
H2E1 C2E H2E2 105.8 . . ?
C1E C2E H2E3 113.4 . . ?
H2E1 C2E H2E3 105.6 . . ?
H2E2 C2E H2E3 105.8 . . ?
C4E C3E O1E 123(3) . . ?
C4E C3E H3E1 106.8 . . ?
O1E C3E H3E1 106.7 . . ?
C4E C3E H3E2 106.7 . . ?
O1E C3E H3E2 106.5 . . ?
H3E1 C3E H3E2 106.6 . . ?
C3E' O1E' C1E' 106.7(15) . . ?
C3E' C4E' C2E' 84.0(16) . 7_565 ?
C3E' C4E' H4E4 109.5 . . ?
C2E' C4E' H4E4 124.9 7_565 . ?
C3E' C4E' H4E5 109.4 . . ?
C2E' C4E' H4E5 25.9 7_565 . ?
H4E4 C4E' H4E5 109.5 . . ?
C3E' C4E' H4E6 109.5 . . ?
C2E' C4E' H4E6 115.6 7_565 . ?
H4E4 C4E' H4E6 109.5 . . ?
H4E5 C4E' H4E6 109.5 . . ?
O1E' C1E' C2E' 96.8(16) . . ?
O1E' C1E' H1E3 112.4 . . ?
C2E' C1E' H1E3 112.2 . . ?
O1E' C1E' H1E4 112.4 . . ?
C2E' C1E' H1E4 112.6 . . ?
H1E3 C1E' H1E4 109.9 . . ?
C1E' C2E' C4E' 152(2) . 7 ?
C1E' C2E' H2E4 109.6 . . ?
C4E' C2E' H2E4 42.6 7 . ?
C1E' C2E' H2E5 109.6 . . ?
C4E' C2E' H2E5 85.2 7 . ?
H2E4 C2E' H2E5 109.5 . . ?
C1E' C2E' H2E6 109.3 . . ?
C4E' C2E' H2E6 86.3 7 . ?
H2E4 C2E' H2E6 109.5 . . ?
H2E5 C2E' H2E6 109.5 . . ?
C4E' C3E' O1E' 115(2) . . ?
C4E' C3E' H3E3 108.5 . . ?
O1E' C3E' H3E3 108.5 . . ?
C4E' C3E' H3E4 108.4 . . ?
O1E' C3E' H3E4 108.4 . . ?
H3E3 C3E' H3E4 107.5 . . ?
O2 C2 N2 129.4(5) . . ?
O2 C2 C2 119.4(6) . 5_546 ?
N2 C2 C2 111.2(6) . 5_546 ?
C2 O2 Cu1 109.9(3) . 5_546 ?

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 C1 C3 O3' -0.9(7) . . . . ?
N1 C1 C3 O3' -178.2(5) . . . . ?
O1 C1 C3 O3 177.1(5) . . . . ?
N1 C1 C3 O3 -0.3(7) . . . . ?
C11 C12 C7 C8 1.8(8) . . . . ?
N2 C12 C7 C8 -177.1(5) . . . . ?
C11 C12 C7 N1 179.9(4) . . . . ?
N2 C12 C7 N1 1.1(6) . . . . ?
C12 C7 C8 C9 -1.1(8) . . . . ?
N1 C7 C8 C9 -179.0(5) . . . . ?
C7 C8 C9 C10 0.1(8) . . . . ?
C8 C9 C10 C11 0.2(8) . . . . ?
N2 C12 C11 C10 177.2(5) . . . . ?
C7 C12 C11 C10 -1.4(8) . . . . ?
C9 C10 C11 C12 0.5(8) . . . . ?
N7 C15 C16 N8 53.4(7) . . . . ?
N8 C18 C19 N9 -52.8(6) . . . . ?
C11 C12 N2 C2 -12.8(9) . . . . ?
C7 C12 N2 C2 166.0(5) . . . . ?
C11 C12 N2 Cu1 174.4(4) . . . . ?
C7 C12 N2 Cu1 -6.9(6) . . . . ?
O1 C1 N1 C7 -3.5(9) . . . . ?
C3 C1 N1 C7 173.5(5) . . . . ?
O1 C1 N1 Cu1 178.1(4) . . . . ?
C3 C1 N1 Cu1 -4.9(5) . . . . ?
C8 C7 N1 C1 4.8(9) . . . . ?
C12 C7 N1 C1 -173.2(5) . . . . ?
C8 C7 N1 Cu1 -176.8(4) . . . . ?
C12 C7 N1 Cu1 5.2(5) . . . . ?
C16 C15 N7 C14 79.9(6) . . . . ?
C16 C15 N7 C13 -159.1(5) . . . . ?
C16 C15 N7 Cu2 -36.7(6) . . . . ?
C15 C16 N8 C17 79.7(6) . . . . ?
C15 C16 N8 C18 -157.4(5) . . . . ?
C15 C16 N8 Cu2 -41.9(6) . . . . ?
C19 C18 N8 C16 158.8(5) . . . . ?
C19 C18 N8 C17 -78.5(6) . . . . ?
C19 C18 N8 Cu2 42.9(5) . . . . ?
C18 C19 N9 C20 -80.9(6) . . . . ?
C18 C19 N9 C21 158.5(5) . . . . ?
C18 C19 N9 Cu2 34.5(5) . . . . ?
O3N N1N O1N Cu1 161(3) . . . . ?
O2N N1N O1N Cu1 -20(4) . . . . ?
O2N' N1N' O1N' Cu1 21(2) . . . . ?
O3N' N1N' O1N' Cu1 -163.8(16) . . . . ?
N1 C1 O1 Cu2 169.8(5) . . . . ?
C3 C1 O1 Cu2 -6.9(5) . . . . ?
O3' C3 O3 Cu1 -177.1(5) . . . . ?
C1 C3 O3 Cu1 5.1(6) . . . . ?
O3 C3 O3' Cu2 -170.3(4) . . . . ?
C1 C3 O3' Cu2 7.5(5) . . . . ?
C3E O1E C1E C2E 62(5) . . . . ?
C1E O1E C3E C4E 92(6) . . . . ?
C3E' O1E' C1E' C2E' 172.9(17) . . . . ?
O1E' C1E' C2E' C4E' -14(5) . . . 7 ?
C2E' C4E' C3E' O1E' 169(2) 7_565 . . . ?
C1E' O1E' C3E' C4E' -176(2) . . . . ?
C12 N2 C2 O2 6.7(9) . . . . ?
Cu1 N2 C2 O2 179.5(4) . . . . ?
C12 N2 C2 C2 -174.0(5) . . . 5_546 ?
Cu1 N2 C2 C2 -1.1(6) . . . 5_546 ?
N2 C2 O2 Cu1 179.0(5) . . . 5_546 ?
C2 C2 O2 Cu1 -0.2(7) 5_546 . . 5_546 ?

_refine_diff_density_max         0.784
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.085

_shelxl_version_number           2013-4


# start Validation Reply Form
_vrf_PLAT411_shelx               
;
PROBLEM: Short Inter H...H Contact  H1U      ..H3E1     .       1.84 Ang.  
RESPONSE: 
These short contacts are originated from hydrogen atoms of a partially occupated
Et2O molecule, which was refined as disordered over two positions.
Likely, the chosen model of disorder does not reflect the real situation absolutely
precisely. Trials to refine with more complicated models of disorder (e.g. over three
different positions) gave non-reliable results. We abstained from using
SQUEEZE as the model accuracy is regarded as sufficiently good and
reliable.

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

data_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1862835'
_audit_update_record             
;
2018-10-05 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H35 Cu3 N7 O9'
_chemical_formula_sum            'C28 H35 Cu3 N7 O9'
_chemical_formula_weight         804.25

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   12.5142(4)
_cell_length_b                   14.8174(4)
_cell_length_c                   17.5522(8)
_cell_angle_alpha                90
_cell_angle_beta                 110.656(4)
_cell_angle_gamma                90
_cell_volume                     3045.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    7355
_cell_measurement_theta_min      3.7570
_cell_measurement_theta_max      66.1630

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_F_000             1644
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    3.007
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.67132
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18036
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_av_R_equivalents  0.0358
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.813
_diffrn_reflns_theta_max         65.000
_diffrn_reflns_theta_full        65.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             5122
_reflns_number_gt                4384
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP in SHELXTL/Vs. 5.1 Bruker AXS'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0566P)²+1.2983P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5122
_refine_ls_number_parameters     428
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0990
_refine_ls_wR_factor_gt          0.0942
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2814(2) 0.75621(19) 0.22493(18) 0.0236(6) Uani 1 1 d . . . . .
C2 C 0.5384(2) 0.52989(18) 0.42199(18) 0.0222(6) Uani 1 1 d . . . . .
C2M C 0.8351(3) 0.5018(2) 0.4313(3) 0.0483(9) Uani 1 1 d D . . . .
H2M1 H 0.8960 0.5032 0.4101 0.072 Uiso 1 1 calc R U . . .
H2M2 H 0.8562 0.5367 0.4805 0.072 Uiso 1 1 calc R U . . .
H2M3 H 0.7673 0.5268 0.3919 0.072 Uiso 1 1 calc R U . . .
C3 C 0.2053(2) 0.68201(19) 0.16653(18) 0.0238(6) Uani 1 1 d . . . . .
C4 C 0.4833(2) 0.44694(18) 0.37006(18) 0.0216(6) Uani 1 1 d . . . . .
C5 C 0.7597(2) 0.22745(17) 0.55877(18) 0.0208(6) Uani 1 1 d . . . . .
C6 C 0.8191(2) 0.29974(18) 0.62399(18) 0.0210(6) Uani 1 1 d . . . . .
C7 C 0.4449(2) 0.75739(18) 0.35438(18) 0.0230(6) Uani 1 1 d . . . . .
C8 C 0.4658(2) 0.84922(18) 0.3695(2) 0.0276(7) Uani 1 1 d . . . . .
H8 H 0.4206 0.8916 0.3333 0.033 Uiso 1 1 calc R U . . .
C9 C 0.5548(3) 0.87738(19) 0.4390(2) 0.0321(7) Uani 1 1 d . . . . .
H9 H 0.5677 0.9388 0.4491 0.039 Uiso 1 1 calc R U . . .
C10 C 0.6242(2) 0.8155(2) 0.4933(2) 0.0299(7) Uani 1 1 d . . . . .
H10 H 0.6831 0.8355 0.5393 0.036 Uiso 1 1 calc R U . . .
C11 C 0.6058(2) 0.72360(19) 0.47902(19) 0.0255(6) Uani 1 1 d . . . . .
H11 H 0.6526 0.6819 0.5151 0.031 Uiso 1 1 calc R U . . .
C12 C 0.5170(2) 0.69464(18) 0.41032(18) 0.0224(6) Uani 1 1 d . . . . .
C13 C 0.5252(2) 0.28376(18) 0.37411(17) 0.0207(6) Uani 1 1 d . . . . .
C14 C 0.4462(2) 0.25366(19) 0.30125(18) 0.0237(6) Uani 1 1 d . . . . .
H14 H 0.3981 0.2945 0.2649 0.028 Uiso 1 1 calc R U . . .
C15 C 0.4394(2) 0.16230(19) 0.28287(18) 0.0252(6) Uani 1 1 d . . . . .
H15 H 0.3852 0.1419 0.2346 0.030 Uiso 1 1 calc R U . . .
C16 C 0.5129(2) 0.10077(19) 0.33589(19) 0.0254(6) Uani 1 1 d . . . . .
H16 H 0.5073 0.0397 0.3229 0.030 Uiso 1 1 calc R U . . .
C17 C 0.5944(2) 0.13040(18) 0.40800(19) 0.0238(6) Uani 1 1 d . . . . .
H17 H 0.6444 0.0894 0.4429 0.029 Uiso 1 1 calc R U . . .
C18 C 0.6011(2) 0.22166(18) 0.42782(18) 0.0216(6) Uani 1 1 d . . . . .
C19 C 0.9332(3) -0.04785(19) 0.6323(2) 0.0330(7) Uani 1 1 d . . . . .
H19A H 1.0106 -0.0370 0.6361 0.049 Uiso 1 1 calc R U . . .
H19B H 0.8823 -0.0331 0.5784 0.049 Uiso 1 1 calc R U . . .
H19C H 0.9242 -0.1103 0.6432 0.049 Uiso 1 1 calc R U . . .
C20 C 0.7868(2) -0.00833(19) 0.6857(2) 0.0302(7) Uani 1 1 d . . . . .
H20A H 0.7690 0.0285 0.7247 0.045 Uiso 1 1 calc R U . . .
H20B H 0.7779 -0.0708 0.6967 0.045 Uiso 1 1 calc R U . . .
H20C H 0.7361 0.0064 0.6318 0.045 Uiso 1 1 calc R U . . .
C21 C 0.9848(3) -0.0110(2) 0.7764(2) 0.0322(7) Uani 1 1 d . . . . .
H21A H 1.0010 -0.0751 0.7822 0.039 Uiso 1 1 calc R U . . .
H21B H 0.9485 0.0060 0.8148 0.039 Uiso 1 1 calc R U . . .
C22 C 1.0954(3) 0.0412(2) 0.7947(2) 0.0332(7) Uani 1 1 d . . . . .
H22A H 1.1429 0.0338 0.8515 0.040 Uiso 1 1 calc R U . . .
H22B H 1.1372 0.0187 0.7614 0.040 Uiso 1 1 calc R U . . .
C23 C 1.0428(3) 0.1812(2) 0.84418(19) 0.0312(7) Uani 1 1 d . . . . .
H23A H 1.0246 0.2436 0.8315 0.047 Uiso 1 1 calc R U . . .
H23B H 1.1088 0.1767 0.8930 0.047 Uiso 1 1 calc R U . . .
H23C H 0.9793 0.1515 0.8521 0.047 Uiso 1 1 calc R U . . .
C24 C 1.1626(2) 0.1873(2) 0.7629(2) 0.0331(7) Uani 1 1 d . . . . .
H24A H 1.2332 0.1748 0.8075 0.040 Uiso 1 1 calc R U . . .
H24B H 1.1484 0.2517 0.7622 0.040 Uiso 1 1 calc R U . . .
C25 C 1.1752(2) 0.1601(2) 0.6839(2) 0.0346(7) Uani 1 1 d . . . . .
H25A H 1.2337 0.1969 0.6748 0.042 Uiso 1 1 calc R U . . .
H25B H 1.1995 0.0976 0.6872 0.042 Uiso 1 1 calc R U . . .
C26 C 1.0545(3) 0.2652(2) 0.58417(19) 0.0299(7) Uani 1 1 d . . . . .
H26A H 0.9837 0.2712 0.5393 0.045 Uiso 1 1 calc R U . . .
H26B H 1.1168 0.2795 0.5663 0.045 Uiso 1 1 calc R U . . .
H26C H 1.0552 0.3058 0.6270 0.045 Uiso 1 1 calc R U . . .
C27 C 1.0682(3) 0.1123(2) 0.5473(2) 0.0322(7) Uani 1 1 d . . . . .
H27A H 0.9978 0.1192 0.5022 0.048 Uiso 1 1 calc R U . . .
H27B H 1.0768 0.0505 0.5649 0.048 Uiso 1 1 calc R U . . .
H27C H 1.1309 0.1290 0.5307 0.048 Uiso 1 1 calc R U . . .
N1 N 0.35858(19) 0.71796(16) 0.28949(15) 0.0242(5) Uani 1 1 d . . . . .
N2 N 0.48808(18) 0.60376(15) 0.38782(15) 0.0211(5) Uani 1 1 d . . . . .
N4 N 0.54102(18) 0.37372(15) 0.40118(14) 0.0202(5) Uani 1 1 d . . . . .
N5 N 0.67819(19) 0.26185(15) 0.49833(15) 0.0217(5) Uani 1 1 d . . . . .
N7 N 0.9063(2) 0.00860(16) 0.69195(16) 0.0258(5) Uani 1 1 d . . . . .
N8 N 1.06693(19) 0.13788(16) 0.77660(15) 0.0230(5) Uani 1 1 d . . . . .
N9 N 1.06694(19) 0.17106(16) 0.61495(15) 0.0250(5) Uani 1 1 d . . . . .
O1 O 0.26424(17) 0.83713(13) 0.20725(13) 0.0284(5) Uani 1 1 d . . . . .
O1M O 0.81420(18) 0.41191(14) 0.44810(14) 0.0301(5) Uani 1 1 d D . . . .
O2 O 0.62338(15) 0.51981(12) 0.48772(12) 0.0231(4) Uani 1 1 d . . . . .
O3' O 0.13266(17) 0.70606(14) 0.10370(13) 0.0307(5) Uani 1 1 d . . . . .
O3 O 0.22585(15) 0.59889(12) 0.19125(12) 0.0237(4) Uani 1 1 d . . . . .
O4 O 0.39552(16) 0.45723(12) 0.30718(12) 0.0255(4) Uani 1 1 d . . . . .
O5 O 0.79757(15) 0.14704(12) 0.57295(12) 0.0229(4) Uani 1 1 d . . . . .
O6' O 0.78415(16) 0.37979(12) 0.61144(12) 0.0215(4) Uani 1 1 d . . . . .
O6 O 0.89844(15) 0.27216(12) 0.68530(12) 0.0240(4) Uani 1 1 d . . . . .
Cu1 Cu 0.35776(3) 0.58910(3) 0.28931(3) 0.02238(13) Uani 1 1 d . . . . .
Cu2 Cu 0.66865(3) 0.39163(2) 0.50063(3) 0.02100(12) Uani 1 1 d . . . . .
Cu3 Cu 0.93283(3) 0.14083(3) 0.67207(3) 0.02250(13) Uani 1 1 d . . . . .
H1 H 0.794(4) 0.375(2) 0.4038(18) 0.068(14) 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 1.238(3) . ?
C1 N1 1.329(4) . ?
C1 C3 1.574(4) . ?
C2 O2 1.272(3) . ?
C2 N2 1.299(4) . ?
C2 C4 1.541(4) . ?
C2M O1M 1.408(4) . ?
C2M H2M1 0.9600 . ?
C2M H2M2 0.9600 . ?
C2M H2M3 0.9600 . ?
C3 O3' 1.209(4) . ?
C3 O3 1.301(3) . ?
C4 O4 1.262(3) . ?
C4 N4 1.311(4) . ?
C5 O5 1.274(3) . ?
C5 N5 1.290(4) . ?
C5 C6 1.552(4) . ?
C6 O6 1.248(3) . ?
C6 O6' 1.256(3) . ?
C7 N1 1.392(4) . ?
C7 C8 1.393(4) . ?
C7 C12 1.421(4) . ?
C8 C9 1.394(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.385(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.389(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.388(4) . ?
C11 H11 0.9300 . ?
C12 N2 1.414(3) . ?
C13 C14 1.385(4) . ?
C13 N4 1.406(3) . ?
C13 C18 1.416(4) . ?
C14 C15 1.387(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.392(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.387(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.392(4) . ?
C17 H17 0.9300 . ?
C18 N5 1.405(4) . ?
C19 N7 1.469(4) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 N7 1.482(4) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N7 1.489(4) . ?
C21 C22 1.518(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 N8 1.483(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 N8 1.471(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 N8 1.493(4) . ?
C24 C25 1.505(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 N9 1.473(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 N9 1.484(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 N9 1.478(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
N1 Cu1 1.909(2) . ?
N2 Cu1 1.925(2) . ?
N4 Cu2 1.924(2) . ?
N5 Cu2 1.928(2) . ?
N7 Cu3 2.038(2) . ?
N8 Cu3 2.003(2) . ?
N9 Cu3 2.282(2) . ?
O1M Cu2 2.333(2) . ?
O1M H1 0.909(18) . ?
O2 Cu2 1.9721(18) . ?
O3 Cu1 1.9245(19) . ?
O4 Cu1 2.0086(19) . ?
O5 Cu3 1.9552(18) . ?
O6' Cu2 1.9797(19) . ?
O6 Cu3 2.0240(19) . ?

