# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_aaa
_database_code_depnum_ccdc_archive 'CCDC 1517747'
_audit_update_record             
;
2018-12-27 deposited with the CCDC.
2019-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C25 H43 Cl Cu2 N8 O10'
_chemical_formula_sum            'C25 H43 Cl Cu2 N8 O10'
_chemical_formula_weight         778.20

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'
Cl Cl 0.1484 0.1585 '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           Trigonal
_symmetry_space_group_name_H-M   P-3m1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'

_cell_length_a                   18.429(3)
_cell_length_b                   18.429(3)
_cell_length_c                   15.739(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     4629.0(13)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3034
_cell_measurement_theta_min      1.28
_cell_measurement_theta_max      25.09

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2424
_exptl_absorpt_coefficient_mu    1.534
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6657
_exptl_absorpt_correction_T_max  0.7018
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 9.00cm
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            30705
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_av_sigmaI/netI    0.0289
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.28
_diffrn_reflns_theta_max         25.09
_reflns_number_total             3034
_reflns_number_gt                2412
_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    SHELXP-97
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0794P)²+1.0619P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3034
_refine_ls_number_parameters     129
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.1358
_refine_ls_wR_factor_gt          0.1321
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_restrained_S_all      1.134
_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 0.475436(16) -0.04913(3) 0.43143(3) 0.02992(19) Uani 1 2 d S . .
Cu2 Cu 0.19957(4) 0.0000 0.0000 0.0519(2) Uani 1 2 d S . .
Cl1 Cl 0.2086(3) 0.10430(14) -0.0968(2) 0.0874(10) Uani 0.60 2 d SPU . 1
Cl2 Cl 0.1467(4) 0.0734(2) -0.0696(3) 0.0855(15) Uani 0.40 2 d SPU . 2
O1 O 0.43946(17) 0.02772(15) 0.38979(16) 0.0518(7) Uani 1 1 d . . .
O2 O 0.48078(16) 0.10986(15) 0.50490(16) 0.0520(7) Uani 1 1 d . . .
O3 O 0.43597(15) -0.1281(3) 0.3201(3) 0.0851(14) Uani 1 2 d SU . .
O4 O 0.3294(11) 0.0119(14) -0.0080(16) 0.049(5) Uani 0.30 1 d PU . 1
O4' O 0.2911(11) -0.0376(11) 0.0278(11) 0.043(5) Uani 0.20 1 d PU . 2
N1 N 0.24372(19) 0.08620(18) 0.08947(18) 0.0491(8) Uani 1 1 d . . .
N2 N 0.2816(2) 0.0808(2) 0.1586(2) 0.0555(8) Uani 1 1 d . . .
C1 C 0.3054(3) 0.15272(17) 0.2000(3) 0.0473(13) Uani 1 2 d S . .
C2 C 0.3533(3) 0.17665(17) 0.2795(3) 0.0480(13) Uani 1 2 d S . .
C3 C 0.3764(2) 0.1235(2) 0.3172(2) 0.0490(9) Uani 1 1 d . . .
H3 H 0.3615 0.0723 0.2919 0.059 Uiso 1 1 calc R . .
C4 C 0.4216(2) 0.1457(2) 0.3925(2) 0.0447(9) Uani 1 1 d . . .
C5 C 0.4424(3) 0.22120(17) 0.4296(3) 0.0478(13) Uani 1 2 d S . .
H5 H 0.4712 0.2356 0.4810 0.057 Uiso 1 2 calc SR . .
C6 C 0.4492(2) 0.0898(2) 0.4322(2) 0.0432(8) Uani 1 1 d . . .

