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

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

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 2189978'
loop_
_audit_author_name
_audit_author_address
'Nathalie Gruber'
;University of Strasbourg
France
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C52 H40 Cl2 Co N4 O8), 7(C H Cl3)'
_chemical_formula_sum            'C111 H87 Cl25 Co2 N8 O16'
_chemical_formula_weight         2792.99

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      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                   23.5780(7)
_cell_length_b                   25.6210(8)
_cell_length_c                   20.7280(8)
_cell_angle_alpha                90
_cell_angle_beta                 103.3780(13)
_cell_angle_gamma                90
_cell_volume                     12181.8(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1520
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      25.02

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_F_000             5664
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.886
_shelx_estimated_absorpt_T_min   0.871
_shelx_estimated_absorpt_T_max   0.901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.840
_exptl_absorpt_correction_T_max  0.921
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            30835
_diffrn_reflns_av_unetI/netI     0.1124
_diffrn_reflns_av_R_equivalents  0.0705
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         2.847
_diffrn_reflns_theta_max         29.080
_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             16252
_reflns_number_gt                7914
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1744P)²+28.3070P] 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         16252
_refine_ls_number_parameters     732
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1911
_refine_ls_R_factor_gt           0.0990
_refine_ls_wR_factor_ref         0.3232
_refine_ls_wR_factor_gt          0.2730
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.015

