# Electronic Supplementary Material (ESI) for ChemComm.
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1041835'
_audit_update_record             
;
2015-01-03 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'Cu(I) complex'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H7 Cu2 N9 O2.50'
_chemical_formula_sum            'C6 H7 Cu2 N9 O2.50'
_chemical_formula_weight         372.29

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '
_symmetry_space_group_name_Hall  '-C 2yc  '
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                   24.258(5)
_cell_length_b                   9.4877(19)
_cell_length_c                   16.473(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 118.79(3)
_cell_angle_gamma                90.00
_cell_volume                     3322.7(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5358
_cell_measurement_theta_min      1.9157
_cell_measurement_theta_max      27.9043

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.488
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1472
_exptl_absorpt_coefficient_mu    2.574
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.8205
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'CrystalClear (Rigaku/MSC Inc., 2006)'

_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_radiation_monochromator  graphite
_diffrn_measurement_device_type  Saturn724
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         4190
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12534
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0223
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3087
_reflns_number_gt                2881
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0934P)²+18.3884P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3087
_refine_ls_number_parameters     181
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0565
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1689
_refine_ls_wR_factor_gt          0.1665
_refine_ls_goodness_of_fit_ref   1.203
_refine_ls_restrained_S_all      1.210
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.04272(3) 0.17662(6) 0.03882(4) 0.0242(2) Uani 1 1 d . . .
Cu2 Cu 0.04255(3) 0.38483(6) 0.37785(4) 0.0251(2) Uani 1 1 d . . .
O1 O 0.2311(7) 0.8759(16) 0.6898(11) 0.195(5) Uani 1 1 d U . .
O2 O 0.3816(13) 0.916(3) 0.8489(19) 0.329(12) Uani 1 1 d U . .
N1 N 0.13703(19) 0.0186(5) 0.5300(3) 0.0303(10) Uani 1 1 d . . .
N2 N 0.07927(18) 0.0066(5) 0.5216(3) 0.0257(9) Uani 1 1 d . . .
N3 N 0.04633(18) 0.1198(4) 0.4829(3) 0.0219(9) Uani 1 1 d . . .
N4 N 0.08149(18) 0.2100(4) 0.4640(3) 0.0233(8) Uani 1 1 d . . .
N5 N 0.08264(18) 0.3183(4) 0.2988(3) 0.0222(9) Uani 1 1 d . . .
N6 N 0.04816(18) 0.3015(5) 0.2069(3) 0.0229(9) Uani 1 1 d . . .
N7 N 0.08206(19) 0.2366(5) 0.1764(3) 0.0261(9) Uani 1 1 d . . .
N8 N 0.13992(18) 0.2109(5) 0.2476(3) 0.0274(9) Uani 1 1 d . . .
N9 N 0.0440(2) 0.4345(6) -0.0712(4) 0.0458(13) Uani 1 1 d . . .
C1 C 0.2509(2) 0.3028(6) 0.4230(3) 0.0249(11) Uani 1 1 d . . .
H1 H 0.2514 0.3390 0.3709 0.030 Uiso 1 1 calc R . .
C2 C 0.1937(2) 0.2566(5) 0.4147(3) 0.0228(10) Uani 1 1 d . . .
C3 C 0.1928(2) 0.2031(5) 0.4938(3) 0.0235(10) Uani 1 1 d . . .
C4 C 0.1367(2) 0.1450(5) 0.4934(3) 0.0219(10) Uani 1 1 d . . .
C5 C 0.1379(2) 0.2608(5) 0.3216(3) 0.0222(10) Uani 1 1 d . . .
C6 C 0.0436(3) 0.3319(5) -0.0363(4) 0.0265(11) Uani 1 1 d . . .
O3 O 0.412(2) 0.687(5) 0.736(3) 0.33(2) Uani 0.50 1 d PU . .


_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 C6 1.930(5) . ?
Cu1 N2 2.032(4) 6 ?
Cu1 N7 2.070(4) . ?
Cu1 N3 2.083(4) 2 ?
Cu2 N9 1.902(6) 6_566 ?
Cu2 N5 2.064(4) . ?
Cu2 N4 2.090(4) . ?
Cu2 N6 2.111(4) 2 ?
N1 C4 1.340(7) . ?
N1 N2 1.345(6) . ?
N2 N3 1.307(6) . ?
N2 Cu1 2.032(4) 6_556 ?
N3 N4 1.346(6) . ?
N3 Cu1 2.083(4) 2 ?
N4 C4 1.335(6) . ?
N5 C5 1.324(6) . ?
N5 N6 1.340(6) . ?
N6 N7 1.307(6) . ?
N6 Cu2 2.111(4) 2 ?
N7 N8 1.350(6) . ?
N8 C5 1.329(6) . ?
N9 C6 1.133(8) . ?
N9 Cu2 1.902(6) 6_565 ?
C1 C3 1.395(7) 7_556 ?
C1 C2 1.397(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.407(7) . ?
C2 C5 1.478(6) . ?
C3 C1 1.395(7) 7_556 ?
C3 C4 1.466(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Cu1 N2 115.0(2) . 6 ?
C6 Cu1 N7 110.5(2) . . ?
N2 Cu1 N7 112.70(17) 6 . ?
C6 Cu1 N3 114.7(2) . 2 ?
N2 Cu1 N3 103.94(16) 6 2 ?
N7 Cu1 N3 98.79(16) . 2 ?
N9 Cu2 N5 129.8(2) 6_566 . ?
N9 Cu2 N4 120.7(2) 6_566 . ?
N5 Cu2 N4 89.40(16) . . ?
N9 Cu2 N6 114.9(2) 6_566 2 ?
N5 Cu2 N6 97.23(16) . 2 ?
N4 Cu2 N6 97.95(16) . 2 ?
C4 N1 N2 104.4(4) . . ?
N3 N2 N1 110.0(4) . . ?
N3 N2 Cu1 124.4(3) . 6_556 ?
N1 N2 Cu1 124.2(3) . 6_556 ?
N2 N3 N4 109.1(4) . . ?
N2 N3 Cu1 129.5(3) . 2 ?
N4 N3 Cu1 121.1(3) . 2 ?
C4 N4 N3 105.0(4) . . ?
C4 N4 Cu2 131.2(3) . . ?
N3 N4 Cu2 122.1(3) . . ?
C5 N5 N6 105.5(4) . . ?
C5 N5 Cu2 131.9(3) . . ?
N6 N5 Cu2 121.4(3) . . ?
N7 N6 N5 109.0(4) . . ?
N7 N6 Cu2 124.8(3) . 2 ?
N5 N6 Cu2 126.0(3) . 2 ?
N6 N7 N8 109.5(4) . . ?
N6 N7 Cu1 120.5(3) . . ?
N8 N7 Cu1 129.9(3) . . ?
C5 N8 N7 104.6(4) . . ?
C6 N9 Cu2 174.6(5) . 6_565 ?
C3 C1 C2 122.7(4) 7_556 . ?
C3 C1 H1 118.7 7_556 . ?
C2 C1 H1 118.7 . . ?
C1 C2 C3 118.6(4) . . ?
C1 C2 C5 117.5(4) . . ?
C3 C2 C5 123.8(4) . . ?
C1 C3 C2 118.7(4) 7_556 . ?
C1 C3 C4 117.2(4) 7_556 . ?
C2 C3 C4 124.0(4) . . ?
N1 C4 N4 111.4(4) . . ?
N1 C4 C3 122.0(4) . . ?
N4 C4 C3 126.5(5) . . ?
N5 C5 N8 111.5(4) . . ?
N5 C5 C2 126.9(4) . . ?
N8 C5 C2 121.5(4) . . ?
N9 C6 Cu1 170.5(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
C4 N1 N2 N3 -0.6(6) . . . . ?
C4 N1 N2 Cu1 166.5(3) . . . 6_556 ?
N1 N2 N3 N4 0.5(6) . . . . ?
Cu1 N2 N3 N4 -166.6(3) 6_556 . . . ?
N1 N2 N3 Cu1 -173.8(3) . . . 2 ?
Cu1 N2 N3 Cu1 19.1(6) 6_556 . . 2 ?
N2 N3 N4 C4 -0.2(5) . . . . ?
Cu1 N3 N4 C4 174.7(3) 2 . . . ?
N2 N3 N4 Cu2 166.9(3) . . . . ?
Cu1 N3 N4 Cu2 -18.2(5) 2 . . . ?
N9 Cu2 N4 C4 -100.5(5) 6_566 . . . ?
N5 Cu2 N4 C4 37.0(5) . . . . ?
N6 Cu2 N4 C4 134.2(4) 2 . . . ?
N9 Cu2 N4 N3 96.2(4) 6_566 . . . ?
N5 Cu2 N4 N3 -126.3(4) . . . . ?
N6 Cu2 N4 N3 -29.1(4) 2 . . . ?
N9 Cu2 N5 C5 91.9(5) 6_566 . . . ?
N4 Cu2 N5 C5 -39.1(5) . . . . ?
N6 Cu2 N5 C5 -137.0(4) 2 . . . ?
N9 Cu2 N5 N6 -102.4(4) 6_566 . . . ?
N4 Cu2 N5 N6 126.7(4) . . . . ?
N6 Cu2 N5 N6 28.8(3) 2 . . . ?
C5 N5 N6 N7 -0.2(5) . . . . ?
Cu2 N5 N6 N7 -169.3(3) . . . . ?
C5 N5 N6 Cu2 -174.1(3) . . . 2 ?
Cu2 N5 N6 Cu2 16.8(5) . . . 2 ?
N5 N6 N7 N8 -0.7(6) . . . . ?
Cu2 N6 N7 N8 173.2(3) 2 . . . ?
N5 N6 N7 Cu1 175.0(3) . . . . ?
Cu2 N6 N7 Cu1 -11.1(6) 2 . . . ?
C6 Cu1 N7 N6 83.8(4) . . . . ?
N2 Cu1 N7 N6 -146.0(4) 6 . . . ?
N3 Cu1 N7 N6 -36.8(4) 2 . . . ?
C6 Cu1 N7 N8 -101.5(5) . . . . ?
N2 Cu1 N7 N8 28.7(5) 6 . . . ?
N3 Cu1 N7 N8 137.9(5) 2 . . . ?
N6 N7 N8 C5 1.4(6) . . . . ?
Cu1 N7 N8 C5 -173.8(4) . . . . ?
C3 C1 C2 C3 0.6(9) 7_556 . . . ?
C3 C1 C2 C5 -176.6(5) 7_556 . . . ?
C1 C2 C3 C1 -0.6(8) . . . 7_556 ?
C5 C2 C3 C1 176.4(5) . . . 7_556 ?
C1 C2 C3 C4 -176.9(5) . . . . ?
C5 C2 C3 C4 0.1(8) . . . . ?
N2 N1 C4 N4 0.5(6) . . . . ?
N2 N1 C4 C3 176.4(5) . . . . ?
N3 N4 C4 N1 -0.2(5) . . . . ?
Cu2 N4 C4 N1 -165.7(4) . . . . ?
N3 N4 C4 C3 -175.9(5) . . . . ?
Cu2 N4 C4 C3 18.7(8) . . . . ?
C1 C3 C4 N1 -47.3(7) 7_556 . . . ?
C2 C3 C4 N1 129.0(6) . . . . ?
C1 C3 C4 N4 128.0(5) 7_556 . . . ?
C2 C3 C4 N4 -55.7(8) . . . . ?
N6 N5 C5 N8 1.1(6) . . . . ?
Cu2 N5 C5 N8 168.6(3) . . . . ?
N6 N5 C5 C2 177.5(5) . . . . ?
Cu2 N5 C5 C2 -15.1(8) . . . . ?
N7 N8 C5 N5 -1.6(6) . . . . ?
N7 N8 C5 C2 -178.1(4) . . . . ?
C1 C2 C5 N5 -128.7(6) . . . . ?
C3 C2 C5 N5 54.3(8) . . . . ?
C1 C2 C5 N8 47.3(7) . . . . ?
C3 C2 C5 N8 -129.7(6) . . . . ?
Cu2 N9 C6 Cu1 -14(9) 6_565 . . . ?
N2 Cu1 C6 N9 -155(3) 6 . . . ?
N7 Cu1 C6 N9 -26(3) . . . . ?
N3 Cu1 C6 N9 84(3) 2 . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         1.172
_refine_diff_density_min         -0.997
_refine_diff_density_rms         0.198
_chemical_properties_physical    
'Air-sensitive, Heat-sensitive, Oxygen-sensitive'
####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1041836'
_audit_update_record             
;
2015-01-03 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'Cu(I) complex'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H8 Cu2 N9 O3'
_chemical_formula_sum            'C6 H8 Cu2 N9 O3'
_chemical_formula_weight         382.30

