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

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

data_compound1
_database_code_depnum_ccdc_archive 'CCDC 1045240'
_audit_update_record             
;
2015-02-04 deposited with the CCDC.
2015-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C25 H27 N O10 Zn2'
_chemical_formula_sum            'C25 H27 N O10 Zn2'
_chemical_formula_weight         632.22

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           Triclinic
_symmetry_space_group_name_H-M   p-1
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.134(5)
_cell_length_b                   11.529(5)
_cell_length_c                   11.698(5)
_cell_angle_alpha                107.863(5)
_cell_angle_beta                 95.831(5)
_cell_angle_gamma                92.552(5)
_cell_volume                     1290.0(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.8
_cell_measurement_theta_max      27.5

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648
_exptl_absorpt_coefficient_mu    1.918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6457
_exptl_absorpt_correction_T_max  0.8314
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11338
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.84
_diffrn_reflns_theta_max         27.53
_reflns_number_total             5400
_reflns_number_gt                3872
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97(Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97

_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)+(0.0446P)²+0.4693P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5400
_refine_ls_number_parameters     349
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0433
_refine_ls_wR_factor_ref         0.1046
_refine_ls_wR_factor_gt          0.0944
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5260(4) 0.2717(3) 0.3549(3) 0.0319(8) Uani 1 1 d . . .
C2 C 0.5386(3) 0.1727(3) 0.4136(3) 0.0283(8) Uani 1 1 d . . .
C3 C 0.6645(4) 0.1502(3) 0.4626(3) 0.0354(9) Uani 1 1 d . . .
H3 H 0.7401 0.1958 0.4567 0.042 Uiso 1 1 calc R . .
C4 C 0.6766(4) 0.0631(3) 0.5180(4) 0.0369(9) Uani 1 1 d . . .
H4 H 0.7600 0.0512 0.5518 0.044 Uiso 1 1 calc R . .
C5 C 0.5629(3) -0.0102(3) 0.5249(3) 0.0280(8) Uani 1 1 d . . .
C6 C 0.4275(4) 0.1044(3) 0.4202(3) 0.0322(8) Uani 1 1 d . . .
H6 H 0.3446 0.1197 0.3884 0.039 Uiso 1 1 calc R . .
C7 C 0.7574(5) 0.2697(4) 0.1056(4) 0.0456(11) Uani 1 1 d D . .
C8 C 0.8346(4) 0.1623(3) 0.0472(4) 0.0408(10) Uani 1 1 d D . .
C9 C 0.9593(4) 0.1509(3) 0.0998(4) 0.0417(10) Uani 1 1 d . . .
H9 H 0.9980 0.2129 0.1683 0.050 Uiso 1 1 calc R . .
C10 C 1.0302(4) 0.0467(3) 0.0518(3) 0.0387(10) Uani 1 1 d . . .
C11 C 0.8428(4) -0.0321(4) -0.1055(4) 0.0478(11) Uani 1 1 d . . .
H11 H 0.8030 -0.0928 -0.1744 0.057 Uiso 1 1 calc R . .
C12 C 0.7778(4) 0.0694(4) -0.0579(4) 0.0488(11) Uani 1 1 d . . .
H12 H 0.6948 0.0774 -0.0954 0.059 Uiso 1 1 calc R . .
C13 C 0.8182(3) 0.6626(3) 0.3724(3) 0.0305(8) Uani 1 1 d . . .
C14 C 0.8929(3) 0.7852(3) 0.4387(3) 0.0277(8) Uani 1 1 d . . .
C15 C 0.9402(4) 0.8158(3) 0.5628(3) 0.0370(9) Uani 1 1 d . . .
H15 H 0.9280 0.7595 0.6039 0.044 Uiso 1 1 calc R . .
C16 C 1.0040(4) 0.9283(3) 0.6225(3) 0.0371(9) Uani 1 1 d . . .
H16 H 1.0356 0.9476 0.7041 0.044 Uiso 1 1 calc R . .
C17 C 0.9772(3) 0.9843(3) 0.4376(3) 0.0283(8) Uani 1 1 d . . .
C18 C 0.9113(4) 0.8663(3) 0.3782(3) 0.0312(8) Uani 1 1 d . . .
H18 H 0.8802 0.8446 0.2963 0.037 Uiso 1 1 calc R . .
C19 C 0.4777(4) 0.6115(4) 0.2045(4) 0.0501(11) Uani 1 1 d . . .
H19A H 0.4989 0.5961 0.1224 0.060 Uiso 1 1 calc R . .
H19B H 0.5347 0.6818 0.2560 0.060 Uiso 1 1 calc R . .
C20 C 0.3391(5) 0.6407(4) 0.2087(6) 0.0788(18) Uani 1 1 d . . .
H20A H 0.3296 0.6922 0.2899 0.095 Uiso 1 1 calc R . .
H20B H 0.3186 0.6880 0.1543 0.095 Uiso 1 1 calc R . .
C21 C 0.1774(5) 0.3524(5) 0.0039(4) 0.0657(14) Uani 1 1 d . . .
H21A H 0.0844 0.3346 0.0100 0.079 Uiso 1 1 calc R . .
H21B H 0.1908 0.3211 -0.0808 0.079 Uiso 1 1 calc R . .
C22 C 0.2086(6) 0.4843(5) 0.0467(5) 0.0788(17) Uani 1 1 d . . .
H22A H 0.2829 0.5038 0.0078 0.095 Uiso 1 1 calc R . .
H22B H 0.1327 0.5231 0.0218 0.095 Uiso 1 1 calc R . .
C23 C 0.1344(5) 0.5373(4) 0.3557(4) 0.0527(12) Uani 1 1 d . . .
H23A H 0.1804 0.6070 0.4187 0.063 Uiso 1 1 calc R . .
H23B H 0.0454 0.5252 0.3760 0.063 Uiso 1 1 calc R . .
C24 C 0.1261(6) 0.5615(6) 0.2398(5) 0.095(2) Uani 1 1 d . . .
H24A H 0.0496 0.5130 0.1878 0.114 Uiso 1 1 calc R . .
H24B H 0.1105 0.6469 0.2537 0.114 Uiso 1 1 calc R . .
C25 C 0.3974(6) 0.0535(5) -0.1521(5) 0.095(2) Uani 1 1 d . . .
H25A H 0.3055 0.0391 -0.1859 0.142 Uiso 1 1 calc R . .
H25B H 0.4238 -0.0148 -0.1271 0.142 Uiso 1 1 calc R . .
H25C H 0.4512 0.0634 -0.2120 0.142 Uiso 1 1 calc R . .
N1 N 0.2420(3) 0.5358(3) 0.1766(3) 0.0364(8) Uani 1 1 d . . .
O1 O 0.4152(3) 0.2731(2) 0.2965(3) 0.0417(7) Uani 1 1 d . . .
O2 O 0.6270(3) 0.3433(2) 0.3682(3) 0.0451(7) Uani 1 1 d . . .
O3 O 0.6388(3) 0.2683(3) 0.0666(3) 0.0736(10) Uani 1 1 d . . .
O4 O 0.8147(3) 0.3537(2) 0.1906(3) 0.0481(7) Uani 1 1 d . . .
O5 O 0.7899(3) 0.6324(2) 0.2609(2) 0.0413(7) Uani 1 1 d . . .
O6 O 0.7848(3) 0.5919(2) 0.4302(2) 0.0373(6) Uani 1 1 d . . .
O7 O 0.5056(2) 0.5096(2) 0.2418(3) 0.0407(7) Uani 1 1 d . . .
O8 O 0.2573(3) 0.2919(3) 0.0710(3) 0.0511(8) Uani 1 1 d D . .
O9 O 0.2034(3) 0.4317(3) 0.3499(2) 0.0485(7) Uani 1 1 d D . .
O10 O 0.4138(4) 0.1561(4) -0.0554(4) 0.130(2) Uani 1 1 d D . .
H03 H 0.4916 0.1840 -0.0435 0.195 Uiso 1 1 calc RD . .
Zn1 Zn 0.68104(4) 0.45890(3) 0.27690(4) 0.03126(13) Uani 1 1 d . . .
Zn2 Zn 0.35004(4) 0.40179(3) 0.23421(4) 0.03017(13) Uani 1 1 d . . .
H01 H 0.314(3) 0.243(3) 0.029(3) 0.045 Uiso 1 1 d D . .
H02 H 0.201(4) 0.419(3) 0.4209(18) 0.045 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.251(4) . ?
C1 O1 1.258(4) . ?
C1 C2 1.506(5) . ?
C2 C6 1.367(5) . ?
C2 C3 1.413(5) . ?
C3 C4 1.356(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.422(5) . ?
C4 H4 0.9300 . ?
C5 C5 1.407(7) 2_656 ?
C5 C6 1.423(5) 2_656 ?
C6 C5 1.423(5) 2_656 ?
C6 H6 0.9300 . ?
C7 O4 1.227(5) . ?
C7 O3 1.239(5) . ?
C7 C8 1.513(5) . ?
C8 C9 1.378(6) . ?
C8 C12 1.409(5) . ?
C9 C10 1.422(5) . ?
C9 H9 0.9300 . ?
C10 C10 1.412(7) 2_755 ?
C10 C11 1.413(6) 2_755 ?
C11 C12 1.363(5) . ?
C11 C10 1.413(6) 2_755 ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 O5 1.242(4) . ?
C13 O6 1.263(4) . ?
C13 C14 1.512(4) . ?
C13 Zn1 2.545(4) . ?
C14 C18 1.352(5) . ?
C14 C15 1.411(5) . ?
C15 C16 1.365(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.411(5) 2_776 ?
C16 H16 0.9300 . ?
C17 C16 1.411(5) 2_776 ?
C17 C17 1.414(7) 2_776 ?
C17 C18 1.423(5) . ?
C18 H18 0.9300 . ?
C19 O7 1.403(4) . ?
C19 C20 1.461(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N1 1.453(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 O8 1.420(5) . ?
C21 C22 1.457(6) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 N1 1.449(6) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O9 1.417(5) . ?
C23 C24 1.461(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 N1 1.445(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 O10 1.353(6) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
N1 Zn2 2.164(3) . ?
O1 Zn2 1.954(2) . ?
O2 Zn1 2.036(2) . ?
O4 Zn1 1.999(3) . ?
O5 Zn1 2.309(3) . ?
O6 Zn1 2.112(3) . ?
O7 Zn1 1.940(3) . ?
O7 Zn2 1.941(3) . ?
O8 Zn2 2.045(3) . ?
O8 H01 0.898(10) . ?
O9 Zn2 2.080(3) . ?
O9 H02 0.893(10) . ?
O10 H03 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 O1 126.7(3) . . ?
O2 C1 C2 116.8(3) . . ?
O1 C1 C2 116.4(3) . . ?
C6 C2 C3 119.7(3) . . ?
C6 C2 C1 119.9(3) . . ?
C3 C2 C1 120.4(3) . . ?
C4 C3 C2 120.9(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.6(3) . . ?
C3 C4 H4 119.7 . . ?
C5 C4 H4 119.7 . . ?
C5 C5 C4 119.1(4) 2_656 . ?
C5 C5 C6 118.9(4) 2_656 2_656 ?
C4 C5 C6 122.0(3) . 2_656 ?
C2 C6 C5 120.8(3) . 2_656 ?
C2 C6 H6 119.6 . . ?
C5 C6 H6 119.6 2_656 . ?
O4 C7 O3 122.9(4) . . ?
O4 C7 C8 118.4(4) . . ?
O3 C7 C8 118.6(4) . . ?
C9 C8 C12 119.0(3) . . ?
C9 C8 C7 120.3(4) . . ?
C12 C8 C7 120.7(4) . . ?
C8 C9 C10 121.5(4) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C10 C10 C11 119.0(4) 2_755 2_755 ?
C10 C10 C9 118.5(5) 2_755 . ?
C11 C10 C9 122.5(4) 2_755 . ?
C12 C11 C10 121.1(4) . 2_755 ?
C12 C11 H11 119.5 . . ?
C10 C11 H11 119.5 2_755 . ?
C11 C12 C8 120.9(4) . . ?
C11 C12 H12 119.6 . . ?
C8 C12 H12 119.6 . . ?
O5 C13 O6 120.5(3) . . ?
O5 C13 C14 119.3(3) . . ?
O6 C13 C14 120.2(3) . . ?
O5 C13 Zn1 64.82(19) . . ?
O6 C13 Zn1 55.80(18) . . ?
C14 C13 Zn1 174.9(2) . . ?
C18 C14 C15 120.4(3) . . ?
C18 C14 C13 119.1(3) . . ?
C15 C14 C13 120.5(3) . . ?
C16 C15 C14 119.9(3) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 121.1(3) . 2_776 ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 2_776 . ?
C16 C17 C17 119.0(4) 2_776 2_776 ?
C16 C17 C18 122.6(3) 2_776 . ?
C17 C17 C18 118.4(4) 2_776 . ?
C14 C18 C17 121.2(3) . . ?
C14 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
O7 C19 C20 113.4(3) . . ?
O7 C19 H19A 108.9 . . ?
C20 C19 H19A 108.9 . . ?
O7 C19 H19B 108.9 . . ?
C20 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
N1 C20 C19 115.2(4) . . ?
N1 C20 H20A 108.5 . . ?
C19 C20 H20A 108.5 . . ?
N1 C20 H20B 108.5 . . ?
C19 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
O8 C21 C22 112.2(4) . . ?
O8 C21 H21A 109.2 . . ?
C22 C21 H21A 109.2 . . ?
O8 C21 H21B 109.2 . . ?
C22 C21 H21B 109.2 . . ?
H21A C21 H21B 107.9 . . ?
N1 C22 C21 114.5(4) . . ?
N1 C22 H22A 108.6 . . ?
C21 C22 H22A 108.6 . . ?
N1 C22 H22B 108.6 . . ?
C21 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
O9 C23 C24 110.5(4) . . ?
O9 C23 H23A 109.6 . . ?
C24 C23 H23A 109.6 . . ?
O9 C23 H23B 109.6 . . ?
C24 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
N1 C24 C23 115.3(4) . . ?
N1 C24 H24A 108.5 . . ?
C23 C24 H24A 108.5 . . ?
N1 C24 H24B 108.5 . . ?
C23 C24 H24B 108.5 . . ?
H24A C24 H24B 107.5 . . ?
O10 C25 H25A 109.5 . . ?
O10 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O10 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 N1 C22 112.8(4) . . ?
C24 N1 C20 112.6(4) . . ?
C22 N1 C20 111.8(4) . . ?
C24 N1 Zn2 109.7(3) . . ?
C22 N1 Zn2 106.2(3) . . ?
C20 N1 Zn2 103.0(2) . . ?
C1 O1 Zn2 128.3(2) . . ?
C1 O2 Zn1 132.5(3) . . ?
C7 O4 Zn1 109.7(3) . . ?
C13 O5 Zn1 86.0(2) . . ?
C13 O6 Zn1 94.5(2) . . ?
C19 O7 Zn1 126.1(2) . . ?
C19 O7 Zn2 114.2(2) . . ?
Zn1 O7 Zn2 119.14(12) . . ?
C21 O8 Zn2 115.1(3) . . ?
C21 O8 H01 115(3) . . ?
Zn2 O8 H01 111(3) . . ?
C23 O9 Zn2 114.8(2) . . ?
C23 O9 H02 107(3) . . ?
Zn2 O9 H02 131(3) . . ?
C25 O10 H03 109.5 . . ?
O7 Zn1 O4 139.09(13) . . ?
O7 Zn1 O2 97.62(11) . . ?
O4 Zn1 O2 95.25(12) . . ?
O7 Zn1 O6 109.64(11) . . ?
O4 Zn1 O6 107.63(12) . . ?
O2 Zn1 O6 95.16(11) . . ?
O7 Zn1 O5 93.70(10) . . ?
O4 Zn1 O5 91.42(11) . . ?
O2 Zn1 O5 153.85(11) . . ?
O6 Zn1 O5 58.76(9) . . ?
O7 Zn1 C13 102.31(11) . . ?
O4 Zn1 C13 101.66(12) . . ?
O2 Zn1 C13 124.82(12) . . ?
O6 Zn1 C13 29.65(10) . . ?
O5 Zn1 C13 29.13(10) . . ?
O7 Zn2 O1 105.77(11) . . ?
O7 Zn2 O8 120.39(12) . . ?
O1 Zn2 O8 97.82(12) . . ?
O7 Zn2 O9 127.62(12) . . ?
O1 Zn2 O9 90.83(11) . . ?
O8 Zn2 O9 105.34(13) . . ?
O7 Zn2 N1 84.27(11) . . ?
O1 Zn2 N1 168.94(11) . . ?
O8 Zn2 N1 80.53(12) . . ?
O9 Zn2 N1 79.16(11) . . ?

