# 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).
# 
# 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 2337168'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C118 H138 Cu4 F24 N32 Zr4'
_chemical_formula_weight         3079.64

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           98
_space_group_name_H-M_alt        'I 41 2 2'
_space_group_name_Hall           'I 4bw 2bw'

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

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

_cell_length_a                   16.9122(7)
_cell_length_b                   16.9122(7)
_cell_length_c                   31.516(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9014.3(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    7663
_cell_measurement_theta_min      2.282
_cell_measurement_theta_max      22.5745

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.135
_exptl_crystal_F_000             3124
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.330
_exptl_crystal_size_min          0.320
_exptl_absorpt_coefficient_mu    0.752
_shelx_estimated_absorpt_T_min   0.779
_shelx_estimated_absorpt_T_max   0.795
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SmartLab'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34045
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0490
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.366
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4208
_reflns_number_gt                3700
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.752
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0880P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.94(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4208
_refine_ls_number_parameters     261
_refine_ls_number_restraints     173
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_ref         0.1323
_refine_ls_wR_factor_gt          0.1279
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_restrained_S_all      1.281
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.03347(4) 0.250000 0.125000 0.0323(2) Uani 1 2 d S T P . .
Cu1 Cu 0.000000 0.500000 0.12352(3) 0.0336(3) Uani 1 2 d S T P . .
F1 F 0.0305(3) 0.2490(3) 0.18798(12) 0.0834(14) Uani 1 1 d . . . . .
F2 F 0.1502(3) 0.250000 0.125000 0.099(2) Uani 1 2 d S T P . .
F3 F 0.0323(2) 0.36771(18) 0.12446(13) 0.0580(9) Uani 1 1 d . . . . .
F4 F -0.0852(3) 0.250000 0.125000 0.0750(17) Uani 1 2 d S T P . .
N1 N 0.0817(3) 0.5221(3) 0.16829(16) 0.0417(12) Uani 1 1 d . . . . .
N2 N 0.1793(3) 0.5804(3) 0.20146(16) 0.0428(12) Uani 1 1 d . . . . .
N3 N 0.1420(3) 0.5757(3) 0.02371(16) 0.0492(13) Uani 1 1 d . . . . .
N4 N 0.0803(3) 0.5178(3) 0.07756(16) 0.0408(12) Uani 1 1 d . . . . .
C1 C 0.1020(5) 0.4784(5) 0.2027(2) 0.066(2) Uani 1 1 d . . . . .
H1 H 0.077223 0.431451 0.210384 0.079 Uiso 1 1 calc R U . . .
C2 C 0.1604(5) 0.5103(5) 0.2238(2) 0.069(2) Uani 1 1 d . . . . .
H2 H 0.184379 0.491020 0.248258 0.083 Uiso 1 1 calc R U . . .
C3 C 0.1300(4) 0.5831(4) 0.16857(18) 0.0431(14) Uani 1 1 d . . . . .
H3 H 0.129666 0.623148 0.148325 0.052 Uiso 1 1 calc R U . . .
C4 C 0.2437(4) 0.6339(3) 0.20936(16) 0.0407(13) Uani 1 1 d . . . . .
C5 C 0.3026(4) 0.6120(4) 0.23719(19) 0.0441(14) Uani 1 1 d . . . . .
H5 H 0.300135 0.563796 0.251278 0.053 Uiso 1 1 calc R U . . .
C6 C 0.3651(4) 0.6625(4) 0.2438(2) 0.0469(15) Uani 1 1 d . . . . .
C7 C 0.3697(4) 0.7342(4) 0.2229(2) 0.0526(17) Uani 1 1 d . . . . .
H7 H 0.412624 0.767429 0.227472 0.063 Uiso 1 1 calc R U . . .
C8 C 0.3096(4) 0.7566(4) 0.1947(2) 0.0529(16) Uani 1 1 d . . . . .
C9 C 0.2459(4) 0.7066(4) 0.18875(18) 0.0482(14) Uani 1 1 d . . . . .
H9 H 0.204572 0.721591 0.170998 0.058 Uiso 1 1 calc R U . . .
C10 C 0.0867(4) 0.5827(4) 0.05464(17) 0.0441(14) Uani 1 1 d . . . . .
H10 H 0.056752 0.628024 0.059164 0.053 Uiso 1 1 calc R U . . .
C11 C 0.1321(6) 0.4668(5) 0.0609(3) 0.086(3) Uani 1 1 d . . . . .
H11 H 0.139640 0.415079 0.069983 0.104 Uiso 1 1 calc R U . . .
C12 C 0.1727(6) 0.5024(5) 0.0282(3) 0.090(3) Uani 1 1 d . . . . .
H12 H 0.213347 0.480320 0.012245 0.108 Uiso 1 1 calc R U . . .
C13 C 0.3123(5) 0.8327(5) 0.1715(3) 0.076(3) Uani 1 1 d . . . . .
H13A H 0.356585 0.832749 0.152522 0.114 Uiso 1 1 calc R U . . .
H13B H 0.317584 0.875308 0.191441 0.114 Uiso 1 1 calc R U . . .
H13C H 0.264300 0.839242 0.155633 0.114 Uiso 1 1 calc R U . . .
C14 C 0.809(2) 0.727(2) 0.0245(12) 0.187(16) Uani 0.25 1 d DG U P A 1
H14A H 0.857092 0.755826 0.028646 0.280 Uiso 0.25 1 d R U P A 1
H14B H 0.796818 0.724624 -0.005233 0.280 Uiso 0.25 1 d R U P A 1
H14C H 0.815405 0.673940 0.035203 0.280 Uiso 0.25 1 d R U P A 1
C15 C 0.741(2) 0.768(2) 0.0484(10) 0.194(16) Uani 0.25 1 d DG U P A 1
H15A H 0.717947 0.807410 0.030486 0.290 Uiso 0.25 1 d R U P A 1
H15B H 0.761781 0.792525 0.073580 0.290 Uiso 0.25 1 d R U P A 1
H15C H 0.702002 0.729593 0.056124 0.290 Uiso 0.25 1 d R U P A 1
C16 C 0.530(2) 0.045(2) 0.2626(11) 0.158(17) Uani 0.25 1 d DG U P A 2
H16C H 0.486183 0.013966 0.254798 0.190 Uiso 0.25 1 d R U P A 2
H16A H 0.530462 0.080975 0.238978 0.190 Uiso 0.25 1 d R U P A 2
H16B H 0.521970 0.075124 0.288043 0.190 Uiso 0.25 1 d R U P A 2
C17 C 0.607(3) 0.0011(19) 0.2649(12) 0.150(17) Uani 0.25 1 d DG U P A 2
H17C H 0.648872 0.037830 0.269722 0.179 Uiso 0.25 1 d R U P A 2
H17A H 0.615908 -0.026655 0.238829 0.179 Uiso 0.25 1 d R U P A 2
H17B H 0.605120 -0.036581 0.287576 0.179 Uiso 0.25 1 d R U P A 2
C18 C 0.582(3) 0.9760(19) 0.0989(11) 0.189(17) Uani 0.125 1 d DG U P A 1
H18C H 0.617786 1.003596 0.080743 0.227 Uiso 0.125 1 d R U P A 1
H18A H 0.584047 0.920916 0.091848 0.227 Uiso 0.125 1 d R U P A 1
H18B H 0.598993 0.983414 0.127653 0.227 Uiso 0.125 1 d R U P A 1
C19 C 0.498(3) 1.011(2) 0.0916(15) 0.190(17) Uani 0.125 1 d DG U P A 1
H19C H 0.475775 0.983879 0.067651 0.228 Uiso 0.125 1 d R U P A 1
H19A H 0.500341 1.065931 0.085120 0.228 Uiso 0.125 1 d R U P A 1
H19B H 0.464445 1.001950 0.115475 0.228 Uiso 0.125 1 d R U P A 1
C20 C 0.574(3) 0.9075(19) 0.1040(11) 0.191(17) Uani 0.125 1 d DG U P A 3
H20A H 0.586123 0.870917 0.081634 0.286 Uiso 0.125 1 d R U P A 3
H20B H 0.520595 0.926119 0.100616 0.286 Uiso 0.125 1 d R U P A 3
H20C H 0.579013 0.881469 0.130906 0.286 Uiso 0.125 1 d R U P A 3
C21 C 0.631(3) 0.9779(18) 0.1020(10) 0.187(17) Uani 0.125 1 d DG U P A 3
H21A H 0.638358 0.999230 0.129989 0.280 Uiso 0.125 1 d R U P A 3
H21B H 0.609829 1.017995 0.083745 0.280 Uiso 0.125 1 d R U P A 3
H21C H 0.681261 0.960529 0.091093 0.280 Uiso 0.125 1 d R U P A 3
C22 C 0.672(2) 0.8446(18) 0.0797(9) 0.189(17) Uani 0.125 1 d DG U P A 4
H22A H 0.652354 0.794433 0.070184 0.283 Uiso 0.125 1 d R U P A 4
H22B H 0.714338 0.836327 0.099552 0.283 Uiso 0.125 1 d R U P A 4
H22C H 0.691576 0.874016 0.055779 0.283 Uiso 0.125 1 d R U P A 4
C23 C 0.605(3) 0.8911(18) 0.1012(10) 0.191(17) Uani 0.125 1 d DG U P A 4
H23A H 0.607435 0.945429 0.092398 0.286 Uiso 0.125 1 d R U P A 4
H23B H 0.611319 0.888170 0.131460 0.286 Uiso 0.125 1 d R U P A 4
H23C H 0.555174 0.868886 0.093257 0.286 Uiso 0.125 1 d R U P A 4


_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 F2 1.974(6) . ?
Zr1 F1 1.986(4) . ?
Zr1 F1 1.986(4) 5 ?
Zr1 F3 1.991(3) . ?
Zr1 F3 1.991(3) 5 ?
Zr1 F4 2.008(5) . ?
Cu1 N4 2.008(5) . ?
Cu1 N4 2.009(5) 11_454 ?
Cu1 N1 2.010(5) 11_454 ?
Cu1 N1 2.010(5) . ?
Cu1 F3 2.303(3) 11_454 ?
Cu1 F3 2.303(3) . ?
N1 C3 1.316(8) . ?
N1 C1 1.356(8) . ?
N2 C3 1.331(7) . ?
N2 C2 1.415(9) . ?
N2 C4 1.438(7) . ?
N3 C12 1.350(9) . ?
N3 C10 1.356(7) . ?
N3 C6 1.418(7) 4_464 ?
N4 C10 1.319(7) . ?
N4 C11 1.336(9) . ?
C1 C2 1.307(10) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C5 1.378(8) . ?
C4 C9 1.392(8) . ?
C5 C6 1.374(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.382(9) . ?
C7 C8 1.401(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.383(8) . ?
C8 C13 1.480(9) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C12 1.376(11) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.5376 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C16 0.87(8) 6_545 ?
C16 C17 1.44(7) 6_545 ?
C16 C17 1.4960 . ?
C16 C16 1.83(6) 11_544 ?
C16 C16 1.97(7) 16 ?
C16 H16C 0.9423 . ?
C16 H16A 0.9589 . ?
C16 H16B 0.9589 . ?
C16 H16A 0.90(7) 6_545 ?
C17 H17C 0.9588 . ?
C17 H17A 0.9588 . ?
C17 H17B 0.9590 . ?
C18 C19 1.39(10) 11_564 ?
C18 C19 1.5413 . ?
C18 H18C 0.9589 . ?
C18 H18A 0.9590 . ?
C18 H18B 0.9592 . ?
C18 H19C 1.54(6) 11_564 ?
C18 H19B 1.01(8) 11_564 ?
C19 C19 0.36(7) 11_564 ?
C19 H19C 0.9589 . ?
C19 H19A 0.9588 . ?
C19 H19B 0.9591 . ?
C19 H19C 0.88(6) 11_564 ?
C19 H19B 1.00(7) 11_564 ?
C20 C21 1.5375 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.5366 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

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
F2 Zr1 F1 91.46(15) . . ?
F2 Zr1 F1 91.46(15) . 5 ?
F1 Zr1 F1 177.1(3) . 5 ?
F2 Zr1 F3 90.59(11) . . ?
F1 Zr1 F3 90.98(19) . . ?
F1 Zr1 F3 88.99(19) 5 . ?
F2 Zr1 F3 90.59(11) . 5 ?
F1 Zr1 F3 88.99(19) . 5 ?
F1 Zr1 F3 90.98(19) 5 5 ?
F3 Zr1 F3 178.8(2) . 5 ?
F2 Zr1 F4 180.0 . . ?
F1 Zr1 F4 88.54(15) . . ?
F1 Zr1 F4 88.54(15) 5 . ?
F3 Zr1 F4 89.41(11) . . ?
F3 Zr1 F4 89.41(11) 5 . ?
N4 Cu1 N4 87.7(3) . 11_454 ?
N4 Cu1 N1 177.5(2) . 11_454 ?
N4 Cu1 N1 90.77(19) 11_454 11_454 ?
N4 Cu1 N1 90.77(19) . . ?
N4 Cu1 N1 177.5(2) 11_454 . ?
N1 Cu1 N1 90.8(3) 11_454 . ?
N4 Cu1 F3 91.39(16) . 11_454 ?
N4 Cu1 F3 89.68(17) 11_454 11_454 ?
N1 Cu1 F3 90.51(17) 11_454 11_454 ?
N1 Cu1 F3 88.45(17) . 11_454 ?
N4 Cu1 F3 89.67(17) . . ?
N4 Cu1 F3 91.39(16) 11_454 . ?
N1 Cu1 F3 88.45(17) 11_454 . ?
N1 Cu1 F3 90.51(17) . . ?
F3 Cu1 F3 178.5(2) 11_454 . ?
Zr1 F3 Cu1 166.9(2) . . ?
C3 N1 C1 105.4(6) . . ?
C3 N1 Cu1 125.2(4) . . ?
C1 N1 Cu1 129.3(5) . . ?
C3 N2 C2 106.0(5) . . ?
C3 N2 C4 126.0(5) . . ?
C2 N2 C4 127.7(5) . . ?
C12 N3 C10 105.7(5) . . ?
C12 N3 C6 128.5(6) . 4_464 ?
C10 N3 C6 125.7(5) . 4_464 ?
C10 N4 C11 105.5(6) . . ?
C10 N4 Cu1 125.1(4) . . ?
C11 N4 Cu1 129.1(4) . . ?
C2 C1 N1 111.9(6) . . ?
C2 C1 H1 124.0 . . ?
N1 C1 H1 124.0 . . ?
C1 C2 N2 105.2(6) . . ?
C1 C2 H2 127.4 . . ?
N2 C2 H2 127.4 . . ?
N1 C3 N2 111.5(5) . . ?
N1 C3 H3 124.3 . . ?
N2 C3 H3 124.3 . . ?
C5 C4 C9 121.0(6) . . ?
C5 C4 N2 119.3(5) . . ?
C9 C4 N2 119.7(5) . . ?
C6 C5 C4 119.1(6) . . ?
C6 C5 H5 120.4 . . ?
C4 C5 H5 120.4 . . ?
C5 C6 C7 121.0(6) . . ?
C5 C6 N3 119.5(5) . 2_655 ?
C7 C6 N3 119.5(6) . 2_655 ?
C6 C7 C8 119.9(6) . . ?
C6 C7 H7 120.0 . . ?
C8 C7 H7 120.0 . . ?
C9 C8 C7 119.1(6) . . ?
C9 C8 C13 119.2(6) . . ?
C7 C8 C13 121.8(6) . . ?
C8 C9 C4 119.8(6) . . ?
C8 C9 H9 120.1 . . ?
C4 C9 H9 120.1 . . ?
N4 C10 N3 112.2(6) . . ?
N4 C10 H10 123.9 . . ?
N3 C10 H10 123.9 . . ?
N4 C11 C12 109.9(7) . . ?
N4 C11 H11 125.1 . . ?
C12 C11 H11 125.1 . . ?
N3 C12 C11 106.7(7) . . ?
N3 C12 H12 126.6 . . ?
C11 C12 H12 126.6 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 H14A 109.3 . . ?
C15 C14 H14B 109.6 . . ?
H14A C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C16 C16 C17 69(5) 6_545 . ?
C17 C16 C17 133(3) 6_545 . ?
C16 C16 C16 85(2) 6_545 11_544 ?
C17 C16 C16 114(3) 6_545 11_544 ?
C17 C16 C16 94(3) . 11_544 ?
C16 C16 C16 68(2) 6_545 16 ?
C17 C16 C16 90(3) 6_545 16 ?
C17 C16 C16 104.94(15) . 16 ?
C16 C16 C16 26(3) 11_544 16 ?
C16 C16 H16C 80.2 6_545 . ?
C17 C16 H16C 88.9 6_545 . ?
C17 C16 H16C 114.5 . . ?
C16 C16 H16C 25.6 11_544 . ?
C16 C16 H16C 12.5 16 . ?
C16 C16 H16A 58.6 6_545 . ?
C17 C16 H16A 23.0 6_545 . ?
C17 C16 H16A 110.2 . . ?
C16 C16 H16A 122.0 11_544 . ?
C16 C16 H16A 95.8 16 . ?
H16C C16 H16A 99.1 . . ?
C16 C16 H16B 163.4 6_545 . ?
C17 C16 H16B 94.2 6_545 . ?
C17 C16 H16B 110.2 . . ?
C16 C16 H16B 111.2 11_544 . ?
C16 C16 H16B 126.0 16 . ?
H16C C16 H16B 113.7 . . ?
H16A C16 H16B 108.5 . . ?
C16 C16 H16A 66(6) 6_545 6_545 ?
C17 C16 H16A 120(4) 6_545 6_545 ?
C17 C16 H16A 15(3) . 6_545 ?
C16 C16 H16A 107(6) 11_544 6_545 ?
C16 C16 H16A 115(4) 16 6_545 ?
H16C C16 H16A 125.8 . 6_545 ?
H16A C16 H16A 97.2 . 6_545 ?
H16B C16 H16A 109.1 . 6_545 ?
C16 C17 C16 34(3) 6_545 . ?
C16 C17 H17C 114.5 6_545 . ?
C16 C17 H17C 109.3 . . ?
C16 C17 H17A 76.7 6_545 . ?
C16 C17 H17A 110.2 . . ?
H17C C17 H17A 109.4 . . ?
C16 C17 H17B 131.0 6_545 . ?
C16 C17 H17B 110.2 . . ?
H17C C17 H17B 109.3 . . ?
H17A C17 H17B 108.5 . . ?
C16 C17 H16A 34(3) 6_545 6_545 ?
C16 C17 H16A 20(3) . 6_545 ?
H17C C17 H16A 91.8 . 6_545 ?
H17A C17 H16A 108.3 . 6_545 ?
H17B C17 H16A 127.6 . 6_545 ?
C19 C18 C19 13(3) 11_564 . ?
C19 C18 H18C 116.1 11_564 . ?
C19 C18 H18C 107.9 . . ?
C19 C18 H18A 99.2 11_564 . ?
C19 C18 H18A 111.8 . . ?
H18C C18 H18A 107.9 . . ?
C19 C18 H18B 115.6 11_564 . ?
C19 C18 H18B 111.8 . . ?
H18C C18 H18B 107.8 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H19C 37.7(19) 11_564 11_564 ?
C19 C18 H19C 33(3) . 11_564 ?
H18C C18 H19C 78.7 . 11_564 ?
H18A C18 H19C 107.7 . 11_564 ?
H18B C18 H19C 137.6 . 11_564 ?
C19 C18 H19B 43(4) 11_564 11_564 ?
C19 C18 H19B 40(3) . 11_564 ?
H18C C18 H19B 128.4 . 11_564 ?
H18A C18 H19B 120.8 . 11_564 ?
H18B C18 H19B 72.6 . 11_564 ?
H19C C18 H19B 71.4 11_564 11_564 ?
C19 C19 C18 107(10) 11_564 11_564 ?
C19 C19 C18 60(10) 11_564 . ?
C18 C19 C18 157.6(19) 11_564 . ?
C19 C19 H19C 65.9 11_564 . ?
C18 C19 H19C 79.5 11_564 . ?
C18 C19 H19C 107.8 . . ?
C19 C19 H19A 164.2 11_564 . ?
C18 C19 H19A 84.7 11_564 . ?
C18 C19 H19A 111.9 . . ?
H19C C19 H19A 107.8 . . ?
C19 C19 H19B 86.3 11_564 . ?
C18 C19 H19B 46.4 11_564 . ?
C18 C19 H19B 111.8 . . ?
H19C C19 H19B 107.8 . . ?
H19A C19 H19B 109.5 . . ?
C19 C19 H19C 92(9) 11_564 11_564 ?
C18 C19 H19C 128(6) 11_564 11_564 ?
C18 C19 H19C 74(5) . 11_564 ?
H19C C19 H19C 64.7 . 11_564 ?
H19A C19 H19C 72.3 . 11_564 ?
H19B C19 H19C 172.3 . 11_564 ?
C19 C19 H19B 73(9) 11_564 11_564 ?
C18 C19 H19B 121(4) 11_564 11_564 ?
C18 C19 H19B 40(4) . 11_564 ?
H19C C19 H19B 137.9 . 11_564 ?
H19A C19 H19B 110.2 . 11_564 ?
H19B C19 H19B 75.7 . 11_564 ?
H19C C19 H19B 111.0 11_564 11_564 ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 H22A 109.5 . . ?
C23 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C23 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C1 C2 0.0(10) . . . . ?
Cu1 N1 C1 C2 177.3(6) . . . . ?
N1 C1 C2 N2 0.3(10) . . . . ?
C3 N2 C2 C1 -0.5(9) . . . . ?
C4 N2 C2 C1 -174.3(7) . . . . ?
C1 N1 C3 N2 -0.3(8) . . . . ?
Cu1 N1 C3 N2 -177.8(4) . . . . ?
C2 N2 C3 N1 0.5(8) . . . . ?
C4 N2 C3 N1 174.5(6) . . . . ?
C3 N2 C4 C5 -161.8(7) . . . . ?
C2 N2 C4 C5 10.8(11) . . . . ?
C3 N2 C4 C9 17.9(10) . . . . ?
C2 N2 C4 C9 -169.5(7) . . . . ?
C9 C4 C5 C6 -1.3(10) . . . . ?
N2 C4 C5 C6 178.4(6) . . . . ?
C4 C5 C6 C7 -0.4(10) . . . . ?
C4 C5 C6 N3 177.5(6) . . . 2_655 ?
C5 C6 C7 C8 0.7(11) . . . . ?
N3 C6 C7 C8 -177.2(6) 2_655 . . . ?
C6 C7 C8 C9 0.7(11) . . . . ?
C6 C7 C8 C13 -179.8(7) . . . . ?
C7 C8 C9 C4 -2.4(10) . . . . ?
C13 C8 C9 C4 178.1(7) . . . . ?
C5 C4 C9 C8 2.8(10) . . . . ?
N2 C4 C9 C8 -176.9(6) . . . . ?
C11 N4 C10 N3 -0.7(9) . . . . ?
Cu1 N4 C10 N3 -175.0(4) . . . . ?
C12 N3 C10 N4 -1.1(9) . . . . ?
C6 N3 C10 N4 179.9(6) 4_464 . . . ?
C10 N4 C11 C12 2.2(11) . . . . ?
Cu1 N4 C11 C12 176.2(7) . . . . ?
C10 N3 C12 C11 2.3(11) . . . . ?
C6 N3 C12 C11 -178.7(8) 4_464 . . . ?
N4 C11 C12 N3 -2.9(12) . . . . ?
C17 C16 C17 C16 -45(3) 6_545 . . 6_545 ?
C16 C16 C17 C16 83.5(16) 11_544 . . 6_545 ?
C16 C16 C17 C16 59(3) 16 . . 6_545 ?
C19 C18 C19 C18 59(12) 11_564 . . 11_564 ?

