# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_wtl-zs-1429
_database_code_depnum_ccdc_archive 'CCDC 2023293'
loop_
_audit_author_name
_audit_author_address
'Song Zhang' 'Sichuan University'
_audit_update_record             
;
2020-08-14 deposited with the CCDC.	2024-12-13 downloaded from the CCDC.
;
_audit_creation_date             2020-08-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H36 Cl F3 N2 O6'
_chemical_formula_sum            'C36 H36 Cl F3 N2 O6'
_chemical_formula_weight         685.12
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.08229(16)
_cell_length_b                   9.84703(16)
_cell_length_c                   21.8503(4)
_cell_angle_alpha                90
_cell_angle_beta                 95.1446(19)
_cell_angle_gamma                90
_cell_volume                     1731.98(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4168
_cell_measurement_temperature    294.5(7)
_cell_measurement_theta_max      71.4270
_cell_measurement_theta_min      4.0550
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.520
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.60986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0430
_diffrn_reflns_av_unetI/netI     0.0542
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            11696
_diffrn_reflns_point_group_measured_fraction_full 0.952
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.911
_diffrn_reflns_theta_min         4.063
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.5(7)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -90.00  -2.00   1.00    3.49    --  -36.29 125.00 -90.00   88
  2  ω   -108.00  -7.00   1.00    3.49    --  -36.29 -19.00 150.00  101
  3  ω   -104.00 -10.00   1.00    3.49    --  -36.29 -77.00 -30.00   94
  4  ω   -104.00 -10.00   1.00    3.49    --  -36.29 -77.00 150.00   94
  5  ω    -31.00  53.00   1.00    3.49    --   36.29 -57.00  90.00   84
  6  ω     20.00 104.00   1.00    3.49    --   36.29  57.00  90.00   84
  7  ω     39.00 133.00   1.00   13.95    --  106.21 -77.00 -60.00   94
  8  ω     39.00 124.00   1.00   13.95    --  106.21 -61.00 150.00   85
  9  ω     68.00 177.00   1.00   13.95    --  106.21  15.00 -30.00  109
 10  ω     36.00 113.00   1.00   13.95    --  106.21-111.00-180.00   77
 11  ω     36.00 113.00   1.00   13.95    --  106.21-111.00 -60.00   77
 12  ω     36.00 128.00   1.00   13.95    --  106.21 -30.00 -30.00   92
 13  ω     39.00 124.00   1.00   13.95    --  106.21 -61.00 -30.00   85
 14  ω     35.00 145.00   1.00   13.95    --  106.21 -15.00 120.00  110
 15  ω     88.00 173.00   1.00   13.95    --  106.21  61.00 -60.00   85
 16  ω     57.00  82.00   1.00   13.95    --  106.21 178.00-150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0550670000
_diffrn_orient_matrix_UB_12      0.0211857000
_diffrn_orient_matrix_UB_13      0.0686586000
_diffrn_orient_matrix_UB_21      0.0297227000
_diffrn_orient_matrix_UB_22      -0.1538586000
_diffrn_orient_matrix_UB_23      0.0076136000
_diffrn_orient_matrix_UB_31      0.1808808000
_diffrn_orient_matrix_UB_32      0.0187752000
_diffrn_orient_matrix_UB_33      -0.0154506000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    0.904
_reflns_Friedel_fraction_max     0.864
_reflns_number_gt                5656
_reflns_number_total             6283
_reflns_odcompleteness_completeness 99.36
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.053
_refine_ls_abs_structure_details 
;
 Flack x determined using 2146 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.012(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     439
_refine_ls_number_reflns         6283
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0589
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1020P)²+0.0505P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1539
_refine_ls_wR_factor_ref         0.1643
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00C(H00C)
2.b Secondary CH2 refined with riding coordinates:
 C00T(H00A,H00B), C00W(H00D,H00E), C011(H01D,H01E)
2.c Aromatic/amide H refined with riding coordinates:
 C00N(H00N), C00O(H00O), C00Q(H00Q), C00S(H00S), C00Z(H00Z), C012(H012),
 C013(H013), C014(H014), C016(H016), C019(H019), C01A(H01O)
2.d Idealised Me refined as rotating group:
 C010(H01A,H01B,H01C), C015(H01F,H01G,H01H), C017(H01I,H01J,H01K), C018(H01L,
 H01M,H01N), C01B(H01P,H01Q,H01R), C01C(H01S,H01T,H01U)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl01 Cl 0.9603(2) -0.06612(13) 0.86262(7) 0.0821(4) Uani 1 1 d . . . . .
