# Supplementary Information (SI) for Dalton Transactions.
# 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_512bs
_database_code_depnum_ccdc_archive 'CCDC 2350244'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H27 Cu F12 N4 O6.50'
_chemical_formula_weight         779.04

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.8465(15)
_cell_length_b                   45.601(3)
_cell_length_c                   12.9362(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13477.3(15)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5667
_cell_measurement_theta_min      3.88
_cell_measurement_theta_max      61.53

_exptl_crystal_description       plate
_exptl_crystal_colour            dark_green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.536
_exptl_crystal_F_000             6304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    1.945
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1842
_exptl_absorpt_correction_T_max  0.3447
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15750
_diffrn_reflns_av_unetI/netI     0.0743
_diffrn_reflns_av_R_equivalents  0.1014
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_k_max       44
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.045
_diffrn_reflns_theta_max         67.854
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.873
_diffrn_reflns_point_group_measured_fraction_full 0.876
_reflns_number_total             5350
_reflns_number_gt                3989
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.688
_reflns_Friedel_fraction_max     0.748
_reflns_Friedel_fraction_full    0.750

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1403P)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_abs_structure_details 
; 
 Flack x determined using 1280 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.00(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5350
_refine_ls_number_parameters     436
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0743
_refine_ls_wR_factor_ref         0.2100
_refine_ls_wR_factor_gt          0.1958
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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
Cu Cu -0.14902(6) -0.40610(2) 0.40603(9) 0.0703(4) Uani 1 1 d . . . . .
O1 O -0.0757(4) -0.40375(18) 0.2879(7) 0.097(2) Uani 1 1 d . . . . .
C1 C -0.0211(7) -0.4209(6) 0.1458(15) 0.151(7) Uani 1 1 d . . . . .
F1 F -0.0280(10) -0.4414(5) 0.0782(12) 0.276(10) Uani 1 1 d . . . . .
F2 F 0.0305(7) -0.4183(6) 0.1663(14) 0.294(11) Uani 1 1 d . . . . .
F3 F -0.0382(9) -0.3999(5) 0.0954(10) 0.259(9) Uani 1 1 d . . . . .
C2 C -0.0593(5) -0.4264(3) 0.2457(9) 0.089(3) Uani 1 1 d . . . . .
C3 C -0.0675(5) -0.4553(3) 0.2762(10) 0.095(3) Uani 1 1 d . . . . .
H3A H -0.053427 -0.470187 0.233819 0.114 Uiso 1 1 calc R U . . .
C4 C -0.0957(4) -0.4628(2) 0.3671(9) 0.084(3) Uani 1 1 d . . . . .
C5 C -0.0997(6) -0.4947(2) 0.3938(14) 0.121(5) Uani 1 1 d . . . . .
F4 F -0.0694(5) -0.51232(18) 0.3335(12) 0.182(5) Uani 1 1 d . . . . .
F5 F -0.1541(5) -0.50432(19) 0.3833(14) 0.197(6) Uani 1 1 d . . . . .
F6 F -0.0865(9) -0.4998(2) 0.4859(11) 0.246(9) Uani 1 1 d . . . . .
O3 O -0.2007(3) -0.42361(13) 0.3014(5) 0.0786(16) Uani 1 1 d . . . . .
C6 C -0.2438(5) -0.4307(2) 0.1415(10) 0.093(3) Uani 1 1 d . . . . .
F7 F -0.2054(5) -0.4482(3) 0.1039(10) 0.201(6) Uani 1 1 d . . . . .
F8 F -0.2863(5) -0.4464(2) 0.1818(7) 0.164(4) Uani 1 1 d . . . . .
F9 F -0.2681(5) -0.4171(2) 0.0638(7) 0.168(4) Uani 1 1 d . . . . .
C7 C -0.2169(4) -0.4106(2) 0.2201(7) 0.071(2) Uani 1 1 d . . . . .
C8 C -0.2102(4) -0.3813(2) 0.1961(8) 0.082(2) Uani 1 1 d . . . . .
H8A H -0.221297 -0.374803 0.130814 0.098 Uiso 1 1 calc R U . . .
C9 C -0.1876(3) -0.36108(19) 0.2655(8) 0.073(2) Uani 1 1 d . . . . .
C10 C -0.1833(5) -0.3292(3) 0.2381(12) 0.117(5) Uani 1 1 d . . . . .
F11 F -0.2272(5) -0.31798(19) 0.2047(15) 0.224(8) Uani 1 1 d . . . . .
F10 F -0.1463(7) -0.3157(2) 0.2759(17) 0.262(11) Uani 1 1 d . . . . .
F12 F -0.1554(14) -0.3268(4) 0.1484(19) 0.328(15) Uani 1 1 d . . . . .
O2 O -0.1186(3) -0.44636(13) 0.4339(5) 0.0817(17) Uani 1 1 d . . . . .
O1R O 0.0225(3) -0.34188(15) 0.7813(5) 0.0847(18) Uani 1 1 d . . . . .
N2R N -0.0228(3) -0.32628(18) 0.7705(6) 0.0770(19) Uani 1 1 d . . . . .
C3R C -0.0336(5) -0.2995(3) 0.8346(9) 0.098(3) Uani 1 1 d . . . . .
O4 O -0.1693(3) -0.36617(13) 0.3554(5) 0.0783(16) Uani 1 1 d . . . . .
C4R C -0.0636(7) -0.3112(4) 0.9362(11) 0.134(5) Uani 1 1 d . . . . .
H4RA H -0.099199 -0.321290 0.918677 0.200 Uiso 1 1 calc R U . . .
H4RB H -0.037569 -0.324542 0.970710 0.200 Uiso 1 1 calc R U . . .
H4RC H -0.072360 -0.295055 0.981019 0.200 Uiso 1 1 calc R U . . .
C5R C 0.0211(6) -0.2839(3) 0.8564(14) 0.132(5) Uani 1 1 d . . . . .
H5RA H 0.012961 -0.266853 0.897510 0.197 Uiso 1 1 calc R U . . .
H5RB H 0.047254 -0.296608 0.893475 0.197 Uiso 1 1 calc R U . . .
H5RC H 0.039061 -0.278018 0.792570 0.197 Uiso 1 1 calc R U . . .
C6R C -0.0789(5) -0.2834(3) 0.7628(11) 0.102(4) Uani 1 1 d . . . . .
C7R C -0.0490(7) -0.2660(3) 0.6780(13) 0.124(5) Uani 1 1 d . . . . .
H7RA H -0.030733 -0.248948 0.707532 0.186 Uiso 1 1 calc R U . . .
H7RB H -0.019924 -0.277912 0.645112 0.186 Uiso 1 1 calc R U . . .
H7RC H -0.077583 -0.259926 0.627895 0.186 Uiso 1 1 calc R U . . .
C8R C -0.1274(7) -0.2661(4) 0.8184(17) 0.152(7) Uani 1 1 d . . . . .
H8RA H -0.144732 -0.278212 0.871008 0.228 Uiso 1 1 calc R U . . .
H8RB H -0.110971 -0.248905 0.849610 0.228 Uiso 1 1 calc R U . . .
H8RC H -0.156909 -0.260498 0.769400 0.228 Uiso 1 1 calc R U . . .
N9R N -0.1067(3) -0.3099(2) 0.7095(7) 0.091(2) Uani 1 1 d . . . . .
O10R O -0.1532(3) -0.30802(18) 0.6608(8) 0.112(3) Uani 1 1 d . . . . .
C11R C -0.0686(4) -0.3328(2) 0.7101(8) 0.074(2) Uani 1 1 d . . . . .
C12R C -0.0789(4) -0.35854(18) 0.6494(7) 0.0692(19) Uani 1 1 d . . . . .
C13R C -0.1053(4) -0.36168(19) 0.5542(7) 0.068(2) Uani 1 1 d . . . . .
H13A H -0.119418 -0.346213 0.514524 0.081 Uiso 1 1 calc R U . . .
N14R N -0.1079(3) -0.38976(15) 0.5266(6) 0.0665(16) Uani 1 1 d . . . . .
C15R C -0.0845(5) -0.4048(2) 0.6017(8) 0.078(2) Uani 1 1 d . . . . .
H15A H -0.081235 -0.425117 0.602248 0.093 Uiso 1 1 calc R U . . .
N16R N -0.0658(3) -0.38730(17) 0.6780(6) 0.077(2) Uani 1 1 d . . . . .
C17R C -0.0457(8) -0.3982(3) 0.7792(11) 0.128(5) Uani 1 1 d . . . . .
H17A H -0.014899 -0.385621 0.805545 0.154 Uiso 1 1 calc R U . . .
H17B H -0.029855 -0.417848 0.771570 0.154 Uiso 1 1 calc R U . . .
C18R C -0.0960(18) -0.3987(12) 0.854(2) 0.32(3) Uani 1 1 d . . . . .
H18A H -0.081588 -0.408974 0.914602 0.380 Uiso 1 1 calc R U . . .
H18B H -0.101574 -0.378487 0.875119 0.380 Uiso 1 1 calc R U . . .
C19R C -0.1491(16) -0.4091(8) 0.838(2) 0.252(17) Uani 1 1 d . . . . .
H19A H -0.172356 -0.406578 0.899115 0.378 Uiso 1 1 calc R U . . .
H19B H -0.166970 -0.398792 0.781463 0.378 Uiso 1 1 calc R U . . .
H19C H -0.146755 -0.429628 0.821401 0.378 Uiso 1 1 calc R U . . .
O1S O -0.280(2) -0.2503(15) 0.527(6) 0.37(4) Uiso 0.5 1 d D . P A -1
C2S C -0.241(2) -0.2335(13) 0.600(4) 0.23(3) Uiso 0.5 1 d D . P A -1
H2SA H -0.261285 -0.216497 0.627373 0.276 Uiso 0.5 1 calc R U P A -1
H2SB H -0.228861 -0.245876 0.656690 0.276 Uiso 0.5 1 calc R U P A -1
C3S C -0.189(2) -0.2243(10) 0.536(4) 0.21(2) Uiso 0.5 1 d D . P A -1
H3SA H -0.195216 -0.204736 0.508170 0.254 Uiso 0.5 1 calc R U P A -1
H3SB H -0.153986 -0.224332 0.577354 0.254 Uiso 0.5 1 calc R U P A -1
C4S C -0.185(2) -0.2460(15) 0.452(5) 0.30(4) Uiso 0.5 1 d D . P A -1
H4SA H -0.147934 -0.256180 0.454445 0.360 Uiso 0.5 1 calc R U P A -1
H4SB H -0.188694 -0.236462 0.384942 0.360 Uiso 0.5 1 calc R U P A -1
C5S C -0.235(3) -0.2672(10) 0.468(5) 0.24(3) Uiso 0.5 1 d D . P A -1
H5SA H -0.221911 -0.284090 0.507216 0.287 Uiso 0.5 1 calc R U P A -1
H5SB H -0.250267 -0.273866 0.402045 0.287 Uiso 0.5 1 calc R U P A -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O3 1.966(6) . ?
Cu N14R 1.967(7) . ?
Cu O4 1.990(6) . ?
Cu O2 1.996(6) . ?
Cu O1 2.270(9) . ?
Cu O1R 2.419(7) 11_444 ?
O1 C2 1.227(14) . ?
C1 F2 1.21(2) . ?
C1 F3 1.22(2) . ?
C1 F1 1.29(3) . ?
C1 C2 1.58(2) . ?
C2 C3 1.388(17) . ?
C3 C4 1.385(17) . ?
C4 O2 1.258(12) . ?
C4 C5 1.495(16) . ?
C5 F6 1.251(19) . ?
C5 F4 1.319(17) . ?
C5 F5 1.325(16) . ?
O3 C7 1.262(11) . ?
C6 F7 1.283(13) . ?
C6 F9 1.303(14) . ?
C6 F8 1.314(14) . ?
C6 C7 1.499(14) . ?
C7 C8 1.384(14) . ?
C8 C9 1.386(14) . ?
C9 O4 1.256(11) . ?
C9 C10 1.497(15) . ?
C10 F10 1.156(14) . ?
C10 F11 1.207(13) . ?
C10 F12 1.33(2) . ?
F10 F12 1.74(3) . ?
O1R N2R 1.263(9) . ?
N2R C11R 1.341(12) . ?
N2R C3R 1.496(13) . ?
C3R C5R 1.468(17) . ?
C3R C6R 1.571(18) . ?
C3R C4R 1.58(2) . ?
C6R C7R 1.52(2) . ?
C6R N9R 1.528(14) . ?
C6R C8R 1.540(17) . ?
N9R O10R 1.239(11) . ?
N9R C11R 1.358(12) . ?
C11R C12R 1.432(12) . ?
C12R C13R 1.379(13) . ?
C12R N16R 1.395(11) . ?
C13R N14R 1.331(11) . ?
N14R C15R 1.304(12) . ?
C15R N16R 1.339(12) . ?
N16R C17R 1.474(14) . ?
C17R C18R 1.50(4) . ?
C18R C19R 1.32(4) . ?
O1S C5S 1.50(3) . ?
O1S C2S 1.51(3) . ?
C2S C3S 1.50(2) . ?
C3S C4S 1.48(2) . ?
C4S C5S 1.50(3) . ?

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
O3 Cu N14R 170.6(3) . . ?
O3 Cu O4 90.3(3) . . ?
N14R Cu O4 91.5(3) . . ?
O3 Cu O2 87.7(2) . . ?
N14R Cu O2 92.2(3) . . ?
O4 Cu O2 169.2(3) . . ?
O3 Cu O1 89.9(3) . . ?
N14R Cu O1 99.4(3) . . ?
O4 Cu O1 84.7(3) . . ?
O2 Cu O1 84.7(3) . . ?
O3 Cu O1R 90.0(3) . 11_444 ?
N14R Cu O1R 80.6(3) . 11_444 ?
O4 Cu O1R 94.7(3) . 11_444 ?
O2 Cu O1R 95.9(3) . 11_444 ?
O1 Cu O1R 179.4(3) . 11_444 ?
C2 O1 Cu 119.0(8) . . ?
F2 C1 F3 111(3) . . ?
F2 C1 F1 110(2) . . ?
F3 C1 F1 99.6(19) . . ?
F2 C1 C2 111.9(16) . . ?
F3 C1 C2 112.5(15) . . ?
F1 C1 C2 111.8(18) . . ?
O1 C2 C3 129.2(12) . . ?
O1 C2 C1 113.6(14) . . ?
C3 C2 C1 117.2(14) . . ?
C4 C3 C2 122.7(10) . . ?
O2 C4 C3 128.9(10) . . ?
O2 C4 C5 113.3(12) . . ?
C3 C4 C5 117.8(11) . . ?
F6 C5 F4 108.7(13) . . ?
F6 C5 F5 105.2(19) . . ?
F4 C5 F5 103.2(12) . . ?
F6 C5 C4 112.8(11) . . ?
F4 C5 C4 115.1(15) . . ?
F5 C5 C4 110.9(10) . . ?
C7 O3 Cu 124.1(6) . . ?
F7 C6 F9 107.2(12) . . ?
F7 C6 F8 108.4(12) . . ?
F9 C6 F8 104.4(10) . . ?
F7 C6 C7 110.9(8) . . ?
F9 C6 C7 114.2(9) . . ?
F8 C6 C7 111.4(10) . . ?
O3 C7 C8 127.4(9) . . ?
O3 C7 C6 113.6(8) . . ?
C8 C7 C6 118.9(9) . . ?
C7 C8 C9 122.6(8) . . ?
O4 C9 C8 126.9(8) . . ?
O4 C9 C10 112.1(9) . . ?
C8 C9 C10 121.0(9) . . ?
F10 C10 F11 122.0(15) . . ?
F10 C10 F12 88.5(16) . . ?
F11 C10 F12 92.9(17) . . ?
F10 C10 C9 117.9(9) . . ?
F11 C10 C9 116.3(9) . . ?
F12 C10 C9 108.7(15) . . ?
C10 F10 F12 49.8(12) . . ?
C10 F12 F10 41.7(10) . . ?
C4 O2 Cu 124.7(7) . . ?
N2R O1R Cu 123.6(6) . 3_545 ?
O1R N2R C11R 125.4(7) . . ?
O1R N2R C3R 122.3(8) . . ?
C11R N2R C3R 111.9(8) . . ?
C5R C3R N2R 111.1(9) . . ?
C5R C3R C6R 116.7(12) . . ?
N2R C3R C6R 99.4(8) . . ?
C5R C3R C4R 112.0(12) . . ?
N2R C3R C4R 104.9(10) . . ?
C6R C3R C4R 111.4(10) . . ?
C9 O4 Cu 123.4(6) . . ?
C7R C6R N9R 106.0(10) . . ?
C7R C6R C8R 113.1(13) . . ?
N9R C6R C8R 108.5(10) . . ?
C7R C6R C3R 112.1(10) . . ?
N9R C6R C3R 99.9(9) . . ?
C8R C6R C3R 115.9(12) . . ?
O10R N9R C11R 127.3(9) . . ?
O10R N9R C6R 122.1(9) . . ?
C11R N9R C6R 109.8(8) . . ?
N2R C11R N9R 109.5(8) . . ?
N2R C11R C12R 129.0(8) . . ?
N9R C11R C12R 121.5(8) . . ?
C13R C12R N16R 103.5(7) . . ?
C13R C12R C11R 130.3(9) . . ?
N16R C12R C11R 126.2(8) . . ?
N14R C13R C12R 111.1(8) . . ?
C15R N14R C13R 106.7(8) . . ?
C15R N14R Cu 126.0(6) . . ?
C13R N14R Cu 126.8(6) . . ?
N14R C15R N16R 111.5(8) . . ?
C15R N16R C12R 107.2(7) . . ?
C15R N16R C17R 123.6(9) . . ?
C12R N16R C17R 128.3(9) . . ?
N16R C17R C18R 109.8(16) . . ?
C19R C18R C17R 127(4) . . ?
C5S O1S C2S 99(3) . . ?
C3S C2S O1S 105(2) . . ?
C4S C3S C2S 105.6(18) . . ?
C3S C4S C5S 106(2) . . ?
C4S C5S O1S 105(2) . . ?

_refine_diff_density_max         0.654
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.066




# start Validation Reply Form
_vrf_PLAT234_512bs               
;
PROBLEM: Large Hirshfeld Difference F1 --C1 . 0.26 Ang.
RESPONSE: Disordered CF3 group
;
_vrf_PLAT241_512bs               
;
PROBLEM: High ?MainMol? Ueq as Compared to Neighbors of C18R Check
RESPONSE: Disordered  group
;
_vrf_PLAT242_512bs               
;
PROBLEM: Low ?MainMol? Ueq as Compared to Neighbors of C17R Check
RESPONSE: Disordered CF3 group
;
_vrf_PLAT341_512bs               
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.02047 Ang.
RESPONSE: For disordered groups only
;
_vrf_PLAT360_512bs               
;
PROBLEM: Short C(sp3)-C(sp3) Bond C18R - C19R . 1.32 Ang.
RESPONSE: Disordered  group
;
# 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_f523x1s
_database_code_depnum_ccdc_archive 'CCDC 2350245'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Cu F12 N4 O6'
_chemical_formula_weight         742.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 '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/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.4968(4)
_cell_length_b                   21.3202(6)
_cell_length_c                   13.1871(3)
_cell_angle_alpha                90
_cell_angle_beta                 116.5985(17)
_cell_angle_gamma                90
_cell_volume                     3141.65(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2551
_cell_measurement_theta_min      4.05
_cell_measurement_theta_max      56.37

_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             1496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    2.043
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3681
_exptl_absorpt_correction_T_max  0.5480
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22587
_diffrn_reflns_av_unetI/netI     0.0639
_diffrn_reflns_av_R_equivalents  0.0839
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.053
_diffrn_reflns_theta_max         67.935
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5612
_reflns_number_gt                3372
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0638P)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         5612
_refine_ls_number_parameters     500
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0737
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1197
_refine_ls_wR_factor_gt          0.1067
_refine_ls_goodness_of_fit_ref   0.859
_refine_ls_restrained_S_all      0.859
_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
Cu Cu 0.46032(4) 0.80698(2) 0.23455(3) 0.06020(16) Uani 1 1 d . . . . .
O1 O 0.3075(2) 0.79993(13) 0.2865(2) 0.0906(8) Uani 1 1 d . . . . .
C1 C 0.2082(6) 0.8373(4) 0.3878(5) 0.127(2) Uani 1 1 d . . . . .
F1 F 0.2456(4) 0.7890(2) 0.4518(4) 0.204(2) Uani 1 1 d . . . . .
F2 F 0.0964(3) 0.8292(3) 0.3262(4) 0.212(2) Uani 1 1 d . . . . .
F3 F 0.2196(5) 0.8849(3) 0.4543(4) 0.215(2) Uani 1 1 d . . . . .
C2 C 0.2742(4) 0.8483(2) 0.3128(3) 0.0874(12) Uani 1 1 d . . . . .
C3 C 0.2837(4) 0.9095(2) 0.2829(3) 0.0891(12) Uani 1 1 d . . . . .
H3A H 0.251703 0.941399 0.309123 0.107 Uiso 1 1 calc R U . . .
C4 C 0.3384(3) 0.92543(17) 0.2160(3) 0.0760(10) Uani 1 1 d . . . . .
C5 C 0.3302(7) 0.9931(2) 0.1797(5) 0.1151(18) Uani 1 1 d . . . . .
F4 F 0.2834(14) 1.0308(6) 0.2178(12) 0.133(5) Uani 0.5 1 d . . P A 1
F5 F 0.291(3) 1.0015(8) 0.0840(14) 0.332(16) Uani 0.5 1 d . . P A 1
F6 F 0.428(2) 1.0212(8) 0.191(2) 0.215(12) Uani 0.5 1 d . . P A 1
F4A F 0.2875(15) 0.9896(6) 0.0563(11) 0.160(4) Uani 0.5 1 d . . P A 2
F5A F 0.435(2) 1.0179(7) 0.2438(15) 0.150(5) Uani 0.5 1 d . . P A 2
F6A F 0.2410(16) 1.0257(8) 0.1871(14) 0.174(6) Uani 0.5 1 d . . P A 2
O2 O 0.3940(2) 0.89122(10) 0.17780(17) 0.0701(6) Uani 1 1 d . . . . .
O3 O 0.5027(2) 0.72190(10) 0.29945(16) 0.0659(6) Uani 1 1 d . . . . .
C6 C 0.5266(5) 0.6416(2) 0.4271(4) 0.0930(14) Uani 1 1 d . . . . .
F7 F 0.4131(11) 0.6308(6) 0.4105(14) 0.167(6) Uani 0.5 1 d . . P B 1
F8 F 0.551(3) 0.6063(5) 0.3684(15) 0.192(9) Uani 0.5 1 d . . P B 1
F9 F 0.5887(15) 0.6300(6) 0.5312(10) 0.171(8) Uani 0.5 1 d . . P B 1
F7A F 0.539(2) 0.6268(7) 0.5237(12) 0.193(9) Uani 0.5 1 d . . P B 2
F8A F 0.4390(11) 0.6136(6) 0.3502(12) 0.154(6) Uani 0.5 1 d . . P B 2
F9A F 0.6164(11) 0.6082(6) 0.4216(15) 0.154(7) Uani 0.5 1 d . . P B 2
C7 C 0.5355(3) 0.71044(16) 0.4023(3) 0.0683(9) Uani 1 1 d . . . . .
C8 C 0.5774(3) 0.75328(18) 0.4912(3) 0.0733(10) Uani 1 1 d . . . . .
H8A H 0.600264 0.738693 0.564467 0.088 Uiso 1 1 calc R U . . .
C9 C 0.5862(3) 0.81605(18) 0.4750(3) 0.0688(9) Uani 1 1 d . . . . .
C10 C 0.6320(5) 0.8605(3) 0.5776(3) 0.0891(12) Uani 1 1 d . . . . .
F10 F 0.6940(19) 0.9045(8) 0.5670(14) 0.143(8) Uani 0.5 1 d . . P C 1
F11 F 0.7014(14) 0.8314(8) 0.6712(10) 0.114(5) Uani 0.5 1 d . . P C 1
F12 F 0.5478(13) 0.8813(8) 0.5928(11) 0.121(4) Uani 0.5 1 d . . P C 1
F10A F 0.6632(18) 0.8338(11) 0.6732(14) 0.166(8) Uani 0.5 1 d . . P C 2
F11A F 0.542(2) 0.9028(11) 0.5600(13) 0.184(9) Uani 0.5 1 d . . P C 2
F12A F 0.7200(15) 0.8955(9) 0.5831(14) 0.131(7) Uani 0.5 1 d . . P C 2
O4 O 0.5560(2) 0.84479(10) 0.38249(16) 0.0686(6) Uani 1 1 d . . . . .
O1R O 0.13203(19) 0.68329(10) -0.30144(17) 0.0684(6) Uani 1 1 d . . . . .
N2R N 0.2225(2) 0.64749(12) -0.24688(19) 0.0605(7) Uani 1 1 d . . . . .
C3R C 0.2448(3) 0.58924(17) -0.2990(3) 0.0719(9) Uani 1 1 d . . . . .
C4R C 0.3047(4) 0.61238(19) -0.3707(3) 0.0921(12) Uani 1 1 d . . . . .
H4RA H 0.321600 0.577295 -0.406798 0.138 Uiso 1 1 calc R U . . .
H4RB H 0.252119 0.640938 -0.427399 0.138 Uiso 1 1 calc R U . . .
H4RC H 0.377972 0.633474 -0.322871 0.138 Uiso 1 1 calc R U . . .
C5R C 0.1260(3) 0.55748(19) -0.3742(3) 0.0952(13) Uani 1 1 d . . . . .
H5RA H 0.140677 0.520363 -0.407266 0.143 Uiso 1 1 calc R U . . .
H5RB H 0.086035 0.546307 -0.329312 0.143 Uiso 1 1 calc R U . . .
H5RC H 0.076643 0.585783 -0.433275 0.143 Uiso 1 1 calc R U . . .
C6R C 0.3274(4) 0.55237(17) -0.1917(3) 0.0819(11) Uani 1 1 d . . . . .
C7R C 0.2611(4) 0.51318(19) -0.1418(4) 0.1148(17) Uani 1 1 d . . . . .
H7RA H 0.223641 0.478182 -0.190767 0.172 Uiso 1 1 calc R U . . .
H7RB H 0.316601 0.498133 -0.068335 0.172 Uiso 1 1 calc R U . . .
H7RC H 0.201113 0.538439 -0.134925 0.172 Uiso 1 1 calc R U . . .
C8R C 0.4255(4) 0.5148(2) -0.2026(4) 0.124(2) Uani 1 1 d . . . . .
H8RA H 0.390212 0.480774 -0.254624 0.187 Uiso 1 1 calc R U . . .
H8RB H 0.468333 0.541602 -0.230358 0.187 Uiso 1 1 calc R U . . .
H8RC H 0.479744 0.498485 -0.129707 0.187 Uiso 1 1 calc R U . . .
N9R N 0.3831(2) 0.60587(12) -0.1099(2) 0.0670(7) Uani 1 1 d . . . . .
O10R O 0.4752(2) 0.59925(11) -0.01578(19) 0.0839(8) Uani 1 1 d . . . . .
C11R C 0.3123(3) 0.65774(14) -0.1437(2) 0.0553(7) Uani 1 1 d . . . . .
C12R C 0.3327(3) 0.71188(13) -0.0722(2) 0.0515(7) Uani 1 1 d . . . . .
C13R C 0.3834(3) 0.71315(13) 0.0439(2) 0.0528(7) Uani 1 1 d . . . . .
H13A H 0.411218 0.678291 0.090932 0.063 Uiso 1 1 calc R U . . .
N14R N 0.3868(2) 0.77323(11) 0.07960(18) 0.0544(6) Uani 1 1 d . . . . .
C15R C 0.3428(3) 0.80804(15) -0.0128(2) 0.0605(8) Uani 1 1 d . . . . .
H15A H 0.336190 0.851479 -0.012670 0.073 Uiso 1 1 calc R U . . .
N16R N 0.3091(2) 0.77358(11) -0.10646(18) 0.0582(6) Uani 1 1 d . . . . .
C17R C 0.2734(4) 0.80100(18) -0.2198(3) 0.0890(13) Uani 1 1 d . . . . .
H17A H 0.206017 0.777852 -0.275764 0.107 Uiso 1 1 calc R U . D 1
H17B H 0.248548 0.844155 -0.220417 0.107 Uiso 1 1 calc R U . D 1
C18R C 0.3767(8) 0.7989(4) -0.2506(5) 0.125(3) Uani 0.750(9) 1 d . . P E 1
H18A H 0.395532 0.755246 -0.256111 0.150 Uiso 0.750(9) 1 calc R U P E 1
H18B H 0.350183 0.817416 -0.325113 0.150 Uiso 0.750(9) 1 calc R U P E 1
C18A C 0.363(3) 0.8425(13) -0.2254(17) 0.125(3) Uani 0.250(9) 1 d . . P E 2
H18E H 0.352407 0.882791 -0.196975 0.150 Uiso 0.250(9) 1 calc R U P E 2
H18F H 0.340593 0.848315 -0.305282 0.150 Uiso 0.250(9) 1 calc R U P E 2
C19R C 0.4857(7) 0.8304(3) -0.1728(6) 0.174(3) Uani 1 1 d . . . . .
H19A H 0.545146 0.826289 -0.199756 0.261 Uiso 1 1 calc R U . E 1
H19B H 0.469354 0.873983 -0.168182 0.261 Uiso 1 1 calc R U . E 1
H19C H 0.514826 0.811644 -0.098992 0.261 Uiso 1 1 calc R U . E 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu O4 1.9485(19) . ?
Cu N14R 1.964(2) . ?
Cu O3 1.974(2) . ?
Cu O2 1.979(2) . ?
Cu O1 2.305(3) . ?
Cu O1R 2.405(2) 4_676 ?
O1 C2 1.219(5) . ?
C1 F2 1.275(6) . ?
C1 F1 1.280(7) . ?
C1 F3 1.307(7) . ?
C1 C2 1.562(7) . ?
C2 C3 1.384(6) . ?
C3 C4 1.378(5) . ?
C4 O2 1.259(4) . ?
C4 C5 1.510(6) . ?
C5 F5 1.145(17) . ?
C5 F4 1.227(13) . ?
C5 F6 1.31(2) . ?
C5 F5A 1.31(2) . ?
C5 F6A 1.354(17) . ?
C5 F4A 1.469(13) . ?
F5 F6 1.71(4) . ?
O3 C7 1.253(4) . ?
C6 F8 1.211(13) . ?
C6 F7A 1.253(11) . ?
C6 F9 1.262(10) . ?
C6 F8A 1.260(10) . ?
C6 F9A 1.357(16) . ?
C6 F7 1.355(12) . ?
C6 C7 1.519(5) . ?
C7 C8 1.390(4) . ?
C8 C9 1.368(5) . ?
C9 O4 1.262(4) . ?
C9 C10 1.538(5) . ?
C10 F12 1.238(14) . ?
C10 F10 1.263(17) . ?
C10 F10A 1.275(19) . ?
C10 F12A 1.303(18) . ?
C10 F11 1.305(12) . ?
C10 F11A 1.374(18) . ?
O1R N2R 1.284(3) . ?
N2R C11R 1.338(3) . ?
N2R C3R 1.505(4) . ?
C3R C5R 1.525(4) . ?
C3R C4R 1.526(5) . ?
C3R C6R 1.543(5) . ?
C6R N9R 1.509(4) . ?
C6R C7R 1.518(6) . ?
C6R C8R 1.524(5) . ?
N9R O10R 1.267(3) . ?
N9R C11R 1.361(4) . ?
C11R C12R 1.440(4) . ?
C12R C13R 1.370(4) . ?
C12R N16R 1.379(3) . ?
C13R N14R 1.359(3) . ?
N14R C15R 1.318(3) . ?
C15R N16R 1.333(3) . ?
N16R C17R 1.476(3) . ?
C17R C18A 1.45(3) . ?
C17R C18R 1.517(9) . ?
C18R C19R 1.452(9) . ?
C18A C19R 1.40(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cu N14R 170.04(11) . . ?
O4 Cu O3 91.20(9) . . ?
N14R Cu O3 91.38(9) . . ?
O4 Cu O2 88.20(9) . . ?
N14R Cu O2 91.00(9) . . ?
O3 Cu O2 169.52(10) . . ?
O4 Cu O1 87.02(10) . . ?
N14R Cu O1 102.79(10) . . ?
O3 Cu O1 84.72(10) . . ?
O2 Cu O1 84.80(10) . . ?
O4 Cu O1R 87.71(9) . 4_676 ?
N14R Cu O1R 82.51(9) . 4_676 ?
O3 Cu O1R 94.31(9) . 4_676 ?
O2 Cu O1R 96.11(9) . 4_676 ?
O1 Cu O1R 174.63(8) . 4_676 ?
C2 O1 Cu 117.6(3) . . ?
F2 C1 F1 106.5(7) . . ?
F2 C1 F3 106.9(6) . . ?
F1 C1 F3 106.5(6) . . ?
F2 C1 C2 110.8(5) . . ?
F1 C1 C2 113.5(5) . . ?
F3 C1 C2 112.3(6) . . ?
O1 C2 C3 129.3(5) . . ?
O1 C2 C1 113.4(5) . . ?
C3 C2 C1 117.3(5) . . ?
O1 C2 Cu 41.8(2) . . ?
C3 C2 Cu 90.0(3) . . ?
C1 C2 Cu 149.8(4) . . ?
C4 C3 C2 123.0(4) . . ?
O2 C4 C3 129.4(4) . . ?
O2 C4 C5 113.4(4) . . ?
C3 C4 C5 117.1(4) . . ?
O2 C4 Cu 33.50(16) . . ?
C3 C4 Cu 97.1(3) . . ?
C5 C4 Cu 144.7(4) . . ?
F5 C5 F4 107.8(14) . . ?
F5 C5 F6 88(2) . . ?
F4 C5 F6 104.2(13) . . ?
F5A C5 F6A 111.4(11) . . ?
F5A C5 F4A 119.8(11) . . ?
F6A C5 F4A 101.8(11) . . ?
F5 C5 C4 115.7(11) . . ?
F4 C5 C4 118.2(11) . . ?
F6 C5 C4 118.3(10) . . ?
F5A C5 C4 105.9(9) . . ?
F6A C5 C4 114.0(11) . . ?
F4A C5 C4 104.0(6) . . ?
C5 F5 F6 49.6(13) . . ?
C5 F6 F5 41.9(12) . . ?
C4 O2 Cu 126.0(2) . . ?
C7 O3 Cu 122.9(2) . . ?
F8 C6 F9 111.4(12) . . ?
F7A C6 F8A 111.3(10) . . ?
F7A C6 F9A 101.3(11) . . ?
F8A C6 F9A 98.6(10) . . ?
F8 C6 F7 109.6(12) . . ?
F9 C6 F7 103.5(11) . . ?
F8 C6 C7 113.5(8) . . ?
F7A C6 C7 118.4(8) . . ?
F9 C6 C7 110.8(7) . . ?
F8A C6 C7 113.9(5) . . ?
F9A C6 C7 110.7(7) . . ?
F7 C6 C7 107.5(7) . . ?
O3 C7 C8 127.0(3) . . ?
O3 C7 C6 113.7(3) . . ?
C8 C7 C6 119.3(3) . . ?
O3 C7 Cu 35.50(15) . . ?
C8 C7 Cu 92.8(2) . . ?
C6 C7 Cu 146.4(2) . . ?
C9 C8 C7 122.5(3) . . ?
C9 C8 Cu 61.36(17) . . ?
C7 C8 Cu 61.81(18) . . ?
O4 C9 C8 128.0(3) . . ?
O4 C9 C10 112.6(4) . . ?
C8 C9 C10 119.4(3) . . ?
O4 C9 Cu 34.86(14) . . ?
C8 C9 Cu 93.70(19) . . ?
C10 C9 Cu 145.6(3) . . ?
F12 C10 F10 111.2(15) . . ?
F10A C10 F12A 108.9(13) . . ?
F12 C10 F11 105.6(12) . . ?
F10 C10 F11 106.2(13) . . ?
F10A C10 F11A 109.0(13) . . ?
F12A C10 F11A 103.8(14) . . ?
F12 C10 C9 110.8(8) . . ?
F10 C10 C9 111.4(9) . . ?
F10A C10 C9 115.0(11) . . ?
F12A C10 C9 111.9(8) . . ?
F11 C10 C9 111.5(8) . . ?
F11A C10 C9 107.6(9) . . ?
C9 O4 Cu 123.4(2) . . ?
N2R O1R Cu 125.43(19) . 4_575 ?
O1R N2R C11R 126.8(3) . . ?
O1R N2R C3R 122.1(2) . . ?
C11R N2R C3R 110.9(2) . . ?
N2R C3R C5R 109.8(3) . . ?
N2R C3R C4R 105.0(3) . . ?
C5R C3R C4R 110.2(3) . . ?
N2R C3R C6R 100.7(2) . . ?
C5R C3R C6R 115.3(3) . . ?
C4R C3R C6R 114.8(3) . . ?
N9R C6R C7R 105.8(3) . . ?
N9R C6R C8R 109.4(3) . . ?
C7R C6R C8R 111.7(4) . . ?
N9R C6R C3R 100.1(3) . . ?
C7R C6R C3R 114.0(3) . . ?
C8R C6R C3R 114.7(4) . . ?
O10R N9R C11R 125.7(3) . . ?
O10R N9R C6R 122.8(3) . . ?
C11R N9R C6R 110.9(2) . . ?
N2R C11R N9R 109.1(3) . . ?
N2R C11R C12R 128.3(3) . . ?
N9R C11R C12R 122.6(2) . . ?
C13R C12R N16R 105.8(2) . . ?
C13R C12R C11R 127.3(3) . . ?
N16R C12R C11R 126.9(2) . . ?
N14R C13R C12R 109.4(2) . . ?
N14R C13R Cu 30.27(12) . . ?
C12R C13R Cu 139.5(2) . . ?
C15R N14R C13R 105.9(2) . . ?
C15R N14R Cu 124.3(2) . . ?
C13R N14R Cu 129.31(19) . . ?
N14R C15R N16R 112.0(3) . . ?
N14R C15R Cu 33.81(13) . . ?
N16R C15R Cu 145.5(2) . . ?
C15R N16R C12R 106.8(2) . . ?
C15R N16R C17R 123.2(3) . . ?
C12R N16R C17R 129.3(3) . . ?
C18A C17R N16R 113.7(9) . . ?
C18R C17R N16R 110.6(4) . . ?
C19R C18R C17R 116.0(6) . . ?
C17R C18A C19R 124.2(18) . . ?

