# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1032973'
_audit_update_record             
;
2014-11-06 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H25 Cu5 O33'
_chemical_formula_weight         1063.06

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'
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                   8.7022(3)
_cell_length_b                   8.9520(3)
_cell_length_c                   12.6698(6)
_cell_angle_alpha                106.807(4)
_cell_angle_beta                 90.983(3)
_cell_angle_gamma                110.054(2)
_cell_volume                     880.10(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.006
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             530
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_absorpt_correction_T_min  0.8614
_exptl_absorpt_correction_T_max  0.8620
_exptl_absorpt_correction_T_ave  0.8616
_exptl_absorpt_coefficient_mu    3.089
_exptl_crystal_size_rad          0.0200

_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  ?
_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            8527
_diffrn_reflns_av_R_equivalents  0.0197
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         5.03
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3975
_reflns_number_gt                3323
_reflns_threshold_expression     >2sigma(I)

_diffrn_measurement_device       KappaCCD
_computing_data_collection       KappaCCD
_computing_data_reduction        'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_cell_refinement       'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_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)+(0.0385P)²+1.7930P] 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         3975
_refine_ls_number_parameters     277
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0871
_refine_ls_wR_factor_gt          0.0812
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.048
_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 0.0000 0.0000 0.0000 0.01801(14) Uani 1 2 d S . .
Cu2 Cu 0.01194(5) 0.04353(5) 0.33241(3) 0.01468(11) Uani 1 1 d . . .
Cu3 Cu -0.33935(5) 0.05522(5) 0.34359(3) 0.01414(11) Uani 1 1 d . . .
O1 O -0.2225(3) 0.2511(3) 0.3003(2) 0.0258(6) Uani 1 1 d . . .
O2 O 0.0370(3) 0.2636(3) 0.3207(2) 0.0214(5) Uani 1 1 d . . .
O3 O 0.0167(3) 0.2312(3) 0.0741(2) 0.0228(5) Uani 1 1 d . . .
O4 O 0.2897(3) 0.3607(4) 0.1086(3) 0.0460(9) Uani 1 1 d . . .
O5 O 0.3742(3) 0.8247(4) 0.2088(2) 0.0362(7) Uani 1 1 d . . .
O6 O 0.5021(3) 0.8554(3) 0.3695(2) 0.0215(5) Uani 1 1 d . . .
OH1 O -0.2115(3) -0.0636(3) 0.25930(18) 0.0153(5) Uani 1 1 d D . .
O7 O 0.0189(3) 0.8247(3) 0.33327(19) 0.0195(5) Uani 1 1 d . . .
O8 O 0.1642(3) 0.8975(3) 0.49817(18) 0.0205(5) Uani 1 1 d . . .
C1 C -0.0113(4) 0.4841(4) 0.2766(3) 0.0123(6) Uani 1 1 d . . .
H1 H -0.1024 0.5150 0.2559 0.019 Uiso 1 1 calc R . .
C2 C -0.0697(4) 0.3194(4) 0.2999(3) 0.0131(6) Uani 1 1 d . . .
C3 C 0.1236(4) 0.5067(4) 0.1983(3) 0.0146(6) Uani 1 1 d . . .
H2 H 0.1090 0.5763 0.1548 0.018 Uiso 1 1 calc R . .
C4 C 0.1465(4) 0.3550(4) 0.1222(3) 0.0212(7) Uani 1 1 d . . .
C5 C 0.2574(4) 0.6162(4) 0.2980(3) 0.0134(6) Uani 1 1 d . . .
H4 H 0.3135 0.5484 0.3182 0.016 Uiso 1 1 calc R . .
C6 C 0.3839(4) 0.7757(4) 0.2890(3) 0.0168(6) Uani 1 1 d . . .
C7 C 0.1166(4) 0.6264(4) 0.3736(2) 0.0113(6) Uani 1 1 d . . .
H3 H 0.1275 0.5907 0.4386 0.014 Uiso 1 1 calc R . .
C8 C 0.0968(4) 0.7943(4) 0.4044(3) 0.0129(6) Uani 1 1 d . . .
O1W O -0.4513(3) 0.1967(2) 0.4345(4) 0.0214(5) Uani 1 1 d . . .
O2W O 0.2168(3) 0.1606(3) 0.4367(2) 0.0216(5) Uani 1 1 d D . .
O3W O 0.1451(4) -0.0032(4) 0.1712(2) 0.0366(7) Uani 1 1 d D . .
O4W O 0.2196(3) 0.0686(3) -0.0490(2) 0.0227(5) Uani 1 1 d D . .
O1X O 0.4478(8) 0.2092(13) 0.2131(8) 0.085(3) Uani 0.50 1 d P . .
O2X O 0.7275(6) 0.3256(7) 0.0356(3) 0.0945(19) Uani 1 1 d . . .
