# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 1854578'
loop_
_audit_author_name
_audit_author_address
CCD
;FZU
China
;
_audit_update_record             
;
2018-07-09 deposited with the CCDC.	2019-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H30 Cu5 N2 O23'
_chemical_formula_weight         1272.40

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           221
_space_group_name_H-M_alt        'P m -3 m'
_space_group_name_Hall           '-P 4 2 3'

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

_cell_length_a                   27.5681(4)
_cell_length_b                   27.5681(4)
_cell_length_c                   27.5681(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     20951.8(9)
_cell_formula_units_Z            6
_cell_measurement_temperature    175(2)
_cell_measurement_reflns_used    46457
_cell_measurement_theta_min      2.2665
_cell_measurement_theta_max      58.87

_exptl_crystal_description       square
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    0.605
_exptl_crystal_F_000             3822
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.258
_exptl_crystal_size_mid          0.255
_exptl_crystal_size_min          0.252
_exptl_absorpt_coefficient_mu    1.107
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6275
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      175(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       'Omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46256
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_av_R_equivalents  0.0454
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.602
_diffrn_reflns_theta_max         58.917
_diffrn_reflns_theta_full        58.917
_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             2975
_reflns_number_gt                2523
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0908P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2975
_refine_ls_number_parameters     106
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.1279
_refine_ls_wR_factor_gt          0.1240
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_restrained_S_all      1.120
_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_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 0.27203(2) 0.0000 0.27203(2) 0.0727(2) Uani 1 4 d S T P . .
Cu2 Cu 0.20439(2) 0.0000 0.20439(2) 0.0645(2) Uani 1 4 d S T P . .
Cu3 Cu 0.5000 0.04882(2) 0.5000 0.0422(2) Uani 1 8 d S T P . .
O2W O 0.14985(11) 0.0000 0.14985(11) 0.1476(17) Uani 1 4 d S TU P . .
H2WA H 0.1291 -0.0227 0.1478 0.177 Uiso 0.25 1 d R U P . .
H2WB H 0.1561 0.0165 0.1251 0.177 Uiso 0.25 1 d R U P . .
O3 O 0.17443(5) 0.04992(6) 0.24511(6) 0.0787(5) Uani 1 1 d . . . . .
O4W O 0.5000 0.12517(16) 0.5000 0.0867(12) Uani 1 8 d S T P . .
H4WB H 0.5218 0.1252 0.4782 0.104 Uiso 0.25 2 d R U P . .
H4WA H 0.4811 0.1406 0.4811 0.104 Uiso 0.25 2 d R U P . .
O5 O 0.45027(4) 0.04036(7) 0.45027(4) 0.0684(5) Uani 1 2 d S T P . .
N1 N 0.32702(7) 0.0000 0.32702(7) 0.0715(10) Uani 1 4 d S T P . .
C1 C 0.43561(9) 0.0000 0.43561(9) 0.0587(10) Uani 1 4 d S T P . .
C2 C 0.39734(7) 0.0000 0.39734(7) 0.0551(9) Uani 1 4 d S T P . .
C3 C 0.37909(7) 0.04214(13) 0.37909(7) 0.0923(11) Uani 1 2 d S T P . .
H3 H 0.3905 0.0718 0.3905 0.111 Uiso 1 2 calc R U P . .
C4 C 0.34362(7) 0.04079(13) 0.34362(7) 0.1007(13) Uani 1 2 d S T P . .
H4 H 0.3314 0.0698 0.3314 0.121 Uiso 1 2 calc R U P . .
C5 C 0.16172(15) 0.16172(15) 0.37544(16) 0.1296(18) Uani 1 2 d S T P . .
H5 H 0.1722 0.1722 0.4057 0.155 Uiso 1 2 calc R U P . .
C6 C 0.12833(8) 0.12833(8) 0.28707(12) 0.0784(9) Uani 1 2 d S T P . .
H6 H 0.1166 0.1166 0.2577 0.094 Uiso 1 2 calc R U P . .
C7 C 0.16794(9) 0.10593(9) 0.30870(9) 0.0846(7) Uani 1 1 d . . . . .
C8 C 0.18438(12) 0.12394(13) 0.35364(10) 0.1189(11) Uani 1 1 d . . . . .
H8 H 0.2111 0.1097 0.3685 0.143 Uiso 1 1 calc R U . . .
C9 C 0.19382(9) 0.06542(9) 0.28258(9) 0.0775(6) Uani 1 1 d . . . . .
O1 O 0.23189(6) 0.05045(7) 0.30251(6) 0.0934(5) 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 1.9659(17) . ?
Cu1 O1 1.9660(17) 27 ?
Cu1 O1 1.9660(17) 22 ?
Cu1 O1 1.9660(17) 48 ?
Cu1 N1 2.144(3) . ?
Cu1 Cu2 2.6370(6) . ?
Cu2 O3 1.9587(16) 48 ?
Cu2 O3 1.9587(16) 22 ?
Cu2 O3 1.9587(16) 27 ?
Cu2 O3 1.9587(16) . ?
Cu2 O2W 2.126(4) . ?
Cu3 O5 1.9529(17) 3_656 ?
Cu3 O5 1.9529(17) 28_655 ?
Cu3 O5 1.9529(17) 26_556 ?
Cu3 O5 1.9529(17) . ?
Cu3 O4W 2.105(5) . ?
Cu3 Cu3 2.6918(14) 25_656 ?
O3 C9 1.239(3) . ?
O5 C1 1.251(2) . ?
N1 C4 1.297(4) 27 ?
N1 C4 1.297(4) . ?
C1 O5 1.251(2) 27 ?
C1 C2 1.492(5) . ?
C2 C3 1.362(4) 27 ?
C2 C3 1.362(4) . ?
C3 C4 1.383(4) . ?
C5 C8 1.355(4) . ?
C5 C8 1.355(4) 38 ?
C6 C7 1.389(3) . ?
C6 C7 1.389(3) 38 ?
C7 C8 1.410(4) . ?
C7 C9 1.508(4) . ?
C9 O1 1.254(2) . ?