_refine_diff_density_max         0.279
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.043



####################################################################### 
# 
# 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_528av
_database_code_depnum_ccdc_archive 'CCDC 2350246'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H23 Cu F12 N4 O6'
_chemical_formula_weight         742.99

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'
F F 0.0171 0.0103 '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'

_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                   11.3929(3)
_cell_length_b                   17.1560(5)
_cell_length_c                   15.8310(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.643(2)
_cell_angle_gamma                90
_cell_volume                     3094.08(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4167
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      18.10

_exptl_crystal_description       block
_exptl_crystal_colour            dark_violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_F_000             1496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.821
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28439
_diffrn_reflns_av_unetI/netI     0.1059
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.750
_diffrn_reflns_theta_max         28.364
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7709
_reflns_number_gt                3379
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0447P)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         7709
_refine_ls_number_parameters     523
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1615
_refine_ls_R_factor_gt           0.0518
_refine_ls_wR_factor_ref         0.1155
_refine_ls_wR_factor_gt          0.0885
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_restrained_S_all      0.964
_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
Cu Cu 0.87191(3) 0.93001(2) 0.20972(2) 0.04698(15) Uani 1 1 d . . . . .
O1 O 0.73998(18) 0.95498(12) 0.28106(14) 0.0565(6) Uani 1 1 d . . . . .
C1 C 0.6272(6) 1.0003(4) 0.3928(5) 0.0998(18) Uani 1 1 d . . . . .
F1 F 0.550(2) 0.9567(17) 0.3640(18) 0.190(14) Uani 0.5 1 d . . P A 1
F2 F 0.6383(17) 0.993(2) 0.4724(11) 0.188(11) Uani 0.5 1 d . . P A 1
F3 F 0.5864(12) 1.0735(7) 0.3862(16) 0.140(4) Uani 0.5 1 d . . P A 1
F1A F 0.5427(13) 1.010(2) 0.3474(12) 0.173(8) Uani 0.5 1 d . . P A 2
F2A F 0.6123(12) 0.9244(9) 0.4244(13) 0.143(4) Uani 0.5 1 d . . P A 2
F3A F 0.632(2) 1.0375(17) 0.4603(16) 0.192(13) Uani 0.5 1 d . . P A 2
C2 C 0.7460(3) 0.99494(19) 0.3470(2) 0.0583(10) Uani 1 1 d . . . . .
C3 C 0.8404(4) 1.0345(2) 0.3790(2) 0.0654(10) Uani 1 1 d . . . . .
H3A H 0.831368 1.064063 0.427703 0.078 Uiso 1 1 calc R U . . .
C4 C 0.9490(3) 1.03195(18) 0.3412(2) 0.0504(9) Uani 1 1 d . . . . .
C5 C 1.0500(5) 1.0797(3) 0.3804(3) 0.0743(11) Uani 1 1 d . . . . .
F4 F 1.1346(14) 1.0366(10) 0.4014(13) 0.125(5) Uani 0.5 1 d . . P B 1
F5 F 1.084(2) 1.1306(14) 0.3257(11) 0.167(9) Uani 0.5 1 d . . P B 1
F6 F 1.0223(12) 1.1200(14) 0.4469(13) 0.165(9) Uani 0.5 1 d . . P B 1
F4A F 1.0506(18) 1.0768(12) 0.4608(6) 0.154(9) Uani 0.5 1 d . . P B 2
F5A F 1.1529(12) 1.0601(12) 0.3522(15) 0.142(7) Uani 0.5 1 d . . P B 2
F6A F 1.0407(14) 1.1513(7) 0.3626(11) 0.108(5) Uani 0.5 1 d . . P B 2
O2 O 0.97799(18) 0.99449(12) 0.27720(13) 0.0522(6) Uani 1 1 d . . . . .
O3 O 0.9007(2) 0.82317(14) 0.28599(15) 0.0693(7) Uani 1 1 d . . . . .
C6 C 0.8259(7) 0.7252(4) 0.3718(5) 0.1005(18) Uani 1 1 d . . . . .
F7 F 0.9272(14) 0.6752(9) 0.3624(12) 0.125(4) Uani 0.5 1 d . . P C 1
F8 F 0.749(2) 0.6710(13) 0.3751(15) 0.180(10) Uani 0.5 1 d . . P C 1
F9 F 0.820(2) 0.7680(13) 0.4390(9) 0.189(10) Uani 0.5 1 d . . P C 1
F7A F 0.881(2) 0.670(2) 0.360(2) 0.269(14) Uani 0.5 1 d . . P C 2
F8A F 0.724(2) 0.6973(13) 0.3929(10) 0.136(7) Uani 0.5 1 d . . P C 2
F9A F 0.881(2) 0.7535(13) 0.4319(12) 0.185(12) Uani 0.5 1 d . . P C 2
C7 C 0.8192(4) 0.7768(2) 0.2922(2) 0.0632(10) Uani 1 1 d . . . . .
C8 C 0.7238(3) 0.7661(2) 0.2381(2) 0.0638(10) Uani 1 1 d . . . . .
H8A H 0.670022 0.727114 0.250605 0.077 Uiso 1 1 calc R U . . .
C9 C 0.7049(3) 0.8107(2) 0.1666(2) 0.0525(9) Uani 1 1 d . . . . .
C10 C 0.5995(5) 0.7885(4) 0.1117(4) 0.0874(14) Uani 1 1 d . . . . .
F10 F 0.5739(14) 0.8401(10) 0.0547(11) 0.123(7) Uani 0.5 1 d . . P D 1
F11 F 0.6438(10) 0.7221(9) 0.0604(8) 0.148(5) Uani 0.5 1 d . . P D 1
F12 F 0.5154(10) 0.7608(9) 0.1443(9) 0.143(7) Uani 0.5 1 d . . P D 1
F10A F 0.5939(15) 0.8221(11) 0.0416(9) 0.131(7) Uani 0.5 1 d . . P D 2
F11A F 0.5808(11) 0.7191(8) 0.1040(9) 0.149(6) Uani 0.5 1 d . . P D 2
F12A F 0.4975(13) 0.8147(8) 0.1562(12) 0.140(5) Uani 0.5 1 d . . P D 2
O4 O 0.76160(19) 0.86800(12) 0.14050(12) 0.0549(6) Uani 1 1 d . . . . .
O1R O 1.2262(3) 0.72554(14) 0.04478(14) 0.0917(9) Uani 1 1 d . . . . .
N2R N 1.2261(2) 0.76250(15) -0.02394(16) 0.0548(7) Uani 1 1 d . . . . .
C3R C 1.2719(3) 0.72796(19) -0.10431(19) 0.0530(9) Uani 1 1 d . . . . .
C4R C 1.3919(4) 0.6927(3) -0.0874(2) 0.1048(15) Uani 1 1 d . . . . .
H4RA H 1.421552 0.670591 -0.138566 0.157 Uiso 1 1 calc R U . . .
H4RB H 1.444597 0.732578 -0.067538 0.157 Uiso 1 1 calc R U . . .
H4RC H 1.385602 0.652742 -0.045248 0.157 Uiso 1 1 calc R U . . .
C5R C 1.1855(4) 0.6645(2) -0.1277(2) 0.1011(15) Uani 1 1 d . . . . .
H5RA H 1.209818 0.639736 -0.179072 0.152 Uiso 1 1 calc R U . . .
H5RB H 1.182995 0.626529 -0.083223 0.152 Uiso 1 1 calc R U . . .
H5RC H 1.108969 0.686777 -0.135835 0.152 Uiso 1 1 calc R U . . .
C6R C 1.2713(3) 0.79934(19) -0.16398(19) 0.0566(9) Uani 1 1 d . . . . .
C7R C 1.3906(4) 0.8404(2) -0.1689(3) 0.1121(17) Uani 1 1 d . . . . .
H7RA H 1.444830 0.807791 -0.198640 0.168 Uiso 1 1 calc R U . . .
H7RB H 1.381585 0.888943 -0.198426 0.168 Uiso 1 1 calc R U . . .
H7RC H 1.420091 0.850081 -0.112882 0.168 Uiso 1 1 calc R U . . .
C8R C 1.2213(4) 0.7843(2) -0.2504(2) 0.1133(17) Uani 1 1 d . . . . .
H8RA H 1.271268 0.748786 -0.280024 0.170 Uiso 1 1 calc R U . . .
H8RB H 1.144370 0.762004 -0.245523 0.170 Uiso 1 1 calc R U . . .
H8RC H 1.216125 0.832505 -0.281034 0.170 Uiso 1 1 calc R U . . .
N9R N 1.1944(2) 0.85460(15) -0.11702(16) 0.0515(7) Uani 1 1 d . . . . .
O10R O 1.1558(2) 0.91730(14) -0.15068(13) 0.0812(8) Uani 1 1 d . . . . .
C11R C 1.1786(3) 0.83335(18) -0.03705(18) 0.0437(8) Uani 1 1 d . . . . .
C12R C 1.1162(3) 0.87792(17) 0.02589(17) 0.0408(8) Uani 1 1 d . . . . .
C13R C 1.0251(3) 0.85813(17) 0.07538(18) 0.0465(8) Uani 1 1 d . . . . .
H13A H 0.989181 0.809451 0.076227 0.056 Uiso 1 1 calc R U . . .
N14R N 0.9934(2) 0.92043(14) 0.12405(14) 0.0448(6) Uani 1 1 d . . . . .
C15R C 1.0665(3) 0.97666(18) 0.10408(19) 0.0475(8) Uani 1 1 d . . . . .
H15A H 1.065708 1.025969 0.128474 0.057 Uiso 1 1 calc R U . . .
N16R N 1.1421(2) 0.95476(13) 0.04474(15) 0.0432(6) Uani 1 1 d . . . . .
C17R C 1.2432(3) 0.99977(19) 0.0179(2) 0.0618(10) Uani 1 1 d . . . . .
H17A H 1.228572 1.054670 0.028023 0.074 Uiso 1 1 calc R U . . .
H17B H 1.253999 0.992655 -0.042255 0.074 Uiso 1 1 calc R U . . .
C18R C 1.3538(4) 0.9757(3) 0.0644(3) 0.1044(15) Uani 1 1 d . . . . .
H18A H 1.371674 0.922293 0.048996 0.125 Uiso 1 1 calc R U . . .
H18B H 1.417737 1.008011 0.044693 0.125 Uiso 1 1 calc R U . . .
C19R C 1.3509(5) 0.9807(3) 0.1573(4) 0.146(2) Uani 1 1 d . . . . .
H19A H 1.425079 0.964147 0.180430 0.219 Uiso 1 1 calc R U . . .
H19B H 1.335951 1.033560 0.173887 0.219 Uiso 1 1 calc R U . . .
H19C H 1.289755 0.947594 0.178202 0.219 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
Cu O1 1.938(2) . ?
Cu O2 1.949(2) . ?
Cu N14R 1.956(2) . ?
Cu O4 1.970(2) . ?
Cu O3 2.217(2) . ?
O1 C2 1.250(4) . ?
C1 F1A 1.206(17) . ?
C1 F1 1.240(18) . ?
C1 F3A 1.246(13) . ?
C1 F2 1.271(16) . ?
C1 F3 1.344(12) . ?
C1 F2A 1.405(13) . ?
C1 C2 1.545(6) . ?
C2 C3 1.364(4) . ?
C3 C4 1.380(4) . ?
C4 O2 1.248(3) . ?
C4 C5 1.538(5) . ?
C5 F4 1.256(15) . ?
C5 F6A 1.265(14) . ?
C5 F4A 1.274(11) . ?
C5 F5 1.294(14) . ?
C5 F6 1.301(11) . ?
C5 F5A 1.303(15) . ?
O3 C7 1.228(4) . ?
C6 F7A 1.16(3) . ?
C6 F9A 1.23(2) . ?
C6 F8 1.28(2) . ?
C6 F9 1.29(2) . ?
C6 F8A 1.30(2) . ?
C6 F7 1.45(2) . ?
C6 C7 1.541(6) . ?
C7 C8 1.389(5) . ?
C8 C9 1.380(4) . ?
C9 O4 1.249(4) . ?
C9 C10 1.523(5) . ?
C10 F12 1.193(12) . ?
C10 F11A 1.215(11) . ?
C10 F10A 1.251(15) . ?
C10 F10 1.295(16) . ?
C10 F12A 1.438(15) . ?
C10 F11 1.491(14) . ?
O1R N2R 1.259(3) . ?
N2R C11R 1.346(4) . ?
N2R C3R 1.502(3) . ?
C3R C5R 1.511(5) . ?
C3R C4R 1.516(4) . ?
C3R C6R 1.547(4) . ?
C6R N9R 1.495(3) . ?
C6R C8R 1.499(4) . ?
C6R C7R 1.533(5) . ?
N9R O10R 1.277(3) . ?
N9R C11R 1.332(3) . ?
C11R C12R 1.448(4) . ?
C12R C13R 1.351(4) . ?
C12R N16R 1.383(3) . ?
C13R N14R 1.368(3) . ?
N14R C15R 1.315(3) . ?
C15R N16R 1.335(3) . ?
N16R C17R 1.454(3) . ?
C17R C18R 1.509(5) . ?
C18R C19R 1.475(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu O2 92.02(9) . . ?
O1 Cu N14R 169.20(10) . . ?
O2 Cu N14R 89.33(9) . . ?
O1 Cu O4 87.10(9) . . ?
O2 Cu O4 178.07(9) . . ?
N14R Cu O4 91.21(9) . . ?
O1 Cu O3 88.64(9) . . ?
O2 Cu O3 94.80(9) . . ?
N14R Cu O3 101.93(10) . . ?
O4 Cu O3 86.90(9) . . ?
C2 O1 Cu 124.9(2) . . ?
F1A C1 F3A 117.6(15) . . ?
F1 C1 F2 111.5(15) . . ?
F1 C1 F3 106.8(17) . . ?
F2 C1 F3 101.6(10) . . ?
F1A C1 F2A 103.9(13) . . ?
F3A C1 F2A 100.0(13) . . ?
F1A C1 C2 115.2(9) . . ?
F1 C1 C2 114.6(9) . . ?
F3A C1 C2 114.0(9) . . ?
F2 C1 C2 112.4(11) . . ?
F3 C1 C2 108.8(6) . . ?
F2A C1 C2 102.8(7) . . ?
O1 C2 C3 128.2(3) . . ?
O1 C2 C1 112.6(4) . . ?
C3 C2 C1 119.2(4) . . ?
C2 C3 C4 122.0(3) . . ?
O2 C4 C3 127.9(3) . . ?
O2 C4 C5 113.5(3) . . ?
C3 C4 C5 118.6(3) . . ?
F6A C5 F4A 105.1(9) . . ?
F4 C5 F5 109.7(12) . . ?
F4 C5 F6 106.9(11) . . ?
F5 C5 F6 105.1(11) . . ?
F6A C5 F5A 104.3(11) . . ?
F4A C5 F5A 109.7(11) . . ?
F4 C5 C4 111.2(8) . . ?
F6A C5 C4 111.5(8) . . ?
F4A C5 C4 112.2(7) . . ?
F5 C5 C4 108.7(8) . . ?
F6 C5 C4 115.0(7) . . ?
F5A C5 C4 113.4(8) . . ?
C4 O2 Cu 124.7(2) . . ?
C7 O3 Cu 118.2(2) . . ?
F7A C6 F9A 100(2) . . ?
F8 C6 F9 109.8(17) . . ?
F7A C6 F8A 103(2) . . ?
F9A C6 F8A 113.2(16) . . ?
F8 C6 F7 97.1(15) . . ?
F9 C6 F7 117.8(14) . . ?
F7A C6 C7 111.3(15) . . ?
F9A C6 C7 115.1(10) . . ?
F8 C6 C7 115.0(11) . . ?
F9 C6 C7 110.1(10) . . ?
F8A C6 C7 112.6(11) . . ?
F7 C6 C7 106.7(9) . . ?
O3 C7 C8 128.5(3) . . ?
O3 C7 C6 114.1(4) . . ?
C8 C7 C6 117.4(4) . . ?
C9 C8 C7 123.1(3) . . ?
O4 C9 C8 129.1(3) . . ?
O4 C9 C10 114.5(4) . . ?
C8 C9 C10 116.4(4) . . ?
F11A C10 F10A 110.8(12) . . ?
F12 C10 F10 113.5(12) . . ?
F11A C10 F12A 102.4(10) . . ?
F10A C10 F12A 104.9(13) . . ?
F12 C10 F11 102.1(11) . . ?
F10 C10 F11 102.6(10) . . ?
F12 C10 C9 119.0(7) . . ?
F11A C10 C9 116.0(7) . . ?
F10A C10 C9 115.1(8) . . ?
F10 C10 C9 113.4(9) . . ?
F12A C10 C9 106.1(8) . . ?
F11 C10 C9 103.4(7) . . ?
C9 O4 Cu 124.7(2) . . ?
O1R N2R C11R 125.8(3) . . ?
O1R N2R C3R 122.4(2) . . ?
C11R N2R C3R 111.6(2) . . ?
N2R C3R C5R 105.1(3) . . ?
N2R C3R C4R 109.2(3) . . ?
C5R C3R C4R 109.8(3) . . ?
N2R C3R C6R 101.9(2) . . ?
C5R C3R C6R 115.0(3) . . ?
C4R C3R C6R 114.9(3) . . ?
N9R C6R C8R 110.1(3) . . ?
N9R C6R C7R 105.0(3) . . ?
C8R C6R C7R 111.1(3) . . ?
N9R C6R C3R 101.4(2) . . ?
C8R C6R C3R 114.9(3) . . ?
C7R C6R C3R 113.4(3) . . ?
O10R N9R C11R 125.3(2) . . ?
O10R N9R C6R 121.9(2) . . ?
C11R N9R C6R 112.7(3) . . ?
N9R C11R N2R 109.6(3) . . ?
N9R C11R C12R 125.6(3) . . ?
N2R C11R C12R 124.8(3) . . ?
C13R C12R N16R 106.1(2) . . ?
C13R C12R C11R 130.7(3) . . ?
N16R C12R C11R 123.2(3) . . ?
C12R C13R N14R 109.8(3) . . ?
C15R N14R C13R 105.4(2) . . ?
C15R N14R Cu 124.1(2) . . ?
C13R N14R Cu 130.5(2) . . ?
N14R C15R N16R 112.2(3) . . ?
C15R N16R C12R 106.4(2) . . ?
C15R N16R C17R 125.1(3) . . ?
C12R N16R C17R 127.6(2) . . ?
N16R C17R C18R 111.9(3) . . ?
C19R C18R C17R 116.2(4) . . ?

_refine_diff_density_max         0.234
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_z150
_database_code_depnum_ccdc_archive 'CCDC 2350247'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H27 Cu F12 N4 O6.50'
_chemical_formula_weight         779.04

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.9206(10)
_cell_length_b                   45.728(2)
_cell_length_c                   12.1832(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12769.5(10)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2749
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      17.35

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_F_000             6304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.801
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29755
_diffrn_reflns_av_unetI/netI     0.1682
_diffrn_reflns_av_R_equivalents  0.1061
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -57
_diffrn_reflns_limit_k_max       60
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.781
_diffrn_reflns_theta_max         28.794
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             8011
_reflns_number_gt                3392
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.856
_reflns_Friedel_fraction_max     0.928
_reflns_Friedel_fraction_full    0.975

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0271P)²+7.5644P] 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 
; 
 Flack x determined using 1059 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.022(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8011
_refine_ls_number_parameters     490
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1877
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1057
_refine_ls_wR_factor_gt          0.0804
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.973
_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
Cu Cu -0.35295(4) -0.09338(2) 0.40186(9) 0.0454(3) Uani 1 1 d . . . . .
O1 O -0.4248(2) -0.09436(11) 0.2701(5) 0.0539(16) Uani 1 1 d . . . . .
C1 C -0.4818(5) -0.0735(3) 0.1298(11) 0.078(3) Uani 1 1 d . . . . .
F1 F -0.5260(9) -0.0565(6) 0.1278(16) 0.126(8) Uani 0.5 1 d . . P A 1
F2 F -0.4471(6) -0.0609(3) 0.0381(10) 0.085(4) Uani 0.5 1 d . . P A 1
F1A F -0.5394(6) -0.0793(4) 0.1765(14) 0.114(6) Uani 0.5 1 d . . P A 2
F2A F -0.4894(9) -0.0522(4) 0.0743(13) 0.085(5) Uani 0.5 1 d . . P A 2
F3 F -0.4838(3) -0.09888(14) 0.0868(5) 0.113(2) Uani 1 1 d . . . . .
C2 C -0.4432(3) -0.0709(2) 0.2321(7) 0.049(2) Uani 1 1 d . . . . .
C3 C -0.4337(3) -0.04244(16) 0.2720(7) 0.047(2) Uani 1 1 d . . . . .
H3A H -0.447217 -0.026737 0.230690 0.056 Uiso 1 1 calc R U . . .
C4 C -0.4055(3) -0.03672(14) 0.3688(7) 0.045(2) Uani 1 1 d . . . . .
C5 C -0.4031(3) -0.00477(16) 0.4072(9) 0.053(2) Uani 1 1 d . . . . .
F4 F -0.34852(19) 0.00545(7) 0.4021(5) 0.0701(12) Uani 1 1 d . . . . .
F5 F -0.4349(2) 0.01323(8) 0.3454(4) 0.0763(16) Uani 1 1 d . . . . .
F6 F -0.4208(3) -0.00215(10) 0.5094(5) 0.0904(18) Uani 1 1 d . . . . .
O2 O -0.3797(2) -0.05379(9) 0.4350(4) 0.0449(14) Uani 1 1 d . . . . .
O3 O -0.3002(2) -0.07596(10) 0.2944(5) 0.0491(14) Uani 1 1 d . . . . .
C6 C -0.2510(4) -0.0687(2) 0.1293(9) 0.075(3) Uani 1 1 d . . . . .
F7 F -0.2897(2) -0.05126(12) 0.0822(5) 0.0960(19) Uani 1 1 d . . . . .
F8 F -0.2110(2) -0.05221(11) 0.1793(5) 0.0959(18) Uani 1 1 d . . . . .
F9 F -0.2235(2) -0.08264(12) 0.0491(5) 0.101(2) Uani 1 1 d . . . . .
C7 C -0.2818(3) -0.08909(19) 0.2107(8) 0.049(2) Uani 1 1 d . . . . .
C8 C -0.2851(3) -0.11855(18) 0.1847(8) 0.062(3) Uani 1 1 d . . . . .
H8A H -0.270139 -0.125438 0.118634 0.074 Uiso 1 1 calc R U . . .
C9 C -0.3111(3) -0.13766(18) 0.2586(9) 0.056(3) Uani 1 1 d . . . . .
C10 C -0.3144(5) -0.1697(2) 0.2238(12) 0.087(4) Uani 1 1 d . . . . .
F10 F -0.2666(2) -0.18122(9) 0.2046(5) 0.089(2) Uani 1 1 d . . . . .
F11 F -0.3577(3) -0.18169(13) 0.2309(9) 0.149(4) Uani 1 1 d . . . . .
F12 F -0.3099(7) -0.1886(2) 0.3354(12) 0.122(5) Uani 0.5 1 d . . P B 1
F12A F -0.3246(6) -0.16988(19) 0.0987(10) 0.092(4) Uani 0.5 1 d . . P B 2
O4 O -0.3332(2) -0.13285(10) 0.3507(5) 0.0523(15) Uani 1 1 d . . . . .
O1R O -0.5264(3) -0.15744(12) 0.7932(5) 0.0650(18) Uani 1 1 d . . . . .
N2R N -0.4819(3) -0.17371(16) 0.7825(7) 0.069(2) Uani 1 1 d . . . . .
C3R C -0.4713(4) -0.2014(2) 0.8489(9) 0.080(3) Uani 1 1 d . . . . .
C4R C -0.4438(4) -0.1907(2) 0.9567(9) 0.099(4) Uani 1 1 d . . . . .
H4RA H -0.407556 -0.180988 0.941069 0.148 Uiso 1 1 calc R U . . .
H4RB H -0.469906 -0.177212 0.992029 0.148 Uiso 1 1 calc R U . . .
H4RC H -0.436772 -0.207028 1.004180 0.148 Uiso 1 1 calc R U . . .
C5R C -0.5285(4) -0.21674(19) 0.8728(9) 0.087(3) Uani 1 1 d . . . . .
H5RA H -0.551606 -0.204843 0.921115 0.131 Uiso 1 1 calc R U . . .
H5RB H -0.549338 -0.219804 0.805420 0.131 Uiso 1 1 calc R U . . .
H5RC H -0.520926 -0.235254 0.907094 0.131 Uiso 1 1 calc R U . . .
C6R C -0.4285(4) -0.2176(2) 0.7720(9) 0.081(3) Uani 1 1 d . . . . .
C7R C -0.3824(4) -0.2368(2) 0.8268(10) 0.104(4) Uani 1 1 d . . . . .
H7RA H -0.401075 -0.253142 0.861906 0.156 Uiso 1 1 calc R U . . .
H7RB H -0.355620 -0.243872 0.772275 0.156 Uiso 1 1 calc R U . . .
H7RC H -0.361598 -0.225590 0.880544 0.156 Uiso 1 1 calc R U . . .
C8R C -0.4587(4) -0.23431(19) 0.6807(9) 0.090(4) Uani 1 1 d . . . . .
H8RA H -0.478312 -0.251029 0.710951 0.136 Uiso 1 1 calc R U . . .
H8RB H -0.486675 -0.221816 0.645479 0.136 Uiso 1 1 calc R U . . .
H8RC H -0.430294 -0.240656 0.628005 0.136 Uiso 1 1 calc R U . . .
N9R N -0.3995(3) -0.19217(17) 0.7172(7) 0.075(2) Uani 1 1 d . . . . .
O10R O -0.3520(2) -0.19412(13) 0.6628(6) 0.082(2) Uani 1 1 d . . . . .
C11R C -0.4349(4) -0.16773(19) 0.7196(8) 0.069(3) Uani 1 1 d . . . . .
C12R C -0.4228(3) -0.14207(17) 0.6552(9) 0.054(2) Uani 1 1 d . . . . .
C13R C -0.3980(3) -0.13960(15) 0.5550(8) 0.047(2) Uani 1 1 d . . . . .
H13A H -0.384827 -0.155115 0.512306 0.056 Uiso 1 1 calc R U . . .
N14R N -0.3951(2) -0.11045(12) 0.5259(6) 0.0420(16) Uani 1 1 d . . . . .
C15R C -0.4164(4) -0.09600(19) 0.6096(8) 0.057(3) Uani 1 1 d . . . . .
H15A H -0.418924 -0.075715 0.612212 0.069 Uiso 1 1 calc R U . . .
N16R N -0.4342(3) -0.11368(16) 0.6916(7) 0.061(2) Uani 1 1 d . . . . .
C17R C -0.4479(5) -0.1037(3) 0.8019(9) 0.106(4) Uani 1 1 d . . . . .
H17A H -0.442076 -0.119841 0.852246 0.128 Uiso 1 1 calc R U . C 1
H17B H -0.488934 -0.098506 0.804348 0.128 Uiso 1 1 calc R U . C 1
C18R C -0.4133(7) -0.0782(4) 0.8419(16) 0.076(4) Uani 0.5 1 d . . P D 1
H18A H -0.426930 -0.071186 0.912527 0.114 Uiso 0.5 1 calc R U P D 1
H18B H -0.413033 -0.062218 0.789481 0.114 Uiso 0.5 1 calc R U P D 1
C18A C -0.3894(8) -0.1145(4) 0.8803(16) 0.076(4) Uani 0.5 1 d . . P D 2
H18D H -0.398366 -0.112802 0.957849 0.091 Uiso 0.5 1 calc R U P D 2
H18E H -0.379222 -0.134696 0.864596 0.091 Uiso 0.5 1 calc R U P D 2
C19R C -0.3433(6) -0.0958(3) 0.8518(9) 0.147(5) Uani 1 1 d . . . . .
H19A H -0.314809 -0.081968 0.877371 0.220 Uiso 1 1 calc R U . D 1
H19B H -0.345685 -0.111819 0.902465 0.220 Uiso 1 1 calc R U . D 1
H19C H -0.331952 -0.102957 0.780878 0.220 Uiso 1 1 calc R U . D 1
O1U O -0.5521(5) 0.0378(2) 0.7379(9) 0.064(3) Uani 0.5 1 d D . P E -1
C2U C -0.5733(8) 0.0149(4) 0.8066(16) 0.067(6) Uani 0.5 1 d D . P E -1
H2UA H -0.597092 0.001307 0.765236 0.081 Uiso 0.5 1 calc R U P E -1
H2UB H -0.596035 0.022714 0.866989 0.081 Uiso 0.5 1 calc R U P E -1
C3U C -0.5191(12) 0.0006(12) 0.8470(18) 0.104(16) Uani 0.5 1 d D . P E -1
H3UA H -0.503228 0.011118 0.909460 0.125 Uiso 0.5 1 calc R U P E -1
H3UB H -0.526683 -0.019428 0.868444 0.125 Uiso 0.5 1 calc R U P E -1
C4U C -0.4785(7) 0.0017(4) 0.7535(17) 0.062(6) Uani 0.5 1 d D . P E -1
H4UA H -0.485917 -0.014018 0.701981 0.074 Uiso 0.5 1 calc R U P E -1
H4UB H -0.438231 0.000811 0.777598 0.074 Uiso 0.5 1 calc R U P E -1
C5U C -0.4925(6) 0.0306(3) 0.7050(15) 0.066(5) Uani 0.5 1 d D . P E -1
H5UA H -0.489592 0.029692 0.625629 0.079 Uiso 0.5 1 calc R U P E -1
H5UB H -0.465480 0.045275 0.731600 0.079 Uiso 0.5 1 calc R U P E -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N14R 1.957(6) . ?
Cu O3 1.952(5) . ?
Cu O2 1.953(4) . ?
Cu O4 1.963(5) . ?
Cu O1 2.300(5) . ?
Cu O1R 2.458(6) 7_544 ?
O1 C2 1.242(9) . ?
C1 F2A 1.199(16) . ?
C1 F1 1.279(17) . ?
C1 F3 1.273(11) . ?
C1 F2 1.488(18) . ?
C1 F1A 1.462(18) . ?
C1 C2 1.534(12) . ?
C2 C3 1.406(10) . ?
C3 C4 1.369(10) . ?
C4 O2 1.269(8) . ?
C4 C5 1.535(10) . ?
C5 F6 1.315(9) . ?
C5 F4 1.337(7) . ?
C5 F5 1.333(8) . ?
O3 C7 1.256(10) . ?
C6 F7 1.323(10) . ?
C6 F9 1.326(10) . ?
C6 F8 1.334(10) . ?
C6 C7 1.534(12) . ?
C7 C8 1.386(10) . ?
C8 C9 1.389(11) . ?
C9 O4 1.251(10) . ?
C9 C10 1.526(12) . ?
C10 F11 1.138(10) . ?
C10 F10 1.239(10) . ?
C10 F12A 1.542(15) . ?
C10 F12 1.615(17) . ?
F11 F12 1.709(16) . ?
O1R N2R 1.270(8) . ?
N2R C11R 1.349(11) . ?
N2R C3R 1.524(11) . ?
C3R C5R 1.515(11) . ?
C3R C6R 1.544(14) . ?
C3R C4R 1.537(13) . ?
C6R N9R 1.498(10) . ?
C6R C7R 1.528(11) . ?
C6R C8R 1.516(13) . ?
N9R O10R 1.278(8) . ?
N9R C11R 1.382(11) . ?
C11R C12R 1.439(12) . ?
C12R C13R 1.351(11) . ?
C12R N16R 1.397(9) . ?
C13R N14R 1.381(8) . ?
N14R C15R 1.309(10) . ?
C15R N16R 1.348(10) . ?
N16R C17R 1.454(12) . ?
C17R C18R 1.492(17) . ?
C17R C18A 1.72(2) . ?
C18R C19R 1.80(2) . ?
C18A C19R 1.404(18) . ?
O1U C5U 1.462(15) . ?
O1U C2U 1.425(15) . ?
C2U C3U 1.49(2) . ?
C3U C4U 1.47(2) . ?
C4U C5U 1.480(18) . ?

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
N14R Cu O3 170.7(2) . . ?
N14R Cu O2 93.2(2) . . ?
O3 Cu O2 87.4(2) . . ?
N14R Cu O4 89.5(3) . . ?
O3 Cu O4 91.1(2) . . ?
O2 Cu O4 172.1(2) . . ?
N14R Cu O1 100.2(2) . . ?
O3 Cu O1 89.1(2) . . ?
O2 Cu O1 86.44(19) . . ?
O4 Cu O1 85.74(19) . . ?
N14R Cu O1R 79.5(2) . 7_544 ?
O3 Cu O1R 91.2(2) . 7_544 ?
O2 Cu O1R 93.72(19) . 7_544 ?
O4 Cu O1R 94.11(19) . 7_544 ?
O1 Cu O1R 179.7(2) . 7_544 ?
C2 O1 Cu 119.1(5) . . ?
F2A C1 F3 120.2(14) . . ?
F1 C1 F3 121.2(14) . . ?
F1 C1 F2 99.9(19) . . ?
F3 C1 F2 93.6(10) . . ?
F2A C1 F1A 103.6(14) . . ?
F3 C1 F1A 87.9(11) . . ?
F2A C1 C2 118.6(12) . . ?
F1 C1 C2 115.2(12) . . ?
F3 C1 C2 115.2(9) . . ?
F2 C1 C2 105.7(9) . . ?
F1A C1 C2 102.7(11) . . ?
O1 C2 C3 128.2(8) . . ?
O1 C2 C1 115.5(8) . . ?
C3 C2 C1 116.3(8) . . ?
O1 C2 Cu 40.4(4) . . ?
C3 C2 Cu 88.5(5) . . ?
C1 C2 Cu 154.3(7) . . ?
C4 C3 C2 123.2(7) . . ?
O2 C4 C3 130.6(6) . . ?
O2 C4 C5 112.0(7) . . ?
C3 C4 C5 117.5(7) . . ?
O2 C4 Cu 33.3(3) . . ?
C3 C4 Cu 98.4(5) . . ?
C5 C4 Cu 142.8(6) . . ?
F6 C5 F4 107.5(8) . . ?
F6 C5 F5 108.1(7) . . ?
F4 C5 F5 105.7(7) . . ?
F6 C5 C4 111.4(7) . . ?
F4 C5 C4 110.7(6) . . ?
F5 C5 C4 113.3(7) . . ?
C4 O2 Cu 125.8(5) . . ?
C7 O3 Cu 123.9(5) . . ?
F7 C6 F9 106.8(9) . . ?
F7 C6 F8 108.7(9) . . ?
F9 C6 F8 106.4(8) . . ?
F7 C6 C7 109.7(7) . . ?
F9 C6 C7 113.6(9) . . ?
F8 C6 C7 111.4(9) . . ?
O3 C7 C8 129.1(9) . . ?
O3 C7 C6 112.8(8) . . ?
C8 C7 C6 118.0(9) . . ?
O3 C7 Cu 34.6(4) . . ?
C8 C7 Cu 95.0(6) . . ?
C6 C7 Cu 146.4(6) . . ?
C7 C8 C9 119.2(8) . . ?
O4 C9 C8 130.1(8) . . ?
O4 C9 C10 113.5(9) . . ?
C8 C9 C10 116.4(10) . . ?
O4 C9 Cu 35.6(4) . . ?
C8 C9 Cu 95.4(5) . . ?
C10 C9 Cu 146.9(8) . . ?
F11 C10 F10 125.5(10) . . ?
F11 C10 C9 119.0(9) . . ?
F10 C10 C9 114.7(8) . . ?
F11 C10 F12A 86.5(11) . . ?
F10 C10 F12A 86.9(10) . . ?
C9 C10 F12A 106.7(10) . . ?
F11 C10 F12 74.5(10) . . ?
F10 C10 F12 82.8(9) . . ?
C9 C10 F12 106.1(10) . . ?
C10 F11 F12 65.6(9) . . ?
C10 F12 F11 39.9(5) . . ?
C9 O4 Cu 122.7(6) . . ?
N2R O1R Cu 120.7(5) . 15_445 ?
O1R N2R C11R 125.5(7) . . ?
O1R N2R C3R 124.2(8) . . ?
C11R N2R C3R 110.1(7) . . ?
C5R C3R C6R 116.4(9) . . ?
C5R C3R N2R 110.4(7) . . ?
C6R C3R N2R 100.2(8) . . ?
C5R C3R C4R 109.8(9) . . ?
C6R C3R C4R 114.3(8) . . ?
N2R C3R C4R 104.6(8) . . ?
N9R C6R C3R 100.4(8) . . ?
N9R C6R C7R 109.5(7) . . ?
C3R C6R C7R 116.7(9) . . ?
N9R C6R C8R 105.5(8) . . ?
C3R C6R C8R 113.4(7) . . ?
C7R C6R C8R 110.3(9) . . ?
O10R N9R C11R 124.7(8) . . ?
O10R N9R C6R 123.8(8) . . ?
C11R N9R C6R 110.9(8) . . ?
N2R C11R N9R 108.5(8) . . ?
N2R C11R C12R 129.0(9) . . ?
N9R C11R C12R 122.2(10) . . ?
C13R C12R N16R 106.7(7) . . ?
C13R C12R C11R 130.0(9) . . ?
N16R C12R C11R 123.2(10) . . ?
C12R C13R N14R 109.4(7) . . ?
C12R C13R Cu 139.9(6) . . ?
N14R C13R Cu 31.2(4) . . ?
C15R N14R C13R 105.7(7) . . ?
C15R N14R Cu 125.7(6) . . ?
C13R N14R Cu 127.4(6) . . ?
N14R C15R N16R 112.8(8) . . ?
N14R C15R Cu 32.9(4) . . ?
N16R C15R Cu 144.8(6) . . ?
C15R N16R C12R 105.4(8) . . ?
C15R N16R C17R 124.2(8) . . ?
C12R N16R C17R 128.8(9) . . ?
N16R C17R C18R 115.6(11) . . ?
N16R C17R C18A 104.7(10) . . ?
C17R C18R C19R 98.5(11) . . ?
C19R C18A C17R 105.9(12) . . ?
C5U O1U C2U 108.2(12) . . ?
O1U C2U C3U 103(2) . . ?
C4U C3U C2U 104.8(17) . . ?
C3U C4U C5U 102(2) . . ?
C4U C5U O1U 107.2(12) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C3U^a H3UB^a O10R 0.97 2.46 3.31(5) 145.8 15_445 yes

_refine_diff_density_max         0.307
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.068



####################################################################### 
# 
# 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_200
_database_code_depnum_ccdc_archive 'CCDC 2350248'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H27 Cu F12 N4 O6.50'
_chemical_formula_weight         779.04

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.625(4)
_cell_length_b                   45.441(7)
_cell_length_c                   12.789(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13149(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    2173
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      18.32

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_F_000             6304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    0.778
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_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      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28221
_diffrn_reflns_av_unetI/netI     0.1318
_diffrn_reflns_av_R_equivalents  0.1136
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -56
_diffrn_reflns_limit_k_max       59
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.270
_diffrn_reflns_theta_max         28.299
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             8061
_reflns_number_gt                3771
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.904
_reflns_Friedel_fraction_max     0.980
_reflns_Friedel_fraction_full    0.992

