# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 968444'
_audit_update_record             
;
2015-01-11 deposited with the CCDC.
2015-01-30 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            
'C12 H10 Cu3 N2 O10'

_chemical_formula_weight         532.84



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



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                   16.892(3)

_cell_length_b                   15.722(2)

_cell_length_c                   5.8595(9)

_cell_angle_alpha                90.00

_cell_angle_beta                 106.112(2)

_cell_angle_gamma                90.00

_cell_volume                     1495.0(4)

_cell_formula_units_Z            4

_cell_measurement_temperature    293(2)

_cell_measurement_reflns_used    2067

_cell_measurement_theta_min      3.61

_cell_measurement_theta_max      27.42



_exptl_crystal_description       block

_exptl_crystal_colour            blue

_exptl_crystal_size_max          0.16

_exptl_crystal_size_mid          0.07

_exptl_crystal_size_min          0.02

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    2.367

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1052

_exptl_absorpt_coefficient_mu    4.294

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.5412

_exptl_absorpt_correction_T_max  0.9040

_exptl_absorpt_process_details   sadabs



_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  '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            5230

_diffrn_reflns_av_R_equivalents  0.0272

_diffrn_reflns_av_sigmaI/netI    0.0255

_diffrn_reflns_limit_h_min       -20

_diffrn_reflns_limit_h_max       20

_diffrn_reflns_limit_k_min       -19

_diffrn_reflns_limit_k_max       19

_diffrn_reflns_limit_l_min       -6

_diffrn_reflns_limit_l_max       7

_diffrn_reflns_theta_min         2.59

_diffrn_reflns_theta_max         25.49

_reflns_number_total             1388

_reflns_number_gt                1217

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0324P)²+4.1694P] 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         1388

_refine_ls_number_parameters     128

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0307

_refine_ls_R_factor_gt           0.0244

_refine_ls_wR_factor_ref         0.0646

_refine_ls_wR_factor_gt          0.0611

_refine_ls_goodness_of_fit_ref   1.029

_refine_ls_restrained_S_all      1.029

_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 0.13453(2) 0.12560(2) 0.14849(6) 0.01668(14) Uani 1 1 d . . .
Cu2 Cu 0.0000 -0.00878(3) 0.2500 0.01407(15) Uani 1 2 d S . .
O1 O 0.07976(13) 0.01275(13) 0.0668(3) 0.0130(4) Uani 1 1 d . . .
H1W H 0.1168 -0.0217 0.0725 0.020 Uiso 1 1 d R . .
O2 O 0.0000 0.15642(19) 0.2500 0.0214(7) Uani 1 2 d S . .
H2W H -0.0201 0.1900 0.1404 0.032 Uiso 1 1 d R . .
O3 O 0.4580(6) 0.0476(5) 0.5603(18) 0.114(4) Uani 0.50 1 d P A -1
H4W H 0.4920 0.0466 0.6942 0.171 Uiso 0.50 1 d PR A -1
H3W H 0.4816 0.0515 0.4546 0.171 Uiso 0.50 1 d PR A -1
O4 O 0.09019(14) 0.15689(14) -0.1771(4) 0.0219(5) Uani 1 1 d . . .
O5 O 0.06895(15) 0.27203(15) -0.4061(4) 0.0266(6) Uani 1 1 d . . .
O6 O 0.30685(14) 0.40935(14) 0.5470(4) 0.0221(5) Uani 1 1 d . . .
N1 N 0.18121(15) 0.24148(16) 0.1964(4) 0.0151(6) Uani 1 1 d . . .
C1 C 0.0978(2) 0.2362(2) -0.2134(5) 0.0186(7) Uani 1 1 d . . .
C2 C 0.1489(2) 0.2861(2) -0.0047(5) 0.0179(7) Uani 1 1 d . . .
C3 C 0.1637(2) 0.3720(2) -0.0207(6) 0.0264(8) Uani 1 1 d . . .
H3 H 0.1391 0.4024 -0.1582 0.032 Uiso 1 1 calc R . .
C4 C 0.2156(2) 0.4108(2) 0.1726(6) 0.0254(8) Uani 1 1 d . . .
H4 H 0.2261 0.4687 0.1660 0.030 Uiso 1 1 calc R . .
C5 C 0.2536(2) 0.3654(2) 0.3803(6) 0.0188(7) Uani 1 1 d . . .
C6 C 0.23341(19) 0.27748(19) 0.3942(5) 0.0146(6) 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 O6 1.867(2) 7_556 ?
Cu1 O4 1.910(2) . ?
Cu1 N1 1.974(3) . ?
Cu1 O1 1.997(2) . ?
Cu1 O2 2.5500(8) . ?
Cu2 O1 1.969(2) 6_556 ?
Cu2 O1 1.9689(19) 5 ?
Cu2 O1 1.971(2) . ?
Cu2 O1 1.971(2) 2 ?
Cu2 O2 2.597(3) . ?
Cu2 Cu2 2.9427(5) 5_556 ?
Cu2 Cu2 2.9427(5) 5 ?
O1 Cu2 1.9689(19) 5 ?
O1 H1W 0.8208 . ?
O2 H2W 0.8280 . ?
O3 H4W 0.8342 . ?
O3 H3W 0.8265 . ?
O4 C1 1.277(4) . ?
O5 C1 1.235(4) . ?
O6 C5 1.324(4) . ?
O6 Cu1 1.867(2) 7_556 ?
N1 C2 1.350(4) . ?
N1 C6 1.369(4) . ?
C1 C2 1.506(4) . ?
C2 C3 1.381(5) . ?
C3 C4 1.369(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.403(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.432(4) . ?
C6 C6 1.488(6) 7_556 ?



loop_

_geom_angle_atom_site_label_1

_geom_angle_atom_site_label_2

_geom_angle_atom_site_label_3

_geom_angle

_geom_angle_site_symmetry_1

_geom_angle_site_symmetry_3

_geom_angle_publ_flag
































































O6 Cu1 O4 170.81(11) 7_556 . ?
O6 Cu1 N1 92.90(10) 7_556 . ?
O4 Cu1 N1 86.27(10) . . ?
O6 Cu1 O1 93.16(9) 7_556 . ?
O4 Cu1 O1 87.83(9) . . ?
N1 Cu1 O1 173.91(9) . . ?
O6 Cu1 O2 95.95(8) 7_556 . ?
O4 Cu1 O2 93.22(8) . . ?
N1 Cu1 O2 97.94(10) . . ?
O1 Cu1 O2 80.87(9) . . ?
O1 Cu2 O1 176.37(12) 6_556 5 ?
O1 Cu2 O1 97.27(9) 6_556 . ?
O1 Cu2 O1 83.36(9) 5 . ?
O1 Cu2 O1 83.36(9) 6_556 2 ?
O1 Cu2 O1 97.27(9) 5 2 ?
O1 Cu2 O1 160.23(12) . 2 ?
O1 Cu2 O2 91.81(6) 6_556 . ?
O1 Cu2 O2 91.81(6) 5 . ?
O1 Cu2 O2 80.11(6) . . ?
O1 Cu2 O2 80.11(6) 2 . ?
O1 Cu2 Cu2 41.71(6) 6_556 5_556 ?
O1 Cu2 Cu2 138.81(6) 5 5_556 ?
O1 Cu2 Cu2 135.64(6) . 5_556 ?
O1 Cu2 Cu2 41.65(6) 2 5_556 ?
O2 Cu2 Cu2 84.62(2) . 5_556 ?
O1 Cu2 Cu2 138.81(6) 6_556 5 ?
O1 Cu2 Cu2 41.71(6) 5 5 ?
O1 Cu2 Cu2 41.65(6) . 5 ?
O1 Cu2 Cu2 135.64(6) 2 5 ?
O2 Cu2 Cu2 84.62(2) . 5 ?
Cu2 Cu2 Cu2 169.23(4) 5_556 5 ?
Cu2 O1 Cu2 96.64(9) 5 . ?
Cu2 O1 Cu1 113.86(10) 5 . ?
Cu2 O1 Cu1 111.30(10) . . ?
Cu2 O1 H1W 109.4 5 . ?
Cu2 O1 H1W 119.5 . . ?
Cu1 O1 H1W 106.2 . . ?
Cu1 O2 Cu2 79.05(7) . . ?
Cu1 O2 H2W 98.1 . . ?
Cu2 O2 H2W 129.6 . . ?
H4W O3 H3W 110.9 . . ?
C1 O4 Cu1 112.83(19) . . ?
C5 O6 Cu1 128.6(2) . 7_556 ?
C2 N1 C6 122.3(3) . . ?
C2 N1 Cu1 107.8(2) . . ?
C6 N1 Cu1 129.8(2) . . ?
O5 C1 O4 124.4(3) . . ?
O5 C1 C2 119.8(3) . . ?
O4 C1 C2 115.8(3) . . ?
N1 C2 C3 122.0(3) . . ?
N1 C2 C1 116.1(3) . . ?
C3 C2 C1 121.8(3) . . ?
C4 C3 C2 117.8(3) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C3 C4 C5 121.6(3) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
O6 C5 C4 115.3(3) . . ?
O6 C5 C6 125.8(3) . . ?
C4 C5 C6 118.8(3) . . ?
N1 C6 C5 117.3(3) . . ?
N1 C6 C6 118.1(3) . 7_556 ?
C5 C6 C6 124.6(3) . 7_556 ?



loop_

_geom_torsion_atom_site_label_1

_geom_torsion_atom_site_label_2

_geom_torsion_atom_site_label_3

_geom_torsion_atom_site_label_4

_geom_torsion

_geom_torsion_site_symmetry_1

_geom_torsion_site_symmetry_2

_geom_torsion_site_symmetry_3

_geom_torsion_site_symmetry_4

_geom_torsion_publ_flag


































































O1 Cu2 O1 Cu2 176.40(12) 6_556 . . 5 ?
O1 Cu2 O1 Cu2 0.0 5 . . 5 ?
O1 Cu2 O1 Cu2 -93.02(7) 2 . . 5 ?
O2 Cu2 O1 Cu2 -93.02(7) . . . 5 ?
Cu2 Cu2 O1 Cu2 -164.69(6) 5_556 . . 5 ?
O1 Cu2 O1 Cu1 -64.76(8) 6_556 . . . ?
O1 Cu2 O1 Cu1 118.85(13) 5 . . . ?
O1 Cu2 O1 Cu1 25.83(8) 2 . . . ?
O2 Cu2 O1 Cu1 25.83(8) . . . . ?
Cu2 Cu2 O1 Cu1 -45.84(14) 5_556 . . . ?
Cu2 Cu2 O1 Cu1 118.85(13) 5 . . . ?
O6 Cu1 O1 Cu2 177.20(11) 7_556 . . 5 ?
O4 Cu1 O1 Cu2 -11.94(11) . . . 5 ?
N1 Cu1 O1 Cu2 2.6(10) . . . 5 ?
O2 Cu1 O1 Cu2 81.67(9) . . . 5 ?
O6 Cu1 O1 Cu2 69.25(12) 7_556 . . . ?
O4 Cu1 O1 Cu2 -119.89(11) . . . . ?
N1 Cu1 O1 Cu2 -105.4(9) . . . . ?
O2 Cu1 O1 Cu2 -26.28(8) . . . . ?
O6 Cu1 O2 Cu2 -73.66(7) 7_556 . . . ?
O4 Cu1 O2 Cu2 105.88(7) . . . . ?
N1 Cu1 O2 Cu2 -167.44(7) . . . . ?
O1 Cu1 O2 Cu2 18.59(6) . . . . ?
O1 Cu2 O2 Cu1 78.18(6) 6_556 . . . ?
O1 Cu2 O2 Cu1 -101.82(6) 5 . . . ?
O1 Cu2 O2 Cu1 -18.89(6) . . . . ?
O1 Cu2 O2 Cu1 161.11(6) 2 . . . ?
Cu2 Cu2 O2 Cu1 119.306(9) 5_556 . . . ?
Cu2 Cu2 O2 Cu1 -60.694(9) 5 . . . ?
O6 Cu1 O4 C1 -94.7(6) 7_556 . . . ?
N1 Cu1 O4 C1 -9.6(2) . . . . ?
O1 Cu1 O4 C1 168.8(2) . . . . ?
O2 Cu1 O4 C1 88.1(2) . . . . ?
O6 Cu1 N1 C2 -179.8(2) 7_556 . . . ?
O4 Cu1 N1 C2 9.3(2) . . . . ?
O1 Cu1 N1 C2 -5.2(10) . . . . ?
O2 Cu1 N1 C2 -83.4(2) . . . . ?
O6 Cu1 N1 C6 -3.3(3) 7_556 . . . ?
O4 Cu1 N1 C6 -174.1(3) . . . . ?
O1 Cu1 N1 C6 171.4(8) . . . . ?
O2 Cu1 N1 C6 93.2(3) . . . . ?
Cu1 O4 C1 O5 -174.9(3) . . . . ?
Cu1 O4 C1 C2 7.6(4) . . . . ?
C6 N1 C2 C3 -2.8(5) . . . . ?
Cu1 N1 C2 C3 174.1(3) . . . . ?
C6 N1 C2 C1 175.4(3) . . . . ?
Cu1 N1 C2 C1 -7.8(3) . . . . ?
O5 C1 C2 N1 -177.2(3) . . . . ?
O4 C1 C2 N1 0.4(4) . . . . ?
O5 C1 C2 C3 1.0(5) . . . . ?
O4 C1 C2 C3 178.6(3) . . . . ?
N1 C2 C3 C4 2.7(5) . . . . ?
C1 C2 C3 C4 -175.3(3) . . . . ?
C2 C3 C4 C5 0.6(6) . . . . ?
Cu1 O6 C5 C4 176.5(2) 7_556 . . . ?
Cu1 O6 C5 C6 -4.5(5) 7_556 . . . ?
C3 C4 C5 O6 175.4(3) . . . . ?
C3 C4 C5 C6 -3.7(5) . . . . ?
C2 N1 C6 C5 -0.5(4) . . . . ?
Cu1 N1 C6 C5 -176.7(2) . . . . ?
C2 N1 C6 C6 -179.2(3) . . . 7_556 ?
Cu1 N1 C6 C6 4.7(5) . . . 7_556 ?
O6 C5 C6 N1 -175.4(3) . . . . ?
C4 C5 C6 N1 3.6(5) . . . . ?
O6 C5 C6 C6 3.2(6) . . . 7_556 ?
C4 C5 C6 C6 -177.8(4) . . . 7_556 ?



