# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_compound_1
_database_code_depnum_ccdc_archive 'CCDC 1424511'
_audit_update_record             
;
2015-09-15 deposited with the CCDC.
2016-11-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'Cu3, 6(C10 H8 N2), (C7 H7 O6), 3(Cl O4), 2(H2 O)'
_chemical_formula_sum            'C67 H59 Cl3 Cu3 N12 O20'
_chemical_formula_weight         1649.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   12.7320(2)
_cell_length_b                   14.2382(2)
_cell_length_c                   21.2459(5)
_cell_angle_alpha                81.5670(10)
_cell_angle_beta                 73.3290(10)
_cell_angle_gamma                80.1090(10)
_cell_volume                     3615.35(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_F_000             1678
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    1.066
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'KappaCCD Enraf Nonius FR590'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_reflns_number            73458
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.323
_diffrn_reflns_theta_max         31.043
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             22807
_reflns_number_gt                13344
_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       'Collect (Nonius BV, 1997-2000)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0899P)²+1.9335P] 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         22807
_refine_ls_number_parameters     991
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.1179
_refine_ls_R_factor_gt           0.0626
_refine_ls_wR_factor_ref         0.1934
_refine_ls_wR_factor_gt          0.1619
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.51290(3) 0.25227(2) 0.01122(2) 0.04091(10) Uani 1 1 d . . . . .
Cu2 Cu 0.59515(3) -0.07618(3) 0.33765(2) 0.05034(12) Uani 1 1 d . . . . .
Cu3 Cu 0.07093(3) 0.48037(3) 0.32939(2) 0.04829(11) Uani 1 1 d . . . . .
O1 O 0.3082(2) 0.32070(15) 0.08203(11) 0.0571(6) Uani 1 1 d . . . . .
O2 O 0.43604(19) 0.20352(16) 0.10179(10) 0.0550(5) Uani 1 1 d . . . . .
O3 O 0.49540(19) -0.02817(15) 0.28193(11) 0.0571(5) Uani 1 1 d . . . . .
O4 O 0.4866(2) 0.10959(19) 0.32048(12) 0.0717(7) Uani 1 1 d . . . . .
O5 O 0.0985(2) 0.30270(19) 0.38082(12) 0.0721(7) Uani 1 1 d . . . . .
O6 O 0.2048(2) 0.38300(16) 0.29681(11) 0.0582(6) Uani 1 1 d . . . . .
N1 N 0.6518(2) 0.13614(17) -0.01620(12) 0.0454(5) Uani 1 1 d . . . . .
N2 N 0.44782(19) 0.16998(16) -0.03183(11) 0.0394(5) Uani 1 1 d . . . . .
N3 N 0.55339(19) 0.34402(16) -0.07314(11) 0.0416(5) Uani 1 1 d . . . . .
N4 N 0.5882(2) 0.34140(18) 0.04297(12) 0.0472(6) Uani 1 1 d . . . . .
N5 N 0.4724(2) -0.10651(19) 0.41728(14) 0.0561(7) Uani 1 1 d . . . . .
N6 N 0.6785(2) -0.0950(2) 0.40718(12) 0.0550(7) Uani 1 1 d . . . . .
N7 N 0.6650(3) -0.2084(2) 0.28941(17) 0.0669(8) Uani 1 1 d . . . . .
N8 N 0.7230(2) -0.0333(2) 0.26244(13) 0.0608(7) Uani 1 1 d . . . . .
N9 N -0.0037(2) 0.4306(2) 0.27181(14) 0.0608(7) Uani 1 1 d . . . . .
N10 N 0.0956(2) 0.5861(2) 0.24307(14) 0.0603(7) Uani 1 1 d . . . . .
N11 N -0.0677(3) 0.5428(2) 0.39111(14) 0.0625(7) Uani 1 1 d . . . . .
N12 N 0.1400(3) 0.53831(19) 0.38425(14) 0.0579(7) Uani 1 1 d . . . . .
C1 C 0.3415(3) 0.2557(2) 0.12000(14) 0.0460(7) Uani 1 1 d . . . . .
C2 C 0.2712(3) 0.2361(2) 0.18977(15) 0.0529(7) Uani 1 1 d . . . . .
H02A H 0.2280 0.1859 0.1903 0.064 Uiso 1 1 calc R U . . .
H02B H 0.2194 0.2934 0.2011 0.064 Uiso 1 1 calc R U . . .
C3 C 0.3313(3) 0.2064(2) 0.24399(14) 0.0511(7) Uani 1 1 d . . . . .
H03 H 0.3857 0.2499 0.2388 0.061 Uiso 1 1 calc R U . . .
C4 C 0.3911(3) 0.1039(2) 0.23839(15) 0.0573(8) Uani 1 1 d . . . . .
H04A H 0.3355 0.0622 0.2442 0.069 Uiso 1 1 calc R U . . .
H04B H 0.4379 0.1011 0.1936 0.069 Uiso 1 1 calc R U . . .
C5 C 0.4611(3) 0.0622(2) 0.28424(14) 0.0531(8) Uani 1 1 d . . . . .
C6 C 0.2491(3) 0.2114(2) 0.31243(16) 0.0670(10) Uani 1 1 d . . . . .
H06A H 0.1984 0.1656 0.3170 0.080 Uiso 1 1 calc R U . . .
H06B H 0.2904 0.1892 0.3449 0.080 Uiso 1 1 calc R U . . .
C7 C 0.1807(3) 0.3051(2) 0.33095(15) 0.0561(8) Uani 1 1 d . . . . .
C8 C 0.7523(3) 0.1218(2) -0.00659(18) 0.0582(8) Uani 1 1 d . . . . .
H08 H 0.7676 0.1605 0.0204 0.070 Uiso 1 1 calc R U . . .
C9 C 0.8349(3) 0.0522(3) -0.0347(2) 0.0745(11) Uani 1 1 d . . . . .
H09 H 0.9037 0.0433 -0.0261 0.089 Uiso 1 1 calc R U . . .
C10 C 0.8134(3) -0.0029(3) -0.0752(3) 0.0884(14) Uani 1 1 d . . . . .
H10 H 0.8682 -0.0494 -0.0956 0.106 Uiso 1 1 calc R U . . .
C11 C 0.7098(3) 0.0103(3) -0.0861(2) 0.0667(9) Uani 1 1 d . . . . .
H11 H 0.6938 -0.0270 -0.1137 0.080 Uiso 1 1 calc R U . . .
C12 C 0.6302(2) 0.0800(2) -0.05511(14) 0.0454(6) Uani 1 1 d . . . . .
C13 C 0.5156(2) 0.09626(19) -0.06173(13) 0.0425(6) Uani 1 1 d . . . . .
C14 C 0.4775(3) 0.0393(2) -0.09539(17) 0.0603(8) Uani 1 1 d . . . . .
H14 H 0.5238 -0.0130 -0.1143 0.072 Uiso 1 1 calc R U . . .
C15 C 0.3709(3) 0.0604(3) -0.10079(19) 0.0675(10) Uani 1 1 d . . . . .
H15 H 0.3451 0.0239 -0.1246 0.081 Uiso 1 1 calc R U . . .
C16 C 0.3036(3) 0.1349(3) -0.07112(18) 0.0616(9) Uani 1 1 d . . . . .
H16 H 0.2312 0.1503 -0.0744 0.074 Uiso 1 1 calc R U . . .
C17 C 0.3436(3) 0.1876(2) -0.03601(16) 0.0520(7) Uani 1 1 d . . . . .
H17 H 0.2963 0.2374 -0.0144 0.062 Uiso 1 1 calc R U . . .
C18 C 0.5362(3) 0.3396(2) -0.13197(15) 0.0516(7) Uani 1 1 d . . . . .
H18 H 0.5028 0.2890 -0.1371 0.062 Uiso 1 1 calc R U . . .
C19 C 0.5658(3) 0.4068(3) -0.18508(16) 0.0587(8) Uani 1 1 d . . . . .
H19 H 0.5530 0.4012 -0.2252 0.070 Uiso 1 1 calc R U . . .
C20 C 0.6144(3) 0.4819(2) -0.17818(17) 0.0596(8) Uani 1 1 d . . . . .
H20 H 0.6333 0.5289 -0.2132 0.072 Uiso 1 1 calc R U . . .
C21 C 0.6347(3) 0.4868(2) -0.11865(16) 0.0516(7) Uani 1 1 d . . . . .
H21 H 0.6689 0.5366 -0.1132 0.062 Uiso 1 1 calc R U . . .
C22 C 0.6037(2) 0.41693(19) -0.06671(14) 0.0417(6) Uani 1 1 d . . . . .
C23 C 0.6244(2) 0.4138(2) -0.00147(15) 0.0450(6) Uani 1 1 d . . . . .
C24 C 0.6793(3) 0.4801(2) 0.01436(19) 0.0586(8) Uani 1 1 d . . . . .
H24 H 0.7037 0.5307 -0.0164 0.070 Uiso 1 1 calc R U . . .
C25 C 0.6968(3) 0.4697(3) 0.0759(2) 0.0720(11) Uani 1 1 d . . . . .
H25 H 0.7338 0.5130 0.0870 0.086 Uiso 1 1 calc R U . . .
C26 C 0.6602(3) 0.3964(3) 0.1202(2) 0.0744(11) Uani 1 1 d . . . . .
H26 H 0.6717 0.3890 0.1621 0.089 Uiso 1 1 calc R U . . .
C27 C 0.6045(3) 0.3314(3) 0.10281(16) 0.0594(8) Uani 1 1 d . . . . .
H27 H 0.5789 0.2810 0.1333 0.071 Uiso 1 1 calc R U . . .
C28 C 0.3681(3) -0.1122(3) 0.4171(2) 0.0715(10) Uani 1 1 d . . . . .
H28 H 0.3498 -0.1040 0.3771 0.086 Uiso 1 1 calc R U . . .
C29 C 0.2881(4) -0.1300(3) 0.4748(3) 0.0827(13) Uani 1 1 d . . . . .
H29 H 0.2164 -0.1332 0.4736 0.099 Uiso 1 1 calc R U . . .
C30 C 0.3133(4) -0.1427(3) 0.5330(2) 0.0863(14) Uani 1 1 d . . . . .
H30 H 0.2592 -0.1553 0.5720 0.104 Uiso 1 1 calc R U . . .
C31 C 0.4200(4) -0.1369(3) 0.53480(19) 0.0743(11) Uani 1 1 d . . . . .
H31 H 0.4386 -0.1452 0.5747 0.089 Uiso 1 1 calc R U . . .
C32 C 0.4986(3) -0.1183(2) 0.47489(16) 0.0570(8) Uani 1 1 d . . . . .
C33 C 0.6157(3) -0.1115(2) 0.46972(15) 0.0542(8) Uani 1 1 d . . . . .
C34 C 0.6602(4) -0.1213(3) 0.52255(17) 0.0689(10) Uani 1 1 d . . . . .
H34 H 0.6158 -0.1320 0.5654 0.083 Uiso 1 1 calc R U . . .
C35 C 0.7711(4) -0.1151(3) 0.5117(2) 0.0787(11) Uani 1 1 d . . . . .
H35 H 0.8022 -0.1209 0.5469 0.094 Uiso 1 1 calc R U . . .
C36 C 0.8342(4) -0.1003(3) 0.4485(2) 0.0761(11) Uani 1 1 d . . . . .
H36 H 0.9094 -0.0970 0.4400 0.091 Uiso 1 1 calc R U . . .
C37 C 0.7863(3) -0.0903(3) 0.39755(18) 0.0669(9) Uani 1 1 d . . . . .
H37 H 0.8302 -0.0798 0.3546 0.080 Uiso 1 1 calc R U . . .
C38 C 0.6295(5) -0.2930(3) 0.3039(3) 0.0939(14) Uani 1 1 d . . . . .
H38 H 0.5698 -0.3025 0.3404 0.113 Uiso 1 1 calc R U . . .
C39 C 0.6807(6) -0.3698(4) 0.2649(4) 0.115(2) Uani 1 1 d . . . . .
H39 H 0.6546 -0.4289 0.2745 0.138 Uiso 1 1 calc R U . . .
C40 C 0.7701(6) -0.3531(5) 0.2125(4) 0.123(2) Uani 1 1 d . . . . .
H40 H 0.8058 -0.4022 0.1863 0.147 Uiso 1 1 calc R U . . .
C41 C 0.8067(5) -0.2693(4) 0.1984(3) 0.1022(17) Uani 1 1 d . . . . .
H41 H 0.8679 -0.2600 0.1628 0.123 Uiso 1 1 calc R U . . .
C42 C 0.7533(3) -0.1944(3) 0.23688(18) 0.0692(11) Uani 1 1 d . . . . .
C43 C 0.7836(3) -0.0970(3) 0.22169(17) 0.0652(10) Uani 1 1 d . . . . .
C44 C 0.8673(4) -0.0678(5) 0.1660(2) 0.0967(17) Uani 1 1 d . . . . .
H44 H 0.9123 -0.1125 0.1385 0.116 Uiso 1 1 calc R U . . .
C45 C 0.8816(5) 0.0272(6) 0.1527(3) 0.117(2) Uani 1 1 d . . . . .
H45 H 0.9343 0.0477 0.1151 0.140 Uiso 1 1 calc R U . . .
C46 C 0.8200(5) 0.0898(5) 0.1936(3) 0.112(2) Uani 1 1 d . . . . .
H46 H 0.8293 0.1543 0.1852 0.134 Uiso 1 1 calc R U . . .
C47 C 0.7413(4) 0.0573(4) 0.2493(2) 0.0844(13) Uani 1 1 d . . . . .
H47 H 0.6999 0.1009 0.2786 0.101 Uiso 1 1 calc R U . . .
C48 C -0.0585(4) 0.3540(4) 0.2909(2) 0.0867(14) Uani 1 1 d . . . . .
H48 H -0.0730 0.3288 0.3350 0.104 Uiso 1 1 calc R U . . .
C49 C -0.0939(5) 0.3114(5) 0.2485(3) 0.119(2) Uani 1 1 d . . . . .
H49 H -0.1326 0.2590 0.2632 0.143 Uiso 1 1 calc R U . . .
C50 C -0.0705(5) 0.3484(5) 0.1840(3) 0.117(2) Uani 1 1 d . . . . .
H50 H -0.0943 0.3216 0.1540 0.141 Uiso 1 1 calc R U . . .
C51 C -0.0124(4) 0.4246(4) 0.1627(2) 0.0932(15) Uani 1 1 d . . . . .
H51 H 0.0068 0.4476 0.1182 0.112 Uiso 1 1 calc R U . . .
C52 C 0.0175(3) 0.4674(3) 0.20914(17) 0.0633(9) Uani 1 1 d . . . . .
C53 C 0.0709(3) 0.5546(3) 0.19277(16) 0.0608(9) Uani 1 1 d . . . . .
C54 C 0.0896(3) 0.6055(4) 0.1309(2) 0.0801(12) Uani 1 1 d . . . . .
H54 H 0.0735 0.5830 0.0962 0.096 Uiso 1 1 calc R U . . .
C55 C 0.1323(4) 0.6898(4) 0.1219(3) 0.0952(16) Uani 1 1 d . . . . .
H55 H 0.1461 0.7245 0.0804 0.114 Uiso 1 1 calc R U . . .
C56 C 0.1549(4) 0.7235(3) 0.1720(3) 0.0895(14) Uani 1 1 d . . . . .
H56 H 0.1819 0.7817 0.1660 0.107 Uiso 1 1 calc R U . . .
C57 C 0.1360(4) 0.6672(3) 0.2339(2) 0.0786(11) Uani 1 1 d . . . . .
H57 H 0.1526 0.6883 0.2689 0.094 Uiso 1 1 calc R U . . .
C58 C -0.1724(4) 0.5402(4) 0.3919(2) 0.0887(13) Uani 1 1 d . . . . .
H58 H -0.1861 0.5076 0.3608 0.106 Uiso 1 1 calc R U . . .
C59 C -0.2620(5) 0.5847(5) 0.4377(3) 0.113(2) Uani 1 1 d . . . . .
H59 H -0.3341 0.5817 0.4371 0.136 Uiso 1 1 calc R U . . .
C60 C -0.2427(6) 0.6319(4) 0.4827(3) 0.121(2) Uani 1 1 d . . . . .
H60 H -0.3015 0.6613 0.5139 0.146 Uiso 1 1 calc R U . . .
C61 C -0.1360(6) 0.6366(3) 0.4823(2) 0.1009(18) Uani 1 1 d . . . . .
H61 H -0.1215 0.6695 0.5129 0.121 Uiso 1 1 calc R U . . .
C62 C -0.0491(4) 0.5910(2) 0.43519(17) 0.0695(11) Uani 1 1 d . . . . .
C63 C 0.0683(4) 0.5911(2) 0.42995(17) 0.0692(11) Uani 1 1 d . . . . .
C64 C 0.1065(7) 0.6400(3) 0.4691(3) 0.1072(19) Uani 1 1 d . . . . .
H64 H 0.0569 0.6764 0.5008 0.129 Uiso 1 1 calc R U . . .
C65 C 0.2195(8) 0.6338(5) 0.4603(4) 0.130(3) Uani 1 1 d . . . . .
H65 H 0.2466 0.6654 0.4864 0.156 Uiso 1 1 calc R U . . .
C66 C 0.2903(6) 0.5813(4) 0.4133(3) 0.113(2) Uani 1 1 d . . . . .
H66 H 0.3664 0.5779 0.4062 0.135 Uiso 1 1 calc R U . . .
C67 C 0.2482(4) 0.5323(3) 0.3757(2) 0.0809(12) Uani 1 1 d . . . . .
H67 H 0.2966 0.4950 0.3442 0.097 Uiso 1 1 calc R U . . .
O1W O 0.4166(4) -0.1825(3) 0.2390(3) 0.1429(17) Uani 1 1 d . . . . .
O2W O -0.0309(4) 0.1559(4) 0.4258(2) 0.1541(19) Uani 1 1 d . . . . .
Cl1 Cl 0.01028(9) 0.25154(9) 0.01438(5) 0.0780(3) Uani 1 1 d . . . . .
O7 O 0.0732(5) 0.3168(4) -0.0260(3) 0.177(2) Uani 1 1 d D . . . .
O8 O 0.0205(3) 0.1787(4) -0.0251(2) 0.1431(19) Uani 1 1 d . . . . .
O9 O 0.0624(4) 0.2227(3) 0.0652(2) 0.1429(18) Uani 1 1 d D . . . .
O10 O -0.0983(3) 0.2944(4) 0.0341(2) 0.155(2) Uani 1 1 d D . . . .
Cl2 Cl 1.10798(19) -0.0603(3) 0.29978(12) 0.1726(11) Uani 1 1 d D . . . .
O11 O 1.1802(8) -0.0496(11) 0.2450(4) 0.393(9) Uani 1 1 d D . . . .
O12 O 1.0118(9) 0.0062(15) 0.3007(8) 0.59(2) Uani 1 1 d D . . . .
O13 O 1.0508(11) -0.1252(9) 0.3104(7) 0.392(11) Uani 1 1 d D . . . .
O14 O 1.1322(8) -0.0317(8) 0.3470(4) 0.270(4) Uani 1 1 d D . . . .
Cl3 Cl 0.5726(3) -0.6356(2) 0.33424(16) 0.1123(9) Uani 0.5 1 d D . P A 1
O15 O 0.6598(10) -0.6336(18) 0.3524(10) 0.67(5) Uani 0.5 1 d D . P A 1
O16 O 0.4862(10) -0.6699(8) 0.3814(6) 0.181(8) Uani 0.5 1 d D . P A 1
O17 O 0.5436(11) -0.5685(7) 0.2910(6) 0.199(5) Uani 0.5 1 d D . P A 1
O18 O 0.6230(8) -0.7204(5) 0.2871(6) 0.186(6) Uani 0.5 1 d D . P A 1
Cl3B Cl 0.5609(3) -0.5940(3) 0.4107(3) 0.1508(18) Uani 0.5 1 d D . P B 2
O15B O 0.6584(8) -0.6192(10) 0.3789(7) 0.179(7) Uani 0.5 1 d D . P B 2
O16B O 0.4815(9) -0.6337(11) 0.3959(8) 0.198(9) Uani 0.5 1 d D . P B 2
O17B O 0.5347(12) -0.4979(7) 0.4010(12) 0.329(14) Uani 0.5 1 d D . P B 2
O18B O 0.5340(8) -0.6160(11) 0.4849(6) 0.238(9) Uani 0.5 1 d D . P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 1.976(2) . ?
Cu1 N2 1.995(2) . ?
Cu1 N4 2.006(2) . ?
Cu1 N3 2.049(2) . ?
Cu1 N1 2.211(2) . ?
Cu2 O3 1.952(2) . ?
Cu2 N5 1.998(3) . ?
Cu2 N6 2.016(3) . ?
Cu2 N8 2.034(3) . ?
Cu2 N7 2.203(3) . ?
Cu3 N12 1.983(3) . ?
Cu3 N9 2.013(3) . ?
Cu3 O6 2.024(2) . ?
Cu3 N11 2.025(3) . ?
Cu3 N10 2.179(3) . ?
O1 C1 1.237(4) . ?
O2 C1 1.288(4) . ?
O3 C5 1.288(4) . ?
O4 C5 1.235(4) . ?
O5 C7 1.259(4) . ?
O6 C7 1.267(4) . ?
N1 C8 1.329(4) . ?
N1 C12 1.341(4) . ?
N2 C17 1.333(4) . ?
N2 C13 1.349(3) . ?
N3 C18 1.342(4) . ?
N3 C22 1.352(4) . ?
N4 C27 1.330(4) . ?
N4 C23 1.340(4) . ?
N5 C32 1.339(5) . ?
N5 C28 1.347(5) . ?
N6 C37 1.341(5) . ?
N6 C33 1.350(4) . ?
N7 C38 1.323(5) . ?
N7 C42 1.357(5) . ?
N8 C47 1.325(5) . ?
N8 C43 1.332(4) . ?
N9 C52 1.326(5) . ?
N9 C48 1.346(5) . ?
N10 C57 1.310(5) . ?
N10 C53 1.350(5) . ?
N11 C62 1.333(5) . ?
N11 C58 1.336(6) . ?
N12 C67 1.326(5) . ?
N12 C63 1.346(5) . ?
C1 C2 1.510(4) . ?
C2 C3 1.531(5) . ?
C3 C4 1.530(4) . ?
C3 C6 1.532(4) . ?
C4 C5 1.498(5) . ?
C6 C7 1.500(5) . ?
C8 C9 1.378(5) . ?
C9 C10 1.356(6) . ?
C10 C11 1.380(6) . ?
C11 C12 1.381(4) . ?
C12 C13 1.481(4) . ?
C13 C14 1.381(4) . ?
C14 C15 1.374(5) . ?
C15 C16 1.353(5) . ?
C16 C17 1.376(5) . ?
C18 C19 1.377(4) . ?
C19 C20 1.368(5) . ?
C20 C21 1.375(5) . ?
C21 C22 1.388(4) . ?
C22 C23 1.476(4) . ?
C23 C24 1.396(4) . ?
C24 C25 1.370(5) . ?
C25 C26 1.350(6) . ?
C26 C27 1.405(5) . ?
C28 C29 1.373(6) . ?
C29 C30 1.343(7) . ?
C30 C31 1.386(7) . ?
C31 C32 1.398(5) . ?
C32 C33 1.482(5) . ?
C33 C34 1.375(5) . ?
C34 C35 1.380(6) . ?
C35 C36 1.359(6) . ?
C36 C37 1.367(5) . ?
C38 C39 1.420(8) . ?
C39 C40 1.372(9) . ?
C40 C41 1.318(9) . ?
C41 C42 1.398(6) . ?
C42 C43 1.469(6) . ?
C43 C44 1.413(6) . ?
C44 C45 1.374(8) . ?
C45 C46 1.327(8) . ?
C46 C47 1.392(6) . ?
C48 C49 1.367(6) . ?
C49 C50 1.361(8) . ?
C50 C51 1.366(7) . ?
C51 C52 1.401(6) . ?
C52 C53 1.468(5) . ?
C53 C54 1.383(5) . ?
C54 C55 1.367(7) . ?
C55 C56 1.348(7) . ?
C56 C57 1.417(6) . ?
C58 C59 1.394(7) . ?
C59 C60 1.344(9) . ?
C60 C61 1.370(9) . ?
C61 C62 1.398(6) . ?
C62 C63 1.467(6) . ?
C63 C64 1.389(6) . ?
C64 C65 1.386(9) . ?
C65 C66 1.357(9) . ?
C66 C67 1.397(6) . ?
Cl1 O7 1.368(6) . ?
Cl1 O10 1.383(3) . ?
Cl1 O8 1.394(4) . ?
Cl1 O9 1.402(4) . ?
Cl2 O13 1.229(8) . ?
Cl2 O11 1.266(6) . ?
Cl2 O14 1.269(8) . ?
Cl2 O12 1.410(13) . ?
Cl3 O15 1.281(12) . ?
Cl3 O17 1.308(8) . ?
Cl3 O16 1.364(8) . ?
Cl3 O18 1.610(9) . ?
Cl3B O15B 1.250(9) . ?
Cl3B O17B 1.351(10) . ?
Cl3B O16B 1.368(11) . ?
Cl3B O18B 1.510(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 N2 94.05(9) . . ?
O2 Cu1 N4 93.17(10) . . ?
N2 Cu1 N4 172.78(10) . . ?
O2 Cu1 N3 159.91(9) . . ?
N2 Cu1 N3 92.59(9) . . ?
N4 Cu1 N3 80.58(10) . . ?
O2 Cu1 N1 101.95(9) . . ?
N2 Cu1 N1 78.49(9) . . ?
N4 Cu1 N1 100.03(10) . . ?
N3 Cu1 N1 97.94(9) . . ?
O3 Cu2 N5 93.59(11) . . ?
O3 Cu2 N6 164.97(10) . . ?
N5 Cu2 N6 80.81(12) . . ?
O3 Cu2 N8 89.08(11) . . ?
N5 Cu2 N8 173.26(12) . . ?
N6 Cu2 N8 95.07(11) . . ?
O3 Cu2 N7 95.25(11) . . ?
N5 Cu2 N7 108.31(12) . . ?
N6 Cu2 N7 99.75(12) . . ?
N8 Cu2 N7 77.55(13) . . ?
N12 Cu3 N9 176.08(13) . . ?
N12 Cu3 O6 94.95(11) . . ?
N9 Cu3 O6 88.04(11) . . ?
N12 Cu3 N11 80.74(13) . . ?
N9 Cu3 N11 97.34(13) . . ?
O6 Cu3 N11 159.24(11) . . ?
N12 Cu3 N10 98.91(11) . . ?
N9 Cu3 N10 78.10(12) . . ?
O6 Cu3 N10 98.53(10) . . ?
N11 Cu3 N10 102.20(11) . . ?
C1 O2 Cu1 108.86(18) . . ?
C5 O3 Cu2 112.3(2) . . ?
C7 O6 Cu3 104.5(2) . . ?
C8 N1 C12 118.2(3) . . ?
C8 N1 Cu1 130.6(2) . . ?
C12 N1 Cu1 110.68(19) . . ?
C17 N2 C13 118.8(2) . . ?
C17 N2 Cu1 123.5(2) . . ?
C13 N2 Cu1 117.57(19) . . ?
C18 N3 C22 118.1(2) . . ?
C18 N3 Cu1 128.06(19) . . ?
C22 N3 Cu1 113.88(19) . . ?
C27 N4 C23 120.4(3) . . ?
C27 N4 Cu1 124.5(2) . . ?
C23 N4 Cu1 115.1(2) . . ?
C32 N5 C28 119.3(3) . . ?
C32 N5 Cu2 115.2(2) . . ?
C28 N5 Cu2 125.5(3) . . ?
C37 N6 C33 118.3(3) . . ?
C37 N6 Cu2 127.0(2) . . ?
C33 N6 Cu2 114.6(2) . . ?
C38 N7 C42 119.7(4) . . ?
C38 N7 Cu2 128.7(3) . . ?
C42 N7 Cu2 111.6(3) . . ?
C47 N8 C43 119.2(3) . . ?
C47 N8 Cu2 122.1(3) . . ?
C43 N8 Cu2 118.4(3) . . ?
C52 N9 C48 119.2(3) . . ?
C52 N9 Cu3 116.6(2) . . ?
C48 N9 Cu3 123.4(3) . . ?
C57 N10 C53 119.9(3) . . ?
C57 N10 Cu3 129.3(3) . . ?
C53 N10 Cu3 110.6(2) . . ?
C62 N11 C58 118.4(4) . . ?
C62 N11 Cu3 114.5(3) . . ?
C58 N11 Cu3 127.2(3) . . ?
C67 N12 C63 120.6(3) . . ?
C67 N12 Cu3 124.5(3) . . ?
C63 N12 Cu3 114.8(3) . . ?
O1 C1 O2 121.7(3) . . ?
O1 C1 C2 120.0(3) . . ?
O2 C1 C2 118.3(3) . . ?
C1 C2 C3 117.3(3) . . ?
C4 C3 C2 110.0(3) . . ?
C4 C3 C6 108.9(3) . . ?
C2 C3 C6 110.6(3) . . ?
C5 C4 C3 119.1(3) . . ?
O4 C5 O3 122.0(3) . . ?
O4 C5 C4 123.6(3) . . ?
O3 C5 C4 114.3(3) . . ?
C7 C6 C3 119.6(3) . . ?
O5 C7 O6 121.8(3) . . ?
O5 C7 C6 117.5(3) . . ?
O6 C7 C6 120.7(3) . . ?
N1 C8 C9 123.1(3) . . ?
C10 C9 C8 118.5(4) . . ?
C9 C10 C11 119.7(4) . . ?
C10 C11 C12 118.8(4) . . ?
N1 C12 C11 121.8(3) . . ?
N1 C12 C13 115.9(2) . . ?
C11 C12 C13 122.3(3) . . ?
N2 C13 C14 120.7(3) . . ?
N2 C13 C12 116.3(2) . . ?
C14 C13 C12 123.0(3) . . ?
C15 C14 C13 119.6(3) . . ?
C16 C15 C14 119.3(3) . . ?
C15 C16 C17 119.1(3) . . ?
N2 C17 C16 122.4(3) . . ?
N3 C18 C19 122.7(3) . . ?
C20 C19 C18 119.3(3) . . ?
C19 C20 C21 119.0(3) . . ?
C20 C21 C22 119.5(3) . . ?
N3 C22 C21 121.5(3) . . ?
N3 C22 C23 114.5(3) . . ?
C21 C22 C23 124.0(3) . . ?
N4 C23 C24 120.6(3) . . ?
N4 C23 C22 115.9(2) . . ?
C24 C23 C22 123.5(3) . . ?
C25 C24 C23 119.1(4) . . ?
C26 C25 C24 119.8(3) . . ?
C25 C26 C27 119.5(4) . . ?
N4 C27 C26 120.5(4) . . ?
N5 C28 C29 121.3(4) . . ?
C30 C29 C28 120.1(4) . . ?
C29 C30 C31 119.9(4) . . ?
C30 C31 C32 118.0(4) . . ?
N5 C32 C31 121.3(4) . . ?
N5 C32 C33 115.1(3) . . ?
C31 C32 C33 123.5(4) . . ?
N6 C33 C34 121.2(3) . . ?
N6 C33 C32 114.1(3) . . ?
C34 C33 C32 124.7(3) . . ?
C33 C34 C35 119.6(3) . . ?
C36 C35 C34 118.9(4) . . ?
C35 C36 C37 119.5(4) . . ?
N6 C37 C36 122.5(3) . . ?
N7 C38 C39 121.5(6) . . ?
C40 C39 C38 117.1(5) . . ?
C41 C40 C39 121.7(6) . . ?
C40 C41 C42 120.0(6) . . ?
N7 C42 C41 120.1(5) . . ?
N7 C42 C43 116.4(3) . . ?
C41 C42 C43 123.4(4) . . ?
N8 C43 C44 119.9(4) . . ?
N8 C43 C42 116.0(3) . . ?
C44 C43 C42 124.0(4) . . ?
C45 C44 C43 119.4(5) . . ?
C46 C45 C44 119.9(5) . . ?
C45 C46 C47 118.8(5) . . ?
N8 C47 C46 122.8(5) . . ?
N9 C48 C49 123.1(5) . . ?
C50 C49 C48 117.5(5) . . ?
C49 C50 C51 120.8(5) . . ?
C50 C51 C52 118.7(4) . . ?
N9 C52 C51 120.5(4) . . ?
N9 C52 C53 116.2(3) . . ?
C51 C52 C53 123.3(4) . . ?
N10 C53 C54 121.2(4) . . ?
N10 C53 C52 115.9(3) . . ?
C54 C53 C52 122.8(4) . . ?
C55 C54 C53 118.3(5) . . ?
C56 C55 C54 121.3(4) . . ?
C55 C56 C57 117.8(5) . . ?
N10 C57 C56 121.5(5) . . ?
N11 C58 C59 122.2(5) . . ?
C60 C59 C58 119.1(6) . . ?
C59 C60 C61 119.6(5) . . ?
C60 C61 C62 119.0(5) . . ?
N11 C62 C61 121.6(5) . . ?
N11 C62 C63 114.5(3) . . ?
C61 C62 C63 123.9(4) . . ?
N12 C63 C64 120.5(5) . . ?
N12 C63 C62 115.3(3) . . ?
C64 C63 C62 124.1(4) . . ?
C65 C64 C63 119.0(5) . . ?
C66 C65 C64 119.5(5) . . ?
C65 C66 C67 119.5(6) . . ?
N12 C67 C66 120.9(5) . . ?
O7 Cl1 O10 109.2(4) . . ?
O7 Cl1 O8 104.3(4) . . ?
O10 Cl1 O8 111.1(3) . . ?
O7 Cl1 O9 103.4(3) . . ?
O10 Cl1 O9 115.2(3) . . ?
O8 Cl1 O9 112.7(3) . . ?
O13 Cl2 O11 119.7(6) . . ?
O13 Cl2 O14 120.3(9) . . ?
O11 Cl2 O14 113.3(6) . . ?
O13 Cl2 O12 88.6(9) . . ?
O11 Cl2 O12 110.8(9) . . ?
O14 Cl2 O12 97.0(9) . . ?
O15 Cl3 O17 120.1(11) . . ?
O15 Cl3 O16 116.2(11) . . ?
O17 Cl3 O16 114.5(9) . . ?
O15 Cl3 O18 97.1(9) . . ?
O17 Cl3 O18 99.0(7) . . ?
O16 Cl3 O18 104.5(6) . . ?
O15B Cl3B O17B 110.3(9) . . ?
O15B Cl3B O16B 115.6(7) . . ?
O17B Cl3B O16B 106.7(9) . . ?
O15B Cl3B O18B 116.7(9) . . ?
O17B Cl3B O18B 104.4(10) . . ?
O16B Cl3B O18B 102.0(8) . . ?

