# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 979727'
_audit_update_record             
;
2014-01-05 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H52 Cu4 N4 O16'
_chemical_formula_sum            'C44 H52 Cu4 N4 O16'
_chemical_formula_weight         1147.06

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'P 42/n'
_symmetry_space_group_name_Hall  '-P 4bc'

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

_cell_length_a                   15.4331(19)
_cell_length_b                   15.4331(19)
_cell_length_c                   9.4388(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2248.1(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3498
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      27.10

_exptl_crystal_description       acicular
_exptl_crystal_colour            'dark green'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1176
_exptl_absorpt_coefficient_mu    1.944
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7591
_exptl_absorpt_correction_T_max  0.8293
_exptl_absorpt_process_details   'SADABS (Bruker, 2005)'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14468
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_av_sigmaI/netI    0.0289
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         1.87
_diffrn_reflns_theta_max         27.32
_reflns_number_total             2546
_reflns_number_gt                2023
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX-II (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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)+(0.0506P)²+1.2328P] 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         2546
_refine_ls_number_parameters     156
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0972
_refine_ls_wR_factor_gt          0.0894
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.81855(2) 0.837530(18) 0.35288(3) 0.02927(12) Uani 1 1 d . . .
O1 O 0.80975(13) 0.95971(11) 0.3621(2) 0.0423(5) Uani 1 1 d . . .
N1 N 0.86879(14) 0.82854(13) 0.5394(2) 0.0335(5) Uani 1 1 d . . .
C1 C 0.85207(16) 1.00992(16) 0.4516(3) 0.0355(6) Uani 1 1 d . . .
O2 O 0.83373(10) 0.71077(11) 0.34782(17) 0.0276(4) Uani 1 1 d . . .
C2 C 0.85819(18) 1.09965(17) 0.4198(4) 0.0432(7) Uani 1 1 d . . .
O3 O 0.84552(19) 0.55507(16) 0.5380(3) 0.0714(7) Uani 1 1 d . . .
H3 H 0.8046 0.5462 0.4846 0.107 Uiso 1 1 calc R . .
C3 C 0.8954(2) 1.15644(19) 0.5145(4) 0.0524(8) Uani 1 1 d . . .
H3A H 0.8977 1.2152 0.4927 0.063 Uiso 1 1 calc R . .
O4 O 0.82520(16) 1.12335(14) 0.2908(3) 0.0675(7) Uani 1 1 d . . .
C4 C 0.9296(2) 1.1274(2) 0.6415(4) 0.0526(8) Uani 1 1 d . . .
H4 H 0.9535 1.1665 0.7055 0.063 Uiso 1 1 calc R . .
C5 C 0.92790(19) 1.04159(19) 0.6717(3) 0.0448(7) Uani 1 1 d . . .
H5 H 0.9521 1.0219 0.7560 0.054 Uiso 1 1 calc R . .
C6 C 0.88998(16) 0.98151(17) 0.5775(3) 0.0353(6) Uani 1 1 d . . .
C7 C 0.89635(17) 0.89146(17) 0.6141(3) 0.0342(5) Uani 1 1 d . . .
H7 H 0.9229 0.8779 0.6998 0.041 Uiso 1 1 calc R . .
C8 C 0.88519(19) 0.73828(17) 0.5787(3) 0.0392(6) Uani 1 1 d . . .
H8A H 0.8352 0.7140 0.6268 0.047 Uiso 1 1 calc R . .
H8B H 0.9348 0.7345 0.6415 0.047 Uiso 1 1 calc R . .
C9 C 0.90264(17) 0.68991(17) 0.4429(3) 0.0372(6) Uani 1 1 d . . .
H9 H 0.9566 0.7125 0.4024 0.045 Uiso 1 1 calc R . .
C10 C 0.9131(2) 0.59448(18) 0.4624(3) 0.0486(7) Uani 1 1 d . . .
H10A H 0.9173 0.5674 0.3699 0.058 Uiso 1 1 calc R . .
H10B H 0.9671 0.5838 0.5119 0.058 Uiso 1 1 calc R . .
C11 C 0.8536(3) 1.1997(3) 0.2286(6) 0.1039(18) Uani 1 1 d . . .
H11A H 0.8302 1.2482 0.2793 0.156 Uiso 1 1 calc R . .
H11B H 0.8345 1.2017 0.1318 0.156 Uiso 1 1 calc R . .
H11C H 0.9157 1.2019 0.2315 0.156 Uiso 1 1 calc R . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O1 1.8925(18) . ?
Cu1 N1 1.928(2) . ?
Cu1 O2 1.9486(16) 8_756 ?
Cu1 O2 1.9709(17) . ?
O1 C1 1.319(3) . ?
N1 C7 1.273(3) . ?
N1 C8 1.464(3) . ?
C1 C6 1.395(4) . ?
C1 C2 1.420(4) . ?
O2 C9 1.428(3) . ?
O2 Cu1 1.9486(16) 7_576 ?
C2 O4 1.370(4) . ?
C2 C3 1.377(4) . ?
O3 C10 1.402(4) . ?
O3 H3 0.8200 . ?
C3 C4 1.384(5) . ?
C3 H3A 0.9300 . ?
O4 C11 1.387(4) . ?
C4 C5 1.356(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.412(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.435(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.508(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.493(4) . ?
C9 H9 0.9800 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu1 N1 93.35(8) . . ?
O1 Cu1 O2 93.34(7) . 8_756 ?
N1 Cu1 O2 168.13(8) . 8_756 ?
O1 Cu1 O2 177.02(8) . . ?
N1 Cu1 O2 84.43(8) . . ?
O2 Cu1 O2 88.52(7) 8_756 . ?
C1 O1 Cu1 125.41(17) . . ?
C7 N1 C8 121.8(2) . . ?
C7 N1 Cu1 125.81(18) . . ?
C8 N1 Cu1 111.69(16) . . ?
O1 C1 C6 124.6(2) . . ?
O1 C1 C2 118.1(2) . . ?
C6 C1 C2 117.3(2) . . ?
C9 O2 Cu1 122.42(15) . 7_576 ?
C9 O2 Cu1 107.27(14) . . ?
Cu1 O2 Cu1 104.93(8) 7_576 . ?
O4 C2 C3 124.2(3) . . ?
O4 C2 C1 115.1(2) . . ?
C3 C2 C1 120.7(3) . . ?
C10 O3 H3 109.5 . . ?
C2 C3 C4 121.0(3) . . ?
C2 C3 H3A 119.5 . . ?
C4 C3 H3A 119.5 . . ?
C2 O4 C11 119.1(3) . . ?
C5 C4 C3 119.4(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 121.1(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C5 120.3(3) . . ?
C1 C6 C7 122.6(2) . . ?
C5 C6 C7 117.1(3) . . ?
N1 C7 C6 125.6(2) . . ?
N1 C7 H7 117.2 . . ?
C6 C7 H7 117.2 . . ?
N1 C8 C9 106.6(2) . . ?
N1 C8 H8A 110.4 . . ?
C9 C8 H8A 110.4 . . ?
N1 C8 H8B 110.4 . . ?
C9 C8 H8B 110.4 . . ?
H8A C8 H8B 108.6 . . ?
O2 C9 C10 112.4(2) . . ?
O2 C9 C8 106.8(2) . . ?
C10 C9 C8 113.8(2) . . ?
O2 C9 H9 107.9 . . ?
C10 C9 H9 107.9 . . ?
C8 C9 H9 107.9 . . ?
O3 C10 C9 114.2(3) . . ?
O3 C10 H10A 108.7 . . ?
C9 C10 H10A 108.7 . . ?
O3 C10 H10B 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

