# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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. 
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data_3
_database_code_depnum_ccdc_archive 'CCDC 2159086'
_audit_update_record             
;
2022-03-15 deposited with the CCDC.	2022-08-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H42 N10 O18 Zn2'
_chemical_formula_weight         1081.57

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.8225(14)
_cell_length_b                   10.8321(16)
_cell_length_c                   12.0244(18)
_cell_angle_alpha                70.529(2)
_cell_angle_beta                 68.630(2)
_cell_angle_gamma                76.180(2)
_cell_volume                     1113.2(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9363
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      30.02

_exptl_crystal_description       Block
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_F_000             556
_exptl_transmission_factor_min   0.817
_exptl_transmission_factor_max   0.854
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.167
_shelx_estimated_absorpt_T_min   0.817
_shelx_estimated_absorpt_T_max   0.854
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(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            25796
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.890
_diffrn_reflns_theta_max         30.138
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6160
_reflns_number_gt                5705
_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.1000P)²+0.0100P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6160
_refine_ls_number_parameters     319
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.1153
_refine_ls_wR_factor_gt          0.1118
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.022
_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 0.26812(14) 0.58821(13) 0.64324(13) 0.0246(2) Uani 1 1 d . . . . .
C2 C 0.26033(15) 0.60229(13) 0.75751(13) 0.0268(3) Uani 1 1 d . . . . .
C3 C 0.15605(16) 0.69602(15) 0.80845(14) 0.0322(3) Uani 1 1 d . . . . .
H3 H 0.1538 0.7049 0.8834 0.039 Uiso 1 1 calc R U . . .
C4 C 0.05401(16) 0.77769(15) 0.75008(16) 0.0345(3) Uani 1 1 d . . . . .
C5 C 0.05720(16) 0.75931(15) 0.64134(16) 0.0344(3) Uani 1 1 d . . . . .
H5 H -0.0127 0.8104 0.6034 0.041 Uiso 1 1 calc R U . . .
C6 C 0.16231(15) 0.66599(14) 0.58493(14) 0.0290(3) Uani 1 1 d . . . . .
C7 C -0.0517(2) 0.88499(19) 0.8041(2) 0.0473(4) Uani 1 1 d . U . . .
H7A H -0.1217 0.9238 0.7580 0.057 Uiso 1 1 calc R U . . .
H7B H -0.1067 0.8453 0.8893 0.057 Uiso 1 1 calc R U . . .
C8 C 0.0204(4) 0.9903(3) 0.8017(5) 0.129(2) Uani 1 1 d . U . . .
H8A H 0.1087 0.9522 0.8242 0.193 Uiso 1 1 calc R U . . .
H8B H -0.0454 1.0380 0.8597 0.193 Uiso 1 1 calc R U . . .
H8C H 0.0450 1.0497 0.7198 0.193 Uiso 1 1 calc R U . . .
C9 C 0.15601(16) 0.65972(15) 0.46805(15) 0.0324(3) Uani 1 1 d . . . . .
H9A H 0.0815 0.7160 0.4385 0.039 Uiso 1 1 calc R U . . .
C10 C 0.22564(17) 0.58736(18) 0.28508(15) 0.0365(3) Uani 1 1 d . . . . .
H10A H 0.1651 0.6683 0.2563 0.044 Uiso 1 1 calc R U . . .
H10B H 0.1777 0.5132 0.2973 0.044 Uiso 1 1 calc R U . . .
C11 C 0.36551(15) 0.50608(14) 0.82330(12) 0.0274(3) Uani 1 1 d . . . . .
H11 H 0.3621 0.4173 0.8211 0.033 Uiso 1 1 calc R U . . .
C12 C 0.62196(17) 0.42019(15) 0.81027(13) 0.0323(3) Uani 1 1 d . . . . .
H12A H 0.5818 0.3387 0.8321 0.039 Uiso 1 1 calc R U . . .
H12B H 0.6303 0.4296 0.8849 0.039 Uiso 1 1 calc R U . . .
C13 C 0.53939(18) 0.65875(16) 0.77555(16) 0.0357(3) Uani 1 1 d . . . . .
H13A H 0.4696 0.7293 0.7466 0.054 Uiso 1 1 calc R U . . .
H13B H 0.6377 0.6784 0.7276 0.054 Uiso 1 1 calc R U . . .
H13C H 0.5238 0.6494 0.8614 0.054 Uiso 1 1 calc R U . . .
C14 C 0.2053(2) 0.4320(2) 1.02724(17) 0.0498(4) Uani 1 1 d . . . . .
H14A H 0.1294 0.4555 0.9885 0.075 Uiso 1 1 calc R U . . .
H14B H 0.1664 0.4524 1.1058 0.075 Uiso 1 1 calc R U . . .
H14C H 0.2395 0.3392 1.0399 0.075 Uiso 1 1 calc R U . . .
C15 C 0.43485(16) 0.18309(13) 0.60264(13) 0.0283(3) Uani 1 1 d . . . . .
C16 C 0.54869(17) 0.07392(14) 0.62300(14) 0.0302(3) Uani 1 1 d . . . . .
C17 C 0.54844(18) -0.00935(15) 0.73748(15) 0.0344(3) Uani 1 1 d . . . . .
H17 H 0.6270 -0.0756 0.7459 0.041 Uiso 1 1 calc R U . . .
C18 C 0.4307(2) 0.00648(16) 0.83939(16) 0.0377(3) Uani 1 1 d . . . . .
C19 C 0.31365(19) 0.10543(16) 0.82952(16) 0.0382(3) Uani 1 1 d . . . . .
H19 H 0.2347 0.1150 0.8995 0.046 Uiso 1 1 calc R U . . .
C20 C 0.31582(17) 0.18988(14) 0.71404(15) 0.0327(3) Uani 1 1 d . . . . .
N1 N 0.24297(13) 0.58433(13) 0.40202(12) 0.0301(2) Uani 1 1 d . . . . .
N2 N 0.51937(13) 0.53384(11) 0.76174(11) 0.0260(2) Uani 1 1 d . . . . .
N3 N 0.66939(16) 0.04176(14) 0.51774(14) 0.0401(3) Uani 1 1 d . . . . .
N4 N 0.4293(2) -0.08559(16) 0.95974(15) 0.0483(4) Uani 1 1 d . . . . .
N5 N 0.18518(15) 0.28668(14) 0.70932(15) 0.0408(3) Uani 1 1 d . . . . .
O1 O 0.37728(11) 0.50258(10) 0.59452(9) 0.02557(19) Uani 1 1 d . . . . .
O2 O 0.32485(13) 0.50483(13) 0.94939(10) 0.0366(2) Uani 1 1 d . . . . .
O3 O 0.44544(14) 0.26254(10) 0.49596(10) 0.0370(2) Uani 1 1 d . . . . .
O4 O 0.64874(16) 0.07058(14) 0.41755(12) 0.0479(3) Uani 1 1 d . . . . .
O5 O 0.78578(18) -0.0148(2) 0.53584(17) 0.0810(6) Uani 1 1 d . . . . .
O6 O 0.5401(2) -0.16069(16) 0.96929(14) 0.0639(4) Uani 1 1 d . . . . .
