# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

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

data_n120921b
_database_code_depnum_ccdc_archive 'CCDC 1007286'
_audit_update_record             
;
2014-10-27 deposited with the CCDC.
2014-12-19 downloaded from the CCDC.
;
#TrackingRef 'N120921B for 2.cif'



_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 Cu3 N10 O16, 2(H2O)'
_chemical_formula_sum            'C10 H12 Cu1.50 N5 O9'
_chemical_formula_weight         441.56

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.5559(5)
_cell_length_b                   9.5691(7)
_cell_length_c                   10.5354(7)
_cell_angle_alpha                102.7580(10)
_cell_angle_beta                 97.5380(10)
_cell_angle_gamma                93.1230(10)
_cell_volume                     733.77(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2235
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      27.98

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.999
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             445
_exptl_absorpt_coefficient_mu    2.258
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6867
_exptl_absorpt_correction_T_max  0.7579
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3755
_diffrn_reflns_av_R_equivalents  0.0133
_diffrn_reflns_av_sigmaI/netI    0.0249
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         25.01
_reflns_number_total             2570
_reflns_number_gt                2256
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
simu 0.001 c5 n5' o5' o6'
simu 0.001 c5 n5 o5 o6
flat 0.002 c5 n5' o5' o6'
flat 0.002 c5 n5 o5 o6
dfix 2.15 0.01 o5 o6 o5' o6'
dfix 1.48 0.01 n5 c5 n5' c5
dfix 1.20 0.01 o5 n5 o6 n5 o5' n5' o6' n5'

