# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_DB-TDACl
_database_code_depnum_ccdc_archive 'CCDC 2296703'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2023-09-22 deposited with the CCDC.	2023-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H4 F20 I6 O, 2(C9 H18 N3), 2(Cl)'
_chemical_formula_sum            'C56 H40 Cl2 F20 I6 N6 O'
_chemical_formula_weight         2025.24

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

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

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

_cell_length_a                   13.4108(7)
_cell_length_b                   19.3917(8)
_cell_length_c                   13.6515(7)
_cell_angle_alpha                90
_cell_angle_beta                 112.993(7)
_cell_angle_gamma                90
_cell_volume                     3268.1(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    9886
_cell_measurement_theta_min      2.9
_cell_measurement_theta_max      26.5

_exptl_crystal_description       'cut plate'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.058
_exptl_crystal_F_000             1916
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.446
_exptl_crystal_size_mid          0.355
_exptl_crystal_size_min          0.065
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 19 -22 0.1620
-12 31 5 0.0897
12 -31 -5 0.0768
12 31 -5 0.0774
-12 -31 5 0.1027
0 3 0 0.0308
0 -3 0 0.0332
-2 -5 3 0.0761
0 -1 1 0.2124
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
-0.2944 18.8909 -21.9343 -0.6746 -0.4283 -1.1777
-12.2182 30.7536 5.0832 0.7620 -0.5567 -0.8893
12.2182 -30.7536 -5.0832 -0.7620 0.5567 0.8893
11.7588 31.1653 -5.0549 -0.0210 -1.2818 -0.2060
-11.7588 -31.1653 5.0549 0.0210 1.2818 0.2060
-0.0294 3.2584 0.0037 0.0392 -0.0966 -0.0578
0.0134 -3.3236 0.0033 -0.0394 0.0990 0.0585
-1.9480 -4.8099 3.4706 0.1160 0.1865 0.1284
0.0102 -0.7563 1.3963 0.0484 0.0142 0.0668
_exptl_absorpt_coefficient_mu    3.034
_exptl_absorpt_correction_T_min  0.439
_exptl_absorpt_correction_T_max  0.843
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
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 0.969
_oxdiff_exptl_absorpt_empirical_full_max 1.158
_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            27643
_diffrn_reflns_av_unetI/netI     0.0447
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.923
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.729
_diffrn_reflns_point_group_measured_fraction_full 0.738
_reflns_number_total             9886
_reflns_number_gt                8679
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.458
_reflns_Friedel_fraction_max     0.459
_reflns_Friedel_fraction_full    0.476
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0154578000
_diffrn_orient_matrix_UB_12      0.0118347000
_diffrn_orient_matrix_UB_13      0.0411538000
_diffrn_orient_matrix_UB_21      -0.0321863000
_diffrn_orient_matrix_UB_22      -0.0299283000
_diffrn_orient_matrix_UB_23      -0.0058170000
_diffrn_orient_matrix_UB_31      0.0449162000
_diffrn_orient_matrix_UB_32      -0.0173728000
_diffrn_orient_matrix_UB_33      0.0381288000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -129.50  68.50   1.00   10.00    --  -30.00   1.00  10.00  198
  2  ω      5.50 108.50   1.00   10.00    --   40.00-139.00  60.00  103
  3  ω   -140.50 -34.50   1.00   10.00    --  -40.00-179.00  20.00  106
  4  ω    -88.50  16.50   1.00   10.00    --  -30.00  21.00   0.00  105
;
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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-2019/2 (Sheldrick, 2019)'
_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)+(0.0339P)²+3.5813P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.57(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         9886
_refine_ls_number_parameters     787
_refine_ls_number_restraints     17
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.0845
_refine_ls_wR_factor_gt          0.0795
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.071
_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 0.58621(6) 0.42854(4) -0.12360(6) 0.04606(19) Uani 1 1 d . . . . .
C1 C 0.4754(9) 0.3800(5) -0.0739(9) 0.041(2) Uani 1 1 d . . . . .
Cl1 Cl 0.7425(3) 0.50468(18) -0.1966(3) 0.0607(8) Uani 1 1 d . . . . .
O1 O 0.4948(9) 0.8239(5) 0.4569(7) 0.074(3) Uani 1 1 d . . . . .
N1 N 0.5536(9) 0.3743(5) 0.4284(8) 0.056(3) Uani 1 1 d . . . . .
F1 F 0.4764(6) 1.1910(4) 1.1956(6) 0.064(2) Uani 1 1 d . . . . .
C2 C 0.4367(11) 0.3165(6) -0.1108(10) 0.051(3) Uani 1 1 d . . . . .
Cl2 Cl 0.7342(3) 1.05301(16) 0.6872(2) 0.0554(8) Uani 1 1 d . . . . .
I2 I 0.30527(6) 0.42134(4) 0.13865(6) 0.04621(19) Uani 1 1 d . . . . .
N2 N 0.3933(9) 0.4425(5) 0.5680(8) 0.052(2) Uani 1 1 d . . . . .
F2 F 0.6101(7) 1.2730(3) 1.1470(6) 0.071(2) Uani 1 1 d . . . . .
C3 C 0.3651(10) 0.2815(5) -0.0820(12) 0.055(3) Uani 1 1 d . . . . .
N3 N 0.2962(10) 0.2937(6) 0.3875(9) 0.067(3) Uani 1 1 d . . . . .
I3 I 0.38331(7) 0.62351(4) 0.28386(6) 0.0546(2) Uani 1 1 d . . . . .
F3 F 0.6849(6) 1.2354(3) 1.0008(6) 0.0560(17) Uani 1 1 d . . . . .
I4 I 0.59367(6) 0.91804(4) 0.68354(6) 0.0497(2) Uani 1 1 d . . . . .
C4 C 0.3279(10) 0.3128(5) -0.0110(11) 0.052(3) Uani 1 1 d . . . . .
I5 I 0.65159(5) 1.10289(3) 0.85666(5) 0.03975(16) Uani 1 1 d . . . . .
C5 C 0.3646(8) 0.3768(5) 0.0306(9) 0.040(3) Uani 1 1 d . . . . .
C6 C 0.4747(8) 0.4818(5) 0.0431(8) 0.033(2) Uani 1 1 d . . . . .
I6 I 0.37471(6) 1.04543(4) 1.11321(6) 0.0495(2) Uani 1 1 d . . . . .
C7 C 0.4212(8) 0.5396(5) -0.0092(8) 0.034(2) Uani 1 1 d . . . . .
F8 F 0.3388(6) 0.7745(3) 0.8289(6) 0.0637(19) Uani 1 1 d . . . . .
C8 C 0.4433(8) 0.6033(5) 0.0367(7) 0.033(2) Uani 1 1 d . . . . .
C5T C 0.1855(13) 0.3063(8) 0.3795(11) 0.0772(17) Uani 1 1 d . . . . .
H5TA H 0.146893 0.334771 0.316656 0.116 Uiso 1 1 calc R U . . .
H5TB H 0.187910 0.330456 0.443431 0.116 Uiso 1 1 calc R U . . .
H5TC H 0.147695 0.262253 0.372918 0.116 Uiso 1 1 calc R U . . .
C4T C 0.3077(13) 0.2469(8) 0.3120(11) 0.0772(17) Uani 1 1 d . . . . .
H02I H 0.264283 0.205475 0.307956 0.116 Uiso 1 1 calc R U . . .
H02J H 0.384009 0.233934 0.334266 0.116 Uiso 1 1 calc R U . . .
H02K H 0.282569 0.269003 0.241996 0.116 Uiso 1 1 calc R U . . .
C3T C 0.4666(9) 0.3734(5) 0.4487(8) 0.041(3) Uani 1 1 d . . . . .
C38 C 0.4800(9) 1.1076(5) 1.0712(8) 0.038(2) Uani 1 1 d . . . . .
C37 C 0.5114(10) 1.1706(6) 1.1203(8) 0.043(3) Uani 1 1 d . . . . .
C36 C 0.5820(10) 1.2120(5) 1.0977(10) 0.050(3) Uani 1 1 d . . . . .
C35 C 0.6190(9) 1.1911(5) 1.0226(9) 0.040(2) Uani 1 1 d . . . . .
C34 C 0.5893(8) 1.1302(5) 0.9699(8) 0.032(2) Uani 1 1 d . . . . .
C33 C 0.5177(8) 1.0865(5) 0.9944(8) 0.031(2) Uani 1 1 d . . . . .
C32 C 0.5534(9) 0.9614(5) 0.9805(7) 0.039(3) Uani 1 1 d . . . . .
C31 C 0.4902(8) 1.0189(4) 0.9410(7) 0.026(2) Uani 1 1 d . . . . .
C30 C 0.4029(9) 1.0101(5) 0.8458(8) 0.037(2) Uani 1 1 d . . . . .
C2T C 0.4050(9) 0.3985(6) 0.4989(9) 0.045(3) Uani 1 1 d . . . . .
F9 F 0.3282(7) 0.6630(3) 0.7066(7) 0.079(2) Uani 1 1 d . . . . .
C9 C 0.5216(8) 0.6125(4) 0.1386(8) 0.029(2) Uani 1 1 d . . . . .
C10 C 0.5809(8) 0.5563(5) 0.1902(8) 0.032(2) Uani 1 1 d . . . . .
F10 F 0.4213(8) 0.6649(4) 0.5668(7) 0.090(3) Uani 1 1 d . . . . .
F11 F 0.5591(8) 0.8793(4) 0.3045(6) 0.082(3) Uani 1 1 d . . . . .
C11 C 0.5572(8) 0.4918(5) 0.1417(8) 0.037(2) Uani 1 1 d . . . . .
F12 F 0.6721(7) 0.8430(4) 0.1920(6) 0.080(3) Uani 1 1 d . . . . .
F13 F 0.6562(6) 0.7142(3) 0.1136(6) 0.0627(19) Uani 1 1 d . . . . .
C13 C 0.5996(10) 0.7308(6) 0.1718(9) 0.046(3) Uani 1 1 d . . . . .
F14 F 0.6571(7) 0.5624(3) 0.2859(6) 0.067(2) Uani 1 1 d . . . . .
C14 C 0.6101(12) 0.7974(6) 0.2109(9) 0.056(3) Uani 1 1 d . . . . .
F15 F 0.6147(6) 0.4372(3) 0.1942(6) 0.066(2) Uani 1 1 d . . . . .
C15 C 0.5498(12) 0.8136(6) 0.2707(10) 0.058(3) Uani 1 1 d . . . . .
C16 C 0.4877(10) 0.7675(6) 0.2961(8) 0.049(3) Uani 1 1 d . . . . .
F16 F 0.3849(6) 0.6578(3) -0.0154(5) 0.0597(19) Uani 1 1 d . . . . .
F17 F 0.3430(6) 0.5335(3) -0.1057(5) 0.0532(18) Uani 1 1 d . . . . .
C17 C 0.4796(9) 0.7005(5) 0.2542(8) 0.041(2) Uani 1 1 d . . . . .
C018 C 0.4373(9) 0.4112(4) -0.0013(9) 0.035(2) Uani 1 1 d . . . . .
F18 F 0.4711(7) 0.2836(4) -0.1794(7) 0.076(2) Uani 1 1 d . . . . .
C18 C 0.5364(9) 0.6816(5) 0.1915(8) 0.035(2) Uani 1 1 d . . . . .
C19 C 0.4232(12) 0.7943(8) 0.3591(10) 0.068(4) Uani 1 1 d . . . . .
H02A H 0.370425 0.829392 0.316647 0.081 Uiso 1 1 calc R U . . .
H02B H 0.382450 0.755799 0.373717 0.081 Uiso 1 1 calc R U . . .
F19 F 0.3286(7) 0.2189(3) -0.1189(7) 0.078(2) Uani 1 1 d . . . . .
C29 C 0.3873(10) 0.9491(5) 0.7903(8) 0.040(3) Uani 1 1 d . . . . .
C28 C 0.4543(8) 0.8948(5) 0.8255(8) 0.031(2) Uani 1 1 d . . . . .
C27 C 0.5365(10) 0.9016(5) 0.9240(9) 0.046(3) Uani 1 1 d . . . . .
C26 C 0.4976(8) 0.8323(5) 0.6858(8) 0.039(2) Uani 1 1 d . . . . .
C25 C 0.4469(8) 0.8325(5) 0.7559(8) 0.035(2) Uani 1 1 d . . . . .
C24 C 0.3884(10) 0.7749(6) 0.7624(9) 0.047(3) Uani 1 1 d . . . . .
C23 C 0.3821(10) 0.7182(6) 0.6981(11) 0.057(3) Uani 1 1 d . . . . .
C22 C 0.4314(12) 0.7210(7) 0.6275(11) 0.065(4) Uani 1 1 d . . . . .
C21 C 0.4913(9) 0.7761(6) 0.6179(8) 0.046(3) Uani 1 1 d . . . . .
C20 C 0.5429(12) 0.7760(7) 0.5395(10) 0.068(4) Uani 1 1 d . . . . .
