# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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 1589901'
_audit_update_record             
;
2018-01-21 deposited with the CCDC.
2018-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H50 N2 O6 Zn'
_chemical_formula_weight         720.19

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                   6.1957(6)
_cell_length_b                   15.4084(14)
_cell_length_c                   19.6221(19)
_cell_angle_alpha                98.194(2)
_cell_angle_beta                 91.550(2)
_cell_angle_gamma                100.009(2)
_cell_volume                     1823.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    8956
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      27.63

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_F_000             764
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.722
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8481
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.761
_diffrn_reflns_theta_max         27.831
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             8481
_reflns_number_gt                7120
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0697P)²+2.8938P] 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         8481
_refine_ls_number_parameters     445
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0588
_refine_ls_wR_factor_ref         0.1605
_refine_ls_wR_factor_gt          0.1537
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_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 0.7931(8) 0.4364(4) 0.4922(2) 0.0602(15) Uani 1 1 d . . . . .
H1A H 0.713500 0.375719 0.481121 0.072 Uiso 1 1 calc R U . . .
H1B H 0.688047 0.474848 0.505421 0.072 Uiso 1 1 calc R U . . .
C2 C 0.5725(5) 0.6544(2) 0.34429(15) 0.0215(6) Uani 1 1 d . . . . .
H2 H 0.700551 0.643752 0.364771 0.026 Uiso 1 1 calc R U . . .
C3 C 0.3047(5) 0.6184(2) 0.25557(15) 0.0206(6) Uani 1 1 d . . . . .
H3 H 0.247838 0.583742 0.214173 0.025 Uiso 1 1 calc R U . . .
C4 C 0.4735(5) 0.7214(2) 0.37650(16) 0.0224(6) Uani 1 1 d . . . . .
H4 H 0.536941 0.756037 0.417163 0.027 Uiso 1 1 calc R U . . .
C5 C 0.1935(5) 0.6837(2) 0.28546(15) 0.0211(6) Uani 1 1 d . . . . .
H5 H 0.064180 0.691993 0.264213 0.025 Uiso 1 1 calc R U . . .
C6 C 0.2762(5) 0.73731(19) 0.34772(15) 0.0209(6) Uani 1 1 d . . . . .
C7 C 0.1584(6) 0.8060(2) 0.37898(16) 0.0237(6) Uani 1 1 d . . . . .
H7 H 0.034668 0.814160 0.354516 0.028 Uiso 1 1 calc R U . . .
C8 C -0.1413(6) 0.1966(2) 0.11454(17) 0.0248(6) Uani 1 1 d . . . . .
H8 H -0.268578 0.191447 0.138843 0.030 Uiso 1 1 calc R U . . .
C9 C 0.1958(5) 0.3874(2) 0.23272(16) 0.0214(6) Uani 1 1 d . . . . .
H9 H 0.176605 0.424279 0.273113 0.026 Uiso 1 1 calc R U . . .
C12 C 0.7459(6) 0.4602(2) 0.36754(16) 0.0270(7) Uani 1 1 d . . . . .
C16 C 0.0446(5) 0.2657(2) 0.14366(16) 0.0215(6) Uani 1 1 d . . . . .
C17 C 0.2503(6) 0.2778(2) 0.11489(16) 0.0254(7) Uani 1 1 d . . . . .
H17 H 0.275211 0.240906 0.075172 0.030 Uiso 1 1 calc R U . . .
C18 C 0.4044(6) 0.9893(2) 0.63884(16) 0.0265(7) Uani 1 1 d . . . . .
H18A H 0.278964 0.981935 0.667370 0.032 Uiso 1 1 calc R U . . .
H18B H 0.460708 1.052532 0.641106 0.032 Uiso 1 1 calc R U . . .
C20 C 0.1018(6) 0.9294(2) 0.47009(15) 0.0221(6) Uani 1 1 d . . . . .
C21 C -0.3152(5) 0.0201(2) -0.03855(16) 0.0225(6) Uani 1 1 d . . . . .
C25 C -0.5124(6) 0.0473(2) 0.06484(16) 0.0246(6) Uani 1 1 d . . . . .
H25 H -0.520988 0.078959 0.108421 0.029 Uiso 1 1 calc R U . . .
C26 C -0.1258(6) 0.0030(2) -0.14342(16) 0.0267(7) Uani 1 1 d . . . . .
H26A H -0.253272 0.010741 -0.170139 0.032 Uiso 1 1 calc R U . . .
H26B H -0.126714 -0.060283 -0.145333 0.032 Uiso 1 1 calc R U . . .
C27 C -0.0717(6) 0.9542(2) 0.43494(16) 0.0240(6) Uani 1 1 d . . . . .
H27 H -0.120322 0.923643 0.391386 0.029 Uiso 1 1 calc R U . . .
C28 C 0.4155(5) 0.3447(2) 0.14585(16) 0.0239(6) Uani 1 1 d . . . . .
H28 H 0.549652 0.352751 0.125337 0.029 Uiso 1 1 calc R U . . .
C29 C -0.3254(5) 0.0692(2) 0.02786(15) 0.0221(6) Uani 1 1 d . . . . .
C33 C 0.0217(5) 0.3229(2) 0.20413(16) 0.0224(6) Uani 1 1 d . . . . .
H33 H -0.111690 0.317367 0.225164 0.027 Uiso 1 1 calc R U . . .
C34 C 0.7253(6) 0.5372(2) 0.11445(17) 0.0274(7) Uani 1 1 d . . . . .
C36 C 0.6710(7) 0.7934(3) 0.6907(2) 0.0419(9) Uani 1 1 d . . . . .
H36A H 0.600855 0.732617 0.693287 0.050 Uiso 1 1 calc R U . . .
H36B H 0.733403 0.819853 0.736328 0.050 Uiso 1 1 calc R U . . .
C38 C 0.3019(7) 0.1965(3) -0.1970(2) 0.0389(9) Uani 1 1 d . . . . .
H38A H 0.287376 0.257794 -0.198746 0.047 Uiso 1 1 calc R U . . .
H38B H 0.334623 0.170746 -0.242766 0.047 Uiso 1 1 calc R U . . .
C39 C -0.1426(6) 0.1401(2) 0.05569(16) 0.0245(6) Uani 1 1 d . . . . .
H39 H -0.017124 0.146564 0.030566 0.029 Uiso 1 1 calc R U . . .
C43 C 0.2132(6) 0.8582(2) 0.43993(16) 0.0242(6) Uani 1 1 d . . . . .
H43 H 0.333128 0.848171 0.465228 0.029 Uiso 1 1 calc R U . . .
C46 C 0.1735(6) 0.9764(2) 0.53640(16) 0.0230(6) Uani 1 1 d . . . . .
C47 C 0.4540(8) 0.2258(3) -0.0720(2) 0.0478(11) Uani 1 1 d . . . . .
H47A H 0.418065 0.284489 -0.067217 0.072 Uiso 1 1 calc R U . . .
H47B H 0.583105 0.226882 -0.043499 0.072 Uiso 1 1 calc R U . . .
H47C H 0.333904 0.185090 -0.057951 0.072 Uiso 1 1 calc R U . . .
C49 C 0.0825(6) 0.0474(2) -0.17221(18) 0.0304(7) Uani 1 1 d . . . . .
H49A H 0.099738 0.015387 -0.217430 0.037 Uiso 1 1 calc R U . . .
H49B H 0.207184 0.043613 -0.142521 0.037 Uiso 1 1 calc R U . . .
C50 C 0.4964(7) 0.1960(3) -0.1467(2) 0.0411(9) Uani 1 1 d . . . . .
H50A H 0.528991 0.136126 -0.151225 0.049 Uiso 1 1 calc R U . . .
H50B H 0.624561 0.234910 -0.159411 0.049 Uiso 1 1 calc R U . . .
C54 C 0.9056(6) 0.4638(2) 0.42979(16) 0.0289(7) Uani 1 1 d . . . . .
H54 H 1.007139 0.422907 0.416428 0.035 Uiso 1 1 calc R U . . .
C56 C 0.5812(6) 0.9422(2) 0.66355(18) 0.0305(7) Uani 1 1 d . . . . .
H56A H 0.644112 0.973641 0.707915 0.037 Uiso 1 1 calc R U . . .
H56B H 0.697198 0.944520 0.631289 0.037 Uiso 1 1 calc R U . . .
C59 C 0.0826(7) 0.1455(2) -0.1783(2) 0.0342(8) Uani 1 1 d . . . . .
H59A H -0.029005 0.148408 -0.213137 0.041 Uiso 1 1 calc R U . . .
H59B H 0.042369 0.175152 -0.134750 0.041 Uiso 1 1 calc R U . . .
C61 C 0.8289(6) 0.5275(2) 0.04498(17) 0.0299(7) Uani 1 1 d . . . . .
H61 H 0.735754 0.547413 0.011369 0.036 Uiso 1 1 calc R U . . .
C62 C 0.4955(7) 0.8452(3) 0.6705(2) 0.0357(8) Uani 1 1 d . . . . .
H62A H 0.423017 0.815176 0.626936 0.043 Uiso 1 1 calc R U . . .