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 0.0335(3) 0.0264(3) 0.0274(3) -0.0048(2) -0.00242(10) 0.01322(15)
Cu2 0.0612(4) 0.0487(4) 0.0417(4) -0.0119(3) -0.00596(14) 0.0244(2)
Cl1 0.137(3) 0.0877(15) 0.0537(17) -0.0096(10) -0.019(2) 0.0686(16)
Cl2 0.124(4) 0.0721(18) 0.077(3) -0.0280(15) -0.056(3) 0.062(2)
O1 0.0746(18) 0.0430(14) 0.0503(15) -0.0097(12) -0.0207(13) 0.0387(14)
O2 0.0738(18) 0.0483(15) 0.0472(15) -0.0079(12) -0.0176(13) 0.0405(14)
O3 0.106(3) 0.079(3) 0.061(3) -0.031(2) -0.0153(11) 0.0395(15)
O4 0.062(7) 0.040(11) 0.047(9) 0.001(7) -0.008(7) 0.027(8)
O4' 0.041(8) 0.043(8) 0.035(7) -0.012(6) -0.011(6) 0.013(6)
N1 0.065(2) 0.0439(17) 0.0422(17) -0.0086(14) -0.0176(15) 0.0305(15)
N2 0.081(2) 0.0476(18) 0.0491(19) -0.0091(15) -0.0217(17) 0.0402(18)
C1 0.065(3) 0.0405(19) 0.044(3) -0.0081(13) -0.016(3) 0.0327(17)
C2 0.063(3) 0.043(2) 0.045(3) -0.0097(13) -0.019(3) 0.0315(17)
C3 0.063(2) 0.040(2) 0.051(2) -0.0098(17) -0.0181(18) 0.0304(19)
C4 0.056(2) 0.0375(19) 0.046(2) -0.0051(16) -0.0107(17) 0.0274(17)
C5 0.060(3) 0.047(2) 0.041(3) -0.0075(12) -0.015(2) 0.0300(17)
C6 0.049(2) 0.0380(19) 0.044(2) -0.0012(16) -0.0084(16) 0.0234(17)

_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 1.952(2) 7_656 ?
Cu1 O2 1.952(2) 5_556 ?
Cu1 O1 1.953(2) 11_655 ?
Cu1 O1 1.953(2) . ?
Cu1 O3 2.158(4) . ?
Cu1 Cu1 2.6678(10) 7_656 ?
Cu2 N1 1.969(3) 5 ?
Cu2 N1 1.969(3) . ?
Cu2 O4' 2.16(2) . ?
Cu2 O4' 2.16(2) 5 ?
Cu2 O4 2.294(14) . ?
Cu2 O4 2.294(14) 5 ?
Cu2 Cl2 2.301(3) 8 ?
Cu2 Cl2 2.301(3) . ?
Cu2 Cl1 2.393(2) . ?
Cu2 Cl1 2.393(2) 8 ?
Cl1 Cu2 2.393(2) 9 ?
Cl2 Cu2 2.301(3) 9 ?
O1 C6 1.258(4) . ?
O2 C6 1.253(4) . ?
O2 Cu1 1.952(2) 7_656 ?
O4 O4 0.46(4) 5 ?
O4' O4' 1.49(3) 5 ?
N1 N1 1.314(6) 12 ?
N1 N2 1.324(4) . ?
N2 C1 1.338(4) . ?
C1 N2 1.338(4) 12 ?
C1 C2 1.466(7) . ?
C2 C3 1.382(4) . ?
C2 C3 1.382(4) 12 ?
C3 C4 1.387(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(4) . ?
C4 C6 1.494(5) . ?
C5 C4 1.375(4) 12 ?
C5 H5 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
O2 Cu1 O2 88.86(16) 7_656 5_556 ?
O2 Cu1 O1 89.58(12) 7_656 11_655 ?
O2 Cu1 O1 167.31(10) 5_556 11_655 ?
O2 Cu1 O1 167.31(10) 7_656 . ?
O2 Cu1 O1 89.58(12) 5_556 . ?
O1 Cu1 O1 89.19(16) 11_655 . ?
O2 Cu1 O3 97.28(12) 7_656 . ?
O2 Cu1 O3 97.28(12) 5_556 . ?
O1 Cu1 O3 95.41(12) 11_655 . ?
O1 Cu1 O3 95.41(12) . . ?
O2 Cu1 Cu1 82.91(7) 7_656 7_656 ?
O2 Cu1 Cu1 82.91(7) 5_556 7_656 ?
O1 Cu1 Cu1 84.40(7) 11_655 7_656 ?
O1 Cu1 Cu1 84.40(7) . 7_656 ?
O3 Cu1 Cu1 179.72(15) . 7_656 ?
N1 Cu2 N1 178.87(18) 5 . ?
N1 Cu2 O4' 86.6(5) 5 . ?
N1 Cu2 O4' 92.3(5) . . ?
N1 Cu2 O4' 92.3(5) 5 5 ?
