# 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_anti-m-1
_database_code_depnum_ccdc_archive 'CCDC 2167336'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 F12 I2'
_chemical_formula_weight         697.98

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.8867(10)
_cell_length_b                   10.7984(11)
_cell_length_c                   14.7513(11)
_cell_angle_alpha                90
_cell_angle_beta                 91.235(7)
_cell_angle_gamma                90
_cell_volume                     1893.0(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    3893
_cell_measurement_theta_min      2.9
_cell_measurement_theta_max      26.6

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.449
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.41
_exptl_absorpt_coefficient_mu    3.441
_exptl_absorpt_correction_T_min  0.46411
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.16b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.741
_oxdiff_exptl_absorpt_empirical_full_max 1.582
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Sapphire2, large Be window'
_diffrn_detector_area_resol_mean 8.4171
_diffrn_ambient_temperature      170(2)
_diffrn_reflns_number            15844
_diffrn_reflns_av_unetI/netI     0.0468
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.917
_diffrn_reflns_theta_max         26.558
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             3893
_reflns_number_gt                3200
_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       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr., 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst. (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe, E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_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)+(0.0612P)²+2.2984P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    undef
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3893
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0448
_refine_ls_wR_factor_ref         0.1208
_refine_ls_wR_factor_gt          0.1107
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.41865(3) 0.40165(4) 0.88496(2) 0.06158(16) Uani 1 1 d . . . . .
F1 F 0.6804(3) 0.4477(3) 0.9161(2) 0.0644(9) Uani 1 1 d . . . . .
C1 C 0.5142(4) 0.4984(4) 0.7101(3) 0.0346(9) Uani 1 1 d . . . . .
I2 I 0.22010(4) 0.71726(4) 0.42860(2) 0.06040(16) Uani 1 1 d . . . . .
F2 F 0.8390(2) 0.5328(3) 0.8085(2) 0.0668(9) Uani 1 1 d . . . . .
C2 C 0.5412(4) 0.4666(4) 0.7995(3) 0.0361(9) Uani 1 1 d . . . . .
F003 F 0.3464(2) 0.6833(3) 0.6990(2) 0.0496(7) Uani 1 1 d . . . . .
F3 F 0.7871(3) 0.6038(4) 0.6360(2) 0.0688(10) Uani 1 1 d . . . . .
C3 C 0.6506(4) 0.4802(4) 0.8313(3) 0.0427(11) Uani 1 1 d . . . . .
F004 F 0.4456(3) 0.2739(3) 0.6333(2) 0.0548(8) Uani 1 1 d . . . . .
F4 F 0.5764(3) 0.5753(3) 0.57083(19) 0.0591(8) Uani 1 1 d . . . . .
C4 C 0.7333(4) 0.5232(5) 0.7769(3) 0.0451(11) Uani 1 1 d . . . . .
F005 F 0.0915(2) 0.4221(3) 0.5457(2) 0.0533(7) Uani 1 1 d . . . . .
F5 F 0.0045(3) 0.8788(3) 0.4576(2) 0.0584(8) Uani 1 1 d . . . . .
C5 C 0.7073(4) 0.5593(5) 0.6898(3) 0.0479(12) Uani 1 1 d . . . . .
F6 F -0.1272(3) 0.9128(3) 0.6002(3) 0.0657(9) Uani 1 1 d . . . . .
C6 C 0.5985(4) 0.5449(5) 0.6564(3) 0.0409(10) Uani 1 1 d . . . . .
C7 C 0.3208(4) 0.5723(4) 0.6629(3) 0.0350(9) Uani 1 1 d . . . . .
F7 F -0.0902(3) 0.7840(3) 0.7551(2) 0.0720(10) Uani 1 1 d . . . . .
C8 C 0.3997(4) 0.4811(4) 0.6687(3) 0.0347(9) Uani 1 1 d . . . . .
F8 F 0.0723(3) 0.6090(3) 0.7629(2) 0.0609(8) Uani 1 1 d . . . . .
C9 C 0.3709(4) 0.3666(4) 0.6304(3) 0.0379(10) Uani 1 1 d . . . . .
F00B F 0.2429(3) 0.2365(3) 0.5534(2) 0.0606(8) Uani 1 1 d . . . . .
C10 C 0.2678(4) 0.3467(4) 0.5900(3) 0.0395(10) Uani 1 1 d . . . . .
C11 C 0.1925(4) 0.4424(4) 0.5858(3) 0.0378(10) Uani 1 1 d . . . . .
C12 C 0.2158(4) 0.5577(4) 0.6212(3) 0.0348(9) Uani 1 1 d . . . . .
C13 C 0.0606(4) 0.6791(5) 0.6870(3) 0.0448(11) Uani 1 1 d . . . . .
C14 C 0.1309(4) 0.6598(4) 0.6153(3) 0.0357(9) Uani 1 1 d . . . . .
C15 C 0.1138(4) 0.7309(4) 0.5381(3) 0.0374(10) Uani 1 1 d . . . . .
C16 C 0.0263(4) 0.8158(4) 0.5333(3) 0.0429(11) Uani 1 1 d . . . . .
C17 C -0.0416(4) 0.8332(5) 0.6059(4) 0.0484(12) Uani 1 1 d . . . . .
C18 C -0.0234(4) 0.7673(5) 0.6842(3) 0.0484(12) 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
I1 C2 2.069(4) . ?
F1 C3 1.340(5) . ?
C1 C6 1.384(6) . ?
C1 C2 1.394(6) . ?
C1 C8 1.492(6) . ?
I2 C15 2.077(5) . ?
F2 C4 1.336(5) . ?
C2 C3 1.381(6) . ?
F003 C7 1.343(5) . ?
F3 C5 1.340(6) . ?
C3 C4 1.363(7) . ?
F004 C9 1.338(5) . ?
F4 C6 1.326(6) . ?
C4 C5 1.371(7) . ?
F005 C11 1.345(5) . ?
F5 C16 1.329(6) . ?
C5 C6 1.383(7) . ?
F6 C17 1.333(6) . ?
C7 C8 1.362(6) . ?
C7 C12 1.389(6) . ?
F7 C18 1.338(6) . ?
C8 C9 1.399(6) . ?
F8 C13 1.356(6) . ?
C9 C10 1.368(6) . ?
F00B C10 1.336(5) . ?
C10 C11 1.368(7) . ?
C11 C12 1.376(6) . ?
C12 C14 1.496(6) . ?
C13 C14 1.377(7) . ?
C13 C18 1.381(7) . ?
C14 C15 1.386(6) . ?
C15 C16 1.387(7) . ?
C16 C17 1.368(7) . ?
C17 C18 1.370(8) . ?

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
C6 C1 C2 118.4(4) . . ?
C6 C1 C8 118.5(4) . . ?
C2 C1 C8 123.0(4) . . ?
C3 C2 C1 119.3(4) . . ?
C3 C2 I1 120.0(3) . . ?
C1 C2 I1 120.6(3) . . ?
F1 C3 C4 117.4(4) . . ?
F1 C3 C2 121.1(4) . . ?
C4 C3 C2 121.5(4) . . ?
F2 C4 C3 120.4(4) . . ?
F2 C4 C5 119.7(5) . . ?
C3 C4 C5 119.8(4) . . ?
F3 C5 C4 120.6(5) . . ?
F3 C5 C6 119.9(5) . . ?
C4 C5 C6 119.5(5) . . ?
F4 C6 C5 118.4(4) . . ?
F4 C6 C1 120.2(4) . . ?
C5 C6 C1 121.3(4) . . ?
F003 C7 C8 118.0(4) . . ?
F003 C7 C12 118.1(4) . . ?
C8 C7 C12 123.8(4) . . ?
C7 C8 C9 116.9(4) . . ?
C7 C8 C1 123.8(4) . . ?
C9 C8 C1 119.3(4) . . ?
F004 C9 C10 118.9(4) . . ?
F004 C9 C8 119.5(4) . . ?
C10 C9 C8 121.6(4) . . ?
F00B C10 C9 120.3(4) . . ?
F00B C10 C11 121.0(4) . . ?
C9 C10 C11 118.7(4) . . ?
F005 C11 C10 118.3(4) . . ?
F005 C11 C12 119.0(4) . . ?
C10 C11 C12 122.7(4) . . ?
C11 C12 C7 116.3(4) . . ?
C11 C12 C14 121.0(4) . . ?
C7 C12 C14 122.7(4) . . ?
F8 C13 C14 119.8(5) . . ?
F8 C13 C18 118.1(4) . . ?
C14 C13 C18 122.2(5) . . ?
C13 C14 C15 117.8(4) . . ?
C13 C14 C12 119.1(4) . . ?
C15 C14 C12 122.9(4) . . ?
C14 C15 C16 120.3(4) . . ?
C14 C15 I2 121.3(3) . . ?
C16 C15 I2 118.4(4) . . ?
F5 C16 C17 118.7(5) . . ?
F5 C16 C15 120.9(5) . . ?
C17 C16 C15 120.4(5) . . ?
F6 C17 C16 120.1(5) . . ?
F6 C17 C18 119.7(5) . . ?
C16 C17 C18 120.2(5) . . ?
F7 C18 C17 120.2(5) . . ?
F7 C18 C13 120.7(5) . . ?
C17 C18 C13 119.0(4) . . ?

_refine_diff_density_max         1.626
_refine_diff_density_min         -0.910
_refine_diff_density_rms         0.150



####################################################################### 
# 
# 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_anti-p-1
_database_code_depnum_ccdc_archive 'CCDC 2167339'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 F12 I2'
_chemical_formula_weight         697.98

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'
F F 0.0171 0.0103 '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'

_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                   7.6232(9)
_cell_length_b                   8.0459(7)
_cell_length_c                   15.3895(17)
_cell_angle_alpha                90
_cell_angle_beta                 101.119(11)
_cell_angle_gamma                90
_cell_volume                     926.21(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    1589
_cell_measurement_theta_min      3.3
_cell_measurement_theta_max      25.0

_exptl_crystal_description       needle
_exptl_crystal_colour            'translucent colorless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.503
_exptl_crystal_F_000             644
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    3.516
_exptl_absorpt_correction_T_min  0.70796
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_detector_area_resol_mean 8.4171
_diffrn_ambient_temperature      170(2)
_diffrn_reflns_number            6649
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.264
_diffrn_reflns_theta_max         24.986
_diffrn_reflns_theta_full        24.986
_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             1589
_reflns_number_gt                1293
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_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)+(0.0581P)²+1.5341P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    undef
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1589
_refine_ls_number_parameters     145
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0400
_refine_ls_wR_factor_ref         0.1135
_refine_ls_wR_factor_gt          0.1024
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_restrained_S_all      1.111
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I001 I 0.09777(6) 0.98643(5) 0.27621(3) 0.0486(2) Uani 1 1 d . . . . .
F1 F -0.1154(5) 0.6512(5) 0.2416(3) 0.0575(11) Uani 1 1 d . . . . .
F2 F -0.0967(6) 0.3624(5) 0.3283(3) 0.0627(12) Uani 1 1 d . . . . .
F3 F 0.1498(6) 0.3189(5) 0.4791(3) 0.0631(12) Uani 1 1 d . . . . .
F4 F 0.3709(6) 0.5685(5) 0.5442(3) 0.0543(10) Uani 1 1 d . . . . .
F5 F 0.5675(5) 0.8093(5) 0.3656(2) 0.0521(10) Uani 1 1 d . . . . .
F6 F 0.1967(6) 0.9574(5) 0.5636(3) 0.0523(10) Uani 1 1 d . . . . .
C1 C 0.1201(8) 0.7652(7) 0.3477(4) 0.0333(13) Uani 1 1 d . . . . .
C2 C 0.0061(8) 0.6364(8) 0.3159(4) 0.0384(15) Uani 1 1 d . . . . .
C3 C 0.0158(9) 0.4861(7) 0.3602(5) 0.0407(16) Uani 1 1 d . . . . .
C4 C 0.1416(10) 0.4650(7) 0.4365(5) 0.0417(16) Uani 1 1 d . . . . .
C5 C 0.2539(9) 0.5938(8) 0.4693(4) 0.0402(15) Uani 1 1 d . . . . .
C6 C 0.2470(8) 0.7444(7) 0.4255(4) 0.0343(14) Uani 1 1 d . . . . .
C7 C 0.3770(8) 0.8757(7) 0.4634(4) 0.0349(14) Uani 1 1 d . . . . .
C8 C 0.5326(8) 0.9035(8) 0.4323(4) 0.0358(14) Uani 1 1 d . . . . .
C9 C 0.3476(9) 0.9776(7) 0.5314(4) 0.0349(14) 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
I001 C1 2.082(6) . ?
F1 C2 1.330(7) . ?
F2 C3 1.343(7) . ?
F3 C4 1.342(7) . ?
F4 C5 1.331(7) . ?
F5 C8 1.344(7) . ?
F6 C9 1.347(8) . ?
C1 C2 1.380(8) . ?
C1 C6 1.397(8) . ?
C2 C3 1.383(9) . ?
C3 C4 1.376(10) . ?
C4 C5 1.376(10) . ?
C5 C6 1.383(8) . ?
C6 C7 1.489(8) . ?
C7 C8 1.380(9) . ?
C7 C9 1.381(9) . ?
C8 C9 1.366(9) 3_676 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.9(5) . . ?
C2 C1 I001 118.2(4) . . ?
C6 C1 I001 121.9(4) . . ?
F1 C2 C1 121.6(6) . . ?
F1 C2 C3 117.7(6) . . ?
C1 C2 C3 120.7(6) . . ?
F2 C3 C4 120.7(6) . . ?
F2 C3 C2 119.9(6) . . ?
C4 C3 C2 119.4(6) . . ?
F3 C4 C3 119.0(6) . . ?
F3 C4 C5 120.8(6) . . ?
C3 C4 C5 120.1(6) . . ?
F4 C5 C4 117.9(6) . . ?
F4 C5 C6 120.8(6) . . ?
C4 C5 C6 121.2(6) . . ?
C5 C6 C1 118.5(5) . . ?
C5 C6 C7 118.1(5) . . ?
C1 C6 C7 123.3(5) . . ?
C8 C7 C9 116.3(5) . . ?
C8 C7 C6 122.1(5) . . ?
C9 C7 C6 121.6(6) . . ?
F5 C8 C9 119.5(6) . 3_676 ?
F5 C8 C7 118.9(5) . . ?
C9 C8 C7 121.6(5) 3_676 . ?
F6 C9 C8 119.0(6) . 3_676 ?
F6 C9 C7 118.9(5) . . ?
C8 C9 C7 122.1(6) 3_676 . ?

_refine_diff_density_max         1.051
_refine_diff_density_min         -0.819
_refine_diff_density_rms         0.149



####################################################################### 
# 
# 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_anti-p-1-TDABr
_database_code_depnum_ccdc_archive 'CCDC 2167338'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 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         
;
3(C18 F12 I2), 2(C9 H18 N3), 2(C H2 Cl2), 2(Br)
;
_chemical_formula_sum            'C74 H40 Br2 Cl4 F36 I6 N6'
_chemical_formula_weight         2760.14

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
I I -0.3257 6.8362 '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'
Br Br -0.6763 1.2805 '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'

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

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

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

_cell_length_a                   7.82960(10)
_cell_length_b                   12.4477(2)
_cell_length_c                   23.1195(2)
_cell_angle_alpha                76.3010(10)
_cell_angle_beta                 81.9550(10)
_cell_angle_gamma                88.1070(10)
_cell_volume                     2167.60(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    7603
_cell_measurement_theta_min      3.7
_cell_measurement_theta_max      66.5

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.114
_exptl_crystal_F_000             1306
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.215
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.049
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 12 40 0.0216
13 0 25 0.0720
13 0 -21 0.0737
0 12 -35 0.0211
0 -12 35 0.0328
0 -12 -40 0.0271
-8 -20 -6 0.0366
-1 0 -1 0.1208
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0019 12.0183 39.9796 -0.9050 1.8163 -1.9744
12.9763 -0.0143 24.9782 1.4978 2.4867 -0.0156
12.9995 -0.0354 -20.9765 3.0482 -0.2019 0.6836
0.0360 11.9838 -34.9467 1.6228 -2.5674 -0.8345
-0.0360 -11.9838 34.9467 -1.6228 2.5674 0.8345
0.0019 -12.0183 -39.9796 0.9050 -1.8163 1.9744
-8.0207 -19.9868 -6.0274 -1.9767 -0.1123 2.1444
-0.5897 0.0002 -0.8891 -0.0764 -0.0986 -0.0030
_exptl_absorpt_coefficient_mu    20.225
_exptl_absorpt_correction_T_min  0.113
_exptl_absorpt_correction_T_max  0.839
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.29a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.642
_oxdiff_exptl_absorpt_empirical_full_max 2.442
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      169.99(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            24385
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.655
_diffrn_reflns_theta_max         66.496
_diffrn_reflns_theta_full        66.496
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             7603
_reflns_number_gt                6984
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1802674000
_diffrn_orient_matrix_UB_12      0.0367086000
_diffrn_orient_matrix_UB_13      -0.0336631000
_diffrn_orient_matrix_UB_21      0.0788531000
_diffrn_orient_matrix_UB_22      -0.0436871000
_diffrn_orient_matrix_UB_23      0.0585667000
_diffrn_orient_matrix_UB_31      0.0278325000
_diffrn_orient_matrix_UB_32      -0.1138908000
_diffrn_orient_matrix_UB_33      -0.0151479000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  -5.00   0.50    0.17    --  -47.45 109.00 167.00   52
  2  ω     23.00  70.00   0.50    0.17    --   47.45-109.00  72.00   94
  3  ω    -76.00 -40.00   0.50    0.60    --  -86.25 109.00 167.00   72
  4  ω   -113.00 -83.00   0.50    0.60    --  -86.25-109.00  72.00   60
  5  ω    105.00 162.00   0.50    0.60    --  106.49 109.00 167.00  114
  6  ω     67.00 107.00   0.50    0.60    --  106.49-109.00  72.00   80
  7  ω    -22.00  28.00   0.50    0.17    --  -47.45  19.00-120.00  100
  8  ω   -120.00 -75.00   0.50    0.17    --  -47.45-125.00  30.00   90
  9  ω    -85.00 -16.00   0.50    0.17    --  -47.45 125.00 -90.00  138
 10  ω   -120.00 -36.00   0.50    0.17    --  -47.45 -57.00  90.00  168
 11  ω    -22.00  11.00   0.50    0.17    --  -47.45  19.00-150.00   66
 12  ω    -17.00   9.00   0.50    0.17    --   47.45 -57.00-180.00   52
 13  ω     27.00  62.00   0.50    0.17    --   47.45 -57.00-180.00   70
 14  ω    -43.00 -14.00   0.50    0.60    --  -86.25  45.00-120.00   58
 15  ω   -149.00 -97.00   0.50    0.60    --  -86.25 -45.00 -90.00  104
 16  ω   -141.00-115.00   0.50    0.60    --  -86.25 -94.00-150.00   52
 17  ω   -109.00 -83.00   0.50    0.60    --  -86.25 -94.00-150.00   52
 18  ω   -139.00-104.00   0.50    0.60    --  -86.25 -30.00 120.00   70
 19  ω     39.00 105.00   0.50    0.60    --  106.49-125.00  60.00  132
 20  ω     36.00  95.00   0.50    0.60    --  106.49 -94.00  90.00  118
 21  ω     76.00 110.00   0.50    0.60    --  106.49-125.00-180.00   68
 22  ω     42.00  72.00   0.50    0.60    --  106.49-125.00-180.00   60
 23  ω     41.00  82.00   0.50    0.60    --  106.49 -77.00-180.00   82
 24  ω    110.00 178.00   0.50    0.60    --  106.49  45.00  60.00  136
 25  ω     81.00 106.00   0.50    0.60    --  106.49 -77.00  60.00   50
 26  ω     53.00  99.00   0.50    0.60    --  106.49 -94.00 -30.00   92
 27  ω    125.00 178.00   0.50    0.60    --  106.49  30.00 150.00  106
 28  ω     35.00  74.00   0.50    0.60    --  106.49 -61.00 -60.00   78
 29  ω     45.00  71.00   0.50    0.60    --  106.49 -77.00  60.00   52
 30  ω     37.00 108.00   0.50    0.60    --  106.49-125.00 -60.00  142
 31  ω     47.00  73.00   0.50    0.60    --  106.49 -94.00-120.00   52
 32  ω     70.00  96.00   0.50    0.60    --  106.49 -94.00 -60.00   52
 33  ω     37.00  62.00   0.50    0.60    --  106.49 -61.00 150.00   50
 34  ω     36.00  62.00   0.50    0.60    --  106.49 -94.00-180.00   52
 35  ω     94.00 147.00   0.50    0.60    --  106.49  30.00-120.00  106
 36  ω     98.00 175.00   0.50    0.60    --  106.49  45.00 120.00  154
 37  ω     98.00 152.00   0.50    0.60    --  106.49  30.00 120.00  108
 38  ω     35.00  66.00   0.50    0.60    --  106.49 -61.00 -30.00   62
 39  ω     74.00 104.00   0.50    0.60    --  106.49 -94.00-180.00   60
 40  ω     52.00 129.00   0.50    0.60    --  106.49-149.00  -0.13  154
 41  ω     48.00  73.00   0.50    0.60    --  106.49 -61.00-150.00   50
;
_diffrn_measurement_method       'ω scans'

_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       'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_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)+(0.0530P)²+1.3199P] 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         7603
_refine_ls_number_parameters     590
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0870
_refine_ls_wR_factor_gt          0.0855
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.43198(3) 0.11959(2) 0.35969(2) 0.04006(9) Uani 1 1 d . . . . .
F1 F -0.3334(3) 0.06396(19) 0.49815(12) 0.0389(5) Uani 1 1 d . . . . .
N1 N 0.1739(5) -0.0527(3) 0.19085(18) 0.0428(8) Uani 1 1 d . . . . .
C1 C -0.1696(5) 0.0304(3) 0.50020(17) 0.0289(7) Uani 1 1 d . . . . .
I2 I 0.51986(3) 0.83267(2) 0.29180(2) 0.03396(8) Uani 1 1 d . . . . .
Br2 Br 0.66220(6) 0.06982(3) 0.21780(2) 0.04245(12) Uani 1 1 d . . . . .
F2 F -0.0882(3) 0.21644(17) 0.47653(11) 0.0347(5) Uani 1 1 d . . . . .
C2 C -0.0420(5) 0.1097(3) 0.48873(16) 0.0287(7) Uani 1 1 d . . . . .
N2 N 0.0266(5) 0.1232(3) 0.29527(15) 0.0364(7) Uani 1 1 d . . . . .
N3 N 0.3059(4) 0.2388(3) 0.15350(15) 0.0371(7) Uani 1 1 d . . . . .
F3 F 0.1421(3) 0.1949(2) 0.57563(10) 0.0399(5) Uani 1 1 d . . . . .
I3 I 0.84456(3) 0.30045(2) 0.14214(2) 0.03284(8) Uani 1 1 d . . . . .
C3 C 0.1311(5) 0.0814(3) 0.48805(16) 0.0276(7) Uani 1 1 d . . . . .
C27 C 1.0823(5) 0.6263(3) 0.10121(18) 0.0336(8) Uani 1 1 d . . . . .
C28 C 0.2239(5) 0.1536(3) 0.19143(18) 0.0325(8) Uani 1 1 d . . . . .
C29 C 0.1714(5) 0.0448(3) 0.20501(17) 0.0320(8) Uani 1 1 d . . . . .
C30 C 0.1151(5) 0.1117(3) 0.24426(17) 0.0319(8) Uani 1 1 d . . . . .
C31 C 0.2992(7) -0.0738(4) 0.1421(2) 0.0531(12) Uani 1 1 d . . . . .
H31A H 0.246319 -0.059390 0.105051 0.080 Uiso 1 1 calc R U . . .
H31B H 0.336665 -0.151080 0.152121 0.080 Uiso 1 1 calc R U . . .
H31C H 0.399045 -0.025092 0.136417 0.080 Uiso 1 1 calc R U . . .
C32 C 0.0644(7) -0.1426(4) 0.2282(2) 0.0497(11) Uani 1 1 d . . . . .
H32A H -0.047141 -0.112641 0.242029 0.075 Uiso 1 1 calc R U . . .
H32B H 0.120436 -0.179337 0.262991 0.075 Uiso 1 1 calc R U . . .
H32C H 0.046356 -0.196106 0.204629 0.075 Uiso 1 1 calc R U . . .
C33 C -0.0522(6) 0.0267(4) 0.33830(19) 0.0438(10) Uani 1 1 d . . . . .
H33A H -0.171886 0.019645 0.331709 0.066 Uiso 1 1 calc R U . . .
H33B H -0.050148 0.035332 0.379236 0.066 Uiso 1 1 calc R U . . .
H33C H 0.012402 -0.039798 0.332872 0.066 Uiso 1 1 calc R U . . .
C34 C -0.0096(7) 0.2309(4) 0.3074(2) 0.0508(11) Uani 1 1 d . . . . .
H34A H 0.051073 0.287598 0.274854 0.076 Uiso 1 1 calc R U . . .
H34B H 0.029702 0.233275 0.345504 0.076 Uiso 1 1 calc R U . . .
H34C H -0.134013 0.244880 0.310061 0.076 Uiso 1 1 calc R U . . .
C35 C 0.3475(6) 0.3323(4) 0.1769(2) 0.0409(9) Uani 1 1 d . . . . .
H35A H 0.410175 0.388290 0.144520 0.061 Uiso 1 1 calc R U . . .
H35B H 0.419467 0.307027 0.208982 0.061 Uiso 1 1 calc R U . . .
H35C H 0.240654 0.364544 0.193078 0.061 Uiso 1 1 calc R U . . .
C36 C 0.4079(6) 0.2212(4) 0.09871(19) 0.0421(10) Uani 1 1 d . . . . .
H36A H 0.341390 0.176890 0.079894 0.063 Uiso 1 1 calc R U . . .
H36B H 0.514548 0.182086 0.108610 0.063 Uiso 1 1 calc R U . . .
H36C H 0.436335 0.292774 0.070802 0.063 Uiso 1 1 calc R U . . .
C37A C 0.8175(10) 0.9459(5) 0.0834(3) 0.0824(19) Uani 0.888(3) 1 d D . P A 1
H37A H 0.773701 0.954616 0.124282 0.099 Uiso 0.888(3) 1 calc R U P A 1
H37B H 0.942539 0.929843 0.081466 0.099 Uiso 0.888(3) 1 calc R U P A 1
Cl1A Cl 0.7833(5) 1.06687(19) 0.03084(11) 0.1167(11) Uani 0.888(3) 1 d D . P A
1
Cl2A Cl 0.7073(3) 0.8336(2) 0.06788(12) 0.0973(7) Uani 0.888(3) 1 d D . P A 1
C37B C 0.8175(10) 0.9459(5) 0.0834(3) 0.0824(19) Uani 0.112(3) 1 d D . P A 2
H37C H 0.905899 0.887069 0.089504 0.099 Uiso 0.112(3) 1 calc R U P A 2
H37D H 0.750548 0.946490 0.122920 0.099 Uiso 0.112(3) 1 calc R U P A 2
Cl1B Cl 0.922(3) 1.0799(12) 0.0510(9) 0.1167(11) Uani 0.112(3) 1 d D . P A 2
Cl2B Cl 0.683(2) 0.9188(16) 0.0362(9) 0.0973(7) Uani 0.112(3) 1 d D . P A 2
C26 C 1.2121(5) 0.6234(3) 0.05437(18) 0.0352(8) Uani 1 1 d . . . . .
C25 C 1.2250(5) 0.5326(4) 0.02990(16) 0.0325(8) Uani 1 1 d . . . . .
C24 C 1.1122(5) 0.4453(3) 0.05329(16) 0.0305(8) Uani 1 1 d . . . . .
C23 C 0.9863(5) 0.4465(3) 0.10148(16) 0.0281(7) Uani 1 1 d . . . . .
C22 C 0.9669(5) 0.5393(3) 0.12521(16) 0.0289(7) Uani 1 1 d . . . . .
C21 C 0.7270(5) 0.5598(3) 0.27627(17) 0.0319(8) Uani 1 1 d . . . . .
C20 C 0.8579(5) 0.5478(3) 0.23156(18) 0.0323(8) Uani 1 1 d . . . . .
C9 C 0.3955(5) 0.1967(3) 0.43183(16) 0.0283(7) Uani 1 1 d . . . . .
F9 F 0.0738(4) 0.4132(2) 0.40849(13) 0.0541(7) Uani 1 1 d . . . . .
C8 C 0.5111(5) 0.2795(3) 0.43033(18) 0.0336(8) Uani 1 1 d . . . . .
F8 F 0.0273(4) 0.5978(2) 0.45231(13) 0.0555(7) Uani 1 1 d . . . . .
C7 C 0.5037(5) 0.3323(3) 0.47649(19) 0.0348(8) Uani 1 1 d . . . . .
F7 F 0.2276(4) 0.7768(2) 0.40270(12) 0.0524(7) Uani 1 1 d . . . . .
C6 C 0.3771(5) 0.3046(3) 0.52515(18) 0.0340(8) Uani 1 1 d . . . . .
F6 F 0.6375(3) 0.3088(2) 0.38426(12) 0.0457(6) Uani 1 1 d . . . . .
C5 C 0.2611(5) 0.2225(3) 0.52684(16) 0.0301(8) Uani 1 1 d . . . . .
F5 F 0.6204(3) 0.4095(2) 0.47467(13) 0.0495(6) Uani 1 1 d . . . . .
C4 C 0.2650(5) 0.1672(3) 0.48112(16) 0.0275(7) Uani 1 1 d . . . . .
F4 F 0.3684(4) 0.3551(2) 0.57025(11) 0.0467(6) Uani 1 1 d . . . . .
C11 C 0.2565(6) 0.6856(3) 0.38086(18) 0.0367(9) Uani 1 1 d . . . . .
F11 F 0.3652(3) 0.5984(2) 0.19332(11) 0.0458(6) Uani 1 1 d . . . . .
C10 C 0.3860(5) 0.6838(3) 0.33422(17) 0.0303(8) Uani 1 1 d . . . . .
F10 F 0.3268(3) 0.4060(2) 0.31796(12) 0.0453(6) Uani 1 1 d . . . . .
C12 C 0.1516(6) 0.5952(4) 0.40677(18) 0.0382(9) Uani 1 1 d . . . . .
F12 F 0.6178(3) 0.5740(2) 0.10748(10) 0.0442(6) Uani 1 1 d . . . . .
C14 C 0.3062(5) 0.4986(3) 0.33864(18) 0.0328(8) Uani 1 1 d . . . . .
F14 F 1.0187(3) 0.5304(3) 0.24544(11) 0.0466(6) Uani 1 1 d . . . . .
C13 C 0.1749(6) 0.5009(3) 0.38505(19) 0.0374(9) Uani 1 1 d . . . . .
F13 F 0.7648(3) 0.5550(3) 0.33123(11) 0.0476(6) Uani 1 1 d . . . . .
F15 F 1.0706(3) 0.7168(2) 0.12351(12) 0.0469(6) Uani 1 1 d . . . . .
C15 C 0.4154(5) 0.5883(3) 0.31316(16) 0.0286(7) Uani 1 1 d . . . . .
F16 F 1.3227(4) 0.7071(2) 0.03321(13) 0.0515(7) Uani 1 1 d . . . . .
C16 C 0.5572(5) 0.5780(3) 0.26483(16) 0.0281(7) Uani 1 1 d . . . . .
C19 C 0.8262(5) 0.5513(3) 0.17348(16) 0.0282(7) Uani 1 1 d . . . . .
C18 C 0.6577(5) 0.5686(3) 0.16249(17) 0.0318(8) Uani 1 1 d . . . . .
F18 F 1.1305(3) 0.3586(2) 0.02756(11) 0.0411(5) Uani 1 1 d . . . . .
C17 C 0.5268(5) 0.5816(3) 0.20696(18) 0.0307(8) Uani 1 1 d . . . . .
F17 F 1.3457(3) 0.5306(2) -0.01681(11) 0.0453(6) 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
I1 C9 2.096(3) . ?
F1 C1 1.339(4) . ?
N1 C29 1.328(6) . ?
N1 C31 1.454(6) . ?
N1 C32 1.460(6) . ?
C1 C2 1.382(5) . ?
C1 C3 1.385(5) 2_556 ?
I2 C10 2.115(4) . ?
F2 C2 1.339(4) . ?
C2 C3 1.388(6) . ?
N2 C30 1.318(5) . ?
N2 C34 1.445(6) . ?
N2 C33 1.457(6) . ?
N3 C28 1.324(5) . ?
N3 C36 1.459(5) . ?
N3 C35 1.459(6) . ?
F3 C5 1.342(4) . ?
I3 C23 2.110(4) . ?
C3 C4 1.487(5) . ?
C27 F15 1.341(5) . ?
C27 C26 1.383(6) . ?
C27 C22 1.392(6) . ?
C28 C29 1.378(6) . ?
C28 C30 1.387(6) . ?
C29 C30 1.390(6) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37A Cl1A 1.736(7) . ?
C37A Cl2A 1.796(7) . ?
C37A H37A 0.9900 . ?
C37A H37B 0.9900 . ?
C37B Cl2B 1.714(13) . ?
C37B Cl1B 1.829(13) . ?
C37B H37C 0.9900 . ?
C37B H37D 0.9900 . ?
C26 F16 1.333(5) . ?
C26 C25 1.373(6) . ?
C25 F17 1.336(4) . ?
C25 C24 1.380(6) . ?
C24 F18 1.345(4) . ?
C24 C23 1.383(5) . ?
C23 C22 1.387(5) . ?
C22 C19 1.485(5) . ?
C21 F13 1.332(5) . ?
C21 C20 1.381(5) . ?
C21 C16 1.393(6) . ?
C20 F14 1.341(5) . ?
C20 C19 1.390(5) . ?
C9 C8 1.385(5) . ?
C9 C4 1.406(5) . ?
F9 C13 1.329(5) . ?
C8 F6 1.339(5) . ?
C8 C7 1.373(6) . ?
F8 C12 1.336(5) . ?
C7 F5 1.337(5) . ?
C7 C6 1.376(6) . ?
F7 C11 1.347(5) . ?
C6 F4 1.332(5) . ?
C6 C5 1.380(6) . ?
C5 C4 1.387(5) . ?
C11 C10 1.377(5) . ?
C11 C12 1.380(6) . ?
F11 C17 1.344(5) . ?
C10 C15 1.389(5) . ?
F10 C14 1.346(5) . ?
C12 C13 1.380(6) . ?
F12 C18 1.337(4) . ?
C14 C13 1.383(6) . ?
C14 C15 1.390(6) . ?
C15 C16 1.486(5) . ?
C16 C17 1.382(5) . ?
C19 C18 1.379(6) . ?
C18 C17 1.381(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
C29 N1 C31 119.9(4) . . ?
C29 N1 C32 120.1(4) . . ?
C31 N1 C32 119.6(4) . . ?
F1 C1 C2 118.4(3) . . ?
F1 C1 C3 119.9(3) . 2_556 ?
C2 C1 C3 121.6(4) . 2_556 ?
F2 C2 C1 118.4(3) . . ?
F2 C2 C3 119.8(3) . . ?
C1 C2 C3 121.7(3) . . ?
C30 N2 C34 121.6(4) . . ?
C30 N2 C33 119.8(4) . . ?
C34 N2 C33 118.4(4) . . ?
C28 N3 C36 118.8(4) . . ?
C28 N3 C35 118.0(3) . . ?
C36 N3 C35 118.9(3) . . ?
C1 C3 C2 116.7(3) 2_556 . ?
C1 C3 C4 122.2(3) 2_556 . ?
C2 C3 C4 120.8(3) . . ?
F15 C27 C26 117.6(4) . . ?
F15 C27 C22 120.1(3) . . ?
C26 C27 C22 122.2(4) . . ?
N3 C28 C29 149.9(4) . . ?
N3 C28 C30 149.5(4) . . ?
C29 C28 C30 60.3(3) . . ?
N1 C29 C28 149.8(4) . . ?
N1 C29 C30 150.0(4) . . ?
C28 C29 C30 60.2(3) . . ?
N2 C30 C28 151.1(4) . . ?
N2 C30 C29 149.4(4) . . ?
C28 C30 C29 59.5(3) . . ?
N1 C31 H31A 109.5 . . ?
N1 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N1 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N2 C33 H33A 109.5 . . ?
N2 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N2 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N2 C34 H34A 109.5 . . ?
N2 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N2 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N3 C35 H35A 109.5 . . ?
N3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N3 C36 H36A 109.5 . . ?
N3 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N3 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
Cl1A C37A Cl2A 109.4(4) . . ?
Cl1A C37A H37A 109.8 . . ?
Cl2A C37A H37A 109.8 . . ?
Cl1A C37A H37B 109.8 . . ?
Cl2A C37A H37B 109.8 . . ?
H37A C37A H37B 108.2 . . ?
Cl2B C37B Cl1B 109.9(9) . . ?
Cl2B C37B H37C 109.7 . . ?
Cl1B C37B H37C 109.7 . . ?
Cl2B C37B H37D 109.7 . . ?
Cl1B C37B H37D 109.7 . . ?
H37C C37B H37D 108.2 . . ?
F16 C26 C25 120.4(4) . . ?
F16 C26 C27 120.7(4) . . ?
C25 C26 C27 118.9(4) . . ?
F17 C25 C26 119.5(4) . . ?
F17 C25 C24 120.8(4) . . ?
C26 C25 C24 119.7(3) . . ?
F18 C24 C25 117.3(3) . . ?
F18 C24 C23 121.3(4) . . ?
C25 C24 C23 121.4(3) . . ?
C24 C23 C22 119.6(4) . . ?
C24 C23 I3 118.5(3) . . ?
C22 C23 I3 121.6(3) . . ?
C23 C22 C27 118.0(3) . . ?
C23 C22 C19 123.1(3) . . ?
C27 C22 C19 118.8(3) . . ?
F13 C21 C20 119.1(4) . . ?
F13 C21 C16 119.5(3) . . ?
C20 C21 C16 121.4(3) . . ?
F14 C20 C21 118.5(3) . . ?
F14 C20 C19 119.8(3) . . ?
C21 C20 C19 121.7(4) . . ?
C8 C9 C4 119.5(3) . . ?
C8 C9 I1 116.7(3) . . ?
C4 C9 I1 123.8(3) . . ?
F6 C8 C7 117.6(4) . . ?
F6 C8 C9 120.8(3) . . ?
C7 C8 C9 121.6(4) . . ?
F5 C7 C8 120.2(4) . . ?
F5 C7 C6 119.9(4) . . ?
C8 C7 C6 119.9(4) . . ?
F4 C6 C7 120.5(4) . . ?
F4 C6 C5 120.6(4) . . ?
C7 C6 C5 118.9(3) . . ?
F3 C5 C6 117.6(3) . . ?
F3 C5 C4 119.6(3) . . ?
C6 C5 C4 122.8(4) . . ?
C5 C4 C9 117.4(3) . . ?
C5 C4 C3 117.5(3) . . ?
C9 C4 C3 125.1(3) . . ?
F7 C11 C10 120.7(4) . . ?
F7 C11 C12 117.6(3) . . ?
C10 C11 C12 121.7(4) . . ?
C11 C10 C15 119.7(4) . . ?
C11 C10 I2 118.2(3) . . ?
C15 C10 I2 121.9(3) . . ?
F8 C12 C11 121.1(4) . . ?
F8 C12 C13 119.5(4) . . ?
C11 C12 C13 119.5(4) . . ?
F10 C14 C13 118.0(4) . . ?
F10 C14 C15 119.8(3) . . ?
C13 C14 C15 122.2(4) . . ?
F9 C13 C12 120.7(4) . . ?
F9 C13 C14 120.4(4) . . ?
C12 C13 C14 118.8(4) . . ?
C10 C15 C14 118.1(3) . . ?
C10 C15 C16 123.0(3) . . ?
C14 C15 C16 118.9(3) . . ?
C17 C16 C21 116.6(3) . . ?
C17 C16 C15 121.9(3) . . ?
C21 C16 C15 121.5(3) . . ?
C18 C19 C20 116.7(3) . . ?
C18 C19 C22 121.5(3) . . ?
C20 C19 C22 121.8(3) . . ?
F12 C18 C19 120.0(3) . . ?
F12 C18 C17 118.3(3) . . ?
C19 C18 C17 121.7(3) . . ?
F11 C17 C18 118.8(3) . . ?
F11 C17 C16 119.2(3) . . ?
C18 C17 C16 122.0(4) . . ?