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 N1 129.5(3) . . ?
O1 C1 C3 120.1(3) . . ?
N1 C1 C3 110.4(2) . . ?
O2 C2 N2 129.2(3) . . ?
O2 C2 C4 120.0(2) . . ?
N2 C2 C4 110.8(2) . . ?
O1M C2M H2M1 109.5 . . ?
O1M C2M H2M2 109.5 . . ?
H2M1 C2M H2M2 109.5 . . ?
O1M C2M H2M3 109.5 . . ?
H2M1 C2M H2M3 109.5 . . ?
H2M2 C2M H2M3 109.5 . . ?
O3' C3 O3 125.4(3) . . ?
O3' C3 C1 118.4(2) . . ?
O3 C3 C1 116.2(2) . . ?
O4 C4 N4 130.3(3) . . ?
O4 C4 C2 119.4(2) . . ?
N4 C4 C2 110.3(2) . . ?
O5 C5 N5 131.5(3) . . ?
O5 C5 C6 117.0(2) . . ?
N5 C5 C6 111.6(2) . . ?
O6 C6 O6' 125.6(3) . . ?
O6 C6 C5 116.0(2) . . ?
O6' C6 C5 118.4(2) . . ?
N1 C7 C8 127.3(3) . . ?
N1 C7 C12 114.3(2) . . ?
C8 C7 C12 118.5(3) . . ?
C7 C8 C9 119.8(3) . . ?
C7 C8 H8 120.1 . . ?
C9 C8 H8 120.1 . . ?
C10 C9 C8 121.1(3) . . ?
C10 C9 H9 119.4 . . ?
C8 C9 H9 119.4 . . ?
C9 C10 C11 120.1(3) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 N2 125.8(3) . . ?
C11 C12 C7 121.1(3) . . ?
N2 C12 C7 113.1(2) . . ?
C14 C13 N4 125.9(2) . . ?
C14 C13 C18 119.9(3) . . ?
N4 C13 C18 114.2(2) . . ?
C13 C14 C15 119.6(3) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C14 C15 C16 120.8(3) . . ?
C14 C15 H15 119.6 . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 120.1(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C18 119.7(3) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C17 C18 N5 126.4(3) . . ?
C17 C18 C13 119.9(3) . . ?
N5 C18 C13 113.7(2) . . ?
N7 C19 H19A 109.5 . . ?
N7 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N7 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N7 C20 H20A 109.5 . . ?
N7 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N7 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N7 C21 C22 110.1(3) . . ?
N7 C21 H21A 109.6 . . ?
C22 C21 H21A 109.6 . . ?
N7 C21 H21B 109.6 . . ?
C22 C21 H21B 109.6 . . ?
H21A C21 H21B 108.2 . . ?
N8 C22 C21 108.3(2) . . ?
N8 C22 H22A 110.0 . . ?
C21 C22 H22A 110.0 . . ?
N8 C22 H22B 110.0 . . ?
C21 C22 H22B 110.0 . . ?
H22A C22 H22B 108.4 . . ?
N8 C23 H23A 109.5 . . ?
N8 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N8 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N8 C24 C25 111.6(3) . . ?
N8 C24 H24A 109.3 . . ?
C25 C24 H24A 109.3 . . ?
N8 C24 H24B 109.3 . . ?
C25 C24 H24B 109.3 . . ?
H24A C24 H24B 108.0 . . ?
N9 C25 C24 111.2(2) . . ?
N9 C25 H25A 109.4 . . ?
C24 C25 H25A 109.4 . . ?
N9 C25 H25B 109.4 . . ?
C24 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
N9 C26 H26A 109.5 . . ?
N9 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N9 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N9 C27 H27A 109.5 . . ?
N9 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
N9 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C1 N1 C7 129.8(2) . . ?
C1 N1 Cu1 115.0(2) . . ?
C7 N1 Cu1 115.04(18) . . ?
C2 N2 C12 129.7(2) . . ?
C2 N2 Cu1 116.02(19) . . ?
C12 N2 Cu1 114.25(18) . . ?
C4 N4 C13 130.7(2) . . ?
C4 N4 Cu2 115.04(19) . . ?
C13 N4 Cu2 114.23(17) . . ?
C5 N5 C18 130.9(2) . . ?
C5 N5 Cu2 114.44(19) . . ?
C18 N5 Cu2 114.38(18) . . ?
C19 N7 C20 109.3(2) . . ?
C19 N7 C21 111.2(2) . . ?
C20 N7 C21 109.5(2) . . ?
C19 N7 Cu3 109.46(19) . . ?
C20 N7 Cu3 111.79(17) . . ?
C21 N7 Cu3 105.52(17) . . ?
C23 N8 C22 110.5(2) . . ?
C23 N8 C24 108.7(2) . . ?
C22 N8 C24 111.2(2) . . ?
C23 N8 Cu3 112.67(18) . . ?
C22 N8 Cu3 106.12(18) . . ?
C24 N8 Cu3 107.57(18) . . ?
C25 N9 C27 109.1(2) . . ?
C25 N9 C26 110.5(2) . . ?
C27 N9 C26 106.9(2) . . ?
C25 N9 Cu3 102.92(18) . . ?
C27 N9 Cu3 117.12(18) . . ?
C26 N9 Cu3 110.22(17) . . ?
C2M O1M Cu2 115.66(19) . . ?
C2M O1M H1 114(2) . . ?
Cu2 O1M H1 104(3) . . ?
C2 O2 Cu2 109.37(17) . . ?
C3 O3 Cu1 112.09(17) . . ?
C4 O4 Cu1 109.78(17) . . ?
C5 O5 Cu3 111.30(17) . . ?
C6 O6' Cu2 110.12(17) . . ?
C6 O6 Cu3 110.65(17) . . ?
N1 Cu1 O3 85.90(9) . . ?
N1 Cu1 N2 83.30(10) . . ?
O3 Cu1 N2 169.17(9) . . ?
N1 Cu1 O4 166.32(9) . . ?
O3 Cu1 O4 107.06(8) . . ?
N2 Cu1 O4 83.77(8) . . ?
N4 Cu2 N5 83.17(10) . . ?
N4 Cu2 O2 85.16(8) . . ?
N5 Cu2 O2 167.31(9) . . ?
N4 Cu2 O6' 164.55(9) . . ?
N5 Cu2 O6' 84.44(9) . . ?
O2 Cu2 O6' 106.19(8) . . ?
N4 Cu2 O1M 99.97(9) . . ?
N5 Cu2 O1M 93.29(9) . . ?
O2 Cu2 O1M 93.63(8) . . ?
O6' Cu2 O1M 89.91(8) . . ?
O5 Cu3 N8 177.07(9) . . ?
O5 Cu3 O6 84.52(8) . . ?
N8 Cu3 O6 93.40(9) . . ?
O5 Cu3 N7 93.18(9) . . ?
N8 Cu3 N7 87.51(10) . . ?
O6 Cu3 N7 148.29(9) . . ?
O5 Cu3 N9 98.04(8) . . ?
N8 Cu3 N9 84.17(9) . . ?
O6 Cu3 N9 94.63(8) . . ?
N7 Cu3 N9 116.96(9) . . ?

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 C1 C3 O3' 2.0(4) . . . . ?
N1 C1 C3 O3' -178.1(3) . . . . ?
O1 C1 C3 O3 -177.3(3) . . . . ?
N1 C1 C3 O3 2.7(3) . . . . ?
O2 C2 C4 O4 176.4(2) . . . . ?
N2 C2 C4 O4 -5.0(4) . . . . ?
O2 C2 C4 N4 -4.2(4) . . . . ?
N2 C2 C4 N4 174.3(2) . . . . ?
O5 C5 C6 O6 -0.6(4) . . . . ?
N5 C5 C6 O6 179.2(2) . . . . ?
O5 C5 C6 O6' 179.5(2) . . . . ?
N5 C5 C6 O6' -0.6(4) . . . . ?
N1 C7 C8 C9 178.3(3) . . . . ?
C12 C7 C8 C9 -1.1(5) . . . . ?
C7 C8 C9 C10 0.8(5) . . . . ?
C8 C9 C10 C11 0.0(5) . . . . ?
C9 C10 C11 C12 -0.4(5) . . . . ?
C10 C11 C12 N2 180.0(3) . . . . ?
C10 C11 C12 C7 0.1(4) . . . . ?
N1 C7 C12 C11 -178.8(3) . . . . ?
C8 C7 C12 C11 0.6(4) . . . . ?
N1 C7 C12 N2 1.3(4) . . . . ?
C8 C7 C12 N2 -179.3(3) . . . . ?
N4 C13 C14 C15 -179.3(3) . . . . ?
C18 C13 C14 C15 2.3(4) . . . . ?
C13 C14 C15 C16 -1.5(4) . . . . ?
C14 C15 C16 C17 -0.2(5) . . . . ?
C15 C16 C17 C18 1.2(4) . . . . ?
C16 C17 C18 N5 179.7(3) . . . . ?
C16 C17 C18 C13 -0.4(4) . . . . ?
C14 C13 C18 C17 -1.4(4) . . . . ?
N4 C13 C18 C17 -179.9(3) . . . . ?
C14 C13 C18 N5 178.5(2) . . . . ?
N4 C13 C18 N5 0.0(4) . . . . ?
N7 C21 C22 N8 53.2(3) . . . . ?
N8 C24 C25 N9 54.4(3) . . . . ?
O1 C1 N1 C7 -2.5(5) . . . . ?
C3 C1 N1 C7 177.5(3) . . . . ?
O1 C1 N1 Cu1 -177.6(3) . . . . ?
C3 C1 N1 Cu1 2.5(3) . . . . ?
C8 C7 N1 C1 4.7(5) . . . . ?
C12 C7 N1 C1 -175.9(3) . . . . ?
C8 C7 N1 Cu1 179.8(3) . . . . ?
C12 C7 N1 Cu1 -0.9(3) . . . . ?
O2 C2 N2 C12 4.7(5) . . . . ?
C4 C2 N2 C12 -173.7(3) . . . . ?
O2 C2 N2 Cu1 -178.0(2) . . . . ?
C4 C2 N2 Cu1 3.7(3) . . . . ?
C11 C12 N2 C2 -3.7(5) . . . . ?
C7 C12 N2 C2 176.2(3) . . . . ?
C11 C12 N2 Cu1 179.0(2) . . . . ?
C7 C12 N2 Cu1 -1.2(3) . . . . ?
O4 C4 N4 C13 1.2(5) . . . . ?
C2 C4 N4 C13 -178.1(3) . . . . ?
O4 C4 N4 Cu2 -178.7(2) . . . . ?
C2 C4 N4 Cu2 2.1(3) . . . . ?
C14 C13 N4 C4 5.9(5) . . . . ?
C18 C13 N4 C4 -175.7(3) . . . . ?
C14 C13 N4 Cu2 -174.2(2) . . . . ?
C18 C13 N4 Cu2 4.2(3) . . . . ?
O5 C5 N5 C18 1.6(5) . . . . ?
C6 C5 N5 C18 -178.2(3) . . . . ?
O5 C5 N5 Cu2 -172.5(3) . . . . ?
C6 C5 N5 Cu2 7.7(3) . . . . ?
C17 C18 N5 C5 1.6(5) . . . . ?
C13 C18 N5 C5 -178.3(3) . . . . ?
C17 C18 N5 Cu2 175.7(2) . . . . ?
C13 C18 N5 Cu2 -4.2(3) . . . . ?
C22 C21 N7 C19 83.1(3) . . . . ?
C22 C21 N7 C20 -156.0(2) . . . . ?
C22 C21 N7 Cu3 -35.5(3) . . . . ?
C21 C22 N8 C23 80.4(3) . . . . ?
C21 C22 N8 C24 -158.8(3) . . . . ?
C21 C22 N8 Cu3 -42.1(3) . . . . ?
C25 C24 N8 C23 -167.6(2) . . . . ?
C25 C24 N8 C22 70.5(3) . . . . ?
C25 C24 N8 Cu3 -45.4(3) . . . . ?
C24 C25 N9 C27 -157.6(3) . . . . ?
C24 C25 N9 C26 85.1(3) . . . . ?
C24 C25 N9 Cu3 -32.5(3) . . . . ?
N2 C2 O2 Cu2 -174.3(3) . . . . ?
C4 C2 O2 Cu2 3.9(3) . . . . ?
O3' C3 O3 Cu1 174.5(2) . . . . ?
C1 C3 O3 Cu1 -6.3(3) . . . . ?
N4 C4 O4 Cu1 -175.5(3) . . . . ?
C2 C4 O4 Cu1 3.6(3) . . . . ?
N5 C5 O5 Cu3 175.1(3) . . . . ?
C6 C5 O5 Cu3 -5.1(3) . . . . ?
O6 C6 O6' Cu2 173.8(2) . . . . ?
C5 C6 O6' Cu2 -6.4(3) . . . . ?
O6' C6 O6 Cu3 -174.4(2) . . . . ?
C5 C6 O6 Cu3 5.8(3) . . . . ?

_refine_diff_density_max         0.502
_refine_diff_density_min         -0.564
_refine_diff_density_rms         0.080

_shelxl_version_number           2013-4

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

data_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1862838'
_audit_update_record             
;
2018-10-05 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          '2(C38 H60 Cu4 N14 O12), C4 H10 O, 2(C H4 O)'
_chemical_formula_sum            'C82 H138 Cu8 N28 O27'
_chemical_formula_weight         2456.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.1200(3)
_cell_length_b                   23.0600(8)
_cell_length_c                   21.5519(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.680(3)
_cell_angle_gamma                90
_cell_volume                     5520.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    110
_cell_measurement_reflns_used    5597
_cell_measurement_theta_min      3.9790
_cell_measurement_theta_max      65.9670


_exptl_crystal_description       needle
_exptl_crystal_colour            blue

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_F_000             2548
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    2.329
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.70552
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17283
_diffrn_reflns_av_unetI/netI     0.0560
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.350
_diffrn_reflns_theta_max         64.999
_diffrn_reflns_theta_full        65.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             9274
_reflns_number_gt                7449
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;

_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP in SHELXTL/Vs. 5.1 Bruker AXS'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'



