# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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 1482990'
_audit_update_record             
;
2017-03-28 deposited with the CCDC.
2017-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H45 Cl Cu3 O24 Zn'
_chemical_formula_weight         1297.28

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'
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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   12.896(8)
_cell_length_b                   12.896(8)
_cell_length_c                   53.12(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7651(10)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4044
_cell_measurement_theta_min      1.978
_cell_measurement_theta_max      28.024

_exptl_crystal_description       bulk
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_F_000             3954
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    1.838
_shelx_estimated_absorpt_T_min   0.710
_shelx_estimated_absorpt_T_max   0.745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.632
_exptl_absorpt_correction_T_max  0.729
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22146
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -64
_diffrn_reflns_limit_l_max       70
_diffrn_reflns_theta_min         1.978
_diffrn_reflns_theta_max         28.024
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             4044
_reflns_number_gt                2607
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0951P)²+0.7590P] 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         4044
_refine_ls_number_parameters     234
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1636
_refine_ls_wR_factor_gt          0.1427
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.333333 0.666667 0.51857(2) 0.0444(2) Uani 1 3 d S T P . .
Cu1 Cu 0.44276(4) 0.61405(4) 0.57114(2) 0.0441(2) Uani 1 1 d . . . . .
O1 O 0.333333 0.666667 0.58412(8) 0.0432(10) Uani 1 3 d S T P . .
H1 H 0.333330 0.666668 0.602569 0.052 Uiso 1 3 calc R U P . .
O2 O 0.6315(3) 0.7698(3) 0.57883(5) 0.0639(9) Uani 1 1 d . . . . .
O3 O 0.4804(2) 0.7281(3) 0.54223(5) 0.0461(7) Uani 1 1 d . . . . .
O4 O 0.4430(3) 0.8108(3) 0.49537(6) 0.0646(9) Uani 1 1 d . . . . .
O5 O 0.5048(3) 0.5281(3) 0.55199(5) 0.0592(8) Uani 1 1 d . . . . .
O6 O 0.4158(3) 0.5208(3) 0.60039(6) 0.0590(8) Uani 1 1 d . . . . .
O7 O 0.3587(4) 0.4177(4) 0.64375(6) 0.0801(11) Uani 1 1 d . . . . .
C1 C 0.7028(6) 0.7949(6) 0.60106(10) 0.092(2) Uani 1 1 d . . . . .
H1A H 0.652893 0.748397 0.614820 0.138 Uiso 1 1 calc R U . . .
H1B H 0.739177 0.878536 0.605030 0.138 Uiso 1 1 calc R U . . .
H1C H 0.764030 0.774611 0.598261 0.138 Uiso 1 1 calc R U . . .
C2 C 0.6751(4) 0.8455(4) 0.55867(8) 0.0472(9) Uani 1 1 d . . . . .
C3 C 0.7896(4) 0.9414(4) 0.55683(9) 0.0640(12) Uani 1 1 d . . . . .
H3 H 0.843696 0.957439 0.569872 0.077 Uiso 1 1 calc R U . . .
C4 C 0.8248(5) 1.0136(5) 0.53590(11) 0.0737(15) Uani 1 1 d . . . . .
H4 H 0.902845 1.077299 0.534701 0.088 Uiso 1 1 calc R U . . .
C5 C 0.7457(5) 0.9922(4) 0.51691(9) 0.0647(13) Uani 1 1 d . . . . .
H5 H 0.769935 1.042272 0.502919 0.078 Uiso 1 1 calc R U . . .
C6 C 0.6261(4) 0.8939(4) 0.51824(8) 0.0477(9) Uani 1 1 d . . . . .
C7 C 0.5906(3) 0.8198(3) 0.53928(7) 0.0418(9) Uani 1 1 d . . . . .
C8 C 0.5479(5) 0.8836(4) 0.49810(9) 0.0608(12) Uani 1 1 d . . . . .
H8 H 0.582344 0.940590 0.485411 0.073 Uiso 1 1 calc R U . . .
C9 C 0.5026(4) 0.4356(5) 0.55973(8) 0.0568(11) Uani 1 1 d . . . . .
H9 H 0.527328 0.397940 0.548241 0.068 Uiso 1 1 calc R U . . .
C10 C 0.4677(4) 0.3808(4) 0.58340(9) 0.0554(11) Uani 1 1 d . . . . .
C11 C 0.4786(6) 0.2784(5) 0.58815(14) 0.093(2) Uani 1 1 d . . . . .
H11 H 0.502973 0.245487 0.575485 0.112 Uiso 1 1 calc R U . . .
C12 C 0.4529(8) 0.2293(6) 0.61153(16) 0.121(3) Uani 1 1 d . . . . .
H12 H 0.461562 0.163129 0.614696 0.145 Uiso 1 1 calc R U . . .
C13 C 0.4149(6) 0.2730(6) 0.63049(12) 0.099(2) Uani 1 1 d . . . . .
H13 H 0.400830 0.238040 0.646361 0.119 Uiso 1 1 calc R U . . .
C14 C 0.3971(5) 0.3681(5) 0.62647(10) 0.0685(14) Uani 1 1 d . . . . .
C15 C 0.4276(4) 0.4280(4) 0.60245(8) 0.0508(10) Uani 1 1 d . . . . .
C16 C 0.3214(7) 0.3599(8) 0.66788(11) 0.113(3) Uani 1 1 d . . . . .