H01A H 0.620790 0.787075 0.576470 0.081 Uiso 1 1 calc R U . . .
H01B H 0.537197 0.729247 0.508568 0.081 Uiso 1 1 calc R U . . .
F20 F 0.2574(6) 0.2778(3) 0.0178(7) 0.072(2) Uani 1 1 d . . . . .
C6T C 0.2975(14) 0.4385(8) 0.5935(12) 0.0772(17) Uani 1 1 d . . . . .
H02C H 0.235772 0.459464 0.535827 0.116 Uiso 1 1 calc R U . . .
H02D H 0.311037 0.463344 0.659994 0.116 Uiso 1 1 calc R U . . .
H02E H 0.281287 0.390112 0.601700 0.116 Uiso 1 1 calc R U . . .
C7T C 0.4528(13) 0.5075(8) 0.5882(11) 0.0772(17) Uani 1 1 d . . . . .
H02F H 0.411136 0.541741 0.535182 0.116 Uiso 1 1 calc R U . . .
H02G H 0.523100 0.500311 0.583355 0.116 Uiso 1 1 calc R U . . .
H02H H 0.464221 0.524170 0.659546 0.116 Uiso 1 1 calc R U . . .
C9T C 0.5674(14) 0.3302(8) 0.3517(11) 0.0772(17) Uani 1 1 d . . . . .
H01C H 0.524316 0.347492 0.280092 0.116 Uiso 1 1 calc R U . . .
H01D H 0.543369 0.283553 0.359490 0.116 Uiso 1 1 calc R U . . .
H01E H 0.644069 0.329069 0.362510 0.116 Uiso 1 1 calc R U . . .
C1T C 0.3712(10) 0.3428(5) 0.4339(8) 0.045(3) Uani 1 1 d . . . . .
C8T C 0.6302(14) 0.4293(8) 0.4733(12) 0.0772(17) Uani 1 1 d . . . . .
H01F H 0.615812 0.466738 0.421347 0.116 Uiso 1 1 calc R U . . .
H01G H 0.703904 0.411898 0.491589 0.116 Uiso 1 1 calc R U . . .
H01H H 0.623022 0.446726 0.537655 0.116 Uiso 1 1 calc R U . . .
C3A C 0.5285(18) 1.1732(12) 0.5428(15) 0.035(2) Uani 0.562(6) 1 d D . P A 1
C2A C 0.5041(18) 1.1134(10) 0.4873(15) 0.035(2) Uani 0.562(6) 1 d D . P A 1
N1A N 0.6796(16) 1.1555(9) 0.4726(15) 0.057(2) Uani 0.562(6) 1 d D . P A 1
C1A C 0.5938(17) 1.1481(11) 0.4954(15) 0.035(2) Uani 0.562(6) 1 d D . P A 1
N2A N 0.4415(16) 1.0564(9) 0.4512(15) 0.057(2) Uani 0.562(6) 1 d D . P A 1
N3A N 0.5014(16) 1.2216(9) 0.5952(14) 0.057(2) Uani 0.562(6) 1 d D . P A 1
C4A C 0.766(2) 1.1983(12) 0.541(2) 0.060(2) Uani 0.562(6) 1 d . . P A 1
H4AA H 0.820016 1.169642 0.594515 0.090 Uiso 0.562(6) 1 calc R U P A 1
H4AB H 0.736563 1.232057 0.576144 0.090 Uiso 0.562(6) 1 calc R U P A 1
H4AC H 0.799243 1.222491 0.498488 0.090 Uiso 0.562(6) 1 calc R U P A 1
C5A C 0.710(2) 1.1056(13) 0.414(2) 0.060(2) Uani 0.562(6) 1 d . . P A 1
H5AA H 0.707096 1.126125 0.346838 0.090 Uiso 0.562(6) 1 calc R U P A 1
H5AB H 0.660277 1.066279 0.397595 0.090 Uiso 0.562(6) 1 calc R U P A 1
H5AC H 0.784039 1.089751 0.455301 0.090 Uiso 0.562(6) 1 calc R U P A 1
C6A C 0.476(2) 0.9993(11) 0.405(2) 0.060(2) Uani 0.562(6) 1 d . . P A 1
H6AA H 0.501074 1.016394 0.351150 0.090 Uiso 0.562(6) 1 calc R U P A 1
H6AB H 0.415106 0.967609 0.371977 0.090 Uiso 0.562(6) 1 calc R U P A 1
H6AC H 0.535228 0.975015 0.460865 0.090 Uiso 0.562(6) 1 calc R U P A 1
C7A C 0.347(2) 1.0438(13) 0.473(2) 0.060(2) Uani 0.562(6) 1 d . . P A 1
H7AA H 0.315983 1.087866 0.481797 0.090 Uiso 0.562(6) 1 calc R U P A 1
H7AB H 0.367435 1.016777 0.538692 0.090 Uiso 0.562(6) 1 calc R U P A 1
H7AC H 0.294092 1.018134 0.413907 0.090 Uiso 0.562(6) 1 calc R U P A 1
C8A C 0.406(2) 1.2094(12) 0.623(2) 0.060(2) Uani 0.562(6) 1 d . . P A 1
H8AA H 0.376611 1.253708 0.633279 0.090 Uiso 0.562(6) 1 calc R U P A 1
H8AD H 0.429121 1.182625 0.689375 0.090 Uiso 0.562(6) 1 calc R U P A 1
H8AE H 0.351005 1.183701 0.565859 0.090 Uiso 0.562(6) 1 calc R U P A 1
C9A C 0.583(3) 1.269(2) 0.661(4) 0.060(2) Uani 0.562(6) 1 d . . P A 1
H9AA H 0.639054 1.274658 0.632573 0.090 Uiso 0.562(6) 1 calc R U P A 1
H9AB H 0.615185 1.251519 0.733849 0.090 Uiso 0.562(6) 1 calc R U P A 1
H9AC H 0.549105 1.314186 0.661088 0.090 Uiso 0.562(6) 1 calc R U P A 1
F5A F 0.3067(18) 0.9402(9) 0.6933(17) 0.0679(18) Uani 0.65(5) 1 d . . P B 1
F4A F 0.3342(19) 1.0625(10) 0.7958(16) 0.0679(18) Uani 0.65(5) 1 d . . P B 1
F8A F 0.6487(18) 0.9657(8) 1.0694(14) 0.0679(18) Uani 0.65(5) 1 d . . P B 1
F7A F 0.618(2) 0.8494(7) 0.9588(14) 0.0679(18) Uani 0.65(5) 1 d . . P B 1
C1B C 0.554(2) 1.1156(14) 0.470(2) 0.035(2) Uani 0.438(6) 1 d D . P A 2
C2B C 0.481(2) 1.1338(13) 0.5203(19) 0.035(2) Uani 0.438(6) 1 d D . P A 2
C3B C 0.568(2) 1.1755(15) 0.529(2) 0.035(2) Uani 0.438(6) 1 d D . P A 2
N1B N 0.581(2) 1.0778(11) 0.4075(19) 0.057(2) Uani 0.438(6) 1 d D . P A 2
N2B N 0.398(2) 1.1158(12) 0.5430(19) 0.057(2) Uani 0.438(6) 1 d D . P A 2
N3B N 0.624(2) 1.2325(12) 0.5742(19) 0.057(2) Uani 0.438(6) 1 d D . P A 2
C4B C 0.670(3) 1.0862(17) 0.389(3) 0.060(2) Uani 0.438(6) 1 d . . P A 2
H4BA H 0.731639 1.063981 0.445154 0.072 Uiso 0.438(6) 1 calc R U P A 2
H4BB H 0.685298 1.135502 0.386573 0.072 Uiso 0.438(6) 1 calc R U P A 2
H4BC H 0.660096 1.065173 0.319959 0.072 Uiso 0.438(6) 1 calc R U P A 2
C5B C 0.555(3) 1.0070(15) 0.400(3) 0.060(2) Uani 0.438(6) 1 d . . P A 2
H5BA H 0.479237 1.001262 0.388621 0.090 Uiso 0.438(6) 1 calc R U P A 2
H5BB H 0.601472 0.983506 0.465311 0.090 Uiso 0.438(6) 1 calc R U P A 2
H5BC H 0.567636 0.986894 0.339266 0.090 Uiso 0.438(6) 1 calc R U P A 2
C6B C 0.338(3) 1.0617(17) 0.505(3) 0.060(2) Uani 0.438(6) 1 d . . P A 2
H6BA H 0.269931 1.075650 0.447817 0.072 Uiso 0.438(6) 1 calc R U P A 2
H6BB H 0.322946 1.038849 0.561494 0.072 Uiso 0.438(6) 1 calc R U P A 2
H6BC H 0.376750 1.029734 0.476277 0.072 Uiso 0.438(6) 1 calc R U P A 2
C7B C 0.371(3) 1.1576(15) 0.612(3) 0.060(2) Uani 0.438(6) 1 d . . P A 2
H7BA H 0.390676 1.205471 0.604748 0.072 Uiso 0.438(6) 1 calc R U P A 2
H7BB H 0.411581 1.142229 0.685671 0.072 Uiso 0.438(6) 1 calc R U P A 2
H7BC H 0.293479 1.154502 0.595277 0.072 Uiso 0.438(6) 1 calc R U P A 2
C8B C 0.607(4) 1.272(3) 0.659(5) 0.060(2) Uani 0.438(6) 1 d . . P A 2
H8BA H 0.615732 1.320999 0.649245 0.090 Uiso 0.438(6) 1 calc R U P A 2
H8BB H 0.659741 1.256899 0.728325 0.090 Uiso 0.438(6) 1 calc R U P A 2
H8BC H 0.533404 1.262938 0.655032 0.090 Uiso 0.438(6) 1 calc R U P A 2
C9B C 0.730(2) 1.2387(16) 0.569(3) 0.060(2) Uani 0.438(6) 1 d . . P A 2
H9BA H 0.726278 1.221513 0.500259 0.090 Uiso 0.438(6) 1 calc R U P A 2
H9BB H 0.782878 1.211604 0.626497 0.090 Uiso 0.438(6) 1 calc R U P A 2
H9BC H 0.752100 1.287266 0.577051 0.090 Uiso 0.438(6) 1 calc R U P A 2
F4B F 0.345(4) 1.0656(18) 0.818(3) 0.0679(18) Uani 0.35(5) 1 d . . P B 2
F6B F 0.618(3) 0.9695(15) 1.080(3) 0.0679(18) Uani 0.35(5) 1 d . . P B 2
F5B F 0.301(3) 0.9539(17) 0.695(3) 0.0679(18) Uani 0.35(5) 1 d . . P B 2
F7B F 0.579(4) 0.8460(13) 0.972(2) 0.0679(18) Uani 0.35(5) 1 d . . P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C1 2.083(11) . ?
C1 C2 1.356(15) . ?
C1 C018 1.415(16) . ?
O1 C20 1.407(16) . ?
O1 C19 1.426(15) . ?
N1 C3T 1.301(15) . ?
N1 C9T 1.419(17) . ?
N1 C8T 1.441(17) . ?
F1 C37 1.345(12) . ?
C2 F18 1.353(13) . ?
C2 C3 1.354(18) . ?
I2 C5 2.114(11) . ?
N2 C2T 1.326(15) . ?
N2 C6T 1.458(19) . ?
N2 C7T 1.460(17) . ?
F2 C36 1.341(12) . ?
C3 F19 1.332(12) . ?
C3 C4 1.391(18) . ?
N3 C1T 1.349(14) . ?
N3 C4T 1.425(18) . ?
N3 C5T 1.47(2) . ?
I3 C17 2.114(11) . ?
F3 C35 1.348(12) . ?
I4 C26 2.111(11) . ?
C4 F20 1.342(13) . ?
C4 C5 1.374(15) . ?
I5 C34 2.091(9) . ?
C5 C018 1.385(15) . ?
C6 C7 1.370(13) . ?
C6 C11 1.381(14) . ?
C6 C018 1.502(13) . ?
I6 C38 2.100(11) . ?
C7 F17 1.331(11) . ?
C7 C8 1.366(13) . ?
F8 C24 1.319(13) . ?
C8 F16 1.341(11) . ?
C8 C9 1.388(14) . ?
C5T H5TA 0.9800 . ?
C5T H5TB 0.9800 . ?
C5T H5TC 0.9800 . ?
C4T H02I 0.9800 . ?
C4T H02J 0.9800 . ?
C4T H02K 0.9800 . ?
C3T C1T 1.352(15) . ?
C3T C2T 1.353(17) . ?
C38 C37 1.377(14) . ?
C38 C33 1.391(14) . ?
C37 C36 1.367(16) . ?
C36 C35 1.363(16) . ?
C35 C34 1.359(14) . ?
C34 C33 1.416(14) . ?
C33 C31 1.475(13) . ?
C32 F6B 1.31(3) . ?
C32 C27 1.361(14) . ?
C32 C31 1.377(13) . ?