_refine_diff_density_max         0.891
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.071





####################################################################### 
# 
# 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_compound_2
_database_code_depnum_ccdc_archive 'CCDC 1424512'
_audit_update_record             
;
2015-09-15 deposited with the CCDC.
2016-11-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C74 H66 Cu4 N12 O14, 2(Cl O4), 20(H2 O)'
_chemical_formula_sum            'C74 H106 Cl2 Cu4 N12 O42'
_chemical_formula_weight         2160.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   13.1193(5)
_cell_length_b                   14.2591(6)
_cell_length_c                   14.4095(5)
_cell_angle_alpha                60.400(4)
_cell_angle_beta                 86.909(3)
_cell_angle_gamma                83.559(3)
_cell_volume                     2328.99(18)
_cell_formula_units_Z            1
_cell_measurement_temperature    150.00(10)
_cell_measurement_reflns_used    8601
_cell_measurement_theta_min      3.3370
_cell_measurement_theta_max      73.4810

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.1838
_exptl_crystal_size_mid          0.1544
_exptl_crystal_size_min          0.1417
_exptl_absorpt_coefficient_mu    2.401
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.729
_exptl_absorpt_correction_T_max  0.803
_exptl_absorpt_correction_type   gaussian
_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)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5953
_diffrn_reflns_number            17921
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.390
_diffrn_reflns_theta_max         73.683
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9146
_reflns_number_gt                8161
_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    ?
_computing_publication_material  ?