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
O2 C1 C2 C6 169.1(3) . . . . ?
O1 C1 C2 C6 -11.6(5) . . . . ?
O2 C1 C2 C3 -10.6(5) . . . . ?
O1 C1 C2 C3 168.7(3) . . . . ?
C6 C2 C3 C4 -1.2(6) . . . . ?
C1 C2 C3 C4 178.5(3) . . . . ?
C2 C3 C4 C5 1.9(6) . . . . ?
C3 C4 C5 C5 -1.0(6) . . . 2_656 ?
C3 C4 C5 C6 178.4(4) . . . 2_656 ?
C3 C2 C6 C5 -0.4(5) . . . 2_656 ?
C1 C2 C6 C5 179.9(3) . . . 2_656 ?
O4 C7 C8 C9 9.6(6) . . . . ?
O3 C7 C8 C9 -169.5(4) . . . . ?
O4 C7 C8 C12 -173.7(4) . . . . ?
O3 C7 C8 C12 7.2(6) . . . . ?
C12 C8 C9 C10 -1.4(6) . . . . ?
C7 C8 C9 C10 175.5(3) . . . . ?
C8 C9 C10 C10 -0.3(7) . . . 2_755 ?
C8 C9 C10 C11 -178.8(4) . . . 2_755 ?
C10 C11 C12 C8 -0.8(7) 2_755 . . . ?
C9 C8 C12 C11 1.9(6) . . . . ?
C7 C8 C12 C11 -174.9(4) . . . . ?
O5 C13 C14 C18 9.1(5) . . . . ?
O6 C13 C14 C18 -170.8(3) . . . . ?
Zn1 C13 C14 C18 -135(3) . . . . ?
O5 C13 C14 C15 -172.4(3) . . . . ?
O6 C13 C14 C15 7.7(5) . . . . ?
Zn1 C13 C14 C15 44(3) . . . . ?
C18 C14 C15 C16 0.5(6) . . . . ?
C13 C14 C15 C16 -178.0(3) . . . . ?
C14 C15 C16 C17 0.5(6) . . . 2_776 ?
C15 C14 C18 C17 -0.6(5) . . . . ?
C13 C14 C18 C17 178.0(3) . . . . ?
C16 C17 C18 C14 -178.9(4) 2_776 . . . ?
C17 C17 C18 C14 -0.5(6) 2_776 . . . ?
O7 C19 C20 N1 -36.1(7) . . . . ?
O8 C21 C22 N1 -36.5(7) . . . . ?
O9 C23 C24 N1 -36.8(7) . . . . ?
C23 C24 N1 C22 142.4(5) . . . . ?
C23 C24 N1 C20 -89.9(6) . . . . ?
C23 C24 N1 Zn2 24.2(6) . . . . ?
C21 C22 N1 C24 -84.5(6) . . . . ?
C21 C22 N1 C20 147.4(5) . . . . ?
C21 C22 N1 Zn2 35.7(6) . . . . ?
C19 C20 N1 C24 148.7(5) . . . . ?
C19 C20 N1 C22 -83.0(6) . . . . ?
C19 C20 N1 Zn2 30.6(5) . . . . ?
O2 C1 O1 Zn2 -13.2(6) . . . . ?
C2 C1 O1 Zn2 167.6(2) . . . . ?
O1 C1 O2 Zn1 -18.0(6) . . . . ?
C2 C1 O2 Zn1 161.3(2) . . . . ?
O3 C7 O4 Zn1 14.0(5) . . . . ?
C8 C7 O4 Zn1 -165.1(3) . . . . ?
O6 C13 O5 Zn1 3.2(3) . . . . ?
C14 C13 O5 Zn1 -176.7(3) . . . . ?
O5 C13 O6 Zn1 -3.5(4) . . . . ?
C14 C13 O6 Zn1 176.4(3) . . . . ?
C20 C19 O7 Zn1 -168.2(3) . . . . ?
C20 C19 O7 Zn2 20.5(5) . . . . ?
C22 C21 O8 Zn2 17.4(5) . . . . ?
C24 C23 O9 Zn2 31.4(5) . . . . ?
C19 O7 Zn1 O4 -88.9(4) . . . . ?
Zn2 O7 Zn1 O4 81.9(2) . . . . ?
C19 O7 Zn1 O2 163.9(3) . . . . ?
Zn2 O7 Zn1 O2 -25.25(18) . . . . ?
C19 O7 Zn1 O6 65.6(3) . . . . ?
Zn2 O7 Zn1 O6 -123.54(15) . . . . ?
C19 O7 Zn1 O5 7.5(3) . . . . ?
Zn2 O7 Zn1 O5 178.38(15) . . . . ?
C19 O7 Zn1 C13 35.7(4) . . . . ?
Zn2 O7 Zn1 C13 -153.48(16) . . . . ?
C7 O4 Zn1 O7 -30.0(3) . . . . ?
C7 O4 Zn1 O2 78.1(3) . . . . ?
C7 O4 Zn1 O6 175.2(3) . . . . ?
C7 O4 Zn1 O5 -127.3(3) . . . . ?
C7 O4 Zn1 C13 -154.8(3) . . . . ?
C1 O2 Zn1 O7 36.1(4) . . . . ?
C1 O2 Zn1 O4 -105.0(3) . . . . ?
C1 O2 Zn1 O6 146.7(3) . . . . ?
C1 O2 Zn1 O5 150.9(3) . . . . ?
C1 O2 Zn1 C13 146.9(3) . . . . ?
C13 O6 Zn1 O7 -80.3(2) . . . . ?
C13 O6 Zn1 O4 82.6(2) . . . . ?
C13 O6 Zn1 O2 179.7(2) . . . . ?
C13 O6 Zn1 O5 1.9(2) . . . . ?
C13 O5 Zn1 O7 108.8(2) . . . . ?
C13 O5 Zn1 O4 -111.8(2) . . . . ?
C13 O5 Zn1 O2 -6.8(4) . . . . ?
C13 O5 Zn1 O6 -1.9(2) . . . . ?
O5 C13 Zn1 O7 -75.2(2) . . . . ?
O6 C13 Zn1 O7 108.2(2) . . . . ?
C14 C13 Zn1 O7 70(3) . . . . ?
O5 C13 Zn1 O4 71.4(2) . . . . ?
O6 C13 Zn1 O4 -105.2(2) . . . . ?
C14 C13 Zn1 O4 -143(3) . . . . ?
O5 C13 Zn1 O2 176.4(2) . . . . ?
O6 C13 Zn1 O2 -0.3(3) . . . . ?
C14 C13 Zn1 O2 -38(3) . . . . ?
O5 C13 Zn1 O6 176.7(3) . . . . ?
C14 C13 Zn1 O6 -38(3) . . . . ?
O6 C13 Zn1 O5 -176.7(3) . . . . ?
C14 C13 Zn1 O5 145(3) . . . . ?
C19 O7 Zn2 O1 -177.7(3) . . . . ?
Zn1 O7 Zn2 O1 10.38(19) . . . . ?
C19 O7 Zn2 O8 73.0(3) . . . . ?
Zn1 O7 Zn2 O8 -98.87(17) . . . . ?
C19 O7 Zn2 O9 -74.0(3) . . . . ?
Zn1 O7 Zn2 O9 114.06(16) . . . . ?
C19 O7 Zn2 N1 -2.5(3) . . . . ?
Zn1 O7 Zn2 N1 -174.36(17) . . . . ?
C1 O1 Zn2 O7 14.9(3) . . . . ?
C1 O1 Zn2 O8 139.6(3) . . . . ?
C1 O1 Zn2 O9 -114.8(3) . . . . ?
C1 O1 Zn2 N1 -139.8(6) . . . . ?
C21 O8 Zn2 O7 -76.0(3) . . . . ?
C21 O8 Zn2 O1 170.5(3) . . . . ?
C21 O8 Zn2 O9 77.5(3) . . . . ?
C21 O8 Zn2 N1 1.6(3) . . . . ?
C23 O9 Zn2 O7 59.3(3) . . . . ?
C23 O9 Zn2 O1 170.1(3) . . . . ?
C23 O9 Zn2 O8 -91.6(3) . . . . ?
C23 O9 Zn2 N1 -14.7(3) . . . . ?
C24 N1 Zn2 O7 -135.3(4) . . . . ?
C22 N1 Zn2 O7 102.5(3) . . . . ?
C20 N1 Zn2 O7 -15.1(3) . . . . ?
C24 N1 Zn2 O1 20.3(8) . . . . ?
C22 N1 Zn2 O1 -101.9(7) . . . . ?
C20 N1 Zn2 O1 140.4(6) . . . . ?
C24 N1 Zn2 O8 102.6(4) . . . . ?
C22 N1 Zn2 O8 -19.6(3) . . . . ?
C20 N1 Zn2 O8 -137.3(3) . . . . ?
C24 N1 Zn2 O9 -5.2(4) . . . . ?
C22 N1 Zn2 O9 -127.4(3) . . . . ?
C20 N1 Zn2 O9 114.9(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
O8 H01 O10 0.898(10) 1.639(11) 2.535(5) 177(4) .
O9 H02 O6 0.893(10) 1.773(12) 2.660(4) 172(4) 2_666
O10 H03 O3 0.82 1.88 2.618(6) 148.8 .

