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

#######################################################################
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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_120328d

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H13 Cu N5 O6'
_chemical_formula_weight         434.85

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                   10.6020(10)
_cell_length_b                   13.5739(12)
_cell_length_c                   13.6171(13)
_cell_angle_alpha                96.6860(10)
_cell_angle_beta                 107.1260(10)
_cell_angle_gamma                112.851(2)
_cell_volume                     1665.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2388
_cell_measurement_theta_min      2.424
_cell_measurement_theta_max      25.407

_exptl_crystal_description       platelet
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.37
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.734
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             884
_exptl_absorpt_coefficient_mu    1.361
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6121
_exptl_absorpt_correction_T_max  0.6329
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(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            8344
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_sigmaI/netI    0.0711
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.42
_diffrn_reflns_theta_max         25.02
_reflns_number_total             5754
_reflns_number_gt                3653
_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 F^2^ against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F^2^, conventional R-factors R are based 
 on F, with F set to zero for negative F^2^. The threshold expression of 
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F^2^ 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/[\s^2^(Fo^2^)+(0.0649P)^2^+0.6518P] where P=(Fo^2^+2Fc^2^)/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         5754
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0862
_refine_ls_R_factor_gt           0.0472
_refine_ls_wR_factor_ref         0.1413
_refine_ls_wR_factor_gt          0.1126
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.71958(6) 0.74089(5) 0.56340(4) 0.0384(2) Uani 1 1 d . . .
Cu2 Cu 0.38367(6) 0.83445(5) 0.24217(4) 0.03422(19) Uani 1 1 d . . .
N1 N 0.5952(4) 0.6778(3) 0.6449(3) 0.0313(9) Uani 1 1 d . . .
N2 N 0.4593(5) 0.6092(3) 0.7368(3) 0.0411(10) Uani 1 1 d . . .
H2 H 0.3844 0.5703 0.7513 0.049 Uiso 1 1 calc R . .
N3 N 0.5803(4) 0.6645(3) 0.4115(3) 0.0307(9) Uani 1 1 d . . .
N4 N 0.8615(4) 0.8069(3) 0.4928(3) 0.0341(9) Uani 1 1 d . . .
N5 N 0.2649(4) 0.7569(3) 0.3244(3) 0.0342(9) Uani 1 1 d . . .
N6 N 0.1358(5) 0.6735(4) 0.4138(3) 0.0460(11) Uani 1 1 d . . .
H6 H 0.0624 0.6303 0.4274 0.055 Uiso 1 1 calc R . .
N7 N 0.2440(4) 0.7599(3) 0.0903(3) 0.0340(9) Uani 1 1 d . . .
N8 N 0.5284(4) 0.8906(3) 0.1701(3) 0.0326(9) Uani 1 1 d . . .
N9 N 0.9127(5) 0.6077(3) 0.5529(3) 0.0404(10) Uani 1 1 d . . .
N10 N 0.2568(5) 0.5093(4) 0.8800(3) 0.0450(11) Uani 1 1 d . . .
O1 O 0.8658(4) 0.8354(3) 0.7036(3) 0.0461(9) Uani 1 1 d . . .
O2 O 0.9107(4) 0.8620(3) 0.8767(3) 0.0512(10) Uani 1 1 d . . .
O3 O 0.5442(3) 0.8978(3) 0.3812(2) 0.0400(8) Uani 1 1 d . . .
O4 O 0.6019(4) 0.8968(3) 0.5524(3) 0.0498(9) Uani 1 1 d . . .
O5 O 1.0427(4) 0.6668(4) 0.6091(3) 0.0762(14) Uani 1 1 d . . .
O6 O 0.8776(4) 0.5640(4) 0.4586(3) 0.0663(12) Uani 1 1 d . . .
O7 O 0.8132(4) 0.5936(3) 0.5899(3) 0.0567(10) Uani 1 1 d . . .
O8 O 0.3877(4) 0.5714(3) 0.9313(3) 0.0679(12) Uani 1 1 d . . .
O9 O 0.2071(4) 0.4911(3) 0.7810(3) 0.0582(11) Uani 1 1 d . . .
O10 O 0.1736(5) 0.4639(4) 0.9255(3) 0.0756(13) Uani 1 1 d . . .
O11 O 0.3313(4) 0.9813(3) 0.2430(3) 0.0458(9) Uani 1 1 d . . .
H11B H 0.3469 1.0129 0.3060 0.055 Uiso 1 1 d R . .
H11C H 0.2415 0.9600 0.2045 0.055 Uiso 1 1 d R . .
O12 O 0.9563(4) 0.0815(3) 0.8994(3) 0.0568(10) Uani 1 1 d . . .
H12C H 0.9374 0.0135 0.8840 0.068 Uiso 1 1 d R . .
H12D H 0.9972 0.1067 0.9667 0.068 Uiso 1 1 d R . .