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '
_symmetry_space_group_name_Hall  '-C 2yc  '
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                   24.321(5)
_cell_length_b                   9.4098(19)
_cell_length_c                   16.628(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.24(3)
_cell_angle_gamma                90.00
_cell_volume                     3320.7(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5152
_cell_measurement_theta_min      1.9190
_cell_measurement_theta_max      27.9243

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.525
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1512
_exptl_absorpt_coefficient_mu    2.580
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.6399
_exptl_absorpt_correction_T_max  0.6983
_exptl_absorpt_process_details   'CrystalClear (Rigaku/MSC Inc., 2006)'

_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_radiation_monochromator  graphite
_diffrn_measurement_device_type  Saturn724
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         4207
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13657
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_sigmaI/netI    0.0253
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.92
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3101
_reflns_number_gt                2876
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.1139P)²+17.8373P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3101
_refine_ls_number_parameters     181
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0568
_refine_ls_wR_factor_ref         0.1833
_refine_ls_wR_factor_gt          0.1751
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.132
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.7717(12) 0.858(2) 0.3185(17) 0.306(11) Uani 1 1 d U . .
O3 O 0.915(2) 0.817(5) 0.739(3) 0.59(3) Uani 1 1 d U . .
Cu1 Cu 1.04273(3) 0.82357(6) 0.04115(4) 0.0253(2) Uani 1 1 d . . .
Cu2 Cu 0.95723(3) 0.61430(6) 0.12254(4) 0.0257(2) Uani 1 1 d . . .
O2 O 0.8804(11) 0.583(2) 0.8486(15) 0.274(9) Uani 1 1 d U . .
N1 N 0.91824(19) 0.7907(5) 0.0373(3) 0.0234(9) Uani 1 1 d . . .
N2 N 0.95358(19) 0.8803(4) 0.0172(3) 0.0225(9) Uani 1 1 d . . .
N3 N 0.92015(19) 0.9927(5) -0.0236(3) 0.0265(9) Uani 1 1 d . . .
N4 N 0.8624(2) 0.9815(5) -0.0325(3) 0.0315(10) Uani 1 1 d . . .
N5 N 0.8605(2) 0.7907(5) 0.2511(3) 0.0296(10) Uani 1 1 d . . .
N6 N 0.9180(2) 0.7638(5) 0.3222(3) 0.0288(10) Uani 1 1 d . . .
N7 N 0.95211(19) 0.6974(5) 0.2926(3) 0.0239(9) Uani 1 1 d . . .
N8 N 0.91769(19) 0.6812(4) 0.2009(3) 0.0238(9) Uani 1 1 d . . .
N9 N 1.0449(3) 0.5661(6) -0.0694(4) 0.0471(13) Uani 1 1 d U . .
C1 C 0.7493(2) 0.6964(6) 0.0764(3) 0.0253(11) Uani 1 1 d . . .
H1 H 0.7491 0.6593 0.1281 0.030 Uiso 1 1 calc R . .
C2 C 0.8064(2) 0.7438(5) 0.0845(3) 0.0214(10) Uani 1 1 d . . .
C3 C 0.8068(2) 0.7970(6) 0.0061(3) 0.0237(10) Uani 1 1 d . . .
C4 C 0.8628(2) 0.8557(6) 0.0060(3) 0.0232(10) Uani 1 1 d . . .
C5 C 0.8623(2) 0.7401(5) 0.1776(3) 0.0228(10) Uani 1 1 d . . .
C6 C 1.0452(3) 0.6683(5) -0.0326(4) 0.0267(11) 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 C6 1.927(5) . ?
Cu1 N3 2.036(4) 5_775 ?
Cu1 N6 2.068(4) 2_755 ?
Cu1 N2 2.074(4) . ?
Cu2 N9 1.903(6) 5_765 ?
Cu2 N8 2.060(4) . ?
Cu2 N1 2.086(4) . ?
Cu2 N7 2.104(4) 2_755 ?
N1 C4 1.332(7) . ?
N1 N2 1.357(6) . ?
N2 N3 1.305(6) . ?
N3 N4 1.341(6) . ?
N3 Cu1 2.036(4) 5_775 ?
N4 C4 1.343(7) . ?
N5 C5 1.332(7) . ?
N5 N6 1.343(6) . ?
N6 N7 1.311(6) . ?
N6 Cu1 2.068(4) 2_755 ?
N7 N8 1.342(6) . ?
N7 Cu2 2.104(4) 2_755 ?
N8 C5 1.328(7) . ?
N9 C6 1.137(8) . ?
N9 Cu2 1.903(6) 5_765 ?
C1 C3 1.386(7) 7_665 ?
C1 C2 1.400(7) . ?
C1 H1 0.9300 . ?
C2 C3 1.402(7) . ?
C2 C5 1.479(6) . ?
C3 C1 1.386(7) 7_665 ?
C3 C4 1.471(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
C6 Cu1 N3 113.5(2) . 5_775 ?
C6 Cu1 N6 110.6(2) . 2_755 ?
N3 Cu1 N6 112.93(18) 5_775 2_755 ?
C6 Cu1 N2 115.3(2) . . ?
N3 Cu1 N2 104.44(16) 5_775 . ?
N6 Cu1 N2 99.15(18) 2_755 . ?
N9 Cu2 N8 130.6(2) 5_765 . ?
N9 Cu2 N1 119.6(2) 5_765 . ?
N8 Cu2 N1 89.36(17) . . ?
N9 Cu2 N7 115.2(2) 5_765 2_755 ?
N8 Cu2 N7 97.01(16) . 2_755 ?
N1 Cu2 N7 98.03(16) . 2_755 ?
C4 N1 N2 105.1(4) . . ?
C4 N1 Cu2 132.0(3) . . ?
N2 N1 Cu2 121.9(3) . . ?
N3 N2 N1 108.8(4) . . ?
N3 N2 Cu1 129.5(3) . . ?
N1 N2 Cu1 121.4(3) . . ?
N2 N3 N4 110.3(4) . . ?
N2 N3 Cu1 123.8(3) . 5_775 ?
N4 N3 Cu1 124.4(3) . 5_775 ?
C4 N4 N3 104.7(4) . . ?
C5 N5 N6 104.7(4) . . ?
N7 N6 N5 109.7(4) . . ?
N7 N6 Cu1 120.3(3) . 2_755 ?
N5 N6 Cu1 129.8(3) . 2_755 ?
N6 N7 N8 108.8(4) . . ?
N6 N7 Cu2 125.0(3) . 2_755 ?
N8 N7 Cu2 126.0(3) . 2_755 ?
C5 N8 N7 105.4(4) . . ?
C5 N8 Cu2 131.6(3) . . ?
N7 N8 Cu2 121.9(3) . . ?
C6 N9 Cu2 174.4(5) . 5_765 ?
C3 C1 C2 122.2(5) 7_665 . ?
C3 C1 H1 118.9 7_665 . ?
C2 C1 H1 118.9 . . ?
C1 C2 C3 118.8(4) . . ?
C1 C2 C5 117.0(4) . . ?
C3 C2 C5 124.1(4) . . ?
C1 C3 C2 119.0(4) 7_665 . ?
C1 C3 C4 116.6(4) 7_665 . ?
C2 C3 C4 124.3(4) . . ?
N4 C4 N1 111.2(4) . . ?
N4 C4 C3 122.7(5) . . ?
N1 C4 C3 125.9(5) . . ?
N8 C5 N5 111.4(4) . . ?
N8 C5 C2 126.7(4) . . ?
N5 C5 C2 121.7(4) . . ?
N9 C6 Cu1 171.4(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
N9 Cu2 N1 C4 99.3(5) 5_765 . . . ?
N8 Cu2 N1 C4 -38.7(5) . . . . ?
N7 Cu2 N1 C4 -135.7(5) 2_755 . . . ?
N9 Cu2 N1 N2 -94.2(4) 5_765 . . . ?
N8 Cu2 N1 N2 127.8(4) . . . . ?
N7 Cu2 N1 N2 30.8(4) 2_755 . . . ?
C4 N1 N2 N3 0.4(5) . . . . ?
Cu2 N1 N2 N3 -169.3(3) . . . . ?
C4 N1 N2 Cu1 -174.7(3) . . . . ?
Cu2 N1 N2 Cu1 15.7(5) . . . . ?
C6 Cu1 N2 N3 -108.2(5) . . . . ?
N3 Cu1 N2 N3 17.1(5) 5_775 . . . ?
N6 Cu1 N2 N3 133.7(4) 2_755 . . . ?
C6 Cu1 N2 N1 65.8(4) . . . . ?
N3 Cu1 N2 N1 -169.0(4) 5_775 . . . ?
N6 Cu1 N2 N1 -52.3(4) 2_755 . . . ?
N1 N2 N3 N4 -0.6(6) . . . . ?
Cu1 N2 N3 N4 174.0(4) . . . . ?
N1 N2 N3 Cu1 165.5(3) . . . 5_775 ?
Cu1 N2 N3 Cu1 -20.0(6) . . . 5_775 ?
N2 N3 N4 C4 0.5(6) . . . . ?
Cu1 N3 N4 C4 -165.4(3) 5_775 . . . ?
C5 N5 N6 N7 -1.3(6) . . . . ?
C5 N5 N6 Cu1 173.9(4) . . . 2_755 ?
N5 N6 N7 N8 0.8(6) . . . . ?
Cu1 N6 N7 N8 -174.9(3) 2_755 . . . ?
N5 N6 N7 Cu2 -174.0(3) . . . 2_755 ?
Cu1 N6 N7 Cu2 10.2(6) 2_755 . . 2_755 ?
N6 N7 N8 C5 0.0(6) . . . . ?
Cu2 N7 N8 C5 174.8(3) 2_755 . . . ?
N6 N7 N8 Cu2 169.0(3) . . . . ?
Cu2 N7 N8 Cu2 -16.2(6) 2_755 . . . ?
N9 Cu2 N8 C5 -91.1(5) 5_765 . . . ?
N1 Cu2 N8 C5 38.8(5) . . . . ?
N7 Cu2 N8 C5 136.8(5) 2_755 . . . ?
N9 Cu2 N8 N7 103.1(4) 5_765 . . . ?
N1 Cu2 N8 N7 -127.0(4) . . . . ?
N7 Cu2 N8 N7 -29.0(3) 2_755 . . . ?
C3 C1 C2 C3 -1.3(9) 7_665 . . . ?
C3 C1 C2 C5 176.0(5) 7_665 . . . ?
C1 C2 C3 C1 1.3(8) . . . 7_665 ?
C5 C2 C3 C1 -175.8(5) . . . 7_665 ?
C1 C2 C3 C4 177.2(5) . . . . ?
C5 C2 C3 C4 0.1(8) . . . . ?
N3 N4 C4 N1 -0.2(6) . . . . ?
N3 N4 C4 C3 -176.3(5) . . . . ?
N2 N1 C4 N4 -0.1(6) . . . . ?
Cu2 N1 C4 N4 168.1(4) . . . . ?
N2 N1 C4 C3 175.8(5) . . . . ?
Cu2 N1 C4 C3 -16.0(8) . . . . ?
C1 C3 C4 N4 45.5(7) 7_665 . . . ?
C2 C3 C4 N4 -130.5(6) . . . . ?
C1 C3 C4 N1 -130.0(6) 7_665 . . . ?
C2 C3 C4 N1 54.0(8) . . . . ?
N7 N8 C5 N5 -0.8(6) . . . . ?
Cu2 N8 C5 N5 -168.4(4) . . . . ?
N7 N8 C5 C2 -176.7(5) . . . . ?
Cu2 N8 C5 C2 15.7(8) . . . . ?
N6 N5 C5 N8 1.3(6) . . . . ?
N6 N5 C5 C2 177.5(5) . . . . ?
C1 C2 C5 N8 128.1(6) . . . . ?
C3 C2 C5 N8 -54.8(8) . . . . ?
C1 C2 C5 N5 -47.5(7) . . . . ?
C3 C2 C5 N5 129.7(6) . . . . ?
Cu2 N9 C6 Cu1 -2(9) 5_765 . . . ?
N3 Cu1 C6 N9 167(4) 5_775 . . . ?
N6 Cu1 C6 N9 39(4) 2_755 . . . ?
N2 Cu1 C6 N9 -73(4) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.663
_refine_diff_density_min         -1.037
_refine_diff_density_rms         0.469
_chemical_properties_physical    
'Air-sensitive, Heat-sensitive, Oxygen-sensitive'
####################################################################### 
# 
# 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_b
_database_code_depnum_ccdc_archive 'CCDC 1041837'
_audit_update_record             
;
2015-01-03 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'Cu(I)Cu(II) complex'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H4 Cu2 N9 O1.50'
_chemical_formula_sum            'C6 H4 Cu2 N9 O1.50'
_chemical_formula_weight         353.26

