# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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. 
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data_ny-adadmeotf-mecn-20250609-_autored
_audit_block_doi                 10.5517/ccdc.csd.cc2q3mbt
_database_code_depnum_ccdc_archive 'CCDC 2505926'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2025-jjfdf 2025
loop_
_audit_author_name
_audit_author_address
'Arimasa Matsumoto'
;Nara Womens University
Japan
;
_audit_update_record             
;
2025-11-26 deposited with the CCDC.	2026-01-27 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            'C33 H37 F9 I N3 O4 S'
_chemical_formula_weight         869.61

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'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

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

_cell_length_a                   17.0458(2)
_cell_length_b                   17.9934(2)
_cell_length_c                   22.7406(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6974.81(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    104001
_cell_measurement_theta_min      2.1590
_cell_measurement_theta_max      36.4080

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_F_000             3504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.069
_shelx_estimated_absorpt_T_min   0.784
_shelx_estimated_absorpt_T_max   0.874
_exptl_absorpt_correction_T_min  0.45748
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.90 (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.193
_oxdiff_exptl_absorpt_empirical_full_max 3.326
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      153
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus rotational anode'
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10
_diffrn_reflns_number            193691
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         2.390
_diffrn_reflns_theta_max         36.499
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             33180
_reflns_number_gt                29336
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.936
_reflns_Friedel_fraction_max     0.955
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       'CrystalClear-SM 1.3.6 SP3 r6 (Rigaku 2006)'
_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    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1416)'
_computing_publication_material  'enCIFer 2020.3.0 (Allen et al., 2004)'
_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)+(0.0430P)²+1.4629P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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   0.209(10)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         33180
_refine_ls_number_parameters     995
_refine_ls_number_restraints     541
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0914
_refine_ls_wR_factor_gt          0.0877
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.048
_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 0.46418(2) 0.77295(2) 0.85898(2) 0.02573(4) Uani 1 1 d . . . . .
F1 F 0.39484(11) 0.81885(13) 0.65769(10) 0.0454(5) Uani 1 1 d . . . . .
F2 F 0.50421(15) 0.77889(13) 0.62358(9) 0.0490(5) Uani 1 1 d . . . . .
F3 F 0.50186(12) 0.87168(11) 0.68333(10) 0.0414(4) Uani 1 1 d . . . . .
F4 F 0.38139(13) 0.67176(14) 0.68338(11) 0.0524(6) Uani 1 1 d . . . . .
F5 F 0.50241(15) 0.64219(13) 0.67066(12) 0.0566(6) Uani 1 1 d . . . . .
F6 F 0.45030(16) 0.63078(13) 0.75598(12) 0.0574(6) Uani 1 1 d . . . . .
O1 O 0.42390(12) 0.78003(12) 0.76759(10) 0.0332(4) Uani 1 1 d . . . . .
N1 N 0.52302(13) 0.68404(14) 0.97014(11) 0.0295(4) Uani 1 1 d . . . . .
N2 N 0.55399(16) 0.68623(16) 1.02285(12) 0.0350(5) Uani 1 1 d . . . . .
N3 N 0.57203(16) 0.75598(16) 1.03229(11) 0.0335(5) Uani 1 1 d . . . . .
C1 C 0.47605(16) 0.75424(18) 0.72626(13) 0.0293(5) Uani 1 1 d . . . . .
C2 C 0.46930(17) 0.80621(18) 0.67193(14) 0.0329(6) Uani 1 1 d . . . . .
C3 C 0.4525(2) 0.6739(2) 0.70793(17) 0.0406(7) Uani 1 1 d . . . . .
C4 C 0.55996(15) 0.75318(16) 0.75062(13) 0.0279(5) Uani 1 1 d . . . . .
C5 C 0.62747(17) 0.7454(2) 0.71626(14) 0.0329(5) Uani 1 1 d . . . . .
H5 H 0.622781 0.739962 0.674856 0.040 Uiso 1 1 calc R U . . .
C6 C 0.70117(17) 0.7457(2) 0.74200(17) 0.0350(6) Uani 1 1 d . . . . .
H6 H 0.746689 0.741217 0.718153 0.042 Uiso 1 1 calc R U . . .
C7 C 0.70863(15) 0.75254(19) 0.80257(16) 0.0327(6) Uani 1 1 d . . . . .
H7 H 0.759366 0.752823 0.819858 0.039 Uiso 1 1 calc R U . . .
C8 C 0.64267(14) 0.75896(17) 0.83822(14) 0.0293(5) Uani 1 1 d . . . . .
H8 H 0.647266 0.763009 0.879727 0.035 Uiso 1 1 calc R U . . .
C9 C 0.57011(14) 0.75924(15) 0.81093(12) 0.0261(4) Uani 1 1 d . . . . .
C10 C 0.52138(15) 0.75403(17) 0.94445(12) 0.0272(4) Uani 1 1 d . . . . .
C11 C 0.55313(15) 0.80204(15) 0.98627(12) 0.0271(4) Uani 1 1 d . . . . .
C12 C 0.56355(14) 0.88520(15) 0.98992(12) 0.0275(4) Uani 1 1 d . . . . .
C13 C 0.53290(16) 0.92448(16) 0.93418(14) 0.0322(5) Uani 1 1 d . . . . .
H13A H 0.562191 0.906346 0.899428 0.039 Uiso 1 1 calc R U . . .
H13B H 0.476760 0.912364 0.928476 0.039 Uiso 1 1 calc R U . . .
C14 C 0.54280(18) 1.00941(17) 0.93952(16) 0.0371(6) Uani 1 1 d . . . . .
H14 H 0.522706 1.033786 0.902984 0.045 Uiso 1 1 calc R U . . .
C15 C 0.62966(17) 1.02874(17) 0.94763(15) 0.0356(6) Uani 1 1 d . . . . .
H15A H 0.660001 1.011832 0.913007 0.043 Uiso 1 1 calc R U . . .
H15B H 0.635945 1.083244 0.951230 0.043 Uiso 1 1 calc R U . . .
C16 C 0.66036(15) 0.99065(17) 1.00305(14) 0.0320(5) Uani 1 1 d . . . . .
H16 H 0.717099 1.003149 1.008253 0.038 Uiso 1 1 calc R U . . .
C17 C 0.65161(15) 0.90607(16) 0.99649(13) 0.0301(5) Uani 1 1 d . . . . .
H17A H 0.673818 0.880987 1.031485 0.036 Uiso 1 1 calc R U . . .
H17B H 0.681007 0.888985 0.961464 0.036 Uiso 1 1 calc R U . . .
C18 C 0.51566(18) 0.91603(18) 1.04261(15) 0.0369(6) Uani 1 1 d . . . . .
H18A H 0.459358 0.904601 1.036933 0.044 Uiso 1 1 calc R U . . .
H18B H 0.533193 0.891685 1.079373 0.044 Uiso 1 1 calc R U . . .
C19 C 0.52668(18) 1.00010(19) 1.04786(17) 0.0413(7) Uani 1 1 d . . . . .
H19 H 0.496381 1.018633 1.082538 0.050 Uiso 1 1 calc R U . . .
C20 C 0.61455(19) 1.0170(2) 1.05711(16) 0.0396(7) Uani 1 1 d . . . . .
H20A H 0.622242 1.071123 1.062710 0.047 Uiso 1 1 calc R U . . .
H20B H 0.633819 0.991116 1.092685 0.047 Uiso 1 1 calc R U . . .
C21 C 0.49650(18) 1.03795(19) 0.99261(19) 0.0443(8) Uani 1 1 d . . . . .
H21A H 0.502881 1.092452 0.996153 0.053 Uiso 1 1 calc R U . . .
H21B H 0.440018 1.026998 0.987375 0.053 Uiso 1 1 calc R U . . .
C22 C 0.49302(16) 0.60813(16) 0.95068(14) 0.0310(5) Uani 1 1 d . . . . .
C23 C 0.40320(17) 0.61040(18) 0.94531(17) 0.0400(7) Uani 1 1 d . . . . .
H23A H 0.387424 0.647973 0.915786 0.048 Uiso 1 1 calc R U . . .
H23B H 0.379541 0.624086 0.983567 0.048 Uiso 1 1 calc R U . . .
C24 C 0.3745(2) 0.5327(2) 0.9263(2) 0.0505(9) Uani 1 1 d . . . . .
H24 H 0.316174 0.533705 0.921922 0.061 Uiso 1 1 calc R U . . .
C25 C 0.4114(2) 0.51245(19) 0.8675(2) 0.0506(9) Uani 1 1 d . . . . .
H25A H 0.396741 0.549840 0.837493 0.061 Uiso 1 1 calc R U . . .
H25B H 0.391683 0.463429 0.854375 0.061 Uiso 1 1 calc R U . . .
C26 C 0.5011(2) 0.50967(18) 0.87367(16) 0.0419(7) Uani 1 1 d . . . . .
H26 H 0.524828 0.495642 0.835015 0.050 Uiso 1 1 calc R U . . .
C27 C 0.53139(16) 0.58705(16) 0.89198(14) 0.0312(5) Uani 1 1 d . . . . .
H27A H 0.589166 0.585971 0.896317 0.037 Uiso 1 1 calc R U . . .
H27B H 0.517817 0.624190 0.861521 0.037 Uiso 1 1 calc R U . . .
C28 C 0.51540(19) 0.55087(18) 0.99786(15) 0.0380(6) Uani 1 1 d . . . . .
H28A H 0.573063 0.549989 1.003003 0.046 Uiso 1 1 calc R U . . .
H28B H 0.491234 0.564620 1.035923 0.046 Uiso 1 1 calc R U . . .