F002 F 0.3504(3) 0.3917(3) 0.75371(16) 0.0710(8) Uani 1 1 d . . . . .
O003 O 0.8938(3) 0.4911(3) 0.87293(12) 0.0472(6) Uani 1 1 d . . . . .
F004 F 0.4837(4) 0.2658(3) 0.69498(14) 0.0739(8) Uani 1 1 d . . . . .
O005 O 0.5814(5) 0.6681(3) 0.91461(13) 0.0634(8) Uani 1 1 d . . . . .
F006 F 0.4366(4) 0.1950(3) 0.78486(17) 0.0784(9) Uani 1 1 d . . . . .
O007 O 0.5080(5) 0.8698(3) 0.87469(14) 0.0617(8) Uani 1 1 d . . . . .
N008 N 0.6685(4) 0.4933(3) 0.74907(14) 0.0437(7) Uani 1 1 d . . . . .
N009 N 0.8677(5) 0.3999(4) 0.69118(16) 0.0518(8) Uani 1 1 d . . . . .
O00A O 0.7462(5) 0.3650(4) 0.93495(14) 0.0671(9) Uani 1 1 d . . . . .
O00B O 0.7830(6) 0.6193(4) 0.67635(17) 0.0734(10) Uani 1 1 d . . . . .
C00C C 0.6177(5) 0.4495(4) 0.84001(16) 0.0420(7) Uani 1 1 d . . . . .
H00C H 0.5079 0.4380 0.8550 0.050 Uiso 1 1 calc R . . . .
C00D C 0.5648(5) 0.7428(4) 0.87137(19) 0.0483(8) Uani 1 1 d . . . . .
C00E C 0.6299(4) 0.5747(4) 0.79939(16) 0.0416(7) Uani 1 1 d . . . . .
O00F O 0.7721(8) 0.0543(5) 0.4424(2) 0.1011(15) Uani 1 1 d . . . . .
C00G C 0.4761(5) 0.3032(5) 0.7531(2) 0.0536(9) Uani 1 1 d . . . . .
C00H C 0.6407(5) 0.3651(4) 0.78009(17) 0.0430(7) Uani 1 1 d . . . . .
C00I C 0.7591(5) 0.4301(4) 0.88952(17) 0.0446(8) Uani 1 1 d . . . . .
C00J C 0.6039(5) 0.7064(4) 0.80817(16) 0.0428(7) Uani 1 1 d . . . . .
C00K C 0.7747(6) 0.5138(4) 0.70311(17) 0.0487(8) Uani 1 1 d . . . . .
C00L C 0.7818(5) 0.2673(4) 0.77706(17) 0.0443(8) Uani 1 1 d . . . . .
C00M C 0.8878(5) 0.2870(4) 0.73106(17) 0.0466(8) Uani 1 1 d . . . . .
C00N C 1.0381(6) 0.0857(5) 0.7661(2) 0.0612(11) Uani 1 1 d . . . . .
H00N H 1.1247 0.0248 0.7626 0.073 Uiso 1 1 calc R . . . .
C00O C 0.8033(5) 0.1583(4) 0.8175(2) 0.0503(8) Uani 1 1 d . . . . .
H00O H 0.7320 0.1455 0.8481 0.060 Uiso 1 1 calc R . . . .
C00P C 1.0524(6) 0.4927(5) 0.9125(2) 0.0595(10) Uani 1 1 d . . . . .
C00Q C 1.0140(6) 0.1930(5) 0.7258(2) 0.0588(10) Uani 1 1 d . . . . .
H00Q H 1.0837 0.2028 0.6945 0.071 Uiso 1 1 calc R . . . .
C00R C 0.4549(6) 0.8313(4) 0.71630(19) 0.0533(10) Uani 1 1 d . . . . .
C00S C 0.3066(7) 0.7732(5) 0.7275(3) 0.0653(12) Uani 1 1 d . . . . .