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '
_symmetry_space_group_name_Hall  '-C 2yc  '
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                   24.338(5)
_cell_length_b                   9.4877(19)
_cell_length_c                   16.502(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.89(3)
_cell_angle_gamma                90.00
_cell_volume                     3303.7(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4576
_cell_measurement_theta_min      2.3497
_cell_measurement_theta_max      27.8884

_exptl_crystal_description       Block
_exptl_crystal_colour            Black
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1384
_exptl_absorpt_coefficient_mu    2.581
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.6133
_exptl_absorpt_correction_T_max  0.6829
_exptl_absorpt_process_details   'CrystalClear (Rigaku/MSC Inc., 2006)'

_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_radiation_monochromator  graphite
_diffrn_measurement_device_type  Saturn724
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         4240
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            3066
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0273
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         25.49
_reflns_number_total             3066
_reflns_number_gt                2745
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL

_refine_special_details          SQUEEZE

_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)+(0.0882P)²+11.7132P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3066
_refine_ls_number_parameters     177
_refine_ls_number_restraints     227
_refine_ls_R_factor_all          0.0575
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1572
_refine_ls_wR_factor_gt          0.1529
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_restrained_S_all      1.157
_refine_ls_shift/su_max          0.003
_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 1.042716(13) 0.82361(3) 0.03963(2) 0.02887(8) Uani 1 1 d . . .
Cu2 Cu 0.957200(13) 0.61493(3) 0.12225(2) 0.02990(9) Uani 1 1 d . . .
O1 O 0.7649(4) 0.1242(10) 0.8086(6) 0.296(3) Uani 1 1 d DU . .
H1W1 H 0.7860 0.0545 0.8419 0.444 Uiso 1 1 d RD . .
H1W2 H 0.7871 0.1983 0.8189 0.444 Uiso 1 1 d RD . .
O2 O 0.6206(6) 0.0888(15) 0.6620(9) 0.091(2) Uani 0.25 1 d PU . .
O3 O 1.0000 0.902(4) 0.7500 0.421(3) Uani 0.50 2 d SPU . .
N1 N 0.86306(9) 0.9823(2) -0.02937(15) 0.0334(5) Uani 1 1 d U . .
N2 N 0.92087(9) 0.9935(2) -0.02155(14) 0.0304(5) Uani 1 1 d U . .
N3 N 0.95359(8) 0.8789(2) 0.01690(14) 0.0260(5) Uani 1 1 d U . .
N4 N 0.91801(8) 0.7897(2) 0.03613(14) 0.0264(5) Uani 1 1 d U . .
N5 N 0.91764(9) 0.6822(2) 0.20098(13) 0.0261(5) Uani 1 1 d U . .
N6 N 0.95187(9) 0.6989(2) 0.29279(13) 0.0275(5) Uani 1 1 d U . .
N7 N 0.91779(9) 0.7645(2) 0.32342(14) 0.0308(5) Uani 1 1 d U . .
N8 N 0.86000(9) 0.7913(3) 0.25217(14) 0.0316(5) Uani 1 1 d U . .
C6 C 1.04375(12) 0.6686(3) -0.03586(17) 0.0310(6) Uani 1 1 d U . .
C1 C 0.74918(10) 0.6979(3) 0.07708(17) 0.0305(6) Uani 1 1 d U . .
H1 H 0.7492 0.6625 0.1296 0.037 Uiso 1 1 calc R . .
C2 C 0.80603(10) 0.7438(3) 0.08491(16) 0.0272(5) Uani 1 1 d U . .
C3 C 0.80715(10) 0.7963(3) 0.00681(16) 0.0274(5) Uani 1 1 d U . .
C4 C 0.86330(10) 0.8555(3) 0.00706(16) 0.0270(5) Uani 1 1 d U . .
C5 C 0.86185(10) 0.7401(3) 0.17876(16) 0.0268(5) Uani 1 1 d U . .
N9 N 0.95543(12) 0.4334(3) 0.07067(18) 0.0504(8) Uani 1 1 d U . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 C6 1.935(3) . ?
Cu1 N2 2.037(2) 5_775 ?
Cu1 N7 2.045(2) 2_755 ?
Cu1 N3 2.076(2) . ?
Cu2 N9 1.912(3) . ?
Cu2 N5 2.066(2) . ?
Cu2 N4 2.080(2) . ?
Cu2 N6 2.099(2) 2_755 ?
O1 H1W1 0.8493 . ?
O1 H1W2 0.8511 . ?
N1 C4 1.344(4) . ?
N1 N2 1.351(3) . ?
N2 N3 1.309(3) . ?
N2 Cu1 2.037(2) 5_775 ?
N3 N4 1.357(3) . ?
N4 C4 1.325(3) . ?
N5 N6 1.325(3) . ?
N5 C5 1.336(3) . ?
N6 N7 1.322(3) . ?
N6 Cu2 2.099(2) 2_755 ?
N7 N8 1.333(3) . ?
N7 Cu1 2.045(2) 2_755 ?
N8 C5 1.326(4) . ?
C6 N9 1.131(4) 5_765 ?
C1 C3 1.381(3) 7_665 ?
C1 C2 1.394(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.395(4) . ?
C2 C5 1.466(3) . ?
C3 C1 1.381(3) 7_665 ?
C3 C4 1.476(4) . ?
N9 C6 1.131(4) 5_765 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 Cu1 N2 114.00(12) . 5_775 ?
C6 Cu1 N7 110.70(10) . 2_755 ?
N2 Cu1 N7 113.35(9) 5_775 2_755 ?
C6 Cu1 N3 115.05(10) . . ?
N2 Cu1 N3 104.47(8) 5_775 . ?
N7 Cu1 N3 98.19(9) 2_755 . ?
N9 Cu2 N5 130.08(11) . . ?
N9 Cu2 N4 120.85(10) . . ?
N5 Cu2 N4 89.13(9) . . ?
N9 Cu2 N6 114.94(10) . 2_755 ?
N5 Cu2 N6 97.44(8) . 2_755 ?
N4 Cu2 N6 97.22(8) . 2_755 ?
H1W1 O1 H1W2 113.3 . . ?
C4 N1 N2 104.8(2) . . ?
N3 N2 N1 109.5(2) . . ?
N3 N2 Cu1 125.03(16) . 5_775 ?
N1 N2 Cu1 124.13(17) . 5_775 ?
N2 N3 N4 109.04(19) . . ?
N2 N3 Cu1 128.75(18) . . ?
N4 N3 Cu1 122.07(15) . . ?
C4 N4 N3 105.3(2) . . ?
C4 N4 Cu2 131.20(19) . . ?
N3 N4 Cu2 121.90(14) . . ?
N6 N5 C5 103.8(2) . . ?
N6 N5 Cu2 122.10(16) . . ?
C5 N5 Cu2 133.08(16) . . ?
N7 N6 N5 109.68(18) . . ?
N7 N6 Cu2 125.22(14) . 2_755 ?
N5 N6 Cu2 124.82(18) . 2_755 ?
N6 N7 N8 109.8(2) . . ?
N6 N7 Cu1 120.84(13) . 2_755 ?
N8 N7 Cu1 129.12(19) . 2_755 ?
C5 N8 N7 103.6(2) . . ?
N9 C6 Cu1 170.6(3) 5_765 . ?
C3 C1 C2 121.6(3) 7_665 . ?
C3 C1 H1 119.2 7_665 . ?
C2 C1 H1 119.2 . . ?
C1 C2 C3 120.1(2) . . ?
C1 C2 C5 116.4(2) . . ?
C3 C2 C5 123.4(2) . . ?
C1 C3 C2 118.3(2) 7_665 . ?
C1 C3 C4 116.3(2) 7_665 . ?
C2 C3 C4 125.31(19) . . ?
N4 C4 N1 111.3(2) . . ?
N4 C4 C3 125.7(2) . . ?
N1 C4 C3 122.8(2) . . ?
N8 C5 N5 113.11(19) . . ?
N8 C5 C2 121.4(2) . . ?
N5 C5 C2 125.5(2) . . ?
C6 N9 Cu2 174.3(3) 5_765 . ?