H62B H 0.385958 0.843496 0.704933 0.043 Uiso 1 1 calc R U . . .
C63 C 0.8386(8) 0.4293(3) 0.0211(2) 0.0425(10) Uani 1 1 d . . . . .
H63A H 0.690955 0.394732 0.016736 0.051 Uiso 1 1 calc R U . . .
H63B H 0.921551 0.407466 0.055596 0.051 Uiso 1 1 calc R U . . .
C66 C 0.8579(7) 0.7909(3) 0.6411(2) 0.0403(9) Uani 1 1 d . . . . .
H66A H 0.940424 0.850822 0.642936 0.048 Uiso 1 1 calc R U . . .
H66B H 0.956500 0.754373 0.656621 0.048 Uiso 1 1 calc R U . . .
C69 C 0.7795(9) 0.7546(3) 0.5674(2) 0.0515(11) Uani 1 1 d . . . . .
H69A H 0.684602 0.697982 0.565729 0.077 Uiso 1 1 calc R U . . .
H69B H 0.903585 0.747428 0.540233 0.077 Uiso 1 1 calc R U . . .
H69C H 0.700663 0.795448 0.549272 0.077 Uiso 1 1 calc R U . . .
C80 C 1.0386(9) 0.5574(3) 0.4472(2) 0.0550(14) Uani 1 1 d . . . . .
H80A H 0.940531 0.599242 0.459214 0.066 Uiso 1 1 calc R U . . .
H80B H 1.114978 0.573619 0.407062 0.066 Uiso 1 1 calc R U . . .
C84 C 1.0539(8) 0.5838(3) 0.0483(2) 0.0425(10) Uani 1 1 d . . . . .
H84A H 1.145199 0.567976 0.083801 0.051 Uiso 1 1 calc R U . . .
H84B H 1.043064 0.646107 0.060553 0.051 Uiso 1 1 calc R U . . .
N1 N 0.4917(4) 0.60351(16) 0.28436(13) 0.0193(5) Uani 1 1 d . . . . .
N3 N 0.3922(4) 0.39916(17) 0.20452(13) 0.0207(5) Uani 1 1 d . . . . .
O1 O -0.1307(4) 0.04434(15) -0.07316(11) 0.0281(5) Uani 1 1 d . . . . .
O3 O 0.3420(4) 0.94933(16) 0.56885(11) 0.0278(5) Uani 1 1 d . . . . .
O5 O 0.8318(4) 0.51618(17) 0.16592(12) 0.0290(5) Uani 1 1 d . . . . .
O6 O 0.8407(4) 0.48247(17) 0.31315(11) 0.0308(5) Uani 1 1 d . . . . .
O7 O 0.5447(5) 0.44217(19) 0.37114(14) 0.0394(6) Uani 1 1 d . . . . .
O8 O 0.5453(5) 0.55951(19) 0.12003(13) 0.0384(6) Uani 1 1 d . . . . .
Zn1 Zn 0.63982(6) 0.50143(2) 0.24215(2) 0.01843(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 C54 1.501(6) . ?
C1 C80 1.543(6) 2_766 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C2 N1 1.348(4) . ?
C2 C4 1.377(4) . ?
C2 H2 0.9300 . ?
C3 N1 1.345(4) . ?
C3 C5 1.387(4) . ?
C3 H3 0.9300 . ?
C4 C6 1.407(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.403(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.461(4) . ?
C7 C43 1.343(4) . ?
C7 H7 0.9300 . ?
C8 C39 1.342(4) . ?
C8 C16 1.468(4) . ?
C8 H8 0.9300 . ?
C9 N3 1.345(4) . ?
C9 C33 1.379(4) . ?
C9 H9 0.9300 . ?
C12 O7 1.235(5) . ?
C12 O6 1.292(4) . ?
C12 C54 1.540(4) . ?
C16 C33 1.400(4) . ?
C16 C17 1.401(5) . ?
C17 C28 1.378(4) . ?
C17 H17 0.9300 . ?
C18 O3 1.436(4) . ?
C18 C56 1.520(5) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C20 C27 1.399(5) . ?
C20 C46 1.415(4) . ?
C20 C43 1.459(4) . ?
C21 O1 1.369(4) . ?
C21 C25 1.384(4) 2_455 ?
C21 C29 1.419(4) . ?
C25 C29 1.401(5) . ?
C25 H25 0.9300 . ?
C26 O1 1.437(4) . ?
C26 C49 1.515(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C46 1.392(4) 2_576 ?
C27 H27 0.9300 . ?
C28 N3 1.351(4) . ?
C28 H28 0.9300 . ?
C29 C39 1.463(4) . ?
C33 H33 0.9300 . ?
C34 O8 1.226(4) . ?
C34 O5 1.301(4) . ?
C34 C61 1.522(4) . ?
C36 C62 1.532(5) . ?
C36 C66 1.534(6) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C38 C59 1.528(6) . ?
C38 C50 1.539(6) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 H39 0.9300 . ?
C43 H43 0.9300 . ?
C46 O3 1.364(4) . ?
C47 C50 1.517(6) . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C49 C59 1.533(5) . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C50 H50A 0.9700 . ?
C50 H50B 0.9700 . ?
C54 C80 1.520(5) . ?
C54 H54 0.9800 . ?
C56 C62 1.523(5) . ?
C56 H56A 0.9700 . ?
C56 H56B 0.9700 . ?
C59 H59A 0.9700 . ?
C59 H59B 0.9700 . ?
C61 C84 1.503(6) . ?
C61 C63 1.531(5) . ?
C61 H61 0.9800 . ?
C62 H62A 0.9700 . ?
C62 H62B 0.9700 . ?
C63 C84 1.535(5) 2_765 ?
C63 H63A 0.9700 . ?
C63 H63B 0.9700 . ?
C66 C69 1.510(6) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C69 H69A 0.9600 . ?
C69 H69B 0.9600 . ?
C69 H69C 0.9600 . ?
C80 H80A 0.9700 . ?
C80 H80B 0.9700 . ?
C84 H84A 0.9700 . ?
C84 H84B 0.9700 . ?
N1 Zn1 2.043(2) . ?
N3 Zn1 2.037(3) . ?
O5 Zn1 1.950(2) . ?
O6 Zn1 1.930(2) . ?

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
C54 C1 C80 110.8(4) . 2_766 ?
C54 C1 H1A 109.5 . . ?
C80 C1 H1A 109.5 2_766 . ?
C54 C1 H1B 109.5 . . ?
C80 C1 H1B 109.5 2_766 . ?
H1A C1 H1B 108.1 . . ?
N1 C2 C4 122.8(3) . . ?
N1 C2 H2 118.6 . . ?
C4 C2 H2 118.6 . . ?
N1 C3 C5 122.3(3) . . ?
N1 C3 H3 118.8 . . ?
C5 C3 H3 118.8 . . ?
C2 C4 C6 119.8(3) . . ?
C2 C4 H4 120.1 . . ?
C6 C4 H4 120.1 . . ?
C3 C5 C6 120.0(3) . . ?
C3 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C4 116.7(3) . . ?
C5 C6 C7 119.8(3) . . ?
C4 C6 C7 123.5(3) . . ?
C43 C7 C6 125.7(3) . . ?
C43 C7 H7 117.2 . . ?
C6 C7 H7 117.2 . . ?
C39 C8 C16 125.3(3) . . ?
C39 C8 H8 117.4 . . ?
C16 C8 H8 117.4 . . ?
N3 C9 C33 122.6(3) . . ?
N3 C9 H9 118.7 . . ?
C33 C9 H9 118.7 . . ?
O7 C12 O6 123.6(3) . . ?
O7 C12 C54 122.3(3) . . ?
O6 C12 C54 114.0(3) . . ?
C33 C16 C17 116.7(3) . . ?
C33 C16 C8 119.7(3) . . ?
C17 C16 C8 123.6(3) . . ?
C28 C17 C16 119.6(3) . . ?
C28 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
O3 C18 C56 106.7(3) . . ?
O3 C18 H18A 110.4 . . ?
C56 C18 H18A 110.4 . . ?
O3 C18 H18B 110.4 . . ?
C56 C18 H18B 110.4 . . ?
H18A C18 H18B 108.6 . . ?
C27 C20 C46 118.5(3) . . ?
C27 C20 C43 122.1(3) . . ?
C46 C20 C43 119.4(3) . . ?
O1 C21 C25 124.0(3) . 2_455 ?
O1 C21 C29 116.2(3) . . ?
C25 C21 C29 119.8(3) 2_455 . ?
C21 C25 C29 122.1(3) 2_455 . ?
C21 C25 H25 119.0 2_455 . ?
C29 C25 H25 119.0 . . ?
O1 C26 C49 107.5(3) . . ?
O1 C26 H26A 110.2 . . ?
C49 C26 H26A 110.2 . . ?
O1 C26 H26B 110.2 . . ?
C49 C26 H26B 110.2 . . ?
H26A C26 H26B 108.5 . . ?
C46 C27 C20 121.6(3) 2_576 . ?
C46 C27 H27 119.2 2_576 . ?
