# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
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# 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 
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data_230223li_lidz213717_1_0m
_database_code_depnum_ccdc_archive 'CCDC 2274419'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic
China
;
_audit_update_record             
;
2023-06-26 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-03-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        HIAM-4040
_chemical_formula_moiety         'C33 H15 N2 O32 Zr6'
_chemical_formula_sum            'C33 H15 N2 O32 Zr6'
_chemical_formula_weight         1498.79
_chemical_absolute_configuration .
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -0.3750 1.7612 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   13.5866(8)
_cell_length_b                   25.3514(14)
_cell_length_c                   28.7868(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9915.3(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9024
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      59.92
_cell_measurement_theta_min      3.21
_shelx_estimated_absorpt_T_max   0.712
_shelx_estimated_absorpt_T_min   0.649
_exptl_absorpt_coefficient_mu    3.645
_exptl_absorpt_correction_T_max  0.7518
_exptl_absorpt_correction_T_min  0.5941
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1448 before and 0.0975 after correction.
The Ratio of minimum to maximum transmission is 0.7902.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.004
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2892
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0912
_diffrn_reflns_av_unetI/netI     0.0690
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            76214
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         60.319
_diffrn_reflns_theta_min         2.020
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON II'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_source_current           2.85
_diffrn_source_power             0.1986735
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.849
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.973
_reflns_number_gt                15820
_reflns_number_total             20916
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX4 V2022.10-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.651
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.515(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.913
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         20916
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      0.913
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0390P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.0920
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.485(10)
 0.515(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C10(H10), C11(H11), C17(H17), C18(H18), C20(H20),
 C21(H21), C24(H24), C26(H26), C28(H28), C31(H31), C32(H32), C33(H33)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.36194(5) 0.22422(2) 0.79844(2) 0.04373(15) Uani 1 1 d . . . . .
Zr2 Zr 0.43058(5) 0.34149(2) 0.74338(2) 0.03570(13) Uani 1 1 d . . . . .
Zr3 Zr 0.59613(5) 0.28075(2) 0.81970(2) 0.04225(15) Uani 1 1 d . . . . .
Zr4 Zr 0.57469(5) 0.16435(2) 0.75434(2) 0.03511(13) Uani 1 1 d . . . . .
Zr5 Zr 0.64367(5) 0.28184(2) 0.69901(2) 0.04022(14) Uani 1 1 d . . . . .
Zr6 Zr 0.40993(5) 0.22522(2) 0.67755(2) 0.04145(15) Uani 1 1 d . . . . .
O1 O 0.9437(4) 0.35778(16) 0.34868(15) 0.0549(14) Uani 1 1 d . . . . .
O2 O 1.0389(4) 0.39805(16) 0.29643(14) 0.0433(12) Uani 1 1 d . . . . .
O3 O 1.0316(4) 0.59539(16) 0.29282(13) 0.0420(11) Uani 1 1 d . . . . .
O4 O 0.9171(4) 0.63315(15) 0.33911(15) 0.0506(13) Uani 1 1 d . . . . .
O5 O 0.6227(4) 0.64140(16) 0.67063(16) 0.0556(14) Uani 1 1 d . . . . .
O6 O 0.4978(4) 0.60229(16) 0.70500(14) 0.0445(12) Uani 1 1 d . . . . .
O7 O 0.5045(4) 0.40476(14) 0.70455(14) 0.0385(11) Uani 1 1 d . . . . .
O8 O 0.6485(4) 0.36925(16) 0.67970(16) 0.0501(12) Uani 1 1 d . . . . .
O9 O 1.3056(5) 0.28638(19) 0.64667(17) 0.0625(15) Uani 1 1 d . . . . .
O10 O 1.3235(4) 0.36108(18) 0.68889(16) 0.0505(13) Uani 1 1 d . . . . .
O11 O 0.7537(4) 0.2182(2) 0.6784(2) 0.0651(15) Uani 1 1 d . . . . .
O12 O 0.7113(4) 0.14333(17) 0.71847(18) 0.0504(12) Uani 1 1 d . . . . .
O13 O 0.2407(5) 0.2845(2) 0.8093(2) 0.0783(18) Uani 1 1 d . . . . .
O14 O 0.2885(4) 0.36177(18) 0.77816(17) 0.0508(12) Uani 1 1 d . . . . .
O15 O 0.6766(4) 0.14421(16) 0.81128(16) 0.0521(13) Uani 1 1 d . . . . .
O16 O 0.6857(5) 0.21681(19) 0.85685(18) 0.0731(19) Uani 1 1 d . . . . .
O17 O 0.4919(3) 0.30244(15) 0.67474(14) 0.0423(10) Uani 1 1 d . . . . .
O18 O 0.3706(3) 0.26708(15) 0.73699(13) 0.0414(10) Uani 1 1 d . . . . .
O19 O 0.4322(4) 0.30131(16) 0.81518(14) 0.0455(11) Uani 1 1 d . . . . .
O20 O 0.5729(4) 0.31552(14) 0.75545(13) 0.0433(11) Uani 1 1 d . . . . .
O21 O 0.5554(4) 0.21504(14) 0.69925(13) 0.0401(10) Uani 1 1 d . . . . .
O22 O 0.4056(4) 0.17152(15) 0.73964(13) 0.0412(10) Uani 1 1 d . . . . .
O23 O 0.5128(4) 0.21449(15) 0.80285(13) 0.0417(10) Uani 1 1 d . . . . .
O24 O 0.6784(4) 0.23654(15) 0.76374(15) 0.0469(11) Uani 1 1 d . . . . .
O25 O 0.7436(5) 0.3085(2) 0.8303(2) 0.085(2) Uani 1 1 d . . . . .
O26 O 0.7908(6) 0.3134(2) 0.7141(2) 0.087(2) Uani 1 1 d . . . . .
O27 O 0.6686(5) 0.2838(2) 0.62400(19) 0.0773(19) Uani 1 1 d . . . . .
O28 O 0.4475(5) 0.22993(18) 0.60295(15) 0.0661(17) Uani 1 1 d . . . . .
O29 O 0.2639(5) 0.1877(2) 0.6681(2) 0.0759(19) Uani 1 1 d . . . . .
O30 O 0.2238(5) 0.1861(2) 0.7837(3) 0.096(2) Uani 1 1 d . . . . .
O31 O 0.3365(6) 0.22870(19) 0.87428(17) 0.078(2) Uani 1 1 d . . . . .
O32 O 0.5610(5) 0.2825(2) 0.89362(15) 0.0747(18) Uani 1 1 d . . . . .
N1 N 0.9682(5) 0.4473(2) 0.51186(18) 0.0480(14) Uani 1 1 d . . . . .
N2 N 0.8900(4) 0.4529(2) 0.58127(17) 0.0480(14) Uani 1 1 d . . . . .
C1 C 0.5743(7) 0.6037(3) 0.6798(2) 0.0531(19) Uani 1 1 d . . . . .
C2 C 0.5994(7) 0.5526(3) 0.6576(2) 0.0509(19) Uani 1 1 d . . . . .
C3 C 0.6576(6) 0.5529(2) 0.6162(2) 0.051(2) Uani 1 1 d . . . . .
H3 H 0.674515 0.585123 0.601343 0.061 Uiso 1 1 calc R U . . .
C4 C 0.6890(5) 0.5046(3) 0.59801(18) 0.0479(15) Uani 1 1 d . . . . .
C5 C 0.6660(6) 0.4584(2) 0.6212(2) 0.0486(18) Uani 1 1 d . . . . .
H5 H 0.691859 0.426150 0.609633 0.058 Uiso 1 1 calc R U . . .
C6 C 0.6084(6) 0.4567(2) 0.6596(2) 0.0405(16) Uani 1 1 d . . . . .
C7 C 0.5753(5) 0.5046(2) 0.67821(17) 0.0454(14) Uani 1 1 d . . . . .
H7 H 0.535631 0.504399 0.705392 0.054 Uiso 1 1 calc R U . . .
C8 C 0.5829(6) 0.4058(2) 0.6828(2) 0.0413(16) Uani 1 1 d . . . . .
C9 C 0.7454(5) 0.5037(3) 0.55391(19) 0.0508(16) Uani 1 1 d . . . . .
C10 C 0.7112(6) 0.5305(3) 0.5156(2) 0.060(2) Uani 1 1 d . . . . .
H10 H 0.653859 0.551572 0.519011 0.072 Uiso 1 1 calc R U . . .
C11 C 0.7569(6) 0.5283(3) 0.4710(2) 0.061(2) Uani 1 1 d . . . . .
H11 H 0.729357 0.547373 0.445664 0.073 Uiso 1 1 calc R U . . .
C12 C 0.8430(4) 0.4980(3) 0.46435(16) 0.0396(12) Uani 1 1 d . . . . .
C13 C 0.8814(5) 0.4740(2) 0.5044(2) 0.0415(15) Uani 1 1 d . . . . .
C14 C 0.8323(5) 0.4759(2) 0.5475(2) 0.0444(16) Uani 1 1 d . . . . .
C15 C 0.9718(6) 0.4367(3) 0.5577(2) 0.0556(19) Uani 1 1 d . . . . .
C16 C 1.0521(5) 0.4095(3) 0.5828(2) 0.0531(18) Uani 1 1 d . . . . .
C17 C 1.0811(6) 0.4262(3) 0.6252(3) 0.065(2) Uani 1 1 d . . . . .
H17 H 1.047793 0.455220 0.638964 0.078 Uiso 1 1 calc R U . . .
C18 C 1.1563(7) 0.4030(3) 0.6490(2) 0.070(2) Uani 1 1 d . . . . .
H18 H 1.173206 0.415675 0.679008 0.084 Uiso 1 1 calc R U . . .
C19 C 1.2100(6) 0.3600(3) 0.6296(2) 0.0566(19) Uani 1 1 d . . . . .
C20 C 1.1767(7) 0.3430(3) 0.5866(2) 0.069(2) Uani 1 1 d . . . . .
H20 H 1.208140 0.313624 0.572514 0.082 Uiso 1 1 calc R U . . .
C21 C 1.0998(7) 0.3669(3) 0.5633(3) 0.073(3) Uani 1 1 d . . . . .
H21 H 1.079811 0.353960 0.533760 0.088 Uiso 1 1 calc R U . . .
C22 C 1.2876(7) 0.3331(3) 0.6567(2) 0.057(2) Uani 1 1 d . . . . .
C23 C 0.8925(5) 0.4975(3) 0.41990(17) 0.0430(13) Uani 1 1 d . . . . .
C24 C 0.9109(6) 0.5437(2) 0.3938(2) 0.0425(17) Uani 1 1 d . . . . .
H24 H 0.889391 0.576544 0.406065 0.051 Uiso 1 1 calc R U . . .
C25 C 0.9578(6) 0.5437(2) 0.35178(19) 0.0419(18) Uani 1 1 d . . . . .
C26 C 0.9856(4) 0.4968(3) 0.33191(18) 0.0425(13) Uani 1 1 d . . . . .
H26 H 1.018837 0.496452 0.302865 0.051 Uiso 1 1 calc R U . . .
C27 C 0.9645(6) 0.4492(2) 0.3550(2) 0.0458(19) Uani 1 1 d . . . . .
C28 C 0.9207(6) 0.4502(2) 0.39853(19) 0.0422(17) Uani 1 1 d . . . . .
H28 H 0.909559 0.417896 0.414325 0.051 Uiso 1 1 calc R U . . .
C29 C 0.9682(6) 0.5954(3) 0.3254(2) 0.0478(18) Uani 1 1 d . . . . .
C30 C 0.9834(6) 0.3977(2) 0.3324(2) 0.0399(16) Uani 1 1 d . . . . .
C31 C 0.2340(8) 0.3349(3) 0.7997(3) 0.073(3) Uani 1 1 d . . . . .
H31 H 0.177549 0.352221 0.811751 0.088 Uiso 1 1 calc R U . . .
C32 C 0.7083(8) 0.1687(4) 0.8457(3) 0.075(3) Uani 1 1 d . . . . .
H32 H 0.752738 0.150544 0.865578 0.090 Uiso 1 1 calc R U . . .
C33 C 0.7625(7) 0.1709(3) 0.6904(3) 0.066(2) Uani 1 1 d . . . . .
H33 H 0.815822 0.152687 0.676226 0.079 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
Zr1 Zr2 3.4958(7) . ?
Zr1 Zr3 3.5430(10) . ?
Zr1 Zr4 3.5030(9) . ?
Zr1 Zr6 3.5406(8) . ?
Zr1 O5 2.290(4) 3_646 ?
Zr1 O13 2.268(6) . ?
Zr1 O18 2.079(4) . ?
Zr1 O19 2.228(4) . ?
Zr1 O22 2.236(4) . ?
Zr1 O23 2.068(5) . ?
Zr1 O30 2.153(7) . ?
Zr1 O31 2.213(5) . ?
Zr2 Zr3 3.5010(8) . ?
Zr2 Zr5 3.5071(9) . ?
Zr2 Zr6 3.5155(7) . ?
Zr2 O3 2.202(4) 2_665 ?
Zr2 O7 2.198(4) . ?
Zr2 O10 2.196(4) 1_455 ?
Zr2 O14 2.235(5) . ?
Zr2 O17 2.362(4) . ?
Zr2 O18 2.063(4) . ?
Zr2 O19 2.304(4) . ?
Zr2 O20 2.072(5) . ?
Zr3 Zr4 3.5120(7) . ?
Zr3 Zr5 3.5339(8) . ?
Zr3 O4 2.260(4) 2_665 ?
Zr3 O16 2.292(5) . ?
Zr3 O19 2.291(5) . ?
Zr3 O20 2.073(4) . ?
Zr3 O23 2.083(4) . ?
Zr3 O24 2.259(5) . ?
Zr3 O25 2.145(7) . ?
Zr3 O32 2.181(5) . ?
Zr4 Zr5 3.5053(7) . ?
Zr4 Zr6 3.5041(8) . ?
Zr4 O2 2.208(4) 4_456 ?
Zr4 O6 2.194(4) 3_646 ?
Zr4 O12 2.189(5) . ?
Zr4 O15 2.206(5) . ?
Zr4 O21 2.058(4) . ?
Zr4 O22 2.343(5) . ?
Zr4 O23 2.067(4) . ?
Zr4 O24 2.326(4) . ?
Zr5 Zr6 3.5395(9) . ?
Zr5 O8 2.286(4) . ?
Zr5 O11 2.277(5) . ?
Zr5 O17 2.239(5) . ?
Zr5 O20 2.072(4) . ?
Zr5 O21 2.075(4) . ?
Zr5 O24 2.239(4) . ?
Zr5 O26 2.197(7) . ?
Zr5 O27 2.186(5) . ?
Zr6 O1 2.282(4) 4_456 ?
Zr6 O9 2.281(5) 1_455 ?
Zr6 O17 2.254(4) . ?
Zr6 O18 2.083(4) . ?
Zr6 O21 2.089(5) . ?
Zr6 O22 2.248(4) . ?
Zr6 O28 2.211(5) . ?
Zr6 O29 2.216(7) . ?
O1 C30 1.238(8) . ?
O2 C30 1.280(7) . ?
O3 C29 1.273(8) . ?
O4 C29 1.247(9) . ?
O5 C1 1.190(9) . ?
O6 C1 1.268(9) . ?
O7 C8 1.235(8) . ?
O8 C8 1.288(8) . ?
O9 C22 1.244(8) . ?
O10 C22 1.265(8) . ?
O11 C33 1.254(8) . ?
O12 C33 1.276(9) . ?
O13 C31 1.310(9) . ?
O14 C31 1.182(10) . ?
O15 C32 1.247(10) . ?
O16 C32 1.298(10) . ?
N1 C13 1.376(8) . ?
N1 C15 1.348(8) . ?
N2 C14 1.378(8) . ?
N2 C15 1.366(9) . ?
C1 C2 1.486(9) . ?
C2 C3 1.430(9) . ?
C2 C7 1.392(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.398(9) . ?
C4 C5 1.385(9) . ?
C4 C9 1.483(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.354(10) . ?
C6 C7 1.403(8) . ?
C6 C8 1.493(8) . ?
C7 H7 0.9500 . ?
C9 C10 1.376(9) . ?
C9 C14 1.388(9) . ?
C10 H10 0.9500 . ?
C10 C11 1.428(9) . ?
C11 H11 0.9500 . ?
C11 C12 1.414(9) . ?
C12 C13 1.403(8) . ?
C12 C23 1.446(7) . ?
C13 C14 1.409(8) . ?
C15 C16 1.479(10) . ?
C16 C17 1.351(10) . ?
C16 C21 1.379(10) . ?
C17 H17 0.9500 . ?
C17 C18 1.364(11) . ?
C18 H18 0.9500 . ?
C18 C19 1.425(10) . ?
C19 C20 1.387(10) . ?
C19 C22 1.478(10) . ?
C20 H20 0.9500 . ?
C20 C21 1.381(11) . ?
C21 H21 0.9500 . ?
C23 C24 1.414(8) . ?
C23 C28 1.400(8) . ?
C24 H24 0.9500 . ?
C24 C25 1.367(9) . ?
C25 C26 1.372(8) . ?
C25 C29 1.522(8) . ?
C26 H26 0.9500 . ?
C26 C27 1.407(8) . ?
C27 C28 1.386(9) . ?
C27 C30 1.483(8) . ?
C28 H28 0.9500 . ?
C31 H31 0.9500 . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?

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
Zr2 Zr1 Zr3 59.649(16) . . ?
Zr2 Zr1 Zr4 89.09(2) . . ?
Zr2 Zr1 Zr6 59.945(15) . . ?
Zr4 Zr1 Zr3 59.790(17) . . ?
Zr4 Zr1 Zr6 59.666(16) . . ?
Zr6 Zr1 Zr3 90.09(2) . . ?
O5 Zr1 Zr2 158.69(14) 3_646 . ?
O5 Zr1 Zr3 102.81(15) 3_646 . ?
O5 Zr1 Zr4 70.63(13) 3_646 . ?
O5 Zr1 Zr6 111.84(12) 3_646 . ?
O13 Zr1 Zr2 71.55(14) . . ?
O13 Zr1 Zr3 110.83(16) . . ?
O13 Zr1 Zr4 160.24(15) . . ?
O13 Zr1 Zr6 105.36(17) . . ?
O13 Zr1 O5 129.05(19) . 3_646 ?
O18 Zr1 Zr2 32.31(11) . . ?
O18 Zr1 Zr3 83.39(12) . . ?
O18 Zr1 Zr4 82.62(13) . . ?
O18 Zr1 Zr6 31.76(11) . . ?
O18 Zr1 O5 143.59(16) . 3_646 ?
O18 Zr1 O13 78.9(2) . . ?
O18 Zr1 O19 72.63(15) . . ?
O18 Zr1 O22 69.72(15) . . ?
O18 Zr1 O30 96.6(2) . . ?
O18 Zr1 O31 145.20(17) . . ?
O19 Zr1 Zr2 40.33(10) . . ?
O19 Zr1 Zr3 39.00(12) . . ?
O19 Zr1 Zr4 96.01(13) . . ?
O19 Zr1 Zr6 97.32(11) . . ?
O19 Zr1 O5 132.92(18) . 3_646 ?
O19 Zr1 O13 72.0(2) . . ?
O19 Zr1 O22 125.03(17) . . ?
O22 Zr1 Zr2 95.40(10) . . ?
O22 Zr1 Zr3 97.71(13) . . ?
O22 Zr1 Zr4 41.24(12) . . ?
O22 Zr1 Zr6 37.96(10) . . ?
O22 Zr1 O5 73.89(15) . 3_646 ?
O22 Zr1 O13 134.4(2) . . ?
O23 Zr1 Zr2 82.23(11) . . ?
O23 Zr1 Zr3 31.53(10) . . ?
O23 Zr1 Zr4 32.10(10) . . ?
O23 Zr1 Zr6 83.03(11) . . ?
O23 Zr1 O5 77.08(18) . 3_646 ?
O23 Zr1 O13 142.30(19) . . ?
O23 Zr1 O18 93.36(17) . . ?
O23 Zr1 O19 70.52(16) . . ?
O23 Zr1 O22 73.29(16) . . ?
O23 Zr1 O30 145.3(2) . . ?
O23 Zr1 O31 95.8(2) . . ?
O30 Zr1 Zr2 121.63(19) . . ?
O30 Zr1 Zr3 176.74(18) . . ?
O30 Zr1 Zr4 116.96(18) . . ?
O30 Zr1 Zr6 88.3(2) . . ?
O30 Zr1 O5 75.2(2) . 3_646 ?
O30 Zr1 O13 72.3(2) . . ?
O30 Zr1 O19 144.1(2) . . ?
O30 Zr1 O22 79.3(2) . . ?
O30 Zr1 O31 94.7(3) . . ?
O31 Zr1 Zr2 116.44(13) . . ?
O31 Zr1 Zr3 87.09(19) . . ?
O31 Zr1 Zr4 120.58(19) . . ?
O31 Zr1 Zr6 176.28(15) . . ?
O31 Zr1 O5 71.20(18) . 3_646 ?
O31 Zr1 O13 73.5(2) . . ?
O31 Zr1 O19 78.97(18) . . ?
O31 Zr1 O22 144.95(17) . . ?
Zr1 Zr2 Zr3 60.847(17) . . ?
Zr1 Zr2 Zr5 91.069(17) . . ?
Zr1 Zr2 Zr6 60.660(16) . . ?
Zr3 Zr2 Zr5 60.564(17) . . ?
Zr3 Zr2 Zr6 91.193(17) . . ?
Zr5 Zr2 Zr6 60.532(17) . . ?
O3 Zr2 Zr1 112.79(11) 2_665 . ?
O3 Zr2 Zr3 76.36(11) 2_665 . ?
O3 Zr2 Zr5 110.85(14) 2_665 . ?
O3 Zr2 Zr6 167.48(12) 2_665 . ?
O3 Zr2 O14 75.23(19) 2_665 . ?
O3 Zr2 O17 139.72(17) 2_665 . ?
O3 Zr2 O19 74.89(15) 2_665 . ?
O7 Zr2 Zr1 166.68(12) . . ?
O7 Zr2 Zr3 110.27(13) . . ?
O7 Zr2 Zr5 75.65(12) . . ?
O7 Zr2 Zr6 111.98(11) . . ?
O7 Zr2 O3 72.04(15) . 2_665 ?
O7 Zr2 O14 117.05(17) . . ?
O7 Zr2 O17 73.70(14) . . ?
O7 Zr2 O19 140.74(17) . . ?
O10 Zr2 Zr1 109.85(14) 1_455 . ?
O10 Zr2 Zr3 166.71(12) 1_455 . ?
O10 Zr2 Zr5 112.59(13) 1_455 . ?
O10 Zr2 Zr6 75.62(12) 1_455 . ?
O10 Zr2 O3 116.86(16) 1_455 2_665 ?
O10 Zr2 O7 76.95(19) 1_455 . ?
O10 Zr2 O14 72.30(19) 1_455 . ?
O10 Zr2 O17 74.38(16) 1_455 . ?
O10 Zr2 O19 138.34(19) 1_455 . ?
O14 Zr2 Zr1 76.23(12) . . ?
O14 Zr2 Zr3 112.03(13) . . ?
O14 Zr2 Zr5 167.30(13) . . ?
O14 Zr2 Zr6 111.44(13) . . ?
O14 Zr2 O17 140.89(18) . . ?
O14 Zr2 O19 73.04(17) . . ?
O17 Zr2 Zr1 96.71(10) . . ?
O17 Zr2 Zr3 96.55(10) . . ?
O17 Zr2 Zr5 39.06(11) . . ?
O17 Zr2 Zr6 39.26(10) . . ?
O18 Zr2 Zr1 32.59(11) . . ?
O18 Zr2 Zr3 84.71(12) . . ?
O18 Zr2 Zr5 84.23(13) . . ?
O18 Zr2 Zr6 32.20(11) . . ?
O18 Zr2 O3 144.51(16) . 2_665 ?
O18 Zr2 O7 143.36(15) . . ?
O18 Zr2 O10 83.19(17) . 1_455 ?
O18 Zr2 O14 84.78(18) . . ?
O18 Zr2 O17 71.43(15) . . ?
O18 Zr2 O19 71.32(15) . . ?
O18 Zr2 O20 95.35(16) . . ?
O19 Zr2 Zr1 38.74(11) . . ?
O19 Zr2 Zr3 40.22(12) . . ?
O19 Zr2 Zr5 97.36(12) . . ?
O19 Zr2 Zr6 96.53(10) . . ?
O19 Zr2 O17 124.18(14) . . ?
O20 Zr2 Zr1 84.42(11) . . ?
O20 Zr2 Zr3 32.38(11) . . ?
O20 Zr2 Zr5 32.19(11) . . ?
O20 Zr2 Zr6 84.18(10) . . ?
O20 Zr2 O3 84.52(17) . 2_665 ?
O20 Zr2 O7 83.72(17) . . ?
O20 Zr2 O10 144.06(18) . 1_455 ?
O20 Zr2 O14 143.53(17) . . ?
O20 Zr2 O17 71.22(15) . . ?
O20 Zr2 O19 72.55(17) . . ?
Zr2 Zr3 Zr1 59.504(17) . . ?
Zr2 Zr3 Zr4 88.857(17) . . ?
Zr2 Zr3 Zr5 59.804(16) . . ?
Zr4 Zr3 Zr1 59.538(17) . . ?
Zr4 Zr3 Zr5 59.668(15) . . ?
Zr5 Zr3 Zr1 89.854(19) . . ?
O4 Zr3 Zr1 111.24(15) 2_665 . ?
O4 Zr3 Zr2 71.31(12) 2_665 . ?
O4 Zr3 Zr4 159.61(11) 2_665 . ?
O4 Zr3 Zr5 104.48(12) 2_665 . ?
O4 Zr3 O16 127.58(17) 2_665 . ?
O4 Zr3 O19 73.58(18) 2_665 . ?
O16 Zr3 Zr1 105.74(17) . . ?
O16 Zr3 Zr2 160.91(13) . . ?
O16 Zr3 Zr4 72.52(12) . . ?
O16 Zr3 Zr5 111.54(15) . . ?
O19 Zr3 Zr1 37.74(10) . . ?
O19 Zr3 Zr2 40.51(10) . . ?
O19 Zr3 Zr4 94.60(11) . . ?
O19 Zr3 Zr5 96.89(10) . . ?
O19 Zr3 O16 134.7(2) . . ?
O20 Zr3 Zr1 83.19(14) . . ?
O20 Zr3 Zr2 32.37(15) . . ?
O20 Zr3 Zr4 82.34(10) . . ?
O20 Zr3 Zr5 31.49(12) . . ?
O20 Zr3 O4 78.34(15) . 2_665 ?
O20 Zr3 O16 142.9(2) . . ?
O20 Zr3 O19 72.83(18) . . ?
O20 Zr3 O23 93.01(16) . . ?
O20 Zr3 O24 69.50(16) . . ?
O20 Zr3 O25 97.4(2) . . ?
O20 Zr3 O32 145.9(2) . . ?
O23 Zr3 Zr1 31.28(13) . . ?
O23 Zr3 Zr2 81.91(12) . . ?
O23 Zr3 Zr4 32.06(12) . . ?
O23 Zr3 Zr5 82.92(11) . . ?
O23 Zr3 O4 142.5(2) . 2_665 ?
O23 Zr3 O16 80.03(19) . . ?
O23 Zr3 O19 69.01(16) . . ?
O23 Zr3 O24 72.71(16) . . ?
O23 Zr3 O25 143.6(2) . . ?
O23 Zr3 O32 97.2(2) . . ?
O24 Zr3 Zr1 96.92(12) . . ?
O24 Zr3 Zr2 95.08(11) . . ?
O24 Zr3 Zr4 40.70(11) . . ?
O24 Zr3 Zr5 38.02(10) . . ?
O24 Zr3 O4 134.01(17) . 2_665 ?
O24 Zr3 O16 73.68(18) . . ?
O24 Zr3 O19 123.61(16) . . ?
O25 Zr3 Zr1 174.82(17) . . ?
O25 Zr3 Zr2 123.03(17) . . ?
O25 Zr3 Zr4 115.39(18) . . ?
O25 Zr3 Zr5 88.06(19) . . ?
O25 Zr3 O4 73.9(2) . 2_665 ?
O25 Zr3 O16 70.7(2) . . ?
O25 Zr3 O19 147.3(2) . . ?
O25 Zr3 O24 78.6(2) . . ?
O25 Zr3 O32 93.4(3) . . ?
O32 Zr3 Zr1 88.89(19) . . ?
O32 Zr3 Zr2 117.56(17) . . ?
O32 Zr3 Zr4 121.47(15) . . ?
O32 Zr3 Zr5 177.34(17) . . ?
O32 Zr3 O4 73.83(19) . 2_665 ?
O32 Zr3 O16 71.1(2) . . ?
O32 Zr3 O19 80.7(2) . . ?
O32 Zr3 O24 144.52(18) . . ?
Zr1 Zr4 Zr3 60.672(17) . . ?
Zr1 Zr4 Zr5 90.980(17) . . ?
Zr1 Zr4 Zr6 60.700(18) . . ?
Zr5 Zr4 Zr3 60.477(15) . . ?
Zr6 Zr4 Zr3 91.198(17) . . ?
Zr6 Zr4 Zr5 60.658(17) . . ?
O2 Zr4 Zr1 111.62(14) 4_456 . ?
O2 Zr4 Zr3 167.14(12) 4_456 . ?
O2 Zr4 Zr5 111.52(11) 4_456 . ?
O2 Zr4 Zr6 75.94(12) 4_456 . ?
O2 Zr4 O22 73.74(16) 4_456 . ?
O2 Zr4 O24 140.74(17) 4_456 . ?
O6 Zr4 Zr1 75.35(13) 3_646 . ?
O6 Zr4 Zr3 110.73(12) 3_646 . ?
O6 Zr4 Zr5 166.32(13) 3_646 . ?
O6 Zr4 Zr6 111.44(14) 3_646 . ?
O6 Zr4 O2 74.97(16) 3_646 4_456 ?
O6 Zr4 O15 73.70(19) 3_646 . ?
O6 Zr4 O22 73.26(17) 3_646 . ?
O6 Zr4 O24 140.72(16) 3_646 . ?
O12 Zr4 Zr1 167.36(13) . . ?
O12 Zr4 Zr3 112.76(13) . . ?
O12 Zr4 Zr5 76.46(12) . . ?
O12 Zr4 Zr6 110.56(14) . . ?
O12 Zr4 O2 72.55(19) . 4_456 ?
O12 Zr4 O6 117.22(18) . 3_646 ?
O12 Zr4 O15 76.2(2) . . ?
O12 Zr4 O22 139.88(17) . . ?
O12 Zr4 O24 74.51(17) . . ?
O15 Zr4 Zr1 110.43(14) . . ?
O15 Zr4 Zr3 75.18(11) . . ?
O15 Zr4 Zr5 111.50(13) . . ?
O15 Zr4 Zr6 166.36(11) . . ?
O15 Zr4 O2 117.68(16) . 4_456 ?
O15 Zr4 O22 140.15(18) . . ?
O15 Zr4 O24 73.46(16) . . ?
O21 Zr4 Zr1 84.47(12) . . ?
O21 Zr4 Zr3 84.19(11) . . ?
O21 Zr4 Zr5 32.14(13) . . ?
O21 Zr4 Zr6 32.60(13) . . ?
O21 Zr4 O2 84.79(15) . 4_456 ?
O21 Zr4 O6 143.29(19) . 3_646 ?
O21 Zr4 O12 84.06(18) . . ?
O21 Zr4 O15 142.86(19) . . ?
O21 Zr4 O22 71.79(17) . . ?
O21 Zr4 O23 94.86(15) . . ?
O21 Zr4 O24 71.06(16) . . ?
O22 Zr4 Zr1 38.99(10) . . ?
O22 Zr4 Zr3 96.48(10) . . ?
O22 Zr4 Zr5 96.56(10) . . ?
O22 Zr4 Zr6 39.24(9) . . ?
O23 Zr4 Zr1 32.12(13) . . ?
O23 Zr4 Zr3 32.34(12) . . ?
O23 Zr4 Zr5 83.86(11) . . ?
O23 Zr4 Zr6 84.00(12) . . ?
O23 Zr4 O2 142.95(19) . 4_456 ?
O23 Zr4 O6 84.15(16) . 3_646 ?
O23 Zr4 O12 144.40(18) . . ?
O23 Zr4 O15 84.01(18) . . ?
O23 Zr4 O22 71.06(16) . . ?
O23 Zr4 O24 71.57(17) . . ?
O24 Zr4 Zr1 96.71(12) . . ?
O24 Zr4 Zr3 39.30(12) . . ?
O24 Zr4 Zr5 38.93(11) . . ?
O24 Zr4 Zr6 96.54(11) . . ?
O24 Zr4 O22 123.64(15) . . ?
Zr2 Zr5 Zr3 59.632(16) . . ?
Zr2 Zr5 Zr6 59.850(17) . . ?
Zr3 Zr5 Zr6 90.25(2) . . ?
Zr4 Zr5 Zr2 88.866(19) . . ?
Zr4 Zr5 Zr3 59.855(15) . . ?
Zr4 Zr5 Zr6 59.655(16) . . ?
O8 Zr5 Zr2 72.19(12) . . ?
O8 Zr5 Zr3 104.59(12) . . ?
O8 Zr5 Zr4 160.39(12) . . ?
O8 Zr5 Zr6 112.11(14) . . ?
O11 Zr5 Zr2 160.37(14) . . ?
O11 Zr5 Zr3 111.72(14) . . ?
O11 Zr5 Zr4 72.05(13) . . ?
O11 Zr5 Zr6 104.85(15) . . ?
O11 Zr5 O8 127.20(18) . . ?
O17 Zr5 Zr2 41.65(11) . . ?
O17 Zr5 Zr3 98.06(11) . . ?
O17 Zr5 Zr4 95.38(10) . . ?
O17 Zr5 Zr6 38.16(10) . . ?
O17 Zr5 O8 73.99(17) . . ?
O17 Zr5 O11 133.51(19) . . ?
O20 Zr5 Zr2 32.20(13) . . ?
O20 Zr5 Zr3 31.51(11) . . ?
O20 Zr5 Zr4 82.52(10) . . ?
O20 Zr5 Zr6 83.56(14) . . ?
O20 Zr5 O8 78.72(15) . . ?
O20 Zr5 O11 143.16(18) . . ?
O20 Zr5 O17 73.82(17) . . ?
O20 Zr5 O21 93.77(17) . . ?
O20 Zr5 O24 69.91(15) . . ?
O20 Zr5 O26 96.7(2) . . ?
O20 Zr5 O27 146.82(19) . . ?
O21 Zr5 Zr2 82.74(12) . . ?
O21 Zr5 Zr3 83.38(11) . . ?
O21 Zr5 Zr4 31.84(11) . . ?
O21 Zr5 Zr6 31.90(12) . . ?
O21 Zr5 O8 143.95(18) . . ?
O21 Zr5 O11 78.59(19) . . ?
O21 Zr5 O17 70.07(16) . . ?
O21 Zr5 O24 72.57(16) . . ?
O21 Zr5 O26 145.3(2) . . ?
O21 Zr5 O27 96.4(2) . . ?
O24 Zr5 Zr2 95.28(13) . . ?
O24 Zr5 Zr3 38.41(11) . . ?
O24 Zr5 Zr4 40.75(11) . . ?
O24 Zr5 Zr6 97.26(12) . . ?
O24 Zr5 O8 133.92(16) . . ?
O24 Zr5 O11 73.43(18) . . ?
O24 Zr5 O17 124.99(17) . . ?
O26 Zr5 Zr2 121.46(18) . . ?
O26 Zr5 Zr3 88.52(18) . . ?
O26 Zr5 Zr4 117.57(15) . . ?
O26 Zr5 Zr6 177.18(15) . . ?
O26 Zr5 O8 70.7(2) . . ?
O26 Zr5 O11 73.3(2) . . ?
O26 Zr5 O17 144.58(19) . . ?
O26 Zr5 O24 80.2(2) . . ?
O27 Zr5 Zr2 118.53(17) . . ?
O27 Zr5 Zr3 178.16(18) . . ?
O27 Zr5 Zr4 120.63(15) . . ?
O27 Zr5 Zr6 88.60(19) . . ?
O27 Zr5 O8 74.53(19) . . ?
O27 Zr5 O11 70.0(2) . . ?
O27 Zr5 O17 80.1(2) . . ?
O27 Zr5 O24 143.23(19) . . ?
O27 Zr5 O26 92.7(3) . . ?
Zr2 Zr6 Zr1 59.395(15) . . ?
Zr2 Zr6 Zr5 59.617(16) . . ?
Zr4 Zr6 Zr1 59.634(16) . . ?
Zr4 Zr6 Zr2 88.751(17) . . ?
Zr4 Zr6 Zr5 59.687(17) . . ?
Zr5 Zr6 Zr1 89.803(19) . . ?
O1 Zr6 Zr1 110.83(11) 4_456 . ?
O1 Zr6 Zr2 159.29(13) 4_456 . ?
O1 Zr6 Zr4 70.98(12) 4_456 . ?
O1 Zr6 Zr5 104.55(15) 4_456 . ?
O9 Zr6 Zr1 105.88(14) 1_455 . ?
O9 Zr6 Zr2 71.93(12) 1_455 . ?
O9 Zr6 Zr4 160.42(12) 1_455 . ?
O9 Zr6 Zr5 110.48(15) 1_455 . ?
O9 Zr6 O1 128.52(17) 1_455 4_456 ?
O17 Zr6 Zr1 97.62(10) . . ?
O17 Zr6 Zr2 41.54(11) . . ?
O17 Zr6 Zr4 95.14(11) . . ?
O17 Zr6 Zr5 37.88(11) . . ?
O17 Zr6 O1 133.61(19) . 4_456 ?
O17 Zr6 O9 72.69(18) . 1_455 ?
O18 Zr6 Zr1 31.69(11) . . ?
O18 Zr6 Zr2 31.85(11) . . ?
O18 Zr6 Zr4 82.54(12) . . ?
O18 Zr6 Zr5 83.13(12) . . ?
O18 Zr6 O1 142.47(15) . 4_456 ?
O18 Zr6 O9 79.31(17) . 1_455 ?
O18 Zr6 O17 73.37(15) . . ?
O18 Zr6 O21 93.45(17) . . ?
O18 Zr6 O22 69.43(15) . . ?
O18 Zr6 O28 146.07(16) . . ?
O18 Zr6 O29 95.1(2) . . ?
O21 Zr6 Zr1 83.08(11) . . ?
O21 Zr6 Zr2 82.35(11) . . ?
O21 Zr6 Zr4 32.06(10) . . ?
O21 Zr6 Zr5 31.67(10) . . ?
O21 Zr6 O1 78.15(18) . 4_456 ?
O21 Zr6 O9 142.04(18) . 1_455 ?
O21 Zr6 O17 69.55(15) . . ?
O21 Zr6 O22 73.27(16) . . ?
O21 Zr6 O28 94.5(2) . . ?
O21 Zr6 O29 146.17(17) . . ?
O22 Zr6 Zr1 37.74(10) . . ?
O22 Zr6 Zr2 94.66(10) . . ?
O22 Zr6 Zr4 41.26(13) . . ?
O22 Zr6 Zr5 97.49(13) . . ?
O22 Zr6 O1 73.14(15) . 4_456 ?
O22 Zr6 O9 134.9(2) . 1_455 ?
O22 Zr6 O17 124.59(15) . . ?
O28 Zr6 Zr1 176.14(15) . . ?
O28 Zr6 Zr2 117.38(12) . . ?
O28 Zr6 Zr4 119.27(16) . . ?
O28 Zr6 Zr5 86.57(17) . . ?
O28 Zr6 O1 71.46(16) . 4_456 ?
O28 Zr6 O9 74.2(2) . 1_455 ?
O28 Zr6 O17 78.69(17) . . ?
O28 Zr6 O22 144.22(16) . . ?
O28 Zr6 O29 96.4(2) . . ?
O29 Zr6 Zr1 87.31(17) . . ?
O29 Zr6 Zr2 119.82(16) . . ?
O29 Zr6 Zr4 117.42(14) . . ?
O29 Zr6 Zr5 176.76(16) . . ?
O29 Zr6 O1 75.2(2) . 4_456 ?
O29 Zr6 O9 71.8(2) . 1_455 ?
O29 Zr6 O17 144.12(17) . . ?
O29 Zr6 O22 79.32(19) . . ?
C30 O1 Zr6 135.7(4) . 4_556 ?
C30 O2 Zr4 131.3(4) . 4_556 ?
C29 O3 Zr2 129.3(4) . 2_664 ?
C29 O4 Zr3 135.0(4) . 2_664 ?
C1 O5 Zr1 134.4(5) . 3_656 ?
C1 O6 Zr4 130.7(4) . 3_656 ?
C8 O7 Zr2 131.8(4) . . ?
C8 O8 Zr5 131.3(4) . . ?
C22 O9 Zr6 132.8(5) . 1_655 ?
C22 O10 Zr2 130.7(4) . 1_655 ?
C33 O11 Zr5 132.1(5) . . ?
C33 O12 Zr4 128.9(5) . . ?
C31 O13 Zr1 132.7(6) . . ?
C31 O14 Zr2 130.0(5) . . ?
C32 O15 Zr4 133.9(5) . . ?
C32 O16 Zr3 132.5(5) . . ?
Zr5 O17 Zr2 99.29(16) . . ?
Zr5 O17 Zr6 103.96(16) . . ?
Zr6 O17 Zr2 99.20(16) . . ?
Zr1 O18 Zr6 116.55(19) . . ?
Zr2 O18 Zr1 115.10(18) . . ?
Zr2 O18 Zr6 116.0(2) . . ?
Zr1 O19 Zr2 100.93(17) . . ?
Zr1 O19 Zr3 103.26(17) . . ?
Zr3 O19 Zr2 99.27(17) . . ?
Zr2 O20 Zr3 115.2(2) . . ?
Zr5 O20 Zr2 115.61(19) . . ?
Zr5 O20 Zr3 117.0(2) . . ?
Zr4 O21 Zr5 116.0(2) . . ?
Zr4 O21 Zr6 115.3(2) . . ?
Zr5 O21 Zr6 116.43(17) . . ?
Zr1 O22 Zr4 99.77(17) . . ?
Zr1 O22 Zr6 104.30(15) . . ?
Zr6 O22 Zr4 99.49(18) . . ?
Zr1 O23 Zr3 117.18(19) . . ?
Zr4 O23 Zr1 115.78(19) . . ?
Zr4 O23 Zr3 115.6(2) . . ?
Zr3 O24 Zr4 100.00(19) . . ?
Zr5 O24 Zr3 103.57(17) . . ?
Zr5 O24 Zr4 100.32(18) . . ?
C15 N1 C13 106.4(6) . . ?
C15 N2 C14 103.8(5) . . ?
O5 C1 O6 127.1(6) . . ?
O5 C1 C2 118.5(7) . . ?
O6 C1 C2 114.2(7) . . ?
C3 C2 C1 118.8(6) . . ?
C7 C2 C1 121.6(6) . . ?
C7 C2 C3 119.4(6) . . ?
C2 C3 H3 120.8 . . ?
C4 C3 C2 118.4(6) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 C9 119.4(6) . . ?
C5 C4 C3 119.5(5) . . ?
C5 C4 C9 121.2(6) . . ?
C4 C5 H5 118.3 . . ?
C6 C5 C4 123.5(6) . . ?
C6 C5 H5 118.3 . . ?
C5 C6 C7 118.0(6) . . ?
C5 C6 C8 121.8(5) . . ?
C7 C6 C8 120.3(6) . . ?
C2 C7 C6 121.2(5) . . ?
C2 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
O7 C8 O8 128.1(5) . . ?
O7 C8 C6 116.4(6) . . ?
O8 C8 C6 115.4(6) . . ?
C10 C9 C4 120.3(6) . . ?
C10 C9 C14 115.5(5) . . ?
C14 C9 C4 124.2(6) . . ?
C9 C10 H10 118.1 . . ?
C9 C10 C11 123.8(7) . . ?
C11 C10 H10 118.1 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 C10 120.1(6) . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C23 120.6(5) . . ?
C13 C12 C11 115.7(5) . . ?
C13 C12 C23 123.4(5) . . ?
N1 C13 C12 131.3(6) . . ?
N1 C13 C14 106.5(5) . . ?
C12 C13 C14 122.1(6) . . ?
N2 C14 C9 127.2(5) . . ?
N2 C14 C13 109.8(6) . . ?
C9 C14 C13 122.5(5) . . ?
N1 C15 N2 113.4(6) . . ?
N1 C15 C16 126.7(7) . . ?
N2 C15 C16 119.9(6) . . ?
C17 C16 C15 120.7(7) . . ?
C17 C16 C21 118.5(7) . . ?
C21 C16 C15 120.9(6) . . ?
C16 C17 H17 118.8 . . ?
C16 C17 C18 122.5(7) . . ?
C18 C17 H17 118.8 . . ?
C17 C18 H18 119.4 . . ?
C17 C18 C19 121.1(7) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 C22 120.7(6) . . ?
C20 C19 C18 114.8(7) . . ?
C20 C19 C22 124.1(7) . . ?
C19 C20 H20 118.5 . . ?
C21 C20 C19 123.0(7) . . ?
C21 C20 H20 118.5 . . ?
C16 C21 C20 120.0(7) . . ?
C16 C21 H21 120.0 . . ?
C20 C21 H21 120.0 . . ?
O9 C22 O10 128.9(7) . . ?
O9 C22 C19 117.2(6) . . ?
O10 C22 C19 113.8(6) . . ?
C24 C23 C12 123.1(6) . . ?
C28 C23 C12 121.5(6) . . ?
C28 C23 C24 115.3(5) . . ?
C23 C24 H24 118.3 . . ?
C25 C24 C23 123.5(6) . . ?
C25 C24 H24 118.3 . . ?
C24 C25 C26 119.9(6) . . ?
C24 C25 C29 118.9(6) . . ?
C26 C25 C29 120.8(6) . . ?
C25 C26 H26 120.4 . . ?
C25 C26 C27 119.3(5) . . ?
C27 C26 H26 120.4 . . ?
C26 C27 C30 120.8(6) . . ?
C28 C27 C26 119.9(5) . . ?
C28 C27 C30 119.2(5) . . ?
C23 C28 H28 119.0 . . ?
C27 C28 C23 122.0(5) . . ?
C27 C28 H28 119.0 . . ?
O3 C29 C25 115.5(6) . . ?
O4 C29 O3 127.6(6) . . ?
O4 C29 C25 116.9(6) . . ?
O1 C30 O2 124.7(6) . . ?
O1 C30 C27 118.5(6) . . ?
O2 C30 C27 116.8(5) . . ?
O13 C31 H31 115.5 . . ?
O14 C31 O13 129.0(9) . . ?
O14 C31 H31 115.5 . . ?
O15 C32 O16 125.6(8) . . ?
O15 C32 H32 117.2 . . ?
O16 C32 H32 117.2 . . ?
O11 C33 O12 130.2(8) . . ?
O11 C33 H33 114.9 . . ?
O12 C33 H33 114.9 . . ?