_diffrn_measured_fraction_theta_max 0.910
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.941
_refine_diff_density_max         0.897
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.080
_exptl_crystal_recrystallization_method Solvothermal
####################################################################### 
# 
# 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_compound2
_database_code_depnum_ccdc_archive 'CCDC 1045241'
_audit_update_record             
;
2015-02-04 deposited with the CCDC.
2015-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C25 H27 Co2 N O10'
_chemical_formula_sum            'C25 H27 Co2 N O10'
_chemical_formula_weight         619.34

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           Triclinic
_symmetry_space_group_name_H-M   p-1
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.1815(11)
_cell_length_b                   11.5501(12)
_cell_length_c                   11.6759(12)
_cell_angle_alpha                108.4540(10)
_cell_angle_beta                 96.560(2)
_cell_angle_gamma                92.829(2)
_cell_volume                     1288.6(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.9
_cell_measurement_theta_max      26.1

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             636
_exptl_absorpt_coefficient_mu    1.346
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7384
_exptl_absorpt_correction_T_max  0.8135
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(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 SMART APEX CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            7237
_diffrn_reflns_av_R_equivalents  0.0137
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.86
_diffrn_reflns_theta_max         26.08
_reflns_number_total             5045
_reflns_number_gt                4224
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97(Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97

_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)+(0.0556P)²+1.4422P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5045
_refine_ls_number_parameters     349
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.1105
_refine_ls_wR_factor_gt          0.1043
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1381(4) 0.5409(4) 0.8603(3) 0.0502(9) Uani 1 1 d . . .
H1A H 0.1844 0.6116 0.9241 0.060 Uiso 1 1 calc R . .
H1B H 0.0500 0.5276 0.8803 0.060 Uiso 1 1 calc R . .
C2 C 0.1280(6) 0.5639(6) 0.7428(5) 0.093(2) Uani 1 1 d . . .
H2A H 0.0524 0.5130 0.6894 0.111 Uiso 1 1 calc R . .
H2B H 0.1110 0.6487 0.7563 0.111 Uiso 1 1 calc R . .
C3 C 0.1771(5) 0.3577(4) 0.5042(3) 0.0604(11) Uani 1 1 d . . .
H3A H 0.0842 0.3413 0.5104 0.072 Uiso 1 1 calc R . .
H3B H 0.1889 0.3253 0.4189 0.072 Uiso 1 1 calc R . .
C4 C 0.2127(6) 0.4912(5) 0.5489(4) 0.0775(14) Uani 1 1 d . . .
H4A H 0.2884 0.5096 0.5120 0.093 Uiso 1 1 calc R . .
H4B H 0.1390 0.5317 0.5235 0.093 Uiso 1 1 calc R . .
C5 C 0.3423(4) 0.6468(4) 0.7186(6) 0.0772(15) Uani 1 1 d . . .
H5A H 0.3336 0.6964 0.8012 0.093 Uiso 1 1 calc R . .
H5B H 0.3216 0.6957 0.6661 0.093 Uiso 1 1 calc R . .
C6 C 0.4802(4) 0.6173(3) 0.7138(4) 0.0531(10) Uani 1 1 d . . .
H6A H 0.5009 0.6046 0.6318 0.064 Uiso 1 1 calc R . .
H6B H 0.5383 0.6865 0.7685 0.064 Uiso 1 1 calc R . .
C7 C 0.8161(3) 0.6606(3) 0.8703(3) 0.0283(6) Uani 1 1 d . . .
C8 C 0.8910(3) 0.7840(3) 0.9377(3) 0.0296(6) Uani 1 1 d . . .
C9 C 0.9122(3) 0.8641(3) 0.8760(3) 0.0324(7) Uani 1 1 d . . .
H9 H 0.8833 0.8404 0.7927 0.039 Uiso 1 1 calc R . .
C10 C 0.9777(3) 0.9833(3) 0.9364(3) 0.0287(6) Uani 1 1 d . . .
C11 C 0.9374(3) 0.8181(3) 1.0639(3) 0.0373(7) Uani 1 1 d . . .
H11 H 0.9243 0.7630 1.1056 0.045 Uiso 1 1 calc R . .
C12 C 1.0014(3) 0.9316(3) 1.1247(3) 0.0378(7) Uani 1 1 d . . .
H12 H 1.0314 0.9528 1.2076 0.045 Uiso 1 1 calc R . .
C13 C 0.7707(4) 0.2749(3) 0.6172(3) 0.0432(8) Uani 1 1 d . . .
C14 C 0.8427(3) 0.1658(3) 0.5549(3) 0.0379(7) Uani 1 1 d . . .
C15 C 0.7777(4) 0.0719(3) 0.4511(3) 0.0472(9) Uani 1 1 d . . .
H15 H 0.6928 0.0806 0.4178 0.057 Uiso 1 1 calc R . .
C16 C 0.9679(4) 0.1532(3) 0.6025(3) 0.0378(7) Uani 1 1 d . . .
H16 H 1.0111 0.2156 0.6701 0.045 Uiso 1 1 calc R . .
C17 C 1.0336(3) 0.0473(3) 0.5514(3) 0.0341(7) Uani 1 1 d . . .
C18 C 1.1620(4) 0.0314(3) 0.6012(3) 0.0449(8) Uani 1 1 d . . .
H18 H 1.2059 0.0917 0.6701 0.054 Uiso 1 1 calc R . .
C19 C 0.5287(3) 0.2667(3) 0.8508(3) 0.0303(6) Uani 1 1 d . . .
C20 C 0.5399(3) 0.1680(3) 0.9097(3) 0.0280(6) Uani 1 1 d . . .
C21 C 0.6659(3) 0.1426(3) 0.9548(3) 0.0344(7) Uani 1 1 d . . .
H21 H 0.7419 0.1849 0.9456 0.041 Uiso 1 1 calc R . .
C22 C 0.4284(3) 0.1035(3) 0.9198(3) 0.0308(6) Uani 1 1 d . . .
H22 H 0.3456 0.1199 0.8891 0.037 Uiso 1 1 calc R . .
C23 C 0.4370(3) 0.0121(3) 0.9765(3) 0.0278(6) Uani 1 1 d . . .
C24 C 0.3231(3) -0.0565(3) 0.9884(3) 0.0352(7) Uani 1 1 d . . .
H24 H 0.2396 -0.0426 0.9569 0.042 Uiso 1 1 calc R . .
C25 C 0.4042(6) 0.0643(5) 0.3534(5) 0.0912(18) Uani 1 1 d . . .
H25A H 0.4801 0.0607 0.3110 0.137 Uiso 1 1 calc R . .
H25B H 0.3258 0.0664 0.3003 0.137 Uiso 1 1 calc R . .
H25C H 0.3954 -0.0068 0.3788 0.137 Uiso 1 1 calc R . .
N1 N 0.2453(3) 0.5399(2) 0.6817(2) 0.0356(6) Uani 1 1 d . . .
O1 O 0.2562(3) 0.2975(2) 0.5720(2) 0.0482(6) Uani 1 1 d D . .
O2 O 0.2084(3) 0.4359(2) 0.8529(2) 0.0478(6) Uani 1 1 d D . .
O3 O 0.5055(2) 0.51160(19) 0.7463(2) 0.0388(5) Uani 1 1 d . . .
O4 O 0.4173(2) 0.2722(2) 0.7958(2) 0.0414(5) Uani 1 1 d . . .
O5 O 0.6316(2) 0.3356(2) 0.8620(2) 0.0429(6) Uani 1 1 d . . .
O6 O 0.6515(3) 0.2785(3) 0.5840(3) 0.0588(7) Uani 1 1 d . . .
O7 O 0.8344(3) 0.3597(2) 0.7042(3) 0.0525(7) Uani 1 1 d . . .
O8 O 0.7881(2) 0.62664(19) 0.75809(19) 0.0374(5) Uani 1 1 d . . .
O9 O 0.7816(2) 0.59251(19) 0.93047(19) 0.0366(5) Uani 1 1 d . . .
O10 O 0.4203(4) 0.1667(4) 0.4527(4) 0.1241(19) Uani 1 1 d D . .
H03 H 0.4985 0.1939 0.4682 0.186 Uiso 1 1 calc RD . .
Co1 Co 0.68125(4) 0.45546(3) 0.77578(4) 0.02884(13) Uani 1 1 d . . .
Co2 Co 0.34865(4) 0.40454(3) 0.73821(4) 0.02827(12) Uani 1 1 d . . .
H01 H 0.323(3) 0.261(3) 0.535(3) 0.042 Uiso 1 1 d D . .
H02 H 0.210(4) 0.423(3) 0.9244(18) 0.042 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.423(4) . ?
C1 C2 1.470(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N1 1.455(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 O1 1.421(5) . ?
C3 C4 1.474(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 N1 1.464(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 N1 1.459(5) . ?
C5 C6 1.464(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 O3 1.416(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 O8 1.236(4) . ?
C7 O9 1.271(3) . ?
C7 C8 1.509(4) . ?
C8 C9 1.364(4) . ?
C8 C11 1.416(4) . ?
C9 C10 1.422(4) . ?
C9 H9 0.9300 . ?
C10 C12 1.408(4) 2_777 ?
C10 C10 1.423(6) 2_777 ?
C11 C12 1.366(4) . ?
C11 H11 0.9300 . ?
C12 C10 1.408(4) 2_777 ?
C12 H12 0.9300 . ?
C13 O6 1.238(5) . ?
C13 O7 1.252(4) . ?
C13 C14 1.512(4) . ?
C14 C16 1.364(5) . ?
C14 C15 1.413(5) . ?
C15 C18 1.368(5) 2_756 ?
C15 H15 0.9300 . ?
C16 C17 1.418(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.413(5) . ?
C17 C17 1.418(6) 2_756 ?
C18 C15 1.368(5) 2_756 ?
C18 H18 0.9300 . ?
C19 O5 1.252(4) . ?
C19 O4 1.253(4) . ?
C19 C20 1.508(4) . ?
C20 C22 1.365(4) . ?
C20 C21 1.410(4) . ?
C21 C24 1.360(4) 2_657 ?
C21 H21 0.9300 . ?
C22 C23 1.413(4) . ?
C22 H22 0.9300 . ?
C23 C23 1.414(6) 2_657 ?
C23 C24 1.417(4) . ?
C24 C21 1.360(4) 2_657 ?
C24 H24 0.9300 . ?
C25 O10 1.356(6) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
N1 Co2 2.155(3) . ?
O1 Co2 2.032(2) . ?
O1 H01 0.892(10) . ?
O2 Co2 2.035(2) . ?
O2 H02 0.893(10) . ?
O3 Co2 1.945(2) . ?
O3 Co1 1.964(2) . ?
O4 Co2 1.981(2) . ?
O5 Co1 2.029(2) . ?
O7 Co1 2.058(2) . ?
O8 Co1 2.287(2) . ?
O9 Co1 2.102(2) . ?
O10 H03 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 C1 C2 109.6(3) . . ?
O2 C1 H1A 109.8 . . ?
C2 C1 H1A 109.8 . . ?
O2 C1 H1B 109.8 . . ?
C2 C1 H1B 109.8 . . ?
H1A C1 H1B 108.2 . . ?
N1 C2 C1 114.4(4) . . ?
N1 C2 H2A 108.7 . . ?
C1 C2 H2A 108.7 . . ?
N1 C2 H2B 108.7 . . ?
C1 C2 H2B 108.7 . . ?
H2A C2 H2B 107.6 . . ?
O1 C3 C4 111.5(3) . . ?
O1 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
O1 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
N1 C4 C3 112.6(3) . . ?
N1 C4 H4A 109.1 . . ?
C3 C4 H4A 109.1 . . ?
N1 C4 H4B 109.1 . . ?
C3 C4 H4B 109.1 . . ?
H4A C4 H4B 107.8 . . ?
N1 C5 C6 114.3(4) . . ?
N1 C5 H5A 108.7 . . ?
C6 C5 H5A 108.7 . . ?
N1 C5 H5B 108.7 . . ?
C6 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
O3 C6 C5 112.9(3) . . ?
O3 C6 H6A 109.0 . . ?
C5 C6 H6A 109.0 . . ?
O3 C6 H6B 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
O8 C7 O9 120.5(3) . . ?
O8 C7 C8 120.4(3) . . ?
O9 C7 C8 119.1(3) . . ?
C9 C8 C11 119.8(3) . . ?
C9 C8 C7 119.2(3) . . ?
C11 C8 C7 121.0(3) . . ?
C8 C9 C10 121.3(3) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 H9 119.3 . . ?
C12 C10 C9 122.4(3) 2_777 . ?
C12 C10 C10 119.4(3) 2_777 2_777 ?
C9 C10 C10 118.2(3) . 2_777 ?
C12 C11 C8 120.4(3) . . ?
C12 C11 H11 119.8 . . ?
C8 C11 H11 119.8 . . ?
C11 C12 C10 120.8(3) . 2_777 ?
C11 C12 H12 119.6 . . ?
C10 C12 H12 119.6 2_777 . ?
O6 C13 O7 121.3(3) . . ?
O6 C13 C14 120.5(3) . . ?
O7 C13 C14 118.1(3) . . ?
C16 C14 C15 119.3(3) . . ?
C16 C14 C13 120.5(3) . . ?
C15 C14 C13 120.1(3) . . ?
C18 C15 C14 120.9(3) 2_756 . ?
C18 C15 H15 119.5 2_756 . ?
C14 C15 H15 119.5 . . ?
C14 C16 C17 121.6(3) . . ?
C14 C16 H16 119.2 . . ?
C17 C16 H16 119.2 . . ?
C18 C17 C16 122.4(3) . . ?
C18 C17 C17 119.0(4) . 2_756 ?
C16 C17 C17 118.6(4) . 2_756 ?
C15 C18 C17 120.6(3) 2_756 . ?
C15 C18 H18 119.7 2_756 . ?
C17 C18 H18 119.7 . . ?
O5 C19 O4 126.2(3) . . ?
O5 C19 C20 116.9(3) . . ?
O4 C19 C20 116.9(3) . . ?
C22 C20 C21 119.8(3) . . ?
C22 C20 C19 120.2(3) . . ?
C21 C20 C19 120.0(3) . . ?
C24 C21 C20 120.5(3) 2_657 . ?
C24 C21 H21 119.8 2_657 . ?
C20 C21 H21 119.8 . . ?
C20 C22 C23 120.9(3) . . ?
C20 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C23 119.3(3) . 2_657 ?
C22 C23 C24 122.3(3) . . ?
C23 C23 C24 118.4(3) 2_657 . ?
C21 C24 C23 121.1(3) 2_657 . ?
C21 C24 H24 119.5 2_657 . ?
C23 C24 H24 119.5 . . ?
O10 C25 H25A 109.5 . . ?
O10 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O10 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C2 N1 C5 112.4(4) . . ?
C2 N1 C4 112.6(4) . . ?
C5 N1 C4 111.1(4) . . ?
C2 N1 Co2 109.1(2) . . ?
C5 N1 Co2 104.1(2) . . ?
C4 N1 Co2 107.1(2) . . ?
C3 O1 Co2 116.1(2) . . ?
C3 O1 H01 115(2) . . ?
Co2 O1 H01 103(2) . . ?
C1 O2 Co2 116.1(2) . . ?
C1 O2 H02 108(2) . . ?
Co2 O2 H02 128(2) . . ?
C6 O3 Co2 115.0(2) . . ?
C6 O3 Co1 125.7(2) . . ?
Co2 O3 Co1 118.67(10) . . ?
C19 O4 Co2 130.0(2) . . ?
C19 O5 Co1 132.5(2) . . ?
C13 O7 Co1 100.4(2) . . ?
C7 O8 Co1 86.29(17) . . ?
C7 O9 Co1 93.85(17) . . ?
C25 O10 H03 109.5 . . ?
O3 Co1 O5 98.92(10) . . ?
O3 Co1 O7 147.95(11) . . ?
O5 Co1 O7 93.57(11) . . ?
O3 Co1 O9 105.52(10) . . ?
O5 Co1 O9 96.83(9) . . ?
O7 Co1 O9 102.11(10) . . ?
O3 Co1 O8 92.49(9) . . ?
O5 Co1 O8 155.70(9) . . ?
O7 Co1 O8 87.81(9) . . ?
O9 Co1 O8 59.29(8) . . ?
O3 Co2 O4 104.71(9) . . ?
O3 Co2 O1 118.70(11) . . ?
O4 Co2 O1 97.87(10) . . ?
O3 Co2 O2 127.50(11) . . ?
O4 Co2 O2 92.81(10) . . ?
O1 Co2 O2 106.86(11) . . ?
O3 Co2 N1 83.49(10) . . ?
O4 Co2 N1 171.34(10) . . ?
O1 Co2 N1 80.21(11) . . ?
O2 Co2 N1 79.78(10) . . ?