C20 C27 H27 119.2 . . ?
N3 C28 C17 123.3(3) . . ?
N3 C28 H28 118.4 . . ?
C17 C28 H28 118.4 . . ?
C25 C29 C21 118.2(3) . . ?
C25 C29 C39 122.1(3) . . ?
C21 C29 C39 119.7(3) . . ?
C9 C33 C16 120.4(3) . . ?
C9 C33 H33 119.8 . . ?
C16 C33 H33 119.8 . . ?
O8 C34 O5 122.4(3) . . ?
O8 C34 C61 120.9(3) . . ?
O5 C34 C61 116.6(3) . . ?
C62 C36 C66 114.7(3) . . ?
C62 C36 H36A 108.6 . . ?
C66 C36 H36A 108.6 . . ?
C62 C36 H36B 108.6 . . ?
C66 C36 H36B 108.6 . . ?
H36A C36 H36B 107.6 . . ?
C59 C38 C50 114.4(3) . . ?
C59 C38 H38A 108.7 . . ?
C50 C38 H38A 108.7 . . ?
C59 C38 H38B 108.7 . . ?
C50 C38 H38B 108.7 . . ?
H38A C38 H38B 107.6 . . ?
C8 C39 C29 125.3(3) . . ?
C8 C39 H39 117.4 . . ?
C29 C39 H39 117.4 . . ?
C7 C43 C20 126.0(3) . . ?
C7 C43 H43 117.0 . . ?
C20 C43 H43 117.0 . . ?
O3 C46 C27 123.7(3) . 2_576 ?
O3 C46 C20 116.4(3) . . ?
C27 C46 C20 119.9(3) 2_576 . ?
C50 C47 H47A 109.5 . . ?
C50 C47 H47B 109.5 . . ?
H47A C47 H47B 109.5 . . ?
C50 C47 H47C 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C26 C49 C59 112.8(3) . . ?
C26 C49 H49A 109.0 . . ?
C59 C49 H49A 109.0 . . ?
C26 C49 H49B 109.0 . . ?
C59 C49 H49B 109.0 . . ?
H49A C49 H49B 107.8 . . ?
C47 C50 C38 113.4(4) . . ?
C47 C50 H50A 108.9 . . ?
C38 C50 H50A 108.9 . . ?
C47 C50 H50B 108.9 . . ?
C38 C50 H50B 108.9 . . ?
H50A C50 H50B 107.7 . . ?
C1 C54 C80 110.1(3) . . ?
C1 C54 C12 113.3(3) . . ?
C80 C54 C12 109.1(3) . . ?
C1 C54 H54 108.1 . . ?
C80 C54 H54 108.1 . . ?
C12 C54 H54 108.1 . . ?
C18 C56 C62 113.1(3) . . ?
C18 C56 H56A 109.0 . . ?
C62 C56 H56A 109.0 . . ?
C18 C56 H56B 109.0 . . ?
C62 C56 H56B 109.0 . . ?
H56A C56 H56B 107.8 . . ?
C38 C59 C49 114.5(3) . . ?
C38 C59 H59A 108.6 . . ?
C49 C59 H59A 108.6 . . ?
C38 C59 H59B 108.6 . . ?
C49 C59 H59B 108.6 . . ?
H59A C59 H59B 107.6 . . ?
C84 C61 C34 111.5(3) . . ?
C84 C61 C63 110.7(3) . . ?
C34 C61 C63 109.5(3) . . ?
C84 C61 H61 108.4 . . ?
C34 C61 H61 108.4 . . ?
C63 C61 H61 108.4 . . ?
C56 C62 C36 114.8(3) . . ?
C56 C62 H62A 108.6 . . ?
C36 C62 H62A 108.6 . . ?
C56 C62 H62B 108.6 . . ?
C36 C62 H62B 108.6 . . ?
H62A C62 H62B 107.5 . . ?
C61 C63 C84 111.6(3) . 2_765 ?
C61 C63 H63A 109.3 . . ?
C84 C63 H63A 109.3 2_765 . ?
C61 C63 H63B 109.3 . . ?
C84 C63 H63B 109.3 2_765 . ?
H63A C63 H63B 108.0 . . ?
C69 C66 C36 113.5(4) . . ?
C69 C66 H66A 108.9 . . ?
C36 C66 H66A 108.9 . . ?
C69 C66 H66B 108.9 . . ?
C36 C66 H66B 108.9 . . ?
H66A C66 H66B 107.7 . . ?
C66 C69 H69A 109.5 . . ?
C66 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
C66 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
C54 C80 C1 111.0(4) . 2_766 ?
C54 C80 H80A 109.4 . . ?
C1 C80 H80A 109.4 2_766 . ?
C54 C80 H80B 109.4 . . ?
C1 C80 H80B 109.4 2_766 . ?
H80A C80 H80B 108.0 . . ?
C61 C84 C63 111.2(3) . 2_765 ?
C61 C84 H84A 109.4 . . ?
C63 C84 H84A 109.4 2_765 . ?
C61 C84 H84B 109.4 . . ?
C63 C84 H84B 109.4 2_765 . ?
H84A C84 H84B 108.0 . . ?
C3 N1 C2 118.2(3) . . ?
C3 N1 Zn1 121.2(2) . . ?
C2 N1 Zn1 120.5(2) . . ?
C9 N3 C28 117.4(3) . . ?
C9 N3 Zn1 122.3(2) . . ?
C28 N3 Zn1 120.0(2) . . ?
C21 O1 C26 117.7(2) . . ?
C46 O3 C18 117.9(2) . . ?
C34 O5 Zn1 109.9(2) . . ?
C12 O6 Zn1 113.6(2) . . ?
O6 Zn1 O5 101.66(10) . . ?
O6 Zn1 N3 118.08(11) . . ?
O5 Zn1 N3 105.22(10) . . ?
O6 Zn1 N1 106.29(10) . . ?
O5 Zn1 N1 120.42(11) . . ?
N3 Zn1 N1 105.99(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 C4 C6 1.8(5) . . . . ?
N1 C3 C5 C6 0.3(5) . . . . ?
C3 C5 C6 C4 0.5(5) . . . . ?
C3 C5 C6 C7 -180.0(3) . . . . ?
C2 C4 C6 C5 -1.5(5) . . . . ?
C2 C4 C6 C7 179.0(3) . . . . ?
C5 C6 C7 C43 176.2(3) . . . . ?
C4 C6 C7 C43 -4.3(5) . . . . ?
C39 C8 C16 C33 177.4(3) . . . . ?
C39 C8 C16 C17 -3.8(5) . . . . ?
C33 C16 C17 C28 -1.2(5) . . . . ?
C8 C16 C17 C28 180.0(3) . . . . ?
C46 C20 C27 C46 0.1(6) . . . 2_576 ?
C43 C20 C27 C46 -178.5(3) . . . 2_576 ?
C16 C17 C28 N3 1.7(5) . . . . ?
C21 C25 C29 C21 0.0(5) 2_455 . . . ?
C21 C25 C29 C39 -179.7(3) 2_455 . . . ?
O1 C21 C29 C25 179.3(3) . . . . ?
C25 C21 C29 C25 0.0(5) 2_455 . . . ?
O1 C21 C29 C39 -1.0(4) . . . . ?
C25 C21 C29 C39 179.7(3) 2_455 . . . ?
N3 C9 C33 C16 0.5(5) . . . . ?
C17 C16 C33 C9 0.1(5) . . . . ?
C8 C16 C33 C9 179.1(3) . . . . ?
C16 C8 C39 C29 177.8(3) . . . . ?
C25 C29 C39 C8 -7.0(5) . . . . ?
C21 C29 C39 C8 173.3(3) . . . . ?
C6 C7 C43 C20 177.3(3) . . . . ?
C27 C20 C43 C7 -4.0(6) . . . . ?
C46 C20 C43 C7 177.4(3) . . . . ?
C27 C20 C46 O3 179.5(3) . . . . ?
C43 C20 C46 O3 -1.8(5) . . . . ?
C27 C20 C46 C27 -0.1(5) . . . 2_576 ?
C43 C20 C46 C27 178.5(3) . . . 2_576 ?
O1 C26 C49 C59 -66.4(4) . . . . ?
C59 C38 C50 C47 -52.4(5) . . . . ?
C80 C1 C54 C80 -56.8(6) 2_766 . . . ?
C80 C1 C54 C12 -179.2(4) 2_766 . . . ?
O7 C12 C54 C1 4.4(5) . . . . ?
O6 C12 C54 C1 -179.1(4) . . . . ?
O7 C12 C54 C80 -118.5(4) . . . . ?
O6 C12 C54 C80 57.9(4) . . . . ?
O3 C18 C56 C62 -67.8(4) . . . . ?
C50 C38 C59 C49 -57.2(5) . . . . ?
C26 C49 C59 C38 171.4(3) . . . . ?
O8 C34 C61 C84 124.7(4) . . . . ?
O5 C34 C61 C84 -58.8(4) . . . . ?
O8 C34 C61 C63 -112.5(4) . . . . ?
O5 C34 C61 C63 64.0(4) . . . . ?