_refine_diff_density_max         0.517
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.132

####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2337169'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H24 Cu F12 N8 O0 Zr'
_chemical_formula_weight         867.32

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'
Cu Cu 0.3201 1.2651 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           98
_space_group_name_H-M_alt        'I 41 2 2'
_space_group_name_Hall           'I 4bw 2bw'

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

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

_cell_length_a                   16.7225(5)
_cell_length_b                   16.7225(5)
_cell_length_c                   31.8580(14)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8908.8(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    301(2)
_cell_measurement_reflns_used    6827
_cell_measurement_theta_min      2.1350
_cell_measurement_theta_max      27.4310

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_F_000             3448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.788
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      301(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15822
_diffrn_reflns_av_unetI/netI     0.0657
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.145
_diffrn_reflns_theta_max         30.127
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.818
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.818
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.791
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5215
_reflns_number_gt                4232
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.721
_reflns_Friedel_fraction_max     0.755
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.8040P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.44(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5215
_refine_ls_number_parameters     253
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0918
_refine_ls_R_factor_gt           0.0713
_refine_ls_wR_factor_ref         0.1967
_refine_ls_wR_factor_gt          0.1896
_refine_ls_goodness_of_fit_ref   1.347
_refine_ls_restrained_S_all      1.342
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.02893(6) -0.250000 0.125000 0.0288(3) Uani 1 2 d S T P . .
Cu2 Cu 0.000000 0.000000 0.12435(4) 0.0291(3) Uani 1 2 d S T P . .
F3 F 0.0230(5) -0.2444(4) 0.18714(18) 0.078(2) Uani 1 1 d . . . . .
F1 F 0.0280(4) -0.1306(3) 0.12336(19) 0.0601(14) Uani 1 1 d . . . . .
F7 F 0.2562(5) 0.3584(4) 0.0937(2) 0.086(2) Uani 1 1 d . . . . .
F6 F 0.3484(5) 0.3935(4) 0.0511(2) 0.078(2) Uani 1 1 d . . . . .
F5 F 0.3782(5) 0.3314(5) 0.1069(2) 0.084(2) Uani 1 1 d . . . . .
F4 F -0.0910(5) -0.250000 0.125000 0.067(2) Uani 1 2 d S T P . .
C2 C 0.1308(5) 0.0830(5) 0.0803(2) 0.0362(17) Uani 1 1 d . . . . .
H2 H 0.129782 0.123375 0.100326 0.043 Uiso 1 1 d R U . . .
N2 N 0.1825(5) 0.0813(4) 0.04758(19) 0.0382(17) Uani 1 1 d . . . . .
C6 C 0.2494(6) 0.1339(5) 0.0397(2) 0.0398(17) Uani 1 1 d . . . . .
C7 C 0.2522(6) 0.2084(5) 0.0601(2) 0.0385(16) Uani 1 1 d . . . . .
H7 H 0.211342 0.224427 0.077981 0.046 Uiso 1 1 d R U . . .
C8 C 0.3174(5) 0.2558(6) 0.0537(3) 0.0420(18) Uani 1 1 d . . . . .
C4 C 0.1664(7) 0.0101(7) 0.0259(3) 0.064(3) Uani 1 1 d . . . . .
H4 H 0.190394 -0.008506 0.001470 0.077 Uiso 1 1 d R U . . .
C3 C 0.1047(8) -0.0258(7) 0.0469(3) 0.065(3) Uani 1 1 d . . . . .
H3 H 0.080623 -0.074165 0.039926 0.078 Uiso 1 1 d R U . . .
N1 N 0.0850(5) 0.0227(4) 0.0807(2) 0.0369(16) Uani 1 1 d . . . . .
C1 C 0.3254(6) 0.3342(6) 0.0756(3) 0.054(3) Uani 1 1 d . . . . .
F2 F 0.1458(6) -0.250000 0.125000 0.112(4) Uani 1 2 d S T P . .
C10 C 0.3728(5) 0.1617(6) 0.0057(3) 0.043(2) Uani 1 1 d . . . . .
C5 C 0.3071(5) 0.1096(5) 0.0124(3) 0.0382(19) Uani 1 1 d . . . . .
H5 H 0.304078 0.060105 -0.000737 0.046 Uiso 1 1 d R U . . .
C9 C 0.3779(5) 0.2334(5) 0.0266(2) 0.0369(19) Uani 1 1 d . . . . .
H9 H 0.420617 0.267610 0.021540 0.044 Uiso 1 1 d R U . . .
N4 N 0.4323(4) 0.1396(5) -0.0245(2) 0.0410(17) Uani 1 1 d . . . . .
C11 C 0.4215(5) 0.0863(6) -0.0559(3) 0.0393(19) Uani 1 1 d . . . . .
H11 H 0.374625 0.057338 -0.059857 0.047 Uiso 1 1 d R U . . .
C12 C 0.5097(8) 0.1617(9) -0.0259(4) 0.094(5) Uani 1 1 d . . . . .
H12 H 0.536255 0.195300 -0.007333 0.112 Uiso 1 1 d R U . . .
N3 N 0.4842(4) 0.0819(5) -0.0797(2) 0.0376(16) Uani 1 1 d . . . . .
C13 C 0.5385(7) 0.1324(7) -0.0630(4) 0.073(4) Uani 1 1 d . . . . .
H13 H 0.587762 0.144478 -0.074947 0.088 Uiso 1 1 d R U . . .
C16 C 0.5124(15) 0.9354(18) 0.0787(9) 0.029(5) Uani 0.237(8) 1 d D U P A 1
H16B H 0.542266 0.903956 0.098468 0.035 Uiso 0.237(8) 1 d R U P A 1
H16A H 0.536476 0.953656 0.053068 0.035 Uiso 0.237(8) 1 d R U P A 1
C17 C 0.4343(15) 0.9578(18) 0.0869(9) 0.029(5) Uani 0.237(8) 1 d D U P A 1
H17B H 0.426928 0.932252 0.113588 0.035 Uiso 0.237(8) 1 d R U P A 1
H17A H 0.382108 0.980542 0.082948 0.035 Uiso 0.237(8) 1 d R U P A 1
C16' C 0.500000 1.000000 0.064(8) 0.029(5) Uani 0.026(17) 2 d DS TU P A 2
H16D H 0.471170 1.039590 0.080012 0.035 Uiso 0.013(8) 1 d R U P A 2
H16C H 0.530080 0.958680 0.078002 0.035 Uiso 0.013(8) 1 d R U P A 2
C17' C 0.500000 1.000000 0.022(8) 0.029(5) Uani 0.026(17) 2 d DS TU P A 2
H17D H 0.533220 0.954360 0.016414 0.035 Uiso 0.013(8) 1 d R U P A 2
H17C H 0.487910 1.016610 -0.006246 0.035 Uiso 0.013(8) 1 d R U P A 2
C20 C 0.614(7) 0.381(7) 0.012(2) 0.15(3) Uani 0.25 1 d D U P B -1
H20B H 0.557158 0.389657 0.013903 0.185 Uiso 0.25 1 d R U P B -1
H20A H 0.637688 0.388137 -0.015017 0.185 Uiso 0.25 1 d R U P B -1
C21 C 0.660(3) 0.347(5) 0.042(2) 0.15(3) Uani 0.25 1 d D U P B -1
H21B H 0.712978 0.326121 0.046322 0.185 Uiso 0.25 1 d R U P B -1
H21A H 0.619408 0.358031 0.062432 0.185 Uiso 0.25 1 d R U P B -1
C14 C 0.300(3) 0.661(5) 0.177(2) 0.7(2) Uani 0.25 1 d DR U P . .
H14A H 0.321988 0.631630 0.200360 0.878 Uiso 0.25 1 d R U P . .
H14B H 0.246888 0.678340 0.182970 0.878 Uiso 0.25 1 d R U P . .
C15 C 0.339(3) 0.673(5) 0.138(2) 0.7(2) Uani 0.25 1 d DR U P . .
H15B H 0.294465 0.702728 0.126838 0.878 Uiso 0.25 1 d R U P . .
H15A H 0.382025 0.675258 0.118118 0.878 Uiso 0.25 1 d R U 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 F2 1.955(10) . ?
Zr1 F3 1.984(6) . ?
Zr1 F3 1.984(6) 5_545 ?
Zr1 F1 1.998(5) . ?
Zr1 F1 1.998(5) 5_545 ?
Zr1 F4 2.005(8) . ?
Cu2 N1 2.024(7) . ?
Cu2 N1 2.024(7) 11_444 ?
Cu2 N3 2.023(7) 12_454 ?
Cu2 N3 2.023(7) 2_545 ?
Cu2 F1 2.233(5) 11_444 ?
Cu2 F1 2.233(5) . ?
F7 C1 1.353(12) . ?
F6 C1 1.320(12) . ?
F5 C1 1.331(13) . ?
C2 N1 1.267(11) . ?
C2 N2 1.353(10) . ?
C2 H2 0.9299 . ?
N2 C4 1.401(12) . ?
N2 C6 1.446(11) . ?
C6 C5 1.361(12) . ?
C6 C7 1.406(11) . ?
C7 C8 1.363(12) . ?
C7 H7 0.9300 . ?
C8 C9 1.382(11) . ?
C8 C1 1.492(13) . ?
C4 C3 1.369(14) . ?
C4 H4 0.9302 . ?
C3 N1 1.387(12) . ?
C3 H3 0.9303 . ?
C10 C9 1.374(12) . ?
C10 C5 1.418(12) . ?
C10 N4 1.431(10) . ?
C5 H5 0.9300 . ?
C9 H9 0.9300 . ?
N4 C12 1.347(14) . ?
N4 C11 1.352(11) . ?
C11 N3 1.296(11) . ?
C11 H11 0.9298 . ?
C12 C13 1.365(14) . ?
C12 H12 0.9300 . ?
N3 C13 1.349(13) . ?
C13 H13 0.9301 . ?
C16 C17 1.38(2) . ?
C16 C17 2.01(4) 11_564 ?
C16 H16B 0.9601 . ?
C16 H16A 0.9600 . ?
C16 H16D 0.50(4) 11_564 ?
C17 H17B 0.9598 . ?
C17 H17A 0.9600 . ?
C16' C17' 1.35(3) . ?
C16' H16D 0.9601 . ?
C16' H16C 0.9600 . ?
C17' H17D 0.9600 . ?
C17' H17C 0.9601 . ?
C17' H17D 0.9600 11_564 ?
C17' H17C 0.9601 11_564 ?
C20 C21 1.35(3) . ?
C20 H20B 0.9598 . ?
C20 H20A 0.9601 . ?
C21 H21B 0.9599 . ?
C21 H21A 0.9601 . ?
C14 C15 1.4172 . ?
C14 H14A 0.9598 . ?
C14 H14B 0.9598 . ?
C15 H15B 0.9600 . ?
C15 H15A 0.9600 . ?

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
F2 Zr1 F3 92.9(2) . . ?
F2 Zr1 F3 92.9(2) . 5_545 ?
F3 Zr1 F3 174.2(5) . 5_545 ?
F2 Zr1 F1 90.42(18) . . ?
F3 Zr1 F1 88.8(3) . . ?
F3 Zr1 F1 91.2(3) 5_545 . ?
F2 Zr1 F1 90.42(18) . 5_545 ?
F3 Zr1 F1 91.2(3) . 5_545 ?
F3 Zr1 F1 88.8(3) 5_545 5_545 ?
F1 Zr1 F1 179.2(4) . 5_545 ?
F2 Zr1 F4 180.0 . . ?
F3 Zr1 F4 87.1(2) . . ?
F3 Zr1 F4 87.1(2) 5_545 . ?
F1 Zr1 F4 89.58(18) . . ?
F1 Zr1 F4 89.58(18) 5_545 . ?
N1 Cu2 N1 93.2(4) . 11_444 ?
N1 Cu2 N3 89.9(3) . 12_454 ?
N1 Cu2 N3 175.9(3) 11_444 12_454 ?
N1 Cu2 N3 175.9(3) . 2_545 ?
N1 Cu2 N3 89.9(3) 11_444 2_545 ?
N3 Cu2 N3 87.2(4) 12_454 2_545 ?
N1 Cu2 F1 87.4(3) . 11_444 ?
N1 Cu2 F1 91.5(3) 11_444 11_444 ?
N3 Cu2 F1 91.4(3) 12_454 11_444 ?
N3 Cu2 F1 89.8(3) 2_545 11_444 ?
N1 Cu2 F1 91.5(3) . . ?
N1 Cu2 F1 87.4(3) 11_444 . ?
N3 Cu2 F1 89.8(3) 12_454 . ?
N3 Cu2 F1 91.4(3) 2_545 . ?
F1 Cu2 F1 178.4(3) 11_444 . ?
Zr1 F1 Cu2 168.1(3) . . ?
N1 C2 N2 112.2(7) . . ?
N1 C2 H2 124.0 . . ?
N2 C2 H2 123.8 . . ?
C2 N2 C4 106.0(7) . . ?
C2 N2 C6 127.9(6) . . ?
C4 N2 C6 125.4(7) . . ?
C5 C6 C7 122.3(8) . . ?
C5 C6 N2 118.6(7) . . ?
C7 C6 N2 119.0(8) . . ?
C8 C7 C6 118.3(8) . . ?
C8 C7 H7 120.7 . . ?
C6 C7 H7 120.9 . . ?
C7 C8 C9 121.3(8) . . ?
C7 C8 C1 120.9(8) . . ?
C9 C8 C1 117.7(8) . . ?
C3 C4 N2 106.1(8) . . ?
C3 C4 H4 125.9 . . ?
N2 C4 H4 127.9 . . ?
C4 C3 N1 107.5(8) . . ?
C4 C3 H3 126.2 . . ?
N1 C3 H3 126.2 . . ?
C2 N1 C3 108.3(8) . . ?
C2 N1 Cu2 125.6(6) . . ?
C3 N1 Cu2 126.2(6) . . ?
F6 C1 F5 105.9(9) . . ?
F6 C1 F7 106.1(10) . . ?
F5 C1 F7 105.1(8) . . ?
F6 C1 C8 114.2(8) . . ?
F5 C1 C8 112.2(10) . . ?
F7 C1 C8 112.7(8) . . ?
C9 C10 C5 120.6(7) . . ?
C9 C10 N4 120.5(8) . . ?
C5 C10 N4 118.8(8) . . ?
C6 C5 C10 117.6(8) . . ?
C6 C5 H5 121.0 . . ?
C10 C5 H5 121.4 . . ?
C10 C9 C8 119.7(8) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.3 . . ?
C12 N4 C11 106.4(7) . . ?
C12 N4 C10 128.4(8) . . ?
C11 N4 C10 125.0(7) . . ?
N3 C11 N4 111.2(8) . . ?
N3 C11 H11 124.9 . . ?
N4 C11 H11 123.9 . . ?
N4 C12 C13 105.7(10) . . ?
N4 C12 H12 127.0 . . ?
C13 C12 H12 126.9 . . ?
C11 N3 C13 106.2(7) . . ?
C11 N3 Cu2 124.6(6) . 10_544 ?
C13 N3 Cu2 128.4(6) . 10_544 ?
N3 C13 C12 109.1(9) . . ?
N3 C13 H13 124.8 . . ?
C12 C13 H13 126.0 . . ?
C17 C16 C17 99(2) . 11_564 ?
C17 C16 H16B 121.0 . . ?
C17 C16 H16B 99.8 11_564 . ?
C17 C16 H16A 118.0 . . ?
C17 C16 H16A 69.0 11_564 . ?
H16B C16 H16A 121.0 . . ?
C17 C16 H16D 106(8) . 11_564 ?
C17 C16 H16D 7(10) 11_564 11_564 ?
H16B C16 H16D 96.7 . 11_564 ?
H16A C16 H16D 65.0 . 11_564 ?
C16 C17 C16 78(2) . 11_564 ?
C16 C17 H17B 99.6 . . ?
C16 C17 H17B 124.6 11_564 . ?
C16 C17 H17A 160.1 . . ?
C16 C17 H17A 92.0 11_564 . ?
H17B C17 H17A 100.1 . . ?
C16 C17 H16C 81(2) . 11_564 ?
C16 C17 H16C 5(7) 11_564 11_564 ?
H17B C17 H16C 128.0 . 11_564 ?
H17A C17 H16C 88.2 . 11_564 ?
C17' C16' H16D 121.5 . . ?
C17' C16' H16C 117.1 . . ?
H16D C16' H16C 121.5 . . ?
C16' C17' H17D 100.5 . . ?
C16' C17' H17C 159.0 . . ?
H17D C17' H17C 100.5 . . ?
C16' C17' H17C 159.03(4) . 11_564 ?
H17D C17' H17C 58.6 . 11_564 ?
H17C C17' H17C 41.9 . 11_564 ?
H17D C17' H17C 100.5 11_564 11_564 ?
C21 C20 H20B 126.1 . . ?
C21 C20 H20A 116.5 . . ?
H20B C20 H20A 116.4 . . ?
C20 C21 H21B 141.5 . . ?
C20 C21 H21A 89.5 . . ?
H21B C21 H21A 128.7 . . ?
C15 C14 H14A 125.7 . . ?
C15 C14 H14B 123.5 . . ?
H14A C14 H14B 110.7 . . ?
C14 C15 H15B 92.7 . . ?
C14 C15 H15A 157.6 . . ?
H15B C15 H15A 108.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C2 N2 C4 -1.0(12) . . . . ?
N1 C2 N2 C6 -171.8(9) . . . . ?
C2 N2 C6 C5 161.4(9) . . . . ?
C4 N2 C6 C5 -7.7(15) . . . . ?
C2 N2 C6 C7 -19.1(14) . . . . ?
C4 N2 C6 C7 171.7(10) . . . . ?
C5 C6 C7 C8 -3.4(14) . . . . ?
N2 C6 C7 C8 177.1(8) . . . . ?
C6 C7 C8 C9 2.8(14) . . . . ?
C6 C7 C8 C1 -177.8(9) . . . . ?
C2 N2 C4 C3 1.0(14) . . . . ?
C6 N2 C4 C3 172.1(10) . . . . ?
N2 C4 C3 N1 -0.7(15) . . . . ?
N2 C2 N1 C3 0.6(12) . . . . ?
N2 C2 N1 Cu2 179.0(6) . . . . ?
C4 C3 N1 C2 0.1(14) . . . . ?
C4 C3 N1 Cu2 -178.3(8) . . . . ?
C7 C8 C1 F6 -134.4(10) . . . . ?
C9 C8 C1 F6 45.0(14) . . . . ?
C7 C8 C1 F5 105.0(11) . . . . ?
C9 C8 C1 F5 -75.6(11) . . . . ?
C7 C8 C1 F7 -13.3(15) . . . . ?
C9 C8 C1 F7 166.1(9) . . . . ?
C7 C6 C5 C10 1.6(14) . . . . ?
N2 C6 C5 C10 -179.0(9) . . . . ?
C9 C10 C5 C6 1.0(14) . . . . ?
N4 C10 C5 C6 -176.7(8) . . . . ?
C5 C10 C9 C8 -1.5(14) . . . . ?
N4 C10 C9 C8 176.1(8) . . . . ?
C7 C8 C9 C10 -0.4(14) . . . . ?
C1 C8 C9 C10 -179.8(9) . . . . ?
C9 C10 N4 C12 28.1(17) . . . . ?
C5 C10 N4 C12 -154.3(13) . . . . ?
C9 C10 N4 C11 -157.3(9) . . . . ?
C5 C10 N4 C11 20.4(14) . . . . ?
C12 N4 C11 N3 -8.1(12) . . . . ?
C10 N4 C11 N3 176.3(8) . . . . ?
C11 N4 C12 C13 11.2(16) . . . . ?
C10 N4 C12 C13 -173.3(11) . . . . ?
N4 C11 N3 C13 1.3(12) . . . . ?
N4 C11 N3 Cu2 171.7(6) . . . 10_544 ?
C11 N3 C13 C12 6.0(16) . . . . ?
Cu2 N3 C13 C12 -163.9(10) 10_544 . . . ?
N4 C12 C13 N3 -10.9(18) . . . . ?
C17 C16 C17 C16 15(2) 11_564 . . 11_564 ?