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
Co1 Co 1.000000 0.62444(3) 0.250000 0.0273(2) Uani 1 2 d S T P A 1
Cl1 Cl 1.01434(6) 0.62340(5) 0.13824(7) 0.0385(3) Uani 1 1 d . . . A 1
N1 N 0.93122(17) 0.68450(16) 0.2242(2) 0.0317(10) Uani 1 1 d . . . A 1
C1 C 0.9320(3) 0.7216(3) 0.1810(4) 0.075(3) Uani 1 1 d . . . A 1
H1 H 0.963854 0.722510 0.160197 0.090 Uiso 1 1 calc R U . A 1
C2 C 0.8894(3) 0.7594(3) 0.1636(4) 0.075(3) Uani 1 1 d . . . A 1
H2 H 0.891807 0.784687 0.130751 0.090 Uiso 1 1 calc R U . A 1
C3 C 0.8442(2) 0.7602(2) 0.1939(3) 0.0377(13) Uani 1 1 d . . . A 1
C4 C 0.8441(2) 0.7239(2) 0.2422(3) 0.0454(15) Uani 1 1 d . . . A 1
H4 H 0.814448 0.724182 0.266347 0.055 Uiso 1 1 calc R U . A 1
C5 C 0.8878(2) 0.6867(2) 0.2553(3) 0.0423(14) Uani 1 1 d . . . A 1
H5 H 0.886727 0.661336 0.288447 0.051 Uiso 1 1 calc R U . A 1
C6 C 0.7995(3) 0.8020(2) 0.1775(3) 0.0436(14) Uani 1 1 d . . . A 1
O1 O 0.7971(2) 0.83338(18) 0.1320(3) 0.0648(14) Uani 1 1 d . . . A 1
O2 O 0.76344(16) 0.80135(14) 0.2186(2) 0.0412(9) Uani 1 1 d . . . A 1
C7 C 0.7203(2) 0.8427(2) 0.2155(3) 0.0435(14) Uani 1 1 d . . . A 1
H7 H 0.719303 0.865272 0.175865 0.052 Uiso 1 1 calc R U . A 1
C8 C 0.6607(3) 0.8178(2) 0.2107(3) 0.0449(14) Uani 1 1 d . . . A 1
C9 C 0.6114(3) 0.8458(3) 0.1814(3) 0.0532(17) Uani 1 1 d . . . A 1
H9 H 0.615093 0.879260 0.163018 0.064 Uiso 1 1 calc R U . A 1
C10 C 0.5569(3) 0.8253(3) 0.1787(4) 0.069(2) Uani 1 1 d . . . A 1
H10 H 0.522814 0.845338 0.161751 0.083 Uiso 1 1 calc R U . A 1
C11 C 0.5526(3) 0.7751(3) 0.2011(5) 0.077(2) Uani 1 1 d . . . A 1
H11 H 0.515081 0.759988 0.196662 0.093 Uiso 1 1 calc R U . A 1
C12 C 0.5995(3) 0.7472(3) 0.2287(4) 0.067(2) Uani 1 1 d . . . A 1
H12 H 0.595432 0.712849 0.244304 0.081 Uiso 1 1 calc R U . A 1
C13 C 0.6546(3) 0.7689(3) 0.2344(4) 0.0524(16) Uani 1 1 d . . . A 1
H13 H 0.688244 0.749506 0.254958 0.063 Uiso 1 1 calc R U . A 1
C14 C 0.7413(2) 0.8747(2) 0.2795(3) 0.0439(14) Uani 1 1 d . . . A 1
H14 H 0.741302 0.852708 0.319318 0.053 Uiso 1 1 calc R U . A 1
C15 C 0.8013(2) 0.8970(2) 0.2834(3) 0.0453(15) Uani 1 1 d . . . A 1
C16 C 0.8090(3) 0.9452(3) 0.2563(4) 0.0588(18) Uani 1 1 d . . . A 1
H16 H 0.776388 0.965283 0.234113 0.071 Uiso 1 1 calc R U . A 1
C17 C 0.8666(3) 0.9638(3) 0.2624(5) 0.084(3) Uani 1 1 d . . . A 1
H17 H 0.872634 0.997815 0.246888 0.101 Uiso 1 1 calc R U . A 1
C18 C 0.9131(3) 0.9337(4) 0.2901(4) 0.077(2) Uani 1 1 d . . . A 1
H18 H 0.951429 0.945740 0.291261 0.093 Uiso 1 1 calc R U . A 1
C19 C 0.9052(3) 0.8864(3) 0.3161(4) 0.067(2) Uani 1 1 d . . . A 1
H19 H 0.938258 0.866047 0.336294 0.081 Uiso 1 1 calc R U . A 1
C20 C 0.8500(2) 0.8674(3) 0.3137(3) 0.0492(15) Uani 1 1 d . . . A 1
H20 H 0.845164 0.834426 0.332608 0.059 Uiso 1 1 calc R U . A 1
O3 O 0.69720(16) 0.91509(15) 0.2724(2) 0.0431(10) Uani 1 1 d . . . A 1
C21 C 0.6981(2) 0.9445(2) 0.3258(3) 0.0401(13) Uani 1 1 d . . . A 1
O4 O 0.73136(18) 0.93920(17) 0.3788(2) 0.0537(11) Uani 1 1 d . . . A 1
C22 C 0.6512(2) 0.9862(2) 0.3089(3) 0.0351(12) Uani 1 1 d . . . A 1
C23 C 0.6092(2) 0.9848(2) 0.2507(3) 0.0401(13) Uani 1 1 d . . . A 1
H23 H 0.608737 0.957297 0.219805 0.048 Uiso 1 1 calc R U . A 1
C24 C 0.5678(2) 1.0236(2) 0.2375(3) 0.0363(12) Uani 1 1 d . . . A 1
H24 H 0.538817 1.022101 0.197190 0.044 Uiso 1 1 calc R U . A 1
N2 N 0.56681(17) 1.06348(16) 0.2791(2) 0.0309(10) Uani 1 1 d . . . A 1
C25 C 0.6072(2) 1.0640(2) 0.3366(3) 0.0394(13) Uani 1 1 d . . . A 1
H25 H 0.606583 1.091714 0.366874 0.047 Uiso 1 1 calc R U . A 1
C26 C 0.6496(2) 1.0259(2) 0.3538(3) 0.0414(14) Uani 1 1 d . . . A 1
H26 H 0.677011 1.026980 0.395318 0.050 Uiso 1 1 calc R U . A 1
Co2 Co 0.750000 0.250000 1.000000 0.0282(3) Uani 1 2 d S . P B 1
Cl2 Cl 0.76259(5) 0.25541(5) 0.88651(7) 0.0350(3) Uani 1 1 d . . . B 1
N3 N 0.68038(17) 0.30742(16) 0.9760(2) 0.0327(10) Uani 1 1 d . . . B 1
C27 C 0.6370(2) 0.3021(2) 0.9226(3) 0.0442(14) Uani 1 1 d . . . B 1
H27 H 0.641102 0.277296 0.889954 0.053 Uiso 1 1 calc R U . B 1
C28 C 0.5858(3) 0.3312(2) 0.9123(4) 0.0523(17) Uani 1 1 d . . . B 1
H28 H 0.555024 0.325102 0.874459 0.063 Uiso 1 1 calc R U . B 1
C29 C 0.5807(2) 0.3691(2) 0.9582(3) 0.0416(14) Uani 1 1 d . . . B 1
C30 C 0.6274(2) 0.3768(2) 1.0117(3) 0.0385(13) Uani 1 1 d . . . B 1
H30 H 0.625930 0.403489 1.043132 0.046 Uiso 1 1 calc R U . B 1
C31 C 0.6758(2) 0.3456(2) 1.0190(3) 0.0375(13) Uani 1 1 d . . . B 1
H31 H 0.707516 0.351180 1.056019 0.045 Uiso 1 1 calc R U . B 1
C32 C 0.5263(3) 0.4003(3) 0.9476(4) 0.0511(16) Uani 1 1 d . . . B 1
O5 O 0.4850(2) 0.3942(2) 0.9019(3) 0.094(2) Uani 1 1 d . . . B 1
O6 O 0.52863(16) 0.43599(15) 0.9942(2) 0.0441(10) Uani 1 1 d . . . B 1
C33 C 0.4837(2) 0.4761(2) 0.9831(3) 0.0420(14) Uani 1 1 d . . . B 1
H33 H 0.469509 0.482750 0.934450 0.050 Uiso 1 1 calc R U . B 1
C34 C 0.4334(2) 0.4611(2) 1.0126(4) 0.0478(16) Uani 1 1 d . . . B 1
C35 C 0.3765(3) 0.4775(3) 0.9817(4) 0.0597(19) Uani 1 1 d . . . B 1
H35 H 0.369802 0.495526 0.940584 0.072 Uiso 1 1 calc R U . B 1
C36 C 0.3312(3) 0.4676(3) 1.0101(5) 0.074(2) Uani 1 1 d . . . B 1
H36 H 0.293045 0.478844 0.989057 0.089 Uiso 1 1 calc R U . B 1
C37 C 0.3408(4) 0.4413(3) 1.0697(6) 0.083(3) Uani 1 1 d . . . B 1
H37 H 0.309293 0.435783 1.090306 0.099 Uiso 1 1 calc R U . B 1
C38 C 0.3956(4) 0.4228(3) 1.0997(5) 0.073(2) Uani 1 1 d . . . B 1
H38 H 0.401497 0.403125 1.139499 0.088 Uiso 1 1 calc R U . B 1
C39 C 0.4411(3) 0.4334(3) 1.0711(4) 0.0577(18) Uani 1 1 d . . . B 1
H39 H 0.479035 0.421486 1.092124 0.069 Uiso 1 1 calc R U . B 1
C40 C 0.4909(2) 0.0148(2) 0.9666(3) 0.0363(12) Uani 1 1 d . . . B 1
H40 H 0.491124 -0.009689 0.929094 0.044 Uiso 1 1 calc R U . B 1
C41 C 0.4330(2) 0.0404(2) 0.9566(3) 0.0379(13) Uani 1 1 d . . . B 1
C42 C 0.4273(3) 0.0882(2) 0.9862(3) 0.0463(15) Uani 1 1 d . . . B 1
H42 H 0.461081 0.106292 1.009354 0.056 Uiso 1 1 calc R U . B 1
C43 C 0.3729(3) 0.1093(3) 0.9820(4) 0.0581(18) Uani 1 1 d . . . B 1
H43 H 0.369313 0.141591 1.003312 0.070 Uiso 1 1 calc R U . B 1
C44 C 0.3235(3) 0.0842(3) 0.9473(4) 0.0593(19) Uani 1 1 d . . . B 1
H44 H 0.286179 0.099189 0.944432 0.071 Uiso 1 1 calc R U . B 1
C45 C 0.3285(3) 0.0376(3) 0.9170(4) 0.0593(19) Uani 1 1 d . . . B 1
H45 H 0.294423 0.020365 0.892931 0.071 Uiso 1 1 calc R U . B 1
C46 C 0.3828(2) 0.0150(2) 0.9211(3) 0.0464(15) Uani 1 1 d . . . B 1
H46 H 0.385868 -0.017383 0.899887 0.056 Uiso 1 1 calc R U . B 1
C47 C 0.5491(2) 0.0709(2) 0.9169(3) 0.0328(12) Uani 1 1 d . . . B 1
O7 O 0.52489(17) 0.05848(16) 0.8616(2) 0.0469(10) Uani 1 1 d . . . B 1
O8 O 0.53742(15) 0.05232(14) 0.97207(19) 0.0361(9) Uani 1 1 d . . . B 1
C48 C 0.5977(2) 0.10992(18) 0.9339(3) 0.0294(11) Uani 1 1 d . . . B 1
C49 C 0.6267(3) 0.1187(2) 0.9980(3) 0.0494(16) Uani 1 1 d . . . B 1
H49 H 0.616888 0.099000 1.032686 0.059 Uiso 1 1 calc R U . B 1
C50 C 0.6700(3) 0.1557(2) 1.0127(3) 0.0497(16) Uani 1 1 d . . . B 1
H50 H 0.689351 0.161074 1.057801 0.060 Uiso 1 1 calc R U . B 1
N4 N 0.68588(17) 0.18449(15) 0.9660(2) 0.0325(10) Uani 1 1 d . . . B 1
C51 C 0.6583(2) 0.1745(2) 0.9032(3) 0.0379(13) Uani 1 1 d . . . B 1
H51 H 0.669914 0.193546 0.869049 0.046 Uiso 1 1 calc R U . B 1
C52 C 0.6142(2) 0.13863(19) 0.8848(3) 0.0322(11) Uani 1 1 d . . . B 1
H52 H 0.595493 0.133664 0.839467 0.039 Uiso 1 1 calc R U . B 1
C53 C 0.7297(3) 0.6136(3) 0.3223(5) 0.076(3) Uani 1 1 d . . . C 1
H53 H 0.735722 0.649426 0.341730 0.091 Uiso 1 1 calc R U . C 1
Cl3 Cl 0.68022(17) 0.61751(12) 0.24599(19) 0.1469(15) Uani 1 1 d . . . C 1
Cl4 Cl 0.70317(10) 0.57312(9) 0.37755(14) 0.0868(7) Uani 1 1 d . . . C 1
Cl5 Cl 0.79674(11) 0.58965(10) 0.31375(14) 0.0948(8) Uani 1 1 d . . . C 1
C54 C 0.1894(5) 0.1803(4) 0.0386(7) 0.114(4) Uani 1 1 d . . . D 1
H54 H 0.182270 0.169737 -0.009093 0.137 Uiso 1 1 calc R U . D 1
Cl6 Cl 0.18698(17) 0.24855(13) 0.0457(2) 0.1428(8) Uani 1 1 d . . . D 1
Cl7 Cl 0.13253(16) 0.15648(14) 0.0749(2) 0.1428(8) Uani 1 1 d . . . D 1
Cl8 Cl 0.25549(15) 0.15497(14) 0.0834(2) 0.1428(8) Uani 1 1 d . . . D 1
C55 C 0.5184(3) 0.2407(3) 0.0479(4) 0.064(2) Uani 1 1 d . . . E 1
H55 H 0.504851 0.213277 0.075163 0.077 Uiso 1 1 calc R U . E 1
Cl9 Cl 0.48384(9) 0.30043(8) 0.05867(13) 0.0800(6) Uani 1 1 d . . . E 1
Cl10 Cl 0.49815(10) 0.22227(9) -0.03561(12) 0.0863(7) Uani 1 1 d . . . E 1
Cl11 Cl 0.59417(8) 0.24746(7) 0.07522(11) 0.0672(5) Uani 1 1 d . . . E 1
C56 C 0.9867(7) 0.0683(7) 0.2607(10) 0.123(9) Uani 0.5 1 d D . P F -1
H56A H 0.964(7) 0.052(8) 0.290(11) 0.147 Uiso 0.5 1 d D U P G -1
Cl13 Cl 0.9861(7) 0.1351(4) 0.2567(8) 0.192(8) Uani 0.5 1 d D . P F -1
Cl12 Cl 0.9585(2) 0.03633(19) 0.1872(3) 0.1817(18) Uani 1 1 d 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
Co1 N2 2.201(4) 4_645 ?
Co1 N2 2.201(4) 3_545 ?
Co1 N1 2.210(4) 2_755 ?
Co1 N1 2.210(4) . ?
Co1 Cl1 2.4175(14) 2_755 ?
Co1 Cl1 2.4175(14) . ?
N1 C1 1.308(8) . ?
N1 C5 1.332(7) . ?
C1 C2 1.382(9) . ?
C1 H1 0.9500 . ?
C2 C3 1.357(9) . ?
C2 H2 0.9500 . ?
