# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2018

####################################################################### 
# 
# 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_Complex1
_database_code_depnum_ccdc_archive 'CCDC 1550898'
_audit_update_record             
;
2018-11-06 deposited with the CCDC.
2018-11-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H36 N2 O8 Zn'
_chemical_formula_weight         545.92

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.014(5)
_cell_length_b                   8.58(2)
_cell_length_c                   21.19(5)
_cell_angle_alpha                90
_cell_angle_beta                 92.26(4)
_cell_angle_gamma                90
_cell_volume                     1274(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      2.14
_cell_measurement_theta_max      25.50

_exptl_crystal_description       Block
_exptl_crystal_colour            Colourles
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_F_000             576
_exptl_transmission_factor_min   0.775
_exptl_transmission_factor_max   0.859
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.014
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   Sadabs
_exptl_absorpt_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  'BRUKER SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16327
_diffrn_reflns_av_unetI/netI     0.1186
_diffrn_reflns_av_R_equivalents  0.3466
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.924
_diffrn_reflns_theta_max         25.498
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2365
_reflns_number_gt                1785
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45 ( Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 2.1e'
_computing_publication_material  SHELXL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0120P)²+0.6151P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2365
_refine_ls_number_parameters     169
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1233
_refine_ls_R_factor_gt           0.0894
_refine_ls_wR_factor_ref         0.1200
_refine_ls_wR_factor_gt          0.1110
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_restrained_S_all      1.130
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.000000 0.000000 0.500000 0.0346(2) Uani 1 2 d S . P . .
C1 C 0.1958(5) 0.3788(6) 0.62500(18) 0.0436(10) Uani 1 1 d . . . . .
C2 C 0.2689(6) 0.4722(5) 0.67893(19) 0.0424(10) Uani 1 1 d D . . . .
C3 C 0.4569(6) 0.5197(6) 0.6827(2) 0.0605(13) Uani 1 1 d . . . . .
H3 H 0.538387 0.494272 0.650687 0.073 Uiso 1 1 calc R U . . .
C6 C 0.1500(7) 0.5155(7) 0.7260(2) 0.0643(14) Uani 1 1 d D . . . .
H6 H 0.022139 0.486461 0.723545 0.077 Uiso 1 1 calc R U . . .
C4 C 0.4037(11) 0.6433(7) 0.7801(3) 0.097(2) Uani 1 1 d . . . . .
H4A H 0.450297 0.699752 0.814898 0.116 Uiso 1 1 calc R U . . .
C5 C 0.2184(9) 0.6004(8) 0.7757(2) 0.0862(19) Uani 1 1 d . . . . .
H5A H 0.136964 0.629368 0.807277 0.103 Uiso 1 1 calc R U . . .
C7 C 0.5222(8) 0.6032(8) 0.7330(3) 0.0843(19) Uani 1 1 d . . . . .
H7 H 0.649438 0.633934 0.735667 0.101 Uiso 1 1 calc R U . . .
O2 O 0.3120(4) 0.3297(4) 0.58790(15) 0.0650(10) Uani 1 1 d . . . . .
O1 O 0.0221(4) 0.3588(5) 0.61985(16) 0.0705(12) Uani 1 1 d . . . . .
N1 N -0.1173(4) 0.1487(5) 0.43137(15) 0.0415(9) Uani 1 1 d . . . . .
C8 C 0.0478(6) 0.2127(6) 0.3995(2) 0.0607(14) Uani 1 1 d . . . . .
H8A H 0.098043 0.133447 0.372071 0.073 Uiso 1 1 calc R U . . .
H8B H 0.005805 0.299700 0.373210 0.073 Uiso 1 1 calc R U . . .
C9 C 0.2011(5) 0.2659(6) 0.4435(2) 0.0570(13) Uani 1 1 d . . . . .
H9A H 0.318846 0.274891 0.421203 0.068 Uiso 1 1 calc R U . . .
H9B H 0.169552 0.368126 0.459560 0.068 Uiso 1 1 calc R U . . .
O4 O 0.2277(3) 0.1618(4) 0.49403(14) 0.0406(7) Uani 1 1 d . . . . .
O5 O 0.1496(3) -0.1440(4) 0.43961(13) 0.0410(7) Uani 1 1 d . . . . .
C11 C -0.2219(6) 0.2718(6) 0.4644(2) 0.0601(14) Uani 1 1 d . . . . .