_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)+(0.0691P)²+2.3199P] 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         9146
_refine_ls_number_parameters     672
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.0498
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1254
_refine_ls_wR_factor_gt          0.1203
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.50647(3) 0.99791(3) 0.24598(3) 0.01968(10) Uani 1 1 d . . . . .
Cu2 Cu 0.95107(3) 0.40029(3) 0.28357(3) 0.02052(10) Uani 1 1 d . . . . .
C1 C 0.6568(2) 0.8261(2) 0.3326(2) 0.0265(5) Uani 1 1 d . . . . .
C2 C 0.7113(2) 0.7267(2) 0.42509(19) 0.0258(5) Uani 1 1 d . . . . .
H2A H 0.6606 0.6777 0.4671 0.031 Uiso 1 1 calc R U . . .
H2B H 0.7407 0.7493 0.4704 0.031 Uiso 1 1 calc R U . . .
C3 C 0.79629(19) 0.66420(19) 0.39484(19) 0.0223(5) Uani 1 1 d . . . . .
H3 H 0.8406 0.7156 0.3412 0.027 Uiso 1 1 calc R U . . .
C4 C 0.74714(19) 0.6051(2) 0.3466(2) 0.0234(5) Uani 1 1 d . . . . .
H4A H 0.7087 0.5493 0.4016 0.028 Uiso 1 1 calc R U . . .
H4B H 0.6993 0.6563 0.2911 0.028 Uiso 1 1 calc R U . . .
C5 C 0.82537(19) 0.5537(2) 0.29961(19) 0.0229(5) Uani 1 1 d . . . . .
C6 C 0.8607(2) 0.5837(2) 0.4927(2) 0.0268(5) Uani 1 1 d . . . . .
H6A H 0.8158 0.5353 0.5466 0.032 Uiso 1 1 calc R U . . .
H6B H 0.9092 0.5402 0.4727 0.032 Uiso 1 1 calc R U . . .
C7 C 0.9199(2) 0.6343(2) 0.5417(2) 0.0280(5) Uani 1 1 d . . . . .
C8 C 0.4146(2) 0.8266(2) 0.2304(2) 0.0275(5) Uani 1 1 d . . . . .
H8 H 0.4381 0.7813 0.2999 0.033 Uiso 1 1 calc R U . . .
C9 C 0.3611(2) 0.7849(2) 0.1816(2) 0.0314(6) Uani 1 1 d . . . . .
H9 H 0.3478 0.7126 0.2179 0.038 Uiso 1 1 calc R U . . .
C10 C 0.3276(2) 0.8522(2) 0.0779(2) 0.0311(6) Uani 1 1 d . . . . .
H10 H 0.2929 0.8251 0.0431 0.037 Uiso 1 1 calc R U . . .
C11 C 0.34594(19) 0.9600(2) 0.0259(2) 0.0262(5) Uani 1 1 d . . . . .
H11 H 0.3234 1.0063 -0.0437 0.031 Uiso 1 1 calc R U . . .
C12 C 0.39854(18) 0.9978(2) 0.07979(19) 0.0217(5) Uani 1 1 d . . . . .
C13 C 0.42048(17) 1.11160(19) 0.03569(18) 0.0205(4) Uani 1 1 d . . . . .
C14 C 0.39064(19) 1.1942(2) -0.0659(2) 0.0253(5) Uani 1 1 d . . . . .
H14 H 0.3562 1.1797 -0.1115 0.030 Uiso 1 1 calc R U . . .
C15 C 0.4135(2) 1.2981(2) -0.0975(2) 0.0283(5) Uani 1 1 d . . . . .
H15 H 0.3959 1.3543 -0.1656 0.034 Uiso 1 1 calc R U . . .
C16 C 0.4625(2) 1.3184(2) -0.0274(2) 0.0268(5) Uani 1 1 d . . . . .
H16 H 0.4766 1.3882 -0.0469 0.032 Uiso 1 1 calc R U . . .
C17 C 0.48995(19) 1.2326(2) 0.0718(2) 0.0247(5) Uani 1 1 d . . . . .
H17 H 0.5230 1.2457 0.1191 0.030 Uiso 1 1 calc R U . . .
C18 C 0.2869(2) 1.0050(2) 0.3473(2) 0.0299(5) Uani 1 1 d . . . . .
H18 H 0.2670 0.9672 0.3152 0.036 Uiso 1 1 calc R U . . .
C19 C 0.2153(2) 1.0322(3) 0.4065(2) 0.0362(6) Uani 1 1 d . . . . .
H19 H 0.1485 1.0135 0.4137 0.043 Uiso 1 1 calc R U . . .
C20 C 0.2456(2) 1.0878(2) 0.4542(2) 0.0357(6) Uani 1 1 d . . . . .
H20 H 0.1991 1.1072 0.4944 0.043 Uiso 1 1 calc R U . . .
C21 C 0.3457(2) 1.1146(2) 0.4422(2) 0.0295(5) Uani 1 1 d . . . . .
H21 H 0.3674 1.1516 0.4744 0.035 Uiso 1 1 calc R U . . .
C22 C 0.41253(19) 1.08539(19) 0.38129(18) 0.0226(5) Uani 1 1 d . . . . .
C23 C 0.52147(19) 1.11094(19) 0.36276(18) 0.0226(5) Uani 1 1 d . . . . .
C24 C 0.5657(2) 1.1649(2) 0.4065(2) 0.0302(5) Uani 1 1 d . . . . .
H24 H 0.5276 1.1864 0.4503 0.036 Uiso 1 1 calc R U . . .
C25 C 0.6672(2) 1.1859(2) 0.3839(2) 0.0360(6) Uani 1 1 d . . . . .
H25 H 0.6978 1.2220 0.4123 0.043 Uiso 1 1 calc R U . . .
C26 C 0.7231(2) 1.1529(2) 0.3188(2) 0.0357(6) Uani 1 1 d . . . . .
H26 H 0.7913 1.1668 0.3026 0.043 Uiso 1 1 calc R U . . .
C27 C 0.6755(2) 1.0991(2) 0.2786(2) 0.0287(5) Uani 1 1 d . . . . .
H27 H 0.7129 1.0763 0.2354 0.034 Uiso 1 1 calc R U . . .
C28 C 0.75485(19) 0.4192(2) 0.1753(2) 0.0257(5) Uani 1 1 d . . . . .
H28 H 0.7221 0.4333 0.2266 0.031 Uiso 1 1 calc R U . . .
C29 C 0.6963(2) 0.4151(2) 0.1005(2) 0.0306(5) Uani 1 1 d . . . . .
H29 H 0.6251 0.4261 0.1016 0.037 Uiso 1 1 calc R U . . .
C30 C 0.7449(2) 0.3946(2) 0.0245(2) 0.0340(6) Uani 1 1 d . . . . .
H30 H 0.7069 0.3920 -0.0266 0.041 Uiso 1 1 calc R U . . .
C31 C 0.8512(2) 0.3778(2) 0.0247(2) 0.0317(6) Uani 1 1 d . . . . .
H31 H 0.8852 0.3633 -0.0258 0.038 Uiso 1 1 calc R U . . .
C32 C 0.90549(19) 0.38287(19) 0.10155(19) 0.0234(5) Uani 1 1 d . . . . .
C33 C 1.01838(19) 0.3650(2) 0.1108(2) 0.0237(5) Uani 1 1 d . . . . .
C34 C 1.0817(2) 0.3437(2) 0.0419(2) 0.0322(6) Uani 1 1 d . . . . .
H34 H 1.0545 0.3433 -0.0162 0.039 Uiso 1 1 calc R U . . .
C35 C 1.1869(2) 0.3228(3) 0.0614(3) 0.0374(6) Uani 1 1 d . . . . .
H35 H 1.2308 0.3075 0.0167 0.045 Uiso 1 1 calc R U . . .
C36 C 1.2257(2) 0.3250(2) 0.1469(3) 0.0355(6) Uani 1 1 d . . . . .
H36 H 1.2957 0.3103 0.1614 0.043 Uiso 1 1 calc R U . . .
C37 C 1.1582(2) 0.3495(2) 0.2113(2) 0.0288(5) Uani 1 1 d . . . . .
H37 H 1.1842 0.3522 0.2686 0.035 Uiso 1 1 calc R U . . .
N1 N 0.43355(15) 0.93068(16) 0.18030(16) 0.0218(4) Uani 1 1 d . . . . .
N2 N 0.47068(15) 1.13134(16) 0.10232(16) 0.0217(4) Uani 1 1 d . . . . .
N3 N 0.38338(16) 1.03079(17) 0.33456(16) 0.0231(4) Uani 1 1 d . . . . .
N4 N 0.57716(16) 1.07866(16) 0.29963(16) 0.0223(4) Uani 1 1 d . . . . .
N5 N 0.85775(15) 0.40334(16) 0.17583(16) 0.0214(4) Uani 1 1 d . . . . .
N6 N 1.05695(16) 0.36934(17) 0.19356(17) 0.0234(4) Uani 1 1 d . . . . .
O1 O 0.69457(19) 0.87069(17) 0.24219(16) 0.0440(5) Uani 1 1 d . . . . .
O2 O 0.57095(14) 0.85997(15) 0.35788(15) 0.0289(4) Uani 1 1 d . . . . .
O3 O 0.87080(17) 0.61075(16) 0.21559(15) 0.0351(4) Uani 1 1 d . . . . .
O4 O 0.84135(13) 0.44991(14) 0.35093(13) 0.0240(3) Uani 1 1 d . . . . .
O5 O 0.9401(2) 0.72903(18) 0.48967(19) 0.0522(7) Uani 1 1 d . . . . .
O6 O 0.94673(14) 0.57262(15) 0.63864(14) 0.0276(4) Uani 1 1 d . . . . .
O1W O 0.93426(16) 0.22080(16) 0.39729(16) 0.0324(4) Uani 1 1 d D . . . .
H1WA H 0.957(3) 0.186(3) 0.367(3) 0.036(9) Uiso 1 1 d D . . . .
H1WB H 0.981(3) 0.218(4) 0.438(3) 0.068(14) Uiso 1 1 d D . . . .
Cl1 Cl 0.57318(5) 0.55823(5) 0.75586(5) 0.02630(14) Uani 1 1 d . . . . .
O7 O 0.62781(18) 0.64216(18) 0.67485(18) 0.0455(5) Uani 1 1 d . . . . .
O8 O 0.47568(17) 0.5558(2) 0.71621(18) 0.0432(5) Uani 1 1 d . . . . .
O9 O 0.55622(17) 0.5755(2) 0.84574(19) 0.0425(5) Uani 1 1 d . . . . .
O10 O 0.63232(18) 0.45513(17) 0.79115(19) 0.0423(5) Uani 1 1 d . . . . .
O2W O 0.8694(5) 0.9157(3) -0.1350(3) 0.1052(16) Uani 1 1 d D . . . .
H2WA H 0.903(6) 0.971(5) -0.156(6) 0.158 Uiso 1 1 d D U . . .
H2WB H 0.864(7) 0.892(6) -0.0682(19) 0.158 Uiso 1 1 d D U . . .
O3W O 0.8728(2) 0.8307(2) 0.0888(2) 0.0520(6) Uani 1 1 d D . . . .
H3A H 0.859(4) 0.7677(18) 0.134(3) 0.078 Uiso 1 1 d D U . . .
H3B H 0.850(4) 0.874(3) 0.109(4) 0.078 Uiso 1 1 d D U . . .
O4W O 0.8576(4) 1.0315(5) 0.1020(4) 0.1134(16) Uani 1 1 d D . . . .
H4WB H 0.856(7) 1.094(4) 0.103(7) 0.170 Uiso 1 1 d D U . . .
H4WA H 0.903(5) 1.043(7) 0.053(5) 0.170 Uiso 1 1 d D U . . .
O5W O 0.9877(2) 1.1139(2) 0.2805(3) 0.0575(7) Uani 1 1 d D . . . .
H5A H 0.961(4) 1.054(3) 0.306(4) 0.086 Uiso 1 1 d D U . . .
H5B H 1.021(4) 1.118(4) 0.227(3) 0.086 Uiso 1 1 d D U . . .
O6W O 0.9234(3) 0.9219(2) 0.3127(2) 0.0751(10) Uani 1 1 d D . . . .
H6WA H 0.918(4) 0.856(2) 0.361(4) 0.113 Uiso 1 1 d D U . . .
H6WB H 0.865(3) 0.942(5) 0.282(5) 0.113 Uiso 1 1 d D U . . .
O7W O 0.5450(2) 0.4019(3) 0.5064(2) 0.0610(7) Uani 1 1 d D . . . .
H7A H 0.560(4) 0.416(4) 0.557(3) 0.091 Uiso 1 1 d D U . . .
H7B H 0.506(4) 0.459(3) 0.464(3) 0.091 Uiso 1 1 d D U . . .
O8W O 0.7467(2) 0.3065(2) 0.5486(2) 0.0591(7) Uani 1 1 d D . . . .
H8A H 0.777(4) 0.345(4) 0.490(2) 0.089 Uiso 1 1 d D U . . .
H8B H 0.750(4) 0.339(4) 0.583(3) 0.089 Uiso 1 1 d D U . . .
O9W O 0.8670(2) 0.1420(2) 0.7267(2) 0.0601(7) Uani 1 1 d D . . . .
H9B H 0.895(4) 0.198(3) 0.726(4) 0.090 Uiso 1 1 d D U . . .
H9A H 0.825(4) 0.178(4) 0.669(3) 0.090 Uiso 1 1 d D U . . .
O10W O 0.9163(2) 0.1839(2) 0.8868(3) 0.0648(8) Uani 1 1 d D . . . .
H10B H 0.900(4) 0.2543(18) 0.848(4) 0.097 Uiso 1 1 d D U . . .
H10A H 0.9827(17) 0.179(4) 0.895(5) 0.097 Uiso 1 1 d D U . . .
O11W O 0.84876(19) 0.3974(2) 0.78862(19) 0.0470(5) Uani 1 1 d D . . . .
H11B H 0.7870(17) 0.430(3) 0.780(4) 0.070 Uiso 1 1 d D U . . .
H11A H 0.892(2) 0.436(3) 0.741(3) 0.070 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 1.9557(17) . ?
Cu1 N1 1.982(2) . ?
Cu1 N4 1.995(2) . ?
Cu1 N2 2.035(2) . ?
Cu1 N3 2.158(2) . ?
Cu2 O4 1.9530(17) . ?
Cu2 O6 1.9772(18) 2_766 ?
Cu2 N5 2.009(2) . ?
Cu2 N6 2.010(2) . ?
Cu2 O1W 2.287(2) . ?
C1 O1 1.237(3) . ?
C1 O2 1.282(3) . ?
C1 C2 1.518(3) . ?
C2 C3 1.529(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C6 1.527(3) . ?
C3 C4 1.535(3) . ?
C3 H3 0.9800 . ?
C4 C5 1.515(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 O3 1.241(3) . ?
C5 O4 1.283(3) . ?
C6 C7 1.520(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O5 1.231(4) . ?
C7 O6 1.272(3) . ?
C8 N1 1.338(3) . ?
C8 C9 1.380(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.381(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.381(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.387(4) . ?
C11 H11 0.9300 . ?
C12 N1 1.352(3) . ?
C12 C13 1.478(3) . ?
C13 N2 1.346(3) . ?
C13 C14 1.392(3) . ?
C14 C15 1.384(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.378(4) . ?
C16 H16 0.9300 . ?
C17 N2 1.336(3) . ?
C17 H17 0.9300 . ?
C18 N3 1.335(3) . ?
C18 C19 1.385(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.378(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.388(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.381(4) . ?
C21 H21 0.9300 . ?
C22 N3 1.348(3) . ?
C22 C23 1.492(4) . ?
C23 N4 1.356(3) . ?
C23 C24 1.395(4) . ?
C24 C25 1.384(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.387(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.378(4) . ?
C26 H26 0.9300 . ?
C27 N4 1.341(3) . ?
C27 H27 0.9300 . ?
C28 N5 1.343(3) . ?
C28 C29 1.384(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.375(4) . ?
C29 H29 0.9300 . ?
C30 C31 1.388(4) . ?
C30 H30 0.9300 . ?
C31 C32 1.384(4) . ?
C31 H31 0.9300 . ?
C32 N5 1.348(3) . ?
C32 C33 1.476(3) . ?
C33 N6 1.352(3) . ?
C33 C34 1.386(4) . ?
C34 C35 1.393(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.373(5) . ?
C35 H35 0.9300 . ?
C36 C37 1.390(4) . ?
C36 H36 0.9300 . ?
C37 N6 1.338(3) . ?
C37 H37 0.9300 . ?
O6 Cu2 1.9772(18) 2_766 ?
O1W H1WA 0.825(19) . ?
O1W H1WB 0.854(19) . ?
Cl1 O7 1.425(2) . ?
Cl1 O9 1.435(2) . ?
Cl1 O10 1.439(2) . ?
Cl1 O8 1.439(2) . ?
O2W H2WA 0.85(2) . ?
O2W H2WB 0.85(2) . ?
O3W H3A 0.839(19) . ?
O3W H3B 0.823(19) . ?
O4W H4WB 0.89(2) . ?
O4W H4WA 0.87(2) . ?
O5W H5A 0.860(19) . ?
O5W H5B 0.846(19) . ?
O6W H6WA 0.86(2) . ?
O6W H6WB 0.854(19) . ?
O7W H7A 0.888(19) . ?
O7W H7B 0.860(19) . ?
O8W H8A 0.851(19) . ?
O8W H8B 0.839(19) . ?
O9W H9B 0.911(19) . ?
O9W H9A 0.904(19) . ?
O10W H10B 0.881(19) . ?
O10W H10A 0.876(19) . ?
O11W H11B 0.871(18) . ?
O11W H11A 0.860(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
O2 Cu1 N1 94.44(8) . . ?
O2 Cu1 N4 90.69(8) . . ?
N1 Cu1 N4 174.67(8) . . ?
O2 Cu1 N2 162.84(8) . . ?
N1 Cu1 N2 80.69(8) . . ?
N4 Cu1 N2 93.98(8) . . ?
O2 Cu1 N3 100.63(8) . . ?
N1 Cu1 N3 100.73(8) . . ?
N4 Cu1 N3 79.69(8) . . ?
N2 Cu1 N3 96.45(8) . . ?
O4 Cu2 O6 89.47(8) . 2_766 ?
O4 Cu2 N5 94.14(8) . . ?
O6 Cu2 N5 166.92(8) 2_766 . ?
O4 Cu2 N6 171.33(8) . . ?
O6 Cu2 N6 93.89(8) 2_766 . ?
N5 Cu2 N6 80.87(8) . . ?
O4 Cu2 O1W 93.85(8) . . ?
O6 Cu2 O1W 100.72(7) 2_766 . ?
N5 Cu2 O1W 91.58(8) . . ?
N6 Cu2 O1W 93.36(8) . . ?
O1 C1 O2 124.0(2) . . ?
O1 C1 C2 122.1(2) . . ?
O2 C1 C2 113.9(2) . . ?
C1 C2 C3 115.8(2) . . ?
C1 C2 H2A 108.3 . . ?
C3 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
C3 C2 H2B 108.3 . . ?
H2A C2 H2B 107.4 . . ?
C6 C3 C2 110.42(19) . . ?
C6 C3 C4 110.7(2) . . ?
C2 C3 C4 108.8(2) . . ?
C6 C3 H3 109.0 . . ?
C2 C3 H3 109.0 . . ?
C4 C3 H3 109.0 . . ?
C5 C4 C3 112.8(2) . . ?
C5 C4 H4A 109.0 . . ?
C3 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C3 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
O3 C5 O4 122.7(2) . . ?
O3 C5 C4 120.6(2) . . ?
O4 C5 C4 116.7(2) . . ?
C7 C6 C3 115.1(2) . . ?
C7 C6 H6A 108.5 . . ?
C3 C6 H6A 108.5 . . ?
C7 C6 H6B 108.5 . . ?
C3 C6 H6B 108.5 . . ?
H6A C6 H6B 107.5 . . ?
O5 C7 O6 122.9(2) . . ?
O5 C7 C6 121.3(2) . . ?
O6 C7 C6 115.8(2) . . ?
N1 C8 C9 121.7(2) . . ?
N1 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C8 C9 C10 118.9(2) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C9 C10 C11 119.8(2) . . ?
C9 C10 H10 120.1 . . ?
C11 C10 H10 120.1 . . ?
C10 C11 C12 118.7(2) . . ?
C10 C11 H11 120.7 . . ?
C12 C11 H11 120.7 . . ?
N1 C12 C11 121.2(2) . . ?
N1 C12 C13 114.2(2) . . ?
C11 C12 C13 124.6(2) . . ?
N2 C13 C14 121.4(2) . . ?
N2 C13 C12 114.9(2) . . ?
C14 C13 C12 123.7(2) . . ?
C15 C14 C13 118.4(2) . . ?
C15 C14 H14 120.8 . . ?
C13 C14 H14 120.8 . . ?
C14 C15 C16 119.9(2) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C17 C16 C15 118.4(2) . . ?
C17 C16 H16 120.8 . . ?
C15 C16 H16 120.8 . . ?
N2 C17 C16 122.3(2) . . ?
N2 C17 H17 118.8 . . ?
C16 C17 H17 118.8 . . ?
N3 C18 C19 122.8(3) . . ?
N3 C18 H18 118.6 . . ?
C19 C18 H18 118.6 . . ?
C20 C19 C18 118.2(3) . . ?
C20 C19 H19 120.9 . . ?
C18 C19 H19 120.9 . . ?
C19 C20 C21 119.7(3) . . ?
C19 C20 H20 120.2 . . ?
C21 C20 H20 120.2 . . ?
C22 C21 C20 118.7(3) . . ?
C22 C21 H21 120.7 . . ?
C20 C21 H21 120.7 . . ?
N3 C22 C21 121.9(2) . . ?
N3 C22 C23 115.2(2) . . ?
C21 C22 C23 123.0(2) . . ?
N4 C23 C24 120.6(2) . . ?
N4 C23 C22 116.2(2) . . ?
C24 C23 C22 123.3(2) . . ?
C25 C24 C23 119.1(3) . . ?
C25 C24 H24 120.5 . . ?
C23 C24 H24 120.5 . . ?
C24 C25 C26 119.7(3) . . ?
C24 C25 H25 120.2 . . ?
C26 C25 H25 120.2 . . ?
C27 C26 C25 118.6(3) . . ?
C27 C26 H26 120.7 . . ?
C25 C26 H26 120.7 . . ?
N4 C27 C26 122.2(3) . . ?
N4 C27 H27 118.9 . . ?
C26 C27 H27 118.9 . . ?
N5 C28 C29 121.9(2) . . ?
N5 C28 H28 119.1 . . ?
C29 C28 H28 119.1 . . ?
C30 C29 C28 119.0(2) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 H29 120.5 . . ?
C29 C30 C31 119.6(2) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
C32 C31 C30 118.7(3) . . ?
C32 C31 H31 120.6 . . ?
C30 C31 H31 120.6 . . ?
N5 C32 C31 121.7(2) . . ?
N5 C32 C33 114.6(2) . . ?
C31 C32 C33 123.7(2) . . ?
N6 C33 C34 121.4(2) . . ?
N6 C33 C32 114.9(2) . . ?
C34 C33 C32 123.6(2) . . ?
C33 C34 C35 118.6(3) . . ?
C33 C34 H34 120.7 . . ?
C35 C34 H34 120.7 . . ?
C36 C35 C34 119.8(3) . . ?
C36 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
C35 C36 C37 118.6(3) . . ?
C35 C36 H36 120.7 . . ?
C37 C36 H36 120.7 . . ?
N6 C37 C36 122.1(3) . . ?
N6 C37 H37 118.9 . . ?
C36 C37 H37 118.9 . . ?
C8 N1 C12 119.8(2) . . ?
C8 N1 Cu1 124.19(17) . . ?
C12 N1 Cu1 116.01(16) . . ?
C17 N2 C13 119.5(2) . . ?
C17 N2 Cu1 126.34(17) . . ?
C13 N2 Cu1 114.12(16) . . ?
C18 N3 C22 118.8(2) . . ?
C18 N3 Cu1 129.03(18) . . ?
C22 N3 Cu1 112.22(16) . . ?
C27 N4 C23 119.8(2) . . ?
C27 N4 Cu1 123.42(18) . . ?
C23 N4 Cu1 116.73(17) . . ?
C28 N5 C32 119.2(2) . . ?
C28 N5 Cu2 125.77(17) . . ?
C32 N5 Cu2 114.98(16) . . ?
C37 N6 C33 119.4(2) . . ?
C37 N6 Cu2 125.96(18) . . ?
C33 N6 Cu2 114.63(16) . . ?
C1 O2 Cu1 115.32(16) . . ?
C5 O4 Cu2 110.39(15) . . ?
C7 O6 Cu2 126.12(18) . 2_766 ?
Cu2 O1W H1WA 108(3) . . ?
Cu2 O1W H1WB 91(3) . . ?
H1WA O1W H1WB 108(4) . . ?
O7 Cl1 O9 109.97(15) . . ?
O7 Cl1 O10 109.72(14) . . ?
O9 Cl1 O10 108.32(14) . . ?
O7 Cl1 O8 110.71(14) . . ?
O9 Cl1 O8 109.00(14) . . ?
O10 Cl1 O8 109.07(14) . . ?
H2WA O2W H2WB 104(3) . . ?
H3A O3W H3B 110(3) . . ?
H4WB O4W H4WA 100(3) . . ?
H5A O5W H5B 104(3) . . ?
H6WA O6W H6WB 103(3) . . ?
H7A O7W H7B 103(3) . . ?
H8A O8W H8B 104(3) . . ?
H9B O9W H9A 101(3) . . ?
H10B O10W H10A 102(3) . . ?
H11B O11W H11A 113(3) . . ?