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
Zr1 O5 C1 O6 17.2(14) 3_656 . . . ?
Zr1 O5 C1 C2 -167.4(5) 3_656 . . . ?
Zr1 O13 C31 O14 8.0(17) . . . . ?
Zr2 O3 C29 O4 -5.7(11) 2_664 . . . ?
Zr2 O3 C29 C25 177.3(4) 2_664 . . . ?
Zr2 O7 C8 O8 -5.4(10) . . . . ?
Zr2 O7 C8 C6 178.7(4) . . . . ?
Zr2 O10 C22 O9 -1.8(15) 1_655 . . . ?
Zr2 O10 C22 C19 174.6(5) 1_655 . . . ?
Zr2 O14 C31 O13 -0.7(16) . . . . ?
Zr3 O4 C29 O3 -1.6(12) 2_664 . . . ?
Zr3 O4 C29 C25 175.3(5) 2_664 . . . ?
Zr3 O16 C32 O15 -6.4(17) . . . . ?
Zr4 O2 C30 O1 7.3(11) 4_556 . . . ?
Zr4 O2 C30 C27 -171.3(5) 4_556 . . . ?
Zr4 O6 C1 O5 -4.1(12) 3_656 . . . ?
Zr4 O6 C1 C2 -179.7(5) 3_656 . . . ?
Zr4 O12 C33 O11 6.3(15) . . . . ?
Zr4 O15 C32 O16 -0.1(16) . . . . ?
Zr5 O8 C8 O7 13.4(10) . . . . ?
Zr5 O8 C8 C6 -170.7(4) . . . . ?
Zr5 O11 C33 O12 -0.2(16) . . . . ?
Zr6 O1 C30 O2 -17.3(12) 4_556 . . . ?
Zr6 O1 C30 C27 161.3(5) 4_556 . . . ?
Zr6 O9 C22 O10 -0.8(16) 1_655 . . . ?
Zr6 O9 C22 C19 -177.1(5) 1_655 . . . ?
O5 C1 C2 C3 -19.6(12) . . . . ?
O5 C1 C2 C7 154.6(8) . . . . ?
O6 C1 C2 C3 156.4(7) . . . . ?
O6 C1 C2 C7 -29.4(11) . . . . ?
N1 C13 C14 N2 2.7(8) . . . . ?
N1 C13 C14 C9 174.7(7) . . . . ?
N1 C15 C16 C17 140.0(9) . . . . ?
N1 C15 C16 C21 -39.5(13) . . . . ?
N2 C15 C16 C17 -41.2(12) . . . . ?
N2 C15 C16 C21 139.4(8) . . . . ?
C1 C2 C3 C4 173.8(8) . . . . ?
C1 C2 C7 C6 -173.0(8) . . . . ?
C2 C3 C4 C5 -2.1(11) . . . . ?
C2 C3 C4 C9 177.1(7) . . . . ?
C3 C2 C7 C6 1.1(11) . . . . ?
C3 C4 C5 C6 4.4(11) . . . . ?
C3 C4 C9 C10 -50.0(11) . . . . ?
C3 C4 C9 C14 131.7(8) . . . . ?
C4 C5 C6 C7 -3.7(12) . . . . ?
C4 C5 C6 C8 178.2(7) . . . . ?
C4 C9 C10 C11 -175.0(8) . . . . ?
C4 C9 C14 N2 -12.6(12) . . . . ?
C4 C9 C14 C13 177.0(7) . . . . ?
C5 C4 C9 C10 129.2(8) . . . . ?
C5 C4 C9 C14 -49.1(11) . . . . ?
C5 C6 C7 C2 0.9(10) . . . . ?
C5 C6 C8 O7 -152.8(7) . . . . ?
C5 C6 C8 O8 30.8(10) . . . . ?
C7 C2 C3 C4 -0.5(12) . . . . ?
C7 C6 C8 O7 29.2(10) . . . . ?
C7 C6 C8 O8 -147.2(6) . . . . ?
C8 C6 C7 C2 179.0(8) . . . . ?
C9 C4 C5 C6 -174.8(7) . . . . ?
C9 C10 C11 C12 -0.8(13) . . . . ?
C10 C9 C14 N2 169.0(7) . . . . ?
C10 C9 C14 C13 -1.4(11) . . . . ?
C10 C11 C12 C13 -3.8(11) . . . . ?
C10 C11 C12 C23 -177.1(7) . . . . ?
C11 C12 C13 N1 -171.6(7) . . . . ?
C11 C12 C13 C14 5.8(10) . . . . ?
C11 C12 C23 C24 44.8(10) . . . . ?
C11 C12 C23 C28 -131.4(8) . . . . ?
C12 C13 C14 N2 -175.3(6) . . . . ?
C12 C13 C14 C9 -3.3(11) . . . . ?
C12 C23 C24 C25 179.8(7) . . . . ?
C12 C23 C28 C27 177.2(7) . . . . ?
C13 N1 C15 N2 2.5(9) . . . . ?
C13 N1 C15 C16 -178.5(8) . . . . ?
C13 C12 C23 C24 -127.9(7) . . . . ?
C13 C12 C23 C28 55.9(10) . . . . ?
C14 N2 C15 N1 -0.8(9) . . . . ?
C14 N2 C15 C16 -179.8(7) . . . . ?
C14 C9 C10 C11 3.4(12) . . . . ?
C15 N1 C13 C12 174.6(7) . . . . ?
C15 N1 C13 C14 -3.1(8) . . . . ?
C15 N2 C14 C9 -172.7(7) . . . . ?
C15 N2 C14 C13 -1.2(8) . . . . ?
C15 C16 C17 C18 -178.5(8) . . . . ?
C15 C16 C21 C20 178.1(8) . . . . ?
C16 C17 C18 C19 1.2(15) . . . . ?
C17 C16 C21 C20 -1.4(14) . . . . ?
C17 C18 C19 C20 -2.8(13) . . . . ?
C17 C18 C19 C22 -176.5(8) . . . . ?
C18 C19 C20 C21 2.4(14) . . . . ?
C18 C19 C22 O9 153.8(9) . . . . ?
C18 C19 C22 O10 -23.0(12) . . . . ?
C19 C20 C21 C16 -0.3(15) . . . . ?
C20 C19 C22 O9 -19.2(14) . . . . ?
C20 C19 C22 O10 163.9(8) . . . . ?
C21 C16 C17 C18 0.9(14) . . . . ?
C22 C19 C20 C21 175.8(9) . . . . ?
C23 C12 C13 N1 1.4(12) . . . . ?
C23 C12 C13 C14 178.8(6) . . . . ?
C23 C24 C25 C26 3.1(12) . . . . ?
C23 C24 C25 C29 176.4(7) . . . . ?
C24 C23 C28 C27 0.7(10) . . . . ?
C24 C25 C26 C27 0.6(10) . . . . ?
C24 C25 C29 O3 163.9(7) . . . . ?
C24 C25 C29 O4 -13.4(11) . . . . ?
C25 C26 C27 C28 -3.4(10) . . . . ?
C25 C26 C27 C30 173.2(8) . . . . ?
C26 C25 C29 O3 -22.9(10) . . . . ?
C26 C25 C29 O4 159.8(7) . . . . ?
C26 C27 C28 C23 2.8(12) . . . . ?
C26 C27 C30 O1 -163.4(7) . . . . ?
C26 C27 C30 O2 15.2(11) . . . . ?
C28 C23 C24 C25 -3.7(10) . . . . ?
C28 C27 C30 O1 13.3(12) . . . . ?
C28 C27 C30 O2 -168.1(7) . . . . ?
C29 C25 C26 C27 -172.6(8) . . . . ?
C30 C27 C28 C23 -174.0(7) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.324 -0.885 -0.595 6493.9 1745.8 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.485(10)
2 0.515(10)

####################################################################### 
# 
# 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_etoh
_database_code_depnum_ccdc_archive 'CCDC 2290436'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic
China
;
_audit_update_record             
;
2023-08-23 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-08-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        HIAM-4040-OH-EtOH
_chemical_formula_moiety         'C33 H20 N2 O27 Zr6'
_chemical_formula_sum            'C33 H20 N2 O27 Zr6'
_chemical_formula_weight         1423.83
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           74
_space_group_name_H-M_alt        'I m m a'
_space_group_name_Hall           '-I 2b 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'-x, y+1/2, -z'
'x, -y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z'
'x, -y-1/2, z'
'-x, y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'x+1/2, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   25.437(2)
_cell_length_b                   28.850(2)
_cell_length_c                   12.9217(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9482.6(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5402
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      24.806
_cell_measurement_theta_min      2.263
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.917
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.4946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1164 before and 0.0834 after correction.
The Ratio of minimum to maximum transmission is 0.6635.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    0.997
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2752
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1322
_diffrn_reflns_av_unetI/netI     0.0831
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            37167
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.393
_diffrn_reflns_theta_min         1.768
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           40.0
_diffrn_source_power             1.8
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3125
_reflns_number_total             5072
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX4 V2022.10-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.238
_refine_diff_density_min         -0.695
_refine_diff_density_rms         0.152
_refine_ls_extinction_coef       0.0024(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         5072
_refine_ls_number_restraints     196
_refine_ls_R_factor_all          0.1433
_refine_ls_R_factor_gt           0.1030
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1909P)²+40.1696P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2936
_refine_ls_wR_factor_ref         0.3269
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 C13-C16
 1.5 with sigma of 0.01
 O5-C11
 1.4 with sigma of 0.01
 O3-C16 = O4-C16
 1.25 with sigma of 0.01
 O9-C17 = O8-C17
 1.25 with sigma of 0.01
 O12-C18 = O13-C18
 1.25 with sigma of 0.01
 N1-C7 = N2-C8
 1.45 with sigma of 0.01
 O8-O9
 2.2 with sigma of 0.01
 O12-O12_$1
 2.2 with sigma of 0.01
 O12-O13
 2.2 with sigma of 0.01
 Zr1-O6A \\sim Zr1-O6
 with sigma of 0.02
 Zr2-O6A \\sim Zr2-O6
 with sigma of 0.02
3. Restrained planarity
 O3, O4, C13, C16
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
O5 \\sim N1 \\sim N2 \\sim C7 \\sim C8 \\sim C9 \\sim C10 \\sim C11 \\sim C12
\\sim C13 \\sim C14 \\sim C15 \\sim C16: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
O6 \\sim O6A: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
O8 \\sim O9 \\sim C17: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O3 \\sim O4 \\sim C16: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O12 \\sim O13 \\sim C18: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
Uanis(O11) \\sim Ueq, Uanis(O4) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O3) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O9) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(O8) \\sim Ueq: with sigma of
0.02 and sigma for terminal atoms of 0.04
Uanis(O12) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(O13) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
5. Others
 Fixed Sof: O3(0.25) O4(0.25) O5(0.25) H5(0.25) O6(0.25) O6A(0.25) O8(0.25)
 O9(0.25) O11(0.5) O12(0.5) O13(0.5) N1(0.25) N2(0.25) H2(0.25) C7(0.5)
 H7(0.75) C8(0.5) H8(0.75) C9(0.25) C10(0.25) C11(0.25) C12(0.25) H12(0.25)
 C13(0.25) C14(0.25) H14(0.25) C15(0.25) H15(0.25) C16(0.25) C17(0.25)
 H17(0.25) C18(0.5) H18(0.5)
6.a Riding coordinates:
 O5(H5), C7(H7), C8(H8)
6.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C12(H12), C14(H14), C15(H15), C17(H17), C18(H18)
6.c Fitted hexagon refined as free rotating group:
 C10(C11,C12,C13,C14,C15)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.71817(4) 0.81075(4) 0.63117(10) 0.0763(5) Uani 1 1 d D . . . .
Zr2 Zr 0.66316(4) 0.750000 0.83870(10) 0.0478(4) Uani 1 2 d DS T P B .
O1 O 0.6354(3) 0.6633(3) 0.6544(7) 0.089(3) Uani 1 1 d . . . . .
O2 O 0.5996(2) 0.70398(19) 0.7809(6) 0.0619(17) Uani 1 1 d . . . . .
O3 O 0.6452(13) 0.6949(9) -0.041(3) 0.054(6) Uani 0.25 1 d D U P A 1
O4 O 0.7215(9) 0.6506(8) -0.035(2) 0.056(5) Uani 0.25 1 d D U P A 1
O5 O 0.5669(14) 0.6525(10) 0.297(2) 0.100(8) Uani 0.25 1 d D U P A 1
H5 H 0.562016 0.631164 0.339993 0.150 Uiso 0.25 1 d R U P A 1
O6 O 0.6803(12) 0.750000 0.6778(16) 0.128(7) Uani 0.5 2 d DS TU P B 1
O6A O 0.6803(12) 0.750000 0.6778(16) 0.128(7) Uani 0.5 2 d DS TU P B 2
O7 O 0.7084(3) 0.8104(3) 0.8000(9) 0.109(3) Uani 1 1 d . . . . .
O8 O 0.6452(10) 0.7093(9) 0.976(2) 0.052(6) Uani 0.25 1 d D U P B 2
O9 O 0.7210(9) 0.6748(11) 1.010(2) 0.080(6) Uani 0.25 1 d D U P B 2
O10 O 0.7610(4) 0.750000 0.5821(10) 0.083(3) Uani 1 2 d S T P B .
O11 O 0.6997(9) 0.8195(7) 0.4833(12) 0.132(7) Uani 0.5 1 d . U P B 1
O12 O 0.7346(18) 0.8884(18) 0.6707(14) 0.163(9) Uani 0.5 1 d D U P B -1
O13 O 0.7739(11) 0.8878(10) 0.8255(11) 0.103(6) Uani 0.5 1 d D U P B -1
N1 N 0.5529(15) 0.5735(10) 0.389(3) 0.082(5) Uani 0.25 1 d D U P A 1
N2 N 0.5545(14) 0.5114(11) 0.307(2) 0.080(5) Uani 0.25 1 d D U P A 1
H2 H 0.557809 0.492773 0.253664 0.096 Uiso 0.25 1 calc R U P A 1
C1 C 0.5985(3) 0.6743(3) 0.7095(9) 0.065(3) Uani 1 1 d . . . . .
C2 C 0.5473(3) 0.6520(3) 0.6875(9) 0.062(3) Uani 1 1 d . . . . .
C3 C 0.500000 0.6729(4) 0.7183(12) 0.063(4) Uani 1 2 d S T P . .
H3 H 0.500000 0.700378 0.758799 0.076 Uiso 1 2 calc R U P . .
C4 C 0.5478(4) 0.6097(3) 0.6365(10) 0.082(4) Uani 1 1 d . . . . .
H4 H 0.580142 0.595218 0.619325 0.099 Uiso 1 1 calc R U . . .
C5 C 0.500000 0.5887(5) 0.6106(15) 0.085(5) Uani 1 2 d S T P . .
C6 C 0.500000 0.5422(5) 0.5579(15) 0.082(5) Uani 1 2 d S T P A .
C7 C 0.5282(8) 0.5388(7) 0.4550(18) 0.084(4) Uani 0.5 1 d D U P . .
H7 H 0.543508 0.564847 0.415306 0.100 Uiso 0.75 1 d R U P A 2
C8 C 0.5298(8) 0.4964(7) 0.4031(17) 0.080(4) Uani 0.5 1 d D U P A .
H8 H 0.550993 0.492879 0.343103 0.096 Uiso 0.75 1 d R U P C 2
C9 C 0.5710(19) 0.5529(15) 0.305(4) 0.080(5) Uani 0.25 1 d . U P A 1
C10 C 0.5939(12) 0.5835(8) 0.2174(18) 0.081(5) Uani 0.25 1 d G U P A 1
C11 C 0.5850(11) 0.6308(8) 0.2067(19) 0.083(5) Uani 0.25 1 d DG U P A 1
C12 C 0.6106(11) 0.6556(6) 0.130(2) 0.077(5) Uani 0.25 1 d G U P A 1
H12 H 0.604459 0.687923 0.122258 0.092 Uiso 0.25 1 calc R U P A 1
C13 C 0.6451(11) 0.6331(8) 0.0629(18) 0.073(5) Uani 0.25 1 d DG U P A 1
C14 C 0.6541(10) 0.5858(8) 0.074(2) 0.080(5) Uani 0.25 1 d G U P A 1
H14 H 0.677667 0.570493 0.028069 0.096 Uiso 0.25 1 calc R U P A 1
C15 C 0.6285(12) 0.5610(6) 0.151(2) 0.081(5) Uani 0.25 1 d G U P A 1
H15 H 0.634590 0.528702 0.158057 0.098 Uiso 0.25 1 calc R U P A 1
C16 C 0.6747(8) 0.6617(7) -0.0147(17) 0.063(5) Uani 0.25 1 d D U P A 1
C17 C 0.6723(10) 0.6791(12) 1.021(3) 0.071(6) Uani 0.25 1 d D U P B 2
H17 H 0.654788 0.658290 1.066253 0.085 Uiso 0.25 1 calc R U P B 2
C18 C 0.7642(14) 0.9054(8) 0.7387(18) 0.157(9) Uani 0.5 1 d D U P B -1
H18 H 0.780765 0.934074 0.723004 0.188 Uiso 0.5 1 calc R U P B -1


_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
Zr1 Zr1 3.472(3) 7_646 ?
Zr1 Zr2 3.4959(15) . ?
Zr1 O1 2.254(7) 11_575 ?
Zr1 O4 2.27(2) 13_665 ?
Zr1 O6 2.088(12) . ?
Zr1 O6A 2.088(12) . ?
Zr1 O7 2.068(8) 7_646 ?
Zr1 O7 2.196(11) . ?
Zr1 O9 2.43(3) 13_666 ?
Zr1 O10 2.159(6) . ?
Zr1 O11 1.984(16) . ?
Zr1 O12 2.34(5) . ?
Zr2 O2 2.222(6) . ?
Zr2 O2 2.222(6) 11_575 ?
Zr2 O3 2.27(3) 11_576 ?
Zr2 O3 2.27(3) 1_556 ?
Zr2 O6 2.125(18) . ?
Zr2 O6A 2.125(18) . ?
Zr2 O7 2.148(7) 11_575 ?
Zr2 O7 2.148(7) . ?
Zr2 O8 2.17(3) . ?
Zr2 O8 2.17(3) 11_575 ?
Zr2 O10 2.183(10) 13_666 ?
O1 C1 1.221(11) . ?
O2 C1 1.259(11) . ?
O3 C16 1.263(10) . ?
O4 C16 1.260(10) . ?
O5 H5 0.8402 . ?
O5 C11 1.399(10) . ?
O8 C17 1.256(10) . ?
O9 C17 1.253(10) . ?
O12 C18 1.257(10) . ?
O13 C18 1.257(10) . ?
N1 C7 1.461(10) . ?
N1 C9 1.32(5) . ?
N2 H2 0.8800 . ?
N2 C8 1.456(10) . ?
N2 C9 1.27(5) . ?
C1 C2 1.480(12) . ?
C2 C3 1.404(11) . ?
C2 C4 1.385(12) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.398(12) . ?
C5 C6 1.506(18) . ?
C6 C7 1.51(3) . ?
C6 C7 1.51(3) 12_655 ?
C6 C8 1.44(2) 9_666 ?
C6 C8 1.44(2) 4_566 ?
C7 H7 0.9904 . ?
C7 C8 2.03(3) 12_655 ?
C7 C8 1.39(3) . ?
C8 H8 0.9499 . ?
C9 C10 1.55(5) . ?
C10 C11 1.3900 . ?
C10 C15 1.3900 . ?
C11 C12 1.3900 . ?
C12 H12 0.9500 . ?
C12 C13 1.3900 . ?
C13 C14 1.3900 . ?
C13 C16 1.500(10) . ?
C14 H14 0.9500 . ?
C14 C15 1.3900 . ?
C15 H15 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