_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1025P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9274
_refine_ls_number_parameters     692
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0686
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1596
_refine_ls_wR_factor_gt          0.1477
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.024
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0701(3) 0.46267(17) 0.27419(17) 0.0275(8) Uani 1 1 d . . . . .
O1E O 0.835(2) 0.5098(8) -0.0133(8) 0.068(2) Uani 0.190(5) 1 d D . P A 1
C1E C 0.705(3) 0.4935(18) -0.0008(16) 0.068(2) Uani 0.190(5) 1 d D . P A 1
H1E1 H 0.6576 0.5283 0.0047 0.082 Uiso 0.190(5) 1 calc R U P A 1
H1E2 H 0.6695 0.4721 -0.0358 0.082 Uiso 0.190(5) 1 calc R U P A 1
C2E C 0.704(3) 0.4577(11) 0.0556(11) 0.068(2) Uani 0.190(5) 1 d D . P A 1
H2E1 H 0.6831 0.4185 0.0445 0.102 Uiso 0.190(5) 1 calc R U P A 1
H2E2 H 0.6457 0.4728 0.0829 0.102 Uiso 0.190(5) 1 calc R U P A 1
H2E3 H 0.7823 0.4583 0.0763 0.102 Uiso 0.190(5) 1 calc R U P A 1
C3E C 0.842(3) 0.5423(12) -0.0744(11) 0.068(2) Uani 0.190(5) 1 d D . P A 1
H3E1 H 0.8142 0.5175 -0.1086 0.082 Uiso 0.190(5) 1 calc R U P A 1
H3E2 H 0.7901 0.5762 -0.0742 0.082 Uiso 0.190(5) 1 calc R U P A 1
C4E C 0.967(3) 0.5602(11) -0.0830(11) 0.068(2) Uani 0.190(5) 1 d D . P A 1
H4E1 H 0.9762 0.6003 -0.0718 0.102 Uiso 0.190(5) 1 calc R U P A 1
H4E2 H 0.9852 0.5551 -0.1258 0.102 Uiso 0.190(5) 1 calc R U P A 1
H4E3 H 1.0201 0.5370 -0.0572 0.102 Uiso 0.190(5) 1 calc R U P A 1
O1E' O 0.7417(13) 0.4992(5) 0.0053(5) 0.054(4) Uani 0.310(5) 1 d D . P A 2
C1E' C 0.6218(17) 0.4779(6) 0.0333(6) 0.068(2) Uani 0.310(5) 1 d D . P A 2
H1E3 H 0.5770 0.5117 0.0459 0.082 Uiso 0.310(5) 1 calc R U P A 2
H1E4 H 0.5739 0.4586 0.0007 0.082 Uiso 0.310(5) 1 calc R U P A 2
C2E' C 0.634(2) 0.4411(6) 0.0830(7) 0.068(2) Uani 0.310(5) 1 d D . P A 2
H2E4 H 0.7176 0.4363 0.0946 0.102 Uiso 0.310(5) 1 calc R U P A 2
H2E5 H 0.5994 0.4041 0.0720 0.102 Uiso 0.310(5) 1 calc R U P A 2
H2E6 H 0.5929 0.4570 0.1174 0.102 Uiso 0.310(5) 1 calc R U P A 2
C3E' C 0.7201(18) 0.5336(6) -0.0501(6) 0.068(2) Uani 0.310(5) 1 d D . P A 2
H3E3 H 0.6688 0.5665 -0.0418 0.082 Uiso 0.310(5) 1 calc R U P A 2
H3E4 H 0.6818 0.5105 -0.0830 0.082 Uiso 0.310(5) 1 calc R U P A 2
C4E' C 0.8474(19) 0.5544(8) -0.0685(8) 0.068(2) Uani 0.310(5) 1 d D . P A 2
H4E4 H 0.9081 0.5352 -0.0429 0.102 Uiso 0.310(5) 1 calc R U P A 2
H4E5 H 0.8540 0.5956 -0.0626 0.102 Uiso 0.310(5) 1 calc R U P A 2
H4E6 H 0.8584 0.5452 -0.1113 0.102 Uiso 0.310(5) 1 calc R U P A 2
C1M C 0.2906(5) 0.5789(3) 0.3960(3) 0.0679(16) Uani 1 1 d . . . . .
H1M1 H 0.2937 0.6168 0.4144 0.102 Uiso 1 1 calc R U . . .
H1M2 H 0.3019 0.5820 0.3522 0.102 Uiso 1 1 calc R U . . .
H1M3 H 0.3531 0.5552 0.4148 0.102 Uiso 1 1 calc R U . . .
C2 C 0.3182(3) 0.59161(17) 0.14177(16) 0.0276(8) Uani 1 1 d . . . . .
C3 C -0.0537(3) 0.48744(18) 0.25220(16) 0.0271(8) Uani 1 1 d . . . . .
C4 C 0.2085(3) 0.61889(17) 0.10683(16) 0.0259(8) Uani 1 1 d . . . . .
C5 C 0.4502(3) 0.72436(16) -0.04990(16) 0.0257(8) Uani 1 1 d . . . . .
C6 C 0.5752(3) 0.70569(17) -0.02232(16) 0.0265(8) Uani 1 1 d . . . . .
C7 C 0.2835(3) 0.48470(17) 0.26322(17) 0.0271(8) Uani 1 1 d . . . . .
C8 C 0.3395(4) 0.44677(18) 0.30524(18) 0.0302(8) Uani 1 1 d . . . . .
H14 H 0.2939 0.4234 0.3303 0.036 Uiso 1 1 calc R U . . .
C9 C 0.4650(4) 0.44395(18) 0.30950(19) 0.0329(9) Uani 1 1 d . . . . .
H15 H 0.5033 0.4194 0.3384 0.039 Uiso 1 1 calc R U . . .
C10 C 0.5326(4) 0.47747(18) 0.27108(18) 0.0310(8) Uani 1 1 d . . . . .
H16 H 0.6161 0.4749 0.2739 0.037 Uiso 1 1 calc R U . . .
C11 C 0.4774(4) 0.51494(17) 0.22835(18) 0.0297(8) Uani 1 1 d . . . . .
H17 H 0.5238 0.5369 0.2023 0.036 Uiso 1 1 calc R U . . .
C12 C 0.3521(3) 0.51974(17) 0.22440(17) 0.0275(8) Uani 1 1 d . . . . .
C13 C 0.1702(3) 0.68318(16) 0.01789(16) 0.0260(8) Uani 1 1 d . . . . .
C14 C 0.0459(3) 0.68348(17) 0.01197(17) 0.0281(8) Uani 1 1 d . . . . .
H11 H 0.0011 0.6616 0.0389 0.034 Uiso 1 1 calc R U . . .
C15 C -0.0119(4) 0.71657(17) -0.03433(18) 0.0295(8) Uani 1 1 d . . . . .
H10 H -0.0955 0.7169 -0.0384 0.035 Uiso 1 1 calc R U . . .
C16 C 0.0549(4) 0.74907(17) -0.07460(17) 0.0295(8) Uani 1 1 d . . . . .
H9 H 0.0155 0.7716 -0.1050 0.035 Uiso 1 1 calc R U . . .
C17 C 0.1799(4) 0.74839(18) -0.06997(17) 0.0298(8) Uani 1 1 d . . . . .
H8 H 0.2237 0.7702 -0.0973 0.036 Uiso 1 1 calc R U . . .
C18 C 0.2390(3) 0.71528(17) -0.02471(16) 0.0270(8) Uani 1 1 d . . . . .
C19 C -0.1648(4) 0.55444(19) 0.18819(19) 0.0334(9) Uani 1 1 d . . . . .
H19A H -0.2303 0.5297 0.1986 0.050 Uiso 1 1 calc R U . . .
H19B H -0.1632 0.5580 0.1439 0.050 Uiso 1 1 calc R U . . .
H19C H -0.1756 0.5921 0.2062 0.050 Uiso 1 1 calc R U . . .
C20 C 0.6911(4) 0.6573(2) 0.05669(19) 0.0361(9) Uani 1 1 d . . . . .
H20A H 0.7415 0.6407 0.0264 0.054 Uiso 1 1 calc R U . . .
H20B H 0.6783 0.6294 0.0888 0.054 Uiso 1 1 calc R U . . .
H20C H 0.7295 0.6911 0.0745 0.054 Uiso 1 1 calc R U . . .
C21 C -0.1181(4) 0.3584(2) 0.1911(2) 0.0440(11) Uani 1 1 d . . . . .
H221 H -0.1460 0.3321 0.1590 0.066 Uiso 1 1 calc R U . . .
H222 H -0.0317 0.3579 0.1943 0.066 Uiso 1 1 calc R U . . .
H223 H -0.1455 0.3969 0.1811 0.066 Uiso 1 1 calc R U . . .
C22 C -0.2996(4) 0.3420(2) 0.2452(2) 0.0427(10) Uani 1 1 d . . . . .
H224 H -0.3255 0.3804 0.2337 0.064 Uiso 1 1 calc R U . . .
H226 H -0.3318 0.3318 0.2842 0.064 Uiso 1 1 calc R U . . .
H225 H -0.3277 0.3150 0.2139 0.064 Uiso 1 1 calc R U . . .
C23 C -0.1246(4) 0.28075(19) 0.2672(2) 0.0442(11) Uani 1 1 d . . . . .
H34A H -0.0415 0.2759 0.2564 0.053 Uiso 1 1 calc R U . . .
H34B H -0.1733 0.2526 0.2439 0.053 Uiso 1 1 calc R U . . .
C24 C -0.1354(4) 0.27060(19) 0.3361(3) 0.0464(11) Uani 1 1 d . . . . .
H33A H -0.2195 0.2701 0.3462 0.056 Uiso 1 1 calc R U . . .
H33B H -0.0999 0.2335 0.3479 0.056 Uiso 1 1 calc R U . . .
C25 C 0.0594(4) 0.3066(2) 0.3760(3) 0.0482(12) Uani 1 1 d . . . . .
H229 H 0.0738 0.2721 0.4000 0.072 Uiso 1 1 calc R U . . .
H228 H 0.0996 0.3388 0.3962 0.072 Uiso 1 1 calc R U . . .
H227 H 0.0896 0.3015 0.3354 0.072 Uiso 1 1 calc R U . . .
C26 C -0.1193(4) 0.3277(2) 0.4333(2) 0.0437(11) Uani 1 1 d . . . . .
H31A H -0.0851 0.2993 0.4623 0.052 Uiso 1 1 calc R U . . .
H31B H -0.2061 0.3232 0.4314 0.052 Uiso 1 1 calc R U . . .
C27 C -0.0860(4) 0.3882(2) 0.4549(2) 0.0457(11) Uani 1 1 d . . . . .
H30A H -0.1215 0.3960 0.4943 0.055 Uiso 1 1 calc R U . . .
H30B H 0.0008 0.3913 0.4609 0.055 Uiso 1 1 calc R U . . .
C28 C -0.2605(4) 0.44250(19) 0.4142(2) 0.0385(10) Uani 1 1 d . . . . .
H28A H -0.2720 0.4617 0.4530 0.058 Uiso 1 1 calc R U . . .
H28B H -0.3036 0.4064 0.4132 0.058 Uiso 1 1 calc R U . . .
H28C H -0.2901 0.4667 0.3806 0.058 Uiso 1 1 calc R U . . .
C29 C -0.0640(4) 0.4869(2) 0.4156(2) 0.0430(10) Uani 1 1 d . . . . .
H29A H -0.0912 0.5135 0.3837 0.064 Uiso 1 1 calc R U . . .
H29B H 0.0207 0.4800 0.4126 0.064 Uiso 1 1 calc R U . . .
H29C H -0.0787 0.5030 0.4556 0.064 Uiso 1 1 calc R U . . .
C30 C 0.6066(4) 0.64445(19) -0.16553(19) 0.0360(9) Uani 1 1 d . . . . .
H30C H 0.6249 0.6146 -0.1947 0.054 Uiso 1 1 calc R U . . .
H30D H 0.5213 0.6508 -0.1665 0.054 Uiso 1 1 calc R U . . .
H30E H 0.6339 0.6327 -0.1245 0.054 Uiso 1 1 calc R U . . .
C31 C 0.7994(4) 0.6890(2) -0.17833(19) 0.0376(10) Uani 1 1 d . . . . .
H31C H 0.8240 0.6777 -0.1368 0.056 Uiso 1 1 calc R U . . .
H31D H 0.8403 0.7240 -0.1890 0.056 Uiso 1 1 calc R U . . .
H31E H 0.8193 0.6587 -0.2066 0.056 Uiso 1 1 calc R U . . .
C32 C 0.6300(4) 0.71602(19) -0.24679(17) 0.0332(9) Uani 1 1 d . . . . .
H25A H 0.5446 0.7088 -0.2540 0.040 Uiso 1 1 calc R U . . .
H25B H 0.6731 0.6931 -0.2762 0.040 Uiso 1 1 calc R U . . .
C33 C 0.6564(4) 0.78006(19) -0.25618(18) 0.0355(9) Uani 1 1 d . . . . .
H24A H 0.7427 0.7866 -0.2547 0.043 Uiso 1 1 calc R U . . .
H24B H 0.6234 0.7926 -0.2964 0.043 Uiso 1 1 calc R U . . .
C34 C 0.4699(4) 0.8221(2) -0.22161(19) 0.0381(10) Uani 1 1 d . . . . .
H34C H 0.4320 0.8397 -0.1872 0.057 Uiso 1 1 calc R U . . .
H34D H 0.4330 0.7852 -0.2307 0.057 Uiso 1 1 calc R U . . .
H34E H 0.4604 0.8469 -0.2573 0.057 Uiso 1 1 calc R U . . .
C35 C 0.6621(4) 0.87008(19) -0.1935(2) 0.0365(9) Uani 1 1 d . . . . .
H22A H 0.6367 0.8981 -0.2250 0.044 Uiso 1 1 calc R U . . .
H22B H 0.7485 0.8651 -0.1948 0.044 Uiso 1 1 calc R U . . .
C36 C 0.6297(4) 0.8917(2) -0.1297(2) 0.0403(10) Uani 1 1 d . . . . .
H21A H 0.6750 0.9266 -0.1194 0.048 Uiso 1 1 calc R U . . .
H21B H 0.5446 0.9011 -0.1302 0.048 Uiso 1 1 calc R U . . .
C37 C 0.7863(4) 0.8491(2) -0.0621(2) 0.0423(10) Uani 1 1 d . . . . .
H37A H 0.8349 0.8460 -0.0977 0.063 Uiso 1 1 calc R U . . .
H37B H 0.8050 0.8176 -0.0341 0.063 Uiso 1 1 calc R U . . .
H37C H 0.8027 0.8853 -0.0414 0.063 Uiso 1 1 calc R U . . .
C38 C 0.5840(5) 0.8556(2) -0.0275(2) 0.0453(11) Uani 1 1 d . . . . .
H38A H 0.6112 0.8299 0.0053 0.068 Uiso 1 1 calc R U . . .
H38B H 0.5010 0.8478 -0.0386 0.068 Uiso 1 1 calc R U . . .
H38C H 0.5923 0.8951 -0.0137 0.068 Uiso 1 1 calc R U . . .
N1 N 0.1591(3) 0.49380(14) 0.25414(14) 0.0274(7) Uani 1 1 d . . . . .
N1N N 0.4886(3) 0.78425(17) 0.11444(15) 0.0356(8) Uani 1 1 d . . . . .
N2 N 0.2835(3) 0.55614(14) 0.18492(14) 0.0254(7) Uani 1 1 d . . . . .
N2N N 0.0185(3) 0.64344(16) 0.29462(19) 0.0413(9) Uani 1 1 d . . . . .
N3 N -0.0516(3) 0.52953(14) 0.21240(15) 0.0280(7) Uani 1 1 d . . . . .
N4 N 0.2424(3) 0.65266(14) 0.06270(14) 0.0258(7) Uani 1 1 d . . . . .
N5 N 0.3637(3) 0.70923(14) -0.01409(13) 0.0264(7) Uani 1 1 d . . . . .
N6 N 0.5760(3) 0.67358(15) 0.02698(14) 0.0288(7) Uani 1 1 d . . . . .
N7 N -0.1659(3) 0.34035(16) 0.25089(17) 0.0361(8) Uani 1 1 d . . . . .
N8 N -0.0715(3) 0.31824(16) 0.37039(18) 0.0381(8) Uani 1 1 d . . . . .
N9 N -0.1304(3) 0.43116(16) 0.40777(16) 0.0358(8) Uani 1 1 d . . . . .
N10 N 0.6683(3) 0.69891(16) -0.18226(15) 0.0309(7) Uani 1 1 d . . . . .
N11 N 0.6001(3) 0.81367(16) -0.20555(15) 0.0317(7) Uani 1 1 d . . . . .
N12 N 0.6576(3) 0.84646(16) -0.08249(16) 0.0357(8) Uani 1 1 d . . . . .
O5 O 0.4448(2) 0.75015(13) -0.10154(12) 0.0319(6) Uani 1 1 d . . . . .
O1M O 0.1802(4) 0.5540(2) 0.4053(2) 0.0739(12) Uani 1 1 d . . . . .
H1M H 0.1295 0.5681 0.3809 0.111 Uiso 1 1 calc R U . . .
O1N O 0.4382(3) 0.73920(14) 0.13421(12) 0.0388(7) Uani 1 1 d . . . . .
O2N O 0.5990(3) 0.78578(16) 0.10883(14) 0.0450(8) Uani 1 1 d . . . . .
O6 O 0.6671(2) 0.72323(12) -0.05055(11) 0.0294(6) Uani 1 1 d . . . . .
O3N O 0.4265(3) 0.82807(16) 0.1005(2) 0.0600(10) Uani 1 1 d . . . . .
O2 O 0.4236(2) 0.60385(11) 0.12592(11) 0.0271(6) Uani 1 1 d . . . . .
O4N O -0.0049(4) 0.61088(18) 0.33924(18) 0.0620(10) Uani 1 1 d . . . . .
O5N O 0.1143(3) 0.63706(14) 0.26778(16) 0.0461(8) Uani 1 1 d . . . . .
O6N O -0.0542(3) 0.68130(16) 0.2797(2) 0.0595(10) Uani 1 1 d . . . . .
O4 O 0.1027(2) 0.60650(12) 0.12279(12) 0.0296(6) Uani 1 1 d . . . . .
O1 O 0.0736(2) 0.41701(13) 0.30649(13) 0.0335(6) Uani 1 1 d . . . . .
O3' O -0.1461(2) 0.46355(12) 0.27499(12) 0.0288(6) Uani 1 1 d . . . . .
Cu1 Cu 0.11214(5) 0.55376(3) 0.19567(2) 0.02803(16) Uani 1 1 d . . . . .
Cu2 Cu 0.41431(5) 0.66322(2) 0.05790(2) 0.02688(16) Uani 1 1 d . . . . .
Cu3 Cu -0.10816(5) 0.39219(3) 0.32316(3) 0.02970(16) Uani 1 1 d . . . . .
Cu4 Cu 0.62724(5) 0.76794(3) -0.12658(2) 0.02816(16) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.262(5) . ?
C1 N1 1.312(5) . ?
C1 C3 1.545(5) . ?
O1E C3E 1.522(18) . ?
O1E C1E 1.526(19) . ?
C1E C2E 1.470(19) . ?
C1E H1E1 0.9700 . ?
C1E H1E2 0.9700 . ?
C2E H2E1 0.9615 . ?
C2E H2E2 0.9616 . ?
C2E H2E3 0.9616 . ?
C3E C4E 1.469(19) . ?
C3E H3E1 0.9700 . ?
C3E H3E2 0.9700 . ?
C4E H4E1 0.9600 . ?
C4E H4E2 0.9600 . ?
C4E H4E3 0.9600 . ?
O1E' C3E' 1.443(14) . ?
O1E' C1E' 1.568(16) . ?
C1E' C2E' 1.369(16) . ?
C1E' H1E3 0.9700 . ?
C1E' H1E4 0.9700 . ?
C2E' H2E4 0.9600 . ?
C2E' H2E5 0.9600 . ?
C2E' H2E6 0.9600 . ?
C3E' C4E' 1.564(17) . ?
C3E' H3E3 0.9700 . ?
C3E' H3E4 0.9700 . ?
C4E' H4E4 0.9600 . ?
C4E' H4E5 0.9600 . ?
C4E' H4E6 0.9600 . ?
C1M O1M 1.378(7) . ?
C1M H1M1 0.9600 . ?
C1M H1M2 0.9600 . ?
C1M H1M3 0.9600 . ?
C2 O2 1.267(5) . ?
C2 N2 1.310(5) . ?
C2 C4 1.538(5) . ?
C3 O3' 1.283(5) . ?
C3 N3 1.296(5) . ?
C4 O4 1.274(5) . ?
C4 N4 1.298(5) . ?
C5 O5 1.261(5) . ?
C5 N5 1.309(5) . ?
C5 C6 1.547(5) . ?
C6 O6 1.279(5) . ?
C6 N6 1.295(5) . ?
C7 C8 1.386(6) . ?
C7 N1 1.404(5) . ?
C7 C12 1.413(6) . ?
C8 C9 1.396(6) . ?
C8 H14 0.9300 . ?
C9 C10 1.380(6) . ?
C9 H15 0.9300 . ?
C10 C11 1.385(6) . ?
C10 H16 0.9300 . ?
C11 C12 1.396(6) . ?
C11 H17 0.9300 . ?
C12 N2 1.397(5) . ?
C13 C14 1.382(6) . ?
C13 N4 1.414(5) . ?
C13 C18 1.429(5) . ?
C14 C15 1.389(6) . ?
C14 H11 0.9300 . ?
C15 C16 1.388(6) . ?
C15 H10 0.9300 . ?
C16 C17 1.388(6) . ?
C16 H9 0.9300 . ?
C17 C18 1.381(6) . ?
C17 H8 0.9300 . ?
C18 N5 1.401(5) . ?
C19 N3 1.458(5) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 N6 1.453(5) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N7 1.477(6) . ?
C21 H221 0.9600 . ?
C21 H222 0.9600 . ?
C21 H223 0.9600 . ?
C22 N7 1.486(6) . ?
C22 H224 0.9600 . ?
C22 H226 0.9600 . ?
C22 H225 0.9600 . ?
C23 N7 1.486(6) . ?
C23 C24 1.515(7) . ?
C23 H34A 0.9700 . ?
C23 H34B 0.9700 . ?
C24 N8 1.486(6) . ?
C24 H33A 0.9700 . ?
C24 H33B 0.9700 . ?
C25 N8 1.479(6) . ?
C25 H229 0.9600 . ?
C25 H228 0.9600 . ?
C25 H227 0.9600 . ?
C26 N8 1.496(6) . ?
C26 C27 1.510(7) . ?
C26 H31A 0.9700 . ?
C26 H31B 0.9700 . ?
C27 N9 1.488(6) . ?
C27 H30A 0.9700 . ?
C27 H30B 0.9700 . ?
C28 N9 1.483(6) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 N9 1.487(6) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 N10 1.483(5) . ?
C30 H30C 0.9600 . ?
C30 H30D 0.9600 . ?
C30 H30E 0.9600 . ?
C31 N10 1.475(5) . ?
C31 H31C 0.9600 . ?
C31 H31D 0.9600 . ?
C31 H31E 0.9600 . ?
C32 N10 1.488(5) . ?
C32 C33 1.521(6) . ?
C32 H25A 0.9700 . ?
C32 H25B 0.9700 . ?
C33 N11 1.499(5) . ?
C33 H24A 0.9700 . ?
C33 H24B 0.9700 . ?
C34 N11 1.487(5) . ?
C34 H34C 0.9600 . ?
C34 H34D 0.9600 . ?
C34 H34E 0.9600 . ?
C35 N11 1.489(6) . ?
C35 C36 1.520(6) . ?
C35 H22A 0.9700 . ?
C35 H22B 0.9700 . ?
C36 N12 1.481(6) . ?
C36 H21A 0.9700 . ?
C36 H21B 0.9700 . ?
C37 N12 1.479(6) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 N12 1.487(6) . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
N1 Cu1 1.926(3) . ?
N1N O2N 1.240(5) . ?
N1N O3N 1.252(5) . ?
N1N O1N 1.264(5) . ?
N2 Cu1 1.931(3) . ?
N2N O6N 1.223(5) . ?
N2N O5N 1.245(5) . ?
N2N O4N 1.257(5) . ?
N3 Cu1 1.954(3) . ?
N4 Cu2 1.935(3) . ?
N5 Cu2 1.941(3) . ?
N6 Cu2 1.961(3) . ?
N7 Cu3 2.043(4) . ?
N8 Cu3 2.018(4) . ?
N9 Cu3 2.058(4) . ?
N10 Cu4 2.057(4) . ?
N11 Cu4 2.013(3) . ?
N12 Cu4 2.065(4) . ?
O5 Cu4 2.163(3) . ?
O1M H1M 0.8200 . ?
O1N Cu2 2.409(3) . ?
O6 Cu4 1.969(3) . ?
O2 Cu2 2.005(2) . ?
O5N Cu3 6.301(3) . ?
O4 Cu1 1.986(3) . ?
O1 Cu3 2.147(3) . ?
O3' Cu3 1.981(3) . ?