C3 C4 1.367(8) . ?
C3 C6 1.485(7) . ?
C4 C5 1.382(7) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 O1 1.231(7) . ?
C6 O2 1.336(7) . ?
O2 C7 1.459(6) . ?
C7 C8 1.527(8) . ?
C7 C14 1.541(9) . ?
C7 H7 1.0000 . ?
C8 C13 1.365(9) . ?
C8 C9 1.381(8) . ?
C9 C10 1.379(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.378(11) . ?
C10 H10 0.9500 . ?
C11 C12 1.329(11) . ?
C11 H11 0.9500 . ?
C12 C13 1.393(10) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 O3 1.450(6) . ?
C14 C15 1.509(8) . ?
C14 H14 1.0000 . ?
C15 C16 1.386(9) . ?
C15 C20 1.398(8) . ?
C16 C17 1.417(10) . ?
C16 H16 0.9500 . ?
C17 C18 1.356(11) . ?
C17 H17 0.9500 . ?
C18 C19 1.356(11) . ?
C18 H18 0.9500 . ?
C19 C20 1.380(9) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
O3 C21 1.335(7) . ?
C21 O4 1.200(7) . ?
C21 C22 1.519(7) . ?
C22 C23 1.374(8) . ?
C22 C26 1.384(8) . ?
C23 C24 1.375(7) . ?
C23 H23 0.9500 . ?
C24 N2 1.341(7) . ?
C24 H24 0.9500 . ?
N2 C25 1.342(7) . ?
C25 C26 1.384(7) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
Co2 N3 2.175(4) . ?
Co2 N3 2.175(4) 7_657 ?
Co2 N4 2.260(4) 7_657 ?
Co2 N4 2.260(4) . ?
Co2 Cl2 2.4421(14) . ?
Co2 Cl2 2.4421(14) 7_657 ?
N3 C27 1.329(7) . ?
N3 C31 1.343(7) . ?
C27 C28 1.391(8) . ?
C27 H27 0.9500 . ?
C28 C29 1.386(8) . ?
C28 H28 0.9500 . ?
C29 C30 1.383(8) . ?
C29 C32 1.484(8) . ?
C30 C31 1.375(7) . ?
C30 H30 0.9500 . ?
C31 H31 0.9500 . ?
C32 O5 1.202(8) . ?
C32 O6 1.322(8) . ?
O6 C33 1.455(6) . ?
C33 C34 1.506(8) . ?
C33 C33 1.528(12) 5_667 ?
C33 H33 1.0000 . ?
C34 C39 1.380(10) . ?
C34 C35 1.410(9) . ?
C35 C36 1.357(11) . ?
C35 H35 0.9500 . ?
C36 C37 1.378(13) . ?
C36 H36 0.9500 . ?
C37 C38 1.380(12) . ?
C37 H37 0.9500 . ?
C38 C39 1.368(10) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 O8 1.443(6) . ?
C40 C41 1.487(8) . ?
C40 C40 1.548(11) 5_657 ?
C40 H40 1.0000 . ?
C41 C42 1.389(8) . ?
C41 C46 1.401(8) . ?
C42 C43 1.378(9) . ?
C42 H42 0.9500 . ?
C43 C44 1.378(10) . ?
C43 H43 0.9500 . ?
C44 C45 1.367(10) . ?
C44 H44 0.9500 . ?
C45 C46 1.389(9) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 O7 1.199(7) . ?
C47 O8 1.326(7) . ?
C47 C48 1.500(7) . ?
C48 C49 1.365(8) . ?
C48 C52 1.381(7) . ?
C49 C50 1.376(8) . ?
C49 H49 0.9500 . ?
C50 N4 1.338(7) . ?
C50 H50 0.9500 . ?
N4 C51 1.338(7) . ?
C51 C52 1.374(7) . ?
C51 H51 0.9500 . ?
C52 H52 0.9500 . ?
C53 Cl3 1.737(9) . ?
C53 Cl5 1.742(8) . ?
C53 Cl4 1.763(10) . ?
C53 H53 1.0000 . ?
C54 Cl8 1.744(11) . ?
C54 Cl6 1.757(10) . ?
C54 Cl7 1.791(13) . ?
C54 H54 1.0000 . ?
C55 Cl10 1.750(9) . ?
C55 Cl11 1.754(8) . ?
C55 Cl9 1.771(8) . ?
C55 H55 1.0000 . ?
C56 Cl13 1.714(17) . ?
C56 Cl12 1.721(17) . ?
C56 H56A 1.00(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 Co1 N2 89.6(2) 4_645 3_545 ?
N2 Co1 N1 177.56(16) 4_645 2_755 ?
N2 Co1 N1 89.39(15) 3_545 2_755 ?
N2 Co1 N1 89.39(15) 4_645 . ?
N2 Co1 N1 177.56(16) 3_545 . ?
N1 Co1 N1 91.7(2) 2_755 . ?
N2 Co1 Cl1 90.28(12) 4_645 2_755 ?
N2 Co1 Cl1 88.82(12) 3_545 2_755 ?
N1 Co1 Cl1 91.92(12) 2_755 2_755 ?
N1 Co1 Cl1 88.97(12) . 2_755 ?
N2 Co1 Cl1 88.82(12) 4_645 . ?
N2 Co1 Cl1 90.28(12) 3_545 . ?
N1 Co1 Cl1 88.96(12) 2_755 . ?
N1 Co1 Cl1 91.91(12) . . ?
Cl1 Co1 Cl1 178.73(7) 2_755 . ?
C1 N1 C5 115.7(5) . . ?
C1 N1 Co1 123.1(4) . . ?
C5 N1 Co1 121.1(3) . . ?
N1 C1 C2 124.4(6) . . ?
N1 C1 H1 117.8 . . ?
C2 C1 H1 117.8 . . ?
C3 C2 C1 119.3(6) . . ?
C3 C2 H2 120.3 . . ?
C1 C2 H2 120.3 . . ?
C2 C3 C4 117.6(5) . . ?
C2 C3 C6 119.8(5) . . ?
C4 C3 C6 122.4(5) . . ?
C3 C4 C5 119.1(5) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.4 . . ?
N1 C5 C4 123.7(5) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.2 . . ?
O1 C6 O2 125.0(5) . . ?
O1 C6 C3 123.4(5) . . ?
O2 C6 C3 111.6(5) . . ?
C6 O2 C7 120.1(4) . . ?
O2 C7 C8 108.8(4) . . ?
O2 C7 C14 105.5(4) . . ?
C8 C7 C14 112.7(5) . . ?
O2 C7 H7 109.9 . . ?
C8 C7 H7 109.9 . . ?
C14 C7 H7 109.9 . . ?
C13 C8 C9 119.2(6) . . ?
C13 C8 C7 122.1(5) . . ?
C9 C8 C7 118.7(5) . . ?
C10 C9 C8 120.1(7) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 118.9(7) . . ?
C11 C10 H10 120.6 . . ?
C9 C10 H10 120.6 . . ?
C12 C11 C10 121.9(7) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C11 C12 C13 119.2(7) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C8 C13 C12 120.6(6) . . ?
C8 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
O3 C14 C15 112.2(5) . . ?
O3 C14 C7 102.3(4) . . ?
C15 C14 C7 110.9(5) . . ?
O3 C14 H14 110.4 . . ?
C15 C14 H14 110.4 . . ?
C7 C14 H14 110.4 . . ?
C16 C15 C20 119.6(6) . . ?
C16 C15 C14 121.6(5) . . ?
C20 C15 C14 118.8(5) . . ?
C15 C16 C17 118.5(6) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
C18 C17 C16 120.7(7) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 H17 119.7 . . ?
C19 C18 C17 120.4(7) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 121.0(6) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 H19 119.5 . . ?
C19 C20 C15 119.7(6) . . ?
C19 C20 H20 120.1 . . ?
C15 C20 H20 120.1 . . ?
C21 O3 C14 116.4(5) . . ?
O4 C21 O3 125.3(5) . . ?
O4 C21 C22 125.2(5) . . ?
O3 C21 C22 109.6(5) . . ?
C23 C22 C26 118.9(5) . . ?
C23 C22 C21 121.5(5) . . ?
C26 C22 C21 119.6(5) . . ?
C22 C23 C24 119.4(5) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
N2 C24 C23 122.7(5) . . ?
N2 C24 H24 118.6 . . ?
C23 C24 H24 118.6 . . ?
C24 N2 C25 117.6(4) . . ?
C24 N2 Co1 118.9(3) . 3_455 ?
C25 N2 Co1 123.5(3) . 3_455 ?
N2 C25 C26 122.9(5) . . ?
N2 C25 H25 118.6 . . ?
C26 C25 H25 118.5 . . ?
C25 C26 C22 118.4(5) . . ?
C25 C26 H26 120.8 . . ?
C22 C26 H26 120.8 . . ?
N3 Co2 N3 180.0 . 7_657 ?
N3 Co2 N4 89.09(15) . 7_657 ?
N3 Co2 N4 90.91(15) 7_657 7_657 ?
N3 Co2 N4 90.91(15) . . ?
N3 Co2 N4 89.09(15) 7_657 . ?
N4 Co2 N4 180.0 7_657 . ?
N3 Co2 Cl2 89.70(13) . . ?
N3 Co2 Cl2 90.30(13) 7_657 . ?
N4 Co2 Cl2 92.12(12) 7_657 . ?
N4 Co2 Cl2 87.89(12) . . ?
N3 Co2 Cl2 90.30(13) . 7_657 ?
N3 Co2 Cl2 89.70(13) 7_657 7_657 ?
N4 Co2 Cl2 87.88(12) 7_657 7_657 ?
N4 Co2 Cl2 92.11(12) . 7_657 ?
Cl2 Co2 Cl2 180.0 . 7_657 ?
C27 N3 C31 117.6(4) . . ?
C27 N3 Co2 121.1(3) . . ?
C31 N3 Co2 120.8(4) . . ?
N3 C27 C28 123.2(5) . . ?
N3 C27 H27 118.4 . . ?
C28 C27 H27 118.4 . . ?
C29 C28 C27 118.6(6) . . ?
C29 C28 H28 120.7 . . ?
C27 C28 H28 120.7 . . ?
C30 C29 C28 118.2(5) . . ?
C30 C29 C32 122.8(5) . . ?
C28 C29 C32 119.0(6) . . ?
C31 C30 C29 119.4(5) . . ?
C31 C30 H30 120.3 . . ?
C29 C30 H30 120.3 . . ?
N3 C31 C30 122.9(5) . . ?
N3 C31 H31 118.6 . . ?
C30 C31 H31 118.6 . . ?
O5 C32 O6 123.7(6) . . ?
O5 C32 C29 124.2(6) . . ?
O6 C32 C29 112.1(5) . . ?
C32 O6 C33 117.9(5) . . ?
O6 C33 C34 111.6(5) . . ?
O6 C33 C33 102.9(5) . 5_667 ?
C34 C33 C33 112.2(6) . 5_667 ?
O6 C33 H33 110.0 . . ?
C34 C33 H33 110.0 . . ?
C33 C33 H33 110.0 5_667 . ?
C39 C34 C35 118.1(6) . . ?
C39 C34 C33 122.1(5) . . ?
C35 C34 C33 119.7(6) . . ?
C36 C35 C34 120.5(8) . . ?
C36 C35 H35 119.7 . . ?
C34 C35 H35 119.7 . . ?
C35 C36 C37 119.9(7) . . ?
C35 C36 H36 120.1 . . ?
C37 C36 H36 120.1 . . ?
C36 C37 C38 120.9(7) . . ?
C36 C37 H37 119.6 . . ?
C38 C37 H37 119.5 . . ?
C39 C38 C37 118.9(8) . . ?
C39 C38 H38 120.6 . . ?
C37 C38 H38 120.6 . . ?
C38 C39 C34 121.6(7) . . ?
C38 C39 H39 119.2 . . ?
C34 C39 H39 119.2 . . ?
O8 C40 C41 111.9(4) . . ?
O8 C40 C40 102.0(5) . 5_657 ?
C41 C40 C40 113.4(6) . 5_657 ?
O8 C40 H40 109.8 . . ?
C41 C40 H40 109.8 . . ?
C40 C40 H40 109.8 5_657 . ?
C42 C41 C46 119.1(5) . . ?
C42 C41 C40 120.4(5) . . ?
C46 C41 C40 120.3(5) . . ?
C43 C42 C41 120.1(6) . . ?
C43 C42 H42 119.9 . . ?
C41 C42 H42 119.9 . . ?
C42 C43 C44 120.7(7) . . ?
C42 C43 H43 119.6 . . ?
C44 C43 H43 119.6 . . ?
C45 C44 C43 119.8(6) . . ?
C45 C44 H44 120.1 . . ?
C43 C44 H44 120.1 . . ?
C44 C45 C46 120.7(6) . . ?
C44 C45 H45 119.6 . . ?
C46 C45 H45 119.6 . . ?
C45 C46 C41 119.6(6) . . ?
C45 C46 H46 120.2 . . ?
C41 C46 H46 120.2 . . ?
O7 C47 O8 125.6(5) . . ?
O7 C47 C48 124.8(5) . . ?
O8 C47 C48 109.7(5) . . ?
C47 O8 C40 118.5(4) . . ?
C49 C48 C52 117.8(5) . . ?
C49 C48 C47 121.4(5) . . ?
C52 C48 C47 120.8(5) . . ?
C48 C49 C50 120.6(6) . . ?
C48 C49 H49 119.7 . . ?
C50 C49 H49 119.7 . . ?
N4 C50 C49 122.4(6) . . ?
N4 C50 H50 118.8 . . ?
C49 C50 H50 118.8 . . ?
C50 N4 C51 116.4(4) . . ?
C50 N4 Co2 117.5(4) . . ?
C51 N4 Co2 125.8(3) . . ?
N4 C51 C52 124.3(5) . . ?
N4 C51 H51 117.9 . . ?
C52 C51 H51 117.9 . . ?
C51 C52 C48 118.4(5) . . ?
C51 C52 H52 120.8 . . ?
C48 C52 H52 120.8 . . ?
Cl3 C53 Cl5 111.2(6) . . ?
Cl3 C53 Cl4 111.2(5) . . ?
Cl5 C53 Cl4 109.0(4) . . ?
Cl3 C53 H53 108.5 . . ?
Cl5 C53 H53 108.5 . . ?
Cl4 C53 H53 108.5 . . ?
Cl8 C54 Cl6 111.6(6) . . ?
Cl8 C54 Cl7 108.2(7) . . ?
Cl6 C54 Cl7 105.2(7) . . ?
Cl8 C54 H54 110.6 . . ?
Cl6 C54 H54 110.6 . . ?
Cl7 C54 H54 110.6 . . ?
Cl10 C55 Cl11 111.7(4) . . ?
Cl10 C55 Cl9 109.3(5) . . ?
Cl11 C55 Cl9 109.7(4) . . ?
Cl10 C55 H55 108.7 . . ?
Cl11 C55 H55 108.7 . . ?
Cl9 C55 H55 108.7 . . ?
Cl13 C56 Cl12 115.9(14) . . ?
Cl13 C56 H56A 117(10) . . ?
Cl12 C56 H56A 101(10) . . ?

