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

####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_n131008b
_database_code_depnum_ccdc_archive 'CCDC 1018186'
_audit_update_record             
;
2014-11-07 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;
#TrackingRef 'N131008B for 1.cif'



_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H12 Cu10 N32 O20 S4'
_chemical_formula_weight         1640.14

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   P2(1)/n

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

_cell_length_a                   8.6031(5)
_cell_length_b                   8.5338(5)
_cell_length_c                   13.3805(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.7950(10)
_cell_angle_gamma                90.00
_cell_volume                     940.46(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2434
_cell_measurement_theta_min      2.87
_cell_measurement_theta_max      28.31

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    2.896
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             798
_exptl_absorpt_coefficient_mu    5.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4175
_exptl_absorpt_correction_T_max  0.4530
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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            5277
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.52
_diffrn_reflns_theta_max         25.00
_reflns_number_total             1655
_reflns_number_gt                1488
_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. 
simu 0.001 n5 n6 n7 n8 c2 
;

_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)+(0.0243P)²+1.2805P] 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         1655
_refine_ls_number_parameters     169
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0532
_refine_ls_wR_factor_gt          0.0515
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.010
_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 0.5000 0.0000 0.5000 0.00674(14) Uani 1 2 d S . .
Cu2 Cu 0.18341(5) 0.17439(4) 0.56595(3) 0.00650(12) Uani 1 1 d . . .
Cu3 Cu 0.52852(5) 0.37183(4) 0.59510(3) 0.00683(12) Uani 1 1 d . . .
S1 S 0.27334(10) 0.29310(9) 0.36724(6) 0.00670(18) Uani 1 1 d . . .
O1 O 0.1533(3) 0.2645(3) 0.42623(17) 0.0122(5) Uani 1 1 d . . .
O2 O 0.3855(3) 0.4188(3) 0.42788(17) 0.0104(5) Uani 1 1 d . . .
O3 O 0.3693(3) 0.1533(3) 0.36485(18) 0.0138(5) Uani 1 1 d . . .
O4 O 0.1917(3) 0.3509(3) 0.26403(17) 0.0144(5) Uani 1 1 d . . .
O5 O 0.4243(3) 0.1580(2) 0.59214(17) 0.0068(5) Uani 1 1 d . . .
H5 H 0.4667 0.1167 0.6649 0.008 Uiso 1 1 calc R . .
N1 N 0.3918(3) 0.4612(3) 0.6737(2) 0.0100(6) Uani 1 1 d . . .
N2 N 0.2378(4) 0.4169(3) 0.6658(2) 0.0148(6) Uani 1 1 d . . .
N3 N 0.1915(4) 0.4821(3) 0.7406(2) 0.0141(7) Uani 1 1 d . . .
N4 N 0.3145(3) 0.5702(3) 0.7987(2) 0.0095(6) Uani 1 1 d . . .
N5 N 0.7086(3) 0.2774(3) 0.5543(2) 0.0083(4) Uani 1 1 d U . .
N6 N 0.6990(3) 0.1296(3) 0.5198(2) 0.0078(4) Uani 1 1 d U . .
N7 N 0.8384(3) 0.0847(3) 0.5092(2) 0.0079(4) Uani 1 1 d U . .
N8 N 0.9431(3) 0.2050(3) 0.5378(2) 0.0082(4) Uani 1 1 d U . .
C1 C 0.4355(4) 0.5554(4) 0.7555(3) 0.0138(8) Uani 1 1 d . . .
H1 H 0.5383 0.6053 0.7800 0.017 Uiso 1 1 calc R . .
C2 C 0.8600(4) 0.3218(4) 0.5645(2) 0.0086(4) Uani 1 1 d U . .
H2 H 0.9032 0.4223 0.5876 0.010 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0027(3) 0.0061(3) 0.0119(3) -0.0024(2) 0.0028(2) -0.0014(2)
Cu2 0.0025(2) 0.0083(2) 0.0089(2) 0.00150(16) 0.00194(16) 0.00030(15)
Cu3 0.0041(2) 0.0065(2) 0.0107(2) -0.00195(16) 0.00332(17) -0.00085(16)
S1 0.0044(4) 0.0079(4) 0.0072(4) 0.0004(3) 0.0005(3) -0.0014(3)
O1 0.0058(12) 0.0182(12) 0.0127(12) 0.0053(10) 0.0030(10) -0.0012(10)
O2 0.0096(13) 0.0079(11) 0.0121(12) -0.0002(10) 0.0006(10) -0.0040(10)
O3 0.0184(14) 0.0088(11) 0.0137(12) -0.0012(10) 0.0040(11) 0.0029(10)
O4 0.0074(13) 0.0254(13) 0.0075(11) 0.0054(10) -0.0026(10) -0.0026(11)
O5 0.0028(12) 0.0076(11) 0.0094(11) 0.0024(9) 0.0009(9) 0.0014(9)
N1 0.0069(15) 0.0104(14) 0.0131(15) -0.0032(12) 0.0033(12) -0.0014(12)
N2 0.0091(15) 0.0193(15) 0.0176(15) -0.0055(13) 0.0063(13) -0.0038(13)
N3 0.0093(15) 0.0181(15) 0.0155(15) -0.0049(13) 0.0043(13) -0.0026(13)
N4 0.0077(15) 0.0101(13) 0.0110(14) -0.0008(12) 0.0032(12) -0.0014(12)
N5 0.0057(8) 0.0075(8) 0.0113(9) 0.0010(7) 0.0018(8) -0.0002(7)
N6 0.0050(8) 0.0074(8) 0.0108(8) 0.0005(7) 0.0019(8) 0.0001(7)
N7 0.0043(8) 0.0081(8) 0.0114(8) 0.0000(7) 0.0024(8) -0.0007(7)
N8 0.0054(9) 0.0078(8) 0.0114(9) 0.0010(7) 0.0024(8) -0.0010(7)
C1 0.0110(18) 0.0154(18) 0.0160(18) -0.0058(15) 0.0053(15) -0.0055(15)
C2 0.0058(9) 0.0078(8) 0.0120(9) 0.0011(8) 0.0022(8) -0.0007(8)

_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 N6 1.991(3) . ?
Cu1 N6 1.991(3) 3_656 ?
Cu1 O5 2.056(2) . ?
Cu1 O5 2.056(2) 3_656 ?
Cu1 O3 2.252(2) . ?
Cu1 O3 2.252(2) 3_656 ?
Cu2 O1 1.968(2) . ?
Cu2 O5 2.004(2) . ?
Cu2 N8 2.009(3) 1_455 ?
Cu2 N4 2.013(3) 2_546 ?
Cu2 N7 2.414(3) 3_656 ?
Cu2 N2 2.434(3) . ?
Cu3 N1 1.946(3) . ?
Cu3 N5 1.958(3) . ?
Cu3 O2 1.991(2) 3_666 ?
Cu3 O5 2.028(2) . ?
Cu3 O2 2.256(2) . ?
S1 O4 1.443(2) . ?
S1 O3 1.456(2) . ?
S1 O1 1.490(2) . ?
S1 O2 1.513(2) . ?
O2 Cu3 1.991(2) 3_666 ?
O5 H5 1.0000 . ?
N1 C1 1.322(4) . ?
N1 N2 1.352(4) . ?
N2 N3 1.305(4) . ?
N3 N4 1.347(4) . ?
N4 C1 1.335(4) . ?
N4 Cu2 2.013(3) 2_556 ?
N5 C2 1.325(4) . ?
N5 N6 1.338(4) . ?
N6 N7 1.305(4) . ?
N7 N8 1.346(4) . ?
N7 Cu2 2.413(3) 3_656 ?
N8 C2 1.335(4) . ?
N8 Cu2 2.009(3) 1_655 ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?