;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0448P)²+2.0079P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2570
_refine_ls_number_parameters     246
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.0450
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.0998
_refine_ls_wR_factor_gt          0.0956
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.0000 0.5000 0.5000 0.02595(19) Uani 1 2 d S . .
Cu2 Cu -0.07495(6) 0.85445(5) 0.55410(5) 0.02519(17) Uani 1 1 d . . .
O1 O 0.4755(5) 0.6283(4) 0.3593(5) 0.0725(13) Uani 1 1 d . . .
O2 O 0.3894(5) 0.8384(4) 0.3553(5) 0.0781(16) Uani 1 1 d . . .
O3 O 0.0040(3) 0.9360(3) 0.3716(3) 0.0253(6) Uani 1 1 d . . .
O4 O 0.1062(6) 0.9476(4) 0.1866(4) 0.0575(11) Uani 1 1 d . B .
O7 O -0.3204(4) 0.9025(3) 0.5355(3) 0.0422(8) Uani 1 1 d . . .
H7A H -0.3378 0.9891 0.5640 0.063 Uiso 1 1 d R . .
H7B H -0.3981 0.8701 0.4692 0.063 Uiso 1 1 d R . .
O8 O -0.1451(4) 0.6540(3) 0.4877(3) 0.0337(7) Uani 1 1 d . . .
H8' H -0.2557 0.6425 0.4607 0.051 Uiso 1 1 d R . .
N1 N 0.1936(4) 0.6535(3) 0.5966(3) 0.0271(7) Uani 1 1 d . . .
N2 N 0.1598(5) 0.7959(3) 0.6175(4) 0.0302(8) Uani 1 1 d . . .
N3 N 0.4240(4) 0.7826(4) 0.7186(3) 0.0286(8) Uani 1 1 d . . .
N4 N 0.5922(5) 0.8165(4) 0.8002(4) 0.0383(9) Uani 1 1 d . . .
H4" H 0.6557 0.8778 0.7662 0.046 Uiso 1 1 d R . .
H4' H 0.5700 0.8559 0.8817 0.046 Uiso 1 1 d R . .
C1 C 0.3005(6) 0.8721(4) 0.6907(5) 0.0349(10) Uani 1 1 d . . .
H1 H 0.3134 0.9718 0.7188 0.042 Uiso 1 1 calc R . .
C2 C 0.3546(5) 0.6497(4) 0.6594(4) 0.0311(9) Uani 1 1 d . . .
H2 H 0.4117 0.5665 0.6621 0.037 Uiso 1 1 calc R . .
C3 C 0.1811(5) 0.6362(4) 0.2549(4) 0.0294(9) Uani 1 1 d . . .
C4 C 0.0361(5) 0.7147(4) 0.2231(4) 0.0261(8) Uani 1 1 d . B .
C5 C -0.1218(5) 0.6341(5) 0.1559(4) 0.0341(7) Uani 1 1 d DU . .
C6 C -0.1397(6) 0.4855(4) 0.1209(4) 0.0326(10) Uani 1 1 d . B .
H6 H -0.2474 0.4365 0.0761 0.039 Uiso 1 1 calc R . .
C7 C 0.0033(6) 0.4111(5) 0.1531(5) 0.0381(11) Uani 1 1 d . . .
H7 H -0.0066 0.3111 0.1309 0.046 Uiso 1 1 calc R B .
C8 C 0.1625(6) 0.4868(5) 0.2190(4) 0.0342(10) Uani 1 1 d . B .
H8 H 0.2597 0.4363 0.2398 0.041 Uiso 1 1 calc R . .
C9 C 0.3635(6) 0.7062(5) 0.3293(5) 0.0381(11) Uani 1 1 d . . .
C10 C 0.0510(5) 0.8792(4) 0.2604(4) 0.0294(9) Uani 1 1 d . . .
O9 O 0.3290(8) 0.8585(7) 0.0002(6) 0.0632(16) Uani 0.714(8) 1 d P A 1
O9' O 0.241(2) 0.9101(18) -0.0464(16) 0.0632(16) Uani 0.286(8) 1 d P A 2
N5 N -0.2882(10) 0.7055(9) 0.1363(5) 0.0352(7) Uani 0.486(7) 1 d PDU B 1
O5 O -0.2907(10) 0.8345(8) 0.1587(8) 0.0412(10) Uani 0.486(7) 1 d PDU B 1
O6 O -0.4278(9) 0.6365(8) 0.0971(8) 0.0422(9) Uani 0.486(7) 1 d PDU B 1
N5' N -0.2688(9) 0.7061(8) 0.0962(5) 0.0352(7) Uani 0.514(7) 1 d PDU B 2
O5' O -0.2485(10) 0.8346(7) 0.1109(8) 0.0412(10) Uani 0.514(7) 1 d PDU B 2
O6' O -0.4048(9) 0.6346(7) 0.0343(8) 0.0422(9) Uani 0.514(7) 1 d PDU 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 O8 1.901(3) . ?
Cu1 O8 1.901(3) 2_566 ?
Cu1 N1 2.012(3) 2_566 ?
Cu1 N1 2.012(3) . ?
Cu2 O8 1.910(3) . ?
Cu2 O7 1.931(3) . ?
Cu2 N2 1.967(3) . ?
Cu2 O3 2.000(3) 2_576 ?
Cu2 O3 2.361(3) . ?
O1 C9 1.214(6) . ?
O2 C9 1.233(6) . ?
O3 C10 1.282(5) . ?
O3 Cu2 2.000(3) 2_576 ?
O4 C10 1.219(5) . ?
O7 H7A 0.8400 . ?
O7 H7B 0.8400 . ?
O8 H8' 0.8399 . ?
N1 C2 1.313(5) . ?
N1 N2 1.375(4) . ?
N2 C1 1.307(5) . ?
N3 C2 1.332(5) . ?
N3 C1 1.348(5) . ?
N3 N4 1.416(5) . ?
N4 H4" 0.8999 . ?
N4 H4' 0.9001 . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C8 1.390(6) . ?
C3 C4 1.408(6) . ?
C3 C9 1.532(6) . ?
C4 C5 1.399(6) . ?
C4 C10 1.530(5) . ?
C5 C6 1.382(6) . ?
C5 N5 1.476(7) . ?
C5 N5' 1.482(7) . ?
C6 C7 1.372(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.385(6) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
N5 O6 1.187(7) . ?
N5 O5 1.206(7) . ?
N5' O5' 1.204(7) . ?
N5' O6' 1.224(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
O8 Cu1 O8 180.00(9) . 2_566 ?
O8 Cu1 N1 94.22(12) . 2_566 ?
O8 Cu1 N1 85.78(12) 2_566 2_566 ?
O8 Cu1 N1 85.78(12) . . ?
O8 Cu1 N1 94.22(12) 2_566 . ?
N1 Cu1 N1 180.0 2_566 . ?
O8 Cu2 O7 92.16(12) . . ?
O8 Cu2 N2 86.30(13) . . ?
O7 Cu2 N2 164.72(16) . . ?
O8 Cu2 O3 178.36(12) . 2_576 ?
O7 Cu2 O3 87.39(12) . 2_576 ?
N2 Cu2 O3 93.73(12) . 2_576 ?
O8 Cu2 O3 104.87(12) . . ?
O7 Cu2 O3 96.68(13) . . ?
N2 Cu2 O3 98.41(13) . . ?
O3 Cu2 O3 76.75(11) 2_576 . ?
C10 O3 Cu2 117.4(3) . 2_576 ?
C10 O3 Cu2 136.5(3) . . ?
Cu2 O3 Cu2 103.25(11) 2_576 . ?
Cu2 O7 H7A 116.7 . . ?
Cu2 O7 H7B 125.4 . . ?
H7A O7 H7B 107.0 . . ?
Cu1 O8 Cu2 126.58(15) . . ?
Cu1 O8 H8' 123.7 . . ?
Cu2 O8 H8' 109.2 . . ?
C2 N1 N2 106.6(3) . . ?
C2 N1 Cu1 133.2(3) . . ?
N2 N1 Cu1 119.9(2) . . ?
C1 N2 N1 107.9(3) . . ?
C1 N2 Cu2 130.5(3) . . ?
N1 N2 Cu2 121.5(3) . . ?
C2 N3 C1 106.8(3) . . ?
C2 N3 N4 124.5(3) . . ?
C1 N3 N4 128.6(3) . . ?