H00S H 0.3003 0.7204 0.7625 0.078 Uiso 1 1 calc R . . . .
C00T C 0.6102(6) 0.8143(4) 0.75931(18) 0.0496(8) Uani 1 1 d . . . . .
H00A H 0.6351 0.9006 0.7795 0.059 Uiso 1 1 calc R . . . .
H00B H 0.7015 0.7933 0.7350 0.059 Uiso 1 1 calc R . . . .
C00U C 0.9327(6) 0.0699(4) 0.8112(2) 0.0562(10) Uani 1 1 d . . . . .
C00V C 0.4655(9) 0.9118(5) 0.6637(2) 0.0757(15) Uani 1 1 d . . . . .
C00W C 0.9708(7) 0.4103(5) 0.6391(2) 0.0624(11) Uani 1 1 d . . . . .
H00D H 1.0854 0.3907 0.6534 0.075 Uiso 1 1 calc R . . . .
H00E H 0.9659 0.5025 0.6235 0.075 Uiso 1 1 calc R . . . .
C00X C 0.9142(6) 0.3132(5) 0.58758(19) 0.0579(10) Uani 1 1 d . . . . .
C00Y C 0.8110(9) 0.1414(6) 0.4902(2) 0.0742(15) Uani 1 1 d . . . . .
C00Z C 0.1654(8) 0.7922(7) 0.6873(3) 0.0889(19) Uani 1 1 d . . . . .
H00Z H 0.0659 0.7505 0.6947 0.107 Uiso 1 1 calc R . . . .
C010 C 0.4223(11) 1.0568(7) 0.9325(3) 0.096(2) Uani 1 1 d . . . . .
H01A H 0.3385 1.0727 0.8993 0.144 Uiso 1 1 calc GR . . . .
H01B H 0.5195 1.1091 0.9262 0.144 Uiso 1 1 calc GR . . . .
H01C H 0.3809 1.0833 0.9706 0.144 Uiso 1 1 calc GR . . . .
C011 C 0.4649(9) 0.9123(6) 0.9349(2) 0.0792(16) Uani 1 1 d . . . . .
H01D H 0.5580 0.8970 0.9653 0.095 Uiso 1 1 calc R . . . .
H01E H 0.3711 0.8597 0.9465 0.095 Uiso 1 1 calc R . . . .
C012 C 0.1736(12) 0.8724(9) 0.6367(4) 0.105(3) Uani 1 1 d . . . . .
H012 H 0.0789 0.8874 0.6102 0.126 Uiso 1 1 calc R . . . .
C013 C 0.7515(7) 0.3057(6) 0.5649(2) 0.0691(12) Uani 1 1 d . . . . .
H013 H 0.6734 0.3587 0.5827 0.083 Uiso 1 1 calc R . . . .
C014 C 0.6998(8) 0.2215(7) 0.5163(2) 0.0750(14) Uani 1 1 d . . . . .
H014 H 0.5884 0.2196 0.5014 0.090 Uiso 1 1 calc R . . . .
C015 C 1.1613(7) 0.5753(7) 0.8733(4) 0.093(2) Uani 1 1 d . . . . .
H01F H 1.1673 0.5310 0.8345 0.140 Uiso 1 1 calc GR . . . .
H01G H 1.2708 0.5829 0.8940 0.140 Uiso 1 1 calc GR . . . .
H01H H 1.1146 0.6643 0.8668 0.140 Uiso 1 1 calc GR . . . .
C016 C 1.0260(8) 0.2316(9) 0.5606(3) 0.0889(19) Uani 1 1 d . . . . .
H016 H 1.1376 0.2338 0.5752 0.107 Uiso 1 1 calc R . . . .
C017 C 1.1192(8) 0.3494(6) 0.9188(4) 0.091(2) Uani 1 1 d . . . . .
H01I H 1.0464 0.2953 0.9411 0.136 Uiso 1 1 calc GR . . . .
H01J H 1.2279 0.3510 0.9404 0.136 Uiso 1 1 calc GR . . . .
H01K H 1.1258 0.3111 0.8787 0.136 Uiso 1 1 calc GR . . . .
C018 C 0.6085(11) 0.0579(10) 0.4139(4) 0.109(3) Uani 1 1 d . . . . .
