# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1409333'
_audit_update_record             
;
2015-06-29 deposited with the CCDC.
2015-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H16 Co2 N4 O11'
_chemical_formula_weight         474.12

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'
Co Co 0.3494 0.9721 '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)/m  '

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

_cell_length_a                   10.1792(15)
_cell_length_b                   6.7279(9)
_cell_length_c                   12.8158(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 111.698(4)
_cell_angle_gamma                90.00
_cell_volume                     815.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    571(2)
_cell_measurement_reflns_used    9862
_cell_measurement_theta_min      3.21
_cell_measurement_theta_max      27.51

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.931
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             480
_exptl_absorpt_coefficient_mu    2.102
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6786
_exptl_absorpt_correction_T_max  0.8499
_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            14710
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_sigmaI/netI    0.0139
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.21
_diffrn_reflns_theta_max         27.51
_reflns_number_total             2013
_reflns_number_gt                1844
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.0569P)²+1.5322P] 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         2013
_refine_ls_number_parameters     150
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0345
_refine_ls_wR_factor_ref         0.0983
_refine_ls_wR_factor_gt          0.0954
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.13120(5) 0.2500 0.26600(4) 0.01766(15) Uani 1 2 d S . .
Co2 Co 0.0000 0.5000 0.0000 0.01988(15) Uani 1 2 d S . .
C1 C 0.3937(4) 0.2500 0.3416(3) 0.0210(7) Uani 1 2 d S . .
C2 C 0.5521(4) 0.2500 0.3915(3) 0.0217(7) Uani 1 2 d S . .
C3 C 0.6302(4) 0.2500 0.3228(3) 0.0263(8) Uani 1 2 d S . .
H3A H 0.5842 0.2500 0.2452 0.032 Uiso 1 2 calc SR . .
C4 C 0.7773(4) 0.2500 0.3700(3) 0.0270(8) Uani 1 2 d S . .
C5 C 0.8457(4) 0.2500 0.4864(3) 0.0238(7) Uani 1 2 d S . .
H5A H 0.9439 0.2500 0.5181 0.029 Uiso 1 2 calc SR . .
C6 C 0.7676(4) 0.2500 0.5554(3) 0.0191(7) Uani 1 2 d S . .
C7 C 0.6207(4) 0.2500 0.5080(3) 0.0209(7) Uani 1 2 d S . .
H7A H 0.5683 0.2500 0.5540 0.025 Uiso 1 2 calc SR . .
C8 C 0.8630(4) 0.2500 0.2953(3) 0.0341(9) Uani 1 2 d S . .
C9 C 0.8396(3) 0.2500 0.6793(3) 0.0177(6) Uani 1 2 d S . .
N1 N 0.8751(2) 0.4142(3) 0.74262(16) 0.0213(5) Uani 1 1 d . . .
N2 N 0.9349(2) 0.3459(3) 0.84777(17) 0.0245(4) Uani 1 1 d . . .
O1 O 0.3306(3) 0.2500 0.2363(2) 0.0314(6) Uani 1 2 d S . .
O2 O 0.3246(3) 0.2500 0.4046(2) 0.0284(6) Uani 1 2 d S . .
O3 O 0.8008(4) 0.2500 0.1924(3) 0.090(2) Uani 1 2 d S . .
O4 O 0.9940(3) 0.2500 0.3440(2) 0.0300(6) Uani 1 2 d S . .
O5 O 0.0052(3) 0.2500 0.09537(19) 0.0188(5) Uani 1 2 d S . .
H5B H -0.061(5) 0.2500 0.108(4) 0.028 Uiso 1 2 d S . .
O6 O 0.2187(3) 0.4655(5) 0.0253(2) 0.0537(7) Uani 1 1 d D . .
H6A H 0.2550 0.5753 0.0288 0.080 Uiso 1 1 calc RD . .
H6B H 0.2830 0.3767 0.0339 0.080 Uiso 1 1 d RD . .
O7 O 1.7064(14) 0.7500 -0.6274(10) 0.187(5) Uani 1 2 d SD . .
O8 O 1.729(2) 0.7500 -0.8280(16) 0.368(13) Uani 1 2 d SD . .
O9 O 1.444(2) 0.7500 -0.7925(18) 0.331(11) Uani 1 2 d S . .
O10 O 1.4460(15) 0.7500 -1.0222(13) 0.46(2) Uani 1 2 d S . .