_refine_diff_density_max         1.335
_refine_diff_density_min         -1.459
_refine_diff_density_rms         0.128

####################################################################### 
# 
# 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_e5074a
_database_code_depnum_ccdc_archive 'CCDC 2189981'
loop_
_audit_author_name
_audit_author_address
'Nathalie Gruber'
;University of Strasbourg
France
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-10-07 downloaded from the CCDC.
;
_audit_creation_date             2022-01-06
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2021.07.19 svn.r715e62df for OlexSys, GUI svn.r6380)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H22 Cu F12 N2 O8'
_chemical_formula_sum            'C36 H22 Cu F12 N2 O8'
_chemical_formula_weight         902.09
_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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   13.7973(8)
_cell_length_b                   9.4225(6)
_cell_length_c                   14.4229(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.481(2)
_cell_angle_gamma                90
_cell_volume                     1859.09(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4615
_cell_measurement_temperature    175
_cell_measurement_theta_max      26.07
_cell_measurement_theta_min      2.59
_shelx_estimated_absorpt_T_max   0.966
_shelx_estimated_absorpt_T_min   0.966
_exptl_absorpt_coefficient_mu    0.702
_exptl_absorpt_correction_T_max  0.968
_exptl_absorpt_correction_T_min  0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.612
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       octahedral
_exptl_crystal_F_000             906
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Slow diffusion of Cu(Hfac)2.H2O/EtOH into a solution of the lignad in CHCl3'
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0585
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18795
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.103
_diffrn_reflns_theta_min         1.921
_diffrn_ambient_temperature      175
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3687
_reflns_number_total             5221
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.723
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     290
_refine_ls_number_reflns         5221
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0833
_refine_ls_R_factor_gt           0.0518
_refine_ls_restrained_S_all      1.041
_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)+(0.0599P)²+1.4529P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1246
_refine_ls_wR_factor_ref         0.1425
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 F4-C18 \\sim F4A-C18
 with sigma of 0.02
 F6-C18 \\sim F6A-C18
 with sigma of 0.02
 F5-C18 \\sim F5A-C18
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
F4 \\sim F5 \\sim F6 \\sim C18: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
Uanis(C7) = Uanis(C8)
4. Others
 Sof(F6A)=Sof(F5A)=Sof(F4A)=1-FVAR(1)
 Sof(F4)=Sof(F5)=Sof(F6)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C7(H7)
5.b Aromatic/amide H refined with riding coordinates:
 C13(H13), C1(H1), C2(H2), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11),
 C12(H12), C16(H16)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cu01 Cu 0.500000 0.000000 0.500000 0.02474(12) Uani 1 2 d S . P . .
F1 F 0.23363(19) 0.3193(3) 0.3883(2) 0.0978(9) Uani 1 1 d . . . . .
F2 F 0.25836(17) 0.2279(3) 0.25972(18) 0.0904(9) Uani 1 1 d . . . . .
F3 F 0.3120(2) 0.4314(3) 0.2953(3) 0.1181(13) Uani 1 1 d . . . . .
F4 F 0.6316(8) 0.4998(6) 0.4473(7) 0.088(3) Uani 0.604(16) 1 d D U P A 1
F5 F 0.6751(7) 0.3869(10) 0.3398(5) 0.095(3) Uani 0.604(16) 1 d D U P A 1
O1 O 0.31459(15) 0.4271(3) 0.83432(16) 0.0538(6) Uani 1 1 d . . . . .
O2 O 0.47554(13) 0.4227(2) 0.88577(12) 0.0345(4) Uani 1 1 d . . . . .
O3 O 0.38062(15) 0.1134(2) 0.40605(14) 0.0404(5) Uani 1 1 d . . . . .
O4 O 0.59090(13) 0.15139(19) 0.46671(12) 0.0318(4) Uani 1 1 d . . . . .
N1 N 0.46732(15) 0.1195(2) 0.60810(14) 0.0274(4) Uani 1 1 d . . . . .
C13 C 0.3990(3) 0.7674(4) 0.9342(3) 0.0704(11) Uani 1 1 d . . . . .
H13 H 0.341739 0.737625 0.958821 0.085 Uiso 1 1 calc R U . . .
C1 C 0.53664(18) 0.1955(3) 0.65887(17) 0.0297(5) Uani 1 1 d . . . . .
H1 H 0.601817 0.188974 0.644650 0.036 Uiso 1 1 calc R U . . .
C2 C 0.51782(18) 0.2835(3) 0.73135(17) 0.0293(5) Uani 1 1 d . . . . .
H2 H 0.568927 0.335684 0.766469 0.035 Uiso 1 1 calc R U . . .
C3 C 0.42238(18) 0.2934(3) 0.75133(15) 0.0255(5) Uani 1 1 d . . . . .
C4 C 0.35004(19) 0.2144(3) 0.69948(17) 0.0318(6) Uani 1 1 d . . . . .
H4 H 0.284218 0.219642 0.711985 0.038 Uiso 1 1 calc R U . . .
C5 C 0.37538(19) 0.1274(3) 0.62908(18) 0.0323(6) Uani 1 1 d . . . . .
H5 H 0.326076 0.071479 0.594391 0.039 Uiso 1 1 calc R U . . .
C6 C 0.39585(19) 0.3884(3) 0.82750(17) 0.0308(5) Uani 1 1 d . . . . .
C8 C 0.4738(2) 0.6745(3) 0.92991(19) 0.0404(5) Uani 1 1 d . . . . .
C9 C 0.5581(3) 0.7219(4) 0.8967(3) 0.0628(10) Uani 1 1 d . . . . .
H9 H 0.611330 0.658604 0.894559 0.075 Uiso 1 1 calc R U . . .
C10 C 0.5653(4) 0.8607(5) 0.8668(3) 0.0787(13) Uani 1 1 d . . . . .
H10 H 0.622671 0.892809 0.843381 0.094 Uiso 1 1 calc R U . . .
C11 C 0.4895(5) 0.9494(6) 0.8713(5) 0.105(2) Uani 1 1 d . . . . .
H11 H 0.494724 1.045283 0.852123 0.126 Uiso 1 1 calc R U . . .
C12 C 0.4063(4) 0.9057(6) 0.9025(5) 0.110(2) Uani 1 1 d . . . . .
H12 H 0.352946 0.969335 0.902772 0.132 Uiso 1 1 calc R U . . .
C14 C 0.3923(2) 0.2353(3) 0.3793(2) 0.0388(6) Uani 1 1 d . . . . .
C15 C 0.2986(3) 0.3063(4) 0.3309(3) 0.0581(9) Uani 1 1 d . . . . .
C16 C 0.4783(2) 0.3171(3) 0.3886(2) 0.0464(7) Uani 1 1 d . . . . .
H16 H 0.474517 0.411671 0.365466 0.056 Uiso 1 1 calc R U . . .
C17 C 0.5678(2) 0.2677(3) 0.42927(19) 0.0352(6) Uani 1 1 d . . . . .
C7 C 0.4615(2) 0.5218(3) 0.96110(19) 0.0404(5) Uani 1 1 d . . . . .
H7 H 0.395122 0.508491 0.980491 0.048 Uiso 1 1 calc R U . . .
F6 F 0.7321(5) 0.3324(9) 0.4794(11) 0.122(5) Uani 0.604(16) 1 d D U P A 1
C18 C 0.6543(3) 0.3708(4) 0.4306(3) 0.0575(9) Uani 1 1 d D U . . .
F6A F 0.6901(11) 0.3857(14) 0.5257(6) 0.095(4) Uani 0.396(16) 1 d D . P A 2
F5A F 0.7256(8) 0.3172(13) 0.3969(15) 0.105(7) Uani 0.396(16) 1 d D . P A 2
F4A F 0.6357(11) 0.4984(12) 0.4111(16) 0.129(8) Uani 0.396(16) 1 d D . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu01 O3 2.260(2) 3_656 ?
Cu01 O3 2.260(2) . ?
Cu01 O4 1.9987(18) 3_656 ?
Cu01 O4 1.9987(18) . ?
Cu01 N1 2.0212(19) 3_656 ?
Cu01 N1 2.0212(19) . ?
F1 C15 1.303(5) . ?
F2 C15 1.327(5) . ?
F3 C15 1.308(5) . ?
F4 C18 1.286(7) . ?
F5 C18 1.384(7) . ?
O1 C6 1.195(3) . ?
O2 C6 1.334(3) . ?
O2 C7 1.465(3) . ?
O3 C14 1.229(4) . ?
O4 C17 1.245(3) . ?
N1 C1 1.335(3) . ?
N1 C5 1.344(3) . ?
C13 H13 0.9500 . ?
C13 C8 1.360(5) . ?
C13 C12 1.389(7) . ?
C1 H1 0.9500 . ?
C1 C2 1.385(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(3) . ?
C3 C4 1.384(4) . ?
C3 C6 1.499(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(3) . ?
C5 H5 0.9500 . ?
C8 C9 1.388(5) . ?
C8 C7 1.524(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.385(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.347(7) . ?
C11 H11 0.9500 . ?
C11 C12 1.351(8) . ?
C12 H12 0.9500 . ?
C14 C15 1.540(5) . ?
C14 C16 1.407(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.377(4) . ?
C17 C18 1.537(4) . ?
C7 C7 1.498(6) 3_667 ?
C7 H7 1.0000 . ?
F6 C18 1.258(6) . ?
C18 F6A 1.404(9) . ?
C18 F5A 1.259(8) . ?
C18 F4A 1.253(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu01 O3 180.00(9) 3_656 . ?
O4 Cu01 O3 87.12(7) . . ?
O4 Cu01 O3 87.12(7) 3_656 3_656 ?
O4 Cu01 O3 92.88(7) . 3_656 ?
O4 Cu01 O3 92.88(7) 3_656 . ?
O4 Cu01 O4 180.0 3_656 . ?
O4 Cu01 N1 89.87(8) . . ?
O4 Cu01 N1 90.13(8) . 3_656 ?
O4 Cu01 N1 89.86(8) 3_656 3_656 ?
O4 Cu01 N1 90.13(8) 3_656 . ?
N1 Cu01 O3 91.10(8) 3_656 . ?
N1 Cu01 O3 88.90(8) 3_656 3_656 ?
N1 Cu01 O3 91.10(8) . 3_656 ?
N1 Cu01 O3 88.90(8) . . ?
N1 Cu01 N1 180.0 3_656 . ?
C6 O2 C7 116.4(2) . . ?
C14 O3 Cu01 120.99(19) . . ?
C17 O4 Cu01 126.79(18) . . ?
C1 N1 Cu01 120.41(16) . . ?
C1 N1 C5 118.5(2) . . ?
C5 N1 Cu01 121.10(17) . . ?
C8 C13 H13 120.0 . . ?
C8 C13 C12 120.1(5) . . ?
C12 C13 H13 120.0 . . ?
N1 C1 H1 118.5 . . ?
N1 C1 C2 122.9(2) . . ?
C2 C1 H1 118.5 . . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.3(2) . . ?
C3 C2 H2 120.9 . . ?
C2 C3 C6 121.4(2) . . ?
C4 C3 C2 119.3(2) . . ?
C4 C3 C6 119.3(2) . . ?
C3 C4 H4 120.6 . . ?
C3 C4 C5 118.8(2) . . ?
C5 C4 H4 120.6 . . ?
N1 C5 C4 122.3(2) . . ?
N1 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
O1 C6 O2 125.4(2) . . ?
O1 C6 C3 124.3(2) . . ?
O2 C6 C3 110.3(2) . . ?
C13 C8 C9 118.9(4) . . ?
C13 C8 C7 118.7(3) . . ?
C9 C8 C7 122.4(3) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.5(4) . . ?
C10 C9 H9 119.7 . . ?
C9 C10 H10 120.5 . . ?
C11 C10 C9 118.9(5) . . ?
C11 C10 H10 120.5 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.7(5) . . ?
C12 C11 H11 119.2 . . ?
C13 C12 H12 120.1 . . ?
C11 C12 C13 119.8(5) . . ?
C11 C12 H12 120.1 . . ?
O3 C14 C15 114.3(3) . . ?
O3 C14 C16 128.7(3) . . ?
C16 C14 C15 116.9(3) . . ?
F1 C15 F2 106.9(3) . . ?
F1 C15 F3 108.0(4) . . ?
F1 C15 C14 111.1(3) . . ?
F2 C15 C14 110.5(3) . . ?
F3 C15 F2 105.3(4) . . ?
F3 C15 C14 114.6(3) . . ?
C14 C16 H16 118.2 . . ?
C17 C16 C14 123.6(3) . . ?
C17 C16 H16 118.2 . . ?
O4 C17 C16 130.4(3) . . ?
O4 C17 C18 113.3(3) . . ?
C16 C17 C18 116.3(3) . . ?
O2 C7 C8 110.7(2) . . ?
O2 C7 C7 103.4(3) . 3_667 ?
O2 C7 H7 110.0 . . ?
C8 C7 H7 110.0 . . ?
C7 C7 C8 112.6(3) 3_667 . ?
C7 C7 H7 110.0 3_667 . ?
F4 C18 F5 99.1(5) . . ?
F4 C18 C17 113.1(6) . . ?
F5 C18 C17 108.3(4) . . ?
F6 C18 F4 112.2(8) . . ?
F6 C18 F5 107.1(6) . . ?
F6 C18 C17 115.5(4) . . ?
F6A C18 C17 104.4(5) . . ?
F5A C18 C17 112.8(5) . . ?
F5A C18 F6A 103.0(8) . . ?
F4A C18 C17 117.8(8) . . ?
F4A C18 F6A 99.1(10) . . ?
F4A C18 F5A 116.5(10) . . ?

