# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1548320'
_audit_update_record             
;
2017-06-10 deposited with the CCDC.
2017-06-23 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            'C34 H30 Cl4 Cu F12 N2'
_chemical_formula_weight         899.94

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'
F F 0.0727 0.0534 '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'

_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                   8.3630(4)
_cell_length_b                   13.3324(6)
_cell_length_c                   31.8280(16)
_cell_angle_alpha                90
_cell_angle_beta                 96.605(2)
_cell_angle_gamma                90
_cell_volume                     3525.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    7468
_cell_measurement_theta_min      2.80
_cell_measurement_theta_max      65.79

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_F_000             1812
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    4.519
_shelx_estimated_absorpt_T_min   0.465
_shelx_estimated_absorpt_T_max   0.714
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_correction_T_min  0.3125
_exptl_absorpt_correction_T_max  0.3231
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-cocus sealed tube'
_diffrn_measurement_device_type  'CCD ApexII Area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3006
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_av_R_equivalents  0.0
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.795
_diffrn_reflns_theta_max         66.009
_diffrn_reflns_theta_full        66.009
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             3006
_reflns_number_gt                2885
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        ?
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0330P)²+26.0703P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3006
_refine_ls_number_parameters     300
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0514
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1149
_refine_ls_wR_factor_gt          0.1139
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
Cu1 Cu 1.0000 0.46414(5) 0.2500 0.02109(19) Uani 1 2 d S T P . .
Cl1 Cl 1.07670(10) 0.57117(6) 0.30156(3) 0.0274(2) Uani 1 1 d . . . . .
Cl2 Cl 0.79544(9) 0.35033(6) 0.23787(3) 0.0233(2) Uani 1 1 d . . . . .
F1 F 0.3152(6) 1.0348(2) 0.02773(9) 0.0962(16) Uani 1 1 d . . . . .
F2 F 0.3296(5) 0.9160(2) -0.01357(8) 0.0778(12) Uani 1 1 d . . . . .
F3 F 0.3722(3) 0.16684(16) 0.10107(7) 0.0355(5) Uani 1 1 d . . . . .
F4 F 0.5882(3) 0.23334(18) 0.08348(8) 0.0412(6) Uani 1 1 d . . . . .
F5 F 0.3656(3) 0.25071(16) 0.04341(6) 0.0349(5) Uani 1 1 d . . . . .
C1 C 0.2888(5) 0.9406(3) 0.02372(12) 0.0350(9) Uani 1 1 d . . . . .
C2 C 0.3682(4) 0.8779(3) 0.05894(11) 0.0258(8) Uani 1 1 d . . . . .
C3 C 0.3721(5) 0.9108(3) 0.10026(12) 0.0286(8) Uani 1 1 d . . . . .
C4 C 0.4384(5) 0.8505(3) 0.13311(11) 0.0269(8) Uani 1 1 d . . . . .
C5 C 0.4979(4) 0.7558(3) 0.12499(10) 0.0216(7) Uani 1 1 d . . . . .
C6 C 0.5735(4) 0.6914(3) 0.16067(10) 0.0217(7) Uani 1 1 d . . . . .
N1 N 0.4601(3) 0.6682(2) 0.19332(8) 0.0188(6) Uani 1 1 d . . . . .
C8 C 0.5501(4) 0.6177(3) 0.23119(10) 0.0194(7) Uani 1 1 d . . . . .
C9 C 0.4961(4) 0.7247(3) 0.08331(11) 0.0240(7) Uani 1 1 d . . . . .
C10 C 0.4319(4) 0.7851(3) 0.05034(11) 0.0255(8) Uani 1 1 d . . . . .
F100 F 0.1309(4) 0.9235(4) 0.01734(14) 0.1075(17) Uani 1 1 d . . . . .
C12 C 0.3093(4) 0.6113(3) 0.17533(11) 0.0219(7) Uani 1 1 d . . . . .
C13 C 0.3417(4) 0.5158(3) 0.15229(10) 0.0209(7) Uani 1 1 d . . . . .
C14 C 0.3083(4) 0.5133(3) 0.10824(11) 0.0230(7) Uani 1 1 d . . . . .
C15 C 0.3355(4) 0.4267(3) 0.08586(11) 0.0229(7) Uani 1 1 d . . . . .
C16 C 0.3961(4) 0.3424(3) 0.10729(11) 0.0219(7) Uani 1 1 d . . . . .
C17 C 0.4295(4) 0.2492(3) 0.08358(11) 0.0241(7) Uani 1 1 d . . . . .
C18 C 0.4266(4) 0.3430(3) 0.15137(11) 0.0237(7) Uani 1 1 d . . . . .
C19 C 0.3977(4) 0.4287(3) 0.17337(11) 0.0239(7) Uani 1 1 d . . . . .
H2 H 0.341(5) 0.969(4) 0.1053(14) 0.034(12) Uiso 1 1 d . . . . .
H3 H 0.447(5) 0.872(3) 0.1579(14) 0.030(11) Uiso 1 1 d . . . . .
H4 H 0.662(5) 0.728(3) 0.1755(11) 0.017(9) Uiso 1 1 d . . . . .
H14 H 0.610(5) 0.626(3) 0.1510(13) 0.033(11) Uiso 1 1 d . . . . .
H11 H 0.426(5) 0.721(3) 0.2028(11) 0.016(9) Uiso 1 1 d . . . . .
H13 H 0.645(5) 0.650(3) 0.2380(11) 0.017(9) Uiso 1 1 d . . . . .
H12 H 0.576(5) 0.549(3) 0.2235(12) 0.022(10) Uiso 1 1 d . . . . .
H1 H 0.540(5) 0.660(3) 0.0773(13) 0.032(11) Uiso 1 1 d . . . . .
H15 H 0.432(5) 0.766(3) 0.0239(13) 0.024(10) Uiso 1 1 d . . . . .
H9 H 0.238(5) 0.595(3) 0.1984(14) 0.034(11) Uiso 1 1 d . . . . .
H10 H 0.245(4) 0.661(3) 0.1552(12) 0.017(9) Uiso 1 1 d . . . . .
H8 H 0.268(5) 0.572(3) 0.0929(12) 0.023(10) Uiso 1 1 d . . . . .
H7 H 0.308(5) 0.426(3) 0.0568(14) 0.027(10) Uiso 1 1 d . . . . .
H5 H 0.459(5) 0.282(3) 0.1653(13) 0.028(10) Uiso 1 1 d . . . . .
H6 H 0.407(5) 0.426(3) 0.2026(14) 0.028(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 Cl1 2.2133(9) 2_755 ?
Cu1 Cl1 2.2133(9) . ?
Cu1 Cl2 2.2860(9) 2_755 ?
Cu1 Cl2 2.2860(9) . ?
F1 C1 1.279(5) . ?
F2 C1 1.314(5) . ?
F3 C17 1.344(4) . ?
F4 C17 1.344(4) . ?
F5 C17 1.328(4) . ?
C1 F100 1.333(6) . ?
C1 C2 1.492(5) . ?
C2 C3 1.383(5) . ?
C2 C10 1.387(5) . ?
C3 C4 1.383(5) . ?
C4 C5 1.392(5) . ?
C5 C9 1.389(5) . ?
C5 C6 1.504(5) . ?
C6 N1 1.517(4) . ?
N1 C8 1.505(4) . ?
N1 C12 1.526(4) . ?
C8 C8 1.538(6) 2_655 ?
C9 C10 1.381(5) . ?
C12 C13 1.509(5) . ?
C13 C19 1.395(5) . ?
C13 C14 1.398(5) . ?
C14 C15 1.389(5) . ?
C15 C16 1.380(5) . ?
C16 C18 1.397(5) . ?
C16 C17 1.497(5) . ?
C18 C19 1.376(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
Cl1 Cu1 Cl1 99.71(5) 2_755 . ?
Cl1 Cu1 Cl2 134.47(3) 2_755 2_755 ?
Cl1 Cu1 Cl2 98.93(3) . 2_755 ?
Cl1 Cu1 Cl2 98.93(3) 2_755 . ?
Cl1 Cu1 Cl2 134.47(3) . . ?
Cl2 Cu1 Cl2 96.83(5) 2_755 . ?
F1 C1 F2 106.0(4) . . ?
F1 C1 F100 109.9(4) . . ?
F2 C1 F100 100.1(4) . . ?
F1 C1 C2 114.8(3) . . ?
F2 C1 C2 113.6(4) . . ?
F100 C1 C2 111.5(3) . . ?
C3 C2 C10 120.2(3) . . ?
C3 C2 C1 119.8(4) . . ?
C10 C2 C1 120.0(3) . . ?
C4 C3 C2 119.9(4) . . ?
C3 C4 C5 120.5(3) . . ?
C9 C5 C4 118.9(3) . . ?
C9 C5 C6 120.5(3) . . ?
C4 C5 C6 120.4(3) . . ?
C5 C6 N1 113.0(3) . . ?
C8 N1 C6 110.2(3) . . ?
C8 N1 C12 113.2(3) . . ?
C6 N1 C12 113.5(3) . . ?
N1 C8 C8 110.9(3) . 2_655 ?
C10 C9 C5 120.8(3) . . ?
C9 C10 C2 119.7(3) . . ?
C13 C12 N1 114.5(3) . . ?
C19 C13 C14 118.7(3) . . ?
C19 C13 C12 122.5(3) . . ?
C14 C13 C12 118.7(3) . . ?
C15 C14 C13 120.5(3) . . ?
C16 C15 C14 119.7(3) . . ?
C15 C16 C18 120.4(3) . . ?
C15 C16 C17 120.4(3) . . ?
C18 C16 C17 119.2(3) . . ?
F5 C17 F3 106.7(3) . . ?
F5 C17 F4 106.7(3) . . ?
F3 C17 F4 105.7(3) . . ?
F5 C17 C16 113.3(3) . . ?
F3 C17 C16 111.9(3) . . ?
F4 C17 C16 111.9(3) . . ?
C19 C18 C16 119.5(3) . . ?
C18 C19 C13 121.0(3) . . ?

_refine_diff_density_max         1.705
_refine_diff_density_min         -1.093
_refine_diff_density_rms         0.086

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1548317'
_audit_update_record             
;
2017-06-10 deposited with the CCDC.
2017-06-23 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 H60 Cl4 Cu N2 O2'
_chemical_formula_weight         854.28

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'
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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 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+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   15.096(3)
_cell_length_b                   10.201(2)
_cell_length_c                   29.484(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4540.4(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4356
_cell_measurement_theta_min      1.746
_cell_measurement_theta_max      27.781

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             1804
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.752
_shelx_estimated_absorpt_T_min   0.915
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   Refdelf
_exptl_absorpt_correction_T_min  0.5890
_exptl_absorpt_correction_T_max  1.3522
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Sealed tube'
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5045
_diffrn_reflns_av_unetI/netI     0.1267
_diffrn_reflns_av_R_equivalents  0.0
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         1.381
_diffrn_reflns_theta_max         27.627
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.955
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.955
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.955
_reflns_number_total             5045
_reflns_number_gt                2618
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        ?
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.1558P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5045
_refine_ls_number_parameters     246
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1646
_refine_ls_R_factor_gt           0.1065
_refine_ls_wR_factor_ref         0.3306
_refine_ls_wR_factor_gt          0.2753
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.052
_refine_ls_shift/su_mean         0.003