H16A H 0.256067 0.279765 0.665650 0.170 Uiso 1 1 calc R U . . .
H16B H 0.296101 0.403942 0.678327 0.170 Uiso 1 1 calc R U . . .
H16C H 0.387169 0.357565 0.675769 0.170 Uiso 1 1 calc R U . . .
Cl1 Cl 1.000000 1.000000 0.63377(5) 0.0776(6) Uani 1 3 d S T P . .
O9 O 0.9336(10) 0.8876(6) 0.64233(14) 0.237(5) Uani 1 1 d . . . . .
O10 O 1.000000 1.000000 0.60640(14) 0.102(2) Uani 1 3 d S T P . .
O8 O 0.333333 0.666667 0.63528(17) 0.157(4) Uani 1 3 d S T P . .
H8A H 0.323480 0.708860 0.646227 0.236 Uiso 0.3333 1 d R U P . .
H8B H 0.315860 0.599400 0.641647 0.236 Uiso 0.3333 1 d 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
Zn1 O3 2.074(3) 2_665 ?
Zn1 O3 2.074(3) 3_565 ?
Zn1 O3 2.074(3) . ?
Zn1 O4 2.084(3) . ?
Zn1 O4 2.084(3) 2_665 ?
Zn1 O4 2.084(3) 3_565 ?
Cu1 O6 1.888(3) . ?
Cu1 O5 1.947(3) . ?
Cu1 O1 1.9710(19) . ?
Cu1 O3 2.011(3) . ?
Cu1 O2 2.288(3) . ?
O1 H1 0.9800 . ?
O2 C2 1.366(5) . ?
O2 C1 1.431(6) . ?
O3 C7 1.326(5) . ?
O4 C8 1.210(6) . ?
O5 C9 1.249(6) . ?
O6 C15 1.284(5) . ?
O7 C14 1.346(7) . ?
O7 C16 1.439(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.376(7) . ?
C2 C7 1.413(6) . ?
C3 C4 1.374(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.361(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.427(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.391(5) . ?
C6 C8 1.430(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.402(6) . ?
C9 H9 0.9300 . ?
C10 C15 1.406(6) . ?
C10 C11 1.419(7) . ?
C11 C12 1.357(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.359(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.374(8) . ?
C13 H13 0.9300 . ?
C14 C15 1.440(6) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
Cl1 O9 1.342(6) . ?
Cl1 O9 1.342(6) 3_675 ?
Cl1 O9 1.342(6) 2_765 ?
Cl1 O10 1.454(8) . ?
O8 H8A 0.8484 . ?
O8 H8B 0.8499 . ?
O8 H8A 0.8485 2_665 ?
O8 H8A 0.8484 3_565 ?
O8 H8B 0.8498 2_665 ?
O8 H8B 0.8498 3_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
O3 Zn1 O3 87.10(11) 2_665 3_565 ?
O3 Zn1 O3 87.10(11) 2_665 . ?
O3 Zn1 O3 87.10(11) 3_565 . ?
O3 Zn1 O4 98.79(13) 2_665 . ?
O3 Zn1 O4 170.87(12) 3_565 . ?
O3 Zn1 O4 86.25(12) . . ?
O3 Zn1 O4 86.25(12) 2_665 2_665 ?
O3 Zn1 O4 98.79(14) 3_565 2_665 ?
O3 Zn1 O4 170.87(12) . 2_665 ?
O4 Zn1 O4 88.60(14) . 2_665 ?
O3 Zn1 O4 170.87(13) 2_665 3_565 ?
O3 Zn1 O4 86.25(12) 3_565 3_565 ?
O3 Zn1 O4 98.79(13) . 3_565 ?
O4 Zn1 O4 88.60(14) . 3_565 ?
O4 Zn1 O4 88.60(14) 2_665 3_565 ?
O6 Cu1 O5 93.70(13) . . ?
O6 Cu1 O1 89.75(15) . . ?
O5 Cu1 O1 161.38(13) . . ?
O6 Cu1 O3 174.18(14) . . ?
O5 Cu1 O3 89.98(12) . . ?
O1 Cu1 O3 88.18(13) . . ?
O6 Cu1 O2 100.87(13) . . ?
O5 Cu1 O2 91.91(14) . . ?
O1 Cu1 O2 105.41(10) . . ?
O3 Cu1 O2 74.47(11) . . ?
Cu1 O1 Cu1 108.43(12) 2_665 3_565 ?
Cu1 O1 Cu1 108.43(12) 2_665 . ?
Cu1 O1 Cu1 108.43(13) 3_565 . ?
Cu1 O1 H1 110.5 2_665 . ?
Cu1 O1 H1 110.5 3_565 . ?
Cu1 O1 H1 110.5 . . ?
C2 O2 C1 119.8(4) . . ?
C2 O2 Cu1 111.3(2) . . ?
C1 O2 Cu1 128.8(3) . . ?
C7 O3 Cu1 120.1(2) . . ?
C7 O3 Zn1 129.5(2) . . ?
Cu1 O3 Zn1 110.05(13) . . ?
C8 O4 Zn1 128.2(3) . . ?
C9 O5 Cu1 123.5(3) . . ?
C15 O6 Cu1 126.4(3) . . ?
C14 O7 C16 118.0(5) . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 C3 124.8(4) . . ?
O2 C2 C7 114.2(4) . . ?
C3 C2 C7 120.9(4) . . ?