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
Zr1 Zr1 Zr2 60.54(4) 7_646 . ?
O1 Zr1 Zr1 108.5(2) 11_575 7_646 ?
O1 Zr1 Zr2 71.99(19) 11_575 . ?
O1 Zr1 O4 122.8(6) 11_575 13_665 ?
O1 Zr1 O9 129.6(6) 11_575 13_666 ?
O1 Zr1 O12 79.5(12) 11_575 . ?
O4 Zr1 Zr1 99.8(7) 13_665 7_646 ?
O4 Zr1 Zr2 159.7(6) 13_665 . ?
O4 Zr1 O9 22.0(8) 13_665 13_666 ?
O4 Zr1 O12 61.8(12) 13_665 . ?
O6 Zr1 Zr1 87.7(8) . 7_646 ?
O6 Zr1 Zr2 34.3(5) . . ?
O6 Zr1 O1 79.1(7) . 11_575 ?
O6 Zr1 O4 151.9(7) . 13_665 ?
O6 Zr1 O7 70.0(6) . . ?
O6 Zr1 O9 130.9(9) . 13_666 ?
O6 Zr1 O10 68.7(6) . . ?
O6 Zr1 O12 145.5(10) . . ?
O6A Zr1 Zr2 34.3(5) . . ?
O6A Zr1 O7 70.0(6) . . ?
O6A Zr1 O10 68.7(6) . . ?
O7 Zr1 Zr1 34.3(2) . 7_646 ?
O7 Zr1 Zr1 36.7(3) 7_646 7_646 ?
O7 Zr1 Zr2 91.7(3) 7_646 . ?
O7 Zr1 Zr2 35.9(2) . . ?
O7 Zr1 O1 76.3(3) . 11_575 ?
O7 Zr1 O1 141.9(4) 7_646 11_575 ?
O7 Zr1 O4 128.6(7) . 13_665 ?
O7 Zr1 O4 68.1(7) 7_646 13_665 ?
O7 Zr1 O6 106.8(10) 7_646 . ?
O7 Zr1 O6A 106.8(10) 7_646 . ?
O7 Zr1 O7 71.0(4) 7_646 . ?
O7 Zr1 O9 75.5(7) 7_646 13_666 ?
O7 Zr1 O9 145.1(8) . 13_666 ?
O7 Zr1 O10 70.5(4) 7_646 . ?
O7 Zr1 O12 75.5(10) 7_646 . ?
O7 Zr1 O12 78.9(6) . . ?
O9 Zr1 Zr2 156.6(7) 13_666 . ?
O10 Zr1 Zr1 91.4(3) . 7_646 ?
O10 Zr1 Zr2 91.2(3) . . ?
O10 Zr1 O1 141.3(3) . 11_575 ?
O10 Zr1 O4 84.0(6) . 13_665 ?
O10 Zr1 O7 110.2(4) . . ?
O10 Zr1 O9 66.3(8) . 13_666 ?
O10 Zr1 O12 138.8(12) . . ?
O11 Zr1 Zr1 164.2(8) . 7_646 ?
O11 Zr1 Zr2 135.1(8) . . ?
O11 Zr1 O1 82.2(6) . 11_575 ?
O11 Zr1 O4 64.5(10) . 13_665 ?
O11 Zr1 O6 106.0(11) . . ?
O11 Zr1 O7 128.9(8) . 7_646 ?
O11 Zr1 O7 158.6(6) . . ?
O11 Zr1 O9 53.4(9) . 13_666 ?
O11 Zr1 O10 86.6(6) . . ?
O11 Zr1 O12 97.5(7) . . ?
O12 Zr1 Zr1 73.9(4) . 7_646 ?
O12 Zr1 Zr2 112.6(8) . . ?
O12 Zr1 O9 83.5(13) . 13_666 ?
O2 Zr2 Zr1 74.56(17) 11_575 . ?
O2 Zr2 Zr1 109.44(19) . . ?
O2 Zr2 O2 73.4(3) 11_575 . ?
O2 Zr2 O3 120.2(8) . 11_576 ?
O2 Zr2 O3 120.2(8) 11_575 1_556 ?
O2 Zr2 O3 70.4(8) 11_575 11_576 ?
O2 Zr2 O3 70.4(8) . 1_556 ?
O3 Zr2 Zr1 163.1(8) 1_556 . ?
O3 Zr2 Zr1 104.7(8) 11_576 . ?
O3 Zr2 O3 89.1(15) 11_576 1_556 ?
O6 Zr2 Zr1 33.6(4) . . ?
O6 Zr2 O2 79.7(7) . 11_575 ?
O6 Zr2 O2 79.7(7) . . ?
O6 Zr2 O3 135.3(8) . 1_556 ?
O6 Zr2 O3 135.3(8) . 11_576 ?
O6 Zr2 O7 70.2(6) . . ?
O6 Zr2 O7 70.2(6) . 11_575 ?
O6 Zr2 O8 147.2(8) . 11_575 ?
O6 Zr2 O10 106.1(9) . 13_666 ?
O6A Zr2 Zr1 33.6(4) . . ?
O6A Zr2 O2 79.7(7) . . ?
O6A Zr2 O7 70.2(6) . . ?
O6A Zr2 O8 147.2(8) . . ?
O7 Zr2 Zr1 90.8(3) 11_575 . ?
O7 Zr2 Zr1 36.9(3) . . ?
O7 Zr2 O2 80.0(3) 11_575 . ?
O7 Zr2 O2 80.0(3) . 11_575 ?
O7 Zr2 O2 142.8(3) 11_575 11_575 ?
O7 Zr2 O2 142.8(3) . . ?
O7 Zr2 O3 72.4(8) . 11_576 ?
O7 Zr2 O3 146.8(8) 11_575 11_576 ?
O7 Zr2 O3 72.4(8) 11_575 1_556 ?
O7 Zr2 O3 146.8(8) . 1_556 ?
O7 Zr2 O7 108.5(5) 11_575 . ?
O7 Zr2 O8 82.2(8) 11_575 . ?
O7 Zr2 O8 82.2(8) . 11_575 ?
O7 Zr2 O8 137.8(8) . . ?
O7 Zr2 O8 137.8(8) 11_575 11_575 ?
O7 Zr2 O10 68.6(3) 11_575 13_666 ?
O7 Zr2 O10 68.6(3) . 13_666 ?
O8 Zr2 Zr1 168.5(6) . . ?
O8 Zr2 Zr1 116.0(8) 11_575 . ?
O8 Zr2 O2 78.4(8) . . ?
O8 Zr2 O2 116.4(7) 11_575 . ?
O10 Zr2 Zr1 90.3(3) 13_666 . ?
O10 Zr2 O2 143.20(16) 13_666 . ?
O10 Zr2 O2 143.19(16) 13_666 11_575 ?
O10 Zr2 O3 81.8(8) 13_666 1_556 ?
O10 Zr2 O3 81.8(8) 13_666 11_576 ?
C1 O1 Zr1 135.2(6) . 11_575 ?
C1 O2 Zr2 132.0(6) . . ?
C16 O3 Zr2 127(2) . 1_554 ?
C16 O4 Zr1 128.8(17) . 13_665 ?
C11 O5 H5 105.9 . . ?
Zr1 O6 Zr1 114.1(10) . 11_575 ?
Zr1 O6 Zr2 112.1(8) . . ?
Zr1 O6 Zr2 112.1(8) 11_575 . ?
Zr1 O6A Zr1 114.1(10) . 11_575 ?
Zr1 O6A Zr2 112.1(8) 11_575 . ?
Zr1 O6A Zr2 112.1(8) . . ?
Zr1 O7 Zr1 109.0(4) 7_646 . ?
Zr1 O7 Zr2 112.8(4) 7_646 . ?
Zr2 O7 Zr1 107.2(4) . . ?
C17 O8 Zr2 129.8(18) . . ?
Zr1 O10 Zr1 108.5(4) . 11_575 ?
Zr1 O10 Zr2 108.0(4) 11_575 13_666 ?
Zr1 O10 Zr2 108.0(4) . 13_666 ?
C18 O12 Zr1 129(3) . . ?
C9 N1 C7 109(3) . . ?
C8 N2 H2 121.9 . . ?
C9 N2 H2 121.9 . . ?
C9 N2 C8 116(3) . . ?
O1 C1 O2 125.9(8) . . ?
O1 C1 C2 116.9(9) . . ?
O2 C1 C2 117.2(8) . . ?
C3 C2 C1 120.8(8) . . ?
C4 C2 C1 117.8(8) . . ?
C4 C2 C3 121.4(9) . . ?
C2 C3 C2 118.0(11) 12_655 . ?
C2 C3 H3 121.0 12_655 . ?
C2 C3 H3 121.0 . . ?
C2 C4 H4 120.4 . . ?
C2 C4 C5 119.1(9) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C4 120.7(12) 12_655 . ?
C4 C5 C6 119.6(6) . . ?
C4 C5 C6 119.6(6) 12_655 . ?
C5 C6 C7 117.1(14) . . ?
C5 C6 C7 117.1(14) . 12_655 ?
C7 C6 C7 56.6(19) 12_655 . ?
C8 C6 C5 122.1(15) 4_566 . ?
C8 C6 C5 122.1(15) 9_666 . ?
C8 C6 C7 120.5(13) 9_666 . ?
C8 C6 C7 90.4(13) 4_566 . ?
C8 C6 C7 90.4(13) 9_666 12_655 ?
C8 C6 C7 120.5(13) 4_566 12_655 ?
C8 C6 C8 63.6(19) 9_666 4_566 ?
N1 C7 C6 132(2) . . ?
N1 C7 C8 122(2) . 12_655 ?
C6 C7 H7 126.3 . . ?
C6 C7 C8 89.1(11) . 12_655 ?
C8 C7 N1 108(2) . . ?
C8 C7 C6 119.5(17) . . ?
C8 C7 H7 113.9 . . ?
C8 C7 H7 124.9 12_655 . ?
C8 C7 C8 48.2(14) . 12_655 ?
C6 C8 N2 139(2) 9_666 . ?
C6 C8 H8 120.2 9_666 . ?
C7 C8 N2 99(2) . . ?
C7 C8 C6 119.7(17) . 9_666 ?
C7 C8 H8 120.1 . . ?
N1 C9 C10 118(3) . . ?
N2 C9 N1 107(3) . . ?
N2 C9 C10 133(4) . . ?
C11 C10 C9 125(2) . . ?
C11 C10 C15 120.0 . . ?
C15 C10 C9 115(2) . . ?
C10 C11 O5 114(2) . . ?
C10 C11 C12 120.0 . . ?
C12 C11 O5 121(2) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 H12 120.0 . . ?
C12 C13 C16 118.3(18) . . ?
C14 C13 C12 120.0 . . ?
C14 C13 C16 121.6(18) . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 120.0 . . ?
C15 C14 H14 120.0 . . ?
C10 C15 H15 120.0 . . ?
C14 C15 C10 120.0 . . ?
C14 C15 H15 120.0 . . ?
O3 C16 C13 108(2) . . ?
O4 C16 O3 134(3) . . ?
O4 C16 C13 118(2) . . ?
O8 C17 H17 117.9 . . ?
O9 C17 O8 124.1(15) . . ?
O9 C17 H17 117.9 . . ?
O12 C18 H18 117.1 . . ?
O13 C18 O12 125.8(15) . . ?
O13 C18 H18 117.1 . . ?

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
Zr1 O1 C1 O2 -7.0(19) 11_575 . . . ?
Zr1 O1 C1 C2 170.4(8) 11_575 . . . ?
Zr1 O4 C16 O3 3(4) 13_665 . . . ?
Zr1 O4 C16 C13 -172(2) 13_665 . . . ?
Zr1 O9 C17 O8 -31(7) 13_666 . . . ?
Zr1 O12 C18 O13 -33(7) . . . . ?
Zr2 O2 C1 O1 1.5(17) . . . . ?
Zr2 O2 C1 C2 -175.9(6) . . . . ?
Zr2 O3 C16 O4 7(4) 1_554 . . . ?
Zr2 O3 C16 C13 -177(2) 1_554 . . . ?
Zr2 O8 C17 O9 19(7) . . . . ?
O1 C1 C2 C3 -157.0(12) . . . . ?
O1 C1 C2 C4 23.5(16) . . . . ?
O2 C1 C2 C3 20.6(16) . . . . ?
O2 C1 C2 C4 -158.9(10) . . . . ?
O5 C11 C12 C13 155(3) . . . . ?
N1 C7 C8 N2 -2(3) . . . . ?
N1 C7 C8 C6 -169(2) . . . 9_666 ?
N1 C9 C10 C11 -18(6) . . . . ?
N1 C9 C10 C15 158(4) . . . . ?
N2 C9 C10 C11 144(5) . . . . ?
N2 C9 C10 C15 -41(7) . . . . ?
C1 C2 C3 C2 174.7(9) . . . 12_655 ?
C1 C2 C4 C5 -177.3(14) . . . . ?
C2 C4 C5 C4 -1(3) . . . 12_655 ?
C2 C4 C5 C6 -178.2(15) . . . . ?
C3 C2 C4 C5 3(2) . . . . ?
C4 C2 C3 C2 -6(2) . . . 12_655 ?
C4 C5 C6 C7 -123.3(17) . . . 12_655 ?
C4 C5 C6 C7 123.3(17) 12_655 . . . ?
C4 C5 C6 C7 59(2) 12_655 . . 12_655 ?
C4 C5 C6 C7 -59(2) . . . . ?
C4 C5 C6 C8 -50(3) 12_655 . . 9_666 ?
C4 C5 C6 C8 127.3(18) . . . 9_666 ?
C4 C5 C6 C8 -127.3(18) 12_655 . . 4_566 ?
C4 C5 C6 C8 50(3) . . . 4_566 ?
C5 C6 C7 N1 -6(4) . . . . ?
C5 C6 C7 C8 179.6(18) . . . . ?
C5 C6 C7 C8 -141.1(11) . . . 12_655 ?
C6 C7 C8 N2 174(2) . . . . ?
C6 C7 C8 C6 7(3) . . . 9_666 ?
C7 N1 C9 N2 8(6) . . . . ?
C7 N1 C9 C10 174(3) . . . . ?
C7 C6 C7 N1 100(3) 12_655 . . . ?
C7 C6 C7 C8 -74(2) 12_655 . . . ?
C7 C6 C7 C8 -35.2(12) 12_655 . . 12_655 ?
C8 N2 C9 N1 -10(6) . . . . ?
C8 N2 C9 C10 -173(4) . . . . ?
C8 C6 C7 N1 -133(3) 4_566 . . . ?
C8 C6 C7 N1 168(3) 9_666 . . . ?
C8 C6 C7 C8 53(2) 4_566 . . . ?
C8 C6 C7 C8 91.9(12) 4_566 . . 12_655 ?
C8 C6 C7 C8 -7(3) 9_666 . . . ?
C8 C6 C7 C8 33(2) 9_666 . . 12_655 ?
C8 C7 C8 N2 116(2) 12_655 . . . ?
C8 C7 C8 C6 -51.5(19) 12_655 . . 9_666 ?
C9 N1 C7 C6 -178(3) . . . . ?
C9 N1 C7 C8 -4(5) . . . . ?
C9 N1 C7 C8 -55(4) . . . 12_655 ?
C9 N2 C8 C6 170(3) . . . 9_666 ?
C9 N2 C8 C7 7(5) . . . . ?
C9 C10 C11 O5 18(4) . . . . ?
C9 C10 C11 C12 175(4) . . . . ?
C9 C10 C15 C14 -176(3) . . . . ?
C10 C11 C12 C13 0.0 . . . . ?
C11 C10 C15 C14 0.0 . . . . ?
C11 C12 C13 C14 0.0 . . . . ?
C11 C12 C13 C16 -176(3) . . . . ?
C12 C13 C14 C15 0.0 . . . . ?
C12 C13 C16 O3 -33(2) . . . . ?
C12 C13 C16 O4 143(2) . . . . ?
C13 C14 C15 C10 0.0 . . . . ?
C14 C13 C16 O3 151(2) . . . . ?
C14 C13 C16 O4 -33(3) . . . . ?
C15 C10 C11 O5 -157(3) . . . . ?
C15 C10 C11 C12 0.0 . . . . ?
C16 C13 C14 C15 176(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.756 -0.931 -0.440 4045.4 423.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_323k
_database_code_depnum_ccdc_archive 'CCDC 2290438'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic
China
;
_audit_update_record             
;
2023-08-23 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-08-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        HIAM-4040-OH-323K
_chemical_formula_moiety         'C33 H16 N2 O33 Zr6'
_chemical_formula_sum            'C33 H16 N2 O33 Zr6'
_chemical_formula_weight         1515.80
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -0.1862 2.2449 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   28.527(6)
_cell_length_b                   25.427(4)
_cell_length_c                   13.449(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9756(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5480
_cell_measurement_temperature    323
_cell_measurement_theta_max      67.815
_cell_measurement_theta_min      3.553
_shelx_estimated_absorpt_T_max   0.607
_shelx_estimated_absorpt_T_min   0.533
_exptl_absorpt_coefficient_mu    5.542
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.4734
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1414 before and 0.0800 after correction.
The Ratio of minimum to maximum transmission is 0.6286.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.032
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2928
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1082
_diffrn_reflns_av_unetI/netI     0.0765
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            52670
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.667
_diffrn_reflns_theta_min         3.553
_diffrn_ambient_temperature      323.0
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5530
_reflns_number_total             9188
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX4 V2022.10-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.236
_refine_diff_density_min         -0.991
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         9188
_refine_ls_number_restraints     173
_refine_ls_R_factor_all          0.0928
_refine_ls_R_factor_gt           0.0694
_refine_ls_restrained_S_all      0.942
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1333P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1860
_refine_ls_wR_factor_ref         0.2078
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O9-C25 = O8-C25 = O3-C17 = O4-C17
 1.25 with sigma of 0.01
 O6A-C24 \\sim O6B-C24
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O3 \\sim O4 \\sim C17: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O8 \\sim O9 \\sim C25: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O3 \\sim O4 \\sim O7 \\sim N1 \\sim N2 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19: within 2A with sigma of 0.01 and sigma for terminal atoms
of 0.02 within 2A
Uanis(O4) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
Uanis(O10B) \\sim Ueq, Uanis(C26) \\sim Ueq, Uanis(O11) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(O16) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
Uanis(O10B) = Uanis(O10A)
Uanis(O18B) = Uanis(O18A)
Uanis(O6A) = Uanis(O6B)
4. Others
 Fixed Sof: O3(0.5) O4(0.5) O6A(0.5) O6B(0.5) O7(0.5) H7(0.5) O8(0.5) O9(0.5)
 O10A(0.5) O10B(0.5) O13A(0.5) O13B(0.5) O18A(0.5) O18B(0.5) N1(0.5) N2(0.5)
 H2(0.5) C11(0.5) C6(0.5) C7(0.5) H7A(0.5) C8(0.5) H8(0.5) C9(0.5) C10(0.5)
 C12(0.5) C13(0.5) C14(0.5) H14(0.5) C15(0.5) H15(0.5) C16(0.5) C17(0.5)
 C18(0.5) H18(0.5) C19(0.5) C25(0.5) H25(0.5) H26(0.5) H26A(0.5)
5.a Riding coordinates:
 O7(H7)
5.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C7(H7A), C8(H8), C14(H14), C15(H15), C18(H18),
 C21(H21), C23(H23), C25(H25), C26(H26), C26(H26A)
5.c Fitted hexagon refined as free rotating group:
 C11(C6,C7,C8,C9,C10)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.42782(2) 0.52856(2) 0.41029(6) 0.0806(2) Uani 1 1 d . . . . .
Zr2 Zr 0.54891(2) 0.53002(2) 0.35808(6) 0.0810(3) Uani 1 1 d . . . . .
Zr3 Zr 0.49410(2) 0.41197(2) 0.42427(5) 0.0640(2) Uani 1 1 d . . . . .
O1 O 0.54552(14) 0.34899(13) 0.4588(4) 0.0751(12) Uani 1 1 d . . . . .
O2 O 0.59357(19) 0.38670(15) 0.5692(6) 0.117(2) Uani 1 1 d . . . . .
O3 O 0.8980(9) 0.4676(9) 0.202(2) 0.130(8) Uani 0.5 1 d D U P A -1
O4 O 0.9439(7) 0.3901(9) 0.184(2) 0.109(7) Uani 0.5 1 d D U P A -1
O5 O 0.9246(2) 0.38664(15) 0.8652(5) 0.114(2) Uani 1 1 d . . . . .
O6A O 0.9498(14) 0.348(3) 1.009(2) 0.065(6) Uani 0.5 1 d D . P B 2
O6B O 0.9598(14) 0.350(3) 0.996(2) 0.065(6) Uani 0.5 1 d D . P B 1
O7 O 0.9057(4) 0.3236(6) 0.5153(11) 0.147(5) Uani 0.5 1 d . U P A -1
H7 H 0.889874 0.318220 0.566018 0.220 Uiso 0.5 1 d R U P A -1
O8 O 0.4331(5) 0.3933(5) 0.3280(16) 0.078(4) Uani 0.5 1 d D U P C 1
O9 O 0.3870(6) 0.4668(6) 0.3253(16) 0.087(4) Uani 0.5 1 d D U P C 1
O10A O 0.5334(9) 0.3924(15) 0.294(2) 0.087(4) Uani 0.5 1 d . . P C 2
O10B O 0.5216(9) 0.3928(15) 0.273(2) 0.087(4) Uani 0.5 1 d . U P C 1
O11 O 0.5648(3) 0.4696(2) 0.2371(6) 0.138(3) Uani 1 1 d . U . . .
O12 O 0.5578(2) 0.45725(18) 0.4352(5) 0.111(2) Uani 1 1 d . . . . .
O13A O 0.4813(7) 0.4812(7) 0.3255(18) 0.088(5) Uani 0.5 1 d . . P C 1
O13B O 0.4902(7) 0.4904(6) 0.3606(17) 0.081(5) Uani 0.5 1 d . . P C 2
O14 O 0.49198(19) 0.5701(3) 0.4225(5) 0.115(2) Uani 1 1 d . . . . .
O15 O 0.5629(2) 0.54406(19) 0.5096(5) 0.115(2) Uani 1 1 d . . . . .
O16 O 0.6242(3) 0.5280(2) 0.3327(7) 0.138(2) Uani 1 1 d . U . . .
O17 O 0.5282(4) 0.5655(3) 0.2172(6) 0.169(3) Uani 1 1 d . . . . .
O18A O 0.428(2) 0.5586(16) 0.250(4) 0.141(10) Uani 0.5 1 d . . P C 1
O18B O 0.414(2) 0.5676(16) 0.274(4) 0.141(10) Uani 0.5 1 d . . P C 2
O19 O 0.3548(2) 0.5266(2) 0.4558(7) 0.134(3) Uani 1 1 d . . . . .
N1 N 0.8300(4) 0.3043(4) 0.6076(10) 0.084(3) Uani 0.5 1 d . U P A -1
N2 N 0.7615(3) 0.3051(4) 0.5310(9) 0.075(2) Uani 0.5 1 d . U P A -1
H2 H 0.740710 0.312484 0.486770 0.090 Uiso 0.5 1 calc R U P A -1
C1 C 0.5785(2) 0.3484(2) 0.5201(7) 0.084(2) Uani 1 1 d . . . . .
C2 C 0.6031(2) 0.2973(2) 0.5352(6) 0.0749(18) Uani 1 1 d . . . . .
C3 C 0.5807(3) 0.250000 0.5124(8) 0.070(3) Uani 1 2 d S T P . .
H3 H 0.551279 0.249999 0.482555 0.084 Uiso 1 2 calc R U P . .
C4 C 0.6470(2) 0.2967(2) 0.5808(6) 0.0769(19) Uani 1 1 d . . . . .
H4 H 0.661381 0.328376 0.597292 0.092 Uiso 1 1 calc R U . . .
C5 C 0.6695(3) 0.250000 0.6019(8) 0.071(2) Uani 1 2 d S T P . .
C11 C 0.7542(2) 0.2766(3) 0.6135(5) 0.072(2) Uani 0.5 1 d G U P A -1
C6 C 0.71625(19) 0.2491(4) 0.6523(6) 0.074(2) Uani 0.5 1 d G U P A -1
C7 C 0.7213(2) 0.2205(4) 0.7397(6) 0.081(3) Uani 0.5 1 d G U P A -1
H7A H 0.695878 0.202178 0.765699 0.097 Uiso 0.5 1 calc R U P A -1
C8 C 0.7643(3) 0.2194(4) 0.7884(6) 0.085(3) Uani 0.5 1 d G U P A -1
H8 H 0.767615 0.200273 0.846881 0.102 Uiso 0.5 1 calc R U P A -1
C9 C 0.80221(19) 0.2469(4) 0.7496(7) 0.079(3) Uani 0.5 1 d G U P A -1
C10 C 0.7972(2) 0.2754(3) 0.6621(6) 0.076(3) Uani 0.5 1 d G U P A -1
C12 C 0.8076(5) 0.3207(5) 0.5288(13) 0.086(3) Uani 0.5 1 d . U P A -1
C13 C 0.8304(5) 0.3466(6) 0.4505(14) 0.097(3) Uani 0.5 1 d . U P A -1
C14 C 0.8059(5) 0.3749(6) 0.3730(15) 0.107(4) Uani 0.5 1 d . U P A -1
H14 H 0.773279 0.375729 0.372802 0.128 Uiso 0.5 1 calc R U P A -1
C15 C 0.8296(5) 0.3996(7) 0.3020(15) 0.110(4) Uani 0.5 1 d . U P A -1
H15 H 0.813187 0.420251 0.256942 0.132 Uiso 0.5 1 calc R U P A -1
C16 C 0.8767(6) 0.3960(7) 0.2925(15) 0.107(3) Uani 0.5 1 d . U P A -1
C17 C 0.9149(8) 0.4223(9) 0.221(2) 0.123(5) Uani 0.5 1 d D U P A -1
C18 C 0.9011(6) 0.3692(7) 0.3661(15) 0.111(4) Uani 0.5 1 d . U P A -1
H18 H 0.933468 0.365785 0.359800 0.133 Uiso 0.5 1 calc R U P A -1
C19 C 0.8793(5) 0.3472(7) 0.4490(15) 0.105(3) Uani 0.5 1 d . U P A -1
C20 C 0.8491(3) 0.250000 0.8087(8) 0.075(3) Uani 1 2 d S T P . .
C21 C 0.8698(2) 0.2975(2) 0.8360(6) 0.081(2) Uani 1 1 d . . . . .
H21 H 0.856958 0.329150 0.814899 0.097 Uiso 1 1 calc R U . . .
C22 C 0.9097(2) 0.2973(2) 0.8946(6) 0.080(2) Uani 1 1 d . . . . .
C23 C 0.9287(3) 0.250000 0.9251(8) 0.076(3) Uani 1 2 d S T P . .
H23 H 0.954661 0.250001 0.966904 0.091 Uiso 1 2 calc R U P . .
C24 C 0.9320(2) 0.3481(2) 0.9245(6) 0.077(2) Uani 1 1 d D . . . .
C25 C 0.3980(5) 0.4202(5) 0.2998(16) 0.086(4) Uani 0.5 1 d D U P C 1
H25 H 0.377905 0.403867 0.255021 0.104 Uiso 0.5 1 calc R U P C 1
C26 C 0.5518(5) 0.4200(4) 0.2279(10) 0.140(4) Uani 1 1 d . U . . .
H26 H 0.568002 0.401726 0.178857 0.169 Uiso 0.5 1 calc R U P C 1
H26A H 0.556880 0.404201 0.166516 0.169 Uiso 0.5 1 calc R U P C 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zr1 Zr2 3.5163(12) 5_666 ?
Zr1 Zr3 3.4928(9) 5_666 ?
Zr1 O2 2.256(4) 5_666 ?
Zr1 O9 2.265(14) . ?
Zr1 O12 2.149(6) 5_666 ?
Zr1 O13A 2.25(2) . ?
Zr1 O13B 2.13(2) . ?
Zr1 O14 2.120(6) . ?
Zr1 O15 2.154(5) 5_666 ?
Zr1 O18A 2.29(6) . ?
Zr1 O18B 2.13(6) . ?
Zr1 O19 2.172(6) . ?
Zr2 Zr3 3.4999(11) 5_666 ?
Zr2 Zr3 3.4996(8) . ?
Zr2 O5 2.252(4) 2_664 ?
Zr2 O11 2.284(6) . ?
Zr2 O12 2.136(5) . ?
Zr2 O13A 2.335(15) . ?
Zr2 O13B 1.955(17) . ?
Zr2 O14 2.104(6) . ?
Zr2 O15 2.107(7) . ?
Zr2 O16 2.176(7) . ?
Zr2 O17 2.180(8) . ?
Zr3 O1 2.221(4) . ?
Zr3 O6A 2.25(6) 6_557 ?
Zr3 O6B 2.15(6) 6_557 ?
Zr3 O8 2.220(13) . ?
Zr3 O10A 2.14(3) . ?
Zr3 O10B 2.23(3) . ?
Zr3 O12 2.156(6) . ?
Zr3 O13A 2.24(2) . ?
Zr3 O13B 2.173(18) . ?
Zr3 O14 2.148(6) 5_666 ?
Zr3 O15 2.165(6) 5_666 ?
O1 C1 1.252(8) . ?
O2 C1 1.251(8) . ?
O3 C17 1.274(9) . ?
O4 C17 1.262(10) . ?
O5 C24 1.281(8) . ?
O6A C24 1.246(15) . ?
O6B C24 1.244(14) . ?
O7 H7 0.8296 . ?
O7 C19 1.314(19) . ?
O8 C25 1.271(9) . ?
O9 C25 1.272(9) . ?
O10A C26 1.25(3) . ?
O10B C26 1.26(3) . ?
O11 C26 1.318(11) . ?
N1 C10 1.396(12) . ?
N1 C12 1.305(18) . ?
N2 H2 0.8600 . ?
N2 C11 1.342(12) . ?
N2 C12 1.374(16) . ?
C1 C2 1.491(7) . ?
C2 C3 1.396(7) . ?
C2 C4 1.395(9) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.380(7) . ?
C5 C6 1.495(10) . ?
C11 C6 1.3900 . ?
C11 C10 1.3900 . ?
C6 C7 1.3900 . ?
C7 H7A 0.9300 . ?
C7 C8 1.3900 . ?
C8 H8 0.9300 . ?
C8 C9 1.3900 . ?
C9 C10 1.3900 . ?
C9 C20 1.558(10) . ?
C12 C13 1.40(2) . ?
C13 C14 1.45(2) . ?
C13 C19 1.39(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.33(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.35(2) . ?
C16 C17 1.60(3) . ?
C16 C18 1.39(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.39(2) . ?
C20 C21 1.394(7) . ?
C20 C21 1.394(7) 7_565 ?
C21 H21 0.9300 . ?
C21 C22 1.383(9) . ?
C22 C23 1.381(7) . ?
C22 C24 1.494(8) . ?
C23 H23 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C26 H26A 0.9300 . ?