C32 F8A 1.379(19) . ?
C31 C30 1.379(14) . ?
C30 F4B 1.29(4) . ?
C30 F4A 1.36(2) . ?
C30 C29 1.376(13) . ?
C2T C1T 1.359(16) . ?
F9 C23 1.321(14) . ?
C9 C10 1.370(13) . ?
C9 C18 1.500(13) . ?
C10 F14 1.312(12) . ?
C10 C11 1.393(14) . ?
F10 C22 1.341(13) . ?
F11 C15 1.345(13) . ?
C11 F15 1.340(11) . ?
F12 C14 1.308(14) . ?
F13 C13 1.334(13) . ?
C13 C18 1.371(14) . ?
C13 C14 1.384(16) . ?
C14 C15 1.390(19) . ?
C15 C16 1.355(18) . ?
C16 C17 1.407(15) . ?
C16 C19 1.529(17) . ?
C17 C18 1.397(14) . ?
C19 H02A 0.9900 . ?
C19 H02B 0.9900 . ?
C29 C28 1.346(14) . ?
C29 F5A 1.35(2) . ?
C29 F5B 1.37(4) . ?
C28 C27 1.372(15) . ?
C28 C25 1.515(14) . ?
C27 F7B 1.27(3) . ?
C27 F7A 1.42(2) . ?
C26 C25 1.374(15) . ?
C26 C21 1.411(14) . ?
C25 C24 1.389(15) . ?
C24 C23 1.389(16) . ?
C23 C22 1.366(19) . ?
C22 C21 1.374(19) . ?
C21 C20 1.485(17) . ?
C20 H01A 0.9900 . ?
C20 H01B 0.9900 . ?
C6T H02C 0.9800 . ?
C6T H02D 0.9800 . ?
C6T H02E 0.9800 . ?
C7T H02F 0.9800 . ?
C7T H02G 0.9800 . ?
C7T H02H 0.9800 . ?
C9T H01C 0.9800 . ?
C9T H01D 0.9800 . ?
C9T H01E 0.9800 . ?
C8T H01F 0.9800 . ?
C8T H01G 0.9800 . ?
C8T H01H 0.9800 . ?
C3A N3A 1.31(3) . ?
C3A C2A 1.35(3) . ?
C3A C1A 1.37(3) . ?
C2A C1A 1.35(3) . ?
C2A N2A 1.36(3) . ?
N1A C1A 1.31(3) . ?
N1A C5A 1.42(3) . ?
N1A C4A 1.43(3) . ?
N2A C7A 1.43(3) . ?
N2A C6A 1.44(3) . ?
N3A C9A 1.44(4) . ?
N3A C8A 1.49(3) . ?
C4A H4AA 0.9800 . ?
C4A H4AB 0.9800 . ?
C4A H4AC 0.9800 . ?
C5A H5AA 0.9800 . ?
C5A H5AB 0.9800 . ?
C5A H5AC 0.9800 . ?
C6A H6AA 0.9800 . ?
C6A H6AB 0.9800 . ?
C6A H6AC 0.9800 . ?
C7A H7AA 0.9800 . ?
C7A H7AB 0.9800 . ?
C7A H7AC 0.9800 . ?
C8A H8AA 0.9800 . ?
C8A H8AD 0.9800 . ?
C8A H8AE 0.9800 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C1B N1B 1.29(3) . ?
C1B C3B 1.38(3) . ?
C1B C2B 1.44(3) . ?
C2B N2B 1.32(3) . ?
C2B C3B 1.38(4) . ?
C3B N3B 1.35(3) . ?
N1B C4B 1.33(4) . ?
N1B C5B 1.41(3) . ?
N2B C6B 1.30(4) . ?
N2B C7B 1.39(4) . ?
N3B C9B 1.45(4) . ?
N3B C8B 1.47(6) . ?
C4B H4BA 0.9800 . ?
C4B H4BB 0.9800 . ?
C4B H4BC 0.9800 . ?
C5B H5BA 0.9800 . ?
C5B H5BB 0.9800 . ?
C5B H5BC 0.9800 . ?
C6B H6BA 0.9800 . ?
C6B H6BB 0.9800 . ?
C6B H6BC 0.9800 . ?
C7B H7BA 0.9800 . ?
C7B H7BB 0.9800 . ?
C7B H7BC 0.9800 . ?
C8B H8BA 0.9800 . ?
C8B H8BB 0.9800 . ?
C8B H8BC 0.9800 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C018 117.3(10) . . ?
C2 C1 I1 120.5(9) . . ?
C018 C1 I1 122.2(7) . . ?
C20 O1 C19 114.5(11) . . ?
C3T N1 C9T 122.3(11) . . ?
C3T N1 C8T 118.0(11) . . ?
C9T N1 C8T 119.0(12) . . ?
F18 C2 C3 115.9(10) . . ?
F18 C2 C1 120.0(11) . . ?
C3 C2 C1 124.1(11) . . ?
C2T N2 C6T 119.7(11) . . ?
C2T N2 C7T 118.8(11) . . ?
C6T N2 C7T 117.9(11) . . ?
F19 C3 C2 123.0(12) . . ?
F19 C3 C4 118.9(11) . . ?
C2 C3 C4 118.1(10) . . ?
C1T N3 C4T 121.2(12) . . ?
C1T N3 C5T 117.6(12) . . ?
C4T N3 C5T 116.4(12) . . ?
F20 C4 C5 121.0(11) . . ?
F20 C4 C3 118.0(10) . . ?
C5 C4 C3 121.0(11) . . ?
C4 C5 C018 119.1(10) . . ?
C4 C5 I2 119.1(8) . . ?
C018 C5 I2 121.8(8) . . ?
C7 C6 C11 116.8(9) . . ?
C7 C6 C018 120.6(9) . . ?
C11 C6 C018 122.3(9) . . ?
F17 C7 C8 118.7(8) . . ?
F17 C7 C6 119.6(8) . . ?
C8 C7 C6 121.7(9) . . ?
F16 C8 C7 119.5(9) . . ?
F16 C8 C9 119.2(8) . . ?
C7 C8 C9 121.2(9) . . ?
N3 C5T H5TA 109.5 . . ?
N3 C5T H5TB 109.5 . . ?
H5TA C5T H5TB 109.5 . . ?
N3 C5T H5TC 109.5 . . ?
H5TA C5T H5TC 109.5 . . ?
H5TB C5T H5TC 109.5 . . ?
N3 C4T H02I 109.5 . . ?
N3 C4T H02J 109.5 . . ?
H02I C4T H02J 109.5 . . ?
N3 C4T H02K 109.5 . . ?
H02I C4T H02K 109.5 . . ?
H02J C4T H02K 109.5 . . ?
N1 C3T C1T 148.2(11) . . ?
N1 C3T C2T 151.5(11) . . ?
C1T C3T C2T 60.3(8) . . ?
C37 C38 C33 119.7(10) . . ?
C37 C38 I6 119.1(7) . . ?
C33 C38 I6 121.2(7) . . ?
F1 C37 C36 118.6(10) . . ?
F1 C37 C38 120.1(10) . . ?
C36 C37 C38 121.2(10) . . ?
F2 C36 C35 121.8(11) . . ?
F2 C36 C37 119.3(11) . . ?
C35 C36 C37 118.9(9) . . ?
F3 C35 C34 121.2(10) . . ?
F3 C35 C36 116.1(9) . . ?
C34 C35 C36 122.7(10) . . ?
C35 C34 C33 118.6(9) . . ?
C35 C34 I5 119.6(7) . . ?
C33 C34 I5 121.8(7) . . ?
C38 C33 C34 118.9(9) . . ?
C38 C33 C31 122.6(9) . . ?
C34 C33 C31 118.5(8) . . ?
F6B C32 C27 126.1(15) . . ?
F6B C32 C31 111.5(15) . . ?
C27 C32 C31 121.8(9) . . ?
C27 C32 F8A 116.3(11) . . ?
C31 C32 F8A 120.7(10) . . ?
C32 C31 C30 115.7(8) . . ?
C32 C31 C33 122.0(9) . . ?
C30 C31 C33 122.2(8) . . ?
F4B C30 C29 127.7(17) . . ?
F4A C30 C29 116.0(11) . . ?
F4B C30 C31 111.1(16) . . ?
F4A C30 C31 122.5(11) . . ?
C29 C30 C31 121.1(9) . . ?
N2 C2T C3T 149.0(11) . . ?
N2 C2T C1T 150.9(12) . . ?
C3T C2T C1T 59.8(9) . . ?
C10 C9 C8 118.3(8) . . ?
C10 C9 C18 121.4(9) . . ?
C8 C9 C18 120.2(8) . . ?
F14 C10 C9 120.7(9) . . ?
F14 C10 C11 119.9(9) . . ?
C9 C10 C11 119.3(9) . . ?
F15 C11 C6 119.0(9) . . ?
F15 C11 C10 118.5(9) . . ?
C6 C11 C10 122.4(9) . . ?
F13 C13 C18 119.3(9) . . ?
F13 C13 C14 117.3(10) . . ?
C18 C13 C14 123.4(11) . . ?
F12 C14 C13 122.1(12) . . ?
F12 C14 C15 121.6(11) . . ?
C13 C14 C15 116.3(11) . . ?
F11 C15 C16 121.3(12) . . ?
F11 C15 C14 114.8(12) . . ?
C16 C15 C14 123.9(11) . . ?
C15 C16 C17 117.5(11) . . ?
C15 C16 C19 117.4(11) . . ?
C17 C16 C19 124.8(12) . . ?
C18 C17 C16 121.1(10) . . ?
C18 C17 I3 116.9(7) . . ?
C16 C17 I3 122.0(8) . . ?
C5 C018 C1 120.4(9) . . ?
C5 C018 C6 118.4(10) . . ?
C1 C018 C6 121.2(9) . . ?
C13 C18 C17 117.7(9) . . ?
C13 C18 C9 120.2(9) . . ?
C17 C18 C9 121.9(9) . . ?
O1 C19 C16 110.0(11) . . ?
O1 C19 H02A 109.7 . . ?
C16 C19 H02A 109.7 . . ?
O1 C19 H02B 109.7 . . ?
C16 C19 H02B 109.7 . . ?
H02A C19 H02B 108.2 . . ?
C28 C29 F5A 114.7(11) . . ?
C28 C29 F5B 126.4(15) . . ?
C28 C29 C30 122.6(10) . . ?
F5A C29 C30 122.6(11) . . ?
F5B C29 C30 110.9(15) . . ?
C29 C28 C27 116.3(9) . . ?
C29 C28 C25 121.8(9) . . ?
C27 C28 C25 121.5(9) . . ?
F7B C27 C32 119.2(15) . . ?
F7B C27 C28 116.7(15) . . ?
C32 C27 C28 122.0(9) . . ?
C32 C27 F7A 118.7(11) . . ?
C28 C27 F7A 118.3(10) . . ?
C25 C26 C21 122.8(11) . . ?
C25 C26 I4 118.5(7) . . ?
C21 C26 I4 118.7(9) . . ?
C26 C25 C24 119.1(10) . . ?
C26 C25 C28 120.8(9) . . ?
C24 C25 C28 120.1(9) . . ?
F8 C24 C23 120.6(11) . . ?
F8 C24 C25 119.8(10) . . ?
C23 C24 C25 119.6(11) . . ?
F9 C23 C22 121.7(11) . . ?
F9 C23 C24 119.1(13) . . ?
C22 C23 C24 119.2(12) . . ?
F10 C22 C23 116.4(13) . . ?
F10 C22 C21 119.5(14) . . ?
C23 C22 C21 124.1(11) . . ?
C22 C21 C26 115.2(11) . . ?
C22 C21 C20 121.5(11) . . ?
C26 C21 C20 123.3(12) . . ?
O1 C20 C21 112.3(10) . . ?
O1 C20 H01A 109.1 . . ?
C21 C20 H01A 109.1 . . ?
O1 C20 H01B 109.1 . . ?
C21 C20 H01B 109.1 . . ?
H01A C20 H01B 107.9 . . ?
N2 C6T H02C 109.5 . . ?
N2 C6T H02D 109.5 . . ?
H02C C6T H02D 109.5 . . ?
N2 C6T H02E 109.5 . . ?
H02C C6T H02E 109.5 . . ?
H02D C6T H02E 109.5 . . ?
N2 C7T H02F 109.5 . . ?
N2 C7T H02G 109.5 . . ?
H02F C7T H02G 109.5 . . ?
N2 C7T H02H 109.5 . . ?
H02F C7T H02H 109.5 . . ?
H02G C7T H02H 109.5 . . ?
N1 C9T H01C 109.5 . . ?
N1 C9T H01D 109.5 . . ?
H01C C9T H01D 109.5 . . ?
N1 C9T H01E 109.5 . . ?
H01C C9T H01E 109.5 . . ?
H01D C9T H01E 109.5 . . ?
N3 C1T C3T 150.2(12) . . ?
N3 C1T C2T 149.9(13) . . ?