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
O2 C1 C2 N1 -37.5(7) . . . . ?
O1 C3 C4 N1 -37.8(6) . . . . ?
N1 C5 C6 O3 -35.5(6) . . . . ?
O8 C7 C8 C9 8.6(4) . . . . ?
O9 C7 C8 C9 -171.1(3) . . . . ?
O8 C7 C8 C11 -172.4(3) . . . . ?
O9 C7 C8 C11 7.9(4) . . . . ?
C11 C8 C9 C10 -1.5(5) . . . . ?
C7 C8 C9 C10 177.5(3) . . . . ?
C8 C9 C10 C12 -178.8(3) . . . 2_777 ?
C8 C9 C10 C10 0.7(5) . . . 2_777 ?
C9 C8 C11 C12 1.1(5) . . . . ?
C7 C8 C11 C12 -177.9(3) . . . . ?
C8 C11 C12 C10 0.1(5) . . . 2_777 ?
O6 C13 C14 C16 -170.3(3) . . . . ?
O7 C13 C14 C16 8.4(5) . . . . ?
O6 C13 C14 C15 5.8(5) . . . . ?
O7 C13 C14 C15 -175.6(3) . . . . ?
C16 C14 C15 C18 0.7(5) . . . 2_756 ?
C13 C14 C15 C18 -175.4(3) . . . 2_756 ?
C15 C14 C16 C17 -1.0(5) . . . . ?
C13 C14 C16 C17 175.1(3) . . . . ?
C14 C16 C17 C18 -178.5(3) . . . . ?
C14 C16 C17 C17 -0.1(5) . . . 2_756 ?
C16 C17 C18 C15 -179.7(3) . . . 2_756 ?
C17 C17 C18 C15 1.9(6) 2_756 . . 2_756 ?
O5 C19 C20 C22 168.6(3) . . . . ?
O4 C19 C20 C22 -11.0(4) . . . . ?
O5 C19 C20 C21 -11.1(4) . . . . ?
O4 C19 C20 C21 169.2(3) . . . . ?
C22 C20 C21 C24 -1.9(5) . . . 2_657 ?
C19 C20 C21 C24 177.9(3) . . . 2_657 ?
C21 C20 C22 C23 0.8(5) . . . . ?
C19 C20 C22 C23 -179.0(3) . . . . ?
C20 C22 C23 C23 0.2(5) . . . 2_657 ?
C20 C22 C23 C24 -180.0(3) . . . . ?
C22 C23 C24 C21 -178.9(3) . . . 2_657 ?
C23 C23 C24 C21 0.9(5) 2_657 . . 2_657 ?
C1 C2 N1 C5 -88.4(5) . . . . ?
C1 C2 N1 C4 145.3(5) . . . . ?
C1 C2 N1 Co2 26.5(6) . . . . ?
C6 C5 N1 C2 150.2(4) . . . . ?
C6 C5 N1 C4 -82.7(5) . . . . ?
C6 C5 N1 Co2 32.3(5) . . . . ?
C3 C4 N1 C2 -83.2(5) . . . . ?
C3 C4 N1 C5 149.8(4) . . . . ?
C3 C4 N1 Co2 36.7(5) . . . . ?
C4 C3 O1 Co2 19.3(5) . . . . ?
C2 C1 O2 Co2 30.7(5) . . . . ?
C5 C6 O3 Co2 18.7(5) . . . . ?
C5 C6 O3 Co1 -170.1(3) . . . . ?
O5 C19 O4 Co2 -14.5(5) . . . . ?
C20 C19 O4 Co2 165.2(2) . . . . ?
O4 C19 O5 Co1 -14.7(5) . . . . ?
C20 C19 O5 Co1 165.6(2) . . . . ?
O6 C13 O7 Co1 11.9(4) . . . . ?
C14 C13 O7 Co1 -166.7(2) . . . . ?
O9 C7 O8 Co1 2.3(3) . . . . ?
C8 C7 O8 Co1 -177.3(3) . . . . ?
O8 C7 O9 Co1 -2.5(3) . . . . ?
C8 C7 O9 Co1 177.1(2) . . . . ?
C6 O3 Co1 O5 164.4(3) . . . . ?
Co2 O3 Co1 O5 -24.68(15) . . . . ?
C6 O3 Co1 O7 -83.9(3) . . . . ?
Co2 O3 Co1 O7 87.0(2) . . . . ?
C6 O3 Co1 O9 64.7(3) . . . . ?
Co2 O3 Co1 O9 -124.38(13) . . . . ?
C6 O3 Co1 O8 5.9(3) . . . . ?
Co2 O3 Co1 O8 176.84(13) . . . . ?
C19 O5 Co1 O3 33.3(3) . . . . ?
C19 O5 Co1 O7 -117.1(3) . . . . ?
C19 O5 Co1 O9 140.2(3) . . . . ?
C19 O5 Co1 O8 150.3(3) . . . . ?
C13 O7 Co1 O3 -34.8(3) . . . . ?
C13 O7 Co1 O5 78.3(2) . . . . ?
C13 O7 Co1 O9 176.1(2) . . . . ?
C13 O7 Co1 O8 -125.9(2) . . . . ?
C7 O9 Co1 O3 -82.17(19) . . . . ?
C7 O9 Co1 O5 176.56(18) . . . . ?
C7 O9 Co1 O7 81.41(19) . . . . ?
C7 O9 Co1 O8 1.37(17) . . . . ?
C7 O8 Co1 O3 105.19(19) . . . . ?
C7 O8 Co1 O5 -13.1(3) . . . . ?
C7 O8 Co1 O7 -106.88(19) . . . . ?
C7 O8 Co1 O9 -1.41(17) . . . . ?
C6 O3 Co2 O4 -177.5(3) . . . . ?
Co1 O3 Co2 O4 10.64(16) . . . . ?
C6 O3 Co2 O1 74.8(3) . . . . ?
Co1 O3 Co2 O1 -97.13(15) . . . . ?
C6 O3 Co2 O2 -72.1(3) . . . . ?
Co1 O3 Co2 O2 116.03(14) . . . . ?
C6 O3 Co2 N1 -0.3(3) . . . . ?
Co1 O3 Co2 N1 -172.20(15) . . . . ?
C19 O4 Co2 O3 14.4(3) . . . . ?
C19 O4 Co2 O1 136.9(3) . . . . ?
C19 O4 Co2 O2 -115.6(3) . . . . ?
C19 O4 Co2 N1 -146.5(6) . . . . ?
C3 O1 Co2 O3 -76.2(3) . . . . ?
C3 O1 Co2 O4 172.2(3) . . . . ?
C3 O1 Co2 O2 76.8(3) . . . . ?
C3 O1 Co2 N1 0.7(3) . . . . ?
C1 O2 Co2 O3 60.3(3) . . . . ?
C1 O2 Co2 O4 171.3(3) . . . . ?
C1 O2 Co2 O1 -89.6(3) . . . . ?
C1 O2 Co2 N1 -13.2(3) . . . . ?
C2 N1 Co2 O3 -137.4(4) . . . . ?
C5 N1 Co2 O3 -17.2(3) . . . . ?
C4 N1 Co2 O3 100.5(3) . . . . ?
C2 N1 Co2 O4 24.0(9) . . . . ?
C5 N1 Co2 O4 144.2(7) . . . . ?
C4 N1 Co2 O4 -98.1(7) . . . . ?
C2 N1 Co2 O1 101.9(4) . . . . ?
C5 N1 Co2 O1 -137.9(3) . . . . ?
C4 N1 Co2 O1 -20.2(3) . . . . ?
C2 N1 Co2 O2 -7.4(3) . . . . ?
C5 N1 Co2 O2 112.8(3) . . . . ?
C4 N1 Co2 O2 -129.5(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
O1 H01 O10 0.892(10) 1.666(14) 2.542(4) 167(4) .
O10 H03 O6 0.82 1.93 2.680(5) 150.8 .
O2 H02 O9 0.893(10) 1.751(11) 2.643(3) 176(4) 2_667

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         1.182
_refine_diff_density_min         -0.573
_refine_diff_density_rms         0.072
_exptl_crystal_recrystallization_method Solvothermal
####################################################################### 
# 
# 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_compound3
_database_code_depnum_ccdc_archive 'CCDC 1045242'
_audit_update_record             
;
2015-02-04 deposited with the CCDC.
2015-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C23 H23 N O9 Zn2'
_chemical_formula_sum            'C23 H23 N O9 Zn2'
_chemical_formula_weight         588.16

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           Triclinic
_symmetry_space_group_name_H-M   p-1
_symmetry_space_group_name_Hall  '-P 1'

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

_cell_length_a                   10.7060(5)
_cell_length_b                   11.2340(5)
_cell_length_c                   11.4670(6)
_cell_angle_alpha                93.6080(10)
_cell_angle_beta                 111.5970(10)
_cell_angle_gamma                107.9950(10)
_cell_volume                     1195.02(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      26.1

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.635
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             600
_exptl_absorpt_coefficient_mu    2.060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6834
_exptl_absorpt_correction_T_max  0.8205
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(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 SMART APEX CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6696
_diffrn_reflns_av_R_equivalents  0.0159
_diffrn_reflns_av_sigmaI/netI    0.0330
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         26.06
_reflns_number_total             4662
_reflns_number_gt                3942
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97(Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97