C1 C 0.8298(5) 0.8131(4) 0.7825(4) 0.0377(12) Uani 1 1 d . . .
C2 C 0.6781(5) 0.7251(4) 0.7522(4) 0.0335(11) Uani 1 1 d . . .
C3 C 0.5941(6) 0.6835(4) 0.8086(4) 0.0436(13) Uani 1 1 d . . .
H3 H 0.6229 0.7020 0.8823 0.052 Uiso 1 1 calc R . .
C4 C 0.4638(5) 0.6075(4) 0.6391(4) 0.0378(12) Uani 1 1 d . . .
H4 H 0.3851 0.5629 0.5760 0.045 Uiso 1 1 calc R . .
C5 C 0.4389(5) 0.5930(4) 0.3722(4) 0.0365(11) Uani 1 1 d . . .
H5 H 0.3926 0.5697 0.4193 0.044 Uiso 1 1 calc R . .
C6 C 0.3565(6) 0.5513(4) 0.2637(4) 0.0443(13) Uani 1 1 d . . .
H6A H 0.2567 0.5026 0.2397 0.053 Uiso 1 1 calc R . .
C7 C 0.4221(5) 0.5817(4) 0.1920(4) 0.0421(12) Uani 1 1 d . . .
H7 H 0.3681 0.5539 0.1191 0.050 Uiso 1 1 calc R . .
C8 C 0.5719(6) 0.6553(4) 0.2306(4) 0.0369(11) Uani 1 1 d . . .
C9 C 0.6452(5) 0.6945(3) 0.3401(3) 0.0302(10) Uani 1 1 d . . .
C10 C 0.7996(5) 0.7722(4) 0.3854(4) 0.0337(11) Uani 1 1 d . . .
C11 C 0.8774(5) 0.8071(4) 0.3185(4) 0.0386(12) Uani 1 1 d . . .
C12 C 1.0267(6) 0.8810(4) 0.3688(4) 0.0440(13) Uani 1 1 d . . .
H12 H 1.0831 0.9072 0.3282 0.053 Uiso 1 1 calc R . .
C13 C 1.0900(6) 0.9148(4) 0.4767(5) 0.0500(14) Uani 1 1 d . . .
H13 H 1.1895 0.9639 0.5102 0.060 Uiso 1 1 calc R . .
C14 C 1.0032(5) 0.8747(4) 0.5372(4) 0.0432(13) Uani 1 1 d . . .
H14 H 1.0477 0.8968 0.6111 0.052 Uiso 1 1 calc R . .
C15 C 0.6562(6) 0.6931(4) 0.1637(4) 0.0464(13) Uani 1 1 d . . .
H15 H 0.6087 0.6675 0.0900 0.056 Uiso 1 1 calc R . .
C16 C 0.8001(6) 0.7636(4) 0.2052(4) 0.0458(13) Uani 1 1 d . . .
H16 H 0.8507 0.7848 0.1601 0.055 Uiso 1 1 calc R . .
C17 C 0.5118(5) 0.8687(4) 0.4605(4) 0.0371(12) Uani 1 1 d . . .
C18 C 0.3543(5) 0.7933(4) 0.4311(4) 0.0341(11) Uani 1 1 d . . .
C19 C 0.2728(6) 0.7412(4) 0.4865(4) 0.0437(13) Uani 1 1 d . . .
H19 H 0.3047 0.7501 0.5597 0.052 Uiso 1 1 calc R . .
C20 C 0.1341(5) 0.6851(4) 0.3176(4) 0.0411(12) Uani 1 1 d . . .
H20 H 0.0521 0.6479 0.2546 0.049 Uiso 1 1 calc R . .
C21 C 0.0993(6) 0.6970(4) 0.0520(4) 0.0480(14) Uani 1 1 d . . .
H21 H 0.0521 0.6791 0.0997 0.058 Uiso 1 1 calc R . .
C22 C 0.0157(6) 0.6569(5) -0.0566(4) 0.0598(16) Uani 1 1 d . . .
H22 H -0.0855 0.6128 -0.0801 0.072 Uiso 1 1 calc R . .
C23 C 0.0810(6) 0.6818(5) -0.1280(4) 0.0509(14) Uani 1 1 d . . .
H23 H 0.0256 0.6543 -0.2006 0.061 Uiso 1 1 calc R . .
C24 C 0.2342(5) 0.7498(4) -0.0910(4) 0.0376(12) Uani 1 1 d . . .
C25 C 0.3097(5) 0.7867(4) 0.0189(4) 0.0320(11) Uani 1 1 d . . .
C26 C 0.4649(5) 0.8569(4) 0.0625(4) 0.0311(11) Uani 1 1 d . . .
C27 C 0.5416(5) 0.8891(4) -0.0053(4) 0.0358(11) Uani 1 1 d . . .