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
Zr3 Zr1 Zr2 59.905(19) 5_666 5_666 ?
O2 Zr1 Zr2 110.30(19) 5_666 5_666 ?
O2 Zr1 Zr3 71.39(14) 5_666 5_666 ?
O2 Zr1 O9 125.8(4) 5_666 . ?
O2 Zr1 O18A 78.3(6) 5_666 . ?
O9 Zr1 Zr2 104.5(6) . 5_666 ?
O9 Zr1 Zr3 161.7(5) . 5_666 ?
O9 Zr1 O18A 75.9(16) . . ?
O12 Zr1 Zr2 34.74(13) 5_666 5_666 ?
O12 Zr1 Zr3 35.84(16) 5_666 5_666 ?
O12 Zr1 O2 76.9(2) 5_666 5_666 ?
O12 Zr1 O9 134.6(6) 5_666 . ?
O12 Zr1 O13A 116.7(6) 5_666 . ?
O12 Zr1 O15 68.7(2) 5_666 5_666 ?
O12 Zr1 O18A 148.8(13) 5_666 . ?
O12 Zr1 O19 85.1(3) 5_666 . ?
O13A Zr1 Zr2 95.4(6) . 5_666 ?
O13A Zr1 Zr3 97.0(4) . 5_666 ?
O13A Zr1 O2 139.0(6) . 5_666 ?
O13A Zr1 O9 73.9(6) . . ?
O13A Zr1 O18A 72.6(10) . . ?
O13B Zr1 O19 151.4(4) . . ?
O14 Zr1 Zr2 88.8(2) . 5_666 ?
O14 Zr1 Zr3 35.35(18) . 5_666 ?
O14 Zr1 O2 75.4(2) . 5_666 ?
O14 Zr1 O9 146.0(6) . . ?
O14 Zr1 O12 71.1(2) . 5_666 ?
O14 Zr1 O13A 73.8(4) . . ?
O14 Zr1 O13B 62.0(4) . . ?
O14 Zr1 O15 106.4(3) . 5_666 ?
O14 Zr1 O18A 84.6(18) . . ?
O14 Zr1 O18B 89.8(19) . . ?
O14 Zr1 O19 144.8(2) . . ?
O15 Zr1 Zr2 33.97(17) 5_666 5_666 ?
O15 Zr1 Zr3 88.52(19) 5_666 5_666 ?
O15 Zr1 O2 142.2(3) 5_666 5_666 ?
O15 Zr1 O9 73.8(6) 5_666 . ?
O15 Zr1 O13A 73.3(6) 5_666 . ?
O15 Zr1 O18A 139.2(7) 5_666 . ?
O15 Zr1 O19 87.6(3) 5_666 . ?
O18A Zr1 Zr2 167.5(11) . 5_666 ?
O18A Zr1 Zr3 117.1(17) . 5_666 ?
O18B Zr1 O13B 95.6(13) . . ?
O18B Zr1 O19 94.3(17) . . ?
O19 Zr1 Zr2 85.5(2) . 5_666 ?
O19 Zr1 Zr3 116.2(2) . 5_666 ?
O19 Zr1 O2 74.2(2) . 5_666 ?
O19 Zr1 O9 68.5(5) . . ?
O19 Zr1 O13A 141.3(4) . . ?
O19 Zr1 O18A 105.9(16) . . ?
Zr3 Zr2 Zr1 59.717(17) . 5_666 ?
Zr3 Zr2 Zr1 60.24(2) 5_666 5_666 ?
Zr3 Zr2 Zr3 89.54(2) . 5_666 ?
O5 Zr2 Zr1 107.33(19) 2_664 5_666 ?
O5 Zr2 Zr3 161.14(15) 2_664 . ?
O5 Zr2 Zr3 71.68(15) 2_664 5_666 ?
O5 Zr2 O11 126.6(2) 2_664 . ?
O5 Zr2 O13A 141.7(5) 2_664 . ?
O11 Zr2 Zr1 108.0(2) . 5_666 ?
O11 Zr2 Zr3 161.65(17) . 5_666 ?
O11 Zr2 Zr3 72.11(17) . . ?
O11 Zr2 O13A 70.9(6) . . ?
O12 Zr2 Zr1 34.97(16) . 5_666 ?
O12 Zr2 Zr3 90.03(19) . 5_666 ?
O12 Zr2 Zr3 35.57(17) . . ?
O12 Zr2 O5 139.0(3) . 2_664 ?
O12 Zr2 O11 74.9(3) . . ?
O12 Zr2 O13A 74.3(6) . . ?
O12 Zr2 O16 86.5(3) . . ?
O12 Zr2 O17 144.3(2) . . ?
O13A Zr2 Zr1 95.6(6) . 5_666 ?
O13A Zr2 Zr3 95.2(6) . 5_666 ?
O13A Zr2 Zr3 39.0(6) . . ?
O13B Zr2 Zr3 34.0(5) . . ?
O13B Zr2 O11 80.6(7) . . ?
O13B Zr2 O12 69.3(6) . . ?
O13B Zr2 O14 65.2(6) . . ?
O13B Zr2 O15 103.5(7) . . ?
O13B Zr2 O16 146.8(6) . . ?
O13B Zr2 O17 89.8(7) . . ?
O14 Zr2 Zr1 89.2(2) . 5_666 ?
O14 Zr2 Zr3 88.1(2) . . ?
O14 Zr2 Zr3 35.02(18) . 5_666 ?
O14 Zr2 O5 77.6(2) . 2_664 ?
O14 Zr2 O11 140.6(3) . . ?
O14 Zr2 O12 108.2(3) . . ?
O14 Zr2 O13A 72.4(6) . . ?
O14 Zr2 O15 70.5(2) . . ?
O14 Zr2 O16 146.9(2) . . ?
O14 Zr2 O17 87.0(3) . . ?
O15 Zr2 Zr1 34.83(13) . 5_666 ?
O15 Zr2 Zr3 89.09(17) . . ?
O15 Zr2 Zr3 35.53(16) . 5_666 ?
O15 Zr2 O5 74.7(2) . 2_664 ?
O15 Zr2 O11 139.9(3) . . ?
O15 Zr2 O12 69.8(2) . . ?
O15 Zr2 O13A 115.4(7) . . ?
O15 Zr2 O16 88.2(3) . . ?
O15 Zr2 O17 145.3(2) . . ?
O16 Zr2 Zr1 86.7(2) . 5_666 ?
O16 Zr2 Zr3 117.44(16) . . ?
O16 Zr2 Zr3 119.2(2) . 5_666 ?
O16 Zr2 O5 72.4(2) . 2_664 ?
O16 Zr2 O11 71.1(3) . . ?
O16 Zr2 O13A 140.7(5) . . ?
O16 Zr2 O17 98.1(4) . . ?
O17 Zr2 Zr1 175.1(3) . 5_666 ?
O17 Zr2 Zr3 117.0(2) . . ?
O17 Zr2 Zr3 117.2(2) . 5_666 ?
O17 Zr2 O5 74.8(3) . 2_664 ?
O17 Zr2 O11 73.3(3) . . ?
O17 Zr2 O13A 80.3(7) . . ?
O1 Zr3 Zr1 75.99(12) . 5_666 ?
O1 Zr3 O6A 76.5(17) . 6_557 ?
O1 Zr3 O10B 78.5(8) . . ?
O1 Zr3 O13A 143.1(6) . . ?
O6B Zr3 Zr1 106.9(11) 6_557 5_666 ?
O6B Zr3 O1 70.4(16) 6_557 . ?
O6B Zr3 O6A 9(3) 6_557 6_557 ?
O6B Zr3 O8 77.1(13) 6_557 . ?
O6B Zr3 O10B 117.0(16) 6_557 . ?
O6B Zr3 O12 138.0(13) 6_557 . ?
O6B Zr3 O13A 143.4(16) 6_557 . ?
O6B Zr3 O15 80.4(16) 6_557 5_666 ?
O8 Zr3 Zr1 164.6(3) . 5_666 ?
O8 Zr3 O1 119.0(3) . . ?
O8 Zr3 O6A 68.7(13) . 6_557 ?
O8 Zr3 O10B 72.4(8) . . ?
O8 Zr3 O13A 72.2(5) . . ?
O10A Zr3 O1 70.0(8) . . ?
O10A Zr3 O12 74.8(8) . . ?
O10A Zr3 O13B 85.3(12) . . ?
O10B Zr3 Zr1 116.8(7) . 5_666 ?
O10B Zr3 O6A 113.8(15) . 6_557 ?
O10B Zr3 O13A 71.9(11) . . ?
O12 Zr3 Zr1 35.70(18) . 5_666 ?
O12 Zr3 O1 79.29(19) . . ?
O12 Zr3 O6A 146.5(13) . 6_557 ?
O12 Zr3 O8 144.6(5) . . ?
O12 Zr3 O10B 83.3(8) . . ?
O12 Zr3 O13A 76.0(4) . . ?
O12 Zr3 O13B 65.2(4) . . ?
O12 Zr3 O15 109.2(3) . 5_666 ?
O13A Zr3 Zr1 98.1(3) . 5_666 ?
O13A Zr3 O6A 135.6(16) . 6_557 ?
O13B Zr3 O1 141.1(6) . . ?
O14 Zr3 Zr1 34.82(16) 5_666 5_666 ?
O14 Zr3 O1 80.2(2) 5_666 . ?
O14 Zr3 O6A 82.8(10) 5_666 6_557 ?
O14 Zr3 O6B 76.1(11) 5_666 6_557 ?
O14 Zr3 O8 138.6(6) 5_666 . ?
O14 Zr3 O10B 148.8(6) 5_666 . ?
O14 Zr3 O12 70.5(2) 5_666 . ?
O14 Zr3 O13A 115.7(5) 5_666 . ?
O14 Zr3 O13B 101.1(5) 5_666 . ?
O14 Zr3 O15 68.6(2) 5_666 5_666 ?
O15 Zr3 Zr1 89.65(19) 5_666 5_666 ?
O15 Zr3 O1 141.5(2) 5_666 . ?
O15 Zr3 O6A 77.6(16) 5_666 6_557 ?
O15 Zr3 O8 76.2(5) 5_666 . ?
O15 Zr3 O10B 138.7(7) 5_666 . ?
O15 Zr3 O13A 73.4(6) 5_666 . ?
O15 Zr3 O13B 69.5(7) 5_666 . ?
C1 O1 Zr3 130.0(4) . . ?
C1 O2 Zr1 135.6(4) . 5_666 ?
C24 O5 Zr2 133.8(4) . 2_665 ?
C24 O6A Zr3 126(4) . 6_657 ?
C24 O6B Zr3 134(5) . 6_657 ?
C19 O7 H7 108.7 . . ?
C25 O8 Zr3 132.5(11) . . ?
C25 O9 Zr1 130.9(12) . . ?
C26 O10A Zr3 132(2) . . ?
C26 O10B Zr3 124(2) . . ?
C26 O11 Zr2 130.8(7) . . ?
Zr1 O12 Zr3 108.5(3) 5_666 . ?
Zr2 O12 Zr1 110.3(2) . 5_666 ?
Zr2 O12 Zr3 109.2(3) . . ?
Zr1 O13A Zr2 100.4(5) . . ?
Zr3 O13A Zr1 103.3(11) . . ?
Zr3 O13A Zr2 99.9(8) . . ?
Zr1 O13B Zr3 109.7(11) . . ?
Zr2 O13B Zr1 119.0(7) . . ?
Zr2 O13B Zr3 115.9(8) . . ?
Zr1 O14 Zr3 109.8(3) . 5_666 ?
Zr2 O14 Zr1 113.1(3) . . ?
Zr2 O14 Zr3 110.8(3) . 5_666 ?
Zr1 O15 Zr3 109.2(3) 5_666 5_666 ?
Zr2 O15 Zr1 111.2(2) . 5_666 ?
Zr2 O15 Zr3 110.0(3) . 5_666 ?
C12 N1 C10 105.5(10) . . ?
C11 N2 H2 125.6 . . ?
C11 N2 C12 108.7(10) . . ?
C12 N2 H2 125.6 . . ?
O1 C1 C2 116.9(6) . . ?
O2 C1 O1 126.6(5) . . ?
O2 C1 C2 116.4(6) . . ?
C3 C2 C1 120.4(6) . . ?
C4 C2 C1 119.4(5) . . ?
C4 C2 C3 119.9(5) . . ?
C2 C3 C2 118.9(8) 7_565 . ?
C2 C3 H3 120.5 . . ?
C2 C3 H3 120.5 7_565 . ?
C2 C4 H4 119.4 . . ?
C5 C4 C2 121.2(6) . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C4 118.8(8) . 7_565 ?
C4 C5 C6 119.7(6) 7_565 . ?
C4 C5 C6 121.4(6) . . ?
N2 C11 C6 134.6(6) . . ?
N2 C11 C10 105.3(6) . . ?
C6 C11 C10 120.0 . . ?
C11 C6 C5 121.1(6) . . ?
C7 C6 C5 118.9(6) . . ?
C7 C6 C11 120.0 . . ?
C6 C7 H7A 120.0 . . ?
C6 C7 C8 120.0 . . ?
C8 C7 H7A 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 C20 120.2(6) . . ?
C10 C9 C20 119.6(6) . . ?
C11 C10 N1 109.4(7) . . ?
C9 C10 N1 130.6(7) . . ?
C9 C10 C11 120.0 . . ?
N1 C12 N2 111.0(12) . . ?
N1 C12 C13 122.2(13) . . ?
N2 C12 C13 126.6(14) . . ?
C12 C13 C14 123.3(13) . . ?
C19 C13 C12 118.7(15) . . ?
C19 C13 C14 117.9(13) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 C13 120.3(14) . . ?
C15 C14 H14 119.8 . . ?
C14 C15 H15 118.5 . . ?
C14 C15 C16 122.9(16) . . ?
C16 C15 H15 118.5 . . ?
C15 C16 C17 134.8(16) . . ?
C15 C16 C18 117.7(16) . . ?
C18 C16 C17 107.0(15) . . ?
O3 C17 C16 103.8(19) . . ?
O4 C17 O3 139(3) . . ?
O4 C17 C16 114(2) . . ?
C16 C18 H18 118.6 . . ?
C16 C18 C19 122.8(15) . . ?
C19 C18 H18 118.6 . . ?
O7 C19 C13 124.0(15) . . ?
O7 C19 C18 118.0(15) . . ?
C13 C19 C18 117.6(16) . . ?
C21 C20 C9 117.0(5) 7_565 . ?
C21 C20 C9 122.9(6) . . ?
C21 C20 C21 120.0(8) . 7_565 ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.8(6) . . ?
C22 C21 H21 120.1 . . ?
C21 C22 C24 120.0(5) . . ?
C23 C22 C21 119.6(6) . . ?
C23 C22 C24 120.3(6) . . ?
C22 C23 C22 121.0(8) . 7_565 ?
C22 C23 H23 119.5 . . ?
C22 C23 H23 119.5 7_565 . ?
O5 C24 C22 115.1(6) . . ?
O6A C24 O5 129(4) . . ?
O6A C24 C22 115(3) . . ?
O6B C24 O5 124(3) . . ?
O6B C24 C22 120(4) . . ?
O8 C25 O9 128.0(16) . . ?
O8 C25 H25 116.0 . . ?
O9 C25 H25 116.0 . . ?
O10A C26 O11 126.1(19) . . ?
O10A C26 H26A 117.0 . . ?
O10B C26 O11 132.2(19) . . ?
O10B C26 H26 113.9 . . ?
O11 C26 H26 113.9 . . ?
O11 C26 H26A 117.0 . . ?

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
Zr1 O2 C1 O1 5.0(15) 5_666 . . . ?
Zr1 O2 C1 C2 -176.2(6) 5_666 . . . ?
Zr1 O9 C25 O8 11(4) . . . . ?
Zr2 O5 C24 O6A 16(3) 2_665 . . . ?
Zr2 O5 C24 O6B -3(3) 2_665 . . . ?
Zr2 O5 C24 C22 -174.7(5) 2_665 . . . ?
Zr2 O11 C26 O10A -13(2) . . . . ?
Zr2 O11 C26 O10B 12(3) . . . . ?
Zr3 O1 C1 O2 -9.0(13) . . . . ?
Zr3 O1 C1 C2 172.2(5) . . . . ?
Zr3 O6A C24 O5 -18(6) 6_657 . . . ?
Zr3 O6A C24 C22 172(3) 6_657 . . . ?
Zr3 O6B C24 O5 17(6) 6_657 . . . ?
Zr3 O6B C24 C22 -172(3) 6_657 . . . ?
Zr3 O8 C25 O9 -4(4) . . . . ?
Zr3 O10A C26 O11 24(3) . . . . ?
Zr3 O10B C26 O11 -22(3) . . . . ?
O1 C1 C2 C3 -22.8(12) . . . . ?
O1 C1 C2 C4 163.1(7) . . . . ?
O2 C1 C2 C3 158.2(9) . . . . ?
O2 C1 C2 C4 -15.9(12) . . . . ?
N1 C12 C13 C14 -166.5(17) . . . . ?
N1 C12 C13 C19 11(3) . . . . ?
N2 C11 C6 C5 -4.0(12) . . . . ?
N2 C11 C6 C7 176.5(11) . . . . ?
N2 C11 C10 N1 0.6(10) . . . . ?
N2 C11 C10 C9 -177.4(8) . . . . ?
N2 C12 C13 C14 19(3) . . . . ?
N2 C12 C13 C19 -163.2(17) . . . . ?
C1 C2 C3 C2 -174.7(6) . . . 7_565 ?
C1 C2 C4 C5 175.7(8) . . . . ?
C2 C4 C5 C4 -2.6(15) . . . 7_565 ?
C2 C4 C5 C6 -179.0(8) . . . . ?
C3 C2 C4 C5 1.6(13) . . . . ?
C4 C2 C3 C2 -0.6(15) . . . 7_565 ?
C4 C5 C6 C11 -55.3(12) . . . . ?
C4 C5 C6 C11 128.3(8) 7_565 . . . ?
C4 C5 C6 C7 124.3(8) . . . . ?
C4 C5 C6 C7 -52.1(11) 7_565 . . . ?
C5 C6 C7 C8 -179.5(10) . . . . ?
C11 N2 C12 N1 -1.4(17) . . . . ?
C11 N2 C12 C13 173.3(15) . . . . ?
C11 C6 C7 C8 0.0 . . . . ?
C6 C11 C10 N1 178.0(9) . . . . ?
C6 C11 C10 C9 0.0 . . . . ?
C6 C7 C8 C9 0.0 . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C7 C8 C9 C20 174.3(10) . . . . ?
C8 C9 C10 N1 -177.5(11) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C8 C9 C20 C21 55.9(12) . . . 7_565 ?
C8 C9 C20 C21 -122.9(9) . . . . ?
C9 C20 C21 C22 175.4(9) . . . . ?
C10 N1 C12 N2 1.7(16) . . . . ?
C10 N1 C12 C13 -173.2(14) . . . . ?
C10 C11 C6 C5 179.5(10) . . . . ?
C10 C11 C6 C7 0.0 . . . . ?
C10 C9 C20 C21 51.5(13) . . . . ?
C10 C9 C20 C21 -129.7(8) . . . 7_565 ?
C12 N1 C10 C11 -1.4(13) . . . . ?
C12 N1 C10 C9 176.3(9) . . . . ?
C12 N2 C11 C6 -176.4(9) . . . . ?
C12 N2 C11 C10 0.4(12) . . . . ?
C12 C13 C14 C15 178.6(19) . . . . ?
C12 C13 C19 O7 2(3) . . . . ?
C12 C13 C19 C18 174.5(17) . . . . ?
C13 C14 C15 C16 6(3) . . . . ?
C14 C13 C19 O7 179.4(19) . . . . ?
C14 C13 C19 C18 -8(3) . . . . ?
C14 C15 C16 C17 -176(2) . . . . ?
C14 C15 C16 C18 -6(3) . . . . ?
C15 C16 C17 O3 32(4) . . . . ?
C15 C16 C17 O4 -133(3) . . . . ?
C15 C16 C18 C19 -1(3) . . . . ?
C16 C18 C19 O7 -179(2) . . . . ?
C16 C18 C19 C13 8(3) . . . . ?
C17 C16 C18 C19 171(2) . . . . ?
C18 C16 C17 O3 -139(2) . . . . ?
C18 C16 C17 O4 56(3) . . . . ?
C19 C13 C14 C15 1(3) . . . . ?
C20 C9 C10 N1 8.1(11) . . . . ?
C20 C9 C10 C11 -174.3(10) . . . . ?
C20 C21 C22 C23 0.3(13) . . . . ?
C20 C21 C22 C24 -179.7(8) . . . . ?
C21 C20 C21 C22 -3.4(16) 7_565 . . . ?
C21 C22 C23 C22 2.8(16) . . . 7_565 ?
C21 C22 C24 O5 -26.1(11) . . . . ?
C21 C22 C24 O6A 145(3) . . . . ?
C21 C22 C24 O6B 162(3) . . . . ?
C23 C22 C24 O5 153.8(9) . . . . ?
C23 C22 C24 O6A -35(3) . . . . ?
C23 C22 C24 O6B -18(3) . . . . ?
C24 C22 C23 C22 -177.1(7) . . . 7_565 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.582 -0.874 -0.629 5474.7 789.6 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_a
_database_code_depnum_ccdc_archive 'CCDC 2290437'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic
China
;
_audit_update_record             
;
2023-08-23 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-08-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        HIAM-4040-OH
_chemical_formula_moiety         'C33 H16 N2 O33 Zr6'
_chemical_formula_sum            'C33 H16 N2 O33 Zr6'
_chemical_formula_weight         1515.80
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   28.6081(13)
_cell_length_b                   25.3758(13)
_cell_length_c                   13.7747(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9999.8(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9526
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      27.066
_cell_measurement_theta_min      2.296
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.920
_exptl_absorpt_coefficient_mu    0.653
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5868
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1352 before and 0.0946 after correction.
The Ratio of minimum to maximum transmission is 0.7870.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.007
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2928
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1139
_diffrn_reflns_av_unetI/netI     0.1083
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            43414
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.514
_diffrn_reflns_theta_min         1.682
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON 100'
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           40.0
_diffrn_source_power             1.8
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6966
_reflns_number_total             11462
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX4 V2022.10-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.891
_refine_diff_density_min         -0.594
_refine_diff_density_rms         0.114
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         11462
_refine_ls_number_restraints     130
_refine_ls_R_factor_all          0.1123
_refine_ls_R_factor_gt           0.0734
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0848P)²+6.2726P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1763
_refine_ls_wR_factor_ref         0.1972
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O8-C25 = O9-C25
 1.25 with sigma of 0.01
 O4-C17 = O3-C17
 1.25 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10 \\sim C11: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
O3 \\sim O4 \\sim C17: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O7 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C18 \\sim C19: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
O8 \\sim O9 \\sim C25: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O9: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
Uanis(C25) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C17) \\sim Ueq, Uanis(O4) \\sim Ueq, Uanis(O3) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
Uanis(O18A) = Uanis(O18B)
4. Others
 Fixed Sof: O3(0.5) O4(0.5) O7(0.5) H7(0.5) O8(0.5) O9(0.5) O13B(0.5)
 O18A(0.5) N1(0.5) N2(0.5) H2(0.5) C11(0.5) C6(0.5) C7(0.5) H7A(0.5) C8(0.5)
 H8(0.5) C9(0.5) C10(0.5) C12(0.5) C13(0.5) C14(0.5) H14(0.5) C15(0.5) H15(0.5)
 C16(0.5) C17(0.5) C18(0.5) H18(0.5) C19(0.5) C25(0.5) H25(0.5) O18B(0.5)
 O13A(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C7(H7A), C8(H8), C14(H14), C15(H15), C18(H18),
 C21(H21), C23(H23), C25(H25), C26(H26)
5.b Fitted hexagon refined as free rotating group:
 C11(C6,C7,C8,C9,C10)
5.c Idealised tetrahedral OH refined as rotating group:
 O7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.42827(2) 0.52767(3) 0.40972(5) 0.03888(18) Uani 1 1 d . . . . .
Zr2 Zr 0.54963(2) 0.52901(3) 0.36088(5) 0.03891(18) Uani 1 1 d . . . . .
Zr3 Zr 0.49442(2) 0.41159(2) 0.42861(4) 0.02951(15) Uani 1 1 d . . . . .
O1 O 0.54527(12) 0.34895(17) 0.4640(3) 0.0354(9) Uani 1 1 d . . . . .
O2 O 0.59496(15) 0.3876(2) 0.5674(4) 0.0584(14) Uani 1 1 d . . . . .
O3 O 0.8959(8) 0.4682(7) 0.2026(10) 0.047(4) Uani 0.5 1 d D U P A -1
O4 O 0.9384(9) 0.3948(11) 0.1839(18) 0.035(4) Uani 0.5 1 d D U P A -1
O5 O 0.92476(17) 0.3872(2) 0.8666(4) 0.0631(15) Uani 1 1 d . . . . .
O6 O 0.95477(12) 0.34857(16) 0.9991(3) 0.0352(10) Uani 1 1 d . . . . .
O7 O 0.9077(4) 0.3155(6) 0.5053(9) 0.091(4) Uani 0.5 1 d . U P A -1
H7 H 0.896781 0.320306 0.561235 0.137 Uiso 0.5 1 calc R U P A -1
O8 O 0.4386(10) 0.3884(12) 0.335(2) 0.043(5) Uani 0.5 1 d D U P B 1
O9 O 0.3918(8) 0.4614(8) 0.3317(10) 0.048(4) Uani 0.5 1 d D U P B 1
O10 O 0.52958(17) 0.3918(2) 0.2902(3) 0.0530(12) Uani 1 1 d . . . . .
O11 O 0.5649(2) 0.4679(3) 0.2448(4) 0.085(2) Uani 1 1 d . . . . .
O12 O 0.55780(19) 0.4578(2) 0.4408(4) 0.0660(15) Uani 1 1 d . . . . .
O13B O 0.4851(7) 0.4855(8) 0.3286(9) 0.040(4) Uani 0.5 1 d . . P B 2
O14 O 0.49154(15) 0.5719(3) 0.4181(4) 0.081(2) Uani 1 1 d . . . . .
O15 O 0.5633(2) 0.5433(2) 0.5103(4) 0.082(2) Uani 1 1 d . . . . .
O16 O 0.62553(18) 0.5275(2) 0.3366(4) 0.0782(18) Uani 1 1 d . . . . .
O17 O 0.5322(2) 0.5642(3) 0.2186(4) 0.0840(18) Uani 1 1 d . . . . .
O18A O 0.4115(10) 0.5631(18) 0.277(3) 0.056(4) Uani 0.5 1 d . . P B 1
O19 O 0.35435(15) 0.5259(2) 0.4495(4) 0.0668(15) Uani 1 1 d . . . . .
N1 N 0.8324(3) 0.3046(4) 0.6056(7) 0.036(2) Uani 0.5 1 d . . P A -1
N2 N 0.7642(3) 0.3067(4) 0.5308(8) 0.039(3) Uani 0.5 1 d . . P A -1
H2 H 0.742887 0.315709 0.487931 0.047 Uiso 0.5 1 calc R U P A -1
C1 C 0.57959(19) 0.3489(2) 0.5232(5) 0.0396(15) Uani 1 1 d . . . . .
C2 C 0.60412(18) 0.2978(3) 0.5377(4) 0.0350(14) Uani 1 1 d . . . . .
C3 C 0.5821(3) 0.250000 0.5156(6) 0.036(2) Uani 1 2 d S T P . .
H3 H 0.552228 0.250000 0.485524 0.044 Uiso 1 2 calc R U P . .
C4 C 0.64848(18) 0.2968(2) 0.5803(4) 0.0354(14) Uani 1 1 d . . . . .
H4 H 0.663459 0.329236 0.595396 0.043 Uiso 1 1 calc R U . . .
C5 C 0.6712(2) 0.250000 0.6013(5) 0.0279(17) Uani 1 2 d S T P . .
C11 C 0.7561(2) 0.2776(3) 0.6143(4) 0.035(2) Uani 0.5 1 d G U P A -1
C6 C 0.71852(16) 0.2489(4) 0.6505(4) 0.0343(18) Uani 0.5 1 d G U P A -1
C7 C 0.72366(19) 0.2194(4) 0.7347(5) 0.040(2) Uani 0.5 1 d G U P A -1
H7A H 0.697978 0.199768 0.759421 0.048 Uiso 0.5 1 calc R U P A -1
C8 C 0.7664(2) 0.2184(4) 0.7828(4) 0.041(3) Uani 0.5 1 d G U P A -1
H8 H 0.769874 0.198193 0.840375 0.049 Uiso 0.5 1 calc R U P A -1
C9 C 0.80393(16) 0.2471(4) 0.7466(5) 0.0340(19) Uani 0.5 1 d G U P A -1
C10 C 0.79880(19) 0.2767(3) 0.6624(5) 0.032(2) Uani 0.5 1 d G U P A -1
C12 C 0.8107(4) 0.3191(6) 0.5255(9) 0.043(3) Uani 0.5 1 d . . P A -1
C13 C 0.8338(4) 0.3467(7) 0.4470(10) 0.055(3) Uani 0.5 1 d . U P A -1
C14 C 0.8085(5) 0.3777(7) 0.3837(11) 0.063(3) Uani 0.5 1 d . U P A -1
H14 H 0.775697 0.382009 0.391389 0.076 Uiso 0.5 1 calc R U P A -1
C15 C 0.8328(4) 0.4031(7) 0.3068(10) 0.061(3) Uani 0.5 1 d . U P A -1
H15 H 0.816457 0.425634 0.263299 0.073 Uiso 0.5 1 calc R U P A -1
C16 C 0.8806(5) 0.3948(7) 0.2954(10) 0.057(3) Uani 0.5 1 d . U P A -1
C17 C 0.9075(7) 0.4217(7) 0.2260(11) 0.041(4) Uani 0.5 1 d D U P A -1
C18 C 0.9043(5) 0.3676(7) 0.3647(11) 0.063(3) Uani 0.5 1 d . U P A -1
H18 H 0.937482 0.366339 0.361998 0.076 Uiso 0.5 1 calc R U P A -1
C19 C 0.8812(5) 0.3415(7) 0.4399(11) 0.065(3) Uani 0.5 1 d . U P A -1
C20 C 0.8491(2) 0.250000 0.8039(6) 0.0292(17) Uani 1 2 d S T P . .
C21 C 0.8699(2) 0.2963(3) 0.8328(5) 0.0455(16) Uani 1 1 d . . . . .
H21 H 0.857030 0.328735 0.811192 0.055 Uiso 1 1 calc R U . . .
C22 C 0.9097(2) 0.2974(3) 0.8933(5) 0.0424(15) Uani 1 1 d . . . . .
C23 C 0.9281(3) 0.250000 0.9252(6) 0.036(2) Uani 1 2 d S T P . .
H23 H 0.953613 0.250001 0.969373 0.043 Uiso 1 2 calc R U P . .
C24 C 0.9314(2) 0.3488(3) 0.9220(5) 0.0405(15) Uani 1 1 d . . . . .
C25 C 0.4044(8) 0.4157(7) 0.3068(12) 0.046(4) Uani 0.5 1 d D U P B 1
H25 H 0.385233 0.399359 0.259252 0.055 Uiso 0.5 1 calc R U P B 1
C26 C 0.5544(4) 0.4213(4) 0.2370(7) 0.087(3) Uani 1 1 d . . . . .
H26 H 0.567110 0.404420 0.181358 0.105 Uiso 1 1 calc R U . . .
O18B O 0.4248(10) 0.5610(18) 0.255(3) 0.056(4) Uani 0.5 1 d . . P B 2
O13A O 0.4870(6) 0.4860(8) 0.3704(9) 0.034(3) Uani 0.5 1 d . . P B 1


_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
Zr1 Zr3 3.5106(8) . ?
Zr1 Zr3 3.4967(8) 5_666 ?
Zr1 O2 2.273(5) 5_666 ?
Zr1 O9 2.25(2) . ?
Zr1 O12 2.129(5) 5_666 ?
Zr1 O13B 2.245(19) . ?
Zr1 O14 2.134(5) . ?
Zr1 O15 2.124(5) 5_666 ?
Zr1 O18A 2.10(4) . ?
Zr1 O19 2.185(5) . ?
Zr1 O18B 2.29(4) . ?
Zr1 O13A 2.057(19) . ?
Zr2 Zr3 3.4988(8) . ?
Zr2 Zr3 3.5026(8) 5_666 ?
Zr2 O5 2.251(5) 2_664 ?
Zr2 O11 2.270(5) . ?
Zr2 O12 2.128(5) . ?
Zr2 O13B 2.20(2) . ?
Zr2 O14 2.138(5) . ?
Zr2 O15 2.125(5) . ?
Zr2 O16 2.197(5) . ?
Zr2 O17 2.210(6) . ?
Zr2 O13A 2.103(18) . ?
Zr3 O1 2.209(4) . ?
Zr3 O6 2.199(4) 6_557 ?
Zr3 O8 2.13(3) . ?
Zr3 O10 2.213(5) . ?
Zr3 O12 2.166(5) . ?
Zr3 O13B 2.342(18) . ?
Zr3 O14 2.190(5) 5_666 ?
Zr3 O15 2.179(5) 5_666 ?
Zr3 O13A 2.063(18) . ?
O1 C1 1.277(7) . ?
O2 C1 1.235(7) . ?
O3 C17 1.266(9) . ?
O4 C17 1.258(9) . ?
O5 C24 1.251(8) . ?
O6 C24 1.255(7) . ?
O7 H7 0.8400 . ?
O7 C19 1.350(16) . ?
O8 C25 1.260(9) . ?
O9 C25 1.262(9) . ?
O10 C26 1.267(10) . ?
O11 C26 1.224(11) . ?
N1 C10 1.428(11) . ?
N1 C12 1.317(14) . ?
N2 H2 0.8800 . ?
N2 C11 1.386(11) . ?
N2 C12 1.369(14) . ?
C1 C2 1.487(8) . ?
C2 C3 1.401(7) . ?
C2 C4 1.398(7) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.385(7) . ?
C5 C6 1.514(8) . ?
C11 C6 1.3900 . ?
C11 C10 1.3900 . ?
C6 C7 1.3900 . ?
C7 H7A 0.9500 . ?
C7 C8 1.3900 . ?
C8 H8 0.9500 . ?
C8 C9 1.3900 . ?
C9 C10 1.3900 . ?
C9 C20 1.516(8) . ?
C12 C13 1.449(17) . ?
C13 C14 1.379(19) . ?
C13 C19 1.365(17) . ?
C14 H14 0.9500 . ?
C14 C15 1.422(17) . ?
C15 H15 0.9500 . ?
C15 C16 1.395(17) . ?
C16 C17 1.40(2) . ?
C16 C18 1.359(19) . ?
C18 H18 0.9500 . ?
C18 C19 1.396(18) . ?
C20 C21 1.376(7) 7_565 ?
C20 C21 1.376(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.411(8) . ?
C22 C23 1.385(7) . ?
C22 C24 1.498(9) . ?
C23 H23 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?