_refine_diff_density_max         0.867
_refine_diff_density_min         -0.810
_refine_diff_density_rms         0.113



####################################################################### 
# 
# 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_syn-p-1-TDACl
_database_code_depnum_ccdc_archive 'CCDC 2167343'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H18 Cl F24 I4 N3'
_chemical_formula_weight         1599.67

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'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.0859(9)
_cell_length_b                   10.7062(10)
_cell_length_c                   25.696(3)
_cell_angle_alpha                82.495(8)
_cell_angle_beta                 89.647(8)
_cell_angle_gamma                86.629(8)
_cell_volume                     2473.9(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    9624
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      74.4

_exptl_crystal_description       prism
_exptl_crystal_colour            'translucent colorless'
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.147
_exptl_crystal_F_000             1508
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.170
_exptl_crystal_size_rad          0.185
_exptl_absorpt_coefficient_mu    21.470
_exptl_absorpt_correction_T_min  0.12796
_exptl_absorpt_correction_T_max  0.22666
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.16b (Rigaku Oxford Diffraction, 2015)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.517
_oxdiff_exptl_absorpt_empirical_full_max 2.216
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      170(2)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4409
_diffrn_reflns_number            15445
_diffrn_reflns_av_unetI/netI     0.0627
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         3.470
_diffrn_reflns_theta_max         74.450
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             9624
_reflns_number_gt                7353
_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       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_structure_solution    'ShelXT, shelXle'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Diamond 4, Mercury'
_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)+(0.0768P)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         9624
_refine_ls_number_parameters     700
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1432
_refine_ls_wR_factor_gt          0.1288
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_restrained_S_all      1.004
_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
I1 I -0.05136(5) 0.62723(4) 0.13469(2) 0.03972(13) Uani 1 1 d . . . . .
I2 I 0.29522(5) 0.40474(4) 0.22152(2) 0.03835(13) Uani 1 1 d . . . . .
F1 F -0.2969(5) 0.7902(5) 0.0605(2) 0.0586(14) Uani 1 1 d . . . . .
F2 F -0.2797(6) 0.9319(5) -0.0333(2) 0.0587(13) Uani 1 1 d . . . . .
F3 F -0.0191(6) 0.9511(5) -0.0845(2) 0.0565(13) Uani 1 1 d . . . . .
F4 F 0.2235(6) 0.8177(5) -0.0432(2) 0.0537(12) Uani 1 1 d . . . . .
F5 F 0.3139(6) 0.8228(4) 0.0880(2) 0.0532(13) Uani 1 1 d . . . . .
F6 F 0.5274(5) 0.6749(4) 0.14040(18) 0.0446(10) Uani 1 1 d . . . . .
F7 F 0.3508(6) 0.3223(4) 0.0737(2) 0.0642(16) Uani 1 1 d . . . . .
F8 F 0.1380(6) 0.4702(4) 0.0219(2) 0.0546(13) Uani 1 1 d . . . . .
F9 F 0.7293(6) 0.4226(5) 0.0765(2) 0.0536(12) Uani 1 1 d . . . . .
F10 F 0.9243(6) 0.2756(5) 0.1401(2) 0.0640(15) Uani 1 1 d . . . . .
F11 F 0.8463(6) 0.1890(5) 0.2397(2) 0.0603(14) Uani 1 1 d . . . . .
F12 F 0.5798(6) 0.2501(4) 0.2764(2) 0.0505(12) Uani 1 1 d . . . . .
C1 C -0.0429(8) 0.7249(6) 0.0585(3) 0.0341(14) Uani 1 1 d . . . . .
C2 C -0.1653(9) 0.7932(8) 0.0356(3) 0.0434(17) Uani 1 1 d . . . . .
C3 C -0.1587(9) 0.8679(7) -0.0127(3) 0.0408(17) Uani 1 1 d . . . . .
C4 C -0.0270(10) 0.8767(7) -0.0386(3) 0.0412(17) Uani 1 1 d . . . . .
C5 C 0.0963(9) 0.8065(7) -0.0166(3) 0.0384(16) Uani 1 1 d . . . . .
C6 C 0.0899(8) 0.7300(6) 0.0305(3) 0.0326(14) Uani 1 1 d . . . . .
C7 C 0.2215(8) 0.6524(6) 0.0525(3) 0.0334(14) Uani 1 1 d . . . . .
C8 C 0.3250(8) 0.6997(6) 0.0822(3) 0.0371(16) Uani 1 1 d . . . . .
C9 C 0.4352(8) 0.6244(7) 0.1094(3) 0.0356(15) Uani 1 1 d . . . . .
C10 C 0.4457(8) 0.4945(7) 0.1078(3) 0.0346(15) Uani 1 1 d . . . . .
C11 C 0.3453(9) 0.4463(7) 0.0767(3) 0.0378(16) Uani 1 1 d . . . . .
C12 C 0.2360(8) 0.5234(7) 0.0489(3) 0.0367(15) Uani 1 1 d . . . . .
C13 C 0.5490(8) 0.4107(6) 0.1425(3) 0.0372(16) Uani 1 1 d . . . . .
C14 C 0.6889(9) 0.3799(8) 0.1254(3) 0.0441(18) Uani 1 1 d . . . . .
C15 C 0.7899(9) 0.3064(7) 0.1577(4) 0.048(2) Uani 1 1 d . . . . .
C16 C 0.7505(10) 0.2617(7) 0.2082(4) 0.047(2) Uani 1 1 d . . . . .
C17 C 0.6115(9) 0.2924(6) 0.2264(3) 0.0404(17) Uani 1 1 d . . . . .
C18 C 0.5089(8) 0.3652(6) 0.1936(3) 0.0370(16) Uani 1 1 d . . . . .
N1 N 0.2536(7) 0.0441(6) 0.2416(3) 0.0424(15) Uani 1 1 d . . . . .
N2 N 0.5764(7) -0.0450(6) 0.3253(3) 0.0409(14) Uani 1 1 d . . . . .
N3 N 0.6140(8) -0.0112(6) 0.1810(3) 0.0445(15) Uani 1 1 d . . . . .
C37 C 0.5331(8) -0.0072(7) 0.2241(3) 0.0376(16) Uani 1 1 d . . . . .
C38 C 0.3986(8) 0.0144(6) 0.2465(3) 0.0347(15) Uani 1 1 d . . . . .
C39 C 0.5205(8) -0.0201(7) 0.2777(3) 0.0370(15) Uani 1 1 d . . . . .
C40 C 0.7358(9) -0.0574(9) 0.3335(4) 0.056(2) Uani 1 1 d . . . . .
H40A H 0.785449 -0.063569 0.299927 0.083 Uiso 1 1 calc R U . . .
H40B H 0.761158 -0.133716 0.357985 0.083 Uiso 1 1 calc R U . . .
H40C H 0.767592 0.016581 0.348208 0.083 Uiso 1 1 calc R U . . .
C41 C 0.4785(10) -0.0399(8) 0.3704(3) 0.0461(18) Uani 1 1 d . . . . .
H41A H 0.441942 0.047579 0.371811 0.069 Uiso 1 1 calc R U . . .
H41B H 0.532923 -0.071547 0.402744 0.069 Uiso 1 1 calc R U . . .
H41C H 0.395107 -0.092236 0.366990 0.069 Uiso 1 1 calc R U . . .
C42 C 0.1676(10) 0.0761(8) 0.2864(4) 0.051(2) Uani 1 1 d . . . . .
H42A H 0.079849 0.026642 0.290018 0.077 Uiso 1 1 calc R U . . .
H42B H 0.137371 0.166263 0.281086 0.077 Uiso 1 1 calc R U . . .
H42C H 0.227521 0.056986 0.318355 0.077 Uiso 1 1 calc R U . . .
C43 C 0.1841(9) 0.0598(8) 0.1901(4) 0.050(2) Uani 1 1 d . . . . .
H43A H 0.239443 0.007687 0.167199 0.074 Uiso 1 1 calc R U . . .
H43B H 0.183427 0.148634 0.174866 0.074 Uiso 1 1 calc R U . . .
H43C H 0.082572 0.033610 0.193642 0.074 Uiso 1 1 calc R U . . .
C44 C 0.5486(11) 0.0260(9) 0.1291(3) 0.054(2) Uani 1 1 d . . . . .
H44A H 0.623777 0.061214 0.104802 0.081 Uiso 1 1 calc R U . . .
H44B H 0.467757 0.089763 0.131381 0.081 Uiso 1 1 calc R U . . .
H44C H 0.510478 -0.048012 0.116155 0.081 Uiso 1 1 calc R U . . .
C45 C 0.7613(10) -0.0680(9) 0.1839(4) 0.057(2) Uani 1 1 d . . . . .
H45A H 0.826409 -0.014148 0.161640 0.086 Uiso 1 1 calc R U . . .
H45B H 0.761846 -0.151097 0.171732 0.086 Uiso 1 1 calc R U . . .
H45C H 0.796051 -0.077736 0.220308 0.086 Uiso 1 1 calc R U . . .
Cl2 Cl -0.0350(2) 0.48628(18) 0.24890(7) 0.0447(4) Uani 1 1 d . . . . .
I3 I 0.63880(5) 0.60659(4) 0.27823(2) 0.03782(12) Uani 1 1 d . . . . .
I4 I 0.98260(5) 0.34096(5) 0.36239(2) 0.04013(13) Uani 1 1 d . . . . .
F13 F 0.3485(5) 0.7548(4) 0.22468(18) 0.0448(10) Uani 1 1 d . . . . .
F14 F 0.0737(6) 0.7898(4) 0.2591(2) 0.0548(13) Uani 1 1 d . . . . .
F15 F -0.0033(5) 0.6890(5) 0.3574(2) 0.0575(13) Uani 1 1 d . . . . .
F16 F 0.1999(5) 0.5528(5) 0.42097(19) 0.0498(11) Uani 1 1 d . . . . .
F17 F 0.6065(6) 0.6859(4) 0.4152(2) 0.0566(13) Uani 1 1 d . . . . .
F18 F 0.8214(6) 0.5410(4) 0.4676(2) 0.0517(12) Uani 1 1 d . . . . .
F19 F 0.3947(5) 0.3233(4) 0.3707(2) 0.0554(13) Uani 1 1 d . . . . .
F20 F 0.6078(6) 0.1777(4) 0.4248(2) 0.0611(15) Uani 1 1 d . . . . .
F21 F 0.7176(6) 0.2189(5) 0.54983(19) 0.0504(11) Uani 1 1 d . . . . .
F22 F 0.9519(7) 0.0757(5) 0.5926(2) 0.0601(14) Uani 1 1 d . . . . .
F23 F 1.2024(6) 0.0530(5) 0.5364(2) 0.0608(14) Uani 1 1 d . . . . .
F24 F 1.2153(6) 0.1634(5) 0.4374(2) 0.0603(14) Uani 1 1 d . . . . .
C19 C 0.4256(8) 0.6408(6) 0.3062(3) 0.0346(15) Uani 1 1 d . . . . .
C20 C 0.3175(9) 0.7076(7) 0.2739(3) 0.0408(17) Uani 1 1 d . . . . .
C21 C 0.1744(9) 0.7234(7) 0.2906(4) 0.0433(18) Uani 1 1 d . . . . .
C22 C 0.1365(9) 0.6723(7) 0.3404(4) 0.0447(18) Uani 1 1 d . . . . .
C23 C 0.2409(9) 0.6036(7) 0.3728(3) 0.0419(17) Uani 1 1 d . . . . .
C24 C 0.3848(8) 0.5878(6) 0.3568(3) 0.0359(15) Uani 1 1 d . . . . .
C25 C 0.4939(9) 0.5083(7) 0.3923(3) 0.0370(15) Uani 1 1 d . . . . .
C26 C 0.6032(9) 0.5593(7) 0.4183(3) 0.0394(16) Uani 1 1 d . . . . .
C27 C 0.7130(9) 0.4849(7) 0.4454(3) 0.0381(16) Uani 1 1 d . . . . .
C28 C 0.7180(8) 0.3549(7) 0.4483(3) 0.0356(15) Uani 1 1 d . . . . .
C29 C 0.6067(9) 0.3033(7) 0.4239(3) 0.0393(16) Uani 1 1 d . . . . .
C30 C 0.4972(9) 0.3770(7) 0.3969(3) 0.0419(17) Uani 1 1 d . . . . .
C31 C 0.8475(8) 0.2735(7) 0.4714(3) 0.0358(15) Uani 1 1 d . . . . .
C32 C 0.8419(9) 0.2111(7) 0.5211(3) 0.0408(17) Uani 1 1 d . . . . .
C33 C 0.9614(10) 0.1374(7) 0.5442(3) 0.0440(18) Uani 1 1 d . . . . .
C34 C 1.0865(10) 0.1248(8) 0.5155(3) 0.0465(19) Uani 1 1 d . . . . .
C35 C 1.0931(9) 0.1841(7) 0.4638(3) 0.0441(18) Uani 1 1 d . . . . .
C36 C 0.9763(8) 0.2587(7) 0.4410(3) 0.0367(15) 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
I1 C1 2.099(7) . ?
I2 C18 2.104(8) . ?
F1 C2 1.353(10) . ?
F2 C3 1.335(9) . ?
F3 C4 1.338(8) . ?
F4 C5 1.342(9) . ?
F5 C8 1.343(8) . ?
F6 C9 1.341(8) . ?
F7 C11 1.337(8) . ?
F8 C12 1.330(9) . ?
F9 C14 1.335(10) . ?
F10 C15 1.337(10) . ?
F11 C16 1.334(9) . ?
F12 C17 1.339(9) . ?
C1 C2 1.385(11) . ?
C1 C6 1.400(10) . ?
C2 C3 1.389(11) . ?
C3 C4 1.367(12) . ?
C4 C5 1.392(11) . ?
C5 C6 1.374(10) . ?
C6 C7 1.486(10) . ?
C7 C8 1.374(10) . ?
C7 C12 1.394(10) . ?
C8 C9 1.382(10) . ?
C9 C10 1.395(10) . ?
C10 C11 1.382(10) . ?
C10 C13 1.478(10) . ?
C11 C12 1.391(10) . ?
C13 C14 1.377(11) . ?
C13 C18 1.395(11) . ?
C14 C15 1.380(12) . ?
C15 C16 1.376(13) . ?
C16 C17 1.382(13) . ?
C17 C18 1.393(10) . ?
N1 C38 1.339(10) . ?
N1 C42 1.454(11) . ?
N1 C43 1.455(11) . ?
N2 C39 1.317(10) . ?
N2 C40 1.460(10) . ?
N2 C41 1.462(10) . ?
N3 C37 1.330(10) . ?
N3 C45 1.435(11) . ?
N3 C44 1.462(11) . ?
C37 C38 1.369(11) . ?
C37 C39 1.371(11) . ?
C38 C39 1.375(11) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C45 H45A 0.9800 . ?
C45 H45B 0.9800 . ?
C45 H45C 0.9800 . ?
I3 C19 2.090(7) . ?
I4 C36 2.098(7) . ?
F13 C20 1.335(9) . ?
F14 C21 1.335(9) . ?
F15 C22 1.350(9) . ?
F16 C23 1.345(9) . ?
F17 C26 1.350(8) . ?
F18 C27 1.350(9) . ?
F19 C30 1.350(9) . ?
F20 C29 1.341(8) . ?
F21 C32 1.350(9) . ?
F22 C33 1.336(9) . ?
F23 C34 1.339(9) . ?
F24 C35 1.320(10) . ?
C19 C20 1.391(11) . ?
C19 C24 1.408(10) . ?
C20 C21 1.374(12) . ?
C21 C22 1.374(12) . ?
C22 C23 1.379(12) . ?
C23 C24 1.375(11) . ?
C24 C25 1.499(10) . ?
C25 C26 1.377(11) . ?
C25 C30 1.395(10) . ?
C26 C27 1.374(11) . ?
C27 C28 1.382(10) . ?
C28 C29 1.373(11) . ?
C28 C31 1.500(10) . ?
C29 C30 1.367(11) . ?
C31 C32 1.362(10) . ?
C31 C36 1.415(11) . ?
C32 C33 1.392(12) . ?
C33 C34 1.361(13) . ?
C34 C35 1.397(11) . ?
C35 C36 1.376(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 117.8(7) . . ?
C2 C1 I1 121.3(6) . . ?
C6 C1 I1 120.8(5) . . ?
F1 C2 C1 120.2(7) . . ?
F1 C2 C3 117.5(7) . . ?
C1 C2 C3 122.3(8) . . ?
F2 C3 C4 120.4(7) . . ?
F2 C3 C2 120.1(7) . . ?
C4 C3 C2 119.5(7) . . ?
F3 C4 C3 119.8(7) . . ?
F3 C4 C5 121.3(8) . . ?
C3 C4 C5 118.9(7) . . ?
F4 C5 C6 120.9(7) . . ?
F4 C5 C4 117.1(7) . . ?
C6 C5 C4 121.9(7) . . ?
C5 C6 C1 119.5(7) . . ?
C5 C6 C7 121.2(7) . . ?
C1 C6 C7 119.3(6) . . ?
C8 C7 C12 116.7(7) . . ?
C8 C7 C6 122.2(6) . . ?
C12 C7 C6 120.7(6) . . ?
F5 C8 C7 119.2(7) . . ?
F5 C8 C9 118.0(7) . . ?
C7 C8 C9 122.7(7) . . ?
F6 C9 C8 120.0(7) . . ?
F6 C9 C10 119.4(6) . . ?
C8 C9 C10 120.5(7) . . ?
C11 C10 C9 117.3(7) . . ?
C11 C10 C13 121.3(7) . . ?
C9 C10 C13 121.0(7) . . ?
F7 C11 C10 119.6(6) . . ?
F7 C11 C12 118.8(6) . . ?
C10 C11 C12 121.6(7) . . ?
F8 C12 C11 118.6(6) . . ?
F8 C12 C7 120.2(6) . . ?
C11 C12 C7 121.0(7) . . ?
C14 C13 C18 118.9(7) . . ?
C14 C13 C10 120.4(7) . . ?
C18 C13 C10 120.7(7) . . ?
F9 C14 C13 119.7(7) . . ?
F9 C14 C15 118.7(8) . . ?
C13 C14 C15 121.6(8) . . ?
F10 C15 C16 119.6(8) . . ?
F10 C15 C14 120.8(9) . . ?
C16 C15 C14 119.6(8) . . ?
F11 C16 C15 120.3(8) . . ?
F11 C16 C17 119.8(8) . . ?
C15 C16 C17 119.9(7) . . ?
F12 C17 C16 117.8(7) . . ?
F12 C17 C18 121.7(8) . . ?
C16 C17 C18 120.6(8) . . ?
C17 C18 C13 119.5(7) . . ?
C17 C18 I2 119.8(6) . . ?
C13 C18 I2 120.8(5) . . ?
C38 N1 C42 120.4(7) . . ?
C38 N1 C43 120.2(7) . . ?
C42 N1 C43 118.9(7) . . ?
C39 N2 C40 120.9(7) . . ?
C39 N2 C41 119.0(7) . . ?
C40 N2 C41 119.4(7) . . ?
C37 N3 C45 120.8(8) . . ?
C37 N3 C44 120.7(7) . . ?
C45 N3 C44 118.0(7) . . ?
N3 C37 C38 149.0(8) . . ?
N3 C37 C39 150.8(8) . . ?
C38 C37 C39 60.3(6) . . ?
N1 C38 C37 150.0(8) . . ?
N1 C38 C39 150.1(8) . . ?
C37 C38 C39 59.9(6) . . ?
N2 C39 C37 152.1(7) . . ?
N2 C39 C38 148.1(7) . . ?
C37 C39 C38 59.8(6) . . ?
N2 C40 H40A 109.5 . . ?
N2 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
N2 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N2 C41 H41A 109.5 . . ?
N2 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
N2 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N1 C42 H42A 109.5 . . ?
N1 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N1 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N1 C43 H43A 109.5 . . ?
N1 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
N1 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
N3 C44 H44A 109.5 . . ?
N3 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
N3 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
N3 C45 H45A 109.5 . . ?
N3 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
N3 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C20 C19 C24 118.2(7) . . ?
C20 C19 I3 121.1(6) . . ?
C24 C19 I3 120.5(5) . . ?
F13 C20 C21 117.6(7) . . ?
F13 C20 C19 120.7(7) . . ?
C21 C20 C19 121.7(8) . . ?
F14 C21 C20 120.3(8) . . ?
F14 C21 C22 120.2(8) . . ?
C20 C21 C22 119.5(8) . . ?
F15 C22 C21 119.8(8) . . ?
F15 C22 C23 120.2(8) . . ?
C21 C22 C23 120.0(7) . . ?
F16 C23 C24 120.1(8) . . ?
F16 C23 C22 118.6(7) . . ?
C24 C23 C22 121.2(8) . . ?
C23 C24 C19 119.4(7) . . ?
C23 C24 C25 119.7(7) . . ?
C19 C24 C25 120.8(7) . . ?
C26 C25 C30 116.4(7) . . ?
C26 C25 C24 122.6(7) . . ?
C30 C25 C24 120.8(7) . . ?
F17 C26 C27 118.9(7) . . ?
F17 C26 C25 119.2(7) . . ?
C27 C26 C25 121.8(7) . . ?
F18 C27 C26 118.8(7) . . ?
F18 C27 C28 119.8(7) . . ?
C26 C27 C28 121.3(7) . . ?
C29 C28 C27 117.2(7) . . ?
C29 C28 C31 120.5(7) . . ?
C27 C28 C31 121.9(7) . . ?
F20 C29 C30 118.9(7) . . ?
F20 C29 C28 119.5(7) . . ?
C30 C29 C28 121.6(7) . . ?
F19 C30 C29 120.0(7) . . ?
F19 C30 C25 118.2(7) . . ?
C29 C30 C25 121.6(7) . . ?
C32 C31 C36 119.3(7) . . ?
C32 C31 C28 120.8(7) . . ?
C36 C31 C28 119.8(6) . . ?
F21 C32 C31 120.4(7) . . ?
F21 C32 C33 117.4(7) . . ?
C31 C32 C33 122.3(7) . . ?
F22 C33 C34 120.4(8) . . ?
F22 C33 C32 121.0(8) . . ?
C34 C33 C32 118.6(7) . . ?
F23 C34 C33 119.9(8) . . ?
F23 C34 C35 119.9(8) . . ?
C33 C34 C35 120.2(8) . . ?
F24 C35 C36 121.3(7) . . ?
F24 C35 C34 117.1(7) . . ?
C36 C35 C34 121.6(8) . . ?
C35 C36 C31 118.0(7) . . ?
C35 C36 I4 121.5(6) . . ?
C31 C36 I4 120.4(5) . . ?

_refine_diff_density_max         1.395
_refine_diff_density_min         -1.296
_refine_diff_density_rms         0.166



####################################################################### 
# 
# 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_anti-m-1-TDACl
_database_code_depnum_ccdc_archive 'CCDC 2167337'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 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(C18 F12 I2), C9 H18 N3, Cl'
_chemical_formula_sum            'C45 H18 Cl F24 I4 N3'
_chemical_formula_weight         1599.67

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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'I a'
_space_group_name_Hall           'I -2ya'

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

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

_cell_length_a                   25.56024(12)
_cell_length_b                   8.05461(4)
_cell_length_c                   24.62605(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.1507(4)
_cell_angle_gamma                90
_cell_volume                     5068.93(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    7403
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      66.5

_exptl_crystal_description       block
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.096
_exptl_crystal_F_000             3016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.336
_exptl_crystal_size_mid          0.154
_exptl_crystal_size_min          0.118
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 2 0 0.1343
1 -1 -2 0.1533
0 -1 2 0.1799
-1 0 -2 0.0732
1 0 2 0.0705
-1 0 0 0.0598
1 -2 14 0.1334
12 2 -9 0.1117
16 0 1 0.0538
-16 0 -4 0.0538
10 2 -11 0.1094
-12 -2 9 0.1326
16 0 -4 0.0554
14 -1 -9 0.0697
-12 0 12 0.0859
4 0 -16 0.0770
4 -1 -15 0.0799
-4 0 16 0.0797
-2 -5 -5 0.1689
1 -2 -15 0.0926
-2 0 16 0.0738
3 5 -3 0.1402
-8 -4 -4 0.1504
-12 -3 -4 0.1194
-15 0 -7 0.0569
-16 -1 -3 0.0612
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9949 1.9986 -0.0068 0.0903 -0.3322 0.1765
0.9952 -0.9997 -1.9971 -0.0640 0.2254 0.0237
-0.0003 -0.9989 2.0039 -0.0263 0.1068 -0.2003
-1.0014 -0.0001 -1.9997 -0.0969 0.0153 0.0999
1.0014 0.0001 1.9997 0.0969 -0.0153 -0.0999
-0.9995 0.0002 0.0005 -0.0520 -0.0293 -0.0081
0.8455 -2.3300 14.2691 0.1974 0.0597 -0.9785
11.9198 2.3992 -8.5854 0.5993 0.1770 0.7807
16.4288 0.4493 1.4325 0.9194 0.3814 0.0963
-16.0173 -0.0083 -3.8546 -0.9208 -0.3822 0.0785
9.6470 2.3417 -11.0422 0.4219 0.1740 0.8898
-12.0119 -2.1140 9.1643 -0.5709 -0.2359 -0.7864
16.0910 -0.3611 -4.0422 0.7217 0.6167 0.3145
13.5165 -0.7844 -9.2120 0.4419 0.7208 0.5340
-11.6812 -0.1169 11.5686 -0.3577 -0.5829 -0.7295
3.8837 0.3898 -15.5671 -0.1183 0.4022 0.9079
4.4787 -1.4577 -14.8149 -0.2019 0.6832 0.7018
-4.0843 0.0792 15.5667 0.1412 -0.4793 -0.8662
-1.8221 -4.9538 -4.7655 -0.5540 0.8046 -0.2138
0.5224 -2.0023 -14.7638 -0.4455 0.6487 0.6170
-1.5561 0.0153 15.9412 0.2766 -0.4038 -0.8720
2.6187 5.0889 -2.7223 0.4376 -0.6345 0.6371
-8.2210 -4.3088 -4.2264 -0.8292 0.5071 -0.2350
-12.1659 -3.2320 -4.2883 -0.9594 0.2295 -0.1642
-14.5400 0.0751 -7.4119 -0.9175 -0.2721 0.2902
-15.9685 -0.6997 -3.4610 -0.9586 -0.2846 -0.0061
_exptl_absorpt_coefficient_mu    20.957
_exptl_absorpt_correction_T_min  0.012
_exptl_absorpt_correction_T_max  0.390
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.29a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.814
_oxdiff_exptl_absorpt_empirical_full_max 1.318
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      170.00(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            34691
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_av_R_equivalents  0.0424
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.459
_diffrn_reflns_theta_max         66.499
_diffrn_reflns_theta_full        66.499
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.828
_diffrn_reflns_point_group_measured_fraction_full 0.828
_reflns_number_total             7403
_reflns_number_gt                7357
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.656
_reflns_Friedel_fraction_max     0.656
_reflns_Friedel_fraction_full    0.656
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0520655000
_diffrn_orient_matrix_UB_12      0.0711694000
_diffrn_orient_matrix_UB_13      0.0223677000
_diffrn_orient_matrix_UB_21      0.0293103000
_diffrn_orient_matrix_UB_22      -0.1517175000
_diffrn_orient_matrix_UB_23      -0.0223254000
_diffrn_orient_matrix_UB_31      0.0080482000
_diffrn_orient_matrix_UB_32      0.0921554000
_diffrn_orient_matrix_UB_33      -0.0540044000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -46.00 -21.00   0.50    0.06    --  -47.45 118.00-107.00   50
  2  ω    -83.00 -31.00   0.50    0.06    --  -47.45 158.00  46.00  104
  3  ω     73.00 119.00   0.50    0.06    --   47.45 158.00  46.00   92
  4  ω     64.00  89.00   0.50    0.06    --   47.45-158.00  12.00   50
  5  ω     37.00  62.00   0.50    0.06    --   47.45-118.00 166.00   50
  6  ω    -81.00 -46.00   0.50    0.23    --  -86.25 118.00-107.00   70
  7  ω    -93.00 -68.00   0.50    0.23    --  -86.25 158.00  46.00   50
  8  ω     63.00  88.00   0.50    0.23    --  106.49-158.00  12.00   50
  9  ω     47.00  72.00   0.50    0.23    --  106.49-118.00 166.00   50
 10  ω    127.00 172.00   0.50    0.23    --  106.49 118.00-107.00   90
 11  ω     95.00 134.00   0.50    0.23    --  106.49-158.00  12.00   78
 12  ω   -118.00 -83.00   0.50    0.06    --  -47.45-125.00 -90.00   70
 13  ω   -115.00 -85.00   0.50    0.06    --  -47.45-125.00  30.00   60
 14  ω   -100.00 -74.00   0.50    0.06    --  -47.45-125.00  60.00   52
 15  ω    -22.00  27.00   0.50    0.06    --  -47.45  19.00 -90.00   98
 16  ω   -118.00 -73.00   0.50    0.06    --  -47.45-125.00-180.00   90
 17  ω    -43.00 -15.00   0.50    0.23    --  -86.25  45.00 120.00   56
 18  ω    -46.00 -13.00   0.50    0.23    --  -86.25  61.00  30.00   66
 19  ω    -40.00 -15.00   0.50    0.23    --  -86.25  45.00-120.00   50
 20  ω    -48.00 -17.00   0.50    0.23    --  -86.25  45.00-150.00   62
 21  ω   -121.00 -96.00   0.50    0.23    --  -86.25-158.00  12.00   50
 22  ω     41.00  68.00   0.50    0.23    --  106.49 -61.00 -30.00   54
 23  ω     35.00  73.00   0.50    0.23    --  106.49 -61.00   0.00   76
 24  ω     39.00  64.00   0.50    0.23    --  106.49-125.00 120.00   50
 25  ω     69.00 111.00   0.50    0.23    --  106.49-125.00 120.00   84
 26  ω     40.00  70.00   0.50    0.23    --  106.49 -61.00-150.00   60
 27  ω     38.00  74.00   0.50    0.23    --  106.49 -61.00 -60.00   72
 28  ω     66.00 104.00   0.50    0.23    --  106.49 -77.00 120.00   76
 29  ω     40.00  73.00   0.50    0.23    --  106.49 -61.00  30.00   66
 30  ω     49.00  74.00   0.50    0.23    --  106.49 -61.00  60.00   50
 31  ω    101.00 173.00   0.50    0.23    --  106.49  15.00 -60.00  144
 32  ω     97.00 176.00   0.50    0.23    --  106.49  30.00-180.00  158
 33  ω     46.00  71.00   0.50    0.23    --  106.49 -61.00 150.00   50
 34  ω    124.00 159.00   0.50    0.23    --  106.49  83.00 175.00   70
 35  ω     -9.00  17.00   0.50    0.06    --  -47.45  57.00-180.00   52
 36  ω    -23.00  22.00   0.50    0.06    --  -47.45  19.00-120.00   90
 37  ω    -61.00 -13.00   0.50    0.06    --  -47.45  57.00-180.00   96
 38  ω     -3.00  22.00   0.50    0.06    --  -47.45  19.00 -30.00   50
 39  ω    -22.00  28.00   0.50    0.06    --   47.45 -19.00  30.00  100
 40  ω     45.00  96.00   0.50    0.06    --   47.45  38.00 -90.00  102
 41  ω    -68.00 -43.00   0.50    0.23    --  -86.25  61.00 150.00   50
 42  ω   -138.00 -73.00   0.50    0.23    --  -86.25 -45.00 -30.00  130
 43  ω     95.00 177.00   0.50    0.23    --  106.49  61.00 -60.00  164
 44  ω    153.00 178.00   0.50    0.23    --  106.49  45.00  90.00   50
 45  ω     92.00 148.00   0.50    0.23    --  106.49  61.00 120.00  112
 46  ω     94.00 122.00   0.50    0.23    --  106.49  30.00-120.00   56
 47  ω    131.00 175.00   0.50    0.23    --  106.49  30.00-120.00   88
 48  ω    107.00 141.00   0.50    0.23    --  106.49  45.00-120.00   68
 49  ω    103.00 129.00   0.50    0.23    --  106.49  45.00  90.00   52
 50  ω     95.00 121.00   0.50    0.23    --  106.49  45.00 150.00   52
 51  ω     35.00  65.00   0.50    0.23    --  106.49 -94.00 -30.00   60
 52  ω    138.00 164.00   0.50    0.23    --  106.49  15.00 -30.00   52
 53  ω     99.00 126.00   0.50    0.23    --  106.49  15.00 -30.00   54
 54  ω    126.00 163.00   0.50    0.23    --  106.49  45.00 150.00   74
 55  ω     37.00 100.00   0.50    0.23    --  106.49 -77.00   0.00  126
 56  ω     94.00 120.00   0.50    0.23    --  106.49  45.00 120.00   52
 57  ω     34.00  59.00   0.50    0.23    --  106.49 -61.00  90.00   50
 58  ω     46.00  72.00   0.50    0.23    --  106.49 -61.00 120.00   52
 59  ω     45.00  71.00   0.50    0.23    --  106.49 -77.00  60.00   52
 60  ω     74.00 128.00   0.50    0.23    --  106.49 -83.00  54.00  108
;
_diffrn_measurement_method       'ω scans'

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0689P)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     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00030(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.003(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7403
_refine_ls_number_parameters     702
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0323
_refine_ls_wR_factor_ref         0.0798
_refine_ls_wR_factor_gt          0.0798
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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
I1 I 0.73278(2) 0.05400(5) 0.48321(2) 0.03569(13) Uani 1 1 d . . . . .
Cl1 Cl 0.33087(7) 0.1010(2) 0.42129(7) 0.0407(4) Uani 1 1 d . . . . .
F1 F 0.7402(2) 0.3011(6) 0.5820(2) 0.0502(11) Uani 1 1 d . . . . .
N1 N 0.3901(3) 0.5587(10) 0.4432(4) 0.0528(18) Uani 1 1 d . . . . .
C1 C 0.3005(3) 0.6146(9) 0.3943(4) 0.0420(17) Uani 1 1 d . . . . .
I2 I 0.43586(2) 0.11135(6) 0.35604(2) 0.03637(13) Uani 1 1 d . . . . .
F2 F 0.6716(3) 0.5139(7) 0.6243(2) 0.0599(15) Uani 1 1 d . . . . .
N2 N 0.2858(3) 0.6835(9) 0.3469(3) 0.0479(16) Uani 1 1 d . . . . .
C2 C 0.3397(3) 0.5650(9) 0.4295(4) 0.0419(17) Uani 1 1 d . . . . .
I3 I 0.39094(2) 0.50431(6) 0.03083(2) 0.03768(14) Uani 1 1 d . . . . .
F3 F 0.5690(3) 0.5011(8) 0.5942(3) 0.0691(16) Uani 1 1 d . . . . .
N3 N 0.2546(3) 0.4663(9) 0.4737(3) 0.0455(15) Uani 1 1 d . . . . .
C3 C 0.2891(3) 0.5291(10) 0.4400(4) 0.0427(17) Uani 1 1 d . . . . .
C4 C 0.4076(4) 0.4714(13) 0.4913(5) 0.062(3) Uani 1 1 d . . . . .
H4A H 0.387651 0.368095 0.494825 0.092 Uiso 1 1 calc R U . . .
H4B H 0.402043 0.541194 0.523314 0.092 Uiso 1 1 calc R U . . .
H4C H 0.444887 0.445477 0.488623 0.092 Uiso 1 1 calc R U . . .
I4 I 0.25932(2) 0.22257(5) 0.32236(2) 0.03317(13) Uani 1 1 d . . . . .
F4 F 0.5359(2) 0.2753(9) 0.5200(3) 0.0635(15) Uani 1 1 d . . . . .
F5 F 0.5948(2) 0.2707(5) 0.4045(2) 0.0458(11) Uani 1 1 d . . . . .
C5 C 0.4303(4) 0.6347(16) 0.4104(6) 0.069(3) Uani 1 1 d . . . . .
H5A H 0.452398 0.547812 0.394990 0.103 Uiso 1 1 calc R U . . .
H5B H 0.451910 0.708555 0.433173 0.103 Uiso 1 1 calc R U . . .
H5C H 0.413761 0.698838 0.380940 0.103 Uiso 1 1 calc R U . . .
F6 F 0.6063(2) -0.1725(7) 0.5276(2) 0.0492(11) Uani 1 1 d . . . . .
C6 C 0.3242(4) 0.7687(11) 0.3143(4) 0.055(2) Uani 1 1 d . . . . .
H6A H 0.359482 0.734065 0.325805 0.082 Uiso 1 1 calc R U . . .
H6B H 0.320661 0.888921 0.319099 0.082 Uiso 1 1 calc R U . . .
H6C H 0.318454 0.740529 0.275900 0.082 Uiso 1 1 calc R U . . .
F7 F 0.5638(2) -0.3778(6) 0.4531(2) 0.0535(12) Uani 1 1 d . . . . .
C7 C 0.2309(5) 0.7126(12) 0.3349(5) 0.062(3) Uani 1 1 d . . . . .
H7A H 0.225169 0.715563 0.295434 0.092 Uiso 1 1 calc R U . . .
H7B H 0.220406 0.818906 0.350617 0.092 Uiso 1 1 calc R U . . .
H7C H 0.210085 0.622938 0.350439 0.092 Uiso 1 1 calc R U . . .
F8 F 0.53476(19) -0.2596(6) 0.3543(2) 0.0434(10) Uani 1 1 d . . . . .
C8 C 0.2002(3) 0.4366(11) 0.4550(4) 0.0458(18) Uani 1 1 d . . . . .
H8A H 0.185998 0.538202 0.438496 0.069 Uiso 1 1 calc R U . . .
H8B H 0.178894 0.405080 0.486024 0.069 Uiso 1 1 calc R U . . .
H8C H 0.199541 0.346975 0.428120 0.069 Uiso 1 1 calc R U . . .
F9 F 0.64044(19) 0.0525(8) 0.3005(2) 0.0541(12) Uani 1 1 d . . . . .
C9 C 0.2737(4) 0.3816(11) 0.5233(4) 0.0474(18) Uani 1 1 d . . . . .
H9A H 0.296752 0.289824 0.513322 0.071 Uiso 1 1 calc R U . . .
H9B H 0.243876 0.338086 0.543252 0.071 Uiso 1 1 calc R U . . .
H9C H 0.293132 0.460632 0.546228 0.071 Uiso 1 1 calc R U . . .
F10 F 0.6235(2) 0.1865(9) 0.2018(2) 0.0612(14) Uani 1 1 d . . . . .
C10 C 0.6744(3) 0.1817(9) 0.5250(3) 0.0351(14) Uani 1 1 d . . . . .
C12 C 0.6551(4) 0.4010(10) 0.5878(3) 0.0458(18) Uani 1 1 d . . . . .
F12 F 0.4446(2) 0.2186(7) 0.2349(2) 0.0518(12) Uani 1 1 d . . . . .
C11 C 0.6905(3) 0.2919(9) 0.5652(3) 0.0394(16) Uani 1 1 d . . . . .
F11 F 0.5248(2) 0.2650(8) 0.1681(2) 0.0590(14) Uani 1 1 d . . . . .
F14 F 0.5144(3) 0.8547(8) 0.1686(2) 0.0660(16) Uani 1 1 d . . . . .
C14 C 0.5870(3) 0.2810(11) 0.5346(4) 0.0450(18) Uani 1 1 d . . . . .
C13 C 0.6037(4) 0.3942(11) 0.5725(4) 0.0481(19) Uani 1 1 d . . . . .
F13 F 0.4828(2) 0.7468(8) 0.0699(2) 0.0565(13) Uani 1 1 d . . . . .
F15 F 0.4677(2) 0.7414(7) 0.2590(2) 0.0548(13) Uani 1 1 d . . . . .
C15 C 0.6216(3) 0.1729(9) 0.5105(3) 0.0352(14) Uani 1 1 d . . . . .
F16 F 0.39312(19) 0.5089(6) 0.25113(19) 0.0425(10) Uani 1 1 d . . . . .
C16 C 0.6004(3) 0.0564(10) 0.4683(3) 0.0362(15) Uani 1 1 d . . . . .
C17 C 0.5928(3) -0.1112(10) 0.4789(3) 0.0379(16) Uani 1 1 d . . . . .
F17 F 0.29342(17) 0.5511(5) 0.1860(2) 0.0407(10) Uani 1 1 d . . . . .
F18 F 0.41765(17) 0.1677(6) 0.1250(2) 0.0421(10) Uani 1 1 d . . . . .
C18 C 0.5704(3) -0.2172(10) 0.4410(4) 0.0396(17) Uani 1 1 d . . . . .
C19 C 0.5562(3) -0.1563(9) 0.3905(3) 0.0352(14) Uani 1 1 d . . . . .
F19 F 0.3524(2) -0.0821(6) 0.1469(3) 0.0509(12) Uani 1 1 d . . . . .
C21 C 0.5861(3) 0.1081(9) 0.4164(3) 0.0350(15) Uani 1 1 d . . . . .
F21 F 0.19421(19) 0.3753(7) 0.11629(19) 0.0461(11) Uani 1 1 d . . . . .
C22 C 0.5513(3) 0.0753(9) 0.3219(3) 0.0337(14) Uani 1 1 d . . . . .
F22 F 0.0965(2) 0.4517(8) 0.1462(2) 0.0583(14) Uani 1 1 d . . . . .
C23 C 0.5916(3) 0.0953(11) 0.2853(3) 0.0401(16) Uani 1 1 d . . . . .
F23 F 0.07016(19) 0.4329(8) 0.2522(2) 0.0582(14) Uani 1 1 d . . . . .
C24 C 0.5834(3) 0.1608(11) 0.2339(3) 0.0438(16) Uani 1 1 d . . . . .
F24 F 0.14102(18) 0.3353(7) 0.3277(2) 0.0488(11) Uani 1 1 d . . . . .
C25 C 0.5333(3) 0.2027(10) 0.2173(3) 0.0416(17) Uani 1 1 d . . . . .
C26 C 0.4923(3) 0.1797(9) 0.2529(3) 0.0361(14) Uani 1 1 d . . . . .
C27 C 0.5003(3) 0.1206(9) 0.3051(3) 0.0323(14) Uani 1 1 d . . . . .
C28 C 0.4198(3) 0.5677(9) 0.1083(3) 0.0345(14) Uani 1 1 d . . . . .
C29 C 0.4598(3) 0.6845(11) 0.1135(3) 0.0426(16) Uani 1 1 d . . . . .
C30 C 0.4760(3) 0.7410(11) 0.1644(4) 0.0444(18) Uani 1 1 d . . . . .
C31 C 0.4529(3) 0.6846(11) 0.2097(3) 0.0414(17) Uani 1 1 d . . . . .
C32 C 0.4142(3) 0.5652(9) 0.2051(3) 0.0350(14) Uani 1 1 d . . . . .
C33 C 0.3978(3) 0.5045(8) 0.1550(3) 0.0326(14) Uani 1 1 d . . . . .
C34 C 0.3580(3) 0.3694(9) 0.1562(3) 0.0328(14) Uani 1 1 d . . . . .
C35 C 0.3711(3) 0.2051(10) 0.1453(3) 0.0341(14) Uani 1 1 d . . . . .
C36 C 0.3375(3) 0.0748(9) 0.1566(3) 0.0362(15) Uani 1 1 d . . . . .
C37 C 0.2894(3) 0.1068(9) 0.1783(3) 0.0326(14) Uani 1 1 d . . . . .
C38 C 0.2724(3) 0.2695(8) 0.1872(3) 0.0310(13) Uani 1 1 d . . . . .
C39 C 0.3084(3) 0.3950(8) 0.1759(3) 0.0308(13) Uani 1 1 d . . . . .
C40 C 0.2194(3) 0.3079(8) 0.2066(3) 0.0319(13) Uani 1 1 d . . . . .
C41 C 0.1824(3) 0.3613(10) 0.1679(3) 0.0381(15) Uani 1 1 d . . . . .
C42 C 0.1321(3) 0.4014(11) 0.1836(4) 0.0417(17) Uani 1 1 d . . . . .
C43 C 0.1183(3) 0.3908(10) 0.2374(4) 0.0417(17) Uani 1 1 d . . . . .
C44 C 0.1554(3) 0.3413(10) 0.2757(3) 0.0384(15) Uani 1 1 d . . . . .
C45 C 0.2056(3) 0.2989(8) 0.2613(3) 0.0315(13) Uani 1 1 d . . . . .
C20 C 0.5640(3) 0.0098(9) 0.3770(3) 0.0327(14) Uani 1 1 d . . . . .
F20 F 0.25868(19) -0.0191(6) 0.1909(2) 0.0439(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C10 2.100(8) . ?
F1 C11 1.331(10) . ?
N1 C2 1.326(12) . ?
N1 C4 1.441(13) . ?
N1 C5 1.455(14) . ?
C1 N2 1.339(12) . ?
C1 C3 1.356(13) . ?
C1 C2 1.371(12) . ?
I2 C27 2.092(7) . ?
F2 C12 1.342(10) . ?
N2 C7 1.445(14) . ?
N2 C6 1.455(13) . ?
C2 C3 1.356(13) . ?
I3 C28 2.096(7) . ?
F3 C13 1.354(11) . ?
N3 C3 1.325(12) . ?
N3 C9 1.472(12) . ?
N3 C8 1.475(11) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
I4 C45 2.107(6) . ?
F4 C14 1.348(10) . ?
F5 C21 1.361(9) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
F6 C17 1.334(9) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
F7 C18 1.338(9) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
F8 C19 1.330(9) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
F9 C23 1.342(10) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
F10 C24 1.323(10) . ?
C10 C11 1.386(11) . ?
C10 C15 1.390(11) . ?
C12 C13 1.361(14) . ?
C12 C11 1.385(13) . ?
F12 C26 1.328(9) . ?
F11 C25 1.324(10) . ?
F14 C30 1.345(9) . ?
C14 C13 1.366(13) . ?
C14 C15 1.383(11) . ?
F13 C29 1.334(10) . ?
F15 C31 1.344(9) . ?
C15 C16 1.492(10) . ?
F16 C32 1.342(9) . ?
C16 C21 1.387(11) . ?
C16 C17 1.389(12) . ?
C17 C18 1.381(11) . ?
F17 C39 1.339(8) . ?
F18 C35 1.334(9) . ?
C18 C19 1.380(11) . ?
C19 C20 1.393(11) . ?
F19 C36 1.343(9) . ?
C21 C20 1.366(11) . ?
F21 C41 1.318(10) . ?
C22 C23 1.390(12) . ?
C22 C27 1.406(10) . ?
C22 C20 1.487(10) . ?
F22 C42 1.344(9) . ?
C23 C24 1.383(13) . ?
F23 C43 1.334(10) . ?
C24 C25 1.379(13) . ?
F24 C44 1.339(10) . ?
C25 C26 1.393(12) . ?
C26 C27 1.382(11) . ?
C28 C33 1.387(11) . ?
C28 C29 1.394(11) . ?
C29 C30 1.387(12) . ?
C30 C31 1.352(13) . ?
C31 C32 1.383(11) . ?
C32 C33 1.384(10) . ?
C33 C34 1.490(10) . ?
C34 C39 1.384(11) . ?
C34 C35 1.392(11) . ?
C35 C36 1.388(12) . ?
C36 C37 1.374(12) . ?
C37 F20 1.323(9) . ?
C37 C38 1.400(10) . ?
C38 C39 1.398(10) . ?
C38 C40 1.476(10) . ?
C40 C41 1.397(10) . ?
C40 C45 1.401(11) . ?
C41 C42 1.387(12) . ?
C42 C43 1.380(13) . ?
C43 C44 1.383(12) . ?
C44 C45 1.383(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 N1 C4 120.8(8) . . ?
C2 N1 C5 122.4(9) . . ?
C4 N1 C5 116.8(8) . . ?
N2 C1 C3 150.6(8) . . ?
N2 C1 C2 149.5(9) . . ?
C3 C1 C2 59.6(6) . . ?
C1 N2 C7 120.1(9) . . ?
C1 N2 C6 119.7(8) . . ?
C7 N2 C6 118.3(8) . . ?
N1 C2 C3 150.4(9) . . ?
N1 C2 C1 150.0(9) . . ?
C3 C2 C1 59.6(6) . . ?
C3 N3 C9 118.9(7) . . ?
C3 N3 C8 120.1(8) . . ?
C9 N3 C8 118.6(7) . . ?
N3 C3 C1 150.8(8) . . ?
N3 C3 C2 148.3(8) . . ?
C1 C3 C2 60.7(6) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 H8A 109.5 . . ?
N3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N3 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C15 119.3(7) . . ?
C11 C10 I1 117.4(6) . . ?
C15 C10 I1 123.0(5) . . ?
F2 C12 C13 120.2(8) . . ?
F2 C12 C11 120.0(8) . . ?
C13 C12 C11 119.8(8) . . ?
F1 C11 C12 117.7(7) . . ?
F1 C11 C10 121.8(8) . . ?
C12 C11 C10 120.4(8) . . ?
F4 C14 C13 119.5(8) . . ?
F4 C14 C15 119.2(8) . . ?
C13 C14 C15 121.3(8) . . ?
F3 C13 C12 120.1(8) . . ?
F3 C13 C14 119.8(9) . . ?
C12 C13 C14 120.2(8) . . ?
C14 C15 C10 118.8(7) . . ?
C14 C15 C16 117.9(7) . . ?
C10 C15 C16 123.2(7) . . ?
C21 C16 C17 115.5(7) . . ?
C21 C16 C15 122.5(7) . . ?
C17 C16 C15 122.0(7) . . ?
F6 C17 C18 118.3(7) . . ?
F6 C17 C16 119.6(7) . . ?
C18 C17 C16 122.1(7) . . ?
F7 C18 C19 120.8(7) . . ?
F7 C18 C17 120.0(7) . . ?
C19 C18 C17 119.2(7) . . ?
F8 C19 C18 118.7(7) . . ?
F8 C19 C20 120.0(7) . . ?
C18 C19 C20 121.3(7) . . ?
F5 C21 C20 118.1(7) . . ?
F5 C21 C16 116.5(7) . . ?
C20 C21 C16 125.3(7) . . ?
C23 C22 C27 118.3(7) . . ?
C23 C22 C20 118.8(7) . . ?
C27 C22 C20 122.9(7) . . ?
F9 C23 C24 118.4(7) . . ?
F9 C23 C22 119.2(7) . . ?
C24 C23 C22 122.5(7) . . ?
F10 C24 C25 120.6(8) . . ?
F10 C24 C23 120.2(8) . . ?
C25 C24 C23 119.2(8) . . ?
F11 C25 C24 120.0(8) . . ?
F11 C25 C26 121.0(7) . . ?
C24 C25 C26 119.1(7) . . ?
F12 C26 C27 120.7(7) . . ?
F12 C26 C25 117.1(7) . . ?
C27 C26 C25 122.2(7) . . ?
C26 C27 C22 118.7(7) . . ?
C26 C27 I2 117.8(5) . . ?
C22 C27 I2 123.4(6) . . ?
C33 C28 C29 118.7(6) . . ?
C33 C28 I3 121.6(5) . . ?
C29 C28 I3 119.5(6) . . ?
F13 C29 C30 118.5(7) . . ?
F13 C29 C28 120.9(7) . . ?
C30 C29 C28 120.6(8) . . ?
F14 C30 C31 119.7(8) . . ?
F14 C30 C29 119.8(8) . . ?
C31 C30 C29 120.5(7) . . ?
F15 C31 C30 120.8(7) . . ?
F15 C31 C32 119.9(8) . . ?
C30 C31 C32 119.3(7) . . ?
F16 C32 C31 117.7(7) . . ?
F16 C32 C33 120.9(7) . . ?
C31 C32 C33 121.4(7) . . ?
C32 C33 C28 119.3(7) . . ?
C32 C33 C34 115.8(7) . . ?
C28 C33 C34 124.9(6) . . ?
C39 C34 C35 115.8(7) . . ?
C39 C34 C33 121.9(6) . . ?
C35 C34 C33 121.6(7) . . ?
F18 C35 C36 117.7(7) . . ?
F18 C35 C34 120.4(7) . . ?
C36 C35 C34 121.9(7) . . ?
F19 C36 C37 120.3(7) . . ?
F19 C36 C35 119.8(7) . . ?
C37 C36 C35 119.9(6) . . ?
F20 C37 C36 119.1(6) . . ?
F20 C37 C38 119.5(7) . . ?
C36 C37 C38 121.4(7) . . ?
C39 C38 C37 115.9(7) . . ?
C39 C38 C40 121.6(6) . . ?
C37 C38 C40 122.5(6) . . ?
F17 C39 C34 118.2(6) . . ?
F17 C39 C38 116.8(6) . . ?
C34 C39 C38 125.1(7) . . ?
C41 C40 C45 119.4(7) . . ?
C41 C40 C38 117.2(7) . . ?
C45 C40 C38 123.4(6) . . ?
F21 C41 C42 118.6(7) . . ?
F21 C41 C40 121.3(7) . . ?
C42 C41 C40 120.1(7) . . ?
F22 C42 C43 119.5(8) . . ?
F22 C42 C41 119.9(8) . . ?
C43 C42 C41 120.6(7) . . ?
F23 C43 C42 120.1(7) . . ?
F23 C43 C44 120.6(8) . . ?
C42 C43 C44 119.2(7) . . ?
F24 C44 C45 120.7(7) . . ?
F24 C44 C43 117.8(7) . . ?
C45 C44 C43 121.6(8) . . ?
C44 C45 C40 119.2(6) . . ?
C44 C45 I4 119.0(6) . . ?
C40 C45 I4 121.9(5) . . ?
C21 C20 C19 116.5(7) . . ?
C21 C20 C22 121.5(7) . . ?
C19 C20 C22 121.9(7) . . ?

