# 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_as
_audit_block_doi                 10.5517/ccdc.csd.cc2gpjqf
_database_code_depnum_ccdc_archive 'CCDC 2284815'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2023-07-27 deposited with the CCDC.	2024-03-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H20 F6 Fe N8 Ti'
_chemical_formula_weight         638.23

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 2/m'
_space_group_name_Hall           '-C 2y'

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

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

_cell_length_a                   12.599(6)
_cell_length_b                   25.838(11)
_cell_length_c                   13.639(6)
_cell_angle_alpha                90
_cell_angle_beta                 116.756(5)
_cell_angle_gamma                90
_cell_volume                     3965(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3710
_cell_measurement_theta_min      2.983
_cell_measurement_theta_max      28.011

_exptl_crystal_description       rod
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.069
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.616
_shelx_estimated_absorpt_T_min   0.887
_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_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Smart CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11793
_diffrn_reflns_av_unetI/netI     0.1297
_diffrn_reflns_av_R_equivalents  0.0851
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.979
_diffrn_reflns_theta_max         28.367
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4959
_reflns_number_gt                2630
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.1182P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4959
_refine_ls_number_parameters     183
_refine_ls_number_restraints     293
_refine_ls_R_factor_all          0.1415
_refine_ls_R_factor_gt           0.0835
_refine_ls_wR_factor_ref         0.2385
_refine_ls_wR_factor_gt          0.2181
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 -0.021 0.000 -0.004 911 223 ' '
2 -0.021 0.500 0.000 911 223 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?


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 0.7342(4) 0.75095(18) 0.2684(4) 0.0402(11) Uani 1 1 d . U . . .
H1 H 0.7708 0.7187 0.2824 0.048 Uiso 1 1 calc R U . . .
C2 C 0.6485(4) 0.82028(18) 0.2816(4) 0.0431(11) Uani 1 1 d . U . . .
H2 H 0.6151 0.8452 0.3085 0.052 Uiso 1 1 calc R U . . .
C3 C 0.6505(4) 0.82257(19) 0.1856(4) 0.0444(11) Uani 1 1 d . U . . .
H3 H 0.6198 0.8490 0.1341 0.053 Uiso 1 1 calc R U . . .
C4 C 0.7274(4) 0.76394(19) 0.0864(4) 0.0415(11) Uani 1 1 d . U . . .
C5 C 0.6650(5) 0.7853(2) -0.0149(4) 0.0557(14) Uani 1 1 d . U . . .
H5 H 0.6072 0.8100 -0.0254 0.067 Uiso 1 1 calc R U . . .
C6 C 0.8146(5) 0.7287(2) 0.1013(4) 0.0527(13) Uani 1 1 d . U . . .
H6 H 0.8597 0.7143 0.1703 0.063 Uiso 1 1 calc R U . . .
C7 C 0.5057(5) 0.6890(2) 0.3764(5) 0.0686(18) Uani 1 1 d . U . . .
H7 H 0.4608 0.7192 0.3576 0.082 Uiso 1 1 calc R U . . .
C8 C 0.4613(5) 0.64113(19) 0.3528(6) 0.071(2) Uani 1 1 d . U . . .
H8 H 0.3815 0.6319 0.3174 0.086 Uiso 1 1 calc R U . . .
C9 C 0.6521(4) 0.63741(15) 0.4397(4) 0.0398(11) Uani 1 1 d . U . . .
H9 H 0.7287 0.6240 0.4753 0.048 Uiso 1 1 calc R U . . .
C10 C 0.5528(4) 0.55289(15) 0.3871(4) 0.0394(11) Uani 1 1 d . U . . .
C11 C 0.4537(5) 0.5271(2) 0.3424(8) 0.102(3) Uani 1 1 d . U . . .
H11 H 0.3819 0.5448 0.3100 0.122 Uiso 1 1 calc R U . . .
C12 C 0.6544(5) 0.5272(2) 0.4279(9) 0.133(4) Uani 1 1 d . U . . .
H12 H 0.7260 0.5452 0.4566 0.160 Uiso 1 1 calc R U . . .
F1 F 0.6075(2) 0.79462(9) 0.4983(2) 0.0438(7) Uani 1 1 d . U . . .
F2 F 0.5960(2) 0.89590(10) 0.4901(3) 0.0666(10) Uani 1 1 d . U . . .
F3 F 0.4195(3) 0.84137(12) 0.3501(3) 0.0636(9) Uani 1 1 d . U . . .
Fe1 Fe 0.7500 0.7500 0.5000 0.0306(3) Uani 1 2 d S U P . .
N1 N 0.7023(3) 0.77602(14) 0.3356(3) 0.0405(9) Uani 1 1 d . U . . .
N2 N 0.7057(3) 0.77920(15) 0.1762(3) 0.0379(9) Uani 1 1 d . U . . .
N3 N 0.6275(3) 0.68693(13) 0.4325(3) 0.0413(10) Uani 1 1 d . U . . .
N4 N 0.5556(3) 0.60867(13) 0.3907(3) 0.0412(10) Uani 1 1 d . U . . .
Ti2 Ti 0.5000 0.84585(4) 0.5000 0.0347(3) Uani 1 2 d S TU 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 1.324(6) . ?
C1 N2 1.355(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.323(7) . ?
C2 N1 1.364(5) . ?
C2 H2 0.9300 . ?
C3 N2 1.355(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.362(6) . ?
C4 C6 1.370(7) . ?
C4 N2 1.426(6) . ?
C5 C6 1.363(7) 7_665 ?
C5 H5 0.9300 . ?
C6 C5 1.363(7) 7_665 ?
C6 H6 0.9300 . ?
C7 C8 1.336(7) . ?
C7 N3 1.373(6) . ?
C7 H7 0.9300 . ?
C8 N4 1.352(6) . ?
C8 H8 0.9300 . ?
C9 N3 1.310(5) . ?
C9 N4 1.321(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.300(7) . ?
C10 C12 1.322(7) . ?
C10 N4 1.442(5) . ?
C11 C11 1.399(11) 6_565 ?
C11 H11 0.9300 . ?
C12 C12 1.407(10) 6_565 ?
C12 H12 0.9300 . ?
F1 Ti2 1.901(2) . ?
F1 Fe1 2.126(2) . ?
F2 Ti2 1.816(3) . ?
F3 Ti2 1.832(3) . ?
Fe1 F1 2.126(2) 7_666 ?
Fe1 N3 2.146(4) 7_666 ?
Fe1 N3 2.146(4) . ?
Fe1 N1 2.151(4) . ?
Fe1 N1 2.151(4) 7_666 ?
Ti2 F2 1.816(3) 2_656 ?
Ti2 F3 1.832(3) 2_656 ?
Ti2 F1 1.901(2) 2_656 ?

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 110.0(4) . . ?
N1 C1 H1 125.0 . . ?
N2 C1 H1 125.0 . . ?
C3 C2 N1 110.2(4) . . ?
C3 C2 H2 124.9 . . ?
N1 C2 H2 124.9 . . ?
C2 C3 N2 107.2(4) . . ?
C2 C3 H3 126.4 . . ?
N2 C3 H3 126.4 . . ?
C5 C4 C6 118.6(5) . . ?
C5 C4 N2 120.8(4) . . ?
C6 C4 N2 120.5(4) . . ?
C4 C5 C6 121.4(5) . 7_665 ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 7_665 . ?
C5 C6 C4 119.9(4) 7_665 . ?
C5 C6 H6 120.0 7_665 . ?
C4 C6 H6 120.0 . . ?
C8 C7 N3 109.8(4) . . ?
C8 C7 H7 125.1 . . ?
N3 C7 H7 125.1 . . ?
C7 C8 N4 106.4(5) . . ?
C7 C8 H8 126.8 . . ?
N4 C8 H8 126.8 . . ?
N3 C9 N4 112.2(4) . . ?
N3 C9 H9 123.9 . . ?
N4 C9 H9 123.9 . . ?
C11 C10 C12 118.9(5) . . ?
C11 C10 N4 122.2(4) . . ?
C12 C10 N4 118.9(4) . . ?
C10 C11 C11 120.9(3) . 6_565 ?
C10 C11 H11 119.6 . . ?
C11 C11 H11 119.6 6_565 . ?
C10 C12 C12 120.1(3) . 6_565 ?
C10 C12 H12 120.0 . . ?
C12 C12 H12 120.0 6_565 . ?
Ti2 F1 Fe1 168.64(15) . . ?
F1 Fe1 F1 180.0 7_666 . ?
F1 Fe1 N3 88.05(12) 7_666 7_666 ?
F1 Fe1 N3 91.95(12) . 7_666 ?
F1 Fe1 N3 91.95(12) 7_666 . ?
F1 Fe1 N3 88.05(12) . . ?
N3 Fe1 N3 180.0 7_666 . ?
F1 Fe1 N1 91.08(13) 7_666 . ?
F1 Fe1 N1 88.93(13) . . ?
N3 Fe1 N1 91.12(15) 7_666 . ?
N3 Fe1 N1 88.88(15) . . ?
F1 Fe1 N1 88.92(13) 7_666 7_666 ?
F1 Fe1 N1 91.07(13) . 7_666 ?
N3 Fe1 N1 88.88(15) 7_666 7_666 ?
N3 Fe1 N1 91.12(15) . 7_666 ?
N1 Fe1 N1 180.0(2) . 7_666 ?
C1 N1 C2 105.6(4) . . ?
C1 N1 Fe1 122.6(3) . . ?
C2 N1 Fe1 131.5(3) . . ?
C3 N2 C1 106.9(4) . . ?
C3 N2 C4 128.0(4) . . ?
C1 N2 C4 125.1(4) . . ?
C9 N3 C7 104.3(4) . . ?
C9 N3 Fe1 127.5(3) . . ?
C7 N3 Fe1 128.1(3) . . ?
C9 N4 C8 107.1(4) . . ?
C9 N4 C10 125.6(4) . . ?
C8 N4 C10 127.1(4) . . ?
F2 Ti2 F2 89.21(19) . 2_656 ?
F2 Ti2 F3 94.30(16) . 2_656 ?
F2 Ti2 F3 90.86(15) 2_656 2_656 ?
F2 Ti2 F3 90.85(15) . . ?
F2 Ti2 F3 94.30(16) 2_656 . ?
F3 Ti2 F3 172.8(2) 2_656 . ?
F2 Ti2 F1 176.53(14) . 2_656 ?
F2 Ti2 F1 89.62(13) 2_656 2_656 ?
F3 Ti2 F1 88.98(13) 2_656 2_656 ?
F3 Ti2 F1 85.98(13) . 2_656 ?
F2 Ti2 F1 89.62(13) . . ?
F2 Ti2 F1 176.53(14) 2_656 . ?
F3 Ti2 F1 85.98(13) 2_656 . ?
F3 Ti2 F1 88.98(13) . . ?
F1 Ti2 F1 91.73(17) 2_656 . ?