C28 C 0.6941(6) 0.9595(4) 0.0449(4) 0.0440(13) Uani 1 1 d . . .
H28 H 0.7513 0.9825 0.0041 0.053 Uiso 1 1 calc R . .
C29 C 0.7573(5) 0.9935(4) 0.1529(4) 0.0469(13) Uani 1 1 d . . .
H29 H 0.8577 1.0403 0.1864 0.056 Uiso 1 1 calc R . .
C30 C 0.6704(5) 0.9576(4) 0.2134(4) 0.0451(13) Uani 1 1 d . . .
H30 H 0.7148 0.9822 0.2872 0.054 Uiso 1 1 calc R . .
C31 C 0.3161(6) 0.7842(5) -0.1588(4) 0.0497(14) Uani 1 1 d . . .
H31 H 0.2672 0.7600 -0.2323 0.060 Uiso 1 1 calc R . .
C32 C 0.4630(6) 0.8510(4) -0.1171(4) 0.0446(13) Uani 1 1 d . . .
H32 H 0.5132 0.8724 -0.1625 0.053 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cu1 0.0269(3) 0.0422(4) 0.0283(3) 0.0066(3) 0.0124(3) -0.0027(3)
Cu2 0.0228(3) 0.0427(4) 0.0288(3) 0.0101(3) 0.0113(3) 0.0050(3)
N1 0.026(2) 0.032(2) 0.032(2) 0.0094(16) 0.0146(17) 0.0051(18)
N2 0.038(3) 0.041(2) 0.047(3) 0.014(2) 0.027(2) 0.011(2)
N3 0.024(2) 0.026(2) 0.033(2) 0.0082(16) 0.0129(17) 0.0005(17)
N4 0.028(2) 0.037(2) 0.027(2) 0.0080(17) 0.0115(17) 0.0041(19)
N5 0.024(2) 0.040(2) 0.030(2) 0.0084(17) 0.0133(17) 0.0041(18)
N6 0.036(3) 0.057(3) 0.049(3) 0.023(2) 0.027(2) 0.013(2)
N7 0.028(2) 0.036(2) 0.029(2) 0.0092(16) 0.0135(17) 0.0023(18)
N8 0.022(2) 0.039(2) 0.031(2) 0.0106(17) 0.0093(17) 0.0073(18)
N9 0.038(3) 0.044(3) 0.037(3) 0.017(2) 0.017(2) 0.012(2)
N10 0.037(3) 0.047(3) 0.042(3) 0.012(2) 0.022(2) 0.004(2)
O1 0.0328(19) 0.053(2) 0.0296(19) 0.0065(15) 0.0105(15) -0.0008(17)
O2 0.052(2) 0.052(2) 0.0283(19) 0.0061(16) 0.0115(17) 0.0058(19)
O3 0.0244(18) 0.051(2) 0.0309(19) 0.0123(15) 0.0098(14) 0.0032(16)
O4 0.038(2) 0.066(2) 0.030(2) 0.0098(16) 0.0077(16) 0.0113(19)
O5 0.033(2) 0.120(4) 0.039(2) 0.007(2) 0.0045(19) 0.008(2)
O6 0.040(2) 0.089(3) 0.043(2) 0.002(2) 0.0206(19) 0.003(2)
O7 0.050(2) 0.061(3) 0.067(3) 0.023(2) 0.044(2) 0.014(2)
O8 0.041(2) 0.081(3) 0.043(2) 0.015(2) 0.0116(19) -0.007(2)
O9 0.043(2) 0.073(3) 0.033(2) 0.0126(18) 0.0124(18) 0.002(2)
O10 0.054(3) 0.092(3) 0.060(3) 0.019(2) 0.039(2) -0.002(2)
O11 0.045(2) 0.050(2) 0.039(2) 0.0092(16) 0.0164(17) 0.0184(18)
O12 0.058(3) 0.060(2) 0.041(2) 0.0083(18) 0.0118(19) 0.021(2)
C1 0.041(3) 0.039(3) 0.032(3) 0.010(2) 0.015(2) 0.015(2)
C2 0.034(3) 0.030(3) 0.038(3) 0.014(2) 0.020(2) 0.010(2)
C3 0.048(3) 0.044(3) 0.036(3) 0.010(2) 0.021(3) 0.015(3)
C4 0.031(3) 0.040(3) 0.037(3) 0.013(2) 0.015(2) 0.009(2)
C5 0.032(3) 0.036(3) 0.036(3) 0.009(2) 0.019(2) 0.007(2)
C6 0.033(3) 0.043(3) 0.041(3) 0.003(2) 0.011(2) 0.005(2)
C7 0.033(3) 0.042(3) 0.032(3) 0.007(2) 0.006(2) 0.004(2)