_refine_diff_density_max         1.179
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.081

_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_compound_3
_database_code_depnum_ccdc_archive 'CCDC 1424513'
_audit_update_record             
;
2015-09-15 deposited with the CCDC.
2016-11-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H33 Cu2 N4 O12.50'
_chemical_formula_weight         824.71

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

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   8.3536(3)
_cell_length_b                   10.0320(4)
_cell_length_c                   10.2798(4)
_cell_angle_alpha                87.419(4)
_cell_angle_beta                 86.088(3)
_cell_angle_gamma                78.661(4)
_cell_volume                     842.26(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    150.00(10)
_cell_measurement_reflns_used    7728
_cell_measurement_theta_min      4.2470
_cell_measurement_theta_max      73.5600

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_F_000             426
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2358
_exptl_crystal_size_mid          0.1088
_exptl_crystal_size_min          0.0971
_exptl_absorpt_coefficient_mu    2.216
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.647
_exptl_absorpt_correction_T_max  0.823
_exptl_absorpt_correction_type   gaussian
_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)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5953
_diffrn_reflns_number            12840
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.313
_diffrn_reflns_theta_max         73.540
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3329
_reflns_number_gt                3208
_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    ?
_computing_publication_material  ?

_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)+(0.0295P)²+0.6443P] 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     SHELXL
_refine_ls_extinction_coef       0.0011(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3329
_refine_ls_number_parameters     249
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0257
_refine_ls_wR_factor_ref         0.0662
_refine_ls_wR_factor_gt          0.0655
_refine_ls_goodness_of_fit_ref   1.044
_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
Cu1 Cu 0.46203(2) 0.98093(2) 0.34074(2) 0.01470(9) Uani 1 1 d . . . . .
C1 C 0.17681(19) 0.87732(16) 0.35308(15) 0.0188(3) Uani 1 1 d . . . . .
C2 C 0.06227(18) 0.79439(16) 0.42593(15) 0.0182(3) Uani 1 1 d . . . . .
H2A H 0.1261 0.7068 0.4518 0.022 Uiso 1 1 calc R U . . .
H2B H 0.0173 0.8407 0.5050 0.022 Uiso 1 1 calc R U . . .
C3 C -0.07899(18) 0.77021(15) 0.34943(14) 0.0156(3) Uani 1 1 d . . . . .
H3 H -0.1415 0.8597 0.3238 0.019 Uiso 1 1 calc R U . . .
C4 C -0.19498(18) 0.69798(15) 0.43630(14) 0.0164(3) Uani 1 1 d . . . . .
H4A H -0.2799 0.6781 0.3847 0.020 Uiso 1 1 calc R U . . .
H4B H -0.1345 0.6125 0.4705 0.020 Uiso 1 1 calc R U . . .
C5 C -0.27225(17) 0.78622(15) 0.54822(14) 0.0156(3) Uani 1 1 d . . . . .
C6 C -0.0196(2) 0.69337(16) 0.22300(15) 0.0192(3) Uani 1 1 d . . . . .
H6A H -0.1136 0.6739 0.1825 0.023 Uiso 1 1 calc R U . . .
H6B H 0.0316 0.7520 0.1629 0.023 Uiso 1 1 calc R U . . .
C7 C 0.09997(19) 0.56215(16) 0.24423(16) 0.0206(3) Uani 1 1 d . . . . .
C8 C 0.6445(2) 1.20849(17) 0.29879(16) 0.0218(3) Uani 1 1 d . . . . .
H8 H 0.5947 1.2391 0.3785 0.026 Uiso 1 1 calc R U . . .
C9 C 0.7488(2) 1.28242(19) 0.23130(17) 0.0278(4) Uani 1 1 d . . . . .
H9 H 0.7690 1.3615 0.2652 0.033 Uiso 1 1 calc R U . . .
C10 C 0.8224(2) 1.2370(2) 0.11302(18) 0.0302(4) Uani 1 1 d . . . . .
H10 H 0.8928 1.2853 0.0662 0.036 Uiso 1 1 calc R U . . .
C11 C 0.7906(2) 1.11853(18) 0.06418(16) 0.0245(3) Uani 1 1 d . . . . .
H11 H 0.8387 1.0865 -0.0156 0.029 Uiso 1 1 calc R U . . .
C12 C 0.68550(18) 1.04920(16) 0.13704(14) 0.0169(3) Uani 1 1 d . . . . .
C13 C 0.64570(18) 0.91997(16) 0.09819(14) 0.0163(3) Uani 1 1 d . . . . .
C14 C 0.7015(2) 0.85687(17) -0.01844(15) 0.0213(3) Uani 1 1 d . . . . .
H14 H 0.7645 0.8972 -0.0807 0.026 Uiso 1 1 calc R U . . .
C15 C 0.6610(2) 0.73242(18) -0.04000(16) 0.0261(4) Uani 1 1 d . . . . .
H15 H 0.6971 0.6878 -0.1170 0.031 Uiso 1 1 calc R U . . .
C16 C 0.5664(2) 0.67529(18) 0.05431(17) 0.0272(4) Uani 1 1 d . . . . .
H16 H 0.5411 0.5906 0.0425 0.033 Uiso 1 1 calc R U . . .
C17 C 0.5101(2) 0.74562(17) 0.16619(16) 0.0225(3) Uani 1 1 d . . . . .
H17 H 0.4436 0.7085 0.2281 0.027 Uiso 1 1 calc R U . . .
N1 N 0.61322(15) 1.09446(13) 0.25284(12) 0.0164(3) Uani 1 1 d . . . . .
N2 N 0.54881(15) 0.86551(13) 0.18774(12) 0.0169(3) Uani 1 1 d . . . . .
O1 O 0.13609(15) 0.94859(13) 0.25577(12) 0.0269(3) Uani 1 1 d . . . . .
O2 O 0.31458(14) 0.86510(13) 0.40504(11) 0.0244(3) Uani 1 1 d . . . . .
O3 O -0.23296(14) 0.75793(12) 0.66243(11) 0.0229(2) Uani 1 1 d . . . . .
O4 O -0.37713(13) 0.89206(11) 0.51833(10) 0.0176(2) Uani 1 1 d . . . . .
O5 O 0.02963(14) 0.46030(12) 0.28418(12) 0.0247(3) Uani 1 1 d D . . . .
O6 O 0.24523(17) 0.55116(15) 0.2251(2) 0.0542(5) Uani 1 1 d . . . . .
O1W O 0.4626(17) 0.5345(14) 0.4530(12) 0.112(4) Uani 0.25 1 d . . P . .
H5 H 0.105(3) 0.391(2) 0.299(3) 0.052(8) 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
Cu1 O2 1.9201(11) . ?
Cu1 O4 1.9739(11) 2_576 ?
Cu1 N2 2.0046(13) . ?
Cu1 N1 2.0065(13) . ?
Cu1 O4 2.3769(11) 1_655 ?
C1 O1 1.230(2) . ?
C1 O2 1.284(2) . ?
C1 C2 1.526(2) . ?
C2 C3 1.525(2) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.537(2) . ?
C3 C6 1.543(2) . ?
C3 H3 0.9800 . ?
C4 C5 1.513(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 O3 1.2460(19) . ?
C5 O4 1.2771(19) . ?
C6 C7 1.505(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O6 1.200(2) . ?
C7 O5 1.313(2) . ?
C8 N1 1.335(2) . ?
C8 C9 1.384(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.379(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.389(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.385(2) . ?
C11 H11 0.9300 . ?
C12 N1 1.353(2) . ?
C12 C13 1.478(2) . ?
C13 N2 1.352(2) . ?
C13 C14 1.390(2) . ?
C14 C15 1.387(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.384(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.382(2) . ?
C16 H16 0.9300 . ?
C17 N2 1.337(2) . ?
C17 H17 0.9300 . ?
O4 Cu1 1.9738(11) 2_576 ?
O4 Cu1 2.3769(11) 1_455 ?
O5 H5 0.859(17) . ?
O1W O1W 1.29(2) 2_666 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O4 89.81(5) . 2_576 ?
O2 Cu1 N2 93.87(5) . . ?
O4 Cu1 N2 175.23(5) 2_576 . ?
O2 Cu1 N1 173.33(5) . . ?
O4 Cu1 N1 95.87(5) 2_576 . ?
N2 Cu1 N1 80.28(5) . . ?
O2 Cu1 O4 86.46(4) . 1_655 ?
O4 Cu1 O4 76.34(4) 2_576 1_655 ?
N2 Cu1 O4 106.88(5) . 1_655 ?
N1 Cu1 O4 98.25(4) . 1_655 ?
O1 C1 O2 125.26(14) . . ?
O1 C1 C2 121.75(14) . . ?
O2 C1 C2 112.99(13) . . ?
C3 C2 C1 115.26(12) . . ?
C3 C2 H2A 108.5 . . ?
C1 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
C1 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C2 C3 C4 110.67(12) . . ?
C2 C3 C6 112.43(12) . . ?
C4 C3 C6 111.77(12) . . ?
C2 C3 H3 107.2 . . ?
C4 C3 H3 107.2 . . ?
C6 C3 H3 107.2 . . ?
C5 C4 C3 110.59(12) . . ?
C5 C4 H4A 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 108.1 . . ?
O3 C5 O4 122.26(14) . . ?
O3 C5 C4 121.57(13) . . ?
O4 C5 C4 116.16(13) . . ?
C7 C6 C3 113.75(13) . . ?
C7 C6 H6A 108.8 . . ?
C3 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C3 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
O6 C7 O5 123.22(16) . . ?
O6 C7 C6 123.39(16) . . ?
O5 C7 C6 113.38(13) . . ?
N1 C8 C9 121.95(15) . . ?
N1 C8 H8 119.0 . . ?
C9 C8 H8 119.0 . . ?
C10 C9 C8 118.96(16) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C9 C10 C11 119.59(16) . . ?
C9 C10 H10 120.2 . . ?
C11 C10 H10 120.2 . . ?
C12 C11 C10 118.45(15) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
N1 C12 C11 121.74(15) . . ?
N1 C12 C13 114.43(13) . . ?
C11 C12 C13 123.81(14) . . ?
N2 C13 C14 121.64(15) . . ?
N2 C13 C12 113.88(13) . . ?
C14 C13 C12 124.49(14) . . ?
C15 C14 C13 118.54(15) . . ?
C15 C14 H14 120.7 . . ?
C13 C14 H14 120.7 . . ?
C16 C15 C14 119.34(15) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C17 C16 C15 119.21(16) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
N2 C17 C16 121.76(15) . . ?
N2 C17 H17 119.1 . . ?
C16 C17 H17 119.1 . . ?
C8 N1 C12 119.30(13) . . ?
C8 N1 Cu1 125.37(11) . . ?
C12 N1 Cu1 115.33(10) . . ?
C17 N2 C13 119.44(14) . . ?
C17 N2 Cu1 124.80(11) . . ?
C13 N2 Cu1 115.64(10) . . ?
C1 O2 Cu1 118.61(10) . . ?
C5 O4 Cu1 116.92(10) . 2_576 ?
C5 O4 Cu1 138.93(10) . 1_455 ?
Cu1 O4 Cu1 103.66(4) 2_576 1_455 ?
C7 O5 H5 108.3(18) . . ?

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 C2 C3 18.2(2) . . . . ?
O2 C1 C2 C3 -162.56(13) . . . . ?
C1 C2 C3 C4 -174.55(12) . . . . ?
C1 C2 C3 C6 59.68(17) . . . . ?
C2 C3 C4 C5 62.91(16) . . . . ?
C6 C3 C4 C5 -170.96(12) . . . . ?
C3 C4 C5 O3 -108.47(16) . . . . ?
C3 C4 C5 O4 70.26(16) . . . . ?
C2 C3 C6 C7 53.59(17) . . . . ?
C4 C3 C6 C7 -71.58(17) . . . . ?
C3 C6 C7 O6 -99.6(2) . . . . ?
C3 C6 C7 O5 81.19(17) . . . . ?
N1 C8 C9 C10 0.1(3) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C9 C10 C11 C12 -0.3(3) . . . . ?
C10 C11 C12 N1 0.5(2) . . . . ?
C10 C11 C12 C13 -177.99(15) . . . . ?
N1 C12 C13 N2 -2.61(18) . . . . ?
C11 C12 C13 N2 175.96(14) . . . . ?
N1 C12 C13 C14 177.80(14) . . . . ?
C11 C12 C13 C14 -3.6(2) . . . . ?
N2 C13 C14 C15 -2.5(2) . . . . ?
C12 C13 C14 C15 177.02(14) . . . . ?
C13 C14 C15 C16 0.3(2) . . . . ?
C14 C15 C16 C17 2.0(3) . . . . ?
C15 C16 C17 N2 -2.1(3) . . . . ?
C9 C8 N1 C12 0.1(2) . . . . ?
C9 C8 N1 Cu1 -179.05(13) . . . . ?
C11 C12 N1 C8 -0.4(2) . . . . ?
C13 C12 N1 C8 178.19(13) . . . . ?
C11 C12 N1 Cu1 178.83(12) . . . . ?
C13 C12 N1 Cu1 -2.57(16) . . . . ?
C16 C17 N2 C13 -0.1(2) . . . . ?
C16 C17 N2 Cu1 175.83(12) . . . . ?
C14 C13 N2 C17 2.5(2) . . . . ?
C12 C13 N2 C17 -177.14(13) . . . . ?
C14 C13 N2 Cu1 -173.82(11) . . . . ?
C12 C13 N2 Cu1 6.58(16) . . . . ?
O1 C1 O2 Cu1 7.5(2) . . . . ?
C2 C1 O2 Cu1 -171.67(10) . . . . ?
O3 C5 O4 Cu1 5.10(19) . . . 2_576 ?
C4 C5 O4 Cu1 -173.62(9) . . . 2_576 ?
O3 C5 O4 Cu1 -165.22(11) . . . 1_455 ?
C4 C5 O4 Cu1 16.1(2) . . . 1_455 ?

_refine_diff_density_max         0.419
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.052

_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_compound_4
_database_code_depnum_ccdc_archive 'CCDC 1424514'
_audit_update_record             
;
2015-09-15 deposited with the CCDC.
2016-11-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C54 H52 Cl2 Cu4 N8 O23'
_chemical_formula_weight         1506.09

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           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                   17.3178(7)
_cell_length_b                   19.0030(3)
_cell_length_c                   25.7513(10)
_cell_angle_alpha                90
_cell_angle_beta                 136.335(7)
_cell_angle_gamma                90
_cell_volume                     5851.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    150.0(2)
_cell_measurement_reflns_used    16402
_cell_measurement_theta_min      3.3290
_cell_measurement_theta_max      73.5730

_exptl_crystal_description       needle
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_F_000             3064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.1697
_exptl_crystal_size_mid          0.0660
_exptl_crystal_size_min          0.0410
_exptl_absorpt_coefficient_mu    3.256
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.644
_exptl_absorpt_correction_T_max  0.883
_exptl_absorpt_correction_type   gaussian
_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)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5953
_diffrn_reflns_number            34012
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.404
_diffrn_reflns_theta_max         73.605
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             11540
_reflns_number_gt                10332
_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    ?
_computing_publication_material  ?