_refine_diff_density_max         1.457
_refine_diff_density_min         -1.108
_refine_diff_density_rms         0.136

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.430 19 2 ' '
2 0.000 0.000 0.570 19 1 ' '
3 0.000 0.500 0.680 19 2 ' '
4 0.000 0.500 0.820 19 2 ' '
5 0.012 0.786 0.391 10 1 ' '
6 0.012 0.714 0.859 9 1 ' '
7 0.195 0.805 0.000 24 1 ' '
8 0.195 0.695 0.250 25 1 ' '
9 0.214 0.988 0.609 9 1 ' '
10 0.214 0.512 0.641 10 1 ' '
11 0.305 0.695 0.500 24 1 ' '
12 0.305 0.805 0.750 24 1 ' '
13 0.286 0.512 0.109 9 1 ' '
14 0.286 0.988 0.141 10 1 ' '
15 0.500 0.500 0.070 19 1 ' '
16 0.500 0.000 0.180 19 2 ' '
17 0.500 0.000 0.320 19 2 ' '
18 0.500 0.500 0.930 19 2 ' '
19 0.488 0.786 0.359 9 1 ' '
20 0.488 0.714 0.891 10 1 ' '
21 0.512 0.214 0.359 9 1 ' '
22 0.512 0.286 0.891 10 1 ' '
23 0.695 0.305 0.500 24 1 ' '
24 0.695 0.195 0.750 25 1 ' '
25 0.714 0.488 0.109 9 1 ' '
26 0.714 0.012 0.141 10 1 ' '
27 0.805 0.305 0.250 24 1 ' '
28 0.805 0.195 1.000 24 1 ' '
29 0.786 0.012 0.609 9 1 ' '
30 0.786 0.488 0.641 10 1 ' '
31 0.988 0.214 0.391 10 1 ' '
32 0.988 0.286 0.859 9 1 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

# start Validation Reply Form
_vrf_PLAT242_a                   
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of        Zr1 Check 
RESPONSE: We made several attempts to obtain better quality data for
this structure, however, due to disorder, poor crystal
quality etc. Quality of the data is not enough to get
high anisotropic displacement parameters.
;

_vrf_PLAT260_a                   
;
PROBLEM: Large Average Ueq of Residue Including       C14      0.700 Check .
RESPONSE: We made several attempts to obtain better quality data for
this structure, however, due to disorder, poor crystal
quality etc. Quality of the data is not enough to get
high anisotropic displacement parameters.
;

# 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_123
_database_code_depnum_ccdc_archive 'CCDC 2337171'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H25 Cu F12 N8 O0 Zr1'
_chemical_formula_weight         872.40

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           98
_space_group_name_H-M_alt        'I 41 2 2'
_space_group_name_Hall           'I 4bw 2bw'

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

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

_cell_length_a                   16.8758(2)
_cell_length_b                   16.8758(2)
_cell_length_c                   31.7415(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9039.7(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12341
_cell_measurement_theta_min      2.3990
_cell_measurement_theta_max      29.8310

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_F_000             3128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.774
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18649
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.272
_diffrn_reflns_theta_max         30.187
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.813
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.813
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.779
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5227
_reflns_number_gt                4728
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.709
_reflns_Friedel_fraction_max     0.737
_reflns_Friedel_fraction_full    0.997

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0700P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.34(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5227
_refine_ls_number_parameters     250
_refine_ls_number_restraints     35
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0356
_refine_ls_wR_factor_ref         0.1035
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_restrained_S_all      1.186
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.52962(3) 0.750000 0.625000 0.02672(13) Uani 1 2 d S T P . .
Cu1 Cu 0.500000 1.000000 0.62381(2) 0.02623(15) Uani 1 2 d S T P . .
F1 F 0.52857(15) 0.86784(12) 0.62458(8) 0.0492(5) Uani 1 1 d . . . . .
F2 F 0.6454(3) 0.750000 0.625000 0.1030(19) Uani 1 2 d S T P . .
F3 F 0.4105(2) 0.750000 0.625000 0.0680(11) Uani 1 2 d S T P . .
F4 F 0.5237(2) 0.7520(2) 0.56226(8) 0.0780(10) Uani 1 1 d . . . . .
F6 F 0.10975(19) 0.8431(3) 0.44956(10) 0.0750(11) Uani 1 1 d . . . . .
F7 F 0.1696(2) 0.8706(2) 0.39275(11) 0.0786(10) Uani 1 1 d . . . . .
F5 F 0.14359(18) 0.7518(2) 0.40712(11) 0.0788(10) Uani 1 1 d . . . . .
N1 N 0.4198(2) 0.98267(19) 0.57740(10) 0.0353(7) Uani 1 1 d . . . . .
N2 N 0.3631(2) 0.92803(19) 0.52248(10) 0.0416(8) Uani 1 1 d . . . . .
N3 N 0.58218(19) 1.02275(19) 0.66803(10) 0.0330(6) Uani 1 1 d . . . . .
N4 N 0.4194(2) 0.67968(19) 0.45176(10) 0.0349(7) Uani 1 1 d . . . . .
N6 N 0.4884(3) 0.6609(3) 0.47377(15) 0.0765(16) Uani 1 1 d . . . . .
C1 C 0.3731(4) 1.0371(3) 0.55865(19) 0.0723(18) Uani 1 1 d . . . . .
H1 H 0.367725 1.089497 0.567299 0.087 Uiso 1 1 d R U . . .
C2 C 0.3358(4) 1.0044(3) 0.52482(19) 0.077(2) Uani 1 1 d . . . . .
H2 H 0.299541 1.028853 0.507002 0.092 Uiso 1 1 d R U . . .
C3 C 0.4139(2) 0.9180(2) 0.55485(12) 0.0358(8) Uani 1 1 d . . . . .
H3 H 0.441367 0.871346 0.560321 0.043 Uiso 1 1 d R U . . .
C4 C 0.2685(2) 0.8741(2) 0.47235(12) 0.0399(9) Uani 1 1 d . . . . .
H4 H 0.236130 0.918134 0.475961 0.048 Uiso 1 1 d R U . . .
C5 C 0.2459(3) 0.8128(2) 0.44624(11) 0.0385(8) Uani 1 1 d . . . . .
C6 C 0.2929(2) 0.7467(3) 0.44003(11) 0.0371(7) Uani 1 1 d . . . . .
H6 H 0.275721 0.705264 0.423015 0.045 Uiso 1 1 d R U . . .
C7 C 0.3670(2) 0.7437(3) 0.45991(10) 0.0332(7) Uani 1 1 d . . . . .
C8 C 0.3909(2) 0.8044(2) 0.48676(12) 0.0371(8) Uani 1 1 d . . . . .
H8 H 0.439680 0.802131 0.500335 0.044 Uiso 1 1 d R U . . .
C9 C 0.3403(2) 0.8684(2) 0.49304(12) 0.0376(8) Uani 1 1 d . . . . .
C11 C 0.6026(3) 0.9773(3) 0.70221(15) 0.0550(13) Uani 1 1 d . . . . .
H11 H 0.578892 0.929371 0.709320 0.066 Uiso 1 1 d R U . . .
C12 C 0.6298(2) 1.0836(2) 0.66892(11) 0.0340(7) Uani 1 1 d . . . . .
H12 H 0.629239 1.124238 0.649128 0.041 Uiso 1 1 calc R U . . .
C10 C 0.1677(3) 0.8201(3) 0.42367(14) 0.0511(11) Uani 1 1 d . . . . .
C13 C 0.500000 0.000000 0.220(2) 0.31(3) Uani 0.5 2 d DS TU P . .
H13C H 0.459470 -0.038370 0.226013 0.368 Uiso 0.25 1 d R U P . .
H13A H 0.496580 0.037770 0.242703 0.368 Uiso 0.25 1 d R U P . .
H13B H 0.548850 -0.029080 0.221143 0.368 Uiso 0.25 1 d R U P . .
C14 C 0.473(6) 0.034(6) 0.180(2) 0.31(3) Uani 0.25 1 d D U P . .
H14C H 0.512994 0.071405 0.171639 0.368 Uiso 0.25 1 d R U P . .
H14A H 0.422594 0.060005 0.180339 0.368 Uiso 0.25 1 d R U P . .
H14B H 0.471224 -0.007745 0.159069 0.368 Uiso 0.25 1 d R U P . .
C15 C 0.437(8) 0.217(8) 0.085(3) 0.41(4) Uani 0.25 1 d D U P . .
H15C H 0.489668 0.196078 0.082643 0.494 Uiso 0.25 1 d R U P . .
H15A H 0.441528 0.265448 0.068903 0.494 Uiso 0.25 1 d R U P . .
H15B H 0.406208 0.176948 0.071183 0.494 Uiso 0.25 1 d R U P . .
C16 C 0.407(6) 0.250000 0.125000 0.41(4) Uani 0.5 2 d DS TU P . .
H16C H 0.455485 0.231670 0.137200 0.494 Uiso 0.25 1 d R U P . .
H16A H 0.365747 0.216950 0.136420 0.494 Uiso 0.25 1 d R U P . .
H16B H 0.400427 0.303830 0.134180 0.494 Uiso 0.25 1 d R U P . .
C18 C 0.269(3) 0.337(3) 0.2409(15) 0.191(17) Uani 0.25 1 d D . P . .
H18A H 0.309489 0.374752 0.232662 0.286 Uiso 0.25 1 d R U P . .
H18B H 0.291799 0.299612 0.260132 0.286 Uiso 0.25 1 d R U P . .
H18C H 0.226590 0.364872 0.254332 0.286 Uiso 0.25 1 d R U P . .
C17 C 0.243(3) 0.288(3) 0.2061(14) 0.191(17) Uani 0.25 1 d D U P . .
H17A H 0.273834 0.240423 0.201586 0.286 Uiso 0.25 1 d R U P . .
H17B H 0.248024 0.321663 0.181956 0.286 Uiso 0.25 1 d R U P . .
H17C H 0.188694 0.273863 0.210206 0.286 Uiso 0.25 1 d R U 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 F2 1.955(4) . ?
Zr1 F1 1.989(2) 5_566 ?
Zr1 F1 1.989(2) . ?
Zr1 F4 1.994(3) . ?
Zr1 F4 1.995(3) 5_566 ?
Zr1 F3 2.010(4) . ?
Cu1 N3 2.010(3) 11_564 ?
Cu1 N3 2.010(3) . ?
Cu1 N1 2.022(3) . ?
Cu1 N1 2.022(3) 11_564 ?
Cu1 F1 2.282(2) . ?
Cu1 F1 2.282(2) 11_564 ?
F6 C10 1.335(6) . ?
F7 C10 1.301(6) . ?
F5 C10 1.330(6) . ?
N1 C3 1.309(5) . ?
N1 C1 1.349(6) . ?
N2 C3 1.349(5) . ?
N2 C2 1.371(6) . ?
N2 C9 1.426(5) . ?
N3 C12 1.304(5) . ?
N3 C11 1.372(5) . ?
N4 C12 1.341(5) 10_644 ?
N4 N6 1.394(5) . ?
N4 C7 1.420(5) . ?
N6 C11 1.332(6) 10_644 ?
C1 C2 1.361(7) . ?
C1 H1 0.9298 . ?
C2 H2 0.9301 . ?
C3 H3 0.9301 . ?
C4 C9 1.381(5) . ?
C4 C5 1.379(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.383(5) . ?
C5 C10 1.506(6) . ?
C6 C7 1.400(5) . ?
C6 H6 0.9299 . ?
C7 C8 1.393(5) . ?
C8 C9 1.391(5) . ?
C8 H8 0.9300 . ?
C11 H11 0.9301 . ?
C12 H12 0.9300 . ?
C13 C14 1.48(3) . ?
C13 C14 1.48(3) 11_544 ?
C13 H13C 0.9600 . ?
C13 H13A 0.9599 . ?
C13 H13B 0.9599 . ?
C13 H13C 0.9599 11_544 ?
C13 H13A 0.9600 11_544 ?
C13 H13B 0.9599 11_544 ?
C14 C14 1.46(16) 11_544 ?
C14 H14C 0.9599 . ?
C14 H14A 0.9601 . ?
C14 H14B 0.9600 . ?
C15 C16 1.48(3) . ?
C15 H15C 0.9599 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9601 . ?
C15 H16C 1.28(12) 5 ?
C15 H16B 1.22(10) 5 ?
C16 H16C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 5 ?
C16 H16A 0.9600 5 ?
C16 H16B 0.9600 5 ?
C18 C17 1.46(2) . ?
C18 C17 2.37(9) 16 ?
C18 H18A 0.9600 . ?
C18 H18B 0.9602 . ?
C18 H18C 0.9600 . ?
C17 H17A 0.9601 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