C8 0.042(3) 0.034(3) 0.036(3) 0.012(2) 0.018(2) 0.014(2)
C9 0.030(3) 0.023(2) 0.030(3) 0.0059(19) 0.011(2) 0.005(2)
C10 0.034(3) 0.028(3) 0.039(3) 0.012(2) 0.020(2) 0.009(2)
C11 0.040(3) 0.037(3) 0.042(3) 0.017(2) 0.025(2) 0.012(2)
C12 0.041(3) 0.045(3) 0.051(3) 0.020(3) 0.031(3) 0.011(3)
C13 0.027(3) 0.044(3) 0.068(4) 0.018(3) 0.025(3) 0.000(2)
C14 0.027(3) 0.043(3) 0.041(3) 0.005(2) 0.012(2) -0.001(2)
C15 0.052(4) 0.051(3) 0.033(3) 0.010(2) 0.019(3) 0.017(3)
C16 0.050(3) 0.052(3) 0.042(3) 0.021(3) 0.030(3) 0.017(3)
C17 0.033(3) 0.039(3) 0.035(3) 0.011(2) 0.014(2) 0.011(2)
C18 0.033(3) 0.045(3) 0.029(3) 0.014(2) 0.016(2) 0.018(2)
C19 0.040(3) 0.060(4) 0.034(3) 0.018(2) 0.018(2) 0.020(3)
C20 0.028(3) 0.051(3) 0.036(3) 0.009(2) 0.013(2) 0.008(2)
C21 0.036(3) 0.061(4) 0.037(3) 0.012(3) 0.022(2) 0.006(3)
C22 0.031(3) 0.070(4) 0.042(3) 0.004(3) 0.007(3) -0.006(3)
C23 0.039(3) 0.064(4) 0.028(3) 0.003(2) 0.011(2) 0.005(3)
C24 0.039(3) 0.043(3) 0.029(3) 0.009(2) 0.014(2) 0.015(2)
C25 0.031(3) 0.033(3) 0.036(3) 0.013(2) 0.018(2) 0.013(2)
C26 0.031(3) 0.032(3) 0.035(3) 0.013(2) 0.018(2) 0.013(2)
C27 0.036(3) 0.039(3) 0.046(3) 0.019(2) 0.027(2) 0.019(2)
C28 0.037(3) 0.049(3) 0.052(3) 0.021(3) 0.029(3) 0.014(3)
C29 0.022(3) 0.055(3) 0.055(4) 0.015(3) 0.017(3) 0.006(2)
C30 0.031(3) 0.054(3) 0.042(3) 0.015(2) 0.015(2) 0.009(3)
C31 0.056(4) 0.062(4) 0.034(3) 0.018(3) 0.021(3) 0.024(3)
C32 0.048(3) 0.060(4) 0.038(3) 0.021(3) 0.028(3) 0.024(3)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.958(3) . ?
Cu1 N1 1.978(4) . ?
Cu1 N4 1.999(4) . ?
Cu1 N3 2.011(4) . ?
Cu1 O7 2.570(4) . ?
Cu2 O3 1.951(3) . ?
Cu2 N5 2.006(4) . ?
Cu2 N7 2.010(4) . ?
Cu2 N8 2.012(4) . ?
Cu2 O11 2.267(3) . ?
N1 C4 1.320(6) . ?
N1 C2 1.380(5) . ?
N2 C4 1.343(6) . ?
N2 C3 1.358(6) . ?
N2 H2 0.8600 . ?
N3 C5 1.324(6) . ?
N3 C9 1.362(5) . ?
N4 C14 1.316(6) . ?
N4 C10 1.351(6) . ?
N5 C20 1.317(6) . ?
N5 C18 1.383(5) . ?
N6 C20 1.334(6) . ?
N6 C19 1.356(6) . ?
N6 H6 0.8600 . ?
N7 C21 1.327(6) . ?
N7 C25 1.359(5) . ?
N8 C30 1.316(6) . ?
N8 C26 1.355(5) . ?
N9 O5 1.227(5) . ?
N9 O6 1.229(5) . ?
N9 O7 1.258(5) . ?
N10 O8 1.228(5) . ?
N10 O10 1.238(5) . ?
N10 O9 1.248(5) . ?
O1 C1 1.273(5) . ?
O2 C1 1.239(5) . ?
O3 C17 1.286(5) . ?
O4 C17 1.235(5) . ?
O11 H11B 0.8499 . ?
O11 H11C 0.8499 . ?
O12 H12C 0.8500 . ?
O12 H12D 0.8500 . ?
C1 C2 1.479(7) . ?
C2 C3 1.346(6) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 C6 1.388(6) . ?
C5 H5 0.9300 . ?
C6 C7 1.371(7) . ?
C6 H6A 0.9300 . ?
C7 C8 1.396(7) . ?
C7 H7 0.9300 . ?
C8 C9 1.387(6) . ?