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
C4 N1 N2 N3 0.4(3) . . . . ?
C4 N1 N2 Cu1 -167.02(17) . . . 5_775 ?
N1 N2 N3 N4 -0.5(3) . . . . ?
Cu1 N2 N3 N4 166.77(16) 5_775 . . . ?
N1 N2 N3 Cu1 175.21(16) . . . . ?
Cu1 N2 N3 Cu1 -17.5(3) 5_775 . . . ?
C6 Cu1 N3 N2 -111.0(2) . . . . ?
N2 Cu1 N3 N2 14.7(3) 5_775 . . . ?
N7 Cu1 N3 N2 131.5(2) 2_755 . . . ?
C6 Cu1 N3 N4 64.2(2) . . . . ?
N2 Cu1 N3 N4 -170.03(17) 5_775 . . . ?
N7 Cu1 N3 N4 -53.25(19) 2_755 . . . ?
N2 N3 N4 C4 0.4(3) . . . . ?
Cu1 N3 N4 C4 -175.68(16) . . . . ?
N2 N3 N4 Cu2 -166.78(16) . . . . ?
Cu1 N3 N4 Cu2 17.1(3) . . . . ?
N9 Cu2 N4 C4 101.6(2) . . . . ?
N5 Cu2 N4 C4 -36.2(2) . . . . ?
N6 Cu2 N4 C4 -133.6(2) 2_755 . . . ?
N9 Cu2 N4 N3 -94.9(2) . . . . ?
N5 Cu2 N4 N3 127.27(19) . . . . ?
N6 Cu2 N4 N3 29.9(2) 2_755 . . . ?
N9 Cu2 N5 N6 102.2(2) . . . . ?
N4 Cu2 N5 N6 -126.72(19) . . . . ?
N6 Cu2 N5 N6 -29.55(17) 2_755 . . . ?
N9 Cu2 N5 C5 -91.5(3) . . . . ?
N4 Cu2 N5 C5 39.6(2) . . . . ?
N6 Cu2 N5 C5 136.8(2) 2_755 . . . ?
C5 N5 N6 N7 -0.2(3) . . . . ?
Cu2 N5 N6 N7 169.53(17) . . . . ?
C5 N5 N6 Cu2 173.81(18) . . . 2_755 ?
Cu2 N5 N6 Cu2 -16.4(3) . . . 2_755 ?
N5 N6 N7 N8 0.5(3) . . . . ?
Cu2 N6 N7 N8 -173.48(17) 2_755 . . . ?
N5 N6 N7 Cu1 -174.85(16) . . . 2_755 ?
Cu2 N6 N7 Cu1 11.1(3) 2_755 . . 2_755 ?
N6 N7 N8 C5 -0.6(3) . . . . ?
Cu1 N7 N8 C5 174.3(2) 2_755 . . . ?
N2 Cu1 C6 N9 153.9(14) 5_775 . . 5_765 ?
N7 Cu1 C6 N9 24.7(15) 2_755 . . 5_765 ?
N3 Cu1 C6 N9 -85.5(15) . . . 5_765 ?
C3 C1 C2 C3 -0.4(5) 7_665 . . . ?
C3 C1 C2 C5 176.5(3) 7_665 . . . ?
C1 C2 C3 C1 0.4(5) . . . 7_665 ?
C5 C2 C3 C1 -176.3(3) . . . 7_665 ?
C1 C2 C3 C4 176.3(3) . . . . ?
C5 C2 C3 C4 -0.4(4) . . . . ?
N3 N4 C4 N1 -0.1(3) . . . . ?
Cu2 N4 C4 N1 165.37(17) . . . . ?
N3 N4 C4 C3 175.4(2) . . . . ?
Cu2 N4 C4 C3 -19.1(4) . . . . ?
N2 N1 C4 N4 -0.2(3) . . . . ?
N2 N1 C4 C3 -175.9(2) . . . . ?
C1 C3 C4 N4 -127.1(3) 7_665 . . . ?
C2 C3 C4 N4 56.9(4) . . . . ?
C1 C3 C4 N1 47.9(4) 7_665 . . . ?
C2 C3 C4 N1 -128.0(3) . . . . ?
N7 N8 C5 N5 0.5(3) . . . . ?
N7 N8 C5 C2 177.9(2) . . . . ?
N6 N5 C5 N8 -0.1(3) . . . . ?
Cu2 N5 C5 N8 -168.26(19) . . . . ?
N6 N5 C5 C2 -177.4(2) . . . . ?
Cu2 N5 C5 C2 14.4(4) . . . . ?
C1 C2 C5 N8 -47.5(4) . . . . ?
C3 C2 C5 N8 129.3(3) . . . . ?
C1 C2 C5 N5 129.6(3) . . . . ?
C3 C2 C5 N5 -53.6(4) . . . . ?
N5 Cu2 N9 C6 167(2) . . . 5_765 ?
N4 Cu2 N9 C6 49(2) . . . 5_765 ?
N6 Cu2 N9 C6 -67(2) 2_755 . . 5_765 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.49
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         1.236
_refine_diff_density_min         -0.782
_refine_diff_density_rms         0.150
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 0.750 0.249 0.000 267 55 ' '
2 0.250 0.249 0.500 266 55 ' '
3 0.750 -0.251 0.500 267 55 ' '
4 0.250 -0.251 1.000 266 55 ' '
_platon_squeeze_details          
;
The unit cell includes a large region of disordered solvent water molecules,
which could not be modeled as discrete atomic sites. We employed PLATON/SQUEEZE 
to calculate the diffraction contribution of the solvent water molecules and, 
thereby, to produce a set of solvent-free diffraction intensities.Combing  
single-crystal structures, elemental microanalyses, TGA and the electron count 
of the SQUEEZE results, about 1.5 water molecules per asymmetric unit
;
####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1041838'
_audit_update_record             
;
2015-01-03 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'Cu(I) complex'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H19 Cu2 N10 O'
_chemical_formula_sum            'C12 H19 Cu2 N10 O'
_chemical_formula_weight         446.45

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C2/c  '
_symmetry_space_group_name_Hall  '-C 2yc  '
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                   24.225(5)
_cell_length_b                   9.6254(19)
_cell_length_c                   16.370(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 118.54(3)
_cell_angle_gamma                90.00
_cell_volume                     3353.2(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4611
_cell_measurement_theta_min      1.9138
_cell_measurement_theta_max      27.8644

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1816
_exptl_absorpt_coefficient_mu    2.562
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.5784
_exptl_absorpt_correction_T_max  0.6556
_exptl_absorpt_process_details   'CrystalClear (Rigaku/MSC Inc., 2006)'

_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_radiation_monochromator  graphite
_diffrn_measurement_device_type  Saturn724
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         4228
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12471
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.91
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3128
_reflns_number_gt                2803
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.1091P)²+12.3555P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3128
_refine_ls_number_parameters     229
_refine_ls_number_restraints     63
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0543
_refine_ls_wR_factor_ref         0.1604
_refine_ls_wR_factor_gt          0.1542
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.053
_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 0.04177(3) 0.38001(6) 0.37793(4) 0.0207(2) Uani 1 1 d . . .
Cu2 Cu 0.04178(3) 0.18003(6) 0.03391(4) 0.0211(2) Uani 1 1 d . . .
O1 O 0.2820(3) 0.3196(8) 0.8429(5) 0.086(2) Uani 1 1 d U . .
N1 N 0.13637(18) 0.0155(4) 0.5255(3) 0.0225(9) Uani 1 1 d . . .
N2 N 0.07839(18) 0.0027(4) 0.5174(3) 0.0210(9) Uani 1 1 d . . .
N3 N 0.04587(18) 0.1161(4) 0.4808(3) 0.0169(8) Uani 1 1 d . . .
N4 N 0.08105(18) 0.2062(4) 0.4632(3) 0.0185(8) Uani 1 1 d . . .
N5 N 0.14096(19) 0.2142(4) 0.2440(3) 0.0201(9) Uani 1 1 d . . .
N6 N 0.08322(18) 0.2375(4) 0.1744(3) 0.0202(9) Uani 1 1 d . . .
N7 N 0.04843(18) 0.2956(4) 0.2062(3) 0.0190(9) Uani 1 1 d . . .
N8 N 0.08235(18) 0.3099(4) 0.2987(3) 0.0183(8) Uani 1 1 d . . .
N9 N 0.0406(2) 0.4388(6) -0.0749(3) 0.0367(12) Uani 1 1 d . . .
N10 N 0.1588(3) 0.2687(7) 0.7893(5) 0.0656(19) Uani 1 1 d . . .
H10 H 0.2009 0.2752 0.8103 0.079 Uiso 1 1 calc R . .
C1 C 0.2513(2) 0.3018(5) 0.4226(3) 0.0190(10) Uani 1 1 d . . .
H1 H 0.2521 0.3366 0.3701 0.023 Uiso 1 1 calc R . .
C2 C 0.1946(2) 0.2544(5) 0.4143(3) 0.0171(9) Uani 1 1 d . . .
C3 C 0.1928(2) 0.2010(5) 0.4928(3) 0.0182(10) Uani 1 1 d . . .
C4 C 0.1363(2) 0.1417(5) 0.4914(3) 0.0160(9) Uani 1 1 d . . .
C5 C 0.1389(2) 0.2581(5) 0.3201(3) 0.0163(9) Uani 1 1 d . . .
C6 C 0.0394(2) 0.3361(5) -0.0421(3) 0.0179(10) Uani 1 1 d . . .
C7 C 0.1424(7) 0.4287(12) 0.6582(8) 0.107(4) Uani 1 1 d U . .
H7A H 0.1332 0.5045 0.6879 0.160 Uiso 1 1 calc R . .
H7B H 0.1196 0.4407 0.5920 0.160 Uiso 1 1 calc R . .
H7C H 0.1867 0.4269 0.6782 0.160 Uiso 1 1 calc R . .
C8 C 0.1249(7) 0.3057(17) 0.6819(10) 0.127(4) Uani 1 1 d U . .
H8A H 0.1328 0.2309 0.6490 0.152 Uiso 1 1 calc R . .
H8B H 0.0799 0.3086 0.6598 0.152 Uiso 1 1 calc R . .
C9 C 0.1842(6) 0.3649(14) 0.9446(9) 0.107(4) Uani 1 1 d U . .
H9A H 0.1815 0.2731 0.9654 0.160 Uiso 1 1 calc R . .
H9B H 0.1692 0.4313 0.9732 0.160 Uiso 1 1 calc R . .
H9C H 0.2272 0.3852 0.9616 0.160 Uiso 1 1 calc R . .
C10 C 0.1425(6) 0.3732(15) 0.8348(10) 0.115(4) Uani 1 1 d U . .
H10A H 0.0986 0.3634 0.8184 0.138 Uiso 1 1 calc R . .
H10B H 0.1479 0.4637 0.8135 0.138 Uiso 1 1 calc R . .
C11 C 0.0734(6) 0.1003(13) 0.7610(10) 0.114(4) Uani 1 1 d U . .
H11A H 0.0585 0.1757 0.7836 0.171 Uiso 1 1 calc R . .
H11B H 0.0693 0.0147 0.7877 0.171 Uiso 1 1 calc R . .
H11C H 0.0489 0.0955 0.6945 0.171 Uiso 1 1 calc R . .
C12 C 0.1443(6) 0.1249(11) 0.7889(11) 0.108(4) Uani 1 1 d U . .
H12A H 0.1705 0.0865 0.8503 0.129 Uiso 1 1 calc R . .
H12B H 0.1540 0.0761 0.7455 0.129 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 N9 1.913(6) 6_566 ?
Cu1 N8 2.078(4) . ?
Cu1 N4 2.094(4) . ?
Cu1 N7 2.111(4) 2 ?
Cu2 C6 1.934(4) . ?
Cu2 N2 2.045(4) 6 ?
Cu2 N6 2.097(4) . ?
Cu2 N3 2.111(4) 2 ?
N1 C4 1.337(6) . ?
N1 N2 1.352(6) . ?
N2 N3 1.311(6) . ?
N2 Cu2 2.045(4) 6_556 ?
N3 N4 1.340(5) . ?
N3 Cu2 2.111(4) 2 ?
N4 C4 1.341(6) . ?
N5 N6 1.335(6) . ?
N5 C5 1.338(6) . ?
N6 N7 1.308(6) . ?
N7 N8 1.342(6) . ?
N7 Cu1 2.111(4) 2 ?
N8 C5 1.338(6) . ?
N9 C6 1.132(7) . ?
N9 Cu1 1.913(6) 6_565 ?
N10 C10 1.416(13) . ?
N10 C12 1.427(12) . ?
N10 C8 1.585(15) . ?
N10 H10 0.9100 . ?
C1 C2 1.392(7) . ?
C1 C3 1.400(7) 7_556 ?
C1 H1 0.9300 . ?
C2 C3 1.404(7) . ?
C2 C5 1.487(6) . ?
C3 C1 1.400(7) 7_556 ?
C3 C4 1.473(6) . ?
C7 C8 1.375(17) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.588(18) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.571(16) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?