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 0.0000 0.31904(10) 0.2500 0.0465(4) Uani 1 2 d S T P . .
Cl1 Cl 0.08681(11) 0.46161(16) 0.28818(6) 0.0606(5) Uani 1 1 d . . . . .
Cl2 Cl 0.10688(11) 0.16730(15) 0.22962(5) 0.0527(4) Uani 1 1 d . . . . .
N1 N 0.1183(3) 0.8783(5) 0.27056(15) 0.0442(11) Uani 1 1 d D . . . .
C1 C 0.1536(4) 0.9249(6) 0.31704(17) 0.0488(14) Uani 1 1 d . . . . .
H1A H 0.2099 0.9691 0.3125 0.059 Uiso 1 1 calc R U . . .
H1B H 0.1125 0.9881 0.3297 0.059 Uiso 1 1 calc R U . . .
C2 C 0.1667(5) 0.8123(6) 0.35150(18) 0.0503(15) Uani 1 1 d . . . . .
C3 C 0.2509(5) 0.7559(6) 0.35736(17) 0.0542(15) Uani 1 1 d . . . . .
H3 H 0.2984 0.7847 0.3399 0.065 Uiso 1 1 calc R U . . .
C4 C 0.2636(5) 0.6548(6) 0.38989(19) 0.0588(17) Uani 1 1 d . . . . .
H4 H 0.3191 0.6164 0.3932 0.071 Uiso 1 1 calc R U . . .
C5 C 0.1925(6) 0.6128(6) 0.41706(18) 0.0648(19) Uani 1 1 d . . . . .
C6 C 0.1088(5) 0.6739(7) 0.4116(2) 0.0619(18) Uani 1 1 d . . . . .
H6 H 0.0613 0.6477 0.4296 0.074 Uiso 1 1 calc R U . . .
C7 C 0.0968(5) 0.7746(6) 0.37908(18) 0.0547(16) Uani 1 1 d . . . . .
H7 H 0.0420 0.8154 0.3762 0.066 Uiso 1 1 calc R U . . .
C8 C 0.2054(7) 0.5044(7) 0.4518(2) 0.086(3) Uani 1 1 d . . . . .
H8A H 0.2618 0.5152 0.4664 0.103 Uiso 1 1 calc R U . . .
H8B H 0.2035 0.4208 0.4369 0.103 Uiso 1 1 calc R U . . .
H8C H 0.1591 0.5089 0.4741 0.103 Uiso 1 1 calc R U . . .
C9 C 0.1837(5) 0.7830(6) 0.24747(17) 0.0486(14) Uani 1 1 d D . . . .
H9A H 0.2436 0.8116 0.2541 0.058 Uiso 1 1 calc R U . . .
H9B H 0.1761 0.6968 0.2608 0.058 Uiso 1 1 calc R U . . .
C10 C 0.1737(4) 0.7713(6) 0.19627(19) 0.0468(13) Uani 1 1 d . . . . .
C11 C 0.2058(4) 0.8724(6) 0.16776(19) 0.0531(15) Uani 1 1 d . . . . .
H11 H 0.2304 0.9470 0.1807 0.064 Uiso 1 1 calc R U . . .
C12 C 0.2011(5) 0.8622(6) 0.12011(19) 0.0575(16) Uani 1 1 d . . . . .
H12 H 0.2224 0.9299 0.1020 0.069 Uiso 1 1 calc R U . . .
C13 C 0.1641(5) 0.7490(7) 0.0999(2) 0.0610(17) Uani 1 1 d . . . . .
C14 C 0.1321(5) 0.6471(6) 0.1293(2) 0.0571(16) Uani 1 1 d . . . . .
H14 H 0.1077 0.5717 0.1166 0.069 Uiso 1 1 calc R U . . .
C15 C 0.1369(4) 0.6589(5) 0.1766(2) 0.0510(14) Uani 1 1 d . . . . .
H15 H 0.1157 0.5918 0.1949 0.061 Uiso 1 1 calc R U . . .
C16 C 0.1587(6) 0.7316(8) 0.0482(2) 0.083(2) Uani 1 1 d . . . . .
H16A H 0.1576 0.8161 0.0338 0.100 Uiso 1 1 calc R U . . .
H16B H 0.1058 0.6843 0.0406 0.100 Uiso 1 1 calc R U . . .
H16C H 0.2095 0.6835 0.0378 0.125 Uiso 1 1 calc R U . . .
C17 C 0.0246(4) 0.8288(6) 0.27366(17) 0.0441(12) Uani 1 1 d . . . . .
H17A H -0.0082 0.8834 0.2947 0.066 Uiso 1 1 calc R U . . .
H17B H 0.0251 0.7403 0.2857 0.066 Uiso 1 1 calc R U . . .
O1 O 0.0120(6) 0.0928(8) 0.1379(2) 0.119(3) Uani 1 1 d . . . . .
H1 H 0.0206 0.1323 0.1617 0.178 Uiso 1 1 calc R U . . .
C18 C 0.0438(12) 0.1581(10) 0.1052(3) 0.149(6) Uani 1 1 d . . . . .
H18 H 0.1075 0.1441 0.1094 0.179 Uiso 1 1 calc R U . . .
C19 C 0.0398(8) 0.3036(9) 0.0992(3) 0.108(4) Uani 1 1 d . . . . .
H19A H 0.0797 0.3485 0.1198 0.162 Uiso 1 1 calc R U . . .
H19B H -0.0199 0.3368 0.1035 0.162 Uiso 1 1 calc R U . . .
C20 C 0.0699(12) 0.3164(11) 0.0499(4) 0.158(6) Uani 1 1 d . . . . .
H20A H 0.1307 0.3467 0.0486 0.237 Uiso 1 1 calc R U . . .
H20B H 0.0328 0.3789 0.0340 0.237 Uiso 1 1 calc R U . . .
C21 C 0.0618(10) 0.1773(10) 0.0276(3) 0.136(5) Uani 1 1 d . . . . .
H21A H 0.0231 0.1818 0.0014 0.204 Uiso 1 1 calc R U . . .
H21B H 0.1196 0.1477 0.0176 0.204 Uiso 1 1 calc R U . . .
C22 C 0.0278(12) 0.0906(10) 0.0587(3) 0.173(8) Uani 1 1 d . . . . .
H22 H 0.0013 0.0099 0.0532 0.207 Uiso 1 1 calc R U . . .
H1X H 0.138(3) 0.942(3) 0.2528(13) 0.033 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl1 2.2581(17) 3 ?
Cu1 Cl1 2.2582(17) . ?
Cu1 Cl2 2.3152(16) . ?
Cu1 Cl2 2.3152(16) 3 ?
N1 C17 1.506(7) . ?
N1 C1 1.545(7) . ?
N1 C9 1.543(8) . ?
C1 C2 1.546(8) . ?
C2 C7 1.386(9) . ?
C2 C3 1.406(9) . ?
C3 C4 1.421(8) . ?
C4 C5 1.406(10) . ?
C5 C6 1.418(10) . ?
C5 C8 1.520(9) . ?
C6 C7 1.417(9) . ?
C9 C10 1.522(8) . ?
C10 C15 1.400(8) . ?
C10 C11 1.416(8) . ?
C11 C12 1.410(8) . ?
C12 C13 1.414(9) . ?
C13 C14 1.437(9) . ?
C13 C16 1.538(9) . ?
C14 C15 1.402(9) . ?
C17 C17 1.580(11) 3 ?
O1 C18 1.265(11) . ?
C18 C19 1.496(13) . ?
C18 C22 1.553(12) . ?
C19 C20 1.529(13) . ?
C20 C21 1.569(13) . ?
C21 C22 1.374(14) . ?

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
Cl1 Cu1 Cl1 99.81(9) 3 . ?
Cl1 Cu1 Cl2 134.88(6) 3 . ?
Cl1 Cu1 Cl2 98.94(6) . . ?
Cl1 Cu1 Cl2 98.95(6) 3 3 ?
Cl1 Cu1 Cl2 134.88(6) . 3 ?
Cl2 Cu1 Cl2 96.09(8) . 3 ?
C17 N1 C1 111.9(4) . . ?
C17 N1 C9 114.6(4) . . ?
C1 N1 C9 111.4(4) . . ?
C2 C1 N1 113.5(4) . . ?
C7 C2 C3 120.1(6) . . ?
C7 C2 C1 119.7(6) . . ?
C3 C2 C1 120.0(6) . . ?
C2 C3 C4 120.1(6) . . ?
C5 C4 C3 120.2(7) . . ?
C4 C5 C6 118.8(6) . . ?
C4 C5 C8 120.5(8) . . ?
C6 C5 C8 120.7(7) . . ?
C7 C6 C5 120.6(7) . . ?
C2 C7 C6 120.1(7) . . ?
C10 C9 N1 115.1(5) . . ?
C15 C10 C11 119.0(5) . . ?
C15 C10 C9 121.0(5) . . ?
C11 C10 C9 119.9(5) . . ?
C12 C11 C10 121.4(6) . . ?
C11 C12 C13 120.0(6) . . ?
C12 C13 C14 118.0(6) . . ?
C12 C13 C16 122.2(6) . . ?
C14 C13 C16 119.8(6) . . ?
C15 C14 C13 121.3(6) . . ?
C10 C15 C14 120.3(6) . . ?
N1 C17 C17 112.8(5) . 3 ?
O1 C18 C19 126.7(11) . . ?
O1 C18 C22 112.3(9) . . ?
C19 C18 C22 109.2(8) . . ?
C18 C19 C20 100.6(8) . . ?
C19 C20 C21 107.4(8) . . ?
C22 C21 C20 109.3(9) . . ?
C21 C22 C18 104.3(8) . . ?

_refine_diff_density_max         1.490
_refine_diff_density_min         -0.843
_refine_diff_density_rms         0.157

####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1548321'
_audit_update_record             
;
2017-06-10 deposited with the CCDC.
2017-06-23 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            'C34 H30 Cl4 F12 N2 Zn'
_chemical_formula_weight         901.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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                   15.0472(17)
_cell_length_b                   9.0535(10)
_cell_length_c                   28.697(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.439(4)
_cell_angle_gamma                90
_cell_volume                     3884.7(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    77813
_cell_measurement_theta_min      3.083
_cell_measurement_theta_max      26.753