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
N1 Cu1 O1 C1 17.8(2) . . . . ?
O1 Cu1 N1 C7 -10.7(2) . . . . ?
O2 Cu1 N1 C7 113.5(4) 8_756 . . . ?
O2 Cu1 N1 C7 167.3(2) . . . . ?
O1 Cu1 N1 C8 178.61(19) . . . . ?
O2 Cu1 N1 C8 -57.2(5) 8_756 . . . ?
O2 Cu1 N1 C8 -3.38(18) . . . . ?
Cu1 O1 C1 C6 -19.3(4) . . . . ?
Cu1 O1 C1 C2 162.1(2) . . . . ?
N1 Cu1 O2 C9 -25.15(16) . . . . ?
O2 Cu1 O2 C9 145.29(16) 8_756 . . . ?
N1 Cu1 O2 Cu1 -156.75(9) . . . 7_576 ?
O2 Cu1 O2 Cu1 13.69(8) 8_756 . . 7_576 ?
O1 C1 C2 O4 -5.5(4) . . . . ?
C6 C1 C2 O4 175.8(3) . . . . ?
O1 C1 C2 C3 174.8(3) . . . . ?
C6 C1 C2 C3 -4.0(4) . . . . ?
O4 C2 C3 C4 -178.2(3) . . . . ?
C1 C2 C3 C4 1.5(5) . . . . ?
C3 C2 O4 C11 22.0(6) . . . . ?
C1 C2 O4 C11 -157.7(4) . . . . ?
C2 C3 C4 C5 1.3(5) . . . . ?
C3 C4 C5 C6 -1.6(5) . . . . ?
O1 C1 C6 C5 -174.9(3) . . . . ?
C2 C1 C6 C5 3.7(4) . . . . ?
O1 C1 C6 C7 8.2(4) . . . . ?
C2 C1 C6 C7 -173.1(2) . . . . ?
C4 C5 C6 C1 -1.0(4) . . . . ?
C4 C5 C6 C7 176.0(3) . . . . ?
C8 N1 C7 C6 174.2(3) . . . . ?
Cu1 N1 C7 C6 4.4(4) . . . . ?
C1 C6 C7 N1 -0.4(4) . . . . ?
C5 C6 C7 N1 -177.3(3) . . . . ?
C7 N1 C8 C9 -141.6(3) . . . . ?
Cu1 N1 C8 C9 29.5(3) . . . . ?
Cu1 O2 C9 C10 -66.1(3) 7_576 . . . ?
Cu1 O2 C9 C10 172.8(2) . . . . ?
Cu1 O2 C9 C8 168.48(16) 7_576 . . . ?
Cu1 O2 C9 C8 47.3(2) . . . . ?
N1 C8 C9 O2 -50.3(3) . . . . ?
N1 C8 C9 C10 -174.9(2) . . . . ?
O2 C9 C10 O3 -69.7(3) . . . . ?
C8 C9 C10 O3 51.8(3) . . . . ?

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
O3 H3 O1 0.82 2.11 2.924(3) 171.1 2_665

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.32
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.071
####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 996947'
_audit_update_record             
;
2014-04-12 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H52 Co4 N4 O16'
_chemical_formula_sum            'C44 H52 Co4 N4 O16'
_chemical_formula_weight         1128.62

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

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

_cell_length_a                   26.429(5)
_cell_length_b                   8.4637(17)
_cell_length_c                   22.736(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.74(3)
_cell_angle_gamma                90.00
_cell_volume                     4619.1(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8223
_cell_measurement_theta_min      3.0001
_cell_measurement_theta_max      27.4816

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2320
_exptl_absorpt_coefficient_mu    1.487
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.7552
_exptl_absorpt_correction_T_max  0.7552
_exptl_absorpt_process_details   'SADABS (Bruker, 2005)'

_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  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21211
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0428
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         3.00
_diffrn_reflns_theta_max         27.43
_reflns_number_total             5236
_reflns_number_gt                4014
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
 During the refinement, thermal motion of N2 C19 and C10 O3' are restrained 
 by commond 'DELU' and 'SIMU'. 
;

_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)+(0.0959P)²+1.4410P] 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         5236
_refine_ls_number_parameters     330
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0606
_refine_ls_wR_factor_ref         0.1775
_refine_ls_wR_factor_gt          0.1632
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_restrained_S_all      1.131
_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
Co1 Co 0.06270(2) 0.95174(6) 0.25822(2) 0.03996(18) Uani 1 1 d . . .
O1 O 0.10027(12) 1.0411(4) 0.20838(14) 0.0591(8) Uani 1 1 d . . .
C1 C 0.14479(16) 1.1339(5) 0.2291(2) 0.0487(10) Uani 1 1 d . . .
N1 N 0.10841(14) 1.0834(4) 0.33588(16) 0.0527(9) Uani 1 1 d . . .
Co2 Co 0.02413(2) 0.69151(6) 0.32611(3) 0.04224(19) Uani 1 1 d . . .
O2 O 0.01502(10) 0.9308(3) 0.31658(11) 0.0369(5) Uani 1 1 d . . .
N2 N -0.02265(15) 0.5496(5) 0.35244(18) 0.0583(8) Uani 1 1 d U . .
C2 C 0.16864(19) 1.1712(6) 0.1852(2) 0.0598(12) Uani 1 1 d . . .
C3 C 0.2153(2) 1.2669(6) 0.2036(3) 0.0718(15) Uani 1 1 d . . .
H3 H 0.2301 1.2912 0.1741 0.086 Uiso 1 1 calc R . .
O3 O -0.0310(2) 0.9091(8) 0.4101(3) 0.0862(17) Uani 0.70 1 d P A 1
H3A H -0.0536 0.9808 0.3949 0.129 Uiso 0.70 1 calc PR A 1
O3' O -0.0291(5) 1.0353(17) 0.4215(5) 0.0709(15) Uani 0.30 1 d PU B 2
H3' H -0.0534 1.0744 0.3889 0.106 Uiso 0.30 1 d PR B 2
O4 O 0.09285(12) 0.6212(4) 0.39646(14) 0.0578(8) Uani 1 1 d . . .
C4 C 0.2398(2) 1.3268(7) 0.2665(3) 0.0775(16) Uani 1 1 d . . .
H4 H 0.2718 1.3884 0.2792 0.093 Uiso 1 1 calc R . .
C5 C 0.2175(2) 1.2962(6) 0.3089(3) 0.0685(14) Uani 1 1 d . . .
H5 H 0.2339 1.3400 0.3502 0.082 Uiso 1 1 calc R . .
O5 O -0.05557(10) 0.7098(3) 0.24178(12) 0.0389(6) Uani 1 1 d . . .
C6 C 0.16978(16) 1.1987(5) 0.2921(2) 0.0531(11) Uani 1 1 d . . .
O6 O -0.1681(7) 0.739(2) 0.1525(6) 0.081(5) Uani 0.65(4) 1 d P C 1
H6 H -0.1475 0.8150 0.1571 0.122 Uiso 0.65(4) 1 calc PR C 1
O6' O -0.1803(5) 0.637(6) 0.1402(7) 0.095(9) Uani 0.35(4) 1 d P C 2
H6' H -0.1607 0.6730 0.1233 0.142 Uiso 0.35(4) 1 calc PR C 2
C7 C 0.14918(17) 1.1743(5) 0.3409(2) 0.0535(11) Uani 1 1 d . . .
H7 H 0.1669 1.2293 0.3795 0.064 Uiso 1 1 calc R . .
O7 O 0.14222(16) 1.1011(6) 0.12585(18) 0.0871(12) Uani 1 1 d . . .
C8 C 0.09669(19) 1.0568(6) 0.3931(2) 0.0607(12) Uani 1 1 d . . .
H8A H 0.1088 1.1475 0.4217 0.073 Uiso 1 1 calc R . .
H8B H 0.1170 0.9649 0.4167 0.073 Uiso 1 1 calc R . .
O8 O 0.19377(14) 0.5704(5) 0.48170(19) 0.0888(13) Uani 1 1 d . . .
C9 C 0.03552(18) 1.0316(5) 0.37200(18) 0.0494(10) Uani 1 1 d . A .
H9 H 0.0170 1.1342 0.3591 0.059 Uiso 1 1 calc R . .
C10 C 0.0218(2) 0.9657(7) 0.4258(2) 0.0695(13) Uani 1 1 d U . .
H10A H 0.0478 0.8807 0.4465 0.083 Uiso 1 1 calc R A 1
H10B H 0.0289 1.0483 0.4579 0.083 Uiso 1 1 calc R A 1
C11 C 0.1632(3) 1.1292(10) 0.0787(3) 0.105(2) Uani 1 1 d . . .
H11A H 0.1663 1.2409 0.0737 0.157 Uiso 1 1 calc R . .
H11B H 0.1383 1.0843 0.0381 0.157 Uiso 1 1 calc R . .
H11C H 0.1993 1.0813 0.0925 0.157 Uiso 1 1 calc R . .
C12 C 0.09763(18) 0.5233(5) 0.44401(19) 0.0519(10) Uani 1 1 d . . .
C13 C 0.1527(2) 0.4926(6) 0.4913(2) 0.0643(13) Uani 1 1 d . . .
C14 C 0.1612(3) 0.3897(7) 0.5425(2) 0.0782(16) Uani 1 1 d . . .
H14 H 0.1971 0.3690 0.5731 0.094 Uiso 1 1 calc R . .
C15 C 0.1158(3) 0.3176(7) 0.5479(2) 0.0813(18) Uani 1 1 d . . .
H15 H 0.1218 0.2497 0.5824 0.098 Uiso 1 1 calc R . .
C16 C 0.0632(2) 0.3455(6) 0.5035(2) 0.0664(14) Uani 1 1 d . . .
H16 H 0.0335 0.2962 0.5079 0.080 Uiso 1 1 calc R . .
C17 C 0.0526(2) 0.4495(5) 0.4501(2) 0.0515(10) Uani 1 1 d . . .
C18 C -0.0048(2) 0.4641(5) 0.4045(2) 0.0567(11) Uani 1 1 d . . .
H18 H -0.0312 0.4077 0.4131 0.068 Uiso 1 1 calc R . .
C19 C -0.08329(18) 0.5691(6) 0.3144(2) 0.0608(9) Uani 1 1 d U . .
H19A H -0.0968 0.6529 0.3332 0.073 Uiso 1 1 calc R . .
H19B H -0.1022 0.4721 0.3162 0.073 Uiso 1 1 calc R . .
C20 C -0.09651(16) 0.6079(6) 0.2459(2) 0.0548(11) Uani 1 1 d . C .
H20 H -0.0940 0.5086 0.2250 0.066 Uiso 1 1 calc R . .
C21 C -0.15409(18) 0.6676(8) 0.2095(3) 0.0799(17) Uani 1 1 d . . .
H21A H -0.1792 0.5788 0.2024 0.096 Uiso 1 1 calc R C 1
H21B H -0.1617 0.7411 0.2375 0.096 Uiso 1 1 calc R C 1
C22 C 0.2504(2) 0.5373(8) 0.5229(3) 0.097(2) Uani 1 1 d . . .
H22A H 0.2586 0.5739 0.5659 0.146 Uiso 1 1 calc R . .
H22B H 0.2742 0.5902 0.5068 0.146 Uiso 1 1 calc R . .
H22C H 0.2567 0.4254 0.5238 0.146 Uiso 1 1 calc R . .