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
N6 Cu1 N6 180.0 . 3_656 ?
N6 Cu1 O5 88.01(10) . . ?
N6 Cu1 O5 91.99(10) 3_656 . ?
N6 Cu1 O5 91.99(10) . 3_656 ?
N6 Cu1 O5 88.01(10) 3_656 3_656 ?
O5 Cu1 O5 180.0 . 3_656 ?
N6 Cu1 O3 89.69(10) . . ?
N6 Cu1 O3 90.30(10) 3_656 . ?
O5 Cu1 O3 85.94(8) . . ?
O5 Cu1 O3 94.06(8) 3_656 . ?
N6 Cu1 O3 90.31(10) . 3_656 ?
N6 Cu1 O3 89.70(10) 3_656 3_656 ?
O5 Cu1 O3 94.06(8) . 3_656 ?
O5 Cu1 O3 85.94(8) 3_656 3_656 ?
O3 Cu1 O3 180.0 . 3_656 ?
O1 Cu2 O5 92.24(9) . . ?
O1 Cu2 N8 85.70(10) . 1_455 ?
O5 Cu2 N8 176.44(10) . 1_455 ?
O1 Cu2 N4 172.60(11) . 2_546 ?
O5 Cu2 N4 94.13(10) . 2_546 ?
N8 Cu2 N4 88.13(11) 1_455 2_546 ?
O1 Cu2 N7 89.37(9) . 3_656 ?
O5 Cu2 N7 87.77(9) . 3_656 ?
N8 Cu2 N7 95.11(10) 1_455 3_656 ?
N4 Cu2 N7 87.12(10) 2_546 3_656 ?
O1 Cu2 N2 98.08(10) . . ?
O5 Cu2 N2 86.45(9) . . ?
N8 Cu2 N2 90.97(10) 1_455 . ?
N4 Cu2 N2 86.08(10) 2_546 . ?
N7 Cu2 N2 170.73(9) 3_656 . ?
N1 Cu3 N5 164.20(11) . . ?
N1 Cu3 O2 92.37(10) . 3_666 ?
N5 Cu3 O2 88.11(10) . 3_666 ?
N1 Cu3 O5 91.72(10) . . ?
N5 Cu3 O5 90.32(10) . . ?
O2 Cu3 O5 170.37(9) 3_666 . ?
N1 Cu3 O2 103.01(10) . . ?
N5 Cu3 O2 92.59(10) . . ?
O2 Cu3 O2 78.91(9) 3_666 . ?
O5 Cu3 O2 91.68(8) . . ?
O4 S1 O3 112.42(14) . . ?
O4 S1 O1 110.04(14) . . ?
O3 S1 O1 111.20(14) . . ?
O4 S1 O2 109.22(13) . . ?
O3 S1 O2 108.36(14) . . ?
O1 S1 O2 105.34(13) . . ?
S1 O1 Cu2 130.24(14) . . ?
S1 O2 Cu3 139.59(14) . 3_666 ?
S1 O2 Cu3 119.09(12) . . ?
Cu3 O2 Cu3 101.09(9) 3_666 . ?
S1 O3 Cu1 127.80(14) . . ?
Cu2 O5 Cu3 111.70(10) . . ?
Cu2 O5 Cu1 115.57(10) . . ?
Cu3 O5 Cu1 112.75(10) . . ?
Cu2 O5 H5 105.2 . . ?
Cu3 O5 H5 105.2 . . ?
Cu1 O5 H5 105.2 . . ?
C1 N1 N2 105.9(3) . . ?
C1 N1 Cu3 127.9(2) . . ?
N2 N1 Cu3 125.4(2) . . ?
N3 N2 N1 109.3(3) . . ?
N3 N2 Cu2 136.9(2) . . ?
N1 N2 Cu2 108.04(19) . . ?
N2 N3 N4 108.5(3) . . ?
C1 N4 N3 106.2(3) . . ?
C1 N4 Cu2 128.8(2) . 2_556 ?
N3 N4 Cu2 124.5(2) . 2_556 ?
C2 N5 N6 105.4(3) . . ?
C2 N5 Cu3 133.4(2) . . ?
N6 N5 Cu3 120.6(2) . . ?
N7 N6 N5 110.4(3) . . ?
N7 N6 Cu1 127.2(2) . . ?
N5 N6 Cu1 122.3(2) . . ?
N6 N7 N8 107.8(2) . . ?
N6 N7 Cu2 110.56(19) . 3_656 ?
N8 N7 Cu2 141.4(2) . 3_656 ?
C2 N8 N7 106.3(3) . . ?
C2 N8 Cu2 130.5(2) . 1_655 ?
N7 N8 Cu2 121.5(2) . 1_655 ?
N1 C1 N4 110.2(3) . . ?
N1 C1 H1 124.9 . . ?
N4 C1 H1 124.9 . . ?
N5 C2 N8 110.2(3) . . ?
N5 C2 H2 124.9 . . ?
N8 C2 H2 124.9 . . ?