C29 C 0.4864(2) 0.4740(2) 0.9787(2) 0.0472(8) Uani 1 1 d . . . . .
H29 H 0.501386 0.436671 1.009253 0.057 Uiso 1 1 calc R U . . .
C30 C 0.5243(2) 0.45229(19) 0.91990(19) 0.0483(8) Uani 1 1 d . . . . .
H30A H 0.582101 0.450888 0.924098 0.058 Uiso 1 1 calc R U . . .
H30B H 0.506146 0.402325 0.907785 0.058 Uiso 1 1 calc R U . . .
C31 C 0.3967(2) 0.4754(2) 0.9729(2) 0.0552(10) Uani 1 1 d . . . . .
H31A H 0.377284 0.425720 0.961235 0.066 Uiso 1 1 calc R U . . .
H31B H 0.372644 0.488780 1.011061 0.066 Uiso 1 1 calc R U . . .
C32 C 0.6137(3) 0.7687(2) 1.08883(18) 0.0529(10) Uani 1 1 d . . . . .
H32A H 0.589956 0.811071 1.109282 0.079 Uiso 1 1 calc R U . . .
H32B H 0.669103 0.779252 1.081018 0.079 Uiso 1 1 calc R U . . .
H32C H 0.609401 0.724222 1.113481 0.079 Uiso 1 1 calc R U . . .
I1' I 0.20398(2) 0.77099(2) 0.36457(2) 0.02706(4) Uani 1 1 d . . . . .
F2' F 0.24950(15) 0.64072(14) 0.55366(13) 0.0599(6) Uani 1 1 d . . . . .
F1' F 0.12745(13) 0.66615(14) 0.54139(11) 0.0526(6) Uani 1 1 d . . . . .
F3' F 0.19699(15) 0.62629(13) 0.46863(12) 0.0582(6) Uani 1 1 d . . . . .
F4' F 0.13689(11) 0.81405(13) 0.56623(10) 0.0435(5) Uani 1 1 d . . . . .
F5' F 0.24952(14) 0.77970(13) 0.59851(9) 0.0480(5) Uani 1 1 d . . . . .
F6' F 0.24047(12) 0.87014(12) 0.53688(10) 0.0450(5) Uani 1 1 d . . . . .
O1' O 0.16504(12) 0.77439(12) 0.45634(10) 0.0336(5) Uani 1 1 d . . . . .
N1' N 0.25980(13) 0.68607(14) 0.25109(11) 0.0300(4) Uani 1 1 d . . . . .
N2' N 0.29045(15) 0.68961(15) 0.19845(12) 0.0335(5) Uani 1 1 d . . . . .
N3' N 0.31087(14) 0.75962(15) 0.19118(11) 0.0308(4) Uani 1 1 d . . . . .
C1' C 0.21877(16) 0.75081(18) 0.49720(14) 0.0303(5) Uani 1 1 d . . . . .
C2' C 0.19777(19) 0.6703(2) 0.51594(17) 0.0410(7) Uani 1 1 d . . . . .
C3' C 0.21167(16) 0.80352(18) 0.55020(14) 0.0337(6) Uani 1 1 d . . . . .
C4' C 0.30214(15) 0.75134(16) 0.47219(13) 0.0280(5) Uani 1 1 d . . . . .
C5' C 0.37040(16) 0.7443(2) 0.50540(15) 0.0332(6) Uani 1 1 d . . . . .
H5' H 0.366866 0.738445 0.546837 0.040 Uiso 1 1 calc R U . . .
C6' C 0.44371(18) 0.7456(2) 0.47849(17) 0.0360(6) Uani 1 1 d . . . . .
H6' H 0.489807 0.741794 0.501779 0.043 Uiso 1 1 calc R U . . .
C7' C 0.44998(15) 0.7525(2) 0.41799(16) 0.0341(6) Uani 1 1 d . . . . .
H7' H 0.500319 0.753411 0.400084 0.041 Uiso 1 1 calc R U . . .
C8' C 0.38303(15) 0.75815(17) 0.38332(14) 0.0303(5) Uani 1 1 d . . . . .
H8' H 0.386803 0.762146 0.341763 0.036 Uiso 1 1 calc R U . . .
C9' C 0.31067(14) 0.75777(16) 0.41110(13) 0.0270(5) Uani 1 1 d . . . . .
C10' C 0.26000(15) 0.75419(17) 0.27918(12) 0.0277(5) Uani 1 1 d . . . . .
C11' C 0.29343(14) 0.80307(16) 0.23880(12) 0.0269(5) Uani 1 1 d . . . . .
C12' C 0.30500(13) 0.88666(15) 0.23772(12) 0.0264(4) Uani 1 1 d . . . . .
C13' C 0.25203(16) 0.91846(18) 0.18821(13) 0.0333(5) Uani 1 1 d . . . . .
H13C H 0.265724 0.894688 0.150313 0.040 Uiso 1 1 calc R U . . .
H13D H 0.196422 0.907049 0.196945 0.040 Uiso 1 1 calc R U . . .
C14' C 0.26283(17) 1.00312(18) 0.18318(15) 0.0363(6) Uani 1 1 d . . . . .
H14' H 0.229405 1.022600 0.150496 0.044 Uiso 1 1 calc R U . . .
C15' C 0.23879(18) 1.03986(19) 0.24084(16) 0.0384(6) Uani 1 1 d . . . . .
H15C H 0.182802 1.029472 0.249003 0.046 Uiso 1 1 calc R U . . .
H15D H 0.245595 1.094369 0.237829 0.046 Uiso 1 1 calc R U . . .
C16' C 0.28967(18) 1.00946(18) 0.29097(15) 0.0349(6) Uani 1 1 d . . . . .
H16' H 0.273437 1.032927 0.328928 0.042 Uiso 1 1 calc R U . . .
C17' C 0.27944(16) 0.92401(16) 0.29515(13) 0.0305(5) Uani 1 1 d . . . . .
H17C H 0.311361 0.904603 0.328115 0.037 Uiso 1 1 calc R U . . .
H17D H 0.223769 0.912063 0.303172 0.037 Uiso 1 1 calc R U . . .
C18' C 0.39177(15) 0.90714(17) 0.22649(14) 0.0314(5) Uani 1 1 d . . . . .
H18C H 0.424482 0.889124 0.259514 0.038 Uiso 1 1 calc R U . . .
H18D H 0.410174 0.882658 0.190023 0.038 Uiso 1 1 calc R U . . .
C19' C 0.40067(16) 0.99119(18) 0.22056(16) 0.0362(6) Uani 1 1 d . . . . .
H19' H 0.456825 1.003407 0.212283 0.043 Uiso 1 1 calc R U . . .
C20' C 0.37589(18) 1.02824(18) 0.27824(16) 0.0376(6) Uani 1 1 d . . . . .
H20C H 0.382422 1.082767 0.275117 0.045 Uiso 1 1 calc R U . . .
H20D H 0.409404 1.010215 0.310809 0.045 Uiso 1 1 calc R U . . .
C21' C 0.34943(18) 1.02029(19) 0.17019(15) 0.0379(6) Uani 1 1 d . . . . .
H21C H 0.365187 0.996330 0.132828 0.045 Uiso 1 1 calc R U . . .
H21D H 0.356737 1.074613 0.165977 0.045 Uiso 1 1 calc R U . . .
C22' C 0.22994(17) 0.60961(17) 0.26905(14) 0.0332(5) Uani 1 1 d . . . . .
C23' C 0.27029(17) 0.58596(17) 0.32610(15) 0.0364(6) Uani 1 1 d . . . . .
H23C H 0.258583 0.622207 0.357652 0.044 Uiso 1 1 calc R U . . .
H23D H 0.327832 0.584417 0.320318 0.044 Uiso 1 1 calc R U . . .
C24' C 0.2400(2) 0.50840(19) 0.34371(18) 0.0451(8) Uani 1 1 d . . . . .
H24' H 0.265357 0.492498 0.381327 0.054 Uiso 1 1 calc R U . . .
C25' C 0.1508(2) 0.5119(2) 0.35185(19) 0.0477(8) Uani 1 1 d . . . . .
H25C H 0.130983 0.462622 0.364321 0.057 Uiso 1 1 calc R U . . .
H25D H 0.137754 0.548296 0.383002 0.057 Uiso 1 1 calc R U . . .
C26' C 0.1111(2) 0.5347(2) 0.29436(18) 0.0460(8) Uani 1 1 d . . . . .
H26' H 0.053001 0.535965 0.300236 0.055 Uiso 1 1 calc R U . . .
C27' C 0.13985(17) 0.61274(19) 0.27630(16) 0.0387(6) Uani 1 1 d . . . . .
H27C H 0.125579 0.649511 0.306863 0.046 Uiso 1 1 calc R U . . .
H27D H 0.114998 0.627840 0.238811 0.046 Uiso 1 1 calc R U . . .
C28' C 0.2491(2) 0.5541(2) 0.22000(17) 0.0427(7) Uani 1 1 d . . . . .
H28C H 0.306379 0.553037 0.213005 0.051 Uiso 1 1 calc R U . . .
H28D H 0.222916 0.569470 0.183076 0.051 Uiso 1 1 calc R U . . .
C29' C 0.2202(3) 0.4759(2) 0.2383(2) 0.0521(9) Uani 1 1 d . . . . .
H29' H 0.233481 0.439400 0.206692 0.062 Uiso 1 1 calc R U . . .
C30' C 0.1309(2) 0.4784(2) 0.2466(2) 0.0538(9) Uani 1 1 d . . . . .
H30C H 0.105365 0.492927 0.209197 0.065 Uiso 1 1 calc R U . . .
H30D H 0.111345 0.428690 0.257945 0.065 Uiso 1 1 calc R U . . .
