# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_Compound1

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C43 H39 N7 O12 Zn2'
_chemical_formula_sum            'C43 H39 N7 O12 Zn2'
_chemical_formula_weight         976.55

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   18.4237(10)
_cell_length_b                   11.3275(6)
_cell_length_c                   19.4776(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.1460(10)
_cell_angle_gamma                90
_cell_volume                     4064.9(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9955
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      26.39

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_F_000             2008
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.267
_exptl_crystal_size_mid          0.081
_exptl_crystal_size_min          0.035
_exptl_absorpt_coefficient_mu    1.256
_shelx_estimated_absorpt_T_min   0.730
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8
_exptl_absorpt_correction_T_max  0.9
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            70544
_diffrn_reflns_av_unetI/netI     0.0831
_diffrn_reflns_av_R_equivalents  0.1516
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.354
_diffrn_reflns_theta_max         26.435
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8345
_reflns_number_gt                5071
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0634P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8345
_refine_ls_number_parameters     580
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1135
_refine_ls_R_factor_gt           0.0503
_refine_ls_wR_factor_ref         0.1214
_refine_ls_wR_factor_gt          0.1042
_refine_ls_goodness_of_fit_ref   0.920
_refine_ls_restrained_S_all      0.920
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1924(2) 0.6388(4) 0.5479(2) 0.0330(10) Uani 1 1 d . . . . .
C2 C 0.2340(2) 0.6139(3) 0.61279(18) 0.0272(9) Uani 1 1 d . . . . .
C3 C 0.1996(2) 0.5770(4) 0.67370(19) 0.0297(9) Uani 1 1 d . . . . .
C4 C 0.2413(2) 0.5547(4) 0.73158(19) 0.0312(10) Uani 1 1 d . . . . .
H4 H 0.2189 0.5303 0.7719 0.037 Uiso 1 1 calc R U . . .
C5 C 0.3156(2) 0.5681(3) 0.73012(18) 0.0263(9) Uani 1 1 d . . . . .
C6 C 0.3604(2) 0.5433(3) 0.7932(2) 0.0292(9) Uani 1 1 d . . . . .
C7 C 0.3495(2) 0.6064(3) 0.67045(19) 0.0293(9) Uani 1 1 d . . . . .
H7 H 0.3995 0.6169 0.6695 0.035 Uiso 1 1 calc R U . . .
C8 C 0.3084(2) 0.6289(3) 0.61262(18) 0.0284(9) Uani 1 1 d . . . . .
H8 H 0.3312 0.6546 0.5728 0.034 Uiso 1 1 calc R U . . .
C9 C 0.0791(3) 0.5208(5) 0.7221(3) 0.0605(15) Uani 1 1 d . . . . .
C10 C -0.0008(3) 0.5346(8) 0.7041(3) 0.102(3) Uani 1 1 d . . . . .
H10A H -0.0070 0.5282 0.6553 0.153 Uiso 1 1 calc R U . . .
H10B H -0.0176 0.6106 0.7191 0.153 Uiso 1 1 calc R U . . .
H10C H -0.0283 0.4739 0.7264 0.153 Uiso 1 1 calc R U . . .
C11 C 0.2042(2) 0.6448(4) 0.2757(2) 0.0359(10) Uani 1 1 d . . . . .
C12 C 0.2538(2) 0.6103(3) 0.21750(18) 0.0263(9) Uani 1 1 d . . . . .
C13 C 0.3273(2) 0.5986(4) 0.23034(19) 0.0316(10) Uani 1 1 d . . . . .
H13 H 0.3447 0.6131 0.2744 0.038 Uiso 1 1 calc R U . . .
C14 C 0.3755(2) 0.5659(3) 0.17952(19) 0.0291(9) Uani 1 1 d . . . . .
H14 H 0.4246 0.5570 0.1894 0.035 Uiso 1 1 calc R U . . .
C15 C 0.3495(2) 0.5464(3) 0.11369(18) 0.0221(8) Uani 1 1 d . . . . .
C16 C 0.4005(2) 0.5117(3) 0.05729(18) 0.0194(8) Uani 1 1 d . . . . .
C17 C 0.2766(2) 0.5587(4) 0.09931(19) 0.0281(9) Uani 1 1 d . . . . .
H17 H 0.2600 0.5467 0.0547 0.034 Uiso 1 1 calc R U . . .
C18 C 0.2278(2) 0.5886(3) 0.15048(19) 0.0272(9) Uani 1 1 d . . . . .
C19 C 0.1154(3) 0.5745(5) 0.0797(2) 0.0472(12) Uani 1 1 d . . . . .
C20 C 0.0359(3) 0.6078(6) 0.0831(3) 0.0653(16) Uani 1 1 d . . . . .
H20A H 0.0258 0.6432 0.1268 0.098 Uiso 1 1 calc R U . . .
H20B H 0.0067 0.5383 0.0774 0.098 Uiso 1 1 calc R U . . .
H20C H 0.0249 0.6630 0.0472 0.098 Uiso 1 1 calc R U . . .
C21 C 0.0098(3) 0.6411(4) 0.4390(2) 0.0455(12) Uani 1 1 d . . . . .
H21 H 0.0269 0.5842 0.4694 0.055 Uiso 1 1 calc R U . . .
C22 C -0.0643(3) 0.6491(4) 0.4289(2) 0.0491(12) Uani 1 1 d . . . . .
H22 H -0.0952 0.5982 0.4522 0.059 Uiso 1 1 calc R U . . .
C23 C -0.0928(3) 0.7324(4) 0.3845(2) 0.0451(12) Uani 1 1 d . . . . .
