# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1939810'
loop_
_audit_author_name
_audit_author_address
'Nathalie Audebrand'
;Univ Rennes 
France
;
_audit_update_record             
;
2019-11-08 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H12 O10 Zn2'
_chemical_formula_weight         651.13

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'
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'
N N 0.0061 0.0033 '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'

_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                   10.750(3)
_cell_length_b                   13.933(5)
_cell_length_c                   14.348(5)
_cell_angle_alpha                73.692(12)
_cell_angle_beta                 74.143(12)
_cell_angle_gamma                68.269(12)
_cell_volume                     1881.1(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2342
_cell_measurement_theta_min      3.00
_cell_measurement_theta_max      21.26
_exptl_crystal_description       stick
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.150
_exptl_crystal_F_000             652
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    1.317
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5330
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22895
_diffrn_reflns_av_unetI/netI     0.1665
_diffrn_reflns_av_R_equivalents  0.0991
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.506
_diffrn_reflns_theta_max         27.573
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measured_fraction_theta_full 'ACTA 50'
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_Laue_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_point_group_measured_fraction_full 0.939
_reflns_number_total             8036
_reflns_number_gt                3951
_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 (Bruker, 2006)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0884P)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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0100(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         8036
_refine_ls_number_parameters     371
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1189
_refine_ls_R_factor_gt           0.0653
_refine_ls_wR_factor_ref         0.1807
_refine_ls_wR_factor_gt          0.1655
_refine_ls_goodness_of_fit_ref   0.864
_refine_ls_restrained_S_all      0.864
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
# start Validation Reply Form
_vrf_PLAT602_shelx               
;
PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure        ! Info  
RESPONSE: Approximately 40% of the unit cell volume comprises a large region of
disordered solvent which could not be modelled as discrete atomic sites.
We employed PLATON SQUEEZE to calculate the contribution to the diffraction
from the solvent region and thereby produced a set of solvent-free diffraction
intensities.
;
# end Validation Reply Form 
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 0.04899(7) 0.35686(5) 1.08675(5) 0.0311(2) Uani 1 1 d . . . . .
Zn2 Zn 0.48810(7) -0.09523(5) 0.62413(4) 0.0278(2) Uani 1 1 d . . . . .
O3 O 0.5694(4) 0.0084(3) 0.6240(3) 0.0357(10) Uani 1 1 d . . . . .
C4 C -0.1278(5) 0.0873(4) 0.8307(3) 0.0220(11) Uani 1 1 d . . . . .
O5 O 0.5100(4) 0.1376(3) 0.4942(3) 0.0368(10) Uani 1 1 d . . . . .
O6 O 0.2597(4) 0.0343(3) 0.6421(3) 0.0450(11) Uani 1 1 d . . . . .
O7 O 0.3366(4) -0.1243(3) 0.7329(3) 0.0363(10) Uani 1 1 d . . . . .
C8 C -0.2590(5) 0.1800(4) 0.8266(4) 0.0205(11) Uani 1 1 d . . . . .
O9 O 0.2314(4) 0.2762(3) 1.0310(3) 0.0414(10) Uani 1 1 d . . . . .
C10 C -0.1453(6) 0.0110(4) 0.9199(4) 0.0261(12) Uani 1 1 d . . . . .
O11 O 0.6377(4) -0.2275(3) 0.6713(3) 0.0411(10) Uani 1 1 d . . . . .
O12 O 0.0635(5) 0.4806(3) 1.1138(3) 0.0492(12) Uani 1 1 d . . . . .
C13 C -0.2811(6) 0.0486(4) 0.9753(4) 0.0269(12) Uani 1 1 d . . . . .
C14 C -0.3463(6) 0.0071(4) 1.0694(4) 0.0336(14) Uani 1 1 d . . . . .
H14 H -0.293090 -0.069315 1.112104 0.050 Uiso 1 1 calc R U . . .
C15 C -0.3989(6) 0.3496(4) 0.6000(4) 0.0324(14) Uani 1 1 d . . . . .
H15 H -0.417113 0.432468 0.561653 0.049 Uiso 1 1 calc R U . . .
C16 C -0.1846(5) 0.3116(4) 0.8817(4) 0.0234(11) Uani 1 1 d . . . . .
H16 H -0.149008 0.253114 0.946408 0.035 Uiso 1 1 calc R U . . .
O17 O -0.0621(5) 0.3097(4) 1.2130(3) 0.0563(13) Uani 1 1 d . . . . .
C18 C 0.5560(6) 0.1006(4) 0.5752(4) 0.0300(13) Uani 1 1 d . . . . .
C19 C -0.0052(5) 0.0718(4) 0.7653(4) 0.0247(12) Uani 1 1 d . . . . .
H19 H 0.006611 0.130846 0.697011 0.037 Uiso 1 1 calc R U . . .
C20 C -0.3179(5) 0.2029(4) 0.7336(4) 0.0224(11) Uani 1 1 d . . . . .
C21 C -0.3397(6) 0.3101(4) 0.6856(4) 0.0274(12) Uani 1 1 d . . . . .
C23 C -0.0351(6) -0.0811(4) 0.9376(4) 0.0310(13) Uani 1 1 d . . . . .
H23 H -0.047370 -0.142083 1.004195 0.046 Uiso 1 1 calc R U . . .
C24 C -0.3509(5) 0.1350(4) 0.6983(4) 0.0235(11) Uani 1 1 d . . . . .
H24 H -0.332392 0.051877 0.735906 0.035 Uiso 1 1 calc R U . . .
O27 O 0.2624(5) 0.2055(4) 1.1844(3) 0.0582(13) Uani 1 1 d . . . . .
C28 C 0.1053(6) -0.0198(4) 0.7859(4) 0.0279(12) Uani 1 1 d . . . . .
C29 C -0.1738(5) 0.4120(4) 0.8611(4) 0.0268(12) Uani 1 1 d . . . . .
C30 C -0.3504(5) 0.1467(4) 0.9227(4) 0.0225(11) Uani 1 1 d . . . . .
C31 C 0.0877(6) -0.0960(4) 0.8731(4) 0.0301(13) Uani 1 1 d . . . . .
H31 H 0.173365 -0.167937 0.889353 0.045 Uiso 1 1 calc R U . . .
C32 C -0.4331(6) 0.2810(4) 0.5660(4) 0.0346(14) Uani 1 1 d . . . . .
H32 H -0.480490 0.310542 0.500176 0.052 Uiso 1 1 calc R U . . .
C33 C -0.2898(6) 0.3601(4) 0.7378(4) 0.0243(12) Uani 1 1 d . . . . .
C34 C -0.2410(5) 0.2863(4) 0.8197(4) 0.0229(11) Uani 1 1 d . . . . .
C35 C -0.2230(6) 0.4870(4) 0.7797(4) 0.0326(14) Uani 1 1 d . . . . .
H35 H -0.214617 0.566525 0.764082 0.049 Uiso 1 1 calc R U . . .
C36 C -0.4855(6) 0.2018(4) 0.9581(4) 0.0269(12) Uani 1 1 d . . . . .
H36 H -0.540715 0.276532 0.914314 0.040 Uiso 1 1 calc R U . . .
C37 C -0.4090(5) 0.1748(4) 0.6131(4) 0.0248(12) Uani 1 1 d . . . . .
C38 C 0.2382(6) -0.0357(5) 0.7157(4) 0.0355(14) Uani 1 1 d . . . . .
C39 C -0.5495(5) 0.1580(4) 1.0528(4) 0.0279(12) Uani 1 1 d . . . . .
O40 O -0.0687(4) 0.3706(3) 0.9977(3) 0.0379(10) Uani 1 1 d . . . . .
C41 C -0.2820(6) 0.4618(4) 0.7189(4) 0.0325(13) Uani 1 1 d . . . . .
H41 H -0.322129 0.521428 0.656345 0.049 Uiso 1 1 calc R U . . .
C43 C -0.4782(6) 0.0637(4) 1.1073(4) 0.0331(14) Uani 1 1 d . . . . .
H43 H -0.527487 0.033278 1.181968 0.050 Uiso 1 1 calc R U . . .
C44 C -0.0981(6) 0.4373(4) 0.9191(4) 0.0298(13) Uani 1 1 d . . . . .
C47 C 0.3075(6) 0.2160(5) 1.0927(4) 0.0374(15) 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
Zn1 O12 1.939(4) . ?
Zn1 O9 1.940(4) . ?
Zn1 O40 1.959(4) . ?
Zn1 O17 1.967(4) . ?
Zn2 O5 1.941(4) 2_656 ?
Zn2 O3 1.944(4) . ?
Zn2 O7 1.999(4) . ?
Zn2 O11 2.035(4) . ?
Zn2 O6 2.446(4) . ?
Zn2 C38 2.582(6) . ?
O3 C18 1.255(6) . ?
C4 C19 1.376(7) . ?
C4 C10 1.435(7) . ?
C4 C8 1.521(7) . ?
O5 C18 1.284(6) . ?
O6 C38 1.255(7) . ?
O7 C38 1.307(7) . ?
C8 C30 1.523(7) . ?
C8 C20 1.535(7) . ?
C8 C34 1.536(7) . ?
O9 C47 1.276(6) . ?
C10 C23 1.403(7) . ?
C10 C13 1.439(8) . ?
O12 C44 1.258(6) 2_567 ?
C13 C30 1.402(7) . ?
C13 C14 1.412(7) . ?
C14 C43 1.385(8) . ?
C15 C32 1.380(7) . ?
C15 C21 1.416(7) . ?
C16 C34 1.383(7) . ?
C16 C29 1.388(7) . ?
C18 C37 1.490(7) 1_655 ?
C19 C28 1.408(7) . ?
C20 C24 1.375(7) . ?
C20 C21 1.418(7) . ?
C21 C33 1.457(7) . ?
C23 C31 1.371(7) . ?
C24 C37 1.405(7) . ?
O27 C47 1.259(7) . ?
C28 C31 1.416(7) . ?
C28 C38 1.485(8) . ?
C29 C35 1.406(7) . ?
C29 C44 1.493(7) . ?
C30 C36 1.396(8) . ?
C32 C37 1.402(7) . ?
C33 C41 1.396(7) . ?
C33 C34 1.404(7) . ?
C35 C41 1.387(7) . ?
C36 C39 1.424(7) . ?
C39 C43 1.389(7) . ?
C39 C47 1.483(8) 1_455 ?
O40 C44 1.275(6) . ?