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_F_000             1816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.992
_shelx_estimated_absorpt_T_min   0.797
_shelx_estimated_absorpt_T_max   0.865
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            109304
_diffrn_reflns_av_unetI/netI     0.0134
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         2.919
_diffrn_reflns_theta_max         26.840
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             8257
_reflns_number_gt                7435
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0185P)²+11.3125P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8257
_refine_ls_number_parameters     616
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0485
_refine_ls_wR_factor_ref         0.1108
_refine_ls_wR_factor_gt          0.1065
_refine_ls_goodness_of_fit_ref   1.153
_refine_ls_restrained_S_all      1.153
_refine_ls_shift/su_max          0.027
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.06225(2) 0.87955(4) 0.34893(2) 0.02197(9) Uani 1 1 d . . . . .
Cl2 Cl 0.18855(5) 1.02201(8) 0.35930(3) 0.03248(18) Uani 1 1 d . . . . .
Cl3 Cl -0.06033(5) 1.02720(8) 0.33028(3) 0.02995(17) Uani 1 1 d . . . . .
Cl4 Cl 0.07116(5) 0.73456(8) 0.28512(2) 0.02900(16) Uani 1 1 d . . . . .
Cl5 Cl 0.03980(6) 0.74779(8) 0.41253(3) 0.03306(18) Uani 1 1 d . . . . .
F1 F 0.58344(15) 0.1200(4) 0.21108(10) 0.0731(9) Uani 1 1 d . . . . .
F2 F 0.52214(15) 0.1543(4) 0.14161(8) 0.0633(8) Uani 1 1 d . . . . .
F3 F 0.56326(18) 0.3378(4) 0.18449(14) 0.0921(12) Uani 1 1 d . . . . .
F4 F 0.3963(2) 0.4947(4) 0.52278(9) 0.0942(12) Uani 1 1 d . . . . .
F5 F 0.2926(3) 0.6519(4) 0.51916(9) 0.0932(11) Uani 1 1 d . . . . .
F6 F 0.4184(3) 0.7119(5) 0.49890(11) 0.140(2) Uani 1 1 d . . . . .
F7 F 0.2122(4) -0.0402(6) 0.5592(2) 0.158(2) Uani 1 1 d . . . . .
F8A F 0.3121(10) 0.094(3) 0.5284(8) 0.212(12) Uani 0.5 1 d . . P . .
F8B F 0.2943(9) 0.0171(15) 0.5231(4) 0.106(6) Uani 0.5 1 d . . P . .
F9A F 0.2890(9) 0.1819(16) 0.5682(5) 0.093(5) Uani 0.4 1 d . . P . .
F9B F 0.2419(9) 0.1425(15) 0.5854(3) 0.146(6) Uani 0.6 1 d . . P . .
F10 F -0.47672(16) 0.3247(4) 0.39317(9) 0.0802(10) Uani 1 1 d . . . . .
F11 F -0.50870(15) 0.3293(4) 0.32010(10) 0.0732(9) Uani 1 1 d . . . . .
F12 F -0.4599(2) 0.1339(4) 0.35157(19) 0.1225(17) Uani 1 1 d . . . . .
N1 N 0.18054(14) 0.3084(2) 0.29876(8) 0.0165(4) Uani 1 1 d . . . . .
N2 N -0.02086(15) 0.3520(3) 0.36519(8) 0.0176(4) Uani 1 1 d . . . . .
C4 C -0.18176(18) 0.4077(3) 0.33786(10) 0.0220(6) Uani 1 1 d . . . . .
C12 C 0.26746(18) 0.2255(3) 0.23270(9) 0.0219(6) Uani 1 1 d . . . . .
C27 C -0.03554(19) 0.3709(4) 0.41651(10) 0.0229(6) Uani 1 1 d . . . . .
C28 C 0.03497(19) 0.2960(3) 0.44957(9) 0.0217(6) Uani 1 1 d . . . . .
C1 C 0.08594(17) 0.3465(3) 0.30617(9) 0.0187(5) Uani 1 1 d . . . . .
C19 C 0.24378(19) 0.4385(3) 0.30561(10) 0.0223(6) Uani 1 1 d . . . . .
C5 C -0.2210(2) 0.2896(4) 0.31248(11) 0.0275(6) Uani 1 1 d . . . . .
C33 C 0.0383(2) 0.1428(4) 0.45319(11) 0.0297(7) Uani 1 1 d . . . . .
C16 C 0.4130(2) 0.1135(4) 0.23632(12) 0.0333(7) Uani 1 1 d . . . . .
C20 C 0.26987(17) 0.4782(3) 0.35615(10) 0.0210(5) Uani 1 1 d . . . . .
C2 C 0.07472(18) 0.3841(3) 0.35693(10) 0.0194(5) Uani 1 1 d . . . . .
C21 C 0.2611(2) 0.6231(4) 0.37082(11) 0.0276(6) Uani 1 1 d . . . . .
C17 C 0.3289(2) 0.1215(4) 0.25176(11) 0.0297(7) Uani 1 1 d . . . . .
C9 C -0.2315(2) 0.4886(4) 0.36700(10) 0.0256(6) Uani 1 1 d . . . . .
C29 C 0.0980(2) 0.3813(4) 0.47677(11) 0.0282(6) Uani 1 1 d . . . . .
C24 C 0.3379(2) 0.4143(4) 0.43350(12) 0.0373(8) Uani 1 1 d . . . . .
C11 C 0.17730(19) 0.2407(4) 0.24977(10) 0.0232(6) Uani 1 1 d . . . . .
C13 C 0.2897(2) 0.3196(4) 0.19746(10) 0.0258(6) Uani 1 1 d . . . . .
C15 C 0.4348(2) 0.2098(4) 0.20211(11) 0.0306(7) Uani 1 1 d . . . . .
C25 C 0.3092(2) 0.3740(4) 0.38760(11) 0.0279(6) Uani 1 1 d . . . . .
C30 C 0.1626(2) 0.3131(4) 0.50754(12) 0.0370(8) Uani 1 1 d . . . . .
C14 C 0.3736(2) 0.3120(4) 0.18210(11) 0.0302(7) Uani 1 1 d . . . . .
C3 C -0.08598(19) 0.4476(3) 0.33379(10) 0.0226(6) Uani 1 1 d . . . . .
C7 C -0.3553(2) 0.3253(4) 0.34837(11) 0.0302(7) Uani 1 1 d . . . . .
C8 C -0.3186(2) 0.4475(4) 0.37212(11) 0.0293(7) Uani 1 1 d . . . . .
C23 C 0.3284(2) 0.5586(4) 0.44749(11) 0.0379(8) Uani 1 1 d . . . . .
C22 C 0.2900(2) 0.6640(4) 0.41660(12) 0.0359(8) Uani 1 1 d . . . . .
C31 C 0.1651(2) 0.1607(4) 0.51061(11) 0.0360(8) Uani 1 1 d . . . . .
C32 C 0.1041(3) 0.0748(4) 0.48344(12) 0.0367(8) Uani 1 1 d . . . . .
C6 C -0.3073(2) 0.2468(4) 0.31807(12) 0.0325(7) Uani 1 1 d . . . . .
C34 C 0.2366(4) 0.0878(6) 0.54346(16) 0.0618(13) Uani 1 1 d . . . . .
C10 C -0.4489(2) 0.2770(5) 0.35459(15) 0.0458(9) Uani 1 1 d . . . . .
C18 C 0.5255(2) 0.2055(5) 0.18473(14) 0.0427(9) Uani 1 1 d . . . . .
C26 C 0.3595(4) 0.6042(6) 0.49663(15) 0.0627(13) Uani 1 1 d . . . . .
H1 H 0.201(2) 0.233(4) 0.3185(12) 0.029(9) Uiso 1 1 d . . . . .
H2 H -0.030(2) 0.264(4) 0.3569(11) 0.016(8) Uiso 1 1 d . . . . .
H27A H -0.032(2) 0.471(4) 0.4219(11) 0.023(8) Uiso 1 1 d . . . . .
H27B H -0.095(2) 0.328(3) 0.4187(10) 0.017(7) Uiso 1 1 d . . . . .
H1A H 0.053(2) 0.266(4) 0.2967(12) 0.028(9) Uiso 1 1 d . . . . .
H1B H 0.068(2) 0.421(4) 0.2861(12) 0.023(8) Uiso 1 1 d . . . . .
H19A H 0.297(2) 0.409(4) 0.2922(12) 0.030(9) Uiso 1 1 d . . . . .
H19B H 0.213(2) 0.518(4) 0.2884(13) 0.035(10) Uiso 1 1 d . . . . .
H5A H -0.192(2) 0.245(4) 0.2908(13) 0.034(10) Uiso 1 1 d . . . . .
H33A H -0.003(3) 0.084(4) 0.4355(13) 0.037(10) Uiso 1 1 d . . . . .
H16A H 0.455(3) 0.040(4) 0.2488(13) 0.040(10) Uiso 1 1 d . . . . .
H2A H 0.112(2) 0.318(4) 0.3771(11) 0.021(8) Uiso 1 1 d . . . . .
H2B H 0.087(2) 0.488(4) 0.3658(11) 0.021(8) Uiso 1 1 d . . . . .
H21A H 0.240(2) 0.692(4) 0.3479(12) 0.029(9) Uiso 1 1 d . . . . .
H17A H 0.314(2) 0.056(4) 0.2766(13) 0.032(9) Uiso 1 1 d . . . . .
H9A H -0.204(3) 0.569(4) 0.3834(13) 0.039(10) Uiso 1 1 d . . . . .
H29A H 0.095(2) 0.489(4) 0.4737(13) 0.035(10) Uiso 1 1 d . . . . .
H24A H 0.363(3) 0.343(5) 0.4544(14) 0.047(11) Uiso 1 1 d . . . . .
H11A H 0.149(2) 0.152(4) 0.2533(11) 0.023(8) Uiso 1 1 d . . . . .
H11B H 0.139(2) 0.308(4) 0.2283(12) 0.028(9) Uiso 1 1 d . . . . .
H13A H 0.249(2) 0.388(4) 0.1838(11) 0.023(8) Uiso 1 1 d . . . . .
H25A H 0.318(2) 0.276(4) 0.3783(12) 0.026(9) Uiso 1 1 d . . . . .
H30A H 0.204(3) 0.367(5) 0.5232(14) 0.042(11) Uiso 1 1 d . . . . .
H14A H 0.388(2) 0.372(4) 0.1576(12) 0.027(9) Uiso 1 1 d . . . . .
H3A H -0.068(2) 0.548(4) 0.3439(11) 0.024(8) Uiso 1 1 d . . . . .
H3B H -0.071(2) 0.430(4) 0.3024(12) 0.028(9) Uiso 1 1 d . . . . .
H8A H -0.353(2) 0.500(4) 0.3909(12) 0.030(9) Uiso 1 1 d . . . . .
H22A H 0.283(3) 0.764(5) 0.4264(15) 0.050(12) Uiso 1 1 d . . . . .
H32A H 0.104(3) -0.020(5) 0.4838(13) 0.038(11) Uiso 1 1 d . . . . .
H6A H -0.335(2) 0.167(4) 0.3021(12) 0.029(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
Zn1 Cl5 2.2376(8) . ?
Zn1 Cl4 2.2692(8) . ?
Zn1 Cl2 2.2884(8) . ?
Zn1 Cl3 2.2921(8) . ?
F1 C18 1.336(5) . ?
F2 C18 1.317(4) . ?
F3 C18 1.326(5) . ?
F4 C26 1.327(6) . ?
F5 C26 1.328(6) . ?
F6 C26 1.314(6) . ?
F7 C34 1.311(7) . ?
F7 F8B 1.776(16) . ?
F8A C34 1.262(16) . ?
F8B C34 1.272(11) . ?
F9A F9B 0.976(17) . ?
F9A C34 1.314(12) . ?
F9B C34 1.296(9) . ?
F10 C10 1.300(5) . ?
F11 C10 1.347(5) . ?
F12 C10 1.308(5) . ?
N1 C1 1.503(3) . ?
N1 C19 1.513(3) . ?
N1 C11 1.530(3) . ?
N2 C2 1.512(3) . ?
N2 C27 1.523(3) . ?
N2 C3 1.524(3) . ?
C4 C5 1.387(4) . ?
C4 C9 1.392(4) . ?
C4 C3 1.503(4) . ?
C12 C17 1.388(4) . ?
C12 C13 1.392(4) . ?
C12 C11 1.499(4) . ?
C27 C28 1.503(4) . ?
C28 C33 1.391(4) . ?
C28 C29 1.393(4) . ?
C1 C2 1.524(4) . ?
C19 C20 1.503(4) . ?
C5 C6 1.382(4) . ?
C33 C32 1.386(5) . ?
C16 C15 1.379(5) . ?
C16 C17 1.389(5) . ?
C20 C21 1.389(4) . ?
C20 C25 1.391(4) . ?
C21 C22 1.387(4) . ?
C9 C8 1.385(4) . ?
C29 C30 1.383(5) . ?
C24 C23 1.379(5) . ?
C24 C25 1.388(5) . ?
C13 C14 1.384(4) . ?
C15 C14 1.384(5) . ?
C15 C18 1.506(4) . ?
C30 C31 1.383(5) . ?
C7 C8 1.382(5) . ?
C7 C6 1.387(5) . ?
C7 C10 1.505(4) . ?
C23 C22 1.384(5) . ?
C23 C26 1.494(5) . ?
C31 C32 1.376(5) . ?
C31 C34 1.501(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
Cl5 Zn1 Cl4 112.20(3) . . ?
Cl5 Zn1 Cl2 113.17(3) . . ?
Cl4 Zn1 Cl2 107.92(3) . . ?
Cl5 Zn1 Cl3 108.07(3) . . ?
Cl4 Zn1 Cl3 105.54(3) . . ?
Cl2 Zn1 Cl3 109.66(3) . . ?
C34 F7 F8B 45.7(5) . . ?
C34 F8B F7 47.5(6) . . ?
F9B F9A C34 67.1(11) . . ?
F9A F9B C34 69.0(9) . . ?
C1 N1 C19 113.3(2) . . ?
C1 N1 C11 106.8(2) . . ?
C19 N1 C11 112.7(2) . . ?
C2 N2 C27 111.9(2) . . ?
C2 N2 C3 111.0(2) . . ?
C27 N2 C3 110.7(2) . . ?
C5 C4 C9 119.7(3) . . ?
C5 C4 C3 120.0(3) . . ?
C9 C4 C3 120.4(3) . . ?
C17 C12 C13 119.8(3) . . ?
C17 C12 C11 121.4(3) . . ?
C13 C12 C11 118.8(3) . . ?
C28 C27 N2 113.0(2) . . ?
C33 C28 C29 119.6(3) . . ?
C33 C28 C27 120.9(3) . . ?
C29 C28 C27 119.4(3) . . ?
N1 C1 C2 113.3(2) . . ?
C20 C19 N1 113.8(2) . . ?
C6 C5 C4 120.3(3) . . ?
C32 C33 C28 120.5(3) . . ?
C15 C16 C17 119.5(3) . . ?
C21 C20 C25 119.5(3) . . ?
C21 C20 C19 119.6(3) . . ?
C25 C20 C19 120.7(3) . . ?
N2 C2 C1 108.4(2) . . ?
C22 C21 C20 120.6(3) . . ?
C12 C17 C16 120.0(3) . . ?
C8 C9 C4 120.1(3) . . ?
C30 C29 C28 119.7(3) . . ?
C23 C24 C25 119.6(3) . . ?
C12 C11 N1 113.6(2) . . ?
C14 C13 C12 120.2(3) . . ?
C16 C15 C14 121.2(3) . . ?
C16 C15 C18 121.1(3) . . ?
C14 C15 C18 117.8(3) . . ?
C24 C25 C20 120.1(3) . . ?
C31 C30 C29 119.9(3) . . ?
C15 C14 C13 119.3(3) . . ?
C4 C3 N2 112.1(2) . . ?
C8 C7 C6 120.8(3) . . ?
C8 C7 C10 120.1(3) . . ?
C6 C7 C10 119.1(3) . . ?
C7 C8 C9 119.6(3) . . ?
C24 C23 C22 121.1(3) . . ?
C24 C23 C26 120.3(4) . . ?
C22 C23 C26 118.5(4) . . ?
C23 C22 C21 119.1(3) . . ?
C32 C31 C30 121.1(3) . . ?
C32 C31 C34 119.5(4) . . ?
C30 C31 C34 119.4(4) . . ?
C31 C32 C33 119.2(3) . . ?
C5 C6 C7 119.4(3) . . ?
F8B C34 F9A 100.0(10) . . ?
F8B C34 F9B 130.1(8) . . ?
F9A C34 F9B 43.9(7) . . ?
F8B C34 F7 86.8(8) . . ?
F9A C34 F7 124.1(8) . . ?
F9B C34 F7 90.5(7) . . ?
F8B C34 F8A 34.6(14) . . ?
F9A C34 F8A 69.4(12) . . ?
F9B C34 F8A 109.7(13) . . ?
F7 C34 F8A 117.0(11) . . ?
F8B C34 C31 114.3(6) . . ?
F9A C34 C31 113.5(7) . . ?
F9B C34 C31 112.4(6) . . ?
F7 C34 C31 113.4(5) . . ?
F8A C34 C31 112.0(8) . . ?
F10 C10 F12 109.6(4) . . ?
F10 C10 F11 104.9(3) . . ?
F12 C10 F11 103.4(4) . . ?
F10 C10 C7 113.5(3) . . ?
F12 C10 C7 113.1(3) . . ?
F11 C10 C7 111.6(3) . . ?
F2 C18 F3 106.5(4) . . ?
F2 C18 F1 106.4(3) . . ?
F3 C18 F1 105.9(3) . . ?
F2 C18 C15 112.3(3) . . ?
F3 C18 C15 112.6(3) . . ?
F1 C18 C15 112.7(3) . . ?
F6 C26 F4 106.9(4) . . ?
F6 C26 F5 106.2(5) . . ?
F4 C26 F5 105.0(4) . . ?
F6 C26 C23 113.0(4) . . ?
F4 C26 C23 113.2(4) . . ?
F5 C26 C23 112.0(4) . . ?