O3X O 0.6256(4) 0.5693(4) 0.1848(3) 0.0524(9) Uani 1 1 d . . .
O4X O 0.3316(5) 0.4554(4) 0.5898(3) 0.0606(10) Uani 1 1 d . . .
H5 H 0.210(6) 0.067(7) -0.1236(16) 0.051(15) Uiso 1 1 d D . .
H6 H 0.278(5) 0.182(2) -0.009(3) 0.037(12) Uiso 1 1 d D . .
H7 H 0.129(12) -0.119(3) 0.148(8) 0.05(3) Uiso 0.50 1 d PD . .
H8 H 0.244(4) 0.090(4) 0.200(4) 0.059(17) Uiso 1 1 d D . .
H9 H 0.198(7) 0.097(6) 0.486(4) 0.066(17) Uiso 1 1 d D . .
H10 H 0.249(6) 0.271(3) 0.485(3) 0.056(15) Uiso 1 1 d D . .
H11 H -0.4637 0.1615 0.5020 0.09(2) Uiso 1 1 d . . .
H12 H -0.5488 0.2060 0.4130 0.063(17) Uiso 1 1 d . . .
H13 H -0.258(5) -0.1638(17) 0.248(4) 0.032(12) Uiso 1 1 d 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 O3 1.962(2) . ?
Cu1 O3 1.962(2) 2 ?
Cu1 O4W 1.967(2) . ?
Cu1 O4W 1.967(2) 2 ?
Cu2 OH1 1.925(2) . ?
Cu2 O2 1.956(2) . ?
Cu2 O2W 1.964(2) . ?
Cu2 O7 1.984(2) 1_545 ?
Cu2 O3W 2.368(3) . ?
Cu3 OH1 1.925(2) . ?
Cu3 O1 1.939(2) . ?
Cu3 O6 1.968(2) 1_445 ?
Cu3 O1W 1.980(3) . ?
Cu3 O8 2.342(2) 2_566 ?
O1 C2 1.260(4) . ?
O2 C2 1.251(4) . ?
O3 C4 1.267(4) . ?
O4 C4 1.247(4) . ?
O5 C6 1.229(4) . ?
O6 C6 1.284(4) . ?
O6 Cu3 1.968(2) 1_665 ?
O7 C8 1.262(4) . ?
O7 Cu2 1.984(2) 1_565 ?
O8 C8 1.257(4) . ?
O8 Cu3 2.342(2) 2_566 ?
C1 C2 1.504(4) . ?
C1 C3 1.548(4) . ?
C1 C7 1.564(4) . ?
C3 C4 1.499(4) . ?
C3 C5 1.537(4) . ?
C5 C6 1.512(4) . ?
C5 C7 1.579(4) . ?
C7 C8 1.510(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
O3 Cu1 O3 180.0(2) . 2 ?
O3 Cu1 O4W 93.64(10) . . ?
O3 Cu1 O4W 86.36(10) 2 . ?
O3 Cu1 O4W 86.36(10) . 2 ?
O3 Cu1 O4W 93.64(10) 2 2 ?
O4W Cu1 O4W 180.00(13) . 2 ?
OH1 Cu2 O2 94.65(10) . . ?
OH1 Cu2 O2W 167.47(10) . . ?
O2 Cu2 O2W 86.03(10) . . ?
OH1 Cu2 O7 90.84(10) . 1_545 ?
O2 Cu2 O7 170.98(10) . 1_545 ?
O2W Cu2 O7 90.17(10) . 1_545 ?
OH1 Cu2 O3W 97.39(11) . . ?
O2 Cu2 O3W 88.31(11) . . ?
O2W Cu2 O3W 95.13(11) . . ?
O7 Cu2 O3W 83.88(10) 1_545 . ?
OH1 Cu3 O1 90.69(10) . . ?
OH1 Cu3 O6 94.34(10) . 1_445 ?
O1 Cu3 O6 168.08(11) . 1_445 ?
OH1 Cu3 O1W 174.52(7) . . ?
O1 Cu3 O1W 85.06(7) . . ?
O6 Cu3 O1W 90.50(7) 1_445 . ?
OH1 Cu3 O8 87.00(9) . 2_566 ?
O1 Cu3 O8 100.68(10) . 2_566 ?
O6 Cu3 O8 90.39(9) 1_445 2_566 ?
O1W Cu3 O8 90.41(6) . 2_566 ?
C2 O1 Cu3 128.7(2) . . ?
C2 O2 Cu2 130.2(2) . . ?
C4 O3 Cu1 126.8(2) . . ?
C6 O6 Cu3 111.2(2) . 1_665 ?
Cu3 OH1 Cu2 107.22(11) . . ?
C8 O7 Cu2 128.4(2) . 1_565 ?
C8 O8 Cu3 143.5(2) . 2_566 ?
C2 C1 C3 115.8(2) . . ?
C2 C1 C7 111.9(2) . . ?
C3 C1 C7 89.0(2) . . ?
O2 C2 O1 125.2(3) . . ?
O2 C2 C1 117.8(3) . . ?
O1 C2 C1 117.0(3) . . ?
C4 C3 C5 117.3(3) . . ?
C4 C3 C1 119.4(3) . . ?
C5 C3 C1 90.9(2) . . ?
O4 C4 O3 124.8(3) . . ?
O4 C4 C3 118.4(3) . . ?
O3 C4 C3 116.7(3) . . ?
C6 C5 C3 117.9(3) . . ?
C6 C5 C7 119.5(2) . . ?
C3 C5 C7 88.8(2) . . ?
O5 C6 O6 122.4(3) . . ?
O5 C6 C5 121.8(3) . . ?
O6 C6 C5 115.9(3) . . ?
C8 C7 C1 115.6(2) . . ?
C8 C7 C5 113.4(2) . . ?
C1 C7 C5 88.8(2) . . ?
O8 C8 O7 124.0(3) . . ?
O8 C8 C7 117.7(3) . . ?
O7 C8 C7 118.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.106
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1032974'
_audit_update_record             
;
2014-11-06 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H10 Cu2 O15'
_chemical_formula_weight         473.23

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'
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                   6.2340(12)
_cell_length_b                   11.118(2)
_cell_length_c                   11.948(2)
_cell_angle_alpha                86.78(3)
_cell_angle_beta                 79.95(3)
_cell_angle_gamma                83.01(3)
_cell_volume                     808.8(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             470
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_absorpt_correction_T_min  0.8114
_exptl_absorpt_correction_T_max  0.8320
_exptl_absorpt_correction_T_ave  0.8115
_exptl_absorpt_coefficient_mu    2.994
_exptl_crystal_size_rad          0.0150