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 N1 129.3(3) . . ?
O1 C1 C3 118.8(3) . . ?
N1 C1 C3 111.8(3) . . ?
C3E O1E C1E 111.3(18) . . ?
C2E C1E O1E 109(2) . . ?
C2E C1E H1E1 109.8 . . ?
O1E C1E H1E1 109.9 . . ?
C2E C1E H1E2 109.9 . . ?
O1E C1E H1E2 109.8 . . ?
H1E1 C1E H1E2 108.3 . . ?
C1E C2E H2E1 109.5 . . ?
C1E C2E H2E2 109.6 . . ?
H2E1 C2E H2E2 109.3 . . ?
C1E C2E H2E3 109.7 . . ?
H2E1 C2E H2E3 109.3 . . ?
H2E2 C2E H2E3 109.3 . . ?
C4E C3E O1E 110(2) . . ?
C4E C3E H3E1 109.7 . . ?
O1E C3E H3E1 109.7 . . ?
C4E C3E H3E2 109.8 . . ?
O1E C3E H3E2 109.8 . . ?
H3E1 C3E H3E2 108.2 . . ?
C3E C4E H4E1 109.4 . . ?
C3E C4E H4E2 109.5 . . ?
H4E1 C4E H4E2 109.5 . . ?
C3E C4E H4E3 109.5 . . ?
H4E1 C4E H4E3 109.5 . . ?
H4E2 C4E H4E3 109.5 . . ?
C3E' O1E' C1E' 112.3(13) . . ?
C2E' C1E' O1E' 116.3(16) . . ?
C2E' C1E' H1E3 108.3 . . ?
O1E' C1E' H1E3 108.2 . . ?
C2E' C1E' H1E4 108.2 . . ?
O1E' C1E' H1E4 108.2 . . ?
H1E3 C1E' H1E4 107.3 . . ?
C1E' C2E' H2E4 109.5 . . ?
C1E' C2E' H2E5 109.5 . . ?
H2E4 C2E' H2E5 109.5 . . ?
C1E' C2E' H2E6 109.4 . . ?
H2E4 C2E' H2E6 109.5 . . ?
H2E5 C2E' H2E6 109.5 . . ?
O1E' C3E' C4E' 105.1(14) . . ?
O1E' C3E' H3E3 110.8 . . ?
C4E' C3E' H3E3 110.7 . . ?
O1E' C3E' H3E4 110.7 . . ?
C4E' C3E' H3E4 110.7 . . ?
H3E3 C3E' H3E4 108.8 . . ?
C3E' C4E' H4E4 109.5 . . ?
C3E' C4E' H4E5 109.5 . . ?
H4E4 C4E' H4E5 109.5 . . ?
C3E' C4E' H4E6 109.5 . . ?
H4E4 C4E' H4E6 109.5 . . ?
H4E5 C4E' H4E6 109.5 . . ?
O1M C1M H1M1 109.5 . . ?
O1M C1M H1M2 109.5 . . ?
H1M1 C1M H1M2 109.5 . . ?
O1M C1M H1M3 109.5 . . ?
H1M1 C1M H1M3 109.5 . . ?
H1M2 C1M H1M3 109.5 . . ?
O2 C2 N2 129.6(4) . . ?
O2 C2 C4 119.9(3) . . ?
N2 C2 C4 110.4(3) . . ?
O3' C3 N3 127.9(3) . . ?
O3' C3 C1 116.2(3) . . ?
N3 C3 C1 115.8(3) . . ?
O4 C4 N4 129.5(3) . . ?
O4 C4 C2 119.9(3) . . ?
N4 C4 C2 110.7(3) . . ?
O5 C5 N5 129.8(4) . . ?
O5 C5 C6 118.4(3) . . ?
N5 C5 C6 111.8(3) . . ?
O6 C6 N6 126.6(4) . . ?
O6 C6 C5 116.9(3) . . ?
N6 C6 C5 116.5(3) . . ?
C8 C7 N1 126.5(4) . . ?
C8 C7 C12 120.6(4) . . ?
N1 C7 C12 112.8(3) . . ?
C7 C8 C9 119.3(4) . . ?
C7 C8 H14 120.3 . . ?
C9 C8 H14 120.3 . . ?
C10 C9 C8 120.3(4) . . ?
C10 C9 H15 119.8 . . ?
C8 C9 H15 119.8 . . ?
C9 C10 C11 120.8(4) . . ?
C9 C10 H16 119.6 . . ?
C11 C10 H16 119.6 . . ?
C10 C11 C12 120.0(4) . . ?
C10 C11 H17 120.0 . . ?
C12 C11 H17 120.0 . . ?
C11 C12 N2 126.9(4) . . ?
C11 C12 C7 118.9(4) . . ?
N2 C12 C7 114.2(3) . . ?
C14 C13 N4 126.8(3) . . ?
C14 C13 C18 120.1(3) . . ?
N4 C13 C18 113.1(3) . . ?
C13 C14 C15 119.7(4) . . ?
C13 C14 H11 120.1 . . ?
C15 C14 H11 120.1 . . ?
C16 C15 C14 120.2(4) . . ?
C16 C15 H10 119.9 . . ?
C14 C15 H10 119.9 . . ?
C15 C16 C17 120.8(4) . . ?
C15 C16 H9 119.6 . . ?
C17 C16 H9 119.6 . . ?
C18 C17 C16 119.9(4) . . ?
C18 C17 H8 120.0 . . ?
C16 C17 H8 120.0 . . ?
C17 C18 N5 127.3(4) . . ?
C17 C18 C13 119.2(4) . . ?
N5 C18 C13 113.5(3) . . ?
N3 C19 H19A 109.5 . . ?
N3 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
N3 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N6 C20 H20A 109.5 . . ?
N6 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N6 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N7 C21 H221 109.5 . . ?
N7 C21 H222 109.5 . . ?
H221 C21 H222 109.5 . . ?
N7 C21 H223 109.5 . . ?
H221 C21 H223 109.5 . . ?
H222 C21 H223 109.5 . . ?
N7 C22 H224 109.5 . . ?
N7 C22 H226 109.5 . . ?
H224 C22 H226 109.5 . . ?
N7 C22 H225 109.5 . . ?
H224 C22 H225 109.5 . . ?
H226 C22 H225 109.5 . . ?
N7 C23 C24 109.7(4) . . ?
N7 C23 H34A 109.7 . . ?
C24 C23 H34A 109.7 . . ?
N7 C23 H34B 109.7 . . ?
C24 C23 H34B 109.7 . . ?
H34A C23 H34B 108.2 . . ?
N8 C24 C23 108.4(4) . . ?
N8 C24 H33A 110.0 . . ?
C23 C24 H33A 110.0 . . ?
N8 C24 H33B 110.0 . . ?
C23 C24 H33B 110.0 . . ?
H33A C24 H33B 108.4 . . ?
N8 C25 H229 109.5 . . ?
N8 C25 H228 109.5 . . ?
H229 C25 H228 109.5 . . ?
N8 C25 H227 109.5 . . ?
H229 C25 H227 109.5 . . ?
H228 C25 H227 109.5 . . ?
N8 C26 C27 108.8(4) . . ?
N8 C26 H31A 109.9 . . ?
C27 C26 H31A 109.9 . . ?
N8 C26 H31B 109.9 . . ?
C27 C26 H31B 109.9 . . ?
H31A C26 H31B 108.3 . . ?
N9 C27 C26 109.6(4) . . ?
N9 C27 H30A 109.7 . . ?
C26 C27 H30A 109.7 . . ?
N9 C27 H30B 109.7 . . ?
C26 C27 H30B 109.7 . . ?
H30A C27 H30B 108.2 . . ?
N9 C28 H28A 109.5 . . ?
N9 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N9 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N9 C29 H29A 109.5 . . ?
N9 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N9 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N10 C30 H30C 109.5 . . ?
N10 C30 H30D 109.5 . . ?
H30C C30 H30D 109.5 . . ?
N10 C30 H30E 109.5 . . ?
H30C C30 H30E 109.5 . . ?
H30D C30 H30E 109.5 . . ?
N10 C31 H31C 109.5 . . ?
N10 C31 H31D 109.5 . . ?
H31C C31 H31D 109.5 . . ?
N10 C31 H31E 109.5 . . ?
H31C C31 H31E 109.5 . . ?
H31D C31 H31E 109.5 . . ?
N10 C32 C33 109.5(3) . . ?
N10 C32 H25A 109.8 . . ?
C33 C32 H25A 109.8 . . ?
N10 C32 H25B 109.8 . . ?
C33 C32 H25B 109.8 . . ?
H25A C32 H25B 108.2 . . ?
N11 C33 C32 108.4(3) . . ?
N11 C33 H24A 110.0 . . ?
C32 C33 H24A 110.0 . . ?
N11 C33 H24B 110.0 . . ?
C32 C33 H24B 110.0 . . ?
H24A C33 H24B 108.4 . . ?
N11 C34 H34C 109.5 . . ?
N11 C34 H34D 109.5 . . ?
H34C C34 H34D 109.5 . . ?
N11 C34 H34E 109.5 . . ?
H34C C34 H34E 109.5 . . ?
H34D C34 H34E 109.5 . . ?
N11 C35 C36 108.5(3) . . ?
N11 C35 H22A 110.0 . . ?
C36 C35 H22A 110.0 . . ?
N11 C35 H22B 110.0 . . ?
C36 C35 H22B 110.0 . . ?
H22A C35 H22B 108.4 . . ?
N12 C36 C35 109.8(4) . . ?
N12 C36 H21A 109.7 . . ?
C35 C36 H21A 109.7 . . ?
N12 C36 H21B 109.7 . . ?
C35 C36 H21B 109.7 . . ?
H21A C36 H21B 108.2 . . ?
N12 C37 H37A 109.5 . . ?
N12 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
N12 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N12 C38 H38A 109.5 . . ?
N12 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N12 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C1 N1 C7 128.7(3) . . ?
C1 N1 Cu1 115.0(3) . . ?
C7 N1 Cu1 115.7(2) . . ?
O2N N1N O3N 119.4(4) . . ?
O2N N1N O1N 120.8(4) . . ?
O3N N1N O1N 119.8(4) . . ?
C2 N2 C12 129.5(3) . . ?
C2 N2 Cu1 115.4(3) . . ?
C12 N2 Cu1 115.1(2) . . ?
O6N N2N O5N 122.1(4) . . ?
O6N N2N O4N 118.1(4) . . ?
O5N N2N O4N 119.8(4) . . ?
C3 N3 C19 119.3(3) . . ?
C3 N3 Cu1 112.5(3) . . ?
C19 N3 Cu1 128.2(3) . . ?
C4 N4 C13 128.6(3) . . ?
C4 N4 Cu2 115.8(3) . . ?
C13 N4 Cu2 115.6(2) . . ?
C5 N5 C18 128.8(3) . . ?
C5 N5 Cu2 115.0(3) . . ?
C18 N5 Cu2 115.7(2) . . ?
C6 N6 C20 118.8(3) . . ?
C6 N6 Cu2 112.1(3) . . ?
C20 N6 Cu2 128.4(3) . . ?
C21 N7 C23 110.3(4) . . ?
C21 N7 C22 108.6(4) . . ?
C23 N7 C22 109.9(4) . . ?
C21 N7 Cu3 112.8(3) . . ?
C23 N7 Cu3 106.2(3) . . ?
C22 N7 Cu3 109.0(3) . . ?
C25 N8 C24 110.6(4) . . ?
C25 N8 C26 110.0(4) . . ?
C24 N8 C26 112.1(4) . . ?
C25 N8 Cu3 111.7(3) . . ?
C24 N8 Cu3 107.1(3) . . ?
C26 N8 Cu3 105.2(3) . . ?
C28 N9 C29 108.6(4) . . ?
C28 N9 C27 110.4(3) . . ?
C29 N9 C27 110.5(4) . . ?
C28 N9 Cu3 108.5(3) . . ?
C29 N9 Cu3 113.5(3) . . ?
C27 N9 Cu3 105.3(3) . . ?
C31 N10 C30 108.7(3) . . ?
C31 N10 C32 109.5(3) . . ?
C30 N10 C32 109.7(3) . . ?
C31 N10 Cu4 109.4(3) . . ?
C30 N10 Cu4 113.3(2) . . ?
C32 N10 Cu4 106.2(3) . . ?
C34 N11 C35 111.3(3) . . ?
C34 N11 C33 109.5(3) . . ?
C35 N11 C33 112.0(3) . . ?
C34 N11 Cu4 111.8(2) . . ?
C35 N11 Cu4 105.1(2) . . ?
C33 N11 Cu4 107.1(2) . . ?
C37 N12 C36 110.1(4) . . ?
C37 N12 C38 108.6(4) . . ?
C36 N12 C38 110.0(4) . . ?
C37 N12 Cu4 107.9(3) . . ?
C36 N12 Cu4 106.1(3) . . ?
C38 N12 Cu4 114.0(3) . . ?
C5 O5 Cu4 107.7(2) . . ?
C1M O1M H1M 109.5 . . ?
N1N O1N Cu2 113.8(2) . . ?
C6 O6 Cu4 114.0(2) . . ?
C2 O2 Cu2 109.4(2) . . ?
N2N O5N Cu3 70.5(2) . . ?
C4 O4 Cu1 109.6(2) . . ?
C1 O1 Cu3 108.0(2) . . ?
C3 O3' Cu3 113.7(2) . . ?
N1 Cu1 N2 81.96(13) . . ?
N1 Cu1 N3 84.28(13) . . ?
N2 Cu1 N3 164.46(14) . . ?
N1 Cu1 O4 163.73(13) . . ?
N2 Cu1 O4 84.48(12) . . ?
N3 Cu1 O4 107.80(12) . . ?
N4 Cu2 N5 82.01(13) . . ?
N4 Cu2 N6 163.22(13) . . ?
N5 Cu2 N6 84.16(13) . . ?
N4 Cu2 O2 83.80(12) . . ?
N5 Cu2 O2 163.87(13) . . ?
N6 Cu2 O2 108.37(12) . . ?
N4 Cu2 O1N 97.64(12) . . ?
N5 Cu2 O1N 99.60(12) . . ?
N6 Cu2 O1N 93.99(12) . . ?
O2 Cu2 O1N 89.84(11) . . ?
O3' Cu3 N8 178.49(14) . . ?
O3' Cu3 N7 91.99(13) . . ?
N8 Cu3 N7 86.50(16) . . ?
O3' Cu3 N9 94.03(13) . . ?
N8 Cu3 N9 87.24(15) . . ?
N7 Cu3 N9 152.19(15) . . ?
O3' Cu3 O1 82.53(11) . . ?
N8 Cu3 O1 98.05(13) . . ?
N7 Cu3 O1 107.04(13) . . ?
N9 Cu3 O1 100.65(13) . . ?
O3' Cu3 O5N 39.84(8) . . ?
N8 Cu3 O5N 141.35(11) . . ?
N7 Cu3 O5N 119.48(11) . . ?
N9 Cu3 O5N 80.86(11) . . ?
O1 Cu3 O5N 49.33(8) . . ?
O6 Cu4 N11 175.57(13) . . ?
O6 Cu4 N10 91.88(12) . . ?
N11 Cu4 N10 86.60(14) . . ?
O6 Cu4 N12 92.90(13) . . ?
N11 Cu4 N12 86.82(14) . . ?
N10 Cu4 N12 155.61(14) . . ?
O6 Cu4 O5 82.55(11) . . ?
N11 Cu4 O5 101.85(12) . . ?
N10 Cu4 O5 103.58(12) . . ?
N12 Cu4 O5 100.75(13) . . ?