_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
Co1 O1 1.945(3) . ?
Co1 N1 2.008(3) . ?
Co1 O2 2.054(3) 2 ?
Co1 O5 2.057(3) 2 ?
Co1 O2 2.186(3) . ?
O1 C1 1.327(5) . ?
C1 C6 1.413(6) . ?
C1 C2 1.422(6) . ?
N1 C7 1.290(5) . ?
N1 C8 1.476(5) . ?
Co2 O4 1.944(3) . ?
Co2 N2 1.987(4) . ?
Co2 O2 2.040(3) . ?
Co2 O5 2.042(3) 2 ?
Co2 O5 2.181(3) . ?
O2 C9 1.428(4) . ?
O2 Co1 2.054(3) 2 ?
N2 C18 1.297(5) . ?
N2 C19 1.478(6) . ?
C2 O7 1.368(6) . ?
C2 C3 1.385(7) . ?
C3 C4 1.395(8) . ?
C3 H3 0.9300 . ?
O3 C10 1.373(7) . ?
O3 H3A 0.8200 . ?
O3' H3' 0.8200 . ?
O4 C12 1.326(5) . ?
C4 C5 1.349(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.420(6) . ?
C5 H5 0.9300 . ?
O5 C20 1.416(4) . ?
O5 Co2 2.042(3) 2 ?
O5 Co1 2.057(3) 2 ?
C6 C7 1.440(6) . ?
O6 C21 1.334(9) . ?
O6 H6 0.8200 . ?
O6' C21 1.45(2) . ?
O6' H6' 0.8200 . ?
C7 H7 0.9300 . ?
O7 C11 1.418(6) . ?
C8 C9 1.497(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
O8 C13 1.363(6) . ?
O8 C22 1.422(6) . ?
C9 C10 1.520(6) . ?
C9 H9 0.9800 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C17 1.401(6) . ?
C12 C13 1.427(6) . ?
C13 C14 1.394(7) . ?
C14 C15 1.397(8) . ?
C14 H14 0.9300 . ?
C15 C16 1.354(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.430(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.441(7) . ?
C18 H18 0.9300 . ?
C19 C20 1.484(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.484(6) . ?
C20 H20 0.9800 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 N1 91.76(14) . . ?
O1 Co1 O2 97.38(11) . 2 ?
N1 Co1 O2 143.23(13) . 2 ?
O1 Co1 O5 117.15(12) . 2 ?
N1 Co1 O5 125.02(13) . 2 ?
O2 Co1 O5 81.62(10) 2 2 ?
O1 Co1 O2 161.71(12) . . ?
N1 Co1 O2 78.39(12) . . ?
O2 Co1 O2 82.23(10) 2 . ?
O5 Co1 O2 80.98(10) 2 . ?
C1 O1 Co1 128.0(3) . . ?
O1 C1 C6 124.0(4) . . ?
O1 C1 C2 118.0(4) . . ?
C6 C1 C2 118.0(4) . . ?
C7 N1 C8 119.3(4) . . ?
C7 N1 Co1 125.5(3) . . ?
C8 N1 Co1 114.8(3) . . ?
O4 Co2 N2 92.97(14) . . ?
O4 Co2 O2 114.80(12) . . ?
N2 Co2 O2 124.84(14) . . ?
O4 Co2 O5 96.29(12) . 2 ?
N2 Co2 O5 140.77(14) . 2 ?
O2 Co2 O5 84.95(10) . 2 ?
O4 Co2 O5 166.15(13) . . ?
N2 Co2 O5 79.27(13) . . ?
O2 Co2 O5 78.97(10) . . ?
O5 Co2 O5 83.05(10) 2 . ?
C9 O2 Co2 121.0(2) . . ?
C9 O2 Co1 123.9(2) . 2 ?
Co2 O2 Co1 101.91(10) . 2 ?
C9 O2 Co1 112.6(2) . . ?
Co2 O2 Co1 94.16(10) . . ?
Co1 O2 Co1 96.96(10) 2 . ?
C18 N2 C19 119.2(4) . . ?
C18 N2 Co2 125.3(3) . . ?
C19 N2 Co2 114.5(3) . . ?
O7 C2 C3 125.0(5) . . ?
O7 C2 C1 113.8(4) . . ?
C3 C2 C1 121.2(5) . . ?
C2 C3 C4 119.6(5) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C10 O3 H3A 109.5 . . ?
C12 O4 Co2 126.9(3) . . ?
C5 C4 C3 120.6(5) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 121.5(5) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C20 O5 Co2 124.6(3) . 2 ?
C20 O5 Co1 122.2(2) . 2 ?
Co2 O5 Co1 98.14(11) 2 2 ?
C20 O5 Co2 112.5(2) . . ?
Co2 O5 Co2 96.33(10) 2 . ?
Co1 O5 Co2 97.20(10) 2 . ?
C1 C6 C5 119.0(4) . . ?
C1 C6 C7 123.9(4) . . ?
C5 C6 C7 117.1(5) . . ?
C21 O6 H6 109.5 . . ?
C21 O6' H6' 109.5 . . ?
N1 C7 C6 126.1(4) . . ?
N1 C7 H7 117.0 . . ?
C6 C7 H7 117.0 . . ?
C2 O7 C11 118.2(4) . . ?
N1 C8 C9 109.6(3) . . ?
N1 C8 H8A 109.7 . . ?
C9 C8 H8A 109.7 . . ?
N1 C8 H8B 109.7 . . ?
C9 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C13 O8 C22 119.2(4) . . ?
O2 C9 C8 109.2(3) . . ?
O2 C9 C10 111.1(4) . . ?
C8 C9 C10 112.6(4) . . ?
O2 C9 H9 107.9 . . ?
C8 C9 H9 107.9 . . ?
C10 C9 H9 107.9 . . ?
O3 C10 C9 118.6(4) . . ?
O3 C10 H10A 107.7 . . ?
C9 C10 H10A 107.7 . . ?
O3 C10 H10B 107.7 . . ?
C9 C10 H10B 107.7 . . ?
H10A C10 H10B 107.1 . . ?
O7 C11 H11A 109.5 . . ?
O7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O4 C12 C17 124.3(4) . . ?
O4 C12 C13 116.6(4) . . ?
C17 C12 C13 119.1(4) . . ?
O8 C13 C14 125.2(5) . . ?
O8 C13 C12 114.9(4) . . ?
C14 C13 C12 119.9(5) . . ?
C13 C14 C15 120.3(5) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 120.6(5) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C17 121.1(5) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C12 C17 C16 119.1(4) . . ?
C12 C17 C18 125.0(4) . . ?
C16 C17 C18 115.9(4) . . ?
N2 C18 C17 125.1(4) . . ?
N2 C18 H18 117.4 . . ?
C17 C18 H18 117.4 . . ?
N2 C19 C20 111.1(4) . . ?
N2 C19 H19A 109.4 . . ?
C20 C19 H19A 109.4 . . ?
N2 C19 H19B 109.4 . . ?
C20 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
O5 C20 C21 112.9(4) . . ?
O5 C20 C19 110.7(3) . . ?
C21 C20 C19 113.4(4) . . ?
O5 C20 H20 106.4 . . ?
C21 C20 H20 106.4 . . ?
C19 C20 H20 106.4 . . ?
O6 C21 O6' 38.3(9) . . ?
O6 C21 C20 119.9(7) . . ?
O6' C21 C20 117.1(13) . . ?
O6 C21 H21A 107.3 . . ?
O6' C21 H21A 72.6 . . ?