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 0.4(6) . . . . ?
C6 C4 C5 C6 1.8(10) . . . 7_665 ?
N2 C4 C5 C6 179.6(5) . . . 7_665 ?
C5 C4 C6 C5 -1.7(9) . . . 7_665 ?
N2 C4 C6 C5 -179.5(5) . . . 7_665 ?
N3 C7 C8 N4 -2.1(8) . . . . ?
C12 C10 C11 C11 3.4(9) . . . 6_565 ?
N4 C10 C11 C11 -178.5(3) . . . 6_565 ?
C11 C10 C12 C12 -3.4(9) . . . 6_565 ?
N4 C10 C12 C12 178.5(3) . . . 6_565 ?
N2 C1 N1 C2 2.2(5) . . . . ?
N2 C1 N1 Fe1 -172.2(3) . . . . ?
C3 C2 N1 C1 -1.6(6) . . . . ?
C3 C2 N1 Fe1 172.1(4) . . . . ?
C2 C3 N2 C1 1.0(5) . . . . ?
C2 C3 N2 C4 179.0(5) . . . . ?
N1 C1 N2 C3 -2.0(5) . . . . ?
N1 C1 N2 C4 179.9(4) . . . . ?
C5 C4 N2 C3 -18.5(8) . . . . ?
C6 C4 N2 C3 159.2(5) . . . . ?
C5 C4 N2 C1 159.1(5) . . . . ?
C6 C4 N2 C1 -23.2(7) . . . . ?
N4 C9 N3 C7 1.3(6) . . . . ?
N4 C9 N3 Fe1 178.7(3) . . . . ?
C8 C7 N3 C9 0.6(7) . . . . ?
C8 C7 N3 Fe1 -176.8(4) . . . . ?
N3 C9 N4 C8 -2.6(6) . . . . ?
N3 C9 N4 C10 -178.0(4) . . . . ?
C7 C8 N4 C9 2.9(7) . . . . ?
C7 C8 N4 C10 178.2(5) . . . . ?
C11 C10 N4 C9 176.1(7) . . . . ?
C12 C10 N4 C9 -5.8(10) . . . . ?
C11 C10 N4 C8 1.6(10) . . . . ?
C12 C10 N4 C8 179.7(8) . . . . ?

_refine_diff_density_max         1.602
_refine_diff_density_min         -0.474
_refine_diff_density_rms         0.098

_shelxl_version_number           2013-2

####################################################################### 
# 
# 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
_audit_block_doi                 10.5517/ccdc.csd.cc2gpjrg
_database_code_depnum_ccdc_archive 'CCDC 2284816'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2023-07-27 deposited with the CCDC.	2024-03-18 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            'C24 H20 Co F6 N8 Zr'
_chemical_formula_weight         684.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   13.517(16)
_cell_length_b                   25.27(3)
_cell_length_c                   12.693(15)
_cell_angle_alpha                90
_cell_angle_beta                 117.986(16)
_cell_angle_gamma                90
_cell_volume                     3829(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1501
_cell_measurement_theta_min      2.329
_cell_measurement_theta_max      20.291