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.73830
_diffrn_source                   synchrotron
_diffrn_source_type              'ESRF-CRG BM16'
_diffrn_radiation_monochromator  'Si 111'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9.6
_diffrn_radiation_detector       'ADSC Q210r CCD (binned mode)'
_diffrn_measurement_device_type  'Single-axis HUBER diffractometer'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14167
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_av_sigmaI/netI    0.0556
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.80
_diffrn_reflns_theta_max         28.37
_reflns_number_total             3509
_reflns_number_gt                2941
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'MxCube (ESRF, 2006)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.1138P)²+1.8269P] 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         3509
_refine_ls_number_parameters     259
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0615
_refine_ls_wR_factor_ref         0.1912
_refine_ls_wR_factor_gt          0.1767
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      7.440
_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 1.4228(6) 0.5768(4) 0.0804(4) 0.0304(16) Uani 1 1 d . . .
Cu2 Cu 1.0000 0.0000 0.5000 0.0354(19) Uani 1 2 d S . .
Cu3 Cu 0.5000 0.0000 0.5000 0.039(2) Uani 1 2 d S . .
O1 O 0.961(4) 0.080(3) 0.353(2) 0.039(6) Uani 1 1 d . . .
O2 O 0.603(5) 0.078(3) 0.353(2) 0.043(7) Uani 1 1 d . . .
O3 O 0.630(4) 0.485(3) 0.172(2) 0.040(6) Uani 1 1 d . . .
O4 O 0.762(5) 0.359(3) 0.032(2) 0.043(7) Uani 1 1 d . . .
O5 O 1.225(4) 0.454(2) 0.134(2) 0.036(6) Uani 1 1 d . . .
O6 O 1.349(5) 0.322(3) -0.002(3) 0.043(7) Uani 1 1 d . . .
O7 O 1.374(4) 0.050(3) 0.135(3) 0.047(7) Uani 1 1 d D . .
H10 H 1.4482 -0.0151 0.1419 0.070 Uiso 1 1 calc RD . .
O8 O 1.105(5) -0.067(3) 0.137(3) 0.045(7) Uani 1 1 d . . .
C1 C 0.808(6) 0.171(4) 0.197(3) 0.034(8) Uani 1 1 d . . .
H1 H 0.6842 0.1668 0.1578 0.041 Uiso 1 1 calc R . .
C2 C 0.790(6) 0.103(4) 0.310(3) 0.035(8) Uani 1 1 d . . .
C3 C 0.857(5) 0.305(3) 0.211(3) 0.032(7) Uani 1 1 d . . .
H2 H 0.8301 0.3304 0.2897 0.039 Uiso 1 1 calc R . .
C4 C 0.743(6) 0.390(3) 0.131(3) 0.033(7) Uani 1 1 d . . .
C5 C 1.102(5) 0.264(3) 0.164(3) 0.030(7) Uani 1 1 d . . .
H3 H 1.1755 0.2389 0.2286 0.036 Uiso 1 1 calc R . .
C6 C 1.233(5) 0.354(3) 0.091(3) 0.030(7) Uani 1 1 d . . .
C7 C 1.035(6) 0.150(3) 0.119(3) 0.031(7) Uani 1 1 d . . .
H4 H 1.0171 0.1642 0.0390 0.037 Uiso 1 1 calc R . .
C8 C 1.177(6) 0.032(4) 0.131(3) 0.035(8) Uani 1 1 d . . .
O1H O 1.288(4) -0.069(3) 0.430(2) 0.039(6) Uani 1 1 d D . .
O1W O 1.264(5) 0.700(3) 0.208(2) 0.041(6) Uani 1 1 d D . .
O2W O 1.208(6) 0.172(4) 0.526(3) 0.059(9) Uani 1 1 d D . .
O1X O 1.67(2) -0.382(10) 0.611(10) 0.22(6) Uani 1 1 d . . .
O2X O 0.97(2) 0.448(14) 0.462(10) 0.13(5) Uani 0.50 1 d P . .
O3X O 1.347(13) -0.311(5) 0.431(7) 0.06(2) Uani 0.50 1 d P . .
O4X O 1.664(5) -0.140(3) 0.150(3) 0.056(8) Uani 1 1 d D . .
O5X O 0.846(9) -0.359(8) 0.300(6) 0.14(3) Uani 1 1 d . . .
H9 H 1.32(9) -0.04(5) 0.358(18) 0.06(15) Uiso 1 1 d D . .
H6 H 1.26(14) 0.785(10) 0.20(7) 0.1(3) Uiso 1 1 d D . .
H5 H 1.31(14) 0.68(8) 0.28(3) 0.1(3) Uiso 1 1 d D . .
H7 H 1.20(11) 0.25(3) 0.48(5) 0.1(2) Uiso 1 1 d D . .
H8 H 1.22(12) 0.20(6) 0.60(3) 0.1(2) Uiso 1 1 d 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 O5 1.96(2) . ?
Cu1 O4 1.96(3) 2_765 ?
Cu1 O3 1.99(3) 1_655 ?
Cu1 O6 1.99(3) 2_865 ?
Cu1 O1W 2.13(3) . ?
Cu1 Cu1 2.620(9) 2_865 ?
Cu2 O1H 1.93(3) 2_756 ?
Cu2 O1H 1.93(3) . ?
Cu2 O1 1.96(3) . ?
Cu2 O1 1.96(3) 2_756 ?
Cu3 O1H 1.93(3) 2_756 ?
Cu3 O1H 1.93(3) 1_455 ?
Cu3 O2 1.95(3) 2_656 ?
Cu3 O2 1.95(3) . ?
O1 C2 1.26(5) . ?
O2 C2 1.25(4) . ?
O3 C4 1.27(5) . ?
O3 Cu1 1.99(3) 1_455 ?
O4 C4 1.23(5) . ?
O4 Cu1 1.96(3) 2_765 ?
O5 C6 1.24(5) . ?
O6 C6 1.26(5) . ?
O6 Cu1 1.99(3) 2_865 ?
O7 C8 1.28(5) . ?
O8 C8 1.23(5) . ?
C1 C2 1.51(5) . ?
C1 C7 1.55(5) . ?
C1 C3 1.57(5) . ?
C3 C4 1.52(5) . ?
C3 C5 1.55(5) . ?
C5 C6 1.51(5) . ?
C5 C7 1.54(5) . ?
C7 C8 1.50(5) . ?
O1H Cu3 1.93(3) 1_655 ?
O2X O2X 1.6(3) 2_766 ?

