# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_boc24cphth
_database_code_depnum_ccdc_archive 'CCDC 2203686'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H16 N2 O4'
_chemical_formula_sum            'C20 H16 N2 O4'
_chemical_formula_weight         348.35

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'

_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                   6.7363(3)
_cell_length_b                   4.7849(2)
_cell_length_c                   26.7575(12)
_cell_angle_alpha                90
_cell_angle_beta                 110.770(2)
_cell_angle_gamma                90
_cell_volume                     806.41(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    6690
_cell_measurement_theta_min      3.5332
_cell_measurement_theta_max      72.2004

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_F_000             364
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.750
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.038
_exptl_absorpt_coefficient_mu    0.836
_shelx_estimated_absorpt_T_min   0.573
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_absorpt_correction_T_min  0.65
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            2916
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.533
_diffrn_reflns_theta_max         72.335
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2916
_reflns_number_gt                2740
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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 Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0294P)²+0.9218P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2916
_refine_ls_number_parameters     119
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0669
_refine_ls_R_factor_gt           0.0644
_refine_ls_wR_factor_ref         0.1686
_refine_ls_wR_factor_gt          0.1674
_refine_ls_goodness_of_fit_ref   1.232
_refine_ls_restrained_S_all      1.232
_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
N1 N 0.5900(4) 0.2009(6) 0.40764(10) 0.0305(6) Uani 1 1 d . . . . .
C2 C 0.4184(5) 0.3288(8) 0.41693(13) 0.0333(7) Uani 1 1 d . . . . .
O2 O 0.3622(4) 0.2760(6) 0.45397(9) 0.0422(7) Uani 1 1 d . . . . .
C3 C 0.3264(5) 0.5305(7) 0.37224(12) 0.0302(7) Uani 1 1 d . . . . .
C4 C 0.1582(5) 0.7120(8) 0.36189(13) 0.0347(8) Uani 1 1 d . . . . .
H41 H 0.0790 0.7238 0.3850 0.042 Uiso 1 1 calc R U . . .
C5 C 0.1082(5) 0.8781(8) 0.31619(14) 0.0360(8) Uani 1 1 d . . . . .
H51 H -0.0062 1.0070 0.3081 0.043 Uiso 1 1 calc R U . . .
C6 C 0.2235(5) 0.8577(7) 0.28233(13) 0.0334(8) Uani 1 1 d . . . . .
H61 H 0.1853 0.9710 0.2512 0.040 Uiso 1 1 calc R U . . .
C7 C 0.3942(5) 0.6737(7) 0.29327(13) 0.0327(7) Uani 1 1 d . . . . .
H71 H 0.4736 0.6603 0.2703 0.039 Uiso 1 1 calc R U . . .
C8 C 0.4432(5) 0.5123(7) 0.33857(13) 0.0302(7) Uani 1 1 d . . . . .
C9 C 0.6134(5) 0.3009(7) 0.36131(13) 0.0306(7) Uani 1 1 d . . . . .
O9 O 0.7494(4) 0.2252(5) 0.34424(9) 0.0383(6) Uani 1 1 d . . . . .
C10 C 0.7267(5) -0.0109(7) 0.44221(13) 0.0324(7) Uani 1 1 d . . . . .
H101 H 0.7695 -0.1465 0.4200 0.039 Uiso 1 1 calc R U . . .
H102 H 0.6457 -0.1137 0.4608 0.039 Uiso 1 1 calc R U . . .
C11 C 0.9254(5) 0.1144(7) 0.48369(13) 0.0324(7) Uani 1 1 d . . . . .
H111 H 0.8837 0.2375 0.5080 0.039 Uiso 1 1 calc R U . . .
H112 H 1.0010 0.2299 0.4654 0.039 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
N1 C9 1.389(4) . ?
N1 C2 1.406(4) . ?
N1 C10 1.458(4) . ?
C2 O2 1.206(4) . ?
C2 C3 1.490(5) . ?
C3 C4 1.376(5) . ?
C3 C8 1.393(4) . ?
C4 C5 1.396(5) . ?
C4 H41 0.9500 . ?
C5 C6 1.390(5) . ?
C5 H51 0.9500 . ?
C6 C7 1.394(5) . ?
C6 H61 0.9500 . ?
C7 C8 1.375(5) . ?
C7 H71 0.9500 . ?
C8 C9 1.488(4) . ?
C9 O9 1.214(4) . ?
C10 C11 1.526(4) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
C11 C11 1.533(6) 3_756 ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?

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
C9 N1 C2 111.6(3) . . ?
C9 N1 C10 124.0(3) . . ?
C2 N1 C10 124.4(3) . . ?
O2 C2 N1 124.8(3) . . ?
O2 C2 C3 129.3(3) . . ?
N1 C2 C3 105.9(3) . . ?
C4 C3 C8 121.5(3) . . ?
C4 C3 C2 130.5(3) . . ?
C8 C3 C2 108.0(3) . . ?
C3 C4 C5 117.5(3) . . ?
C3 C4 H41 121.3 . . ?
C5 C4 H41 121.3 . . ?
C6 C5 C4 120.9(3) . . ?
C6 C5 H51 119.5 . . ?
C4 C5 H51 119.5 . . ?
C5 C6 C7 121.1(3) . . ?
C5 C6 H61 119.4 . . ?
C7 C6 H61 119.4 . . ?
C8 C7 C6 117.5(3) . . ?
C8 C7 H71 121.2 . . ?
C6 C7 H71 121.2 . . ?
C7 C8 C3 121.4(3) . . ?
C7 C8 C9 130.7(3) . . ?
C3 C8 C9 107.9(3) . . ?
O9 C9 N1 124.9(3) . . ?
O9 C9 C8 128.6(3) . . ?
N1 C9 C8 106.5(3) . . ?
N1 C10 C11 112.5(3) . . ?
N1 C10 H101 109.1 . . ?
C11 C10 H101 109.1 . . ?
N1 C10 H102 109.1 . . ?
C11 C10 H102 109.1 . . ?
H101 C10 H102 107.8 . . ?
C10 C11 C11 111.2(3) . 3_756 ?
C10 C11 H111 109.4 . . ?
C11 C11 H111 109.4 3_756 . ?
C10 C11 H112 109.4 . . ?
C11 C11 H112 109.4 3_756 . ?
H111 C11 H112 108.0 . . ?

_refine_diff_density_max         0.224
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_bn2cprft
_database_code_depnum_ccdc_archive 'CCDC 2203689'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C46 H54 N6 O4'
_chemical_formula_sum            'C46 H54 N6 O4'
_chemical_formula_weight         754.95

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.7722(6)
_cell_length_b                   10.0836(6)
_cell_length_c                   10.9788(7)
_cell_angle_alpha                74.714(3)
_cell_angle_beta                 82.564(3)
_cell_angle_gamma                88.502(3)
_cell_volume                     1034.75(11)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4561
_cell_measurement_theta_min      2.4520
_cell_measurement_theta_max      25.7562

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.212
_exptl_crystal_F_000             404
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.607
_exptl_crystal_size_mid          0.307
_exptl_crystal_size_min          0.082
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   0.954
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.91
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            13172
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.939
_diffrn_reflns_theta_max         25.994
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4050
_reflns_number_gt                3032
_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 Instrument Service v2012.12.0.0'
_computing_cell_refinement       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0442P)²+0.2185P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4050
_refine_ls_number_parameters     253
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0618
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.0987
_refine_ls_wR_factor_gt          0.0894
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_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
N1 N 0.68591(11) 0.34795(11) 0.96061(10) 0.0249(3) Uani 1 1 d . . . . .
C2 C 0.78318(14) 0.46092(14) 0.94429(14) 0.0295(3) Uani 1 1 d . . . . .
H21 H 0.8752 0.4215 0.9594 0.035 Uiso 1 1 calc R U . . .
H22 H 0.7541 0.5100 1.0104 0.035 Uiso 1 1 calc R U . . .
C3 C 0.79715(14) 0.56511(15) 0.81487(14) 0.0306(3) Uani 1 1 d . . . . .
H31 H 0.8452 0.6477 0.8215 0.037 Uiso 1 1 calc R U . . .
H32 H 0.8565 0.5254 0.7535 0.037 Uiso 1 1 calc R U . . .
N4 N 0.66764(12) 0.60822(11) 0.76340(11) 0.0277(3) Uani 1 1 d . . . . .
C5 C 0.57336(14) 0.67035(14) 0.84717(13) 0.0285(3) Uani 1 1 d . . . . .
H51 H 0.6052 0.7651 0.8388 0.034 Uiso 1 1 calc R U . . .
H52 H 0.5759 0.6171 0.9366 0.034 Uiso 1 1 calc R U . . .
C6 C 0.42605(15) 0.67476(15) 0.81684(13) 0.0314(3) Uani 1 1 d . . . . .
H61 H 0.3950 0.5804 0.8227 0.038 Uiso 1 1 calc R U . . .
H62 H 0.4229 0.7306 0.7284 0.038 Uiso 1 1 calc R U . . .
C7 C 0.32827(15) 0.73533(15) 0.90683(14) 0.0313(3) Uani 1 1 d . . . . .
H71 H 0.3619 0.8282 0.9033 0.038 Uiso 1 1 calc R U . . .
H72 H 0.2362 0.7457 0.8772 0.038 Uiso 1 1 calc R U . . .
C8 C 0.72899(14) 0.26389(15) 0.87235(15) 0.0313(3) Uani 1 1 d . . . . .
H81 H 0.8094 0.2082 0.9011 0.038 Uiso 1 1 calc R U . . .
H82 H 0.7590 0.3254 0.7870 0.038 Uiso 1 1 calc R U . . .
C9 C 0.61578(15) 0.16828(15) 0.86159(15) 0.0336(4) Uani 1 1 d . . . . .
H91 H 0.6503 0.1171 0.7984 0.040 Uiso 1 1 calc R U . . .
H92 H 0.5916 0.1006 0.9448 0.040 Uiso 1 1 calc R U . . .
C10 C 0.48785(15) 0.24752(15) 0.82152(15) 0.0340(4) Uani 1 1 d . . . . .
H101 H 0.4453 0.2861 0.8914 0.041 Uiso 1 1 calc R U . . .
H102 H 0.5153 0.3254 0.7464 0.041 Uiso 1 1 calc R U . . .
N11 N 0.38565(12) 0.16304(12) 0.79010(11) 0.0293(3) Uani 1 1 d . . . . .
C12 C 0.40431(15) 0.11304(14) 0.68227(13) 0.0289(3) Uani 1 1 d . . . . .
O12 O 0.50705(11) 0.13051(11) 0.60555(10) 0.0406(3) Uani 1 1 d . . . . .
C13 C 0.27430(15) 0.03896(13) 0.68339(13) 0.0283(3) Uani 1 1 d . . . . .
C14 C 0.23893(17) -0.03320(15) 0.60098(15) 0.0368(4) Uani 1 1 d . . . . .
H141 H 0.3021 -0.0445 0.5311 0.044 Uiso 1 1 calc R U . . .
C15 C 0.10613(19) -0.08840(16) 0.62554(18) 0.0466(5) Uani 1 1 d . . . . .
H151 H 0.0779 -0.1391 0.5713 0.056 Uiso 1 1 calc R U . . .
C16 C 0.01419(18) -0.07114(16) 0.72703(18) 0.0472(5) Uani 1 1 d . . . . .
H161 H -0.0765 -0.1083 0.7397 0.057 Uiso 1 1 calc R U . . .
C17 C 0.05161(16) -0.00077(15) 0.81066(16) 0.0380(4) Uani 1 1 d . . . . .
H171 H -0.0108 0.0096 0.8814 0.046 Uiso 1 1 calc R U . . .
C18 C 0.18351(14) 0.05346(14) 0.78658(14) 0.0286(3) Uani 1 1 d . . . . .
C19 C 0.25425(14) 0.13286(14) 0.85737(14) 0.0300(3) Uani 1 1 d . . . . .
O19 O 0.21155(11) 0.16498(12) 0.95376(10) 0.0441(3) Uani 1 1 d . . . . .
C20 C 0.69774(16) 0.70113(15) 0.63582(13) 0.0339(4) Uani 1 1 d . . . . .
H201 H 0.7670 0.7703 0.6376 0.041 Uiso 1 1 calc R U . . .
H202 H 0.6125 0.7506 0.6113 0.041 Uiso 1 1 calc R U . . .
C21 C 0.75171(14) 0.62693(14) 0.53663(13) 0.0288(3) Uani 1 1 d . . . . .
C22 C 0.86920(15) 0.67007(15) 0.45219(14) 0.0324(3) Uani 1 1 d . . . . .
H221 H 0.9215 0.7452 0.4592 0.039 Uiso 1 1 calc R U . . .
C23 C 0.91181(16) 0.60511(16) 0.35721(15) 0.0395(4) Uani 1 1 d . . . . .
H231 H 0.9916 0.6376 0.2985 0.047 Uiso 1 1 calc R U . . .
C24 C 0.83938(17) 0.49404(18) 0.34754(16) 0.0426(4) Uani 1 1 d . . . . .
H241 H 0.8689 0.4494 0.2826 0.051 Uiso 1 1 calc R U . . .
C25 C 0.72367(18) 0.44816(19) 0.43280(16) 0.0480(4) Uani 1 1 d . . . . .
H251 H 0.6739 0.3704 0.4280 0.058 Uiso 1 1 calc R U . . .
C26 C 0.68007(16) 0.51516(18) 0.52514(15) 0.0419(4) Uani 1 1 d . . . . .
H261 H 0.5989 0.4839 0.5823 0.050 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
N1 C2 1.4623(17) . ?
N1 C8 1.4640(17) . ?
N1 C7 1.4670(18) 2_667 ?
C2 C3 1.520(2) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4618(18) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4634(17) . ?
N4 C20 1.4635(18) . ?
C5 C6 1.516(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.518(2) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.4670(18) 2_667 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.5221(19) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C10 1.516(2) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
C10 N11 1.4597(17) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
N11 C12 1.3939(18) . ?
N11 C19 1.3941(18) . ?
C12 O12 1.2086(17) . ?
C12 C13 1.488(2) . ?
C13 C14 1.382(2) . ?
C13 C18 1.383(2) . ?
C14 C15 1.391(2) . ?
C14 H141 0.9500 . ?
C15 C16 1.383(3) . ?
C15 H151 0.9500 . ?
C16 C17 1.387(2) . ?
C16 H161 0.9500 . ?
C17 C18 1.379(2) . ?
C17 H171 0.9500 . ?
C18 C19 1.490(2) . ?
C19 O19 1.2076(17) . ?
C20 C21 1.5114(19) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
C21 C22 1.380(2) . ?
C21 C26 1.384(2) . ?
C22 C23 1.387(2) . ?
C22 H221 0.9500 . ?
C23 C24 1.375(2) . ?
C23 H231 0.9500 . ?
C24 C25 1.376(2) . ?
C24 H241 0.9500 . ?
C25 C26 1.378(2) . ?
C25 H251 0.9500 . ?
C26 H261 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C8 111.38(11) . . ?
C2 N1 C7 109.47(11) . 2_667 ?
C8 N1 C7 111.20(11) . 2_667 ?
N1 C2 C3 115.50(11) . . ?
N1 C2 H21 108.4 . . ?
C3 C2 H21 108.4 . . ?
N1 C2 H22 108.4 . . ?
C3 C2 H22 108.4 . . ?
H21 C2 H22 107.5 . . ?
N4 C3 C2 115.51(11) . . ?
N4 C3 H31 108.4 . . ?
C2 C3 H31 108.4 . . ?
N4 C3 H32 108.4 . . ?
C2 C3 H32 108.4 . . ?
H31 C3 H32 107.5 . . ?
C3 N4 C5 112.43(11) . . ?
C3 N4 C20 109.29(11) . . ?
C5 N4 C20 111.71(11) . . ?
N4 C5 C6 112.46(11) . . ?
N4 C5 H51 109.1 . . ?
C6 C5 H51 109.1 . . ?
N4 C5 H52 109.1 . . ?
C6 C5 H52 109.1 . . ?
H51 C5 H52 107.8 . . ?
C5 C6 C7 112.07(12) . . ?
C5 C6 H61 109.2 . . ?
C7 C6 H61 109.2 . . ?
C5 C6 H62 109.2 . . ?
C7 C6 H62 109.2 . . ?
H61 C6 H62 107.9 . . ?
N1 C7 C6 113.66(11) 2_667 . ?
N1 C7 H71 108.8 2_667 . ?
C6 C7 H71 108.8 . . ?
N1 C7 H72 108.8 2_667 . ?
C6 C7 H72 108.8 . . ?
H71 C7 H72 107.7 . . ?
N1 C8 C9 113.39(11) . . ?
N1 C8 H81 108.9 . . ?
C9 C8 H81 108.9 . . ?
N1 C8 H82 108.9 . . ?
C9 C8 H82 108.9 . . ?
H81 C8 H82 107.7 . . ?
C10 C9 C8 111.40(12) . . ?
C10 C9 H91 109.3 . . ?
C8 C9 H91 109.3 . . ?
C10 C9 H92 109.3 . . ?
C8 C9 H92 109.3 . . ?
H91 C9 H92 108.0 . . ?
N11 C10 C9 113.02(11) . . ?
N11 C10 H101 109.0 . . ?
C9 C10 H101 109.0 . . ?
N11 C10 H102 109.0 . . ?
C9 C10 H102 109.0 . . ?
H101 C10 H102 107.8 . . ?
C12 N11 C19 112.02(11) . . ?
C12 N11 C10 123.45(12) . . ?
C19 N11 C10 124.31(12) . . ?
O12 C12 N11 124.84(13) . . ?
O12 C12 C13 129.20(13) . . ?
N11 C12 C13 105.95(12) . . ?
C14 C13 C18 121.85(14) . . ?
C14 C13 C12 130.20(14) . . ?
C18 C13 C12 107.95(12) . . ?
C13 C14 C15 116.59(16) . . ?
C13 C14 H141 121.7 . . ?
C15 C14 H141 121.7 . . ?
C16 C15 C14 121.56(15) . . ?
C16 C15 H151 119.2 . . ?
C14 C15 H151 119.2 . . ?
C15 C16 C17 121.38(15) . . ?
C15 C16 H161 119.3 . . ?
C17 C16 H161 119.3 . . ?
C18 C17 C16 117.02(16) . . ?
C18 C17 H171 121.5 . . ?
C16 C17 H171 121.5 . . ?
C17 C18 C13 121.56(14) . . ?
C17 C18 C19 130.06(14) . . ?
C13 C18 C19 108.38(12) . . ?
O19 C19 N11 125.33(13) . . ?
O19 C19 C18 129.04(14) . . ?
N11 C19 C18 105.62(12) . . ?
N4 C20 C21 112.79(11) . . ?
N4 C20 H201 109.0 . . ?
C21 C20 H201 109.0 . . ?
N4 C20 H202 109.0 . . ?
C21 C20 H202 109.0 . . ?
H201 C20 H202 107.8 . . ?
C22 C21 C26 117.86(13) . . ?
C22 C21 C20 122.02(13) . . ?
C26 C21 C20 120.07(13) . . ?
C21 C22 C23 120.82(14) . . ?
C21 C22 H221 119.6 . . ?
C23 C22 H221 119.6 . . ?
C24 C23 C22 120.42(14) . . ?
C24 C23 H231 119.8 . . ?
C22 C23 H231 119.8 . . ?
C23 C24 C25 119.34(15) . . ?
C23 C24 H241 120.3 . . ?
C25 C24 H241 120.3 . . ?
C24 C25 C26 119.93(15) . . ?
C24 C25 H251 120.0 . . ?
C26 C25 H251 120.0 . . ?
C25 C26 C21 121.60(15) . . ?
C25 C26 H261 119.2 . . ?
C21 C26 H261 119.2 . . ?

_refine_diff_density_max         0.154
_refine_diff_density_min         -0.217
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_bn2pha2cam
_database_code_depnum_ccdc_archive 'CCDC 2203687'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H50 N6 O4'
_chemical_formula_weight         726.90

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.4701(3)
_cell_length_b                   9.6207(6)
_cell_length_c                   18.0804(9)
_cell_angle_alpha                93.480(2)
_cell_angle_beta                 92.124(2)
_cell_angle_gamma                98.621(2)
_cell_volume                     937.99(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    14569
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      27.5

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             388
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.587
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.093
_exptl_absorpt_coefficient_mu    0.084
_shelx_estimated_absorpt_T_min   0.953
_shelx_estimated_absorpt_T_max   0.992
_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      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            14569
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.130
_diffrn_reflns_theta_max         27.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4294
_reflns_number_gt                3327
_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 Instrument Service v2012.12.0.0'
_computing_cell_refinement       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0457P)²+0.2344P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4294
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0409
_refine_ls_wR_factor_ref         0.1016
_refine_ls_wR_factor_gt          0.0924
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_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
N1 N 0.04932(19) -0.05841(10) 0.36664(5) 0.0189(2) Uani 1 1 d . . . . .
C2 C 0.3074(2) -0.01089(13) 0.39141(7) 0.0206(3) Uani 1 1 d . . . . .
H20 H 0.4148 -0.0571 0.3580 0.025 Uiso 1 1 calc R U . . .
H22 H 0.3338 -0.0427 0.4417 0.025 Uiso 1 1 calc R U . . .
C3 C 0.3891(2) 0.14814(13) 0.39353(7) 0.0216(3) Uani 1 1 d . . . . .
H31 H 0.5587 0.1701 0.4165 0.026 Uiso 1 1 calc R U . . .
H32 H 0.3963 0.1770 0.3419 0.026 Uiso 1 1 calc R U . . .
N4 N 0.22908(19) 0.23244(10) 0.43422(5) 0.0202(2) Uani 1 1 d . . . . .
C5 C 0.2336(2) 0.20576(13) 0.51328(6) 0.0210(3) Uani 1 1 d . . . . .
H51 H 0.3981 0.2464 0.5360 0.025 Uiso 1 1 calc R U . . .
H52 H 0.2119 0.1027 0.5180 0.025 Uiso 1 1 calc R U . . .
C6 C 0.0358(2) 0.26645(13) 0.55623(7) 0.0223(3) Uani 1 1 d . . . . .
H61 H -0.1259 0.2409 0.5286 0.027 Uiso 1 1 calc R U . . .
H62 H 0.0761 0.3705 0.5606 0.027 Uiso 1 1 calc R U . . .
C7 C 0.0156(2) 0.21177(13) 0.63383(7) 0.0231(3) Uani 1 1 d . . . . .
H71 H 0.1759 0.2409 0.6619 0.028 Uiso 1 1 calc R U . . .
H72 H -0.1114 0.2561 0.6602 0.028 Uiso 1 1 calc R U . . .
C8 C -0.0191(2) -0.00459(13) 0.29634(6) 0.0212(3) Uani 1 1 d . . . . .
H81 H 0.0187 0.0995 0.3013 0.025 Uiso 1 1 calc R U . . .
H82 H -0.2004 -0.0300 0.2873 0.025 Uiso 1 1 calc R U . . .
C9 C 0.1081(3) -0.05727(14) 0.22798(7) 0.0257(3) Uani 1 1 d . . . . .
H91 H 0.2866 -0.0546 0.2404 0.031 Uiso 1 1 calc R U . . .
H92 H 0.0355 -0.1561 0.2134 0.031 Uiso 1 1 calc R U . . .
N10 N 0.0775(2) 0.03010(12) 0.16626(5) 0.0252(3) Uani 1 1 d . . . . .
C11 C -0.1306(3) 0.01314(14) 0.11778(7) 0.0255(3) Uani 1 1 d . . . . .
O11 O -0.30881(18) -0.07731(11) 0.11992(5) 0.0341(2) Uani 1 1 d . . . . .
C12 C -0.0798(3) 0.12574(14) 0.06450(7) 0.0257(3) Uani 1 1 d . . . . .
C13 C -0.2203(3) 0.15659(16) 0.00415(7) 0.0324(3) Uani 1 1 d . . . . .
H131 H -0.3798 0.1047 -0.0085 0.039 Uiso 1 1 calc R U . . .
C14 C -0.1197(3) 0.26612(16) -0.03727(8) 0.0364(4) Uani 1 1 d . . . . .
H141 H -0.2117 0.2893 -0.0791 0.044 Uiso 1 1 calc R U . . .
C15 C 0.1120(3) 0.34216(16) -0.01878(8) 0.0375(4) Uani 1 1 d . . . . .
H151 H 0.1768 0.4161 -0.0483 0.045 Uiso 1 1 calc R U . . .
C16 C 0.2516(3) 0.31189(15) 0.04249(8) 0.0334(3) Uani 1 1 d . . . . .
H161 H 0.4102 0.3643 0.0557 0.040 Uiso 1 1 calc R U . . .
C17 C 0.1504(3) 0.20250(14) 0.08340(7) 0.0264(3) Uani 1 1 d . . . . .
C18 C 0.2534(3) 0.14366(14) 0.15029(7) 0.0270(3) Uani 1 1 d . . . . .
O18 O 0.44728(19) 0.18195(11) 0.18500(6) 0.0381(3) Uani 1 1 d . . . . .
C19 C 0.3083(3) 0.38242(13) 0.42391(7) 0.0252(3) Uani 1 1 d . . . . .
H191 H 0.4894 0.4052 0.4343 0.030 Uiso 1 1 calc R U . . .
H192 H 0.2273 0.4394 0.4603 0.030 Uiso 1 1 calc R U . . .
C20 C 0.2475(2) 0.42333(12) 0.34670(6) 0.0206(3) Uani 1 1 d . . . . .
C21 C 0.4198(3) 0.51010(14) 0.30953(7) 0.0263(3) Uani 1 1 d . . . . .
H211 H 0.5797 0.5412 0.3322 0.032 Uiso 1 1 calc R U . . .
C22 C 0.3633(3) 0.55249(15) 0.23974(8) 0.0327(3) Uani 1 1 d . . . . .
H221 H 0.4824 0.6136 0.2154 0.039 Uiso 1 1 calc R U . . .
C23 C 0.1334(3) 0.50543(15) 0.20599(7) 0.0331(3) Uani 1 1 d . . . . .
H231 H 0.0945 0.5331 0.1579 0.040 Uiso 1 1 calc R U . . .
C24 C -0.0412(3) 0.41785(14) 0.24198(7) 0.0293(3) Uani 1 1 d . . . . .
H241 H -0.1991 0.3846 0.2185 0.035 Uiso 1 1 calc R U . . .
C25 C 0.0150(2) 0.37883(13) 0.31234(7) 0.0243(3) Uani 1 1 d . . . . .
H251 H -0.1069 0.3209 0.3374 0.029 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
N1 C8 1.4583(15) . ?
N1 C2 1.4617(16) . ?
N1 C7 1.4643(16) 2_556 ?
C2 C3 1.5260(17) . ?
C2 H20 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4673(15) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4676(15) . ?
N4 C19 1.4682(15) . ?
C5 C6 1.5203(17) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.5300(17) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.4643(16) 2_556 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.5370(17) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 N10 1.4568(15) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C11 1.3942(17) . ?
N10 C18 1.3950(18) . ?
C11 O11 1.2091(16) . ?
C11 C12 1.4949(18) . ?
C12 C17 1.3805(19) . ?
C12 C13 1.3841(18) . ?
C13 C14 1.388(2) . ?
C13 H131 0.9500 . ?
C14 C15 1.383(2) . ?
C14 H141 0.9500 . ?
C15 C16 1.392(2) . ?
C15 H151 0.9500 . ?
C16 C17 1.3828(19) . ?
C16 H161 0.9500 . ?
C17 C18 1.4929(18) . ?
C18 O18 1.2082(16) . ?
C19 C20 1.5119(16) . ?
C19 H191 0.9900 . ?
C19 H192 0.9900 . ?
C20 C21 1.3845(18) . ?
C20 C25 1.3901(18) . ?
C21 C22 1.3876(19) . ?
C21 H211 0.9500 . ?
C22 C23 1.378(2) . ?
C22 H221 0.9500 . ?
C23 C24 1.384(2) . ?
C23 H231 0.9500 . ?
C24 C25 1.3847(18) . ?
C24 H241 0.9500 . ?
C25 H251 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N1 C2 113.53(9) . . ?
C8 N1 C7 112.17(9) . 2_556 ?
C2 N1 C7 111.85(10) . 2_556 ?
N1 C2 C3 114.96(10) . . ?
N1 C2 H20 108.5 . . ?
C3 C2 H20 108.5 . . ?
N1 C2 H22 108.5 . . ?
C3 C2 H22 108.5 . . ?
H20 C2 H22 107.5 . . ?
N4 C3 C2 114.91(10) . . ?
N4 C3 H31 108.5 . . ?
C2 C3 H31 108.5 . . ?
N4 C3 H32 108.5 . . ?
C2 C3 H32 108.5 . . ?
H31 C3 H32 107.5 . . ?
C3 N4 C5 111.01(9) . . ?
C3 N4 C19 109.44(10) . . ?
C5 N4 C19 110.82(9) . . ?
N4 C5 C6 114.01(10) . . ?
N4 C5 H51 108.7 . . ?
C6 C5 H51 108.7 . . ?
N4 C5 H52 108.7 . . ?
C6 C5 H52 108.7 . . ?
H51 C5 H52 107.6 . . ?
C5 C6 C7 111.71(10) . . ?
C5 C6 H61 109.3 . . ?
C7 C6 H61 109.3 . . ?
C5 C6 H62 109.3 . . ?
C7 C6 H62 109.3 . . ?
H61 C6 H62 107.9 . . ?
N1 C7 C6 113.54(10) 2_556 . ?
N1 C7 H71 108.9 2_556 . ?
C6 C7 H71 108.9 . . ?
N1 C7 H72 108.9 2_556 . ?
C6 C7 H72 108.9 . . ?
H71 C7 H72 107.7 . . ?
N1 C8 C9 115.95(10) . . ?
N1 C8 H81 108.3 . . ?
C9 C8 H81 108.3 . . ?
N1 C8 H82 108.3 . . ?
C9 C8 H82 108.3 . . ?
H81 C8 H82 107.4 . . ?
N10 C9 C8 110.56(10) . . ?
N10 C9 H91 109.5 . . ?
C8 C9 H91 109.5 . . ?
N10 C9 H92 109.5 . . ?
C8 C9 H92 109.5 . . ?
H91 C9 H92 108.1 . . ?
C11 N10 C18 112.23(11) . . ?
C11 N10 C9 124.56(11) . . ?
C18 N10 C9 123.19(11) . . ?
O11 C11 N10 125.11(12) . . ?
O11 C11 C12 129.30(12) . . ?
N10 C11 C12 105.57(11) . . ?
C17 C12 C13 121.18(13) . . ?
C17 C12 C11 108.28(11) . . ?
C13 C12 C11 130.52(13) . . ?
C12 C13 C14 117.52(14) . . ?
C12 C13 H131 121.2 . . ?
C14 C13 H131 121.2 . . ?
C15 C14 C13 121.31(14) . . ?
C15 C14 H141 119.3 . . ?
C13 C14 H141 119.3 . . ?
C14 C15 C16 121.00(14) . . ?
C14 C15 H151 119.5 . . ?
C16 C15 H151 119.5 . . ?
C17 C16 C15 117.36(14) . . ?
C17 C16 H161 121.3 . . ?
C15 C16 H161 121.3 . . ?
C12 C17 C16 121.62(13) . . ?
C12 C17 C18 108.18(12) . . ?
C16 C17 C18 130.19(13) . . ?
O18 C18 N10 125.08(13) . . ?
O18 C18 C17 129.23(13) . . ?
N10 C18 C17 105.70(11) . . ?
N4 C19 C20 113.27(10) . . ?
N4 C19 H191 108.9 . . ?
C20 C19 H191 108.9 . . ?
N4 C19 H192 108.9 . . ?
C20 C19 H192 108.9 . . ?
H191 C19 H192 107.7 . . ?
C21 C20 C25 118.39(12) . . ?
C21 C20 C19 120.62(12) . . ?
C25 C20 C19 120.95(11) . . ?
C20 C21 C22 121.19(13) . . ?
C20 C21 H211 119.4 . . ?
C22 C21 H211 119.4 . . ?
C23 C22 C21 119.63(13) . . ?
C23 C22 H221 120.2 . . ?
C21 C22 H221 120.2 . . ?
C22 C23 C24 120.12(13) . . ?
C22 C23 H231 119.9 . . ?
C24 C23 H231 119.9 . . ?
C23 C24 C25 119.81(13) . . ?
C23 C24 H241 120.1 . . ?
C25 C24 H241 120.1 . . ?
C24 C25 C20 120.84(12) . . ?
C24 C25 H251 119.6 . . ?
C20 C25 H251 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N1 C2 C3 51.93(13) . . . . ?
C7 N1 C2 C3 -179.90(10) 2_556 . . . ?
N1 C2 C3 N4 51.66(14) . . . . ?
C2 C3 N4 C5 64.72(13) . . . . ?
C2 C3 N4 C19 -172.63(10) . . . . ?
C3 N4 C5 C6 -168.62(10) . . . . ?
C19 N4 C5 C6 69.54(14) . . . . ?
N4 C5 C6 C7 168.86(10) . . . . ?
C5 C6 C7 N1 -60.25(14) . . . 2_556 ?
C2 N1 C8 C9 66.11(14) . . . . ?
C7 N1 C8 C9 -61.90(14) 2_556 . . . ?
N1 C8 C9 N10 -164.88(10) . . . . ?
C8 C9 N10 C11 -83.36(15) . . . . ?
C8 C9 N10 C18 94.92(14) . . . . ?
C18 N10 C11 O11 -179.94(13) . . . . ?
C9 N10 C11 O11 -1.5(2) . . . . ?
C18 N10 C11 C12 1.23(14) . . . . ?
C9 N10 C11 C12 179.67(11) . . . . ?
O11 C11 C12 C17 -178.82(14) . . . . ?
N10 C11 C12 C17 -0.05(14) . . . . ?
O11 C11 C12 C13 0.0(2) . . . . ?
N10 C11 C12 C13 178.74(13) . . . . ?
C17 C12 C13 C14 1.0(2) . . . . ?
C11 C12 C13 C14 -177.69(13) . . . . ?
C12 C13 C14 C15 -0.3(2) . . . . ?
C13 C14 C15 C16 -0.4(2) . . . . ?
C14 C15 C16 C17 0.5(2) . . . . ?
C13 C12 C17 C16 -0.9(2) . . . . ?
C11 C12 C17 C16 178.04(12) . . . . ?
C13 C12 C17 C18 -179.97(11) . . . . ?
C11 C12 C17 C18 -1.05(14) . . . . ?
C15 C16 C17 C12 0.1(2) . . . . ?
C15 C16 C17 C18 178.97(13) . . . . ?
C11 N10 C18 O18 178.49(12) . . . . ?
C9 N10 C18 O18 0.0(2) . . . . ?
C11 N10 C18 C17 -1.85(14) . . . . ?
C9 N10 C18 C17 179.68(10) . . . . ?
C12 C17 C18 O18 -178.59(13) . . . . ?
C16 C17 C18 O18 2.4(2) . . . . ?
C12 C17 C18 N10 1.76(14) . . . . ?
C16 C17 C18 N10 -177.23(13) . . . . ?
C3 N4 C19 C20 71.77(13) . . . . ?
C5 N4 C19 C20 -165.47(10) . . . . ?
N4 C19 C20 C21 -136.05(12) . . . . ?
N4 C19 C20 C25 46.13(16) . . . . ?
C25 C20 C21 C22 0.19(19) . . . . ?
C19 C20 C21 C22 -177.68(12) . . . . ?
C20 C21 C22 C23 -1.3(2) . . . . ?
C21 C22 C23 C24 0.9(2) . . . . ?
C22 C23 C24 C25 0.7(2) . . . . ?
C23 C24 C25 C20 -1.80(19) . . . . ?
C21 C20 C25 C24 1.36(18) . . . . ?
C19 C20 C25 C24 179.22(11) . . . . ?