N3 N4 H4" 106.5 . . ?
N3 N4 H4' 106.7 . . ?
H4" N4 H4' 112.9 . . ?
N2 C1 N3 108.8(4) . . ?
N2 C1 H1 125.6 . . ?
N3 C1 H1 125.6 . . ?
N1 C2 N3 109.9(3) . . ?
N1 C2 H2 125.1 . . ?
N3 C2 H2 125.1 . . ?
C8 C3 C4 119.9(4) . . ?
C8 C3 C9 116.5(4) . . ?
C4 C3 C9 123.6(4) . . ?
C5 C4 C3 116.4(4) . . ?
C5 C4 C10 122.0(4) . . ?
C3 C4 C10 121.6(4) . . ?
C6 C5 C4 123.4(4) . . ?
C6 C5 N5 115.9(5) . . ?
C4 C5 N5 120.0(5) . . ?
C6 C5 N5' 115.6(5) . . ?
C4 C5 N5' 120.0(5) . . ?
N5 C5 N5' 18.14(17) . . ?
C7 C6 C5 119.2(4) . . ?
C7 C6 H6 120.4 . . ?
C5 C6 H6 120.4 . . ?
C6 C7 C8 119.2(4) . . ?
C6 C7 H7 120.4 . . ?
C8 C7 H7 120.4 . . ?
C7 C8 C3 121.9(4) . . ?
C7 C8 H8 119.1 . . ?
C3 C8 H8 119.1 . . ?
O1 C9 O2 123.4(4) . . ?
O1 C9 C3 118.2(4) . . ?
O2 C9 C3 118.5(4) . . ?
O4 C10 O3 124.2(4) . . ?
O4 C10 C4 120.1(4) . . ?
O3 C10 C4 115.7(4) . . ?
O6 N5 O5 116.7(7) . . ?
O6 N5 C5 120.5(7) . . ?
O5 N5 C5 122.8(7) . . ?
O5' N5' O6' 122.5(7) . . ?
O5' N5' C5 117.7(6) . . ?
O6' N5' C5 119.8(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
O8 Cu2 O3 C10 -20.9(4) . . . . ?
O7 Cu2 O3 C10 -114.9(4) . . . . ?
N2 Cu2 O3 C10 67.5(4) . . . . ?
O3 Cu2 O3 C10 159.3(4) 2_576 . . . ?
O8 Cu2 O3 Cu2 179.75(11) . . . 2_576 ?
O7 Cu2 O3 Cu2 85.72(13) . . . 2_576 ?
N2 Cu2 O3 Cu2 -91.88(13) . . . 2_576 ?
O3 Cu2 O3 Cu2 0.0 2_576 . . 2_576 ?
O8 Cu1 O8 Cu2 -157(19) 2_566 . . . ?
N1 Cu1 O8 Cu2 -179.6(2) 2_566 . . . ?
N1 Cu1 O8 Cu2 0.4(2) . . . . ?
O7 Cu2 O8 Cu1 -165.3(2) . . . . ?
N2 Cu2 O8 Cu1 -0.5(2) . . . . ?
O3 Cu2 O8 Cu1 -91(4) 2_576 . . . ?
O3 Cu2 O8 Cu1 97.2(2) . . . . ?
O8 Cu1 N1 C2 172.9(4) . . . . ?
O8 Cu1 N1 C2 -7.1(4) 2_566 . . . ?
N1 Cu1 N1 C2 -115(12) 2_566 . . . ?
O8 Cu1 N1 N2 0.0(3) . . . . ?
O8 Cu1 N1 N2 180.0(3) 2_566 . . . ?
N1 Cu1 N1 N2 72(11) 2_566 . . . ?
C2 N1 N2 C1 0.4(5) . . . . ?
Cu1 N1 N2 C1 175.0(3) . . . . ?
C2 N1 N2 Cu2 -174.9(3) . . . . ?
Cu1 N1 N2 Cu2 -0.3(4) . . . . ?
O8 Cu2 N2 C1 -173.7(4) . . . . ?
O7 Cu2 N2 C1 -89.1(6) . . . . ?
O3 Cu2 N2 C1 4.6(4) 2_576 . . . ?
O3 Cu2 N2 C1 81.8(4) . . . . ?
O8 Cu2 N2 N1 0.4(3) . . . . ?
O7 Cu2 N2 N1 85.1(6) . . . . ?
O3 Cu2 N2 N1 178.8(3) 2_576 . . . ?
O3 Cu2 N2 N1 -104.1(3) . . . . ?
N1 N2 C1 N3 -0.5(5) . . . . ?
Cu2 N2 C1 N3 174.2(3) . . . . ?
C2 N3 C1 N2 0.5(5) . . . . ?
N4 N3 C1 N2 -176.3(4) . . . . ?
N2 N1 C2 N3 -0.1(5) . . . . ?
Cu1 N1 C2 N3 -173.7(3) . . . . ?
C1 N3 C2 N1 -0.2(5) . . . . ?
N4 N3 C2 N1 176.7(4) . . . . ?
C8 C3 C4 C5 0.3(6) . . . . ?
C9 C3 C4 C5 -179.4(4) . . . . ?
C8 C3 C4 C10 -179.8(4) . . . . ?
C9 C3 C4 C10 0.5(6) . . . . ?
C3 C4 C5 C6 0.0(6) . . . . ?
C10 C4 C5 C6 -179.9(4) . . . . ?
C3 C4 C5 N5 170.7(4) . . . . ?
C10 C4 C5 N5 -9.2(6) . . . . ?
C3 C4 C5 N5' -168.3(4) . . . . ?
C10 C4 C5 N5' 11.8(6) . . . . ?
C4 C5 C6 C7 0.1(7) . . . . ?
N5 C5 C6 C7 -171.0(4) . . . . ?
N5' C5 C6 C7 168.9(4) . . . . ?
C5 C6 C7 C8 -0.5(7) . . . . ?
C6 C7 C8 C3 0.8(7) . . . . ?
C4 C3 C8 C7 -0.7(7) . . . . ?
C9 C3 C8 C7 179.1(4) . . . . ?
C8 C3 C9 O1 -4.5(7) . . . . ?
C4 C3 C9 O1 175.2(5) . . . . ?
C8 C3 C9 O2 175.3(5) . . . . ?
C4 C3 C9 O2 -5.0(7) . . . . ?
Cu2 O3 C10 O4 -13.8(6) 2_576 . . . ?
Cu2 O3 C10 O4 -171.1(3) . . . . ?
Cu2 O3 C10 C4 165.5(3) 2_576 . . . ?
Cu2 O3 C10 C4 8.3(5) . . . . ?
C5 C4 C10 O4 -92.4(5) . . . . ?
C3 C4 C10 O4 87.7(5) . . . . ?
C5 C4 C10 O3 88.2(5) . . . . ?
C3 C4 C10 O3 -91.6(5) . . . . ?
C6 C5 N5 O6 2.6(4) . . . . ?
C4 C5 N5 O6 -168.9(5) . . . . ?
N5' C5 N5 O6 95.9(18) . . . . ?
C6 C5 N5 O5 -177.5(4) . . . . ?
C4 C5 N5 O5 11.1(5) . . . . ?
N5' C5 N5 O5 -84.1(18) . . . . ?
C6 C5 N5' O5' -171.1(4) . . . . ?
C4 C5 N5' O5' -2.0(4) . . . . ?
N5 C5 N5' O5' 93.4(18) . . . . ?
C6 C5 N5' O6' 8.8(4) . . . . ?
C4 C5 N5' O6' 178.0(4) . . . . ?
N5 C5 N5' O6' -86.7(18) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.185
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.088
####################################################################### 
# 
# 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_130108c
_database_code_depnum_ccdc_archive 'CCDC 1007288'
_audit_update_record             
;
2014-10-27 deposited with the CCDC.
2014-12-19 downloaded from the CCDC.
;
#TrackingRef '130108C for 4.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C12 H16 Cu3 N8 O11 S), 2(O0.50)'
_chemical_formula_sum            'C24 H38 Cu6 N16 O25 S2'
_chemical_formula_weight         1396.06

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   23.989(6)
_cell_length_b                   15.168(4)
_cell_length_c                   14.285(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.389(4)
_cell_angle_gamma                90.00
_cell_volume                     4528.9(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2446
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      26.81