O7 O 0.3173(2) -0.0823(2) 1.04713(16) 0.0869(7) Uani 1 1 d . . . . .
O8 O 0.11039(18) 0.32001(17) 0.80423(17) 0.0656(4) Uani 1 1 d . . . . .
O9 O 0.15398(15) 0.32948(15) 0.61298(15) 0.0554(4) Uani 1 1 d . . . . .
Zn1 Zn 0.41775(2) 0.45614(2) 0.43436(2) 0.02445(8) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.3351(16) . ?
C1 C2 1.4053(19) . ?
C1 C6 1.4145(18) . ?
C2 C3 1.3841(19) . ?
C2 C11 1.5201(19) . ?
C3 C4 1.398(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.375(2) . ?
C4 C7 1.512(2) . ?
C5 C6 1.413(2) . ?
C5 H5 0.9300 . ?
C6 C9 1.453(2) . ?
C7 C8 1.468(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 N1 1.277(2) . ?
C9 H9A 0.9300 . ?
C10 N1 1.4656(19) . ?
C10 C12 1.522(2) 2_666 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 O2 1.4164(17) . ?
C11 N2 1.4750(18) . ?
C11 H11 0.9800 . ?
C12 N2 1.4928(18) . ?
C12 C10 1.522(2) 2_666 ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N2 1.4825(19) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 O2 1.424(2) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 O3 1.2675(17) . ?
C15 C20 1.432(2) . ?
C15 C16 1.443(2) . ?
C16 C17 1.371(2) . ?
C16 N3 1.460(2) . ?
C17 C18 1.372(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.382(2) . ?
C18 N4 1.456(2) . ?
C19 C20 1.381(2) . ?
C19 H19 0.9300 . ?
C20 N5 1.456(2) . ?
N1 Zn1 2.0036(12) . ?
N2 Zn1 2.1802(12) 2_666 ?
N3 O4 1.219(2) . ?
N3 O5 1.220(2) . ?
N4 O6 1.210(2) . ?
N4 O7 1.217(2) . ?
N5 O9 1.218(2) . ?
N5 O8 1.229(2) . ?
O1 Zn1 2.0279(10) . ?
O1 Zn1 2.0472(10) 2_666 ?
O3 Zn1 1.9645(11) . ?
Zn1 O1 2.0472(10) 2_666 ?
Zn1 N2 2.1802(12) 2_666 ?
Zn1 Zn1 3.0980(4) 2_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
O1 C1 C2 117.76(12) . . ?
O1 C1 C6 123.38(12) . . ?
C2 C1 C6 118.85(12) . . ?
C3 C2 C1 120.44(13) . . ?
C3 C2 C11 122.68(13) . . ?
C1 C2 C11 116.82(12) . . ?
C2 C3 C4 121.70(14) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 117.74(14) . . ?
C5 C4 C7 122.02(16) . . ?
C3 C4 C7 120.20(16) . . ?
C4 C5 C6 122.71(14) . . ?
C4 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
C5 C6 C1 118.43(13) . . ?
C5 C6 C9 116.99(13) . . ?
C1 C6 C9 124.55(13) . . ?
C8 C7 C4 113.94(17) . . ?
C8 C7 H7A 108.8 . . ?
C4 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C4 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N1 C9 C6 126.25(13) . . ?
N1 C9 H9A 116.9 . . ?
C6 C9 H9A 116.9 . . ?
N1 C10 C12 108.28(12) . 2_666 ?
N1 C10 H10A 110.0 . . ?
C12 C10 H10A 110.0 2_666 . ?
N1 C10 H10B 110.0 . . ?
C12 C10 H10B 110.0 2_666 . ?
H10A C10 H10B 108.4 . . ?
O2 C11 N2 108.58(11) . . ?
O2 C11 C2 112.45(12) . . ?
N2 C11 C2 112.38(11) . . ?
O2 C11 H11 107.7 . . ?
N2 C11 H11 107.7 . . ?
C2 C11 H11 107.7 . . ?
N2 C12 C10 111.49(12) . 2_666 ?
N2 C12 H12A 109.3 . . ?
C10 C12 H12A 109.3 2_666 . ?
N2 C12 H12B 109.3 . . ?
C10 C12 H12B 109.3 2_666 . ?
H12A C12 H12B 108.0 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 C20 125.94(13) . . ?
O3 C15 C16 121.37(14) . . ?
C20 C15 C16 112.68(13) . . ?
C17 C16 C15 123.95(14) . . ?
C17 C16 N3 115.75(14) . . ?
C15 C16 N3 120.21(13) . . ?
C16 C17 C18 119.06(15) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C17 C18 C19 121.57(15) . . ?
C17 C18 N4 118.49(15) . . ?
C19 C18 N4 119.94(16) . . ?
C20 C19 C18 118.94(15) . . ?
C20 C19 H19 120.5 . . ?
C18 C19 H19 120.5 . . ?
C19 C20 C15 123.69(14) . . ?
C19 C20 N5 116.02(14) . . ?
C15 C20 N5 120.26(13) . . ?
C9 N1 C10 121.20(13) . . ?
C9 N1 Zn1 127.54(10) . . ?
C10 N1 Zn1 111.23(10) . . ?
C11 N2 C13 111.60(12) . . ?
C11 N2 C12 110.21(11) . . ?
C13 N2 C12 111.33(12) . . ?
C11 N2 Zn1 109.38(8) . 2_666 ?
C13 N2 Zn1 110.04(9) . 2_666 ?
C12 N2 Zn1 104.02(9) . 2_666 ?
O4 N3 O5 123.46(16) . . ?
O4 N3 C16 118.96(14) . . ?
O5 N3 C16 117.58(16) . . ?
O6 N4 O7 122.71(17) . . ?
O6 N4 C18 118.81(16) . . ?
O7 N4 C18 118.47(18) . . ?
O9 N5 O8 123.13(16) . . ?
O9 N5 C20 119.03(16) . . ?
O8 N5 C20 117.83(16) . . ?
C1 O1 Zn1 127.83(8) . . ?
C1 O1 Zn1 113.06(8) . 2_666 ?
Zn1 O1 Zn1 98.97(4) . 2_666 ?
C11 O2 C14 113.07(13) . . ?
C15 O3 Zn1 133.46(10) . . ?
O3 Zn1 N1 131.42(5) . . ?
O3 Zn1 O1 99.29(4) . . ?
N1 Zn1 O1 90.40(5) . . ?
O3 Zn1 O1 100.96(5) . 2_666 ?
N1 Zn1 O1 127.60(5) . 2_666 ?
O1 Zn1 O1 81.03(4) . 2_666 ?
O3 Zn1 N2 96.71(5) . 2_666 ?
N1 Zn1 N2 84.09(5) . 2_666 ?
O1 Zn1 N2 162.59(5) . 2_666 ?
O1 Zn1 N2 89.26(4) 2_666 2_666 ?
O3 Zn1 Zn1 103.38(4) . 2_666 ?
N1 Zn1 Zn1 114.07(4) . 2_666 ?
O1 Zn1 Zn1 40.75(3) . 2_666 ?
O1 Zn1 Zn1 40.28(3) 2_666 2_666 ?
N2 Zn1 Zn1 128.03(3) 2_666 2_666 ?

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
O1 C1 C2 C3 175.47(12) . . . . ?