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 O1 90.05(11) . 27 ?
O1 Cu1 O1 169.01(9) . 22 ?
O1 Cu1 O1 88.90(11) 27 22 ?
O1 Cu1 O1 88.90(11) . 48 ?
O1 Cu1 O1 169.01(9) 27 48 ?
O1 Cu1 O1 90.05(11) 22 48 ?
O1 Cu1 N1 95.50(4) . . ?
O1 Cu1 N1 95.50(4) 27 . ?
O1 Cu1 N1 95.50(4) 22 . ?
O1 Cu1 N1 95.50(4) 48 . ?
O1 Cu1 Cu2 84.50(4) . . ?
O1 Cu1 Cu2 84.50(4) 27 . ?
O1 Cu1 Cu2 84.50(4) 22 . ?
O1 Cu1 Cu2 84.50(4) 48 . ?
N1 Cu1 Cu2 180.00(8) . . ?
O3 Cu2 O3 89.28(10) 48 22 ?
O3 Cu2 O3 167.69(8) 48 27 ?
O3 Cu2 O3 89.40(10) 22 27 ?
O3 Cu2 O3 89.40(10) 48 . ?
O3 Cu2 O3 167.69(8) 22 . ?
O3 Cu2 O3 89.28(10) 27 . ?
O3 Cu2 O2W 96.15(4) 48 . ?
O3 Cu2 O2W 96.15(4) 22 . ?
O3 Cu2 O2W 96.15(4) 27 . ?
O3 Cu2 O2W 96.15(4) . . ?
O3 Cu2 Cu1 83.85(4) 48 . ?
O3 Cu2 Cu1 83.85(4) 22 . ?
O3 Cu2 Cu1 83.85(4) 27 . ?
O3 Cu2 Cu1 83.85(4) . . ?
O2W Cu2 Cu1 180.00(12) . . ?
O5 Cu3 O5 89.182(15) 3_656 28_655 ?
O5 Cu3 O5 89.182(15) 3_656 26_556 ?
O5 Cu3 O5 166.28(12) 28_655 26_556 ?
O5 Cu3 O5 166.28(12) 3_656 . ?
O5 Cu3 O5 89.182(15) 28_655 . ?
O5 Cu3 O5 89.182(15) 26_556 . ?
O5 Cu3 O4W 96.86(6) 3_656 . ?
O5 Cu3 O4W 96.86(6) 28_655 . ?
O5 Cu3 O4W 96.86(6) 26_556 . ?
O5 Cu3 O4W 96.86(6) . . ?
O5 Cu3 Cu3 83.14(6) 3_656 25_656 ?
O5 Cu3 Cu3 83.14(6) 28_655 25_656 ?
O5 Cu3 Cu3 83.14(6) 26_556 25_656 ?
O5 Cu3 Cu3 83.14(6) . 25_656 ?
O4W Cu3 Cu3 180.0 . 25_656 ?
C9 O3 Cu2 122.57(14) . . ?
C1 O5 Cu3 124.0(2) . . ?
C4 N1 C4 120.2(3) 27 . ?
C4 N1 Cu1 119.92(17) 27 . ?
C4 N1 Cu1 119.92(17) . . ?
O5 C1 O5 125.6(3) . 27 ?
O5 C1 C2 117.18(17) . . ?
O5 C1 C2 117.18(17) 27 . ?
C3 C2 C3 117.0(3) 27 . ?
C3 C2 C1 121.49(17) 27 . ?
C3 C2 C1 121.49(17) . . ?
C2 C3 C4 120.0(3) . . ?
N1 C4 C3 121.5(3) . . ?
C8 C5 C8 120.8(4) . 38 ?
C7 C6 C7 121.0(3) . 38 ?
C6 C7 C8 118.3(3) . . ?
C6 C7 C9 119.7(2) . . ?
C8 C7 C9 121.9(2) . . ?
C5 C8 C7 120.8(3) . . ?
O3 C9 O1 127.8(2) . . ?
O3 C9 C7 116.71(18) . . ?
O1 C9 C7 115.5(2) . . ?
C9 O1 Cu1 121.10(16) . . ?