_refine_diff_density_max         0.237
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_capf-HCl
_database_code_depnum_ccdc_archive 'CCDC 2203688'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H46 F6 N6, 6(Cl), 2(H2 O)'
_chemical_formula_sum            'C20 H50 Cl6 F6 N6 O2'
_chemical_formula_weight         733.36

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'
Cl Cl 0.3639 0.7018 '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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5009(3)
_cell_length_b                   10.4852(4)
_cell_length_c                   11.4535(4)
_cell_angle_alpha                78.018(2)
_cell_angle_beta                 73.513(2)
_cell_angle_gamma                76.882(2)
_cell_volume                     831.27(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9108
_cell_measurement_theta_min      4.0734
_cell_measurement_theta_max      72.0244

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.465
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.296
_exptl_crystal_size_mid          0.067
_exptl_crystal_size_min          0.033
_exptl_absorpt_coefficient_mu    5.282
_shelx_estimated_absorpt_T_min   0.304
_shelx_estimated_absorpt_T_max   0.845
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.56
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            24680
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_av_R_equivalents  0.0349
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.073
_diffrn_reflns_theta_max         72.124
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3269
_reflns_number_gt                3043
_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 Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0379P)²+0.6097P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3269
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0818
_refine_ls_wR_factor_gt          0.0794
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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
N1 N 0.45388(19) 0.90178(13) 0.29147(12) 0.0178(3) Uani 1 1 d . . . . .
H11 H 0.542(3) 0.8818(18) 0.3335(17) 0.014(4) Uiso 1 1 d . . . . .
C2 C 0.4512(2) 1.04509(16) 0.23506(15) 0.0198(3) Uani 1 1 d . . . . .
H21 H 0.4127 1.1009 0.3011 0.024 Uiso 1 1 calc R U . . .
H22 H 0.3581 1.0730 0.1842 0.024 Uiso 1 1 calc R U . . .
C3 C 0.6475(2) 1.06417(17) 0.15481(16) 0.0232(3) Uani 1 1 d . . . . .
H31 H 0.7377 1.0429 0.2076 0.028 Uiso 1 1 calc R U . . .
H32 H 0.6902 1.0016 0.0943 0.028 Uiso 1 1 calc R U . . .
N4 N 0.6497(2) 1.20232(14) 0.08747(13) 0.0204(3) Uani 1 1 d . . . . .
H41 H 0.599(3) 1.262(2) 0.1413(19) 0.023(5) Uiso 1 1 d . . . . .
H42 H 0.781(3) 1.205(2) 0.0518(18) 0.023(5) Uiso 1 1 d . . . . .
C5 C 0.5422(2) 1.24621(16) -0.01031(15) 0.0200(3) Uani 1 1 d . . . . .
H51 H 0.5459 1.3409 -0.0435 0.024 Uiso 1 1 calc R U . . .
H52 H 0.4083 1.2373 0.0265 0.024 Uiso 1 1 calc R U . . .
C6 C 0.6242(3) 1.16473(19) -0.11488(17) 0.0285(4) Uani 1 1 d . . . . .
H61 H 0.7488 1.1868 -0.1623 0.034 Uiso 1 1 calc R U . . .
H62 H 0.6429 1.0692 -0.0807 0.034 Uiso 1 1 calc R U . . .
C7 C 0.4918(2) 1.19322(16) -0.19943(15) 0.0195(3) Uani 1 1 d . . . . .
H71 H 0.3618 1.1880 -0.1489 0.023 Uiso 1 1 calc R U . . .
H72 H 0.4918 1.2847 -0.2444 0.023 Uiso 1 1 calc R U . . .
C8 C 0.2717(2) 0.88668(16) 0.38676(15) 0.0206(3) Uani 1 1 d . . . . .
H81 H 0.1673 0.9046 0.3454 0.025 Uiso 1 1 calc R U . . .
H82 H 0.2439 0.9526 0.4430 0.025 Uiso 1 1 calc R U . . .
C9 C 0.2814(2) 0.74798(17) 0.46144(16) 0.0241(4) Uani 1 1 d . . . . .
H91 H 0.2706 0.6848 0.4116 0.029 Uiso 1 1 calc R U . . .
H92 H 0.4047 0.7193 0.4831 0.029 Uiso 1 1 calc R U . . .
C10 C 0.1220(2) 0.74765(16) 0.57847(15) 0.0213(3) Uani 1 1 d . . . . .
H101 H 0.1342 0.8098 0.6289 0.026 Uiso 1 1 calc R U . . .
H102 H -0.0011 0.7780 0.5567 0.026 Uiso 1 1 calc R U . . .
N11 N 0.1284(2) 0.61135(14) 0.65126(13) 0.0206(3) Uani 1 1 d . . . . .
H111 H 0.141(3) 0.551(2) 0.602(2) 0.040(6) Uiso 1 1 d . . . . .
H112 H 0.229(3) 0.593(2) 0.6794(19) 0.026(5) Uiso 1 1 d . . . . .
C12 C -0.0420(2) 0.60191(17) 0.75517(15) 0.0216(3) Uani 1 1 d . . . . .
H121 H -0.1561 0.6234 0.7226 0.026 Uiso 1 1 calc R U . . .
H122 H -0.0540 0.6672 0.8094 0.026 Uiso 1 1 calc R U . . .
C13 C -0.0295(3) 0.46555(19) 0.82814(17) 0.0281(4) Uani 1 1 d . . . . .
F131 F -0.17620(15) 0.46010(12) 0.92675(10) 0.0343(3) Uani 1 1 d . . . . .
F132 F 0.12726(16) 0.42950(13) 0.86881(12) 0.0484(3) Uani 1 1 d . . . . .
F133 F -0.0312(2) 0.37413(12) 0.76354(12) 0.0506(4) Uani 1 1 d . . . . .
Cl1 Cl 0.76385(6) 0.87606(4) 0.42006(4) 0.02871(12) Uani 1 1 d . . . . .
Cl2 Cl -0.07374(5) 0.84597(4) -0.07130(4) 0.02376(11) Uani 1 1 d . . . . .
Cl3 Cl 0.50883(5) 0.42435(4) 0.25455(4) 0.02571(12) Uani 1 1 d . . . . .
O1W O 0.2087(3) 0.42450(17) 0.50343(16) 0.0538(5) Uani 1 1 d . . . . .
H11W H 0.295(4) 0.423(3) 0.443(3) 0.056(8) Uiso 1 1 d . . . . .
H12W H 0.211(4) 0.346(3) 0.533(3) 0.063(9) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C8 1.505(2) . ?
N1 C2 1.505(2) . ?
N1 C7 1.5092(19) 2_675 ?
N1 H11 0.89(2) . ?
C2 C3 1.530(2) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.494(2) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.499(2) . ?
N4 H41 0.91(2) . ?
N4 H42 0.96(2) . ?
C5 C6 1.520(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.518(2) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.5092(19) 2_675 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.524(2) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C10 1.522(2) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
C10 N11 1.496(2) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
N11 C12 1.485(2) . ?
N11 H111 0.91(3) . ?
N11 H112 0.87(2) . ?
C12 C13 1.496(2) . ?
C12 H121 0.9900 . ?
C12 H122 0.9900 . ?
C13 F133 1.331(2) . ?
C13 F132 1.334(2) . ?
C13 F131 1.336(2) . ?
O1W H11W 0.80(3) . ?
O1W H12W 0.82(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
C8 N1 C2 110.01(12) . . ?
C8 N1 C7 113.66(12) . 2_675 ?
C2 N1 C7 114.56(12) . 2_675 ?
C8 N1 H11 105.0(12) . . ?
C2 N1 H11 105.6(12) . . ?
C7 N1 H11 107.2(12) 2_675 . ?
N1 C2 C3 110.00(13) . . ?
N1 C2 H21 109.7 . . ?
C3 C2 H21 109.7 . . ?
N1 C2 H22 109.7 . . ?
C3 C2 H22 109.7 . . ?
H21 C2 H22 108.2 . . ?
N4 C3 C2 112.43(13) . . ?
N4 C3 H31 109.1 . . ?
C2 C3 H31 109.1 . . ?
N4 C3 H32 109.1 . . ?
C2 C3 H32 109.1 . . ?
H31 C3 H32 107.8 . . ?
C3 N4 C5 116.94(13) . . ?
C3 N4 H41 110.3(12) . . ?
C5 N4 H41 105.2(13) . . ?
C3 N4 H42 104.0(12) . . ?
C5 N4 H42 110.1(12) . . ?
H41 N4 H42 110.4(17) . . ?
N4 C5 C6 111.49(13) . . ?
N4 C5 H51 109.3 . . ?
C6 C5 H51 109.3 . . ?
N4 C5 H52 109.3 . . ?
C6 C5 H52 109.3 . . ?
H51 C5 H52 108.0 . . ?
C7 C6 C5 110.10(14) . . ?
C7 C6 H61 109.6 . . ?
C5 C6 H61 109.6 . . ?
C7 C6 H62 109.6 . . ?
C5 C6 H62 109.6 . . ?
H61 C6 H62 108.2 . . ?
N1 C7 C6 112.88(13) 2_675 . ?
N1 C7 H71 109.0 2_675 . ?
C6 C7 H71 109.0 . . ?
N1 C7 H72 109.0 2_675 . ?
C6 C7 H72 109.0 . . ?
H71 C7 H72 107.8 . . ?
N1 C8 C9 111.64(13) . . ?
N1 C8 H81 109.3 . . ?
C9 C8 H81 109.3 . . ?
N1 C8 H82 109.3 . . ?
C9 C8 H82 109.3 . . ?
H81 C8 H82 108.0 . . ?
C10 C9 C8 109.93(14) . . ?
C10 C9 H91 109.7 . . ?
C8 C9 H91 109.7 . . ?
C10 C9 H92 109.7 . . ?
C8 C9 H92 109.7 . . ?
H91 C9 H92 108.2 . . ?
N11 C10 C9 110.30(13) . . ?
N11 C10 H101 109.6 . . ?
C9 C10 H101 109.6 . . ?
N11 C10 H102 109.6 . . ?
C9 C10 H102 109.6 . . ?
H101 C10 H102 108.1 . . ?
C12 N11 C10 111.93(13) . . ?
C12 N11 H111 110.1(15) . . ?
C10 N11 H111 110.2(15) . . ?
C12 N11 H112 110.0(14) . . ?
C10 N11 H112 107.0(14) . . ?
H111 N11 H112 108(2) . . ?
N11 C12 C13 110.74(14) . . ?
N11 C12 H121 109.5 . . ?
C13 C12 H121 109.5 . . ?
N11 C12 H122 109.5 . . ?
C13 C12 H122 109.5 . . ?
H121 C12 H122 108.1 . . ?
F133 C13 F132 107.55(16) . . ?
F133 C13 F131 106.87(14) . . ?
F132 C13 F131 107.29(15) . . ?
F133 C13 C12 112.59(15) . . ?
F132 C13 C12 111.70(15) . . ?
F131 C13 C12 110.56(15) . . ?
H11W O1W H12W 104(3) . . ?

_refine_diff_density_max         0.432
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_cucbaf2
_database_code_depnum_ccdc_archive 'CCDC 2203690'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H44 Cu F6 N6, 2(Cl O4)'
_chemical_formula_sum            'C22 H44 Cl2 Cu F6 N6 O8'
_chemical_formula_weight         769.07

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2745(8)
_cell_length_b                   12.3682(12)
_cell_length_c                   16.9195(15)
_cell_angle_alpha                108.229(3)
_cell_angle_beta                 92.787(3)
_cell_angle_gamma                100.352(4)
_cell_volume                     1607.7(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4815
_cell_measurement_theta_min      2.5181
_cell_measurement_theta_max      27.4581

_exptl_crystal_description       prism
_exptl_crystal_colour            red-magenta
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_F_000             798
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.456
_exptl_crystal_size_mid          0.182
_exptl_crystal_size_min          0.094
_exptl_absorpt_coefficient_mu    0.933
_shelx_estimated_absorpt_T_min   0.676
_shelx_estimated_absorpt_T_max   0.917
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Sevvana, M., Ruf, M., Usón, I., Sheldrick, G. M., and Herbst-Irmer, R. (2019)
"Non-merohedral twinning: from minerals to proteins"
Acta. Cryst. D75, 1040-1050.
doi:10.1107/S2059798319010179
;
_exptl_absorpt_correction_T_min  0.64
_exptl_absorpt_correction_T_max  0.92
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            14497
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.499
_diffrn_reflns_theta_max         27.535
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             14497
_reflns_number_gt                11957
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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 Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+1.6549P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14497
_refine_ls_number_parameters     502
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0551
_refine_ls_wR_factor_ref         0.1476
_refine_ls_wR_factor_gt          0.1369
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.50725(5) 0.50748(4) 0.25546(2) 0.03256(13) Uani 1 1 d . . . . .
N1 N 0.5178(4) 0.6708(3) 0.34141(18) 0.0353(6) Uani 1 1 d . . . . .
C2 C 0.6651(5) 0.6894(4) 0.4022(2) 0.0458(9) Uani 1 1 d . . . . .
H21 H 0.660337 0.753219 0.454238 0.055 Uiso 1 1 calc R U . . .
H22 H 0.767331 0.711700 0.377930 0.055 Uiso 1 1 calc R U . . .
C3 C 0.6675(5) 0.5788(4) 0.4217(2) 0.0519(11) Uani 1 1 d . . . . .
H31 H 0.771659 0.587321 0.456585 0.062 Uiso 1 1 calc R U . . .
H32 H 0.573919 0.562721 0.453471 0.062 Uiso 1 1 calc R U . . .
N4 N 0.6544(4) 0.4810(3) 0.34200(19) 0.0399(7) Uani 1 1 d . . . . .
H41 H 0.759(6) 0.482(4) 0.323(3) 0.063(14) Uiso 1 1 d . . . . .
C5 C 0.6158(5) 0.3680(4) 0.3562(3) 0.0496(10) Uani 1 1 d . . . . .
H51 H 0.507413 0.359726 0.378424 0.060 Uiso 1 1 calc R U . . .
H52 H 0.700418 0.366329 0.399055 0.060 Uiso 1 1 calc R U . . .
C6 C 0.6106(5) 0.2667(4) 0.2777(3) 0.0503(10) Uani 1 1 d . . . . .
H61 H 0.595754 0.194629 0.292743 0.060 Uiso 1 1 calc R U . . .
H62 H 0.718909 0.276461 0.255548 0.060 Uiso 1 1 calc R U . . .
C7 C 0.4768(5) 0.2513(3) 0.2090(3) 0.0469(9) Uani 1 1 d . . . . .
H71 H 0.472171 0.175703 0.164936 0.056 Uiso 1 1 calc R U . . .
H72 H 0.369281 0.247682 0.232363 0.056 Uiso 1 1 calc R U . . .
N8 N 0.4980(3) 0.3446(3) 0.16946(19) 0.0385(7) Uani 1 1 d . . . . .
C9 C 0.3491(5) 0.3262(4) 0.1105(3) 0.0547(12) Uani 1 1 d . . . . .
H91 H 0.248345 0.304433 0.136017 0.066 Uiso 1 1 calc R U . . .
H92 H 0.351703 0.261901 0.058359 0.066 Uiso 1 1 calc R U . . .
C10 C 0.3446(5) 0.4359(4) 0.0906(2) 0.0575(12) Uani 1 1 d . . . . .
H101 H 0.436373 0.451359 0.057569 0.069 Uiso 1 1 calc R U . . .
H102 H 0.239085 0.427051 0.056738 0.069 Uiso 1 1 calc R U . . .
N11 N 0.3608(4) 0.5350(3) 0.1701(2) 0.0415(8) Uani 1 1 d . . . . .
H111 H 0.264(6) 0.529(5) 0.183(3) 0.070(17) Uiso 1 1 d . . . . .
C12 C 0.4049(5) 0.6479(4) 0.1554(3) 0.0490(10) Uani 1 1 d . . . . .
H121 H 0.323011 0.650344 0.111622 0.059 Uiso 1 1 calc R U . . .
H122 H 0.514519 0.654406 0.134288 0.059 Uiso 1 1 calc R U . . .
C13 C 0.4098(5) 0.7502(4) 0.2337(3) 0.0473(10) Uani 1 1 d . . . . .
H131 H 0.426001 0.822176 0.218441 0.057 Uiso 1 1 calc R U . . .
H132 H 0.301355 0.741271 0.255788 0.057 Uiso 1 1 calc R U . . .
C14 C 0.5434(5) 0.7645(3) 0.3022(2) 0.0424(9) Uani 1 1 d . . . . .
H141 H 0.650751 0.766388 0.278757 0.051 Uiso 1 1 calc R U . . .
H142 H 0.549886 0.840325 0.346337 0.051 Uiso 1 1 calc R U . . .
C20 C 0.3612(4) 0.6679(3) 0.3829(2) 0.0365(8) Uani 1 1 d . . . . .
H201 H 0.348040 0.602700 0.405810 0.044 Uiso 1 1 calc R U . . .
H202 H 0.267074 0.650342 0.339358 0.044 Uiso 1 1 calc R U . . .
C21 C 0.3486(5) 0.7777(4) 0.4532(2) 0.0421(9) Uani 1 1 d . . . . .
H211 H 0.383528 0.846757 0.435601 0.051 Uiso 1 1 calc R U . . .
H212 H 0.422262 0.786145 0.503534 0.051 Uiso 1 1 calc R U . . .
C22 C 0.1700(5) 0.7693(4) 0.4734(2) 0.0415(9) Uani 1 1 d . . . . .
H221 H 0.098503 0.765361 0.423515 0.050 Uiso 1 1 calc R U . . .
H222 H 0.133527 0.696424 0.486192 0.050 Uiso 1 1 calc R U . . .
C23 C 0.1482(5) 0.8714(4) 0.5469(2) 0.0443(9) Uani 1 1 d . . . . .
H231 H 0.215011 0.873590 0.597704 0.053 Uiso 1 1 calc R U . . .
H232 H 0.187708 0.944802 0.535329 0.053 Uiso 1 1 calc R U . . .
N24 N -0.0253(4) 0.8611(3) 0.56111(19) 0.0408(7) Uani 1 1 d . . . . .
H241 H -0.060(6) 0.795(4) 0.564(3) 0.049(13) Uiso 1 1 d . . . . .
C25 C -0.0500(5) 0.9491(4) 0.6363(3) 0.0523(11) Uani 1 1 d . . . . .
H251 H 0.001705 1.027052 0.634836 0.063 Uiso 1 1 calc R U . . .
H252 H 0.003362 0.937575 0.685836 0.063 Uiso 1 1 calc R U . . .
C26 C -0.2311(5) 0.9423(4) 0.6431(3) 0.0507(10) Uani 1 1 d . . . . .
F261 F -0.3122(3) 0.8354(2) 0.63284(17) 0.0598(7) Uani 1 1 d . . . A 1
F262 F -0.3077(4) 0.9719(3) 0.5843(2) 0.0757(9) Uani 1 1 d . . . B 1
F263 F -0.2600(4) 1.0048(4) 0.7204(3) 0.0674(15) Uani 0.798(9) 1 d . . P A 1
F264 F -0.2622(19) 1.0511(18) 0.6870(11) 0.0674(15) Uani 0.202(9) 1 d . . P A 2
C30 C 0.6527(4) 0.3497(3) 0.1271(2) 0.0349(7) Uani 1 1 d . . . . .
H301 H 0.747986 0.366768 0.169863 0.042 Uiso 1 1 calc R U . . .
H302 H 0.663793 0.415995 0.105317 0.042 Uiso 1 1 calc R U . . .
C31 C 0.6651(5) 0.2413(3) 0.0551(2) 0.0400(8) Uani 1 1 d . . . . .
H311 H 0.628244 0.171127 0.071154 0.048 Uiso 1 1 calc R U . . .
H312 H 0.591904 0.235163 0.005159 0.048 Uiso 1 1 calc R U . . .
C32 C 0.8431(5) 0.2475(3) 0.0341(2) 0.0403(8) Uani 1 1 d . . . . .
H321 H 0.880115 0.319269 0.019959 0.048 Uiso 1 1 calc R U . . .
H322 H 0.915067 0.252437 0.084075 0.048 Uiso 1 1 calc R U . . .
C33 C 0.8626(5) 0.1436(4) -0.0383(2) 0.0424(9) Uani 1 1 d . . . . .
H331 H 0.813665 0.071114 -0.027506 0.051 Uiso 1 1 calc R U . . .
H332 H 0.802626 0.144040 -0.090246 0.051 Uiso 1 1 calc R U . . .
N34 N 1.0372(4) 0.1459(3) -0.04962(19) 0.0397(7) Uani 1 1 d . . . . .
H341 H 1.073(6) 0.209(4) -0.063(3) 0.057(13) Uiso 1 1 d . . . . .
C35 C 1.0580(6) 0.0466(4) -0.1180(3) 0.0575(12) Uani 1 1 d . . . . .
H351 H 1.000550 0.046893 -0.170622 0.069 Uiso 1 1 calc R U . . .
H352 H 1.008036 -0.025866 -0.107491 0.069 Uiso 1 1 calc R U . . .
C36 C 1.2384(6) 0.0498(4) -0.1271(3) 0.0532(11) Uani 1 1 d . . . . .
F361 F 1.3057(10) 0.1461(9) -0.1397(6) 0.084(3) Uani 0.727(13) 1 d . . P C 1
F362 F 1.3265(7) 0.0442(4) -0.0566(3) 0.0533(12) Uani 0.727(13) 1 d . . P C 1
F363 F 1.2631(7) -0.0452(7) -0.1870(4) 0.083(2) Uani 0.727(13) 1 d . . P C 1
F364 F 1.305(3) 0.024(2) -0.0825(16) 0.084(3) Uani 0.273(13) 1 d . . P C 2
F365 F 1.337(3) 0.1517(18) -0.1250(15) 0.0533(12) Uani 0.273(13) 1 d . . P C 2
F366 F 1.253(2) -0.0048(18) -0.2131(12) 0.083(2) Uani 0.273(13) 1 d . . P C 2
Cl1 Cl 0.09403(10) 0.37557(8) 0.32194(5) 0.0373(2) Uani 1 1 d . . . . .
O11A O 0.2696(6) 0.4075(4) 0.3267(3) 0.0375(14) Uani 0.519(6) 1 d . . P D 1
O12A O 0.0373(18) 0.2582(13) 0.2625(7) 0.049(2) Uani 0.519(6) 1 d . . P D 1
O13A O 0.0175(8) 0.4490(6) 0.2878(5) 0.0566(19) Uani 0.519(6) 1 d . . P D 1
O14A O 0.0431(8) 0.3788(7) 0.3991(4) 0.065(2) Uani 0.519(6) 1 d . . P D 1
O11B O 0.2108(8) 0.4111(5) 0.2708(4) 0.0490(18) Uani 0.481(6) 1 d . . P D 2
O12B O 0.009(2) 0.2609(18) 0.2906(9) 0.074(4) Uani 0.481(6) 1 d . . P D 2
O13B O -0.0111(8) 0.4573(8) 0.3478(6) 0.074(3) Uani 0.481(6) 1 d . . P D 2
O14B O 0.1941(9) 0.3825(7) 0.3987(4) 0.067(2) Uani 0.481(6) 1 d . . P D 2
Cl2 Cl 0.91129(10) 0.63822(8) 0.17558(6) 0.0380(2) Uani 1 1 d . . . . .
O23A O 1.0207(4) 0.5598(4) 0.1522(3) 0.0552(11) Uani 0.846(7) 1 d . . P E 1
O21A O 0.8052(4) 0.6057(3) 0.2316(2) 0.0400(9) Uani 0.846(7) 1 d . . P E 1
O22A O 0.8084(4) 0.6271(3) 0.0999(2) 0.0484(10) Uani 0.846(7) 1 d . . P E 1
O21B O 0.743(2) 0.6046(17) 0.1788(17) 0.056(7) Uani 0.154(7) 1 d . . P E 2
O22B O 0.965(3) 0.619(3) 0.1019(15) 0.087(10) Uani 0.154(7) 1 d . . P E 2
O23B O 0.992(3) 0.566(2) 0.218(2) 0.082(10) Uani 0.154(7) 1 d . . P E 2
O24 O 0.9953(4) 0.7557(3) 0.2141(2) 0.0699(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N11 1.988(3) . ?
Cu1 N4 2.000(3) . ?
Cu1 N8 2.069(3) . ?
Cu1 N1 2.071(3) . ?
N1 C2 1.491(4) . ?
N1 C14 1.494(5) . ?
N1 C20 1.504(4) . ?
C2 C3 1.508(6) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.487(5) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.474(5) . ?
N4 H41 0.94(5) . ?
C5 C6 1.506(6) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.508(6) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N8 1.495(5) . ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
N8 C9 1.484(5) . ?
N8 C30 1.498(4) . ?
C9 C10 1.504(7) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
C10 N11 1.491(5) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
N11 C12 1.479(5) . ?
N11 H111 0.83(5) . ?
C12 C13 1.512(6) . ?
C12 H121 0.9900 . ?
C12 H122 0.9900 . ?
C13 C14 1.508(5) . ?
C13 H131 0.9900 . ?
C13 H132 0.9900 . ?
C14 H141 0.9900 . ?
C14 H142 0.9900 . ?
C20 C21 1.523(5) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
C21 C22 1.525(5) . ?
C21 H211 0.9900 . ?
C21 H212 0.9900 . ?
C22 C23 1.515(5) . ?
C22 H221 0.9900 . ?
C22 H222 0.9900 . ?
C23 N24 1.457(5) . ?
C23 H231 0.9900 . ?
C23 H232 0.9900 . ?
N24 C25 1.444(5) . ?
N24 H241 0.84(5) . ?
C25 C26 1.497(5) . ?
C25 H251 0.9900 . ?
C25 H252 0.9900 . ?
C26 F261 1.325(5) . ?
C26 F262 1.332(5) . ?
C26 F263 1.352(5) . ?
C26 F264 1.394(17) . ?
C30 C31 1.527(5) . ?
C30 H301 0.9900 . ?
C30 H302 0.9900 . ?
C31 C32 1.525(5) . ?
C31 H311 0.9900 . ?
C31 H312 0.9900 . ?
C32 C33 1.513(5) . ?
C32 H321 0.9900 . ?
C32 H322 0.9900 . ?
C33 N34 1.462(4) . ?
C33 H331 0.9900 . ?
C33 H332 0.9900 . ?
N34 C35 1.443(5) . ?
N34 H341 0.89(5) . ?
C35 C36 1.502(6) . ?
C35 H351 0.9900 . ?
C35 H352 0.9900 . ?
C36 F364 1.07(2) . ?
C36 F361 1.306(10) . ?
C36 F363 1.345(6) . ?
C36 F365 1.36(2) . ?
C36 F362 1.394(8) . ?
C36 F366 1.420(18) . ?
Cl1 O14A 1.383(6) . ?
Cl1 O12B 1.39(2) . ?
Cl1 O11A 1.427(5) . ?
Cl1 O11B 1.429(6) . ?
Cl1 O13B 1.430(7) . ?
Cl1 O13A 1.436(5) . ?
Cl1 O12A 1.462(13) . ?
Cl1 O14B 1.476(6) . ?
Cl2 O22B 1.31(2) . ?
Cl2 O21B 1.392(17) . ?
Cl2 O24 1.421(3) . ?
Cl2 O21A 1.422(3) . ?
Cl2 O23A 1.424(4) . ?
Cl2 O22A 1.458(3) . ?
Cl2 O23B 1.53(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
N11 Cu1 N4 179.52(14) . . ?
N11 Cu1 N8 86.82(13) . . ?
N4 Cu1 N8 93.65(13) . . ?
N11 Cu1 N1 93.25(13) . . ?
N4 Cu1 N1 86.27(12) . . ?
N8 Cu1 N1 179.68(13) . . ?
C2 N1 C14 108.8(3) . . ?
C2 N1 C20 111.4(3) . . ?
C14 N1 C20 111.4(3) . . ?
C2 N1 Cu1 104.5(2) . . ?
C14 N1 Cu1 112.4(2) . . ?
C20 N1 Cu1 108.1(2) . . ?
N1 C2 C3 109.3(3) . . ?
N1 C2 H21 109.8 . . ?
C3 C2 H21 109.8 . . ?
N1 C2 H22 109.8 . . ?
C3 C2 H22 109.8 . . ?
H21 C2 H22 108.3 . . ?
N4 C3 C2 109.1(3) . . ?
N4 C3 H31 109.9 . . ?
C2 C3 H31 109.9 . . ?
N4 C3 H32 109.9 . . ?
C2 C3 H32 109.9 . . ?
H31 C3 H32 108.3 . . ?
C5 N4 C3 111.0(3) . . ?
C5 N4 Cu1 118.0(3) . . ?
C3 N4 Cu1 108.6(2) . . ?
C5 N4 H41 103(3) . . ?
C3 N4 H41 109(3) . . ?
Cu1 N4 H41 106(3) . . ?
N4 C5 C6 112.7(3) . . ?
N4 C5 H51 109.1 . . ?
C6 C5 H51 109.1 . . ?
N4 C5 H52 109.1 . . ?
C6 C5 H52 109.1 . . ?
H51 C5 H52 107.8 . . ?
C5 C6 C7 115.3(3) . . ?
C5 C6 H61 108.4 . . ?
C7 C6 H61 108.4 . . ?
C5 C6 H62 108.4 . . ?
C7 C6 H62 108.4 . . ?
H61 C6 H62 107.5 . . ?
N8 C7 C6 115.0(3) . . ?
N8 C7 H71 108.5 . . ?
C6 C7 H71 108.5 . . ?
N8 C7 H72 108.5 . . ?
C6 C7 H72 108.5 . . ?
H71 C7 H72 107.5 . . ?
C9 N8 C7 109.3(3) . . ?
C9 N8 C30 111.7(3) . . ?
C7 N8 C30 111.8(3) . . ?
C9 N8 Cu1 103.8(2) . . ?
C7 N8 Cu1 112.3(2) . . ?
C30 N8 Cu1 107.8(2) . . ?
N8 C9 C10 109.6(3) . . ?
N8 C9 H91 109.8 . . ?
C10 C9 H91 109.8 . . ?
N8 C9 H92 109.8 . . ?
C10 C9 H92 109.8 . . ?
H91 C9 H92 108.2 . . ?
N11 C10 C9 109.3(3) . . ?
N11 C10 H101 109.8 . . ?
C9 C10 H101 109.8 . . ?
N11 C10 H102 109.8 . . ?
C9 C10 H102 109.8 . . ?
H101 C10 H102 108.3 . . ?
C12 N11 C10 111.1(3) . . ?
C12 N11 Cu1 117.2(2) . . ?
C10 N11 Cu1 108.3(2) . . ?
C12 N11 H111 107(4) . . ?
C10 N11 H111 102(4) . . ?
Cu1 N11 H111 110(4) . . ?
N11 C12 C13 112.5(3) . . ?
N11 C12 H121 109.1 . . ?
C13 C12 H121 109.1 . . ?
N11 C12 H122 109.1 . . ?
C13 C12 H122 109.1 . . ?
H121 C12 H122 107.8 . . ?
C14 C13 C12 114.5(3) . . ?
C14 C13 H131 108.6 . . ?
C12 C13 H131 108.6 . . ?
C14 C13 H132 108.6 . . ?
C12 C13 H132 108.6 . . ?
H131 C13 H132 107.6 . . ?
N1 C14 C13 114.3(3) . . ?
N1 C14 H141 108.7 . . ?
C13 C14 H141 108.7 . . ?
N1 C14 H142 108.7 . . ?
C13 C14 H142 108.7 . . ?
H141 C14 H142 107.6 . . ?
N1 C20 C21 116.7(3) . . ?
N1 C20 H201 108.1 . . ?
C21 C20 H201 108.1 . . ?
N1 C20 H202 108.1 . . ?
C21 C20 H202 108.1 . . ?
H201 C20 H202 107.3 . . ?
C20 C21 C22 109.0(3) . . ?
C20 C21 H211 109.9 . . ?
C22 C21 H211 109.9 . . ?
C20 C21 H212 109.9 . . ?
C22 C21 H212 109.9 . . ?
H211 C21 H212 108.3 . . ?
C23 C22 C21 112.6(3) . . ?
C23 C22 H221 109.1 . . ?
C21 C22 H221 109.1 . . ?
C23 C22 H222 109.1 . . ?
C21 C22 H222 109.1 . . ?
H221 C22 H222 107.8 . . ?
N24 C23 C22 110.2(3) . . ?
N24 C23 H231 109.6 . . ?
C22 C23 H231 109.6 . . ?
N24 C23 H232 109.6 . . ?
C22 C23 H232 109.6 . . ?
H231 C23 H232 108.1 . . ?
C25 N24 C23 112.3(3) . . ?
C25 N24 H241 110(3) . . ?
C23 N24 H241 108(3) . . ?
N24 C25 C26 110.0(3) . . ?
N24 C25 H251 109.7 . . ?
C26 C25 H251 109.7 . . ?
N24 C25 H252 109.7 . . ?
C26 C25 H252 109.7 . . ?
H251 C25 H252 108.2 . . ?
F261 C26 F262 103.8(3) . . ?
F261 C26 F263 103.9(4) . . ?
F262 C26 F263 110.9(4) . . ?
F261 C26 C25 112.7(3) . . ?
F262 C26 C25 113.2(4) . . ?
F263 C26 C25 111.8(4) . . ?
F264 C26 C25 110.8(7) . . ?
N8 C30 C31 116.8(3) . . ?
N8 C30 H301 108.1 . . ?
C31 C30 H301 108.1 . . ?
N8 C30 H302 108.1 . . ?
C31 C30 H302 108.1 . . ?
H301 C30 H302 107.3 . . ?
C32 C31 C30 110.2(3) . . ?
C32 C31 H311 109.6 . . ?
C30 C31 H311 109.6 . . ?
C32 C31 H312 109.6 . . ?
C30 C31 H312 109.6 . . ?
H311 C31 H312 108.1 . . ?
C33 C32 C31 112.7(3) . . ?
C33 C32 H321 109.1 . . ?
C31 C32 H321 109.1 . . ?
C33 C32 H322 109.1 . . ?
C31 C32 H322 109.1 . . ?
H321 C32 H322 107.8 . . ?
N34 C33 C32 110.8(3) . . ?
N34 C33 H331 109.5 . . ?
C32 C33 H331 109.5 . . ?
N34 C33 H332 109.5 . . ?
C32 C33 H332 109.5 . . ?
H331 C33 H332 108.1 . . ?
C35 N34 C33 111.5(3) . . ?
C35 N34 H341 108(3) . . ?
C33 N34 H341 106(3) . . ?
N34 C35 C36 110.4(3) . . ?
N34 C35 H351 109.6 . . ?
C36 C35 H351 109.6 . . ?
N34 C35 H352 109.6 . . ?
C36 C35 H352 109.6 . . ?
H351 C35 H352 108.1 . . ?
F361 C36 F363 112.3(6) . . ?
F364 C36 F365 102.9(16) . . ?
F361 C36 F362 107.7(6) . . ?
F363 C36 F362 101.7(5) . . ?
F364 C36 F366 117.3(12) . . ?
F365 C36 F366 92.8(14) . . ?
F364 C36 C35 115.8(10) . . ?
F361 C36 C35 109.9(5) . . ?
F363 C36 C35 112.1(4) . . ?
F365 C36 C35 118.5(10) . . ?
F362 C36 C35 112.9(4) . . ?
F366 C36 C35 107.7(8) . . ?
O14A Cl1 O11A 111.5(3) . . ?
O12B Cl1 O11B 115.6(6) . . ?
O12B Cl1 O13B 113.6(9) . . ?
O11B Cl1 O13B 110.8(5) . . ?
O14A Cl1 O13A 111.0(5) . . ?
O11A Cl1 O13A 110.3(3) . . ?
O14A Cl1 O12A 109.2(5) . . ?
O11A Cl1 O12A 109.3(6) . . ?
O13A Cl1 O12A 105.2(7) . . ?
O12B Cl1 O14B 104.5(8) . . ?
O11B Cl1 O14B 105.0(4) . . ?
O13B Cl1 O14B 106.1(5) . . ?
O22B Cl2 O21B 118.1(17) . . ?
O22B Cl2 O24 98.9(14) . . ?
O21B Cl2 O24 121.0(8) . . ?
O24 Cl2 O21A 108.8(2) . . ?
O24 Cl2 O23A 113.0(2) . . ?
O21A Cl2 O23A 109.9(2) . . ?
O24 Cl2 O22A 109.9(2) . . ?
O21A Cl2 O22A 107.7(2) . . ?
O23A Cl2 O22A 107.4(2) . . ?
O22B Cl2 O23B 106.3(18) . . ?
O21B Cl2 O23B 104.8(15) . . ?
O24 Cl2 O23B 106.6(10) . . ?

