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

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_ascu

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H26 Cu2 N10 O4'
_chemical_formula_weight         765.73

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

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/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                   9.0785(6)
_cell_length_b                   22.8156(16)
_cell_length_c                   8.3584(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 115.520(4)
_cell_angle_gamma                90.00
_cell_volume                     1562.37(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             780
_exptl_absorpt_coefficient_mu    1.420
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.8152
_exptl_absorpt_correction_T_max  0.9324
_exptl_absorpt_process_details   SADBAS

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            23810
_diffrn_reflns_av_R_equivalents  0.1356
_diffrn_reflns_av_sigmaI/netI    0.1186
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         26.43
_reflns_number_total             3211
_reflns_number_gt                1573
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER SMART APEX II CCD'
_computing_cell_refinement       'BRUKER SMART APEX II CCD'
_computing_data_reduction        'BRUKER SAINT'
_computing_structure_solution    SHELXS-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Mercury 2.4'
_computing_publication_material  'WINGX V1.70.01'
_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)+(0.0385P)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    none
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3211
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1424
_refine_ls_R_factor_gt           0.0547
_refine_ls_wR_factor_ref         0.1231
_refine_ls_wR_factor_gt          0.0988
_refine_ls_goodness_of_fit_ref   0.962
_refine_ls_restrained_S_all      0.962
_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 0.82166(6) 0.03437(2) 0.45827(7) 0.0489(2) Uani 1 1 d . . .
N4 N 1.0955(5) 0.0685(2) 0.7572(6) 0.0666(13) Uani 1 1 d . . .
O1 O 0.8807(4) 0.11093(14) 0.4178(4) 0.0604(9) Uani 1 1 d . . .
O2 O 1.0324(5) 0.20547(15) 0.4037(6) 0.0819(12) Uani 1 1 d . . .
N2 N 0.6030(4) 0.04029(18) 0.2610(5) 0.0500(10) Uani 1 1 d . . .
C1 C 0.7993(6) -0.0766(2) 0.6376(7) 0.0642(15) Uani 1 1 d . . .
H1 H 0.9076 -0.0705 0.7171 0.077 Uiso 1 1 calc R . .
N3 N 1.0291(4) 0.02552(17) 0.6761(5) 0.0518(11) Uani 1 1 d . . .
N1 N 0.7275(5) -0.03883(16) 0.5060(5) 0.0510(10) Uani 1 1 d . . .
C9 C 0.5700(6) -0.0480(2) 0.3915(7) 0.0516(13) Uani 1 1 d . . .
C5 C 0.3125(7) -0.1010(3) 0.2818(9) 0.0774(18) Uani 1 1 d . . .
H5 H 0.2496 -0.1319 0.2906 0.093 Uiso 1 1 calc R . .
C4 C 0.4780(7) -0.0958(2) 0.4045(8) 0.0620(15) Uani 1 1 d . . .
C12 C 0.8042(7) 0.1443(2) 0.2811(7) 0.0556(13) Uani 1 1 d . . .
C10 C 0.5553(6) 0.0836(2) 0.1485(7) 0.0581(14) Uani 1 1 d . . .
H10 H 0.4494 0.0816 0.0594 0.070 Uiso 1 1 calc R . .
C7 C 0.3369(6) -0.0136(3) 0.1372(7) 0.0690(16) Uani 1 1 d . . .
H7 H 0.2872 0.0134 0.0463 0.083 Uiso 1 1 calc R . .
C8 C 0.4970(6) -0.0061(2) 0.2541(7) 0.0504(13) Uani 1 1 d . . .
C13 C 0.8842(9) 0.1962(2) 0.2661(9) 0.0725(17) Uani 1 1 d . . .
C14 C 0.8108(9) 0.2328(2) 0.1205(10) 0.0794(19) Uani 1 1 d . . .
H14 H 0.8654 0.2660 0.1105 0.095 Uiso 1 1 calc R . .
C11 C 0.6475(7) 0.1334(2) 0.1476(7) 0.0574(14) Uani 1 1 d . . .
C2 C 0.7170(8) -0.1253(2) 0.6603(8) 0.0767(17) Uani 1 1 d . . .
H2 H 0.7705 -0.1510 0.7539 0.092 Uiso 1 1 calc R . .
C16 C 0.5736(7) 0.1726(3) 0.0000(7) 0.0733(17) Uani 1 1 d . . .
H16 H 0.4693 0.1652 -0.0880 0.088 Uiso 1 1 calc R . .