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
O4 S1 O1 Cu2 175.73(17) . . . . ?
O3 S1 O1 Cu2 50.5(2) . . . . ?
O2 S1 O1 Cu2 -66.7(2) . . . . ?
O5 Cu2 O1 S1 3.86(19) . . . . ?
N8 Cu2 O1 S1 -179.0(2) 1_455 . . . ?
N4 Cu2 O1 S1 -145.6(7) 2_546 . . . ?
N7 Cu2 O1 S1 -83.88(19) 3_656 . . . ?
N2 Cu2 O1 S1 90.59(19) . . . . ?
O4 S1 O2 Cu3 -8.4(3) . . . 3_666 ?
O3 S1 O2 Cu3 114.3(2) . . . 3_666 ?
O1 S1 O2 Cu3 -126.6(2) . . . 3_666 ?
O4 S1 O2 Cu3 178.23(14) . . . . ?
O3 S1 O2 Cu3 -59.01(17) . . . . ?
O1 S1 O2 Cu3 60.08(16) . . . . ?
N1 Cu3 O2 S1 -94.50(16) . . . . ?
N5 Cu3 O2 S1 88.05(16) . . . . ?
O2 Cu3 O2 S1 175.6(2) 3_666 . . . ?
O5 Cu3 O2 S1 -2.34(15) . . . . ?
N1 Cu3 O2 Cu3 89.89(11) . . . 3_666 ?
N5 Cu3 O2 Cu3 -87.56(11) . . . 3_666 ?
O2 Cu3 O2 Cu3 0.000(1) 3_666 . . 3_666 ?
O5 Cu3 O2 Cu3 -177.96(10) . . . 3_666 ?
O4 S1 O3 Cu1 -173.18(16) . . . . ?
O1 S1 O3 Cu1 -49.3(2) . . . . ?
O2 S1 O3 Cu1 66.0(2) . . . . ?
N6 Cu1 O3 S1 -91.19(19) . . . . ?
N6 Cu1 O3 S1 88.81(19) 3_656 . . . ?
O5 Cu1 O3 S1 -3.16(18) . . . . ?
O5 Cu1 O3 S1 176.84(18) 3_656 . . . ?
O3 Cu1 O3 S1 -129(3) 3_656 . . . ?
O1 Cu2 O5 Cu3 63.71(11) . . . . ?
N8 Cu2 O5 Cu3 9.2(16) 1_455 . . . ?
N4 Cu2 O5 Cu3 -120.06(12) 2_546 . . . ?
N7 Cu2 O5 Cu3 152.99(11) 3_656 . . . ?
N2 Cu2 O5 Cu3 -34.26(11) . . . . ?
O1 Cu2 O5 Cu1 -66.97(12) . . . . ?
N8 Cu2 O5 Cu1 -121.5(15) 1_455 . . . ?
N4 Cu2 O5 Cu1 109.26(12) 2_546 . . . ?
N7 Cu2 O5 Cu1 22.31(11) 3_656 . . . ?
N2 Cu2 O5 Cu1 -164.94(12) . . . . ?
N1 Cu3 O5 Cu2 41.11(13) . . . . ?
N5 Cu3 O5 Cu2 -154.56(12) . . . . ?
O2 Cu3 O5 Cu2 -74.0(6) 3_666 . . . ?
O2 Cu3 O5 Cu2 -61.96(11) . . . . ?
N1 Cu3 O5 Cu1 173.23(12) . . . . ?
N5 Cu3 O5 Cu1 -22.44(12) . . . . ?
O2 Cu3 O5 Cu1 58.1(6) 3_666 . . . ?
O2 Cu3 O5 Cu1 70.15(11) . . . . ?
N6 Cu1 O5 Cu2 153.33(12) . . . . ?
N6 Cu1 O5 Cu2 -26.67(12) 3_656 . . . ?
O5 Cu1 O5 Cu2 141(4) 3_656 . . . ?
O3 Cu1 O5 Cu2 63.50(11) . . . . ?
O3 Cu1 O5 Cu2 -116.50(11) 3_656 . . . ?
N6 Cu1 O5 Cu3 23.15(12) . . . . ?
N6 Cu1 O5 Cu3 -156.85(12) 3_656 . . . ?
O5 Cu1 O5 Cu3 11(4) 3_656 . . . ?
O3 Cu1 O5 Cu3 -66.68(11) . . . . ?
O3 Cu1 O5 Cu3 113.32(11) 3_656 . . . ?
N5 Cu3 N1 C1 38.3(6) . . . . ?
O2 Cu3 N1 C1 -53.1(3) 3_666 . . . ?
O5 Cu3 N1 C1 135.6(3) . . . . ?
O2 Cu3 N1 C1 -132.3(3) . . . . ?
N5 Cu3 N1 N2 -129.7(4) . . . . ?
O2 Cu3 N1 N2 138.9(3) 3_666 . . . ?
O5 Cu3 N1 N2 -32.4(3) . . . . ?
O2 Cu3 N1 N2 59.7(3) . . . . ?
C1 N1 N2 N3 -0.3(4) . . . . ?
Cu3 N1 N2 N3 169.9(2) . . . . ?
C1 N1 N2 Cu2 -158.4(2) . . . . ?
Cu3 N1 N2 Cu2 11.7(3) . . . . ?
O1 Cu2 N2 N3 134.6(3) . . . . ?
O5 Cu2 N2 N3 -133.7(3) . . . . ?
N8 Cu2 N2 N3 48.8(3) 1_455 . . . ?
N4 Cu2 N2 N3 -39.3(3) 2_546 . . . ?
N7 Cu2 N2 N3 -82.2(7) 3_656 . . . ?
O1 Cu2 N2 N1 -76.4(2) . . . . ?
O5 Cu2 N2 N1 15.3(2) . . . . ?
N8 Cu2 N2 N1 -162.2(2) 1_455 . . . ?
N4 Cu2 N2 N1 109.7(2) 2_546 . . . ?
N7 Cu2 N2 N1 66.8(6) 3_656 . . . ?
N1 N2 N3 N4 0.1(4) . . . . ?
Cu2 N2 N3 N4 148.8(3) . . . . ?
N2 N3 N4 C1 0.1(4) . . . . ?
N2 N3 N4 Cu2 -172.1(2) . . . 2_556 ?
N1 Cu3 N5 C2 -60.0(6) . . . . ?
O2 Cu3 N5 C2 32.1(3) 3_666 . . . ?
O5 Cu3 N5 C2 -157.4(3) . . . . ?
O2 Cu3 N5 C2 110.9(3) . . . . ?
N1 Cu3 N5 N6 109.8(4) . . . . ?
O2 Cu3 N5 N6 -158.1(2) 3_666 . . . ?
O5 Cu3 N5 N6 12.4(2) . . . . ?
O2 Cu3 N5 N6 -79.3(2) . . . . ?
C2 N5 N6 N7 0.0(3) . . . . ?
Cu3 N5 N6 N7 -172.3(2) . . . . ?
C2 N5 N6 Cu1 175.7(2) . . . . ?
Cu3 N5 N6 Cu1 3.4(3) . . . . ?
N6 Cu1 N6 N7 -131(20) 3_656 . . . ?
O5 Cu1 N6 N7 158.1(3) . . . . ?
O5 Cu1 N6 N7 -21.9(3) 3_656 . . . ?
O3 Cu1 N6 N7 -115.9(3) . . . . ?
O3 Cu1 N6 N7 64.1(3) 3_656 . . . ?
N6 Cu1 N6 N5 54(20) 3_656 . . . ?
O5 Cu1 N6 N5 -16.8(2) . . . . ?
O5 Cu1 N6 N5 163.2(2) 3_656 . . . ?
O3 Cu1 N6 N5 69.1(2) . . . . ?
O3 Cu1 N6 N5 -110.9(2) 3_656 . . . ?
N5 N6 N7 N8 0.3(3) . . . . ?
Cu1 N6 N7 N8 -175.2(2) . . . . ?
N5 N6 N7 Cu2 -175.50(18) . . . 3_656 ?
Cu1 N6 N7 Cu2 9.0(3) . . . 3_656 ?
N6 N7 N8 C2 -0.4(3) . . . . ?
Cu2 N7 N8 C2 173.2(2) 3_656 . . . ?
N6 N7 N8 Cu2 165.6(2) . . . 1_655 ?
Cu2 N7 N8 Cu2 -20.8(4) 3_656 . . 1_655 ?
N2 N1 C1 N4 0.4(4) . . . . ?
Cu3 N1 C1 N4 -169.4(2) . . . . ?
N3 N4 C1 N1 -0.3(4) . . . . ?
Cu2 N4 C1 N1 171.5(2) 2_556 . . . ?
N6 N5 C2 N8 -0.3(3) . . . . ?
Cu3 N5 C2 N8 170.6(2) . . . . ?
N7 N8 C2 N5 0.5(3) . . . . ?
Cu2 N8 C2 N5 -163.8(2) 1_655 . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.465
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.099
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_n131224d
_database_code_depnum_ccdc_archive 'CCDC 1018187'
_audit_update_record             
;
2014-11-07 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;
#TrackingRef 'N131224D for 2.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5.40 H9.60 Cl2 Cu3 N16 O1.40'
_chemical_formula_weight         582.61