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
Cu01 O3 C14 C15 -169.6(2) . . . . ?
Cu01 O3 C14 C16 9.2(4) . . . . ?
Cu01 O4 C17 C16 -10.6(4) . . . . ?
Cu01 O4 C17 C18 168.8(2) . . . . ?
Cu01 N1 C1 C2 177.4(2) . . . . ?
Cu01 N1 C5 C4 -176.4(2) . . . . ?
O3 C14 C15 F1 62.8(4) . . . . ?
O3 C14 C15 F2 -55.8(4) . . . . ?
O3 C14 C15 F3 -174.5(3) . . . . ?
O3 C14 C16 C17 2.0(5) . . . . ?
O4 C17 C18 F4 -140.4(6) . . . . ?
O4 C17 C18 F5 110.8(6) . . . . ?
O4 C17 C18 F6 -9.2(10) . . . . ?
O4 C17 C18 F6A -57.9(8) . . . . ?
O4 C17 C18 F5A 53.1(13) . . . . ?
O4 C17 C18 F4A -166.7(13) . . . . ?
N1 C1 C2 C3 -0.5(4) . . . . ?
C13 C8 C9 C10 -1.2(6) . . . . ?
C13 C8 C7 O2 123.1(3) . . . . ?
C13 C8 C7 C7 -121.7(4) . . . 3_667 ?
C1 N1 C5 C4 1.8(4) . . . . ?
C1 C2 C3 C4 0.9(4) . . . . ?
C1 C2 C3 C6 -178.8(2) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C2 C3 C6 O1 161.8(3) . . . . ?
C2 C3 C6 O2 -18.2(4) . . . . ?
C3 C4 C5 N1 -1.4(4) . . . . ?
C4 C3 C6 O1 -17.9(4) . . . . ?
C4 C3 C6 O2 162.1(2) . . . . ?
C5 N1 C1 C2 -0.8(4) . . . . ?
C6 O2 C7 C8 -90.0(3) . . . . ?
C6 O2 C7 C7 149.2(3) . . . 3_667 ?
C6 C3 C4 C5 179.8(2) . . . . ?
C8 C13 C12 C11 -2.9(9) . . . . ?
C8 C9 C10 C11 0.7(7) . . . . ?
C9 C8 C7 O2 -56.4(4) . . . . ?
C9 C8 C7 C7 58.8(4) . . . 3_667 ?
C9 C10 C11 C12 -1.4(10) . . . . ?
C10 C11 C12 C13 2.4(11) . . . . ?
C12 C13 C8 C9 2.3(7) . . . . ?
C12 C13 C8 C7 -177.2(5) . . . . ?
C14 C16 C17 O4 -2.4(5) . . . . ?
C14 C16 C17 C18 178.2(3) . . . . ?
C15 C14 C16 C17 -179.3(3) . . . . ?
C16 C14 C15 F1 -116.1(4) . . . . ?
C16 C14 C15 F2 125.3(3) . . . . ?
C16 C14 C15 F3 6.6(5) . . . . ?
C16 C17 C18 F4 39.1(7) . . . . ?
C16 C17 C18 F5 -69.7(6) . . . . ?
C16 C17 C18 F6 170.2(10) . . . . ?
C16 C17 C18 F6A 121.5(8) . . . . ?
C16 C17 C18 F5A -127.4(12) . . . . ?
C16 C17 C18 F4A 12.8(14) . . . . ?
C7 O2 C6 O1 -3.3(4) . . . . ?
C7 O2 C6 C3 176.7(2) . . . . ?
C7 C8 C9 C10 178.3(4) . . . . ?

_olex2_submission_original_sample_id e5074
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_e5068a_a
_database_code_depnum_ccdc_archive 'CCDC 2189980'
loop_
_audit_author_name
_audit_author_address
'Nathalie Gruber'
;University of Strasbourg
France
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H34 Cu N2 O8'
_chemical_formula_sum            'C36 H34 Cu N2 O8'
_chemical_formula_weight         686.19

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   17.1498(9)
_cell_length_b                   6.2278(4)
_cell_length_c                   17.3103(9)
_cell_angle_alpha                90
_cell_angle_beta                 118.787(2)
_cell_angle_gamma                90
_cell_volume                     1620.35(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3759
_cell_measurement_theta_min      2.32
_cell_measurement_theta_max      27.35