N1 Cu2 O4' 86.6(5) . 5 ?
O4' Cu2 O4' 40.1(9) . 5 ?
N1 Cu2 O4 90.5(7) 5 . ?
N1 Cu2 O4 88.4(7) . . ?
O4' Cu2 O4 25.8(8) . . ?
O4' Cu2 O4 14.4(5) 5 . ?
N1 Cu2 O4 88.4(7) 5 5 ?
N1 Cu2 O4 90.5(7) . 5 ?
O4' Cu2 O4 14.4(5) . 5 ?
O4' Cu2 O4 25.8(8) 5 5 ?
O4 Cu2 O4 11.4(10) . 5 ?
N1 Cu2 Cl2 89.55(12) 5 8 ?
N1 Cu2 Cl2 91.26(13) . 8 ?
O4' Cu2 Cl2 115.9(5) . 8 ?
O4' Cu2 Cl2 155.6(5) 5 8 ?
O4 Cu2 Cl2 141.4(5) . 8 ?
O4 Cu2 Cl2 130.2(5) 5 8 ?
N1 Cu2 Cl2 91.26(13) 5 . ?
N1 Cu2 Cl2 89.55(12) . . ?
O4' Cu2 Cl2 155.6(5) . . ?
O4' Cu2 Cl2 115.9(5) 5 . ?
O4 Cu2 Cl2 130.2(5) . . ?
O4 Cu2 Cl2 141.4(5) 5 . ?
Cl2 Cu2 Cl2 88.4(4) 8 . ?
N1 Cu2 Cl1 91.94(11) 5 . ?
N1 Cu2 Cl1 88.43(10) . . ?
O4' Cu2 Cl1 129.3(4) . . ?
O4' Cu2 Cl1 89.4(4) 5 . ?
O4 Cu2 Cl1 103.7(5) . . ?
O4 Cu2 Cl1 115.0(5) 5 . ?
Cl2 Cu2 Cl1 114.8(3) 8 . ?
Cl2 Cu2 Cl1 26.42(16) . . ?
N1 Cu2 Cl1 88.43(10) 5 8 ?
N1 Cu2 Cl1 91.94(11) . 8 ?
O4' Cu2 Cl1 89.4(4) . 8 ?
O4' Cu2 Cl1 129.3(4) 5 8 ?
O4 Cu2 Cl1 115.0(5) . 8 ?
O4 Cu2 Cl1 103.7(5) 5 8 ?
Cl2 Cu2 Cl1 26.42(16) 8 8 ?
Cl2 Cu2 Cl1 114.8(3) . 8 ?
Cl1 Cu2 Cl1 141.2(2) . 8 ?
Cu2 Cl1 Cu2 100.45(12) . 9 ?
Cu2 Cl2 Cu2 106.12(17) 9 . ?
C6 O1 Cu1 122.4(2) . . ?
C6 O2 Cu1 124.4(2) . 7_656 ?
O4 O4 Cu2 84.3(5) 5 . ?
O4' O4' Cu2 69.9(4) 5 . ?
N1 N1 N2 109.79(18) 12 . ?
N1 N1 Cu2 126.89(8) 12 . ?
N2 N1 Cu2 123.3(2) . . ?
N1 N2 C1 104.5(3) . . ?
N2 C1 N2 111.4(4) . 12 ?
N2 C1 C2 124.3(2) . . ?
N2 C1 C2 124.3(2) 12 . ?
C3 C2 C3 119.3(5) . 12 ?
C3 C2 C1 120.4(2) . . ?
C3 C2 C1 120.4(2) 12 . ?
C2 C3 C4 120.6(3) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 C6 120.1(3) . . ?
C3 C4 C6 121.0(3) . . ?
C4 C5 C4 121.5(5) 12 . ?
C4 C5 H5 119.3 12 . ?
C4 C5 H5 119.3 . . ?
O2 C6 O1 125.9(3) . . ?
O2 C6 C4 116.5(3) . . ?
O1 C6 C4 117.5(3) . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        25.09
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.733
_refine_diff_density_min         -0.356
_refine_diff_density_rms         0.074
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
_platon_squeeze_void_content
1 -0.005 0.476 -0.014 3001 591 ' '
_platon_squeeze_void_probe_radius 1.20
_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_aaa_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1867233'
_audit_update_record             
;
2018-12-27 deposited with the CCDC.