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
O12 Zn1 O9 106.88(19) . . ?
O12 Zn1 O40 120.86(17) . . ?
O9 Zn1 O40 106.14(17) . . ?
O12 Zn1 O17 99.95(19) . . ?
O9 Zn1 O17 125.68(19) . . ?
O40 Zn1 O17 98.69(18) . . ?
O5 Zn2 O3 123.89(17) 2_656 . ?
O5 Zn2 O7 111.03(17) 2_656 . ?
O3 Zn2 O7 121.07(17) . . ?
O5 Zn2 O11 95.38(16) 2_656 . ?
O3 Zn2 O11 98.11(17) . . ?
O7 Zn2 O11 96.30(16) . . ?
O5 Zn2 O6 99.27(16) 2_656 . ?
O3 Zn2 O6 91.23(16) . . ?
O7 Zn2 O6 58.58(14) . . ?
O11 Zn2 O6 154.18(15) . . ?
O5 Zn2 C38 107.93(18) 2_656 . ?
O3 Zn2 C38 107.05(18) . . ?
O7 Zn2 C38 29.84(16) . . ?
O11 Zn2 C38 125.82(18) . . ?
O6 Zn2 C38 28.75(15) . . ?
C18 O3 Zn2 131.5(4) . . ?
C19 C4 C10 120.8(5) . . ?
C19 C4 C8 129.7(4) . . ?
C10 C4 C8 109.5(5) . . ?
C18 O5 Zn2 141.1(4) . 2_656 ?
C38 O6 Zn2 81.6(4) . . ?
C38 O7 Zn2 100.6(3) . . ?
C4 C8 C30 101.7(4) . . ?
C4 C8 C20 114.0(4) . . ?
C30 C8 C20 114.1(4) . . ?
C4 C8 C34 113.7(4) . . ?
C30 C8 C34 112.7(4) . . ?
C20 C8 C34 101.2(4) . . ?
C47 O9 Zn1 116.2(4) . . ?
C23 C10 C4 118.3(5) . . ?
C23 C10 C13 132.7(5) . . ?
C4 C10 C13 109.0(5) . . ?
C44 O12 Zn1 147.8(4) 2_567 . ?
C30 C13 C14 119.4(5) . . ?
C30 C13 C10 108.9(4) . . ?
C14 C13 C10 131.6(5) . . ?
C43 C14 C13 119.2(5) . . ?
C32 C15 C21 118.1(5) . . ?
C34 C16 C29 118.9(5) . . ?
O3 C18 O5 124.1(5) . . ?
O3 C18 C37 119.3(5) . 1_655 ?
O5 C18 C37 116.5(5) . 1_655 ?
C4 C19 C28 120.0(5) . . ?
C24 C20 C21 121.7(4) . . ?
C24 C20 C8 128.2(4) . . ?
C21 C20 C8 110.1(4) . . ?
C15 C21 C20 119.6(5) . . ?
C15 C21 C33 131.6(5) . . ?
C20 C21 C33 108.8(4) . . ?
C31 C23 C10 120.9(5) . . ?
C20 C24 C37 118.2(5) . . ?
C19 C28 C31 119.3(5) . . ?
C19 C28 C38 119.8(5) . . ?
C31 C28 C38 120.9(5) . . ?
C16 C29 C35 120.0(5) . . ?
C16 C29 C44 120.0(5) . . ?
C35 C29 C44 119.7(5) . . ?
C36 C30 C13 121.7(5) . . ?
C36 C30 C8 127.3(4) . . ?
C13 C30 C8 110.9(4) . . ?
C23 C31 C28 120.7(5) . . ?
C15 C32 C37 121.7(5) . . ?
C41 C33 C34 119.2(5) . . ?
C41 C33 C21 131.8(5) . . ?
C34 C33 C21 109.1(4) . . ?
C16 C34 C33 121.7(5) . . ?
C16 C34 C8 127.7(4) . . ?
C33 C34 C8 110.6(4) . . ?
C41 C35 C29 120.8(5) . . ?
C30 C36 C39 117.8(5) . . ?
C32 C37 C24 120.5(5) . . ?
C32 C37 C18 121.6(4) . 1_455 ?
C24 C37 C18 117.9(4) . 1_455 ?
O6 C38 O7 119.1(6) . . ?
O6 C38 C28 122.1(5) . . ?
O7 C38 C28 118.8(5) . . ?
O6 C38 Zn2 69.6(4) . . ?
O7 C38 Zn2 49.6(3) . . ?
C28 C38 Zn2 167.8(4) . . ?
C43 C39 C36 120.4(5) . . ?
C43 C39 C47 120.9(5) . 1_455 ?
C36 C39 C47 118.7(5) . 1_455 ?
C44 O40 Zn1 131.9(4) . . ?
C35 C41 C33 119.4(5) . . ?
C14 C43 C39 121.4(5) . . ?
O12 C44 O40 124.7(5) 2_567 . ?
O12 C44 C29 118.9(5) 2_567 . ?
O40 C44 C29 116.4(5) . . ?
O27 C47 O9 121.0(6) . . ?
O27 C47 C39 121.1(5) . 1_655 ?
O9 C47 C39 117.9(5) . 1_655 ?