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




O1 H1W O6 0.82 1.96 2.732(3) 157.1 4_545
O2 H2W O5 0.83 1.90 2.723(3) 175.6 2_554
O3 H4W O3 0.83 1.45 2.282(19) 172.4 2_656
O3 H3W O3 0.83 1.88 2.31(2) 110.8 5_656



_diffrn_measured_fraction_theta_max 0.996

_diffrn_reflns_theta_full        25.49

_diffrn_measured_fraction_theta_full 0.996

_refine_diff_density_max         0.449

_refine_diff_density_min         -0.306

_refine_diff_density_rms         0.091
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 968445'
_audit_update_record             
;
2015-01-11 deposited with the CCDC.
2015-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C84 H89 Cd6 Cl N12 O50.50'
_chemical_formula_weight         2784.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Rhombohedral
_symmetry_space_group_name_H-M   'R -3'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   18.1541(12)
_cell_length_b                   18.1541(12)
_cell_length_c                   27.843(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     7946.8(13)
_cell_formula_units_Z            3
_cell_measurement_temperature    291(2)
_cell_measurement_reflns_used    5212
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      28.17

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4158
_exptl_absorpt_coefficient_mu    1.308
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7555
_exptl_absorpt_correction_T_max  0.8535
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      291(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            14793
_diffrn_reflns_av_R_equivalents  0.0412
_diffrn_reflns_av_sigmaI/netI    0.0339
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.69
_diffrn_reflns_theta_max         25.50
_reflns_number_total             3286
_reflns_number_gt                2756
_reflns_threshold_expression     >2sigma(I)

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

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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0611P)²+18.9379P] 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         3286
_refine_ls_number_parameters     242
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0319
_refine_ls_wR_factor_ref         0.1037
_refine_ls_wR_factor_gt          0.0970
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.121194(17) 0.987601(18) 0.058078(10) 0.02306(13) Uani 1 1 d . . .
Cl1 Cl 0.0000 1.0000 0.0000 0.0240(5) Uani 1 6 d S . .
N1 N 0.2115(2) 1.0464(2) 0.12358(11) 0.0242(7) Uani 1 1 d . . .
N2 N 0.2071(2) 0.9261(2) 0.06742(12) 0.0252(7) Uani 1 1 d . . .
O1 O 0.41913(19) 1.0171(2) 0.11250(13) 0.0469(9) Uani 1 1 d . . .
O2 O 0.3340(2) 0.9838(2) 0.19557(12) 0.0445(8) Uani 1 1 d . . .
O4 O 0.08525(17) 0.87897(18) -0.00029(10) 0.0297(6) Uani 1 1 d . . .
O5 O 0.1157(2) 0.7815(2) -0.02822(12) 0.0440(8) Uani 1 1 d . . .
O6 O 0.10528(19) 1.09863(18) 0.09337(10) 0.0303(7) Uani 1 1 d . . .
O7 O 0.1037(2) 1.1506(2) 0.16536(12) 0.0497(9) Uani 1 1 d . . .
O8 O 0.0564(3) 0.1088(3) 0.26019(16) 0.0921(16) Uani 1 1 d . . .
H1W H 0.0772 0.1163 0.2326 0.138 Uiso 1 1 d R . .
H2W H 0.0617 0.1541 0.2708 0.138 Uiso 1 1 d R . .
O9 O 0.1374(4) 0.6420(3) 1.00159(18) 0.0993(18) Uani 1 1 d . . .
H3W H 0.1797 0.6558 0.9842 0.149 Uiso 1 1 d R . .
H4W H 0.1060 0.6581 0.9891 0.149 Uiso 1 1 d R . .
O10 O 0.2384(10) 0.6628(10) 0.0799(6) 0.066(4) Uani 0.25 1 d P . .
H5W H 0.2404 0.6616 0.0504 0.099 Uiso 0.25 1 d PR . .
H6W H 0.2456 0.7096 0.0896 0.099 Uiso 0.25 1 d PR . .
O11 O 1.0000 0.0000 0.2998(7) 0.143(9) Uani 0.50 3 d SP . .
H7W H 0.9615 0.0108 0.3053 0.214 Uiso 0.33 1 d PR . .
C1 C 0.2079(3) 0.8796(3) 0.03030(15) 0.0277(9) Uani 1 1 d . . .
C2 C 0.2771(3) 0.8686(3) 0.02143(17) 0.0391(11) Uani 1 1 d . . .
H2 H 0.2752 0.8324 -0.0028 0.047 Uiso 1 1 calc R . .
C3 C 0.3485(3) 0.9125(3) 0.04940(18) 0.0414(11) Uani 1 1 d . . .
H3 H 0.3965 0.9080 0.0434 0.050 Uiso 1 1 calc R . .
C4 C 0.3491(3) 0.9640(3) 0.08673(17) 0.0334(10) Uani 1 1 d . . .
C5 C 0.2737(2) 0.9653(3) 0.09688(14) 0.0258(9) Uani 1 1 d . . .
C6 C 0.2625(2) 1.0157(2) 0.13586(14) 0.0258(9) Uani 1 1 d . . .
C7 C 0.2953(3) 1.0281(3) 0.18287(15) 0.0318(10) Uani 1 1 d . . .
C8 C 0.2813(3) 1.0795(3) 0.21366(15) 0.0344(10) Uani 1 1 d . . .
H8 H 0.3060 1.0921 0.2440 0.041 Uiso 1 1 calc R . .
C9 C 0.2306(3) 1.1122(3) 0.19938(15) 0.0328(10) Uani 1 1 d . . .
H9 H 0.2214 1.1475 0.2197 0.039 Uiso 1 1 calc R . .
C10 C 0.1935(3) 1.0915(3) 0.15432(14) 0.0262(9) Uani 1 1 d . . .
C11 C 0.1298(3) 0.8422(3) -0.00217(13) 0.0269(9) Uani 1 1 d . . .
C12 C 0.1291(3) 1.1157(3) 0.13739(16) 0.0293(10) Uani 1 1 d . . .
C13 C 0.4920(3) 1.0079(4) 0.1087(3) 0.076(2) Uani 1 1 d . . .
H13A H 0.4755 0.9490 0.1120 0.114 Uiso 1 1 calc R . .
H13B H 0.5318 1.0403 0.1335 0.114 Uiso 1 1 calc R . .
H13C H 0.5181 1.0282 0.0778 0.114 Uiso 1 1 calc R . .
C14 C 0.3742(4) 1.0001(4) 0.2418(2) 0.0647(17) Uani 1 1 d . . .
H14A H 0.4169 1.0591 0.2441 0.097 Uiso 1 1 calc R . .
H14B H 0.4003 0.9657 0.2457 0.097 Uiso 1 1 calc R . .
H14C H 0.3324 0.9864 0.2665 0.097 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
Cd1 O6 2.298(3) 3_465 ?
Cd1 O4 2.319(3) 12_665 ?
Cd1 N1 2.325(3) . ?
Cd1 N2 2.342(3) . ?
Cd1 O4 2.381(3) . ?
Cd1 O6 2.386(3) . ?
Cd1 Cl1 2.8287(3) . ?
Cl1 Cd1 2.8287(3) 10_575 ?
Cl1 Cd1 2.8287(3) 11_455 ?
Cl1 Cd1 2.8287(3) 2_675 ?
Cl1 Cd1 2.8287(3) 12_665 ?
Cl1 Cd1 2.8287(3) 3_465 ?
N1 C10 1.333(5) . ?
N1 C6 1.341(5) . ?
N2 C5 1.335(5) . ?
N2 C1 1.339(5) . ?
O1 C4 1.355(5) . ?
O1 C13 1.418(6) . ?
O2 C7 1.352(5) . ?
O2 C14 1.435(6) . ?
O4 C11 1.283(5) . ?
O4 Cd1 2.319(3) 11_455 ?
O5 C11 1.234(5) . ?
O6 C12 1.285(5) . ?
O6 Cd1 2.298(3) 2_675 ?
O7 C12 1.230(5) . ?
O8 H1W 0.8353 . ?
O8 H2W 0.8316 . ?
O9 H3W 0.8331 . ?
O9 H4W 0.8360 . ?
O10 H5W 0.8239 . ?
O10 H6W 0.8364 . ?
O11 H7W 0.8291 . ?
C1 C2 1.391(6) . ?
C1 C11 1.524(6) . ?
C2 C3 1.374(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.394(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.409(6) . ?
C5 C6 1.498(6) . ?
C6 C7 1.409(6) . ?
C7 C8 1.382(6) . ?
C8 C9 1.379(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.384(5) . ?
C9 H9 0.9300 . ?
C10 C12 1.516(6) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
O6 Cd1 O4 154.12(10) 3_465 12_665 ?
O6 Cd1 N1 102.90(11) 3_465 . ?
O4 Cd1 N1 98.39(10) 12_665 . ?
O6 Cd1 N2 105.75(11) 3_465 . ?
O4 Cd1 N2 95.38(11) 12_665 . ?
N1 Cd1 N2 69.32(11) . . ?
O6 Cd1 O4 85.76(10) 3_465 . ?
O4 Cd1 O4 87.80(3) 12_665 . ?
N1 Cd1 O4 138.94(10) . . ?
N2 Cd1 O4 69.69(10) . . ?
O6 Cd1 O6 86.52(15) 3_465 . ?
O4 Cd1 O6 87.46(10) 12_665 . ?
N1 Cd1 O6 69.19(10) . . ?
N2 Cd1 O6 138.39(10) . . ?
O4 Cd1 O6 151.87(10) . . ?
O6 Cd1 Cl1 76.26(7) 3_465 . ?
O4 Cd1 Cl1 77.87(7) 12_665 . ?
N1 Cd1 Cl1 144.11(8) . . ?
N2 Cd1 Cl1 146.20(8) . . ?
O4 Cd1 Cl1 76.93(7) . . ?
O6 Cd1 Cl1 74.97(7) . . ?
Cd1 Cl1 Cd1 90.562(10) 10_575 11_455 ?
Cd1 Cl1 Cd1 89.438(10) 10_575 2_675 ?
Cd1 Cl1 Cd1 180.000(11) 11_455 2_675 ?
Cd1 Cl1 Cd1 180.0 10_575 . ?
Cd1 Cl1 Cd1 89.438(10) 11_455 . ?
Cd1 Cl1 Cd1 90.562(10) 2_675 . ?
Cd1 Cl1 Cd1 90.562(10) 10_575 12_665 ?
Cd1 Cl1 Cd1 90.562(10) 11_455 12_665 ?
Cd1 Cl1 Cd1 89.438(10) 2_675 12_665 ?
Cd1 Cl1 Cd1 89.438(10) . 12_665 ?
Cd1 Cl1 Cd1 89.438(10) 10_575 3_465 ?
Cd1 Cl1 Cd1 89.438(10) 11_455 3_465 ?
Cd1 Cl1 Cd1 90.562(10) 2_675 3_465 ?
Cd1 Cl1 Cd1 90.562(10) . 3_465 ?
Cd1 Cl1 Cd1 180.0 12_665 3_465 ?
C10 N1 C6 121.6(3) . . ?
C10 N1 Cd1 116.9(3) . . ?
C6 N1 Cd1 118.9(3) . . ?
C5 N2 C1 121.2(3) . . ?
C5 N2 Cd1 117.2(3) . . ?
C1 N2 Cd1 115.7(3) . . ?
C4 O1 C13 118.3(4) . . ?
C7 O2 C14 118.3(4) . . ?
C11 O4 Cd1 124.8(2) . 11_455 ?
C11 O4 Cd1 118.5(2) . . ?
Cd1 O4 Cd1 115.75(12) 11_455 . ?
C12 O6 Cd1 123.1(3) . 2_675 ?
C12 O6 Cd1 115.3(2) . . ?
Cd1 O6 Cd1 118.21(12) 2_675 . ?
H1W O8 H2W 110.2 . . ?
H3W O9 H4W 109.9 . . ?
H5W O10 H6W 111.2 . . ?
N2 C1 C2 121.6(4) . . ?
N2 C1 C11 116.0(3) . . ?
C2 C1 C11 122.4(4) . . ?
C3 C2 C1 118.2(4) . . ?
C3 C2 H2 120.9 . . ?
C1 C2 H2 120.9 . . ?
C2 C3 C4 120.1(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
O1 C4 C3 124.2(4) . . ?
O1 C4 C5 117.1(4) . . ?
C3 C4 C5 118.6(4) . . ?
N2 C5 C4 119.8(4) . . ?
N2 C5 C6 114.0(3) . . ?
C4 C5 C6 125.8(4) . . ?
N1 C6 C7 119.7(4) . . ?
N1 C6 C5 113.7(3) . . ?
C7 C6 C5 126.5(4) . . ?
O2 C7 C8 124.4(4) . . ?
O2 C7 C6 116.9(4) . . ?
C8 C7 C6 118.5(4) . . ?
C9 C8 C7 120.0(4) . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 118.9(4) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
N1 C10 C9 120.9(4) . . ?
N1 C10 C12 116.1(3) . . ?
C9 C10 C12 123.0(4) . . ?
O5 C11 O4 125.8(4) . . ?
O5 C11 C1 118.6(4) . . ?
O4 C11 C1 115.5(3) . . ?
O7 C12 O6 124.1(4) . . ?
O7 C12 C10 119.7(4) . . ?
O6 C12 C10 116.2(4) . . ?
O1 C13 H13A 109.5 . . ?
O1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
O6 Cd1 Cl1 Cd1 -98.45(8) 3_465 . . 10_575 ?
O4 Cd1 Cl1 Cd1 80.87(7) 12_665 . . 10_575 ?
N1 Cd1 Cl1 Cd1 168.44(13) . . . 10_575 ?
N2 Cd1 Cl1 Cd1 -0.58(14) . . . 10_575 ?
O4 Cd1 Cl1 Cd1 -9.67(7) . . . 10_575 ?
O6 Cd1 Cl1 Cd1 171.49(8) . . . 10_575 ?
O6 Cd1 Cl1 Cd1 -89.69(8) 3_465 . . 11_455 ?
O4 Cd1 Cl1 Cd1 89.63(7) 12_665 . . 11_455 ?
N1 Cd1 Cl1 Cd1 177.20(13) . . . 11_455 ?
N2 Cd1 Cl1 Cd1 8.18(14) . . . 11_455 ?
O4 Cd1 Cl1 Cd1 -0.91(7) . . . 11_455 ?
O6 Cd1 Cl1 Cd1 -179.75(8) . . . 11_455 ?
O6 Cd1 Cl1 Cd1 90.31(8) 3_465 . . 2_675 ?
O4 Cd1 Cl1 Cd1 -90.37(7) 12_665 . . 2_675 ?
N1 Cd1 Cl1 Cd1 -2.80(13) . . . 2_675 ?
N2 Cd1 Cl1 Cd1 -171.82(14) . . . 2_675 ?
O4 Cd1 Cl1 Cd1 179.09(7) . . . 2_675 ?
O6 Cd1 Cl1 Cd1 0.25(8) . . . 2_675 ?
O6 Cd1 Cl1 Cd1 179.74(8) 3_465 . . 12_665 ?
O4 Cd1 Cl1 Cd1 -0.93(7) 12_665 . . 12_665 ?
N1 Cd1 Cl1 Cd1 86.64(13) . . . 12_665 ?
N2 Cd1 Cl1 Cd1 -82.39(14) . . . 12_665 ?
O4 Cd1 Cl1 Cd1 -91.48(7) . . . 12_665 ?
O6 Cd1 Cl1 Cd1 89.68(8) . . . 12_665 ?
O6 Cd1 Cl1 Cd1 -0.26(8) 3_465 . . 3_465 ?
O4 Cd1 Cl1 Cd1 179.07(7) 12_665 . . 3_465 ?
N1 Cd1 Cl1 Cd1 -93.36(13) . . . 3_465 ?
N2 Cd1 Cl1 Cd1 97.61(14) . . . 3_465 ?
O4 Cd1 Cl1 Cd1 88.52(7) . . . 3_465 ?
O6 Cd1 Cl1 Cd1 -90.32(8) . . . 3_465 ?
O6 Cd1 N1 C10 -63.1(3) 3_465 . . . ?
O4 Cd1 N1 C10 102.1(3) 12_665 . . . ?
N2 Cd1 N1 C10 -165.3(3) . . . . ?
O4 Cd1 N1 C10 -161.6(2) . . . . ?
O6 Cd1 N1 C10 18.0(3) . . . . ?
Cl1 Cd1 N1 C10 21.2(3) . . . . ?
O6 Cd1 N1 C6 98.9(3) 3_465 . . . ?
O4 Cd1 N1 C6 -95.9(3) 12_665 . . . ?
N2 Cd1 N1 C6 -3.3(3) . . . . ?
O4 Cd1 N1 C6 0.4(4) . . . . ?
O6 Cd1 N1 C6 -180.0(3) . . . . ?
Cl1 Cd1 N1 C6 -176.8(2) . . . . ?
O6 Cd1 N2 C5 -111.8(3) 3_465 . . . ?
O4 Cd1 N2 C5 83.3(3) 12_665 . . . ?
N1 Cd1 N2 C5 -13.7(3) . . . . ?
O4 Cd1 N2 C5 168.9(3) . . . . ?
O6 Cd1 N2 C5 -9.0(4) . . . . ?
Cl1 Cd1 N2 C5 159.5(2) . . . . ?
O6 Cd1 N2 C1 95.0(3) 3_465 . . . ?
O4 Cd1 N2 C1 -69.9(3) 12_665 . . . ?
N1 Cd1 N2 C1 -166.9(3) . . . . ?
O4 Cd1 N2 C1 15.7(3) . . . . ?
O6 Cd1 N2 C1 -162.2(2) . . . . ?
Cl1 Cd1 N2 C1 6.3(4) . . . . ?
O6 Cd1 O4 C11 -112.8(3) 3_465 . . . ?
O4 Cd1 O4 C11 92.3(3) 12_665 . . . ?
N1 Cd1 O4 C11 -7.9(3) . . . . ?
N2 Cd1 O4 C11 -4.2(3) . . . . ?
O6 Cd1 O4 C11 172.8(3) . . . . ?
Cl1 Cd1 O4 C11 170.4(3) . . . . ?
O6 Cd1 O4 Cd1 78.10(13) 3_465 . . 11_455 ?
O4 Cd1 O4 Cd1 -76.82(11) 12_665 . . 11_455 ?
N1 Cd1 O4 Cd1 -177.08(12) . . . 11_455 ?
N2 Cd1 O4 Cd1 -173.38(16) . . . 11_455 ?
O6 Cd1 O4 Cd1 3.6(3) . . . 11_455 ?
Cl1 Cd1 O4 Cd1 1.24(9) . . . 11_455 ?
O6 Cd1 O6 C12 83.0(3) 3_465 . . . ?
O4 Cd1 O6 C12 -122.2(3) 12_665 . . . ?
N1 Cd1 O6 C12 -22.3(3) . . . . ?
N2 Cd1 O6 C12 -27.0(4) . . . . ?
O4 Cd1 O6 C12 157.2(3) . . . . ?
Cl1 Cd1 O6 C12 159.7(3) . . . . ?
O6 Cd1 O6 Cd1 -77.05(16) 3_465 . . 2_675 ?
O4 Cd1 O6 Cd1 77.77(14) 12_665 . . 2_675 ?
N1 Cd1 O6 Cd1 177.74(17) . . . 2_675 ?
N2 Cd1 O6 Cd1 173.02(13) . . . 2_675 ?
O4 Cd1 O6 Cd1 -2.8(3) . . . 2_675 ?
Cl1 Cd1 O6 Cd1 -0.35(11) . . . 2_675 ?
C5 N2 C1 C2 1.5(6) . . . . ?
Cd1 N2 C1 C2 153.5(3) . . . . ?
C5 N2 C1 C11 -176.8(3) . . . . ?
Cd1 N2 C1 C11 -24.8(4) . . . . ?
N2 C1 C2 C3 -5.4(7) . . . . ?
C11 C1 C2 C3 172.7(4) . . . . ?
C1 C2 C3 C4 2.5(7) . . . . ?
C13 O1 C4 C3 -13.7(7) . . . . ?
C13 O1 C4 C5 170.2(5) . . . . ?
C2 C3 C4 O1 -172.0(4) . . . . ?
C2 C3 C4 C5 4.1(7) . . . . ?
C1 N2 C5 C4 5.4(6) . . . . ?
Cd1 N2 C5 C4 -146.3(3) . . . . ?
C1 N2 C5 C6 178.9(3) . . . . ?
Cd1 N2 C5 C6 27.2(4) . . . . ?
O1 C4 C5 N2 168.2(4) . . . . ?
C3 C4 C5 N2 -8.1(6) . . . . ?
O1 C4 C5 C6 -4.4(6) . . . . ?
C3 C4 C5 C6 179.2(4) . . . . ?
C10 N1 C6 C7 2.6(6) . . . . ?
Cd1 N1 C6 C7 -158.5(3) . . . . ?
C10 N1 C6 C5 178.8(3) . . . . ?
Cd1 N1 C6 C5 17.7(4) . . . . ?
N2 C5 C6 N1 -29.4(5) . . . . ?
C4 C5 C6 N1 143.6(4) . . . . ?
N2 C5 C6 C7 146.5(4) . . . . ?
C4 C5 C6 C7 -40.5(6) . . . . ?
C14 O2 C7 C8 -9.4(7) . . . . ?
C14 O2 C7 C6 175.0(4) . . . . ?
N1 C6 C7 O2 169.1(4) . . . . ?
C5 C6 C7 O2 -6.6(6) . . . . ?
N1 C6 C7 C8 -6.8(6) . . . . ?
C5 C6 C7 C8 177.5(4) . . . . ?
O2 C7 C8 C9 -170.6(4) . . . . ?
C6 C7 C8 C9 4.9(6) . . . . ?
C7 C8 C9 C10 0.9(6) . . . . ?
C6 N1 C10 C9 3.5(6) . . . . ?
Cd1 N1 C10 C9 165.0(3) . . . . ?
C6 N1 C10 C12 -174.8(3) . . . . ?
Cd1 N1 C10 C12 -13.3(4) . . . . ?
C8 C9 C10 N1 -5.3(6) . . . . ?
C8 C9 C10 C12 172.9(4) . . . . ?
Cd1 O4 C11 O5 -16.8(6) 11_455 . . . ?
Cd1 O4 C11 O5 175.1(3) . . . . ?
Cd1 O4 C11 C1 161.7(2) 11_455 . . . ?
Cd1 O4 C11 C1 -6.4(4) . . . . ?
N2 C1 C11 O5 -160.4(4) . . . . ?
C2 C1 C11 O5 21.3(6) . . . . ?
N2 C1 C11 O4 21.0(5) . . . . ?
C2 C1 C11 O4 -157.3(4) . . . . ?
Cd1 O6 C12 O7 1.5(6) 2_675 . . . ?
Cd1 O6 C12 O7 -157.4(4) . . . . ?
Cd1 O6 C12 C10 -177.5(2) 2_675 . . . ?
Cd1 O6 C12 C10 23.6(4) . . . . ?
N1 C10 C12 O7 173.6(4) . . . . ?
C9 C10 C12 O7 -4.7(6) . . . . ?
N1 C10 C12 O6 -7.4(5) . . . . ?
C9 C10 C12 O6 174.3(4) . . . . ?