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
O5 Cu1 O4 90.6(13) . 2_765 ?
O5 Cu1 O3 86.6(12) . 1_655 ?
O4 Cu1 O3 168.4(12) 2_765 1_655 ?
O5 Cu1 O6 168.3(12) . 2_865 ?
O4 Cu1 O6 88.3(14) 2_765 2_865 ?
O3 Cu1 O6 92.2(13) 1_655 2_865 ?
O5 Cu1 O1W 93.1(11) . . ?
O4 Cu1 O1W 94.4(12) 2_765 . ?
O3 Cu1 O1W 97.1(12) 1_655 . ?
O6 Cu1 O1W 98.6(11) 2_865 . ?
O5 Cu1 Cu1 83.0(8) . 2_865 ?
O4 Cu1 Cu1 81.2(9) 2_765 2_865 ?
O3 Cu1 Cu1 87.2(8) 1_655 2_865 ?
O6 Cu1 Cu1 85.3(9) 2_865 2_865 ?
O1W Cu1 Cu1 174.0(9) . 2_865 ?
O1H Cu2 O1H 180.0(16) 2_756 . ?
O1H Cu2 O1 91.5(11) 2_756 . ?
O1H Cu2 O1 88.5(11) . . ?
O1H Cu2 O1 88.5(11) 2_756 2_756 ?
O1H Cu2 O1 91.5(11) . 2_756 ?
O1 Cu2 O1 180.0(17) . 2_756 ?
O1H Cu3 O1H 180.000(2) 2_756 1_455 ?
O1H Cu3 O2 88.2(12) 2_756 2_656 ?
O1H Cu3 O2 91.8(12) 1_455 2_656 ?
O1H Cu3 O2 91.8(12) 2_756 . ?
O1H Cu3 O2 88.2(12) 1_455 . ?
O2 Cu3 O2 180.000(3) 2_656 . ?
C2 O1 Cu2 130(2) . . ?
C2 O2 Cu3 130(3) . . ?
C4 O3 Cu1 118(3) . 1_455 ?
C4 O4 Cu1 127(3) . 2_765 ?
C6 O5 Cu1 125(2) . . ?
C6 O6 Cu1 121(2) . 2_865 ?
C2 C1 C7 115(3) . . ?
C2 C1 C3 110(3) . . ?
C7 C1 C3 88(3) . . ?
O2 C2 O1 126(4) . . ?
O2 C2 C1 116(3) . . ?
O1 C2 C1 118(3) . . ?
C4 C3 C5 114(3) . . ?
C4 C3 C1 110(3) . . ?
C5 C3 C1 88(3) . . ?
O4 C4 O3 125(4) . . ?
O4 C4 C3 117(3) . . ?
O3 C4 C3 117(3) . . ?
C6 C5 C7 124(3) . . ?
C6 C5 C3 118(3) . . ?
C7 C5 C3 90(3) . . ?
O5 C6 O6 125(3) . . ?
O5 C6 C5 115(3) . . ?
O6 C6 C5 120(3) . . ?
C8 C7 C5 118(3) . . ?
C8 C7 C1 119(3) . . ?
C5 C7 C1 89(3) . . ?
O8 C8 O7 126(4) . . ?
O8 C8 C7 123(3) . . ?
O7 C8 C7 111(3) . . ?
Cu2 O1H Cu3 107.5(14) . 1_655 ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        28.37
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         1.505
_refine_diff_density_min         -1.475
_refine_diff_density_rms         0.164

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1032975'
_audit_update_record             
;
2014-11-06 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C4 H2 Cu O6'
_chemical_formula_weight         209.60

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'
H H 0.0000 0.0000 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pccn

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

_cell_length_a                   7.9815(5)
_cell_length_b                   14.4504(6)
_cell_length_c                   10.2757(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1185.16(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_absorpt_correction_T_min  0.4820
_exptl_absorpt_correction_T_max  0.5229
_exptl_absorpt_correction_T_ave  0.5027
_exptl_absorpt_coefficient_mu    5.167
_exptl_crystal_size_rad          0.1000