_refine_diff_density_max         1.356
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.078

####################################################################### 
# 
# 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_bn2faae2
_database_code_depnum_ccdc_archive 'CCDC 2203694'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H44 F6 N6 O2'
_chemical_formula_sum            'C32 H44 F6 N6 O2'
_chemical_formula_weight         658.73

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   18.1534(4)
_cell_length_b                   12.3624(3)
_cell_length_c                   15.0594(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.0630(10)
_cell_angle_gamma                90
_cell_volume                     3292.17(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6541
_cell_measurement_theta_min      2.5868
_cell_measurement_theta_max      27.5053

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             1392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.474
_exptl_crystal_size_mid          0.410
_exptl_crystal_size_min          0.317
_exptl_absorpt_coefficient_mu    0.108
_shelx_estimated_absorpt_T_min   0.951
_shelx_estimated_absorpt_T_max   0.967
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/4 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.92
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            11221
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.010
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3770
_reflns_number_gt                3227
_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 Instrument Service v2014.5.0.0'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0434P)²+3.3690P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3770
_refine_ls_number_parameters     212
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1048
_refine_ls_wR_factor_gt          0.0989
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_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
N1 N 0.33738(6) 0.59267(8) 1.01925(8) 0.0205(2) Uani 1 1 d . . . . .
C2 C 0.36533(7) 0.62750(11) 1.11364(9) 0.0229(3) Uani 1 1 d . . . . .
H21 H 0.389211 0.564982 1.150157 0.028 Uiso 1 1 calc R U . . .
H22 H 0.321839 0.650811 1.138502 0.028 Uiso 1 1 calc R U . . .
C3 C 0.42245(7) 0.71979(10) 1.12455(9) 0.0221(3) Uani 1 1 d . . . . .
H31 H 0.427440 0.752035 1.185802 0.026 Uiso 1 1 calc R U . . .
H32 H 0.472329 0.689474 1.121657 0.026 Uiso 1 1 calc R U . . .
N4 N 0.40317(6) 0.80634(8) 1.05591(7) 0.0192(2) Uani 1 1 d . . . . .
C5 C 0.33019(7) 0.85648(10) 1.05983(9) 0.0213(3) Uani 1 1 d . . . . .
H51 H 0.336286 0.896330 1.118063 0.026 Uiso 1 1 calc R U . . .
H52 H 0.292423 0.798603 1.059412 0.026 Uiso 1 1 calc R U . . .
C6 C 0.30013(7) 0.93376(11) 0.98160(10) 0.0259(3) Uani 1 1 d . . . . .
H61 H 0.293237 0.893955 0.923251 0.031 Uiso 1 1 calc R U . . .
H62 H 0.337887 0.991520 0.981530 0.031 Uiso 1 1 calc R U . . .
C7 C 0.22507(7) 0.98531(11) 0.98785(10) 0.0262(3) Uani 1 1 d . . . . .
H71 H 0.232043 1.024024 1.046715 0.031 Uiso 1 1 calc R U . . .
H72 H 0.210815 1.039493 0.938545 0.031 Uiso 1 1 calc R U . . .
C8 C 0.39796(7) 0.54583(11) 0.98106(9) 0.0242(3) Uani 1 1 d . . . . .
H81 H 0.401660 0.467243 0.993931 0.029 Uiso 1 1 calc R U . . .
H82 H 0.446869 0.579467 1.010530 0.029 Uiso 1 1 calc R U . . .
C9 C 0.38253(8) 0.56408(11) 0.87913(10) 0.0290(3) Uani 1 1 d . . . . .
H91 H 0.422166 0.528449 0.853876 0.035 Uiso 1 1 calc R U . . .
H92 H 0.333057 0.532204 0.849467 0.035 Uiso 1 1 calc R U . . .
N10 N 0.38199(7) 0.68011(10) 0.86089(8) 0.0256(2) Uani 1 1 d . . . . .
H101 H 0.3825(10) 0.7220(15) 0.9052(12) 0.034(5) Uiso 1 1 d . . . . .
C11 C 0.38076(8) 0.71560(12) 0.77755(9) 0.0289(3) Uani 1 1 d . . . . .
O11 O 0.37806(8) 0.65973(10) 0.71046(7) 0.0461(3) Uani 1 1 d . . . . .
C12 C 0.38042(9) 0.83892(13) 0.76660(10) 0.0347(3) Uani 1 1 d . . . . .
F1 F 0.41402(5) 0.89060(7) 0.84221(6) 0.0353(2) Uani 1 1 d . . . . .
F2 F 0.30936(7) 0.87651(10) 0.74488(9) 0.0677(4) Uani 1 1 d . . . . .
F3 F 0.41363(10) 0.86890(10) 0.70172(8) 0.0808(5) Uani 1 1 d . . . . .
C13 C 0.46295(7) 0.89024(10) 1.07461(10) 0.0233(3) Uani 1 1 d . . . . .
H131 H 0.462563 0.925103 1.133686 0.028 Uiso 1 1 calc R U . . .
H132 H 0.450935 0.946495 1.026729 0.028 Uiso 1 1 calc R U . . .
C14 C 0.54148(7) 0.84713(10) 1.07789(9) 0.0198(3) Uani 1 1 d . . . . .
C15 C 0.59819(7) 0.85839(11) 1.15646(9) 0.0230(3) Uani 1 1 d . . . . .
H151 H 0.587270 0.893505 1.208112 0.028 Uiso 1 1 calc R U . . .
C16 C 0.67059(8) 0.81920(12) 1.16077(10) 0.0277(3) Uani 1 1 d . . . . .
H161 H 0.708697 0.827451 1.215100 0.033 Uiso 1 1 calc R U . . .
C17 C 0.68721(7) 0.76813(11) 1.08596(10) 0.0267(3) Uani 1 1 d . . . . .
H171 H 0.736557 0.740607 1.088880 0.032 Uiso 1 1 calc R U . . .
C18 C 0.63150(7) 0.75735(11) 1.00676(9) 0.0246(3) Uani 1 1 d . . . . .
H181 H 0.642807 0.722868 0.955051 0.030 Uiso 1 1 calc R U . . .
C19 C 0.55931(7) 0.79668(11) 1.00268(9) 0.0229(3) Uani 1 1 d . . . . .
H191 H 0.521534 0.789157 0.947965 0.028 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
N1 C2 1.4619(17) . ?
N1 C8 1.4701(16) . ?
N1 C7 1.4735(16) 7_567 ?
C2 C3 1.5254(18) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4739(16) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4760(15) . ?
N4 C13 1.4813(16) . ?
C5 C6 1.5191(18) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.5263(17) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.514(2) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 N10 1.4601(18) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C11 1.3250(18) . ?
N10 H101 0.843(19) . ?
C11 O11 1.2157(18) . ?
C11 C12 1.533(2) . ?
C12 F3 1.3121(19) . ?
C12 F1 1.3277(17) . ?
C12 F2 1.340(2) . ?
C13 C14 1.5123(17) . ?
C13 H131 0.9900 . ?
C13 H132 0.9900 . ?
C14 C15 1.3888(18) . ?
C14 C19 1.3936(18) . ?
C15 C16 1.3884(18) . ?
C15 H151 0.9500 . ?
C16 C17 1.383(2) . ?
C16 H161 0.9500 . ?
C17 C18 1.385(2) . ?
C17 H171 0.9500 . ?
C18 C19 1.3862(18) . ?
C18 H181 0.9500 . ?
C19 H191 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C8 111.75(10) . . ?
C2 N1 C7 110.83(10) . 7_567 ?
C8 N1 C7 110.19(10) . 7_567 ?
N1 C2 C3 113.78(10) . . ?
N1 C2 H21 108.8 . . ?
C3 C2 H21 108.8 . . ?
N1 C2 H22 108.8 . . ?
C3 C2 H22 108.8 . . ?
H21 C2 H22 107.7 . . ?
N4 C3 C2 114.80(10) . . ?
N4 C3 H31 108.6 . . ?
C2 C3 H31 108.6 . . ?
N4 C3 H32 108.6 . . ?
C2 C3 H32 108.6 . . ?
H31 C3 H32 107.5 . . ?
C3 N4 C5 110.47(10) . . ?
C3 N4 C13 109.11(10) . . ?
C5 N4 C13 108.90(10) . . ?
N4 C5 C6 113.67(10) . . ?
N4 C5 H51 108.8 . . ?
C6 C5 H51 108.8 . . ?
N4 C5 H52 108.8 . . ?
C6 C5 H52 108.8 . . ?
H51 C5 H52 107.7 . . ?
C5 C6 C7 112.58(11) . . ?
C5 C6 H61 109.1 . . ?
C7 C6 H61 109.1 . . ?
C5 C6 H62 109.1 . . ?
C7 C6 H62 109.1 . . ?
H61 C6 H62 107.8 . . ?
N1 C7 C6 113.91(11) 7_567 . ?
N1 C7 H71 108.8 7_567 . ?
C6 C7 H71 108.8 . . ?
N1 C7 H72 108.8 7_567 . ?
C6 C7 H72 108.8 . . ?
H71 C7 H72 107.7 . . ?
N1 C8 C9 110.78(11) . . ?
N1 C8 H81 109.5 . . ?
C9 C8 H81 109.5 . . ?
N1 C8 H82 109.5 . . ?
C9 C8 H82 109.5 . . ?
H81 C8 H82 108.1 . . ?
N10 C9 C8 109.21(11) . . ?
N10 C9 H91 109.8 . . ?
C8 C9 H91 109.8 . . ?
N10 C9 H92 109.8 . . ?
C8 C9 H92 109.8 . . ?
H91 C9 H92 108.3 . . ?
C11 N10 C9 120.10(12) . . ?
C11 N10 H101 122.8(12) . . ?
C9 N10 H101 117.1(12) . . ?
O11 C11 N10 126.01(15) . . ?
O11 C11 C12 118.50(13) . . ?
N10 C11 C12 115.46(12) . . ?
F3 C12 F1 107.66(13) . . ?
F3 C12 F2 107.41(15) . . ?
F1 C12 F2 105.83(13) . . ?
F3 C12 C11 111.69(14) . . ?
F1 C12 C11 113.35(12) . . ?
F2 C12 C11 110.56(13) . . ?
N4 C13 C14 113.83(10) . . ?
N4 C13 H131 108.8 . . ?
C14 C13 H131 108.8 . . ?
N4 C13 H132 108.8 . . ?
C14 C13 H132 108.8 . . ?
H131 C13 H132 107.7 . . ?
C15 C14 C19 118.27(11) . . ?
C15 C14 C13 120.29(12) . . ?
C19 C14 C13 121.44(11) . . ?
C16 C15 C14 121.09(12) . . ?
C16 C15 H151 119.5 . . ?
C14 C15 H151 119.5 . . ?
C17 C16 C15 119.98(12) . . ?
C17 C16 H161 120.0 . . ?
C15 C16 H161 120.0 . . ?
C16 C17 C18 119.62(12) . . ?
C16 C17 H171 120.2 . . ?
C18 C17 H171 120.2 . . ?
C17 C18 C19 120.23(12) . . ?
C17 C18 H181 119.9 . . ?
C19 C18 H181 119.9 . . ?
C18 C19 C14 120.79(12) . . ?
C18 C19 H191 119.6 . . ?
C14 C19 H191 119.6 . . ?

_refine_diff_density_max         0.465
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_cucpaf2
_database_code_depnum_ccdc_archive 'CCDC 2203691'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H42 Cu F6 N6, 4(Cl O4), 2(H2 O)'
_chemical_formula_sum            'C20 H46 Cl4 Cu F6 N6 O18'
_chemical_formula_weight         977.97

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   15.0698(4)
_cell_length_b                   13.8170(3)
_cell_length_c                   17.8894(5)
_cell_angle_alpha                90
_cell_angle_beta                 99.4170(10)
_cell_angle_gamma                90
_cell_volume                     3674.72(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9932
_cell_measurement_theta_min      2.7389
_cell_measurement_theta_max      27.4662

_exptl_crystal_description       prism
_exptl_crystal_colour            red-magenta
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.768
_exptl_crystal_F_000             2012
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.381
_exptl_crystal_size_mid          0.193
_exptl_crystal_size_min          0.114
_exptl_absorpt_coefficient_mu    0.997
_shelx_estimated_absorpt_T_min   0.702
_shelx_estimated_absorpt_T_max   0.895
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.83
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            64450
_diffrn_reflns_av_unetI/netI     0.0155
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.872
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8441
_reflns_number_gt                7676
_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 Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0667P)²+8.0514P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8441
_refine_ls_number_parameters     567
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1348
_refine_ls_wR_factor_gt          0.1312
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.064
_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 0.36783(2) 0.26649(2) 0.63689(2) 0.02033(10) Uani 1 1 d . . . . .
N1 N 0.23763(15) 0.28275(18) 0.65697(15) 0.0268(5) Uani 1 1 d . . . . .
C2 C 0.2394(2) 0.2280(3) 0.73152(19) 0.0415(8) Uani 1 1 d . . . . .
H21 H 0.2690 0.2683 0.7742 0.050 Uiso 1 1 calc R U . . .
H22 H 0.1771 0.2147 0.7395 0.050 Uiso 1 1 calc R U . . .
C3 C 0.2898(2) 0.1340(3) 0.7296(2) 0.0414(8) Uani 1 1 d . . . . .
H31 H 0.3006 0.1049 0.7809 0.050 Uiso 1 1 calc R U . . .
H32 H 0.2532 0.0881 0.6949 0.050 Uiso 1 1 calc R U . . .
N4 N 0.37630(18) 0.15080(19) 0.70377(16) 0.0300(5) Uani 1 1 d . . . . .
H41 H 0.419(4) 0.171(4) 0.746(3) 0.076(16) Uiso 1 1 d . . . . .
C5 C 0.4125(2) 0.0619(2) 0.6756(2) 0.0355(7) Uani 1 1 d . . . . .
H51 H 0.3703 0.0387 0.6309 0.043 Uiso 1 1 calc R U . . .
H52 H 0.4161 0.0115 0.7153 0.043 Uiso 1 1 calc R U . . .
C6 C 0.5043(2) 0.0747(2) 0.6537(2) 0.0399(8) Uani 1 1 d . . . . .
H61 H 0.5467 0.0939 0.6995 0.048 Uiso 1 1 calc R U . . .
H62 H 0.5243 0.0111 0.6372 0.048 Uiso 1 1 calc R U . . .
C7 C 0.5117(2) 0.1468(2) 0.5927(2) 0.0362(7) Uani 1 1 d . . . . .
H71 H 0.5721 0.1415 0.5782 0.043 Uiso 1 1 calc R U . . .
H72 H 0.4668 0.1309 0.5476 0.043 Uiso 1 1 calc R U . . .
N8 N 0.49754(16) 0.2474(2) 0.61526(14) 0.0286(5) Uani 1 1 d . . . . .
C9 C 0.5016(2) 0.3132(3) 0.5468(2) 0.0389(7) Uani 1 1 d . . . . .
H91 H 0.5651 0.3280 0.5432 0.047 Uiso 1 1 calc R U . . .
H92 H 0.4741 0.2800 0.4996 0.047 Uiso 1 1 calc R U . . .
C10 C 0.4515(2) 0.4057(3) 0.5562(2) 0.0416(8) Uani 1 1 d . . . . .
H101 H 0.4835 0.4431 0.5996 0.050 Uiso 1 1 calc R U . . .
H102 H 0.4481 0.4459 0.5100 0.050 Uiso 1 1 calc R U . . .
N11 N 0.36141(17) 0.38184(18) 0.56929(15) 0.0269(5) Uani 1 1 d . . . . .
H111 H 0.326(3) 0.366(3) 0.532(3) 0.048(12) Uiso 1 1 d . . . . .
C12 C 0.3141(3) 0.4699(2) 0.5924(2) 0.0389(7) Uani 1 1 d . . . . .
H121 H 0.3129 0.5203 0.5530 0.047 Uiso 1 1 calc R U . . .
H122 H 0.3484 0.4958 0.6402 0.047 Uiso 1 1 calc R U . . .
C13 C 0.2193(2) 0.4485(3) 0.6038(2) 0.0402(8) Uani 1 1 d . . . . .
H131 H 0.1887 0.5105 0.6106 0.048 Uiso 1 1 calc R U . . .
H132 H 0.1869 0.4176 0.5573 0.048 Uiso 1 1 calc R U . . .
C14 C 0.2123(2) 0.3842(2) 0.67010(19) 0.0359(7) Uani 1 1 d . . . . .
H141 H 0.2520 0.4096 0.7155 0.043 Uiso 1 1 calc R U . . .
H142 H 0.1497 0.3857 0.6804 0.043 Uiso 1 1 calc R U . . .
C20 C 0.17528(18) 0.2353(2) 0.59346(16) 0.0239(5) Uani 1 1 d . . . . .
H201 H 0.1908 0.1658 0.5924 0.029 Uiso 1 1 calc R U . . .
H202 H 0.1857 0.2642 0.5450 0.029 Uiso 1 1 calc R U . . .
C21 C 0.07539(18) 0.2444(2) 0.59846(18) 0.0281(6) Uani 1 1 d . . . . .
H211 H 0.0641 0.2188 0.6478 0.034 Uiso 1 1 calc R U . . .
H212 H 0.0574 0.3133 0.5951 0.034 Uiso 1 1 calc R U . . .
C22 C 0.02042(18) 0.1880(2) 0.53449(16) 0.0243(5) Uani 1 1 d . . . . .
H221 H 0.0385 0.2064 0.4857 0.029 Uiso 1 1 calc R U . . .
H222 H 0.0313 0.1178 0.5423 0.029 Uiso 1 1 calc R U . . .
N23 N -0.07763(15) 0.20987(18) 0.53248(14) 0.0221(5) Uani 1 1 d . . . . .
H231 H -0.090(3) 0.179(3) 0.570(2) 0.037(10) Uiso 1 1 d . . . . .
H232 H -0.083(3) 0.270(3) 0.534(2) 0.036(10) Uiso 1 1 d . . . . .
C24 C -0.13428(18) 0.1742(2) 0.46236(16) 0.0240(5) Uani 1 1 d . . . . .
H241 H -0.1338 0.1025 0.4620 0.029 Uiso 1 1 calc R U . . .
H242 H -0.1094 0.1972 0.4176 0.029 Uiso 1 1 calc R U . . .
C25 C -0.22945(19) 0.2099(2) 0.45784(18) 0.0282(6) Uani 1 1 d . . . . .
F251 F -0.23557(14) 0.30587(15) 0.44847(15) 0.0497(6) Uani 1 1 d . . . . .
F252 F -0.26372(12) 0.18992(15) 0.52039(10) 0.0346(4) Uani 1 1 d . . . . .
F253 F -0.28227(12) 0.16928(16) 0.39929(11) 0.0389(4) Uani 1 1 d . . . . .
C30 C 0.56439(18) 0.2774(2) 0.68204(16) 0.0250(5) Uani 1 1 d . . . . .
H301 H 0.5492 0.2447 0.7275 0.030 Uiso 1 1 calc R U . . .
H302 H 0.5583 0.3479 0.6894 0.030 Uiso 1 1 calc R U . . .
C31 C 0.66307(18) 0.2554(2) 0.67696(17) 0.0275(6) Uani 1 1 d . . . . .
H311 H 0.6722 0.1847 0.6738 0.033 Uiso 1 1 calc R U . . .
H312 H 0.6797 0.2860 0.6311 0.033 Uiso 1 1 calc R U . . .
C32 C 0.72060(18) 0.2956(2) 0.74737(17) 0.0280(6) Uani 1 1 d . . . . .
H321 H 0.7076 0.3654 0.7521 0.034 Uiso 1 1 calc R U . . .
H322 H 0.7058 0.2621 0.7927 0.034 Uiso 1 1 calc R U . . .
N33 N 0.81891(15) 0.28219(18) 0.74346(14) 0.0227(5) Uani 1 1 d . . . . .
H331 H 0.828(3) 0.225(3) 0.740(2) 0.044(12) Uiso 1 1 d . . . . .
H332 H 0.833(3) 0.317(3) 0.701(2) 0.038(10) Uiso 1 1 d . . . . .
C34 C 0.87571(18) 0.3183(2) 0.81321(16) 0.0255(5) Uani 1 1 d . . . . .
H341 H 0.8564 0.2874 0.8578 0.031 Uiso 1 1 calc R U . . .
H342 H 0.8671 0.3890 0.8172 0.031 Uiso 1 1 calc R U . . .
C35 C 0.97319(19) 0.2976(2) 0.81385(17) 0.0274(6) Uani 1 1 d . . . . .
F351 F 0.99004(14) 0.20475(15) 0.80676(17) 0.0560(7) Uani 1 1 d . . . . .
F352 F 1.00496(12) 0.34384(17) 0.75730(11) 0.0409(5) Uani 1 1 d . . . . .
F353 F 1.02176(12) 0.32893(16) 0.87839(11) 0.0384(4) Uani 1 1 d . . . . .
Cl1 Cl 0.43914(5) 0.45380(5) 0.80652(4) 0.02890(16) Uani 1 1 d . . . . .
O11 O 0.41795(17) 0.36945(19) 0.76096(15) 0.0447(6) Uani 1 1 d . . . . .
O12 O 0.5087(2) 0.4321(2) 0.86848(16) 0.0545(7) Uani 1 1 d . . . . .
O13 O 0.4642(3) 0.5325(3) 0.76397(19) 0.0876(14) Uani 1 1 d . . . . .
O14 O 0.3590(2) 0.4787(3) 0.83559(17) 0.0656(9) Uani 1 1 d . . . . .
Cl2 Cl 0.28363(5) 0.06020(5) 0.46493(4) 0.02910(16) Uani 1 1 d . . . . .
O21 O 0.30612(16) 0.16071(16) 0.47824(15) 0.0389(5) Uani 1 1 d . . . . .
O22 O 0.2241(2) 0.02853(18) 0.51335(18) 0.0569(8) Uani 1 1 d . . . . .
O23 O 0.2457(3) 0.0424(3) 0.38765(17) 0.0788(13) Uani 1 1 d . . . . .
O24 O 0.3653(2) 0.0065(2) 0.4797(2) 0.0697(10) Uani 1 1 d . . . . .
Cl3 Cl -0.00811(5) 0.60021(5) 0.59651(4) 0.02928(16) Uani 1 1 d . . . . .
O31 O 0.01335(15) 0.51237(16) 0.64036(14) 0.0355(5) Uani 1 1 d . . . . .
O32 O 0.0141(2) 0.68360(18) 0.64425(15) 0.0502(7) Uani 1 1 d . . . . .
O33 O -0.10136(18) 0.6008(2) 0.56616(16) 0.0503(7) Uani 1 1 d . . . . .
O34 O 0.0437(2) 0.60411(18) 0.53599(17) 0.0506(7) Uani 1 1 d . . . . .
O41 O -0.29359(17) 0.47006(18) 0.59099(15) 0.0437(6) Uani 1 1 d D . . . .
Cl4A Cl -0.30176(8) 0.54492(8) 0.64213(11) 0.0344(3) Uani 0.833(5) 1 d D . P A
1
O42A O -0.2261(3) 0.5412(3) 0.7018(2) 0.0526(11) Uani 0.833(5) 1 d D . P A 1
O43A O -0.3820(3) 0.5287(5) 0.6734(4) 0.0712(17) Uani 0.833(5) 1 d D . P A 1
O44A O -0.3056(3) 0.6363(3) 0.6036(2) 0.0601(12) Uani 0.833(5) 1 d D . P A 1
Cl4B Cl -0.2909(5) 0.5298(5) 0.6712(5) 0.0344(3) Uani 0.167(5) 1 d D . P A 2
O42B O -0.2141(8) 0.5067(15) 0.7264(9) 0.045(5) Uani 0.167(5) 1 d D . P A 2
O43B O -0.3708(8) 0.5043(13) 0.7003(13) 0.063(10) Uani 0.167(5) 1 d D . P A 2
O44B O -0.2919(11) 0.6310(6) 0.6527(14) 0.066(7) Uani 0.167(5) 1 d D . P A 2
O1W O -0.12998(17) 0.11732(16) 0.66008(14) 0.0278(4) Uani 1 1 d . . . B 2
H11W H -0.162(3) 0.087(3) 0.646(3) 0.042(14) Uiso 1 1 d . . . C 2
H12W H -0.087(3) 0.088(3) 0.687(3) 0.054(13) Uiso 1 1 d . . . D 2
O2W O -0.12907(16) 0.37325(15) 0.61593(13) 0.0274(4) Uani 1 1 d . . . E 2
H21W H -0.093(3) 0.421(4) 0.624(3) 0.053(13) Uiso 1 1 d . . . F 2
H22W H -0.169(3) 0.407(3) 0.600(2) 0.044(12) Uiso 1 1 d . . . G 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N4 1.988(2) . ?
Cu1 N11 1.993(2) . ?
Cu1 N1 2.064(2) . ?
Cu1 N8 2.071(2) . ?
N1 C14 1.482(4) . ?
N1 C20 1.501(4) . ?
N1 C2 1.529(4) . ?
C2 C3 1.509(5) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.471(4) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.466(4) . ?
N4 H41 0.95(6) . ?
C5 C6 1.509(5) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.495(5) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N8 1.472(4) . ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
N8 C30 1.490(4) . ?
N8 C9 1.535(4) . ?
C9 C10 1.508(5) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
C10 N11 1.452(4) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
N11 C12 1.502(4) . ?
N11 H111 0.81(5) . ?
C12 C13 1.505(5) . ?
C12 H121 0.9900 . ?
C12 H122 0.9900 . ?
C13 C14 1.500(5) . ?
C13 H131 0.9900 . ?
C13 H132 0.9900 . ?
C14 H141 0.9900 . ?
C14 H142 0.9900 . ?
C20 C21 1.528(4) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
C21 C22 1.514(4) . ?
C21 H211 0.9900 . ?
C21 H212 0.9900 . ?
C22 N23 1.503(3) . ?
C22 H221 0.9900 . ?
C22 H222 0.9900 . ?
N23 C24 1.482(3) . ?
N23 H231 0.84(4) . ?
N23 H232 0.84(4) . ?
C24 C25 1.506(4) . ?
C24 H241 0.9900 . ?
C24 H242 0.9900 . ?
C25 F253 1.332(3) . ?
C25 F252 1.336(4) . ?
C25 F251 1.338(4) . ?
C30 C31 1.535(4) . ?
C30 H301 0.9900 . ?
C30 H302 0.9900 . ?
C31 C32 1.513(4) . ?
C31 H311 0.9900 . ?
C31 H312 0.9900 . ?
C32 N33 1.506(3) . ?
C32 H321 0.9900 . ?
C32 H322 0.9900 . ?
N33 C34 1.480(3) . ?
N33 H331 0.81(5) . ?
N33 H332 0.94(4) . ?
C34 C35 1.495(4) . ?
C34 H341 0.9900 . ?
C34 H342 0.9900 . ?
C35 F351 1.318(4) . ?
C35 F353 1.334(3) . ?
C35 F352 1.349(4) . ?
Cl1 O13 1.413(3) . ?
Cl1 O12 1.427(3) . ?
Cl1 O11 1.428(2) . ?
Cl1 O14 1.433(3) . ?
Cl2 O22 1.414(2) . ?
Cl2 O24 1.424(3) . ?
Cl2 O23 1.428(3) . ?
Cl2 O21 1.440(2) . ?
Cl3 O33 1.421(3) . ?
Cl3 O34 1.436(3) . ?
Cl3 O32 1.441(3) . ?
Cl3 O31 1.453(2) . ?
O41 Cl4A 1.400(3) . ?
O41 Cl4B 1.650(6) . ?
Cl4A O42A 1.430(4) . ?
Cl4A O43A 1.431(5) . ?
Cl4A O44A 1.435(4) . ?
Cl4B O42B 1.429(5) . ?
Cl4B O43B 1.431(5) . ?
Cl4B O44B 1.437(5) . ?
O1W H11W 0.65(5) . ?
O1W H12W 0.84(5) . ?
O2W H21W 0.85(5) . ?
O2W H22W 0.79(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
N4 Cu1 N11 178.98(11) . . ?
N4 Cu1 N1 87.25(11) . . ?
N11 Cu1 N1 93.75(11) . . ?
N4 Cu1 N8 92.32(11) . . ?
N11 Cu1 N8 86.67(11) . . ?
N1 Cu1 N8 178.69(10) . . ?
C14 N1 C20 112.8(2) . . ?
C14 N1 C2 107.3(3) . . ?
C20 N1 C2 111.3(2) . . ?
C14 N1 Cu1 114.05(19) . . ?
C20 N1 Cu1 108.42(16) . . ?
C2 N1 Cu1 102.51(18) . . ?
C3 C2 N1 110.0(3) . . ?
C3 C2 H21 109.7 . . ?
N1 C2 H21 109.7 . . ?
C3 C2 H22 109.7 . . ?
N1 C2 H22 109.7 . . ?
H21 C2 H22 108.2 . . ?
N4 C3 C2 110.3(3) . . ?
N4 C3 H31 109.6 . . ?
C2 C3 H31 109.6 . . ?
N4 C3 H32 109.6 . . ?
C2 C3 H32 109.6 . . ?
H31 C3 H32 108.1 . . ?
C5 N4 C3 112.0(3) . . ?
C5 N4 Cu1 117.2(2) . . ?
C3 N4 Cu1 110.07(19) . . ?
C5 N4 H41 106(3) . . ?
C3 N4 H41 108(3) . . ?
Cu1 N4 H41 103(3) . . ?
N4 C5 C6 113.5(3) . . ?
N4 C5 H51 108.9 . . ?
C6 C5 H51 108.9 . . ?
N4 C5 H52 108.9 . . ?
C6 C5 H52 108.9 . . ?
H51 C5 H52 107.7 . . ?
C7 C6 C5 116.7(3) . . ?
C7 C6 H61 108.1 . . ?
C5 C6 H61 108.1 . . ?
C7 C6 H62 108.1 . . ?
C5 C6 H62 108.1 . . ?
H61 C6 H62 107.3 . . ?
N8 C7 C6 113.5(3) . . ?
N8 C7 H71 108.9 . . ?
C6 C7 H71 108.9 . . ?
N8 C7 H72 108.9 . . ?
C6 C7 H72 108.9 . . ?
H71 C7 H72 107.7 . . ?
C7 N8 C30 111.9(2) . . ?
C7 N8 C9 108.3(3) . . ?
C30 N8 C9 111.4(2) . . ?
C7 N8 Cu1 110.79(19) . . ?
C30 N8 Cu1 110.48(17) . . ?
C9 N8 Cu1 103.67(18) . . ?
C10 C9 N8 109.1(3) . . ?
C10 C9 H91 109.9 . . ?
N8 C9 H91 109.9 . . ?
C10 C9 H92 109.9 . . ?
N8 C9 H92 109.9 . . ?
H91 C9 H92 108.3 . . ?
N11 C10 C9 108.9(3) . . ?
N11 C10 H101 109.9 . . ?
C9 C10 H101 109.9 . . ?
N11 C10 H102 109.9 . . ?
C9 C10 H102 109.9 . . ?
H101 C10 H102 108.3 . . ?
C10 N11 C12 111.0(3) . . ?
C10 N11 Cu1 109.00(19) . . ?
C12 N11 Cu1 117.3(2) . . ?
C10 N11 H111 115(3) . . ?
C12 N11 H111 100(3) . . ?
Cu1 N11 H111 105(3) . . ?
N11 C12 C13 112.5(3) . . ?
N11 C12 H121 109.1 . . ?
C13 C12 H121 109.1 . . ?
N11 C12 H122 109.1 . . ?
C13 C12 H122 109.1 . . ?
H121 C12 H122 107.8 . . ?
C14 C13 C12 114.5(3) . . ?
C14 C13 H131 108.6 . . ?
C12 C13 H131 108.6 . . ?
C14 C13 H132 108.6 . . ?
C12 C13 H132 108.6 . . ?
H131 C13 H132 107.6 . . ?
N1 C14 C13 112.4(3) . . ?
N1 C14 H141 109.1 . . ?
C13 C14 H141 109.1 . . ?
N1 C14 H142 109.1 . . ?
C13 C14 H142 109.1 . . ?
H141 C14 H142 107.8 . . ?
N1 C20 C21 114.9(2) . . ?
N1 C20 H201 108.5 . . ?
C21 C20 H201 108.5 . . ?
N1 C20 H202 108.5 . . ?
C21 C20 H202 108.5 . . ?
H201 C20 H202 107.5 . . ?
C22 C21 C20 109.7(2) . . ?
C22 C21 H211 109.7 . . ?
C20 C21 H211 109.7 . . ?
C22 C21 H212 109.7 . . ?
C20 C21 H212 109.7 . . ?
H211 C21 H212 108.2 . . ?
N23 C22 C21 109.2(2) . . ?
N23 C22 H221 109.8 . . ?
C21 C22 H221 109.8 . . ?
N23 C22 H222 109.8 . . ?
C21 C22 H222 109.8 . . ?
H221 C22 H222 108.3 . . ?
C24 N23 C22 112.4(2) . . ?
C24 N23 H231 110(3) . . ?
C22 N23 H231 103(3) . . ?
C24 N23 H232 108(3) . . ?
C22 N23 H232 107(3) . . ?
H231 N23 H232 116(4) . . ?
N23 C24 C25 110.4(2) . . ?
N23 C24 H241 109.6 . . ?
C25 C24 H241 109.6 . . ?
N23 C24 H242 109.6 . . ?
C25 C24 H242 109.6 . . ?
H241 C24 H242 108.1 . . ?
F253 C25 F252 108.0(2) . . ?
F253 C25 F251 107.4(3) . . ?
F252 C25 F251 106.4(3) . . ?
F253 C25 C24 110.2(2) . . ?
F252 C25 C24 112.5(2) . . ?
F251 C25 C24 112.2(2) . . ?
N8 C30 C31 115.6(2) . . ?
N8 C30 H301 108.4 . . ?
C31 C30 H301 108.4 . . ?
N8 C30 H302 108.4 . . ?
C31 C30 H302 108.4 . . ?
H301 C30 H302 107.4 . . ?
C32 C31 C30 107.9(2) . . ?
C32 C31 H311 110.1 . . ?
C30 C31 H311 110.1 . . ?
C32 C31 H312 110.1 . . ?
C30 C31 H312 110.1 . . ?
H311 C31 H312 108.4 . . ?
N33 C32 C31 110.5(2) . . ?
N33 C32 H321 109.6 . . ?
C31 C32 H321 109.6 . . ?
N33 C32 H322 109.6 . . ?
C31 C32 H322 109.6 . . ?
H321 C32 H322 108.1 . . ?
C34 N33 C32 110.9(2) . . ?
C34 N33 H331 109(3) . . ?
C32 N33 H331 108(3) . . ?
C34 N33 H332 109(2) . . ?
C32 N33 H332 109(2) . . ?
H331 N33 H332 112(4) . . ?
N33 C34 C35 112.0(2) . . ?
N33 C34 H341 109.2 . . ?
C35 C34 H341 109.2 . . ?
N33 C34 H342 109.2 . . ?
C35 C34 H342 109.2 . . ?
H341 C34 H342 107.9 . . ?
F351 C35 F353 108.2(3) . . ?
F351 C35 F352 106.9(3) . . ?
F353 C35 F352 106.5(2) . . ?
F351 C35 C34 113.0(2) . . ?
F353 C35 C34 110.1(2) . . ?
F352 C35 C34 111.9(3) . . ?
O13 Cl1 O12 110.67(18) . . ?
O13 Cl1 O11 112.0(2) . . ?
O12 Cl1 O11 109.82(17) . . ?
O13 Cl1 O14 109.0(3) . . ?
O12 Cl1 O14 108.91(19) . . ?
O11 Cl1 O14 106.2(2) . . ?
O22 Cl2 O24 109.9(2) . . ?
O22 Cl2 O23 110.2(2) . . ?
O24 Cl2 O23 106.7(2) . . ?
O22 Cl2 O21 110.66(15) . . ?
O24 Cl2 O21 107.40(17) . . ?
O23 Cl2 O21 111.83(18) . . ?
O33 Cl3 O34 109.73(19) . . ?
O33 Cl3 O32 109.93(18) . . ?
O34 Cl3 O32 108.35(18) . . ?
O33 Cl3 O31 109.28(15) . . ?
O34 Cl3 O31 109.75(15) . . ?
O32 Cl3 O31 109.79(15) . . ?
O41 Cl4A O42A 108.5(2) . . ?
O41 Cl4A O43A 108.1(3) . . ?
O42A Cl4A O43A 108.9(3) . . ?
O41 Cl4A O44A 109.7(2) . . ?
O42A Cl4A O44A 110.8(2) . . ?
O43A Cl4A O44A 110.8(3) . . ?
O42B Cl4B O43B 109.1(5) . . ?
O42B Cl4B O44B 110.7(5) . . ?
O43B Cl4B O44B 110.2(5) . . ?
O42B Cl4B O41 113.0(9) . . ?
O43B Cl4B O41 106.9(10) . . ?
O44B Cl4B O41 106.7(9) . . ?
H11W O1W H12W 110(5) . . ?
H21W O2W H22W 91(4) . . ?