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
O8 H1W O7 0.84 1.96 2.763(6) 161.8 1_545
O9 H3W O8 0.83 2.09 2.806(7) 143.1 8
O9 H4W O5 0.84 2.21 2.873(6) 136.2 1_556
O10 H5W O9 0.82 2.19 2.751(16) 125.2 1_554

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        25.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.892
_refine_diff_density_min         -0.792
_refine_diff_density_rms         0.103
####################################################################### 
# 
# 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 968446'
_audit_update_record             
;
2015-01-11 deposited with the CCDC.
2015-01-30 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            
'C12 H8 Cu2 N2 O8'

_chemical_formula_weight         435.28



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   P2(1)/c



loop_

_symmetry_equiv_pos_as_xyz




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



_cell_length_a                   18.211(3)

_cell_length_b                   5.1283(10)

_cell_length_c                   13.915(3)

_cell_angle_alpha                90.00

_cell_angle_beta                 96.803(2)

_cell_angle_gamma                90.00

_cell_volume                     1290.4(4)

_cell_formula_units_Z            4

_cell_measurement_temperature    294(2)

_cell_measurement_reflns_used    2882

_cell_measurement_theta_min      2.95

_cell_measurement_theta_max      28.20



_exptl_crystal_description       block

_exptl_crystal_colour            darkblue

_exptl_crystal_size_max          0.35

_exptl_crystal_size_mid          0.05

_exptl_crystal_size_min          0.04

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    2.241

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             864

_exptl_absorpt_coefficient_mu    3.348

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.3870

_exptl_absorpt_correction_T_max  0.8777

_exptl_absorpt_process_details   sadabs



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      294(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            8900

_diffrn_reflns_av_R_equivalents  0.0295

_diffrn_reflns_av_sigmaI/netI    0.0275

_diffrn_reflns_limit_h_min       -21

_diffrn_reflns_limit_h_max       22

_diffrn_reflns_limit_k_min       -6

_diffrn_reflns_limit_k_max       6

_diffrn_reflns_limit_l_min       -16

_diffrn_reflns_limit_l_max       16

_diffrn_reflns_theta_min         2.95

_diffrn_reflns_theta_max         25.50

_reflns_number_total             2395

_reflns_number_gt                1970

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0397P)²+1.6281P] 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         2395

_refine_ls_number_parameters     217

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0391

_refine_ls_R_factor_gt           0.0296

_refine_ls_wR_factor_ref         0.0777

_refine_ls_wR_factor_gt          0.0724

_refine_ls_goodness_of_fit_ref   1.022

_refine_ls_restrained_S_all      1.022

_refine_ls_shift/su_max          0.001

_refine_ls_shift/su_mean         0.000



loop_

_atom_site_label

_atom_site_type_symbol

_atom_site_fract_x

_atom_site_fract_y

_atom_site_fract_z

_atom_site_U_iso_or_equiv

_atom_site_adp_type

_atom_site_occupancy

_atom_site_symmetry_multiplicity

_atom_site_calc_flag

_atom_site_refinement_flags

_atom_site_disorder_assembly

_atom_site_disorder_group
































Cu1 Cu 0.66899(2) -0.00968(8) 0.56615(3) 0.02290(14) Uani 1 1 d . . .
Cu2 Cu 0.83713(2) 0.46160(8) 0.40230(3) 0.02029(13) Uani 1 1 d . . .
O1 O 0.73494(12) 0.2029(5) 0.49913(17) 0.0280(6) Uani 1 1 d . . .
O2 O 0.73027(12) 0.5399(4) 0.39812(17) 0.0242(5) Uani 1 1 d . . .
O3 O 0.39470(12) 0.2503(5) 0.38666(18) 0.0299(6) Uani 1 1 d . . .
O4 O 1.18908(12) 0.8074(5) 0.69342(17) 0.0282(6) Uani 1 1 d . . .
O5 O 1.14840(12) 1.2067(4) 0.72392(17) 0.0270(6) Uani 1 1 d . . .
O6 O 0.86462(11) 0.6903(5) 0.50505(17) 0.0274(6) Uani 1 1 d . . .
N1 N 0.58780(14) 0.1536(5) 0.47872(19) 0.0190(6) Uani 1 1 d . . .
N2 N 1.06217(14) 0.6907(5) 0.58652(18) 0.0167(6) Uani 1 1 d . . .
C1 C 0.51376(17) 0.1054(6) 0.4696(2) 0.0186(7) Uani 1 1 d . . .
C2 C 0.46640(17) 0.2635(6) 0.4019(2) 0.0211(7) Uani 1 1 d . . .
C3 C 0.49954(18) 0.4534(6) 0.3485(3) 0.0248(8) Uani 1 1 d . . .
H3 H 0.4698 0.5558 0.3044 0.030 Uiso 1 1 calc R . .
C4 C 0.57455(18) 0.4917(6) 0.3594(3) 0.0247(8) Uani 1 1 d . . .
H4 H 0.5960 0.6168 0.3232 0.030 Uiso 1 1 calc R . .
C5 C 0.61731(17) 0.3391(6) 0.4260(2) 0.0199(7) Uani 1 1 d . . .
C6 C 0.69947(17) 0.3640(6) 0.4422(2) 0.0215(7) Uani 1 1 d . . .
C7 C 0.99806(16) 0.6103(6) 0.5344(2) 0.0166(7) Uani 1 1 d . . .
C8 C 0.93083(17) 0.7469(6) 0.5471(2) 0.0189(7) Uani 1 1 d . . .
C9 C 0.93572(18) 0.9640(6) 0.6098(2) 0.0222(7) Uani 1 1 d . . .
H9 H 0.8929 1.0535 0.6198 0.027 Uiso 1 1 calc R . .
C10 C 1.00195(18) 1.0453(6) 0.6561(2) 0.0212(7) Uani 1 1 d . . .
H10 H 1.0049 1.1925 0.6954 0.025 Uiso 1 1 calc R . .
C11 C 1.06444(17) 0.9036(6) 0.6431(2) 0.0196(7) Uani 1 1 d . . .
C12 C 1.13923(18) 0.9812(6) 0.6911(2) 0.0210(7) Uani 1 1 d . . .
O7 O 0.67036(13) 0.2768(5) 0.69099(18) 0.0319(6) Uani 1 1 d . . .
H1W H 0.6572 0.4209 0.6699 0.048 Uiso 1 1 d R . .
H2W H 0.7134 0.2852 0.7197 0.048 Uiso 1 1 d R . .
O8 O 0.75356(12) -0.2294(5) 0.61748(17) 0.0282(6) Uani 1 1 d . . .
H3W H 0.7814 -0.2483 0.5759 0.042 Uiso 1 1 d R . .
H4W H 0.7759 -0.2482 0.6730 0.042 Uiso 1 1 d 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 O3 1.865(2) 3_656 ?
Cu1 O1 1.941(2) . ?
Cu1 O8 1.973(2) . ?
Cu1 N1 1.985(3) . ?
Cu1 O7 2.273(3) . ?
Cu2 O6 1.871(2) . ?
Cu2 O4 1.938(2) 3_766 ?
Cu2 O2 1.981(2) . ?
Cu2 N2 1.982(3) 3_766 ?
O1 C6 1.267(4) . ?
O2 C6 1.260(4) . ?
O3 C2 1.300(4) . ?
O3 Cu1 1.865(2) 3_656 ?
O4 C12 1.270(4) . ?
O4 Cu2 1.938(2) 3_766 ?
O5 C12 1.247(4) . ?
O6 C8 1.309(4) . ?
N1 C5 1.351(4) . ?
N1 C1 1.362(4) . ?
N2 C11 1.344(4) . ?
N2 C7 1.363(4) . ?
N2 Cu2 1.982(3) 3_766 ?
C1 C2 1.448(4) . ?
C1 C1 1.496(6) 3_656 ?
C2 C3 1.405(5) . ?
C3 C4 1.371(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.492(4) . ?
C7 C8 1.440(4) . ?
C7 C7 1.489(6) 3_766 ?
C8 C9 1.411(4) . ?
C9 C10 1.364(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.380(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.498(4) . ?
O7 H1W 0.8200 . ?
O7 H2W 0.8382 . ?
O8 H3W 0.8200 . ?
O8 H4W 0.8354 . ?