H11A H -0.137088 0.359049 0.473163 0.072 Uiso 1 1 calc R U . . .
H11B H -0.326895 0.308539 0.437178 0.072 Uiso 1 1 calc R U . . .
C10 C 0.2964(5) -0.2151(6) 0.4764(2) 0.0508(12) Uani 1 1 d . . . . .
H10A H 0.397729 -0.140437 0.485366 0.061 Uiso 1 1 calc R U . . .
H10B H 0.349167 -0.301455 0.453287 0.061 Uiso 1 1 calc R U . . .
C12 C -0.2426(6) 0.0717(6) 0.3851(2) 0.0679(15) Uani 1 1 d . . . . .
H12A H -0.285464 0.145570 0.353658 0.102 Uiso 1 1 calc R U . . .
H12B H -0.350638 0.029440 0.405700 0.102 Uiso 1 1 calc R U . . .
H12C H -0.174607 -0.011074 0.365402 0.102 Uiso 1 1 calc R U . . .
H5 H 0.092(6) -0.209(7) 0.416(3) 0.09(2) Uiso 1 1 d . . . . .
H4 H 0.267(5) 0.205(6) 0.5228(19) 0.046(14) 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
Zn1 N1 2.080(5) 3_556 ?
Zn1 N1 2.080(5) . ?
Zn1 O5 2.091(4) . ?
Zn1 O5 2.091(4) 3_556 ?
Zn1 O4 2.123(5) . ?
Zn1 O4 2.123(5) 3_556 ?
C1 O2 1.229(5) . ?
C1 O1 1.230(5) . ?
C1 C2 1.471(6) . ?
C2 C6 1.376(6) . ?
C2 C3 1.380(6) . ?
C3 C7 1.349(7) . ?
C6 C5 1.354(8) . ?
C4 C5 1.350(8) . ?
C4 C7 1.369(8) . ?
N1 C12 1.449(6) . ?
N1 C8 1.471(5) . ?
N1 C11 1.478(6) . ?
C8 C9 1.467(6) . ?
C9 O4 1.402(6) . ?
O5 C10 1.406(5) . ?
C11 C10 1.460(6) 3_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
N1 Zn1 N1 180.0(2) 3_556 . ?
N1 Zn1 O5 82.6(2) 3_556 . ?
N1 Zn1 O5 97.4(2) . . ?
N1 Zn1 O5 97.4(2) 3_556 3_556 ?
N1 Zn1 O5 82.6(2) . 3_556 ?
O5 Zn1 O5 180.0 . 3_556 ?
N1 Zn1 O4 99.49(18) 3_556 . ?
N1 Zn1 O4 80.51(18) . . ?
O5 Zn1 O4 87.31(19) . . ?
O5 Zn1 O4 92.69(19) 3_556 . ?
N1 Zn1 O4 80.51(18) 3_556 3_556 ?
N1 Zn1 O4 99.49(18) . 3_556 ?
O5 Zn1 O4 92.69(19) . 3_556 ?
O5 Zn1 O4 87.31(19) 3_556 3_556 ?
O4 Zn1 O4 180.0 . 3_556 ?
O2 C1 O1 125.1(4) . . ?
O2 C1 C2 117.6(4) . . ?
O1 C1 C2 117.3(4) . . ?
C6 C2 C3 118.9(5) . . ?
C6 C2 C1 120.5(4) . . ?
C3 C2 C1 120.6(4) . . ?
C7 C3 C2 119.8(5) . . ?
C5 C6 C2 120.2(5) . . ?
C5 C4 C7 119.5(6) . . ?
C4 C5 C6 120.7(5) . . ?
C3 C7 C4 120.9(6) . . ?
C12 N1 C8 109.1(4) . . ?
C12 N1 C11 110.3(3) . . ?
C8 N1 C11 111.4(4) . . ?
C12 N1 Zn1 113.9(4) . . ?
C8 N1 Zn1 104.7(3) . . ?
C11 N1 Zn1 107.3(3) . . ?
C9 C8 N1 113.3(4) . . ?
O4 C9 C8 111.1(4) . . ?
C9 O4 Zn1 112.6(3) . . ?
C10 O5 Zn1 106.9(3) . . ?
C10 C11 N1 111.7(5) 3_556 . ?
O5 C10 C11 110.0(3) . 3_556 ?