_refine_diff_density_max         0.869
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.080

# start Validation Reply Form
_vrf_PLAT183_3                   
;
PROBLEM: Missing _cell_measurement_reflns_used value ....     Please Do ! 
RESPONSE: Unable to find the information in the *.pcf file.
;
_vrf_PLAT184_3                   
;
PROBLEM: Missing _cell_measurement_theta_min value ......     Please Do ! 
RESPONSE: Unable to find the information in the *.pcf file.

;
_vrf_PLAT185_3                   
;
PROBLEM: Missing _cell_measurement_theta_max value ......     Please Do ! 
RESPONSE: Unable to find the information in the *.pcf file.

;
# end Validation Reply Form


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1prime
_database_code_depnum_ccdc_archive 'CCDC 1548319'
_audit_update_record             
;
2017-06-10 deposited with the CCDC.
2017-06-23 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            'C36 H40 Cl2 Cu N2 O'
_chemical_formula_weight         651.14

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'
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'

_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                   13.7673(7)
_cell_length_b                   12.4680(6)
_cell_length_c                   20.2998(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.859(2)
_cell_angle_gamma                90
_cell_volume                     3459.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9937
_cell_measurement_theta_min      28.198
_cell_measurement_theta_max      3.031

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             1364
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.815
_shelx_estimated_absorpt_T_min   0.841
_shelx_estimated_absorpt_T_max   0.894
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31876
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.873
_diffrn_reflns_theta_max         28.377
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4338
_reflns_number_gt                3430
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        ?
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0781P)²+4.8522P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4338
_refine_ls_number_parameters     260
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0821
_refine_ls_R_factor_gt           0.0636
_refine_ls_wR_factor_ref         0.1662
_refine_ls_wR_factor_gt          0.1556
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_restrained_S_all      1.138
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.5000 -0.11373(4) 0.2500 0.04262(18) Uani 1 2 d S T P . .
Cl1 Cl 0.47129(7) -0.23647(6) 0.16882(4) 0.0589(3) Uani 1 1 d . . . . .
N1 N 0.52151(18) 0.00868(19) 0.18389(11) 0.0412(5) Uani 1 1 d . . . . .
C1 C 0.5348(2) 0.1076(2) 0.22437(15) 0.0406(6) Uani 1 1 d . . . . .
C3 C 0.6107(3) -0.0105(3) 0.14924(16) 0.0511(7) Uani 1 1 d . . . . .
C4 C 0.7006(2) -0.0280(2) 0.19660(15) 0.0466(7) Uani 1 1 d . . . . .
C5 C 0.7167(3) -0.1235(2) 0.23181(19) 0.0534(8) Uani 1 1 d . . . . .
C6 C 0.7974(3) -0.1362(3) 0.2789(2) 0.0569(8) Uani 1 1 d . . . . .
C7 C 0.8664(2) -0.0564(3) 0.29122(18) 0.0559(8) Uani 1 1 d . . . . .
C8 C 0.9545(3) -0.0714(4) 0.3417(2) 0.0829(12) Uani 1 1 d . . . . .
H8A H 0.9941 -0.0079 0.3435 0.124 Uiso 1 1 calc R U . . .
H8B H 0.9336 -0.0843 0.3845 0.124 Uiso 1 1 calc R U . . .
H8C H 0.9919 -0.1316 0.3293 0.124 Uiso 1 1 calc R U . . .
C9 C 0.8521(3) 0.0380(3) 0.2545(2) 0.0608(9) Uani 1 1 d . . . . .
C10 C 0.7719(3) 0.0513(3) 0.2088(2) 0.0562(8) Uani 1 1 d . . . . .
C11 C 0.4301(3) 0.0150(3) 0.13442(16) 0.0506(7) Uani 1 1 d . . . . .
C12 C 0.4131(2) 0.1182(3) 0.09645(15) 0.0474(7) Uani 1 1 d . . . . .
C13 C 0.4592(3) 0.1416(3) 0.04114(17) 0.0601(9) Uani 1 1 d . . . . .
C14 C 0.4416(3) 0.2361(4) 0.00647(19) 0.0697(11) Uani 1 1 d . . . . .
C15 C 0.3783(3) 0.3111(3) 0.0258(2) 0.0679(10) Uani 1 1 d . . . . .
C16 C 0.3616(5) 0.4159(4) -0.0117(3) 0.111(2) Uani 1 1 d . . . . .
H16A H 0.3153 0.4587 0.0085 0.166 Uiso 1 1 calc R U . . .
H16B H 0.4223 0.4540 -0.0105 0.166 Uiso 1 1 calc R U . . .
H16C H 0.3365 0.4012 -0.0570 0.166 Uiso 1 1 calc R U . . .
C0AA C 0.3315(3) 0.2891(4) 0.0804(2) 0.0703(11) Uani 1 1 d . . . . .
C1AA C 0.3484(3) 0.1946(3) 0.11500(18) 0.0603(9) Uani 1 1 d . . . . .
C18 C 0.754(4) 0.305(2) 0.0240(19) 0.28(3) Uani 0.5 1 d D . P . .
O1 O 0.751(3) 0.277(4) -0.0237(12) 0.306(17) Uani 0.5 1 d D . P . .
C17 C 0.7615(16) 0.211(2) 0.0749(9) 0.212(12) Uani 0.5 1 d D . P . .
H1A H 0.525(2) 0.168(2) 0.1982(14) 0.033(7) Uiso 1 1 d . . . . .
H1B H 0.596(3) 0.112(2) 0.2434(15) 0.039(8) Uiso 1 1 d . . . . .
H3A H 0.595(3) -0.064(3) 0.1256(19) 0.058(11) Uiso 1 1 d . . . . .
H3B H 0.618(2) 0.047(3) 0.1221(16) 0.042(8) Uiso 1 1 d . . . . .
H5 H 0.670(2) -0.178(3) 0.2241(15) 0.043(8) Uiso 1 1 d . . . . .
H6 H 0.805(3) -0.199(3) 0.3032(17) 0.055(10) Uiso 1 1 d . . . . .
H9 H 0.901(3) 0.086(4) 0.263(2) 0.083(14) Uiso 1 1 d . . . . .
H10 H 0.762(3) 0.111(3) 0.187(2) 0.064(11) Uiso 1 1 d . . . . .
H11A H 0.434(3) -0.047(3) 0.1031(19) 0.062(10) Uiso 1 1 d . . . . .
H11B H 0.372(3) 0.005(3) 0.1579(19) 0.062(10) Uiso 1 1 d . . . . .
H13 H 0.505(3) 0.097(3) 0.0269(19) 0.061(11) Uiso 1 1 d . . . . .
H14 H 0.478(3) 0.248(3) -0.029(2) 0.070(12) Uiso 1 1 d . . . . .
H0AA H 0.282(4) 0.330(4) 0.090(2) 0.095(16) Uiso 1 1 d . . . . .
H1AA H 0.310(3) 0.175(3) 0.1493(19) 0.062(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 N1 2.077(2) . ?
Cu1 N1 2.077(2) 2_655 ?
Cu1 Cl1 2.2490(8) 2_655 ?
Cu1 Cl1 2.2490(8) . ?
N1 C1 1.481(4) . ?
N1 C3 1.506(4) . ?
N1 C11 1.515(4) . ?
C1 C1 1.497(6) 2_655 ?
C3 C4 1.490(5) . ?
C4 C5 1.392(5) . ?
C4 C10 1.394(5) . ?
C5 C6 1.385(5) . ?
C6 C7 1.377(5) . ?
C7 C9 1.395(5) . ?
C7 C8 1.503(6) . ?
C9 C10 1.366(6) . ?
C11 C12 1.504(4) . ?
C12 C13 1.385(5) . ?
C12 C1AA 1.387(5) . ?
C13 C14 1.379(6) . ?
C14 C15 1.367(6) . ?
C15 C0AA 1.376(6) . ?
C15 C16 1.516(6) . ?
C0AA C1AA 1.376(6) . ?
C18 O1 1.01(5) 7_655 ?
C18 O1 1.026(19) . ?
C18 C17 1.56(2) . ?
C18 C18 1.67(6) 7_655 ?
O1 C17 1.05(2) 7_655 ?
O1 C18 1.01(5) 7_655 ?
O1 O1 1.17(6) 7_655 ?
C17 O1 1.05(2) 7_655 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N1 85.41(13) . 2_655 ?
N1 Cu1 Cl1 161.33(7) . 2_655 ?
N1 Cu1 Cl1 93.02(7) 2_655 2_655 ?
N1 Cu1 Cl1 93.02(7) . . ?
N1 Cu1 Cl1 161.34(7) 2_655 . ?
Cl1 Cu1 Cl1 94.24(5) 2_655 . ?
C1 N1 C3 109.7(2) . . ?
C1 N1 C11 111.2(2) . . ?
C3 N1 C11 111.0(2) . . ?
C1 N1 Cu1 105.73(16) . . ?
C3 N1 Cu1 111.86(19) . . ?
C11 N1 Cu1 107.18(18) . . ?
N1 C1 C1 109.78(19) . 2_655 ?
C4 C3 N1 112.5(2) . . ?
C5 C4 C10 116.8(3) . . ?
C5 C4 C3 121.7(3) . . ?
C10 C4 C3 121.5(3) . . ?
C6 C5 C4 121.1(3) . . ?
C7 C6 C5 121.5(3) . . ?
C6 C7 C9 117.6(3) . . ?
C6 C7 C8 121.1(4) . . ?
C9 C7 C8 121.3(4) . . ?
C10 C9 C7 121.1(3) . . ?
C9 C10 C4 122.0(3) . . ?
C12 C11 N1 116.8(3) . . ?
C13 C12 C1AA 116.6(3) . . ?
C13 C12 C11 122.5(3) . . ?
C1AA C12 C11 120.9(3) . . ?
C14 C13 C12 121.5(4) . . ?
C15 C14 C13 121.2(4) . . ?
C14 C15 C0AA 118.1(4) . . ?
C14 C15 C16 120.6(5) . . ?
C0AA C15 C16 121.3(5) . . ?
C1AA C0AA C15 121.0(4) . . ?
C0AA C1AA C12 121.6(4) . . ?
O1 C18 O1 70(4) 7_655 . ?
O1 C18 C17 42(2) 7_655 . ?
O1 C18 C17 111(4) . . ?
O1 C18 C18 35(2) 7_655 7_655 ?
O1 C18 C18 35(2) . 7_655 ?
C17 C18 C18 76.7(18) . 7_655 ?
C17 O1 C18 98(5) 7_655 7_655 ?
C17 O1 O1 152(6) 7_655 7_655 ?
C18 O1 O1 55(3) 7_655 7_655 ?
C17 O1 C18 151(6) 7_655 . ?
C18 O1 C18 110(4) 7_655 . ?
O1 O1 C18 55(3) 7_655 . ?
O1 C17 C18 40(3) 7_655 . ?