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   Pnnm

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

_cell_length_a                   11.6119(6)
_cell_length_b                   8.6116(5)
_cell_length_c                   8.8761(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     887.58(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2831
_cell_measurement_theta_min      2.89
_cell_measurement_theta_max      28.32

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            BLUE
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_diffrn    2.180
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572
_exptl_absorpt_coefficient_mu    3.903
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6962
_exptl_absorpt_correction_T_max  0.7718
_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            4861
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0146
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         2.89
_diffrn_reflns_theta_max         25.01
_reflns_number_total             842
_reflns_number_gt                784
_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. 
ISOR 0.005 O1 C2
DFIX 1.49 0.01 O1 C2
DELU 0.002 O1 C2
;

_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)+(0.0497P)²+3.9683P] 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         842
_refine_ls_number_parameters     76
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.1026
_refine_ls_wR_factor_gt          0.0982
_refine_ls_goodness_of_fit_ref   1.211
_refine_ls_restrained_S_all      1.219
_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 0.5000 0.5000 0.5000 0.0114(3) Uani 1 4 d S . .
Cu2 Cu 0.73167(6) 0.75605(8) 0.5000 0.0122(3) Uani 1 2 d S . .
Cl1 Cl 0.52122(12) 0.80114(18) 0.5000 0.0207(4) Uani 1 2 d S . .
N1 N 0.7198(3) 0.5847(4) 0.3395(4) 0.0135(8) Uani 1 1 d . . .
N2 N 0.6256(3) 0.4930(4) 0.3424(4) 0.0132(8) Uani 1 1 d . . .
N3 N 0.6306(3) 0.3889(4) 0.2367(4) 0.0166(8) Uani 1 1 d . . .
N4 N 0.7296(3) 0.4105(4) 0.1619(4) 0.0140(8) Uani 1 1 d . . .
C1 C 0.7822(4) 0.5307(5) 0.2257(5) 0.0148(9) Uani 1 1 d . . .
H1 H 0.8527 0.5712 0.1950 0.018 Uiso 1 1 calc R . .
O1 O -0.0436(8) 0.6578(12) 0.5000 0.061(3) Uani 0.70 2 d SPDU . .
H1A H -0.0464 0.5999 0.5732 0.092 Uiso 0.35 1 calc PR . .
C2 C 0.0669(9) 0.7417(13) 0.5000 0.038(2) Uani 0.70 2 d SPDU . .
H2A H 0.1034 0.7301 0.5964 0.046 Uiso 0.35 1 calc PR . .
H2B H 0.0534 0.8498 0.4805 0.046 Uiso 0.35 1 calc PR . .
H2C H 0.1160 0.6998 0.4230 0.046 Uiso 0.35 1 calc PR . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0091(5) 0.0153(6) 0.0096(5) 0.000 0.000 0.0001(4)
Cu2 0.0220(5) 0.0078(4) 0.0068(4) 0.000 0.000 -0.0040(3)
Cl1 0.0151(7) 0.0124(7) 0.0347(9) 0.000 0.000 0.0014(6)
N1 0.0151(17) 0.0131(17) 0.0123(17) -0.0008(15) 0.0006(14) -0.0040(13)
N2 0.0131(17) 0.0129(17) 0.0137(18) -0.0026(15) 0.0011(14) -0.0022(13)
N3 0.0184(19) 0.0159(19) 0.0155(19) -0.0049(16) 0.0014(15) -0.0013(14)
N4 0.0183(18) 0.0138(17) 0.0099(17) 0.0001(15) 0.0038(14) 0.0016(14)
C1 0.017(2) 0.013(2) 0.015(2) -0.0024(17) 0.0032(17) -0.0021(16)
O1 0.064(4) 0.049(4) 0.070(5) 0.000 0.000 -0.005(3)
C2 0.045(4) 0.032(4) 0.037(4) 0.000 0.000 0.014(3)