_refine_diff_density_max         0.317
_refine_diff_density_min         -0.698
_refine_diff_density_rms         0.076

####################################################################### 
# 
# 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_Complex2
_database_code_depnum_ccdc_archive 'CCDC 1858412'
_audit_update_record             
;
2018-11-06 deposited with the CCDC.
2018-11-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H88 Cu3 N6 O30'
_chemical_formula_weight         1419.86

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'
Cu Cu 0.3201 1.2651 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8047(19)
_cell_length_b                   11.724(3)
_cell_length_c                   15.674(4)
_cell_angle_alpha                79.582(7)
_cell_angle_beta                 81.993(6)
_cell_angle_gamma                89.202(6)
_cell_volume                     1575.7(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    999
_cell_measurement_theta_min      1.75
_cell_measurement_theta_max      25.45

_exptl_crystal_description       Block
_exptl_crystal_colour            Blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.496
_exptl_crystal_F_000             745
_exptl_transmission_factor_min   0.759
_exptl_transmission_factor_max   0.849
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.094
_shelx_estimated_absorpt_T_min   0.728
_shelx_estimated_absorpt_T_max   0.853
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   Sadabs
_exptl_absorpt_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  'BRUKER SMART APEX'
_diffrn_measurement_method       /w-scans
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26068
_diffrn_reflns_av_unetI/netI     0.0284
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.524
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5859
_reflns_number_gt                4957
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'SMART 5.628 (Bruker, 2003)'
_computing_cell_refinement       'SAINT 6.45 ( Bruker, 2003)'
_computing_data_reduction        'SAINT 6.45 ( Bruker, 2003)'
_computing_structure_solution    SIR-97
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'DIAMOND 2.1e'
_computing_publication_material  SHELXL
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1026P)²+5.5363P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5859
_refine_ls_number_parameters     421
_refine_ls_number_restraints     355
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0663
_refine_ls_wR_factor_ref         0.1904
_refine_ls_wR_factor_gt          0.1798
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.042
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.96947(6) 0.67395(4) 0.16691(3) 0.02678(19) Uani 1 1 d D U . . .
Cu2 Cu 0.000000 0.000000 0.500000 0.0302(2) Uani 1 2 d DS U P . .
O8 O 0.3237(5) 0.4487(3) 0.2270(3) 0.0574(11) Uani 1 1 d . U . . .
O4 O 0.7958(4) 0.7301(3) 0.0877(2) 0.0403(8) Uani 1 1 d D U . . .
O2 O 1.0952(5) 0.6109(3) 0.0517(3) 0.0543(10) Uani 1 1 d D U . . .
O1 O 1.1378(4) 0.6167(3) 0.2494(3) 0.0522(10) Uani 1 1 d D U . . .
O9 O 0.6780(5) -0.0712(3) 0.0947(3) 0.0478(9) Uani 1 1 d . U . . .
O12 O 0.6712(6) 0.1446(4) 0.3609(3) 0.0694(14) Uani 1 1 d . U . . .
O7 O 0.2650(7) 0.4354(4) 0.0967(3) 0.0754(16) Uani 1 1 d . U . . .
O10 O 0.6052(6) -0.1244(4) 0.2377(3) 0.0661(13) Uani 1 1 d . U . . .
O3 O 0.8425(5) 0.7386(3) 0.2835(3) 0.0514(9) Uani 1 1 d D U . . .
O6 O 0.0299(4) -0.0010(4) 0.3595(3) 0.0508(10) Uani 1 1 d D U . . .
O11 O 0.8112(5) 0.0543(5) 0.2673(3) 0.0818(17) Uani 1 1 d . U . . .
N2 N 0.8253(5) 0.5360(4) 0.2117(3) 0.0404(9) Uani 1 1 d . U . . .
N1 N 1.1154(5) 0.8098(4) 0.1214(3) 0.0454(11) Uani 1 1 d . U . . .
C19 C 0.5496(5) 0.0669(4) 0.1691(3) 0.0283(9) Uani 1 1 d . U . . .
C18 C 0.5794(5) 0.1386(4) 0.2278(3) 0.0286(9) Uani 1 1 d . U . . .
C21 C 0.3735(5) 0.2099(4) 0.1096(3) 0.0318(10) Uani 1 1 d . U . . .
H21 H 0.304176 0.232748 0.070301 0.038 Uiso 1 1 calc R U . . .
C1 C 1.0491(8) 0.9219(5) 0.1275(6) 0.073(2) Uani 1 1 d . U . . .