C8 C15 1.458(7) . ?
C9 C10 1.444(6) . ?
C10 C11 1.405(6) . ?
C11 C12 1.396(7) . ?
C11 C16 1.438(7) . ?
C12 C13 1.357(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.408(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C16 1.340(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.477(7) . ?
C18 C19 1.360(7) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.391(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.353(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.410(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.392(6) . ?
C24 C31 1.444(7) . ?
C25 C26 1.430(6) . ?
C26 C27 1.401(6) . ?
C27 C28 1.411(7) . ?
C27 C32 1.420(6) . ?
C28 C29 1.359(7) . ?
C28 H28 0.9300 . ?
C29 C30 1.398(7) . ?
C29 H29 0.9300 . ?
C30 H30 0.9300 . ?
C31 C32 1.354(7) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 83.96(14) . . ?
O1 Cu1 N4 91.52(15) . . ?
N1 Cu1 N4 174.65(15) . . ?
O1 Cu1 N3 171.31(15) . . ?
N1 Cu1 N3 102.71(15) . . ?
N4 Cu1 N3 82.07(15) . . ?
O1 Cu1 O7 89.56(14) . . ?
N1 Cu1 O7 87.51(13) . . ?
N4 Cu1 O7 89.60(13) . . ?
N3 Cu1 O7 96.23(14) . . ?
O3 Cu2 N5 83.43(14) . . ?
O3 Cu2 N7 169.08(14) . . ?
N5 Cu2 N7 102.69(15) . . ?
O3 Cu2 N8 90.58(14) . . ?
N5 Cu2 N8 166.34(15) . . ?
N7 Cu2 N8 81.45(15) . . ?
O3 Cu2 O11 96.21(13) . . ?
N5 Cu2 O11 98.98(14) . . ?
N7 Cu2 O11 91.79(14) . . ?
N8 Cu2 O11 93.85(14) . . ?
C4 N1 C2 105.7(4) . . ?
C4 N1 Cu1 145.6(3) . . ?
C2 N1 Cu1 108.7(3) . . ?
C4 N2 C3 107.7(4) . . ?
C4 N2 H2 126.1 . . ?
C3 N2 H2 126.1 . . ?
C5 N3 C9 116.9(4) . . ?
C5 N3 Cu1 130.3(3) . . ?
C9 N3 Cu1 112.8(3) . . ?
C14 N4 C10 118.2(4) . . ?
C14 N4 Cu1 128.6(3) . . ?
C10 N4 Cu1 113.1(3) . . ?
C20 N5 C18 106.5(4) . . ?
C20 N5 Cu2 145.0(3) . . ?
C18 N5 Cu2 108.6(3) . . ?
C20 N6 C19 108.5(4) . . ?
C20 N6 H6 125.7 . . ?
C19 N6 H6 125.7 . . ?
C21 N7 C25 117.5(4) . . ?
C21 N7 Cu2 129.3(3) . . ?
C25 N7 Cu2 113.0(3) . . ?
C30 N8 C26 117.9(4) . . ?
C30 N8 Cu2 128.8(3) . . ?
C26 N8 Cu2 113.2(3) . . ?
O5 N9 O6 120.3(4) . . ?
O5 N9 O7 120.7(4) . . ?
O6 N9 O7 119.0(4) . . ?
O8 N10 O10 120.5(4) . . ?
O8 N10 O9 120.0(4) . . ?
O10 N10 O9 119.5(4) . . ?
C1 O1 Cu1 115.5(3) . . ?
C17 O3 Cu2 116.7(3) . . ?
N9 O7 Cu1 110.7(3) . . ?
Cu2 O11 H11B 110.6 . . ?
Cu2 O11 H11C 110.1 . . ?
H11B O11 H11C 108.8 . . ?
H12C O12 H12D 108.1 . . ?
O2 C1 O1 124.1(5) . . ?
O2 C1 C2 121.9(5) . . ?
O1 C1 C2 114.0(4) . . ?
C3 C2 N1 109.3(4) . . ?
C3 C2 C1 133.1(5) . . ?
N1 C2 C1 117.4(4) . . ?
C2 C3 N2 106.6(4) . . ?
C2 C3 H3 126.7 . . ?
N2 C3 H3 126.7 . . ?
N1 C4 N2 110.7(4) . . ?
N1 C4 H4 124.7 . . ?
N2 C4 H4 124.7 . . ?
N3 C5 C6 123.0(4) . . ?
N3 C5 H5 118.5 . . ?
C6 C5 H5 118.5 . . ?
C7 C6 C5 120.0(5) . . ?
C7 C6 H6A 120.0 . . ?
C5 C6 H6A 120.0 . . ?
C6 C7 C8 118.6(5) . . ?
C6 C7 H7 120.7 . . ?
C8 C7 H7 120.7 . . ?
C9 C8 C7 117.6(4) . . ?