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
F2 Zr1 F1 90.51(7) . 5_566 ?
F2 Zr1 F1 90.51(8) . . ?
F1 Zr1 F1 178.98(15) 5_566 . ?
F2 Zr1 F4 92.90(12) . . ?
F1 Zr1 F4 91.32(13) 5_566 . ?
F1 Zr1 F4 88.63(13) . . ?
F2 Zr1 F4 92.90(12) . 5_566 ?
F1 Zr1 F4 88.63(13) 5_566 5_566 ?
F1 Zr1 F4 91.32(13) . 5_566 ?
F4 Zr1 F4 174.2(2) . 5_566 ?
F2 Zr1 F3 180.0 . . ?
F1 Zr1 F3 89.49(7) 5_566 . ?
F1 Zr1 F3 89.49(7) . . ?
F4 Zr1 F3 87.10(12) . . ?
F4 Zr1 F3 87.10(12) 5_566 . ?
N3 Cu1 N3 91.42(18) 11_564 . ?
N3 Cu1 N1 91.09(12) 11_564 . ?
N3 Cu1 N1 176.63(14) . . ?
N3 Cu1 N1 176.63(13) 11_564 11_564 ?
N3 Cu1 N1 91.09(12) . 11_564 ?
N1 Cu1 N1 86.5(2) . 11_564 ?
N3 Cu1 F1 87.23(11) 11_564 . ?
N3 Cu1 F1 91.91(11) . . ?
N1 Cu1 F1 90.46(11) . . ?
N1 Cu1 F1 90.44(11) 11_564 . ?
N3 Cu1 F1 91.91(11) 11_564 11_564 ?
N3 Cu1 F1 87.23(11) . 11_564 ?
N1 Cu1 F1 90.44(11) . 11_564 ?
N1 Cu1 F1 90.45(11) 11_564 11_564 ?
F1 Cu1 F1 178.77(13) . 11_564 ?
Zr1 F1 Cu1 168.31(14) . . ?
C3 N1 C1 106.4(3) . . ?
C3 N1 Cu1 124.7(3) . . ?
C1 N1 Cu1 127.9(3) . . ?
C3 N2 C2 106.9(3) . . ?
C3 N2 C9 125.6(3) . . ?
C2 N2 C9 127.5(3) . . ?
C12 N3 C11 105.6(3) . . ?
C12 N3 Cu1 126.2(3) . . ?
C11 N3 Cu1 128.2(3) . . ?
C12 N4 N6 106.2(3) 10_644 . ?
C12 N4 C7 126.6(3) 10_644 . ?
N6 N4 C7 127.0(3) . . ?
C11 N6 N4 105.9(4) 10_644 . ?
C2 C1 N1 110.0(4) . . ?
C2 C1 H1 125.0 . . ?
N1 C1 H1 125.0 . . ?
C1 C2 N2 105.6(4) . . ?
C1 C2 H2 127.1 . . ?
N2 C2 H2 127.2 . . ?
N1 C3 N2 111.1(3) . . ?
N1 C3 H3 124.5 . . ?
N2 C3 H3 124.4 . . ?
C9 C4 C5 118.5(4) . . ?
C9 C4 H4 120.8 . . ?
C5 C4 H4 120.7 . . ?
C6 C5 C4 122.1(4) . . ?
C6 C5 C10 120.0(4) . . ?
C4 C5 C10 117.8(4) . . ?
C5 C6 C7 118.5(4) . . ?
C5 C6 H6 120.7 . . ?
C7 C6 H6 120.9 . . ?
C8 C7 C6 120.5(4) . . ?
C8 C7 N4 119.4(3) . . ?
C6 C7 N4 120.1(3) . . ?
C7 C8 C9 118.7(3) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
C4 C9 C8 121.6(3) . . ?
C4 C9 N2 119.9(3) . . ?
C8 C9 N2 118.4(3) . . ?
N6 C11 N3 110.4(4) 12_464 . ?
N6 C11 H11 124.8 12_464 . ?
N3 C11 H11 124.8 . . ?
N3 C12 N4 112.0(3) . 12_464 ?
N3 C12 H12 124.0 . . ?
N4 C12 H12 124.0 12_464 . ?
F7 C10 F6 107.0(4) . . ?
F7 C10 F5 106.1(4) . . ?
F6 C10 F5 105.7(5) . . ?
F7 C10 C5 113.0(4) . . ?
F6 C10 C5 111.9(4) . . ?
F5 C10 C5 112.6(4) . . ?
C14 C13 C14 59(7) . 11_544 ?
C14 C13 H13C 102.1 . . ?
C14 C13 H13C 97.3 11_544 . ?
C14 C13 H13A 111.9 . . ?
C14 C13 H13A 157.4 11_544 . ?
H13C C13 H13A 105.1 . . ?
C14 C13 H13B 119.3 . . ?
C14 C13 H13B 64.3 11_544 . ?
H13C C13 H13B 105.1 . . ?
H13A C13 H13B 111.5 . . ?
C14 C13 H13C 97(5) . 11_544 ?
C14 C13 H13C 102(5) 11_544 11_544 ?
H13C C13 H13C 157.7 . 11_544 ?
H13A C13 H13C 56.7 . 11_544 ?
H13B C13 H13C 74.1 . 11_544 ?
C14 C13 H13A 157(5) . 11_544 ?
C14 C13 H13A 112(4) 11_544 11_544 ?
H13C C13 H13A 56.7 . 11_544 ?
H13A C13 H13A 83.6 . 11_544 ?
H13B C13 H13A 65.5 . 11_544 ?
H13C C13 H13A 105.1 11_544 11_544 ?
C14 C13 H13B 64(4) . 11_544 ?
C14 C13 H13B 119(4) 11_544 11_544 ?
H13C C13 H13B 74.1 . 11_544 ?
H13A C13 H13B 65.5 . 11_544 ?
H13B C13 H13B 176.3 . 11_544 ?
H13C C13 H13B 105.1 11_544 11_544 ?
H13A C13 H13B 111.5 11_544 11_544 ?
C14 C14 C13 60(3) 11_544 . ?
C14 C14 H14C 94.6 11_544 . ?
C13 C14 H14C 105.7 . . ?
C14 C14 H14A 155.9 11_544 . ?
C13 C14 H14A 115.6 . . ?
H14C C14 H14A 108.9 . . ?
C14 C14 H14B 56.5 11_544 . ?
C13 C14 H14B 108.7 . . ?
H14C C14 H14B 108.9 . . ?
H14A C14 H14B 108.8 . . ?
C14 C14 H13B 97(4) 11_544 11_544 ?
C13 C14 H13B 39.2(9) . 11_544 ?
H14C C14 H13B 119.0 . 11_544 ?
H14A C14 H13B 76.5 . 11_544 ?
H14B C14 H13B 127.2 . 11_544 ?
C16 C15 H15C 121.4 . . ?
C16 C15 H15A 99.5 . . ?
H15C C15 H15A 101.8 . . ?
C16 C15 H15B 117.8 . . ?
H15C C15 H15B 101.8 . . ?
H15A C15 H15B 113.9 . . ?
C16 C15 H16C 39.9(11) . 5 ?
H15C C15 H16C 94.4 . 5 ?
H15A C15 H16C 77.0 . 5 ?
H15B C15 H16C 157.7 . 5 ?
C16 C15 H16B 40.2(9) . 5 ?
H15C C15 H16B 114.8 . 5 ?
H15A C15 H16B 135.6 . 5 ?
H15B C15 H16B 83.2 . 5 ?
H16C C15 H16B 76.0 5 5 ?
C15 C16 C15 140(10) 5 . ?
C15 C16 H16C 58.5 5 . ?
C15 C16 H16C 86.1 . . ?
C15 C16 H16A 98.1 5 . ?
C15 C16 H16A 110.9 . . ?
H16C C16 H16A 106.1 . . ?
C15 C16 H16B 54.8 5 . ?
C15 C16 H16B 130.7 . . ?
H16C C16 H16B 106.1 . . ?
H16A C16 H16B 110.8 . . ?
C15 C16 H16C 86(7) 5 5 ?
C15 C16 H16C 58(7) . 5 ?
H16C C16 H16C 62.2 . 5 ?
H16A C16 H16C 163.1 . 5 ?
H16B C16 H16C 85.0 . 5 ?
C15 C16 H16A 111(7) 5 5 ?
C15 C16 H16A 98(6) . 5 ?
H16C C16 H16A 163.1 . 5 ?
H16A C16 H16A 87.7 . 5 ?
H16B C16 H16A 59.0 . 5 ?
H16C C16 H16A 106.1 5 5 ?
C15 C16 H16B 131(5) 5 5 ?
C15 C16 H16B 55(6) . 5 ?
H16C C16 H16B 85.0 . 5 ?
H16A C16 H16B 59.0 . 5 ?
H16B C16 H16B 167.2 . 5 ?
H16C C16 H16B 106.1 5 5 ?
H16A C16 H16B 110.8 5 5 ?
C17 C18 C17 95(4) . 16 ?
C17 C18 H18A 112.7 . . ?
C17 C18 H18A 148.9 16 . ?
C17 C18 H18B 102.7 . . ?
C17 C18 H18B 47.6 16 . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 112.8 . . ?
C17 C18 H18C 69.8 16 . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C18 C17 C18 83(4) . 16 ?
C18 C17 H17A 115.4 . . ?
C18 C17 H17A 94.3 16 . ?
C18 C17 H17B 103.7 . . ?
C18 C17 H17B 149.0 16 . ?
H17A C17 H17B 109.5 . . ?
C18 C17 H17C 109.2 . . ?
C18 C17 H17C 41.6 16 . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 N4 N6 C11 1.3(6) 10_644 . . 10_644 ?
C7 N4 N6 C11 -173.0(4) . . . 10_644 ?
C3 N1 C1 C2 2.1(8) . . . . ?
Cu1 N1 C1 C2 171.1(5) . . . . ?
N1 C1 C2 N2 -1.8(9) . . . . ?
C3 N2 C2 C1 0.8(7) . . . . ?
C9 N2 C2 C1 178.1(5) . . . . ?
C1 N1 C3 N2 -1.6(6) . . . . ?
Cu1 N1 C3 N2 -171.0(3) . . . . ?
C2 N2 C3 N1 0.5(6) . . . . ?
C9 N2 C3 N1 -176.9(4) . . . . ?
C9 C4 C5 C6 -0.5(7) . . . . ?
C9 C4 C5 C10 -179.6(4) . . . . ?
C4 C5 C6 C7 -2.2(6) . . . . ?
C10 C5 C6 C7 176.9(4) . . . . ?
C5 C6 C7 C8 2.8(6) . . . . ?
C5 C6 C7 N4 -175.2(4) . . . . ?
C12 N4 C7 C8 -159.7(4) 10_644 . . . ?
N6 N4 C7 C8 13.4(7) . . . . ?
C12 N4 C7 C6 18.4(6) 10_644 . . . ?
N6 N4 C7 C6 -168.5(5) . . . . ?
C6 C7 C8 C9 -0.7(6) . . . . ?
N4 C7 C8 C9 177.3(4) . . . . ?
C5 C4 C9 C8 2.7(6) . . . . ?
C5 C4 C9 N2 -175.7(4) . . . . ?
C7 C8 C9 C4 -2.1(6) . . . . ?
C7 C8 C9 N2 176.3(4) . . . . ?
C3 N2 C9 C4 154.8(4) . . . . ?
C2 N2 C9 C4 -22.0(8) . . . . ?
C3 N2 C9 C8 -23.6(6) . . . . ?
C2 N2 C9 C8 159.6(6) . . . . ?
C12 N3 C11 N6 1.2(6) . . . 12_464 ?
Cu1 N3 C11 N6 178.7(4) . . . 12_464 ?
C11 N3 C12 N4 -0.3(5) . . . 12_464 ?
Cu1 N3 C12 N4 -177.9(3) . . . 12_464 ?
C6 C5 C10 F7 -105.4(5) . . . . ?
C4 C5 C10 F7 73.8(5) . . . . ?
C6 C5 C10 F6 133.8(5) . . . . ?
C4 C5 C10 F6 -47.1(6) . . . . ?
C6 C5 C10 F5 14.9(6) . . . . ?
C4 C5 C10 F5 -166.0(4) . . . . ?
C17 C18 C17 C18 13(4) 16 . . 16 ?

_refine_diff_density_max         0.638
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.114

loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 0.346 166 22 ' '
2 0.000 0.500 0.596 166 22 ' '
3 0.000 0.000 0.654 167 23 ' '
4 0.000 0.500 0.904 167 23 ' '
5 0.141 0.141 0.500 25 1 ' '
6 0.141 0.359 0.750 25 1 ' '
7 0.500 0.000 0.096 166 22 ' '
8 0.500 0.500 0.154 167 23 ' '
9 0.360 0.358 -0.001 25 0 ' '
10 0.360 0.142 0.251 25 1 ' '
11 0.500 0.000 0.404 167 23 ' '
12 0.500 0.500 0.846 166 22 ' '
13 0.641 0.641 0.000 25 1 ' '
14 0.641 0.859 0.250 25 1 ' '
15 0.859 0.859 0.500 25 0 ' '
16 0.859 0.641 0.750 25 1 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?





# start Validation Reply Form
_vrf_PLAT260_123                 
;
PROBLEM: Large Average Ueq of Residue Including       C13      0.307 Check
RESPONSE: We made several attempts to obtain better quality data for
this structure, however, due to disorder, poor crystal
quality etc. Quality of the data is not enough to get
high anisotropic displacement parameters.
;

_vrf_PLAT601_123                 
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .
RESPONSE: We made several attempts to use the Squeeze
to adress this proble,howerver, there will be other question.
;

# 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_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2337173'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C118 H124 Cu4 F24 N32 Zr4'
_chemical_formula_weight         3065.52

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           98
_space_group_name_H-M_alt        'I 41 2 2'
_space_group_name_Hall           'I 4bw 2bw'

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

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

_cell_length_a                   17.0131(3)
_cell_length_b                   17.0131(3)
_cell_length_c                   31.4540(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9104.2(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8493
_cell_measurement_theta_min      2.2815
_cell_measurement_theta_max      23.4695

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.118
_exptl_crystal_F_000             3096
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.745
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SmartLab'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34396
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.693
_diffrn_reflns_theta_max         25.497
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4234
_reflns_number_gt                3754
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.755
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0954P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.03(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4234
_refine_ls_number_parameters     249
_refine_ls_number_restraints     132
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1440
_refine_ls_wR_factor_gt          0.1393
_refine_ls_goodness_of_fit_ref   1.182
_refine_ls_restrained_S_all      1.165
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.500000 0.000000 0.12264(3) 0.0312(3) Uani 1 2 d S T P . .
Zr1 Zr 0.46711(4) -0.250000 0.125000 0.0300(2) Uani 1 2 d S T P . .
F1 F 0.5848(3) -0.250000 0.125000 0.0697(18) Uani 1 2 d S T P . .
F2 F 0.4712(3) -0.2508(3) 0.06195(13) 0.0778(14) Uani 1 1 d . . . . .
F3 F 0.4677(2) -0.13266(19) 0.12362(14) 0.0528(9) Uani 1 1 d . . . . .
F4 F 0.3522(4) -0.250000 0.125000 0.100(3) Uani 1 2 d S T P . .
N1 N 0.4186(3) 0.0223(3) 0.16779(17) 0.0381(12) Uani 1 1 d . . . . .
N2 N 0.3224(3) 0.0798(3) 0.20118(16) 0.0382(12) Uani 1 1 d . . . . .
N3 N 0.3596(4) 0.0779(3) 0.02334(18) 0.0491(15) Uani 1 1 d . . . . .
N4 N 0.4202(3) 0.0200(3) 0.07669(17) 0.0392(13) Uani 1 1 d . . . . .
C1 C 0.3733(4) 0.0827(4) 0.1682(2) 0.0398(14) Uani 1 1 d . . . . .
H1 H 0.375210 0.123209 0.148364 0.048 Uiso 1 1 calc R U . . .
C2 C 0.3990(5) -0.0222(5) 0.2021(2) 0.058(2) Uani 1 1 d . . . . .
H2 H 0.422964 -0.069393 0.209486 0.070 Uiso 1 1 calc R U . . .
C3 C 0.3418(5) 0.0106(5) 0.2232(2) 0.057(2) Uani 1 1 d . . . . .
H3 H 0.318375 -0.008092 0.247980 0.069 Uiso 1 1 calc R U . . .
C4 C 0.2595(4) 0.1338(3) 0.20927(18) 0.0381(14) Uani 1 1 d . . . . .
C5 C 0.1996(4) 0.1119(4) 0.2373(2) 0.0421(15) Uani 1 1 d . . . . .
H5 H 0.201639 0.063861 0.251345 0.051 Uiso 1 1 calc R U . . .
C6 C 0.1387(4) 0.1615(4) 0.2436(2) 0.0446(16) Uani 1 1 d . . . . .
C7 C 0.1340(4) 0.2324(4) 0.2226(2) 0.0508(19) Uani 1 1 d . . . . .
H7 H 0.090995 0.265197 0.227016 0.061 Uiso 1 1 calc R U . . .
C8 C 0.1934(4) 0.2551(5) 0.1949(2) 0.0482(16) Uani 1 1 d . . . . .
C9 C 0.2563(4) 0.2055(4) 0.1891(2) 0.0449(15) Uani 1 1 d . . . . .
H9 H 0.297371 0.220730 0.171415 0.054 Uiso 1 1 calc R U . . .
C10 C 0.1900(6) 0.3324(5) 0.1726(3) 0.073(3) Uani 1 1 d . . . . .
H10A H 0.238516 0.341293 0.157770 0.109 Uiso 1 1 calc R U . . .
H10B H 0.181819 0.373528 0.192978 0.109 Uiso 1 1 calc R U . . .
H10C H 0.147339 0.332094 0.152556 0.109 Uiso 1 1 calc R U . . .
C11 C 0.3681(5) -0.0310(5) 0.0602(3) 0.078(3) Uani 1 1 d . . . . .
H11 H 0.358978 -0.081809 0.069996 0.094 Uiso 1 1 calc R U . . .
C12 C 0.3304(7) 0.0044(5) 0.0265(3) 0.097(4) Uani 1 1 d . . . . .
H12 H 0.292137 -0.018063 0.009176 0.116 Uiso 1 1 calc R U . . .
C13 C 0.4140(4) 0.0849(4) 0.05441(18) 0.0401(14) Uani 1 1 d . . . . .
H13 H 0.443357 0.130094 0.059377 0.048 Uiso 1 1 calc R U . . .
C14 C 0.192(3) 0.949(4) 0.134(2) 0.168(13) Uani 0.125 1 d G U P . .
H14A H 0.222577 0.926629 0.111766 0.201 Uiso 0.125 1 d R U P . .
H14B H 0.213907 0.992419 0.149496 0.201 Uiso 0.125 1 d R U P . .
C15 C 0.122(3) 0.927(4) 0.150(3) 0.170(13) Uani 0.125 1 d G U P . .
H15A H 0.101277 0.952956 0.173832 0.204 Uiso 0.125 1 d R U P . .
H15B H 0.093791 0.886082 0.136308 0.204 Uiso 0.125 1 d R U P . .
C16 C 0.006(3) 0.396(3) 0.2491(15) 0.150(14) Uani 0.25 1 d G U P . .
H16A H -0.042887 0.401563 0.263116 0.179 Uiso 0.25 1 d R U P . .
H16B H 0.029626 0.345875 0.246840 0.179 Uiso 0.25 1 d R U P . .
C17 C 0.043(2) 0.458(3) 0.2326(13) 0.159(13) Uani 0.25 1 d G U P . .
H17A H 0.092221 0.451086 0.218747 0.191 Uiso 0.25 1 d R U P . .
H17B H 0.020398 0.508701 0.234637 0.191 Uiso 0.25 1 d R U P . .
C18 C 0.204(2) 0.724(3) 0.1405(12) 0.175(13) Uani 0.25 1 d G U P A 1
H18A H 0.166948 0.760423 0.148535 0.210 Uiso 0.25 1 d R U P A 1
H18B H 0.237953 0.724158 0.119089 0.210 Uiso 0.25 1 d R U P A 1
C19 C 0.222(2) 0.656(2) 0.1588(10) 0.173(12) Uani 0.25 1 d G U P A 1
H19A H 0.193916 0.642172 0.182585 0.207 Uiso 0.25 1 d R U P A 1
H19B H 0.261458 0.626883 0.146564 0.207 Uiso 0.25 1 d R U P A 1
C20 C 0.264(2) 0.7081(18) 0.2085(12) 0.169(12) Uani 0.25 1 d G U P B 2
H20A H 0.263223 0.662938 0.191537 0.203 Uiso 0.25 1 d R U P B 2
H20B H 0.227972 0.749630 0.206710 0.203 Uiso 0.25 1 d R U P B 2
C21 C 0.313(3) 0.716(2) 0.2408(16) 0.169(13) Uani 0.25 1 d G U P B 2
H21A H 0.312103 0.757141 0.261623 0.203 Uiso 0.25 1 d R U P B 2
H21B H 0.350856 0.673315 0.240159 0.203 Uiso 0.25 1 d R U P B 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
Cu1 N4 2.012(5) . ?
Cu1 N4 2.012(5) 11_544 ?
Cu1 N1 2.020(5) 11_544 ?
Cu1 N1 2.020(5) . ?
Cu1 F3 2.323(3) 11_544 ?
Cu1 F3 2.323(3) . ?
Zr1 F4 1.955(6) . ?
Zr1 F2 1.984(4) 5_545 ?
Zr1 F2 1.984(4) . ?
Zr1 F3 1.997(3) . ?
Zr1 F3 1.997(3) 5_545 ?
Zr1 F1 2.002(6) . ?
N1 C1 1.284(8) . ?
N1 C2 1.361(8) . ?
N2 C1 1.352(8) . ?
N2 C3 1.405(9) . ?
N2 C4 1.434(8) . ?
N3 C12 1.349(10) . ?
N3 C13 1.351(8) . ?
N3 C6 1.440(8) 10_544 ?
N4 C13 1.312(8) . ?
N4 C11 1.345(9) . ?
C1 H1 0.9300 . ?
C2 C3 1.304(10) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C9 1.377(8) . ?
C4 C5 1.397(9) . ?
C5 C6 1.352(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.377(9) . ?
C7 C8 1.390(9) . ?
C7 H7 0.9300 . ?
C8 C9 1.375(9) . ?
C8 C10 1.492(10) . ?
C9 H9 0.9300 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.379(11) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.325(13) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C15 H15A 0.9498 . ?
C15 H15B 0.9492 . ?
C16 C17 1.33(9) 16 ?
C16 C17 1.325(12) . ?
C16 H16A 0.9496 . ?
C16 H16B 0.9494 . ?
C17 C17 1.09(9) 16 ?
C17 H17A 0.9493 . ?
C17 H17B 0.9493 . ?
C18 C18 1.31(8) 5_565 ?
C18 C19 1.325(13) . ?
C18 H18A 0.9190 . ?
C18 H18B 0.8845 . ?
C19 H19A 0.9213 . ?
C19 H19B 0.9216 . ?
C20 C21 1.325(13) . ?
C20 H20A 0.9355 . ?
C20 H20B 0.9357 . ?
C21 H21A 0.9639 . ?
C21 H21B 0.9617 . ?

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
N4 Cu1 N4 88.1(3) . 11_544 ?
N4 Cu1 N1 178.5(2) . 11_544 ?
N4 Cu1 N1 90.6(2) 11_544 11_544 ?
N4 Cu1 N1 90.6(2) . . ?
N4 Cu1 N1 178.5(2) 11_544 . ?
N1 Cu1 N1 90.6(3) 11_544 . ?
N4 Cu1 F3 90.25(18) . 11_544 ?
N4 Cu1 F3 90.84(18) 11_544 11_544 ?
N1 Cu1 F3 90.65(18) 11_544 11_544 ?
N1 Cu1 F3 88.28(18) . 11_544 ?
N4 Cu1 F3 90.84(18) . . ?
N4 Cu1 F3 90.25(18) 11_544 . ?
N1 Cu1 F3 88.28(18) 11_544 . ?
N1 Cu1 F3 90.65(18) . . ?
F3 Cu1 F3 178.5(2) 11_544 . ?
F4 Zr1 F2 92.00(16) . 5_545 ?
F4 Zr1 F2 92.00(16) . . ?
F2 Zr1 F2 176.0(3) 5_545 . ?
F4 Zr1 F3 90.30(11) . . ?
F2 Zr1 F3 90.9(2) 5_545 . ?
F2 Zr1 F3 89.1(2) . . ?
F4 Zr1 F3 90.30(11) . 5_545 ?
F2 Zr1 F3 89.1(2) 5_545 5_545 ?
F2 Zr1 F3 90.9(2) . 5_545 ?
F3 Zr1 F3 179.4(2) . 5_545 ?
F4 Zr1 F1 180.0 . . ?
F2 Zr1 F1 88.00(16) 5_545 . ?
F2 Zr1 F1 88.00(16) . . ?
F3 Zr1 F1 89.70(11) . . ?
F3 Zr1 F1 89.70(11) 5_545 . ?
Zr1 F3 Cu1 166.6(2) . . ?
C1 N1 C2 106.9(6) . . ?
C1 N1 Cu1 124.7(4) . . ?
C2 N1 Cu1 128.4(5) . . ?
C1 N2 C3 105.1(5) . . ?
C1 N2 C4 126.2(5) . . ?
C3 N2 C4 128.6(5) . . ?
C12 N3 C13 106.4(6) . . ?
C12 N3 C6 128.4(6) . 10_544 ?
C13 N3 C6 125.2(5) . 10_544 ?
C13 N4 C11 106.5(6) . . ?
C13 N4 Cu1 125.5(5) . . ?
C11 N4 Cu1 127.7(5) . . ?
N1 C1 N2 111.2(6) . . ?
N1 C1 H1 124.4 . . ?
N2 C1 H1 124.4 . . ?
C3 C2 N1 110.4(6) . . ?
C3 C2 H2 124.8 . . ?
N1 C2 H2 124.8 . . ?
C2 C3 N2 106.4(6) . . ?
C2 C3 H3 126.8 . . ?
N2 C3 H3 126.8 . . ?
C9 C4 C5 119.8(6) . . ?
C9 C4 N2 121.1(6) . . ?
C5 C4 N2 119.1(5) . . ?
C6 C5 C4 119.1(6) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C5 C6 C7 121.4(6) . . ?
C5 C6 N3 119.4(6) . 12_454 ?
C7 C6 N3 119.2(6) . 12_454 ?
C6 C7 C8 120.1(7) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 118.6(7) . . ?
C9 C8 C10 120.6(6) . . ?
C7 C8 C10 120.8(7) . . ?
C8 C9 C4 120.9(7) . . ?
C8 C9 H9 119.5 . . ?
C4 C9 H9 119.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N4 C11 C12 108.7(7) . . ?
N4 C11 H11 125.6 . . ?
C12 C11 H11 125.6 . . ?
N3 C12 C11 106.8(7) . . ?
N3 C12 H12 126.6 . . ?
C11 C12 H12 126.6 . . ?
N4 C13 N3 111.5(6) . . ?
N4 C13 H13 124.2 . . ?
N3 C13 H13 124.2 . . ?
C15 C14 H14A 130.2 . . ?
C15 C14 H14B 112.6 . . ?
H14A C14 H14B 117.1 . . ?
C14 C15 H15A 120.0 . . ?
C14 C15 H15B 120.0 . . ?
H15A C15 H15B 120.0 . . ?
C17 C16 C17 49(5) 16 . ?
C17 C16 H16A 97.6 16 . ?
C17 C16 H16A 121.7 . . ?
C17 C16 H16B 122.8 16 . ?
C17 C16 H16B 119.2 . . ?
H16A C16 H16B 119.2 . . ?
C17 C17 C16 66(4) 16 16 ?
C17 C17 C16 66(5) 16 . ?
C16 C17 C16 124(4) 16 . ?
C17 C17 H17A 118.1 16 . ?
C16 C17 H17A 64.7 16 . ?
C16 C17 H17A 120.0 . . ?
C17 C17 H17B 86.6 16 . ?
C16 C17 H17B 82.4 16 . ?
C16 C17 H17B 120.0 . . ?
H17A C17 H17B 120.0 . . ?
C18 C18 C19 155(4) 5_565 . ?
C18 C18 H18A 76.1 5_565 . ?
C19 C18 H18A 128.4 . . ?
C18 C18 H18B 55.5 5_565 . ?
C19 C18 H18B 100.4 . . ?
H18A C18 H18B 131.2 . . ?
C18 C19 H19A 117.6 . . ?
C18 C19 H19B 117.4 . . ?
H19A C19 H19B 125.0 . . ?
C21 C20 H20A 121.6 . . ?
C21 C20 H20B 112.8 . . ?
H20A C20 H20B 125.3 . . ?
C20 C21 H21A 125.3 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 125.3 . . ?