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0537P)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_abs_structure_details 
; 
 Flack x determined using 1205 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.005(19)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8061
_refine_ls_number_parameters     560
_refine_ls_number_restraints     279
_refine_ls_R_factor_all          0.1579
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1395
_refine_ls_wR_factor_gt          0.1066
_refine_ls_goodness_of_fit_ref   0.945
_refine_ls_restrained_S_all      0.936
_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
Cu Cu 0.35201(4) 0.40618(2) 0.59526(8) 0.0469(3) Uani 1 1 d . . . . .
O1 O 0.3313(3) 0.36606(11) 0.6451(5) 0.0535(14) Uani 1 1 d . . . . .
C1 C 0.3188(5) 0.3290(2) 0.7694(9) 0.068(3) Uani 1 1 d . U . . .
F1A F 0.3272(18) 0.3281(4) 0.8776(14) 0.142(8) Uani 0.5 1 d . U P A 1
F2A F 0.3586(10) 0.3154(4) 0.732(3) 0.104(9) Uani 0.5 1 d . U P A 1
F3A F 0.2698(17) 0.3162(9) 0.764(4) 0.138(16) Uani 0.5 1 d . U P A 1
F1B F 0.3659(9) 0.3239(5) 0.820(3) 0.134(9) Uani 0.5 1 d . U P A 2
F2B F 0.3210(18) 0.3112(4) 0.6776(16) 0.148(10) Uani 0.5 1 d . U P A 2
F3B F 0.2736(14) 0.3186(8) 0.813(3) 0.096(14) Uani 0.5 1 d . U P A 2
C2 C 0.3135(4) 0.36119(17) 0.7348(7) 0.048(2) Uani 1 1 d . . . . .
C3 C 0.2892(4) 0.3808(2) 0.8051(7) 0.055(2) Uani 1 1 d . . . . .
H3 H 0.276206 0.373885 0.871265 0.066 Uiso 1 1 calc R U . . .
C4 C 0.2834(4) 0.41031(19) 0.7814(7) 0.047(2) Uani 1 1 d . . . . .
C5 C 0.2545(4) 0.4307(2) 0.8627(8) 0.066(3) Uani 1 1 d . . . . .
F4 F 0.2297(3) 0.41683(14) 0.9407(5) 0.104(2) Uani 1 1 d . . . . .
F5 F 0.2135(3) 0.44716(14) 0.8191(5) 0.099(2) Uani 1 1 d . . . . .
F6 F 0.2947(3) 0.44825(16) 0.9034(6) 0.133(3) Uani 1 1 d . . . . .
O2 O 0.2995(2) 0.42351(11) 0.6996(4) 0.0487(14) Uani 1 1 d . . . . .
O3 O 0.4263(3) 0.40354(14) 0.7169(6) 0.0679(18) Uani 1 1 d . . . . .
C6 C 0.4807(6) 0.4221(4) 0.8604(12) 0.098(4) Uani 1 1 d . U . . .
F7A F 0.4555(19) 0.3979(12) 0.912(4) 0.185(18) Uani 0.5 1 d . U P B 1
F8A F 0.5318(16) 0.4122(9) 0.840(3) 0.156(14) Uani 0.5 1 d . U P B 1
F9A F 0.4839(16) 0.4453(9) 0.916(3) 0.153(14) Uani 0.5 1 d . U P B 1
F7B F 0.4781(15) 0.3969(10) 0.900(3) 0.114(9) Uani 0.5 1 d . U P B 2
F8B F 0.5366(16) 0.4272(10) 0.837(4) 0.19(2) Uani 0.5 1 d . U P B 2
F9B F 0.4602(18) 0.4385(8) 0.937(3) 0.163(14) Uani 0.5 1 d . U P B 2
C7 C 0.4429(4) 0.4265(2) 0.7590(8) 0.062(3) Uani 1 1 d . . . . .
C8 C 0.4332(4) 0.4557(2) 0.7273(8) 0.062(3) Uani 1 1 d . . . . .
H8 H 0.446207 0.471209 0.771491 0.075 Uiso 1 1 calc R U . . .
C9 C 0.4063(4) 0.46256(19) 0.6369(8) 0.060(2) Uani 1 1 d . . . . .
C10 C 0.4022(6) 0.4956(2) 0.6070(10) 0.084(3) Uani 1 1 d . . . . .
F10 F 0.4313(3) 0.51274(12) 0.6720(7) 0.126(3) Uani 1 1 d . . . . .
F11 F 0.3470(3) 0.50482(12) 0.6115(8) 0.120(3) Uani 1 1 d . . . . .
F12 F 0.4222(5) 0.50002(15) 0.5140(8) 0.178(5) Uani 1 1 d . . . . .
O4 O 0.3814(2) 0.44645(11) 0.5682(4) 0.0515(14) Uani 1 1 d . . . . .
O1R O 0.5253(3) 0.34162(13) 0.2154(5) 0.0554(15) Uani 1 1 d . . . . .
N2R N 0.4784(3) 0.32583(16) 0.2278(6) 0.0562(19) Uani 1 1 d . . . . .
C3R C 0.4668(4) 0.2986(2) 0.1636(8) 0.071(3) Uani 1 1 d . . . . .
C4R C 0.5245(4) 0.2823(2) 0.1439(9) 0.085(3) Uani 1 1 d . . . . .
H4RA H 0.516651 0.264659 0.102129 0.127 Uiso 1 1 calc R U . . .
H4RB H 0.551841 0.295190 0.105898 0.127 Uiso 1 1 calc R U . . .
H4RC H 0.542165 0.276617 0.210825 0.127 Uiso 1 1 calc R U . . .
C5R C 0.4405(5) 0.3091(3) 0.0609(8) 0.089(4) Uani 1 1 d . . . . .
H5RA H 0.432076 0.292147 0.016131 0.134 Uiso 1 1 calc R U . . .
H5RB H 0.403735 0.319889 0.074675 0.134 Uiso 1 1 calc R U . . .
H5RC H 0.468648 0.322172 0.025645 0.134 Uiso 1 1 calc R U . . .
C6R C 0.4225(4) 0.2823(2) 0.2371(9) 0.071(3) Uani 1 1 d . . . . .
C7R C 0.4526(5) 0.2647(2) 0.3232(9) 0.086(3) Uani 1 1 d . . . . .
H7RA H 0.471327 0.247201 0.292774 0.129 Uiso 1 1 calc R U . . .
H7RB H 0.482800 0.276867 0.357083 0.129 Uiso 1 1 calc R U . . .
H7RC H 0.423204 0.258588 0.375073 0.129 Uiso 1 1 calc R U . . .
C8R C 0.3745(4) 0.2647(2) 0.1809(10) 0.098(4) Uani 1 1 d . . . . .
H8RA H 0.392382 0.247550 0.146983 0.147 Uiso 1 1 calc R U . . .
H8RB H 0.344902 0.258165 0.231716 0.147 Uiso 1 1 calc R U . . .
H8RC H 0.355596 0.277154 0.128046 0.147 Uiso 1 1 calc R U . . .
N9R N 0.3947(3) 0.30892(18) 0.2896(7) 0.067(2) Uani 1 1 d . . . . .
O10R O 0.3468(3) 0.30727(14) 0.3412(6) 0.080(2) Uani 1 1 d . . . . .
C11R C 0.4321(4) 0.33256(18) 0.2887(7) 0.051(2) Uani 1 1 d . . . . .
C12R C 0.4216(3) 0.35846(16) 0.3507(7) 0.0451(18) Uani 1 1 d . . . . .
C13R C 0.3960(3) 0.36088(16) 0.4454(6) 0.0407(19) Uani 1 1 d . . . . .
H13R H 0.381548 0.344852 0.485687 0.049 Uiso 1 1 calc R U . . .
N14R N 0.3939(3) 0.38973(13) 0.4752(5) 0.0426(15) Uani 1 1 d . . . . .
C15R C 0.4170(4) 0.40448(19) 0.3969(7) 0.051(2) Uani 1 1 d . . . . .
H15R H 0.420294 0.425315 0.395384 0.061 Uiso 1 1 calc R U . . .
N16R N 0.4353(3) 0.38695(15) 0.3199(5) 0.0542(19) Uani 1 1 d . . . . .
C17A C 0.4516(6) 0.3974(3) 0.2136(10) 0.093(4) Uani 0.72(2) 1 d D . P C 1
H17A H 0.486207 0.386226 0.187733 0.112 Uiso 0.72(2) 1 calc R U P C 1
H17B H 0.462416 0.418495 0.216329 0.112 Uiso 0.72(2) 1 calc R U P C 1
C18A C 0.3975(11) 0.3929(5) 0.1369(15) 0.129(7) Uani 0.72(2) 1 d D U P C 1
H18A H 0.386645 0.371784 0.135373 0.154 Uiso 0.72(2) 1 calc R U P C 1
H18B H 0.409309 0.398712 0.065316 0.154 Uiso 0.72(2) 1 calc R U P C 1
C19A C 0.3416(12) 0.4117(8) 0.171(3) 0.148(10) Uani 0.72(2) 1 d D U P C 1
H19A H 0.309161 0.408289 0.122222 0.222 Uiso 0.72(2) 1 calc R U P C 1
H19B H 0.329306 0.405693 0.241814 0.222 Uiso 0.72(2) 1 calc R U P C 1
H19C H 0.351961 0.432611 0.171785 0.222 Uiso 0.72(2) 1 calc R U P C 1
C17B C 0.4516(6) 0.3974(3) 0.2136(10) 0.093(4) Uani 0.28(2) 1 d D . P C 2
H17C H 0.491293 0.406498 0.217710 0.112 Uiso 0.28(2) 1 calc R U P C 2
H17D H 0.454879 0.380011 0.167323 0.112 Uiso 0.28(2) 1 calc R U P C 2
C18B C 0.411(2) 0.4186(12) 0.164(4) 0.129(7) Uani 0.28(2) 1 d D U P C 2
H18C H 0.428729 0.426131 0.097853 0.154 Uiso 0.28(2) 1 calc R U P C 2
H18D H 0.404026 0.435540 0.210865 0.154 Uiso 0.28(2) 1 calc R U P C 2
C19B C 0.353(3) 0.402(2) 0.141(9) 0.148(10) Uani 0.28(2) 1 d D U P C 2
H19D H 0.325040 0.415690 0.107795 0.222 Uiso 0.28(2) 1 calc R U P C 2
H19E H 0.360968 0.385588 0.094425 0.222 Uiso 0.28(2) 1 calc R U P C 2
H19F H 0.336376 0.394955 0.206929 0.222 Uiso 0.28(2) 1 calc R U P C 2
O1SA O 0.5710(18) 0.5046(8) 0.298(3) 0.122(10) Uani 0.25 1 d D U P D -1
C2SA C 0.520(3) 0.4853(13) 0.286(5) 0.100(12) Uani 0.25 1 d D U P D -1
H2SA H 0.496242 0.485809 0.350500 0.120 Uiso 0.25 1 calc R U P D -1
H2SB H 0.534236 0.464851 0.275926 0.120 Uiso 0.25 1 calc R U P D -1
C5SA C 0.566(2) 0.5247(11) 0.217(4) 0.093(9) Uani 0.25 1 d D U P D -1
H5SA H 0.599701 0.521874 0.168328 0.112 Uiso 0.25 1 calc R U P D -1
H5SB H 0.568969 0.544855 0.245689 0.112 Uiso 0.25 1 calc R U P D -1
C3SA C 0.481(3) 0.4935(15) 0.194(7) 0.103(14) Uani 0.25 1 d D U P D -1
H3SA H 0.439333 0.496728 0.216286 0.123 Uiso 0.25 1 calc R U P D -1
H3SB H 0.481493 0.478134 0.138783 0.123 Uiso 0.25 1 calc R U P D -1
C4SA C 0.509(2) 0.5223(11) 0.155(4) 0.107(11) Uani 0.25 1 d D U P D -1
H4SA H 0.517609 0.521384 0.079347 0.128 Uiso 0.25 1 calc R U P D -1
H4SB H 0.483339 0.539352 0.169396 0.128 Uiso 0.25 1 calc R U P D -1
O1SB O 0.5440(16) 0.5335(8) 0.278(3) 0.108(9) Uani 0.25 1 d D U P E -2
C2SB C 0.485(2) 0.5278(10) 0.304(5) 0.098(13) Uani 0.25 1 d D U P E -2
H2SC H 0.459236 0.543023 0.273234 0.117 Uiso 0.25 1 calc R U P E -2
H2SD H 0.480420 0.528038 0.380705 0.117 Uiso 0.25 1 calc R U P E -2
C3SB C 0.471(3) 0.4992(12) 0.262(5) 0.096(12) Uani 0.25 1 d D U P E -2
H3SC H 0.429642 0.498858 0.235737 0.115 Uiso 0.25 1 calc R U P E -2
H3SD H 0.475078 0.483810 0.316715 0.115 Uiso 0.25 1 calc R U P E -2
C4SB C 0.514(3) 0.4948(13) 0.177(5) 0.095(12) Uani 0.25 1 d D U P E -2
H4SC H 0.494581 0.498084 0.107939 0.114 Uiso 0.25 1 calc R U P E -2
H4SD H 0.529616 0.474470 0.178231 0.114 Uiso 0.25 1 calc R U P E -2
C5SB C 0.563(3) 0.5173(12) 0.195(5) 0.093(9) Uani 0.25 1 d D U P E -2
H5SC H 0.601124 0.507296 0.211129 0.112 Uiso 0.25 1 calc R U P E -2
H5SD H 0.569040 0.529846 0.132142 0.112 Uiso 0.25 1 calc R U P E -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
Cu N14R 1.954(6) . ?
Cu O2 1.953(5) . ?
Cu O4 1.978(5) . ?
Cu O1 1.987(5) . ?
Cu O3 2.293(7) . ?
Cu O1R 2.404(6) 15_455 ?
O1 C2 1.235(9) . ?
C1 F2A 1.194(18) . ?
C1 F3A 1.25(4) . ?
C1 F3B 1.26(3) . ?
C1 F1B 1.27(2) . ?
C1 F1A 1.40(2) . ?
C1 F2B 1.43(2) . ?
C1 C2 1.533(12) . ?
C2 C3 1.381(11) . ?
C3 C4 1.380(11) . ?
C4 O2 1.259(10) . ?
C4 C5 1.539(13) . ?
C5 F4 1.307(11) . ?
C5 F5 1.315(11) . ?
C5 F6 1.317(11) . ?
O3 C7 1.233(11) . ?
C6 F7B 1.26(5) . ?
C6 F9A 1.27(4) . ?
C6 F8A 1.27(3) . ?
C6 F9B 1.31(4) . ?
C6 F8B 1.32(4) . ?
C6 F7A 1.40(6) . ?
C6 C7 1.567(17) . ?
C7 C8 1.404(14) . ?
C8 C9 1.343(13) . ?
C9 O4 1.275(11) . ?
C9 C10 1.553(13) . ?
C10 F12 1.289(13) . ?
C10 F10 1.315(12) . ?
C10 F11 1.318(11) . ?
O1R N2R 1.292(8) . ?
N2R C11R 1.340(10) . ?
N2R C3R 1.507(11) . ?
C3R C5R 1.519(14) . ?
C3R C4R 1.523(13) . ?
C3R C6R 1.560(14) . ?
C6R N9R 1.518(11) . ?
C6R C7R 1.524(14) . ?
C6R C8R 1.528(13) . ?
N9R O10R 1.270(9) . ?
N9R C11R 1.368(10) . ?
C11R C12R 1.439(11) . ?
C12R C13R 1.347(11) . ?
C12R N16R 1.388(9) . ?
C13R N14R 1.366(9) . ?
N14R C15R 1.312(10) . ?
C15R N16R 1.332(10) . ?
N16R C17B 1.487(12) . ?
N16R C17A 1.487(12) . ?
C17A C18A 1.58(2) . ?
C18A C19A 1.59(3) . ?
C17B C18B 1.47(4) . ?
C18B C19B 1.54(6) . ?
O1SA C5SA 1.39(5) . ?
O1SA C2SA 1.46(4) . ?
C2SA C3SA 1.52(5) . ?
C5SA C4SA 1.51(5) . ?
C3SA C4SA 1.54(4) . ?
O1SB C5SB 1.36(4) . ?
O1SB C2SB 1.39(4) . ?
C2SB C3SB 1.44(4) . ?
C3SB C4SB 1.48(4) . ?
C4SB C5SB 1.54(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
N14R Cu O2 170.7(3) . . ?
N14R Cu O4 93.0(2) . . ?
O2 Cu O4 87.2(2) . . ?
N14R Cu O1 90.9(2) . . ?
O2 Cu O1 90.4(2) . . ?
O4 Cu O1 169.8(3) . . ?
N14R Cu O3 99.1(3) . . ?
O2 Cu O3 90.2(2) . . ?
O4 Cu O3 85.5(2) . . ?
O1 Cu O3 84.7(2) . . ?
N14R Cu O1R 79.8(2) . 15_455 ?
O2 Cu O1R 90.9(2) . 15_455 ?
O4 Cu O1R 94.8(2) . 15_455 ?
O1 Cu O1R 95.1(2) . 15_455 ?
O3 Cu O1R 178.9(3) . 15_455 ?
C2 O1 Cu 122.6(5) . . ?
F2A C1 F3A 114(2) . . ?
F3B C1 F1B 113(2) . . ?
F2A C1 F1A 106.4(18) . . ?
F3A C1 F1A 99(2) . . ?
F3B C1 F2B 100(2) . . ?
F1B C1 F2B 106.8(18) . . ?
F2A C1 C2 115.7(11) . . ?
F3A C1 C2 111(2) . . ?
F3B C1 C2 115.2(17) . . ?
F1B C1 C2 112.7(13) . . ?
F1A C1 C2 108.8(12) . . ?
F2B C1 C2 107.8(12) . . ?
O1 C2 C3 128.2(8) . . ?
O1 C2 C1 114.5(8) . . ?
C3 C2 C1 117.3(8) . . ?
C4 C3 C2 121.5(8) . . ?
O2 C4 C3 128.1(8) . . ?
O2 C4 C5 113.4(7) . . ?
C3 C4 C5 118.5(9) . . ?
F4 C5 F5 107.2(8) . . ?
F4 C5 F6 106.6(9) . . ?
F5 C5 F6 108.1(9) . . ?
F4 C5 C4 114.1(8) . . ?
F5 C5 C4 110.9(8) . . ?
F6 C5 C4 109.8(8) . . ?
C4 O2 Cu 123.5(5) . . ?
C7 O3 Cu 118.4(6) . . ?
F9A C6 F8A 111(3) . . ?
F7B C6 F9B 102(3) . . ?
F7B C6 F8B 107(3) . . ?
F9B C6 F8B 114(3) . . ?
F9A C6 F7A 114(3) . . ?
F8A C6 F7A 101(3) . . ?
F7B C6 C7 115(2) . . ?
F9A C6 C7 113(2) . . ?
F8A C6 C7 112(2) . . ?
F9B C6 C7 110(2) . . ?
F8B C6 C7 108(2) . . ?
F7A C6 C7 106(2) . . ?
O3 C7 C8 128.8(10) . . ?
O3 C7 C6 114.8(10) . . ?
C8 C7 C6 116.4(11) . . ?
C9 C8 C7 122.6(9) . . ?
O4 C9 C8 131.3(9) . . ?
O4 C9 C10 111.0(9) . . ?
C8 C9 C10 117.6(10) . . ?
F12 C10 F10 108.3(10) . . ?
F12 C10 F11 109.0(12) . . ?
F10 C10 F11 105.0(9) . . ?
F12 C10 C9 110.9(9) . . ?
F10 C10 C9 112.7(11) . . ?
F11 C10 C9 110.7(8) . . ?
C9 O4 Cu 124.0(5) . . ?
N2R O1R Cu 122.2(5) . 7_554 ?
O1R N2R C11R 125.9(7) . . ?
O1R N2R C3R 122.2(7) . . ?
C11R N2R C3R 111.5(7) . . ?
N2R C3R C5R 106.3(8) . . ?
N2R C3R C4R 109.9(8) . . ?
C5R C3R C4R 110.2(9) . . ?
N2R C3R C6R 100.0(7) . . ?
C5R C3R C6R 114.8(9) . . ?
C4R C3R C6R 114.8(9) . . ?
N9R C6R C7R 106.6(8) . . ?
N9R C6R C8R 109.3(8) . . ?
C7R C6R C8R 112.4(9) . . ?
N9R C6R C3R 98.9(8) . . ?
C7R C6R C3R 113.4(8) . . ?
C8R C6R C3R 114.9(9) . . ?
O10R N9R C11R 125.4(8) . . ?
O10R N9R C6R 122.4(8) . . ?
C11R N9R C6R 111.4(7) . . ?
N2R C11R N9R 108.0(7) . . ?
N2R C11R C12R 129.5(7) . . ?
N9R C11R C12R 122.3(8) . . ?
C13R C12R N16R 106.0(6) . . ?
C13R C12R C11R 129.3(7) . . ?
N16R C12R C11R 124.7(8) . . ?
C12R C13R N14R 110.1(7) . . ?
C15R N14R C13R 105.3(7) . . ?
C15R N14R Cu 126.7(6) . . ?
C13R N14R Cu 127.1(5) . . ?
N14R C15R N16R 112.4(8) . . ?
C15R N16R C12R 106.2(7) . . ?
C15R N16R C17B 124.2(8) . . ?
C12R N16R C17B 127.8(8) . . ?
C15R N16R C17A 124.2(8) . . ?
C12R N16R C17A 127.8(8) . . ?
N16R C17A C18A 109.4(11) . . ?
C17A C18A C19A 111.9(17) . . ?
C18B C17B N16R 117(2) . . ?
C17B C18B C19B 107(5) . . ?
C5SA O1SA C2SA 104(4) . . ?
O1SA C2SA C3SA 114(4) . . ?
O1SA C5SA C4SA 114(4) . . ?
C2SA C3SA C4SA 102(3) . . ?
C5SA C4SA C3SA 105(4) . . ?
C5SB O1SB C2SB 113(4) . . ?
O1SB C2SB C3SB 107(4) . . ?
C2SB C3SB C4SB 104(3) . . ?
C3SB C4SB C5SB 106(4) . . ?
O1SB C5SB C4SB 104(4) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C4SA^a H4SB^a O10R 0.99 2.23 3.00(6) 133.6 12_554 yes
C4SB^b H4SD^b O10R 0.99 2.37 3.21(5) 142.1 7_554 yes

_refine_diff_density_max         0.428
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.055




# start Validation Reply Form
_vrf_PLAT215_200                 
;
PROBLEM: Disordered F3B has ADP max/min Ratio ..... 4.9 Note
RESPONSE: Disordered CF3 group
;
# 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_523x200s
_database_code_depnum_ccdc_archive 'CCDC 2350249'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24.50 H26 Cu F12 N4 O6.50'
_chemical_formula_weight         772.03

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.5627(15)
_cell_length_b                   45.487(3)
_cell_length_c                   12.7439(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13079.2(15)
_cell_formula_units_Z            16
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6530
_cell_measurement_theta_min      2.54
_cell_measurement_theta_max      22.02

_exptl_crystal_description       block
_exptl_crystal_colour            dark_green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_F_000             6240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.781
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2318
_exptl_absorpt_correction_T_max  0.2711
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37070
_diffrn_reflns_av_unetI/netI     0.0747
_diffrn_reflns_av_R_equivalents  0.0570
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_k_max       60
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.543
_diffrn_reflns_theta_max         28.108
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7943
_reflns_number_gt                4459
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.913
_reflns_Friedel_fraction_max     0.992
_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0399P)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_abs_structure_details 
; 
 Flack x determined using 1645 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.004(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7943
_refine_ls_number_parameters     479
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0888
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.0914
_refine_ls_wR_factor_gt          0.0825
_refine_ls_goodness_of_fit_ref   0.902
_refine_ls_restrained_S_all      0.914
_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
Cu Cu 0.59678(3) 0.34395(2) 0.59393(6) 0.04717(18) Uani 1 1 d . . . . .
O1 O 0.67065(18) 0.34634(9) 0.7170(4) 0.0690(12) Uani 1 1 d . . . . .
C1 C 0.7243(4) 0.3269(3) 0.8599(8) 0.112(3) Uani 1 1 d . . . . .
F1 F 0.7146(4) 0.35240(16) 0.9061(5) 0.189(3) Uani 1 1 d . . . . .
F2 F 0.7146(4) 0.30843(17) 0.9292(5) 0.212(4) Uani 1 1 d . . . . .
F3 F 0.7788(3) 0.3303(2) 0.8415(5) 0.235(4) Uani 1 1 d . . . . .
C2 C 0.6871(3) 0.32367(16) 0.7585(5) 0.0627(16) Uani 1 1 d . . . . .
C3 C 0.6801(3) 0.29489(14) 0.7248(5) 0.0667(17) Uani 1 1 d . . . . .
H3A H 0.695197 0.279447 0.767304 0.080 Uiso 1 1 calc R U . . .
C4 C 0.6526(3) 0.28796(11) 0.6335(6) 0.0585(16) Uani 1 1 d . . . . .
C5 C 0.6512(3) 0.25527(13) 0.5975(8) 0.094(2) Uani 1 1 d . . . . .
F4 F 0.6733(3) 0.25210(9) 0.5046(5) 0.166(3) Uani 1 1 d . . . . .
F5 F 0.5973(2) 0.24473(7) 0.5987(5) 0.1194(15) Uani 1 1 d . . . . .
F6 F 0.6826(2) 0.23779(8) 0.6630(5) 0.1338(19) Uani 1 1 d . . . . .
O2 O 0.62763(17) 0.30396(7) 0.5660(3) 0.0562(10) Uani 1 1 d . . . . .
O3 O 0.54435(15) 0.32615(7) 0.6991(3) 0.0514(9) Uani 1 1 d . . . . .
C6 C 0.5016(3) 0.31879(13) 0.8626(5) 0.0636(16) Uani 1 1 d . . . . .
F7 F 0.5411(2) 0.30097(10) 0.9004(4) 0.1332(19) Uani 1 1 d . . . . .
F8 F 0.4586(2) 0.30244(8) 0.8192(3) 0.0980(13) Uani 1 1 d . . . . .
F9 F 0.4766(2) 0.33221(9) 0.9424(3) 0.1060(14) Uani 1 1 d . . . . .
C7 C 0.5285(2) 0.33911(11) 0.7810(5) 0.0458(13) Uani 1 1 d . . . . .
C8 C 0.5338(2) 0.36875(11) 0.8058(4) 0.0526(14) Uani 1 1 d . . . . .
H8A H 0.520930 0.375516 0.872499 0.063 Uiso 1 1 calc R U . . .
C9 C 0.5575(2) 0.38852(10) 0.7352(5) 0.0466(13) Uani 1 1 d . . . . .
C10 C 0.5628(4) 0.42088(14) 0.7688(6) 0.073(2) Uani 1 1 d . . . . .
F10 F 0.5130(4) 0.43490(15) 0.7596(13) 0.128(5) Uani 0.712(13) 1 d . . P A 1
F11 F 0.5661(8) 0.42254(15) 0.8777(6) 0.170(6) Uani 0.712(13) 1 d . . P A 1
F12 F 0.6058(4) 0.43425(13) 0.7341(10) 0.111(5) Uani 0.712(13) 1 d . . P A 1
F10A F 0.6126(8) 0.4259(4) 0.8104(18) 0.079(6) Uani 0.288(13) 1 d . U P A 2
F12A F 0.5237(8) 0.4288(4) 0.8221(15) 0.058(5) Uani 0.288(13) 1 d . U P A 2
F11A F 0.5556(10) 0.4387(2) 0.6743(12) 0.083(6) Uani 0.288(13) 1 d . U P A 2
O4 O 0.57544(16) 0.38396(7) 0.6440(3) 0.0532(9) Uani 1 1 d . . . . .
O1R O 0.76955(18) 0.40901(8) 0.2142(3) 0.0563(10) Uani 1 1 d . . . . .
N2R N 0.7228(2) 0.42467(10) 0.2260(4) 0.0556(12) Uani 1 1 d . . . . .
C3R C 0.7116(3) 0.45217(14) 0.1638(5) 0.074(2) Uani 1 1 d . . . . .
C4R C 0.7696(3) 0.46803(14) 0.1438(6) 0.092(2) Uani 1 1 d . . . . .
H4RA H 0.762055 0.485937 0.103193 0.138 Uiso 1 1 calc R U . . .
H4RB H 0.787974 0.473257 0.210966 0.138 Uiso 1 1 calc R U . . .
H4RC H 0.796375 0.455150 0.104331 0.138 Uiso 1 1 calc R U . . .
C5R C 0.6851(3) 0.44234(18) 0.0605(5) 0.093(2) Uani 1 1 d . . . . .
H5RA H 0.676857 0.459586 0.016778 0.140 Uiso 1 1 calc R U . . .
H5RB H 0.713091 0.429412 0.024187 0.140 Uiso 1 1 calc R U . . .
H5RC H 0.648085 0.431673 0.073772 0.140 Uiso 1 1 calc R U . . .
C6R C 0.6683(3) 0.46812(15) 0.2375(6) 0.078(2) Uani 1 1 d . . . . .
C7R C 0.6977(3) 0.48531(14) 0.3233(6) 0.094(2) Uani 1 1 d . . . . .
H7RA H 0.717065 0.502678 0.293403 0.141 Uiso 1 1 calc R U . . .
H7RB H 0.667883 0.491514 0.374640 0.141 Uiso 1 1 calc R U . . .
H7RC H 0.727418 0.472961 0.358082 0.141 Uiso 1 1 calc R U . . .
C8R C 0.6207(3) 0.48641(16) 0.1801(7) 0.109(3) Uani 1 1 d . . . . .
H8RA H 0.602578 0.474476 0.124722 0.164 Uiso 1 1 calc R U . . .
H8RB H 0.590196 0.492537 0.230234 0.164 Uiso 1 1 calc R U . . .
H8RC H 0.639162 0.503849 0.148850 0.164 Uiso 1 1 calc R U . . .
N9R N 0.6393(2) 0.44159(11) 0.2889(4) 0.0651(14) Uani 1 1 d . . . . .
O10R O 0.59113(17) 0.44342(8) 0.3393(4) 0.0762(12) Uani 1 1 d . . . . .
C11R C 0.6768(2) 0.41828(11) 0.2872(4) 0.0522(14) Uani 1 1 d . . . . .
C12R C 0.6663(2) 0.39202(9) 0.3477(5) 0.0447(12) Uani 1 1 d . . . . .
C13R C 0.6405(2) 0.38958(11) 0.4442(4) 0.0466(14) Uani 1 1 d . . . . .
H13A H 0.626317 0.405599 0.484880 0.056 Uiso 1 1 calc R U . . .
N14R N 0.63817(17) 0.36084(8) 0.4736(3) 0.0430(10) Uani 1 1 d . . . . .
C15R C 0.6612(3) 0.34585(11) 0.3935(5) 0.0529(15) Uani 1 1 d . . . . .
H15A H 0.664715 0.325040 0.391549 0.064 Uiso 1 1 calc R U . . .
N16R N 0.6786(2) 0.36356(9) 0.3172(4) 0.0570(13) Uani 1 1 d . . . . .
C17R C 0.6970(4) 0.35253(17) 0.2124(7) 0.106(3) Uani 1 1 d . . . . .
H17A H 0.707391 0.331411 0.216004 0.127 Uiso 1 1 calc R U . . .
H17B H 0.731771 0.363593 0.186251 0.127 Uiso 1 1 calc R U . . .
C18R C 0.6385(6) 0.3577(3) 0.1335(10) 0.172(5) Uani 1 1 d . U . . .
H18A H 0.626474 0.378609 0.136493 0.207 Uiso 1 1 calc R U . . .
H18B H 0.650092 0.353186 0.060351 0.207 Uiso 1 1 calc R U . . .
C19R C 0.5908(6) 0.3402(3) 0.1618(8) 0.197(6) Uani 1 1 d . . . . .
H19A H 0.557637 0.343827 0.113890 0.295 Uiso 1 1 calc R U . . .
H19B H 0.602349 0.319417 0.157610 0.295 Uiso 1 1 calc R U . . .
H19C H 0.578739 0.344830 0.233727 0.295 Uiso 1 1 calc R U . . .
O1S O 0.6743(9) 0.2800(4) 0.257(2) 0.232(10) Uani 0.5 1 d D . P B -1
C1S C 0.7072(12) 0.2594(5) 0.2499(16) 0.164(12) Uani 0.5 1 d D . P B -1
C2S C 0.6979(14) 0.2306(5) 0.2968(17) 0.202(13) Uani 0.5 1 d D . P B -1
H2SA H 0.731336 0.217716 0.279366 0.303 Uiso 0.5 1 calc R U P B -1
H2SB H 0.694908 0.232561 0.373185 0.303 Uiso 0.5 1 calc R U P B -1
H2SC H 0.661164 0.222002 0.269360 0.303 Uiso 0.5 1 calc R U P B -1
C3S C 0.7574(19) 0.2604(12) 0.176(3) 0.34(3) Uani 0.5 1 d D . P B -1
H3SA H 0.779660 0.241948 0.180373 0.507 Uiso 0.5 1 calc R U P B -1
H3SB H 0.742457 0.263085 0.104612 0.507 Uiso 0.5 1 calc R U P B -1
H3SC H 0.783473 0.276856 0.194501 0.507 Uiso 0.5 1 calc R U P B -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N14R 1.953(4) . ?
Cu O3 1.963(3) . ?
Cu O2 1.980(3) . ?
Cu O4 1.988(3) . ?
Cu O1 2.291(5) . ?
Cu O1R 2.406(4) 15_455 ?
O1 C2 1.217(7) . ?
C1 F2 1.240(10) . ?
C1 F3 1.261(9) . ?
C1 F1 1.317(10) . ?
C1 C2 1.547(11) . ?
C2 C3 1.387(9) . ?
C3 C4 1.357(9) . ?
C4 O2 1.259(7) . ?
C4 C5 1.556(8) . ?
C5 F4 1.293(9) . ?
C5 F5 1.308(8) . ?
C5 F6 1.353(8) . ?
O3 C7 1.251(6) . ?
C6 F9 1.313(7) . ?
C6 F7 1.297(7) . ?
C6 F8 1.342(7) . ?
C6 C7 1.518(8) . ?
C7 C8 1.390(7) . ?
C8 C9 1.379(7) . ?
C9 O4 1.249(6) . ?
C9 C10 1.537(7) . ?
C10 F12A 1.172(16) . ?
C10 F12 1.226(9) . ?
C10 F10A 1.263(18) . ?
C10 F10 1.298(10) . ?
C10 F11A 1.461(16) . ?
C10 F11 1.392(11) . ?
O1R N2R 1.281(5) . ?
N2R C11R 1.331(7) . ?
N2R C3R 1.503(7) . ?
C3R C4R 1.517(9) . ?
C3R C5R 1.513(9) . ?
C3R C6R 1.537(9) . ?
C6R C7R 1.499(10) . ?
C6R N9R 1.522(8) . ?
C6R C8R 1.543(8) . ?
N9R O10R 1.265(6) . ?
N9R C11R 1.357(7) . ?
C11R C12R 1.441(7) . ?
C12R C13R 1.365(8) . ?
C12R N16R 1.380(6) . ?
C13R N14R 1.361(6) . ?
N14R C15R 1.333(7) . ?
C15R N16R 1.323(7) . ?
N16R C17R 1.486(8) . ?
C17R C18R 1.674(14) . ?
C18R C19R 1.388(13) . ?
O1S C1S 1.20(2) . ?
C1S C2S 1.46(2) . ?
C1S C3S 1.47(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N14R Cu O3 170.70(17) . . ?
N14R Cu O2 92.98(15) . . ?
O3 Cu O2 87.46(13) . . ?
N14R Cu O4 90.46(16) . . ?
O3 Cu O4 90.71(14) . . ?
O2 Cu O4 169.74(16) . . ?
N14R Cu O1 99.83(17) . . ?
O3 Cu O1 89.47(16) . . ?
O2 Cu O1 84.89(15) . . ?
O4 Cu O1 85.01(14) . . ?
N14R Cu O1R 80.14(15) . 15_455 ?
O3 Cu O1R 90.56(15) . 15_455 ?
O2 Cu O1R 94.57(14) . 15_455 ?
O4 Cu O1R 95.54(14) . 15_455 ?
O1 Cu O1R 179.45(14) . 15_455 ?
C2 O1 Cu 118.7(4) . . ?
F2 C1 F3 112.7(10) . . ?
F2 C1 F1 104.5(8) . . ?
F3 C1 F1 97.9(10) . . ?
F2 C1 C2 115.7(9) . . ?
F3 C1 C2 112.6(8) . . ?
F1 C1 C2 111.6(8) . . ?
O1 C2 C3 129.0(6) . . ?
O1 C2 C1 116.6(7) . . ?
C3 C2 C1 114.3(7) . . ?
C4 C3 C2 122.5(6) . . ?
O2 C4 C3 131.0(5) . . ?
O2 C4 C5 110.0(6) . . ?
C3 C4 C5 119.0(6) . . ?
F4 C5 F5 109.2(9) . . ?
F4 C5 F6 107.3(6) . . ?
F5 C5 F6 105.3(6) . . ?
F4 C5 C4 111.6(6) . . ?
F5 C5 C4 111.4(5) . . ?
F6 C5 C4 111.7(7) . . ?
C4 O2 Cu 124.4(3) . . ?
C7 O3 Cu 123.2(3) . . ?
F9 C6 F7 107.4(6) . . ?
F9 C6 F8 105.4(5) . . ?
F7 C6 F8 107.7(5) . . ?
F9 C6 C7 114.8(5) . . ?
F7 C6 C7 111.1(5) . . ?
F8 C6 C7 110.1(5) . . ?
O3 C7 C8 128.4(5) . . ?
O3 C7 C6 113.5(5) . . ?
C8 C7 C6 118.0(5) . . ?
C9 C8 C7 121.2(5) . . ?
O4 C9 C8 128.6(5) . . ?
O4 C9 C10 113.1(5) . . ?
C8 C9 C10 118.2(5) . . ?
F12A C10 F10A 111.8(13) . . ?
F12 C10 F10 114.0(9) . . ?
F12A C10 F11A 102.8(12) . . ?
F10A C10 F11A 110.1(13) . . ?
F12 C10 F11 106.9(9) . . ?
F10 C10 F11 96.3(9) . . ?
F12A C10 C9 113.4(10) . . ?
F12 C10 C9 115.9(6) . . ?
F10A C10 C9 111.2(10) . . ?
F10 C10 C9 112.2(6) . . ?
F11A C10 C9 107.0(7) . . ?
F11 C10 C9 109.5(6) . . ?
C9 O4 Cu 122.0(3) . . ?
N2R O1R Cu 123.1(3) . 7_554 ?
O1R N2R C11R 126.1(4) . . ?
O1R N2R C3R 122.7(5) . . ?
C11R N2R C3R 111.0(5) . . ?
N2R C3R C4R 109.8(5) . . ?
N2R C3R C5R 106.3(5) . . ?
C4R C3R C5R 109.6(6) . . ?
N2R C3R C6R 100.2(5) . . ?
C4R C3R C6R 115.2(6) . . ?
C5R C3R C6R 114.8(6) . . ?
C7R C6R N9R 106.9(5) . . ?
C7R C6R C3R 114.3(6) . . ?
N9R C6R C3R 99.3(5) . . ?
C7R C6R C8R 111.9(6) . . ?
N9R C6R C8R 109.4(5) . . ?
C3R C6R C8R 114.0(6) . . ?
O10R N9R C11R 126.5(5) . . ?
O10R N9R C6R 122.4(5) . . ?
C11R N9R C6R 110.2(5) . . ?
N2R C11R N9R 109.0(5) . . ?
N2R C11R C12R 128.5(5) . . ?
N9R C11R C12R 122.5(5) . . ?
C13R C12R N16R 105.3(4) . . ?
C13R C12R C11R 128.3(5) . . ?
N16R C12R C11R 126.4(5) . . ?
C12R C13R N14R 110.0(5) . . ?
C15R N14R C13R 105.4(4) . . ?
C15R N14R Cu 125.9(3) . . ?
C13R N14R Cu 127.8(4) . . ?
N16R C15R N14R 111.6(4) . . ?
C15R N16R C12R 107.7(4) . . ?
C15R N16R C17R 122.6(5) . . ?
C12R N16R C17R 128.7(5) . . ?
N16R C17R C18R 105.8(7) . . ?
C19R C18R C17R 112.0(10) . . ?
O1S C1S C2S 126(2) . . ?
O1S C1S C3S 120(3) . . ?
C2S C1S C3S 114(3) . . ?

_refine_diff_density_max         0.424
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.047



####################################################################### 
# 
# 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_493
_database_code_depnum_ccdc_archive 'CCDC 2350255'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23.50 H24 Cl Cu F12 N4 O6'
_chemical_formula_weight         785.46

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.7207(4)
_cell_length_b                   45.4461(7)
_cell_length_c                   12.8963(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13316.3(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9856
_cell_measurement_theta_min      4.06
_cell_measurement_theta_max      67.51

_exptl_crystal_description       plate_shard
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_F_000             6320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    2.683
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5560
_exptl_absorpt_correction_T_max  0.7530
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46671
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_k_max       53
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.060
_diffrn_reflns_theta_max         67.999
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6024
_reflns_number_gt                5790
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.902
_reflns_Friedel_fraction_max     0.987
_reflns_Friedel_fraction_full    0.994

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0760P)²+5.3099P] 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 
; 
 Flack x determined using 2653 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.00(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6024
_refine_ls_number_parameters     515
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0384
_refine_ls_wR_factor_ref         0.1073
_refine_ls_wR_factor_gt          0.1052
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.067
_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
Cu Cu -0.15536(2) -0.09387(2) 0.58868(4) 0.05775(17) Uani 1 1 d . . . . .
O1H O -0.08126(16) -0.09612(8) 0.7091(4) 0.0841(9) Uani 1 1 d . . . . .
C1H C -0.0275(4) -0.0773(3) 0.8501(7) 0.125(2) Uani 1 1 d . . . . .
F1A F -0.0227(12) -0.0533(7) 0.8995(18) 0.216(13) Uani 0.5 1 d . . P A 1
F2A F -0.0494(14) -0.0999(7) 0.9052(16) 0.204(14) Uani 0.5 1 d . . P A 1
F3A F 0.0250(9) -0.0854(8) 0.8305(15) 0.225(14) Uani 0.5 1 d . . P A 1
F1B F -0.0239(15) -0.1016(6) 0.883(2) 0.199(14) Uani 0.5 1 d . . P A 2
F2B F 0.0250(11) -0.0687(13) 0.835(3) 0.38(3) Uani 0.5 1 d . . P A 2
F3B F -0.0521(14) -0.0615(6) 0.9257(12) 0.211(13) Uani 0.5 1 d . . P A 2
C2H C -0.0645(2) -0.07343(13) 0.7498(4) 0.0805(12) Uani 1 1 d . . . . .
C3H C -0.0724(2) -0.04417(11) 0.7149(4) 0.0816(13) Uani 1 1 d . . . . .
H3H H -0.058472 -0.028856 0.755910 0.098 Uiso 1 1 calc R U . . .
C4H C -0.0994(2) -0.03755(9) 0.6245(4) 0.0729(12) Uani 1 1 d . . . . .
C5H C -0.1008(3) -0.00520(11) 0.5906(7) 0.103(2) Uani 1 1 d . . . . .
F4A F -0.0952(13) -0.0008(3) 0.4948(15) 0.158(10) Uani 0.5 1 d . . P B 1
F6A F -0.1604(15) 0.0055(6) 0.609(3) 0.141(9) Uani 0.5 1 d . . P B 1
F5B F -0.1490(13) 0.0052(4) 0.584(3) 0.143(12) Uani 0.5 1 d . . P B 2
F6B F -0.0677(14) -0.0026(5) 0.510(2) 0.197(14) Uani 0.5 1 d . . P B 2
F4B F -0.0699(2) 0.01221(8) 0.6529(6) 0.1503(19) Uani 1 1 d . . . . .
O2H O -0.12542(14) -0.05383(6) 0.5594(2) 0.0692(7) Uani 1 1 d . . . . .
O3H O -0.17653(14) -0.13384(5) 0.6369(2) 0.0671(7) Uani 1 1 d . . . . .
C6H C -0.1901(2) -0.17141(10) 0.7568(5) 0.0868(16) Uani 1 1 d . . . . .
F7A F -0.2069(14) -0.18840(18) 0.6757(14) 0.169(6) Uani 0.5 1 d . . P C 1
F8A F -0.2206(10) -0.1781(3) 0.8338(18) 0.158(8) Uani 0.5 1 d . . P C 1
F9A F -0.1393(5) -0.1785(3) 0.778(2) 0.132(6) Uani 0.5 1 d . . P C 1
F7B F -0.168(2) -0.1739(3) 0.852(2) 0.244(13) Uani 0.5 1 d . . P C 2
F8B F -0.1559(11) -0.1859(3) 0.704(2) 0.150(8) Uani 0.5 1 d . . P C 2
F9B F -0.2384(4) -0.1840(3) 0.762(2) 0.144(6) Uani 0.5 1 d . . P C 2
C7H C -0.19496(16) -0.13875(8) 0.7260(3) 0.0605(9) Uani 1 1 d . . . . .
C8H C -0.21799(18) -0.11915(10) 0.7968(3) 0.0678(10) Uani 1 1 d . . . . .
H8H H -0.230565 -0.126040 0.860971 0.081 Uiso 1 1 calc R U . . .
C9H C -0.22277(17) -0.08979(9) 0.7747(3) 0.0595(9) Uani 1 1 d . . . . .
C10H C -0.2499(2) -0.06939(11) 0.8553(4) 0.0798(12) Uani 1 1 d . . . . .
F10H F -0.2735(3) -0.08315(11) 0.9346(4) 0.1413(18) Uani 1 1 d . . . . .
F11H F -0.2916(2) -0.05295(10) 0.8157(4) 0.1332(16) Uani 1 1 d . . . . .
F12H F -0.2108(2) -0.05143(13) 0.8932(5) 0.164(3) Uani 1 1 d . . . . .
O4H O -0.20680(12) -0.07640(5) 0.6949(2) 0.0638(6) Uani 1 1 d . . . . .
O1R O 0.01574(13) -0.15895(7) 0.2116(3) 0.0725(7) Uani 1 1 d . . . . .
N2R N -0.03092(15) -0.17464(8) 0.2242(3) 0.0686(8) Uani 1 1 d . . . . .
C3R C -0.0418(2) -0.20227(13) 0.1622(5) 0.0865(14) Uani 1 1 d . . . . .
C4R C 0.0154(3) -0.21790(16) 0.1415(7) 0.119(3) Uani 1 1 d . . . . .
H4RA H 0.007979 -0.235428 0.102061 0.179 Uiso 1 1 calc R U . . .
H4RB H 0.041149 -0.205182 0.103071 0.179 Uiso 1 1 calc R U . . .
H4RC H 0.033626 -0.223068 0.206166 0.179 Uiso 1 1 calc R U . . .
C5R C -0.0700(4) -0.1917(2) 0.0599(5) 0.122(3) Uani 1 1 d . . . . .
H5RA H -0.106424 -0.181842 0.074619 0.183 Uiso 1 1 calc R U . . .
H5RB H -0.043723 -0.178437 0.025323 0.183 Uiso 1 1 calc R U . . .
H5RC H -0.077540 -0.208388 0.016002 0.183 Uiso 1 1 calc R U . . .
C6R C -0.0848(2) -0.21825(12) 0.2363(5) 0.0901(15) Uani 1 1 d . . . . .
C7R C -0.1329(3) -0.23628(17) 0.1807(8) 0.132(3) Uani 1 1 d . . . . .
H7RA H -0.150433 -0.224512 0.127145 0.198 Uiso 1 1 calc R U . . .
H7RB H -0.115576 -0.253540 0.150415 0.198 Uiso 1 1 calc R U . . .
H7RC H -0.162478 -0.242000 0.229755 0.198 Uiso 1 1 calc R U . . .
C8R C -0.0556(3) -0.23553(14) 0.3211(7) 0.112(2) Uani 1 1 d . . . . .
H8RA H -0.036716 -0.252524 0.291918 0.168 Uiso 1 1 calc R U . . .
H8RB H -0.026767 -0.223446 0.354922 0.168 Uiso 1 1 calc R U . . .
H8RC H -0.084649 -0.241689 0.370576 0.168 Uiso 1 1 calc R U . . .
N9R N -0.11383(17) -0.19171(9) 0.2870(4) 0.0796(10) Uani 1 1 d . . . . .
O10R O -0.16135(15) -0.19326(9) 0.3371(4) 0.1002(12) Uani 1 1 d . . . . .
C11R C -0.07675(17) -0.16831(9) 0.2849(3) 0.0631(9) Uani 1 1 d . . . . .
C12R C -0.08707(15) -0.14192(8) 0.3446(3) 0.0577(8) Uani 1 1 d . . . . .
C13R C -0.11304(16) -0.13967(8) 0.4388(3) 0.0550(8) Uani 1 1 d . . . . .
H13R H -0.127478 -0.155371 0.477479 0.066 Uiso 1 1 calc R U . . .
N14R N -0.11476(14) -0.11086(6) 0.4683(3) 0.0562(7) Uani 1 1 d . . . . .
C15R C -0.0909(2) -0.09610(9) 0.3914(4) 0.0661(10) Uani 1 1 d . . . . .
H15R H -0.086851 -0.075741 0.390689 0.079 Uiso 1 1 calc R U . . .
N16R N -0.07328(18) -0.11337(8) 0.3157(3) 0.0690(9) Uani 1 1 d . . . . .
C17X C -0.0541(4) -0.10260(16) 0.2136(6) 0.124(3) Uani 0.77(2) 1 d . . P D 1
H17X H -0.020062 -0.113662 0.190193 0.149 Uiso 0.77(2) 1 calc R U P D 1
H17Y H -0.043142 -0.082008 0.218206 0.149 Uiso 0.77(2) 1 calc R U P D 1
C18X C -0.1054(11) -0.1064(4) 0.1363(10) 0.188(10) Uani 0.77(2) 1 d . . P D 1
H18X H -0.091437 -0.101297 0.067539 0.225 Uiso 0.77(2) 1 calc R U P D 1
H18Y H -0.116433 -0.127050 0.134919 0.225 Uiso 0.77(2) 1 calc R U P D 1
C19X C -0.1593(12) -0.0885(7) 0.1594(17) 0.227(12) Uani 0.77(2) 1 d . . P D 1
H19X H -0.188772 -0.092236 0.107667 0.340 Uiso 0.77(2) 1 calc R U P D 1
H19Y H -0.174398 -0.093753 0.226439 0.340 Uiso 0.77(2) 1 calc R U P D 1
H19Z H -0.149350 -0.067947 0.158919 0.340 Uiso 0.77(2) 1 calc R U P D 1
C17Q C -0.0541(4) -0.10260(16) 0.2136(6) 0.124(3) Uani 0.23(2) 1 d D . P D 2
H17Q H -0.048881 -0.119061 0.166586 0.149 Uiso 0.23(2) 1 calc R U P D 2
H17S H -0.016637 -0.092513 0.220223 0.149 Uiso 0.23(2) 1 calc R U P D 2
C18Q C -0.101(3) -0.0811(12) 0.169(3) 0.188(10) Uani 0.23(2) 1 d D . P D 2
H18Q H -0.123301 -0.070745 0.222286 0.225 Uiso 0.23(2) 1 calc R U P D 2
H18S H -0.085868 -0.067543 0.117909 0.225 Uiso 0.23(2) 1 calc R U P D 2
C19Q C -0.133(5) -0.107(2) 0.124(8) 0.227(12) Uani 0.23(2) 1 d D . P D 2
H19A H -0.167859 -0.100262 0.087807 0.340 Uiso 0.23(2) 1 calc R U P D 2
H19B H -0.108055 -0.117123 0.075760 0.340 Uiso 0.23(2) 1 calc R U P D 2
H19C H -0.144757 -0.120263 0.178100 0.340 Uiso 0.23(2) 1 calc R U P D 2
Cl1S Cl -0.0523(8) -0.0212(3) 0.2193(14) 0.267(5) Uani 0.5 1 d D . P E -1
C1S C -0.0141(17) 0.0090(6) 0.209(5) 0.36(4) Uani 0.5 1 d D . P E -1
H2SA H -0.038402 0.024842 0.235114 0.436 Uiso 0.5 1 calc R U P E -1
H2SB H -0.008471 0.012586 0.135450 0.436 Uiso 0.5 1 calc R U P E -1
Cl2S Cl 0.0546(8) 0.0124(3) 0.2677(15) 0.267(5) Uani 0.5 1 d D . P E -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N14R 1.964(3) . ?
Cu O4H 1.968(3) . ?
Cu O2H 1.979(3) . ?
Cu O3H 1.979(3) . ?
Cu O1H 2.293(4) . ?
Cu O1R 2.433(3) 15_445 ?
O1H C2H 1.218(7) . ?
C1H F1B 1.19(2) . ?
C1H F1A 1.27(3) . ?
C1H F3A 1.273(17) . ?
C1H F2B 1.27(2) . ?
C1H F3B 1.33(2) . ?
C1H F2A 1.34(3) . ?
C1H C2H 1.553(11) . ?
C2H C3H 1.415(8) . ?
C3H C4H 1.351(8) . ?
C4H O2H 1.265(6) . ?
C4H C5H 1.534(7) . ?
C5H F5B 1.20(3) . ?
C5H F4A 1.26(2) . ?
C5H F6B 1.29(3) . ?
C5H F4B 1.328(9) . ?
C5H F6A 1.46(3) . ?
O3H C7H 1.243(5) . ?
C6H F8B 1.228(11) . ?
C6H F9A 1.227(13) . ?
C6H F9B 1.238(10) . ?
C6H F8A 1.249(10) . ?
C6H F7B 1.334(17) . ?
C6H F7A 1.355(15) . ?
C6H C7H 1.541(6) . ?
C7H C8H 1.379(6) . ?
C8H C9H 1.368(6) . ?
C9H O4H 1.250(5) . ?
C9H C10H 1.523(6) . ?
C10H F12H 1.301(7) . ?
C10H F11H 1.311(7) . ?
C10H F10H 1.313(7) . ?
O1R N2R 1.288(5) . ?
N2R C11R 1.334(6) . ?
N2R C3R 1.509(5) . ?
C3R C4R 1.506(8) . ?
C3R C5R 1.543(10) . ?
C3R C6R 1.547(9) . ?
C6R C8R 1.500(11) . ?
C6R N9R 1.523(6) . ?
C6R C7R 1.543(7) . ?
N9R O10R 1.260(5) . ?
N9R C11R 1.357(6) . ?
C11R C12R 1.445(5) . ?
C12R C13R 1.355(6) . ?
C12R N16R 1.386(5) . ?
C13R N14R 1.364(5) . ?
N14R C15R 1.314(5) . ?
C15R N16R 1.316(6) . ?
N16R C17Q 1.471(6) . ?
N16R C17X 1.471(6) . ?
C17X C18X 1.54(2) . ?
C18X C19X 1.50(3) . ?
C17Q C18Q 1.56(5) . ?
C18Q C19Q 1.51(6) . ?
Cl1S C1S 1.63(3) . ?
C1S Cl2S 1.74(3) . ?