_refine_diff_density_max         1.637
_refine_diff_density_min         -0.661
_refine_diff_density_rms         0.096

####################################################################### 
# 
# 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_cucpaf3baz
_database_code_depnum_ccdc_archive 'CCDC 2203693'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C20 H40 Cu F6 N6, 2(Cl O4)'
_chemical_formula_sum            'C20 H40 Cl2 Cu F6 N6 O8'
_chemical_formula_weight         741.02

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'

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

_cell_length_a                   32.5700(13)
_cell_length_b                   8.3885(4)
_cell_length_c                   21.7903(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5953.4(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_min      2.2491
_cell_measurement_theta_max      27.2706

_exptl_crystal_description       prism
_exptl_crystal_colour            red-magenta
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_F_000             3064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.251
_exptl_crystal_size_mid          0.176
_exptl_crystal_size_min          0.068
_exptl_absorpt_coefficient_mu    1.005
_shelx_estimated_absorpt_T_min   0.787
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            52625
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_limit_h_min       -41
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.249
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             13482
_reflns_number_gt                11985
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.948
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XM, VERSION 2013/2'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0966P)²+53.0736P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.52(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         13482
_refine_ls_number_parameters     817
_refine_ls_number_restraints     142
_refine_ls_R_factor_all          0.1119
_refine_ls_R_factor_gt           0.1033
_refine_ls_wR_factor_ref         0.2614
_refine_ls_wR_factor_gt          0.2552
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.90234(5) 0.90920(18) 0.08233(10) 0.0330(3) Uani 1 1 d . . . . .
N1A N 0.8885(4) 0.9352(14) -0.0113(5) 0.035(2) Uani 1 1 d . . . . .
C2A C 0.8676(5) 0.7842(18) -0.0280(8) 0.048(3) Uani 1 1 d . . . . .
H2A H 0.8879 0.6970 -0.0317 0.058 Uiso 1 1 calc R U . . .
H2B H 0.8534 0.7963 -0.0679 0.058 Uiso 1 1 calc R U . . .
C3A C 0.8357(5) 0.7441(16) 0.0234(8) 0.051(4) Uani 1 1 d . . . . .
H3A H 0.8136 0.8250 0.0239 0.061 Uiso 1 1 calc R U . . .
H3B H 0.8233 0.6384 0.0157 0.061 Uiso 1 1 calc R U . . .
N4A N 0.8581(3) 0.7435(12) 0.0847(7) 0.046(3) Uani 1 1 d . . . . .
H4A H 0.8726 0.6386 0.0869 0.055 Uiso 1 1 calc R U . . .
C5A C 0.8307(6) 0.748(2) 0.1380(8) 0.058(5) Uani 1 1 d . . . . .
H5A H 0.8120 0.6554 0.1349 0.070 Uiso 1 1 calc R U . . .
H5B H 0.8136 0.8450 0.1344 0.070 Uiso 1 1 calc R U . . .
C6A C 0.8487(6) 0.747(2) 0.2010(10) 0.063(5) Uani 1 1 d . . . . .
H6A H 0.8261 0.7509 0.2312 0.076 Uiso 1 1 calc R U . . .
H6B H 0.8633 0.6442 0.2070 0.076 Uiso 1 1 calc R U . . .
C7A C 0.8776(5) 0.8785(17) 0.2141(7) 0.042(3) Uani 1 1 d . . . . .
H7A H 0.8624 0.9801 0.2103 0.050 Uiso 1 1 calc R U . . .
H7B H 0.8865 0.8689 0.2574 0.050 Uiso 1 1 calc R U . . .
N8A N 0.9147(4) 0.8894(13) 0.1756(5) 0.036(2) Uani 1 1 d . . . . .
C9A C 0.9369(6) 1.036(2) 0.1901(7) 0.053(4) Uani 1 1 d . . . . .
H9A H 0.9515 1.0225 0.2296 0.063 Uiso 1 1 calc R U . . .
H9B H 0.9172 1.1246 0.1946 0.063 Uiso 1 1 calc R U . . .
C10A C 0.9674(7) 1.075(2) 0.1402(10) 0.073(6) Uani 1 1 d . . . . .
H10A H 0.9802 1.1795 0.1483 0.087 Uiso 1 1 calc R U . . .
H10B H 0.9893 0.9929 0.1392 0.087 Uiso 1 1 calc R U . . .
N11A N 0.9453(3) 1.0780(15) 0.0801(7) 0.045(3) Uani 1 1 d . . . . .
H11A H 0.9300 1.1815 0.0794 0.054 Uiso 1 1 calc R U . . .
C12A C 0.9743(6) 1.085(3) 0.0277(13) 0.086(8) Uani 1 1 d . . . . .
H12A H 0.9915 0.9879 0.0276 0.104 Uiso 1 1 calc R U . . .
H12B H 0.9926 1.1783 0.0328 0.104 Uiso 1 1 calc R U . . .
C13A C 0.9518(6) 1.098(2) -0.0329(10) 0.070(6) Uani 1 1 d . . . . .
H13A H 0.9344 1.1948 -0.0320 0.085 Uiso 1 1 calc R U . . .
H13B H 0.9723 1.1127 -0.0660 0.085 Uiso 1 1 calc R U . . .
C14A C 0.9252(5) 0.957(2) -0.0485(7) 0.051(4) Uani 1 1 d . . . . .
H14A H 0.9167 0.9662 -0.0920 0.061 Uiso 1 1 calc R U . . .
H14B H 0.9422 0.8590 -0.0450 0.061 Uiso 1 1 calc R U . . .
C20A C 0.8611(4) 1.0726(17) -0.0141(6) 0.036(3) Uani 1 1 d . . . . .
H20A H 0.8771 1.1691 -0.0038 0.044 Uiso 1 1 calc R U . . .
H20B H 0.8398 1.0597 0.0179 0.044 Uiso 1 1 calc R U . . .
C21A C 0.8392(5) 1.102(2) -0.0762(7) 0.051(4) Uani 1 1 d . . . . .
H21A H 0.8598 1.1076 -0.1096 0.062 Uiso 1 1 calc R U . . .
H21B H 0.8203 1.0127 -0.0851 0.062 Uiso 1 1 calc R U . . .
C22A C 0.8152(5) 1.258(2) -0.0734(8) 0.052(4) Uani 1 1 d . . . . .
H22A H 0.7965 1.2540 -0.0377 0.062 Uiso 1 1 calc R U . . .
H22B H 0.8347 1.3464 -0.0669 0.062 Uiso 1 1 calc R U . . .
N23A N 0.7926(5) 1.288(2) -0.1251(7) 0.061(4) Uani 1 1 d . . . . .
H23A H 0.7782 1.1949 -0.1305 0.073 Uiso 1 1 d R U . . .
C24A C 0.8147(6) 1.353(2) -0.1809(10) 0.073(5) Uani 1 1 d D U . . .
H24A H 0.8445 1.3312 -0.1764 0.087 Uiso 1 1 calc R U . . .
H24B H 0.8050 1.2943 -0.2176 0.087 Uiso 1 1 calc R U . . .
C25A C 0.8093(5) 1.511(2) -0.1903(8) 0.057(5) Uani 1 1 d D . . . .
F25A F 0.8224(5) 1.6093(16) -0.1459(6) 0.095(5) Uani 1 1 d . . . . .
F25B F 0.8336(5) 1.554(2) -0.2390(7) 0.122(6) Uani 1 1 d . . . . .
F25C F 0.7710(4) 1.5523(18) -0.2047(6) 0.089(4) Uani 1 1 d . . . . .
C30A C 0.9410(5) 0.740(2) 0.1825(8) 0.051(4) Uani 1 1 d . . . . .
H30A H 0.9669 0.7550 0.1595 0.061 Uiso 1 1 calc R U . . .
H30B H 0.9263 0.6486 0.1642 0.061 Uiso 1 1 calc R U . . .
C31A C 0.9513(7) 0.701(2) 0.2509(8) 0.064(5) Uani 1 1 d D . . . .
H31A H 0.9271 0.6568 0.2726 0.077 Uiso 0.52(3) 1 calc R U P A 1
H31B H 0.9612 0.7964 0.2730 0.077 Uiso 0.52(3) 1 calc R U P A 1
H31C H 0.9666 0.7914 0.2689 0.077 Uiso 0.48(3) 1 calc R U P A 2
H31D H 0.9254 0.6891 0.2741 0.077 Uiso 0.48(3) 1 calc R U P A 2
C32A C 0.9876(12) 0.567(4) 0.2443(18) 0.053(7) Uani 0.52(3) 1 d . U P A 1
H32A H 0.9791 0.4861 0.2138 0.063 Uiso 0.52(3) 1 calc R U P A 1
H32B H 1.0128 0.6194 0.2286 0.063 Uiso 0.52(3) 1 calc R U P A 1
N33A N 0.9972(8) 0.486(3) 0.3038(12) 0.044(4) Uani 0.52(3) 1 d . U P A 1
H33A H 0.9884 0.3914 0.3150 0.053 Uiso 0.52(3) 1 d R U P A 1
C32C C 0.9769(12) 0.548(3) 0.2589(11) 0.053(7) Uani 0.48(3) 1 d D U P A 2
H32C H 0.9629 0.4560 0.2397 0.063 Uiso 0.48(3) 1 calc R U P A 2
H32D H 1.0043 0.5606 0.2398 0.063 Uiso 0.48(3) 1 calc R U P A 2
N33C N 0.9808(9) 0.524(3) 0.3246(11) 0.044(4) Uani 0.48(3) 1 d D U P A 2
H33C H 0.9643 0.5474 0.3552 0.053 Uiso 0.48(3) 1 d R U P A 2
C34A C 1.0205(7) 0.585(3) 0.3426(13) 0.087(7) Uani 1 1 d . U . . .
H34A H 1.0072 0.5890 0.3835 0.105 Uiso 0.52(3) 1 calc R U P A 1
H34B H 1.0204 0.6950 0.3258 0.105 Uiso 0.52(3) 1 calc R U P A 1
H34C H 1.0145 0.6312 0.3836 0.105 Uiso 0.48(3) 1 calc R U P A 2
H34D H 1.0236 0.6789 0.3153 0.105 Uiso 0.48(3) 1 calc R U P A 2
C35A C 1.0630(6) 0.532(3) 0.3497(10) 0.071(6) Uani 1 1 d . . . . .
F35A F 1.0799(4) 0.5282(18) 0.2870(6) 0.089(4) Uani 1 1 d . . . . .
F35B F 1.0864(5) 0.614(2) 0.3815(7) 0.111(6) Uani 1 1 d . . . . .
F35C F 1.0672(5) 0.378(2) 0.3636(8) 0.118(6) Uani 1 1 d . . . . .
Cu2 Cu 0.64842(5) 1.38656(19) -0.02892(10) 0.0370(4) Uani 1 1 d . . . . .
N1X N 0.6390(4) 1.4030(13) 0.0650(6) 0.042(3) Uani 1 1 d . . . . .
C2X C 0.6161(7) 1.2535(19) 0.0793(9) 0.066(5) Uani 1 1 d . . . . .
H2X H 0.6358 1.1639 0.0816 0.079 Uiso 1 1 calc R U . . .
H2Y H 0.6030 1.2646 0.1200 0.079 Uiso 1 1 calc R U . . .
C3X C 0.5852(6) 1.216(2) 0.0345(9) 0.065(5) Uani 1 1 d . . . . .
H3X H 0.5626 1.2949 0.0373 0.078 Uiso 1 1 calc R U . . .
H3Y H 0.5737 1.1093 0.0431 0.078 Uiso 1 1 calc R U . . .
N4X N 0.6031(4) 1.2192(15) -0.0291(6) 0.048(3) Uani 1 1 d . . . . .
H4X H 0.6169 1.1139 -0.0354 0.058 Uiso 1 1 calc R U . . .
C5X C 0.5722(5) 1.2323(18) -0.0758(7) 0.045(4) Uani 1 1 d . . . . .
H5X H 0.5574 1.3348 -0.0710 0.054 Uiso 1 1 calc R U . . .
H5Y H 0.5520 1.1451 -0.0707 0.054 Uiso 1 1 calc R U . . .
C6X C 0.5905(5) 1.2238(19) -0.1397(7) 0.047(4) Uani 1 1 d . . . . .
H6X H 0.5679 1.2156 -0.1699 0.056 Uiso 1 1 calc R U . . .
H6Y H 0.6071 1.1252 -0.1429 0.056 Uiso 1 1 calc R U . . .
C7X C 0.6177(5) 1.3661(19) -0.1572(6) 0.045(4) Uani 1 1 d . . . . .
H7X H 0.6234 1.3620 -0.2018 0.054 Uiso 1 1 calc R U . . .
H7Y H 0.6025 1.4660 -0.1488 0.054 Uiso 1 1 calc R U . . .
N8X N 0.6567(4) 1.3694(13) -0.1238(5) 0.038(3) Uani 1 1 d . . . . .
C9X C 0.6773(5) 1.5251(18) -0.1390(9) 0.055(4) Uani 1 1 d . . . . .
H9X H 0.6569 1.6126 -0.1379 0.066 Uiso 1 1 calc R U . . .
H9Y H 0.6891 1.5201 -0.1809 0.066 Uiso 1 1 calc R U . . .
C10X C 0.7113(6) 1.557(2) -0.0926(10) 0.063(5) Uani 1 1 d . . . . .
H10X H 0.7327 1.4742 -0.0952 0.075 Uiso 1 1 calc R U . . .
H10Y H 0.7241 1.6624 -0.1005 0.075 Uiso 1 1 calc R U . . .
N11X N 0.6913(4) 1.5556(12) -0.0294(6) 0.041(3) Uani 1 1 d . . . . .
H11X H 0.6772 1.6604 -0.0235 0.050 Uiso 1 1 calc R U . . .
C12X C 0.7234(4) 1.5398(18) 0.0199(6) 0.038(3) Uani 1 1 d . . . . .
H12X H 0.7440 1.6252 0.0146 0.046 Uiso 1 1 calc R U . . .
H12Y H 0.7375 1.4362 0.0151 0.046 Uiso 1 1 calc R U . . .
C13X C 0.7051(5) 1.550(2) 0.0858(9) 0.058(4) Uani 1 1 d . . . . .
H13X H 0.7280 1.5534 0.1158 0.069 Uiso 1 1 calc R U . . .
H13Y H 0.6896 1.6513 0.0897 0.069 Uiso 1 1 calc R U . . .
C14X C 0.6779(6) 1.4167(19) 0.1009(7) 0.053(4) Uani 1 1 d . . . . .
H14X H 0.6706 1.4248 0.1449 0.063 Uiso 1 1 calc R U . . .
H14Y H 0.6936 1.3165 0.0955 0.063 Uiso 1 1 calc R U . . .
C20X C 0.6116(5) 1.5468(17) 0.0755(7) 0.045(4) Uani 1 1 d . . . . .
H20X H 0.6266 1.6431 0.0618 0.055 Uiso 1 1 calc R U . . .
H20Y H 0.5871 1.5358 0.0489 0.055 Uiso 1 1 calc R U . . .
C21X C 0.5970(4) 1.5747(17) 0.1405(7) 0.041(3) Uani 1 1 d . . . . .
H21X H 0.6207 1.5951 0.1678 0.049 Uiso 1 1 calc R U . . .
H21Y H 0.5822 1.4796 0.1559 0.049 Uiso 1 1 calc R U . . .
C22X C 0.5684(5) 1.719(2) 0.1399(7) 0.057(5) Uani 1 1 d . . . . .
H22X H 0.5451 1.6962 0.1121 0.068 Uiso 1 1 calc R U . . .
H22Y H 0.5835 1.8113 0.1231 0.068 Uiso 1 1 calc R U . . .
N23X N 0.5515(4) 1.763(2) 0.2035(8) 0.069(5) Uani 1 1 d . . . . .
H23X H 0.5271 1.7347 0.2168 0.082 Uiso 1 1 calc R U . . .
C24X C 0.5811(6) 1.858(3) 0.2397(12) 0.076(7) Uani 1 1 d . . . . .
H24X H 0.5886 1.7998 0.2777 0.091 Uiso 1 1 calc R U . . .
H24Y H 0.6065 1.8757 0.2156 0.091 Uiso 1 1 calc R U . . .
C25X C 0.5628(5) 2.006(2) 0.2548(7) 0.048(4) Uani 1 1 d . . . . .
F25X F 0.5522(6) 2.1061(18) 0.2095(8) 0.112(5) Uani 1 1 d . U . . .
F25Y F 0.5898(4) 2.0943(16) 0.2889(6) 0.090(4) Uani 1 1 d . . . . .
F25Z F 0.5289(4) 2.003(2) 0.2888(8) 0.111(5) Uani 1 1 d . U . . .
C30X C 0.6836(4) 1.2305(15) -0.1374(6) 0.035(3) Uani 1 1 d . . . . .
H30X H 0.7093 1.2426 -0.1136 0.042 Uiso 1 1 calc R U . . .
H30Y H 0.6697 1.1329 -0.1225 0.042 Uiso 1 1 calc R U . . .
C31X C 0.6946(6) 1.206(2) -0.2026(9) 0.064(5) Uani 1 1 d . . . . .
H31X H 0.7087 1.3034 -0.2175 0.077 Uiso 1 1 calc R U . . .
H31Y H 0.6689 1.1953 -0.2266 0.077 Uiso 1 1 calc R U . . .
C32X C 0.7211(7) 1.066(3) -0.2158(9) 0.068(5) Uani 1 1 d . . . . .
H32X H 0.7045 0.9679 -0.2124 0.081 Uiso 1 1 calc R U . . .
H32Y H 0.7432 1.0608 -0.1846 0.081 Uiso 1 1 calc R U . . .
N33X N 0.7404(7) 1.074(3) -0.2794(11) 0.106(7) Uani 1 1 d . U . . .
H33Y H 0.7384 1.1590 -0.3027 0.127 Uiso 1 1 calc R U . . .
C34X C 0.7613(6) 0.937(3) -0.2986(9) 0.064(5) Uani 1 1 d . . . . .
H34X H 0.7566 0.9180 -0.3428 0.077 Uiso 1 1 calc R U . . .
H34Y H 0.7519 0.8430 -0.2753 0.077 Uiso 1 1 calc R U . . .
C35X C 0.8045(8) 0.968(3) -0.2868(9) 0.072(6) Uani 1 1 d . . . . .
F35X F 0.8134(3) 0.9514(15) -0.2282(5) 0.072(3) Uani 1 1 d . . . . .
F35Y F 0.8237(8) 1.089(3) -0.3066(10) 0.162(10) Uani 1 1 d . . . . .
F35Z F 0.8255(4) 0.8395(19) -0.3133(7) 0.098(4) Uani 1 1 d . U . . .
Cl1 Cl 0.84266(13) 1.3131(4) 0.12964(18) 0.0462(9) Uani 1 1 d . . . . .
O11 O 0.8443(4) 1.1430(12) 0.1237(5) 0.056(3) Uani 1 1 d . . . . .
O12 O 0.8031(4) 1.3574(16) 0.1520(7) 0.073(4) Uani 1 1 d . . . . .
O13 O 0.8726(5) 1.3675(17) 0.1735(6) 0.073(4) Uani 1 1 d . . . . .
O14 O 0.8504(5) 1.3865(14) 0.0729(6) 0.080(4) Uani 1 1 d . U . . .
Cl5 Cl 0.97148(17) 0.5479(5) 0.0437(3) 0.0726(16) Uani 1 1 d . . . . .
O21X O 0.9422(7) 0.664(3) 0.0502(11) 0.048(5) Uani 0.545(14) 1 d . . P B 1
O22X O 0.9307(8) 0.465(3) 0.0450(13) 0.072(5) Uani 0.545(14) 1 d . U P B 1
O23X O 0.9963(10) 0.503(3) 0.0903(16) 0.083(6) Uani 0.545(14) 1 d . U P B 1
O21Y O 0.9617(9) 0.721(3) 0.0434(14) 0.048(5) Uani 0.455(14) 1 d . . P B 2
O22Y O 0.9628(9) 0.428(4) 0.0874(17) 0.072(5) Uani 0.455(14) 1 d . U P B 2
O23Y O 1.0094(11) 0.617(4) 0.0952(18) 0.083(6) Uani 0.455(14) 1 d . U P B 2
O24 O 0.9923(6) 0.511(2) -0.0058(11) 0.117(7) Uani 1 1 d . . . . .
Cl3 Cl 0.58560(12) 1.7893(4) -0.06872(19) 0.0434(8) Uani 1 1 d . . . . .
O31X O 0.5869(8) 1.620(3) -0.0619(13) 0.042(4) Uani 0.61(4) 1 d . U P C 1
O32X O 0.6241(8) 1.857(3) -0.0846(16) 0.063(6) Uani 0.61(4) 1 d . U P C 1
O33X O 0.5849(15) 1.872(4) -0.0113(19) 0.060(9) Uani 0.61(4) 1 d . . P C 1
O31Y O 0.6020(13) 1.633(5) -0.060(2) 0.042(4) Uani 0.39(4) 1 d . U P C 2
O32Y O 0.6175(14) 1.841(5) -0.115(2) 0.063(6) Uani 0.39(4) 1 d . U P C 2
O33Y O 0.570(2) 1.842(7) -0.010(3) 0.060(9) Uani 0.39(4) 1 d . . P C 2
O34 O 0.5509(5) 1.816(2) -0.1026(9) 0.091(5) Uani 1 1 d . . . . .
Cl4 Cl 0.71818(11) 1.0084(4) 0.00397(18) 0.0374(7) Uani 1 1 d . . . . .
O41X O 0.7077(6) 1.1787(19) -0.0027(9) 0.039(4) Uani 0.65(2) 1 d . U P D 1
O42X O 0.7387(7) 0.968(3) -0.0562(10) 0.050(5) Uani 0.65(2) 1 d . . P D 1
O43X O 0.7485(9) 0.981(3) 0.0506(12) 0.070(6) Uani 0.65(2) 1 d . . P D 1
O44X O 0.6828(10) 0.917(3) 0.0061(17) 0.097(8) Uani 0.65(2) 1 d . U P D 1
O41Y O 0.6921(12) 1.138(4) -0.0044(18) 0.039(4) Uani 0.35(2) 1 d . U P D 2
O42Y O 0.7237(14) 0.932(6) -0.045(2) 0.050(5) Uani 0.35(2) 1 d . . P D 2
O43Y O 0.7516(19) 1.054(5) 0.049(2) 0.070(6) Uani 0.35(2) 1 d . . P D 2
O44Y O 0.6892(19) 0.898(7) 0.044(3) 0.097(8) Uani 0.35(2) 1 d . U P D 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N11A 1.990(11) . ?
Cu1 N4A 2.003(11) . ?
Cu1 N8A 2.078(12) . ?
Cu1 N1A 2.100(10) . ?
N1A C14A 1.46(2) . ?
N1A C20A 1.461(17) . ?
N1A C2A 1.484(18) . ?
C2A C3A 1.56(3) . ?
C2A H2A 0.9900 . ?
C2A H2B 0.9900 . ?
C3A N4A 1.521(19) . ?
C3A H3A 0.9900 . ?
C3A H3B 0.9900 . ?
N4A C5A 1.46(2) . ?
N4A H4A 1.0000 . ?
C5A C6A 1.49(3) . ?
C5A H5A 0.9900 . ?
C5A H5B 0.9900 . ?
C6A C7A 1.48(2) . ?
C6A H6A 0.9900 . ?
C6A H6B 0.9900 . ?
C7A N8A 1.48(2) . ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
N8A C9A 1.458(18) . ?
N8A C30A 1.524(19) . ?
C9A C10A 1.51(3) . ?
C9A H9A 0.9900 . ?
C9A H9B 0.9900 . ?
C10A N11A 1.49(2) . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
N11A C12A 1.48(3) . ?
N11A H11A 1.0000 . ?
C12A C13A 1.51(3) . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
C13A C14A 1.51(3) . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C14A H14A 0.9900 . ?
C14A H14B 0.9900 . ?
C20A C21A 1.55(2) . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C21A C22A 1.52(2) . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A N23A 1.37(2) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
N23A C24A 1.51(3) . ?
N23A H23A 0.9202 . ?
C24A C25A 1.36(2) . ?
C24A H24A 0.9900 . ?
C24A H24B 0.9900 . ?
C25A F25C 1.33(2) . ?
C25A F25A 1.338(19) . ?
C25A F25B 1.37(2) . ?
C30A C31A 1.56(2) . ?
C30A H30A 0.9900 . ?
C30A H30B 0.9900 . ?
C31A C32C 1.539(4) . ?
C31A C32A 1.64(4) . ?
C31A H31A 0.9900 . ?
C31A H31B 0.9900 . ?
C31A H31C 0.9900 . ?
C31A H31D 0.9900 . ?
C32A N33A 1.50(4) . ?
C32A H32A 0.9900 . ?
C32A H32B 0.9900 . ?
N33A C34A 1.41(4) . ?
N33A H33A 0.8800 . ?
C32C N33C 1.450(4) . ?
C32C H32C 0.9900 . ?
C32C H32D 0.9900 . ?
N33C C34A 1.44(4) . ?
N33C H33C 0.8800 . ?
C34A C35A 1.46(3) . ?
C34A H34A 0.9900 . ?
C34A H34B 0.9900 . ?
C34A H34C 0.9900 . ?
C34A H34D 0.9900 . ?
C35A F35B 1.24(3) . ?
C35A F35C 1.33(3) . ?
C35A F35A 1.47(2) . ?
Cu2 N11X 1.990(11) . ?
Cu2 N4X 2.036(12) . ?
Cu2 N1X 2.073(13) . ?
Cu2 N8X 2.090(12) . ?
N1X C2X 1.492(19) . ?
N1X C14X 1.49(2) . ?
N1X C20X 1.520(19) . ?
C2X C3X 1.44(3) . ?
C2X H2X 0.9900 . ?
C2X H2Y 0.9900 . ?
C3X N4X 1.51(2) . ?
C3X H3X 0.9900 . ?
C3X H3Y 0.9900 . ?
N4X C5X 1.44(2) . ?
N4X H4X 1.0000 . ?
C5X C6X 1.52(2) . ?
C5X H5X 0.9900 . ?
C5X H5Y 0.9900 . ?
C6X C7X 1.53(2) . ?
C6X H6X 0.9900 . ?
C6X H6Y 0.9900 . ?
C7X N8X 1.46(2) . ?
C7X H7X 0.9900 . ?
C7X H7Y 0.9900 . ?
N8X C30X 1.489(16) . ?
N8X C9X 1.505(19) . ?
C9X C10X 1.52(3) . ?
C9X H9X 0.9900 . ?
C9X H9Y 0.9900 . ?
C10X N11X 1.52(2) . ?
C10X H10X 0.9900 . ?
C10X H10Y 0.9900 . ?
N11X C12X 1.504(19) . ?
N11X H11X 1.0000 . ?
C12X C13X 1.56(2) . ?
C12X H12X 0.9900 . ?
C12X H12Y 0.9900 . ?
C13X C14X 1.47(2) . ?
C13X H13X 0.9900 . ?
C13X H13Y 0.9900 . ?
C14X H14X 0.9900 . ?
C14X H14Y 0.9900 . ?
C20X C21X 1.513(19) . ?
C20X H20X 0.9900 . ?
C20X H20Y 0.9900 . ?
C21X C22X 1.52(2) . ?
C21X H21X 0.9900 . ?
C21X H21Y 0.9900 . ?
C22X N23X 1.54(2) . ?
C22X H22X 0.9900 . ?
C22X H22Y 0.9900 . ?
N23X C24X 1.48(2) . ?
N23X H23X 0.8800 . ?
C24X C25X 1.42(2) . ?
C24X H24X 0.9900 . ?
C24X H24Y 0.9900 . ?
C25X F25Z 1.33(2) . ?
C25X F25X 1.34(2) . ?
C25X F25Y 1.370(19) . ?
C30X C31X 1.48(2) . ?
C30X H30X 0.9900 . ?
C30X H30Y 0.9900 . ?
C31X C32X 1.49(2) . ?
C31X H31X 0.9900 . ?
C31X H31Y 0.9900 . ?
C32X N33X 1.52(3) . ?
C32X H32X 0.9900 . ?
C32X H32Y 0.9900 . ?
N33X C34X 1.40(3) . ?
N33X H33Y 0.8800 . ?
C34X C35X 1.45(3) . ?
C34X H34X 0.9900 . ?
C34X H34Y 0.9900 . ?
C35X F35Y 1.27(3) . ?
C35X F35X 1.32(2) . ?
C35X F35Z 1.40(2) . ?
Cl1 O14 1.404(12) . ?
Cl1 O12 1.426(14) . ?
Cl1 O11 1.434(10) . ?
Cl1 O13 1.438(14) . ?
Cl5 O24 1.311(18) . ?
Cl5 O23X 1.35(3) . ?
Cl5 O21X 1.37(2) . ?
Cl5 O22Y 1.41(4) . ?
Cl5 O21Y 1.49(3) . ?
Cl5 O22X 1.50(3) . ?
Cl5 O23Y 1.77(4) . ?
O21X O22X 1.71(4) . ?
Cl3 O34 1.369(17) . ?
Cl3 O32X 1.42(3) . ?
Cl3 O31X 1.43(3) . ?
Cl3 O31Y 1.43(4) . ?
Cl3 O33X 1.43(4) . ?
Cl3 O33Y 1.46(7) . ?
Cl3 O32Y 1.51(5) . ?
Cl4 O42Y 1.25(4) . ?
Cl4 O44X 1.39(3) . ?
Cl4 O41Y 1.39(3) . ?
Cl4 O43X 1.44(2) . ?
Cl4 O41X 1.476(16) . ?
Cl4 O43Y 1.51(4) . ?
Cl4 O42X 1.510(19) . ?
Cl4 O44Y 1.59(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
N11A Cu1 N4A 178.6(5) . . ?
N11A Cu1 N8A 86.8(5) . . ?
N4A Cu1 N8A 93.4(5) . . ?
N11A Cu1 N1A 93.0(5) . . ?
N4A Cu1 N1A 86.7(5) . . ?
N8A Cu1 N1A 178.2(5) . . ?
C14A N1A C20A 112.5(12) . . ?
C14A N1A C2A 110.2(12) . . ?
C20A N1A C2A 112.4(11) . . ?
C14A N1A Cu1 112.3(9) . . ?
C20A N1A Cu1 104.7(7) . . ?
C2A N1A Cu1 104.4(9) . . ?
N1A C2A C3A 108.2(12) . . ?
N1A C2A H2A 110.1 . . ?
C3A C2A H2A 110.1 . . ?
N1A C2A H2B 110.1 . . ?
C3A C2A H2B 110.1 . . ?
H2A C2A H2B 108.4 . . ?
N4A C3A C2A 108.2(13) . . ?
N4A C3A H3A 110.1 . . ?
C2A C3A H3A 110.1 . . ?
N4A C3A H3B 110.1 . . ?
C2A C3A H3B 110.1 . . ?
H3A C3A H3B 108.4 . . ?
C5A N4A C3A 113.9(12) . . ?
C5A N4A Cu1 116.1(9) . . ?
C3A N4A Cu1 108.6(10) . . ?
C5A N4A H4A 105.8 . . ?
C3A N4A H4A 105.8 . . ?
Cu1 N4A H4A 105.8 . . ?
N4A C5A C6A 119.3(15) . . ?
N4A C5A H5A 107.5 . . ?
C6A C5A H5A 107.5 . . ?
N4A C5A H5B 107.5 . . ?
C6A C5A H5B 107.5 . . ?
H5A C5A H5B 107.0 . . ?
C7A C6A C5A 115.0(15) . . ?
C7A C6A H6A 108.5 . . ?
C5A C6A H6A 108.5 . . ?
C7A C6A H6B 108.5 . . ?
C5A C6A H6B 108.5 . . ?
H6A C6A H6B 107.5 . . ?
N8A C7A C6A 117.2(12) . . ?
N8A C7A H7A 108.0 . . ?
C6A C7A H7A 108.0 . . ?
N8A C7A H7B 108.0 . . ?
C6A C7A H7B 108.0 . . ?
H7A C7A H7B 107.2 . . ?
C9A N8A C7A 109.5(12) . . ?
C9A N8A C30A 113.0(13) . . ?
C7A N8A C30A 110.6(11) . . ?
C9A N8A Cu1 104.0(9) . . ?
C7A N8A Cu1 113.8(9) . . ?
C30A N8A Cu1 105.8(9) . . ?
N8A C9A C10A 110.5(13) . . ?
N8A C9A H9A 109.5 . . ?
C10A C9A H9A 109.5 . . ?
N8A C9A H9B 109.5 . . ?
C10A C9A H9B 109.5 . . ?
H9A C9A H9B 108.1 . . ?
N11A C10A C9A 108.6(15) . . ?
N11A C10A H10A 110.0 . . ?
C9A C10A H10A 110.0 . . ?
N11A C10A H10B 110.0 . . ?
C9A C10A H10B 110.0 . . ?
H10A C10A H10B 108.3 . . ?
C12A N11A C10A 111.6(15) . . ?
C12A N11A Cu1 119.7(14) . . ?
C10A N11A Cu1 107.6(11) . . ?
C12A N11A H11A 105.6 . . ?
C10A N11A H11A 105.6 . . ?
Cu1 N11A H11A 105.6 . . ?
N11A C12A C13A 111.5(15) . . ?
N11A C12A H12A 109.3 . . ?
C13A C12A H12A 109.3 . . ?
N11A C12A H12B 109.3 . . ?
C13A C12A H12B 109.3 . . ?
H12A C12A H12B 108.0 . . ?
C14A C13A C12A 114.7(17) . . ?
C14A C13A H13A 108.6 . . ?
C12A C13A H13A 108.6 . . ?
C14A C13A H13B 108.6 . . ?
C12A C13A H13B 108.6 . . ?
H13A C13A H13B 107.6 . . ?
N1A C14A C13A 116.2(13) . . ?
N1A C14A H14A 108.2 . . ?
C13A C14A H14A 108.2 . . ?
N1A C14A H14B 108.2 . . ?
C13A C14A H14B 108.2 . . ?
H14A C14A H14B 107.4 . . ?
N1A C20A C21A 116.5(10) . . ?
N1A C20A H20A 108.2 . . ?
C21A C20A H20A 108.2 . . ?
N1A C20A H20B 108.2 . . ?
C21A C20A H20B 108.2 . . ?
H20A C20A H20B 107.3 . . ?
C22A C21A C20A 109.8(12) . . ?
C22A C21A H21A 109.7 . . ?
C20A C21A H21A 109.7 . . ?
C22A C21A H21B 109.7 . . ?
C20A C21A H21B 109.7 . . ?
H21A C21A H21B 108.2 . . ?
N23A C22A C21A 113.9(14) . . ?
N23A C22A H22A 108.8 . . ?
C21A C22A H22A 108.8 . . ?
N23A C22A H22B 108.8 . . ?
C21A C22A H22B 108.8 . . ?
H22A C22A H22B 107.7 . . ?
C22A N23A C24A 118.1(15) . . ?
C22A N23A H23A 102.7 . . ?
C24A N23A H23A 116.3 . . ?
C25A C24A N23A 114.1(17) . . ?
C25A C24A H24A 108.7 . . ?
N23A C24A H24A 108.7 . . ?
C25A C24A H24B 108.7 . . ?
N23A C24A H24B 108.7 . . ?
H24A C24A H24B 107.6 . . ?
F25C C25A F25A 108.2(15) . . ?
F25C C25A C24A 114.2(18) . . ?
F25A C25A C24A 116.8(18) . . ?
F25C C25A F25B 106.9(17) . . ?
F25A C25A F25B 102.4(16) . . ?
C24A C25A F25B 107.3(17) . . ?
N8A C30A C31A 113.0(14) . . ?
N8A C30A H30A 109.0 . . ?
C31A C30A H30A 109.0 . . ?
N8A C30A H30B 109.0 . . ?
C31A C30A H30B 109.0 . . ?
H30A C30A H30B 107.8 . . ?
C32C C31A C30A 113.6(15) . . ?
C30A C31A C32A 102.5(18) . . ?
C30A C31A H31A 111.3 . . ?
C32A C31A H31A 111.3 . . ?
C30A C31A H31B 111.3 . . ?
C32A C31A H31B 111.3 . . ?
H31A C31A H31B 109.2 . . ?
C32C C31A H31C 108.8 . . ?
C30A C31A H31C 108.8 . . ?
C32C C31A H31D 108.8 . . ?
C30A C31A H31D 108.8 . . ?
H31C C31A H31D 107.7 . . ?
N33A C32A C31A 113(3) . . ?
N33A C32A H32A 109.1 . . ?
C31A C32A H32A 109.1 . . ?
N33A C32A H32B 109.1 . . ?
C31A C32A H32B 109.1 . . ?
H32A C32A H32B 107.8 . . ?
C34A N33A C32A 111(3) . . ?
C34A N33A H33A 122.8 . . ?
C32A N33A H33A 125.8 . . ?
N33C C32C C31A 105.9(18) . . ?
N33C C32C H32C 110.6 . . ?
C31A C32C H32C 110.6 . . ?
N33C C32C H32D 110.6 . . ?
C31A C32C H32D 110.6 . . ?
H32C C32C H32D 108.7 . . ?
C34A N33C C32C 107(3) . . ?
C34A N33C H33C 105.2 . . ?
C32C N33C H33C 131.7 . . ?
N33A C34A C35A 113(2) . . ?
N33C C34A C35A 140(3) . . ?
N33A C34A H34A 109.0 . . ?
C35A C34A H34A 109.0 . . ?
N33A C34A H34B 109.0 . . ?
C35A C34A H34B 109.0 . . ?
H34A C34A H34B 107.8 . . ?
N33C C34A H34C 102.1 . . ?
C35A C34A H34C 102.1 . . ?
N33C C34A H34D 102.1 . . ?
C35A C34A H34D 102.1 . . ?
H34C C34A H34D 104.8 . . ?
F35B C35A F35C 110(2) . . ?
F35B C35A C34A 118(2) . . ?
F35C C35A C34A 115(2) . . ?
F35B C35A F35A 107.2(16) . . ?
F35C C35A F35A 98.8(19) . . ?
C34A C35A F35A 105(2) . . ?
N11X Cu2 N4X 178.1(6) . . ?
N11X Cu2 N1X 93.5(5) . . ?
N4X Cu2 N1X 86.6(5) . . ?
N11X Cu2 N8X 87.3(5) . . ?
N4X Cu2 N8X 92.5(5) . . ?
N1X Cu2 N8X 178.9(6) . . ?
C2X N1X C14X 112.3(14) . . ?
C2X N1X C20X 110.0(13) . . ?
C14X N1X C20X 111.0(11) . . ?
C2X N1X Cu2 103.0(9) . . ?
C14X N1X Cu2 113.4(10) . . ?
C20X N1X Cu2 106.8(9) . . ?
C3X C2X N1X 113.1(17) . . ?
C3X C2X H2X 109.0 . . ?
N1X C2X H2X 109.0 . . ?
C3X C2X H2Y 109.0 . . ?
N1X C2X H2Y 109.0 . . ?
H2X C2X H2Y 107.8 . . ?
C2X C3X N4X 110.4(15) . . ?
C2X C3X H3X 109.6 . . ?
N4X C3X H3X 109.6 . . ?
C2X C3X H3Y 109.6 . . ?
N4X C3X H3Y 109.6 . . ?
H3X C3X H3Y 108.1 . . ?
C5X N4X C3X 112.4(13) . . ?
C5X N4X Cu2 117.2(10) . . ?
C3X N4X Cu2 106.9(9) . . ?
C5X N4X H4X 106.6 . . ?
C3X N4X H4X 106.6 . . ?
Cu2 N4X H4X 106.6 . . ?
N4X C5X C6X 111.7(13) . . ?
N4X C5X H5X 109.3 . . ?
C6X C5X H5X 109.3 . . ?
N4X C5X H5Y 109.3 . . ?
C6X C5X H5Y 109.3 . . ?
H5X C5X H5Y 107.9 . . ?
C5X C6X C7X 114.7(12) . . ?
C5X C6X H6X 108.6 . . ?
C7X C6X H6X 108.6 . . ?
C5X C6X H6Y 108.6 . . ?
C7X C6X H6Y 108.6 . . ?
H6X C6X H6Y 107.6 . . ?
N8X C7X C6X 113.1(13) . . ?
N8X C7X H7X 109.0 . . ?
C6X C7X H7X 109.0 . . ?
N8X C7X H7Y 109.0 . . ?
C6X C7X H7Y 109.0 . . ?
H7X C7X H7Y 107.8 . . ?
C7X N8X C30X 113.4(11) . . ?
C7X N8X C9X 107.1(13) . . ?
C30X N8X C9X 111.9(11) . . ?
C7X N8X Cu2 112.4(9) . . ?
C30X N8X Cu2 109.1(8) . . ?
C9X N8X Cu2 102.4(10) . . ?
N8X C9X C10X 109.4(15) . . ?
N8X C9X H9X 109.8 . . ?
C10X C9X H9X 109.8 . . ?
N8X C9X H9Y 109.8 . . ?
C10X C9X H9Y 109.8 . . ?
H9X C9X H9Y 108.2 . . ?
N11X C10X C9X 106.8(13) . . ?
N11X C10X H10X 110.4 . . ?
C9X C10X H10X 110.4 . . ?
N11X C10X H10Y 110.4 . . ?
C9X C10X H10Y 110.4 . . ?
H10X C10X H10Y 108.6 . . ?
C12X N11X C10X 110.4(12) . . ?
C12X N11X Cu2 114.9(9) . . ?
C10X N11X Cu2 108.2(9) . . ?
C12X N11X H11X 107.7 . . ?
C10X N11X H11X 107.7 . . ?
Cu2 N11X H11X 107.7 . . ?
N11X C12X C13X 112.9(12) . . ?
N11X C12X H12X 109.0 . . ?
C13X C12X H12X 109.0 . . ?
N11X C12X H12Y 109.0 . . ?
C13X C12X H12Y 109.0 . . ?
H12X C12X H12Y 107.8 . . ?
C14X C13X C12X 113.2(12) . . ?
C14X C13X H13X 108.9 . . ?
C12X C13X H13X 108.9 . . ?
C14X C13X H13Y 108.9 . . ?
C12X C13X H13Y 108.9 . . ?
H13X C13X H13Y 107.7 . . ?
C13X C14X N1X 117.0(14) . . ?
C13X C14X H14X 108.1 . . ?
N1X C14X H14X 108.1 . . ?
C13X C14X H14Y 108.1 . . ?
N1X C14X H14Y 108.1 . . ?
H14X C14X H14Y 107.3 . . ?
C21X C20X N1X 116.7(14) . . ?
C21X C20X H20X 108.1 . . ?
N1X C20X H20X 108.1 . . ?
C21X C20X H20Y 108.1 . . ?
N1X C20X H20Y 108.1 . . ?
H20X C20X H20Y 107.3 . . ?
C20X C21X C22X 107.8(14) . . ?
C20X C21X H21X 110.1 . . ?
C22X C21X H21X 110.1 . . ?
C20X C21X H21Y 110.1 . . ?
C22X C21X H21Y 110.1 . . ?
H21X C21X H21Y 108.5 . . ?
C21X C22X N23X 113.7(14) . . ?
C21X C22X H22X 108.8 . . ?
N23X C22X H22X 108.8 . . ?
C21X C22X H22Y 108.8 . . ?
N23X C22X H22Y 108.8 . . ?
H22X C22X H22Y 107.7 . . ?
C24X N23X C22X 112.2(16) . . ?
C24X N23X H23X 123.9 . . ?
C22X N23X H23X 123.9 . . ?
C25X C24X N23X 108.7(16) . . ?
C25X C24X H24X 109.9 . . ?
N23X C24X H24X 109.9 . . ?
C25X C24X H24Y 109.9 . . ?
N23X C24X H24Y 109.9 . . ?
H24X C24X H24Y 108.3 . . ?
F25Z C25X F25X 102.1(16) . . ?
F25Z C25X F25Y 103.9(14) . . ?
F25X C25X F25Y 103.0(16) . . ?
F25Z C25X C24X 117.6(19) . . ?
F25X C25X C24X 119.1(18) . . ?
F25Y C25X C24X 109.2(14) . . ?
C31X C30X N8X 116.1(12) . . ?
C31X C30X H30X 108.3 . . ?
N8X C30X H30X 108.3 . . ?
C31X C30X H30Y 108.3 . . ?
N8X C30X H30Y 108.3 . . ?
H30X C30X H30Y 107.4 . . ?
C30X C31X C32X 115.7(16) . . ?
C30X C31X H31X 108.4 . . ?
C32X C31X H31X 108.4 . . ?
C30X C31X H31Y 108.4 . . ?
C32X C31X H31Y 108.4 . . ?
H31X C31X H31Y 107.4 . . ?
C31X C32X N33X 112.5(18) . . ?
C31X C32X H32X 109.1 . . ?
N33X C32X H32X 109.1 . . ?
C31X C32X H32Y 109.1 . . ?
N33X C32X H32Y 109.1 . . ?
H32X C32X H32Y 107.8 . . ?
C34X N33X C32X 116(2) . . ?
C34X N33X H33Y 121.9 . . ?
C32X N33X H33Y 121.9 . . ?
N33X C34X C35X 106(2) . . ?
N33X C34X H34X 110.5 . . ?
C35X C34X H34X 110.5 . . ?
N33X C34X H34Y 110.5 . . ?
C35X C34X H34Y 110.5 . . ?
H34X C34X H34Y 108.7 . . ?
F35Y C35X F35X 108(2) . . ?
F35Y C35X F35Z 103.7(19) . . ?
F35X C35X F35Z 102.3(19) . . ?
F35Y C35X C34X 124(3) . . ?
F35X C35X C34X 111.5(17) . . ?
F35Z C35X C34X 105.5(18) . . ?
O14 Cl1 O12 110.4(9) . . ?
O14 Cl1 O11 110.5(7) . . ?
O12 Cl1 O11 108.9(9) . . ?
O14 Cl1 O13 108.9(10) . . ?
O12 Cl1 O13 107.6(9) . . ?
O11 Cl1 O13 110.5(9) . . ?
O24 Cl5 O23X 104.2(16) . . ?
O24 Cl5 O21X 127.7(16) . . ?
O23X Cl5 O21X 122.4(16) . . ?
O24 Cl5 O22Y 119.5(17) . . ?
O24 Cl5 O21Y 109.6(16) . . ?
O22Y Cl5 O21Y 130.9(18) . . ?
O24 Cl5 O22X 111.5(15) . . ?
O23X Cl5 O22X 112.8(18) . . ?
O21X Cl5 O22X 73.0(15) . . ?
O24 Cl5 O23Y 103.8(16) . . ?
O22Y Cl5 O23Y 86.8(18) . . ?
O21Y Cl5 O23Y 80.4(16) . . ?
Cl5 O21X O22X 57.0(12) . . ?
Cl5 O22X O21X 50.0(11) . . ?
O34 Cl3 O32X 122.1(16) . . ?
O34 Cl3 O31X 104.3(14) . . ?
O32X Cl3 O31X 113.3(16) . . ?
O34 Cl3 O31Y 122.4(19) . . ?
O34 Cl3 O33X 112(2) . . ?
O32X Cl3 O33X 92(2) . . ?
O31X Cl3 O33X 113.1(19) . . ?
O34 Cl3 O33Y 97(4) . . ?
O31Y Cl3 O33Y 107(3) . . ?
O34 Cl3 O32Y 99(2) . . ?
O31Y Cl3 O32Y 96(3) . . ?
O33Y Cl3 O32Y 138(3) . . ?
O42Y Cl4 O41Y 112(3) . . ?
O44X Cl4 O43X 117.4(18) . . ?
O44X Cl4 O41X 110.2(15) . . ?
O43X Cl4 O41X 112.6(10) . . ?
O42Y Cl4 O43Y 125(3) . . ?
O41Y Cl4 O43Y 109(2) . . ?
O44X Cl4 O42X 106.0(16) . . ?
O43X Cl4 O42X 105.9(16) . . ?
O41X Cl4 O42X 103.4(13) . . ?
O42Y Cl4 O44Y 105(3) . . ?
O41Y Cl4 O44Y 99(3) . . ?
O43Y Cl4 O44Y 103(3) . . ?