C3T C1T C2T 59.9(8) . . ?
N1 C8T H01F 109.5 . . ?
N1 C8T H01G 109.5 . . ?
H01F C8T H01G 109.5 . . ?
N1 C8T H01H 109.5 . . ?
H01F C8T H01H 109.5 . . ?
H01G C8T H01H 109.5 . . ?
N3A C3A C2A 149(3) . . ?
N3A C3A C1A 151(3) . . ?
C2A C3A C1A 59.3(14) . . ?
C1A C2A C3A 60.8(14) . . ?
C1A C2A N2A 147(2) . . ?
C3A C2A N2A 152(3) . . ?
C1A N1A C5A 122(2) . . ?
C1A N1A C4A 117.9(19) . . ?
C5A N1A C4A 115(2) . . ?
N1A C1A C2A 151(2) . . ?
N1A C1A C3A 149(2) . . ?
C2A C1A C3A 59.9(14) . . ?
C2A N2A C7A 122(2) . . ?
C2A N2A C6A 122(2) . . ?
C7A N2A C6A 115.0(19) . . ?
C3A N3A C9A 120(2) . . ?
C3A N3A C8A 118.3(19) . . ?
C9A N3A C8A 117(2) . . ?
N1A C4A H4AA 109.5 . . ?
N1A C4A H4AB 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
N1A C4A H4AC 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 109.5 . . ?
N1A C5A H5AA 109.5 . . ?
N1A C5A H5AB 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
N1A C5A H5AC 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
N2A C6A H6AA 109.5 . . ?
N2A C6A H6AB 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
N2A C6A H6AC 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
N2A C7A H7AA 109.5 . . ?
N2A C7A H7AB 109.5 . . ?
H7AA C7A H7AB 109.5 . . ?
N2A C7A H7AC 109.5 . . ?
H7AA C7A H7AC 109.5 . . ?
H7AB C7A H7AC 109.5 . . ?
N3A C8A H8AA 109.5 . . ?
N3A C8A H8AD 109.5 . . ?
H8AA C8A H8AD 109.5 . . ?
N3A C8A H8AE 109.5 . . ?
H8AA C8A H8AE 109.5 . . ?
H8AD C8A H8AE 109.5 . . ?
N3A C9A H9AA 109.5 . . ?
N3A C9A H9AB 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
N3A C9A H9AC 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
N1B C1B C3B 149(3) . . ?
N1B C1B C2B 152(3) . . ?
C3B C1B C2B 58.8(17) . . ?
N2B C2B C3B 154(3) . . ?
N2B C2B C1B 147(3) . . ?
C3B C2B C1B 58.5(17) . . ?
N3B C3B C1B 152(3) . . ?
N3B C3B C2B 145(3) . . ?
C1B C3B C2B 62.8(18) . . ?
C1B N1B C4B 125(3) . . ?
C1B N1B C5B 119(3) . . ?
C4B N1B C5B 109(3) . . ?
C6B N2B C2B 124(3) . . ?
C6B N2B C7B 118(3) . . ?
C2B N2B C7B 118(2) . . ?
C3B N3B C9B 115(2) . . ?
C3B N3B C8B 123(3) . . ?
C9B N3B C8B 117(3) . . ?
N1B C4B H4BA 109.5 . . ?
N1B C4B H4BB 109.5 . . ?
H4BA C4B H4BB 109.5 . . ?
N1B C4B H4BC 109.5 . . ?
H4BA C4B H4BC 109.5 . . ?
H4BB C4B H4BC 109.5 . . ?
N1B C5B H5BA 109.5 . . ?
N1B C5B H5BB 109.5 . . ?
H5BA C5B H5BB 109.5 . . ?
N1B C5B H5BC 109.5 . . ?
H5BA C5B H5BC 109.5 . . ?
H5BB C5B H5BC 109.5 . . ?
N2B C6B H6BA 109.5 . . ?
N2B C6B H6BB 109.5 . . ?
H6BA C6B H6BB 109.5 . . ?
N2B C6B H6BC 109.5 . . ?
H6BA C6B H6BC 109.5 . . ?
H6BB C6B H6BC 109.5 . . ?
N2B C7B H7BA 109.5 . . ?
N2B C7B H7BB 109.5 . . ?
H7BA C7B H7BB 109.5 . . ?
N2B C7B H7BC 109.5 . . ?
H7BA C7B H7BC 109.5 . . ?
H7BB C7B H7BC 109.5 . . ?
N3B C8B H8BA 109.5 . . ?
N3B C8B H8BB 109.5 . . ?
H8BA C8B H8BB 109.5 . . ?
N3B C8B H8BC 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
N3B C9B H9BA 109.5 . . ?
N3B C9B H9BB 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
N3B C9B H9BC 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?

_refine_diff_density_max         1.018
_refine_diff_density_min         -0.772
_refine_diff_density_rms         0.109

####################################################################### 
# 
# 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_DB-F41C2meas
_database_code_depnum_ccdc_archive 'CCDC 2296704'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2023-09-22 deposited with the CCDC.	2023-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H4 F20 I6 O'
_chemical_formula_weight         1617.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   12.2390(7)
_cell_length_b                   13.0222(7)
_cell_length_c                   15.7212(8)
_cell_angle_alpha                66.648(5)
_cell_angle_beta                 68.207(5)
_cell_angle_gamma                73.564(5)
_cell_volume                     2108.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    170(2)
_cell_measurement_reflns_used    8268
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      26.0

_exptl_crystal_description       'cut prism'
_exptl_crystal_colour            'clear clourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.548
_exptl_crystal_F_000             1476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.327
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.151
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 12 31 0.0780
18 3 23 0.1210
-11 18 4 0.0755
11 -18 -4 0.0823
0 -12 -31 0.0841
-18 -3 8 0.1297
11 21 13 0.1076
-11 -21 -13 0.0967
1 -2 2 0.0821
-2 -1 -4 0.1013
-1 2 2 0.0532
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
-0.0008 11.9995 31.0015 1.1976 0.9293 0.1055
18.0004 2.9996 23.0008 1.2046 -0.4738 -0.2325
-11.0016 18.0001 4.0008 -0.2183 1.2953 -0.3863
11.0016 -18.0001 -4.0008 0.2183 -1.2953 0.3863
0.0008 -11.9995 -31.0015 -1.1976 -0.9293 -0.1055
-18.0003 -3.0002 8.0002 0.1610 0.9691 0.8890
10.9988 21.0000 13.0012 0.4215 0.3868 -1.0446
-10.9988 -21.0000 -13.0012 -0.4215 -0.3868 1.0446
0.6864 -1.7144 1.8111 0.1127 -0.0693 0.0949
-1.6575 -1.0427 -4.0983 -0.1874 -0.0157 0.0147
-0.6316 1.7370 2.0478 0.0577 0.1289 -0.0160
_exptl_absorpt_coefficient_mu    4.541
_exptl_absorpt_correction_T_min  0.397
_exptl_absorpt_correction_T_max  0.630
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
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 0.809
_oxdiff_exptl_absorpt_empirical_full_max 1.234
_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            32425
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.656
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             8268
_reflns_number_gt                6315
_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      0.0129660000
_diffrn_orient_matrix_UB_12      -0.0139919000
_diffrn_orient_matrix_UB_13      0.0440476000
_diffrn_orient_matrix_UB_21      -0.0527631000
_diffrn_orient_matrix_UB_22      0.0361602000
_diffrn_orient_matrix_UB_23      0.0159780000
_diffrn_orient_matrix_UB_31      -0.0323239000
_diffrn_orient_matrix_UB_32      -0.0459226000
_diffrn_orient_matrix_UB_33      0.0211776000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -129.50  68.50   1.00   30.00    --  -30.00   1.00 290.00  198
  2  ω    -79.00 117.00   1.00   30.00    --   20.00  11.00 280.00  196
  3  φ    300.00 330.00   1.00   30.00   0.00 -40.00-109.00    --    30
  4  ω    -24.50  34.50   1.00   30.00    --   20.00  91.00  90.00   59
  5  ω     32.00 138.00   1.00   30.00    --   40.00-179.00 340.00  106
  6  ω    -16.50 111.50   1.00   30.00    --   20.00  51.00   0.00  128
  7  φ    130.00 160.00   1.00   30.00   0.00 -40.00   1.00    --    30
  8  ω     11.00  41.00   1.00   30.00    --  -20.00-129.00 190.00   30
  9  ω    -78.00  61.00   1.00   30.00    --   20.00 -79.00 320.00  139
 10  ω     56.00 109.00   1.00   30.00    --   10.00 151.00  20.00   53
;
_diffrn_measurement_method       'ω and φ 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 1.171.41.123a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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-2019/2 (Sheldrick, 2019)'
_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)+(0.0380P)²+5.7120P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   diffma
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8268
_refine_ls_number_parameters     586
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0381
_refine_ls_wR_factor_ref         0.0950
_refine_ls_wR_factor_gt          0.0854
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_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
O1 O 0.0645(3) 0.3148(3) 0.3097(3) 0.0371(9) Uani 1 1 d . . . . .
C1A C 0.4363(5) -0.0923(5) 0.8862(4) 0.0372(13) Uani 1 1 d . . . . .
I1A I 0.54392(4) -0.17736(4) 0.78903(3) 0.05618(14) Uani 1 1 d . . . . .
F1A F 0.5621(4) -0.1905(3) 0.9873(3) 0.0650(11) Uani 1 1 d . . . . .
C1B C 0.6421(5) 0.5144(5) -0.3707(4) 0.0383(14) Uani 1 1 d . . . . .
I1B I 0.72021(4) 0.60895(4) -0.33551(3) 0.05078(13) Uani 1 1 d . . . . .
F1B F 0.8157(3) 0.5067(4) -0.5023(3) 0.0606(11) Uani 1 1 d . . . . .
C2A C 0.4642(6) -0.1185(5) 0.9704(5) 0.0454(15) Uani 1 1 d . . . . .
I2A I 0.11125(4) 0.15538(4) 0.92498(4) 0.05781(14) Uani 1 1 d . . . . .
F2A F 0.4163(5) -0.1020(4) 1.1246(3) 0.0824(15) Uani 1 1 d . . . . .
C3A C 0.3893(7) -0.0732(6) 1.0417(5) 0.0545(19) Uani 1 1 d . . . . .
I3A I 0.01801(5) 0.23355(4) 0.57440(4) 0.06117(15) Uani 1 1 d . . . . .
F3A F 0.2219(5) 0.0489(4) 1.0958(3) 0.0794(14) Uani 1 1 d . . . . .
C2B C 0.7077(5) 0.4787(5) -0.4488(4) 0.0400(14) Uani 1 1 d . . . . .
I2B I 0.32591(4) 0.35341(4) -0.26119(4) 0.05423(13) Uani 1 1 d . . . . .
F2B F 0.7302(3) 0.3762(3) -0.5504(3) 0.0560(10) Uani 1 1 d . . . . .
C4A C 0.2905(7) 0.0035(6) 1.0273(5) 0.0515(17) Uani 1 1 d . . . . .
F4A F 0.4566(3) 0.1015(3) 0.6756(2) 0.0461(9) Uani 1 1 d . . . . .
C3B C 0.6654(6) 0.4129(5) -0.4752(4) 0.0414(14) Uani 1 1 d . . . . .
I3B I 0.13476(4) 0.35315(4) 0.06136(4) 0.05398(13) Uani 1 1 d . . . . .
F3B F 0.5140(3) 0.3205(3) -0.4523(3) 0.0524(9) Uani 1 1 d . . . . .
C5A C 0.2620(6) 0.0347(5) 0.9419(4) 0.0426(15) Uani 1 1 d . . . . .
F5A F 0.3935(4) 0.1221(4) 0.5230(3) 0.0599(11) Uani 1 1 d . . . . .
C4B C 0.5544(6) 0.3824(5) -0.4236(4) 0.0388(14) Uani 1 1 d . . . . .
F4B F 0.3297(3) 0.6593(3) -0.3123(2) 0.0538(10) Uani 1 1 d . . . . .
C6A C 0.3333(5) -0.0155(5) 0.8716(4) 0.0348(13) Uani 1 1 d . . . . .
F6A F 0.0739(3) -0.0746(3) 0.7337(3) 0.0575(10) Uani 1 1 d . . . . .
C5B C 0.4860(5) 0.4153(5) -0.3430(4) 0.0378(13) Uani 1 1 d . . . . .
F5B F 0.1809(3) 0.6942(3) -0.1491(2) 0.0491(9) Uani 1 1 d . . . . .
C7A C 0.2977(5) 0.0048(5) 0.7845(4) 0.0345(13) Uani 1 1 d . . . . .
F7A F 0.1354(3) -0.0934(3) 0.8849(2) 0.0497(9) Uani 1 1 d . . . . .
C6B C 0.5295(5) 0.4835(4) -0.3163(4) 0.0315(12) Uani 1 1 d . . . . .
F6B F 0.4283(3) 0.4148(3) 0.0271(2) 0.0518(9) Uani 1 1 d . . . . .