C6 C1 C2 C3 -3.6(2) . . . . ?
O1 C1 C2 C11 -7.49(18) . . . . ?
C6 C1 C2 C11 173.40(12) . . . . ?
C1 C2 C3 C4 1.1(2) . . . . ?
C11 C2 C3 C4 -175.71(13) . . . . ?
C2 C3 C4 C5 2.0(2) . . . . ?
C2 C3 C4 C7 -175.96(15) . . . . ?
C3 C4 C5 C6 -2.7(2) . . . . ?
C7 C4 C5 C6 175.25(15) . . . . ?
C4 C5 C6 C1 0.2(2) . . . . ?
C4 C5 C6 C9 -178.10(15) . . . . ?
O1 C1 C6 C5 -176.09(13) . . . . ?
C2 C1 C6 C5 3.0(2) . . . . ?
O1 C1 C6 C9 2.1(2) . . . . ?
C2 C1 C6 C9 -178.88(13) . . . . ?
C5 C4 C7 C8 -112.2(3) . . . . ?
C3 C4 C7 C8 65.6(3) . . . . ?
C5 C6 C9 N1 178.40(16) . . . . ?
C1 C6 C9 N1 0.2(3) . . . . ?
C3 C2 C11 O2 12.30(19) . . . . ?
C1 C2 C11 O2 -164.67(12) . . . . ?
C3 C2 C11 N2 -110.59(15) . . . . ?
C1 C2 C11 N2 72.44(15) . . . . ?
O3 C15 C16 C17 175.12(15) . . . . ?
C20 C15 C16 C17 -4.1(2) . . . . ?
O3 C15 C16 N3 -8.5(2) . . . . ?
C20 C15 C16 N3 172.35(13) . . . . ?
C15 C16 C17 C18 3.1(2) . . . . ?
N3 C16 C17 C18 -173.44(14) . . . . ?
C16 C17 C18 C19 -0.9(3) . . . . ?
C16 C17 C18 N4 177.81(16) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
N4 C18 C19 C20 -178.62(16) . . . . ?
C18 C19 C20 C15 -1.4(3) . . . . ?
C18 C19 C20 N5 176.46(15) . . . . ?
O3 C15 C20 C19 -175.96(15) . . . . ?
C16 C15 C20 C19 3.2(2) . . . . ?
O3 C15 C20 N5 6.3(2) . . . . ?
C16 C15 C20 N5 -174.61(13) . . . . ?
C6 C9 N1 C10 -179.80(15) . . . . ?
C6 C9 N1 Zn1 -2.1(2) . . . . ?
C12 C10 N1 C9 138.11(15) 2_666 . . . ?
C12 C10 N1 Zn1 -39.94(15) 2_666 . . . ?
O2 C11 N2 C13 -55.85(15) . . . . ?
C2 C11 N2 C13 69.20(15) . . . . ?
O2 C11 N2 C12 68.38(15) . . . . ?
C2 C11 N2 C12 -166.58(12) . . . . ?
O2 C11 N2 Zn1 -177.85(9) . . . 2_666 ?
C2 C11 N2 Zn1 -52.80(13) . . . 2_666 ?
C10 C12 N2 C11 153.27(12) 2_666 . . . ?
C10 C12 N2 C13 -82.34(15) 2_666 . . . ?
C10 C12 N2 Zn1 36.12(13) 2_666 . . 2_666 ?
C17 C16 N3 O4 149.87(16) . . . . ?
C15 C16 N3 O4 -26.8(2) . . . . ?
C17 C16 N3 O5 -29.1(2) . . . . ?
C15 C16 N3 O5 154.19(19) . . . . ?
C17 C18 N4 O6 10.3(3) . . . . ?
C19 C18 N4 O6 -170.88(18) . . . . ?
C17 C18 N4 O7 -170.8(2) . . . . ?
C19 C18 N4 O7 8.0(3) . . . . ?
C19 C20 N5 O9 -153.42(16) . . . . ?
C15 C20 N5 O9 24.5(2) . . . . ?
C19 C20 N5 O8 25.7(2) . . . . ?
C15 C20 N5 O8 -156.37(16) . . . . ?
C2 C1 O1 Zn1 178.70(9) . . . . ?
C6 C1 O1 Zn1 -2.23(18) . . . . ?
C2 C1 O1 Zn1 -58.28(14) . . . 2_666 ?
C6 C1 O1 Zn1 120.80(12) . . . 2_666 ?
N2 C11 O2 C14 -157.44(14) . . . . ?
C2 C11 O2 C14 77.55(17) . . . . ?
C20 C15 O3 Zn1 47.1(2) . . . . ?
C16 C15 O3 Zn1 -132.00(13) . . . . ?

_refine_diff_density_max         0.830
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.076



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

data_1
_database_code_depnum_ccdc_archive 'CCDC 2159087'
_audit_update_record             
;
2022-03-15 deposited with the CCDC.	2022-08-29 downloaded from the CCDC.
;
_audit_creation_date             2019-11-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H25 N13 O Zn2'
_chemical_formula_sum            'C16 H25 N13 O Zn2'
_chemical_formula_weight         546.23
_chemical_melting_point          ?
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   14.3387(7)
_cell_length_b                   10.7536(6)
_cell_length_c                   14.2438(8)
_cell_angle_alpha                90
_cell_angle_beta                 90.723(3)
_cell_angle_gamma                90
_cell_volume                     2196.1(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9423
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.80
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   0.636
_shelx_estimated_absorpt_T_min   0.423
_exptl_absorpt_coefficient_mu    2.223
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5013
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1277 before and 0.0742 after correction. The Ratio of minimum to maximum transmission is 0.6723. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.652
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.467
_exptl_crystal_size_mid          0.295
_exptl_crystal_size_min          0.224
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0673
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            29945
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         1.420
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Bruker area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'Bruker Apex II kappa CCDC area detector'
_diffrn_measurement_device_type  'Bruker Apex II kappa CCDC area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3396
_reflns_number_total             4022
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.725
_refine_diff_density_min         -0.801
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     353
_refine_ls_number_reflns         4022
_refine_ls_number_restraints     191
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0544
_refine_ls_restrained_S_all      1.157
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0158P)²+17.2997P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1212
_refine_ls_wR_factor_ref         0.1262
_refine_special_details          
;
Occupancies of the disordered atoms were refined with their sum set to 
equal 1.  Restraints and constraints were applied to maintain sensible
geometric and thermal parameters.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C7-C11A \\sim C7-C11
 with sigma of 0.01
 C12-C11 \\sim C12A-C11A
 with sigma of 0.01
 Zn1-N8A \\sim Zn1-N8
 with sigma of 0.01
 Zn2-N8A \\sim Zn2-N8
 with sigma of 0.01
 N12A-N13A \\sim N13-N12 \\sim N10-N9 \\sim N9A-N10A \\sim N7-N6
 with sigma of 0.01
 N12-N11 \\sim N12A-N11 \\sim N9-N8 \\sim N8A-N9A \\sim N5-N6
 with sigma of 0.01
3. Restrained planarity
 C5, C9, C10, C11A
 with sigma of 0.01
 C5, C9, C10, C6, C7, C8, C11
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C5 \\sim C9 \\sim C10 \\sim C6 \\sim C7 \\sim C8 \\sim C11 \\sim C12: within 2A
with sigma of 0.003 and sigma for terminal atoms of 0.006
N8 \\sim N9 \\sim N10 \\sim N8A \\sim N9A \\sim N10A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
N11 \\sim N12 \\sim N13 \\sim N12A \\sim N13A: within 2A with sigma of 0.003
and sigma for terminal atoms of 0.006
Uanis(C11A) = Uanis(C11)
5. Others
 Sof(N8A)=Sof(N9A)=Sof(N10A)=1-FVAR(1)
 Sof(N8)=Sof(N9)=Sof(N10)=FVAR(1)
 Sof(N12A)=Sof(N13A)=1-FVAR(2)
 Sof(N12)=Sof(N13)=FVAR(2)
 Sof(C11A)=Sof(H11C)=Sof(H11D)=Sof(C12A)=Sof(H12D)=Sof(H12E)=Sof(H12F)=1-FVAR(3)
 Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(H12C)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 N1(H1), N4(H4)
6.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C14(H14A,H14B), C15(H15A,H15B), C11(H11A,H11B),
 C11A(H11C,H11D)
6.c Aromatic/amide H refined with riding coordinates:
 C4(H4A), C13(H13), C6(H6), C8(H8)
6.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C16(H16A,H16B,H16C), C12(H12A,H12B,H12C), C12A(H12D,H12E,H12F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.22433(4) 0.34383(5) 0.55428(5) 0.01819(18) Uani 1 1 d D . . . .