C4 C3 C2 120.6(5) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C5 C4 C3 120.2(5) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.7(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 119.2(4) . . ?
C7 C6 C8 124.2(4) . . ?
C5 C6 C8 116.4(4) . . ?
O3 C7 C6 123.0(4) . . ?
O3 C7 C2 118.6(3) . . ?
C6 C7 C2 118.3(4) . . ?
O4 C8 C6 128.7(4) . . ?
O4 C8 H8 115.7 . . ?
C6 C8 H8 115.7 . . ?
O5 C9 C10 128.7(4) . . ?
O5 C9 H9 115.6 . . ?
C10 C9 H9 115.6 . . ?
C9 C10 C15 121.5(4) . . ?
C9 C10 C11 118.2(5) . . ?
C15 C10 C11 120.2(5) . . ?
C12 C11 C10 118.8(6) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
C11 C12 C13 122.7(6) . . ?
C11 C12 H12 118.7 . . ?
C13 C12 H12 118.7 . . ?
C12 C13 C14 120.7(5) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
O7 C14 C13 125.7(5) . . ?
O7 C14 C15 114.6(4) . . ?
C13 C14 C15 119.6(5) . . ?
O6 C15 C10 125.6(4) . . ?
O6 C15 C14 116.5(4) . . ?
C10 C15 C14 117.9(4) . . ?
O7 C16 H16A 109.5 . . ?
O7 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O7 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O9 Cl1 O9 109.1(4) . 3_675 ?
O9 Cl1 O9 109.1(4) . 2_765 ?
O9 Cl1 O9 109.1(4) 3_675 2_765 ?
O9 Cl1 O10 109.8(4) . . ?
O9 Cl1 O10 109.8(4) 3_675 . ?
O9 Cl1 O10 109.8(4) 2_765 . ?
H8A O8 H8B 109.5 . . ?
H8A O8 H8A 78.1 . 2_665 ?
H8B O8 H8A 35.1 . 2_665 ?
H8A O8 H8A 78.1 . 3_565 ?
H8B O8 H8A 70.5 . 3_565 ?
H8A O8 H8A 78.1 2_665 3_565 ?
H8A O8 H8B 70.5 . 2_665 ?
H8B O8 H8B 105.2 . 2_665 ?
H8A O8 H8B 109.5 2_665 2_665 ?
H8A O8 H8B 35.1 3_565 2_665 ?
H8A O8 H8B 35.1 . 3_565 ?
H8B O8 H8B 105.2 . 3_565 ?
H8A O8 H8B 70.5 2_665 3_565 ?
H8A O8 H8B 109.5 3_565 3_565 ?
H8B O8 H8B 105.2 2_665 3_565 ?

_refine_diff_density_max         0.677
_refine_diff_density_min         -0.690
_refine_diff_density_rms         0.098

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1482991'
_audit_update_record             
;
2017-04-06 deposited with the CCDC.
2017-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H45 Cl Co Cu3 O24'
_chemical_formula_weight         1290.84

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   12.756(2)
_cell_length_b                   12.756(2)
_cell_length_c                   52.895(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7454(3)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3759
_cell_measurement_theta_min      1.883
_cell_measurement_theta_max      27.418

_exptl_crystal_description       bulk
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.725
_exptl_crystal_F_000             3936
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    1.738
_shelx_estimated_absorpt_T_min   0.623
_shelx_estimated_absorpt_T_max   0.757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_T_max  0.786
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16829
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -67
_diffrn_reflns_limit_l_max       46
_diffrn_reflns_theta_min         1.883
_diffrn_reflns_theta_max         27.418
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3759
_reflns_number_gt                2836
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SMART'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0589P)²+16.4570P] 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         3759
_refine_ls_number_parameters     234
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0450
_refine_ls_wR_factor_ref         0.1239
_refine_ls_wR_factor_gt          0.1108
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.004
_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 0.88956(3) 0.83752(3) 0.59518(2) 0.02768(14) Uani 1 1 d . . . . .
Co1 Co 1.000000 1.000000 0.64795(2) 0.02537(19) Uani 1 3 d S T P . .
O1 O 1.000000 1.000000 0.58212(7) 0.0269(8) Uani 1 3 d S T P . .
H1 H 0.999996 0.999995 0.563597 0.032 Uiso 1 3 calc R U P . .
O2 O 0.7001(2) 0.8051(2) 0.58758(4) 0.0385(6) Uani 1 1 d . . . . .
O3 O 0.85272(19) 0.9141(2) 0.62417(4) 0.0295(5) Uani 1 1 d . . . . .
O4 O 0.8937(2) 1.0390(2) 0.67105(5) 0.0361(6) Uani 1 1 d . . . . .
O5 O 0.8263(2) 0.6883(2) 0.61439(4) 0.0368(6) Uani 1 1 d . . . . .
O6 O 0.9174(2) 0.7715(2) 0.56596(4) 0.0379(6) Uani 1 1 d . . . . .
O7 O 0.9822(3) 0.7284(3) 0.52292(5) 0.0515(7) Uani 1 1 d . . . . .
O8 O 1.000000 1.000000 0.53107(14) 0.122(3) Uani 1 3 d S T P . .
H8A H 0.976030 1.037850 0.521640 0.183 Uiso 0.3333 1 d R U P . .
H8B H 1.073280 1.022200 0.517620 0.183 Uiso 0.3333 1 d R U P . .