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\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            2658
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_sigmaI/netI    0.0628
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         6.13
_diffrn_reflns_theta_max         73.55
_reflns_number_total             1161
_reflns_number_gt                931
_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)+(0.0971P)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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1161
_refine_ls_number_parameters     100
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_ref         0.1578
_refine_ls_wR_factor_gt          0.1450
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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 0.11228(8) 0.56071(4) 0.10614(6) 0.0201(3) Uani 1 1 d . . .
O1 O 0.3987(5) 0.4163(3) 0.0482(4) 0.0361(10) Uani 1 1 d . . .
O2 O 0.1313(4) 0.4460(2) 0.0067(3) 0.0235(7) Uani 1 1 d . . .
O3 O 0.5339(5) 0.3065(2) -0.2860(3) 0.0278(8) Uani 1 1 d . . .
O4 O 0.6002(4) 0.1659(2) -0.2193(3) 0.0225(7) Uani 1 1 d . . .
C1 C 0.2585(6) 0.3252(3) -0.1103(4) 0.0198(9) Uani 1 1 d . . .
H1 H 0.2613 0.3519 -0.1979 0.024 Uiso 1 1 calc R . .
C2 C 0.2677(6) 0.4016(3) -0.0094(4) 0.0227(10) Uani 1 1 d . . .
C3 C 0.3879(5) 0.2464(3) -0.1000(4) 0.0209(10) Uani 1 1 d . . .
H2 H 0.4412 0.2448 -0.0141 0.025 Uiso 1 1 calc R . .
C4 C 0.5159(6) 0.2404(3) -0.2088(4) 0.0221(9) Uani 1 1 d . . .
O1W O 0.0250(7) 0.4871(3) 0.2515(4) 0.0398(10) Uani 1 1 d . . .
O2W O 0.2493(6) 0.6319(3) -0.0206(3) 0.0338(9) 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 O4 1.916(3) 6_565 ?
Cu1 O2 1.954(3) . ?
Cu1 O1W 1.961(4) . ?
Cu1 O2W 1.988(4) . ?
Cu1 O2 2.266(4) 5_565 ?
O1 C2 1.220(6) . ?
O2 C2 1.274(6) . ?
O2 Cu1 2.266(4) 5_565 ?
O3 C4 1.250(6) . ?
O4 C4 1.273(6) . ?
O4 Cu1 1.916(3) 6_655 ?
C1 C2 1.517(6) . ?
C1 C3 1.541(6) . ?
C1 C3 1.565(6) 2 ?
C3 C4 1.517(6) . ?
C3 C1 1.565(6) 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
O4 Cu1 O2 174.05(14) 6_565 . ?
O4 Cu1 O1W 87.16(16) 6_565 . ?
O2 Cu1 O1W 88.04(16) . . ?
O4 Cu1 O2W 90.86(16) 6_565 . ?
O2 Cu1 O2W 93.05(16) . . ?
O1W Cu1 O2W 167.2(2) . . ?
O4 Cu1 O2 107.52(13) 6_565 5_565 ?
O2 Cu1 O2 76.28(15) . 5_565 ?
O1W Cu1 O2 93.53(18) . 5_565 ?
O2W Cu1 O2 99.15(15) . 5_565 ?
C2 O2 Cu1 124.2(3) . . ?
C2 O2 Cu1 130.2(3) . 5_565 ?
Cu1 O2 Cu1 103.72(14) . 5_565 ?
C4 O4 Cu1 130.2(3) . 6_655 ?
C2 C1 C3 117.3(4) . . ?
C2 C1 C3 118.1(4) . 2 ?
C3 C1 C3 90.4(3) . 2 ?
O1 C2 O2 125.6(4) . . ?
O1 C2 C1 120.0(4) . . ?
O2 C2 C1 114.4(4) . . ?
C4 C3 C1 116.3(4) . . ?
C4 C3 C1 114.5(4) . 2 ?
C1 C3 C1 89.0(3) . 2 ?
O3 C4 O4 122.1(4) . . ?
O3 C4 C3 120.1(4) . . ?
O4 C4 C3 117.8(4) . . ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        73.55
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         0.854
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.181
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1032976'
_audit_update_record             
;
2014-11-06 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H20 Cu2 O16'
_chemical_formula_weight         499.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0180 0.0090 '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'
O O 0.0490 0.0320 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9650 0.5890 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   I41/a

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y+3/4, x+1/4, z+1/4'
'-x+1/2, -y, z+1/2'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-y+5/4, x+3/4, z+3/4'
'-x+1, -y+1/2, z+1'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'y-3/4, -x-1/4, -z-1/4'
'x-1/2, y, -z-1/2'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'y-1/4, -x+1/4, -z+1/4'
'x, y+1/2, -z'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   18.6107(5)
_cell_length_b                   18.6107(5)
_cell_length_c                   4.8022(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1663.28(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       NEEDLE
_exptl_crystal_colour            blue
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.994
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_absorpt_correction_T_min  0.5559
_exptl_absorpt_correction_T_max  0.5863
_exptl_absorpt_correction_T_ave  0.5711
_exptl_absorpt_coefficient_mu    3.977
_exptl_crystal_size_rad          0.1000

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_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            2644
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_sigmaI/netI    0.0271
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         4.75
_diffrn_reflns_theta_max         72.57
_reflns_number_total             815
_reflns_number_gt                779
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0513P)²+1.4454P] 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         815
_refine_ls_number_parameters     77
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0314
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0805
_refine_ls_wR_factor_gt          0.0788
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_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 0.0000 0.5000 0.0000 0.0146(2) Uani 1 2 d S . .
C1 C -0.01651(9) 0.69415(9) 0.3990(4) 0.0115(4) Uani 1 1 d . . .
H1 H -0.0209 0.6792 0.5940 0.014 Uiso 1 1 calc R . .
C2 C -0.03027(10) 0.63145(10) 0.2074(4) 0.0135(4) Uani 1 1 d . . .
O1 O -0.07838(7) 0.63191(7) 0.0267(3) 0.0171(3) Uani 1 1 d . . .
O2 O 0.01337(8) 0.57973(7) 0.2436(3) 0.0194(3) Uani 1 1 d . . .
O1W O 0.08304(9) 0.53294(8) -0.2124(3) 0.0207(3) Uani 1 1 d . . .
O1X O 0.21642(8) 0.59589(10) 0.1119(4) 0.0259(4) Uani 1 1 d . . .
H2 H 0.084(2) 0.577(2) -0.249(7) 0.035(9) Uiso 1 1 d . . .
H3 H 0.0963(17) 0.5114(19) -0.333(8) 0.030(8) Uiso 1 1 d . . .
H4 H 0.197(2) 0.562(2) 0.165(8) 0.041(9) Uiso 1 1 d . . .
H5 H 0.191(2) 0.617(2) -0.013(8) 0.039(9) 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
Cu1 O2 1.9058(13) . ?
Cu1 O2 1.9058(13) 9_565 ?
Cu1 O1W 1.9504(16) . ?
Cu1 O1W 1.9504(16) 9_565 ?
C1 C2 1.508(2) . ?
C1 C1 1.550(2) 16_666 ?
C1 C1 1.550(2) 10_566 ?
C2 O1 1.247(2) . ?
C2 O2 1.271(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
O2 Cu1 O2 180.00(5) . 9_565 ?
O2 Cu1 O1W 88.44(7) . . ?
O2 Cu1 O1W 91.56(7) 9_565 . ?
O2 Cu1 O1W 91.56(7) . 9_565 ?
O2 Cu1 O1W 88.44(7) 9_565 9_565 ?
O1W Cu1 O1W 180.00(6) . 9_565 ?
C2 C1 C1 114.97(19) . 16_666 ?
C2 C1 C1 120.1(2) . 10_566 ?
C1 C1 C1 88.73(4) 16_666 10_566 ?
O1 C2 O2 123.97(18) . . ?
O1 C2 C1 122.78(17) . . ?
O2 C2 C1 113.22(16) . . ?
C2 O2 Cu1 114.99(13) . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        72.57
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.087
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1032977'
_audit_update_record             
;
2014-11-06 deposited with the CCDC.
2015-05-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H8 Cu4 O21'
_chemical_formula_weight         790.38