_refine_diff_density_max         1.233
_refine_diff_density_min         -0.903
_refine_diff_density_rms         0.094



####################################################################### 
# 
# 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_syn-m-1-TDACl
_database_code_depnum_ccdc_archive 'CCDC 2167340'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 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(C18 F12 I2), C9 H18 N3, Cl'
_chemical_formula_sum            'C45 H18 Cl F24 I4 N3'
_chemical_formula_weight         1599.67

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'
I I -0.3257 6.8362 '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                   15.6729(2)
_cell_length_b                   20.0722(4)
_cell_length_c                   32.1725(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     10121.1(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    8895
_cell_measurement_theta_min      3.6
_cell_measurement_theta_max      66.5

_exptl_crystal_description       prims
_exptl_crystal_colour            'translucent colorless'
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.100
_exptl_crystal_F_000             6032
_exptl_crystal_size_max          0.246
_exptl_crystal_size_mid          0.171
_exptl_crystal_size_min          0.102
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-8 7 4 0.0595
-2 1 -21 0.0396
2 10 -13 0.0916
6 9 -9 0.1073
8 -5 10 0.0865
-10 2 -7 0.0701
2 -13 -2 0.0763
-9 -5 3 0.0846
4 0 19 0.0457
-1 1 0 0.0669
-1 0 0 0.0805
1 0 -1 0.0928
0 -1 -1 0.0518
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-8.1519 7.4269 3.7906 0.3232 -0.7798 0.5362
-1.7621 1.0112 -20.5047 0.9237 0.3830 0.0089
1.5074 10.1297 -12.7803 0.8113 -0.2868 -0.5094
6.2656 8.6863 -8.7701 0.4624 -0.1633 -0.8715
7.7746 -5.2981 10.4538 -0.8260 0.2923 -0.4820
-9.5527 1.7807 -6.5684 0.6031 -0.2136 0.7685
2.1381 -12.6551 -2.3975 -0.3777 0.9107 0.1674
-9.4292 -4.5881 2.6574 0.0134 -0.0328 0.9994
3.7351 0.1019 19.4226 -0.8999 -0.3731 -0.2257
-1.3100 0.6822 -0.2041 0.0685 -0.0736 0.0965
-1.4785 -0.2445 -0.2674 0.0456 -0.0185 0.1387
0.8877 0.0607 -1.0510 0.0194 0.0457 -0.0878
0.0585 -0.6798 -0.8615 0.0113 0.0651 0.0098
_exptl_absorpt_coefficient_mu    20.991
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_correction_T_min  0.238
_exptl_absorpt_correction_T_max  0.590
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.16b (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.771
_oxdiff_exptl_absorpt_empirical_full_max 1.311
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      170.00(14)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4409
_diffrn_reflns_number            54556
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         3.578
_diffrn_reflns_theta_max         66.499
_diffrn_reflns_theta_full        66.499
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8895
_reflns_number_gt                7291
_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       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_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)+(0.0329P)²+37.3454P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8895
_refine_ls_number_parameters     778
_refine_ls_number_restraints     138
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0469
_refine_ls_wR_factor_ref         0.1189
_refine_ls_wR_factor_gt          0.1064
_refine_ls_goodness_of_fit_ref   1.175
_refine_ls_restrained_S_all      1.167
_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
I3 I 0.56824(3) 0.64127(3) 0.33980(2) 0.06596(15) Uani 1 1 d . . . . .
F00A F 0.4671(3) 0.6625(2) 0.47127(13) 0.0672(11) Uani 1 1 d . . . . .
F00C F 0.3861(3) 0.8772(2) 0.43224(16) 0.0806(13) Uani 1 1 d . . . . .
F00M F 0.3516(3) 0.7623(3) 0.47166(16) 0.0866(15) Uani 1 1 d . . . . .
F008 F 0.6531(2) 0.7930(2) 0.39219(13) 0.0624(10) Uani 1 1 d . . . . .
F13 F 0.6970(3) 0.5287(2) 0.36824(15) 0.0830(14) Uani 1 1 d . . . . .
F14 F 0.7748(3) 0.5016(2) 0.43976(17) 0.0812(13) Uani 1 1 d . . . . .
F15 F 0.7592(3) 0.5857(2) 0.50543(14) 0.0796(13) Uani 1 1 d . . . . .
F16 F 0.6588(3) 0.6936(2) 0.49948(12) 0.0692(11) Uani 1 1 d . . . . .
F17A F 0.5208(9) 0.9474(7) 0.4674(4) 0.065(3) Uani 0.472(13) 1 d . . P A 1
F18A F 0.5683(8) 1.0698(6) 0.4433(5) 0.079(4) Uani 0.472(13) 1 d . . P A 1
F19A F 0.6018(8) 1.0940(6) 0.3617(5) 0.092(4) Uani 0.472(13) 1 d . . P A 1
F20A F 0.5890(8) 0.9972(8) 0.3060(5) 0.088(5) Uani 0.472(13) 1 d . . P A 1
C40A C 0.5350(15) 0.9075(14) 0.3986(6) 0.050(5) Uani 0.472(13) 1 d . . P A 1
C41A C 0.5365(17) 0.9596(13) 0.4275(8) 0.047(5) Uani 0.472(13) 1 d . . P A 1
C42A C 0.5607(10) 1.0216(10) 0.4153(7) 0.063(4) Uani 0.472(13) 1 d . . P A 1
C43A C 0.576(2) 1.0337(16) 0.3746(13) 0.070(6) Uani 0.472(13) 1 d . . P A 1
C44A C 0.5736(16) 0.9833(17) 0.3450(9) 0.075(5) Uani 0.472(13) 1 d . . P A 1
C45A C 0.5509(14) 0.9211(13) 0.3573(7) 0.055(4) Uani 0.472(13) 1 d . . P A 1
I4A I 0.53819(19) 0.8449(4) 0.31131(9) 0.0652(9) Uani 0.472(13) 1 d . . P A 1
F17B F 0.5438(10) 0.9597(6) 0.4469(6) 0.072(4) Uani 0.528(13) 1 d . . P A 2
F18B F 0.5809(7) 1.0740(5) 0.4082(7) 0.113(7) Uani 0.528(13) 1 d . . P A 2
F19B F 0.5993(8) 1.0769(6) 0.3235(7) 0.128(7) Uani 0.528(13) 1 d . . P A 2
F20B F 0.5793(8) 0.9649(8) 0.2788(5) 0.106(5) Uani 0.528(13) 1 d . . P A 2
C40B C 0.5434(15) 0.8989(11) 0.3833(9) 0.060(5) Uani 0.528(13) 1 d . . P A 2
C41B C 0.5500(12) 0.9583(10) 0.4060(9) 0.065(5) Uani 0.528(13) 1 d . . P A 2
C42B C 0.572(2) 1.0180(13) 0.3857(13) 0.079(7) Uani 0.528(13) 1 d . . P A 2
C43B C 0.5775(13) 1.0180(12) 0.3455(11) 0.077(6) Uani 0.528(13) 1 d . . P A 2
C44B C 0.5702(13) 0.9617(11) 0.3202(10) 0.081(5) Uani 0.528(13) 1 d . . P A 2
C45B C 0.5544(12) 0.9024(8) 0.3417(7) 0.055(4) Uani 0.528(13) 1 d . . P A 2
I4B I 0.53631(14) 0.8176(3) 0.30270(15) 0.0633(8) Uani 0.528(13) 1 d . . P A 2
C28 C 0.6323(4) 0.6248(4) 0.39612(18) 0.0493(15) Uani 1 1 d . . . . .
C29 C 0.6858(5) 0.5708(4) 0.4001(2) 0.0580(18) Uani 1 1 d . . . . .
C30 C 0.7278(5) 0.5572(4) 0.4367(2) 0.0591(18) Uani 1 1 d . . . . .
C31 C 0.7195(5) 0.5993(4) 0.4696(2) 0.0573(17) Uani 1 1 d . . . . .
C32 C 0.6672(4) 0.6541(3) 0.4659(2) 0.0519(16) Uani 1 1 d . . . . .
C33 C 0.6223(4) 0.6685(3) 0.43035(18) 0.0455(14) Uani 1 1 d . . . . .
C34 C 0.5620(4) 0.7249(3) 0.43003(17) 0.0418(13) Uani 1 1 d . . . . .
C35 C 0.4846(4) 0.7195(3) 0.45092(18) 0.0496(15) Uani 1 1 d . . . . .
C36 C 0.4258(5) 0.7692(4) 0.4514(2) 0.0590(17) Uani 1 1 d . . . . .
C37 C 0.4443(4) 0.8281(4) 0.4318(2) 0.0588(18) Uani 1 1 d . . . . .
C38 C 0.5205(4) 0.8379(3) 0.4109(2) 0.0558(17) Uani 1 1 d . . . . .
C39 C 0.5774(4) 0.7851(3) 0.4113(2) 0.0491(15) Uani 1 1 d . . . . .
I1 I 0.44924(3) 0.22400(3) 0.31990(2) 0.06722(16) Uani 1 1 d . . . . .
I2 I 0.45077(3) 0.42440(3) 0.32111(2) 0.06846(16) Uani 1 1 d . . . . .
F1 F 0.3665(3) 0.0801(3) 0.33215(16) 0.0904(16) Uani 1 1 d . . . . .
F2 F 0.3259(3) 0.0091(2) 0.39981(19) 0.0889(16) Uani 1 1 d . . . . .
F3 F 0.3544(4) 0.0586(3) 0.47640(18) 0.0953(16) Uani 1 1 d . . . . .
F4 F 0.4299(3) 0.1782(2) 0.48549(12) 0.0782(13) Uani 1 1 d . . . . .
F5 F 0.3561(2) 0.3202(2) 0.40624(11) 0.0567(9) Uani 1 1 d . . . . .
F6 F 0.6099(3) 0.2048(2) 0.43367(15) 0.0754(12) Uani 1 1 d . . . . .
F7 F 0.6933(3) 0.3209(3) 0.44244(17) 0.0810(13) Uani 1 1 d . . . . .
F8 F 0.6087(3) 0.4372(2) 0.43194(15) 0.0787(13) Uani 1 1 d . . . . .
F9 F 0.4284(3) 0.4554(2) 0.48775(12) 0.0735(12) Uani 1 1 d . . . . .
F10 F 0.3441(3) 0.5715(3) 0.48307(17) 0.0891(15) Uani 1 1 d . . . . .
F11 F 0.3156(3) 0.6290(3) 0.4078(2) 0.0946(16) Uani 1 1 d . . . . .
F12 F 0.3571(3) 0.5635(3) 0.33759(16) 0.0886(15) Uani 1 1 d . . . . .
C10 C 0.4190(4) 0.1691(4) 0.3732(2) 0.0553(17) Uani 1 1 d . . . . .
C11 C 0.3821(5) 0.1064(4) 0.3703(3) 0.065(2) Uani 1 1 d . . . . .
C12 C 0.3616(5) 0.0695(4) 0.4040(3) 0.068(2) Uani 1 1 d . . . . .
C13 C 0.3759(5) 0.0940(4) 0.4432(3) 0.068(2) Uani 1 1 d . . . . .
C14 C 0.4137(5) 0.1566(4) 0.4467(2) 0.0598(18) Uani 1 1 d . . . . .
C15 C 0.4363(4) 0.1942(4) 0.4133(2) 0.0518(16) Uani 1 1 d . . . . .
C16 C 0.4802(4) 0.2592(4) 0.41964(17) 0.0491(15) Uani 1 1 d . . . . .
C17 C 0.5663(4) 0.2619(4) 0.4293(2) 0.0556(17) Uani 1 1 d . . . . .
C18 C 0.6094(4) 0.3210(4) 0.4338(2) 0.0588(18) Uani 1 1 d . . . . .
C19 C 0.5663(4) 0.3792(4) 0.42847(19) 0.0564(17) Uani 1 1 d . . . . .
C20 C 0.4792(4) 0.3815(3) 0.41922(17) 0.0483(15) Uani 1 1 d . . . . .
C21 C 0.4400(4) 0.3201(4) 0.41531(17) 0.0499(16) Uani 1 1 d . . . . .
C22 C 0.4349(4) 0.4463(4) 0.4147(2) 0.0557(17) Uani 1 1 d . . . . .
C23 C 0.4108(5) 0.4806(4) 0.4499(2) 0.0610(18) Uani 1 1 d . . . . .
C24 C 0.3699(5) 0.5416(4) 0.4483(3) 0.072(2) Uani 1 1 d . . . . .
C25 C 0.3532(5) 0.5693(5) 0.4103(3) 0.075(2) Uani 1 1 d . . . . .
C26 C 0.3766(5) 0.5363(5) 0.3749(3) 0.069(2) Uani 1 1 d . . . . .
C27 C 0.4167(4) 0.4747(4) 0.3761(2) 0.0596(19) Uani 1 1 d . . . . .
N1A N 0.7457(5) 1.2095(4) 0.2667(2) 0.0670(12) Uani 0.813(4) 1 d D . P B 1
N2A N 0.7225(5) 1.3876(4) 0.2856(2) 0.0670(12) Uani 0.813(4) 1 d D . P B 1
N3A N 0.7897(5) 1.3232(4) 0.1816(2) 0.0670(12) Uani 0.813(4) 1 d D . P B 1
C1A C 0.7493(5) 1.2708(4) 0.2524(3) 0.0454(11) Uani 0.813(4) 1 d . . P B 1
C2A C 0.7403(5) 1.3375(5) 0.2591(3) 0.0454(11) Uani 0.813(4) 1 d . . P B 1
C3A C 0.7667(5) 1.3141(5) 0.2209(3) 0.0454(11) Uani 0.813(4) 1 d . . P B 1
C4A C 0.7010(8) 1.3736(6) 0.3280(3) 0.0773(12) Uani 0.813(4) 1 d D . P B 1
H4A1 H 0.690232 1.414658 0.342450 0.116 Uiso 0.407(2) 1 calc R U P B 1
H4A2 H 0.650858 1.346186 0.328977 0.116 Uiso 0.407(2) 1 calc R U P B 1
H4A3 H 0.747545 1.350683 0.341140 0.116 Uiso 0.407(2) 1 calc R U P B 1
H4A4 H 0.702191 1.326360 0.332595 0.116 Uiso 0.407(2) 1 calc R U P B 1
H4A5 H 0.741565 1.394832 0.346068 0.116 Uiso 0.407(2) 1 calc R U P B 1
H4A6 H 0.644878 1.390335 0.333905 0.116 Uiso 0.407(2) 1 calc R U P B 1
C5A C 0.7120(7) 1.4545(5) 0.2714(3) 0.0773(12) Uani 0.813(4) 1 d D . P B 1
H5A1 H 0.699657 1.482889 0.294715 0.116 Uiso 0.407(2) 1 calc R U P B 1
H5A2 H 0.763594 1.469229 0.258224 0.116 Uiso 0.407(2) 1 calc R U P B 1
H5A3 H 0.665754 1.456514 0.251927 0.116 Uiso 0.407(2) 1 calc R U P B 1
H5A4 H 0.719679 1.456199 0.241863 0.116 Uiso 0.407(2) 1 calc R U P B 1
H5A5 H 0.655743 1.469859 0.278353 0.116 Uiso 0.407(2) 1 calc R U P B 1
H5A6 H 0.753582 1.482574 0.284650 0.116 Uiso 0.407(2) 1 calc R U P B 1
C6A C 0.8002(8) 1.3887(5) 0.1653(4) 0.0773(12) Uani 0.813(4) 1 d D . P B 1
H6A1 H 0.816880 1.385929 0.136590 0.116 Uiso 0.407(2) 1 calc R U P B 1
H6A2 H 0.747344 1.412565 0.167423 0.116 Uiso 0.407(2) 1 calc R U P B 1
H6A3 H 0.843566 1.411670 0.180720 0.116 Uiso 0.407(2) 1 calc R U P B 1
H6A4 H 0.788314 1.420847 0.186565 0.116 Uiso 0.407(2) 1 calc R U P B 1
H6A5 H 0.857849 1.394211 0.155732 0.116 Uiso 0.407(2) 1 calc R U P B 1
H6A6 H 0.761628 1.395105 0.142436 0.116 Uiso 0.407(2) 1 calc R U P B 1
C7A C 0.8081(7) 1.2681(5) 0.1551(3) 0.0773(12) Uani 0.813(4) 1 d D . P B 1
H7A1 H 0.823530 1.284275 0.128008 0.116 Uiso 0.407(2) 1 calc R U P B 1
H7A2 H 0.854648 1.242927 0.166466 0.116 Uiso 0.407(2) 1 calc R U P B 1
H7A3 H 0.758659 1.240165 0.152874 0.116 Uiso 0.407(2) 1 calc R U P B 1
H7A4 H 0.801028 1.227303 0.170224 0.116 Uiso 0.407(2) 1 calc R U P B 1
H7A5 H 0.769910 1.268651 0.131765 0.116 Uiso 0.407(2) 1 calc R U P B 1
H7A6 H 0.865899 1.271413 0.145358 0.116 Uiso 0.407(2) 1 calc R U P B 1
C8A C 0.7696(8) 1.1535(5) 0.2421(4) 0.0773(12) Uani 0.813(4) 1 d D . P B 1
H8A1 H 0.762543 1.113436 0.257979 0.116 Uiso 0.407(2) 1 calc R U P B 1
H8A2 H 0.734134 1.151544 0.217761 0.116 Uiso 0.407(2) 1 calc R U P B 1
H8A3 H 0.828221 1.157834 0.233827 0.116 Uiso 0.407(2) 1 calc R U P B 1
H8A4 H 0.787389 1.168441 0.215065 0.116 Uiso 0.407(2) 1 calc R U P B 1
H8A5 H 0.815798 1.130332 0.255284 0.116 Uiso 0.407(2) 1 calc R U P B 1
H8A6 H 0.721711 1.124042 0.239217 0.116 Uiso 0.407(2) 1 calc R U P B 1
C9A C 0.7067(7) 1.1952(6) 0.3058(3) 0.0773(12) Uani 0.813(4) 1 d D . P B 1
H9A1 H 0.710023 1.148179 0.311116 0.116 Uiso 0.407(2) 1 calc R U P B 1
H9A2 H 0.735969 1.218957 0.327385 0.116 Uiso 0.407(2) 1 calc R U P B 1
H9A3 H 0.648012 1.208693 0.305083 0.116 Uiso 0.407(2) 1 calc R U P B 1
H9A4 H 0.685979 1.235707 0.317940 0.116 Uiso 0.407(2) 1 calc R U P B 1
H9A5 H 0.660034 1.164929 0.301671 0.116 Uiso 0.407(2) 1 calc R U P B 1
H9A6 H 0.747990 1.175193 0.323972 0.116 Uiso 0.407(2) 1 calc R U P B 1
N1B N 0.719(2) 1.2983(15) 0.3115(10) 0.0670(12) Uani 0.187(4) 1 d D . P B 2
N2B N 0.770(2) 1.4024(16) 0.2193(9) 0.0670(12) Uani 0.187(4) 1 d D . P B 2
N3B N 0.776(2) 1.2201(17) 0.2147(9) 0.0670(12) Uani 0.187(4) 1 d D . P B 2
C1B C 0.738(2) 1.303(2) 0.2682(12) 0.0454(11) Uani 0.187(4) 1 d . . P B 2
C2B C 0.759(2) 1.348(2) 0.2389(13) 0.0454(11) Uani 0.187(4) 1 d . . P B 2
C3B C 0.765(2) 1.279(2) 0.2346(13) 0.0454(11) Uani 0.187(4) 1 d . . P B 2
C4B C 0.754(3) 1.4623(19) 0.2417(14) 0.0773(12) Uani 0.187(4) 1 d D . P B 2
H4B1 H 0.764763 1.499917 0.224013 0.116 Uiso 0.093(2) 1 calc R U P B 2
H4B2 H 0.695621 1.462988 0.250639 0.116 Uiso 0.093(2) 1 calc R U P B 2
H4B3 H 0.790858 1.464405 0.265508 0.116 Uiso 0.093(2) 1 calc R U P B 2
H4B4 H 0.736065 1.451623 0.269427 0.116 Uiso 0.093(2) 1 calc R U P B 2
H4B5 H 0.805207 1.488552 0.242800 0.116 Uiso 0.093(2) 1 calc R U P B 2
H4B6 H 0.709970 1.487136 0.227932 0.116 Uiso 0.093(2) 1 calc R U P B 2
C5B C 0.807(3) 1.411(3) 0.1790(11) 0.0773(12) Uani 0.187(4) 1 d D . P B 2
H5B1 H 0.807796 1.457551 0.172062 0.116 Uiso 0.093(2) 1 calc R U P B 2
H5B2 H 0.864432 1.394165 0.179077 0.116 Uiso 0.093(2) 1 calc R U P B 2
H5B3 H 0.773888 1.387201 0.158831 0.116 Uiso 0.093(2) 1 calc R U P B 2
H5B4 H 0.822948 1.368394 0.167918 0.116 Uiso 0.093(2) 1 calc R U P B 2
H5B5 H 0.766312 1.431780 0.160904 0.116 Uiso 0.093(2) 1 calc R U P B 2
H5B6 H 0.856856 1.438744 0.181149 0.116 Uiso 0.093(2) 1 calc R U P B 2
C6B C 0.806(3) 1.223(3) 0.1727(10) 0.0773(12) Uani 0.187(4) 1 d D . P B 2
H6B1 H 0.810753 1.179226 0.161639 0.116 Uiso 0.093(2) 1 calc R U P B 2
H6B2 H 0.765945 1.248508 0.156209 0.116 Uiso 0.093(2) 1 calc R U P B 2
H6B3 H 0.860403 1.244929 0.172081 0.116 Uiso 0.093(2) 1 calc R U P B 2
H6B4 H 0.813981 1.269216 0.164980 0.116 Uiso 0.093(2) 1 calc R U P B 2
H6B5 H 0.858789 1.199934 0.170410 0.116 Uiso 0.093(2) 1 calc R U P B 2
H6B6 H 0.764331 1.203513 0.154538 0.116 Uiso 0.093(2) 1 calc R U P B 2
C7B C 0.795(3) 1.156(2) 0.2307(16) 0.0773(12) Uani 0.187(4) 1 d D . P B 2
H7B1 H 0.797772 1.124232 0.208205 0.116 Uiso 0.093(2) 1 calc R U P B 2
H7B2 H 0.848377 1.156729 0.245022 0.116 Uiso 0.093(2) 1 calc R U P B 2
H7B3 H 0.750560 1.142212 0.249673 0.116 Uiso 0.093(2) 1 calc R U P B 2
H7B4 H 0.800034 1.157883 0.260395 0.116 Uiso 0.093(2) 1 calc R U P B 2
H7B5 H 0.749429 1.125386 0.223578 0.116 Uiso 0.093(2) 1 calc R U P B 2
H7B6 H 0.847246 1.139903 0.218927 0.116 Uiso 0.093(2) 1 calc R U P B 2
C8B C 0.705(3) 1.2332(18) 0.3279(15) 0.0773(12) Uani 0.187(4) 1 d D . P B 2
H8B1 H 0.734670 1.201204 0.311040 0.116 Uiso 0.093(2) 1 calc R U P B 2
H8B2 H 0.726141 1.231205 0.355836 0.116 Uiso 0.093(2) 1 calc R U P B 2
H8B3 H 0.645081 1.223403 0.327706 0.116 Uiso 0.093(2) 1 calc R U P B 2
H8B4 H 0.669258 1.236004 0.352015 0.116 Uiso 0.093(2) 1 calc R U P B 2
H8B5 H 0.677787 1.206003 0.307218 0.116 Uiso 0.093(2) 1 calc R U P B 2
H8B6 H 0.758847 1.213805 0.335349 0.116 Uiso 0.093(2) 1 calc R U P B 2
C9B C 0.679(3) 1.352(2) 0.3328(16) 0.0773(12) Uani 0.187(4) 1 d D . P B 2
H9B1 H 0.692563 1.392769 0.319153 0.116 Uiso 0.093(2) 1 calc R U P B 2
H9B2 H 0.618380 1.345176 0.332818 0.116 Uiso 0.093(2) 1 calc R U P B 2
H9B3 H 0.699440 1.352979 0.360949 0.116 Uiso 0.093(2) 1 calc R U P B 2
H9B4 H 0.647693 1.334514 0.356127 0.116 Uiso 0.093(2) 1 calc R U P B 2
H9B5 H 0.721875 1.382106 0.342462 0.116 Uiso 0.093(2) 1 calc R U P B 2
H9B6 H 0.640815 1.374304 0.314332 0.116 Uiso 0.093(2) 1 calc R U P B 2
Cl1 Cl 0.500000 0.7006(3) 0.250000 0.1128(15) Uani 1 2 d S T P . .
Cl2 Cl 0.500000 0.3255(2) 0.250000 0.1065(13) Uani 1 2 d S T P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I3 C28 2.097(6) . ?
F00A C35 1.346(8) . ?
F00C C37 1.342(8) . ?
F00M C36 1.339(8) . ?
F008 C39 1.345(7) . ?
F13 C29 1.340(8) . ?
F14 C30 1.340(8) . ?
F15 C31 1.338(8) . ?
F16 C32 1.346(7) . ?
F17A C41A 1.33(3) . ?
F18A C42A 1.33(2) . ?
F19A C43A 1.34(3) . ?
F20A C44A 1.31(3) . ?
C40A C45A 1.38(3) . ?
C40A C41A 1.40(3) . ?
C40A C38 1.47(3) . ?
C41A C42A 1.36(3) . ?
C42A C43A 1.36(4) . ?
C43A C44A 1.39(5) . ?
C44A C45A 1.36(4) . ?
C45A I4A 2.14(2) . ?
F17B C41B 1.32(2) . ?
F18B C42B 1.35(4) . ?
F19B C43B 1.42(2) . ?
F20B C44B 1.34(3) . ?
C40B C45B 1.35(3) . ?
C40B C41B 1.40(3) . ?
C40B C38 1.56(3) . ?
C41B C42B 1.41(3) . ?
C42B C43B 1.30(5) . ?
C43B C44B 1.40(4) . ?
C44B C45B 1.40(3) . ?
C45B I4B 2.134(18) . ?
C28 C29 1.377(10) . ?
C28 C33 1.416(9) . ?
C29 C30 1.378(11) . ?
C30 C31 1.362(10) . ?
C31 C32 1.375(10) . ?
C32 C33 1.375(9) . ?
C33 C34 1.475(9) . ?
C34 C39 1.372(9) . ?
C34 C35 1.391(9) . ?
C35 C36 1.359(10) . ?
C36 C37 1.372(11) . ?
C37 C38 1.385(10) . ?
C38 C39 1.384(10) . ?
I1 C10 2.093(8) . ?
I2 C27 2.107(8) . ?
F1 C11 1.357(8) . ?
F2 C12 1.343(9) . ?
F3 C13 1.327(10) . ?
F4 C14 1.344(8) . ?
F5 C21 1.348(7) . ?
F6 C17 1.342(9) . ?
F7 C18 1.343(8) . ?
F8 C19 1.345(8) . ?
F9 C23 1.347(8) . ?
F10 C24 1.331(10) . ?
F11 C25 1.339(10) . ?
F12 C26 1.353(9) . ?
C10 C11 1.389(11) . ?
C10 C15 1.411(9) . ?
C11 C12 1.353(12) . ?
C12 C13 1.369(12) . ?
C13 C14 1.394(10) . ?
C14 C15 1.361(10) . ?
C15 C16 1.489(10) . ?
C16 C21 1.381(10) . ?
C16 C17 1.387(9) . ?
C17 C18 1.373(10) . ?
C18 C19 1.361(11) . ?
C19 C20 1.398(10) . ?
C20 C21 1.383(9) . ?
C20 C22 1.482(10) . ?
C22 C23 1.378(10) . ?
C22 C27 1.393(9) . ?
C23 C24 1.384(12) . ?
C24 C25 1.370(12) . ?
C25 C26 1.367(13) . ?
C26 C27 1.389(12) . ?
N1A C1A 1.315(12) . ?
N1A C8A 1.426(10) . ?
N1A C9A 1.426(10) . ?
N2A C2A 1.348(12) . ?
N2A C5A 1.428(10) . ?
N2A C4A 1.436(11) . ?
N3A C3A 1.325(11) . ?
N3A C7A 1.426(10) . ?
N3A C6A 1.427(10) . ?
C1A C3A 1.362(12) . ?
C1A C2A 1.363(13) . ?
C2A C3A 1.379(12) . ?
C4A H4A1 0.9600 . ?
C4A H4A2 0.9600 . ?
C4A H4A3 0.9600 . ?
C4A H4A4 0.9600 . ?
C4A H4A5 0.9600 . ?
C4A H4A6 0.9600 . ?
C5A H5A1 0.9600 . ?
C5A H5A2 0.9600 . ?
C5A H5A3 0.9600 . ?
C5A H5A4 0.9600 . ?
C5A H5A5 0.9600 . ?
C5A H5A6 0.9600 . ?
C6A H6A1 0.9600 . ?
C6A H6A2 0.9600 . ?
C6A H6A3 0.9600 . ?
C6A H6A4 0.9600 . ?
C6A H6A5 0.9600 . ?
C6A H6A6 0.9600 . ?
C7A H7A1 0.9600 . ?
C7A H7A2 0.9600 . ?
C7A H7A3 0.9600 . ?
C7A H7A4 0.9600 . ?
C7A H7A5 0.9600 . ?
C7A H7A6 0.9600 . ?
C8A H8A1 0.9600 . ?
C8A H8A2 0.9600 . ?
C8A H8A3 0.9600 . ?
C8A H8A4 0.9600 . ?
C8A H8A5 0.9600 . ?
C8A H8A6 0.9600 . ?
C9A H9A1 0.9600 . ?
C9A H9A2 0.9600 . ?
C9A H9A3 0.9600 . ?
C9A H9A4 0.9600 . ?
C9A H9A5 0.9600 . ?
C9A H9A6 0.9600 . ?
N1B C9B 1.414(16) . ?
N1B C8B 1.423(16) . ?
N1B C1B 1.43(5) . ?
N2B C2B 1.28(5) . ?
N2B C4B 1.424(16) . ?
N2B C5B 1.431(16) . ?
N3B C3B 1.36(5) . ?
N3B C7B 1.426(16) . ?
N3B C6B 1.432(16) . ?
C1B C3B 1.26(5) . ?
C1B C2B 1.34(5) . ?
C2B C3B 1.39(6) . ?
C4B H4B1 0.9600 . ?
C4B H4B2 0.9600 . ?
C4B H4B3 0.9600 . ?
C4B H4B4 0.9600 . ?
C4B H4B5 0.9600 . ?
C4B H4B6 0.9600 . ?
C5B H5B1 0.9600 . ?
C5B H5B2 0.9600 . ?
C5B H5B3 0.9600 . ?
C5B H5B4 0.9600 . ?
C5B H5B5 0.9600 . ?
C5B H5B6 0.9600 . ?
C6B H6B1 0.9600 . ?
C6B H6B2 0.9600 . ?
C6B H6B3 0.9600 . ?
C6B H6B4 0.9600 . ?
C6B H6B5 0.9600 . ?
C6B H6B6 0.9600 . ?
C7B H7B1 0.9600 . ?
C7B H7B2 0.9600 . ?
C7B H7B3 0.9600 . ?
C7B H7B4 0.9600 . ?
C7B H7B5 0.9600 . ?
C7B H7B6 0.9600 . ?
C8B H8B1 0.9600 . ?
C8B H8B2 0.9600 . ?
C8B H8B3 0.9600 . ?
C8B H8B4 0.9600 . ?
C8B H8B5 0.9600 . ?
C8B H8B6 0.9600 . ?
C9B H9B1 0.9600 . ?
C9B H9B2 0.9600 . ?
C9B H9B3 0.9600 . ?
C9B H9B4 0.9600 . ?
C9B H9B5 0.9600 . ?
C9B H9B6 0.9600 . ?

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
C45A C40A C41A 119(3) . . ?
C45A C40A C38 118(2) . . ?
C41A C40A C38 122.2(19) . . ?
F17A C41A C42A 120(2) . . ?
F17A C41A C40A 120(2) . . ?
C42A C41A C40A 120(3) . . ?
F18A C42A C43A 121(2) . . ?
F18A C42A C41A 120(2) . . ?
C43A C42A C41A 120(3) . . ?
F19A C43A C42A 121(3) . . ?
F19A C43A C44A 117(3) . . ?
C42A C43A C44A 122(3) . . ?
F20A C44A C45A 122(3) . . ?
F20A C44A C43A 120(3) . . ?
C45A C44A C43A 119(2) . . ?
C44A C45A C40A 121(2) . . ?
C44A C45A I4A 118.8(19) . . ?
C40A C45A I4A 121(2) . . ?
C45B C40B C41B 118(2) . . ?
C45B C40B C38 129.5(16) . . ?
C41B C40B C38 113(2) . . ?
F17B C41B C40B 122(2) . . ?
F17B C41B C42B 118(2) . . ?
C40B C41B C42B 120(3) . . ?
C43B C42B F18B 122(3) . . ?
C43B C42B C41B 119(3) . . ?
F18B C42B C41B 119(3) . . ?
C42B C43B C44B 125(3) . . ?
C42B C43B F19B 121(3) . . ?
C44B C43B F19B 114(3) . . ?
F20B C44B C43B 122(2) . . ?
F20B C44B C45B 123(2) . . ?
C43B C44B C45B 115(3) . . ?
C40B C45B C44B 123.8(19) . . ?
C40B C45B I4B 121.6(12) . . ?
C44B C45B I4B 114.3(17) . . ?
C29 C28 C33 118.9(6) . . ?
C29 C28 I3 119.7(5) . . ?
C33 C28 I3 121.4(5) . . ?
F13 C29 C28 120.5(7) . . ?
F13 C29 C30 117.8(7) . . ?
C28 C29 C30 121.7(6) . . ?
F14 C30 C31 120.8(7) . . ?
F14 C30 C29 119.4(7) . . ?
C31 C30 C29 119.8(7) . . ?
F15 C31 C30 119.9(7) . . ?
F15 C31 C32 121.0(7) . . ?
C30 C31 C32 119.1(7) . . ?
F16 C32 C33 119.6(6) . . ?
F16 C32 C31 117.4(6) . . ?
C33 C32 C31 123.0(6) . . ?
C32 C33 C28 117.4(6) . . ?
C32 C33 C34 119.7(6) . . ?
C28 C33 C34 122.7(6) . . ?
C39 C34 C35 115.8(6) . . ?
C39 C34 C33 124.5(6) . . ?
C35 C34 C33 119.7(6) . . ?
F00A C35 C36 118.7(6) . . ?
F00A C35 C34 118.6(6) . . ?
C36 C35 C34 122.7(6) . . ?
F00M C36 C35 121.3(7) . . ?
F00M C36 C37 119.7(7) . . ?
C35 C36 C37 119.0(7) . . ?
F00C C37 C36 119.0(7) . . ?
F00C C37 C38 119.2(7) . . ?
C36 C37 C38 121.8(7) . . ?
C39 C38 C37 116.3(7) . . ?
C39 C38 C40A 129.0(11) . . ?
C37 C38 C40A 113.5(10) . . ?
C39 C38 C40B 117.3(11) . . ?
C37 C38 C40B 126.0(11) . . ?
F008 C39 C34 117.3(6) . . ?
F008 C39 C38 118.3(6) . . ?
C34 C39 C38 124.4(6) . . ?
C11 C10 C15 117.8(7) . . ?
C11 C10 I1 121.0(5) . . ?
C15 C10 I1 121.2(6) . . ?
C12 C11 F1 118.0(8) . . ?
C12 C11 C10 122.6(7) . . ?
F1 C11 C10 119.3(8) . . ?
F2 C12 C11 120.8(8) . . ?
F2 C12 C13 119.0(9) . . ?
C11 C12 C13 120.2(7) . . ?
F3 C13 C12 120.5(7) . . ?
F3 C13 C14 121.6(7) . . ?
C12 C13 C14 117.9(8) . . ?
F4 C14 C15 120.3(6) . . ?
F4 C14 C13 116.6(7) . . ?
C15 C14 C13 123.1(7) . . ?
C14 C15 C10 118.3(7) . . ?
C14 C15 C16 119.9(6) . . ?
C10 C15 C16 121.8(6) . . ?
C21 C16 C17 115.6(6) . . ?
C21 C16 C15 123.4(6) . . ?
C17 C16 C15 120.9(7) . . ?
F6 C17 C18 118.4(6) . . ?
F6 C17 C16 119.2(6) . . ?
C18 C17 C16 122.4(7) . . ?
F7 C18 C19 120.9(7) . . ?
F7 C18 C17 120.2(7) . . ?
C19 C18 C17 118.9(6) . . ?
F8 C19 C18 119.2(6) . . ?
F8 C19 C20 118.1(7) . . ?
C18 C19 C20 122.7(7) . . ?
C21 C20 C19 115.0(7) . . ?
C21 C20 C22 124.4(6) . . ?
C19 C20 C22 120.5(6) . . ?
F5 C21 C16 118.0(6) . . ?
F5 C21 C20 116.8(6) . . ?
C16 C21 C20 125.3(6) . . ?
C23 C22 C27 118.2(7) . . ?
C23 C22 C20 119.0(6) . . ?
C27 C22 C20 122.8(7) . . ?
F9 C23 C22 120.0(7) . . ?
F9 C23 C24 117.4(7) . . ?
C22 C23 C24 122.6(7) . . ?
F10 C24 C25 120.7(9) . . ?
F10 C24 C23 120.6(8) . . ?
C25 C24 C23 118.7(8) . . ?
F11 C25 C26 120.1(9) . . ?
F11 C25 C24 120.0(9) . . ?
C26 C25 C24 119.8(8) . . ?
F12 C26 C25 118.8(8) . . ?
F12 C26 C27 119.3(8) . . ?
C25 C26 C27 121.9(7) . . ?
C26 C27 C22 118.9(7) . . ?
C26 C27 I2 121.1(5) . . ?
C22 C27 I2 120.0(6) . . ?
C1A N1A C8A 122.0(8) . . ?
C1A N1A C9A 121.1(9) . . ?
C8A N1A C9A 116.3(9) . . ?
C2A N2A C5A 121.7(8) . . ?
C2A N2A C4A 120.4(9) . . ?
C5A N2A C4A 117.3(9) . . ?
C3A N3A C7A 121.3(8) . . ?
C3A N3A C6A 120.7(8) . . ?
C7A N3A C6A 118.0(9) . . ?
N1A C1A C3A 150.1(10) . . ?
N1A C1A C2A 149.1(10) . . ?
C3A C1A C2A 60.8(6) . . ?
N2A C2A C1A 148.7(10) . . ?
N2A C2A C3A 151.6(11) . . ?
C1A C2A C3A 59.6(6) . . ?
N3A C3A C1A 148.2(10) . . ?
N3A C3A C2A 152.1(11) . . ?
C1A C3A C2A 59.6(6) . . ?
N2A C4A H4A1 109.5 . . ?
N2A C4A H4A2 109.5 . . ?
H4A1 C4A H4A2 109.5 . . ?
N2A C4A H4A3 109.5 . . ?
H4A1 C4A H4A3 109.5 . . ?
H4A2 C4A H4A3 109.5 . . ?
H4A4 C4A H4A5 109.5 . . ?
H4A4 C4A H4A6 109.5 . . ?
H4A5 C4A H4A6 109.5 . . ?
N2A C5A H5A1 109.5 . . ?
N2A C5A H5A2 109.5 . . ?
H5A1 C5A H5A2 109.5 . . ?
N2A C5A H5A3 109.5 . . ?
H5A1 C5A H5A3 109.5 . . ?
H5A2 C5A H5A3 109.5 . . ?
H5A4 C5A H5A5 109.5 . . ?
H5A4 C5A H5A6 109.5 . . ?
H5A5 C5A H5A6 109.5 . . ?
N3A C6A H6A1 109.5 . . ?
N3A C6A H6A2 109.5 . . ?
H6A1 C6A H6A2 109.5 . . ?
N3A C6A H6A3 109.5 . . ?
H6A1 C6A H6A3 109.5 . . ?
H6A2 C6A H6A3 109.5 . . ?
H6A4 C6A H6A5 109.5 . . ?
H6A4 C6A H6A6 109.5 . . ?
H6A5 C6A H6A6 109.5 . . ?
N3A C7A H7A1 109.5 . . ?
N3A C7A H7A2 109.5 . . ?
H7A1 C7A H7A2 109.5 . . ?
N3A C7A H7A3 109.5 . . ?
H7A1 C7A H7A3 109.5 . . ?
H7A2 C7A H7A3 109.5 . . ?
H7A4 C7A H7A5 109.5 . . ?
H7A4 C7A H7A6 109.5 . . ?
H7A5 C7A H7A6 109.5 . . ?
N1A C8A H8A1 109.5 . . ?
N1A C8A H8A2 109.5 . . ?
H8A1 C8A H8A2 109.5 . . ?
N1A C8A H8A3 109.5 . . ?
H8A1 C8A H8A3 109.5 . . ?
H8A2 C8A H8A3 109.5 . . ?
H8A4 C8A H8A5 109.5 . . ?
H8A4 C8A H8A6 109.5 . . ?
H8A5 C8A H8A6 109.5 . . ?
N1A C9A H9A1 109.5 . . ?
N1A C9A H9A2 109.5 . . ?
H9A1 C9A H9A2 109.5 . . ?
N1A C9A H9A3 109.5 . . ?
H9A1 C9A H9A3 109.5 . . ?
H9A2 C9A H9A3 109.5 . . ?
H9A4 C9A H9A5 109.5 . . ?
H9A4 C9A H9A6 109.5 . . ?
H9A5 C9A H9A6 109.5 . . ?
C9B N1B C8B 117(4) . . ?
C9B N1B C1B 121(4) . . ?
C8B N1B C1B 117(3) . . ?
C2B N2B C4B 117(3) . . ?
C2B N2B C5B 127(4) . . ?
C4B N2B C5B 115(4) . . ?
C3B N3B C7B 130(4) . . ?
C3B N3B C6B 116(4) . . ?
C7B N3B C6B 108(4) . . ?
C3B C1B C2B 64(3) . . ?
C3B C1B N1B 152(5) . . ?
C2B C1B N1B 142(4) . . ?
N2B C2B C1B 162(5) . . ?
N2B C2B C3B 142(5) . . ?
C1B C2B C3B 55(3) . . ?
C1B C3B N3B 141(5) . . ?
C1B C3B C2B 60(3) . . ?
N3B C3B C2B 157(5) . . ?
N2B C4B H4B1 109.5 . . ?
N2B C4B H4B2 109.5 . . ?
H4B1 C4B H4B2 109.5 . . ?
N2B C4B H4B3 109.5 . . ?
H4B1 C4B H4B3 109.5 . . ?
H4B2 C4B H4B3 109.5 . . ?
H4B4 C4B H4B5 109.5 . . ?
H4B4 C4B H4B6 109.5 . . ?
H4B5 C4B H4B6 109.5 . . ?
N2B C5B H5B1 109.5 . . ?
N2B C5B H5B2 109.5 . . ?
H5B1 C5B H5B2 109.5 . . ?
N2B C5B H5B3 109.5 . . ?
H5B1 C5B H5B3 109.5 . . ?
H5B2 C5B H5B3 109.5 . . ?
H5B4 C5B H5B5 109.5 . . ?
H5B4 C5B H5B6 109.5 . . ?
H5B5 C5B H5B6 109.5 . . ?
N3B C6B H6B1 109.5 . . ?
N3B C6B H6B2 109.5 . . ?
H6B1 C6B H6B2 109.5 . . ?
N3B C6B H6B3 109.5 . . ?
H6B1 C6B H6B3 109.5 . . ?
H6B2 C6B H6B3 109.5 . . ?
H6B4 C6B H6B5 109.5 . . ?
H6B4 C6B H6B6 109.5 . . ?
H6B5 C6B H6B6 109.5 . . ?
N3B C7B H7B1 109.5 . . ?
N3B C7B H7B2 109.5 . . ?
H7B1 C7B H7B2 109.5 . . ?
N3B C7B H7B3 109.5 . . ?
H7B1 C7B H7B3 109.5 . . ?
H7B2 C7B H7B3 109.5 . . ?
H7B4 C7B H7B5 109.5 . . ?
H7B4 C7B H7B6 109.5 . . ?
H7B5 C7B H7B6 109.5 . . ?
N1B C8B H8B1 109.5 . . ?
N1B C8B H8B2 109.5 . . ?
H8B1 C8B H8B2 109.5 . . ?
N1B C8B H8B3 109.5 . . ?
H8B1 C8B H8B3 109.5 . . ?
H8B2 C8B H8B3 109.5 . . ?
H8B4 C8B H8B5 109.5 . . ?
H8B4 C8B H8B6 109.5 . . ?
H8B5 C8B H8B6 109.5 . . ?
N1B C9B H9B1 109.5 . . ?
N1B C9B H9B2 109.5 . . ?
H9B1 C9B H9B2 109.5 . . ?
N1B C9B H9B3 109.5 . . ?
H9B1 C9B H9B3 109.5 . . ?
H9B2 C9B H9B3 109.5 . . ?
H9B4 C9B H9B5 109.5 . . ?
H9B4 C9B H9B6 109.5 . . ?
H9B5 C9B H9B6 109.5 . . ?