_refine_diff_density_max         0.691
_refine_diff_density_min         -0.861
_refine_diff_density_rms         0.134

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1939811'
loop_
_audit_author_name
_audit_author_address
'Nathalie Audebrand'
;CCDC
France
;
_audit_update_record             
;
2019-07-11 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C39 H34 N2 O10 Zn2'
_chemical_formula_weight         821.42

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'
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'
N N 0.0061 0.0033 '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'

_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                   18.5664(12)
_cell_length_b                   10.3393(6)
_cell_length_c                   23.2240(13)
_cell_angle_alpha                90
_cell_angle_beta                 119.006(2)
_cell_angle_gamma                90
_cell_volume                     3899.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2596
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      23.31

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_F_000             1688
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    1.288
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6770
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16913
_diffrn_reflns_av_unetI/netI     0.0680
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.005
_diffrn_reflns_theta_max         27.528
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4482
_reflns_number_gt                2829
_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 (Bruker, 2006)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2006)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2006)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1763P)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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0044(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4482
_refine_ls_number_parameters     221
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.1148
_refine_ls_R_factor_gt           0.0826
_refine_ls_wR_factor_ref         0.2831
_refine_ls_wR_factor_gt          0.2587
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.116
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn -0.27989(4) -0.24933(5) 0.56276(3) 0.0310(3) Uani 1 1 d . . . . .
O2 O 0.1927(2) 0.5702(4) 0.9111(2) 0.0447(11) Uani 1 1 d . . . . .
O3 O -0.1287(2) -0.1782(4) 0.51656(18) 0.0378(10) Uani 1 1 d . . . . .
C6 C 0.2106(3) 0.5581(5) 0.8656(3) 0.0334(12) Uani 1 1 d . . . . .
O5 O 0.2590(2) 0.6391(4) 0.85995(19) 0.0383(9) Uani 1 1 d . . . . .
O1 O -0.1928(2) -0.1299(4) 0.57423(19) 0.0377(9) Uani 1 1 d . . . . .
C7 C 0.0755(3) 0.2851(5) 0.7656(3) 0.0279(11) Uani 1 1 d . . . . .
C8 C 0.000000 0.2038(7) 0.750000 0.0254(14) Uani 1 2 d S T P . .
C10 C -0.0685(3) 0.0366(5) 0.6559(2) 0.0294(11) Uani 1 1 d . . . . .
H10 H -0.118624 0.016490 0.667093 0.044 Uiso 1 1 calc R U . . .
C11 C 0.1762(3) 0.3220(6) 0.7289(3) 0.0403(14) Uani 1 1 d . . . . .
H11 H 0.203615 0.296645 0.697732 0.060 Uiso 1 1 calc R U . . .
C12 C -0.0654(3) -0.0277(5) 0.6037(2) 0.0300(11) Uani 1 1 d . . . . .
C13 C 0.1076(3) 0.2550(5) 0.7238(3) 0.0307(12) Uani 1 1 d . . . . .
C14 C -0.0081(3) 0.1250(5) 0.6927(2) 0.0277(11) Uani 1 1 d . . . . .
C15 C -0.1345(3) -0.1205(5) 0.5616(3) 0.0337(12) Uani 1 1 d . . . . .
C16 C 0.0556(3) 0.1527(5) 0.6781(3) 0.0316(12) Uani 1 1 d . . . . .
C17 C 0.2085(3) 0.4221(6) 0.7751(3) 0.0396(13) Uani 1 1 d . . . . .
H17 H 0.260645 0.479033 0.778735 0.059 Uiso 1 1 calc R U . . .
C18 C 0.1091(3) 0.3824(5) 0.8122(2) 0.0294(11) Uani 1 1 d . . . . .
H18 H 0.083704 0.404701 0.845114 0.044 Uiso 1 1 calc R U . . .
C19 C 0.0596(3) 0.0890(6) 0.6273(3) 0.0366(13) Uani 1 1 d . . . . .
H19 H 0.109574 0.109554 0.616007 0.055 Uiso 1 1 calc R U . . .
C20 C 0.1761(3) 0.4513(5) 0.8165(3) 0.0338(12) Uani 1 1 d . . . . .
C21 C -0.0018(3) -0.0027(6) 0.5904(3) 0.0341(12) Uani 1 1 d . . . . .
H21 H 0.000895 -0.055350 0.550372 0.051 Uiso 1 1 calc R U . . .
N1 N -0.3863(7) 0.0933(9) 0.5522(6) 0.138(4) Uiso 1 1 d D . . . .
C1 C -0.3519(7) -0.0142(9) 0.5435(8) 0.162(7) Uani 1 1 d D . . . .
H2 H -0.328935 -0.015394 0.507841 0.244 Uiso 1 1 calc R U . . .
C2 C -0.4093(13) 0.1070(10) 0.6008(8) 0.226(11) Uani 1 1 d D U . . .
H2A H -0.420010 0.210550 0.604532 0.339 Uiso 1 1 calc R U . . .
H2B H -0.356426 0.078207 0.647932 0.339 Uiso 1 1 calc R U . . .
C3 C -0.4061(14) 0.2019(14) 0.5026(9) 0.254(11) Uiso 1 1 d D U . . .
H3A H -0.392500 0.174104 0.463131 0.382 Uiso 1 1 calc R U . . .
H3B H -0.470846 0.232431 0.480781 0.382 Uiso 1 1 calc R U . . .
O4 O -0.3468(3) -0.1061(4) 0.5744(2) 0.0460(11) Uani 1 1 d D . . . .
C4 C -0.4816(15) 0.037(3) 0.5940(14) 0.303(15) Uiso 1 1 d D U . . .
H4A H -0.490882 0.058370 0.636297 0.455 Uiso 1 1 calc R U . . .
H4B H -0.536381 0.066398 0.548248 0.455 Uiso 1 1 calc R U . . .
H4C H -0.471801 -0.068017 0.592328 0.455 Uiso 1 1 calc R U . . .
C5 C -0.3478(11) 0.3061(13) 0.5466(9) 0.178(6) Uiso 1 1 d D U . . .
H5A H -0.354816 0.393432 0.517266 0.267 Uiso 1 1 calc R U . . .
H5B H -0.362323 0.329400 0.586065 0.267 Uiso 1 1 calc R U . . .
H5C H -0.283967 0.271065 0.568413 0.267 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
Zn1 O1 1.947(4) . ?
Zn1 O3 1.950(4) 7_446 ?
Zn1 O5 2.007(4) 2_546 ?
Zn1 O4 2.033(4) . ?
Zn1 O2 2.350(4) 2_546 ?
Zn1 C6 2.513(5) 2_546 ?
O2 C6 1.258(7) . ?
O3 C15 1.253(7) . ?
C6 O5 1.281(6) . ?
C6 C20 1.490(8) . ?
O1 C15 1.255(6) . ?
C7 C18 1.385(7) . ?
C7 C13 1.400(8) . ?
C7 C8 1.519(7) . ?
C8 C14 1.505(6) . ?
C8 C14 1.505(6) 2_556 ?
C10 C14 1.377(7) . ?
C10 C12 1.408(7) . ?
C11 C17 1.399(8) . ?
C11 C13 1.402(8) . ?
C12 C21 1.382(7) . ?
C12 C15 1.518(7) . ?
C13 C16 1.477(7) . ?
C14 C16 1.408(7) . ?
C16 C19 1.385(8) . ?
C17 C20 1.391(8) . ?
C18 C20 1.395(7) . ?
C19 C21 1.410(7) . ?
N1 C1 1.345(11) . ?
N1 C2 1.393(12) . ?
N1 C3 1.522(13) . ?
C1 O4 1.165(11) . ?
C2 C4 1.467(17) . ?
C3 C5 1.519(17) . ?