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.188
_exptl_crystal_F_000             1364
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.756
_shelx_estimated_absorpt_T_min   0.915
_shelx_estimated_absorpt_T_max   0.928
_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  'Bruker Smart CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17589
_diffrn_reflns_av_unetI/netI     0.1555
_diffrn_reflns_av_R_equivalents  0.1132
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.611
_diffrn_reflns_theta_max         24.549
_diffrn_reflns_theta_full        24.549
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measured_fraction_theta_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_point_group_measured_fraction_full 0.972
_reflns_number_total             6235
_reflns_number_gt                3123
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-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)+(0.0100P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6235
_refine_ls_number_parameters     361
_refine_ls_number_restraints     579
_refine_ls_R_factor_all          0.1347
_refine_ls_R_factor_gt           0.0775
_refine_ls_wR_factor_ref         0.1684
_refine_ls_wR_factor_gt          0.1522
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.019
_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 0.02777(7) 0.64711(3) 0.48898(7) 0.0336(2) Uani 1 1 d . U . . .
Co1 Co 0.02477(9) 0.75356(4) 0.73057(9) 0.0284(3) Uani 1 1 d . U . . .
F1 F 0.0206(4) 0.70508(15) 0.5929(4) 0.0430(11) Uani 1 1 d . U . . .
F3 F 0.0282(4) 0.69936(15) 0.3696(4) 0.0437(12) Uani 1 1 d . U . . .
F6 F 0.0146(5) 0.59477(17) 0.5943(4) 0.0672(15) Uani 1 1 d . U . . .
F4 F 0.0473(4) 0.59099(16) 0.3952(4) 0.0608(14) Uani 1 1 d . U . . .
F2 F 0.1921(4) 0.65448(18) 0.5828(4) 0.0607(14) Uani 1 1 d . U . . .
F5 F -0.1371(4) 0.64931(18) 0.3941(4) 0.0627(14) Uani 1 1 d . U . . .
N3 N -0.1367(5) 0.7283(2) 0.6862(6) 0.0406(15) Uani 1 1 d . U . . .
N1 N 0.1855(5) 0.7793(2) 0.7783(5) 0.0327(14) Uani 1 1 d . U . . .
N2 N 0.3498(5) 0.7804(2) 0.7823(5) 0.0389(15) Uani 1 1 d . U . . .
N4 N -0.2962(5) 0.7240(2) 0.6926(6) 0.0394(15) Uani 1 1 d . U . . .
N6 N -0.0964(6) 0.8962(2) 0.5427(5) 0.0445(16) Uani 1 1 d . U . . .
N7 N 0.0930(5) 0.6931(2) 0.8522(6) 0.0391(15) Uani 1 1 d . U . . .
C11 C -0.3865(7) 0.7373(3) 0.7164(7) 0.0441(19) Uani 1 1 d . U . . .
N5 N -0.0435(5) 0.8157(2) 0.6118(6) 0.0435(16) Uani 1 1 d . U . . .
C5 C 0.4412(7) 0.7651(3) 0.7615(7) 0.0437(18) Uani 1 1 d . U . . .
C3 C 0.3399(7) 0.8255(3) 0.8358(7) 0.0417(19) Uani 1 1 d . U . . .
H3 H 0.392864 0.852328 0.868835 0.050 Uiso 1 1 calc R U . . .
N8 N 0.1336(6) 0.6143(2) 0.9353(6) 0.0482(17) Uani 1 1 d . U . . .
C22 C 0.1260(8) 0.5586(3) 0.9446(7) 0.053(2) Uani 1 1 d . U . . .
C9 C -0.2870(7) 0.6788(3) 0.6369(7) 0.0449(19) Uani 1 1 d . U . . .
H9 H -0.338877 0.651415 0.606382 0.054 Uiso 1 1 calc R U . . .
C18 C 0.0769(7) 0.6416(3) 0.8348(7) 0.048(2) Uani 1 1 d . U . . .
H18 H 0.031307 0.626182 0.761097 0.058 Uiso 1 1 calc R U . . .
C2 C 0.2395(7) 0.8236(3) 0.8313(7) 0.0413(18) Uani 1 1 d . U . . .
H2 H 0.210931 0.849663 0.861115 0.050 Uiso 1 1 calc R U . . .
C7 C -0.2022(7) 0.7518(3) 0.7181(7) 0.0393(18) Uani 1 1 d . U . . .
H7 H -0.186687 0.784680 0.755215 0.047 Uiso 1 1 calc R U . . .
C1 C 0.2542(7) 0.7537(3) 0.7504(7) 0.0397(18) Uani 1 1 d . U . . .
H1 H 0.238529 0.720863 0.712863 0.048 Uiso 1 1 calc R U . . .
C12 C -0.0430(7) 0.8645(3) 0.6388(7) 0.0412(19) Uani 1 1 d . U . . .
H12 H -0.009284 0.876935 0.716932 0.049 Uiso 1 1 calc R U . . .
C13 C -0.0979(8) 0.8147(3) 0.4929(8) 0.065(2) Uani 1 1 d . U . . .
H13 H -0.109066 0.784456 0.446848 0.078 Uiso 1 1 calc R U . . .
C14 C -0.1343(8) 0.8632(3) 0.4489(8) 0.064(2) Uani 1 1 d . U . . .
H14 H -0.177344 0.872248 0.369060 0.077 Uiso 1 1 calc R U . . .
C6 C 0.4274(8) 0.7270(3) 0.6780(8) 0.058(2) Uani 1 1 d . U . . .
H6 H 0.357968 0.710777 0.634829 0.069 Uiso 1 1 calc R U . . .
C10 C -0.4872(8) 0.7130(4) 0.6584(8) 0.061(2) Uani 1 1 d . U . . .
H10 H -0.497145 0.686203 0.604056 0.073 Uiso 1 1 calc R U . . .
C20 C 0.1848(8) 0.6494(3) 1.0221(8) 0.066(2) Uani 1 1 d . U . . .
H20 H 0.227004 0.642242 1.103092 0.079 Uiso 1 1 calc R U . . .
C8 C -0.1909(7) 0.6819(3) 0.6354(7) 0.0460(19) Uani 1 1 d . U . . .
H8 H -0.163155 0.656099 0.604140 0.055 Uiso 1 1 calc R U . . .
C4 C 0.5421(7) 0.7894(4) 0.8224(8) 0.059(2) Uani 1 1 d . U . . .
H4 H 0.552994 0.814798 0.879905 0.071 Uiso 1 1 calc R U . . .
C16 C -0.1093(8) 0.9516(3) 0.5426(7) 0.051(2) Uani 1 1 d . U . . .
C34 C -0.3700(8) 0.7759(3) 0.7975(8) 0.060(2) Uani 1 1 d . U . . .
H34 H -0.301337 0.793135 0.836084 0.072 Uiso 1 1 calc R U . . .
C15 C -0.1471(8) 0.9794(3) 0.4487(8) 0.063(2) Uani 1 1 d . U . . .
H15 H -0.170986 0.962951 0.375128 0.076 Uiso 1 1 calc R U . . .
C17 C -0.0874(9) 0.9745(4) 0.6470(8) 0.078(3) Uani 1 1 d . U . . .
H17 H -0.067241 0.953976 0.714917 0.094 Uiso 1 1 calc R U . . .
C23 C 0.1534(8) 0.5344(3) 1.0457(8) 0.069(3) Uani 1 1 d . U . . .
H23 H 0.177561 0.554194 1.115201 0.082 Uiso 1 1 calc R U . . .
C21 C 0.0955(9) 0.5301(4) 0.8478(8) 0.082(3) Uani 1 1 d . U . . .
H21 H 0.079259 0.546449 0.775904 0.098 Uiso 1 1 calc R U . . .
C19 C 0.1641(8) 0.6971(3) 0.9704(8) 0.066(2) Uani 1 1 d . U . . .
H19 H 0.194316 0.728681 1.010254 0.079 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zr1 F6 1.947(4) . ?
Zr1 F4 1.947(4) . ?
Zr1 F5 1.975(5) . ?
Zr1 F2 1.976(5) . ?
Zr1 F1 2.004(4) . ?
Zr1 F3 2.012(4) . ?
Co1 N7 2.057(6) . ?
Co1 N1 2.068(6) . ?
Co1 N5 2.071(6) . ?
Co1 N3 2.081(7) . ?
Co1 F3 2.111(4) 4_576 ?
Co1 F1 2.113(4) . ?
N3 C7 1.280(9) . ?
N3 C8 1.373(9) . ?
N1 C1 1.310(9) . ?
N1 C2 1.332(9) . ?
N2 C1 1.342(9) . ?
N2 C3 1.364(9) . ?
N2 C5 1.431(10) . ?
N4 C7 1.352(9) . ?
N4 C9 1.380(9) . ?
N4 C11 1.428(10) . ?
N6 C14 1.342(9) . ?
N6 C12 1.350(9) . ?
N6 C16 1.412(9) . ?
N7 C18 1.323(9) . ?
N7 C19 1.353(9) . ?
C11 C34 1.358(10) . ?
C11 C10 1.352(11) . ?
N5 C12 1.279(9) . ?
N5 C13 1.333(9) . ?
C5 C4 1.359(11) . ?
C5 C6 1.380(11) . ?
C3 C2 1.332(10) . ?
C3 H3 0.9300 . ?
N8 C20 1.329(10) . ?
N8 C18 1.331(9) . ?
N8 C22 1.420(9) . ?
C22 C23 1.308(11) . ?
C22 C21 1.313(11) . ?
C9 C8 1.310(10) . ?
C9 H9 0.9300 . ?
C18 H18 0.9300 . ?
C2 H2 0.9300 . ?
C7 H7 0.9300 . ?
C1 H1 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.342(11) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C6 C10 1.338(11) 1_655 ?
C6 H6 0.9300 . ?
C10 H10 0.9300 . ?
C20 C19 1.338(11) . ?
C20 H20 0.9300 . ?
C8 H8 0.9300 . ?
C4 C34 1.408(11) 1_655 ?
C4 H4 0.9300 . ?
C16 C15 1.266(10) . ?
C16 C17 1.346(11) . ?
C34 H34 0.9300 . ?
C15 C23 1.397(11) 2_556 ?
C15 H15 0.9300 . ?
C17 C21 1.413(12) 2_556 ?
C17 H17 0.9300 . ?
C23 H23 0.9300 . ?
C21 H21 0.9300 . ?
C19 H19 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
F6 Zr1 F4 90.4(2) . . ?
F6 Zr1 F5 89.9(2) . . ?
F4 Zr1 F5 94.9(2) . . ?
F6 Zr1 F2 95.1(2) . . ?
F4 Zr1 F2 90.1(2) . . ?
F5 Zr1 F2 172.97(18) . . ?
F6 Zr1 F1 89.8(2) . . ?
F4 Zr1 F1 175.6(2) . . ?
F5 Zr1 F1 89.5(2) . . ?
F2 Zr1 F1 85.55(19) . . ?
F6 Zr1 F3 175.1(2) . . ?
F4 Zr1 F3 88.2(2) . . ?
F5 Zr1 F3 85.62(19) . . ?
F2 Zr1 F3 89.6(2) . . ?
F1 Zr1 F3 91.95(18) . . ?
N7 Co1 N1 88.6(3) . . ?
N7 Co1 N5 178.4(3) . . ?
N1 Co1 N5 91.3(3) . . ?
N7 Co1 N3 91.1(3) . . ?
N1 Co1 N3 178.7(3) . . ?
N5 Co1 N3 89.0(3) . . ?
N7 Co1 F3 88.0(2) . 4_576 ?
N1 Co1 F3 88.3(2) . 4_576 ?
N5 Co1 F3 90.5(2) . 4_576 ?
N3 Co1 F3 90.5(2) . 4_576 ?
N7 Co1 F1 91.1(2) . . ?
N1 Co1 F1 92.4(2) . . ?
N5 Co1 F1 90.5(2) . . ?
N3 Co1 F1 88.9(2) . . ?
F3 Co1 F1 178.85(17) 4_576 . ?
Zr1 F1 Co1 167.8(2) . . ?
Zr1 F3 Co1 173.2(2) . 4_575 ?
C7 N3 C8 104.3(7) . . ?
C7 N3 Co1 124.5(5) . . ?
C8 N3 Co1 130.6(6) . . ?
C1 N1 C2 105.2(7) . . ?
C1 N1 Co1 123.0(5) . . ?
C2 N1 Co1 131.6(5) . . ?
C1 N2 C3 105.4(7) . . ?
C1 N2 C5 126.8(7) . . ?
C3 N2 C5 127.7(7) . . ?
C7 N4 C9 104.6(7) . . ?
C7 N4 C11 128.9(7) . . ?
C9 N4 C11 126.5(7) . . ?
C14 N6 C12 104.7(7) . . ?
C14 N6 C16 128.3(7) . . ?
C12 N6 C16 127.0(7) . . ?
C18 N7 C19 103.5(7) . . ?
C18 N7 Co1 128.7(6) . . ?
C19 N7 Co1 127.8(5) . . ?
C34 C11 C10 120.3(8) . . ?
C34 C11 N4 118.4(8) . . ?
C10 C11 N4 121.3(7) . . ?
C12 N5 C13 104.7(7) . . ?
C12 N5 Co1 126.3(6) . . ?
C13 N5 Co1 129.0(5) . . ?
C4 C5 C6 119.4(8) . . ?
C4 C5 N2 119.7(7) . . ?
C6 C5 N2 120.9(8) . . ?
C2 C3 N2 106.5(7) . . ?
C2 C3 H3 126.8 . . ?
N2 C3 H3 126.8 . . ?
C20 N8 C18 106.9(7) . . ?
C20 N8 C22 128.5(7) . . ?
C18 N8 C22 124.2(7) . . ?
C23 C22 C21 118.7(8) . . ?
C23 C22 N8 123.2(8) . . ?
C21 C22 N8 118.0(8) . . ?
C8 C9 N4 106.6(7) . . ?
C8 C9 H9 126.7 . . ?
N4 C9 H9 126.7 . . ?
N8 C18 N7 112.0(7) . . ?
N8 C18 H18 124.0 . . ?
N7 C18 H18 124.0 . . ?
C3 C2 N1 111.0(7) . . ?
C3 C2 H2 124.5 . . ?
N1 C2 H2 124.5 . . ?
N3 C7 N4 113.4(7) . . ?
N3 C7 H7 123.3 . . ?
N4 C7 H7 123.3 . . ?
N1 C1 N2 111.9(7) . . ?
N1 C1 H1 124.0 . . ?
N2 C1 H1 124.0 . . ?
N5 C12 N6 113.3(7) . . ?
N5 C12 H12 123.4 . . ?
N6 C12 H12 123.4 . . ?
N5 C13 C14 110.6(8) . . ?
N5 C13 H13 124.7 . . ?
C14 C13 H13 124.7 . . ?
N6 C14 C13 106.6(8) . . ?
N6 C14 H14 126.7 . . ?
C13 C14 H14 126.7 . . ?
C10 C6 C5 120.7(9) 1_655 . ?
C10 C6 H6 119.7 1_655 . ?
C5 C6 H6 119.7 . . ?
C6 C10 C11 121.0(8) 1_455 . ?
C6 C10 H10 119.5 1_455 . ?
C11 C10 H10 119.5 . . ?
N8 C20 C19 106.7(8) . . ?
N8 C20 H20 126.6 . . ?
C19 C20 H20 126.6 . . ?
C9 C8 N3 111.1(8) . . ?
C9 C8 H8 124.4 . . ?
N3 C8 H8 124.4 . . ?
C5 C4 C34 119.4(8) . 1_655 ?
C5 C4 H4 120.3 . . ?
C34 C4 H4 120.3 1_655 . ?
C15 C16 C17 119.7(9) . . ?
C15 C16 N6 123.1(8) . . ?
C17 C16 N6 117.1(8) . . ?
C11 C34 C4 119.3(8) . 1_455 ?
C11 C34 H34 120.4 . . ?
C4 C34 H34 120.4 1_455 . ?
C16 C15 C23 120.7(8) . 2_556 ?
C16 C15 H15 119.6 . . ?
C23 C15 H15 119.6 2_556 . ?
C16 C17 C21 119.1(9) . 2_556 ?
C16 C17 H17 120.4 . . ?
C21 C17 H17 120.4 2_556 . ?
C22 C23 C15 121.3(8) . 2_546 ?
C22 C23 H23 119.3 . . ?
C15 C23 H23 119.3 2_546 . ?
C22 C21 C17 120.0(9) . 2_546 ?
C22 C21 H21 120.0 . . ?
C17 C21 H21 120.0 2_546 . ?
C20 C19 N7 110.7(8) . . ?
C20 C19 H19 124.7 . . ?
N7 C19 H19 124.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N4 C11 C34 -16.7(13) . . . . ?
C9 N4 C11 C34 163.5(8) . . . . ?
C7 N4 C11 C10 162.0(8) . . . . ?
C9 N4 C11 C10 -17.9(13) . . . . ?
C1 N2 C5 C4 -164.7(8) . . . . ?
C3 N2 C5 C4 17.0(13) . . . . ?
C1 N2 C5 C6 17.2(13) . . . . ?
C3 N2 C5 C6 -161.1(8) . . . . ?
C1 N2 C3 C2 -0.9(9) . . . . ?
C5 N2 C3 C2 177.7(8) . . . . ?
C20 N8 C22 C23 12.6(17) . . . . ?
C18 N8 C22 C23 -158.7(10) . . . . ?
C20 N8 C22 C21 -163.7(10) . . . . ?
C18 N8 C22 C21 25.0(15) . . . . ?
C7 N4 C9 C8 1.4(9) . . . . ?
C11 N4 C9 C8 -178.8(8) . . . . ?
C20 N8 C18 N7 2.6(11) . . . . ?
C22 N8 C18 N7 175.5(8) . . . . ?
C19 N7 C18 N8 0.2(10) . . . . ?
Co1 N7 C18 N8 -178.8(5) . . . . ?
N2 C3 C2 N1 0.4(10) . . . . ?
C1 N1 C2 C3 0.2(9) . . . . ?
Co1 N1 C2 C3 -174.8(5) . . . . ?
C8 N3 C7 N4 0.3(9) . . . . ?
Co1 N3 C7 N4 -171.3(5) . . . . ?
C9 N4 C7 N3 -1.1(9) . . . . ?
C11 N4 C7 N3 179.1(7) . . . . ?
C2 N1 C1 N2 -0.8(9) . . . . ?
Co1 N1 C1 N2 174.7(5) . . . . ?
C3 N2 C1 N1 1.1(9) . . . . ?
C5 N2 C1 N1 -177.5(7) . . . . ?
C13 N5 C12 N6 0.9(10) . . . . ?
Co1 N5 C12 N6 -178.4(5) . . . . ?
C14 N6 C12 N5 1.1(10) . . . . ?
C16 N6 C12 N5 -179.2(8) . . . . ?
C12 N5 C13 C14 -2.6(11) . . . . ?
Co1 N5 C13 C14 176.6(7) . . . . ?
C12 N6 C14 C13 -2.6(11) . . . . ?
C16 N6 C14 C13 177.7(9) . . . . ?
N5 C13 C14 N6 3.3(12) . . . . ?
C4 C5 C6 C10 1.4(14) . . . 1_655 ?
N2 C5 C6 C10 179.6(8) . . . 1_655 ?
C34 C11 C10 C6 1.1(15) . . . 1_455 ?
N4 C11 C10 C6 -177.6(9) . . . 1_455 ?
C18 N8 C20 C19 -4.2(11) . . . . ?
C22 N8 C20 C19 -176.7(9) . . . . ?
N4 C9 C8 N3 -1.3(10) . . . . ?
C7 N3 C8 C9 0.6(10) . . . . ?
Co1 N3 C8 C9 171.5(6) . . . . ?
C6 C5 C4 C34 1.1(14) . . . 1_655 ?
N2 C5 C4 C34 -177.1(8) . . . 1_655 ?
C14 N6 C16 C15 -10.3(16) . . . . ?
C12 N6 C16 C15 170.1(10) . . . . ?
C14 N6 C16 C17 164.8(10) . . . . ?
C12 N6 C16 C17 -14.8(14) . . . . ?
C10 C11 C34 C4 1.5(14) . . . 1_455 ?
N4 C11 C34 C4 -179.8(8) . . . 1_455 ?
C17 C16 C15 C23 8.0(17) . . . 2_556 ?
N6 C16 C15 C23 -177.1(8) . . . 2_556 ?
C15 C16 C17 C21 -6.9(17) . . . 2_556 ?
N6 C16 C17 C21 177.9(9) . . . 2_556 ?
C21 C22 C23 C15 -2.2(17) . . . 2_546 ?
N8 C22 C23 C15 -178.5(9) . . . 2_546 ?
C23 C22 C21 C17 3.2(17) . . . 2_546 ?
N8 C22 C21 C17 179.6(9) . . . 2_546 ?
N8 C20 C19 N7 4.6(12) . . . . ?
C18 N7 C19 C20 -2.9(11) . . . . ?
Co1 N7 C19 C20 176.1(7) . . . . ?