C8A C 0.3599(5) 0.0597(5) 0.6910(4) 0.0378(14) Uani 1 1 d . . . . .
F8A F 0.3408(4) -0.1285(3) 0.5259(3) 0.0620(11) Uani 1 1 d . . . . .
C7B C 0.4556(5) 0.5160(5) -0.2285(4) 0.0341(13) Uani 1 1 d . . . . .
F7B F 0.5758(3) 0.3762(3) -0.1366(3) 0.0547(10) Uani 1 1 d . . . . .
C9A C 0.3283(6) 0.0694(5) 0.6120(4) 0.0400(14) Uani 1 1 d . . . . .
F9A F 0.2972(4) -0.1190(4) 0.3668(3) 0.0640(11) Uani 1 1 d . . . . .
C8B C 0.3564(5) 0.5984(5) -0.2290(4) 0.0346(13) Uani 1 1 d . . . . .
F8B F 0.2819(3) 0.7323(3) 0.0045(3) 0.0487(9) Uani 1 1 d . . . . .
C10A C 0.2300(5) 0.0258(5) 0.6234(4) 0.0381(14) Uani 1 1 d . . . . .
F10A F 0.1420(4) 0.0513(4) 0.2918(3) 0.0577(10) Uani 1 1 d . . . . .
C9B C 0.2793(5) 0.6160(5) -0.1449(4) 0.0325(12) Uani 1 1 d . . . . .
F9B F 0.1393(4) 0.7538(3) 0.1757(3) 0.0637(11) Uani 1 1 d . . . . .
C11A C 0.1690(5) -0.0289(5) 0.7175(4) 0.0371(13) Uani 1 1 d . . . . .
C10B C 0.2991(5) 0.5537(4) -0.0558(4) 0.0311(12) Uani 1 1 d . . . . .
F10B F -0.0035(4) 0.6010(3) 0.2984(3) 0.0626(11) Uani 1 1 d . . . . .
C12A C 0.1996(5) -0.0385(5) 0.7959(4) 0.0373(13) Uani 1 1 d . . . . .
C11B C 0.4032(5) 0.4761(5) -0.0576(4) 0.0372(13) Uani 1 1 d . . . . .
C13A C 0.1993(5) 0.0344(5) 0.5380(4) 0.0364(13) Uani 1 1 d . . . . .
C12B C 0.4791(5) 0.4565(5) -0.1407(4) 0.0375(13) Uani 1 1 d . . . . .
C14A C 0.2603(5) -0.0445(5) 0.4911(4) 0.0407(14) Uani 1 1 d . . . . .
C13B C 0.2118(5) 0.5657(4) 0.0376(4) 0.0321(12) Uani 1 1 d . . . . .
C15A C 0.2386(6) -0.0404(5) 0.4102(5) 0.0442(15) Uani 1 1 d . . . . .
C14B C 0.2101(5) 0.6552(5) 0.0639(4) 0.0364(13) Uani 1 1 d . . . . .
C16A C 0.1567(5) 0.0474(5) 0.3731(4) 0.0406(14) Uani 1 1 d . . . . .
C15B C 0.1369(6) 0.6675(5) 0.1506(4) 0.0402(14) Uani 1 1 d . . . . .
C17A C 0.0919(5) 0.1275(5) 0.4163(4) 0.0346(13) Uani 1 1 d . . . . .
C16B C 0.0646(6) 0.5879(5) 0.2134(4) 0.0441(15) Uani 1 1 d . . . . .
C18A C 0.1144(5) 0.1190(5) 0.5003(4) 0.0373(13) Uani 1 1 d . . . . .
C17B C 0.0626(5) 0.4963(5) 0.1912(4) 0.0370(13) Uani 1 1 d . . . . .
C19A C 0.0046(5) 0.2213(5) 0.3707(4) 0.0412(14) Uani 1 1 d . . . . .
H19A H -0.024355 0.195563 0.332626 0.049 Uiso 1 1 calc R U . . .
H19B H -0.064777 0.242914 0.421647 0.049 Uiso 1 1 calc R U . . .
C19B C -0.0122(5) 0.4084(5) 0.2649(4) 0.0419(14) Uani 1 1 d . . . . .
H19C H -0.074245 0.439772 0.314116 0.050 Uiso 1 1 calc R U . . .
H19D H -0.052000 0.384042 0.233216 0.050 Uiso 1 1 calc R U . . .
C18B C 0.1368(5) 0.4876(4) 0.1015(4) 0.0336(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
O1 C19A 1.413(7) . ?
O1 C19B 1.423(7) . ?
C1A C2A 1.377(8) . ?
C1A C6A 1.400(8) . ?
C1A I1A 2.078(6) . ?
F1A C2A 1.337(8) . ?
C1B C2B 1.370(8) . ?
C1B C6B 1.400(8) . ?
C1B I1B 2.082(6) . ?
F1B C2B 1.339(7) . ?
C2A C3A 1.378(10) . ?
I2A C5A 2.083(7) . ?
F2A C3A 1.345(7) . ?
C3A C4A 1.360(10) . ?
I3A C18A 2.083(6) . ?
F3A C4A 1.329(8) . ?
C2B C3B 1.367(9) . ?
I2B C5B 2.085(6) . ?
F2B C3B 1.339(7) . ?
C4A C5A 1.388(9) . ?
F4A C8A 1.342(6) . ?
C3B C4B 1.376(9) . ?
I3B C18B 2.092(5) . ?
F3B C4B 1.332(7) . ?
C5A C6A 1.394(8) . ?
F5A C9A 1.336(7) . ?
C4B C5B 1.389(8) . ?
F4B C8B 1.341(6) . ?
C6A C7A 1.492(8) . ?
F6A C11A 1.351(6) . ?
C5B C6B 1.406(8) . ?
F5B C9B 1.343(6) . ?
C7A C8A 1.377(8) . ?
C7A C12A 1.391(8) . ?
F7A C12A 1.340(6) . ?
C6B C7B 1.491(8) . ?
F6B C11B 1.353(6) . ?
C8A C9A 1.384(8) . ?
F8A C14A 1.335(7) . ?
C7B C8B 1.374(8) . ?
C7B C12B 1.381(8) . ?
F7B C12B 1.342(6) . ?
C9A C10A 1.395(9) . ?
F9A C15A 1.342(7) . ?
C8B C9B 1.373(8) . ?
F8B C14B 1.342(6) . ?
C10A C11A 1.378(8) . ?
C10A C13A 1.480(8) . ?
F10A C16A 1.335(7) . ?
C9B C10B 1.386(8) . ?
F9B C15B 1.342(7) . ?
C11A C12A 1.367(8) . ?
C10B C11B 1.383(8) . ?
C10B C13B 1.497(8) . ?
F10B C16B 1.335(7) . ?
C11B C12B 1.365(8) . ?
C13A C14A 1.383(8) . ?
C13A C18A 1.392(8) . ?
C14A C15A 1.372(8) . ?
C13B C14B 1.376(8) . ?
C13B C18B 1.385(8) . ?
C15A C16A 1.382(9) . ?
C14B C15B 1.367(8) . ?
C16A C17A 1.368(9) . ?
C15B C16B 1.375(9) . ?
C17A C18A 1.402(8) . ?
C17A C19A 1.511(8) . ?
C16B C17B 1.378(9) . ?
C17B C18B 1.394(8) . ?
C17B C19B 1.498(8) . ?
C19A H19A 0.9900 . ?
C19A H19B 0.9900 . ?
C19B H19C 0.9900 . ?
C19B H19D 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19A O1 C19B 111.6(4) . . ?
C2A C1A C6A 119.5(6) . . ?
C2A C1A I1A 118.1(5) . . ?
C6A C1A I1A 122.2(4) . . ?
C2B C1B C6B 119.9(5) . . ?
C2B C1B I1B 117.2(4) . . ?
C6B C1B I1B 122.8(4) . . ?
F1A C2A C1A 121.7(6) . . ?
F1A C2A C3A 117.7(6) . . ?
C1A C2A C3A 120.5(6) . . ?
F2A C3A C4A 119.8(7) . . ?
F2A C3A C2A 119.8(7) . . ?
C4A C3A C2A 120.3(6) . . ?
F1B C2B C3B 117.2(5) . . ?
F1B C2B C1B 121.5(6) . . ?
C3B C2B C1B 121.3(6) . . ?
F3A C4A C3A 119.2(6) . . ?
F3A C4A C5A 120.2(7) . . ?
C3A C4A C5A 120.5(6) . . ?
F2B C3B C2B 121.4(6) . . ?
F2B C3B C4B 118.7(6) . . ?
C2B C3B C4B 119.9(5) . . ?
C4A C5A C6A 119.6(6) . . ?
C4A C5A I2A 117.8(5) . . ?
C6A C5A I2A 122.6(5) . . ?
F3B C4B C3B 118.7(5) . . ?
F3B C4B C5B 120.8(5) . . ?
C3B C4B C5B 120.6(6) . . ?
C5A C6A C1A 119.3(5) . . ?
C5A C6A C7A 121.3(5) . . ?
C1A C6A C7A 119.3(5) . . ?
C4B C5B C6B 119.4(5) . . ?
C4B C5B I2B 118.2(4) . . ?
C6B C5B I2B 122.3(4) . . ?
C8A C7A C12A 116.7(5) . . ?
C8A C7A C6A 123.9(5) . . ?
C12A C7A C6A 119.3(5) . . ?
C1B C6B C5B 118.9(5) . . ?
C1B C6B C7B 122.6(5) . . ?
C5B C6B C7B 118.5(5) . . ?
F4A C8A C7A 119.3(5) . . ?
F4A C8A C9A 118.8(5) . . ?
C7A C8A C9A 121.8(5) . . ?
C8B C7B C12B 117.4(5) . . ?
C8B C7B C6B 122.0(5) . . ?
C12B C7B C6B 120.4(5) . . ?
F5A C9A C8A 119.0(5) . . ?
F5A C9A C10A 119.5(5) . . ?
C8A C9A C10A 121.5(5) . . ?
F4B C8B C9B 118.5(5) . . ?
F4B C8B C7B 119.9(5) . . ?
C9B C8B C7B 121.4(5) . . ?
C11A C10A C9A 115.8(5) . . ?
C11A C10A C13A 123.3(5) . . ?
C9A C10A C13A 120.8(5) . . ?
F5B C9B C8B 119.0(5) . . ?
F5B C9B C10B 119.3(5) . . ?
C8B C9B C10B 121.7(5) . . ?
F6A C11A C12A 118.1(5) . . ?
F6A C11A C10A 118.9(5) . . ?
C12A C11A C10A 123.0(5) . . ?
C11B C10B C9B 115.8(5) . . ?
C11B C10B C13B 121.6(5) . . ?
C9B C10B C13B 122.6(5) . . ?
F7A C12A C11A 119.0(5) . . ?
F7A C12A C7A 119.8(5) . . ?
C11A C12A C7A 121.2(5) . . ?
F6B C11B C12B 119.0(5) . . ?
F6B C11B C10B 118.3(5) . . ?
C12B C11B C10B 122.7(5) . . ?
C14A C13A C18A 117.7(5) . . ?
C14A C13A C10A 118.3(5) . . ?
C18A C13A C10A 123.9(5) . . ?
F7B C12B C11B 119.6(5) . . ?
F7B C12B C7B 119.6(5) . . ?
C11B C12B C7B 120.7(5) . . ?
F8A C14A C15A 118.5(5) . . ?
F8A C14A C13A 119.9(5) . . ?
C15A C14A C13A 121.6(5) . . ?
C14B C13B C18B 118.1(5) . . ?
C14B C13B C10B 118.6(5) . . ?
C18B C13B C10B 123.2(5) . . ?
F9A C15A C14A 120.7(6) . . ?
F9A C15A C16A 120.5(6) . . ?
C14A C15A C16A 118.7(6) . . ?
F8B C14B C15B 118.5(5) . . ?
F8B C14B C13B 120.1(5) . . ?
C15B C14B C13B 121.4(5) . . ?
F10A C16A C17A 120.3(5) . . ?
F10A C16A C15A 116.9(6) . . ?
C17A C16A C15A 122.8(6) . . ?
F9B C15B C14B 120.2(5) . . ?
F9B C15B C16B 120.3(5) . . ?
C14B C15B C16B 119.4(5) . . ?
C16A C17A C18A 116.8(5) . . ?
C16A C17A C19A 119.5(5) . . ?
C18A C17A C19A 123.6(6) . . ?
F10B C16B C15B 117.8(6) . . ?
F10B C16B C17B 120.3(6) . . ?
C15B C16B C17B 121.9(6) . . ?
C13A C18A C17A 122.2(6) . . ?
C13A C18A I3A 117.5(4) . . ?
C17A C18A I3A 120.3(4) . . ?
C16B C17B C18B 117.2(5) . . ?
C16B C17B C19B 119.6(6) . . ?
C18B C17B C19B 123.2(5) . . ?