_refine_diff_density_max         1.465
_refine_diff_density_min         -1.227
_refine_diff_density_rms         0.152

####################################################################### 
# 
# 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_cuceaf1baz
_database_code_depnum_ccdc_archive 'CCDC 2203695'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H36 Cu F6 N6, 2(Cl O4)'
_chemical_formula_sum            'C18 H36 Cl2 Cu F6 N6 O8'
_chemical_formula_weight         712.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/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                   9.0426(5)
_cell_length_b                   14.8271(8)
_cell_length_c                   10.3300(6)
_cell_angle_alpha                90
_cell_angle_beta                 90.231(2)
_cell_angle_gamma                90
_cell_volume                     1384.99(13)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9779
_cell_measurement_theta_min      2.4030
_cell_measurement_theta_max      27.5124

_exptl_crystal_description       prism
_exptl_crystal_colour            blue-violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_F_000             734
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.234
_exptl_crystal_size_mid          0.193
_exptl_crystal_size_min          0.173
_exptl_absorpt_coefficient_mu    1.076
_shelx_estimated_absorpt_T_min   0.787
_shelx_estimated_absorpt_T_max   0.836
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            40616
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.971
_diffrn_reflns_theta_max         27.532
_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 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3188
_reflns_number_gt                2752
_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 Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0736P)²+2.7077P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3188
_refine_ls_number_parameters     335
_refine_ls_number_restraints     50
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1489
_refine_ls_wR_factor_gt          0.1388
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.500000 0.500000 0.500000 0.02504(18) Uani 1 2 d S . P . .
N1A N 0.4101(11) 0.5127(5) 0.3152(8) 0.036(2) Uani 0.585(8) 1 d D . P A 1
C2A C 0.277(3) 0.463(2) 0.319(2) 0.066(6) Uani 0.585(8) 1 d D . P A 1
H2A H 0.298884 0.397543 0.316557 0.079 Uiso 0.585(8) 1 calc R U P A 1
H2B H 0.215076 0.477952 0.242764 0.079 Uiso 0.585(8) 1 calc R U P A 1
C3A C 0.1908(13) 0.4858(8) 0.4455(11) 0.050(3) Uani 0.585(8) 1 d D . P A 1
H3A H 0.157223 0.549328 0.443657 0.060 Uiso 0.585(8) 1 calc R U P A 1
H3B H 0.102853 0.446417 0.453476 0.060 Uiso 0.585(8) 1 calc R U P A 1
N4A N 0.2933(9) 0.4709(6) 0.5576(7) 0.039(2) Uani 0.585(8) 1 d D . P A 1
H4A H 0.292998 0.404225 0.572000 0.047 Uiso 0.585(8) 1 calc R U P A 1
C5A C 0.2315(14) 0.5094(8) 0.6762(15) 0.044(3) Uani 0.585(8) 1 d D . P A 1
H5A H 0.134587 0.481097 0.694134 0.053 Uiso 0.585(8) 1 calc R U P A 1
H5B H 0.215528 0.574882 0.664124 0.053 Uiso 0.585(8) 1 calc R U P A 1
C6A C 0.3375(17) 0.4937(6) 0.7936(9) 0.055(4) Uani 0.585(8) 1 d D . P A 1
H6A H 0.341967 0.428092 0.810997 0.066 Uiso 0.585(8) 1 calc R U P A 1
H6B H 0.293498 0.522788 0.870583 0.066 Uiso 0.585(8) 1 calc R U P A 1
C7A C 0.503(6) 0.530(4) 0.778(5) 0.058(3) Uani 0.585(8) 1 d D . P A 1
H7A H 0.498203 0.595104 0.757112 0.069 Uiso 0.585(8) 1 calc R U P A 1
H7B H 0.553363 0.524261 0.863013 0.069 Uiso 0.585(8) 1 calc R U P A 1
C8A C 0.3725(11) 0.6084(5) 0.2758(10) 0.041(2) Uani 0.585(8) 1 d D . P A 1
H8A H 0.384200 0.613182 0.180753 0.049 Uiso 0.585(8) 1 calc R U P A 1
H8B H 0.266705 0.618856 0.295077 0.049 Uiso 0.585(8) 1 calc R U P A 1
C9A C 0.4606(15) 0.6835(8) 0.3376(9) 0.037(3) Uani 0.585(8) 1 d D . P A 1
H9A H 0.566091 0.677138 0.313871 0.044 Uiso 0.585(8) 1 calc R U P A 1
H9B H 0.425179 0.742304 0.304205 0.044 Uiso 0.585(8) 1 calc R U P A 1
N10A N 0.4467(10) 0.6820(4) 0.4787(7) 0.0275(18) Uani 0.585(8) 1 d D . P A 1
H10A H 0.359643 0.684008 0.504213 0.041 Uiso 0.585(8) 1 d R U P A 1
C11A C 0.5355(13) 0.7498(7) 0.5458(13) 0.037(3) Uani 0.585(8) 1 d D . P A 1
H11A H 0.640823 0.738794 0.525333 0.045 Uiso 0.585(8) 1 calc R U P A 1
H11B H 0.523337 0.740931 0.640127 0.045 Uiso 0.585(8) 1 calc R U P A 1
N1X N 0.5972(14) 0.5113(6) 0.3303(13) 0.051(4) Uani 0.415(8) 1 d D U P A 2
C2X C 0.7307(19) 0.4635(12) 0.325(2) 0.044(3) Uani 0.415(8) 1 d D . P A 2
H2X H 0.790094 0.482418 0.249115 0.053 Uiso 0.415(8) 1 calc R U P A 2
H2Y H 0.712807 0.397745 0.319676 0.053 Uiso 0.415(8) 1 calc R U P A 2
C3X C 0.8098(15) 0.4894(11) 0.4547(15) 0.062(8) Uani 0.415(8) 1 d D . P A 2
H3X H 0.901305 0.453421 0.465337 0.074 Uiso 0.415(8) 1 calc R U P A 2
H3Y H 0.836932 0.554036 0.453911 0.074 Uiso 0.415(8) 1 calc R U P A 2
N4X N 0.7061(12) 0.4706(8) 0.5642(12) 0.047(4) Uani 0.415(8) 1 d D . P A 2
H4X H 0.711707 0.405348 0.588068 0.056 Uiso 0.415(8) 1 calc R U P A 2
C5X C 0.753(5) 0.526(3) 0.675(3) 0.066(6) Uani 0.415(8) 1 d D . P A 2
H5X H 0.737480 0.590749 0.655992 0.079 Uiso 0.415(8) 1 calc R U P A 2
H5Y H 0.858732 0.515964 0.694386 0.079 Uiso 0.415(8) 1 calc R U P A 2
C6X C 0.655(3) 0.4964(14) 0.792(2) 0.083(8) Uani 0.415(8) 1 d D U P A 2
H6X H 0.701868 0.518766 0.873254 0.099 Uiso 0.415(8) 1 calc R U P A 2
H6Y H 0.654089 0.429651 0.796723 0.099 Uiso 0.415(8) 1 calc R U P A 2
C7X C 0.489(9) 0.532(6) 0.786(7) 0.058(3) Uani 0.415(8) 1 d D . P A 2
H7X H 0.437564 0.517442 0.867631 0.069 Uiso 0.415(8) 1 calc R U P A 2
H7Y H 0.488877 0.598594 0.775811 0.069 Uiso 0.415(8) 1 calc R U P A 2
C8X C 0.6268(17) 0.6081(7) 0.2786(14) 0.046(4) Uani 0.415(8) 1 d D . P A 2
H8X H 0.733293 0.621348 0.290228 0.055 Uiso 0.415(8) 1 calc R U P A 2
H8Y H 0.606223 0.608408 0.184402 0.055 Uiso 0.415(8) 1 calc R U P A 2
C9X C 0.540(2) 0.6835(9) 0.3390(14) 0.042(4) Uani 0.415(8) 1 d D . P A 2
H9X H 0.578103 0.741824 0.306215 0.051 Uiso 0.415(8) 1 calc R U P A 2
H9Y H 0.435337 0.678186 0.312935 0.051 Uiso 0.415(8) 1 calc R U P A 2
N10X N 0.5509(17) 0.6825(7) 0.4803(12) 0.044(3) Uani 0.415(8) 1 d D . P A 2
H10X H 0.357058 0.303315 0.503266 0.066 Uiso 0.415(8) 1 d R U P A 2
C11X C 0.473(3) 0.7547(14) 0.5464(19) 0.057(6) Uani 0.415(8) 1 d D . P A 2
H11X H 0.365685 0.743727 0.533905 0.069 Uiso 0.415(8) 1 calc R U P A 2
H11Y H 0.493160 0.747842 0.640154 0.069 Uiso 0.415(8) 1 calc R U P A 2
C12A C 0.4999(9) 0.8478(3) 0.5141(4) 0.0427(9) Uani 1 1 d . . . . .
F121 F 0.3508(7) 0.8637(4) 0.5206(10) 0.068(3) Uani 0.644(12) 1 d . . P A 1
F122 F 0.5295(13) 0.8748(10) 0.3954(16) 0.062(3) Uani 0.644(12) 1 d . . P A 1
F123 F 0.5611(13) 0.9052(4) 0.5961(9) 0.070(3) Uani 0.644(12) 1 d . . P A 1
F124 F 0.6530(11) 0.8627(7) 0.5240(19) 0.063(5) Uani 0.356(12) 1 d . . P A 2
F125 F 0.463(3) 0.873(2) 0.399(3) 0.074(7) Uani 0.356(12) 1 d . U P A 2
F126 F 0.449(2) 0.9041(9) 0.6009(18) 0.069(5) Uani 0.356(12) 1 d . . P A 2
Cl1 Cl -0.0004(2) 0.25643(6) 0.54855(9) 0.0436(2) Uani 1 1 d . . . . .
O11A O 0.1159(12) 0.3072(8) 0.6170(11) 0.075(3) Uani 0.601(12) 1 d . . P B 1
O12A O -0.0482(13) 0.3078(5) 0.4398(8) 0.069(3) Uani 0.601(12) 1 d . U P B 1
O13A O 0.0715(15) 0.1755(6) 0.5083(14) 0.074(3) Uani 0.601(12) 1 d . . P B 1
O14A O -0.1199(9) 0.2401(7) 0.6439(12) 0.072(4) Uani 0.601(12) 1 d . . P B 1
O11B O 0.1049(13) 0.2403(10) 0.6394(17) 0.064(5) Uani 0.399(12) 1 d . . P B 2
O12B O 0.083(2) 0.3018(13) 0.4475(17) 0.093(6) Uani 0.399(12) 1 d . U P B 2
O13B O -0.048(2) 0.1698(8) 0.5009(19) 0.075(5) Uani 0.399(12) 1 d . . P B 2
O14B O -0.1181(13) 0.3042(9) 0.6125(15) 0.056(4) Uani 0.399(12) 1 d . . P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1X 1.971(12) . ?
Cu1 N1X 1.971(12) 3_666 ?
Cu1 N4A 2.011(8) 3_666 ?
Cu1 N4A 2.011(8) . ?
Cu1 N4X 2.023(11) . ?
Cu1 N4X 2.023(11) 3_666 ?
Cu1 N1A 2.080(8) 3_666 ?
Cu1 N1A 2.080(8) . ?
N1A C7A 1.40(5) 3_666 ?
N1A C2A 1.41(2) . ?
N1A C8A 1.516(9) . ?
C2A C3A 1.56(2) . ?
C2A H2A 0.9900 . ?
C2A H2B 0.9900 . ?
C3A N4A 1.496(10) . ?
C3A H3A 0.9900 . ?
C3A H3B 0.9900 . ?
N4A C5A 1.464(16) . ?
N4A H4A 1.0000 . ?
C5A C6A 1.56(2) . ?
C5A H5A 0.9900 . ?
C5A H5B 0.9900 . ?
C6A C7A 1.60(6) . ?
C6A H6A 0.9900 . ?
C6A H6B 0.9900 . ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
C8A C9A 1.510(10) . ?
C8A H8A 0.9900 . ?
C8A H8B 0.9900 . ?
C9A N10A 1.463(9) . ?
C9A H9A 0.9900 . ?
C9A H9B 0.9900 . ?
N10A C11A 1.460(9) . ?
N10A H10A 0.8318 . ?
C11A C12A 1.524(11) . ?
C11A H11A 0.9900 . ?
C11A H11B 0.9900 . ?
N1X C2X 1.401(19) . ?
N1X C8X 1.555(11) . ?
N1X C7X 1.56(9) 3_666 ?
C2X C3X 1.57(2) . ?
C2X H2X 0.9900 . ?
C2X H2Y 0.9900 . ?
C3X N4X 1.498(13) . ?
C3X H3X 0.9900 . ?
C3X H3Y 0.9900 . ?
N4X C5X 1.47(2) . ?
N4X H4X 1.0000 . ?
C5X C6X 1.56(3) . ?
C5X H5X 0.9900 . ?
C5X H5Y 0.9900 . ?
C6X C7X 1.60(6) . ?
C6X H6X 0.9900 . ?
C6X H6Y 0.9900 . ?
C7X H7X 0.9900 . ?
C7X H7Y 0.9900 . ?
C8X C9X 1.500(13) . ?
C8X H8X 0.9900 . ?
C8X H8Y 0.9900 . ?
C9X N10X 1.463(13) . ?
C9X H9X 0.9900 . ?
C9X H9Y 0.9900 . ?
N10X C11X 1.455(13) . ?
N10X H10X 0.87(3) 3_666 ?
C11X C12A 1.44(2) . ?
C11X H11X 0.9900 . ?
C11X H11Y 0.9900 . ?
C12A F125 1.29(3) . ?
C12A F126 1.311(15) . ?
C12A F122 1.319(16) . ?
C12A F123 1.322(8) . ?
C12A F121 1.370(10) . ?
C12A F124 1.406(12) . ?
Cl1 O11B 1.355(14) . ?
Cl1 O12A 1.423(8) . ?
Cl1 O13A 1.428(9) . ?
Cl1 O14B 1.441(13) . ?
Cl1 O13B 1.442(12) . ?
Cl1 O12B 1.454(14) . ?
Cl1 O11A 1.472(10) . ?
Cl1 O14A 1.485(11) . ?