_refine_diff_density_max         1.149
_refine_diff_density_min         -1.164
_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 0.500 0.000 0.183 799 163 ' '
2 0.500 0.500 0.059 799 163 ' '
_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_as_CCDC2
_audit_block_doi                 10.5517/ccdc.csd.cc2gpjsh
_database_code_depnum_ccdc_archive 'CCDC 2284817'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2023-07-27 deposited with the CCDC.	2024-03-18 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            'C24 H20 F6 Fe N8 O0 Zr'
_chemical_formula_weight         681.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   13.709(8)
_cell_length_b                   25.837(15)
_cell_length_c                   12.830(8)
_cell_angle_alpha                90
_cell_angle_beta                 117.798(7)
_cell_angle_gamma                90
_cell_volume                     4020(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3524
_cell_measurement_theta_min      2.962
_cell_measurement_theta_max      27.812

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_F_000             1360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.668
_shelx_estimated_absorpt_T_min   0.906
_shelx_estimated_absorpt_T_max   0.924
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Smart CCD'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18884
_diffrn_reflns_av_unetI/netI     0.2129
_diffrn_reflns_av_R_equivalents  0.1345
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.303
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             6912
_reflns_number_gt                3391
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-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)+(0.1866P)²+0.0344P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6912
_refine_ls_number_parameters     361
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.2202
_refine_ls_R_factor_gt           0.1532
_refine_ls_wR_factor_ref         0.3803
_refine_ls_wR_factor_gt          0.3496
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 -0.001 0.000 -0.023 900 399 ' '
2 -0.001 0.500 -0.031 900 399 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?