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 O3 131.10(16) . 7_446 ?
O1 Zn1 O5 117.02(16) . 2_546 ?
O3 Zn1 O5 109.05(16) 7_446 2_546 ?
O1 Zn1 O4 92.29(18) . . ?
O3 Zn1 O4 95.58(17) 7_446 . ?
O5 Zn1 O4 99.56(16) 2_546 . ?
O1 Zn1 O2 92.62(16) . 2_546 ?
O3 Zn1 O2 96.56(16) 7_446 2_546 ?
O5 Zn1 O2 60.13(15) 2_546 2_546 ?
O4 Zn1 O2 158.93(17) . 2_546 ?
O1 Zn1 C6 106.70(16) . 2_546 ?
O3 Zn1 C6 104.64(17) 7_446 2_546 ?
O5 Zn1 C6 30.37(17) 2_546 2_546 ?
O4 Zn1 C6 129.73(18) . 2_546 ?
O2 Zn1 C6 29.76(16) 2_546 2_546 ?
C6 O2 Zn1 82.3(3) . 2_566 ?
C15 O3 Zn1 125.7(4) . 7_446 ?
O2 C6 O5 120.3(5) . . ?
O2 C6 C20 121.7(5) . . ?
O5 C6 C20 117.9(5) . . ?
O2 C6 Zn1 67.9(3) . 2_566 ?
O5 C6 Zn1 52.4(3) . 2_566 ?
C20 C6 Zn1 170.3(4) . 2_566 ?
C6 O5 Zn1 97.2(3) . 2_566 ?
C15 O1 Zn1 140.4(4) . . ?
C18 C7 C13 121.4(5) . . ?
C18 C7 C8 127.0(5) . . ?
C13 C7 C8 111.5(4) . . ?
C14 C8 C14 114.4(6) . 2_556 ?
C14 C8 C7 101.3(3) . . ?
C14 C8 C7 113.8(3) 2_556 . ?
C14 C8 C7 113.8(3) . 2_556 ?
C14 C8 C7 101.3(3) 2_556 2_556 ?
C7 C8 C7 112.8(6) . 2_556 ?
C14 C10 C12 119.1(5) . . ?
C17 C11 C13 117.7(5) . . ?
C21 C12 C10 120.0(5) . . ?
C21 C12 C15 121.4(5) . . ?
C10 C12 C15 118.6(5) . . ?
C7 C13 C11 120.4(5) . . ?
C7 C13 C16 107.8(5) . . ?
C11 C13 C16 131.8(5) . . ?
C10 C14 C16 120.9(5) . . ?
C10 C14 C8 127.6(4) . . ?
C16 C14 C8 111.5(4) . . ?
O3 C15 O1 126.2(5) . . ?
O3 C15 C12 116.8(5) . . ?
O1 C15 C12 117.0(5) . . ?
C19 C16 C14 120.4(5) . . ?
C19 C16 C13 131.7(5) . . ?
C14 C16 C13 107.9(5) . . ?
C20 C17 C11 121.4(5) . . ?
C7 C18 C20 118.4(5) . . ?
C16 C19 C21 118.4(5) . . ?
C17 C20 C18 120.6(5) . . ?
C17 C20 C6 121.3(5) . . ?
C18 C20 C6 118.0(5) . . ?
C12 C21 C19 121.2(5) . . ?
C1 N1 C2 124.1(10) . . ?
C1 N1 C3 117.0(11) . . ?
C2 N1 C3 118.8(11) . . ?
O4 C1 N1 118.9(12) . . ?
N1 C2 C4 119.1(16) . . ?
C5 C3 N1 100.5(12) . . ?
C1 O4 Zn1 112.6(7) . . ?

_refine_diff_density_max         1.197
_refine_diff_density_min         -1.018
_refine_diff_density_rms         0.247

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1939812'
loop_
_audit_author_name
_audit_author_address
'Nathalie Audebrand'
;Univ Rennes 
France
;
_audit_update_record             
;
2019-11-08 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26.50 H14 O5 Zn'
_chemical_formula_weight         477.75

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'
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           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 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, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   13.360(4)
_cell_length_b                   17.200(4)
_cell_length_c                   14.314(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.690(10)
_cell_angle_gamma                90
_cell_volume                     3278.2(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3300
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      24.45