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
N9 Cu1 N8 130.55(19) 6_566 . ?
N9 Cu1 N4 123.30(19) 6_566 . ?
N8 Cu1 N4 87.51(16) . . ?
N9 Cu1 N7 113.85(18) 6_566 2 ?
N8 Cu1 N7 96.82(15) . 2 ?
N4 Cu1 N7 97.25(16) . 2 ?
C6 Cu2 N2 117.67(19) . 6 ?
C6 Cu2 N6 110.61(19) . . ?
N2 Cu2 N6 111.20(17) 6 . ?
C6 Cu2 N3 115.72(19) . 2 ?
N2 Cu2 N3 102.14(15) 6 2 ?
N6 Cu2 N3 97.49(16) . 2 ?
C4 N1 N2 104.3(4) . . ?
N3 N2 N1 109.8(4) . . ?
N3 N2 Cu2 124.9(3) . 6_556 ?
N1 N2 Cu2 124.1(3) . 6_556 ?
N2 N3 N4 109.4(4) . . ?
N2 N3 Cu2 130.3(3) . 2 ?
N4 N3 Cu2 119.7(3) . 2 ?
N3 N4 C4 105.0(4) . . ?
N3 N4 Cu1 121.8(3) . . ?
C4 N4 Cu1 131.3(3) . . ?
N6 N5 C5 104.5(4) . . ?
N7 N6 N5 110.1(4) . . ?
N7 N6 Cu2 119.1(3) . . ?
N5 N6 Cu2 130.5(3) . . ?
N6 N7 N8 109.2(4) . . ?
N6 N7 Cu1 124.6(3) . 2 ?
N8 N7 Cu1 125.6(3) . 2 ?
C5 N8 N7 104.8(4) . . ?
C5 N8 Cu1 133.5(3) . . ?
N7 N8 Cu1 121.4(3) . . ?
C6 N9 Cu1 175.0(5) . 6_565 ?
C10 N10 C12 124.2(11) . . ?
C10 N10 C8 107.3(10) . . ?
C12 N10 C8 102.5(10) . . ?
C10 N10 H10 107.3 . . ?
C12 N10 H10 107.3 . . ?
C8 N10 H10 107.3 . . ?
C2 C1 C3 122.2(4) . 7_556 ?
C2 C1 H1 118.9 . . ?
C3 C1 H1 118.9 7_556 . ?
C1 C2 C3 119.4(4) . . ?
C1 C2 C5 117.2(4) . . ?
C3 C2 C5 123.3(4) . . ?
C1 C3 C2 118.4(4) 7_556 . ?
C1 C3 C4 117.4(4) 7_556 . ?
C2 C3 C4 124.2(4) . . ?
N1 C4 N4 111.5(4) . . ?
N1 C4 C3 122.0(4) . . ?
N4 C4 C3 126.4(4) . . ?
N8 C5 N5 111.3(4) . . ?
N8 C5 C2 126.0(4) . . ?
N5 C5 C2 122.6(4) . . ?
N9 C6 Cu2 169.8(5) . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C8 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C7 C8 N10 116.1(11) . . ?
C7 C8 H8A 108.3 . . ?
N10 C8 H8A 108.3 . . ?
C7 C8 H8B 108.3 . . ?
N10 C8 H8B 108.3 . . ?
H8A C8 H8B 107.4 . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N10 C10 C9 111.9(10) . . ?
N10 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
N10 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N10 C12 C11 112.3(9) . . ?
N10 C12 H12A 109.1 . . ?
C11 C12 H12A 109.1 . . ?
N10 C12 H12B 109.1 . . ?
C11 C12 H12B 109.1 . . ?
H12A C12 H12B 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 N2 N3 -0.4(5) . . . . ?
C4 N1 N2 Cu2 167.8(3) . . . 6_556 ?
N1 N2 N3 N4 0.4(5) . . . . ?
Cu2 N2 N3 N4 -167.6(3) 6_556 . . . ?
N1 N2 N3 Cu2 -170.1(3) . . . 2 ?
Cu2 N2 N3 Cu2 21.8(6) 6_556 . . 2 ?
N2 N3 N4 C4 -0.3(5) . . . . ?
Cu2 N3 N4 C4 171.4(3) 2 . . . ?
N2 N3 N4 Cu1 165.8(3) . . . . ?
Cu2 N3 N4 Cu1 -22.5(5) 2 . . . ?
N9 Cu1 N4 N3 96.5(4) 6_566 . . . ?
N8 Cu1 N4 N3 -124.9(4) . . . . ?
N7 Cu1 N4 N3 -28.3(4) 2 . . . ?
N9 Cu1 N4 C4 -101.5(5) 6_566 . . . ?
N8 Cu1 N4 C4 37.1(4) . . . . ?
N7 Cu1 N4 C4 133.7(4) 2 . . . ?
C5 N5 N6 N7 1.4(5) . . . . ?
C5 N5 N6 Cu2 -172.2(3) . . . . ?
C6 Cu2 N6 N7 84.8(4) . . . . ?
N2 Cu2 N6 N7 -142.5(3) 6 . . . ?
N3 Cu2 N6 N7 -36.3(4) 2 . . . ?
C6 Cu2 N6 N5 -102.0(4) . . . . ?
N2 Cu2 N6 N5 30.6(5) 6 . . . ?
N3 Cu2 N6 N5 136.8(4) 2 . . . ?
N5 N6 N7 N8 -1.1(5) . . . . ?
Cu2 N6 N7 N8 173.4(3) . . . . ?
N5 N6 N7 Cu1 170.4(3) . . . 2 ?
Cu2 N6 N7 Cu1 -15.1(5) . . . 2 ?
N6 N7 N8 C5 0.2(5) . . . . ?
Cu1 N7 N8 C5 -171.2(3) 2 . . . ?
N6 N7 N8 Cu1 -173.9(3) . . . . ?
Cu1 N7 N8 Cu1 14.7(5) 2 . . . ?
N9 Cu1 N8 C5 89.7(5) 6_566 . . . ?
N4 Cu1 N8 C5 -43.6(4) . . . . ?
N7 Cu1 N8 C5 -140.6(4) 2 . . . ?
N9 Cu1 N8 N7 -98.1(4) 6_566 . . . ?
N4 Cu1 N8 N7 128.6(4) . . . . ?
N7 Cu1 N8 N7 31.5(3) 2 . . . ?
C3 C1 C2 C3 -0.3(8) 7_556 . . . ?
C3 C1 C2 C5 -177.9(4) 7_556 . . . ?
C1 C2 C3 C1 0.3(8) . . . 7_556 ?
C5 C2 C3 C1 177.7(4) . . . 7_556 ?
C1 C2 C3 C4 -176.9(5) . . . . ?
C5 C2 C3 C4 0.5(8) . . . . ?
N2 N1 C4 N4 0.2(5) . . . . ?
N2 N1 C4 C3 176.0(4) . . . . ?
N3 N4 C4 N1 0.1(5) . . . . ?
Cu1 N4 C4 N1 -164.2(3) . . . . ?
N3 N4 C4 C3 -175.6(4) . . . . ?
Cu1 N4 C4 C3 20.2(7) . . . . ?
C1 C3 C4 N1 -50.1(7) 7_556 . . . ?
C2 C3 C4 N1 127.1(5) . . . . ?
C1 C3 C4 N4 125.1(5) 7_556 . . . ?
C2 C3 C4 N4 -57.7(7) . . . . ?
N7 N8 C5 N5 0.7(5) . . . . ?
Cu1 N8 C5 N5 173.8(3) . . . . ?
N7 N8 C5 C2 177.6(4) . . . . ?
Cu1 N8 C5 C2 -9.3(7) . . . . ?
N6 N5 C5 N8 -1.3(5) . . . . ?
N6 N5 C5 C2 -178.4(4) . . . . ?
C1 C2 C5 N8 -131.2(5) . . . . ?
C3 C2 C5 N8 51.3(7) . . . . ?
C1 C2 C5 N5 45.4(7) . . . . ?
C3 C2 C5 N5 -132.1(5) . . . . ?
Cu1 N9 C6 Cu2 -23(8) 6_565 . . . ?
N2 Cu2 C6 N9 -139(3) 6 . . . ?
N6 Cu2 C6 N9 -10(3) . . . . ?
N3 Cu2 C6 N9 100(3) 2 . . . ?
C10 N10 C8 C7 62.7(16) . . . . ?
C12 N10 C8 C7 -165.1(13) . . . . ?
C12 N10 C10 C9 72.4(15) . . . . ?
C8 N10 C10 C9 -168.5(11) . . . . ?
C10 N10 C12 C11 49.8(17) . . . . ?
C8 N10 C12 C11 -71.5(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N10 H10 O1 0.91 1.82 2.723(9) 169.6 .