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 0.5432(15) 0.1311(5) 1.1744(13) 0.038(4) Uani 1 1 d . . . . .
H1 H 0.507057 0.119530 1.215919 0.046 Uiso 1 1 calc R U . . .
C2 C 0.596(2) 0.1797(7) 1.0806(19) 0.073(7) Uani 1 1 d . . . . .
H2 H 0.603821 0.208795 1.042114 0.088 Uiso 1 1 calc R U . . .
C3 C 0.640(2) 0.1302(7) 1.076(2) 0.100(10) Uani 1 1 d . . . . .
H3 H 0.683519 0.119948 1.041960 0.120 Uiso 1 1 calc R U . . .
C4 C 0.6090(13) 0.0458(5) 1.1530(13) 0.034(4) Uani 1 1 d . . . . .
C5 C 0.5855(17) 0.0229(6) 1.2344(15) 0.054(5) Uani 1 1 d . U . . .
H5 H 0.566011 0.042924 1.282155 0.065 Uiso 1 1 calc R U . . .
C6 C 0.5910(17) -0.0311(6) 1.2451(15) 0.055(5) Uani 1 1 d . . . . .
H6 H 0.569662 -0.046874 1.296461 0.066 Uiso 1 1 calc R U . . .
C7 C 0.6261(14) -0.0607(5) 1.1835(12) 0.033(4) Uani 1 1 d . U . . .
C8 C 0.6530(17) -0.0375(6) 1.1033(15) 0.053(5) Uani 1 1 d . . . . .
H8 H 0.677384 -0.057184 1.059279 0.063 Uiso 1 1 calc R U . . .
C9 C 0.6429(15) 0.0161(6) 1.0897(13) 0.043(4) Uani 1 1 d . U . . .
H9 H 0.660105 0.031883 1.035155 0.052 Uiso 1 1 calc R U . . .
C10 C 0.5776(15) -0.1438(5) 1.2390(13) 0.041(4) Uani 1 1 d . U . . .
H10 H 0.531676 -0.129073 1.266003 0.050 Uiso 1 1 calc R U . . .
N4 N 0.5945(10) -0.1936(4) 1.2419(9) 0.030(3) Uani 1 1 d . . . . .
C12 C 0.6929(19) -0.1500(6) 1.1708(17) 0.067(7) Uani 1 1 d . . . . .
H12 H 0.738259 -0.142461 1.136901 0.080 Uiso 1 1 calc R U . . .
C13 C 0.2395(12) 0.2447(5) 0.9885(11) 0.027(3) Uani 1 1 d . U . . .
H13 H 0.253340 0.277082 0.966814 0.032 Uiso 1 1 calc R U . . .
C14 C 0.1485(13) 0.1727(6) 0.9858(11) 0.035(4) Uani 1 1 d . . . . .
H14 H 0.093652 0.147711 0.964637 0.042 Uiso 1 1 calc R U . . .
C15 C 0.2531(13) 0.1737(5) 1.0859(13) 0.033(4) Uani 1 1 d . . . . .
H15 H 0.280571 0.148122 1.143477 0.039 Uiso 1 1 calc R U . . .
C16 C 0.0600(15) 0.2306(6) 0.8171(13) 0.041(4) Uani 1 1 d . . . . .
C17 C 0.0715(15) 0.2716(7) 0.7506(14) 0.056(5) Uani 1 1 d . . . . .
H17 H 0.137255 0.290071 0.780789 0.067 Uiso 1 1 calc R U . . .
C18 C -0.0129(13) 0.2846(7) 0.6421(12) 0.046(5) Uani 1 1 d . . . . .
H18 H -0.001179 0.309263 0.596286 0.055 Uiso 1 1 calc R U . . .
C19 C -0.1151(12) 0.2615(6) 0.6005(11) 0.030(3) Uani 1 1 d . . . . .
C20 C -0.1287(17) 0.2247(8) 0.6652(15) 0.070(7) Uani 1 1 d . . . . .
H20 H -0.196645 0.208130 0.636185 0.084 Uiso 1 1 calc R U . . .
C21 C -0.0444(15) 0.2102(7) 0.7752(15) 0.053(5) Uani 1 1 d . U . . .
H21 H -0.058825 0.186547 0.820903 0.063 Uiso 1 1 calc R U . . .
C22 C -0.2119(15) 0.3188(6) 0.4228(13) 0.043(5) Uani 1 1 d . . . . .
H22 H -0.162354 0.346228 0.443628 0.052 Uiso 1 1 calc R U . . .
C23 C -0.3055(14) 0.3150(5) 0.3247(13) 0.038(4) Uani 1 1 d . . . . .
H23 H -0.332325 0.340173 0.266170 0.045 Uiso 1 1 calc R U . . .
C24 C -0.3004(15) 0.2470(6) 0.4213(14) 0.046(5) Uani 1 1 d . . . . .
H24 H -0.321680 0.217021 0.445452 0.055 Uiso 1 1 calc R U . . .
F1 F 0.3106(8) 0.3431(3) 0.8812(8) 0.053(3) Uani 1 1 d . . . . .
F2 F 0.4819(8) 0.2914(3) 1.0670(7) 0.042(2) Uani 1 1 d . . . . .
F3 F 0.4734(10) 0.4011(3) 1.0747(8) 0.066(3) Uani 1 1 d . . . . .
F4 F 0.4567(8) 0.4085(3) 0.8474(7) 0.044(2) Uani 1 1 d . . . . .
F5 F 0.6368(10) 0.3487(4) 1.0310(9) 0.075(3) Uani 1 1 d . . . . .
Fe1 Fe 0.47516(18) 0.24469(7) 1.19939(16) 0.0260(6) Uani 1 1 d . . . . .
N1 N 0.5456(11) 0.1801(4) 1.1431(9) 0.030(3) Uani 1 1 d . . . . .
N2 N 0.5988(12) 0.1019(4) 1.1382(11) 0.041(4) Uani 1 1 d . . . . .
N3 N 0.6304(11) -0.1155(4) 1.1947(9) 0.028(3) Uani 1 1 d . . . . .
C11 C 0.6764(17) -0.1974(6) 1.2057(17) 0.064(6) Uani 1 1 d . . . . .
H11 H 0.713403 -0.227547 1.205565 0.076 Uiso 1 1 calc R U . . .
N5 N 0.3100(10) 0.2193(4) 1.0858(9) 0.025(3) Uani 1 1 d . U . . .
N6 N 0.1471(12) 0.2178(5) 0.9265(9) 0.038(3) Uani 1 1 d . . . . .
N7 N -0.2001(10) 0.2750(4) 0.4895(9) 0.029(3) Uani 1 1 d . U . . .
N8 N -0.3575(12) 0.2702(5) 0.3194(12) 0.044(4) Uani 1 1 d . . . . .
F6 F 0.4753(7) 0.1991(3) 1.3386(7) 0.037(2) Uani 1 1 d . . . . .
Zr1 Zr 0.47084(13) 0.35115(5) 0.95769(11) 0.0250(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.302(18) . ?
C1 N1 1.332(16) . ?
C1 H1 0.9300 . ?
C2 N1 1.283(19) . ?
C2 C3 1.43(3) . ?
C2 H2 0.9300 . ?
C3 N2 1.38(2) . ?
C3 H3 0.9300 . ?
C4 C9 1.35(2) . ?
C4 C5 1.36(2) . ?
C4 N2 1.461(17) . ?
C5 C6 1.40(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.341(19) . ?
C6 H6 0.9300 . ?
C7 C8 1.38(2) . ?
C7 N3 1.422(16) . ?
C8 C9 1.39(2) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 N4 1.305(17) . ?
C10 N3 1.329(18) . ?
C10 H10 0.9300 . ?
N4 C11 1.405(19) . ?
N4 Fe1 2.166(11) 2_647 ?
C12 C11 1.36(2) . ?
C12 N3 1.367(19) . ?
C12 H12 0.9300 . ?
C13 N6 1.333(18) . ?
C13 N5 1.341(16) . ?
C13 H13 0.9300 . ?
C14 N6 1.389(18) . ?
C14 C15 1.41(2) . ?
C14 H14 0.9300 . ?
C15 N5 1.413(18) . ?
C15 H15 0.9300 . ?
C16 C21 1.38(2) . ?
C16 C17 1.42(2) . ?
C16 N6 1.39(2) . ?
C17 C18 1.37(2) . ?
C17 H17 0.9300 . ?
C18 C19 1.38(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.33(2) . ?
C19 N7 1.400(16) . ?
C20 C21 1.40(2) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.32(2) . ?
C22 N7 1.382(18) . ?
C22 H22 0.9300 . ?
C23 N8 1.344(18) . ?
C23 H23 0.9300 . ?
C24 N8 1.314(19) . ?
C24 N7 1.435(19) . ?
C24 H24 0.9300 . ?
F1 Zr1 1.954(10) . ?
F2 Zr1 2.043(8) . ?
F2 Fe1 2.121(8) . ?
F3 Zr1 1.968(8) . ?
F4 Zr1 1.995(8) . ?
F5 Zr1 2.017(13) . ?
Fe1 F6 2.138(8) . ?
Fe1 N5 2.146(12) . ?
Fe1 N8 2.185(14) 1_656 ?
Fe1 N1 2.212(11) . ?
C11 H11 0.9300 . ?
F6 Zr1 2.028(8) 4_566 ?

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
N2 C1 N1 109.9(12) . . ?
N2 C1 H1 125.0 . . ?
N1 C1 H1 125.0 . . ?
N1 C2 C3 113.0(16) . . ?
N1 C2 H2 123.5 . . ?
C3 C2 H2 123.5 . . ?
N2 C3 C2 99.2(16) . . ?
N2 C3 H3 130.4 . . ?
C2 C3 H3 130.4 . . ?
C9 C4 C5 119.1(14) . . ?
C9 C4 N2 121.8(13) . . ?
C5 C4 N2 119.1(14) . . ?
C4 C5 C6 119.0(16) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C7 C6 C5 121.9(14) . . ?
C7 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C6 C7 C8 119.1(14) . . ?
C6 C7 N3 121.2(13) . . ?
C8 C7 N3 119.6(12) . . ?
C7 C8 C9 118.6(14) . . ?
C7 C8 H8 120.7 . . ?
C9 C8 H8 120.7 . . ?
C4 C9 C8 122.2(14) . . ?
C4 C9 H9 118.9 . . ?
C8 C9 H9 118.9 . . ?
N4 C10 N3 115.5(15) . . ?
N4 C10 H10 122.2 . . ?
N3 C10 H10 122.2 . . ?
C10 N4 C11 102.6(13) . . ?
C10 N4 Fe1 129.4(11) . 2_647 ?
C11 N4 Fe1 127.8(10) . 2_647 ?
C11 C12 N3 107.2(14) . . ?
C11 C12 H12 126.4 . . ?
N3 C12 H12 126.4 . . ?
N6 C13 N5 111.9(12) . . ?
N6 C13 H13 124.0 . . ?
N5 C13 H13 124.0 . . ?
N6 C14 C15 103.4(14) . . ?
N6 C14 H14 128.3 . . ?
C15 C14 H14 128.3 . . ?
N5 C15 C14 110.0(13) . . ?
N5 C15 H15 125.0 . . ?
C14 C15 H15 125.0 . . ?
C21 C16 C17 116.0(16) . . ?
C21 C16 N6 123.3(14) . . ?
C17 C16 N6 120.0(15) . . ?
C18 C17 C16 121.1(18) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C19 C18 C17 120.6(15) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 118.7(15) . . ?
C20 C19 N7 121.3(15) . . ?
C18 C19 N7 119.9(13) . . ?
C19 C20 C21 122.0(17) . . ?
C19 C20 H20 119.0 . . ?
C21 C20 H20 119.0 . . ?
C16 C21 C20 120.8(16) . . ?
C16 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 N7 108.1(13) . . ?
C23 C22 H22 125.9 . . ?
N7 C22 H22 125.9 . . ?
C22 C23 N8 111.7(14) . . ?
C22 C23 H23 124.1 . . ?
N8 C23 H23 124.1 . . ?
N8 C24 N7 109.5(13) . . ?
N8 C24 H24 125.3 . . ?
N7 C24 H24 125.3 . . ?
Zr1 F2 Fe1 164.3(4) . . ?
F2 Fe1 F6 177.4(4) . . ?
F2 Fe1 N5 93.3(4) . . ?
F6 Fe1 N5 89.3(4) . . ?
F2 Fe1 N4 92.9(4) . 2_657 ?
F6 Fe1 N4 86.8(4) . 2_657 ?
N5 Fe1 N4 88.0(4) . 2_657 ?
F2 Fe1 N8 88.2(4) . 1_656 ?
F6 Fe1 N8 89.2(4) . 1_656 ?
N5 Fe1 N8 178.3(4) . 1_656 ?
N4 Fe1 N8 91.2(5) 2_657 1_656 ?
F2 Fe1 N1 88.8(3) . . ?
F6 Fe1 N1 91.6(3) . . ?
N5 Fe1 N1 91.8(4) . . ?
N4 Fe1 N1 178.3(4) 2_657 . ?
N8 Fe1 N1 89.0(5) 1_656 . ?
C2 N1 C1 106.2(13) . . ?
C2 N1 Fe1 131.0(11) . . ?
C1 N1 Fe1 122.8(9) . . ?
C1 N2 C3 111.3(14) . . ?
C1 N2 C4 124.5(12) . . ?
C3 N2 C4 124.0(14) . . ?
C10 N3 C12 105.1(12) . . ?
C10 N3 C7 125.9(12) . . ?
C12 N3 C7 128.9(13) . . ?
C12 C11 N4 109.1(13) . . ?
C12 C11 H11 125.4 . . ?
N4 C11 H11 125.4 . . ?
C13 N5 C15 104.5(12) . . ?
C13 N5 Fe1 123.9(9) . . ?
C15 N5 Fe1 131.5(9) . . ?
C13 N6 C14 110.1(12) . . ?
C13 N6 C16 127.4(12) . . ?
C14 N6 C16 122.5(13) . . ?
C22 N7 C19 129.4(13) . . ?
C22 N7 C24 103.5(12) . . ?
C19 N7 C24 126.9(12) . . ?
C24 N8 C23 106.7(14) . . ?
C24 N8 Fe1 120.4(11) . 1_454 ?
C23 N8 Fe1 130.8(12) . 1_454 ?
Zr1 F6 Fe1 173.4(4) 4_566 . ?
F1 Zr1 F3 94.0(5) . . ?
F1 Zr1 F4 90.5(4) . . ?
F3 Zr1 F4 90.9(4) . . ?
F1 Zr1 F5 171.8(4) . . ?
F3 Zr1 F5 92.9(5) . . ?
F4 Zr1 F5 94.0(4) . . ?
F1 Zr1 F6 88.6(4) . 4_565 ?
F3 Zr1 F6 177.3(4) . 4_565 ?
F4 Zr1 F6 88.2(3) . 4_565 ?
F5 Zr1 F6 84.7(4) . 4_565 ?
F1 Zr1 F2 88.3(4) . . ?
F3 Zr1 F2 90.2(3) . . ?
F4 Zr1 F2 178.4(4) . . ?
F5 Zr1 F2 87.1(4) . . ?
F6 Zr1 F2 90.8(3) 4_565 . ?