H1A H 0.953609 0.927755 0.104113 0.109 Uiso 1 1 calc R U . . .
H1B H 1.118296 0.981750 0.094771 0.109 Uiso 1 1 calc R U . . .
H1C H 1.031270 0.930772 0.187818 0.109 Uiso 1 1 calc R U . . .
C20 C 0.4470(5) 0.1042(4) 0.1106(3) 0.0317(10) Uani 1 1 d . U . . .
H20 H 0.427076 0.057570 0.071213 0.038 Uiso 1 1 calc R U . . .
C16 C 0.4025(5) 0.2815(4) 0.1666(3) 0.0308(10) Uani 1 1 d . U . . .
C17 C 0.5041(5) 0.2441(4) 0.2262(3) 0.0304(9) Uani 1 1 d . U . . .
H17 H 0.522242 0.290802 0.265853 0.036 Uiso 1 1 calc R U . . .
N3 N 0.0897(8) 0.1614(5) 0.4618(4) 0.0748(16) Uani 1 1 d . U . . .
C22 C 0.3246(6) 0.3977(4) 0.1637(4) 0.0393(11) Uani 1 1 d . U . . .
C10 C 0.6772(7) 0.6446(5) 0.1031(4) 0.0507(14) Uani 1 1 d D U . . .
H10A H 0.638324 0.640952 0.048705 0.061 Uiso 1 1 calc R U . . .
H10B H 0.593191 0.665423 0.144234 0.061 Uiso 1 1 calc R U . . .
C24 C 0.6185(5) -0.0513(4) 0.1678(3) 0.0351(10) Uani 1 1 d . U . . .
C15 C 0.1391(9) 0.0853(7) 0.3215(4) 0.070(2) Uani 1 1 d D U . . .
H15A H 0.135804 0.105707 0.258994 0.085 Uiso 1 1 calc R U . . .
H15B H 0.241088 0.057664 0.330415 0.085 Uiso 1 1 calc R U . . .
C8 C 0.7824(9) 0.6359(6) 0.3393(4) 0.0617(16) Uani 1 1 d D U . . .
H8A H 0.702614 0.655934 0.383239 0.074 Uiso 1 1 calc R U . . .
H8B H 0.863088 0.597096 0.369383 0.074 Uiso 1 1 calc R U . . .
C11 C -0.0380(16) 0.2461(6) 0.4956(6) 0.128(4) Uani 1 1 d . U . . .
H11A H -0.137399 0.218921 0.489165 0.192 Uiso 1 1 calc R U . . .
H11B H -0.020039 0.322809 0.461896 0.192 Uiso 1 1 calc R U . . .
H11C H -0.033820 0.247852 0.556260 0.192 Uiso 1 1 calc R U . . .
C6 C 0.9079(9) 0.4272(5) 0.2294(7) 0.087(3) Uani 1 1 d . U . . .
H6A H 0.978288 0.418635 0.178404 0.130 Uiso 1 1 calc R U . . .
H6B H 0.836101 0.363460 0.243622 0.130 Uiso 1 1 calc R U . . .
H6C H 0.963704 0.427996 0.277721 0.130 Uiso 1 1 calc R U . . .
C23 C 0.6959(6) 0.1083(5) 0.2907(3) 0.0408(11) Uani 1 1 d . U . . .
C3 C 1.2314(8) 0.7154(6) 0.2497(5) 0.0644(17) Uani 1 1 d D U . . .
H3A H 1.330803 0.690175 0.265443 0.077 Uiso 1 1 calc R U . . .
H3B H 1.183305 0.759638 0.292546 0.077 Uiso 1 1 calc R U . . .
C9 C 0.7372(7) 0.5298(5) 0.1390(4) 0.0489(13) Uani 1 1 d . U . . .
H9A H 0.652144 0.475631 0.159835 0.059 Uiso 1 1 calc R U . . .
H9B H 0.802698 0.500901 0.092737 0.059 Uiso 1 1 calc R U . . .
C5 C 1.1806(9) 0.7050(6) -0.0020(5) 0.0649(17) Uani 1 1 d D U . . .
H5A H 1.288988 0.689530 -0.001528 0.078 Uiso 1 1 calc R U . . .
H5B H 1.159725 0.710093 -0.061716 0.078 Uiso 1 1 calc R U . . .
C14 C 0.1026(12) 0.1912(7) 0.3647(5) 0.090(3) Uani 1 1 d . U . . .