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.289
_refine_diff_density_min         -0.826
_refine_diff_density_rms         0.192
####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1041839'
_audit_update_record             
;
2015-01-03 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        'Cu(I) complex'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H18 Cu2 N10 O0.50'
_chemical_formula_sum            'C12 H18 Cu2 N10 O0.50'
_chemical_formula_weight         437.44

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'Cc   '
_symmetry_space_group_name_Hall  'C -2yc   '
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'

_cell_length_a                   24.349(5)
_cell_length_b                   9.2334(18)
_cell_length_c                   16.959(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.41(3)
_cell_angle_gamma                90.00
_cell_volume                     3321.5(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5464
_cell_measurement_theta_min      2.4056
_cell_measurement_theta_max      27.8964

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.17
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.750
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1776
_exptl_absorpt_coefficient_mu    2.582
_exptl_absorpt_correction_type   Numerical
_exptl_absorpt_correction_T_min  0.6004
_exptl_absorpt_correction_T_max  0.6679
_exptl_absorpt_process_details   'CrystalClear (Rigaku/MSC Inc., 2006)'

_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_radiation_monochromator  graphite
_diffrn_measurement_device_type  Saturn724
_diffrn_measurement_method       dtprofit.ref
_diffrn_detector_area_resol_mean 28.5714
_diffrn_standards_number         4143
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11991
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         25.50
_reflns_number_total             4795
_reflns_number_gt                4554
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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)+(0.0511P)²+2.5779P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00
_refine_ls_number_reflns         4795
_refine_ls_number_parameters     450
_refine_ls_number_restraints     193
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0879
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.105
_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 0.15336(3) 0.67062(8) 0.32335(5) 0.0229(2) Uani 1 1 d . . .
Cu2 Cu 0.14800(3) 0.89651(8) 0.64849(5) 0.0222(2) Uani 1 1 d . . .
Cu3 Cu 0.06310(3) 0.68569(8) 0.72744(4) 0.02102(19) Uani 1 1 d . . .
Cu4 Cu 0.06379(3) 0.87942(8) 0.39709(4) 0.0221(2) Uani 1 1 d . . .
O1 O 0.3801(3) 0.0506(9) 0.5573(4) 0.089(2) Uani 1 1 d DU . .
H1W1 H 0.3974 0.0640 0.6230 0.133 Uiso 1 1 d RD . .
H1W2 H 0.4003 0.1116 0.5419 0.133 Uiso 1 1 d RD . .
N1 N 0.1926(3) 0.7387(6) 0.4579(4) 0.0199(12) Uani 1 1 d . . .
N2 N 0.2493(3) 0.7163(6) 0.5289(4) 0.0215(13) Uani 1 1 d . . .
N3 N 0.1895(3) 0.8270(5) 0.5735(3) 0.0185(13) Uani 1 1 d . . .
N4 N 0.1558(3) 0.8065(6) 0.4837(4) 0.0202(13) Uani 1 1 d . . .
N5 N 0.1872(3) 0.7189(6) 0.7343(4) 0.0193(12) Uani 1 1 d . . .
N6 N 0.1545(3) 0.6298(6) 0.7595(3) 0.0168(12) Uani 1 1 d . . .
N7 N 0.1902(3) 0.5225(5) 0.8085(4) 0.0208(12) Uani 1 1 d . . .
N8 N 0.2490(3) 0.5397(6) 0.8197(4) 0.0227(12) Uani 1 1 d . . .
N9 N 0.4689(3) 0.8045(7) 1.0232(4) 0.0263(14) Uani 1 1 d . . .
N10 N 0.5258(3) 0.7664(6) 1.0933(4) 0.0240(13) Uani 1 1 d . . .
N11 N 0.5581(3) 0.6917(5) 1.0645(4) 0.0182(12) Uani 1 1 d . . .
N12 N 0.5241(3) 0.6791(5) 0.9732(3) 0.0188(12) Uani 1 1 d . . .
N13 N 0.5282(3) 0.8042(5) 0.8194(4) 0.0195(12) Uani 1 1 d . . .
N14 N 0.5636(3) 0.8900(5) 0.7993(4) 0.0196(13) Uani 1 1 d . . .
N15 N 0.5278(3) 1.0003(6) 0.7504(4) 0.0274(14) Uani 1 1 d . . .
N16 N 0.4705(3) 0.9886(6) 0.7393(4) 0.0269(14) Uani 1 1 d . . .
N17 N 0.0572(3) 1.1553(7) 0.2968(4) 0.0360(16) Uani 1 1 d . . .
N18 N 0.1523(3) 1.1790(7) 0.7425(5) 0.0344(16) Uani 1 1 d . . .
N19 N 0.3483(3) 0.6438(7) 0.4667(4) 0.0512(15) Uani 1 1 d U . .
H19A H 0.3293 0.6891 0.4939 0.061 Uiso 1 1 calc R . .
H19B H 0.3197 0.5859 0.4234 0.061 Uiso 1 1 calc R . .
N20 N 0.1508(3) 0.2250(8) 0.5096(5) 0.0593(16) Uani 1 1 d U . .
H20A H 0.1269 0.1700 0.4607 0.071 Uiso 1 1 calc R . .
H20B H 0.1537 0.1781 0.5580 0.071 Uiso 1 1 calc R . .
C1 C 0.2463(3) 0.7707(7) 0.5993(4) 0.0169(13) Uani 1 1 d . . .
C2 C 0.3018(3) 0.7714(6) 0.6926(4) 0.0188(14) Uani 1 1 d . . .
C3 C 0.3581(3) 0.8158(7) 0.7012(5) 0.0214(15) Uani 1 1 d . . .
H3 H 0.3583 0.8504 0.6499 0.026 Uiso 1 1 calc R . .
C4 C 0.4144(3) 0.8124(6) 0.7813(4) 0.0189(14) Uani 1 1 d . . .
C5 C 0.4145(3) 0.7594(6) 0.8593(4) 0.0161(13) Uani 1 1 d . . .
C6 C 0.3567(3) 0.7183(7) 0.8520(4) 0.0204(14) Uani 1 1 d . . .
H6 H 0.3560 0.6887 0.9039 0.024 Uiso 1 1 calc R . .
C7 C 0.2997(3) 0.7202(6) 0.7691(4) 0.0180(13) Uani 1 1 d . . .
C8 C 0.2448(3) 0.6610(6) 0.7731(4) 0.0155(13) Uani 1 1 d . . .
C9 C 0.4708(3) 0.7512(7) 0.9516(4) 0.0202(15) Uani 1 1 d . . .
C10 C 0.4709(3) 0.8677(7) 0.7824(4) 0.0198(13) Uani 1 1 d . . .
C11 C 0.0570(3) 1.0538(7) 0.3362(5) 0.0230(15) Uani 1 1 d . . .
C12 C 0.1513(3) 1.0776(8) 0.7023(5) 0.0241(15) Uani 1 1 d . . .
C13 C 0.4030(4) 0.5507(10) 0.5370(5) 0.062(2) Uani 1 1 d U . .
H13 H 0.4177 0.4902 0.5037 0.074 Uiso 1 1 calc R . .
C14 C 0.4598(5) 0.6371(11) 0.6066(7) 0.083(3) Uani 1 1 d U . .
H14A H 0.4775 0.6913 0.5762 0.125 Uiso 1 1 calc R . .
H14B H 0.4910 0.5718 0.6491 0.125 Uiso 1 1 calc R . .
H14C H 0.4466 0.7024 0.6381 0.125 Uiso 1 1 calc R . .
C15 C 0.3750(5) 0.4483(12) 0.5798(7) 0.082(3) Uani 1 1 d U . .
H15A H 0.4032 0.3685 0.6080 0.123 Uiso 1 1 calc R . .
H15B H 0.3350 0.4125 0.5336 0.123 Uiso 1 1 calc R . .
H15C H 0.3693 0.5000 0.6244 0.123 Uiso 1 1 calc R . .
C16 C 0.3717(5) 0.7604(11) 0.4216(7) 0.074(2) Uani 1 1 d U . .
H16 H 0.4068 0.8172 0.4676 0.088 Uiso 1 1 calc R . .
C17 C 0.3902(5) 0.6853(12) 0.3552(8) 0.087(3) Uani 1 1 d U . .
H17A H 0.4229 0.6156 0.3878 0.131 Uiso 1 1 calc R . .
H17B H 0.4051 0.7569 0.3292 0.131 Uiso 1 1 calc R . .
H17C H 0.3540 0.6374 0.3080 0.131 Uiso 1 1 calc R . .
C18 C 0.3130(5) 0.8575(12) 0.3648(8) 0.092(3) Uani 1 1 d U . .
H18A H 0.2793 0.7992 0.3206 0.139 Uiso 1 1 calc R . .