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            BLUE
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_diffrn    2.047
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2800
_exptl_absorpt_coefficient_mu    2.965
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6326
_exptl_absorpt_correction_T_max  0.6647
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11462
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_av_sigmaI/netI    0.0460
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.97
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3968
_reflns_number_gt                2838
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0447P)²+19.9966P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3968
_refine_ls_number_parameters     343
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0414
_refine_ls_wR_factor_ref         0.1080
_refine_ls_wR_factor_gt          0.0953
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.29935(3) 0.27323(4) 0.45487(4) 0.02280(17) Uani 1 1 d . . .
Cu2 Cu 0.29813(3) 0.06143(4) 0.45833(5) 0.02592(18) Uani 1 1 d . . .
Cu3 Cu 0.25347(3) 0.41456(4) 0.24542(5) 0.02902(19) Uani 1 1 d . . .
S1 S 0.58202(8) 0.16925(11) 1.12029(12) 0.0461(4) Uani 1 1 d . . .
O1 O 0.36195(17) 0.0918(2) 0.6068(3) 0.0285(8) Uani 1 1 d . . .
O2 O 0.36802(15) 0.2393(2) 0.6007(2) 0.0232(8) Uani 1 1 d . . .
O3 O 0.34770(17) 0.3306(2) 0.7689(3) 0.0303(8) Uani 1 1 d . . .
O4 O 0.43505(18) 0.3973(2) 0.7852(3) 0.0376(10) Uani 1 1 d . . .
O5 O 0.6362(3) 0.1265(6) 1.1256(4) 0.120(3) Uani 1 1 d . . .
O6 O 0.5553(3) 0.1233(4) 1.1756(4) 0.0776(17) Uani 1 1 d . . .
O7 O 0.5926(3) 0.2602(4) 1.1539(4) 0.130(3) Uani 1 1 d . . .
O8 O 0.25233(15) 0.1676(2) 0.4436(3) 0.0234(8) Uani 1 1 d . . .
H8 H 0.2215 0.1663 0.3795 0.035 Uiso 1 1 d R . .
O9 O 0.24185(17) 0.3145(2) 0.3140(3) 0.0319(9) Uani 1 1 d . . .
H9' H 0.2088 0.2865 0.2689 0.048 Uiso 1 1 d R . .
O10 O 0.23374(18) 0.0136(2) 0.3251(3) 0.0379(10) Uani 1 1 d . . .
H10' H 0.2081 0.0545 0.2883 0.057 Uiso 1 1 d R . .
O11 O 0.1992(2) 0.5118(3) 0.3048(4) 0.0630(14) Uani 1 1 d . . .
H11B H 0.1776 0.4730 0.3161 0.094 Uiso 1 1 d R . .
H11A H 0.1744 0.5486 0.2581 0.094 Uiso 1 1 d R . .
O12 O 0.2201(7) 0.1409(9) 0.0451(11) 0.106(5) Uani 0.50 1 d P . .
O13 O 0.3986(5) 0.5784(7) 0.6981(8) 0.069(3) Uani 0.50 1 d P . .
O14 O 0.6928(6) 0.2865(11) 0.3493(10) 0.114(5) Uani 0.50 1 d P . .
N1 N 0.3406(2) -0.0569(3) 0.4836(3) 0.0331(11) Uani 1 1 d . . .
N2 N 0.3195(2) -0.1168(3) 0.4014(3) 0.0337(11) Uani 1 1 d . . .
N3 N 0.3911(2) -0.1795(3) 0.5471(4) 0.0366(12) Uani 1 1 d . . .
N4 N 0.4326(3) -0.2458(3) 0.6170(4) 0.0532(15) Uani 1 1 d . . .
H4" H 0.4724 -0.2229 0.6493 0.064 Uiso 1 1 d R . .
H4' H 0.4186 -0.2583 0.6636 0.064 Uiso 1 1 d R . .
N5 N 0.3516(2) 0.3787(3) 0.4700(3) 0.0267(10) Uani 1 1 d . . .
N6 N 0.3346(2) 0.4343(3) 0.3847(3) 0.0318(11) Uani 1 1 d . . .
N7 N 0.4213(2) 0.4842(3) 0.5205(4) 0.0350(12) Uani 1 1 d . . .
N8 N 0.4730(2) 0.5407(3) 0.5790(4) 0.0522(15) Uani 1 1 d . . .
H8" H 0.5045 0.5009 0.6128 0.063 Uiso 1 1 d R . .
H8' H 0.4601 0.5652 0.6226 0.063 Uiso 1 1 d R . .
C1 C 0.3507(3) -0.1901(4) 0.4421(5) 0.0396(15) Uani 1 1 d . . .
H1 H 0.3456 -0.2418 0.4038 0.048 Uiso 1 1 calc R . .
C2 C 0.3836(3) -0.0963(4) 0.5707(4) 0.0412(15) Uani 1 1 d . . .
H2 H 0.4056 -0.0707 0.6384 0.049 Uiso 1 1 calc R . .
C3 C 0.3779(3) 0.4966(4) 0.4178(5) 0.0423(15) Uani 1 1 d . . .
H3 H 0.3783 0.5430 0.3756 0.051 Uiso 1 1 calc R . .
C4 C 0.4043(3) 0.4103(3) 0.5517(4) 0.0323(13) Uani 1 1 d . . .
H4 H 0.4262 0.3854 0.6199 0.039 Uiso 1 1 calc R . .
C5 C 0.4282(2) 0.1682(3) 0.7682(4) 0.0219(11) Uani 1 1 d . . .
C6 C 0.4421(2) 0.2464(3) 0.8289(4) 0.0257(11) Uani 1 1 d . . .
C7 C 0.4893(3) 0.2457(4) 0.9353(4) 0.0328(13) Uani 1 1 d . . .
H7 H 0.4992 0.2974 0.9754 0.039 Uiso 1 1 calc R . .
C8 C 0.5216(3) 0.1695(4) 0.9826(4) 0.0334(13) Uani 1 1 d . . .
C9 C 0.5075(3) 0.0913(4) 0.9244(4) 0.0378(14) Uani 1 1 d . . .
H9 H 0.5290 0.0396 0.9573 0.045 Uiso 1 1 calc R . .
C10 C 0.4613(3) 0.0915(4) 0.8176(4) 0.0328(13) Uani 1 1 d . . .
H10 H 0.4522 0.0397 0.7780 0.039 Uiso 1 1 calc R . .
C11 C 0.3818(2) 0.1671(3) 0.6487(4) 0.0203(10) Uani 1 1 d . . .
C12 C 0.4055(3) 0.3315(3) 0.7887(4) 0.0257(12) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O9 1.903(3) . ?
Cu1 O8 1.920(3) . ?
Cu1 N5 1.978(4) . ?
Cu1 O2 1.988(3) . ?
Cu2 O8 1.902(3) . ?
Cu2 O10 1.910(3) . ?
Cu2 O1 1.967(3) . ?
Cu2 N1 2.007(4) . ?
Cu3 O9 1.899(3) . ?
Cu3 O10 1.916(4) 4 ?
Cu3 N6 2.009(4) . ?
Cu3 N2 2.021(4) 4 ?
Cu3 O11 2.381(5) . ?
S1 O6 1.421(5) . ?
S1 O5 1.421(6) . ?
S1 O7 1.441(6) . ?
S1 C8 1.781(5) . ?
O1 C11 1.270(6) . ?
O2 C11 1.247(6) . ?
O3 C12 1.272(6) . ?
O4 C12 1.240(6) . ?
O8 H8 0.8500 . ?
O9 H9' 0.8501 . ?
O10 Cu3 1.916(4) 4_545 ?
O10 H10' 0.8500 . ?
O11 H11B 0.8500 . ?
O11 H11A 0.8500 . ?
N1 C2 1.308(7) . ?
N1 N2 1.371(6) . ?
N2 C1 1.306(7) . ?
N2 Cu3 2.021(4) 4_545 ?
N3 C1 1.337(7) . ?
N3 C2 1.341(7) . ?
N3 N4 1.423(6) . ?
N4 H4" 0.8997 . ?
N4 H4' 0.9001 . ?
N5 C4 1.321(6) . ?
N5 N6 1.369(6) . ?
N6 C3 1.309(7) . ?
N7 C3 1.331(7) . ?
N7 C4 1.340(7) . ?
N7 N8 1.399(6) . ?
N8 H8" 0.9001 . ?
N8 H8' 0.9001 . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 C10 1.390(7) . ?
C5 C6 1.409(7) . ?
C5 C11 1.513(6) . ?
C6 C7 1.380(7) . ?
C6 C12 1.508(7) . ?
C7 C8 1.371(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.390(8) . ?
C9 C10 1.377(7) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?