O1 C19A C17A 107.7(5) . . ?
O1 C19A H19A 110.2 . . ?
C17A C19A H19A 110.2 . . ?
O1 C19A H19B 110.2 . . ?
C17A C19A H19B 110.2 . . ?
H19A C19A H19B 108.5 . . ?
O1 C19B C17B 107.7(5) . . ?
O1 C19B H19C 110.2 . . ?
C17B C19B H19C 110.2 . . ?
O1 C19B H19D 110.2 . . ?
C17B C19B H19D 110.2 . . ?
H19C C19B H19D 108.5 . . ?
C13B C18B C17B 122.1(5) . . ?
C13B C18B I3B 118.7(4) . . ?
C17B C18B I3B 119.2(4) . . ?

_refine_diff_density_max         1.331
_refine_diff_density_min         -1.034
_refine_diff_density_rms         0.128

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

data_db-helix-dabco
_database_code_depnum_ccdc_archive 'CCDC 2296705'
loop_
_audit_author_name
_audit_author_address
'Elric Engelage'
;Ruhr University Bochum
Germany
;
_audit_update_record             
;
2023-09-22 deposited with the CCDC.	2023-10-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H4 F20 I6 O, 2(C6 H12 N2)'
_chemical_formula_sum            'C50 H28 F20 I6 N4 O'
_chemical_formula_weight         1842.16

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.4976(2)
_cell_length_b                   15.4791(4)
_cell_length_c                   21.9450(3)
_cell_angle_alpha                87.441(2)
_cell_angle_beta                 86.903(2)
_cell_angle_gamma                74.868(2)
_cell_volume                     2780.99(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    11243
_cell_measurement_theta_min      3.5
_cell_measurement_theta_max      74.7

_exptl_crystal_description       'cut needle'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.200
_exptl_crystal_F_000             1724
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.020
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
13 4 23 0.0216
0 15 -35 0.0114
-8 23 1 0.0359
0 -15 35 0.0114
8 -23 -1 0.0480
-13 -4 -23 0.0285
8 27 2 0.0377
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
12.9994 3.9986 23.0024 2.1231 1.4537 -1.1073
0.0011 14.9992 -34.9997 -2.6964 1.1896 0.1012
-7.9988 23.0022 0.9979 -1.0204 0.9116 2.8057
-0.0011 -14.9992 34.9997 2.6964 -1.1896 -0.1012
7.9988 -23.0022 -0.9979 1.0204 -0.9116 -2.8057
-12.9994 -3.9986 -23.0024 -2.1231 -1.4537 1.1073
8.0008 26.9994 2.0013 -0.1629 2.7118 0.6652
_exptl_absorpt_coefficient_mu    27.305
_shelx_estimated_absorpt_T_min   0.138
_shelx_estimated_absorpt_T_max   0.611
_exptl_absorpt_correction_T_min  0.11215
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.123a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.488
_oxdiff_exptl_absorpt_empirical_full_max 5.609
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_diffrn_ambient_temperature      110.0(6)
_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            62949
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_av_R_equivalents  0.0832
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.529
_diffrn_reflns_theta_max         74.701
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             11243
_reflns_number_gt                9821
_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      0.0563939000
_diffrn_orient_matrix_UB_12      -0.0275810000
_diffrn_orient_matrix_UB_13      0.0652238000
_diffrn_orient_matrix_UB_21      0.0945501000
_diffrn_orient_matrix_UB_22      0.0726338000
_diffrn_orient_matrix_UB_23      -0.0028597000
_diffrn_orient_matrix_UB_31      -0.1523793000
_diffrn_orient_matrix_UB_32      0.0678514000
_diffrn_orient_matrix_UB_33      0.0261808000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00 -20.00   1.00    1.71    --  -42.65 -57.00  90.00   42
  2  ω    -49.00 -16.00   1.00    1.71    --  -42.65 -57.00   0.00   33
  3  ω    -89.00 -18.00   1.00    1.71    --  -42.65 -38.00 120.00   71
  4  ω   -113.00 -86.00   1.00    1.71    --  -42.65 -57.00  90.00   27
  5  ω     16.00  46.00   1.00    1.71    --   42.65  57.00-180.00   30
  6  ω      3.00  90.00   1.00    1.71    --   42.65-125.00-180.00   87
  7  ω     47.00  74.00   1.00    1.71    --   42.65-125.00-120.00   27
  8  ω     73.00 117.00   1.00    1.71    --   42.65  38.00-150.00   44
  9  ω      3.00  98.00   1.00    1.71    --   42.65-125.00  30.00   95
 10  ω      2.00 122.00   1.00    1.71    --   42.65  19.00 -30.00  120
 11  ω      9.00  34.00   1.00    1.71    --   44.00  86.00-100.74   25
 12  ω      9.00  34.00   1.00    1.71    --   44.00  85.00 124.90   25
 13  ω     11.00  36.00   1.00    1.71    --   44.00  79.00-150.40   25
 14  ω      8.00  33.00   1.00    1.71    --   44.00  87.00 -22.42   25
 15  ω     15.00  40.00   1.00    1.71    --   48.00  80.00 171.56   25
 16  ω     20.00  46.00   1.00    1.71    --   52.00  80.00  86.87   26
 17  ω     18.00  43.00   1.00    1.71    --   52.00  82.00  26.37   25
 18  ω     18.00  43.00   1.00    1.71    --   52.00  82.00-150.40   25
 19  ω     18.00  43.00   1.00    1.71    --   52.00  81.00 -68.17   25
 20  ω     25.00  52.00   1.00    1.71    --   56.00  76.00 -98.53   27
 21  ω     25.00  52.00   1.00    1.71    --   56.00  76.00 164.57   27
 22  ω     32.00  59.00   1.00    1.71    --   60.00  76.00  60.63   27
 23  ω     30.00  82.00   1.00    1.71    --   60.00  77.00 -21.44   52
 24  ω     28.00  57.00   1.00    1.71    --   60.00  77.00 115.74   29
 25  ω     37.00  64.00   1.00    1.71    --   64.00  77.00-113.71   27
 26  ω     33.00  60.00   1.00    1.71    --   64.00  77.00 -47.01   27
 27  ω     34.00  61.00   1.00    1.71    --   64.00  77.00 -72.97   27
 28  ω    108.00 135.00   1.00    1.71    --   64.00  77.00  80.04   27
 29  ω     34.00  61.00   1.00    1.71    --   64.00  75.00 -14.83   27
 30  ω     35.00  62.00   1.00    1.71    --   64.00  77.00  80.04   27
 31  ω     76.00 139.00   1.00    1.71    --   64.00  75.00  55.74   63
 32  ω     31.00  73.00   1.00    1.71    --   64.00  77.00-178.10   42
 33  ω     33.00  58.00   1.00    1.71    --   64.00  75.00  55.74   25
 34  ω    105.00 141.00   1.00    1.71    --   68.00  77.00-148.60   36
 35  ω     35.00  61.00   1.00    1.71    --   68.00  77.00-148.60   26
 36  ω     41.00  68.00   1.00    1.71    --   68.00  76.00-131.08   27
 37  ω     35.00  62.00   1.00    1.71    --   68.00  77.00 174.38   27
 38  ω     36.00  76.00   1.00    1.71    --   68.00  75.00  -9.64   40
 39  ω     37.00  70.00   1.00    1.71    --   68.00  75.00  87.62   33
 40  ω     35.00  62.00   1.00    1.71    --   68.00  77.00 -98.48   27
 41  ω     35.00 142.00   1.00    1.71    --   68.00  77.00  22.57  107
 42  ω     35.00  62.00   1.00    1.71    --   68.00  77.00 141.25   27
 43  ω     40.00 146.00   1.00    1.71    --   72.00  77.00 -14.14  106
 44  ω     40.00  66.00   1.00    1.71    --   72.00  75.00 -55.87   26
 45  ω     76.00 106.00   1.00    8.00    --  108.66  77.00 -30.00   30
 46  ω     81.00 130.00   1.00    8.00    --  108.66  61.00-120.00   49
 47  ω     89.00 155.00   1.00    8.00    --  108.66 125.00-150.00   66
 48  ω     26.00  57.00   1.00    8.00    --  108.66 -94.00 150.00   31
 49  ω     35.00 140.00   1.00    8.00    --  108.66 -77.00-180.00  105
 50  ω     84.00 118.00   1.00    8.00    --  108.66-125.00  60.00   34
 51  ω     76.00 102.00   1.00    8.00    --  108.66  77.00  30.00   26
 52  ω     77.00 102.00   1.00    8.00    --  108.66  77.00  90.00   25
 53  ω     36.00  61.00   1.00    8.00    --  108.66-125.00  60.00   25
 54  ω     76.00 139.00   1.00    8.00    --  108.66  77.00  60.00   63
 55  ω     39.00 129.00   1.00    8.00    --  108.66 -30.00-180.00   90
 56  ω    124.00 151.00   1.00    8.00    --  108.66  77.00 150.00   27
 57  ω     80.00 138.00   1.00    8.00    --  108.66  61.00-180.00   58
 58  ω     77.00 102.00   1.00    8.00    --  108.66  77.00 150.00   25
 59  ω     61.00 140.00   1.00    8.00    --  108.66 -77.00  60.00   79
 60  ω    111.00 158.00   1.00    8.00    --  108.66  77.00-180.00   47
 61  ω     80.00 106.00   1.00    8.00    --  108.66  61.00-150.00   26
 62  ω    126.00 152.00   1.00    8.00    --  108.66  61.00-150.00   26
 63  ω     76.00 103.00   1.00    8.00    --  108.66  77.00-180.00   27
 64  ω     76.00 103.00   1.00    8.00    --  108.66  77.00-120.00   27
 65  ω     83.00 153.00   1.00    8.00    --  108.66  45.00   0.00   70
 66  ω     76.00 102.00   1.00    8.00    --  108.66  77.00 -60.00   26
 67  ω     86.00 113.00   1.00    8.00    --  108.66  45.00-150.00   27
 68  ω     40.00 138.00   1.00    8.00    --  108.66 -61.00 -60.00   98
 69  ω     76.00 158.00   1.00    8.00    --  108.66  77.00   0.00   82
 70  ω     86.00 113.00   1.00    8.00    --  108.66  45.00 150.00   27
 71  ω     83.00 127.00   1.00    8.00    --  108.66  45.00 120.00   44
 72  ω     80.00 108.00   1.00    8.00    --  108.66  61.00  90.00   28
 73  ω     37.00  62.00   1.00    8.00    --  108.66-125.00-150.00   25
 74  ω     76.00 102.00   1.00    8.00    --  108.66  77.00-150.00   26
 75  ω     78.00 105.00   1.00    8.00    --  108.66 -94.00 -90.00   27
 76  ω     85.00 133.00   1.00    8.00    --  108.66  61.00  60.00   48
 77  ω     81.00 106.00   1.00    8.00    --  108.66  61.00 150.00   25
 78  ω     94.00 120.00   1.00    8.00    --  108.66-125.00-150.00   26
 79  ω     84.00 158.00   1.00    8.00    --  108.66  61.00 -60.00   74
 80  ω    113.00 147.00   1.00    8.00    --  108.66  77.00 -90.00   34
 81  ω     80.00 107.00   1.00    8.00    --  108.66  61.00 -30.00   27
 82  ω     81.00 108.00   1.00    8.00    --  108.66  61.00 -90.00   27
 83  ω     76.00 104.00   1.00    8.00    --  108.66  77.00 -90.00   28
 84  ω     76.00 157.00   1.00    8.00    --  108.66  77.00 120.00   81
 85  ω     85.00 112.00   1.00    8.00    --  108.66  45.00 -90.00   27
 86  ω     83.00 111.00   1.00    8.00    --  108.66  45.00 -30.00   28
 87  ω     83.00 110.00   1.00    8.00    --  108.66  61.00 120.00   27
 88  ω     86.00 113.00   1.00    8.00    --  108.66  45.00  60.00   27
 89  ω     81.00 106.00   1.00    8.00    --  108.66  61.00  30.00   25
 90  ω     80.00 107.00   1.00    8.00    --  108.66  61.00   0.00   27
 91  ω    127.00 154.00   1.00    8.00    --  108.66  77.00 -30.00   27
;
_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 1.171.41.123a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.41.123a (Rigaku OD, 2022)'
_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-2019/2 (Sheldrick, 2019)'
_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)+(0.0824P)²+1.7865P] 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         11243
_refine_ls_number_parameters     730
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0507
_refine_ls_R_factor_gt           0.0440
_refine_ls_wR_factor_ref         0.1238
_refine_ls_wR_factor_gt          0.1175
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
I1 I 1.18715(4) 0.67477(2) 0.08958(2) 0.01962(9) Uani 1 1 d . . . . .
I2 I 0.85692(5) 0.61881(3) -0.14129(2) 0.03457(11) Uani 1 1 d . . . . .
I3 I 0.64152(5) 0.91138(3) 0.16116(2) 0.03553(11) Uani 1 1 d . . . . .