_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
Co1 O4 1.996(3) 1_455 ?
Co1 O5 2.086(2) . ?
Co1 O2 2.109(3) . ?
Co1 O1 2.199(3) . ?
Co1 N1 2.262(2) 2_646 ?
Co1 N1 2.262(2) 3_666 ?
Co1 C1 2.483(3) . ?
Co2 O5 2.0682(14) 3_565 ?
Co2 O5 2.0682(14) . ?
Co2 N2 2.089(2) 3_666 ?
Co2 N2 2.089(2) 1_454 ?
Co2 O6 2.140(2) . ?
Co2 O6 2.140(2) 3_565 ?
C1 O2 1.252(4) . ?
C1 O1 1.262(4) . ?
C1 C2 1.498(5) . ?
C2 C3 1.387(5) . ?
C2 C7 1.395(5) . ?
C3 C4 1.393(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.394(5) . ?
C4 C8 1.514(5) . ?
C5 C6 1.390(5) . ?
C5 H5A 0.9300 . ?
C6 C7 1.390(5) . ?
C6 C9 1.483(4) . ?
C7 H7A 0.9300 . ?
C8 O3 1.234(5) . ?
C8 O4 1.246(5) . ?
C9 N1 1.339(3) . ?
C9 N1 1.339(3) 4_565 ?
N1 N2 1.338(3) . ?
N1 Co1 2.262(2) 3_666 ?
N2 N2 1.290(5) 4_565 ?
N2 Co2 2.089(2) 1_656 ?
O4 Co1 1.996(3) 1_655 ?
O5 Co2 2.0682(14) 2_545 ?
O5 H5B 0.74(5) . ?
O6 H6A 0.8200 . ?
O6 H6B 0.8629 . ?

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
O4 Co1 O5 104.63(11) 1_455 . ?
O4 Co1 O2 100.74(11) 1_455 . ?
O5 Co1 O2 154.63(10) . . ?
O4 Co1 O1 161.50(11) 1_455 . ?
O5 Co1 O1 93.87(10) . . ?
O2 Co1 O1 60.76(10) . . ?
O4 Co1 N1 90.68(5) 1_455 2_646 ?
O5 Co1 N1 87.33(5) . 2_646 ?
O2 Co1 N1 92.41(5) . 2_646 ?
O1 Co1 N1 90.17(6) . 2_646 ?
O4 Co1 N1 90.68(5) 1_455 3_666 ?
O5 Co1 N1 87.33(5) . 3_666 ?
O2 Co1 N1 92.41(5) . 3_666 ?
O1 Co1 N1 90.17(6) . 3_666 ?
N1 Co1 N1 174.66(10) 2_646 3_666 ?
O4 Co1 C1 131.00(12) 1_455 . ?
O5 Co1 C1 124.37(11) . . ?
O2 Co1 C1 30.26(11) . . ?
O1 Co1 C1 30.50(11) . . ?
N1 Co1 C1 91.50(5) 2_646 . ?
N1 Co1 C1 91.50(5) 3_666 . ?
O5 Co2 O5 180.00(11) 3_565 . ?
O5 Co2 N2 94.48(8) 3_565 3_666 ?
O5 Co2 N2 85.52(8) . 3_666 ?
O5 Co2 N2 85.52(8) 3_565 1_454 ?
O5 Co2 N2 94.48(8) . 1_454 ?
N2 Co2 N2 180.0 3_666 1_454 ?
O5 Co2 O6 88.63(10) 3_565 . ?
O5 Co2 O6 91.37(10) . . ?
N2 Co2 O6 87.66(10) 3_666 . ?
N2 Co2 O6 92.34(10) 1_454 . ?