C1 C 0.6265(4) 0.7586(4) 0.56549(7) 0.0527(11) Uani 1 1 d . . . . .
H1A H 0.674237 0.754957 0.551851 0.079 Uiso 1 1 calc R U . . .
H1B H 0.595482 0.810704 0.560881 0.079 Uiso 1 1 calc R U . . .
H1C H 0.560313 0.678803 0.568904 0.079 Uiso 1 1 calc R U . . .
C2 C 0.6558(3) 0.8373(3) 0.60769(6) 0.0289(7) Uani 1 1 d . . . . .
C3 C 0.5397(3) 0.8183(3) 0.60946(7) 0.0367(8) Uani 1 1 d . . . . .
H3 H 0.484750 0.780039 0.596397 0.044 Uiso 1 1 calc R U . . .
C4 C 0.5053(3) 0.8569(3) 0.63096(8) 0.0430(9) Uani 1 1 d . . . . .
H4 H 0.426497 0.842514 0.632425 0.052 Uiso 1 1 calc R U . . .
C5 C 0.5867(3) 0.9157(3) 0.64985(7) 0.0381(8) Uani 1 1 d . . . . .
H5 H 0.562922 0.941958 0.663990 0.046 Uiso 1 1 calc R U . . .
C6 C 0.7056(3) 0.9372(3) 0.64834(6) 0.0292(7) Uani 1 1 d . . . . .
C7 C 0.7418(3) 0.8964(3) 0.62718(6) 0.0254(6) Uani 1 1 d . . . . .
C8 C 0.7856(3) 1.0055(3) 0.66866(7) 0.0355(8) Uani 1 1 d . . . . .
H8 H 0.751123 1.027197 0.681675 0.043 Uiso 1 1 calc R U . . .
C9 C 0.8297(3) 0.5976(3) 0.60669(7) 0.0358(8) Uani 1 1 d . . . . .
H9 H 0.804373 0.534290 0.618185 0.043 Uiso 1 1 calc R U . . .
C10 C 0.8666(3) 0.5784(3) 0.58297(7) 0.0351(8) Uani 1 1 d . . . . .
C11 C 0.8559(4) 0.4638(4) 0.57812(10) 0.0571(12) Uani 1 1 d . . . . .
H11 H 0.830426 0.405945 0.590869 0.069 Uiso 1 1 calc R U . . .
C12 C 0.8827(6) 0.4391(4) 0.55498(12) 0.0800(18) Uani 1 1 d . . . . .
H12 H 0.871908 0.362693 0.551679 0.096 Uiso 1 1 calc R U . . .
C13 C 0.9260(5) 0.5255(4) 0.53615(9) 0.0655(14) Uani 1 1 d . . . . .
H13 H 0.946135 0.506914 0.520541 0.079 Uiso 1 1 calc R U . . .
C14 C 0.9400(3) 0.6373(4) 0.53988(7) 0.0423(9) Uani 1 1 d . . . . .
C15 C 0.9074(3) 0.6671(3) 0.56382(6) 0.0315(7) Uani 1 1 d . . . . .
C16 C 1.0223(5) 0.7073(5) 0.49920(8) 0.0697(15) Uani 1 1 d . . . . .
H16A H 1.050294 0.777618 0.488686 0.105 Uiso 1 1 calc R U . . .
H16B H 0.956369 0.639037 0.491000 0.105 Uiso 1 1 calc R U . . .
H16C H 1.087224 0.691049 0.501999 0.105 Uiso 1 1 calc R U . . .
Cl1 Cl 0.333333 0.666667 0.53231(3) 0.0450(4) Uani 1 3 d S T P . .
O9 O 0.4226(5) 0.6440(6) 0.52341(9) 0.1233(19) Uani 1 1 d . . . . .
O10 O 0.333333 0.666667 0.55981(9) 0.0500(12) Uani 1 3 d S T 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 O6 1.877(2) . ?
Cu1 O5 1.942(2) . ?
Cu1 O1 1.9590(14) . ?
Cu1 O3 1.997(2) . ?
Cu1 O2 2.274(2) . ?
Co1 O4 2.062(2) . ?
Co1 O4 2.062(2) 2_765 ?
Co1 O4 2.062(2) 3_675 ?
Co1 O3 2.062(2) . ?
Co1 O3 2.062(2) 2_765 ?
Co1 O3 2.062(2) 3_675 ?
O1 H1 0.9800 . ?
O2 C2 1.361(4) . ?
O2 C1 1.429(4) . ?
O3 C7 1.326(4) . ?
O4 C8 1.230(4) . ?
O5 C9 1.248(4) . ?
O6 C15 1.278(4) . ?
O7 C14 1.349(5) . ?
O7 C16 1.430(5) . ?
O8 H8A 0.8503 . ?
O8 H8B 1.0934 . ?
O8 H8A 0.8504 2_765 ?
O8 H8A 0.8504 3_675 ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C2 C3 1.379(5) . ?
C2 C7 1.417(4) . ?
C3 C4 1.395(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.402(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.407(4) . ?
C6 C8 1.438(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.404(5) . ?
C9 H9 0.9300 . ?
C10 C15 1.410(5) . ?
C10 C11 1.422(5) . ?
C11 C12 1.350(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.360(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.442(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
Cl1 O9 1.390(4) 2_665 ?
Cl1 O9 1.390(4) 3_565 ?
Cl1 O9 1.390(4) . ?