C9 C8 C15 118.0(5) . . ?
C7 C8 C15 124.4(5) . . ?
N3 C9 C8 123.9(4) . . ?
N3 C9 C10 115.6(4) . . ?
C8 C9 C10 120.5(4) . . ?
N4 C10 C11 123.6(4) . . ?
N4 C10 C9 116.4(4) . . ?
C11 C10 C9 120.0(4) . . ?
C12 C11 C10 116.4(4) . . ?
C12 C11 C16 125.0(5) . . ?
C10 C11 C16 118.6(5) . . ?
C13 C12 C11 120.3(5) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 119.3(5) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
N4 C14 C13 122.3(5) . . ?
N4 C14 H14 118.9 . . ?
C13 C14 H14 118.9 . . ?
C16 C15 C8 121.9(5) . . ?
C16 C15 H15 119.1 . . ?
C8 C15 H15 119.1 . . ?
C15 C16 C11 121.1(5) . . ?
C15 C16 H16 119.5 . . ?
C11 C16 H16 119.5 . . ?
O4 C17 O3 124.6(5) . . ?
O4 C17 C18 121.9(4) . . ?
O3 C17 C18 113.4(4) . . ?
C19 C18 N5 108.3(4) . . ?
C19 C18 C17 133.8(4) . . ?
N5 C18 C17 117.7(4) . . ?
N6 C19 C18 106.4(4) . . ?
N6 C19 H19 126.8 . . ?
C18 C19 H19 126.8 . . ?
N5 C20 N6 110.4(4) . . ?
N5 C20 H20 124.8 . . ?
N6 C20 H20 124.8 . . ?
N7 C21 C22 122.6(5) . . ?
N7 C21 H21 118.7 . . ?
C22 C21 H21 118.7 . . ?
C23 C22 C21 120.2(5) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 119.3(5) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C25 C24 C23 116.9(4) . . ?
C25 C24 C31 118.5(5) . . ?
C23 C24 C31 124.6(5) . . ?
N7 C25 C24 123.6(4) . . ?
N7 C25 C26 116.2(4) . . ?
C24 C25 C26 120.2(4) . . ?
N8 C26 C27 123.9(4) . . ?
N8 C26 C25 116.0(4) . . ?
C27 C26 C25 120.1(4) . . ?
C26 C27 C28 116.1(4) . . ?
C26 C27 C32 119.1(4) . . ?
C28 C27 C32 124.9(4) . . ?
C29 C28 C27 119.9(5) . . ?
C29 C28 H28 120.1 . . ?
C27 C28 H28 120.1 . . ?
C28 C29 C30 119.5(5) . . ?
C28 C29 H29 120.2 . . ?
C30 C29 H29 120.2 . . ?
N8 C30 C29 122.7(5) . . ?
N8 C30 H30 118.6 . . ?
C29 C30 H30 118.6 . . ?
C32 C31 C24 121.1(5) . . ?
C32 C31 H31 119.5 . . ?
C24 C31 H31 119.5 . . ?
C31 C32 C27 121.1(5) . . ?
C31 C32 H32 119.5 . . ?
C27 C32 H32 119.5 . . ?

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
O1 Cu1 N1 C4 175.8(6) . . . . ?
N4 Cu1 N1 C4 -151.8(14) . . . . ?
N3 Cu1 N1 C4 1.4(6) . . . . ?
O7 Cu1 N1 C4 -94.4(6) . . . . ?
O1 Cu1 N1 C2 -4.8(3) . . . . ?
N4 Cu1 N1 C2 27.6(17) . . . . ?
N3 Cu1 N1 C2 -179.2(3) . . . . ?
O7 Cu1 N1 C2 85.0(3) . . . . ?
O1 Cu1 N3 C5 -137.1(9) . . . . ?
N1 Cu1 N3 C5 2.5(4) . . . . ?
N4 Cu1 N3 C5 -179.9(4) . . . . ?
O7 Cu1 N3 C5 91.4(4) . . . . ?
O1 Cu1 N3 C9 41.8(11) . . . . ?
N1 Cu1 N3 C9 -178.7(3) . . . . ?
N4 Cu1 N3 C9 -1.1(3) . . . . ?
O7 Cu1 N3 C9 -89.8(3) . . . . ?
O1 Cu1 N4 C14 9.0(4) . . . . ?
N1 Cu1 N4 C14 -23.3(18) . . . . ?
N3 Cu1 N4 C14 -176.9(4) . . . . ?
O7 Cu1 N4 C14 -80.5(4) . . . . ?
O1 Cu1 N4 C10 -173.3(3) . . . . ?
N1 Cu1 N4 C10 154.4(15) . . . . ?
N3 Cu1 N4 C10 0.8(3) . . . . ?
O7 Cu1 N4 C10 97.1(3) . . . . ?