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 4(3) . . . . ?
C9 C4 C5 C6 -4(3) . . . . ?
N2 C4 C5 C6 177.4(17) . . . . ?
C4 C5 C6 C7 5(3) . . . . ?
C5 C6 C7 C8 -3(3) . . . . ?
C5 C6 C7 N3 -179.5(17) . . . . ?
C6 C7 C8 C9 0(3) . . . . ?
N3 C7 C8 C9 176.8(16) . . . . ?
C5 C4 C9 C8 1(3) . . . . ?
N2 C4 C9 C8 180.0(16) . . . . ?
C7 C8 C9 C4 1(3) . . . . ?
N3 C10 N4 C11 6.2(18) . . . . ?
N3 C10 N4 Fe1 -178.1(9) . . . 2_647 ?
N6 C14 C15 N5 1.4(15) . . . . ?
C21 C16 C17 C18 -9(3) . . . . ?
N6 C16 C17 C18 179.5(16) . . . . ?
C16 C17 C18 C19 7(3) . . . . ?
C17 C18 C19 C20 -3(3) . . . . ?
C17 C18 C19 N7 -179.7(15) . . . . ?
C18 C19 C20 C21 2(3) . . . . ?
N7 C19 C20 C21 179.1(16) . . . . ?
C17 C16 C21 C20 9(3) . . . . ?
N6 C16 C21 C20 179.5(17) . . . . ?
C19 C20 C21 C16 -6(3) . . . . ?
N7 C22 C23 N8 -1.4(19) . . . . ?
C3 C2 N1 C1 -6(3) . . . . ?
C3 C2 N1 Fe1 173.0(16) . . . . ?
N2 C1 N1 C2 4(2) . . . . ?
N2 C1 N1 Fe1 -174.3(11) . . . . ?
N1 C1 N2 C3 -2(2) . . . . ?
N1 C1 N2 C4 -177.2(14) . . . . ?
C2 C3 N2 C1 -1(3) . . . . ?
C2 C3 N2 C4 174.0(17) . . . . ?
C9 C4 N2 C1 163.0(17) . . . . ?
C5 C4 N2 C1 -18(3) . . . . ?
C9 C4 N2 C3 -12(3) . . . . ?
C5 C4 N2 C3 167(2) . . . . ?
N4 C10 N3 C12 -3(2) . . . . ?
N4 C10 N3 C7 -179.3(13) . . . . ?
C11 C12 N3 C10 -2(2) . . . . ?
C11 C12 N3 C7 174.3(16) . . . . ?
C6 C7 N3 C10 18(3) . . . . ?
C8 C7 N3 C10 -158.6(17) . . . . ?
C6 C7 N3 C12 -157.4(19) . . . . ?
C8 C7 N3 C12 26(3) . . . . ?
N3 C12 C11 N4 6(2) . . . . ?
C10 N4 C11 C12 -7(2) . . . . ?
Fe1 N4 C11 C12 177.2(13) 2_647 . . . ?
N6 C13 N5 C15 -2.8(15) . . . . ?
N6 C13 N5 Fe1 172.7(9) . . . . ?
C14 C15 N5 C13 0.7(15) . . . . ?
C14 C15 N5 Fe1 -174.3(9) . . . . ?
N5 C13 N6 C14 3.9(17) . . . . ?
N5 C13 N6 C16 -175.0(13) . . . . ?
C15 C14 N6 C13 -3.1(16) . . . . ?
C15 C14 N6 C16 175.8(13) . . . . ?
C21 C16 N6 C13 -159.7(17) . . . . ?
C17 C16 N6 C13 11(3) . . . . ?
C21 C16 N6 C14 22(2) . . . . ?
C17 C16 N6 C14 -168.1(15) . . . . ?
C23 C22 N7 C19 -179.5(13) . . . . ?
C23 C22 N7 C24 -3.0(16) . . . . ?
C20 C19 N7 C22 162.9(16) . . . . ?
C18 C19 N7 C22 -20(2) . . . . ?
C20 C19 N7 C24 -13(2) . . . . ?
C18 C19 N7 C24 163.8(15) . . . . ?
N8 C24 N7 C22 6.5(17) . . . . ?
N8 C24 N7 C19 -176.9(13) . . . . ?
N7 C24 N8 C23 -7.4(18) . . . . ?
N7 C24 N8 Fe1 -172.4(9) . . . 1_454 ?
C22 C23 N8 C24 6(2) . . . . ?
C22 C23 N8 Fe1 168.4(11) . . . 1_454 ?

_refine_diff_density_max         1.483
_refine_diff_density_min         -2.636
_refine_diff_density_rms         0.195

# start Validation Reply Form
_vrf_PLAT602_as                  
;
PROBLEM: Solvent Accessible VOID(S) in Structure ........          ! Check
RESPONSE: We made several attempts to obtain better quality data for
this structure, however, due to poor crystalquality etc. 
the Rint value is high. If the Squeeze in PLaton was used to
solve the solvent accessible void problem, the higher R value would raise.
;

_vrf_PLAT342_as                  
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.02438 Ang.  
RESPONSE: Quality of the data is not enough to get high precision bond length.
;



_vrf_PLAT084_as                  
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.38 Report
RESPONSE: We made several attempts to obtain better quality data for
this structure, however, due to poor crystal quality the R1 value is high.
We are confidant the structural characterization is valid.
;
_vrf_PLAT972_as                  
;
PROBLEM: Check Calcd Resid. Dens. 1.71Ang From F5   -2.72 eA-3  
RESPONSE:  The alert was mainly due to there is q peak that not
assigned to any element. However, when observed closely the electron
density appears to be around the metal centres.
Thus,such residual density is likely not from unaccounted atom types 
;
# 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_as_CCDC3
_audit_block_doi                 10.5517/ccdc.csd.cc2gpjtj
_database_code_depnum_ccdc_archive 'CCDC 2284818'
loop_
_audit_author_name
_audit_author_address
'Jingui Duan'
;Nanjing Tech University
China
;
_audit_update_record             
;
2023-07-27 deposited with the CCDC.	2024-03-18 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            'C24 H20 Co F6 N8 Ti'
_chemical_formula_weight         641.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ti Ti 0.2776 0.4457 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   13.667(8)
_cell_length_b                   25.634(14)
_cell_length_c                   12.720(7)
_cell_angle_alpha                90
_cell_angle_beta                 115.987(8)
_cell_angle_gamma                90
_cell_volume                     4006(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1853
_cell_measurement_theta_min      2.302
_cell_measurement_theta_max      18.558