H01L H 0.6032 0.0074 0.3762 0.164 Uiso 1 1 calc GR . . . .
H01M H 0.5768 0.1504 0.4054 0.164 Uiso 1 1 calc GR . . . .
H01N H 0.5342 0.0184 0.4408 0.164 Uiso 1 1 calc GR . . . .
C019 C 0.9748(10) 0.1474(9) 0.5125(3) 0.098(2) Uani 1 1 d . . . . .
H019 H 1.0523 0.0937 0.4949 0.118 Uiso 1 1 calc R . . . .
C01A C 0.3224(13) 0.9313(8) 0.6251(3) 0.101(2) Uani 1 1 d . . . . .
H01O H 0.3267 0.9855 0.5904 0.122 Uiso 1 1 calc R . . . .
C01B C 0.6268(12) 0.9715(8) 0.6481(3) 0.104(2) Uani 1 1 d . . . . .
H01P H 0.6735 1.0257 0.6819 0.156 Uiso 1 1 calc GR . . . .
H01Q H 0.6079 1.0274 0.6122 0.156 Uiso 1 1 calc GR . . . .
H01R H 0.7025 0.8998 0.6403 0.156 Uiso 1 1 calc GR . . . .
C01C C 1.0272(10) 0.5665(12) 0.9714(4) 0.119(3) Uani 1 1 d . . . . .
H01S H 0.9680 0.6496 0.9621 0.179 Uiso 1 1 calc GR . . . .
H01T H 1.1333 0.5866 0.9928 0.179 Uiso 1 1 calc GR . . . .
H01U H 0.9643 0.5103 0.9967 0.179 Uiso 1 1 calc GR . . . .


_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
Cl01 C00U 1.749(5) . ?
F002 C00G 1.339(6) . ?
O003 C00I 1.323(5) . ?
O003 C00P 1.481(5) . ?
F004 C00G 1.329(5) . ?
O005 C00D 1.195(5) . ?
F006 C00G 1.326(5) . ?
O007 C00D 1.336(5) . ?
O007 C011 1.452(6) . ?
N008 C00E 1.418(5) . ?
N008 C00H 1.460(5) . ?
N008 C00K 1.393(5) . ?
N009 C00K 1.388(6) . ?
N009 C00M 1.413(5) . ?
N009 C00W 1.473(5) . ?
O00A C00I 1.194(5) . ?
O00B C00K 1.197(5) . ?
C00C H00C 0.9800 . ?
C00C C00E 1.528(5) . ?
C00C C00H 1.576(5) . ?
C00C C00I 1.513(5) . ?
C00D C00J 1.488(5) . ?
C00E C00J 1.330(6) . ?
O00F C00Y 1.367(7) . ?
O00F C018 1.410(10) . ?
C00G C00H 1.533(5) . ?
C00H C00L 1.498(6) . ?
C00J C00T 1.510(5) . ?
C00L C00M 1.391(6) . ?
C00L C00O 1.392(6) . ?
C00M C00Q 1.389(6) . ?
C00N H00N 0.9300 . ?
C00N C00Q 1.378(7) . ?
C00N C00U 1.369(7) . ?
C00O H00O 0.9300 . ?
C00O C00U 1.377(6) . ?
C00P C015 1.518(9) . ?
C00P C017 1.513(7) . ?
C00P C01C 1.506(8) . ?
C00Q H00Q 0.9300 . ?
C00R C00S 1.370(8) . ?
C00R C00T 1.508(6) . ?
C00R C00V 1.405(7) . ?
C00S H00S 0.9300 . ?
C00S C00Z 1.389(8) . ?
C00T H00A 0.9700 . ?
C00T H00B 0.9700 . ?
C00V C01A 1.383(10) . ?
C00V C01B 1.498(11) . ?
C00W H00D 0.9700 . ?
C00W H00E 0.9700 . ?
C00W C00X 1.516(7) . ?
C00X C013 1.365(8) . ?
C00X C016 1.380(7) . ?
C00Y C014 1.359(8) . ?
C00Y C019 1.370(10) . ?
C00Z H00Z 0.9300 . ?
C00Z C012 1.364(12) . ?