_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)+(0.0458P)²+6.1781P] 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         11540
_refine_ls_number_parameters     884
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0909
_refine_ls_wR_factor_gt          0.0869
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.27688(2) 0.12973(2) 0.84887(2) 0.01889(8) Uani 1 1 d . . . . .
Cu2 Cu 0.44424(2) 0.13543(2) 0.83721(2) 0.01735(7) Uani 1 1 d . . . . .
Cu3 Cu 0.55711(2) 0.37070(2) 1.14445(2) 0.01864(8) Uani 1 1 d . . . . .
Cu4 Cu 0.21154(2) 0.62980(2) 0.79777(2) 0.01768(8) Uani 1 1 d . . . . .
C1 C 0.52093(16) 0.14101(10) 0.98206(11) 0.0174(4) Uani 1 1 d . . . . .
C2 C 0.61335(16) 0.16003(10) 1.06488(10) 0.0182(4) Uani 1 1 d . . . . .
H2A H 0.6152 0.2108 1.0695 0.022 Uiso 1 1 calc R U . . .
H2B H 0.6843 0.1456 1.0846 0.022 Uiso 1 1 calc R U . . .
C3 C 0.60246(16) 0.12716(10) 1.11386(11) 0.0164(4) Uani 1 1 d . . . . .
H3 H 0.5235 0.1285 1.0857 0.020 Uiso 1 1 calc R U . . .
C4 C 0.67024(17) 0.16984(10) 1.18672(11) 0.0197(4) Uani 1 1 d . . . . .
H4A H 0.6750 0.1436 1.2213 0.024 Uiso 1 1 calc R U . . .
H4B H 0.7456 0.1768 1.2105 0.024 Uiso 1 1 calc R U . . .
C5 C 0.61668(17) 0.24053(10) 1.17090(10) 0.0188(4) Uani 1 1 d . . . . .
C6 C 0.63966(17) 0.05038(10) 1.12986(11) 0.0185(4) Uani 1 1 d . . . . .
H6A H 0.6186 0.0315 1.0860 0.022 Uiso 1 1 calc R U . . .
H6B H 0.7207 0.0493 1.1712 0.022 Uiso 1 1 calc R U . . .
C7 C 0.59429(17) 0.00168(10) 1.14919(11) 0.0190(4) Uani 1 1 d . . . . .
C8 C 0.30432(16) 0.26257(10) 0.84076(11) 0.0196(4) Uani 1 1 d . . . . .
C9 C 0.33281(17) 0.33211(10) 0.82927(11) 0.0204(4) Uani 1 1 d . . . . .
H9A H 0.2645 0.3574 0.7880 0.025 Uiso 1 1 calc R U . . .
H9B H 0.3725 0.3237 0.8163 0.025 Uiso 1 1 calc R U . . .
C10 C 0.40557(16) 0.37649(10) 0.90089(10) 0.0165(4) Uani 1 1 d . . . . .
H10 H 0.3709 0.3761 0.9185 0.020 Uiso 1 1 calc R U . . .
C11 C 0.52274(16) 0.34412(10) 0.96289(11) 0.0192(4) Uani 1 1 d . . . . .
H11A H 0.5169 0.2937 0.9547 0.023 Uiso 1 1 calc R U . . .
H11B H 0.5695 0.3629 0.9582 0.023 Uiso 1 1 calc R U . . .
C12 C 0.58030(17) 0.35717(10) 1.04254(11) 0.0183(4) Uani 1 1 d . . . . .
C13 C 0.41246(16) 0.45280(10) 0.88606(11) 0.0199(4) Uani 1 1 d . . . . .
H13A H 0.4747 0.4754 0.9338 0.024 Uiso 1 1 calc R U . . .
H13B H 0.4283 0.4532 0.8568 0.024 Uiso 1 1 calc R U . . .
C14 C 0.30729(16) 0.49595(10) 0.84468(11) 0.0193(4) Uani 1 1 d . . . . .
C15 C 0.07882(19) 0.16263(13) 0.68702(13) 0.0315(5) Uani 1 1 d . . . . .
H15 H 0.1257 0.1931 0.6918 0.038 Uiso 1 1 calc R U . . .
C16 C -0.0315(2) 0.15584(15) 0.61779(15) 0.0423(7) Uani 1 1 d . . . . .
H16 H -0.0584 0.1809 0.5763 0.051 Uiso 1 1 calc R U . . .
C17 C -0.1007(2) 0.11142(16) 0.61142(16) 0.0469(8) Uani 1 1 d . . . . .
H17 H -0.1754 0.1068 0.5656 0.056 Uiso 1 1 calc R U . . .
C18 C -0.0591(2) 0.07375(15) 0.67317(16) 0.0419(7) Uani 1 1 d . . . . .
H18 H -0.1049 0.0432 0.6694 0.050 Uiso 1 1 calc R U . . .
C19 C 0.05246(18) 0.08224(12) 0.74110(14) 0.0294(5) Uani 1 1 d . . . . .
C20 C 0.1070(2) 0.04633(12) 0.81151(15) 0.0303(5) Uani 1 1 d . . . . .
C21 C 0.0552(3) -0.00198(14) 0.81843(19) 0.0447(7) Uani 1 1 d . . . . .
H21 H -0.0194 -0.0140 0.7769 0.054 Uiso 1 1 calc R U . . .
C22 C 0.1157(3) -0.03225(15) 0.8879(2) 0.0538(9) Uani 1 1 d . . . . .
H22 H 0.0820 -0.0647 0.8935 0.065 Uiso 1 1 calc R U . . .
C23 C 0.2259(3) -0.01399(14) 0.94851(19) 0.0459(7) Uani 1 1 d . . . . .
H23 H 0.2680 -0.0347 0.9953 0.055 Uiso 1 1 calc R U . . .
C24 C 0.2730(2) 0.03553(12) 0.93889(15) 0.0325(5) Uani 1 1 d . . . . .
H24 H 0.3469 0.0491 0.9802 0.039 Uiso 1 1 calc R U . . .
C25 C 0.63640(19) 0.22948(13) 0.90419(12) 0.0295(5) Uani 1 1 d . . . . .
H25 H 0.6704 0.2124 0.9507 0.035 Uiso 1 1 calc R U . . .
C26 C 0.6919(2) 0.27903(14) 0.90175(14) 0.0364(6) Uani 1 1 d . . . . .
H26 H 0.7628 0.2944 0.9458 0.044 Uiso 1 1 calc R U . . .
C27 C 0.6402(2) 0.30545(14) 0.83260(15) 0.0354(5) Uani 1 1 d . . . . .
H27 H 0.6757 0.3393 0.8297 0.042 Uiso 1 1 calc R U . . .
C28 C 0.5352(2) 0.28097(13) 0.76791(13) 0.0302(5) Uani 1 1 d . . . . .
H28 H 0.4988 0.2986 0.7211 0.036 Uiso 1 1 calc R U . . .
C29 C 0.48525(18) 0.22973(11) 0.77407(11) 0.0222(4) Uani 1 1 d . . . . .
C30 C 0.37641(17) 0.19663(11) 0.70897(12) 0.0215(4) Uani 1 1 d . . . . .
C31 C 0.3092(2) 0.21539(13) 0.63475(13) 0.0310(5) Uani 1 1 d . . . . .
H31 H 0.3315 0.2505 0.6226 0.037 Uiso 1 1 calc R U . . .
C32 C 0.2080(2) 0.18073(13) 0.57874(12) 0.0334(5) Uani 1 1 d . . . . .
H32 H 0.1612 0.1927 0.5285 0.040 Uiso 1 1 calc R U . . .
C33 C 0.1772(2) 0.12869(12) 0.59793(13) 0.0294(5) Uani 1 1 d . . . . .
H33 H 0.1095 0.1052 0.5610 0.035 Uiso 1 1 calc R U . . .
C34 C 0.24852(18) 0.11170(11) 0.67309(12) 0.0235(4) Uani 1 1 d . . . . .
H34 H 0.2280 0.0763 0.6861 0.028 Uiso 1 1 calc R U . . .
C35 C 0.32474(19) 0.42632(13) 1.02025(13) 0.0296(5) Uani 1 1 d . . . . .
H35 H 0.3229 0.4038 0.9873 0.035 Uiso 1 1 calc R U . . .
C36 C 0.2299(2) 0.46114(15) 0.99162(15) 0.0376(6) Uani 1 1 d . . . . .
H36 H 0.1646 0.4608 0.9402 0.045 Uiso 1 1 calc R U . . .
C37 C 0.2339(2) 0.49618(14) 1.04033(16) 0.0395(6) Uani 1 1 d . . . . .
H37 H 0.1716 0.5206 1.0220 0.047 Uiso 1 1 calc R U . . .
C38 C 0.3311(2) 0.49487(13) 1.11669(15) 0.0334(5) Uani 1 1 d . . . . .
H38 H 0.3355 0.5187 1.1503 0.040 Uiso 1 1 calc R U . . .
C39 C 0.42222(18) 0.45724(11) 1.14231(12) 0.0240(4) Uani 1 1 d . . . . .
C40 C 0.52748(19) 0.44659(11) 1.22256(12) 0.0245(4) Uani 1 1 d . . . . .
C41 C 0.5574(2) 0.48345(15) 1.28127(15) 0.0410(6) Uani 1 1 d . . . . .
H41 H 0.5105 0.5180 1.2720 0.049 Uiso 1 1 calc R U . . .
C42 C 0.6581(3) 0.46810(18) 1.35403(15) 0.0484(7) Uani 1 1 d . . . . .
H42 H 0.6814 0.4939 1.3941 0.058 Uiso 1 1 calc R U . . .
C43 C 0.7242(2) 0.41437(15) 1.36719(13) 0.0377(6) Uani 1 1 d . . . . .
H43 H 0.7903 0.4019 1.4160 0.045 Uiso 1 1 calc R U . . .
C44 C 0.68991(19) 0.37927(12) 1.30587(12) 0.0263(4) Uani 1 1 d . . . . .
H44 H 0.7340 0.3432 1.3141 0.032 Uiso 1 1 calc R U . . .
C45 C 0.08720(19) 0.56666(12) 0.64841(12) 0.0262(4) Uani 1 1 d . . . . .
H45 H 0.1440 0.5332 0.6748 0.031 Uiso 1 1 calc R U . . .
C46 C 0.0011(2) 0.56270(14) 0.57082(13) 0.0337(5) Uani 1 1 d . . . . .
H46 H 0.0005 0.5277 0.5453 0.040 Uiso 1 1 calc R U . . .
C47 C -0.0844(2) 0.61171(15) 0.53179(13) 0.0357(5) Uani 1 1 d . . . . .
H47 H -0.1434 0.6099 0.4796 0.043 Uiso 1 1 calc R U . . .
C48 C -0.08103(19) 0.66343(13) 0.57132(12) 0.0302(5) Uani 1 1 d . . . . .
H48 H -0.1384 0.6963 0.5462 0.036 Uiso 1 1 calc R U . . .
C49 C 0.00923(17) 0.66542(11) 0.64900(11) 0.0218(4) Uani 1 1 d . . . . .
C50 C 0.02219(16) 0.71824(11) 0.69693(12) 0.0219(4) Uani 1 1 d . . . . .
C51 C -0.04857(19) 0.77461(12) 0.67007(14) 0.0313(5) Uani 1 1 d . . . . .
H51 H -0.1068 0.7833 0.6187 0.038 Uiso 1 1 calc R U . . .
C52 C -0.0320(2) 0.81807(13) 0.72044(15) 0.0370(6) Uani 1 1 d . . . . .
H52 H -0.0796 0.8559 0.7033 0.044 Uiso 1 1 calc R U . . .
C53 C 0.0561(2) 0.80477(12) 0.79654(15) 0.0327(5) Uani 1 1 d . . . . .
H53 H 0.0682 0.8331 0.8313 0.039 Uiso 1 1 calc R U . . .
C54 C 0.12590(18) 0.74872(11) 0.82004(12) 0.0247(4) Uani 1 1 d . . . . .
H54 H 0.1860 0.7402 0.8713 0.030 Uiso 1 1 calc R U . . .
N1 N 0.11966(15) 0.12649(9) 0.74714(11) 0.0255(4) Uani 1 1 d . . . . .
N2 N 0.21575(16) 0.06442(9) 0.87206(11) 0.0252(4) Uani 1 1 d . . . . .
N3 N 0.53526(15) 0.20512(10) 0.84194(10) 0.0225(4) Uani 1 1 d . . . . .
N4 N 0.34622(14) 0.14494(9) 0.72753(9) 0.0196(3) Uani 1 1 d . . . . .
N5 N 0.41866(15) 0.42434(9) 1.09411(10) 0.0225(4) Uani 1 1 d . . . . .
N6 N 0.59475(15) 0.39636(9) 1.23535(10) 0.0216(3) Uani 1 1 d . . . . .
N7 N 0.09159(14) 0.61706(9) 0.68688(9) 0.0211(3) Uani 1 1 d . . . . .
N8 N 0.11010(13) 0.70626(9) 0.77168(9) 0.0194(3) Uani 1 1 d . . . . .
O1 O 0.54653(12) 0.14089(8) 0.94675(8) 0.0206(3) Uani 1 1 d . . . . .
O2 O 0.42549(12) 0.12973(8) 0.95433(8) 0.0227(3) Uani 1 1 d . . . . .
O3 O 0.67555(12) 0.29660(7) 1.19588(8) 0.0211(3) Uani 1 1 d . . . . .
O4 O 0.51576(12) 0.24391(8) 1.13359(8) 0.0254(3) Uani 1 1 d . . . . .
O5 O 0.51343(14) 0.01702(9) 1.13703(10) 0.0327(4) Uani 1 1 d . . . . .
O6 O 0.64253(11) -0.05924(7) 1.17457(7) 0.0184(3) Uani 1 1 d . . . . .
O7 O 0.31886(11) 0.20602(7) 0.82099(8) 0.0202(3) Uani 1 1 d . . . . .
O8 O 0.26843(14) 0.26072(8) 0.86820(9) 0.0287(3) Uani 1 1 d . . . . .
O9 O 0.51867(12) 0.36375(8) 1.05185(8) 0.0216(3) Uani 1 1 d . . . . .
O10 O 0.68638(12) 0.35743(8) 1.09337(8) 0.0214(3) Uani 1 1 d . . . . .
O11 O 0.30254(12) 0.55360(7) 0.81512(8) 0.0204(3) Uani 1 1 d . . . . .
O12 O 0.23643(13) 0.47849(9) 0.84186(10) 0.0327(4) Uani 1 1 d . . . . .
O1W O 0.30379(17) 0.24223(16) 0.99276(11) 0.0604(7) Uani 1 1 d D . . . .
H1A H 0.3732(17) 0.246(2) 1.0323(15) 0.091 Uiso 1 1 d D U . . .
H1B H 0.286(3) 0.2792(17) 0.968(2) 0.091 Uiso 1 1 d D U . . .
O2W O 0.8798(3) 0.25560(16) 1.4015(2) 0.0883(10) Uani 1 1 d D . . . .
H2WB H 0.911(5) 0.247(3) 1.4488(18) 0.132 Uiso 1 1 d D U . . .
H2WA H 0.900(5) 0.217(2) 1.394(3) 0.132 Uiso 1 1 d D U . . .
O3W O 0.35949(18) 0.12067(10) 1.09361(12) 0.0410(4) Uani 1 1 d D . . . .
H3A H 0.411(2) 0.0946(16) 1.1092(19) 0.062 Uiso 1 1 d D U . . .
H3B H 0.347(3) 0.1497(15) 1.0639(17) 0.062 Uiso 1 1 d D U . . .
Cl1 Cl 0.90724(5) 0.06168(3) 1.36896(3) 0.04516(17) Uani 1 1 d . . . . .
O13 O 0.79617(19) 0.06587(12) 1.33547(15) 0.0631(7) Uani 1 1 d . . . . .
O14 O 0.8978(3) 0.0539(2) 1.30854(17) 0.1162(15) Uani 1 1 d . . . . .
O15 O 0.9647(2) 0.00244(17) 1.4147(2) 0.1126(15) Uani 1 1 d . . . . .
O16 O 0.9702(2) 0.12320(14) 1.40594(18) 0.0813(9) Uani 1 1 d . . . . .
Cl2 Cl -0.0058(2) -0.16700(9) 0.92079(12) 0.0443(6) Uani 0.543(5) 1 d D . P A 1
O17 O 0.1048(4) -0.1775(3) 0.9532(3) 0.0706(15) Uani 0.543(5) 1 d D . P A 1
O18 O -0.0306(8) -0.2245(4) 0.9409(5) 0.106(3) Uani 0.543(5) 1 d D . P A 1
O19 O -0.0787(6) -0.1669(5) 0.8414(4) 0.060(2) Uani 0.543(5) 1 d D . P A 1
O20 O -0.0071(9) -0.1031(4) 0.9458(5) 0.103(4) Uani 0.543(5) 1 d D . P A 1
Cl2A Cl -0.0670(3) -0.14605(12) 0.89421(13) 0.0407(6) Uani 0.457(5) 1 d D . P A
2
O17A O -0.1436(7) -0.0936(3) 0.8744(5) 0.088(2) Uani 0.457(5) 1 d D . P A 2
O18A O -0.0990(9) -0.2101(5) 0.8994(7) 0.110(4) Uani 0.457(5) 1 d D . P A 2
O19A O -0.0697(10) -0.1468(7) 0.8391(6) 0.094(5) Uani 0.457(5) 1 d D . P A 2
O20A O 0.0379(8) -0.1249(6) 0.9621(4) 0.124(6) Uani 0.457(5) 1 d D . P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 1.9714(15) . ?
Cu1 O7 1.9752(15) . ?
Cu1 N2 1.9829(18) . ?
Cu1 N1 1.9900(19) . ?
Cu1 O6 2.3076(14) 3_657 ?
Cu2 O6 1.9459(14) 3_657 ?
Cu2 O1 1.9689(14) . ?
Cu2 N4 1.9888(17) . ?
Cu2 N3 1.9939(18) . ?
Cu2 O7 2.3186(14) . ?
Cu3 O9 1.9621(14) . ?
Cu3 N6 1.9835(18) . ?
Cu3 N5 1.9929(18) . ?
Cu3 O3 2.0035(14) . ?
Cu3 O11 2.3238(15) 3_667 ?
Cu4 O11 1.9394(14) . ?
Cu4 O10 1.9679(14) 3_667 ?
Cu4 N8 1.9852(17) . ?
Cu4 N7 1.9865(17) . ?
Cu4 O3 2.3116(15) 3_667 ?
C1 O2 1.257(3) . ?
C1 O1 1.267(2) . ?
C1 C2 1.517(3) . ?
C2 C3 1.536(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C6 1.526(3) . ?
C3 C4 1.539(3) . ?
C3 H3 0.9800 . ?
C4 C5 1.511(3) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 O4 1.246(3) . ?
C5 O3 1.280(3) . ?
C6 C7 1.513(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O5 1.228(3) . ?
C7 O6 1.294(2) . ?
C8 O8 1.234(3) . ?
C8 O7 1.290(2) . ?
C8 C9 1.513(3) . ?
C9 C10 1.529(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C13 1.526(3) . ?
C10 C11 1.536(3) . ?
C10 H10 0.9800 . ?
C11 C12 1.518(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 O9 1.258(3) . ?
C12 O10 1.268(2) . ?
C13 C14 1.522(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 O12 1.222(3) . ?
C14 O11 1.302(2) . ?
C15 N1 1.336(3) . ?
C15 C16 1.385(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.375(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.379(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.389(3) . ?
C18 H18 0.9300 . ?
C19 N1 1.350(3) . ?
C19 C20 1.472(4) . ?
C20 N2 1.359(3) . ?
C20 C21 1.383(3) . ?
C21 C22 1.385(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.374(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.381(4) . ?
C23 H23 0.9300 . ?
C24 N2 1.333(3) . ?
C24 H24 0.9300 . ?
C25 N3 1.338(3) . ?
C25 C26 1.379(3) . ?
C25 H25 0.9300 . ?
C26 C27 1.385(4) . ?
C26 H26 0.9300 . ?
C27 C28 1.384(3) . ?
C27 H27 0.9300 . ?
C28 C29 1.386(3) . ?
C28 H28 0.9300 . ?
C29 N3 1.354(3) . ?
C29 C30 1.479(3) . ?
C30 N4 1.352(3) . ?
C30 C31 1.384(3) . ?
C31 C32 1.389(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.374(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.385(3) . ?
C33 H33 0.9300 . ?
C34 N4 1.340(3) . ?
C34 H34 0.9300 . ?
C35 N5 1.337(3) . ?
C35 C36 1.388(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.377(4) . ?
C36 H36 0.9300 . ?
C37 C38 1.383(4) . ?
C37 H37 0.9300 . ?
C38 C39 1.389(3) . ?
C38 H38 0.9300 . ?
C39 N5 1.351(3) . ?
C39 C40 1.478(3) . ?
C40 N6 1.350(3) . ?
C40 C41 1.383(3) . ?
C41 C42 1.382(4) . ?
C41 H41 0.9300 . ?
C42 C43 1.380(4) . ?
C42 H42 0.9300 . ?
C43 C44 1.391(3) . ?
C43 H43 0.9300 . ?
C44 N6 1.338(3) . ?
C44 H44 0.9300 . ?
C45 N7 1.340(3) . ?
C45 C46 1.382(3) . ?
C45 H45 0.9300 . ?
C46 C47 1.384(4) . ?
C46 H46 0.9300 . ?
C47 C48 1.386(4) . ?
C47 H47 0.9300 . ?
C48 C49 1.386(3) . ?
C48 H48 0.9300 . ?
C49 N7 1.348(3) . ?
C49 C50 1.477(3) . ?
C50 N8 1.355(3) . ?
C50 C51 1.379(3) . ?
C51 C52 1.381(4) . ?
C51 H51 0.9300 . ?
C52 C53 1.381(4) . ?
C52 H52 0.9300 . ?
C53 C54 1.380(3) . ?
C53 H53 0.9300 . ?
C54 N8 1.336(3) . ?
C54 H54 0.9300 . ?