H18B H 0.3236 0.9314 0.3348 0.139 Uiso 1 1 calc R . .
H18C H 0.2999 0.9018 0.4041 0.139 Uiso 1 1 calc R . .
C19 C 0.2167(4) 0.2323(10) 0.5207(5) 0.0603(19) Uani 1 1 d U . .
H19 H 0.2214 0.3307 0.5033 0.072 Uiso 1 1 calc R . .
C20 C 0.2220(4) 0.1347(10) 0.4560(7) 0.065(2) Uani 1 1 d U . .
H20C H 0.2184 0.0360 0.4707 0.097 Uiso 1 1 calc R . .
H20D H 0.2622 0.1486 0.4593 0.097 Uiso 1 1 calc R . .
H20E H 0.1889 0.1558 0.3957 0.097 Uiso 1 1 calc R . .
C21 C 0.2657(6) 0.2170(14) 0.6203(7) 0.097(3) Uani 1 1 d U . .
H21A H 0.3066 0.2398 0.6285 0.145 Uiso 1 1 calc R . .
H21B H 0.2655 0.1194 0.6396 0.145 Uiso 1 1 calc R . .
H21C H 0.2557 0.2823 0.6555 0.145 Uiso 1 1 calc R . .
C22 C 0.1167(6) 0.3610(12) 0.4995(7) 0.087(3) Uani 1 1 d U . .
H22 H 0.1077 0.4073 0.4424 0.105 Uiso 1 1 calc R . .
C23 C 0.0493(6) 0.3157(15) 0.4946(10) 0.123(4) Uani 1 1 d U . .
H23A H 0.0382 0.2186 0.4720 0.185 Uiso 1 1 calc R . .
H23B H 0.0167 0.3810 0.4549 0.185 Uiso 1 1 calc R . .
H23C H 0.0539 0.3212 0.5541 0.185 Uiso 1 1 calc R . .
C24 C 0.1531(6) 0.4606(15) 0.5742(7) 0.105(4) Uani 1 1 d U . .
H24A H 0.1505 0.4310 0.6265 0.158 Uiso 1 1 calc R . .
H24B H 0.1365 0.5568 0.5571 0.158 Uiso 1 1 calc R . .
H24C H 0.1964 0.4596 0.5882 0.158 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 N18 1.943(7) 2_574 ?
Cu1 N7 2.066(5) 2_564 ?
Cu1 N14 2.093(6) 4_464 ?
Cu1 N1 2.091(6) . ?
Cu2 C12 1.888(7) . ?
Cu2 N3 2.075(6) . ?
Cu2 N5 2.087(5) . ?
Cu2 N11 2.103(6) 4_464 ?
Cu3 N17 1.931(7) 2_575 ?
Cu3 N15 2.037(6) 3_445 ?
Cu3 N10 2.040(6) 4_464 ?
Cu3 N6 2.081(6) . ?
Cu4 C11 1.876(7) . ?
Cu4 N12 2.030(6) 4_464 ?
Cu4 N13 2.059(5) 4_464 ?
Cu4 N4 2.097(6) . ?
O1 H1W1 0.9872 . ?
O1 H1W2 0.8683 . ?
N1 N2 1.330(8) . ?
N1 N4 1.330(8) . ?
N2 C1 1.330(9) . ?
N3 C1 1.335(8) . ?
N3 N4 1.343(8) . ?
N5 C8 1.334(8) . ?
N5 N6 1.351(7) . ?
N6 N7 1.311(7) . ?
N7 N8 1.358(8) . ?
N7 Cu1 2.066(5) 2_565 ?
N8 C8 1.345(8) . ?
N9 C9 1.332(9) . ?
N9 N10 1.355(8) . ?
N10 N11 1.308(8) . ?
N10 Cu3 2.040(6) 4_565 ?
N11 N12 1.355(8) . ?
N11 Cu2 2.103(6) 4_565 ?
N12 C9 1.340(8) . ?
N12 Cu4 2.030(6) 4_565 ?
N13 N14 1.332(8) . ?
N13 C10 1.352(9) . ?
N13 Cu4 2.059(5) 4_565 ?
N14 N15 1.333(8) . ?
N14 Cu1 2.093(6) 4_565 ?
N15 N16 1.318(8) . ?
N15 Cu3 2.037(6) 3 ?
N16 C10 1.331(8) . ?
N17 C11 1.152(9) . ?
N17 Cu3 1.931(7) 2_574 ?
N18 C12 1.151(9) . ?
N18 Cu1 1.943(7) 2_575 ?
N19 C13 1.541(11) . ?
N19 C16 1.579(12) . ?
N19 H19A 0.9000 . ?
N19 H19B 0.9000 . ?
N20 C22 1.468(12) . ?
N20 C19 1.522(10) . ?
N20 H20A 0.9000 . ?
N20 H20B 0.9000 . ?
C1 C2 1.494(9) . ?
C2 C3 1.368(9) . ?
C2 C7 1.406(9) . ?
C3 C4 1.378(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.409(9) . ?
C4 C10 1.457(9) . ?
C5 C6 1.404(9) . ?
C5 C9 1.492(9) . ?
C6 C7 1.410(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.476(8) . ?
C13 C14 1.530(12) . ?
C13 C15 1.539(12) . ?
C13 H13 0.9800 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C18 1.556(13) . ?
C16 C17 1.565(14) . ?
C16 H16 0.9800 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.475(13) . ?
C19 C21 1.522(13) . ?
C19 H19 0.9800 . ?
C20 H20C 0.9600 . ?
C20 H20D 0.9600 . ?
C20 H20E 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C24 1.462(15) . ?
C22 C23 1.655(18) . ?
C22 H22 0.9800 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N18 Cu1 N7 112.8(3) 2_574 2_564 ?
N18 Cu1 N14 113.8(3) 2_574 4_464 ?
N7 Cu1 N14 102.7(2) 2_564 4_464 ?
N18 Cu1 N1 113.3(3) 2_574 . ?
N7 Cu1 N1 113.5(2) 2_564 . ?
N14 Cu1 N1 99.6(2) 4_464 . ?
C12 Cu2 N3 130.7(3) . . ?
C12 Cu2 N5 117.6(3) . . ?
N3 Cu2 N5 89.5(2) . . ?
C12 Cu2 N11 116.9(3) . 4_464 ?
N3 Cu2 N11 97.1(2) . 4_464 ?
N5 Cu2 N11 97.8(2) . 4_464 ?
N17 Cu3 N15 111.0(3) 2_575 3_445 ?
N17 Cu3 N10 112.9(3) 2_575 4_464 ?
N15 Cu3 N10 113.3(2) 3_445 4_464 ?
N17 Cu3 N6 114.8(3) 2_575 . ?
N15 Cu3 N6 103.8(2) 3_445 . ?
N10 Cu3 N6 100.3(2) 4_464 . ?
C11 Cu4 N12 129.7(3) . 4_464 ?
C11 Cu4 N13 117.3(3) . 4_464 ?
N12 Cu4 N13 90.3(2) 4_464 4_464 ?
C11 Cu4 N4 115.9(3) . . ?
N12 Cu4 N4 98.5(2) 4_464 . ?
N13 Cu4 N4 98.8(2) 4_464 . ?
H1W1 O1 H1W2 105.5 . . ?
N2 N1 N4 110.1(5) . . ?
N2 N1 Cu1 131.0(4) . . ?
N4 N1 Cu1 118.7(4) . . ?
N1 N2 C1 105.2(5) . . ?
C1 N3 N4 105.9(5) . . ?
C1 N3 Cu2 131.2(4) . . ?
N4 N3 Cu2 121.9(4) . . ?
N1 N4 N3 107.8(5) . . ?
N1 N4 Cu4 125.5(4) . . ?
N3 N4 Cu4 126.6(4) . . ?
C8 N5 N6 103.8(5) . . ?
C8 N5 Cu2 132.0(4) . . ?
N6 N5 Cu2 124.1(4) . . ?
N7 N6 N5 110.6(5) . . ?
N7 N6 Cu3 130.1(4) . . ?
N5 N6 Cu3 119.1(4) . . ?
N6 N7 N8 109.0(5) . . ?
N6 N7 Cu1 122.5(4) . 2_565 ?
N8 N7 Cu1 125.1(4) . 2_565 ?
C8 N8 N7 104.1(5) . . ?
C9 N9 N10 103.1(6) . . ?
N11 N10 N9 110.6(5) . . ?
N11 N10 Cu3 120.7(4) . 4_565 ?
N9 N10 Cu3 128.8(5) . 4_565 ?
N10 N11 N12 109.3(5) . . ?
N10 N11 Cu2 124.7(4) . 4_565 ?
N12 N11 Cu2 126.0(4) . 4_565 ?
C9 N12 N11 103.7(5) . . ?
C9 N12 Cu4 131.1(5) . 4_565 ?
N11 N12 Cu4 122.4(4) . 4_565 ?
N14 N13 C10 105.9(5) . . ?
N14 N13 Cu4 122.1(4) . 4_565 ?
C10 N13 Cu4 132.0(5) . 4_565 ?
N13 N14 N15 107.8(5) . . ?
N13 N14 Cu1 122.4(4) . 4_565 ?
N15 N14 Cu1 128.8(4) . 4_565 ?
N16 N15 N14 110.4(5) . . ?
N16 N15 Cu3 123.9(4) . 3 ?
N14 N15 Cu3 123.6(5) . 3 ?
N15 N16 C10 105.6(5) . . ?
C11 N17 Cu3 174.1(7) . 2_574 ?
C12 N18 Cu1 171.2(7) . 2_575 ?
C13 N19 C16 112.0(7) . . ?
C13 N19 H19A 109.2 . . ?
C16 N19 H19A 109.2 . . ?
C13 N19 H19B 109.2 . . ?
C16 N19 H19B 109.2 . . ?
H19A N19 H19B 107.9 . . ?
C22 N20 C19 118.6(8) . . ?
C22 N20 H20A 107.7 . . ?
C19 N20 H20A 107.7 . . ?
C22 N20 H20B 107.7 . . ?
C19 N20 H20B 107.7 . . ?
H20A N20 H20B 107.1 . . ?
N2 C1 N3 111.0(6) . . ?
N2 C1 C2 122.2(6) . . ?
N3 C1 C2 126.7(6) . . ?
C3 C2 C7 119.5(6) . . ?
C3 C2 C1 116.9(6) . . ?
C7 C2 C1 123.5(6) . . ?
C2 C3 C4 124.0(6) . . ?
C2 C3 H3 118.0 . . ?
C4 C3 H3 118.0 . . ?
C3 C4 C5 118.4(6) . . ?
C3 C4 C10 118.7(6) . . ?
C5 C4 C10 122.9(6) . . ?
C6 C5 C4 118.1(6) . . ?
C6 C5 C9 116.3(6) . . ?
C4 C5 C9 125.5(6) . . ?
C5 C6 C7 122.6(6) . . ?
C5 C6 H6 118.7 . . ?
C7 C6 H6 118.7 . . ?
C2 C7 C6 117.3(6) . . ?
C2 C7 C8 127.7(5) . . ?
C6 C7 C8 114.9(6) . . ?
N5 C8 N8 112.5(6) . . ?
N5 C8 C7 125.8(6) . . ?
N8 C8 C7 121.7(6) . . ?
N9 C9 N12 113.3(6) . . ?
N9 C9 C5 120.9(6) . . ?
N12 C9 C5 125.4(6) . . ?
N16 C10 N13 110.2(6) . . ?
N16 C10 C4 122.3(6) . . ?
N13 C10 C4 127.3(6) . . ?
N17 C11 Cu4 173.2(7) . . ?
N18 C12 Cu2 172.0(7) . . ?
C14 C13 C15 113.6(7) . . ?