C31' C 0.2595(3) 0.4526(2) 0.2951(2) 0.0572(10) Uani 1 1 d . . . . .
H31C H 0.316978 0.450277 0.289390 0.069 Uiso 1 1 calc R U . . .
H31D H 0.240938 0.402524 0.306635 0.069 Uiso 1 1 calc R U . . .
C32' C 0.3525(2) 0.7719(2) 0.13561(15) 0.0423(8) Uani 1 1 d . . . . .
H32D H 0.341481 0.822187 0.121267 0.064 Uiso 1 1 calc R U . . .
H32E H 0.334800 0.735471 0.106451 0.064 Uiso 1 1 calc R U . . .
H32F H 0.409049 0.766254 0.141970 0.064 Uiso 1 1 calc R U . . .
C1_1 C 0.5048(3) 0.6113(4) 0.2154(3) 0.0426(12) Uani 0.680(4) 1 d D U P A 1
F1_1 F 0.5576(2) 0.5577(3) 0.2188(3) 0.0749(16) Uani 0.680(4) 1 d D U P A 1
F2_1 F 0.4863(4) 0.6231(3) 0.15964(19) 0.0760(14) Uani 0.680(4) 1 d D U P A 1
F3_1 F 0.44083(18) 0.5842(2) 0.24065(19) 0.0638(11) Uani 0.680(4) 1 d D U P A 1
S1_1 S 0.53693(10) 0.69656(11) 0.25058(8) 0.0342(3) Uani 0.680(4) 1 d D U P A 1
O1_1 O 0.5564(3) 0.6750(3) 0.3098(2) 0.0599(12) Uani 0.680(4) 1 d D U P A 1
O2_1 O 0.6042(3) 0.7190(2) 0.2164(2) 0.0528(11) Uani 0.680(4) 1 d D U P A 1
O3_1 O 0.4687(3) 0.7433(3) 0.2463(3) 0.0607(14) Uani 0.680(4) 1 d D U P A 1
C1_2 C 0.5096(6) 0.6036(6) 0.1918(5) 0.037(2) Uani 0.320(4) 1 d D U P A 2
F1_2 F 0.5128(11) 0.5413(5) 0.2216(5) 0.099(5) Uani 0.320(4) 1 d D U P A 2
F2_2 F 0.5671(4) 0.6008(5) 0.1539(3) 0.056(2) Uani 0.320(4) 1 d D U P A 2
F3_2 F 0.4443(4) 0.6042(6) 0.1604(4) 0.067(3) Uani 0.320(4) 1 d D U P A 2
S1_2 S 0.5157(2) 0.6833(2) 0.24076(17) 0.0390(7) Uani 0.320(4) 1 d D U P A 2
O1_2 O 0.4463(5) 0.6763(9) 0.2750(5) 0.085(4) Uani 0.320(4) 1 d D U P A 2
O2_2 O 0.5874(5) 0.6718(7) 0.2726(5) 0.068(3) Uani 0.320(4) 1 d D U P A 2
O3_2 O 0.5108(9) 0.7459(6) 0.2028(4) 0.075(4) Uani 0.320(4) 1 d D U P A 2
C1_3 C 0.2622(2) 0.8912(2) -0.00457(17) 0.0489(8) Uani 1 1 d D U . . .
F1_3 F 0.20227(12) 0.91463(19) -0.03622(12) 0.0672(8) Uani 1 1 d D U . . .
F2_3 F 0.31661(18) 0.94205(18) -0.0076(3) 0.1145(17) Uani 1 1 d D U . . .
F3_3 F 0.2350(2) 0.8878(2) 0.05033(12) 0.0886(11) Uani 1 1 d D U . . .
S1_3 S 0.29676(5) 0.80118(6) -0.02896(4) 0.0444(2) Uani 1 1 d D U . . .
O1_3 O 0.2308(2) 0.7550(3) -0.0194(3) 0.0930(16) Uani 1 1 d D U . . .
O2_3 O 0.3150(2) 0.8158(3) -0.08940(15) 0.0786(11) Uani 1 1 d D U . . .
O3_3 O 0.36514(18) 0.7875(2) 0.00628(16) 0.0597(8) Uani 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C9 2.125(3) . ?
I1 O1 2.192(2) . ?
I1 C10 2.201(3) . ?
F1 C2 1.329(3) . ?
F2 C2 1.343(4) . ?
F3 C2 1.328(4) . ?
F4 C3 1.335(4) . ?
F5 C3 1.330(4) . ?
F6 C3 1.341(4) . ?
O1 C1 1.374(4) . ?
N1 N2 1.310(4) . ?
N1 C10 1.389(4) . ?
N1 C22 1.524(4) . ?
N2 N3 1.310(4) . ?
N3 C11 1.373(4) . ?
N3 C32 1.487(5) . ?
C1 C4 1.534(4) . ?
C1 C2 1.554(5) . ?
C1 C3 1.557(4) . ?
C4 C9 1.387(4) . ?
C4 C5 1.398(4) . ?
C5 C6 1.386(4) . ?
C6 C7 1.389(5) . ?
C7 C8 1.391(4) . ?
C8 C9 1.384(4) . ?
C10 C11 1.394(4) . ?
C11 C12 1.509(4) . ?
C12 C13 1.543(4) . ?
C12 C18 1.552(4) . ?
C12 C17 1.554(3) . ?
C13 C14 1.542(4) . ?
C14 C21 1.531(5) . ?
C14 C15 1.532(4) . ?
C15 C16 1.527(5) . ?
C16 C20 1.532(4) . ?
C16 C17 1.536(4) . ?
C18 C19 1.529(5) . ?
C19 C21 1.519(6) . ?
C19 C20 1.543(4) . ?
C22 C27 1.534(4) . ?
C22 C28 1.536(4) . ?
C22 C23 1.537(4) . ?
C23 C24 1.542(5) . ?
C24 C25 1.523(7) . ?
C24 C31 1.526(6) . ?
C25 C26 1.536(5) . ?
C26 C30 1.526(5) . ?
C26 C27 1.542(4) . ?
C28 C29 1.532(5) . ?
C29 C31 1.534(5) . ?
C29 C30 1.536(6) . ?
I1' C9' 2.117(3) . ?
I1' C10' 2.185(3) . ?
I1' O1' 2.191(2) . ?
F2' C2' 1.340(4) . ?
F1' C2' 1.333(4) . ?
F3' C2' 1.336(5) . ?
F4' C3' 1.339(3) . ?
F5' C3' 1.344(4) . ?
F6' C3' 1.330(4) . ?
O1' C1' 1.372(4) . ?
N1' N2' 1.308(4) . ?
N1' C10' 1.382(4) . ?
N1' C22' 1.523(4) . ?
N2' N3' 1.317(4) . ?
N3' C11' 1.368(4) . ?
N3' C32' 1.466(4) . ?
C1' C4' 1.531(4) . ?
C1' C3' 1.539(5) . ?
C1' C2' 1.553(4) . ?
C4' C5' 1.393(4) . ?
C4' C9' 1.402(4) . ?
C5' C6' 1.392(4) . ?
C6' C7' 1.385(5) . ?
C7' C8' 1.391(4) . ?
C8' C9' 1.386(4) . ?
C10' C11' 1.393(4) . ?
C11' C12' 1.517(4) . ?
C12' C17' 1.532(4) . ?
C12' C18' 1.545(3) . ?
C12' C13' 1.553(4) . ?
C13' C14' 1.539(4) . ?
C14' C15' 1.525(5) . ?
C14' C21' 1.537(4) . ?
C15' C16' 1.533(5) . ?
C16' C20' 1.536(4) . ?
C16' C17' 1.550(4) . ?
C18' C19' 1.526(4) . ?
C19' C20' 1.531(5) . ?
C19' C21' 1.533(4) . ?
C22' C23' 1.529(4) . ?
C22' C28' 1.533(5) . ?
C22' C27' 1.545(4) . ?
C23' C24' 1.541(4) . ?
C24' C31' 1.529(6) . ?
C24' C25' 1.534(5) . ?
C25' C26' 1.528(6) . ?
C26' C30' 1.523(6) . ?
C26' C27' 1.542(5) . ?
C28' C29' 1.547(5) . ?
C29' C31' 1.514(7) . ?
C29' C30' 1.534(6) . ?
C1_1 F1_1 1.321(7) . ?
C1_1 F3_1 1.324(6) . ?
C1_1 F2_1 1.324(7) . ?
C1_1 S1_1 1.815(7) . ?
S1_1 O3_1 1.439(4) . ?
S1_1 O1_1 1.440(4) . ?
S1_1 O2_1 1.443(4) . ?
C1_2 F2_2 1.307(12) . ?
C1_2 F1_2 1.310(13) . ?
C1_2 F3_2 1.323(11) . ?
C1_2 S1_2 1.818(11) . ?
S1_2 O3_2 1.422(10) . ?
S1_2 O1_2 1.422(9) . ?
S1_2 O2_2 1.435(8) . ?
C1_3 F2_3 1.305(5) . ?
C1_3 F1_3 1.318(4) . ?
C1_3 F3_3 1.333(5) . ?
C1_3 S1_3 1.812(4) . ?
S1_3 O1_3 1.415(3) . ?
S1_3 O2_3 1.434(4) . ?
S1_3 O3_3 1.436(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C9 I1 O1 77.61(9) . . ?
C9 I1 C10 93.42(10) . . ?
O1 I1 C10 170.00(9) . . ?
C1 O1 I1 115.22(17) . . ?
N2 N1 C10 111.5(2) . . ?
N2 N1 C22 115.3(2) . . ?
C10 N1 C22 133.1(2) . . ?