C6 C 0.2471(7) -0.0612(3) 0.1527(9) 0.0848(19) Uani 1 1 d . . .
H6 H 0.1387 -0.0653 0.0709 0.102 Uiso 1 1 calc R . .
C3 C 0.5597(8) -0.1351(2) 0.5463(9) 0.0812(19) Uani 1 1 d . . .
H3 H 0.5051 -0.1676 0.5611 0.097 Uiso 1 1 calc R . .
N5 N 1.1658(6) 0.1081(2) 0.8397(8) 0.124(2) Uani 1 1 d . . .
C15 C 0.6577(10) 0.2202(3) -0.0093(9) 0.090(2) Uani 1 1 d . . .
H15 H 0.6109 0.2453 -0.1061 0.107 Uiso 1 1 calc R . .
C17 C 1.1142(8) 0.2587(2) 0.4053(9) 0.112(2) Uani 1 1 d . . .
H17C H 1.2168 0.2599 0.5087 0.167 Uiso 1 1 calc R . .
H17A H 1.0481 0.2912 0.4073 0.167 Uiso 1 1 calc R . .
H17B H 1.1331 0.2608 0.3009 0.167 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 O1 1.900(3) . ?
Cu1 N2 1.964(4) . ?
Cu1 N3 1.987(4) . ?
Cu1 N1 1.993(4) . ?
N4 N5 1.148(6) . ?
N4 N3 1.198(5) . ?
O1 C12 1.297(5) . ?
O2 C13 1.358(7) . ?
O2 C17 1.420(6) . ?
N2 C10 1.303(5) . ?
N2 C8 1.416(5) . ?
C1 N1 1.326(5) . ?
C1 C2 1.397(6) . ?
N1 C9 1.351(5) . ?
C9 C4 1.405(6) . ?
C9 C8 1.419(6) . ?
C5 C6 1.339(8) . ?
C5 C4 1.413(7) . ?
C4 C3 1.415(7) . ?
C12 C11 1.401(7) . ?
C12 C13 1.424(7) . ?
C10 C11 1.413(7) . ?
C7 C8 1.368(6) . ?
C7 C6 1.397(8) . ?
C13 C14 1.386(8) . ?
C14 C15 1.375(8) . ?
C11 C16 1.435(7) . ?
C2 C3 1.350(7) . ?
C16 C15 1.350(8) . ?

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 N2 92.75(16) . . ?
O1 Cu1 N3 91.61(15) . . ?
N2 Cu1 N3 172.94(15) . . ?
O1 Cu1 N1 169.82(14) . . ?
N2 Cu1 N1 81.96(17) . . ?
N3 Cu1 N1 92.88(16) . . ?
N5 N4 N3 176.6(5) . . ?
C12 O1 Cu1 127.7(3) . . ?
C13 O2 C17 117.6(5) . . ?
C10 N2 C8 122.0(4) . . ?
C10 N2 Cu1 124.0(3) . . ?
C8 N2 Cu1 114.0(3) . . ?
N1 C1 C2 121.9(5) . . ?
N4 N3 Cu1 118.9(3) . . ?
C1 N1 C9 118.6(4) . . ?
C1 N1 Cu1 127.6(4) . . ?
C9 N1 Cu1 113.7(3) . . ?
N1 C9 C4 123.2(5) . . ?
N1 C9 C8 116.8(4) . . ?
C4 C9 C8 119.9(5) . . ?
C6 C5 C4 119.4(6) . . ?
C9 C4 C5 119.4(6) . . ?
C9 C4 C3 116.2(5) . . ?
C5 C4 C3 124.3(6) . . ?
O1 C12 C11 124.9(5) . . ?
O1 C12 C13 117.8(6) . . ?
C11 C12 C13 117.3(5) . . ?
N2 C10 C11 126.9(5) . . ?
C8 C7 C6 120.8(6) . . ?
C7 C8 N2 128.0(5) . . ?
C7 C8 C9 118.5(5) . . ?
N2 C8 C9 113.5(4) . . ?
O2 C13 C14 125.2(6) . . ?
O2 C13 C12 114.3(6) . . ?
C14 C13 C12 120.5(6) . . ?
C15 C14 C13 120.5(6) . . ?
C12 C11 C10 122.6(5) . . ?
C12 C11 C16 120.9(5) . . ?
C10 C11 C16 116.5(6) . . ?
C3 C2 C1 120.0(6) . . ?
C15 C16 C11 119.0(6) . . ?