_refine_diff_density_max         0.403
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.047


loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.006 -0.012 -0.007 15381.6 4065.5
_platon_squeeze_details          
; ?
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1916202'
loop_
_audit_author_name
_audit_author_address
LiuJinHua
;Fuzhou University
China
;
_audit_update_record             
;
2019-05-15 deposited with the CCDC.	2019-05-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H30 Cu5 N2 O23'
_chemical_formula_weight         1272.40

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           221
_space_group_name_H-M_alt        'P m -3 m'
_space_group_name_Hall           '-P 4 2 3'

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

_cell_length_a                   27.5914(2)
_cell_length_b                   27.5914(2)
_cell_length_c                   27.5914(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     21004.9(5)
_cell_formula_units_Z            6
_cell_measurement_temperature    175(2)
_cell_measurement_reflns_used    56511
_cell_measurement_theta_min      7.3565
_cell_measurement_theta_max      66.3615

_exptl_crystal_description       square
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    0.604
_exptl_crystal_F_000             3822
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.266
_exptl_crystal_size_mid          0.264
_exptl_crystal_size_min          0.263
_exptl_absorpt_coefficient_mu    1.104
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      175(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       'Omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            56419
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         7.178
_diffrn_reflns_theta_max         66.540
_diffrn_reflns_theta_full        66.540
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3595
_reflns_number_gt                3159
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1399P)²+7.7322P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3595
_refine_ls_number_parameters     106
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0616
_refine_ls_wR_factor_ref         0.2100
_refine_ls_wR_factor_gt          0.2032
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_restrained_S_all      1.082
_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_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 0.20423(2) 0.20423(2) 0.0000 0.0600(3) Uani 1 4 d S T P . .