_refine_diff_density_max         1.040
_refine_diff_density_min         -1.160
_refine_diff_density_rms         0.096



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

data_syn-p-1-TDAI
_database_code_depnum_ccdc_archive 'CCDC 2167344'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_CRYSS02_syn-p-1-TDAI        
;
PROBLEM: The value of _exptl_crystal_size_max is > 1.0
RESPONSE: Brittle needles, cutting out smaller pieces was impossible
;
# Added during the CSD deposition process: Saturday 27 August 2022 02:04 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8.18 H3.27 F4.36 I0.91 N0.55 O0'
_chemical_formula_weight         307.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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'

_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                   7.3349(2)
_cell_length_b                   33.8687(19)
_cell_length_c                   20.5960(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.808(3)
_cell_angle_gamma                90
_cell_volume                     5114.0(4)
_cell_formula_units_Z            22
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    8988
_cell_measurement_theta_min      3.4
_cell_measurement_theta_max      66.5

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.196
_exptl_crystal_F_000             3160
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          1.004
_exptl_crystal_size_mid          0.054
_exptl_crystal_size_min          0.035
_exptl_crystal_size_rad          0.044
_exptl_absorpt_coefficient_mu    25.032
_exptl_absorpt_correction_T_min  0.20281
_exptl_absorpt_correction_T_max  0.29134
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.16b (Rigaku Oxford Diffraction, 2015)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.601
_oxdiff_exptl_absorpt_empirical_full_max 2.009
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      170.0(7)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4409
_diffrn_reflns_number            29426
_diffrn_reflns_av_unetI/netI     0.0481
_diffrn_reflns_av_R_equivalents  0.0502
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         3.379
_diffrn_reflns_theta_max         66.500
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             8988
_reflns_number_gt                7186
_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       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_structure_solution    'ShelXT, shelXle'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Diamond 4, Mercury'
_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)+(0.0279P)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         8988
_refine_ls_number_parameters     725
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0475
_refine_ls_R_factor_gt           0.0337
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0726
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
I2 I 0.85027(5) 0.66558(2) 0.27581(2) 0.04721(9) Uani 1 1 d . . . . .
F5 F 1.2004(4) 0.58883(13) 0.06038(17) 0.0603(10) Uani 1 1 d . . . . .
F6 F 1.2113(4) 0.56958(11) 0.18715(16) 0.0518(8) Uani 1 1 d . . . . .
F7 F 0.5697(4) 0.61135(10) 0.06981(15) 0.0432(7) Uani 1 1 d . . . . .
F8 F 0.5820(4) 0.59347(9) 0.19676(14) 0.0384(6) Uani 1 1 d . . . . .
F9 F 0.9636(5) 0.50765(9) 0.25242(16) 0.0520(8) Uani 1 1 d . . . . .
F10 F 0.9825(6) 0.49531(11) 0.38162(19) 0.0622(9) Uani 1 1 d . . . . .
F11 F 0.9282(6) 0.55595(14) 0.46358(18) 0.0704(11) Uani 1 1 d . . . . .
F12 F 0.8616(6) 0.62917(13) 0.41776(18) 0.0727(11) Uani 1 1 d . . . . .
I1A^a I 0.8511(5) 0.69398(10) 0.04637(18) 0.0455(3) Uani 0.320(6) 1 d . . P A 1
F1A^a F 0.840(5) 0.7176(7) -0.0850(13) 0.064(5) Uani 0.320(6) 1 d . . P A 1
F2A^a F 0.858(4) 0.6700(8) -0.1870(13) 0.070(5) Uani 0.320(6) 1 d . . P A 1
F3A^a F 0.893(5) 0.5919(7) -0.1741(12) 0.078(6) Uani 0.320(6) 1 d . . P A 1
F4A^a F 0.917(5) 0.5606(8) -0.0575(12) 0.061(5) Uani 0.320(6) 1 d . . P A 1
C10A^a C 0.858(5) 0.6610(12) -0.0091(12) 0.0564(10) Uani 0.320(6) 1 d . . P A 1
C11A^a C 0.856(3) 0.6786(9) -0.0686(11) 0.0564(10) Uani 0.320(6) 1 d . . P A 1
C12A^a C 0.875(3) 0.6583(9) -0.1222(12) 0.0564(10) Uani 0.320(6) 1 d . . P A 1
C13A^a C 0.883(3) 0.6180(9) -0.1278(10) 0.0564(10) Uani 0.320(6) 1 d . . P A 1
C14A^a C 0.894(4) 0.5986(10) -0.0659(13) 0.0564(10) Uani 0.320(6) 1 d . . P A 1
C15A^a C 0.8808(8) 0.6165(2) -0.0051(3) 0.0564(10) Uani 0.320(6) 1 d . . P A 1
I1B^b I 0.8453(2) 0.70003(6) 0.06402(13) 0.0455(3) Uani 0.680(6) 1 d . . P A 2
F1B^b F 0.842(2) 0.7025(4) -0.1011(8) 0.098(4) Uani 0.680(6) 1 d . . P A 2
F2B^b F 0.874(2) 0.6499(6) -0.1960(6) 0.125(7) Uani 0.680(6) 1 d . . P A 2
F3B^b F 0.914(2) 0.5716(5) -0.1662(6) 0.111(5) Uani 0.680(6) 1 d . . P A 2
F4B^b F 0.916(2) 0.5484(4) -0.0415(5) 0.069(3) Uani 0.680(6) 1 d . . P A 2
C10B^b C 0.862(2) 0.6556(6) -0.0200(5) 0.0564(10) Uani 0.680(6) 1 d . . P A 2
C11B^b C 0.8598(14) 0.6666(4) -0.0847(5) 0.0564(10) Uani 0.680(6) 1 d . . P A 2
C12B^b C 0.8737(14) 0.6404(5) -0.1342(5) 0.0564(10) Uani 0.680(6) 1 d . . P A 2
C13B^b C 0.8965(14) 0.6011(4) -0.1188(5) 0.0564(10) Uani 0.680(6) 1 d . . P A 2
C14B^b C 0.8989(17) 0.5884(5) -0.0537(6) 0.0564(10) Uani 0.680(6) 1 d . . P A 2
C15B^b C 0.8808(8) 0.6165(2) -0.0051(3) 0.0564(10) Uani 0.680(6) 1 d . . P A 2
C16 C 0.8856(7) 0.60116(16) 0.0621(2) 0.0378(11) Uani 1 1 d . . . . .
C17 C 1.0456(7) 0.58913(17) 0.0934(3) 0.0399(11) Uani 1 1 d . . . . .
C18 C 1.0514(7) 0.57959(16) 0.1582(2) 0.0369(11) Uani 1 1 d . . . . .
C19 C 0.8987(6) 0.58155(14) 0.1955(2) 0.0327(10) Uani 1 1 d . . . . .
C20 C 0.7361(6) 0.59142(14) 0.1634(2) 0.0322(10) Uani 1 1 d . . . . .
C21 C 0.7302(6) 0.60098(14) 0.0983(2) 0.0344(10) Uani 1 1 d . . . . .
C22 C 0.9057(6) 0.57537(14) 0.2662(2) 0.0328(10) Uani 1 1 d . . . . .
C23 C 0.8810(7) 0.60697(15) 0.3098(3) 0.0377(11) Uani 1 1 d . . . . .
C24 C 0.8867(8) 0.59989(19) 0.3753(3) 0.0488(14) Uani 1 1 d . . . . .
C25 C 0.9201(8) 0.5623(2) 0.4000(3) 0.0477(13) Uani 1 1 d . . . . .
C26 C 0.9473(8) 0.53143(17) 0.3579(3) 0.0458(13) Uani 1 1 d . . . . .
C27 C 0.9392(7) 0.53799(15) 0.2919(3) 0.0384(11) Uani 1 1 d . . . . .
N1 N 0.1724(6) 0.21585(14) 0.3274(2) 0.0440(10) Uani 1 1 d . . . . .
N2 N 0.1846(6) 0.31569(12) 0.3978(2) 0.0380(9) Uani 1 1 d . . . . .
N3 N 0.1653(8) 0.23078(15) 0.5057(2) 0.0528(12) Uani 1 1 d . . . . .
C1 C 0.1730(6) 0.23926(15) 0.3794(3) 0.0345(10) Uani 1 1 d . . . . .
C2 C 0.1771(6) 0.27681(14) 0.4047(2) 0.0321(10) Uani 1 1 d . . . . .
C3 C 0.1701(7) 0.24500(15) 0.4454(3) 0.0366(10) Uani 1 1 d . . . . .
C4 C 0.1542(9) 0.17374(17) 0.3348(3) 0.0562(15) Uani 1 1 d . . . . .
H4A H 0.172018 0.166668 0.380664 0.084 Uiso 1 1 calc R U . . .
H4AB H 0.246102 0.160356 0.309148 0.084 Uiso 1 1 calc R U . . .
H4AC H 0.032102 0.165542 0.319480 0.084 Uiso 1 1 calc R U . . .
C5 C 0.1749(8) 0.23138(18) 0.2626(3) 0.0476(13) Uani 1 1 d . . . . .
H5A H 0.215614 0.258931 0.264050 0.071 Uiso 1 1 calc R U . . .
H5AB H 0.051978 0.230002 0.242675 0.071 Uiso 1 1 calc R U . . .
H5AC H 0.258893 0.215797 0.236808 0.071 Uiso 1 1 calc R U . . .
C6 C 0.1749(9) 0.33329(17) 0.3333(3) 0.0482(13) Uani 1 1 d . . . . .
H6A H 0.285174 0.326556 0.309993 0.072 Uiso 1 1 calc R U . . .
H6AB H 0.165433 0.362052 0.337173 0.072 Uiso 1 1 calc R U . . .
H6AC H 0.067511 0.323119 0.309171 0.072 Uiso 1 1 calc R U . . .
C7 C 0.1919(7) 0.34036(15) 0.4553(3) 0.0384(11) Uani 1 1 d . . . . .
H7A H 0.275892 0.328673 0.487890 0.058 Uiso 1 1 calc R U . . .
H7AB H 0.069865 0.342308 0.473066 0.058 Uiso 1 1 calc R U . . .
H7AC H 0.234953 0.366776 0.443851 0.058 Uiso 1 1 calc R U . . .
C8 C 0.1530(14) 0.2575(2) 0.5603(3) 0.082(3) Uani 1 1 d . . . . .
H8A H 0.275013 0.267161 0.572674 0.123 Uiso 1 1 calc R U . . .
H8AB H 0.101200 0.243473 0.597032 0.123 Uiso 1 1 calc R U . . .
H8AC H 0.074351 0.279811 0.547992 0.123 Uiso 1 1 calc R U . . .
C9 C 0.1525(8) 0.18903(17) 0.5185(3) 0.0515(14) Uani 1 1 d . . . . .
H9A H 0.026980 0.182380 0.529256 0.077 Uiso 1 1 calc R U . . .
H9AB H 0.234984 0.182108 0.555158 0.077 Uiso 1 1 calc R U . . .
H9AC H 0.187005 0.174232 0.479933 0.077 Uiso 1 1 calc R U . . .
I3 I 0.67667(4) 0.32323(2) 0.43797(2) 0.04083(9) Uani 1 1 d . . . . .
I4 I 0.62993(5) 0.35249(2) 0.21501(2) 0.03951(8) Uani 1 1 d . . . . .
F13 F 0.6849(5) 0.31638(10) 0.59191(19) 0.0622(9) Uani 1 1 d . . . . .
F14 F 0.6435(6) 0.36916(13) 0.68707(17) 0.0666(10) Uani 1 1 d . . . . .
F15 F 0.5917(6) 0.44649(12) 0.65954(17) 0.0678(10) Uani 1 1 d . . . . .
F16 F 0.5867(6) 0.47107(9) 0.53566(16) 0.0571(9) Uani 1 1 d . . . . .
F17 F 0.9349(4) 0.40731(9) 0.41566(14) 0.0418(6) Uani 1 1 d . . . . .
F18 F 0.9108(4) 0.42227(9) 0.28913(14) 0.0407(6) Uani 1 1 d . . . . .
F19 F 0.3139(4) 0.43826(9) 0.43463(14) 0.0417(7) Uani 1 1 d . . . . .
F20 F 0.2900(4) 0.45390(10) 0.30747(15) 0.0451(7) Uani 1 1 d . . . . .
F21 F 0.5370(5) 0.51107(9) 0.23616(14) 0.0484(8) Uani 1 1 d . . . . .
F22 F 0.4989(6) 0.52204(10) 0.10728(16) 0.0603(10) Uani 1 1 d . . . . .
F23 F 0.5253(7) 0.45976(11) 0.02531(16) 0.0719(12) Uani 1 1 d . . . . .
F24 F 0.5875(6) 0.38729(10) 0.07200(16) 0.0648(10) Uani 1 1 d . . . . .
C28 C 0.6578(6) 0.36629(14) 0.5118(2) 0.0339(10) Uani 1 1 d . . . . .
C29 C 0.6605(8) 0.35472(15) 0.5753(3) 0.0433(12) Uani 1 1 d . . . . .
C30 C 0.6383(8) 0.38121(19) 0.6258(3) 0.0478(13) Uani 1 1 d . . . . .
C31 C 0.6121(8) 0.42053(19) 0.6115(3) 0.0468(13) Uani 1 1 d . . . . .
C32 C 0.6098(8) 0.43245(15) 0.5480(2) 0.0392(11) Uani 1 1 d . . . . .
C33 C 0.6309(6) 0.40660(15) 0.4965(2) 0.0329(10) Uani 1 1 d . . . . .
C34 C 0.6232(6) 0.42085(13) 0.4287(2) 0.0301(9) Uani 1 1 d . . . . .
C35 C 0.4621(7) 0.43457(13) 0.3992(2) 0.0321(10) Uani 1 1 d . . . . .
C36 C 0.4511(7) 0.44268(14) 0.3339(2) 0.0330(10) Uani 1 1 d . . . . .
C37 C 0.5987(7) 0.43786(14) 0.2942(2) 0.0322(10) Uani 1 1 d . . . . .
C38 C 0.7622(6) 0.42633(14) 0.3243(2) 0.0319(10) Uani 1 1 d . . . . .
C39 C 0.7737(6) 0.41854(14) 0.3900(2) 0.0316(10) Uani 1 1 d . . . . .
C40 C 0.5801(7) 0.44300(14) 0.2236(2) 0.0335(10) Uani 1 1 d . . . . .
C41 C 0.5485(7) 0.47962(15) 0.1971(2) 0.0372(11) Uani 1 1 d . . . . .
C42 C 0.5292(8) 0.48613(15) 0.1311(3) 0.0435(12) Uani 1 1 d . . . . .
C43 C 0.5433(9) 0.45433(16) 0.0893(3) 0.0469(13) Uani 1 1 d . . . . .
C44 C 0.5779(8) 0.41729(16) 0.1147(3) 0.0443(12) Uani 1 1 d . . . . .
C45 C 0.5940(7) 0.41044(15) 0.1801(2) 0.0368(10) Uani 1 1 d . . . . .
I5 I 0.67940(5) 0.26064(2) 0.30264(2) 0.05029(10) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I2 C23 2.115(5) . ?
F5 C17 1.341(6) . ?
F6 C18 1.342(6) . ?
F7 C21 1.345(6) . ?
F8 C20 1.343(5) . ?
F9 C27 1.326(6) . ?
F10 C26 1.339(7) . ?
F11 C25 1.328(7) . ?
F12 C24 1.339(7) . ?
I1A^a C10A^a 1.60(3) . ?
I1A^a C11A^a 2.43(2) . ?
F1A^a C11A^a 1.37(4) . ?
F2A^a C12A^a 1.39(4) . ?
F3A^a C13A^a 1.30(4) . ?
F4A^a C14A^a 1.31(4) . ?
C10A^a C11A^a 1.36(4) . ?
C10A^a C15A^a 1.52(4) . ?
C11A^a C12A^a 1.31(3) . ?
C12A^a C13A^a 1.37(4) . ?
C13A^a C14A^a 1.43(3) . ?
C14A^a C15A^a 1.40(3) . ?
C15A^a C16 1.478(8) . ?
I1B^b C10B^b 2.301(13) . ?
F1B^b C11B^b 1.27(2) . ?
F2B^b C12B^b 1.313(18) . ?
F3B^b C13B^b 1.403(18) . ?
F4B^b C14B^b 1.383(19) . ?
C10B^b C11B^b 1.382(17) . ?
C10B^b C15B^b 1.36(2) . ?
C11B^b C12B^b 1.356(16) . ?
C12B^b C13B^b 1.379(17) . ?
C13B^b C14B^b 1.407(14) . ?
C14B^b C15B^b 1.390(19) . ?
C15B^b C16 1.478(8) . ?
C16 C17 1.382(8) . ?
C16 C21 1.383(7) . ?
C17 C18 1.374(8) . ?
C18 C19 1.380(7) . ?
C19 C20 1.386(7) . ?
C19 C22 1.469(7) . ?
C20 C21 1.379(8) . ?
C22 C27 1.392(7) . ?
C22 C23 1.413(7) . ?
C23 C24 1.369(9) . ?
C24 C25 1.389(9) . ?
C25 C26 1.377(9) . ?
C26 C27 1.377(8) . ?
N1 C1 1.333(7) . ?
N1 C5 1.435(8) . ?
N1 C4 1.441(7) . ?
N2 C2 1.326(7) . ?
N2 C7 1.450(7) . ?
N2 C6 1.456(7) . ?
N3 C3 1.334(8) . ?
N3 C9 1.442(7) . ?
N3 C8 1.446(9) . ?
C1 C2 1.374(7) . ?
C1 C3 1.374(8) . ?
C2 C3 1.368(7) . ?
C4 H4A 0.9800 . ?
C4 H4AB 0.9800 . ?
C4 H4AC 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5AB 0.9800 . ?
C5 H5AC 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6AB 0.9800 . ?
C6 H6AC 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7AB 0.9800 . ?
C7 H7AC 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8AB 0.9800 . ?
C8 H8AC 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9AB 0.9800 . ?
C9 H9AC 0.9800 . ?
I3 C28 2.114(5) . ?
I4 C45 2.104(5) . ?
F13 C29 1.353(6) . ?
F14 C30 1.326(7) . ?
F15 C31 1.336(7) . ?
F16 C32 1.342(6) . ?
F17 C39 1.335(6) . ?
F18 C38 1.334(5) . ?
F19 C35 1.334(6) . ?
F20 C36 1.340(6) . ?
F21 C41 1.339(6) . ?
F22 C42 1.327(6) . ?
F23 C43 1.333(7) . ?
F24 C44 1.347(6) . ?
C28 C29 1.365(8) . ?
C28 C33 1.414(7) . ?
C29 C30 1.387(9) . ?
C30 C31 1.376(9) . ?
C31 C32 1.369(8) . ?
C32 C33 1.387(7) . ?
C33 C34 1.476(7) . ?
C34 C39 1.385(7) . ?
C34 C35 1.392(7) . ?
C35 C36 1.372(7) . ?
C36 C37 1.387(7) . ?
C37 C38 1.388(7) . ?
C37 C40 1.467(7) . ?
C38 C39 1.379(7) . ?
C40 C41 1.371(7) . ?
C40 C45 1.427(7) . ?
C41 C42 1.381(8) . ?
C42 C43 1.385(8) . ?
C43 C44 1.379(8) . ?
C44 C45 1.368(8) . ?

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
C10A^a I1A^a C11A^a 31.9(15) . . ?
C11A^a C10A^a C15A^a 119(2) . . ?
C11A^a C10A^a I1A^a 110(3) . . ?
C15A^a C10A^a I1A^a 131(2) . . ?
C12A^a C11A^a C10A^a 122(3) . . ?
C12A^a C11A^a F1A^a 108(3) . . ?
C10A^a C11A^a F1A^a 130(2) . . ?
C12A^a C11A^a I1A^a 160(2) . . ?
C10A^a C11A^a I1A^a 38.3(16) . . ?
F1A^a C11A^a I1A^a 91.8(15) . . ?
C11A^a C12A^a F2A^a 130(3) . . ?
C11A^a C12A^a C13A^a 127(3) . . ?
F2A^a C12A^a C13A^a 102(2) . . ?
F3A^a C13A^a C12A^a 138(2) . . ?
F3A^a C13A^a C14A^a 110(3) . . ?
C12A^a C13A^a C14A^a 112(2) . . ?
F4A^a C14A^a C15A^a 108.7(19) . . ?
F4A^a C14A^a C13A^a 125(3) . . ?
C15A^a C14A^a C13A^a 126(3) . . ?
C14A^a C15A^a C10A^a 113.2(15) . . ?
C14A^a C15A^a C16 133.3(13) . . ?
C10A^a C15A^a C16 113.5(10) . . ?
C11B^b C10B^b C15B^b 118.4(11) . . ?
C11B^b C10B^b I1B^b 123.3(12) . . ?
C15B^b C10B^b I1B^b 118.2(8) . . ?
F1B^b C11B^b C12B^b 115.8(13) . . ?
F1B^b C11B^b C10B^b 120.9(13) . . ?
C12B^b C11B^b C10B^b 123.3(13) . . ?
F2B^b C12B^b C11B^b 124.8(15) . . ?
F2B^b C12B^b C13B^b 117.1(13) . . ?
C11B^b C12B^b C13B^b 118.1(10) . . ?
C12B^b C13B^b C14B^b 120.7(11) . . ?
C12B^b C13B^b F3B^b 122.7(10) . . ?
C14B^b C13B^b F3B^b 116.6(13) . . ?
F4B^b C14B^b C15B^b 123.4(9) . . ?
F4B^b C14B^b C13B^b 118.0(14) . . ?
C15B^b C14B^b C13B^b 118.6(13) . . ?
C14B^b C15B^b C10B^b 120.9(8) . . ?
C14B^b C15B^b C16 115.6(8) . . ?
C10B^b C15B^b C16 123.4(7) . . ?
C17 C16 C21 116.7(5) . . ?
C17 C16 C15B^b 122.3(5) . . ?
C21 C16 C15B^b 120.8(5) . . ?
C17 C16 C15A^a 122.3(5) . . ?
C21 C16 C15A^a 120.8(5) . . ?
F5 C17 C18 119.3(5) . . ?
F5 C17 C16 119.1(5) . . ?
C18 C17 C16 121.5(5) . . ?
F6 C18 C17 119.4(4) . . ?
F6 C18 C19 118.6(5) . . ?
C17 C18 C19 122.0(5) . . ?
C18 C19 C20 116.6(5) . . ?
C18 C19 C22 122.8(5) . . ?
C20 C19 C22 120.6(4) . . ?
F8 C20 C21 118.9(4) . . ?
F8 C20 C19 119.6(4) . . ?
C21 C20 C19 121.4(4) . . ?
F7 C21 C20 119.1(4) . . ?
F7 C21 C16 119.2(5) . . ?
C20 C21 C16 121.6(5) . . ?
C27 C22 C23 118.1(5) . . ?
C27 C22 C19 120.5(4) . . ?
C23 C22 C19 121.4(5) . . ?
C24 C23 C22 119.6(5) . . ?
C24 C23 I2 119.3(4) . . ?
C22 C23 I2 121.0(4) . . ?
F12 C24 C23 120.9(6) . . ?
F12 C24 C25 117.7(5) . . ?
C23 C24 C25 121.4(5) . . ?
F11 C25 C26 119.6(6) . . ?
F11 C25 C24 120.8(6) . . ?
C26 C25 C24 119.6(5) . . ?
F10 C26 C25 119.7(5) . . ?
F10 C26 C27 120.6(5) . . ?
C25 C26 C27 119.7(5) . . ?
F9 C27 C26 118.6(5) . . ?
F9 C27 C22 119.8(5) . . ?
C26 C27 C22 121.7(5) . . ?
C1 N1 C5 122.0(5) . . ?
C1 N1 C4 120.1(5) . . ?
C5 N1 C4 117.7(5) . . ?
C2 N2 C7 119.1(4) . . ?
C2 N2 C6 120.2(4) . . ?
C7 N2 C6 120.6(4) . . ?
C3 N3 C9 121.9(5) . . ?
C3 N3 C8 120.1(5) . . ?
C9 N3 C8 117.7(5) . . ?
N1 C1 C2 148.7(5) . . ?
N1 C1 C3 151.6(5) . . ?
C2 C1 C3 59.7(4) . . ?
N2 C2 C3 148.2(5) . . ?
N2 C2 C1 151.6(5) . . ?
C3 C2 C1 60.2(4) . . ?
N3 C3 C2 149.2(5) . . ?
N3 C3 C1 150.7(5) . . ?
C2 C3 C1 60.1(4) . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4AB 109.5 . . ?
H4A C4 H4AB 109.5 . . ?
N1 C4 H4AC 109.5 . . ?
H4A C4 H4AC 109.5 . . ?
H4AB C4 H4AC 109.5 . . ?
N1 C5 H5A 109.5 . . ?
N1 C5 H5AB 109.5 . . ?
H5A C5 H5AB 109.5 . . ?
N1 C5 H5AC 109.5 . . ?
H5A C5 H5AC 109.5 . . ?
H5AB C5 H5AC 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6AB 109.5 . . ?
H6A C6 H6AB 109.5 . . ?
N2 C6 H6AC 109.5 . . ?
H6A C6 H6AC 109.5 . . ?
H6AB C6 H6AC 109.5 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7AB 109.5 . . ?
H7A C7 H7AB 109.5 . . ?
N2 C7 H7AC 109.5 . . ?
H7A C7 H7AC 109.5 . . ?
H7AB C7 H7AC 109.5 . . ?
N3 C8 H8A 109.5 . . ?
N3 C8 H8AB 109.5 . . ?
H8A C8 H8AB 109.5 . . ?
N3 C8 H8AC 109.5 . . ?
H8A C8 H8AC 109.5 . . ?
H8AB C8 H8AC 109.5 . . ?
N3 C9 H9A 109.5 . . ?
N3 C9 H9AB 109.5 . . ?
H9A C9 H9AB 109.5 . . ?
N3 C9 H9AC 109.5 . . ?
H9A C9 H9AC 109.5 . . ?
H9AB C9 H9AC 109.5 . . ?
C29 C28 C33 119.2(5) . . ?
C29 C28 I3 119.5(4) . . ?
C33 C28 I3 121.2(4) . . ?
F13 C29 C28 121.0(5) . . ?
F13 C29 C30 116.7(5) . . ?
C28 C29 C30 122.3(5) . . ?
F14 C30 C31 120.1(6) . . ?
F14 C30 C29 120.9(6) . . ?
C31 C30 C29 119.0(5) . . ?
F15 C31 C32 121.0(6) . . ?
F15 C31 C30 119.8(5) . . ?
C32 C31 C30 119.2(5) . . ?
F16 C32 C31 117.7(5) . . ?
F16 C32 C33 119.2(5) . . ?
C31 C32 C33 123.1(5) . . ?
C32 C33 C28 117.2(5) . . ?
C32 C33 C34 121.0(5) . . ?
C28 C33 C34 121.8(4) . . ?
C39 C34 C35 116.6(4) . . ?
C39 C34 C33 121.3(4) . . ?
C35 C34 C33 122.0(4) . . ?
F19 C35 C36 119.6(4) . . ?
F19 C35 C34 119.1(4) . . ?
C36 C35 C34 121.2(4) . . ?
F20 C36 C35 118.5(4) . . ?
F20 C36 C37 119.3(4) . . ?
C35 C36 C37 122.1(5) . . ?
C36 C37 C38 116.7(4) . . ?
C36 C37 C40 121.4(5) . . ?
C38 C37 C40 121.9(4) . . ?
F18 C38 C39 119.1(4) . . ?
F18 C38 C37 119.7(4) . . ?
C39 C38 C37 121.1(4) . . ?
F17 C39 C38 118.0(4) . . ?
F17 C39 C34 120.0(4) . . ?
C38 C39 C34 122.0(4) . . ?
C41 C40 C45 117.7(5) . . ?
C41 C40 C37 120.7(4) . . ?
C45 C40 C37 121.6(4) . . ?
F21 C41 C40 119.6(4) . . ?
F21 C41 C42 117.3(5) . . ?
C40 C41 C42 123.1(5) . . ?
F22 C42 C41 121.4(5) . . ?
F22 C42 C43 119.9(5) . . ?
C41 C42 C43 118.7(5) . . ?
F23 C43 C44 120.8(5) . . ?
F23 C43 C42 120.0(5) . . ?
C44 C43 C42 119.2(5) . . ?
F24 C44 C45 120.6(5) . . ?
F24 C44 C43 116.9(5) . . ?
C45 C44 C43 122.4(5) . . ?
C44 C45 C40 118.8(5) . . ?
C44 C45 I4 120.1(4) . . ?
C40 C45 I4 121.1(4) . . ?

_refine_diff_density_max         0.961
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.102



####################################################################### 
# 
# 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_syn-m-1-TDAI
_database_code_depnum_ccdc_archive 'CCDC 2167341'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT434_syn-m-1-TDAI        
;
PROBLEM: Short Inter HL..HL Contact I3       ..I5       .       3.48 Ang.
RESPONSE: Halogen Bond
;
# Added during the CSD deposition process: Saturday 27 August 2022 02:04 PM
# end Validation Reply Form


_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C18 F12 I2), C9 H18 N3, I'
_chemical_formula_sum            'C45 H18 F24 I5 N3'
_chemical_formula_weight         1691.12

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'
I I -0.3257 6.8362 '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                   20.5688(18)
_cell_length_b                   7.5520(4)
_cell_length_c                   65.850(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     10228.8(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    8956
_cell_measurement_theta_min      3.4
_cell_measurement_theta_max      66.5

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.196
_exptl_crystal_F_000             6320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.052
_exptl_crystal_size_min          0.032
_exptl_absorpt_coefficient_mu    25.030
_exptl_absorpt_correction_T_min  0.17745
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.16b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.430
_oxdiff_exptl_absorpt_empirical_full_max 2.647
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      170.00(14)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4409
_diffrn_reflns_number            56470
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -77
_diffrn_reflns_limit_l_max       78
_diffrn_reflns_theta_min         3.439
_diffrn_reflns_theta_max         66.500
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             8956
_reflns_number_gt                7859
_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       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.16b (Rigaku OD, 2015)'
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_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)+(0.0099P)²+92.5853P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8956
_refine_ls_number_parameters     700
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1046
_refine_ls_wR_factor_gt          0.1011
_refine_ls_goodness_of_fit_ref   1.207
_refine_ls_restrained_S_all      1.207
_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
I1 I 0.46498(3) 0.26964(9) 0.40633(2) 0.04048(15) Uani 1 1 d . . . . .
I2 I 0.64588(2) 0.32230(7) 0.42846(2) 0.02835(12) Uani 1 1 d . . . . .
F1 F 0.3161(3) 0.3610(9) 0.39828(10) 0.0633(18) Uani 1 1 d . . . . .
F2 F 0.2079(3) 0.2986(10) 0.41944(12) 0.074(2) Uani 1 1 d . . . . .
F3 F 0.2140(3) 0.1442(10) 0.45648(12) 0.075(2) Uani 1 1 d . . . . .
F4 F 0.3291(3) 0.0454(8) 0.47214(9) 0.0500(15) Uani 1 1 d . . . . .
F5 F 0.4255(3) -0.1995(6) 0.44948(8) 0.0376(12) Uani 1 1 d . . . . .
F6 F 0.5414(3) -0.2889(6) 0.46582(9) 0.0414(13) Uani 1 1 d . . . . .
F7 F 0.6255(3) -0.0374(7) 0.47721(9) 0.0402(13) Uani 1 1 d . . . . .
F8 F 0.4784(2) 0.4010(6) 0.45653(8) 0.0343(12) Uani 1 1 d . . . . .
F9 F 0.5595(3) 0.3266(8) 0.50614(7) 0.0497(16) Uani 1 1 d . . . . .
F10 F 0.6449(3) 0.5764(8) 0.51817(8) 0.0551(17) Uani 1 1 d . . . . .
F11 F 0.7339(3) 0.7054(8) 0.49161(9) 0.0531(15) Uani 1 1 d . . . . .
F12 F 0.7345(3) 0.5919(8) 0.45288(9) 0.0524(16) Uani 1 1 d . . . . .
C10 C 0.3819(4) 0.2360(12) 0.42420(14) 0.033(2) Uani 1 1 d . . . . .
C11 C 0.3218(5) 0.2834(14) 0.41670(15) 0.045(2) Uani 1 1 d . . . . .
C12 C 0.2654(5) 0.2516(14) 0.42744(19) 0.050(3) Uani 1 1 d . . . . .
C13 C 0.2691(4) 0.1720(14) 0.44587(19) 0.049(3) Uani 1 1 d . . . . .
C14 C 0.3289(5) 0.1237(13) 0.45383(15) 0.038(2) Uani 1 1 d . . . . .
C15 C 0.3859(4) 0.1547(11) 0.44332(13) 0.0273(18) Uani 1 1 d . . . . .
C16 C 0.4490(4) 0.1044(11) 0.45274(12) 0.0257(17) Uani 1 1 d . . . . .
C17 C 0.4661(4) -0.0728(11) 0.45558(12) 0.0271(18) Uani 1 1 d . . . . .
C18 C 0.5248(4) -0.1188(11) 0.46387(13) 0.0308(19) Uani 1 1 d . . . . .
C19 C 0.5678(4) 0.0110(11) 0.46950(12) 0.0271(18) Uani 1 1 d . . . . .
C20 C 0.5540(4) 0.1894(10) 0.46712(11) 0.0231(17) Uani 1 1 d . . . . .
C21 C 0.4938(4) 0.2303(10) 0.45894(11) 0.0221(16) Uani 1 1 d . . . . .
C22 C 0.6017(4) 0.3275(9) 0.47284(12) 0.0202(16) Uani 1 1 d . . . . .
C23 C 0.6026(4) 0.3891(11) 0.49272(12) 0.0275(18) Uani 1 1 d . . . . .
C24 C 0.6469(5) 0.5180(12) 0.49905(13) 0.033(2) Uani 1 1 d . . . . .
C25 C 0.6905(5) 0.5819(11) 0.48543(14) 0.034(2) Uani 1 1 d . . . . .
C26 C 0.6910(4) 0.5229(12) 0.46581(13) 0.0301(19) Uani 1 1 d . . . . .
C27 C 0.6467(4) 0.3966(10) 0.45930(11) 0.0213(16) Uani 1 1 d . . . . .
N1 N 0.4594(4) 0.7251(13) 0.37212(18) 0.061(3) Uani 1 1 d . . . . .
N2 N 0.6158(4) 0.7473(10) 0.39913(12) 0.0412(19) Uani 1 1 d . . . . .
N3 N 0.6130(4) 0.6609(11) 0.34454(12) 0.0405(19) Uani 1 1 d . . . . .
C1 C 0.4221(6) 0.6942(17) 0.3537(3) 0.092(6) Uani 1 1 d . . . . .
H1A H 0.377390 0.735475 0.355707 0.138 Uiso 1 1 calc R U . . .
H1AB H 0.421835 0.567256 0.350637 0.138 Uiso 1 1 calc R U . . .
H1AC H 0.441957 0.759000 0.342419 0.138 Uiso 1 1 calc R U . . .
C2 C 0.4241(6) 0.7676(16) 0.3903(3) 0.085(5) Uani 1 1 d . . . . .
H2A H 0.395561 0.868985 0.387726 0.128 Uiso 1 1 calc R U . . .
H2AB H 0.454848 0.797363 0.401150 0.128 Uiso 1 1 calc R U . . .
H2AC H 0.397909 0.665389 0.394426 0.128 Uiso 1 1 calc R U . . .
C3 C 0.5835(7) 0.8007(15) 0.41751(16) 0.058(3) Uani 1 1 d . . . . .
H3A H 0.564588 0.918694 0.415650 0.087 Uiso 1 1 calc R U . . .
H3AB H 0.615005 0.804059 0.428680 0.087 Uiso 1 1 calc R U . . .
H3AC H 0.548996 0.715866 0.420730 0.087 Uiso 1 1 calc R U . . .
C4 C 0.6857(5) 0.7590(14) 0.39830(18) 0.056(3) Uani 1 1 d . . . . .
H4A H 0.702947 0.659142 0.390467 0.083 Uiso 1 1 calc R U . . .
H4AB H 0.703409 0.755518 0.412111 0.083 Uiso 1 1 calc R U . . .
H4AC H 0.698328 0.870381 0.391750 0.083 Uiso 1 1 calc R U . . .
C5 C 0.6828(5) 0.6375(17) 0.34481(18) 0.058(3) Uani 1 1 d . . . . .
H5A H 0.699052 0.630390 0.330838 0.086 Uiso 1 1 calc R U . . .
H5AB H 0.693590 0.527963 0.352045 0.086 Uiso 1 1 calc R U . . .
H5AC H 0.703101 0.738263 0.351718 0.086 Uiso 1 1 calc R U . . .
C6 C 0.5768(7) 0.6282(15) 0.32581(16) 0.059(3) Uani 1 1 d . . . . .
H6A H 0.542457 0.717324 0.324357 0.088 Uiso 1 1 calc R U . . .
H6AB H 0.557208 0.509973 0.326333 0.088 Uiso 1 1 calc R U . . .
H6AC H 0.606383 0.635403 0.314177 0.088 Uiso 1 1 calc R U . . .
C7 C 0.5239(4) 0.7174(12) 0.37186(15) 0.036(2) Uani 1 1 d . . . . .
C8 C 0.5821(4) 0.7276(12) 0.38204(14) 0.0315(19) Uani 1 1 d . . . . .
C9 C 0.5808(4) 0.6916(11) 0.36144(14) 0.0315(19) Uani 1 1 d . . . . .
I3 I 0.47410(2) 0.19940(8) 0.34760(2) 0.03158(13) Uani 1 1 d . . . . .
I4 I 0.64475(2) 0.10802(7) 0.32265(2) 0.02728(12) Uani 1 1 d . . . . .
F13 F 0.3292(3) 0.0915(9) 0.35826(9) 0.0538(16) Uani 1 1 d . . . . .
F14 F 0.2188(3) 0.0868(10) 0.33690(12) 0.069(2) Uani 1 1 d . . . . .
F15 F 0.2179(3) 0.1915(11) 0.29742(12) 0.079(2) Uani 1 1 d . . . . .
F16 F 0.3279(3) 0.3023(9) 0.27959(8) 0.0517(15) Uani 1 1 d . . . . .
F17 F 0.4909(2) 0.0239(6) 0.29961(7) 0.0290(10) Uani 1 1 d . . . . .
F18 F 0.4101(3) 0.6040(7) 0.29595(9) 0.0444(14) Uani 1 1 d . . . . .
F19 F 0.5153(3) 0.7029(7) 0.27409(9) 0.0519(16) Uani 1 1 d . . . . .
F20 F 0.6093(3) 0.4664(7) 0.26568(8) 0.0416(13) Uani 1 1 d . . . . .
F21 F 0.5679(3) 0.1191(8) 0.24374(8) 0.0461(14) Uani 1 1 d . . . . .
F22 F 0.6569(3) -0.1202(9) 0.23189(9) 0.0612(18) Uani 1 1 d . . . . .
F23 F 0.7405(3) -0.2588(9) 0.25940(9) 0.0635(19) Uani 1 1 d . . . . .
F24 F 0.7360(3) -0.1568(9) 0.29839(9) 0.0596(19) Uani 1 1 d . . . . .
C28 C 0.3885(4) 0.1983(12) 0.32986(13) 0.0288(18) Uani 1 1 d . . . . .
C29 C 0.3317(4) 0.1443(13) 0.33868(14) 0.037(2) Uani 1 1 d . . . . .
C30 C 0.2741(5) 0.1418(13) 0.32778(17) 0.043(2) Uani 1 1 d . . . . .
C31 C 0.2737(4) 0.1945(15) 0.30795(17) 0.047(3) Uani 1 1 d . . . . .
C32 C 0.3306(4) 0.2510(12) 0.29919(14) 0.032(2) Uani 1 1 d . . . . .
C33 C 0.3885(4) 0.2525(11) 0.30955(12) 0.0264(18) Uani 1 1 d . . . . .
C34 C 0.4478(4) 0.3110(11) 0.29875(12) 0.0255(17) Uani 1 1 d . . . . .
C35 C 0.4981(4) 0.1934(10) 0.29396(11) 0.0211(16) Uani 1 1 d . . . . .
C36 C 0.5536(4) 0.2389(10) 0.28312(11) 0.0210(16) Uani 1 1 d . . . . .
C37 C 0.5569(4) 0.4116(12) 0.27649(13) 0.032(2) Uani 1 1 d . . . . .
C38 C 0.5092(5) 0.5352(12) 0.28058(14) 0.033(2) Uani 1 1 d . . . . .
C39 C 0.4565(4) 0.4830(12) 0.29163(13) 0.0287(18) Uani 1 1 d . . . . .
C40 C 0.6046(4) 0.1075(10) 0.27775(12) 0.0214(16) Uani 1 1 d . . . . .
C41 C 0.6088(4) 0.0519(12) 0.25772(12) 0.0299(19) Uani 1 1 d . . . . .
C42 C 0.6539(5) -0.0681(12) 0.25145(13) 0.036(2) Uani 1 1 d . . . . .
C43 C 0.6964(5) -0.1391(12) 0.26543(15) 0.040(2) Uani 1 1 d . . . . .
C44 C 0.6922(4) -0.0864(13) 0.28537(13) 0.036(2) Uani 1 1 d . . . . .
C45 C 0.6477(4) 0.0370(11) 0.29176(11) 0.0221(16) Uani 1 1 d . . . . .
I5 I 0.61764(3) 0.21830(8) 0.37560(2) 0.03090(13) 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
I1 C10 2.091(9) . ?
I2 C27 2.107(7) . ?
F1 C11 1.352(12) . ?
F2 C12 1.343(11) . ?
F3 C13 1.347(12) . ?
F4 C14 1.342(11) . ?
F5 C17 1.333(9) . ?
F6 C18 1.336(10) . ?
F7 C19 1.342(10) . ?
F8 C21 1.337(9) . ?
F9 C23 1.338(10) . ?
F10 C24 1.335(10) . ?
F11 C25 1.354(10) . ?
F12 C26 1.340(10) . ?
C10 C11 1.377(13) . ?
C10 C15 1.403(13) . ?
C11 C12 1.380(16) . ?
C12 C13 1.356(16) . ?
C13 C14 1.386(14) . ?
C14 C15 1.382(12) . ?
C15 C16 1.488(12) . ?
C16 C21 1.386(11) . ?
C16 C17 1.396(12) . ?
C17 C18 1.368(13) . ?
C18 C19 1.372(12) . ?
C19 C20 1.385(12) . ?
C20 C21 1.386(11) . ?
C20 C22 1.481(10) . ?
C22 C27 1.387(11) . ?
C22 C23 1.389(11) . ?
C23 C24 1.398(12) . ?
C24 C25 1.357(13) . ?
C25 C26 1.367(13) . ?
C26 C27 1.387(11) . ?
N1 C7 1.327(12) . ?
N1 C2 1.436(16) . ?
N1 C1 1.453(17) . ?
N2 C8 1.331(12) . ?
N2 C3 1.439(13) . ?
N2 C4 1.441(13) . ?
N3 C9 1.316(12) . ?
N3 C5 1.447(13) . ?
N3 C6 1.462(13) . ?
C1 H1A 0.9800 . ?
C1 H1AB 0.9800 . ?
C1 H1AC 0.9800 . ?
C2 H2A 0.9800 . ?
C2 H2AB 0.9800 . ?
C2 H2AC 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3AB 0.9800 . ?
C3 H3AC 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4AB 0.9800 . ?
C4 H4AC 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5AB 0.9800 . ?
C5 H5AC 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6AB 0.9800 . ?
C6 H6AC 0.9800 . ?
C7 C9 1.371(13) . ?
C7 C8 1.374(12) . ?
C8 C9 1.384(13) . ?
I3 C28 2.113(8) . ?
I4 C45 2.104(8) . ?
F13 C29 1.351(11) . ?
F14 C30 1.351(11) . ?
F15 C31 1.341(11) . ?
F16 C32 1.349(10) . ?
F17 C35 1.341(9) . ?
F18 C39 1.351(10) . ?
F19 C38 1.343(10) . ?
F20 C37 1.357(10) . ?
F21 C41 1.347(10) . ?
F22 C42 1.348(10) . ?
F23 C43 1.340(10) . ?
F24 C44 1.353(10) . ?
C28 C29 1.368(12) . ?
C28 C33 1.398(12) . ?
C29 C30 1.385(14) . ?
C30 C31 1.365(15) . ?
C31 C32 1.373(13) . ?
C32 C33 1.372(11) . ?
C33 C34 1.479(11) . ?
C34 C39 1.393(12) . ?
C34 C35 1.400(11) . ?
C35 C36 1.389(11) . ?
C36 C37 1.377(12) . ?
C36 C40 1.486(10) . ?
C37 C38 1.381(13) . ?
C38 C39 1.363(13) . ?
C40 C45 1.387(11) . ?
C40 C41 1.387(11) . ?
C41 C42 1.360(12) . ?
C42 C43 1.378(14) . ?
C43 C44 1.375(13) . ?
C44 C45 1.371(12) . ?