2019-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C30 H40 Cu4 N12 O16'
_chemical_formula_sum            'C30 H40 Cu4 N12 O16'
_chemical_formula_weight         1078.90

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           monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   12.009(2)
_cell_length_b                   11.479(2)
_cell_length_c                   16.743(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.26(3)
_cell_angle_gamma                90.00
_cell_volume                     2304.2(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4171
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      25.32

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1096
_exptl_absorpt_coefficient_mu    1.896
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.7357
_exptl_absorpt_correction_T_max  0.7518
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 9.00cm
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            14898
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0426
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.03
_diffrn_reflns_theta_max         25.32
_reflns_number_total             4171
_reflns_number_gt                3497
_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    SHELXP-97
_computing_publication_material  SHELXTL

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0317P)²+2.0888P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4171
_refine_ls_number_parameters     211
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0921
_refine_ls_wR_factor_gt          0.0909
_refine_ls_goodness_of_fit_ref   1.170
_refine_ls_restrained_S_all      1.170
_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 0.37698(3) 1.01843(3) 0.47784(2) 0.01816(12) Uani 1 1 d D . .
Cu2 Cu 0.49360(3) 1.15389(3) 0.63374(2) 0.01933(12) Uani 1 1 d D . .
O1 O 0.36898(19) 1.1058(2) 0.36654(15) 0.0312(6) Uani 1 1 d . . .
O2 O 0.5267(2) 1.0250(2) 0.32649(17) 0.0359(7) Uani 1 1 d . . .
O3 O 0.24437(18) 1.4164(2) 0.05772(14) 0.0267(6) Uani 1 1 d . . .
O4 O 0.15366(18) 1.3217(2) 0.15257(16) 0.0326(6) Uani 1 1 d . . .
O5 O 0.50524(16) 1.10878(18) 0.52214(13) 0.0163(5) Uani 1 1 d D . .
N1 N 0.7536(2) 1.2813(3) 0.15462(19) 0.0297(7) Uani 1 1 d . . .
N2 N 0.8288(2) 1.3306(2) 0.11025(18) 0.0240(6) Uani 1 1 d . . .
N3 N 0.7788(2) 1.3922(2) 0.05233(17) 0.0212(6) Uani 1 1 d . . .
N4 N 0.6693(2) 1.3840(3) 0.05648(19) 0.0292(7) Uani 1 1 d . . .
C1 C 0.6561(3) 1.3157(3) 0.1199(2) 0.0262(8) Uani 1 1 d . . .
C2 C 0.5484(3) 1.2836(3) 0.1512(2) 0.0255(8) Uani 1 1 d . . .
C3 C 0.5461(3) 1.2063(3) 0.2157(2) 0.0289(8) Uani 1 1 d . . .
H3 H 0.6122 1.1724 0.2359 0.035 Uiso 1 1 calc R . .
C4 C 0.4469(3) 1.1795(3) 0.2500(2) 0.0241(8) Uani 1 1 d . . .
C5 C 0.3488(3) 1.2273(3) 0.2188(2) 0.0246(8) Uani 1 1 d . . .
H5 H 0.2823 1.2099 0.2420 0.029 Uiso 1 1 calc R . .
C6 C 0.3477(3) 1.3018(3) 0.1524(2) 0.0219(7) Uani 1 1 d . . .
C7 C 0.4483(3) 1.3305(3) 0.1194(2) 0.0250(8) Uani 1 1 d . . .
H7 H 0.4486 1.3810 0.0760 0.030 Uiso 1 1 calc R . .
C8 C 0.4481(3) 1.0969(3) 0.3202(2) 0.0254(8) Uani 1 1 d . . .
C9 C 0.2397(3) 1.3507(3) 0.1176(2) 0.0224(7) Uani 1 1 d . . .
O6 O 0.4826(2) 1.2270(3) 0.73944(18) 0.0420(7) Uani 1 1 d . . .
C10 C 0.4310(7) 1.1930(8) 0.7892(5) 0.079(2) Uani 0.75 1 d P A 1
C10' C 0.5283(18) 1.183(2) 0.7931(12) 0.068(7) Uani 0.25 1 d P A 2
H5A H 0.516(3) 1.180(2) 0.4887(11) 0.081 Uiso 1 1 d D . .