_refine_diff_density_max         0.630
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.069


# start Validation Reply Form
_vrf_PLAT430_1prime              
;
PROBLEM: Short Inter D...A Contact  O1     ..  O1      ..       1.18 Ang.  
RESPONSE: Due to the disorder model this short contact distance appears.
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5
_database_code_depnum_ccdc_archive 'CCDC 1548323'
_audit_update_record             
;
2017-06-10 deposited with the CCDC.
2017-06-23 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            'C34 H30 Cd Cl4 F12 N2'
_chemical_formula_weight         948.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 '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                   14.8842(13)
_cell_length_b                   9.2600(8)
_cell_length_c                   28.750(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.718(3)
_cell_angle_gamma                90
_cell_volume                     3916.8(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    79371
_cell_measurement_theta_min      2.8815
_cell_measurement_theta_max      27.4885

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_F_000             1888
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    0.915
_shelx_estimated_absorpt_T_min   0.784
_shelx_estimated_absorpt_T_max   0.860
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            151725
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_av_R_equivalents  0.0497
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.865
_diffrn_reflns_theta_max         27.567
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9002
_reflns_number_gt                7732
_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 XSCANS'
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_reduction        ?
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0240P)²+13.6077P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9002
_refine_ls_number_parameters     598
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1031
_refine_ls_wR_factor_gt          0.0974
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_restrained_S_all      1.106
_refine_ls_shift/su_max          0.013
_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
Cd1 Cd 0.07116(2) 0.30787(3) 0.35242(2) 0.02495(7) Uani 1 1 d . . . . .
Cl2 Cl 0.20901(6) 0.45949(10) 0.35913(3) 0.0354(2) Uani 1 1 d . . . . .
Cl3 Cl 0.07166(6) 0.15437(9) 0.28293(3) 0.03077(18) Uani 1 1 d . . . . .
Cl4 Cl -0.06278(6) 0.46661(9) 0.33192(3) 0.0335(2) Uani 1 1 d . . . . .
Cl5 Cl 0.04761(7) 0.16883(10) 0.42075(3) 0.0388(2) Uani 1 1 d . . . . .
F1 F -0.51175(15) 0.7793(3) 0.31986(10) 0.0540(7) Uani 1 1 d . . . . .
F2 F -0.46126(19) 0.5802(3) 0.34858(14) 0.0807(11) Uani 1 1 d . . . . .
F3 F -0.47120(18) 0.7619(5) 0.39355(10) 0.0843(12) Uani 1 1 d . . . . .
F4 F 0.2727(6) 0.5893(7) 0.5857(2) 0.223(4) Uani 1 1 d . . . . .
F5 F 0.3219(3) 0.5049(11) 0.5350(2) 0.229(5) Uani 1 1 d . . . . .
F6 F 0.2313(4) 0.3970(6) 0.5611(2) 0.191(3) Uani 1 1 d . . . . .
F7 F 0.58566(15) 0.5628(3) 0.20994(9) 0.0536(7) Uani 1 1 d . . . . .
F8 F 0.51670(16) 0.5978(4) 0.14043(9) 0.0596(8) Uani 1 1 d . . . . .
F9 F 0.56274(19) 0.7774(3) 0.18387(14) 0.0758(10) Uani 1 1 d . . . . .
F10 F 0.2810(3) 1.0901(5) 0.51836(11) 0.1101(16) Uani 1 1 d . . . . .
F11 F 0.4087(4) 1.1623(6) 0.50458(14) 0.142(2) Uani 1 1 d . . . . .
F12 F 0.3928(3) 0.9510(5) 0.52875(11) 0.1114(16) Uani 1 1 d . . . . .
N1 N 0.18653(16) 0.7439(3) 0.30035(9) 0.0168(5) Uani 1 1 d . . . . .
N2 N -0.01450(16) 0.7826(3) 0.36588(9) 0.0180(5) Uani 1 1 d . . . . .
C28 C 0.2688(2) 0.6671(3) 0.23326(11) 0.0220(6) Uani 1 1 d . . . . .
C11 C -0.0813(2) 0.8789(4) 0.33457(12) 0.0236(6) Uani 1 1 d . . . . .
C17 C -0.2211(2) 0.7309(4) 0.31154(12) 0.0261(7) Uani 1 1 d . . . . .
C12 C -0.1785(2) 0.8443(4) 0.33794(11) 0.0224(6) Uani 1 1 d . . . . .
C13 C -0.2265(2) 0.9227(4) 0.36720(12) 0.0265(7) Uani 1 1 d . . . . .
C4 C 0.0456(2) 0.7243(3) 0.45073(11) 0.0221(6) Uani 1 1 d . . . . .
C27 C 0.1790(2) 0.6805(4) 0.25071(11) 0.0242(7) Uani 1 1 d . . . . .
C5 C 0.1062(3) 0.8073(4) 0.48098(13) 0.0346(8) Uani 1 1 d . . . . .
C16 C -0.3087(2) 0.6922(4) 0.31644(13) 0.0309(7) Uani 1 1 d . . . . .
C3 C -0.0270(2) 0.7986(4) 0.41700(11) 0.0240(6) Uani 1 1 d . . . . .
C1 C 0.0913(2) 0.7800(4) 0.30775(11) 0.0197(6) Uani 1 1 d . . . . .
C21 C 0.3131(2) 0.8141(4) 0.39214(13) 0.0296(7) Uani 1 1 d . . . . .
C33 C 0.2888(2) 0.7619(4) 0.19881(12) 0.0284(7) Uani 1 1 d . . . . .
C20 C 0.27684(19) 0.9132(4) 0.35846(11) 0.0216(6) Uani 1 1 d . . . . .
C19 C 0.2516(2) 0.8699(4) 0.30782(11) 0.0220(6) Uani 1 1 d . . . . .
C14 C -0.3148(2) 0.8851(4) 0.37153(12) 0.0298(8) Uani 1 1 d . . . . .
C31 C 0.4353(2) 0.6523(4) 0.20185(12) 0.0274(7) Uani 1 1 d . . . . .
C2 C 0.08227(19) 0.8123(4) 0.35883(10) 0.0188(6) Uani 1 1 d . . . . .
C29 C 0.3318(2) 0.5624(4) 0.25089(12) 0.0264(7) Uani 1 1 d . . . . .
C25 C 0.2696(2) 1.0575(4) 0.37064(13) 0.0277(7) Uani 1 1 d . . . . .
C7 C 0.1782(3) 0.5918(5) 0.51428(13) 0.0355(8) Uani 1 1 d . . . . .
C30 C 0.4152(2) 0.5556(4) 0.23521(12) 0.0293(7) Uani 1 1 d . . . . .
C32 C 0.3725(2) 0.7548(4) 0.18319(13) 0.0303(7) Uani 1 1 d . . . . .
C18 C -0.4488(2) 0.7224(5) 0.35287(15) 0.0408(9) Uani 1 1 d . . . . .
C15 C -0.3547(2) 0.7675(4) 0.34700(12) 0.0283(7) Uani 1 1 d . . . . .
C23 C 0.3303(3) 1.0017(5) 0.45007(13) 0.0425(10) Uani 1 1 d . . . . .
C8 C 0.1191(3) 0.5082(4) 0.48427(13) 0.0338(8) Uani 1 1 d . . . . .
C34 C 0.5246(2) 0.6481(4) 0.18394(15) 0.0369(9) Uani 1 1 d . . . . .
C24 C 0.2964(3) 1.1017(5) 0.41655(14) 0.0388(9) Uani 1 1 d . . . . .
C10 C 0.2488(3) 0.5220(6) 0.54908(17) 0.0546(12) Uani 1 1 d . . . . .
C9 C 0.0519(2) 0.5739(4) 0.45277(12) 0.0287(7) Uani 1 1 d . . . . .
C22 C 0.3394(3) 0.8587(5) 0.43847(14) 0.0401(9) Uani 1 1 d . . . . .
C6 C 0.1720(3) 0.7411(5) 0.51309(14) 0.0412(9) Uani 1 1 d . . . . .
C26 C 0.3543(4) 1.0513(7) 0.49994(18) 0.0713(17) Uani 1 1 d . . . . .
H1 H 0.209(3) 0.673(5) 0.3211(14) 0.035(11) Uiso 1 1 d . . . . .
H2 H -0.030(2) 0.691(4) 0.3561(12) 0.018(8) Uiso 1 1 d . . . . .
H11A H -0.064(2) 0.977(4) 0.3443(11) 0.016(8) Uiso 1 1 d . . . . .
H11B H -0.068(2) 0.864(4) 0.3036(12) 0.015(8) Uiso 1 1 d . . . . .
H17A H -0.189(3) 0.681(5) 0.2907(15) 0.038(11) Uiso 1 1 d . . . . .
H13A H -0.200(3) 0.996(5) 0.3850(14) 0.034(11) Uiso 1 1 d . . . . .
H27A H 0.150(3) 0.583(4) 0.2531(13) 0.028(10) Uiso 1 1 d . . . . .
H27B H 0.138(3) 0.749(4) 0.2306(13) 0.028(10) Uiso 1 1 d . . . . .
H5A H 0.103(3) 0.910(5) 0.4787(14) 0.035(11) Uiso 1 1 d . . . . .
H16A H -0.339(3) 0.614(5) 0.2994(14) 0.033(10) Uiso 1 1 d . . . . .
H3A H -0.029(2) 0.905(4) 0.4236(12) 0.021(9) Uiso 1 1 d . . . . .
H3B H -0.086(2) 0.763(4) 0.4183(12) 0.020(9) Uiso 1 1 d . . . . .
H1A H 0.057(3) 0.694(5) 0.2971(14) 0.037(11) Uiso 1 1 d . . . . .
H1B H 0.071(2) 0.869(4) 0.2880(12) 0.019(9) Uiso 1 1 d . . . . .
H21A H 0.321(3) 0.722(5) 0.3850(15) 0.041(12) Uiso 1 1 d . . . . .
H33A H 0.246(3) 0.825(4) 0.1865(14) 0.033(11) Uiso 1 1 d . . . . .
H19A H 0.301(2) 0.843(4) 0.2961(12) 0.019(9) Uiso 1 1 d . . . . .
H19B H 0.221(2) 0.954(4) 0.2894(12) 0.021(9) Uiso 1 1 d . . . . .
H14A H -0.347(3) 0.945(4) 0.3917(14) 0.035(11) Uiso 1 1 d . . . . .
H2A H 0.122(3) 0.748(4) 0.3786(13) 0.026(9) Uiso 1 1 d . . . . .
H2B H 0.098(3) 0.911(4) 0.3696(13) 0.029(10) Uiso 1 1 d . . . . .
H29A H 0.318(3) 0.500(4) 0.2740(14) 0.031(10) Uiso 1 1 d . . . . .
H25A H 0.247(3) 1.130(5) 0.3490(14) 0.032(10) Uiso 1 1 d . . . . .
H30A H 0.456(3) 0.487(5) 0.2462(14) 0.037(11) Uiso 1 1 d . . . . .
H32A H 0.384(2) 0.820(4) 0.1605(13) 0.024(9) Uiso 1 1 d . . . . .
H8A H 0.123(3) 0.404(5) 0.4841(15) 0.041(12) Uiso 1 1 d . . . . .
H24A H 0.288(4) 1.193(6) 0.4265(19) 0.068(16) Uiso 1 1 d . . . . .
H9A H 0.008(3) 0.520(4) 0.4323(13) 0.028(10) Uiso 1 1 d . . . . .
H22A H 0.360(3) 0.789(4) 0.4609(14) 0.032(10) Uiso 1 1 d . . . . .
H6A H 0.208(4) 0.794(6) 0.5356(19) 0.067(16) 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
Cd1 Cl5 2.4183(9) . ?
Cd1 Cl3 2.4528(9) . ?
Cd1 Cl2 2.4695(9) . ?
Cd1 Cl4 2.4751(9) . ?
F1 C18 1.337(4) . ?
F2 C18 1.333(5) . ?
F3 C18 1.316(5) . ?
F4 C10 1.228(7) . ?
F5 C10 1.228(7) . ?
F6 C10 1.247(7) . ?
F7 C34 1.343(5) . ?
F8 C34 1.323(5) . ?
F9 C34 1.326(5) . ?
F10 C26 1.333(7) . ?
F11 C26 1.303(8) . ?
F12 C26 1.316(7) . ?
N1 C1 1.502(4) . ?
N1 C19 1.511(4) . ?
N1 C27 1.532(4) . ?
N2 C2 1.510(4) . ?
N2 C3 1.516(4) . ?
N2 C11 1.524(4) . ?
C28 C33 1.390(5) . ?
C28 C29 1.390(5) . ?
C28 C27 1.502(4) . ?
C11 C12 1.499(4) . ?
C17 C16 1.380(5) . ?
C17 C12 1.391(5) . ?
C12 C13 1.389(5) . ?
C13 C14 1.384(5) . ?
C4 C5 1.386(5) . ?
C4 C9 1.396(5) . ?
C4 C3 1.505(4) . ?
C5 C6 1.384(5) . ?
C16 C15 1.381(5) . ?
C1 C2 1.525(4) . ?
C21 C20 1.382(5) . ?
C21 C22 1.393(5) . ?
C33 C32 1.388(5) . ?
C20 C25 1.390(5) . ?
C20 C19 1.502(4) . ?
C14 C15 1.381(5) . ?
C31 C30 1.377(5) . ?
C31 C32 1.382(5) . ?
C31 C34 1.497(5) . ?
C29 C30 1.386(5) . ?
C25 C24 1.382(5) . ?
C7 C8 1.374(6) . ?
C7 C6 1.385(6) . ?
C7 C10 1.485(5) . ?
C18 C15 1.496(5) . ?
C23 C24 1.376(6) . ?
C23 C22 1.377(6) . ?
C23 C26 1.496(6) . ?
C8 C9 1.384(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
Cl5 Cd1 Cl3 111.83(3) . . ?
Cl5 Cd1 Cl2 117.40(3) . . ?
Cl3 Cd1 Cl2 106.74(3) . . ?
Cl5 Cd1 Cl4 107.39(4) . . ?
Cl3 Cd1 Cl4 104.60(3) . . ?
Cl2 Cd1 Cl4 108.10(3) . . ?
C1 N1 C19 114.0(2) . . ?
C1 N1 C27 106.3(2) . . ?
C19 N1 C27 112.5(2) . . ?
C2 N2 C3 111.9(2) . . ?
C2 N2 C11 111.4(2) . . ?
C3 N2 C11 110.5(2) . . ?
C33 C28 C29 119.7(3) . . ?
C33 C28 C27 118.9(3) . . ?
C29 C28 C27 121.4(3) . . ?
C12 C11 N2 112.7(2) . . ?
C16 C17 C12 120.0(3) . . ?
C13 C12 C17 119.4(3) . . ?
C13 C12 C11 121.2(3) . . ?
C17 C12 C11 119.4(3) . . ?
C14 C13 C12 120.4(3) . . ?
C5 C4 C9 119.5(3) . . ?
C5 C4 C3 119.1(3) . . ?
C9 C4 C3 121.3(3) . . ?
C28 C27 N1 113.6(2) . . ?
C6 C5 C4 120.1(4) . . ?
C17 C16 C15 120.0(3) . . ?
C4 C3 N2 113.5(3) . . ?
N1 C1 C2 113.8(2) . . ?
C20 C21 C22 119.8(4) . . ?
C32 C33 C28 120.0(3) . . ?
C21 C20 C25 119.9(3) . . ?
C21 C20 C19 121.0(3) . . ?
C25 C20 C19 118.9(3) . . ?
C20 C19 N1 113.9(3) . . ?
C15 C14 C13 119.5(3) . . ?
C30 C31 C32 120.8(3) . . ?
C30 C31 C34 121.3(3) . . ?
C32 C31 C34 117.9(3) . . ?
N2 C2 C1 108.6(2) . . ?
C30 C29 C28 120.1(3) . . ?
C24 C25 C20 120.2(4) . . ?
C8 C7 C6 120.9(4) . . ?
C8 C7 C10 119.9(4) . . ?
C6 C7 C10 119.2(4) . . ?
C31 C30 C29 119.8(3) . . ?
C31 C32 C33 119.6(3) . . ?
F3 C18 F2 107.8(4) . . ?
F3 C18 F1 106.1(3) . . ?
F2 C18 F1 104.5(4) . . ?
F3 C18 C15 113.0(3) . . ?
F2 C18 C15 112.7(3) . . ?
F1 C18 C15 112.2(3) . . ?
C16 C15 C14 120.5(3) . . ?
C16 C15 C18 119.5(4) . . ?
C14 C15 C18 120.0(3) . . ?
C24 C23 C22 121.1(4) . . ?
C24 C23 C26 118.2(4) . . ?
C22 C23 C26 120.6(4) . . ?
C7 C8 C9 119.6(4) . . ?
F8 C34 F9 107.0(4) . . ?
F8 C34 F7 106.0(3) . . ?
F9 C34 F7 106.2(3) . . ?
F8 C34 C31 112.2(3) . . ?
F9 C34 C31 112.3(3) . . ?
F7 C34 C31 112.7(3) . . ?
C23 C24 C25 119.5(4) . . ?
F4 C10 F5 101.1(7) . . ?
F4 C10 F6 106.3(6) . . ?
F5 C10 F6 101.8(7) . . ?
F4 C10 C7 116.1(5) . . ?
F5 C10 C7 114.0(5) . . ?
F6 C10 C7 115.7(5) . . ?
C8 C9 C4 120.2(3) . . ?
C23 C22 C21 119.5(4) . . ?
C5 C6 C7 119.7(4) . . ?
F11 C26 F12 106.7(5) . . ?
F11 C26 F10 106.2(5) . . ?
F12 C26 F10 104.2(5) . . ?
F11 C26 C23 113.3(5) . . ?
F12 C26 C23 113.8(5) . . ?
F10 C26 C23 111.9(4) . . ?