Cu2 Cu 0.27191(2) 0.27191(2) 0.0000 0.0652(3) Uani 1 4 d S T P . .
Cu3 Cu 0.5000 0.5000 0.04873(4) 0.0415(3) Uani 1 8 d S T P . .
O1 O 0.45008(6) 0.45008(6) 0.04034(11) 0.0650(7) Uani 1 2 d S T P . .
O1W O 0.14991(13) 0.14991(13) 0.0000 0.161(3) Uani 1 4 d S T P . .
H1WB H 0.1480 0.1216 0.0122 0.193 Uiso 0.25 1 d R U P . .
H1WA H 0.1340 0.1648 -0.0218 0.193 Uiso 0.25 1 d R U P . .
O2 O 0.17430(8) 0.24515(9) 0.05008(8) 0.0760(6) Uani 1 1 d . . . . .
O2W O 0.5000 0.5000 0.1248(2) 0.0876(19) Uani 1 8 d S T P . .
H2WA H 0.4811 0.4811 0.1402 0.105 Uiso 0.25 2 d R U P . .
H2WB H 0.5189 0.5189 0.1402 0.105 Uiso 0.25 2 d R U P . .
O3 O 0.23175(9) 0.30215(9) 0.05028(10) 0.0870(7) Uani 1 1 d . . . . .
N1 N 0.32684(10) 0.32684(10) 0.0000 0.0660(12) Uani 1 4 d S T P . .
C1 C 0.43544(11) 0.43544(11) 0.0000 0.0540(12) Uani 1 4 d S T P . .
C2 C 0.39739(11) 0.39739(11) 0.0000 0.0567(12) Uani 1 4 d S T P . .
C3 C 0.37884(10) 0.37884(10) 0.04218(18) 0.0918(17) Uani 1 2 d S T P . .
H3 H 0.3901 0.3901 0.0719 0.110 Uiso 1 2 calc R U P . .
C4 C 0.34389(11) 0.34389(11) 0.0407(2) 0.0967(18) Uani 1 2 d S T P . .
H4 H 0.3318 0.3318 0.0697 0.116 Uiso 1 2 calc R U P . .
C5 C 0.19329(12) 0.28279(13) 0.06540(12) 0.0745(8) Uani 1 1 d . . . . .
C6 C 0.16788(13) 0.30837(12) 0.10603(13) 0.0778(9) Uani 1 1 d . . . . .
C7 C 0.18374(19) 0.35373(16) 0.12292(19) 0.1127(16) Uani 1 1 d . . . . .
H7 H 0.2100 0.3689 0.1082 0.135 Uiso 1 1 calc R U . . .
C8 C 0.1608(2) 0.3756(2) 0.1608(2) 0.125(3) Uani 1 2 d S T P . .
H8 H 0.1711 0.4060 0.1711 0.150 Uiso 1 2 calc R U P . .
C9 C 0.12846(12) 0.28659(17) 0.12846(12) 0.0729(11) Uani 1 2 d S T P . .
H9 H 0.1169 0.2571 0.1169 0.087 Uiso 1 2 calc R U P . .


_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 O2 1.966(2) 38 ?
Cu1 O2 1.966(2) 13 ?
Cu1 O2 1.966(2) 26 ?
Cu1 O2 1.966(2) . ?
Cu1 O1W 2.120(5) . ?
Cu1 Cu2 2.6406(9) . ?
Cu2 O3 1.962(3) . ?
Cu2 O3 1.962(3) 13 ?
Cu2 O3 1.962(3) 26 ?
Cu2 O3 1.962(3) 38 ?
Cu2 N1 2.144(4) . ?
Cu3 O1 1.962(2) 2_665 ?
Cu3 O1 1.962(2) 28_655 ?
Cu3 O1 1.962(2) 27_565 ?
Cu3 O1 1.962(2) . ?
Cu3 O2W 2.099(7) . ?
Cu3 Cu3 2.689(2) 25_665 ?
O1 C1 1.251(3) . ?
O2 C5 1.238(4) . ?
O3 C5 1.259(4) . ?
N1 C4 1.305(6) 26 ?
N1 C4 1.305(6) . ?
C1 O1 1.251(3) 26 ?
C1 C2 1.485(6) . ?
C2 C3 1.371(5) . ?
C2 C3 1.371(5) 26 ?
C3 C4 1.364(6) . ?
C5 C6 1.499(5) . ?
C6 C9 1.388(4) . ?
C6 C7 1.405(5) . ?
C7 C8 1.363(5) . ?
C8 C7 1.363(5) 48 ?
C9 C6 1.388(4) 48 ?