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
Zr3 Zr1 Zr3 88.950(19) 5_666 . ?
O2 Zr1 Zr3 71.32(11) 5_666 5_666 ?
O2 Zr1 Zr3 160.26(11) 5_666 . ?
O2 Zr1 O18B 76.6(10) 5_666 . ?
O9 Zr1 Zr3 70.0(5) . . ?
O9 Zr1 Zr3 157.8(4) . 5_666 ?
O9 Zr1 O2 129.6(5) . 5_666 ?
O12 Zr1 Zr3 88.42(16) 5_666 . ?
O12 Zr1 Zr3 35.86(14) 5_666 5_666 ?
O12 Zr1 O2 76.0(2) 5_666 5_666 ?
O12 Zr1 O9 132.6(4) 5_666 . ?
O12 Zr1 O13B 115.3(4) 5_666 . ?
O12 Zr1 O14 72.4(2) 5_666 . ?
O12 Zr1 O19 86.7(2) 5_666 . ?
O12 Zr1 O18B 147.4(11) 5_666 . ?
O13B Zr1 Zr3 41.1(4) . . ?
O13B Zr1 O18B 75.2(8) . . ?
O14 Zr1 Zr3 36.56(15) . 5_666 ?
O14 Zr1 Zr3 88.88(18) . . ?
O14 Zr1 O2 75.1(2) . 5_666 ?
O14 Zr1 O9 144.3(5) . . ?
O14 Zr1 O13B 70.3(5) . . ?
O14 Zr1 O19 144.9(2) . . ?
O14 Zr1 O18B 83.9(10) . . ?
O15 Zr1 Zr3 88.34(17) 5_666 5_666 ?
O15 Zr1 Zr3 35.84(15) 5_666 . ?
O15 Zr1 O2 139.74(19) 5_666 5_666 ?
O15 Zr1 O9 70.6(4) 5_666 . ?
O15 Zr1 O12 67.9(2) 5_666 5_666 ?
O15 Zr1 O13B 76.8(5) 5_666 . ?
O15 Zr1 O14 108.8(3) 5_666 . ?
O15 Zr1 O19 87.8(2) 5_666 . ?
O15 Zr1 O18B 143.0(10) 5_666 . ?
O18A Zr1 Zr3 120.8(12) . 5_666 ?
O18A Zr1 Zr3 123.2(9) . . ?
O18A Zr1 O2 69.4(11) . 5_666 ?
O18A Zr1 O9 78.3(13) . . ?
O18A Zr1 O12 144.5(12) . 5_666 ?
O18A Zr1 O14 90.9(10) . . ?
O18A Zr1 O15 147.4(12) . 5_666 ?
O18A Zr1 O19 90.4(6) . . ?
O19 Zr1 Zr3 119.04(15) . . ?
O19 Zr1 Zr3 117.48(14) . 5_666 ?
O19 Zr1 O2 72.68(19) . 5_666 ?
O19 Zr1 O9 69.9(5) . . ?
O19 Zr1 O13B 144.7(5) . . ?
O19 Zr1 O18B 101.5(7) . . ?
O18B Zr1 Zr3 113.6(8) . . ?
O13A Zr1 Zr3 31.6(5) . . ?
O13A Zr1 Zr3 83.0(4) . 5_666 ?
O13A Zr1 O2 139.6(5) . 5_666 ?
O13A Zr1 O9 82.5(7) . . ?
O13A Zr1 O12 101.0(4) . 5_666 ?
O13A Zr1 O14 65.9(6) . . ?
O13A Zr1 O15 66.9(5) . 5_666 ?
O13A Zr1 O18A 100.2(7) . . ?
O13A Zr1 O19 147.7(5) . . ?
Zr3 Zr2 Zr1 59.903(17) 5_666 5_666 ?
Zr3 Zr2 Zr1 59.675(17) . 5_666 ?
Zr3 Zr2 Zr3 89.044(19) . 5_666 ?
O5 Zr2 Zr1 107.18(15) 2_664 5_666 ?
O5 Zr2 Zr3 71.43(12) 2_664 5_666 ?
O5 Zr2 Zr3 160.44(12) 2_664 . ?
O5 Zr2 O11 127.39(19) 2_664 . ?
O11 Zr2 Zr1 108.52(18) . 5_666 ?
O11 Zr2 Zr3 161.18(15) . 5_666 ?
O11 Zr2 Zr3 72.13(15) . . ?
O12 Zr2 Zr1 34.03(14) . 5_666 ?
O12 Zr2 Zr3 35.80(14) . . ?
O12 Zr2 Zr3 88.66(16) . 5_666 ?
O12 Zr2 O5 138.4(2) . 2_664 ?
O12 Zr2 O11 76.3(2) . . ?
O12 Zr2 O13B 76.7(5) . . ?
O12 Zr2 O14 109.1(3) . . ?
O12 Zr2 O16 87.5(2) . . ?
O12 Zr2 O17 145.7(2) . . ?
O13B Zr2 Zr3 41.1(4) . . ?
O13B Zr2 O11 71.1(5) . . ?
O13B Zr2 O16 142.3(5) . . ?
O13B Zr2 O17 80.4(4) . . ?
O14 Zr2 Zr1 90.96(18) . 5_666 ?
O14 Zr2 Zr3 36.46(15) . 5_666 ?
O14 Zr2 Zr3 89.13(18) . . ?
O14 Zr2 O5 76.0(2) . 2_664 ?
O14 Zr2 O11 139.3(2) . . ?
O14 Zr2 O13B 71.2(5) . . ?
O14 Zr2 O16 146.4(2) . . ?
O14 Zr2 O17 86.9(2) . . ?
O15 Zr2 Zr1 33.85(15) . 5_666 ?
O15 Zr2 Zr3 36.04(14) . 5_666 ?
O15 Zr2 Zr3 88.26(18) . . ?
O15 Zr2 O5 75.3(2) . 2_664 ?
O15 Zr2 O11 139.7(2) . . ?
O15 Zr2 O12 67.9(2) . . ?
O15 Zr2 O13B 115.9(4) . . ?
O15 Zr2 O14 72.5(2) . . ?
O15 Zr2 O16 88.2(2) . . ?
O15 Zr2 O17 146.2(2) . . ?
O16 Zr2 Zr1 87.28(17) . 5_666 ?
O16 Zr2 Zr3 118.19(16) . . ?
O16 Zr2 Zr3 119.28(16) . 5_666 ?
O16 Zr2 O5 72.5(2) . 2_664 ?
O16 Zr2 O11 72.0(2) . . ?
O16 Zr2 O17 95.4(2) . . ?
O17 Zr2 Zr1 177.27(17) . 5_666 ?
O17 Zr2 Zr3 118.63(17) . 5_666 ?
O17 Zr2 Zr3 118.56(17) . . ?
O17 Zr2 O5 73.9(2) . 2_664 ?
O17 Zr2 O11 72.2(2) . . ?
O13A Zr2 Zr1 83.4(3) . 5_666 ?
O13A Zr2 Zr3 82.2(4) . 5_666 ?
O13A Zr2 Zr3 32.5(5) . . ?
O13A Zr2 O5 140.0(5) . 2_664 ?
O13A Zr2 O11 81.6(5) . . ?
O13A Zr2 O12 67.7(5) . . ?
O13A Zr2 O14 65.1(5) . . ?
O13A Zr2 O15 100.6(4) . . ?
O13A Zr2 O16 147.5(5) . . ?
O13A Zr2 O17 94.1(4) . . ?
Zr1 Zr3 Zr2 60.698(17) 5_666 5_666 ?
Zr1 Zr3 Zr2 60.590(18) 5_666 . ?
Zr2 Zr3 Zr2 90.954(19) . 5_666 ?
O1 Zr3 Zr1 76.13(10) . 5_666 ?
O1 Zr3 Zr2 111.97(10) . . ?
O1 Zr3 Zr2 111.35(11) . 5_666 ?
O1 Zr3 O10 74.16(17) . . ?
O1 Zr3 O13B 141.3(5) . . ?
O6 Zr3 Zr1 110.99(10) 6_557 5_666 ?
O6 Zr3 Zr2 75.66(10) 6_557 5_666 ?
O6 Zr3 Zr2 166.61(11) 6_557 . ?
O6 Zr3 O1 73.54(14) 6_557 . ?
O6 Zr3 O10 117.34(17) 6_557 . ?
O6 Zr3 O13B 142.2(5) 6_557 . ?
O8 Zr3 Zr1 168.3(7) . 5_666 ?
O8 Zr3 Zr2 114.4(8) . . ?
O8 Zr3 Zr2 110.4(8) . 5_666 ?
O8 Zr3 O1 115.3(7) . . ?
O8 Zr3 O6 71.7(8) . 6_557 ?
O8 Zr3 O10 76.1(8) . . ?
O8 Zr3 O12 145.4(8) . . ?
O8 Zr3 O14 140.4(8) . 5_666 ?
O8 Zr3 O15 79.1(8) . 5_666 ?
O10 Zr3 Zr1 111.18(13) . 5_666 ?
O10 Zr3 Zr2 76.04(13) . . ?
O10 Zr3 Zr2 166.99(13) . 5_666 ?
O10 Zr3 O13B 74.1(4) . . ?
O12 Zr3 Zr1 35.16(14) . 5_666 ?
O12 Zr3 Zr2 35.08(14) . . ?
O12 Zr3 Zr2 90.22(16) . 5_666 ?
O12 Zr3 O1 79.71(18) . . ?
O12 Zr3 O6 142.23(17) . 6_557 ?
O12 Zr3 O10 79.0(2) . . ?
O12 Zr3 O13B 72.9(5) . . ?
O12 Zr3 O14 70.6(2) . 5_666 ?
O12 Zr3 O15 108.6(3) . 5_666 ?
O13B Zr3 Zr2 38.0(5) . . ?
O14 Zr3 Zr1 35.48(14) 5_666 5_666 ?
O14 Zr3 Zr2 35.47(14) 5_666 5_666 ?
O14 Zr3 Zr2 90.68(18) 5_666 . ?
O14 Zr3 O1 78.7(2) 5_666 . ?
O14 Zr3 O6 78.3(2) 5_666 6_557 ?
O14 Zr3 O10 142.24(17) 5_666 . ?
O14 Zr3 O13B 115.8(5) 5_666 . ?
O15 Zr3 Zr1 90.07(16) 5_666 5_666 ?
O15 Zr3 Zr2 35.03(14) 5_666 5_666 ?
O15 Zr3 Zr2 89.84(18) 5_666 . ?
O15 Zr3 O1 142.39(17) 5_666 . ?
O15 Zr3 O6 79.4(2) 5_666 6_557 ?
O15 Zr3 O10 142.82(19) 5_666 . ?
O15 Zr3 O13B 73.8(5) 5_666 . ?
O15 Zr3 O14 70.48(19) 5_666 5_666 ?
O13A Zr3 Zr1 84.8(4) . 5_666 ?
O13A Zr3 Zr2 33.2(5) . . ?
O13A Zr3 Zr2 83.7(4) . 5_666 ?
O13A Zr3 O1 144.3(5) . . ?
O13A Zr3 O6 142.0(5) . 6_557 ?
O13A Zr3 O8 86.6(9) . . ?
O13A Zr3 O10 85.4(4) . . ?
O13A Zr3 O12 67.7(5) . . ?
O13A Zr3 O14 102.7(4) . 5_666 ?
O13A Zr3 O15 65.8(5) . 5_666 ?
C1 O1 Zr3 130.4(4) . . ?
C1 O2 Zr1 135.7(4) . 5_666 ?
C24 O5 Zr2 135.0(4) . 2_665 ?
C24 O6 Zr3 130.9(4) . 6_657 ?
C19 O7 H7 109.5 . . ?
C25 O8 Zr3 128(2) . . ?
C25 O9 Zr1 133.1(16) . . ?
C26 O10 Zr3 128.2(5) . . ?
C26 O11 Zr2 132.4(6) . . ?
Zr1 O12 Zr3 109.0(2) 5_666 . ?
Zr2 O12 Zr1 112.0(2) . 5_666 ?
Zr2 O12 Zr3 109.1(2) . . ?
Zr1 O13B Zr3 99.8(6) . . ?
Zr2 O13B Zr1 105.6(8) . . ?
Zr2 O13B Zr3 100.9(7) . . ?
Zr1 O14 Zr2 111.8(3) . . ?
Zr1 O14 Zr3 108.0(2) . 5_666 ?
Zr2 O14 Zr3 108.1(2) . 5_666 ?
Zr1 O15 Zr2 112.3(3) 5_666 . ?
Zr1 O15 Zr3 109.3(3) 5_666 5_666 ?
Zr2 O15 Zr3 108.9(2) . 5_666 ?
C12 N1 C10 106.3(9) . . ?
C11 N2 H2 125.4 . . ?
C12 N2 H2 125.4 . . ?
C12 N2 C11 109.3(8) . . ?
O1 C1 C2 116.7(5) . . ?
O2 C1 O1 126.0(5) . . ?
O2 C1 C2 117.3(5) . . ?
C3 C2 C1 120.9(5) . . ?
C4 C2 C1 120.0(5) . . ?
C4 C2 C3 118.9(6) . . ?
C2 C3 C2 120.1(7) 7_565 . ?
C2 C3 H3 119.9 7_565 . ?
C2 C3 H3 119.9 . . ?
C2 C4 H4 119.0 . . ?
C5 C4 C2 121.9(5) . . ?
C5 C4 H4 119.0 . . ?
C4 C5 C4 118.2(7) 7_565 . ?
C4 C5 C6 119.8(5) 7_565 . ?
C4 C5 C6 121.9(5) . . ?
N2 C11 C6 134.9(6) . . ?
N2 C11 C10 104.9(6) . . ?
C6 C11 C10 120.0 . . ?
C11 C6 C5 121.4(5) . . ?
C7 C6 C5 118.5(5) . . ?
C7 C6 C11 120.0 . . ?
C6 C7 H7A 120.0 . . ?
C8 C7 C6 120.0 . . ?
C8 C7 H7A 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 C20 119.9(5) . . ?
C10 C9 C20 119.9(5) . . ?
C11 C10 N1 108.8(6) . . ?
C9 C10 N1 130.9(6) . . ?
C9 C10 C11 120.0 . . ?
N1 C12 N2 110.4(11) . . ?
N1 C12 C13 123.1(11) . . ?
N2 C12 C13 126.4(11) . . ?
C14 C13 C12 120.6(11) . . ?
C19 C13 C12 117.3(12) . . ?
C19 C13 C14 122.1(12) . . ?
C13 C14 H14 120.9 . . ?
C13 C14 C15 118.2(12) . . ?
C15 C14 H14 120.9 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.7(13) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 122.7(13) . . ?
C18 C16 C15 119.2(12) . . ?
C18 C16 C17 116.9(13) . . ?
O3 C17 C16 118.9(15) . . ?
O4 C17 O3 124.9(19) . . ?
O4 C17 C16 115.7(19) . . ?
C16 C18 H18 119.1 . . ?
C16 C18 C19 121.7(13) . . ?
C19 C18 H18 119.1 . . ?
O7 C19 C13 123.9(12) . . ?
O7 C19 C18 117.4(12) . . ?
C13 C19 C18 118.5(13) . . ?
C21 C20 C9 124.1(5) . . ?
C21 C20 C9 118.5(5) 7_565 . ?
C21 C20 C21 117.3(7) . 7_565 ?
C20 C21 H21 118.8 . . ?
C20 C21 C22 122.5(6) . . ?
C22 C21 H21 118.8 . . ?
C21 C22 C24 120.5(6) . . ?
C23 C22 C21 118.5(6) . . ?
C23 C22 C24 121.0(5) . . ?
C22 C23 C22 120.6(7) . 7_565 ?
C22 C23 H23 119.7 7_565 . ?
C22 C23 H23 119.7 . . ?
O5 C24 O6 126.9(6) . . ?
O5 C24 C22 117.0(5) . . ?
O6 C24 C22 116.1(6) . . ?
O8 C25 O9 130(2) . . ?
O8 C25 H25 115.0 . . ?
O9 C25 H25 115.0 . . ?
O10 C26 H26 114.4 . . ?
O11 C26 O10 131.1(8) . . ?
O11 C26 H26 114.4 . . ?
Zr1 O13A Zr2 116.5(9) . . ?
Zr1 O13A Zr3 116.9(8) . . ?
Zr3 O13A Zr2 114.3(8) . . ?

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
Zr1 O2 C1 O1 9.2(12) 5_666 . . . ?
Zr1 O2 C1 C2 -172.9(4) 5_666 . . . ?
Zr1 O9 C25 O8 17(3) . . . . ?
Zr2 O5 C24 O6 4.4(12) 2_665 . . . ?
Zr2 O5 C24 C22 -175.1(5) 2_665 . . . ?
Zr2 O11 C26 O10 3(2) . . . . ?
Zr3 O1 C1 O2 -8.5(10) . . . . ?
Zr3 O1 C1 C2 173.6(4) . . . . ?
Zr3 O6 C24 O5 -0.8(10) 6_657 . . . ?
Zr3 O6 C24 C22 178.6(4) 6_657 . . . ?
Zr3 O8 C25 O9 -7(4) . . . . ?
Zr3 O10 C26 O11 -2.0(18) . . . . ?
O1 C1 C2 C3 -21.2(9) . . . . ?
O1 C1 C2 C4 163.4(6) . . . . ?
O2 C1 C2 C3 160.7(7) . . . . ?
O2 C1 C2 C4 -14.7(9) . . . . ?
N1 C12 C13 C14 -155.7(16) . . . . ?
N1 C12 C13 C19 23(2) . . . . ?
N2 C11 C6 C5 -7.9(11) . . . . ?
N2 C11 C6 C7 173.5(11) . . . . ?
N2 C11 C10 N1 -1.1(9) . . . . ?
N2 C11 C10 C9 -175.2(8) . . . . ?
N2 C12 C13 C14 21(3) . . . . ?
N2 C12 C13 C19 -160.4(15) . . . . ?
C1 C2 C3 C2 -174.3(5) . . . 7_565 ?
C1 C2 C4 C5 175.5(6) . . . . ?
C2 C4 C5 C4 -1.1(12) . . . 7_565 ?
C2 C4 C5 C6 -177.9(6) . . . . ?
C3 C2 C4 C5 0.0(10) . . . . ?
C4 C2 C3 C2 1.1(12) . . . 7_565 ?
C4 C5 C6 C11 130.2(7) 7_565 . . . ?
C4 C5 C6 C11 -53.0(9) . . . . ?
C4 C5 C6 C7 -51.2(9) 7_565 . . . ?
C4 C5 C6 C7 125.6(7) . . . . ?
C5 C6 C7 C8 -178.7(8) . . . . ?
C11 N2 C12 N1 -6.5(15) . . . . ?
C11 N2 C12 C13 176.6(15) . . . . ?
C11 C6 C7 C8 0.0 . . . . ?
C6 C11 C10 N1 174.1(8) . . . . ?
C6 C11 C10 C9 0.0 . . . . ?
C6 C7 C8 C9 0.0 . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C7 C8 C9 C20 174.5(8) . . . . ?
C8 C9 C10 N1 -172.6(10) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C8 C9 C20 C21 53.4(9) . . . 7_565 ?
C8 C9 C20 C21 -123.7(8) . . . . ?
C9 C20 C21 C22 174.2(7) . . . . ?
C10 N1 C12 N2 5.6(14) . . . . ?
C10 N1 C12 C13 -177.4(14) . . . . ?
C10 C11 C6 C5 178.6(8) . . . . ?
C10 C11 C6 C7 0.0 . . . . ?
C10 C9 C20 C21 50.8(10) . . . . ?
C10 C9 C20 C21 -132.1(7) . . . 7_565 ?
C12 N1 C10 C11 -2.8(11) . . . . ?
C12 N1 C10 C9 170.5(9) . . . . ?
C12 N2 C11 C6 -169.7(9) . . . . ?
C12 N2 C11 C10 4.5(11) . . . . ?
C12 C13 C14 C15 -178.8(16) . . . . ?
C12 C13 C19 O7 -5(3) . . . . ?
C12 C13 C19 C18 179.9(17) . . . . ?
C13 C14 C15 C16 2(3) . . . . ?
C14 C13 C19 O7 173.7(19) . . . . ?
C14 C13 C19 C18 -1(3) . . . . ?
C14 C15 C16 C17 -174.9(17) . . . . ?
C14 C15 C16 C18 -8(3) . . . . ?
C15 C16 C17 O3 31(3) . . . . ?
C15 C16 C17 O4 -141(2) . . . . ?
C15 C16 C18 C19 9(3) . . . . ?
C16 C18 C19 O7 -180.0(18) . . . . ?
C16 C18 C19 C13 -5(3) . . . . ?
C17 C16 C18 C19 177.0(17) . . . . ?
C18 C16 C17 O3 -136.2(19) . . . . ?
C18 C16 C17 O4 52(2) . . . . ?
C19 C13 C14 C15 2(3) . . . . ?
C20 C9 C10 N1 12.9(10) . . . . ?
C20 C9 C10 C11 -174.5(8) . . . . ?
C20 C21 C22 C23 -0.5(11) . . . . ?
C20 C21 C22 C24 179.3(7) . . . . ?
C21 C20 C21 C22 -2.9(13) 7_565 . . . ?
C21 C22 C23 C22 4.1(13) . . . 7_565 ?
C21 C22 C24 O5 -24.6(10) . . . . ?
C21 C22 C24 O6 155.9(6) . . . . ?
C23 C22 C24 O5 155.2(7) . . . . ?
C23 C22 C24 O6 -24.3(10) . . . . ?
C24 C22 C23 C22 -175.7(5) . . . 7_565 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.148 -0.619 -0.631 5757.4 784.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT430_a                   
;
PROBLEM: Short Inter D...A Contact  O3       ..O19      .       2.82 Ang.  
RESPONSE:  Ligand carboxylate groups are in close approximate to 
neighbouring carboxylate groups or oxygen atoms.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_ph2
_database_code_depnum_ccdc_archive 'CCDC 2290439'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic
China
;
_audit_update_record             
;
2023-08-23 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-08-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        HIAM-4040-OH-pH2
_chemical_formula_moiety         'C33 H16 N2 O33 Zr6'
_chemical_formula_sum            'C33 H16 N2 O33 Zr6'
_chemical_formula_weight         1515.80
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   28.822(3)
_cell_length_b                   25.209(2)
_cell_length_c                   13.8069(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     10031.9(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9912
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      26.160
_cell_measurement_theta_min      2.299
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.920
_exptl_absorpt_coefficient_mu    0.651
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.5832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0968 before and 0.0861 after correction.
The Ratio of minimum to maximum transmission is 0.7824.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.004
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2928
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1338
_diffrn_reflns_av_unetI/netI     0.0767
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            82826
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.374
_diffrn_reflns_theta_min         1.824
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON 100'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           40.0
_diffrn_source_power             1.8
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6545
_reflns_number_total             10477
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX4 V2022.10-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.639
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     454
_refine_ls_number_reflns         10477
_refine_ls_number_restraints     215
_refine_ls_R_factor_all          0.0816
_refine_ls_R_factor_gt           0.0524
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0748P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1387
_refine_ls_wR_factor_ref         0.1522
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O9-C25 = O8-C25 = O3-C17 = O4-C17
 1.25 with sigma of 0.01
 O10B-C26 = C26-O11B
 1.25 with sigma of 0.02
 O10A-C26A = C26A-O11A
 1.25 with sigma of 0.02
 O10B-O11B
 2.165 with sigma of 0.04
 O10A-O11A
 2.165 with sigma of 0.04
 Zr3-O10B \\sim Zr3-O10A
 with sigma of 0.02
 O11B-C26 \\sim O11A-C26A
 with sigma of 0.02
 Zr2-O11B \\sim Zr2-O11A
 with sigma of 0.02
 O10B-C26 \\sim O10A-C26A
 with sigma of 0.02
 Zr2-C26 \\sim Zr2-C26A
 with sigma of 0.04
 Zr3-C26 \\sim Zr3-C26A
 with sigma of 0.04
 O10B-O11B \\sim O10A-O11A
 with sigma of 0.04
3. Rigid bond restraints
 O10A, O10B, O11A, O11B, C26, C26A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
O3 \\sim O4 \\sim C17: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O8 \\sim O9 \\sim C25: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10 \\sim C11: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
O3 \\sim O4 \\sim O7 \\sim N1 \\sim N2 \\sim C12 \\sim C13 \\sim C14 \\sim C15
\\sim C16 \\sim C17 \\sim C18 \\sim C19: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01 within 2A
O10A \\sim O11A \\sim C26A: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
O10B \\sim O11B \\sim C26: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
O10A \\sim O10B \\sim O11A \\sim O11B \\sim C26 \\sim C26A: within 2A with
sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(O18B) = Uanis(O18A)
Uanis(O8) = Uanis(O4)
Uanis(O9) = Uanis(O3)
5. Others
 Fixed Sof: O3(0.5) O4(0.5) O7(0.5) H7(0.5) O8(0.5) O9(0.5) O10A(0.5)
 O10B(0.5) O11A(0.5) O11B(0.5) O13A(0.5) O13B(0.5) O18A(0.5) O18B(0.5) N1(0.5)
 N2(0.5) H2(0.5) C11(0.5) C6(0.5) C7(0.5) H7A(0.5) C8(0.5) H8(0.5) C9(0.5)
 C10(0.5) C12(0.5) C13(0.5) C14(0.5) H14(0.5) C15(0.5) H15(0.5) C16(0.5)
 C17(0.5) C18(0.5) H18(0.5) C19(0.5) C25(0.5) H25(0.5) C26(0.5) H26(0.5)
 C26A(0.5) H26A(0.5)
6.a Riding coordinates:
 O7(H7)
6.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C7(H7A), C8(H8), C14(H14), C15(H15), C18(H18),
 C21(H21), C23(H23), C25(H25), C26(H26), C26A(H26A)
6.c Fitted hexagon refined as free rotating group:
 C11(C6,C7,C8,C9,C10)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.42847(2) 0.52736(2) 0.41222(4) 0.04035(16) Uani 1 1 d . . . . .
Zr2 Zr 0.54763(2) 0.52849(2) 0.35860(4) 0.04190(16) Uani 1 1 d D . . . .
Zr3 Zr 0.49380(2) 0.41006(2) 0.43155(4) 0.02965(13) Uani 1 1 d D . . . .
O1 O 0.54483(10) 0.34845(11) 0.4700(3) 0.0351(8) Uani 1 1 d . . . . .
O2 O 0.59603(12) 0.38926(12) 0.5654(3) 0.0561(12) Uani 1 1 d . . . . .
O3 O 0.8988(4) 0.4693(4) 0.1986(11) 0.0562(16) Uani 0.5 1 d D U P A -1
O4 O 0.9430(5) 0.3921(5) 0.1771(11) 0.0433(16) Uani 0.5 1 d D U P A -1
O5 O 0.92614(13) 0.38791(12) 0.8586(3) 0.0627(13) Uani 1 1 d . . . . .
O6 O 0.95496(10) 0.34854(11) 0.9923(3) 0.0376(8) Uani 1 1 d . . . . .
O7 O 0.9071(4) 0.3112(5) 0.4923(9) 0.128(4) Uani 0.5 1 d . U P A -1
H7 H 0.891165 0.305743 0.543038 0.192 Uiso 0.5 1 d R U P A -1
O8 O 0.4318(5) 0.3867(5) 0.3415(11) 0.0433(16) Uani 0.5 1 d D U P B 1
O9 O 0.3870(5) 0.4630(4) 0.3309(11) 0.0562(16) Uani 0.5 1 d D U P B 1
O10A O 0.5261(4) 0.3859(6) 0.2936(7) 0.048(3) Uani 0.5 1 d D U P B 1
O10B O 0.5318(7) 0.3907(8) 0.2981(11) 0.093(4) Uani 0.5 1 d D U P B 2
O11A O 0.5626(15) 0.4663(7) 0.245(2) 0.090(5) Uani 0.5 1 d D U P B 1
O11B O 0.5636(16) 0.4694(7) 0.240(2) 0.094(4) Uani 0.5 1 d D U P B 2
O12 O 0.55690(17) 0.45644(15) 0.4373(3) 0.0751(15) Uani 1 1 d . . . . .
O13A O 0.4842(6) 0.4819(6) 0.3287(7) 0.038(3) Uani 0.5 1 d . . P B 1
O13B O 0.4848(6) 0.4843(6) 0.3704(7) 0.039(3) Uani 0.5 1 d . . P B 2
O14 O 0.49123(13) 0.57034(18) 0.4204(4) 0.0775(15) Uani 1 1 d . . . . .
O15 O 0.56294(18) 0.54388(15) 0.5079(3) 0.0813(16) Uani 1 1 d . . . . .
O16 O 0.62437(15) 0.52629(14) 0.3359(4) 0.0789(16) Uani 1 1 d . . . . .
O17 O 0.5271(2) 0.56370(17) 0.2208(4) 0.106(2) Uani 1 1 d . . . . .
O18A O 0.4256(16) 0.5573(14) 0.257(3) 0.071(5) Uani 0.5 1 d . . P B 1
O18B O 0.4154(16) 0.5672(14) 0.274(3) 0.071(5) Uani 0.5 1 d . . P B 2
O19 O 0.35498(13) 0.52416(14) 0.4565(4) 0.0862(18) Uani 1 1 d . . . . .
N1 N 0.8323(3) 0.3009(3) 0.5959(6) 0.040(2) Uani 0.5 1 d . U P A -1
N2 N 0.7638(3) 0.3043(3) 0.5222(6) 0.0389(19) Uani 0.5 1 d . U P A -1
H2 H 0.742438 0.311781 0.478819 0.047 Uiso 0.5 1 calc R U P A -1
C1 C 0.58070(16) 0.34901(17) 0.5248(4) 0.0392(13) Uani 1 1 d . . . . .
C2 C 0.60438(15) 0.29839(17) 0.5385(4) 0.0341(12) Uani 1 1 d . . . . .
C3 C 0.5827(2) 0.250000 0.5188(6) 0.0362(17) Uani 1 2 d S T P . .
H3 H 0.552485 0.250001 0.491281 0.043 Uiso 1 2 calc R U P . .
C4 C 0.64898(14) 0.29787(17) 0.5796(4) 0.0358(12) Uani 1 1 d . . . . .
H4 H 0.663900 0.330575 0.593689 0.043 Uiso 1 1 calc R U . . .
C5 C 0.6720(2) 0.250000 0.6002(5) 0.0336(16) Uani 1 2 d S T P . .
C11 C 0.75707(18) 0.2759(2) 0.6077(3) 0.0318(19) Uani 0.5 1 d G U P A -1
C6 C 0.71985(14) 0.2481(3) 0.6468(4) 0.0333(15) Uani 0.5 1 d G U P A -1
C7 C 0.72531(16) 0.2201(3) 0.7326(4) 0.042(2) Uani 0.5 1 d G U P A -1
H7A H 0.699875 0.201067 0.759329 0.050 Uiso 0.5 1 calc R U P A -1
C8 C 0.76800(18) 0.2198(3) 0.7795(4) 0.043(2) Uani 0.5 1 d G U P A -1
H8 H 0.771739 0.200554 0.838179 0.052 Uiso 0.5 1 calc R U P A -1
C9 C 0.80523(14) 0.2475(3) 0.7405(4) 0.0336(16) Uani 0.5 1 d G U P A -1
C10 C 0.79976(15) 0.2756(2) 0.6546(4) 0.0335(19) Uani 0.5 1 d G U P A -1
C12 C 0.8082(3) 0.3179(4) 0.5176(8) 0.042(2) Uani 0.5 1 d . U P A -1
C13 C 0.8322(3) 0.3446(4) 0.4384(8) 0.050(2) Uani 0.5 1 d . U P A -1
C14 C 0.8070(4) 0.3749(4) 0.3729(9) 0.056(3) Uani 0.5 1 d . U P A -1
H14 H 0.774417 0.378723 0.379618 0.067 Uiso 0.5 1 calc R U P A -1
C15 C 0.8301(4) 0.3990(4) 0.2984(9) 0.061(3) Uani 0.5 1 d . U P A -1
H15 H 0.813381 0.421242 0.255251 0.073 Uiso 0.5 1 calc R U P A -1
C16 C 0.8771(4) 0.3918(4) 0.2841(9) 0.054(2) Uani 0.5 1 d . U P A -1
C17 C 0.9117(6) 0.4207(5) 0.2163(15) 0.065(4) Uani 0.5 1 d D U P A -1
C18 C 0.9018(4) 0.3605(5) 0.3477(10) 0.068(3) Uani 0.5 1 d . U P A -1
H18 H 0.934033 0.354236 0.339067 0.082 Uiso 0.5 1 calc R U P A -1
C19 C 0.8770(4) 0.3377(5) 0.4272(10) 0.067(3) Uani 0.5 1 d . U P A -1
C20 C 0.8505(2) 0.250000 0.7966(6) 0.0357(17) Uani 1 2 d S T P . .
C21 C 0.87118(16) 0.29727(17) 0.8248(4) 0.0421(13) Uani 1 1 d . . . . .
H21 H 0.858586 0.330131 0.803763 0.050 Uiso 1 1 calc R U . . .
C22 C 0.91030(17) 0.29669(17) 0.8839(4) 0.0431(14) Uani 1 1 d . . . . .
C23 C 0.9284(2) 0.250000 0.9168(6) 0.0392(18) Uani 1 2 d S T P . .
H23 H 0.953194 0.250001 0.962081 0.047 Uiso 1 2 calc R U P . .
C24 C 0.93218(17) 0.34858(18) 0.9154(5) 0.0454(14) Uani 1 1 d . . . . .
C25 C 0.4000(5) 0.4159(5) 0.3078(13) 0.050(3) Uani 0.5 1 d D U P B 1
H25 H 0.382666 0.400267 0.256666 0.060 Uiso 0.5 1 calc R U P B 1
C26 C 0.5629(8) 0.4188(7) 0.2504(15) 0.096(4) Uani 0.5 1 d D U P B 2
H26 H 0.587299 0.399617 0.220234 0.115 Uiso 0.5 1 calc R U P B 2
C26A C 0.5477(7) 0.4189(7) 0.2344(13) 0.091(6) Uani 0.5 1 d D U P B 1
H26A H 0.553300 0.404506 0.171876 0.109 Uiso 0.5 1 calc R U P B 1