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_F_000             714
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.730
_shelx_estimated_absorpt_T_min   0.911
_shelx_estimated_absorpt_T_max   0.931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6548
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13844
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_av_R_equivalents  0.0505
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.322
_diffrn_reflns_theta_max         27.912
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3803
_reflns_number_gt                3059
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0670P)²+3.4439P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3803
_refine_ls_number_parameters     216
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0614
_refine_ls_wR_factor_ref         0.1624
_refine_ls_wR_factor_gt          0.1515
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.500000 1.000000 0.500000 0.02560(17) Uani 1 2 d S . P . .
N1 N 0.62600(17) 0.7848(4) 0.50800(18) 0.0292(6) Uani 1 1 d . . . . .
C1 C 0.7079(2) 0.8669(5) 0.5396(2) 0.0296(7) Uani 1 1 d . . . . .
H1 H 0.718797 1.007357 0.563992 0.035 Uiso 1 1 calc R U . . .
C2 C 0.7779(2) 0.7564(5) 0.5385(2) 0.0282(6) Uani 1 1 d . . . . .
H2 H 0.834765 0.821138 0.560317 0.034 Uiso 1 1 calc R U . . .
C3 C 0.76248(19) 0.5492(5) 0.5047(2) 0.0250(6) Uani 1 1 d . . . . .
C4 C 0.6780(2) 0.4611(5) 0.4729(2) 0.0288(7) Uani 1 1 d . . . . .
H4 H 0.665670 0.319178 0.449939 0.035 Uiso 1 1 calc R U . . .
C5 C 0.6121(2) 0.5863(5) 0.4755(2) 0.0300(7) Uani 1 1 d . . . . .
H5 H 0.554134 0.526975 0.452843 0.036 Uiso 1 1 calc R U . . .
C6 C 0.8326(2) 0.4164(6) 0.4994(2) 0.0286(7) Uani 1 1 d . . . . .
O1 O 0.82701(18) 0.2276(4) 0.4852(2) 0.0480(7) Uani 1 1 d . . . . .
O2 O 0.90165(15) 0.5384(4) 0.51009(17) 0.0325(5) Uani 1 1 d . . . . .
C7 C 0.9629(3) 0.4335(8) 0.4857(4) 0.0778(19) Uani 1 1 d D . . . .
H7 H 0.978277 0.283346 0.508492 0.093 Uiso 1 1 calc R U . . .
C8 C 0.9209(4) 0.4496(12) 0.3782(3) 0.092(2) Uani 1 1 d D . . . .
C9 C 0.9312(3) 0.2814(11) 0.3331(3) 0.0766(19) Uani 1 1 d . . . . .
H9 H 0.971341 0.168476 0.364408 0.092 Uiso 1 1 calc R U . . .
C10 C 0.8834(4) 0.2756(11) 0.2422(3) 0.0737(17) Uani 1 1 d . . . . .
H10 H 0.889212 0.155643 0.211443 0.088 Uiso 1 1 calc R U . . .
C11 C 0.8280(4) 0.4393(12) 0.1962(3) 0.079(2) Uani 1 1 d . . . . .
H11 H 0.795975 0.433257 0.133627 0.095 Uiso 1 1 calc R U . . .
C12 C 0.8181(3) 0.6134(11) 0.2393(3) 0.0694(16) Uani 1 1 d . . . . .
H12 H 0.778905 0.726926 0.206886 0.083 Uiso 1 1 calc R U . . .
C13 C 0.8654(3) 0.6220(11) 0.3298(3) 0.0748(18) Uani 1 1 d . . . . .
H13 H 0.860766 0.744621 0.359977 0.090 Uiso 1 1 calc R U . . .
O3 O 0.49681(15) 1.1523(4) 0.39875(15) 0.0321(5) Uani 1 1 d . . . . .
C14 C 0.4569(2) 1.0863(6) 0.3201(2) 0.0320(7) Uani 1 1 d . . . . .
C15 C 0.4054(2) 0.9007(6) 0.2904(2) 0.0366(8) Uani 1 1 d . . . . .
H15 H 0.382592 0.862560 0.230194 0.044 Uiso 1 1 calc R U . . .
C16 C 0.38506(19) 0.7671(5) 0.3430(2) 0.0298(7) Uani 1 1 d . . . . .
O4 O 0.41503(14) 0.7876(4) 0.42511(15) 0.0294(5) Uani 1 1 d . . . . .
C17 C 0.4644(3) 1.2294(8) 0.2530(3) 0.0489(10) Uani 1 1 d . . . . .
H17A H 0.460214 1.380219 0.266797 0.073 Uiso 1 1 calc R U . . .
H17B H 0.416146 1.195963 0.193922 0.073 Uiso 1 1 calc R U . . .
H17C H 0.521835 1.204499 0.255117 0.073 Uiso 1 1 calc R U . . .
C18 C 0.3209(3) 0.5839(7) 0.3015(3) 0.0444(9) Uani 1 1 d . . . . .
H18A H 0.348407 0.450248 0.332517 0.067 Uiso 1 1 calc R U . . .
H18B H 0.305786 0.570691 0.239384 0.067 Uiso 1 1 calc R U . . .
H18C H 0.266676 0.611571 0.305444 0.067 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O4 1.933(2) 3_676 ?
Cu1 O4 1.933(2) . ?
Cu1 O3 1.970(2) . ?
Cu1 O3 1.970(2) 3_676 ?
Cu1 N1 2.489(3) . ?
N1 C5 1.332(4) . ?
N1 C1 1.340(4) . ?
C1 C2 1.391(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.389(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.390(4) . ?
C3 C6 1.498(4) . ?
C4 C5 1.392(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 O1 1.195(4) . ?
C6 O2 1.342(4) . ?
O2 C7 1.461(5) . ?
C7 C7 1.394(10) 3_766 ?
C7 C8 1.643(7) . ?
C7 H7 1.0000 . ?
C8 C9 1.368(7) . ?
C8 C13 1.410(8) . ?
C9 C10 1.382(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.359(9) . ?
C10 H10 0.9500 . ?
C11 C12 1.372(9) . ?
C11 H11 0.9500 . ?
C12 C13 1.376(6) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
O3 C14 1.262(4) . ?
C14 C15 1.394(5) . ?
C14 C17 1.518(5) . ?
C15 C16 1.396(5) . ?
C15 H15 0.9500 . ?
C16 O4 1.264(4) . ?
C16 C18 1.506(5) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cu1 O4 180.0 3_676 . ?
O4 Cu1 O3 87.49(10) 3_676 . ?
O4 Cu1 O3 92.51(10) . . ?
O4 Cu1 O3 92.51(10) 3_676 3_676 ?
O4 Cu1 O3 87.49(10) . 3_676 ?
O3 Cu1 O3 180.0 . 3_676 ?
O4 Cu1 N1 88.70(9) 3_676 . ?
O4 Cu1 N1 91.30(9) . . ?
O3 Cu1 N1 87.72(9) . . ?
O3 Cu1 N1 92.28(9) 3_676 . ?
C5 N1 C1 117.8(3) . . ?
C5 N1 Cu1 120.2(2) . . ?
C1 N1 Cu1 121.9(2) . . ?
N1 C1 C2 123.2(3) . . ?
N1 C1 H1 118.4 . . ?
C2 C1 H1 118.4 . . ?
C3 C2 C1 118.4(3) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 118.9(3) . . ?
C2 C3 C6 122.9(3) . . ?
C4 C3 C6 118.2(3) . . ?
C3 C4 C5 118.3(3) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
N1 C5 C4 123.4(3) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
O1 C6 O2 124.3(3) . . ?
O1 C6 C3 124.5(3) . . ?
O2 C6 C3 111.1(3) . . ?
C6 O2 C7 114.6(3) . . ?
C7 C7 O2 107.0(5) 3_766 . ?
C7 C7 C8 101.2(6) 3_766 . ?
O2 C7 C8 108.4(4) . . ?
C7 C7 H7 113.1 3_766 . ?
O2 C7 H7 113.1 . . ?
C8 C7 H7 113.1 . . ?
C9 C8 C13 118.7(4) . . ?
C9 C8 C7 119.5(5) . . ?
C13 C8 C7 121.4(4) . . ?
C8 C9 C10 120.0(6) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 120.8(5) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 C12 120.6(4) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C13 119.3(6) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C8 120.4(5) . . ?
C12 C13 H13 119.8 . . ?
C8 C13 H13 119.8 . . ?
C14 O3 Cu1 124.8(2) . . ?
O3 C14 C15 125.9(3) . . ?
O3 C14 C17 115.6(3) . . ?
C15 C14 C17 118.5(3) . . ?
C14 C15 C16 124.5(3) . . ?
C14 C15 H15 117.7 . . ?
C16 C15 H15 117.7 . . ?
O4 C16 C15 125.4(3) . . ?
O4 C16 C18 114.9(3) . . ?
C15 C16 C18 119.7(3) . . ?
C16 O4 Cu1 126.2(2) . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_refine_diff_density_max         1.461
_refine_diff_density_min         -0.912
_refine_diff_density_rms         0.088

####################################################################### 
# 
# 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_e5064a
_database_code_depnum_ccdc_archive 'CCDC 2189979'
loop_
_audit_author_name
_audit_author_address
'Nathalie Gruber'
;University of Strasbourg
France
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H20 Cl2 N2 O4 Zn, C H Cl3'
_chemical_formula_sum            'C27 H21 Cl5 N2 O4 Zn'
_chemical_formula_weight         680.08

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
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           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                   13.444(3)
_cell_length_b                   11.996(2)
_cell_length_c                   19.179(4)
_cell_angle_alpha                90
_cell_angle_beta                 103.80(3)
_cell_angle_gamma                90
_cell_volume                     3003.9(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2541
_cell_measurement_theta_min      2.5
_cell_measurement_theta_max      22.2

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.504
_exptl_crystal_F_000             1376
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    1.297
_shelx_estimated_absorpt_T_min   0.800
_shelx_estimated_absorpt_T_max   0.938
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6584
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_process_details   sadbs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21140
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_av_R_equivalents  0.0284
_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       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.306
_diffrn_reflns_theta_max         29.973
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4348
_reflns_number_gt                3551
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0885P)²+8.2236P] 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         4348
_refine_ls_number_parameters     189
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0511
_refine_ls_wR_factor_ref         0.1553
_refine_ls_wR_factor_gt          0.1469
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.008

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 0.000000 0.73797(3) 0.250000 0.02195(14) Uani 1 2 d S T P . .
Cl1 Cl 0.14731(5) 0.82539(6) 0.29115(4) 0.03127(17) Uani 1 1 d . . . . .
N1 N 0.02583(17) 0.61951(19) 0.17675(12) 0.0244(4) Uani 1 1 d . . . . .
C1 C -0.0537(2) 0.5562(2) 0.14181(15) 0.0267(5) Uani 1 1 d . . . . .
H1 H -0.120069 0.571854 0.148477 0.032 Uiso 1 1 calc R U . . .
C2 C -0.04234(19) 0.4693(2) 0.09659(15) 0.0256(5) Uani 1 1 d . . . . .
H2 H -0.099828 0.426612 0.072464 0.031 Uiso 1 1 calc R U . . .
C3 C 0.05613(19) 0.4457(2) 0.08729(14) 0.0217(5) Uani 1 1 d . . . . .
C4 C 0.13869(19) 0.5106(2) 0.12315(15) 0.0255(5) Uani 1 1 d . . . . .
H4 H 0.205931 0.496076 0.117773 0.031 Uiso 1 1 calc R U . . .
C5 C 0.1205(2) 0.5973(2) 0.16714(15) 0.0268(5) Uani 1 1 d . . . . .
H5 H 0.176403 0.642242 0.191135 0.032 Uiso 1 1 calc R U . . .
C6 C 0.06877(19) 0.3516(2) 0.03806(14) 0.0212(5) Uani 1 1 d . . . . .
O1 O -0.00196(15) 0.30249(17) -0.00018(12) 0.0290(4) Uani 1 1 d . . . . .
O2 O 0.16841(13) 0.33105(15) 0.04236(10) 0.0222(4) Uani 1 1 d . . . . .
C7 C 0.19216(19) 0.24041(19) -0.00162(14) 0.0201(5) Uani 1 1 d . . . . .
H7 H 0.151285 0.249443 -0.052182 0.024 Uiso 1 1 calc R U . . .
C8 C 0.17048(19) 0.1272(2) 0.02652(15) 0.0230(5) Uani 1 1 d . . . . .
C9 C 0.1805(2) 0.1094(2) 0.10003(16) 0.0295(6) Uani 1 1 d . . . . .
H9 H 0.198660 0.169406 0.132896 0.035 Uiso 1 1 calc R U . . .
C10 C 0.1637(2) 0.0030(3) 0.1251(2) 0.0409(8) Uani 1 1 d . . . . .
H10 H 0.170210 -0.009011 0.174954 0.049 Uiso 1 1 calc R U . . .
C11 C 0.1374(3) -0.0852(3) 0.0768(2) 0.0463(9) Uani 1 1 d . . . . .
H11 H 0.127174 -0.157590 0.093920 0.056 Uiso 1 1 calc R U . . .
C12 C 0.1263(3) -0.0676(3) 0.0042(2) 0.0440(8) Uani 1 1 d . . . . .
H12 H 0.108265 -0.127954 -0.028419 0.053 Uiso 1 1 calc R U . . .
C13 C 0.1416(2) 0.0393(2) -0.02156(18) 0.0328(6) Uani 1 1 d . . . . .
H13 H 0.132166 0.051549 -0.071647 0.039 Uiso 1 1 calc R U . . .
C14 C 0.4864(12) 0.7199(10) 0.2169(8) 0.099(5) Uani 0.5 1 d D . P A -1
H14A H 0.485(13) 0.695(15) 0.166(3) 0.162 Uiso 0.5 1 d D U P B -1
Cl2 Cl 0.4636(3) 0.5844(2) 0.2217(2) 0.1026(13) Uani 0.5 1 d . . P A -1
Cl3 Cl 0.39022(13) 0.78986(18) 0.23929(12) 0.1012(5) 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
Zn1 N1 2.085(2) 2 ?
Zn1 N1 2.085(2) . ?
Zn1 Cl1 2.2134(8) . ?
Zn1 Cl1 2.2135(8) 2 ?
N1 C1 1.352(4) . ?
N1 C5 1.355(3) . ?
C1 C2 1.388(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.406(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.395(4) . ?
C3 C6 1.506(3) . ?
C4 C5 1.397(4) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 O1 1.207(3) . ?
C6 O2 1.345(3) . ?
O2 C7 1.457(3) . ?
C7 C8 1.515(3) . ?
C7 C7 1.559(5) 7 ?
C7 H7 1.0000 . ?
C8 C13 1.394(4) . ?
C8 C9 1.400(4) . ?
C9 C10 1.400(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.396(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.380(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.408(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 Cl2 1.660(12) . ?
C14 Cl3 1.681(12) . ?
C14 H14A 1.02(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Zn1 N1 94.06(13) 2 . ?
N1 Zn1 Cl1 111.19(7) 2 . ?
N1 Zn1 Cl1 106.53(7) . . ?
N1 Zn1 Cl1 106.53(7) 2 2 ?
N1 Zn1 Cl1 111.18(7) . 2 ?
Cl1 Zn1 Cl1 123.44(5) . 2 ?
C1 N1 C5 118.6(2) . . ?
C1 N1 Zn1 118.55(17) . . ?
C5 N1 Zn1 122.58(18) . . ?
N1 C1 C2 122.7(2) . . ?
N1 C1 H1 118.6 . . ?
C2 C1 H1 118.7 . . ?
C1 C2 C3 118.5(2) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 119.2(2) . . ?
C4 C3 C6 122.1(2) . . ?
C2 C3 C6 118.7(2) . . ?
C3 C4 C5 118.7(2) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
N1 C5 C4 122.3(2) . . ?
N1 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
O1 C6 O2 125.2(2) . . ?
O1 C6 C3 123.8(2) . . ?
O2 C6 C3 111.0(2) . . ?
C6 O2 C7 117.00(19) . . ?
O2 C7 C8 112.0(2) . . ?
O2 C7 C7 102.8(2) . 7 ?
C8 C7 C7 113.1(3) . 7 ?
O2 C7 H7 109.6 . . ?
C8 C7 H7 109.6 . . ?
C7 C7 H7 109.6 7 . ?
C13 C8 C9 119.7(3) . . ?
C13 C8 C7 119.3(2) . . ?
C9 C8 C7 121.0(2) . . ?
C8 C9 C10 120.0(3) . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 119.9(3) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11 119.9 . . ?
C10 C11 H11 119.9 . . ?
C11 C12 C13 120.3(3) . . ?
C11 C12 H12 119.9 . . ?
C13 C12 H12 119.9 . . ?
C8 C13 C12 119.9(3) . . ?
C8 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
Cl2 C14 Cl3 108.2(6) . . ?
Cl2 C14 H14A 79(10) . . ?
Cl3 C14 H14A 123(10) . . ?