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 0.01063(19) 0.0236(2) 0.0203(2) -0.00517(16) 0.00187(16) -0.00103(15)
Cu2 0.01009(19) 0.0271(2) 0.0209(2) -0.00612(17) 0.00197(16) 0.00013(15)
O1 0.0241(13) 0.0455(16) 0.0243(13) 0.0157(12) 0.0036(11) 0.0030(11)
O2 0.0258(13) 0.0391(15) 0.0435(17) 0.0228(13) 0.0079(12) 0.0074(11)
O3 0.0164(11) 0.0357(14) 0.0283(14) 0.0158(11) 0.0034(10) 0.0055(10)
O4 0.0116(11) 0.0500(16) 0.0362(15) 0.0209(13) 0.0018(11) 0.0022(10)
O5 0.0122(10) 0.0203(11) 0.0166(11) -0.0006(9) 0.0014(9) 0.0005(8)
N1 0.0141(14) 0.0408(18) 0.0346(18) 0.0187(15) 0.0034(13) -0.0025(12)
N2 0.0121(13) 0.0322(16) 0.0280(17) 0.0093(13) 0.0034(12) -0.0006(11)
N3 0.0115(13) 0.0273(15) 0.0249(15) 0.0091(12) 0.0015(12) 0.0022(11)
N4 0.0141(14) 0.0397(18) 0.0340(18) 0.0165(14) 0.0042(13) 0.0007(12)
C1 0.0130(16) 0.032(2) 0.034(2) 0.0111(16) 0.0010(15) 0.0014(13)
C2 0.0137(16) 0.034(2) 0.029(2) 0.0095(16) 0.0026(15) -0.0011(14)
C3 0.0154(16) 0.040(2) 0.031(2) 0.0130(17) -0.0015(15) 0.0033(15)
C4 0.0203(17) 0.0296(19) 0.0224(18) 0.0083(15) 0.0018(15) -0.0004(14)
C5 0.0144(16) 0.0324(19) 0.0271(19) 0.0083(15) 0.0036(15) -0.0029(14)
C6 0.0126(15) 0.0304(19) 0.0227(18) 0.0061(15) -0.0003(14) -0.0001(13)
C7 0.0179(16) 0.033(2) 0.0243(19) 0.0127(15) 0.0024(15) -0.0004(14)
C8 0.0188(17) 0.034(2) 0.0229(18) 0.0109(15) -0.0008(15) -0.0059(15)
C9 0.0143(16) 0.0269(18) 0.0259(19) 0.0044(15) 0.0007(14) 0.0034(13)
O6 0.0289(14) 0.065(2) 0.0320(17) -0.0197(15) 0.0057(14) -0.0022(14)
C10 0.083(6) 0.114(7) 0.043(4) -0.002(4) 0.022(4) -0.018(5)
C10' 0.048(13) 0.13(2) 0.027(11) 0.022(12) 0.004(10) 0.016(12)

_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 O3 1.937(2) 2_545 ?
Cu1 O5 1.967(2) . ?
Cu1 O5 2.033(2) 3_676 ?
Cu1 N3 2.041(3) 4_586 ?
Cu1 O1 2.114(2) . ?
Cu1 Cu1 3.0348(10) 3_676 ?
Cu2 O4 1.950(2) 4_686 ?
Cu2 O5 1.952(2) . ?
Cu2 O6 1.970(3) . ?
Cu2 N2 2.004(3) 4_586 ?
Cu2 O2 2.177(3) 3_676 ?
O1 C8 1.264(4) . ?
O2 C8 1.253(4) . ?
O2 Cu2 2.177(3) 3_676 ?
O3 C9 1.259(4) . ?
O3 Cu1 1.937(2) 2 ?
O4 C9 1.260(4) . ?
O4 Cu2 1.950(2) 4_585 ?
O5 Cu1 2.033(2) 3_676 ?
O5 H5A 1.003(17) . ?
N1 N2 1.328(4) . ?
N1 C1 1.336(4) . ?
N2 N3 1.317(4) . ?
N2 Cu2 2.004(3) 4_685 ?
N3 N4 1.324(4) . ?
N3 Cu1 2.041(3) 4_685 ?
N4 C1 1.337(4) . ?
C1 C2 1.471(5) . ?