Cl1 O10 1.454(5) . ?

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
O6 Cu1 O5 94.02(10) . . ?
O6 Cu1 O1 89.26(12) . . ?
O5 Cu1 O1 161.46(10) . . ?
O6 Cu1 O3 174.66(11) . . ?
O5 Cu1 O3 89.64(9) . . ?
O1 Cu1 O3 88.49(11) . . ?
O6 Cu1 O2 101.26(10) . . ?
O5 Cu1 O2 91.78(10) . . ?
O1 Cu1 O2 105.49(8) . . ?
O3 Cu1 O2 74.70(9) . . ?
O4 Co1 O4 88.46(10) . 2_765 ?
O4 Co1 O4 88.46(10) . 3_675 ?
O4 Co1 O4 88.46(10) 2_765 3_675 ?
O4 Co1 O3 87.44(9) . . ?
O4 Co1 O3 97.93(10) 2_765 . ?
O4 Co1 O3 172.31(9) 3_675 . ?
O4 Co1 O3 172.31(10) . 2_765 ?
O4 Co1 O3 87.44(9) 2_765 2_765 ?
O4 Co1 O3 97.93(10) 3_675 2_765 ?
O3 Co1 O3 86.68(9) . 2_765 ?
O4 Co1 O3 97.93(10) . 3_675 ?
O4 Co1 O3 172.31(9) 2_765 3_675 ?
O4 Co1 O3 87.44(9) 3_675 3_675 ?
O3 Co1 O3 86.68(9) . 3_675 ?
O3 Co1 O3 86.68(9) 2_765 3_675 ?
Cu1 O1 Cu1 108.28(11) 2_765 3_675 ?
Cu1 O1 Cu1 108.28(11) 2_765 . ?
Cu1 O1 Cu1 108.28(11) 3_675 . ?
Cu1 O1 H1 110.6 2_765 . ?
Cu1 O1 H1 110.6 3_675 . ?
Cu1 O1 H1 110.6 . . ?
C2 O2 C1 118.5(3) . . ?
C2 O2 Cu1 111.80(19) . . ?
C1 O2 Cu1 129.7(2) . . ?
C7 O3 Cu1 120.06(19) . . ?
C7 O3 Co1 128.93(19) . . ?
Cu1 O3 Co1 110.70(10) . . ?
C8 O4 Co1 127.9(2) . . ?
C9 O5 Cu1 123.3(2) . . ?
C15 O6 Cu1 126.7(2) . . ?
C14 O7 C16 116.6(3) . . ?
H8A O8 H8B 88.6 . . ?
H8A O8 H8A 89.1 . 2_765 ?
H8B O8 H8A 82.8 . 2_765 ?
H8A O8 H8A 89.1 . 3_675 ?
H8B O8 H8A 6.3 . 3_675 ?
H8A O8 H8A 89.1 2_765 3_675 ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O2 C2 C3 124.9(3) . . ?
O2 C2 C7 113.6(3) . . ?
C3 C2 C7 121.5(3) . . ?
C2 C3 C4 119.6(3) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.2(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C7 119.8(3) . . ?
C5 C6 C8 116.5(3) . . ?
C7 C6 C8 123.6(3) . . ?
O3 C7 C6 123.5(3) . . ?
O3 C7 C2 118.7(3) . . ?
C6 C7 C2 117.7(3) . . ?
O4 C8 C6 128.3(3) . . ?
O4 C8 H8 115.8 . . ?
C6 C8 H8 115.8 . . ?
O5 C9 C10 128.5(3) . . ?
O5 C9 H9 115.7 . . ?
C10 C9 H9 115.7 . . ?
C9 C10 C15 121.6(3) . . ?
C9 C10 C11 118.1(4) . . ?
C15 C10 C11 120.2(3) . . ?
C12 C11 C10 119.9(4) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 121.0(4) . . ?
C11 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
C14 C13 C12 121.6(4) . . ?
C14 C13 H13 119.2 . . ?
C12 C13 H13 119.2 . . ?
O7 C14 C13 126.4(4) . . ?
O7 C14 C15 113.6(3) . . ?
C13 C14 C15 120.0(4) . . ?
O6 C15 C10 125.2(3) . . ?
O6 C15 C14 117.5(3) . . ?
C10 C15 C14 117.3(3) . . ?
O7 C16 H16A 109.5 . . ?
O7 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O7 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O9 Cl1 O9 109.1(2) 2_665 3_565 ?
O9 Cl1 O9 109.1(2) 2_665 . ?
O9 Cl1 O9 109.1(2) 3_565 . ?
O9 Cl1 O10 109.8(2) 2_665 . ?
O9 Cl1 O10 109.8(2) 3_565 . ?
O9 Cl1 O10 109.8(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O8 0.98 1.72 2.701(8) 180.0 .
C3 H3 O10 0.93 2.60 3.532(5) 177.8 .
C8 H8 O5 0.93 2.46 3.243(4) 141.9 15_556
C9 H9 O4 0.93 2.58 3.325(4) 137.8 14_456

_refine_diff_density_max         0.907
_refine_diff_density_min         -0.398
_refine_diff_density_rms         0.100

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1482989'
_audit_update_record             
;
2017-04-06 deposited with the CCDC.