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
N14R Cu O4H 171.04(14) . . ?
N14R Cu O2H 92.83(12) . . ?
O4H Cu O2H 88.04(11) . . ?
N14R Cu O3H 90.09(12) . . ?
O4H Cu O3H 90.42(11) . . ?
O2H Cu O3H 170.85(14) . . ?
N14R Cu O1H 99.96(14) . . ?
O4H Cu O1H 89.00(14) . . ?
O2H Cu O1H 85.28(13) . . ?
O3H Cu O1H 85.68(13) . . ?
N14R Cu O1R 80.46(12) . 15_445 ?
O4H Cu O1R 90.58(12) . 15_445 ?
O2H Cu O1R 94.39(12) . 15_445 ?
O3H Cu O1R 94.64(12) . 15_445 ?
O1H Cu O1R 179.47(14) . 15_445 ?
C2H O1H Cu 118.9(3) . . ?
F1A C1H F3A 106(2) . . ?
F1B C1H F2B 106(3) . . ?
F1B C1H F3B 106(2) . . ?
F2B C1H F3B 110(3) . . ?
F1A C1H F2A 115(2) . . ?
F3A C1H F2A 103(2) . . ?
F1B C1H C2H 116.1(15) . . ?
F1A C1H C2H 111.7(13) . . ?
F3A C1H C2H 112.0(11) . . ?
F2B C1H C2H 110.3(17) . . ?
F3B C1H C2H 108.7(12) . . ?
F2A C1H C2H 108.9(14) . . ?
O1H C2H C3H 128.2(5) . . ?
O1H C2H C1H 115.7(6) . . ?
C3H C2H C1H 116.1(6) . . ?
C4H C3H C2H 122.8(4) . . ?
O2H C4H C3H 130.8(4) . . ?
O2H C4H C5H 111.2(5) . . ?
C3H C4H C5H 117.9(5) . . ?
F5B C5H F6B 116(2) . . ?
F5B C5H F4B 106.9(14) . . ?
F4A C5H F4B 116.5(10) . . ?
F6B C5H F4B 97.2(16) . . ?
F4A C5H F6A 102(2) . . ?
F4B C5H F6A 101.0(14) . . ?
F5B C5H C4H 114.5(12) . . ?
F4A C5H C4H 115.5(8) . . ?
F6B C5H C4H 107.8(12) . . ?
F4B C5H C4H 112.8(7) . . ?
F6A C5H C4H 107.0(13) . . ?
C4H O2H Cu 124.9(3) . . ?
C7H O3H Cu 122.5(2) . . ?
F8B C6H F9B 110.0(13) . . ?
F9A C6H F8A 106.5(12) . . ?
F8B C6H F7B 103.0(15) . . ?
F9B C6H F7B 104.6(16) . . ?
F9A C6H F7A 106.5(12) . . ?
F8A C6H F7A 108.5(12) . . ?
F8B C6H C7H 114.7(6) . . ?
F9A C6H C7H 112.2(7) . . ?
F9B C6H C7H 113.2(6) . . ?
F8A C6H C7H 113.6(6) . . ?
F7B C6H C7H 110.3(8) . . ?
F7A C6H C7H 109.2(7) . . ?
O3H C7H C8H 128.6(3) . . ?
O3H C7H C6H 112.8(4) . . ?
C8H C7H C6H 118.6(4) . . ?
C9H C8H C7H 121.5(4) . . ?
O4H C9H C8H 128.5(4) . . ?
O4H C9H C10H 112.5(4) . . ?
C8H C9H C10H 118.9(4) . . ?
F12H C10H F11H 106.4(5) . . ?
F12H C10H F10H 106.6(6) . . ?
F11H C10H F10H 106.2(5) . . ?
F12H C10H C9H 111.2(4) . . ?
F11H C10H C9H 111.9(4) . . ?
F10H C10H C9H 114.0(4) . . ?
C9H O4H Cu 123.3(2) . . ?
N2R O1R Cu 123.4(3) . 7_544 ?
O1R N2R C11R 126.7(3) . . ?
O1R N2R C3R 121.9(4) . . ?
C11R N2R C3R 111.2(3) . . ?
C4R C3R N2R 110.2(4) . . ?
C4R C3R C5R 110.7(6) . . ?
N2R C3R C5R 105.3(5) . . ?
C4R C3R C6R 115.6(6) . . ?
N2R C3R C6R 99.6(4) . . ?
C5R C3R C6R 114.3(5) . . ?
C8R C6R N9R 107.1(5) . . ?
C8R C6R C7R 112.0(6) . . ?
N9R C6R C7R 108.3(5) . . ?
C8R C6R C3R 114.7(5) . . ?
N9R C6R C3R 99.6(4) . . ?
C7R C6R C3R 114.1(6) . . ?
O10R N9R C11R 125.9(4) . . ?
O10R N9R C6R 123.2(4) . . ?
C11R N9R C6R 110.1(4) . . ?
N2R C11R N9R 109.1(4) . . ?
N2R C11R C12R 128.2(4) . . ?
N9R C11R C12R 122.6(4) . . ?
C13R C12R N16R 105.7(3) . . ?
C13R C12R C11R 127.7(4) . . ?
N16R C12R C11R 126.6(4) . . ?
C12R C13R N14R 109.6(3) . . ?
C15R N14R C13R 105.5(3) . . ?
C15R N14R Cu 126.1(3) . . ?
C13R N14R Cu 127.7(2) . . ?
N14R C15R N16R 112.4(3) . . ?
C15R N16R C12R 106.8(3) . . ?
C15R N16R C17Q 123.8(4) . . ?
C12R N16R C17Q 128.3(4) . . ?
C15R N16R C17X 123.8(4) . . ?
C12R N16R C17X 128.3(4) . . ?
N16R C17X C18X 108.4(9) . . ?
C19X C18X C17X 115.2(16) . . ?
N16R C17Q C18Q 109.4(17) . . ?
C19Q C18Q C17Q 89(4) . . ?
Cl1S C1S Cl2S 121.1(18) . . ?

_refine_diff_density_max         0.183
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.042



####################################################################### 
# 
# 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_z534cs
_database_code_depnum_ccdc_archive 'CCDC 2350253'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23.50 H24 Br Cu F12 N4 O6'
_chemical_formula_weight         829.92

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'
F F 0.0171 0.0103 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.7627(7)
_cell_length_b                   45.5849(12)
_cell_length_c                   12.9118(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13397.7(7)
_cell_formula_units_Z            16
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    6292
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      19.90

_exptl_crystal_description       block
_exptl_crystal_colour            dark_green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_F_000             6608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    1.953
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2150
_exptl_absorpt_correction_T_max  0.2864
_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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37860
_diffrn_reflns_av_unetI/netI     0.1069
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_k_max       60
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.787
_diffrn_reflns_theta_max         28.292
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             8219
_reflns_number_gt                3489
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.902
_reflns_Friedel_fraction_max     0.978
_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. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0599P)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_abs_structure_details 
; 
 Flack x determined using 1236 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.013(5)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8219
_refine_ls_number_parameters     465
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.1288
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1226
_refine_ls_wR_factor_gt          0.1079
_refine_ls_goodness_of_fit_ref   0.822
_refine_ls_restrained_S_all      0.824
_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
Cu Cu -0.15273(4) -0.09419(2) 0.58853(8) 0.0582(3) Uani 1 1 d . . . . .
O1H O -0.0789(2) -0.09652(13) 0.7078(5) 0.0825(17) Uani 1 1 d . . . . .
C1H C -0.0259(6) -0.0777(3) 0.8502(14) 0.126(4) Uani 1 1 d . U . . .
F1A F -0.0318(7) -0.0585(3) 0.9186(8) 0.181(6) Uani 0.792(12) 1 d . . P A 1
F2A F -0.0367(7) -0.1022(3) 0.8996(9) 0.177(5) Uani 0.792(12) 1 d . . P A 1
F3A F 0.0305(4) -0.0787(6) 0.8314(11) 0.244(9) Uani 0.792(12) 1 d . . P A 1
F1B F 0.004(4) -0.0973(13) 0.839(5) 0.181(6) Uani 0.208(12) 1 d . . P A 2
F2B F -0.013(2) -0.0424(10) 0.871(3) 0.177(5) Uani 0.208(12) 1 d . . P A 2
F3B F -0.0756(18) -0.073(2) 0.916(4) 0.244(9) Uani 0.208(12) 1 d . . P A 2
C2H C -0.0618(3) -0.0735(2) 0.7495(6) 0.072(2) Uani 1 1 d . . . . .
C3H C -0.0710(4) -0.0445(2) 0.7137(9) 0.090(3) Uani 1 1 d . . . . .
H3H H -0.056843 -0.029097 0.753817 0.107 Uiso 1 1 calc R U . . .
C4H C -0.0988(4) -0.03808(15) 0.6254(7) 0.066(2) Uani 1 1 d . . . . .
C5H C -0.1009(6) -0.00555(19) 0.5972(11) 0.106(3) Uani 1 1 d . . . . .
F5A F -0.1039(7) 0.0000(2) 0.4980(15) 0.110(3) Uani 0.5 1 d . . P B 1
F6A F -0.1580(11) 0.0029(3) 0.6317(12) 0.112(3) Uani 0.5 1 d . . P B 1
F5B F -0.1508(12) 0.0061(3) 0.5793(12) 0.110(3) Uani 0.5 1 d . . P B 2
F6B F -0.0641(6) -0.0018(2) 0.5148(15) 0.112(3) Uani 0.5 1 d . . P B 2
F4A F -0.0695(3) 0.01198(11) 0.6531(7) 0.157(3) Uani 1 1 d . . . . .
O2H O -0.1228(2) -0.05434(9) 0.5597(4) 0.0655(14) Uani 1 1 d . . . . .
O3H O -0.1733(2) -0.13390(9) 0.6357(4) 0.0652(13) Uani 1 1 d . . . . .
C6H C -0.1863(5) -0.1723(2) 0.7554(9) 0.091(3) Uani 1 1 d . . . . .
F7A F -0.204(2) -0.1887(4) 0.672(2) 0.196(9) Uani 0.5 1 d . . P C 1
F8A F -0.2198(11) -0.1802(3) 0.830(2) 0.138(8) Uani 0.5 1 d . . P C 1
F9A F -0.1352(8) -0.1772(4) 0.782(3) 0.138(8) Uani 0.5 1 d . . P C 1
F7B F -0.176(2) -0.1736(3) 0.861(2) 0.196(9) Uani 0.5 1 d . . P C 2
F8B F -0.1536(12) -0.1862(3) 0.704(3) 0.138(8) Uani 0.5 1 d . . P C 2
F9B F -0.2361(9) -0.1844(4) 0.762(3) 0.138(8) Uani 0.5 1 d . . P C 2
C7H C -0.1920(3) -0.13891(14) 0.7249(7) 0.061(2) Uani 1 1 d . . . . .
C8H C -0.2152(3) -0.11939(15) 0.7960(6) 0.065(2) Uani 1 1 d . . . . .
H8H H -0.227810 -0.126218 0.860201 0.078 Uiso 1 1 calc R U . . .
C9H C -0.2199(3) -0.08980(15) 0.7729(7) 0.058(2) Uani 1 1 d . . . . .
C10H C -0.2468(4) -0.06994(18) 0.8546(7) 0.077(2) Uani 1 1 d . . . . .
F10H F -0.2718(3) -0.08336(13) 0.9317(5) 0.143(2) Uani 1 1 d . . . . .
F11H F -0.2875(3) -0.05323(13) 0.8154(5) 0.139(2) Uani 1 1 d . . . . .
F12H F -0.2092(3) -0.05218(16) 0.8925(6) 0.170(3) Uani 1 1 d . . . . .
O4H O -0.2043(2) -0.07678(9) 0.6940(4) 0.0598(12) Uani 1 1 d . . . . .
O1R O 0.0177(2) -0.15849(11) 0.2109(4) 0.0740(15) Uani 1 1 d . . . . .
N2R N -0.0288(3) -0.17435(13) 0.2244(5) 0.0678(16) Uani 1 1 d . . . . .
C3R C -0.0394(4) -0.20167(19) 0.1604(7) 0.083(3) Uani 1 1 d . . . . .
C4R C 0.0180(4) -0.2171(2) 0.1394(10) 0.125(4) Uani 1 1 d . . . . .
H4RA H 0.010797 -0.234366 0.098826 0.187 Uiso 1 1 calc R U . . .
H4RB H 0.043748 -0.204184 0.102239 0.187 Uiso 1 1 calc R U . . .
H4RC H 0.035871 -0.222554 0.203936 0.187 Uiso 1 1 calc R U . . .
C5R C -0.0666(4) -0.1922(2) 0.0580(8) 0.112(4) Uani 1 1 d . . . . .
H5RA H -0.103196 -0.182336 0.071040 0.168 Uiso 1 1 calc R U . . .
H5RB H -0.040333 -0.179070 0.022804 0.168 Uiso 1 1 calc R U . . .
H5RC H -0.073586 -0.209116 0.015563 0.168 Uiso 1 1 calc R U . . .
C6R C -0.0817(4) -0.21755(19) 0.2343(8) 0.088(3) Uani 1 1 d . . . . .
C7R C -0.1295(4) -0.23624(19) 0.1802(9) 0.121(4) Uani 1 1 d . . . . .
H7RA H -0.111503 -0.252862 0.147391 0.182 Uiso 1 1 calc R U . . .
H7RB H -0.157473 -0.242891 0.230663 0.182 Uiso 1 1 calc R U . . .
H7RC H -0.149200 -0.224558 0.128981 0.182 Uiso 1 1 calc R U . . .
C8R C -0.0504(4) -0.23516(19) 0.3159(8) 0.108(3) Uani 1 1 d . . . . .
H8RA H -0.031611 -0.251748 0.284243 0.162 Uiso 1 1 calc R U . . .
H8RB H -0.021349 -0.223110 0.348988 0.162 Uiso 1 1 calc R U . . .
H8RC H -0.078233 -0.241853 0.366495 0.162 Uiso 1 1 calc R U . . .
N9R N -0.1110(3) -0.19159(14) 0.2852(5) 0.0759(18) Uani 1 1 d . . . . .
O10R O -0.1584(3) -0.19339(12) 0.3366(6) 0.0957(18) Uani 1 1 d . . . . .
C11R C -0.0740(3) -0.16825(15) 0.2837(6) 0.0603(19) Uani 1 1 d . . . . .
C12R C -0.0839(3) -0.14202(14) 0.3445(6) 0.0550(17) Uani 1 1 d . . . . .
C13R C -0.1104(3) -0.13998(14) 0.4391(6) 0.0532(18) Uani 1 1 d . . . . .
H13R H -0.125097 -0.155708 0.477017 0.064 Uiso 1 1 calc R U . . .
N14R N -0.1121(2) -0.11087(11) 0.4700(5) 0.0523(14) Uani 1 1 d . . . . .
C15R C -0.0885(3) -0.09602(15) 0.3911(6) 0.061(2) Uani 1 1 d . . . . .
H15R H -0.085052 -0.075696 0.389216 0.073 Uiso 1 1 calc R U . . .
N16R N -0.0707(3) -0.11367(12) 0.3157(5) 0.0716(19) Uani 1 1 d . . . . .
C17X C -0.0536(5) -0.1029(2) 0.2132(9) 0.114(4) Uani 0.90(3) 1 d . . P D 1
H17X H -0.018770 -0.113375 0.190245 0.137 Uiso 0.90(3) 1 calc R U P D 1
H17Y H -0.043810 -0.082273 0.217775 0.137 Uiso 0.90(3) 1 calc R U P D 1
C18X C -0.1055(14) -0.1074(4) 0.1289(11) 0.232(15) Uani 0.90(3) 1 d . . P D 1
H18X H -0.091586 -0.101265 0.061278 0.278 Uiso 0.90(3) 1 calc R U P D 1
H18Y H -0.115639 -0.128020 0.124931 0.278 Uiso 0.90(3) 1 calc R U P D 1
C19X C -0.1572(11) -0.0906(6) 0.1560(18) 0.273(12) Uani 0.90(3) 1 d . . P D 1
H19X H -0.187122 -0.093694 0.104779 0.410 Uiso 0.90(3) 1 calc R U P D 1
H19Y H -0.171418 -0.096877 0.222459 0.410 Uiso 0.90(3) 1 calc R U P D 1
H19Z H -0.147390 -0.070150 0.158871 0.410 Uiso 0.90(3) 1 calc R U P D 1
C17Q C -0.0536(5) -0.1029(2) 0.2132(9) 0.114(4) Uani 0.10(3) 1 d D . P D 2
H17Q H -0.050250 -0.119582 0.166681 0.137 Uiso 0.10(3) 1 calc R U P D 2
H17S H -0.015026 -0.093988 0.218386 0.137 Uiso 0.10(3) 1 calc R U P D 2
C18Q C -0.096(3) -0.081(2) 0.166(9) 0.232(15) Uani 0.10(3) 1 d D . P D 2
H18Q H -0.095180 -0.063054 0.207450 0.278 Uiso 0.10(3) 1 calc R U P D 2
H18S H -0.081586 -0.075543 0.097182 0.278 Uiso 0.10(3) 1 calc R U P D 2
C19Q C -0.1572(11) -0.0906(6) 0.1560(18) 0.273(12) Uani 0.10(3) 1 d D . P D 2
H19A H -0.180417 -0.075304 0.125530 0.410 Uiso 0.10(3) 1 calc R U P D 2
H19B H -0.158778 -0.107757 0.112937 0.410 Uiso 0.10(3) 1 calc R U P D 2
H19C H -0.172402 -0.095241 0.223445 0.410 Uiso 0.10(3) 1 calc R U P D 2
Br1S Br 0.0602(3) 0.02047(13) 0.2235(5) 0.2157(16) Uani 0.5 1 d D . P E -1
C1S C 0.0149(8) -0.0099(3) 0.188(2) 0.141(11) Uani 0.5 1 d D . P E -1
H2SA H 0.036150 -0.028054 0.200407 0.169 Uiso 0.5 1 calc R U P E -1
H2SB H 0.005697 -0.008821 0.115094 0.169 Uiso 0.5 1 calc R U P E -1
Br2S Br -0.0619(3) -0.01041(13) 0.2722(6) 0.2157(16) Uani 0.5 1 d D . P E -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N14R 1.943(6) . ?
Cu O4H 1.964(4) . ?
Cu O3H 1.966(4) . ?
Cu O2H 1.975(4) . ?
Cu O1H 2.282(7) . ?
O1H C2H 1.242(9) . ?
C1H F1B 1.12(6) . ?
C1H F3B 1.43(6) . ?
C1H F1A 1.251(16) . ?
C1H F2B 1.66(5) . ?
C1H F3A 1.308(15) . ?
C1H F2A 1.306(16) . ?
C1H C2H 1.548(18) . ?
C2H C3H 1.416(12) . ?
C3H C4H 1.338(12) . ?
C4H O2H 1.252(9) . ?
C4H C5H 1.528(12) . ?
C5H F6B 1.37(2) . ?
C5H F5A 1.307(19) . ?
C5H F5B 1.27(2) . ?
C5H F6A 1.43(3) . ?
C5H F4A 1.292(12) . ?
O3H C7H 1.249(9) . ?
C6H F8B 1.180(15) . ?
C6H F9A 1.232(17) . ?
C6H F8A 1.277(18) . ?
C6H F9B 1.27(2) . ?
C6H F7A 1.38(2) . ?
C6H F7B 1.38(2) . ?
C6H C7H 1.579(11) . ?
C7H C8H 1.384(10) . ?
C8H C9H 1.386(9) . ?
C9H O4H 1.232(9) . ?
C9H C10H 1.519(11) . ?
C10H F12H 1.275(9) . ?
C10H F11H 1.302(9) . ?
C10H F10H 1.299(9) . ?
O1R N2R 1.293(7) . ?
N2R C11R 1.312(8) . ?
N2R C3R 1.514(9) . ?
C3R C4R 1.507(12) . ?
C3R C5R 1.523(13) . ?
C3R C6R 1.538(12) . ?
C6R N9R 1.509(10) . ?
C6R C8R 1.505(13) . ?
C6R C7R 1.548(11) . ?
N9R O10R 1.270(7) . ?
N9R C11R 1.358(9) . ?
C11R C12R 1.448(9) . ?
C12R C13R 1.366(10) . ?
C12R N16R 1.378(8) . ?
C13R N14R 1.386(7) . ?
N14R C15R 1.336(9) . ?
C15R N16R 1.327(9) . ?
N16R C17Q 1.464(11) . ?
N16R C17X 1.464(11) . ?
C17X C18X 1.62(3) . ?
C18X C19X 1.45(3) . ?
C17Q C18Q 1.53(6) . ?
C18Q C19Q 1.47(6) . ?
Br1S C1S 1.787(19) . ?
C1S Br2S 2.056(16) . ?

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
N14R Cu O4H 171.2(2) . . ?
N14R Cu O3H 89.8(2) . . ?
O4H Cu O3H 90.9(2) . . ?
N14R Cu O2H 92.7(2) . . ?
O4H Cu O2H 87.98(18) . . ?
O3H Cu O2H 170.8(2) . . ?
N14R Cu O1H 99.4(2) . . ?
O4H Cu O1H 89.5(2) . . ?
O3H Cu O1H 85.6(2) . . ?
O2H Cu O1H 85.2(2) . . ?
C2H O1H Cu 119.0(5) . . ?
F1B C1H F3B 132(5) . . ?
F1B C1H F2B 133(5) . . ?
F3B C1H F2B 84(4) . . ?
F1A C1H F3A 105.0(18) . . ?
F1A C1H F2A 103.4(15) . . ?
F3A C1H F2A 104.3(17) . . ?
F1B C1H C2H 108(3) . . ?
F3B C1H C2H 93(2) . . ?
F1A C1H C2H 116.7(12) . . ?
F2B C1H C2H 96.2(16) . . ?
F3A C1H C2H 111.5(13) . . ?
F2A C1H C2H 114.7(11) . . ?
O1H C2H C3H 126.9(8) . . ?
O1H C2H C1H 115.1(10) . . ?
C3H C2H C1H 118.0(10) . . ?
C4H C3H C2H 123.6(8) . . ?
O2H C4H C3H 130.9(7) . . ?
O2H C4H C5H 113.5(9) . . ?
C3H C4H C5H 115.5(9) . . ?
F6B C5H F5B 110.6(16) . . ?
F5A C5H F6A 101.9(17) . . ?
F6B C5H F4A 91.0(10) . . ?
F5A C5H F4A 117.1(10) . . ?
F5B C5H F4A 109.6(11) . . ?
F6A C5H F4A 99.4(11) . . ?
F6B C5H C4H 106.8(9) . . ?
F5A C5H C4H 115.1(9) . . ?
F5B C5H C4H 118.5(10) . . ?
F6A C5H C4H 102.4(8) . . ?
F4A C5H C4H 116.7(11) . . ?
C4H O2H Cu 124.5(5) . . ?
C7H O3H Cu 122.3(4) . . ?
F9A C6H F8A 107.8(14) . . ?
F8B C6H F9B 111.8(15) . . ?
F9A C6H F7A 113.5(18) . . ?
F8A C6H F7A 105.2(15) . . ?
F8B C6H F7B 114.9(16) . . ?
F9B C6H F7B 94.0(16) . . ?
F8B C6H C7H 115.3(9) . . ?
F9A C6H C7H 108.7(10) . . ?
F8A C6H C7H 114.2(10) . . ?
F9B C6H C7H 111.3(10) . . ?
F7A C6H C7H 107.6(10) . . ?
F7B C6H C7H 107.5(10) . . ?
O3H C7H C8H 128.7(6) . . ?
O3H C7H C6H 112.2(7) . . ?
C8H C7H C6H 119.1(8) . . ?
C9H C8H C7H 120.8(7) . . ?
O4H C9H C8H 128.7(7) . . ?
O4H C9H C10H 113.8(6) . . ?
C8H C9H C10H 117.5(8) . . ?
F12H C10H F11H 104.8(8) . . ?
F12H C10H F10H 107.5(8) . . ?
F11H C10H F10H 105.1(7) . . ?
F12H C10H C9H 112.0(7) . . ?
F11H C10H C9H 111.4(8) . . ?
F10H C10H C9H 115.3(7) . . ?
C9H O4H Cu 123.5(4) . . ?
O1R N2R C11R 127.0(6) . . ?
O1R N2R C3R 121.1(6) . . ?
C11R N2R C3R 111.6(6) . . ?
C4R C3R N2R 110.1(7) . . ?
C4R C3R C5R 109.3(8) . . ?
N2R C3R C5R 107.8(7) . . ?
C4R C3R C6R 115.8(9) . . ?
N2R C3R C6R 98.5(6) . . ?
C5R C3R C6R 114.7(8) . . ?
N9R C6R C8R 108.8(7) . . ?
N9R C6R C3R 100.3(7) . . ?
C8R C6R C3R 112.9(8) . . ?
N9R C6R C7R 108.6(7) . . ?
C8R C6R C7R 110.8(8) . . ?
C3R C6R C7R 114.8(8) . . ?
O10R N9R C11R 125.9(6) . . ?
O10R N9R C6R 123.5(6) . . ?
C11R N9R C6R 109.5(7) . . ?
N2R C11R N9R 109.2(6) . . ?
N2R C11R C12R 127.9(6) . . ?
N9R C11R C12R 122.8(7) . . ?
C13R C12R N16R 105.9(6) . . ?
C13R C12R C11R 127.6(6) . . ?
N16R C12R C11R 126.4(7) . . ?
C12R C13R N14R 109.6(6) . . ?
C15R N14R C13R 104.8(6) . . ?
C15R N14R Cu 126.4(4) . . ?
C13R N14R Cu 127.9(5) . . ?
N16R C15R N14R 112.0(6) . . ?
C15R N16R C12R 107.7(6) . . ?
C15R N16R C17Q 122.9(7) . . ?
C12R N16R C17Q 128.0(7) . . ?
C15R N16R C17X 122.9(7) . . ?
C12R N16R C17X 128.0(7) . . ?
N16R C17X C18X 111.8(10) . . ?
C19X C18X C17X 111.4(15) . . ?
N16R C17Q C18Q 115(4) . . ?
C19Q C18Q C17Q 115(5) . . ?
Br1S C1S Br2S 111.4(9) . . ?

_refine_diff_density_max         0.403
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.057



####################################################################### 
# 
# 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_mmms
_database_code_depnum_ccdc_archive 'CCDC 2350256'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24.50 H26 Cu F12 N4 O6.50'
_chemical_formula_weight         772.03

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

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

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

_cell_length_a                   12.6230(6)
_cell_length_b                   45.631(2)
_cell_length_c                   33.8261(16)
_cell_angle_alpha                90
_cell_angle_beta                 100.590(3)
_cell_angle_gamma                90
_cell_volume                     19152.0(16)
_cell_formula_units_Z            24
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9948
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      25.11

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.607
_exptl_crystal_F_000             9360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    0.800
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2066
_exptl_absorpt_correction_T_max  0.3364
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            85767
_diffrn_reflns_av_unetI/netI     0.1712
_diffrn_reflns_av_R_equivalents  0.0896
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       61
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         1.702
_diffrn_reflns_theta_max         28.720
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.856
_diffrn_measured_fraction_theta_full 0.935
_diffrn_reflns_Laue_measured_fraction_max 0.856
_diffrn_reflns_Laue_measured_fraction_full 0.935
_diffrn_reflns_point_group_measured_fraction_max 0.793
_diffrn_reflns_point_group_measured_fraction_full 0.890
_reflns_number_total             39302
_reflns_number_gt                21807
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.852
_reflns_Friedel_fraction_max     0.730
_reflns_Friedel_fraction_full    0.845