C18 C56 C62 C36 176.1(3) . . . . ?
C66 C36 C62 C56 -57.7(5) . . . . ?
C84 C61 C63 C84 -55.6(5) . . . 2_765 ?
C34 C61 C63 C84 -178.9(4) . . . 2_765 ?
C62 C36 C66 C69 -55.7(5) . . . . ?
C1 C54 C80 C1 57.0(7) . . . 2_766 ?
C12 C54 C80 C1 -178.1(4) . . . 2_766 ?
C34 C61 C84 C63 177.6(3) . . . 2_765 ?
C63 C61 C84 C63 55.4(5) . . . 2_765 ?
C5 C3 N1 C2 -0.1(5) . . . . ?
C5 C3 N1 Zn1 175.9(2) . . . . ?
C4 C2 N1 C3 -0.9(5) . . . . ?
C4 C2 N1 Zn1 -177.0(2) . . . . ?
C33 C9 N3 C28 0.0(5) . . . . ?
C33 C9 N3 Zn1 174.4(2) . . . . ?
C17 C28 N3 C9 -1.1(5) . . . . ?
C17 C28 N3 Zn1 -175.7(3) . . . . ?
C25 C21 O1 C26 6.2(5) 2_455 . . . ?
C29 C21 O1 C26 -173.1(3) . . . . ?
C49 C26 O1 C21 174.3(3) . . . . ?
C27 C46 O3 C18 5.8(5) 2_576 . . . ?
C20 C46 O3 C18 -173.8(3) . . . . ?
C56 C18 O3 C46 175.7(3) . . . . ?
O8 C34 O5 Zn1 12.0(4) . . . . ?
C61 C34 O5 Zn1 -164.5(2) . . . . ?
O7 C12 O6 Zn1 8.3(4) . . . . ?
C54 C12 O6 Zn1 -168.1(2) . . . . ?

_refine_diff_density_max         1.935
_refine_diff_density_min         -0.798
_refine_diff_density_rms         0.095

####################################################################### 
# 
# 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 1589903'
_audit_update_record             
;
2018-01-21 deposited with the CCDC.
2018-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C33 H37 N2 O8 Zn'
_chemical_formula_weight         655.01

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                   9.2019(4)
_cell_length_b                   13.4743(6)
_cell_length_c                   25.3334(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.4121(11)
_cell_angle_gamma                90
_cell_volume                     3141.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9891
_cell_measurement_theta_min      2.67
_cell_measurement_theta_max      27.63

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_F_000             1372
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.13
_exptl_absorpt_coefficient_mu    0.836
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27618
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         2.207
_diffrn_reflns_theta_max         27.733
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7221
_reflns_number_gt                6103
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_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)+(0.0461P)²+1.8431P] 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         7221
_refine_ls_number_parameters     419
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0456
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0935
_refine_ls_wR_factor_gt          0.0883
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C7 C 1.1453(2) 0.39931(14) 0.93066(7) 0.0188(4) Uani 1 1 d . . . . .
C8 C 1.1253(2) 0.09402(14) 0.57679(7) 0.0198(4) Uani 1 1 d . . . . .
C9 C 1.1425(2) 0.19514(14) 0.65944(7) 0.0217(4) Uani 1 1 d . . . . .
H9 H 1.051088 0.221184 0.651857 0.026 Uiso 1 1 calc R U . . .
C11 C 1.2231(2) 0.34485(14) 0.88727(7) 0.0194(4) Uani 1 1 d . . . . .
C12 C 1.2073(2) 0.13021(14) 0.62365(7) 0.0185(4) Uani 1 1 d . . . . .
C13 C 0.0071(2) 0.41929(15) 0.53336(8) 0.0248(4) Uani 1 1 d . . . . .
H13 H 0.012556 0.364807 0.555824 0.030 Uiso 1 1 calc R U . . .
C14 C 0.2459(2) 0.36896(15) 0.50138(8) 0.0250(4) Uani 1 1 d . . . . .
H14 H 0.231505 0.312071 0.521461 0.030 Uiso 1 1 calc R U . . .
C15 C 1.4178(2) 0.12073(15) 0.67994(7) 0.0235(4) Uani 1 1 d . . . . .
H15 H 1.511185 0.097463 0.686844 0.028 Uiso 1 1 calc R U . . .
C17 C 1.3485(2) 0.18281(15) 0.71578(7) 0.0220(4) Uani 1 1 d . . . . .
C19 C 0.1157(2) 0.52106(15) 0.46509(8) 0.0240(4) Uani 1 1 d . . . . .
C21 C 1.1803(2) 0.24984(15) 0.87239(8) 0.0242(4) Uani 1 1 d . . . . .
H21 H 1.107111 0.217572 0.890819 0.029 Uiso 1 1 calc R U . . .
C22 C 1.2468(2) 0.20290(16) 0.82991(8) 0.0279(4) Uani 1 1 d . . . . .
H22 H 1.218279 0.139339 0.819977 0.033 Uiso 1 1 calc R U . . .
C23 C 1.3464(2) 0.09433(14) 0.63429(7) 0.0218(4) Uani 1 1 d . . . . .
H23 H 1.391264 0.052224 0.610305 0.026 Uiso 1 1 calc R U . . .
C26 C 0.4923(2) 0.30361(15) 0.48377(7) 0.0231(4) Uani 1 1 d . . . . .
C27 C 1.2117(2) 0.22123(15) 0.70581(8) 0.0237(4) Uani 1 1 d . . . . .
H27 H 1.167533 0.263635 0.729805 0.028 Uiso 1 1 calc R U . . .
C29 C 0.3758(2) 0.37668(15) 0.47834(8) 0.0260(4) Uani 1 1 d . . . . .
H29 H 0.393159 0.432207 0.457510 0.031 Uiso 1 1 calc R U . . .
C31 C 0.6335(2) 0.33078(15) 0.46982(8) 0.0260(4) Uani 1 1 d . . . . .
H31 H 0.651405 0.393591 0.456102 0.031 Uiso 1 1 calc R U . . .
C33 C 0.7452(2) 0.26500(15) 0.47635(8) 0.0235(4) Uani 1 1 d . . . . .
H33 H 0.838465 0.284534 0.466936 0.028 Uiso 1 1 calc R U . . .
C35 C 1.3556(2) 0.25136(16) 0.80256(7) 0.0253(4) Uani 1 1 d . . . . .
C37 C 1.4017(2) 0.34502(17) 0.81722(8) 0.0271(4) Uani 1 1 d . . . . .
H37 H 1.475819 0.376579 0.798948 0.032 Uiso 1 1 calc R U . . .
C38 C 0.1236(2) 0.43797(15) 0.49917(8) 0.0229(4) Uani 1 1 d . . . . .
C39 C 1.3353(2) 0.39130(16) 0.85977(8) 0.0249(4) Uani 1 1 d . . . . .
H39 H 1.365988 0.454170 0.870086 0.030 Uiso 1 1 calc R U . . .
C42 C 0.5900(2) 0.14576(16) 0.50849(8) 0.0252(4) Uani 1 1 d . . . . .
H42 H 0.575209 0.082147 0.521652 0.030 Uiso 1 1 calc R U . . .
C44 C 0.4720(2) 0.20761(16) 0.50282(9) 0.0279(4) Uani 1 1 d . . . . .
H44 H 0.379541 0.185573 0.511621 0.033 Uiso 1 1 calc R U . . .
C46 C 0.2312(2) 0.62086(16) 0.39709(8) 0.0285(4) Uani 1 1 d . . . . .
H46A H 0.204108 0.681066 0.415563 0.034 Uiso 1 1 calc R U . . .
H46B H 0.162058 0.609732 0.368619 0.034 Uiso 1 1 calc R U . . .
C47 C 0.3837(2) 0.63012(17) 0.37544(10) 0.0351(5) Uani 1 1 d . . . . .
H47A H 0.389450 0.690602 0.354793 0.042 Uiso 1 1 calc R U . . .
H47B H 0.451156 0.636582 0.404837 0.042 Uiso 1 1 calc R U . . .
C52 C 0.6786(5) 0.4933(4) 0.3540(2) 0.0368(13) Uani 0.510(7) 1 d . . P A 1
H52A H 0.642034 0.429615 0.365807 0.044 Uiso 0.510(7) 1 calc R U P A 1
H52B H 0.680187 0.537207 0.384404 0.044 Uiso 0.510(7) 1 calc R U P A 1
C53 C 0.4320(3) 0.5440(2) 0.34130(14) 0.0617(9) Uani 1 1 d . U . . .
H53A H 0.424005 0.485386 0.363326 0.074 Uiso 0.510(7) 1 calc R U P A 1
H53B H 0.358144 0.537278 0.314012 0.074 Uiso 0.510(7) 1 calc R U P A 1
H53C H 0.406531 0.553899 0.304455 0.074 Uiso 0.490(7) 1 calc R U P A 2
H53D H 0.392524 0.481321 0.353430 0.074 Uiso 0.490(7) 1 calc R U P A 2
C54 C 0.8440(3) 0.4783(3) 0.33415(14) 0.0684(9) Uani 1 1 d . . . . .