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
C3E O1E C1E C2E 175(2) . . . . ?
C1E O1E C3E C4E 177(2) . . . . ?
C3E' O1E' C1E' C2E' 174.9(13) . . . . ?
C1E' O1E' C3E' C4E' 176.2(11) . . . . ?
O1 C1 C3 O3' 8.4(5) . . . . ?
N1 C1 C3 O3' -172.8(3) . . . . ?
O1 C1 C3 N3 -170.9(3) . . . . ?
N1 C1 C3 N3 7.9(5) . . . . ?
O2 C2 C4 O4 179.9(3) . . . . ?
N2 C2 C4 O4 1.5(5) . . . . ?
O2 C2 C4 N4 0.4(5) . . . . ?
N2 C2 C4 N4 -178.0(3) . . . . ?
O5 C5 C6 O6 7.4(5) . . . . ?
N5 C5 C6 O6 -173.4(3) . . . . ?
O5 C5 C6 N6 -172.3(4) . . . . ?
N5 C5 C6 N6 6.9(5) . . . . ?
N1 C7 C8 C9 -178.4(4) . . . . ?
C12 C7 C8 C9 0.8(6) . . . . ?
C7 C8 C9 C10 -1.7(6) . . . . ?
C8 C9 C10 C11 0.9(6) . . . . ?
C9 C10 C11 C12 0.9(6) . . . . ?
C10 C11 C12 N2 178.6(4) . . . . ?
C10 C11 C12 C7 -1.8(6) . . . . ?
C8 C7 C12 C11 0.9(6) . . . . ?
N1 C7 C12 C11 -179.7(3) . . . . ?
C8 C7 C12 N2 -179.4(3) . . . . ?
N1 C7 C12 N2 -0.1(5) . . . . ?
N4 C13 C14 C15 179.1(4) . . . . ?
C18 C13 C14 C15 -2.0(6) . . . . ?
C13 C14 C15 C16 0.2(6) . . . . ?
C14 C15 C16 C17 1.0(6) . . . . ?
C15 C16 C17 C18 -0.3(6) . . . . ?
C16 C17 C18 N5 179.3(4) . . . . ?
C16 C17 C18 C13 -1.6(6) . . . . ?
C14 C13 C18 C17 2.7(6) . . . . ?
N4 C13 C18 C17 -178.3(3) . . . . ?
C14 C13 C18 N5 -178.0(3) . . . . ?
N4 C13 C18 N5 1.0(5) . . . . ?
N7 C23 C24 N8 -53.0(5) . . . . ?
N8 C26 C27 N9 55.2(5) . . . . ?
N10 C32 C33 N11 -53.1(4) . . . . ?
N11 C35 C36 N12 54.1(5) . . . . ?
O1 C1 N1 C7 0.0(7) . . . . ?
C3 C1 N1 C7 -178.7(3) . . . . ?
O1 C1 N1 Cu1 171.0(3) . . . . ?
C3 C1 N1 Cu1 -7.7(4) . . . . ?
C8 C7 N1 C1 -13.1(6) . . . . ?
C12 C7 N1 C1 167.6(4) . . . . ?
C8 C7 N1 Cu1 175.9(3) . . . . ?
C12 C7 N1 Cu1 -3.4(4) . . . . ?
O2 C2 N2 C12 -2.8(7) . . . . ?
C4 C2 N2 C12 175.4(3) . . . . ?
O2 C2 N2 Cu1 177.1(3) . . . . ?
C4 C2 N2 Cu1 -4.7(4) . . . . ?
C11 C12 N2 C2 3.0(6) . . . . ?
C7 C12 N2 C2 -176.5(4) . . . . ?
C11 C12 N2 Cu1 -176.9(3) . . . . ?
C7 C12 N2 Cu1 3.5(4) . . . . ?
O3' C3 N3 C19 -0.7(6) . . . . ?
C1 C3 N3 C19 178.6(3) . . . . ?
O3' C3 N3 Cu1 176.7(3) . . . . ?
C1 C3 N3 Cu1 -4.1(4) . . . . ?
O4 C4 N4 C13 -3.3(7) . . . . ?
C2 C4 N4 C13 176.1(3) . . . . ?
O4 C4 N4 Cu2 176.1(3) . . . . ?
C2 C4 N4 Cu2 -4.4(4) . . . . ?
C14 C13 N4 C4 0.3(6) . . . . ?
C18 C13 N4 C4 -178.6(4) . . . . ?
C14 C13 N4 Cu2 -179.1(3) . . . . ?
C18 C13 N4 Cu2 2.0(4) . . . . ?
O5 C5 N5 C18 3.2(7) . . . . ?
C6 C5 N5 C18 -175.8(4) . . . . ?
O5 C5 N5 Cu2 174.2(3) . . . . ?
C6 C5 N5 Cu2 -4.9(4) . . . . ?
C17 C18 N5 C5 -13.4(7) . . . . ?
C13 C18 N5 C5 167.4(4) . . . . ?
C17 C18 N5 Cu2 175.7(3) . . . . ?
C13 C18 N5 Cu2 -3.5(4) . . . . ?
O6 C6 N6 C20 3.5(6) . . . . ?
C5 C6 N6 C20 -176.8(3) . . . . ?
O6 C6 N6 Cu2 175.1(3) . . . . ?
C5 C6 N6 Cu2 -5.3(4) . . . . ?
C24 C23 N7 C21 160.2(4) . . . . ?
C24 C23 N7 C22 -80.0(5) . . . . ?
C24 C23 N7 Cu3 37.7(4) . . . . ?
C23 C24 N8 C25 -81.9(4) . . . . ?
C23 C24 N8 C26 154.9(4) . . . . ?
C23 C24 N8 Cu3 40.0(4) . . . . ?
C27 C26 N8 C25 77.4(4) . . . . ?
C27 C26 N8 C24 -159.0(4) . . . . ?
C27 C26 N8 Cu3 -43.0(4) . . . . ?
C26 C27 N9 C28 80.1(5) . . . . ?
C26 C27 N9 C29 -159.8(4) . . . . ?
C26 C27 N9 Cu3 -36.8(4) . . . . ?
C33 C32 N10 C31 -80.4(4) . . . . ?
C33 C32 N10 C30 160.4(3) . . . . ?
C33 C32 N10 Cu4 37.6(4) . . . . ?
C36 C35 N11 C34 75.7(4) . . . . ?
C36 C35 N11 C33 -161.3(3) . . . . ?
C36 C35 N11 Cu4 -45.5(4) . . . . ?
C32 C33 N11 C34 -81.1(4) . . . . ?
C32 C33 N11 C35 155.0(3) . . . . ?
C32 C33 N11 Cu4 40.3(4) . . . . ?
C35 C36 N12 C37 83.4(4) . . . . ?
C35 C36 N12 C38 -157.0(4) . . . . ?
C35 C36 N12 Cu4 -33.2(4) . . . . ?
N5 C5 O5 Cu4 173.8(4) . . . . ?
C6 C5 O5 Cu4 -7.2(4) . . . . ?
O2N N1N O1N Cu2 -77.1(4) . . . . ?
O3N N1N O1N Cu2 103.2(4) . . . . ?
N6 C6 O6 Cu4 176.9(3) . . . . ?
C5 C6 O6 Cu4 -2.8(4) . . . . ?
N2 C2 O2 Cu2 -178.5(3) . . . . ?
C4 C2 O2 Cu2 3.5(4) . . . . ?
O6N N2N O5N Cu3 -139.5(4) . . . . ?
O4N N2N O5N Cu3 41.6(4) . . . . ?
N4 C4 O4 Cu1 -178.4(3) . . . . ?
C2 C4 O4 Cu1 2.2(4) . . . . ?
N1 C1 O1 Cu3 178.4(3) . . . . ?
C3 C1 O1 Cu3 -3.0(4) . . . . ?
N3 C3 O3' Cu3 170.2(3) . . . . ?
C1 C3 O3' Cu3 -9.1(4) . . . . ?

_refine_diff_density_max         1.207
_refine_diff_density_min         -0.718
_refine_diff_density_rms         0.106

_shelxl_version_number           2013-4

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

data_shelx_CCDC5
_database_code_depnum_ccdc_archive 'CCDC 1862833'
_audit_update_record             
;
2018-10-05 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H11 Cu2 N5 O7, 2(C16 H36 N), C H4 O'
_chemical_formula_sum            'C52 H87 Cu2 N7 O8'
_chemical_formula_weight         1065.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.0508(3)
_cell_length_b                   17.5032(5)
_cell_length_c                   15.5860(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.782(3)
_cell_angle_gamma                90
_cell_volume                     2854.18(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    110
_cell_measurement_reflns_used    3673
_cell_measurement_theta_min      3.9130
_cell_measurement_theta_max      67.5470


_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_F_000             1140
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    1.353
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.82164
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9177
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.918
_diffrn_reflns_theta_max         67.835
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.974
_reflns_number_total             5037
_reflns_number_gt                4214
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;

_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'

_computing_molecular_graphics    'XP in SHELXTL/Vs. 5.1 Bruker AXS'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'


_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1489P)²+4.0033P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5037
_refine_ls_number_parameters     348
_refine_ls_number_restraints     288
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0813
_refine_ls_wR_factor_ref         0.2543
_refine_ls_wR_factor_gt          0.2402
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.047
_refine_ls_shift/su_mean         0.005

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.0061(6) 0.2951(3) -0.0351(3) 0.0594(12) Uani 1 1 d . U . . .
C3 C 0.1319(8) 0.2931(3) 0.0282(5) 0.0970(13) Uani 1 1 d . U . . .
C2 C -0.0684(4) 0.0077(2) -0.0306(3) 0.0404(9) Uani 1 1 d . U . . .
C7 C -0.1806(5) 0.2013(3) -0.0951(3) 0.0512(11) Uani 1 1 d . U . . .
C8 C -0.2842(6) 0.2475(3) -0.1393(4) 0.0656(14) Uani 1 1 d . U . . .
H8 H -0.2734 0.3001 -0.1411 0.079 Uiso 1 1 calc R U . . .
C9 C -0.4029(6) 0.2157(4) -0.1806(5) 0.0731(16) Uani 1 1 d . U . . .
H9 H -0.4721 0.2472 -0.2087 0.088 Uiso 1 1 calc R U . . .
C10 C -0.4203(6) 0.1374(4) -0.1808(5) 0.0724(16) Uani 1 1 d . U . . .
H10 H -0.5006 0.1167 -0.2099 0.087 Uiso 1 1 calc R U . . .
C11 C -0.3184(5) 0.0894(3) -0.1377(4) 0.0558(12) Uani 1 1 d . U . . .
H11 H -0.3301 0.0368 -0.1377 0.067 Uiso 1 1 calc R U . . .
C12 C -0.1987(4) 0.1213(3) -0.0946(3) 0.0462(10) Uani 1 1 d . U . . .
N3 N 0.1891(18) 0.2265(9) 0.0489(13) 0.0970(13) Uani 0.5 1 d . U P A 1
C19 C 0.3305(12) 0.2158(8) 0.0973(8) 0.076(3) Uani 0.5 1 d D U P A 1
H19G H 0.3783 0.2419 0.0646 0.114 Uiso 0.5 1 calc R U P A 1
H19H H 0.3507 0.1623 0.1005 0.114 Uiso 0.5 1 calc R U P A 1
H19I H 0.3522 0.2364 0.1574 0.114 Uiso 0.5 1 calc R U P A 1
O3 O 0.1745(14) 0.2223(7) 0.0529(10) 0.0970(13) Uani 0.5 1 d . U P A 2
C32 C 0.8815(5) 0.3272(3) 0.1388(3) 0.0546(12) Uani 1 1 d D U . . .
H32A H 0.9722 0.3275 0.1467 0.066 Uiso 0.50(5) 1 calc R U P B 1
H32B H 0.8339 0.3239 0.0747 0.066 Uiso 0.50(5) 1 calc R U P B 1
H32C H 0.9741 0.3251 0.1574 0.066 Uiso 0.50(5) 1 calc R U P B 2
H32D H 0.8504 0.3329 0.0735 0.066 Uiso 0.50(5) 1 calc R U P B 2
C31 C 0.8436(4) 0.3974(3) 0.1805(3) 0.0533(11) Uani 1 1 d D U . . .
H11A H 0.8785 0.3926 0.2459 0.064 Uiso 1 1 calc R U . . .
H11B H 0.7512 0.3977 0.1647 0.064 Uiso 1 1 calc R U . . .
C13 C 0.847(2) 0.2602(8) 0.1920(15) 0.055(4) Uani 0.50(5) 1 d D U P B 1
H13A H 0.9031 0.2602 0.2543 0.066 Uiso 0.50(5) 1 calc R U P B 1
H13B H 0.7595 0.2653 0.1920 0.066 Uiso 0.50(5) 1 calc R U P B 1
C13' C 0.833(2) 0.2508(10) 0.163(2) 0.066(4) Uani 0.50(5) 1 d D U P B 2
H13C H 0.8514 0.2519 0.2283 0.079 Uiso 0.50(5) 1 calc R U P B 2
H13D H 0.7402 0.2531 0.1372 0.079 Uiso 0.50(5) 1 calc R U P B 2
C14 C 0.8623(9) 0.1871(5) 0.1457(6) 0.101(2) Uani 1 1 d D U . . .
H14A H 0.7939 0.1824 0.0894 0.152 Uiso 0.50(5) 1 calc R U P B 1
H14B H 0.8602 0.1445 0.1840 0.152 Uiso 0.50(5) 1 calc R U P B 1
H14C H 0.9426 0.1877 0.1343 0.152 Uiso 0.50(5) 1 calc R U P B 1
H14X H 0.8248 0.1496 0.1745 0.152 Uiso 0.50(5) 1 calc R U P B 2
H14Y H 0.9536 0.1820 0.1677 0.152 Uiso 0.50(5) 1 calc R U P B 2
H14Z H 0.8319 0.1793 0.0813 0.152 Uiso 0.50(5) 1 calc R U P B 2
C15 C 0.8436(4) 0.4828(3) 0.0506(3) 0.0396(9) Uani 1 1 d . U . . .
H15A H 0.8729 0.5320 0.0364 0.048 Uiso 1 1 calc R U . . .
H15B H 0.8858 0.4437 0.0265 0.048 Uiso 1 1 calc R U . . .
C16 C 0.7007(4) 0.4771(3) 0.0029(3) 0.0501(11) Uani 1 1 d . U . . .
H16A H 0.6574 0.5195 0.0208 0.060 Uiso 1 1 calc R U . . .
H16B H 0.6682 0.4299 0.0197 0.060 Uiso 1 1 calc R U . . .
C17 C 0.6749(4) 0.4790(3) -0.0998(3) 0.0407(9) Uani 1 1 d . U . . .
H17A H 0.7063 0.5269 -0.1159 0.049 Uiso 1 1 calc R U . . .
H17B H 0.7218 0.4378 -0.1164 0.049 Uiso 1 1 calc R U . . .
C18 C 0.5333(5) 0.4709(4) -0.1535(4) 0.0632(14) Uani 1 1 d . U . . .
H18A H 0.5014 0.4241 -0.1370 0.095 Uiso 1 1 calc R U . . .
H18B H 0.5224 0.4703 -0.2171 0.095 Uiso 1 1 calc R U . . .
H18C H 0.4871 0.5132 -0.1401 0.095 Uiso 1 1 calc R U . . .
C39 C 1.0297(4) 0.4807(3) 0.1846(3) 0.0425(10) Uani 1 1 d . U . . .
H19A H 1.0625 0.4412 0.1543 0.051 Uiso 1 1 calc R U . . .
H19B H 1.0519 0.5296 0.1644 0.051 Uiso 1 1 calc R U . . .
C20 C 1.0973(4) 0.4740(3) 0.2857(3) 0.0508(11) Uani 1 1 d . U . . .
H20A H 1.0781 0.4249 0.3072 0.061 Uiso 1 1 calc R U . . .
H20B H 1.0677 0.5138 0.3173 0.061 Uiso 1 1 calc R U . . .
C21 C 1.2425(4) 0.4816(4) 0.3050(3) 0.0549(12) Uani 1 1 d . U . . .
H21A H 1.2712 0.4416 0.2731 0.066 Uiso 1 1 calc R U . . .
H21B H 1.2606 0.5304 0.2822 0.066 Uiso 1 1 calc R U . . .
C22 C 1.3162(5) 0.4761(5) 0.4062(4) 0.082(2) Uani 1 1 d . U . . .
H22A H 1.2822 0.5122 0.4387 0.123 Uiso 1 1 calc R U . . .
H22B H 1.4048 0.4871 0.4163 0.123 Uiso 1 1 calc R U . . .
H22C H 1.3080 0.4254 0.4272 0.123 Uiso 1 1 calc R U . . .
C23 C 0.8256(4) 0.5340(3) 0.1962(3) 0.0526(11) Uani 1 1 d . U . . .
H23A H 0.8603 0.5286 0.2615 0.063 Uiso 1 1 calc R U . . .
H23B H 0.7346 0.5239 0.1788 0.063 Uiso 1 1 calc R U . . .
C24 C 0.8442(5) 0.6160(3) 0.1719(4) 0.0583(13) Uani 1 1 d . U . . .
H24A H 0.8072 0.6232 0.1069 0.070 Uiso 1 1 calc R U . . .
H24B H 0.9348 0.6275 0.1891 0.070 Uiso 1 1 calc R U . . .
C25 C 0.7797(5) 0.6701(4) 0.2215(5) 0.0763(18) Uani 1 1 d . U . . .
H25A H 0.6903 0.6565 0.2069 0.092 Uiso 1 1 calc R U . . .
H25B H 0.8199 0.6645 0.2864 0.092 Uiso 1 1 calc R U . . .
C26 C 0.7905(6) 0.7532(4) 0.1946(5) 0.0823(19) Uani 1 1 d . U . . .
H26A H 0.8788 0.7659 0.2062 0.123 Uiso 1 1 calc R U . . .
H26B H 0.7547 0.7861 0.2294 0.123 Uiso 1 1 calc R U . . .
H26C H 0.7447 0.7597 0.1313 0.123 Uiso 1 1 calc R U . . .
N1 N -0.0551(4) 0.2241(2) -0.0493(3) 0.0544(10) Uani 1 1 d . U . . .
N2 N -0.0877(4) 0.0811(2) -0.0458(3) 0.0426(8) Uani 1 1 d . U . . .
N4 N 0.8852(3) 0.4742(2) 0.1537(2) 0.0436(8) Uani 1 1 d . U . . .
O1 O -0.0590(4) 0.35575(18) -0.0662(3) 0.0643(10) Uani 1 1 d . U . . .
O3' O 0.1876(6) 0.3534(2) 0.0541(3) 0.0970(13) Uani 1 1 d . U . . .
O2 O -0.1458(3) -0.04719(17) -0.0583(2) 0.0457(7) Uani 1 1 d . U . . .
Cu1 Cu 0.06022(7) 0.14454(3) 0.00839(5) 0.0470(3) Uani 1 1 d . U . . .
O1M O 0.4854(13) 0.3527(6) 0.0469(11) 0.081(4) Uani 0.355(7) 1 d D U P C 3
H1M H 0.4683 0.3267 0.0853 0.121 Uiso 0.355(7) 1 calc R U P C 3
C1M C 0.5227(19) 0.3034(9) -0.0142(14) 0.081(4) Uani 0.355(7) 1 d D U P C 3
H1M1 H 0.6038 0.3198 -0.0180 0.121 Uiso 0.355(7) 1 calc R U P C 3
H1M2 H 0.4595 0.3057 -0.0732 0.121 Uiso 0.355(7) 1 calc R U P C 3
H1M3 H 0.5298 0.2518 0.0079 0.121 Uiso 0.355(7) 1 calc R U P C 3
O1M' O 0.4742(15) 0.2230(11) 0.0684(11) 0.032(5) Uani 0.145(7) 1 d D U P C 4
H1M' H 0.4354 0.1866 0.0800 0.047 Uiso 0.145(7) 1 calc R U P C 4
C1M' C 0.539(2) 0.199(2) 0.0022(17) 0.044(8) Uani 0.145(7) 1 d D U P C 4
H1M4 H 0.5112 0.2306 -0.0507 0.065 Uiso 0.145(7) 1 calc R U P C 4
H1M5 H 0.5186 0.1465 -0.0147 0.065 Uiso 0.145(7) 1 calc R U P C 4
H1M6 H 0.6302 0.2038 0.0297 0.065 Uiso 0.145(7) 1 calc R U P C 4