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.968
_exptl_crystal_F_000             972
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
__exptl_crystal_size_max         0.18
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    0.773
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6198
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25026
_diffrn_reflns_av_unetI/netI     0.0811
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.184
_diffrn_reflns_theta_max         27.558
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7546
_reflns_number_gt                4843
_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 SAINT (Bruker, 2002)'
_computing_cell_refinement       'Bruker SMART (Bruker, 2002)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2002)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0964P)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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0058(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7546
_refine_ls_number_parameters     295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0763
_refine_ls_R_factor_gt           0.0566
_refine_ls_wR_factor_ref         0.1682
_refine_ls_wR_factor_gt          0.1568
_refine_ls_goodness_of_fit_ref   0.951
_refine_ls_restrained_S_all      0.951
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.000
# start Validation Reply Form
_vrf_PLAT602_shelx               
;
PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure        ! Info  
RESPONSE: Approximately 47% of the unit cell volume comprises a large region of
disordered solvent which could not be modelled as discrete atomic sites.
We employed PLATON SQUEEZE to calculate the contribution to the diffraction
from the solvent region and thereby produced a set of solvent-free diffraction
intensities.
;
# end Validation Reply Form  
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 0.55677(3) -0.97627(2) 0.08885(2) 0.02282(14) Uani 1 1 d . . . . .
C14 C 1.000000 -0.5012(2) -0.250000 0.0213(9) Uani 1 2 d S T P . .
C2 C 0.6471(3) -0.83528(17) -0.1381(2) 0.0289(7) Uani 1 1 d . . . . .
O4 O 0.4603(2) -1.05700(16) 0.13111(18) 0.0561(8) Uani 1 1 d . . . . .
C8 C 0.7821(3) -0.64817(18) -0.2816(2) 0.0311(8) Uani 1 1 d . . . . .
O6 O 0.6176(2) -0.90191(15) -0.00006(17) 0.0501(8) Uani 1 1 d . . . . .
C15 C 1.0112(2) -0.44887(17) -0.3354(2) 0.0253(7) Uani 1 1 d . . . . .
C11 C 0.8675(2) -0.52343(16) -0.3712(2) 0.0254(7) Uani 1 1 d . . . . .
C16 C 0.9315(3) -0.45987(17) -0.4024(2) 0.0277(7) Uani 1 1 d . . . . .
C12 C 0.7845(3) -0.55923(19) -0.4141(2) 0.0340(8) Uani 1 1 d . . . . .
H12 H 0.752080 -0.539284 -0.483048 0.051 Uiso 1 1 calc R U . . .
C19 C 1.0741(3) -0.34379(19) -0.4250(2) 0.0352(8) Uani 1 1 d . . . . .
C10 C 0.9081(2) -0.54844(17) -0.2831(2) 0.0233(7) Uani 1 1 d . . . . .
C20 C 1.0824(2) -0.39259(18) -0.3456(2) 0.0285(7) Uani 1 1 d . . . . .
H20 H 1.145735 -0.385665 -0.292128 0.043 Uiso 1 1 calc R U . . .
C9 C 0.8668(2) -0.61042(17) -0.2390(2) 0.0266(7) Uani 1 1 d . . . . .
H9 H 0.900298 -0.630266 -0.170372 0.040 Uiso 1 1 calc R U . . .
C17 C 0.9231(3) -0.41380(19) -0.4831(2) 0.0373(8) Uani 1 1 d . . . . .
H17 H 0.861726 -0.423371 -0.537962 0.056 Uiso 1 1 calc R U . . .
C7 C 0.6357(3) -0.83107(19) -0.2354(2) 0.0385(9) Uani 1 1 d . . . . .
H7 H 0.591568 -0.875752 -0.275368 0.058 Uiso 1 1 calc R U . . .
O17 O 0.6294(2) -0.95259(18) 0.21317(16) 0.0507(7) Uani 1 1 d . . . . .
C13 C 0.7419(3) -0.62111(19) -0.3693(2) 0.0351(8) Uani 1 1 d . . . . .
H13 H 0.674828 -0.649664 -0.403344 0.053 Uiso 1 1 calc R U . . .
C5 C 0.7355(3) -0.71286(18) -0.2341(2) 0.0294(7) Uani 1 1 d . . . . .
C1 C 0.5980(2) -0.89912(17) -0.0856(2) 0.0274(7) Uani 1 1 d . . . . .
C21 C 0.8511(3) -1.28225(19) -0.0627(2) 0.0371(9) Uani 1 1 d . . . . .
C3 C 0.7017(3) -0.7783(2) -0.0890(3) 0.0501(11) Uani 1 1 d . . . . .
H3 H 0.710549 -0.780502 -0.011991 0.075 Uiso 1 1 calc R U . . .
C24 C 0.7083(3) -1.16463(19) -0.0414(3) 0.0434(10) Uani 1 1 d . . . . .
C18 C 0.9934(3) -0.35600(19) -0.4926(2) 0.0399(9) Uani 1 1 d . . . . .
H18 H 0.985915 -0.318446 -0.555003 0.060 Uiso 1 1 calc R U . . .
O25 O 0.6430(3) -1.0615(2) 0.0405(2) 0.0829(13) Uani 1 1 d . . . . .
C27 C 0.6300(3) -1.1041(2) -0.0298(3) 0.0475(11) Uani 1 1 d . . . . .
O27 O 0.4405(2) -0.90074(17) 0.0895(3) 0.0850(13) Uani 1 1 d . . . . .
C6 C 0.6792(3) -0.7712(2) -0.2825(2) 0.0401(9) Uani 1 1 d . . . . .
H6 H 0.669452 -0.769384 -0.359493 0.060 Uiso 1 1 calc R U . . .
C4 C 0.7454(3) -0.7185(2) -0.1358(2) 0.0524(12) Uani 1 1 d . . . . .
H4 H 0.789047 -0.674075 -0.094944 0.079 Uiso 1 1 calc R U . . .
C26 C 0.8779(4) -1.2152(3) -0.0135(3) 0.0721(15) Uani 1 1 d . . . . .
H26 H 0.955925 -1.206807 0.015753 0.108 Uiso 1 1 calc R U . . .
C25 C 0.8051(4) -1.1578(3) -0.0009(4) 0.0769(16) Uani 1 1 d . . . . .
H25 H 0.825830 -1.106406 0.042179 0.115 Uiso 1 1 calc R U . . .
C22 C 0.7542(4) -1.2902(2) -0.0985(4) 0.0671(14) Uani 1 1 d . . . . .
H22 H 0.731344 -1.343750 -0.136606 0.101 Uiso 1 1 calc R U . . .
C23 C 0.6829(4) -1.2317(3) -0.0880(4) 0.0789(17) Uani 1 1 d . . . . .
H23 H 0.605143 -1.240144 -0.117962 0.118 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
Zn1 O17 1.998(3) . ?
Zn1 O4 2.021(2) . ?
Zn1 O6 2.021(2) . ?
Zn1 O25 2.021(3) . ?
Zn1 O27 2.026(3) . ?
Zn1 Zn1 2.9675(10) 3_635 ?
C14 C10 1.515(4) 2_754 ?
C14 C10 1.515(4) . ?
C14 C15 1.536(4) . ?
C14 C15 1.536(4) 2_754 ?
C2 C3 1.379(5) . ?
C2 C7 1.390(5) . ?
C2 C1 1.511(4) . ?
O4 C1 1.232(4) 3_635 ?
C8 C9 1.400(4) . ?
C8 C13 1.403(5) . ?
C8 C5 1.469(4) . ?
O6 C1 1.232(4) . ?
C15 C20 1.374(4) . ?
C15 C16 1.386(5) . ?
C11 C12 1.369(5) . ?
C11 C10 1.399(4) . ?
C11 C16 1.480(4) . ?
C16 C17 1.398(4) . ?
C12 C13 1.389(4) . ?
C19 C18 1.405(5) . ?
C19 C20 1.409(4) . ?
C19 C21 1.477(4) 2_764 ?
C10 C9 1.377(4) . ?
C17 C18 1.382(4) . ?
C7 C6 1.384(4) . ?
C5 C6 1.403(4) . ?
C5 C4 1.406(5) . ?
C21 C22 1.359(6) . ?
C21 C26 1.383(6) . ?
C3 C4 1.382(5) . ?
C24 C23 1.362(6) . ?
C24 C25 1.378(6) . ?
C24 C27 1.495(5) . ?
O25 C27 1.246(5) . ?
C27 O27 1.222(6) 3_635 ?
C26 C25 1.409(5) . ?
C22 C23 1.403(6) . ?