C24 C -0.1718(3) 0.7397(4) 0.3682(3) 0.0508(13) Uani 1 1 d . . . . .
C25 C -0.2238(3) 0.6952(6) 0.4110(3) 0.0710(17) Uani 1 1 d . . . . .
H25 H -0.2107 0.6620 0.4529 0.085 Uiso 1 1 calc R U . . .
C26 C -0.2964(3) 0.6998(6) 0.3913(4) 0.0817(19) Uani 1 1 d . . . . .
H26 H -0.3306 0.6680 0.4210 0.098 Uiso 1 1 calc R U . . .
C27 C -0.2693(4) 0.7892(6) 0.2936(4) 0.084(2) Uani 1 1 d . . . . .
H27 H -0.2839 0.8231 0.2524 0.101 Uiso 1 1 calc R U . . .
C28 C -0.1957(3) 0.7881(5) 0.3079(3) 0.0685(16) Uani 1 1 d . . . . .
H28 H -0.1628 0.8200 0.2769 0.082 Uiso 1 1 calc R U . . .
C29 C -0.0428(3) 0.8101(5) 0.3566(3) 0.0622(16) Uani 1 1 d . . . . .
H29 H -0.0589 0.8727 0.3297 0.075 Uiso 1 1 calc R U . . .
C30 C 0.0307(3) 0.7956(5) 0.3682(3) 0.0545(14) Uani 1 1 d . . . . .
H30 H 0.0625 0.8483 0.3474 0.065 Uiso 1 1 calc R U . . .
C31 C 0.5122(2) 0.2354(3) 0.13673(19) 0.0265(9) Uani 1 1 d . . . . .
H31 H 0.4779 0.2807 0.1597 0.032 Uiso 1 1 calc R U . . .
C32 C 0.5087(2) 0.1141(3) 0.14258(19) 0.0279(9) Uani 1 1 d . . . . .
H32 H 0.4735 0.0785 0.1698 0.033 Uiso 1 1 calc R U . . .
C33 C 0.5589(2) 0.0461(3) 0.10693(18) 0.0223(8) Uani 1 1 d . . . . .
C34 C 0.6109(2) 0.1043(3) 0.06925(19) 0.0288(9) Uani 1 1 d . . . . .
H34 H 0.6453 0.0614 0.0448 0.035 Uiso 1 1 calc R U . . .
C35 C 0.6121(2) 0.2248(3) 0.06771(19) 0.0256(9) Uani 1 1 d . . . . .
H35 H 0.6487 0.2625 0.0434 0.031 Uiso 1 1 calc R U . . .
C36 C 0.5591(2) 0.7279(3) 0.1632(2) 0.0314(10) Uani 1 1 d . . . . .
H36 H 0.5606 0.6852 0.2039 0.038 Uiso 1 1 calc R U . . .
C37 C 0.5562(2) 0.8494(3) 0.1667(2) 0.0302(9) Uani 1 1 d . . . . .
H37 H 0.5539 0.8868 0.2091 0.036 Uiso 1 1 calc R U . . .
C38 C 0.5566(2) 0.9151(3) 0.10748(18) 0.0236(8) Uani 1 1 d . . . . .
C39 C 0.5561(3) 0.8530(3) 0.0465(2) 0.0380(11) Uani 1 1 d . . . . .
H39 H 0.5548 0.8937 0.0050 0.046 Uiso 1 1 calc R U . . .
C40 C 0.5574(3) 0.7316(3) 0.0465(2) 0.0359(10) Uani 1 1 d . . . . .
H40 H 0.5564 0.6920 0.0047 0.043 Uiso 1 1 calc R U . . .
C51 C 0.1951(3) 0.4107(5) 0.4036(3) 0.0567(14) Uani 1 1 d . . . . .
H51 H 0.2409 0.4444 0.3996 0.068 Uiso 1 1 calc R U . . .
C52 C 0.1229(3) 0.2344(6) 0.4057(4) 0.086(2) Uani 1 1 d . . . . .
H52A H 0.1198 0.1762 0.3700 0.130 Uiso 1 1 calc R U . . .
H52B H 0.0841 0.2904 0.4004 0.130 Uiso 1 1 calc R U . . .
H52C H 0.1190 0.1964 0.4496 0.130 Uiso 1 1 calc R U . . .
C53 C 0.2554(4) 0.2200(6) 0.3959(4) 0.105(3) Uani 1 1 d . . . . .
H53A H 0.2488 0.1644 0.3593 0.158 Uiso 1 1 calc R U . . .
H53B H 0.2626 0.1783 0.4383 0.158 Uiso 1 1 calc R U . . .
H53C H 0.2970 0.2683 0.3867 0.158 Uiso 1 1 calc R U . . .
N1 N 0.1237(2) 0.5676(4) 0.67459(19) 0.0468(10) Uani 1 1 d . . . . .
H1 H 0.1022 0.5962 0.6391 0.056 Uiso 1 1 calc R U . . .
N2 N 0.15337(19) 0.5999(4) 0.13755(17) 0.0419(9) Uani 1 1 d . . . . .
H2 H 0.1281 0.6269 0.1711 0.050 Uiso 1 1 calc R U . . .
N3 N 0.05860(19) 0.7107(3) 0.40735(17) 0.0367(9) Uani 1 1 d . . . . .
N4 N -0.3198(3) 0.7465(5) 0.3333(4) 0.0837(17) Uani 1 1 d . . . . .
N5 N 0.56264(16) 0.2905(2) 0.09973(14) 0.0208(7) Uani 1 1 d . . . . .
N6 N 0.55987(17) 0.6690(2) 0.10404(15) 0.0233(7) Uani 1 1 d . . . . .
N7 N 0.1912(2) 0.2944(4) 0.4013(2) 0.0535(11) Uani 1 1 d . . . . .
O1 O 0.22938(16) 0.6547(3) 0.49388(13) 0.0429(8) Uani 1 1 d . . . . .
O2 O 0.12493(18) 0.6424(3) 0.54780(15) 0.0554(9) Uani 1 1 d . . . . .
O3 O 0.42792(16) 0.5344(2) 0.78774(13) 0.0338(7) Uani 1 1 d . . . . .
O4 O 0.32844(16) 0.5330(2) 0.85037(13) 0.0354(7) Uani 1 1 d . . . . .
O5 O 0.0989(2) 0.4738(4) 0.7741(2) 0.0837(13) Uani 1 1 d . . . . .
O6 O 0.23417(16) 0.6492(3) 0.33510(13) 0.0408(7) Uani 1 1 d . . . . .
O7 O 0.13959(17) 0.6667(3) 0.26540(15) 0.0574(10) Uani 1 1 d . . . . .
O8 O 0.37778(14) 0.5214(2) -0.00400(12) 0.0276(6) Uani 1 1 d . . . . .
O9 O 0.46121(14) 0.4722(2) 0.07351(13) 0.0298(6) Uani 1 1 d . . . . .
O10 O 0.14070(18) 0.5295(3) 0.02842(16) 0.0570(9) Uani 1 1 d . . . . .
O11 O 0.14343(19) 0.4785(3) 0.41064(18) 0.0540(9) Uani 1 1 d . . . . .
O12 O 0.19221(19) 0.8665(3) 0.40695(15) 0.0522(9) Uani 1 1 d . . . . .
Zn1 Zn 0.56960(2) 0.48019(4) 0.09482(2) 0.01854(12) Uani 1 1 d . . . . .
Zn2 Zn 0.16825(3) 0.68175(5) 0.41161(2) 0.03850(16) Uani 1 1 d . . . . .
H12A H 0.2311 0.9042 0.3888 0.058 Uiso 1 1 d . U . . .
H12B H 0.1812 0.9181 0.4481 0.058 Uiso 1 1 d . U . . .