O3 Cu4 2.3116(15) 3_667 ?
O6 Cu2 1.9460(14) 3_657 ?
O6 Cu1 2.3078(14) 3_657 ?
O10 Cu4 1.9679(14) 3_667 ?
O11 Cu3 2.3238(15) 3_667 ?
O1W H1A 0.847(19) . ?
O1W H1B 0.844(18) . ?
O2W H2WB 0.926(19) . ?
O2W H2WA 0.894(19) . ?
O3W H3A 0.833(17) . ?
O3W H3B 0.835(18) . ?
Cl1 O15 1.396(3) . ?
Cl1 O16 1.400(3) . ?
Cl1 O13 1.432(2) . ?
Cl1 O14 1.449(3) . ?
Cl2 O20 1.383(7) . ?
Cl2 O18 1.402(6) . ?
Cl2 O19 1.428(8) . ?
Cl2 O17 1.446(5) . ?
Cl2A O18A 1.383(8) . ?
Cl2A O19A 1.387(9) . ?
Cl2A O20A 1.387(7) . ?
Cl2A O17A 1.427(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 O7 92.50(6) . . ?
O2 Cu1 N2 91.98(7) . . ?
O7 Cu1 N2 170.38(7) . . ?
O2 Cu1 N1 173.18(7) . . ?
O7 Cu1 N1 93.27(7) . . ?
N2 Cu1 N1 81.78(8) . . ?
O2 Cu1 O6 85.78(6) . 3_657 ?
O7 Cu1 O6 83.09(5) . 3_657 ?
N2 Cu1 O6 105.73(6) . 3_657 ?
N1 Cu1 O6 98.52(6) . 3_657 ?
O6 Cu2 O1 93.18(6) 3_657 . ?
O6 Cu2 N4 94.40(7) 3_657 . ?
O1 Cu2 N4 171.48(7) . . ?
O6 Cu2 N3 172.26(7) 3_657 . ?
O1 Cu2 N3 91.45(7) . . ?
N4 Cu2 N3 81.45(7) . . ?
O6 Cu2 O7 83.43(6) 3_657 . ?
O1 Cu2 O7 88.99(6) . . ?
N4 Cu2 O7 88.03(6) . . ?
N3 Cu2 O7 102.86(6) . . ?
O9 Cu3 N6 169.63(7) . . ?
O9 Cu3 N5 93.04(7) . . ?
N6 Cu3 N5 81.69(7) . . ?
O9 Cu3 O3 92.36(6) . . ?
N6 Cu3 O3 95.01(7) . . ?
N5 Cu3 O3 164.62(7) . . ?
O9 Cu3 O11 84.93(6) . 3_667 ?
N6 Cu3 O11 88.55(6) . 3_667 ?
N5 Cu3 O11 110.55(6) . 3_667 ?
O3 Cu3 O11 84.27(6) . 3_667 ?
O11 Cu4 O10 91.20(6) . 3_667 ?
O11 Cu4 N8 175.63(6) . . ?
O10 Cu4 N8 93.15(7) 3_667 . ?
O11 Cu4 N7 94.05(7) . . ?
O10 Cu4 N7 172.07(7) 3_667 . ?
N8 Cu4 N7 81.58(7) . . ?
O11 Cu4 O3 86.03(6) . 3_667 ?
O10 Cu4 O3 88.99(6) 3_667 3_667 ?
N8 Cu4 O3 94.43(6) . 3_667 ?
N7 Cu4 O3 97.28(6) . 3_667 ?
O2 C1 O1 126.20(18) . . ?
O2 C1 C2 117.10(17) . . ?
O1 C1 C2 116.62(17) . . ?
C1 C2 C3 115.22(16) . . ?
C1 C2 H2A 108.5 . . ?
C3 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
C3 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C6 C3 C2 109.37(16) . . ?
C6 C3 C4 111.96(16) . . ?
C2 C3 C4 110.37(16) . . ?
C6 C3 H3 108.3 . . ?
C2 C3 H3 108.3 . . ?
C4 C3 H3 108.3 . . ?
C5 C4 C3 111.20(16) . . ?
C5 C4 H4A 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C5 C4 H4B 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
O4 C5 O3 120.49(18) . . ?
O4 C5 C4 119.91(18) . . ?
O3 C5 C4 119.59(18) . . ?
C7 C6 C3 117.09(16) . . ?
C7 C6 H6A 108.0 . . ?
C3 C6 H6A 108.0 . . ?
C7 C6 H6B 108.0 . . ?
C3 C6 H6B 108.0 . . ?
H6A C6 H6B 107.3 . . ?
O5 C7 O6 122.79(19) . . ?
O5 C7 C6 122.58(18) . . ?
O6 C7 C6 114.46(17) . . ?
O8 C8 O7 121.70(19) . . ?
O8 C8 C9 120.51(18) . . ?
O7 C8 C9 117.78(18) . . ?
C8 C9 C10 110.29(16) . . ?
C8 C9 H9A 109.6 . . ?
C10 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
C10 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C13 C10 C9 111.58(16) . . ?
C13 C10 C11 110.93(16) . . ?
C9 C10 C11 110.44(16) . . ?
C13 C10 H10 107.9 . . ?
C9 C10 H10 107.9 . . ?
C11 C10 H10 107.9 . . ?
C12 C11 C10 114.95(16) . . ?
C12 C11 H11A 108.5 . . ?
C10 C11 H11A 108.5 . . ?
C12 C11 H11B 108.5 . . ?
C10 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
O9 C12 O10 126.72(19) . . ?
O9 C12 C11 117.09(17) . . ?
O10 C12 C11 116.12(18) . . ?
C14 C13 C10 114.61(17) . . ?
C14 C13 H13A 108.6 . . ?
C10 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
C10 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
O12 C14 O11 123.91(18) . . ?
O12 C14 C13 122.48(18) . . ?
O11 C14 C13 113.58(17) . . ?
N1 C15 C16 121.6(3) . . ?
N1 C15 H15 119.2 . . ?
C16 C15 H15 119.2 . . ?
C17 C16 C15 118.9(3) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C18 119.8(2) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C17 C18 C19 118.9(3) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
N1 C19 C18 121.0(3) . . ?
N1 C19 C20 114.5(2) . . ?
C18 C19 C20 124.5(2) . . ?
N2 C20 C21 120.7(3) . . ?
N2 C20 C19 114.7(2) . . ?
C21 C20 C19 124.6(2) . . ?
C20 C21 C22 119.2(3) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C23 C22 C21 119.6(2) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C22 C23 C24 118.9(3) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
N2 C24 C23 121.9(3) . . ?
N2 C24 H24 119.1 . . ?
C23 C24 H24 119.1 . . ?
N3 C25 C26 122.2(2) . . ?
N3 C25 H25 118.9 . . ?
C26 C25 H25 118.9 . . ?
C25 C26 C27 118.9(2) . . ?
C25 C26 H26 120.6 . . ?
C27 C26 H26 120.6 . . ?
C28 C27 C26 119.3(2) . . ?
C28 C27 H27 120.3 . . ?
C26 C27 H27 120.3 . . ?
C27 C28 C29 119.0(2) . . ?
C27 C28 H28 120.5 . . ?
C29 C28 H28 120.5 . . ?
N3 C29 C28 121.4(2) . . ?
N3 C29 C30 114.64(18) . . ?
C28 C29 C30 123.95(19) . . ?
N4 C30 C31 121.4(2) . . ?
N4 C30 C29 114.20(18) . . ?
C31 C30 C29 124.4(2) . . ?
C30 C31 C32 118.7(2) . . ?
C30 C31 H31 120.7 . . ?
C32 C31 H31 120.7 . . ?
C33 C32 C31 119.6(2) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C32 C33 C34 119.0(2) . . ?
C32 C33 H33 120.5 . . ?
C34 C33 H33 120.5 . . ?
N4 C34 C33 121.8(2) . . ?
N4 C34 H34 119.1 . . ?
C33 C34 H34 119.1 . . ?
N5 C35 C36 121.6(2) . . ?
N5 C35 H35 119.2 . . ?
C36 C35 H35 119.2 . . ?
C37 C36 C35 119.1(2) . . ?
C37 C36 H36 120.4 . . ?
C35 C36 H36 120.4 . . ?
C36 C37 C38 119.6(2) . . ?
C36 C37 H37 120.2 . . ?
C38 C37 H37 120.2 . . ?
C37 C38 C39 118.7(2) . . ?
C37 C38 H38 120.6 . . ?
C39 C38 H38 120.6 . . ?
N5 C39 C38 121.4(2) . . ?
N5 C39 C40 114.31(18) . . ?
C38 C39 C40 124.2(2) . . ?
N6 C40 C41 121.1(2) . . ?
N6 C40 C39 114.33(19) . . ?
C41 C40 C39 124.5(2) . . ?
C42 C41 C40 118.8(2) . . ?
C42 C41 H41 120.6 . . ?
C40 C41 H41 120.6 . . ?
C43 C42 C41 119.9(2) . . ?
C43 C42 H42 120.0 . . ?
C41 C42 H42 120.0 . . ?
C42 C43 C44 118.6(2) . . ?
C42 C43 H43 120.7 . . ?
C44 C43 H43 120.7 . . ?
N6 C44 C43 121.3(2) . . ?
N6 C44 H44 119.3 . . ?
C43 C44 H44 119.3 . . ?
N7 C45 C46 122.2(2) . . ?
N7 C45 H45 118.9 . . ?
C46 C45 H45 118.9 . . ?
C45 C46 C47 118.8(2) . . ?
C45 C46 H46 120.6 . . ?
C47 C46 H46 120.6 . . ?
C46 C47 C48 119.3(2) . . ?
C46 C47 H47 120.4 . . ?
C48 C47 H47 120.4 . . ?
C47 C48 C49 118.9(2) . . ?
C47 C48 H48 120.5 . . ?
C49 C48 H48 120.5 . . ?
N7 C49 C48 121.6(2) . . ?
N7 C49 C50 114.64(18) . . ?
C48 C49 C50 123.7(2) . . ?
N8 C50 C51 121.4(2) . . ?
N8 C50 C49 114.12(18) . . ?
C51 C50 C49 124.5(2) . . ?
C50 C51 C52 119.2(2) . . ?
C50 C51 H51 120.4 . . ?
C52 C51 H51 120.4 . . ?
C53 C52 C51 119.3(2) . . ?
C53 C52 H52 120.4 . . ?
C51 C52 H52 120.4 . . ?
C54 C53 C52 118.8(2) . . ?
C54 C53 H53 120.6 . . ?
C52 C53 H53 120.6 . . ?
N8 C54 C53 122.3(2) . . ?
N8 C54 H54 118.9 . . ?
C53 C54 H54 118.9 . . ?
C15 N1 C19 119.8(2) . . ?
C15 N1 Cu1 125.65(16) . . ?
C19 N1 Cu1 114.54(16) . . ?
C24 N2 C20 119.8(2) . . ?
C24 N2 Cu1 125.84(16) . . ?
C20 N2 Cu1 114.27(16) . . ?
C25 N3 C29 119.19(19) . . ?
C25 N3 Cu2 126.51(15) . . ?
C29 N3 Cu2 114.29(14) . . ?
C34 N4 C30 119.41(18) . . ?
C34 N4 Cu2 125.28(14) . . ?
C30 N4 Cu2 114.64(14) . . ?
C35 N5 C39 119.60(19) . . ?
C35 N5 Cu3 126.34(16) . . ?
C39 N5 Cu3 113.92(14) . . ?
C44 N6 C40 120.08(19) . . ?
C44 N6 Cu3 124.95(15) . . ?
C40 N6 Cu3 113.39(14) . . ?
C45 N7 C49 119.19(18) . . ?
C45 N7 Cu4 126.23(15) . . ?
C49 N7 Cu4 114.58(14) . . ?
C54 N8 C50 119.01(18) . . ?
C54 N8 Cu4 126.33(14) . . ?
C50 N8 Cu4 114.43(14) . . ?
C1 O1 Cu2 127.50(13) . . ?
C1 O2 Cu1 130.72(13) . . ?
C5 O3 Cu3 100.98(12) . . ?
C5 O3 Cu4 149.80(13) . 3_667 ?
Cu3 O3 Cu4 91.75(5) . 3_667 ?
C7 O6 Cu2 116.30(13) . 3_657 ?
C7 O6 Cu1 132.75(12) . 3_657 ?
Cu2 O6 Cu1 94.15(5) 3_657 3_657 ?
C8 O7 Cu1 103.87(13) . . ?
C8 O7 Cu2 146.71(13) . . ?
Cu1 O7 Cu2 93.03(5) . . ?
C12 O9 Cu3 130.51(13) . . ?
C12 O10 Cu4 127.48(14) . 3_667 ?
C14 O11 Cu4 117.39(13) . . ?
C14 O11 Cu3 130.97(12) . 3_667 ?
Cu4 O11 Cu3 93.05(6) . 3_667 ?
H1A O1W H1B 105(3) . . ?
H2WB O2W H2WA 102(3) . . ?
H3A O3W H3B 108(2) . . ?
O15 Cl1 O16 111.7(2) . . ?
O15 Cl1 O13 112.38(16) . . ?
O16 Cl1 O13 114.15(17) . . ?
O15 Cl1 O14 106.3(3) . . ?
O16 Cl1 O14 104.1(2) . . ?
O13 Cl1 O14 107.45(18) . . ?
O20 Cl2 O18 113.5(5) . . ?
O20 Cl2 O19 111.8(5) . . ?
O18 Cl2 O19 109.8(5) . . ?
O20 Cl2 O17 108.3(5) . . ?
O18 Cl2 O17 108.1(4) . . ?
O19 Cl2 O17 104.9(4) . . ?
O18A Cl2A O19A 111.8(7) . . ?
O18A Cl2A O20A 112.6(6) . . ?
O19A Cl2A O20A 109.7(7) . . ?
O18A Cl2A O17A 108.4(5) . . ?
O19A Cl2A O17A 107.9(6) . . ?
O20A Cl2A O17A 106.3(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
O2 C1 C2 C3 31.2(2) . . . . ?
O1 C1 C2 C3 -151.61(17) . . . . ?
C1 C2 C3 C6 77.9(2) . . . . ?
C1 C2 C3 C4 -158.54(16) . . . . ?
C6 C3 C4 C5 -167.48(16) . . . . ?
C2 C3 C4 C5 70.4(2) . . . . ?
C3 C4 C5 O4 51.7(2) . . . . ?
C3 C4 C5 O3 -128.10(19) . . . . ?
C2 C3 C6 C7 -156.36(17) . . . . ?
C4 C3 C6 C7 81.0(2) . . . . ?
C3 C6 C7 O5 15.9(3) . . . . ?
C3 C6 C7 O6 -168.80(17) . . . . ?
O8 C8 C9 C10 48.6(2) . . . . ?
O7 C8 C9 C10 -131.36(18) . . . . ?
C8 C9 C10 C13 -166.21(16) . . . . ?
C8 C9 C10 C11 69.9(2) . . . . ?
C13 C10 C11 C12 85.8(2) . . . . ?
C9 C10 C11 C12 -149.92(17) . . . . ?
C10 C11 C12 O9 30.0(3) . . . . ?
C10 C11 C12 O10 -152.73(17) . . . . ?
C9 C10 C13 C14 74.6(2) . . . . ?
C11 C10 C13 C14 -161.84(16) . . . . ?
C10 C13 C14 O12 19.3(3) . . . . ?
C10 C13 C14 O11 -162.76(17) . . . . ?
N1 C15 C16 C17 0.9(4) . . . . ?
C15 C16 C17 C18 -1.1(4) . . . . ?
C16 C17 C18 C19 0.7(4) . . . . ?
C17 C18 C19 N1 0.0(3) . . . . ?
C17 C18 C19 C20 178.9(2) . . . . ?
N1 C19 C20 N2 1.5(3) . . . . ?
C18 C19 C20 N2 -177.5(2) . . . . ?
N1 C19 C20 C21 -178.9(2) . . . . ?
C18 C19 C20 C21 2.1(4) . . . . ?
N2 C20 C21 C22 -0.4(4) . . . . ?
C19 C20 C21 C22 180.0(2) . . . . ?
C20 C21 C22 C23 -0.2(4) . . . . ?
C21 C22 C23 C24 1.4(4) . . . . ?
C22 C23 C24 N2 -2.1(4) . . . . ?
N3 C25 C26 C27 1.3(4) . . . . ?
C25 C26 C27 C28 -0.8(4) . . . . ?
C26 C27 C28 C29 -1.0(4) . . . . ?
C27 C28 C29 N3 2.3(4) . . . . ?
C27 C28 C29 C30 -176.4(2) . . . . ?
N3 C29 C30 N4 -2.5(3) . . . . ?
C28 C29 C30 N4 176.3(2) . . . . ?
N3 C29 C30 C31 177.7(2) . . . . ?
C28 C29 C30 C31 -3.5(4) . . . . ?
N4 C30 C31 C32 1.1(4) . . . . ?
C29 C30 C31 C32 -179.1(2) . . . . ?
C30 C31 C32 C33 -0.5(4) . . . . ?
C31 C32 C33 C34 -0.3(4) . . . . ?
C32 C33 C34 N4 0.4(4) . . . . ?
N5 C35 C36 C37 1.9(4) . . . . ?
C35 C36 C37 C38 -1.3(4) . . . . ?
C36 C37 C38 C39 -0.8(4) . . . . ?
C37 C38 C39 N5 2.3(4) . . . . ?
C37 C38 C39 C40 -174.7(2) . . . . ?
N5 C39 C40 N6 -11.0(3) . . . . ?
C38 C39 C40 N6 166.2(2) . . . . ?
N5 C39 C40 C41 169.4(2) . . . . ?
C38 C39 C40 C41 -13.4(4) . . . . ?
N6 C40 C41 C42 0.1(4) . . . . ?
C39 C40 C41 C42 179.6(3) . . . . ?
C40 C41 C42 C43 -3.2(5) . . . . ?
C41 C42 C43 C44 3.4(5) . . . . ?
C42 C43 C44 N6 -0.4(4) . . . . ?
N7 C45 C46 C47 -1.2(4) . . . . ?
C45 C46 C47 C48 0.3(4) . . . . ?
C46 C47 C48 C49 1.2(4) . . . . ?
C47 C48 C49 N7 -2.1(3) . . . . ?
C47 C48 C49 C50 179.6(2) . . . . ?
N7 C49 C50 N8 -5.1(3) . . . . ?
C48 C49 C50 N8 173.3(2) . . . . ?
N7 C49 C50 C51 176.3(2) . . . . ?
C48 C49 C50 C51 -5.4(3) . . . . ?
N8 C50 C51 C52 -2.6(3) . . . . ?
C49 C50 C51 C52 176.0(2) . . . . ?
C50 C51 C52 C53 1.0(4) . . . . ?
C51 C52 C53 C54 0.8(4) . . . . ?
C52 C53 C54 N8 -1.1(4) . . . . ?
C16 C15 N1 C19 -0.2(3) . . . . ?
C16 C15 N1 Cu1 178.52(18) . . . . ?
C18 C19 N1 C15 -0.2(3) . . . . ?
C20 C19 N1 C15 -179.21(19) . . . . ?
C18 C19 N1 Cu1 -179.08(17) . . . . ?
C20 C19 N1 Cu1 1.9(2) . . . . ?
C23 C24 N2 C20 1.5(3) . . . . ?
C23 C24 N2 Cu1 -174.54(18) . . . . ?
C21 C20 N2 C24 -0.2(3) . . . . ?
C19 C20 N2 C24 179.42(19) . . . . ?
C21 C20 N2 Cu1 176.28(17) . . . . ?
C19 C20 N2 Cu1 -4.1(2) . . . . ?
C26 C25 N3 C29 0.0(4) . . . . ?
C26 C25 N3 Cu2 -178.56(19) . . . . ?
C28 C29 N3 C25 -1.8(3) . . . . ?
C30 C29 N3 C25 177.0(2) . . . . ?
C28 C29 N3 Cu2 176.89(17) . . . . ?
C30 C29 N3 Cu2 -4.3(2) . . . . ?
C33 C34 N4 C30 0.1(3) . . . . ?
C33 C34 N4 Cu2 170.31(17) . . . . ?
C31 C30 N4 C34 -0.9(3) . . . . ?
C29 C30 N4 C34 179.30(19) . . . . ?
C31 C30 N4 Cu2 -172.10(18) . . . . ?
C29 C30 N4 Cu2 8.1(2) . . . . ?
C36 C35 N5 C39 -0.4(3) . . . . ?
C36 C35 N5 Cu3 174.93(18) . . . . ?
C38 C39 N5 C35 -1.7(3) . . . . ?
C40 C39 N5 C35 175.54(19) . . . . ?
C38 C39 N5 Cu3 -177.65(17) . . . . ?
C40 C39 N5 Cu3 -0.4(2) . . . . ?
C43 C44 N6 C40 -2.8(3) . . . . ?
C43 C44 N6 Cu3 161.97(19) . . . . ?
C41 C40 N6 C44 2.9(3) . . . . ?
C39 C40 N6 C44 -176.66(19) . . . . ?
C41 C40 N6 Cu3 -163.5(2) . . . . ?
C39 C40 N6 Cu3 16.9(2) . . . . ?
C46 C45 N7 C49 0.4(3) . . . . ?
C46 C45 N7 Cu4 -178.78(17) . . . . ?
C48 C49 N7 C45 1.3(3) . . . . ?
C50 C49 N7 C45 179.72(19) . . . . ?
C48 C49 N7 Cu4 -179.45(17) . . . . ?
C50 C49 N7 Cu4 -1.0(2) . . . . ?
C53 C54 N8 C50 -0.4(3) . . . . ?
C53 C54 N8 Cu4 173.80(17) . . . . ?
C51 C50 N8 C54 2.3(3) . . . . ?
C49 C50 N8 C54 -176.42(18) . . . . ?
C51 C50 N8 Cu4 -172.57(17) . . . . ?
C49 C50 N8 Cu4 8.7(2) . . . . ?
O2 C1 O1 Cu2 8.6(3) . . . . ?
C2 C1 O1 Cu2 -168.33(13) . . . . ?
O1 C1 O2 Cu1 -16.0(3) . . . . ?
C2 C1 O2 Cu1 160.89(13) . . . . ?
O4 C5 O3 Cu3 -8.4(2) . . . . ?
C4 C5 O3 Cu3 171.43(14) . . . . ?
O4 C5 O3 Cu4 -121.7(2) . . . 3_667 ?
C4 C5 O3 Cu4 58.2(3) . . . 3_667 ?
O5 C7 O6 Cu2 19.1(3) . . . 3_657 ?
C6 C7 O6 Cu2 -156.25(13) . . . 3_657 ?
O5 C7 O6 Cu1 143.61(17) . . . 3_657 ?
C6 C7 O6 Cu1 -31.7(2) . . . 3_657 ?
O8 C8 O7 Cu1 -1.9(2) . . . . ?
C9 C8 O7 Cu1 178.14(14) . . . . ?
O8 C8 O7 Cu2 -120.2(2) . . . . ?
C9 C8 O7 Cu2 59.8(3) . . . . ?
O10 C12 O9 Cu3 -4.4(3) . . . . ?
C11 C12 O9 Cu3 172.55(13) . . . . ?
O9 C12 O10 Cu4 -1.5(3) . . . 3_667 ?
C11 C12 O10 Cu4 -178.39(12) . . . 3_667 ?
O12 C14 O11 Cu4 22.4(3) . . . . ?
C13 C14 O11 Cu4 -155.55(13) . . . . ?
O12 C14 O11 Cu3 144.35(17) . . . 3_667 ?
C13 C14 O11 Cu3 -33.6(2) . . . 3_667 ?