H54A H 0.843337 0.445510 0.300516 0.103 Uiso 0.510(7) 1 calc R U P A 1
H54B H 0.896641 0.438708 0.359319 0.103 Uiso 0.510(7) 1 calc R U P A 1
H54C H 0.890195 0.541905 0.330821 0.103 Uiso 0.510(7) 1 calc R U P A 1
H54D H 0.897471 0.431282 0.313482 0.103 Uiso 0.490(7) 1 calc R U P A 2
H54E H 0.862995 0.466877 0.370960 0.103 Uiso 0.490(7) 1 calc R U P A 2
H54F H 0.873717 0.544410 0.325014 0.103 Uiso 0.490(7) 1 calc R U P A 2
C57 C 0.5734(5) 0.5349(3) 0.31396(17) 0.0290(12) Uani 0.510(7) 1 d . . P A 1
H57A H 0.605953 0.599333 0.301684 0.035 Uiso 0.510(7) 1 calc R U P A 1
H57B H 0.564734 0.490782 0.283865 0.035 Uiso 0.510(7) 1 calc R U P A 1
N3 N 0.72589(17) 0.17337(11) 0.49580(6) 0.0181(3) Uani 1 1 d . . . . .
O3 O 0.23203(15) 0.53758(11) 0.43288(6) 0.0294(3) Uani 1 1 d . . . . .
O5 O 1.03631(15) 0.35823(10) 0.95133(5) 0.0240(3) Uani 1 1 d . . . . .
O6 O 1.17383(16) 0.01875(10) 0.55348(5) 0.0272(3) Uani 1 1 d . . . . .
O7 O 1.42801(15) 0.20600(12) 0.76046(5) 0.0319(4) Uani 1 1 d . . . . .
O9 O 1.19226(16) 0.48379(11) 0.94247(5) 0.0280(3) Uani 1 1 d . . . . .
O21 O 1.01079(16) 0.13961(11) 0.56409(5) 0.0287(3) Uani 1 1 d . . . . .
Zn1 Zn 0.89438(2) 0.07953(2) 0.50382(2) 0.01534(7) Uani 1 1 d . . . . .
O1 O 0.8508(2) 0.21562(14) 0.21393(6) 0.0457(4) Uani 1 1 d . . . . .
N2 N 0.8326(2) 0.15722(15) 0.29780(7) 0.0325(4) Uani 1 1 d . . . . .
C3 C 0.8035(3) 0.22148(18) 0.25944(9) 0.0341(5) Uani 1 1 d . . . . .
H3 H 0.743197 0.274777 0.267337 0.041 Uiso 1 1 calc R U . . .
C4 C 0.7804(3) 0.1724(2) 0.35127(9) 0.0397(6) Uani 1 1 d . . . . .
H4A H 0.861498 0.183807 0.374519 0.060 Uiso 1 1 calc R U . . .
H4B H 0.728406 0.114498 0.362620 0.060 Uiso 1 1 calc R U . . .
H4C H 0.716775 0.228834 0.351948 0.060 Uiso 1 1 calc R U . . .
C0AA C 0.9258(3) 0.0725(2) 0.28819(11) 0.0482(7) Uani 1 1 d . . . . .
H0AA H 0.875026 0.012568 0.297002 0.072 Uiso 1 1 calc R U . . .
H0AB H 1.011978 0.077834 0.309600 0.072 Uiso 1 1 calc R U . . .
H0AC H 0.952235 0.070940 0.251608 0.072 Uiso 1 1 calc R U . . .
O1W O 0.7732(3) 0.1120(2) 0.65898(13) 0.1092(12) Uani 1 1 d . U . . .
H1WA H 0.789629 0.162551 0.678035 0.164 Uiso 1 1 d R U . . .
H1WB H 0.831289 0.113431 0.633025 0.164 Uiso 1 1 d R U . . .
C57' C 0.6145(5) 0.5517(4) 0.3519(2) 0.0349(15) Uani 0.490(7) 1 d . . P A 2
H57C H 0.650418 0.614687 0.338828 0.042 Uiso 0.490(7) 1 calc R U P A 2
H57D H 0.635183 0.548123 0.389434 0.042 Uiso 0.490(7) 1 calc R U P A 2
C52' C 0.6902(6) 0.4670(5) 0.3236(3) 0.0460(16) Uani 0.490(7) 1 d . . P A 2
H52C H 0.656008 0.403553 0.336716 0.055 Uiso 0.490(7) 1 calc R U P A 2
H52D H 0.670890 0.470187 0.285927 0.055 Uiso 0.490(7) 1 calc R U P A 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
C7 O9 1.253(2) . ?
C7 O5 1.262(2) . ?
C7 C11 1.507(3) . ?
C8 O6 1.257(2) . ?
C8 O21 1.260(2) . ?
C8 C12 1.484(2) . ?
C9 C27 1.378(3) . ?
C9 C12 1.397(3) . ?
C9 H9 0.9300 . ?
C11 C21 1.391(3) . ?
C11 C39 1.397(3) . ?
C12 C23 1.393(3) . ?
C13 C19 1.387(3) 3_566 ?
C13 C38 1.406(3) . ?
C13 H13 0.9300 . ?
C14 C29 1.339(3) . ?
C14 C38 1.460(3) . ?
C14 H14 0.9300 . ?
C15 C23 1.373(3) . ?
C15 C17 1.393(3) . ?
C15 H15 0.9300 . ?
C17 O7 1.379(2) . ?
C17 C27 1.382(3) . ?
C19 O3 1.369(2) . ?
C19 C38 1.415(3) . ?
C21 C22 1.394(3) . ?
C21 H21 0.9300 . ?
C22 C35 1.385(3) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C26 C44 1.394(3) . ?
C26 C31 1.398(3) . ?
C26 C29 1.461(3) . ?
C27 H27 0.9300 . ?
C29 H29 0.9300 . ?
C31 C33 1.367(3) . ?
C31 H31 0.9300 . ?
C33 N3 1.342(2) . ?
C33 H33 0.9300 . ?
C35 C37 1.381(3) . ?
C35 O7 1.402(2) . ?
C37 C39 1.391(3) . ?
C37 H37 0.9300 . ?
C39 H39 0.9300 . ?
C42 N3 1.346(3) . ?
C42 C44 1.375(3) . ?
C42 H42 0.9300 . ?
C44 H44 0.9300 . ?
C46 O3 1.443(2) . ?
C46 C47 1.516(3) . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?
C47 C53 1.516(4) . ?
C47 H47A 0.9700 . ?
C47 H47B 0.9700 . ?
C52 C57 1.506(7) . ?
C52 C54 1.620(6) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C53 C57 1.483(5) . ?
C53 C57' 1.702(6) . ?
C53 H53A 0.9700 . ?
C53 H53B 0.9700 . ?
C53 H53C 0.9700 . ?
C53 H53D 0.9700 . ?
C54 C52' 1.447(6) . ?
C54 H54A 0.9600 . ?
C54 H54B 0.9600 . ?
C54 H54C 0.9600 . ?
C54 H54D 0.9600 . ?
C54 H54E 0.9600 . ?
C54 H54F 0.9600 . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
N3 Zn1 2.0099(15) . ?
O5 Zn1 2.0499(13) 4_566 ?
O6 Zn1 2.0593(13) 3_756 ?
O9 Zn1 2.0414(14) 2_756 ?
O21 Zn1 2.0276(13) . ?
Zn1 Zn1 2.9008(4) 3_756 ?
O1 C3 1.238(3) . ?
N2 C3 1.327(3) . ?
N2 C0AA 1.450(3) . ?
N2 C4 1.455(3) . ?
C3 H3 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C0AA H0AA 0.9600 . ?
C0AA H0AB 0.9600 . ?
C0AA H0AC 0.9600 . ?
O1W H1WA 0.8474 . ?
O1W H1WB 0.8505 . ?
C57' C52' 1.520(8) . ?
C57' H57C 0.9700 . ?
C57' H57D 0.9700 . ?
C52' H52C 0.9700 . ?
C52' H52D 0.9700 . ?

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
O9 C7 O5 124.96(18) . . ?
O9 C7 C11 116.83(17) . . ?
O5 C7 C11 118.18(16) . . ?
O6 C8 O21 124.93(17) . . ?
O6 C8 C12 117.45(17) . . ?
O21 C8 C12 117.60(17) . . ?
C27 C9 C12 121.08(18) . . ?
C27 C9 H9 119.5 . . ?
C12 C9 H9 119.5 . . ?
C21 C11 C39 119.09(18) . . ?
C21 C11 C7 120.70(17) . . ?
C39 C11 C7 120.15(17) . . ?
C23 C12 C9 119.19(16) . . ?
C23 C12 C8 120.11(16) . . ?
C9 C12 C8 120.55(17) . . ?
C19 C13 C38 122.58(18) 3_566 . ?
C19 C13 H13 118.7 3_566 . ?
C38 C13 H13 118.7 . . ?
C29 C14 C38 128.64(19) . . ?
C29 C14 H14 115.7 . . ?
C38 C14 H14 115.7 . . ?
C23 C15 C17 119.09(18) . . ?