C5 C6 C7 121.9(6) . . ?
C2 C3 C4 120.0(5) . . ?
C16 C15 C14 121.8(6) . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.43
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.071
_database_code_depnum_ccdc_archive 'CCDC 956080'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_as_feb26_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H13 Cu N3 O3'
_chemical_formula_weight         382.85

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                   7.2980(2)
_cell_length_b                   14.4856(5)
_cell_length_c                   14.9016(5)
_cell_angle_alpha                85.634(2)
_cell_angle_beta                 83.851(2)
_cell_angle_gamma                78.042(2)
_cell_volume                     1529.93(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    1.0
_cell_measurement_theta_min      27.49
_cell_measurement_theta_max      386

_exptl_crystal_description       needle
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             780
_exptl_absorpt_coefficient_mu    1.451
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.765
_exptl_absorpt_correction_T_max  0.895
_exptl_absorpt_process_details   SADABAS

_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24661
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_sigmaI/netI    0.0534
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.94
_diffrn_reflns_theta_max         27.24
_reflns_number_total             6762
_reflns_number_gt                4653
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0497P)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    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6762
_refine_ls_number_parameters     453
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1045
_refine_ls_wR_factor_gt          0.0940
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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 0.38324(5) 0.44315(2) 0.37962(2) 0.03964(12) Uani 1 1 d . . .
Cu2 Cu 0.85149(5) -0.05026(2) 0.10159(2) 0.03367(11) Uani 1 1 d . . .
O2 O 0.2493(3) 0.75520(14) 0.40927(15) 0.0576(6) Uani 1 1 d . . .
O5 O 0.5448(3) 0.25316(13) 0.05372(13) 0.0479(5) Uani 1 1 d . . .
O4 O 0.7191(3) 0.07404(12) 0.06827(12) 0.0370(5) Uani 1 1 d . . .
N2 N 0.2898(3) 0.39957(16) 0.49946(15) 0.0369(6) Uani 1 1 d . . .
O1 O 0.3101(3) 0.57186(13) 0.40648(13) 0.0495(6) Uani 1 1 d . . .
N1 N 0.4312(3) 0.30609(16) 0.35779(15) 0.0407(6) Uani 1 1 d . . .
N5 N 0.8409(3) -0.09683(14) -0.01706(14) 0.0324(5) Uani 1 1 d . . .
N4 N 0.9844(3) -0.18462(15) 0.12629(15) 0.0340(5) Uani 1 1 d . . .
O6 O 1.0389(4) 0.06995(19) 0.3065(2) 0.0971(10) Uani 1 1 d . . .
C10 C 0.2099(4) 0.4543(2) 0.56403(19) 0.0438(7) Uani 1 1 d . . .
H10 H 0.1680 0.4247 0.6177 0.053 Uiso 1 1 calc R . .
C11 C 0.1805(4) 0.5537(2) 0.56073(19) 0.0420(7) Uani 1 1 d . . .
C16 C 0.0912(5) 0.6003(2) 0.6392(2) 0.0528(9) Uani 1 1 d . . .
H16 H 0.0530 0.5652 0.6900 0.063 Uiso 1 1 calc R . .
C15 C 0.0615(5) 0.6958(2) 0.6404(2) 0.0574(9) Uani 1 1 d . . .
H15 H 0.0049 0.7256 0.6924 0.069 Uiso 1 1 calc R . .
C14 C 0.1146(4) 0.7496(2) 0.5648(2) 0.0518(8) Uani 1 1 d . . .
H14 H 0.0933 0.8150 0.5668 0.062 Uiso 1 1 calc R . .
C13 C 0.1976(4) 0.7080(2) 0.4876(2) 0.0435(7) Uani 1 1 d . . .
C17 C 0.2322(5) 0.8543(2) 0.4116(2) 0.0611(9) Uani 1 1 d . . .
H17A H 0.1030 0.8832 0.4269 0.092 Uiso 1 1 calc R . .
H17B H 0.2743 0.8794 0.3533 0.092 Uiso 1 1 calc R . .
H17C H 0.3078 0.8675 0.4561 0.092 Uiso 1 1 calc R . .
C12 C 0.2330(4) 0.6076(2) 0.4825(2) 0.0415(7) Uani 1 1 d . . .
C8 C 0.3023(4) 0.30076(19) 0.50995(18) 0.0377(7) Uani 1 1 d . . .
C9 C 0.3739(4) 0.2528(2) 0.43049(19) 0.0393(7) Uani 1 1 d . . .