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
C11 C10 C15 119.2(9) . . ?
C11 C10 I1 120.0(7) . . ?
C15 C10 I1 120.7(6) . . ?
F1 C11 C10 120.9(10) . . ?
F1 C11 C12 117.5(9) . . ?
C10 C11 C12 121.7(10) . . ?
F2 C12 C13 121.1(10) . . ?
F2 C12 C11 119.6(11) . . ?
C13 C12 C11 119.3(9) . . ?
F3 C13 C12 119.1(10) . . ?
F3 C13 C14 120.6(11) . . ?
C12 C13 C14 120.3(9) . . ?
F4 C14 C15 121.5(9) . . ?
F4 C14 C13 117.3(9) . . ?
C15 C14 C13 121.3(10) . . ?
C14 C15 C10 118.3(8) . . ?
C14 C15 C16 119.2(8) . . ?
C10 C15 C16 122.4(7) . . ?
C21 C16 C17 116.8(8) . . ?
C21 C16 C15 121.8(7) . . ?
C17 C16 C15 121.4(8) . . ?
F5 C17 C18 119.4(7) . . ?
F5 C17 C16 119.3(8) . . ?
C18 C17 C16 121.3(8) . . ?
F6 C18 C17 120.6(8) . . ?
F6 C18 C19 119.7(8) . . ?
C17 C18 C19 119.7(8) . . ?
F7 C19 C18 118.6(8) . . ?
F7 C19 C20 119.3(7) . . ?
C18 C19 C20 122.1(8) . . ?
C19 C20 C21 116.4(7) . . ?
C19 C20 C22 121.4(7) . . ?
C21 C20 C22 122.3(7) . . ?
F8 C21 C16 118.0(7) . . ?
F8 C21 C20 118.3(7) . . ?
C16 C21 C20 123.7(7) . . ?
C27 C22 C23 118.1(7) . . ?
C27 C22 C20 122.9(7) . . ?
C23 C22 C20 119.0(7) . . ?
F9 C23 C22 119.7(7) . . ?
F9 C23 C24 118.8(7) . . ?
C22 C23 C24 121.5(8) . . ?
F10 C24 C25 121.8(8) . . ?
F10 C24 C23 119.4(8) . . ?
C25 C24 C23 118.8(8) . . ?
F11 C25 C24 118.8(8) . . ?
F11 C25 C26 120.3(8) . . ?
C24 C25 C26 120.9(8) . . ?
F12 C26 C25 118.6(8) . . ?
F12 C26 C27 120.6(8) . . ?
C25 C26 C27 120.8(8) . . ?
C26 C27 C22 119.9(7) . . ?
C26 C27 I2 119.1(6) . . ?
C22 C27 I2 120.9(6) . . ?
C7 N1 C2 121.7(12) . . ?
C7 N1 C1 120.6(11) . . ?
C2 N1 C1 117.7(11) . . ?
C8 N2 C3 120.1(9) . . ?
C8 N2 C4 119.7(9) . . ?
C3 N2 C4 118.4(9) . . ?
C9 N3 C5 120.7(9) . . ?
C9 N3 C6 119.2(9) . . ?
C5 N3 C6 119.7(9) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1AB 109.5 . . ?
H1A C1 H1AB 109.5 . . ?
N1 C1 H1AC 109.5 . . ?
H1A C1 H1AC 109.5 . . ?
H1AB C1 H1AC 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2AB 109.5 . . ?
H2A C2 H2AB 109.5 . . ?
N1 C2 H2AC 109.5 . . ?
H2A C2 H2AC 109.5 . . ?
H2AB C2 H2AC 109.5 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3AB 109.5 . . ?
H3A C3 H3AB 109.5 . . ?
N2 C3 H3AC 109.5 . . ?
H3A C3 H3AC 109.5 . . ?
H3AB C3 H3AC 109.5 . . ?
N2 C4 H4A 109.5 . . ?
N2 C4 H4AB 109.5 . . ?
H4A C4 H4AB 109.5 . . ?
N2 C4 H4AC 109.5 . . ?
H4A C4 H4AC 109.5 . . ?
H4AB C4 H4AC 109.5 . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5AB 109.5 . . ?
H5A C5 H5AB 109.5 . . ?
N3 C5 H5AC 109.5 . . ?
H5A C5 H5AC 109.5 . . ?
H5AB C5 H5AC 109.5 . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6AB 109.5 . . ?
H6A C6 H6AB 109.5 . . ?
N3 C6 H6AC 109.5 . . ?
H6A C6 H6AC 109.5 . . ?
H6AB C6 H6AC 109.5 . . ?
N1 C7 C9 150.0(11) . . ?
N1 C7 C8 149.4(11) . . ?
C9 C7 C8 60.5(7) . . ?
N2 C8 C7 150.9(9) . . ?
N2 C8 C9 149.4(9) . . ?
C7 C8 C9 59.6(7) . . ?
N3 C9 C7 151.4(9) . . ?
N3 C9 C8 148.7(9) . . ?
C7 C9 C8 59.8(7) . . ?
C29 C28 C33 119.5(8) . . ?
C29 C28 I3 118.6(7) . . ?
C33 C28 I3 121.9(6) . . ?
F13 C29 C28 121.7(8) . . ?
F13 C29 C30 117.3(8) . . ?
C28 C29 C30 121.0(9) . . ?
F14 C30 C31 120.7(9) . . ?
F14 C30 C29 119.5(9) . . ?
C31 C30 C29 119.8(9) . . ?
F15 C31 C30 119.7(9) . . ?
F15 C31 C32 121.2(10) . . ?
C30 C31 C32 119.2(9) . . ?
F16 C32 C33 120.6(8) . . ?
F16 C32 C31 117.1(8) . . ?
C33 C32 C31 122.2(9) . . ?
C32 C33 C28 118.3(8) . . ?
C32 C33 C34 118.6(8) . . ?
C28 C33 C34 123.1(7) . . ?
C39 C34 C35 114.9(7) . . ?
C39 C34 C33 123.1(7) . . ?
C35 C34 C33 121.9(8) . . ?
F17 C35 C36 118.0(7) . . ?
F17 C35 C34 117.5(7) . . ?
C36 C35 C34 124.5(7) . . ?
C37 C36 C35 115.9(7) . . ?
C37 C36 C40 121.5(7) . . ?
C35 C36 C40 122.4(7) . . ?
F20 C37 C36 119.6(8) . . ?
F20 C37 C38 117.4(8) . . ?
C36 C37 C38 122.9(8) . . ?
F19 C38 C39 121.1(8) . . ?
F19 C38 C37 120.6(8) . . ?
C39 C38 C37 118.3(8) . . ?
F18 C39 C38 118.5(8) . . ?
F18 C39 C34 118.0(7) . . ?
C38 C39 C34 123.5(8) . . ?
C45 C40 C41 118.4(7) . . ?
C45 C40 C36 123.3(7) . . ?
C41 C40 C36 118.3(7) . . ?
F21 C41 C42 118.0(8) . . ?
F21 C41 C40 119.7(8) . . ?
C42 C41 C40 122.3(8) . . ?
F22 C42 C41 121.1(8) . . ?
F22 C42 C43 119.7(8) . . ?
C41 C42 C43 119.2(8) . . ?
F23 C43 C44 121.4(9) . . ?
F23 C43 C42 119.6(8) . . ?
C44 C43 C42 119.0(8) . . ?
F24 C44 C45 121.1(8) . . ?
F24 C44 C43 116.7(8) . . ?
C45 C44 C43 122.2(8) . . ?
C44 C45 C40 118.9(7) . . ?
C44 C45 I4 119.3(6) . . ?
C40 C45 I4 121.8(6) . . ?

_refine_diff_density_max         1.149
_refine_diff_density_min         -1.192
_refine_diff_density_rms         0.142



####################################################################### 
# 
# 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_syn-m-1-TEABr
_database_code_depnum_ccdc_archive 'CCDC 2167345'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 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(C18 F12 I2), C8 H20 N, Br'
_chemical_formula_sum            'C44 H20 Br F24 I4 N'
_chemical_formula_weight         1606.12

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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.2153(4)
_cell_length_b                   14.8333(6)
_cell_length_c                   33.3212(9)
_cell_angle_alpha                80.102(3)
_cell_angle_beta                 89.936(3)
_cell_angle_gamma                85.987(3)
_cell_volume                     4961.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    17224
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      66.5

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.150
_exptl_crystal_F_000             3016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 15 57 0.0490
0 -15 51 0.0324
-16 -1 33 0.1026
0 -15 -57 0.0607
-16 -1 -33 0.1060
0 15 -51 0.0326
16 1 -33 0.0738
16 1 33 0.0828
1 0 0 0.0931
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0565 14.9465 57.0543 2.2826 1.2225 1.2168
-0.0490 -15.0558 50.9292 2.7650 -0.9484 -0.9863
-16.0559 -1.0331 32.8776 1.5473 -1.5849 1.8164
0.0565 -14.9465 -57.0543 -2.2826 -1.2225 -1.2168
-15.9915 -0.9663 -33.1123 -1.5373 -1.7525 1.6756
0.0490 15.0558 -50.9292 -2.7650 0.9484 0.9863
16.0559 1.0331 -32.8776 -1.5473 1.5849 -1.8164
15.9915 0.9663 33.1123 1.5373 1.7525 -1.6756
1.0346 0.0644 0.1314 0.0055 0.1081 -0.1125
_exptl_crystal_size_max          0.221
_exptl_crystal_size_mid          0.155
_exptl_crystal_size_min          0.065
_exptl_absorpt_coefficient_mu    21.824
_exptl_absorpt_correction_T_min  0.038
_exptl_absorpt_correction_T_max  0.536
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.657
_oxdiff_exptl_absorpt_empirical_full_max 2.150
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      170.00(14)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.4409
_diffrn_reflns_number            77496
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_theta_min         3.523
_diffrn_reflns_theta_max         66.497
_diffrn_reflns_theta_full        66.497
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             17224
_reflns_number_gt                14454
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0009421000
_diffrn_orient_matrix_UB_12      -0.0256152000
_diffrn_orient_matrix_UB_13      0.0467190000
_diffrn_orient_matrix_UB_21      0.0996385000
_diffrn_orient_matrix_UB_22      0.0718318000
_diffrn_orient_matrix_UB_23      0.0027086000
_diffrn_orient_matrix_UB_31      -0.1135331000
_diffrn_orient_matrix_UB_32      0.0729739000
_diffrn_orient_matrix_UB_33      0.0020972000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      0.00  28.00   1.00    1.75    --   36.00  88.00-113.19   28
  2  ω      2.00  28.00   1.00    1.75    --   40.00  92.00  35.77   26
  3  ω     18.00 117.00   1.00    1.75    --   42.53  37.00 -90.00   99
  4  ω      2.00  91.00   1.00    1.75    --   42.53-125.00 -30.00   89
  5  ω      6.00  88.00   1.00    1.75    --   42.53-128.00 145.00   82
  6  ω     19.00 115.00   1.00    1.75    --   42.53  37.00  60.00   96
  7  ω     15.00 111.00   1.00    1.75    --   42.53  57.00 150.00   96
  8  ω     14.00  39.00   1.00    1.75    --   48.00  82.00 -64.55   25
  9  ω     18.00  43.00   1.00    1.75    --   52.00  82.00 100.73   25
 10  ω     18.00  43.00   1.00    1.75    --   52.00  81.00-167.63   25
 11  ω     18.00  43.00   1.00    1.75    --   52.00  81.00  14.01   25
 12  ω     23.00  48.00   1.00    1.75    --   56.00  78.00 -29.52   25
 13  ω     28.00  55.00   1.00    1.75    --   60.00  76.00 136.07   27
 14  ω     27.00  53.00   1.00    1.75    --   60.00  77.00  49.45   26
 15  ω     33.00 133.00   1.00    1.75    --   64.00  75.00 -40.34  100
 16  ω     35.00  61.00   1.00    1.75    --   68.00  77.00  67.81   26
 17  ω     35.00  61.00   1.00    1.75    --   68.00  77.00-148.99   26
 18  ω    122.00 147.00   1.00    1.75    --   72.00  75.00  -1.84   25
 19  ω    116.00 146.00   1.00    1.75    --   72.00  77.00 167.70   30
 20  ω    105.00 140.00   1.00    1.75    --   72.00  76.00 133.90   35
 21  ω     81.00 107.00   1.00    1.75    --   72.00  77.00-105.88   26
 22  ω     40.00  67.00   1.00    1.75    --   72.00  75.00  -1.84   27
 23  ω     40.00  66.00   1.00    1.75    --   72.00  76.00 133.90   26
 24  ω     39.00  71.00   1.00    1.75    --   72.00  77.00 167.70   32
 25  ω     40.00  69.00   1.00    1.75    --   72.00  77.00-105.88   29
 26  ω    122.00 152.00   1.00    2.70    --   76.00  77.00 -30.23   30
 27  ω     43.00  75.00   1.00    2.70    --   76.00  77.00 -30.23   32
 28  ω     43.00  68.00   1.00    2.70    --   76.00  77.00  25.48   25
 29  ω     44.00  97.00   1.00    2.70    --   76.00  76.00  93.40   53
 30  ω     44.00  72.00   1.00    2.70    --   76.00  76.00-141.85   28
 31  ω    119.00 146.00   1.00    2.70    --   84.00  77.00  32.95   27
 32  ω     51.00  77.00   1.00    2.70    --   84.00  77.00  32.95   26
 33  ω     67.00 111.00   1.00    2.70    --   96.00  62.00 -92.62   44
 34  ω    114.00 155.00   1.00    2.70    --  108.04  77.00  90.00   41
 35  ω    112.00 157.00   1.00    2.70    --  108.04  77.00 120.00   45
 36  ω     86.00 113.00   1.00    2.70    --  108.04  61.00  60.00   27
 37  ω     79.00 108.00   1.00    2.70    --  108.04  61.00 120.00   29
 38  ω     79.00 107.00   1.00    2.70    --  108.04  61.00 150.00   28
 39  ω     75.00 158.00   1.00    2.70    --  108.04  77.00 150.00   83
 40  ω     75.00 101.00   1.00    2.70    --  108.04  77.00   0.00   26
 41  ω     75.00 149.00   1.00    2.70    --  108.04  77.00  30.00   74
 42  ω     79.00 155.00   1.00    2.70    --  108.04  61.00 -90.00   76
 43  ω     81.00 158.00   1.00    2.70    --  108.04 125.00 -30.00   77
 44  ω     75.00 147.00   1.00    2.70    --  108.04  77.00 -60.00   72
 45  ω     75.00 158.00   1.00    2.70    --  108.04  77.00  60.00   83
 46  ω     75.00 101.00   1.00    2.70    --  108.04  77.00  90.00   26
 47  ω     75.00 101.00   1.00    2.70    --  108.04  77.00 120.00   26
 48  ω     75.00 101.00   1.00    2.70    --  108.04  77.00 -90.00   26
 49  ω     75.00 155.00   1.00    2.70    --  108.04  77.00 -30.00   80
 50  ω     75.00 158.00   1.00    2.70    --  108.04  77.00-180.00   83
 51  ω     75.00 158.00   1.00    2.70    --  108.04  77.00-150.00   83
 52  ω     47.00 134.00   1.00    2.70    --  108.04 -61.00 -60.00   87
 53  ω     80.00 109.00   1.00    2.70    --  108.04 -94.00 -30.00   29
 54  ω     34.00  61.00   1.00    2.70    --  108.04 -94.00 -30.00   27
 55  ω     28.00 104.00   1.00    2.70    --  108.04 -94.00 -90.00   76
 56  ω     27.00 109.00   1.00    2.70    --  108.04 -94.00-180.00   82
 57  ω     37.00 117.00   1.00    2.70    --  108.04-128.00 145.00   80
 58  ω     25.00  73.00   1.00    2.70    --  108.04 -94.00 150.00   48
;
_diffrn_measurement_method       'ω scans'


_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_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)+(0.0371P)²+41.2935P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         17224
_refine_ls_number_parameters     1341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0581
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1286
_refine_ls_wR_factor_gt          0.1230
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.023
_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
I1 I 0.16685(6) -0.13001(4) 0.67593(2) 0.04710(14) Uani 1 1 d . . . . .
I2 I 0.13857(6) 0.14244(4) 0.68883(2) 0.04931(15) Uani 1 1 d . . . . .
F1 F 0.0422(5) -0.3005(3) 0.64695(18) 0.0598(15) Uani 1 1 d . . . . .
F2 F -0.0326(5) -0.3309(4) 0.5737(2) 0.0640(16) Uani 1 1 d . . . . .
F3 F 0.0035(6) -0.2049(4) 0.50631(18) 0.0660(16) Uani 1 1 d . . . . .
F4 F 0.1224(6) -0.0515(4) 0.51217(15) 0.0544(13) Uani 1 1 d . . . . .
F5 F 0.4123(5) -0.0883(4) 0.5739(3) 0.084(2) Uani 1 1 d . . . . .
F6 F 0.5443(6) 0.0614(5) 0.5757(3) 0.120(4) Uani 1 1 d . . . . .
F7 F 0.4150(6) 0.2190(4) 0.5875(3) 0.082(2) Uani 1 1 d . . . . .
F8 F 0.1655(6) 0.3063(4) 0.53120(16) 0.0596(14) Uani 1 1 d . . . . .
F9 F 0.0400(7) 0.4643(4) 0.5440(2) 0.080(2) Uani 1 1 d . . . . .
F10 F -0.0414(6) 0.4817(4) 0.6203(2) 0.0753(18) Uani 1 1 d . . . . .
F11 F -0.0015(6) 0.3419(4) 0.68217(19) 0.0678(16) Uani 1 1 d . . . . .
F48 F 0.0206(4) 0.0756(3) 0.59585(18) 0.0512(13) Uani 1 1 d . . . . .
C1 C 0.1210(8) -0.1577(6) 0.6181(2) 0.0368(18) Uani 1 1 d . . . . .
C2 C 0.0624(8) -0.2368(5) 0.6145(3) 0.0406(19) Uani 1 1 d . . . . .
C3 C 0.0231(8) -0.2539(6) 0.5771(3) 0.047(2) Uani 1 1 d . . . . .
C4 C 0.0421(8) -0.1897(6) 0.5430(3) 0.046(2) Uani 1 1 d . . . . .
C5 C 0.1019(8) -0.1111(6) 0.5466(3) 0.0396(19) Uani 1 1 d . . . . .
C6 C 0.1438(8) -0.0945(5) 0.5832(2) 0.0360(17) Uani 1 1 d . . . . .
C7 C 0.2118(7) -0.0094(5) 0.5846(2) 0.0339(17) Uani 1 1 d . . . . .
C8 C 0.1511(8) 0.0714(5) 0.5908(2) 0.0349(17) Uani 1 1 d . . . . .
C9 C 0.2125(8) 0.1526(5) 0.5920(2) 0.0354(17) Uani 1 1 d . . . . .
C10 C 0.3474(9) 0.1448(6) 0.5864(3) 0.050(2) Uani 1 1 d . . . . .
C11 C 0.4136(9) 0.0664(7) 0.5812(4) 0.063(3) Uani 1 1 d . . . . .
C12 C 0.3471(9) -0.0107(6) 0.5802(3) 0.051(2) Uani 1 1 d . . . . .
C13 C 0.1440(8) 0.2382(6) 0.5998(3) 0.0406(19) Uani 1 1 d . . . . .
C14 C 0.1209(9) 0.3125(6) 0.5685(3) 0.050(2) Uani 1 1 d . . . . .
C15 C 0.0570(9) 0.3932(6) 0.5754(4) 0.056(3) Uani 1 1 d . . . . .
C16 C 0.0175(9) 0.4027(7) 0.6136(4) 0.058(3) Uani 1 1 d . . . . .
C17 C 0.0392(9) 0.3309(7) 0.6440(3) 0.052(2) Uani 1 1 d . . . . .
C18 C 0.1008(8) 0.2483(6) 0.6391(3) 0.0400(19) Uani 1 1 d . . . . .
N1 N 0.8130(7) 0.5122(5) 0.2440(2) 0.0457(17) Uani 1 1 d . . . . .
C72 C 0.9309(11) 0.4558(8) 0.2634(4) 0.076(3) Uani 1 1 d . . . . .
H72A H 0.907972 0.427418 0.291362 0.091 Uiso 1 1 calc R U . . .
H72B H 1.001566 0.497100 0.265593 0.091 Uiso 1 1 calc R U . . .
C73 C 0.9834(14) 0.3808(10) 0.2409(6) 0.122(7) Uani 1 1 d . . . . .
H73A H 0.930192 0.327852 0.247410 0.182 Uiso 1 1 calc R U . . .
H73B H 1.074642 0.362408 0.249282 0.182 Uiso 1 1 calc R U . . .
H73C H 0.979297 0.403631 0.211514 0.182 Uiso 1 1 calc R U . . .
C74 C 0.6996(11) 0.4536(8) 0.2397(4) 0.068(3) Uani 1 1 d . . . . .
H74A H 0.623295 0.494527 0.228056 0.082 Uiso 1 1 calc R U . . .
H74B H 0.724442 0.412772 0.219964 0.082 Uiso 1 1 calc R U . . .
C75 C 0.6581(12) 0.3964(10) 0.2778(5) 0.096(5) Uani 1 1 d . . . . .
H75A H 0.604707 0.348530 0.271089 0.144 Uiso 1 1 calc R U . . .
H75B H 0.606218 0.434947 0.293933 0.144 Uiso 1 1 calc R U . . .
H75C H 0.735782 0.367945 0.293453 0.144 Uiso 1 1 calc R U . . .
C76 C 0.8411(13) 0.5621(9) 0.2021(4) 0.081(4) Uani 1 1 d . . . . .
H76A H 0.759950 0.597789 0.190789 0.098 Uiso 1 1 calc R U . . .
H76B H 0.864148 0.516205 0.184394 0.098 Uiso 1 1 calc R U . . .
C77 C 0.9517(13) 0.6273(9) 0.2001(4) 0.092(4) Uani 1 1 d . . . . .
H77A H 0.941523 0.673449 0.175228 0.138 Uiso 1 1 calc R U . . .
H77B H 1.036603 0.592321 0.199793 0.138 Uiso 1 1 calc R U . . .
H77C H 0.947668 0.657847 0.223939 0.138 Uiso 1 1 calc R U . . .
C78 C 0.7757(13) 0.5801(10) 0.2712(4) 0.086(4) Uani 1 1 d . . . . .
H78A H 0.852155 0.615879 0.274271 0.103 Uiso 1 1 calc R U . . .
H78B H 0.755349 0.546132 0.298442 0.103 Uiso 1 1 calc R U . . .
C79 C 0.6577(13) 0.6472(10) 0.2560(5) 0.095(4) Uani 1 1 d . . . . .
H79A H 0.688957 0.703534 0.240281 0.143 Uiso 1 1 calc R U . . .
H79B H 0.607444 0.661971 0.279342 0.143 Uiso 1 1 calc R U . . .
H79C H 0.601441 0.618875 0.238583 0.143 Uiso 1 1 calc R U . . .
Br1 Br 0.79197(11) 0.03902(8) 0.24139(3) 0.0569(3) Uani 1 1 d . . . . .
N2 N 0.3121(7) 0.0009(5) 0.2560(2) 0.0442(17) Uani 1 1 d . . . . .
C80 C 0.4926(12) -0.1267(8) 0.2520(4) 0.077(3) Uani 1 1 d . . . . .
H80A H 0.428711 -0.172765 0.251278 0.116 Uiso 1 1 calc R U . . .
H80B H 0.519593 -0.127319 0.280243 0.116 Uiso 1 1 calc R U . . .
H80C H 0.569539 -0.141019 0.236007 0.116 Uiso 1 1 calc R U . . .
C81 C 0.2645(13) 0.0929(8) 0.2321(4) 0.078(3) Uani 1 1 d . . . . .
H81A H 0.336967 0.134222 0.230857 0.094 Uiso 1 1 calc R U . . .
H81B H 0.245501 0.084935 0.203815 0.094 Uiso 1 1 calc R U . . .
C82 C 0.1455(12) 0.1398(9) 0.2478(4) 0.084(4) Uani 1 1 d . . . . .
H82A H 0.102295 0.183242 0.225407 0.126 Uiso 1 1 calc R U . . .
H82B H 0.171727 0.172936 0.269146 0.126 Uiso 1 1 calc R U . . .
H82C H 0.084638 0.093972 0.258979 0.126 Uiso 1 1 calc R U . . .
C83 C 0.3433(12) 0.0075(11) 0.2996(3) 0.085(4) Uani 1 1 d . . . . .
H83A H 0.373770 -0.053915 0.314494 0.102 Uiso 1 1 calc R U . . .
H83B H 0.262648 0.028399 0.312843 0.102 Uiso 1 1 calc R U . . .
C84 C 0.4505(13) 0.0753(14) 0.3020(6) 0.137(8) Uani 1 1 d . . . . .
H84A H 0.532518 0.052224 0.290858 0.206 Uiso 1 1 calc R U . . .
H84B H 0.464801 0.080991 0.330556 0.206 Uiso 1 1 calc R U . . .
H84C H 0.422160 0.135509 0.286293 0.206 Uiso 1 1 calc R U . . .
C85 C 0.2050(11) -0.0658(9) 0.2588(4) 0.079(4) Uani 1 1 d . . . . .
H85A H 0.238451 -0.124563 0.275540 0.095 Uiso 1 1 calc R U . . .
H85B H 0.129605 -0.041156 0.273257 0.095 Uiso 1 1 calc R U . . .
C86 C 0.1567(14) -0.0850(12) 0.2191(6) 0.122(7) Uani 1 1 d . . . . .
H86A H 0.225584 -0.120388 0.206746 0.182 Uiso 1 1 calc R U . . .
H86B H 0.133871 -0.026976 0.200717 0.182 Uiso 1 1 calc R U . . .
H86C H 0.078841 -0.120347 0.223614 0.182 Uiso 1 1 calc R U . . .
C88 C 0.4309(10) -0.0329(8) 0.2341(3) 0.063(3) Uani 1 1 d . . . . .
H88A H 0.405029 -0.033578 0.205555 0.075 Uiso 1 1 calc R U . . .
H88B H 0.498466 0.011982 0.233525 0.075 Uiso 1 1 calc R U . . .
Br2 Br 0.30125(11) 0.54070(7) 0.25784(3) 0.0548(3) Uani 1 1 d . . . . .
I3 I 0.30681(6) 0.36014(4) 0.33036(2) 0.04581(14) Uani 1 1 d . . . . .
I4 I 0.33411(6) 0.64951(4) 0.33626(2) 0.04573(14) Uani 1 1 d . . . . .
F12 F 0.1960(5) 0.1608(4) 0.35220(18) 0.0601(15) Uani 1 1 d . . . . .
F13 F 0.1921(6) 0.0407(4) 0.4217(2) 0.0734(19) Uani 1 1 d . . . . .
F14 F 0.3092(7) 0.0744(4) 0.4901(2) 0.087(2) Uani 1 1 d . . . . .
F15 F 0.4268(6) 0.2313(4) 0.48846(16) 0.0631(15) Uani 1 1 d . . . . .
F16 F 0.2628(4) 0.4450(3) 0.43946(15) 0.0433(11) Uani 1 1 d . . . . .
F17 F 0.6350(5) 0.2905(3) 0.39512(17) 0.0498(12) Uani 1 1 d . . . . .
F18 F 0.7626(5) 0.4451(4) 0.3856(2) 0.0696(18) Uani 1 1 d . . . . .
F19 F 0.6383(5) 0.6004(3) 0.4015(2) 0.0624(16) Uani 1 1 d . . . . .
F20 F 0.2264(6) 0.8275(4) 0.37168(16) 0.0582(14) Uani 1 1 d . . . . .
F21 F 0.2063(5) 0.8606(3) 0.44805(17) 0.0542(13) Uani 1 1 d . . . . .
F22 F 0.2915(6) 0.7327(4) 0.51180(16) 0.0627(15) Uani 1 1 d . . . . .
F23 F 0.4040(6) 0.5717(4) 0.49895(15) 0.0646(16) Uani 1 1 d . . . . .
C19 C 0.3138(8) 0.2618(6) 0.3833(3) 0.0376(18) Uani 1 1 d . . . . .
C20 C 0.2558(8) 0.1805(6) 0.3858(3) 0.044(2) Uani 1 1 d . . . . .
C21 C 0.2516(9) 0.1186(6) 0.4211(3) 0.051(2) Uani 1 1 d . . . . .
C22 C 0.3081(10) 0.1366(6) 0.4558(3) 0.055(3) Uani 1 1 d . . . . .
C23 C 0.3703(8) 0.2167(6) 0.4543(3) 0.042(2) Uani 1 1 d . . . . .
C24 C 0.3741(7) 0.2795(5) 0.4189(2) 0.0332(17) Uani 1 1 d . . . . .
C25 C 0.4452(7) 0.3640(5) 0.4180(2) 0.0299(16) Uani 1 1 d . . . . .
C26 C 0.5740(8) 0.3668(5) 0.4044(2) 0.0356(17) Uani 1 1 d . . . . .
C27 C 0.6380(8) 0.4461(6) 0.3993(3) 0.043(2) Uani 1 1 d . . . . .
C28 C 0.5743(8) 0.5230(6) 0.4078(3) 0.0413(19) Uani 1 1 d . . . . .
C29 C 0.4463(8) 0.5261(5) 0.4215(2) 0.0348(17) Uani 1 1 d . . . . .
C30 C 0.3873(7) 0.4453(5) 0.4267(2) 0.0335(17) Uani 1 1 d . . . . .
C31 C 0.3777(8) 0.6147(5) 0.4280(2) 0.0348(17) Uani 1 1 d . . . . .
C32 C 0.3614(9) 0.6325(6) 0.4667(3) 0.043(2) Uani 1 1 d . . . . .
C33 C 0.3034(8) 0.7156(6) 0.4737(3) 0.0419(19) Uani 1 1 d . . . . .
C34 C 0.2590(8) 0.7810(6) 0.4415(3) 0.0421(19) Uani 1 1 d . . . . .
C35 C 0.2724(8) 0.7622(5) 0.4027(3) 0.0386(18) Uani 1 1 d . . . . .
C36 C 0.3297(7) 0.6806(5) 0.3954(2) 0.0335(17) Uani 1 1 d . . . . .
I5 I 0.80935(6) -0.08530(4) 0.16675(2) 0.05054(15) Uani 1 1 d . . . . .
I6 I 0.81825(6) 0.20675(4) 0.16160(2) 0.04554(14) Uani 1 1 d . . . . .
F24 F 0.6918(5) -0.2592(4) 0.13809(19) 0.0637(16) Uani 1 1 d . . . . .
F25 F 0.6626(5) -0.3039(4) 0.0644(2) 0.0697(18) Uani 1 1 d . . . . .
F26 F 0.7626(6) -0.2007(5) -0.0026(2) 0.0759(19) Uani 1 1 d . . . . .
F27 F 0.8949(6) -0.0556(4) 0.00561(16) 0.0661(16) Uani 1 1 d . . . . .
F28 F 0.7638(5) 0.1061(3) 0.06047(16) 0.0483(12) Uani 1 1 d . . . . .
F29 F 1.1249(5) -0.0995(4) 0.1037(2) 0.0716(19) Uani 1 1 d . . . . .
F30 F 1.2653(5) 0.0408(4) 0.1149(3) 0.088(2) Uani 1 1 d . . . . .
F31 F 1.1569(5) 0.2134(4) 0.0981(2) 0.0640(16) Uani 1 1 d . . . . .
F32 F 0.9678(5) 0.2885(4) 0.00457(15) 0.0560(13) Uani 1 1 d . . . . .
F33 F 0.8550(7) 0.4610(4) -0.00612(17) 0.0700(17) Uani 1 1 d . . . . .
F34 F 0.7189(6) 0.5206(4) 0.05528(18) 0.0634(15) Uani 1 1 d . . . . .
F35 F 0.7053(6) 0.4129(4) 0.12814(17) 0.0599(14) Uani 1 1 d . . . . .
C37 C 0.8085(8) -0.1304(6) 0.1102(3) 0.0401(19) Uani 1 1 d . . . . .
C38 C 0.7444(8) -0.2070(6) 0.1056(3) 0.046(2) Uani 1 1 d . . . . .
C39 C 0.7289(8) -0.2311(6) 0.0683(4) 0.054(3) Uani 1 1 d . . . . .
C40 C 0.7783(9) -0.1787(7) 0.0351(3) 0.055(2) Uani 1 1 d . . . . .
C41 C 0.8453(9) -0.1030(6) 0.0392(3) 0.048(2) Uani 1 1 d . . . . .
C42 C 0.8950(8) 0.2593(6) 0.0725(2) 0.0367(18) Uani 1 1 d . . . . .
C43 C 0.9401(8) 0.0007(5) 0.0800(2) 0.0362(18) Uani 1 1 d . . . . .
C44 C 1.0696(9) -0.0140(6) 0.0940(3) 0.049(2) Uani 1 1 d . . . . .
C45 C 1.1415(8) 0.0572(7) 0.0998(3) 0.052(2) Uani 1 1 d . . . . .
C46 C 1.0869(8) 0.1449(6) 0.0916(3) 0.046(2) Uani 1 1 d . . . . .
C47 C 0.9578(8) 0.1647(5) 0.0780(2) 0.0345(17) Uani 1 1 d . . . . .
C48 C 0.8894(7) 0.0903(6) 0.0727(2) 0.0345(17) Uani 1 1 d . . . . .
C49 C 0.9029(8) 0.3179(6) 0.0365(2) 0.042(2) Uani 1 1 d . . . . .
C50 C 0.8442(9) 0.4043(6) 0.0297(3) 0.047(2) Uani 1 1 d . . . . .
C51 C 0.7757(9) 0.4361(6) 0.0610(3) 0.045(2) Uani 1 1 d . . . . .
C52 C 0.7701(8) 0.3792(6) 0.0983(3) 0.043(2) Uani 1 1 d . . . . .
C53 C 0.8285(7) 0.2914(5) 0.1047(2) 0.0345(17) Uani 1 1 d . . . . .
C87 C 0.8636(8) -0.0794(6) 0.0766(3) 0.0398(19) Uani 1 1 d . . . . .
I7 I 0.34952(6) 0.68723(4) 0.17540(2) 0.04165(13) Uani 1 1 d . . . . .
I8 I 0.35284(6) 0.40085(4) 0.19217(2) 0.04957(15) Uani 1 1 d . . . . .
F36 F 0.4690(5) 0.8810(3) 0.14504(14) 0.0452(11) Uani 1 1 d . . . . .
F37 F 0.5004(5) 0.9783(3) 0.07068(15) 0.0520(13) Uani 1 1 d . . . . .
F38 F 0.4129(6) 0.9191(4) 0.00406(15) 0.0663(17) Uani 1 1 d . . . . .
F39 F 0.3020(6) 0.7562(4) 0.01198(14) 0.0594(15) Uani 1 1 d . . . . .
F40 F 0.4662(4) 0.5586(3) 0.08694(17) 0.0493(12) Uani 1 1 d . . . . .
F41 F 0.0568(5) 0.7219(3) 0.08789(18) 0.0510(13) Uani 1 1 d . . . . .
F42 F -0.0615(5) 0.5633(4) 0.1013(2) 0.0696(18) Uani 1 1 d . . . . .
F43 F 0.0827(5) 0.4029(3) 0.1076(2) 0.0609(15) Uani 1 1 d . . . . .
F44 F 0.3593(6) 0.3876(4) 0.03167(16) 0.0663(16) Uani 1 1 d . . . . .
F45 F 0.4810(6) 0.2193(5) 0.0416(2) 0.078(2) Uani 1 1 d . . . . .
F46 F 0.5378(5) 0.1258(4) 0.1176(2) 0.0720(18) Uani 1 1 d . . . . .
F47 F 0.4842(6) 0.2040(4) 0.18247(19) 0.0678(17) Uani 1 1 d . . . . .
C54 C 0.3727(7) 0.7654(5) 0.1174(2) 0.0324(16) Uani 1 1 d . . . . .
C55 C 0.4271(7) 0.8479(5) 0.1124(2) 0.0314(16) Uani 1 1 d . . . . .
C56 C 0.4437(8) 0.8996(5) 0.0747(2) 0.0369(18) Uani 1 1 d . . . . .
C57 C 0.3999(9) 0.8687(6) 0.0406(2) 0.043(2) Uani 1 1 d . . . . .
C58 C 0.3431(9) 0.7855(6) 0.0454(2) 0.0403(19) Uani 1 1 d . . . . .
C59 C 0.3306(7) 0.7339(5) 0.0828(2) 0.0303(16) Uani 1 1 d . . . . .
C60 C 0.2651(7) 0.6445(5) 0.0866(2) 0.0314(16) Uani 1 1 d . . . . .
C61 C 0.1304(8) 0.6433(6) 0.0897(3) 0.0378(18) Uani 1 1 d . . . . .
C62 C 0.0716(8) 0.5614(6) 0.0967(3) 0.049(2) Uani 1 1 d . . . . .
C63 C 0.1437(8) 0.4811(5) 0.1001(3) 0.0385(19) Uani 1 1 d . . . . .
C64 C 0.2783(8) 0.4751(5) 0.0966(2) 0.0357(17) Uani 1 1 d . . . . .
C65 C 0.3351(7) 0.5603(5) 0.0896(2) 0.0316(16) Uani 1 1 d . . . . .
C66 C 0.3558(8) 0.3855(6) 0.1020(3) 0.0391(18) Uani 1 1 d . . . . .
C67 C 0.3901(9) 0.3456(6) 0.0694(3) 0.049(2) Uani 1 1 d . . . . .
C68 C 0.4521(9) 0.2586(7) 0.0739(3) 0.054(3) Uani 1 1 d . . . . .
C69 C 0.4812(8) 0.2114(6) 0.1123(3) 0.050(2) Uani 1 1 d . . . . .
C70 C 0.4514(8) 0.2517(6) 0.1456(3) 0.048(2) Uani 1 1 d . . . . .
C71 C 0.3907(8) 0.3391(6) 0.1409(3) 0.0397(19) 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
I1 C1 2.097(8) . ?
I2 C18 2.092(8) . ?
F1 C2 1.333(9) . ?
F2 C3 1.332(9) . ?
F3 C4 1.345(10) . ?
F4 C5 1.348(10) . ?
F5 C12 1.338(10) . ?
F6 C11 1.346(11) . ?
F7 C10 1.345(9) . ?
F8 C14 1.340(11) . ?
F9 C15 1.352(11) . ?
F10 C16 1.331(11) . ?
F11 C17 1.372(12) . ?
F48 C8 1.342(9) . ?
C1 C2 1.378(11) . ?
C1 C6 1.395(11) . ?
C2 C3 1.381(13) . ?
C3 C4 1.374(13) . ?
C4 C5 1.377(11) . ?
C5 C6 1.360(11) . ?
C6 C7 1.490(10) . ?
C7 C8 1.358(11) . ?
C7 C12 1.389(11) . ?
C8 C9 1.402(11) . ?
C9 C10 1.390(12) . ?
C9 C13 1.469(12) . ?
C10 C11 1.341(13) . ?
C11 C12 1.376(12) . ?
C13 C14 1.387(12) . ?
C13 C18 1.412(12) . ?
C14 C15 1.377(14) . ?
C15 C16 1.365(16) . ?
C16 C17 1.343(15) . ?
C17 C18 1.372(13) . ?
N1 C78 1.497(15) . ?
N1 C72 1.498(12) . ?
N1 C76 1.501(13) . ?
N1 C74 1.517(12) . ?
C72 C73 1.512(19) . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C73 H73A 0.9800 . ?
C73 H73B 0.9800 . ?
C73 H73C 0.9800 . ?
C74 C75 1.478(16) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C75 H75A 0.9800 . ?
C75 H75B 0.9800 . ?
C75 H75C 0.9800 . ?
C76 C77 1.532(16) . ?
C76 H76A 0.9900 . ?
C76 H76B 0.9900 . ?
C77 H77A 0.9800 . ?
C77 H77B 0.9800 . ?
C77 H77C 0.9800 . ?
C78 C79 1.536(18) . ?
C78 H78A 0.9900 . ?
C78 H78B 0.9900 . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
N2 C81 1.506(13) . ?
N2 C83 1.508(12) . ?
N2 C88 1.514(12) . ?
N2 C85 1.518(12) . ?
C80 C88 1.511(16) . ?
C80 H80A 0.9800 . ?
C80 H80B 0.9800 . ?
C80 H80C 0.9800 . ?
C81 C82 1.496(16) . ?
C81 H81A 0.9900 . ?
C81 H81B 0.9900 . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C83 C84 1.549(19) . ?
C83 H83A 0.9900 . ?
C83 H83B 0.9900 . ?
C84 H84A 0.9800 . ?
C84 H84B 0.9800 . ?
C84 H84C 0.9800 . ?
C85 C86 1.493(19) . ?
C85 H85A 0.9900 . ?
C85 H85B 0.9900 . ?
C86 H86A 0.9800 . ?
C86 H86B 0.9800 . ?
C86 H86C 0.9800 . ?
C88 H88A 0.9900 . ?
C88 H88B 0.9900 . ?
I3 C19 2.084(8) . ?
I4 C36 2.098(8) . ?
F12 C20 1.361(10) . ?
F13 C21 1.340(10) . ?
F14 C22 1.339(10) . ?
F15 C23 1.333(10) . ?
F16 C30 1.341(9) . ?
F17 C26 1.336(9) . ?
F18 C27 1.351(9) . ?
F19 C28 1.347(9) . ?
F20 C35 1.349(9) . ?
F21 C34 1.316(10) . ?
F22 C33 1.341(10) . ?
F23 C32 1.330(9) . ?
C19 C20 1.371(11) . ?
C19 C24 1.410(11) . ?
C20 C21 1.366(13) . ?
C21 C22 1.366(14) . ?
C22 C23 1.380(13) . ?
C23 C24 1.374(11) . ?
C24 C25 1.489(10) . ?
C25 C30 1.380(11) . ?
C25 C26 1.392(11) . ?
C26 C27 1.371(11) . ?
C27 C28 1.346(12) . ?
C28 C29 1.385(12) . ?
C29 C30 1.364(11) . ?
C29 C31 1.494(11) . ?
C31 C32 1.369(11) . ?
C31 C36 1.396(11) . ?
C32 C33 1.385(12) . ?
C33 C34 1.370(12) . ?
C34 C35 1.375(12) . ?
C35 C36 1.367(11) . ?
I5 C37 2.106(9) . ?
I6 C53 2.093(7) . ?
F24 C38 1.353(10) . ?
F25 C39 1.339(10) . ?
F26 C40 1.362(11) . ?
F27 C41 1.335(10) . ?
F28 C48 1.339(8) . ?
F29 C44 1.339(10) . ?
F30 C45 1.352(10) . ?
F31 C46 1.329(9) . ?
F32 C49 1.372(10) . ?
F33 C50 1.347(10) . ?
F34 C51 1.326(10) . ?
F35 C52 1.342(10) . ?
C37 C87 1.381(12) . ?
C37 C38 1.380(11) . ?
C38 C39 1.363(14) . ?
C39 C40 1.357(15) . ?
C40 C41 1.381(12) . ?
C41 C87 1.369(12) . ?
C42 C49 1.361(11) . ?
C42 C53 1.402(11) . ?
C42 C47 1.483(11) . ?
C43 C48 1.374(11) . ?
C43 C44 1.392(12) . ?
C43 C87 1.487(10) . ?
C44 C45 1.368(12) . ?
C45 C46 1.362(13) . ?
C46 C47 1.391(11) . ?
C47 C48 1.382(11) . ?
C49 C50 1.358(13) . ?
C50 C51 1.384(13) . ?
C51 C52 1.382(13) . ?
C52 C53 1.377(12) . ?
I7 C54 2.098(7) . ?
I8 C71 2.096(8) . ?
F36 C55 1.349(8) . ?
F37 C56 1.326(8) . ?
F38 C57 1.326(9) . ?
F39 C58 1.341(9) . ?
F40 C65 1.341(8) . ?
F41 C61 1.334(9) . ?
F42 C62 1.367(10) . ?
F43 C63 1.340(9) . ?
F44 C67 1.330(11) . ?
F45 C68 1.332(11) . ?
F46 C69 1.341(10) . ?
F47 C70 1.339(11) . ?
C54 C55 1.364(10) . ?
C54 C59 1.395(10) . ?
C55 C56 1.371(11) . ?
C56 C57 1.383(11) . ?
C57 C58 1.385(11) . ?
C58 C59 1.357(11) . ?
C59 C60 1.512(10) . ?
C60 C61 1.381(11) . ?
C60 C65 1.383(11) . ?
C61 C62 1.378(12) . ?
C62 C63 1.344(12) . ?
C63 C64 1.378(11) . ?
C64 C65 1.411(10) . ?
C64 C66 1.482(12) . ?
C66 C67 1.358(12) . ?
C66 C71 1.395(12) . ?
C67 C68 1.381(13) . ?
C68 C69 1.372(15) . ?
C69 C70 1.370(14) . ?
C70 C71 1.382(12) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.4(8) . . ?
C2 C1 I1 120.1(6) . . ?
C6 C1 I1 120.5(6) . . ?
F1 C2 C1 121.5(8) . . ?
F1 C2 C3 117.2(7) . . ?
C1 C2 C3 121.4(8) . . ?
F2 C3 C4 120.1(9) . . ?
F2 C3 C2 121.2(8) . . ?
C4 C3 C2 118.8(7) . . ?
F3 C4 C3 119.6(8) . . ?
F3 C4 C5 120.6(8) . . ?
C3 C4 C5 119.8(8) . . ?
F4 C5 C6 120.3(7) . . ?
F4 C5 C4 117.7(8) . . ?
C6 C5 C4 122.0(8) . . ?
C5 C6 C1 118.7(7) . . ?
C5 C6 C7 119.1(7) . . ?
C1 C6 C7 122.2(7) . . ?
C8 C7 C12 115.9(7) . . ?
C8 C7 C6 124.6(7) . . ?
C12 C7 C6 119.5(7) . . ?
F48 C8 C7 118.1(7) . . ?
F48 C8 C9 116.1(7) . . ?
C7 C8 C9 125.8(7) . . ?
C10 C9 C8 113.9(7) . . ?
C10 C9 C13 121.8(7) . . ?
C8 C9 C13 124.3(7) . . ?
C11 C10 F7 118.6(8) . . ?
C11 C10 C9 123.2(8) . . ?
F7 C10 C9 118.2(8) . . ?
C10 C11 F6 121.6(8) . . ?
C10 C11 C12 119.9(8) . . ?
F6 C11 C12 118.5(9) . . ?
F5 C12 C11 120.0(8) . . ?
F5 C12 C7 118.7(8) . . ?
C11 C12 C7 121.3(8) . . ?
C14 C13 C18 117.7(8) . . ?
C14 C13 C9 120.8(8) . . ?
C18 C13 C9 121.5(8) . . ?
F8 C14 C15 119.4(9) . . ?
F8 C14 C13 119.1(9) . . ?
C15 C14 C13 121.5(10) . . ?
F9 C15 C16 120.6(9) . . ?
F9 C15 C14 119.0(10) . . ?
C16 C15 C14 120.4(9) . . ?
F10 C16 C17 121.4(11) . . ?
F10 C16 C15 120.2(10) . . ?
C17 C16 C15 118.4(9) . . ?
C16 C17 F11 117.4(9) . . ?
C16 C17 C18 124.1(10) . . ?
F11 C17 C18 118.4(9) . . ?
C17 C18 C13 117.9(8) . . ?
C17 C18 I2 121.3(7) . . ?
C13 C18 I2 120.7(6) . . ?
C78 N1 C72 106.2(9) . . ?
C78 N1 C76 109.6(9) . . ?
C72 N1 C76 112.2(9) . . ?
C78 N1 C74 110.1(9) . . ?
C72 N1 C74 111.8(8) . . ?
C76 N1 C74 106.9(8) . . ?
N1 C72 C73 114.8(11) . . ?
N1 C72 H72A 108.6 . . ?
C73 C72 H72A 108.6 . . ?
N1 C72 H72B 108.6 . . ?
C73 C72 H72B 108.6 . . ?
H72A C72 H72B 107.5 . . ?
C72 C73 H73A 109.5 . . ?
C72 C73 H73B 109.5 . . ?
H73A C73 H73B 109.5 . . ?
C72 C73 H73C 109.5 . . ?
H73A C73 H73C 109.5 . . ?
H73B C73 H73C 109.5 . . ?
C75 C74 N1 115.7(10) . . ?
C75 C74 H74A 108.3 . . ?
N1 C74 H74A 108.3 . . ?
C75 C74 H74B 108.3 . . ?
N1 C74 H74B 108.3 . . ?
H74A C74 H74B 107.4 . . ?
C74 C75 H75A 109.5 . . ?
C74 C75 H75B 109.5 . . ?
H75A C75 H75B 109.5 . . ?
C74 C75 H75C 109.5 . . ?
H75A C75 H75C 109.5 . . ?
H75B C75 H75C 109.5 . . ?
N1 C76 C77 114.9(10) . . ?
N1 C76 H76A 108.5 . . ?
C77 C76 H76A 108.5 . . ?
N1 C76 H76B 108.5 . . ?
C77 C76 H76B 108.5 . . ?
H76A C76 H76B 107.5 . . ?
C76 C77 H77A 109.5 . . ?
C76 C77 H77B 109.5 . . ?
H77A C77 H77B 109.5 . . ?
C76 C77 H77C 109.5 . . ?
H77A C77 H77C 109.5 . . ?
H77B C77 H77C 109.5 . . ?
N1 C78 C79 114.6(10) . . ?
N1 C78 H78A 108.6 . . ?
C79 C78 H78A 108.6 . . ?
N1 C78 H78B 108.6 . . ?
C79 C78 H78B 108.6 . . ?
H78A C78 H78B 107.6 . . ?
C78 C79 H79A 109.5 . . ?
C78 C79 H79B 109.5 . . ?
H79A C79 H79B 109.5 . . ?
C78 C79 H79C 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C81 N2 C83 111.3(9) . . ?
C81 N2 C88 106.9(8) . . ?
C83 N2 C88 112.1(8) . . ?
C81 N2 C85 110.6(9) . . ?
C83 N2 C85 104.9(9) . . ?
C88 N2 C85 111.1(8) . . ?
C88 C80 H80A 109.5 . . ?
C88 C80 H80B 109.5 . . ?
H80A C80 H80B 109.5 . . ?
C88 C80 H80C 109.5 . . ?
H80A C80 H80C 109.5 . . ?
H80B C80 H80C 109.5 . . ?
C82 C81 N2 116.7(10) . . ?
C82 C81 H81A 108.1 . . ?
N2 C81 H81A 108.1 . . ?
C82 C81 H81B 108.1 . . ?
N2 C81 H81B 108.1 . . ?
H81A C81 H81B 107.3 . . ?
C81 C82 H82A 109.5 . . ?
C81 C82 H82B 109.5 . . ?
H82A C82 H82B 109.5 . . ?
C81 C82 H82C 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
N2 C83 C84 111.4(11) . . ?
N2 C83 H83A 109.4 . . ?
C84 C83 H83A 109.4 . . ?
N2 C83 H83B 109.4 . . ?
C84 C83 H83B 109.4 . . ?
H83A C83 H83B 108.0 . . ?
C83 C84 H84A 109.5 . . ?
C83 C84 H84B 109.5 . . ?
H84A C84 H84B 109.5 . . ?
C83 C84 H84C 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
C86 C85 N2 115.6(12) . . ?
C86 C85 H85A 108.4 . . ?
N2 C85 H85A 108.4 . . ?
C86 C85 H85B 108.4 . . ?
N2 C85 H85B 108.4 . . ?
H85A C85 H85B 107.5 . . ?
C85 C86 H86A 109.5 . . ?
C85 C86 H86B 109.5 . . ?
H86A C86 H86B 109.5 . . ?
C85 C86 H86C 109.5 . . ?
H86A C86 H86C 109.5 . . ?
H86B C86 H86C 109.5 . . ?
C80 C88 N2 116.3(9) . . ?
C80 C88 H88A 108.2 . . ?
N2 C88 H88A 108.2 . . ?
C80 C88 H88B 108.2 . . ?
N2 C88 H88B 108.2 . . ?
H88A C88 H88B 107.4 . . ?
C20 C19 C24 117.3(7) . . ?
C20 C19 I3 122.4(6) . . ?
C24 C19 I3 120.2(6) . . ?
F12 C20 C21 117.8(8) . . ?
F12 C20 C19 119.3(8) . . ?
C21 C20 C19 122.9(9) . . ?
F13 C21 C22 120.4(9) . . ?
F13 C21 C20 119.9(9) . . ?
C22 C21 C20 119.7(8) . . ?
F14 C22 C21 119.9(9) . . ?
F14 C22 C23 120.7(10) . . ?
C21 C22 C23 119.3(8) . . ?
F15 C23 C24 121.0(8) . . ?
F15 C23 C22 117.8(8) . . ?
C24 C23 C22 121.2(8) . . ?
C23 C24 C19 119.6(7) . . ?
C23 C24 C25 120.0(7) . . ?
C19 C24 C25 120.4(6) . . ?
C30 C25 C26 116.0(7) . . ?
C30 C25 C24 123.6(7) . . ?
C26 C25 C24 120.1(7) . . ?
F17 C26 C27 119.5(7) . . ?
F17 C26 C25 118.8(7) . . ?
C27 C26 C25 121.7(7) . . ?
C28 C27 F18 122.0(8) . . ?
C28 C27 C26 118.9(8) . . ?
F18 C27 C26 119.1(8) . . ?
C27 C28 F19 117.6(8) . . ?
C27 C28 C29 123.1(8) . . ?
F19 C28 C29 119.3(8) . . ?
C30 C29 C28 115.9(7) . . ?
C30 C29 C31 123.3(7) . . ?
C28 C29 C31 120.8(7) . . ?
F16 C30 C29 118.1(7) . . ?
F16 C30 C25 117.4(7) . . ?
C29 C30 C25 124.5(7) . . ?
C32 C31 C36 118.7(7) . . ?
C32 C31 C29 119.7(7) . . ?
C36 C31 C29 121.6(7) . . ?
F23 C32 C31 121.2(7) . . ?
F23 C32 C33 117.7(7) . . ?
C31 C32 C33 121.1(8) . . ?
F22 C33 C34 119.7(8) . . ?
F22 C33 C32 120.3(8) . . ?
C34 C33 C32 120.0(8) . . ?
F21 C34 C33 120.0(8) . . ?
F21 C34 C35 121.1(8) . . ?
C33 C34 C35 118.9(8) . . ?
F20 C35 C36 120.8(8) . . ?
F20 C35 C34 117.5(7) . . ?
C36 C35 C34 121.8(8) . . ?
C35 C36 C31 119.5(7) . . ?
C35 C36 I4 120.8(6) . . ?
C31 C36 I4 119.5(6) . . ?
C87 C37 C38 119.5(8) . . ?
C87 C37 I5 119.9(6) . . ?
C38 C37 I5 120.4(6) . . ?
F24 C38 C39 117.9(8) . . ?
F24 C38 C37 120.6(9) . . ?
C39 C38 C37 121.5(9) . . ?
F25 C39 C40 120.5(10) . . ?
F25 C39 C38 120.5(10) . . ?
C40 C39 C38 119.0(8) . . ?
C39 C40 F26 120.1(9) . . ?
C39 C40 C41 120.4(9) . . ?
F26 C40 C41 119.5(9) . . ?
F27 C41 C87 121.3(8) . . ?
F27 C41 C40 117.7(8) . . ?
C87 C41 C40 121.0(9) . . ?
C49 C42 C53 118.2(8) . . ?
C49 C42 C47 121.0(8) . . ?
C53 C42 C47 120.8(7) . . ?
C48 C43 C44 116.1(7) . . ?
C48 C43 C87 124.3(7) . . ?
C44 C43 C87 119.4(7) . . ?
F29 C44 C45 118.3(8) . . ?
F29 C44 C43 120.1(7) . . ?
C45 C44 C43 121.6(8) . . ?
F30 C45 C46 119.6(8) . . ?
F30 C45 C44 120.4(8) . . ?
C46 C45 C44 119.9(8) . . ?
F31 C46 C45 119.5(8) . . ?
F31 C46 C47 118.8(8) . . ?
C45 C46 C47 121.7(8) . . ?
C48 C47 C46 116.0(7) . . ?
C48 C47 C42 122.3(7) . . ?
C46 C47 C42 121.5(7) . . ?
F28 C48 C43 117.3(7) . . ?
F28 C48 C47 118.0(7) . . ?
C43 C48 C47 124.7(7) . . ?
C50 C49 C42 123.2(8) . . ?
C50 C49 F32 117.3(7) . . ?
C42 C49 F32 119.4(8) . . ?
F33 C50 C49 121.7(8) . . ?
F33 C50 C51 119.1(8) . . ?
C49 C50 C51 119.2(8) . . ?
F34 C51 C52 120.7(8) . . ?
F34 C51 C50 120.4(8) . . ?
C52 C51 C50 118.9(8) . . ?
F35 C52 C53 121.2(8) . . ?
F35 C52 C51 117.4(8) . . ?
C53 C52 C51 121.4(8) . . ?
C52 C53 C42 119.1(7) . . ?
C52 C53 I6 120.5(6) . . ?
C42 C53 I6 120.4(6) . . ?
C41 C87 C37 118.6(8) . . ?
C41 C87 C43 119.5(8) . . ?
C37 C87 C43 121.9(8) . . ?
C55 C54 C59 118.4(7) . . ?
C55 C54 I7 121.5(6) . . ?
C59 C54 I7 120.1(5) . . ?
F36 C55 C54 120.4(7) . . ?
F36 C55 C56 117.4(6) . . ?
C54 C55 C56 122.2(7) . . ?
F37 C56 C55 121.0(7) . . ?
F37 C56 C57 119.8(7) . . ?
C55 C56 C57 119.1(7) . . ?
F38 C57 C56 119.6(7) . . ?
F38 C57 C58 121.4(7) . . ?
C56 C57 C58 119.0(7) . . ?
F39 C58 C59 120.4(7) . . ?
F39 C58 C57 118.3(7) . . ?
C59 C58 C57 121.2(7) . . ?
C58 C59 C54 119.9(7) . . ?
C58 C59 C60 119.2(7) . . ?
C54 C59 C60 120.8(6) . . ?
C61 C60 C65 116.6(7) . . ?
C61 C60 C59 120.5(7) . . ?
C65 C60 C59 122.8(7) . . ?
F41 C61 C62 119.5(7) . . ?
F41 C61 C60 119.9(7) . . ?
C62 C61 C60 120.5(8) . . ?
C63 C62 F42 120.6(8) . . ?
C63 C62 C61 120.8(8) . . ?
F42 C62 C61 118.5(8) . . ?
F43 C63 C62 118.8(7) . . ?
F43 C63 C64 118.1(7) . . ?
C62 C63 C64 123.0(7) . . ?
C63 C64 C65 114.5(7) . . ?
C63 C64 C66 121.8(7) . . ?
C65 C64 C66 123.6(7) . . ?
F40 C65 C60 118.3(6) . . ?
F40 C65 C64 117.2(7) . . ?
C60 C65 C64 124.5(7) . . ?
C67 C66 C71 118.8(8) . . ?
C67 C66 C64 120.8(8) . . ?
C71 C66 C64 120.3(7) . . ?
F44 C67 C66 120.8(8) . . ?
F44 C67 C68 117.3(9) . . ?
C66 C67 C68 121.8(9) . . ?
F45 C68 C69 119.7(9) . . ?
F45 C68 C67 121.0(10) . . ?
C69 C68 C67 119.3(9) . . ?
F46 C69 C70 119.7(9) . . ?
F46 C69 C68 120.4(9) . . ?
C70 C69 C68 119.9(9) . . ?
F47 C70 C69 117.9(8) . . ?
F47 C70 C71 121.4(9) . . ?
C69 C70 C71 120.7(9) . . ?
C70 C71 C66 119.4(8) . . ?
C70 C71 I8 119.9(7) . . ?
C66 C71 I8 120.7(6) . . ?