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
O9 Cu1 O8 95.47(14) . . ?
O9 Cu1 N5 86.61(16) . . ?
O8 Cu1 N5 177.26(16) . . ?
O9 Cu1 O2 172.57(15) . . ?
O8 Cu1 O2 91.27(14) . . ?
N5 Cu1 O2 86.56(15) . . ?
O8 Cu2 O10 94.06(14) . . ?
O8 Cu2 O1 91.29(14) . . ?
O10 Cu2 O1 169.82(16) . . ?
O8 Cu2 N1 172.56(18) . . ?
O10 Cu2 N1 86.01(16) . . ?
O1 Cu2 N1 87.56(15) . . ?
O9 Cu3 O10 178.55(18) . 4 ?
O9 Cu3 N6 85.65(16) . . ?
O10 Cu3 N6 94.41(16) 4 . ?
O9 Cu3 N2 94.33(16) . 4 ?
O10 Cu3 N2 85.38(16) 4 4 ?
N6 Cu3 N2 170.9(2) . 4 ?
O9 Cu3 O11 93.83(17) . . ?
O10 Cu3 O11 87.62(17) 4 . ?
N6 Cu3 O11 89.34(18) . . ?
N2 Cu3 O11 99.76(18) 4 . ?
O6 S1 O5 113.4(4) . . ?
O6 S1 O7 109.8(4) . . ?
O5 S1 O7 114.3(5) . . ?
O6 S1 C8 105.7(3) . . ?
O5 S1 C8 106.7(3) . . ?
O7 S1 C8 106.3(3) . . ?
C11 O1 Cu2 129.2(3) . . ?
C11 O2 Cu1 131.6(3) . . ?
Cu2 O8 Cu1 114.42(17) . . ?
Cu2 O8 H8 104.4 . . ?
Cu1 O8 H8 105.9 . . ?
Cu3 O9 Cu1 126.51(19) . . ?
Cu3 O9 H9' 109.1 . . ?
Cu1 O9 H9' 123.9 . . ?
Cu2 O10 Cu3 124.2(2) . 4_545 ?
Cu2 O10 H10' 109.0 . . ?
Cu3 O10 H10' 120.1 4_545 . ?
Cu3 O11 H11B 97.5 . . ?
Cu3 O11 H11A 115.0 . . ?
H11B O11 H11A 110.2 . . ?
C2 N1 N2 107.4(4) . . ?
C2 N1 Cu2 132.4(4) . . ?
N2 N1 Cu2 119.8(3) . . ?
C1 N2 N1 107.0(4) . . ?
C1 N2 Cu3 132.7(4) . 4_545 ?
N1 N2 Cu3 120.0(3) . 4_545 ?
C1 N3 C2 106.4(5) . . ?
C1 N3 N4 125.2(5) . . ?
C2 N3 N4 128.5(5) . . ?
N3 N4 H4" 106.8 . . ?
N3 N4 H4' 106.3 . . ?
H4" N4 H4' 112.8 . . ?
C4 N5 N6 107.5(4) . . ?
C4 N5 Cu1 132.2(3) . . ?
N6 N5 Cu1 120.3(3) . . ?
C3 N6 N5 106.6(4) . . ?
C3 N6 Cu3 132.6(4) . . ?
N5 N6 Cu3 120.7(3) . . ?
C3 N7 C4 106.5(4) . . ?
C3 N7 N8 123.8(5) . . ?
C4 N7 N8 129.7(5) . . ?
N7 N8 H8" 100.1 . . ?
N7 N8 H8' 99.3 . . ?
H8" N8 H8' 112.9 . . ?
N2 C1 N3 109.9(5) . . ?
N2 C1 H1 125.1 . . ?
N3 C1 H1 125.1 . . ?
N1 C2 N3 109.4(5) . . ?
N1 C2 H2 125.3 . . ?
N3 C2 H2 125.3 . . ?
N6 C3 N7 110.4(5) . . ?
N6 C3 H3 124.8 . . ?
N7 C3 H3 124.8 . . ?
N5 C4 N7 109.0(5) . . ?
N5 C4 H4 125.5 . . ?
N7 C4 H4 125.5 . . ?
C10 C5 C6 119.3(5) . . ?
C10 C5 C11 119.0(4) . . ?
C6 C5 C11 121.6(4) . . ?
C7 C6 C5 119.4(5) . . ?
C7 C6 C12 115.8(4) . . ?
C5 C6 C12 124.7(4) . . ?
C8 C7 C6 120.6(5) . . ?
C8 C7 H7 119.7 . . ?
C6 C7 H7 119.7 . . ?
C7 C8 C9 120.8(5) . . ?
C7 C8 S1 120.2(4) . . ?
C9 C8 S1 119.1(4) . . ?
C10 C9 C8 119.2(5) . . ?
C10 C9 H9 120.4 . . ?
C8 C9 H9 120.4 . . ?
C9 C10 C5 120.8(5) . . ?
C9 C10 H10 119.6 . . ?
C5 C10 H10 119.6 . . ?
O2 C11 O1 126.4(4) . . ?
O2 C11 C5 117.5(4) . . ?
O1 C11 C5 116.1(4) . . ?
O4 C12 O3 125.6(5) . . ?
O4 C12 C6 117.8(5) . . ?
O3 C12 C6 116.4(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O8 Cu2 O1 C11 -31.3(4) . . . . ?
O10 Cu2 O1 C11 -153.1(8) . . . . ?
N1 Cu2 O1 C11 156.1(4) . . . . ?
O9 Cu1 O2 C11 -137.9(11) . . . . ?
O8 Cu1 O2 C11 17.2(4) . . . . ?
N5 Cu1 O2 C11 -161.1(4) . . . . ?
O10 Cu2 O8 Cu1 -125.4(2) . . . . ?
O1 Cu2 O8 Cu1 63.30(19) . . . . ?
N1 Cu2 O8 Cu1 144.4(11) . . . . ?
O9 Cu1 O8 Cu2 118.73(19) . . . . ?
N5 Cu1 O8 Cu2 -20(3) . . . . ?
O2 Cu1 O8 Cu2 -58.12(19) . . . . ?
O10 Cu3 O9 Cu1 89(6) 4 . . . ?
N6 Cu3 O9 Cu1 -2.9(3) . . . . ?
N2 Cu3 O9 Cu1 168.0(3) 4 . . . ?
O11 Cu3 O9 Cu1 -91.9(3) . . . . ?
O8 Cu1 O9 Cu3 -173.9(2) . . . . ?
N5 Cu1 O9 Cu3 4.3(3) . . . . ?
O2 Cu1 O9 Cu3 -19.0(14) . . . . ?
O8 Cu2 O10 Cu3 165.6(2) . . . 4_545 ?
O1 Cu2 O10 Cu3 -72.9(10) . . . 4_545 ?
N1 Cu2 O10 Cu3 -21.9(3) . . . 4_545 ?
O8 Cu2 N1 C2 -70.0(15) . . . . ?
O10 Cu2 N1 C2 -160.8(6) . . . . ?
O1 Cu2 N1 C2 11.3(6) . . . . ?
O8 Cu2 N1 N2 101.9(12) . . . . ?
O10 Cu2 N1 N2 11.1(4) . . . . ?
O1 Cu2 N1 N2 -176.8(4) . . . . ?
C2 N1 N2 C1 -0.1(7) . . . . ?
Cu2 N1 N2 C1 -173.8(4) . . . . ?
C2 N1 N2 Cu3 174.5(4) . . . 4_545 ?
Cu2 N1 N2 Cu3 0.8(6) . . . 4_545 ?
O9 Cu1 N5 C4 175.7(5) . . . . ?
O8 Cu1 N5 C4 -45(4) . . . . ?
O2 Cu1 N5 C4 -7.2(5) . . . . ?
O9 Cu1 N5 N6 -4.6(4) . . . . ?
O8 Cu1 N5 N6 135(3) . . . . ?
O2 Cu1 N5 N6 172.5(4) . . . . ?
C4 N5 N6 C3 0.5(6) . . . . ?
Cu1 N5 N6 C3 -179.3(4) . . . . ?
C4 N5 N6 Cu3 -176.2(4) . . . . ?
Cu1 N5 N6 Cu3 4.0(5) . . . . ?
O9 Cu3 N6 C3 -176.6(6) . . . . ?
O10 Cu3 N6 C3 4.8(6) 4 . . . ?
N2 Cu3 N6 C3 93.2(12) 4 . . . ?
O11 Cu3 N6 C3 -82.7(6) . . . . ?
O9 Cu3 N6 N5 -0.9(4) . . . . ?
O10 Cu3 N6 N5 -179.4(4) 4 . . . ?
N2 Cu3 N6 N5 -91.1(12) 4 . . . ?
O11 Cu3 N6 N5 93.0(4) . . . . ?
N1 N2 C1 N3 -0.1(7) . . . . ?
Cu3 N2 C1 N3 -173.8(4) 4_545 . . . ?
C2 N3 C1 N2 0.3(7) . . . . ?
N4 N3 C1 N2 179.9(5) . . . . ?
N2 N1 C2 N3 0.3(7) . . . . ?
Cu2 N1 C2 N3 172.9(4) . . . . ?
C1 N3 C2 N1 -0.3(7) . . . . ?
N4 N3 C2 N1 -180.0(6) . . . . ?
N5 N6 C3 N7 -0.7(7) . . . . ?
Cu3 N6 C3 N7 175.5(4) . . . . ?
C4 N7 C3 N6 0.6(7) . . . . ?
N8 N7 C3 N6 -179.0(5) . . . . ?
N6 N5 C4 N7 -0.2(6) . . . . ?
Cu1 N5 C4 N7 179.6(4) . . . . ?
C3 N7 C4 N5 -0.3(7) . . . . ?
N8 N7 C4 N5 179.3(5) . . . . ?
C10 C5 C6 C7 1.4(8) . . . . ?
C11 C5 C6 C7 -173.8(5) . . . . ?
C10 C5 C6 C12 -173.6(5) . . . . ?
C11 C5 C6 C12 11.3(8) . . . . ?
C5 C6 C7 C8 -1.1(8) . . . . ?
C12 C6 C7 C8 174.3(5) . . . . ?
C6 C7 C8 C9 -0.3(9) . . . . ?
C6 C7 C8 S1 -179.6(4) . . . . ?
O6 S1 C8 C7 107.5(5) . . . . ?
O5 S1 C8 C7 -131.5(6) . . . . ?
O7 S1 C8 C7 -9.2(7) . . . . ?
O6 S1 C8 C9 -71.8(6) . . . . ?
O5 S1 C8 C9 49.1(7) . . . . ?
O7 S1 C8 C9 171.5(6) . . . . ?
C7 C8 C9 C10 1.4(9) . . . . ?
S1 C8 C9 C10 -179.3(4) . . . . ?
C8 C9 C10 C5 -1.2(9) . . . . ?
C6 C5 C10 C9 -0.2(8) . . . . ?
C11 C5 C10 C9 175.1(5) . . . . ?
Cu1 O2 C11 O1 15.0(8) . . . . ?
Cu1 O2 C11 C5 -166.8(3) . . . . ?
Cu2 O1 C11 O2 -6.0(8) . . . . ?
Cu2 O1 C11 C5 175.8(3) . . . . ?
C10 C5 C11 O2 -158.3(5) . . . . ?
C6 C5 C11 O2 16.8(7) . . . . ?
C10 C5 C11 O1 20.0(7) . . . . ?
C6 C5 C11 O1 -164.8(5) . . . . ?
C7 C6 C12 O4 65.7(7) . . . . ?
C5 C6 C12 O4 -119.2(6) . . . . ?
C7 C6 C12 O3 -109.3(5) . . . . ?
C5 C6 C12 O3 65.8(7) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.981
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.106
####################################################################### 
# 
# 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_121105b
_database_code_depnum_ccdc_archive 'CCDC 1027763'
_audit_update_record             
;
2014-10-27 deposited with the CCDC.
2014-12-19 downloaded from the CCDC.
;
#TrackingRef '121105B for 3.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H21 Cl Cu3 N23 O5, 3(Cl O4)'
_chemical_formula_sum            'C12 H21 Cl4 Cu3 N23 O17'
_chemical_formula_weight         1091.94