C20 C21 H21A 107.3 . . ?
O6 C21 H21B 107.3 . . ?
O6' C21 H21B 133.6 . . ?
C20 C21 H21B 107.3 . . ?
H21A C21 H21B 106.9 . . ?
O8 C22 H22A 109.5 . . ?
O8 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O8 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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
N1 Co1 O1 C1 8.9(4) . . . . ?
O2 Co1 O1 C1 153.2(4) 2 . . . ?
O5 Co1 O1 C1 -122.5(3) 2 . . . ?
O2 Co1 O1 C1 65.6(5) . . . . ?
Co1 O1 C1 C6 -7.1(6) . . . . ?
Co1 O1 C1 C2 173.3(3) . . . . ?
O1 Co1 N1 C7 -5.3(4) . . . . ?
O2 Co1 N1 C7 -110.1(4) 2 . . . ?
O5 Co1 N1 C7 120.1(4) 2 . . . ?
O2 Co1 N1 C7 -169.8(4) . . . . ?
O1 Co1 N1 C8 -178.5(3) . . . . ?
O2 Co1 N1 C8 76.7(4) 2 . . . ?
O5 Co1 N1 C8 -53.2(4) 2 . . . ?
O2 Co1 N1 C8 17.0(3) . . . . ?
O4 Co2 O2 C9 -34.9(3) . . . . ?
N2 Co2 O2 C9 78.1(3) . . . . ?
O5 Co2 O2 C9 -129.5(3) 2 . . . ?
O5 Co2 O2 C9 146.6(3) . . . . ?
O4 Co2 O2 Co1 -177.27(11) . . . 2 ?
N2 Co2 O2 Co1 -64.25(17) . . . 2 ?
O5 Co2 O2 Co1 88.12(11) 2 . . 2 ?
O5 Co2 O2 Co1 4.24(10) . . . 2 ?
O4 Co2 O2 Co1 84.70(13) . . . . ?
N2 Co2 O2 Co1 -162.27(14) . . . . ?
O5 Co2 O2 Co1 -9.90(9) 2 . . . ?
O5 Co2 O2 Co1 -93.78(10) . . . . ?
O1 Co1 O2 C9 -51.2(4) . . . . ?
N1 Co1 O2 C9 7.3(3) . . . . ?
O2 Co1 O2 C9 -141.2(2) 2 . . . ?
O5 Co1 O2 C9 136.1(3) 2 . . . ?
O1 Co1 O2 Co2 -177.4(3) . . . . ?
N1 Co1 O2 Co2 -118.82(14) . . . . ?
O2 Co1 O2 Co2 92.60(9) 2 . . . ?
O5 Co1 O2 Co2 9.91(9) 2 . . . ?
O1 Co1 O2 Co1 80.1(3) . . . 2 ?
N1 Co1 O2 Co1 138.63(14) . . . 2 ?
O2 Co1 O2 Co1 -9.95(14) 2 . . 2 ?
O5 Co1 O2 Co1 -92.64(10) 2 . . 2 ?
O4 Co2 N2 C18 6.4(4) . . . . ?
O2 Co2 N2 C18 -116.9(4) . . . . ?
O5 Co2 N2 C18 110.1(4) 2 . . . ?
O5 Co2 N2 C18 174.8(4) . . . . ?
O4 Co2 N2 C19 175.1(3) . . . . ?
O2 Co2 N2 C19 51.9(4) . . . . ?
O5 Co2 N2 C19 -81.2(4) 2 . . . ?
O5 Co2 N2 C19 -16.5(3) . . . . ?
O1 C1 C2 O7 -1.4(6) . . . . ?
C6 C1 C2 O7 179.0(4) . . . . ?
O1 C1 C2 C3 -179.8(4) . . . . ?
C6 C1 C2 C3 0.6(7) . . . . ?
O7 C2 C3 C4 -177.5(5) . . . . ?
C1 C2 C3 C4 0.7(7) . . . . ?
N2 Co2 O4 C12 -5.3(4) . . . . ?
O2 Co2 O4 C12 125.5(4) . . . . ?
O5 Co2 O4 C12 -147.1(4) 2 . . . ?
O5 Co2 O4 C12 -60.7(7) . . . . ?
C2 C3 C4 C5 -2.0(8) . . . . ?
C3 C4 C5 C6 2.0(8) . . . . ?
O4 Co2 O5 C20 52.2(6) . . . . ?
N2 Co2 O5 C20 -4.5(3) . . . . ?
O2 Co2 O5 C20 -133.5(3) . . . . ?
O5 Co2 O5 C20 140.3(2) 2 . . . ?
O4 Co2 O5 Co2 -79.4(5) . . . 2 ?
N2 Co2 O5 Co2 -136.11(15) . . . 2 ?
O2 Co2 O5 Co2 94.89(11) . . . 2 ?
O5 Co2 O5 Co2 8.71(15) 2 . . 2 ?
O4 Co2 O5 Co1 -178.4(4) . . . 2 ?
N2 Co2 O5 Co1 124.82(15) . . . 2 ?
O2 Co2 O5 Co1 -4.17(10) . . . 2 ?
O5 Co2 O5 Co1 -90.36(10) 2 . . 2 ?
O1 C1 C6 C5 179.8(4) . . . . ?
C2 C1 C6 C5 -0.6(6) . . . . ?
O1 C1 C6 C7 -1.3(7) . . . . ?
C2 C1 C6 C7 178.3(4) . . . . ?
C4 C5 C6 C1 -0.7(7) . . . . ?
C4 C5 C6 C7 -179.6(5) . . . . ?
C8 N1 C7 C6 172.8(4) . . . . ?
Co1 N1 C7 C6 -0.2(7) . . . . ?
C1 C6 C7 N1 5.1(7) . . . . ?
C5 C6 C7 N1 -176.0(5) . . . . ?
C3 C2 O7 C11 -0.9(8) . . . . ?
C1 C2 O7 C11 -179.2(5) . . . . ?
C7 N1 C8 C9 148.3(4) . . . . ?
Co1 N1 C8 C9 -38.0(5) . . . . ?
Co2 O2 C9 C8 81.1(4) . . . . ?
Co1 O2 C9 C8 -145.0(3) 2 . . . ?
Co1 O2 C9 C8 -28.9(4) . . . . ?
Co2 O2 C9 C10 -43.7(5) . . . . ?
Co1 O2 C9 C10 90.3(4) 2 . . . ?
Co1 O2 C9 C10 -153.7(3) . . . . ?
N1 C8 C9 O2 42.6(5) . . . . ?
N1 C8 C9 C10 166.5(4) . . . . ?
O2 C9 C10 O3 -45.0(7) . . . . ?
C8 C9 C10 O3 -167.8(6) . . . . ?
Co2 O4 C12 C17 2.0(6) . . . . ?
Co2 O4 C12 C13 -178.3(3) . . . . ?
C22 O8 C13 C14 5.6(9) . . . . ?
C22 O8 C13 C12 -174.5(5) . . . . ?
O4 C12 C13 O8 0.7(7) . . . . ?
C17 C12 C13 O8 -179.5(4) . . . . ?
O4 C12 C13 C14 -179.4(5) . . . . ?
C17 C12 C13 C14 0.3(7) . . . . ?
O8 C13 C14 C15 179.3(5) . . . . ?
C12 C13 C14 C15 -0.6(8) . . . . ?
C13 C14 C15 C16 0.5(9) . . . . ?
C14 C15 C16 C17 -0.2(8) . . . . ?
O4 C12 C17 C16 179.7(4) . . . . ?
C13 C12 C17 C16 0.0(6) . . . . ?
O4 C12 C17 C18 2.7(7) . . . . ?
C13 C12 C17 C18 -177.1(4) . . . . ?
C15 C16 C17 C12 0.0(7) . . . . ?
C15 C16 C17 C18 177.3(5) . . . . ?
C19 N2 C18 C17 -172.5(4) . . . . ?
Co2 N2 C18 C17 -4.2(7) . . . . ?
C12 C17 C18 N2 -1.4(7) . . . . ?
C16 C17 C18 N2 -178.5(4) . . . . ?
C18 N2 C19 C20 -155.8(4) . . . . ?
Co2 N2 C19 C20 34.7(5) . . . . ?
Co2 O5 C20 C21 -92.3(5) 2 . . . ?
Co1 O5 C20 C21 37.3(5) 2 . . . ?
Co2 O5 C20 C21 152.3(4) . . . . ?
Co2 O5 C20 C19 139.4(3) 2 . . . ?
Co1 O5 C20 C19 -91.0(4) 2 . . . ?
Co2 O5 C20 C19 23.9(5) . . . . ?
N2 C19 C20 O5 -37.5(6) . . . . ?
N2 C19 C20 C21 -165.6(4) . . . . ?
O5 C20 C21 O6 38.5(13) . . . . ?
C19 C20 C21 O6 165.4(12) . . . . ?
O5 C20 C21 O6' 82.2(17) . . . . ?
C19 C20 C21 O6' -150.9(17) . . . . ?