_refine_diff_density_max         1.600
_refine_diff_density_min         -0.944
_refine_diff_density_rms         0.139



####################################################################### 
# 
# 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_anti-m-1-TDAI
_database_code_depnum_ccdc_archive 'CCDC 2167346'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT434_anti-m-1-TDAI       
;
PROBLEM: Short Inter HL..HL Contact I1       ..I2       .       3.42 Ang.
RESPONSE: Halogen Bond
;
_vrf_PLAT434_anti-m-1-TDAI_2     
;
PROBLEM: Short Inter HL..HL Contact I1       ..I4       .       3.43 Ang.
RESPONSE: Halogen Bond
;
_vrf_PLAT434_anti-m-1-TDAI_3     
;
PROBLEM: Short Inter HL..HL Contact I1       ..I5       .       3.46 Ang.
RESPONSE: Halogen Bond
;
_vrf_PLAT434_anti-m-1-TDAI_4     
;
PROBLEM: Short Inter HL..HL Contact I1       ..I3       .       3.48 Ang.
RESPONSE: Halogen Bond
;
# Added during the CSD deposition process: Saturday 27 August 2022 02:04 PM
# end Validation Reply Form


_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(C18 F12 I2), C9 H18 N3, I'
_chemical_formula_sum            'C45 H18 F24 I5 N3'
_chemical_formula_weight         1691.12

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'
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'
I I -0.3257 6.8362 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P c'
_space_group_name_Hall           'P -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'

_cell_length_a                   12.59520(10)
_cell_length_b                   7.87140(10)
_cell_length_c                   26.3715(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.1660(10)
_cell_angle_gamma                90
_cell_volume                     2594.10(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    8240
_cell_measurement_theta_min      3.4
_cell_measurement_theta_max      66.5

_exptl_crystal_description       block
_exptl_crystal_colour            'translucent amber'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.165
_exptl_crystal_F_000             1580
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -2 2 0.0396
1 0 -1 0.0580
-3 -2 -13 0.0381
0 0 -17 0.0469
-4 2 14 0.0511
0 0 17 0.0458
6 3 -1 0.0414
0 5 2 0.0419
-6 -5 9 0.0506
0 0 2 0.0380
1 0 -1 0.0553
0 0 1 0.0370
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9995 -1.9984 1.9972 -0.0991 0.1870 0.3752
0.9996 0.0006 -0.9980 0.0454 -0.0903 0.0814
-2.5080 -2.4849 -13.2404 -0.9217 -0.3824 0.0647
0.2432 0.0893 -17.0397 -0.5204 -0.8506 -0.0756
-3.8679 2.2818 13.9015 0.4241 0.6920 -0.5842
-0.2533 -0.0829 17.0421 0.5205 0.8507 0.0739
6.4290 3.1492 -0.9582 0.8476 -0.5188 0.1113
0.1082 5.0737 1.9425 0.6832 -0.2408 -0.6894
-5.7878 -5.0606 9.4243 -0.7552 1.0318 0.2528
0.2314 -0.1730 1.7001 0.0520 0.0850 0.0525
0.8365 -0.1380 -0.6276 0.0280 -0.0564 0.0885
0.1785 -0.2550 0.7920 0.0086 0.0481 0.0549
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.177
_exptl_crystal_size_mid          0.096
_exptl_crystal_size_min          0.093
_exptl_absorpt_coefficient_mu    24.674
_exptl_absorpt_correction_T_min  0.164
_exptl_absorpt_correction_T_max  0.451
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.29a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.842
_oxdiff_exptl_absorpt_empirical_full_max 1.245
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      170.02(14)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            26783
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.378
_diffrn_reflns_theta_max         66.482
_diffrn_reflns_theta_full        66.482
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_point_group_measured_fraction_full 0.901
_reflns_number_total             8240
_reflns_number_gt                8140
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.800
_reflns_Friedel_fraction_max     0.801
_reflns_Friedel_fraction_full    0.801
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0775543000
_diffrn_orient_matrix_UB_12      0.1206507000
_diffrn_orient_matrix_UB_13      0.0322805000
_diffrn_orient_matrix_UB_21      -0.0414005000
_diffrn_orient_matrix_UB_22      -0.0653223000
_diffrn_orient_matrix_UB_23      0.0489830000
_diffrn_orient_matrix_UB_31      0.0864299000
_diffrn_orient_matrix_UB_32      -0.1396064000
_diffrn_orient_matrix_UB_33      0.0049398000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00  27.00   0.50    0.05    --  -47.45  19.00  30.00  100
  2  ω    -34.00  26.00   0.50    0.05    --  -47.45  38.00  60.00  120
  3  ω    -46.00 -20.00   0.50    0.25    --  -86.25  45.00   0.00   52
  4  ω    -66.00 -41.00   0.50    0.25    --  -86.25  61.00  90.00   50
  5  ω   -114.00 -79.00   0.50    0.25    --  -86.25 -15.00   0.00   70
  6  ω   -121.00 -36.00   0.50    0.05    --  -47.45 -19.00-120.00  170
  7  ω    -43.00 -18.00   0.50    0.25    --  -86.25  45.00-180.00   50
  8  ω    -44.00 -16.00   0.50    0.25    --  -86.25  45.00-150.00   56
  9  ω   -100.00 -73.00   0.50    0.05    --  -47.45-125.00-120.00   54
 10  ω    -19.00  62.00   0.50    0.05    --   47.45 -57.00-150.00  162
 11  ω     37.00  67.00   0.50    0.25    --  106.49 -94.00 -60.00   60
 12  ω     74.00 107.00   0.50    0.25    --  106.49 -77.00 -60.00   66
 13  ω     78.00 105.00   0.50    0.25    --  106.49 -94.00 -90.00   54
 14  ω     74.00  99.00   0.50    0.25    --  106.49-125.00-120.00   50
 15  ω     75.00 105.00   0.50    0.25    --  106.49 -94.00 -60.00   60
 16  ω     80.00 105.00   0.50    0.25    --  106.49 -94.00 -30.00   50
 17  ω     59.00 111.00   0.50    0.25    --  106.49-125.00  60.00  104
 18  ω     80.00 108.00   0.50    0.25    --  106.49 -77.00 120.00   56
 19  ω     72.00 104.00   0.50    0.25    --  106.49 -94.00 120.00   64
 20  ω     62.00  88.00   0.50    0.05    --   47.45-125.00  90.00   52
 21  ω     34.00  72.00   0.50    0.25    --  106.49 -61.00 120.00   76
 22  ω     35.00  62.00   0.50    0.25    --  106.49 -77.00 120.00   54
 23  ω     34.00  74.00   0.50    0.25    --  106.49 -61.00 150.00   80
 24  ω     36.00  95.00   0.50    0.25    --  106.49 -77.00  60.00  118
 25  ω     34.00  67.00   0.50    0.25    --  106.49 -77.00 -60.00   66
 26  ω     38.00  63.00   0.50    0.25    --  106.49 -94.00 -90.00   50
 27  ω     34.00  59.00   0.50    0.25    --  106.49 -61.00-120.00   50
 28  ω     36.00  70.00   0.50    0.25    --  106.49 -61.00 -60.00   68
 29  ω     39.00 107.00   0.50    0.25    --  106.49-103.00-118.91  136
 30  ω    113.00 151.00   0.50    0.25    --  106.49  30.00   0.00   76
 31  ω     94.00 159.00   0.50    0.25    --  106.49  30.00  30.00  130
 32  ω    102.00 171.00   0.50    0.25    --  106.49  30.00 120.00  138
 33  ω     94.00 176.00   0.50    0.25    --  106.49  30.00 -90.00  164
 34  ω    152.00 178.00   0.50    0.25    --  106.49  45.00-120.00   52
 35  ω     93.00 177.00   0.50    0.25    --  106.49  15.00-120.00  168
 36  ω     34.00 104.00   0.50    0.25    --  106.49 -94.00  60.00  140
 37  ω   -115.00 -73.00   0.50    0.05    --  -47.45-125.00-150.00   84
 38  ω   -161.00-131.00   0.50    0.25    --  -86.25 -15.00   0.00   60
;
_diffrn_measurement_method       'ω scans'

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0874P)²+0.4251P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.018(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         8240
_refine_ls_number_parameters     701
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0411
_refine_ls_R_factor_gt           0.0408
_refine_ls_wR_factor_ref         0.1039
_refine_ls_wR_factor_gt          0.1034
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.72214(5) -0.04639(10) 0.65623(2) 0.04135(17) Uani 1 1 d . . . . .
I2 I 0.81934(4) 0.17716(7) 0.27687(2) 0.03442(16) Uani 1 1 d . . . . .
I3 I 0.55376(5) 0.07403(8) 0.54730(3) 0.03872(16) Uani 1 1 d . . . . .
F1 F 1.0060(6) 0.4348(9) 0.3094(2) 0.0461(15) Uani 1 1 d . . . . .
F2 F 1.0715(6) 0.5979(8) 0.3969(3) 0.0481(15) Uani 1 1 d . . . . .
F3 F 0.9756(6) 0.5429(9) 0.4816(3) 0.0511(16) Uani 1 1 d . . . . .
F4 F 0.8167(5) 0.3167(8) 0.4796(2) 0.0434(14) Uani 1 1 d . . . . .
F5 F 0.6222(5) 0.3472(7) 0.4137(3) 0.0420(13) Uani 1 1 d . . . . .
F6 F 0.8437(5) -0.1079(7) 0.3785(2) 0.0396(12) Uani 1 1 d . . . . .
F7 F 0.6910(6) -0.3271(7) 0.3964(3) 0.0554(18) Uani 1 1 d . . . . .
F8 F 0.5043(6) -0.2146(8) 0.4243(3) 0.0509(16) Uani 1 1 d . . . . .
F9 F 0.3201(6) 0.2171(11) 0.5461(3) 0.0566(17) Uani 1 1 d . . . . .
F10 F 0.1713(6) 0.3252(11) 0.4717(3) 0.0605(19) Uani 1 1 d . . . . .
F11 F 0.2056(6) 0.3043(10) 0.3724(3) 0.0564(17) Uani 1 1 d . . . . .
F12 F 0.3931(6) 0.1844(9) 0.3482(2) 0.0485(15) Uani 1 1 d . . . . .
C1 C 0.8745(7) 0.2853(12) 0.3486(3) 0.0295(18) Uani 1 1 d . . . . .
C2 C 0.9570(9) 0.4019(12) 0.3507(4) 0.036(2) Uani 1 1 d . . . . .
C3 C 0.9934(9) 0.4888(11) 0.3955(4) 0.037(2) Uani 1 1 d . . . . .
C4 C 0.9429(9) 0.4599(12) 0.4382(4) 0.037(2) Uani 1 1 d . . . . .
C5 C 0.8614(8) 0.3423(12) 0.4363(4) 0.0337(19) Uani 1 1 d . . . . .
C6 C 0.8252(7) 0.2532(11) 0.3921(3) 0.0288(17) Uani 1 1 d . . . . .
C7 C 0.7377(8) 0.1290(12) 0.3951(4) 0.0304(18) Uani 1 1 d . . . . .
C8 C 0.7516(8) -0.0461(12) 0.3910(4) 0.0309(18) Uani 1 1 d . . . . .
C9 C 0.6740(9) -0.1596(11) 0.3999(4) 0.037(2) Uani 1 1 d . . . . .
C10 C 0.5786(9) -0.1002(12) 0.4144(4) 0.037(2) Uani 1 1 d . . . . .
C11 C 0.5600(8) 0.0708(12) 0.4193(4) 0.0317(19) Uani 1 1 d . . . . .
C12 C 0.6393(8) 0.1800(11) 0.4090(4) 0.033(2) Uani 1 1 d . . . . .
C13 C 0.4572(7) 0.1383(11) 0.4353(4) 0.0296(17) Uani 1 1 d . . . . .
C14 C 0.4392(8) 0.1469(12) 0.4862(4) 0.0342(19) Uani 1 1 d . . . . .
C15 C 0.3418(10) 0.2111(14) 0.4975(4) 0.043(2) Uani 1 1 d . . . . .
C16 C 0.2646(9) 0.2646(14) 0.4591(5) 0.045(2) Uani 1 1 d . . . . .
C17 C 0.2820(8) 0.2564(13) 0.4093(4) 0.041(2) Uani 1 1 d . . . . .
C18 C 0.3778(9) 0.1918(12) 0.3973(4) 0.039(2) Uani 1 1 d . . . . .
N1 N 0.6401(10) 0.5326(14) 0.5884(5) 0.059(3) Uani 1 1 d . . . . .
N2 N 0.6805(11) 0.4251(13) 0.7247(5) 0.059(3) Uani 1 1 d . . . . .
N3 N 0.9035(9) 0.3784(15) 0.6479(5) 0.055(2) Uani 1 1 d . . . . .
C37 C 0.6799(18) 0.5829(19) 0.5429(7) 0.076(5) Uani 1 1 d . . . . .
H37A H 0.636631 0.533684 0.514059 0.115 Uiso 1 1 calc R U . . .
H37B H 0.752444 0.544658 0.543567 0.115 Uiso 1 1 calc R U . . .
H37C H 0.677623 0.704480 0.540114 0.115 Uiso 1 1 calc R U . . .
C38 C 0.5286(15) 0.567(2) 0.5936(9) 0.081(5) Uani 1 1 d . . . . .
H38A H 0.485816 0.550243 0.561262 0.121 Uiso 1 1 calc R U . . .
H38B H 0.521366 0.682020 0.604646 0.121 Uiso 1 1 calc R U . . .
H38C H 0.505027 0.490828 0.618410 0.121 Uiso 1 1 calc R U . . .
C39 C 0.5794(15) 0.5015(17) 0.7310(8) 0.071(4) Uani 1 1 d . . . . .
H39A H 0.571349 0.605536 0.711858 0.107 Uiso 1 1 calc R U . . .
H39B H 0.576652 0.525107 0.766499 0.107 Uiso 1 1 calc R U . . .
H39C H 0.522523 0.425035 0.718736 0.107 Uiso 1 1 calc R U . . .
C40 C 0.7384(15) 0.3350(18) 0.7680(6) 0.064(4) Uani 1 1 d . . . . .
H40A H 0.694519 0.244904 0.778392 0.097 Uiso 1 1 calc R U . . .
H40B H 0.755652 0.412522 0.795871 0.097 Uiso 1 1 calc R U . . .
H40C H 0.803156 0.288163 0.758090 0.097 Uiso 1 1 calc R U . . .
C41 C 0.9740(13) 0.330(3) 0.6928(6) 0.076(5) Uani 1 1 d . . . . .
H41A H 0.942172 0.238470 0.709854 0.114 Uiso 1 1 calc R U . . .
H41B H 0.985530 0.425072 0.715516 0.114 Uiso 1 1 calc R U . . .
H41C H 1.041216 0.292799 0.683075 0.114 Uiso 1 1 calc R U . . .
C42 C 0.9474(14) 0.3875(16) 0.5985(6) 0.061(3) Uani 1 1 d . . . . .
H42A H 0.894770 0.347448 0.571672 0.092 Uiso 1 1 calc R U . . .
H42B H 1.010314 0.318006 0.599971 0.092 Uiso 1 1 calc R U . . .
H42C H 0.965542 0.503105 0.591714 0.092 Uiso 1 1 calc R U . . .
C43 C 0.7055(11) 0.4793(13) 0.6299(5) 0.051(3) Uani 1 1 d . . . . .
C44 C 0.7198(11) 0.4352(14) 0.6803(5) 0.047(3) Uani 1 1 d . . . . .
C45 C 0.8039(11) 0.4207(12) 0.6511(5) 0.045(3) Uani 1 1 d . . . . .
I4 I -0.05987(5) 0.90079(8) 0.59193(3) 0.03913(17) Uani 1 1 d . . . . .
I5 I 0.49812(5) 1.00628(8) 0.71819(3) 0.04133(17) Uani 1 1 d . . . . .
F13 F -0.0664(7) 1.0131(10) 0.4782(3) 0.0566(18) Uani 1 1 d . . . . .
F14 F 0.0730(7) 0.9905(10) 0.4088(3) 0.0593(19) Uani 1 1 d . . . . .
F15 F 0.2642(6) 0.8440(11) 0.4334(3) 0.0556(17) Uani 1 1 d . . . . .
F16 F 0.3243(5) 0.7322(11) 0.5290(3) 0.0561(17) Uani 1 1 d . . . . .
F17 F 0.1948(6) 1.0428(7) 0.6371(2) 0.0419(14) Uani 1 1 d . . . . .
F18 F 0.2059(7) 0.4732(8) 0.5852(3) 0.0549(18) Uani 1 1 d . . . . .
F19 F 0.2822(9) 0.3811(8) 0.6815(3) 0.072(3) Uani 1 1 d . . . . .
F20 F 0.3098(8) 0.6177(9) 0.7560(3) 0.063(2) Uani 1 1 d . . . . .
F21 F 0.0815(7) 0.9353(12) 0.7468(4) 0.066(2) Uani 1 1 d . . . . .
F22 F 0.0873(9) 1.1885(13) 0.8152(4) 0.076(3) Uani 1 1 d . . . . .
F23 F 0.2749(9) 1.3542(10) 0.8445(3) 0.069(2) Uani 1 1 d . . . . .
F24 F 0.4541(7) 1.2648(9) 0.8060(3) 0.0589(18) Uani 1 1 d . . . . .
C19 C 0.0586(9) 0.8863(11) 0.5414(4) 0.0340(19) Uani 1 1 d . . . . .
C20 C 0.0302(9) 0.9438(13) 0.4926(4) 0.040(2) Uani 1 1 d . . . . .
C21 C 0.0982(11) 0.9329(14) 0.4565(4) 0.045(3) Uani 1 1 d . . . . .
C22 C 0.1975(10) 0.8553(14) 0.4688(4) 0.043(2) Uani 1 1 d . . . . .
C23 C 0.2254(9) 0.8008(13) 0.5177(4) 0.040(2) Uani 1 1 d . . . . .
C24 C 0.1592(9) 0.8148(12) 0.5558(4) 0.038(2) Uani 1 1 d . . . . .
C25 C 0.1991(8) 0.7625(12) 0.6083(4) 0.0343(19) Uani 1 1 d . . . . .
C26 C 0.2163(8) 0.8780(11) 0.6484(4) 0.0332(19) Uani 1 1 d . . . . .
C27 C 0.2536(8) 0.8382(12) 0.6985(4) 0.0338(19) Uani 1 1 d . . . . .
C28 C 0.2745(9) 0.6658(13) 0.7090(4) 0.041(2) Uani 1 1 d . . . . .
C29 C 0.2592(10) 0.5457(13) 0.6705(5) 0.045(2) Uani 1 1 d . . . . .
C30 C 0.2215(9) 0.5925(13) 0.6210(5) 0.041(2) Uani 1 1 d . . . . .
C31 C 0.2648(9) 0.9698(13) 0.7386(4) 0.036(2) Uani 1 1 d . . . . .
C32 C 0.3610(9) 1.0561(13) 0.7537(4) 0.036(2) Uani 1 1 d . . . . .
C33 C 0.3629(11) 1.1825(12) 0.7899(4) 0.043(3) Uani 1 1 d . . . . .
C34 C 0.2713(12) 1.2268(16) 0.8111(4) 0.050(3) Uani 1 1 d . . . . .
C35 C 0.1760(11) 1.1440(17) 0.7960(5) 0.050(3) Uani 1 1 d . . . . .
C36 C 0.1760(10) 1.0160(15) 0.7606(5) 0.044(2) 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
I2 C1 2.111(9) . ?
I3 C14 2.104(10) . ?
F1 C2 1.341(12) . ?
F2 C3 1.302(12) . ?
F3 C4 1.338(12) . ?
F4 C5 1.350(12) . ?
F5 C12 1.341(10) . ?
F6 C8 1.337(12) . ?
F7 C9 1.341(11) . ?
F8 C10 1.347(12) . ?
F9 C15 1.343(14) . ?
F10 C16 1.348(14) . ?
F11 C17 1.334(13) . ?
F12 C18 1.333(13) . ?
C1 C2 1.383(14) . ?
C1 C6 1.395(13) . ?
C2 C3 1.393(15) . ?
C3 C4 1.379(16) . ?
C4 C5 1.379(14) . ?
C5 C6 1.386(14) . ?
C6 C7 1.482(13) . ?
C7 C12 1.395(15) . ?
C7 C8 1.395(13) . ?
C8 C9 1.365(15) . ?
C9 C10 1.388(16) . ?
C10 C11 1.375(14) . ?
C11 C12 1.370(15) . ?
C11 C13 1.508(13) . ?
C13 C18 1.389(15) . ?
C13 C14 1.391(14) . ?
C14 C15 1.394(16) . ?
C15 C16 1.379(17) . ?
C16 C17 1.360(17) . ?
C17 C18 1.382(16) . ?
N1 C43 1.351(18) . ?
N1 C37 1.41(3) . ?
N1 C38 1.45(2) . ?
N2 C44 1.33(2) . ?
N2 C39 1.44(2) . ?
N2 C40 1.46(2) . ?
N3 C45 1.311(19) . ?
N3 C41 1.441(19) . ?
N3 C42 1.48(2) . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?
C39 H39A 0.9600 . ?
C39 H39B 0.9600 . ?
C39 H39C 0.9600 . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.363(19) . ?
C43 C45 1.374(18) . ?
C44 C45 1.39(2) . ?
I4 C19 2.124(11) . ?
I5 C32 2.102(11) . ?
F13 C20 1.344(14) . ?
F14 C21 1.336(13) . ?
F15 C22 1.336(14) . ?
F16 C23 1.356(13) . ?
F17 C26 1.351(11) . ?
F18 C30 1.330(13) . ?
F19 C29 1.351(12) . ?
F20 C28 1.319(13) . ?
F21 C36 1.357(15) . ?
F22 C35 1.330(16) . ?
F23 C34 1.332(14) . ?
F24 C33 1.341(15) . ?
C19 C20 1.369(15) . ?
C19 C24 1.395(15) . ?
C20 C21 1.360(19) . ?
C21 C22 1.394(18) . ?
C22 C23 1.361(17) . ?
C23 C24 1.389(17) . ?
C24 C25 1.471(14) . ?
C25 C26 1.390(14) . ?
C25 C30 1.400(15) . ?
C26 C27 1.382(14) . ?
C27 C28 1.403(14) . ?
C27 C31 1.475(14) . ?
C28 C29 1.383(17) . ?
C29 C30 1.381(17) . ?
C31 C36 1.371(16) . ?
C31 C32 1.403(16) . ?
C32 C33 1.377(15) . ?
C33 C34 1.387(18) . ?
C34 C35 1.38(2) . ?
C35 C36 1.375(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.8(8) . . ?
C2 C1 I2 117.8(7) . . ?
C6 C1 I2 122.3(6) . . ?
F1 C2 C1 121.0(9) . . ?
F1 C2 C3 117.2(9) . . ?
C1 C2 C3 121.8(9) . . ?
F2 C3 C4 120.6(9) . . ?
F2 C3 C2 121.0(10) . . ?
C4 C3 C2 118.4(9) . . ?
F3 C4 C3 119.6(9) . . ?
F3 C4 C5 120.5(10) . . ?
C3 C4 C5 119.8(9) . . ?
F4 C5 C4 117.2(9) . . ?
F4 C5 C6 120.5(8) . . ?
C4 C5 C6 122.4(9) . . ?
C5 C6 C1 117.8(8) . . ?
C5 C6 C7 117.3(8) . . ?
C1 C6 C7 124.9(8) . . ?
C12 C7 C8 115.3(8) . . ?
C12 C7 C6 121.0(8) . . ?
C8 C7 C6 123.1(9) . . ?
F6 C8 C9 117.8(8) . . ?
F6 C8 C7 119.9(8) . . ?
C9 C8 C7 122.3(9) . . ?
F7 C9 C8 120.5(9) . . ?
F7 C9 C10 120.1(9) . . ?
C8 C9 C10 119.3(9) . . ?
F8 C10 C11 120.4(10) . . ?
F8 C10 C9 118.4(9) . . ?
C11 C10 C9 121.3(9) . . ?
C12 C11 C10 117.3(9) . . ?
C12 C11 C13 120.5(8) . . ?
C10 C11 C13 122.2(9) . . ?
F5 C12 C11 117.9(9) . . ?
F5 C12 C7 117.6(9) . . ?
C11 C12 C7 124.4(8) . . ?
C18 C13 C14 119.5(9) . . ?
C18 C13 C11 118.1(9) . . ?
C14 C13 C11 122.4(8) . . ?
C13 C14 C15 118.5(9) . . ?
C13 C14 I3 123.2(7) . . ?
C15 C14 I3 118.3(8) . . ?
F9 C15 C16 118.8(11) . . ?
F9 C15 C14 120.4(10) . . ?
C16 C15 C14 120.8(11) . . ?
F10 C16 C17 120.3(10) . . ?
F10 C16 C15 118.9(11) . . ?
C17 C16 C15 120.8(11) . . ?
F11 C17 C16 120.1(10) . . ?
F11 C17 C18 120.6(11) . . ?
C16 C17 C18 119.2(10) . . ?
F12 C18 C17 118.2(10) . . ?
F12 C18 C13 120.6(10) . . ?
C17 C18 C13 121.2(10) . . ?
C43 N1 C37 122.0(15) . . ?
C43 N1 C38 118.7(16) . . ?
C37 N1 C38 118.5(14) . . ?
C44 N2 C39 120.6(14) . . ?
C44 N2 C40 120.8(13) . . ?
C39 N2 C40 118.5(15) . . ?
C45 N3 C41 120.8(13) . . ?
C45 N3 C42 120.6(12) . . ?
C41 N3 C42 118.5(13) . . ?
N1 C37 H37A 109.5 . . ?
N1 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
N1 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N1 C38 H38A 109.5 . . ?
N1 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
N1 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N2 C39 H39A 109.5 . . ?
N2 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
N2 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
N2 C40 H40A 109.5 . . ?
N2 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
N2 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N3 C41 H41A 109.5 . . ?
N3 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
N3 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
N3 C42 H42A 109.5 . . ?
N3 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
N3 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N1 C43 C44 149.5(15) . . ?
N1 C43 C45 149.4(16) . . ?
C44 C43 C45 61.0(10) . . ?
N2 C44 C43 148.7(14) . . ?
N2 C44 C45 151.3(13) . . ?
C43 C44 C45 59.9(10) . . ?
N3 C45 C43 151.8(13) . . ?
N3 C45 C44 149.1(12) . . ?
C43 C45 C44 59.1(10) . . ?
C20 C19 C24 120.7(10) . . ?
C20 C19 I4 116.8(8) . . ?
C24 C19 I4 122.4(8) . . ?
F13 C20 C21 117.1(10) . . ?
F13 C20 C19 121.3(11) . . ?
C21 C20 C19 121.6(11) . . ?
F14 C21 C20 122.8(12) . . ?
F14 C21 C22 118.0(12) . . ?
C20 C21 C22 119.3(10) . . ?
F15 C22 C23 122.1(11) . . ?
F15 C22 C21 119.3(11) . . ?
C23 C22 C21 118.5(11) . . ?
F16 C23 C22 117.1(10) . . ?
F16 C23 C24 119.3(10) . . ?
C22 C23 C24 123.5(10) . . ?
C23 C24 C19 116.2(10) . . ?
C23 C24 C25 119.6(10) . . ?
C19 C24 C25 124.1(10) . . ?
C26 C25 C30 115.8(9) . . ?
C26 C25 C24 122.3(9) . . ?
C30 C25 C24 121.9(9) . . ?
F17 C26 C27 117.6(8) . . ?
F17 C26 C25 116.9(9) . . ?
C27 C26 C25 125.5(9) . . ?
C26 C27 C28 116.1(9) . . ?
C26 C27 C31 121.2(9) . . ?
C28 C27 C31 122.6(9) . . ?
F20 C28 C29 119.5(9) . . ?
F20 C28 C27 119.7(10) . . ?
C29 C28 C27 120.7(10) . . ?
F19 C29 C30 119.9(10) . . ?
F19 C29 C28 119.4(10) . . ?
C30 C29 C28 120.7(10) . . ?
F18 C30 C29 119.1(9) . . ?
F18 C30 C25 119.8(10) . . ?
C29 C30 C25 121.1(10) . . ?
C36 C31 C32 118.3(10) . . ?
C36 C31 C27 118.6(10) . . ?
C32 C31 C27 123.0(10) . . ?
C33 C32 C31 119.0(11) . . ?
C33 C32 I5 120.0(9) . . ?
C31 C32 I5 120.8(7) . . ?
F24 C33 C32 120.6(11) . . ?
F24 C33 C34 118.2(10) . . ?
C32 C33 C34 121.2(12) . . ?
F23 C34 C35 120.2(12) . . ?
F23 C34 C33 119.7(12) . . ?
C35 C34 C33 120.1(11) . . ?
F22 C35 C36 121.5(13) . . ?
F22 C35 C34 120.5(11) . . ?
C36 C35 C34 118.0(11) . . ?
F21 C36 C31 119.8(10) . . ?
F21 C36 C35 116.8(11) . . ?
C31 C36 C35 123.4(12) . . ?