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
O17 Zn1 O4 98.55(11) . . ?
O17 Zn1 O6 103.92(11) . . ?
O4 Zn1 O6 157.31(11) . . ?
O17 Zn1 O25 101.76(13) . . ?
O4 Zn1 O25 89.99(16) . . ?
O6 Zn1 O25 88.47(13) . . ?
O17 Zn1 O27 100.47(14) . . ?
O4 Zn1 O27 86.04(14) . . ?
O6 Zn1 O27 86.86(15) . . ?
O25 Zn1 O27 157.75(15) . . ?
O17 Zn1 Zn1 175.21(9) . 3_635 ?
O4 Zn1 Zn1 76.92(8) . 3_635 ?
O6 Zn1 Zn1 80.69(8) . 3_635 ?
O25 Zn1 Zn1 76.87(11) . 3_635 ?
O27 Zn1 Zn1 80.91(12) . 3_635 ?
C10 C14 C10 115.2(4) 2_754 . ?
C10 C14 C15 115.74(16) 2_754 . ?
C10 C14 C15 101.20(17) . . ?
C10 C14 C15 101.20(17) 2_754 2_754 ?
C10 C14 C15 115.74(16) . 2_754 ?
C15 C14 C15 108.2(3) . 2_754 ?
C3 C2 C7 118.9(3) . . ?
C3 C2 C1 119.7(3) . . ?
C7 C2 C1 121.3(3) . . ?
C1 O4 Zn1 130.8(2) 3_635 . ?
C9 C8 C13 118.2(3) . . ?
C9 C8 C5 120.5(3) . . ?
C13 C8 C5 121.3(3) . . ?
C1 O6 Zn1 125.9(2) . . ?
C20 C15 C16 121.5(3) . . ?
C20 C15 C14 127.7(3) . . ?
C16 C15 C14 110.6(2) . . ?
C12 C11 C10 120.4(3) . . ?
C12 C11 C16 131.6(3) . . ?
C10 C11 C16 107.9(3) . . ?
C15 C16 C17 120.0(3) . . ?
C15 C16 C11 108.8(3) . . ?
C17 C16 C11 131.2(3) . . ?
C11 C12 C13 119.0(3) . . ?
C18 C19 C20 118.2(3) . . ?
C18 C19 C21 120.9(3) . 2_764 ?
C20 C19 C21 120.9(3) . 2_764 ?
C9 C10 C11 120.7(3) . . ?
C9 C10 C14 128.1(3) . . ?
C11 C10 C14 111.2(2) . . ?
C15 C20 C19 119.7(3) . . ?
C10 C9 C8 120.0(3) . . ?
C18 C17 C16 118.7(3) . . ?
C6 C7 C2 120.7(3) . . ?
C12 C13 C8 121.7(3) . . ?
C6 C5 C4 116.6(3) . . ?
C6 C5 C8 122.9(3) . . ?
C4 C5 C8 120.5(3) . . ?
O6 C1 O4 125.1(3) . 3_635 ?
O6 C1 C2 117.2(3) . . ?
O4 C1 C2 117.6(3) 3_635 . ?
C22 C21 C26 118.4(3) . . ?
C22 C21 C19 121.0(3) . 2_744 ?
C26 C21 C19 120.5(4) . 2_744 ?
C2 C3 C4 120.6(3) . . ?
C23 C24 C25 117.8(4) . . ?
C23 C24 C27 119.7(4) . . ?
C25 C24 C27 122.3(4) . . ?
C17 C18 C19 122.0(3) . . ?
C27 O25 Zn1 131.1(3) . . ?
O27 C27 O25 125.0(4) 3_635 . ?
O27 C27 C24 118.4(4) 3_635 . ?
O25 C27 C24 116.5(4) . . ?
C27 O27 Zn1 126.0(3) 3_635 . ?
C7 C6 C5 121.4(3) . . ?
C3 C4 C5 121.8(3) . . ?
C21 C26 C25 119.7(4) . . ?
C24 C25 C26 121.4(4) . . ?
C21 C22 C23 121.4(4) . . ?
C24 C23 C22 121.1(5) . . ?

_refine_diff_density_max         0.829
_refine_diff_density_min         -0.664
_refine_diff_density_rms         0.144

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1939833'
loop_
_audit_author_name
_audit_author_address
'Nathalie Audebrand'
;Univ Rennes 
France
;
_audit_update_record             
;
2019-11-08 deposited with the CCDC.	2019-11-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C53.33 H27.08 O9.33 Zn2'
_chemical_formula_weight         947.91

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'
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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      cubic
_space_group_IT_number           228
_space_group_name_H-M_alt        'F d -3 c'
_space_group_name_Hall           '-F 4cvw 2vw 3'