Zn2 Zn 0.19307(4) 0.63691(5) 0.52712(5) 0.01571(17) Uani 1 1 d D . . . .
O1 O 0.2712(2) 0.4907(3) 0.4745(3) 0.0211(9) Uani 1 1 d . . . . .
N1 N 0.2252(3) 0.2207(4) 0.6720(4) 0.0253(11) Uani 1 1 d . . . . .
H1 H 0.252304 0.265403 0.727539 0.030 Uiso 1 1 calc R . . . .
N2 N 0.3602(3) 0.2818(4) 0.5467(4) 0.0208(11) Uani 1 1 d . . . . .
N3 N 0.2047(3) 0.7075(4) 0.3921(3) 0.0181(10) Uani 1 1 d . . . . .
N4 N 0.0807(3) 0.7673(4) 0.5323(3) 0.0174(10) Uani 1 1 d . . . . .
H4 H 0.021752 0.726106 0.510535 0.021 Uiso 1 1 calc R . . . .
N5 N 0.1364(3) 0.2463(5) 0.4728(4) 0.0277(12) Uani 1 1 d D . . . .
N6 N 0.1632(3) 0.1838(4) 0.4104(3) 0.0228(11) Uani 1 1 d D . . . .
N7 N 0.1855(4) 0.1199(5) 0.3486(4) 0.0381(14) Uani 1 1 d D . . . .
N11 N 0.2889(3) 0.7338(4) 0.6026(4) 0.0278(11) Uani 1 1 d D U . . .
C1 C 0.1338(4) 0.1674(6) 0.6984(5) 0.0340(16) Uani 1 1 d . . . . .
H1A H 0.093724 0.233400 0.722750 0.051 Uiso 1 1 calc GR . . . .
H1B H 0.143300 0.103739 0.746841 0.051 Uiso 1 1 calc GR . . . .
H1C H 0.104044 0.129654 0.643003 0.051 Uiso 1 1 calc GR . . . .
C2 C 0.2903(4) 0.1219(6) 0.6437(5) 0.0324(15) Uani 1 1 d . . . . .
H2A H 0.262665 0.073388 0.591289 0.039 Uiso 1 1 calc R . . . .
H2B H 0.301747 0.064741 0.697104 0.039 Uiso 1 1 calc R . . . .
C3 C 0.3823(4) 0.1801(5) 0.6130(5) 0.0276(14) Uani 1 1 d . . . . .
H3A H 0.416854 0.213009 0.668258 0.033 Uiso 1 1 calc R . . . .
H3B H 0.421601 0.116760 0.582206 0.033 Uiso 1 1 calc R . . . .
C4 C 0.4257(4) 0.3185(5) 0.4931(4) 0.0238(13) Uani 1 1 d . . . . .
H4A H 0.483442 0.275697 0.498237 0.029 Uiso 1 1 calc R . . . .
C5 C 0.4205(4) 0.4188(5) 0.4253(4) 0.0235(10) Uani 1 1 d . U . . .
C9 C 0.3469(3) 0.5980(5) 0.3516(4) 0.0220(10) Uani 1 1 d . U . . .
C10 C 0.3428(3) 0.5032(5) 0.4188(4) 0.0207(9) Uani 1 1 d . U . . .
C13 C 0.2731(4) 0.6909(5) 0.3374(4) 0.0216(12) Uani 1 1 d . . . . .
H13 H 0.276693 0.742496 0.283464 0.026 Uiso 1 1 calc R . . . .
C14 C 0.1349(4) 0.8030(5) 0.3714(4) 0.0231(13) Uani 1 1 d . . . . .
H14A H 0.079421 0.765190 0.340758 0.028 Uiso 1 1 calc R . . . .
H14B H 0.160922 0.866150 0.328468 0.028 Uiso 1 1 calc R . . . .
C15 C 0.1078(4) 0.8633(5) 0.4635(4) 0.0203(12) Uani 1 1 d . . . . .
H15A H 0.161084 0.911916 0.488823 0.024 Uiso 1 1 calc R . . . .
H15B H 0.055005 0.921080 0.452569 0.024 Uiso 1 1 calc R . . . .
C16 C 0.0673(4) 0.8196(5) 0.6259(4) 0.0247(13) Uani 1 1 d . . . . .
H16A H 0.042549 0.755335 0.667553 0.037 Uiso 1 1 calc GR . . . .
H16B H 0.023171 0.889071 0.622048 0.037 Uiso 1 1 calc GR . . . .
H16C H 0.127208 0.849463 0.650982 0.037 Uiso 1 1 calc GR . . . .
N8 N 0.1464(10) 0.4914(6) 0.6067(11) 0.025(2) Uani 0.74(3) 1 d D U P A 1
N9 N 0.0741(7) 0.4805(12) 0.6471(10) 0.026(2) Uani 0.74(3) 1 d D U P A 1
N10 N 0.0053(9) 0.4744(10) 0.6879(13) 0.041(4) Uani 0.74(3) 1 d D U P A 1
N12 N 0.3315(13) 0.8071(17) 0.5563(12) 0.0272(15) Uani 0.56(4) 1 d D U P B 1
N13 N 0.3745(10) 0.8791(11) 0.5131(15) 0.030(2) Uani 0.56(4) 1 d D U P B 1
C6 C 0.4956(4) 0.4345(6) 0.3660(4) 0.0290(10) Uani 1 1 d . U . . .
H6 H 0.546525 0.378371 0.371693 0.035 Uiso 1 1 calc R . . . .
C7 C 0.5003(4) 0.5266(6) 0.2997(4) 0.0334(10) Uani 1 1 d D U . . .
C8 C 0.4249(4) 0.6092(6) 0.2920(4) 0.0285(10) Uani 1 1 d . U . . .