2017-04-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C48 H45 Cl Cu3 Ni O24'
_chemical_formula_weight         1290.62

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'
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3 :H'
_space_group_name_Hall           '-R 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'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   12.8633(8)
_cell_length_b                   12.8633(8)
_cell_length_c                   53.095(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7608.3(14)
_cell_formula_units_Z            6
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3897
_cell_measurement_theta_min      1.868
_cell_measurement_theta_max      27.499

_exptl_crystal_description       bulk
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_F_000             3942
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    1.747
_shelx_estimated_absorpt_T_min   0.653
_shelx_estimated_absorpt_T_max   0.746
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.647
_exptl_absorpt_correction_T_max  0.739
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23217
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -68
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_theta_min         1.868
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3897
_reflns_number_gt                2849
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0574P)²+11.0805P] 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         3897
_refine_ls_number_parameters     234
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0391
_refine_ls_wR_factor_ref         0.1167
_refine_ls_wR_factor_gt          0.1029
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
C9 C 0.5685(3) 1.0680(3) 0.05991(7) 0.0561(9) Uani 1 1 d . . . . .
H9 H 0.606805 1.130849 0.048508 0.067 Uiso 1 1 calc R U . . .
C10 C 0.6212(3) 1.0869(3) 0.08360(7) 0.0560(9) Uani 1 1 d . . . . .
C11 C 0.7236(4) 1.2015(4) 0.08860(10) 0.0885(14) Uani 1 1 d . . . . .
H11 H 0.756807 1.258551 0.075851 0.106 Uiso 1 1 calc R U . . .
C12 C 0.7722(5) 1.2270(4) 0.11198(12) 0.116(2) Uani 1 1 d . . . . .
H12 H 0.836483 1.303038 0.115406 0.139 Uiso 1 1 calc R U . . .
C13 C 0.7285(5) 1.1429(4) 0.13044(10) 0.1007(18) Uani 1 1 d . . . . .
H13 H 0.764688 1.162387 0.146217 0.121 Uiso 1 1 calc R U . . .
C14 C 0.6327(4) 1.0305(4) 0.12658(8) 0.0672(10) Uani 1 1 d . . . . .
C15 C 0.5740(3) 0.9997(3) 0.10257(6) 0.0487(8) Uani 1 1 d . . . . .
C16 C 0.6382(6) 0.9632(5) 0.16812(9) 0.115(2) Uani 1 1 d . . . . .
H16A H 0.718581 0.977331 0.166558 0.173 Uiso 1 1 calc R U . . .
H16B H 0.592412 0.894777 0.178756 0.173 Uiso 1 1 calc R U . . .
H16C H 0.640097 1.032439 0.175396 0.173 Uiso 1 1 calc R U . . .
C8 C 0.1184(3) 0.6590(3) -0.00165(7) 0.0558(9) Uani 1 1 d . . . . .
H8 H 0.062213 0.636241 -0.014536 0.067 Uiso 1 1 calc R U . . .
C6 C 0.1092(3) 0.7308(3) 0.01766(6) 0.0462(7) Uani 1 1 d . . . . .
C5 C 0.0124(3) 0.7533(3) 0.01598(8) 0.0623(10) Uani 1 1 d . . . . .
H5 H -0.037657 0.726180 0.001978 0.075 Uiso 1 1 calc R U . . .
C4 C -0.0086(4) 0.8131(4) 0.03424(9) 0.0719(11) Uani 1 1 d . . . . .
H4 H -0.071737 0.828350 0.032593 0.086 Uiso 1 1 calc R U . . .
C3 C 0.0643(3) 0.8522(3) 0.05568(8) 0.0620(9) Uani 1 1 d . . . . .
H3 H 0.048352 0.891593 0.068488 0.074 Uiso 1 1 calc R U . . .
C2 C 0.1587(3) 0.8327(3) 0.05780(6) 0.0466(7) Uani 1 1 d . . . . .
C7 C 0.1851(3) 0.7726(3) 0.03870(5) 0.0407(6) Uani 1 1 d . . . . .
C1 C 0.2069(5) 0.9100(5) 0.10002(8) 0.0914(15) Uani 1 1 d . . . . .
H1A H 0.218210 0.988442 0.096781 0.137 Uiso 1 1 calc R U . . .
H1B H 0.259064 0.914717 0.113454 0.137 Uiso 1 1 calc R U . . .
H1C H 0.124998 0.856658 0.104746 0.137 Uiso 1 1 calc R U . . .
Cl1 Cl 1.000000 1.000000 0.13283(4) 0.0805(5) Uani 1 3 d S T P . .
Cu1 Cu 0.38904(3) 0.82935(3) 0.07104(2) 0.04258(14) Uani 1 1 d . . . . .
Ni1 Ni 0.333333 0.666667 0.01885(2) 0.04082(18) Uani 1 3 d S T P . .
O1 O 0.333333 0.666667 0.08408(6) 0.0415(8) Uani 1 3 d S T P . .
H1 H 0.333333 0.666667 0.100099 0.062 Uiso 1 3 d R U P . .
O5 O 0.4762(2) 0.9773(2) 0.05198(4) 0.0565(6) Uani 1 1 d . . . . .
O6 O 0.4818(2) 0.8949(2) 0.10016(4) 0.0576(6) Uani 1 1 d . . . . .
O7 O 0.5837(3) 0.9408(3) 0.14376(5) 0.0832(9) Uani 1 1 d . . . . .
O4 O 0.1900(2) 0.6229(2) -0.00369(4) 0.0577(6) Uani 1 1 d . . . . .