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   12.2905(17)
_cell_length_b                   17.329(2)
_cell_length_c                   17.319(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3688.6(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4678
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      27.88

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            BLUE
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_diffrn    1.966
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2180
_exptl_absorpt_coefficient_mu    2.104
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.7294
_exptl_absorpt_correction_T_max  0.7571
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18025
_diffrn_reflns_av_R_equivalents  0.0673
_diffrn_reflns_av_sigmaI/netI    0.0480
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.66
_diffrn_reflns_theta_max         25.01
_reflns_number_total             3376
_reflns_number_gt                2575
_reflns_threshold_expression     >2sigma(I)

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

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




DFIX 0.90 0.001 N11 H11A N11 H11B
DFIX 1.50 0.001 H11A H11B
DFIX 1.45 0.01 CL3 O2 CL3 O3 CL3 O4 CL3 O5
DFIX 1.45 0.01 CL3' O2' CL3' O3' CL3' O4' CL3' O5'
SADI 0.001 O2 O3 O2 O4 O2 O5 O3 O4 O3 O5 O4 O5
SADI 0.001 O2' O3' O2' O4' O2' O5' O3' O4' O3' O5' O4' O5'
ISOR 0.01 CL3 > O5'
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1004P)²+26.5264P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3376
_refine_ls_number_parameters     299
_refine_ls_number_restraints     101
_refine_ls_R_factor_all          0.0965
_refine_ls_R_factor_gt           0.0720
_refine_ls_wR_factor_ref         0.1921
_refine_ls_wR_factor_gt          0.1772
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.348
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.17802(9) 0.15349(5) 0.47095(6) 0.0234(4) Uani 1 1 d . . .
Cu2 Cu 0.0000 0.0000 0.5000 0.0232(4) Uani 1 2 d S . .
O1 O 0.1238(7) 0.2500 0.4415(5) 0.0257(19) Uani 1 2 d S . .
H1 H 0.0695 0.2500 0.4111 0.039 Uiso 1 2 d SR . .
Cl1 Cl 0.3192(4) 0.2500 0.1496(2) 0.0502(10) Uani 1 2 d S . .
Cl2 Cl 0.4116(3) 0.2500 0.3951(3) 0.0484(11) Uani 1 2 d S . .
O6 O 0.3454(6) 0.1819(4) 0.3885(5) 0.052(2) Uani 1 1 d . . .
O7 O 0.4629(11) 0.2500 0.4698(9) 0.069(4) Uani 1 2 d S . .
O8 O 0.4924(12) 0.2500 0.3371(11) 0.089(5) Uani 1 2 d S . .
O9 O 0.2831(16) 0.1852(9) 0.1826(8) 0.152(7) Uani 1 1 d . . .
O10 O 0.4299(17) 0.2500 0.1525(15) 0.179(11) Uani 1 2 d S . .
O11 O 0.286(2) 0.2500 0.0697(10) 0.141(9) Uani 1 2 d S . .
Cl3 Cl 0.3275(9) 0.6037(5) 0.3165(5) 0.098(2) Uani 0.481(6) 1 d PDU A 1
O2 O 0.2742(19) 0.6584(12) 0.3667(15) 0.206(12) Uani 0.481(6) 1 d PDU A 1
O3 O 0.2759(18) 0.5287(9) 0.3240(17) 0.146(9) Uani 0.481(6) 1 d PDU A 1
O4 O 0.325(3) 0.6291(18) 0.2382(10) 0.32(3) Uani 0.481(6) 1 d PDU A 1
O5 O 0.4416(13) 0.5959(14) 0.3415(16) 0.146(9) Uani 0.481(6) 1 d PDU A 1
Cl3' Cl 0.2488(8) 0.5701(5) 0.2750(5) 0.098(2) Uani 0.519(6) 1 d PDU A 2
O2' O 0.1468(14) 0.6051(13) 0.2939(15) 0.206(12) Uani 0.519(6) 1 d PDU A 2
O3' O 0.2382(19) 0.5215(12) 0.2085(12) 0.146(9) Uani 0.519(6) 1 d PDU A 2
O4' O 0.289(2) 0.5264(15) 0.3395(12) 0.32(3) Uani 0.519(6) 1 d PDU A 2
O5' O 0.3276(17) 0.6313(12) 0.2574(16) 0.146(9) Uani 0.519(6) 1 d PDU A 2
N1 N 0.0254(6) 0.0469(4) 0.3964(4) 0.0250(17) Uani 1 1 d . . .
N2 N 0.1011(6) 0.1036(4) 0.3832(4) 0.0254(16) Uani 1 1 d . . .
N3 N 0.0287(7) 0.0723(4) 0.2749(4) 0.035(2) Uani 1 1 d . . .
N4 N 0.0082(9) 0.0714(6) 0.1947(5) 0.056(3) Uani 1 1 d . . .
H4A H -0.0029 0.0209 0.1855 0.067 Uiso 1 1 d R . .
H4B H -0.0524 0.1000 0.1888 0.067 Uiso 1 1 d R . .
N5 N 0.1637(6) -0.0099(4) 0.5132(4) 0.0267(17) Uani 1 1 d . . .
N6 N 0.2357(6) 0.0510(4) 0.5026(4) 0.0247(16) Uani 1 1 d . . .
N7 N 0.3266(6) -0.0545(4) 0.5205(5) 0.0303(18) Uani 1 1 d . . .
N8 N 0.4184(7) -0.1035(5) 0.5270(6) 0.043(2) Uani 1 1 d . . .
H8A H 0.4081 -0.1431 0.4942 0.052 Uiso 1 1 d R . .
H8B H 0.4144 -0.1177 0.5769 0.052 Uiso 1 1 d R . .
N9 N 0.2531(7) 0.2110(4) 0.5562(4) 0.0293(17) Uani 1 1 d . . .
N10 N 0.3478(14) 0.2500 0.6526(7) 0.059(4) Uani 1 2 d S . .
N11 N 0.419(2) 0.2500 0.7174(11) 0.115(9) Uani 1 2 d SD . .
H11A H 0.3810 0.2500 0.7621 0.173 Uiso 1 2 d SRD . .
H11B H 0.4706 0.2892 0.7144 0.173 Uiso 0.50 1 d PRD . .
N12 N 0.0106(7) 0.1250(4) 0.5537(5) 0.0337(19) Uani 1 1 d . . .
N13 N -0.0387(14) 0.2500 0.6094(8) 0.061(5) Uani 1 2 d S . .
C1 C 0.1016(8) 0.1176(5) 0.3093(5) 0.031(2) Uani 1 1 d . . .
H1A H 0.1457 0.1534 0.2846 0.037 Uiso 1 1 calc R . .
C2 C -0.0167(8) 0.0292(6) 0.3297(5) 0.034(2) Uani 1 1 d . . .
H2 H -0.0702 -0.0078 0.3216 0.040 Uiso 1 1 calc R . .
C3 C 0.3336(8) 0.0225(5) 0.5063(5) 0.029(2) Uani 1 1 d . . .
H3 H 0.3978 0.0503 0.5002 0.035 Uiso 1 1 calc R . .
C4 C 0.2211(8) -0.0717(5) 0.5237(5) 0.030(2) Uani 1 1 d . . .
H4 H 0.1929 -0.1208 0.5323 0.036 Uiso 1 1 calc R . .
C5 C 0.3099(10) 0.1890(6) 0.6157(6) 0.046(3) Uani 1 1 d . . .
H5 H 0.3219 0.1380 0.6300 0.055 Uiso 1 1 calc R . .
C6 C -0.0115(8) 0.1854(5) 0.5775(5) 0.033(2) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.871(4) . ?
Cu1 N2 1.988(7) . ?
Cu1 N6 1.990(7) . ?
Cu1 N9 2.006(7) . ?
Cu2 N1 1.994(7) 5_556 ?
Cu2 N1 1.994(7) . ?
Cu2 N5 2.032(8) . ?
Cu2 N5 2.032(8) 5_556 ?
Cu2 N12 2.362(8) . ?
Cu2 N12 2.362(8) 5_556 ?
O1 Cu1 1.871(4) 8_565 ?
O1 H1 0.8500 . ?
Cl1 O9 1.336(12) . ?
Cl1 O9 1.336(12) 8_565 ?
Cl1 O10 1.36(2) . ?
Cl1 O11 1.442(18) . ?
Cl2 O8 1.413(14) . ?
Cl2 O6 1.437(8) . ?
Cl2 O6 1.437(8) 8_565 ?
Cl2 O7 1.439(15) . ?
Cl3 O4 1.427(13) . ?
Cl3 O2 1.443(12) . ?
Cl3 O3 1.452(12) . ?
Cl3 O5 1.473(12) . ?
Cl3' O2' 1.431(12) . ?
Cl3' O3' 1.433(12) . ?
Cl3' O4' 1.437(12) . ?
Cl3' O5' 1.468(12) . ?
N1 C2 1.302(12) . ?
N1 N2 1.372(10) . ?
N2 C1 1.302(11) . ?
N3 C2 1.329(12) . ?
N3 C1 1.332(12) . ?
N3 N4 1.413(11) . ?
N4 H4A 0.8999 . ?
N4 H4B 0.9002 . ?
N5 C4 1.296(12) . ?
N5 N6 1.389(10) . ?
N6 C3 1.302(12) . ?
N7 C4 1.332(12) . ?
N7 C3 1.360(11) . ?
N7 N8 1.416(11) . ?
N8 H8A 0.9001 . ?
N8 H8B 0.8999 . ?
N9 C5 1.301(12) . ?
N9 N9 1.351(14) 8_565 ?
N10 C5 1.321(13) 8_565 ?
N10 C5 1.321(13) . ?
N10 N11 1.42(2) . ?
N11 H11A 0.9008 . ?
N11 H11B 0.9341 . ?
N12 C6 1.156(12) . ?
N13 C6 1.293(11) 8_565 ?
N13 C6 1.293(11) . ?
C1 H1A 0.9300 . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N2 90.6(3) . . ?
O1 Cu1 N6 179.8(3) . . ?
N2 Cu1 N6 89.5(3) . . ?
O1 Cu1 N9 85.5(3) . . ?
N2 Cu1 N9 176.0(3) . . ?
N6 Cu1 N9 94.4(3) . . ?
N1 Cu2 N1 179.999(1) 5_556 . ?
N1 Cu2 N5 91.1(3) 5_556 . ?
N1 Cu2 N5 88.9(3) . . ?
N1 Cu2 N5 88.9(3) 5_556 5_556 ?
N1 Cu2 N5 91.1(3) . 5_556 ?
N5 Cu2 N5 180.0 . 5_556 ?
N1 Cu2 N12 91.6(3) 5_556 . ?
N1 Cu2 N12 88.4(3) . . ?
N5 Cu2 N12 88.8(3) . . ?
N5 Cu2 N12 91.2(3) 5_556 . ?
N1 Cu2 N12 88.4(3) 5_556 5_556 ?
N1 Cu2 N12 91.6(3) . 5_556 ?
N5 Cu2 N12 91.2(3) . 5_556 ?
N5 Cu2 N12 88.8(3) 5_556 5_556 ?
N12 Cu2 N12 179.999(1) . 5_556 ?
Cu1 O1 Cu1 126.7(5) . 8_565 ?
Cu1 O1 H1 116.7 . . ?
Cu1 O1 H1 116.7 8_565 . ?
O9 Cl1 O9 114.4(16) . 8_565 ?
O9 Cl1 O10 108.4(10) . . ?
O9 Cl1 O10 108.4(10) 8_565 . ?
O9 Cl1 O11 108.4(9) . . ?
O9 Cl1 O11 108.4(9) 8_565 . ?
O10 Cl1 O11 108.6(16) . . ?
O8 Cl2 O6 109.9(5) . . ?
O8 Cl2 O6 109.9(5) . 8_565 ?
O6 Cl2 O6 110.3(7) . 8_565 ?
O8 Cl2 O7 109.4(10) . . ?
O6 Cl2 O7 108.7(5) . . ?
O6 Cl2 O7 108.7(5) 8_565 . ?
O4 Cl3 O2 111.0(7) . . ?
O4 Cl3 O3 110.5(7) . . ?
O2 Cl3 O3 109.6(7) . . ?
O4 Cl3 O5 109.3(7) . . ?
O2 Cl3 O5 108.4(7) . . ?
O3 Cl3 O5 107.9(7) . . ?
O2' Cl3' O3' 110.6(7) . . ?
O2' Cl3' O4' 110.4(7) . . ?
O3' Cl3' O4' 110.3(7) . . ?
O2' Cl3' O5' 108.7(7) . . ?
O3' Cl3' O5' 108.5(7) . . ?
O4' Cl3' O5' 108.3(7) . . ?
C2 N1 N2 106.8(7) . . ?
C2 N1 Cu2 129.8(6) . . ?
N2 N1 Cu2 123.2(5) . . ?
C1 N2 N1 107.5(7) . . ?
C1 N2 Cu1 131.9(6) . . ?
N1 N2 Cu1 120.4(5) . . ?
C2 N3 C1 107.1(7) . . ?
C2 N3 N4 128.5(8) . . ?
C1 N3 N4 124.4(8) . . ?
N3 N4 H4A 102.2 . . ?
N3 N4 H4B 104.6 . . ?
H4A N4 H4B 112.9 . . ?
C4 N5 N6 107.4(7) . . ?
C4 N5 Cu2 128.7(6) . . ?
N6 N5 Cu2 123.5(5) . . ?
C3 N6 N5 107.1(7) . . ?
C3 N6 Cu1 132.9(6) . . ?
N5 N6 Cu1 119.2(6) . . ?
C4 N7 C3 106.8(8) . . ?
C4 N7 N8 129.6(8) . . ?
C3 N7 N8 123.5(8) . . ?
N7 N8 H8A 107.2 . . ?
N7 N8 H8B 101.4 . . ?
H8A N8 H8B 112.9 . . ?
C5 N9 N9 107.1(6) . 8_565 ?
C5 N9 Cu1 133.1(6) . . ?
N9 N9 Cu1 119.8(2) 8_565 . ?
C5 N10 C5 106.3(12) 8_565 . ?
C5 N10 N11 126.8(6) 8_565 . ?
C5 N10 N11 126.8(6) . . ?
N10 N11 H11A 111.4 . . ?
N10 N11 H11B 112.0 . . ?
H11A N11 H11B 113.5 . . ?
C6 N12 Cu2 163.1(8) . . ?
C6 N13 C6 120.1(13) 8_565 . ?
N2 C1 N3 109.1(8) . . ?
N2 C1 H1A 125.5 . . ?
N3 C1 H1A 125.5 . . ?
N1 C2 N3 109.6(8) . . ?
N1 C2 H2 125.2 . . ?
N3 C2 H2 125.2 . . ?
N6 C3 N7 108.8(8) . . ?
N6 C3 H3 125.6 . . ?
N7 C3 H3 125.6 . . ?
N5 C4 N7 109.8(8) . . ?
N5 C4 H4 125.1 . . ?
N7 C4 H4 125.1 . . ?
N9 C5 N10 109.8(9) . . ?
N9 C5 H5 125.1 . . ?
N10 C5 H5 125.1 . . ?
N12 C6 N13 175.2(11) . . ?