_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 1.245(5) . ?
C1 O1 1.267(5) . ?
C1 C2 1.502(5) . ?
C2 C8 1.382(6) . ?
C2 C3 1.409(5) . ?
C3 C4 1.386(5) . ?
C3 N1 1.403(5) . ?
C4 C5 1.377(6) . ?
C4 H4 0.9300 . ?
C5 C7 1.390(5) . ?
C5 C6 1.506(5) . ?
C6 O3 1.252(5) . ?
C6 O4 1.266(5) . ?
C6 Zn1 2.544(4) 3_666 ?
C7 C8 1.379(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 O5 1.199(6) . ?
C9 N1 1.349(6) . ?
C9 C10 1.520(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 O7 1.232(5) . ?
C11 O6 1.281(5) . ?
C11 C12 1.509(5) . ?
C12 C13 1.382(6) . ?
C12 C18 1.411(5) . ?
C13 C14 1.382(5) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(5) . ?
C14 H14 0.9300 . ?
C15 C17 1.378(5) . ?
C15 C16 1.499(5) . ?
C16 O9 1.245(4) . ?
C16 O8 1.269(4) . ?
C17 C18 1.386(5) . ?
C17 H17 0.9300 . ?
C18 N2 1.400(5) . ?
C19 O10 1.215(5) . ?
C19 N2 1.356(6) . ?
C19 C20 1.514(7) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 N3 1.347(6) . ?
C21 C22 1.381(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.382(7) . ?
C22 H22 0.9300 . ?
C23 C29 1.386(7) . ?
C23 C24 1.492(7) . ?
C24 C28 1.368(7) . ?
C24 C25 1.366(7) . ?
C25 C26 1.392(8) . ?
C25 H25 0.9300 . ?
C26 N4 1.319(8) . ?
C26 H26 0.9300 . ?
C27 N4 1.305(8) . ?
C27 C28 1.384(8) . ?
C27 H27 0.9300 . ?
C28 H28 0.9300 . ?
C29 C30 1.383(7) . ?
C29 H29 0.9300 . ?
C30 N3 1.330(6) . ?
C30 H30 0.9300 . ?
C31 N5 1.332(5) . ?
C31 C32 1.381(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.390(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.376(5) . ?
C33 C38 1.485(5) 1_545 ?
C34 C35 1.366(5) . ?
C34 H34 0.9300 . ?
C35 N5 1.332(5) . ?
C35 H35 0.9300 . ?
C36 N6 1.331(5) . ?
C36 C37 1.379(5) . ?
C36 H36 0.9300 . ?
C37 C38 1.372(5) . ?
C37 H37 0.9300 . ?
C38 C39 1.380(5) . ?
C38 C33 1.485(5) 1_565 ?
C39 C40 1.376(5) . ?
C39 H39 0.9300 . ?
C40 N6 1.327(5) . ?
C40 H40 0.9300 . ?
C51 O11 1.231(6) . ?
C51 N7 1.320(6) . ?
C51 H51 0.9300 . ?
C52 N7 1.433(7) . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?
C53 N7 1.456(7) . ?
C53 H53A 0.9600 . ?
C53 H53B 0.9600 . ?
C53 H53C 0.9600 . ?
N1 H1 0.8600 . ?
N2 H2 0.8600 . ?
N3 Zn2 2.048(4) . ?
N5 Zn1 2.154(3) . ?
N6 Zn1 2.154(3) . ?
O1 Zn2 1.980(3) . ?
O3 Zn1 2.294(3) 3_666 ?
O4 Zn1 2.163(3) 3_666 ?
O6 Zn2 1.960(3) . ?
O8 Zn1 2.019(2) 3_665 ?
O9 Zn1 2.041(3) . ?
O11 Zn2 2.347(3) . ?
O12 Zn2 2.141(3) . ?
O12 H12A 0.910 . ?
O12 H12B 1.010 . ?
Zn1 O8 2.019(2) 3_665 ?
Zn1 O4 2.163(3) 3_666 ?
Zn1 O3 2.294(3) 3_666 ?
Zn1 C6 2.544(4) 3_666 ?