N3 N2 N1 105.9(2) . . ?
N2 N3 C11 113.5(2) . . ?
N2 N3 C32 113.7(3) . . ?
C11 N3 C32 132.7(3) . . ?
O1 C1 C4 111.1(2) . . ?
O1 C1 C2 107.0(2) . . ?
C4 C1 C2 111.3(2) . . ?
O1 C1 C3 109.2(3) . . ?
C4 C1 C3 109.0(3) . . ?
C2 C1 C3 109.1(2) . . ?
F3 C2 F1 107.1(3) . . ?
F3 C2 F2 107.4(3) . . ?
F1 C2 F2 106.6(2) . . ?
F3 C2 C1 110.4(2) . . ?
F1 C2 C1 111.5(2) . . ?
F2 C2 C1 113.4(3) . . ?
F5 C3 F4 107.6(3) . . ?
F5 C3 F6 106.8(3) . . ?
F4 C3 F6 107.4(3) . . ?
F5 C3 C1 113.8(3) . . ?
F4 C3 C1 111.9(3) . . ?
F6 C3 C1 109.0(3) . . ?
C9 C4 C5 117.3(3) . . ?
C9 C4 C1 118.2(2) . . ?
C5 C4 C1 124.5(3) . . ?
C6 C5 C4 120.6(3) . . ?
C5 C6 C7 120.1(3) . . ?
C6 C7 C8 120.8(3) . . ?
C9 C8 C7 117.5(3) . . ?
C8 C9 C4 123.7(2) . . ?
C8 C9 I1 122.0(2) . . ?
C4 C9 I1 114.31(18) . . ?
N1 C10 C11 105.5(2) . . ?
N1 C10 I1 121.4(2) . . ?
C11 C10 I1 132.7(2) . . ?
N3 C11 C10 103.7(2) . . ?
N3 C11 C12 121.9(2) . . ?
C10 C11 C12 134.2(3) . . ?
C11 C12 C13 111.7(2) . . ?
C11 C12 C18 109.6(2) . . ?
C13 C12 C18 107.0(2) . . ?
C11 C12 C17 111.0(2) . . ?
C13 C12 C17 107.2(2) . . ?
C18 C12 C17 110.3(2) . . ?
C14 C13 C12 110.6(2) . . ?
C21 C14 C15 109.1(3) . . ?
C21 C14 C13 109.8(3) . . ?
C15 C14 C13 109.9(2) . . ?
C16 C15 C14 109.2(3) . . ?
C15 C16 C20 110.4(3) . . ?
C15 C16 C17 109.3(2) . . ?
C20 C16 C17 109.6(3) . . ?
C16 C17 C12 110.0(2) . . ?
C19 C18 C12 110.4(2) . . ?
C21 C19 C18 109.7(3) . . ?
C21 C19 C20 110.7(3) . . ?
C18 C19 C20 109.0(3) . . ?
C16 C20 C19 108.9(3) . . ?
C19 C21 C14 109.1(3) . . ?
N1 C22 C27 109.3(2) . . ?
N1 C22 C28 108.4(2) . . ?
C27 C22 C28 109.6(2) . . ?
N1 C22 C23 109.5(2) . . ?
C27 C22 C23 111.2(3) . . ?
C28 C22 C23 108.7(2) . . ?
C22 C23 C24 108.3(3) . . ?
C25 C24 C31 110.2(4) . . ?
C25 C24 C23 109.4(3) . . ?
C31 C24 C23 109.8(3) . . ?
C24 C25 C26 109.8(3) . . ?
C30 C26 C25 110.1(3) . . ?
C30 C26 C27 109.8(3) . . ?
C25 C26 C27 109.2(3) . . ?
C22 C27 C26 108.4(2) . . ?
C29 C28 C22 109.1(3) . . ?
C28 C29 C31 109.4(3) . . ?
C28 C29 C30 110.0(3) . . ?
C31 C29 C30 110.4(4) . . ?
C26 C30 C29 108.6(3) . . ?
C24 C31 C29 108.5(3) . . ?
C9' I1' C10' 93.05(10) . . ?
C9' I1' O1' 77.72(10) . . ?
C10' I1' O1' 169.38(9) . . ?
C1' O1' I1' 115.74(17) . . ?
N2' N1' C10' 112.3(2) . . ?
N2' N1' C22' 115.0(2) . . ?
C10' N1' C22' 132.7(2) . . ?
N1' N2' N3' 105.5(2) . . ?
N2' N3' C11' 112.9(2) . . ?
N2' N3' C32' 112.4(3) . . ?
C11' N3' C32' 134.5(3) . . ?
O1' C1' C4' 111.5(2) . . ?
O1' C1' C3' 106.7(3) . . ?
C4' C1' C3' 111.1(2) . . ?
O1' C1' C2' 108.7(2) . . ?
C4' C1' C2' 108.8(3) . . ?
C3' C1' C2' 110.0(3) . . ?
F1' C2' F3' 107.9(3) . . ?
F1' C2' F2' 107.0(3) . . ?
F3' C2' F2' 106.7(3) . . ?
F1' C2' C1' 112.2(3) . . ?
F3' C2' C1' 109.5(3) . . ?
F2' C2' C1' 113.2(3) . . ?
F6' C3' F4' 106.6(3) . . ?
F6' C3' F5' 107.2(3) . . ?
F4' C3' F5' 106.2(3) . . ?
F6' C3' C1' 110.4(2) . . ?
F4' C3' C1' 112.0(2) . . ?
F5' C3' C1' 114.0(3) . . ?
C5' C4' C9' 117.3(3) . . ?
C5' C4' C1' 125.0(3) . . ?
C9' C4' C1' 117.7(2) . . ?
C6' C5' C4' 120.7(3) . . ?
C7' C6' C5' 120.5(3) . . ?
C6' C7' C8' 120.4(3) . . ?
C9' C8' C7' 118.1(3) . . ?
C8' C9' C4' 123.0(2) . . ?
C8' C9' I1' 122.4(2) . . ?
C4' C9' I1' 114.55(18) . . ?
N1' C10' C11' 104.8(2) . . ?
N1' C10' I1' 122.17(19) . . ?
C11' C10' I1' 132.6(2) . . ?
N3' C11' C10' 104.5(3) . . ?
N3' C11' C12' 121.7(2) . . ?
C10' C11' C12' 133.6(3) . . ?
C11' C12' C17' 112.6(2) . . ?
C11' C12' C18' 111.3(2) . . ?
C17' C12' C18' 108.0(2) . . ?
C11' C12' C13' 107.5(2) . . ?
C17' C12' C13' 106.9(2) . . ?
C18' C12' C13' 110.4(2) . . ?
C14' C13' C12' 110.4(2) . . ?
C15' C14' C21' 109.7(3) . . ?
C15' C14' C13' 109.5(3) . . ?
C21' C14' C13' 109.2(3) . . ?
C14' C15' C16' 109.4(3) . . ?
C15' C16' C20' 108.8(3) . . ?
C15' C16' C17' 109.6(3) . . ?
C20' C16' C17' 109.7(2) . . ?
C12' C17' C16' 110.5(2) . . ?
C19' C18' C12' 110.2(2) . . ?
C18' C19' C20' 109.2(3) . . ?
C18' C19' C21' 110.4(3) . . ?
C20' C19' C21' 109.5(3) . . ?
C19' C20' C16' 109.3(3) . . ?
C19' C21' C14' 109.6(2) . . ?
N1' C22' C23' 109.2(2) . . ?
N1' C22' C28' 108.8(2) . . ?
C23' C22' C28' 109.9(3) . . ?
N1' C22' C27' 109.1(2) . . ?
C23' C22' C27' 111.5(3) . . ?
C28' C22' C27' 108.2(3) . . ?
C22' C23' C24' 108.8(3) . . ?
C31' C24' C25' 109.2(3) . . ?
C31' C24' C23' 109.5(3) . . ?
C25' C24' C23' 109.0(3) . . ?
C26' C25' C24' 110.3(3) . . ?
C30' C26' C25' 109.5(4) . . ?
C30' C26' C27' 110.2(3) . . ?
C25' C26' C27' 109.4(3) . . ?
C26' C27' C22' 108.1(3) . . ?
C22' C28' C29' 109.2(3) . . ?
C31' C29' C30' 110.0(4) . . ?
C31' C29' C28' 110.0(3) . . ?
C30' C29' C28' 108.7(3) . . ?
C26' C30' C29' 109.1(3) . . ?
C29' C31' C24' 109.8(3) . . ?
F1_1 C1_1 F3_1 105.6(5) . . ?
F1_1 C1_1 F2_1 109.6(6) . . ?
F3_1 C1_1 F2_1 106.2(5) . . ?
F1_1 C1_1 S1_1 112.7(4) . . ?
F3_1 C1_1 S1_1 111.6(5) . . ?
F2_1 C1_1 S1_1 110.9(5) . . ?
O3_1 S1_1 O1_1 114.1(4) . . ?
O3_1 S1_1 O2_1 116.3(4) . . ?
O1_1 S1_1 O2_1 113.3(3) . . ?
O3_1 S1_1 C1_1 102.7(3) . . ?
O1_1 S1_1 C1_1 104.7(3) . . ?
O2_1 S1_1 C1_1 103.8(3) . . ?
F2_2 C1_2 F1_2 106.0(11) . . ?
F2_2 C1_2 F3_2 106.0(10) . . ?
F1_2 C1_2 F3_2 108.8(11) . . ?
F2_2 C1_2 S1_2 113.0(7) . . ?
F1_2 C1_2 S1_2 110.9(9) . . ?
F3_2 C1_2 S1_2 112.0(8) . . ?