H8 H 0.426035 0.673410 0.246240 0.034 Uiso 1 1 calc R . . . .
C11 C 0.5901(6) 0.5255(10) 0.2408(6) 0.0367(16) Uani 0.607(14) 1 d D U P C 1
H11A H 0.642835 0.556953 0.279540 0.044 Uiso 0.607(14) 1 calc R . P C 1
H11B H 0.604596 0.438952 0.222304 0.044 Uiso 0.607(14) 1 calc R . P C 1
C12 C 0.5806(7) 0.6002(11) 0.1586(8) 0.037(3) Uani 0.607(14) 1 d D U P C 1
H12A H 0.522375 0.578812 0.125629 0.056 Uiso 0.607(14) 1 calc GR . P C 1
H12B H 0.633466 0.585061 0.117207 0.056 Uiso 0.607(14) 1 calc GR . P C 1
H12C H 0.579362 0.688230 0.176442 0.056 Uiso 0.607(14) 1 calc GR . P C 1
N8A N 0.140(3) 0.4890(13) 0.599(3) 0.026(3) Uani 0.26(3) 1 d D U P A 2
N9A N 0.060(2) 0.480(4) 0.620(3) 0.027(3) Uani 0.26(3) 1 d D U P A 2
N10A N -0.017(2) 0.464(3) 0.640(4) 0.038(5) Uani 0.26(3) 1 d D U P A 2
N12A N 0.3384(17) 0.811(2) 0.5716(17) 0.0273(15) Uani 0.44(4) 1 d D U P B 2
N13A N 0.3898(11) 0.8872(13) 0.547(2) 0.029(2) Uani 0.44(4) 1 d D U P B 2
C11A C 0.5757(9) 0.5606(15) 0.2286(8) 0.0367(16) Uani 0.393(14) 1 d D . P C 2
H11C H 0.557969 0.641656 0.200720 0.044 Uiso 0.393(14) 1 calc R . P C 2
H11D H 0.634319 0.574340 0.264663 0.044 Uiso 0.393(14) 1 calc R . P C 2
C12A C 0.5966(12) 0.4810(15) 0.1547(13) 0.040(5) Uani 0.393(14) 1 d D . P C 2
H12D H 0.651125 0.512596 0.121408 0.060 Uiso 0.393(14) 1 calc GR . P C 2
H12E H 0.543184 0.476528 0.111283 0.060 Uiso 0.393(14) 1 calc GR . P C 2
H12F H 0.610301 0.397831 0.179434 0.060 Uiso 0.393(14) 1 calc GR . P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.063(4) . ?
Zn1 N1 2.136(5) . ?
Zn1 N2 2.064(4) . ?
Zn1 N5 1.999(5) . ?
Zn1 N8 2.085(5) . ?
Zn1 N8A 2.084(9) . ?
Zn2 O1 2.076(4) . ?
Zn2 N3 2.076(5) . ?
Zn2 N4 2.138(4) . ?
Zn2 N11 2.023(5) . ?
Zn2 N8 2.050(5) . ?
Zn2 N8A 2.048(9) . ?
O1 C10 1.313(6) . ?
N1 H1 1.0000 . ?
N1 C1 1.483(7) . ?
N1 C2 1.473(8) . ?
N2 C3 1.477(7) . ?
N2 C4 1.279(7) . ?
N3 C13 1.273(7) . ?
N3 C14 1.462(7) . ?
N4 H4 1.0000 . ?
N4 C15 1.478(7) . ?
N4 C16 1.463(8) . ?
N5 N6 1.182(6) . ?
N6 N7 1.164(6) . ?
N11 N12 1.199(7) . ?
N11 N12A 1.182(8) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.529(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 H4A 0.9500 . ?
C4 C5 1.448(8) . ?
C5 C10 1.438(8) . ?
C5 C6 1.388(8) . ?
C9 C10 1.400(8) . ?
C9 C13 1.467(8) . ?
C9 C8 1.418(8) . ?
C13 H13 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.518(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
N8 N9 1.197(6) . ?
N9 N10 1.153(7) . ?
N12 N13 1.170(8) . ?
C6 H6 0.9500 . ?
C6 C7 1.371(9) . ?
C7 C8 1.402(9) . ?
C7 C11 1.547(9) . ?
C7 C11A 1.535(11) . ?
C8 H8 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 C12 1.425(13) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N8A N9A 1.192(9) . ?
N9A N10A 1.157(9) . ?
N12A N13A 1.157(8) . ?
C11A H11C 0.9900 . ?
C11A H11D 0.9900 . ?
C11A C12A 1.393(13) . ?
C12A H12D 0.9800 . ?
C12A H12E 0.9800 . ?
C12A H12F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 N1 155.21(18) . . ?
O1 Zn1 N2 84.50(16) . . ?
O1 Zn1 N8 78.13(17) . . ?
O1 Zn1 N8A 78.0(3) . . ?
N2 Zn1 N1 81.06(18) . . ?
N2 Zn1 N8 140.9(5) . . ?
N2 Zn1 N8A 144.3(15) . . ?
N5 Zn1 O1 106.8(2) . . ?
N5 Zn1 N1 97.4(2) . . ?
N5 Zn1 N2 112.88(19) . . ?
N5 Zn1 N8 105.7(6) . . ?
N5 Zn1 N8A 101.9(16) . . ?
N8 Zn1 N1 100.9(3) . . ?
N8A Zn1 N1 102.7(9) . . ?
O1 Zn2 N3 83.84(17) . . ?
O1 Zn2 N4 156.87(18) . . ?
N3 Zn2 N4 82.02(17) . . ?
N11 Zn2 O1 102.45(17) . . ?
N11 Zn2 N3 104.01(19) . . ?
N11 Zn2 N4 98.69(18) . . ?
N11 Zn2 N8 108.9(6) . . ?
N11 Zn2 N8A 112.9(17) . . ?
N8 Zn2 O1 78.63(18) . . ?
N8 Zn2 N3 145.3(5) . . ?
N8 Zn2 N4 103.3(3) . . ?
N8A Zn2 O1 78.5(3) . . ?
N8A Zn2 N3 141.7(16) . . ?
N8A Zn2 N4 101.9(6) . . ?
Zn1 O1 Zn2 101.54(15) . . ?
C10 O1 Zn1 132.4(3) . . ?
C10 O1 Zn2 124.8(3) . . ?
Zn1 N1 H1 108.7 . . ?
C1 N1 Zn1 116.2(4) . . ?
C1 N1 H1 108.7 . . ?
C2 N1 Zn1 103.3(4) . . ?
C2 N1 H1 108.7 . . ?
C2 N1 C1 110.8(5) . . ?
C3 N2 Zn1 113.6(3) . . ?
C4 N2 Zn1 129.2(4) . . ?
C4 N2 C3 117.2(5) . . ?
C13 N3 Zn2 125.9(4) . . ?
C13 N3 C14 120.4(5) . . ?
C14 N3 Zn2 112.4(3) . . ?
Zn2 N4 H4 109.4 . . ?
C15 N4 Zn2 103.3(3) . . ?
C15 N4 H4 109.4 . . ?
C16 N4 Zn2 113.0(3) . . ?
C16 N4 H4 109.4 . . ?