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





































































O3 Cu1 O1 170.69(11) 3_656 . ?
O3 Cu1 O8 89.20(10) 3_656 . ?
O1 Cu1 O8 89.64(9) . . ?
O3 Cu1 N1 92.62(10) 3_656 . ?
O1 Cu1 N1 85.81(10) . . ?
O8 Cu1 N1 162.88(11) . . ?
O3 Cu1 O7 96.29(10) 3_656 . ?
O1 Cu1 O7 93.02(10) . . ?
O8 Cu1 O7 98.92(10) . . ?
N1 Cu1 O7 97.80(10) . . ?
O6 Cu2 O4 173.41(11) . 3_766 ?
O6 Cu2 O2 93.92(10) . . ?
O4 Cu2 O2 87.88(10) 3_766 . ?
O6 Cu2 N2 91.47(10) . 3_766 ?
O4 Cu2 N2 85.62(10) 3_766 3_766 ?
O2 Cu2 N2 168.11(10) . 3_766 ?
C6 O1 Cu1 111.6(2) . . ?
C6 O2 Cu2 109.4(2) . . ?
C2 O3 Cu1 129.2(2) . 3_656 ?
C12 O4 Cu2 111.4(2) . 3_766 ?
C8 O6 Cu2 129.0(2) . . ?
C5 N1 C1 122.0(3) . . ?
C5 N1 Cu1 108.34(19) . . ?
C1 N1 Cu1 129.6(2) . . ?
C11 N2 C7 121.5(3) . . ?
C11 N2 Cu2 108.1(2) . 3_766 ?
C7 N2 Cu2 130.4(2) . 3_766 ?
N1 C1 C2 117.8(3) . . ?
N1 C1 C1 118.2(3) . 3_656 ?
C2 C1 C1 124.0(3) . 3_656 ?
O3 C2 C3 115.8(3) . . ?
O3 C2 C1 125.9(3) . . ?
C3 C2 C1 118.2(3) . . ?
C4 C3 C2 121.7(3) . . ?
C4 C3 H3 119.2 . . ?
C2 C3 H3 119.2 . . ?
C3 C4 C5 118.0(3) . . ?
C3 C4 H4 121.0 . . ?
C5 C4 H4 121.0 . . ?
N1 C5 C4 122.3(3) . . ?
N1 C5 C6 115.7(3) . . ?
C4 C5 C6 121.9(3) . . ?
O2 C6 O1 123.2(3) . . ?
O2 C6 C5 118.9(3) . . ?
O1 C6 C5 117.8(3) . . ?
N2 C7 C8 118.3(3) . . ?
N2 C7 C7 118.0(3) . 3_766 ?
C8 C7 C7 123.7(3) . 3_766 ?
O6 C8 C9 116.1(3) . . ?
O6 C8 C7 126.0(3) . . ?
C9 C8 C7 117.9(3) . . ?
C10 C9 C8 121.4(3) . . ?
C10 C9 H9 119.3 . . ?
C8 C9 H9 119.3 . . ?
C9 C10 C11 118.3(3) . . ?
C9 C10 H10 120.8 . . ?
C11 C10 H10 120.8 . . ?
N2 C11 C10 122.4(3) . . ?
N2 C11 C12 116.1(3) . . ?
C10 C11 C12 121.5(3) . . ?
O5 C12 O4 125.2(3) . . ?
O5 C12 C11 119.0(3) . . ?
O4 C12 C11 115.8(3) . . ?
Cu1 O7 H1W 109.4 . . ?
Cu1 O7 H2W 108.8 . . ?
H1W O7 H2W 109.9 . . ?
Cu1 O8 H3W 109.5 . . ?
Cu1 O8 H4W 132.4 . . ?
H3W O8 H4W 111.4 . . ?



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






































































O3 Cu1 O1 C6 88.5(6) 3_656 . . . ?
O8 Cu1 O1 C6 171.4(2) . . . . ?
N1 Cu1 O1 C6 7.9(2) . . . . ?
O7 Cu1 O1 C6 -89.7(2) . . . . ?
O6 Cu2 O2 C6 -99.1(2) . . . . ?
O4 Cu2 O2 C6 74.6(2) 3_766 . . . ?
N2 Cu2 O2 C6 17.7(6) 3_766 . . . ?
O4 Cu2 O6 C8 76.1(9) 3_766 . . . ?
O2 Cu2 O6 C8 -178.2(3) . . . . ?
N2 Cu2 O6 C8 12.4(3) 3_766 . . . ?
O3 Cu1 N1 C5 -176.4(2) 3_656 . . . ?
O1 Cu1 N1 C5 -5.6(2) . . . . ?
O8 Cu1 N1 C5 -80.6(4) . . . . ?
O7 Cu1 N1 C5 86.9(2) . . . . ?
O3 Cu1 N1 C1 5.0(3) 3_656 . . . ?
O1 Cu1 N1 C1 175.8(3) . . . . ?
O8 Cu1 N1 C1 100.8(4) . . . . ?
O7 Cu1 N1 C1 -91.7(3) . . . . ?
C5 N1 C1 C2 -1.0(4) . . . . ?
Cu1 N1 C1 C2 177.4(2) . . . . ?
C5 N1 C1 C1 179.5(3) . . . 3_656 ?
Cu1 N1 C1 C1 -2.1(5) . . . 3_656 ?
Cu1 O3 C2 C3 174.0(2) 3_656 . . . ?
Cu1 O3 C2 C1 -7.3(5) 3_656 . . . ?
N1 C1 C2 O3 -177.5(3) . . . . ?
C1 C1 C2 O3 2.0(6) 3_656 . . . ?
N1 C1 C2 C3 1.2(5) . . . . ?
C1 C1 C2 C3 -179.3(4) 3_656 . . . ?
O3 C2 C3 C4 178.4(3) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C3 C4 C5 -0.7(5) . . . . ?
C1 N1 C5 C4 0.0(5) . . . . ?
Cu1 N1 C5 C4 -178.7(3) . . . . ?
C1 N1 C5 C6 -178.5(3) . . . . ?
Cu1 N1 C5 C6 2.8(3) . . . . ?
C3 C4 C5 N1 0.9(5) . . . . ?
C3 C4 C5 C6 179.2(3) . . . . ?
Cu2 O2 C6 O1 15.7(4) . . . . ?
Cu2 O2 C6 C5 -163.2(2) . . . . ?
Cu1 O1 C6 O2 172.7(3) . . . . ?
Cu1 O1 C6 C5 -8.4(4) . . . . ?
N1 C5 C6 O2 -177.3(3) . . . . ?
C4 C5 C6 O2 4.3(5) . . . . ?
N1 C5 C6 O1 3.8(4) . . . . ?
C4 C5 C6 O1 -174.7(3) . . . . ?
C11 N2 C7 C8 -5.0(4) . . . . ?
Cu2 N2 C7 C8 174.2(2) 3_766 . . . ?
C11 N2 C7 C7 173.6(3) . . . 3_766 ?
Cu2 N2 C7 C7 -7.2(5) 3_766 . . 3_766 ?
Cu2 O6 C8 C9 167.9(2) . . . . ?
Cu2 O6 C8 C7 -11.5(5) . . . . ?
N2 C7 C8 O6 -177.9(3) . . . . ?
C7 C7 C8 O6 3.6(6) 3_766 . . . ?
N2 C7 C8 C9 2.8(4) . . . . ?
C7 C7 C8 C9 -175.7(4) 3_766 . . . ?
O6 C8 C9 C10 -178.5(3) . . . . ?
C7 C8 C9 C10 0.9(5) . . . . ?
C8 C9 C10 C11 -2.4(5) . . . . ?
C7 N2 C11 C10 3.5(5) . . . . ?
Cu2 N2 C11 C10 -175.8(3) 3_766 . . . ?
C7 N2 C11 C12 -175.9(3) . . . . ?
Cu2 N2 C11 C12 4.8(3) 3_766 . . . ?
C9 C10 C11 N2 0.3(5) . . . . ?
C9 C10 C11 C12 179.7(3) . . . . ?
Cu2 O4 C12 O5 -159.6(3) 3_766 . . . ?
Cu2 O4 C12 C11 19.4(4) 3_766 . . . ?
N2 C11 C12 O5 162.2(3) . . . . ?
C10 C11 C12 O5 -17.2(5) . . . . ?
N2 C11 C12 O4 -16.8(4) . . . . ?
C10 C11 C12 O4 163.8(3) . . . . ?



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




O7 H2W O4 0.84 2.03 2.861(3) 172.0 2_746
O8 H4W O5 0.84 1.88 2.689(3) 162.1 2_736
O8 H3W O6 0.82 1.93 2.731(3) 165.9 1_545
O7 H1W O3 0.82 2.04 2.855(3) 169.3 3_666



_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        25.50

_diffrn_measured_fraction_theta_full 0.999

_refine_diff_density_max         0.533

_refine_diff_density_min         -0.528

_refine_diff_density_rms         0.084

####################################################################### 
# 
# 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_c
_database_code_depnum_ccdc_archive 'CCDC 968447'
_audit_update_record             
;
2015-01-11 deposited with the CCDC.
2015-01-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H12 Cu2 N2 O10'
_chemical_formula_weight         471.32

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

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

_cell_length_a                   6.2937(16)
_cell_length_b                   6.8393(17)
_cell_length_c                   9.545(4)
_cell_angle_alpha                99.689(4)
_cell_angle_beta                 90.764(4)
_cell_angle_gamma                116.946(3)
_cell_volume                     359.14(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1117
_cell_measurement_theta_min      3.41
_cell_measurement_theta_max      25.49

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.179
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             236
_exptl_absorpt_coefficient_mu    3.027
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4607
_exptl_absorpt_correction_T_max  0.9041
_exptl_absorpt_process_details   sadabs

_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  '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            2762
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.41
_diffrn_reflns_theta_max         25.49
_reflns_number_total             1333
_reflns_number_gt                1171
_reflns_threshold_expression     >2sigma(I)


_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'


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

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0401P)²+0.4982P] 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         1333
_refine_ls_number_parameters     118
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0849
_refine_ls_wR_factor_gt          0.0813
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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 0.14490(8) 0.39422(8) 0.69876(5) 0.02727(18) Uani 1 1 d . . .
O1 O 0.2820(6) 0.5310(6) 0.5285(3) 0.0467(8) Uani 1 1 d . . .
H1W H 0.3217 0.4454 0.4773 0.070 Uiso 1 1 d R . .
H2W H 0.2296 0.5948 0.4821 0.070 Uiso 1 1 d R . .
O2 O -0.2069(5) 0.1197(5) 0.5745(3) 0.0528(9) Uani 1 1 d . . .
H3W H -0.2259 0.0151 0.5098 0.079 Uiso 1 1 d R . .
H4W H -0.3031 0.0795 0.6345 0.079 Uiso 1 1 d R . .
O3 O 0.3132(5) 0.2197(5) 0.6653(3) 0.0341(7) Uani 1 1 d . . .
O4 O 0.4884(5) 0.0697(5) 0.7847(3) 0.0385(7) Uani 1 1 d . . .
O5 O 0.0052(5) 0.4250(5) 1.2653(3) 0.0356(7) Uani 1 1 d . . .
N1 N 0.1532(5) 0.3566(4) 0.8996(3) 0.0179(6) Uani 1 1 d . . .
C1 C 0.3671(7) 0.1684(6) 0.7794(4) 0.0261(8) Uani 1 1 d . . .
C2 C 0.2737(6) 0.2401(6) 0.9127(4) 0.0218(7) Uani 1 1 d . . .
C3 C 0.3101(7) 0.1863(6) 1.0411(4) 0.0242(8) Uani 1 1 d . . .
H3 H 0.3964 0.1077 1.0485 0.029 Uiso 1 1 calc R . .
C4 C 0.2157(7) 0.2520(6) 1.1568(4) 0.0253(8) Uani 1 1 d . . .
H4 H 0.2363 0.2150 1.2437 0.030 Uiso 1 1 calc R . .
C5 C 0.0882(6) 0.3741(6) 1.1479(4) 0.0219(7) Uani 1 1 d . . .
C6 C 0.0614(6) 0.4322(5) 1.0119(4) 0.0189(7) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O5 1.861(3) 2_567 ?
Cu1 O3 1.917(3) . ?
Cu1 N1 1.980(3) . ?
Cu1 O1 2.019(3) . ?
Cu1 O2 2.291(3) . ?
O1 H1W 0.8272 . ?
O1 H2W 0.8289 . ?
O2 H3W 0.8237 . ?
O2 H4W 0.8253 . ?
O3 C1 1.285(4) . ?
O4 C1 1.232(4) . ?
O5 C5 1.303(4) . ?
O5 Cu1 1.861(3) 2_567 ?
N1 C2 1.343(4) . ?
N1 C6 1.360(4) . ?
C1 C2 1.508(5) . ?
C2 C3 1.383(5) . ?
C3 C4 1.367(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.407(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.449(5) . ?
C6 C6 1.491(6) 2_567 ?