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 122.2(4) . . ?
O2 C1 C2 120.9(4) . . ?
O1 C1 C2 116.9(4) . . ?
C8 C2 C3 119.1(3) . . ?
C8 C2 C1 118.5(3) . . ?
C3 C2 C1 122.4(4) . . ?
C4 C3 N1 121.8(4) . . ?
C4 C3 C2 119.4(4) . . ?
N1 C3 C2 118.8(3) . . ?
C5 C4 C3 120.8(4) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C7 120.0(3) . . ?
C4 C5 C6 120.4(4) . . ?
C7 C5 C6 119.6(4) . . ?
O3 C6 O4 122.2(3) . . ?
O3 C6 C5 119.2(4) . . ?
O4 C6 C5 118.6(4) . . ?
O3 C6 Zn1 64.1(2) . 3_666 ?
O4 C6 Zn1 58.20(19) . 3_666 ?
C5 C6 Zn1 174.2(3) . 3_666 ?
C8 C7 C5 119.6(4) . . ?
C8 C7 H7 120.2 . . ?
C5 C7 H7 120.2 . . ?
C7 C8 C2 121.2(3) . . ?
C7 C8 H8 119.4 . . ?
C2 C8 H8 119.4 . . ?
O5 C9 N1 124.6(5) . . ?
O5 C9 C10 122.3(5) . . ?
N1 C9 C10 113.1(5) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O7 C11 O6 123.6(4) . . ?
O7 C11 C12 121.1(4) . . ?
O6 C11 C12 115.3(4) . . ?
C13 C12 C18 118.7(3) . . ?
C13 C12 C11 118.9(3) . . ?
C18 C12 C11 122.4(4) . . ?
C14 C13 C12 121.8(4) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C13 C14 C15 119.0(4) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C17 C15 C14 120.4(3) . . ?
C17 C15 C16 119.3(3) . . ?
C14 C15 C16 120.3(3) . . ?
O9 C16 O8 124.3(3) . . ?
O9 C16 C15 118.2(3) . . ?
O8 C16 C15 117.5(3) . . ?
C15 C17 C18 120.8(3) . . ?
C15 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C17 C18 N2 122.0(3) . . ?
C17 C18 C12 119.2(4) . . ?
N2 C18 C12 118.7(3) . . ?
O10 C19 N2 125.0(4) . . ?
O10 C19 C20 120.9(5) . . ?
N2 C19 C20 114.1(4) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N3 C21 C22 123.9(4) . . ?
N3 C21 H21 118.1 . . ?
C22 C21 H21 118.1 . . ?
C23 C22 C21 120.5(4) . . ?
C23 C22 H22 119.7 . . ?
C21 C22 H22 119.7 . . ?
C22 C23 C29 115.3(5) . . ?
C22 C23 C24 122.7(5) . . ?
C29 C23 C24 122.0(4) . . ?
C28 C24 C25 116.6(5) . . ?
C28 C24 C23 121.1(5) . . ?
C25 C24 C23 122.3(5) . . ?
C24 C25 C26 119.5(6) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
N4 C26 C25 124.3(6) . . ?
N4 C26 H26 117.9 . . ?
C25 C26 H26 117.9 . . ?
N4 C27 C28 125.4(7) . . ?
N4 C27 H27 117.3 . . ?
C28 C27 H27 117.3 . . ?
C24 C28 C27 119.2(6) . . ?
C24 C28 H28 120.4 . . ?
C27 C28 H28 120.4 . . ?
C30 C29 C23 120.8(5) . . ?
C30 C29 H29 119.6 . . ?
C23 C29 H29 119.6 . . ?
N3 C30 C29 123.8(5) . . ?
N3 C30 H30 118.1 . . ?
C29 C30 H30 118.1 . . ?
N5 C31 C32 123.0(4) . . ?
N5 C31 H31 118.5 . . ?
C32 C31 H31 118.5 . . ?
C31 C32 C33 118.6(3) . . ?
C31 C32 H32 120.7 . . ?
C33 C32 H32 120.7 . . ?
C34 C33 C32 117.8(3) . . ?
C34 C33 C38 120.1(3) . 1_545 ?
C32 C33 C38 122.1(3) . 1_545 ?
C35 C34 C33 120.1(4) . . ?
C35 C34 H34 120.0 . . ?
C33 C34 H34 120.0 . . ?
N5 C35 C34 122.5(4) . . ?
N5 C35 H35 118.7 . . ?
C34 C35 H35 118.7 . . ?
N6 C36 C37 123.0(4) . . ?
N6 C36 H36 118.5 . . ?
C37 C36 H36 118.5 . . ?
C38 C37 C36 119.9(3) . . ?
C38 C37 H37 120.1 . . ?
C36 C37 H37 120.1 . . ?
C37 C38 C39 116.6(3) . . ?
C37 C38 C33 123.2(3) . 1_565 ?
C39 C38 C33 120.2(3) . 1_565 ?
C40 C39 C38 120.6(4) . . ?
C40 C39 H39 119.7 . . ?
C38 C39 H39 119.7 . . ?
N6 C40 C39 122.3(4) . . ?
N6 C40 H40 118.8 . . ?
C39 C40 H40 118.8 . . ?
O11 C51 N7 125.7(5) . . ?
O11 C51 H51 117.1 . . ?
N7 C51 H51 117.1 . . ?
N7 C52 H52A 109.5 . . ?
N7 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
N7 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
N7 C53 H53A 109.5 . . ?
N7 C53 H53B 109.5 . . ?
H53A C53 H53B 109.5 . . ?
N7 C53 H53C 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C9 N1 C3 130.4(4) . . ?
C9 N1 H1 114.8 . . ?
C3 N1 H1 114.8 . . ?
C19 N2 C18 129.3(4) . . ?
C19 N2 H2 115.3 . . ?
C18 N2 H2 115.3 . . ?
C30 N3 C21 115.4(4) . . ?
C30 N3 Zn2 121.2(3) . . ?
C21 N3 Zn2 123.2(3) . . ?
C27 N4 C26 115.0(6) . . ?
C35 N5 C31 118.0(3) . . ?
C35 N5 Zn1 119.7(2) . . ?
C31 N5 Zn1 122.2(2) . . ?
C40 N6 C36 117.6(3) . . ?
C40 N6 Zn1 117.6(2) . . ?
C36 N6 Zn1 124.8(2) . . ?
C51 N7 C52 121.3(5) . . ?
C51 N7 C53 122.4(5) . . ?
C52 N7 C53 116.3(5) . . ?
C1 O1 Zn2 112.9(3) . . ?
C6 O3 Zn1 86.4(2) . 3_666 ?
C6 O4 Zn1 92.0(2) . 3_666 ?
C11 O6 Zn2 115.3(3) . . ?
C16 O8 Zn1 131.7(2) . 3_665 ?
C16 O9 Zn1 156.1(3) . . ?
C51 O11 Zn2 117.5(4) . . ?
Zn2 O12 H12A 130.00 . . ?
Zn2 O12 H12B 119.00 . . ?
H12A O12 H12B 101.00 . . ?
O8 Zn1 O9 107.05(10) 3_665 . ?
O8 Zn1 N6 97.01(11) 3_665 . ?
O9 Zn1 N6 88.82(11) . . ?
O8 Zn1 N5 93.37(11) 3_665 . ?
O9 Zn1 N5 84.63(11) . . ?
N6 Zn1 N5 168.99(11) . . ?
O8 Zn1 O4 90.77(10) 3_665 3_666 ?
O9 Zn1 O4 160.96(10) . 3_666 ?
N6 Zn1 O4 95.72(11) . 3_666 ?
N5 Zn1 O4 87.77(11) . 3_666 ?
O8 Zn1 O3 149.83(11) 3_665 3_666 ?
O9 Zn1 O3 102.51(11) . 3_666 ?
N6 Zn1 O3 89.41(10) . 3_666 ?
N5 Zn1 O3 83.40(10) . 3_666 ?
O4 Zn1 O3 59.19(10) 3_666 3_666 ?
O8 Zn1 C6 120.43(13) 3_665 3_666 ?
O9 Zn1 C6 131.54(13) . 3_666 ?
N6 Zn1 C6 94.27(11) . 3_666 ?
N5 Zn1 C6 83.55(11) . 3_666 ?
O4 Zn1 C6 29.82(12) 3_666 3_666 ?
O3 Zn1 C6 29.43(12) 3_666 3_666 ?
O6 Zn2 O1 103.53(12) . . ?
O6 Zn2 N3 127.76(13) . . ?
O1 Zn2 N3 128.06(13) . . ?
O6 Zn2 O12 91.35(12) . . ?
O1 Zn2 O12 93.95(13) . . ?
N3 Zn2 O12 92.59(14) . . ?
O6 Zn2 O11 86.00(12) . . ?
O1 Zn2 O11 88.00(13) . . ?
N3 Zn2 O11 87.97(13) . . ?
O12 Zn2 O11 177.03(12) . . ?