O3_2 S1_2 O1_2 110.7(9) . . ?
O3_2 S1_2 O2_2 118.1(8) . . ?
O1_2 S1_2 O2_2 114.8(8) . . ?
O3_2 S1_2 C1_2 104.4(6) . . ?
O1_2 S1_2 C1_2 102.5(6) . . ?
O2_2 S1_2 C1_2 104.2(6) . . ?
F2_3 C1_3 F1_3 107.4(4) . . ?
F2_3 C1_3 F3_3 109.2(4) . . ?
F1_3 C1_3 F3_3 104.9(3) . . ?
F2_3 C1_3 S1_3 112.3(3) . . ?
F1_3 C1_3 S1_3 111.8(3) . . ?
F3_3 C1_3 S1_3 111.0(3) . . ?
O1_3 S1_3 O2_3 115.3(3) . . ?
O1_3 S1_3 O3_3 117.3(3) . . ?
O2_3 S1_3 O3_3 113.0(2) . . ?
O1_3 S1_3 C1_3 102.7(2) . . ?
O2_3 S1_3 C1_3 101.5(2) . . ?
O3_3 S1_3 C1_3 104.27(18) . . ?

_refine_diff_density_max         1.605
_refine_diff_density_min         -1.191
_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_ny-adadbx-thf-hex-
_audit_block_doi                 10.5517/ccdc.csd.cc2q3mcv
_database_code_depnum_ccdc_archive 'CCDC 2505927'
loop_
_citation_id
_citation_doi
_citation_year
1 10.26434/chemrxiv-2025-jjfdf 2025
loop_
_audit_author_name
_audit_author_address
'Arimasa Matsumoto'
;Nara Womens University
Japan
;
_audit_update_record             
;
2025-11-26 deposited with the CCDC.	2026-01-27 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         '2(C31 H34 F6 I N3 O), C H2 Cl2'
_chemical_formula_sum            'C63 H70 Cl2 F12 I2 N6 O2'
_chemical_formula_weight         1495.95

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 '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                   13.07355(16)
_cell_length_b                   16.1140(2)
_cell_length_c                   16.95238(19)
_cell_angle_alpha                63.4079(12)
_cell_angle_beta                 75.5952(10)
_cell_angle_gamma                76.6091(11)
_cell_volume                     3063.17(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    153
_cell_measurement_reflns_used    68395
_cell_measurement_theta_min      2.0770
_cell_measurement_theta_max      36.3650

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.622
_exptl_crystal_F_000             1508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    1.200
_shelx_estimated_absorpt_T_min   0.813
_shelx_estimated_absorpt_T_max   0.900
_exptl_absorpt_correction_T_min  0.34494
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.90 (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus rotational anode'
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10
_diffrn_reflns_number            106454
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.306
_diffrn_reflns_theta_max         36.469
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.945
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.945
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.945
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             28351
_reflns_number_gt                24673
_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       'CrystalClear-SM 1.3.6 SP3 r6 (Rigaku 2006)'
_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    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/3 (Sheldrick, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1416)'
_computing_publication_material  'enCIFer 2020.3.0 (Allen et al., 2004)'
_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)+(0.0673P)²+0.7153P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_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         28351
_refine_ls_number_parameters     813
_refine_ls_number_restraints     47
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0392
_refine_ls_wR_factor_ref         0.1107
_refine_ls_wR_factor_gt          0.1055
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.84418(2) 0.16252(2) 0.19358(2) 0.02377(3) Uani 1 1 d . . . . .
O1 O 0.89101(9) 0.22280(11) 0.27438(9) 0.0362(3) Uani 1 1 d . . . . .
C1 C 0.99720(13) 0.20729(14) 0.27855(13) 0.0366(4) Uani 1 1 d . . . . .
C2 C 1.0137(2) 0.1392(3) 0.37439(17) 0.0716(10) Uani 1 1 d . . . . .
C3 C 1.03204(19) 0.3058(2) 0.2484(3) 0.0712(10) Uani 1 1 d . . . . .
F1 F 1.11584(13) 0.1222(2) 0.38660(12) 0.1133(10) Uani 1 1 d . . . . .
F2 F 0.98409(19) 0.05839(16) 0.39484(10) 0.0987(7) Uani 1 1 d . . . . .
F3 F 0.95722(13) 0.17168(18) 0.43430(12) 0.0963(8) Uani 1 1 d . . . . .
F4 F 1.13202(15) 0.29920(18) 0.2588(3) 0.1332(13) Uani 1 1 d . . . . .
F5 F 0.96857(15) 0.34735(15) 0.30076(17) 0.0920(7) Uani 1 1 d . . . . .
F6 F 1.02159(15) 0.35905(12) 0.16597(16) 0.0814(6) Uani 1 1 d . . . . .
C4 C 1.06511(11) 0.16366(11) 0.21488(10) 0.0257(2) Uani 1 1 d . . . . .
C5 C 1.17641(11) 0.14370(12) 0.20373(11) 0.0301(3) Uani 1 1 d . . . . .
H5 H 1.214215 0.158342 0.235971 0.036 Uiso 1 1 calc R U . . .
C6 C 1.23201(12) 0.10274(12) 0.14604(11) 0.0308(3) Uani 1 1 d . . . . .
H6 H 1.307555 0.089228 0.139310 0.037 Uiso 1 1 calc R U . . .
C7 C 1.17821(11) 0.08139(11) 0.09816(10) 0.0293(3) Uani 1 1 d . . . . .
H7 H 1.217032 0.053963 0.058300 0.035 Uiso 1 1 calc R U . . .
C8 C 1.06730(11) 0.10001(11) 0.10826(10) 0.0256(2) Uani 1 1 d . . . . .
H8 H 1.029547 0.085564 0.075848 0.031 Uiso 1 1 calc R U . . .
C9 C 1.01358(10) 0.14029(10) 0.16709(9) 0.0232(2) Uani 1 1 d . . . . .
N2 N 0.83903(13) -0.01394(11) 0.06634(10) 0.0346(3) Uani 1 1 d . . . . .
N3 N 0.83192(13) 0.06709(11) -0.00282(9) 0.0344(3) Uani 1 1 d . . . . .
C10 C 0.83600(10) 0.09588(10) 0.11210(9) 0.0237(2) Uani 1 1 d . . . . .
N1A N 0.84189(10) 0.00104(10) 0.13821(8) 0.0256(2) Uani 0.558(18) 1 d . . P A 1
C11A C 0.83017(11) 0.13676(10) 0.02195(8) 0.0254(2) Uani 0.558(18) 1 d . . P A
1
C11B C 0.84189(10) 0.00104(10) 0.13821(8) 0.0256(2) Uani 0.442(18) 1 d . . P A
2
N1B N 0.83017(11) 0.13676(10) 0.02195(8) 0.0254(2) Uani 0.442(18) 1 d . . P A 2
C12 C 0.81776(10) 0.23757(10) -0.04262(9) 0.0247(2) Uani 1 1 d . . . . .
C13 C 0.81283(13) 0.24472(12) -0.13521(10) 0.0313(3) Uani 1 1 d . . . . .
H13A H 0.879432 0.211525 -0.156872 0.038 Uiso 1 1 calc R U . . .
H13B H 0.752428 0.214536 -0.130653 0.038 Uiso 1 1 calc R U . . .
C14 C 0.79851(13) 0.34806(13) -0.20167(10) 0.0346(3) Uani 1 1 d . . . . .
H14 H 0.794956 0.351971 -0.261509 0.041 Uiso 1 1 calc R U . . .
C15 C 0.89215(13) 0.39491(14) -0.21031(11) 0.0371(3) Uani 1 1 d . . . . .
H15A H 0.882702 0.461428 -0.253370 0.045 Uiso 1 1 calc R U . . .
H15B H 0.959426 0.363299 -0.232969 0.045 Uiso 1 1 calc R U . . .
C16 C 0.89774(13) 0.38858(12) -0.11877(11) 0.0338(3) Uani 1 1 d . . . . .
H16 H 0.959067 0.419115 -0.124095 0.041 Uiso 1 1 calc R U . . .
C17 C 0.91320(11) 0.28482(11) -0.05262(10) 0.0281(2) Uani 1 1 d . . . . .
H17A H 0.919026 0.280224 0.006362 0.034 Uiso 1 1 calc R U . . .
H17B H 0.980013 0.252218 -0.074712 0.034 Uiso 1 1 calc R U . . .
C18 C 0.71319(11) 0.28906(12) -0.01030(10) 0.0300(3) Uani 1 1 d . . . . .
H18A H 0.652211 0.259413 -0.005544 0.036 Uiso 1 1 calc R U . . .
H18B H 0.714575 0.284339 0.049699 0.036 Uiso 1 1 calc R U . . .
C19 C 0.69923(13) 0.39243(13) -0.07620(11) 0.0356(3) Uani 1 1 d . . . . .
H19 H 0.631666 0.425816 -0.054528 0.043 Uiso 1 1 calc R U . . .
C20 C 0.69465(13) 0.39849(14) -0.16820(12) 0.0391(4) Uani 1 1 d . . . . .
H20A H 0.633516 0.369152 -0.163671 0.047 Uiso 1 1 calc R U . . .
H20B H 0.684405 0.465006 -0.211141 0.047 Uiso 1 1 calc R U . . .
C21 C 0.79413(14) 0.43764(13) -0.08389(13) 0.0380(3) Uani 1 1 d . . . . .
H21A H 0.784387 0.504814 -0.125183 0.046 Uiso 1 1 calc R U . . .
H21B H 0.797976 0.433147 -0.024487 0.046 Uiso 1 1 calc R U . . .
C22 C 0.84196(10) -0.07901(10) 0.22880(9) 0.0252(2) Uani 1 1 d . . . . .