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
O2 Cu1 O2 89.30(15) 38 13 ?
O2 Cu1 O2 167.49(12) 38 26 ?
O2 Cu1 O2 89.34(15) 13 26 ?
O2 Cu1 O2 89.34(15) 38 . ?
O2 Cu1 O2 167.49(12) 13 . ?
O2 Cu1 O2 89.30(15) 26 . ?
O2 Cu1 O1W 96.26(6) 38 . ?
O2 Cu1 O1W 96.26(6) 13 . ?
O2 Cu1 O1W 96.26(6) 26 . ?
O2 Cu1 O1W 96.26(6) . . ?
O2 Cu1 Cu2 83.74(6) 38 . ?
O2 Cu1 Cu2 83.74(6) 13 . ?
O2 Cu1 Cu2 83.74(6) 26 . ?
O2 Cu1 Cu2 83.74(6) . . ?
O1W Cu1 Cu2 180.00(14) . . ?
O3 Cu2 O3 168.69(13) . 13 ?
O3 Cu2 O3 90.01(17) . 26 ?
O3 Cu2 O3 88.88(17) 13 26 ?
O3 Cu2 O3 88.88(17) . 38 ?
O3 Cu2 O3 90.01(17) 13 38 ?
O3 Cu2 O3 168.69(13) 26 38 ?
O3 Cu2 N1 95.65(6) . . ?
O3 Cu2 N1 95.66(6) 13 . ?
O3 Cu2 N1 95.66(6) 26 . ?
O3 Cu2 N1 95.66(7) 38 . ?
O3 Cu2 Cu1 84.35(6) . . ?
O3 Cu2 Cu1 84.34(6) 13 . ?
O3 Cu2 Cu1 84.34(6) 26 . ?
O3 Cu2 Cu1 84.34(6) 38 . ?
N1 Cu2 Cu1 180.00(11) . . ?
O1 Cu3 O1 89.20(2) 2_665 28_655 ?
O1 Cu3 O1 89.20(2) 2_665 27_565 ?
O1 Cu3 O1 166.44(18) 28_655 27_565 ?
O1 Cu3 O1 166.44(18) 2_665 . ?
O1 Cu3 O1 89.20(2) 28_655 . ?
O1 Cu3 O1 89.20(2) 27_565 . ?
O1 Cu3 O2W 96.78(9) 2_665 . ?
O1 Cu3 O2W 96.78(9) 28_655 . ?
O1 Cu3 O2W 96.78(9) 27_565 . ?
O1 Cu3 O2W 96.78(9) . . ?
O1 Cu3 Cu3 83.22(9) 2_665 25_665 ?
O1 Cu3 Cu3 83.22(9) 28_655 25_665 ?
O1 Cu3 Cu3 83.22(9) 27_565 25_665 ?
O1 Cu3 Cu3 83.22(9) . 25_665 ?
O2W Cu3 Cu3 180.0 . 25_665 ?
C1 O1 Cu3 123.9(3) . . ?
C5 O2 Cu1 123.0(2) . . ?
C5 O3 Cu2 122.0(2) . . ?
C4 N1 C4 118.7(5) 26 . ?
C4 N1 Cu2 120.6(2) 26 . ?
C4 N1 Cu2 120.6(2) . . ?
O1 C1 O1 125.7(4) 26 . ?
O1 C1 C2 117.2(2) 26 . ?
O1 C1 C2 117.2(2) . . ?
C3 C2 C3 116.2(5) . 26 ?
C3 C2 C1 121.9(2) . . ?
C3 C2 C1 121.9(2) 26 . ?
C4 C3 C2 120.2(5) . . ?
N1 C4 C3 122.4(5) . . ?
O2 C5 O3 126.9(3) . . ?
O2 C5 C6 116.9(3) . . ?
O3 C5 C6 116.2(3) . . ?
C9 C6 C7 118.8(4) . . ?
C9 C6 C5 119.7(3) . . ?
C7 C6 C5 121.4(3) . . ?
C8 C7 C6 120.3(4) . . ?
C7 C8 C7 121.0(6) . 48 ?
C6 C9 C6 120.7(4) . 48 ?

_refine_diff_density_max         0.635
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.069


# SQUEEZE RESULTS (APPEND TO CIF)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 -0.005 -0.011 -0.007 15301.8 -24.1
_platon_squeeze_details          
; ?
;