_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
Zr1 Zr2 3.5135(8) . ?
Zr1 Zr3 3.4873(7) 5_666 ?
Zr1 O2 2.239(3) 5_666 ?
Zr1 O9 2.307(17) . ?
Zr1 O12 2.159(4) 5_666 ?
Zr1 O13A 2.285(14) . ?
Zr1 O13B 2.036(16) . ?
Zr1 O14 2.112(4) . ?
Zr1 O15 2.122(4) 5_666 ?
Zr1 O18A 2.28(5) . ?
Zr1 O18B 2.19(5) . ?
Zr1 O19 2.206(4) . ?
Zr2 Zr3 3.4958(7) 5_666 ?
Zr2 Zr3 3.5121(6) . ?
Zr2 O5 2.239(3) 2_664 ?
Zr2 O11A 2.260(9) . ?
Zr2 O11B 2.256(12) . ?
Zr2 O12 2.134(4) . ?
Zr2 O13A 2.213(17) . ?
Zr2 O13B 2.133(17) . ?
Zr2 O14 2.117(4) . ?
Zr2 O15 2.144(5) . ?
Zr2 O16 2.235(4) . ?
Zr2 O17 2.181(5) . ?
Zr3 O1 2.204(3) . ?
Zr3 O6 2.182(3) 6_557 ?
Zr3 O8 2.254(19) . ?
Zr3 O10A 2.206(9) . ?
Zr3 O10B 2.199(12) . ?
Zr3 O12 2.163(4) . ?
Zr3 O13A 2.318(15) . ?
Zr3 O13B 2.069(15) . ?
Zr3 O14 2.147(5) 5_666 ?
Zr3 O15 2.173(4) 5_666 ?
O1 C1 1.281(6) . ?
O2 C1 1.241(5) . ?
O3 C17 1.304(8) . ?
O4 C17 1.275(9) . ?
O5 C24 1.277(6) . ?
O6 C24 1.248(6) . ?
O7 H7 0.8481 . ?
O7 C19 1.417(14) . ?
O8 C25 1.264(8) . ?
O9 C25 1.285(8) . ?
O10A C26A 1.323(11) . ?
O10B C26 1.319(11) . ?
O11A C26A 1.279(12) . ?
O11B C26 1.284(13) . ?
N1 C10 1.393(8) . ?
N1 C12 1.354(13) . ?
N2 H2 0.8800 . ?
N2 C11 1.394(9) . ?
N2 C12 1.325(11) . ?
C1 C2 1.460(6) . ?
C2 C3 1.397(5) . ?
C2 C4 1.405(6) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.407(5) . ?
C5 C6 1.521(7) . ?
C11 C6 1.3900 . ?
C11 C10 1.3900 . ?
C6 C7 1.3900 . ?
C7 H7A 0.9500 . ?
C7 C8 1.3900 . ?
C8 H8 0.9500 . ?
C8 C9 1.3900 . ?
C9 C10 1.3900 . ?
C9 C20 1.519(7) . ?
C12 C13 1.459(13) . ?
C13 C14 1.388(14) . ?
C13 C19 1.312(15) . ?
C14 H14 0.9500 . ?
C14 C15 1.368(14) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(15) . ?
C16 C17 1.55(2) . ?
C16 C18 1.379(15) . ?
C18 H18 0.9500 . ?
C18 C19 1.429(16) . ?
C20 C21 1.388(5) 7_565 ?
C20 C21 1.388(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.391(7) . ?
C22 C23 1.365(6) . ?
C22 C24 1.516(6) . ?
C23 H23 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C26A H26A 0.9500 . ?

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
Zr3 Zr1 Zr2 59.911(14) 5_666 . ?
O2 Zr1 Zr2 109.25(10) 5_666 . ?
O2 Zr1 Zr3 72.10(9) 5_666 5_666 ?
O2 Zr1 O9 124.3(3) 5_666 . ?
O2 Zr1 O13A 139.6(4) 5_666 . ?
O2 Zr1 O18A 78.9(5) 5_666 . ?
O9 Zr1 Zr2 114.2(2) . . ?
O9 Zr1 Zr3 162.2(3) . 5_666 ?
O12 Zr1 Zr2 90.59(14) 5_666 . ?
O12 Zr1 Zr3 36.26(11) 5_666 5_666 ?
O12 Zr1 O2 75.60(16) 5_666 5_666 ?
O12 Zr1 O9 134.6(3) 5_666 . ?
O12 Zr1 O13A 116.3(4) 5_666 . ?
O12 Zr1 O18A 148.4(10) 5_666 . ?
O12 Zr1 O18B 141.8(8) 5_666 . ?
O12 Zr1 O19 85.8(2) 5_666 . ?
O13A Zr1 Zr2 37.9(4) . . ?
O13A Zr1 Zr3 95.0(4) . 5_666 ?
O13A Zr1 O9 76.4(5) . . ?
O13B Zr1 Zr2 33.4(5) . . ?
O13B Zr1 O14 66.8(5) . . ?
O13B Zr1 O18B 97.7(8) . . ?
O13B Zr1 O19 145.5(5) . . ?
O14 Zr1 Zr2 33.87(11) . . ?
O14 Zr1 Zr3 35.36(13) . 5_666 ?
O14 Zr1 O2 77.35(15) . 5_666 ?
O14 Zr1 O9 146.2(3) . . ?
O14 Zr1 O12 71.58(17) . 5_666 ?
O14 Zr1 O13A 71.5(4) . . ?
O14 Zr1 O15 107.9(2) . 5_666 ?
O14 Zr1 O18A 85.0(13) . . ?
O14 Zr1 O18B 87.6(14) . . ?
O14 Zr1 O19 145.73(15) . . ?
O15 Zr1 Zr2 90.13(14) 5_666 . ?
O15 Zr1 Zr3 89.23(14) 5_666 5_666 ?
O15 Zr1 O2 139.46(16) 5_666 5_666 ?
O15 Zr1 O9 73.6(3) 5_666 . ?
O15 Zr1 O12 68.74(16) 5_666 5_666 ?
O15 Zr1 O13A 75.9(4) 5_666 . ?
O15 Zr1 O18A 140.7(6) 5_666 . ?
O15 Zr1 O18B 149.5(8) 5_666 . ?
O15 Zr1 O19 86.39(19) 5_666 . ?
O18A Zr1 Zr2 80.5(11) . . ?
O18A Zr1 Zr3 117.2(12) . 5_666 ?
O18A Zr1 O9 75.8(12) . . ?
O18A Zr1 O13A 73.5(7) . . ?
O18B Zr1 Zr2 88.9(12) . . ?
O18B Zr1 O19 95.4(12) . . ?
O19 Zr1 Zr2 175.73(15) . . ?
O19 Zr1 Zr3 117.50(14) . 5_666 ?
O19 Zr1 O2 72.14(14) . 5_666 ?
O19 Zr1 O9 67.2(3) . . ?
O19 Zr1 O13A 142.8(4) . . ?
O19 Zr1 O18A 103.8(11) . . ?
Zr3 Zr2 Zr3 89.317(16) 5_666 . ?
O5 Zr2 Zr3 72.45(10) 2_664 5_666 ?
O5 Zr2 Zr3 161.69(11) 2_664 . ?
O5 Zr2 O11A 126.0(5) 2_664 . ?
O5 Zr2 O11B 123.5(6) 2_664 . ?
O11A Zr2 Zr3 161.5(5) . 5_666 ?
O11A Zr2 Zr3 72.2(5) . . ?
O11B Zr2 Zr3 74.8(5) . . ?
O12 Zr2 Zr3 35.46(12) . . ?
O12 Zr2 Zr3 89.87(14) . 5_666 ?
O12 Zr2 O5 139.39(16) . 2_664 ?
O12 Zr2 O11A 74.9(8) . . ?
O12 Zr2 O11B 77.4(8) . . ?
O12 Zr2 O13A 75.3(4) . . ?
O12 Zr2 O15 68.80(16) . . ?
O12 Zr2 O16 85.77(18) . . ?
O12 Zr2 O17 145.57(17) . . ?
O13A Zr2 Zr3 40.3(4) . . ?
O13A Zr2 Zr3 96.2(3) . 5_666 ?
O13A Zr2 O5 141.1(4) . 2_664 ?
O13A Zr2 O11A 70.1(10) . . ?
O13A Zr2 O16 141.2(4) . . ?
O13B Zr2 Zr3 32.7(4) . . ?
O13B Zr2 O11B 83.4(10) . . ?
O13B Zr2 O12 67.8(4) . . ?
O13B Zr2 O15 101.3(3) . . ?
O13B Zr2 O16 147.0(4) . . ?
O13B Zr2 O17 92.8(4) . . ?
O14 Zr2 Zr3 88.22(13) . . ?
O14 Zr2 Zr3 35.22(13) . 5_666 ?
O14 Zr2 O5 77.90(15) . 2_664 ?
O14 Zr2 O11A 140.5(12) . . ?
O14 Zr2 O11B 141.0(13) . . ?
O14 Zr2 O12 108.4(2) . . ?
O14 Zr2 O13A 72.8(4) . . ?
O14 Zr2 O13B 65.0(4) . . ?
O14 Zr2 O15 71.36(18) . . ?
O14 Zr2 O16 145.97(15) . . ?
O14 Zr2 O17 86.6(2) . . ?
O15 Zr2 Zr3 88.22(13) . . ?
O15 Zr2 Zr3 36.20(11) . 5_666 ?
O15 Zr2 O5 76.14(17) . 2_664 ?
O15 Zr2 O11A 139.0(11) . . ?
O15 Zr2 O11B 140.6(12) . . ?
O15 Zr2 O13A 116.5(3) . . ?
O15 Zr2 O16 86.3(2) . . ?
O15 Zr2 O17 145.19(15) . . ?
O16 Zr2 Zr3 117.15(10) . . ?
O16 Zr2 Zr3 117.72(13) . 5_666 ?
O16 Zr2 O5 71.89(13) . 2_664 ?
O16 Zr2 O11A 72.4(11) . . ?
O16 Zr2 O11B 71.3(12) . . ?
O17 Zr2 Zr3 116.76(14) . 5_666 ?
O17 Zr2 Zr3 118.46(15) . . ?
O17 Zr2 O5 73.03(18) . 2_664 ?
O17 Zr2 O11A 74.2(10) . . ?
O17 Zr2 O11B 72.1(10) . . ?
O17 Zr2 O13A 80.2(4) . . ?
O17 Zr2 O16 99.0(2) . . ?
Zr1 Zr3 Zr2 60.418(16) 5_666 5_666 ?
O1 Zr3 Zr1 74.99(8) . 5_666 ?
O1 Zr3 Zr2 109.90(9) . 5_666 ?
O1 Zr3 O8 118.6(3) . . ?
O1 Zr3 O10A 74.4(4) . . ?
O1 Zr3 O13A 141.1(4) . . ?
O6 Zr3 Zr1 110.69(10) 6_557 5_666 ?
O6 Zr3 Zr2 74.96(9) 6_557 5_666 ?
O6 Zr3 O1 74.07(12) 6_557 . ?
O6 Zr3 O8 71.0(2) 6_557 . ?
O6 Zr3 O10A 115.8(4) 6_557 . ?
O6 Zr3 O10B 120.1(5) 6_557 . ?
O6 Zr3 O13A 142.0(4) 6_557 . ?
O8 Zr3 Zr1 165.5(3) . 5_666 ?
O8 Zr3 Zr2 107.6(3) . 5_666 ?
O8 Zr3 O13A 76.7(5) . . ?
O10A Zr3 Zr1 112.8(4) . 5_666 ?
O10A Zr3 Zr2 169.2(4) . 5_666 ?
O10A Zr3 O8 77.6(4) . . ?
O10A Zr3 O13A 74.8(5) . . ?
O10B Zr3 O1 73.3(6) . . ?
O12 Zr3 Zr1 36.16(12) . 5_666 ?
O12 Zr3 Zr2 90.98(14) . 5_666 ?
O12 Zr3 O1 79.10(14) . . ?
O12 Zr3 O6 142.89(15) . 6_557 ?
O12 Zr3 O8 145.8(3) . . ?
O12 Zr3 O10A 80.0(4) . . ?
O12 Zr3 O10B 74.5(5) . . ?
O12 Zr3 O13A 72.6(4) . . ?
O12 Zr3 O15 109.3(2) . 5_666 ?
O13A Zr3 Zr1 95.9(4) . 5_666 ?
O13A Zr3 Zr2 96.9(3) . 5_666 ?
O13B Zr3 O1 145.0(5) . . ?
O13B Zr3 O10B 85.5(6) . . ?
O13B Zr3 O12 68.4(5) . . ?
O14 Zr3 Zr1 34.69(11) 5_666 5_666 ?
O14 Zr3 Zr2 34.67(11) 5_666 5_666 ?
O14 Zr3 O1 78.37(15) 5_666 . ?
O14 Zr3 O6 78.94(15) 5_666 6_557 ?
O14 Zr3 O8 138.1(3) 5_666 . ?
O14 Zr3 O10A 143.2(3) 5_666 . ?
O14 Zr3 O10B 138.5(6) 5_666 . ?
O14 Zr3 O12 70.83(16) 5_666 . ?
O14 Zr3 O13A 115.3(3) 5_666 . ?
O14 Zr3 O15 70.26(17) 5_666 5_666 ?
O15 Zr3 Zr1 90.23(14) 5_666 5_666 ?
O15 Zr3 Zr2 35.65(12) 5_666 5_666 ?
O15 Zr3 O1 141.83(15) 5_666 . ?
O15 Zr3 O6 78.95(15) 5_666 6_557 ?
O15 Zr3 O8 75.8(3) 5_666 . ?
O15 Zr3 O10A 142.9(4) 5_666 . ?
O15 Zr3 O10B 144.7(6) 5_666 . ?
O15 Zr3 O13A 74.2(4) 5_666 . ?
C1 O1 Zr3 132.3(3) . . ?
C1 O2 Zr1 135.9(3) . 5_666 ?
C24 O5 Zr2 133.2(3) . 2_665 ?
C24 O6 Zr3 132.8(3) . 6_657 ?
C19 O7 H7 105.7 . . ?
C25 O8 Zr3 128.8(12) . . ?
C25 O9 Zr1 128.3(11) . . ?
C26A O10A Zr3 123.9(10) . . ?
C26 O10B Zr3 129.6(13) . . ?
C26A O11A Zr2 131.5(13) . . ?
C26 O11B Zr2 125.1(16) . . ?
Zr1 O12 Zr3 107.6(2) 5_666 . ?
Zr2 O12 Zr1 110.71(18) . 5_666 ?
Zr2 O12 Zr3 109.6(2) . . ?
Zr1 O13A Zr3 99.6(4) . . ?
Zr2 O13A Zr1 102.7(5) . . ?
Zr2 O13A Zr3 101.6(6) . . ?
Zr1 O13B Zr2 114.8(7) . . ?
Zr1 O13B Zr3 117.8(7) . . ?
Zr3 O13B Zr2 113.4(8) . . ?
Zr1 O14 Zr2 112.36(18) . . ?
Zr1 O14 Zr3 109.9(2) . 5_666 ?
Zr2 O14 Zr3 110.1(2) . 5_666 ?
Zr1 O15 Zr2 111.75(18) 5_666 . ?
Zr1 O15 Zr3 109.9(2) 5_666 5_666 ?
Zr2 O15 Zr3 108.2(2) . 5_666 ?
C12 N1 C10 105.3(7) . . ?
C11 N2 H2 126.0 . . ?
C12 N2 H2 126.0 . . ?
C12 N2 C11 107.9(8) . . ?
O1 C1 C2 116.4(4) . . ?
O2 C1 O1 124.3(4) . . ?
O2 C1 C2 119.3(4) . . ?
C3 C2 C1 121.9(4) . . ?
C3 C2 C4 118.7(4) . . ?
C4 C2 C1 119.2(4) . . ?
C2 C3 C2 121.6(6) . 7_565 ?
C2 C3 H3 119.2 . . ?
C2 C3 H3 119.2 7_565 . ?
C2 C4 H4 119.3 . . ?
C2 C4 C5 121.5(4) . . ?
C5 C4 H4 119.3 . . ?
C4 C5 C4 118.1(6) 7_565 . ?
C4 C5 C6 119.2(4) 7_565 . ?
C4 C5 C6 122.7(4) . . ?
C6 C11 N2 134.0(5) . . ?
C6 C11 C10 120.0 . . ?
C10 C11 N2 105.9(5) . . ?
C11 C6 C5 121.3(4) . . ?
C11 C6 C7 120.0 . . ?
C7 C6 C5 118.6(4) . . ?
C6 C7 H7A 120.0 . . ?
C8 C7 C6 120.0 . . ?
C8 C7 H7A 120.0 . . ?
C7 C8 H8 120.0 . . ?
C7 C8 C9 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C20 119.1(4) . . ?
C10 C9 C8 120.0 . . ?
C10 C9 C20 120.8(4) . . ?
C11 C10 N1 108.8(5) . . ?
C9 C10 N1 130.8(5) . . ?
C9 C10 C11 120.0 . . ?
N1 C12 C13 120.0(9) . . ?
N2 C12 N1 112.0(9) . . ?
N2 C12 C13 127.8(10) . . ?
C14 C13 C12 119.6(9) . . ?
C19 C13 C12 119.6(10) . . ?
C19 C13 C14 120.6(10) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 C13 118.7(10) . . ?
C15 C14 H14 120.6 . . ?
C14 C15 H15 119.1 . . ?
C14 C15 C16 121.8(11) . . ?
C16 C15 H15 119.1 . . ?
C15 C16 C17 131.0(10) . . ?
C18 C16 C15 119.3(11) . . ?
C18 C16 C17 108.9(11) . . ?
O3 C17 C16 111.9(13) . . ?
O4 C17 O3 130.7(16) . . ?
O4 C17 C16 116.5(12) . . ?
C16 C18 H18 121.3 . . ?
C16 C18 C19 117.5(11) . . ?
C19 C18 H18 121.3 . . ?
O7 C19 C18 111.8(10) . . ?
C13 C19 O7 126.1(11) . . ?
C13 C19 C18 122.0(11) . . ?
C21 C20 C9 118.5(4) 7_565 . ?
C21 C20 C9 123.2(4) . . ?
C21 C20 C21 118.3(6) 7_565 . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.2(4) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C24 119.8(4) . . ?
C23 C22 C21 120.9(4) . . ?
C23 C22 C24 119.3(5) . . ?
C22 C23 C22 119.1(6) . 7_565 ?
C22 C23 H23 120.4 7_565 . ?
C22 C23 H23 120.4 . . ?
O5 C24 C22 115.9(5) . . ?
O6 C24 O5 126.5(4) . . ?
O6 C24 C22 117.6(5) . . ?
O8 C25 O9 131.1(15) . . ?
O8 C25 H25 114.5 . . ?
O9 C25 H25 114.5 . . ?
O10B C26 H26 116.6 . . ?
O11B C26 O10B 126.9(18) . . ?
O11B C26 H26 116.6 . . ?
O10A C26A H26A 113.7 . . ?
O11A C26A O10A 132.6(15) . . ?
O11A C26A H26A 113.7 . . ?

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
Zr1 O2 C1 O1 9.6(10) 5_666 . . . ?
Zr1 O2 C1 C2 -170.7(4) 5_666 . . . ?
Zr1 O9 C25 O8 21(2) . . . . ?
Zr2 O5 C24 O6 2.7(9) 2_665 . . . ?
Zr2 O5 C24 C22 -175.6(4) 2_665 . . . ?
Zr2 O11A C26A O10A -15(6) . . . . ?
Zr2 O11B C26 O10B 42(5) . . . . ?
Zr3 O1 C1 O2 -4.8(9) . . . . ?
Zr3 O1 C1 C2 175.4(3) . . . . ?
Zr3 O6 C24 O5 0.5(9) 6_657 . . . ?
Zr3 O6 C24 C22 178.8(3) 6_657 . . . ?
Zr3 O8 C25 O9 -18(2) . . . . ?
Zr3 O10A C26A O11A 14(4) . . . . ?
Zr3 O10B C26 O11B -35(4) . . . . ?
O1 C1 C2 C3 -18.6(8) . . . . ?
O1 C1 C2 C4 166.3(5) . . . . ?
O2 C1 C2 C3 161.6(6) . . . . ?
O2 C1 C2 C4 -13.5(8) . . . . ?
N1 C12 C13 C14 -161.8(11) . . . . ?
N1 C12 C13 C19 21.5(19) . . . . ?
N2 C11 C6 C5 -8.2(8) . . . . ?
N2 C11 C6 C7 175.0(8) . . . . ?
N2 C11 C10 N1 -3.1(7) . . . . ?
N2 C11 C10 C9 -176.3(6) . . . . ?
N2 C12 C13 C14 22.6(19) . . . . ?
N2 C12 C13 C19 -154.1(13) . . . . ?
C1 C2 C3 C2 -175.4(5) . . . 7_565 ?
C1 C2 C4 C5 175.7(5) . . . . ?
C2 C4 C5 C4 -0.7(10) . . . 7_565 ?
C2 C4 C5 C6 -178.5(5) . . . . ?
C3 C2 C4 C5 0.5(9) . . . . ?
C4 C2 C3 C2 -0.3(11) . . . 7_565 ?
C4 C5 C6 C11 -53.6(8) . . . . ?
C4 C5 C6 C11 128.6(6) 7_565 . . . ?
C4 C5 C6 C7 123.2(6) . . . . ?
C4 C5 C6 C7 -54.6(7) 7_565 . . . ?
C5 C6 C7 C8 -176.9(7) . . . . ?
C11 N2 C12 N1 -0.5(12) . . . . ?
C11 N2 C12 C13 175.3(11) . . . . ?
C11 C6 C7 C8 0.0 . . . . ?
C6 C11 C10 N1 173.2(6) . . . . ?
C6 C11 C10 C9 0.0 . . . . ?
C6 C7 C8 C9 0.0 . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C7 C8 C9 C20 175.5(7) . . . . ?
C8 C9 C10 N1 -171.4(8) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C8 C9 C20 C21 -122.2(6) . . . . ?
C8 C9 C20 C21 54.9(8) . . . 7_565 ?
C9 C20 C21 C22 173.9(6) . . . . ?
C10 N1 C12 N2 -1.4(12) . . . . ?
C10 N1 C12 C13 -177.6(9) . . . . ?
C10 C11 C6 C5 176.8(7) . . . . ?
C10 C11 C6 C7 0.0 . . . . ?
C10 C9 C20 C21 -129.6(6) . . . 7_565 ?
C10 C9 C20 C21 53.3(9) . . . . ?
C12 N1 C10 C11 2.8(9) . . . . ?
C12 N1 C10 C9 175.0(6) . . . . ?
C12 N2 C11 C6 -173.3(7) . . . . ?
C12 N2 C11 C10 2.2(9) . . . . ?
C12 C13 C14 C15 -179.1(12) . . . . ?
C12 C13 C19 O7 -8(2) . . . . ?
C12 C13 C19 C18 176.3(13) . . . . ?
C13 C14 C15 C16 3(2) . . . . ?
C14 C13 C19 O7 175.1(14) . . . . ?
C14 C13 C19 C18 0(2) . . . . ?
C14 C15 C16 C17 -169.6(14) . . . . ?
C14 C15 C16 C18 -1(2) . . . . ?
C15 C16 C17 O3 28(2) . . . . ?
C15 C16 C17 O4 -142.5(15) . . . . ?
C15 C16 C18 C19 -1(2) . . . . ?
C16 C18 C19 O7 -173.9(13) . . . . ?
C16 C18 C19 C13 2(2) . . . . ?
C17 C16 C18 C19 169.3(13) . . . . ?
C18 C16 C17 O3 -141.2(13) . . . . ?
C18 C16 C17 O4 48.4(18) . . . . ?
C19 C13 C14 C15 -2(2) . . . . ?
C20 C9 C10 N1 13.1(8) . . . . ?
C20 C9 C10 C11 -175.5(7) . . . . ?
C20 C21 C22 C23 -1.5(10) . . . . ?
C20 C21 C22 C24 -179.1(6) . . . . ?
C21 C20 C21 C22 -3.1(11) 7_565 . . . ?
C21 C22 C23 C22 6.1(12) . . . 7_565 ?
C21 C22 C24 O5 -27.0(8) . . . . ?
C21 C22 C24 O6 154.5(5) . . . . ?
C23 C22 C24 O5 155.3(6) . . . . ?
C23 C22 C24 O6 -23.1(9) . . . . ?
C24 C22 C23 C22 -176.2(4) . . . 7_565 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.047 -0.876 -0.792 5809.1 1051.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT430_ph2                 
;
PROBLEM: Short Inter D...A Contact  O4       ..O6       .       2.80 Ang.  
RESPONSE:  Ligand carboxylate groups are in close approximate to 
neighbouring carboxylate groups.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_ph12
_database_code_depnum_ccdc_archive 'CCDC 2290441'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic
China
;
_audit_update_record             
;
2023-08-23 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-08-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        HIAM-4040-OH-pH12
_chemical_formula_moiety         'C33 H16 N2 O33 Zr6'
_chemical_formula_sum            'C33 H16 N2 O33 Zr6'
_chemical_formula_weight         1515.80
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   28.8021(13)
_cell_length_b                   25.3660(12)
_cell_length_c                   13.6242(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9953.8(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9897
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      27.40
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   0.937
_shelx_estimated_absorpt_T_min   0.920
_exptl_absorpt_coefficient_mu    0.656
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5614
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1163 before and 0.0845 after correction.
The Ratio of minimum to maximum transmission is 0.7530.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.011
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2928
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1112
_diffrn_reflns_av_unetI/netI     0.0631
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            89747
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         1.697
_diffrn_ambient_temperature      193.0
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON 100'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           40.0
_diffrn_source_power             1.8
_diffrn_source_voltage           45.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7824
_reflns_number_total             11636
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX4 V2022.10-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.982
_refine_diff_density_min         -0.574
_refine_diff_density_rms         0.094
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     445
_refine_ls_number_reflns         11636
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0512
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0818P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1391
_refine_ls_wR_factor_ref         0.1507
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O9-C25 = O8-C25 = O3-C17 = O4-C17
 1.25 with sigma of 0.01
3. Rigid bond restraints
 Zr1, O18A, O18B
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
 C8, C9, C10, C20
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.04
4. Uiso/Uaniso restraints and constraints
O3 \\sim O4 \\sim C17: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O8 \\sim O9 \\sim C25: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C13 \\sim C14 \\sim C15 \\sim C16 \\sim C18 \\sim C19: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C6 \\sim C7 \\sim C8 \\sim C9 \\sim C10 \\sim C11: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02 within 2A
Zr1 \\sim O18A \\sim O18B: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C8 \\sim C9 \\sim C10 \\sim C20: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
Uanis(O4) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
5. Others
 Fixed Sof: O3(0.5) O4(0.5) O7(0.5) H7(0.5) O8(0.5) O9(0.5) O13A(0.5)
 O13B(0.5) O18A(0.5) O18B(0.5) N1(0.5) N2(0.5) H2(0.5) C11(0.5) C6(0.5) C7(0.5)
 H7A(0.5) C8(0.5) H8(0.5) C9(0.5) C10(0.5) C12(0.5) C13(0.5) C14(0.5) H14(0.5)
 C15(0.5) H15(0.5) C16(0.5) C17(0.5) C18(0.5) H18(0.5) C19(0.5) C25(0.5)
 H25(0.5)
6.a Riding coordinates:
 O7(H7)
6.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C7(H7A), C8(H8), C14(H14), C15(H15), C18(H18),
 C21(H21), C23(H23), C25(H25), C26(H26)
6.c Fitted hexagon refined as free rotating group:
 C11(C6,C7,C8,C9,C10)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.42868(2) 0.52789(2) 0.40944(3) 0.03762(13) Uani 1 1 d . U . . .
Zr2 Zr 0.54873(2) 0.52914(2) 0.35861(3) 0.03699(12) Uani 1 1 d . . . . .
Zr3 Zr 0.49415(2) 0.41136(2) 0.42804(3) 0.02814(11) Uani 1 1 d . . . . .
O1 O 0.54492(8) 0.34873(9) 0.4642(2) 0.0327(6) Uani 1 1 d . . . . .
O2 O 0.59479(11) 0.38829(11) 0.5675(3) 0.0577(10) Uani 1 1 d . . . . .
O3 O 0.8951(10) 0.4703(8) 0.2005(17) 0.077(6) Uani 0.5 1 d D U P A -1
O4 O 0.9377(5) 0.3937(6) 0.1815(12) 0.031(3) Uani 0.5 1 d D U P A -1
O5 O 0.92549(11) 0.38695(11) 0.8612(3) 0.0570(10) Uani 1 1 d . . . . .
O6 O 0.95479(9) 0.34857(9) 0.9968(2) 0.0375(7) Uani 1 1 d . . . . .
O7 O 0.9038(4) 0.3138(5) 0.5006(9) 0.154(5) Uani 0.5 1 d . . P A -1
H7 H 0.887943 0.308399 0.551364 0.231 Uiso 0.5 1 d R U P A -1
O8 O 0.4389(7) 0.3851(7) 0.3346(14) 0.053(4) Uani 0.5 1 d D U P B 1
O9 O 0.3941(9) 0.4625(6) 0.3246(15) 0.054(4) Uani 0.5 1 d D U P B 1
O10 O 0.52875(12) 0.39010(12) 0.2880(2) 0.0506(8) Uani 1 1 d . . . . .
O11 O 0.56411(17) 0.46869(16) 0.2393(3) 0.0854(14) Uani 1 1 d . . . . .
O12 O 0.55733(15) 0.45715(13) 0.4381(3) 0.0670(11) Uani 1 1 d . . . . .
O13A O 0.4848(3) 0.4830(3) 0.3253(5) 0.0317(16) Uani 0.5 1 d . . P B 1
O13B O 0.4868(3) 0.4850(4) 0.3732(5) 0.0340(18) Uani 0.5 1 d . . P B 2
O14 O 0.49142(11) 0.57064(17) 0.4203(3) 0.0681(12) Uani 1 1 d . . . . .
O15 O 0.56284(16) 0.54385(13) 0.5109(3) 0.0756(13) Uani 1 1 d . . . . .
O16 O 0.62418(13) 0.52663(13) 0.3370(4) 0.0800(14) Uani 1 1 d . . . . .
O17 O 0.5280(2) 0.56375(15) 0.2187(3) 0.1074(17) Uani 1 1 d . . . . .
O18A O 0.4147(6) 0.5619(8) 0.2599(18) 0.068(4) Uani 0.5 1 d . U P B 1
O18B O 0.4306(7) 0.5617(8) 0.2640(18) 0.084(6) Uani 0.5 1 d . U P B 2
O19 O 0.35539(12) 0.52461(13) 0.4518(4) 0.0808(14) Uani 1 1 d . . . . .
N1 N 0.8310(2) 0.3008(3) 0.6054(6) 0.0445(18) Uani 0.5 1 d . . P A -1
N2 N 0.7621(2) 0.3033(3) 0.5277(5) 0.0400(17) Uani 0.5 1 d . . P A -1
H2 H 0.741150 0.309840 0.482329 0.048 Uiso 0.5 1 calc R U P A -1
C1 C 0.57969(13) 0.34905(14) 0.5224(3) 0.0367(10) Uani 1 1 d . . . . .
C2 C 0.60344(12) 0.29750(14) 0.5396(3) 0.0327(9) Uani 1 1 d . . . . .
C3 C 0.58169(18) 0.250000 0.5158(5) 0.0337(13) Uani 1 2 d S T P . .
H3 H 0.552418 0.250000 0.483681 0.040 Uiso 1 2 calc R U P . .
C4 C 0.64696(13) 0.29734(14) 0.5834(3) 0.0370(10) Uani 1 1 d . . . . .
H4 H 0.661464 0.329860 0.599355 0.044 Uiso 1 1 calc R U . . .
C5 C 0.66974(18) 0.250000 0.6043(4) 0.0298(12) Uani 1 2 d S T P . .
C11 C 0.75470(14) 0.2762(2) 0.6142(3) 0.0335(16) Uani 0.5 1 d G U P A -1
C6 C 0.71704(11) 0.2494(3) 0.6537(3) 0.0334(13) Uani 0.5 1 d G U P A -1
C7 C 0.72204(13) 0.2216(2) 0.7410(3) 0.0438(19) Uani 0.5 1 d G U P A -1
H7A H 0.696302 0.203203 0.768110 0.053 Uiso 0.5 1 calc R U P A -1
C8 C 0.76469(15) 0.2207(2) 0.7887(3) 0.0428(19) Uani 0.5 1 d G U P A -1
H8 H 0.768106 0.201671 0.848413 0.051 Uiso 0.5 1 calc R U P A -1
C9 C 0.80235(11) 0.2475(3) 0.7492(3) 0.0342(13) Uani 0.5 1 d G U P A -1
C10 C 0.79735(12) 0.2753(2) 0.6619(3) 0.0322(16) Uani 0.5 1 d G U P A -1
C12 C 0.8072(3) 0.3178(4) 0.5249(7) 0.047(2) Uani 0.5 1 d . . P A -1
C13 C 0.8317(3) 0.3417(5) 0.4445(8) 0.063(3) Uani 0.5 1 d . U P A -1
C14 C 0.8093(4) 0.3788(5) 0.3854(9) 0.083(3) Uani 0.5 1 d . U P A -1
H14 H 0.777175 0.385217 0.394964 0.100 Uiso 0.5 1 calc R U P A -1
C15 C 0.8331(4) 0.4066(5) 0.3123(9) 0.084(3) Uani 0.5 1 d . U P A -1
H15 H 0.818729 0.435652 0.280453 0.101 Uiso 0.5 1 calc R U P A -1
C16 C 0.8784(4) 0.3914(5) 0.2864(9) 0.073(3) Uani 0.5 1 d . U P A -1
C17 C 0.9050(7) 0.4214(7) 0.2170(11) 0.048(4) Uani 0.5 1 d D U P A -1
C18 C 0.9019(4) 0.3564(5) 0.3492(10) 0.084(3) Uani 0.5 1 d . U P A -1
H18 H 0.933558 0.347322 0.338832 0.100 Uiso 0.5 1 calc R U P A -1
C19 C 0.8754(4) 0.3346(5) 0.4312(9) 0.078(3) Uani 0.5 1 d . U P A -1
C20 C 0.84852(18) 0.250000 0.8071(5) 0.0335(12) Uani 1 2 d S TU P . .
C21 C 0.86923(13) 0.29694(16) 0.8324(4) 0.0408(10) Uani 1 1 d . . . . .
H21 H 0.856104 0.329327 0.811008 0.049 Uiso 1 1 calc R U . . .
C22 C 0.90942(13) 0.29706(15) 0.8892(3) 0.0363(10) Uani 1 1 d . . . . .
C23 C 0.92822(19) 0.250000 0.9213(5) 0.0356(13) Uani 1 2 d S T P . .
H23 H 0.953872 0.250001 0.965096 0.043 Uiso 1 2 calc R U P . .
C24 C 0.93165(14) 0.34799(15) 0.9189(4) 0.0405(11) Uani 1 1 d . . . . .
C25 C 0.4058(8) 0.4141(7) 0.3089(15) 0.065(4) Uani 0.5 1 d D U P B 1
H25 H 0.384225 0.396199 0.268090 0.078 Uiso 0.5 1 calc R U P B 1
C26 C 0.5545(3) 0.4192(2) 0.2322(5) 0.088(2) Uani 1 1 d . . . . .
H26 H 0.568344 0.401603 0.178084 0.106 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
Zr1 Zr3 3.4955(6) 5_666 ?
Zr1 Zr3 3.5154(5) . ?
Zr1 O2 2.253(3) 5_666 ?
Zr1 O9 2.25(2) . ?
Zr1 O12 2.150(3) 5_666 ?
Zr1 O13A 2.286(8) . ?
Zr1 O13B 2.057(8) . ?
Zr1 O14 2.113(3) . ?
Zr1 O15 2.133(3) 5_666 ?
Zr1 O18A 2.25(2) . ?
Zr1 O18B 2.16(3) . ?
Zr1 O19 2.190(4) . ?
Zr2 Zr3 3.5003(6) 5_666 ?
Zr2 Zr3 3.5062(5) . ?
Zr2 O5 2.254(3) 2_664 ?
Zr2 O11 2.278(4) . ?
Zr2 O12 2.137(3) . ?
Zr2 O13A 2.228(8) . ?
Zr2 O13B 2.115(8) . ?
Zr2 O14 2.130(3) . ?
Zr2 O15 2.146(4) . ?
Zr2 O16 2.194(4) . ?
Zr2 O17 2.181(4) . ?
Zr3 O1 2.215(2) . ?
Zr3 O6 2.207(3) 6_557 ?
Zr3 O8 2.14(2) . ?
Zr3 O10 2.219(3) . ?
Zr3 O12 2.163(3) . ?
Zr3 O13A 2.310(8) . ?
Zr3 O13B 2.023(9) . ?
Zr3 O14 2.157(4) 5_666 ?
Zr3 O15 2.163(4) 5_666 ?
O1 C1 1.277(5) . ?
O2 C1 1.248(5) . ?
O3 C17 1.293(9) . ?
O4 C17 1.271(8) . ?
O5 C24 1.275(5) . ?
O6 C24 1.254(5) . ?
O7 H7 0.8400 . ?
O7 C19 1.357(13) . ?
O8 C25 1.253(9) . ?
O9 C25 1.291(9) . ?
O10 C26 1.294(7) . ?
O11 C26 1.288(6) . ?
N1 C10 1.395(8) . ?
N1 C12 1.363(11) . ?
N2 H2 0.8800 . ?
N2 C11 1.379(8) . ?
N2 C12 1.352(10) . ?
C1 C2 1.494(5) . ?
C2 C3 1.396(4) . ?
C2 C4 1.388(5) . ?
C3 H3 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.398(4) . ?
C5 C6 1.520(6) . ?
C11 C6 1.3900 . ?
C11 C10 1.3900 . ?
C6 C7 1.3900 . ?
C7 H7A 0.9500 . ?
C7 C8 1.3900 . ?
C8 H8 0.9500 . ?
C8 C9 1.3900 . ?
C9 C10 1.3900 . ?
C9 C20 1.548(6) . ?
C12 C13 1.436(12) . ?
C13 C14 1.395(14) . ?
C13 C19 1.284(13) . ?
C14 H14 0.9500 . ?
C14 C15 1.400(14) . ?
C15 H15 0.9500 . ?
C15 C16 1.404(14) . ?
C16 C17 1.43(2) . ?
C16 C18 1.409(15) . ?
C18 H18 0.9500 . ?
C18 C19 1.462(15) . ?
C20 C21 1.375(5) 7_565 ?
C20 C21 1.375(5) . ?
C21 H21 0.9500 . ?
C21 C22 1.392(5) . ?
C22 C23 1.382(5) . ?
C22 C24 1.498(5) . ?
C23 H23 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?