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 O2 0.86 1.90 2.611(5) 138.9 .
N2 H2 O7 0.86 1.90 2.616(4) 139.4 .
O12 H12A O4 0.910 2.070 2.971(4) 171.4(2) 4_575
O12 H12B O10 1.010 1.830 2.810(5) 160.9(2) 4_576

_refine_diff_density_max         0.662
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.103

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 968209'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound2

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H47 N5 O21 Zn4, 9(C4 H8 O2)'
_chemical_formula_sum            'C75 H119 N5 O39 Zn4'
_chemical_formula_weight         1976.22

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.4488(6)
_cell_length_b                   18.1141(7)
_cell_length_c                   17.5541(7)
_cell_angle_alpha                90
_cell_angle_beta                 103.171(3)
_cell_angle_gamma                90
_cell_volume                     4783.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4883
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      24.80

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_F_000             2072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    1.076
_shelx_estimated_absorpt_T_min   0.733
_shelx_estimated_absorpt_T_max   0.812
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.7262
_exptl_absorpt_correction_T_max  0.8059
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33504
_diffrn_reflns_av_unetI/netI     0.0917
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.292
_diffrn_reflns_theta_max         27.147
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10561
_reflns_number_gt                5565
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1005P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10561
_refine_ls_number_parameters     358
_refine_ls_number_restraints     85
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0579
_refine_ls_wR_factor_ref         0.1708
_refine_ls_wR_factor_gt          0.1559
_refine_ls_goodness_of_fit_ref   0.885
_refine_ls_restrained_S_all      0.898
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.004 0.000 0.000 1313 386 '9 dioxane molecules '
2 0.010 0.500 0.500 1313 386 '9 dioxane molecules '
_platon_squeeze_details          
;
 It was found that the disordered solvent is dioxane, with four independent
 molecules in general positions and one at a crystallographic inversion centre, 
 all of them disordered, so that the oxygen positions cannot be  ascertained.
 The asymmetric unit contains 4.5 molecules, hence there are 9  molecules per
 formula unit, and 18 per unit cell. This gives 884 electrons in
 all, not too far away from 772 electrons estimated by PLATON SQUEEZE. The
 refinement with (and without) various disorder models gives R1 between 8 and 9%. 
 Thus, the solvent-masking gives better results both considering R and the refinement
 of the host molecule. 
 The dioxane molecules were explicitly included into the CIF.
;

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9618(2) 0.9346(2) 0.6686(2) 0.0341(9) Uani 1 1 d . . . . .
C2 C 0.9729(2) 0.8626(2) 0.7120(2) 0.0388(10) Uani 1 1 d . . . . .
C3 C 1.0606(3) 0.8388(3) 0.7412(3) 0.0467(11) Uani 1 1 d . . . . .
H3 H 1.1086 0.8677 0.7324 0.056 Uiso 1 1 calc R U . . .
C4 C 1.0774(3) 0.7740(2) 0.7825(3) 0.0494(12) Uani 1 1 d . . . . .
H4 H 1.1370 0.7583 0.8021 0.059 Uiso 1 1 calc R U . . .
C5 C 1.0081(3) 0.7316(2) 0.7956(3) 0.0407(10) Uani 1 1 d . . . . .
C6 C 0.9200(3) 0.7538(2) 0.7649(3) 0.0457(11) Uani 1 1 d . . . . .
H6 H 0.8726 0.7233 0.7723 0.055 Uiso 1 1 calc R U . . .
C7 C 0.9014(3) 0.8187(2) 0.7245(3) 0.0430(11) Uani 1 1 d . . . . .
C8 C 0.7340(4) 0.8079(4) 0.6962(5) 0.106(3) Uani 1 1 d . . . . .
C9 C 0.6528(3) 0.8490(4) 0.6610(4) 0.103(2) Uani 1 1 d . U . . .
H9A H 0.6567 0.8652 0.6080 0.123 Uiso 1 1 calc R U . . .
H9B H 0.6507 0.8940 0.6926 0.123 Uiso 1 1 calc R U . . .
C10 C 0.5667(5) 0.8071(5) 0.6544(6) 0.163(4) Uani 1 1 d . U . . .
H10A H 0.5171 0.8369 0.6255 0.245 Uiso 1 1 calc R U . . .
H10B H 0.5579 0.7966 0.7068 0.245 Uiso 1 1 calc R U . . .
H10C H 0.5695 0.7606 0.6265 0.245 Uiso 1 1 calc R U . . .
C11 C 1.0240(3) 0.6602(2) 0.8406(2) 0.0379(10) Uani 1 1 d . . . . .
C20 C 0.6913(2) 0.9960(2) 0.5236(3) 0.0401(10) Uani 1 1 d . . . . .
C21 C 0.5924(12) 0.9956(9) 0.5192(9) 0.024(3) Uani 0.5 1 d G U P A -1
C22 C 0.5487(13) 1.0567(9) 0.5404(9) 0.031(3) Uani 0.5 1 d G U P A -1
C23 C 0.4568(13) 1.0558(9) 0.5301(9) 0.036(3) Uani 0.5 1 d G U P A -1
H23 H 0.4270 1.0976 0.5446 0.044 Uiso 0.5 1 calc R U P A -1
C24 C 0.4086(12) 0.9938(9) 0.4988(9) 0.028(3) Uani 0.5 1 d G U P A -1
C25 C 0.4522(12) 0.9327(9) 0.4776(9) 0.034(3) Uani 0.5 1 d G U P A -1
H25 H 0.4193 0.8903 0.4562 0.041 Uiso 0.5 1 calc R U P A -1
C26 C 0.5441(12) 0.9336(9) 0.4879(9) 0.031(3) Uani 0.5 1 d G U P A -1
H26 H 0.5740 0.8918 0.4735 0.037 Uiso 0.5 1 calc R U P A -1
C27 C 0.5676(7) 1.1957(7) 0.5945(7) 0.077(4) Uani 0.5 1 d . . P A -1
C28 C 0.6455(6) 1.2475(5) 0.6254(7) 0.072(3) Uani 0.5 1 d . . P A -1
H28A H 0.6943 1.2200 0.6602 0.086 Uiso 0.5 1 calc R U P A -1
H28B H 0.6681 1.2676 0.5812 0.086 Uiso 0.5 1 calc R U P A -1
C29 C 0.6169(13) 1.3066(10) 0.6677(11) 0.162(7) Uani 0.5 1 d . U P A -1
H29A H 0.6665 1.3407 0.6861 0.242 Uiso 0.5 1 calc R U P A -1
H29B H 0.5969 1.2866 0.7127 0.242 Uiso 0.5 1 calc R U P A -1
H29C H 0.5678 1.3330 0.6333 0.242 Uiso 0.5 1 calc R U P A -1
C41 C 1.2432(4) 1.0676(4) 0.6650(4) 0.0841(19) Uani 1 1 d . . . . .
H41 H 1.2251 1.1179 0.6601 0.101 Uiso 1 1 calc R U . . .
C42 C 1.3631(5) 0.9803(5) 0.7057(5) 0.133(3) Uani 1 1 d . . . . .
H42A H 1.4257 0.9800 0.7336 0.200 Uiso 1 1 calc R U . . .
H42B H 1.3577 0.9607 0.6527 0.200 Uiso 1 1 calc R U . . .
H42C H 1.3285 0.9494 0.7338 0.200 Uiso 1 1 calc R U . . .
C43 C 1.3891(5) 1.1115(5) 0.7317(6) 0.147(4) Uani 1 1 d . . . . .
H43A H 1.4469 1.0906 0.7576 0.221 Uiso 1 1 calc R U . . .
H43B H 1.3650 1.1399 0.7697 0.221 Uiso 1 1 calc R U . . .
H43C H 1.3966 1.1441 0.6891 0.221 Uiso 1 1 calc R U . . .
N1 N 0.8110(3) 0.8400(3) 0.6930(3) 0.0773(15) Uani 1 1 d . . . . .
H1 H 0.8051 0.8818 0.6669 0.093 Uiso 1 1 calc R U . . .
N21 N 0.5952(5) 1.1278(4) 0.5682(5) 0.059(2) Uani 0.5 1 d . . P A -1
H21 H 0.6521 1.1271 0.5680 0.071 Uiso 0.5 1 calc R U P A -1
N41 N 1.3300(3) 1.0539(3) 0.7010(3) 0.0804(15) Uani 1 1 d . . . . .
O1 O 1.02718(17) 0.96178(15) 0.64968(16) 0.0404(7) Uani 1 1 d . . . . .
O2 O 0.88355(17) 0.96327(14) 0.65241(17) 0.0412(7) Uani 1 1 d . . . . .
O3 O 0.7290(3) 0.7470(3) 0.7264(4) 0.147(2) Uani 1 1 d . U . . .
O11 O 0.95937(17) 0.62947(16) 0.85842(17) 0.0436(7) Uani 1 1 d . . . . .
O12 O 1.10329(16) 0.63753(15) 0.85696(17) 0.0429(7) Uani 1 1 d . . . . .
O21 O 0.72708(17) 0.93789(17) 0.5121(2) 0.0512(8) Uani 1 1 d . . . . .
O22 O 0.73328(16) 1.05633(15) 0.54670(19) 0.0469(8) Uani 1 1 d . . . . .
O23 O 0.4967(6) 1.2066(5) 0.6009(6) 0.117(3) Uani 0.5 1 d . . P . .
O31 O 1.11153(18) 1.11531(16) 0.50349(19) 0.0405(7) Uani 1 1 d D . . . .
O41 O 1.19009(19) 1.0240(2) 0.63995(18) 0.0575(9) Uani 1 1 d . . . . .
O51 O 0.93030(15) 1.04500(13) 0.50296(16) 0.0305(6) Uani 1 1 d . . . . .
Zn1 Zn 1.06087(2) 1.04038(2) 0.57324(3) 0.03067(14) Uani 1 1 d . . . . .
Zn2 Zn 0.86111(2) 1.04729(2) 0.58156(3) 0.03138(14) Uani 1 1 d . . . . .
H31O H 1.1610(16) 1.104(2) 0.500(2) 0.047 Uiso 1 1 d D U . . .
H32O H 1.110(3) 1.155(2) 0.522(3) 0.047 Uiso 1 1 d . U . . .
H51O H 0.922(3) 1.085(2) 0.483(2) 0.047 Uiso 1 1 d . U . . .