O3 O 0.2769(2) 0.75378(19) 0.04199(4) 0.0448(5) Uani 1 1 d . . . . .
O2 O 0.2344(2) 0.8660(2) 0.07790(4) 0.0600(6) Uani 1 1 d . . . . .
O8 O 0.333333 0.666667 0.13514(15) 0.176(4) Uani 1 3 d S T P . .
H8A H 0.315550 0.639350 0.150054 0.211 Uiso 0.3333 1 d R U P . .
H8B H 0.382250 0.741840 0.145194 0.211 Uiso 0.3333 1 d R U P . .
O10 O 1.000000 1.000000 0.10552(11) 0.1033(19) Uani 1 3 d S T P . .
O9 O 0.9373(8) 0.8887(5) 0.14162(12) 0.247(4) 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
C9 O5 1.249(4) . ?
C9 C10 1.392(5) . ?
C9 H9 0.9300 . ?
C10 C15 1.400(5) . ?
C10 C11 1.428(5) . ?
C11 C12 1.354(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.356(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.367(6) . ?
C13 H13 0.9300 . ?
C14 O7 1.354(5) . ?
C14 C15 1.433(5) . ?
C15 O6 1.282(4) . ?
C16 O7 1.430(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C8 O4 1.226(4) . ?
C8 C6 1.424(5) . ?
C8 H8 0.9300 . ?
C6 C7 1.402(4) . ?
C6 C5 1.414(5) . ?
C5 C4 1.347(6) . ?
C5 H5 0.9300 . ?
C4 C3 1.399(5) . ?
C4 H4 0.9300 . ?
C3 C2 1.361(5) . ?
C3 H3 0.9300 . ?
C2 O2 1.362(4) . ?
C2 C7 1.416(4) . ?
C7 O3 1.330(4) . ?
C1 O2 1.423(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
Cl1 O9 1.328(5) 2_765 ?
Cl1 O9 1.328(5) 3_675 ?
Cl1 O9 1.328(5) . ?
Cl1 O10 1.450(6) . ?
Cu1 O6 1.876(2) . ?
Cu1 O5 1.941(2) . ?
Cu1 O1 1.9679(13) . ?
Cu1 O3 2.000(2) . ?
Cu1 O2 2.291(2) . ?
Ni1 O3 2.026(2) . ?
Ni1 O3 2.026(2) 2_665 ?
Ni1 O3 2.026(2) 3_565 ?
Ni1 O4 2.027(2) . ?
Ni1 O4 2.027(2) 3_565 ?
Ni1 O4 2.027(2) 2_665 ?
O1 H1 0.8506 . ?
O8 H8A 0.8498 . ?
O8 H8B 1.0036 . ?
O8 H8A 0.8496 2_665 ?
O8 H8A 0.8496 3_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
O5 C9 C10 128.3(3) . . ?
O5 C9 H9 115.8 . . ?
C10 C9 H9 115.8 . . ?
C9 C10 C15 122.1(3) . . ?
C9 C10 C11 117.8(4) . . ?
C15 C10 C11 120.0(4) . . ?
C12 C11 C10 119.7(4) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 H11 120.1 . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C12 C13 C14 122.0(4) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 H13 119.0 . . ?
O7 C14 C13 126.2(4) . . ?
O7 C14 C15 114.0(3) . . ?
C13 C14 C15 119.8(4) . . ?
O6 C15 C10 125.0(3) . . ?
O6 C15 C14 117.5(3) . . ?
C10 C15 C14 117.5(3) . . ?
O7 C16 H16A 109.5 . . ?
O7 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
O7 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C8 C6 129.1(3) . . ?
O4 C8 H8 115.4 . . ?
C6 C8 H8 115.4 . . ?
C7 C6 C5 119.1(3) . . ?
C7 C6 C8 123.7(3) . . ?
C5 C6 C8 117.0(3) . . ?
C4 C5 C6 121.4(3) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C5 C4 C3 120.1(3) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C2 C3 C4 120.0(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C2 O2 124.8(3) . . ?
C3 C2 C7 121.4(3) . . ?
O2 C2 C7 113.8(3) . . ?
O3 C7 C6 123.1(3) . . ?
O3 C7 C2 118.9(3) . . ?
C6 C7 C2 117.9(3) . . ?
O2 C1 H1A 109.5 . . ?
O2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O9 Cl1 O9 108.4(3) 2_765 3_675 ?
O9 Cl1 O9 108.4(3) 2_765 . ?
O9 Cl1 O9 108.4(3) 3_675 . ?
O9 Cl1 O10 110.6(3) 2_765 . ?
O9 Cl1 O10 110.6(3) 3_675 . ?
O9 Cl1 O10 110.6(3) . . ?
O6 Cu1 O5 93.63(10) . . ?
O6 Cu1 O1 89.96(11) . . ?
O5 Cu1 O1 161.90(10) . . ?
O6 Cu1 O3 174.80(10) . . ?
O5 Cu1 O3 89.84(9) . . ?
O1 Cu1 O3 87.93(10) . . ?
O6 Cu1 O2 101.48(10) . . ?
O5 Cu1 O2 90.96(10) . . ?
O1 Cu1 O2 105.71(8) . . ?
O3 Cu1 O2 74.55(8) . . ?
O3 Ni1 O3 87.05(9) . 2_665 ?
O3 Ni1 O3 87.05(9) . 3_565 ?