_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 N2 2.022(3) 6_556 ?
Cu1 N2 2.022(3) . ?
Cu1 N2 2.022(3) 2_665 ?
Cu1 N2 2.022(3) 5_666 ?
Cu1 Cl1 2.6050(16) . ?
Cu1 Cl1 2.6050(16) 5_666 ?
Cu2 N4 2.009(4) 3_655 ?
Cu2 N4 2.009(4) 8_766 ?
Cu2 N1 2.056(4) . ?
Cu2 N1 2.056(4) 6_556 ?
Cu2 Cl1 2.4743(16) . ?
N1 C1 1.327(5) . ?
N1 N2 1.350(5) . ?
N2 N3 1.299(5) . ?
N3 N4 1.340(5) . ?
N4 C1 1.329(5) . ?
N4 Cu2 2.009(3) 3_645 ?
C1 H1 0.9300 . ?
O1 C2 1.472(9) . ?
O1 H1A 0.8200 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 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
N2 Cu1 N2 87.6(2) 6_556 . ?
N2 Cu1 N2 180.0 6_556 2_665 ?
N2 Cu1 N2 92.4(2) . 2_665 ?
N2 Cu1 N2 92.4(2) 6_556 5_666 ?
N2 Cu1 N2 180.0 . 5_666 ?
N2 Cu1 N2 87.6(2) 2_665 5_666 ?
N2 Cu1 Cl1 87.79(10) 6_556 . ?
N2 Cu1 Cl1 87.79(10) . . ?
N2 Cu1 Cl1 92.21(10) 2_665 . ?
N2 Cu1 Cl1 92.21(10) 5_666 . ?
N2 Cu1 Cl1 92.21(10) 6_556 5_666 ?
N2 Cu1 Cl1 92.21(10) . 5_666 ?
N2 Cu1 Cl1 87.79(10) 2_665 5_666 ?
N2 Cu1 Cl1 87.79(10) 5_666 5_666 ?
Cl1 Cu1 Cl1 180.0 . 5_666 ?
N4 Cu2 N4 91.3(2) 3_655 8_766 ?
N4 Cu2 N1 89.68(15) 3_655 . ?
N4 Cu2 N1 170.37(14) 8_766 . ?
N4 Cu2 N1 170.37(14) 3_655 6_556 ?
N4 Cu2 N1 89.68(15) 8_766 6_556 ?
N1 Cu2 N1 87.7(2) . 6_556 ?
N4 Cu2 Cl1 96.72(10) 3_655 . ?
N4 Cu2 Cl1 96.72(10) 8_766 . ?
N1 Cu2 Cl1 92.67(10) . . ?
N1 Cu2 Cl1 92.67(10) 6_556 . ?
Cu2 Cl1 Cu1 86.40(5) . . ?
C1 N1 N2 104.6(3) . . ?
C1 N1 Cu2 137.9(3) . . ?
N2 N1 Cu2 117.5(3) . . ?
N3 N2 N1 110.7(3) . . ?
N3 N2 Cu1 123.6(3) . . ?
N1 N2 Cu1 125.5(3) . . ?
N2 N3 N4 107.5(3) . . ?
C1 N4 N3 106.9(3) . . ?
C1 N4 Cu2 135.9(3) . 3_645 ?
N3 N4 Cu2 117.0(3) . 3_645 ?
N1 C1 N4 110.3(4) . . ?
N1 C1 H1 124.9 . . ?
N4 C1 H1 124.9 . . ?
C2 O1 H1A 109.5 . . ?
O1 C2 H2A 109.5 . . ?
O1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
O1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 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
N4 Cu2 Cl1 Cu1 133.92(10) 3_655 . . . ?
N4 Cu2 Cl1 Cu1 -133.92(10) 8_766 . . . ?
N1 Cu2 Cl1 Cu1 43.92(10) . . . . ?
N1 Cu2 Cl1 Cu1 -43.92(10) 6_556 . . . ?
N2 Cu1 Cl1 Cu2 43.83(10) 6_556 . . . ?
N2 Cu1 Cl1 Cu2 -43.82(10) . . . . ?
N2 Cu1 Cl1 Cu2 -136.18(10) 2_665 . . . ?
N2 Cu1 Cl1 Cu2 136.18(10) 5_666 . . . ?
Cl1 Cu1 Cl1 Cu2 18.8(3) 5_666 . . . ?
N4 Cu2 N1 C1 50.0(4) 3_655 . . . ?
N4 Cu2 N1 C1 -46.2(10) 8_766 . . . ?
N1 Cu2 N1 C1 -120.7(4) 6_556 . . . ?
Cl1 Cu2 N1 C1 146.7(4) . . . . ?
N4 Cu2 N1 N2 -131.2(3) 3_655 . . . ?
N4 Cu2 N1 N2 132.6(7) 8_766 . . . ?
N1 Cu2 N1 N2 58.1(3) 6_556 . . . ?
Cl1 Cu2 N1 N2 -34.5(3) . . . . ?
C1 N1 N2 N3 0.2(4) . . . . ?
Cu2 N1 N2 N3 -178.9(3) . . . . ?
C1 N1 N2 Cu1 174.7(3) . . . . ?
Cu2 N1 N2 Cu1 -4.5(4) . . . . ?
N2 Cu1 N2 N3 124.4(3) 6_556 . . . ?
N2 Cu1 N2 N3 -55.6(3) 2_665 . . . ?
N2 Cu1 N2 N3 -10(7) 5_666 . . . ?
Cl1 Cu1 N2 N3 -147.7(3) . . . . ?
Cl1 Cu1 N2 N3 32.3(3) 5_666 . . . ?
N2 Cu1 N2 N1 -49.4(4) 6_556 . . . ?
N2 Cu1 N2 N1 130.6(4) 2_665 . . . ?
N2 Cu1 N2 N1 177(7) 5_666 . . . ?
Cl1 Cu1 N2 N1 38.5(3) . . . . ?
Cl1 Cu1 N2 N1 -141.5(3) 5_666 . . . ?
N1 N2 N3 N4 0.2(4) . . . . ?
Cu1 N2 N3 N4 -174.4(3) . . . . ?
N2 N3 N4 C1 -0.5(4) . . . . ?
N2 N3 N4 Cu2 175.5(3) . . . 3_645 ?
N2 N1 C1 N4 -0.5(5) . . . . ?
Cu2 N1 C1 N4 178.4(3) . . . . ?
N3 N4 C1 N1 0.6(5) . . . . ?
Cu2 N4 C1 N1 -174.3(3) 3_645 . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         2.079
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.138
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_n131126b
_database_code_depnum_ccdc_archive 'CCDC 1018188'
_audit_update_record             
;
2014-11-07 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;
#TrackingRef 'N131126B for 3.cif'



_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C H Cu N7'
_chemical_formula_weight         174.63

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'
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   P2(1)2(1)2(1)

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

_cell_length_a                   6.7311(7)
_cell_length_b                   7.4805(10)
_cell_length_c                   9.6521(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     486.00(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1548
_cell_measurement_theta_min      3.45
_cell_measurement_theta_max      28.43

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            BLUE
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      NONE
_exptl_crystal_density_diffrn    2.387
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             340
_exptl_absorpt_coefficient_mu    4.386
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.5591
_exptl_absorpt_correction_T_max  0.8441
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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            3688
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         3.45
_diffrn_reflns_theta_max         28.52
_reflns_number_total             1229
_reflns_number_gt                1173
_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.
SIMU 0.001 N5 N6 N7
SIMU 0.002 N1 N2 N3 N4 C1
ISOR 0.005 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)+(0.0301P)²+0.0000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.57(3)
_refine_ls_number_reflns         1229
_refine_ls_number_parameters     83
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0580
_refine_ls_wR_factor_gt          0.0571
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.096
_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 0.08830(5) 0.73303(5) 0.01824(3) 0.00506(11) Uani 1 1 d . . .
N1 N 0.1620(4) 0.5658(4) 0.1991(3) 0.0092(5) Uani 1 1 d U . .
N2 N 0.0053(4) 0.5007(4) 0.2676(3) 0.0099(5) Uani 1 1 d U . .
N3 N 0.0723(4) 0.4026(4) 0.3699(3) 0.0077(5) Uani 1 1 d U . .
N4 N 0.2727(4) 0.4023(4) 0.3709(3) 0.0072(5) Uani 1 1 d U . .
N5 N 0.3303(4) 0.8857(4) 0.0277(3) 0.0104(5) Uani 1 1 d U . .
N6 N 0.3210(3) 1.0513(4) 0.0204(3) 0.0130(4) Uani 1 1 d U . .
N7 N 0.3144(4) 1.2030(4) 0.0159(4) 0.0216(6) Uani 1 1 d U . .
C1 C 0.3211(5) 0.5045(5) 0.2645(3) 0.0090(6) Uani 1 1 d U . .
H1 H 0.4539 0.5308 0.2381 0.011 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.00266(15) 0.00641(18) 0.00610(16) -0.00104(13) 0.00038(13) -0.00007(14)
N1 0.0081(10) 0.0109(12) 0.0086(11) 0.0016(9) -0.0002(9) 0.0003(9)
N2 0.0092(10) 0.0112(12) 0.0093(12) 0.0020(10) 0.0004(9) 0.0004(9)
N3 0.0041(10) 0.0102(11) 0.0088(10) 0.0021(8) -0.0004(9) 0.0010(9)
N4 0.0026(10) 0.0098(12) 0.0091(10) 0.0015(9) -0.0007(9) -0.0011(9)
N5 0.0047(9) 0.0111(10) 0.0155(10) -0.0020(10) 0.0039(9) 0.0007(8)
N6 0.0081(9) 0.0129(9) 0.0180(10) -0.0013(10) 0.0034(9) 0.0005(8)
N7 0.0203(13) 0.0131(13) 0.0314(14) 0.0011(13) 0.0042(12) 0.0014(10)
C1 0.0064(11) 0.0108(14) 0.0098(11) 0.0021(11) 0.0001(10) -0.0003(11)