O3 Cu2 N5 C20 -177.6(6) . . . . ?
N7 Cu2 N5 C20 -6.8(6) . . . . ?
N8 Cu2 N5 C20 -113.1(7) . . . . ?
O11 Cu2 N5 C20 87.1(6) . . . . ?
O3 Cu2 N5 C18 3.3(3) . . . . ?
N7 Cu2 N5 C18 174.2(3) . . . . ?
N8 Cu2 N5 C18 67.8(7) . . . . ?
O11 Cu2 N5 C18 -91.9(3) . . . . ?
O3 Cu2 N7 C21 139.0(7) . . . . ?
N5 Cu2 N7 C21 15.8(5) . . . . ?
N8 Cu2 N7 C21 -177.5(5) . . . . ?
O11 Cu2 N7 C21 -83.9(4) . . . . ?
O3 Cu2 N7 C25 -46.5(9) . . . . ?
N5 Cu2 N7 C25 -169.8(3) . . . . ?
N8 Cu2 N7 C25 -3.0(3) . . . . ?
O11 Cu2 N7 C25 90.6(3) . . . . ?
O3 Cu2 N8 C30 -8.6(4) . . . . ?
N5 Cu2 N8 C30 -72.3(8) . . . . ?
N7 Cu2 N8 C30 178.9(5) . . . . ?
O11 Cu2 N8 C30 87.7(4) . . . . ?
O3 Cu2 N8 C26 174.8(3) . . . . ?
N5 Cu2 N8 C26 111.1(6) . . . . ?
N7 Cu2 N8 C26 2.3(3) . . . . ?
O11 Cu2 N8 C26 -88.9(3) . . . . ?
N1 Cu1 O1 C1 5.6(3) . . . . ?
N4 Cu1 O1 C1 -171.5(3) . . . . ?
N3 Cu1 O1 C1 146.1(9) . . . . ?
O7 Cu1 O1 C1 -81.9(3) . . . . ?
N5 Cu2 O3 C17 -1.0(3) . . . . ?
N7 Cu2 O3 C17 -125.8(7) . . . . ?
N8 Cu2 O3 C17 -168.7(3) . . . . ?
O11 Cu2 O3 C17 97.4(3) . . . . ?
O5 N9 O7 Cu1 90.1(5) . . . . ?
O6 N9 O7 Cu1 -87.6(4) . . . . ?
O1 Cu1 O7 N9 -91.5(3) . . . . ?
N1 Cu1 O7 N9 -175.4(3) . . . . ?
N4 Cu1 O7 N9 0.1(3) . . . . ?
N3 Cu1 O7 N9 82.0(3) . . . . ?
Cu1 O1 C1 O2 177.6(4) . . . . ?
Cu1 O1 C1 C2 -4.8(5) . . . . ?
C4 N1 C2 C3 -0.9(5) . . . . ?
Cu1 N1 C2 C3 179.4(3) . . . . ?
C4 N1 C2 C1 -176.5(4) . . . . ?
Cu1 N1 C2 C1 3.9(5) . . . . ?
O2 C1 C2 C3 3.9(9) . . . . ?
O1 C1 C2 C3 -173.8(5) . . . . ?
O2 C1 C2 N1 178.2(4) . . . . ?
O1 C1 C2 N1 0.5(6) . . . . ?
N1 C2 C3 N2 0.7(5) . . . . ?
C1 C2 C3 N2 175.4(5) . . . . ?
C4 N2 C3 C2 -0.2(5) . . . . ?
C2 N1 C4 N2 0.8(5) . . . . ?
Cu1 N1 C4 N2 -179.8(4) . . . . ?
C3 N2 C4 N1 -0.4(5) . . . . ?
C9 N3 C5 C6 -1.7(7) . . . . ?
Cu1 N3 C5 C6 177.1(3) . . . . ?
N3 C5 C6 C7 1.7(7) . . . . ?
C5 C6 C7 C8 -0.4(7) . . . . ?
C6 C7 C8 C9 -0.8(7) . . . . ?
C6 C7 C8 C15 178.9(4) . . . . ?
C5 N3 C9 C8 0.4(6) . . . . ?
Cu1 N3 C9 C8 -178.6(3) . . . . ?
C5 N3 C9 C10 -179.8(4) . . . . ?
Cu1 N3 C9 C10 1.2(5) . . . . ?
C7 C8 C9 N3 0.8(7) . . . . ?
C15 C8 C9 N3 -178.9(4) . . . . ?
C7 C8 C9 C10 -179.0(4) . . . . ?
C15 C8 C9 C10 1.3(6) . . . . ?
C14 N4 C10 C11 -2.0(7) . . . . ?
Cu1 N4 C10 C11 -179.9(4) . . . . ?
C14 N4 C10 C9 177.6(4) . . . . ?
Cu1 N4 C10 C9 -0.4(5) . . . . ?