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'
H H 0.0000 0.0000 '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'
O O 0.0492 0.0322 '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                   8.0007(8)
_cell_length_b                   11.0476(9)
_cell_length_c                   14.0408(11)
_cell_angle_alpha                110.768(8)
_cell_angle_beta                 96.370(8)
_cell_angle_gamma                97.671(7)
_cell_volume                     1133.12(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       Prism
_exptl_crystal_colour            Green
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.317
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
Interpolation using  Int.Tab. Vol. C (1992) p. 523,Tab. 6.3.3.3
for values of muR in the range 0-2.5, and Int.Tab. Vol.II (1959)
p.302; Table 5.3.6 B for muR in the range 2.6-10.0.
The interpolation procedure of C.W.Dwiggins Jr (Acta Cryst.(1975)
A31,146-148) is used with some modification.
;
_exptl_absorpt_correction_T_min  0.4820
_exptl_absorpt_correction_T_max  0.5231
_exptl_absorpt_correction_T_ave  0.5030
_exptl_absorpt_coefficient_mu    5.244
_exptl_crystal_size_rad          0.1000

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'SuperNova (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_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            7596
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0453
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.36
_diffrn_reflns_theta_max         71.91
_reflns_number_total             4405
_reflns_number_gt                3608
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0859P)²+2.1843P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4405
_refine_ls_number_parameters     379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1490
_refine_ls_wR_factor_gt          0.1359
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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 0.61735(8) 0.63031(6) 0.23110(5) 0.02221(19) Uani 1 1 d . . .
Cu2 Cu 0.71096(8) 0.94243(6) 0.26347(5) 0.02081(19) Uani 1 1 d . . .
Cu3 Cu 0.76720(8) 1.22854(6) 0.25432(5) 0.01964(19) Uani 1 1 d . . .
Cu4 Cu 0.16483(8) 1.28362(6) 0.24884(5) 0.02081(19) Uani 1 1 d . . .
O1 O 0.2843(7) 0.6225(5) 0.1080(6) 0.083(2) Uani 1 1 d . . .
O2 O 0.5176(4) 0.7650(3) 0.1939(3) 0.0260(7) Uani 1 1 d . . .
O3 O 0.6049(4) 1.0612(3) 0.2091(2) 0.0198(6) Uani 1 1 d . . .
O4 O 0.4202(5) 1.1928(3) 0.2096(3) 0.0353(9) Uani 1 1 d . . .
O5 O -0.1352(4) 0.9163(3) 0.1570(3) 0.0266(7) Uani 1 1 d . . .
O6 O 0.0110(4) 1.1206(3) 0.2395(3) 0.0222(7) Uani 1 1 d . . .
O7 O -0.0630(4) 0.7504(3) -0.1066(3) 0.0253(7) Uani 1 1 d . . .
O8 O 0.2190(4) 0.7923(4) -0.1114(3) 0.0263(7) Uani 1 1 d . . .
O9 O 1.0614(5) 0.9477(4) 0.3686(4) 0.0496(12) Uani 1 1 d . . .
O10 O 0.8035(4) 0.8195(3) 0.3155(3) 0.0246(7) Uani 1 1 d . . .
O11 O 0.7289(4) 0.5022(3) 0.2698(3) 0.0279(7) Uani 1 1 d . . .
O12 O 0.9258(4) 0.3946(3) 0.3025(3) 0.0214(6) Uani 1 1 d . . .
O13 O 1.3139(4) 0.4475(3) 0.2572(3) 0.0252(7) Uani 1 1 d . . .
O14 O 1.4682(4) 0.6485(3) 0.3340(3) 0.0265(7) Uani 1 1 d . . .
O15 O 1.2467(4) 0.7423(3) 0.6017(2) 0.0250(7) Uani 1 1 d . . .