C010 H01A 0.9600 . ?
C010 H01B 0.9600 . ?
C010 H01C 0.9600 . ?
C010 C011 1.464(9) . ?
C011 H01D 0.9700 . ?
C011 H01E 0.9700 . ?
C012 H012 0.9300 . ?
C012 C01A 1.380(13) . ?
C013 H013 0.9300 . ?
C013 C014 1.383(8) . ?
C014 H014 0.9300 . ?
C015 H01F 0.9600 . ?
C015 H01G 0.9600 . ?
C015 H01H 0.9600 . ?
C016 H016 0.9300 . ?
C016 C019 1.372(10) . ?
C017 H01I 0.9600 . ?
C017 H01J 0.9600 . ?
C017 H01K 0.9600 . ?
C018 H01L 0.9600 . ?
C018 H01M 0.9600 . ?
C018 H01N 0.9600 . ?
C019 H019 0.9300 . ?
C01A H01O 0.9300 . ?
C01B H01P 0.9600 . ?
C01B H01Q 0.9600 . ?
C01B H01R 0.9600 . ?
C01C H01S 0.9600 . ?
C01C H01T 0.9600 . ?
C01C H01U 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00I O003 C00P 122.4(3) . . ?
C00D O007 C011 115.5(4) . . ?
C00E N008 C00H 94.3(3) . . ?
C00K N008 C00E 132.1(3) . . ?
C00K N008 C00H 126.2(3) . . ?
C00K N009 C00M 123.7(3) . . ?
C00K N009 C00W 116.3(4) . . ?
C00M N009 C00W 119.3(4) . . ?
C00E C00C H00C 113.3 . . ?
C00E C00C C00H 85.7(3) . . ?
C00H C00C H00C 113.3 . . ?
C00I C00C H00C 113.3 . . ?
C00I C00C C00E 115.7(3) . . ?
C00I C00C C00H 112.9(3) . . ?
O005 C00D O007 123.2(4) . . ?
O005 C00D C00J 124.6(4) . . ?
O007 C00D C00J 112.2(4) . . ?
N008 C00E C00C 91.4(3) . . ?
C00J C00E N008 135.4(4) . . ?
C00J C00E C00C 133.1(3) . . ?
C00Y O00F C018 117.6(6) . . ?
F002 C00G C00H 111.8(4) . . ?
F004 C00G F002 106.8(4) . . ?
F004 C00G C00H 111.4(4) . . ?
F006 C00G F002 107.4(4) . . ?
F006 C00G F004 108.1(4) . . ?
F006 C00G C00H 111.1(3) . . ?
N008 C00H C00C 88.0(3) . . ?
N008 C00H C00G 109.3(3) . . ?
N008 C00H C00L 112.7(3) . . ?
C00G C00H C00C 111.5(3) . . ?
C00L C00H C00C 121.5(3) . . ?
C00L C00H C00G 111.4(3) . . ?
O003 C00I C00C 109.5(3) . . ?
O00A C00I O003 127.4(4) . . ?
O00A C00I C00C 123.0(4) . . ?
C00D C00J C00T 120.7(3) . . ?
C00E C00J C00D 114.7(3) . . ?
C00E C00J C00T 124.6(3) . . ?
N009 C00K N008 113.4(3) . . ?
O00B C00K N008 122.9(4) . . ?
O00B C00K N009 123.7(4) . . ?
C00M C00L C00H 117.5(3) . . ?
C00M C00L C00O 121.1(4) . . ?
C00O C00L C00H 121.3(4) . . ?
C00L C00M N009 120.7(4) . . ?
C00Q C00M N009 121.2(4) . . ?
C00Q C00M C00L 118.1(4) . . ?
C00Q C00N H00N 120.5 . . ?
C00U C00N H00N 120.5 . . ?
C00U C00N C00Q 119.0(4) . . ?
C00L C00O H00O 120.8 . . ?
C00U C00O C00L 118.5(4) . . ?
C00U C00O H00O 120.8 . . ?
O003 C00P C015 101.0(4) . . ?
O003 C00P C017 109.1(4) . . ?
O003 C00P C01C 109.1(4) . . ?
C017 C00P C015 109.3(5) . . ?
C01C C00P C015 110.6(6) . . ?