N3 C9 C10 N4 -0.6(6) . . . . ?
C8 C9 C10 N4 179.2(4) . . . . ?
N3 C9 C10 C11 179.0(4) . . . . ?
C8 C9 C10 C11 -1.2(7) . . . . ?
N4 C10 C11 C12 0.5(7) . . . . ?
C9 C10 C11 C12 -179.1(4) . . . . ?
N4 C10 C11 C16 179.4(4) . . . . ?
C9 C10 C11 C16 -0.1(7) . . . . ?
C10 C11 C12 C13 0.6(7) . . . . ?
C16 C11 C12 C13 -178.3(5) . . . . ?
C11 C12 C13 C14 -0.2(8) . . . . ?
C10 N4 C14 C13 2.4(7) . . . . ?
Cu1 N4 C14 C13 -180.0(4) . . . . ?
C12 C13 C14 N4 -1.4(8) . . . . ?
C9 C8 C15 C16 -0.1(7) . . . . ?
C7 C8 C15 C16 -179.8(5) . . . . ?
C8 C15 C16 C11 -1.3(8) . . . . ?
C12 C11 C16 C15 -179.8(5) . . . . ?
C10 C11 C16 C15 1.3(7) . . . . ?
Cu2 O3 C17 O4 176.1(4) . . . . ?
Cu2 O3 C17 C18 -1.6(5) . . . . ?
C20 N5 C18 C19 0.0(5) . . . . ?
Cu2 N5 C18 C19 179.5(3) . . . . ?
C20 N5 C18 C17 175.3(4) . . . . ?
Cu2 N5 C18 C17 -5.2(5) . . . . ?
O4 C17 C18 C19 0.8(9) . . . . ?
O3 C17 C18 C19 178.5(5) . . . . ?
O4 C17 C18 N5 -173.0(4) . . . . ?
O3 C17 C18 N5 4.7(6) . . . . ?
C20 N6 C19 C18 -0.6(6) . . . . ?
N5 C18 C19 N6 0.3(5) . . . . ?
C17 C18 C19 N6 -173.9(5) . . . . ?
C18 N5 C20 N6 -0.4(5) . . . . ?
Cu2 N5 C20 N6 -179.5(4) . . . . ?
C19 N6 C20 N5 0.6(6) . . . . ?
C25 N7 C21 C22 1.4(8) . . . . ?
Cu2 N7 C21 C22 175.6(4) . . . . ?
N7 C21 C22 C23 -0.2(9) . . . . ?
C21 C22 C23 C24 -0.8(9) . . . . ?
C22 C23 C24 C25 0.5(8) . . . . ?
C22 C23 C24 C31 -178.6(5) . . . . ?
C21 N7 C25 C24 -1.6(7) . . . . ?
Cu2 N7 C25 C24 -176.8(4) . . . . ?
C21 N7 C25 C26 178.4(4) . . . . ?
Cu2 N7 C25 C26 3.2(5) . . . . ?
C23 C24 C25 N7 0.7(7) . . . . ?
C31 C24 C25 N7 179.8(4) . . . . ?
C23 C24 C25 C26 -179.4(4) . . . . ?
C31 C24 C25 C26 -0.2(7) . . . . ?
C30 N8 C26 C27 0.1(7) . . . . ?
Cu2 N8 C26 C27 177.1(3) . . . . ?
C30 N8 C26 C25 -178.3(4) . . . . ?
Cu2 N8 C26 C25 -1.3(5) . . . . ?
N7 C25 C26 N8 -1.3(6) . . . . ?
C24 C25 C26 N8 178.7(4) . . . . ?
N7 C25 C26 C27 -179.8(4) . . . . ?
C24 C25 C26 C27 0.3(7) . . . . ?
N8 C26 C27 C28 1.0(7) . . . . ?
C25 C26 C27 C28 179.3(4) . . . . ?
N8 C26 C27 C32 -178.3(4) . . . . ?
C25 C26 C27 C32 0.0(6) . . . . ?
C26 C27 C28 C29 -1.2(7) . . . . ?
C32 C27 C28 C29 178.1(5) . . . . ?
C27 C28 C29 C30 0.4(8) . . . . ?
C26 N8 C30 C29 -1.0(7) . . . . ?
Cu2 N8 C30 C29 -177.4(4) . . . . ?
C28 C29 C30 N8 0.7(8) . . . . ?
C25 C24 C31 C32 -0.1(7) . . . . ?
C23 C24 C31 C32 179.0(5) . . . . ?
C24 C31 C32 C27 0.3(8) . . . . ?
C26 C27 C32 C31 -0.3(7) . . . . ?
C28 C27 C32 C31 -179.5(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.978
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.978
_refine_diff_density_max         0.746
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.086
_database_code_depnum_ccdc_archive 'CCDC 873962'