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
N4A Cu1 N4A 180.0 3_666 . ?
N1X Cu1 N4X 84.0(5) . . ?
N1X Cu1 N4X 96.0(5) 3_666 . ?
N4A Cu1 N4X 135.5(3) 3_666 3_666 ?
N4A Cu1 N4X 44.5(3) . 3_666 ?
N4A Cu1 N1A 86.0(3) 3_666 3_666 ?
N4A Cu1 N1A 94.0(3) . 3_666 ?
N4A Cu1 N1A 94.0(3) 3_666 . ?
N4A Cu1 N1A 86.0(3) . . ?
N1A Cu1 N1A 180.0 3_666 . ?
C7A N1A C2A 105(3) 3_666 . ?
C7A N1A C8A 111(2) 3_666 . ?
C2A N1A C8A 107.8(16) . . ?
C7A N1A Cu1 112(2) 3_666 . ?
C2A N1A Cu1 104.9(13) . . ?
C8A N1A Cu1 114.7(6) . . ?
N1A C2A C3A 109.8(14) . . ?
N1A C2A H2A 109.7 . . ?
C3A C2A H2A 109.7 . . ?
N1A C2A H2B 109.7 . . ?
C3A C2A H2B 109.7 . . ?
H2A C2A H2B 108.2 . . ?
N4A C3A C2A 107.8(14) . . ?
N4A C3A H3A 110.1 . . ?
C2A C3A H3A 110.1 . . ?
N4A C3A H3B 110.1 . . ?
C2A C3A H3B 110.1 . . ?
H3A C3A H3B 108.5 . . ?
C5A N4A C3A 110.7(9) . . ?
C5A N4A Cu1 121.5(7) . . ?
C3A N4A Cu1 108.3(6) . . ?
C5A N4A H4A 105.0 . . ?
C3A N4A H4A 105.0 . . ?
Cu1 N4A H4A 105.0 . . ?
N4A C5A C6A 110.9(10) . . ?
N4A C5A H5A 109.5 . . ?
C6A C5A H5A 109.5 . . ?
N4A C5A H5B 109.5 . . ?
C6A C5A H5B 109.5 . . ?
H5A C5A H5B 108.0 . . ?
C5A C6A C7A 116.4(17) . . ?
C5A C6A H6A 108.2 . . ?
C7A C6A H6A 108.2 . . ?
C5A C6A H6B 108.2 . . ?
C7A C6A H6B 108.2 . . ?
H6A C6A H6B 107.3 . . ?
N1A C7A C6A 116(4) 3_666 . ?
N1A C7A H7A 108.2 3_666 . ?
C6A C7A H7A 108.2 . . ?
N1A C7A H7B 108.2 3_666 . ?
C6A C7A H7B 108.2 . . ?
H7A C7A H7B 107.3 . . ?
C9A C8A N1A 117.4(8) . . ?
C9A C8A H8A 108.0 . . ?
N1A C8A H8A 108.0 . . ?
C9A C8A H8B 108.0 . . ?
N1A C8A H8B 108.0 . . ?
H8A C8A H8B 107.2 . . ?
N10A C9A C8A 111.2(8) . . ?
N10A C9A H9A 109.4 . . ?
C8A C9A H9A 109.4 . . ?
N10A C9A H9B 109.4 . . ?
C8A C9A H9B 109.4 . . ?
H9A C9A H9B 108.0 . . ?
C11A N10A C9A 114.3(8) . . ?
C11A N10A H10A 110.1 . . ?
C9A N10A H10A 113.6 . . ?
N10A C11A C12A 116.1(8) . . ?
N10A C11A H11A 108.3 . . ?
C12A C11A H11A 108.3 . . ?
N10A C11A H11B 108.3 . . ?
C12A C11A H11B 108.3 . . ?
H11A C11A H11B 107.4 . . ?
C2X N1X C8X 107.7(10) . . ?
C2X N1X Cu1 112.4(12) . . ?
C8X N1X Cu1 117.5(8) . . ?
C7X N1X Cu1 115(3) 3_666 . ?
N1X C2X C3X 103.4(14) . . ?
N1X C2X H2X 111.1 . . ?
C3X C2X H2X 111.1 . . ?
N1X C2X H2Y 111.1 . . ?
C3X C2X H2Y 111.1 . . ?
H2X C2X H2Y 109.1 . . ?
N4X C3X C2X 108.5(11) . . ?
N4X C3X H3X 110.0 . . ?
C2X C3X H3X 110.0 . . ?
N4X C3X H3Y 110.0 . . ?
C2X C3X H3Y 110.0 . . ?
H3X C3X H3Y 108.4 . . ?
C5X N4X C3X 107.9(15) . . ?
C5X N4X Cu1 113(2) . . ?
C3X N4X Cu1 106.9(8) . . ?
C5X N4X H4X 109.5 . . ?
C3X N4X H4X 109.5 . . ?
Cu1 N4X H4X 109.5 . . ?
N4X C5X C6X 107(2) . . ?
N4X C5X H5X 110.4 . . ?
C6X C5X H5X 110.4 . . ?
N4X C5X H5Y 110.4 . . ?
C6X C5X H5Y 110.4 . . ?
H5X C5X H5Y 108.6 . . ?
C5X C6X C7X 114(2) . . ?
C5X C6X H6X 108.8 . . ?
C7X C6X H6X 108.8 . . ?
C5X C6X H6Y 108.8 . . ?
C7X C6X H6Y 108.8 . . ?
H6X C6X H6Y 107.7 . . ?
N1X C7X C6X 111(4) 3_666 . ?
N1X C7X H7X 109.4 3_666 . ?
C6X C7X H7X 109.4 . . ?
N1X C7X H7Y 109.4 3_666 . ?
C6X C7X H7Y 109.4 . . ?
H7X C7X H7Y 108.0 . . ?
C9X C8X N1X 117.0(11) . . ?
C9X C8X H8X 108.0 . . ?
N1X C8X H8X 108.0 . . ?
C9X C8X H8Y 108.0 . . ?
N1X C8X H8Y 108.0 . . ?
H8X C8X H8Y 107.3 . . ?
N10X C9X C8X 112.1(12) . . ?
N10X C9X H9X 109.2 . . ?
C8X C9X H9X 109.2 . . ?
N10X C9X H9Y 109.2 . . ?
C8X C9X H9Y 109.2 . . ?
H9X C9X H9Y 107.9 . . ?
C11X N10X C9X 115.6(12) . . ?
C11X N10X H10X 101(2) . 3_666 ?
C9X N10X H10X 104(2) . 3_666 ?
C12A C11X N10X 120.8(18) . . ?
C12A C11X H11X 107.1 . . ?
N10X C11X H11X 107.1 . . ?
C12A C11X H11Y 107.1 . . ?
N10X C11X H11Y 107.1 . . ?
H11X C11X H11Y 106.8 . . ?
F125 C12A F126 110.8(16) . . ?
F122 C12A F123 108.3(8) . . ?
F122 C12A F121 101.4(8) . . ?
F123 C12A F121 105.5(7) . . ?
F125 C12A F124 105.9(15) . . ?
F126 C12A F124 101.5(12) . . ?
F125 C12A C11X 116.6(16) . . ?
F126 C12A C11X 113.0(10) . . ?
F124 C12A C11X 107.6(11) . . ?
F122 C12A C11A 116.5(9) . . ?
F123 C12A C11A 112.9(6) . . ?
F121 C12A C11A 111.1(7) . . ?
O12A Cl1 O13A 111.0(7) . . ?
O11B Cl1 O14B 106.7(9) . . ?
O11B Cl1 O13B 106.7(9) . . ?
O14B Cl1 O13B 112.0(10) . . ?
O11B Cl1 O12B 102.4(10) . . ?
O14B Cl1 O12B 119.1(11) . . ?
O13B Cl1 O12B 108.8(11) . . ?
O12A Cl1 O11A 108.6(6) . . ?
O13A Cl1 O11A 104.2(8) . . ?
O12A Cl1 O14A 113.0(6) . . ?
O13A Cl1 O14A 112.9(6) . . ?
O11A Cl1 O14A 106.6(6) . . ?

_refine_diff_density_max         1.182
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.101

####################################################################### 
# 
# 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_caef-HCl
_database_code_depnum_ccdc_archive 'CCDC 2203698'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H42 F6 N6, 6(Cl), 2(H2 O)'
_chemical_formula_sum            'C18 H46 Cl6 F6 N6 O2'
_chemical_formula_weight         705.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Cl Cl 0.3639 0.7018 '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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

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

_cell_length_a                   10.3077(3)
_cell_length_b                   15.2794(4)
_cell_length_c                   19.5954(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3086.19(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9528
_cell_measurement_theta_min      4.5129
_cell_measurement_theta_max      72.1096

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_F_000             1472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.119
_exptl_crystal_size_min          0.059
_exptl_absorpt_coefficient_mu    5.667
_shelx_estimated_absorpt_T_min   0.312
_shelx_estimated_absorpt_T_max   0.731
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.52
_exptl_absorpt_correction_T_max  0.73
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            23873
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         4.513
_diffrn_reflns_theta_max         72.103
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3040
_reflns_number_gt                2969
_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 Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0354P)²+3.0166P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3040
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0300
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0753
_refine_ls_wR_factor_gt          0.0749
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_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
N1 N 0.59279(12) 0.82086(8) 0.42882(6) 0.0128(3) Uani 1 1 d . . . . .
H11 H 0.552(2) 0.7724(14) 0.4411(10) 0.022(5) Uiso 1 1 d . . . . .
C2 C 0.65374(15) 0.85421(10) 0.49423(7) 0.0144(3) Uani 1 1 d . . . . .
H21E H 0.7069 0.8072 0.5149 0.017 Uiso 1 1 calc R U . . .
H22 H 0.5845 0.8698 0.5270 0.017 Uiso 1 1 calc R U . . .
C3 C 0.73932(15) 0.93448(10) 0.48112(8) 0.0153(3) Uani 1 1 d . . . . .
H31 H 0.8146 0.9172 0.4528 0.018 Uiso 1 1 calc R U . . .
H32 H 0.6890 0.9789 0.4556 0.018 Uiso 1 1 calc R U . . .
N4 N 0.78658(13) 0.97338(9) 0.54671(7) 0.0159(3) Uani 1 1 d . . . . .
H41 H 0.851(2) 1.0197(14) 0.5348(11) 0.025(5) Uiso 1 1 d . . . . .
H42 H 0.826(2) 0.9295(15) 0.5730(11) 0.031(6) Uiso 1 1 d . . . . .
C5 C 0.68762(15) 1.01553(10) 0.59246(8) 0.0165(3) Uani 1 1 d . . . . .
H51 H 0.7326 1.0429 0.6316 0.020 Uiso 1 1 calc R U . . .
H52 H 0.6290 0.9698 0.6106 0.020 Uiso 1 1 calc R U . . .
C6 C 0.60719(16) 1.08467(11) 0.55594(8) 0.0211(3) Uani 1 1 d . . . . .
H61 H 0.6634 1.1340 0.5419 0.025 Uiso 1 1 calc R U . . .
H62 H 0.5671 1.0593 0.5145 0.025 Uiso 1 1 calc R U . . .
C7 C 0.50247(14) 1.11712(9) 0.60414(8) 0.0142(3) Uani 1 1 d . . . . .
H71 H 0.4544 1.0661 0.6223 0.017 Uiso 1 1 calc R U . . .
H72 H 0.5442 1.1471 0.6432 0.017 Uiso 1 1 calc R U . . .
C8 C 0.69863(15) 0.79515(10) 0.37942(8) 0.0161(3) Uani 1 1 d . . . . .
H81 H 0.7627 0.7588 0.4043 0.019 Uiso 1 1 calc R U . . .
H82 H 0.7437 0.8490 0.3645 0.019 Uiso 1 1 calc R U . . .
C9 C 0.65602(15) 0.74532(10) 0.31632(8) 0.0160(3) Uani 1 1 d . . . . .
H91 H 0.5794 0.7745 0.2961 0.019 Uiso 1 1 calc R U . . .
H92 H 0.7267 0.7463 0.2821 0.019 Uiso 1 1 calc R U . . .
N10 N 0.62267(15) 0.65269(9) 0.33285(7) 0.0177(3) Uani 1 1 d . . . . .
H101 H 0.550(3) 0.6519(18) 0.3567(13) 0.045(7) Uiso 1 1 d . . . . .
H102 H 0.691(3) 0.6289(17) 0.3567(13) 0.045(7) Uiso 1 1 d . . . . .
C11 C 0.59875(17) 0.60026(10) 0.27114(8) 0.0203(3) Uani 1 1 d . . . . .
H111 H 0.6751 0.6038 0.2406 0.024 Uiso 1 1 calc R U . . .
H112 H 0.5231 0.6244 0.2463 0.024 Uiso 1 1 calc R U . . .
C12 C 0.57330(18) 0.50638(11) 0.28911(9) 0.0239(4) Uani 1 1 d . . . . .
F121 F 0.5177(5) 0.46262(19) 0.24250(16) 0.0565(12) Uani 0.601(5) 1 d . . P A 1
F122 F 0.5189(4) 0.49372(15) 0.34831(14) 0.0472(10) Uani 0.601(5) 1 d . . P A 1
F123 F 0.6941(2) 0.46758(14) 0.29700(19) 0.0610(11) Uani 0.601(5) 1 d . . P A 1
F124 F 0.5976(7) 0.4504(3) 0.2423(3) 0.0553(17) Uani 0.399(5) 1 d . . P A 2
F125 F 0.4366(4) 0.5013(2) 0.2935(3) 0.0671(19) Uani 0.399(5) 1 d . . P A 2
F126 F 0.6084(7) 0.4802(2) 0.3467(2) 0.064(2) Uani 0.399(5) 1 d . . P A 2
Cl1 Cl 0.55468(4) 0.63722(2) 0.49723(2) 0.01961(11) Uani 1 1 d . . . . .
Cl2 Cl 0.33114(4) 0.68822(3) 0.35513(2) 0.02321(11) Uani 1 1 d . . . . .
Cl3 Cl 0.89857(4) 0.60687(2) 0.37534(2) 0.02019(11) Uani 1 1 d . . . . .
O1W O 0.5042(2) 0.29633(12) 0.33300(11) 0.0344(7) Uani 0.708(6) 1 d . . P B 1
H11W H 0.5154 0.2413 0.3437 0.041 Uiso 0.708(6) 1 d R U P B 1
H12W H 0.4661 0.3152 0.3747 0.041 Uiso 0.708(6) 1 d R U P B 1
O1V O 0.3984(8) 0.3204(4) 0.3386(3) 0.058(3) Uani 0.292(6) 1 d . . P B 2
H11V H 0.3232 0.2779 0.3458 0.069 Uiso 0.292(6) 1 d R U P B 2
H12V H 0.4814 0.3141 0.3416 0.069 Uiso 0.292(6) 1 d R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C7 1.5096(18) 5_676 ?
N1 C8 1.5105(19) . ?
N1 C2 1.5157(19) . ?
N1 H11 0.88(2) . ?
C2 C3 1.532(2) . ?
C2 H21E 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4975(19) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.503(2) . ?
N4 H41 1.00(2) . ?
N4 H42 0.94(2) . ?
C5 C6 1.522(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.518(2) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.5097(18) 5_676 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.517(2) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 N10 1.492(2) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C11 1.4713(19) . ?
N10 H101 0.88(3) . ?
N10 H102 0.92(3) . ?
C11 C12 1.500(2) . ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?
C12 F126 1.251(4) . ?
C12 F121 1.268(3) . ?
C12 F124 1.279(4) . ?
C12 F122 1.303(3) . ?
C12 F123 1.388(3) . ?
C12 F125 1.414(4) . ?
O1W H11W 0.8737 . ?
O1W H12W 0.9511 . ?
O1V H11V 1.0216 . ?
O1V H12V 0.8633 . ?

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
C7 N1 C8 111.04(11) 5_676 . ?
C7 N1 C2 114.86(11) 5_676 . ?
C8 N1 C2 109.26(11) . . ?
C7 N1 H11 109.4(13) 5_676 . ?
C8 N1 H11 107.4(13) . . ?
C2 N1 H11 104.4(13) . . ?
N1 C2 C3 111.46(12) . . ?
N1 C2 H21E 109.3 . . ?
C3 C2 H21E 109.3 . . ?
N1 C2 H22 109.3 . . ?
C3 C2 H22 109.3 . . ?
H21E C2 H22 108.0 . . ?
N4 C3 C2 111.17(12) . . ?
N4 C3 H31 109.4 . . ?
C2 C3 H31 109.4 . . ?
N4 C3 H32 109.4 . . ?
C2 C3 H32 109.4 . . ?
H31 C3 H32 108.0 . . ?
C3 N4 C5 117.47(12) . . ?
C3 N4 H41 107.3(12) . . ?
C5 N4 H41 106.8(12) . . ?
C3 N4 H42 109.2(14) . . ?
C5 N4 H42 105.7(13) . . ?
H41 N4 H42 110.3(18) . . ?
N4 C5 C6 112.76(13) . . ?
N4 C5 H51 109.0 . . ?
C6 C5 H51 109.0 . . ?
N4 C5 H52 109.0 . . ?
C6 C5 H52 109.0 . . ?
H51 C5 H52 107.8 . . ?
C7 C6 C5 108.77(13) . . ?
C7 C6 H61 109.9 . . ?
C5 C6 H61 109.9 . . ?
C7 C6 H62 109.9 . . ?
C5 C6 H62 109.9 . . ?
H61 C6 H62 108.3 . . ?
N1 C7 C6 113.67(12) 5_676 . ?
N1 C7 H71 108.8 5_676 . ?
C6 C7 H71 108.8 . . ?
N1 C7 H72 108.8 5_676 . ?
C6 C7 H72 108.8 . . ?
H71 C7 H72 107.7 . . ?
N1 C8 C9 116.34(13) . . ?
N1 C8 H81 108.2 . . ?
C9 C8 H81 108.2 . . ?
N1 C8 H82 108.2 . . ?
C9 C8 H82 108.2 . . ?
H81 C8 H82 107.4 . . ?
N10 C9 C8 111.46(12) . . ?
N10 C9 H91 109.3 . . ?
C8 C9 H91 109.3 . . ?
N10 C9 H92 109.3 . . ?
C8 C9 H92 109.3 . . ?
H91 C9 H92 108.0 . . ?
C11 N10 C9 112.13(12) . . ?
C11 N10 H101 106.8(18) . . ?
C9 N10 H101 108.9(18) . . ?
C11 N10 H102 109.3(16) . . ?
C9 N10 H102 108.0(17) . . ?
H101 N10 H102 112(2) . . ?
N10 C11 C12 110.92(13) . . ?
N10 C11 H111 109.5 . . ?
C12 C11 H111 109.5 . . ?
N10 C11 H112 109.5 . . ?
C12 C11 H112 109.5 . . ?
H111 C11 H112 108.0 . . ?
F126 C12 F124 112.1(4) . . ?
F121 C12 F122 111.6(3) . . ?
F121 C12 F123 105.1(3) . . ?
F122 C12 F123 102.9(3) . . ?
F126 C12 F125 102.5(4) . . ?
F124 C12 F125 101.7(4) . . ?
F126 C12 C11 117.9(2) . . ?
F121 C12 C11 114.46(18) . . ?
F124 C12 C11 115.9(3) . . ?
F122 C12 C11 115.22(17) . . ?
F123 C12 C11 106.12(16) . . ?
F125 C12 C11 104.0(2) . . ?
H11W O1W H12W 98.1 . . ?
H11V O1V H12V 132.2 . . ?

_refine_diff_density_max         0.794
_refine_diff_density_min         -0.359
_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_dbcpfh
_database_code_depnum_ccdc_archive 'CCDC 2203697'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H52 N6, 2(C8 H5 N2  O2), 2(H2 O)'
_chemical_formula_sum            'C46 H66 N10 O6'
_chemical_formula_weight         855.08

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'

_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                   9.2066(2)
_cell_length_b                   10.8178(2)
_cell_length_c                   22.9001(5)
_cell_angle_alpha                90
_cell_angle_beta                 97.1910(10)
_cell_angle_gamma                90
_cell_volume                     2262.80(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      4.5271
_cell_measurement_theta_max      72.0785

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_F_000             920
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.277
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.683
_shelx_estimated_absorpt_T_min   0.833
_shelx_estimated_absorpt_T_max   0.973
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.90
_exptl_absorpt_correction_T_max  0.97

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            26610
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_av_R_equivalents  0.0268
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         4.527
_diffrn_reflns_theta_max         72.121
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4456
_reflns_number_gt                4028
_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 Instrument Service vV6.2.15'
_computing_cell_refinement       'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0446P)²+0.7224P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4456
_refine_ls_number_parameters     304
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.0899
_refine_ls_wR_factor_gt          0.0871
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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
N1 N 0.38206(9) 0.57393(8) 0.40322(4) 0.01679(18) Uani 1 1 d . . . . .
C2 C 0.47172(11) 0.48261(10) 0.37690(4) 0.0198(2) Uani 1 1 d . . . . .
H21 H 0.4238 0.4630 0.3368 0.024 Uiso 1 1 calc R U . . .
H22 H 0.4741 0.4057 0.4004 0.024 Uiso 1 1 calc R U . . .
C3 C 0.62932(11) 0.52284(11) 0.37261(4) 0.0210(2) Uani 1 1 d . . . . .
H31 H 0.6869 0.4490 0.3644 0.025 Uiso 1 1 calc R U . . .
H32 H 0.6291 0.5796 0.3387 0.025 Uiso 1 1 calc R U . . .
N4 N 0.70386(9) 0.58495(8) 0.42566(4) 0.01810(19) Uani 1 1 d . . . . .
C5 C 0.70426(11) 0.50353(10) 0.47746(4) 0.0182(2) Uani 1 1 d . . . . .
H51 H 0.7706 0.4329 0.4734 0.022 Uiso 1 1 calc R U . . .
H52 H 0.6045 0.4700 0.4783 0.022 Uiso 1 1 calc R U . . .
C6 C 0.75264(11) 0.56897(10) 0.53559(4) 0.0187(2) Uani 1 1 d . . . . .
H61 H 0.6829 0.6364 0.5411 0.022 Uiso 1 1 calc R U . . .
H62 H 0.8503 0.6065 0.5342 0.022 Uiso 1 1 calc R U . . .
C7 C 0.76010(10) 0.48034(10) 0.58763(4) 0.0179(2) Uani 1 1 d . . . . .
H71 H 0.8289 0.4126 0.5815 0.022 Uiso 1 1 calc R U . . .
H72 H 0.8002 0.5252 0.6238 0.022 Uiso 1 1 calc R U . . .
C8 C 0.35719(12) 0.68349(10) 0.36554(5) 0.0229(2) Uani 1 1 d . . . . .
H81 H 0.2848 0.6630 0.3312 0.027 Uiso 1 1 calc R U . . .
H82 H 0.4500 0.7064 0.3506 0.027 Uiso 1 1 calc R U . . .
C9 C 0.30179(12) 0.79378(11) 0.39774(5) 0.0266(3) Uani 1 1 d . . . . .
H91 H 0.3068 0.8687 0.3733 0.032 Uiso 1 1 calc R U . . .
H92 H 0.1978 0.7799 0.4028 0.032 Uiso 1 1 calc R U . . .
C10 C 0.38872(12) 0.81597(10) 0.45765(5) 0.0243(2) Uani 1 1 d . . . . .
H101 H 0.3550 0.8935 0.4746 0.029 Uiso 1 1 calc R U . . .
H102 H 0.3710 0.7473 0.4844 0.029 Uiso 1 1 calc R U . . .
N11 N 0.54882(10) 0.82506(9) 0.45320(4) 0.0215(2) Uani 1 1 d . . . . .
H111 H 0.5867(15) 0.7502(14) 0.4421(6) 0.029(3) Uiso 1 1 d . . . . .
H112 H 0.5952(17) 0.8488(14) 0.4904(7) 0.037(4) Uiso 1 1 d . . . . .
H113 H 0.5648(15) 0.8862(14) 0.4250(7) 0.034(4) Uiso 1 1 d . . . . .
C12 C 0.85776(11) 0.60947(11) 0.41634(5) 0.0236(2) Uani 1 1 d . . . . .
H121 H 0.9053 0.5298 0.4091 0.028 Uiso 1 1 calc R U . . .
H122 H 0.9099 0.6450 0.4529 0.028 Uiso 1 1 calc R U . . .
C13 C 0.87572(10) 0.69570(10) 0.36601(5) 0.0203(2) Uani 1 1 d . . . . .
C14 C 0.85735(13) 0.82214(11) 0.37199(5) 0.0272(3) Uani 1 1 d . . . . .
H141 H 0.8308 0.8546 0.4077 0.033 Uiso 1 1 calc R U . . .
C15 C 0.87755(15) 0.90160(12) 0.32610(6) 0.0353(3) Uani 1 1 d . . . . .
H151 H 0.8625 0.9879 0.3302 0.042 Uiso 1 1 calc R U . . .
C16 C 0.91941(13) 0.85560(13) 0.27446(5) 0.0345(3) Uani 1 1 d . . . . .
H161 H 0.9351 0.9104 0.2435 0.041 Uiso 1 1 calc R U . . .
C17 C 0.93848(13) 0.72999(14) 0.26786(5) 0.0331(3) Uani 1 1 d . . . . .
H171 H 0.9667 0.6982 0.2323 0.040 Uiso 1 1 calc R U . . .
C18 C 0.91622(12) 0.65044(12) 0.31339(5) 0.0263(2) Uani 1 1 d . . . . .
H181 H 0.9287 0.5640 0.3087 0.032 Uiso 1 1 calc R U . . .
C1P C 1.10633(12) 0.82040(11) 0.59445(5) 0.0256(2) Uani 1 1 d . . . . .
O1P O 1.24091(9) 0.79993(9) 0.59935(4) 0.0361(2) Uani 1 1 d . . . . .
N2P N 1.03811(10) 0.88534(9) 0.54892(5) 0.0269(2) Uani 1 1 d . . . . .
H2P H 1.0921(17) 0.9206(15) 0.5241(7) 0.043(4) Uiso 1 1 d . . . . .
N3P N 0.88947(10) 0.91429(9) 0.53633(4) 0.0239(2) Uani 1 1 d . . . . .
C4P C 0.80278(11) 0.87473(10) 0.57403(5) 0.0188(2) Uani 1 1 d . . . . .
O4P O 0.66348(8) 0.89112(7) 0.56279(3) 0.02223(17) Uani 1 1 d . . . . .
C5P C 0.86220(11) 0.80893(9) 0.62811(4) 0.0185(2) Uani 1 1 d . . . . .
C6P C 0.77208(11) 0.77327(10) 0.67016(5) 0.0212(2) Uani 1 1 d . . . . .
H6P H 0.6707 0.7930 0.6644 0.025 Uiso 1 1 calc R U . . .
C7P C 0.83039(13) 0.70936(11) 0.72001(5) 0.0251(2) Uani 1 1 d . . . . .
H7P H 0.7685 0.6846 0.7481 0.030 Uiso 1 1 calc R U . . .
C8P C 0.97953(13) 0.68103(11) 0.72937(5) 0.0278(3) Uani 1 1 d . . . . .
H8P H 1.0189 0.6378 0.7639 0.033 Uiso 1 1 calc R U . . .
C9P C 1.06965(12) 0.71606(11) 0.68833(5) 0.0265(2) Uani 1 1 d . . . . .
H9P H 1.1711 0.6970 0.6946 0.032 Uiso 1 1 calc R U . . .
C10P C 1.01128(11) 0.77963(10) 0.63751(5) 0.0216(2) Uani 1 1 d . . . . .
O1W O 0.54395(9) 1.02429(8) 0.37351(4) 0.0289(2) Uani 1 1 d . . . . .
H11W H 0.471(2) 1.0605(17) 0.3901(8) 0.054(5) Uiso 1 1 d . . . . .
H12W H 0.616(2) 1.0784(17) 0.3818(8) 0.051(5) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C2 1.4647(13) . ?
N1 C8 1.4671(13) . ?
N1 C7 1.4731(12) 3_666 ?
C2 C3 1.5298(14) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4798(13) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4770(13) . ?
N4 C12 1.4830(12) . ?
C5 C6 1.5241(14) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.5243(14) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.4731(12) 3_666 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.5237(17) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C10 1.5184(16) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
C10 N11 1.4934(14) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
N11 H111 0.929(15) . ?
N11 H112 0.940(16) . ?
N11 H113 0.949(16) . ?
C12 C13 1.5078(14) . ?
C12 H121 0.9900 . ?
C12 H122 0.9900 . ?
C13 C14 1.3871(17) . ?
C13 C18 1.3941(15) . ?
C14 C15 1.3881(17) . ?
C14 H141 0.9500 . ?
C15 C16 1.3816(19) . ?
C15 H151 0.9500 . ?
C16 C17 1.381(2) . ?
C16 H161 0.9500 . ?
C17 C18 1.3868(17) . ?
C17 H171 0.9500 . ?
C18 H181 0.9500 . ?
C1P O1P 1.2498(14) . ?
C1P N2P 1.3458(16) . ?
C1P C10P 1.4659(16) . ?
N2P N3P 1.3982(13) . ?
N2P H2P 0.886(17) . ?
N3P C4P 1.3183(14) . ?
C4P O4P 1.2883(13) . ?
C4P C5P 1.4732(15) . ?
C5P C10P 1.3989(14) . ?
C5P C6P 1.4015(15) . ?
C6P C7P 1.3842(16) . ?
C6P H6P 0.9500 . ?
C7P C8P 1.3970(17) . ?
C7P H7P 0.9500 . ?
C8P C9P 1.3822(18) . ?
C8P H8P 0.9500 . ?
C9P C10P 1.3998(16) . ?
C9P H9P 0.9500 . ?
O1W H11W 0.902(19) . ?
O1W H12W 0.888(19) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C8 110.93(8) . . ?
C2 N1 C7 110.26(8) . 3_666 ?
C8 N1 C7 109.25(8) . 3_666 ?
N1 C2 C3 114.99(9) . . ?
N1 C2 H21 108.5 . . ?
C3 C2 H21 108.5 . . ?
N1 C2 H22 108.5 . . ?
C3 C2 H22 108.5 . . ?
H21 C2 H22 107.5 . . ?
N4 C3 C2 115.00(8) . . ?
N4 C3 H31 108.5 . . ?
C2 C3 H31 108.5 . . ?
N4 C3 H32 108.5 . . ?
C2 C3 H32 108.5 . . ?
H31 C3 H32 107.5 . . ?
C5 N4 C3 110.05(8) . . ?
C5 N4 C12 108.42(8) . . ?
C3 N4 C12 108.43(8) . . ?
N4 C5 C6 113.29(8) . . ?
N4 C5 H51 108.9 . . ?
C6 C5 H51 108.9 . . ?
N4 C5 H52 108.9 . . ?
C6 C5 H52 108.9 . . ?
H51 C5 H52 107.7 . . ?
C5 C6 C7 111.74(9) . . ?
C5 C6 H61 109.3 . . ?
C7 C6 H61 109.3 . . ?
C5 C6 H62 109.3 . . ?
C7 C6 H62 109.3 . . ?
H61 C6 H62 107.9 . . ?
N1 C7 C6 114.08(8) 3_666 . ?
N1 C7 H71 108.7 3_666 . ?
C6 C7 H71 108.7 . . ?
N1 C7 H72 108.7 3_666 . ?
C6 C7 H72 108.7 . . ?
H71 C7 H72 107.6 . . ?
N1 C8 C9 112.64(9) . . ?
N1 C8 H81 109.1 . . ?
C9 C8 H81 109.1 . . ?
N1 C8 H82 109.1 . . ?
C9 C8 H82 109.1 . . ?
H81 C8 H82 107.8 . . ?
C10 C9 C8 112.99(9) . . ?
C10 C9 H91 109.0 . . ?
C8 C9 H91 109.0 . . ?
C10 C9 H92 109.0 . . ?
C8 C9 H92 109.0 . . ?
H91 C9 H92 107.8 . . ?
N11 C10 C9 111.21(9) . . ?
N11 C10 H101 109.4 . . ?
C9 C10 H101 109.4 . . ?
N11 C10 H102 109.4 . . ?
C9 C10 H102 109.4 . . ?
H101 C10 H102 108.0 . . ?
C10 N11 H111 111.6(9) . . ?
C10 N11 H112 107.2(9) . . ?
H111 N11 H112 110.0(13) . . ?
C10 N11 H113 109.3(9) . . ?
H111 N11 H113 109.0(12) . . ?
H112 N11 H113 109.6(13) . . ?
N4 C12 C13 114.77(8) . . ?
N4 C12 H121 108.6 . . ?
C13 C12 H121 108.6 . . ?
N4 C12 H122 108.6 . . ?
C13 C12 H122 108.6 . . ?
H121 C12 H122 107.6 . . ?
C14 C13 C18 118.73(10) . . ?
C14 C13 C12 120.55(10) . . ?
C18 C13 C12 120.68(10) . . ?
C13 C14 C15 120.42(11) . . ?
C13 C14 H141 119.8 . . ?
C15 C14 H141 119.8 . . ?
C16 C15 C14 120.21(12) . . ?
C16 C15 H151 119.9 . . ?
C14 C15 H151 119.9 . . ?
C17 C16 C15 120.07(11) . . ?
C17 C16 H161 120.0 . . ?
C15 C16 H161 120.0 . . ?
C16 C17 C18 119.71(11) . . ?
C16 C17 H171 120.1 . . ?
C18 C17 H171 120.1 . . ?
C17 C18 C13 120.84(12) . . ?
C17 C18 H181 119.6 . . ?
C13 C18 H181 119.6 . . ?
O1P C1P N2P 121.56(11) . . ?
O1P C1P C10P 123.70(11) . . ?
N2P C1P C10P 114.72(10) . . ?
C1P N2P N3P 128.79(9) . . ?
C1P N2P H2P 118.5(10) . . ?
N3P N2P H2P 112.6(10) . . ?
C4P N3P N2P 116.70(9) . . ?
O4P C4P N3P 119.58(10) . . ?
O4P C4P C5P 119.34(9) . . ?
N3P C4P C5P 121.06(9) . . ?
C10P C5P C6P 119.06(10) . . ?
C10P C5P C4P 119.52(9) . . ?
C6P C5P C4P 121.41(9) . . ?
C7P C6P C5P 120.15(10) . . ?
C7P C6P H6P 119.9 . . ?
C5P C6P H6P 119.9 . . ?
C6P C7P C8P 120.56(10) . . ?
C6P C7P H7P 119.7 . . ?
C8P C7P H7P 119.7 . . ?
C9P C8P C7P 119.84(11) . . ?
C9P C8P H8P 120.1 . . ?
C7P C8P H8P 120.1 . . ?
C8P C9P C10P 119.96(10) . . ?
C8P C9P H9P 120.0 . . ?
C10P C9P H9P 120.0 . . ?
C5P C10P C9P 120.42(10) . . ?
C5P C10P C1P 119.02(10) . . ?
C9P C10P C1P 120.51(10) . . ?
H11W O1W H12W 101.6(16) . . ?