_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 N4 1.981(3) 2_564 ?
Cu1 N3 1.986(3) 3 ?
Cu1 N5 1.991(3) . ?
Cu1 N5 2.000(2) 4_465 ?
Cu1 N1 2.204(3) . ?
N1 C1 1.325(4) . ?
N1 N2 1.337(4) . ?
N2 N3 1.310(4) . ?
N3 N4 1.349(4) . ?
N3 Cu1 1.986(3) 3_545 ?
N4 C1 1.321(4) . ?
N4 Cu1 1.981(3) 2_565 ?
N5 N6 1.243(4) . ?
N5 Cu1 2.000(2) 4_565 ?
N6 N7 1.136(4) . ?
C1 H1 0.9500 . ?

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
N4 Cu1 N3 166.91(10) 2_564 3 ?
N4 Cu1 N5 86.53(11) 2_564 . ?
N3 Cu1 N5 93.10(11) 3 . ?
N4 Cu1 N5 91.38(11) 2_564 4_465 ?
N3 Cu1 N5 86.07(10) 3 4_465 ?
N5 Cu1 N5 167.14(4) . 4_465 ?
N4 Cu1 N1 99.92(11) 2_564 . ?
N3 Cu1 N1 93.13(11) 3 . ?
N5 Cu1 N1 96.04(12) . . ?
N5 Cu1 N1 96.82(12) 4_465 . ?
C1 N1 N2 106.0(3) . . ?
C1 N1 Cu1 139.1(2) . . ?
N2 N1 Cu1 114.90(19) . . ?
N3 N2 N1 107.8(2) . . ?
N2 N3 N4 110.5(3) . . ?
N2 N3 Cu1 125.4(2) . 3_545 ?
N4 N3 Cu1 122.6(2) . 3_545 ?
C1 N4 N3 103.9(3) . . ?
C1 N4 Cu1 137.5(2) . 2_565 ?
N3 N4 Cu1 118.6(2) . 2_565 ?
N6 N5 Cu1 121.9(2) . . ?
N6 N5 Cu1 118.3(2) . 4_565 ?
Cu1 N5 Cu1 116.45(13) . 4_565 ?
N7 N6 N5 178.8(4) . . ?
N4 C1 N1 111.8(3) . . ?
N4 C1 H1 124.1 . . ?
N1 C1 H1 124.1 . . ?

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
N4 Cu1 N1 C1 57.5(4) 2_564 . . . ?
N3 Cu1 N1 C1 -123.5(4) 3 . . . ?
N5 Cu1 N1 C1 -30.0(4) . . . . ?
N5 Cu1 N1 C1 150.1(4) 4_465 . . . ?
N4 Cu1 N1 N2 -121.7(2) 2_564 . . . ?
N3 Cu1 N1 N2 57.3(3) 3 . . . ?
N5 Cu1 N1 N2 150.8(3) . . . . ?
N5 Cu1 N1 N2 -29.1(3) 4_465 . . . ?
C1 N1 N2 N3 -0.5(4) . . . . ?
Cu1 N1 N2 N3 179.0(2) . . . . ?
N1 N2 N3 N4 0.4(4) . . . . ?
N1 N2 N3 Cu1 -166.4(2) . . . 3_545 ?
N2 N3 N4 C1 -0.1(3) . . . . ?
Cu1 N3 N4 C1 167.2(2) 3_545 . . . ?
N2 N3 N4 Cu1 178.8(2) . . . 2_565 ?
Cu1 N3 N4 Cu1 -13.9(3) 3_545 . . 2_565 ?
N4 Cu1 N5 N6 128.3(3) 2_564 . . . ?
N3 Cu1 N5 N6 -38.6(3) 3 . . . ?
N5 Cu1 N5 N6 47.3(4) 4_465 . . . ?
N1 Cu1 N5 N6 -132.1(3) . . . . ?
N4 Cu1 N5 Cu1 -30.60(17) 2_564 . . 4_565 ?
N3 Cu1 N5 Cu1 162.50(17) 3 . . 4_565 ?
N5 Cu1 N5 Cu1 -111.6(4) 4_465 . . 4_565 ?
N1 Cu1 N5 Cu1 69.02(18) . . . 4_565 ?
Cu1 N5 N6 N7 128(17) . . . . ?
Cu1 N5 N6 N7 -73(17) 4_565 . . . ?
N3 N4 C1 N1 -0.3(4) . . . . ?
Cu1 N4 C1 N1 -178.8(3) 2_565 . . . ?
N2 N1 C1 N4 0.5(4) . . . . ?
Cu1 N1 C1 N4 -178.8(3) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.52
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.873
_refine_diff_density_min         -0.514
_refine_diff_density_rms         0.110
####################################################################### 
# 
# 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/. 
# 
# Audit and citation data items have may 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_n140423c
_database_code_depnum_ccdc_archive 'CCDC 1018189'
_audit_update_record             
;
2014-11-07 deposited with the CCDC.
2014-11-25 downloaded from the CCDC.
;
#TrackingRef 'N140423C for 4.cif'



_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C3 H4.33 Cl0.33 Cu1.67 N12 O1.33'
_chemical_formula_weight         347.57

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           Trigonal
_symmetry_space_group_name_H-M   P-31c

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

_cell_length_a                   12.3275(3)
_cell_length_b                   12.3275(3)
_cell_length_c                   12.5415(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     1650.55(11)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2335
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      28.20