C23 C 0.73508(11) -0.06586(12) 0.28901(10) 0.0308(3) Uani 1 1 d . . . . .
H23A H 0.727182 -0.005958 0.294483 0.037 Uiso 1 1 calc R U . . .
H23B H 0.675078 -0.063619 0.261865 0.037 Uiso 1 1 calc R U . . .
C24 C 0.73259(14) -0.14776(14) 0.38202(11) 0.0372(3) Uani 1 1 d . . . . .
H24 H 0.663483 -0.139025 0.420994 0.045 Uiso 1 1 calc R U . . .
C25 C 0.74296(14) -0.23978(14) 0.37323(12) 0.0389(4) Uani 1 1 d . . . . .
H25A H 0.683215 -0.238321 0.346221 0.047 Uiso 1 1 calc R U . . .
H25B H 0.739860 -0.292659 0.433147 0.047 Uiso 1 1 calc R U . . .
C26 C 0.84925(14) -0.25355(12) 0.31421(11) 0.0345(3) Uani 1 1 d . . . . .
H26 H 0.856217 -0.313943 0.308708 0.041 Uiso 1 1 calc R U . . .
C27 C 0.85194(12) -0.17230(11) 0.22119(11) 0.0306(3) Uani 1 1 d . . . . .
H27A H 0.792460 -0.170798 0.193882 0.037 Uiso 1 1 calc R U . . .
H27B H 0.919750 -0.181462 0.182187 0.037 Uiso 1 1 calc R U . . .
C28 C 0.93606(11) -0.08375(11) 0.27083(10) 0.0284(3) Uani 1 1 d . . . . .
H28A H 1.004220 -0.094044 0.232718 0.034 Uiso 1 1 calc R U . . .
H28B H 0.932586 -0.023732 0.274903 0.034 Uiso 1 1 calc R U . . .
C29 C 0.82503(15) -0.14890(14) 0.42331(11) 0.0383(3) Uani 1 1 d . . . . .
H29A H 0.822879 -0.199935 0.484250 0.046 Uiso 1 1 calc R U . . .
H29B H 0.818255 -0.088712 0.427968 0.046 Uiso 1 1 calc R U . . .
C30 C 0.93131(13) -0.16404(12) 0.36436(11) 0.0332(3) Uani 1 1 d . . . . .
H30 H 0.991535 -0.165813 0.391935 0.040 Uiso 1 1 calc R U . . .
C31 C 0.94129(15) -0.25659(12) 0.35718(13) 0.0374(3) Uani 1 1 d . . . . .
H31A H 0.938850 -0.308864 0.417445 0.045 Uiso 1 1 calc R U . . .
H31B H 1.010385 -0.267186 0.320241 0.045 Uiso 1 1 calc R U . . .
I1' I 0.65985(2) 0.30683(2) 0.32791(2) 0.02514(3) Uani 1 1 d . . . . .
O1' O 0.60947(9) 0.21423(11) 0.28131(10) 0.0385(3) Uani 1 1 d . . . . .
C1' C 0.50221(13) 0.21607(14) 0.29141(12) 0.0380(4) Uani 1 1 d . . . . .
C2' C 0.4738(2) 0.11857(18) 0.3609(2) 0.0773(11) Uani 1 1 d . . . . .
C3' C 0.4766(2) 0.2432(3) 0.1963(2) 0.0827(13) Uani 1 1 d . . . . .
F1' F 0.52756(13) 0.05069(13) 0.33631(17) 0.0982(8) Uani 1 1 d . . . . .
F2' F 0.4947(2) 0.10187(12) 0.43777(13) 0.1098(9) Uani 1 1 d . . . . .
F3' F 0.36873(13) 0.11253(13) 0.37121(19) 0.1193(10) Uani 1 1 d . . . . .
F4' F 0.53745(16) 0.1813(2) 0.16419(15) 0.1074(10) Uani 1 1 d . . . . .
F5' F 0.37482(16) 0.2383(3) 0.19900(17) 0.1451(15) Uani 1 1 d . . . . .
F6' F 0.49839(17) 0.3259(2) 0.14208(11) 0.0961(7) Uani 1 1 d . . . . .
C4' C 0.43716(11) 0.28942(12) 0.32542(10) 0.0279(3) Uani 1 1 d . . . . .
C5' C 0.32555(12) 0.30798(13) 0.33925(11) 0.0327(3) Uani 1 1 d . . . . .
H5' H 0.285934 0.275437 0.325029 0.039 Uiso 1 1 calc R U . . .
C6' C 0.27223(12) 0.37260(13) 0.37310(12) 0.0337(3) Uani 1 1 d . . . . .
H6' H 0.196520 0.383984 0.382150 0.040 Uiso 1 1 calc R U . . .
C7' C 0.32873(12) 0.42121(11) 0.39408(11) 0.0306(3) Uani 1 1 d . . . . .
H7' H 0.291523 0.465559 0.417526 0.037 Uiso 1 1 calc R U . . .
C8' C 0.43940(11) 0.40507(11) 0.38085(10) 0.0266(2) Uani 1 1 d . . . . .
H8' H 0.478813 0.438098 0.394671 0.032 Uiso 1 1 calc R U . . .
C9' C 0.49110(10) 0.33922(10) 0.34679(9) 0.0243(2) Uani 1 1 d . . . . .
C10' C 0.67448(11) 0.40585(10) 0.37400(10) 0.0254(2) Uani 1 1 d . . . . .
C11' C 0.68972(11) 0.49834(10) 0.32238(10) 0.0287(3) Uani 0.489(18) 1 d . . P B
1
N1' N 0.66874(11) 0.39220(10) 0.46107(9) 0.0271(3) Uani 0.489(18) 1 d . . P B 1
N1C N 0.68972(11) 0.49834(10) 0.32238(10) 0.0287(3) Uani 0.511(18) 1 d . . P B
2
C11C C 0.66874(11) 0.39220(10) 0.46107(9) 0.0271(3) Uani 0.511(18) 1 d . . P B
2
N2' N 0.67966(15) 0.47392(11) 0.46074(11) 0.0388(3) Uani 1 1 d . . . . .
N3' N 0.69192(15) 0.53743(11) 0.37805(11) 0.0396(3) Uani 1 1 d . . . . .
C12' C 0.69906(11) 0.55616(11) 0.22306(10) 0.0277(2) Uani 1 1 d . . . . .
C13' C 0.72517(17) 0.65372(12) 0.19937(12) 0.0387(3) Uani 1 1 d . . . . .
H13C H 0.669385 0.684603 0.232826 0.046 Uiso 1 1 calc R U . . .
H13D H 0.794243 0.647266 0.217098 0.046 Uiso 1 1 calc R U . . .
C14' C 0.73119(16) 0.71414(13) 0.09870(13) 0.0401(4) Uani 1 1 d . . . . .
H14' H 0.747007 0.777564 0.084706 0.048 Uiso 1 1 calc R U . . .
C15' C 0.82024(13) 0.66817(13) 0.04665(13) 0.0400(4) Uani 1 1 d . . . . .
H15C H 0.823871 0.706772 -0.018448 0.048 Uiso 1 1 calc R U . . .
H15D H 0.889826 0.663370 0.062746 0.048 Uiso 1 1 calc R U . . .
C16' C 0.79650(12) 0.57064(13) 0.07003(12) 0.0367(3) Uani 1 1 d . . . . .
H16' H 0.854549 0.539914 0.036871 0.044 Uiso 1 1 calc R U . . .
C17' C 0.79048(12) 0.51074(12) 0.17115(12) 0.0344(3) Uani 1 1 d . . . . .
H17C H 0.858976 0.505613 0.189101 0.041 Uiso 1 1 calc R U . . .
H17D H 0.777769 0.446848 0.185699 0.041 Uiso 1 1 calc R U . . .
C18' C 0.59322(11) 0.56711(13) 0.19330(10) 0.0318(3) Uani 1 1 d . . . . .
H18C H 0.535035 0.597180 0.225966 0.038 Uiso 1 1 calc R U . . .
H18D H 0.576246 0.504611 0.207629 0.038 Uiso 1 1 calc R U . . .
C19' C 0.60135(12) 0.62727(15) 0.09217(11) 0.0373(3) Uani 1 1 d . . . . .
H19' H 0.532315 0.633405 0.073341 0.045 Uiso 1 1 calc R U . . .
C20' C 0.69066(15) 0.57942(15) 0.04278(12) 0.0408(4) Uani 1 1 d . . . . .
H20C H 0.675041 0.516407 0.057345 0.049 Uiso 1 1 calc R U . . .
H20D H 0.695077 0.616586 -0.022594 0.049 Uiso 1 1 calc R U . . .
C21' C 0.62465(15) 0.72443(14) 0.07062(12) 0.0420(4) Uani 1 1 d . . . . .
H21C H 0.566904 0.754894 0.103232 0.050 Uiso 1 1 calc R U . . .
H21D H 0.628326 0.764048 0.005696 0.050 Uiso 1 1 calc R U . . .
C22' C 0.66153(11) 0.30498(11) 0.54678(10) 0.0262(2) Uani 1 1 d . . . . .
C23' C 0.76398(11) 0.23585(12) 0.54400(11) 0.0305(3) Uani 1 1 d . . . . .
H23C H 0.771780 0.219688 0.492727 0.037 Uiso 1 1 calc R U . . .
H23D H 0.826485 0.265661 0.535462 0.037 Uiso 1 1 calc R U . . .
C24' C 0.76064(13) 0.14637(12) 0.63106(12) 0.0349(3) Uani 1 1 d . . . . .