_refine_diff_density_max         1.743
_refine_diff_density_min         -1.130
_refine_diff_density_rms         0.108

####################################################################### 
# 
# 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_e5087a
_database_code_depnum_ccdc_archive 'CCDC 2189982'
loop_
_audit_author_name
_audit_author_address
'Nathalie Gruber'
;University of Strasbourg
France
;
_audit_update_record             
;
2022-07-13 deposited with the CCDC.	2022-10-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C26 H20 Cd I2 N2 O4), C H Cl3'
_chemical_formula_sum            'C53 H41 Cd2 Cl3 I4 N4 O8'
_chemical_formula_weight         1700.65

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'
Cd Cd -0.8075 1.2024 '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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   15.0994(15)
_cell_length_b                   7.2763(6)
_cell_length_c                   26.937(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.190(2)
_cell_angle_gamma                90
_cell_volume                     2912.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3282
_cell_measurement_theta_min      2514
_cell_measurement_theta_max      2.74

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      none
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_F_000             1620
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    3.041
_shelx_estimated_absorpt_T_min   0.693
_shelx_estimated_absorpt_T_max   0.751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.74
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16581
_diffrn_reflns_av_unetI/netI     0.0779
_diffrn_reflns_av_R_equivalents  0.0654
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.464
_diffrn_reflns_theta_max         27.555
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6709
_reflns_number_gt                4667
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0596P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6709
_refine_ls_number_parameters     340
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0834
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1310
_refine_ls_wR_factor_gt          0.1152
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.044
_refine_ls_shift/su_mean         0.005

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 0.54341(3) 1.05226(7) 0.80558(2) 0.02642(13) Uani 1 1 d . . . A 4
I2 I 0.39888(3) 0.98525(8) 0.84746(2) 0.04782(16) Uani 1 1 d . . . A 4
I3 I 0.61573(3) 1.37867(6) 0.78400(2) 0.04395(15) Uani 1 1 d . . . A 4
N1 N 0.5247(3) 0.8823(7) 0.73259(18) 0.0264(11) Uani 1 1 d . . . A 4
C1 C 0.5826(4) 0.8940(9) 0.7000(2) 0.0320(15) Uani 1 1 d . . . A 4
H1 H 0.634403 0.969280 0.708783 0.038 Uiso 1 1 calc R U . A 4
C2 C 0.5706(4) 0.8032(8) 0.6549(2) 0.0262(13) Uani 1 1 d . . . A 4
H2 H 0.613603 0.812517 0.633142 0.031 Uiso 1 1 calc R U . A 4
C3 C 0.4933(4) 0.6965(9) 0.6417(2) 0.0255(13) Uani 1 1 d . . . A 4
C4 C 0.4329(4) 0.6841(8) 0.6745(2) 0.0267(13) Uani 1 1 d . . . A 4
H4 H 0.379823 0.612194 0.666057 0.032 Uiso 1 1 calc R U . A 4
C5 C 0.4506(4) 0.7772(9) 0.7195(2) 0.0309(14) Uani 1 1 d . . . A 4
H5 H 0.409341 0.767307 0.742211 0.037 Uiso 1 1 calc R U . A 4
C6 C 0.4806(4) 0.5975(8) 0.5917(2) 0.0257(13) Uani 1 1 d . . . A 4
O1 O 0.5351(3) 0.6032(7) 0.56478(16) 0.0384(11) Uani 1 1 d . . . A 4
O2 O 0.4052(2) 0.4978(5) 0.58368(15) 0.0243(9) Uani 1 1 d . . . A 4
C7 C 0.3957(4) 0.3647(8) 0.5426(2) 0.0231(12) Uani 1 1 d . . . A 4
H7 H 0.435711 0.400350 0.518343 0.028 Uiso 1 1 calc R U . A 4
C8 C 0.2997(4) 0.3608(8) 0.5159(2) 0.0250(13) Uani 1 1 d . . . A 4
C9 C 0.2821(4) 0.2729(10) 0.4691(2) 0.0317(15) Uani 1 1 d . . . A 4
H9 H 0.329974 0.222133 0.454969 0.038 Uiso 1 1 calc R U . A 4
C10 C 0.1938(4) 0.2602(10) 0.4434(3) 0.0378(16) Uani 1 1 d . . . A 4
H10 H 0.180980 0.196207 0.412191 0.045 Uiso 1 1 calc R U . A 4
C11 C 0.1255(4) 0.3402(11) 0.4632(3) 0.0455(19) Uani 1 1 d . . . A 4
H11 H 0.065738 0.336563 0.444773 0.055 Uiso 1 1 calc R U . A 4
C12 C 0.1430(4) 0.4257(12) 0.5095(3) 0.049(2) Uani 1 1 d . . . A 4
H12 H 0.095334 0.479788 0.523209 0.058 Uiso 1 1 calc R U . A 4
C13 C 0.2307(4) 0.4326(10) 0.5362(3) 0.0358(15) Uani 1 1 d . . . A 4
H13 H 0.242549 0.487688 0.568635 0.043 Uiso 1 1 calc R U . A 4
C14 C 0.4269(4) 0.1762(9) 0.5672(2) 0.0276(13) Uani 1 1 d . . . A 4
H14 H 0.427033 0.081708 0.540277 0.033 Uiso 1 1 calc R U . A 4
C15 C 0.3700(4) 0.1105(9) 0.6040(3) 0.0301(14) Uani 1 1 d . . . A 4
C16 C 0.3016(4) -0.0155(10) 0.5873(3) 0.0442(18) Uani 1 1 d . . . A 4
H16 H 0.295568 -0.065119 0.554274 0.053 Uiso 1 1 calc R U . A 4
C17 C 0.2424(5) -0.0691(13) 0.6183(4) 0.066(3) Uani 1 1 d . . . A 4
H17 H 0.196549 -0.156123 0.606573 0.079 Uiso 1 1 calc R U . A 4
C18 C 0.2499(5) 0.0034(13) 0.6660(4) 0.070(3) Uani 1 1 d . . . A 4
H18 H 0.207468 -0.028549 0.686736 0.084 Uiso 1 1 calc R U . A 4
C19 C 0.3202(6) 0.1240(12) 0.6839(4) 0.060(3) Uani 1 1 d . . . A 4
H19 H 0.327599 0.168808 0.717483 0.072 Uiso 1 1 calc R U . A 4
C20 C 0.3797(4) 0.1791(10) 0.6523(3) 0.0378(16) Uani 1 1 d . . . A 4
H20 H 0.426676 0.263484 0.664254 0.045 Uiso 1 1 calc R U . A 4
O3 O 0.5180(2) 0.2010(6) 0.59512(15) 0.0287(10) Uani 1 1 d . . . A 4
C21 C 0.5863(4) 0.1933(8) 0.5687(2) 0.0265(13) Uani 1 1 d . . . A 4
O4 O 0.5787(3) 0.1466(7) 0.52576(18) 0.0455(13) Uani 1 1 d . . . A 4
C22 C 0.6729(4) 0.2538(8) 0.6010(2) 0.0229(12) Uani 1 1 d . . . A 4
C23 C 0.7521(4) 0.2373(9) 0.5824(2) 0.0322(15) Uani 1 1 d . . . A 4
H23 H 0.752601 0.177819 0.551029 0.039 Uiso 1 1 calc R U . A 4
C24 C 0.8307(4) 0.3082(9) 0.6099(2) 0.0322(14) Uani 1 1 d . . . A 4
H24 H 0.885127 0.295886 0.597094 0.039 Uiso 1 1 calc R U . A 4
N2 N 0.8324(3) 0.3939(7) 0.65415(18) 0.0254(11) Uani 1 1 d . . . A 4
C25 C 0.7563(4) 0.4080(10) 0.6722(2) 0.0349(16) Uani 1 1 d . . . A 4
H25 H 0.757217 0.469416 0.703452 0.042 Uiso 1 1 calc R U . A 4
C26 C 0.6753(4) 0.3358(10) 0.6471(2) 0.0317(15) Uani 1 1 d . . . A 4
H26 H 0.622460 0.343179 0.661629 0.038 Uiso 1 1 calc R U . A 4
C27 C 0.0336(10) 0.050(2) 0.5463(7) 0.058(5) Uani 0.5 1 d . . P B -1
H27 H 0.078778 0.152019 0.553052 0.070 Uiso 0.5 1 calc R U P B -1
Cl1 Cl -0.0596(4) 0.1377(9) 0.5087(2) 0.0722(9) Uani 0.5 1 d . . P B -1
Cl2 Cl 0.0822(4) -0.1246(9) 0.5172(2) 0.0722(9) Uani 0.5 1 d . . P B -1
Cl3 Cl 0.0084(3) -0.0183(8) 0.6046(2) 0.0722(9) Uani 0.5 1 d . . P B -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 N1 2.298(5) . ?
Cd1 N2 2.302(5) 2_656 ?
Cd1 I2 2.6728(6) . ?
Cd1 I3 2.7195(7) . ?
N1 C5 1.349(8) . ?
N1 C1 1.348(8) . ?
C1 C2 1.367(8) . ?
C1 H1 0.9500 . ?
C2 C3 1.394(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.380(8) . ?
C3 C6 1.510(8) . ?
C4 C5 1.373(8) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C6 O1 1.191(7) . ?
C6 O2 1.336(7) . ?
O2 C7 1.458(6) . ?
C7 C8 1.501(8) . ?
C7 C14 1.559(8) . ?
C7 H7 1.0000 . ?
C8 C13 1.362(9) . ?
C8 C9 1.396(8) . ?
C9 C10 1.392(8) . ?
C9 H9 0.9500 . ?
C10 C11 1.372(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(10) . ?
C11 H11 0.9500 . ?
C12 C13 1.391(8) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 O3 1.458(6) . ?
C14 C15 1.499(9) . ?
C14 H14 1.0000 . ?
C15 C20 1.378(9) . ?
C15 C16 1.395(9) . ?
C16 C17 1.381(11) . ?
C16 H16 0.9500 . ?
C17 C18 1.377(14) . ?
C17 H17 0.9500 . ?
C18 C19 1.395(13) . ?
C18 H18 0.9500 . ?
C19 C20 1.400(10) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
O3 C21 1.353(7) . ?
C21 O4 1.192(7) . ?
C21 C22 1.502(8) . ?
C22 C26 1.373(8) . ?
C22 C23 1.381(8) . ?
C23 C24 1.384(8) . ?
C23 H23 0.9500 . ?
C24 N2 1.341(8) . ?
C24 H24 0.9500 . ?
N2 C25 1.329(8) . ?
C25 C26 1.392(8) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 Cl1 1.705(16) . ?
C27 Cl2 1.725(19) . ?
C27 Cl3 1.753(18) . ?
C27 H27 1.0000 . ?