_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 1.234(6) . ?
C1 N1 1.346(6) . ?
C1 C3 1.526(10) . ?
C3 O3' 1.223(7) . ?
C3 O3 1.339(16) . ?
C3 N3 1.32(2) . ?
C2 O2 1.266(5) . ?
C2 N2 1.311(6) . ?
C2 C2 1.529(9) 3 ?
C7 C8 1.389(7) . ?
C7 N1 1.397(7) . ?
C7 C12 1.415(7) . ?
C8 C9 1.379(9) . ?
C8 H8 0.9300 . ?
C9 C10 1.383(9) . ?
C9 H9 0.9300 . ?
C10 C11 1.392(8) . ?
C10 H10 0.9300 . ?
C11 C12 1.394(7) . ?
C11 H11 0.9300 . ?
C12 N2 1.407(6) . ?
N3 C19 1.51(2) . ?
N3 Cu1 1.977(12) . ?
C19 H19G 0.9600 . ?
C19 H19H 0.9600 . ?
C19 H19I 0.9600 . ?
O3 Cu1 1.834(10) . ?
C32 C31 1.510(8) . ?
C32 C13' 1.534(13) . ?
C32 C13 1.553(13) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
C32 H32D 0.9700 . ?
C31 N4 1.522(6) . ?
C31 H11A 0.9700 . ?
C31 H11B 0.9700 . ?
C13 C14 1.505(16) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13' C14 1.22(3) . ?
C13' H13C 0.9700 . ?
C13' H13D 0.9700 . ?
C14 H14A 0.9601 . ?
C14 H14B 0.9632 . ?
C14 H14C 0.9628 . ?
C14 H14X 0.9621 . ?
C14 H14Y 0.9621 . ?
C14 H14Z 0.9621 . ?
C15 C16 1.517(6) . ?
C15 N4 1.531(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.534(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.525(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C39 C20 1.515(6) . ?
C39 N4 1.517(5) . ?
C39 H19A 0.9700 . ?
C39 H19B 0.9700 . ?
C20 C21 1.540(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.528(7) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 N4 1.498(6) . ?
C23 C24 1.517(8) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.535(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.528(10) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N1 Cu1 1.906(4) . ?
N2 Cu1 1.931(4) . ?
O2 Cu1 1.982(3) 3 ?
Cu1 O2 1.982(3) 3 ?
O1M C1M 1.440(15) . ?
O1M H1M 0.8756 . ?
C1M H1M1 0.9600 . ?
C1M H1M2 0.9600 . ?
C1M H1M3 0.9600 . ?
O1M' C1M' 1.497(17) . ?
O1M' H1M' 0.8410 . ?
C1M' H1M4 0.9600 . ?
C1M' H1M5 0.9600 . ?
C1M' H1M6 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 C1 N1 128.0(6) . . ?
O1 C1 C3 121.4(5) . . ?
N1 C1 C3 110.5(5) . . ?
O3' C3 O3 127.6(8) . . ?
O3' C3 N3 122.1(9) . . ?
O3' C3 C1 119.1(6) . . ?
O3 C3 C1 113.1(7) . . ?
N3 C3 C1 118.7(8) . . ?
O2 C2 N2 129.0(4) . . ?
O2 C2 C2 120.2(5) . 3 ?
N2 C2 C2 110.8(4) . 3 ?
C8 C7 N1 127.7(5) . . ?
C8 C7 C12 118.9(5) . . ?
N1 C7 C12 113.4(4) . . ?
C9 C8 C7 120.3(5) . . ?
C9 C8 H8 119.9 . . ?
C7 C8 H8 119.8 . . ?
C8 C9 C10 120.8(5) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 120.4(6) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 119.0(5) . . ?
C10 C11 H11 120.5 . . ?
C12 C11 H11 120.5 . . ?
C11 C12 N2 125.9(5) . . ?
C11 C12 C7 120.6(5) . . ?
N2 C12 C7 113.5(4) . . ?
C3 N3 C19 124.8(11) . . ?
C3 N3 Cu1 108.9(11) . . ?
C19 N3 Cu1 126.3(12) . . ?
N3 C19 H19G 113.7 . . ?
N3 C19 H19H 108.6 . . ?
H19G C19 H19H 109.4 . . ?
N3 C19 H19I 106.0 . . ?
H19G C19 H19I 109.5 . . ?
H19H C19 H19I 109.5 . . ?
C3 O3 Cu1 116.3(10) . . ?
C31 C32 C13' 115.7(13) . . ?
C31 C32 C13 103.6(7) . . ?
C31 C32 H32A 111.0 . . ?
C13 C32 H32A 111.1 . . ?
C31 C32 H32B 111.1 . . ?
C13 C32 H32B 111.0 . . ?
H32A C32 H32B 109.0 . . ?
C31 C32 H32C 108.3 . . ?
C13' C32 H32C 108.3 . . ?
C31 C32 H32D 108.4 . . ?
C13' C32 H32D 108.3 . . ?
H32C C32 H32D 107.4 . . ?
C32 C31 N4 116.8(4) . . ?
C32 C31 H11A 108.1 . . ?
N4 C31 H11A 108.1 . . ?
C32 C31 H11B 108.1 . . ?
N4 C31 H11B 108.1 . . ?
H11A C31 H11B 107.3 . . ?
C14 C13 C32 107.5(11) . . ?
C14 C13 H13A 110.1 . . ?
C32 C13 H13A 110.1 . . ?
C14 C13 H13B 110.4 . . ?
C32 C13 H13B 110.3 . . ?
H13A C13 H13B 108.5 . . ?
C14 C13' C32 127(2) . . ?
C14 C13' H13C 105.5 . . ?
C32 C13' H13C 105.5 . . ?
C14 C13' H13D 105.7 . . ?
C32 C13' H13D 105.6 . . ?
H13C C13' H13D 106.1 . . ?
C13 C14 H14A 108.5 . . ?
C13 C14 H14B 106.3 . . ?
H14A C14 H14B 111.0 . . ?
C13 C14 H14C 114.2 . . ?
H14A C14 H14C 107.9 . . ?
H14B C14 H14C 108.9 . . ?
C13' C14 H14X 109.9 . . ?
C13' C14 H14Y 109.7 . . ?
H14X C14 H14Y 109.2 . . ?
C13' C14 H14Z 109.6 . . ?
H14X C14 H14Z 109.2 . . ?
H14Y C14 H14Z 109.2 . . ?
C16 C15 N4 114.9(3) . . ?
C16 C15 H15A 108.6 . . ?
N4 C15 H15A 108.5 . . ?
C16 C15 H15B 108.5 . . ?
N4 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C15 C16 C17 108.9(4) . . ?
C15 C16 H16A 109.9 . . ?
C17 C16 H16A 109.9 . . ?
C15 C16 H16B 109.9 . . ?
C17 C16 H16B 109.9 . . ?
H16A C16 H16B 108.3 . . ?
C18 C17 C16 112.5(4) . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 H18A 109.4 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C39 N4 116.1(4) . . ?
C20 C39 H19A 108.3 . . ?
N4 C39 H19A 108.3 . . ?
C20 C39 H19B 108.3 . . ?
N4 C39 H19B 108.3 . . ?
H19A C39 H19B 107.4 . . ?
C39 C20 C21 109.3(4) . . ?
C39 C20 H20A 109.8 . . ?
C21 C20 H20A 109.8 . . ?
C39 C20 H20B 109.8 . . ?
C21 C20 H20B 109.8 . . ?
H20A C20 H20B 108.3 . . ?
C22 C21 C20 111.9(4) . . ?
C22 C21 H21A 109.3 . . ?
C20 C21 H21A 109.2 . . ?
C22 C21 H21B 109.2 . . ?
C20 C21 H21B 109.3 . . ?
H21A C21 H21B 107.9 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.4 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 C23 C24 115.9(4) . . ?
N4 C23 H23A 108.3 . . ?
C24 C23 H23A 108.3 . . ?
N4 C23 H23B 108.3 . . ?
C24 C23 H23B 108.3 . . ?
H23A C23 H23B 107.4 . . ?
C23 C24 C25 109.6(5) . . ?
C23 C24 H24A 109.8 . . ?
C25 C24 H24A 109.8 . . ?
C23 C24 H24B 109.8 . . ?
C25 C24 H24B 109.7 . . ?
H24A C24 H24B 108.2 . . ?
C26 C25 C24 111.0(6) . . ?
C26 C25 H25A 109.4 . . ?
C24 C25 H25A 109.4 . . ?
C26 C25 H25B 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 108.0 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C1 N1 C7 128.9(5) . . ?
C1 N1 Cu1 115.1(4) . . ?
C7 N1 Cu1 115.9(3) . . ?
C2 N2 C12 130.6(4) . . ?
C2 N2 Cu1 114.8(3) . . ?
C12 N2 Cu1 114.6(3) . . ?
C23 N4 C39 112.1(3) . . ?
C23 N4 C31 106.3(4) . . ?
C39 N4 C31 111.0(3) . . ?
C23 N4 C15 111.7(4) . . ?
C39 N4 C15 104.7(3) . . ?
C31 N4 C15 111.1(3) . . ?
C2 O2 Cu1 109.5(3) . 3 ?
O3 Cu1 N1 84.9(5) . . ?
N3 Cu1 N1 85.6(6) . . ?
O3 Cu1 N2 167.1(5) . . ?
N3 Cu1 N2 168.1(6) . . ?
N1 Cu1 N2 82.56(17) . . ?
O3 Cu1 O2 107.8(5) . 3 ?
N3 Cu1 O2 107.2(6) . 3 ?
N1 Cu1 O2 167.17(16) . 3 ?
N2 Cu1 O2 84.66(14) . 3 ?
C1M O1M H1M 115.3 . . ?
O1M C1M H1M1 109.6 . . ?
O1M C1M H1M2 109.2 . . ?
H1M1 C1M H1M2 109.5 . . ?
O1M C1M H1M3 109.6 . . ?
H1M1 C1M H1M3 109.5 . . ?
H1M2 C1M H1M3 109.5 . . ?
C1M' O1M' H1M' 111.3 . . ?
O1M' C1M' H1M4 109.6 . . ?
O1M' C1M' H1M5 109.5 . . ?
H1M4 C1M' H1M5 109.5 . . ?
O1M' C1M' H1M6 109.2 . . ?
H1M4 C1M' H1M6 109.5 . . ?
H1M5 C1M' H1M6 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 C1 C3 O3' 5.8(12) . . . . ?
N1 C1 C3 O3' -174.0(7) . . . . ?
O1 C1 C3 O3 -178.1(10) . . . . ?
N1 C1 C3 O3 2.1(12) . . . . ?
O1 C1 C3 N3 -170.5(12) . . . . ?
N1 C1 C3 N3 9.7(14) . . . . ?
N1 C7 C8 C9 -179.2(5) . . . . ?
C12 C7 C8 C9 1.1(8) . . . . ?
C7 C8 C9 C10 -1.7(10) . . . . ?
C8 C9 C10 C11 1.2(11) . . . . ?
C9 C10 C11 C12 -0.2(10) . . . . ?
C10 C11 C12 N2 177.8(5) . . . . ?
C10 C11 C12 C7 -0.4(8) . . . . ?
C8 C7 C12 C11 -0.1(7) . . . . ?
N1 C7 C12 C11 -179.8(4) . . . . ?
C8 C7 C12 N2 -178.5(4) . . . . ?
N1 C7 C12 N2 1.8(6) . . . . ?
O3' C3 N3 C19 -7(3) . . . . ?
O3 C3 N3 C19 -138(10) . . . . ?
C1 C3 N3 C19 169.2(14) . . . . ?
O3' C3 N3 Cu1 172.2(8) . . . . ?
O3 C3 N3 Cu1 41(8) . . . . ?
C1 C3 N3 Cu1 -11.6(17) . . . . ?
O3' C3 O3 Cu1 174.7(9) . . . . ?
N3 C3 O3 Cu1 -132(10) . . . . ?
C1 C3 O3 Cu1 -1.1(16) . . . . ?
C13' C32 C31 N4 -177.0(11) . . . . ?
C13 C32 C31 N4 170.3(11) . . . . ?
C31 C32 C13 C14 171.4(12) . . . . ?
C13' C32 C13 C14 34(4) . . . . ?
C31 C32 C13' C14 -171.4(19) . . . . ?
C13 C32 C13' C14 -125(6) . . . . ?
C32 C13' C14 C13 107(6) . . . . ?
C32 C13 C14 C13' -52(5) . . . . ?
N4 C15 C16 C17 -174.6(4) . . . . ?
C15 C16 C17 C18 178.1(4) . . . . ?
N4 C39 C20 C21 179.9(4) . . . . ?
C39 C20 C21 C22 179.4(5) . . . . ?
N4 C23 C24 C25 -179.1(4) . . . . ?
C23 C24 C25 C26 -176.9(5) . . . . ?
O1 C1 N1 C7 -6.7(10) . . . . ?
C3 C1 N1 C7 173.1(6) . . . . ?
O1 C1 N1 Cu1 178.0(5) . . . . ?
C3 C1 N1 Cu1 -2.2(7) . . . . ?
C8 C7 N1 C1 1.9(9) . . . . ?
C12 C7 N1 C1 -178.4(5) . . . . ?
C8 C7 N1 Cu1 177.2(4) . . . . ?
C12 C7 N1 Cu1 -3.1(6) . . . . ?
O2 C2 N2 C12 1.8(8) . . . . ?
C2 C2 N2 C12 -177.3(4) 3 . . . ?
O2 C2 N2 Cu1 -178.7(4) . . . . ?
C2 C2 N2 Cu1 2.2(6) 3 . . . ?
C11 C12 N2 C2 1.5(8) . . . . ?
C7 C12 N2 C2 179.8(5) . . . . ?
C11 C12 N2 Cu1 -178.0(4) . . . . ?
C7 C12 N2 Cu1 0.3(5) . . . . ?
C24 C23 N4 C39 63.7(5) . . . . ?
C24 C23 N4 C31 -174.8(4) . . . . ?
C24 C23 N4 C15 -53.5(5) . . . . ?
C20 C39 N4 C23 58.9(5) . . . . ?
C20 C39 N4 C31 -59.9(5) . . . . ?
C20 C39 N4 C15 -179.9(4) . . . . ?
C32 C31 N4 C23 174.5(4) . . . . ?
C32 C31 N4 C39 -63.3(5) . . . . ?
C32 C31 N4 C15 52.9(5) . . . . ?
C16 C15 N4 C23 -59.4(5) . . . . ?
C16 C15 N4 C39 179.1(4) . . . . ?
C16 C15 N4 C31 59.1(5) . . . . ?
N2 C2 O2 Cu1 -178.1(4) . . . 3 ?
C2 C2 O2 Cu1 0.9(6) 3 . . 3 ?
C3 O3 Cu1 N3 99(12) . . . . ?
C3 O3 Cu1 N1 -0.1(12) . . . . ?
C3 O3 Cu1 N2 -13(3) . . . . ?
C3 O3 Cu1 O2 -178.3(10) . . . 3 ?