H24' H 0.827632 0.102021 0.628216 0.042 Uiso 1 1 calc R U . . .
C25' C 0.75041(14) 0.17233(14) 0.70953(12) 0.0380(3) Uani 1 1 d . . . . .
H25C H 0.749134 0.115016 0.766156 0.046 Uiso 1 1 calc R U . . .
H25D H 0.812615 0.202221 0.701570 0.046 Uiso 1 1 calc R U . . .
C26' C 0.64778(14) 0.23984(13) 0.71402(11) 0.0360(3) Uani 1 1 d . . . . .
H26' H 0.641281 0.256373 0.765477 0.043 Uiso 1 1 calc R U . . .
C27' C 0.65126(14) 0.32952(12) 0.62647(11) 0.0330(3) Uani 1 1 d . . . . .
H27C H 0.585312 0.373772 0.629414 0.040 Uiso 1 1 calc R U . . .
H27D H 0.712751 0.360277 0.618434 0.040 Uiso 1 1 calc R U . . .
C28' C 0.56352(11) 0.25847(12) 0.56196(10) 0.0303(3) Uani 1 1 d . . . . .
H28C H 0.497550 0.302241 0.566349 0.036 Uiso 1 1 calc R U . . .
H28D H 0.566382 0.243830 0.510564 0.036 Uiso 1 1 calc R U . . .
C29' C 0.56159(13) 0.16791(13) 0.64845(11) 0.0352(3) Uani 1 1 d . . . . .
H29 H 0.498844 0.137414 0.656921 0.042 Uiso 1 1 calc R U . . .
C30' C 0.55210(14) 0.19257(16) 0.72740(12) 0.0414(4) Uani 1 1 d . . . . .
H30A H 0.550001 0.134957 0.783762 0.050 Uiso 1 1 calc R U . . .
H30B H 0.485187 0.235380 0.731694 0.050 Uiso 1 1 calc R U . . .
C31' C 0.66431(15) 0.10078(13) 0.64231(13) 0.0377(3) Uani 1 1 d . . . . .
H31C H 0.670635 0.085552 0.590678 0.045 Uiso 1 1 calc R U . . .
H31D H 0.662225 0.041757 0.697306 0.045 Uiso 1 1 calc R U . . .
Cl1_1 Cl 0.54572(11) 0.05082(13) 0.08891(13) 0.0718(4) Uani 0.5 1 d D U P C -1
Cl2_1 Cl 0.4517(3) -0.0160(3) -0.0069(2) 0.0966(10) Uani 0.5 1 d D U P C -1
C1_1 C 0.5676(5) -0.0070(7) 0.0190(6) 0.073(3) Uani 0.5 1 d D U P C -1
H1A_1 H 0.614454 0.026934 -0.037235 0.087 Uiso 0.5 1 calc R U P C -1
H1B_1 H 0.605667 -0.070792 0.048452 0.087 Uiso 0.5 1 calc R U P C -1
Cl1_2 Cl 0.95986(9) 0.43594(11) 0.42220(9) 0.0588(3) Uani 0.5 1 d D U P D -1
Cl2_2 Cl 1.0479(2) 0.51056(19) 0.5165(2) 0.0828(8) Uani 0.5 1 d D U P D -1
C1_2 C 0.9352(5) 0.4883(7) 0.4971(7) 0.056(2) Uani 0.5 1 d D U P D -1
H1A_2 H 0.887389 0.548149 0.473702 0.067 Uiso 0.5 1 calc R U P D -1
H1B_2 H 0.896895 0.446949 0.554892 0.067 Uiso 0.5 1 calc R U P D -1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
I1 C9 2.1251(13) . ?
I1 C10 2.1277(13) . ?
I1 O1 2.2536(11) . ?
O1 C1 1.3663(19) . ?
C1 C2 1.536(3) . ?
C1 C4 1.537(2) . ?
C1 C3 1.575(4) . ?
C2 F2 1.315(4) . ?
C2 F3 1.332(2) . ?
C2 F1 1.348(3) . ?
C3 F6 1.294(4) . ?
C3 F4 1.336(3) . ?
C3 F5 1.354(3) . ?
C4 C9 1.384(2) . ?
C4 C5 1.399(2) . ?
C5 C6 1.387(2) . ?
C6 C7 1.385(2) . ?
C7 C8 1.394(2) . ?
C8 C9 1.3888(18) . ?
N2 N3 1.310(2) . ?
N2 C11B 1.3544(18) . ?
N2 N1A 1.3544(18) . ?
N3 N1B 1.3573(19) . ?
N3 C11A 1.3573(19) . ?
C10 C11B 1.376(2) . ?
C10 N1A 1.376(2) . ?
C10 N1B 1.3816(18) . ?
C10 C11A 1.3816(18) . ?
N1A C22 1.4996(19) . ?
C11A C12 1.496(2) . ?
C11B C22 1.4996(19) . ?
N1B C12 1.496(2) . ?
C12 C13 1.538(2) . ?
C12 C18 1.538(2) . ?
C12 C17 1.5440(19) . ?
C13 C14 1.536(2) . ?
C14 C15 1.526(2) . ?
C14 C20 1.531(2) . ?
C15 C16 1.528(3) . ?
C16 C21 1.528(2) . ?
C16 C17 1.540(2) . ?
C18 C19 1.533(2) . ?
C19 C21 1.530(3) . ?
C19 C20 1.534(3) . ?
C22 C27 1.539(2) . ?
C22 C28 1.540(2) . ?
C22 C23 1.5446(18) . ?
C23 C24 1.536(2) . ?
C24 C25 1.528(3) . ?
C24 C29 1.533(3) . ?
C25 C26 1.531(2) . ?
C26 C27 1.532(2) . ?
C26 C31 1.536(2) . ?
C28 C30 1.531(2) . ?
C29 C30 1.536(2) . ?
C30 C31 1.523(3) . ?
I1' C9' 2.1229(13) . ?
I1' C10' 2.1272(14) . ?
I1' O1' 2.2480(11) . ?
O1' C1' 1.365(2) . ?
C1' C4' 1.534(2) . ?
C1' C2' 1.546(3) . ?
C1' C3' 1.572(4) . ?
C2' F2' 1.293(5) . ?
C2' F1' 1.331(2) . ?
C2' F3' 1.361(3) . ?
C3' F6' 1.285(5) . ?
C3' F5' 1.339(3) . ?
C3' F4' 1.353(4) . ?
C4' C9' 1.386(2) . ?
C4' C5' 1.401(2) . ?
C5' C6' 1.378(3) . ?
C6' C7' 1.391(3) . ?
C7' C8' 1.388(2) . ?
C8' C9' 1.392(2) . ?
C10' C11C 1.376(2) . ?
C10' N1' 1.376(2) . ?
C10' N1C 1.382(2) . ?
C10' C11' 1.382(2) . ?
C11' N3' 1.357(2) . ?
C11' C12' 1.505(2) . ?
N1' N2' 1.355(2) . ?
N1' C22' 1.503(2) . ?
N1C N3' 1.357(2) . ?
N1C C12' 1.505(2) . ?
C11C N2' 1.355(2) . ?
C11C C22' 1.503(2) . ?
N2' N3' 1.311(2) . ?
C12' C18' 1.535(2) . ?
C12' C13' 1.538(2) . ?
C12' C17' 1.545(2) . ?
C13' C14' 1.532(3) . ?
C14' C21' 1.532(3) . ?
C14' C15' 1.535(3) . ?
C15' C16' 1.527(3) . ?
C16' C20' 1.522(3) . ?
C16' C17' 1.537(2) . ?
C18' C19' 1.536(2) . ?
C19' C21' 1.527(3) . ?
C19' C20' 1.528(2) . ?
C22' C23' 1.537(2) . ?
C22' C27' 1.537(2) . ?
C22' C28' 1.542(2) . ?
C23' C24' 1.533(2) . ?
C24' C31' 1.532(2) . ?
C24' C25' 1.532(3) . ?
C25' C26' 1.529(3) . ?
C26' C30' 1.530(3) . ?
C26' C27' 1.539(2) . ?
C28' C29' 1.537(2) . ?
C29' C30' 1.528(3) . ?
C29' C31' 1.530(3) . ?
Cl1_1 C1_1 1.747(7) . ?
Cl2_1 C1_1 1.732(6) . ?
Cl1_2 C1_2 1.748(6) . ?
Cl2_2 C1_2 1.733(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
C9 I1 C10 91.08(5) . . ?
C9 I1 O1 76.58(5) . . ?
C10 I1 O1 167.59(5) . . ?
C1 O1 I1 115.83(9) . . ?
O1 C1 C2 108.69(18) . . ?
O1 C1 C4 112.29(12) . . ?
C2 C1 C4 108.07(15) . . ?
O1 C1 C3 106.81(15) . . ?
C2 C1 C3 113.0(2) . . ?
C4 C1 C3 108.03(18) . . ?
F2 C2 F3 107.9(3) . . ?
F2 C2 F1 107.6(3) . . ?
F3 C2 F1 105.8(2) . . ?
F2 C2 C1 109.8(2) . . ?
F3 C2 C1 112.1(2) . . ?
F1 C2 C1 113.4(3) . . ?
F6 C3 F4 109.6(3) . . ?
F6 C3 F5 108.6(2) . . ?
F4 C3 F5 106.5(2) . . ?
F6 C3 C1 110.78(18) . . ?
F4 C3 C1 112.6(2) . . ?
F5 C3 C1 108.6(3) . . ?
C9 C4 C5 117.57(12) . . ?
C9 C4 C1 118.43(12) . . ?
C5 C4 C1 123.98(13) . . ?
C6 C5 C4 120.57(14) . . ?
C7 C6 C5 120.48(14) . . ?