H14A H 0.182873 0.249290 0.343152 0.108 Uiso 1 1 calc R U . . .
H14B H 0.006911 0.224367 0.348538 0.108 Uiso 1 1 calc R U . . .
C7 C 0.7191(10) 0.5572(7) 0.2911(4) 0.078(2) Uani 1 1 d . U . . .
H7A H 0.624174 0.588977 0.272616 0.093 Uiso 1 1 calc R U . . .
H7B H 0.694776 0.483571 0.329947 0.093 Uiso 1 1 calc R U . . .
C12 C 0.2181(16) 0.1730(11) 0.4986(8) 0.132(4) Uani 1 1 d D U . . .
H12 H 0.234403 0.234022 0.526841 0.159 Uiso 1 1 calc R U . . .
C4 C 1.1481(13) 0.8126(7) 0.0240(6) 0.113(3) Uani 1 1 d . U . . .
H4A H 1.060050 0.845291 -0.002280 0.135 Uiso 1 1 calc R U . . .
H4B H 1.234578 0.864557 0.000370 0.135 Uiso 1 1 calc R U . . .
C2 C 1.2510(11) 0.7899(9) 0.1599(9) 0.146(5) Uani 1 1 d . U . . .
H2A H 1.294158 0.864159 0.163747 0.175 Uiso 1 1 calc R U . . .
H2B H 1.324562 0.753357 0.121554 0.175 Uiso 1 1 calc R U . . .
O5 O 0.2437(8) -0.0330(7) 0.5024(5) 0.115(2) Uani 1 1 d D U . . .
O3W O 0.4146(12) 0.8324(8) 0.3882(6) 0.137(3) Uani 1 1 d G . . . .
H3WA H 0.462828 0.855667 0.337277 0.205 Uiso 1 1 d G U . . .
H3WB H 0.422216 0.759244 0.401835 0.205 Uiso 1 1 d G U . . .
O2W O 0.3965(12) 0.6233(10) 0.4927(8) 0.186(4) Uani 1 1 d . . . . .
O1W O 0.3614(16) 0.4413(10) 0.4084(6) 0.158(4) Uani 1 1 d G . . . .
H1WA H 0.335089 0.500994 0.430389 0.237 Uiso 1 1 d G U . . .
H1WB H 0.424137 0.402004 0.438283 0.237 Uiso 1 1 d G U . . .
C13 C 0.3203(14) 0.0867(12) 0.4900(10) 0.153(5) Uani 1 1 d D U . . .
H13 H 0.425888 0.098891 0.477915 0.184 Uiso 1 1 calc R U . . .
H4 H 0.761(6) 0.795(2) 0.063(6) 0.230 Uiso 1 1 d D U . . .
H2 H 1.145(6) 0.5490(16) 0.044(3) 0.230 Uiso 1 1 d D U . . .
H1 H 1.186(7) 0.5556(14) 0.269(6) 0.230 Uiso 1 1 d D U . . .
H3 H 0.788(7) 0.796(2) 0.297(3) 0.230 Uiso 1 1 d D U . . .
H6 H -0.021(7) -0.016(7) 0.3199(13) 0.230 Uiso 1 1 d D U . . .
H5 H 0.295(4) -0.0970(16) 0.511(11) 0.230 Uiso 1 1 d D U . . .


_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 N1 2.022(4) . ?
Cu1 N2 2.030(4) . ?
Cu1 O1 2.124(4) . ?
Cu1 O4 2.125(4) . ?
Cu1 O2 2.221(4) . ?
Cu1 O3 2.253(4) . ?
Cu2 N3 2.015(6) 2_556 ?
Cu2 N3 2.015(6) . ?
Cu2 O5 2.179(7) . ?
Cu2 O5 2.179(7) 2_556 ?
Cu2 O6 2.184(4) 2_556 ?
Cu2 O6 2.184(4) . ?
O8 C22 1.247(7) . ?
O4 C10 1.423(6) . ?
O4 H4 0.857(10) . ?
O2 C5 1.415(8) . ?
O2 H2 0.862(10) . ?
O1 C3 1.430(7) . ?
O1 H1 0.856(10) . ?
O9 C24 1.252(6) . ?
O12 C23 1.240(7) . ?
O7 C22 1.246(7) . ?
O10 C24 1.255(6) . ?
O3 C8 1.416(7) . ?
O3 H3 0.858(10) . ?