_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)+(0.0383P)²+0.4667P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4662
_refine_ls_number_parameters     319
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_ref         0.0766
_refine_ls_wR_factor_gt          0.0725
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2159(3) 0.2886(2) 0.1838(2) 0.0218(5) Uani 1 1 d . . .
C2 C 0.1466(3) 0.3693(2) -0.0230(2) 0.0220(5) Uani 1 1 d . . .
H2 H 0.1944 0.3252 -0.0506 0.026 Uiso 1 1 calc R . .
C3 C 0.1464(3) 0.3674(2) 0.1006(2) 0.0200(5) Uani 1 1 d . . .
C4 C 0.0772(3) 0.4331(2) 0.1422(2) 0.0204(5) Uani 1 1 d . . .
H4 H 0.0809 0.4338 0.2246 0.024 Uiso 1 1 calc R . .
C5 C 0.0002(3) 0.4998(2) 0.0619(2) 0.0170(5) Uani 1 1 d . . .
C6 C -0.0766(3) 0.5643(2) 0.1012(2) 0.0215(5) Uani 1 1 d . . .
H6 H -0.0794 0.5613 0.1811 0.026 Uiso 1 1 calc R . .
C7 C 0.5962(3) 0.2564(2) 0.3792(2) 0.0192(5) Uani 1 1 d . . .
C8 C 0.7530(3) 0.3312(2) 0.4178(2) 0.0195(5) Uani 1 1 d . . .
C9 C 0.8385(3) 0.2751(2) 0.3834(2) 0.0230(6) Uani 1 1 d . . .
H9 H 0.7976 0.1916 0.3373 0.028 Uiso 1 1 calc R . .
C10 C 0.9807(3) 0.3423(2) 0.4171(2) 0.0237(6) Uani 1 1 d . . .
H10 H 1.0371 0.3033 0.3967 0.028 Uiso 1 1 calc R . .
C11 C 1.0431(3) 0.4714(2) 0.4832(2) 0.0204(5) Uani 1 1 d . . .
C12 C 0.8103(3) 0.4546(2) 0.4838(2) 0.0201(5) Uani 1 1 d . . .
H12 H 0.7530 0.4901 0.5071 0.024 Uiso 1 1 calc R . .
C13 C 0.3934(3) 0.2664(3) 0.6740(2) 0.0243(6) Uani 1 1 d . . .
C14 C 0.4307(3) 0.3368(3) 0.8041(2) 0.0240(6) Uani 1 1 d . . .
C15 C 0.4410(3) 0.4615(3) 0.8234(2) 0.0243(6) Uani 1 1 d . . .
H15 H 0.4194 0.5012 0.7536 0.029 Uiso 1 1 calc R . .
C16 C 0.4613(3) 0.2760(3) 0.9097(2) 0.0258(6) Uani 1 1 d . . .
H16 H 0.4530 0.1908 0.8966 0.031 Uiso 1 1 calc R . .
C17 C 0.5024(3) 0.3395(3) 1.0299(3) 0.0269(6) Uani 1 1 d . . .
H17 H 0.5217 0.2974 1.0980 0.032 Uiso 1 1 calc R . .
C18 C 0.5164(3) 0.4688(3) 1.0528(2) 0.0225(6) Uani 1 1 d . . .
C19 C 0.2765(3) -0.0501(3) 0.3920(3) 0.0275(6) Uani 1 1 d . . .
H19A H 0.2204 -0.0772 0.4417 0.033 Uiso 1 1 calc R . .
H19B H 0.3776 -0.0213 0.4492 0.033 Uiso 1 1 calc R . .
C20 C 0.2413(3) -0.1605(2) 0.2890(3) 0.0290(6) Uani 1 1 d . . .
H20A H 0.2726 -0.2262 0.3278 0.035 Uiso 1 1 calc R . .
H20B H 0.1381 -0.1970 0.2393 0.035 Uiso 1 1 calc R . .
C21 C 0.2412(3) -0.1935(3) 0.0729(3) 0.0300(6) Uani 1 1 d . . .
H21A H 0.1378 -0.2209 0.0458 0.036 Uiso 1 1 calc R . .
H21B H 0.2669 -0.2690 0.0718 0.036 Uiso 1 1 calc R . .
C22 C 0.2852(3) -0.1157(3) -0.0186(3) 0.0336(7) Uani 1 1 d . . .
H22A H 0.3839 -0.1041 -0.0034 0.040 Uiso 1 1 calc R . .
H22B H 0.2240 -0.1605 -0.1063 0.040 Uiso 1 1 calc R . .
C23 C 0.0900(4) 0.0395(4) -0.3091(4) 0.0578(10) Uani 1 1 d . . .
H23A H 0.0235 -0.0169 -0.3894 0.087 Uiso 1 1 calc R . .
H23B H 0.1849 0.0395 -0.2912 0.087 Uiso 1 1 calc R . .
H23C H 0.0896 0.1244 -0.3135 0.087 Uiso 1 1 calc R . .
N1 N 0.3146(2) -0.1154(2) 0.2039(2) 0.0225(5) Uani 1 1 d . . .
H1 H 0.4059 -0.1154 0.2395 0.027 Uiso 1 1 calc R . .
O1 O 0.2457(2) 0.20641(18) 0.13130(17) 0.0280(4) Uani 1 1 d . . .
O2 O 0.2363(2) 0.30933(18) 0.29953(17) 0.0286(4) Uani 1 1 d . . .
O3 O 0.53488(18) 0.16653(16) 0.28246(17) 0.0227(4) Uani 1 1 d . . .
O4 O 0.53733(18) 0.28930(18) 0.44537(18) 0.0278(4) Uani 1 1 d . . .
O5 O 0.3334(2) 0.31284(19) 0.57934(17) 0.0290(4) Uani 1 1 d . . .
O6 O 0.4213(2) 0.16851(18) 0.66054(18) 0.0312(5) Uani 1 1 d . . .
O7 O 0.24450(18) 0.05209(16) 0.33406(16) 0.0211(4) Uani 1 1 d . . .
O8 O 0.2717(2) 0.00580(19) 0.00095(18) 0.0318(5) Uani 1 1 d D . .
O9 O 0.0491(2) -0.0021(2) -0.2116(2) 0.0487(6) Uani 1 1 d . . .
H02 H -0.0374 -0.0181 -0.2344 0.073 Uiso 1 1 calc R . .
Zn1 Zn 0.33764(3) 0.22705(3) 0.43089(3) 0.01916(9) Uani 1 1 d . . .
Zn2 Zn 0.32389(3) 0.07234(3) 0.19550(3) 0.01841(9) Uani 1 1 d . . .
H01 H 0.197(2) 0.010(3) -0.059(2) 0.028 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.253(3) . ?
C1 O2 1.257(3) . ?
C1 C3 1.495(3) . ?
C2 C6 1.363(3) 2_565 ?
C2 C3 1.419(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(4) . ?
C4 C5 1.414(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.415(3) . ?
C5 C5 1.419(5) 2_565 ?
C6 C2 1.363(3) 2_565 ?
C6 H6 0.9300 . ?
C7 O4 1.253(3) . ?
C7 O3 1.263(3) . ?
C7 C8 1.502(3) . ?
C8 C12 1.368(4) . ?
C8 C9 1.408(4) . ?
C9 C10 1.362(4) . ?
C9 H9 0.9300 . ?
C10 C11 1.419(4) . ?
C10 H10 0.9300 . ?
C11 C11 1.418(5) 2_766 ?
C11 C12 1.420(3) 2_766 ?
C12 C11 1.420(3) 2_766 ?
C12 H12 0.9300 . ?
C13 O6 1.241(3) . ?
C13 O5 1.276(3) . ?
C13 C14 1.493(4) . ?
C14 C15 1.368(4) . ?
C14 C16 1.411(4) . ?
C15 C18 1.414(4) 2_667 ?
C15 H15 0.9300 . ?
C16 C17 1.356(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.411(4) . ?
C17 H17 0.9300 . ?
C18 C15 1.414(4) 2_667 ?
C18 C18 1.423(5) 2_667 ?
C19 O7 1.431(3) . ?
C19 C20 1.507(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 N1 1.485(3) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 N1 1.477(3) . ?
C21 C22 1.520(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 O8 1.428(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 O9 1.400(4) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
N1 Zn2 2.090(2) . ?
N1 H1 0.9100 . ?
O1 Zn2 1.9940(18) . ?
O2 Zn1 1.9726(18) . ?
O3 Zn2 1.9872(17) . ?
O4 Zn1 1.9716(17) . ?
O5 Zn1 1.9253(18) . ?
O7 Zn1 1.9467(17) . ?
O7 Zn2 2.0540(17) . ?
O8 Zn2 2.1124(19) . ?
O8 H01 0.857(17) . ?
O9 H02 0.8200 . ?
Zn1 Zn2 3.0475(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 O2 126.0(2) . . ?
O1 C1 C3 117.1(2) . . ?
O2 C1 C3 116.9(2) . . ?
C6 C2 C3 120.1(2) 2_565 . ?
C6 C2 H2 120.0 2_565 . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 C1 119.5(2) . . ?
C2 C3 C1 120.2(2) . . ?
C3 C4 C5 121.0(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 122.0(2) . . ?
C4 C5 C5 118.3(3) . 2_565 ?
C6 C5 C5 119.7(3) . 2_565 ?
C2 C6 C5 120.6(2) 2_565 . ?
C2 C6 H6 119.7 2_565 . ?
C5 C6 H6 119.7 . . ?
O4 C7 O3 125.7(2) . . ?
O4 C7 C8 117.1(2) . . ?
O3 C7 C8 117.2(2) . . ?
C12 C8 C9 120.8(2) . . ?
C12 C8 C7 119.2(2) . . ?
C9 C8 C7 119.9(2) . . ?
C10 C9 C8 120.5(2) . . ?
C10 C9 H9 119.8 . . ?
C8 C9 H9 119.8 . . ?
C9 C10 C11 120.3(2) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C11 C11 C10 119.3(3) 2_766 . ?
C11 C11 C12 118.9(3) 2_766 2_766 ?
C10 C11 C12 121.8(2) . 2_766 ?
C8 C12 C11 120.1(2) . 2_766 ?
C8 C12 H12 119.9 . . ?
C11 C12 H12 119.9 2_766 . ?
O6 C13 O5 122.6(2) . . ?
O6 C13 C14 120.8(2) . . ?
O5 C13 C14 116.6(2) . . ?
C15 C14 C16 119.3(2) . . ?
C15 C14 C13 120.8(2) . . ?
C16 C14 C13 119.9(2) . . ?
C14 C15 C18 121.3(2) . 2_667 ?
C14 C15 H15 119.3 . . ?
C18 C15 H15 119.3 2_667 . ?
C17 C16 C14 121.1(3) . . ?
C17 C16 H16 119.4 . . ?
C14 C16 H16 119.4 . . ?
C16 C17 C18 120.7(2) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 C15 122.5(2) . 2_667 ?
C17 C18 C18 119.0(3) . 2_667 ?
C15 C18 C18 118.5(3) 2_667 2_667 ?
O7 C19 C20 109.3(2) . . ?
O7 C19 H19A 109.8 . . ?
C20 C19 H19A 109.8 . . ?
O7 C19 H19B 109.8 . . ?
C20 C19 H19B 109.8 . . ?
H19A C19 H19B 108.3 . . ?
N1 C20 C19 109.7(2) . . ?
N1 C20 H20A 109.7 . . ?
C19 C20 H20A 109.7 . . ?
N1 C20 H20B 109.7 . . ?
C19 C20 H20B 109.7 . . ?
H20A C20 H20B 108.2 . . ?
N1 C21 C22 109.8(2) . . ?
N1 C21 H21A 109.7 . . ?
C22 C21 H21A 109.7 . . ?
N1 C21 H21B 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
O8 C22 C21 109.2(2) . . ?
O8 C22 H22A 109.8 . . ?
C21 C22 H22A 109.8 . . ?
O8 C22 H22B 109.8 . . ?
C21 C22 H22B 109.8 . . ?
H22A C22 H22B 108.3 . . ?
O9 C23 H23A 109.5 . . ?
O9 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
O9 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 N1 C20 113.8(2) . . ?
C21 N1 Zn2 109.35(16) . . ?
C20 N1 Zn2 107.05(16) . . ?
C21 N1 H1 108.8 . . ?
C20 N1 H1 108.8 . . ?
Zn2 N1 H1 108.8 . . ?
C1 O1 Zn2 132.47(17) . . ?
C1 O2 Zn1 124.68(17) . . ?
C7 O3 Zn2 124.94(16) . . ?
C7 O4 Zn1 132.43(17) . . ?
C13 O5 Zn1 107.10(17) . . ?
C19 O7 Zn1 120.59(15) . . ?
C19 O7 Zn2 107.40(15) . . ?
Zn1 O7 Zn2 99.20(7) . . ?
C22 O8 Zn2 111.53(16) . . ?
C22 O8 H01 112(2) . . ?
Zn2 O8 H01 121(2) . . ?
C23 O9 H02 109.5 . . ?
O5 Zn1 O7 133.62(8) . . ?
O5 Zn1 O4 108.26(8) . . ?
O7 Zn1 O4 107.80(7) . . ?
O5 Zn1 O2 99.72(8) . . ?
O7 Zn1 O2 98.30(8) . . ?
O4 Zn1 O2 104.75(8) . . ?
O5 Zn1 Zn2 175.25(6) . . ?
O7 Zn1 Zn2 41.71(5) . . ?
O4 Zn1 Zn2 75.83(5) . . ?
O2 Zn1 Zn2 81.28(5) . . ?
O3 Zn2 O1 103.64(8) . . ?
O3 Zn2 O7 107.69(7) . . ?
O1 Zn2 O7 95.13(7) . . ?
O3 Zn2 N1 100.73(8) . . ?
O1 Zn2 N1 154.66(8) . . ?
O7 Zn2 N1 83.88(8) . . ?
O3 Zn2 O8 108.30(8) . . ?
O1 Zn2 O8 84.70(8) . . ?
O7 Zn2 O8 142.96(8) . . ?
N1 Zn2 O8 81.20(8) . . ?
O3 Zn2 Zn1 80.35(5) . . ?
O1 Zn2 Zn1 74.89(5) . . ?
O7 Zn2 Zn1 39.09(5) . . ?
N1 Zn2 Zn1 116.36(6) . . ?
O8 Zn2 Zn1 159.30(6) . . ?