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
N2 Cu1 O1 Cu1 -161.5(6) . . . 8_565 ?
N6 Cu1 O1 Cu1 55(100) . . . 8_565 ?
N9 Cu1 O1 Cu1 17.8(6) . . . 8_565 ?
N1 Cu2 N1 C2 -168.6(15) 5_556 . . . ?
N5 Cu2 N1 C2 129.2(9) . . . . ?
N5 Cu2 N1 C2 -50.8(9) 5_556 . . . ?
N12 Cu2 N1 C2 -142.0(9) . . . . ?
N12 Cu2 N1 C2 38.0(9) 5_556 . . . ?
N1 Cu2 N1 N2 16.2(9) 5_556 . . . ?
N5 Cu2 N1 N2 -46.0(7) . . . . ?
N5 Cu2 N1 N2 134.0(7) 5_556 . . . ?
N12 Cu2 N1 N2 42.8(7) . . . . ?
N12 Cu2 N1 N2 -137.2(7) 5_556 . . . ?
C2 N1 N2 C1 -0.1(10) . . . . ?
Cu2 N1 N2 C1 176.0(6) . . . . ?
C2 N1 N2 Cu1 175.5(6) . . . . ?
Cu2 N1 N2 Cu1 -8.4(9) . . . . ?
O1 Cu1 N2 C1 53.8(9) . . . . ?
N6 Cu1 N2 C1 -126.3(9) . . . . ?
N9 Cu1 N2 C1 43(5) . . . . ?
O1 Cu1 N2 N1 -120.5(7) . . . . ?
N6 Cu1 N2 N1 59.4(6) . . . . ?
N9 Cu1 N2 N1 -131(4) . . . . ?
N1 Cu2 N5 C4 60.0(8) 5_556 . . . ?
N1 Cu2 N5 C4 -120.0(8) . . . . ?
N5 Cu2 N5 C4 -46(2) 5_556 . . . ?
N12 Cu2 N5 C4 151.6(8) . . . . ?
N12 Cu2 N5 C4 -28.4(8) 5_556 . . . ?
N1 Cu2 N5 N6 -128.3(7) 5_556 . . . ?
N1 Cu2 N5 N6 51.7(7) . . . . ?
N5 Cu2 N5 N6 125.3(18) 5_556 . . . ?
N12 Cu2 N5 N6 -36.7(7) . . . . ?
N12 Cu2 N5 N6 143.3(7) 5_556 . . . ?
C4 N5 N6 C3 0.8(10) . . . . ?
Cu2 N5 N6 C3 -172.4(6) . . . . ?
C4 N5 N6 Cu1 172.0(6) . . . . ?
Cu2 N5 N6 Cu1 -1.2(9) . . . . ?
O1 Cu1 N6 C3 -101(100) . . . . ?
N2 Cu1 N6 C3 115.7(9) . . . . ?
N9 Cu1 N6 C3 -63.5(9) . . . . ?
O1 Cu1 N6 N5 90(100) . . . . ?
N2 Cu1 N6 N5 -52.8(6) . . . . ?
N9 Cu1 N6 N5 128.0(6) . . . . ?
O1 Cu1 N9 C5 173.6(11) . . . . ?
N2 Cu1 N9 C5 -175(4) . . . . ?
N6 Cu1 N9 C5 -6.3(10) . . . . ?
O1 Cu1 N9 N9 -9.1(3) . . . 8_565 ?
N2 Cu1 N9 N9 2(5) . . . 8_565 ?
N6 Cu1 N9 N9 171.0(2) . . . 8_565 ?
N1 Cu2 N12 C6 -87(3) 5_556 . . . ?
N1 Cu2 N12 C6 93(3) . . . . ?
N5 Cu2 N12 C6 -178(3) . . . . ?
N5 Cu2 N12 C6 2(3) 5_556 . . . ?
N12 Cu2 N12 C6 91(3) 5_556 . . . ?
N1 N2 C1 N3 0.3(10) . . . . ?
Cu1 N2 C1 N3 -174.5(6) . . . . ?
C2 N3 C1 N2 -0.4(11) . . . . ?
N4 N3 C1 N2 -179.3(9) . . . . ?
N2 N1 C2 N3 -0.2(11) . . . . ?
Cu2 N1 C2 N3 -175.9(6) . . . . ?
C1 N3 C2 N1 0.4(12) . . . . ?
N4 N3 C2 N1 179.2(10) . . . . ?
N5 N6 C3 N7 -1.2(10) . . . . ?
Cu1 N6 C3 N7 -170.7(6) . . . . ?
C4 N7 C3 N6 1.2(11) . . . . ?
N8 N7 C3 N6 179.2(8) . . . . ?
N6 N5 C4 N7 -0.1(10) . . . . ?
Cu2 N5 C4 N7 172.6(6) . . . . ?
C3 N7 C4 N5 -0.7(11) . . . . ?
N8 N7 C4 N5 -178.5(9) . . . . ?
N9 N9 C5 N10 -1.3(13) 8_565 . . . ?
Cu1 N9 C5 N10 176.3(10) . . . . ?
C5 N10 C5 N9 2(2) 8_565 . . . ?
N11 N10 C5 N9 -175.9(19) . . . . ?
Cu2 N12 C6 N13 79(17) . . . . ?
C6 N13 C6 N12 168(15) 8_565 . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.778
_refine_diff_density_min         -0.938
_refine_diff_density_rms         0.143
####################################################################### 
# 
# 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_141016a
_database_code_depnum_ccdc_archive 'CCDC 1036044'
_audit_update_record             
;
2014-11-26 deposited with the CCDC.
2014-12-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H14 Cu2 N4 O8'
_chemical_formula_weight         445.33

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   7.033(2)
_cell_length_b                   10.495(4)
_cell_length_c                   10.724(3)
_cell_angle_alpha                108.425(4)
_cell_angle_beta                 92.075(4)
_cell_angle_gamma                102.894(4)
_cell_volume                     727.2(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1969
_cell_measurement_theta_min      2.99
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    2.034
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             448
_exptl_absorpt_coefficient_mu    2.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6164
_exptl_absorpt_correction_T_max  0.6637
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3775
_diffrn_reflns_av_R_equivalents  0.0148
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         25.01
_reflns_number_total             2543
_reflns_number_gt                2060
_reflns_threshold_expression     >2sigma(I)

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

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

delu 0.005 cu1 o7

;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0462P)²+2.5172P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2543
_refine_ls_number_parameters     220
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1094
_refine_ls_wR_factor_gt          0.1017
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.07615(10) 0.31887(6) 0.68850(6) 0.0240(2) Uani 1 1 d U . .
Cu2 Cu 0.0000 0.5000 1.0000 0.0241(2) Uani 1 2 d S . .
Cu3 Cu 0.0000 0.0000 0.5000 0.0276(3) Uani 1 2 d S . .
O1 O 0.1726(6) 0.1109(3) 0.4110(3) 0.0319(9) Uani 1 1 d . . .
O2 O 0.1914(6) 0.3326(3) 0.5272(3) 0.0311(9) Uani 1 1 d . . .
O3 O 0.0494(6) -0.0357(4) 0.1394(3) 0.0308(9) Uani 1 1 d . . .
O4 O 0.3645(6) -0.0381(4) 0.1514(4) 0.0355(10) Uani 1 1 d . . .
O5 O 0.1081(5) 0.1354(3) 0.6658(3) 0.0264(8) Uani 1 1 d . . .
H5A H 0.0458 0.1064 0.7220 0.040 Uiso 1 1 d R . .
O6 O -0.0068(7) 0.3367(4) 0.8596(4) 0.0425(12) Uani 1 1 d . . .
H6A H -0.0973 0.2671 0.8580 0.064 Uiso 1 1 d R . .
O7 O -0.2261(7) 0.2462(6) 0.5566(5) 0.0750(18) Uani 1 1 d U . .
H7A H -0.2632 0.1980 0.4756 0.112 Uiso 1 1 d R . .
H7B H -0.3271 0.2411 0.5977 0.112 Uiso 1 1 d R . .
O8 O 0.5110(7) 0.1968(6) 0.7179(6) 0.0734(17) Uani 1 1 d . . .
H8A H 0.3964 0.2095 0.7268 0.110 Uiso 1 1 d R . .
H8B H 0.5297 0.1473 0.7642 0.110 Uiso 1 1 d R . .
N1 N 0.1118(6) 0.5252(4) 0.7451(4) 0.0226(9) Uani 1 1 d . . .
N2 N 0.0859(6) 0.5978(4) 0.8729(4) 0.0231(10) Uani 1 1 d . . .
N3 N 0.1819(6) 0.7437(4) 0.7702(4) 0.0218(9) Uani 1 1 d . . .
N4 N 0.2378(7) 0.8670(4) 0.7389(4) 0.0302(11) Uani 1 1 d . . .
H4A H 0.3617 0.9070 0.7780 0.036 Uiso 1 1 d R . .
H4B H 0.1521 0.9167 0.7741 0.036 Uiso 1 1 d R . .
C1 C 0.2916(7) 0.1777(5) 0.1891(5) 0.0205(11) Uani 1 1 d . . .
C2 C 0.2857(7) 0.2782(5) 0.3105(5) 0.0202(11) Uani 1 1 d . . .
C3 C 0.3439(8) 0.4179(5) 0.3217(5) 0.0273(12) Uani 1 1 d . . .
H3 H 0.3410 0.4852 0.4021 0.033 Uiso 1 1 calc R . .
C4 C 0.4054(8) 0.4583(6) 0.2164(6) 0.0318(13) Uani 1 1 d . . .
H4 H 0.4432 0.5519 0.2259 0.038 Uiso 1 1 calc R . .
C5 C 0.4109(8) 0.3595(6) 0.0969(6) 0.0326(13) Uani 1 1 d . . .
H5 H 0.4515 0.3863 0.0254 0.039 Uiso 1 1 calc R . .
C6 C 0.3558(8) 0.2198(6) 0.0836(5) 0.0288(12) Uani 1 1 d . . .
H6 H 0.3617 0.1536 0.0032 0.035 Uiso 1 1 calc R . .
C7 C 0.2126(7) 0.2381(5) 0.4263(5) 0.0205(11) Uani 1 1 d . . .
C8 C 0.2292(8) 0.0230(5) 0.1615(5) 0.0244(12) Uani 1 1 d . . .
C9 C 0.1679(7) 0.6157(5) 0.6860(5) 0.0230(11) Uani 1 1 d . . .
H9 H 0.1943 0.5947 0.5984 0.028 Uiso 1 1 calc R . .
C10 C 0.1284(8) 0.7280(5) 0.8849(5) 0.0266(12) Uani 1 1 d . . .
H10 H 0.1229 0.7999 0.9612 0.032 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O6 1.911(4) . ?
Cu1 O5 1.928(3) . ?
Cu1 O2 1.969(3) . ?
Cu1 N1 2.009(4) . ?
Cu1 O7 2.341(5) . ?
Cu2 O6 1.880(3) 2_567 ?
Cu2 O6 1.880(3) . ?
Cu2 N2 1.986(4) 2_567 ?
Cu2 N2 1.986(4) . ?
Cu3 O5 1.892(3) . ?
Cu3 O5 1.892(3) 2_556 ?
Cu3 O1 1.973(3) . ?
Cu3 O1 1.973(3) 2_556 ?
O1 C7 1.257(6) . ?
O2 C7 1.255(6) . ?
O3 C8 1.254(6) . ?
O4 C8 1.250(6) . ?
O5 H5A 0.8499 . ?
O6 H6A 0.8499 . ?
O7 H7A 0.8513 . ?
O7 H7B 0.8498 . ?
O8 H8A 0.8500 . ?
O8 H8B 0.8500 . ?
N1 C9 1.300(6) . ?
N1 N2 1.383(5) . ?
N2 C10 1.295(6) . ?
N3 C9 1.341(6) . ?
N3 C10 1.347(6) . ?
N3 N4 1.414(6) . ?
N4 H4A 0.9000 . ?
N4 H4B 0.9000 . ?
C1 C6 1.395(7) . ?
C1 C2 1.401(7) . ?
C1 C8 1.512(7) . ?
C2 C3 1.396(7) . ?
C2 C7 1.504(6) . ?
C3 C4 1.378(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.378(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.389(7) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?