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
O5 Cu1 O3 177.36(13) 2_567 . ?
O5 Cu1 N1 93.26(11) 2_567 . ?
O3 Cu1 N1 86.28(11) . . ?
O5 Cu1 O1 90.59(12) 2_567 . ?
O3 Cu1 O1 88.75(12) . . ?
N1 Cu1 O1 155.06(14) . . ?
O5 Cu1 O2 87.99(13) 2_567 . ?
O3 Cu1 O2 94.61(13) . . ?
N1 Cu1 O2 109.42(12) . . ?
O1 Cu1 O2 95.32(13) . . ?
Cu1 O1 H1W 107.9 . . ?
Cu1 O1 H2W 126.7 . . ?
H1W O1 H2W 112.9 . . ?
Cu1 O2 H3W 128.0 . . ?
Cu1 O2 H4W 106.0 . . ?
H3W O2 H4W 112.4 . . ?
C1 O3 Cu1 113.2(2) . . ?
C5 O5 Cu1 128.6(2) . 2_567 ?
C2 N1 C6 122.5(3) . . ?
C2 N1 Cu1 108.3(2) . . ?
C6 N1 Cu1 129.3(2) . . ?
O4 C1 O3 124.3(3) . . ?
O4 C1 C2 120.3(3) . . ?
O3 C1 C2 115.5(3) . . ?
N1 C2 C3 122.1(3) . . ?
N1 C2 C1 116.7(3) . . ?
C3 C2 C1 121.2(3) . . ?
C4 C3 C2 118.1(3) . . ?
C4 C3 H3 121.0 . . ?
C2 C3 H3 121.0 . . ?
C3 C4 C5 121.6(3) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 H4 119.2 . . ?
O5 C5 C4 115.8(3) . . ?
O5 C5 C6 126.1(3) . . ?
C4 C5 C6 118.1(3) . . ?
N1 C6 C5 117.5(3) . . ?
N1 C6 C6 118.6(4) . 2_567 ?
C5 C6 C6 123.9(4) . 2_567 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O5 Cu1 O3 C1 77(2) 2_567 . . . ?
N1 Cu1 O3 C1 -3.5(3) . . . . ?
O1 Cu1 O3 C1 152.0(3) . . . . ?
O2 Cu1 O3 C1 -112.7(3) . . . . ?
O5 Cu1 N1 C2 -175.4(2) 2_567 . . . ?
O3 Cu1 N1 C2 2.0(2) . . . . ?
O1 Cu1 N1 C2 -76.9(4) . . . . ?
O2 Cu1 N1 C2 95.6(2) . . . . ?
O5 Cu1 N1 C6 3.7(3) 2_567 . . . ?
O3 Cu1 N1 C6 -178.9(3) . . . . ?
O1 Cu1 N1 C6 102.2(4) . . . . ?
O2 Cu1 N1 C6 -85.3(3) . . . . ?
Cu1 O3 C1 O4 -175.1(3) . . . . ?
Cu1 O3 C1 C2 4.1(4) . . . . ?
C6 N1 C2 C3 0.9(5) . . . . ?
Cu1 N1 C2 C3 -180.0(3) . . . . ?
C6 N1 C2 C1 -179.6(3) . . . . ?
Cu1 N1 C2 C1 -0.4(4) . . . . ?
O4 C1 C2 N1 176.8(3) . . . . ?
O3 C1 C2 N1 -2.5(5) . . . . ?
O4 C1 C2 C3 -3.7(6) . . . . ?
O3 C1 C2 C3 177.1(3) . . . . ?
N1 C2 C3 C4 1.1(6) . . . . ?
C1 C2 C3 C4 -178.5(3) . . . . ?
C2 C3 C4 C5 -1.0(6) . . . . ?
Cu1 O5 C5 C4 173.5(3) 2_567 . . . ?
Cu1 O5 C5 C6 -6.3(6) 2_567 . . . ?
C3 C4 C5 O5 179.4(4) . . . . ?
C3 C4 C5 C6 -0.8(6) . . . . ?
C2 N1 C6 C5 -2.7(5) . . . . ?
Cu1 N1 C6 C5 178.3(2) . . . . ?
C2 N1 C6 C6 177.6(4) . . . 2_567 ?
Cu1 N1 C6 C6 -1.4(6) . . . 2_567 ?
O5 C5 C6 N1 -177.6(3) . . . . ?
C4 C5 C6 N1 2.6(5) . . . . ?
O5 C5 C6 C6 2.1(7) . . . 2_567 ?
C4 C5 C6 C6 -177.7(4) . . . 2_567 ?

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
O2 H4W O4 0.83 1.95 2.749(4) 164.4 1_455
O2 H3W O3 0.82 1.99 2.800(4) 168.8 2_556
O1 H2W O5 0.83 2.29 2.828(4) 122.8 1_554
O1 H2W O2 0.83 2.18 2.950(5) 155.5 2_566
O1 H1W O1 0.83 2.43 3.004(6) 127.5 2_666

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.49
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.597
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.095
####################################################################### 
# 
# 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 968448'
_audit_update_record             
;
2015-01-11 deposited with the CCDC.
2015-01-30 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            
'C38 H48 Cu2 N6 O21'

_chemical_formula_weight         1051.90



loop_

_atom_type_symbol

_atom_type_description

_atom_type_scat_dispersion_real

_atom_type_scat_dispersion_imag

_atom_type_scat_source










C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'



_symmetry_cell_setting           Triclinic

_symmetry_space_group_name_H-M   P-1



loop_

_symmetry_equiv_pos_as_xyz


'x, y, z'
'-x, -y, -z'



_cell_length_a                   12.1868(13)

_cell_length_b                   12.4222(13)

_cell_length_c                   15.4307(16)

_cell_angle_alpha                77.3990(10)

_cell_angle_beta                 88.5830(10)

_cell_angle_gamma                85.8840(10)

_cell_volume                     2273.8(4)

_cell_formula_units_Z            2

_cell_measurement_temperature    291(2)

_cell_measurement_reflns_used    5083

_cell_measurement_theta_min      2.29

_cell_measurement_theta_max      24.84



_exptl_crystal_description       block

_exptl_crystal_colour            blue

_exptl_crystal_size_max          0.45

_exptl_crystal_size_mid          0.30

_exptl_crystal_size_min          0.14

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.536

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             1088

_exptl_absorpt_coefficient_mu    1.023

_exptl_absorpt_correction_type   MULTI-SCAN

_exptl_absorpt_correction_T_min  0.6550

_exptl_absorpt_correction_T_max  0.8734

_exptl_absorpt_process_details   SADABS



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      291(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            17105

_diffrn_reflns_av_R_equivalents  0.0265

_diffrn_reflns_av_sigmaI/netI    0.0413

_diffrn_reflns_limit_h_min       -14

_diffrn_reflns_limit_h_max       14

_diffrn_reflns_limit_k_min       -14

_diffrn_reflns_limit_k_max       15

_diffrn_reflns_limit_l_min       -18

_diffrn_reflns_limit_l_max       18

_diffrn_reflns_theta_min         2.29

_diffrn_reflns_theta_max         25.50

_reflns_number_total             8423

_reflns_number_gt                6538

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0547P)²+0.8279P] 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         8423

_refine_ls_number_parameters     608

_refine_ls_number_restraints     0

_refine_ls_R_factor_all          0.0559

_refine_ls_R_factor_gt           0.0395

_refine_ls_wR_factor_ref         0.1078

_refine_ls_wR_factor_gt          0.0981

_refine_ls_goodness_of_fit_ref   1.030

_refine_ls_restrained_S_all      1.030

_refine_ls_shift/su_max          0.001

_refine_ls_shift/su_mean         0.000



loop_

_atom_site_label

_atom_site_type_symbol

_atom_site_fract_x

_atom_site_fract_y

_atom_site_fract_z

_atom_site_U_iso_or_equiv

_atom_site_adp_type

_atom_site_occupancy

_atom_site_symmetry_multiplicity

_atom_site_calc_flag

_atom_site_refinement_flags

_atom_site_disorder_assembly

_atom_site_disorder_group



















































































































Cu1 Cu 0.84884(3) 0.17023(3) 0.26109(2) 0.03249(11) Uani 1 1 d . . .
Cu2 Cu 0.65235(3) 0.46902(3) 0.31645(2) 0.03580(11) Uani 1 1 d . . .
O1 O 0.2234(2) 0.4707(2) 0.37298(19) 0.0763(8) Uani 1 1 d . . .
H1W H 0.2633 0.4443 0.3374 0.114 Uiso 1 1 d R . .
H2W H 0.1682 0.4353 0.3869 0.114 Uiso 1 1 d R . .
O2 O 0.1101(4) 0.8754(3) 0.1617(3) 0.1354(16) Uani 1 1 d . . .
H3W H 0.0733 0.8228 0.1851 0.203 Uiso 1 1 d R . .
H4W H 0.1379 0.8684 0.1145 0.203 Uiso 1 1 d R . .
O3 O 0.0973(2) 0.6630(2) 0.26999(16) 0.0656(7) Uani 1 1 d . . .
H5W H 0.1483 0.6152 0.2897 0.098 Uiso 1 1 d R . .
H6W H 0.0378 0.6400 0.2926 0.098 Uiso 1 1 d R . .
O4 O 0.2445(2) 0.1930(2) 0.20466(19) 0.0838(9) Uani 1 1 d . . .
H7W H 0.2916 0.1847 0.1668 0.126 Uiso 1 1 d R . .
H8W H 0.2615 0.2408 0.2314 0.126 Uiso 1 1 d R . .
O5 O 0.0522(3) 0.0965(3) 0.1642(2) 0.0890(9) Uani 1 1 d . . .
H9W H 0.0968 0.1308 0.1854 0.134 Uiso 1 1 d R . .
H10W H 0.0119 0.1151 0.1184 0.134 Uiso 1 1 d R . .
O6 O 0.3830(2) 0.4677(2) 0.50868(19) 0.0785(8) Uani 1 1 d . . .
H11W H 0.4303 0.4331 0.4834 0.118 Uiso 1 1 d R . .
H12W H 0.3215 0.4655 0.4868 0.118 Uiso 1 1 d R . .
O7 O 0.6166(2) 0.8706(3) 0.9215(2) 0.0886(9) Uani 1 1 d . . .
H13W H 0.5473 0.8788 0.9213 0.133 Uiso 1 1 d R . .
H14W H 0.6398 0.9066 0.8731 0.133 Uiso 1 1 d R . .
O8 O 0.7119(4) 0.0295(4) -0.0159(3) 0.164(2) Uani 1 1 d . . .
H15W H 0.6774 0.0653 0.0172 0.247 Uiso 1 1 d R . .
H16W H 0.6825 -0.0208 -0.0350 0.247 Uiso 1 1 d R . .
O9 O 0.9220(3) 0.1572(4) 0.0165(3) 0.1537(19) Uani 1 1 d . . .
H17W H 0.8870 0.1851 0.0532 0.231 Uiso 1 1 d R . .
H18W H 0.8664 0.1236 0.0076 0.231 Uiso 1 1 d R . .
O10 O 0.78871(17) 0.54158(16) 0.30763(14) 0.0426(5) Uani 1 1 d . . .
O11 O 0.94456(18) 0.53999(18) 0.38116(15) 0.0493(6) Uani 1 1 d . . .
O12 O 0.74103(17) 0.08998(17) 0.56119(13) 0.0431(5) Uani 1 1 d . . .
O13 O 0.50803(17) 0.18617(19) 0.51335(14) 0.0476(5) Uani 1 1 d . . .
O14 O 0.75598(17) 0.14641(16) 0.16570(13) 0.0382(5) Uani 1 1 d . . .
O15 O 0.60182(19) 0.07937(19) 0.13291(15) 0.0525(6) Uani 1 1 d . . .
O16 O 0.96364(16) 0.18718(16) 0.34017(13) 0.0389(5) Uani 1 1 d . . .
O17 O 1.10759(18) 0.28578(19) 0.34623(15) 0.0538(6) Uani 1 1 d . . .
O18 O 0.8105(2) 0.57876(18) 0.04257(15) 0.0571(6) Uani 1 1 d . . .
O19 O 0.74952(19) 0.3700(2) -0.01771(14) 0.0523(6) Uani 1 1 d . . .
O20 O 0.50834(15) 0.40622(16) 0.33440(13) 0.0377(5) Uani 1 1 d . . .
O21 O 0.36142(18) 0.3757(2) 0.26197(16) 0.0561(6) Uani 1 1 d . . .
N1 N 0.74228(17) 0.34733(17) 0.40286(14) 0.0278(5) Uani 1 1 d . . .
N2 N 0.67606(18) 0.17274(17) 0.32307(14) 0.0288(5) Uani 1 1 d . . .
N3 N 0.5733(2) 0.6196(2) 0.26574(17) 0.0415(6) Uani 1 1 d . . .
N4 N 0.63874(19) 0.40180(18) 0.19217(15) 0.0322(5) Uani 1 1 d . . .
N5 N 0.87826(18) 0.33158(18) 0.20421(14) 0.0291(5) Uani 1 1 d . . .
N6 N 0.86154(19) 0.00470(19) 0.31572(16) 0.0365(6) Uani 1 1 d . . .
C1 C 0.8576(2) 0.5005(2) 0.36979(19) 0.0350(7) Uani 1 1 d . . .
C2 C 0.8277(2) 0.3948(2) 0.43021(18) 0.0305(6) Uani 1 1 d . . .
C3 C 0.8848(2) 0.3452(2) 0.50620(19) 0.0375(7) Uani 1 1 d . . .
H3 H 0.9430 0.3792 0.5243 0.045 Uiso 1 1 calc R . .
C4 C 0.8549(2) 0.2444(2) 0.5552(2) 0.0392(7) Uani 1 1 d . . .
H4 H 0.8897 0.2121 0.6085 0.047 Uiso 1 1 calc R . .
C5 C 0.7723(2) 0.1923(2) 0.52397(18) 0.0326(6) Uani 1 1 d . . .
C6 C 0.7165(2) 0.2467(2) 0.44653(17) 0.0278(6) Uani 1 1 d . . .
C7 C 0.6393(2) 0.1898(2) 0.40075(18) 0.0280(6) Uani 1 1 d . . .
C8 C 0.5362(2) 0.1605(2) 0.43493(19) 0.0352(7) Uani 1 1 d . . .
C9 C 0.4706(2) 0.1100(3) 0.3850(2) 0.0449(8) Uani 1 1 d . . .
H9 H 0.4020 0.0874 0.4062 0.054 Uiso 1 1 calc R . .
C10 C 0.5089(3) 0.0940(2) 0.3034(2) 0.0427(7) Uani 1 1 d . . .
H10 H 0.4656 0.0615 0.2688 0.051 Uiso 1 1 calc R . .
C11 C 0.6115(2) 0.1261(2) 0.27341(18) 0.0328(6) Uani 1 1 d . . .
C12 C 0.6585(3) 0.1161(2) 0.18411(19) 0.0370(7) Uani 1 1 d . . .
C13 C 0.3950(3) 0.1770(3) 0.5419(3) 0.0582(9) Uani 1 1 d . . .
H13A H 0.3477 0.2182 0.4957 0.087 Uiso 1 1 calc R . .
H13B H 0.3835 0.2060 0.5944 0.087 Uiso 1 1 calc R . .
H13C H 0.3786 0.1007 0.5546 0.087 Uiso 1 1 calc R . .
C14 C 0.8030(3) 0.0272(3) 0.6361(2) 0.0601(10) Uani 1 1 d . . .
H14A H 0.8794 0.0211 0.6198 0.090 Uiso 1 1 calc R . .
H14B H 0.7764 -0.0453 0.6536 0.090 Uiso 1 1 calc R . .
H14C H 0.7946 0.0641 0.6847 0.090 Uiso 1 1 calc R . .
C15 C 1.0232(2) 0.2688(2) 0.31143(19) 0.0348(6) Uani 1 1 d . . .
C16 C 0.9792(2) 0.3499(2) 0.23065(18) 0.0314(6) Uani 1 1 d . . .
C17 C 1.0328(3) 0.4417(3) 0.1896(2) 0.0413(7) Uani 1 1 d . . .
H17 H 1.1033 0.4511 0.2070 0.050 Uiso 1 1 calc R . .
C18 C 0.9817(3) 0.5197(3) 0.1226(2) 0.0463(8) Uani 1 1 d . . .
H18 H 1.0178 0.5809 0.0931 0.056 Uiso 1 1 calc R . .
C19 C 0.8756(3) 0.5047(2) 0.10038(19) 0.0396(7) Uani 1 1 d . . .
C20 C 0.8254(2) 0.4082(2) 0.14181(18) 0.0303(6) Uani 1 1 d . . .
C21 C 0.7078(2) 0.3947(2) 0.12514(18) 0.0323(6) Uani 1 1 d . . .
C22 C 0.6713(3) 0.3758(2) 0.04482(19) 0.0388(7) Uani 1 1 d . . .
C23 C 0.5598(3) 0.3625(3) 0.0363(2) 0.0456(8) Uani 1 1 d . . .
H23 H 0.5327 0.3506 -0.0164 0.055 Uiso 1 1 calc R . .
C24 C 0.4903(3) 0.3674(2) 0.1076(2) 0.0431(7) Uani 1 1 d . . .
H24 H 0.4158 0.3574 0.1035 0.052 Uiso 1 1 calc R . .
C25 C 0.5312(2) 0.3869(2) 0.18448(19) 0.0341(6) Uani 1 1 d . . .
C26 C 0.4609(2) 0.3899(2) 0.2654(2) 0.0384(7) Uani 1 1 d . . .
C27 C 0.7163(3) 0.3558(4) -0.1026(2) 0.0687(11) Uani 1 1 d . . .
H27A H 0.6780 0.2894 -0.0951 0.103 Uiso 1 1 calc R . .
H27B H 0.7800 0.3504 -0.1396 0.103 Uiso 1 1 calc R . .
H27C H 0.6684 0.4180 -0.1301 0.103 Uiso 1 1 calc R . .
C28 C 0.8521(4) 0.6849(3) 0.0065(3) 0.0775(13) Uani 1 1 d . . .
H28A H 0.8747 0.7167 0.0540 0.116 Uiso 1 1 calc R . .
H28B H 0.7955 0.7328 -0.0270 0.116 Uiso 1 1 calc R . .
H28C H 0.9140 0.6761 -0.0317 0.116 Uiso 1 1 calc R . .
C29 C 0.6124(3) 0.6870(3) 0.1948(2) 0.0620(10) Uani 1 1 d . . .
H29 H 0.6758 0.6638 0.1672 0.074 Uiso 1 1 calc R . .
C30 C 0.5623(5) 0.7911(3) 0.1603(3) 0.0848(15) Uani 1 1 d . . .
H30 H 0.5907 0.8365 0.1100 0.102 Uiso 1 1 calc R . .
C31 C 0.4702(5) 0.8249(4) 0.2019(3) 0.0867(15) Uani 1 1 d . . .
H31 H 0.4355 0.8945 0.1805 0.104 Uiso 1 1 calc R . .
C32 C 0.4297(4) 0.7577(3) 0.2737(3) 0.0796(13) Uani 1 1 d . . .
H32 H 0.3671 0.7799 0.3027 0.096 Uiso 1 1 calc R . .
C33 C 0.4827(3) 0.6549(3) 0.3036(3) 0.0598(10) Uani 1 1 d . . .
H33 H 0.4537 0.6080 0.3528 0.072 Uiso 1 1 calc R . .
C34 C 0.8755(2) -0.0274(3) 0.4040(2) 0.0423(7) Uani 1 1 d . . .
H34 H 0.8855 0.0263 0.4361 0.051 Uiso 1 1 calc R . .
C35 C 0.8758(3) -0.1357(3) 0.4489(2) 0.0518(9) Uani 1 1 d . . .
H35 H 0.8860 -0.1549 0.5100 0.062 Uiso 1 1 calc R . .
C36 C 0.8606(3) -0.2148(3) 0.4018(3) 0.0615(11) Uani 1 1 d . . .
H36 H 0.8588 -0.2887 0.4307 0.074 Uiso 1 1 calc R . .
C37 C 0.8482(3) -0.1842(3) 0.3116(3) 0.0595(10) Uani 1 1 d . . .
H37 H 0.8394 -0.2372 0.2785 0.071 Uiso 1 1 calc R . .
C38 C 0.8490(3) -0.0742(3) 0.2704(2) 0.0492(8) Uani 1 1 d . . .
H38 H 0.8405 -0.0539 0.2091 0.059 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 O16 1.9311(19) . ?
Cu1 O14 1.9635(19) . ?
Cu1 N6 2.041(2) . ?
Cu1 N5 2.058(2) . ?
Cu1 N2 2.292(2) . ?
Cu2 O10 1.935(2) . ?
Cu2 O20 1.9605(19) . ?
Cu2 N3 2.044(2) . ?
Cu2 N1 2.054(2) . ?
Cu2 N4 2.266(2) . ?
O1 H1W 0.8291 . ?
O1 H2W 0.8288 . ?
O2 H3W 0.8304 . ?
O2 H4W 0.8146 . ?
O3 H5W 0.8419 . ?
O3 H6W 0.8379 . ?
O4 H7W 0.8269 . ?
O4 H8W 0.8333 . ?
O5 H9W 0.8296 . ?
O5 H10W 0.8505 . ?
O6 H11W 0.8330 . ?
O6 H12W 0.8348 . ?
O7 H13W 0.8435 . ?
O7 H14W 0.8373 . ?
O8 H15W 0.8352 . ?
O8 H16W 0.8509 . ?
O9 H17W 0.8213 . ?
O9 H18W 0.8503 . ?
O10 C1 1.284(3) . ?
O11 C1 1.231(3) . ?
O12 C5 1.353(3) . ?
O12 C14 1.442(3) . ?
O13 C8 1.348(3) . ?
O13 C13 1.440(4) . ?
O14 C12 1.278(4) . ?
O15 C12 1.241(3) . ?
O16 C15 1.283(3) . ?
O17 C15 1.224(3) . ?
O18 C19 1.358(3) . ?
O18 C28 1.438(4) . ?
O19 C22 1.349(4) . ?
O19 C27 1.432(4) . ?
O20 C26 1.284(3) . ?
O21 C26 1.242(3) . ?
N1 C6 1.339(3) . ?
N1 C2 1.352(3) . ?
N2 C7 1.324(3) . ?
N2 C11 1.353(3) . ?
N3 C29 1.326(4) . ?
N3 C33 1.328(4) . ?
N4 C21 1.331(4) . ?
N4 C25 1.349(3) . ?
N5 C20 1.338(3) . ?
N5 C16 1.356(3) . ?
N6 C38 1.342(4) . ?
N6 C34 1.345(4) . ?
C1 C2 1.498(4) . ?
C2 C3 1.379(4) . ?
C3 C4 1.382(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.385(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.403(4) . ?
C6 C7 1.493(3) . ?
C7 C8 1.392(4) . ?
C8 C9 1.393(4) . ?
C9 C10 1.381(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.378(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.506(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.504(4) . ?
C16 C17 1.378(4) . ?
C17 C18 1.380(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.382(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.404(4) . ?
C20 C21 1.491(4) . ?
C21 C22 1.399(4) . ?
C22 C23 1.394(4) . ?
C23 C24 1.381(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.374(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.503(4) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.390(5) . ?
C29 H29 0.9300 . ?
C30 C31 1.365(7) . ?
C30 H30 0.9300 . ?
C31 C32 1.341(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.378(5) . ?
C32 H32 0.9300 . ?
C33 H33 0.9300 . ?
C34 C35 1.371(4) . ?
C34 H34 0.9300 . ?
C35 C36 1.370(5) . ?
C35 H35 0.9300 . ?
C36 C37 1.369(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.376(5) . ?
C37 H37 0.9300 . ?
C38 H38 0.9300 . ?