_refine_diff_density_max         1.641
_refine_diff_density_min         -0.925
_refine_diff_density_rms         0.095

_shelxl_version_number           2013-4

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

data_shelx_CCDC6
_database_code_depnum_ccdc_archive 'CCDC 1862834'
_audit_update_record             
;
2018-10-05 deposited with the CCDC.
2018-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H14 Cu2 N6 O6, 2(C16 H36 N)'
_chemical_formula_sum            'C52 H86 Cu2 N8 O6'
_chemical_formula_weight         1046.36

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   15.1842(4)
_cell_length_b                   17.1284(4)
_cell_length_c                   22.2597(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.748(3)
_cell_angle_gamma                90
_cell_volume                     5448.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    110
_cell_measurement_reflns_used    9594
_cell_measurement_theta_min      2.9830
_cell_measurement_theta_max      28.0750


_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_F_000             2240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.834
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.81647
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      110
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'oxford gemini s'
_diffrn_measurement_method       'ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29458
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.024
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             9449
_reflns_number_gt                7910
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;

_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP in SHELXTL/Vs. 5.1 Bruker AXS'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0448P)²+1.2473P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9449
_refine_ls_number_parameters     613
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0848
_refine_ls_wR_factor_gt          0.0803
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.69241(12) -0.30826(11) 0.24735(9) 0.0205(4) Uani 1 1 d . . . . .
C2 C 0.76176(11) -0.02044(11) 0.28883(9) 0.0169(4) Uani 1 1 d . . . . .
C3 C 0.68036(12) -0.30456(11) 0.17530(10) 0.0224(4) Uani 1 1 d . . . . .
C4 C 0.74556(11) 0.00053(11) 0.21913(9) 0.0176(4) Uani 1 1 d . . . . .
C5 C 0.80582(12) 0.28949(11) 0.26098(10) 0.0202(4) Uani 1 1 d . . . . .
C6 C 0.82069(12) 0.28468(11) 0.33345(10) 0.0228(4) Uani 1 1 d . . . . .
C7 C 0.72933(12) -0.21684(11) 0.33781(9) 0.0188(4) Uani 1 1 d . . . . .
C8 C 0.73385(13) -0.26599(12) 0.38869(10) 0.0249(4) Uani 1 1 d . . . . .
H8 H 0.7197 -0.3188 0.3815 0.030 Uiso 1 1 calc R U . . .
C9 C 0.75938(14) -0.23599(12) 0.44980(10) 0.0295(5) Uani 1 1 d . . . . .
H9 H 0.7626 -0.2692 0.4836 0.035 Uiso 1 1 calc R U . . .
C10 C 0.78016(15) -0.15802(13) 0.46183(10) 0.0305(5) Uani 1 1 d . . . . .
H10 H 0.7966 -0.1390 0.5033 0.037 Uiso 1 1 calc R U . . .
C11 C 0.77658(13) -0.10749(12) 0.41194(9) 0.0244(4) Uani 1 1 d . . . . .
H11 H 0.7905 -0.0548 0.4199 0.029 Uiso 1 1 calc R U . . .
C12 C 0.75196(12) -0.13679(11) 0.35039(9) 0.0186(4) Uani 1 1 d . . . . .
C19 C 0.66032(14) -0.22616(12) 0.08412(9) 0.0285(5) Uani 1 1 d . . . . .
H13A H 0.6580 -0.1720 0.0725 0.043 Uiso 1 1 calc R U . . .
H13B H 0.6022 -0.2508 0.0604 0.043 Uiso 1 1 calc R U . . .
H13C H 0.7106 -0.2513 0.0747 0.043 Uiso 1 1 calc R U . . .
C13 C 0.75372(12) 0.11788(11) 0.15780(9) 0.0187(4) Uani 1 1 d . . . . .
C14 C 0.73100(13) 0.08909(12) 0.09621(9) 0.0233(4) Uani 1 1 d . . . . .
H14 H 0.7181 0.0363 0.0881 0.028 Uiso 1 1 calc R U . . .
C15 C 0.72759(14) 0.13978(12) 0.04668(10) 0.0288(5) Uani 1 1 d . . . . .
H15 H 0.7132 0.1208 0.0053 0.035 Uiso 1 1 calc R U . . .
C16 C 0.74553(14) 0.21841(12) 0.05882(10) 0.0288(5) Uani 1 1 d . . . . .
H16 H 0.7422 0.2520 0.0253 0.035 Uiso 1 1 calc R U . . .
C17 C 0.76836(13) 0.24800(12) 0.12005(10) 0.0249(4) Uani 1 1 d . . . . .
H17 H 0.7805 0.3010 0.1274 0.030 Uiso 1 1 calc R U . . .
C18 C 0.77310(12) 0.19849(11) 0.17048(9) 0.0193(4) Uani 1 1 d . . . . .
C20 C 0.84422(14) 0.20470(12) 0.42432(9) 0.0288(5) Uani 1 1 d . . . . .
H20A H 0.8477 0.1504 0.4356 0.043 Uiso 1 1 calc R U . . .
H20B H 0.7942 0.2289 0.4347 0.043 Uiso 1 1 calc R U . . .
H20C H 0.9023 0.2298 0.4476 0.043 Uiso 1 1 calc R U . . .
C21 C 0.50013(12) -0.14127(11) 0.31932(9) 0.0203(4) Uani 1 1 d . . . . .
H21A H 0.5331 -0.1445 0.3649 0.024 Uiso 1 1 calc R U . . .
H21B H 0.5455 -0.1502 0.2981 0.024 Uiso 1 1 calc R U . . .
C22 C 0.42775(13) -0.20653(11) 0.30045(10) 0.0228(4) Uani 1 1 d . . . . .
H22A H 0.3991 -0.2079 0.2544 0.027 Uiso 1 1 calc R U . . .
H22B H 0.3790 -0.1963 0.3185 0.027 Uiso 1 1 calc R U . . .
C23 C 0.47290(13) -0.28551(12) 0.32421(10) 0.0270(5) Uani 1 1 d . . . . .
H23A H 0.4296 -0.3266 0.3029 0.032 Uiso 1 1 calc R U . . .
H23B H 0.5284 -0.2910 0.3123 0.032 Uiso 1 1 calc R U . . .
C24 C 0.50012(15) -0.29675(13) 0.39601(10) 0.0342(5) Uani 1 1 d . . . . .
H24A H 0.5277 -0.3474 0.4075 0.051 Uiso 1 1 calc R U . . .
H24B H 0.4454 -0.2926 0.4082 0.051 Uiso 1 1 calc R U . . .
H24C H 0.5444 -0.2573 0.4176 0.051 Uiso 1 1 calc R U . . .
C25 C 0.38399(12) -0.04268(11) 0.33053(9) 0.0200(4) Uani 1 1 d . . . . .
H25A H 0.3646 0.0112 0.3214 0.024 Uiso 1 1 calc R U . . .
H25B H 0.3308 -0.0753 0.3081 0.024 Uiso 1 1 calc R U . . .
C26 C 0.40786(13) -0.05619(13) 0.40146(9) 0.0260(5) Uani 1 1 d . . . . .
H26A H 0.4596 -0.0229 0.4252 0.031 Uiso 1 1 calc R U . . .
H26B H 0.4263 -0.1101 0.4118 0.031 Uiso 1 1 calc R U . . .
C27 C 0.32176(13) -0.03741(12) 0.41937(9) 0.0252(4) Uani 1 1 d . . . . .
H27A H 0.3071 0.0176 0.4117 0.030 Uiso 1 1 calc R U . . .
H27B H 0.2690 -0.0670 0.3919 0.030 Uiso 1 1 calc R U . . .
C28 C 0.33447(16) -0.05580(17) 0.48805(11) 0.0464(6) Uani 1 1 d . . . . .
H28A H 0.2784 -0.0427 0.4966 0.070 Uiso 1 1 calc R U . . .
H28B H 0.3858 -0.0259 0.5155 0.070 Uiso 1 1 calc R U . . .
H28C H 0.3473 -0.1105 0.4957 0.070 Uiso 1 1 calc R U . . .
C29 C 0.41778(12) -0.04663(11) 0.23201(9) 0.0205(4) Uani 1 1 d . . . . .
H29A H 0.3671 -0.0838 0.2158 0.025 Uiso 1 1 calc R U . . .
H29B H 0.3904 0.0052 0.2249 0.025 Uiso 1 1 calc R U . . .
C30 C 0.48170(13) -0.05452(13) 0.19287(9) 0.0269(5) Uani 1 1 d . . . . .
H30A H 0.5098 -0.1061 0.1991 0.032 Uiso 1 1 calc R U . . .
H30B H 0.5316 -0.0163 0.2070 0.032 Uiso 1 1 calc R U . . .
C31 C 0.42718(14) -0.04215(14) 0.12263(9) 0.0315(5) Uani 1 1 d . . . . .
H31A H 0.3766 -0.0798 0.1092 0.038 Uiso 1 1 calc R U . . .
H31B H 0.3996 0.0096 0.1169 0.038 Uiso 1 1 calc R U . . .
C32 C 0.48687(16) -0.05032(18) 0.08046(10) 0.0487(7) Uani 1 1 d . . . . .
H32A H 0.4488 -0.0422 0.0367 0.073 Uiso 1 1 calc R U . . .
H32B H 0.5136 -0.1017 0.0853 0.073 Uiso 1 1 calc R U . . .
H32C H 0.5361 -0.0122 0.0927 0.073 Uiso 1 1 calc R U . . .
C33 C 0.54360(12) -0.00344(11) 0.33215(9) 0.0195(4) Uani 1 1 d . . . . .
H33A H 0.5754 -0.0181 0.3763 0.023 Uiso 1 1 calc R U . . .
H33B H 0.5875 -0.0102 0.3095 0.023 Uiso 1 1 calc R U . . .
C34 C 0.51770(13) 0.08192(11) 0.33007(10) 0.0256(5) Uani 1 1 d . . . . .
H34A H 0.4833 0.0911 0.3590 0.031 Uiso 1 1 calc R U . . .
H34B H 0.4771 0.0952 0.2873 0.031 Uiso 1 1 calc R U . . .
C35 C 0.60379(13) 0.13456(11) 0.34858(10) 0.0239(4) Uani 1 1 d . . . . .
H35A H 0.6506 0.1142 0.3867 0.029 Uiso 1 1 calc R U . . .
H35B H 0.6302 0.1345 0.3145 0.029 Uiso 1 1 calc R U . . .
C36 C 0.57950(14) 0.21766(12) 0.36084(11) 0.0324(5) Uani 1 1 d . . . . .
H36A H 0.6351 0.2491 0.3731 0.049 Uiso 1 1 calc R U . . .
H36B H 0.5532 0.2178 0.3945 0.049 Uiso 1 1 calc R U . . .
H36C H 0.5348 0.2386 0.3227 0.049 Uiso 1 1 calc R U . . .
C37 C 0.96008(12) -0.01825(11) 0.16945(9) 0.0197(4) Uani 1 1 d . . . . .
H37A H 0.9151 -0.0101 0.1911 0.024 Uiso 1 1 calc R U . . .
H37B H 0.9297 -0.0045 0.1249 0.024 Uiso 1 1 calc R U . . .
C38 C 0.98522(12) -0.10385(11) 0.17332(10) 0.0241(4) Uani 1 1 d . . . . .
H38A H 1.0187 -0.1176 0.2174 0.029 Uiso 1 1 calc R U . . .
H38B H 1.0265 -0.1133 0.1490 0.029 Uiso 1 1 calc R U . . .
C39 C 0.89878(13) -0.15559(11) 0.14760(10) 0.0250(5) Uani 1 1 d . . . . .
H39A H 0.8639 -0.1543 0.1769 0.030 Uiso 1 1 calc R U . . .
H39B H 0.8587 -0.1353 0.1068 0.030 Uiso 1 1 calc R U . . .
C40 C 0.92487(14) -0.23920(12) 0.13916(11) 0.0323(5) Uani 1 1 d . . . . .
H40A H 0.8690 -0.2699 0.1223 0.048 Uiso 1 1 calc R U . . .
H40B H 0.9628 -0.2600 0.1797 0.048 Uiso 1 1 calc R U . . .
H40C H 0.9594 -0.2407 0.1101 0.048 Uiso 1 1 calc R U . . .
C41 C 1.08645(12) 0.02479(11) 0.26983(8) 0.0200(4) Uani 1 1 d . . . . .
H41A H 1.1135 -0.0271 0.2770 0.024 Uiso 1 1 calc R U . . .
H41B H 1.1374 0.0618 0.2858 0.024 Uiso 1 1 calc R U . . .
C42 C 1.02318(13) 0.03329(13) 0.30933(9) 0.0258(5) Uani 1 1 d . . . . .
H42A H 0.9728 -0.0045 0.2954 0.031 Uiso 1 1 calc R U . . .
H42B H 0.9958 0.0851 0.3035 0.031 Uiso 1 1 calc R U . . .
C43 C 1.07916(13) 0.02030(14) 0.37941(9) 0.0297(5) Uani 1 1 d . . . . .
H43A H 1.1047 -0.0322 0.3848 0.036 Uiso 1 1 calc R U . . .
H43B H 1.1313 0.0566 0.3922 0.036 Uiso 1 1 calc R U . . .
C44 C 1.02159(15) 0.03103(17) 0.42291(10) 0.0476(7) Uani 1 1 d . . . . .
H44A H 1.0606 0.0227 0.4664 0.071 Uiso 1 1 calc R U . . .
H44B H 0.9710 -0.0059 0.4115 0.071 Uiso 1 1 calc R U . . .
H44C H 0.9968 0.0831 0.4183 0.071 Uiso 1 1 calc R U . . .
C45 C 1.12034(11) 0.02048(11) 0.17122(9) 0.0182(4) Uani 1 1 d . . . . .
H45A H 1.1730 0.0540 0.1929 0.022 Uiso 1 1 calc R U . . .
H45B H 1.1408 -0.0331 0.1813 0.022 Uiso 1 1 calc R U . . .
C46 C 1.09556(12) 0.03217(12) 0.09995(9) 0.0231(4) Uani 1 1 d . . . . .
H46A H 1.0715 0.0845 0.0882 0.028 Uiso 1 1 calc R U . . .
H46B H 1.0477 -0.0049 0.0770 0.028 Uiso 1 1 calc R U . . .
C47 C 1.18366(12) 0.01990(11) 0.08278(9) 0.0216(4) Uani 1 1 d . . . . .
H47A H 1.2327 0.0539 0.1090 0.026 Uiso 1 1 calc R U . . .
H47B H 1.2047 -0.0336 0.0924 0.026 Uiso 1 1 calc R U . . .
C48 C 1.16835(15) 0.03622(15) 0.01327(10) 0.0399(6) Uani 1 1 d . . . . .
H48A H 1.2257 0.0277 0.0050 0.060 Uiso 1 1 calc R U . . .
H48B H 1.1487 0.0894 0.0036 0.060 Uiso 1 1 calc R U . . .
H48C H 1.1209 0.0019 -0.0129 0.060 Uiso 1 1 calc R U . . .
C49 C 1.00386(12) 0.11919(11) 0.18242(9) 0.0189(4) Uani 1 1 d . . . . .
H49A H 0.9702 0.1221 0.1369 0.023 Uiso 1 1 calc R U . . .
H49B H 0.9590 0.1283 0.2040 0.023 Uiso 1 1 calc R U . . .
C50 C 1.07598(12) 0.18438(11) 0.20040(9) 0.0223(4) Uani 1 1 d . . . . .
H50A H 1.1233 0.1746 0.1810 0.027 Uiso 1 1 calc R U . . .
H50B H 1.1065 0.1851 0.2463 0.027 Uiso 1 1 calc R U . . .
C51 C 1.03027(13) 0.26376(12) 0.17814(10) 0.0270(5) Uani 1 1 d . . . . .
H51A H 0.9758 0.2689 0.1912 0.032 Uiso 1 1 calc R U . . .
H51B H 1.0740 0.3046 0.1992 0.032 Uiso 1 1 calc R U . . .
C52 C 1.00052(14) 0.27578(13) 0.10639(10) 0.0338(5) Uani 1 1 d . . . . .
H52A H 0.9726 0.3265 0.0957 0.051 Uiso 1 1 calc R U . . .
H52B H 0.9559 0.2364 0.0851 0.051 Uiso 1 1 calc R U . . .
H52C H 1.0543 0.2720 0.0931 0.051 Uiso 1 1 calc R U . . .
N1 N 0.70503(10) -0.23734(9) 0.27349(7) 0.0192(3) Uani 1 1 d . . . . .
N2 N 0.74465(10) -0.09409(9) 0.29477(7) 0.0179(3) Uani 1 1 d . . . . .
N3 N 0.67576(10) -0.23266(9) 0.15234(8) 0.0215(4) Uani 1 1 d . . . . .
N4 N 0.76155(10) 0.07445(9) 0.21314(7) 0.0174(3) Uani 1 1 d . . . . .
N5 N 0.79628(10) 0.21829(9) 0.23484(7) 0.0200(4) Uani 1 1 d . . . . .
N6 N 0.82682(10) 0.21232(9) 0.35608(8) 0.0218(4) Uani 1 1 d . . . . .
N7 N 0.46166(10) -0.05898(9) 0.30367(7) 0.0186(3) Uani 1 1 d . . . . .
N8 N 1.04232(10) 0.03686(9) 0.19817(7) 0.0176(3) Uani 1 1 d . . . . .
O1 O 0.69187(9) -0.37151(8) 0.27402(7) 0.0252(3) Uani 1 1 d . . . . .
O2 O 0.78756(8) 0.03225(7) 0.33157(6) 0.0192(3) Uani 1 1 d . . . . .
O3 O 0.67648(10) -0.36637(8) 0.14574(7) 0.0326(4) Uani 1 1 d . . . . .
O4 O 0.71984(8) -0.05224(7) 0.17651(6) 0.0199(3) Uani 1 1 d . . . . .
O5 O 0.80248(9) 0.35305(8) 0.23422(7) 0.0257(3) Uani 1 1 d . . . . .
O6 O 0.82562(11) 0.34598(8) 0.36376(7) 0.0343(4) Uani 1 1 d . . . . .
Cu1 Cu 0.70708(2) -0.15396(2) 0.21668(2) 0.01739(8) Uani 1 1 d . . . . .
Cu2 Cu 0.79736(2) 0.13444(2) 0.29130(2) 0.01726(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.237(2) . ?
C1 N1 1.333(2) . ?
C1 C3 1.553(3) . ?
C2 O2 1.273(2) . ?
C2 N2 1.304(2) . ?
C2 C4 1.529(3) . ?
C3 O3 1.237(2) . ?
C3 N3 1.326(2) . ?
C4 O4 1.273(2) . ?
C4 N4 1.304(2) . ?
C5 O5 1.234(2) . ?
C5 N5 1.338(2) . ?
C5 C6 1.554(3) . ?
C6 O6 1.236(2) . ?
C6 N6 1.329(2) . ?
C7 C8 1.394(3) . ?
C7 N1 1.397(2) . ?
C7 C12 1.418(3) . ?
C8 C9 1.381(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.378(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.394(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.387(3) . ?
C11 H11 0.9300 . ?
C12 N2 1.410(2) . ?
C19 N3 1.460(2) . ?
C19 H13A 0.9600 . ?
C19 H13B 0.9600 . ?
C19 H13C 0.9600 . ?
C13 C14 1.386(3) . ?
C13 N4 1.409(2) . ?
C13 C18 1.420(3) . ?
C14 C15 1.391(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.384(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.389(3) . ?
C17 H17 0.9300 . ?
C18 N5 1.396(2) . ?
C20 N6 1.457(2) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N7 1.520(2) . ?
C21 C22 1.524(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.528(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.522(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 C26 1.514(3) . ?
C25 N7 1.517(2) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.524(2) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.508(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.513(3) . ?
C29 N7 1.522(2) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.517(3) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.516(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 C34 1.511(3) . ?
C33 N7 1.524(2) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.526(2) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C36 1.518(3) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 C38 1.510(3) . ?
C37 N8 1.523(2) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C39 1.526(2) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.514(3) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 C42 1.513(2) . ?
C41 N8 1.521(2) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 C43 1.520(3) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 C44 1.519(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 C46 1.515(3) . ?
C45 N8 1.524(2) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C46 C47 1.525(2) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 C48 1.511(3) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 C50 1.520(2) . ?
C49 N8 1.521(2) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 C51 1.531(3) . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C51 C52 1.520(3) . ?
C51 H51A 0.9700 . ?
C51 H51B 0.9700 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
N1 Cu1 1.9147(15) . ?
N2 Cu1 1.9309(15) . ?
N3 Cu1 1.9063(16) . ?
N4 Cu2 1.9336(15) . ?
N5 Cu2 1.9049(15) . ?
N6 Cu2 1.9035(16) . ?
O2 Cu2 1.9948(12) . ?
O4 Cu1 1.9975(13) . ?