C16 N4 C15 112.0(4) . . ?
N6 N5 Zn1 121.8(4) . . ?
N7 N6 N5 176.9(6) . . ?
N12 N11 Zn2 113.2(10) . . ?
N12A N11 Zn2 124.8(13) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C2 H2A 109.8 . . ?
N1 C2 H2B 109.8 . . ?
N1 C2 C3 109.6(5) . . ?
H2A C2 H2B 108.2 . . ?
C3 C2 H2A 109.8 . . ?
C3 C2 H2B 109.8 . . ?
N2 C3 C2 107.9(5) . . ?
N2 C3 H3A 110.1 . . ?
N2 C3 H3B 110.1 . . ?
C2 C3 H3A 110.1 . . ?
C2 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
N2 C4 H4A 116.7 . . ?
N2 C4 C5 126.5(5) . . ?
C5 C4 H4A 116.7 . . ?
C10 C5 C4 123.1(5) . . ?
C6 C5 C4 117.5(5) . . ?
C6 C5 C10 119.3(6) . . ?
C10 C9 C13 123.7(5) . . ?
C10 C9 C8 120.7(5) . . ?
C8 C9 C13 115.6(5) . . ?
O1 C10 C5 120.4(5) . . ?
O1 C10 C9 121.8(5) . . ?
C9 C10 C5 117.8(5) . . ?
N3 C13 C9 124.8(5) . . ?
N3 C13 H13 117.6 . . ?
C9 C13 H13 117.6 . . ?
N3 C14 H14A 110.1 . . ?
N3 C14 H14B 110.1 . . ?
N3 C14 C15 107.9(5) . . ?
H14A C14 H14B 108.4 . . ?
C15 C14 H14A 110.1 . . ?
C15 C14 H14B 110.1 . . ?
N4 C15 C14 110.3(4) . . ?
N4 C15 H15A 109.6 . . ?
N4 C15 H15B 109.6 . . ?
C14 C15 H15A 109.6 . . ?
C14 C15 H15B 109.6 . . ?
H15A C15 H15B 108.1 . . ?
N4 C16 H16A 109.5 . . ?
N4 C16 H16B 109.5 . . ?
N4 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Zn2 N8 Zn1 101.7(2) . . ?
N9 N8 Zn1 124.7(8) . . ?
N9 N8 Zn2 129.2(8) . . ?
N10 N9 N8 177.2(14) . . ?
N13 N12 N11 178.3(17) . . ?
C5 C6 H6 118.2 . . ?
C7 C6 C5 123.5(6) . . ?
C7 C6 H6 118.2 . . ?
C6 C7 C8 117.8(6) . . ?
C6 C7 C11 114.6(7) . . ?
C6 C7 C11A 131.9(9) . . ?
C8 C7 C11 127.5(7) . . ?
C8 C7 C11A 110.3(9) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 C9 120.9(6) . . ?
C7 C8 H8 119.6 . . ?
C7 C11 H11A 109.3 . . ?
C7 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C12 C11 C7 111.7(8) . . ?
C12 C11 H11A 109.3 . . ?
C12 C11 H11B 109.3 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Zn2 N8A Zn1 101.8(4) . . ?
N9A N8A Zn1 125(3) . . ?
N9A N8A Zn2 124(3) . . ?
N10A N9A N8A 176(4) . . ?
N13A N12A N11 175(2) . . ?
C7 C11A H11C 107.1 . . ?
C7 C11A H11D 107.1 . . ?
H11C C11A H11D 106.8 . . ?
C12A C11A C7 120.8(11) . . ?
C12A C11A H11C 107.1 . . ?
C12A C11A H11D 107.1 . . ?
C11A C12A H12D 109.5 . . ?
C11A C12A H12E 109.5 . . ?
C11A C12A H12F 109.5 . . ?
H12D C12A H12E 109.5 . . ?
H12D C12A H12F 109.5 . . ?
H12E C12A H12F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C10 C5 -18.7(6) . . . . ?
Zn1 O1 C10 C9 161.5(3) . . . . ?
Zn1 N1 C2 C3 52.5(6) . . . . ?
Zn1 N2 C3 C2 18.9(6) . . . . ?
Zn1 N2 C4 C5 2.6(9) . . . . ?
Zn2 O1 C10 C5 145.9(3) . . . . ?
Zn2 O1 C10 C9 -33.9(5) . . . . ?
Zn2 N3 C13 C9 13.7(8) . . . . ?
Zn2 N3 C14 C15 26.7(5) . . . . ?
Zn2 N4 C15 C14 49.7(5) . . . . ?
N1 C2 C3 N2 -48.6(7) . . . . ?
N2 C4 C5 C10 9.1(8) . . . . ?
N2 C4 C5 C6 -172.5(5) . . . . ?
N3 C14 C15 N4 -52.3(6) . . . . ?
C1 N1 C2 C3 177.6(5) . . . . ?
C3 N2 C4 C5 -177.9(5) . . . . ?
C4 N2 C3 C2 -160.6(6) . . . . ?
C4 C5 C10 O1 -1.1(5) . . . . ?
C4 C5 C10 C9 178.7(5) . . . . ?
C4 C5 C6 C7 -179.1(5) . . . . ?
C5 C6 C7 C8 0.2(7) . . . . ?
C5 C6 C7 C11 -179.4(4) . . . . ?
C5 C6 C7 C11A 179.5(4) . . . . ?
C10 C5 C6 C7 -0.6(5) . . . . ?
C10 C9 C13 N3 10.7(8) . . . . ?
C10 C9 C8 C7 -0.9(5) . . . . ?
C13 N3 C14 C15 -141.3(5) . . . . ?
C13 C9 C10 O1 0.1(5) . . . . ?
C13 C9 C10 C5 -179.7(5) . . . . ?
C13 C9 C8 C7 179.3(5) . . . . ?
C14 N3 C13 C9 179.9(5) . . . . ?
C16 N4 C15 C14 171.6(4) . . . . ?
C6 C5 C10 O1 -179.5(4) . . . . ?
C6 C5 C10 C9 0.2(2) . . . . ?
C6 C7 C8 C9 0.6(6) . . . . ?
C6 C7 C11 C12 164.6(7) . . . . ?
C6 C7 C11A C12A 66.8(18) . . . . ?
C8 C9 C10 O1 -179.8(4) . . . . ?
C8 C9 C10 C5 0.5(2) . . . . ?
C8 C9 C13 N3 -169.4(5) . . . . ?
C8 C7 C11 C12 -14.9(10) . . . . ?
C8 C7 C11A C12A -113.8(17) . . . . ?
C11 C7 C8 C9 -180.0(4) . . . . ?
C11A C7 C8 C9 -178.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 2159085'
_audit_update_record             
;
2022-03-16 deposited with the CCDC.	2022-08-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H44 N8 O14 Zn2'
_chemical_formula_weight         991.57

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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   9.348(2)
_cell_length_b                   11.044(3)
_cell_length_c                   12.043(3)
_cell_angle_alpha                68.942(2)
_cell_angle_beta                 67.591(2)
_cell_angle_gamma                89.678(2)
_cell_volume                     1060.1(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    5535
_cell_measurement_theta_min      2.86
_cell_measurement_theta_max      23.65

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_F_000             512
_exptl_transmission_factor_min   0.812
_exptl_transmission_factor_max   0.849
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.209
_shelx_estimated_absorpt_T_min   0.812
_shelx_estimated_absorpt_T_max   0.849
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(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            20322
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.857
_diffrn_reflns_theta_max         28.582
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5385
_reflns_number_gt                4100
_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    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0700P)²+0.0100P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5385
_refine_ls_number_parameters     302
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.0386
_refine_ls_wR_factor_ref         0.1146
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.002
_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 0.4103(2) 0.4073(2) 0.3720(2) 0.0353(5) Uani 1 1 d . . . . .