O16 O 1.2951(5) 0.9441(3) 0.5949(3) 0.0331(8) Uani 1 1 d . . .
C1 C 0.3196(6) 0.8343(4) 0.0975(4) 0.0219(9) Uani 1 1 d . . .
H1 H 0.3946 0.8487 0.0503 0.026 Uiso 1 1 calc R . .
C2 C 0.3718(7) 0.7313(5) 0.1343(4) 0.0300(11) Uani 1 1 d . . .
C3 C 0.3081(6) 0.9688(4) 0.1806(3) 0.0206(9) Uani 1 1 d . . .
H3 H 0.2874 0.9589 0.2452 0.025 Uiso 1 1 calc R . .
C4 C 0.4472(6) 1.0826(5) 0.2011(4) 0.0213(9) Uani 1 1 d . . .
C5 C 0.1369(5) 0.9666(4) 0.1143(3) 0.0188(9) Uani 1 1 d . . .
H5 H 0.1562 1.0205 0.0727 0.023 Uiso 1 1 calc R . .
C6 C -0.0074(6) 1.0028(5) 0.1740(4) 0.0218(9) Uani 1 1 d . . .
C7 C 0.1316(6) 0.8184(4) 0.0493(3) 0.0195(9) Uani 1 1 d . . .
H7 H 0.0548 0.7607 0.0715 0.023 Uiso 1 1 calc R . .
C8 C 0.0942(6) 0.7816(4) -0.0665(3) 0.0204(9) Uani 1 1 d . . .
C9 C 1.0170(5) 0.7462(4) 0.3982(3) 0.0189(8) Uani 1 1 d . . .
H9 H 0.9480 0.7348 0.4489 0.023 Uiso 1 1 calc R . .
C10 C 0.9636(6) 0.8487(4) 0.3600(4) 0.0239(10) Uani 1 1 d . . .
C11 C 1.0250(5) 0.6108(4) 0.3154(3) 0.0182(8) Uani 1 1 d . . .
H11 H 1.0452 0.6206 0.2507 0.022 Uiso 1 1 calc R . .
C12 C 0.8827(6) 0.4964(4) 0.2942(3) 0.0186(8) Uani 1 1 d . . .
C13 C 1.1969(5) 0.6124(4) 0.3802(3) 0.0173(8) Uani 1 1 d . . .
H13 H 1.1768 0.5646 0.4260 0.021 Uiso 1 1 calc R . .
C14 C 1.3351(6) 0.5652(4) 0.3196(3) 0.0189(8) Uani 1 1 d . . .
C15 C 1.2111(6) 0.7620(4) 0.4390(3) 0.0192(9) Uani 1 1 d . . .
H15 H 1.2812 0.8124 0.4078 0.023 Uiso 1 1 calc R . .
C16 C 1.2571(6) 0.8208(4) 0.5547(4) 0.0200(9) Uani 1 1 d . . .
O1W O 0.2497(5) 1.3170(4) 0.3943(3) 0.0348(8) Uani 1 1 d . . .
O2W O 0.7079(7) 0.5809(5) 0.1020(4) 0.0573(13) Uani 1 1 d . . .
O1X O 0.3395(6) 1.1392(5) 0.4639(4) 0.0488(11) Uani 1 1 d . . .
O2X O 0.4195(9) 1.5343(7) 0.5555(6) 0.0329(16) Uani 0.50 1 d P . .
O3X O -0.3887(9) 0.6838(8) -0.0360(6) 0.088(2) Uani 1 1 d . . .
O4X O 0.0393(12) 0.5097(10) -0.0502(8) 0.053(2) Uani 0.50 1 d 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 O14 1.947(3) 1_455 ?
Cu1 O2W 1.950(5) . ?
Cu1 O11 1.967(3) . ?
Cu1 O2 1.975(3) . ?
Cu1 O10 2.239(3) . ?
Cu2 O10 1.944(3) . ?
Cu2 O16 1.949(4) 2_776 ?
Cu2 O3 1.972(3) . ?
Cu2 O5 2.007(3) 1_655 ?
Cu2 O2 2.165(3) . ?
Cu3 O12 1.935(3) 1_565 ?
Cu3 O15 1.950(3) 2_776 ?
Cu3 O8 1.954(3) 2_675 ?
Cu3 O3 1.963(3) . ?
Cu3 O6 2.409(3) 1_655 ?
Cu4 O7 1.954(3) 2_575 ?
Cu4 O1W 1.964(4) . ?
Cu4 O13 1.989(3) 1_465 ?
Cu4 O6 1.995(3) . ?
Cu4 O4 2.427(4) . ?
O1 C2 1.214(7) . ?
O2 C2 1.283(6) . ?
O3 C4 1.314(5) . ?
O4 C4 1.232(6) . ?
O5 C6 1.241(6) . ?
O5 Cu2 2.007(3) 1_455 ?
O6 C6 1.278(6) . ?
O6 Cu3 2.409(3) 1_455 ?
O7 C8 1.267(6) . ?
O7 Cu4 1.954(3) 2_575 ?
O8 C8 1.254(6) . ?
O8 Cu3 1.954(3) 2_675 ?
O9 C10 1.216(6) . ?
O10 C10 1.305(6) . ?
O11 C12 1.257(6) . ?
O12 C12 1.258(6) . ?
O12 Cu3 1.935(3) 1_545 ?
O13 C14 1.260(6) . ?
O13 Cu4 1.989(3) 1_645 ?
O14 C14 1.258(6) . ?
O14 Cu1 1.947(3) 1_655 ?
O15 C16 1.262(6) . ?
O15 Cu3 1.950(3) 2_776 ?
O16 C16 1.254(6) . ?
O16 Cu2 1.949(4) 2_776 ?
C1 C2 1.494(7) . ?
C1 C7 1.540(6) . ?
C1 C3 1.553(6) . ?
C3 C4 1.484(6) . ?
C3 C5 1.560(6) . ?
C5 C6 1.515(6) . ?
C5 C7 1.558(6) . ?
C7 C8 1.513(6) . ?
C9 C10 1.505(7) . ?
C9 C11 1.549(6) . ?
C9 C15 1.558(6) . ?
C11 C12 1.503(6) . ?
C11 C13 1.557(6) . ?
C13 C14 1.505(6) . ?
C13 C15 1.545(6) . ?
C15 C16 1.500(6) . ?
O4X O4X 1.67(2) 2_565 ?