C23 C15 H15 120.5 . . ?
C17 C15 H15 120.5 . . ?
O7 C17 C27 122.82(17) . . ?
O7 C17 C15 115.36(17) . . ?
C27 C17 C15 121.77(17) . . ?
O3 C19 C13 124.28(18) . 3_566 ?
O3 C19 C38 117.07(17) . . ?
C13 C19 C38 118.64(19) 3_566 . ?
C11 C21 C22 120.11(19) . . ?
C11 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C35 C22 C21 119.70(19) . . ?
C35 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
C15 C23 C12 120.44(17) . . ?
C15 C23 H23 119.8 . . ?
C12 C23 H23 119.8 . . ?
C44 C26 C31 117.22(18) . . ?
C44 C26 C29 123.94(19) . . ?
C31 C26 C29 118.83(18) . . ?
C9 C27 C17 118.36(18) . . ?
C9 C27 H27 120.8 . . ?
C17 C27 H27 120.8 . . ?
C14 C29 C26 124.31(19) . . ?
C14 C29 H29 117.8 . . ?
C26 C29 H29 117.8 . . ?
C33 C31 C26 119.97(19) . . ?
C33 C31 H31 120.0 . . ?
C26 C31 H31 120.0 . . ?
N3 C33 C31 122.65(19) . . ?
N3 C33 H33 118.7 . . ?
C31 C33 H33 118.7 . . ?
C37 C35 C22 121.18(18) . . ?
C37 C35 O7 117.14(19) . . ?
C22 C35 O7 121.62(19) . . ?
C35 C37 C39 118.83(19) . . ?
C35 C37 H37 120.6 . . ?
C39 C37 H37 120.6 . . ?
C13 C38 C19 118.78(17) . . ?
C13 C38 C14 116.94(18) . . ?
C19 C38 C14 124.28(19) . . ?
C37 C39 C11 121.06(19) . . ?
C37 C39 H39 119.5 . . ?
C11 C39 H39 119.5 . . ?
N3 C42 C44 122.78(19) . . ?
N3 C42 H42 118.6 . . ?
C44 C42 H42 118.6 . . ?
C42 C44 C26 119.43(19) . . ?
C42 C44 H44 120.3 . . ?
C26 C44 H44 120.3 . . ?
O3 C46 C47 106.90(16) . . ?
O3 C46 H46A 110.3 . . ?
C47 C46 H46A 110.3 . . ?
O3 C46 H46B 110.3 . . ?
C47 C46 H46B 110.3 . . ?
H46A C46 H46B 108.6 . . ?
C53 C47 C46 114.8(2) . . ?
C53 C47 H47A 108.6 . . ?
C46 C47 H47A 108.6 . . ?
C53 C47 H47B 108.6 . . ?
C46 C47 H47B 108.6 . . ?
H47A C47 H47B 107.5 . . ?
C57 C52 C54 116.0(4) . . ?
C57 C52 H52A 108.3 . . ?
C54 C52 H52A 108.3 . . ?
C57 C52 H52B 108.3 . . ?
C54 C52 H52B 108.3 . . ?
H52A C52 H52B 107.4 . . ?
C57 C53 C47 126.2(3) . . ?
C47 C53 C57' 99.0(3) . . ?
C57 C53 H53A 105.8 . . ?
C47 C53 H53A 105.8 . . ?
C57 C53 H53B 105.8 . . ?
C47 C53 H53B 105.8 . . ?
H53A C53 H53B 106.2 . . ?
C47 C53 H53C 112.0 . . ?
C57' C53 H53C 112.0 . . ?
C47 C53 H53D 112.0 . . ?
C57' C53 H53D 112.0 . . ?
H53C C53 H53D 109.7 . . ?
C52 C54 H54A 109.5 . . ?
C52 C54 H54B 109.5 . . ?
H54A C54 H54B 109.5 . . ?
C52 C54 H54C 109.5 . . ?
H54A C54 H54C 109.5 . . ?
H54B C54 H54C 109.5 . . ?
C52' C54 H54D 109.5 . . ?
C52' C54 H54E 109.5 . . ?
H54D C54 H54E 109.5 . . ?
C52' C54 H54F 109.5 . . ?
H54D C54 H54F 109.5 . . ?
H54E C54 H54F 109.5 . . ?
C53 C57 C52 106.1(4) . . ?
C53 C57 H57A 110.5 . . ?
C52 C57 H57A 110.5 . . ?
C53 C57 H57B 110.5 . . ?
C52 C57 H57B 110.5 . . ?
H57A C57 H57B 108.7 . . ?
C33 N3 C42 117.92(16) . . ?
C33 N3 Zn1 120.77(13) . . ?
C42 N3 Zn1 121.29(13) . . ?
C19 O3 C46 120.02(15) . . ?
C7 O5 Zn1 126.97(12) . 4_566 ?
C8 O6 Zn1 137.95(13) . 3_756 ?
C17 O7 C35 118.10(15) . . ?
C7 O9 Zn1 126.69(13) . 2_756 ?
C8 O21 Zn1 115.73(12) . . ?
N3 Zn1 O21 103.17(6) . . ?
N3 Zn1 O9 99.22(6) . 2_746 ?
O21 Zn1 O9 87.54(6) . 2_746 ?
N3 Zn1 O5 99.89(6) . 4_565 ?
O21 Zn1 O5 89.40(6) . 4_565 ?
O9 Zn1 O5 160.85(5) 2_746 4_565 ?
N3 Zn1 O6 95.88(6) . 3_756 ?
O21 Zn1 O6 160.77(6) . 3_756 ?
O9 Zn1 O6 86.84(6) 2_746 3_756 ?
O5 Zn1 O6 89.90(6) 4_565 3_756 ?
N3 Zn1 Zn1 167.14(4) . 3_756 ?
O21 Zn1 Zn1 89.69(4) . 3_756 ?
O9 Zn1 Zn1 80.95(4) 2_746 3_756 ?
O5 Zn1 Zn1 80.13(4) 4_565 3_756 ?
O6 Zn1 Zn1 71.27(4) 3_756 3_756 ?
C3 N2 C0AA 120.5(2) . . ?
C3 N2 C4 121.6(2) . . ?
C0AA N2 C4 117.82(19) . . ?
O1 C3 N2 124.7(2) . . ?
O1 C3 H3 117.6 . . ?
N2 C3 H3 117.6 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C0AA H0AA 109.5 . . ?
N2 C0AA H0AB 109.5 . . ?
H0AA C0AA H0AB 109.5 . . ?
N2 C0AA H0AC 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 109.5 . . ?
H1WA O1W H1WB 108.2 . . ?
C52' C57' C53 109.6(4) . . ?
C52' C57' H57C 109.8 . . ?
C53 C57' H57C 109.8 . . ?
C52' C57' H57D 109.8 . . ?
C53 C57' H57D 109.8 . . ?
H57C C57' H57D 108.2 . . ?
C54 C52' C57' 106.5(5) . . ?
C54 C52' H52C 110.4 . . ?
C57' C52' H52C 110.4 . . ?
C54 C52' H52D 110.4 . . ?
C57' C52' H52D 110.4 . . ?
H52C C52' H52D 108.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O9 C7 C11 C21 178.60(18) . . . . ?
O5 C7 C11 C21 -3.2(3) . . . . ?
O9 C7 C11 C39 -4.4(3) . . . . ?
O5 C7 C11 C39 173.79(17) . . . . ?
C27 C9 C12 C23 -2.4(3) . . . . ?
C27 C9 C12 C8 173.27(18) . . . . ?
O6 C8 C12 C23 12.7(3) . . . . ?
O21 C8 C12 C23 -168.93(18) . . . . ?
O6 C8 C12 C9 -162.95(18) . . . . ?
O21 C8 C12 C9 15.5(3) . . . . ?
C23 C15 C17 O7 -179.73(19) . . . . ?
C23 C15 C17 C27 -2.2(3) . . . . ?
C39 C11 C21 C22 -1.3(3) . . . . ?
C7 C11 C21 C22 175.74(18) . . . . ?
C11 C21 C22 C35 -0.1(3) . . . . ?
C17 C15 C23 C12 0.8(3) . . . . ?
C9 C12 C23 C15 1.4(3) . . . . ?
C8 C12 C23 C15 -174.25(18) . . . . ?
C12 C9 C27 C17 1.0(3) . . . . ?
O7 C17 C27 C9 178.60(19) . . . . ?
C15 C17 C27 C9 1.3(3) . . . . ?
C38 C14 C29 C26 179.0(2) . . . . ?
C44 C26 C29 C14 15.6(3) . . . . ?
C31 C26 C29 C14 -163.5(2) . . . . ?
C44 C26 C31 C33 -1.6(3) . . . . ?
C29 C26 C31 C33 177.60(19) . . . . ?
C26 C31 C33 N3 0.2(3) . . . . ?
C21 C22 C35 C37 1.2(3) . . . . ?
C21 C22 C35 O7 178.36(18) . . . . ?
C22 C35 C37 C39 -1.0(3) . . . . ?
O7 C35 C37 C39 -178.22(18) . . . . ?