_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+1/4, -y+1/4, z'
'x, -y+1/4, -z+1/4'
'-x+1/4, y, -z+1/4'
'z, x, y'
'y, z, x'
'-z+1/4, -x+1/4, y'
'-y+1/4, z, -x+1/4'
'z, -x+1/4, -y+1/4'
'-y+1/4, -z+1/4, x'
'-z+1/4, x, -y+1/4'
'y, -z+1/4, -x+1/4'
'-y+1/2, -x, -z'
'y+1/4, x+1/4, -z+1/2'
'y+1/4, -x, z+3/4'
'-y+1/2, x+1/4, z+1/4'
'-x, -z, -y+1/2'
'-z+1/2, -y, -x'
'x+1/4, z+1/4, -y+1/2'
'-z+1/2, y+1/4, x+1/4'
'x+1/4, -z, y+3/4'
'z+3/4, y+1/4, -x'
'-x, z+3/4, y+1/4'
'z+1/4, -y, x+3/4'
'x, y+1/2, z+1/2'
'-x+1/4, -y+3/4, z+1/2'
'x, -y+3/4, -z+3/4'
'-x+1/4, y+1/2, -z+3/4'
'z, x+1/2, y+1/2'
'y, z+1/2, x+1/2'
'-z+1/4, -x+3/4, y+1/2'
'-y+1/4, z+1/2, -x+3/4'
'z, -x+3/4, -y+3/4'
'-y+1/4, -z+3/4, x+1/2'
'-z+1/4, x+1/2, -y+3/4'
'y, -z+3/4, -x+3/4'
'-y+1/2, -x+1/2, -z+1/2'
'y+1/4, x+3/4, -z+1'
'y+1/4, -x+1/2, z+5/4'
'-y+1/2, x+3/4, z+3/4'
'-x, -z+1/2, -y+1'
'-z+1/2, -y+1/2, -x+1/2'
'x+1/4, z+3/4, -y+1'
'-z+1/2, y+3/4, x+3/4'
'x+1/4, -z+1/2, y+5/4'
'z+3/4, y+3/4, -x+1/2'
'-x, z+5/4, y+3/4'
'z+1/4, -y+1/2, x+5/4'
'x+1/2, y, z+1/2'
'-x+3/4, -y+1/4, z+1/2'
'x+1/2, -y+1/4, -z+3/4'
'-x+3/4, y, -z+3/4'
'z+1/2, x, y+1/2'
'y+1/2, z, x+1/2'
'-z+3/4, -x+1/4, y+1/2'
'-y+3/4, z, -x+3/4'
'z+1/2, -x+1/4, -y+3/4'
'-y+3/4, -z+1/4, x+1/2'
'-z+3/4, x, -y+3/4'
'y+1/2, -z+1/4, -x+3/4'
'-y+1, -x, -z+1/2'
'y+3/4, x+1/4, -z+1'
'y+3/4, -x, z+5/4'
'-y+1, x+1/4, z+3/4'
'-x+1/2, -z, -y+1'
'-z+1, -y, -x+1/2'
'x+3/4, z+1/4, -y+1'
'-z+1, y+1/4, x+3/4'
'x+3/4, -z, y+5/4'
'z+5/4, y+1/4, -x+1/2'
'-x+1/2, z+3/4, y+3/4'
'z+3/4, -y, x+5/4'
'x+1/2, y+1/2, z'
'-x+3/4, -y+3/4, z'
'x+1/2, -y+3/4, -z+1/4'
'-x+3/4, y+1/2, -z+1/4'
'z+1/2, x+1/2, y'
'y+1/2, z+1/2, x'
'-z+3/4, -x+3/4, y'
'-y+3/4, z+1/2, -x+1/4'
'z+1/2, -x+3/4, -y+1/4'
'-y+3/4, -z+3/4, x'
'-z+3/4, x+1/2, -y+1/4'
'y+1/2, -z+3/4, -x+1/4'
'-y+1, -x+1/2, -z'
'y+3/4, x+3/4, -z+1/2'
'y+3/4, -x+1/2, z+3/4'
'-y+1, x+3/4, z+1/4'
'-x+1/2, -z+1/2, -y+1/2'
'-z+1, -y+1/2, -x'
'x+3/4, z+3/4, -y+1/2'
'-z+1, y+3/4, x+1/4'
'x+3/4, -z+1/2, y+3/4'
'z+5/4, y+3/4, -x'
'-x+1/2, z+5/4, y+1/4'
'z+3/4, -y+1/2, x+3/4'
'-x, -y, -z'
'x-1/4, y-1/4, -z'
'-x, y-1/4, z-1/4'
'x-1/4, -y, z-1/4'
'-z, -x, -y'
'-y, -z, -x'
'z-1/4, x-1/4, -y'
'y-1/4, -z, x-1/4'
'-z, x-1/4, y-1/4'
'y-1/4, z-1/4, -x'
'z-1/4, -x, y-1/4'
'-y, z-1/4, x-1/4'
'y-1/2, x, z'
'-y-1/4, -x-1/4, z-1/2'
'-y-1/4, x, -z-3/4'
'y-1/2, -x-1/4, -z-1/4'
'x, z, y-1/2'
'z-1/2, y, x'
'-x-1/4, -z-1/4, y-1/2'
'z-1/2, -y-1/4, -x-1/4'
'-x-1/4, z, -y-3/4'
'-z-3/4, -y-1/4, x'
'x, -z-3/4, -y-1/4'
'-z-1/4, y, -x-3/4'
'-x, -y+1/2, -z+1/2'
'x-1/4, y+1/4, -z+1/2'
'-x, y+1/4, z+1/4'
'x-1/4, -y+1/2, z+1/4'
'-z, -x+1/2, -y+1/2'
'-y, -z+1/2, -x+1/2'
'z-1/4, x+1/4, -y+1/2'
'y-1/4, -z+1/2, x+1/4'
'-z, x+1/4, y+1/4'
'y-1/4, z+1/4, -x+1/2'
'z-1/4, -x+1/2, y+1/4'
'-y, z+1/4, x+1/4'
'y-1/2, x+1/2, z+1/2'
'-y-1/4, -x+1/4, z'
'-y-1/4, x+1/2, -z-1/4'
'y-1/2, -x+1/4, -z+1/4'
'x, z+1/2, y'
'z-1/2, y+1/2, x+1/2'
'-x-1/4, -z+1/4, y'
'z-1/2, -y+1/4, -x+1/4'
'-x-1/4, z+1/2, -y-1/4'
'-z-3/4, -y+1/4, x+1/2'
'x, -z-1/4, -y+1/4'
'-z-1/4, y+1/2, -x-1/4'
'-x+1/2, -y, -z+1/2'
'x+1/4, y-1/4, -z+1/2'
'-x+1/2, y-1/4, z+1/4'
'x+1/4, -y, z+1/4'
'-z+1/2, -x, -y+1/2'
'-y+1/2, -z, -x+1/2'
'z+1/4, x-1/4, -y+1/2'
'y+1/4, -z, x+1/4'
'-z+1/2, x-1/4, y+1/4'
'y+1/4, z-1/4, -x+1/2'
'z+1/4, -x, y+1/4'
'-y+1/2, z-1/4, x+1/4'
'y, x, z+1/2'
'-y+1/4, -x-1/4, z'
'-y+1/4, x, -z-1/4'
'y, -x-1/4, -z+1/4'
'x+1/2, z, y'
'z, y, x+1/2'
'-x+1/4, -z-1/4, y'
'z, -y-1/4, -x+1/4'
'-x+1/4, z, -y-1/4'
'-z-1/4, -y-1/4, x+1/2'
'x+1/2, -z-3/4, -y+1/4'
'-z+1/4, y, -x-1/4'
'-x+1/2, -y+1/2, -z'
'x+1/4, y+1/4, -z'
'-x+1/2, y+1/4, z-1/4'
'x+1/4, -y+1/2, z-1/4'
'-z+1/2, -x+1/2, -y'
'-y+1/2, -z+1/2, -x'
'z+1/4, x+1/4, -y'
'y+1/4, -z+1/2, x-1/4'
'-z+1/2, x+1/4, y-1/4'
'y+1/4, z+1/4, -x'
'z+1/4, -x+1/2, y-1/4'
'-y+1/2, z+1/4, x-1/4'
'y, x+1/2, z'
'-y+1/4, -x+1/4, z-1/2'
'-y+1/4, x+1/2, -z-3/4'
'y, -x+1/4, -z-1/4'
'x+1/2, z+1/2, y-1/2'
'z, y+1/2, x'
'-x+1/4, -z+1/4, y-1/2'
'z, -y+1/4, -x-1/4'
'-x+1/4, z+1/2, -y-3/4'
'-z-1/4, -y+1/4, x'
'x+1/2, -z-1/4, -y-1/4'
'-z+1/4, y+1/2, -x-3/4'