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 Cd1 N2 95.77(17) . 2_656 ?
N1 Cd1 I2 106.07(13) . . ?
N2 Cd1 I2 111.57(13) 2_656 . ?
N1 Cd1 I3 106.30(13) . . ?
N2 Cd1 I3 102.32(13) 2_656 . ?
I2 Cd1 I3 129.66(2) . . ?
C5 N1 C1 118.0(5) . . ?
C5 N1 Cd1 120.0(4) . . ?
C1 N1 Cd1 121.9(4) . . ?
N1 C1 C2 123.4(6) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C1 C2 C3 117.9(6) . . ?
C1 C2 H2 121.1 . . ?
C3 C2 H2 121.1 . . ?
C4 C3 C2 119.5(5) . . ?
C4 C3 C6 123.0(5) . . ?
C2 C3 C6 117.4(5) . . ?
C5 C4 C3 119.0(6) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
N1 C5 C4 122.2(6) . . ?
N1 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
O1 C6 O2 125.6(6) . . ?
O1 C6 C3 122.3(5) . . ?
O2 C6 C3 112.0(5) . . ?
C6 O2 C7 116.7(4) . . ?
O2 C7 C8 109.4(5) . . ?
O2 C7 C14 106.3(4) . . ?
C8 C7 C14 112.4(5) . . ?
O2 C7 H7 109.6 . . ?
C8 C7 H7 109.6 . . ?
C14 C7 H7 109.6 . . ?
C13 C8 C9 120.0(6) . . ?
C13 C8 C7 122.9(5) . . ?
C9 C8 C7 117.1(5) . . ?
C10 C9 C8 119.5(6) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 119.8(6) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C10 C11 C12 120.5(6) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C11 C12 C13 119.7(7) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C8 C13 C12 120.3(6) . . ?
C8 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
O3 C14 C15 107.3(5) . . ?
O3 C14 C7 107.2(5) . . ?
C15 C14 C7 113.4(5) . . ?
O3 C14 H14 109.6 . . ?
C15 C14 H14 109.6 . . ?
C7 C14 H14 109.6 . . ?
C20 C15 C16 119.4(7) . . ?
C20 C15 C14 122.1(6) . . ?
C16 C15 C14 118.4(6) . . ?
C17 C16 C15 120.8(8) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 120.0(8) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C19 119.7(8) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
C18 C19 C20 120.1(9) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
C15 C20 C19 119.8(7) . . ?
C15 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C21 O3 C14 117.5(5) . . ?
O4 C21 O3 124.9(5) . . ?
O4 C21 C22 124.7(5) . . ?
O3 C21 C22 110.5(5) . . ?
C26 C22 C23 118.7(5) . . ?
C26 C22 C21 122.1(5) . . ?
C23 C22 C21 119.1(5) . . ?
C22 C23 C24 119.3(6) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
N2 C24 C23 122.0(5) . . ?
N2 C24 H24 119.0 . . ?
C23 C24 H24 119.0 . . ?
C25 N2 C24 118.7(5) . . ?
N2 C25 C26 122.3(6) . . ?
N2 C25 H25 118.8 . . ?
C26 C25 H25 118.8 . . ?
C22 C26 C25 119.0(5) . . ?
C22 C26 H26 120.5 . . ?
C25 C26 H26 120.5 . . ?
Cl1 C27 Cl2 112.2(11) . . ?
Cl1 C27 Cl3 110.5(9) . . ?
Cl2 C27 Cl3 111.9(10) . . ?
Cl1 C27 H27 107.3 . . ?
Cl2 C27 H27 107.3 . . ?
Cl3 C27 H27 107.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 C1 C2 -0.9(9) . . . . ?
Cd1 N1 C1 C2 -176.0(5) . . . . ?
N1 C1 C2 C3 1.5(10) . . . . ?
C1 C2 C3 C4 -0.9(9) . . . . ?
C1 C2 C3 C6 179.7(6) . . . . ?
C2 C3 C4 C5 -0.2(9) . . . . ?
C6 C3 C4 C5 179.2(6) . . . . ?
C1 N1 C5 C4 -0.2(9) . . . . ?
Cd1 N1 C5 C4 175.0(5) . . . . ?
C3 C4 C5 N1 0.8(10) . . . . ?
C4 C3 C6 O1 -176.7(6) . . . . ?
C2 C3 C6 O1 2.6(9) . . . . ?
C4 C3 C6 O2 -0.3(8) . . . . ?
C2 C3 C6 O2 179.0(5) . . . . ?
O1 C6 O2 C7 9.7(9) . . . . ?
C3 C6 O2 C7 -166.5(5) . . . . ?
C6 O2 C7 C8 -141.8(5) . . . . ?
C6 O2 C7 C14 96.6(5) . . . . ?
O2 C7 C8 C13 -16.3(8) . . . . ?
C14 C7 C8 C13 101.5(7) . . . . ?
O2 C7 C8 C9 166.1(5) . . . . ?
C14 C7 C8 C9 -76.1(7) . . . . ?
C13 C8 C9 C10 0.3(10) . . . . ?
C7 C8 C9 C10 178.0(6) . . . . ?
C8 C9 C10 C11 2.6(10) . . . . ?
C9 C10 C11 C12 -3.1(11) . . . . ?
C10 C11 C12 C13 0.7(13) . . . . ?
C9 C8 C13 C12 -2.7(10) . . . . ?
C7 C8 C13 C12 179.7(7) . . . . ?
C11 C12 C13 C8 2.2(12) . . . . ?
O2 C7 C14 O3 -56.0(5) . . . . ?
C8 C7 C14 O3 -175.7(5) . . . . ?
O2 C7 C14 C15 62.3(6) . . . . ?
C8 C7 C14 C15 -57.4(6) . . . . ?
O3 C14 C15 C20 39.6(8) . . . . ?
C7 C14 C15 C20 -78.6(7) . . . . ?
O3 C14 C15 C16 -144.5(6) . . . . ?
C7 C14 C15 C16 97.3(7) . . . . ?
C20 C15 C16 C17 1.4(10) . . . . ?
C14 C15 C16 C17 -174.6(7) . . . . ?
C15 C16 C17 C18 0.7(12) . . . . ?
C16 C17 C18 C19 -3.2(13) . . . . ?
C17 C18 C19 C20 3.6(12) . . . . ?
C16 C15 C20 C19 -1.0(10) . . . . ?
C14 C15 C20 C19 174.8(6) . . . . ?
C18 C19 C20 C15 -1.5(10) . . . . ?
C15 C14 O3 C21 156.2(5) . . . . ?
C7 C14 O3 C21 -81.7(6) . . . . ?
C14 O3 C21 O4 -9.3(9) . . . . ?
C14 O3 C21 C22 170.1(5) . . . . ?
O4 C21 C22 C26 168.5(7) . . . . ?
O3 C21 C22 C26 -10.9(8) . . . . ?
O4 C21 C22 C23 -7.3(10) . . . . ?
O3 C21 C22 C23 173.3(6) . . . . ?
C26 C22 C23 C24 -1.9(10) . . . . ?
C21 C22 C23 C24 174.1(6) . . . . ?
C22 C23 C24 N2 -0.4(10) . . . . ?
C23 C24 N2 C25 1.1(10) . . . . ?
C23 C24 N2 Cd1 -170.1(5) . . . 2_646 ?
C24 N2 C25 C26 0.5(10) . . . . ?
Cd1 N2 C25 C26 172.1(5) 2_646 . . . ?
C23 C22 C26 C25 3.4(10) . . . . ?
C21 C22 C26 C25 -172.5(6) . . . . ?
N2 C25 C26 C22 -2.7(11) . . . . ?

_refine_diff_density_max         1.004
_refine_diff_density_min         -1.408
_refine_diff_density_rms         0.149