_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    2.098
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1026
_exptl_absorpt_coefficient_mu    3.335
_exptl_absorpt_correction_type   MULTi-SCAN
_exptl_absorpt_correction_T_min  0.5851
_exptl_absorpt_correction_T_max  0.6346
_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            8985
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_av_unetI/netI     0.0218
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         24.99
_reflns_number_total             956
_reflns_number_gt                849
_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. 
SIMU 0.002 N6 N7 C2
SIMU 0.002 C1 N2 N3 N4 N5
DELU 0.005 CU1 N3
DELU 0.005 CU1 N7
DELU 0.005 CU2 N6
;

_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)+(0.0223P)²+20.1810P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    CONSTR
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0017(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         956
_refine_ls_number_parameters     99
_refine_ls_number_restraints     45
_refine_ls_R_factor_all          0.0651
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1290
_refine_ls_wR_factor_gt          0.1247
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_restrained_S_all      1.195
_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 0.5000 0.5000 1.0000 0.0276(5) Uani 1 2 d SU . .
Cu2 Cu 0.6667 0.3333 0.90079(10) 0.0223(5) Uani 1 3 d SU . .
Cl1 Cl 0.6667 0.3333 0.2500 0.016(2) Uani 0.09(11) 6 d SP A 1
Cl1' Cl 0.6834(12) 0.367(2) 0.2500 0.016(2) Uani 0.30(4) 2 d SP . 2
N2 N 0.3511(6) 0.2267(7) 1.0932(5) 0.0370(12) Uani 1 1 d U . .
N3 N 0.4458(6) 0.3089(7) 1.0326(4) 0.0326(11) Uani 1 1 d U . .
N4 N 0.5030(6) 0.2505(7) 0.9965(4) 0.0306(11) Uani 1 1 d U . .
N5 N 0.4467(6) 0.1338(7) 1.0330(4) 0.0321(11) Uani 1 1 d U . .
N7 N 0.5274(6) 0.4735(6) 0.8361(5) 0.0395(13) Uani 1 1 d U . .
N6 N 0.5879(6) 0.4126(6) 0.8016(5) 0.0339(12) Uani 1 1 d U . .
C1 C 0.3515(7) 0.1205(8) 1.0928(5) 0.0334(12) Uani 1 1 d U . .
H1 H 0.2947 0.0478 1.1285 0.040 Uiso 1 1 calc R . .
C2 C 0.4908(7) 0.5092(7) 0.7500 0.0415(18) Uani 1 2 d SU . .
H2 H 0.4473 0.5527 0.7500 0.050 Uiso 1 2 calc SR . .
O1 O 0.0000 0.0000 0.039(2) 0.050(8) Uani 0.320(17) 3 d SP . 1
O1' O 0.0000 0.0000 0.195(4) 0.050(8) Uani 0.180(17) 3 d SP . 2
O2 O 0.1121(18) 0.8833(18) 0.1475(16) 0.078(7) Uani 0.417(11) 1 d P B 3
O2' O 0.134(4) 0.866(4) 0.2500 0.078(7) Uani 0.17(2) 2 d SP B 4

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0297(8) 0.0245(8) 0.0137(6) -0.0080(5) 0.0098(5) 0.0023(6)
Cu2 0.0306(6) 0.0306(6) 0.0057(7) 0.000 0.000 0.0153(3)
Cl1 0.014(3) 0.014(3) 0.019(2) 0.000 0.000 0.0072(17)
Cl1' 0.014(3) 0.014(3) 0.019(2) 0.000 0.000 0.0072(17)
N2 0.0237(19) 0.054(2) 0.0191(17) 0.0033(18) 0.0046(16) 0.0085(18)
N3 0.0219(19) 0.050(2) 0.0164(17) 0.0023(17) 0.0050(15) 0.0106(17)
N4 0.0208(18) 0.049(2) 0.0138(17) 0.0039(16) 0.0028(15) 0.0115(17)
N5 0.0205(19) 0.051(2) 0.0152(17) 0.0061(17) 0.0027(15) 0.0103(18)
N7 0.032(2) 0.031(2) 0.026(2) -0.0020(19) 0.0018(19) -0.007(2)
N6 0.029(2) 0.028(2) 0.023(2) -0.002(2) 0.000(2) -0.002(2)
C1 0.0213(19) 0.051(2) 0.0168(18) 0.0051(18) 0.0041(16) 0.0102(19)
C2 0.033(2) 0.033(2) 0.028(3) 0.000(2) 0.000(2) -0.007(3)
O1 0.060(11) 0.060(11) 0.028(13) 0.000 0.000 0.030(6)
O1' 0.060(11) 0.060(11) 0.028(13) 0.000 0.000 0.030(6)
O2 0.064(12) 0.062(12) 0.081(12) -0.027(10) 0.028(10) 0.011(9)
O2' 0.064(12) 0.062(12) 0.081(12) -0.027(10) 0.028(10) 0.011(9)

_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 N5 2.100(7) 9_557 ?
Cu1 N5 2.100(7) 3_665 ?
Cu1 N7 2.134(6) . ?
Cu1 N7 2.134(6) 7_667 ?
Cu1 N3 2.142(7) 7_667 ?
Cu1 N3 2.142(7) . ?
Cu2 N6 2.096(7) 2_655 ?
Cu2 N6 2.096(7) 3_665 ?
Cu2 N6 2.096(7) . ?
Cu2 N4 2.120(6) 2_655 ?
Cu2 N4 2.120(6) 3_665 ?
Cu2 N4 2.120(6) . ?
Cl1' Cl1' 0.62(5) 2_655 ?
Cl1' Cl1' 0.62(5) 3_665 ?
N2 C1 1.312(11) . ?
N2 N3 1.337(9) . ?
N3 N4 1.315(9) . ?
N4 N5 1.327(9) . ?
N5 C1 1.332(10) . ?
N5 Cu1 2.100(7) 2_655 ?
N7 C2 1.328(11) . ?
N7 N6 1.366(11) . ?
N6 N6 1.295(12) 4_666 ?
C1 H1 0.9300 . ?
C2 N7 1.328(11) 4_666 ?
C2 H2 0.9300 . ?
O1 O1 0.98(6) 7 ?
O1' O1' 1.38(11) 4 ?