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
O3 H3A O1 0.82 2.21 2.780(6) 127.2 2
O3 H3A O7 0.82 2.41 3.152(8) 150.7 2
O3' H3' O1 0.82 2.05 2.759(12) 144.1 2
O3' H3' O7 0.82 2.24 2.778(13) 123.4 2
O6 H6 N1 0.82 2.47 3.27(2) 164.8 2
O6' H6' O4 0.82 2.07 2.768(17) 142.8 2
O6 H6 O5 0.82 2.55 2.823(15) 101.2 .
C16 H16 O3 0.93 2.57 3.258(7) 131.2 5_566

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.43
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         1.023
_refine_diff_density_min         -0.587
_refine_diff_density_rms         0.085
####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 996955'
_audit_update_record             
;
2014-04-12 deposited with the CCDC.
2015-05-06 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H52 N4 O16 Zn4'
_chemical_formula_sum            'C44 H52 N4 O16 Zn4'
_chemical_formula_weight         1154.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

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

_cell_length_a                   26.369(5)
_cell_length_b                   8.4456(13)
_cell_length_c                   22.718(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 114.642(6)
_cell_angle_gamma                90.00
_cell_volume                     4598.6(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2931
_cell_measurement_theta_min      2.56
_cell_measurement_theta_max      23.63

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_diffrn    1.667
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2368
_exptl_absorpt_coefficient_mu    2.138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6170
_exptl_absorpt_correction_T_max  0.8146
_exptl_absorpt_process_details   'SADABS (Bruker, 2005)'

_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  'Bruker APEXII CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15879
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_av_unetI/netI     0.0649
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.70
_diffrn_reflns_theta_max         28.46
_reflns_number_total             5736
_reflns_number_gt                3571
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX-II (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        'SAINT (Bruker, 2005)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    
'SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'

_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. 
During the refinement, thermal motion of N2 C19, C17 C18, C1 O1 and C10 O3' 
 are restrained by commond 'DELU' and 'SIMU'. 
;

_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)+(0.0539P)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         5736
_refine_ls_number_parameters     330
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1194
_refine_ls_wR_factor_gt          0.1052
_refine_ls_goodness_of_fit_ref   0.971
_refine_ls_restrained_S_all      0.974
_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
Zn1 Zn 0.063276(16) 0.94779(4) 0.257944(18) 0.04434(13) Uani 1 1 d . . .
O1 O 0.10004(10) 1.0419(3) 0.20826(12) 0.0618(6) Uani 1 1 d U . .
C1 C 0.14448(16) 1.1323(5) 0.22945(18) 0.0591(7) Uani 1 1 d U . .
N1 N 0.10930(12) 1.0785(4) 0.33706(13) 0.0544(8) Uani 1 1 d . . .
Zn2 Zn 0.023999(16) 0.69356(5) 0.326538(18) 0.04594(13) Uani 1 1 d . . .
O2 O 0.01434(9) 0.9300(3) 0.31702(9) 0.0426(5) Uani 1 1 d . . .
N2 N -0.02369(13) 0.5527(4) 0.35283(15) 0.0611(7) Uani 1 1 d U . .
C2 C 0.16896(17) 1.1710(5) 0.1860(2) 0.0641(10) Uani 1 1 d . . .
C3 C 0.21504(18) 1.2647(5) 0.2040(3) 0.0749(12) Uani 1 1 d . . .
H3 H 0.2301 1.2878 0.1746 0.090 Uiso 1 1 calc R . .
O3 O -0.03171(18) 0.9128(6) 0.4100(2) 0.0781(12) Uani 0.70 1 d P A 1
H3A H -0.0537 0.9863 0.3949 0.117 Uiso 0.70 1 calc PR A 1
O3' O -0.0293(4) 1.0302(14) 0.4221(4) 0.0721(13) Uani 0.30 1 d PU B 2
H3' H -0.0536 1.0692 0.3895 0.108 Uiso 0.30 1 d PR B 2
O4 O 0.09271(10) 0.6204(3) 0.39667(12) 0.0663(7) Uani 1 1 d . . .
C4 C 0.23942(19) 1.3254(5) 0.2660(3) 0.0809(14) Uani 1 1 d . . .
H4 H 0.2712 1.3882 0.2783 0.097 Uiso 1 1 calc R . .
C5 C 0.21710(17) 1.2935(5) 0.3093(2) 0.0720(12) Uani 1 1 d . . .
H5 H 0.2335 1.3362 0.3507 0.086 Uiso 1 1 calc R . .
O5 O -0.05687(9) 0.7102(2) 0.23981(10) 0.0431(5) Uani 1 1 d . . .
C6 C 0.16933(15) 1.1963(4) 0.29173(19) 0.0546(9) Uani 1 1 d . . .
O6 O -0.1713(8) 0.728(3) 0.1507(6) 0.088(6) Uani 0.61(5) 1 d P C 1
H6 H -0.1604 0.6728 0.1286 0.131 Uiso 0.61(5) 1 calc PR C 1
O6' O -0.1806(5) 0.628(6) 0.1406(6) 0.095(9) Uani 0.39(5) 1 d P C 2
H6' H -0.1565 0.6269 0.1266 0.143 Uiso 0.39(5) 1 calc PR C 2
C7 C 0.14932(15) 1.1715(4) 0.34090(19) 0.0578(9) Uani 1 1 d . . .
H7 H 0.1670 1.2279 0.3793 0.069 Uiso 1 1 calc R . .
O7 O 0.14258(13) 1.1016(4) 0.12676(14) 0.0898(10) Uani 1 1 d . . .
C8 C 0.09710(16) 1.0529(5) 0.39344(17) 0.0625(11) Uani 1 1 d . . .
H8A H 0.1101 1.1429 0.4225 0.075 Uiso 1 1 calc R . .
H8B H 0.1167 0.9594 0.4167 0.075 Uiso 1 1 calc R . .
O8 O 0.19280(13) 0.5706(4) 0.48290(16) 0.0942(10) Uani 1 1 d . . .
C9 C 0.03535(15) 1.0318(4) 0.37251(16) 0.0509(9) Uani 1 1 d . A .
H9 H 0.0173 1.1354 0.3600 0.061 Uiso 1 1 calc R . .
C10 C 0.02248(17) 0.9663(6) 0.42644(18) 0.0702(11) Uani 1 1 d U . .
H10A H 0.0478 0.8790 0.4462 0.084 Uiso 1 1 calc R A 1
H10B H 0.0306 1.0479 0.4592 0.084 Uiso 1 1 calc R A 1
C11 C 0.1634(2) 1.1305(8) 0.0792(2) 0.1098(19) Uani 1 1 d . . .
H11A H 0.1586 1.2403 0.0673 0.165 Uiso 1 1 calc R . .
H11B H 0.1434 1.0666 0.0417 0.165 Uiso 1 1 calc R . .
H11C H 0.2024 1.1041 0.0966 0.165 Uiso 1 1 calc R . .
C12 C 0.09675(17) 0.5220(4) 0.44325(17) 0.0565(9) Uani 1 1 d . . .
C13 C 0.15165(19) 0.4907(5) 0.49167(19) 0.0696(11) Uani 1 1 d . . .
C14 C 0.1597(2) 0.3878(6) 0.5420(2) 0.0806(13) Uani 1 1 d . . .
H14 H 0.1955 0.3672 0.5729 0.097 Uiso 1 1 calc R . .
C15 C 0.1141(2) 0.3149(5) 0.5465(2) 0.0834(15) Uani 1 1 d . . .
H15 H 0.1198 0.2452 0.5804 0.100 Uiso 1 1 calc R . .
C16 C 0.0618(2) 0.3443(5) 0.50229(19) 0.0693(12) Uani 1 1 d . . .
H16 H 0.0319 0.2962 0.5068 0.083 Uiso 1 1 calc R . .
C17 C 0.05146(18) 0.4469(4) 0.44908(18) 0.0579(8) Uani 1 1 d U . .
C18 C -0.00508(18) 0.4649(4) 0.40418(18) 0.0586(8) Uani 1 1 d U . .
H18 H -0.0315 0.4076 0.4126 0.070 Uiso 1 1 calc R . .
C19 C -0.08392(16) 0.5725(5) 0.31442(18) 0.0636(8) Uani 1 1 d U . .
H19A H -0.0973 0.6596 0.3320 0.076 Uiso 1 1 calc R . .
H19B H -0.1031 0.4772 0.3177 0.076 Uiso 1 1 calc R . .
C20 C -0.09741(15) 0.6046(5) 0.24514(18) 0.0565(9) Uani 1 1 d . C .
H20 H -0.0946 0.5039 0.2253 0.068 Uiso 1 1 calc R . .
C21 C -0.15516(16) 0.6643(6) 0.2093(2) 0.0795(13) Uani 1 1 d . . .
H21A H -0.1802 0.5766 0.2052 0.095 Uiso 1 1 calc R C 1
H21B H -0.1616 0.7428 0.2366 0.095 Uiso 1 1 calc R C 1
C22 C 0.24862(19) 0.5354(6) 0.5237(3) 0.1033(17) Uani 1 1 d . . .
H22A H 0.2558 0.5624 0.5676 0.155 Uiso 1 1 calc R . .
H22B H 0.2729 0.5955 0.5104 0.155 Uiso 1 1 calc R . .
H22C H 0.2553 0.4244 0.5211 0.155 Uiso 1 1 calc R . .