_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
; 
 Refined as a 2-component inversion twin. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           fullcycle
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0429P)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_abs_structure_details 
; 
 Twinning involves inversion, so Flack parameter cannot be determined 
;
_refine_ls_abs_structure_Flack   ?
_chemical_absolute_configuration ?
_refine_ls_number_reflns         39302
_refine_ls_number_parameters     2602
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.1210
_refine_ls_R_factor_gt           0.0582
_refine_ls_wR_factor_ref         0.1208
_refine_ls_wR_factor_gt          0.1044
_refine_ls_goodness_of_fit_ref   0.883
_refine_ls_restrained_S_all      0.884
_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
Cu1 Cu 0.671795 0.53228(3) 0.395975 0.0220(3) Uani 1 1 d . . . . .
Cu2 Cu 0.34344(12) 0.47038(3) 0.23014(5) 0.0239(4) Uani 1 1 d . . . . .
Cu3 Cu -0.00847(10) 0.46528(3) 0.56963(4) 0.0221(4) Uani 1 1 d . . . . .
O1B O 1.0900(5) 0.46023(15) 0.5137(2) 0.0248(19) Uani 1 1 d . . . . .
N2B N 1.0565(6) 0.44409(19) 0.4820(3) 0.019(2) Uani 1 1 d . U . . .
C3B C 1.1057(8) 0.4149(2) 0.4754(3) 0.020(3) Uani 1 1 d . . . . .
C4B C 1.2031(8) 0.4224(2) 0.4548(3) 0.033(3) Uani 1 1 d . . . . .
H4BA H 1.239599 0.404280 0.449465 0.049 Uiso 1 1 calc R U . . .
H4BB H 1.177106 0.432627 0.429353 0.049 Uiso 1 1 calc R U . . .
H4BC H 1.253718 0.435053 0.472526 0.049 Uiso 1 1 calc R U . . .
C5B C 1.1456(9) 0.3997(2) 0.5148(3) 0.030(3) Uani 1 1 d . . . . .
H5BA H 1.177258 0.380793 0.509793 0.045 Uiso 1 1 calc R U . . .
H5BB H 1.200236 0.411908 0.531505 0.045 Uiso 1 1 calc R U . . .
H5BC H 1.085144 0.396563 0.528853 0.045 Uiso 1 1 calc R U . . .
C6B C 1.0131(8) 0.4003(2) 0.4465(4) 0.028(3) Uani 1 1 d . . . . .
C7B C 0.9298(7) 0.3855(2) 0.4696(3) 0.029(3) Uani 1 1 d . . . . .
H7BA H 0.961028 0.367533 0.482746 0.044 Uiso 1 1 calc R U . . .
H7BB H 0.912605 0.399083 0.489982 0.044 Uiso 1 1 calc R U . . .
H7BC H 0.863842 0.380693 0.450542 0.044 Uiso 1 1 calc R U . . .
C8B C 1.0465(9) 0.3805(2) 0.4142(4) 0.038(3) Uani 1 1 d . . . . .
H8BA H 1.081056 0.362759 0.426853 0.057 Uiso 1 1 calc R U . . .
H8BB H 0.982539 0.375088 0.394489 0.057 Uiso 1 1 calc R U . . .
H8BC H 1.097277 0.391056 0.400656 0.057 Uiso 1 1 calc R U . . .
N9B N 0.9602(7) 0.42750(18) 0.4273(3) 0.024(2) Uani 1 1 d . . . . .
O10B O 0.8935(6) 0.42689(15) 0.3939(3) 0.031(2) Uani 1 1 d . . . . .
C11B C 0.9803(8) 0.4517(2) 0.4510(3) 0.021(3) Uani 1 1 d . . . . .
C12B C 0.9225(7) 0.4786(2) 0.4432(3) 0.019(3) Uani 1 1 d . . . . .
C13B C 0.8176(8) 0.4835(2) 0.4269(3) 0.018(3) Uani 1 1 d . U . . .
H13A H 0.765509 0.468777 0.418155 0.021 Uiso 1 1 calc R U . . .
N14B N 0.7981(7) 0.51319(18) 0.4252(3) 0.021(2) Uani 1 1 d . . . . .
C15B C 0.8922(9) 0.5257(2) 0.4397(3) 0.024(3) Uani 1 1 d . . . . .
H15A H 0.902496 0.546287 0.441648 0.029 Uiso 1 1 calc R U . . .
N16B N 0.9698(6) 0.50645(18) 0.4513(3) 0.025(2) Uani 1 1 d . . . . .
C17B C 1.0843(9) 0.5136(3) 0.4585(4) 0.037(3) Uani 1 1 d . U . . .
H17A H 1.121631 0.501730 0.481360 0.044 Uiso 1 1 calc R U . . .
H17B H 1.093365 0.534507 0.466327 0.044 Uiso 1 1 calc R U . . .
C18B C 1.1370(8) 0.5083(2) 0.4228(4) 0.041(4) Uani 1 1 d . . . . .
H18A H 1.130733 0.487300 0.415577 0.049 Uiso 1 1 calc R U . . .
H18B H 1.214654 0.513098 0.430152 0.049 Uiso 1 1 calc R U . . .
C19B C 1.0873(10) 0.5265(3) 0.3861(4) 0.053(4) Uani 1 1 d . . . . .
H19A H 1.124570 0.522251 0.363793 0.079 Uiso 1 1 calc R U . . .
H19B H 1.010782 0.521610 0.378246 0.079 Uiso 1 1 calc R U . . .
H19C H 1.094736 0.547418 0.392827 0.079 Uiso 1 1 calc R U . . .
O1D O 0.7672(6) 0.53687(15) 0.3543(2) 0.0217(18) Uani 1 1 d . . . . .
N2D N 0.7389(6) 0.55265(18) 0.3215(3) 0.020(2) Uani 1 1 d . . . . .
C3D C 0.7984(8) 0.5808(2) 0.3150(4) 0.021(3) Uani 1 1 d . . . . .
C4D C 0.8991(8) 0.5715(3) 0.2987(4) 0.035(3) Uani 1 1 d . . . . .
H4DA H 0.940339 0.588924 0.293951 0.052 Uiso 1 1 calc R U . . .
H4DB H 0.943940 0.558778 0.318339 0.052 Uiso 1 1 calc R U . . .
H4DC H 0.877313 0.560804 0.273353 0.052 Uiso 1 1 calc R U . . .
C5D C 0.8281(8) 0.5977(2) 0.3547(4) 0.036(3) Uani 1 1 d . . . . .
H5DA H 0.866318 0.615756 0.350237 0.054 Uiso 1 1 calc R U . . .
H5DB H 0.762311 0.602659 0.364798 0.054 Uiso 1 1 calc R U . . .
H5DC H 0.874691 0.585519 0.374583 0.054 Uiso 1 1 calc R U . . .
C6D C 0.7120(8) 0.5960(2) 0.2839(4) 0.024(3) Uani 1 1 d . . . . .
C7D C 0.6284(9) 0.6139(2) 0.3023(4) 0.038(3) Uani 1 1 d . . . . .
H7DA H 0.603798 0.602213 0.323208 0.056 Uiso 1 1 calc R U . . .
H7DB H 0.661877 0.631998 0.314154 0.056 Uiso 1 1 calc R U . . .
H7DC H 0.566718 0.618713 0.281195 0.056 Uiso 1 1 calc R U . . .
C8D C 0.7512(10) 0.6130(3) 0.2521(4) 0.042(4) Uani 1 1 d . . . . .
H8DA H 0.791001 0.630216 0.264047 0.063 Uiso 1 1 calc R U . . .
H8DB H 0.798825 0.600642 0.239317 0.063 Uiso 1 1 calc R U . . .
H8DC H 0.689615 0.619300 0.231829 0.063 Uiso 1 1 calc R U . . .
N9D N 0.6508(7) 0.56952(18) 0.2647(3) 0.024(2) Uani 1 1 d . . . . .
O10D O 0.5853(6) 0.57042(15) 0.2316(2) 0.029(2) Uani 1 1 d . . . . .
C11D C 0.6657(8) 0.5459(2) 0.2895(3) 0.016(3) Uani 1 1 d . . . . .
C12D C 0.6049(9) 0.5191(2) 0.2811(3) 0.025(3) Uani 1 1 d . . . . .
C13D C 0.5030(8) 0.5164(2) 0.2630(3) 0.017(3) Uani 1 1 d . . . . .
H13B H 0.456157 0.532125 0.253416 0.021 Uiso 1 1 calc R U . . .
N14D N 0.4757(7) 0.48742(19) 0.2603(3) 0.021(2) Uani 1 1 d . . . . .
C15D C 0.5649(9) 0.4731(2) 0.2777(4) 0.030(3) Uani 1 1 d . . . . .
H15B H 0.569972 0.452422 0.279920 0.036 Uiso 1 1 calc R U . . .
N16D N 0.6432(7) 0.49086(18) 0.2910(3) 0.023(2) Uani 1 1 d . . . . .
C17D C 0.7535(8) 0.4807(2) 0.3049(4) 0.034(3) Uani 1 1 d . . . . .
H17Y H 0.752524 0.459362 0.309878 0.041 Uiso 1 1 calc R U . . .
H17C H 0.783174 0.490457 0.330718 0.041 Uiso 1 1 calc R U . . .
C18D C 0.8277(9) 0.4871(3) 0.2745(5) 0.059(5) Uani 1 1 d . . . . .
H18C H 0.902674 0.481725 0.286620 0.071 Uiso 1 1 calc R U . . .
H18D H 0.826074 0.508295 0.268424 0.071 Uiso 1 1 calc R U . . .
C19D C 0.7924(11) 0.4696(3) 0.2349(4) 0.068(5) Uani 1 1 d . . . . .
H19D H 0.841085 0.474063 0.216214 0.102 Uiso 1 1 calc R U . . .
H19E H 0.795150 0.448522 0.240763 0.102 Uiso 1 1 calc R U . . .
H19F H 0.718609 0.475071 0.222581 0.102 Uiso 1 1 calc R U . . .
O1 O 0.2829(5) 0.50974(14) 0.2200(2) 0.0258(19) Uani 1 1 d . . . . .
C1 C 0.1488(9) 0.5464(3) 0.2112(4) 0.034(3) Uani 1 1 d . . . . .
F3 F 0.2301(12) 0.5643(3) 0.1986(6) 0.056(3) Uani 0.572(14) 1 d . U P A 1
F2 F 0.1514(12) 0.5533(3) 0.2485(4) 0.031(3) Uani 0.572(14) 1 d . U P A 1
F1 F 0.0532(13) 0.5528(3) 0.1909(6) 0.053(4) Uani 0.572(14) 1 d . U P A 1
F1A F 0.2217(16) 0.5631(4) 0.2228(8) 0.053(4) Uani 0.428(14) 1 d . U P A 2
F2A F 0.0879(16) 0.5565(4) 0.1791(6) 0.031(3) Uani 0.428(14) 1 d . U P A 2
F3A F 0.086(2) 0.5471(4) 0.2406(6) 0.056(3) Uani 0.428(14) 1 d . U P A 2
C2 C 0.1855(9) 0.5148(2) 0.2073(3) 0.023(3) Uani 1 1 d . . . . .
C3 C 0.1078(9) 0.4939(2) 0.1900(4) 0.029(3) Uani 1 1 d . . . . .
H3A H 0.034685 0.499740 0.182466 0.034 Uiso 1 1 calc R U . . .
C4 C 0.1344(10) 0.4659(3) 0.1839(3) 0.025(3) Uani 1 1 d . . . . .
C5 C 0.0478(9) 0.4446(3) 0.1638(4) 0.030(3) Uani 1 1 d . . . . .
F4 F 0.0289(5) 0.42345(15) 0.1896(2) 0.052(2) Uani 1 1 d . . . . .
F5 F 0.0722(5) 0.43120(14) 0.1320(2) 0.0423(19) Uani 1 1 d . . . . .
F6 F -0.0477(5) 0.45719(14) 0.1517(2) 0.050(2) Uani 1 1 d . . . . .
O2 O 0.2244(5) 0.45279(14) 0.1938(2) 0.025(2) Uani 1 1 d . . . . .
O3 O -0.1089(6) 0.47180(16) 0.6208(2) 0.031(2) Uani 1 1 d . . . . .
C6 C -0.2354(10) 0.4563(3) 0.6586(4) 0.035(3) Uani 1 1 d . . . . .
F7 F -0.3140(5) 0.43549(15) 0.6562(2) 0.053(2) Uani 1 1 d . . . . .
F8 F -0.1927(6) 0.45716(18) 0.6980(2) 0.062(2) Uani 1 1 d . . . . .
F9 F -0.2866(5) 0.48151(15) 0.6505(2) 0.0461(19) Uani 1 1 d . . . . .
C7 C -0.1541(9) 0.4500(3) 0.6329(4) 0.028(3) Uani 1 1 d . . . . .
C8 C -0.1306(8) 0.4201(2) 0.6270(3) 0.021(3) Uani 1 1 d . . . . .
H8A H -0.174005 0.405731 0.636551 0.025 Uiso 1 1 calc R U . . .
C9 C -0.0481(8) 0.4106(2) 0.6082(3) 0.020(3) Uani 1 1 d . . . . .
C10 C -0.0216(9) 0.3779(2) 0.6086(4) 0.028(3) Uani 1 1 d . . . . .
F10 F -0.0957(5) 0.36153(12) 0.6242(2) 0.0416(19) Uani 1 1 d . . . . .
F11 F -0.0210(5) 0.36776(13) 0.5716(2) 0.0411(19) Uani 1 1 d . . . . .
F12 F 0.0714(5) 0.37252(14) 0.6301(2) 0.055(2) Uani 1 1 d . . . . .
O4 O 0.0179(5) 0.42503(14) 0.5903(2) 0.0249(19) Uani 1 1 d . . . . .
O19 O -0.1379(5) 0.45009(14) 0.5355(2) 0.0244(19) Uani 1 1 d . . . . .
C46 C -0.3141(8) 0.4472(2) 0.5027(4) 0.031(3) Uani 1 1 d . . . . .
F55 F -0.2898(5) 0.42948(13) 0.4743(2) 0.0349(17) Uani 1 1 d . . . . .
F56 F -0.3488(5) 0.43070(14) 0.5303(2) 0.0402(19) Uani 1 1 d . . . . .
F57 F -0.3990(5) 0.46340(13) 0.4857(2) 0.0365(18) Uani 1 1 d . . . . .
C47 C -0.2183(8) 0.4661(2) 0.5214(3) 0.019(3) Uani 1 1 d . U . . .
C48 C -0.2301(9) 0.4961(2) 0.5217(3) 0.025(3) Uani 1 1 d . . . . .
H48A H -0.297420 0.504745 0.510660 0.030 Uiso 1 1 calc R U . . .
C49 C -0.1403(8) 0.5142(2) 0.5387(4) 0.024(3) Uani 1 1 d . . . . .
C50 C -0.1565(10) 0.5469(3) 0.5385(4) 0.031(3) Uani 1 1 d . . . . .
F58 F -0.1682(6) 0.55634(14) 0.5745(2) 0.058(2) Uani 1 1 d . . . . .
F59 F -0.0743(6) 0.56098(14) 0.5278(3) 0.068(3) Uani 1 1 d . . . . .
F60 F -0.2434(6) 0.55562(13) 0.5138(2) 0.051(2) Uani 1 1 d . . . . .
O20 O -0.0488(5) 0.50587(14) 0.5535(2) 0.0219(18) Uani 1 1 d . . . . .
O1A O 0.2702(6) 0.55646(15) 0.5547(2) 0.030(2) Uani 1 1 d . . . . .
N2A N 0.3393(7) 0.55464(18) 0.5868(3) 0.023(2) Uani 1 1 d . . . . .
C3A C 0.4077(9) 0.5804(2) 0.6036(4) 0.027(3) Uani 1 1 d . . . . .
C4A C 0.3342(9) 0.6002(2) 0.6234(4) 0.046(4) Uani 1 1 d . . . . .
H4AA H 0.374795 0.617436 0.634977 0.069 Uiso 1 1 calc R U . . .
H4AB H 0.272601 0.606479 0.603178 0.069 Uiso 1 1 calc R U . . .
H4AC H 0.308364 0.589312 0.644745 0.069 Uiso 1 1 calc R U . . .
C5A C 0.4475(10) 0.5968(3) 0.5698(4) 0.047(4) Uani 1 1 d . . . . .
H5AA H 0.491856 0.613488 0.581016 0.071 Uiso 1 1 calc R U . . .
H5AB H 0.490620 0.583536 0.556324 0.071 Uiso 1 1 calc R U . . .
H5AC H 0.385543 0.603854 0.550303 0.071 Uiso 1 1 calc R U . . .
C6A C 0.4922(8) 0.5649(2) 0.6340(4) 0.029(3) Uani 1 1 d . . . . .
C7A C 0.5866(8) 0.5517(2) 0.6159(4) 0.039(4) Uani 1 1 d . . . . .
H7AA H 0.637920 0.542074 0.637164 0.059 Uiso 1 1 calc R U . . .
H7AB H 0.558054 0.537340 0.595091 0.059 Uiso 1 1 calc R U . . .
H7AC H 0.623307 0.567420 0.603905 0.059 Uiso 1 1 calc R U . . .
C8A C 0.5363(8) 0.5821(2) 0.6722(3) 0.029(3) Uani 1 1 d . . . . .
H8AA H 0.590048 0.570242 0.689761 0.043 Uiso 1 1 calc R U . . .
H8AB H 0.569903 0.600249 0.665030 0.043 Uiso 1 1 calc R U . . .
H8AC H 0.477181 0.586927 0.686213 0.043 Uiso 1 1 calc R U . . .
O10A O 0.4548(6) 0.52425(15) 0.6785(3) 0.032(2) Uani 1 1 d . . . . .
N10A N 0.4272(6) 0.53863(18) 0.6441(3) 0.023(2) Uani 1 1 d . . . . .
C11A C 0.3507(8) 0.5324(2) 0.6133(3) 0.020(3) Uani 1 1 d . U . . .
C12A C 0.2758(8) 0.5069(2) 0.6098(4) 0.027(3) Uani 1 1 d . . . . .
C13A C 0.1731(8) 0.5073(2) 0.5947(3) 0.017(3) Uani 1 1 d . . . . .
H13E H 0.132507 0.524158 0.584789 0.021 Uiso 1 1 calc R U . . .
N14A N 0.1332(7) 0.47929(18) 0.5956(3) 0.023(2) Uani 1 1 d . . . . .
C15A C 0.2174(8) 0.4626(2) 0.6097(3) 0.023(3) Uani 1 1 d . . . . .
H15C H 0.214762 0.441843 0.612196 0.027 Uiso 1 1 calc R U . . .
N16A N 0.3072(7) 0.47878(18) 0.6199(3) 0.024(2) Uani 1 1 d . U . . .
C17A C 0.4161(8) 0.4662(2) 0.6280(4) 0.029(3) Uani 1 1 d . . . . .
H17D H 0.412276 0.445595 0.636947 0.035 Uiso 1 1 calc R U . . .
H17E H 0.461475 0.477256 0.649954 0.035 Uiso 1 1 calc R U . . .
C18A C 0.4676(9) 0.4671(2) 0.5908(4) 0.036(3) Uani 1 1 d . . . . .
H18F H 0.479742 0.487789 0.584229 0.044 Uiso 1 1 calc R U . . .
H18G H 0.538958 0.457409 0.597139 0.044 Uiso 1 1 calc R U . . .
C19A C 0.4029(9) 0.4526(3) 0.5542(4) 0.043(4) Uani 1 1 d . . . . .
H19G H 0.441691 0.454146 0.531679 0.065 Uiso 1 1 calc R U . . .
H19H H 0.392078 0.431861 0.559952 0.065 Uiso 1 1 calc R U . . .
H19I H 0.332747 0.462300 0.547017 0.065 Uiso 1 1 calc R U . . .
O5 O 0.5883(6) 0.52481(16) 0.4404(2) 0.0260(19) Uani 1 1 d . . . . .
C11 C 0.4497(10) 0.5301(3) 0.4782(4) 0.032(3) Uani 1 1 d . . . . .
F13 F 0.3631(5) 0.54754(15) 0.4781(2) 0.048(2) Uani 1 1 d . . . . .
F14 F 0.4898(6) 0.52531(15) 0.5165(2) 0.051(2) Uani 1 1 d . . . . .
F15 F 0.4104(5) 0.50495(14) 0.4619(2) 0.0368(18) Uani 1 1 d . . . . .
C12 C 0.5283(9) 0.5439(3) 0.4547(4) 0.029(3) Uani 1 1 d . . . . .
C13 C 0.5413(9) 0.5738(2) 0.4556(3) 0.028(3) Uani 1 1 d . . . . .
H13C H 0.490871 0.585522 0.466219 0.033 Uiso 1 1 calc R U . . .
C14 C 0.6253(8) 0.5876(2) 0.4417(3) 0.024(3) Uani 1 1 d . . . . .
C15 C 0.6347(8) 0.6215(2) 0.4448(4) 0.031(3) Uani 1 1 d . . . . .
F16 F 0.5571(5) 0.63346(13) 0.4628(2) 0.043(2) Uani 1 1 d . . . . .
F17 F 0.6314(6) 0.63341(14) 0.4092(2) 0.054(2) Uani 1 1 d . . . . .
F18 F 0.7261(5) 0.62921(13) 0.4686(2) 0.050(2) Uani 1 1 d . . . . .
O6 O 0.6979(5) 0.57685(15) 0.4252(2) 0.0273(19) Uani 1 1 d . . . . .
O7 O 0.5866(6) 0.48781(15) 0.3751(2) 0.0264(19) Uani 1 1 d . . . . .
C16 C 0.4344(9) 0.4589(3) 0.3755(4) 0.035(3) Uani 1 1 d . . . . .
F19 F 0.4454(5) 0.44044(13) 0.3459(2) 0.0381(18) Uani 1 1 d . . . . .
F20 F 0.4820(5) 0.44522(14) 0.4089(2) 0.044(2) Uani 1 1 d . . . . .
F21 F 0.3295(5) 0.46040(13) 0.3774(2) 0.048(2) Uani 1 1 d . . . . .
C17 C 0.4900(9) 0.4882(2) 0.3709(4) 0.026(3) Uani 1 1 d . . . . .
C18 C 0.4176(8) 0.5123(2) 0.3577(3) 0.025(3) Uani 1 1 d . . . . .
H18E H 0.342112 0.508856 0.351985 0.030 Uiso 1 1 calc R U . . .
C19 C 0.4565(8) 0.5402(2) 0.3532(3) 0.019(3) Uani 1 1 d . U . . .
C20 C 0.3761(9) 0.5635(3) 0.3364(4) 0.033(3) Uani 1 1 d . . . . .
F22 F 0.3817(7) 0.58683(17) 0.3608(2) 0.071(3) Uani 1 1 d . . . . .
F23 F 0.3958(5) 0.57441(14) 0.3018(2) 0.044(2) Uani 1 1 d . . . . .
F24 F 0.2730(5) 0.55495(16) 0.3299(3) 0.066(3) Uani 1 1 d . . . . .
O8 O 0.5518(6) 0.55029(14) 0.3606(2) 0.027(2) Uani 1 1 d . . . . .
O9 O 0.3915(5) 0.42994(15) 0.2457(2) 0.0257(19) Uani 1 1 d . . . . .
C21 C 0.3759(10) 0.3804(2) 0.2594(4) 0.035(3) Uani 1 1 d . . . . .
F25 F 0.3618(6) 0.37257(13) 0.2188(2) 0.053(2) Uani 1 1 d . . . . .
F26 F 0.4801(5) 0.37786(14) 0.2727(2) 0.056(2) Uani 1 1 d . . . . .
F27 F 0.3260(5) 0.36052(12) 0.2775(2) 0.0379(18) Uani 1 1 d . . . . .
C22 C 0.3358(8) 0.4112(2) 0.2622(3) 0.020(3) Uani 1 1 d . . . . .
C23 C 0.2507(8) 0.4154(2) 0.2814(4) 0.029(3) Uani 1 1 d . . . . .
H23A H 0.218407 0.398549 0.290597 0.034 Uiso 1 1 calc R U . . .
C24 C 0.2067(8) 0.4434(3) 0.2886(4) 0.023(3) Uani 1 1 d . . . . .
C25 C 0.1100(10) 0.4426(3) 0.3106(4) 0.038(3) Uani 1 1 d . . . . .
F28 F 0.1195(6) 0.42354(19) 0.3401(3) 0.086(3) Uani 1 1 d . . . . .
F29 F 0.0918(5) 0.46827(16) 0.3269(2) 0.050(2) Uani 1 1 d . . . . .
F30 F 0.0212(5) 0.43632(16) 0.2848(2) 0.059(2) Uani 1 1 d . . . . .
O10 O 0.2375(6) 0.46739(17) 0.2802(2) 0.033(2) Uani 1 1 d . . . . .
Cu4 Cu 0.77114(11) 0.71695(3) 0.61065(4) 0.0257(4) Uani 1 1 d . . . . .
Cu5 Cu 0.90098(10) 0.78155(3) 0.43910(5) 0.0236(4) Uani 1 1 d . . . . .
Cu6 Cu 0.59185(12) 0.78104(3) 0.77067(5) 0.0245(4) Uani 1 1 d . . . . .
O1E O 1.0583(5) 0.79187(15) 0.4874(2) 0.0234(19) Uani 1 1 d . . . . .
N2E N 1.0587(6) 0.8074(2) 0.5192(3) 0.024(2) Uani 1 1 d . . . . .
C3E C 1.1157(8) 0.8371(2) 0.5253(4) 0.025(3) Uani 1 1 d . . . . .
C4E C 1.1064(9) 0.8532(2) 0.4858(4) 0.036(3) Uani 1 1 d . . . . .
H4EA H 1.143382 0.872151 0.490409 0.054 Uiso 1 1 calc R U . . .
H4EB H 1.139557 0.841557 0.467059 0.054 Uiso 1 1 calc R U . . .
H4EC H 1.030152 0.856499 0.474438 0.054 Uiso 1 1 calc R U . . .
C5E C 1.2355(8) 0.8302(2) 0.5422(3) 0.029(3) Uani 1 1 d . . . . .
H5EA H 1.241167 0.819693 0.567763 0.043 Uiso 1 1 calc R U . . .
H5EB H 1.264838 0.817975 0.522938 0.043 Uiso 1 1 calc R U . . .
H5EC H 1.276257 0.848539 0.546540 0.043 Uiso 1 1 calc R U . . .
C6E C 1.0535(8) 0.8506(2) 0.5574(3) 0.023(3) Uani 1 1 d . . . . .
C7E C 1.1223(9) 0.8710(2) 0.5881(3) 0.023(3) Uani 1 1 d . . . . .
H7EA H 1.190172 0.861159 0.599382 0.035 Uiso 1 1 calc R U . . .
H7EB H 1.137576 0.889105 0.574683 0.035 Uiso 1 1 calc R U . . .
H7EC H 1.082951 0.875582 0.609718 0.035 Uiso 1 1 calc R U . . .
C8E C 0.9487(9) 0.8642(2) 0.5390(4) 0.036(3) Uani 1 1 d . . . . .
H8EA H 0.962030 0.882334 0.525139 0.054 Uiso 1 1 calc R U . . .
H8EB H 0.907710 0.850553 0.519623 0.054 Uiso 1 1 calc R U . . .
H8EC H 0.907289 0.868703 0.560076 0.054 Uiso 1 1 calc R U . . .
N9E N 1.0235(7) 0.82317(19) 0.5777(3) 0.022(2) Uani 1 1 d . . . . .
O10E O 0.9983(6) 0.82355(15) 0.6128(2) 0.0286(19) Uani 1 1 d . . . . .
C11E C 1.0201(8) 0.8001(2) 0.5529(4) 0.020(3) Uani 1 1 d . . . . .
C12E C 0.9730(8) 0.7719(2) 0.5608(3) 0.022(3) Uani 1 1 d . . . . .
C13E C 0.8848(9) 0.7669(2) 0.5781(3) 0.023(3) Uani 1 1 d . . . . .
H13F H 0.841611 0.781723 0.586793 0.028 Uiso 1 1 calc R U . . .
N14E N 0.8678(7) 0.73752(17) 0.5810(3) 0.020(2) Uani 1 1 d . . . . .
C15E C 0.9460(8) 0.7249(2) 0.5655(3) 0.023(3) Uani 1 1 d . . . . .
H15D H 0.954500 0.704251 0.563761 0.028 Uiso 1 1 calc R U . . .
N16E N 1.0128(7) 0.74474(17) 0.5522(3) 0.021(2) Uani 1 1 d . . . . .
C17E C 1.1138(9) 0.7375(3) 0.5387(4) 0.045(4) Uani 1 1 d . . . . .
H17F H 1.121289 0.749797 0.515224 0.054 Uiso 1 1 calc R U . . .
H17G H 1.112824 0.716694 0.530323 0.054 Uiso 1 1 calc R U . . .
C18E C 1.2067(10) 0.7428(3) 0.5722(5) 0.066(5) Uani 1 1 d . . . . .
H18H H 1.204736 0.763604 0.580500 0.079 Uiso 1 1 calc R U . . .
H18I H 1.274207 0.739900 0.561761 0.079 Uiso 1 1 calc R U . . .
C19E C 1.2117(10) 0.7237(3) 0.6097(5) 0.072(5) Uani 1 1 d . . . . .
H19J H 1.275310 0.728940 0.629710 0.109 Uiso 1 1 calc R U . . .
H19K H 1.146584 0.726767 0.621142 0.109 Uiso 1 1 calc R U . . .
H19L H 1.216272 0.702988 0.602344 0.109 Uiso 1 1 calc R U . . .
O1C O 0.8574(6) 0.68210(16) 0.7799(2) 0.031(2) Uani 1 1 d . . . . .
N2C N 0.8980(7) 0.68381(19) 0.7476(3) 0.024(2) Uani 1 1 d . . . . .
C3C C 0.9468(9) 0.6583(3) 0.7307(4) 0.033(3) Uani 1 1 d . . . . .
C4C C 0.8564(9) 0.6392(2) 0.7114(4) 0.035(3) Uani 1 1 d . . . . .
H4CA H 0.885476 0.621929 0.699808 0.053 Uiso 1 1 calc R U . . .
H4CB H 0.814811 0.632856 0.731692 0.053 Uiso 1 1 calc R U . . .
H4CC H 0.809504 0.650079 0.690162 0.053 Uiso 1 1 calc R U . . .
C5C C 1.0218(10) 0.6411(3) 0.7632(4) 0.046(4) Uani 1 1 d . . . . .
H5CA H 1.052465 0.624444 0.750941 0.069 Uiso 1 1 calc R U . . .
H5CB H 1.079999 0.653929 0.776372 0.069 Uiso 1 1 calc R U . . .
H5CC H 0.980789 0.633932 0.783217 0.069 Uiso 1 1 calc R U . . .
C6C C 1.0043(9) 0.6738(3) 0.6995(4) 0.031(3) Uani 1 1 d . . . . .
C7C C 1.1188(8) 0.6853(2) 0.7176(4) 0.038(4) Uani 1 1 d . . . . .
H7CA H 1.168292 0.668715 0.723956 0.057 Uiso 1 1 calc R U . . .
H7CB H 1.144339 0.698152 0.698143 0.057 Uiso 1 1 calc R U . . .
H7CC H 1.115990 0.696350 0.742289 0.057 Uiso 1 1 calc R U . . .
C8C C 1.0126(9) 0.6571(3) 0.6607(4) 0.040(3) Uani 1 1 d . . . . .
H8CA H 1.057550 0.639629 0.667376 0.061 Uiso 1 1 calc R U . . .
H8CB H 0.940469 0.651192 0.647077 0.061 Uiso 1 1 calc R U . . .
H8CC H 1.045249 0.669826 0.642897 0.061 Uiso 1 1 calc R U . . .
N9C N 0.9367(6) 0.7006(2) 0.6912(3) 0.029(3) Uani 1 1 d . . . . .
O10C O 0.9325(5) 0.71590(16) 0.6586(2) 0.027(2) Uani 1 1 d . . . . .
C11C C 0.8863(7) 0.7072(2) 0.7220(4) 0.025(3) Uani 1 1 d . . . . .
C12C C 0.8262(8) 0.7335(2) 0.7282(3) 0.020(3) Uani 1 1 d . U . . .
C13C C 0.7366(8) 0.7354(2) 0.7441(3) 0.020(3) Uani 1 1 d . . . . .
H13G H 0.701694 0.719455 0.754343 0.024 Uiso 1 1 calc R U . . .
N14C N 0.7032(6) 0.76405(19) 0.7431(3) 0.023(2) Uani 1 1 d . . . . .
C15C C 0.7792(8) 0.7790(2) 0.7287(3) 0.023(3) Uani 1 1 d . . . . .
H15E H 0.779767 0.799751 0.726152 0.027 Uiso 1 1 calc R U . . .
N16C N 0.8532(6) 0.76154(19) 0.7184(3) 0.025(2) Uani 1 1 d . . . . .
C17C C 0.9570(9) 0.7714(2) 0.7078(4) 0.033(3) Uani 1 1 d . . . . .
H17H H 0.949931 0.791846 0.698079 0.040 Uiso 1 1 calc R U . . .
H17I H 0.974492 0.758926 0.685898 0.040 Uiso 1 1 calc R U . . .
C18C C 1.0458(9) 0.7694(3) 0.7436(4) 0.044(4) Uani 1 1 d . . . . .
H18J H 1.114128 0.775263 0.735473 0.052 Uiso 1 1 calc R U . . .
H18K H 1.053434 0.748673 0.752483 0.052 Uiso 1 1 calc R U . . .
C19C C 1.0292(9) 0.7883(3) 0.7794(4) 0.061(5) Uani 1 1 d . . . . .
H19M H 1.090607 0.785788 0.801521 0.092 Uiso 1 1 calc R U . . .
H19N H 1.023645 0.808943 0.771251 0.092 Uiso 1 1 calc R U . . .
H19O H 0.962848 0.782306 0.788290 0.092 Uiso 1 1 calc R U . . .
O21 O 0.5010(6) 0.79877(14) 0.8060(2) 0.026(2) Uani 1 1 d . . . . .
C51 C 0.3515(9) 0.8048(2) 0.8360(4) 0.025(3) Uani 1 1 d . . . . .
F61 F 0.2962(5) 0.82284(15) 0.8080(2) 0.050(2) Uani 1 1 d . . . . .
F62 F 0.2784(5) 0.79103(13) 0.8536(2) 0.0386(19) Uani 1 1 d . . . . .
F63 F 0.4074(5) 0.82273(13) 0.8647(2) 0.0408(18) Uani 1 1 d . . . . .
C52 C 0.4258(8) 0.7850(2) 0.8177(3) 0.019(3) Uani 1 1 d . U . . .
C53 C 0.3988(8) 0.7550(2) 0.8146(3) 0.022(3) Uani 1 1 d . . . . .
H53A H 0.335657 0.747749 0.822899 0.026 Uiso 1 1 calc R U . . .
C54 C 0.4672(9) 0.7365(2) 0.7993(3) 0.023(3) Uani 1 1 d . . . . .
C55 C 0.4327(10) 0.7037(3) 0.7953(4) 0.036(3) Uani 1 1 d . U . . .
F64 F 0.5133(7) 0.68638(15) 0.8105(3) 0.074(3) Uani 1 1 d . U . . .
F65 F 0.4086(7) 0.69567(15) 0.7573(2) 0.072(3) Uani 1 1 d . . . . .
F66 F 0.3560(7) 0.69712(15) 0.8137(3) 0.089(3) Uani 1 1 d . . . . .
O22 O 0.5488(5) 0.74110(14) 0.7842(2) 0.0249(19) Uani 1 1 d . . . . .
O23 O 0.7075(5) 0.75540(15) 0.6258(2) 0.0243(19) Uani 1 1 d . . . . .
C56 C 0.5647(8) 0.7867(3) 0.6307(4) 0.027(3) Uani 1 1 d . . . . .
F67 F 0.5882(5) 0.80091(14) 0.5990(2) 0.0440(19) Uani 1 1 d . . . . .
F68 F 0.5962(5) 0.80231(13) 0.6635(2) 0.0346(17) Uani 1 1 d . . . . .
F69 F 0.4562(5) 0.78518(13) 0.6259(2) 0.044(2) Uani 1 1 d . . . . .
C57 C 0.6173(8) 0.7557(2) 0.6354(3) 0.020(3) Uani 1 1 d . . . . .
C58 C 0.5590(9) 0.7331(2) 0.6499(3) 0.026(3) Uani 1 1 d . . . . .
H58A H 0.490011 0.736822 0.656220 0.032 Uiso 1 1 calc R U . . .
C59 C 0.6025(9) 0.7058(2) 0.6546(3) 0.022(3) Uani 1 1 d . . . . .
C60 C 0.5408(10) 0.6817(3) 0.6729(4) 0.036(3) Uani 1 1 d . . . . .
F70 F 0.5931(5) 0.67320(14) 0.7086(2) 0.046(2) Uani 1 1 d . . . . .
F71 F 0.4431(5) 0.69019(14) 0.6775(2) 0.048(2) Uani 1 1 d . . . . .
F72 F 0.5276(6) 0.65793(14) 0.6492(2) 0.062(2) Uani 1 1 d . . . . .
O24 O 0.6915(6) 0.69624(14) 0.6458(2) 0.027(2) Uani 1 1 d . . . . .
O11 O 0.8714(5) 0.74132(14) 0.4578(2) 0.025(2) Uani 1 1 d . . . . .
C26 C 0.7570(10) 0.7026(3) 0.4660(4) 0.027(3) Uani 1 1 d . . . . .
F31 F 0.8124(5) 0.68901(13) 0.4995(2) 0.0403(19) Uani 1 1 d . . . . .
F32 F 0.6555(5) 0.69688(13) 0.4657(2) 0.044(2) Uani 1 1 d . . . . .
F33 F 0.7880(5) 0.68975(13) 0.4350(2) 0.0411(19) Uani 1 1 d . . . . .
C27 C 0.7817(9) 0.7358(2) 0.4679(4) 0.024(3) Uani 1 1 d . . . . .
C28 C 0.7145(9) 0.7540(2) 0.4835(3) 0.028(3) Uani 1 1 d . . . . .
H28A H 0.654194 0.746141 0.492978 0.033 Uiso 1 1 calc R U . . .
C29 C 0.7333(8) 0.7838(2) 0.4856(3) 0.022(3) Uani 1 1 d . . . . .
C30 C 0.6553(9) 0.8033(2) 0.5039(4) 0.021(3) Uani 1 1 d . . . . .
F34 F 0.7072(5) 0.82013(14) 0.5334(2) 0.0388(18) Uani 1 1 d . . . . .
F35 F 0.5808(5) 0.78836(13) 0.5190(2) 0.0373(18) Uani 1 1 d . . . . .
F36 F 0.6030(6) 0.82129(15) 0.4760(2) 0.052(2) Uani 1 1 d . . . . .
O12 O 0.8080(5) 0.79889(14) 0.4736(2) 0.0247(19) Uani 1 1 d . . . . .
O13 O 0.7509(6) 0.77365(16) 0.3908(3) 0.032(2) Uani 1 1 d . . . . .
C31 C 0.5851(9) 0.7883(3) 0.3520(5) 0.036(4) Uani 1 1 d . . . . .
F37 F 0.5113(5) 0.80798(15) 0.3595(2) 0.049(2) Uani 1 1 d . . . . .
F38 F 0.5501(5) 0.76188(15) 0.3620(2) 0.051(2) Uani 1 1 d . . . . .
F39 F 0.5878(5) 0.78873(17) 0.3133(2) 0.056(2) Uani 1 1 d . . . . .
C32 C 0.6985(8) 0.7954(3) 0.3778(3) 0.024(3) Uani 1 1 d . . . . .
C33 C 0.7280(8) 0.8251(2) 0.3776(4) 0.026(3) Uani 1 1 d . . . . .
H33A H 0.676501 0.839225 0.365618 0.031 Uiso 1 1 calc R U . . .
C34 C 0.8307(9) 0.8341(2) 0.3945(3) 0.022(3) Uani 1 1 d . . . . .
C35 C 0.8595(9) 0.8659(2) 0.3870(4) 0.026(3) Uani 1 1 d . . . . .
F40 F 0.7764(5) 0.88234(13) 0.3700(2) 0.0366(18) Uani 1 1 d . . . . .
F41 F 0.8999(5) 0.87980(13) 0.4215(2) 0.0385(18) Uani 1 1 d . . . . .
F42 F 0.9332(5) 0.86709(13) 0.3632(2) 0.0408(19) Uani 1 1 d . . . . .
O14 O 0.9099(6) 0.82057(15) 0.4141(2) 0.0267(19) Uani 1 1 d . . . . .
O1F O 1.2455(6) 0.71841(15) 0.3256(2) 0.0263(19) Uani 1 1 d . . . . .
N2F N 1.2437(6) 0.70166(19) 0.3569(3) 0.022(2) Uani 1 1 d . . . . .
C3F C 1.3108(8) 0.6749(2) 0.3654(4) 0.026(3) Uani 1 1 d . . . . .
C4F C 1.4214(8) 0.6852(2) 0.3869(4) 0.038(3) Uani 1 1 d . . . . .
H4FA H 1.469097 0.668189 0.393186 0.057 Uiso 1 1 calc R U . . .
H4FB H 1.451925 0.698628 0.369369 0.057 Uiso 1 1 calc R U . . .
H4FC H 1.414294 0.695255 0.411811 0.057 Uiso 1 1 calc R U . . .
C5F C 1.3182(9) 0.6594(2) 0.3251(3) 0.035(3) Uani 1 1 d . . . . .
H5FA H 1.362438 0.641666 0.330634 0.053 Uiso 1 1 calc R U . . .
H5FB H 1.245645 0.653950 0.311299 0.053 Uiso 1 1 calc R U . . .
H5FC H 1.350980 0.672656 0.308100 0.053 Uiso 1 1 calc R U . . .
C6F C 1.2441(8) 0.6579(2) 0.3923(3) 0.021(3) Uani 1 1 d . . . . .
C7F C 1.3069(9) 0.6388(2) 0.4251(3) 0.034(3) Uani 1 1 d . . . . .
H7FA H 1.368967 0.649683 0.439520 0.051 Uiso 1 1 calc R U . . .
H7FB H 1.260236 0.632991 0.443916 0.051 Uiso 1 1 calc R U . . .
H7FC H 1.332171 0.621182 0.412957 0.051 Uiso 1 1 calc R U . . .
C8F C 1.1492(9) 0.6410(2) 0.3704(3) 0.035(3) Uani 1 1 d . . . . .
H8FA H 1.108176 0.653211 0.349193 0.052 Uiso 1 1 calc R U . . .
H8FB H 1.174789 0.623378 0.358407 0.052 Uiso 1 1 calc R U . . .
H8FC H 1.102854 0.635187 0.389365 0.052 Uiso 1 1 calc R U . . .
N9F N 1.1970(7) 0.68373(19) 0.4124(3) 0.028(2) Uani 1 1 d . . . . .
O10F O 1.1573(6) 0.68197(16) 0.4441(2) 0.033(2) Uani 1 1 d . . . . .
C11F C 1.1898(8) 0.7079(2) 0.3872(4) 0.024(3) Uani 1 1 d . . . . .
C12F C 1.1353(8) 0.7342(2) 0.3954(3) 0.021(3) Uani 1 1 d . . . . .
C13F C 1.0394(8) 0.7361(2) 0.4098(3) 0.019(3) Uani 1 1 d . . . . .
H13H H 0.999594 0.719988 0.417126 0.023 Uiso 1 1 calc R U . . .
N14F N 1.0109(6) 0.76558(17) 0.4120(3) 0.019(2) Uani 1 1 d . . . . .
C15F C 1.0899(8) 0.7805(2) 0.3986(3) 0.020(3) Uani 1 1 d . . . . .
H15F H 1.091864 0.801249 0.396857 0.024 Uiso 1 1 calc R U . . .
N16F N 1.1662(7) 0.76268(18) 0.3880(3) 0.024(2) Uani 1 1 d . . . . .
C17F C 1.2715(8) 0.7723(2) 0.3808(4) 0.034(3) Uani 1 1 d . . . . .
H17J H 1.267969 0.793181 0.372805 0.041 Uiso 1 1 calc R U . . .
H17X H 1.292146 0.760674 0.358730 0.041 Uiso 1 1 calc R U . . .
C18F C 1.3547(8) 0.7683(3) 0.4188(4) 0.039(4) Uani 1 1 d . . . . .
H18L H 1.425197 0.775496 0.413968 0.047 Uiso 1 1 calc R U . . .
H18M H 1.362408 0.747100 0.425039 0.047 Uiso 1 1 calc R U . . .
C19F C 1.3257(9) 0.7849(3) 0.4566(4) 0.054(4) Uani 1 1 d . . . . .
H19P H 1.382553 0.781390 0.480068 0.082 Uiso 1 1 calc R U . . .
H19Q H 1.319796 0.805918 0.450994 0.082 Uiso 1 1 calc R U . . .
H19R H 1.256950 0.777497 0.462075 0.082 Uiso 1 1 calc R U . . .
O15 O 0.6210(6) 0.71647(15) 0.5604(3) 0.034(2) Uani 1 1 d . . . . .
C36 C 0.4619(11) 0.6936(3) 0.5304(5) 0.049(4) Uani 1 1 d . . . . .
F43 F 0.4430(7) 0.7145(2) 0.5055(4) 0.131(5) Uani 1 1 d . . . . .
F44 F 0.4237(6) 0.66972(19) 0.5122(3) 0.087(3) Uani 1 1 d . . . . .
F45 F 0.4039(6) 0.6979(2) 0.5581(3) 0.086(3) Uani 1 1 d . . . . .
C37 C 0.5826(8) 0.6928(3) 0.5508(4) 0.033(3) Uani 1 1 d . . . . .
C38 C 0.6289(9) 0.6645(2) 0.5552(3) 0.026(3) Uani 1 1 d . . . . .
H38A H 0.584621 0.648146 0.545813 0.031 Uiso 1 1 calc R U . . .
C39 C 0.7321(9) 0.6595(2) 0.5719(3) 0.025(3) Uani 1 1 d . . . . .
C40 C 0.7742(10) 0.6277(2) 0.5736(4) 0.037(3) Uani 1 1 d . . . . .
F46 F 0.7896(6) 0.61775(13) 0.6117(2) 0.049(2) Uani 1 1 d . . . . .
F47 F 0.8686(5) 0.62658(14) 0.5615(2) 0.049(2) Uani 1 1 d . . . . .
F48 F 0.7058(6) 0.60938(14) 0.5511(2) 0.054(2) Uani 1 1 d . . . . .
O16 O 0.8047(6) 0.67775(16) 0.5887(2) 0.028(2) Uani 1 1 d . . . . .
O17 O 0.4367(6) 0.78053(15) 0.7210(2) 0.025(2) Uani 1 1 d . . . . .
C41 C 0.2806(10) 0.8036(2) 0.6878(4) 0.033(3) Uani 1 1 d . . . . .
F49 F 0.2717(5) 0.81615(18) 0.6506(2) 0.065(2) Uani 1 1 d . . . . .
F50 F 0.2132(5) 0.81758(15) 0.7068(2) 0.056(2) Uani 1 1 d . . . . .
F51 F 0.2436(5) 0.77639(14) 0.6809(2) 0.052(2) Uani 1 1 d . . . . .
C42 C 0.3975(9) 0.8039(3) 0.7104(3) 0.026(3) Uani 1 1 d . . . . .
C43 C 0.4412(9) 0.8326(2) 0.7163(3) 0.024(3) Uani 1 1 d . . . . .
H43A H 0.396658 0.848858 0.706766 0.028 Uiso 1 1 calc R U . . .
C44 C 0.5456(9) 0.8379(2) 0.7354(4) 0.024(3) Uani 1 1 d . . . . .
C45 C 0.5836(10) 0.8701(3) 0.7370(4) 0.038(3) Uani 1 1 d . . . . .
F52 F 0.6789(5) 0.87203(12) 0.7237(2) 0.043(2) Uani 1 1 d . . . . .
F53 F 0.5130(5) 0.88840(13) 0.7146(2) 0.0421(19) Uani 1 1 d . . . . .
F54 F 0.5999(6) 0.87988(12) 0.7742(2) 0.047(2) Uani 1 1 d . . . . .
O18 O 0.6168(5) 0.82077(14) 0.7512(2) 0.0242(19) Uani 1 1 d . . . . .
C11S C 0.712700 0.367000 0.371100 0.050 Uani 1 1 d . . . . .
O11S O 0.7131(7) 0.34554(17) 0.3907(3) 0.070(3) Uani 1 1 d . . . . .
C12S C 0.7503(10) 0.3689(3) 0.3321(3) 0.053(4) Uani 1 1 d . . . . .
H12A H 0.741558 0.389065 0.321904 0.079 Uiso 1 1 calc R U . . .
H12B H 0.826440 0.363359 0.335865 0.079 Uiso 1 1 calc R U . . .
H12C H 0.707547 0.355630 0.312625 0.079 Uiso 1 1 calc R U . . .
C13S C 0.6560(8) 0.3954(2) 0.3819(4) 0.039(3) Uani 1 1 d . . . . .
H13D H 0.663863 0.410779 0.362450 0.059 Uiso 1 1 calc R U . . .
H13I H 0.579304 0.391374 0.380960 0.059 Uiso 1 1 calc R U . . .
H13J H 0.689082 0.401791 0.408964 0.059 Uiso 1 1 calc R U . . .
O21S O 1.0350(6) 0.58781(17) 0.4484(3) 0.059(3) Uani 1 1 d . . . . .
C21S C 1.0394(9) 0.6090(3) 0.4701(4) 0.041(3) Uani 1 1 d . . . . .
C22S C 1.1247(9) 0.6111(3) 0.5092(4) 0.063(4) Uani 1 1 d . . . . .
H22A H 1.115940 0.629709 0.522739 0.094 Uiso 1 1 calc R U . . .
H22B H 1.115187 0.594786 0.527029 0.094 Uiso 1 1 calc R U . . .
H22C H 1.197034 0.610212 0.502577 0.094 Uiso 1 1 calc R U . . .
C23S C 0.9656(8) 0.6345(2) 0.4599(4) 0.048(4) Uani 1 1 d . . . . .
H23B H 0.981616 0.649317 0.481048 0.072 Uiso 1 1 calc R U . . .
H23C H 0.975751 0.642874 0.434190 0.072 Uiso 1 1 calc R U . . .
H23D H 0.890753 0.627916 0.457670 0.072 Uiso 1 1 calc R U . . .
O31S O 0.3460(7) 0.39328(18) 0.6253(3) 0.054(3) Uani 1 1 d . . . . .
C31S C 0.3603(9) 0.3731(2) 0.6481(4) 0.038(3) Uani 1 1 d . . . . .
C32S C 0.2898(7) 0.34574(19) 0.6404(3) 0.036(3) Uani 1 1 d . . . . .
H32A H 0.312532 0.331468 0.661915 0.053 Uiso 1 1 calc R U . . .
H32B H 0.214344 0.351109 0.639720 0.053 Uiso 1 1 calc R U . . .
H32C H 0.297285 0.337089 0.614506 0.053 Uiso 1 1 calc R U . . .
C33S C 0.4392(11) 0.3718(3) 0.6867(5) 0.080(5) Uani 1 1 d . . . . .
H33B H 0.434214 0.352721 0.699464 0.120 Uiso 1 1 calc R U . . .
H33C H 0.512247 0.374565 0.681350 0.120 Uiso 1 1 calc R U . . .
H33D H 0.422930 0.387377 0.704656 0.120 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
Cu1 N14B 1.922(8) . ?
Cu1 O8 1.933(7) . ?
Cu1 O5 2.016(7) . ?
Cu1 O1D 2.025(7) . ?
Cu1 O6 2.258(7) . ?
Cu1 O7 2.344(7) . ?
Cu2 O2 1.933(7) . ?
Cu2 N14D 1.951(8) . ?
Cu2 O1 1.957(7) . ?
Cu2 O9 1.984(7) . ?
Cu2 O10 2.346(8) . ?
Cu2 O10A 2.449(8) 2_564 ?
Cu3 O19 1.947(7) . ?
Cu3 N14A 1.950(9) . ?
Cu3 O20 1.971(7) . ?
Cu3 O4 1.972(7) . ?
Cu3 O3 2.346(8) . ?
Cu3 O1B 2.460(8) 1_455 ?
O1B N2B 1.303(10) . ?
N2B C11B 1.333(12) . ?
N2B C3B 1.502(12) . ?
C3B C5B 1.505(14) . ?
C3B C6B 1.533(15) . ?
C3B C4B 1.559(14) . ?
C6B N9B 1.502(12) . ?
C6B C8B 1.534(15) . ?
C6B C7B 1.573(13) . ?
N9B O10B 1.279(10) . ?
N9B C11B 1.360(13) . ?
C11B C12B 1.430(13) . ?
C12B C13B 1.357(13) . ?
C12B N16B 1.409(12) . ?
C13B N14B 1.374(12) . ?
N14B C15B 1.328(12) . ?
C15B N16B 1.320(13) . ?
N16B C17B 1.458(13) . ?
C17B C18B 1.503(16) . ?
C18B C19B 1.527(16) . ?
O1D N2D 1.317(11) . ?
N2D C11D 1.325(12) . ?
N2D C3D 1.524(12) . ?
C3D C6D 1.535(14) . ?
C3D C4D 1.535(14) . ?
C3D C5D 1.537(15) . ?
C6D C8D 1.482(15) . ?
C6D N9D 1.516(13) . ?
C6D C7D 1.552(14) . ?
N9D O10D 1.263(10) . ?
N9D C11D 1.359(12) . ?
C11D C12D 1.442(14) . ?
C12D C13D 1.325(14) . ?
C12D N16D 1.397(12) . ?
C13D N14D 1.364(12) . ?
N14D C15D 1.339(13) . ?
C15D N16D 1.293(13) . ?
N16D C17D 1.460(13) . ?
C17D C18D 1.540(17) . ?
C18D C19D 1.555(17) . ?
O1 C2 1.247(12) . ?
C1 F1A 1.20(2) . ?
C1 F2A 1.30(2) . ?
C1 F2 1.297(16) . ?
C1 F1 1.307(18) . ?
C1 F3A 1.38(2) . ?
C1 F3 1.438(19) . ?
C1 C2 1.527(15) . ?
C2 C3 1.416(14) . ?
C3 C4 1.344(14) . ?
C4 O2 1.273(12) . ?
C4 C5 1.528(15) . ?
C5 F5 1.319(13) . ?
C5 F6 1.331(12) . ?
C5 F4 1.350(12) . ?
O3 C7 1.253(12) . ?
C6 F9 1.324(12) . ?
C6 F8 1.343(14) . ?
C6 F7 1.365(13) . ?
C6 C7 1.488(16) . ?
C7 C8 1.417(15) . ?
C8 C9 1.387(14) . ?
C9 O4 1.294(11) . ?
C9 C10 1.528(14) . ?
C10 F12 1.285(12) . ?
C10 F11 1.336(13) . ?
C10 F10 1.375(12) . ?
O19 C47 1.270(11) . ?
C46 F56 1.335(12) . ?
C46 F55 1.335(13) . ?
C46 F57 1.340(11) . ?
C46 C47 1.523(15) . ?
C47 C48 1.377(13) . ?
C48 C49 1.435(14) . ?
C49 O20 1.232(11) . ?
C49 C50 1.507(15) . ?
C50 F60 1.312(13) . ?
C50 F58 1.325(14) . ?
C50 F59 1.326(13) . ?
O1A N2A 1.263(10) . ?
N2A C11A 1.342(13) . ?
N2A C3A 1.507(13) . ?
C3A C6A 1.514(15) . ?
C3A C5A 1.527(15) . ?
C3A C4A 1.534(15) . ?
C6A C8A 1.526(14) . ?
C6A N10A 1.527(13) . ?
C6A C7A 1.559(14) . ?
O10A N10A 1.323(10) . ?
N10A C11A 1.316(13) . ?
C11A C12A 1.493(14) . ?
C12A C13A 1.304(14) . ?
C12A N16A 1.365(12) . ?
C13A N14A 1.377(12) . ?
N14A C15A 1.324(12) . ?
C15A N16A 1.345(12) . ?
N16A C17A 1.470(12) . ?
C17A C18A 1.519(15) . ?
C18A C19A 1.505(15) . ?
O5 C12 1.304(13) . ?
C11 F14 1.318(13) . ?
C11 F15 1.331(12) . ?
C11 F13 1.351(12) . ?
C11 C12 1.516(16) . ?
C12 C13 1.377(15) . ?
C13 C14 1.387(14) . ?
C14 O6 1.257(12) . ?
C14 C15 1.554(15) . ?
C15 F17 1.314(14) . ?
C15 F18 1.328(12) . ?
C15 F16 1.360(12) . ?
O7 C17 1.202(12) . ?
C16 F20 1.333(13) . ?
C16 F19 1.335(13) . ?
C16 F21 1.339(12) . ?
C16 C17 1.534(15) . ?
C17 C18 1.445(14) . ?
C18 C19 1.382(13) . ?
C19 O8 1.269(11) . ?
C19 C20 1.508(14) . ?
C20 F24 1.337(13) . ?
C20 F23 1.339(13) . ?
C20 F22 1.341(13) . ?
O9 C22 1.295(11) . ?
C21 F26 1.314(13) . ?
C21 F27 1.317(12) . ?
C21 F25 1.396(14) . ?
C21 C22 1.506(14) . ?
C22 C23 1.367(14) . ?
C23 C24 1.429(14) . ?
C24 O10 1.214(12) . ?
C24 C25 1.542(16) . ?
C25 F28 1.311(13) . ?
C25 F30 1.320(13) . ?
C25 F29 1.334(14) . ?
Cu4 O24 1.939(7) . ?
Cu4 N14E 1.955(8) . ?
Cu4 O16 2.011(7) . ?
Cu4 O23 2.034(7) . ?
Cu4 O15 2.302(8) . ?
Cu4 O10C 2.360(8) . ?
Cu5 N14F 1.941(9) . ?
Cu5 O12 1.966(7) . ?
Cu5 O14 1.983(7) . ?
Cu5 O11 2.000(7) . ?
Cu5 O13 2.291(8) . ?
Cu5 O1E 2.376(8) . ?
Cu6 O18 1.974(7) . ?
Cu6 O21 1.975(7) . ?
Cu6 O22 1.979(7) . ?
Cu6 N14C 1.981(9) . ?
Cu6 O17 2.336(7) . ?
Cu6 O1F 2.427(8) 4_465 ?
O1E N2E 1.286(11) . ?
N2E C11E 1.360(13) . ?
N2E C3E 1.530(13) . ?
C3E C4E 1.511(15) . ?
C3E C5E 1.546(14) . ?
C3E C6E 1.580(14) . ?
C6E C8E 1.490(15) . ?
C6E N9E 1.510(13) . ?
C6E C7E 1.536(14) . ?
N9E O10E 1.284(10) . ?
N9E C11E 1.341(12) . ?
C11E C12E 1.464(14) . ?
C12E C13E 1.368(14) . ?
C12E N16E 1.388(12) . ?
C13E N14E 1.363(12) . ?
N14E C15E 1.333(12) . ?
C15E N16E 1.368(12) . ?
N16E C17E 1.469(13) . ?
C17E C18E 1.496(18) . ?
C18E C19E 1.533(18) . ?
O1C N2C 1.294(11) . ?
N2C C11C 1.363(13) . ?
N2C C3C 1.480(13) . ?
C3C C4C 1.488(15) . ?
C3C C5C 1.531(15) . ?
C3C C6C 1.554(16) . ?
C6C N9C 1.489(13) . ?
C6C C8C 1.538(15) . ?
C6C C7C 1.555(15) . ?
N9C O10C 1.297(11) . ?
N9C C11C 1.353(14) . ?
C11C C12C 1.456(14) . ?
C12C C13C 1.342(14) . ?
C12C N16C 1.379(12) . ?
C13C N14C 1.371(12) . ?
N14C C15C 1.341(12) . ?
C15C N16C 1.324(12) . ?
N16C C17C 1.488(13) . ?
C17C C18C 1.495(16) . ?
C18C C19C 1.532(17) . ?
O21 C52 1.260(12) . ?
C51 F62 1.344(12) . ?
C51 F61 1.346(12) . ?
C51 F63 1.363(11) . ?
C51 C52 1.515(15) . ?
C52 C53 1.412(14) . ?
C53 C54 1.374(14) . ?
C54 O22 1.248(12) . ?
C54 C55 1.558(16) . ?
C55 F66 1.279(14) . ?
C55 F65 1.316(14) . ?
C55 F64 1.317(13) . ?
O23 C57 1.241(11) . ?
C56 F68 1.315(13) . ?
C56 F67 1.333(12) . ?
C56 F69 1.351(11) . ?
C56 C57 1.559(15) . ?
C57 C58 1.406(13) . ?
C58 C59 1.357(13) . ?
C59 O24 1.290(12) . ?
C59 C60 1.541(15) . ?
C60 F70 1.324(13) . ?
C60 F71 1.328(13) . ?
C60 F72 1.341(13) . ?
O11 C27 1.267(12) . ?
C26 F32 1.306(12) . ?
C26 F33 1.324(12) . ?
C26 F31 1.366(12) . ?
C26 C27 1.543(15) . ?
C27 C28 1.359(14) . ?
C28 C29 1.379(14) . ?
C29 O12 1.292(11) . ?
C29 C30 1.540(14) . ?
C30 F34 1.330(12) . ?
C30 F36 1.331(12) . ?
C30 F35 1.337(11) . ?
O13 C32 1.230(12) . ?
C31 F39 1.317(14) . ?
C31 F37 1.349(12) . ?
C31 F38 1.350(13) . ?
C31 C32 1.567(16) . ?
C32 C33 1.406(14) . ?
C33 C34 1.380(14) . ?
C34 O14 1.256(12) . ?
C34 C35 1.528(15) . ?
C35 F40 1.331(12) . ?
C35 F42 1.337(12) . ?
C35 F41 1.346(12) . ?
O1F N2F 1.311(11) . ?
N2F C11F 1.358(13) . ?
N2F C3F 1.485(13) . ?
C3F C4F 1.523(14) . ?
C3F C5F 1.554(15) . ?
C3F C6F 1.555(15) . ?
C6F C8F 1.502(14) . ?
C6F C7F 1.516(14) . ?
C6F N9F 1.532(13) . ?
N9F O10F 1.269(11) . ?
N9F C11F 1.385(13) . ?
C11F C12F 1.437(14) . ?
C12F C13F 1.388(13) . ?
C12F N16F 1.394(12) . ?
C13F N14F 1.396(12) . ?
N14F C15F 1.352(12) . ?
C15F N16F 1.358(12) . ?
N16F C17F 1.460(13) . ?
C17F C18F 1.515(16) . ?
C18F C19F 1.584(16) . ?
O15 C37 1.204(12) . ?
C36 F43 1.267(15) . ?
C36 F44 1.298(15) . ?
C36 F45 1.306(15) . ?
C36 C37 1.554(17) . ?
C37 C38 1.414(14) . ?
C38 C39 1.341(14) . ?
C39 O16 1.290(12) . ?
C39 C40 1.542(14) . ?
C40 F47 1.330(13) . ?
C40 F48 1.337(13) . ?
C40 F46 1.347(14) . ?
O17 C42 1.203(12) . ?
C41 F50 1.321(13) . ?
C41 F51 1.332(12) . ?
C41 F49 1.367(13) . ?
C41 C42 1.532(15) . ?
C42 C43 1.421(15) . ?
C43 C44 1.377(15) . ?
C44 O18 1.236(11) . ?
C44 C45 1.546(15) . ?
C45 F54 1.313(14) . ?
C45 F53 1.348(12) . ?
C45 F52 1.363(13) . ?
C11S O11S 1.182(8) . ?
C11S C12S 1.486(11) . ?
C11S C13S 1.554(9) . ?
O21S C21S 1.208(13) . ?
C21S C23S 1.490(14) . ?
C21S C22S 1.547(16) . ?
O31S C31S 1.196(13) . ?
C31S C33S 1.490(16) . ?
C31S C32S 1.527(13) . ?