loop_

_geom_angle_atom_site_label_1

_geom_angle_atom_site_label_2

_geom_angle_atom_site_label_3

_geom_angle

_geom_angle_site_symmetry_1

_geom_angle_site_symmetry_3

_geom_angle_publ_flag





















































































































































































O16 Cu1 O14 168.82(9) . . ?
O16 Cu1 N6 88.06(9) . . ?
O14 Cu1 N6 90.96(9) . . ?
O16 Cu1 N5 82.30(8) . . ?
O14 Cu1 N5 96.43(8) . . ?
N6 Cu1 N5 165.62(9) . . ?
O16 Cu1 N2 113.70(8) . . ?
O14 Cu1 N2 77.34(8) . . ?
N6 Cu1 N2 86.77(9) . . ?
N5 Cu1 N2 106.85(8) . . ?
O10 Cu2 O20 173.57(9) . . ?
O10 Cu2 N3 88.37(9) . . ?
O20 Cu2 N3 88.46(9) . . ?
O10 Cu2 N1 82.39(8) . . ?
O20 Cu2 N1 98.77(8) . . ?
N3 Cu2 N1 159.23(9) . . ?
O10 Cu2 N4 107.36(9) . . ?
O20 Cu2 N4 78.53(8) . . ?
N3 Cu2 N4 95.66(9) . . ?
N1 Cu2 N4 104.83(8) . . ?
H1W O1 H2W 111.4 . . ?
H3W O2 H4W 112.9 . . ?
H5W O3 H6W 108.2 . . ?
H7W O4 H8W 110.7 . . ?
H9W O5 H10W 131.7 . . ?
H11W O6 H12W 109.3 . . ?
H13W O7 H14W 107.9 . . ?
H15W O8 H16W 121.3 . . ?
H17W O9 H18W 90.7 . . ?
C1 O10 Cu2 114.71(18) . . ?
C5 O12 C14 117.5(2) . . ?
C8 O13 C13 117.5(2) . . ?
C12 O14 Cu1 119.37(18) . . ?
C15 O16 Cu1 115.26(18) . . ?
C19 O18 C28 117.3(3) . . ?
C22 O19 C27 118.4(3) . . ?
C26 O20 Cu2 117.09(19) . . ?
C6 N1 C2 119.8(2) . . ?
C6 N1 Cu2 130.90(18) . . ?
C2 N1 Cu2 107.26(17) . . ?
C7 N2 C11 119.6(2) . . ?
C7 N2 Cu1 132.29(17) . . ?
C11 N2 Cu1 106.60(18) . . ?
C29 N3 C33 117.4(3) . . ?
C29 N3 Cu2 121.0(3) . . ?
C33 N3 Cu2 121.6(2) . . ?
C21 N4 C25 119.8(2) . . ?
C21 N4 Cu2 133.01(19) . . ?
C25 N4 Cu2 105.99(18) . . ?
C20 N5 C16 119.5(2) . . ?
C20 N5 Cu1 132.37(18) . . ?
C16 N5 Cu1 107.39(17) . . ?
C38 N6 C34 117.5(3) . . ?
C38 N6 Cu1 124.3(2) . . ?
C34 N6 Cu1 118.0(2) . . ?
O11 C1 O10 125.2(3) . . ?
O11 C1 C2 119.4(3) . . ?
O10 C1 C2 115.4(2) . . ?
N1 C2 C3 121.4(3) . . ?
N1 C2 C1 114.9(2) . . ?
C3 C2 C1 123.6(2) . . ?
C2 C3 C4 119.5(3) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C3 C4 C5 119.1(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
O12 C5 C4 125.3(3) . . ?
O12 C5 C6 115.8(2) . . ?
C4 C5 C6 119.0(3) . . ?
N1 C6 C5 121.0(2) . . ?
N1 C6 C7 116.2(2) . . ?
C5 C6 C7 122.1(2) . . ?
N2 C7 C8 122.7(2) . . ?
N2 C7 C6 114.0(2) . . ?
C8 C7 C6 123.2(3) . . ?
O13 C8 C7 116.3(2) . . ?
O13 C8 C9 125.8(3) . . ?
C7 C8 C9 117.9(3) . . ?
C10 C9 C8 119.0(3) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C11 C10 C9 119.9(3) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
N2 C11 C10 120.9(3) . . ?
N2 C11 C12 115.3(2) . . ?
C10 C11 C12 123.8(2) . . ?
O15 C12 O14 123.7(3) . . ?
O15 C12 C11 119.1(3) . . ?
O14 C12 C11 117.2(2) . . ?
O13 C13 H13A 109.5 . . ?
O13 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
O13 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O12 C14 H14A 109.5 . . ?
O12 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O12 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O17 C15 O16 125.2(3) . . ?
O17 C15 C16 120.0(3) . . ?
O16 C15 C16 114.8(2) . . ?
N5 C16 C17 121.4(3) . . ?
N5 C16 C15 115.4(2) . . ?
C17 C16 C15 123.1(3) . . ?
C16 C17 C18 120.0(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C19 118.3(3) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 H18 120.8 . . ?
O18 C19 C18 125.4(3) . . ?
O18 C19 C20 114.7(3) . . ?
C18 C19 C20 119.8(3) . . ?
N5 C20 C19 120.7(3) . . ?
N5 C20 C21 118.2(2) . . ?
C19 C20 C21 120.7(2) . . ?
N4 C21 C22 121.8(3) . . ?
N4 C21 C20 115.4(2) . . ?
C22 C21 C20 122.8(3) . . ?
O19 C22 C23 125.6(3) . . ?
O19 C22 C21 116.0(3) . . ?
C23 C22 C21 118.4(3) . . ?
C24 C23 C22 118.8(3) . . ?
C24 C23 H23 120.6 . . ?
C22 C23 H23 120.6 . . ?
C25 C24 C23 119.9(3) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
N4 C25 C24 121.3(3) . . ?
N4 C25 C26 115.9(2) . . ?
C24 C25 C26 122.8(3) . . ?
O21 C26 O20 124.1(3) . . ?
O21 C26 C25 118.4(3) . . ?
O20 C26 C25 117.5(3) . . ?
O19 C27 H27A 109.5 . . ?
O19 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
O19 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O18 C28 H28A 109.5 . . ?
O18 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
O18 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N3 C29 C30 122.3(4) . . ?
N3 C29 H29 118.8 . . ?
C30 C29 H29 118.8 . . ?
C31 C30 C29 118.4(4) . . ?
C31 C30 H30 120.8 . . ?
C29 C30 H30 120.8 . . ?
C32 C31 C30 119.9(4) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C32 C33 118.6(5) . . ?
C31 C32 H32 120.7 . . ?
C33 C32 H32 120.7 . . ?
N3 C33 C32 123.3(4) . . ?
N3 C33 H33 118.3 . . ?
C32 C33 H33 118.3 . . ?
N6 C34 C35 123.1(3) . . ?
N6 C34 H34 118.4 . . ?
C35 C34 H34 118.4 . . ?
C36 C35 C34 118.5(3) . . ?
C36 C35 H35 120.8 . . ?
C34 C35 H35 120.8 . . ?
C37 C36 C35 119.3(3) . . ?
C37 C36 H36 120.3 . . ?
C35 C36 H36 120.3 . . ?
C36 C37 C38 119.4(3) . . ?
C36 C37 H37 120.3 . . ?
C38 C37 H37 120.3 . . ?
N6 C38 C37 122.1(3) . . ?
N6 C38 H38 118.9 . . ?
C37 C38 H38 118.9 . . ?