_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 O1 1.939(2) . ?
Zn1 O5 2.016(2) 2 ?
Zn1 N1 2.026(3) . ?
Zn1 O2 2.051(2) 2 ?
Zn1 O2 2.221(2) . ?
Zn1 Zn2 3.0752(6) . ?
Zn1 Zn2 3.1475(6) 2 ?
O1 C1 1.310(4) . ?
C1 C6 1.397(5) . ?
C1 C2 1.425(5) . ?
N1 C7 1.289(4) . ?
N1 C8 1.461(4) . ?
Zn2 O4 1.948(2) . ?
Zn2 N2 1.995(3) . ?
Zn2 O2 2.013(2) . ?
Zn2 O5 2.033(2) 2 ?
Zn2 O5 2.224(2) . ?
Zn2 Zn1 3.1475(6) 2 ?
O2 C9 1.433(4) . ?
O2 Zn1 2.051(2) 2 ?
N2 C18 1.294(4) . ?
N2 C19 1.468(5) . ?
C2 C3 1.362(6) . ?
C2 O7 1.363(5) . ?
C3 C4 1.379(7) . ?
C3 H3 0.9300 . ?
O3 C10 1.393(5) . ?
O3 H3A 0.8200 . ?
O3' H3' 0.8197 . ?
O4 C12 1.315(4) . ?
C4 C5 1.367(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.414(5) . ?
C5 H5 0.9300 . ?
O5 C20 1.435(4) . ?
O5 Zn1 2.016(2) 2 ?
O5 Zn2 2.033(2) 2 ?
C6 C7 1.436(5) . ?
O6 C21 1.331(9) . ?
O6 H6 0.8200 . ?
O6' C21 1.452(19) . ?
O6' H6' 0.8200 . ?
C7 H7 0.9300 . ?
O7 C11 1.423(5) . ?
C8 C9 1.504(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
O8 C13 1.361(5) . ?
O8 C22 1.406(5) . ?
C9 C10 1.507(5) . ?
C9 H9 0.9800 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C17 1.406(5) . ?
C12 C13 1.431(5) . ?
C13 C14 1.380(6) . ?
C14 C15 1.391(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.348(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.418(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.421(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.487(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.484(5) . ?
C20 H20 0.9800 . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O5 119.36(10) . 2 ?
O1 Zn1 N1 91.89(11) . . ?
O5 Zn1 N1 123.07(11) 2 . ?
O1 Zn1 O2 96.59(9) . 2 ?
O5 Zn1 O2 83.27(9) 2 2 ?
N1 Zn1 O2 142.95(10) . 2 ?
O1 Zn1 O2 159.58(10) . . ?
O5 Zn1 O2 80.88(8) 2 . ?
N1 Zn1 O2 77.58(9) . . ?
O2 Zn1 O2 82.35(8) 2 . ?
O1 Zn1 Zn2 159.58(8) . . ?
O5 Zn1 Zn2 40.79(6) 2 . ?
N1 Zn1 Zn2 97.75(8) . . ?
O2 Zn1 Zn2 86.52(6) 2 . ?
O2 Zn1 Zn2 40.82(6) . . ?
O1 Zn1 Zn2 109.92(8) . 2 ?
O5 Zn1 Zn2 44.67(6) 2 2 ?
N1 Zn1 Zn2 158.15(8) . 2 ?
O2 Zn1 Zn2 38.81(6) 2 2 ?
O2 Zn1 Zn2 82.01(6) . 2 ?
Zn2 Zn1 Zn2 61.159(19) . 2 ?
C1 O1 Zn1 127.8(2) . . ?
O1 C1 C6 124.6(3) . . ?
O1 C1 C2 118.2(4) . . ?
C6 C1 C2 117.2(4) . . ?
C7 N1 C8 120.3(3) . . ?
C7 N1 Zn1 124.3(2) . . ?
C8 N1 Zn1 115.3(2) . . ?
O4 Zn2 N2 93.07(12) . . ?
O4 Zn2 O2 115.80(10) . . ?
N2 Zn2 O2 123.79(11) . . ?
O4 Zn2 O5 95.14(10) . 2 ?
N2 Zn2 O5 141.28(11) . 2 ?
O2 Zn2 O5 85.74(8) . 2 ?
O4 Zn2 O5 164.99(10) . . ?
N2 Zn2 O5 79.14(11) . . ?
O2 Zn2 O5 79.08(8) . . ?
O5 Zn2 O5 83.48(9) 2 . ?
O4 Zn2 Zn1 103.94(8) . . ?
N2 Zn2 Zn1 162.86(9) . . ?
O2 Zn2 Zn1 46.16(6) . . ?
O5 Zn2 Zn1 40.37(6) 2 . ?
O5 Zn2 Zn1 84.72(6) . . ?
O4 Zn2 Zn1 155.39(9) . 2 ?
N2 Zn2 Zn1 101.38(10) . 2 ?
O2 Zn2 Zn1 39.67(6) . 2 ?
O5 Zn2 Zn1 85.99(6) 2 2 ?
O5 Zn2 Zn1 39.59(6) . 2 ?
Zn1 Zn2 Zn1 61.954(19) . 2 ?
C9 O2 Zn2 121.0(2) . . ?
C9 O2 Zn1 124.9(2) . 2 ?
Zn2 O2 Zn1 101.52(9) . 2 ?
C9 O2 Zn1 112.46(18) . . ?
Zn2 O2 Zn1 93.02(8) . . ?
Zn1 O2 Zn1 97.08(8) 2 . ?
C18 N2 C19 120.7(3) . . ?
C18 N2 Zn2 124.2(3) . . ?
C19 N2 Zn2 114.5(2) . . ?
C3 C2 O7 124.9(4) . . ?
C3 C2 C1 121.9(4) . . ?
O7 C2 C1 113.2(3) . . ?
C2 C3 C4 120.1(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C10 O3 H3A 109.5 . . ?
C10 O3 H3' 91.0 . . ?
H3A O3 H3' 18.6 . . ?
C12 O4 Zn2 126.5(2) . . ?
C5 C4 C3 120.2(4) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 120.8(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C20 O5 Zn1 122.9(2) . 2 ?
C20 O5 Zn2 125.6(2) . 2 ?
Zn1 O5 Zn2 98.84(9) 2 2 ?
C20 O5 Zn2 111.02(19) . . ?
Zn1 O5 Zn2 95.74(8) 2 . ?
Zn2 O5 Zn2 96.01(9) 2 . ?
C1 C6 C5 119.8(4) . . ?
C1 C6 C7 124.2(3) . . ?
C5 C6 C7 116.0(4) . . ?
C21 O6 H6 109.5 . . ?
C21 O6' H6' 109.5 . . ?
N1 C7 C6 126.3(3) . . ?
N1 C7 H7 116.8 . . ?
C6 C7 H7 116.8 . . ?
C2 O7 C11 118.4(4) . . ?
N1 C8 C9 110.2(3) . . ?
N1 C8 H8A 109.6 . . ?
C9 C8 H8A 109.6 . . ?
N1 C8 H8B 109.6 . . ?
C9 C8 H8B 109.6 . . ?
H8A C8 H8B 108.1 . . ?
C13 O8 C22 118.5(4) . . ?
O2 C9 C8 108.6(3) . . ?
O2 C9 C10 111.1(3) . . ?
C8 C9 C10 111.6(3) . . ?
O2 C9 H9 108.5 . . ?
C8 C9 H9 108.5 . . ?
C10 C9 H9 108.5 . . ?
O3 C10 C9 117.0(3) . . ?
O3 C10 H10A 108.0 . . ?
C9 C10 H10A 108.0 . . ?
O3 C10 H10B 108.0 . . ?
C9 C10 H10B 108.0 . . ?
H10A C10 H10B 107.3 . . ?
O7 C11 H11A 109.5 . . ?
O7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O4 C12 C17 125.0(3) . . ?
O4 C12 C13 116.9(4) . . ?
C17 C12 C13 118.1(3) . . ?
O8 C13 C14 125.3(4) . . ?
O8 C13 C12 114.1(3) . . ?
C14 C13 C12 120.6(4) . . ?
C13 C14 C15 120.1(5) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 120.6(4) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C15 C16 C17 121.5(4) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 H16 119.3 . . ?
C12 C17 C16 119.1(4) . . ?
C12 C17 C18 124.2(3) . . ?
C16 C17 C18 116.7(4) . . ?
N2 C18 C17 126.8(4) . . ?
N2 C18 H18 116.6 . . ?
C17 C18 H18 116.6 . . ?
N2 C19 C20 111.8(3) . . ?
N2 C19 H19A 109.2 . . ?
C20 C19 H19A 109.2 . . ?
N2 C19 H19B 109.2 . . ?
C20 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
O5 C20 C21 111.9(3) . . ?
O5 C20 C19 110.2(3) . . ?
C21 C20 C19 112.4(3) . . ?
O5 C20 H20 107.4 . . ?
C21 C20 H20 107.4 . . ?
C19 C20 H20 107.4 . . ?
O6 C21 O6' 36.9(8) . . ?
O6 C21 C20 120.9(7) . . ?
O6' C21 C20 115.2(14) . . ?
O6 C21 H21A 107.1 . . ?
O6' C21 H21A 75.2 . . ?
C20 C21 H21A 107.1 . . ?
O6 C21 H21B 107.1 . . ?
O6' C21 H21B 135.1 . . ?
C20 C21 H21B 107.1 . . ?
H21A C21 H21B 106.8 . . ?
O8 C22 H22A 109.5 . . ?
O8 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O8 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