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
C2 N1 C1 N2 -1.3(8) . . . . ?
Cu1 N1 C1 N2 177.0(4) . . . . ?
C3 N2 C1 N1 1.7(8) . . . . ?
C4 N2 C1 N1 -174.5(6) . . . . ?
C1 N1 C2 C3 0.3(10) . . . . ?
Cu1 N1 C2 C3 -177.9(6) . . . . ?
N1 C2 C3 N2 0.7(10) . . . . ?
C1 N2 C3 C2 -1.4(9) . . . . ?
C4 N2 C3 C2 174.6(7) . . . . ?
C1 N2 C4 C9 -15.7(11) . . . . ?
C3 N2 C4 C9 169.1(7) . . . . ?
C1 N2 C4 C5 162.7(7) . . . . ?
C3 N2 C4 C5 -12.6(11) . . . . ?
C9 C4 C5 C6 1.0(11) . . . . ?
N2 C4 C5 C6 -177.4(7) . . . . ?
C4 C5 C6 C7 0.9(11) . . . . ?
C4 C5 C6 N3 -178.2(6) . . . 12_454 ?
C5 C6 C7 C8 -1.3(12) . . . . ?
N3 C6 C7 C8 177.8(6) 12_454 . . . ?
C6 C7 C8 C9 -0.2(11) . . . . ?
C6 C7 C8 C10 -178.8(8) . . . . ?
C7 C8 C9 C4 2.2(11) . . . . ?
C10 C8 C9 C4 -179.3(7) . . . . ?
C5 C4 C9 C8 -2.6(11) . . . . ?
N2 C4 C9 C8 175.8(6) . . . . ?
C13 N4 C11 C12 1.0(11) . . . . ?
Cu1 N4 C11 C12 -173.7(7) . . . . ?
C13 N3 C12 C11 0.7(12) . . . . ?
C6 N3 C12 C11 -178.9(8) 10_544 . . . ?
N4 C11 C12 N3 -1.0(13) . . . . ?
C11 N4 C13 N3 -0.6(9) . . . . ?
Cu1 N4 C13 N3 174.3(4) . . . . ?
C12 N3 C13 N4 0.0(10) . . . . ?
C6 N3 C13 N4 179.6(6) 10_544 . . . ?
C17 C16 C17 C16 31.5(19) 16 . . 16 ?

_refine_diff_density_max         0.560
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.143

####################################################################### 
# 
# 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_as
_database_code_depnum_ccdc_archive 'CCDC 2337170'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H24 Cu F6 N8 Zr'
_chemical_formula_weight         717.29

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           98
_space_group_name_H-M_alt        'I 41 2 2'
_space_group_name_Hall           'I 4bw 2bw'

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

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

_cell_length_a                   17.1374(9)
_cell_length_b                   17.1374(9)
_cell_length_c                   31.400(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9221.9(13)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    6482
_cell_measurement_theta_min      2.2795
_cell_measurement_theta_max      23.816

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.033
_exptl_crystal_F_000             2872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.731
_shelx_estimated_absorpt_T_min   0.898
_shelx_estimated_absorpt_T_max   0.898
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku Smartlab'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22482
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.354
_diffrn_reflns_theta_max         25.097
_diffrn_reflns_theta_full        25.097
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4127
_reflns_number_gt                3654
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.750
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0540P)²+2.4068P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.05(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4127
_refine_ls_number_parameters     194
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0388
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0930
_refine_ls_wR_factor_gt          0.0906
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6276(3) 0.0818(3) 0.16745(14) 0.0405(11) Uani 1 1 d . . . . .
H1 H 0.627729 0.121356 0.147169 0.049 Uiso 1 1 calc R U . . .
C2 C 0.5999(4) -0.0220(4) 0.20164(18) 0.0583(17) Uani 1 1 d . . . . .
H2 H 0.576035 -0.068746 0.209148 0.070 Uiso 1 1 calc R U . . .
C3 C 0.6575(4) 0.0105(4) 0.22309(18) 0.0585(16) Uani 1 1 d . . . . .
H3 H 0.680755 -0.008203 0.247836 0.070 Uiso 1 1 calc R U . . .
C4 C 0.7385(3) 0.1316(3) 0.20910(14) 0.0360(11) Uani 1 1 d . . . . .
C5 C 0.7399(3) 0.2046(3) 0.18940(15) 0.0445(12) Uani 1 1 d . . . . .
H5 H 0.698171 0.220581 0.172574 0.053 Uiso 1 1 calc R U . . .
C6 C 0.4156(3) -0.0867(3) 0.05339(14) 0.0389(11) Uani 1 1 d . . . . .
H6 H 0.444725 -0.131420 0.058740 0.047 Uiso 1 1 calc R U . . .
C7 C 0.3706(4) 0.0297(4) 0.0571(2) 0.074(2) Uani 1 1 d . . . . .
H7 H 0.362404 0.081115 0.065496 0.089 Uiso 1 1 calc R U . . .
C8 C 0.3337(5) -0.0064(4) 0.0247(2) 0.088(2) Uani 1 1 d . . . . .
H8 H 0.295657 0.015394 0.007306 0.105 Uiso 1 1 calc R U . . .
C9 C 0.3912(3) -0.2014(3) -0.01353(16) 0.0450(13) Uani 1 1 d . . . . .
H9 H 0.439439 -0.202610 0.000035 0.054 Uiso 1 1 calc R U . . .
C10 C 0.3403(3) -0.1400(3) -0.00714(16) 0.0444(12) Uani 1 1 d . . . . .
C11 C 0.2690(3) -0.1359(3) -0.02791(16) 0.0508(14) Uani 1 1 d . . . . .
H11 H 0.236693 -0.092994 -0.023676 0.061 Uiso 1 1 calc R U . . .
C12 C 0.2458(4) -0.1952(3) -0.05486(15) 0.0492(12) Uani 1 1 d . . . . .
C13 C 0.1698(3) -0.1930(4) -0.0775(2) 0.0683(18) Uani 1 1 d . . . . .
H13A H 0.165631 -0.145153 -0.093192 0.102 Uiso 1 1 calc R U . . .
H13B H 0.128132 -0.196016 -0.057093 0.102 Uiso 1 1 calc R U . . .
H13C H 0.166477 -0.236399 -0.096702 0.102 Uiso 1 1 calc R U . . .
Cu1 Cu 0.500000 0.000000 0.12183(2) 0.0319(2) Uani 1 2 d S T P . .
F1 F 0.46855(16) 0.13355(14) 0.12295(11) 0.0524(7) Uani 1 1 d . . . . .
F2 F 0.5838(2) 0.250000 0.125000 0.0673(12) Uani 1 2 d S T P . .
F3 F 0.4710(2) 0.2481(2) 0.18833(9) 0.0747(9) Uani 1 1 d . . . . .
F4 F 0.3526(3) 0.250000 0.125000 0.0909(16) Uani 1 2 d S T P . .
N1 N 0.5796(2) 0.0219(2) 0.16691(12) 0.0366(9) Uani 1 1 d . . . . .
N2 N 0.6767(2) 0.0788(2) 0.20103(13) 0.0409(10) Uani 1 1 d . . . . .
N3 N 0.4212(2) -0.0205(2) 0.07548(13) 0.0396(10) Uani 1 1 d . . . . .
N4 N 0.3617(3) -0.0797(2) 0.02205(13) 0.0453(10) Uani 1 1 d . . . . .
Zr1 Zr 0.46742(3) 0.250000 0.125000 0.02922(16) 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
C1 N1 1.316(6) . ?
C1 N2 1.350(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.319(8) . ?
C2 N1 1.370(6) . ?
C2 H2 0.9300 . ?
C3 N2 1.400(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.397(6) . ?
C4 C9 1.398(7) 12_554 ?
C4 N2 1.415(6) . ?
C5 C12 1.411(7) 12_554 ?
C5 H5 0.9300 . ?
C6 N3 1.333(6) . ?
C6 N4 1.355(6) . ?
C6 H6 0.9300 . ?
C7 C8 1.347(9) . ?
C7 N3 1.351(7) . ?
C7 H7 0.9300 . ?
C8 N4 1.347(8) . ?
C8 H8 0.9300 . ?
C9 C10 1.381(7) . ?
C9 H9 0.9300 . ?
C10 C11 1.386(7) . ?
C10 N4 1.430(6) . ?
C11 C12 1.381(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.484(7) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
Cu1 N1 2.001(4) 11_544 ?
Cu1 N1 2.001(4) . ?
Cu1 N3 2.016(4) . ?
Cu1 N3 2.016(4) 11_544 ?
Cu1 F1 2.352(2) . ?
Cu1 F1 2.352(2) 11_544 ?
F1 Zr1 1.997(2) . ?
F2 Zr1 1.995(4) . ?
F3 Zr1 1.990(3) . ?
F4 Zr1 1.967(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 N2 111.7(4) . . ?
N1 C1 H1 124.1 . . ?
N2 C1 H1 124.1 . . ?
C3 C2 N1 111.4(5) . . ?
C3 C2 H2 124.3 . . ?
N1 C2 H2 124.3 . . ?
C2 C3 N2 106.0(5) . . ?
C2 C3 H3 127.0 . . ?
N2 C3 H3 127.0 . . ?
C5 C4 C9 120.7(4) . 12_554 ?
C5 C4 N2 120.4(4) . . ?
C9 C4 N2 118.9(4) 12_554 . ?
C4 C5 C12 119.7(5) . 12_554 ?
C4 C5 H5 120.1 . . ?
C12 C5 H5 120.1 12_554 . ?
N3 C6 N4 110.6(4) . . ?
N3 C6 H6 124.7 . . ?
N4 C6 H6 124.7 . . ?
C8 C7 N3 109.3(6) . . ?
C8 C7 H7 125.4 . . ?
N3 C7 H7 125.4 . . ?
N4 C8 C7 108.0(6) . . ?
N4 C8 H8 126.0 . . ?
C7 C8 H8 126.0 . . ?
C10 C9 C4 118.3(5) . 10_534 ?
C10 C9 H9 120.9 . . ?
C4 C9 H9 120.9 10_534 . ?
C9 C10 C11 121.8(5) . . ?
C9 C10 N4 118.7(4) . . ?
C11 C10 N4 119.4(5) . . ?
C12 C11 C10 120.3(5) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C5 119.1(5) . 10_534 ?
C11 C12 C13 121.8(5) . . ?
C5 C12 C13 119.2(5) 10_534 . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 Cu1 N1 90.0(2) 11_544 . ?
N1 Cu1 N3 91.23(15) 11_544 . ?
N1 Cu1 N3 178.68(18) . . ?
N1 Cu1 N3 178.68(18) 11_544 11_544 ?
N1 Cu1 N3 91.23(15) . 11_544 ?
N3 Cu1 N3 87.6(2) . 11_544 ?
N1 Cu1 F1 90.91(13) 11_544 . ?
N1 Cu1 F1 87.88(13) . . ?
N3 Cu1 F1 91.54(13) . . ?
N3 Cu1 F1 89.70(13) 11_544 . ?
N1 Cu1 F1 87.88(13) 11_544 11_544 ?
N1 Cu1 F1 90.91(13) . 11_544 ?
N3 Cu1 F1 89.70(13) . 11_544 ?
N3 Cu1 F1 91.54(13) 11_544 11_544 ?
F1 Cu1 F1 178.28(16) . 11_544 ?
Zr1 F1 Cu1 167.27(15) . . ?
C1 N1 C2 105.0(4) . . ?
C1 N1 Cu1 125.6(3) . . ?
C2 N1 Cu1 129.3(4) . . ?
C1 N2 C3 105.8(4) . . ?
C1 N2 C4 125.6(4) . . ?
C3 N2 C4 128.4(4) . . ?
C6 N3 C7 105.9(4) . . ?
C6 N3 Cu1 124.9(3) . . ?
C7 N3 Cu1 128.9(4) . . ?
C8 N4 C6 106.2(4) . . ?
C8 N4 C10 128.5(5) . . ?
C6 N4 C10 125.2(4) . . ?
F4 Zr1 F3 91.76(11) . 5 ?
F4 Zr1 F3 91.76(11) . . ?
F3 Zr1 F3 176.5(2) 5 . ?
F4 Zr1 F2 180.0 . . ?
F3 Zr1 F2 88.24(11) 5 . ?
F3 Zr1 F2 88.24(11) . . ?
F4 Zr1 F1 90.56(8) . 5 ?
F3 Zr1 F1 90.89(15) 5 5 ?
F3 Zr1 F1 89.07(15) . 5 ?
F2 Zr1 F1 89.44(8) . 5 ?
F4 Zr1 F1 90.56(8) . . ?
F3 Zr1 F1 89.07(15) 5 . ?
F3 Zr1 F1 90.89(15) . . ?
F2 Zr1 F1 89.44(8) . . ?
F1 Zr1 F1 178.89(17) 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
N1 C2 C3 N2 -0.7(7) . . . . ?
C9 C4 C5 C12 3.8(8) 12_554 . . 12_554 ?
N2 C4 C5 C12 -175.1(5) . . . 12_554 ?
N3 C7 C8 N4 -0.8(9) . . . . ?
C4 C9 C10 C11 -1.8(8) 10_534 . . . ?
C4 C9 C10 N4 177.6(4) 10_534 . . . ?
C9 C10 C11 C12 2.1(9) . . . . ?
N4 C10 C11 C12 -177.3(5) . . . . ?
C10 C11 C12 C5 0.5(8) . . . 10_534 ?
C10 C11 C12 C13 179.7(5) . . . . ?
N2 C1 N1 C2 -0.8(6) . . . . ?
N2 C1 N1 Cu1 -177.3(3) . . . . ?
C3 C2 N1 C1 0.9(7) . . . . ?
C3 C2 N1 Cu1 177.3(4) . . . . ?
N1 C1 N2 C3 0.4(6) . . . . ?
N1 C1 N2 C4 175.6(5) . . . . ?
C2 C3 N2 C1 0.2(7) . . . . ?
C2 C3 N2 C4 -174.8(6) . . . . ?
C5 C4 N2 C1 18.9(8) . . . . ?
C9 C4 N2 C1 -160.1(5) 12_554 . . . ?
C5 C4 N2 C3 -167.1(5) . . . . ?
C9 C4 N2 C3 14.0(8) 12_554 . . . ?
N4 C6 N3 C7 -1.1(6) . . . . ?
N4 C6 N3 Cu1 -174.5(3) . . . . ?
C8 C7 N3 C6 1.1(8) . . . . ?
C8 C7 N3 Cu1 174.2(5) . . . . ?
C7 C8 N4 C6 0.1(8) . . . . ?
C7 C8 N4 C10 179.7(6) . . . . ?
N3 C6 N4 C8 0.6(7) . . . . ?
N3 C6 N4 C10 -179.0(4) . . . . ?
C9 C10 N4 C8 159.9(7) . . . . ?
C11 C10 N4 C8 -20.7(9) . . . . ?
C9 C10 N4 C6 -20.6(8) . . . . ?
C11 C10 N4 C6 158.8(5) . . . . ?

_refine_diff_density_max         0.317
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.054
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.014 -0.010 -0.002 4486 1087 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
####################################################################### 
# 
# 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_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2337175'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C118 H108 Cu4 F24 N32 O16 Zr4'
_chemical_formula_weight         3305.40

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           98
_space_group_name_H-M_alt        'I 41 2 2'
_space_group_name_Hall           'I 4bw 2bw'

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

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

_cell_length_a                   17.105(3)
_cell_length_b                   17.105(3)
_cell_length_c                   31.249(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9143(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    5296
_cell_measurement_theta_min      2.2875
_cell_measurement_theta_max      21.9145