O5 Co2 O6 91.37(10) 3_565 3_565 ?
O5 Co2 O6 88.63(10) . 3_565 ?
N2 Co2 O6 92.34(10) 3_666 3_565 ?
N2 Co2 O6 87.66(10) 1_454 3_565 ?
O6 Co2 O6 180.00(15) . 3_565 ?
O2 C1 O1 120.3(3) . . ?
O2 C1 C2 119.8(3) . . ?
O1 C1 C2 119.9(3) . . ?
O2 C1 Co1 58.08(18) . . ?
O1 C1 Co1 62.20(18) . . ?
C2 C1 Co1 177.9(3) . . ?
C3 C2 C7 120.1(3) . . ?
C3 C2 C1 120.5(3) . . ?
C7 C2 C1 119.5(3) . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3A 119.9 . . ?
C4 C3 H3A 119.9 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 C8 120.0(3) . . ?
C3 C4 C8 120.3(3) . . ?
C4 C5 C6 120.3(3) . . ?
C4 C5 H5A 119.9 . . ?
C6 C5 H5A 119.9 . . ?
C7 C6 C5 119.9(3) . . ?
C7 C6 C9 119.6(3) . . ?
C5 C6 C9 120.5(3) . . ?
C6 C7 C2 120.0(3) . . ?
C6 C7 H7A 120.0 . . ?
C2 C7 H7A 120.0 . . ?
O3 C8 O4 124.6(4) . . ?
O3 C8 C4 119.2(4) . . ?
O4 C8 C4 116.3(3) . . ?
N1 C9 N1 111.1(3) . 4_565 ?
N1 C9 C6 124.42(14) . . ?
N1 C9 C6 124.42(14) 4_565 . ?
N2 N1 C9 104.3(2) . . ?
N2 N1 Co1 112.72(15) . 3_666 ?
C9 N1 Co1 142.93(17) . 3_666 ?
N2 N2 N1 110.08(13) 4_565 . ?
N2 N2 Co2 119.76(6) 4_565 1_656 ?
N1 N2 Co2 129.73(17) . 1_656 ?
C1 O1 Co1 87.3(2) . . ?
C1 O2 Co1 91.7(2) . . ?
C8 O4 Co1 124.5(3) . 1_655 ?
Co2 O5 Co2 108.83(11) 2_545 . ?
Co2 O5 Co1 119.41(7) 2_545 . ?
Co2 O5 Co1 119.41(7) . . ?
Co2 O5 H5B 107(2) 2_545 . ?
Co2 O5 H5B 107(2) . . ?
Co1 O5 H5B 92(4) . . ?
Co2 O6 H6A 109.5 . . ?
Co2 O6 H6B 142.4 . . ?
H6A O6 H6B 108.1 . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.119
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.096
####################################################################### 
# 
# 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 1409334'
_audit_update_record             
;
2015-08-09 deposited with the CCDC.
2015-09-03 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C9 H14 Cu2 N4 O10'
_chemical_formula_weight         465.32