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.063
_exptl_crystal_F_000             1292
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.102
_exptl_absorpt_coefficient_mu    0.661
_shelx_estimated_absorpt_T_min   0.925
_shelx_estimated_absorpt_T_max   0.936
_exptl_absorpt_correction_type   none
_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  'Bruker Smart CCD'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29051
_diffrn_reflns_av_unetI/netI     0.1010
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.589
_diffrn_reflns_theta_max         25.099
_diffrn_reflns_theta_full        25.099
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7125
_reflns_number_gt                3638
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-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)+(0.0657P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7125
_refine_ls_number_parameters     361
_refine_ls_number_restraints     585
_refine_ls_R_factor_all          0.1160
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1635
_refine_ls_wR_factor_gt          0.1478
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1689(5) 0.6947(2) 0.9648(5) 0.0709(19) Uani 1 1 d . U . . .
H1 H 0.196225 0.725828 1.004508 0.085 Uiso 1 1 calc R U . . .
C2 C 0.1877(5) 0.6478(2) 1.0140(5) 0.073(2) Uani 1 1 d . U . . .
H2 H 0.229064 0.640515 1.092875 0.088 Uiso 1 1 calc R U . . .
C3 C 0.0871(4) 0.64072(19) 0.8315(4) 0.0419(13) Uani 1 1 d . U . . .
H3 H 0.044895 0.626028 0.758612 0.050 Uiso 1 1 calc R U . . .
C4 C 0.1551(6) 0.5334(2) 1.0396(6) 0.088(2) Uani 1 1 d . U . . .
H4 H 0.182473 0.552800 1.108289 0.105 Uiso 1 1 calc R U . . .
C5 C 0.1285(5) 0.55720(19) 0.9390(5) 0.0482(14) Uani 1 1 d . U . . .
C6 C 0.0982(7) 0.5265(2) 0.8406(6) 0.103(3) Uani 1 1 d . U . . .
H6 H 0.088897 0.541474 0.770154 0.123 Uiso 1 1 calc R U . . .
C7 C -0.1875(4) 0.7504(2) 0.7227(4) 0.0407(12) Uani 1 1 d . U . . .
H7 H -0.172188 0.781769 0.763562 0.049 Uiso 1 1 calc R U . . .
C8 C -0.1743(4) 0.6830(2) 0.6328(5) 0.0458(14) Uani 1 1 d . U . . .
H8 H -0.146984 0.658584 0.598438 0.055 Uiso 1 1 calc R U . . .
C9 C -0.2711(4) 0.6794(2) 0.6353(5) 0.0490(14) Uani 1 1 d . U . . .
H9 H -0.321793 0.652682 0.604438 0.059 Uiso 1 1 calc R U . . .
C10 C -0.4714(4) 0.7173(2) 0.6472(5) 0.0637(18) Uani 1 1 d . U . . .
H10 H -0.480823 0.693873 0.587617 0.076 Uiso 1 1 calc R U . . .
C11 C -0.3705(4) 0.7369(2) 0.7152(5) 0.0405(13) Uani 1 1 d . U . . .
C12 C -0.3573(5) 0.7708(3) 0.8050(6) 0.074(2) Uani 1 1 d . U . . .
H12 H -0.288524 0.783765 0.853079 0.088 Uiso 1 1 calc R U . . .
C13 C -0.0346(4) 0.86438(19) 0.6400(5) 0.0443(14) Uani 1 1 d . U . . .
H13 H -0.007094 0.876173 0.716819 0.053 Uiso 1 1 calc R U . . .
C14 C -0.0764(5) 0.8166(2) 0.4923(5) 0.0618(17) Uani 1 1 d . U . . .
H14 H -0.085033 0.787432 0.445571 0.074 Uiso 1 1 calc R U . . .
C15 C -0.1098(5) 0.8643(2) 0.4524(5) 0.0666(18) Uani 1 1 d . U . . .
H15 H -0.143415 0.874449 0.374317 0.080 Uiso 1 1 calc R U . . .
C16 C -0.1050(5) 0.9506(2) 0.5498(5) 0.0496(14) Uani 1 1 d . U . . .
C17 C -0.1432(6) 0.9801(2) 0.4553(5) 0.085(2) Uani 1 1 d . U . . .
H17 H -0.162755 0.964524 0.382871 0.102 Uiso 1 1 calc R U . . .
C18 C 0.2678(4) 0.75435(19) 0.7437(4) 0.0388(12) Uani 1 1 d . U . . .
H18 H 0.253014 0.722736 0.703810 0.047 Uiso 1 1 calc R U . . .
C19 C 0.3524(4) 0.8257(2) 0.8322(4) 0.0439(13) Uani 1 1 d . U . . .
H19 H 0.403507 0.852140 0.864189 0.053 Uiso 1 1 calc R U . . .
C20 C 0.2512(4) 0.8224(2) 0.8290(4) 0.0443(13) Uani 1 1 d . U . . .
H20 H 0.222036 0.847168 0.860666 0.053 Uiso 1 1 calc R U . . .
C21 C 0.4385(4) 0.7321(2) 0.6664(5) 0.0660(18) Uani 1 1 d . U . . .
H21 H 0.369438 0.719350 0.618468 0.079 Uiso 1 1 calc R U . . .
C22 C 0.4534(4) 0.76550(19) 0.7563(4) 0.0397(13) Uani 1 1 d . U . . .
C23 C 0.5537(5) 0.7856(3) 0.8238(5) 0.0721(19) Uani 1 1 d . U . . .
H23 H 0.562885 0.809258 0.882796 0.087 Uiso 1 1 calc R U . . .
Co1 Co 0.03888(5) 0.75290(2) 0.72868(6) 0.02923(19) Uani 1 1 d . U . . .
F1 F 0.0353(2) 0.79360(10) 1.0848(2) 0.0425(7) Uani 1 1 d . U . . .
F2 F 0.0401(2) 0.79820(10) 0.8730(2) 0.0412(7) Uani 1 1 d . U . . .
F3 F -0.1075(2) 0.84824(12) 0.9059(3) 0.0616(9) Uani 1 1 d . U . . .
F4 F 0.0591(3) 0.90062(11) 0.8965(2) 0.0585(9) Uani 1 1 d . U . . .
F5 F 0.0406(3) 0.89635(11) 1.0901(3) 0.0718(10) Uani 1 1 d . U . . .
F6 F 0.1941(2) 0.84058(12) 1.0645(3) 0.0624(9) Uani 1 1 d . U . . .
N1 N 0.1043(3) 0.69082(15) 0.8483(3) 0.0375(10) Uani 1 1 d . U . . .
N2 N 0.1359(4) 0.61279(15) 0.9290(3) 0.0430(11) Uani 1 1 d . U . . .
N3 N -0.1214(3) 0.72722(15) 0.6874(4) 0.0363(10) Uani 1 1 d . U . . .
N4 N -0.2803(3) 0.72307(16) 0.6924(4) 0.0388(10) Uani 1 1 d . U . . .
N5 N 0.1991(3) 0.77856(14) 0.7739(3) 0.0329(10) Uani 1 1 d . U . . .
N6 N 0.3614(3) 0.78059(16) 0.7771(4) 0.0411(11) Uani 1 1 d . U . . .
N7 N -0.0276(3) 0.81638(15) 0.6116(4) 0.0378(10) Uani 1 1 d . U . . .
N8 N -0.0860(3) 0.89520(15) 0.5461(3) 0.0408(11) Uani 1 1 d . U . . .
Ti1 Ti 0.04394(8) 0.84773(3) 0.98677(8) 0.0371(3) Uani 1 1 d . U . . .
C24 C -0.0820(7) 0.9744(2) 0.6536(6) 0.106(3) Uani 1 1 d . U . . .
H24 H -0.054616 0.954745 0.721873 0.127 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.328(7) . ?
C1 N1 1.356(6) . ?
C1 H1 0.9300 . ?
C2 N2 1.343(6) . ?
C2 H2 0.9300 . ?
C3 N1 1.306(6) . ?
C3 N2 1.331(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.316(7) . ?
C4 C17 1.381(7) 2_546 ?
C4 H4 0.9300 . ?
C5 C6 1.380(8) . ?
C5 N2 1.438(6) . ?
C6 C24 1.361(8) 2_546 ?
C6 H6 0.9300 . ?
C7 N3 1.314(6) . ?
C7 N4 1.349(6) . ?
C7 H7 0.9300 . ?
C8 C9 1.341(7) . ?
C8 N3 1.360(6) . ?
C8 H8 0.9300 . ?
C9 N4 1.370(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.363(7) . ?
C10 C21 1.409(7) 1_455 ?
C10 H10 0.9300 . ?
C11 C12 1.382(7) . ?
C11 N4 1.429(6) . ?
C12 C23 1.391(7) 1_455 ?
C12 H12 0.9300 . ?
C13 N7 1.298(6) . ?
C13 N8 1.346(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.325(7) . ?
C14 N7 1.364(6) . ?
C14 H14 0.9300 . ?
C15 N8 1.347(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.319(7) . ?
C16 C24 1.361(8) . ?
C16 N8 1.447(6) . ?
C17 H17 0.9300 . ?
C18 N5 1.315(5) . ?
C18 N6 1.340(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.368(7) . ?
C19 N6 1.385(6) . ?
C19 H19 0.9300 . ?
C20 N5 1.350(6) . ?
C20 H20 0.9300 . ?
C21 C22 1.370(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.361(7) . ?
C22 N6 1.445(6) . ?
C23 H23 0.9300 . ?
Co1 N1 2.110(4) . ?
Co1 N5 2.111(4) . ?
Co1 N7 2.123(4) . ?
Co1 N3 2.121(4) . ?
Co1 F2 2.166(3) . ?
Co1 F1 2.167(3) 4_575 ?
F1 Ti1 1.903(3) . ?
F2 Ti1 1.908(3) . ?
F3 Ti1 1.865(3) . ?
F4 Ti1 1.847(3) . ?
F5 Ti1 1.827(3) . ?
F6 Ti1 1.856(3) . ?
C24 H24 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
C2 C1 N1 110.3(5) . . ?
C2 C1 H1 124.9 . . ?
N1 C1 H1 124.9 . . ?
C1 C2 N2 107.5(5) . . ?
C1 C2 H2 126.2 . . ?
N2 C2 H2 126.2 . . ?
N1 C3 N2 113.3(5) . . ?
N1 C3 H3 123.4 . . ?
N2 C3 H3 123.4 . . ?
C5 C4 C17 121.1(6) . 2_546 ?
C5 C4 H4 119.5 . . ?
C17 C4 H4 119.5 2_546 . ?
C4 C5 C6 117.6(6) . . ?
C4 C5 N2 123.0(5) . . ?
C6 C5 N2 119.3(5) . . ?
C24 C6 C5 120.0(6) 2_546 . ?
C24 C6 H6 120.0 2_546 . ?
C5 C6 H6 120.0 . . ?
N3 C7 N4 111.6(4) . . ?
N3 C7 H7 124.2 . . ?
N4 C7 H7 124.2 . . ?
C9 C8 N3 110.8(5) . . ?
C9 C8 H8 124.6 . . ?
N3 C8 H8 124.6 . . ?
C8 C9 N4 106.1(5) . . ?
C8 C9 H9 127.0 . . ?
N4 C9 H9 127.0 . . ?
C11 C10 C21 120.5(5) . 1_455 ?
C11 C10 H10 119.7 . . ?
C21 C10 H10 119.7 1_455 . ?
C10 C11 C12 119.1(5) . . ?
C10 C11 N4 120.1(5) . . ?
C12 C11 N4 120.8(5) . . ?
C11 C12 C23 120.4(6) . 1_455 ?
C11 C12 H12 119.8 . . ?
C23 C12 H12 119.8 1_455 . ?
N7 C13 N8 112.5(5) . . ?
N7 C13 H13 123.7 . . ?
N8 C13 H13 123.7 . . ?
C15 C14 N7 110.4(5) . . ?
C15 C14 H14 124.8 . . ?
N7 C14 H14 124.8 . . ?
C14 C15 N8 107.1(5) . . ?
C14 C15 H15 126.4 . . ?
N8 C15 H15 126.4 . . ?
C17 C16 C24 117.1(5) . . ?
C17 C16 N8 122.6(5) . . ?
C24 C16 N8 120.3(5) . . ?
C16 C17 C4 122.2(6) . 2_556 ?
C16 C17 H17 118.9 . . ?
C4 C17 H17 118.9 2_556 . ?
N5 C18 N6 112.0(4) . . ?
N5 C18 H18 124.0 . . ?
N6 C18 H18 124.0 . . ?
C20 C19 N6 104.3(4) . . ?
C20 C19 H19 127.8 . . ?
N6 C19 H19 127.8 . . ?
N5 C20 C19 111.3(4) . . ?
N5 C20 H20 124.4 . . ?
C19 C20 H20 124.4 . . ?
C22 C21 C10 119.5(5) . 1_655 ?
C22 C21 H21 120.3 . . ?
C10 C21 H21 120.3 1_655 . ?
C23 C22 C21 120.2(5) . . ?
C23 C22 N6 120.0(5) . . ?
C21 C22 N6 119.8(5) . . ?
C22 C23 C12 120.2(6) . 1_655 ?
C22 C23 H23 119.9 . . ?
C12 C23 H23 119.9 1_655 . ?
N1 Co1 N5 88.67(15) . . ?
N1 Co1 N7 178.58(15) . . ?
N5 Co1 N7 91.50(15) . . ?
N1 Co1 N3 90.58(16) . . ?
N5 Co1 N3 178.65(16) . . ?
N7 Co1 N3 89.22(16) . . ?
N1 Co1 F2 87.13(13) . . ?
N5 Co1 F2 88.86(13) . . ?
N7 Co1 F2 91.47(13) . . ?
N3 Co1 F2 89.98(13) . . ?
N1 Co1 F1 92.27(13) . 4_575 ?
N5 Co1 F1 92.22(13) . 4_575 ?
N7 Co1 F1 89.12(13) . 4_575 ?
N3 Co1 F1 88.93(13) . 4_575 ?
F2 Co1 F1 178.76(10) . 4_575 ?
Ti1 F1 Co1 165.80(15) . 4_576 ?
Ti1 F2 Co1 170.65(14) . . ?
C3 N1 C1 103.6(4) . . ?
C3 N1 Co1 129.4(4) . . ?
C1 N1 Co1 126.8(4) . . ?
C3 N2 C2 105.2(4) . . ?
C3 N2 C5 126.1(4) . . ?
C2 N2 C5 128.6(5) . . ?
C7 N3 C8 105.1(4) . . ?
C7 N3 Co1 124.4(3) . . ?
C8 N3 Co1 130.2(3) . . ?
C7 N4 C9 106.4(4) . . ?
C7 N4 C11 126.8(4) . . ?
C9 N4 C11 126.7(4) . . ?
C18 N5 C20 105.3(4) . . ?
C18 N5 Co1 124.1(3) . . ?
C20 N5 Co1 130.4(3) . . ?
C18 N6 C19 107.1(4) . . ?
C18 N6 C22 126.4(4) . . ?
C19 N6 C22 126.4(4) . . ?
C13 N7 C14 104.2(4) . . ?
C13 N7 Co1 126.3(3) . . ?
C14 N7 Co1 129.4(3) . . ?
C13 N8 C15 105.7(4) . . ?
C13 N8 C16 125.3(4) . . ?
C15 N8 C16 129.0(4) . . ?
F5 Ti1 F4 89.54(14) . . ?
F5 Ti1 F6 93.13(16) . . ?
F4 Ti1 F6 90.26(14) . . ?
F5 Ti1 F3 91.14(16) . . ?
F4 Ti1 F3 92.98(15) . . ?
F6 Ti1 F3 174.66(14) . . ?
F5 Ti1 F1 89.86(14) . . ?
F4 Ti1 F1 177.33(14) . . ?
F6 Ti1 F1 87.17(13) . . ?
F3 Ti1 F1 89.63(13) . . ?
F5 Ti1 F2 176.97(15) . . ?
F4 Ti1 F2 89.42(13) . . ?
F6 Ti1 F2 89.72(13) . . ?
F3 Ti1 F2 86.07(13) . . ?
F1 Ti1 F2 91.31(12) . . ?
C16 C24 C6 121.4(6) . 2_556 ?
C16 C24 H24 119.3 . . ?
C6 C24 H24 119.3 2_556 . ?