_refine_diff_density_max         1.071
_refine_diff_density_min         -2.110
_refine_diff_density_rms         0.118



####################################################################### 
# 
# 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_anti-p-1-TDACl
_database_code_depnum_ccdc_archive 'CCDC 2167347'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 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         
'3(C18 F12 I2), 2(C9 H18 N3), 2(C H2 Cl2), 2(Cl)'
_chemical_formula_sum            'C74 H40 Cl6 F36 I6 N6'
_chemical_formula_weight         2671.05

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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.867
_cell_length_b                   12.37760(10)
_cell_length_c                   22.96440(10)
_cell_angle_alpha                75.6600(10)
_cell_angle_beta                 82.4300(10)
_cell_angle_gamma                88.6400(10)
_cell_volume                     2147.50(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    7555
_cell_measurement_theta_min      3.7
_cell_measurement_theta_max      66.5

_exptl_crystal_description       plate
_exptl_crystal_colour            'translucent colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.066
_exptl_crystal_F_000             1270
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 2 1 0.0650
-5 0 -4 0.1357
5 1 4 0.1638
0 -8 -4 0.0957
4 -4 1 0.1268
-1 2 -13 0.0495
0 -1 13 0.0327
3 -5 -10 0.1108
1 -1 -14 0.0659
-3 6 -3 0.1207
0 6 13 0.0573
-2 -3 -14 0.0715
0 -3 -15 0.0596
0 3 15 0.0393
-1 0 -14 0.0487
0 6 -6 0.0661
-3 -1 10 0.0961
-3 -6 3 0.1169
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0003 2.0001 0.9892 -0.0297 0.1508 -0.1960
-5.0580 -0.3761 -3.9697 0.1473 -0.7893 -0.5961
5.0541 0.5477 4.0495 -0.1496 0.8017 0.5787
-0.0396 -8.0323 -3.8984 0.1132 -0.6120 0.7827
4.1640 -4.4205 0.9898 -0.0553 0.2929 0.9545
-0.5174 2.4437 -12.6331 0.9134 0.1695 -0.3702
-0.0138 -1.4606 13.4128 -0.9611 -0.1785 0.2108
2.8153 -4.6090 -9.5481 0.6411 0.1200 0.7580
1.1847 -0.8551 -13.7891 0.9701 0.1806 0.1622
-2.8544 6.0575 -2.7957 0.2442 0.0444 -0.9687
0.0494 5.5159 12.9336 -0.7900 0.3756 -0.4845
-1.8556 -2.7237 -14.3918 0.9026 -0.4299 -0.0224
0.2526 -2.9879 -14.5299 0.9576 -0.1252 0.2595
-0.0016 2.5336 14.7381 -0.9749 0.1275 -0.1824
-1.1392 -0.2636 -14.4916 0.9748 -0.1279 -0.1829
0.1890 6.3964 -5.6882 0.5248 0.5529 -0.6473
-2.9215 -0.6815 10.3169 -0.8004 -0.5511 -0.2358
-2.7953 -5.5446 3.4943 -0.4181 -0.8776 0.2344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.089
_exptl_absorpt_coefficient_mu    19.897
_exptl_absorpt_correction_T_min  0.019
_exptl_absorpt_correction_T_max  0.674
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.29a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.704
_oxdiff_exptl_absorpt_empirical_full_max 1.590
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
- B-factor correction
;
_diffrn_ambient_temperature      169.99(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            56202
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.736
_diffrn_reflns_theta_max         66.494
_diffrn_reflns_theta_full        66.494
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7555
_reflns_number_gt                7249
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0239728000
_diffrn_orient_matrix_UB_12      0.0195270000
_diffrn_orient_matrix_UB_13      -0.0695040000
_diffrn_orient_matrix_UB_21      0.1539530000
_diffrn_orient_matrix_UB_22      0.0777143000
_diffrn_orient_matrix_UB_23      -0.0046895000
_diffrn_orient_matrix_UB_31      0.1214649000
_diffrn_orient_matrix_UB_32      -0.1004200000
_diffrn_orient_matrix_UB_33      0.0049025000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -86.00 -40.00   0.50    0.05    --  -47.45 125.00  41.00   92
  2  ω    -74.00 -49.00   0.50    0.10    --  -86.25 125.00  41.00   50
  3  ω    -36.00 -11.00   0.50    0.05    --    6.00 123.00 139.11   50
  4  ω    -30.00  -4.00   0.50    0.05    --   10.00 112.00  52.13   52
  5  ω    -17.00   9.00   0.50    0.05    --   18.00 102.00 -34.35   52
  6  ω     13.00  38.00   0.50    0.05    --   42.00  90.00  15.06   50
  7  ω     30.00  61.00   0.50    0.05    --   54.00  80.00  -3.67   62
  8  ω     42.00  72.00   0.50    0.05    --   66.00  79.00  23.30   60
  9  ω     48.00  74.00   0.50    0.05    --   47.45  38.00  30.00   52
 10  ω     45.00 115.00   0.50    0.05    --   47.45  19.00 -30.00  140
 11  ω    100.00 126.00   0.50    0.05    --   54.00  77.00 -64.12   52
 12  ω    101.00 126.00   0.50    0.05    --   54.00  80.00  -3.67   50
 13  ω    114.00 139.00   0.50    0.05    --   66.00  79.00  23.30   50
 14  ω     96.00 135.00   0.50    0.10    --  106.49 125.00  41.00   78
 15  ω    126.00 152.00   0.50    0.10    --  106.49  77.00 120.00   52
 16  ω    146.00 174.00   0.50    0.10    --  106.49  77.00 150.00   56
 17  ω    145.00 174.00   0.50    0.10    --  106.49  77.00  60.00   58
 18  ω    108.00 165.00   0.50    0.10    --  106.49  45.00 150.00  114
 19  ω     93.00 140.00   0.50    0.10    --  106.49  77.00 150.00   94
 20  ω     84.00 124.00   0.50    0.10    --  106.49  77.00 120.00   80
 21  ω     86.00 176.00   0.50    0.10    --  106.49  77.00  90.00  180
 22  ω     93.00 175.00   0.50    0.10    --  106.49  61.00   0.00  164
 23  ω    145.00 171.00   0.50    0.10    --  106.49  61.00-120.00   52
 24  ω    147.00 178.00   0.50    0.10    --  106.49  77.00-180.00   62
 25  ω    100.00 125.00   0.50    0.10    --  106.49 147.00-152.00   50
 26  ω     76.00 102.00   0.50    0.05    --   58.00  79.00-121.83   52
 27  ω     70.00  96.00   0.50    0.05    --   58.00  79.00-163.15   52
 28  ω     42.00  79.00   0.50    0.05    --   66.00  79.00 -80.77   74
 29  ω     50.00  76.00   0.50    0.05    --   70.00  74.00 -66.70   52
 30  ω     47.00  73.00   0.50    0.05    --   70.00  78.00-103.61   52
 31  ω     44.00  69.00   0.50    0.05    --   66.00  76.00-138.88   50
 32  ω     35.00  70.00   0.50    0.05    --   47.45  19.00-180.00   70
 33  ω     34.00  65.00   0.50    0.05    --   58.00  79.00-121.83   62
 34  ω     34.00  59.00   0.50    0.05    --   58.00  79.00-163.15   50
 35  ω      3.00  32.00   0.50    0.05    --   34.00  94.00-148.96   58
 36  ω     13.00  38.00   0.50    0.05    --   42.00  91.00-102.96   50
 37  ω     31.00  75.00   0.50    0.05    --   54.00  77.00 -64.12   88
 38  ω     44.00  69.00   0.50    0.05    --   66.00  77.00  -3.88   50
 39  ω     33.00  58.00   0.50    0.05    --   54.00  77.00 -42.74   50
 40  ω     33.00  78.00   0.50    0.05    --   54.00  77.00  48.52   90
 41  ω     60.00  85.00   0.50    0.05    --   50.00  76.00 131.47   50
 42  ω     44.00  70.00   0.50    0.05    --   66.00  76.00  88.31   52
 43  ω     42.00  98.00   0.50    0.05    --   66.00  79.00 122.08  112
 44  ω     85.00 137.00   0.50    0.10    --  106.49  77.00  60.00  104
 45  ω     97.00 173.00   0.50    0.10    --  106.49  61.00 -30.00  152
 46  ω     99.00 173.00   0.50    0.10    --  106.49  61.00 -90.00  148
 47  ω     94.00 153.00   0.50    0.10    --  106.49  61.00-180.00  118
 48  ω     86.00 128.00   0.50    0.10    --  106.49  77.00-180.00   84
 49  ω     92.00 133.00   0.50    0.10    --  106.49  61.00-120.00   82
 50  ω     95.00 150.00   0.50    0.10    --  106.49  45.00 -30.00  110
 51  ω     85.00 178.00   0.50    0.10    --  106.49  77.00-150.00  186
 52  ω     86.00 166.00   0.50    0.10    --  106.49  77.00  30.00  160
 53  ω     45.00  74.00   0.50    0.10    --  106.49 -61.00 -30.00   58
 54  ω     76.00 102.00   0.50    0.10    --  106.49 -94.00   0.00   52
 55  ω     84.00 110.00   0.50    0.10    --  106.49-125.00 -36.00   52
 56  ω     68.00 107.00   0.50    0.10    --  106.49-103.00-135.87   78
 57  ω     81.00 106.00   0.50    0.10    --  106.49 -77.00-180.00   50
 58  ω     36.00 105.00   0.50    0.10    --  106.49 -94.00 -90.00  138
 59  ω     35.00  92.00   0.50    0.05    --   47.45-125.00 -36.00  114
 60  ω     34.00  73.00   0.50    0.10    --  106.49 -94.00   0.00   78
 61  ω     36.00 109.00   0.50    0.10    --  106.49-125.00   0.00  146
 62  ω     54.00  84.00   0.50    0.10    --  106.49-125.00 120.00   60
 63  ω     76.00 126.00   0.50    0.10    --  106.49-147.00 157.00  100
 64  ω     55.00  80.00   0.50    0.05    --   47.45-147.00 157.00   50
 65  ω     46.00  72.00   0.50    0.10    --  106.49 -94.00 150.00   52
 66  ω     37.00 100.00   0.50    0.10    --  106.49-125.00  90.00  126
 67  ω     37.00  74.00   0.50    0.10    --  106.49 -61.00 120.00   74
 68  ω     15.00  40.00   0.50    0.05    --   42.00  86.00 112.19   50
 69  ω     28.00  56.00   0.50    0.05    --   50.00  76.00 131.47   56
 70  ω     39.00  72.00   0.50    0.05    --   62.00  77.00 160.05   66
 71  ω     33.00  59.00   0.50    0.05    --   54.00  76.00 169.63   52
 72  ω     36.00  96.00   0.50    0.05    --   58.00  76.00  76.68  120
 73  ω     37.00  74.00   0.50    0.10    --  106.49 -61.00-180.00   74
 74  ω     38.00  76.00   0.50    0.10    --  106.49 -77.00-180.00   76
 75  ω     41.00 107.00   0.50    0.10    --  106.49-125.00-180.00  132
 76  ω    -78.00 -53.00   0.50    0.10    --  -74.00 -72.00 -55.46   50
 77  ω    -78.00 -53.00   0.50    0.10    --  -74.00 -73.00 -31.44   50
 78  ω    -82.00 -52.00   0.50    0.10    --  -70.00 -69.00  30.80   60
 79  ω    -90.00 -61.00   0.50    0.10    --  -82.00 -72.00  62.68   58
 80  ω    -90.00 -64.00   0.50    0.10    --  -86.25 -77.00   8.79   52
 81  ω    -89.00 -63.00   0.50    0.10    --  -86.25 -77.00 -30.00   52
 82  ω    -90.00 -65.00   0.50    0.10    --  -86.25 -75.00 -68.31   50
 83  ω    -89.00 -64.00   0.50    0.10    --  -86.00 -74.00-119.55   50
 84  ω    -81.00 -54.00   0.50    0.10    --  -74.00 -73.00-177.56   54
 85  ω    -87.00 -62.00   0.50    0.10    --  -86.25 -80.00-139.68   50
 86  ω    -89.00 -64.00   0.50    0.10    --  -86.25 -75.00-133.22   50
 87  ω    -90.00 -62.00   0.50    0.10    --  -86.25 -80.00 -94.78   56
 88  ω    -91.00 -66.00   0.50    0.10    --  -86.25 -70.00 -56.62   50
 89  ω    -99.00 -69.00   0.50    0.10    --  -86.25 -63.00 -63.01   60
 90  ω    -98.00 -66.00   0.50    0.10    --  -86.25 -71.00 -16.95   64
 91  ω    -95.00 -64.00   0.50    0.10    --  -86.25 -76.00  35.94   62
 92  ω   -102.00 -66.00   0.50    0.10    --  -86.25 -70.00  39.45   72
 93  ω    -89.00 -64.00   0.50    0.10    --  -86.25 -76.00 103.67   50
 94  ω    -77.00 -52.00   0.50    0.10    --  -74.00 -75.00 139.19   50
 95  ω    -77.00 -52.00   0.50    0.10    --  -74.00 -74.00 157.41   50
 96  ω    -89.00 -64.00   0.50    0.10    --  -86.25 -77.00 129.49   50
 97  ω    -92.00 -63.00   0.50    0.10    --  -86.25 -77.00 150.00   58
 98  ω   -100.00 -66.00   0.50    0.10    --  -86.25 -70.00 130.67   68
 99  ω   -105.00 -66.00   0.50    0.10    --  -86.25 -70.00 105.89   78
100  ω   -113.00 -88.00   0.50    0.05    --  -47.45-147.00 157.00   50
101  ω   -100.00 -62.00   0.50    0.05    --  -47.45 147.00-152.00   76
102  ω    -50.00 -25.00   0.50    0.05    --  -47.45 147.00-152.00   50
103  ω    -87.00 -62.00   0.50    0.10    --  -86.25 147.00-152.00   50
104  ω   -118.00 -67.00   0.50    0.10    --  -86.25 -73.00  65.01  102
105  ω    -98.00 -65.00   0.50    0.10    --  -86.25 -73.00  14.67   66
106  ω   -120.00 -80.00   0.50    0.05    --  -47.45-125.00 -36.00   80
107  ω   -116.00 -91.00   0.50    0.10    --  -86.25-125.00 -36.00   50
108  ω   -107.00 -68.00   0.50    0.10    --  -86.25 -65.00 -92.25   78
109  ω   -106.00 -63.00   0.50    0.10    --  -86.25 -77.00-180.00   86
110  ω   -126.00 -65.00   0.50    0.10    --  -86.25 -74.00-162.52  122
111  ω   -144.00-118.00   0.50    0.10    --  -86.25 -77.00 -30.00   52
112  ω   -154.00-129.00   0.50    0.10    --  -86.25 -70.00  39.45   50
113  ω   -142.00-116.00   0.50    0.10    --  -86.25 -76.00  35.94   52
114  ω   -111.00 -63.00   0.50    0.10    --  -86.25 -77.00  90.00   96
115  ω   -129.00-104.00   0.50    0.10    --  -86.25-147.00 157.00   50
116  ω   -148.00-123.00   0.50    0.10    --  -86.25 -77.00  90.00   50
117  ω   -155.00-130.00   0.50    0.10    --  -86.25 -70.00 105.89   50
118  ω   -147.00-121.00   0.50    0.10    --  -86.25 -77.00   8.79   52
119  ω   -150.00-125.00   0.50    0.10    --  -86.25 -80.00 -94.78   50
;
_diffrn_measurement_method       'ω scans'

_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       'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.29a (Rigaku OD, 2018)'
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_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)+(0.0542P)²+2.1905P] 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         7555
_refine_ls_number_parameters     604
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0322
_refine_ls_wR_factor_ref         0.0855
_refine_ls_wR_factor_gt          0.0847
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.037
_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
I1 I 0.51402(3) 0.84424(2) 0.28855(2) 0.04085(8) Uani 1 1 d . . . . .
I2 I 0.83268(3) 0.30002(2) 0.14595(2) 0.03982(8) Uani 1 1 d . . . . .
F1 F 1.1196(3) 0.35373(19) 0.03187(10) 0.0472(5) Uani 1 1 d . . . . .
F2 F 1.3400(3) 0.5246(2) -0.01405(10) 0.0523(6) Uani 1 1 d . . . . .
F3 F 1.3226(3) 0.7053(2) 0.03306(11) 0.0561(6) Uani 1 1 d . . . . .
F4 F 1.0701(3) 0.72006(19) 0.12171(11) 0.0528(6) Uani 1 1 d . . . . .
F5 F 0.6167(3) 0.5774(2) 0.10605(10) 0.0510(5) Uani 1 1 d . . . . .
F6 F 0.3653(3) 0.6049(2) 0.19098(10) 0.0522(6) Uani 1 1 d . . . . .
F7 F 0.7613(3) 0.5644(2) 0.33117(10) 0.0552(6) Uani 1 1 d . . . . .
F8 F 1.0133(3) 0.5368(2) 0.24640(10) 0.0531(6) Uani 1 1 d . . . . .
F9 F 0.3286(3) 0.41135(18) 0.31776(11) 0.0517(5) Uani 1 1 d . . . . .
F10 F 0.0765(3) 0.4159(2) 0.40820(12) 0.0613(7) Uani 1 1 d . . . . .
F11 F 0.0265(3) 0.6017(2) 0.45063(12) 0.0621(7) Uani 1 1 d . . . . .
F12 F 0.2212(3) 0.7847(2) 0.39952(12) 0.0592(7) Uani 1 1 d . . . . .
C1 C 0.3831(5) 0.6929(3) 0.33173(16) 0.0380(7) Uani 1 1 d . . . . .
C2 C 0.2527(5) 0.6932(3) 0.37861(17) 0.0443(8) Uani 1 1 d . . . . .
C3 C 0.1499(5) 0.5998(3) 0.40519(17) 0.0446(8) Uani 1 1 d . . . . .
C4 C 0.1763(5) 0.5057(3) 0.38406(18) 0.0447(9) Uani 1 1 d . . . . .
C5 C 0.3073(5) 0.5051(3) 0.33749(16) 0.0395(8) Uani 1 1 d . . . . .
C6 C 0.4131(4) 0.5957(3) 0.31176(15) 0.0358(7) Uani 1 1 d . . . . .
C7 C 0.5548(4) 0.5859(3) 0.26357(16) 0.0362(7) Uani 1 1 d . . . . .
C8 C 0.5250(4) 0.5877(3) 0.20534(17) 0.0387(8) Uani 1 1 d . . . . .
C9 C 0.6554(5) 0.5736(3) 0.16131(16) 0.0395(8) Uani 1 1 d . . . . .
C10 C 0.8233(4) 0.5555(3) 0.17364(16) 0.0357(7) Uani 1 1 d . . . . .
C11 C 0.8528(4) 0.5543(3) 0.23170(17) 0.0391(8) Uani 1 1 d . . . . .
C12 C 0.7231(5) 0.5685(3) 0.27639(16) 0.0397(8) Uani 1 1 d . . . . .
C13 C 0.9630(4) 0.5419(3) 0.12557(15) 0.0360(7) Uani 1 1 d . . . . .
C14 C 1.0797(5) 0.6274(3) 0.10088(16) 0.0397(8) Uani 1 1 d . . . . .
C15 C 1.2097(5) 0.6216(3) 0.05500(17) 0.0431(8) Uani 1 1 d . . . . .
C16 C 1.2188(4) 0.5294(3) 0.03179(16) 0.0408(8) Uani 1 1 d . . . . .
C17 C 1.1043(5) 0.4425(3) 0.05603(16) 0.0376(7) Uani 1 1 d . . . . .
C18 C 0.9780(4) 0.4455(3) 0.10363(15) 0.0355(7) Uani 1 1 d . . . . .
N1 N 0.0178(4) 0.1274(3) 0.29485(14) 0.0446(7) Uani 1 1 d . . . . .
N2 N 0.1590(5) -0.0486(3) 0.19037(16) 0.0503(8) Uani 1 1 d . . . . .
N3 N 0.3034(4) 0.2433(3) 0.15341(14) 0.0423(7) Uani 1 1 d . . . . .
C29 C 0.1077(5) 0.1154(3) 0.24376(16) 0.0391(8) Uani 1 1 d . . . . .
C30 C 0.1615(5) 0.0488(3) 0.20505(17) 0.0408(8) Uani 1 1 d . . . . .
C31 C 0.2174(4) 0.1575(3) 0.19136(16) 0.0389(8) Uani 1 1 d . . . . .
C32 C -0.0086(6) 0.2353(4) 0.3073(2) 0.0561(10) Uani 1 1 d . . . . .
H32A H -0.074496 0.226907 0.347458 0.084 Uiso 0.5 1 calc R U P . .
H32B H -0.071892 0.282345 0.276552 0.084 Uiso 0.5 1 calc R U P . .
H32C H 0.102694 0.270127 0.306275 0.084 Uiso 0.5 1 calc R U P . .
H32D H 0.045367 0.292679 0.272732 0.084 Uiso 0.5 1 calc R U P . .
H32E H 0.042762 0.237241 0.343638 0.084 Uiso 0.5 1 calc R U P . .
H32F H -0.131823 0.249459 0.313915 0.084 Uiso 0.5 1 calc R U P . .
C33 C -0.0660(6) 0.0305(4) 0.33747(18) 0.0535(10) Uani 1 1 d . . . . .
H33A H -0.130557 0.053491 0.371830 0.080 Uiso 0.5 1 calc R U P . .
H33B H 0.020696 -0.024062 0.352127 0.080 Uiso 0.5 1 calc R U P . .
H33C H -0.144694 -0.003317 0.317155 0.080 Uiso 0.5 1 calc R U P . .
H33D H -0.039146 -0.036083 0.322245 0.080 Uiso 0.5 1 calc R U P . .
H33E H -0.190400 0.041470 0.341947 0.080 Uiso 0.5 1 calc R U P . .
H33F H -0.025009 0.020725 0.376919 0.080 Uiso 0.5 1 calc R U P . .
C34 C 0.0486(6) -0.1393(4) 0.2284(2) 0.0589(11) Uani 1 1 d . . . . .
H34A H 0.005706 -0.182516 0.202792 0.088 Uiso 0.5 1 calc R U P . .
H34B H -0.048440 -0.108196 0.250076 0.088 Uiso 0.5 1 calc R U P . .
H34C H 0.114406 -0.188019 0.257644 0.088 Uiso 0.5 1 calc R U P . .
H34D H 0.042076 -0.136637 0.270882 0.088 Uiso 0.5 1 calc R U P . .
H34E H 0.096222 -0.210958 0.223599 0.088 Uiso 0.5 1 calc R U P . .
H34F H -0.066625 -0.131135 0.216031 0.088 Uiso 0.5 1 calc R U P . .
C35 C 0.2838(6) -0.0703(4) 0.1420(2) 0.0587(11) Uani 1 1 d . . . . .
H35A H 0.282050 -0.149971 0.143115 0.088 Uiso 0.5 1 calc R U P . .
H35B H 0.398538 -0.048813 0.147590 0.088 Uiso 0.5 1 calc R U P . .
H35C H 0.254979 -0.026909 0.102785 0.088 Uiso 0.5 1 calc R U P . .
H35D H 0.341662 -0.000491 0.119212 0.088 Uiso 0.5 1 calc R U P . .
H35E H 0.225174 -0.101649 0.114737 0.088 Uiso 0.5 1 calc R U P . .
H35F H 0.368732 -0.123553 0.159542 0.088 Uiso 0.5 1 calc R U P . .
C36 C 0.4072(5) 0.2240(4) 0.09928(18) 0.0478(9) Uani 1 1 d . . . . .
H36A H 0.489083 0.285726 0.082366 0.072 Uiso 0.5 1 calc R U P . .
H36B H 0.332271 0.219361 0.069081 0.072 Uiso 0.5 1 calc R U P . .
H36C H 0.469685 0.153952 0.110117 0.072 Uiso 0.5 1 calc R U P . .
H36D H 0.371609 0.153633 0.092010 0.072 Uiso 0.5 1 calc R U P . .
H36E H 0.528422 0.219998 0.105296 0.072 Uiso 0.5 1 calc R U P . .
H36F H 0.391007 0.285408 0.064259 0.072 Uiso 0.5 1 calc R U P . .
C37 C 0.3447(5) 0.3380(3) 0.17639(19) 0.0486(9) Uani 1 1 d . . . . .
H37A H 0.384564 0.400714 0.142292 0.073 Uiso 0.5 1 calc R U P . .
H37B H 0.435126 0.316970 0.202524 0.073 Uiso 0.5 1 calc R U P . .
H37C H 0.242115 0.359810 0.199781 0.073 Uiso 0.5 1 calc R U P . .
H37D H 0.323306 0.317615 0.220773 0.073 Uiso 0.5 1 calc R U P . .
H37E H 0.272744 0.401360 0.160541 0.073 Uiso 0.5 1 calc R U P . .
H37F H 0.465755 0.358519 0.163284 0.073 Uiso 0.5 1 calc R U P . .
Cl1 Cl 0.65210(14) 0.07546(8) 0.21791(4) 0.0533(2) Uani 1 1 d . . . . .
Cl2A Cl 0.2130(6) -0.0736(2) 0.96744(13) 0.1238(13) Uani 0.700(4) 1 d D . P A 1
Cl3A Cl 0.3050(4) 0.1568(2) 0.92796(16) 0.1032(8) Uani 0.700(4) 1 d D . P A 1
C28A C 0.1874(15) 0.0502(6) 0.9126(5) 0.082(3) Uani 0.700(4) 1 d D . P A 1
H28A H 0.064509 0.070094 0.913811 0.099 Uiso 0.700(4) 1 calc R U P A 1
H28B H 0.229410 0.040360 0.871668 0.099 Uiso 0.700(4) 1 calc R U P A 1
Cl2B Cl 0.053(2) -0.0949(8) 0.9575(5) 0.1238(13) Uani 0.198(3) 1 d D . P B 2
Cl3B Cl 0.3114(13) 0.0737(9) 0.9542(5) 0.1032(8) Uani 0.198(3) 1 d D . P B 2
C28B C 0.189(5) 0.011(3) 0.9131(13) 0.082(3) Uani 0.198(3) 1 d D . P B 2
H28C H 0.119639 0.069344 0.889342 0.099 Uiso 0.198(3) 1 calc R U P B 2
H28D H 0.267741 -0.019641 0.884077 0.099 Uiso 0.198(3) 1 calc R U P B 2
Cl2C Cl 0.366(4) -0.0211(15) 0.9756(8) 0.1238(13) Uani 0.101(3) 1 d D . P C 3
Cl3C Cl 0.274(3) 0.1607(15) 0.8896(10) 0.1032(8) Uani 0.101(3) 1 d D . P C 3
C28C C 0.237(10) 0.017(2) 0.918(3) 0.082(3) Uani 0.101(3) 1 d D . P C 3
H28E H 0.114924 0.000436 0.933492 0.099 Uiso 0.101(3) 1 calc R U P C 3
H28F H 0.271478 -0.023479 0.885664 0.099 Uiso 0.101(3) 1 calc R U P C 3
I3 I 0.42807(3) 0.12129(2) 0.35804(2) 0.04968(9) Uani 1 1 d . . . . .
F13 F 0.6392(3) 0.3106(2) 0.38212(11) 0.0563(6) Uani 1 1 d . . . . .
F14 F 0.6282(3) 0.4097(2) 0.47355(12) 0.0573(6) Uani 1 1 d . . . . .
F15 F 0.3797(3) 0.3537(2) 0.56997(11) 0.0544(6) Uani 1 1 d . . . . .
F16 F 0.1493(3) 0.19405(19) 0.57558(10) 0.0479(5) Uani 1 1 d . . . . .
F17 F -0.0838(3) 0.21832(16) 0.47676(10) 0.0435(5) Uani 1 1 d . . . . .
F18 F -0.3309(3) 0.06491(18) 0.49898(11) 0.0484(5) Uani 1 1 d . . . . .
C19 C 0.3966(5) 0.1976(3) 0.43048(16) 0.0391(8) Uani 1 1 d . . . . .
C20 C 0.5138(5) 0.2796(3) 0.42908(17) 0.0411(8) Uani 1 1 d . . . . .
C21 C 0.5102(5) 0.3326(3) 0.47548(18) 0.0431(8) Uani 1 1 d . . . . .
C22 C 0.3855(5) 0.3038(3) 0.52452(17) 0.0420(8) Uani 1 1 d . . . . .
C23 C 0.2669(5) 0.2223(3) 0.52654(16) 0.0380(7) Uani 1 1 d . . . . .
C24 C 0.2682(4) 0.1680(3) 0.48001(16) 0.0357(7) Uani 1 1 d . . . . .
C25 C 0.1324(5) 0.0821(3) 0.48784(16) 0.0355(7) Uani 1 1 d . . . . .
C26 C -0.0398(5) 0.1105(3) 0.48888(16) 0.0369(7) Uani 1 1 d . . . . .
C27 C -0.1673(4) 0.0313(3) 0.50065(16) 0.0375(7) 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
I1 C1 2.111(4) . ?
I2 C18 2.105(4) . ?
F1 C17 1.345(4) . ?
F2 C16 1.336(4) . ?
F3 C15 1.335(4) . ?
F4 C14 1.345(4) . ?
F5 C9 1.333(4) . ?
F6 C8 1.339(4) . ?
F7 C12 1.320(4) . ?
F8 C11 1.348(4) . ?
F9 C5 1.345(4) . ?
F10 C4 1.335(4) . ?
F11 C3 1.333(4) . ?
F12 C2 1.341(4) . ?
C1 C2 1.387(5) . ?
C1 C6 1.393(5) . ?
C2 C3 1.388(5) . ?
C3 C4 1.370(6) . ?
C4 C5 1.385(5) . ?
C5 C6 1.374(5) . ?
C6 C7 1.489(5) . ?
C7 C8 1.382(5) . ?
C7 C12 1.394(5) . ?
C8 C9 1.382(5) . ?
C9 C10 1.389(5) . ?
C10 C11 1.380(5) . ?
C10 C13 1.489(5) . ?
C11 C12 1.390(5) . ?
C13 C14 1.377(5) . ?
C13 C18 1.404(5) . ?
C14 C15 1.382(5) . ?
C15 C16 1.371(6) . ?
C16 C17 1.377(5) . ?
C17 C18 1.384(5) . ?
N1 C29 1.327(5) . ?
N1 C32 1.438(6) . ?
N1 C33 1.456(5) . ?
N2 C30 1.331(5) . ?
N2 C35 1.456(6) . ?
N2 C34 1.462(5) . ?
N3 C31 1.329(5) . ?
N3 C37 1.458(5) . ?
N3 C36 1.463(5) . ?
C29 C30 1.377(5) . ?
C29 C31 1.379(5) . ?
C30 C31 1.372(5) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C32 H32D 0.9800 . ?
C32 H32E 0.9800 . ?
C32 H32F 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C33 H33D 0.9800 . ?
C33 H33E 0.9800 . ?
C33 H33F 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C34 H34D 0.9800 . ?
C34 H34E 0.9800 . ?
C34 H34F 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C35 H35D 0.9800 . ?
C35 H35E 0.9800 . ?
C35 H35F 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C36 H36D 0.9800 . ?
C36 H36E 0.9800 . ?
C36 H36F 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C37 H37D 0.9800 . ?
C37 H37E 0.9800 . ?
C37 H37F 0.9800 . ?
Cl2A C28A 1.753(9) . ?
Cl3A C28A 1.760(9) . ?
C28A H28A 0.9900 . ?
C28A H28B 0.9900 . ?
Cl2B C28B 1.742(17) . ?
Cl3B C28B 1.745(16) . ?
C28B H28C 0.9900 . ?
C28B H28D 0.9900 . ?
Cl2C C28C 1.744(17) . ?
Cl3C C28C 1.757(18) . ?
C28C H28E 0.9900 . ?
C28C H28F 0.9900 . ?
I3 C19 2.093(4) . ?
F13 C20 1.348(4) . ?
F14 C21 1.336(4) . ?
F15 C22 1.334(4) . ?
F16 C23 1.339(4) . ?
F17 C26 1.340(4) . ?
F18 C27 1.345(4) . ?
C19 C20 1.379(5) . ?
C19 C24 1.399(5) . ?
C20 C21 1.380(6) . ?
C21 C22 1.373(6) . ?
C22 C23 1.378(5) . ?
C23 C24 1.395(5) . ?
C24 C25 1.487(5) . ?
C25 C26 1.390(5) . ?
C25 C27 1.391(5) 2_556 ?
C26 C27 1.373(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
C2 C1 C6 119.0(3) . . ?
C2 C1 I1 118.2(3) . . ?
C6 C1 I1 122.6(3) . . ?
F12 C2 C1 120.7(3) . . ?
F12 C2 C3 117.8(3) . . ?
C1 C2 C3 121.5(4) . . ?
F11 C3 C4 120.3(3) . . ?
F11 C3 C2 120.4(4) . . ?
C4 C3 C2 119.3(3) . . ?
F10 C4 C3 120.1(3) . . ?
F10 C4 C5 120.6(4) . . ?
C3 C4 C5 119.3(3) . . ?
F9 C5 C6 120.3(3) . . ?
F9 C5 C4 117.5(3) . . ?
C6 C5 C4 122.2(3) . . ?
C5 C6 C1 118.7(3) . . ?
C5 C6 C7 118.4(3) . . ?
C1 C6 C7 122.9(3) . . ?
C8 C7 C12 117.1(3) . . ?
C8 C7 C6 121.9(3) . . ?
C12 C7 C6 120.9(3) . . ?
F6 C8 C9 119.0(3) . . ?
F6 C8 C7 119.0(3) . . ?
C9 C8 C7 122.0(3) . . ?
F5 C9 C8 118.5(3) . . ?
F5 C9 C10 120.0(3) . . ?
C8 C9 C10 121.5(3) . . ?
C11 C10 C9 116.4(3) . . ?
C11 C10 C13 122.6(3) . . ?
C9 C10 C13 121.0(3) . . ?
F8 C11 C10 119.1(3) . . ?
F8 C11 C12 118.2(3) . . ?
C10 C11 C12 122.7(3) . . ?
F7 C12 C11 119.1(3) . . ?
F7 C12 C7 120.6(3) . . ?
C11 C12 C7 120.3(3) . . ?
C14 C13 C18 118.6(3) . . ?
C14 C13 C10 119.2(3) . . ?
C18 C13 C10 122.2(3) . . ?
F4 C14 C13 119.9(3) . . ?
F4 C14 C15 117.9(3) . . ?
C13 C14 C15 122.2(3) . . ?
F3 C15 C16 120.6(3) . . ?
F3 C15 C14 120.5(4) . . ?
C16 C15 C14 118.8(3) . . ?
F2 C16 C15 119.4(3) . . ?
F2 C16 C17 120.6(3) . . ?
C15 C16 C17 119.9(3) . . ?
F1 C17 C16 117.5(3) . . ?
F1 C17 C18 120.8(3) . . ?
C16 C17 C18 121.7(3) . . ?
C17 C18 C13 118.5(3) . . ?
C17 C18 I2 118.8(3) . . ?
C13 C18 I2 122.3(2) . . ?
C29 N1 C32 121.5(3) . . ?
C29 N1 C33 119.4(3) . . ?
C32 N1 C33 119.0(3) . . ?
C30 N2 C35 119.9(3) . . ?
C30 N2 C34 120.0(3) . . ?
C35 N2 C34 119.5(4) . . ?
C31 N3 C37 118.6(3) . . ?
C31 N3 C36 118.2(3) . . ?
C37 N3 C36 119.1(3) . . ?
N1 C29 C30 149.5(4) . . ?
N1 C29 C31 150.8(4) . . ?
C30 C29 C31 59.7(3) . . ?
N2 C30 C31 149.5(4) . . ?
N2 C30 C29 150.2(4) . . ?
C31 C30 C29 60.2(3) . . ?
N3 C31 C30 150.1(4) . . ?
N3 C31 C29 149.6(4) . . ?
C30 C31 C29 60.0(3) . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N1 C32 H32D 109.5 . . ?
H32A C32 H32D 141.1 . . ?
H32B C32 H32D 56.3 . . ?
H32C C32 H32D 56.3 . . ?
N1 C32 H32E 109.5 . . ?
H32A C32 H32E 56.3 . . ?
H32B C32 H32E 141.1 . . ?
H32C C32 H32E 56.3 . . ?
H32D C32 H32E 109.5 . . ?
N1 C32 H32F 109.5 . . ?
H32A C32 H32F 56.3 . . ?
H32B C32 H32F 56.3 . . ?
H32C C32 H32F 141.1 . . ?
H32D C32 H32F 109.5 . . ?
H32E C32 H32F 109.5 . . ?
N1 C33 H33A 109.5 . . ?
N1 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N1 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N1 C33 H33D 109.5 . . ?
H33A C33 H33D 141.1 . . ?
H33B C33 H33D 56.3 . . ?
H33C C33 H33D 56.3 . . ?
N1 C33 H33E 109.5 . . ?
H33A C33 H33E 56.3 . . ?
H33B C33 H33E 141.1 . . ?
H33C C33 H33E 56.3 . . ?
H33D C33 H33E 109.5 . . ?
N1 C33 H33F 109.5 . . ?
H33A C33 H33F 56.3 . . ?
H33B C33 H33F 56.3 . . ?
H33C C33 H33F 141.1 . . ?
H33D C33 H33F 109.5 . . ?
H33E C33 H33F 109.5 . . ?
N2 C34 H34A 109.5 . . ?
N2 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N2 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N2 C34 H34D 109.5 . . ?
H34A C34 H34D 141.1 . . ?
H34B C34 H34D 56.3 . . ?
H34C C34 H34D 56.3 . . ?
N2 C34 H34E 109.5 . . ?
H34A C34 H34E 56.3 . . ?
H34B C34 H34E 141.1 . . ?
H34C C34 H34E 56.3 . . ?
H34D C34 H34E 109.5 . . ?
N2 C34 H34F 109.5 . . ?
H34A C34 H34F 56.3 . . ?
H34B C34 H34F 56.3 . . ?
H34C C34 H34F 141.1 . . ?
H34D C34 H34F 109.5 . . ?
H34E C34 H34F 109.5 . . ?
N2 C35 H35A 109.5 . . ?
N2 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N2 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N2 C35 H35D 109.5 . . ?
H35A C35 H35D 141.1 . . ?
H35B C35 H35D 56.3 . . ?
H35C C35 H35D 56.3 . . ?
N2 C35 H35E 109.5 . . ?
H35A C35 H35E 56.3 . . ?
H35B C35 H35E 141.1 . . ?
H35C C35 H35E 56.3 . . ?
H35D C35 H35E 109.5 . . ?
N2 C35 H35F 109.5 . . ?
H35A C35 H35F 56.3 . . ?
H35B C35 H35F 56.3 . . ?
H35C C35 H35F 141.1 . . ?
H35D C35 H35F 109.5 . . ?
H35E C35 H35F 109.5 . . ?
N3 C36 H36A 109.5 . . ?
N3 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N3 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N3 C36 H36D 109.5 . . ?
H36A C36 H36D 141.1 . . ?
H36B C36 H36D 56.3 . . ?
H36C C36 H36D 56.3 . . ?
N3 C36 H36E 109.5 . . ?
H36A C36 H36E 56.3 . . ?
H36B C36 H36E 141.1 . . ?
H36C C36 H36E 56.3 . . ?
H36D C36 H36E 109.5 . . ?
N3 C36 H36F 109.5 . . ?
H36A C36 H36F 56.3 . . ?
H36B C36 H36F 56.3 . . ?
H36C C36 H36F 141.1 . . ?
H36D C36 H36F 109.5 . . ?
H36E C36 H36F 109.5 . . ?
N3 C37 H37A 109.5 . . ?
N3 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
N3 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
N3 C37 H37D 109.5 . . ?
H37A C37 H37D 141.1 . . ?
H37B C37 H37D 56.3 . . ?
H37C C37 H37D 56.3 . . ?
N3 C37 H37E 109.5 . . ?
H37A C37 H37E 56.3 . . ?
H37B C37 H37E 141.1 . . ?
H37C C37 H37E 56.3 . . ?
H37D C37 H37E 109.5 . . ?
N3 C37 H37F 109.5 . . ?
H37A C37 H37F 56.3 . . ?
H37B C37 H37F 56.3 . . ?
H37C C37 H37F 141.1 . . ?
H37D C37 H37F 109.5 . . ?
H37E C37 H37F 109.5 . . ?
Cl2A C28A Cl3A 108.5(6) . . ?
Cl2A C28A H28A 110.0 . . ?
Cl3A C28A H28A 110.0 . . ?
Cl2A C28A H28B 110.0 . . ?
Cl3A C28A H28B 110.0 . . ?
H28A C28A H28B 108.4 . . ?
Cl2B C28B Cl3B 114.3(17) . . ?
Cl2B C28B H28C 108.7 . . ?
Cl3B C28B H28C 108.7 . . ?
Cl2B C28B H28D 108.7 . . ?
Cl3B C28B H28D 108.7 . . ?
H28C C28B H28D 107.6 . . ?
Cl2C C28C Cl3C 103.8(15) . . ?
Cl2C C28C H28E 111.0 . . ?
Cl3C C28C H28E 111.0 . . ?
Cl2C C28C H28F 111.0 . . ?
Cl3C C28C H28F 111.0 . . ?
H28E C28C H28F 109.0 . . ?
C20 C19 C24 119.2(3) . . ?
C20 C19 I3 116.9(3) . . ?
C24 C19 I3 123.9(3) . . ?
F13 C20 C19 121.0(3) . . ?
F13 C20 C21 116.9(3) . . ?
C19 C20 C21 122.1(3) . . ?
F14 C21 C22 120.0(3) . . ?
F14 C21 C20 120.7(3) . . ?
C22 C21 C20 119.3(3) . . ?
F15 C22 C21 120.3(3) . . ?
F15 C22 C23 120.3(3) . . ?
C21 C22 C23 119.4(3) . . ?
F16 C23 C22 118.1(3) . . ?
F16 C23 C24 119.7(3) . . ?
C22 C23 C24 122.2(3) . . ?
C23 C24 C19 117.9(3) . . ?
C23 C24 C25 116.6(3) . . ?
C19 C24 C25 125.5(3) . . ?
C26 C25 C27 115.9(3) . 2_556 ?
C26 C25 C24 121.4(3) . . ?
C27 C25 C24 122.6(3) 2_556 . ?
F17 C26 C27 118.5(3) . . ?
F17 C26 C25 119.5(3) . . ?
C27 C26 C25 122.0(3) . . ?
F18 C27 C26 118.8(3) . . ?
F18 C27 C25 119.0(3) . 2_556 ?
C26 C27 C25 122.2(3) . 2_556 ?