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/m

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

_cell_length_a                   10.0150(9)
_cell_length_b                   6.6124(5)
_cell_length_c                   12.4721(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.412(2)
_cell_angle_gamma                90.00
_cell_volume                     778.99(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    571(2)
_cell_measurement_reflns_used    275
_cell_measurement_theta_min      3.7450
_cell_measurement_theta_max      62.2200

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.984
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468
_exptl_absorpt_coefficient_mu    3.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3719
_exptl_absorpt_correction_T_max  0.7963
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      571(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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_%        2.5
_diffrn_reflns_number            2553
_diffrn_reflns_av_R_equivalents  0.0877
_diffrn_reflns_av_sigmaI/netI    0.1536
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.76
_diffrn_reflns_theta_max         66.03
_reflns_number_total             1449
_reflns_number_gt                662
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_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)+(0.1122P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1449
_refine_ls_number_parameters     142
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1726
_refine_ls_R_factor_gt           0.1050
_refine_ls_wR_factor_ref         0.2989
_refine_ls_wR_factor_gt          0.2335
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_restrained_S_all      1.001
_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 0.1358(2) 0.7500 0.7673(2) 0.0543(9) Uani 1 2 d S . .
Cu2 Cu 0.0000 1.0000 0.5000 0.0569(9) Uani 1 2 d S . .
C1 C 0.3914(19) 0.7500 0.8547(16) 0.064(6) Uani 1 2 d S . .
C2 C 0.5507(16) 0.7500 0.8998(14) 0.048(4) Uani 1 2 d S . .
C3 C 0.6294(17) 0.7500 0.8292(14) 0.059(5) Uani 1 2 d S . .
H3A H 0.5816 0.7500 0.7512 0.071 Uiso 1 2 calc SR . .
C4 C 0.7779(16) 0.7500 0.8667(16) 0.059(5) Uani 1 2 d S . .
C5 C 0.8467(16) 0.7500 0.9848(13) 0.050(5) Uani 1 2 d S . .
H5A H 0.9451 0.7500 1.0137 0.060 Uiso 1 2 calc SR . .
C6 C 0.7691(17) 0.7500 1.0591(16) 0.059(5) Uani 1 2 d S . .
C7 C 0.6267(16) 0.7500 1.0170(14) 0.046(4) Uani 1 2 d S . .
H7A H 0.5764 0.7500 1.0677 0.055 Uiso 1 2 calc SR . .
C8 C 0.8621(19) 0.7500 0.7902(16) 0.066(6) Uani 1 2 d S . .
C9 C 0.8388(14) 0.7500 1.1872(17) 0.052(5) Uani 1 2 d SU . .
N1 N 0.8751(10) 0.918(2) 1.2484(8) 0.056(3) Uani 1 1 d . . .
N2 N 0.9305(9) 0.8489(16) 1.3544(8) 0.050(3) Uani 1 1 d . . .
O1 O 0.3266(12) 0.7500 0.9252(11) 0.070(4) Uani 1 2 d S . .
O2 O 0.3265(12) 0.7500 0.7484(10) 0.061(4) Uani 1 2 d S . .
O3 O 0.7999(13) 0.7500 0.6837(12) 0.093(6) Uani 1 2 d S . .
O4 O 0.9964(12) 0.7500 0.8368(10) 0.064(4) Uani 1 2 d S . .
O5 O 0.0050(11) 0.7500 0.5835(10) 0.056(3) Uani 1 2 d S . .
H5B H -0.0779 0.7500 0.5879 0.084 Uiso 1 2 d SR . .
O7 O 0.581(3) 0.7500 0.338(3) 0.226(14) Uani 1 2 d S . .
O8 O 1.267(4) 0.7500 0.128(2) 0.212(15) Uani 1 2 d SD . .
O9 O 1.296(5) 0.7500 0.356(3) 0.35(3) Uani 1 2 d SD . .
O6 O -0.2543(14) 1.044(3) 0.4818(13) 0.140(6) Uani 1 1 d . . .
H6A H -0.2759 1.0539 0.4101 0.209 Uiso 1 1 d R . .
H6B H -0.2803 1.1418 0.5143 0.209 Uiso 0.50 1 d PR A 1
H6C H -0.2462 1.1629 0.5089 0.209 Uiso 0.50 1 d PR B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O4 1.872(13) 1_455 ?
Cu1 O2 2.001(12) . ?
Cu1 N1 2.206(13) 2_647 ?
Cu1 N1 2.206(13) 3_677 ?
Cu1 O5 2.231(12) . ?
Cu1 O1 2.242(12) . ?
Cu1 C1 2.426(18) . ?
Cu2 O5 1.945(7) 3_576 ?
Cu2 O5 1.945(7) . ?
Cu2 N2 1.985(9) 1_454 ?
Cu2 N2 1.985(9) 3_677 ?
C1 O1 1.25(2) . ?
C1 O2 1.27(2) . ?
C1 C2 1.51(2) . ?
C2 C3 1.36(2) . ?
C2 C7 1.41(2) . ?
C3 C4 1.40(2) . ?
C3 H3A 0.9300 . ?
C4 C5 1.40(2) . ?
C4 C8 1.47(3) . ?
C5 C6 1.39(2) . ?
C5 H5A 0.9300 . ?
C6 C7 1.35(2) . ?
C6 C9 1.52(2) . ?
C7 H7A 0.9300 . ?
C8 O3 1.27(2) . ?
C8 O4 1.28(2) . ?
C9 N1 1.326(15) . ?
C9 N1 1.326(14) 4_575 ?
N1 N2 1.331(12) . ?
N1 Cu1 2.206(13) 3_677 ?
N2 N2 1.31(2) 4_575 ?
N2 Cu2 1.985(9) 1_656 ?
O4 Cu1 1.872(13) 1_655 ?
O5 Cu2 1.945(7) 2_546 ?
O5 H5B 0.8499 . ?
O6 H6A 0.8500 . ?
O6 H6B 0.8501 . ?
O6 H6C 0.8500 . ?