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
O14 Cu1 O2W 163.8(2) 1_455 . ?
O14 Cu1 O11 92.97(16) 1_455 . ?
O2W Cu1 O11 90.47(19) . . ?
O14 Cu1 O2 88.68(16) 1_455 . ?
O2W Cu1 O2 88.66(19) . . ?
O11 Cu1 O2 176.93(14) . . ?
O14 Cu1 O10 97.76(14) 1_455 . ?
O2W Cu1 O10 96.9(2) . . ?
O11 Cu1 O10 102.70(13) . . ?
O2 Cu1 O10 74.49(13) . . ?
O10 Cu2 O16 89.17(15) . 2_776 ?
O10 Cu2 O3 176.94(13) . . ?
O16 Cu2 O3 91.26(15) 2_776 . ?
O10 Cu2 O5 92.32(15) . 1_655 ?
O16 Cu2 O5 140.38(16) 2_776 1_655 ?
O3 Cu2 O5 89.28(15) . 1_655 ?
O10 Cu2 O2 76.85(13) . . ?
O16 Cu2 O2 117.18(16) 2_776 . ?
O3 Cu2 O2 100.28(13) . . ?
O5 Cu2 O2 101.64(14) 1_655 . ?
O12 Cu3 O15 88.17(14) 1_565 2_776 ?
O12 Cu3 O8 89.89(15) 1_565 2_675 ?
O15 Cu3 O8 177.44(15) 2_776 2_675 ?
O12 Cu3 O3 178.51(14) 1_565 . ?
O15 Cu3 O3 90.37(14) 2_776 . ?
O8 Cu3 O3 91.55(14) 2_675 . ?
O12 Cu3 O6 87.84(12) 1_565 1_655 ?
O15 Cu3 O6 98.38(14) 2_776 1_655 ?
O8 Cu3 O6 83.21(13) 2_675 1_655 ?
O3 Cu3 O6 92.66(12) . 1_655 ?
O7 Cu4 O1W 175.67(16) 2_575 . ?
O7 Cu4 O13 90.85(15) 2_575 1_465 ?
O1W Cu4 O13 91.64(16) . 1_465 ?
O7 Cu4 O6 88.42(14) 2_575 . ?
O1W Cu4 O6 89.03(15) . . ?
O13 Cu4 O6 178.79(14) 1_465 . ?
O7 Cu4 O4 96.97(15) 2_575 . ?
O1W Cu4 O4 86.88(16) . . ?
O13 Cu4 O4 82.11(13) 1_465 . ?
O6 Cu4 O4 98.94(13) . . ?
C2 O2 Cu1 119.2(3) . . ?
C2 O2 Cu2 135.8(3) . . ?
Cu1 O2 Cu2 104.86(14) . . ?
C4 O3 Cu3 109.9(3) . . ?
C4 O3 Cu2 131.4(3) . . ?
Cu3 O3 Cu2 107.99(14) . . ?
C4 O4 Cu4 128.3(3) . . ?
C6 O5 Cu2 118.2(3) . 1_455 ?
C6 O6 Cu4 129.5(3) . . ?
C6 O6 Cu3 118.8(3) . 1_455 ?
Cu4 O6 Cu3 91.69(13) . 1_455 ?
C8 O7 Cu4 128.1(3) . 2_575 ?
C8 O8 Cu3 132.0(3) . 2_675 ?
C10 O10 Cu2 119.0(3) . . ?
C10 O10 Cu1 134.0(3) . . ?
Cu2 O10 Cu1 103.21(14) . . ?
C12 O11 Cu1 133.2(3) . . ?
C12 O12 Cu3 121.9(3) . 1_545 ?
C14 O13 Cu4 132.0(3) . 1_645 ?
C14 O14 Cu1 122.2(3) . 1_655 ?
C16 O15 Cu3 131.5(3) . 2_776 ?
C16 O16 Cu2 127.8(3) . 2_776 ?
C2 C1 C7 119.1(4) . . ?
C2 C1 C3 117.5(4) . . ?
C7 C1 C3 89.9(3) . . ?
O1 C2 O2 122.4(5) . . ?
O1 C2 C1 122.4(5) . . ?
O2 C2 C1 115.2(4) . . ?
C4 C3 C1 118.0(4) . . ?
C4 C3 C5 116.0(4) . . ?
C1 C3 C5 88.7(3) . . ?
O4 C4 O3 120.1(4) . . ?
O4 C4 C3 122.9(4) . . ?
O3 C4 C3 116.9(4) . . ?
C6 C5 C7 118.2(4) . . ?
C6 C5 C3 115.2(4) . . ?
C7 C5 C3 89.0(3) . . ?
O5 C6 O6 124.0(4) . . ?
O5 C6 C5 118.2(4) . . ?
O6 C6 C5 117.7(4) . . ?
C8 C7 C1 116.5(4) . . ?
C8 C7 C5 114.6(4) . . ?
C1 C7 C5 89.2(3) . . ?
O8 C8 O7 126.9(4) . . ?
O8 C8 C7 117.4(4) . . ?
O7 C8 C7 115.5(4) . . ?
C10 C9 C11 117.1(4) . . ?
C10 C9 C15 117.3(4) . . ?
C11 C9 C15 88.8(3) . . ?
O9 C10 O10 123.8(5) . . ?
O9 C10 C9 123.0(4) . . ?
O10 C10 C9 113.3(4) . . ?
C12 C11 C9 118.9(4) . . ?
C12 C11 C13 116.8(4) . . ?
C9 C11 C13 88.5(3) . . ?
O11 C12 O12 121.9(4) . . ?
O11 C12 C11 121.7(4) . . ?
O12 C12 C11 116.4(4) . . ?
C14 C13 C15 118.6(4) . . ?
C14 C13 C11 115.9(4) . . ?
C15 C13 C11 89.0(3) . . ?
O14 C14 O13 123.0(4) . . ?
O14 C14 C13 116.9(4) . . ?
O13 C14 C13 120.2(4) . . ?
C16 C15 C13 120.3(4) . . ?
C16 C15 C9 113.6(4) . . ?
C13 C15 C9 88.7(3) . . ?
O16 C16 O15 126.6(4) . . ?
O16 C16 C15 116.1(4) . . ?
O15 C16 C15 117.1(4) . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        71.91
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.955
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.149