_cell_length_a                   44.210(2)
_cell_length_b                   44.210(2)
_cell_length_c                   44.210(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     86410(12)
_cell_formula_units_Z            48
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9622
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      25.00
_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.874
_exptl_crystal_F_000             23124
_exptl_transmission_factor_min   0.441
_exptl_transmission_factor_max   0.752
_exptl_crystal_size_max          1.520
_exptl_crystal_size_mid          0.710
_exptl_crystal_size_min          0.430
_exptl_absorpt_coefficient_mu    0.703
_shelx_estimated_absorpt_T_min   0.415
_shelx_estimated_absorpt_T_max   0.752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   
;
  [Sheldrick, G.M. (2002). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            93489
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_av_R_equivalents  0.0988
_diffrn_reflns_limit_h_min       -45
_diffrn_reflns_limit_h_max       57
_diffrn_reflns_limit_k_min       -56
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_l_min       -57
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_theta_min         1.303
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4149
_reflns_number_gt                2383
_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 SAINT (Bruker, 2002)'
_computing_cell_refinement       'Bruker SMART (Bruker, 2002)'
_computing_data_reduction        'Bruker SAINT (Bruker, 2002)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1106P)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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0000034(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4149
_refine_ls_number_parameters     147
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0546
_refine_ls_wR_factor_ref         0.1900
_refine_ls_wR_factor_gt          0.1699
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
# start Validation Reply Form
_vrf_PLAT602_shelx               
;
PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure        ! Info  
RESPONSE: Approximately 51% of the unit cell volume comprises a large region of
disordered solvent which could not be modelled as discrete atomic sites.
We employed PLATON SQUEEZE to calculate the contribution to the diffraction
from the solvent region and thereby produced a set of solvent-free diffraction
intensities.
;
# end Validation Reply Form 
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 0.750000 0.000000 0.250000 0.0310(2) Uani 1 6 d S T P . .
Zn2 Zn 0.70153(2) 0.04847(2) 0.20153(2) 0.0407(2) Uani 1 3 d S T P . .
O3 O 0.71693(5) 0.07652(4) 0.23132(5) 0.0486(6) Uani 1 1 d . . . . .
O4 O 0.75584(4) 0.04570(4) 0.24004(4) 0.0380(5) Uani 1 1 d . . . . .
O5 O 0.67551(6) 0.07449(6) 0.17551(6) 0.0905(16) Uani 1 3 d S T P . .
C1 C 0.875000 0.125000 0.375000 0.0364(13) Uani 1 4 d S T P . .
C2 C 0.85233(7) 0.10309(7) 0.36131(7) 0.0398(7) Uani 1 1 d . . . . .
C9 C 0.77256(7) 0.07885(6) 0.29060(7) 0.0411(7) Uani 1 1 d . . . . .
H9 H 0.784574 0.062768 0.284313 0.049 Uiso 1 1 calc R U . . .
C7 C 0.82648(7) 0.11008(7) 0.34539(7) 0.0438(7) Uani 1 1 d . . . . .
H7 H 0.821017 0.130188 0.342491 0.053 Uiso 1 1 calc R U . . .
C4 C 0.84341(9) 0.04973(7) 0.35445(8) 0.0567(9) Uani 1 1 d . . . . .
H4 H 0.848957 0.029673 0.357537 0.068 Uiso 1 1 calc R U . . .
C8 C 0.78075(7) 0.09471(7) 0.31622(7) 0.0493(8) Uani 1 1 d . . . . .
C10 C 0.74730(6) 0.08602(7) 0.27414(7) 0.0418(7) Uani 1 1 d . . . . .
C3 C 0.86105(7) 0.07328(7) 0.36611(7) 0.0456(8) Uani 1 1 d . . . . .
C5 C 0.81730(8) 0.05687(8) 0.33809(8) 0.0541(9) Uani 1 1 d . . . . .
H5 H 0.805564 0.041384 0.330029 0.065 Uiso 1 1 calc R U . . .
C6 C 0.80856(7) 0.08705(7) 0.33365(7) 0.0464(8) Uani 1 1 d . . . . .
C14 C 0.73975(7) 0.06786(7) 0.24675(6) 0.0403(7) Uani 1 1 d . . . . .
C13 C 0.76246(9) 0.11878(10) 0.32483(9) 0.0790(13) Uani 1 1 d . . . . .
H13 H 0.767543 0.129872 0.341961 0.095 Uiso 1 1 calc R U . . .
C11 C 0.72908(8) 0.11017(9) 0.28271(9) 0.0690(11) Uani 1 1 d . . . . .
H11 H 0.712028 0.115260 0.271492 0.083 Uiso 1 1 calc R U . . .
C12 C 0.73692(9) 0.12669(10) 0.30862(10) 0.0954(16) Uani 1 1 d . . . . .
H12 H 0.725011 0.142873 0.314855 0.115 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
Zn1 O4 2.0838(19) . ?
Zn1 O4 2.0839(19) 129_645 ?
Zn1 O4 2.0839(19) 81 ?
Zn1 O4 2.0839(19) 145_655 ?
Zn1 O4 2.0839(19) 106_656 ?
Zn1 O4 2.0839(19) 58_554 ?
Zn2 O3 1.933(2) 58_554 ?
Zn2 O3 1.933(2) 81 ?
Zn2 O3 1.933(2) . ?
Zn2 O5 1.992(5) . ?
O3 C14 1.276(4) . ?
O4 C14 1.247(4) . ?
C1 C2 1.520(3) . ?
C1 C2 1.520(3) 140_656 ?
C1 C2 1.520(3) 142_754 ?
C1 C2 1.520(3) 52_655 ?
C2 C7 1.377(4) . ?
C2 C3 1.390(4) . ?
C9 C10 1.370(4) . ?
C9 C8 1.381(4) . ?
C7 C6 1.391(4) . ?
C4 C5 1.398(5) . ?
C4 C3 1.399(4) . ?
C8 C13 1.389(5) . ?
C8 C6 1.490(4) . ?
C10 C11 1.390(4) . ?
C10 C14 1.491(4) . ?
C3 C3 1.463(6) 52_655 ?
C5 C6 1.403(4) . ?
C13 C12 1.382(5) . ?
C11 C12 1.402(5) . ?

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
O4 Zn1 O4 93.35(8) . 129_645 ?
O4 Zn1 O4 86.65(8) . 81 ?
O4 Zn1 O4 180.00(11) 129_645 81 ?
O4 Zn1 O4 180.00(3) . 145_655 ?
O4 Zn1 O4 86.65(8) 129_645 145_655 ?
O4 Zn1 O4 93.35(8) 81 145_655 ?
O4 Zn1 O4 93.35(8) . 106_656 ?
O4 Zn1 O4 86.65(8) 129_645 106_656 ?
O4 Zn1 O4 93.35(8) 81 106_656 ?
O4 Zn1 O4 86.65(8) 145_655 106_656 ?
O4 Zn1 O4 86.65(8) . 58_554 ?
O4 Zn1 O4 93.35(8) 129_645 58_554 ?
O4 Zn1 O4 86.65(8) 81 58_554 ?
O4 Zn1 O4 93.35(8) 145_655 58_554 ?
O4 Zn1 O4 180.00(11) 106_656 58_554 ?
O3 Zn2 O3 115.04(4) 58_554 81 ?
O3 Zn2 O3 115.04(4) 58_554 . ?
O3 Zn2 O3 115.04(4) 81 . ?
O3 Zn2 O5 103.07(6) 58_554 . ?
O3 Zn2 O5 103.07(6) 81 . ?
O3 Zn2 O5 103.07(6) . . ?
C14 O3 Zn2 116.73(19) . . ?
C14 O4 Zn1 129.87(19) . . ?
C2 C1 C2 113.96(12) . 140_656 ?
C2 C1 C2 113.96(12) . 142_754 ?
C2 C1 C2 100.8(2) 140_656 142_754 ?
C2 C1 C2 100.8(2) . 52_655 ?
C2 C1 C2 113.96(12) 140_656 52_655 ?
C2 C1 C2 113.96(12) 142_754 52_655 ?
C7 C2 C3 121.4(3) . . ?
C7 C2 C1 127.4(3) . . ?
C3 C2 C1 111.1(2) . . ?
C10 C9 C8 122.1(3) . . ?
C2 C7 C6 119.9(3) . . ?
C5 C4 C3 118.9(3) . . ?
C9 C8 C13 117.5(3) . . ?
C9 C8 C6 121.7(3) . . ?
C13 C8 C6 120.8(3) . . ?
C9 C10 C11 120.3(3) . . ?
C9 C10 C14 119.3(3) . . ?
C11 C10 C14 120.4(3) . . ?
C2 C3 C4 119.7(3) . . ?
C2 C3 C3 108.41(18) . 52_655 ?
C4 C3 C3 131.91(19) . 52_655 ?
C4 C5 C6 121.0(3) . . ?
C7 C6 C5 119.2(3) . . ?
C7 C6 C8 119.8(3) . . ?
C5 C6 C8 121.0(3) . . ?
O4 C14 O3 124.0(3) . . ?
O4 C14 C10 119.3(3) . . ?
O3 C14 C10 116.7(3) . . ?
C12 C13 C8 121.8(3) . . ?
C10 C11 C12 118.7(3) . . ?
C13 C12 C11 119.6(3) . . ?

_refine_diff_density_max         0.403
_refine_diff_density_min         -0.694
_refine_diff_density_rms         0.078