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




























































































































































































O20 Cu2 O10 C1 84.7(8) . . . . ?
N3 Cu2 O10 C1 145.2(2) . . . . ?
N1 Cu2 O10 C1 -16.2(2) . . . . ?
N4 Cu2 O10 C1 -119.4(2) . . . . ?
O16 Cu1 O14 C12 154.2(4) . . . . ?
N6 Cu1 O14 C12 69.3(2) . . . . ?
N5 Cu1 O14 C12 -123.0(2) . . . . ?
N2 Cu1 O14 C12 -17.1(2) . . . . ?
O14 Cu1 O16 C15 66.5(5) . . . . ?
N6 Cu1 O16 C15 151.6(2) . . . . ?
N5 Cu1 O16 C15 -17.7(2) . . . . ?
N2 Cu1 O16 C15 -122.8(2) . . . . ?
O10 Cu2 O20 C26 136.8(7) . . . . ?
N3 Cu2 O20 C26 76.3(2) . . . . ?
N1 Cu2 O20 C26 -123.2(2) . . . . ?
N4 Cu2 O20 C26 -19.77(19) . . . . ?
O10 Cu2 N1 C6 -176.0(2) . . . . ?
O20 Cu2 N1 C6 10.4(2) . . . . ?
N3 Cu2 N1 C6 119.6(3) . . . . ?
N4 Cu2 N1 C6 -70.0(2) . . . . ?
O10 Cu2 N1 C2 20.55(17) . . . . ?
O20 Cu2 N1 C2 -153.06(17) . . . . ?
N3 Cu2 N1 C2 -43.8(4) . . . . ?
N4 Cu2 N1 C2 126.57(17) . . . . ?
O16 Cu1 N2 C7 4.4(3) . . . . ?
O14 Cu1 N2 C7 -177.4(2) . . . . ?
N6 Cu1 N2 C7 90.9(2) . . . . ?
N5 Cu1 N2 C7 -84.4(2) . . . . ?
O16 Cu1 N2 C11 -160.96(16) . . . . ?
O14 Cu1 N2 C11 17.21(17) . . . . ?
N6 Cu1 N2 C11 -74.50(17) . . . . ?
N5 Cu1 N2 C11 110.19(17) . . . . ?
O10 Cu2 N3 C29 46.8(3) . . . . ?
O20 Cu2 N3 C29 -138.7(3) . . . . ?
N1 Cu2 N3 C29 110.2(3) . . . . ?
N4 Cu2 N3 C29 -60.4(3) . . . . ?
O10 Cu2 N3 C33 -131.3(3) . . . . ?
O20 Cu2 N3 C33 43.1(3) . . . . ?
N1 Cu2 N3 C33 -68.0(4) . . . . ?
N4 Cu2 N3 C33 121.4(3) . . . . ?
O10 Cu2 N4 C21 7.6(3) . . . . ?
O20 Cu2 N4 C21 -175.1(3) . . . . ?
N3 Cu2 N4 C21 97.6(2) . . . . ?
N1 Cu2 N4 C21 -79.0(2) . . . . ?
O10 Cu2 N4 C25 -159.33(16) . . . . ?
O20 Cu2 N4 C25 17.99(17) . . . . ?
N3 Cu2 N4 C25 -69.28(18) . . . . ?
N1 Cu2 N4 C25 114.15(17) . . . . ?
O16 Cu1 N5 C20 -170.6(3) . . . . ?
O14 Cu1 N5 C20 20.6(3) . . . . ?
N6 Cu1 N5 C20 141.1(4) . . . . ?
N2 Cu1 N5 C20 -58.1(3) . . . . ?
O16 Cu1 N5 C16 19.46(17) . . . . ?
O14 Cu1 N5 C16 -149.35(17) . . . . ?
N6 Cu1 N5 C16 -28.8(5) . . . . ?
N2 Cu1 N5 C16 131.97(17) . . . . ?
O16 Cu1 N6 C38 -144.7(3) . . . . ?
O14 Cu1 N6 C38 24.2(3) . . . . ?
N5 Cu1 N6 C38 -96.9(4) . . . . ?
N2 Cu1 N6 C38 101.5(2) . . . . ?
O16 Cu1 N6 C34 40.3(2) . . . . ?
O14 Cu1 N6 C34 -150.8(2) . . . . ?
N5 Cu1 N6 C34 88.1(4) . . . . ?
N2 Cu1 N6 C34 -73.5(2) . . . . ?
Cu2 O10 C1 O11 -173.2(2) . . . . ?
Cu2 O10 C1 C2 8.4(3) . . . . ?
C6 N1 C2 C3 -4.6(4) . . . . ?
Cu2 N1 C2 C3 161.1(2) . . . . ?
C6 N1 C2 C1 172.6(2) . . . . ?
Cu2 N1 C2 C1 -21.8(3) . . . . ?
O11 C1 C2 N1 -168.1(2) . . . . ?
O10 C1 C2 N1 10.4(4) . . . . ?
O11 C1 C2 C3 9.0(4) . . . . ?
O10 C1 C2 C3 -172.5(3) . . . . ?
N1 C2 C3 C4 0.5(4) . . . . ?
C1 C2 C3 C4 -176.4(3) . . . . ?
C2 C3 C4 C5 3.9(4) . . . . ?
C14 O12 C5 C4 -4.2(4) . . . . ?
C14 O12 C5 C6 174.5(3) . . . . ?
C3 C4 C5 O12 174.4(3) . . . . ?
C3 C4 C5 C6 -4.2(4) . . . . ?
C2 N1 C6 C5 4.1(4) . . . . ?
Cu2 N1 C6 C5 -157.6(2) . . . . ?
C2 N1 C6 C7 -166.4(2) . . . . ?
Cu2 N1 C6 C7 31.9(3) . . . . ?
O12 C5 C6 N1 -178.5(2) . . . . ?
C4 C5 C6 N1 0.2(4) . . . . ?
O12 C5 C6 C7 -8.5(4) . . . . ?
C4 C5 C6 C7 170.2(3) . . . . ?
C11 N2 C7 C8 0.7(4) . . . . ?
Cu1 N2 C7 C8 -163.1(2) . . . . ?
C11 N2 C7 C6 -177.1(2) . . . . ?
Cu1 N2 C7 C6 19.0(3) . . . . ?
N1 C6 C7 N2 60.0(3) . . . . ?
C5 C6 C7 N2 -110.4(3) . . . . ?
N1 C6 C7 C8 -117.8(3) . . . . ?
C5 C6 C7 C8 71.8(4) . . . . ?
C13 O13 C8 C7 168.1(3) . . . . ?
C13 O13 C8 C9 -10.3(4) . . . . ?
N2 C7 C8 O13 -177.8(2) . . . . ?
C6 C7 C8 O13 -0.1(4) . . . . ?
N2 C7 C8 C9 0.8(4) . . . . ?
C6 C7 C8 C9 178.5(3) . . . . ?
O13 C8 C9 C10 176.7(3) . . . . ?
C7 C8 C9 C10 -1.7(4) . . . . ?
C8 C9 C10 C11 1.1(5) . . . . ?
C7 N2 C11 C10 -1.4(4) . . . . ?
Cu1 N2 C11 C10 166.2(2) . . . . ?
C7 N2 C11 C12 176.8(2) . . . . ?
Cu1 N2 C11 C12 -15.6(3) . . . . ?
C9 C10 C11 N2 0.5(4) . . . . ?
C9 C10 C11 C12 -177.6(3) . . . . ?
Cu1 O14 C12 O15 -166.0(2) . . . . ?
Cu1 O14 C12 C11 14.0(3) . . . . ?
N2 C11 C12 O15 -176.4(2) . . . . ?
C10 C11 C12 O15 1.8(4) . . . . ?
N2 C11 C12 O14 3.7(4) . . . . ?
C10 C11 C12 O14 -178.2(3) . . . . ?
Cu1 O16 C15 O17 -170.7(2) . . . . ?
Cu1 O16 C15 C16 12.0(3) . . . . ?
C20 N5 C16 C17 -5.4(4) . . . . ?
Cu1 N5 C16 C17 166.0(2) . . . . ?
C20 N5 C16 C15 169.8(2) . . . . ?
Cu1 N5 C16 C15 -18.7(3) . . . . ?
O17 C15 C16 N5 -171.6(3) . . . . ?
O16 C15 C16 N5 5.9(4) . . . . ?
O17 C15 C16 C17 3.6(4) . . . . ?
O16 C15 C16 C17 -178.9(3) . . . . ?
N5 C16 C17 C18 2.8(5) . . . . ?
C15 C16 C17 C18 -172.1(3) . . . . ?
C16 C17 C18 C19 2.0(5) . . . . ?
C28 O18 C19 C18 -4.9(5) . . . . ?
C28 O18 C19 C20 172.4(3) . . . . ?
C17 C18 C19 O18 173.1(3) . . . . ?
C17 C18 C19 C20 -4.1(5) . . . . ?
C16 N5 C20 C19 3.2(4) . . . . ?
Cu1 N5 C20 C19 -165.8(2) . . . . ?
C16 N5 C20 C21 -169.8(2) . . . . ?
Cu1 N5 C20 C21 21.3(4) . . . . ?
O18 C19 C20 N5 -175.9(2) . . . . ?
C18 C19 C20 N5 1.6(4) . . . . ?
O18 C19 C20 C21 -3.1(4) . . . . ?
C18 C19 C20 C21 174.4(3) . . . . ?
C25 N4 C21 C22 2.2(4) . . . . ?
Cu2 N4 C21 C22 -163.2(2) . . . . ?
C25 N4 C21 C20 -177.7(2) . . . . ?
Cu2 N4 C21 C20 16.8(4) . . . . ?
N5 C20 C21 N4 65.2(3) . . . . ?
C19 C20 C21 N4 -107.7(3) . . . . ?
N5 C20 C21 C22 -114.7(3) . . . . ?
C19 C20 C21 C22 72.3(4) . . . . ?
C27 O19 C22 C23 4.1(5) . . . . ?
C27 O19 C22 C21 -177.2(3) . . . . ?
N4 C21 C22 O19 -179.8(2) . . . . ?
C20 C21 C22 O19 0.2(4) . . . . ?
N4 C21 C22 C23 -1.0(4) . . . . ?
C20 C21 C22 C23 178.9(3) . . . . ?
O19 C22 C23 C24 178.0(3) . . . . ?
C21 C22 C23 C24 -0.7(4) . . . . ?
C22 C23 C24 C25 1.1(5) . . . . ?
C21 N4 C25 C24 -1.8(4) . . . . ?
Cu2 N4 C25 C24 167.2(2) . . . . ?
C21 N4 C25 C26 176.6(2) . . . . ?
Cu2 N4 C25 C26 -14.4(3) . . . . ?
C23 C24 C25 N4 0.1(4) . . . . ?
C23 C24 C25 C26 -178.2(3) . . . . ?
Cu2 O20 C26 O21 -162.5(2) . . . . ?
Cu2 O20 C26 C25 18.1(3) . . . . ?
N4 C25 C26 O21 -179.4(3) . . . . ?
C24 C25 C26 O21 -1.0(4) . . . . ?
N4 C25 C26 O20 0.0(4) . . . . ?
C24 C25 C26 O20 178.3(3) . . . . ?
C33 N3 C29 C30 0.1(5) . . . . ?
Cu2 N3 C29 C30 -178.2(3) . . . . ?
N3 C29 C30 C31 0.8(7) . . . . ?
C29 C30 C31 C32 -0.8(7) . . . . ?
C30 C31 C32 C33 -0.2(7) . . . . ?
C29 N3 C33 C32 -1.0(5) . . . . ?
Cu2 N3 C33 C32 177.2(3) . . . . ?
C31 C32 C33 N3 1.1(7) . . . . ?
C38 N6 C34 C35 -1.0(4) . . . . ?
Cu1 N6 C34 C35 174.3(2) . . . . ?
N6 C34 C35 C36 -0.3(5) . . . . ?
C34 C35 C36 C37 1.4(5) . . . . ?
C35 C36 C37 C38 -1.3(5) . . . . ?
C34 N6 C38 C37 1.1(5) . . . . ?
Cu1 N6 C38 C37 -173.9(2) . . . . ?
C36 C37 C38 N6 0.0(5) . . . . ?



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



















O1 H1W O21 0.83 1.93 2.759(4) 175.8 .
O1 H2W O17 0.83 2.26 2.890(3) 132.8 1_455
O2 H3W O3 0.83 2.13 2.811(4) 139.0 .
O2 H4W O9 0.81 2.26 2.905(6) 136.5 2_665
O2 H4W O8 0.81 2.57 3.182(6) 132.6 2_665
O3 H5W O1 0.84 2.13 2.921(4) 156.9 .
O3 H6W O11 0.84 2.02 2.801(3) 154.5 1_455
O4 H7W O7 0.83 1.95 2.757(4) 164.9 2_666
O4 H8W O21 0.83 2.28 3.060(4) 157.0 .
O5 H9W O4 0.83 2.06 2.850(4) 158.6 .
O5 H10W O9 0.85 1.89 2.745(5) 179.7 1_455
O6 H11W O20 0.83 2.55 3.267(3) 145.4 .
O6 H12W O1 0.83 2.14 2.886(4) 149.4 .
O7 H13W O15 0.84 2.01 2.797(4) 155.9 2_666
O7 H14W O4 0.84 2.30 2.757(4) 115.0 2_666
O8 H15W O15 0.84 2.02 2.794(4) 152.8 .
O8 H16W O7 0.85 1.87 2.720(5) 179.0 1_544
O9 H17W O14 0.82 2.32 3.014(5) 141.9 .
O9 H18W O8 0.85 2.36 3.212(6) 179.5 .



_diffrn_measured_fraction_theta_max 0.994

_diffrn_reflns_theta_full        25.50

_diffrn_measured_fraction_theta_full 0.994

_refine_diff_density_max         0.540

_refine_diff_density_min         -0.464

_refine_diff_density_rms         0.074

####################################################################### 
# 
# 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 968449'
_audit_update_record             
;
2015-01-11 deposited with the CCDC.
2015-01-30 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-97

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            
'C12 H10 Cu N2 O8'

_chemical_formula_weight         373.76



loop_

_atom_type_symbol

_atom_type_description

_atom_type_scat_dispersion_real

_atom_type_scat_dispersion_imag

_atom_type_scat_source










C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'



_symmetry_cell_setting           Triclinic

_symmetry_space_group_name_H-M   P-1



loop_

_symmetry_equiv_pos_as_xyz


'x, y, z'
'-x, -y, -z'



_cell_length_a                   4.785(7)

_cell_length_b                   9.330(14)

_cell_length_c                   14.53(2)

_cell_angle_alpha                89.807(16)

_cell_angle_beta                 81.067(16)

_cell_angle_gamma                77.496(16)

_cell_volume                     625.4(16)

_cell_formula_units_Z            2

_cell_measurement_temperature    296(2)

_cell_measurement_reflns_used    2682

_cell_measurement_theta_min      2.61

_cell_measurement_theta_max      27.99



_exptl_crystal_description       block

_exptl_crystal_colour            green

_exptl_crystal_size_max          0.35

_exptl_crystal_size_mid          0.20

_exptl_crystal_size_min          0.08

_exptl_crystal_density_meas      ?

_exptl_crystal_density_diffrn    1.985

_exptl_crystal_density_method    'not measured'

_exptl_crystal_F_000             378

_exptl_absorpt_coefficient_mu    1.798

_exptl_absorpt_correction_type   multi-scan

_exptl_absorpt_correction_T_min  0.5718

_exptl_absorpt_correction_T_max  0.8695

_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         0

_diffrn_standards_interval_count 0

_diffrn_standards_interval_time  0

_diffrn_standards_decay_%        0

_diffrn_reflns_number            4758

_diffrn_reflns_av_R_equivalents  0.0203

_diffrn_reflns_av_sigmaI/netI    0.0307

_diffrn_reflns_limit_h_min       -5

_diffrn_reflns_limit_h_max       5

_diffrn_reflns_limit_k_min       -11

_diffrn_reflns_limit_k_max       11

_diffrn_reflns_limit_l_min       -17

_diffrn_reflns_limit_l_max       17

_diffrn_reflns_theta_min         2.61

_diffrn_reflns_theta_max         25.49

_reflns_number_total             2309

_reflns_number_gt                2082

_reflns_threshold_expression     >2sigma(I)



_computing_data_collection       'Bruker SMART'

_computing_cell_refinement       'Bruker SMART'

_computing_data_reduction        'Bruker SAINT'

_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'

_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'

_computing_molecular_graphics    'Bruker SHELXTL'

_computing_publication_material  'Bruker SHELXTL'



_refine_special_details          
;

 Refinement of F² against ALL reflections.  The weighted R-factor wR and

 goodness of fit S are based on F², conventional R-factors R are based

 on F, with F set to zero for negative F². The threshold expression of

 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is

 not relevant to the choice of reflections for refinement.  R-factors based

 on F² are statistically about twice as large as those based on F, and R-

 factors based on ALL data will be even larger.