_refine_diff_density_max         1.097
_refine_diff_density_min         -0.809
_refine_diff_density_rms         0.067

_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_compound_5
_database_code_depnum_ccdc_archive 'CCDC 1424515'
_audit_update_record             
;
2015-09-15 deposited with the CCDC.
2016-11-28 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT051_compound_5          
;
PROBLEM: Mu(calc) and Mu(CIF) Ratio Differs from 1.0 by .       7.17 %
RESPONSE: The X-ray diffraction measurement was carried out in a synchrotron beamline with a wavelength different from the usual sources, thus the mu(CIF) is slightly different from the calculated one
;

# Added during the CSD deposition process: Tuesday 15th of September 2015 11:40:11 AM
# end Validation Reply Form


_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '3(C44 H40 Cu3 N6 O13), 3(C3 H7 N O), 13(H2 O)'
_chemical_formula_sum            'C141 H167 Cu9 N21 O55'
_chemical_formula_weight         3607.81

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

_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_H-M_alt        'R 3 :H'
_space_group_name_Hall           'R 3'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'

_cell_length_a                   22.535(3)
_cell_length_b                   22.535(3)
_cell_length_c                   29.635(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     13033(5)
_cell_formula_units_Z            3
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       hexagonal-prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_F_000             5583
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.163
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
absorption coefficient mu differs from calculated by PLATON due to the 
use of synchrotron radiation with a wavelenght different than those of 
conventional sources MoKa, CuKa, etc.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7293
_diffrn_radiation_type           ?
_diffrn_source                   synchrotron
_diffrn_source_type              'ESRF-CRG BM16'
_diffrn_radiation_monochromator  'Si 111'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9.6
_diffrn_radiation_detector       'ADSC Q210r CCD (binned mode)'
_diffrn_measurement_device_type  'Single-axis HUBER diffractometer'
_diffrn_measurement_method       'phi scans'
_diffrn_reflns_number            40435
_diffrn_reflns_av_unetI/netI     0.0441
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.855
_diffrn_reflns_theta_max         28.500
_diffrn_reflns_theta_full        25.950
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             13469
_reflns_number_gt                13019
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.988
_reflns_Friedel_fraction_max     0.984
_reflns_Friedel_fraction_full    0.983

_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       'MxCube (ESRF, 2006)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1324P)²+25.6710P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0043(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 6208 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.010(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         13469
_refine_ls_number_parameters     680
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0668
_refine_ls_R_factor_gt           0.0654
_refine_ls_wR_factor_ref         0.1829
_refine_ls_wR_factor_gt          0.1803
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.25903(3) 0.45235(3) 0.72259(2) 0.0314(2) Uani 1 1 d . . . . .
Cu2 Cu 0.21070(4) 0.44087(4) 0.87353(3) 0.0418(2) Uani 1 1 d . . . . .
Cu3 Cu 0.22002(5) 0.06155(4) 0.64952(4) 0.0491(3) Uani 1 1 d . . . . .
C1 C 0.3451(3) 0.4150(3) 0.6800(3) 0.0426(14) Uani 1 1 d . . . . .
C2 C 0.4049(4) 0.4025(4) 0.6738(4) 0.059(2) Uani 1 1 d . . . . .
H2A H 0.4411 0.4408 0.6575 0.071 Uiso 1 1 calc R U . . .
H2B H 0.4227 0.4006 0.7033 0.071 Uiso 1 1 calc R U . . .
C3 C 0.3853(4) 0.3369(3) 0.6485(3) 0.0481(17) Uani 1 1 d . . . . .
H3 H 0.3655 0.3385 0.6195 0.058 Uiso 1 1 calc R U . . .
C4 C 0.3318(4) 0.2738(4) 0.6744(3) 0.0522(18) Uani 1 1 d . . . . .
H4A H 0.3531 0.2684 0.7013 0.063 Uiso 1 1 calc DR U . . .
H4B H 0.2954 0.2820 0.6840 0.063 Uiso 1 1 calc R U . . .
C5 C 0.3004(3) 0.2074(4) 0.6478(3) 0.0471(16) Uani 1 1 d . . . . .
C6 C 0.4480(4) 0.3277(4) 0.6393(4) 0.059(2) Uani 1 1 d . . . . .
H6A H 0.4706 0.3298 0.6676 0.071 Uiso 1 1 calc R U . . .
H6B H 0.4325 0.2830 0.6260 0.071 Uiso 1 1 calc R U . . .
C7 C 0.4985(4) 0.3824(4) 0.6078(3) 0.055(2) Uani 1 1 d . . . . .
C8 C 0.2922(3) 0.5405(3) 0.65078(18) 0.0294(10) Uani 1 1 d . . . . .
C9 C 0.3407(3) 0.6056(3) 0.62509(18) 0.0281(9) Uani 1 1 d . . . . .
H9A H 0.3305 0.5986 0.5931 0.034 Uiso 1 1 calc R U . . .
H9B H 0.3875 0.6159 0.6294 0.034 Uiso 1 1 calc R U . . .
C10 C 0.3333 0.6667 0.6417(3) 0.0263(15) Uani 1 3 d S T P . .
H10 H 0.3333 0.6667 0.6748 0.032 Uiso 1 3 calc R U P . .
C11 C 0.2907(3) 0.5376(3) 0.81826(19) 0.0313(10) Uani 1 1 d . . . . .
C12 C 0.3396(3) 0.6058(3) 0.79741(19) 0.0283(10) Uani 1 1 d . . . . .
H12A H 0.3326 0.6022 0.7650 0.034 Uiso 1 1 calc R U . . .
H12B H 0.3860 0.6154 0.8030 0.034 Uiso 1 1 calc R U . . .
C13 C 0.3333 0.6667 0.8143(3) 0.0274(16) Uani 1 3 d S T P . .
H13 H 0.3333 0.6667 0.8474 0.033 Uiso 1 3 calc R U P . .
C14 C 0.1292(3) 0.0657(3) 0.7073(2) 0.0338(11) Uani 1 1 d . . . . .
C15 C 0.0640(3) 0.0647(3) 0.7213(2) 0.0364(12) Uani 1 1 d . . . . .
H15A H 0.0643 0.1049 0.7094 0.044 Uiso 1 1 calc R U . . .
H15B H 0.0623 0.0664 0.7540 0.044 Uiso 1 1 calc R U . . .
C16 C 0.0000 0.0000 0.7042(3) 0.0305(17) Uani 1 3 d S T P . .
H16 H 0.0000 0.0000 0.6711 0.037 Uiso 1 3 calc R U P . .
C17 C 0.2052(4) 0.3059(3) 0.7505(3) 0.0416(14) Uani 1 1 d . . . . .
H17 H 0.2501 0.3151 0.7479 0.050 Uiso 1 1 calc R U . . .
C18 C 0.1545(4) 0.2403(3) 0.7617(3) 0.0508(17) Uani 1 1 d . . . . .
H18 H 0.1654 0.2061 0.7666 0.061 Uiso 1 1 calc R U . . .
C19 C 0.0888(4) 0.2264(4) 0.7654(3) 0.056(2) Uani 1 1 d . . . . .
H19 H 0.0542 0.1824 0.7728 0.067 Uiso 1 1 calc R U . . .
C20 C 0.0733(4) 0.2781(4) 0.7583(3) 0.0476(15) Uani 1 1 d . . . . .
H20 H 0.0283 0.2692 0.7601 0.057 Uiso 1 1 calc R U . . .
C21 C 0.1268(3) 0.3437(3) 0.7483(2) 0.0381(12) Uani 1 1 d . . . . .
C22 C 0.1176(3) 0.4040(3) 0.7430(2) 0.0371(11) Uani 1 1 d . . . . .
C23 C 0.0580(4) 0.4024(4) 0.7519(3) 0.0484(15) Uani 1 1 d . . . . .
H23 H 0.0197 0.3624 0.7619 0.058 Uiso 1 1 calc R U . . .
C24 C 0.0559(4) 0.4635(4) 0.7457(3) 0.0487(15) Uani 1 1 d . . . . .
H24 H 0.0154 0.4639 0.7509 0.058 Uiso 1 1 calc R U . . .
C25 C 0.1132(4) 0.5217(4) 0.7321(3) 0.0434(14) Uani 1 1 d . . . . .
H25 H 0.1129 0.5626 0.7288 0.052 Uiso 1 1 calc R U . . .
C26 C 0.1715(3) 0.5184(3) 0.7234(2) 0.0352(11) Uani 1 1 d . . . . .
H26 H 0.2105 0.5576 0.7134 0.042 Uiso 1 1 calc R U . . .
C27 C 0.1694(6) 0.2933(4) 0.8803(4) 0.069(2) Uani 1 1 d . . . . .
H27 H 0.2160 0.3089 0.8826 0.082 Uiso 1 1 calc R U . . .
C28 C 0.1229(7) 0.2222(5) 0.8826(5) 0.076(3) Uani 1 1 d . . . . .
H28 H 0.1378 0.1906 0.8854 0.091 Uiso 1 1 calc R U . . .
C29 C 0.0547(7) 0.2023(6) 0.8806(5) 0.085(3) Uani 1 1 d . . . . .
H29 H 0.0222 0.1563 0.8843 0.102 Uiso 1 1 calc R U . . .
C30 C 0.0340(6) 0.2470(6) 0.8734(3) 0.076(3) Uani 1 1 d . . . . .
H30 H -0.0125 0.2322 0.8705 0.092 Uiso 1 1 calc R U . . .
C31 C 0.0824(5) 0.3163(6) 0.8704(3) 0.067(3) Uani 1 1 d . . . . .
C32 C 0.0671(4) 0.3714(6) 0.8661(3) 0.072(3) Uani 1 1 d . . . . .
C33 C -0.0027(6) 0.3613(10) 0.8631(5) 0.102(5) Uani 1 1 d . . . . .
H33 H -0.0403 0.3172 0.8628 0.123 Uiso 1 1 calc R U . . .
C34 C -0.0117(9) 0.4115(12) 0.8611(6) 0.116(6) Uani 1 1 d . . . . .
H34 H -0.0562 0.4038 0.8590 0.139 Uiso 1 1 calc R U . . .
C35 C 0.0485(9) 0.4861(11) 0.8619(6) 0.115(6) Uani 1 1 d . . . . .
H35 H 0.0429 0.5243 0.8616 0.137 Uiso 1 1 calc R U . . .
C36 C 0.1126(6) 0.4898(8) 0.8630(4) 0.079(3) Uani 1 1 d . . . . .
H36 H 0.1515 0.5330 0.8618 0.094 Uiso 1 1 calc R U . . .
C37 C 0.3613(5) 0.0782(6) 0.6510(4) 0.072(3) Uani 1 1 d . . . . .
H37 H 0.3778 0.1248 0.6548 0.086 Uiso 1 1 calc R U . . .
C38 C 0.4081(6) 0.0544(7) 0.6490(4) 0.081(3) Uani 1 1 d . . . . .
H38 H 0.4548 0.0844 0.6525 0.098 Uiso 1 1 calc R U . . .
C40 C 0.3835(6) -0.0136(7) 0.6418(4) 0.072(3) Uani 1 1 d . . . . .
H40 H 0.4141 -0.0298 0.6390 0.087 Uiso 1 1 calc R U . . .
C41 C 0.3143(5) -0.0588(6) 0.6388(3) 0.062(2) Uani 1 1 d . . . . .
H41 H 0.2973 -0.1055 0.6349 0.074 Uiso 1 1 calc R U . . .
C42 C 0.2709(5) -0.0317(4) 0.6417(3) 0.0520(18) Uani 1 1 d . . . . .
C43 C 0.1965(5) -0.0740(4) 0.6359(3) 0.0499(17) Uani 1 1 d . . . . .
C44 C 0.1615(6) -0.1440(5) 0.6293(3) 0.060(2) Uani 1 1 d . . . . .
H44 H 0.1848 -0.1684 0.6303 0.072 Uiso 1 1 calc R U . . .
C45 C 0.0908(6) -0.1782(4) 0.6210(3) 0.066(2) Uani 1 1 d . . . . .
H45 H 0.0666 -0.2254 0.6163 0.079 Uiso 1 1 calc R U . . .
C46 C 0.0580(6) -0.1406(5) 0.6200(3) 0.065(2) Uani 1 1 d . . . . .
H46 H 0.0112 -0.1616 0.6143 0.078 Uiso 1 1 calc R U . . .
C47 C 0.0968(4) -0.0698(4) 0.6277(3) 0.0532(17) Uani 1 1 d . . . . .
H47 H 0.0746 -0.0444 0.6273 0.064 Uiso 1 1 calc R U . . .
N1 N 0.1918(3) 0.3567(2) 0.74313(18) 0.0341(10) Uani 1 1 d . . . . .
N2 N 0.1742(3) 0.4611(3) 0.72879(17) 0.0334(10) Uani 1 1 d . . . . .
N3 N 0.1488(4) 0.3389(4) 0.8751(3) 0.0586(17) Uani 1 1 d . . . . .
N4 N 0.1213(4) 0.4367(5) 0.8657(3) 0.062(2) Uani 1 1 d . . . . .
N5 N 0.2936(4) 0.0357(4) 0.6476(3) 0.0558(16) Uani 1 1 d . . . . .
N6 N 0.1637(4) -0.0376(3) 0.6353(2) 0.0479(13) Uani 1 1 d . . . . .
O1 O 0.3356(2) 0.4338(2) 0.71905(18) 0.0410(10) Uani 1 1 d . . . . .
O2 O 0.3084(3) 0.4075(3) 0.6478(2) 0.0592(15) Uani 1 1 d . . . . .
O3 O 0.2826(3) 0.1543(3) 0.6689(2) 0.0595(15) Uani 1 1 d . . . . .
O4 O 0.2918(4) 0.2081(4) 0.6063(3) 0.074(2) Uani 1 1 d . . . . .
O5 O 0.5531(3) 0.4310(3) 0.6226(3) 0.0633(16) Uani 1 1 d . . . . .
O6 O 0.4829(3) 0.3772(3) 0.5657(2) 0.0546(14) Uani 1 1 d . . . . .
O7 O 0.3121(2) 0.53886(19) 0.69144(13) 0.0309(8) Uani 1 1 d . . . . .
O8 O 0.2380(2) 0.4952(2) 0.63400(15) 0.0358(9) Uani 1 1 d . . . . .
O9 O 0.2765(2) 0.4829(2) 0.79824(15) 0.0372(9) Uani 1 1 d . . . . .
O10 O 0.2653(3) 0.5373(2) 0.85677(15) 0.0417(10) Uani 1 1 d . . . . .
O11 O 0.1399(3) 0.0686(2) 0.66488(17) 0.0424(10) Uani 1 1 d . . . . .
O12 O 0.1676(3) 0.0620(3) 0.73585(19) 0.0479(11) Uani 1 1 d . . . . .
O1W O 0.2070(6) 0.0835(6) 0.5738(3) 0.089(2) Uani 1 1 d . . . . .
C48 C -0.1121(8) 0.2044(8) 0.7668(6) 0.104(6) Uani 1 1 d D . . . .
H48 H -0.0982 0.1879 0.7427 0.124 Uiso 1 1 calc R U . . .
C49 C -0.167(3) 0.2005(12) 0.8405(9) 0.35(4) Uani 1 1 d . . . . .
H49A H -0.1366 0.2486 0.8357 0.520 Uiso 1 1 calc R U . . .
H49B H -0.1480 0.1844 0.8633 0.520 Uiso 1 1 calc R U . . .
H49C H -0.2108 0.1928 0.8502 0.520 Uiso 1 1 calc R U . . .
C50 C -0.2176(11) 0.0880(10) 0.7891(8) 0.141(9) Uani 1 1 d . . . . .
H50A H -0.1887 0.0683 0.7852 0.212 Uiso 1 1 calc DR U . . .
H50B H -0.2450 0.0799 0.7626 0.212 Uiso 1 1 calc DR U . . .
H50C H -0.2470 0.0673 0.8147 0.212 Uiso 1 1 calc DR U . . .
N7 N -0.1751(7) 0.1617(8) 0.7966(5) 0.104(4) Uani 1 1 d D . . . .
O13 O -0.0835(7) 0.2629(9) 0.7799(7) 0.173(8) Uani 1 1 d D . . . .
O2W O 0.1384(5) 0.0808(6) 0.8233(3) 0.091(3) Uani 1 1 d . . . . .
O3W O 0.2312(5) 0.1179(6) 0.8859(3) 0.092(3) Uani 1 1 d . . . . .
O4W O 0.3028(7) 0.3901(7) 0.5588(5) 0.118(4) Uani 1 1 d . . . . .
O6W O 0.0631(8) 0.6345(10) 0.8148(6) 0.166(8) Uani 1 1 d . . . . .
O5W O 0.3333 0.6667 0.5104(3) 0.074(3) Uani 1 3 d S T P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O7 1.937(4) . ?
Cu1 O1 1.970(5) . ?
Cu1 N1 2.011(5) . ?
Cu1 N2 2.027(5) . ?
Cu1 O9 2.320(5) . ?
Cu2 O6 1.949(6) 5 ?
Cu2 O10 1.951(5) . ?
Cu2 N4 1.982(7) . ?
Cu2 N3 2.005(8) . ?
Cu2 C7 2.546(9) 5 ?
Cu3 O3 1.933(6) . ?
Cu3 O11 1.945(5) . ?
Cu3 N6 1.986(7) . ?
Cu3 N5 2.014(7) . ?
Cu3 O1W 2.347(9) . ?
C1 O2 1.217(10) . ?
C1 O1 1.287(9) . ?
C1 C2 1.518(9) . ?
C2 C3 1.515(10) . ?
C3 C4 1.532(10) . ?
C3 C6 1.552(9) . ?
C4 C5 1.519(10) . ?
C5 O3 1.226(10) . ?
C5 O4 1.244(12) . ?
C6 C7 1.511(11) . ?
C7 O5 1.247(11) . ?
C7 O6 1.287(12) . ?
C7 Cu2 2.546(9) 9_554 ?
C8 O8 1.239(7) . ?
C8 O7 1.293(7) . ?
C8 C9 1.524(7) . ?
C9 C10 1.546(6) . ?
C10 C9 1.546(6) 3_565 ?
C10 C9 1.546(6) 2_665 ?
C11 O9 1.257(7) . ?
C11 O10 1.275(7) . ?
C11 C12 1.505(7) . ?
C12 C13 1.532(6) . ?
C13 C12 1.532(6) 3_565 ?
C13 C12 1.532(6) 2_665 ?
C14 O12 1.243(8) . ?
C14 O11 1.274(8) . ?
C14 C15 1.516(8) . ?
C15 C16 1.536(7) . ?
C16 C15 1.536(7) 3 ?
C16 C15 1.536(7) 2 ?
C17 N1 1.339(8) . ?
C17 C18 1.383(9) . ?
C18 C19 1.355(13) . ?
C19 C20 1.391(12) . ?
C20 C21 1.394(9) . ?
C21 N1 1.353(8) . ?
C21 C22 1.481(9) . ?
C22 N2 1.348(8) . ?
C22 C23 1.351(10) . ?
C23 C24 1.414(11) . ?
C24 C25 1.362(11) . ?
C25 C26 1.378(9) . ?
C26 N2 1.331(8) . ?
C27 N3 1.330(13) . ?
C27 C28 1.411(13) . ?
C28 C29 1.371(19) . ?
C29 C30 1.32(2) . ?
C30 C31 1.391(14) . ?
C31 N3 1.326(13) . ?
C31 C32 1.450(18) . ?
C32 N4 1.364(15) . ?
C32 C33 1.477(16) . ?
C33 C34 1.25(3) . ?
C34 C35 1.54(3) . ?
C35 C36 1.405(16) . ?
C36 N4 1.309(15) . ?
C37 N5 1.339(12) . ?
C37 C38 1.403(17) . ?
C38 C40 1.360(19) . ?
C40 C41 1.375(16) . ?
C41 C42 1.391(12) . ?
C42 N5 1.351(11) . ?
C42 C43 1.466(13) . ?
C43 N6 1.350(10) . ?
C43 C44 1.381(12) . ?
C44 C45 1.401(16) . ?
C45 C46 1.377(16) . ?
C46 C47 1.402(12) . ?
C47 N6 1.327(12) . ?
O6 Cu2 1.949(6) 9_554 ?
C48 O13 1.206(18) . ?
C48 N7 1.53(2) . ?
C49 N7 1.53(3) . ?
C50 N7 1.46(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7 Cu1 O1 91.29(18) . . ?
O7 Cu1 N1 167.9(2) . . ?
O1 Cu1 N1 93.4(2) . . ?
O7 Cu1 N2 94.76(19) . . ?
O1 Cu1 N2 173.9(2) . . ?
N1 Cu1 N2 80.5(2) . . ?
O7 Cu1 O9 103.53(16) . . ?
O1 Cu1 O9 94.5(2) . . ?
N1 Cu1 O9 87.18(18) . . ?
N2 Cu1 O9 84.95(19) . . ?
O6 Cu2 O10 92.8(2) 5 . ?
O6 Cu2 N4 163.5(3) 5 . ?
O10 Cu2 N4 94.8(3) . . ?
O6 Cu2 N3 94.9(3) 5 . ?
O10 Cu2 N3 166.3(3) . . ?
N4 Cu2 N3 80.8(4) . . ?
O6 Cu2 C7 29.7(3) 5 5 ?
O10 Cu2 C7 95.3(2) . 5 ?
N4 Cu2 C7 134.7(3) . 5 ?
N3 Cu2 C7 97.0(3) . 5 ?
O3 Cu3 O11 92.8(2) . . ?
O3 Cu3 N6 171.6(3) . . ?
O11 Cu3 N6 92.5(2) . . ?
O3 Cu3 N5 93.4(3) . . ?
O11 Cu3 N5 164.3(3) . . ?
N6 Cu3 N5 79.9(3) . . ?
O3 Cu3 O1W 99.0(3) . . ?
O11 Cu3 O1W 89.3(3) . . ?
N6 Cu3 O1W 87.6(3) . . ?
N5 Cu3 O1W 104.0(3) . . ?
O2 C1 O1 122.5(6) . . ?
O2 C1 C2 118.9(7) . . ?
O1 C1 C2 118.6(7) . . ?
C3 C2 C1 112.9(6) . . ?
C2 C3 C4 111.6(7) . . ?
C2 C3 C6 112.2(6) . . ?
C4 C3 C6 108.2(6) . . ?
C5 C4 C3 114.7(6) . . ?
O3 C5 O4 122.6(8) . . ?
O3 C5 C4 117.5(8) . . ?
O4 C5 C4 119.9(8) . . ?
C7 C6 C3 111.4(6) . . ?
O5 C7 O6 121.7(8) . . ?
O5 C7 C6 120.6(10) . . ?
O6 C7 C6 117.6(8) . . ?
O5 C7 Cu2 73.2(5) . 9_554 ?
O6 C7 Cu2 48.5(4) . 9_554 ?
C6 C7 Cu2 166.1(7) . 9_554 ?
O8 C8 O7 124.3(5) . . ?
O8 C8 C9 122.0(5) . . ?
O7 C8 C9 113.7(5) . . ?
C8 C9 C10 110.7(4) . . ?
C9 C10 C9 110.3(4) 3_565 2_665 ?
C9 C10 C9 110.3(4) 3_565 . ?
C9 C10 C9 110.3(4) 2_665 . ?
O9 C11 O10 121.6(5) . . ?
O9 C11 C12 120.3(5) . . ?
O10 C11 C12 118.1(5) . . ?
C11 C12 C13 115.6(4) . . ?
C12 C13 C12 109.9(4) 3_565 . ?
C12 C13 C12 109.9(4) 3_565 2_665 ?
C12 C13 C12 109.9(4) . 2_665 ?
O12 C14 O11 123.7(6) . . ?
O12 C14 C15 120.8(6) . . ?
O11 C14 C15 115.4(6) . . ?
C14 C15 C16 111.5(5) . . ?
C15 C16 C15 109.7(4) 3 . ?
C15 C16 C15 109.7(4) 3 2 ?
C15 C16 C15 109.7(4) . 2 ?
N1 C17 C18 122.3(7) . . ?
C19 C18 C17 119.4(7) . . ?
C18 C19 C20 119.8(6) . . ?
C19 C20 C21 118.3(7) . . ?
N1 C21 C20 121.6(6) . . ?
N1 C21 C22 114.9(5) . . ?
C20 C21 C22 123.5(6) . . ?
N2 C22 C23 122.6(6) . . ?
N2 C22 C21 114.2(5) . . ?
C23 C22 C21 123.2(6) . . ?
C22 C23 C24 117.8(7) . . ?
C25 C24 C23 119.9(6) . . ?
C24 C25 C26 118.3(6) . . ?
N2 C26 C25 122.5(6) . . ?
N3 C27 C28 122.5(11) . . ?
C29 C28 C27 116.2(11) . . ?
C30 C29 C28 121.7(11) . . ?
C29 C30 C31 119.2(12) . . ?
N3 C31 C30 121.8(11) . . ?
N3 C31 C32 112.6(9) . . ?
C30 C31 C32 125.4(10) . . ?
N4 C32 C31 117.2(8) . . ?
N4 C32 C33 118.4(13) . . ?
C31 C32 C33 124.3(11) . . ?
C34 C33 C32 120.5(16) . . ?
C33 C34 C35 122.3(14) . . ?
C36 C35 C34 112.5(14) . . ?
N4 C36 C35 124.6(15) . . ?
N5 C37 C38 121.9(11) . . ?
C40 C38 C37 118.5(11) . . ?
C38 C40 C41 121.1(9) . . ?
C40 C41 C42 117.3(10) . . ?
N5 C42 C41 123.2(9) . . ?
N5 C42 C43 114.4(7) . . ?
C41 C42 C43 122.4(8) . . ?
N6 C43 C44 121.3(9) . . ?
N6 C43 C42 113.7(7) . . ?
C44 C43 C42 124.9(8) . . ?
C43 C44 C45 119.7(8) . . ?
C46 C45 C44 118.5(8) . . ?
C45 C46 C47 118.5(10) . . ?
N6 C47 C46 122.8(9) . . ?
C17 N1 C21 118.6(5) . . ?
C17 N1 Cu1 126.5(4) . . ?
C21 N1 Cu1 114.9(4) . . ?
C26 N2 C22 118.9(6) . . ?
C26 N2 Cu1 125.8(4) . . ?
C22 N2 Cu1 115.0(4) . . ?
C31 N3 C27 118.5(9) . . ?
C31 N3 Cu2 116.3(7) . . ?
C27 N3 Cu2 125.2(7) . . ?
C36 N4 C32 121.6(10) . . ?
C36 N4 Cu2 125.3(9) . . ?
C32 N4 Cu2 113.0(7) . . ?
C37 N5 C42 118.0(8) . . ?
C37 N5 Cu3 126.9(7) . . ?
C42 N5 Cu3 115.2(6) . . ?
C47 N6 C43 119.2(7) . . ?
C47 N6 Cu3 124.4(5) . . ?
C43 N6 Cu3 116.4(6) . . ?
C1 O1 Cu1 115.2(5) . . ?
C5 O3 Cu3 127.5(6) . . ?
C7 O6 Cu2 101.8(5) . 9_554 ?
C8 O7 Cu1 115.2(3) . . ?
C11 O9 Cu1 132.0(4) . . ?
C11 O10 Cu2 105.4(4) . . ?
C14 O11 Cu3 112.7(4) . . ?
O13 C48 N7 108.7(16) . . ?
C50 N7 C49 127.0(16) . . ?
C50 N7 C48 120.1(17) . . ?
C49 N7 C48 108.8(19) . . ?