C2 C 0.5135(3) 0.3815(2) 0.2658(2) 0.0398(5) Uani 1 1 d . . . . .
C3 C 0.4680(3) 0.2860(3) 0.2329(3) 0.0494(6) Uani 1 1 d . . . . .
H3 H 0.5386 0.2698 0.1627 0.059 Uiso 1 1 calc R U . . .
C4 C 0.3185(3) 0.2127(3) 0.3021(3) 0.0548(7) Uani 1 1 d . . . . .
C5 C 0.2157(3) 0.2426(3) 0.4015(3) 0.0490(6) Uani 1 1 d . . . . .
H5 H 0.1141 0.1972 0.4456 0.059 Uiso 1 1 calc R U . . .
C6 C 0.2558(3) 0.3393(2) 0.4407(2) 0.0392(5) Uani 1 1 d . . . . .
C7 C 0.2762(5) 0.1030(4) 0.2661(4) 0.0852(11) Uani 1 1 d . . . . .
H7A H 0.2219 0.1377 0.2096 0.102 Uiso 1 1 calc R U . A 1
H7B H 0.3728 0.0798 0.2157 0.102 Uiso 1 1 calc R U . A 1
C9 C 0.1380(3) 0.3569(2) 0.5515(2) 0.0428(6) Uani 1 1 d . . . . .
H9 H 0.0419 0.3030 0.5910 0.051 Uiso 1 1 calc R U . . .
C10 C 0.0238(3) 0.4423(3) 0.7162(2) 0.0470(6) Uani 1 1 d . . . . .
H10A H -0.0539 0.3643 0.7568 0.056 Uiso 1 1 calc R U . . .
H10B H -0.0264 0.5187 0.6919 0.056 Uiso 1 1 calc R U . . .
C11 C 0.6712(3) 0.4696(2) 0.1863(2) 0.0400(5) Uani 1 1 d . . . . .
H11 H 0.6523 0.5603 0.1714 0.048 Uiso 1 1 calc R U . . .
C12 C 0.9083(3) 0.5514(3) 0.1899(2) 0.0456(6) Uani 1 1 d . . . . .
H12A H 0.8717 0.6335 0.1567 0.055 Uiso 1 1 calc R U . . .
H12B H 0.9894 0.5395 0.1168 0.055 Uiso 1 1 calc R U . . .
C13 C 0.8329(3) 0.3145(3) 0.2623(3) 0.0509(6) Uani 1 1 d . . . . .
H13A H 0.7452 0.2460 0.3020 0.076 Uiso 1 1 calc R U . . .
H13B H 0.8936 0.2957 0.3136 0.076 Uiso 1 1 calc R U . . .
H13C H 0.8969 0.3197 0.1762 0.076 Uiso 1 1 calc R U . . .
C14 C 0.7093(4) 0.5491(5) -0.0343(3) 0.0936(14) Uani 1 1 d . . . . .
H14A H 0.6000 0.5558 0.0017 0.140 Uiso 1 1 calc R U . . .
H14B H 0.7305 0.5172 -0.1025 0.140 Uiso 1 1 calc R U . . .
H14C H 0.7703 0.6340 -0.0691 0.140 Uiso 1 1 calc R U . . .
C15 C 0.5028(3) 0.8200(2) 0.3511(2) 0.0435(6) Uani 1 1 d . . . . .
C16 C 0.6212(4) 0.9088(3) 0.3402(3) 0.0598(8) Uani 1 1 d . . . . .
H16 H 0.6242 0.9108 0.4158 0.072 Uiso 1 1 calc R U . . .
C17 C 0.7306(4) 0.9912(3) 0.2229(4) 0.0694(9) Uani 1 1 d . . . . .
H17 H 0.8071 1.0482 0.2188 0.083 Uiso 1 1 calc R U . . .
C18 C 0.7265(4) 0.9888(3) 0.1099(3) 0.0604(8) Uani 1 1 d . . . . .
C19 C 0.6189(3) 0.9069(3) 0.1120(3) 0.0544(7) Uani 1 1 d . . . . .
H19 H 0.6195 0.9062 0.0349 0.065 Uiso 1 1 calc R U . . .
C20 C 0.5072(3) 0.8236(2) 0.2311(3) 0.0432(6) Uani 1 1 d . . . . .
C8A C 0.1877(13) -0.0074(7) 0.3640(9) 0.101(3) Uani 0.5 1 d . . P B 1
H8AA H 0.0914 0.0132 0.4157 0.152 Uiso 0.5 1 calc R U P B 1
H8AB H 0.2429 -0.0475 0.4174 0.152 Uiso 0.5 1 calc R U P B 1
H8AC H 0.1653 -0.0671 0.3292 0.152 Uiso 0.5 1 calc R U P B 1
C8B C 0.1128(12) 0.0619(12) 0.3035(14) 0.131(5) Uani 0.5 1 d . . P B 2
H8BA H 0.0765 -0.0188 0.3789 0.196 Uiso 0.5 1 calc R U P B 2
H8BB H 0.0996 0.0490 0.2331 0.196 Uiso 0.5 1 calc R U P B 2
H8BC H 0.0536 0.1283 0.3234 0.196 Uiso 0.5 1 calc R U P B 2
N1 N 0.1522(2) 0.43837(19) 0.60035(19) 0.0393(4) Uani 1 1 d . . . . .
N2 N 0.7760(2) 0.44126(19) 0.25468(18) 0.0373(4) Uani 1 1 d . . . . .
N3 N 0.8444(4) 1.0786(3) -0.0158(4) 0.0963(11) Uani 1 1 d . . . . .
N4 N 0.3897(3) 0.7389(2) 0.2290(3) 0.0583(6) Uani 1 1 d . . . . .
O1 O 0.46541(17) 0.49357(15) 0.40609(15) 0.0353(3) Uani 1 1 d . . . . .
O2 O 0.7487(2) 0.4620(2) 0.06332(17) 0.0583(5) Uani 1 1 d . . . . .
O3 O 0.4034(2) 0.74751(17) 0.46439(17) 0.0580(5) Uani 1 1 d . . . . .
O4 O 0.9435(4) 1.1478(3) -0.0148(4) 0.1371(14) Uani 1 1 d . . . . .
O5 O 0.8357(5) 1.0810(4) -0.1144(3) 0.1368(14) Uani 1 1 d . . . . .
O6 O 0.2671(3) 0.6929(2) 0.3247(3) 0.0777(7) Uani 1 1 d . . . . .
O7 O 0.4212(4) 0.7177(3) 0.1302(3) 0.0986(9) Uani 1 1 d . . . . .