I4 I 0.64505(5) 0.90561(3) 0.35094(2) 0.03133(11) Uani 1 1 d . . . . .
I5 I 1.18694(4) 0.65147(2) 0.45551(2) 0.02168(9) Uani 1 1 d . . . . .
I6 I 0.72406(4) 0.66181(2) 0.68221(2) 0.02055(9) Uani 1 1 d . . . . .
F1 F 1.4815(4) 0.5940(2) -0.00263(14) 0.0257(7) Uani 1 1 d . . . . .
F2 F 1.5003(4) 0.5281(2) -0.11472(14) 0.0281(7) Uani 1 1 d . . . . .
F3 F 1.2297(5) 0.5362(3) -0.17405(14) 0.0304(8) Uani 1 1 d . . . . .
F4 F 0.8640(4) 0.5875(2) 0.05922(15) 0.0277(7) Uani 1 1 d . . . . .
F5 F 0.9009(5) 0.8261(2) -0.07773(15) 0.0298(8) Uani 1 1 d . . . . .
F6 F 0.5887(4) 0.6889(2) 0.10917(15) 0.0285(7) Uani 1 1 d . . . . .
F7 F 0.6162(5) 0.9244(2) -0.03115(16) 0.0328(8) Uani 1 1 d . . . . .
F8 F 0.2997(4) 0.8305(2) -0.01536(13) 0.0259(7) Uani 1 1 d . . . . .
F9 F 0.0071(4) 0.9179(2) 0.03424(16) 0.0305(7) Uani 1 1 d . . . . .
F10 F -0.0113(4) 1.0003(2) 0.14013(16) 0.0297(7) Uani 1 1 d . . . . .
F11 F -0.0127(4) 0.9961(3) 0.37838(17) 0.0327(8) Uani 1 1 d . . . . .
F12 F -0.0130(5) 0.9101(3) 0.48656(17) 0.0336(8) Uani 1 1 d . . . . .
F13 F 0.2713(4) 0.8238(2) 0.53685(14) 0.0274(7) Uani 1 1 d . . . . .
F14 F 0.5836(5) 0.9275(2) 0.53971(15) 0.0300(8) Uani 1 1 d . . . . .
F15 F 0.5814(4) 0.6808(2) 0.42185(14) 0.0269(7) Uani 1 1 d . . . . .
F16 F 0.8453(4) 0.8301(2) 0.59614(13) 0.0244(7) Uani 1 1 d . . . . .
F17 F 0.8331(4) 0.5804(2) 0.48233(15) 0.0258(7) Uani 1 1 d . . . . .
F18 F 1.0576(4) 0.5273(2) 0.72305(13) 0.0272(7) Uani 1 1 d . . . . .
F19 F 1.3559(5) 0.4782(2) 0.66991(15) 0.0315(8) Uani 1 1 d . . . . .
F20 F 1.4157(4) 0.5353(3) 0.55583(15) 0.0319(8) Uani 1 1 d . . . . .
O1 O 0.2717(5) 0.9566(2) 0.25774(15) 0.0205(8) Uani 1 1 d . . . . .
C1 C 1.1930(7) 0.6410(3) -0.0030(2) 0.0168(10) Uani 1 1 d . . . . .
C2 C 1.3438(7) 0.6007(4) -0.0310(2) 0.0193(10) Uani 1 1 d . . . . .
C3 C 1.3545(7) 0.5670(4) -0.0886(2) 0.0208(10) Uani 1 1 d . . . . .
C4 C 1.2146(7) 0.5718(4) -0.1188(2) 0.0208(11) Uani 1 1 d . . . . .
C5 C 1.0638(6) 0.6145(3) -0.0937(2) 0.0178(10) Uani 1 1 d . . . . .
C6 C 1.0512(7) 0.6513(3) -0.0356(2) 0.0161(9) Uani 1 1 d . . . . .
C7 C 0.8934(6) 0.7039(3) -0.0103(2) 0.0155(9) Uani 1 1 d . . . . .
C8 C 0.8056(7) 0.6715(3) 0.0370(2) 0.0172(10) Uani 1 1 d . . . . .
C9 C 0.6630(7) 0.7229(4) 0.0619(2) 0.0204(11) Uani 1 1 d . . . . .
C10 C 0.5932(7) 0.8101(3) 0.0404(2) 0.0178(10) Uani 1 1 d . . . . .
C11 C 0.6767(7) 0.8419(3) -0.0078(2) 0.0198(10) Uani 1 1 d . . . . .
C12 C 0.8250(7) 0.7908(4) -0.0316(2) 0.0208(11) Uani 1 1 d . . . . .
C13 C 0.4365(7) 0.8654(3) 0.0671(2) 0.0169(10) Uani 1 1 d . . . . .
C14 C 0.2939(7) 0.8712(3) 0.0378(2) 0.0199(10) Uani 1 1 d . . . . .
C15 C 0.1441(7) 0.9168(4) 0.0619(2) 0.0221(11) Uani 1 1 d . . . . .
C16 C 0.1378(7) 0.9583(4) 0.1168(2) 0.0213(11) Uani 1 1 d . . . . .
C17 C 0.2742(7) 0.9591(3) 0.1476(2) 0.0194(10) Uani 1 1 d . . . . .
C18 C 0.4258(6) 0.9111(3) 0.1212(2) 0.0164(10) Uani 1 1 d . . . . .
C19 C 0.2592(7) 1.0129(4) 0.2035(2) 0.0211(11) Uani 1 1 d . . . . .
H19A H 0.346506 1.044735 0.201903 0.025 Uiso 1 1 calc R U . . .
H19B H 0.152789 1.058323 0.204749 0.025 Uiso 1 1 calc R U . . .
C20 C 0.2682(7) 1.0102(4) 0.3098(2) 0.0198(10) Uani 1 1 d . . . . .
H20A H 0.167091 1.059655 0.310613 0.024 Uiso 1 1 calc R U . . .
H20B H 0.362485 1.036812 0.306608 0.024 Uiso 1 1 calc R U . . .
C21 C 0.2745(7) 0.9538(3) 0.3678(2) 0.0190(10) Uani 1 1 d . . . . .
C22 C 0.1328(7) 0.9524(4) 0.4002(2) 0.0226(11) Uani 1 1 d . . . . .
C23 C 0.1286(7) 0.9086(4) 0.4565(2) 0.0221(11) Uani 1 1 d . . . . .
C24 C 0.2742(8) 0.8645(3) 0.4814(2) 0.0214(11) Uani 1 1 d . . . . .
C25 C 0.4235(7) 0.8602(3) 0.4503(2) 0.0168(10) Uani 1 1 d . . . . .
C26 C 0.4207(7) 0.9052(3) 0.3939(2) 0.0172(10) Uani 1 1 d . . . . .
C27 C 0.5730(7) 0.8073(3) 0.4795(2) 0.0181(10) Uani 1 1 d . . . . .
C28 C 0.6461(7) 0.8420(3) 0.5242(2) 0.0217(11) Uani 1 1 d . . . . .
C29 C 0.7798(7) 0.7915(3) 0.5537(2) 0.0182(10) Uani 1 1 d . . . . .
C30 C 0.8464(7) 0.7018(3) 0.5416(2) 0.0165(10) Uani 1 1 d . . . . .
C31 C 0.7741(7) 0.6666(3) 0.4965(2) 0.0201(11) Uani 1 1 d . . . . .
C32 C 0.6439(7) 0.7182(4) 0.4662(2) 0.0197(11) Uani 1 1 d . . . . .
C33 C 0.9838(7) 0.6442(3) 0.5753(2) 0.0156(10) Uani 1 1 d . . . . .
C34 C 0.9530(7) 0.6161(3) 0.6360(2) 0.0174(10) Uani 1 1 d . . . . .
C35 C 1.0808(7) 0.5589(3) 0.6657(2) 0.0196(11) Uani 1 1 d . . . . .
C36 C 1.2338(7) 0.5323(4) 0.6391(2) 0.0206(11) Uani 1 1 d . . . . .
C37 C 1.2635(7) 0.5623(4) 0.5800(2) 0.0228(11) Uani 1 1 d . . . . .
C38 C 1.1396(7) 0.6169(3) 0.5477(2) 0.0199(11) Uani 1 1 d . . . . .
N1 N 0.1359(7) 0.8340(4) 0.7709(3) 0.0381(13) Uani 1 1 d . . . . .
N5 N 0.4217(6) 0.7458(3) 0.7347(2) 0.0254(10) Uani 1 1 d . . . . .
C45 C 0.3922(9) 0.8396(4) 0.7137(3) 0.0344(14) Uani 1 1 d . . . . .
H45A H 0.401770 0.843204 0.668522 0.041 Uiso 1 1 calc R U . . .
H45B H 0.474830 0.866283 0.729846 0.041 Uiso 1 1 calc R U . . .
C46 C 0.2188(9) 0.8924(5) 0.7361(3) 0.0402(16) Uani 1 1 d . . . . .
H46A H 0.227241 0.941710 0.761911 0.048 Uiso 1 1 calc R U . . .
H46B H 0.154418 0.919148 0.700470 0.048 Uiso 1 1 calc R U . . .
C47 C 0.4066(9) 0.7437(5) 0.8018(3) 0.0376(15) Uani 1 1 d . . . . .
H47A H 0.489436 0.769892 0.818316 0.045 Uiso 1 1 calc R U . . .
H47B H 0.426489 0.680937 0.817350 0.045 Uiso 1 1 calc R U . . .
C48 C 0.2349(10) 0.7971(5) 0.8234(4) 0.0453(18) Uani 1 1 d . . . . .
H48A H 0.181120 0.757423 0.848584 0.054 Uiso 1 1 calc R U . . .
H48B H 0.243699 0.846505 0.849051 0.054 Uiso 1 1 calc R U . . .
C49 C 0.2979(10) 0.7067(5) 0.7120(4) 0.0472(18) Uani 1 1 d . . . . .
H49A H 0.317056 0.643707 0.726930 0.057 Uiso 1 1 calc R U . . .
H49B H 0.305728 0.707372 0.666769 0.057 Uiso 1 1 calc R U . . .
C50 C 0.1290(11) 0.7597(7) 0.7337(6) 0.065(3) Uani 1 1 d . . . . .
H50A H 0.063162 0.783169 0.697801 0.078 Uiso 1 1 calc R U . . .
H50B H 0.074257 0.719424 0.757775 0.078 Uiso 1 1 calc R U . . .
N3 N 1.1953(6) 0.6943(3) 0.21313(19) 0.0243(10) Uani 1 1 d . . . . .
N4 N 1.2088(6) 0.6874(3) 0.3296(2) 0.0231(10) Uani 1 1 d . . . . .
C39 C 1.3436(8) 0.7163(5) 0.2305(2) 0.0314(14) Uani 1 1 d . . . . .
H39A H 1.345867 0.776113 0.213136 0.038 Uiso 1 1 calc R U . . .
H39B H 1.440529 0.671910 0.213679 0.038 Uiso 1 1 calc R U . . .
C40 C 1.3493(8) 0.7159(4) 0.3008(2) 0.0263(12) Uani 1 1 d . . . . .
H40A H 1.452300 0.674504 0.314065 0.032 Uiso 1 1 calc R U . . .
H40B H 1.346304 0.776722 0.313960 0.032 Uiso 1 1 calc R U . . .
C41 C 1.1944(10) 0.6049(4) 0.2371(3) 0.0372(16) Uani 1 1 d . . . . .
H41A H 1.284963 0.559888 0.217102 0.045 Uiso 1 1 calc R U . . .
H41B H 1.090600 0.591653 0.227741 0.045 Uiso 1 1 calc R U . . .
C42 C 1.2136(9) 0.5983(4) 0.3067(2) 0.0310(14) Uani 1 1 d . . . . .
H42A H 1.124462 0.575876 0.326989 0.037 Uiso 1 1 calc R U . . .
H42B H 1.318710 0.555452 0.316310 0.037 Uiso 1 1 calc R U . . .
C43 C 1.0551(9) 0.7596(5) 0.2408(3) 0.0405(16) Uani 1 1 d . . . . .
H43A H 0.952472 0.749021 0.227478 0.049 Uiso 1 1 calc R U . . .
H43B H 1.058385 0.820939 0.227046 0.049 Uiso 1 1 calc R U . . .
C44 C 1.0591(9) 0.7511(5) 0.3112(3) 0.0350(14) Uani 1 1 d . . . . .
H44A H 1.052442 0.810360 0.328000 0.042 Uiso 1 1 calc R U . . .
H44B H 0.963705 0.730810 0.327888 0.042 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C1 2.116(5) . ?
I2 C5 2.078(5) . ?
I3 C18 2.076(5) . ?
I4 C26 2.082(5) . ?
I5 C38 2.115(5) . ?
I6 C34 2.108(6) . ?
F1 C2 1.333(6) . ?
F2 C3 1.339(7) . ?
F3 C4 1.340(6) . ?
F4 C8 1.343(6) . ?