_refine_diff_density_max         0.223
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_cucpaf2_modre
_database_code_depnum_ccdc_archive 'CCDC 2203692'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-11-12 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C40 H84 Cl Cu2 F12 N12, 7(Cl O4), 3(H2 O)'
_chemical_formula_sum            'C40 H90 Cl8 Cu2 F12 N12 O31'
_chemical_formula_weight         1873.91

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Cl Cl 0.3639 0.7018 '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'
F F 0.0727 0.0534 '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'

_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                   14.8243(8)
_cell_length_b                   20.5077(10)
_cell_length_c                   23.9876(16)
_cell_angle_alpha                90
_cell_angle_beta                 99.802(4)
_cell_angle_gamma                90
_cell_volume                     7186.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    1390
_cell_measurement_theta_min      3.0251
_cell_measurement_theta_max      49.5210

_exptl_crystal_description       prism
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_F_000             3856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.133
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.096
_exptl_absorpt_coefficient_mu    4.564
_shelx_estimated_absorpt_T_min   0.582
_shelx_estimated_absorpt_T_max   0.668
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.57
_exptl_absorpt_correction_T_max  0.65
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            51870
_diffrn_reflns_av_unetI/netI     0.2158
_diffrn_reflns_av_R_equivalents  0.3479
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.853
_diffrn_reflns_theta_max         70.022
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             13563
_reflns_number_gt                4620
_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 Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Despite a number of crystallization experiments, only clusters/druses
of very small crystals were obtained with need to disassemble them mechanically
to obtain some single-crystals. This cif file contains the data of the crystal
affording the best results. A total of 2569 frames were collected. The total
exposure time was 19.91 hours. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1142P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00030(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         13563
_refine_ls_number_parameters     1027
_refine_ls_number_restraints     61
_refine_ls_R_factor_all          0.2520
_refine_ls_R_factor_gt           0.0937
_refine_ls_wR_factor_ref         0.2878
_refine_ls_wR_factor_gt          0.2022
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_restrained_S_all      0.952
_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
Cl1M Cl 0.71889(18) 0.51024(13) 0.24425(10) 0.0458(6) Uani 1 1 d . . . . .
Cu1A Cu 0.61984(10) 0.57365(7) 0.16512(6) 0.0430(4) Uani 1 1 d . . . . .
N1A N 0.4977(6) 0.5760(4) 0.1965(4) 0.051(2) Uani 1 1 d . . . . .
C2A C 0.4930(8) 0.6417(6) 0.2231(5) 0.059(3) Uani 1 1 d . . . . .
H2A H 0.4536 0.6398 0.2525 0.071 Uiso 1 1 calc R U . . .
H2B H 0.4666 0.6739 0.1941 0.071 Uiso 1 1 calc R U . . .
C3A C 0.5890(8) 0.6618(6) 0.2494(5) 0.066(4) Uani 1 1 d . . . . .
H3A H 0.5885 0.7070 0.2639 0.079 Uiso 1 1 calc R U . . .
H3B H 0.6122 0.6327 0.2816 0.079 Uiso 1 1 calc R U . . .
N4A N 0.6506(7) 0.6577(4) 0.2057(4) 0.051(2) Uani 1 1 d . . . . .
H4A H 0.7152 0.6547 0.2261 0.061 Uiso 1 1 calc R U . . .
C5A C 0.6435(9) 0.7149(6) 0.1698(6) 0.071(4) Uani 1 1 d . . . . .
H5A H 0.6562 0.7542 0.1938 0.086 Uiso 1 1 calc R U . . .
H5B H 0.5801 0.7184 0.1488 0.086 Uiso 1 1 calc R U . . .
C6A C 0.7097(9) 0.7130(5) 0.1275(5) 0.061(3) Uani 1 1 d . . . . .
H6A H 0.7056 0.7549 0.1067 0.073 Uiso 1 1 calc R U . . .
H6B H 0.7729 0.7090 0.1487 0.073 Uiso 1 1 calc R U . . .
C7A C 0.6923(8) 0.6581(5) 0.0852(4) 0.049(3) Uani 1 1 d . . . . .
H7A H 0.6274 0.6598 0.0666 0.059 Uiso 1 1 calc R U . . .
H7B H 0.7305 0.6651 0.0557 0.059 Uiso 1 1 calc R U . . .
N8A N 0.7115(6) 0.5932(4) 0.1093(3) 0.049(2) Uani 1 1 d . . . . .
C9A C 0.6884(8) 0.5414(5) 0.0638(4) 0.049(3) Uani 1 1 d . . . . .
H9A H 0.6384 0.5574 0.0342 0.058 Uiso 1 1 calc R U . . .
H9B H 0.7426 0.5329 0.0459 0.058 Uiso 1 1 calc R U . . .
C10A C 0.6594(8) 0.4801(6) 0.0887(5) 0.057(3) Uani 1 1 d . . . . .
H10A H 0.6379 0.4485 0.0581 0.068 Uiso 1 1 calc R U . . .
H10B H 0.7122 0.4606 0.1140 0.068 Uiso 1 1 calc R U . . .
N11A N 0.5857(6) 0.4937(4) 0.1206(4) 0.045(2) Uani 1 1 d . . . . .
H11A H 0.5837 0.4570 0.1478 0.054 Uiso 1 1 calc R U . . .
C12A C 0.4955(7) 0.4964(6) 0.0824(5) 0.058(3) Uani 1 1 d . . . . .
H12A H 0.4856 0.4553 0.0606 0.069 Uiso 1 1 calc R U . . .
H12B H 0.4957 0.5327 0.0552 0.069 Uiso 1 1 calc R U . . .
C13A C 0.4186(7) 0.5061(6) 0.1150(5) 0.063(3) Uani 1 1 d . . . . .
H13A H 0.4201 0.4700 0.1425 0.076 Uiso 1 1 calc R U . . .
H13B H 0.3599 0.5030 0.0884 0.076 Uiso 1 1 calc R U . . .
C14A C 0.4198(8) 0.5719(6) 0.1478(5) 0.066(3) Uani 1 1 d . . . . .
H14A H 0.4246 0.6084 0.1214 0.079 Uiso 1 1 calc R U . . .
H14B H 0.3614 0.5769 0.1621 0.079 Uiso 1 1 calc R U . . .
C20A C 0.4931(7) 0.5226(5) 0.2373(5) 0.051(3) Uani 1 1 d . . . . .
H20A H 0.5414 0.5301 0.2706 0.061 Uiso 1 1 calc R U . . .
H20B H 0.5082 0.4813 0.2195 0.061 Uiso 1 1 calc R U . . .
C21A C 0.4022(9) 0.5130(7) 0.2584(6) 0.082(4) Uani 1 1 d . . . . .
H21A H 0.3832 0.5542 0.2745 0.098 Uiso 1 1 calc R U . . .
H21B H 0.3538 0.4997 0.2267 0.098 Uiso 1 1 calc R U . . .
C22A C 0.4167(10) 0.4607(7) 0.3030(6) 0.089(5) Uani 1 1 d . . . . .
H22A H 0.4663 0.4719 0.3346 0.107 Uiso 0.596(13) 1 calc R U P A 1
H22B H 0.4291 0.4177 0.2871 0.107 Uiso 0.596(13) 1 calc R U P A 1
H22D H 0.4607 0.4806 0.3340 0.107 Uiso 0.404(13) 1 calc R U P A 2
H22E H 0.4518 0.4269 0.2865 0.107 Uiso 0.404(13) 1 calc R U P A 2
N23A N 0.3175(12) 0.4634(8) 0.3215(7) 0.054(4) Uani 0.596(13) 1 d . . P A 1
H23A H 0.3017 0.5050 0.3290 0.064 Uiso 0.596(13) 1 calc R U P A 1
H23B H 0.2736 0.4461 0.2945 0.064 Uiso 0.596(13) 1 calc R U P A 1
C24A C 0.3325(16) 0.4214(12) 0.3756(10) 0.067(6) Uani 0.596(13) 1 d . . P A 1
H24A H 0.3493 0.3762 0.3668 0.081 Uiso 0.596(13) 1 calc R U P A 1
H24B H 0.3822 0.4398 0.4040 0.081 Uiso 0.596(13) 1 calc R U P A 1
N23D N 0.3533(18) 0.4217(12) 0.3336(10) 0.054(4) Uani 0.404(13) 1 d . . P A 2
H23D H 0.3096 0.4014 0.3083 0.064 Uiso 0.404(13) 1 calc R U P A 2
H23E H 0.3854 0.3909 0.3560 0.064 Uiso 0.404(13) 1 calc R U P A 2
C24D C 0.311(3) 0.4675(18) 0.3680(16) 0.067(6) Uani 0.404(13) 1 d . . P A 2
H24D H 0.2762 0.5016 0.3442 0.081 Uiso 0.404(13) 1 calc R U P A 2
H24E H 0.3575 0.4886 0.3968 0.081 Uiso 0.404(13) 1 calc R U P A 2
C25A C 0.2428(10) 0.4220(8) 0.3977(5) 0.073(4) Uani 1 1 d . . . . .
F25A F 0.1799(6) 0.3909(5) 0.3634(3) 0.102(3) Uani 1 1 d . . . . .
F25B F 0.2080(6) 0.4713(4) 0.4173(4) 0.108(3) Uani 1 1 d . . . . .
F25C F 0.2695(7) 0.3820(5) 0.4414(4) 0.120(3) Uani 1 1 d . . . . .
C30A C 0.8086(7) 0.5857(5) 0.1389(4) 0.046(3) Uani 1 1 d . . . . .
H30A H 0.8179 0.5396 0.1509 0.055 Uiso 1 1 calc R U . . .
H30B H 0.8167 0.6126 0.1737 0.055 Uiso 1 1 calc R U . . .
C31A C 0.8831(7) 0.6039(6) 0.1061(5) 0.055(3) Uani 1 1 d . . . . .
H31A H 0.8822 0.5735 0.0739 0.066 Uiso 1 1 calc R U . . .
H31B H 0.8724 0.6486 0.0907 0.066 Uiso 1 1 calc R U . . .
C32A C 0.9748(7) 0.6007(6) 0.1444(4) 0.054(3) Uani 1 1 d . . . . .
H32A H 0.9724 0.6274 0.1784 0.065 Uiso 1 1 calc R U . . .
H32B H 0.9869 0.5550 0.1568 0.065 Uiso 1 1 calc R U . . .
N33A N 1.0517(7) 0.6240(6) 0.1168(4) 0.076(3) Uani 1 1 d . . . . .
H33A H 1.0362 0.6635 0.1007 0.091 Uiso 1 1 calc R U . . .
H33B H 1.1017 0.6300 0.1441 0.091 Uiso 1 1 calc R U . . .
C34A C 1.0762(10) 0.5824(8) 0.0752(6) 0.095(5) Uani 1 1 d . . . . .
H34A H 1.0240 0.5783 0.0436 0.114 Uiso 1 1 calc R U . . .
H34B H 1.0899 0.5385 0.0916 0.114 Uiso 1 1 calc R U . . .
C35A C 1.1587(9) 0.6078(8) 0.0527(6) 0.071(4) Uani 1 1 d . . . . .
F35A F 1.1411(6) 0.6558(4) 0.0169(4) 0.101(3) Uani 1 1 d . . . . .
F35B F 1.2254(5) 0.6268(4) 0.0932(3) 0.087(2) Uani 1 1 d . . . . .
F35C F 1.1933(5) 0.5596(4) 0.0258(4) 0.095(3) Uani 1 1 d . . . . .
Cu1X Cu 0.81477(11) 0.44898(8) 0.32568(6) 0.0492(5) Uani 1 1 d . . . . .
N1X N 0.8040(8) 0.5095(5) 0.3947(4) 0.072(3) Uani 1 1 d . . . . .
C2X C 0.7334(11) 0.4751(8) 0.4253(6) 0.097(5) Uani 1 1 d . . . . .
H2X H 0.7044 0.5069 0.4478 0.117 Uiso 1 1 calc R U . . .
H2Y H 0.7636 0.4408 0.4510 0.117 Uiso 1 1 calc R U . . .
C3X C 0.6608(11) 0.4444(7) 0.3782(6) 0.086(4) Uani 1 1 d . . . . .
H3X H 0.6146 0.4205 0.3956 0.103 Uiso 1 1 calc R U . . .
H3Y H 0.6290 0.4793 0.3539 0.103 Uiso 1 1 calc R U . . .
N4X N 0.7052(8) 0.4007(6) 0.3449(5) 0.080(3) Uani 1 1 d . . . . .
H4X H 0.6620 0.3948 0.3083 0.096 Uiso 1 1 calc R U . . .
C5X C 0.7229(13) 0.3369(7) 0.3682(7) 0.108(6) Uani 1 1 d . . . . .
H5X H 0.6649 0.3182 0.3762 0.130 Uiso 1 1 calc R U . . .
H5Y H 0.7656 0.3405 0.4045 0.130 Uiso 1 1 calc R U . . .
C6X C 0.7631(12) 0.2911(7) 0.3302(6) 0.093(5) Uani 1 1 d . . . . .
H6X H 0.7202 0.2877 0.2938 0.112 Uiso 1 1 calc R U . . .
H6Y H 0.7681 0.2473 0.3478 0.112 Uiso 1 1 calc R U . . .
C7X C 0.8624(11) 0.3119(6) 0.3170(5) 0.081(5) Uani 1 1 d . . . . .
H7X H 0.9049 0.3193 0.3530 0.098 Uiso 1 1 calc R U . . .
H7Y H 0.8874 0.2764 0.2963 0.098 Uiso 1 1 calc R U . . .
N8X N 0.8546(8) 0.3694(5) 0.2843(4) 0.074(3) Uani 1 1 d . . . . .
C9X C 0.9568(9) 0.3853(8) 0.2773(5) 0.081(4) Uani 1 1 d . . . . .
H9X H 1.0002 0.3724 0.3115 0.098 Uiso 1 1 calc R U . . .
H9Y H 0.9732 0.3620 0.2442 0.098 Uiso 1 1 calc R U . . .
C10X C 0.9593(10) 0.4590(7) 0.2685(6) 0.081(4) Uani 1 1 d . . . . .
H10X H 1.0226 0.4724 0.2659 0.098 Uiso 1 1 calc R U . . .
H10Y H 0.9197 0.4703 0.2322 0.098 Uiso 1 1 calc R U . . .
N11X N 0.9291(6) 0.4941(6) 0.3130(4) 0.072(3) Uani 1 1 d . . . . .
H11X H 0.9112 0.5387 0.2983 0.086 Uiso 1 1 calc R U . . .
C12X C 0.9975(11) 0.5021(9) 0.3632(6) 0.107(6) Uani 1 1 d . . . . .
H12X H 1.0520 0.5229 0.3521 0.129 Uiso 1 1 calc R U . . .
H12Y H 1.0161 0.4583 0.3783 0.129 Uiso 1 1 calc R U . . .
C13X C 0.9692(10) 0.5415(8) 0.4096(6) 0.087(4) Uani 1 1 d . . . . .
H13X H 0.9499 0.5853 0.3948 0.104 Uiso 1 1 calc R U . . .
H13Y H 1.0227 0.5472 0.4402 0.104 Uiso 1 1 calc R U . . .
C14X C 0.8906(9) 0.5104(6) 0.4347(5) 0.068(4) Uani 1 1 d . . . . .
H14X H 0.9076 0.4651 0.4464 0.082 Uiso 1 1 calc R U . . .
H14Y H 0.8820 0.5350 0.4689 0.082 Uiso 1 1 calc R U . . .
C20X C 0.7740(8) 0.5755(5) 0.3745(4) 0.054(3) Uani 1 1 d . . . . .
H20X H 0.7102 0.5721 0.3540 0.065 Uiso 1 1 calc R U . . .
H20Y H 0.8124 0.5893 0.3466 0.065 Uiso 1 1 calc R U . . .
C21X C 0.7770(10) 0.6294(6) 0.4184(5) 0.075(4) Uani 1 1 d . . . . .
H21X H 0.7291 0.6224 0.4419 0.090 Uiso 1 1 calc R U . . .
H21Y H 0.8374 0.6301 0.4435 0.090 Uiso 1 1 calc R U . . .
C22X C 0.7606(10) 0.6930(6) 0.3858(5) 0.075(4) Uani 1 1 d . . . . .
H22X H 0.8050 0.6959 0.3595 0.090 Uiso 1 1 calc R U . . .
H22Y H 0.6985 0.6916 0.3627 0.090 Uiso 1 1 calc R U . . .
N23X N 0.7683(7) 0.7525(5) 0.4207(4) 0.060(3) Uani 1 1 d . . . . .
H23X H 0.7179 0.7559 0.4375 0.073 Uiso 1 1 calc R U . . .
H23Y H 0.8180 0.7490 0.4485 0.073 Uiso 1 1 calc R U . . .
C24X C 0.7768(9) 0.8122(6) 0.3882(4) 0.062(3) Uani 1 1 d . . . . .
H24X H 0.7274 0.8135 0.3548 0.075 Uiso 1 1 calc R U . . .
H24Y H 0.8361 0.8119 0.3746 0.075 Uiso 1 1 calc R U . . .
C25X C 0.7710(9) 0.8715(6) 0.4233(5) 0.061(3) Uani 1 1 d . . . . .
F25X F 0.8340(5) 0.8732(3) 0.4700(3) 0.075(2) Uani 1 1 d . . . . .
F25Y F 0.6888(5) 0.8760(3) 0.4413(3) 0.0694(19) Uani 1 1 d . . . . .
F25Z F 0.7778(5) 0.9260(3) 0.3948(3) 0.0694(19) Uani 1 1 d . . . . .
C30X C 0.7948(8) 0.3593(5) 0.2273(4) 0.051(3) Uani 1 1 d . . . . .
H30X H 0.8049 0.3963 0.2026 0.061 Uiso 1 1 calc R U . . .
H30Y H 0.7300 0.3610 0.2325 0.061 Uiso 1 1 calc R U . . .
C31X C 0.8096(9) 0.2964(6) 0.1969(5) 0.072(4) Uani 1 1 d . . . . .
H31X H 0.7953 0.2585 0.2194 0.087 Uiso 1 1 calc R U . . .
H31Y H 0.8743 0.2930 0.1917 0.087 Uiso 1 1 calc R U . . .
C32X C 0.7466(10) 0.2972(7) 0.1395(6) 0.086(5) Uani 1 1 d . . . . .
H32X H 0.6840 0.3087 0.1453 0.103 Uiso 1 1 calc R U . . .
H32Y H 0.7675 0.3317 0.1159 0.103 Uiso 1 1 calc R U . . .
N33X N 0.7429(7) 0.2350(5) 0.1087(4) 0.082(4) Uani 1 1 d . . . . .
H33X H 0.6967 0.2371 0.0785 0.098 Uiso 1 1 calc R U . . .
H33Y H 0.7289 0.2027 0.1318 0.098 Uiso 1 1 calc R U . . .
C34X C 0.8280(9) 0.2170(6) 0.0883(5) 0.067(4) Uani 1 1 d . . . . .
H34X H 0.8497 0.2545 0.0682 0.081 Uiso 1 1 calc R U . . .
H34Y H 0.8760 0.2061 0.1209 0.081 Uiso 1 1 calc R U . . .
C35X C 0.8128(14) 0.1611(7) 0.0502(7) 0.087(5) Uani 1 1 d . . . . .
F35X F 0.8004(11) 0.1048(5) 0.0791(5) 0.093(4) Uani 0.739(10) 1 d . . P B 1
F35Y F 0.7314(8) 0.1605(6) 0.0115(4) 0.083(3) Uani 0.739(10) 1 d . . P B 1
F35Z F 0.8797(10) 0.1504(7) 0.0221(6) 0.102(5) Uani 0.739(10) 1 d . . P B 1
F35U F 0.754(3) 0.127(2) 0.0551(19) 0.093(4) Uani 0.261(10) 1 d . . P B 2
F35V F 0.802(2) 0.1936(16) 0.0019(12) 0.083(3) Uani 0.261(10) 1 d . . P B 2
F35W F 0.888(3) 0.125(2) 0.0531(17) 0.102(5) Uani 0.261(10) 1 d . . P B 2
Cl1 Cl -0.0239(3) 0.41477(18) 0.11014(15) 0.0776(10) Uani 1 1 d . . . . .
O11 O -0.0096(8) 0.4474(5) 0.0595(4) 0.103(3) Uani 1 1 d . . . . .
O12 O -0.1113(7) 0.4333(5) 0.1213(4) 0.097(3) Uani 1 1 d . . . . .
O13 O -0.0170(9) 0.3467(5) 0.1065(6) 0.140(5) Uani 1 1 d . . . . .
O14 O 0.0458(7) 0.4390(5) 0.1543(4) 0.097(3) Uani 1 1 d . . . . .
Cl2 Cl 0.5851(2) 0.19054(17) 0.48974(13) 0.0663(9) Uani 1 1 d . . . . .
O21 O 0.5660(9) 0.2146(5) 0.4335(4) 0.116(4) Uani 1 1 d . . . . .
O22 O 0.5771(8) 0.2442(5) 0.5284(4) 0.107(4) Uani 1 1 d . . . . .
O23 O 0.6745(7) 0.1680(6) 0.5039(4) 0.112(4) Uani 1 1 d . . . . .
O24A O 0.5182(15) 0.1455(8) 0.4991(8) 0.095(6) Uani 0.80(4) 1 d . . P C 1
O24B O 0.563(6) 0.129(4) 0.488(4) 0.095(6) Uani 0.20(4) 1 d . . P C 2
Cl3 Cl 0.0993(3) 0.2175(2) 0.22915(17) 0.0922(13) Uani 1 1 d . . . . .
O31 O 0.1301(7) 0.1516(4) 0.2327(3) 0.079(3) Uani 1 1 d . . . . .
O32 O 0.1803(6) 0.2582(5) 0.2349(4) 0.095(3) Uani 1 1 d . . . . .
O33A O 0.0579(16) 0.2317(12) 0.2828(9) 0.100(7) Uani 0.67(2) 1 d . . P D 1
O34A O 0.0407(12) 0.2379(11) 0.1841(8) 0.099(5) Uani 0.67(2) 1 d . U P D 1
O33B O 0.032(4) 0.230(3) 0.2531(17) 0.100(7) Uani 0.33(2) 1 d . . P D 2
O34B O 0.051(3) 0.206(2) 0.1567(17) 0.099(5) Uani 0.33(2) 1 d . U P D 2
Cl4A Cl 0.9526(3) 0.7884(2) 0.0362(2) 0.0722(14) Uani 0.832(7) 1 d . . P E 1
Cl4B Cl 0.9352(19) 0.7878(11) 0.0689(12) 0.0722(14) Uani 0.168(7) 1 d . . P E 2
O41 O 1.0186(9) 0.7504(5) 0.0668(6) 0.129(5) Uani 1 1 d . . . . .
O42 O 0.9651(6) 0.8552(4) 0.0496(4) 0.072(2) Uani 1 1 d . . . . .
O43 O 0.8599(8) 0.7698(5) 0.0417(4) 0.100(3) Uani 1 1 d . . . . .
O44A O 0.9576(8) 0.7745(6) -0.0229(5) 0.093(4) Uani 0.832(7) 1 d . . P E 1
O44B O 0.940(4) 0.773(3) 0.122(2) 0.093(4) Uani 0.168(7) 1 d . . P E 2
Cl5A Cl 0.5154(12) 0.5784(10) 0.4272(8) 0.137(6) Uani 0.542(11) 1 d . U P F 1
Cl5B Cl 0.4847(10) 0.6000(6) 0.4098(5) 0.071(3) Uani 0.458(11) 1 d D . P F 2
O51 O 0.5454(8) 0.5940(6) 0.3730(5) 0.123(4) Uani 1 1 d . . . . .
O52 O 0.5468(11) 0.6144(8) 0.4674(6) 0.151(5) Uani 1 1 d . . . . .
O53A O 0.420(2) 0.5959(18) 0.4059(15) 0.143(11) Uani 0.542(11) 1 d . . P F 1
O54A O 0.5192(16) 0.5114(12) 0.4388(10) 0.122(6) Uani 0.542(11) 1 d . . P F 1
O53B O 0.404(3) 0.557(2) 0.4093(19) 0.143(11) Uani 0.458(11) 1 d . . P F 2
O54B O 0.4292(16) 0.6606(10) 0.3921(11) 0.122(6) Uani 0.458(11) 1 d D U P F 2
Cl6 Cl 1.1772(3) 0.60587(19) 0.26367(14) 0.0731(10) Uani 1 1 d . . . . .
O61A O 1.0944(12) 0.6194(10) 0.2863(8) 0.110(6) Uani 0.76(3) 1 d . U P G 1
O62A O 1.1851(17) 0.6447(13) 0.2135(9) 0.097(5) Uani 0.76(3) 1 d . . P G 1
O63A O 1.2622(12) 0.6230(10) 0.3051(8) 0.091(6) Uani 0.76(3) 1 d . . P G 1
O64A O 1.1673(10) 0.5389(7) 0.2540(9) 0.095(5) Uani 0.76(3) 1 d . . P G 1
O61B O 1.107(4) 0.652(3) 0.274(3) 0.110(6) Uani 0.24(3) 1 d . U P G 2
O62B O 1.163(7) 0.637(5) 0.226(4) 0.097(5) Uani 0.24(3) 1 d . . P G 2
O63B O 1.227(4) 0.595(4) 0.308(3) 0.091(6) Uani 0.24(3) 1 d . . P G 2
O64B O 1.188(4) 0.546(2) 0.225(3) 0.095(5) Uani 0.24(3) 1 d . . P G 2
Cl7 Cl 0.5075(3) 0.32587(19) 0.20088(19) 0.0847(12) Uani 1 1 d . . . . .
O71A O 0.5546(11) 0.2654(7) 0.2037(8) 0.087(4) Uani 0.625(10) 1 d . U P H 1
O72A O 0.5537(14) 0.3614(13) 0.2542(11) 0.157(9) Uani 0.625(10) 1 d . . P H 1
O73A O 0.5364(17) 0.3617(9) 0.1552(9) 0.118(7) Uani 0.625(10) 1 d . . P H 1
O74A O 0.4194(13) 0.3231(9) 0.2045(8) 0.078(5) Uani 0.625(10) 1 d . . P H 1
O71B O 0.4704(18) 0.2724(11) 0.1608(13) 0.087(4) Uani 0.375(10) 1 d . U P H 2
O72B O 0.559(4) 0.372(3) 0.183(2) 0.157(9) Uani 0.375(10) 1 d . . P H 2
O73B O 0.533(2) 0.3012(14) 0.2517(17) 0.118(7) Uani 0.375(10) 1 d . . P H 2
O74B O 0.417(2) 0.3636(15) 0.1968(15) 0.078(5) Uani 0.375(10) 1 d . . P H 2
O1W O 0.4858(8) 0.3448(5) 0.4216(5) 0.119(4) Uani 1 1 d . . . . .
H11W H 0.5101 0.3057 0.4262 0.142 Uiso 1 1 d R U . . .
H12W H 0.5184 0.3750 0.4434 0.142 Uiso 1 1 d R U . . .
O2W O 0.2074(6) 0.3968(5) 0.2396(3) 0.081(3) Uani 1 1 d . . . . .
H21W H 0.2124 0.3549 0.2377 0.097 Uiso 1 1 d R U . . .
H22W H 0.1698 0.4315 0.2307 0.097 Uiso 1 1 d R U . . .
O3WA O 0.616(4) 0.751(2) 0.4624(14) 0.096(7) Uani 0.5 1 d . U P I 1
O3WB O 0.623(3) 0.738(2) 0.4804(14) 0.096(7) Uani 0.5 1 d . U P J 2
H31W H 0.5898 0.7470 0.4311 0.115 Uiso 1 1 d R U . . .
H32W H 0.6269 0.7023 0.4707 0.115 Uiso 1 1 d 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
Cl1M Cu1X 2.543(3) . ?
Cl1M Cu1A 2.550(3) . ?
Cu1A N11A 1.975(8) . ?
Cu1A N4A 1.993(8) . ?
Cu1A N1A 2.076(9) . ?
Cu1A N8A 2.102(9) . ?
N1A C20A 1.478(13) . ?
N1A C2A 1.498(13) . ?
N1A C14A 1.499(14) . ?
C2A C3A 1.512(15) . ?
C2A H2A 0.9900 . ?
C2A H2B 0.9900 . ?
C3A N4A 1.506(13) . ?
C3A H3A 0.9900 . ?
C3A H3B 0.9900 . ?
N4A C5A 1.449(14) . ?
N4A H4A 1.0000 . ?
C5A C6A 1.528(16) . ?
C5A H5A 0.9900 . ?
C5A H5B 0.9900 . ?
C6A C7A 1.508(14) . ?
C6A H6A 0.9900 . ?
C6A H6B 0.9900 . ?
C7A N8A 1.459(12) . ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
N8A C30A 1.501(12) . ?
N8A C9A 1.520(12) . ?
C9A C10A 1.486(14) . ?
C9A H9A 0.9900 . ?
C9A H9B 0.9900 . ?
C10A N11A 1.464(13) . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
N11A C12A 1.488(13) . ?
N11A H11A 1.0000 . ?
C12A C13A 1.502(15) . ?
C12A H12A 0.9900 . ?
C12A H12B 0.9900 . ?
C13A C14A 1.560(15) . ?
C13A H13A 0.9900 . ?
C13A H13B 0.9900 . ?
C14A H14A 0.9900 . ?
C14A H14B 0.9900 . ?
C20A C21A 1.531(14) . ?
C20A H20A 0.9900 . ?
C20A H20B 0.9900 . ?
C21A C22A 1.505(19) . ?
C21A H21A 0.9900 . ?
C21A H21B 0.9900 . ?
C22A N23D 1.52(2) . ?
C22A N23A 1.61(2) . ?
C22A H22A 0.9900 . ?
C22A H22B 0.9900 . ?
C22A H22D 0.9900 . ?
C22A H22E 0.9900 . ?
N23A C24A 1.54(3) . ?
N23A H23A 0.9100 . ?
N23A H23B 0.9100 . ?
C24A C25A 1.51(2) . ?
C24A H24A 0.9900 . ?
C24A H24B 0.9900 . ?
N23D C24D 1.46(5) . ?
N23D H23D 0.9100 . ?
N23D H23E 0.9100 . ?
C24D C25A 1.62(3) . ?
C24D H24D 0.9900 . ?
C24D H24E 0.9900 . ?
C25A F25B 1.263(16) . ?
C25A F25A 1.300(16) . ?
C25A F25C 1.338(14) . ?
C30A C31A 1.508(13) . ?
C30A H30A 0.9900 . ?
C30A H30B 0.9900 . ?
C31A C32A 1.507(14) . ?
C31A H31A 0.9900 . ?
C31A H31B 0.9900 . ?
C32A N33A 1.491(13) . ?
C32A H32A 0.9900 . ?
C32A H32B 0.9900 . ?
N33A C34A 1.407(16) . ?
N33A H33A 0.9100 . ?
N33A H33B 0.9100 . ?
C34A C35A 1.511(18) . ?
C34A H34A 0.9900 . ?
C34A H34B 0.9900 . ?
C35A F35A 1.304(16) . ?
C35A F35B 1.321(14) . ?
C35A F35C 1.330(14) . ?
Cu1X N11X 1.999(11) . ?
Cu1X N4X 2.022(11) . ?
Cu1X N8X 2.049(10) . ?
Cu1X N1X 2.098(10) . ?
N1X C14X 1.465(15) . ?
N1X C20X 1.481(14) . ?
N1X C2X 1.547(16) . ?
C2X C3X 1.554(19) . ?
C2X H2X 0.9900 . ?
C2X H2Y 0.9900 . ?
C3X N4X 1.435(16) . ?
C3X H3X 0.9900 . ?
C3X H3Y 0.9900 . ?
N4X C5X 1.429(16) . ?
N4X H4X 1.0000 . ?
C5X C6X 1.500(19) . ?
C5X H5X 0.9900 . ?
C5X H5Y 0.9900 . ?
C6X C7X 1.614(19) . ?
C6X H6X 0.9900 . ?
C6X H6Y 0.9900 . ?
C7X N8X 1.410(14) . ?
C7X H7X 0.9900 . ?
C7X H7Y 0.9900 . ?
N8X C30X 1.511(13) . ?
N8X C9X 1.588(17) . ?
C9X C10X 1.527(18) . ?
C9X H9X 0.9900 . ?
C9X H9Y 0.9900 . ?
C10X N11X 1.422(15) . ?
C10X H10X 0.9900 . ?
C10X H10Y 0.9900 . ?
N11X C12X 1.446(16) . ?
N11X H11X 1.0000 . ?
C12X C13X 1.492(19) . ?
C12X H12X 0.9900 . ?
C12X H12Y 0.9900 . ?
C13X C14X 1.538(18) . ?
C13X H13X 0.9900 . ?
C13X H13Y 0.9900 . ?
C14X H14X 0.9900 . ?
C14X H14Y 0.9900 . ?
C20X C21X 1.522(15) . ?
C20X H20X 0.9900 . ?
C20X H20Y 0.9900 . ?
C21X C22X 1.519(16) . ?
C21X H21X 0.9900 . ?
C21X H21Y 0.9900 . ?
C22X N23X 1.474(13) . ?
C22X H22X 0.9900 . ?
C22X H22Y 0.9900 . ?
N23X C24X 1.468(14) . ?
N23X H23X 0.9100 . ?
N23X H23Y 0.9100 . ?
C24X C25X 1.489(15) . ?
C24X H24X 0.9900 . ?
C24X H24Y 0.9900 . ?
C25X F25Z 1.325(14) . ?
C25X F25X 1.330(13) . ?
C25X F25Y 1.362(13) . ?
C30X C31X 1.516(14) . ?
C30X H30X 0.9900 . ?
C30X H30Y 0.9900 . ?
C31X C32X 1.526(16) . ?
C31X H31X 0.9900 . ?
C31X H31Y 0.9900 . ?
C32X N33X 1.471(14) . ?
C32X H32X 0.9900 . ?
C32X H32Y 0.9900 . ?
N33X C34X 1.475(15) . ?
N33X H33X 0.9100 . ?
N33X H33Y 0.9100 . ?
C34X C35X 1.458(17) . ?
C34X H34X 0.9900 . ?
C34X H34Y 0.9900 . ?
C35X F35U 1.13(5) . ?
C35X F35Z 1.310(19) . ?
C35X F35V 1.32(4) . ?
C35X F35W 1.34(5) . ?
C35X F35X 1.376(19) . ?
C35X F35Y 1.391(19) . ?
Cl1 O13 1.403(10) . ?
Cl1 O12 1.419(10) . ?
Cl1 O11 1.433(10) . ?
Cl1 O14 1.437(10) . ?
Cl2 O24B 1.31(7) . ?
Cl2 O23 1.390(10) . ?
Cl2 O24A 1.402(16) . ?
Cl2 O21 1.420(9) . ?
Cl2 O22 1.457(9) . ?
O23 O24B 1.82(7) . ?
Cl3 O33B 1.27(5) . ?
Cl3 O34A 1.333(16) . ?
Cl3 O31 1.423(9) . ?
Cl3 O32 1.450(10) . ?
Cl3 O33A 1.546(19) . ?
Cl3 O34B 1.78(4) . ?
Cl4A O41 1.364(11) . ?
Cl4A O42 1.411(9) . ?
Cl4A O43 1.453(11) . ?
Cl4A O44A 1.460(12) . ?
Cl4B O43 1.25(2) . ?
Cl4B O44B 1.30(6) . ?
Cl4B O41 1.46(3) . ?
Cl4B O42 1.55(3) . ?
Cl5A O52 1.240(18) . ?
Cl5A O54A 1.40(3) . ?
Cl5A O53A 1.47(4) . ?
Cl5A O51 1.48(2) . ?
Cl5B O51 1.368(16) . ?
Cl5B O53B 1.48(3) . ?
Cl5B O54B 1.510(8) . ?
Cl5B O52 1.55(2) . ?
Cl6 O62B 1.10(8) . ?
Cl6 O63B 1.21(7) . ?
Cl6 O64A 1.396(14) . ?
Cl6 O61A 1.451(17) . ?
Cl6 O62A 1.464(18) . ?
Cl6 O61B 1.47(6) . ?
Cl6 O63A 1.507(18) . ?
Cl6 O64B 1.57(6) . ?
O61B O62B 1.57(11) . ?
Cl7 O73B 1.31(4) . ?
Cl7 O72B 1.32(7) . ?
Cl7 O74A 1.325(18) . ?
Cl7 O71A 1.419(15) . ?
Cl7 O73A 1.445(19) . ?
Cl7 O71B 1.50(3) . ?
Cl7 O72A 1.53(2) . ?
Cl7 O74B 1.54(3) . ?
O1W H11W 0.8789 . ?
O1W H12W 0.8971 . ?
O2W H21W 0.8643 . ?
O2W H22W 0.9072 . ?
O3WA H31W 0.7904 . ?
O3WA H32W 1.0328 . ?
O3WB H31W 1.2157 . ?
O3WB H32W 0.7719 . ?