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
N14B Cu1 O8 172.8(3) . . ?
N14B Cu1 O5 92.2(3) . . ?
O8 Cu1 O5 94.3(3) . . ?
N14B Cu1 O1D 82.0(3) . . ?
O8 Cu1 O1D 91.4(3) . . ?
O5 Cu1 O1D 174.1(3) . . ?
N14B Cu1 O6 98.2(3) . . ?
O8 Cu1 O6 85.6(3) . . ?
O5 Cu1 O6 83.2(3) . . ?
O1D Cu1 O6 98.8(3) . . ?
N14B Cu1 O7 93.1(3) . . ?
O8 Cu1 O7 85.3(3) . . ?
O5 Cu1 O7 78.7(3) . . ?
O1D Cu1 O7 100.3(3) . . ?
O6 Cu1 O7 159.0(2) . . ?
O2 Cu2 N14D 171.4(3) . . ?
O2 Cu2 O1 92.1(3) . . ?
N14D Cu2 O1 89.7(3) . . ?
O2 Cu2 O9 87.0(3) . . ?
N14D Cu2 O9 92.3(3) . . ?
O1 Cu2 O9 172.2(3) . . ?
O2 Cu2 O10 87.5(3) . . ?
N14D Cu2 O10 101.0(3) . . ?
O1 Cu2 O10 85.6(3) . . ?
O9 Cu2 O10 86.6(3) . . ?
O2 Cu2 O10A 93.9(3) . 2_564 ?
N14D Cu2 O10A 77.6(3) . 2_564 ?
O1 Cu2 O10A 92.3(3) . 2_564 ?
O9 Cu2 O10A 95.5(3) . 2_564 ?
O10 Cu2 O10A 177.6(3) . 2_564 ?
O19 Cu3 N14A 169.8(3) . . ?
O19 Cu3 O20 91.4(3) . . ?
N14A Cu3 O20 89.2(3) . . ?
O19 Cu3 O4 87.0(3) . . ?
N14A Cu3 O4 93.7(3) . . ?
O20 Cu3 O4 172.6(3) . . ?
O19 Cu3 O3 88.6(3) . . ?
N14A Cu3 O3 101.6(3) . . ?
O20 Cu3 O3 86.5(3) . . ?
O4 Cu3 O3 86.3(3) . . ?
O19 Cu3 O1B 89.8(3) . 1_455 ?
N14A Cu3 O1B 80.0(3) . 1_455 ?
O20 Cu3 O1B 90.9(3) . 1_455 ?
O4 Cu3 O1B 96.3(3) . 1_455 ?
O3 Cu3 O1B 176.9(3) . 1_455 ?
N2B O1B Cu3 123.4(5) . 1_655 ?
O1B N2B C11B 125.4(9) . . ?
O1B N2B C3B 122.8(8) . . ?
C11B N2B C3B 111.7(9) . . ?
N2B C3B C5B 110.9(9) . . ?
N2B C3B C6B 101.2(8) . . ?
C5B C3B C6B 117.1(9) . . ?
N2B C3B C4B 104.7(8) . . ?
C5B C3B C4B 109.6(8) . . ?
C6B C3B C4B 112.4(9) . . ?
N9B C6B C3B 98.2(8) . . ?
N9B C6B C8B 109.6(10) . . ?
C3B C6B C8B 115.7(8) . . ?
N9B C6B C7B 106.5(8) . . ?
C3B C6B C7B 111.7(10) . . ?
C8B C6B C7B 113.5(9) . . ?
O10B N9B C11B 124.1(9) . . ?
O10B N9B C6B 122.2(9) . . ?
C11B N9B C6B 113.2(10) . . ?
N2B C11B N9B 106.6(9) . . ?
N2B C11B C12B 129.6(10) . . ?
N9B C11B C12B 123.7(10) . . ?
C13B C12B N16B 106.0(9) . . ?
C13B C12B C11B 130.1(9) . . ?
N16B C12B C11B 123.8(9) . . ?
C12B C13B N14B 109.6(10) . . ?
C12B C13B Cu1 140.1(7) . . ?
N14B C13B Cu1 31.6(5) . . ?
C15B N14B C13B 105.4(9) . . ?
C15B N14B Cu1 126.6(7) . . ?
C13B N14B Cu1 126.4(7) . . ?
N16B C15B N14B 112.9(9) . . ?
N16B C15B Cu1 143.7(7) . . ?
N14B C15B Cu1 31.9(5) . . ?
C15B N16B C12B 106.1(8) . . ?
C15B N16B C17B 124.0(9) . . ?
C12B N16B C17B 127.3(9) . . ?
N16B C17B C18B 113.6(10) . . ?
C17B C18B C19B 112.9(10) . . ?
N2D O1D Cu1 122.7(6) . . ?
O1D N2D C11D 127.0(9) . . ?
O1D N2D C3D 121.3(8) . . ?
C11D N2D C3D 111.5(9) . . ?
O1D N2D Cu1 35.3(4) . . ?
C11D N2D Cu1 111.0(6) . . ?
C3D N2D Cu1 128.0(7) . . ?
N2D C3D C6D 100.0(8) . . ?
N2D C3D C4D 106.4(8) . . ?
C6D C3D C4D 114.3(10) . . ?
N2D C3D C5D 110.1(9) . . ?
C6D C3D C5D 113.6(9) . . ?
C4D C3D C5D 111.6(9) . . ?
C8D C6D N9D 108.5(10) . . ?
C8D C6D C3D 116.3(9) . . ?
N9D C6D C3D 100.1(8) . . ?
C8D C6D C7D 111.1(9) . . ?
N9D C6D C7D 105.1(8) . . ?
C3D C6D C7D 114.4(10) . . ?
O10D N9D C11D 124.5(9) . . ?
O10D N9D C6D 123.6(9) . . ?
C11D N9D C6D 111.5(9) . . ?
N2D C11D N9D 108.5(9) . . ?
N2D C11D C12D 128.6(10) . . ?
N9D C11D C12D 122.8(10) . . ?
C13D C12D N16D 106.6(9) . . ?
C13D C12D C11D 127.4(10) . . ?
N16D C12D C11D 125.9(10) . . ?
C12D C13D N14D 109.6(9) . . ?
C12D C13D Cu2 140.6(8) . . ?
N14D C13D Cu2 31.5(5) . . ?
C15D N14D C13D 105.0(9) . . ?
C15D N14D Cu2 127.2(8) . . ?
C13D N14D Cu2 127.1(7) . . ?
N16D C15D N14D 112.1(10) . . ?
N16D C15D Cu2 143.3(8) . . ?
N14D C15D Cu2 31.7(5) . . ?
C15D N16D C12D 106.5(9) . . ?
C15D N16D C17D 122.5(9) . . ?
C12D N16D C17D 129.6(9) . . ?
N16D C17D C18D 112.8(9) . . ?
C17D C18D C19D 111.5(10) . . ?
C2 O1 Cu2 123.9(7) . . ?
F1A C1 F2A 110.3(17) . . ?
F2 C1 F1 108.2(13) . . ?
F1A C1 F3A 104.7(17) . . ?
F2A C1 F3A 105.5(14) . . ?
F2 C1 F3 104.9(13) . . ?
F1 C1 F3 110.9(13) . . ?
F1A C1 C2 113.5(13) . . ?
F2A C1 C2 114.1(13) . . ?
F2 C1 C2 111.2(11) . . ?
F1 C1 C2 115.6(12) . . ?
F3A C1 C2 107.9(12) . . ?
F3 C1 C2 105.5(10) . . ?
O1 C2 C3 125.6(10) . . ?
O1 C2 C1 116.1(10) . . ?
C3 C2 C1 118.3(10) . . ?
O1 C2 Cu2 34.8(5) . . ?
C3 C2 Cu2 91.7(6) . . ?
C1 C2 Cu2 148.9(8) . . ?
C4 C3 C2 122.0(10) . . ?
C4 C3 Cu2 60.8(7) . . ?
C2 C3 Cu2 62.2(6) . . ?
O2 C4 C3 129.9(11) . . ?
O2 C4 C5 110.4(10) . . ?
C3 C4 C5 119.6(11) . . ?
O2 C4 Cu2 35.8(5) . . ?
C3 C4 Cu2 94.6(8) . . ?
C5 C4 Cu2 144.5(8) . . ?
F5 C5 F6 106.6(10) . . ?
F5 C5 F4 106.9(10) . . ?
F6 C5 F4 104.5(9) . . ?
F5 C5 C4 113.7(9) . . ?
F6 C5 C4 113.2(10) . . ?
F4 C5 C4 111.3(10) . . ?
C4 O2 Cu2 121.6(7) . . ?
C7 O3 Cu3 118.8(7) . . ?
F9 C6 F8 105.8(10) . . ?
F9 C6 F7 105.6(9) . . ?
F8 C6 F7 103.5(11) . . ?
F9 C6 C7 114.1(11) . . ?
F8 C6 C7 113.0(10) . . ?
F7 C6 C7 113.8(10) . . ?
O3 C7 C8 126.7(11) . . ?
O3 C7 C6 116.2(10) . . ?
C8 C7 C6 116.9(11) . . ?
O3 C7 Cu3 40.8(5) . . ?
C8 C7 Cu3 87.3(7) . . ?
C6 C7 Cu3 155.0(9) . . ?
C9 C8 C7 124.2(10) . . ?
O4 C9 C8 131.0(10) . . ?
O4 C9 C10 110.1(9) . . ?
C8 C9 C10 118.8(10) . . ?
O4 C9 Cu3 34.4(4) . . ?
C8 C9 Cu3 98.2(7) . . ?
C10 C9 Cu3 142.1(8) . . ?
F12 C10 F11 107.4(10) . . ?
F12 C10 F10 107.1(10) . . ?
F11 C10 F10 106.9(9) . . ?
F12 C10 C9 111.6(9) . . ?
F11 C10 C9 111.6(10) . . ?
F10 C10 C9 111.9(9) . . ?
C9 O4 Cu3 123.9(6) . . ?
C47 O19 Cu3 123.0(6) . . ?
F56 C46 F55 108.0(9) . . ?
F56 C46 F57 105.8(8) . . ?
F55 C46 F57 107.3(10) . . ?
F56 C46 C47 111.5(11) . . ?
F55 C46 C47 111.8(9) . . ?
F57 C46 C47 112.2(9) . . ?
O19 C47 C48 130.3(10) . . ?
O19 C47 C46 110.6(9) . . ?
C48 C47 C46 119.1(10) . . ?
O19 C47 Cu3 35.0(4) . . ?
C48 C47 Cu3 95.6(7) . . ?
C46 C47 Cu3 144.6(7) . . ?
C47 C48 C49 119.9(10) . . ?
O20 C49 C48 126.7(10) . . ?
O20 C49 C50 115.1(10) . . ?
C48 C49 C50 118.2(9) . . ?
O20 C49 Cu3 34.2(5) . . ?
C48 C49 Cu3 93.4(6) . . ?
C50 C49 Cu3 147.5(8) . . ?
F60 C50 F58 105.4(10) . . ?
F60 C50 F59 106.6(10) . . ?
F58 C50 F59 108.6(11) . . ?
F60 C50 C49 113.6(10) . . ?
F58 C50 C49 110.7(10) . . ?
F59 C50 C49 111.6(10) . . ?
C49 O20 Cu3 125.2(7) . . ?
O1A N2A C11A 126.5(9) . . ?
O1A N2A C3A 122.1(8) . . ?
C11A N2A C3A 110.6(9) . . ?
N2A C3A C6A 100.1(8) . . ?
N2A C3A C5A 110.0(9) . . ?
C6A C3A C5A 116.8(9) . . ?
N2A C3A C4A 105.9(9) . . ?
C6A C3A C4A 112.7(10) . . ?
C5A C3A C4A 110.3(9) . . ?
C3A C6A C8A 115.9(9) . . ?
C3A C6A N10A 100.3(8) . . ?
C8A C6A N10A 110.0(10) . . ?
C3A C6A C7A 114.0(10) . . ?
C8A C6A C7A 110.2(9) . . ?
N10A C6A C7A 105.4(8) . . ?
N10A O10A Cu2 118.9(6) . 2_565 ?
C11A N10A O10A 128.8(9) . . ?
C11A N10A C6A 109.7(9) . . ?
O10A N10A C6A 121.4(8) . . ?
N10A C11A N2A 109.9(9) . . ?
N10A C11A C12A 126.2(10) . . ?
N2A C11A C12A 123.4(10) . . ?
C13A C12A N16A 109.6(10) . . ?
C13A C12A C11A 126.0(10) . . ?
N16A C12A C11A 124.3(9) . . ?
C12A C13A N14A 108.5(10) . . ?
C12A C13A Cu3 139.1(8) . . ?
N14A C13A Cu3 31.4(5) . . ?
C15A N14A C13A 105.8(9) . . ?
C15A N14A Cu3 125.6(7) . . ?
C13A N14A Cu3 127.1(7) . . ?
N14A C15A N16A 110.9(9) . . ?
N14A C15A Cu3 32.8(5) . . ?
N16A C15A Cu3 143.0(7) . . ?
C15A N16A C12A 105.1(9) . . ?
C15A N16A C17A 123.2(8) . . ?
C12A N16A C17A 129.3(9) . . ?
N16A C17A C18A 111.3(9) . . ?
C19A C18A C17A 114.8(9) . . ?
C12 O5 Cu1 125.7(7) . . ?
F14 C11 F15 108.1(10) . . ?
F14 C11 F13 105.4(10) . . ?
F15 C11 F13 105.5(9) . . ?
F14 C11 C12 114.4(10) . . ?
F15 C11 C12 111.6(10) . . ?
F13 C11 C12 111.2(10) . . ?
O5 C12 C13 126.5(10) . . ?
O5 C12 C11 113.6(10) . . ?
C13 C12 C11 119.1(11) . . ?
O5 C12 Cu1 33.4(5) . . ?
C13 C12 Cu1 96.1(7) . . ?
C11 C12 Cu1 144.6(8) . . ?
C12 C13 C14 122.5(11) . . ?
O6 C14 C13 129.8(10) . . ?
O6 C14 C15 111.4(9) . . ?
C13 C14 C15 118.8(10) . . ?
O6 C14 Cu1 40.0(5) . . ?
C13 C14 Cu1 91.6(7) . . ?
C15 C14 Cu1 146.4(8) . . ?
F17 C15 F18 108.9(10) . . ?
F17 C15 F16 109.9(9) . . ?
F18 C15 F16 103.8(9) . . ?
F17 C15 C14 111.2(10) . . ?
F18 C15 C14 110.6(9) . . ?
F16 C15 C14 112.2(9) . . ?
C14 O6 Cu1 119.0(6) . . ?
C17 O7 Cu1 115.0(7) . . ?
F20 C16 F19 104.5(9) . . ?
F20 C16 F21 106.2(11) . . ?
F19 C16 F21 108.1(10) . . ?
F20 C16 C17 110.5(10) . . ?
F19 C16 C17 111.1(11) . . ?
F21 C16 C17 115.7(10) . . ?
O7 C17 C18 128.2(10) . . ?
O7 C17 C16 116.6(10) . . ?
C18 C17 C16 114.8(9) . . ?
O7 C17 Cu1 44.1(5) . . ?
C18 C17 Cu1 89.2(6) . . ?
C16 C17 Cu1 151.9(8) . . ?
C19 C18 C17 121.1(9) . . ?
O8 C19 C18 131.0(10) . . ?
O8 C19 C20 111.4(9) . . ?
C18 C19 C20 117.5(10) . . ?
O8 C19 Cu1 33.7(5) . . ?
C18 C19 Cu1 98.8(7) . . ?
C20 C19 Cu1 142.4(8) . . ?
F24 C20 F23 107.3(10) . . ?
F24 C20 F22 105.7(10) . . ?
F23 C20 F22 104.1(10) . . ?
F24 C20 C19 115.1(10) . . ?
F23 C20 C19 111.9(10) . . ?
F22 C20 C19 111.9(10) . . ?
C19 O8 Cu1 125.0(7) . . ?
C22 O9 Cu2 124.3(6) . . ?
F26 C21 F27 108.4(10) . . ?
F26 C21 F25 104.6(11) . . ?
F27 C21 F25 107.2(9) . . ?
F26 C21 C22 112.8(10) . . ?
F27 C21 C22 114.8(10) . . ?
F25 C21 C22 108.5(10) . . ?
O9 C22 C23 130.5(10) . . ?
O9 C22 C21 111.9(9) . . ?
C23 C22 C21 117.6(10) . . ?
O9 C22 Cu2 34.2(4) . . ?
C23 C22 Cu2 97.5(7) . . ?
C21 C22 Cu2 143.8(8) . . ?
C22 C23 C24 124.7(10) . . ?
O10 C24 C23 127.9(11) . . ?
O10 C24 C25 116.8(10) . . ?
C23 C24 C25 115.3(11) . . ?
O10 C24 Cu2 41.7(6) . . ?
C23 C24 Cu2 88.1(7) . . ?
C25 C24 Cu2 153.8(8) . . ?
F28 C25 F30 107.9(11) . . ?
F28 C25 F29 105.5(11) . . ?
F30 C25 F29 105.9(10) . . ?
F28 C25 C24 114.4(10) . . ?
F30 C25 C24 109.7(10) . . ?
F29 C25 C24 113.0(11) . . ?
C24 O10 Cu2 118.1(7) . . ?
O24 Cu4 N14E 172.4(4) . . ?
O24 Cu4 O16 87.8(3) . . ?
N14E Cu4 O16 92.5(3) . . ?
O24 Cu4 O23 89.6(3) . . ?
N14E Cu4 O23 91.6(3) . . ?
O16 Cu4 O23 168.5(3) . . ?
O24 Cu4 O15 89.9(3) . . ?
N14E Cu4 O15 97.6(3) . . ?
O16 Cu4 O15 85.4(3) . . ?
O23 Cu4 O15 83.4(3) . . ?
O24 Cu4 O10C 92.7(3) . . ?
N14E Cu4 O10C 79.7(3) . . ?
O16 Cu4 O10C 91.2(3) . . ?
O23 Cu4 O10C 100.1(3) . . ?
O15 Cu4 O10C 175.6(3) . . ?
N14F Cu5 O12 171.1(3) . . ?
N14F Cu5 O14 91.9(3) . . ?
O12 Cu5 O14 88.8(3) . . ?
N14F Cu5 O11 89.8(3) . . ?
O12 Cu5 O11 90.8(3) . . ?
O14 Cu5 O11 171.1(3) . . ?
N14F Cu5 O13 99.9(3) . . ?
O12 Cu5 O13 88.9(3) . . ?
O14 Cu5 O13 86.7(3) . . ?
O11 Cu5 O13 84.5(3) . . ?
N14F Cu5 O1E 79.7(3) . . ?
O12 Cu5 O1E 91.5(3) . . ?
O14 Cu5 O1E 90.6(3) . . ?
O11 Cu5 O1E 98.3(3) . . ?
O13 Cu5 O1E 177.2(3) . . ?
O18 Cu6 O21 88.4(3) . . ?
O18 Cu6 O22 172.0(3) . . ?
O21 Cu6 O22 91.3(3) . . ?
O18 Cu6 N14C 91.8(3) . . ?
O21 Cu6 N14C 170.3(3) . . ?
O22 Cu6 N14C 89.8(3) . . ?
O18 Cu6 O17 86.2(3) . . ?
O21 Cu6 O17 86.3(3) . . ?
O22 Cu6 O17 85.8(3) . . ?
N14C Cu6 O17 103.4(3) . . ?
O18 Cu6 O1F 95.2(3) . 4_465 ?
O21 Cu6 O1F 90.2(3) . 4_465 ?
O22 Cu6 O1F 92.7(3) . 4_465 ?
N14C Cu6 O1F 80.1(3) . 4_465 ?
O17 Cu6 O1F 176.3(3) . 4_465 ?
N2E O1E Cu5 124.0(6) . . ?
O1E N2E C11E 128.3(9) . . ?
O1E N2E C3E 121.9(9) . . ?
C11E N2E C3E 109.6(9) . . ?
C4E C3E N2E 110.8(9) . . ?
C4E C3E C5E 109.7(9) . . ?
N2E C3E C5E 105.9(8) . . ?
C4E C3E C6E 116.6(9) . . ?
N2E C3E C6E 99.1(8) . . ?
C5E C3E C6E 113.7(9) . . ?
C8E C6E N9E 104.9(8) . . ?
C8E C6E C7E 112.3(9) . . ?
N9E C6E C7E 110.6(9) . . ?
C8E C6E C3E 113.0(9) . . ?
N9E C6E C3E 100.7(8) . . ?
C7E C6E C3E 114.2(8) . . ?
O10E N9E C11E 127.2(9) . . ?
O10E N9E C6E 122.3(8) . . ?
C11E N9E C6E 110.4(9) . . ?
N9E C11E N2E 111.0(9) . . ?
N9E C11E C12E 122.9(10) . . ?
N2E C11E C12E 126.0(10) . . ?
C13E C12E N16E 107.1(9) . . ?
C13E C12E C11E 128.0(10) . . ?
N16E C12E C11E 124.9(9) . . ?
N14E C13E C12E 110.3(10) . . ?
N14E C13E Cu4 30.3(5) . . ?
C12E C13E Cu4 139.8(8) . . ?
C15E N14E C13E 105.0(9) . . ?
C15E N14E Cu4 124.9(7) . . ?
C13E N14E Cu4 129.1(7) . . ?
N14E C15E N16E 112.9(9) . . ?
N14E C15E Cu4 33.2(5) . . ?
N16E C15E Cu4 145.2(7) . . ?
C15E N16E C12E 104.7(8) . . ?
C15E N16E C17E 125.1(9) . . ?
C12E N16E C17E 129.4(9) . . ?
N16E C17E C18E 109.4(10) . . ?
C17E C18E C19E 116.3(11) . . ?
O1C N2C C11C 124.7(9) . . ?
O1C N2C C3C 122.5(9) . . ?
C11C N2C C3C 112.0(10) . . ?
N2C C3C C4C 106.9(9) . . ?
N2C C3C C5C 111.8(10) . . ?
C4C C3C C5C 109.6(10) . . ?
N2C C3C C6C 100.6(9) . . ?
C4C C3C C6C 112.7(10) . . ?
C5C C3C C6C 114.7(9) . . ?
N9C C6C C8C 111.9(10) . . ?
N9C C6C C3C 100.3(8) . . ?
C8C C6C C3C 117.9(10) . . ?
N9C C6C C7C 104.7(9) . . ?
C8C C6C C7C 107.5(9) . . ?
C3C C6C C7C 113.7(10) . . ?
O10C N9C C11C 125.8(9) . . ?
O10C N9C C6C 122.4(9) . . ?
C11C N9C C6C 111.8(10) . . ?
N9C O10C Cu4 119.4(6) . . ?
N9C C11C N2C 107.7(10) . . ?
N9C C11C C12C 128.7(11) . . ?
N2C C11C C12C 123.7(11) . . ?
C13C C12C N16C 107.5(9) . . ?
C13C C12C C11C 127.6(10) . . ?
N16C C12C C11C 124.9(9) . . ?
C12C C13C N14C 109.3(10) . . ?
C12C C13C Cu6 140.0(8) . . ?
N14C C13C Cu6 31.6(5) . . ?
C15C N14C C13C 104.9(9) . . ?
C15C N14C Cu6 126.1(7) . . ?
C13C N14C Cu6 127.1(7) . . ?
N16C C15C N14C 112.1(10) . . ?
N16C C15C Cu6 143.7(8) . . ?
N14C C15C Cu6 32.6(5) . . ?
C15C N16C C12C 106.1(9) . . ?
C15C N16C C17C 125.3(9) . . ?
C12C N16C C17C 127.2(9) . . ?
N16C C17C C18C 110.5(10) . . ?
C17C C18C C19C 114.5(10) . . ?
C52 O21 Cu6 122.7(7) . . ?
F62 C51 F61 106.8(8) . . ?
F62 C51 F63 105.7(9) . . ?
F61 C51 F63 105.6(9) . . ?
F62 C51 C52 115.4(9) . . ?
F61 C51 C52 110.9(10) . . ?
F63 C51 C52 111.8(9) . . ?
O21 C52 C53 130.3(10) . . ?
O21 C52 C51 112.9(9) . . ?
C53 C52 C51 116.7(10) . . ?
O21 C52 Cu6 35.5(5) . . ?
C53 C52 Cu6 95.2(7) . . ?
C51 C52 Cu6 146.8(7) . . ?
C54 C53 C52 117.4(10) . . ?
O22 C54 C53 132.6(10) . . ?
O22 C54 C55 111.3(10) . . ?
C53 C54 C55 115.8(10) . . ?
O22 C54 Cu6 36.2(5) . . ?
C53 C54 Cu6 96.8(7) . . ?
C55 C54 Cu6 145.0(8) . . ?
F66 C55 F65 110.4(11) . . ?
F66 C55 F64 105.5(11) . . ?
F65 C55 F64 103.7(11) . . ?
F66 C55 C54 114.1(11) . . ?
F65 C55 C54 111.4(11) . . ?
F64 C55 C54 111.1(10) . . ?
C54 O22 Cu6 122.0(7) . . ?
C57 O23 Cu4 120.0(7) . . ?
F68 C56 F67 109.7(9) . . ?
F68 C56 F69 105.8(10) . . ?
F67 C56 F69 107.3(10) . . ?
F68 C56 C57 110.4(9) . . ?
F67 C56 C57 111.7(9) . . ?
F69 C56 C57 111.7(9) . . ?
O23 C57 C58 130.4(10) . . ?
O23 C57 C56 112.1(9) . . ?
C58 C57 C56 117.5(9) . . ?
O23 C57 Cu4 38.0(5) . . ?
C58 C57 Cu4 94.3(6) . . ?
C56 C57 Cu4 146.1(8) . . ?
C59 C58 C57 119.2(9) . . ?
O24 C59 C58 129.4(10) . . ?
O24 C59 C60 112.1(9) . . ?
C58 C59 C60 118.5(10) . . ?
O24 C59 Cu4 34.6(5) . . ?
C58 C59 Cu4 95.7(7) . . ?
C60 C59 Cu4 144.6(8) . . ?
F70 C60 F71 107.2(10) . . ?
F70 C60 F72 107.0(11) . . ?
F71 C60 F72 106.8(10) . . ?
F70 C60 C59 111.8(10) . . ?
F71 C60 C59 112.9(11) . . ?
F72 C60 C59 110.8(10) . . ?
C59 O24 Cu4 123.2(7) . . ?
C27 O11 Cu5 119.8(7) . . ?
F32 C26 F33 109.7(10) . . ?
F32 C26 F31 105.5(10) . . ?
F33 C26 F31 105.9(9) . . ?
F32 C26 C27 112.8(10) . . ?
F33 C26 C27 112.4(9) . . ?
F31 C26 C27 110.1(9) . . ?
O11 C27 C28 129.3(11) . . ?
O11 C27 C26 111.6(10) . . ?
C28 C27 C26 118.7(10) . . ?
O11 C27 Cu5 37.5(5) . . ?
C28 C27 Cu5 95.2(7) . . ?
C26 C27 Cu5 145.0(8) . . ?
C27 C28 C29 120.6(11) . . ?
C27 C28 Cu5 60.3(7) . . ?
C29 C28 Cu5 60.9(6) . . ?
O12 C29 C28 129.6(10) . . ?
O12 C29 C30 112.0(9) . . ?
C28 C29 C30 118.3(10) . . ?
O12 C29 Cu5 35.9(5) . . ?
C28 C29 Cu5 94.2(7) . . ?
C30 C29 Cu5 146.5(7) . . ?
F34 C30 F36 106.7(9) . . ?
F34 C30 F35 107.0(9) . . ?
F36 C30 F35 107.0(9) . . ?
F34 C30 C29 111.9(9) . . ?
F36 C30 C29 110.0(10) . . ?
F35 C30 C29 113.9(9) . . ?
C29 O12 Cu5 121.4(7) . . ?
C32 O13 Cu5 116.6(7) . . ?
F39 C31 F37 108.8(11) . . ?
F39 C31 F38 109.3(10) . . ?
F37 C31 F38 106.2(9) . . ?
F39 C31 C32 111.3(10) . . ?
F37 C31 C32 110.4(10) . . ?
F38 C31 C32 110.6(11) . . ?
O13 C32 C33 131.0(10) . . ?
O13 C32 C31 114.1(10) . . ?
C33 C32 C31 114.3(10) . . ?
O13 C32 Cu5 42.3(5) . . ?
C33 C32 Cu5 90.8(7) . . ?
C31 C32 Cu5 154.4(8) . . ?
C34 C33 C32 120.9(11) . . ?
O14 C34 C33 132.0(11) . . ?
O14 C34 C35 111.4(9) . . ?
C33 C34 C35 116.6(10) . . ?
O14 C34 Cu5 34.5(5) . . ?
C33 C34 Cu5 98.3(7) . . ?
C35 C34 Cu5 144.7(8) . . ?
F40 C35 F42 107.3(10) . . ?
F40 C35 F41 104.6(9) . . ?
F42 C35 F41 108.0(9) . . ?
F40 C35 C34 114.4(9) . . ?
F42 C35 C34 110.6(9) . . ?
F41 C35 C34 111.5(10) . . ?
C34 O14 Cu5 124.4(7) . . ?
N2F O1F Cu6 119.6(6) . 4_564 ?
O1F N2F C11F 125.0(8) . . ?
O1F N2F C3F 122.8(8) . . ?
C11F N2F C3F 111.9(9) . . ?
N2F C3F C4F 106.2(8) . . ?
N2F C3F C5F 109.2(9) . . ?
C4F C3F C5F 111.1(9) . . ?
N2F C3F C6F 99.9(8) . . ?
C4F C3F C6F 115.0(10) . . ?
C5F C3F C6F 114.3(9) . . ?
C8F C6F C7F 109.0(9) . . ?
C8F C6F N9F 106.0(8) . . ?
C7F C6F N9F 108.3(9) . . ?
C8F C6F C3F 115.9(9) . . ?
C7F C6F C3F 116.6(9) . . ?
N9F C6F C3F 99.9(8) . . ?
O10F N9F C11F 125.4(9) . . ?
O10F N9F C6F 124.9(8) . . ?
C11F N9F C6F 109.0(9) . . ?
N2F C11F N9F 108.2(9) . . ?
N2F C11F C12F 130.1(10) . . ?
N9F C11F C12F 121.7(10) . . ?
C13F C12F N16F 107.1(9) . . ?
C13F C12F C11F 127.0(9) . . ?
N16F C12F C11F 125.8(9) . . ?
C12F C13F N14F 109.3(9) . . ?
C12F C13F Cu5 139.5(7) . . ?
N14F C13F Cu5 31.2(4) . . ?
C15F N14F C13F 104.7(8) . . ?
C15F N14F Cu5 127.2(7) . . ?
C13F N14F Cu5 126.8(7) . . ?
N14F C15F N16F 113.0(9) . . ?
N14F C15F Cu5 31.5(5) . . ?
N16F C15F Cu5 143.4(7) . . ?
C15F N16F C12F 105.9(8) . . ?
C15F N16F C17F 125.1(9) . . ?
C12F N16F C17F 127.1(9) . . ?
N16F C17F C18F 109.5(10) . . ?
C17F C18F C19F 113.5(9) . . ?
C37 O15 Cu4 116.3(8) . . ?
F43 C36 F44 108.1(14) . . ?
F43 C36 F45 107.6(12) . . ?
F44 C36 F45 104.8(13) . . ?
F43 C36 C37 111.2(13) . . ?
F44 C36 C37 116.1(11) . . ?
F45 C36 C37 108.5(12) . . ?
O15 C37 C38 130.8(11) . . ?
O15 C37 C36 114.3(11) . . ?
C38 C37 C36 114.8(11) . . ?
O15 C37 Cu4 42.9(6) . . ?
C38 C37 Cu4 90.3(7) . . ?
C36 C37 Cu4 150.9(9) . . ?
C39 C38 C37 123.2(10) . . ?
O16 C39 C38 129.4(10) . . ?
O16 C39 C40 112.2(10) . . ?
C38 C39 C40 118.4(10) . . ?
O16 C39 Cu4 34.8(4) . . ?
C38 C39 Cu4 96.2(7) . . ?
C40 C39 Cu4 142.7(8) . . ?
F47 C40 F48 108.7(10) . . ?
F47 C40 F46 107.5(11) . . ?
F48 C40 F46 107.3(10) . . ?
F47 C40 C39 110.3(10) . . ?
F48 C40 C39 112.7(10) . . ?
F46 C40 C39 110.0(10) . . ?
C39 O16 Cu4 123.8(6) . . ?
C42 O17 Cu6 116.7(7) . . ?
F50 C41 F51 107.4(9) . . ?
F50 C41 F49 107.0(10) . . ?
F51 C41 F49 105.2(11) . . ?
F50 C41 C42 113.6(11) . . ?
F51 C41 C42 111.8(10) . . ?
F49 C41 C42 111.4(9) . . ?
O17 C42 C43 130.4(11) . . ?
O17 C42 C41 116.4(10) . . ?
C43 C42 C41 113.1(10) . . ?
O17 C42 Cu6 42.8(5) . . ?
C43 C42 Cu6 88.7(7) . . ?
C41 C42 Cu6 155.1(8) . . ?
C44 C43 C42 122.6(10) . . ?
O18 C44 C43 130.6(10) . . ?
O18 C44 C45 112.9(10) . . ?
C43 C44 C45 116.5(10) . . ?
O18 C44 Cu6 34.2(4) . . ?
C43 C44 Cu6 98.2(7) . . ?
C45 C44 Cu6 143.8(8) . . ?
F54 C45 F53 107.4(10) . . ?
F54 C45 F52 107.6(11) . . ?
F53 C45 F52 107.9(10) . . ?
F54 C45 C44 110.6(10) . . ?
F53 C45 C44 113.6(11) . . ?
F52 C45 C44 109.6(10) . . ?
C44 O18 Cu6 125.2(7) . . ?
O11S C11S C12S 125.3(6) . . ?
O11S C11S C13S 120.9(6) . . ?
C12S C11S C13S 113.3(6) . . ?
O21S C21S C23S 121.7(12) . . ?
O21S C21S C22S 121.1(11) . . ?
C23S C21S C22S 117.2(11) . . ?
O31S C31S C33S 126.4(11) . . ?
O31S C31S C32S 120.3(12) . . ?
C33S C31S C32S 113.2(10) . . ?