C1 C 0.5029(5) 0.2634(2) 0.2825(2) 0.0520(8) Uani 1 1 d . . .
H1 H 0.5451 0.2995 0.2333 0.062 Uiso 1 1 calc R . .
C2 C 0.5179(5) 0.1668(2) 0.2739(2) 0.0567(9) Uani 1 1 d . . .
H2 H 0.5686 0.1394 0.2199 0.068 Uiso 1 1 calc R . .
C3 C 0.4579(5) 0.1135(2) 0.3449(2) 0.0552(9) Uani 1 1 d . . .
H3 H 0.4654 0.0493 0.3394 0.066 Uiso 1 1 calc R . .
C4 C 0.3839(4) 0.1545(2) 0.4278(2) 0.0447(7) Uani 1 1 d . . .
C5 C 0.3224(4) 0.1057(2) 0.5063(2) 0.0528(8) Uani 1 1 d . . .
H5 H 0.3213 0.0417 0.5053 0.063 Uiso 1 1 calc R . .
C6 C 0.2646(4) 0.1510(2) 0.5840(2) 0.0526(8) Uani 1 1 d . . .
H6 H 0.2315 0.1167 0.6364 0.063 Uiso 1 1 calc R . .
C7 C 0.2539(4) 0.2489(2) 0.5865(2) 0.0500(8) Uani 1 1 d . . .
H7 H 0.2138 0.2786 0.6403 0.060 Uiso 1 1 calc R . .
N3 N 0.4832(4) 0.47693(18) 0.25911(17) 0.0522(7) Uani 1 1 d . . .
C18 C 0.5969(6) 0.5167(2) 0.2250(2) 0.0578(10) Uani 1 1 d . . .
O3 O 0.7132(4) 0.5550(2) 0.1867(2) 0.1075(11) Uani 1 1 d . . .
C28 C 0.7457(4) -0.04958(18) -0.08035(18) 0.0352(7) Uani 1 1 d . . .
H28 H 0.7372 -0.0824 -0.1305 0.042 Uiso 1 1 calc R . .
C29 C 0.6541(4) 0.04581(18) -0.08108(18) 0.0345(7) Uani 1 1 d . . .
C34 C 0.5683(4) 0.0839(2) -0.16041(19) 0.0434(7) Uani 1 1 d . . .
H34 H 0.5715 0.0450 -0.2076 0.052 Uiso 1 1 calc R . .
C33 C 0.4824(4) 0.1754(2) -0.1687(2) 0.0473(8) Uani 1 1 d . . .
H33 H 0.4289 0.1994 -0.2217 0.057 Uiso 1 1 calc R . .
C32 C 0.4737(4) 0.2344(2) -0.0975(2) 0.0427(7) Uani 1 1 d . . .
H32 H 0.4148 0.2976 -0.1037 0.051 Uiso 1 1 calc R . .
C31 C 0.5506(4) 0.20013(19) -0.01899(19) 0.0368(7) Uani 1 1 d . . .
C35 C 0.4532(5) 0.3505(2) 0.0442(2) 0.0582(9) Uani 1 1 d . . .
H35A H 0.5166 0.3812 -0.0055 0.087 Uiso 1 1 calc R . .
H35B H 0.4572 0.3810 0.0988 0.087 Uiso 1 1 calc R . .
H35C H 0.3247 0.3546 0.0329 0.087 Uiso 1 1 calc R . .
C30 C 0.6465(4) 0.10366(18) -0.00771(18) 0.0327(6) Uani 1 1 d . . .
C26 C 0.9286(4) -0.19304(18) -0.02597(18) 0.0347(6) Uani 1 1 d . . .
C25 C 0.9549(4) -0.2430(2) -0.1022(2) 0.0476(8) Uani 1 1 d . . .
H25 H 0.9161 -0.2130 -0.1563 0.057 Uiso 1 1 calc R . .
C24 C 1.0398(4) -0.3387(2) -0.0991(2) 0.0535(9) Uani 1 1 d . . .
H24 H 1.0569 -0.3713 -0.1517 0.064 Uiso 1 1 calc R . .
C23 C 1.0981(4) -0.3857(2) -0.0215(2) 0.0460(8) Uani 1 1 d . . .
H23 H 1.1487 -0.4502 -0.0208 0.055 Uiso 1 1 calc R . .
C22 C 1.0815(4) -0.33615(19) 0.0580(2) 0.0390(7) Uani 1 1 d . . .