_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 1.235(5) . ?
C1 O2 1.287(4) . ?
C1 C2 1.501(5) . ?
C2 C3 1.403(5) . ?
C2 C7 1.419(6) . ?
C3 C4 1.373(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.378(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.404(5) . ?
C5 C11 1.508(5) . ?
C6 C7 1.369(6) . ?
C6 H6 0.9500 . ?
C7 N1 1.432(5) . ?
C8 O3 1.232(7) . ?
C8 N1 1.337(6) . ?
C8 C9 1.469(7) . ?
C9 C10 1.513(9) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O11 1.244(5) . ?
C11 O12 1.261(4) . ?
C20 O21 1.227(5) . ?
C20 O22 1.288(5) . ?
C20 C21 1.513(19) . ?
C21 C22 1.3900 . ?
C21 C26 1.3900 . ?
C22 C23 1.3900 . ?
C22 N21 1.502(18) . ?
C23 C24 1.3900 . ?
C23 H23 0.9500 . ?
C24 C25 1.3900 . ?
C24 C20 1.514(19) 3_676 ?
C25 C26 1.3900 . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 O23 1.143(11) . ?
C27 N21 1.413(13) . ?
C27 C28 1.525(13) . ?
C28 C29 1.429(19) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C41 O41 1.152(7) . ?
C41 N41 1.369(7) . ?
C41 H41 0.9500 . ?
C42 N41 1.424(8) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 N41 1.410(8) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
N1 H1 0.8800 . ?
N21 H21 0.8800 . ?
O1 Zn1 2.101(3) . ?
O2 Zn2 1.946(3) . ?
O11 Zn1 2.077(3) 2_746 ?
O12 Zn2 1.967(3) 2_746 ?
O22 Zn2 1.937(2) . ?
O31 Zn1 2.096(3) . ?
O31 H31O 0.810(19) . ?
O31 H32O 0.79(4) . ?
O41 Zn1 2.093(3) . ?
O51 Zn2 1.929(3) . ?
O51 Zn1 2.070(3) 3_776 ?
O51 Zn1 2.113(2) . ?
O51 H51O 0.80(4) . ?
Zn1 O51 2.070(3) 3_776 ?
Zn1 O11 2.077(3) 2_756 ?
Zn1 Zn2 3.1250(6) . ?
Zn2 O12 1.967(3) 2_756 ?