_refine_diff_density_max         0.745
_refine_diff_density_min         -1.137
_refine_diff_density_rms         0.089




# start Validation Reply Form
_vrf_PLAT029_mmms                
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.935 Why?
RESPONSE: Crystal is twin and quite low reflective
;
_vrf_PLAT341_mmms                
;
PROBLEM: Low Bond Precision on C-C Bonds ............... 0.01567 Ang.
RESPONSE: Crystal is twin and quite low reflective
;
_vrf_PLAT780_mmms                
;
PROBLEM: Coordinates do not Form a Properly Connected Set Please Do !
RESPONSE: the main part of molecules are in the unit cell
;
# 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_z512as
_database_code_depnum_ccdc_archive 'CCDC 2350252'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23.50 H23 Cl1.50 Cu F12 N4 O6'
_chemical_formula_weight         802.17

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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.8425(9)
_cell_length_b                   45.5319(16)
_cell_length_c                   12.9843(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13504.5(9)
_cell_formula_units_Z            16
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    6389
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      19.91

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_F_000             6440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.16
_exptl_absorpt_coefficient_mu    0.874
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.2286
_exptl_absorpt_correction_T_max  0.2761
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34363
_diffrn_reflns_av_unetI/netI     0.0973
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_k_max       61
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.789
_diffrn_reflns_theta_max         28.709
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             8342
_reflns_number_gt                3791
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.833
_reflns_Friedel_fraction_max     0.906
_reflns_Friedel_fraction_full    0.947

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0476P)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 
; 
 Flack x determined using 1331 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.007(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8342
_refine_ls_number_parameters     478
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1127
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.0989
_refine_ls_wR_factor_gt          0.0833
_refine_ls_goodness_of_fit_ref   0.777
_refine_ls_restrained_S_all      0.777
_refine_ls_shift/su_max          0.011
_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
Cu Cu -0.10194(3) -0.65563(2) 1.08004(6) 0.0566(2) Uani 1 1 d . . . . .
O1 O -0.17593(19) -0.65309(10) 0.9639(4) 0.0801(13) Uani 1 1 d . . . . .
C1 C -0.2286(4) -0.6709(3) 0.8216(10) 0.131(3) Uani 1 1 d . . . . .
F1 F -0.2823(3) -0.6674(2) 0.8415(7) 0.264(5) Uani 1 1 d . . . . .
F2 F -0.2263(4) -0.69158(19) 0.7576(6) 0.250(5) Uani 1 1 d . . . . .
F3 F -0.2165(4) -0.64763(18) 0.7746(6) 0.225(4) Uani 1 1 d . . . . .
C2 C -0.1915(3) -0.67565(17) 0.9203(6) 0.0782(19) Uani 1 1 d . . . . .
C3 C -0.1829(3) -0.70491(15) 0.9505(6) 0.0744(18) Uani 1 1 d . . . . .
H3A H -0.196979 -0.720105 0.908210 0.089 Uiso 1 1 calc R U . . .
C4 C -0.1546(3) -0.71182(12) 1.0390(6) 0.0686(18) Uani 1 1 d . . . . .
C5 C -0.1497(4) -0.74458(15) 1.0698(9) 0.114(3) Uani 1 1 d . . . . .
F4 F -0.1672(4) -0.74996(11) 1.1570(6) 0.233(5) Uani 1 1 d . . . . .
F5 F -0.0967(2) -0.75372(8) 1.0559(6) 0.177(3) Uani 1 1 d . . . . .
F6 F -0.1798(2) -0.76184(9) 1.0041(5) 0.153(2) Uani 1 1 d . . . . .
O2 O -0.13085(16) -0.69585(8) 1.1066(3) 0.0650(10) Uani 1 1 d . . . . .
O3 O -0.05078(15) -0.67294(7) 0.9767(3) 0.0628(10) Uani 1 1 d . . . . .
C6 C -0.0078(3) -0.67955(16) 0.8146(7) 0.087(2) Uani 1 1 d . . . . .
F7 F -0.0446(2) -0.69742(12) 0.7790(5) 0.184(3) Uani 1 1 d . . . . .
F8 F 0.0341(2) -0.69602(11) 0.8562(4) 0.149(2) Uani 1 1 d . . . . .
F9 F 0.0176(2) -0.66614(11) 0.7395(4) 0.154(2) Uani 1 1 d . . . . .
C7 C -0.0346(2) -0.65960(13) 0.8966(5) 0.0590(16) Uani 1 1 d . . . . .
C8 C -0.0399(2) -0.63025(13) 0.8744(5) 0.0664(17) Uani 1 1 d . . . . .
H8A H -0.027919 -0.623379 0.809453 0.080 Uiso 1 1 calc R U . . .
C9 C -0.0626(2) -0.61045(11) 0.9450(5) 0.0593(15) Uani 1 1 d . . . . .
C10 C -0.0673(4) -0.57811(15) 0.9138(8) 0.086(2) Uani 1 1 d . . . . .
F10 F -0.0334(15) -0.5709(5) 0.842(4) 0.146(13) Uani 0.5 1 d . . P A 1
F11 F -0.052(2) -0.5613(2) 0.9970(14) 0.151(6) Uani 0.5 1 d . . P A 1
F12 F -0.1175(7) -0.5705(5) 0.888(3) 0.137(9) Uani 0.5 1 d . . P A 1
F10A F -0.1031(16) -0.5642(4) 0.965(3) 0.157(12) Uani 0.5 1 d . . P A 2
F11A F -0.086(2) -0.5765(3) 0.814(2) 0.198(11) Uani 0.5 1 d . . P A 2
F12A F -0.0196(9) -0.5651(6) 0.902(3) 0.128(16) Uani 0.5 1 d . . P A 2
O4 O -0.08143(15) -0.61556(7) 1.0324(3) 0.0622(10) Uani 1 1 d . . . . .
O1R O -0.27369(17) -0.59218(8) 1.4568(3) 0.0706(12) Uani 1 1 d . . . . .
N2R N -0.2268(2) -0.57657(10) 1.4447(4) 0.0652(13) Uani 1 1 d . . . . .
C3R C -0.2159(3) -0.54982(14) 1.5107(6) 0.087(2) Uani 1 1 d . . . . .
C4R C -0.1905(3) -0.56081(18) 1.6101(6) 0.112(3) Uani 1 1 d . . . . .
H4RA H -0.182692 -0.544311 1.655360 0.168 Uiso 1 1 calc R U . . .
H4RB H -0.218126 -0.574006 1.642981 0.168 Uiso 1 1 calc R U . . .
H4RC H -0.154284 -0.571221 1.596368 0.168 Uiso 1 1 calc R U . . .
C5R C -0.2726(3) -0.53357(14) 1.5299(6) 0.100(2) Uani 1 1 d . . . . .
H5RA H -0.288362 -0.526635 1.464935 0.150 Uiso 1 1 calc R U . . .
H5RB H -0.300542 -0.546702 1.562258 0.150 Uiso 1 1 calc R U . . .
H5RC H -0.265311 -0.516954 1.574869 0.150 Uiso 1 1 calc R U . . .
C6R C -0.1715(3) -0.53377(15) 1.4396(6) 0.084(2) Uani 1 1 d . . . . .
C7R C -0.1247(3) -0.51585(16) 1.4977(7) 0.124(3) Uani 1 1 d . . . . .
H7RA H -0.143114 -0.499209 1.531232 0.186 Uiso 1 1 calc R U . . .
H7RB H -0.106091 -0.528185 1.549000 0.186 Uiso 1 1 calc R U . . .
H7RC H -0.095506 -0.508871 1.449257 0.186 Uiso 1 1 calc R U . . .
C8R C -0.1997(3) -0.51578(15) 1.3545(7) 0.110(3) Uani 1 1 d . . . . .
H8RA H -0.218186 -0.498558 1.384033 0.165 Uiso 1 1 calc R U . . .
H8RB H -0.169964 -0.509708 1.305567 0.165 Uiso 1 1 calc R U . . .
H8RC H -0.228902 -0.527598 1.319558 0.165 Uiso 1 1 calc R U . . .
N9R N -0.1440(2) -0.55990(10) 1.3864(4) 0.0746(15) Uani 1 1 d . . . . .
O10R O -0.09599(18) -0.55859(9) 1.3392(5) 0.1024(16) Uani 1 1 d . . . . .
C11R C -0.1811(2) -0.58334(11) 1.3864(5) 0.0574(14) Uani 1 1 d . . . . .
C12R C -0.17087(18) -0.60901(10) 1.3252(5) 0.0514(13) Uani 1 1 d . . . . .
C13R C -0.1444(2) -0.61089(11) 1.2313(5) 0.0531(14) Uani 1 1 d . . . . .
H13A H -0.129435 -0.594864 1.194034 0.064 Uiso 1 1 calc R U . . .
N14R N -0.14271(16) -0.63934(8) 1.1996(4) 0.0500(11) Uani 1 1 d . . . . .
C15R C -0.1670(2) -0.65499(12) 1.2749(5) 0.0568(15) Uani 1 1 d . . . . .
H15A H -0.170949 -0.675539 1.274332 0.068 Uiso 1 1 calc R U . . .
N16R N -0.18491(18) -0.63760(9) 1.3514(4) 0.0629(13) Uani 1 1 d . . . . .
C17R C -0.2048(4) -0.64882(16) 1.4501(7) 0.108(3) Uani 1 1 d . . . . .
H17A H -0.215871 -0.669495 1.442345 0.130 Uiso 1 1 calc R U . . .
H17B H -0.239718 -0.637907 1.471621 0.130 Uiso 1 1 calc R U . . .
C18R C -0.1579(9) -0.6462(3) 1.5340(10) 0.251(10) Uani 1 1 d . . . . .
H18A H -0.148659 -0.625427 1.544655 0.302 Uiso 1 1 calc R U . . .
H18B H -0.173611 -0.653978 1.598727 0.302 Uiso 1 1 calc R U . . .
C19R C -0.1054(7) -0.6616(4) 1.5090(11) 0.254(8) Uani 1 1 d . . . . .
H19A H -0.077291 -0.659263 1.564433 0.381 Uiso 1 1 calc R U . . .
H19B H -0.114048 -0.682311 1.499868 0.381 Uiso 1 1 calc R U . . .
H19C H -0.089089 -0.653753 1.445781 0.381 Uiso 1 1 calc R U . . .
C1X C -0.4745(6) -0.4915(5) 1.7102(18) 0.114(6) Uani 0.5 1 d . . P . .
H1XA H -0.458054 -0.474532 1.744993 0.137 Uiso 0.5 1 d R U P . .
Cl1 Cl -0.4174(4) -0.5073(2) 1.6366(6) 0.225(3) Uani 0.5 1 d . . P . .
Cl2 Cl -0.4882(3) -0.51903(13) 1.8000(6) 0.191(3) Uani 0.5 1 d . . P . .
Cl3 Cl -0.5327(5) -0.4845(2) 1.6396(13) 0.350(10) Uani 0.5 1 d . . 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
Cu O3 1.946(4) . ?
Cu N14R 1.957(4) . ?
Cu O2 1.977(4) . ?
Cu O4 1.983(4) . ?
Cu O1 2.268(5) . ?
Cu O1R 2.432(4) 7_534 ?
O1 C2 1.225(8) . ?
C1 F3 1.254(10) . ?
C1 F2 1.256(12) . ?
C1 F1 1.265(10) . ?
C1 C2 1.551(12) . ?
C2 C3 1.403(9) . ?
C3 C4 1.355(9) . ?
C4 O2 1.263(7) . ?
C4 C5 1.549(10) . ?
C5 F4 1.226(10) . ?
C5 F5 1.292(8) . ?
C5 F6 1.348(9) . ?
O3 C7 1.260(7) . ?
C6 F7 1.259(7) . ?
C6 F9 1.289(8) . ?
C6 F8 1.331(8) . ?
C6 C7 1.528(9) . ?
C7 C8 1.373(7) . ?
C8 C9 1.387(8) . ?
C9 O4 1.235(6) . ?
C9 C10 1.531(8) . ?
C10 F12A 1.25(2) . ?
C10 F10A 1.227(18) . ?
C10 F12 1.244(18) . ?
C10 F10 1.25(3) . ?
C10 F11 1.368(18) . ?
C10 F11A 1.367(19) . ?
O1R N2R 1.295(5) . ?
N2R C11R 1.326(6) . ?
N2R C3R 1.510(7) . ?
C3R C4R 1.501(10) . ?
C3R C5R 1.513(8) . ?
C3R C6R 1.554(9) . ?
C6R N9R 1.511(7) . ?
C6R C8R 1.519(10) . ?
C6R C7R 1.541(9) . ?
N9R O10R 1.259(5) . ?
N9R C11R 1.362(6) . ?
C11R C12R 1.432(7) . ?
C12R C13R 1.364(8) . ?
C12R N16R 1.383(6) . ?
C13R N14R 1.360(6) . ?
N14R C15R 1.331(7) . ?
C15R N16R 1.335(7) . ?
N16R C17R 1.453(8) . ?
C17R C18R 1.532(17) . ?
C18R C19R 1.427(16) . ?
C1X C1X 1.40(3) 2_445 ?
C1X Cl3 1.44(2) 2_445 ?
C1X Cl2 1.52(2) 2_445 ?
C1X Cl3 1.647(17) . ?
C1X Cl2 1.740(17) . ?
C1X Cl1 1.77(2) . ?
Cl1 Cl3 1.200(11) 2_445 ?
Cl2 Cl2 1.816(13) 2_445 ?
Cl2 Cl3 2.144(16) 2_445 ?
Cl3 Cl3 2.057(19) 2_445 ?

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
O3 Cu N14R 170.59(17) . . ?
O3 Cu O2 86.89(14) . . ?
N14R Cu O2 93.09(16) . . ?
O3 Cu O4 90.90(16) . . ?
N14R Cu O4 90.62(16) . . ?
O2 Cu O4 170.32(18) . . ?
O3 Cu O1 90.54(17) . . ?
N14R Cu O1 98.84(17) . . ?
O2 Cu O1 85.08(16) . . ?
O4 Cu O1 85.51(16) . . ?
O3 Cu O1R 90.52(15) . 7_534 ?
N14R Cu O1R 80.10(15) . 7_534 ?
O2 Cu O1R 95.14(14) . 7_534 ?
O4 Cu O1R 94.31(14) . 7_534 ?
O1 Cu O1R 178.93(18) . 7_534 ?
C2 O1 Cu 118.8(4) . . ?
F3 C1 F2 107.6(11) . . ?
F3 C1 F1 102.0(11) . . ?
F2 C1 F1 105.6(10) . . ?
F3 C1 C2 113.5(9) . . ?
F2 C1 C2 114.8(10) . . ?
F1 C1 C2 112.2(10) . . ?
O1 C2 C3 128.7(7) . . ?
O1 C2 C1 115.1(8) . . ?
C3 C2 C1 116.1(8) . . ?
C4 C3 C2 121.6(6) . . ?
O2 C4 C3 131.4(5) . . ?
O2 C4 C5 110.1(7) . . ?
C3 C4 C5 118.5(7) . . ?
F4 C5 F5 111.8(11) . . ?
F4 C5 F6 107.5(7) . . ?
F5 C5 F6 101.7(7) . . ?
F4 C5 C4 114.0(7) . . ?
F5 C5 C4 110.0(6) . . ?
F6 C5 C4 111.2(9) . . ?
C4 O2 Cu 123.8(4) . . ?
C7 O3 Cu 123.4(3) . . ?
F7 C6 F9 109.2(8) . . ?
F7 C6 F8 105.4(7) . . ?
F9 C6 F8 104.5(6) . . ?
F7 C6 C7 111.9(6) . . ?
F9 C6 C7 115.2(6) . . ?
F8 C6 C7 109.9(7) . . ?
O3 C7 C8 128.1(6) . . ?
O3 C7 C6 114.0(5) . . ?
C8 C7 C6 117.9(7) . . ?
C7 C8 C9 121.8(6) . . ?
O4 C9 C8 128.0(5) . . ?
O4 C9 C10 113.6(6) . . ?
C8 C9 C10 118.4(6) . . ?
F12A C10 F10A 113.7(19) . . ?
F12 C10 F10 107.4(18) . . ?
F12 C10 F11 106.7(15) . . ?
F10 C10 F11 106.6(16) . . ?
F12A C10 F11A 97.0(19) . . ?
F10A C10 F11A 106.4(17) . . ?
F12A C10 C9 115.4(14) . . ?
F10A C10 C9 113.5(9) . . ?
F12 C10 C9 113.7(11) . . ?
F10 C10 C9 113.8(11) . . ?
F11 C10 C9 108.1(9) . . ?
F11A C10 C9 108.9(10) . . ?
C9 O4 Cu 122.8(4) . . ?
N2R O1R Cu 123.2(3) . 15_435 ?
O1R N2R C11R 126.4(4) . . ?
O1R N2R C3R 120.7(5) . . ?
C11R N2R C3R 112.4(4) . . ?
C4R C3R N2R 106.5(6) . . ?
C4R C3R C5R 110.6(6) . . ?
N2R C3R C5R 110.3(5) . . ?
C4R C3R C6R 114.6(6) . . ?
N2R C3R C6R 98.6(5) . . ?
C5R C3R C6R 115.3(6) . . ?
N9R C6R C8R 105.5(6) . . ?
N9R C6R C7R 110.7(5) . . ?
C8R C6R C7R 111.4(6) . . ?
N9R C6R C3R 99.9(5) . . ?
C8R C6R C3R 114.1(6) . . ?
C7R C6R C3R 114.3(6) . . ?
O10R N9R C11R 125.4(5) . . ?
O10R N9R C6R 123.2(5) . . ?
C11R N9R C6R 111.0(5) . . ?
N2R C11R N9R 107.9(5) . . ?
N2R C11R C12R 129.4(5) . . ?
N9R C11R C12R 122.6(5) . . ?
C13R C12R N16R 105.3(4) . . ?
C13R C12R C11R 128.2(5) . . ?
N16R C12R C11R 126.4(5) . . ?
N14R C13R C12R 110.1(5) . . ?
C15R N14R C13R 106.0(5) . . ?
C15R N14R Cu 125.3(4) . . ?
C13R N14R Cu 127.9(4) . . ?
N14R C15R N16R 110.9(5) . . ?
C15R N16R C12R 107.7(5) . . ?
C15R N16R C17R 122.9(5) . . ?
C12R N16R C17R 128.4(5) . . ?
N16R C17R C18R 112.4(8) . . ?
C19R C18R C17R 112.9(12) . . ?
C1X C1X Cl3 71.1(13) 2_445 2_445 ?
C1X C1X Cl2 73.0(9) 2_445 2_445 ?
Cl3 C1X Cl2 142.6(12) 2_445 2_445 ?
C1X C1X Cl3 55.6(10) 2_445 . ?
Cl3 C1X Cl3 83.4(14) 2_445 . ?
Cl2 C1X Cl3 85.0(9) 2_445 . ?
C1X C1X Cl2 56.9(11) 2_445 . ?
Cl3 C1X Cl2 84.4(11) 2_445 . ?
Cl2 C1X Cl2 67.3(10) 2_445 . ?
Cl3 C1X Cl2 111.7(9) . . ?
C1X C1X Cl1 113.0(19) 2_445 . ?
Cl3 C1X Cl1 42.4(8) 2_445 . ?
Cl2 C1X Cl1 162.7(12) 2_445 . ?
Cl3 C1X Cl1 111.9(14) . . ?
Cl2 C1X Cl1 101.7(11) . . ?
Cl3 Cl1 C1X 53.8(8) 2_445 . ?
C1X Cl2 C1X 50.1(10) 2_445 . ?
C1X Cl2 Cl2 62.1(7) 2_445 2_445 ?
C1X Cl2 Cl2 50.7(8) . 2_445 ?
C1X Cl2 Cl3 49.9(7) 2_445 2_445 ?
C1X Cl2 Cl3 41.8(8) . 2_445 ?
Cl2 Cl2 Cl3 89.7(3) 2_445 2_445 ?
Cl1 Cl3 C1X 83.9(12) 2_445 2_445 ?
Cl1 Cl3 C1X 136.4(13) 2_445 . ?
C1X Cl3 C1X 53.3(11) 2_445 . ?
Cl1 Cl3 Cl3 118.4(11) 2_445 2_445 ?
C1X Cl3 Cl3 52.7(8) 2_445 2_445 ?
C1X Cl3 Cl3 43.9(10) . 2_445 ?
Cl1 Cl3 Cl2 105.4(12) 2_445 2_445 ?
C1X Cl3 Cl2 53.9(8) 2_445 2_445 ?
C1X Cl3 Cl2 45.0(8) . 2_445 ?
Cl3 Cl3 Cl2 83.7(4) 2_445 2_445 ?

_refine_diff_density_max         0.283
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.069




# start Validation Reply Form
_vrf_PLAT230_z512as              
;
PROBLEM: Hirshfeld Test Diff for C17R --C18R . 7.7 s.u.
RESPONSE: Disordered group
;
_vrf_PLAT241_z512as              
;
PROBLEM: High ?MainMol? Ueq as Compared to Neighbors of C18R Check
RESPONSE: Disordered group
;
# 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_250s
_database_code_depnum_ccdc_archive 'CCDC 2350251'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23.50 H23 Cl1.50 Cu F12 N4 O6'
_chemical_formula_weight         802.17

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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.709(3)
_cell_length_b                   45.424(6)
_cell_length_c                   12.9488(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13357(3)
_cell_formula_units_Z            16
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    4914
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      20.22

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_F_000             6440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    0.883
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5395
_exptl_absorpt_correction_T_max  0.5983
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33394
_diffrn_reflns_av_unetI/netI     0.1234
_diffrn_reflns_av_R_equivalents  0.0724
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_k_max       60
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.865
_diffrn_reflns_theta_max         29.173
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.932
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             8409
_reflns_number_gt                3869
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.835
_reflns_Friedel_fraction_max     0.886
_reflns_Friedel_fraction_full    0.957

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0393P)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 
; 
 Flack x determined using 1282 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.009(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8409
_refine_ls_number_parameters     478
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1265
_refine_ls_R_factor_gt           0.0427
_refine_ls_wR_factor_ref         0.0936
_refine_ls_wR_factor_gt          0.0773
_refine_ls_goodness_of_fit_ref   0.794
_refine_ls_restrained_S_all      0.794
_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
Cu Cu 0.35265(3) 0.90571(2) -0.08005(5) 0.04841(19) Uani 1 1 d . . . . .
O1 O 0.42715(19) 0.90289(9) 0.0376(4) 0.0689(12) Uani 1 1 d . . . . .
C1 C 0.4800(4) 0.9208(2) 0.1792(8) 0.108(3) Uani 1 1 d . . . . .
F1 F 0.5347(3) 0.9175(2) 0.1577(6) 0.221(4) Uani 1 1 d . . . . .
F2 F 0.4772(4) 0.94119(16) 0.2453(5) 0.205(4) Uani 1 1 d . . . . .
F3 F 0.4684(3) 0.89668(15) 0.2259(5) 0.182(3) Uani 1 1 d . . . . .
C2 C 0.4431(3) 0.92517(16) 0.0808(5) 0.0691(18) Uani 1 1 d . . . . .
C3 C 0.4337(3) 0.95478(13) 0.0517(5) 0.0632(17) Uani 1 1 d . . . . .
H3A H 0.447183 0.969887 0.095337 0.076 Uiso 1 1 calc R U . . .
C4 C 0.4055(2) 0.96208(11) -0.0380(5) 0.0554(16) Uani 1 1 d . . . . .
C5 C 0.4010(4) 0.99492(14) -0.0662(7) 0.095(3) Uani 1 1 d . . . . .
F4 F 0.4194(4) 1.00036(10) -0.1559(5) 0.187(3) Uani 1 1 d . . . . .
F5 F 0.3465(2) 1.00400(8) -0.0568(5) 0.148(3) Uani 1 1 d . . . . .
F6 F 0.4302(2) 1.01246(8) -0.0012(4) 0.1249(17) Uani 1 1 d . . . . .
O2 O 0.38199(16) 0.94603(7) -0.1056(3) 0.0536(10) Uani 1 1 d . . . . .
O3 O 0.30133(15) 0.92298(7) 0.0238(3) 0.0529(10) Uani 1 1 d . . . . .
C6 C 0.2574(3) 0.92952(15) 0.1857(6) 0.074(2) Uani 1 1 d . . . . .
F7 F 0.2957(2) 0.94710(11) 0.2240(4) 0.152(2) Uani 1 1 d . . . . .
F8 F 0.2158(2) 0.94655(10) 0.1442(4) 0.1243(18) Uani 1 1 d . . . . .
F9 F 0.2320(2) 0.91583(10) 0.2613(4) 0.1255(18) Uani 1 1 d . . . . .
C7 C 0.2849(3) 0.90921(12) 0.1038(5) 0.0486(15) Uani 1 1 d . . . . .
C8 C 0.2900(2) 0.87979(12) 0.1261(5) 0.0562(16) Uani 1 1 d . . . . .
H8A H 0.277732 0.872751 0.190900 0.067 Uiso 1 1 calc R U . . .
C9 C 0.3129(2) 0.86044(11) 0.0545(5) 0.0486(14) Uani 1 1 d . . . . .
C10 C 0.3182(5) 0.82772(14) 0.0855(7) 0.076(2) Uani 1 1 d . . . . .
F10 F 0.2800(16) 0.8191(5) 0.150(3) 0.146(17) Uani 0.5 1 d . . P A 1
F11 F 0.3031(18) 0.8111(3) 0.0008(14) 0.128(6) Uani 0.5 1 d . . P A 1
F12 F 0.3683(7) 0.8203(4) 0.111(3) 0.102(6) Uani 0.5 1 d . . P A 1
F10A F 0.3515(17) 0.8129(3) 0.031(3) 0.142(12) Uani 0.5 1 d . . P A 2
F11A F 0.339(3) 0.8262(3) 0.183(2) 0.210(13) Uani 0.5 1 d . . P A 2
F12A F 0.2712(10) 0.8158(5) 0.100(4) 0.143(17) Uani 0.5 1 d . . P A 2
O4 O 0.33176(16) 0.86553(7) -0.0334(3) 0.0533(10) Uani 1 1 d . . . . .
O1R O 0.52491(18) 0.84196(8) -0.4581(3) 0.0585(11) Uani 1 1 d . . . . .
N2R N 0.4779(2) 0.82623(10) -0.4459(4) 0.0552(13) Uani 1 1 d . . . . .
C3R C 0.4668(3) 0.79936(14) -0.5115(5) 0.075(2) Uani 1 1 d . . . . .
C4R C 0.4411(3) 0.81014(16) -0.6114(5) 0.094(2) Uani 1 1 d . . . . .
H4RA H 0.433202 0.793491 -0.656194 0.141 Uiso 1 1 calc R U . . .
H4RB H 0.404696 0.820594 -0.597672 0.141 Uiso 1 1 calc R U . . .
H4RC H 0.468837 0.823291 -0.644796 0.141 Uiso 1 1 calc R U . . .
C5R C 0.5239(3) 0.78265(14) -0.5299(5) 0.087(2) Uani 1 1 d . . . . .
H5RA H 0.539548 0.775923 -0.464300 0.131 Uiso 1 1 calc R U . . .
H5RB H 0.516230 0.765821 -0.574009 0.131 Uiso 1 1 calc R U . . .
H5RC H 0.552195 0.795534 -0.562987 0.131 Uiso 1 1 calc R U . . .
C6R C 0.4220(3) 0.78347(15) -0.4397(6) 0.072(2) Uani 1 1 d . . . . .
C7R C 0.3749(3) 0.76573(15) -0.4983(7) 0.103(3) Uani 1 1 d . . . . .
H7RA H 0.393245 0.748938 -0.531576 0.154 Uiso 1 1 calc R U . . .
H7RB H 0.345200 0.758908 -0.450083 0.154 Uiso 1 1 calc R U . . .
H7RC H 0.356660 0.778154 -0.550091 0.154 Uiso 1 1 calc R U . . .
C8R C 0.4509(3) 0.76531(14) -0.3549(6) 0.093(2) Uani 1 1 d . . . . .
H8RA H 0.469347 0.748087 -0.385019 0.140 Uiso 1 1 calc R U . . .
H8RB H 0.480412 0.777122 -0.320107 0.140 Uiso 1 1 calc R U . . .
H8RC H 0.421223 0.759153 -0.305434 0.140 Uiso 1 1 calc R U . . .
N9R N 0.3942(2) 0.80979(11) -0.3871(4) 0.0651(14) Uani 1 1 d . . . . .
O10R O 0.3461(2) 0.80828(9) -0.3391(4) 0.0873(15) Uani 1 1 d . . . . .
C11R C 0.4322(3) 0.83301(12) -0.3869(4) 0.0514(14) Uani 1 1 d . . . . .
C12R C 0.4218(2) 0.85900(10) -0.3259(4) 0.0436(13) Uani 1 1 d . . . . .
C13R C 0.3953(2) 0.86073(11) -0.2316(4) 0.0452(14) Uani 1 1 d . . . . .
H13A H 0.380448 0.844631 -0.194247 0.054 Uiso 1 1 calc R U . . .
N14R N 0.39366(17) 0.88946(8) -0.1996(3) 0.0427(11) Uani 1 1 d . . . . .
C15R C 0.4179(3) 0.90494(12) -0.2753(5) 0.0505(15) Uani 1 1 d . . . . .
H15A H 0.421877 0.925534 -0.274624 0.061 Uiso 1 1 calc R U . . .
N16R N 0.4362(2) 0.88756(9) -0.3531(3) 0.0542(13) Uani 1 1 d . . . . .
C17R C 0.4557(4) 0.89870(15) -0.4525(7) 0.097(3) Uani 1 1 d . . . . .
H17A H 0.489918 0.887365 -0.475839 0.116 Uiso 1 1 calc R U . . .
H17B H 0.467779 0.919299 -0.445179 0.116 Uiso 1 1 calc R U . . .
C18R C 0.4062(8) 0.8965(3) -0.5341(8) 0.218(8) Uani 1 1 d . . . . .
H18A H 0.421122 0.904186 -0.599846 0.262 Uiso 1 1 calc R U . . .
H18B H 0.396530 0.875681 -0.544542 0.262 Uiso 1 1 calc R U . . .
C19R C 0.3537(6) 0.9119(3) -0.5080(10) 0.218(7) Uani 1 1 d . . . . .
H19A H 0.324963 0.909508 -0.562738 0.327 Uiso 1 1 calc R U . . .
H19B H 0.337878 0.904146 -0.444006 0.327 Uiso 1 1 calc R U . . .
H19C H 0.362508 0.932695 -0.499396 0.327 Uiso 1 1 calc R U . . .
C1X C 0.7237(7) 0.7423(4) -0.7109(15) 0.092(5) Uani 0.5 1 d . . P . .
H1XA H 0.707260 0.725260 -0.745682 0.111 Uiso 0.5 1 d R U P . .
Cl1 Cl 0.6665(3) 0.75692(18) -0.6358(5) 0.184(3) Uani 0.5 1 d . . P . .
Cl2 Cl 0.7394(3) 0.76909(12) -0.8008(5) 0.168(2) Uani 0.5 1 d . . P . .
Cl3 Cl 0.7830(4) 0.7344(2) -0.6397(10) 0.297(7) Uani 0.5 1 d . . 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
Cu O3 1.945(4) . ?
Cu N14R 1.951(4) . ?
Cu O2 1.976(3) . ?
Cu O4 1.980(3) . ?
Cu O1 2.281(5) . ?
Cu O1R 2.424(4) 15_465 ?
O1 C2 1.211(7) . ?
C1 F2 1.263(10) . ?
C1 F3 1.278(9) . ?
C1 F1 1.280(9) . ?
C1 C2 1.540(11) . ?
C2 C3 1.413(9) . ?
C3 C4 1.367(8) . ?
C4 O2 1.258(6) . ?
C4 C5 1.540(8) . ?
C5 F4 1.259(9) . ?
C5 F5 1.311(8) . ?
C5 F6 1.335(8) . ?
O3 C7 1.265(7) . ?
C6 F7 1.281(7) . ?
C6 F9 1.295(7) . ?
C6 F8 1.334(8) . ?
C6 C7 1.540(8) . ?
C7 C8 1.372(7) . ?
C8 C9 1.380(7) . ?
C9 O4 1.237(6) . ?
C9 C10 1.544(8) . ?
C10 F12A 1.21(2) . ?
C10 F10A 1.231(16) . ?
C10 F12 1.233(15) . ?
C10 F10 1.26(2) . ?
C10 F11A 1.356(19) . ?
C10 F11 1.374(18) . ?
O1R N2R 1.294(5) . ?
N2R C11R 1.326(6) . ?
N2R C3R 1.509(7) . ?
C3R C4R 1.501(9) . ?
C3R C5R 1.521(8) . ?
C3R C6R 1.556(9) . ?
C6R N9R 1.513(7) . ?
C6R C8R 1.522(9) . ?
C6R C7R 1.538(8) . ?
N9R O10R 1.260(5) . ?
N9R C11R 1.362(7) . ?
C11R C12R 1.440(7) . ?
C12R C13R 1.363(7) . ?
C12R N16R 1.383(6) . ?
C13R N14R 1.370(6) . ?
N14R C15R 1.326(6) . ?
C15R N16R 1.346(6) . ?
N16R C17R 1.453(8) . ?
C17R C18R 1.545(16) . ?
C18R C19R 1.425(14) . ?
C1X C1X 1.38(3) 14_665 ?
C1X Cl3 1.413(19) 14_665 ?
C1X Cl2 1.523(19) 14_665 ?
C1X Cl3 1.670(17) . ?
C1X Cl2 1.722(15) . ?
C1X Cl1 1.75(2) . ?
Cl1 Cl3 1.214(10) 14_665 ?
Cl2 Cl2 1.800(12) 14_665 ?
Cl2 Cl3 2.153(13) 14_665 ?
Cl3 Cl3 2.062(17) 14_665 ?

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
O3 Cu N14R 170.79(17) . . ?
O3 Cu O2 86.79(14) . . ?
N14R Cu O2 93.27(15) . . ?
O3 Cu O4 90.97(15) . . ?
N14R Cu O4 90.44(16) . . ?
O2 Cu O4 170.30(17) . . ?
O3 Cu O1 90.29(16) . . ?
N14R Cu O1 98.89(17) . . ?
O2 Cu O1 85.05(15) . . ?
O4 Cu O1 85.52(15) . . ?
O3 Cu O1R 91.10(15) . 15_465 ?
N14R Cu O1R 79.72(15) . 15_465 ?
O2 Cu O1R 95.22(14) . 15_465 ?
O4 Cu O1R 94.27(15) . 15_465 ?
O1 Cu O1R 178.60(17) . 15_465 ?
C2 O1 Cu 118.8(4) . . ?
F2 C1 F3 107.3(9) . . ?
F2 C1 F1 106.4(9) . . ?
F3 C1 F1 101.8(10) . . ?
F2 C1 C2 115.9(9) . . ?
F3 C1 C2 113.0(8) . . ?
F1 C1 C2 111.3(8) . . ?
O1 C2 C3 128.9(7) . . ?
O1 C2 C1 115.9(7) . . ?
C3 C2 C1 115.2(7) . . ?
C4 C3 C2 121.8(6) . . ?
O2 C4 C3 130.5(5) . . ?
O2 C4 C5 111.6(6) . . ?
C3 C4 C5 117.9(6) . . ?
F4 C5 F5 109.7(9) . . ?
F4 C5 F6 107.5(7) . . ?
F5 C5 F6 102.9(6) . . ?
F4 C5 C4 112.8(6) . . ?
F5 C5 C4 110.2(6) . . ?
F6 C5 C4 113.3(8) . . ?
C4 O2 Cu 124.3(3) . . ?
C7 O3 Cu 122.9(3) . . ?
F7 C6 F9 108.0(7) . . ?
F7 C6 F8 106.0(6) . . ?
F9 C6 F8 105.6(6) . . ?
F7 C6 C7 111.3(6) . . ?
F9 C6 C7 114.5(6) . . ?
F8 C6 C7 111.0(6) . . ?
O3 C7 C8 129.0(6) . . ?
O3 C7 C6 112.8(5) . . ?
C8 C7 C6 118.2(6) . . ?
C7 C8 C9 120.7(5) . . ?
O4 C9 C8 129.0(5) . . ?
O4 C9 C10 113.1(5) . . ?
C8 C9 C10 117.9(6) . . ?
F12A C10 F10A 112.9(18) . . ?
F12 C10 F10 111.7(18) . . ?
F12A C10 F11A 98(2) . . ?
F10A C10 F11A 106.8(19) . . ?
F12 C10 F11 107.2(13) . . ?
F10 C10 F11 100.7(18) . . ?
F12A C10 C9 113.7(14) . . ?
F10A C10 C9 115.1(9) . . ?
F12 C10 C9 113.8(10) . . ?
F10 C10 C9 114.6(11) . . ?
F11A C10 C9 108.6(9) . . ?
F11 C10 C9 107.5(9) . . ?
C9 O4 Cu 122.4(3) . . ?
N2R O1R Cu 122.7(3) . 7_564 ?
O1R N2R C11R 126.0(5) . . ?
O1R N2R C3R 121.1(5) . . ?
C11R N2R C3R 112.4(5) . . ?
C4R C3R N2R 106.7(5) . . ?
C4R C3R C5R 111.0(6) . . ?
N2R C3R C5R 110.4(5) . . ?
C4R C3R C6R 114.3(6) . . ?
N2R C3R C6R 98.5(5) . . ?
C5R C3R C6R 114.8(6) . . ?
N9R C6R C8R 106.4(5) . . ?
N9R C6R C7R 110.3(5) . . ?
C8R C6R C7R 111.8(6) . . ?
N9R C6R C3R 100.1(5) . . ?
C8R C6R C3R 113.6(6) . . ?
C7R C6R C3R 113.7(6) . . ?
O10R N9R C11R 126.2(5) . . ?
O10R N9R C6R 122.7(5) . . ?
C11R N9R C6R 110.5(5) . . ?
N2R C11R N9R 108.3(5) . . ?
N2R C11R C12R 129.4(5) . . ?
N9R C11R C12R 122.2(5) . . ?
C13R C12R N16R 106.1(4) . . ?
C13R C12R C11R 127.6(5) . . ?
N16R C12R C11R 126.2(5) . . ?
C12R C13R N14R 109.8(4) . . ?
C15R N14R C13R 105.6(4) . . ?
C15R N14R Cu 125.7(4) . . ?
C13R N14R Cu 127.9(4) . . ?
N14R C15R N16R 111.7(5) . . ?
C15R N16R C12R 106.7(4) . . ?
C15R N16R C17R 123.6(5) . . ?
C12R N16R C17R 128.6(5) . . ?
N16R C17R C18R 111.2(7) . . ?
C19R C18R C17R 114.5(10) . . ?
C1X C1X Cl3 73.3(12) 14_665 14_665 ?
C1X C1X Cl2 72.5(9) 14_665 14_665 ?
Cl3 C1X Cl2 144.3(12) 14_665 14_665 ?
C1X C1X Cl3 54.1(9) 14_665 . ?
Cl3 C1X Cl3 83.5(12) 14_665 . ?
Cl2 C1X Cl3 84.7(9) 14_665 . ?
C1X C1X Cl2 57.5(9) 14_665 . ?
Cl3 C1X Cl2 86.1(10) 14_665 . ?
Cl2 C1X Cl2 67.0(8) 14_665 . ?
Cl3 C1X Cl2 111.0(9) . . ?
C1X C1X Cl1 116.5(16) 14_665 . ?
Cl3 C1X Cl1 43.4(8) 14_665 . ?
Cl2 C1X Cl1 163.5(11) 14_665 . ?
Cl3 C1X Cl1 111.8(11) . . ?
Cl2 C1X Cl1 105.0(10) . . ?
Cl3 Cl1 C1X 53.1(7) 14_665 . ?
C1X Cl2 C1X 50.0(10) 14_665 . ?
C1X Cl2 Cl2 61.8(6) 14_665 14_665 ?
C1X Cl2 Cl2 51.2(7) . 14_665 ?
C1X Cl2 Cl3 50.5(6) 14_665 14_665 ?
C1X Cl2 Cl3 40.9(6) . 14_665 ?
Cl2 Cl2 Cl3 89.5(3) 14_665 14_665 ?
Cl1 Cl3 C1X 83.5(11) 14_665 14_665 ?
Cl1 Cl3 C1X 135.7(11) 14_665 . ?
C1X Cl3 C1X 52.6(11) 14_665 . ?
Cl1 Cl3 Cl3 117.7(10) 14_665 14_665 ?
C1X Cl3 Cl3 53.6(7) 14_665 14_665 ?
C1X Cl3 Cl3 42.9(8) . 14_665 ?
Cl1 Cl3 Cl2 106.7(10) 14_665 14_665 ?
C1X Cl3 Cl2 52.9(7) 14_665 14_665 ?
C1X Cl3 Cl2 44.8(7) . 14_665 ?
Cl3 Cl3 Cl2 83.0(4) 14_665 14_665 ?