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
O4 Cu1 O2 160.5(5) 1_455 . ?
O4 Cu1 N1 91.1(3) 1_455 2_647 ?
O2 Cu1 N1 90.6(2) . 2_647 ?
O4 Cu1 N1 91.1(3) 1_455 3_677 ?
O2 Cu1 N1 90.6(2) . 3_677 ?
N1 Cu1 N1 170.1(5) 2_647 3_677 ?
O4 Cu1 O5 101.7(5) 1_455 . ?
O2 Cu1 O5 97.8(4) . . ?
N1 Cu1 O5 85.1(3) 2_647 . ?
N1 Cu1 O5 85.1(3) 3_677 . ?
O4 Cu1 O1 98.2(5) 1_455 . ?
O2 Cu1 O1 62.3(5) . . ?
N1 Cu1 O1 94.6(2) 2_647 . ?
N1 Cu1 O1 94.6(2) 3_677 . ?
O5 Cu1 O1 160.1(5) . . ?
O4 Cu1 C1 129.0(6) 1_455 . ?
O2 Cu1 C1 31.5(5) . . ?
N1 Cu1 C1 93.1(2) 2_647 . ?
N1 Cu1 C1 93.1(2) 3_677 . ?
O5 Cu1 C1 129.3(6) . . ?
O1 Cu1 C1 30.8(5) . . ?
O5 Cu2 O5 180.000(2) 3_576 . ?
O5 Cu2 N2 89.9(4) 3_576 1_454 ?
O5 Cu2 N2 90.1(4) . 1_454 ?
O5 Cu2 N2 90.1(4) 3_576 3_677 ?
O5 Cu2 N2 89.9(4) . 3_677 ?
N2 Cu2 N2 180.000(2) 1_454 3_677 ?
O1 C1 O2 121.9(16) . . ?
O1 C1 C2 118.0(16) . . ?
O2 C1 C2 120.1(17) . . ?
O1 C1 Cu1 66.5(9) . . ?
O2 C1 Cu1 55.4(9) . . ?
C2 C1 Cu1 175.6(14) . . ?
C3 C2 C7 116.3(14) . . ?
C3 C2 C1 121.8(15) . . ?
C7 C2 C1 121.9(15) . . ?
C2 C3 C4 124.1(16) . . ?
C2 C3 H3A 118.0 . . ?
C4 C3 H3A 118.0 . . ?
C3 C4 C5 116.5(16) . . ?
C3 C4 C8 123.9(17) . . ?
C5 C4 C8 119.6(15) . . ?
C6 C5 C4 120.6(15) . . ?
C6 C5 H5A 119.7 . . ?
C4 C5 H5A 119.7 . . ?
C7 C6 C5 119.6(16) . . ?
C7 C6 C9 117.9(16) . . ?
C5 C6 C9 122.5(14) . . ?
C6 C7 C2 122.8(16) . . ?
C6 C7 H7A 118.6 . . ?
C2 C7 H7A 118.6 . . ?
O3 C8 O4 123.7(19) . . ?
O3 C8 C4 119.6(16) . . ?
O4 C8 C4 116.8(17) . . ?
N1 C9 N1 113.3(17) . 4_575 ?
N1 C9 C6 123.3(9) . . ?
N1 C9 C6 123.3(9) 4_575 . ?
C9 N1 N2 103.4(13) . . ?
C9 N1 Cu1 141.8(9) . 3_677 ?
N2 N1 Cu1 114.8(8) . 3_677 ?
N2 N2 N1 109.9(7) 4_575 . ?
N2 N2 Cu2 120.2(3) 4_575 1_656 ?
N1 N2 Cu2 129.8(9) . 1_656 ?
C1 O1 Cu1 82.7(10) . . ?
C1 O2 Cu1 93.1(11) . . ?
C8 O4 Cu1 128.7(13) . 1_655 ?
Cu2 O5 Cu2 116.4(6) 2_546 . ?
Cu2 O5 Cu1 116.9(3) 2_546 . ?
Cu2 O5 Cu1 116.9(3) . . ?
Cu2 O5 H5B 100.5 2_546 . ?
Cu2 O5 H5B 100.5 . . ?
Cu1 O5 H5B 100.7 . . ?
H6A O6 H6B 115.5 . . ?
H6A O6 H6C 107.6 . . ?
H6B O6 H6C 26.9 . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        66.03
_diffrn_measured_fraction_theta_full 0.975
_refine_diff_density_max         1.266
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.183