_refine_diff_density_max         1.401
_refine_diff_density_min         -0.873
_refine_diff_density_rms         0.090

####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 1548322'
_audit_update_record             
;
2017-06-10 deposited with the CCDC.
2017-06-23 downloaded from the CCDC.
;
_audit_creation_date             2017-05-30
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'Cl4 Co, C34 H30 F12 N2'
_chemical_formula_sum            'C34 H30 Cl4 Co F12 N2'
_chemical_formula_weight         895.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   15.184(5)
_cell_length_b                   9.121(3)
_cell_length_c                   28.925(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.075(5)
_cell_angle_gamma                90
_cell_volume                     3983(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5492
_cell_measurement_temperature    173.15
_cell_measurement_theta_max      25.191
_cell_measurement_theta_min      2.342
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.782
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1804
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            21381
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.056
_diffrn_ambient_temperature      173.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5509
_reflns_number_total             7750
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         0.550
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     597
_refine_ls_number_reflns         7750
_refine_ls_number_restraints     180
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0592
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0411P)²+6.6739P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1308
_refine_ls_wR_factor_ref         0.1383
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
F7 \\sim F7A \\sim F8 \\sim F8A \\sim F9 \\sim F9A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
F4 \\sim F4A \\sim F5 \\sim F5A \\sim F6 \\sim F6A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
F1 \\sim F1A \\sim F2 \\sim F2A \\sim F3 \\sim F3A: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
F10 \\sim F10A \\sim F11 \\sim F11A \\sim F12 \\sim F12A: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(F6) \\sim Ueq, Uanis(F5) \\sim Ueq, Uanis(F4) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
Uanis(F8) \\sim Ueq, Uanis(F9) \\sim Ueq, Uanis(F7) \\sim Ueq: with sigma of
0.1 and sigma for terminal atoms of 0.2
3. Others
 Sof(F7A)=Sof(F8A)=Sof(F9A)=1-FVAR(1)
 Sof(F7)=Sof(F8)=Sof(F9)=FVAR(1)
 Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(2)
 Sof(F4)=Sof(F5)=Sof(F6)=FVAR(2)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(3)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(3)
 Fixed Sof: F10(0.5) F10A(0.5) F11(0.5) F11A(0.5) F12(0.5) F12A(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C19(H19A,H19B), C11(H11A,H11B), C3(H3A,H3B), C1(H1A,H1B),
 C27(H27A,H27B)
4.b Aromatic/amide H refined with riding coordinates:
 C29(H29), C33(H33), C21(H21), C9(H9), C5(H5), C17(H17), C13(H13), C8(H8),
 C16(H16), C32(H32), C6(H6), C30(H30), C14(H14), C25(H25), C24(H24), C22(H22)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co2 Co 0.06228(3) 0.87356(6) 0.34786(2) 0.04725(16) Uani 1 1 d . . . . .
Cl1 Cl 0.18736(7) 1.01526(12) 0.35767(4) 0.0664(3) Uani 1 1 d . . . . .
Cl2 Cl 0.03971(9) 0.74104(12) 0.41088(4) 0.0680(3) Uani 1 1 d . . . . .
Cl4 Cl 0.07020(8) 0.72764(13) 0.28489(3) 0.0618(3) Uani 1 1 d . . . . .
Cl13 Cl -0.05856(7) 1.02076(12) 0.32996(4) 0.0623(3) Uani 1 1 d . . . . .
F1 F -0.4728(14) 0.290(2) 0.3954(7) 0.128(5) Uani 0.567(14) 1 d . U P A 1
F1A F -0.4771(15) 0.354(2) 0.3874(10) 0.114(5) Uani 0.433(14) 1 d . U P A 2
F2 F -0.5033(6) 0.3221(13) 0.3212(5) 0.106(3) Uani 0.567(14) 1 d . U P A 1
F2A F -0.4928(11) 0.238(2) 0.3263(7) 0.139(5) Uani 0.433(14) 1 d . U P A 2
F3 F -0.4583(6) 0.1178(11) 0.3452(6) 0.140(4) Uani 0.567(14) 1 d . U P A 1
F3A F -0.4323(8) 0.1297(17) 0.3847(7) 0.140(4) Uani 0.433(14) 1 d . U P A 2
F4 F 0.2019(7) -0.0508(12) 0.5592(4) 0.157(4) Uani 0.651(11) 1 d . U P B 1
F4A F 0.2567(19) -0.034(3) 0.5333(10) 0.166(6) Uani 0.349(11) 1 d . U P B 2
F5 F 0.2592(11) 0.1645(15) 0.5790(5) 0.177(5) Uani 0.651(11) 1 d . U P B 1
F5A F 0.2056(15) 0.091(3) 0.5855(7) 0.160(6) Uani 0.349(11) 1 d . U P B 2
F6 F 0.3023(7) 0.0506(19) 0.5229(4) 0.167(4) Uani 0.651(11) 1 d . U P B 1
F6A F 0.3068(14) 0.162(3) 0.5498(9) 0.168(6) Uani 0.349(11) 1 d . U P B 2
F7 F 0.5158(17) 0.183(3) 0.1416(10) 0.126(6) Uani 0.43(3) 1 d . U P C 1
F7A F 0.5236(14) 0.125(2) 0.1441(8) 0.123(5) Uani 0.57(3) 1 d . U P C 2
F8 F 0.5670(16) 0.067(3) 0.2022(11) 0.140(6) Uani 0.43(3) 1 d . U P C 1
F8A F 0.5799(11) 0.122(3) 0.2141(6) 0.137(5) Uani 0.57(3) 1 d . U P C 2
F9 F 0.5724(11) 0.293(3) 0.2056(10) 0.134(5) Uani 0.43(3) 1 d . U P C 1
F9A F 0.5544(11) 0.3277(18) 0.1777(8) 0.137(5) Uani 0.57(3) 1 d . U P C 2
F10 F 0.4046(14) 0.513(4) 0.5182(9) 0.156(7) Uani 0.5 1 d . U P D 1
F10A F 0.3686(15) 0.470(3) 0.5222(8) 0.147(6) Uani 0.5 1 d . U P D 2
F11 F 0.3864(12) 0.7354(18) 0.4974(5) 0.163(5) Uani 0.5 1 d . U P D 1
F11A F 0.4368(10) 0.663(2) 0.4944(5) 0.160(5) Uani 0.5 1 d . U P D 2
F12 F 0.2721(15) 0.625(3) 0.5158(8) 0.139(6) Uani 0.5 1 d . U P D 1
F12A F 0.3079(17) 0.670(3) 0.5140(9) 0.155(7) Uani 0.5 1 d . U P D 2
N1 N 0.17935(19) 0.3026(3) 0.29811(10) 0.0382(7) Uani 1 1 d . . . . .
H1 H 0.195(2) 0.229(4) 0.3158(12) 0.035(10) Uiso 1 1 d . . . . .
N2 N -0.02024(19) 0.3441(4) 0.36496(10) 0.0402(7) Uani 1 1 d . . . . .
H2 H -0.031(2) 0.255(4) 0.3599(11) 0.025(9) Uiso 1 1 d . . . . .
C4 C 0.2649(2) 0.2173(5) 0.23258(13) 0.0473(9) Uani 1 1 d . . . . .
C2 C 0.0858(2) 0.3402(4) 0.30576(12) 0.0411(8) Uani 1 1 d . . . . .
H2A H 0.0469 0.2568 0.2954 0.049 Uiso 1 1 calc R . . . .
H2B H 0.0665 0.4260 0.2863 0.049 Uiso 1 1 calc R . . . .
C19 C -0.0340(2) 0.3629(5) 0.41587(12) 0.0467(9) Uani 1 1 d . . . . .
H19A H -0.0344 0.4689 0.4232 0.056 Uiso 1 1 calc R . . . .
H19B H -0.0928 0.3228 0.4210 0.056 Uiso 1 1 calc R . . . .
C28 C -0.1801(2) 0.3970(4) 0.33868(13) 0.0458(9) Uani 1 1 d . . . . .
C20 C 0.0351(2) 0.2893(4) 0.44857(12) 0.0456(9) Uani 1 1 d . . . . .
C12 C 0.2684(2) 0.4709(5) 0.35494(13) 0.0449(9) Uani 1 1 d . . . . .
C11 C 0.2423(2) 0.4298(4) 0.30471(13) 0.0485(9) Uani 1 1 d . . . . .
H11A H 0.2146 0.5160 0.2882 0.058 Uiso 1 1 calc R . . . .
H11B H 0.2966 0.4055 0.2901 0.058 Uiso 1 1 calc R . . . .
C3 C 0.1761(2) 0.2348(5) 0.24949(12) 0.0482(9) Uani 1 1 d . . . . .
H3A H 0.1475 0.1374 0.2499 0.058 Uiso 1 1 calc R . . . .
H3B H 0.1390 0.2974 0.2273 0.058 Uiso 1 1 calc R . . . .
C1 C 0.0739(2) 0.3749(4) 0.35632(12) 0.0427(8) Uani 1 1 d . . . . .
H1A H 0.1148 0.3139 0.3772 0.051 Uiso 1 1 calc R . . . .
H1B H 0.0881 0.4792 0.3629 0.051 Uiso 1 1 calc R . . . .
C29 C -0.2295(3) 0.4752(5) 0.36794(13) 0.0552(10) Uani 1 1 d . . . . .
H29 H -0.2048 0.5586 0.3841 0.066 Uiso 1 1 calc R . . . .
C33 C -0.2187(3) 0.2797(5) 0.31359(15) 0.0582(11) Uani 1 1 d . . . . .
H33 H -0.1863 0.2288 0.2922 0.070 Uiso 1 1 calc R . . . .
C27 C -0.0853(2) 0.4372(4) 0.33416(13) 0.0489(9) Uani 1 1 d . . . . .
H27A H -0.0759 0.5417 0.3425 0.059 Uiso 1 1 calc R . . . .
H27B H -0.0735 0.4250 0.3014 0.059 Uiso 1 1 calc R . . . .
C21 C 0.0396(3) 0.1384(5) 0.45205(14) 0.0596(11) Uani 1 1 d . . . . .
H21 H -0.0022 0.0802 0.4334 0.072 Uiso 1 1 calc R . . . .
C9 C 0.2888(3) 0.3069(5) 0.19752(14) 0.0585(11) Uani 1 1 d . . . . .
H9 H 0.2479 0.3773 0.1839 0.070 Uiso 1 1 calc R . . . .
C23 C 0.1622(3) 0.1543(6) 0.51028(15) 0.0679(13) Uani 1 1 d . . . . .
C5 C 0.3245(3) 0.1120(5) 0.25146(14) 0.0596(11) Uani 1 1 d . . . . .
H5 H 0.3083 0.0461 0.2746 0.072 Uiso 1 1 calc R . . . .
C17 C 0.2594(3) 0.6133(5) 0.36875(15) 0.0587(11) Uani 1 1 d . . . . .
H17 H 0.2338 0.6838 0.3472 0.070 Uiso 1 1 calc R . . . .
C13 C 0.3067(3) 0.3686(5) 0.38599(15) 0.0571(10) Uani 1 1 d . . . . .
H13 H 0.3137 0.2701 0.3764 0.069 Uiso 1 1 calc R . . . .
C8 C 0.3719(3) 0.2954(6) 0.18204(16) 0.0693(13) Uani 1 1 d . . . . .