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_F_000             3320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.753
_shelx_estimated_absorpt_T_min   0.817
_shelx_estimated_absorpt_T_max   0.840
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SmartLab'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35712
_diffrn_reflns_av_unetI/netI     0.0641
_diffrn_reflns_av_R_equivalents  0.0816
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.357
_diffrn_reflns_theta_max         27.329
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.947
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4913
_reflns_number_gt                3425
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.747
_reflns_Friedel_fraction_max     0.933
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1311P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0024(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1227 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.010(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4913
_refine_ls_number_parameters     306
_refine_ls_number_restraints     523
_refine_ls_R_factor_all          0.1107
_refine_ls_R_factor_gt           0.0662
_refine_ls_wR_factor_ref         0.2120
_refine_ls_wR_factor_gt          0.1793
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_restrained_S_all      1.334
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.46318(7) 0.250000 0.125000 0.0364(4) Uani 1 2 d S TU P . .
Cu2 Cu 0.500000 0.000000 0.12244(4) 0.0352(4) Uani 1 2 d S T P . .
F1 F 0.4643(3) 0.1335(3) 0.1239(2) 0.0591(14) Uani 1 1 d . U . . .
F2 F 0.5801(6) 0.250000 0.125000 0.080(3) Uani 1 2 d S TU P . .
F3 F 0.4653(5) 0.2486(5) 0.0613(2) 0.090(2) Uani 1 1 d . U . . .
F4 F 0.3458(6) 0.250000 0.125000 0.101(3) Uani 1 2 d S TU P . .
N1 N 0.5802(5) 0.0241(4) 0.1671(2) 0.0396(19) Uani 1 1 d . . . . .
N2 N 0.6773(5) 0.0829(5) 0.2009(3) 0.0424(19) Uani 1 1 d . . . . .
N3 N 0.6378(5) 0.0769(5) 0.0215(2) 0.049(2) Uani 1 1 d . . . . .
N4 N 0.5794(5) 0.0186(4) 0.0759(2) 0.044(2) Uani 1 1 d . . . . .
O1 O 0.7557(6) 0.3605(4) 0.1541(3) 0.072(2) Uani 1 1 d . . . . .
O2 O 0.8613(18) 0.3851(17) 0.1903(8) 0.094(8) Uani 0.51 1 d . U P A 1
H2 H 0.888004 0.363600 0.208651 0.142 Uiso 0.51 1 calc R U P A 1
O2' O 0.880(2) 0.3618(19) 0.1685(8) 0.094(8) Uani 0.49 1 d . . P A 2
H2' H 0.912030 0.329797 0.177025 0.142 Uiso 0.49 1 calc R U P A 2
C1 C 0.5990(7) -0.0191(7) 0.2025(3) 0.060(3) Uani 1 1 d . . . . .
H1 H 0.575840 -0.066193 0.210255 0.072 Uiso 1 1 calc R U . . .
C2 C 0.6562(7) 0.0171(8) 0.2245(4) 0.068(4) Uani 1 1 d . . . . .
H2A H 0.677607 0.001246 0.250446 0.081 Uiso 1 1 calc R U . . .
C3 C 0.6285(5) 0.0848(6) 0.1670(3) 0.042(2) Uani 1 1 d . . . . .
H3 H 0.628716 0.123661 0.146228 0.051 Uiso 1 1 calc R U . . .
C4 C 0.7409(6) 0.1349(5) 0.2094(3) 0.043(2) Uani 1 1 d . . . . .
C5 C 0.7999(6) 0.1101(6) 0.2356(3) 0.043(2) Uani 1 1 d . . . . .
H5 H 0.798284 0.060904 0.248273 0.051 Uiso 1 1 calc R U . . .
C6 C 0.6577(10) 0.0012(8) 0.0212(5) 0.094(6) Uani 1 1 d . . . . .
H6 H 0.689705 -0.023471 0.001250 0.113 Uiso 1 1 calc R U . . .
C7 C 0.8629(6) 0.1608(6) 0.2430(3) 0.048(2) Uani 1 1 d . . . . .
C8 C 0.8669(6) 0.2345(7) 0.2227(3) 0.055(3) Uani 1 1 d . . . . .
H8 H 0.909339 0.267423 0.227171 0.066 Uiso 1 1 calc R U . . .
C9 C 0.8068(6) 0.2565(7) 0.1962(3) 0.053(3) Uani 1 1 d . . . . .
C10 C 0.7429(6) 0.2089(5) 0.1898(3) 0.045(2) Uani 1 1 d . . . . .
H10 H 0.701694 0.225368 0.172596 0.054 Uiso 1 1 calc R U . . .
C11 C 0.8076(8) 0.3341(7) 0.1751(5) 0.073(4) Uani 1 1 d . . . . .
C12 C 0.6234(9) -0.0322(7) 0.0547(4) 0.081(5) Uani 1 1 d . . . . .
H12 H 0.629424 -0.084451 0.062265 0.097 Uiso 1 1 calc R U . . .
C13 C 0.5880(6) 0.0866(6) 0.0546(3) 0.044(2) Uani 1 1 d . . . . .
H13 H 0.563300 0.133296 0.061732 0.053 Uiso 1 1 calc R U . . .
C14 C 0.772(2) 0.613(3) 0.1252(15) 0.145(17) Uani 0.125 1 d DG U P B 1
H14A H 0.776982 0.643779 0.099737 0.174 Uiso 0.125 1 d R U P B 1
H14B H 0.757542 0.635088 0.151257 0.174 Uiso 0.125 1 d R U P B 1
C15 C 0.778(2) 0.535(3) 0.1249(16) 0.142(17) Uani 0.125 1 d DG U P B 1
H15A H 0.793165 0.507877 0.098915 0.171 Uiso 0.125 1 d R U P B 1
H15B H 0.768165 0.504958 0.150534 0.171 Uiso 0.125 1 d R U P B 1
C16 C 0.900(3) 0.505(3) 0.1550(17) 0.142(17) Uani 0.125 1 d DG U P B 3
H16A H 0.878135 0.493880 0.182822 0.171 Uiso 0.125 1 d R U P B 3
H16B H 0.912268 0.556486 0.148209 0.171 Uiso 0.125 1 d R U P B 3
C17 C 0.911(3) 0.445(3) 0.128(2) 0.142(17) Uani 0.125 1 d DG U P B 3
H17A H 0.897141 0.392311 0.136306 0.170 Uiso 0.125 1 d R U P B 3
H17B H 0.932555 0.454089 0.099761 0.170 Uiso 0.125 1 d R U P B 3
C18 C 0.839(3) 0.592(4) 0.2210(13) 0.144(16) Uani 0.125 1 d DG U P B 2
H18A H 0.852587 0.626636 0.197690 0.172 Uiso 0.125 1 d R U P B 2
H18B H 0.789164 0.566717 0.222311 0.172 Uiso 0.125 1 d R U P B 2
C19 C 0.892(4) 0.578(4) 0.2508(14) 0.144(16) Uani 0.125 1 d DG U P B 2
H19A H 0.882175 0.540214 0.272769 0.173 Uiso 0.125 1 d R U P B 2
H19B H 0.941210 0.606185 0.250522 0.173 Uiso 0.125 1 d R U P B 2
C20 C 0.900(3) 0.702(3) 0.1235(15) 0.144(16) Uani 0.125 1 d DG U P B 4
H20A H 0.896582 0.686067 0.094005 0.173 Uiso 0.125 1 d R U P B 4
H20B H 0.949223 0.697708 0.138422 0.173 Uiso 0.125 1 d R U P B 4
C21 C 0.837(3) 0.729(3) 0.1438(17) 0.144(16) Uani 0.125 1 d DG U P B 4
H21A H 0.848390 0.742951 0.173026 0.173 Uiso 0.125 1 d R U P B 4
H21B H 0.786197 0.734977 0.130805 0.173 Uiso 0.125 1 d R U P B 4
C22 C 0.966(2) 0.605(4) 0.1295(16) 0.145(17) Uani 0.125 1 d DG U P B 5
H22A H 0.976251 0.561875 0.148175 0.174 Uiso 0.125 1 d R U P B 5
H22B H 0.930604 0.598706 0.105596 0.174 Uiso 0.125 1 d R U P B 5
C23 C 1.000(3) 0.676(4) 0.1368(18) 0.144(17) Uani 0.125 1 d DG U P B 5
H23A H 0.993165 0.722808 0.120009 0.173 Uiso 0.125 1 d R U P B 5
H23B H 1.034467 0.679613 0.161014 0.173 Uiso 0.125 1 d R U P B 5
C24 C 0.773(3) 0.687(4) 0.2277(17) 0.144(17) Uani 0.125 1 d DG U P B 6
H24A H 0.827656 0.701828 0.227229 0.173 Uiso 0.125 1 d R U P B 6
H24B H 0.766189 0.632112 0.223071 0.173 Uiso 0.125 1 d R U P B 6
C25 C 0.705(4) 0.725(4) 0.233(2) 0.144(17) Uani 0.125 1 d DG U P B 6
H25A H 0.656277 0.696017 0.232076 0.173 Uiso 0.125 1 d R U P B 6
H25B H 0.703852 0.780349 0.237950 0.173 Uiso 0.125 1 d R U P B 6
C26 C 0.950(3) 0.546(4) 0.0637(17) 0.144(17) Uani 0.125 1 d DG U P B 7
H26A H 0.985300 0.508412 0.075719 0.173 Uiso 0.125 1 d R U P B 7
H26B H 0.962503 0.580273 0.041420 0.173 Uiso 0.125 1 d R U P B 7
C27 C 0.878(3) 0.556(4) 0.0767(15) 0.144(17) Uani 0.125 1 d DG U P B 7
H27A H 0.857485 0.524809 0.099634 0.173 Uiso 0.125 1 d R U P B 7
H27B H 0.845515 0.595325 0.063278 0.173 Uiso 0.125 1 d R U P B 7


_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 F3 1.991(6) 5 ?
Zr1 F3 1.991(6) . ?
Zr1 F1 1.993(5) 5 ?
Zr1 F1 1.993(5) . ?
Zr1 F2 2.000(10) . ?
Zr1 F4 2.008(11) . ?
Cu2 N1 2.001(8) 11_544 ?
Cu2 N1 2.001(8) . ?
Cu2 N4 2.017(8) . ?
Cu2 N4 2.017(8) 11_544 ?
Cu2 F1 2.364(5) . ?
Cu2 F1 2.364(5) 11_544 ?
N1 C3 1.326(12) . ?
N1 C1 1.369(12) . ?
N2 C3 1.348(11) . ?
N2 C2 1.393(13) . ?
N2 C4 1.430(12) . ?
N3 C6 1.340(15) . ?
N3 C13 1.351(11) . ?
N3 C7 1.417(12) 4_564 ?
N4 C12 1.326(14) . ?
N4 C13 1.348(12) . ?
O1 C11 1.193(15) . ?
O2 C11 1.35(3) . ?
O2 H2 0.8200 . ?
O2' C11 1.34(3) . ?
O2' H2' 0.8200 . ?
C1 C2 1.346(15) . ?
C1 H1 0.9300 . ?
C2 H2A 0.9300 . ?
C3 H3 0.9300 . ?
C4 C5 1.367(13) . ?
C4 C10 1.407(12) . ?
C5 C7 1.402(13) . ?
C5 H5 0.9300 . ?
C6 C12 1.329(16) . ?
C6 H6 0.9300 . ?
C7 C8 1.414(15) . ?
C8 C9 1.371(14) . ?
C8 H8 0.9300 . ?
C9 C10 1.378(13) . ?
C9 C11 1.483(16) . ?
C10 H10 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.3456 . ?
C14 H14A 0.9601 . ?
C14 H14B 0.9299 . ?
C15 H15A 0.9638 . ?
C15 H15B 0.9641 . ?
C16 C17 1.3476 . ?
C16 H16A 0.9639 . ?
C16 H16B 0.9338 . ?
C17 H17A 0.9641 . ?
C17 H17B 0.9638 . ?
C18 C19 1.3215 . ?
C18 C19 1.68(9) 16_665 ?
C18 H18A 0.9636 . ?
C18 H18B 0.9640 . ?
C19 C19 0.71(10) 16_665 ?
C19 H19A 0.9621 . ?
C19 H19B 0.9620 . ?
C20 C21 1.3416 . ?
C20 C20 1.65(11) 5_565 ?
C20 C21 1.69(7) 5_565 ?
C20 H20A 0.9622 . ?
C20 H20B 0.9622 . ?
C21 C21 1.37(9) 5_565 ?
C21 H21A 0.9619 . ?
C21 H21B 0.9620 . ?
C22 C23 1.3673 . ?
C22 H22A 0.9620 . ?
C22 H22B 0.9621 . ?
C23 H23A 0.9622 . ?
C23 H23B 0.9620 . ?
C24 C25 1.3508 . ?
C24 C24 1.69(10) 16_665 ?
C24 H24A 0.9621 . ?
C24 H24B 0.9623 . ?
C25 C25 2.01(13) 16_665 ?
C25 H25A 0.9619 . ?
C25 H25B 0.9623 . ?
C26 C27 1.3033 . ?
C26 H26A 0.9638 . ?
C26 H26B 0.9339 . ?
C27 H27A 0.9641 . ?
C27 H27B 0.9639 . ?

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
F3 Zr1 F3 177.9(5) 5 . ?
F3 Zr1 F1 88.3(3) 5 5 ?
F3 Zr1 F1 91.6(3) . 5 ?
F3 Zr1 F1 91.6(3) 5 . ?
F3 Zr1 F1 88.3(3) . . ?
F1 Zr1 F1 178.9(4) 5 . ?
F3 Zr1 F2 88.9(2) 5 . ?
F3 Zr1 F2 88.9(2) . . ?
F1 Zr1 F2 89.43(18) 5 . ?
F1 Zr1 F2 89.43(18) . . ?
F3 Zr1 F4 91.1(2) 5 . ?
F3 Zr1 F4 91.1(2) . . ?
F1 Zr1 F4 90.57(18) 5 . ?
F1 Zr1 F4 90.57(18) . . ?
F2 Zr1 F4 180.0 . . ?
N1 Cu2 N1 91.4(4) 11_544 . ?
N1 Cu2 N4 176.8(3) 11_544 . ?
N1 Cu2 N4 90.6(3) . . ?
N1 Cu2 N4 90.6(3) 11_544 11_544 ?
N1 Cu2 N4 176.8(3) . 11_544 ?
N4 Cu2 N4 87.6(5) . 11_544 ?
N1 Cu2 F1 90.5(3) 11_544 . ?
N1 Cu2 F1 87.9(3) . . ?
N4 Cu2 F1 92.1(3) . . ?
N4 Cu2 F1 89.6(3) 11_544 . ?
N1 Cu2 F1 87.9(3) 11_544 11_544 ?
N1 Cu2 F1 90.5(3) . 11_544 ?
N4 Cu2 F1 89.6(3) . 11_544 ?
N4 Cu2 F1 92.1(3) 11_544 11_544 ?
F1 Cu2 F1 177.7(3) . 11_544 ?
Zr1 F1 Cu2 165.6(3) . . ?
C3 N1 C1 106.1(8) . . ?
C3 N1 Cu2 125.9(6) . . ?
C1 N1 Cu2 127.9(7) . . ?
C3 N2 C2 105.9(8) . . ?
C3 N2 C4 127.0(8) . . ?
C2 N2 C4 126.9(8) . . ?
C6 N3 C13 106.6(8) . . ?
C6 N3 C7 128.9(9) . 4_564 ?
C13 N3 C7 124.5(8) . 4_564 ?
C12 N4 C13 105.0(9) . . ?
C12 N4 Cu2 129.7(7) . . ?
C13 N4 Cu2 124.4(7) . . ?
C11 O2 H2 109.5 . . ?
C11 O2' H2' 109.5 . . ?
C2 C1 N1 109.6(9) . . ?
C2 C1 H1 125.2 . . ?
N1 C1 H1 125.2 . . ?
C1 C2 N2 106.9(9) . . ?
C1 C2 H2A 126.6 . . ?
N2 C2 H2A 126.6 . . ?
N1 C3 N2 111.4(8) . . ?
N1 C3 H3 124.3 . . ?
N2 C3 H3 124.3 . . ?
C5 C4 C10 121.5(9) . . ?
C5 C4 N2 118.7(8) . . ?
C10 C4 N2 119.8(9) . . ?
C4 C5 C7 118.3(9) . . ?
C4 C5 H5 120.8 . . ?
C7 C5 H5 120.8 . . ?
C12 C6 N3 107.3(10) . . ?
C12 C6 H6 126.4 . . ?
N3 C6 H6 126.4 . . ?
C5 C7 C8 121.0(9) . . ?
C5 C7 N3 119.4(9) . 2_645 ?
C8 C7 N3 119.7(9) . 2_645 ?
C9 C8 C7 118.7(10) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C8 C9 C10 121.3(10) . . ?
C8 C9 C11 120.5(11) . . ?
C10 C9 C11 118.1(9) . . ?
C9 C10 C4 119.2(9) . . ?
C9 C10 H10 120.4 . . ?
C4 C10 H10 120.4 . . ?
O1 C11 O2' 118.0(17) . . ?
O1 C11 O2 117.1(17) . . ?
O1 C11 C9 125.2(11) . . ?
O2' C11 C9 113.2(18) . . ?
O2 C11 C9 115.3(17) . . ?
N4 C12 C6 111.2(11) . . ?
N4 C12 H12 124.4 . . ?
C6 C12 H12 124.4 . . ?
N4 C13 N3 109.8(9) . . ?
N4 C13 H13 125.1 . . ?
N3 C13 H13 125.1 . . ?
C15 C14 H14A 122.2 . . ?
C15 C14 H14B 115.9 . . ?
H14A C14 H14B 121.7 . . ?
C14 C15 H15A 120.0 . . ?
C14 C15 H15B 120.0 . . ?
H15A C15 H15B 120.0 . . ?
C17 C16 H16A 118.4 . . ?
C17 C16 H16B 123.2 . . ?
H16A C16 H16B 118.4 . . ?
C16 C17 H17A 120.0 . . ?
C16 C17 H17B 120.0 . . ?
H17A C17 H17B 120.0 . . ?
C19 C18 H18A 118.8 . . ?
C19 C18 H18A 96.0 16_665 . ?
C19 C18 H18B 120.0 . . ?
C19 C18 H18B 142.6 16_665 . ?
H18A C18 H18B 121.2 . . ?
C19 C19 C18 108(6) 16_665 . ?
C19 C19 C18 48(5) 16_665 16_665 ?
C18 C19 C18 109.1(17) . 16_665 ?
C19 C19 H19A 130.9 16_665 . ?
C18 C19 H19A 120.0 . . ?
C18 C19 H19A 102.7 16_665 . ?
C19 C19 H19B 15.6 16_665 . ?
C18 C19 H19B 120.0 . . ?
C18 C19 H19B 56.8 16_665 . ?
H19A C19 H19B 120.0 . . ?
C21 C20 C21 52(3) . 5_565 ?
C20 C20 C21 47(3) 5_565 5_565 ?
C21 C20 H20A 120.0 . . ?
C20 C20 H20A 109.5 5_565 . ?
C21 C20 H20A 81.2 5_565 . ?
C21 C20 H20B 120.0 . . ?
C20 C20 H20B 92.6 5_565 . ?
C21 C20 H20B 139.9 5_565 . ?
H20A C20 H20B 120.0 . . ?
C20 C21 C21 77(3) . 5_565 ?
C20 C21 H21A 111.6 . . ?
C21 C21 H21A 133.6 5_565 . ?
C20 C21 H21A 90.3 5_565 . ?
C20 C21 H21B 124.2 . . ?
C21 C21 H21B 65.6 5_565 . ?
C20 C21 H21B 111.9 5_565 . ?
H21A C21 H21B 124.2 . . ?
C23 C22 H22A 120.0 . . ?
C23 C22 H22B 120.0 . . ?
H22A C22 H22B 120.0 . . ?
C22 C23 H23A 126.4 . . ?
C22 C23 H23B 116.8 . . ?
H23A C23 H23B 116.8 . . ?
C25 C24 C24 93.1(11) . 16_665 ?
C25 C24 H24A 136.1 . . ?
C24 C24 H24A 61.5 16_665 . ?
C25 C24 H24B 112.0 . . ?
C24 C24 H24B 124.4 16_665 . ?
H24A C24 H24B 112.0 . . ?
C24 C25 C25 80.1(10) . 16_665 ?
C24 C25 H25A 120.0 . . ?
C25 C25 H25A 147.2 16_665 . ?
C24 C25 H25B 120.0 . . ?
C25 C25 H25B 48.0 16_665 . ?
H25A C25 H25B 120.0 . . ?
C27 C26 H26A 124.2 . . ?
C27 C26 H26B 111.6 . . ?
H26A C26 H26B 124.2 . . ?
C26 C27 H27A 120.0 . . ?
C26 C27 H27B 120.0 . . ?
H27A C27 H27B 120.0 . . ?

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
C3 N1 C1 C2 2.4(14) . . . . ?
Cu2 N1 C1 C2 179.8(9) . . . . ?
N1 C1 C2 N2 -3.5(15) . . . . ?
C3 N2 C2 C1 3.1(14) . . . . ?
C4 N2 C2 C1 -173.3(11) . . . . ?
C1 N1 C3 N2 -0.4(12) . . . . ?
Cu2 N1 C3 N2 -177.8(6) . . . . ?
C2 N2 C3 N1 -1.7(12) . . . . ?
C4 N2 C3 N1 174.7(9) . . . . ?
C3 N2 C4 C5 -157.2(10) . . . . ?
C2 N2 C4 C5 18.5(16) . . . . ?
C3 N2 C4 C10 20.6(16) . . . . ?
C2 N2 C4 C10 -163.6(11) . . . . ?
C10 C4 C5 C7 0.7(16) . . . . ?
N2 C4 C5 C7 178.5(9) . . . . ?
C13 N3 C6 C12 -2.9(18) . . . . ?
C7 N3 C6 C12 178.6(12) 4_564 . . . ?
C4 C5 C7 C8 -2.2(16) . . . . ?
C4 C5 C7 N3 177.3(9) . . . 2_645 ?
C5 C7 C8 C9 1.4(17) . . . . ?
N3 C7 C8 C9 -178.1(10) 2_645 . . . ?
C7 C8 C9 C10 0.9(18) . . . . ?
C7 C8 C9 C11 178.6(11) . . . . ?
C8 C9 C10 C4 -2.5(17) . . . . ?
C11 C9 C10 C4 179.9(11) . . . . ?
C5 C4 C10 C9 1.6(16) . . . . ?
N2 C4 C10 C9 -176.1(10) . . . . ?
C8 C9 C11 O1 -174.3(13) . . . . ?
C10 C9 C11 O1 3(2) . . . . ?
C8 C9 C11 O2' 28(2) . . . . ?
C10 C9 C11 O2' -154.6(16) . . . . ?
C8 C9 C11 O2 -13(2) . . . . ?
C10 C9 C11 O2 164.9(16) . . . . ?
C13 N4 C12 C6 -0.7(17) . . . . ?
Cu2 N4 C12 C6 168.5(11) . . . . ?
N3 C6 C12 N4 2(2) . . . . ?
C12 N4 C13 N3 -1.1(13) . . . . ?
Cu2 N4 C13 N3 -171.1(7) . . . . ?
C6 N3 C13 N4 2.5(14) . . . . ?
C7 N3 C13 N4 -178.9(9) 4_564 . . . ?
C19 C18 C19 C18 51(5) 16_665 . . 16_665 ?
C20 C20 C21 C21 52(3) 5_565 . . 5_565 ?
C21 C20 C21 C20 -52(3) 5_565 . . 5_565 ?
C24 C24 C25 C25 23.1(18) 16_665 . . 16_665 ?