O3 Ni1 O3 87.05(9) 2_665 3_565 ?
O3 Ni1 O4 89.10(9) . . ?
O3 Ni1 O4 95.33(10) 2_665 . ?
O3 Ni1 O4 175.37(9) 3_565 . ?
O3 Ni1 O4 95.33(10) . 3_565 ?
O3 Ni1 O4 175.37(9) 2_665 3_565 ?
O3 Ni1 O4 89.11(9) 3_565 3_565 ?
O4 Ni1 O4 88.69(10) . 3_565 ?
O3 Ni1 O4 175.37(9) . 2_665 ?
O3 Ni1 O4 89.11(9) 2_665 2_665 ?
O3 Ni1 O4 95.34(10) 3_565 2_665 ?
O4 Ni1 O4 88.69(10) . 2_665 ?
O4 Ni1 O4 88.68(10) 3_565 2_665 ?
Cu1 O1 Cu1 108.32(10) . 2_665 ?
Cu1 O1 Cu1 108.32(10) . 3_565 ?
Cu1 O1 Cu1 108.31(10) 2_665 3_565 ?
Cu1 O1 H1 110.6 . . ?
Cu1 O1 H1 110.6 2_665 . ?
Cu1 O1 H1 110.6 3_565 . ?
C9 O5 Cu1 123.6(2) . . ?
C15 O6 Cu1 127.0(2) . . ?
C14 O7 C16 117.7(4) . . ?
C8 O4 Ni1 126.4(2) . . ?
C7 O3 Cu1 120.17(17) . . ?
C7 O3 Ni1 128.10(18) . . ?
Cu1 O3 Ni1 111.46(10) . . ?
C2 O2 C1 119.4(3) . . ?
C2 O2 Cu1 111.65(18) . . ?
C1 O2 Cu1 128.8(2) . . ?
H8A O8 H8B 79.2 . . ?
H8A O8 H8A 36.7 . 2_665 ?
H8B O8 H8A 49.5 . 2_665 ?
H8A O8 H8A 36.7 . 3_565 ?
H8B O8 H8A 49.5 . 3_565 ?
H8A O8 H8A 36.7 2_665 3_565 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O5 C9 C10 C15 0.6(6) . . . . ?
O5 C9 C10 C11 -176.6(4) . . . . ?
C9 C10 C11 C12 175.0(5) . . . . ?
C15 C10 C11 C12 -2.2(7) . . . . ?
C10 C11 C12 C13 3.1(9) . . . . ?
C11 C12 C13 C14 -1.3(10) . . . . ?
C12 C13 C14 O7 179.4(5) . . . . ?
C12 C13 C14 C15 -1.5(8) . . . . ?
C9 C10 C15 O6 2.0(6) . . . . ?
C11 C10 C15 O6 179.1(4) . . . . ?
C9 C10 C15 C14 -177.6(3) . . . . ?
C11 C10 C15 C14 -0.4(5) . . . . ?
O7 C14 C15 O6 1.9(5) . . . . ?
C13 C14 C15 O6 -177.3(4) . . . . ?
O7 C14 C15 C10 -178.5(3) . . . . ?
C13 C14 C15 C10 2.3(6) . . . . ?
O4 C8 C6 C7 -0.7(6) . . . . ?
O4 C8 C6 C5 -176.3(4) . . . . ?
C7 C6 C5 C4 -0.5(6) . . . . ?
C8 C6 C5 C4 175.3(4) . . . . ?
C6 C5 C4 C3 -1.4(6) . . . . ?
C5 C4 C3 C2 1.7(6) . . . . ?
C4 C3 C2 O2 -179.4(4) . . . . ?
C4 C3 C2 C7 -0.3(6) . . . . ?
C5 C6 C7 O3 178.9(3) . . . . ?
C8 C6 C7 O3 3.4(5) . . . . ?
C5 C6 C7 C2 1.9(5) . . . . ?
C8 C6 C7 C2 -173.6(3) . . . . ?
C3 C2 C7 O3 -178.6(3) . . . . ?
O2 C2 C7 O3 0.5(4) . . . . ?
C3 C2 C7 C6 -1.5(5) . . . . ?
O2 C2 C7 C6 177.6(3) . . . . ?
C10 C9 O5 Cu1 -5.8(5) . . . . ?
C10 C15 O6 Cu1 1.5(5) . . . . ?
C14 C15 O6 Cu1 -178.9(3) . . . . ?
O5 Cu1 O6 C15 -4.8(3) . . . . ?
O1 Cu1 O6 C15 157.4(3) . . . . ?
O2 Cu1 O6 C15 -96.6(3) . . . . ?
C13 C14 O7 C16 -1.9(7) . . . . ?
C15 C14 O7 C16 178.9(4) . . . . ?
C6 C8 O4 Ni1 -6.0(6) . . . . ?
C6 C7 O3 Cu1 174.5(2) . . . . ?
C2 C7 O3 Cu1 -8.5(4) . . . . ?
C6 C7 O3 Ni1 0.9(4) . . . . ?
C2 C7 O3 Ni1 177.9(2) . . . . ?
C3 C2 O2 C1 8.9(6) . . . . ?
C7 C2 O2 C1 -170.2(4) . . . . ?
C3 C2 O2 Cu1 -174.7(3) . . . . ?
C7 C2 O2 Cu1 6.2(3) . . . . ?

_refine_diff_density_max         0.517
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.070