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 Zn1 O1 C1 -119.7(3) 2 . . . ?
N1 Zn1 O1 C1 10.4(3) . . . . ?
O2 Zn1 O1 C1 154.3(3) 2 . . . ?
O2 Zn1 O1 C1 68.5(4) . . . . ?
Zn2 Zn1 O1 C1 -108.0(3) . . . . ?
Zn2 Zn1 O1 C1 -168.1(3) 2 . . . ?
Zn1 O1 C1 C6 -9.6(6) . . . . ?
Zn1 O1 C1 C2 171.5(3) . . . . ?
O1 Zn1 N1 C7 -4.9(3) . . . . ?
O5 Zn1 N1 C7 122.5(3) 2 . . . ?
O2 Zn1 N1 C7 -108.4(3) 2 . . . ?
O2 Zn1 N1 C7 -167.2(3) . . . . ?
Zn2 Zn1 N1 C7 157.1(3) . . . . ?
Zn2 Zn1 N1 C7 171.5(2) 2 . . . ?
O1 Zn1 N1 C8 179.5(3) . . . . ?
O5 Zn1 N1 C8 -53.2(3) 2 . . . ?
O2 Zn1 N1 C8 75.9(3) 2 . . . ?
O2 Zn1 N1 C8 17.1(3) . . . . ?
Zn2 Zn1 N1 C8 -18.6(3) . . . . ?
Zn2 Zn1 N1 C8 -4.2(4) 2 . . . ?
O1 Zn1 Zn2 O4 65.6(2) . . . . ?
O5 Zn1 Zn2 O4 81.41(13) 2 . . . ?
N1 Zn1 Zn2 O4 -51.85(12) . . . . ?
O2 Zn1 Zn2 O4 165.14(11) 2 . . . ?
O2 Zn1 Zn2 O4 -112.54(12) . . . . ?
Zn2 Zn1 Zn2 O4 134.21(9) 2 . . . ?
O1 Zn1 Zn2 N2 -121.7(4) . . . . ?
O5 Zn1 Zn2 N2 -105.9(3) 2 . . . ?
N1 Zn1 Zn2 N2 120.9(3) . . . . ?
O2 Zn1 Zn2 N2 -22.1(3) 2 . . . ?
O2 Zn1 Zn2 N2 60.2(3) . . . . ?
Zn2 Zn1 Zn2 N2 -53.1(3) 2 . . . ?
O1 Zn1 Zn2 O2 178.1(2) . . . . ?
O5 Zn1 Zn2 O2 -166.05(12) 2 . . . ?
N1 Zn1 Zn2 O2 60.69(12) . . . . ?
O2 Zn1 Zn2 O2 -82.32(10) 2 . . . ?
Zn2 Zn1 Zn2 O2 -113.25(8) 2 . . . ?
O1 Zn1 Zn2 O5 -15.8(2) . . . 2 ?
N1 Zn1 Zn2 O5 -133.26(13) . . . 2 ?
O2 Zn1 Zn2 O5 83.73(11) 2 . . 2 ?
O2 Zn1 Zn2 O5 166.05(12) . . . 2 ?
Zn2 Zn1 Zn2 O5 52.80(9) 2 . . 2 ?
O1 Zn1 Zn2 O5 -102.0(2) . . . . ?
O5 Zn1 Zn2 O5 -86.14(11) 2 . . . ?
N1 Zn1 Zn2 O5 140.60(10) . . . . ?
O2 Zn1 Zn2 O5 -2.40(8) 2 . . . ?
O2 Zn1 Zn2 O5 79.91(10) . . . . ?
Zn2 Zn1 Zn2 O5 -33.34(6) 2 . . . ?
O1 Zn1 Zn2 Zn1 -136.1(2) . . . 2 ?
O5 Zn1 Zn2 Zn1 -120.28(9) 2 . . 2 ?
N1 Zn1 Zn2 Zn1 106.46(9) . . . 2 ?
O2 Zn1 Zn2 Zn1 -36.54(6) 2 . . 2 ?
O2 Zn1 Zn2 Zn1 45.77(8) . . . 2 ?
Zn2 Zn1 Zn2 Zn1 -67.479(18) 2 . . 2 ?
O4 Zn2 O2 C9 -33.9(2) . . . . ?
N2 Zn2 O2 C9 79.3(2) . . . . ?
O5 Zn2 O2 C9 -127.6(2) 2 . . . ?
O5 Zn2 O2 C9 148.3(2) . . . . ?
Zn1 Zn2 O2 C9 -118.6(2) . . . . ?
Zn1 Zn2 O2 C9 143.6(3) 2 . . . ?
O4 Zn2 O2 Zn1 -177.49(9) . . . 2 ?
N2 Zn2 O2 Zn1 -64.22(14) . . . 2 ?
O5 Zn2 O2 Zn1 88.85(9) 2 . . 2 ?
O5 Zn2 O2 Zn1 4.68(8) . . . 2 ?
Zn1 Zn2 O2 Zn1 97.86(9) . . . 2 ?
O4 Zn2 O2 Zn1 84.65(10) . . . . ?
N2 Zn2 O2 Zn1 -162.08(11) . . . . ?
O5 Zn2 O2 Zn1 -9.01(8) 2 . . . ?
O5 Zn2 O2 Zn1 -93.18(8) . . . . ?
Zn1 Zn2 O2 Zn1 -97.86(9) 2 . . . ?
O1 Zn1 O2 C9 -52.6(4) . . . . ?
O5 Zn1 O2 C9 134.7(2) 2 . . . ?
N1 Zn1 O2 C9 7.7(2) . . . . ?
O2 Zn1 O2 C9 -140.96(19) 2 . . . ?
Zn2 Zn1 O2 C9 125.5(2) . . . . ?
Zn2 Zn1 O2 C9 179.9(2) 2 . . . ?
O1 Zn1 O2 Zn2 -178.1(2) . . . . ?
O5 Zn1 O2 Zn2 9.18(8) 2 . . . ?
N1 Zn1 O2 Zn2 -117.78(11) . . . . ?
O2 Zn1 O2 Zn2 93.55(7) 2 . . . ?
Zn2 Zn1 O2 Zn2 54.36(6) 2 . . . ?
O1 Zn1 O2 Zn1 79.9(3) . . . 2 ?
O5 Zn1 O2 Zn1 -92.83(9) 2 . . 2 ?
N1 Zn1 O2 Zn1 140.21(12) . . . 2 ?
O2 Zn1 O2 Zn1 -8.46(12) 2 . . 2 ?
Zn2 Zn1 O2 Zn1 -102.01(10) . . . 2 ?
Zn2 Zn1 O2 Zn1 -47.65(6) 2 . . 2 ?
O4 Zn2 N2 C18 4.8(3) . . . . ?
O2 Zn2 N2 C18 -119.3(3) . . . . ?
O5 Zn2 N2 C18 106.9(3) 2 . . . ?
O5 Zn2 N2 C18 171.9(3) . . . . ?
Zn1 Zn2 N2 C18 -168.1(2) . . . . ?
Zn1 Zn2 N2 C18 -155.2(3) 2 . . . ?
O4 Zn2 N2 C19 176.2(3) . . . . ?
O2 Zn2 N2 C19 52.1(3) . . . . ?
O5 Zn2 N2 C19 -81.7(3) 2 . . . ?
O5 Zn2 N2 C19 -16.8(2) . . . . ?
Zn1 Zn2 N2 C19 3.3(5) . . . . ?
Zn1 Zn2 N2 C19 16.2(3) 2 . . . ?
O1 C1 C2 C3 179.7(4) . . . . ?
C6 C1 C2 C3 0.8(6) . . . . ?
O1 C1 C2 O7 -2.0(6) . . . . ?
C6 C1 C2 O7 179.0(4) . . . . ?