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
Zr3 Zr1 Zr3 89.080(12) 5_666 . ?
O2 Zr1 Zr3 160.80(8) 5_666 . ?
O2 Zr1 Zr3 71.72(7) 5_666 5_666 ?
O2 Zr1 O9 129.3(5) 5_666 . ?
O2 Zr1 O13A 138.8(2) 5_666 . ?
O9 Zr1 Zr3 158.5(5) . 5_666 ?
O9 Zr1 Zr3 69.8(5) . . ?
O9 Zr1 O13A 71.9(6) . . ?
O12 Zr1 Zr3 88.75(11) 5_666 . ?
O12 Zr1 Zr3 35.99(9) 5_666 5_666 ?
O12 Zr1 O2 75.82(14) 5_666 5_666 ?
O12 Zr1 O9 135.1(6) 5_666 . ?
O12 Zr1 O13A 116.1(2) 5_666 . ?
O12 Zr1 O18A 147.2(6) 5_666 . ?
O12 Zr1 O18B 144.3(6) 5_666 . ?
O12 Zr1 O19 86.16(17) 5_666 . ?
O13A Zr1 Zr3 95.01(19) . 5_666 ?
O13A Zr1 Zr3 40.4(2) . . ?
O13B Zr1 Zr3 30.2(2) . . ?
O13B Zr1 O14 65.9(3) . . ?
O13B Zr1 O18B 88.2(6) . . ?
O13B Zr1 O19 145.9(3) . . ?
O14 Zr1 Zr3 35.47(10) . 5_666 ?
O14 Zr1 Zr3 88.15(11) . . ?
O14 Zr1 O2 76.26(13) . 5_666 ?
O14 Zr1 O9 142.4(6) . . ?
O14 Zr1 O12 71.44(14) . 5_666 ?
O14 Zr1 O13A 71.7(2) . . ?
O14 Zr1 O15 107.73(18) . 5_666 ?
O14 Zr1 O18A 91.1(5) . . ?
O14 Zr1 O18B 80.7(6) . . ?
O14 Zr1 O19 145.65(13) . . ?
O15 Zr1 Zr3 88.90(12) 5_666 5_666 ?
O15 Zr1 Zr3 35.37(11) 5_666 . ?
O15 Zr1 O2 140.21(14) 5_666 5_666 ?
O15 Zr1 O9 71.6(5) 5_666 . ?
O15 Zr1 O12 68.72(14) 5_666 5_666 ?
O15 Zr1 O13A 75.5(2) 5_666 . ?
O15 Zr1 O18A 144.0(6) 5_666 . ?
O15 Zr1 O18B 143.4(6) 5_666 . ?
O15 Zr1 O19 86.78(17) 5_666 . ?
O18A Zr1 Zr3 121.2(5) . 5_666 ?
O18A Zr1 Zr3 119.0(6) . . ?
O18A Zr1 O2 73.1(6) . 5_666 ?
O18A Zr1 O9 74.9(8) . . ?
O18A Zr1 O13A 82.2(6) . . ?
O18B Zr1 Zr3 112.7(6) . . ?
O18B Zr1 O19 106.3(6) . . ?
O19 Zr1 Zr3 117.58(12) . 5_666 ?
O19 Zr1 Zr3 117.79(9) . . ?
O19 Zr1 O2 73.14(13) . 5_666 ?
O19 Zr1 O9 71.4(6) . . ?
O19 Zr1 O13A 142.7(2) . . ?
O19 Zr1 O18A 94.6(5) . . ?
Zr3 Zr2 Zr1 59.979(10) . . ?
Zr3 Zr2 Zr1 59.660(11) 5_666 . ?
Zr3 Zr2 Zr3 89.150(13) 5_666 . ?
O5 Zr2 Zr1 109.17(8) 2_664 . ?
O5 Zr2 Zr3 161.44(9) 2_664 . ?
O5 Zr2 Zr3 72.32(8) 2_664 5_666 ?
O5 Zr2 O11 125.63(14) 2_664 . ?
O11 Zr2 Zr1 108.94(12) . . ?
O11 Zr2 Zr3 162.05(11) . 5_666 ?
O11 Zr2 Zr3 72.91(11) . . ?
O12 Zr2 Zr1 90.37(11) . . ?
O12 Zr2 Zr3 89.35(11) . 5_666 ?
O12 Zr2 Zr3 35.63(10) . . ?
O12 Zr2 O5 139.53(13) . 2_664 ?
O12 Zr2 O11 76.33(16) . . ?
O12 Zr2 O13A 75.5(2) . . ?
O12 Zr2 O15 68.72(13) . . ?
O12 Zr2 O16 85.90(15) . . ?
O12 Zr2 O17 144.88(14) . . ?
O13A Zr2 Zr1 39.2(2) . . ?
O13A Zr2 Zr3 95.99(19) . 5_666 ?
O13A Zr2 Zr3 40.3(2) . . ?
O13A Zr2 O5 140.5(2) . 2_664 ?
O13A Zr2 O11 70.2(2) . . ?
O13B Zr2 Zr1 31.8(2) . . ?
O13B Zr2 Zr3 31.3(2) . . ?
O13B Zr2 O11 82.8(2) . . ?
O13B Zr2 O12 66.3(3) . . ?
O13B Zr2 O14 64.6(2) . . ?
O13B Zr2 O15 99.3(2) . . ?
O13B Zr2 O16 146.3(3) . . ?
O13B Zr2 O17 93.7(3) . . ?
O14 Zr2 Zr1 33.63(9) . . ?
O14 Zr2 Zr3 35.52(10) . 5_666 ?
O14 Zr2 Zr3 88.13(11) . . ?
O14 Zr2 O5 77.44(13) . 2_664 ?
O14 Zr2 O11 139.87(15) . . ?
O14 Zr2 O12 108.20(17) . . ?
O14 Zr2 O13A 72.5(2) . . ?
O14 Zr2 O15 71.32(14) . . ?
O14 Zr2 O16 146.59(14) . . ?
O14 Zr2 O17 86.18(19) . . ?
O15 Zr2 Zr1 89.85(12) . . ?
O15 Zr2 Zr3 88.41(11) . . ?
O15 Zr2 Zr3 35.84(10) . 5_666 ?
O15 Zr2 O5 76.03(14) . 2_664 ?
O15 Zr2 O11 140.33(16) . . ?
O15 Zr2 O13A 116.4(2) . . ?
O15 Zr2 O16 86.98(18) . . ?
O15 Zr2 O17 145.70(14) . . ?
O16 Zr2 Zr1 175.79(13) . . ?
O16 Zr2 Zr3 118.27(12) . 5_666 ?
O16 Zr2 Zr3 117.11(9) . . ?
O16 Zr2 O5 72.74(12) . 2_664 ?
O16 Zr2 O11 72.07(17) . . ?
O16 Zr2 O13A 140.9(2) . . ?
O17 Zr2 Zr1 84.65(16) . . ?
O17 Zr2 Zr3 117.12(12) . . ?
O17 Zr2 Zr3 117.08(14) . 5_666 ?
O17 Zr2 O5 73.96(15) . 2_664 ?
O17 Zr2 O11 72.59(18) . . ?
O17 Zr2 O13A 78.9(2) . . ?
O17 Zr2 O16 99.5(2) . . ?
Zr1 Zr3 Zr2 60.665(12) 5_666 . ?
Zr1 Zr3 Zr2 60.543(12) 5_666 5_666 ?
Zr2 Zr3 Zr2 90.849(13) 5_666 . ?
O1 Zr3 Zr1 75.85(7) . 5_666 ?
O1 Zr3 Zr2 112.04(6) . . ?
O1 Zr3 Zr2 110.96(8) . 5_666 ?
O1 Zr3 O10 73.76(11) . . ?
O1 Zr3 O13A 140.9(2) . . ?
O6 Zr3 Zr1 110.56(8) 6_557 5_666 ?
O6 Zr3 Zr2 75.21(7) 6_557 5_666 ?
O6 Zr3 Zr2 166.06(7) 6_557 . ?
O6 Zr3 O1 73.64(10) 6_557 . ?
O6 Zr3 O10 117.01(11) 6_557 . ?
O6 Zr3 O13A 142.1(2) 6_557 . ?
O8 Zr3 Zr1 170.1(5) . 5_666 ?
O8 Zr3 Zr2 115.9(5) . . ?
O8 Zr3 Zr2 111.4(5) . 5_666 ?
O8 Zr3 O1 113.5(4) . . ?
O8 Zr3 O6 70.7(5) . 6_557 ?
O8 Zr3 O10 75.4(5) . . ?
O8 Zr3 O12 146.0(5) . . ?
O8 Zr3 O13A 78.4(5) . . ?
O8 Zr3 O14 141.0(5) . 5_666 ?
O8 Zr3 O15 80.1(5) . 5_666 ?
O10 Zr3 Zr1 111.48(9) . 5_666 ?
O10 Zr3 Zr2 76.92(8) . . ?
O10 Zr3 Zr2 167.74(9) . 5_666 ?
O10 Zr3 O13A 73.9(2) . . ?
O12 Zr3 Zr1 35.75(10) . 5_666 ?
O12 Zr3 Zr2 90.74(11) . 5_666 ?
O12 Zr3 Zr2 35.13(10) . . ?
O12 Zr3 O1 79.38(12) . . ?
O12 Zr3 O6 142.24(12) . 6_557 ?
O12 Zr3 O10 78.86(14) . . ?
O12 Zr3 O13A 73.3(2) . . ?
O13A Zr3 Zr1 96.37(19) . 5_666 ?
O13A Zr3 Zr2 38.6(2) . . ?
O13A Zr3 Zr2 97.07(19) . 5_666 ?
O13B Zr3 Zr2 32.9(2) . . ?
O13B Zr3 O1 144.4(2) . . ?
O13B Zr3 O10 87.3(2) . . ?
O13B Zr3 O12 67.4(3) . . ?
O14 Zr3 Zr1 34.63(9) 5_666 5_666 ?
O14 Zr3 Zr2 89.53(11) 5_666 . ?
O14 Zr3 Zr2 35.02(9) 5_666 5_666 ?
O14 Zr3 O1 79.14(13) 5_666 . ?
O14 Zr3 O6 78.89(13) 5_666 6_557 ?
O14 Zr3 O10 142.06(12) 5_666 . ?
O14 Zr3 O12 70.36(13) 5_666 . ?
O14 Zr3 O13A 115.9(2) 5_666 . ?
O14 Zr3 O15 70.51(14) 5_666 5_666 ?
O15 Zr3 Zr1 90.41(11) 5_666 5_666 ?
O15 Zr3 Zr2 35.52(10) 5_666 5_666 ?
O15 Zr3 Zr2 89.80(11) 5_666 . ?
O15 Zr3 O1 142.40(12) 5_666 . ?
O15 Zr3 O6 79.09(13) 5_666 6_557 ?
O15 Zr3 O10 143.07(13) 5_666 . ?
O15 Zr3 O12 109.39(17) 5_666 . ?
O15 Zr3 O13A 74.4(2) 5_666 . ?
C1 O1 Zr3 130.6(2) . . ?
C1 O2 Zr1 135.8(3) . 5_666 ?
C24 O5 Zr2 134.1(3) . 2_665 ?
C24 O6 Zr3 132.4(2) . 6_657 ?
C19 O7 H7 108.0 . . ?
C25 O8 Zr3 123.2(14) . . ?
C25 O9 Zr1 132.0(16) . . ?
C26 O10 Zr3 128.6(3) . . ?
C26 O11 Zr2 131.9(4) . . ?
Zr1 O12 Zr3 108.26(16) 5_666 . ?
Zr2 O12 Zr1 111.12(15) . 5_666 ?
Zr2 O12 Zr3 109.24(17) . . ?
Zr1 O13A Zr3 99.8(3) . . ?
Zr2 O13A Zr1 102.7(3) . . ?
Zr2 O13A Zr3 101.2(3) . . ?
Zr1 O13B Zr2 115.4(4) . . ?
Zr3 O13B Zr1 119.0(4) . . ?
Zr3 O13B Zr2 115.8(4) . . ?
Zr1 O14 Zr2 112.43(16) . . ?
Zr1 O14 Zr3 109.90(17) . 5_666 ?
Zr2 O14 Zr3 109.46(16) . 5_666 ?
Zr1 O15 Zr2 111.43(16) 5_666 . ?
Zr1 O15 Zr3 109.82(19) 5_666 5_666 ?
Zr2 O15 Zr3 108.64(17) . 5_666 ?
C12 N1 C10 104.0(6) . . ?
C11 N2 H2 126.0 . . ?
C12 N2 H2 126.0 . . ?
C12 N2 C11 108.0(6) . . ?
O1 C1 C2 116.8(3) . . ?
O2 C1 O1 125.7(3) . . ?
O2 C1 C2 117.4(4) . . ?
C3 C2 C1 120.9(3) . . ?
C4 C2 C1 118.9(3) . . ?
C4 C2 C3 120.2(4) . . ?
C2 C3 C2 119.3(5) 7_565 . ?
C2 C3 H3 120.4 . . ?
C2 C3 H3 120.4 7_565 . ?
C2 C4 H4 119.5 . . ?
C2 C4 C5 120.9(4) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C4 118.4(5) . 7_565 ?
C4 C5 C6 121.4(4) . . ?
C4 C5 C6 120.1(4) 7_565 . ?
N2 C11 C6 134.1(4) . . ?
N2 C11 C10 105.7(4) . . ?
C6 C11 C10 120.0 . . ?
C11 C6 C5 121.5(3) . . ?
C7 C6 C5 118.5(3) . . ?
C7 C6 C11 120.0 . . ?
C6 C7 H7A 120.0 . . ?
C8 C7 C6 120.0 . . ?
C8 C7 H7A 120.0 . . ?
C7 C8 H8 120.0 . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 C20 119.5(3) . . ?
C10 C9 C20 120.3(4) . . ?
C11 C10 N1 110.4(4) . . ?
C9 C10 N1 129.4(4) . . ?
C9 C10 C11 120.0 . . ?
N1 C12 C13 120.1(8) . . ?
N2 C12 N1 111.9(7) . . ?
N2 C12 C13 127.5(8) . . ?
C14 C13 C12 119.8(9) . . ?
C19 C13 C12 121.9(9) . . ?
C19 C13 C14 117.8(10) . . ?
C13 C14 H14 119.2 . . ?
C13 C14 C15 121.6(10) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 H15 120.2 . . ?
C14 C15 C16 119.6(11) . . ?
C16 C15 H15 120.2 . . ?
C15 C16 C17 121.1(11) . . ?
C15 C16 C18 117.9(10) . . ?
C18 C16 C17 118.5(11) . . ?
O3 C17 C16 120.3(13) . . ?
O4 C17 O3 128.8(17) . . ?
O4 C17 C16 110.8(14) . . ?
C16 C18 H18 121.6 . . ?
C16 C18 C19 116.8(10) . . ?
C19 C18 H18 121.6 . . ?
O7 C19 C18 111.4(10) . . ?
C13 C19 O7 123.2(11) . . ?
C13 C19 C18 124.5(10) . . ?
C21 C20 C9 117.7(4) 7_565 . ?
C21 C20 C9 122.3(4) . . ?
C21 C20 C21 119.9(5) 7_565 . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120.1(4) . . ?
C22 C21 H21 120.0 . . ?
C21 C22 C24 120.5(4) . . ?
C23 C22 C21 120.0(4) . . ?
C23 C22 C24 119.5(4) . . ?
C22 C23 C22 119.5(5) 7_565 . ?
C22 C23 H23 120.2 7_565 . ?
C22 C23 H23 120.2 . . ?
O5 C24 C22 116.3(4) . . ?
O6 C24 O5 125.9(4) . . ?
O6 C24 C22 117.8(4) . . ?
O8 C25 O9 135(2) . . ?
O8 C25 H25 112.3 . . ?
O9 C25 H25 112.3 . . ?
O10 C26 H26 115.3 . . ?
O11 C26 O10 129.4(6) . . ?
O11 C26 H26 115.3 . . ?

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
Zr1 O2 C1 O1 7.5(8) 5_666 . . . ?
Zr1 O2 C1 C2 -170.8(3) 5_666 . . . ?
Zr1 O9 C25 O8 2(4) . . . . ?
Zr2 O5 C24 O6 2.7(8) 2_665 . . . ?
Zr2 O5 C24 C22 -176.6(3) 2_665 . . . ?
Zr2 O11 C26 O10 7.7(13) . . . . ?
Zr3 O1 C1 O2 -6.0(7) . . . . ?
Zr3 O1 C1 C2 172.3(3) . . . . ?
Zr3 O6 C24 O5 0.2(7) 6_657 . . . ?
Zr3 O6 C24 C22 179.5(3) 6_657 . . . ?
Zr3 O8 C25 O9 1(4) . . . . ?
Zr3 O10 C26 O11 -5.4(11) . . . . ?
O1 C1 C2 C3 -16.9(7) . . . . ?
O1 C1 C2 C4 165.5(4) . . . . ?
O2 C1 C2 C3 161.6(5) . . . . ?
O2 C1 C2 C4 -16.0(6) . . . . ?
N1 C12 C13 C14 -151.7(11) . . . . ?
N1 C12 C13 C19 20.4(19) . . . . ?
N2 C11 C6 C5 -6.6(7) . . . . ?
N2 C11 C6 C7 174.1(7) . . . . ?
N2 C11 C10 N1 -0.8(6) . . . . ?
N2 C11 C10 C9 -175.6(5) . . . . ?
N2 C12 C13 C14 37.5(18) . . . . ?
N2 C12 C13 C19 -150.4(13) . . . . ?
C1 C2 C3 C2 -175.2(3) . . . 7_565 ?
C1 C2 C4 C5 177.6(4) . . . . ?
C2 C4 C5 C4 -2.3(9) . . . 7_565 ?
C2 C4 C5 C6 -178.9(4) . . . . ?
C3 C2 C4 C5 0.0(7) . . . . ?
C4 C2 C3 C2 2.3(9) . . . 7_565 ?
C4 C5 C6 C11 -56.1(7) . . . . ?
C4 C5 C6 C11 127.3(5) 7_565 . . . ?
C4 C5 C6 C7 123.1(5) . . . . ?
C4 C5 C6 C7 -53.5(6) 7_565 . . . ?
C5 C6 C7 C8 -179.3(6) . . . . ?
C11 N2 C12 N1 1.3(11) . . . . ?
C11 N2 C12 C13 172.7(10) . . . . ?
C11 C6 C7 C8 0.0 . . . . ?
C6 C11 C10 N1 174.8(6) . . . . ?
C6 C11 C10 C9 0.0 . . . . ?
C6 C7 C8 C9 0.0 . . . . ?
C7 C8 C9 C10 0.0 . . . . ?
C7 C8 C9 C20 175.1(6) . . . . ?
C8 C9 C10 N1 -173.7(7) . . . . ?
C8 C9 C10 C11 0.0 . . . . ?
C8 C9 C20 C21 -123.2(5) . . . . ?
C8 C9 C20 C21 57.7(7) . . . 7_565 ?
C9 C20 C21 C22 176.5(5) . . . . ?
C10 N1 C12 N2 -1.7(10) . . . . ?
C10 N1 C12 C13 -173.9(9) . . . . ?
C10 C11 C6 C5 179.3(6) . . . . ?
C10 C11 C6 C7 0.0 . . . . ?
C10 C9 C20 C21 -127.3(5) . . . 7_565 ?
C10 C9 C20 C21 51.8(7) . . . . ?
C12 N1 C10 C11 1.5(8) . . . . ?
C12 N1 C10 C9 175.7(6) . . . . ?
C12 N2 C11 C6 -175.0(6) . . . . ?
C12 N2 C11 C10 -0.3(8) . . . . ?
C12 C13 C14 C15 173.8(13) . . . . ?
C12 C13 C19 O7 -14(2) . . . . ?
C12 C13 C19 C18 178.0(13) . . . . ?
C13 C14 C15 C16 11(2) . . . . ?
C14 C13 C19 O7 158.1(14) . . . . ?
C14 C13 C19 C18 -10(2) . . . . ?
C14 C15 C16 C17 -175.5(15) . . . . ?
C14 C15 C16 C18 -14(2) . . . . ?
C15 C16 C17 O3 22(3) . . . . ?
C15 C16 C17 O4 -160.0(15) . . . . ?
C15 C16 C18 C19 6(2) . . . . ?
C16 C18 C19 O7 -162.9(14) . . . . ?
C16 C18 C19 C13 6(2) . . . . ?
C17 C16 C18 C19 168.2(14) . . . . ?
C18 C16 C17 O3 -139.6(19) . . . . ?
C18 C16 C17 O4 38(2) . . . . ?
C19 C13 C14 C15 1(2) . . . . ?
C20 C9 C10 N1 11.3(7) . . . . ?
C20 C9 C10 C11 -175.0(6) . . . . ?
C20 C21 C22 C23 -0.8(8) . . . . ?
C20 C21 C22 C24 -178.7(5) . . . . ?
C21 C20 C21 C22 -4.4(9) 7_565 . . . ?
C21 C22 C23 C22 6.0(9) . . . 7_565 ?
C21 C22 C24 O5 -28.2(7) . . . . ?
C21 C22 C24 O6 152.5(4) . . . . ?
C23 C22 C24 O5 154.0(5) . . . . ?
C23 C22 C24 O6 -25.4(7) . . . . ?
C24 C22 C23 C22 -176.1(4) . . . 7_565 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.618 -0.854 -0.415 5750.7 868.5 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT430_ph12                
;
PROBLEM: Short Inter D...A Contact  O3       ..O19      .       2.74 Ang.  
RESPONSE: Ligand carboxylate groups are in close approximate to 
neighbouring carboxylate groups or oxygen atoms.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_293k
_database_code_depnum_ccdc_archive 'CCDC 2290440'
loop_
_audit_author_name
_audit_author_address
'Kang Zhou'
;Shenzhen Polytechnic
China
;
_audit_update_record             
;
2023-08-23 deposited with the CCDC.	2024-01-22 downloaded from the CCDC.
;
_audit_creation_date             2023-08-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        HIAM-4040-OH-293K
_chemical_formula_moiety         'C33 H15 N2 O33 Zr6'
_chemical_formula_sum            'C33 H15 N2 O33 Zr6'
_chemical_formula_weight         1514.79
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zr Zr -0.1862 2.2449 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   28.5667(11)
_cell_length_b                   25.4597(8)
_cell_length_c                   13.5472(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9852.9(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9683
_cell_measurement_temperature    293.00
_cell_measurement_theta_max      78.664
_cell_measurement_theta_min      3.548
_shelx_estimated_absorpt_T_max   0.610
_shelx_estimated_absorpt_T_min   0.536
_exptl_absorpt_coefficient_mu    5.487
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_correction_T_min  0.6124
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0952 before and 0.0716 after correction.
The Ratio of minimum to maximum transmission is 0.8119.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.021
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2924
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0821
_diffrn_reflns_av_unetI/netI     0.0472
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            85833
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         79.996
_diffrn_reflns_theta_min         3.696
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.055
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7775
_reflns_number_total             10689
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX4 V2022.10-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.057
_refine_diff_density_min         -0.864
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         10689
_refine_ls_number_restraints     94
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0431
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0760P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1264
_refine_ls_wR_factor_ref         0.1342
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O9-C25 = O8-C25 = O3-C17 = O4-C17
 1.25 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
O3 \\sim O4 \\sim C17: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
O8 \\sim O9 \\sim C25: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C13 \\sim C14 \\sim C15 \\sim C16 \\sim C18 \\sim C19: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 2A
C6 \\sim C7 \\sim C8 \\sim C10 \\sim C11: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
Uanis(O4) \\sim Ueq: with sigma of 0.002 and sigma for terminal atoms of 0.004
4. Others
 Fixed Sof: O3(0.5) O4(0.5) O7(0.5) H7(0.5) O8(0.5) O9(0.5) O13A(0.5)
 O13B(0.5) O18A(0.5) O18B(0.5) N1(0.5) N2(0.5) H2(0.5) C11(0.5) C7(0.5)
 H7A(0.5) C8(0.5) C10(0.5) C12(0.5) C13(0.5) C14(0.5) H14(0.5) C15(0.5)
 H15(0.5) C16(0.5) C17(0.5) C18(0.5) H18(0.5) C19(0.5) C25(0.5) H25(0.5)
5.a Riding coordinates:
 O7(H7)
5.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C3(H3), C4(H4), C7(H7A), C14(H14), C15(H15), C18(H18), C21(H21),
 C23(H23), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.42729(2) 0.52828(2) 0.41189(3) 0.05035(12) Uani 1 1 d . . . . .
Zr2 Zr 0.54849(2) 0.52998(2) 0.35765(3) 0.05110(12) Uani 1 1 d . . . . .
Zr3 Zr 0.49384(2) 0.41211(2) 0.42527(2) 0.03778(10) Uani 1 1 d . . . . .
O1 O 0.54485(8) 0.34922(9) 0.4584(2) 0.0456(6) Uani 1 1 d . . . . .
O2 O 0.59446(11) 0.38745(10) 0.5648(3) 0.0787(12) Uani 1 1 d . . . . .
O3 O 0.8953(9) 0.4721(8) 0.195(2) 0.096(7) Uani 0.5 1 d D U P A -1
O4 O 0.9395(6) 0.3946(7) 0.1762(15) 0.076(5) Uani 0.5 1 d D U P A -1
O5 O 0.92528(13) 0.38629(10) 0.8658(3) 0.0815(12) Uani 1 1 d . . . . .
O6 O 0.95470(9) 0.34878(9) 1.0007(2) 0.0482(7) Uani 1 1 d . . . . .
O7 O 0.9068(2) 0.3227(4) 0.5136(7) 0.108(3) Uani 0.5 1 d . . P A -1
H7 H 0.890965 0.317318 0.564287 0.162 Uiso 0.5 1 d R U P A -1
O8 O 0.4345(5) 0.3921(4) 0.3252(13) 0.058(4) Uani 0.5 1 d D U P B 1
O9 O 0.3902(6) 0.4629(6) 0.3218(17) 0.067(3) Uani 0.5 1 d D U P B 1
O10 O 0.52798(13) 0.39339(11) 0.2824(2) 0.0650(8) Uani 1 1 d . . . . .
O11 O 0.5625(2) 0.46887(15) 0.2369(4) 0.1153(18) Uani 1 1 d . . . . .
O12 O 0.55727(16) 0.45799(12) 0.4363(3) 0.0838(12) Uani 1 1 d . . . . .
O13A O 0.4868(3) 0.4885(3) 0.3711(6) 0.0445(16) Uani 0.5 1 d . . P B 1
O13B O 0.4828(3) 0.4836(3) 0.3223(6) 0.0495(18) Uani 0.5 1 d . . P B 2
O14 O 0.49120(11) 0.57134(19) 0.4213(3) 0.0885(13) Uani 1 1 d . . . . .
O15 O 0.56368(16) 0.54366(12) 0.5102(3) 0.0867(12) Uani 1 1 d . . . . .
O16 O 0.62355(14) 0.52865(13) 0.3296(4) 0.1017(15) Uani 1 1 d . . . . .
O17 O 0.5306(2) 0.56607(18) 0.2180(4) 0.1167(16) Uani 1 1 d . . . . .
O18A O 0.4227(9) 0.5617(9) 0.2491(15) 0.117(8) Uani 0.5 1 d . . P B 1
O18B O 0.4126(7) 0.5646(8) 0.2775(12) 0.075(4) Uani 0.5 1 d . . P B 2
O19 O 0.35425(11) 0.52644(13) 0.4541(4) 0.0888(13) Uani 1 1 d . . . . .
N1 N 0.8304(2) 0.3042(3) 0.6086(6) 0.0526(17) Uani 0.5 1 d . . P A -1
N2 N 0.7623(2) 0.3066(2) 0.5293(5) 0.0467(15) Uani 0.5 1 d . . P A -1
H2 H 0.741921 0.313797 0.484644 0.056 Uiso 0.5 1 calc R U P A -1
C1 C 0.57907(13) 0.34858(13) 0.5171(4) 0.0525(10) Uani 1 1 d . . . . .
C2 C 0.60301(12) 0.29711(12) 0.5345(3) 0.0459(9) Uani 1 1 d . . . . .
C3 C 0.58123(18) 0.250000 0.5110(5) 0.0470(13) Uani 1 2 d S T P . .
H3 H 0.552220 0.250000 0.479878 0.056 Uiso 1 2 calc R U P . .
C4 C 0.64714(12) 0.29687(14) 0.5787(3) 0.0494(10) Uani 1 1 d . . . . .
H4 H 0.661593 0.328559 0.594098 0.059 Uiso 1 1 calc R U . . .
C5 C 0.66970(16) 0.250000 0.5998(4) 0.0408(11) Uani 1 2 d S T P . .
C11 C 0.7546(2) 0.2774(3) 0.6158(6) 0.0427(15) Uani 0.5 1 d . U P A -1
C6 C 0.71614(17) 0.250000 0.6499(4) 0.0437(11) Uani 1 2 d S TU P . .
C7 C 0.7222(3) 0.2212(3) 0.7342(7) 0.0551(18) Uani 0.5 1 d . U P A -1
H7A H 0.697014 0.202421 0.759482 0.066 Uiso 0.5 1 calc R U P A -1
C8 C 0.7657(3) 0.2192(3) 0.7841(7) 0.058(2) Uani 0.5 1 d . U P A -1
C10 C 0.7982(2) 0.2766(3) 0.6643(6) 0.0410(15) Uani 0.5 1 d . U P A -1
C12 C 0.8081(3) 0.3216(3) 0.5296(7) 0.0514(19) Uani 0.5 1 d . . P A -1
C13 C 0.8318(3) 0.3489(4) 0.4514(7) 0.061(2) Uani 0.5 1 d . U P A -1
C14 C 0.8071(3) 0.3755(4) 0.3789(8) 0.074(2) Uani 0.5 1 d . U P A -1
H14 H 0.774607 0.375944 0.380961 0.088 Uiso 0.5 1 calc R U P A -1
C15 C 0.8303(3) 0.4017(4) 0.3029(8) 0.073(2) Uani 0.5 1 d . U P A -1
H15 H 0.813768 0.422406 0.258398 0.088 Uiso 0.5 1 calc R U P A -1
C16 C 0.8786(3) 0.3964(4) 0.2948(7) 0.060(2) Uani 0.5 1 d . U P A -1
C17 C 0.9079(8) 0.4248(8) 0.209(2) 0.096(7) Uani 0.5 1 d D U P A -1
C18 C 0.9031(3) 0.3697(4) 0.3660(8) 0.068(2) Uani 0.5 1 d . U P A -1
H18 H 0.935444 0.366607 0.360429 0.081 Uiso 0.5 1 calc R U P A -1
C19 C 0.8804(3) 0.3469(4) 0.4468(7) 0.064(2) Uani 0.5 1 d . U P A -1
C20 C 0.84901(17) 0.250000 0.8072(4) 0.0443(12) Uani 1 2 d S T P A .
C21 C 0.86996(13) 0.29683(14) 0.8353(3) 0.0521(10) Uani 1 1 d . . . . .
H21 H 0.857111 0.328477 0.814278 0.063 Uiso 1 1 calc R U . . .
C22 C 0.90948(13) 0.29734(13) 0.8937(3) 0.0502(10) Uani 1 1 d . . . . .
C23 C 0.92836(19) 0.250000 0.9259(5) 0.0484(13) Uani 1 2 d S T P . .
H23 H 0.953665 0.249999 0.969109 0.058 Uiso 1 2 calc R U P . .
C24 C 0.93176(14) 0.34792(14) 0.9226(4) 0.0541(11) Uani 1 1 d . . . . .
C25 C 0.4007(6) 0.4176(6) 0.2891(16) 0.061(3) Uani 0.5 1 d D U P B 1
H25 H 0.383223 0.403022 0.238050 0.073 Uiso 0.5 1 calc R U P B 1
C26 C 0.5521(3) 0.4214(2) 0.2287(5) 0.108(3) Uani 1 1 d . . . . .
H26 H 0.564428 0.404759 0.173437 0.130 Uiso 1 1 calc R U . . .
C9 C 0.80396(17) 0.250000 0.7518(5) 0.0478(13) Uani 1 2 d S T P . .