C2 C7 1.394(5) . ?
C2 C3 1.399(5) . ?
C3 C4 1.386(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(5) . ?
C4 C8 1.510(5) . ?
C5 C6 1.402(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.396(5) . ?
C6 C9 1.500(4) . ?
C7 H7 0.9300 . ?
O6 C10 1.136(8) . ?
O6 C10' 1.14(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
O3 Cu1 O5 173.84(10) 2_545 . ?
O3 Cu1 O5 94.42(9) 2_545 3_676 ?
O5 Cu1 O5 81.30(9) . 3_676 ?
O3 Cu1 N3 92.36(10) 2_545 4_586 ?
O5 Cu1 N3 88.37(9) . 4_586 ?
O5 Cu1 N3 141.91(10) 3_676 4_586 ?
O3 Cu1 O1 91.16(11) 2_545 . ?
O5 Cu1 O1 94.45(10) . . ?
O5 Cu1 O1 109.73(9) 3_676 . ?
N3 Cu1 O1 107.54(11) 4_586 . ?
O3 Cu1 Cu1 134.10(7) 2_545 3_676 ?
O5 Cu1 Cu1 41.46(6) . 3_676 ?
O5 Cu1 Cu1 39.84(6) 3_676 3_676 ?
N3 Cu1 Cu1 120.59(8) 4_586 3_676 ?
O1 Cu1 Cu1 106.05(7) . 3_676 ?
O4 Cu2 O5 93.98(10) 4_686 . ?
O4 Cu2 O6 84.81(11) 4_686 . ?
O5 Cu2 O6 170.16(12) . . ?
O4 Cu2 N2 166.49(12) 4_686 4_586 ?
O5 Cu2 N2 87.68(11) . 4_586 ?
O6 Cu2 N2 91.27(12) . 4_586 ?
O4 Cu2 O2 102.28(11) 4_686 3_676 ?
O5 Cu2 O2 93.32(10) . 3_676 ?
O6 Cu2 O2 96.48(13) . 3_676 ?
N2 Cu2 O2 91.00(11) 4_586 3_676 ?
C8 O1 Cu1 120.3(2) . . ?
C8 O2 Cu2 123.3(2) . 3_676 ?
C9 O3 Cu1 122.7(2) . 2 ?
C9 O4 Cu2 135.5(2) . 4_585 ?
Cu2 O5 Cu1 113.81(10) . . ?
Cu2 O5 Cu1 106.15(10) . 3_676 ?
Cu1 O5 Cu1 98.70(9) . 3_676 ?
Cu2 O5 H5A 109.7(15) . . ?
Cu1 O5 H5A 109.9(15) . . ?
Cu1 O5 H5A 118(2) 3_676 . ?
N2 N1 C1 103.8(3) . . ?
N3 N2 N1 110.2(2) . . ?
N3 N2 Cu2 120.0(2) . 4_685 ?
N1 N2 Cu2 128.6(2) . 4_685 ?
N2 N3 N4 109.6(3) . . ?
N2 N3 Cu1 117.71(19) . 4_685 ?
N4 N3 Cu1 132.7(2) . 4_685 ?
N3 N4 C1 104.3(3) . . ?
N1 C1 N4 112.2(3) . . ?
N1 C1 C2 122.5(3) . . ?
N4 C1 C2 125.2(3) . . ?
C7 C2 C3 119.1(3) . . ?
C7 C2 C1 121.6(3) . . ?
C3 C2 C1 119.3(3) . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 C8 121.1(3) . . ?
C3 C4 C8 119.4(3) . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 C9 120.5(3) . . ?
C5 C6 C9 120.3(3) . . ?
C2 C7 C6 120.3(3) . . ?
C2 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
O2 C8 O1 126.2(3) . . ?
O2 C8 C4 116.9(3) . . ?
O1 C8 C4 116.9(3) . . ?
O3 C9 O4 127.1(3) . . ?
O3 C9 C6 117.2(3) . . ?
O4 C9 C6 115.8(3) . . ?
C10 O6 C10' 62.0(11) . . ?
C10 O6 Cu2 125.5(5) . . ?
C10' O6 Cu2 117.8(13) . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        25.32
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.075
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
_platon_squeeze_void_content
1 -0.007 -0.020 0.002 1339 282 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