C19 C13 C38 C19 0.2(3) 3_566 . . . ?
C19 C13 C38 C14 -179.67(19) 3_566 . . . ?
O3 C19 C38 C13 179.15(18) . . . . ?
C13 C19 C38 C13 -0.2(3) 3_566 . . . ?
O3 C19 C38 C14 -1.0(3) . . . . ?
C13 C19 C38 C14 179.66(19) 3_566 . . . ?
C29 C14 C38 C13 -170.8(2) . . . . ?
C29 C14 C38 C19 9.4(3) . . . . ?
C35 C37 C39 C11 -0.4(3) . . . . ?
C21 C11 C39 C37 1.6(3) . . . . ?
C7 C11 C39 C37 -175.49(18) . . . . ?
N3 C42 C44 C26 -0.8(3) . . . . ?
C31 C26 C44 C42 1.9(3) . . . . ?
C29 C26 C44 C42 -177.3(2) . . . . ?
O3 C46 C47 C53 65.6(3) . . . . ?
C46 C47 C53 C57 178.2(3) . . . . ?
C46 C47 C53 C57' -152.8(2) . . . . ?
C47 C53 C57 C52 84.5(5) . . . . ?
C54 C52 C57 C53 -178.7(4) . . . . ?
C31 C33 N3 C42 1.0(3) . . . . ?
C31 C33 N3 Zn1 179.40(15) . . . . ?
C44 C42 N3 C33 -0.7(3) . . . . ?
C44 C42 N3 Zn1 -179.09(16) . . . . ?
C13 C19 O3 C46 -0.8(3) 3_566 . . . ?
C38 C19 O3 C46 179.92(18) . . . . ?
C47 C46 O3 C19 169.23(18) . . . . ?
O9 C7 O5 Zn1 6.4(3) . . . 4_566 ?
C11 C7 O5 Zn1 -171.61(12) . . . 4_566 ?
O21 C8 O6 Zn1 -9.4(3) . . . 3_756 ?
C12 C8 O6 Zn1 168.88(14) . . . 3_756 ?
C27 C17 O7 C35 14.9(3) . . . . ?
C15 C17 O7 C35 -167.62(19) . . . . ?
C37 C35 O7 C17 -118.3(2) . . . . ?
C22 C35 O7 C17 64.4(3) . . . . ?
O5 C7 O9 Zn1 -1.6(3) . . . 2_756 ?
C11 C7 O9 Zn1 176.45(12) . . . 2_756 ?
O6 C8 O21 Zn1 3.5(3) . . . . ?
C12 C8 O21 Zn1 -174.81(13) . . . . ?
C0AA N2 C3 O1 0.0(4) . . . . ?
C4 N2 C3 O1 176.1(2) . . . . ?
C47 C53 C57' C52' 176.7(4) . . . . ?
C53 C57' C52' C54 179.9(4) . . . . ?

_refine_diff_density_max         0.316
_refine_diff_density_min         -0.628
_refine_diff_density_rms         0.062

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1589902'
_audit_update_record             
;
2017-12-08 deposited with the CCDC.
2018-01-23 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            'C30 H28 N O7 S Zn'
_chemical_formula_weight         611.96

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'
S S 0.1246 0.1234 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.8925(14)
_cell_length_b                   20.4648(19)
_cell_length_c                   21.081(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.8200(10)
_cell_angle_gamma                90
_cell_volume                     6563.1(11)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_F_000             2536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.853
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18405
_diffrn_reflns_av_unetI/netI     0.0650
_diffrn_reflns_av_R_equivalents  0.0577
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.668
_diffrn_reflns_theta_max         25.027
_diffrn_reflns_theta_full        25.027
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.962
_reflns_number_total             5590
_reflns_number_gt                3862
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0770P)²] 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         5590
_refine_ls_number_parameters     362
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_ref         0.1524
_refine_ls_wR_factor_gt          0.1383
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.020
_refine_ls_shift/su_mean         0.001

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
O5 O 0.79293(19) 0.64307(13) 0.51662(14) 0.0498(8) Uani 1 1 d . . . . .
O4 O 0.70164(18) 0.67234(13) 0.41899(14) 0.0489(8) Uani 1 1 d . . . . .
C1 C 0.7438(3) 0.63057(19) 0.4598(2) 0.0398(10) Uani 1 1 d . . . . .
C12 C 0.7346(3) 0.5605(2) 0.4380(2) 0.0418(10) Uani 1 1 d . . . . .
C20 C 0.6866(3) 0.5437(2) 0.3753(2) 0.0612(14) Uani 1 1 d . . . . .
H20 H 0.6600 0.5764 0.3456 0.073 Uiso 1 1 calc R U . . .
C13 C 0.7767(3) 0.5119(2) 0.4805(2) 0.0539(12) Uani 1 1 d . . . . .
H13 H 0.8120 0.5226 0.5227 0.065 Uiso 1 1 calc R U . . .
C25 C 0.6765(3) 0.4788(2) 0.3545(2) 0.0616(13) Uani 1 1 d . . . . .
H25 H 0.6423 0.4683 0.3120 0.074 Uiso 1 1 calc R U . . .
C23 C 0.7668(3) 0.4471(2) 0.4608(3) 0.0669(15) Uani 1 1 d . . . . .
H23 H 0.7937 0.4144 0.4903 0.080 Uiso 1 1 calc R U . . .
O1 O 0.41680(19) 0.24860(15) 0.53540(16) 0.0539(8) Uani 1 1 d . . . . .
Zn1 Zn 0.30873(3) 0.22997(2) 0.56628(2) 0.03650(18) Uani 1 1 d . . . . .
S2 S 0.70128(9) 0.34802(6) 0.37337(8) 0.0618(4) Uani 1 1 d . . . . .
N1 N 0.3522(2) 0.19757(16) 0.66072(16) 0.0385(8) Uani 1 1 d . . . . .
C2 C 0.3988(3) 0.27111(19) 0.4777(2) 0.0445(11) Uani 1 1 d . . . . .
C3 C 0.4051(3) 0.1487(2) 0.7896(2) 0.0438(10) Uani 1 1 d . . . . .
O2 O 0.7774(2) 0.31168(16) 0.4094(2) 0.0822(12) Uani 1 1 d . . . . .
C4 C 0.5599(3) 0.2794(2) 0.4900(2) 0.0470(11) Uani 1 1 d . . . . .
H4 H 0.5713 0.2607 0.5319 0.056 Uiso 1 1 calc R U . . .
C5 C 0.4740(3) 0.29059(18) 0.4522(2) 0.0384(10) Uani 1 1 d . . . . .
O6 O 0.5631(2) 0.06952(16) 1.11545(15) 0.0710(10) Uani 1 1 d . . . . .
C6 C 0.6123(3) 0.32411(19) 0.4035(2) 0.0483(11) Uani 1 1 d . . . . .
C7 C 0.6301(3) 0.2966(2) 0.4644(3) 0.0545(12) Uani 1 1 d . . . . .
H7 H 0.6880 0.2891 0.4893 0.065 Uiso 1 1 calc R U . . .
C8 C 0.5022(3) 0.0672(2) 0.9959(2) 0.0515(12) Uani 1 1 d . . . . .
H8 H 0.5033 0.1126 0.9937 0.062 Uiso 1 1 calc R U . . .
O3 O 0.6721(3) 0.34564(18) 0.3027(2) 0.0826(12) Uani 1 1 d . . . . .
C9 C 0.4429(3) 0.0611(2) 0.8727(2) 0.0501(11) Uani 1 1 d . . . . .
H9 H 0.4267 0.0322 0.8372 0.060 Uiso 1 1 calc R U . . .
C10 C 0.4581(3) 0.3185(2) 0.3896(2) 0.0521(12) Uani 1 1 d . . . . .
H10 H 0.4005 0.3258 0.3641 0.063 Uiso 1 1 calc R U . . .
C11 C 0.3533(4) 0.1335(2) 0.6727(2) 0.0755(18) Uani 1 1 d . . . . .
H11 H 0.3359 0.1051 0.6368 0.091 Uiso 1 1 calc R U . . .
C14 C 0.5306(3) 0.0365(2) 1.0566(2) 0.0497(11) Uani 1 1 d . . . . .
C15 C 0.4022(3) 0.2137(2) 0.7770(2) 0.0518(12) Uani 1 1 d . . . . .
H15 H 0.4173 0.2433 0.8119 0.062 Uiso 1 1 calc R U . . .
C16 C 0.4363(3) 0.1229(2) 0.8572(2) 0.0473(11) Uani 1 1 d . . . . .
H16 H 0.4527 0.1529 0.8917 0.057 Uiso 1 1 calc R U . . .
C17 C 0.3771(3) 0.2363(2) 0.7126(2) 0.0519(12) Uani 1 1 d . . . . .
H17 H 0.3778 0.2811 0.7055 0.062 Uiso 1 1 calc R U . . .
C18 C 0.4723(3) 0.0311(2) 0.9382(2) 0.0477(11) Uani 1 1 d . . . . .
C19 C 0.5269(3) 0.3354(2) 0.3645(2) 0.0538(12) Uani 1 1 d . . . . .