_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
Zr1 Zr3 3.5206(4) . ?
Zr1 Zr3 3.4995(5) 5_666 ?
Zr1 O2 2.256(3) 5_666 ?
Zr1 O9 2.321(18) . ?
Zr1 O12 2.133(4) 5_666 ?
Zr1 O13A 2.054(8) . ?
Zr1 O13B 2.298(8) . ?
Zr1 O14 2.133(3) . ?
Zr1 O15 2.130(3) 5_666 ?
Zr1 O18A 2.37(2) . ?
Zr1 O18B 2.085(18) . ?
Zr1 O19 2.164(4) . ?
Zr2 Zr3 3.5049(5) 5_666 ?
Zr2 Zr3 3.5047(4) . ?
Zr2 O5 2.262(3) 2_664 ?
Zr2 O11 2.293(4) . ?
Zr2 O12 2.134(3) . ?
Zr2 O13A 2.063(7) . ?
Zr2 O13B 2.267(8) . ?
Zr2 O14 2.128(4) . ?
Zr2 O15 2.140(4) . ?
Zr2 O16 2.178(4) . ?
Zr2 O17 2.165(5) . ?
Zr3 O1 2.211(2) . ?
Zr3 O6 2.204(2) 6_557 ?
Zr3 O8 2.230(11) . ?
Zr3 O10 2.220(3) . ?
Zr3 O12 2.161(4) . ?
Zr3 O13A 2.089(7) . ?
Zr3 O13B 2.315(7) . ?
Zr3 O14 2.164(4) 5_666 ?
Zr3 O15 2.175(4) 5_666 ?
O1 C1 1.260(5) . ?
O2 C1 1.262(5) . ?
O3 C17 1.273(9) . ?
O4 C17 1.267(9) . ?
O5 C24 1.258(5) . ?
O6 C24 1.244(5) . ?
O7 H7 0.8348 . ?
O7 C19 1.330(11) . ?
O8 C25 1.261(8) . ?
O9 C25 1.271(8) . ?
O10 C26 1.230(7) . ?
O11 C26 1.249(6) . ?
N1 C10 1.383(9) . ?
N1 C12 1.322(10) . ?
N2 H2 0.8600 . ?
N2 C11 1.405(10) . ?
N2 C12 1.361(9) . ?
C1 C2 1.497(5) . ?
C2 C3 1.388(4) . ?
C2 C4 1.396(5) . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.386(4) . ?
C5 C6 1.490(7) . ?
C11 C6 1.382(8) . ?
C11 C10 1.407(10) . ?
C6 C7 1.368(10) . ?
C7 H7A 0.9300 . ?
C7 C8 1.415(11) . ?
C8 C9 1.414(9) . ?
C10 C9 1.375(9) . ?
C12 C13 1.437(11) . ?
C13 C14 1.385(13) . ?
C13 C19 1.391(12) . ?
C14 H14 0.9300 . ?
C14 C15 1.394(12) . ?
C15 H15 0.9300 . ?
C15 C16 1.391(12) . ?
C16 C17 1.60(2) . ?
C16 C18 1.372(13) . ?
C18 H18 0.9300 . ?
C18 C19 1.397(13) . ?
C20 C21 1.387(4) 7_565 ?
C20 C21 1.387(4) . ?
C20 C9 1.489(7) . ?
C21 H21 0.9300 . ?
C21 C22 1.379(5) . ?
C22 C23 1.391(4) . ?
C22 C24 1.489(5) . ?
C23 H23 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?

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
Zr3 Zr1 Zr3 89.099(10) 5_666 . ?
O2 Zr1 Zr3 71.14(8) 5_666 5_666 ?
O2 Zr1 Zr3 160.15(8) 5_666 . ?
O2 Zr1 O9 129.1(4) 5_666 . ?
O2 Zr1 O13B 137.3(2) 5_666 . ?
O2 Zr1 O18A 76.9(5) 5_666 . ?
O9 Zr1 Zr3 70.8(4) . . ?
O9 Zr1 Zr3 159.5(4) . 5_666 ?
O9 Zr1 O18A 75.1(8) . . ?
O12 Zr1 Zr3 88.64(11) 5_666 . ?
O12 Zr1 Zr3 35.68(10) 5_666 5_666 ?
O12 Zr1 O2 76.49(14) 5_666 5_666 ?
O12 Zr1 O9 136.0(6) 5_666 . ?
O12 Zr1 O13B 116.6(2) 5_666 . ?
O12 Zr1 O14 71.42(15) 5_666 . ?
O12 Zr1 O18A 148.3(6) 5_666 . ?
O12 Zr1 O19 87.02(18) 5_666 . ?
O13A Zr1 Zr3 81.4(2) . 5_666 ?
O13A Zr1 Zr3 32.1(2) . . ?
O13A Zr1 O2 137.2(2) . 5_666 ?
O13A Zr1 O9 83.3(4) . . ?
O13A Zr1 O12 99.7(2) . 5_666 ?
O13A Zr1 O14 64.0(2) . . ?
O13A Zr1 O15 67.0(2) . 5_666 ?
O13A Zr1 O18A 88.4(6) . . ?
O13A Zr1 O19 149.1(2) . . ?
O13B Zr1 Zr3 40.43(19) . . ?
O14 Zr1 Zr3 88.08(13) . . ?
O14 Zr1 Zr3 35.77(10) . 5_666 ?
O14 Zr1 O2 74.85(14) . 5_666 ?
O14 Zr1 O9 142.3(5) . . ?
O14 Zr1 O13B 72.2(2) . . ?
O14 Zr1 O18A 85.3(7) . . ?
O14 Zr1 O19 145.14(14) . . ?
O15 Zr1 Zr3 35.57(12) 5_666 . ?
O15 Zr1 Zr3 89.00(11) 5_666 5_666 ?
O15 Zr1 O2 141.45(15) 5_666 5_666 ?
O15 Zr1 O9 72.5(5) 5_666 . ?
O15 Zr1 O12 68.76(13) 5_666 5_666 ?
O15 Zr1 O13B 75.7(2) 5_666 . ?
O15 Zr1 O14 107.99(19) 5_666 . ?
O15 Zr1 O18A 141.0(5) 5_666 . ?
O15 Zr1 O19 88.11(17) 5_666 . ?
O18A Zr1 Zr3 117.8(6) . 5_666 ?
O18A Zr1 Zr3 112.3(5) . . ?
O18B Zr1 Zr3 121.8(5) . . ?
O18B Zr1 O13B 84.1(6) . . ?
O18B Zr1 O14 89.8(6) . . ?
O18B Zr1 O19 92.6(6) . . ?
O19 Zr1 Zr3 119.26(9) . . ?
O19 Zr1 Zr3 117.61(12) . 5_666 ?
O19 Zr1 O2 73.63(13) . 5_666 ?
O19 Zr1 O9 71.5(4) . . ?
O19 Zr1 O13B 142.6(2) . . ?
O19 Zr1 O18A 101.6(6) . . ?
Zr3 Zr2 Zr1 59.709(9) . 5_666 ?
Zr3 Zr2 Zr1 60.107(10) 5_666 5_666 ?
Zr3 Zr2 Zr3 89.269(10) . 5_666 ?
O5 Zr2 Zr1 106.76(12) 2_664 5_666 ?
O5 Zr2 Zr3 71.16(8) 2_664 5_666 ?
O5 Zr2 Zr3 160.34(9) 2_664 . ?
O5 Zr2 O11 128.05(13) 2_664 . ?
O5 Zr2 O13B 140.8(2) 2_664 . ?
O11 Zr2 Zr1 108.19(14) . 5_666 ?
O11 Zr2 Zr3 160.80(10) . 5_666 ?
O11 Zr2 Zr3 71.53(10) . . ?
O12 Zr2 Zr1 34.29(10) . 5_666 ?
O12 Zr2 Zr3 89.04(12) . 5_666 ?
O12 Zr2 Zr3 35.58(11) . . ?
O12 Zr2 O5 138.23(15) . 2_664 ?
O12 Zr2 O11 75.69(16) . . ?
O12 Zr2 O13B 75.8(2) . . ?
O12 Zr2 O15 68.54(13) . . ?
O12 Zr2 O16 87.58(17) . . ?
O12 Zr2 O17 145.92(16) . . ?
O13A Zr2 Zr1 82.8(2) . 5_666 ?
O13A Zr2 Zr3 81.2(2) . 5_666 ?
O13A Zr2 Zr3 32.6(2) . . ?
O13A Zr2 O5 139.6(2) . 2_664 ?
O13A Zr2 O11 82.2(2) . . ?
O13A Zr2 O12 67.5(2) . . ?
O13A Zr2 O14 63.9(2) . . ?
O13A Zr2 O15 99.9(2) . . ?
O13A Zr2 O16 148.1(2) . . ?
O13A Zr2 O17 95.3(3) . . ?
O13B Zr2 Zr3 40.61(19) . . ?
O13B Zr2 O11 68.9(2) . . ?
O14 Zr2 Zr1 90.03(13) . 5_666 ?
O14 Zr2 Zr3 35.60(10) . 5_666 ?
O14 Zr2 Zr3 88.58(13) . . ?
O14 Zr2 O5 76.64(14) . 2_664 ?
O14 Zr2 O11 139.35(18) . . ?
O14 Zr2 O12 108.25(19) . . ?
O14 Zr2 O13B 73.0(2) . . ?
O14 Zr2 O15 71.61(15) . . ?
O14 Zr2 O16 146.65(14) . . ?
O14 Zr2 O17 87.8(2) . . ?
O15 Zr2 Zr1 34.26(8) . 5_666 ?
O15 Zr2 Zr3 36.03(10) . 5_666 ?
O15 Zr2 Zr3 88.70(11) . . ?
O15 Zr2 O5 74.48(15) . 2_664 ?
O15 Zr2 O11 139.82(17) . . ?
O15 Zr2 O13B 117.2(2) . . ?
O15 Zr2 O16 88.3(2) . . ?
O15 Zr2 O17 145.37(16) . . ?
O16 Zr2 Zr1 87.39(15) . 5_666 ?
O16 Zr2 Zr3 118.09(9) . . ?
O16 Zr2 Zr3 119.50(14) . 5_666 ?
O16 Zr2 O5 72.36(12) . 2_664 ?
O16 Zr2 O11 72.14(19) . . ?
O16 Zr2 O13B 140.3(2) . . ?
O17 Zr2 Zr1 177.58(16) . 5_666 ?
O17 Zr2 Zr3 119.11(14) . . ?
O17 Zr2 Zr3 118.24(14) . 5_666 ?
O17 Zr2 O5 73.80(18) . 2_664 ?
O17 Zr2 O11 72.88(19) . . ?
O17 Zr2 O13B 80.8(2) . . ?
O17 Zr2 O16 95.0(2) . . ?
Zr1 Zr3 Zr2 60.709(11) 5_666 5_666 ?
Zr1 Zr3 Zr2 60.435(10) 5_666 . ?
Zr2 Zr3 Zr2 90.732(10) . 5_666 ?
O1 Zr3 Zr1 76.22(6) . 5_666 ?
O1 Zr3 Zr2 111.21(8) . 5_666 ?
O1 Zr3 Zr2 112.30(6) . . ?
O1 Zr3 O8 117.3(3) . . ?
O1 Zr3 O10 74.45(11) . . ?
O1 Zr3 O13B 141.4(2) . . ?
O6 Zr3 Zr1 110.92(8) 6_557 5_666 ?
O6 Zr3 Zr2 166.29(7) 6_557 . ?
O6 Zr3 Zr2 75.57(7) 6_557 5_666 ?
O6 Zr3 O1 73.27(9) 6_557 . ?
O6 Zr3 O8 74.0(4) 6_557 . ?
O6 Zr3 O10 117.58(11) 6_557 . ?
O6 Zr3 O13B 141.3(2) 6_557 . ?
O8 Zr3 Zr1 166.4(3) . 5_666 ?
O8 Zr3 Zr2 110.1(4) . 5_666 ?
O8 Zr3 Zr2 112.0(4) . . ?
O10 Zr3 Zr1 111.10(9) . 5_666 ?
O10 Zr3 Zr2 76.12(8) . . ?
O10 Zr3 Zr2 166.85(8) . 5_666 ?
O10 Zr3 O8 75.8(5) . . ?
O10 Zr3 O13B 72.7(2) . . ?
O12 Zr3 Zr1 35.15(11) . 5_666 ?
O12 Zr3 Zr2 35.07(10) . . ?
O12 Zr3 Zr2 90.24(12) . 5_666 ?
O12 Zr3 O1 79.91(12) . . ?
O12 Zr3 O6 142.15(12) . 6_557 ?
O12 Zr3 O8 143.4(5) . . ?
O12 Zr3 O10 78.91(15) . . ?
O12 Zr3 O13B 74.3(2) . . ?
O12 Zr3 O14 70.30(15) . 5_666 ?
O12 Zr3 O15 109.01(17) . 5_666 ?
O13A Zr3 Zr1 83.1(2) . 5_666 ?
O13A Zr3 Zr2 82.5(2) . 5_666 ?
O13A Zr3 Zr2 32.2(2) . . ?
O13A Zr3 O1 144.0(2) . . ?
O13A Zr3 O6 142.4(2) . 6_557 ?
O13A Zr3 O8 85.7(4) . . ?
O13A Zr3 O10 86.3(2) . . ?
O13A Zr3 O12 66.5(2) . . ?
O13A Zr3 O14 100.1(2) . 5_666 ?
O13A Zr3 O15 65.6(2) . 5_666 ?
O13B Zr3 Zr2 39.6(2) . . ?
O14 Zr3 Zr1 35.19(10) 5_666 5_666 ?
O14 Zr3 Zr2 34.92(10) 5_666 5_666 ?
O14 Zr3 Zr2 89.79(13) 5_666 . ?
O14 Zr3 O1 79.39(14) 5_666 . ?
O14 Zr3 O6 78.77(14) 5_666 6_557 ?
O14 Zr3 O8 141.2(5) 5_666 . ?
O14 Zr3 O10 142.47(13) 5_666 . ?
O14 Zr3 O13B 116.9(2) 5_666 . ?
O14 Zr3 O15 70.26(14) 5_666 5_666 ?
O15 Zr3 Zr1 90.48(11) 5_666 5_666 ?
O15 Zr3 Zr2 89.90(11) 5_666 . ?
O15 Zr3 Zr2 35.35(10) 5_666 5_666 ?
O15 Zr3 O1 142.29(12) 5_666 . ?
O15 Zr3 O6 79.20(13) 5_666 6_557 ?
O15 Zr3 O8 77.8(4) 5_666 . ?
O15 Zr3 O10 142.52(13) 5_666 . ?
O15 Zr3 O13B 74.5(2) 5_666 . ?
C1 O1 Zr3 130.4(2) . . ?
C1 O2 Zr1 136.2(3) . 5_666 ?
C24 O5 Zr2 135.5(3) . 2_665 ?
C24 O6 Zr3 131.8(2) . 6_657 ?
C19 O7 H7 109.1 . . ?
C25 O8 Zr3 134.4(10) . . ?
C25 O9 Zr1 136.6(12) . . ?
C26 O10 Zr3 129.6(3) . . ?
C26 O11 Zr2 132.7(4) . . ?
Zr1 O12 Zr2 111.40(15) 5_666 . ?
Zr1 O12 Zr3 109.17(18) 5_666 . ?
Zr2 O12 Zr3 109.35(18) . . ?
Zr1 O13A Zr2 118.6(3) . . ?
Zr1 O13A Zr3 116.4(4) . . ?
Zr2 O13A Zr3 115.2(3) . . ?
Zr1 O13B Zr3 99.5(3) . . ?
Zr2 O13B Zr1 101.7(3) . . ?
Zr2 O13B Zr3 99.8(3) . . ?
Zr1 O14 Zr3 109.04(18) . 5_666 ?
Zr2 O14 Zr1 112.32(18) . . ?
Zr2 O14 Zr3 109.48(17) . 5_666 ?
Zr1 O15 Zr2 111.30(15) 5_666 . ?
Zr1 O15 Zr3 109.7(2) 5_666 5_666 ?
Zr2 O15 Zr3 108.61(16) . 5_666 ?
C12 N1 C10 106.9(6) . . ?
C11 N2 H2 126.4 . . ?
C12 N2 H2 126.4 . . ?
C12 N2 C11 107.2(6) . . ?
O1 C1 O2 125.7(3) . . ?
O1 C1 C2 117.7(3) . . ?
O2 C1 C2 116.5(3) . . ?
C3 C2 C1 121.0(3) . . ?
C3 C2 C4 120.0(3) . . ?
C4 C2 C1 118.9(3) . . ?
C2 C3 C2 119.6(5) . 7_565 ?
C2 C3 H3 120.2 7_565 . ?
C2 C3 H3 120.2 . . ?
C2 C4 H4 119.6 . . ?
C5 C4 C2 120.8(3) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C4 118.8(4) . 7_565 ?
C4 C5 C6 120.5(2) . . ?
C4 C5 C6 120.5(2) 7_565 . ?
N2 C11 C10 105.0(6) . . ?
C6 C11 N2 132.1(6) . . ?
C6 C11 C10 122.7(6) . . ?
C11 C6 C5 123.8(5) . . ?
C7 C6 C5 119.5(5) . . ?
C7 C6 C11 116.7(6) . . ?
C6 C7 H7A 119.0 . . ?
C6 C7 C8 122.0(7) . . ?
C8 C7 H7A 119.0 . . ?
C9 C8 C7 120.7(7) . . ?
N1 C10 C11 109.0(6) . . ?
C9 C10 N1 129.9(6) . . ?
C9 C10 C11 121.1(6) . . ?
N1 C12 N2 111.8(7) . . ?
N1 C12 C13 122.1(7) . . ?
N2 C12 C13 125.9(8) . . ?
C14 C13 C12 121.3(7) . . ?
C14 C13 C19 119.5(8) . . ?
C19 C13 C12 119.1(8) . . ?
C13 C14 H14 119.5 . . ?
C13 C14 C15 121.1(9) . . ?
C15 C14 H14 119.5 . . ?
C14 C15 H15 120.6 . . ?
C16 C15 C14 118.9(9) . . ?
C16 C15 H15 120.6 . . ?
C15 C16 C17 122.1(11) . . ?
C18 C16 C15 119.9(8) . . ?
C18 C16 C17 117.8(11) . . ?
O3 C17 C16 113.1(18) . . ?
O4 C17 O3 136(2) . . ?
O4 C17 C16 110.7(16) . . ?
C16 C18 H18 119.4 . . ?
C16 C18 C19 121.3(8) . . ?
C19 C18 H18 119.4 . . ?
O7 C19 C13 123.6(8) . . ?
O7 C19 C18 117.4(8) . . ?
C13 C19 C18 118.9(8) . . ?
C21 C20 C21 118.5(5) 7_565 . ?
C21 C20 C9 120.7(2) . . ?
C21 C20 C9 120.7(2) 7_565 . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.3(3) . . ?
C22 C21 H21 119.4 . . ?
C21 C22 C23 119.3(3) . . ?
C21 C22 C24 120.6(3) . . ?
C23 C22 C24 120.1(3) . . ?
C22 C23 C22 120.1(5) . 7_565 ?
C22 C23 H23 119.9 . . ?
C22 C23 H23 119.9 7_565 . ?
O5 C24 C22 116.6(4) . . ?
O6 C24 O5 125.7(3) . . ?
O6 C24 C22 117.7(4) . . ?
O8 C25 O9 120.8(15) . . ?
O8 C25 H25 119.6 . . ?
O9 C25 H25 119.6 . . ?
O10 C26 O11 130.0(6) . . ?
O10 C26 H26 115.0 . . ?
O11 C26 H26 115.0 . . ?
C8 C9 C20 120.8(5) . . ?
C10 C9 C8 116.5(6) . . ?
C10 C9 C20 122.5(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zr1 O2 C1 O1 5.5(8) 5_666 . . . ?
Zr1 O2 C1 C2 -172.6(3) 5_666 . . . ?
Zr1 O9 C25 O8 19(4) . . . . ?
Zr2 O5 C24 O6 5.7(8) 2_665 . . . ?
Zr2 O5 C24 C22 -174.9(3) 2_665 . . . ?
Zr2 O11 C26 O10 5.0(16) . . . . ?
Zr3 O1 C1 O2 -7.2(7) . . . . ?
Zr3 O1 C1 C2 171.0(3) . . . . ?
Zr3 O6 C24 O5 -0.8(7) 6_657 . . . ?
Zr3 O6 C24 C22 179.8(3) 6_657 . . . ?
Zr3 O8 C25 O9 -13(4) . . . . ?
Zr3 O10 C26 O11 -3.5(14) . . . . ?
O1 C1 C2 C3 -18.2(7) . . . . ?
O1 C1 C2 C4 164.5(4) . . . . ?
O2 C1 C2 C3 160.1(5) . . . . ?
O2 C1 C2 C4 -17.2(7) . . . . ?
N1 C10 C9 C8 -171.3(8) . . . . ?
N1 C10 C9 C20 4.4(10) . . . . ?
N1 C12 C13 C14 -167.5(10) . . . . ?
N1 C12 C13 C19 14.7(15) . . . . ?
N2 C11 C6 C5 -5.5(11) . . . . ?
N2 C11 C6 C7 173.8(8) . . . . ?
N2 C11 C10 N1 -0.3(9) . . . . ?
N2 C11 C10 C9 -178.6(6) . . . . ?
N2 C12 C13 C14 18.3(16) . . . . ?
N2 C12 C13 C19 -159.6(9) . . . . ?
C1 C2 C3 C2 -175.5(4) . . . 7_565 ?
C1 C2 C4 C5 177.3(4) . . . . ?
C2 C4 C5 C4 -1.6(9) . . . 7_565 ?
C2 C4 C5 C6 -178.1(5) . . . . ?
C3 C2 C4 C5 -0.1(7) . . . . ?
C4 C2 C3 C2 1.8(9) . . . 7_565 ?
C4 C5 C6 C11 -54.5(8) . . . . ?
C4 C5 C6 C11 129.2(6) 7_565 . . . ?
C4 C5 C6 C7 126.2(6) . . . . ?
C4 C5 C6 C7 -50.2(8) 7_565 . . . ?
C5 C6 C7 C8 179.1(7) . . . . ?
C11 N2 C12 N1 0.3(10) . . . . ?
C11 N2 C12 C13 175.0(9) . . . . ?
C11 C6 C7 C8 -0.3(11) . . . . ?
C11 C10 C9 C8 6.6(10) . . . . ?
C11 C10 C9 C20 -177.7(6) . . . . ?
C6 C11 C10 N1 175.4(6) . . . . ?
C6 C11 C10 C9 -2.9(11) . . . . ?
C6 C7 C8 C9 4.3(14) . . . . ?
C7 C8 C9 C10 -7.3(11) . . . . ?
C7 C8 C9 C20 176.9(7) . . . . ?
C10 N1 C12 N2 -0.4(10) . . . . ?
C10 N1 C12 C13 -175.4(8) . . . . ?
C10 C11 C6 C5 -179.8(6) . . . . ?
C10 C11 C6 C7 -0.5(10) . . . . ?
C12 N1 C10 C11 0.4(9) . . . . ?
C12 N1 C10 C9 178.5(7) . . . . ?
C12 N2 C11 C6 -175.0(7) . . . . ?
C12 N2 C11 C10 0.0(9) . . . . ?
C12 C13 C14 C15 -179.7(11) . . . . ?
C12 C13 C19 O7 -2.8(17) . . . . ?
C12 C13 C19 C18 174.5(10) . . . . ?
C13 C14 C15 C16 6.5(18) . . . . ?
C14 C13 C19 O7 179.3(11) . . . . ?
C14 C13 C19 C18 -3.4(16) . . . . ?
C14 C15 C16 C17 179.6(14) . . . . ?
C14 C15 C16 C18 -5.9(17) . . . . ?
C15 C16 C17 O3 43(3) . . . . ?
C15 C16 C17 O4 -139.8(19) . . . . ?
C15 C16 C18 C19 0.7(17) . . . . ?
C16 C18 C19 O7 -178.5(11) . . . . ?
C16 C18 C19 C13 4.0(17) . . . . ?
C17 C16 C18 C19 175.5(13) . . . . ?
C18 C16 C17 O3 -132(2) . . . . ?
C18 C16 C17 O4 45(3) . . . . ?
C19 C13 C14 C15 -1.8(18) . . . . ?
C20 C21 C22 C23 -0.7(8) . . . . ?
C20 C21 C22 C24 179.6(5) . . . . ?
C21 C20 C21 C22 -3.1(9) 7_565 . . . ?
C21 C20 C9 C8 -128.9(6) . . . . ?
C21 C20 C9 C8 48.5(8) 7_565 . . . ?
C21 C20 C9 C10 55.6(8) . . . . ?
C21 C20 C9 C10 -127.0(6) 7_565 . . . ?
C21 C22 C23 C22 4.5(9) . . . 7_565 ?
C21 C22 C24 O5 -25.8(7) . . . . ?
C21 C22 C24 O6 153.6(4) . . . . ?
C23 C22 C24 O5 154.4(5) . . . . ?
C23 C22 C24 O6 -26.1(7) . . . . ?
C24 C22 C23 C22 -175.7(4) . . . 7_565 ?
C9 C20 C21 C22 174.4(5) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.021 -0.702 -0.319 5600.3 778.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT430_293k                
;
PROBLEM: Short Inter D...A Contact  O3       ..O19      .       2.72 Ang.  
RESPONSE: Ligand carboxylate groups are in close approximate to 
neighbouring carboxylate groups or oxygen atoms.
;
# end Validation Reply Form