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 -0.029 0.000 -0.023 913 199 ' '
2 0.476 0.500 0.041 913 199 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?

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 C1 C2 N2 0.6(8) . . . . ?
C17 C4 C5 C6 -6.1(11) 2_546 . . . ?
C17 C4 C5 N2 177.8(6) 2_546 . . . ?
C4 C5 C6 C24 9.2(12) . . . 2_546 ?
N2 C5 C6 C24 -174.5(7) . . . 2_546 ?
N3 C8 C9 N4 0.6(6) . . . . ?
C21 C10 C11 C12 1.3(9) 1_455 . . . ?
C21 C10 C11 N4 -177.8(5) 1_455 . . . ?
C10 C11 C12 C23 -1.5(10) . . . 1_455 ?
N4 C11 C12 C23 177.6(6) . . . 1_455 ?
N7 C14 C15 N8 -2.0(7) . . . . ?
C24 C16 C17 C4 2.9(12) . . . 2_556 ?
N8 C16 C17 C4 -176.1(6) . . . 2_556 ?
N6 C19 C20 N5 -0.9(6) . . . . ?
C10 C21 C22 C23 2.3(9) 1_655 . . . ?
C10 C21 C22 N6 -179.5(5) 1_655 . . . ?
C21 C22 C23 C12 -2.5(10) . . . 1_655 ?
N6 C22 C23 C12 179.3(6) . . . 1_655 ?
N2 C3 N1 C1 0.2(6) . . . . ?
N2 C3 N1 Co1 -175.2(3) . . . . ?
C2 C1 N1 C3 -0.5(7) . . . . ?
C2 C1 N1 Co1 175.1(4) . . . . ?
N1 C3 N2 C2 0.2(7) . . . . ?
N1 C3 N2 C5 177.4(5) . . . . ?
C1 C2 N2 C3 -0.5(7) . . . . ?
C1 C2 N2 C5 -177.6(6) . . . . ?
C4 C5 N2 C3 -162.6(6) . . . . ?
C6 C5 N2 C3 21.3(9) . . . . ?
C4 C5 N2 C2 14.0(10) . . . . ?
C6 C5 N2 C2 -162.1(7) . . . . ?
N4 C7 N3 C8 -0.4(6) . . . . ?
N4 C7 N3 Co1 -174.4(3) . . . . ?
C9 C8 N3 C7 -0.1(6) . . . . ?
C9 C8 N3 Co1 173.5(4) . . . . ?
N3 C7 N4 C9 0.7(6) . . . . ?
N3 C7 N4 C11 -179.2(5) . . . . ?
C8 C9 N4 C7 -0.8(6) . . . . ?
C8 C9 N4 C11 179.2(5) . . . . ?
C10 C11 N4 C7 156.6(5) . . . . ?
C12 C11 N4 C7 -22.5(8) . . . . ?
C10 C11 N4 C9 -23.3(8) . . . . ?
C12 C11 N4 C9 157.6(6) . . . . ?
N6 C18 N5 C20 0.1(6) . . . . ?
N6 C18 N5 Co1 176.0(3) . . . . ?
C19 C20 N5 C18 0.5(6) . . . . ?
C19 C20 N5 Co1 -175.0(3) . . . . ?
N5 C18 N6 C19 -0.7(6) . . . . ?
N5 C18 N6 C22 -178.9(4) . . . . ?
C20 C19 N6 C18 0.9(5) . . . . ?
C20 C19 N6 C22 179.2(5) . . . . ?
C23 C22 N6 C18 -159.3(5) . . . . ?
C21 C22 N6 C18 22.5(8) . . . . ?
C23 C22 N6 C19 22.8(8) . . . . ?
C21 C22 N6 C19 -155.4(5) . . . . ?
N8 C13 N7 C14 0.7(6) . . . . ?
N8 C13 N7 Co1 -176.6(3) . . . . ?
C15 C14 N7 C13 0.9(7) . . . . ?
C15 C14 N7 Co1 178.0(4) . . . . ?
N7 C13 N8 C15 -1.9(6) . . . . ?
N7 C13 N8 C16 -179.2(4) . . . . ?
C14 C15 N8 C13 2.3(7) . . . . ?
C14 C15 N8 C16 179.5(5) . . . . ?
C17 C16 N8 C13 171.0(6) . . . . ?
C24 C16 N8 C13 -8.0(9) . . . . ?
C17 C16 N8 C15 -5.7(10) . . . . ?
C24 C16 N8 C15 175.3(7) . . . . ?
C17 C16 C24 C6 0.3(12) . . . 2_556 ?
N8 C16 C24 C6 179.4(7) . . . 2_556 ?

_refine_diff_density_max         0.553
_refine_diff_density_min         -0.416
_refine_diff_density_rms         0.078