Zn1 Zn 0.34651(3) 0.55898(2) 0.54814(2) 0.03466(11) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.338(3) . ?
C1 C2 1.402(3) . ?
C1 C6 1.410(3) . ?
C2 C3 1.373(3) . ?
C2 C11 1.519(3) . ?
C3 C4 1.394(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.367(4) . ?
C4 C7 1.525(4) . ?
C5 C6 1.417(3) . ?
C5 H5 0.9300 . ?
C6 C9 1.447(3) . ?
C7 C8A 1.340(8) . ?
C7 C8B 1.441(10) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 N1 1.271(3) . ?
C9 H9 0.9300 . ?
C10 N1 1.468(3) . ?
C10 C12 1.513(4) 2_666 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 O2 1.413(3) . ?
C11 N2 1.470(3) . ?
C11 H11 0.9800 . ?
C12 N2 1.489(3) . ?
C12 C10 1.513(4) 2_666 ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N2 1.479(3) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 O2 1.399(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 O3 1.274(3) . ?
C15 C20 1.415(4) . ?
C15 C16 1.419(4) . ?
C16 C17 1.361(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.386(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.343(4) . ?
C18 N3 1.467(4) . ?
C19 C20 1.384(4) . ?
C19 H19 0.9300 . ?
C20 N4 1.461(3) . ?
C8A H8AA 0.9600 . ?
C8A H8AB 0.9600 . ?
C8A H8AC 0.9600 . ?
C8B H8BA 0.9600 . ?
C8B H8BB 0.9600 . ?
C8B H8BC 0.9600 . ?
N1 Zn1 2.0056(18) . ?
N2 Zn1 2.207(2) 2_666 ?
N3 O4 1.210(5) . ?
N3 O5 1.211(5) . ?
N4 O6 1.216(3) . ?
N4 O7 1.220(3) . ?
O1 Zn1 2.0280(16) . ?
O1 Zn1 2.0565(16) 2_666 ?
O3 Zn1 1.9311(18) . ?
Zn1 O1 2.0565(16) 2_666 ?
Zn1 N2 2.207(2) 2_666 ?
Zn1 Zn1 3.1278(8) 2_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
O1 C1 C2 117.84(18) . . ?
O1 C1 C6 122.7(2) . . ?
C2 C1 C6 119.4(2) . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 C11 122.8(2) . . ?
C1 C2 C11 116.6(2) . . ?
C2 C3 C4 121.6(3) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 117.6(2) . . ?
C5 C4 C7 122.8(3) . . ?
C3 C4 C7 119.7(3) . . ?
C4 C5 C6 123.4(2) . . ?
C4 C5 H5 118.3 . . ?
C6 C5 H5 118.3 . . ?
C1 C6 C5 117.2(2) . . ?
C1 C6 C9 124.9(2) . . ?
C5 C6 C9 117.8(2) . . ?
C8A C7 C4 117.3(5) . . ?
C8B C7 C4 117.9(5) . . ?
C8A C7 H7A 108.0 . . ?
C4 C7 H7A 108.0 . . ?
C8A C7 H7B 108.0 . . ?
C4 C7 H7B 108.0 . . ?
H7A C7 H7B 107.2 . . ?
N1 C9 C6 126.79(19) . . ?
N1 C9 H9 116.6 . . ?
C6 C9 H9 116.6 . . ?
N1 C10 C12 108.14(19) . 2_666 ?
N1 C10 H10A 110.1 . . ?
C12 C10 H10A 110.1 2_666 . ?
N1 C10 H10B 110.1 . . ?
C12 C10 H10B 110.1 2_666 . ?
H10A C10 H10B 108.4 . . ?
O2 C11 N2 108.83(19) . . ?
O2 C11 C2 112.5(2) . . ?
N2 C11 C2 112.51(19) . . ?
O2 C11 H11 107.6 . . ?
N2 C11 H11 107.6 . . ?
C2 C11 H11 107.6 . . ?
N2 C12 C10 111.1(2) . 2_666 ?
N2 C12 H12A 109.4 . . ?
C10 C12 H12A 109.4 2_666 . ?
N2 C12 H12B 109.4 . . ?
C10 C12 H12B 109.4 2_666 . ?
H12A C12 H12B 108.0 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 H14A 109.5 . . ?
O2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O3 C15 C20 126.5(2) . . ?
O3 C15 C16 118.5(2) . . ?
C20 C15 C16 115.0(2) . . ?
C17 C16 C15 122.3(3) . . ?
C17 C16 H16 118.8 . . ?
C15 C16 H16 118.8 . . ?
C16 C17 C18 119.1(3) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C19 C18 C17 122.2(3) . . ?
C19 C18 N3 119.3(3) . . ?
C17 C18 N3 118.6(3) . . ?
C18 C19 C20 118.8(3) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
C19 C20 C15 122.7(2) . . ?
C19 C20 N4 117.0(2) . . ?
C15 C20 N4 120.3(2) . . ?
C7 C8A H8AA 109.5 . . ?
C7 C8A H8AB 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
C7 C8A H8AC 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?
C7 C8B H8BA 109.5 . . ?
C7 C8B H8BB 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
C7 C8B H8BC 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C9 N1 C10 120.83(19) . . ?
C9 N1 Zn1 126.99(16) . . ?
C10 N1 Zn1 111.87(15) . . ?
C11 N2 C13 111.68(19) . . ?
C11 N2 C12 109.72(18) . . ?
C13 N2 C12 111.4(2) . . ?
C11 N2 Zn1 109.74(14) . 2_666 ?
C13 N2 Zn1 110.28(15) . 2_666 ?
C12 N2 Zn1 103.73(14) . 2_666 ?
O4 N3 O5 123.8(4) . . ?
O4 N3 C18 117.8(4) . . ?
O5 N3 C18 118.4(4) . . ?
O6 N4 O7 123.6(3) . . ?
O6 N4 C20 118.9(3) . . ?
O7 N4 C20 117.5(3) . . ?
C1 O1 Zn1 127.96(13) . . ?
C1 O1 Zn1 112.95(14) . 2_666 ?
Zn1 O1 Zn1 99.95(7) . 2_666 ?
C14 O2 C11 114.1(2) . . ?
C15 O3 Zn1 130.77(17) . . ?
O3 Zn1 N1 132.55(9) . . ?
O3 Zn1 O1 104.32(7) . . ?
N1 Zn1 O1 90.37(7) . . ?
O3 Zn1 O1 100.93(8) . 2_666 ?
N1 Zn1 O1 126.19(7) . 2_666 ?
O1 Zn1 O1 80.05(7) . 2_666 ?
O3 Zn1 N2 94.36(8) . 2_666 ?
N1 Zn1 N2 83.14(7) . 2_666 ?
O1 Zn1 N2 159.39(7) . 2_666 ?
O1 Zn1 N2 88.02(7) 2_666 2_666 ?
O3 Zn1 Zn1 106.56(7) . 2_666 ?
N1 Zn1 Zn1 113.11(6) . 2_666 ?
O1 Zn1 Zn1 40.36(4) . 2_666 ?
O1 Zn1 Zn1 39.69(4) 2_666 2_666 ?
N2 Zn1 Zn1 125.75(5) 2_666 2_666 ?

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.353
_refine_diff_density_rms         0.059