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 124.4(4) . . ?
O1 C1 C2 118.5(3) . . ?
O2 C1 C2 117.1(3) . . ?
C3 C2 C7 119.5(4) . . ?
C3 C2 C1 116.2(4) . . ?
C7 C2 C1 124.3(3) . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 120.2(4) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 119.9(4) . . ?
C4 C5 C11 121.7(3) . . ?
C6 C5 C11 118.4(4) . . ?
C7 C6 C5 121.1(4) . . ?
C7 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C6 C7 C2 118.8(4) . . ?
C6 C7 N1 120.2(4) . . ?
C2 C7 N1 121.0(4) . . ?
O3 C8 N1 123.4(5) . . ?
O3 C8 C9 120.2(5) . . ?
N1 C8 C9 116.4(5) . . ?
C8 C9 C10 115.4(6) . . ?
C8 C9 H9A 108.4 . . ?
C10 C9 H9A 108.4 . . ?
C8 C9 H9B 108.4 . . ?
C10 C9 H9B 108.4 . . ?
H9A C9 H9B 107.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O11 C11 O12 126.3(4) . . ?
O11 C11 C5 118.1(3) . . ?
O12 C11 C5 115.6(4) . . ?
O21 C20 O22 124.5(4) . . ?
O21 C20 C21 118.3(7) . . ?
O22 C20 C21 116.8(7) . . ?
C22 C21 C26 120.0 . . ?
C22 C21 C20 121.9(7) . . ?
C26 C21 C20 118.0(7) . . ?
C21 C22 C23 120.0 . . ?
C21 C22 N21 123.0(8) . . ?
C23 C22 N21 116.8(8) . . ?
C24 C23 C22 120.0 . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C23 C24 C25 120.0 . . ?
C23 C24 C20 115.3(7) . 3_676 ?
C25 C24 C20 123.7(7) . 3_676 ?
C26 C25 C24 120.0 . . ?
C26 C25 H25 120.0 . . ?
C24 C25 H25 120.0 . . ?
C25 C26 C21 120.0 . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
O23 C27 N21 123.3(10) . . ?
O23 C27 C28 123.7(11) . . ?
N21 C27 C28 112.3(8) . . ?
C29 C28 C27 109.5(11) . . ?
C29 C28 H28A 109.8 . . ?
C27 C28 H28A 109.8 . . ?
C29 C28 H28B 109.8 . . ?
C27 C28 H28B 109.8 . . ?
H28A C28 H28B 108.2 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
O41 C41 N41 126.2(6) . . ?
O41 C41 H41 116.9 . . ?
N41 C41 H41 116.9 . . ?
N41 C42 H42A 109.5 . . ?
N41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N41 C43 H43A 109.5 . . ?
N41 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
N41 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C8 N1 C7 131.7(5) . . ?
C8 N1 H1 114.2 . . ?
C7 N1 H1 114.2 . . ?
C27 N21 C22 134.0(10) . . ?
C27 N21 H21 113.0 . . ?
C22 N21 H21 113.0 . . ?
C41 N41 C43 121.6(6) . . ?
C41 N41 C42 119.8(6) . . ?
C43 N41 C42 118.6(6) . . ?
C1 O1 Zn1 141.1(3) . . ?
C1 O2 Zn2 118.5(3) . . ?
C11 O11 Zn1 136.7(3) . 2_746 ?
C11 O12 Zn2 122.0(3) . 2_746 ?
C20 O22 Zn2 115.6(3) . . ?
Zn1 O31 H31O 111(3) . . ?
Zn1 O31 H32O 107(3) . . ?
H31O O31 H32O 113(4) . . ?
C41 O41 Zn1 128.5(4) . . ?
Zn2 O51 Zn1 127.40(13) . 3_776 ?
Zn2 O51 Zn1 101.19(12) . . ?
Zn1 O51 Zn1 98.80(10) 3_776 . ?
Zn2 O51 H51O 103(3) . . ?
Zn1 O51 H51O 115(3) 3_776 . ?
Zn1 O51 H51O 109(3) . . ?
O51 Zn1 O11 174.23(10) 3_776 2_756 ?
O51 Zn1 O41 93.49(12) 3_776 . ?
O11 Zn1 O41 92.11(12) 2_756 . ?
O51 Zn1 O31 91.02(12) 3_776 . ?
O11 Zn1 O31 87.69(12) 2_756 . ?
O41 Zn1 O31 89.03(12) . . ?
O51 Zn1 O1 88.22(11) 3_776 . ?
O11 Zn1 O1 93.78(12) 2_756 . ?
O41 Zn1 O1 83.70(12) . . ?
O31 Zn1 O1 172.62(10) . . ?
O51 Zn1 O51 81.20(10) 3_776 . ?
O11 Zn1 O51 93.28(10) 2_756 . ?
O41 Zn1 O51 173.99(12) . . ?
O31 Zn1 O51 93.85(10) . . ?
O1 Zn1 O51 93.28(10) . . ?
O51 Zn1 Zn2 105.75(7) 3_776 . ?
O11 Zn1 Zn2 70.22(7) 2_756 . ?
O41 Zn1 Zn2 143.69(9) . . ?
O31 Zn1 Zn2 120.37(8) . . ?
O1 Zn1 Zn2 66.83(7) . . ?
O51 Zn1 Zn2 37.26(8) . . ?
O51 Zn2 O22 117.85(12) . . ?
O51 Zn2 O2 113.16(11) . . ?
O22 Zn2 O2 106.76(12) . . ?
O51 Zn2 O12 106.21(11) . 2_756 ?
O22 Zn2 O12 103.92(12) . 2_756 ?
O2 Zn2 O12 108.21(12) . 2_756 ?
O51 Zn2 Zn1 41.55(7) . . ?
O22 Zn2 Zn1 159.29(10) . . ?
O2 Zn2 Zn1 87.97(8) . . ?
O12 Zn2 Zn1 84.45(8) 2_756 . ?

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 O2 0.88 1.96 2.667(5) 136.1 .
N21 H21 O22 0.88 1.89 2.595(8) 136.0 .
O31 H31O O21 0.810(19) 1.94(2) 2.744(4) 172(4) 3_776

_refine_diff_density_max         0.966
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.097

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 968210'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound3

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H13 N O7 Zn, 0.5(C4 H8 O2)'
_chemical_formula_sum            'C17 H17 N O8 Zn'
_chemical_formula_weight         428.68

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.2898(3)
_cell_length_b                   19.3555(11)
_cell_length_c                   14.9434(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.931(2)
_cell_angle_gamma                90
_cell_volume                     1819.00(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6118
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      25.28