C21 C 1.1468(4) -0.3758(2) 0.1402(2) 0.0469(8) Uani 1 1 d . . .
H21 H 1.1979 -0.4401 0.1462 0.056 Uiso 1 1 calc R . .
C20 C 1.1360(4) -0.3209(2) 0.2109(2) 0.0484(8) Uani 1 1 d . . .
H20 H 1.1825 -0.3466 0.2651 0.058 Uiso 1 1 calc R . .
C19 C 1.0538(4) -0.2247(2) 0.20131(19) 0.0423(7) Uani 1 1 d . . .
H19 H 1.0477 -0.1874 0.2500 0.051 Uiso 1 1 calc R . .
C27 C 0.9991(4) -0.23936(18) 0.05399(18) 0.0333(6) Uani 1 1 d . . .
N6 N 0.8847(4) -0.01266(17) 0.21891(16) 0.0478(7) Uani 1 1 d . . .
C36 C 0.9590(5) 0.0292(2) 0.2611(2) 0.0495(8) 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 O1 1.8913(18) . ?
Cu1 N3 1.931(3) . ?
Cu1 N2 1.949(2) . ?
Cu1 N1 1.989(2) . ?
Cu2 O4 1.9151(17) . ?
Cu2 N6 1.924(2) . ?
Cu2 N5 1.954(2) . ?
Cu2 N4 2.012(2) . ?
O2 C13 1.366(3) . ?
O2 C17 1.418(3) . ?
O5 C31 1.367(3) . ?
O5 C35 1.434(3) . ?
O4 C30 1.307(3) . ?
N2 C10 1.303(3) . ?
N2 C8 1.413(3) . ?
O1 C12 1.303(3) . ?
N1 C1 1.327(3) . ?
N1 C9 1.361(3) . ?
N5 C28 1.298(3) . ?
N5 C26 1.418(3) . ?
N4 C19 1.321(3) . ?
N4 C27 1.368(3) . ?
O6 C36 1.197(4) . ?
C10 C11 1.409(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.416(4) . ?
C11 C16 1.423(4) . ?
C16 C15 1.356(4) . ?
C16 H16 0.9300 . ?
C15 C14 1.387(4) . ?
C15 H15 0.9300 . ?
C14 C13 1.362(4) . ?
C14 H14 0.9300 . ?
C13 C12 1.430(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C8 C7 1.372(4) . ?
C8 C9 1.414(4) . ?
C9 C4 1.414(4) . ?
C1 C2 1.396(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.351(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.416(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.401(4) . ?
C5 C6 1.358(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.407(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
N3 C18 1.159(4) . ?
C18 O3 1.183(4) . ?
C28 C29 1.405(4) . ?
C28 H28 0.9300 . ?
C29 C30 1.417(4) . ?
C29 C34 1.418(4) . ?
C34 C33 1.346(4) . ?
C34 H34 0.9300 . ?
C33 C32 1.401(4) . ?
C33 H33 0.9300 . ?
C32 C31 1.366(4) . ?
C32 H32 0.9300 . ?
C31 C30 1.433(4) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C26 C25 1.368(4) . ?
C26 C27 1.415(4) . ?
C25 C24 1.396(4) . ?
C25 H25 0.9300 . ?
C24 C23 1.358(4) . ?
C24 H24 0.9300 . ?
C23 C22 1.414(4) . ?
C23 H23 0.9300 . ?
C22 C21 1.400(4) . ?
C22 C27 1.406(4) . ?
C21 C20 1.355(4) . ?
C21 H21 0.9300 . ?
C20 C19 1.401(4) . ?
C20 H20 0.9300 . ?
C19 H19 0.9300 . ?
N6 C36 1.151(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 N3 91.16(9) . . ?
O1 Cu1 N2 92.94(9) . . ?
N3 Cu1 N2 175.88(9) . . ?
O1 Cu1 N1 173.42(9) . . ?
N3 Cu1 N1 93.44(10) . . ?
N2 Cu1 N1 82.51(9) . . ?
O4 Cu2 N6 91.79(9) . . ?
O4 Cu2 N5 92.84(8) . . ?
N6 Cu2 N5 174.51(10) . . ?
O4 Cu2 N4 174.87(8) . . ?
N6 Cu2 N4 93.29(10) . . ?
N5 Cu2 N4 82.12(9) . . ?
C13 O2 C17 117.0(2) . . ?
C31 O5 C35 116.4(2) . . ?
C30 O4 Cu2 127.89(16) . . ?