C01C C00P C017 116.6(7) . . ?
C00M C00Q H00Q 119.3 . . ?
C00N C00Q C00M 121.4(4) . . ?
C00N C00Q H00Q 119.3 . . ?
C00S C00R C00T 122.4(4) . . ?
C00S C00R C00V 120.0(5) . . ?
C00V C00R C00T 117.7(5) . . ?
C00R C00S H00S 119.5 . . ?
C00R C00S C00Z 120.9(6) . . ?
C00Z C00S H00S 119.5 . . ?
C00J C00T H00A 108.3 . . ?
C00J C00T H00B 108.3 . . ?
C00R C00T C00J 116.1(4) . . ?
C00R C00T H00A 108.3 . . ?
C00R C00T H00B 108.3 . . ?
H00A C00T H00B 107.4 . . ?
C00N C00U Cl01 119.8(3) . . ?
C00N C00U C00O 121.8(4) . . ?
C00O C00U Cl01 118.3(4) . . ?
C00R C00V C01B 121.7(6) . . ?
C01A C00V C00R 118.0(7) . . ?
C01A C00V C01B 120.2(6) . . ?
N009 C00W H00D 109.2 . . ?
N009 C00W H00E 109.2 . . ?
N009 C00W C00X 112.1(4) . . ?
H00D C00W H00E 107.9 . . ?
C00X C00W H00D 109.2 . . ?
C00X C00W H00E 109.2 . . ?
C013 C00X C00W 121.3(4) . . ?
C013 C00X C016 117.4(5) . . ?
C016 C00X C00W 121.3(5) . . ?
O00F C00Y C019 116.6(5) . . ?
C014 C00Y O00F 124.7(6) . . ?
C014 C00Y C019 118.7(5) . . ?
C00S C00Z H00Z 120.2 . . ?
C012 C00Z C00S 119.5(7) . . ?
C012 C00Z H00Z 120.2 . . ?
H01A C010 H01B 109.5 . . ?
H01A C010 H01C 109.5 . . ?
H01B C010 H01C 109.5 . . ?
C011 C010 H01A 109.5 . . ?
C011 C010 H01B 109.5 . . ?
C011 C010 H01C 109.5 . . ?
O007 C011 C010 108.9(5) . . ?
O007 C011 H01D 109.9 . . ?
O007 C011 H01E 109.9 . . ?
C010 C011 H01D 109.9 . . ?
C010 C011 H01E 109.9 . . ?
H01D C011 H01E 108.3 . . ?
C00Z C012 H012 120.0 . . ?
C00Z C012 C01A 120.0(6) . . ?
C01A C012 H012 120.0 . . ?
C00X C013 H013 119.1 . . ?
C00X C013 C014 121.7(5) . . ?
C014 C013 H013 119.1 . . ?
C00Y C014 C013 120.3(6) . . ?
C00Y C014 H014 119.8 . . ?
C013 C014 H014 119.8 . . ?
C00P C015 H01F 109.5 . . ?
C00P C015 H01G 109.5 . . ?
C00P C015 H01H 109.5 . . ?
H01F C015 H01G 109.5 . . ?
H01F C015 H01H 109.5 . . ?
H01G C015 H01H 109.5 . . ?
C00X C016 H016 119.5 . . ?
C019 C016 C00X 121.0(6) . . ?
C019 C016 H016 119.5 . . ?
C00P C017 H01I 109.5 . . ?
C00P C017 H01J 109.5 . . ?
C00P C017 H01K 109.5 . . ?
H01I C017 H01J 109.5 . . ?
H01I C017 H01K 109.5 . . ?
H01J C017 H01K 109.5 . . ?
O00F C018 H01L 109.5 . . ?
O00F C018 H01M 109.5 . . ?
O00F C018 H01N 109.5 . . ?
H01L C018 H01M 109.5 . . ?
H01L C018 H01N 109.5 . . ?
H01M C018 H01N 109.5 . . ?
C00Y C019 C016 120.9(6) . . ?
C00Y C019 H019 119.5 . . ?
C016 C019 H019 119.5 . . ?
C00V C01A H01O 119.2 . . ?
C012 C01A C00V 121.6(7) . . ?