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
C6 C2 C3 C4 -0.6(4) 2_565 . . . ?
C6 C2 C3 C1 176.5(2) 2_565 . . . ?
O1 C1 C3 C4 162.6(2) . . . . ?
O2 C1 C3 C4 -16.0(3) . . . . ?
O1 C1 C3 C2 -14.5(4) . . . . ?
O2 C1 C3 C2 166.9(2) . . . . ?
C2 C3 C4 C5 2.4(4) . . . . ?
C1 C3 C4 C5 -174.7(2) . . . . ?
C3 C4 C5 C6 177.6(2) . . . . ?
C3 C4 C5 C5 -1.8(4) . . . 2_565 ?
C4 C5 C6 C2 178.2(2) . . . 2_565 ?
C5 C5 C6 C2 -2.5(4) 2_565 . . 2_565 ?
O4 C7 C8 C12 -25.5(3) . . . . ?
O3 C7 C8 C12 154.1(2) . . . . ?
O4 C7 C8 C9 156.0(2) . . . . ?
O3 C7 C8 C9 -24.4(3) . . . . ?
C12 C8 C9 C10 1.1(4) . . . . ?
C7 C8 C9 C10 179.5(2) . . . . ?
C8 C9 C10 C11 -2.4(4) . . . . ?
C9 C10 C11 C11 1.7(4) . . . 2_766 ?
C9 C10 C11 C12 -178.0(2) . . . 2_766 ?
C9 C8 C12 C11 1.0(4) . . . 2_766 ?
C7 C8 C12 C11 -177.5(2) . . . 2_766 ?
O6 C13 C14 C15 160.3(3) . . . . ?
O5 C13 C14 C15 -19.1(4) . . . . ?
O6 C13 C14 C16 -17.3(4) . . . . ?
O5 C13 C14 C16 163.3(2) . . . . ?
C16 C14 C15 C18 1.0(4) . . . 2_667 ?
C13 C14 C15 C18 -176.6(2) . . . 2_667 ?
C15 C14 C16 C17 -0.9(4) . . . . ?
C13 C14 C16 C17 176.7(3) . . . . ?
C14 C16 C17 C18 -0.2(4) . . . . ?
C16 C17 C18 C15 -180.0(3) . . . 2_667 ?
C16 C17 C18 C18 1.3(5) . . . 2_667 ?
O7 C19 C20 N1 53.1(3) . . . . ?
N1 C21 C22 O8 -48.7(3) . . . . ?
C22 C21 N1 C20 157.9(2) . . . . ?
C22 C21 N1 Zn2 38.3(3) . . . . ?
C19 C20 N1 C21 -153.7(2) . . . . ?
C19 C20 N1 Zn2 -32.7(2) . . . . ?
O2 C1 O1 Zn2 3.5(4) . . . . ?
C3 C1 O1 Zn2 -174.99(17) . . . . ?
O1 C1 O2 Zn1 5.9(4) . . . . ?
C3 C1 O2 Zn1 -175.57(16) . . . . ?
O4 C7 O3 Zn2 9.9(4) . . . . ?
C8 C7 O3 Zn2 -169.60(15) . . . . ?
O3 C7 O4 Zn1 -1.9(4) . . . . ?
C8 C7 O4 Zn1 177.61(16) . . . . ?
O6 C13 O5 Zn1 -12.0(3) . . . . ?
C14 C13 O5 Zn1 167.41(18) . . . . ?
C20 C19 O7 Zn1 -157.24(17) . . . . ?
C20 C19 O7 Zn2 -44.9(2) . . . . ?
C21 C22 O8 Zn2 34.9(3) . . . . ?
C13 O5 Zn1 O7 67.0(2) . . . . ?
C13 O5 Zn1 O4 -72.37(18) . . . . ?
C13 O5 Zn1 O2 178.45(17) . . . . ?
C13 O5 Zn1 Zn2 76.7(7) . . . . ?
C19 O7 Zn1 O5 -64.6(2) . . . . ?
Zn2 O7 Zn1 O5 178.80(8) . . . . ?
C19 O7 Zn1 O4 74.90(18) . . . . ?
Zn2 O7 Zn1 O4 -41.70(9) . . . . ?
C19 O7 Zn1 O2 -176.62(18) . . . . ?
Zn2 O7 Zn1 O2 66.79(8) . . . . ?
C19 O7 Zn1 Zn2 116.60(19) . . . . ?
C7 O4 Zn1 O5 173.9(2) . . . . ?
C7 O4 Zn1 O7 23.6(2) . . . . ?
C7 O4 Zn1 O2 -80.4(2) . . . . ?
C7 O4 Zn1 Zn2 -3.6(2) . . . . ?
C1 O2 Zn1 O5 177.1(2) . . . . ?
C1 O2 Zn1 O7 -45.8(2) . . . . ?
C1 O2 Zn1 O4 65.2(2) . . . . ?
C1 O2 Zn1 Zn2 -7.6(2) . . . . ?
C7 O3 Zn2 O1 62.9(2) . . . . ?
C7 O3 Zn2 O7 -37.1(2) . . . . ?
C7 O3 Zn2 N1 -124.01(19) . . . . ?
C7 O3 Zn2 O8 151.81(18) . . . . ?
C7 O3 Zn2 Zn1 -8.79(18) . . . . ?
C1 O1 Zn2 O3 -82.6(2) . . . . ?
C1 O1 Zn2 O7 27.1(2) . . . . ?
C1 O1 Zn2 N1 113.6(3) . . . . ?
C1 O1 Zn2 O8 169.9(2) . . . . ?
C1 O1 Zn2 Zn1 -6.7(2) . . . . ?
C19 O7 Zn2 O3 -78.42(16) . . . . ?
Zn1 O7 Zn2 O3 47.81(9) . . . . ?
C19 O7 Zn2 O1 175.49(15) . . . . ?
Zn1 O7 Zn2 O1 -58.29(8) . . . . ?
C19 O7 Zn2 N1 20.93(15) . . . . ?
Zn1 O7 Zn2 N1 147.16(9) . . . . ?
C19 O7 Zn2 O8 87.49(18) . . . . ?
Zn1 O7 Zn2 O8 -146.28(10) . . . . ?
C19 O7 Zn2 Zn1 -126.23(17) . . . . ?
C21 N1 Zn2 O3 -122.39(17) . . . . ?
C20 N1 Zn2 O3 113.86(16) . . . . ?
C21 N1 Zn2 O1 41.6(3) . . . . ?
C20 N1 Zn2 O1 -82.1(2) . . . . ?
C21 N1 Zn2 O7 130.70(17) . . . . ?
C20 N1 Zn2 O7 6.96(16) . . . . ?
C21 N1 Zn2 O8 -15.29(17) . . . . ?
C20 N1 Zn2 O8 -139.03(17) . . . . ?
C21 N1 Zn2 Zn1 153.14(15) . . . . ?
C20 N1 Zn2 Zn1 29.40(17) . . . . ?
C22 O8 Zn2 O3 87.15(19) . . . . ?
C22 O8 Zn2 O1 -170.21(19) . . . . ?
C22 O8 Zn2 O7 -78.7(2) . . . . ?
C22 O8 Zn2 N1 -11.32(19) . . . . ?
C22 O8 Zn2 Zn1 -160.77(15) . . . . ?
O5 Zn1 Zn2 O3 -144.8(7) . . . . ?
O7 Zn1 Zn2 O3 -134.27(9) . . . . ?
O4 Zn1 Zn2 O3 4.94(8) . . . . ?
O2 Zn1 Zn2 O3 112.66(8) . . . . ?
O5 Zn1 Zn2 O1 108.1(7) . . . . ?
O7 Zn1 Zn2 O1 118.64(9) . . . . ?
O4 Zn1 Zn2 O1 -102.14(8) . . . . ?
O2 Zn1 Zn2 O1 5.58(8) . . . . ?
O5 Zn1 Zn2 O7 -10.6(7) . . . . ?
O4 Zn1 Zn2 O7 139.21(9) . . . . ?
O2 Zn1 Zn2 O7 -113.06(10) . . . . ?
O5 Zn1 Zn2 N1 -47.6(7) . . . . ?
O7 Zn1 Zn2 N1 -37.00(10) . . . . ?
O4 Zn1 Zn2 N1 102.21(9) . . . . ?
O2 Zn1 Zn2 N1 -150.06(9) . . . . ?
O5 Zn1 Zn2 O8 98.3(7) . . . . ?
O7 Zn1 Zn2 O8 108.90(18) . . . . ?
O4 Zn1 Zn2 O8 -111.89(18) . . . . ?
O2 Zn1 Zn2 O8 -4.16(18) . . . . ?

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
N1 H1 O6 0.91 2.07 2.948(3) 160.7 2_656
O9 H02 O7 0.82 1.98 2.781(3) 164.8 2
O8 H01 O9 0.857(17) 1.842(18) 2.682(3) 166(3) .

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.534
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.071
_exptl_crystal_recrystallization_method Solvothermal
####################################################################### 
# 
# 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_compound4
_database_code_depnum_ccdc_archive 'CCDC 1045243'
_audit_update_record             
;
2015-02-04 deposited with the CCDC.
2015-03-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          'not measured'
_chemical_formula_moiety         'C39 H47 Co2 N O12'
_chemical_formula_sum            'C39 H47 Co2 N O12'
_chemical_formula_weight         839.64

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   p21/n
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   16.635(5)
_cell_length_b                   9.405(5)
_cell_length_c                   25.855(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.657(5)
_cell_angle_gamma                90
_cell_volume                     4018(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      1.4
_cell_measurement_theta_max      26.0

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.388
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1752
_exptl_absorpt_coefficient_mu    0.887
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7768
_exptl_absorpt_correction_T_max  0.8567
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            21858
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_sigmaI/netI    0.0751
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.39
_diffrn_reflns_theta_max         26.04
_reflns_number_total             7907
_reflns_number_gt                5234
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_reduction        'SAINT (Bruker, 1999)'
_computing_structure_solution    'SHELXS-97(Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97