C14 C13 N19 114.6(7) . . ?
C15 C13 N19 107.1(7) . . ?
C14 C13 H13 107.0 . . ?
C15 C13 H13 107.0 . . ?
N19 C13 H13 107.0 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 C15 H15A 109.5 . . ?
C13 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C13 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C18 C16 C17 108.1(9) . . ?
C18 C16 N19 104.6(8) . . ?
C17 C16 N19 110.2(8) . . ?
C18 C16 H16 111.2 . . ?
C17 C16 H16 111.2 . . ?
N19 C16 H16 111.2 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 N20 110.7(7) . . ?
C20 C19 C21 117.5(9) . . ?
N20 C19 C21 109.7(7) . . ?
C20 C19 H19 106.0 . . ?
N20 C19 H19 106.0 . . ?
C21 C19 H19 106.0 . . ?
C19 C20 H20C 109.5 . . ?
C19 C20 H20D 109.5 . . ?
H20C C20 H20D 109.5 . . ?
C19 C20 H20E 109.5 . . ?
H20C C20 H20E 109.5 . . ?
H20D C20 H20E 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N20 C22 C24 111.7(10) . . ?
N20 C22 C23 106.3(10) . . ?
C24 C22 C23 111.6(9) . . ?
N20 C22 H22 109.1 . . ?
C24 C22 H22 109.1 . . ?
C23 C22 H22 109.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C22 C24 H24A 109.5 . . ?
C22 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C22 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N18 Cu1 N1 N2 -101.5(6) 2_574 . . . ?
N7 Cu1 N1 N2 28.9(7) 2_564 . . . ?
N14 Cu1 N1 N2 137.3(6) 4_464 . . . ?
N18 Cu1 N1 N4 84.9(5) 2_574 . . . ?
N7 Cu1 N1 N4 -144.8(5) 2_564 . . . ?
N14 Cu1 N1 N4 -36.3(5) 4_464 . . . ?
N4 N1 N2 C1 0.7(7) . . . . ?
Cu1 N1 N2 C1 -173.4(5) . . . . ?
C12 Cu2 N3 C1 86.7(6) . . . . ?
N5 Cu2 N3 C1 -40.4(5) . . . . ?
N11 Cu2 N3 C1 -138.1(5) 4_464 . . . ?
C12 Cu2 N3 N4 -106.8(5) . . . . ?
N5 Cu2 N3 N4 126.2(4) . . . . ?
N11 Cu2 N3 N4 28.4(5) 4_464 . . . ?
N2 N1 N4 N3 -0.6(7) . . . . ?
Cu1 N1 N4 N3 174.3(4) . . . . ?
N2 N1 N4 Cu4 175.7(4) . . . . ?
Cu1 N1 N4 Cu4 -9.4(7) . . . . ?
C1 N3 N4 N1 0.2(7) . . . . ?
Cu2 N3 N4 N1 -169.3(4) . . . . ?
C1 N3 N4 Cu4 -176.0(4) . . . . ?
Cu2 N3 N4 Cu4 14.5(7) . . . . ?
C11 Cu4 N4 N1 -79.0(6) . . . . ?
N12 Cu4 N4 N1 138.8(5) 4_464 . . . ?
N13 Cu4 N4 N1 47.2(5) 4_464 . . . ?
C11 Cu4 N4 N3 96.6(6) . . . . ?
N12 Cu4 N4 N3 -45.5(5) 4_464 . . . ?
N13 Cu4 N4 N3 -137.2(5) 4_464 . . . ?
C12 Cu2 N5 C8 -92.0(6) . . . . ?
N3 Cu2 N5 C8 45.0(6) . . . . ?
N11 Cu2 N5 C8 142.1(6) 4_464 . . . ?
C12 Cu2 N5 N6 91.5(5) . . . . ?
N3 Cu2 N5 N6 -131.6(5) . . . . ?
N11 Cu2 N5 N6 -34.5(5) 4_464 . . . ?
C8 N5 N6 N7 -1.6(7) . . . . ?
Cu2 N5 N6 N7 175.7(4) . . . . ?
C8 N5 N6 Cu3 173.5(4) . . . . ?
Cu2 N5 N6 Cu3 -9.2(7) . . . . ?
N17 Cu3 N6 N7 101.9(6) 2_575 . . . ?
N15 Cu3 N6 N7 -19.5(5) 3_445 . . . ?
N10 Cu3 N6 N7 -136.8(5) 4_464 . . . ?
N17 Cu3 N6 N5 -72.1(5) 2_575 . . . ?
N15 Cu3 N6 N5 166.5(4) 3_445 . . . ?
N10 Cu3 N6 N5 49.1(5) 4_464 . . . ?
N5 N6 N7 N8 1.8(7) . . . . ?
Cu3 N6 N7 N8 -172.7(4) . . . . ?
N5 N6 N7 Cu1 -158.3(4) . . . 2_565 ?
Cu3 N6 N7 Cu1 27.3(7) . . . 2_565 ?
N6 N7 N8 C8 -1.1(7) . . . . ?
Cu1 N7 N8 C8 158.3(4) 2_565 . . . ?
C9 N9 N10 N11 -1.7(7) . . . . ?
C9 N9 N10 Cu3 176.9(5) . . . 4_565 ?
N9 N10 N11 N12 1.0(7) . . . . ?
Cu3 N10 N11 N12 -177.8(4) 4_565 . . . ?
N9 N10 N11 Cu2 -178.2(4) . . . 4_565 ?
Cu3 N10 N11 Cu2 3.1(7) 4_565 . . 4_565 ?
N10 N11 N12 C9 0.2(7) . . . . ?
Cu2 N11 N12 C9 179.4(4) 4_565 . . . ?
N10 N11 N12 Cu4 163.1(4) . . . 4_565 ?
Cu2 N11 N12 Cu4 -17.7(7) 4_565 . . 4_565 ?
C10 N13 N14 N15 -1.0(7) . . . . ?
Cu4 N13 N14 N15 -178.6(4) 4_565 . . . ?
C10 N13 N14 Cu1 -170.8(4) . . . 4_565 ?
Cu4 N13 N14 Cu1 11.6(7) 4_565 . . 4_565 ?
N13 N14 N15 N16 0.8(7) . . . . ?
Cu1 N14 N15 N16 169.7(4) 4_565 . . . ?
N13 N14 N15 Cu3 164.9(4) . . . 3 ?
Cu1 N14 N15 Cu3 -26.1(8) 4_565 . . 3 ?
N14 N15 N16 C10 -0.2(8) . . . . ?
Cu3 N15 N16 C10 -164.3(5) 3 . . . ?
N1 N2 C1 N3 -0.5(7) . . . . ?
N1 N2 C1 C2 -178.0(5) . . . . ?
N4 N3 C1 N2 0.2(7) . . . . ?
Cu2 N3 C1 N2 168.3(4) . . . . ?
N4 N3 C1 C2 177.5(6) . . . . ?
Cu2 N3 C1 C2 -14.4(10) . . . . ?
N2 C1 C2 C3 45.8(9) . . . . ?
N3 C1 C2 C3 -131.2(7) . . . . ?
N2 C1 C2 C7 -129.7(7) . . . . ?
N3 C1 C2 C7 53.3(9) . . . . ?
C7 C2 C3 C4 0.7(10) . . . . ?
C1 C2 C3 C4 -174.9(6) . . . . ?
C2 C3 C4 C5 0.4(10) . . . . ?
C2 C3 C4 C10 -177.8(6) . . . . ?
C3 C4 C5 C6 -2.5(9) . . . . ?
C10 C4 C5 C6 175.5(6) . . . . ?
C3 C4 C5 C9 -178.5(6) . . . . ?
C10 C4 C5 C9 -0.4(10) . . . . ?
C4 C5 C6 C7 3.8(9) . . . . ?
C9 C5 C6 C7 -179.8(6) . . . . ?
C3 C2 C7 C6 0.4(9) . . . . ?
C1 C2 C7 C6 175.8(6) . . . . ?
C3 C2 C7 C8 -176.7(6) . . . . ?
C1 C2 C7 C8 -1.3(10) . . . . ?
C5 C6 C7 C2 -2.7(9) . . . . ?
C5 C6 C7 C8 174.7(6) . . . . ?
N6 N5 C8 N8 0.9(7) . . . . ?
Cu2 N5 C8 N8 -176.1(4) . . . . ?
N6 N5 C8 C7 -177.9(6) . . . . ?
Cu2 N5 C8 C7 5.1(9) . . . . ?
N7 N8 C8 N5 0.1(7) . . . . ?
N7 N8 C8 C7 178.9(5) . . . . ?
C2 C7 C8 N5 -46.5(10) . . . . ?
C6 C7 C8 N5 136.4(7) . . . . ?
C2 C7 C8 N8 134.8(7) . . . . ?
C6 C7 C8 N8 -42.3(8) . . . . ?
N10 N9 C9 N12 1.9(7) . . . . ?
N10 N9 C9 C5 175.2(6) . . . . ?
N11 N12 C9 N9 -1.4(7) . . . . ?
Cu4 N12 C9 N9 -162.1(5) 4_565 . . . ?
N11 N12 C9 C5 -174.3(6) . . . . ?
Cu4 N12 C9 C5 24.9(9) 4_565 . . . ?
C6 C5 C9 N9 -46.6(8) . . . . ?
C4 C5 C9 N9 129.5(7) . . . . ?
C6 C5 C9 N12 125.9(7) . . . . ?
C4 C5 C9 N12 -58.1(9) . . . . ?
N15 N16 C10 N13 -0.4(8) . . . . ?
N15 N16 C10 C4 -176.3(6) . . . . ?
N14 N13 C10 N16 0.9(7) . . . . ?
Cu4 N13 C10 N16 178.2(5) 4_565 . . . ?
N14 N13 C10 C4 176.5(6) . . . . ?
Cu4 N13 C10 C4 -6.2(10) 4_565 . . . ?
C3 C4 C10 N16 41.9(9) . . . . ?
C5 C4 C10 N16 -136.2(7) . . . . ?
C3 C4 C10 N13 -133.3(7) . . . . ?
C5 C4 C10 N13 48.7(10) . . . . ?
Cu3 N17 C11 Cu4 7(12) 2_574 . . . ?
N12 Cu4 C11 N17 174(6) 4_464 . . . ?
N13 Cu4 C11 N17 -70(6) 4_464 . . . ?
N4 Cu4 C11 N17 46(6) . . . . ?
Cu1 N18 C12 Cu2 4(9) 2_575 . . . ?
N3 Cu2 C12 N18 -151(5) . . . . ?
N5 Cu2 C12 N18 -35(5) . . . . ?
N11 Cu2 C12 N18 81(5) 4_464 . . . ?
C16 N19 C13 C14 49.8(10) . . . . ?
C16 N19 C13 C15 176.8(7) . . . . ?
C13 N19 C16 C18 -171.7(7) . . . . ?
C13 N19 C16 C17 72.3(9) . . . . ?
C22 N20 C19 C20 -129.1(9) . . . . ?
C22 N20 C19 C21 99.5(10) . . . . ?
C19 N20 C22 C24 -55.1(12) . . . . ?
C19 N20 C22 C23 -177.0(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N19 H19A N2 0.90 2.31 3.140(9) 153.0 .
N20 H20A N17 0.90 2.45 3.248(10) 148.3 1_545
N19 H19B N8 0.90 2.10 3.002(9) 176.7 2_564

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.081