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
N5 Cu1 N5 179.999(1) 9_557 3_665 ?
N5 Cu1 N7 89.8(3) 9_557 . ?
N5 Cu1 N7 90.2(3) 3_665 . ?
N5 Cu1 N7 90.2(3) 9_557 7_667 ?
N5 Cu1 N7 89.8(3) 3_665 7_667 ?
N7 Cu1 N7 180.0(4) . 7_667 ?
N5 Cu1 N3 89.8(2) 9_557 7_667 ?
N5 Cu1 N3 90.2(2) 3_665 7_667 ?
N7 Cu1 N3 89.9(3) . 7_667 ?
N7 Cu1 N3 90.1(3) 7_667 7_667 ?
N5 Cu1 N3 90.2(2) 9_557 . ?
N5 Cu1 N3 89.8(2) 3_665 . ?
N7 Cu1 N3 90.1(3) . . ?
N7 Cu1 N3 89.9(3) 7_667 . ?
N3 Cu1 N3 179.999(1) 7_667 . ?
N6 Cu2 N6 88.4(3) 2_655 3_665 ?
N6 Cu2 N6 88.4(3) 2_655 . ?
N6 Cu2 N6 88.4(3) 3_665 . ?
N6 Cu2 N4 90.5(2) 2_655 2_655 ?
N6 Cu2 N4 90.0(3) 3_665 2_655 ?
N6 Cu2 N4 178.1(3) . 2_655 ?
N6 Cu2 N4 178.1(3) 2_655 3_665 ?
N6 Cu2 N4 90.5(3) 3_665 3_665 ?
N6 Cu2 N4 90.0(3) . 3_665 ?
N4 Cu2 N4 91.1(2) 2_655 3_665 ?
N6 Cu2 N4 90.0(3) 2_655 . ?
N6 Cu2 N4 178.1(3) 3_665 . ?
N6 Cu2 N4 90.5(3) . . ?
N4 Cu2 N4 91.1(2) 2_655 . ?
N4 Cu2 N4 91.1(2) 3_665 . ?
Cl1' Cl1' Cl1' 59.998(3) 2_655 3_665 ?
C1 N2 N3 108.5(7) . . ?
N4 N3 N2 106.5(7) . . ?
N4 N3 Cu1 125.4(5) . . ?
N2 N3 Cu1 128.1(6) . . ?
N3 N4 N5 110.0(6) . . ?
N3 N4 Cu2 125.0(5) . . ?
N5 N4 Cu2 125.0(5) . . ?
N4 N5 C1 106.2(7) . . ?
N4 N5 Cu1 125.7(5) . 2_655 ?
C1 N5 Cu1 128.1(6) . 2_655 ?
C2 N7 N6 107.1(7) . . ?
C2 N7 Cu1 128.8(8) . . ?
N6 N7 Cu1 124.1(5) . . ?
N6 N6 N7 108.5(4) 4_666 . ?
N6 N6 Cu2 126.39(18) 4_666 . ?
N7 N6 Cu2 125.1(5) . . ?
N2 C1 N5 108.8(7) . . ?
N2 C1 H1 125.6 . . ?
N5 C1 H1 125.6 . . ?
N7 C2 N7 108.9(13) . 4_666 ?
N7 C2 H2 125.5 . . ?
N7 C2 H2 125.5 4_666 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 N2 N3 N4 -0.3(8) . . . . ?
C1 N2 N3 Cu1 -179.4(5) . . . . ?
N5 Cu1 N3 N4 133.9(6) 9_557 . . . ?
N5 Cu1 N3 N4 -46.1(6) 3_665 . . . ?
N7 Cu1 N3 N4 44.1(6) . . . . ?
N7 Cu1 N3 N4 -135.9(6) 7_667 . . . ?
N3 Cu1 N3 N4 -21(100) 7_667 . . . ?
N5 Cu1 N3 N2 -47.3(6) 9_557 . . . ?
N5 Cu1 N3 N2 132.7(6) 3_665 . . . ?
N7 Cu1 N3 N2 -137.0(6) . . . . ?
N7 Cu1 N3 N2 43.0(6) 7_667 . . . ?
N3 Cu1 N3 N2 158(3) 7_667 . . . ?
N2 N3 N4 N5 0.0(7) . . . . ?
Cu1 N3 N4 N5 179.1(4) . . . . ?
N2 N3 N4 Cu2 -177.1(4) . . . . ?
Cu1 N3 N4 Cu2 2.0(8) . . . . ?
N6 Cu2 N4 N3 -135.6(6) 2_655 . . . ?
N6 Cu2 N4 N3 -103(8) 3_665 . . . ?
N6 Cu2 N4 N3 -47.2(6) . . . . ?
N4 Cu2 N4 N3 133.9(5) 2_655 . . . ?
N4 Cu2 N4 N3 42.8(6) 3_665 . . . ?
N6 Cu2 N4 N5 47.7(6) 2_655 . . . ?
N6 Cu2 N4 N5 80(8) 3_665 . . . ?
N6 Cu2 N4 N5 136.1(5) . . . . ?
N4 Cu2 N4 N5 -42.8(6) 2_655 . . . ?
N4 Cu2 N4 N5 -133.9(4) 3_665 . . . ?
N3 N4 N5 C1 0.3(8) . . . . ?
Cu2 N4 N5 C1 177.4(5) . . . . ?
N3 N4 N5 Cu1 -179.9(4) . . . 2_655 ?
Cu2 N4 N5 Cu1 -2.8(8) . . . 2_655 ?
N5 Cu1 N7 C2 44.5(5) 9_557 . . . ?
N5 Cu1 N7 C2 -135.5(5) 3_665 . . . ?
N7 Cu1 N7 C2 -8(4) 7_667 . . . ?
N3 Cu1 N7 C2 -45.3(5) 7_667 . . . ?
N3 Cu1 N7 C2 134.7(5) . . . . ?
N5 Cu1 N7 N6 -134.8(6) 9_557 . . . ?
N5 Cu1 N7 N6 45.2(6) 3_665 . . . ?
N7 Cu1 N7 N6 172(100) 7_667 . . . ?
N3 Cu1 N7 N6 135.4(6) 7_667 . . . ?
N3 Cu1 N7 N6 -44.6(6) . . . . ?
C2 N7 N6 N6 0.1(9) . . . 4_666 ?
Cu1 N7 N6 N6 179.5(6) . . . 4_666 ?
C2 N7 N6 Cu2 -179.7(4) . . . . ?
Cu1 N7 N6 Cu2 -0.3(8) . . . . ?
N6 Cu2 N6 N6 -43.9(7) 2_655 . . 4_666 ?
N6 Cu2 N6 N6 44.5(7) 3_665 . . 4_666 ?
N4 Cu2 N6 N6 12(8) 2_655 . . 4_666 ?
N4 Cu2 N6 N6 135.0(8) 3_665 . . 4_666 ?
N4 Cu2 N6 N6 -133.9(8) . . . 4_666 ?
N6 Cu2 N6 N7 135.8(7) 2_655 . . . ?
N6 Cu2 N6 N7 -135.7(7) 3_665 . . . ?
N4 Cu2 N6 N7 -168(8) 2_655 . . . ?
N4 Cu2 N6 N7 -45.2(6) 3_665 . . . ?
N4 Cu2 N6 N7 45.9(6) . . . . ?
N3 N2 C1 N5 0.5(8) . . . . ?
N4 N5 C1 N2 -0.5(8) . . . . ?
Cu1 N5 C1 N2 179.7(5) 2_655 . . . ?
N6 N7 C2 N7 0.0(3) . . . 4_666 ?
Cu1 N7 C2 N7 -179.4(6) . . . 4_666 ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.545
_refine_diff_density_min         -0.616
_refine_diff_density_rms         0.104