O6 C15 1.398(7) . ?
O6 H6 0.855(10) . ?
O11 C23 1.236(7) . ?
N2 C6 1.461(7) . ?
N2 C9 1.478(7) . ?
N2 C7 1.505(8) . ?
N1 C2 1.409(10) . ?
N1 C1 1.445(7) . ?
N1 C4 1.509(10) . ?
C19 C20 1.387(6) . ?
C19 C18 1.405(7) . ?
C19 C24 1.508(6) . ?
C18 C17 1.394(6) . ?
C18 C23 1.514(6) . ?
C21 C16 1.381(7) . ?
C21 C20 1.389(6) . ?
C21 H21 0.9300 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C20 H20 0.9300 . ?
C16 C17 1.392(7) . ?
C16 C22 1.513(6) . ?
C17 H17 0.9300 . ?
N3 C12 1.357(13) . ?
N3 C14 1.487(9) . ?
N3 C11 1.589(12) . ?
C10 C9 1.481(8) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C15 C14 1.528(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C8 C7 1.456(10) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C3 C2 1.505(13) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C5 C4 1.408(10) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C12 C13 1.357(14) . ?
C12 H12 0.9300 . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
O5 C13 1.534(13) . ?
O5 H5 0.869(9) . ?
O3W H3WA 0.8500 . ?
O3W H3WB 0.8500 . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?
C13 H13 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
N1 Cu1 N2 179.12(18) . . ?
N1 Cu1 O1 83.60(18) . . ?
N2 Cu1 O1 96.08(16) . . ?
N1 Cu1 O4 97.58(17) . . ?
N2 Cu1 O4 82.76(15) . . ?
O1 Cu1 O4 178.27(15) . . ?
N1 Cu1 O2 81.20(17) . . ?
N2 Cu1 O2 98.02(17) . . ?
O1 Cu1 O2 94.25(16) . . ?
O4 Cu1 O2 87.19(15) . . ?
N1 Cu1 O3 98.54(17) . . ?
N2 Cu1 O3 82.25(17) . . ?
O1 Cu1 O3 85.75(15) . . ?
O4 Cu1 O3 92.82(14) . . ?
O2 Cu1 O3 179.73(15) . . ?
N3 Cu2 N3 180.0 2_556 . ?
N3 Cu2 O5 101.5(3) 2_556 . ?
N3 Cu2 O5 78.5(3) . . ?
N3 Cu2 O5 78.5(3) 2_556 2_556 ?
N3 Cu2 O5 101.5(3) . 2_556 ?
O5 Cu2 O5 180.0 . 2_556 ?
N3 Cu2 O6 83.6(2) 2_556 2_556 ?
N3 Cu2 O6 96.4(2) . 2_556 ?
O5 Cu2 O6 89.8(2) . 2_556 ?
O5 Cu2 O6 90.2(2) 2_556 2_556 ?
N3 Cu2 O6 96.4(2) 2_556 . ?
N3 Cu2 O6 83.6(2) . . ?
O5 Cu2 O6 90.2(2) . . ?
O5 Cu2 O6 89.8(2) 2_556 . ?
O6 Cu2 O6 180.0 2_556 . ?
C10 O4 Cu1 110.0(3) . . ?
C10 O4 H4 109(2) . . ?
Cu1 O4 H4 137(3) . . ?
C5 O2 Cu1 108.2(3) . . ?
C5 O2 H2 107(2) . . ?
Cu1 O2 H2 135(3) . . ?
C3 O1 Cu1 107.0(4) . . ?
C3 O1 H1 108(2) . . ?
Cu1 O1 H1 141(3) . . ?
C8 O3 Cu1 103.5(3) . . ?
C8 O3 H3 108(2) . . ?
Cu1 O3 H3 141(3) . . ?
C15 O6 Cu2 105.9(4) . . ?
C15 O6 H6 109(2) . . ?
Cu2 O6 H6 140(3) . . ?
C6 N2 C9 107.8(5) . . ?
C6 N2 C7 111.9(6) . . ?
C9 N2 C7 110.1(5) . . ?
C6 N2 Cu1 112.2(4) . . ?
C9 N2 Cu1 104.9(3) . . ?
C7 N2 Cu1 109.7(4) . . ?
C2 N1 C1 113.6(7) . . ?
C2 N1 C4 110.6(8) . . ?
C1 N1 C4 103.3(6) . . ?
C2 N1 Cu1 109.4(4) . . ?