C6 C7 C8 120.23(13) . . ?
C9 C8 C7 118.08(14) . . ?
C4 C9 C8 123.06(12) . . ?
C4 C9 I1 116.15(9) . . ?
C8 C9 I1 120.71(10) . . ?
N3 N2 C11B 108.54(13) . . ?
N3 N2 N1A 108.54(13) . . ?
N2 N3 N1B 109.65(12) . . ?
N2 N3 C11A 109.65(12) . . ?
C11B C10 N1B 105.62(12) . . ?
N1A C10 C11A 105.62(12) . . ?
C11B C10 I1 126.32(10) . . ?
N1A C10 I1 126.32(10) . . ?
N1B C10 I1 127.97(11) . . ?
C11A C10 I1 127.97(11) . . ?
N2 N1A C10 108.58(13) . . ?
N2 N1A C22 120.34(13) . . ?
C10 N1A C22 130.89(12) . . ?
N3 C11A C10 107.61(13) . . ?
N3 C11A C12 121.52(12) . . ?
C10 C11A C12 130.80(12) . . ?
N2 C11B C10 108.58(13) . . ?
N2 C11B C22 120.34(13) . . ?
C10 C11B C22 130.89(12) . . ?
N3 N1B C10 107.61(13) . . ?
N3 N1B C12 121.52(12) . . ?
C10 N1B C12 130.80(12) . . ?
N1B C12 C13 109.55(12) . . ?
C11A C12 C13 109.55(12) . . ?
N1B C12 C18 109.45(11) . . ?
C11A C12 C18 109.45(11) . . ?
C13 C12 C18 108.60(12) . . ?
N1B C12 C17 111.10(12) . . ?
C11A C12 C17 111.10(12) . . ?
C13 C12 C17 107.97(11) . . ?
C18 C12 C17 110.12(12) . . ?
C14 C13 C12 109.94(14) . . ?
C15 C14 C20 109.45(16) . . ?
C15 C14 C13 110.11(14) . . ?
C20 C14 C13 109.28(13) . . ?
C14 C15 C16 109.28(12) . . ?
C21 C16 C15 109.87(15) . . ?
C21 C16 C17 108.97(13) . . ?
C15 C16 C17 109.31(14) . . ?
C16 C17 C12 109.91(12) . . ?
C19 C18 C12 109.97(12) . . ?
C21 C19 C18 109.43(14) . . ?
C21 C19 C20 109.31(14) . . ?
C18 C19 C20 108.97(15) . . ?
C14 C20 C19 109.66(14) . . ?
C16 C21 C19 110.28(14) . . ?
C11B C22 C27 110.09(11) . . ?
N1A C22 C27 110.09(11) . . ?
C11B C22 C28 111.14(11) . . ?
N1A C22 C28 111.14(11) . . ?
C27 C22 C28 108.16(12) . . ?
C11B C22 C23 108.45(12) . . ?
N1A C22 C23 108.45(12) . . ?
C27 C22 C23 108.67(11) . . ?
C28 C22 C23 110.31(12) . . ?
C24 C23 C22 109.47(13) . . ?
C25 C24 C29 110.32(16) . . ?
C25 C24 C23 109.50(14) . . ?
C29 C24 C23 108.86(13) . . ?
C24 C25 C26 109.37(13) . . ?
C25 C26 C27 109.21(14) . . ?
C25 C26 C31 109.33(15) . . ?
C27 C26 C31 110.14(13) . . ?
C26 C27 C22 109.83(13) . . ?
C30 C28 C22 109.64(12) . . ?
C24 C29 C30 109.43(13) . . ?
C31 C30 C28 109.44(14) . . ?
C31 C30 C29 109.62(14) . . ?
C28 C30 C29 109.86(14) . . ?
C30 C31 C26 109.28(14) . . ?
C9' I1' C10' 91.70(5) . . ?
C9' I1' O1' 76.83(5) . . ?
C10' I1' O1' 168.46(5) . . ?
C1' O1' I1' 116.04(9) . . ?
O1' C1' C4' 112.40(12) . . ?
O1' C1' C2' 108.0(2) . . ?
C4' C1' C2' 108.13(13) . . ?
O1' C1' C3' 106.88(13) . . ?
C4' C1' C3' 108.2(2) . . ?
C2' C1' C3' 113.3(2) . . ?
F2' C2' F1' 108.9(3) . . ?
F2' C2' F3' 108.3(2) . . ?
F1' C2' F3' 105.8(2) . . ?
F2' C2' C1' 109.9(2) . . ?
F1' C2' C1' 111.81(19) . . ?
F3' C2' C1' 111.9(3) . . ?
F6' C3' F5' 109.5(4) . . ?
F6' C3' F4' 108.7(2) . . ?
F5' C3' F4' 106.8(2) . . ?
F6' C3' C1' 110.8(2) . . ?
F5' C3' C1' 112.5(2) . . ?
F4' C3' C1' 108.4(3) . . ?
C9' C4' C5' 117.06(14) . . ?
C9' C4' C1' 118.53(13) . . ?
C5' C4' C1' 124.38(14) . . ?
C6' C5' C4' 121.19(15) . . ?
C5' C6' C7' 120.31(14) . . ?
C8' C7' C6' 120.16(15) . . ?
C7' C8' C9' 118.27(14) . . ?
C4' C9' C8' 123.01(13) . . ?
C4' C9' I1' 115.98(10) . . ?
C8' C9' I1' 120.99(10) . . ?
C11C C10' N1C 105.56(12) . . ?
N1' C10' C11' 105.56(12) . . ?
C11C C10' I1' 127.52(11) . . ?
N1' C10' I1' 127.52(11) . . ?
N1C C10' I1' 126.91(11) . . ?
C11' C10' I1' 126.91(11) . . ?
N3' C11' C10' 108.04(13) . . ?
N3' C11' C12' 120.59(13) . . ?
C10' C11' C12' 131.33(13) . . ?
N2' N1' C10' 108.26(13) . . ?
N2' N1' C22' 120.57(13) . . ?
C10' N1' C22' 130.97(13) . . ?
N3' N1C C10' 108.04(13) . . ?
N3' N1C C12' 120.59(13) . . ?
C10' N1C C12' 131.33(13) . . ?
N2' C11C C10' 108.26(13) . . ?
N2' C11C C22' 120.57(13) . . ?
C10' C11C C22' 130.97(13) . . ?
N3' N2' N1' 109.15(14) . . ?
N3' N2' C11C 109.15(14) . . ?
N2' N3' C11' 108.99(14) . . ?
N2' N3' N1C 108.99(14) . . ?
N1C C12' C18' 109.54(12) . . ?
C11' C12' C18' 109.54(12) . . ?
N1C C12' C13' 110.05(13) . . ?
C11' C12' C13' 110.05(13) . . ?
C18' C12' C13' 109.14(14) . . ?
N1C C12' C17' 111.19(13) . . ?
C11' C12' C17' 111.19(13) . . ?
C18' C12' C17' 109.90(13) . . ?
C13' C12' C17' 106.98(13) . . ?
C14' C13' C12' 110.36(14) . . ?
C21' C14' C13' 109.96(16) . . ?
C21' C14' C15' 109.38(16) . . ?
C13' C14' C15' 109.75(16) . . ?
C16' C15' C14' 108.79(13) . . ?
C20' C16' C15' 109.27(16) . . ?
C20' C16' C17' 109.62(13) . . ?
C15' C16' C17' 109.97(15) . . ?
C16' C17' C12' 109.80(13) . . ?
C12' C18' C19' 109.97(12) . . ?
C21' C19' C20' 110.24(14) . . ?
C21' C19' C18' 109.53(15) . . ?
C20' C19' C18' 108.99(16) . . ?
C16' C20' C19' 109.91(14) . . ?
C19' C21' C14' 108.81(15) . . ?
C11C C22' C23' 108.93(12) . . ?
N1' C22' C23' 108.93(12) . . ?
C11C C22' C27' 109.78(12) . . ?
N1' C22' C27' 109.78(12) . . ?
C23' C22' C27' 108.69(13) . . ?
C11C C22' C28' 111.85(12) . . ?
N1' C22' C28' 111.85(12) . . ?
C23' C22' C28' 109.91(12) . . ?
C27' C22' C28' 107.62(12) . . ?
C24' C23' C22' 110.60(12) . . ?
C31' C24' C25' 110.18(14) . . ?
C31' C24' C23' 108.65(14) . . ?
C25' C24' C23' 108.90(14) . . ?
C26' C25' C24' 109.65(14) . . ?
C25' C26' C30' 109.32(16) . . ?
C25' C26' C27' 109.44(14) . . ?
C30' C26' C27' 109.95(15) . . ?
C22' C27' C26' 109.88(14) . . ?
C29' C28' C22' 110.03(13) . . ?
C30' C29' C31' 109.93(15) . . ?
C30' C29' C28' 108.82(15) . . ?
C31' C29' C28' 109.70(13) . . ?
C29' C30' C26' 109.39(13) . . ?
C29' C31' C24' 109.73(14) . . ?
Cl2_1 C1_1 Cl1_1 113.6(3) . . ?
Cl2_2 C1_2 Cl1_2 114.9(3) . . ?

_refine_diff_density_max         2.823
_refine_diff_density_min         -2.256
_refine_diff_density_rms         0.112


# start Validation Reply Form
_vrf_PLAT971_ny-adadbx-thf-hex-  
;
PROBLEM: Check Calcd Resid. Dens.  0.52Ang From I1'             2.52 eA-3  
RESPONSE: The residual electron density is localized around the iodine atom.
This alert to be a consequence of the presence of the heavy atom.
;
# end Validation Reply Form