O7 C2 C3 C4 -178.1(4) . . . . ?
C1 C2 C3 C4 0.0(7) . . . . ?
N2 Zn2 O4 C12 -4.8(3) . . . . ?
O2 Zn2 O4 C12 125.4(3) . . . . ?
O5 Zn2 O4 C12 -146.9(3) 2 . . . ?
O5 Zn2 O4 C12 -62.9(5) . . . . ?
Zn1 Zn2 O4 C12 173.1(3) . . . . ?
Zn1 Zn2 O4 C12 121.5(3) 2 . . . ?
C2 C3 C4 C5 -0.8(7) . . . . ?
C3 C4 C5 C6 0.9(7) . . . . ?
O4 Zn2 O5 C20 54.3(4) . . . . ?
N2 Zn2 O5 C20 -5.4(2) . . . . ?
O2 Zn2 O5 C20 -133.2(2) . . . . ?
O5 Zn2 O5 C20 139.85(19) 2 . . . ?
Zn1 Zn2 O5 C20 -179.6(2) . . . . ?
Zn1 Zn2 O5 C20 -128.6(2) 2 . . . ?
O4 Zn2 O5 Zn1 -177.1(3) . . . 2 ?
N2 Zn2 O5 Zn1 123.18(12) . . . 2 ?
O2 Zn2 O5 Zn1 -4.69(8) . . . 2 ?
O5 Zn2 O5 Zn1 -91.59(8) 2 . . 2 ?
Zn1 Zn2 O5 Zn1 -51.01(6) . . . 2 ?
O4 Zn2 O5 Zn2 -77.6(3) . . . 2 ?
N2 Zn2 O5 Zn2 -137.27(12) . . . 2 ?
O2 Zn2 O5 Zn2 94.86(9) . . . 2 ?
O5 Zn2 O5 Zn2 7.96(12) 2 . . 2 ?
Zn1 Zn2 O5 Zn2 48.54(7) . . . 2 ?
Zn1 Zn2 O5 Zn2 99.55(10) 2 . . 2 ?
O1 C1 C6 C5 -179.6(4) . . . . ?
C2 C1 C6 C5 -0.7(6) . . . . ?
O1 C1 C6 C7 -0.1(7) . . . . ?
C2 C1 C6 C7 178.8(4) . . . . ?
C4 C5 C6 C1 -0.2(6) . . . . ?
C4 C5 C6 C7 -179.7(4) . . . . ?
C8 N1 C7 C6 173.8(4) . . . . ?
Zn1 N1 C7 C6 -1.7(6) . . . . ?
C1 C6 C7 N1 6.0(6) . . . . ?
C5 C6 C7 N1 -174.5(4) . . . . ?
C3 C2 O7 C11 -1.4(7) . . . . ?
C1 C2 O7 C11 -179.6(4) . . . . ?
C7 N1 C8 C9 145.4(4) . . . . ?
Zn1 N1 C8 C9 -38.7(4) . . . . ?
Zn2 O2 C9 C8 79.1(3) . . . . ?
Zn1 O2 C9 C8 -146.1(2) 2 . . . ?
Zn1 O2 C9 C8 -29.3(3) . . . . ?
Zn2 O2 C9 C10 -43.9(4) . . . . ?
Zn1 O2 C9 C10 90.8(3) 2 . . . ?
Zn1 O2 C9 C10 -152.3(3) . . . . ?
N1 C8 C9 O2 43.3(4) . . . . ?
N1 C8 C9 C10 166.1(3) . . . . ?
O2 C9 C10 O3 -46.6(5) . . . . ?
C8 C9 C10 O3 -168.0(4) . . . . ?
Zn2 O4 C12 C17 2.5(5) . . . . ?
Zn2 O4 C12 C13 -177.0(3) . . . . ?
C22 O8 C13 C14 7.0(7) . . . . ?
C22 O8 C13 C12 -173.3(4) . . . . ?
O4 C12 C13 O8 0.8(5) . . . . ?
C17 C12 C13 O8 -178.8(3) . . . . ?
O4 C12 C13 C14 -179.5(4) . . . . ?
C17 C12 C13 C14 1.0(6) . . . . ?
O8 C13 C14 C15 178.9(4) . . . . ?
C12 C13 C14 C15 -0.9(7) . . . . ?
C13 C14 C15 C16 -0.4(7) . . . . ?
C14 C15 C16 C17 1.5(6) . . . . ?
O4 C12 C17 C16 -179.4(3) . . . . ?
C13 C12 C17 C16 0.1(5) . . . . ?
O4 C12 C17 C18 1.5(6) . . . . ?
C13 C12 C17 C18 -179.0(4) . . . . ?
C15 C16 C17 C12 -1.3(6) . . . . ?
C15 C16 C17 C18 177.8(4) . . . . ?
C19 N2 C18 C17 -173.6(4) . . . . ?
Zn2 N2 C18 C17 -2.7(5) . . . . ?
C12 C17 C18 N2 -1.3(6) . . . . ?
C16 C17 C18 N2 179.6(4) . . . . ?
C18 N2 C19 C20 -151.6(4) . . . . ?
Zn2 N2 C19 C20 36.7(4) . . . . ?
Zn1 O5 C20 C21 39.2(4) 2 . . . ?
Zn2 O5 C20 C21 -94.3(4) 2 . . . ?
Zn2 O5 C20 C21 151.3(3) . . . . ?
Zn1 O5 C20 C19 -86.6(3) 2 . . . ?
Zn2 O5 C20 C19 139.9(3) 2 . . . ?
Zn2 O5 C20 C19 25.5(4) . . . . ?
N2 C19 C20 O5 -40.1(4) . . . . ?
N2 C19 C20 C21 -165.6(3) . . . . ?
O5 C20 C21 O6 42.3(16) . . . . ?
C19 C20 C21 O6 166.8(15) . . . . ?
O5 C20 C21 O6' 83.8(18) . . . . ?
C19 C20 C21 O6' -151.6(17) . . . . ?

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
O3 H3A O1 0.82 2.19 2.759(5) 126.2 2
O3 H3A O7 0.82 2.39 3.122(6) 148.7 2
O3' H3' O1 0.82 2.05 2.766(10) 145.2 2
O3' H3' O7 0.82 2.24 2.784(11) 124.7 2
O6 H6 O8 0.82 2.47 3.142(18) 140.3 2
O6 H6 O4 0.82 2.14 2.852(9) 145.6 2
O6' H6' O4 0.82 1.96 2.779(17) 173.4 2
O6' H6' O8 0.82 2.31 2.73(2) 112.2 2
C16 H16 O3 0.93 2.59 3.262(5) 129.6 5_566

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        28.46
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         0.487
_refine_diff_density_min         -0.641
_refine_diff_density_rms         0.075