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 N1 127.76(18) . . ?
O1 C1 C3 120.93(17) . . ?
N1 C1 C3 111.29(16) . . ?
O2 C2 N2 129.18(17) . . ?
O2 C2 C4 119.66(16) . . ?
N2 C2 C4 111.16(16) . . ?
O3 C3 N3 127.08(19) . . ?
O3 C3 C1 118.81(17) . . ?
N3 C3 C1 114.11(16) . . ?
O4 C4 N4 129.34(18) . . ?
O4 C4 C2 119.55(16) . . ?
N4 C4 C2 111.11(16) . . ?
O5 C5 N5 127.85(18) . . ?
O5 C5 C6 121.06(17) . . ?
N5 C5 C6 111.08(16) . . ?
O6 C6 N6 126.98(19) . . ?
O6 C6 C5 118.83(17) . . ?
N6 C6 C5 114.20(16) . . ?
C8 C7 N1 127.17(17) . . ?
C8 C7 C12 118.77(18) . . ?
N1 C7 C12 114.06(16) . . ?
C9 C8 C7 119.72(19) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C10 C9 C8 121.45(19) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 120.1(2) . . ?
C9 C10 H10 119.9 . . ?
C11 C10 H10 119.9 . . ?
C12 C11 C10 119.16(19) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C11 C12 N2 126.52(17) . . ?
C11 C12 C7 120.75(18) . . ?
N2 C12 C7 112.72(16) . . ?
N3 C19 H13A 109.5 . . ?
N3 C19 H13B 109.5 . . ?
H13A C19 H13B 109.5 . . ?
N3 C19 H13C 109.5 . . ?
H13A C19 H13C 109.5 . . ?
H13B C19 H13C 109.5 . . ?
C14 C13 N4 126.58(18) . . ?
C14 C13 C18 120.53(17) . . ?
N4 C13 C18 112.88(16) . . ?
C13 C14 C15 119.48(19) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 120.07(19) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 121.10(19) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C16 C17 C18 119.98(19) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 N5 127.37(18) . . ?
C17 C18 C13 118.83(18) . . ?
N5 C18 C13 113.80(16) . . ?
N6 C20 H20A 109.5 . . ?
N6 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
N6 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N7 C21 C22 115.56(14) . . ?
N7 C21 H21A 108.4 . . ?
C22 C21 H21A 108.4 . . ?
N7 C21 H21B 108.4 . . ?
C22 C21 H21B 108.4 . . ?
H21A C21 H21B 107.5 . . ?
C21 C22 C23 110.89(15) . . ?
C21 C22 H22A 109.5 . . ?
C23 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C23 C22 H22B 109.5 . . ?
H22A C22 H22B 108.0 . . ?
C24 C23 C22 113.98(17) . . ?
C24 C23 H23A 108.8 . . ?
C22 C23 H23A 108.8 . . ?
C24 C23 H23B 108.8 . . ?
C22 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C26 C25 N7 116.02(15) . . ?
C26 C25 H25A 108.3 . . ?
N7 C25 H25A 108.3 . . ?
C26 C25 H25B 108.3 . . ?
N7 C25 H25B 108.3 . . ?
H25A C25 H25B 107.4 . . ?
C25 C26 C27 108.44(15) . . ?
C25 C26 H26A 110.0 . . ?
C27 C26 H26A 110.0 . . ?
C25 C26 H26B 110.0 . . ?
C27 C26 H26B 110.0 . . ?
H26A C26 H26B 108.4 . . ?
C28 C27 C26 113.18(17) . . ?
C28 C27 H27A 108.9 . . ?
C26 C27 H27A 108.9 . . ?
C28 C27 H27B 108.9 . . ?
C26 C27 H27B 108.9 . . ?
H27A C27 H27B 107.8 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 N7 116.90(14) . . ?
C30 C29 H29A 108.1 . . ?
N7 C29 H29A 108.1 . . ?
C30 C29 H29B 108.1 . . ?
N7 C29 H29B 108.1 . . ?
H29A C29 H29B 107.3 . . ?
C29 C30 C31 110.38(15) . . ?
C29 C30 H30A 109.6 . . ?
C31 C30 H30A 109.6 . . ?
C29 C30 H30B 109.6 . . ?
C31 C30 H30B 109.6 . . ?
H30A C30 H30B 108.1 . . ?
C32 C31 C30 113.16(16) . . ?
C32 C31 H31A 108.9 . . ?
C30 C31 H31A 108.9 . . ?
C32 C31 H31B 108.9 . . ?
C30 C31 H31B 108.9 . . ?
H31A C31 H31B 107.8 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C34 C33 N7 115.09(14) . . ?
C34 C33 H33A 108.5 . . ?
N7 C33 H33A 108.5 . . ?
C34 C33 H33B 108.5 . . ?
N7 C33 H33B 108.5 . . ?
H33A C33 H33B 107.5 . . ?
C33 C34 C35 111.93(15) . . ?
C33 C34 H34A 109.2 . . ?
C35 C34 H34A 109.2 . . ?
C33 C34 H34B 109.2 . . ?
C35 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?
C36 C35 C34 111.39(16) . . ?
C36 C35 H35A 109.3 . . ?
C34 C35 H35A 109.3 . . ?
C36 C35 H35B 109.3 . . ?
C34 C35 H35B 109.3 . . ?
H35A C35 H35B 108.0 . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C38 C37 N8 114.97(14) . . ?
C38 C37 H37A 108.5 . . ?
N8 C37 H37A 108.5 . . ?
C38 C37 H37B 108.5 . . ?
N8 C37 H37B 108.5 . . ?
H37A C37 H37B 107.5 . . ?
C37 C38 C39 111.95(15) . . ?
C37 C38 H38A 109.2 . . ?
C39 C38 H38A 109.2 . . ?
C37 C38 H38B 109.2 . . ?
C39 C38 H38B 109.2 . . ?
H38A C38 H38B 107.9 . . ?
C40 C39 C38 111.59(16) . . ?
C40 C39 H39A 109.3 . . ?
C38 C39 H39A 109.3 . . ?
C40 C39 H39B 109.3 . . ?
C38 C39 H39B 109.3 . . ?
H39A C39 H39B 108.0 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 N8 117.08(14) . . ?
C42 C41 H41A 108.0 . . ?
N8 C41 H41A 108.0 . . ?
C42 C41 H41B 108.0 . . ?
N8 C41 H41B 108.0 . . ?
H41A C41 H41B 107.3 . . ?
C41 C42 C43 109.74(15) . . ?
C41 C42 H42A 109.7 . . ?
C43 C42 H42A 109.7 . . ?
C41 C42 H42B 109.7 . . ?
C43 C42 H42B 109.7 . . ?
H42A C42 H42B 108.2 . . ?
C44 C43 C42 113.20(16) . . ?
C44 C43 H43A 108.9 . . ?
C42 C43 H43A 108.9 . . ?
C44 C43 H43B 108.9 . . ?
C42 C43 H43B 108.9 . . ?
H43A C43 H43B 107.8 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C46 C45 N8 115.90(14) . . ?
C46 C45 H45A 108.3 . . ?
N8 C45 H45A 108.3 . . ?
C46 C45 H45B 108.3 . . ?
N8 C45 H45B 108.3 . . ?
H45A C45 H45B 107.4 . . ?
C45 C46 C47 108.40(15) . . ?
C45 C46 H46A 110.0 . . ?
C47 C46 H46A 110.0 . . ?
C45 C46 H46B 110.0 . . ?
C47 C46 H46B 110.0 . . ?
H46A C46 H46B 108.4 . . ?
C48 C47 C46 112.75(16) . . ?
C48 C47 H47A 109.0 . . ?
C46 C47 H47A 109.0 . . ?
C48 C47 H47B 109.0 . . ?
C46 C47 H47B 109.0 . . ?
H47A C47 H47B 107.8 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C50 C49 N8 115.72(14) . . ?
C50 C49 H49A 108.4 . . ?
N8 C49 H49A 108.4 . . ?
C50 C49 H49B 108.4 . . ?
N8 C49 H49B 108.4 . . ?
H49A C49 H49B 107.4 . . ?
C49 C50 C51 111.09(15) . . ?
C49 C50 H50A 109.4 . . ?
C51 C50 H50A 109.4 . . ?
C49 C50 H50B 109.4 . . ?
C51 C50 H50B 109.4 . . ?
H50A C50 H50B 108.0 . . ?
C52 C51 C50 113.69(17) . . ?
C52 C51 H51A 108.8 . . ?
C50 C51 H51A 108.8 . . ?
C52 C51 H51B 108.8 . . ?
C50 C51 H51B 108.8 . . ?
H51A C51 H51B 107.7 . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C1 N1 C7 128.73(16) . . ?
C1 N1 Cu1 115.07(13) . . ?
C7 N1 Cu1 115.58(12) . . ?
C2 N2 C12 129.18(16) . . ?
C2 N2 Cu1 115.54(13) . . ?
C12 N2 Cu1 115.25(12) . . ?
C3 N3 C19 116.14(16) . . ?
C3 N3 Cu1 113.57(13) . . ?
C19 N3 Cu1 129.71(13) . . ?
C4 N4 C13 129.65(17) . . ?
C4 N4 Cu2 115.42(13) . . ?
C13 N4 Cu2 114.90(12) . . ?
C5 N5 C18 128.33(16) . . ?
C5 N5 Cu2 115.14(13) . . ?
C18 N5 Cu2 115.90(12) . . ?
C6 N6 C20 116.32(16) . . ?
C6 N6 Cu2 113.45(13) . . ?
C20 N6 Cu2 129.82(13) . . ?
C25 N7 C21 111.70(14) . . ?
C25 N7 C29 105.32(13) . . ?
C21 N7 C29 111.55(14) . . ?
C25 N7 C33 110.81(14) . . ?
C21 N7 C33 106.68(13) . . ?
C29 N7 C33 110.86(14) . . ?
C41 N8 C49 111.50(14) . . ?
C41 N8 C37 111.35(14) . . ?
C49 N8 C37 106.34(13) . . ?
C41 N8 C45 105.20(13) . . ?
C49 N8 C45 111.65(14) . . ?
C37 N8 C45 110.91(14) . . ?
C2 O2 Cu2 109.70(11) . . ?
C4 O4 Cu1 109.73(11) . . ?
N3 Cu1 N1 85.02(7) . . ?
N3 Cu1 N2 167.09(7) . . ?
N1 Cu1 N2 82.39(6) . . ?
N3 Cu1 O4 108.53(6) . . ?
N1 Cu1 O4 166.39(6) . . ?
N2 Cu1 O4 84.02(6) . . ?
N6 Cu2 N5 85.35(7) . . ?
N6 Cu2 N4 167.60(7) . . ?
N5 Cu2 N4 82.52(7) . . ?
N6 Cu2 O2 107.98(6) . . ?
N5 Cu2 O2 166.58(6) . . ?
N4 Cu2 O2 84.09(6) . . ?

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 C1 C3 O3 -4.8(3) . . . . ?
N1 C1 C3 O3 173.53(15) . . . . ?
O1 C1 C3 N3 175.48(15) . . . . ?
N1 C1 C3 N3 -6.2(2) . . . . ?
O2 C2 C4 O4 179.94(14) . . . . ?
N2 C2 C4 O4 -0.8(2) . . . . ?
O2 C2 C4 N4 -0.1(2) . . . . ?
N2 C2 C4 N4 179.20(14) . . . . ?
O5 C5 C6 O6 2.7(3) . . . . ?
N5 C5 C6 O6 -176.13(16) . . . . ?
O5 C5 C6 N6 -177.23(15) . . . . ?
N5 C5 C6 N6 3.9(2) . . . . ?
N1 C7 C8 C9 179.94(17) . . . . ?
C12 C7 C8 C9 0.5(3) . . . . ?
C7 C8 C9 C10 0.4(3) . . . . ?
C8 C9 C10 C11 -0.6(3) . . . . ?
C9 C10 C11 C12 0.0(3) . . . . ?
C10 C11 C12 N2 179.77(17) . . . . ?
C10 C11 C12 C7 0.9(3) . . . . ?
C8 C7 C12 C11 -1.1(3) . . . . ?
N1 C7 C12 C11 179.35(16) . . . . ?
C8 C7 C12 N2 179.87(15) . . . . ?
N1 C7 C12 N2 0.3(2) . . . . ?
N4 C13 C14 C15 -178.98(17) . . . . ?
C18 C13 C14 C15 0.2(3) . . . . ?
C13 C14 C15 C16 -0.9(3) . . . . ?
C14 C15 C16 C17 0.9(3) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C16 C17 C18 N5 178.98(17) . . . . ?
C16 C17 C18 C13 -0.3(3) . . . . ?
C14 C13 C18 C17 0.4(3) . . . . ?
N4 C13 C18 C17 179.67(15) . . . . ?
C14 C13 C18 N5 -179.03(16) . . . . ?
N4 C13 C18 N5 0.3(2) . . . . ?
N7 C21 C22 C23 -174.47(16) . . . . ?
C21 C22 C23 C24 72.5(2) . . . . ?
N7 C25 C26 C27 -179.64(15) . . . . ?
C25 C26 C27 C28 174.73(18) . . . . ?
N7 C29 C30 C31 178.89(17) . . . . ?
C29 C30 C31 C32 -179.23(19) . . . . ?
N7 C33 C34 C35 -170.11(16) . . . . ?
C33 C34 C35 C36 -167.19(18) . . . . ?
N8 C37 C38 C39 176.28(16) . . . . ?
C37 C38 C39 C40 168.51(18) . . . . ?
N8 C41 C42 C43 -179.31(16) . . . . ?
C41 C42 C43 C44 177.68(19) . . . . ?
N8 C45 C46 C47 175.27(15) . . . . ?
C45 C46 C47 C48 -175.65(18) . . . . ?
N8 C49 C50 C51 176.00(16) . . . . ?
C49 C50 C51 C52 -72.7(2) . . . . ?
O1 C1 N1 C7 6.6(3) . . . . ?
C3 C1 N1 C7 -171.60(16) . . . . ?
O1 C1 N1 Cu1 177.07(14) . . . . ?
C3 C1 N1 Cu1 -1.16(18) . . . . ?
C8 C7 N1 C1 -9.3(3) . . . . ?
C12 C7 N1 C1 170.23(16) . . . . ?
C8 C7 N1 Cu1 -179.66(15) . . . . ?
C12 C7 N1 Cu1 -0.17(19) . . . . ?
O2 C2 N2 C12 -1.7(3) . . . . ?
C4 C2 N2 C12 179.18(15) . . . . ?
O2 C2 N2 Cu1 -179.86(14) . . . . ?
C4 C2 N2 Cu1 0.98(18) . . . . ?
C11 C12 N2 C2 2.5(3) . . . . ?
C7 C12 N2 C2 -178.55(16) . . . . ?
C11 C12 N2 Cu1 -179.30(15) . . . . ?
C7 C12 N2 Cu1 -0.35(19) . . . . ?
O3 C3 N3 C19 2.9(3) . . . . ?
C1 C3 N3 C19 -177.42(15) . . . . ?
O3 C3 N3 Cu1 -169.22(15) . . . . ?
C1 C3 N3 Cu1 10.43(19) . . . . ?
O4 C4 N4 C13 1.1(3) . . . . ?
C2 C4 N4 C13 -178.89(15) . . . . ?
O4 C4 N4 Cu2 178.80(14) . . . . ?
C2 C4 N4 Cu2 -1.20(18) . . . . ?
C14 C13 N4 C4 -3.6(3) . . . . ?
C18 C13 N4 C4 177.12(16) . . . . ?
C14 C13 N4 Cu2 178.68(15) . . . . ?
C18 C13 N4 Cu2 -0.58(18) . . . . ?
O5 C5 N5 C18 -5.5(3) . . . . ?
C6 C5 N5 C18 173.31(15) . . . . ?
O5 C5 N5 Cu2 -175.86(14) . . . . ?
C6 C5 N5 Cu2 2.92(18) . . . . ?
C17 C18 N5 C5 10.5(3) . . . . ?
C13 C18 N5 C5 -170.19(16) . . . . ?
C17 C18 N5 Cu2 -179.18(14) . . . . ?
C13 C18 N5 Cu2 0.14(19) . . . . ?
O6 C6 N6 C20 -2.1(3) . . . . ?
C5 C6 N6 C20 177.83(15) . . . . ?
O6 C6 N6 Cu2 171.27(16) . . . . ?
C5 C6 N6 Cu2 -8.75(19) . . . . ?
C26 C25 N7 C21 54.8(2) . . . . ?
C26 C25 N7 C29 176.08(16) . . . . ?
C26 C25 N7 C33 -64.0(2) . . . . ?
C22 C21 N7 C25 53.4(2) . . . . ?
C22 C21 N7 C29 -64.2(2) . . . . ?
C22 C21 N7 C33 174.59(15) . . . . ?
C30 C29 N7 C25 176.55(16) . . . . ?
C30 C29 N7 C21 -62.1(2) . . . . ?
C30 C29 N7 C33 56.6(2) . . . . ?
C34 C33 N7 C25 -49.9(2) . . . . ?
C34 C33 N7 C21 -171.68(16) . . . . ?
C34 C33 N7 C29 66.68(19) . . . . ?
C42 C41 N8 C49 61.8(2) . . . . ?
C42 C41 N8 C37 -56.8(2) . . . . ?
C42 C41 N8 C45 -177.04(16) . . . . ?
C50 C49 N8 C41 64.70(19) . . . . ?
C50 C49 N8 C37 -173.75(15) . . . . ?
C50 C49 N8 C45 -52.7(2) . . . . ?
C38 C37 N8 C41 -64.9(2) . . . . ?
C38 C37 N8 C49 173.51(16) . . . . ?
C38 C37 N8 C45 51.9(2) . . . . ?
C46 C45 N8 C41 -177.29(16) . . . . ?
C46 C45 N8 C49 -56.2(2) . . . . ?
C46 C45 N8 C37 62.2(2) . . . . ?
N2 C2 O2 Cu2 -177.91(15) . . . . ?
C4 C2 O2 Cu2 1.19(19) . . . . ?
N4 C4 O4 Cu1 -179.79(15) . . . . ?
C2 C4 O4 Cu1 0.22(19) . . . . ?

_refine_diff_density_max         0.360
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.052

_shelxl_version_number           2013-4


# start Validation Reply Form
_vrf_PLAT112_shelx               
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem.        B        100 %Fit  
RESPONSE: cf. below
;
_vrf_PLAT113_shelx               
;
PROBLEM: ADDSYM Suggests Possible Pseudo/New  Space Group      P21/c Check 
RESPONSE: 
Data were integrated in a mP lattice and have been refined
in P21/c. Checkif/ADDSYM alerts that a (Pseudo) Symm. Element has been
overseen. Data have been checked to not correspond to any C centered
space groups as:

a) oC 15.18 41.90 15.23 90.0 90.0 90.0 and V = 10900 A3   or

b) mC 15.18 41.90 15.23 90.0 ca. 90.1 90.0 and V = 10900 A3

For both case data integration gave Rint values of > 0.400.
Additionally, Platon was used to check for any kind of twinning - which
is not observed.

The space group has been thus left as stated here.

;
_vrf_PLAT110_shelx               
;
PROBLEM: ADDSYM Detects Potential Lattice Translation ...          ? Check
RESPONSE: cf. above
;
_vrf_PLAT910_shelx               
;
PROBLEM: Missing # of FCF Reflection(s) Below Th(Min) ...         18 Report
RESPONSE: ...
;
# end Validation Reply Form