_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)+(0.0751P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7907
_refine_ls_number_parameters     493
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0481
_refine_ls_wR_factor_ref         0.1485
_refine_ls_wR_factor_gt          0.1170
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.040
_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
C1 C 0.3073(3) -0.0822(4) -0.02274(15) 0.0268(9) Uani 1 1 d . . .
C2 C 0.2386(3) 0.1087(5) 0.09281(16) 0.0309(10) Uani 1 1 d . . .
H2 H 0.1928 0.1105 0.1103 0.037 Uiso 1 1 calc R . .
C3 C 0.2402(3) 0.0199(4) 0.05079(16) 0.0309(10) Uani 1 1 d . . .
H3 H 0.1952 -0.0358 0.0400 0.037 Uiso 1 1 calc R . .
C4 C 0.3073(2) 0.0119(4) 0.02441(14) 0.0224(9) Uani 1 1 d . . .
C5 C 0.3730(2) 0.0977(4) 0.04062(15) 0.0277(9) Uani 1 1 d . . .
H5 H 0.4188 0.0946 0.0231 0.033 Uiso 1 1 calc R . .
C6 C 0.3713(2) 0.1874(4) 0.08252(16) 0.0281(9) Uani 1 1 d . . .
H6 H 0.4162 0.2436 0.0929 0.034 Uiso 1 1 calc R . .
C7 C 0.3042(2) 0.1965(4) 0.10979(14) 0.0209(8) Uani 1 1 d . . .
C8 C -0.0704(2) 0.5626(4) 0.29758(16) 0.0233(9) Uani 1 1 d . . .
C9 C 0.0864(2) 0.5046(4) 0.20470(15) 0.0239(9) Uani 1 1 d . . .
H9 H 0.0910 0.5160 0.1694 0.029 Uiso 1 1 calc R . .
C10 C 0.0144(2) 0.5383(4) 0.22394(15) 0.0238(9) Uani 1 1 d . . .
H10 H -0.0288 0.5739 0.2016 0.029 Uiso 1 1 calc R . .
C11 C 0.0064(2) 0.5192(4) 0.27618(15) 0.0208(8) Uani 1 1 d . . .
C12 C 0.0714(2) 0.4667(4) 0.30908(15) 0.0242(9) Uani 1 1 d . . .
H12 H 0.0664 0.4524 0.3442 0.029 Uiso 1 1 calc R . .
C13 C 0.1432(2) 0.4357(4) 0.29001(15) 0.0252(9) Uani 1 1 d . . .
H13 H 0.1867 0.4018 0.3125 0.030 Uiso 1 1 calc R . .
C14 C 0.1514(2) 0.4543(4) 0.23762(14) 0.0207(8) Uani 1 1 d . . .
C15 C 0.3748(2) 0.3401(4) 0.18267(15) 0.0210(8) Uani 1 1 d . . .
H15 H 0.4237 0.3128 0.1715 0.025 Uiso 1 1 calc R . .
C16 C 0.3030(2) 0.2908(4) 0.15590(14) 0.0209(8) Uani 1 1 d . . .
C17 C 0.2304(2) 0.3328(4) 0.17349(15) 0.0217(9) Uani 1 1 d . . .
H17 H 0.1816 0.3039 0.1553 0.026 Uiso 1 1 calc R . .
C18 C 0.2295(2) 0.4171(4) 0.21771(15) 0.0219(9) Uani 1 1 d . . .
C19 C 0.3019(2) 0.4638(4) 0.24343(15) 0.0231(9) Uani 1 1 d . . .
H19 H 0.3015 0.5194 0.2732 0.028 Uiso 1 1 calc R . .
C20 C 0.3757(2) 0.4295(4) 0.22579(14) 0.0206(8) Uani 1 1 d . . .
C21 C 0.5966(2) 0.4723(4) 0.27626(16) 0.0271(9) Uani 1 1 d . . .
H21 H 0.6445 0.4210 0.2767 0.033 Uiso 1 1 calc R . .
C22 C 0.5254(2) 0.4158(4) 0.25201(16) 0.0262(9) Uani 1 1 d . . .
H22 H 0.5261 0.3280 0.2356 0.031 Uiso 1 1 calc R . .
C23 C 0.4527(2) 0.4887(4) 0.25182(15) 0.0222(9) Uani 1 1 d . . .
C24 C 0.4545(2) 0.6220(4) 0.27594(16) 0.0275(9) Uani 1 1 d . . .
H24 H 0.4067 0.6730 0.2762 0.033 Uiso 1 1 calc R . .
C25 C 0.5254(2) 0.6782(4) 0.29909(16) 0.0278(9) Uani 1 1 d . . .
H25 H 0.5251 0.7675 0.3145 0.033 Uiso 1 1 calc R . .
C26 C 0.5977(2) 0.6050(4) 0.30006(15) 0.0205(8) Uani 1 1 d . . .
C27 C 0.6746(2) 0.6692(4) 0.32568(15) 0.0228(9) Uani 1 1 d . . .
C28 C 0.9179(3) 0.9155(5) 0.40161(19) 0.0374(11) Uani 1 1 d . . .
H28A H 0.9534 0.9415 0.3759 0.045 Uiso 1 1 calc R . .
H28B H 0.9478 0.8542 0.4272 0.045 Uiso 1 1 calc R . .
C29 C 0.8912(3) 1.0474(5) 0.4279(2) 0.0481(13) Uani 1 1 d . . .
H29A H 0.8737 1.0218 0.4612 0.058 Uiso 1 1 calc R . .
H29B H 0.9366 1.1121 0.4345 0.058 Uiso 1 1 calc R . .
C30 C 0.8555(3) 1.2020(5) 0.3537(2) 0.0504(13) Uani 1 1 d . . .
H30A H 0.9010 1.1527 0.3416 0.060 Uiso 1 1 calc R . .
H30B H 0.8740 1.2945 0.3667 0.060 Uiso 1 1 calc R . .
C31 C 0.7896(3) 1.2202(5) 0.3095(2) 0.0436(12) Uani 1 1 d . . .
H31A H 0.7487 1.2852 0.3193 0.052 Uiso 1 1 calc R . .
H31B H 0.8117 1.2589 0.2793 0.052 Uiso 1 1 calc R . .
C32 C 0.7748(3) 1.2043(6) 0.4272(2) 0.0551(15) Uani 1 1 d . . .
H32A H 0.7476 1.2782 0.4056 0.066 Uiso 1 1 calc R . .
H32B H 0.8091 1.2500 0.4552 0.066 Uiso 1 1 calc R . .
C33 C 0.7128(3) 1.1144(6) 0.4497(2) 0.0536(14) Uani 1 1 d . . .
H33A H 0.7384 1.0564 0.4779 0.064 Uiso 1 1 calc R . .
H33B H 0.6724 1.1741 0.4630 0.064 Uiso 1 1 calc R . .
C34 C 0.4919(6) 0.8244(9) 0.4450(3) 0.113(3) Uani 1 1 d D . .
H34A H 0.4741 0.8462 0.4785 0.136 Uiso 1 1 calc R . .
H34B H 0.4451 0.7976 0.4211 0.136 Uiso 1 1 calc R . .
C35 C 0.5502(5) 0.7108(10) 0.4501(3) 0.125(3) Uani 1 1 d D . .
H35A H 0.5262 0.6277 0.4634 0.188 Uiso 1 1 calc R . .
H35B H 0.5964 0.7391 0.4736 0.188 Uiso 1 1 calc R . .
H35C H 0.5670 0.6899 0.4166 0.188 Uiso 1 1 calc R . .
C36 C 0.4803(4) 0.6746(7) 0.6054(3) 0.085(2) Uani 1 1 d . . .
H36A H 0.4725 0.5867 0.6230 0.128 Uiso 1 1 calc R . .
H36B H 0.4583 0.6666 0.5695 0.128 Uiso 1 1 calc R . .
H36C H 0.4533 0.7499 0.6215 0.128 Uiso 1 1 calc R . .
C37 C 0.5680(4) 0.7064(7) 0.6087(3) 0.0725(19) Uani 1 1 d . . .
H37A H 0.5910 0.7129 0.6449 0.087 Uiso 1 1 calc R . .
H37B H 0.5958 0.6313 0.5922 0.087 Uiso 1 1 calc R . .
C38 C 0.7910(3) 0.8354(6) 0.5956(2) 0.0508(14) Uani 1 1 d . . .
H38A H 0.7924 0.7364 0.6061 0.061 Uiso 1 1 calc R . .
H38B H 0.7782 0.8918 0.6250 0.061 Uiso 1 1 calc R . .
C39 C 0.8722(4) 0.8770(7) 0.5824(3) 0.077(2) Uani 1 1 d . . .
H39A H 0.9116 0.8620 0.6120 0.115 Uiso 1 1 calc R . .
H39B H 0.8717 0.9756 0.5728 0.115 Uiso 1 1 calc R . .
H39C H 0.8858 0.8202 0.5538 0.115 Uiso 1 1 calc R . .
N1 N 0.8248(2) 1.1193(3) 0.39601(14) 0.0306(8) Uani 1 1 d . . .
O1 O -0.12623(16) 0.6176(3) 0.26831(11) 0.0316(7) Uani 1 1 d . . .
O2 O -0.07140(16) 0.5457(3) 0.34617(11) 0.0276(7) Uani 1 1 d . . .
O3 O 0.73138(15) 0.5867(3) 0.34169(10) 0.0258(6) Uani 1 1 d . . .
O4 O 0.67621(17) 0.8030(3) 0.32881(12) 0.0363(7) Uani 1 1 d . . .
O5 O 0.35452(17) -0.0442(3) -0.05550(10) 0.0292(7) Uani 1 1 d . . .
O6 O 0.26258(19) -0.1881(3) -0.02780(12) 0.0393(8) Uani 1 1 d . . .
O7 O 0.6764(2) 1.0268(4) 0.40866(16) 0.0557(10) Uani 1 1 d D . .
O8 O 0.84984(15) 0.8421(3) 0.37716(11) 0.0266(6) Uani 1 1 d . . .
O9 O 0.7547(2) 1.0835(3) 0.29740(13) 0.0446(9) Uani 1 1 d D . .
O10 O 0.5778(2) 0.8408(4) 0.58242(15) 0.0610(10) Uani 1 1 d . . .
H10A H 0.6261 0.8603 0.5840 0.092 Uiso 1 1 calc R . .
O11 O 0.7286(2) 0.8543(3) 0.55319(13) 0.0490(9) Uani 1 1 d . . .
H11 H 0.7385 0.8053 0.5285 0.074 Uiso 1 1 calc R . .
O12 O 0.5318(2) 0.9468(5) 0.42519(19) 0.0814(14) Uani 1 1 d . . .
H12A H 0.5001 1.0139 0.4219 0.122 Uiso 1 1 calc R . .
Co1 Co 0.83945(3) 0.63772(5) 0.37657(2) 0.01931(15) Uani 1 1 d . . .
Co2 Co 0.75159(3) 0.95135(6) 0.35940(2) 0.02665(16) Uani 1 1 d . . .
H01 H 0.6268(12) 0.998(4) 0.4139(17) 0.040 Uiso 1 1 d D . .
H02 H 0.7093(16) 1.084(5) 0.2748(13) 0.040 Uiso 1 1 d D . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O6 1.241(5) . ?
C1 O5 1.272(5) . ?
C1 C4 1.506(5) . ?
C2 C3 1.373(6) . ?
C2 C7 1.398(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.376(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(5) . ?
C5 C6 1.376(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.389(5) . ?
C6 H6 0.9300 . ?
C7 C16 1.488(5) . ?
C8 O1 1.241(5) . ?
C8 O2 1.268(5) . ?
C8 C11 1.507(5) . ?
C9 C14 1.380(5) . ?
C9 C10 1.387(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.384(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.387(5) . ?
C12 C13 1.375(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.388(5) . ?
C13 H13 0.9300 . ?
C14 C18 1.494(5) . ?
C15 C16 1.389(5) . ?
C15 C20 1.395(5) . ?
C15 H15 0.9300 . ?
C16 C17 1.396(5) . ?
C17 C18 1.393(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.377(5) . ?
C19 C20 1.396(5) . ?
C19 H19 0.9300 . ?
C20 C23 1.485(5) . ?
C21 C22 1.381(5) . ?
C21 C26 1.390(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.390(5) . ?
C22 H22 0.9300 . ?
C23 C24 1.399(5) . ?
C24 C25 1.366(5) . ?
C24 H24 0.9300 . ?
C25 C26 1.384(5) . ?
C25 H25 0.9300 . ?
C26 C27 1.498(5) . ?
C27 O3 1.255(5) . ?
C27 O4 1.261(5) . ?
C28 O8 1.411(5) . ?
C28 C29 1.507(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 N1 1.465(5) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 N1 1.480(6) . ?
C30 C31 1.499(7) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 O9 1.430(5) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 N1 1.462(6) . ?
C32 C33 1.502(7) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 O7 1.422(6) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C35 1.439(7) . ?
C34 O12 1.451(9) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 C37 1.482(8) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 O10 1.453(7) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 O11 1.431(6) . ?
C38 C39 1.483(7) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
N1 Co2 2.147(3) . ?
O2 Co1 1.959(3) 1_455 ?
O3 Co1 1.975(3) . ?
O4 Co2 1.978(3) . ?
O5 Co1 1.954(3) 4_565 ?
O7 Co2 2.015(3) . ?
O7 H01 0.895(10) . ?
O8 Co1 1.930(3) . ?
O8 Co2 1.940(3) . ?
O9 Co2 2.034(3) . ?
O9 H02 0.899(10) . ?
O10 H10A 0.8200 . ?
O11 H11 0.8200 . ?
O12 H12A 0.8200 . ?
Co1 O5 1.954(3) 4_666 ?
Co1 O2 1.959(3) 1_655 ?