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.436
_refine_diff_density_rms         0.055




# start Validation Reply Form
_vrf_PLAT241_250s                
;
PROBLEM: High ?MainMol? Ueq as Compared to Neighbors of C18R Check
RESPONSE: disordered group
;
# 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_z523x
_database_code_depnum_ccdc_archive 'CCDC 2350254'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C98 H104 Cu4 F48 N16 O26'
_chemical_formula_weight         3088.13

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.802(2)
_cell_length_b                   45.614(4)
_cell_length_c                   12.8800(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     13396(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3945
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      17.42

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_F_000             6240
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.763
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_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      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38553
_diffrn_reflns_av_unetI/netI     0.1280
_diffrn_reflns_av_R_equivalents  0.0874
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_k_max       60
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.786
_diffrn_reflns_theta_max         28.323
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8329
_reflns_number_gt                3178
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.914
_reflns_Friedel_fraction_max     0.997
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0119P)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_abs_structure_details 
; 
 Flack x determined using 1126 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.002(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8329
_refine_ls_number_parameters     496
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.1386
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0554
_refine_ls_wR_factor_gt          0.0449
_refine_ls_goodness_of_fit_ref   0.753
_refine_ls_restrained_S_all      0.754
_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
Cu Cu 0.65263(3) 0.09411(2) 0.32511(5) 0.06150(18) Uani 1 1 d . . . . .
O1 O 0.67271(15) 0.13382(7) 0.3749(3) 0.0673(11) Uani 1 1 d . . . . .
C1 C 0.6863(3) 0.17021(19) 0.5013(7) 0.095(2) Uani 1 1 d . . . . .
F1 F 0.6617(10) 0.1867(2) 0.4297(11) 0.138(5) Uani 0.5 1 d . . P A 1
F2 F 0.7323(5) 0.1830(2) 0.5214(13) 0.104(3) Uani 0.5 1 d . . P A 1
F3 F 0.6475(10) 0.1715(3) 0.581(2) 0.230(8) Uani 0.5 1 d . . P A 1
F1A F 0.7021(9) 0.1745(3) 0.5973(14) 0.138(5) Uani 0.5 1 d . . P A 2
F2A F 0.6389(4) 0.1821(3) 0.4927(14) 0.104(3) Uani 0.5 1 d . . P A 2
F3A F 0.7253(12) 0.1857(3) 0.439(2) 0.230(8) Uani 0.5 1 d . . P A 2
C2 C 0.6914(2) 0.13839(12) 0.4631(5) 0.0654(17) Uani 1 1 d . . . . .
C3 C 0.7146(2) 0.11862(13) 0.5354(4) 0.0668(17) Uani 1 1 d . . . . .
H3A H 0.726864 0.125225 0.600169 0.080 Uiso 1 1 calc R U . . .
C4 C 0.7192(2) 0.08966(14) 0.5105(5) 0.0596(16) Uani 1 1 d . . . . .
C5 C 0.7450(3) 0.06880(16) 0.5920(6) 0.090(2) Uani 1 1 d . . . . .
F4 F 0.7710(2) 0.08219(9) 0.6689(3) 0.158(2) Uani 1 1 d . . . . .
F5 F 0.7888(2) 0.05317(9) 0.5508(3) 0.1481(18) Uani 1 1 d . . . . .
F6 F 0.7086(2) 0.05113(11) 0.6280(4) 0.195(3) Uani 1 1 d . . . . .
O2 O 0.70368(14) 0.07647(7) 0.4294(3) 0.0678(10) Uani 1 1 d . . . . .
O3 O 0.62338(15) 0.05442(7) 0.2964(3) 0.0679(11) Uani 1 1 d . . . . .
C6 C 0.6006(4) 0.00616(15) 0.3273(8) 0.124(3) Uani 1 1 d . . . . .
F7 F 0.5806(3) 0.00196(10) 0.2379(5) 0.237(4) Uani 1 1 d . . . . .
F8 F 0.56965(19) -0.01191(8) 0.3907(4) 0.1664(19) Uani 1 1 d . . . . .
F9 F 0.6527(2) -0.00468(7) 0.3369(6) 0.184(2) Uani 1 1 d . . . . .
C7 C 0.5986(3) 0.03774(13) 0.3607(5) 0.0713(17) Uani 1 1 d . . . . .
C8 C 0.5714(3) 0.04449(15) 0.4506(6) 0.084(2) Uani 1 1 d . . . . .
H8B H 0.558229 0.029116 0.491954 0.101 Uiso 1 1 calc R U . . .
C9 C 0.5617(3) 0.07274(19) 0.4852(5) 0.083(2) Uani 1 1 d . . . . .
C10 C 0.5270(6) 0.0776(5) 0.5872(11) 0.131(3) Uani 1 1 d . . . . .
F10 F 0.5452(17) 0.0614(6) 0.6604(14) 0.206(12) Uani 0.5 1 d . . P B 1
F11 F 0.4696(12) 0.0727(9) 0.571(2) 0.216(19) Uani 0.5 1 d . . P B 1
F12 F 0.5326(17) 0.1033(5) 0.631(2) 0.189(12) Uani 0.5 1 d . . P B 1
F12A F 0.5159(11) 0.0513(7) 0.629(2) 0.186(10) Uani 0.5 1 d . . P B 2
F11A F 0.5534(15) 0.0949(14) 0.644(2) 0.35(3) Uani 0.5 1 d . . P B 2
F10A F 0.4810(15) 0.0905(10) 0.571(3) 0.224(16) Uani 0.5 1 d . . P B 2
O4 O 0.57871(18) 0.09620(9) 0.4448(4) 0.0912(14) Uani 1 1 d . . . . .
O1R O 0.65796(17) 0.19267(8) 0.0698(4) 0.1040(14) Uani 1 1 d . . . . .
N1R N 0.6102(2) 0.19087(11) 0.0202(4) 0.0876(16) Uani 1 1 d . . . . .
C3R C 0.5815(3) 0.21695(15) -0.0317(6) 0.092(2) Uani 1 1 d . . . . .
C4R C 0.5522(3) 0.23431(12) 0.0532(5) 0.117(2) Uani 1 1 d . . . . .
H4RA H 0.533301 0.251172 0.023697 0.176 Uiso 1 1 calc R U . . .
H4RB H 0.523539 0.222279 0.087297 0.176 Uiso 1 1 calc R U . . .
H4RC H 0.581122 0.240550 0.102638 0.176 Uiso 1 1 calc R U . . .
C5R C 0.6285(3) 0.23532(14) -0.0884(5) 0.131(3) Uani 1 1 d . . . . .
H5RA H 0.646336 0.223669 -0.141937 0.196 Uiso 1 1 calc R U . . .
H5RB H 0.610528 0.252280 -0.118941 0.196 Uiso 1 1 calc R U . . .
H5RC H 0.657987 0.241405 -0.039744 0.196 Uiso 1 1 calc R U . . .
C6R C 0.5378(3) 0.20119(14) -0.1037(5) 0.086(2) Uani 1 1 d . . . . .
C7R C 0.4814(2) 0.21684(13) -0.1234(5) 0.122(3) Uani 1 1 d . . . . .
H7RA H 0.488739 0.234105 -0.163944 0.182 Uiso 1 1 calc R U . . .
H7RB H 0.455107 0.204146 -0.160393 0.182 Uiso 1 1 calc R U . . .
H7RC H 0.463970 0.222338 -0.058327 0.182 Uiso 1 1 calc R U . . .
C8R C 0.5642(3) 0.19032(15) -0.2069(5) 0.129(3) Uani 1 1 d . . . . .
H8RA H 0.600400 0.180303 -0.193485 0.193 Uiso 1 1 calc R U . . .
H8RB H 0.537159 0.177131 -0.239891 0.193 Uiso 1 1 calc R U . . .
H8RC H 0.571343 0.206763 -0.251685 0.193 Uiso 1 1 calc R U . . .
N9R N 0.5271(2) 0.17392(10) -0.0398(4) 0.0679(12) Uani 1 1 d . . . . .
O10R O 0.48089(16) 0.15827(8) -0.0517(3) 0.0736(12) Uani 1 1 d . . . . .
C11R C 0.5732(3) 0.16730(12) 0.0197(4) 0.0654(16) Uani 1 1 d . . . . .
C12R C 0.58333(19) 0.14176(11) 0.0817(5) 0.0558(13) Uani 1 1 d . . . . .
C13R C 0.6095(2) 0.13942(11) 0.1751(4) 0.0559(15) Uani 1 1 d . . . . .
H13A H 0.624137 0.155150 0.212996 0.067 Uiso 1 1 calc R U . . .
N14R N 0.61166(17) 0.11099(9) 0.2065(3) 0.0552(12) Uani 1 1 d . . . . .
C15R C 0.5886(2) 0.09589(12) 0.1284(5) 0.0650(17) Uani 1 1 d . . . . .
H15A H 0.585237 0.075569 0.127243 0.078 Uiso 1 1 calc R U . . .
N16R N 0.57084(18) 0.11331(10) 0.0523(4) 0.0699(14) Uani 1 1 d . . . . .
C17R C 0.545(4) 0.1031(18) -0.042(7) 0.124(12) Uani 0.5 1 d . . P C 1
H17A H 0.509575 0.114224 -0.057456 0.148 Uiso 0.5 1 calc R U P C 1
H17B H 0.534228 0.082581 -0.035898 0.148 Uiso 0.5 1 calc R U P C 1
C18R C 0.5923(18) 0.1073(7) -0.135(2) 0.233(12) Uani 0.5 1 d . . P C 1
H18A H 0.598491 0.128029 -0.147964 0.280 Uiso 0.5 1 calc R U P C 1
H18B H 0.577720 0.098391 -0.198269 0.280 Uiso 0.5 1 calc R U P C 1
C19R C 0.6649(8) 0.0892(6) -0.0952(14) 0.156(7) Uani 0.5 1 d . . P C 1
H19A H 0.693139 0.091663 -0.149817 0.234 Uiso 0.5 1 calc R U P C 1
H19B H 0.679287 0.098251 -0.032905 0.234 Uiso 0.5 1 calc R U P C 1
H19C H 0.658575 0.068698 -0.083066 0.234 Uiso 0.5 1 calc R U P C 1
C17A C 0.559(4) 0.1016(17) -0.056(7) 0.124(12) Uani 0.5 1 d . . P C 2
H17C H 0.520216 0.092398 -0.054317 0.148 Uiso 0.5 1 calc R U P C 2
H17D H 0.555613 0.118338 -0.102105 0.148 Uiso 0.5 1 calc R U P C 2
C18A C 0.5986(16) 0.0811(5) -0.1025(17) 0.233(12) Uani 0.5 1 d . . P C 2
H18C H 0.616974 0.067897 -0.053223 0.280 Uiso 0.5 1 calc R U P C 2
H18D H 0.582147 0.070366 -0.160653 0.280 Uiso 0.5 1 calc R U P C 2
C19A C 0.6325(10) 0.1036(6) -0.1305(17) 0.156(7) Uani 0.5 1 d . . P C 2
H19D H 0.666328 0.096391 -0.166915 0.234 Uiso 0.5 1 calc R U P C 2
H19E H 0.610774 0.116509 -0.175012 0.234 Uiso 0.5 1 calc R U P C 2
H19F H 0.644911 0.114088 -0.069711 0.234 Uiso 0.5 1 calc R U P C 2
O1S O 0.6798(9) 0.2795(4) 0.2436(18) 0.325(12) Uani 0.5 1 d D . P D -1
C1S C 0.7191(13) 0.2598(5) 0.2270(19) 0.206(13) Uani 0.5 1 d D . P D -1
C2S C 0.7092(19) 0.2320(6) 0.2818(14) 0.29(2) Uani 0.5 1 d D . P D -1
H2SD H 0.740285 0.218580 0.265442 0.435 Uiso 0.5 1 calc R U P D -1
H2SE H 0.708570 0.235504 0.355274 0.435 Uiso 0.5 1 calc R U P D -1
H2SF H 0.672393 0.223811 0.260418 0.435 Uiso 0.5 1 calc R U P D -1
C3S C 0.770(2) 0.2538(12) 0.156(3) 0.60(5) Uani 0.5 1 d D . P D -1
H3SD H 0.787555 0.235307 0.173304 0.895 Uiso 0.5 1 calc R U P D -1
H3SE H 0.756641 0.253256 0.085107 0.895 Uiso 0.5 1 calc R U P D -1
H3SF H 0.798848 0.269087 0.163132 0.895 Uiso 0.5 1 calc R U P D -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N14R 1.949(4) . ?
Cu O2 1.951(3) . ?
Cu O3 1.965(3) . ?
Cu O1 1.975(3) . ?
Cu O4 2.286(5) . ?
Cu O10R 2.422(4) 4 ?
O1 C2 1.231(6) . ?
C1 F2A 1.216(12) . ?
C1 F2 1.228(11) . ?
C1 F1A 1.304(13) . ?
C1 F1 1.317(13) . ?
C1 F3 1.358(18) . ?
C1 F3A 1.386(16) . ?
C1 C2 1.536(8) . ?
C2 C3 1.400(7) . ?
C3 C4 1.363(7) . ?
C4 O2 1.257(6) . ?
C4 C5 1.534(8) . ?
C5 F6 1.247(7) . ?
C5 F4 1.306(7) . ?
C5 F5 1.336(7) . ?
O3 C7 1.259(6) . ?
C6 F7 1.253(9) . ?
C6 F9 1.294(8) . ?
C6 F8 1.358(8) . ?
C6 C7 1.504(8) . ?
C7 C8 1.350(8) . ?
C8 C9 1.381(8) . ?
C9 O4 1.251(7) . ?
C9 C10 1.549(13) . ?
C10 F10A 1.22(3) . ?
C10 F11A 1.23(4) . ?
C10 F10 1.27(3) . ?
C10 F12 1.31(3) . ?
C10 F12A 1.33(3) . ?
C10 F11 1.34(3) . ?
O1R N1R 1.266(5) . ?
N1R C11R 1.366(6) . ?
N1R C3R 1.513(7) . ?
C3R C4R 1.505(7) . ?
C3R C6R 1.539(8) . ?
C3R C5R 1.546(7) . ?
C6R C7R 1.493(7) . ?
C6R N9R 1.512(6) . ?
C6R C8R 1.540(8) . ?
N9R O10R 1.281(5) . ?
N9R C11R 1.337(6) . ?
C11R C12R 1.431(6) . ?
C12R C13R 1.347(7) . ?
C12R N16R 1.382(5) . ?
C13R N14R 1.359(5) . ?
N14R C15R 1.328(6) . ?
C15R N16R 1.325(6) . ?
N16R C17R 1.43(9) . ?
N16R C17A 1.52(9) . ?
C17R C18R 1.62(9) . ?
C18R C19R 1.92(3) . ?
C17A C18A 1.44(9) . ?
C18A C19A 1.33(3) . ?
O1S C1S 1.29(2) . ?
C1S C2S 1.47(2) . ?
C1S C3S 1.51(3) . ?

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
N14R Cu O2 171.26(17) . . ?
N14R Cu O3 93.07(16) . . ?
O2 Cu O3 87.26(13) . . ?
N14R Cu O1 90.20(17) . . ?
O2 Cu O1 90.94(15) . . ?
O3 Cu O1 170.03(16) . . ?
N14R Cu O4 99.13(17) . . ?
O2 Cu O4 89.60(16) . . ?
O3 Cu O4 85.13(14) . . ?
O1 Cu O4 85.05(15) . . ?
N14R Cu O10R 80.92(15) . 4 ?
O2 Cu O10R 90.35(14) . 4 ?
O3 Cu O10R 94.69(13) . 4 ?
O1 Cu O10R 95.14(13) . 4 ?
O4 Cu O10R 179.81(14) . 4 ?
C2 O1 Cu 122.4(4) . . ?
F2A C1 F1A 105.3(11) . . ?
F2 C1 F1 104.0(11) . . ?
F2 C1 F3 112.1(12) . . ?
F1 C1 F3 103.0(12) . . ?
F2A C1 F3A 106.9(11) . . ?
F1A C1 F3A 106.9(12) . . ?
F2A C1 C2 117.3(7) . . ?
F2 C1 C2 117.0(7) . . ?
F1A C1 C2 115.2(8) . . ?
F1 C1 C2 110.4(8) . . ?
F3 C1 C2 109.4(8) . . ?
F3A C1 C2 104.5(8) . . ?
O1 C2 C3 129.4(5) . . ?
O1 C2 C1 115.4(6) . . ?
C3 C2 C1 115.1(6) . . ?
C4 C3 C2 119.8(5) . . ?
O2 C4 C3 129.6(5) . . ?
O2 C4 C5 112.3(6) . . ?
C3 C4 C5 118.0(6) . . ?
F6 C5 F4 108.8(7) . . ?
F6 C5 F5 107.5(7) . . ?
F4 C5 F5 102.3(6) . . ?
F6 C5 C4 113.5(6) . . ?
F4 C5 C4 113.8(6) . . ?
F5 C5 C4 110.3(6) . . ?
C4 O2 Cu 122.9(4) . . ?
C7 O3 Cu 125.8(4) . . ?
F7 C6 F9 111.3(10) . . ?
F7 C6 F8 105.7(7) . . ?
F9 C6 F8 100.8(7) . . ?
F7 C6 C7 113.5(7) . . ?
F9 C6 C7 111.5(6) . . ?
F8 C6 C7 113.2(8) . . ?
O3 C7 C8 129.3(6) . . ?
O3 C7 C6 112.2(7) . . ?
C8 C7 C6 118.5(7) . . ?
C7 C8 C9 124.3(6) . . ?
O4 C9 C8 127.9(7) . . ?
O4 C9 C10 112.9(10) . . ?
C8 C9 C10 119.2(10) . . ?
F10A C10 F11A 102(4) . . ?
F10 C10 F12 100(2) . . ?
F10A C10 F12A 110(3) . . ?
F11A C10 F12A 115(3) . . ?
F10 C10 F11 110(3) . . ?
F12 C10 F11 108(3) . . ?
F10A C10 C9 111.2(19) . . ?
F11A C10 C9 110.1(18) . . ?
F10 C10 C9 112.4(16) . . ?
F12 C10 C9 116.3(14) . . ?
F12A C10 C9 108.0(15) . . ?
F11 C10 C9 109.9(16) . . ?
C9 O4 Cu 118.2(5) . . ?
O1R N1R C11R 125.7(5) . . ?
O1R N1R C3R 123.0(5) . . ?
C11R N1R C3R 110.5(5) . . ?
C4R C3R N1R 106.6(5) . . ?
C4R C3R C6R 113.4(6) . . ?
N1R C3R C6R 100.3(5) . . ?
C4R C3R C5R 111.5(6) . . ?
N1R C3R C5R 109.5(5) . . ?
C6R C3R C5R 114.6(6) . . ?
C7R C6R N9R 110.2(5) . . ?
C7R C6R C3R 115.8(6) . . ?
N9R C6R C3R 99.3(5) . . ?
C7R C6R C8R 110.1(6) . . ?
N9R C6R C8R 105.5(5) . . ?
C3R C6R C8R 114.7(6) . . ?
O10R N9R C11R 126.1(4) . . ?
O10R N9R C6R 121.8(5) . . ?
C11R N9R C6R 111.7(5) . . ?
N9R O10R Cu 123.4(3) . 12_454 ?
N9R C11R N1R 108.1(5) . . ?
N9R C11R C12R 129.1(5) . . ?
N1R C11R C12R 122.6(5) . . ?
C13R C12R N16R 105.2(5) . . ?
C13R C12R C11R 129.4(5) . . ?
N16R C12R C11R 125.3(5) . . ?
C12R C13R N14R 111.0(5) . . ?
C15R N14R C13R 104.8(5) . . ?
C15R N14R Cu 125.4(4) . . ?
C13R N14R Cu 128.9(4) . . ?
N16R C15R N14R 111.7(5) . . ?
C15R N16R C12R 107.3(5) . . ?
C15R N16R C17R 124(3) . . ?
C12R N16R C17R 129(3) . . ?
C15R N16R C17A 122(3) . . ?
C12R N16R C17A 128(3) . . ?
N16R C17R C18R 108(5) . . ?
C17R C18R C19R 109(4) . . ?
C18A C17A N16R 120(6) . . ?
C19A C18A C17A 89(4) . . ?
O1S C1S C2S 115(3) . . ?
O1S C1S C3S 140(3) . . ?
C2S C1S C3S 105(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C3S^a H3SF^a O1R 0.96 2.34 3.14(4) 141.0 14_655 yes

_refine_diff_density_max         0.219
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.037




# start Validation Reply Form
_vrf_PLAT026_z523x               
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low .. 38% Check
RESPONSE: Low reflective crystal
;
_vrf_PLAT230_z523x               
;
PROBLEM: Hirshfeld Test Diff for C1 --C2 . 8.9 s.u.
RESPONSE: Disordered CF3 group at C1
;
_vrf_PLAT260_z523x               
;
PROBLEM: Large Average Ueq of Residue Including O1S 0.355 Check
RESPONSE: Solvent molecule
;
# 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_100s
_database_code_depnum_ccdc_archive 'CCDC 2350250'
loop_
_audit_author_name
_audit_author_address
'Galina Romanenko'
;International Tomography Center
Russia
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23.50 H23.50 Cl1.50 Cu F12 N4 O6'
_chemical_formula_weight         802.68

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'
F F 0.0171 0.0103 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_H-M_alt        'F d d 2'
_space_group_name_Hall           'F 2 -2d'

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

_cell_length_a                   22.6386(6)
_cell_length_b                   45.1154(13)
_cell_length_c                   12.6581(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12928.3(6)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5955
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      22.22

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_F_000             6448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.913
_shelx_estimated_absorpt_T_min   0.811
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4265
_exptl_absorpt_correction_T_max  0.5014
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30065
_diffrn_reflns_av_unetI/netI     0.1172
_diffrn_reflns_av_R_equivalents  0.0737
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -60
_diffrn_reflns_limit_k_max       49
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.806
_diffrn_reflns_theta_max         28.763
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.942
_diffrn_reflns_point_group_measured_fraction_full 0.979
_reflns_number_total             7908
_reflns_number_gt                3830
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.819
_reflns_Friedel_fraction_max     0.887
_reflns_Friedel_fraction_full    0.955

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0679P)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 
; 
 Flack x determined using 1340 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   -0.006(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7908
_refine_ls_number_parameters     460
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1317
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1348
_refine_ls_wR_factor_gt          0.1117
_refine_ls_goodness_of_fit_ref   0.873
_refine_ls_restrained_S_all      0.875
_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
Cu Cu 0.35621(4) 0.90604(2) -0.07947(8) 0.0544(3) Uani 1 1 d . . . . .
O1 O 0.4300(2) 0.90259(12) 0.0431(5) 0.0689(18) Uani 1 1 d . . . . .
C1 C 0.4873(4) 0.9203(3) 0.1865(10) 0.084(3) Uani 1 1 d . . . . .
F1 F 0.5445(3) 0.9208(2) 0.1561(6) 0.175(4) Uani 1 1 d . . . . .
F2 F 0.4829(3) 0.94117(15) 0.2560(7) 0.141(3) Uani 1 1 d . . . . .
F3 F 0.4794(3) 0.89532(14) 0.2314(5) 0.113(2) Uani 1 1 d . . . . .
C2 C 0.4469(3) 0.92498(19) 0.0885(8) 0.065(3) Uani 1 1 d . . . . .
C3 C 0.4371(3) 0.95515(17) 0.0594(7) 0.057(2) Uani 1 1 d . . . . .
H3A H 0.449949 0.970484 0.105447 0.069 Uiso 1 1 calc R U . . .
C4 C 0.4090(3) 0.96267(16) -0.0353(9) 0.062(3) Uani 1 1 d . . . . .
C5 C 0.4058(3) 0.99518(16) -0.0623(9) 0.068(2) Uani 1 1 d . . . . .
F4 F 0.4280(3) 1.00065(11) -0.1561(6) 0.119(3) Uani 1 1 d . . . . .
F5 F 0.34985(17) 1.00464(8) -0.0630(4) 0.0717(14) Uani 1 1 d . . . . .
F6 F 0.4344(2) 1.01321(10) 0.0063(5) 0.0836(16) Uani 1 1 d . . . . .
O2 O 0.3855(2) 0.94634(11) -0.1043(5) 0.0534(14) Uani 1 1 d . . . . .
O3 O 0.30410(18) 0.92338(9) 0.0267(4) 0.0480(13) Uani 1 1 d . . . . .
C6 C 0.2560(3) 0.92914(15) 0.1891(7) 0.0511(19) Uani 1 1 d . . . . .
F7 F 0.2959(2) 0.94621(11) 0.2367(4) 0.0830(15) Uani 1 1 d . . . . .
F8 F 0.21716(19) 0.94746(9) 0.1446(3) 0.0626(12) Uani 1 1 d . . . . .
F9 F 0.22790(19) 0.91441(9) 0.2643(3) 0.0634(12) Uani 1 1 d . . . . .
C7 C 0.2856(3) 0.90909(15) 0.1071(7) 0.0438(19) Uani 1 1 d . . . . .
C8 C 0.2896(3) 0.87920(14) 0.1298(6) 0.0451(18) Uani 1 1 d . . . . .
H8A H 0.275520 0.871850 0.195494 0.054 Uiso 1 1 calc R U . . .
C9 C 0.3143(3) 0.85977(14) 0.0560(7) 0.051(2) Uani 1 1 d . . . . .
C10 C 0.3161(3) 0.8260(2) 0.0758(10) 0.075(3) Uani 1 1 d . . . . .
F10 F 0.2842(8) 0.8185(3) 0.1620(10) 0.086(3) Uani 0.5 1 d . . P A 1
F11 F 0.2985(9) 0.8108(3) -0.0059(15) 0.130(5) Uani 0.5 1 d . . P A 1
F12 F 0.3707(6) 0.8186(4) 0.115(2) 0.140(8) Uani 0.5 1 d . . P A 1
F10A F 0.3410(7) 0.8109(2) 0.0136(12) 0.086(3) Uani 0.5 1 d . . P A 2
F11A F 0.3507(11) 0.8230(3) 0.1576(16) 0.130(5) Uani 0.5 1 d . . P A 2
F12A F 0.2678(5) 0.8169(3) 0.1084(18) 0.140(8) Uani 0.5 1 d . . P A 2
O4 O 0.3344(2) 0.86574(9) -0.0356(5) 0.0569(14) Uani 1 1 d . . . . .
O1R O 0.5306(2) 0.84136(10) -0.4637(5) 0.0575(14) Uani 1 1 d . . . . .
N2R N 0.4838(2) 0.82547(12) -0.4499(5) 0.0531(16) Uani 1 1 d . . . . .
C3R C 0.4721(3) 0.79786(16) -0.5148(6) 0.058(2) Uani 1 1 d . . . . .
C4R C 0.4464(4) 0.80814(19) -0.6190(7) 0.075(3) Uani 1 1 d . . . . .
H4RA H 0.438034 0.790895 -0.663704 0.112 Uiso 1 1 calc R U . . .
H4RB H 0.409652 0.819066 -0.606031 0.112 Uiso 1 1 calc R U . . .
H4RC H 0.474743 0.821106 -0.654808 0.112 Uiso 1 1 calc R U . . .
C5R C 0.5306(3) 0.78135(16) -0.5322(7) 0.061(2) Uani 1 1 d . . . . .
H5RA H 0.523347 0.763449 -0.574143 0.092 Uiso 1 1 calc R U . . .
H5RB H 0.558276 0.794265 -0.569891 0.092 Uiso 1 1 calc R U . . .
H5RC H 0.547450 0.775787 -0.463725 0.092 Uiso 1 1 calc R U . . .
C6R C 0.4274(3) 0.78202(17) -0.4411(7) 0.062(2) Uani 1 1 d . . . . .
C7R C 0.3805(4) 0.76379(19) -0.4989(9) 0.086(3) Uani 1 1 d . . . . .
H7RA H 0.399281 0.746704 -0.532968 0.128 Uiso 1 1 calc R U . . .
H7RB H 0.350935 0.756844 -0.448106 0.128 Uiso 1 1 calc R U . . .
H7RC H 0.361369 0.776135 -0.552551 0.128 Uiso 1 1 calc R U . . .
C8R C 0.4560(3) 0.76366(16) -0.3532(6) 0.059(2) Uani 1 1 d . . . . .
H8RA H 0.474700 0.746062 -0.383779 0.088 Uiso 1 1 calc R U . . .
H8RB H 0.485845 0.775642 -0.316911 0.088 Uiso 1 1 calc R U . . .
H8RC H 0.425620 0.757516 -0.302465 0.088 Uiso 1 1 calc R U . . .
N9R N 0.3999(2) 0.80835(14) -0.3881(5) 0.0572(17) Uani 1 1 d . . . . .
O10R O 0.35206(19) 0.80681(12) -0.3382(5) 0.0690(16) Uani 1 1 d . . . . .
C11R C 0.4377(3) 0.83224(15) -0.3900(7) 0.052(2) Uani 1 1 d . . . . .
C12R C 0.4266(3) 0.85856(15) -0.3303(7) 0.055(2) Uani 1 1 d . . . . .
C13R C 0.4003(3) 0.86047(14) -0.2314(6) 0.0457(19) Uani 1 1 d . . . . .
H13A H 0.385980 0.844244 -0.191101 0.055 Uiso 1 1 calc R U . . .
N14R N 0.3985(2) 0.88963(12) -0.2018(5) 0.0531(17) Uani 1 1 d . . . . .
C15R C 0.4215(4) 0.90475(17) -0.2799(8) 0.075(3) Uani 1 1 d . . . . .
H15A H 0.424430 0.925757 -0.280483 0.090 Uiso 1 1 calc R U . . .
N16R N 0.4406(3) 0.88743(13) -0.3590(6) 0.072(2) Uani 1 1 d . . . . .
C17R C 0.4569(6) 0.8976(2) -0.4654(11) 0.130(6) Uani 1 1 d D . . . .
H17A H 0.490356 0.885533 -0.491825 0.156 Uiso 1 1 calc R U . . .
H17B H 0.470022 0.918480 -0.461912 0.156 Uiso 1 1 calc R U . . .
C18R C 0.4069(8) 0.8951(3) -0.5397(10) 0.180(10) Uani 1 1 d D . . . .
H18A H 0.397231 0.873810 -0.547381 0.216 Uiso 1 1 calc R U . . .
H18B H 0.420542 0.902187 -0.609575 0.216 Uiso 1 1 calc R U . . .
C19R C 0.3513(7) 0.9111(3) -0.5138(9) 0.159(7) Uani 1 1 d D . . . .
H19A H 0.322130 0.907485 -0.569546 0.239 Uiso 1 1 calc R U . . .
H19B H 0.335920 0.903841 -0.446229 0.239 Uiso 1 1 calc R U . . .
H19C H 0.359341 0.932351 -0.508713 0.239 Uiso 1 1 calc R U . . .
C1X C 0.7255(5) 0.7424(3) -0.7327(11) 0.054(4) Uani 0.5 1 d D . P . .
H1XA H 0.709012 0.725368 -0.767541 0.065 Uiso 0.5 1 d R U P . .
Cl1 Cl 0.6741(3) 0.75541(13) -0.6327(4) 0.0978(18) Uani 0.5 1 d D . P . .
Cl2 Cl 0.7333(2) 0.77063(9) -0.8226(4) 0.0794(13) Uani 0.5 1 d D . P . .
Cl3 Cl 0.7932(3) 0.73299(13) -0.6775(7) 0.142(3) Uani 0.5 1 d D . 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
Cu O3 1.951(5) . ?
Cu O2 1.961(5) . ?
Cu O4 1.965(4) . ?
Cu N14R 1.966(6) . ?
Cu O1 2.286(7) . ?
Cu O1R 2.415(6) 15_465 ?
O1 C2 1.223(10) . ?
C1 F3 1.273(10) . ?
C1 F2 1.293(13) . ?
C1 F1 1.352(10) . ?
C1 C2 1.556(14) . ?
C2 C3 1.428(11) . ?
C3 C4 1.399(13) . ?
C4 O2 1.261(10) . ?
C4 C5 1.508(10) . ?
C5 F4 1.313(10) . ?
C5 F5 1.336(8) . ?
C5 F6 1.355(10) . ?
O3 C7 1.277(8) . ?
C6 F8 1.332(8) . ?
C6 F9 1.323(8) . ?
C6 F7 1.332(8) . ?
C6 C7 1.531(11) . ?
C7 C8 1.382(9) . ?
C8 C9 1.399(10) . ?
C9 O4 1.273(9) . ?
C9 C10 1.543(11) . ?
C10 F10A 1.185(16) . ?
C10 F12A 1.240(15) . ?
C10 F11 1.304(19) . ?
C10 F11A 1.30(2) . ?
C10 F10 1.352(17) . ?
C10 F12 1.37(2) . ?
O1R N2R 1.291(7) . ?
N2R C11R 1.326(9) . ?
N2R C3R 1.515(10) . ?
C3R C4R 1.515(12) . ?
C3R C5R 1.536(10) . ?
C3R C6R 1.550(11) . ?
C6R N9R 1.500(10) . ?
C6R C8R 1.531(11) . ?
C6R C7R 1.529(11) . ?
N9R O10R 1.256(7) . ?
N9R C11R 1.376(9) . ?
C11R C12R 1.430(11) . ?
C12R C13R 1.388(11) . ?
C12R N16R 1.389(9) . ?
C13R N14R 1.368(8) . ?
N14R C15R 1.309(9) . ?
C15R N16R 1.342(10) . ?
N16R C17R 1.470(13) . ?
C17R C18R 1.476(17) . ?
C18R C19R 1.485(15) . ?
C1X C1X 1.31(3) 14_665 ?
C1X Cl3 1.379(16) 14_665 ?
C1X Cl2 1.583(15) 14_665 ?
C1X Cl2 1.718(12) . ?
C1X Cl3 1.736(12) . ?
C1X Cl1 1.817(14) . ?
Cl1 Cl3 1.070(7) 14_665 ?
Cl2 Cl3 1.939(10) 14_665 ?
Cl2 Cl2 2.009(9) 14_665 ?

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
O3 Cu O2 86.75(19) . . ?
O3 Cu O4 91.4(2) . . ?
O2 Cu O4 171.4(3) . . ?
O3 Cu N14R 171.1(2) . . ?
O2 Cu N14R 93.3(2) . . ?
O4 Cu N14R 89.8(2) . . ?
O3 Cu O1 90.1(2) . . ?
O2 Cu O1 85.7(2) . . ?
O4 Cu O1 85.9(2) . . ?
N14R Cu O1 98.8(2) . . ?
O3 Cu O1R 92.08(18) . 15_465 ?
O2 Cu O1R 94.7(2) . 15_465 ?
O4 Cu O1R 93.8(2) . 15_465 ?
N14R Cu O1R 79.0(2) . 15_465 ?
O1 Cu O1R 177.8(2) . 15_465 ?
C2 O1 Cu 119.4(5) . . ?
F3 C1 F2 109.3(10) . . ?
F3 C1 F1 106.1(8) . . ?
F2 C1 F1 104.9(11) . . ?
F3 C1 C2 113.2(9) . . ?
F2 C1 C2 113.4(8) . . ?
F1 C1 C2 109.5(9) . . ?
O1 C2 C3 128.2(9) . . ?
O1 C2 C1 116.4(8) . . ?
C3 C2 C1 115.3(9) . . ?
C4 C3 C2 121.5(8) . . ?
O2 C4 C3 130.1(7) . . ?
O2 C4 C5 113.0(8) . . ?
C3 C4 C5 116.9(9) . . ?
F4 C5 F5 107.3(8) . . ?
F4 C5 F6 106.5(6) . . ?
F5 C5 F6 105.4(7) . . ?
F4 C5 C4 111.6(7) . . ?
F5 C5 C4 111.0(6) . . ?
F6 C5 C4 114.5(8) . . ?
C4 O2 Cu 125.0(5) . . ?
C7 O3 Cu 123.1(4) . . ?
F8 C6 F9 107.4(6) . . ?
F8 C6 F7 106.3(6) . . ?
F9 C6 F7 107.0(6) . . ?
F8 C6 C7 111.6(7) . . ?
F9 C6 C7 113.6(6) . . ?
F7 C6 C7 110.5(6) . . ?
O3 C7 C8 129.6(7) . . ?
O3 C7 C6 112.7(6) . . ?
C8 C7 C6 117.7(7) . . ?
C7 C8 C9 119.9(7) . . ?
O4 C9 C8 128.2(6) . . ?
O4 C9 C10 110.3(7) . . ?
C8 C9 C10 121.3(7) . . ?
F10A C10 F12A 116.6(17) . . ?
F10A C10 F11A 100.5(12) . . ?
F12A C10 F11A 103.4(15) . . ?
F11 C10 F10 110.2(13) . . ?
F11 C10 F12 115.6(15) . . ?
F10 C10 F12 97.3(13) . . ?
F10A C10 C9 118.3(8) . . ?
F12A C10 C9 111.2(9) . . ?
F11 C10 C9 112.5(10) . . ?
F11A C10 C9 104.2(11) . . ?
F10 C10 C9 111.4(10) . . ?
F12 C10 C9 108.9(10) . . ?
C9 O4 Cu 122.9(5) . . ?
N2R O1R Cu 120.9(4) . 7_564 ?
O1R N2R C11R 126.5(6) . . ?
O1R N2R C3R 121.8(6) . . ?
C11R N2R C3R 111.2(6) . . ?
N2R C3R C4R 106.7(6) . . ?
N2R C3R C5R 109.0(6) . . ?
C4R C3R C5R 110.8(7) . . ?
N2R C3R C6R 99.6(6) . . ?
C4R C3R C6R 114.5(7) . . ?
C5R C3R C6R 115.2(6) . . ?
N9R C6R C8R 106.2(7) . . ?
N9R C6R C7R 110.6(6) . . ?
C8R C6R C7R 110.5(7) . . ?
N9R C6R C3R 100.1(6) . . ?
C8R C6R C3R 114.3(6) . . ?
C7R C6R C3R 114.4(8) . . ?
O10R N9R C11R 126.0(7) . . ?
O10R N9R C6R 122.6(6) . . ?
C11R N9R C6R 110.8(6) . . ?
N2R C11R N9R 108.6(6) . . ?
N2R C11R C12R 129.2(6) . . ?
N9R C11R C12R 122.2(6) . . ?
C13R C12R N16R 106.0(6) . . ?
C13R C12R C11R 127.1(6) . . ?
N16R C12R C11R 126.9(7) . . ?
N14R C13R C12R 108.6(6) . . ?
C15R N14R C13R 106.4(6) . . ?
C15R N14R Cu 126.3(5) . . ?
C13R N14R Cu 126.3(4) . . ?
N14R C15R N16R 112.8(7) . . ?
C15R N16R C12R 106.1(6) . . ?
C15R N16R C17R 125.7(7) . . ?
C12R N16R C17R 126.1(8) . . ?
N16R C17R C18R 111.6(10) . . ?
C17R C18R C19R 118.2(12) . . ?
C1X C1X Cl3 80.5(11) 14_665 14_665 ?
C1X C1X Cl2 72.2(7) 14_665 14_665 ?
Cl3 C1X Cl2 147.4(10) 14_665 14_665 ?
C1X C1X Cl2 61.4(8) 14_665 . ?
Cl3 C1X Cl2 76.6(7) 14_665 . ?
Cl2 C1X Cl2 74.8(6) 14_665 . ?
C1X C1X Cl3 51.6(8) 14_665 . ?
Cl3 C1X Cl3 105.2(10) 14_665 . ?
Cl2 C1X Cl3 71.3(6) 14_665 . ?
Cl2 C1X Cl3 110.9(7) . . ?
C1X C1X Cl1 111.9(10) 14_665 . ?
Cl3 C1X Cl1 35.9(4) 14_665 . ?
Cl2 C1X Cl1 175.8(10) 14_665 . ?
Cl2 C1X Cl1 106.7(7) . . ?
Cl3 C1X Cl1 111.3(8) . . ?
Cl3 Cl1 C1X 49.1(6) 14_665 . ?
C1X Cl2 C1X 46.4(9) 14_665 . ?
C1X Cl2 Cl3 58.0(5) 14_665 14_665 ?
C1X Cl2 Cl3 43.8(5) . 14_665 ?
C1X Cl2 Cl2 55.6(5) 14_665 14_665 ?
C1X Cl2 Cl2 49.5(5) . 14_665 ?
Cl3 Cl2 Cl2 92.2(2) 14_665 14_665 ?
Cl1 Cl3 C1X 95.0(7) 14_665 14_665 ?
Cl1 Cl3 C1X 134.9(8) 14_665 . ?
C1X Cl3 C1X 47.9(9) 14_665 . ?
Cl1 Cl3 Cl2 139.3(8) 14_665 14_665 ?
C1X Cl3 Cl2 59.5(6) 14_665 14_665 ?
C1X Cl3 Cl2 50.7(5) . 14_665 ?

_refine_diff_density_max         0.394
_refine_diff_density_min         -0.659
_refine_diff_density_rms         0.071




# start Validation Reply Form
_vrf_PLAT234_100s                
;
PROBLEM: Large Hirshfeld Difference C17R --C18R . 0.28 Ang.
RESPONSE: Disordered Pp group
;
# end Validation Reply Form