_refine_diff_density_max         1.239
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.198

####################################################################### 
# 
# 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_as_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2337174'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H18 Cu F12 N8 Zr'
_chemical_formula_weight         825.24

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           98
_space_group_name_H-M_alt        'I 41 2 2'
_space_group_name_Hall           'I 4bw 2bw'

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

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

_cell_length_a                   16.8824(16)
_cell_length_b                   16.8824(16)
_cell_length_c                   31.921(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     9098(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9895
_cell_measurement_theta_min      2.2625
_cell_measurement_theta_max      25.631

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             3256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.768
_shelx_estimated_absorpt_T_min   0.893
_shelx_estimated_absorpt_T_max   0.913
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SmartLab'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33119
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         1.364
_diffrn_reflns_theta_max         25.095
_diffrn_reflns_theta_full        25.095
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4062
_reflns_number_gt                3715
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.749
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.998

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0838P)²+21.3454P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.02(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4062
_refine_ls_number_parameters     220
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1338
_refine_ls_wR_factor_gt          0.1314
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C3 C 0.1612(5) 0.0126(5) 0.0264(2) 0.056(2) Uani 1 1 d . . . . .
H3 H 0.183952 -0.004592 0.001520 0.067 Uiso 1 1 calc R U . . .
C1 C 0.1035(5) -0.0231(5) 0.0479(3) 0.055(2) Uani 1 1 d . . . . .
H1 H 0.080809 -0.071488 0.040876 0.066 Uiso 1 1 calc R U . . .
C2 C 0.1305(4) 0.0837(4) 0.08172(19) 0.0334(13) Uani 1 1 d . . . . .
H2 H 0.130126 0.124133 0.101518 0.040 Uiso 1 1 calc R U . . .
C4 C 0.2446(5) 0.1334(4) 0.04065(18) 0.0348(13) Uani 1 1 d . . . . .
C5 C 0.2473(5) 0.2079(4) 0.06054(19) 0.0375(14) Uani 1 1 d . . . . .
H5 H 0.205927 0.224775 0.077586 0.045 Uiso 1 1 calc R U . . .
C6 C 0.3133(4) 0.2556(5) 0.05408(19) 0.0387(14) Uani 1 1 d . . . . .
C8 C 0.3747(4) 0.2328(4) 0.0278(2) 0.0402(17) Uani 1 1 d . . . . .
H8 H 0.418596 0.265311 0.023902 0.048 Uiso 1 1 calc R U . . .
C10 C 0.3050(4) 0.1100(4) 0.0143(2) 0.0382(15) Uani 1 1 d . . . . .
H10 H 0.303167 0.060907 0.001188 0.046 Uiso 1 1 calc R U . . .
C9 C 0.3692(4) 0.1610(4) 0.0076(2) 0.0383(15) Uani 1 1 d . . . . .
C7 C 0.3214(5) 0.3329(5) 0.0766(2) 0.0500(19) Uani 1 1 d . . . . .
C11 C 0.5039(6) 0.1676(7) -0.0257(3) 0.077(3) Uani 1 1 d . . . . .
H11 H 0.527373 0.205698 -0.008682 0.092 Uiso 1 1 calc R U . . .
Cu1 Cu 0.000000 0.000000 0.12654(3) 0.0261(3) Uani 1 2 d S T P . .
F1 F -0.0291(2) 0.1318(2) 0.12552(14) 0.0494(10) Uani 1 1 d . . . . .
F2 F -0.0243(4) 0.2510(3) 0.06252(14) 0.0834(18) Uani 1 1 d . . . . .
F3 F 0.0891(4) 0.250000 0.125000 0.069(2) Uani 1 2 d S T P . .
F4 F -0.1453(4) 0.250000 0.125000 0.114(4) Uani 1 2 d S T P . .
F6 F 0.3712(4) 0.3318(3) 0.10776(17) 0.0755(16) Uani 1 1 d . . . . .
F7 F 0.3437(4) 0.3919(3) 0.05053(17) 0.0776(18) Uani 1 1 d . . . . .
F5 F 0.2515(4) 0.3577(3) 0.09322(18) 0.0764(16) Uani 1 1 d . . . . .
N1 N 0.0825(3) 0.0225(3) 0.08249(16) 0.0321(12) Uani 1 1 d . . . . .
N2 N 0.1803(3) 0.0809(3) 0.04880(17) 0.0353(13) Uani 1 1 d . . . . .
N3 N 0.4288(3) 0.1383(4) -0.02224(17) 0.0386(13) Uani 1 1 d . . . . .
Zr1 Zr -0.02983(5) 0.250000 0.125000 0.0275(2) Uani 1 2 d S T P . .
C13 C 0.4182(4) 0.0861(4) -0.0540(2) 0.0360(14) Uani 1 1 d . . . . .
H13 H 0.371672 0.058110 -0.059002 0.043 Uiso 1 1 calc R U . . .
C12 C 0.5382(5) 0.1291(6) -0.0595(3) 0.068(3) Uani 1 1 d . . . . .
H12 H 0.590096 0.135517 -0.068685 0.082 Uiso 1 1 calc R U . . .
N4 N 0.4829(3) 0.0804(3) -0.07697(16) 0.0340(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C3 C1 1.335(11) . ?
C3 N2 1.394(9) . ?
C3 H3 0.9300 . ?
C1 N1 1.392(9) . ?
C1 H1 0.9300 . ?
C2 N1 1.313(8) . ?
C2 N2 1.347(8) . ?
C2 H2 0.9300 . ?
C4 C10 1.380(9) . ?
C4 C5 1.410(9) . ?
C4 N2 1.425(9) . ?
C5 C6 1.390(9) . ?
C5 H5 0.9300 . ?
C6 C8 1.389(9) . ?
C6 C7 1.496(10) . ?
C8 C9 1.377(9) . ?
C8 H8 0.9300 . ?
C10 C9 1.399(9) . ?
C10 H10 0.9300 . ?
C9 N3 1.437(8) . ?
C7 F6 1.303(10) . ?
C7 F7 1.351(9) . ?
C7 F5 1.359(10) . ?
C11 N3 1.366(10) . ?
C11 C12 1.386(11) . ?
C11 H11 0.9300 . ?
Cu1 N1 2.015(5) 11_444 ?
Cu1 N1 2.015(5) . ?
Cu1 N4 2.032(5) 12_454 ?
Cu1 N4 2.032(5) 2_545 ?
Cu1 F1 2.279(3) . ?
Cu1 F1 2.279(3) 11_444 ?
F1 Zr1 1.996(3) . ?
F2 Zr1 1.997(4) . ?
F3 Zr1 2.007(6) . ?
F4 Zr1 1.949(7) . ?
N3 C13 1.356(8) . ?
C13 N4 1.318(8) . ?
C13 H13 0.9300 . ?
C12 N4 1.364(10) . ?
C12 H12 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
C1 C3 N2 106.2(6) . . ?
C1 C3 H3 126.9 . . ?
N2 C3 H3 126.9 . . ?
C3 C1 N1 110.1(6) . . ?
C3 C1 H1 124.9 . . ?
N1 C1 H1 124.9 . . ?
N1 C2 N2 111.9(6) . . ?
N1 C2 H2 124.1 . . ?
N2 C2 H2 124.1 . . ?
C10 C4 C5 120.4(6) . . ?
C10 C4 N2 119.8(6) . . ?
C5 C4 N2 119.8(6) . . ?
C6 C5 C4 118.4(7) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
C8 C6 C5 121.9(6) . . ?
C8 C6 C7 117.7(6) . . ?
C5 C6 C7 120.5(6) . . ?
C9 C8 C6 118.4(6) . . ?
C9 C8 H8 120.8 . . ?
C6 C8 H8 120.8 . . ?
C4 C10 C9 119.4(6) . . ?
C4 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C8 C9 C10 121.5(6) . . ?
C8 C9 N3 119.8(6) . . ?
C10 C9 N3 118.7(6) . . ?
F6 C7 F7 107.5(6) . . ?
F6 C7 F5 105.5(6) . . ?
F7 C7 F5 104.8(7) . . ?
F6 C7 C6 114.4(7) . . ?
F7 C7 C6 111.9(6) . . ?
F5 C7 C6 112.1(6) . . ?
N3 C11 C12 106.3(7) . . ?
N3 C11 H11 126.9 . . ?
C12 C11 H11 126.9 . . ?
N1 Cu1 N1 91.5(3) 11_444 . ?
N1 Cu1 N4 176.5(2) 11_444 12_454 ?
N1 Cu1 N4 91.2(2) . 12_454 ?
N1 Cu1 N4 91.2(2) 11_444 2_545 ?
N1 Cu1 N4 176.5(2) . 2_545 ?
N4 Cu1 N4 86.2(3) 12_454 2_545 ?
N1 Cu1 F1 91.44(19) 11_444 . ?
N1 Cu1 F1 87.41(19) . . ?
N4 Cu1 F1 90.91(18) 12_454 . ?
N4 Cu1 F1 90.28(18) 2_545 . ?
N1 Cu1 F1 87.42(19) 11_444 11_444 ?
N1 Cu1 F1 91.44(19) . 11_444 ?
N4 Cu1 F1 90.28(18) 12_454 11_444 ?
N4 Cu1 F1 90.91(18) 2_545 11_444 ?
F1 Cu1 F1 178.4(2) . 11_444 ?
Zr1 F1 Cu1 167.9(2) . . ?
C2 N1 C1 105.2(5) . . ?
C2 N1 Cu1 126.0(4) . . ?
C1 N1 Cu1 128.7(5) . . ?
C2 N2 C3 106.5(6) . . ?
C2 N2 C4 126.6(5) . . ?
C3 N2 C4 126.7(5) . . ?
C13 N3 C11 107.3(6) . . ?
C13 N3 C9 125.2(6) . . ?
C11 N3 C9 127.4(6) . . ?
F4 Zr1 F1 90.33(12) . 5 ?
F4 Zr1 F1 90.34(12) . . ?
F1 Zr1 F1 179.3(2) 5 . ?
F4 Zr1 F2 92.7(2) . . ?
F1 Zr1 F2 89.0(2) 5 . ?
F1 Zr1 F2 91.0(2) . . ?
F4 Zr1 F2 92.7(2) . 5 ?
F1 Zr1 F2 91.0(2) 5 5 ?
F1 Zr1 F2 89.0(2) . 5 ?
F2 Zr1 F2 174.6(4) . 5 ?
F4 Zr1 F3 180.0 . . ?
F1 Zr1 F3 89.67(12) 5 . ?
F1 Zr1 F3 89.66(12) . . ?
F2 Zr1 F3 87.3(2) . . ?
F2 Zr1 F3 87.3(2) 5 . ?
N4 C13 N3 110.7(6) . . ?
N4 C13 H13 124.6 . . ?
N3 C13 H13 124.6 . . ?
N4 C12 C11 108.4(7) . . ?
N4 C12 H12 125.8 . . ?
C11 C12 H12 125.8 . . ?
C13 N4 C12 107.2(6) . . ?
C13 N4 Cu1 124.9(5) . 10_544 ?
C12 N4 Cu1 127.2(5) . 10_544 ?

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
N2 C3 C1 N1 2.9(11) . . . . ?
C10 C4 C5 C6 -2.1(11) . . . . ?
N2 C4 C5 C6 175.8(6) . . . . ?
C4 C5 C6 C8 2.0(11) . . . . ?
C4 C5 C6 C7 -176.1(7) . . . . ?
C5 C6 C8 C9 0.3(11) . . . . ?
C7 C6 C8 C9 178.5(7) . . . . ?
C5 C4 C10 C9 0.1(11) . . . . ?
N2 C4 C10 C9 -177.9(7) . . . . ?
C6 C8 C9 C10 -2.5(11) . . . . ?
C6 C8 C9 N3 175.4(6) . . . . ?
C4 C10 C9 C8 2.3(11) . . . . ?
C4 C10 C9 N3 -175.6(6) . . . . ?
C8 C6 C7 F6 -74.4(9) . . . . ?
C5 C6 C7 F6 103.7(9) . . . . ?
C8 C6 C7 F7 48.1(10) . . . . ?
C5 C6 C7 F7 -133.7(7) . . . . ?
C8 C6 C7 F5 165.5(7) . . . . ?
C5 C6 C7 F5 -16.3(11) . . . . ?
N2 C2 N1 C1 0.7(8) . . . . ?
N2 C2 N1 Cu1 178.3(4) . . . . ?
C3 C1 N1 C2 -2.3(10) . . . . ?
C3 C1 N1 Cu1 -179.8(6) . . . . ?
N1 C2 N2 C3 1.1(9) . . . . ?
N1 C2 N2 C4 -173.7(6) . . . . ?
C1 C3 N2 C2 -2.4(10) . . . . ?
C1 C3 N2 C4 172.3(7) . . . . ?
C10 C4 N2 C2 159.1(7) . . . . ?
C5 C4 N2 C2 -18.9(11) . . . . ?
C10 C4 N2 C3 -14.6(11) . . . . ?
C5 C4 N2 C3 167.4(8) . . . . ?
C12 C11 N3 C13 -2.0(12) . . . . ?
C12 C11 N3 C9 -178.5(8) . . . . ?
C8 C9 N3 C13 -155.5(7) . . . . ?
C10 C9 N3 C13 22.4(11) . . . . ?
C8 C9 N3 C11 20.3(13) . . . . ?
C10 C9 N3 C11 -161.8(9) . . . . ?
C11 N3 C13 N4 0.7(9) . . . . ?
C9 N3 C13 N4 177.2(6) . . . . ?
N3 C11 C12 N4 2.7(13) . . . . ?
N3 C13 N4 C12 1.0(9) . . . . ?
N3 C13 N4 Cu1 172.0(4) . . . 10_544 ?
C11 C12 N4 C13 -2.3(12) . . . . ?
C11 C12 N4 Cu1 -173.0(7) . . . 10_544 ?

_refine_diff_density_max         0.710
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.168
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.014 -0.010 -0.002 4486 1087 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
####################################################################### 
# 
# 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_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 2337172'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2024-03-04 deposited with the CCDC.	2024-05-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C118 H122 Cu4 F24 N32 O16 Zr4'
_chemical_formula_weight         3319.51

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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      tetragonal
_space_group_IT_number           98
_space_group_name_H-M_alt        'I 41 2 2'
_space_group_name_Hall           'I 4bw 2bw'

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

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

_cell_length_a                   16.9799(5)
_cell_length_b                   16.9799(5)
_cell_length_c                   31.1337(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8976.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9877
_cell_measurement_theta_min      2.2995
_cell_measurement_theta_max      27.1625

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_F_000             3348
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.767
_shelx_estimated_absorpt_T_min   0.791
_shelx_estimated_absorpt_T_max   0.831
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Rigaku SmartLab'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            42175
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0750
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         2.142
_diffrn_reflns_theta_max         27.508
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5179
_reflns_number_gt                4609
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.768
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1066P)²+11.0220P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0007(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1838 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.065(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5179
_refine_ls_number_parameters     306
_refine_ls_number_restraints     475
_refine_ls_R_factor_all          0.0648
_refine_ls_R_factor_gt           0.0562
_refine_ls_wR_factor_ref         0.1769
_refine_ls_wR_factor_gt          0.1682
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_restrained_S_all      1.181
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zr1 Zr 0.46373(5) 0.750000 0.125000 0.0251(2) Uani 1 2 d S TU P . .
Cu2 Cu 0.500000 0.500000 0.12772(3) 0.0255(3) Uani 1 2 d S T P . .
F1 F 0.4651(2) 0.6324(2) 0.12623(16) 0.0412(9) Uani 1 1 d . U . . .
F2 F 0.5810(4) 0.750000 0.125000 0.070(2) Uani 1 2 d S TU P . .
F3 F 0.4677(4) 0.7493(4) 0.18857(15) 0.0782(18) Uani 1 1 d . U . . .
F4 F 0.3464(5) 0.750000 0.125000 0.089(3) Uani 1 2 d S TU P . .
N1 N 0.5811(3) 0.5251(3) 0.08304(18) 0.0306(12) Uani 1 1 d . . . . .
N2 N 0.6767(3) 0.5840(3) 0.04894(19) 0.0313(12) Uani 1 1 d . . . . .
N3 N 0.6377(4) 0.5751(4) 0.2295(2) 0.0405(15) Uani 1 1 d . . . . .
N4 N 0.5791(4) 0.5178(3) 0.17488(19) 0.0328(13) Uani 1 1 d . . . . .
O1 O 0.7563(4) 0.8629(3) 0.0960(2) 0.0575(16) Uani 1 1 d . . . . .
O2 O 0.8603(12) 0.8900(11) 0.0581(7) 0.077(5) Uani 0.51 1 d . U P A 1
H2 H 0.886934 0.867995 0.039660 0.115 Uiso 0.51 1 calc R U P A 1
O2' O 0.8864(13) 0.8657(12) 0.0790(7) 0.077(5) Uani 0.49 1 d . . P A 2
H2' H 0.916988 0.832054 0.070122 0.115 Uiso 0.49 1 calc R U P A 2
C1 C 0.5992(5) 0.4829(5) 0.0469(3) 0.045(2) Uani 1 1 d . . . . .
H1 H 0.573905 0.436895 0.038391 0.054 Uiso 1 1 calc R U . . .
C2 C 0.6584(5) 0.5173(5) 0.0255(3) 0.047(2) Uani 1 1 d . . . . .
H2A H 0.682086 0.500062 0.000225 0.057 Uiso 1 1 calc R U . . .
C3 C 0.6286(4) 0.5860(4) 0.0833(2) 0.0319(14) Uani 1 1 d . . . . .
H3 H 0.629098 0.624940 0.104307 0.038 Uiso 1 1 calc R U . . .
C4 C 0.7411(4) 0.6370(4) 0.0412(2) 0.0322(14) Uani 1 1 d . . . . .
C5 C 0.8018(4) 0.6121(4) 0.0148(2) 0.0344(15) Uani 1 1 d . . . . .
H5 H 0.800190 0.562483 0.002189 0.041 Uiso 1 1 calc R U . . .
C6 C 0.6549(7) 0.4971(6) 0.2306(4) 0.074(3) Uani 1 1 d . . . . .
H6 H 0.685226 0.471430 0.251134 0.088 Uiso 1 1 calc R U . . .
C7 C 0.8651(4) 0.6617(5) 0.0075(2) 0.0387(17) Uani 1 1 d . . . . .
C8 C 0.8692(5) 0.7347(5) 0.0275(3) 0.050(2) Uani 1 1 d . . . . .
H8 H 0.912213 0.767555 0.022979 0.060 Uiso 1 1 calc R U . . .
C9 C 0.8074(5) 0.7582(5) 0.0547(3) 0.0445(18) Uani 1 1 d . . . . .
C10 C 0.7431(5) 0.7112(4) 0.0608(2) 0.0379(15) Uani 1 1 d . . . . .
H10 H 0.701194 0.728194 0.077614 0.045 Uiso 1 1 calc R U . . .
C11 C 0.8068(6) 0.8380(6) 0.0744(4) 0.065(3) Uani 1 1 d . . . . .
C12 C 0.6200(7) 0.4638(5) 0.1964(3) 0.062(3) Uani 1 1 d . . . . .
H12 H 0.623798 0.410957 0.188944 0.075 Uiso 1 1 calc R U . . .
C13 C 0.5902(4) 0.5851(4) 0.1953(2) 0.0351(15) Uani 1 1 d . . . . .
H13 H 0.568154 0.633010 0.187175 0.042 Uiso 1 1 calc R U . . .
C14 C 0.7667(19) 1.0747(16) 0.1353(13) 0.071(8) Uani 0.125 1 d DG U P B 1
H14A H 0.757502 1.091171 0.164343 0.107 Uiso 0.125 1 d R U P B 1
H14B H 0.719012 1.080160 0.118971 0.107 Uiso 0.125 1 d R U P B 1
H14C H 0.807090 1.106958 0.122752 0.107 Uiso 0.125 1 d R U P B 1
C15 C 0.7931(18) 0.9887(15) 0.1349(11) 0.071(8) Uani 0.125 1 d DG U P B 1
H15A H 0.848872 0.986029 0.139798 0.106 Uiso 0.125 1 d R U P B 1
H15B H 0.780972 0.965641 0.107542 0.106 Uiso 0.125 1 d R U P B 1
H15C H 0.766090 0.960369 0.157154 0.106 Uiso 0.125 1 d R U P B 1
C16 C 0.8653(18) 1.0399(13) 0.0785(8) 0.070(8) Uani 0.125 1 d DG U P B 3
H16A H 0.871104 1.079300 0.100431 0.105 Uiso 0.125 1 d R U P B 3
H16B H 0.810835 1.025519 0.076044 0.105 Uiso 0.125 1 d R U P B 3
H16C H 0.883557 1.060540 0.051597 0.105 Uiso 0.125 1 d R U P B 3
C17 C 0.9138(16) 0.9673(14) 0.0905(8) 0.067(8) Uani 0.125 1 d DG U P B 3
H17A H 0.937413 0.975079 0.118202 0.101 Uiso 0.125 1 d R U P B 3
H17B H 0.954345 0.959358 0.069451 0.101 Uiso 0.125 1 d R U P B 3
H17C H 0.880130 0.921941 0.091377 0.101 Uiso 0.125 1 d R U P B 3
C18 C 0.867(2) 1.0553(14) 0.0364(8) 0.075(8) Uani 0.125 1 d DG U P B 2
H18A H 0.884365 1.108938 0.034617 0.112 Uiso 0.125 1 d R U P B 2
H18B H 0.866485 1.038913 0.065950 0.112 Uiso 0.125 1 d R U P B 2
H18C H 0.814671 1.051117 0.024809 0.112 Uiso 0.125 1 d R U P B 2
C19 C 0.923(3) 1.0025(16) 0.0108(8) 0.074(8) Uani 0.125 1 d DG U P B 2
H19A H 0.975554 1.018031 0.017938 0.089 Uiso 0.125 1 d R U P B 2
H19B H 0.915160 1.014320 -0.019021 0.089 Uiso 0.125 1 d R U P B 2
H19C H 0.913852 0.947755 0.016813 0.089 Uiso 0.125 1 d R U P B 2
C20 C 0.925(2) 1.1372(15) 0.1375(9) 0.069(8) Uani 0.125 1 d DG U P B 4
H20A H 0.952823 1.174895 0.154849 0.104 Uiso 0.125 1 d R U P B 4
H20B H 0.959655 1.094325 0.130544 0.104 Uiso 0.125 1 d R U P B 4
H20C H 0.880498 1.117596 0.153141 0.104 Uiso 0.125 1 d R U P B 4
C21 C 0.897(2) 1.1769(14) 0.0960(10) 0.074(8) Uani 0.125 1 d DG U P B 4
H21A H 0.851343 1.149878 0.085319 0.112 Uiso 0.125 1 d R U P B 4
H21B H 0.938145 1.174896 0.074920 0.112 Uiso 0.125 1 d R U P B 4
H21C H 0.883749 1.230861 0.101822 0.112 Uiso 0.125 1 d R U P B 4
C22 C 0.9461(16) 1.0212(14) 0.0945(9) 0.074(8) Uani 0.125 1 d DG U P B 5
H22A H 0.924489 1.059568 0.075220 0.089 Uiso 0.125 1 d R U P B 5
H22B H 0.926969 1.034859 0.122556 0.089 Uiso 0.125 1 d R U P B 5
H22C H 0.934099 0.967935 0.086443 0.089 Uiso 0.125 1 d R U P B 5
C23 C 1.0346(17) 1.0383(17) 0.0958(13) 0.076(8) Uani 0.125 1 d DG U P B 5
H23A H 1.042974 1.092130 0.104028 0.113 Uiso 0.125 1 d R U P B 5
H23B H 1.059420 1.004102 0.116288 0.113 Uiso 0.125 1 d R U P B 5
H23C H 1.056885 1.029376 0.067887 0.113 Uiso 0.125 1 d R U P B 5
C24 C 0.778(4) 0.1790(14) 0.030(2) 0.08(2) Uani 0.125 1 d DG U P B 6
H24A H 0.749549 0.194583 0.054859 0.094 Uiso 0.125 1 d R U P B 6
H24B H 0.831262 0.196529 0.034937 0.094 Uiso 0.125 1 d R U P B 6
H24C H 0.773040 0.124670 0.021661 0.094 Uiso 0.125 1 d R U P B 6
C25 C 0.750(4) 0.2388(16) -0.003(2) 0.079(19) Uani 0.125 1 d DG U P B 6
H25A H 0.757360 0.291151 0.007371 0.119 Uiso 0.125 1 d R U P B 6
H25B H 0.779006 0.232404 -0.029638 0.119 Uiso 0.125 1 d R U P B 6
H25C H 0.694741 0.230399 -0.009088 0.119 Uiso 0.125 1 d R U P B 6
C26 C 0.972(2) 1.0054(17) 0.1756(10) 0.075(8) Uani 0.125 1 d DG U P B 7
H26A H 0.983786 1.050533 0.192976 0.112 Uiso 0.125 1 d R U P B 7
H26B H 0.971183 0.959077 0.193278 0.112 Uiso 0.125 1 d R U P B 7
H26C H 1.010931 0.999768 0.153616 0.112 Uiso 0.125 1 d R U P B 7
C27 C 0.891(2) 1.0163(15) 0.1548(8) 0.073(8) Uani 0.125 1 d DG U P B 7
H27A H 0.852687 1.028417 0.176612 0.110 Uiso 0.125 1 calc R U P B 7
H27B H 0.893164 1.058754 0.134489 0.110 Uiso 0.125 1 calc R U P B 7
H27C H 0.875926 0.968695 0.140365 0.110 Uiso 0.125 1 calc R U P B 7