;



_refine_ls_structure_factor_coef Fsqd

_refine_ls_matrix_type           full

_refine_ls_weighting_scheme      calc

_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0431P)²+0.3335P] 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         2309

_refine_ls_number_parameters     213

_refine_ls_number_restraints     6

_refine_ls_R_factor_all          0.0324

_refine_ls_R_factor_gt           0.0282

_refine_ls_wR_factor_ref         0.0777

_refine_ls_wR_factor_gt          0.0750

_refine_ls_goodness_of_fit_ref   1.058

_refine_ls_restrained_S_all      1.058

_refine_ls_shift/su_max          0.001

_refine_ls_shift/su_mean         0.000



loop_

_atom_site_label

_atom_site_type_symbol

_atom_site_fract_x

_atom_site_fract_y

_atom_site_fract_z

_atom_site_U_iso_or_equiv

_atom_site_adp_type

_atom_site_occupancy

_atom_site_symmetry_multiplicity

_atom_site_calc_flag

_atom_site_refinement_flags

_atom_site_disorder_assembly

_atom_site_disorder_group

































Cu1 Cu 0.11878(6) 0.76425(3) 0.392492(19) 0.02154(12) Uani 1 1 d . . .
N1 N 0.8362(4) 0.8618(2) 0.16507(14) 0.0204(4) Uani 1 1 d . . .
N2 N 0.3340(4) 0.6554(2) 0.27830(13) 0.0179(4) Uani 1 1 d . . .
O1 O 0.2718(4) 0.93371(19) 0.36718(12) 0.0251(4) Uani 1 1 d . . .
O2 O 1.2714(4) 1.1115(2) 0.09093(14) 0.0332(5) Uani 1 1 d . . .
O3 O 1.2772(4) 0.8875(2) 0.03499(13) 0.0309(4) Uani 1 1 d . . .
O4 O 0.8620(5) 0.6344(2) 0.06898(14) 0.0371(5) Uani 1 1 d . . .
H4 H 0.9002 0.7123 0.0829 0.056 Uiso 1 1 calc R . .
O5 O -0.0700(4) 0.3859(2) 0.33941(13) 0.0366(5) Uani 1 1 d . . .
O6 O -0.0718(4) 0.6003(2) 0.40636(12) 0.0282(4) Uani 1 1 d . . .
O7 O -0.2007(4) 0.8809(2) 0.48405(13) 0.0299(4) Uani 1 1 d D . .
H1W H -0.1964 0.9276 0.5323 0.045 Uiso 1 1 d RD . .
H2W H -0.3405 0.8421 0.4898 0.045 Uiso 1 1 d RD . .
O8 O 0.3961(4) 0.6965(2) 0.50755(12) 0.0299(4) Uani 1 1 d D . .
H4W H 0.5330 0.6351 0.4800 0.045 Uiso 1 1 d RD . .
H3W H 0.3004 0.6640 0.5512 0.045 Uiso 1 1 d RD . .
C1 C 0.6183(5) 0.8378(3) 0.22920(16) 0.0188(5) Uani 1 1 d . . .
C2 C 0.4815(5) 0.9474(3) 0.30065(16) 0.0202(5) Uani 1 1 d . . .
C3 C 0.5835(6) 1.0782(3) 0.29709(17) 0.0254(6) Uani 1 1 d . . .
H3 H 0.4950 1.1536 0.3406 0.030 Uiso 1 1 calc R . .
C4 C 0.8077(6) 1.0975(3) 0.23188(17) 0.0249(5) Uani 1 1 d . . .
H4A H 0.8761 1.1835 0.2315 0.030 Uiso 1 1 calc R . .
C5 C 0.9311(5) 0.9858(3) 0.16621(17) 0.0218(5) Uani 1 1 d . . .
C6 C 1.1772(5) 0.9936(3) 0.09167(17) 0.0212(5) Uani 1 1 d . . .
C7 C 0.5369(5) 0.6966(3) 0.21487(16) 0.0194(5) Uani 1 1 d . . .
C8 C 0.6621(6) 0.6023(3) 0.13479(18) 0.0257(6) Uani 1 1 d . . .
C9 C 0.5704(6) 0.4732(3) 0.12424(19) 0.0307(6) Uani 1 1 d . . .
H9 H 0.6504 0.4114 0.0724 0.037 Uiso 1 1 calc R . .
C10 C 0.3624(6) 0.4362(3) 0.19002(19) 0.0286(6) Uani 1 1 d . . .
H10 H 0.2991 0.3499 0.1831 0.034 Uiso 1 1 calc R . .
C11 C 0.2486(5) 0.5289(3) 0.26658(17) 0.0220(5) Uani 1 1 d . . .
C12 C 0.0198(5) 0.4994(3) 0.34191(17) 0.0231(5) Uani 1 1 d . . .
H1' H 1.423(13) 1.108(6) 0.048(4) 0.12(2) Uiso 1 1 d . . .






_geom_special_details            
;

 All esds (except the esd in the dihedral angle between two l.s. planes)

 are estimated using the full covariance matrix.  The cell esds are taken

 into account individually in the estimation of esds in distances, angles

 and torsion angles; correlations between esds in cell parameters are only

 used when they are defined by crystal symmetry.  An approximate (isotropic)

 treatment of cell esds is used for estimating esds involving l.s. planes.

;



loop_

_geom_bond_atom_site_label_1

_geom_bond_atom_site_label_2

_geom_bond_distance

_geom_bond_site_symmetry_2

_geom_bond_publ_flag




































Cu1 O1 1.893(3) . ?
Cu1 O6 1.938(3) . ?
Cu1 N2 1.968(3) . ?
Cu1 O7 1.988(2) . ?
Cu1 O8 2.297(3) . ?
N1 C5 1.332(4) . ?
N1 C1 1.343(3) . ?
N2 C11 1.349(3) . ?
N2 C7 1.350(3) . ?
O1 C2 1.308(3) . ?
O2 C6 1.276(3) . ?
O2 H1' 0.88(6) . ?
O3 C6 1.252(3) . ?
O4 C8 1.326(3) . ?
O4 H4 0.8200 . ?
O5 C12 1.229(3) . ?
O6 C12 1.287(3) . ?
O7 H1W 0.8315 . ?
O7 H2W 0.8200 . ?
O8 H4W 0.8217 . ?
O8 H3W 0.8200 . ?
C1 C2 1.435(4) . ?
C1 C7 1.477(4) . ?
C2 C3 1.407(4) . ?
C3 C4 1.359(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(4) . ?
C4 H4A 0.9300 . ?
C5 C6 1.485(4) . ?
C7 C8 1.431(4) . ?
C8 C9 1.385(4) . ?
C9 C10 1.369(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.377(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.493(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




























































O1 Cu1 O6 172.32(8) . . ?
O1 Cu1 N2 94.70(11) . . ?
O6 Cu1 N2 83.75(10) . . ?
O1 Cu1 O7 89.91(11) . . ?
O6 Cu1 O7 89.31(12) . . ?
N2 Cu1 O7 161.66(8) . . ?
O1 Cu1 O8 92.17(9) . . ?
O6 Cu1 O8 95.48(10) . . ?
N2 Cu1 O8 106.40(12) . . ?
O7 Cu1 O8 91.12(13) . . ?
C5 N1 C1 121.5(2) . . ?
C11 N2 C7 121.0(2) . . ?
C11 N2 Cu1 111.50(16) . . ?
C7 N2 Cu1 127.43(18) . . ?
C2 O1 Cu1 126.78(16) . . ?
C6 O2 H1' 112(4) . . ?
C8 O4 H4 109.5 . . ?
C12 O6 Cu1 114.72(17) . . ?
Cu1 O7 H1W 130.7 . . ?
Cu1 O7 H2W 109.4 . . ?
H1W O7 H2W 111.6 . . ?
Cu1 O8 H4W 102.0 . . ?
Cu1 O8 H3W 109.5 . . ?
H4W O8 H3W 114.0 . . ?
N1 C1 C2 119.9(2) . . ?
N1 C1 C7 113.7(2) . . ?
C2 C1 C7 126.3(2) . . ?
O1 C2 C3 118.9(2) . . ?
O1 C2 C1 124.7(2) . . ?
C3 C2 C1 116.4(2) . . ?
C4 C3 C2 121.9(2) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 118.2(2) . . ?
C3 C4 H4A 120.9 . . ?
C5 C4 H4A 120.9 . . ?
N1 C5 C4 122.0(2) . . ?
N1 C5 C6 114.7(2) . . ?
C4 C5 C6 123.3(2) . . ?
O3 C6 O2 124.7(2) . . ?
O3 C6 C5 119.3(2) . . ?
O2 C6 C5 115.9(2) . . ?
N2 C7 C8 118.5(2) . . ?
N2 C7 C1 119.2(2) . . ?
C8 C7 C1 122.3(2) . . ?
O4 C8 C9 118.1(2) . . ?
O4 C8 C7 122.5(2) . . ?
C9 C8 C7 119.4(2) . . ?
C10 C9 C8 120.2(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
C9 C10 C11 118.9(3) . . ?
C9 C10 H10 120.6 . . ?
C11 C10 H10 120.6 . . ?
N2 C11 C10 122.1(2) . . ?
N2 C11 C12 114.8(2) . . ?
C10 C11 C12 123.2(2) . . ?
O5 C12 O6 124.4(2) . . ?
O5 C12 C11 120.4(2) . . ?
O6 C12 C11 115.2(2) . . ?



loop_

_geom_torsion_atom_site_label_1

_geom_torsion_atom_site_label_2

_geom_torsion_atom_site_label_3

_geom_torsion_atom_site_label_4

_geom_torsion

_geom_torsion_site_symmetry_1

_geom_torsion_site_symmetry_2

_geom_torsion_site_symmetry_3

_geom_torsion_site_symmetry_4

_geom_torsion_publ_flag






























































O1 Cu1 N2 C11 -172.39(16) . . . . ?
O6 Cu1 N2 C11 0.05(16) . . . . ?
O7 Cu1 N2 C11 -68.3(3) . . . . ?
O8 Cu1 N2 C11 93.95(19) . . . . ?
O1 Cu1 N2 C7 5.6(2) . . . . ?
O6 Cu1 N2 C7 178.0(2) . . . . ?
O7 Cu1 N2 C7 109.7(3) . . . . ?
O8 Cu1 N2 C7 -88.1(2) . . . . ?
O6 Cu1 O1 C2 -86.7(6) . . . . ?
N2 Cu1 O1 C2 -8.7(2) . . . . ?
O7 Cu1 O1 C2 -170.9(2) . . . . ?
O8 Cu1 O1 C2 98.0(2) . . . . ?
O1 Cu1 O6 C12 79.9(6) . . . . ?
N2 Cu1 O6 C12 1.11(18) . . . . ?
O7 Cu1 O6 C12 164.10(18) . . . . ?
O8 Cu1 O6 C12 -104.8(2) . . . . ?
C5 N1 C1 C2 0.3(3) . . . . ?
C5 N1 C1 C7 178.1(2) . . . . ?
Cu1 O1 C2 C3 -174.74(17) . . . . ?
Cu1 O1 C2 C1 5.5(4) . . . . ?
N1 C1 C2 O1 -178.7(2) . . . . ?
C7 C1 C2 O1 3.9(4) . . . . ?
N1 C1 C2 C3 1.6(3) . . . . ?
C7 C1 C2 C3 -175.9(2) . . . . ?
O1 C2 C3 C4 177.6(2) . . . . ?
C1 C2 C3 C4 -2.7(4) . . . . ?
C2 C3 C4 C5 1.8(4) . . . . ?
C1 N1 C5 C4 -1.4(4) . . . . ?
C1 N1 C5 C6 178.8(2) . . . . ?
C3 C4 C5 N1 0.3(4) . . . . ?
C3 C4 C5 C6 -179.8(2) . . . . ?
N1 C5 C6 O3 -0.3(3) . . . . ?
C4 C5 C6 O3 179.8(2) . . . . ?
N1 C5 C6 O2 179.7(2) . . . . ?
C4 C5 C6 O2 -0.2(4) . . . . ?
C11 N2 C7 C8 -0.4(3) . . . . ?
Cu1 N2 C7 C8 -178.26(17) . . . . ?
C11 N2 C7 C1 178.4(2) . . . . ?
Cu1 N2 C7 C1 0.6(3) . . . . ?
N1 C1 C7 N2 175.6(2) . . . . ?
C2 C1 C7 N2 -6.8(4) . . . . ?
N1 C1 C7 C8 -5.6(3) . . . . ?
C2 C1 C7 C8 172.0(2) . . . . ?
N2 C7 C8 O4 179.8(2) . . . . ?
C1 C7 C8 O4 1.0(4) . . . . ?
N2 C7 C8 C9 0.6(4) . . . . ?
C1 C7 C8 C9 -178.2(2) . . . . ?
O4 C8 C9 C10 -179.4(3) . . . . ?
C7 C8 C9 C10 -0.1(4) . . . . ?
C8 C9 C10 C11 -0.4(4) . . . . ?
C7 N2 C11 C10 -0.1(4) . . . . ?
Cu1 N2 C11 C10 178.0(2) . . . . ?
C7 N2 C11 C12 -179.2(2) . . . . ?
Cu1 N2 C11 C12 -1.0(3) . . . . ?
C9 C10 C11 N2 0.6(4) . . . . ?
C9 C10 C11 C12 179.6(2) . . . . ?
Cu1 O6 C12 O5 178.6(2) . . . . ?
Cu1 O6 C12 C11 -1.9(3) . . . . ?
N2 C11 C12 O5 -178.5(2) . . . . ?
C10 C11 C12 O5 2.5(4) . . . . ?
N2 C11 C12 O6 2.0(3) . . . . ?
C10 C11 C12 O6 -177.0(2) . . . . ?



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






O4 H4 N1 0.82 1.78 2.514(4) 147.6 .
O7 H1W O1 0.83 1.89 2.706(4) 165.2 2_576
O7 H2W O8 0.82 2.03 2.833(4) 164.5 1_455
O8 H4W O6 0.82 1.98 2.703(4) 145.8 1_655
O8 H3W O5 0.82 1.91 2.721(4) 172.2 2_566
O2 H1' O3 0.88(6) 1.73(6) 2.607(4) 176(6) 2_875



_diffrn_measured_fraction_theta_max 0.990

_diffrn_reflns_theta_full        25.49

_diffrn_measured_fraction_theta_full 0.990

_refine_diff_density_max         0.466

_refine_diff_density_min         -0.378

_refine_diff_density_rms         0.071