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
Cu1X Cl1M Cu1A 177.98(12) . . ?
N11A Cu1A N4A 176.3(4) . . ?
N11A Cu1A N1A 93.3(3) . . ?
N4A Cu1A N1A 86.8(4) . . ?
N11A Cu1A N8A 87.0(3) . . ?
N4A Cu1A N8A 91.5(3) . . ?
N1A Cu1A N8A 157.6(4) . . ?
N11A Cu1A Cl1M 92.4(3) . . ?
N4A Cu1A Cl1M 91.3(3) . . ?
N1A Cu1A Cl1M 99.7(3) . . ?
N8A Cu1A Cl1M 102.6(3) . . ?
C20A N1A C2A 112.0(9) . . ?
C20A N1A C14A 111.0(9) . . ?
C2A N1A C14A 107.3(9) . . ?
C20A N1A Cu1A 111.3(6) . . ?
C2A N1A Cu1A 106.4(7) . . ?
C14A N1A Cu1A 108.6(7) . . ?
N1A C2A C3A 108.3(9) . . ?
N1A C2A H2A 110.0 . . ?
C3A C2A H2A 110.0 . . ?
N1A C2A H2B 110.0 . . ?
C3A C2A H2B 110.0 . . ?
H2A C2A H2B 108.4 . . ?
N4A C3A C2A 109.5(10) . . ?
N4A C3A H3A 109.8 . . ?
C2A C3A H3A 109.8 . . ?
N4A C3A H3B 109.8 . . ?
C2A C3A H3B 109.8 . . ?
H3A C3A H3B 108.2 . . ?
C5A N4A C3A 112.1(9) . . ?
C5A N4A Cu1A 115.0(7) . . ?
C3A N4A Cu1A 105.8(7) . . ?
C5A N4A H4A 107.9 . . ?
C3A N4A H4A 107.9 . . ?
Cu1A N4A H4A 107.9 . . ?
N4A C5A C6A 112.6(10) . . ?
N4A C5A H5A 109.1 . . ?
C6A C5A H5A 109.1 . . ?
N4A C5A H5B 109.1 . . ?
C6A C5A H5B 109.1 . . ?
H5A C5A H5B 107.8 . . ?
C7A C6A C5A 114.2(10) . . ?
C7A C6A H6A 108.7 . . ?
C5A C6A H6A 108.7 . . ?
C7A C6A H6B 108.7 . . ?
C5A C6A H6B 108.7 . . ?
H6A C6A H6B 107.6 . . ?
N8A C7A C6A 114.5(9) . . ?
N8A C7A H7A 108.6 . . ?
C6A C7A H7A 108.6 . . ?
N8A C7A H7B 108.6 . . ?
C6A C7A H7B 108.6 . . ?
H7A C7A H7B 107.6 . . ?
C7A N8A C30A 112.8(8) . . ?
C7A N8A C9A 110.4(8) . . ?
C30A N8A C9A 110.4(8) . . ?
C7A N8A Cu1A 108.8(6) . . ?
C30A N8A Cu1A 110.6(6) . . ?
C9A N8A Cu1A 103.4(6) . . ?
C10A C9A N8A 110.4(8) . . ?
C10A C9A H9A 109.6 . . ?
N8A C9A H9A 109.6 . . ?
C10A C9A H9B 109.6 . . ?
N8A C9A H9B 109.6 . . ?
H9A C9A H9B 108.1 . . ?
N11A C10A C9A 109.9(9) . . ?
N11A C10A H10A 109.7 . . ?
C9A C10A H10A 109.7 . . ?
N11A C10A H10B 109.7 . . ?
C9A C10A H10B 109.7 . . ?
H10A C10A H10B 108.2 . . ?
C10A N11A C12A 111.0(8) . . ?
C10A N11A Cu1A 107.2(6) . . ?
C12A N11A Cu1A 115.0(7) . . ?
C10A N11A H11A 107.8 . . ?
C12A N11A H11A 107.8 . . ?
Cu1A N11A H11A 107.8 . . ?
N11A C12A C13A 111.5(9) . . ?
N11A C12A H12A 109.3 . . ?
C13A C12A H12A 109.3 . . ?
N11A C12A H12B 109.3 . . ?
C13A C12A H12B 109.3 . . ?
H12A C12A H12B 108.0 . . ?
C12A C13A C14A 115.6(10) . . ?
C12A C13A H13A 108.4 . . ?
C14A C13A H13A 108.4 . . ?
C12A C13A H13B 108.4 . . ?
C14A C13A H13B 108.4 . . ?
H13A C13A H13B 107.4 . . ?
N1A C14A C13A 112.5(9) . . ?
N1A C14A H14A 109.1 . . ?
C13A C14A H14A 109.1 . . ?
N1A C14A H14B 109.1 . . ?
C13A C14A H14B 109.1 . . ?
H14A C14A H14B 107.8 . . ?
N1A C20A C21A 117.1(10) . . ?
N1A C20A H20A 108.0 . . ?
C21A C20A H20A 108.0 . . ?
N1A C20A H20B 108.0 . . ?
C21A C20A H20B 108.0 . . ?
H20A C20A H20B 107.3 . . ?
C22A C21A C20A 107.4(11) . . ?
C22A C21A H21A 110.2 . . ?
C20A C21A H21A 110.2 . . ?
C22A C21A H21B 110.2 . . ?
C20A C21A H21B 110.2 . . ?
H21A C21A H21B 108.5 . . ?
C21A C22A N23D 134.1(16) . . ?
C21A C22A N23A 98.4(12) . . ?
C21A C22A H22A 112.1 . . ?
N23A C22A H22A 112.1 . . ?
C21A C22A H22B 112.1 . . ?
N23A C22A H22B 112.1 . . ?
H22A C22A H22B 109.7 . . ?
C21A C22A H22D 103.7 . . ?
N23D C22A H22D 103.7 . . ?
C21A C22A H22E 103.7 . . ?
N23D C22A H22E 103.7 . . ?
H22D C22A H22E 105.3 . . ?
C24A N23A C22A 101.8(15) . . ?
C24A N23A H23A 111.4 . . ?
C22A N23A H23A 111.4 . . ?
C24A N23A H23B 111.4 . . ?
C22A N23A H23B 111.4 . . ?
H23A N23A H23B 109.3 . . ?
C25A C24A N23A 106.2(18) . . ?
C25A C24A H24A 110.5 . . ?
N23A C24A H24A 110.5 . . ?
C25A C24A H24B 110.5 . . ?
N23A C24A H24B 110.5 . . ?
H24A C24A H24B 108.7 . . ?
C24D N23D C22A 107(2) . . ?
C24D N23D H23D 110.3 . . ?
C22A N23D H23D 110.3 . . ?
C24D N23D H23E 110.3 . . ?
C22A N23D H23E 110.3 . . ?
H23D N23D H23E 108.5 . . ?
N23D C24D C25A 104(2) . . ?
N23D C24D H24D 111.0 . . ?
C25A C24D H24D 111.0 . . ?
N23D C24D H24E 111.0 . . ?
C25A C24D H24E 111.0 . . ?
H24D C24D H24E 109.0 . . ?
F25B C25A F25A 109.5(12) . . ?
F25B C25A F25C 106.5(11) . . ?
F25A C25A F25C 106.2(13) . . ?
F25B C25A C24A 125.3(17) . . ?
F25A C25A C24A 110.6(14) . . ?
F25C C25A C24A 96.2(13) . . ?
F25B C25A C24D 91.6(18) . . ?
F25A C25A C24D 115.9(16) . . ?
F25C C25A C24D 124.9(18) . . ?
N8A C30A C31A 117.1(8) . . ?
N8A C30A H30A 108.0 . . ?
C31A C30A H30A 108.0 . . ?
N8A C30A H30B 108.0 . . ?
C31A C30A H30B 108.0 . . ?
H30A C30A H30B 107.3 . . ?
C32A C31A C30A 109.5(9) . . ?
C32A C31A H31A 109.8 . . ?
C30A C31A H31A 109.8 . . ?
C32A C31A H31B 109.8 . . ?
C30A C31A H31B 109.8 . . ?
H31A C31A H31B 108.2 . . ?
N33A C32A C31A 113.2(9) . . ?
N33A C32A H32A 108.9 . . ?
C31A C32A H32A 108.9 . . ?
N33A C32A H32B 108.9 . . ?
C31A C32A H32B 108.9 . . ?
H32A C32A H32B 107.7 . . ?
C34A N33A C32A 115.4(11) . . ?
C34A N33A H33A 108.4 . . ?
C32A N33A H33A 108.4 . . ?
C34A N33A H33B 108.4 . . ?
C32A N33A H33B 108.4 . . ?
H33A N33A H33B 107.5 . . ?
N33A C34A C35A 111.5(12) . . ?
N33A C34A H34A 109.3 . . ?
C35A C34A H34A 109.3 . . ?
N33A C34A H34B 109.3 . . ?
C35A C34A H34B 109.3 . . ?
H34A C34A H34B 108.0 . . ?
F35A C35A F35B 107.6(13) . . ?
F35A C35A F35C 107.0(11) . . ?
F35B C35A F35C 105.9(11) . . ?
F35A C35A C34A 114.4(13) . . ?
F35B C35A C34A 112.9(11) . . ?
F35C C35A C34A 108.7(13) . . ?
N11X Cu1X N4X 175.1(4) . . ?
N11X Cu1X N8X 88.5(5) . . ?
N4X Cu1X N8X 91.6(5) . . ?
N11X Cu1X N1X 91.5(4) . . ?
N4X Cu1X N1X 86.5(5) . . ?
N8X Cu1X N1X 157.0(4) . . ?
N11X Cu1X Cl1M 91.8(3) . . ?
N4X Cu1X Cl1M 92.9(3) . . ?
N8X Cu1X Cl1M 101.0(3) . . ?
N1X Cu1X Cl1M 101.9(3) . . ?
C14X N1X C20X 112.6(10) . . ?
C14X N1X C2X 106.5(10) . . ?
C20X N1X C2X 112.5(11) . . ?
C14X N1X Cu1X 110.4(8) . . ?
C20X N1X Cu1X 109.9(6) . . ?
C2X N1X Cu1X 104.6(8) . . ?
N1X C2X C3X 106.3(10) . . ?
N1X C2X H2X 110.5 . . ?
C3X C2X H2X 110.5 . . ?
N1X C2X H2Y 110.5 . . ?
C3X C2X H2Y 110.5 . . ?
H2X C2X H2Y 108.7 . . ?
N4X C3X C2X 109.3(13) . . ?
N4X C3X H3X 109.8 . . ?
C2X C3X H3X 109.8 . . ?
N4X C3X H3Y 109.8 . . ?
C2X C3X H3Y 109.8 . . ?
H3X C3X H3Y 108.3 . . ?
C5X N4X C3X 115.2(11) . . ?
C5X N4X Cu1X 115.8(10) . . ?
C3X N4X Cu1X 106.4(9) . . ?
C5X N4X H4X 106.2 . . ?
C3X N4X H4X 106.2 . . ?
Cu1X N4X H4X 106.2 . . ?
N4X C5X C6X 113.6(13) . . ?
N4X C5X H5X 108.8 . . ?
C6X C5X H5X 108.8 . . ?
N4X C5X H5Y 108.8 . . ?
C6X C5X H5Y 108.8 . . ?
H5X C5X H5Y 107.7 . . ?
C5X C6X C7X 115.0(12) . . ?
C5X C6X H6X 108.5 . . ?
C7X C6X H6X 108.5 . . ?
C5X C6X H6Y 108.5 . . ?
C7X C6X H6Y 108.5 . . ?
H6X C6X H6Y 107.5 . . ?
N8X C7X C6X 109.8(12) . . ?
N8X C7X H7X 109.7 . . ?
C6X C7X H7X 109.7 . . ?
N8X C7X H7Y 109.7 . . ?
C6X C7X H7Y 109.7 . . ?
H7X C7X H7Y 108.2 . . ?
C7X N8X C30X 111.7(10) . . ?
C7X N8X C9X 104.0(11) . . ?
C30X N8X C9X 110.8(9) . . ?
C7X N8X Cu1X 113.6(8) . . ?
C30X N8X Cu1X 111.9(7) . . ?
C9X N8X Cu1X 104.2(7) . . ?
C10X C9X N8X 105.3(11) . . ?
C10X C9X H9X 110.7 . . ?
N8X C9X H9X 110.7 . . ?
C10X C9X H9Y 110.7 . . ?
N8X C9X H9Y 110.7 . . ?
H9X C9X H9Y 108.8 . . ?
N11X C10X C9X 112.3(12) . . ?
N11X C10X H10X 109.1 . . ?
C9X C10X H10X 109.1 . . ?
N11X C10X H10Y 109.1 . . ?
C9X C10X H10Y 109.1 . . ?
H10X C10X H10Y 107.9 . . ?
C10X N11X C12X 114.7(11) . . ?
C10X N11X Cu1X 105.3(9) . . ?
C12X N11X Cu1X 114.7(9) . . ?
C10X N11X H11X 107.2 . . ?
C12X N11X H11X 107.2 . . ?
Cu1X N11X H11X 107.2 . . ?
N11X C12X C13X 116.0(13) . . ?
N11X C12X H12X 108.3 . . ?
C13X C12X H12X 108.3 . . ?
N11X C12X H12Y 108.3 . . ?
C13X C12X H12Y 108.3 . . ?
H12X C12X H12Y 107.4 . . ?
C12X C13X C14X 113.2(13) . . ?
C12X C13X H13X 108.9 . . ?
C14X C13X H13X 108.9 . . ?
C12X C13X H13Y 108.9 . . ?
C14X C13X H13Y 108.9 . . ?
H13X C13X H13Y 107.7 . . ?
N1X C14X C13X 112.8(10) . . ?
N1X C14X H14X 109.0 . . ?
C13X C14X H14X 109.0 . . ?
N1X C14X H14Y 109.0 . . ?
C13X C14X H14Y 109.0 . . ?
H14X C14X H14Y 107.8 . . ?
N1X C20X C21X 117.7(9) . . ?
N1X C20X H20X 107.9 . . ?
C21X C20X H20X 107.9 . . ?
N1X C20X H20Y 107.9 . . ?
C21X C20X H20Y 107.9 . . ?
H20X C20X H20Y 107.2 . . ?
C22X C21X C20X 106.5(9) . . ?
C22X C21X H21X 110.4 . . ?
C20X C21X H21X 110.4 . . ?
C22X C21X H21Y 110.4 . . ?
C20X C21X H21Y 110.4 . . ?
H21X C21X H21Y 108.6 . . ?
N23X C22X C21X 115.5(10) . . ?
N23X C22X H22X 108.4 . . ?
C21X C22X H22X 108.4 . . ?
N23X C22X H22Y 108.4 . . ?
C21X C22X H22Y 108.4 . . ?
H22X C22X H22Y 107.5 . . ?
C24X N23X C22X 113.3(9) . . ?
C24X N23X H23X 108.9 . . ?
C22X N23X H23X 108.9 . . ?
C24X N23X H23Y 108.9 . . ?
C22X N23X H23Y 108.9 . . ?
H23X N23X H23Y 107.7 . . ?
N23X C24X C25X 111.2(9) . . ?
N23X C24X H24X 109.4 . . ?
C25X C24X H24X 109.4 . . ?
N23X C24X H24Y 109.4 . . ?
C25X C24X H24Y 109.4 . . ?
H24X C24X H24Y 108.0 . . ?
F25Z C25X F25X 108.0(10) . . ?
F25Z C25X F25Y 104.8(10) . . ?
F25X C25X F25Y 105.6(9) . . ?
F25Z C25X C24X 112.3(10) . . ?
F25X C25X C24X 113.5(11) . . ?
F25Y C25X C24X 112.1(11) . . ?
N8X C30X C31X 116.1(9) . . ?
N8X C30X H30X 108.3 . . ?
C31X C30X H30X 108.3 . . ?
N8X C30X H30Y 108.3 . . ?
C31X C30X H30Y 108.3 . . ?
H30X C30X H30Y 107.4 . . ?
C30X C31X C32X 108.0(9) . . ?
C30X C31X H31X 110.1 . . ?
C32X C31X H31X 110.1 . . ?
C30X C31X H31Y 110.1 . . ?
C32X C31X H31Y 110.1 . . ?
H31X C31X H31Y 108.4 . . ?
N33X C32X C31X 114.1(11) . . ?
N33X C32X H32X 108.7 . . ?
C31X C32X H32X 108.7 . . ?
N33X C32X H32Y 108.7 . . ?
C31X C32X H32Y 108.7 . . ?
H32X C32X H32Y 107.6 . . ?
C32X N33X C34X 115.1(11) . . ?
C32X N33X H33X 108.5 . . ?
C34X N33X H33X 108.5 . . ?
C32X N33X H33Y 108.5 . . ?
C34X N33X H33Y 108.5 . . ?
H33X N33X H33Y 107.5 . . ?
C35X C34X N33X 110.8(12) . . ?
C35X C34X H34X 109.5 . . ?
N33X C34X H34X 109.5 . . ?
C35X C34X H34Y 109.5 . . ?
N33X C34X H34Y 109.5 . . ?
H34X C34X H34Y 108.1 . . ?
F35U C35X F35V 115(3) . . ?
F35U C35X F35W 108(3) . . ?
F35V C35X F35W 108(3) . . ?
F35Z C35X F35X 107.2(13) . . ?
F35Z C35X F35Y 107.6(14) . . ?
F35X C35X F35Y 98.7(15) . . ?
F35U C35X C34X 117(2) . . ?
F35Z C35X C34X 113.9(16) . . ?
F35V C35X C34X 97.9(17) . . ?
F35W C35X C34X 112(2) . . ?
F35X C35X C34X 111.3(13) . . ?
F35Y C35X C34X 116.7(13) . . ?
O13 Cl1 O12 110.9(7) . . ?
O13 Cl1 O11 112.8(7) . . ?
O12 Cl1 O11 107.9(7) . . ?
O13 Cl1 O14 109.9(8) . . ?
O12 Cl1 O14 109.5(6) . . ?
O11 Cl1 O14 105.8(6) . . ?
O24B Cl2 O23 85(4) . . ?
O23 Cl2 O24A 114.4(10) . . ?
O24B Cl2 O21 108(4) . . ?
O23 Cl2 O21 112.0(7) . . ?
O24A Cl2 O21 110.5(9) . . ?
O24B Cl2 O22 134(4) . . ?
O23 Cl2 O22 105.8(7) . . ?
O24A Cl2 O22 105.0(11) . . ?
O21 Cl2 O22 108.6(6) . . ?
Cl2 O23 O24B 46(3) . . ?
Cl2 O24B O23 50(2) . . ?
O33B Cl3 O31 116(3) . . ?
O34A Cl3 O31 120.3(12) . . ?
O33B Cl3 O32 123(3) . . ?
O34A Cl3 O32 108.1(9) . . ?
O31 Cl3 O32 106.9(6) . . ?
O34A Cl3 O33A 108.6(10) . . ?
O31 Cl3 O33A 107.3(9) . . ?
O32 Cl3 O33A 104.6(12) . . ?
O33B Cl3 O34B 104(2) . . ?
O31 Cl3 O34B 90.5(15) . . ?
O32 Cl3 O34B 111.1(13) . . ?
O41 Cl4A O42 112.2(7) . . ?
O41 Cl4A O43 113.8(8) . . ?
O42 Cl4A O43 108.9(6) . . ?
O41 Cl4A O44A 105.1(8) . . ?
O42 Cl4A O44A 112.6(7) . . ?
O43 Cl4A O44A 103.9(7) . . ?
O43 Cl4B O44B 110(3) . . ?
O43 Cl4B O41 120.8(19) . . ?
O44B Cl4B O41 90(3) . . ?
O43 Cl4B O42 112.6(18) . . ?
O44B Cl4B O42 122(3) . . ?
O41 Cl4B O42 99.9(19) . . ?
O52 Cl5A O54A 116(2) . . ?
O52 Cl5A O53A 110(2) . . ?
O54A Cl5A O53A 108(2) . . ?
O52 Cl5A O51 115.2(17) . . ?
O54A Cl5A O51 112.2(16) . . ?
O53A Cl5A O51 93.4(18) . . ?
O51 Cl5B O53B 124(2) . . ?
O51 Cl5B O54B 106.3(14) . . ?
O53B Cl5B O54B 95(2) . . ?
O51 Cl5B O52 103.6(11) . . ?
O53B Cl5B O52 118(2) . . ?
O54B Cl5B O52 107.8(13) . . ?
O62B Cl6 O63B 146(6) . . ?
O64A Cl6 O61A 100.3(14) . . ?
O64A Cl6 O62A 114.7(14) . . ?
O61A Cl6 O62A 113.3(16) . . ?
O62B Cl6 O61B 74(6) . . ?
O63B Cl6 O61B 109(4) . . ?
O64A Cl6 O63A 113.0(11) . . ?
O61A Cl6 O63A 112.0(10) . . ?
O62A Cl6 O63A 103.9(13) . . ?
O62B Cl6 O64B 89(6) . . ?
O63B Cl6 O64B 106(4) . . ?
O61B Cl6 O64B 139(3) . . ?
Cl6 O61B O62B 42(4) . . ?
Cl6 O62B O61B 64(5) . . ?
O73B Cl7 O72B 119(3) . . ?
O74A Cl7 O71A 116.3(10) . . ?
O74A Cl7 O73A 119.7(13) . . ?
O71A Cl7 O73A 105.9(11) . . ?
O73B Cl7 O71B 109.2(18) . . ?
O72B Cl7 O71B 119(2) . . ?
O74A Cl7 O72A 105.7(13) . . ?
O71A Cl7 O72A 103.2(12) . . ?
O73A Cl7 O72A 104.1(15) . . ?
O73B Cl7 O74B 111.3(19) . . ?
O72B Cl7 O74B 99(3) . . ?
O71B Cl7 O74B 96.2(16) . . ?
H11W O1W H12W 112.8 . . ?
H21W O2W H22W 145.2 . . ?
H31W O3WA H32W 96.3 . . ?
H31W O3WB H32W 83.8 . . ?

_refine_diff_density_max         0.806
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.104

####################################################################### 
# 
# 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_cuceaf4
_database_code_depnum_ccdc_archive 'CCDC 2203696'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2022-08-26 deposited with the CCDC.	2022-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H38 Cu F6 N6, 4(Cl O4), 2(H2 O)'
_chemical_formula_sum            'C18 H42 Cl4 Cu F6 N6 O18'
_chemical_formula_weight         949.91

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   9.2398(3)
_cell_length_b                   8.7050(3)
_cell_length_c                   21.7616(8)
_cell_angle_alpha                90
_cell_angle_beta                 98.6510(10)
_cell_angle_gamma                90
_cell_volume                     1730.42(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      2.3396
_cell_measurement_theta_max      27.4883

_exptl_crystal_description       needle
_exptl_crystal_colour            red-magenta
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_F_000             974
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.528
_exptl_crystal_size_mid          0.264
_exptl_crystal_size_min          0.235
_exptl_absorpt_coefficient_mu    1.056
_shelx_estimated_absorpt_T_min   0.606
_shelx_estimated_absorpt_T_max   0.789
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_correction_T_min  0.72
_exptl_absorpt_correction_T_max  0.79
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS micro-focus sealed tube'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 7.3910
_diffrn_reflns_number            25584
_diffrn_reflns_av_unetI/netI     0.0111
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.287
_diffrn_reflns_theta_max         27.488
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3964
_reflns_number_gt                3888
_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 Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0348P)²+2.0058P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3964
_refine_ls_number_parameters     261
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0282
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0763
_refine_ls_wR_factor_gt          0.0759
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_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 0.500000 0.000000 0.500000 0.01069(8) Uani 1 2 d S . P . .
N1 N 0.57494(15) 0.20006(16) 0.54717(6) 0.0141(3) Uani 1 1 d . . . . .
C2 C 0.5757(2) 0.3118(2) 0.49496(9) 0.0204(3) Uani 1 1 d . . . . .
H21 H 0.633524 0.403660 0.510121 0.025 Uiso 1 1 calc R U . . .
H22 H 0.474311 0.345258 0.479556 0.025 Uiso 1 1 calc R U . . .
C3 C 0.6411(2) 0.2384(2) 0.44275(9) 0.0222(4) Uani 1 1 d . . . . .
H31 H 0.635268 0.310028 0.407112 0.027 Uiso 1 1 calc R U . . .
H32 H 0.745427 0.213527 0.456776 0.027 Uiso 1 1 calc R U . . .
N4 N 0.55768(15) 0.09580(17) 0.42376(7) 0.0160(3) Uani 1 1 d . . . . .
H41 H 0.465(3) 0.131(3) 0.3943(11) 0.028(6) Uiso 1 1 d . . . . .
C5 C 0.6384(2) -0.0013(2) 0.38410(8) 0.0212(4) Uani 1 1 d . . . . .
H51 H 0.732918 -0.033167 0.408404 0.025 Uiso 1 1 calc R U . . .
H52 H 0.659898 0.060072 0.348239 0.025 Uiso 1 1 calc R U . . .
C6 C 0.5526(2) -0.1425(2) 0.36055(8) 0.0233(4) Uani 1 1 d . . . . .
H61 H 0.604873 -0.195418 0.330123 0.028 Uiso 1 1 calc R U . . .
H62 H 0.455912 -0.110032 0.338468 0.028 Uiso 1 1 calc R U . . .
C7 C 0.52946(19) -0.2551(2) 0.41119(8) 0.0199(3) Uani 1 1 d . . . . .
H71 H 0.492189 -0.352832 0.391601 0.024 Uiso 1 1 calc R U . . .
H72 H 0.625149 -0.276663 0.436841 0.024 Uiso 1 1 calc R U . . .
C8 C 0.72550(17) 0.18064(19) 0.58279(8) 0.0154(3) Uani 1 1 d . . . . .
H81 H 0.794820 0.159684 0.553261 0.018 Uiso 1 1 calc R U . . .
H82 H 0.726215 0.090614 0.610629 0.018 Uiso 1 1 calc R U . . .
C9 C 0.77780(17) 0.3227(2) 0.62179(8) 0.0163(3) Uani 1 1 d . . . . .
H91 H 0.737046 0.416555 0.600032 0.020 Uiso 1 1 calc R U . . .
H92 H 0.741840 0.317311 0.662352 0.020 Uiso 1 1 calc R U . . .
N10 N 0.94153(15) 0.33106(17) 0.63216(7) 0.0145(3) Uani 1 1 d . . . . .
H101 H 0.976(3) 0.251(3) 0.6492(12) 0.027(6) Uiso 1 1 d . . . . .
H102 H 0.971(3) 0.332(3) 0.5967(12) 0.023(6) Uiso 1 1 d . . . . .
C11 C 0.99158(18) 0.47281(19) 0.66722(8) 0.0154(3) Uani 1 1 d . . . . .
H111 H 0.955350 0.472388 0.707781 0.018 Uiso 1 1 calc R U . . .
H112 H 0.950359 0.564008 0.643627 0.018 Uiso 1 1 calc R U . . .
C12 C 1.1559(2) 0.4828(2) 0.67774(8) 0.0189(3) Uani 1 1 d . . . . .
F121 F 1.21000(13) 0.46808(15) 0.62402(5) 0.0280(3) Uani 1 1 d . . . . .
F122 F 1.21786(12) 0.37345(14) 0.71580(6) 0.0280(3) Uani 1 1 d . . . . .
F123 F 1.19861(13) 0.61839(14) 0.70229(6) 0.0304(3) Uani 1 1 d . . . . .
Cl1 Cl 0.11056(4) 0.23446(5) 0.47094(2) 0.01485(9) Uani 1 1 d . . . . .
O11 O 0.23505(14) 0.13504(16) 0.47081(6) 0.0222(3) Uani 1 1 d . . . . .
O12 O 0.04353(16) 0.20217(17) 0.52539(6) 0.0261(3) Uani 1 1 d . . . . .
O13 O 0.15663(15) 0.39260(15) 0.47220(6) 0.0236(3) Uani 1 1 d . . . . .
O14 O 0.00562(14) 0.20684(16) 0.41596(6) 0.0234(3) Uani 1 1 d . . . . .
Cl2 Cl 0.86902(5) 0.15127(5) 0.79660(2) 0.02313(11) Uani 1 1 d . . . . .
O21 O 0.9572(2) 0.01389(19) 0.79589(8) 0.0393(4) Uani 1 1 d . . . . .
O22 O 0.95208(19) 0.28002(19) 0.77983(8) 0.0369(4) Uani 1 1 d . . . . .
O23 O 0.73867(19) 0.1342(2) 0.75309(8) 0.0449(4) Uani 1 1 d . . . . .
O24 O 0.83368(18) 0.17288(19) 0.85838(7) 0.0340(3) Uani 1 1 d . . . . .
O1W O 1.03688(18) 0.04669(18) 0.67229(7) 0.0304(3) Uani 1 1 d . . . . .
H11W H 1.008(4) 0.019(4) 0.7071(18) 0.061(10) Uiso 1 1 d . . . . .
H12W H 1.023(4) -0.029(4) 0.6485(17) 0.056(10) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N4 1.9996(14) 3_656 ?
Cu1 N4 1.9996(14) . ?
Cu1 N1 2.0862(14) . ?
Cu1 N1 2.0862(14) 3_656 ?
N1 C8 1.497(2) . ?
N1 C2 1.497(2) . ?
N1 C7 1.498(2) 3_656 ?
C2 C3 1.507(3) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.487(2) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.486(2) . ?
N4 H41 1.03(2) . ?
C5 C6 1.510(3) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.514(3) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.536(2) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 N10 1.497(2) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C11 1.487(2) . ?
N10 H101 0.83(3) . ?
N10 H102 0.86(3) . ?
C11 C12 1.503(2) . ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?
C12 F123 1.331(2) . ?
C12 F122 1.333(2) . ?
C12 F121 1.345(2) . ?
Cl1 O11 1.4398(13) . ?
Cl1 O13 1.4400(13) . ?
Cl1 O14 1.4423(13) . ?
Cl1 O12 1.4449(13) . ?
Cl2 O23 1.4233(17) . ?
Cl2 O22 1.4361(15) . ?
Cl2 O24 1.4427(15) . ?
Cl2 O21 1.4486(17) . ?
O1W H11W 0.87(4) . ?
O1W H12W 0.83(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Cu1 N4 180.0 3_656 . ?
N4 Cu1 N1 92.87(6) 3_656 . ?
N4 Cu1 N1 87.13(6) . . ?
N4 Cu1 N1 87.13(6) 3_656 3_656 ?
N4 Cu1 N1 92.87(6) . 3_656 ?
N1 Cu1 N1 180.00(4) . 3_656 ?
C8 N1 C2 110.88(13) . . ?
C8 N1 C7 110.84(13) . 3_656 ?
C2 N1 C7 109.16(14) . 3_656 ?
C8 N1 Cu1 111.99(10) . . ?
C2 N1 Cu1 102.02(10) . . ?
C7 N1 Cu1 111.61(10) 3_656 . ?
N1 C2 C3 110.17(14) . . ?
N1 C2 H21 109.6 . . ?
C3 C2 H21 109.6 . . ?
N1 C2 H22 109.6 . . ?
C3 C2 H22 109.6 . . ?
H21 C2 H22 108.1 . . ?
N4 C3 C2 108.26(14) . . ?
N4 C3 H31 110.0 . . ?
C2 C3 H31 110.0 . . ?
N4 C3 H32 110.0 . . ?
C2 C3 H32 110.0 . . ?
H31 C3 H32 108.4 . . ?
C5 N4 C3 110.58(14) . . ?
C5 N4 Cu1 117.67(11) . . ?
C3 N4 Cu1 108.02(11) . . ?
C5 N4 H41 104.4(14) . . ?
C3 N4 H41 105.8(14) . . ?
Cu1 N4 H41 109.8(14) . . ?
N4 C5 C6 112.09(14) . . ?
N4 C5 H51 109.2 . . ?
C6 C5 H51 109.2 . . ?
N4 C5 H52 109.2 . . ?
C6 C5 H52 109.2 . . ?
H51 C5 H52 107.9 . . ?
C5 C6 C7 113.87(15) . . ?
C5 C6 H61 108.8 . . ?
C7 C6 H61 108.8 . . ?
C5 C6 H62 108.8 . . ?
C7 C6 H62 108.8 . . ?
H61 C6 H62 107.7 . . ?
N1 C7 C6 114.06(14) 3_656 . ?
N1 C7 H71 108.7 3_656 . ?
C6 C7 H71 108.7 . . ?
N1 C7 H72 108.7 3_656 . ?
C6 C7 H72 108.7 . . ?
H71 C7 H72 107.6 . . ?
N1 C8 C9 112.70(13) . . ?
N1 C8 H81 109.1 . . ?
C9 C8 H81 109.1 . . ?
N1 C8 H82 109.1 . . ?
C9 C8 H82 109.1 . . ?
H81 C8 H82 107.8 . . ?
N10 C9 C8 110.44(13) . . ?
N10 C9 H91 109.6 . . ?
C8 C9 H91 109.6 . . ?
N10 C9 H92 109.6 . . ?
C8 C9 H92 109.6 . . ?
H91 C9 H92 108.1 . . ?
C11 N10 C9 110.29(13) . . ?
C11 N10 H101 113.5(17) . . ?
C9 N10 H101 109.9(17) . . ?
C11 N10 H102 109.9(16) . . ?
C9 N10 H102 108.2(16) . . ?
H101 N10 H102 105(2) . . ?
N10 C11 C12 110.79(14) . . ?
N10 C11 H111 109.5 . . ?
C12 C11 H111 109.5 . . ?
N10 C11 H112 109.5 . . ?
C12 C11 H112 109.5 . . ?
H111 C11 H112 108.1 . . ?
F123 C12 F122 108.06(15) . . ?
F123 C12 F121 107.85(15) . . ?
F122 C12 F121 106.90(15) . . ?
F123 C12 C11 110.15(15) . . ?
F122 C12 C11 112.53(15) . . ?
F121 C12 C11 111.18(14) . . ?
O11 Cl1 O13 109.92(8) . . ?
O11 Cl1 O14 109.63(8) . . ?
O13 Cl1 O14 109.58(8) . . ?
O11 Cl1 O12 109.01(8) . . ?
O13 Cl1 O12 109.40(8) . . ?
O14 Cl1 O12 109.28(8) . . ?
O23 Cl2 O22 110.08(11) . . ?
O23 Cl2 O24 110.24(10) . . ?
O22 Cl2 O24 109.85(10) . . ?
O23 Cl2 O21 109.15(12) . . ?
O22 Cl2 O21 108.57(10) . . ?
O24 Cl2 O21 108.92(10) . . ?
H11W O1W H12W 106(3) . . ?

_refine_diff_density_max         0.940
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.067