F5 C12 1.342(5) . ?
F6 C9 1.344(5) . ?
F7 C11 1.336(6) . ?
F8 C14 1.342(6) . ?
F9 C15 1.338(6) . ?
F10 C16 1.350(7) . ?
F11 C22 1.347(7) . ?
F12 C23 1.336(7) . ?
F13 C24 1.347(6) . ?
F14 C28 1.343(6) . ?
F15 C32 1.354(6) . ?
F16 C29 1.347(5) . ?
F17 C31 1.341(6) . ?
F18 C35 1.352(5) . ?
F19 C36 1.345(6) . ?
F20 C37 1.339(7) . ?
O1 C19 1.435(5) . ?
O1 C20 1.435(6) . ?
C1 C2 1.392(8) . ?
C1 C6 1.403(7) . ?
C2 C3 1.378(7) . ?
C3 C4 1.377(8) . ?
C4 C5 1.377(8) . ?
C5 C6 1.407(7) . ?
C6 C7 1.469(8) . ?
C7 C12 1.390(7) . ?
C7 C8 1.398(6) . ?
C8 C9 1.364(8) . ?
C9 C10 1.397(7) . ?
C10 C11 1.386(7) . ?
C10 C13 1.488(8) . ?
C11 C12 1.390(8) . ?
C13 C14 1.384(8) . ?
C13 C18 1.395(7) . ?
C14 C15 1.376(8) . ?
C15 C16 1.381(8) . ?
C16 C17 1.377(8) . ?
C17 C18 1.417(8) . ?
C17 C19 1.494(7) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.506(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.371(8) . ?
C21 C26 1.410(7) . ?
C22 C23 1.385(7) . ?
C23 C24 1.377(8) . ?
C24 C25 1.395(8) . ?
C25 C26 1.391(6) . ?
C25 C27 1.482(7) . ?
C27 C28 1.387(7) . ?
C27 C32 1.390(8) . ?
C28 C29 1.375(8) . ?
C29 C30 1.387(7) . ?
C30 C31 1.395(7) . ?
C30 C33 1.482(7) . ?
C31 C32 1.369(8) . ?
C33 C38 1.394(8) . ?
C33 C34 1.415(6) . ?
C34 C35 1.383(7) . ?
C35 C36 1.365(8) . ?
C36 C37 1.390(7) . ?
C37 C38 1.373(8) . ?
N1 C46 1.454(9) . ?
N1 C50 1.455(10) . ?
N1 C48 1.469(10) . ?
N5 C49 1.462(8) . ?
N5 C45 1.465(8) . ?
N5 C47 1.471(8) . ?
C45 C46 1.552(10) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 C48 1.538(11) . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C48 H48A 0.9900 . ?
C48 H48B 0.9900 . ?
C49 C50 1.519(12) . ?
C49 H49A 0.9900 . ?
C49 H49B 0.9900 . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
N3 C41 1.460(7) . ?
N3 C39 1.462(8) . ?
N3 C43 1.469(9) . ?
N4 C44 1.456(8) . ?
N4 C40 1.479(7) . ?
N4 C42 1.480(7) . ?
C39 C40 1.547(7) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.540(8) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.546(9) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 O1 C20 108.9(4) . . ?
C2 C1 C6 119.1(4) . . ?
C2 C1 I1 118.0(4) . . ?
C6 C1 I1 122.8(4) . . ?
F1 C2 C3 118.4(5) . . ?
F1 C2 C1 120.7(5) . . ?
C3 C2 C1 120.9(5) . . ?
F2 C3 C4 119.9(5) . . ?
F2 C3 C2 120.2(5) . . ?
C4 C3 C2 119.9(5) . . ?
F3 C4 C3 118.2(5) . . ?
F3 C4 C5 121.1(5) . . ?
C3 C4 C5 120.8(5) . . ?
C4 C5 C6 120.0(5) . . ?
C4 C5 I2 119.0(4) . . ?
C6 C5 I2 121.0(4) . . ?
C1 C6 C5 119.2(5) . . ?
C1 C6 C7 120.0(4) . . ?
C5 C6 C7 120.7(4) . . ?
C12 C7 C8 116.1(5) . . ?
C12 C7 C6 121.1(4) . . ?
C8 C7 C6 122.8(4) . . ?
F4 C8 C9 119.0(4) . . ?
F4 C8 C7 119.1(5) . . ?
C9 C8 C7 122.0(5) . . ?
F6 C9 C8 118.9(5) . . ?
F6 C9 C10 118.9(5) . . ?
C8 C9 C10 122.2(4) . . ?
C11 C10 C9 116.3(5) . . ?
C11 C10 C13 121.7(5) . . ?
C9 C10 C13 122.0(4) . . ?
F7 C11 C10 119.6(5) . . ?
F7 C11 C12 118.8(4) . . ?
C10 C11 C12 121.5(5) . . ?
F5 C12 C7 119.5(5) . . ?
F5 C12 C11 118.6(5) . . ?
C7 C12 C11 121.9(4) . . ?
C14 C13 C18 118.0(5) . . ?
C14 C13 C10 119.0(5) . . ?
C18 C13 C10 123.0(5) . . ?
F8 C14 C15 118.4(5) . . ?
F8 C14 C13 119.8(5) . . ?
C15 C14 C13 121.8(5) . . ?
F9 C15 C14 120.8(5) . . ?
F9 C15 C16 120.7(5) . . ?
C14 C15 C16 118.5(5) . . ?
F10 C16 C17 119.4(5) . . ?
F10 C16 C15 117.0(5) . . ?
C17 C16 C15 123.5(5) . . ?
C16 C17 C18 116.1(5) . . ?
C16 C17 C19 120.5(5) . . ?
C18 C17 C19 123.3(5) . . ?
C13 C18 C17 122.0(5) . . ?
C13 C18 I3 117.9(4) . . ?
C17 C18 I3 120.0(4) . . ?
O1 C19 C17 111.0(4) . . ?
O1 C19 H19A 109.4 . . ?
C17 C19 H19A 109.4 . . ?
O1 C19 H19B 109.4 . . ?
C17 C19 H19B 109.4 . . ?
H19A C19 H19B 108.0 . . ?
O1 C20 C21 110.3(4) . . ?
O1 C20 H20A 109.6 . . ?
C21 C20 H20A 109.6 . . ?
O1 C20 H20B 109.6 . . ?
C21 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
C22 C21 C26 116.3(5) . . ?
C22 C21 C20 119.8(5) . . ?
C26 C21 C20 123.8(5) . . ?
F11 C22 C21 120.3(5) . . ?
F11 C22 C23 116.2(5) . . ?
C21 C22 C23 123.5(5) . . ?
F12 C23 C24 120.5(5) . . ?
F12 C23 C22 121.0(5) . . ?
C24 C23 C22 118.4(5) . . ?
F13 C24 C23 118.8(5) . . ?
F13 C24 C25 119.6(5) . . ?
C23 C24 C25 121.6(5) . . ?
C26 C25 C24 117.6(5) . . ?
C26 C25 C27 124.9(5) . . ?
C24 C25 C27 117.5(4) . . ?
C25 C26 C21 122.6(5) . . ?
C25 C26 I4 117.1(4) . . ?
C21 C26 I4 120.2(4) . . ?
C28 C27 C32 115.8(5) . . ?
C28 C27 C25 122.1(5) . . ?
C32 C27 C25 122.1(4) . . ?
F14 C28 C29 118.8(4) . . ?
F14 C28 C27 119.1(5) . . ?
C29 C28 C27 122.1(5) . . ?
F16 C29 C28 118.8(5) . . ?
F16 C29 C30 119.4(5) . . ?
C28 C29 C30 121.7(5) . . ?
C29 C30 C31 116.4(5) . . ?
C29 C30 C33 123.0(4) . . ?
C31 C30 C33 120.6(5) . . ?
F17 C31 C32 119.2(5) . . ?
F17 C31 C30 119.5(5) . . ?
C32 C31 C30 121.4(5) . . ?
F15 C32 C31 118.6(5) . . ?
F15 C32 C27 118.8(5) . . ?
C31 C32 C27 122.6(5) . . ?
C38 C33 C34 120.5(5) . . ?
C38 C33 C30 121.0(4) . . ?
C34 C33 C30 118.5(5) . . ?
C35 C34 C33 117.7(5) . . ?
C35 C34 I6 120.0(4) . . ?
C33 C34 I6 122.3(4) . . ?
F18 C35 C36 117.5(5) . . ?
F18 C35 C34 120.5(5) . . ?
C36 C35 C34 122.0(4) . . ?
F19 C36 C35 120.3(5) . . ?
F19 C36 C37 120.1(5) . . ?
C35 C36 C37 119.7(5) . . ?
F20 C37 C38 121.7(5) . . ?
F20 C37 C36 117.6(5) . . ?
C38 C37 C36 120.6(5) . . ?
C37 C38 C33 119.4(4) . . ?
C37 C38 I5 119.0(4) . . ?
C33 C38 I5 121.5(4) . . ?
C46 N1 C50 109.5(7) . . ?
C46 N1 C48 107.3(6) . . ?
C50 N1 C48 107.9(7) . . ?
C49 N5 C45 109.9(6) . . ?
C49 N5 C47 108.2(6) . . ?
C45 N5 C47 107.9(5) . . ?
N5 C45 C46 109.6(5) . . ?
N5 C45 H45A 109.8 . . ?
C46 C45 H45A 109.8 . . ?
N5 C45 H45B 109.8 . . ?
C46 C45 H45B 109.8 . . ?
H45A C45 H45B 108.2 . . ?
N1 C46 C45 110.8(5) . . ?
N1 C46 H46A 109.5 . . ?
C45 C46 H46A 109.5 . . ?
N1 C46 H46B 109.5 . . ?
C45 C46 H46B 109.5 . . ?
H46A C46 H46B 108.1 . . ?
N5 C47 C48 110.1(6) . . ?
N5 C47 H47A 109.6 . . ?
C48 C47 H47A 109.6 . . ?
N5 C47 H47B 109.6 . . ?
C48 C47 H47B 109.6 . . ?
H47A C47 H47B 108.2 . . ?
N1 C48 C47 110.6(6) . . ?
N1 C48 H48A 109.5 . . ?
C47 C48 H48A 109.5 . . ?
N1 C48 H48B 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 108.1 . . ?
N5 C49 C50 110.0(6) . . ?
N5 C49 H49A 109.7 . . ?
C50 C49 H49A 109.7 . . ?
N5 C49 H49B 109.7 . . ?
C50 C49 H49B 109.7 . . ?
H49A C49 H49B 108.2 . . ?
N1 C50 C49 111.8(7) . . ?
N1 C50 H50A 109.2 . . ?
C49 C50 H50A 109.2 . . ?
N1 C50 H50B 109.2 . . ?
C49 C50 H50B 109.2 . . ?
H50A C50 H50B 107.9 . . ?
C41 N3 C39 109.6(5) . . ?
C41 N3 C43 108.8(5) . . ?
C39 N3 C43 107.8(5) . . ?
C44 N4 C40 108.6(5) . . ?
C44 N4 C42 109.1(5) . . ?
C40 N4 C42 107.9(5) . . ?
N3 C39 C40 110.1(5) . . ?
N3 C39 H39A 109.6 . . ?
C40 C39 H39A 109.6 . . ?
N3 C39 H39B 109.6 . . ?
C40 C39 H39B 109.6 . . ?
H39A C39 H39B 108.1 . . ?
N4 C40 C39 110.2(4) . . ?
N4 C40 H40A 109.6 . . ?
C39 C40 H40A 109.6 . . ?
N4 C40 H40B 109.6 . . ?
C39 C40 H40B 109.6 . . ?
H40A C40 H40B 108.1 . . ?
N3 C41 C42 110.6(5) . . ?
N3 C41 H41A 109.5 . . ?
C42 C41 H41A 109.5 . . ?
N3 C41 H41B 109.5 . . ?
C42 C41 H41B 109.5 . . ?
H41A C41 H41B 108.1 . . ?
N4 C42 C41 109.9(5) . . ?
N4 C42 H42A 109.7 . . ?
C41 C42 H42A 109.7 . . ?
N4 C42 H42B 109.7 . . ?
C41 C42 H42B 109.7 . . ?
H42A C42 H42B 108.2 . . ?
N3 C43 C44 110.2(5) . . ?
N3 C43 H43A 109.6 . . ?
C44 C43 H43A 109.6 . . ?
N3 C43 H43B 109.6 . . ?
C44 C43 H43B 109.6 . . ?
H43A C43 H43B 108.1 . . ?
N4 C44 C43 110.3(5) . . ?
N4 C44 H44A 109.6 . . ?
C43 C44 H44A 109.6 . . ?
N4 C44 H44B 109.6 . . ?
C43 C44 H44B 109.6 . . ?
H44A C44 H44B 108.1 . . ?

_refine_diff_density_max         2.269
_refine_diff_density_min         -2.402
_refine_diff_density_rms         0.201