H8 H 0.3869 0.3553 0.1572 0.083 Uiso 1 1 calc R . . . .
C15 C 0.3237(3) 0.5509(7) 0.44481(17) 0.0804(16) Uani 1 1 d . . . . .
C16 C 0.2873(3) 0.6550(6) 0.41371(18) 0.0750(14) Uani 1 1 d . . . . .
H16 H 0.2816 0.7540 0.4232 0.090 Uiso 1 1 calc R . . . .
C10 C 0.5217(4) 0.1896(9) 0.1857(3) 0.101(2) Uani 1 1 d . . . . .
C7 C 0.4320(3) 0.1978(6) 0.20261(17) 0.0668(13) Uani 1 1 d . . . . .
C32 C -0.3041(3) 0.2365(5) 0.31949(17) 0.0673(13) Uani 1 1 d . . . . .
H32 H -0.3302 0.1558 0.3024 0.081 Uiso 1 1 calc R . . . .
C6 C 0.4081(3) 0.1044(6) 0.23603(18) 0.0759(14) Uani 1 1 d . . . . .
H6 H 0.4492 0.0332 0.2490 0.091 Uiso 1 1 calc R . . . .
C30 C -0.3157(3) 0.4310(6) 0.37358(15) 0.0681(13) Uani 1 1 d . . . . .
H30 H -0.3498 0.4841 0.3936 0.082 Uiso 1 1 calc R . . . .
C14 C 0.3349(3) 0.4101(6) 0.43128(17) 0.0735(14) Uani 1 1 d . . . . .
H14 H 0.3619 0.3404 0.4527 0.088 Uiso 1 1 calc R . . . .
C31 C -0.3510(3) 0.3109(6) 0.35014(17) 0.0654(12) Uani 1 1 d . . . . .
C25 C 0.0956(3) 0.3722(5) 0.47621(14) 0.0595(11) Uani 1 1 d . . . . .
H25 H 0.0941 0.4761 0.4741 0.071 Uiso 1 1 calc R . . . .
C24 C 0.1581(3) 0.3043(6) 0.50686(16) 0.0744(14) Uani 1 1 d . . . . .
H24 H 0.1992 0.3622 0.5260 0.089 Uiso 1 1 calc R . . . .
C22 C 0.1039(3) 0.0703(5) 0.48230(15) 0.0679(13) Uani 1 1 d . . . . .
H22 H 0.1074 -0.0337 0.4836 0.081 Uiso 1 1 calc R . . . .
C18 C 0.3551(7) 0.5971(12) 0.4936(3) 0.129(3) Uani 1 1 d . . . . .
C34 C -0.4421(4) 0.2572(11) 0.3579(3) 0.110(2) Uani 1 1 d . . . . .
C26 C 0.2288(6) 0.0805(12) 0.5441(3) 0.115(3) 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
Co2 Cl1 2.2899(13) . ?
Co2 Cl2 2.2435(13) . ?
Co2 Cl4 2.2694(13) . ?
Co2 Cl13 2.2884(13) . ?
F1 C34 1.26(2) . ?
F1A C34 1.37(3) . ?
F2 C34 1.461(14) . ?
F2A C34 1.146(17) . ?
F3 C34 1.339(13) . ?
F3A C34 1.396(16) . ?
F4 C26 1.352(13) . ?
F4A C26 1.18(2) . ?
F5 C26 1.313(14) . ?
F5A C26 1.29(2) . ?
F6 C26 1.355(14) . ?
F6A C26 1.39(2) . ?
F7 C10 1.27(3) . ?
F7A C10 1.34(2) . ?
F8 C10 1.37(3) . ?
F8A C10 1.30(2) . ?
F9 C10 1.31(2) . ?
F9A C10 1.382(16) . ?
F10 C18 1.25(3) . ?
F10A C18 1.42(3) . ?
F11 C18 1.349(19) . ?
F11A C18 1.378(18) . ?
F12 C18 1.50(3) . ?
F12A C18 1.18(3) . ?
N1 H1 0.86(4) . ?
N1 C2 1.501(4) . ?
N1 C11 1.503(4) . ?
N1 C3 1.533(4) . ?
N2 H2 0.84(3) . ?
N2 C19 1.519(4) . ?
N2 C1 1.504(4) . ?
N2 C27 1.518(5) . ?
C4 C3 1.490(5) . ?
C4 C9 1.381(6) . ?
C4 C5 1.391(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.525(5) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.496(5) . ?
C28 C29 1.386(5) . ?
C28 C33 1.387(6) . ?
C28 C27 1.505(5) . ?
C20 C21 1.381(6) . ?
C20 C25 1.377(5) . ?
C12 C11 1.512(5) . ?
C12 C17 1.370(6) . ?
C12 C13 1.380(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C29 H29 0.9500 . ?
C29 C30 1.395(6) . ?
C33 H33 0.9500 . ?
C33 C32 1.382(6) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C21 H21 0.9500 . ?
C21 C22 1.387(6) . ?
C9 H9 0.9500 . ?
C9 C8 1.386(6) . ?
C23 C24 1.372(7) . ?
C23 C22 1.369(7) . ?
C23 C26 1.491(8) . ?
C5 H5 0.9500 . ?
C5 C6 1.392(6) . ?
C17 H17 0.9500 . ?
C17 C16 1.378(6) . ?
C13 H13 0.9500 . ?
C13 C14 1.387(6) . ?
C8 H8 0.9500 . ?
C8 C7 1.366(7) . ?
C15 C16 1.383(7) . ?
C15 C14 1.358(8) . ?
C15 C18 1.501(8) . ?
C16 H16 0.9500 . ?
C10 C7 1.497(7) . ?
C7 C6 1.366(7) . ?
C32 H32 0.9500 . ?
C32 C31 1.373(6) . ?
C6 H6 0.9500 . ?
C30 H30 0.9500 . ?
C30 C31 1.367(7) . ?
C14 H14 0.9500 . ?
C31 C34 1.507(8) . ?
C25 H25 0.9500 . ?
C25 C24 1.376(6) . ?
C24 H24 0.9500 . ?
C22 H22 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
Cl2 Co2 Cl1 113.54(5) . . ?
Cl2 Co2 Cl4 111.21(5) . . ?
Cl2 Co2 Cl13 108.19(5) . . ?
Cl4 Co2 Cl1 108.47(5) . . ?
Cl4 Co2 Cl13 105.77(5) . . ?
Cl13 Co2 Cl1 109.36(5) . . ?
C2 N1 H1 107(2) . . ?
C2 N1 C11 113.9(3) . . ?
C2 N1 C3 106.8(3) . . ?
C11 N1 H1 114(2) . . ?
C11 N1 C3 112.7(3) . . ?
C3 N1 H1 102(2) . . ?
C19 N2 H2 104(2) . . ?
C1 N2 H2 109(2) . . ?
C1 N2 C19 111.8(3) . . ?
C1 N2 C27 111.7(3) . . ?
C27 N2 H2 109(2) . . ?
C27 N2 C19 111.0(3) . . ?
C9 C4 C3 119.7(4) . . ?
C9 C4 C5 119.1(4) . . ?
C5 C4 C3 121.2(4) . . ?
N1 C2 H2A 108.9 . . ?
N1 C2 H2B 108.9 . . ?
N1 C2 C1 113.5(3) . . ?
H2A C2 H2B 107.7 . . ?
C1 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
N2 C19 H19A 108.8 . . ?
N2 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C20 C19 N2 113.8(3) . . ?
C20 C19 H19A 108.8 . . ?
C20 C19 H19B 108.8 . . ?
C29 C28 C33 119.3(4) . . ?
C29 C28 C27 120.8(4) . . ?
C33 C28 C27 119.9(4) . . ?
C21 C20 C19 121.2(4) . . ?
C25 C20 C19 120.0(4) . . ?
C25 C20 C21 118.7(4) . . ?
C17 C12 C11 119.4(4) . . ?
C17 C12 C13 119.9(4) . . ?
C13 C12 C11 120.5(4) . . ?
N1 C11 C12 114.3(3) . . ?
N1 C11 H11A 108.7 . . ?
N1 C11 H11B 108.7 . . ?
C12 C11 H11A 108.7 . . ?
C12 C11 H11B 108.7 . . ?
H11A C11 H11B 107.6 . . ?
N1 C3 H3A 108.8 . . ?
N1 C3 H3B 108.8 . . ?
C4 C3 N1 113.7(3) . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
N2 C1 C2 109.3(3) . . ?
N2 C1 H1A 109.8 . . ?
N2 C1 H1B 109.8 . . ?
C2 C1 H1A 109.8 . . ?
C2 C1 H1B 109.8 . . ?
H1A C1 H1B 108.3 . . ?
C28 C29 H29 120.1 . . ?
C28 C29 C30 119.9(4) . . ?
C30 C29 H29 120.1 . . ?
C28 C33 H33 119.8 . . ?
C32 C33 C28 120.3(4) . . ?
C32 C33 H33 119.8 . . ?
N2 C27 H27A 109.1 . . ?
N2 C27 H27B 109.1 . . ?
C28 C27 N2 112.4(3) . . ?
C28 C27 H27A 109.1 . . ?
C28 C27 H27B 109.1 . . ?
H27A C27 H27B 107.8 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C22 121.2(4) . . ?
C22 C21 H21 119.4 . . ?
C4 C9 H9 119.6 . . ?
C4 C9 C8 120.8(4) . . ?
C8 C9 H9 119.6 . . ?
C24 C23 C26 121.3(6) . . ?
C22 C23 C24 119.6(4) . . ?
C22 C23 C26 119.1(6) . . ?
C4 C5 H5 120.5 . . ?
C4 C5 C6 119.1(4) . . ?
C6 C5 H5 120.5 . . ?
C12 C17 H17 119.8 . . ?
C12 C17 C16 120.5(4) . . ?
C16 C17 H17 119.8 . . ?
C12 C13 H13 120.1 . . ?
C12 C13 C14 119.8(4) . . ?
C14 C13 H13 120.1 . . ?
C9 C8 H8 120.1 . . ?
C7 C8 C9 119.9(5) . . ?
C7 C8 H8 120.1 . . ?
C16 C15 C18 118.9(7) . . ?
C14 C15 C16 121.0(4) . . ?
C14 C15 C18 120.0(7) . . ?
C17 C16 C15 119.1(5) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
F7 C10 F8 106.9(15) . . ?
F7 C10 F9 116.9(16) . . ?
F7 C10 C7 111.2(13) . . ?
F7A C10 F9A 102.1(13) . . ?
F7A C10 C7 115.0(10) . . ?
F8 C10 C7 111.5(13) . . ?
F8A C10 F7A 106.1(12) . . ?
F8A C10 F9A 107.9(12) . . ?
F8A C10 C7 113.4(11) . . ?
F9 C10 F8 100.4(13) . . ?
F9 C10 C7 109.5(9) . . ?
F9A C10 C7 111.4(8) . . ?
C8 C7 C10 118.6(6) . . ?
C8 C7 C6 120.0(4) . . ?
C6 C7 C10 121.3(5) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 C33 119.7(4) . . ?
C31 C32 H32 120.1 . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.0(4) . . ?
C7 C6 H6 119.5 . . ?
C29 C30 H30 120.1 . . ?
C31 C30 C29 119.7(4) . . ?
C31 C30 H30 120.1 . . ?
C13 C14 H14 120.2 . . ?
C15 C14 C13 119.6(5) . . ?
C15 C14 H14 120.2 . . ?
C32 C31 C34 118.9(5) . . ?
C30 C31 C32 120.9(4) . . ?
C30 C31 C34 120.2(5) . . ?
C20 C25 H25 120.0 . . ?
C24 C25 C20 119.9(5) . . ?
C24 C25 H25 120.0 . . ?
C23 C24 C25 121.2(5) . . ?
C23 C24 H24 119.4 . . ?
C25 C24 H24 119.4 . . ?
C21 C22 H22 120.3 . . ?
C23 C22 C21 119.4(4) . . ?
C23 C22 H22 120.3 . . ?
F10 C18 F11 110.1(14) . . ?
F10 C18 F12 110.2(19) . . ?
F10 C18 C15 118.5(15) . . ?
F10A C18 C15 109.2(12) . . ?
F11 C18 F12 96.2(15) . . ?
F11 C18 C15 114.5(10) . . ?
F11A C18 F10A 105.9(14) . . ?
F11A C18 C15 109.5(10) . . ?
F12 C18 C15 104.7(10) . . ?
F12A C18 F10A 103(2) . . ?
F12A C18 F11A 109.8(14) . . ?
F12A C18 C15 118.6(15) . . ?
F1 C34 F2 105.4(12) . . ?
F1 C34 F3 112.7(12) . . ?
F1 C34 C31 118.8(11) . . ?
F1A C34 F3A 102.5(13) . . ?
F1A C34 C31 107.9(11) . . ?
F2 C34 C31 106.4(7) . . ?
F2A C34 F1A 108.9(16) . . ?
F2A C34 F3A 109.7(13) . . ?
F2A C34 C31 118.7(12) . . ?
F3 C34 F2 95.8(9) . . ?
F3 C34 C31 114.4(7) . . ?
F3A C34 C31 108.0(7) . . ?
F4 C26 F6 105.0(11) . . ?
F4 C26 C23 113.8(8) . . ?
F4A C26 F5A 116.8(19) . . ?
F4A C26 F6A 100.3(17) . . ?
F4A C26 C23 117.5(12) . . ?
F5 C26 F4 111.2(11) . . ?
F5 C26 F6 103.1(11) . . ?
F5 C26 C23 113.6(8) . . ?
F5A C26 F6A 99.5(15) . . ?
F5A C26 C23 110.2(11) . . ?
F6 C26 C23 109.2(8) . . ?
F6A C26 C23 110.3(11) . . ?