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
O6 Cu1 O5 91.35(15) . . ?
O6 Cu1 O2 170.11(16) . . ?
O5 Cu1 O2 95.35(14) . . ?
O6 Cu1 N1 84.80(15) . . ?
O5 Cu1 N1 164.26(17) . . ?
O2 Cu1 N1 86.80(15) . . ?
O6 Cu1 O7 101.24(19) . . ?
O5 Cu1 O7 95.93(19) . . ?
O2 Cu1 O7 85.31(17) . . ?
N1 Cu1 O7 99.8(2) . . ?
O6 Cu2 O6 180.000(2) 2_567 . ?
O6 Cu2 N2 85.59(16) 2_567 2_567 ?
O6 Cu2 N2 94.41(16) . 2_567 ?
O6 Cu2 N2 94.41(16) 2_567 . ?
O6 Cu2 N2 85.59(16) . . ?
N2 Cu2 N2 180.000(1) 2_567 . ?
O5 Cu3 O5 180.0 . 2_556 ?
O5 Cu3 O1 89.69(14) . . ?
O5 Cu3 O1 90.31(14) 2_556 . ?
O5 Cu3 O1 90.31(14) . 2_556 ?
O5 Cu3 O1 89.69(14) 2_556 2_556 ?
O1 Cu3 O1 180.0 . 2_556 ?
C7 O1 Cu3 131.7(3) . . ?
C7 O2 Cu1 129.5(3) . . ?
Cu3 O5 Cu1 115.30(19) . . ?
Cu3 O5 H5A 104.7 . . ?
Cu1 O5 H5A 107.8 . . ?
Cu2 O6 Cu1 128.2(2) . . ?
Cu2 O6 H6A 114.6 . . ?
Cu1 O6 H6A 111.7 . . ?
Cu1 O7 H7A 133.4 . . ?
Cu1 O7 H7B 115.6 . . ?
H7A O7 H7B 107.4 . . ?
H8A O8 H8B 107.4 . . ?
C9 N1 N2 107.1(4) . . ?
C9 N1 Cu1 132.8(3) . . ?
N2 N1 Cu1 120.0(3) . . ?
C10 N2 N1 107.2(4) . . ?
C10 N2 Cu2 131.8(3) . . ?
N1 N2 Cu2 120.9(3) . . ?
C9 N3 C10 106.1(4) . . ?
C9 N3 N4 125.1(4) . . ?
C10 N3 N4 128.8(4) . . ?
N3 N4 H4A 105.3 . . ?
N3 N4 H4B 105.0 . . ?
H4A N4 H4B 112.9 . . ?
C6 C1 C2 119.2(4) . . ?
C6 C1 C8 116.1(4) . . ?
C2 C1 C8 124.7(4) . . ?
C3 C2 C1 118.8(4) . . ?
C3 C2 C7 119.9(4) . . ?
C1 C2 C7 121.3(4) . . ?
C4 C3 C2 121.4(5) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C5 C4 C3 119.8(5) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 119.8(5) . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C5 C6 C1 120.8(5) . . ?
C5 C6 H6 119.6 . . ?
C1 C6 H6 119.6 . . ?
O2 C7 O1 125.8(4) . . ?
O2 C7 C2 117.9(4) . . ?
O1 C7 C2 116.2(4) . . ?
O4 C8 O3 125.0(5) . . ?
O4 C8 C1 116.0(5) . . ?
O3 C8 C1 118.6(5) . . ?
N1 C9 N3 109.8(4) . . ?
N1 C9 H9 125.1 . . ?
N3 C9 H9 125.1 . . ?
N2 C10 N3 109.7(4) . . ?
N2 C10 H10 125.1 . . ?
N3 C10 H10 125.1 . . ?

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
O5 Cu3 O1 C7 -46.1(5) . . . . ?
O5 Cu3 O1 C7 133.9(5) 2_556 . . . ?
O1 Cu3 O1 C7 78(4) 2_556 . . . ?
O6 Cu1 O2 C7 153.3(10) . . . . ?
O5 Cu1 O2 C7 20.7(5) . . . . ?
N1 Cu1 O2 C7 -174.9(5) . . . . ?
O7 Cu1 O2 C7 -74.8(5) . . . . ?
O5 Cu3 O5 Cu1 84(6) 2_556 . . . ?
O1 Cu3 O5 Cu1 59.7(2) . . . . ?
O1 Cu3 O5 Cu1 -120.3(2) 2_556 . . . ?
O6 Cu1 O5 Cu3 133.7(2) . . . . ?
O2 Cu1 O5 Cu3 -53.5(2) . . . . ?
N1 Cu1 O5 Cu3 -150.8(5) . . . . ?
O7 Cu1 O5 Cu3 32.3(2) . . . . ?
O6 Cu2 O6 Cu1 65(54) 2_567 . . . ?
N2 Cu2 O6 Cu1 -174.0(3) 2_567 . . . ?
N2 Cu2 O6 Cu1 6.0(3) . . . . ?
O5 Cu1 O6 Cu2 157.6(3) . . . . ?
O2 Cu1 O6 Cu2 24.8(13) . . . . ?
N1 Cu1 O6 Cu2 -7.1(3) . . . . ?
O7 Cu1 O6 Cu2 -106.1(3) . . . . ?
O6 Cu1 N1 C9 -178.8(5) . . . . ?
O5 Cu1 N1 C9 104.8(7) . . . . ?
O2 Cu1 N1 C9 6.4(5) . . . . ?
O7 Cu1 N1 C9 -78.3(5) . . . . ?
O6 Cu1 N1 N2 5.4(4) . . . . ?
O5 Cu1 N1 N2 -70.9(7) . . . . ?
O2 Cu1 N1 N2 -169.4(4) . . . . ?
O7 Cu1 N1 N2 106.0(4) . . . . ?
C9 N1 N2 C10 -0.4(6) . . . . ?
Cu1 N1 N2 C10 176.4(4) . . . . ?
C9 N1 N2 Cu2 -179.9(3) . . . . ?
Cu1 N1 N2 Cu2 -3.2(5) . . . . ?
O6 Cu2 N2 C10 -0.6(5) 2_567 . . . ?
O6 Cu2 N2 C10 179.4(5) . . . . ?
N2 Cu2 N2 C10 30(78) 2_567 . . . ?
O6 Cu2 N2 N1 178.8(4) 2_567 . . . ?
O6 Cu2 N2 N1 -1.2(4) . . . . ?
N2 Cu2 N2 N1 -150(78) 2_567 . . . ?
C6 C1 C2 C3 0.2(8) . . . . ?
C8 C1 C2 C3 -178.7(5) . . . . ?
C6 C1 C2 C7 178.4(5) . . . . ?
C8 C1 C2 C7 -0.5(8) . . . . ?
C1 C2 C3 C4 0.4(8) . . . . ?
C7 C2 C3 C4 -177.8(5) . . . . ?
C2 C3 C4 C5 -0.2(9) . . . . ?
C3 C4 C5 C6 -0.5(9) . . . . ?
C4 C5 C6 C1 1.0(9) . . . . ?
C2 C1 C6 C5 -0.9(8) . . . . ?
C8 C1 C6 C5 178.1(5) . . . . ?
Cu1 O2 C7 O1 -4.5(8) . . . . ?
Cu1 O2 C7 C2 173.3(3) . . . . ?
Cu3 O1 C7 O2 20.5(9) . . . . ?
Cu3 O1 C7 C2 -157.3(4) . . . . ?
C3 C2 C7 O2 5.6(8) . . . . ?
C1 C2 C7 O2 -172.5(5) . . . . ?
C3 C2 C7 O1 -176.4(5) . . . . ?
C1 C2 C7 O1 5.4(7) . . . . ?
C6 C1 C8 O4 73.4(6) . . . . ?
C2 C1 C8 O4 -107.7(6) . . . . ?
C6 C1 C8 O3 -100.6(6) . . . . ?
C2 C1 C8 O3 78.3(7) . . . . ?
N2 N1 C9 N3 0.8(6) . . . . ?
Cu1 N1 C9 N3 -175.4(4) . . . . ?
C10 N3 C9 N1 -0.9(6) . . . . ?
N4 N3 C9 N1 -179.6(4) . . . . ?
N1 N2 C10 N3 -0.2(6) . . . . ?
Cu2 N2 C10 N3 179.3(4) . . . . ?
C9 N3 C10 N2 0.7(6) . . . . ?
N4 N3 C10 N2 179.2(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.988
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.988
_refine_diff_density_max         0.770
_refine_diff_density_min         -0.944
_refine_diff_density_rms         0.116