C1 N1 Cu1 114.7(4) . . ?
C4 N1 Cu1 104.7(4) . . ?
C20 C19 C18 118.8(4) . . ?
C20 C19 C24 117.3(4) . . ?
C18 C19 C24 123.8(4) . . ?
C17 C18 C19 119.2(4) . . ?
C17 C18 C23 118.2(4) . . ?
C19 C18 C23 122.6(4) . . ?
C16 C21 C20 120.6(4) . . ?
C16 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C19 C20 C21 121.2(4) . . ?
C19 C20 H20 119.4 . . ?
C21 C20 H20 119.4 . . ?
C21 C16 C17 118.6(4) . . ?
C21 C16 C22 120.1(4) . . ?
C17 C16 C22 121.3(4) . . ?
C16 C17 C18 121.7(4) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 H17 119.2 . . ?
C12 N3 C14 117.3(8) . . ?
C12 N3 C11 109.2(9) . . ?
C14 N3 C11 104.3(7) . . ?
C12 N3 Cu2 111.2(7) . . ?
C14 N3 Cu2 108.1(4) . . ?
C11 N3 Cu2 106.0(5) . . ?
O7 C22 O8 124.7(5) . . ?
O7 C22 C16 116.4(5) . . ?
O8 C22 C16 118.9(5) . . ?
O4 C10 C9 110.0(5) . . ?
O4 C10 H10A 109.7 . . ?
C9 C10 H10A 109.7 . . ?
O4 C10 H10B 109.7 . . ?
C9 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
O9 C24 O10 124.6(4) . . ?
O9 C24 C19 116.5(4) . . ?
O10 C24 C19 118.8(4) . . ?
O6 C15 C14 108.1(6) . . ?
O6 C15 H15A 110.1 . . ?
C14 C15 H15A 110.1 . . ?
O6 C15 H15B 110.1 . . ?
C14 C15 H15B 110.1 . . ?
H15A C15 H15B 108.4 . . ?
O3 C8 C7 111.9(5) . . ?
O3 C8 H8A 109.2 . . ?
C7 C8 H8A 109.2 . . ?
O3 C8 H8B 109.2 . . ?
C7 C8 H8B 109.2 . . ?
H8A C8 H8B 107.9 . . ?
N3 C11 H11A 109.5 . . ?
N3 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N3 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O11 C23 O12 124.6(5) . . ?
O11 C23 C18 118.3(5) . . ?
O12 C23 C18 116.9(4) . . ?
O1 C3 C2 109.1(6) . . ?
O1 C3 H3A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
O1 C3 H3B 109.9 . . ?
C2 C3 H3B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
N2 C9 C10 111.9(5) . . ?
N2 C9 H9A 109.2 . . ?
C10 C9 H9A 109.2 . . ?
N2 C9 H9B 109.2 . . ?
C10 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?
C4 C5 O2 113.9(6) . . ?
C4 C5 H5A 108.8 . . ?
O2 C5 H5A 108.8 . . ?
C4 C5 H5B 108.8 . . ?
O2 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
N3 C14 C15 112.1(6) . . ?
N3 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
N3 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C8 C7 N2 113.7(6) . . ?
C8 C7 H7A 108.8 . . ?
N2 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
N2 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C13 C12 N3 113.4(10) . . ?
C13 C12 H12 123.3 . . ?
N3 C12 H12 123.3 . . ?
C5 C4 N1 115.9(7) . . ?
C5 C4 H4A 108.3 . . ?
N1 C4 H4A 108.3 . . ?
C5 C4 H4B 108.3 . . ?
N1 C4 H4B 108.3 . . ?
H4A C4 H4B 107.4 . . ?
N1 C2 C3 115.0(8) . . ?
N1 C2 H2A 108.5 . . ?
C3 C2 H2A 108.5 . . ?
N1 C2 H2B 108.5 . . ?
C3 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C13 O5 Cu2 105.7(6) . . ?
C13 O5 H5 122.4(19) . . ?
Cu2 O5 H5 132(2) . . ?
H3WA O3W H3WB 109.5 . . ?
H1WA O1W H1WB 109.5 . . ?
C12 C13 O5 113.0(9) . . ?
C12 C13 H13 123.5 . . ?
O5 C13 H13 123.5 . . ?

_refine_diff_density_max         2.429
_refine_diff_density_min         -1.059
_refine_diff_density_rms         0.108