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    1.395
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8
_exptl_absorpt_correction_T_max  0.9
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II PHOTON 100 detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20191
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.507
_diffrn_reflns_theta_max         25.369
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3345
_reflns_number_gt                2705
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Giacovazzo et al, 1997)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0655P)²+0.5672P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3345
_refine_ls_number_parameters     256
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0525
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.1058
_refine_ls_wR_factor_gt          0.1003
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.091
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3467(4) 0.15627(13) 0.76094(17) 0.0282(6) Uani 1 1 d . . . . .
C2 C 0.4412(4) 0.20760(13) 0.82636(17) 0.0277(6) Uani 1 1 d . . . . .
C3 C 0.6293(4) 0.18828(14) 0.87051(18) 0.0328(6) Uani 1 1 d . . . . .
H3 H 0.6854 0.1446 0.8600 0.039 Uiso 1 1 calc R U . . .
C4 C 0.7343(4) 0.23198(14) 0.92922(18) 0.0330(6) Uani 1 1 d . . . . .
H4 H 0.8592 0.2179 0.9579 0.040 Uiso 1 1 calc R U . . .
C5 C 0.6517(4) 0.29717(13) 0.94507(17) 0.0277(6) Uani 1 1 d . . . . .
C6 C 0.4659(4) 0.31804(14) 0.90187(18) 0.0297(6) Uani 1 1 d . . . . .
H6 H 0.4130 0.3622 0.9122 0.036 Uiso 1 1 calc R U . . .
C7 C 0.3574(4) 0.27411(13) 0.84342(16) 0.0262(6) Uani 1 1 d . . . . .
C8 C -0.2393(4) 0.15321(14) 0.50861(17) 0.0296(6) Uani 1 1 d . . . . .
C10 C 0.2027(6) 0.5227(3) 0.5140(3) 0.0796(13) Uani 1 1 d . . . . .
H10A H 0.3431 0.5162 0.5405 0.095 Uiso 1 1 calc R U . . .
H10B H 0.2054 0.5645 0.4782 0.095 Uiso 1 1 calc R U . . .
C11 C 0.0574(4) 0.35433(14) 0.80493(18) 0.0300(6) Uani 1 1 d . . . . .
C12 C -0.1395(4) 0.35859(14) 0.74716(17) 0.0302(6) Uani 1 1 d . . . . .
C13 C -0.2112(5) 0.30600(16) 0.6913(2) 0.0411(7) Uani 1 1 d . . . . .
H13 H -0.1295 0.2663 0.6850 0.049 Uiso 1 1 calc R U . . .
C14 C -0.4018(5) 0.31172(19) 0.6448(2) 0.0462(8) Uani 1 1 d . . . . .
H14 H -0.4495 0.2758 0.6084 0.055 Uiso 1 1 calc R U . . .
C15 C -0.5214(5) 0.37124(19) 0.6528(2) 0.0475(8) Uani 1 1 d . . . . .
H15 H -0.6510 0.3751 0.6223 0.057 Uiso 1 1 calc R U . . .
C16 C -0.4498(5) 0.42473(18) 0.7055(2) 0.0475(8) Uani 1 1 d . . . . .
H16 H -0.5280 0.4654 0.7089 0.057 Uiso 1 1 calc R U . . .
C17 C -0.2615(5) 0.41802(16) 0.7532(2) 0.0409(7) Uani 1 1 d . . . . .
H17 H -0.2156 0.4539 0.7900 0.049 Uiso 1 1 calc R U . . .
C20 C 0.1507(6) 0.4630(3) 0.4555(3) 0.0755(12) Uani 1 1 d . . . . .
H20A H 0.2545 0.4598 0.4083 0.091 Uiso 1 1 calc R U . . .
H20B H 0.1582 0.4207 0.4903 0.091 Uiso 1 1 calc R U . . .
N1 N 0.1680(3) 0.29466(12) 0.79922(15) 0.0323(5) Uani 1 1 d . . . . .
H1 H 0.1145 0.2646 0.7630 0.039 Uiso 1 1 calc R U . . .
O1 O 0.1827(3) 0.17580(10) 0.71580(14) 0.0427(5) Uani 1 1 d . . . . .
O2 O 0.4254(4) 0.09894(10) 0.75228(16) 0.0487(6) Uani 1 1 d . . . . .
O3 O -0.0849(3) 0.17733(10) 0.55454(13) 0.0398(5) Uani 1 1 d . . . . .
O4 O -0.3017(3) 0.09238(10) 0.51430(15) 0.0425(5) Uani 1 1 d . . . . .
O5 O 0.1096(3) 0.40292(10) 0.85322(14) 0.0425(5) Uani 1 1 d . . . . .
O10 O -0.1343(4) 0.04967(13) 0.71000(16) 0.0522(6) Uani 1 1 d D . . . .
O20 O 0.2365(4) 0.05429(13) 0.54804(17) 0.0534(6) Uani 1 1 d D . . . .
O30 O 0.0530(4) 0.53035(16) 0.58263(16) 0.0680(8) Uani 1 1 d . . . . .
Zn1 Zn 0.05367(5) 0.10790(2) 0.63238(2) 0.02871(14) Uani 1 1 d . . . . .
H10C H -0.092(5) 0.0400(16) 0.7671(14) 0.043 Uiso 1 1 d D U . . .
H20C H 0.377(3) 0.0666(17) 0.556(2) 0.043 Uiso 1 1 d D U . . .
H10D H -0.275(3) 0.0649(16) 0.714(2) 0.043 Uiso 1 1 d D U . . .
H20D H 0.228(5) 0.0091(10) 0.541(2) 0.043 Uiso 1 1 d D U . . .


_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 1.223(3) . ?
C1 O1 1.281(3) . ?
C1 C2 1.509(4) . ?
C2 C3 1.396(4) . ?
C2 C7 1.416(4) . ?
C3 C4 1.379(4) . ?
C4 C5 1.386(4) . ?
C5 C6 1.386(4) . ?
C5 C8 1.508(4) 4_666 ?
C6 C7 1.390(4) . ?
C7 N1 1.410(3) . ?
C8 O4 1.244(3) . ?
C8 O3 1.269(3) . ?
C8 C5 1.507(3) 4_465 ?
C10 O30 1.411(5) . ?
C10 C20 1.483(6) . ?
C11 O5 1.227(3) . ?
C11 N1 1.352(3) . ?
C11 C12 1.500(4) . ?
C12 C13 1.387(4) . ?
C12 C17 1.386(4) . ?
C13 C14 1.380(4) . ?
C14 C15 1.382(5) . ?
C15 C16 1.372(5) . ?
C16 C17 1.378(4) . ?
C20 O30 1.400(5) 3_566 ?
O1 Zn1 1.9766(18) . ?
O3 Zn1 1.9713(18) . ?
O10 Zn1 2.015(2) . ?
O20 Zn1 2.009(2) . ?
O30 C20 1.400(5) 3_566 ?

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 122.4(2) . . ?
O2 C1 C2 120.7(2) . . ?
O1 C1 C2 116.9(2) . . ?
C3 C2 C7 118.3(2) . . ?
C3 C2 C1 116.8(2) . . ?
C7 C2 C1 124.8(2) . . ?
C4 C3 C2 122.0(2) . . ?
C3 C4 C5 119.3(2) . . ?
C6 C5 C4 120.1(2) . . ?
C6 C5 C8 118.6(2) . 4_666 ?
C4 C5 C8 121.3(2) . 4_666 ?
C5 C6 C7 121.1(2) . . ?
C6 C7 N1 121.6(2) . . ?
C6 C7 C2 119.3(2) . . ?
N1 C7 C2 119.1(2) . . ?
O4 C8 O3 123.4(2) . . ?
O4 C8 C5 120.4(2) . 4_465 ?
O3 C8 C5 116.2(2) . 4_465 ?
O30 C10 C20 111.6(4) . . ?
O5 C11 N1 124.0(2) . . ?
O5 C11 C12 120.4(2) . . ?
N1 C11 C12 115.6(2) . . ?
C13 C12 C17 118.2(3) . . ?
C13 C12 C11 124.3(2) . . ?
C17 C12 C11 117.4(3) . . ?
C14 C13 C12 121.0(3) . . ?
C15 C14 C13 119.5(3) . . ?
C16 C15 C14 120.3(3) . . ?
C17 C16 C15 119.8(3) . . ?
C16 C17 C12 121.1(3) . . ?
O30 C20 C10 111.1(4) 3_566 . ?
C11 N1 C7 130.0(2) . . ?
C1 O1 Zn1 117.05(17) . . ?
C8 O3 Zn1 113.29(17) . . ?
C20 O30 C10 109.3(3) 3_566 . ?
O3 Zn1 O1 95.27(9) . . ?
O3 Zn1 O20 103.54(10) . . ?
O1 Zn1 O20 120.39(10) . . ?
O3 Zn1 O10 117.59(9) . . ?
O1 Zn1 O10 104.34(10) . . ?
O20 Zn1 O10 114.81(11) . . ?

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 O1 0.86 1.91 2.619(3) 139.0 .
O10 H10C O30 0.908(18) 2.264(19) 3.155(3) 167(3) 2_546
O20 H20C O4 0.923(18) 2.18(2) 3.047(3) 156(3) 1_655
O10 H10D O2 0.933(18) 2.087(19) 3.005(3) 168(3) 1_455
O20 H20D O4 0.884(18) 2.18(2) 3.018(3) 158(3) 3_556

_refine_diff_density_max         0.917
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.115

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 968211'