_refine_diff_density_max         1.496
_refine_diff_density_min         -0.943
_refine_diff_density_rms         0.095



####################################################################### 
# 
# 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_anti-p-1-TDAI
_database_code_depnum_ccdc_archive 'CCDC 2167348'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 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         
;
3(C18 F12 I2), 2(C9 H18 N3), 2(C H2 Cl2), 1.206(I), 0.794(Cl)
;
_chemical_formula_sum            'C74 H40 Cl4.79 F36 I7.21 N6'
_chemical_formula_weight         2781.49

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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   7.84560(10)
_cell_length_b                   12.5041(3)
_cell_length_c                   23.2075(4)
_cell_angle_alpha                76.694(2)
_cell_angle_beta                 81.5980(10)
_cell_angle_gamma                88.0240(10)
_cell_volume                     2191.81(7)
_cell_formula_units_Z            1
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    7727
_cell_measurement_theta_min      3.6
_cell_measurement_theta_max      66.5

_exptl_crystal_description       needle
_exptl_crystal_colour            'translucent light colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.107
_exptl_crystal_F_000             1313
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.096
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.041
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 0 -3 0.0404
0 -8 -6 0.0217
0 6 -8 0.0246
0 -6 7 0.0166
0 -4 -14 0.0200
0 4 14 0.0193
0 0 -1 0.0310
0 0 0 0.0458
-1 0 1 0.0452
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5.0850 0.0380 -2.5732 -0.0421 0.5220 0.8519
-0.1185 -7.9723 -6.0935 0.9968 0.0791 -0.0093
-0.2650 5.8448 -7.6766 -0.5222 -0.6807 0.5137
0.0470 -5.9534 7.3855 0.5360 0.6987 -0.4739
-0.2332 -4.1659 -14.2857 0.7140 -0.5477 0.4362
-0.0038 4.3137 14.0919 -0.7310 0.5606 -0.3890
0.2905 -0.0854 -1.1353 0.0343 -0.0963 -0.0033
0.2870 0.1338 -0.0300 -0.0097 -0.0459 -0.0372
-1.2411 -0.0756 0.6032 -0.0225 0.1995 0.1591
_exptl_absorpt_coefficient_mu    22.491
_exptl_absorpt_correction_T_min  0.182
_exptl_absorpt_correction_T_max  0.579
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.29a (Rigaku Oxford Diffraction, 2018)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.619
_oxdiff_exptl_absorpt_empirical_full_max 1.802
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_diffrn_ambient_temperature      169.99(10)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            24971
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.632
_diffrn_reflns_theta_max         66.500
_diffrn_reflns_theta_full        66.500
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7727
_reflns_number_gt                7110
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0163804000
_diffrn_orient_matrix_UB_12      -0.1117907000
_diffrn_orient_matrix_UB_13      -0.0176488000
_diffrn_orient_matrix_UB_21      -0.1308993000
_diffrn_orient_matrix_UB_22      -0.0500688000
_diffrn_orient_matrix_UB_23      0.0550757000
_diffrn_orient_matrix_UB_31      -0.1483511000
_diffrn_orient_matrix_UB_32      0.0319874000
_diffrn_orient_matrix_UB_33      -0.0374366000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  66.00   0.50    0.11    --   47.20 -77.00  44.00  142
  2  ω     34.00  93.00   0.50    0.11    --   47.20-125.00  60.00  118
  3  ω     55.00 106.00   0.50    0.46    --  106.49 -77.00  44.00  102
  4  ω     76.00 105.00   0.50    0.46    --  106.49 -94.00   0.00   58
  5  ω     86.00 111.00   0.50    0.46    --  106.49-125.00 -60.00   50
  6  ω     78.00 104.00   0.50    0.46    --  106.49 -94.00 -90.00   52
  7  ω     81.00 108.00   0.50    0.46    --  106.49 -77.00 -60.00   54
  8  ω     74.00 100.00   0.50    0.46    --  106.49 -94.00 -60.00   52
  9  ω     57.00 105.00   0.50    0.46    --  106.49 -94.00-120.00   96
 10  ω     36.00  68.00   0.50    0.46    --  106.49 -94.00 -60.00   64
 11  ω     38.00  64.00   0.50    0.46    --  106.49 -77.00 -60.00   52
 12  ω     35.00  72.00   0.50    0.46    --  106.49 -61.00 -30.00   74
 13  ω     34.00  71.00   0.50    0.46    --  106.49-125.00 -60.00   74
 14  ω     34.00  65.00   0.50    0.46    --  106.49 -61.00-150.00   62
 15  ω     34.00 103.00   0.50    0.46    --  106.49 -94.00-180.00  138
 16  ω     46.00 111.00   0.50    0.46    --  106.49-125.00-180.00  130
 17  ω     -4.00  29.00   0.50    0.11    --   47.20 -19.00  30.00   66
 18  ω     42.00  72.00   0.50    0.11    --   47.20  77.00 170.00   60
 19  ω    134.00 174.00   0.50    0.46    --  106.49  77.00 170.00   80
 20  ω    151.00 177.00   0.50    0.46    --  106.49  30.00  90.00   52
 21  ω    119.00 176.00   0.50    0.46    --  106.49  45.00 120.00  114
 22  ω    113.00 160.00   0.50    0.46    --  106.49  15.00  90.00   94
 23  ω     93.00 118.00   0.50    0.46    --  106.49  77.00 170.00   50
 24  ω     94.00 146.00   0.50    0.46    --  106.49  30.00  90.00  104
 25  ω    111.00 177.00   0.50    0.46    --  106.49  61.00 -30.00  132
 26  ω    123.00 178.00   0.50    0.46    --  106.49  45.00-120.00  110
 27  ω    104.00 146.00   0.50    0.46    --  106.49  45.00-150.00   84
 28  ω     56.00 103.00   0.50    0.46    --  106.49 -94.00  60.00   94
 29  ω     65.00 103.00   0.50    0.46    --  106.49 -94.00  90.00   76
 30  ω     35.00  67.00   0.50    0.46    --  106.49 -61.00  90.00   64
 31  ω    -26.00  28.00   0.50    0.11    --   47.20 -19.00 150.00  108
 32  ω    -52.00  12.00   0.50    0.11    --  -47.20  77.00 170.00  128
 33  ω    -18.00  13.00   0.50    0.11    --  -47.20  19.00  90.00   62
 34  ω    -48.00 -14.00   0.50    0.46    --  -86.25  45.00   0.00   68
 35  ω    -45.00 -14.00   0.50    0.46    --  -86.25  45.00 -60.00   62
 36  ω    -48.00 -15.00   0.50    0.46    --  -86.25  45.00 -30.00   66
 37  ω    -47.00 -20.00   0.50    0.46    --  -86.25  45.00  30.00   54
 38  ω    -82.00 -57.00   0.50    0.46    --  -86.25  77.00 170.00   50
 39  ω   -116.00 -24.00   0.50    0.11    --  -47.20 -77.00  44.00  184
 40  ω    -42.00 -17.00   0.50    0.46    --  -86.25  45.00-180.00   50
 41  ω   -149.00 -66.00   0.50    0.46    --  -86.25 -77.00  44.00  166
 42  ω   -111.00 -84.00   0.50    0.11    --  -47.20-125.00  30.00   54
;
_diffrn_measurement_method       'ω scans'

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

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0204P)²+11.0277P] 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         7727
_refine_ls_number_parameters     588
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0476
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1035
_refine_ls_wR_factor_gt          0.1020
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.133
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.52266(5) 0.82597(4) 0.29325(2) 0.04305(12) Uani 1 1 d . . . . .
I2 I 0.85142(5) 0.30194(4) 0.13967(2) 0.04273(12) Uani 1 1 d . . . . .
F1 F 0.2308(6) 0.7718(4) 0.4039(2) 0.0605(12) Uani 1 1 d . . . . .
F2 F 0.0288(6) 0.5949(4) 0.4524(2) 0.0639(12) Uani 1 1 d . . . . .
F3 F 0.0736(6) 0.4112(4) 0.4087(2) 0.0631(12) Uani 1 1 d . . . . .
F4 F 0.3266(5) 0.4031(3) 0.31828(18) 0.0510(10) Uani 1 1 d . . . . .
F5 F 0.7659(5) 0.5501(4) 0.33127(16) 0.0541(11) Uani 1 1 d . . . . .
F6 F 1.0191(4) 0.5288(4) 0.24458(17) 0.0511(10) Uani 1 1 d . . . . .
F7 F 0.6188(5) 0.5713(4) 0.10831(16) 0.0516(10) Uani 1 1 d . . . . .
F8 F 0.3662(5) 0.5933(4) 0.19473(18) 0.0535(11) Uani 1 1 d . . . . .
F9 F 1.0673(5) 0.7160(3) 0.12482(19) 0.0540(10) Uani 1 1 d . . . . .
F10 F 1.3201(5) 0.7110(4) 0.0336(2) 0.0619(12) Uani 1 1 d . . . . .
F11 F 1.3493(5) 0.5366(4) -0.01781(17) 0.0605(12) Uani 1 1 d . . . . .
F12 F 1.1375(5) 0.3628(4) 0.02578(19) 0.0563(11) Uani 1 1 d . . . . .
C1 C 0.3883(8) 0.6784(5) 0.3354(3) 0.0368(14) Uani 1 1 d . . . . .
C2 C 0.2567(9) 0.6808(6) 0.3821(3) 0.0435(15) Uani 1 1 d . . . . .
C3 C 0.1519(9) 0.5922(6) 0.4074(3) 0.0438(16) Uani 1 1 d . . . . .
C4 C 0.1770(9) 0.4987(6) 0.3852(3) 0.0439(15) Uani 1 1 d . . . . .
C5 C 0.3079(8) 0.4953(5) 0.3395(3) 0.0381(14) Uani 1 1 d . . . . .
C6 C 0.4163(8) 0.5821(6) 0.3142(3) 0.0360(14) Uani 1 1 d . . . . .
C7 C 0.5584(8) 0.5725(5) 0.2656(3) 0.0345(13) Uani 1 1 d . . . . .
C8 C 0.7267(8) 0.5558(6) 0.2764(3) 0.0376(14) Uani 1 1 d . . . . .
C9 C 0.8586(8) 0.5449(6) 0.2314(3) 0.0365(14) Uani 1 1 d . . . . .
C10 C 0.8280(7) 0.5497(5) 0.1736(3) 0.0323(13) Uani 1 1 d . . . . .
C11 C 0.6582(8) 0.5653(5) 0.1633(3) 0.0353(13) Uani 1 1 d . . . . .
C12 C 0.5285(7) 0.5773(5) 0.2080(3) 0.0362(14) Uani 1 1 d . . . . .
C13 C 0.9691(7) 0.5407(6) 0.1244(3) 0.0348(13) Uani 1 1 d . . . . .
C14 C 1.0813(8) 0.6269(6) 0.1015(3) 0.0395(14) Uani 1 1 d . . . . .
C15 C 1.2119(8) 0.6255(6) 0.0543(3) 0.0452(16) Uani 1 1 d . . . . .
C16 C 1.2266(8) 0.5370(7) 0.0290(3) 0.0431(16) Uani 1 1 d . . . . .
C17 C 1.1174(8) 0.4494(6) 0.0513(3) 0.0416(16) Uani 1 1 d . . . . .
C18 C 0.9900(8) 0.4483(5) 0.0998(3) 0.0353(13) Uani 1 1 d . . . . .
C37A C 0.8154(17) 0.9411(10) 0.0797(6) 0.099(4) Uani 0.874(6) 1 d . . P A 1
H37A H 0.775016 0.948665 0.121052 0.119 Uiso 0.874(6) 1 calc R U P A 1
H37B H 0.941001 0.926952 0.076101 0.119 Uiso 0.874(6) 1 calc R U P A 1
Cl1A Cl 0.7090(5) 0.8282(3) 0.06593(19) 0.1260(12) Uani 0.874(6) 1 d . . P A 1
Cl2A Cl 0.7758(7) 1.0609(3) 0.03014(17) 0.1210(17) Uani 0.874(6) 1 d . . P A 1
C37B C 0.8154(17) 0.9411(10) 0.0797(6) 0.099(4) Uani 0.126(6) 1 d . . P A 2
H37C H 0.897417 0.899990 0.105358 0.119 Uiso 0.126(6) 1 calc R U P A 2
H37D H 0.723512 0.964160 0.108417 0.119 Uiso 0.126(6) 1 calc R U P A 2
Cl1B Cl 0.7090(5) 0.8282(3) 0.06593(19) 0.1260(12) Uani 0.126(6) 1 d . . P A 2
Cl2B Cl 0.942(5) 1.081(2) 0.0500(12) 0.1210(17) Uani 0.126(6) 1 d . . P A 2
N1 N 0.0312(7) 0.1217(5) 0.2959(2) 0.0408(12) Uani 1 1 d . . . . .
N2 N 0.3080(6) 0.2354(5) 0.1538(2) 0.0392(12) Uani 1 1 d . . . . .
N3 N 0.1805(8) -0.0560(5) 0.1920(3) 0.0485(14) Uani 1 1 d . . . . .
C28 C 0.1767(8) 0.0417(6) 0.2055(3) 0.0394(14) Uani 1 1 d . . . . .
C29 C 0.1202(8) 0.1085(5) 0.2446(3) 0.0360(13) Uani 1 1 d . . . . .
C30 C 0.2258(7) 0.1506(6) 0.1916(3) 0.0363(14) Uani 1 1 d . . . . .
C31 C -0.0442(10) 0.0259(7) 0.3390(3) 0.0532(18) Uani 1 1 d . . . . .
H31A H -0.148299 0.003977 0.325904 0.080 Uiso 1 1 calc R U . . .
H31B H -0.074240 0.043790 0.378178 0.080 Uiso 1 1 calc R U . . .
H31C H 0.039052 -0.034689 0.341951 0.080 Uiso 1 1 calc R U . . .
C32 C -0.0063(10) 0.2287(6) 0.3069(3) 0.0489(17) Uani 1 1 d . . . . .
H32A H 0.068575 0.283059 0.277971 0.073 Uiso 1 1 calc R U . . .
H32B H 0.013813 0.229267 0.347540 0.073 Uiso 1 1 calc R U . . .
H32C H -0.127081 0.247042 0.302811 0.073 Uiso 1 1 calc R U . . .
C33 C 0.3470(9) 0.3300(6) 0.1760(3) 0.0448(16) Uani 1 1 d . . . . .
H33A H 0.406723 0.385604 0.143045 0.067 Uiso 1 1 calc R U . . .
H33B H 0.421011 0.307248 0.207235 0.067 Uiso 1 1 calc R U . . .
H33C H 0.239675 0.361038 0.192643 0.067 Uiso 1 1 calc R U . . .
C34 C 0.4062(9) 0.2178(7) 0.0980(3) 0.0491(17) Uani 1 1 d . . . . .
H34A H 0.335906 0.176173 0.079166 0.074 Uiso 1 1 calc R U . . .
H34B H 0.511405 0.176497 0.106654 0.074 Uiso 1 1 calc R U . . .
H34C H 0.436823 0.289008 0.070785 0.074 Uiso 1 1 calc R U . . .
C35 C 0.3012(10) -0.0759(7) 0.1421(4) 0.059(2) Uani 1 1 d . . . . .
H35A H 0.245451 -0.060133 0.105882 0.088 Uiso 1 1 calc R U . . .
H35B H 0.338200 -0.152889 0.150622 0.088 Uiso 1 1 calc R U . . .
H35C H 0.401764 -0.028032 0.135863 0.088 Uiso 1 1 calc R U . . .
C36 C 0.0726(10) -0.1451(6) 0.2292(4) 0.0549(19) Uani 1 1 d . . . . .
H36A H -0.045362 -0.118291 0.237177 0.082 Uiso 1 1 calc R U . . .
H36B H 0.117850 -0.172040 0.267153 0.082 Uiso 1 1 calc R U . . .
H36C H 0.072623 -0.205063 0.208474 0.082 Uiso 1 1 calc R U . . .
I3 I 0.67222(7) 0.06571(5) 0.21635(2) 0.0385(2) Uani 0.603(3) 1 d . . P B 1
Cl3 Cl 0.67222(7) 0.06571(5) 0.21635(2) 0.0385(2) Uani 0.397(3) 1 d . . P B 2
I4 I 0.43388(5) 0.11762(4) 0.36124(2) 0.04277(12) Uani 1 1 d . . . . .
F13 F 0.6384(5) 0.3063(3) 0.38588(18) 0.0496(10) Uani 1 1 d . . . . .
F14 F 0.6166(5) 0.4089(3) 0.4756(2) 0.0526(10) Uani 1 1 d . . . . .
F15 F 0.3630(5) 0.3560(3) 0.57037(17) 0.0486(9) Uani 1 1 d . . . . .
F16 F 0.1379(5) 0.1963(3) 0.57581(15) 0.0414(8) Uani 1 1 d . . . . .
F17 F -0.0890(4) 0.2159(3) 0.47684(16) 0.0377(8) Uani 1 1 d . . . . .
F18 F -0.3330(4) 0.0626(3) 0.49779(18) 0.0421(8) Uani 1 1 d . . . . .
C19 C 0.3937(7) 0.1953(5) 0.4330(3) 0.0310(12) Uani 1 1 d . . . . .
C20 C 0.5097(8) 0.2777(5) 0.4316(3) 0.0360(13) Uani 1 1 d . . . . .
C21 C 0.5012(8) 0.3315(5) 0.4777(3) 0.0371(14) Uani 1 1 d . . . . .
C22 C 0.3734(8) 0.3045(5) 0.5259(3) 0.0368(14) Uani 1 1 d . . . . .
C23 C 0.2592(8) 0.2225(5) 0.5272(3) 0.0327(13) Uani 1 1 d . . . . .
C24 C 0.2641(7) 0.1670(5) 0.4822(3) 0.0299(12) Uani 1 1 d . . . . .
C25 C 0.1308(7) 0.0814(5) 0.4887(3) 0.0299(12) Uani 1 1 d . . . . .
C26 C -0.0422(7) 0.1084(5) 0.4892(3) 0.0304(12) Uani 1 1 d . . . . .
C27 C -0.1682(7) 0.0302(5) 0.4996(3) 0.0309(12) 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
I1 C1 2.115(6) . ?
I2 C18 2.110(7) . ?
F1 C2 1.346(8) . ?
F2 C3 1.322(7) . ?
F3 C4 1.345(8) . ?
F4 C5 1.351(7) . ?
F5 C8 1.339(7) . ?
F6 C9 1.336(7) . ?
F7 C11 1.342(7) . ?
F8 C12 1.351(7) . ?
F9 C14 1.340(8) . ?
F10 C15 1.342(8) . ?
F11 C16 1.343(7) . ?
F12 C17 1.343(8) . ?
C1 C2 1.387(9) . ?
C1 C6 1.402(9) . ?
C2 C3 1.367(10) . ?
C3 C4 1.379(10) . ?
C4 C5 1.370(9) . ?
C5 C6 1.368(9) . ?
C6 C7 1.489(8) . ?
C7 C12 1.378(9) . ?
C7 C8 1.380(9) . ?
C8 C9 1.385(9) . ?
C9 C10 1.386(9) . ?
C10 C11 1.387(8) . ?
C10 C13 1.490(8) . ?
C11 C12 1.373(8) . ?
C13 C14 1.373(9) . ?
C13 C18 1.396(9) . ?
C14 C15 1.390(9) . ?
C15 C16 1.361(11) . ?
C16 C17 1.369(11) . ?
C17 C18 1.391(9) . ?
C37A Cl2A 1.716(12) . ?
C37A Cl1A 1.776(14) . ?
C37A H37A 0.9900 . ?
C37A H37B 0.9900 . ?
C37B Cl1B 1.776(14) . ?
C37B Cl2B 1.98(4) . ?
C37B H37C 0.9900 . ?
C37B H37D 0.9900 . ?
N1 C29 1.331(8) . ?
N1 C32 1.432(9) . ?
N1 C31 1.453(9) . ?
N2 C30 1.327(8) . ?
N2 C33 1.452(9) . ?
N2 C34 1.467(8) . ?
N3 C28 1.328(9) . ?
N3 C35 1.449(9) . ?
N3 C36 1.453(9) . ?
C28 C30 1.380(10) . ?
C28 C29 1.387(9) . ?
C29 C30 1.382(9) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
I4 C19 2.095(6) . ?
F13 C20 1.346(7) . ?
F14 C21 1.336(7) . ?
F15 C22 1.329(7) . ?
F16 C23 1.351(7) . ?
F17 C26 1.358(7) . ?
F18 C27 1.345(7) . ?
C19 C20 1.389(8) . ?
C19 C24 1.401(8) . ?
C20 C21 1.381(9) . ?
C21 C22 1.376(9) . ?
C22 C23 1.376(9) . ?
C23 C24 1.377(8) . ?
C24 C25 1.489(8) . ?
C25 C26 1.386(8) . ?
C25 C27 1.389(8) 2_556 ?
C26 C27 1.371(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.2(6) . . ?
C2 C1 I1 118.3(5) . . ?
C6 C1 I1 122.3(4) . . ?
F1 C2 C3 118.4(6) . . ?
F1 C2 C1 119.9(6) . . ?
C3 C2 C1 121.8(6) . . ?
F2 C3 C2 121.2(6) . . ?
F2 C3 C4 120.0(6) . . ?
C2 C3 C4 118.8(6) . . ?
F3 C4 C5 120.4(6) . . ?
F3 C4 C3 119.8(6) . . ?
C5 C4 C3 119.8(6) . . ?
F4 C5 C6 119.4(6) . . ?
F4 C5 C4 118.0(6) . . ?
C6 C5 C4 122.5(6) . . ?
C5 C6 C1 117.9(6) . . ?
C5 C6 C7 120.0(6) . . ?
C1 C6 C7 122.1(6) . . ?
C12 C7 C8 116.7(5) . . ?
C12 C7 C6 121.9(5) . . ?
C8 C7 C6 121.4(5) . . ?
F5 C8 C7 120.1(5) . . ?
F5 C8 C9 118.4(5) . . ?
C7 C8 C9 121.5(5) . . ?
F6 C9 C8 118.8(5) . . ?
F6 C9 C10 119.5(5) . . ?
C8 C9 C10 121.7(5) . . ?
C9 C10 C11 116.3(5) . . ?
C9 C10 C13 122.4(5) . . ?
C11 C10 C13 121.3(5) . . ?
F7 C11 C12 118.7(5) . . ?
F7 C11 C10 119.7(5) . . ?
C12 C11 C10 121.6(5) . . ?
F8 C12 C11 118.5(5) . . ?
F8 C12 C7 119.3(5) . . ?
C11 C12 C7 122.2(5) . . ?
C14 C13 C18 118.4(6) . . ?
C14 C13 C10 119.1(6) . . ?
C18 C13 C10 122.4(6) . . ?
F9 C14 C13 120.1(5) . . ?
F9 C14 C15 117.9(6) . . ?
C13 C14 C15 122.1(6) . . ?
F10 C15 C16 120.8(6) . . ?
F10 C15 C14 120.2(7) . . ?
C16 C15 C14 119.0(7) . . ?
F11 C16 C15 119.2(7) . . ?
F11 C16 C17 120.6(7) . . ?
C15 C16 C17 120.2(6) . . ?
F12 C17 C16 118.5(6) . . ?
F12 C17 C18 120.2(7) . . ?
C16 C17 C18 121.3(6) . . ?
C17 C18 C13 118.9(6) . . ?
C17 C18 I2 119.0(5) . . ?
C13 C18 I2 121.7(5) . . ?
Cl2A C37A Cl1A 111.1(7) . . ?
Cl2A C37A H37A 109.4 . . ?
Cl1A C37A H37A 109.4 . . ?
Cl2A C37A H37B 109.4 . . ?
Cl1A C37A H37B 109.4 . . ?
H37A C37A H37B 108.0 . . ?
Cl1B C37B Cl2B 150.3(12) . . ?
Cl1B C37B H37C 99.1 . . ?
Cl2B C37B H37C 99.1 . . ?
Cl1B C37B H37D 99.1 . . ?
Cl2B C37B H37D 99.1 . . ?
H37C C37B H37D 104.0 . . ?
C29 N1 C32 121.5(6) . . ?
C29 N1 C31 119.0(6) . . ?
C32 N1 C31 119.2(5) . . ?
C30 N2 C33 119.0(5) . . ?
C30 N2 C34 118.5(6) . . ?
C33 N2 C34 119.3(5) . . ?
C28 N3 C35 119.6(6) . . ?
C28 N3 C36 120.5(6) . . ?
C35 N3 C36 119.8(6) . . ?
N3 C28 C30 150.4(6) . . ?
N3 C28 C29 149.7(7) . . ?
C30 C28 C29 59.9(5) . . ?
N1 C29 C30 150.2(7) . . ?
N1 C29 C28 150.0(7) . . ?
C30 C29 C28 59.8(5) . . ?
N2 C30 C28 150.0(6) . . ?
N2 C30 C29 149.7(6) . . ?
C28 C30 C29 60.3(5) . . ?
N1 C31 H31A 109.5 . . ?
N1 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N1 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N1 C32 H32A 109.5 . . ?
N1 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
N1 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
N2 C33 H33A 109.5 . . ?
N2 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
N2 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N2 C34 H34A 109.5 . . ?
N2 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
N2 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N3 C35 H35A 109.5 . . ?
N3 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
N3 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N3 C36 H36A 109.5 . . ?
N3 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
N3 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C20 C19 C24 119.1(5) . . ?
C20 C19 I4 116.3(4) . . ?
C24 C19 I4 124.6(4) . . ?
F13 C20 C21 117.1(5) . . ?
F13 C20 C19 121.2(6) . . ?
C21 C20 C19 121.7(5) . . ?
F14 C21 C22 120.2(6) . . ?
F14 C21 C20 120.3(6) . . ?
C22 C21 C20 119.5(6) . . ?
F15 C22 C21 120.2(6) . . ?
F15 C22 C23 121.2(6) . . ?
C21 C22 C23 118.6(6) . . ?
F16 C23 C22 117.1(5) . . ?
F16 C23 C24 119.4(5) . . ?
C22 C23 C24 123.5(5) . . ?
C23 C24 C19 117.7(5) . . ?
C23 C24 C25 118.0(5) . . ?
C19 C24 C25 124.3(5) . . ?
C26 C25 C27 115.6(5) . 2_556 ?
C26 C25 C24 121.4(5) . . ?
C27 C25 C24 122.7(5) 2_556 . ?
F17 C26 C27 118.4(5) . . ?
F17 C26 C25 119.2(5) . . ?
C27 C26 C25 122.3(5) . . ?
F18 C27 C26 119.0(5) . . ?
F18 C27 C25 118.9(5) . 2_556 ?
C26 C27 C25 122.0(5) . 2_556 ?

_refine_diff_density_max         1.344
_refine_diff_density_min         -1.352
_refine_diff_density_rms         0.112



####################################################################### 
# 
# 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_syn-m-1
_database_code_depnum_ccdc_archive 'CCDC 2167342'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-31 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 F12 I2'
_chemical_formula_weight         697.98

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'
F F 0.0171 0.0103 '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'

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

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

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

_cell_length_a                   8.2040(4)
_cell_length_b                   10.2959(5)
_cell_length_c                   12.6309(6)
_cell_angle_alpha                77.925(4)
_cell_angle_beta                 86.254(4)
_cell_angle_gamma                68.455(5)
_cell_volume                     970.32(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    3405
_cell_measurement_theta_min      3
_cell_measurement_theta_max      25

_exptl_crystal_description       prism
_exptl_crystal_colour            'translucent colorless'
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.389
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.401
_exptl_crystal_size_mid          0.272
_exptl_crystal_size_min          0.174
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 10 23 0.0905
12 5 13 0.1254
0 10 -18 0.1518
-8 13 2 0.0958
0 -10 18 0.1238
8 -13 -2 0.0962
0 -10 -23 0.0837
8 19 4 0.0916
-8 -19 -4 0.1111
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0894 10.3028 22.7539 -0.9919 0.7715 0.5775
11.9771 5.3267 13.1376 0.3239 1.1422 0.3697
-0.0528 9.5513 -18.4408 -0.1447 -0.2550 -1.3656
-8.1076 12.8021 2.3833 -1.3008 -0.1498 -0.5307
0.0528 -9.5513 18.4408 0.1447 0.2550 1.3656
8.1076 -12.8021 -2.3833 1.3008 0.1498 0.5307
0.0894 -10.3028 -22.7539 0.9919 -0.7715 -0.5775
7.8809 18.9462 3.5130 -0.4970 0.9511 -0.7776
-7.8809 -18.9462 -3.5130 0.4970 -0.9511 0.7776
_exptl_absorpt_correction_T_min  0.70681
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_detector_area_resol_mean 8.4171
_diffrn_ambient_temperature      170(2)
_diffrn_reflns_number            12924
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.007
_diffrn_reflns_theta_max         24.985
_diffrn_reflns_theta_full        24.985
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3405
_reflns_number_gt                2955
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    
;
 shelXT  G. M. Sheldrick, Acta Crystallogr., Sect. A: Found. Crystallogr.,
 2008, 64, 112-122.
 shelXle C. B. Huebschle, G. M. Sheldrick and B. Dittrich J. Appl. Cryst.
  (2011). 44, 1281-1284
;
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    
;
 Diamond 4 - Crystal and Molecular Structure Visualization
  Crystal Impact - Dr. H. Putz & Dr. K. Brandenburg GbR, 
  Kreuzherrenstr. 102, 53227 Bonn, Germany
  http://www.crystalimpact.com/diamond
 Mercury CSD 2.0 - New Features for the Visualization 
 and Investigation of Crystal Structures
  C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe,
  E. Pidcock, 
  L. Rodriguez-Monge, R. Taylor, J. van de Streek and P. A. Wood, 
  J. Appl. Cryst., 41, 466-470, 2008
;
_computing_publication_material  
'WinGX L. J. Farrugia, J. Appl. Crystallogr., 1999, 32, 837-838.'
_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)+(0.0368P)²+1.5795P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffmap
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    undef
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3405
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0338
_refine_ls_wR_factor_ref         0.0838
_refine_ls_wR_factor_gt          0.0803
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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
I1 I -0.20537(5) 0.82579(4) 0.32763(4) 0.08270(16) Uani 1 1 d . . . . .
I2 I 0.22467(4) 0.87367(3) -0.01024(3) 0.06264(13) Uani 1 1 d . . . . .
F1 F -0.2705(4) 0.9358(3) 0.5456(3) 0.0912(11) Uani 1 1 d . . . . .
F2 F -0.0573(6) 0.9194(3) 0.7038(2) 0.0965(12) Uani 1 1 d . . . . .
F3 F 0.2934(5) 0.7763(4) 0.6942(3) 0.0966(12) Uani 1 1 d . . . . .
F4 F 0.4256(4) 0.6517(3) 0.5267(2) 0.0779(9) Uani 1 1 d . . . . .
F5 F 0.1055(4) 0.4742(3) 0.4138(2) 0.0650(7) Uani 1 1 d . . . . .
F6 F 0.2633(4) 0.3325(3) 0.2573(2) 0.0676(8) Uani 1 1 d . . . . .
F7 F 0.4758(4) 0.4287(3) 0.1174(2) 0.0606(7) Uani 1 1 d . . . . .
F8 F 0.3710(3) 0.8118(2) 0.2909(2) 0.0544(6) Uani 1 1 d . . . . .
F9 F 0.7943(3) 0.5016(3) 0.2262(2) 0.0666(7) Uani 1 1 d . . . . .
F10 F 1.0190(3) 0.5758(4) 0.0866(3) 0.0761(8) Uani 1 1 d . . . . .
F11 F 0.8996(4) 0.7825(3) -0.0911(2) 0.0719(8) Uani 1 1 d . . . . .
F12 F 0.5538(4) 0.9187(3) -0.1291(2) 0.0657(7) Uani 1 1 d . . . . .
C1 C -0.0328(6) 0.7998(4) 0.4501(3) 0.0492(10) Uani 1 1 d . . . . .
C2 C -0.0985(7) 0.8628(5) 0.5383(4) 0.0609(13) Uani 1 1 d . . . . .
C3 C 0.0089(8) 0.8560(5) 0.6205(4) 0.0650(14) Uani 1 1 d . . . . .
C4 C 0.1851(8) 0.7840(5) 0.6159(4) 0.0655(14) Uani 1 1 d . . . . .
C5 C 0.2543(7) 0.7194(5) 0.5294(4) 0.0553(11) Uani 1 1 d . . . . .
C6 C 0.1481(5) 0.7245(4) 0.4455(3) 0.0440(9) Uani 1 1 d . . . . .
C7 C 0.2312(5) 0.6495(4) 0.3557(3) 0.0405(9) Uani 1 1 d . . . . .
C8 C 0.2085(5) 0.5252(4) 0.3444(3) 0.0458(10) Uani 1 1 d . . . . .
C9 C 0.2898(6) 0.4516(4) 0.2655(3) 0.0452(9) Uani 1 1 d . . . . .
C10 C 0.3984(5) 0.5005(4) 0.1952(3) 0.0422(9) Uani 1 1 d . . . . .
C11 C 0.4282(5) 0.6229(4) 0.2012(3) 0.0381(8) Uani 1 1 d . . . . .
C12 C 0.3440(5) 0.6934(4) 0.2825(3) 0.0414(9) Uani 1 1 d . . . . .
C13 C 0.5491(5) 0.6722(4) 0.1235(3) 0.0389(8) Uani 1 1 d . . . . .
C14 C 0.7288(5) 0.6063(5) 0.1406(3) 0.0475(10) Uani 1 1 d . . . . .
C15 C 0.8458(5) 0.6438(5) 0.0691(4) 0.0518(11) Uani 1 1 d . . . . .
C16 C 0.7851(6) 0.7485(5) -0.0211(3) 0.0485(10) Uani 1 1 d . . . . .
C17 C 0.6075(6) 0.8168(4) -0.0396(3) 0.0447(9) Uani 1 1 d . . . . .
C18 C 0.4893(5) 0.7792(4) 0.0313(3) 0.0397(8) 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
I1 C1 2.075(5) . ?
I2 C18 2.078(4) . ?
F1 C2 1.340(6) . ?
F2 C3 1.335(5) . ?
F3 C4 1.343(6) . ?
F4 C5 1.321(6) . ?
F5 C8 1.340(5) . ?
F6 C9 1.347(5) . ?
F7 C10 1.339(4) . ?
F8 C12 1.343(4) . ?
F9 C14 1.335(5) . ?
F10 C15 1.343(5) . ?
F11 C16 1.338(5) . ?
F12 C17 1.342(5) . ?
C1 C2 1.386(6) . ?
C1 C6 1.404(6) . ?
C2 C3 1.379(8) . ?
C3 C4 1.364(8) . ?
C4 C5 1.380(6) . ?
C5 C6 1.396(6) . ?
C6 C7 1.493(5) . ?
C7 C12 1.392(6) . ?
C7 C8 1.394(6) . ?
C8 C9 1.368(6) . ?
C9 C10 1.369(6) . ?
C10 C11 1.386(5) . ?
C11 C12 1.382(5) . ?
C11 C13 1.496(5) . ?
C13 C14 1.388(6) . ?
C13 C18 1.397(5) . ?
C14 C15 1.378(6) . ?
C15 C16 1.369(6) . ?
C16 C17 1.377(6) . ?
C17 C18 1.383(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
C2 C1 C6 118.9(4) . . ?
C2 C1 I1 118.5(4) . . ?
C6 C1 I1 122.6(3) . . ?
F1 C2 C3 117.4(4) . . ?
F1 C2 C1 120.6(5) . . ?
C3 C2 C1 122.0(5) . . ?
F2 C3 C4 119.8(6) . . ?
F2 C3 C2 120.8(5) . . ?
C4 C3 C2 119.4(4) . . ?
F3 C4 C3 120.9(5) . . ?
F3 C4 C5 119.1(5) . . ?
C3 C4 C5 120.0(5) . . ?
F4 C5 C4 118.6(4) . . ?
F4 C5 C6 119.7(4) . . ?
C4 C5 C6 121.7(5) . . ?
C5 C6 C1 118.1(4) . . ?
C5 C6 C7 118.9(4) . . ?
C1 C6 C7 123.0(4) . . ?
C12 C7 C8 115.9(3) . . ?
C12 C7 C6 122.4(4) . . ?
C8 C7 C6 121.6(3) . . ?
F5 C8 C9 118.3(4) . . ?
F5 C8 C7 119.4(3) . . ?
C9 C8 C7 122.4(4) . . ?
F6 C9 C8 120.3(4) . . ?
F6 C9 C10 120.6(4) . . ?
C8 C9 C10 119.2(4) . . ?
F7 C10 C9 118.7(4) . . ?
F7 C10 C11 119.2(3) . . ?
C9 C10 C11 122.0(4) . . ?
C12 C11 C10 116.8(3) . . ?
C12 C11 C13 122.7(3) . . ?
C10 C11 C13 120.5(3) . . ?
F8 C12 C11 118.3(3) . . ?
F8 C12 C7 118.0(3) . . ?
C11 C12 C7 123.7(4) . . ?
C14 C13 C18 117.9(3) . . ?
C14 C13 C11 119.2(4) . . ?
C18 C13 C11 122.8(3) . . ?
F9 C14 C15 117.6(4) . . ?
F9 C14 C13 120.9(4) . . ?
C15 C14 C13 121.5(4) . . ?
F10 C15 C16 120.0(4) . . ?
F10 C15 C14 120.1(4) . . ?
C16 C15 C14 119.9(4) . . ?
F11 C16 C15 119.5(4) . . ?
F11 C16 C17 120.6(4) . . ?
C15 C16 C17 119.9(4) . . ?
F12 C17 C16 118.0(4) . . ?
F12 C17 C18 121.5(4) . . ?
C16 C17 C18 120.6(4) . . ?
C17 C18 C13 120.2(4) . . ?
C17 C18 I2 118.1(3) . . ?
C13 C18 I2 121.5(3) . . ?

_refine_diff_density_max         1.219
_refine_diff_density_min         -0.793
_refine_diff_density_rms         0.092



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Pentane/DCM see SI'
####################################################################### 
# 
# 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_syn-p-1
_database_code_depnum_ccdc_archive 'CCDC 2167349'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2022-08-27 deposited with the CCDC.	2022-09-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 F12 I2'
_chemical_formula_weight         697.98

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'
F F 0.0171 0.0103 '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'

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

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

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

_cell_length_a                   7.7774(4)
_cell_length_b                   10.5846(6)
_cell_length_c                   13.0896(5)
_cell_angle_alpha                106.273(4)
_cell_angle_beta                 98.342(4)
_cell_angle_gamma                110.384(5)
_cell_volume                     933.67(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    4251
_cell_measurement_theta_min      3.2
_cell_measurement_theta_max      27.5

_exptl_crystal_description       needle
_exptl_crystal_colour            'translucent colorless'
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.483
_exptl_crystal_F_000             644
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_absorpt_coefficient_mu    3.488
_exptl_absorpt_correction_T_min  0.66631
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire2, large Be window'
_diffrn_detector_area_resol_mean 8.4171
_diffrn_ambient_temperature      170(2)
_diffrn_reflns_number            16217
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.210
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4251
_reflns_number_gt                3498
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.24 (release 03-12-2012 CrysAlis171 .NET)
(compiled Dec  3 2012,18:21:49)
;
_computing_structure_solution    'ShelXT, shelXle'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'Diamond 4, Mercury'
_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)+(0.0256P)²+0.2000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   .
_refine_ls_hydrogen_treatment    undef
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4251
_refine_ls_number_parameters     289
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0377
_refine_ls_R_factor_gt           0.0263
_refine_ls_wR_factor_ref         0.0592
_refine_ls_wR_factor_gt          0.0545
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
I1 I 1.14930(3) 0.92541(2) 0.92068(2) 0.03622(8) Uani 1 1 d . . . . .
I2 I 0.43172(3) 0.65519(2) 0.95802(2) 0.03687(8) Uani 1 1 d . . . . .
F1 F 0.9212(3) 0.6135(2) 0.48327(14) 0.0372(5) Uani 1 1 d . . . . .
F2 F 1.2413(3) 0.7745(2) 0.44545(15) 0.0430(5) Uani 1 1 d . . . . .
F3 F 1.5203(2) 1.0003(2) 0.61468(16) 0.0370(5) Uani 1 1 d . . . . .
F4 F 1.4798(2) 1.0635(2) 0.82038(15) 0.0396(5) Uani 1 1 d . . . . .
F5 F 0.6853(2) 0.7937(2) 0.64389(18) 0.0400(5) Uani 1 1 d . . . . .
F6 F 0.3717(2) 0.62914(19) 0.68118(17) 0.0351(4) Uani 1 1 d . . . . .
F7 F 0.6818(2) 0.34896(19) 0.77175(16) 0.0326(4) Uani 1 1 d . . . . .
F8 F 0.9975(2) 0.5169(2) 0.73659(16) 0.0347(4) Uani 1 1 d . . . . .
F9 F 0.2891(3) 0.20084(18) 0.58922(15) 0.0352(4) Uani 1 1 d . . . . .
F10 F -0.0217(3) 0.02966(19) 0.62705(17) 0.0436(5) Uani 1 1 d . . . . .
F11 F -0.1241(3) 0.1262(2) 0.81424(18) 0.0469(5) Uani 1 1 d . . . . .
F12 F 0.0760(3) 0.3962(2) 0.95678(17) 0.0479(5) Uani 1 1 d . . . . .
C1 C 1.0300(4) 0.7539(3) 0.6730(2) 0.0217(6) Uani 1 1 d . . . . .
C2 C 1.0565(4) 0.7256(3) 0.5686(2) 0.0247(6) Uani 1 1 d . . . . .
C3 C 1.2194(4) 0.8062(3) 0.5478(2) 0.0260(6) Uani 1 1 d . . . . .
C4 C 1.3620(4) 0.9210(3) 0.6338(3) 0.0268(7) Uani 1 1 d . . . . .
C5 C 1.3381(4) 0.9514(3) 0.7387(3) 0.0258(6) Uani 1 1 d . . . . .
C6 C 1.1740(4) 0.8701(3) 0.7598(2) 0.0229(6) Uani 1 1 d . . . . .
C7 C 0.8512(4) 0.6603(3) 0.6902(2) 0.0215(6) Uani 1 1 d . . . . .
C8 C 0.6872(4) 0.6848(3) 0.6762(3) 0.0247(6) Uani 1 1 d . . . . .
C9 C 0.5244(4) 0.5984(3) 0.6948(3) 0.0250(6) Uani 1 1 d . . . . .
C10 C 0.5180(4) 0.4853(3) 0.7287(2) 0.0210(6) Uani 1 1 d . . . . .
C11 C 0.6811(4) 0.4587(3) 0.7405(2) 0.0223(6) Uani 1 1 d . . . . .
C12 C 0.8432(4) 0.5455(3) 0.7219(2) 0.0220(6) Uani 1 1 d . . . . .
C13 C 0.3460(4) 0.3946(3) 0.7532(2) 0.0206(6) Uani 1 1 d . . . . .
C14 C 0.2397(4) 0.2535(3) 0.6814(2) 0.0250(6) Uani 1 1 d . . . . .
C15 C 0.0813(4) 0.1637(3) 0.7004(3) 0.0291(7) Uani 1 1 d . . . . .
C16 C 0.0274(4) 0.2135(3) 0.7947(3) 0.0310(7) Uani 1 1 d . . . . .
C17 C 0.1306(4) 0.3523(4) 0.8662(3) 0.0290(7) Uani 1 1 d . . . . .
C18 C 0.2878(4) 0.4443(3) 0.8465(2) 0.0226(6) 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
I1 C6 2.079(3) . ?
I2 C18 2.080(3) . ?
F1 C2 1.345(3) . ?
F2 C3 1.338(3) . ?
F3 C4 1.331(3) . ?
F4 C5 1.342(3) . ?
F5 C8 1.339(3) . ?
F6 C9 1.338(3) . ?
F7 C11 1.337(3) . ?
F8 C12 1.337(3) . ?
F9 C14 1.349(3) . ?
F10 C15 1.341(3) . ?
F11 C16 1.330(3) . ?
F12 C17 1.333(3) . ?
C1 C2 1.377(4) . ?
C1 C6 1.395(4) . ?
C1 C7 1.491(4) . ?
C2 C3 1.372(4) . ?
C3 C4 1.380(4) . ?
C4 C5 1.376(4) . ?
C5 C6 1.384(4) . ?
C7 C12 1.374(4) . ?
C7 C8 1.385(4) . ?
C8 C9 1.380(4) . ?
C9 C10 1.377(4) . ?
C10 C11 1.388(4) . ?
C10 C13 1.489(4) . ?
C11 C12 1.378(4) . ?
C13 C14 1.388(4) . ?
C13 C18 1.392(4) . ?
C14 C15 1.374(4) . ?
C15 C16 1.383(5) . ?
C16 C17 1.367(5) . ?
C17 C18 1.382(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 118.2(3) . . ?
C2 C1 C7 119.6(3) . . ?
C6 C1 C7 122.2(3) . . ?
F1 C2 C3 118.0(3) . . ?
F1 C2 C1 119.6(3) . . ?
C3 C2 C1 122.4(3) . . ?
F2 C3 C2 120.7(3) . . ?
F2 C3 C4 119.8(3) . . ?
C2 C3 C4 119.4(3) . . ?
F3 C4 C5 120.8(3) . . ?
F3 C4 C3 120.0(3) . . ?
C5 C4 C3 119.1(3) . . ?
F4 C5 C4 117.6(3) . . ?
F4 C5 C6 121.0(3) . . ?
C4 C5 C6 121.5(3) . . ?
C5 C6 C1 119.4(3) . . ?
C5 C6 I1 118.8(2) . . ?
C1 C6 I1 121.8(2) . . ?
C12 C7 C8 117.0(3) . . ?
C12 C7 C1 120.9(2) . . ?
C8 C7 C1 122.1(3) . . ?
F5 C8 C9 119.1(2) . . ?
F5 C8 C7 119.8(3) . . ?
C9 C8 C7 121.1(3) . . ?
F6 C9 C10 120.1(2) . . ?
F6 C9 C8 118.1(3) . . ?
C10 C9 C8 121.8(3) . . ?
C9 C10 C11 117.1(3) . . ?
C9 C10 C13 122.4(2) . . ?
C11 C10 C13 120.4(2) . . ?
F7 C11 C12 119.6(2) . . ?
F7 C11 C10 119.6(2) . . ?
C12 C11 C10 120.8(3) . . ?
F8 C12 C7 119.5(2) . . ?
F8 C12 C11 118.3(3) . . ?
C7 C12 C11 122.2(3) . . ?
C14 C13 C18 118.0(3) . . ?
C14 C13 C10 119.1(3) . . ?
C18 C13 C10 122.9(2) . . ?
F9 C14 C15 117.9(3) . . ?
F9 C14 C13 120.3(3) . . ?
C15 C14 C13 121.8(3) . . ?
F10 C15 C14 120.0(3) . . ?
F10 C15 C16 120.4(3) . . ?
C14 C15 C16 119.6(3) . . ?
F11 C16 C17 120.9(3) . . ?
F11 C16 C15 119.7(3) . . ?
C17 C16 C15 119.3(3) . . ?
F12 C17 C16 117.8(3) . . ?
F12 C17 C18 120.8(3) . . ?
C16 C17 C18 121.5(3) . . ?
C17 C18 C13 119.8(3) . . ?
C17 C18 I2 118.7(2) . . ?
C13 C18 I2 121.5(2) . . ?

_refine_diff_density_max         0.628
_refine_diff_density_min         -0.382
_refine_diff_density_rms         0.101