H19 H 0.5160 0.3539 0.3227 0.065 Uiso 1 1 calc R U . . .
C21 C 0.7172(3) 0.4307(2) 0.3974(2) 0.0485(11) Uani 1 1 d . . . . .
C22 C 0.3784(4) 0.1078(3) 0.7343(2) 0.093(2) Uani 1 1 d . . . . .
H22 H 0.3779 0.0627 0.7400 0.111 Uiso 1 1 calc R U . . .
C27 C 0.5698(4) 0.1386(2) 1.1158(3) 0.0799(18) Uani 1 1 d . . . . .
H27A H 0.5130 0.1581 1.0943 0.096 Uiso 1 1 calc R U . . .
H27B H 0.6112 0.1524 1.0926 0.096 Uiso 1 1 calc R U . . .
C28 C 0.6016(6) 0.1591(3) 1.1884(4) 0.129(3) Uani 1 1 d . . . . .
H28A H 0.5987 0.2064 1.1909 0.155 Uiso 1 1 calc R U . . .
H28B H 0.5620 0.1412 1.2113 0.155 Uiso 1 1 calc R U . . .
C31 C 0.7153(7) 0.1594(5) 1.2967(5) 0.173(5) Uani 1 1 d . . . . .
H31A H 0.7739 0.1412 1.3138 0.208 Uiso 1 1 calc R U . . .
H31B H 0.7224 0.2065 1.2982 0.208 Uiso 1 1 calc R U . . .
C30 C 0.6827(6) 0.1402(5) 1.2196(5) 0.160(4) Uani 1 1 d . . . . .
H30A H 0.7225 0.1594 1.1976 0.192 Uiso 1 1 calc R U . . .
H30B H 0.6861 0.0931 1.2157 0.192 Uiso 1 1 calc R U . . .
C32 C 0.6690(7) 0.1434(6) 1.3451(5) 0.157(4) Uani 1 1 d . . . . .
H32A H 0.6125 0.1655 1.3326 0.189 Uiso 1 1 calc R U . . .
H32B H 0.7025 0.1603 1.3880 0.189 Uiso 1 1 calc R U . . .
O7 O 0.32382(19) 0.27957(15) 0.43939(16) 0.0570(9) Uani 1 1 d . . . . .
C33 C 0.6539(9) 0.0717(6) 1.3518(6) 0.230(7) Uani 1 1 d . . . . .
H33A H 0.6093 0.0567 1.3133 0.345 Uiso 1 1 calc R U . . .
H33B H 0.6351 0.0642 1.3905 0.345 Uiso 1 1 calc R U . . .
H33C H 0.7075 0.0483 1.3557 0.345 Uiso 1 1 calc R 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
O5 C1 1.252(5) . ?
O5 Zn1 2.042(3) 3 ?
O4 C1 1.260(4) . ?
O4 Zn1 2.037(3) 5_666 ?
C1 C12 1.501(6) . ?
C12 C20 1.365(6) . ?
C12 C13 1.376(5) . ?
C20 C25 1.393(6) . ?
C13 C23 1.385(6) . ?
C25 C21 1.365(6) . ?
C23 C21 1.382(7) . ?
O1 C2 1.253(5) . ?
O1 Zn1 2.041(3) . ?
Zn1 N1 2.021(3) . ?
Zn1 O4 2.037(3) 5_666 ?
Zn1 O5 2.042(3) 3_445 ?
Zn1 O7 2.084(3) 7_556 ?
Zn1 Zn1 2.9914(8) 7_556 ?
S2 O3 1.426(4) . ?
S2 O2 1.436(4) . ?
S2 C21 1.764(4) . ?
S2 C6 1.778(4) . ?
N1 C17 1.315(5) . ?
N1 C11 1.335(5) . ?
C2 O7 1.244(5) . ?
C2 C5 1.500(6) . ?
C3 C15 1.355(6) . ?
C3 C22 1.397(7) . ?
C3 C16 1.465(5) . ?
C4 C5 1.386(6) . ?
C4 C7 1.417(6) . ?
C5 C10 1.393(6) . ?
O6 C14 1.376(5) . ?
O6 C27 1.417(6) . ?
C6 C7 1.355(6) . ?
C6 C19 1.388(6) . ?
C8 C14 1.378(5) . ?
C8 C18 1.384(6) . ?
C9 C16 1.303(6) . ?
C9 C18 1.459(5) . ?
C10 C19 1.388(6) . ?
C11 C22 1.350(6) . ?
C14 C18 1.391(6) 5_657 ?
C15 C17 1.378(6) . ?
C18 C14 1.391(6) 5_657 ?
C27 C28 1.526(9) . ?
C28 C30 1.323(10) . ?
C31 C32 1.459(12) . ?
C31 C30 1.605(12) . ?
C32 C33 1.501(13) . ?
O7 Zn1 2.084(3) 7_556 ?

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
C1 O5 Zn1 128.2(3) . 3 ?
C1 O4 Zn1 127.7(3) . 5_666 ?
O5 C1 O4 125.2(4) . . ?
O5 C1 C12 117.9(4) . . ?
O4 C1 C12 117.0(4) . . ?
C20 C12 C13 118.6(4) . . ?
C20 C12 C1 121.0(4) . . ?
C13 C12 C1 120.3(4) . . ?
C12 C20 C25 121.7(4) . . ?
C12 C13 C23 120.3(4) . . ?
C21 C25 C20 119.3(4) . . ?
C21 C23 C13 120.4(4) . . ?
C2 O1 Zn1 113.7(3) . . ?
N1 Zn1 O4 101.04(13) . 5_666 ?
N1 Zn1 O1 107.22(13) . . ?
O4 Zn1 O1 88.74(13) 5_666 . ?
N1 Zn1 O5 100.12(12) . 3_445 ?
O4 Zn1 O5 158.35(11) 5_666 3_445 ?
O1 Zn1 O5 89.38(13) . 3_445 ?
N1 Zn1 O7 94.45(13) . 7_556 ?
O4 Zn1 O7 88.60(12) 5_666 7_556 ?
O1 Zn1 O7 158.27(13) . 7_556 ?
O5 Zn1 O7 85.22(13) 3_445 7_556 ?
N1 Zn1 Zn1 162.42(10) . 7_556 ?
O4 Zn1 Zn1 79.47(8) 5_666 7_556 ?
O1 Zn1 Zn1 90.35(9) . 7_556 ?
O5 Zn1 Zn1 78.98(8) 3_445 7_556 ?
O7 Zn1 Zn1 67.97(9) 7_556 7_556 ?
O3 S2 O2 120.3(3) . . ?
O3 S2 C21 108.0(2) . . ?
O2 S2 C21 108.4(2) . . ?
O3 S2 C6 108.2(2) . . ?
O2 S2 C6 107.7(2) . . ?
C21 S2 C6 103.0(2) . . ?
C17 N1 C11 116.7(4) . . ?
C17 N1 Zn1 123.8(3) . . ?
C11 N1 Zn1 119.4(3) . . ?
O7 C2 O1 126.0(4) . . ?
O7 C2 C5 116.3(4) . . ?
O1 C2 C5 117.7(4) . . ?
C15 C3 C22 116.0(4) . . ?
C15 C3 C16 121.9(4) . . ?
C22 C3 C16 122.1(4) . . ?
C5 C4 C7 119.5(4) . . ?
C4 C5 C10 119.4(4) . . ?
C4 C5 C2 120.2(4) . . ?
C10 C5 C2 120.3(4) . . ?
C14 O6 C27 120.1(4) . . ?
C7 C6 C19 122.0(4) . . ?
C7 C6 S2 118.9(4) . . ?
C19 C6 S2 119.0(4) . . ?
C6 C7 C4 119.5(4) . . ?
C14 C8 C18 120.6(4) . . ?
C16 C9 C18 128.7(4) . . ?
C19 C10 C5 121.1(4) . . ?
N1 C11 C22 123.3(5) . . ?
O6 C14 C8 123.4(4) . . ?
O6 C14 C18 115.4(4) . 5_657 ?
C8 C14 C18 121.2(4) . 5_657 ?
C3 C15 C17 120.4(4) . . ?
C9 C16 C3 125.0(4) . . ?
N1 C17 C15 123.3(4) . . ?
C8 C18 C14 118.2(4) . 5_657 ?
C8 C18 C9 122.8(4) . . ?
C14 C18 C9 119.0(4) 5_657 . ?
C10 C19 C6 118.4(4) . . ?
C25 C21 C23 119.6(4) . . ?
C25 C21 S2 120.0(4) . . ?
C23 C21 S2 120.3(4) . . ?
C11 C22 C3 120.2(5) . . ?
O6 C27 C28 106.4(4) . . ?
C30 C28 C27 114.2(8) . . ?
C32 C31 C30 125.0(9) . . ?
C28 C30 C31 114.5(9) . . ?
C31 C32 C33 114.3(12) . . ?
C2 O7 Zn1 141.9(3) . 7_556 ?

_refine_diff_density_max         0.717
_refine_diff_density_min         -0.422
_refine_diff_density_rms         0.068