_refine_diff_density_max         1.674
_refine_diff_density_min         -0.963
_refine_diff_density_rms         0.140

_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_compound_6
_database_code_depnum_ccdc_archive 'CCDC 1424516'
_audit_update_record             
;
2016-03-18 deposited with the CCDC.
2016-11-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'Cu12, 4(C7 H7 O6), 6(C24 H16 N6), 90(H2 O1), 12(N1 O3)'
_chemical_formula_sum            'C172 H304 Cu12 N48 O150'
_chemical_formula_weight         6206.76

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

_space_group_crystal_system      trigonal
_space_group_IT_number           165
_space_group_name_H-M_alt        'P -3 c 1'
_space_group_name_Hall           '-P 3 2"c'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, -y, -z+1/2'
'-x, -x+y, -z+1/2'
'y, x, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, y, z-1/2'
'x, x-y, z-1/2'
'-y, -x, z-1/2'

_cell_length_a                   23.6201(4)
_cell_length_b                   23.6201(4)
_cell_length_c                   13.6105(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     6576.1(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    16373
_cell_measurement_theta_min      3.7396
_cell_measurement_theta_max      73.3353

_exptl_crystal_description       'hexagonal prism'
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_F_000             2560
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.09
_exptl_absorpt_coefficient_mu    1.750
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.66157
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_ambient_environment      N~2~
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5953
_diffrn_reflns_number            32944
_diffrn_reflns_av_unetI/netI     0.0137
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.743
_diffrn_reflns_theta_max         73.495
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4410
_reflns_number_gt                4077
_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.
;
loop_

_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content

1 0.000 0.000 -0.017 2682 1047 ' '

_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?


_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    ?
_computing_publication_material  ?

_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)+(0.0510P)²+3.8896P] 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         4410
_refine_ls_number_parameters     211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0361
_refine_ls_R_factor_gt           0.0340
_refine_ls_wR_factor_ref         0.0958
_refine_ls_wR_factor_gt          0.0938
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.51299(2) 0.13710(2) 0.37272(2) 0.02291(10) Uani 1 1 d . . . . .
C1 C 0.57122(7) 0.21765(8) 0.53787(12) 0.0221(3) Uani 1 1 d . . . . .
C2 C 0.59772(7) 0.28349(7) 0.58664(12) 0.0204(3) Uani 1 1 d . . . . .
H2A H 0.5991 0.2783 0.6571 0.025 Uiso 1 1 calc R U . . .
H2B H 0.5684 0.3002 0.5737 0.025 Uiso 1 1 calc R U . . .
C3 C 0.6667 0.3333 0.55013(19) 0.0183(5) Uani 1 3 d S T P . .
H3 H 0.6667 0.3333 0.4781 0.022 Uiso 1 3 calc R U P . .
C4 C 0.65500(9) 0.18089(9) 0.34784(14) 0.0310(4) Uani 1 1 d . . . . .
H4 H 0.6632 0.2165 0.3870 0.037 Uiso 1 1 calc R U . . .
C5 C 0.70677(9) 0.18072(9) 0.30157(16) 0.0357(4) Uani 1 1 d . . . . .
H5 H 0.7492 0.2153 0.3102 0.043 Uiso 1 1 calc R U . . .
C6 C 0.69474(9) 0.12851(9) 0.24221(16) 0.0361(4) Uani 1 1 d . . . . .
H6 H 0.7288 0.1278 0.2091 0.043 Uiso 1 1 calc R U . . .
C7 C 0.63099(8) 0.07704(8) 0.23256(15) 0.0304(4) Uani 1 1 d . . . . .
H7 H 0.6218 0.0413 0.1932 0.037 Uiso 1 1 calc R U . . .
C8 C 0.58151(8) 0.07985(7) 0.28234(12) 0.0223(3) Uani 1 1 d . . . . .
C9 C 0.51112(7) 0.03152(7) 0.27092(11) 0.0200(3) Uani 1 1 d . . . . .
C10 C 0.40809(8) 0.02569(7) 0.28417(11) 0.0200(3) Uani 1 1 d . . . . .
C11 C 0.37535(8) 0.05370(8) 0.34405(12) 0.0227(3) Uani 1 1 d . . . . .
C12 C 0.30879(9) 0.02306(9) 0.36060(14) 0.0305(4) Uani 1 1 d . . . . .
H12 H 0.2806 -0.0168 0.3310 0.037 Uiso 1 1 calc R U . . .
C13 C 0.28484(10) 0.05318(10) 0.42258(17) 0.0397(5) Uani 1 1 d . . . . .
H13 H 0.2402 0.0338 0.4343 0.048 Uiso 1 1 calc R U . . .
C14 C 0.32759(11) 0.11168(10) 0.46635(16) 0.0406(5) Uani 1 1 d . . . . .
H14 H 0.3123 0.1329 0.5067 0.049 Uiso 1 1 calc R U . . .
C15 C 0.39413(10) 0.13846(9) 0.44919(14) 0.0315(4) Uani 1 1 d . . . . .
H15 H 0.4232 0.1774 0.4801 0.038 Uiso 1 1 calc R U . . .
N1 N 0.59340(7) 0.13199(7) 0.33869(10) 0.0240(3) Uani 1 1 d . . . . .
N2 N 0.47223(6) 0.05386(6) 0.30184(10) 0.0194(3) Uani 1 1 d . . . . .
N3 N 0.41766(7) 0.11023(7) 0.38995(10) 0.0237(3) Uani 1 1 d . . . . .
O1 O 0.57236(6) 0.17183(6) 0.58038(10) 0.0321(3) Uani 1 1 d . . . . .
O2 O 0.54898(6) 0.21451(6) 0.45080(10) 0.0296(3) Uani 1 1 d . . . . .
O1W O 0.52488(6) 0.18719(6) 0.22787(9) 0.0290(3) Uani 1 1 d . . . . .
O2W O 0.48733(13) 0.04884(11) 0.52048(16) 0.0536(6) Uani 0.75 1 d . . P A 1
O3W O 0.5441(3) 0.0460(3) 0.5408(6) 0.0556(17) Uani 0.25 1 d . . P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O2 1.9082(12) . ?
Cu1 N2 1.9571(14) . ?
Cu1 N1 2.0163(15) . ?
Cu1 N3 2.0246(14) . ?
Cu1 O1W 2.2435(12) . ?
C1 O1 1.239(2) . ?
C1 O2 1.283(2) . ?
C1 C2 1.509(2) . ?
C2 C3 1.5388(17) . ?
C3 C2 1.5389(17) 2_655 ?
C3 C2 1.5389(17) 3_665 ?
C4 N1 1.337(2) . ?
C4 C5 1.377(3) . ?
C5 C6 1.380(3) . ?
C6 C7 1.390(3) . ?
C7 C8 1.381(2) . ?
C8 N1 1.356(2) . ?
C8 C9 1.481(2) . ?
C9 N2 1.336(2) . ?
C9 C9 1.410(3) 4 ?
C10 N2 1.337(2) . ?
C10 C10 1.404(3) 4 ?
C10 C11 1.487(2) . ?
C11 N3 1.356(2) . ?
C11 C12 1.381(2) . ?
C12 C13 1.393(3) . ?
C13 C14 1.374(3) . ?
C14 C15 1.389(3) . ?
C15 N3 1.332(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Cu1 N2 175.47(6) . . ?
O2 Cu1 N1 101.75(6) . . ?
N2 Cu1 N1 80.31(6) . . ?
O2 Cu1 N3 97.39(6) . . ?
N2 Cu1 N3 80.26(6) . . ?
N1 Cu1 N3 160.24(6) . . ?
O2 Cu1 O1W 96.07(5) . . ?
N2 Cu1 O1W 88.03(5) . . ?
N1 Cu1 O1W 87.50(5) . . ?
N3 Cu1 O1W 95.36(5) . . ?
O1 C1 O2 124.59(15) . . ?
O1 C1 C2 121.04(15) . . ?
O2 C1 C2 114.36(14) . . ?
C1 C2 C3 112.41(12) . . ?
C2 C3 C2 110.09(11) . 2_655 ?
C2 C3 C2 110.09(11) . 3_665 ?
C2 C3 C2 110.09(11) 2_655 3_665 ?
N1 C4 C5 122.64(17) . . ?
C4 C5 C6 118.95(17) . . ?
C5 C6 C7 119.08(18) . . ?
C8 C7 C6 118.97(17) . . ?
N1 C8 C7 121.70(15) . . ?
N1 C8 C9 113.72(14) . . ?
C7 C8 C9 124.22(15) . . ?
N2 C9 C9 116.12(9) . 4 ?
N2 C9 C8 113.03(14) . . ?
C9 C9 C8 130.76(10) 4 . ?
N2 C10 C10 116.23(9) . 4 ?
N2 C10 C11 113.07(14) . . ?
C10 C10 C11 130.67(9) 4 . ?
N3 C11 C12 121.75(15) . . ?
N3 C11 C10 113.55(14) . . ?
C12 C11 C10 124.41(15) . . ?
C11 C12 C13 118.53(17) . . ?
C14 C13 C12 119.62(18) . . ?
C13 C14 C15 118.69(18) . . ?
N3 C15 C14 122.28(18) . . ?
C4 N1 C8 118.64(15) . . ?
C4 N1 Cu1 125.30(12) . . ?
C8 N1 Cu1 114.26(11) . . ?
C9 N2 C10 125.36(14) . . ?
C9 N2 Cu1 117.52(10) . . ?
C10 N2 Cu1 117.03(10) . . ?
C15 N3 C11 119.04(15) . . ?
C15 N3 Cu1 126.18(13) . . ?
C11 N3 Cu1 114.33(11) . . ?
C1 O2 Cu1 122.89(11) . . ?

_refine_diff_density_max         0.638
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.056