_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 F3 1.980(5) . ?
Zr1 F3 1.980(5) 5_565 ?
Zr1 F2 1.991(7) . ?
Zr1 F4 1.992(8) . ?
Zr1 F1 1.997(3) . ?
Zr1 F1 1.997(3) 5_565 ?
Cu2 N1 2.003(6) 11_554 ?
Cu2 N1 2.003(6) . ?
Cu2 N4 2.012(6) 11_554 ?
Cu2 N4 2.013(6) . ?
Cu2 F1 2.325(3) . ?
Cu2 F1 2.325(3) 11_554 ?
N1 C3 1.311(9) . ?
N1 C1 1.369(9) . ?
N2 C3 1.347(9) . ?
N2 C2 1.383(9) . ?
N2 C4 1.436(8) . ?
N3 C13 1.346(9) . ?
N3 C6 1.358(11) . ?
N3 C7 1.397(9) 12_464 ?
N4 C13 1.322(9) . ?
N4 C12 1.332(10) . ?
O1 C11 1.170(11) . ?
O2 C11 1.36(2) . ?
O2 H2 0.8200 . ?
O2' C11 1.44(2) . ?
O2' H2' 0.8200 . ?
C1 C2 1.341(11) . ?
C1 H1 0.9300 . ?
C2 H2A 0.9300 . ?
C3 H3 0.9300 . ?
C4 C5 1.384(10) . ?
C4 C10 1.400(9) . ?
C5 C7 1.385(10) . ?
C5 H5 0.9300 . ?
C6 C12 1.341(13) . ?
C6 H6 0.9300 . ?
C7 C8 1.388(11) . ?
C8 C9 1.407(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.366(10) . ?
C9 C11 1.488(11) . ?
C10 H10 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.5283 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.5286 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C17 H23B 1.04(3) 11_664 ?
C18 C19 1.5294 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C19 1.92(6) 8_775 ?
C19 C19 2.03(8) 14_444 ?
C19 H19A 0.9601 . ?
C19 H19B 0.9598 . ?
C19 H19C 0.9600 . ?
C20 C21 1.5340 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.06(6) 11_664 ?
C22 C23 1.5309 . ?
C22 C22 1.97(6) 11_664 ?
C22 H22A 0.9599 . ?
C22 H22B 0.9599 . ?
C22 H22C 0.9600 . ?
C22 H23B 0.81(2) 11_664 ?
C23 C23 1.75(4) 11_664 ?
C23 H23A 0.9600 . ?
C23 H23B 0.9599 . ?
C23 H23C 0.9599 . ?
C24 C25 1.49(10) 8_665 ?
C24 C25 1.5298 . ?
C24 H24A 0.9598 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9599 . ?
C24 H25B 0.74(5) 8_665 ?
C25 C25 0.35(8) 8_665 ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C25 H25A 0.71(5) 8_665 ?
C25 H25B 1.12(13) 8_665 ?
C26 C26 0.98(9) 11_664 ?
C26 C27 1.5289 . ?
C26 H26A 0.9599 . ?
C26 H26B 0.9601 . ?
C26 H26C 0.9600 . ?
C26 H26C 0.75(3) 11_664 ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

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
F3 Zr1 F3 176.1(4) . 5_565 ?
F3 Zr1 F2 88.0(2) . . ?
F3 Zr1 F2 88.0(2) 5_565 . ?
F3 Zr1 F4 92.0(2) . . ?
F3 Zr1 F4 92.0(2) 5_565 . ?
F2 Zr1 F4 180.0 . . ?
F3 Zr1 F1 88.5(2) . . ?
F3 Zr1 F1 91.4(2) 5_565 . ?
F2 Zr1 F1 89.32(12) . . ?
F4 Zr1 F1 90.68(12) . . ?
F3 Zr1 F1 91.4(2) . 5_565 ?
F3 Zr1 F1 88.5(2) 5_565 5_565 ?
F2 Zr1 F1 89.32(12) . 5_565 ?
F4 Zr1 F1 90.68(12) . 5_565 ?
F1 Zr1 F1 178.6(2) . 5_565 ?
N1 Cu2 N1 92.0(3) 11_554 . ?
N1 Cu2 N4 90.9(2) 11_554 11_554 ?
N1 Cu2 N4 175.7(2) . 11_554 ?
N1 Cu2 N4 175.7(2) 11_554 . ?
N1 Cu2 N4 90.9(2) . . ?
N4 Cu2 N4 86.3(4) 11_554 . ?
N1 Cu2 F1 91.0(2) 11_554 . ?
N1 Cu2 F1 87.4(2) . . ?
N4 Cu2 F1 89.43(19) 11_554 . ?
N4 Cu2 F1 92.2(2) . . ?
N1 Cu2 F1 87.4(2) 11_554 11_554 ?
N1 Cu2 F1 91.0(2) . 11_554 ?
N4 Cu2 F1 92.2(2) 11_554 11_554 ?
N4 Cu2 F1 89.42(19) . 11_554 ?
F1 Cu2 F1 177.7(2) . 11_554 ?
Zr1 F1 Cu2 165.9(2) . . ?
C3 N1 C1 106.2(6) . . ?
C3 N1 Cu2 125.9(5) . . ?
C1 N1 Cu2 127.9(5) . . ?
C3 N2 C2 107.7(6) . . ?
C3 N2 C4 125.4(6) . . ?
C2 N2 C4 126.5(6) . . ?
C13 N3 C6 105.7(6) . . ?
C13 N3 C7 125.2(6) . 12_464 ?
C6 N3 C7 129.1(7) . 12_464 ?
C13 N4 C12 106.1(6) . . ?
C13 N4 Cu2 125.2(5) . . ?
C12 N4 Cu2 127.8(5) . . ?
C11 O2 H2 109.5 . . ?
C11 O2' H2' 109.5 . . ?
C2 C1 N1 110.5(7) . . ?
C2 C1 H1 124.8 . . ?
N1 C1 H1 124.8 . . ?
C1 C2 N2 105.2(6) . . ?
C1 C2 H2A 127.4 . . ?
N2 C2 H2A 127.4 . . ?
N1 C3 N2 110.4(6) . . ?
N1 C3 H3 124.8 . . ?
N2 C3 H3 124.8 . . ?
C5 C4 C10 121.0(6) . . ?
C5 C4 N2 118.4(6) . . ?
C10 C4 N2 120.6(6) . . ?
C4 C5 C7 119.4(6) . . ?
C4 C5 H5 120.3 . . ?
C7 C5 H5 120.3 . . ?
C12 C6 N3 107.3(8) . . ?
C12 C6 H6 126.4 . . ?
N3 C6 H6 126.4 . . ?
C5 C7 C8 120.5(7) . . ?
C5 C7 N3 119.2(6) . 10_644 ?
C8 C7 N3 120.3(7) . 10_644 ?
C7 C8 C9 119.1(7) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C10 C9 C8 120.9(7) . . ?
C10 C9 C11 118.1(7) . . ?
C8 C9 C11 120.7(7) . . ?
C9 C10 C4 119.0(7) . . ?
C9 C10 H10 120.5 . . ?
C4 C10 H10 120.5 . . ?
O1 C11 O2 118.0(12) . . ?
O1 C11 O2' 120.9(12) . . ?
O1 C11 C9 124.8(8) . . ?
O2 C11 C9 115.6(11) . . ?
O2' C11 C9 109.4(11) . . ?
N4 C12 C6 109.9(8) . . ?
N4 C12 H12 125.1 . . ?
C6 C12 H12 125.1 . . ?
N4 C13 N3 110.9(6) . . ?
N4 C13 H13 124.5 . . ?
N3 C13 H13 124.5 . . ?
C15 C14 H14A 109.4 . . ?
C15 C14 H14B 109.6 . . ?
H14A C14 H14B 109.5 . . ?
C15 C14 H14C 109.4 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 H16A 109.5 . . ?
C17 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C17 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C17 H23B 93(3) . 11_664 ?
H17A C17 H23B 20.3 . 11_664 ?
H17B C17 H23B 106.2 . 11_664 ?
H17C C17 H23B 127.7 . 11_664 ?
C19 C18 H18A 109.5 . . ?
C19 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C19 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C18 C19 C19 168(3) . 14_444 ?
C19 C19 C19 83.3(16) 8_775 14_444 ?
C18 C19 H19A 107.4 . . ?
C19 C19 H19A 44.1 8_775 . ?
C19 C19 H19A 68.7 14_444 . ?
C18 C19 H19B 107.4 . . ?
C19 C19 H19B 67.0 8_775 . ?
C19 C19 H19B 84.7 14_444 . ?
H19A C19 H19B 106.9 . . ?
C18 C19 H19C 111.6 . . ?
C19 C19 H19C 144.4 8_775 . ?
C19 C19 H19C 61.6 14_444 . ?
H19A C19 H19C 111.6 . . ?
H19B C19 H19C 111.6 . . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C23 83(3) 11_664 . ?
C23 C22 H22A 141.9 11_664 . ?
C23 C22 H22A 105.2 . . ?
C22 C22 H22A 127.2 11_664 . ?
C23 C22 H22B 107.5 11_664 . ?
C23 C22 H22B 105.2 . . ?
C22 C22 H22B 113.8 11_664 . ?
H22A C22 H22B 106.0 . . ?
C23 C22 H22C 35.0 11_664 . ?
C23 C22 H22C 113.2 . . ?
C22 C22 H22C 81.6 11_664 . ?
H22A C22 H22C 113.2 . . ?
H22B C22 H22C 113.2 . . ?
C23 C22 H23B 60(3) 11_664 11_664 ?
C23 C22 H23B 101(4) . 11_664 ?
C22 C22 H23B 85(4) 11_664 11_664 ?
H22A C22 H23B 147.3 . 11_664 ?
H22B C22 H23B 47.6 . 11_664 ?
H22C C22 H23B 72.3 . 11_664 ?
C22 C23 C22 97(3) 11_664 . ?
C22 C23 H23A 150.4 11_664 . ?
C22 C23 H23A 109.5 . . ?
C23 C23 H23A 143.7 11_664 . ?
C22 C23 H23B 46.7 11_664 . ?
C22 C23 H23B 109.5 . . ?
C23 C23 H23B 81.1 11_664 . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 72.2 11_664 . ?
C22 C23 H23C 109.5 . . ?
C23 C23 H23C 98.5 11_664 . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C25 13(3) 8_665 . ?
C25 C24 H24A 97.0 8_665 . ?
C25 C24 H24A 101.9 . . ?
C25 C24 H24B 91.3 8_665 . ?
C25 C24 H24B 101.8 . . ?
H24A C24 H24B 104.7 . . ?
C25 C24 H24C 128.2 8_665 . ?
C25 C24 H24C 115.5 . . ?
H24A C24 H24C 115.5 . . ?
H24B C24 H24C 115.5 . . ?
C25 C25 C24 90(10) 8_665 8_665 ?
C25 C25 C24 77(10) 8_665 . ?
C24 C25 C24 89(4) 8_665 . ?
C25 C25 H25A 36.1 8_665 . ?
C24 C25 H25A 105.3 8_665 . ?
C24 C25 H25A 109.5 . . ?
C25 C25 H25B 107.5 8_665 . ?
C24 C25 H25B 24.7 8_665 . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C25 C25 H25C 137.3 8_665 . ?
C24 C25 H25C 131.4 8_665 . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C25 C25 H25A 127(10) 8_665 8_665 ?
C24 C25 H25A 136(10) 8_665 8_665 ?
C24 C25 H25A 119(10) . 8_665 ?
H25A C25 H25A 96.2 . 8_665 ?
H25B C25 H25A 112.0 . 8_665 ?
H25C C25 H25A 13.9 . 8_665 ?
C26 C26 C27 154.8(4) 11_664 . ?
C26 C26 H26A 86.6 11_664 . ?
C27 C26 H26A 109.5 . . ?
C26 C26 H26B 81.7 11_664 . ?
C27 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C26 C26 H26C 45.6 11_664 . ?
C27 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C26 C26 H26C 66(5) 11_664 11_664 ?
C27 C26 H26C 89(5) . 11_664 ?
H26A C26 H26C 121.6 . 11_664 ?
H26B C26 H26C 115.5 . 11_664 ?
H26C C26 H26C 20.8 . 11_664 ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C27 H23B 78.8(18) . 11_664 ?
H27A C27 H23B 171.6 . 11_664 ?
H27B C27 H23B 68.0 . 11_664 ?
H27C C27 H23B 65.2 . 11_664 ?

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
C3 N1 C1 C2 0.9(10) . . . . ?
Cu2 N1 C1 C2 -178.2(6) . . . . ?
N1 C1 C2 N2 -1.0(10) . . . . ?
C3 N2 C2 C1 0.7(9) . . . . ?
C4 N2 C2 C1 174.1(8) . . . . ?
C1 N1 C3 N2 -0.4(9) . . . . ?
Cu2 N1 C3 N2 178.7(5) . . . . ?
C2 N2 C3 N1 -0.2(9) . . . . ?
C4 N2 C3 N1 -173.7(6) . . . . ?
C3 N2 C4 C5 156.0(7) . . . . ?
C2 N2 C4 C5 -16.3(11) . . . . ?
C3 N2 C4 C10 -22.3(11) . . . . ?
C2 N2 C4 C10 165.4(8) . . . . ?
C10 C4 C5 C7 -0.6(12) . . . . ?
N2 C4 C5 C7 -178.9(7) . . . . ?
C13 N3 C6 C12 2.3(13) . . . . ?
C7 N3 C6 C12 -178.4(10) 12_464 . . . ?
C4 C5 C7 C8 2.3(12) . . . . ?
C4 C5 C7 N3 -177.5(7) . . . 10_644 ?
C5 C7 C8 C9 -1.2(14) . . . . ?
N3 C7 C8 C9 178.6(8) 10_644 . . . ?
C7 C8 C9 C10 -1.7(14) . . . . ?
C7 C8 C9 C11 -175.7(9) . . . . ?
C8 C9 C10 C4 3.4(13) . . . . ?
C11 C9 C10 C4 177.6(8) . . . . ?
C5 C4 C10 C9 -2.2(12) . . . . ?
N2 C4 C10 C9 176.0(7) . . . . ?
C10 C9 C11 O1 2.8(17) . . . . ?
C8 C9 C11 O1 177.0(11) . . . . ?
C10 C9 C11 O2 -162.2(12) . . . . ?
C8 C9 C11 O2 12.0(18) . . . . ?
C10 C9 C11 O2' 158.2(12) . . . . ?
C8 C9 C11 O2' -27.6(16) . . . . ?
C13 N4 C12 C6 1.3(13) . . . . ?
Cu2 N4 C12 C6 -168.2(8) . . . . ?
N3 C6 C12 N4 -2.3(15) . . . . ?
C12 N4 C13 N3 0.2(10) . . . . ?
Cu2 N4 C13 N3 170.0(5) . . . . ?
C6 N3 C13 N4 -1.5(10) . . . . ?
C7 N3 C13 N4 179.1(7) 12_464 . . . ?
C23 C22 C23 C22 4.3(2) 11_664 . . 11_664 ?
C22 C22 C23 C23 -4.3(2) 11_664 . . 11_664 ?
C25 C24 C25 C24 90(18) 8_665 . . 8_665 ?

_refine_diff_density_max         1.036
_refine_diff_density_min         -0.831
_refine_diff_density_rms         0.158