C10 N2 C8 120.9(2) . . ?
C10 N2 Cu1 125.1(2) . . ?
C8 N2 Cu1 113.88(17) . . ?
C12 O1 Cu1 128.40(19) . . ?
C1 N1 C9 118.5(2) . . ?
C1 N1 Cu1 128.4(2) . . ?
C9 N1 Cu1 113.06(17) . . ?
C28 N5 C26 120.8(2) . . ?
C28 N5 Cu2 124.61(18) . . ?
C26 N5 Cu2 114.13(17) . . ?
C19 N4 C27 118.1(2) . . ?
C19 N4 Cu2 128.84(19) . . ?
C27 N4 Cu2 113.05(18) . . ?
N2 C10 C11 126.5(3) . . ?
N2 C10 H10 116.7 . . ?
C11 C10 H10 116.7 . . ?
C10 C11 C12 122.5(3) . . ?
C10 C11 C16 117.7(3) . . ?
C12 C11 C16 119.7(3) . . ?
C15 C16 C11 120.3(3) . . ?
C15 C16 H16 119.8 . . ?
C11 C16 H16 119.8 . . ?
C16 C15 C14 120.7(3) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C13 C14 C15 121.0(3) . . ?
C13 C14 H14 119.5 . . ?
C15 C14 H14 119.5 . . ?
C14 C13 O2 125.1(3) . . ?
C14 C13 C12 120.9(3) . . ?
O2 C13 C12 114.0(2) . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O1 C12 C11 124.5(3) . . ?
O1 C12 C13 118.2(3) . . ?
C11 C12 C13 117.3(3) . . ?
C7 C8 N2 127.6(3) . . ?
C7 C8 C9 118.5(3) . . ?
N2 C8 C9 113.8(2) . . ?
N1 C9 C4 122.4(3) . . ?
N1 C9 C8 116.6(2) . . ?
C4 C9 C8 121.0(3) . . ?
N1 C1 C2 122.9(3) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.6 . . ?
C3 C2 C1 119.2(3) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C9 118.2(3) . . ?
C5 C4 C3 125.4(3) . . ?
C9 C4 C3 116.4(3) . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 121.1(3) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 120.4(3) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C18 N3 Cu1 138.5(3) . . ?
N3 C18 O3 177.0(4) . . ?
N5 C28 C29 126.9(3) . . ?
N5 C28 H28 116.5 . . ?
C29 C28 H28 116.5 . . ?
C28 C29 C30 123.1(3) . . ?
C28 C29 C34 116.8(2) . . ?
C30 C29 C34 120.0(2) . . ?
C33 C34 C29 121.3(3) . . ?
C33 C34 H34 119.4 . . ?
C29 C34 H34 119.4 . . ?
C34 C33 C32 119.9(3) . . ?
C34 C33 H33 120.0 . . ?
C32 C33 H33 120.0 . . ?
C31 C32 C33 120.8(3) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 H32 119.6 . . ?
C32 C31 O5 124.0(3) . . ?
C32 C31 C30 121.2(3) . . ?
O5 C31 C30 114.8(2) . . ?
O5 C35 H35A 109.5 . . ?
O5 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
O5 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
O4 C30 C29 124.1(2) . . ?
O4 C30 C31 119.2(2) . . ?
C29 C30 C31 116.7(3) . . ?
C25 C26 C27 118.3(2) . . ?
C25 C26 N5 127.4(3) . . ?
C27 C26 N5 114.2(2) . . ?
C26 C25 C24 120.3(3) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C23 C24 C25 122.0(3) . . ?
C23 C24 H24 119.0 . . ?
C25 C24 H24 119.0 . . ?
C24 C23 C22 119.7(3) . . ?
C24 C23 H23 120.2 . . ?
C22 C23 H23 120.2 . . ?
C21 C22 C27 117.3(3) . . ?
C21 C22 C23 124.7(3) . . ?
C27 C22 C23 118.0(3) . . ?
C20 C21 C22 120.3(3) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C20 C19 119.0(3) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
N4 C19 C20 123.1(3) . . ?
N4 C19 H19 118.5 . . ?
C20 C19 H19 118.5 . . ?
N4 C27 C22 122.2(3) . . ?
N4 C27 C26 116.3(2) . . ?
C22 C27 C26 121.5(2) . . ?
C36 N6 Cu2 148.0(3) . . ?
N6 C36 O6 177.9(4) . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        27.24
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.066
_database_code_depnum_ccdc_archive 'CCDC 956081'