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 C1 O5 124.4(4) . . ?
O6 C1 C4 120.1(4) . . ?
O5 C1 C4 115.6(4) . . ?
C3 C2 C7 121.4(4) . . ?
C3 C2 H2 119.3 . . ?
C7 C2 H2 119.3 . . ?
C2 C3 C4 121.2(4) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?
C3 C4 C5 118.4(4) . . ?
C3 C4 C1 120.6(4) . . ?
C5 C4 C1 120.9(3) . . ?
C6 C5 C4 120.5(4) . . ?
C6 C5 H5 119.8 . . ?
C4 C5 H5 119.8 . . ?
C5 C6 C7 121.9(4) . . ?
C5 C6 H6 119.0 . . ?
C7 C6 H6 119.0 . . ?
C6 C7 C2 116.6(4) . . ?
C6 C7 C16 121.9(3) . . ?
C2 C7 C16 121.4(3) . . ?
O1 C8 O2 124.2(4) . . ?
O1 C8 C11 119.7(4) . . ?
O2 C8 C11 116.0(3) . . ?
C14 C9 C10 120.3(4) . . ?
C14 C9 H9 119.8 . . ?
C10 C9 H9 119.8 . . ?
C11 C10 C9 120.3(4) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
C10 C11 C12 119.3(3) . . ?
C10 C11 C8 120.3(3) . . ?
C12 C11 C8 120.4(3) . . ?
C13 C12 C11 120.2(4) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 C14 120.7(4) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C9 C14 C13 119.1(4) . . ?
C9 C14 C18 121.2(3) . . ?
C13 C14 C18 119.7(3) . . ?
C16 C15 C20 121.9(3) . . ?
C16 C15 H15 119.1 . . ?
C20 C15 H15 119.1 . . ?
C15 C16 C17 118.0(4) . . ?
C15 C16 C7 120.5(3) . . ?
C17 C16 C7 121.5(3) . . ?
C18 C17 C16 121.3(4) . . ?
C18 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
C19 C18 C17 119.1(3) . . ?
C19 C18 C14 120.3(3) . . ?
C17 C18 C14 120.6(3) . . ?
C18 C19 C20 121.4(4) . . ?
C18 C19 H19 119.3 . . ?
C20 C19 H19 119.3 . . ?
C15 C20 C19 118.2(3) . . ?
C15 C20 C23 121.1(3) . . ?
C19 C20 C23 120.7(3) . . ?
C22 C21 C26 120.9(4) . . ?
C22 C21 H21 119.6 . . ?
C26 C21 H21 119.6 . . ?
C21 C22 C23 120.8(4) . . ?
C21 C22 H22 119.6 . . ?
C23 C22 H22 119.6 . . ?
C22 C23 C24 117.8(4) . . ?
C22 C23 C20 121.5(3) . . ?
C24 C23 C20 120.7(3) . . ?
C25 C24 C23 121.0(4) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 121.3(4) . . ?
C24 C25 H25 119.3 . . ?
C26 C25 H25 119.3 . . ?
C25 C26 C21 118.2(4) . . ?
C25 C26 C27 120.2(3) . . ?
C21 C26 C27 121.6(3) . . ?
O3 C27 O4 125.9(4) . . ?
O3 C27 C26 117.9(3) . . ?
O4 C27 C26 116.2(3) . . ?
O8 C28 C29 110.0(4) . . ?
O8 C28 H28A 109.7 . . ?
C29 C28 H28A 109.7 . . ?
O8 C28 H28B 109.7 . . ?
C29 C28 H28B 109.7 . . ?
H28A C28 H28B 108.2 . . ?
N1 C29 C28 111.6(4) . . ?
N1 C29 H29A 109.3 . . ?
C28 C29 H29A 109.3 . . ?
N1 C29 H29B 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
N1 C30 C31 109.9(4) . . ?
N1 C30 H30A 109.7 . . ?
C31 C30 H30A 109.7 . . ?
N1 C30 H30B 109.7 . . ?
C31 C30 H30B 109.7 . . ?
H30A C30 H30B 108.2 . . ?
O9 C31 C30 107.9(4) . . ?
O9 C31 H31A 110.1 . . ?
C30 C31 H31A 110.1 . . ?
O9 C31 H31B 110.1 . . ?
C30 C31 H31B 110.1 . . ?
H31A C31 H31B 108.4 . . ?
N1 C32 C33 111.4(4) . . ?
N1 C32 H32A 109.3 . . ?
C33 C32 H32A 109.3 . . ?
N1 C32 H32B 109.3 . . ?
C33 C32 H32B 109.3 . . ?
H32A C32 H32B 108.0 . . ?
O7 C33 C32 106.9(4) . . ?
O7 C33 H33A 110.3 . . ?
C32 C33 H33A 110.3 . . ?
O7 C33 H33B 110.3 . . ?
C32 C33 H33B 110.3 . . ?
H33A C33 H33B 108.6 . . ?
C35 C34 O12 106.8(8) . . ?
C35 C34 H34A 110.4 . . ?
O12 C34 H34A 110.4 . . ?
C35 C34 H34B 110.4 . . ?
O12 C34 H34B 110.4 . . ?
H34A C34 H34B 108.6 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C37 C36 H36A 109.5 . . ?
C37 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C37 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
O10 C37 C36 108.2(5) . . ?
O10 C37 H37A 110.1 . . ?
C36 C37 H37A 110.1 . . ?
O10 C37 H37B 110.1 . . ?
C36 C37 H37B 110.1 . . ?
H37A C37 H37B 108.4 . . ?
O11 C38 C39 112.9(5) . . ?
O11 C38 H38A 109.0 . . ?
C39 C38 H38A 109.0 . . ?
O11 C38 H38B 109.0 . . ?
C39 C38 H38B 109.0 . . ?
H38A C38 H38B 107.8 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
C32 N1 C29 112.4(4) . . ?
C32 N1 C30 112.8(4) . . ?
C29 N1 C30 110.9(4) . . ?
C32 N1 Co2 108.4(3) . . ?
C29 N1 Co2 105.1(3) . . ?
C30 N1 Co2 106.7(3) . . ?
C8 O2 Co1 116.1(2) . 1_455 ?
C27 O3 Co1 127.7(3) . . ?
C27 O4 Co2 137.5(3) . . ?
C1 O5 Co1 116.6(3) . 4_565 ?
C33 O7 Co2 115.7(3) . . ?
C33 O7 H01 113(3) . . ?
Co2 O7 H01 130(3) . . ?
C28 O8 Co1 123.8(2) . . ?
C28 O8 Co2 117.2(2) . . ?
Co1 O8 Co2 116.96(13) . . ?
C31 O9 Co2 115.1(3) . . ?
C31 O9 H02 115(3) . . ?
Co2 O9 H02 115(3) . . ?
C37 O10 H10A 109.5 . . ?
C38 O11 H11 109.5 . . ?
C34 O12 H12A 109.5 . . ?
O8 Co1 O5 116.05(12) . 4_666 ?
O8 Co1 O2 111.83(11) . 1_655 ?
O5 Co1 O2 97.91(12) 4_666 1_655 ?
O8 Co1 O3 108.75(11) . . ?
O5 Co1 O3 108.44(12) 4_666 . ?
O2 Co1 O3 113.65(12) 1_655 . ?
O8 Co2 O4 101.46(12) . . ?
O8 Co2 O7 127.20(15) . . ?
O4 Co2 O7 95.15(14) . . ?
O8 Co2 O9 114.37(13) . . ?
O4 Co2 O9 100.88(13) . . ?
O7 Co2 O9 110.93(16) . . ?
O8 Co2 N1 82.29(12) . . ?
O4 Co2 N1 174.98(13) . . ?
O7 Co2 N1 79.88(14) . . ?
O9 Co2 N1 80.38(14) . . ?

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
C7 C2 C3 C4 1.3(7) . . . . ?
C2 C3 C4 C5 -1.2(6) . . . . ?
C2 C3 C4 C1 -177.9(4) . . . . ?
O6 C1 C4 C3 -26.0(6) . . . . ?
O5 C1 C4 C3 153.4(4) . . . . ?
O6 C1 C4 C5 157.3(4) . . . . ?
O5 C1 C4 C5 -23.2(6) . . . . ?
C3 C4 C5 C6 0.7(6) . . . . ?
C1 C4 C5 C6 177.4(4) . . . . ?
C4 C5 C6 C7 -0.4(6) . . . . ?
C5 C6 C7 C2 0.5(6) . . . . ?
C5 C6 C7 C16 178.5(4) . . . . ?
C3 C2 C7 C6 -1.0(6) . . . . ?
C3 C2 C7 C16 -178.9(4) . . . . ?
C14 C9 C10 C11 -1.2(6) . . . . ?
C9 C10 C11 C12 0.3(6) . . . . ?
C9 C10 C11 C8 177.0(3) . . . . ?
O1 C8 C11 C10 -1.1(6) . . . . ?
O2 C8 C11 C10 -177.7(3) . . . . ?
O1 C8 C11 C12 175.6(4) . . . . ?
O2 C8 C11 C12 -1.1(5) . . . . ?
C10 C11 C12 C13 0.8(6) . . . . ?
C8 C11 C12 C13 -175.9(3) . . . . ?
C11 C12 C13 C14 -1.0(6) . . . . ?
C10 C9 C14 C13 1.1(6) . . . . ?
C10 C9 C14 C18 179.9(4) . . . . ?
C12 C13 C14 C9 0.0(6) . . . . ?
C12 C13 C14 C18 -178.8(3) . . . . ?
C20 C15 C16 C17 -0.3(6) . . . . ?
C20 C15 C16 C7 179.5(4) . . . . ?
C6 C7 C16 C15 -19.3(6) . . . . ?
C2 C7 C16 C15 158.5(4) . . . . ?
C6 C7 C16 C17 160.5(4) . . . . ?
C2 C7 C16 C17 -21.7(6) . . . . ?
C15 C16 C17 C18 -2.4(6) . . . . ?
C7 C16 C17 C18 177.8(4) . . . . ?
C16 C17 C18 C19 2.3(6) . . . . ?
C16 C17 C18 C14 -176.6(3) . . . . ?
C9 C14 C18 C19 133.1(4) . . . . ?
C13 C14 C18 C19 -48.0(5) . . . . ?
C9 C14 C18 C17 -48.0(5) . . . . ?
C13 C14 C18 C17 130.8(4) . . . . ?
C17 C18 C19 C20 0.6(6) . . . . ?
C14 C18 C19 C20 179.5(3) . . . . ?
C16 C15 C20 C19 3.0(6) . . . . ?
C16 C15 C20 C23 -176.0(4) . . . . ?
C18 C19 C20 C15 -3.2(6) . . . . ?
C18 C19 C20 C23 175.8(4) . . . . ?
C26 C21 C22 C23 -1.5(6) . . . . ?
C21 C22 C23 C24 1.4(6) . . . . ?
C21 C22 C23 C20 179.8(4) . . . . ?
C15 C20 C23 C22 -29.5(6) . . . . ?
C19 C20 C23 C22 151.5(4) . . . . ?
C15 C20 C23 C24 148.9(4) . . . . ?
C19 C20 C23 C24 -30.1(6) . . . . ?
C22 C23 C24 C25 -0.3(6) . . . . ?
C20 C23 C24 C25 -178.7(4) . . . . ?
C23 C24 C25 C26 -0.7(6) . . . . ?
C24 C25 C26 C21 0.6(6) . . . . ?
C24 C25 C26 C27 180.0(4) . . . . ?
C22 C21 C26 C25 0.5(6) . . . . ?
C22 C21 C26 C27 -178.8(4) . . . . ?
C25 C26 C27 O3 156.0(4) . . . . ?
C21 C26 C27 O3 -24.7(6) . . . . ?
C25 C26 C27 O4 -24.5(6) . . . . ?
C21 C26 C27 O4 154.8(4) . . . . ?
O8 C28 C29 N1 -40.4(6) . . . . ?
N1 C30 C31 O9 -49.5(6) . . . . ?
N1 C32 C33 O7 -46.5(6) . . . . ?
C33 C32 N1 C29 -82.6(5) . . . . ?
C33 C32 N1 C30 151.1(4) . . . . ?
C33 C32 N1 Co2 33.2(5) . . . . ?
C28 C29 N1 C32 154.5(4) . . . . ?
C28 C29 N1 C30 -78.2(5) . . . . ?
C28 C29 N1 Co2 36.8(5) . . . . ?
C31 C30 N1 C32 -77.6(5) . . . . ?
C31 C30 N1 C29 155.2(4) . . . . ?
C31 C30 N1 Co2 41.3(5) . . . . ?
O1 C8 O2 Co1 -8.9(5) . . . 1_455 ?
C11 C8 O2 Co1 167.6(2) . . . 1_455 ?
O4 C27 O3 Co1 0.3(6) . . . . ?
C26 C27 O3 Co1 179.8(2) . . . . ?
O3 C27 O4 Co2 -4.4(7) . . . . ?
C26 C27 O4 Co2 176.1(3) . . . . ?
O6 C1 O5 Co1 12.3(6) . . . 4_565 ?
C4 C1 O5 Co1 -167.2(3) . . . 4_565 ?
C32 C33 O7 Co2 38.3(5) . . . . ?
C29 C28 O8 Co1 -140.5(3) . . . . ?
C29 C28 O8 Co2 22.9(5) . . . . ?
C30 C31 O9 Co2 33.6(5) . . . . ?
C28 O8 Co1 O5 53.9(3) . . . 4_666 ?
Co2 O8 Co1 O5 -109.61(16) . . . 4_666 ?
C28 O8 Co1 O2 -57.3(3) . . . 1_655 ?
Co2 O8 Co1 O2 139.24(14) . . . 1_655 ?
C28 O8 Co1 O3 176.4(3) . . . . ?
Co2 O8 Co1 O3 12.92(18) . . . . ?
C27 O3 Co1 O8 -5.3(3) . . . . ?
C27 O3 Co1 O5 121.7(3) . . . 4_666 ?
C27 O3 Co1 O2 -130.6(3) . . . 1_655 ?
C28 O8 Co2 O4 -178.6(3) . . . . ?
Co1 O8 Co2 O4 -13.99(18) . . . . ?
C28 O8 Co2 O7 -73.0(3) . . . . ?
Co1 O8 Co2 O7 91.6(2) . . . . ?
C28 O8 Co2 O9 73.8(3) . . . . ?
Co1 O8 Co2 O9 -121.64(15) . . . . ?
C28 O8 Co2 N1 -2.0(3) . . . . ?
Co1 O8 Co2 N1 162.63(18) . . . . ?
C27 O4 Co2 O8 11.6(4) . . . . ?
C27 O4 Co2 O7 -118.0(4) . . . . ?
C27 O4 Co2 O9 129.5(4) . . . . ?
C27 O4 Co2 N1 -126.4(15) . . . . ?
C33 O7 Co2 O8 55.6(4) . . . . ?
C33 O7 Co2 O4 164.1(4) . . . . ?
C33 O7 Co2 O9 -92.1(4) . . . . ?
C33 O7 Co2 N1 -16.6(4) . . . . ?
C31 O9 Co2 O8 -85.8(3) . . . . ?
C31 O9 Co2 O4 166.2(3) . . . . ?
C31 O9 Co2 O7 66.3(3) . . . . ?
C31 O9 Co2 N1 -8.9(3) . . . . ?
C32 N1 Co2 O8 -139.9(3) . . . . ?
C29 N1 Co2 O8 -19.5(3) . . . . ?
C30 N1 Co2 O8 98.4(3) . . . . ?
C32 N1 Co2 O4 -1.3(17) . . . . ?
C29 N1 Co2 O4 119.1(15) . . . . ?
C30 N1 Co2 O4 -123.0(15) . . . . ?
C32 N1 Co2 O7 -9.8(3) . . . . ?
C29 N1 Co2 O7 110.6(3) . . . . ?
C30 N1 Co2 O7 -131.5(3) . . . . ?
C32 N1 Co2 O9 103.7(3) . . . . ?
C29 N1 Co2 O9 -135.9(3) . . . . ?
C30 N1 Co2 O9 -18.1(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
O7 H01 O12 0.895(10) 1.708(12) 2.603(5) 178(5) .
O10 H10A O11 0.82 1.96 2.705(5) 149.9 .
O11 H11 O6 0.82 1.90 2.725(4) 178.7 4_666
O12 H12A O10 0.82 1.88 2.696(5) 175.3 3_676
O9 H02 O1 0.899(10) 1.702(14) 2.591(4) 170(4) 2

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.903
_refine_diff_density_min         -0.605
_refine_diff_density_rms         0.156


_exptl_crystal_recrystallization_method Solvothermal