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
F7 C10 C7 C8 -47.7(16) . . . . ?
F7 C10 C7 C6 128.6(16) . . . . ?
F7A C10 C7 C8 -73.4(14) . . . . ?
F7A C10 C7 C6 102.8(14) . . . . ?
F8 C10 C7 C8 -166.9(14) . . . . ?
F8 C10 C7 C6 9.4(16) . . . . ?
F8A C10 C7 C8 164.2(12) . . . . ?
F8A C10 C7 C6 -19.6(14) . . . . ?
F9 C10 C7 C8 83.0(17) . . . . ?
F9 C10 C7 C6 -100.8(17) . . . . ?
F9A C10 C7 C8 42.2(14) . . . . ?
F9A C10 C7 C6 -141.6(13) . . . . ?
N1 C2 C1 N2 -154.6(3) . . . . ?
N2 C19 C20 C21 -70.5(5) . . . . ?
N2 C19 C20 C25 110.0(4) . . . . ?
C4 C9 C8 C7 -2.2(7) . . . . ?
C4 C5 C6 C7 -0.4(7) . . . . ?
C2 N1 C11 C12 75.5(4) . . . . ?
C2 N1 C3 C4 168.9(3) . . . . ?
C19 N2 C1 C2 174.7(3) . . . . ?
C19 N2 C27 C28 -60.5(4) . . . . ?
C19 C20 C21 C22 179.8(4) . . . . ?
C19 C20 C25 C24 178.8(4) . . . . ?
C28 C29 C30 C31 -0.1(7) . . . . ?
C28 C33 C32 C31 0.4(7) . . . . ?
C20 C21 C22 C23 2.1(7) . . . . ?
C20 C25 C24 C23 0.6(7) . . . . ?
C12 C17 C16 C15 -0.6(7) . . . . ?
C12 C13 C14 C15 0.7(7) . . . . ?
C11 N1 C2 C1 -68.7(4) . . . . ?
C11 N1 C3 C4 43.1(5) . . . . ?
C11 C12 C17 C16 -176.4(4) . . . . ?
C11 C12 C13 C14 176.3(4) . . . . ?
C3 N1 C2 C1 166.2(3) . . . . ?
C3 N1 C11 C12 -162.7(3) . . . . ?
C3 C4 C9 C8 178.3(4) . . . . ?
C3 C4 C5 C6 -177.0(4) . . . . ?
C1 N2 C19 C20 -47.3(4) . . . . ?
C1 N2 C27 C28 174.1(3) . . . . ?
C29 C28 C33 C32 -3.3(6) . . . . ?
C29 C28 C27 N2 96.8(4) . . . . ?
C29 C30 C31 C32 -2.8(7) . . . . ?
C29 C30 C31 C34 176.6(5) . . . . ?
C33 C28 C29 C30 3.1(6) . . . . ?
C33 C28 C27 N2 -82.7(4) . . . . ?
C33 C32 C31 C30 2.7(7) . . . . ?
C33 C32 C31 C34 -176.8(6) . . . . ?
C27 N2 C19 C20 -172.6(3) . . . . ?
C27 N2 C1 C2 -60.4(4) . . . . ?
C27 C28 C29 C30 -176.4(4) . . . . ?
C27 C28 C33 C32 176.3(4) . . . . ?
C21 C20 C25 C24 -0.7(6) . . . . ?
C9 C4 C3 N1 -108.3(4) . . . . ?
C9 C4 C5 C6 3.0(6) . . . . ?
C9 C8 C7 C10 -179.0(5) . . . . ?
C9 C8 C7 C6 4.7(7) . . . . ?
C5 C4 C3 N1 71.7(5) . . . . ?
C5 C4 C9 C8 -1.7(6) . . . . ?
C17 C12 C11 N1 -127.7(4) . . . . ?
C17 C12 C13 C14 0.9(6) . . . . ?
C13 C12 C11 N1 56.9(5) . . . . ?
C13 C12 C17 C16 -0.9(6) . . . . ?
C8 C7 C6 C5 -3.5(8) . . . . ?
C16 C15 C14 C13 -2.2(8) . . . . ?
C16 C15 C18 F10 -164.5(15) . . . . ?
C16 C15 C18 F10A 165.3(12) . . . . ?
C16 C15 C18 F11 -31.9(15) . . . . ?
C16 C15 C18 F11A -79.2(13) . . . . ?
C16 C15 C18 F12 72.2(14) . . . . ?
C16 C15 C18 F12A 48.0(19) . . . . ?
C10 C7 C6 C5 -179.6(5) . . . . ?
C32 C31 C34 F1 156.4(12) . . . . ?
C32 C31 C34 F1A -176.3(12) . . . . ?
C32 C31 C34 F2 -85.0(9) . . . . ?
C32 C31 C34 F2A -51.9(17) . . . . ?
C32 C31 C34 F3 19.4(13) . . . . ?
C32 C31 C34 F3A 73.7(12) . . . . ?
C30 C31 C34 F1 -23.0(15) . . . . ?
C30 C31 C34 F1A 4.3(15) . . . . ?
C30 C31 C34 F2 95.5(9) . . . . ?
C30 C31 C34 F2A 128.6(16) . . . . ?
C30 C31 C34 F3 -160.1(10) . . . . ?
C30 C31 C34 F3A -105.8(11) . . . . ?
C14 C15 C16 C17 2.2(8) . . . . ?
C14 C15 C18 F10 12.6(19) . . . . ?
C14 C15 C18 F10A -17.6(16) . . . . ?
C14 C15 C18 F11 145.2(12) . . . . ?
C14 C15 C18 F11A 97.9(12) . . . . ?
C14 C15 C18 F12 -110.7(13) . . . . ?
C14 C15 C18 F12A -135.0(17) . . . . ?
C25 C20 C21 C22 -0.7(6) . . . . ?
C24 C23 C22 C21 -2.2(7) . . . . ?
C24 C23 C26 F4 150.9(9) . . . . ?
C24 C23 C26 F4A -147(2) . . . . ?
C24 C23 C26 F5 22.3(16) . . . . ?
C24 C23 C26 F5A 75.7(18) . . . . ?
C24 C23 C26 F6 -92.2(12) . . . . ?
C24 C23 C26 F6A -33.1(17) . . . . ?
C22 C23 C24 C25 0.9(8) . . . . ?
C22 C23 C26 F4 -28.9(12) . . . . ?
C22 C23 C26 F4A 33(3) . . . . ?
C22 C23 C26 F5 -157.5(12) . . . . ?
C22 C23 C26 F5A -104.0(17) . . . . ?
C22 C23 C26 F6 88.1(13) . . . . ?
C22 C23 C26 F6A 147.2(15) . . . . ?
C18 C15 C16 C17 179.2(6) . . . . ?
C18 C15 C14 C13 -179.2(6) . . . . ?
C26 C23 C24 C25 -178.9(6) . . . . ?
C26 C23 C22 C21 177.6(6) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.500 0.000 0.500 108.7 5.6 ?
2 0.500 0.500 1.000 108.7 5.6 ?


_olex2_submission_special_instructions 'No special instructions were received'