C012 C01A H01O 119.2 . . ?
C00V C01B H01P 109.5 . . ?
C00V C01B H01Q 109.5 . . ?
C00V C01B H01R 109.5 . . ?
H01P C01B H01Q 109.5 . . ?
H01P C01B H01R 109.5 . . ?
H01Q C01B H01R 109.5 . . ?
C00P C01C H01S 109.5 . . ?
C00P C01C H01T 109.5 . . ?
C00P C01C H01U 109.5 . . ?
H01S C01C H01T 109.5 . . ?
H01S C01C H01U 109.5 . . ?
H01T C01C H01U 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2020-08-13
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.678
_oxdiff_exptl_absorpt_empirical_full_min 0.675
####################################################################### 
# 
# 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_wtl-zs-4-o
_database_code_depnum_ccdc_archive 'CCDC 2034211'
loop_
_audit_author_name
_audit_author_address
'Song Zhang' 'Sichuan University'
_audit_update_record             
;
2020-09-28 deposited with the CCDC.	2024-12-13 downloaded from the CCDC.
;
_audit_creation_date             2020-09-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H36 Cl F3 N2 O7'
_chemical_formula_sum            'C36 H36 Cl F3 N2 O7'
_chemical_formula_weight         701.12
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   12.0254(7)
_cell_length_b                   12.2134(8)
_cell_length_c                   13.7083(7)
_cell_angle_alpha                104.703(5)
_cell_angle_beta                 91.687(5)
_cell_angle_gamma                116.424(6)
_cell_volume                     1720.23(19)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5912
_cell_measurement_temperature    295.2(4)
_cell_measurement_theta_max      71.2070
_cell_measurement_theta_min      4.2240
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.14956
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             732
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0315
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18459
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.515
_diffrn_reflns_theta_min         3.379
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      295.2(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00 -17.00   1.00    2.88    --  -35.23 -57.00 -30.00   87
  2  ω    -57.00  35.00   1.00    2.88    --  -35.23  38.00 120.00   92
  3  ω     23.00  90.00   1.00    2.88    --   35.23-125.00-150.00   67
  4  ω    -37.00  73.00   1.00    2.88    --   35.23 -19.00 -90.00  110
  5  ω     23.00  90.00   1.00    2.88    --   35.23-125.00   0.00   67
  6  ω     13.00 106.00   1.00    2.88    --   35.23  38.00-180.00   93
  7  ω     13.00 106.00   1.00    2.88    --   35.23  38.00 -30.00   93
  8  ω    -33.00  54.00   1.00    2.88    --   35.23 -57.00-150.00   87
  9  ω      7.00 104.00   1.00    2.88    --   35.23  77.00  60.00   97
 10  ω     87.00 175.00   1.00   11.52    --  106.90  61.00 -60.00   88
 11  ω     38.00 126.00   1.00   11.52    --  106.90 -55.00  80.00   88
 12  ω     37.00 110.00   1.00   11.52    --  106.90 -94.00-120.00   73
 13  ω     36.00 113.00   1.00   11.52    --  106.90-111.00 150.00   77
 14  ω     36.00 113.00   1.00   11.52    --  106.90-111.00 -30.00   77
 15  ω     87.00 175.00   1.00   11.52    --  106.90  61.00-180.00   88
 16  ω     35.00 133.00   1.00   11.52    --  106.90 -30.00   0.00   98
 17  ω     36.00 113.00   1.00   11.52    --  106.90-111.00  30.00   77
 18  ω     37.00 127.00   1.00   11.52    --  106.90 -45.00-120.00   90
 19  ω     35.00 133.00   1.00   11.52    --  106.90 -30.00 150.00   98
 20  ω    100.00 178.00   1.00   11.52    --  106.90 111.00 120.00   78
 21  ω     81.00 178.00   1.00   11.52    --  106.90  30.00  60.00   97
 22  ω    100.00 178.00   1.00   11.52    --  106.90 111.00-120.00   78
 23  ω     37.00 110.00   1.00   11.52    --  106.90 -94.00  60.00   73
 24  ω     38.00 136.00   1.00   11.52    --  106.90 -77.00 150.00   98
 25  ω      7.00 104.00   1.00    2.88    --   35.23  77.00 -30.00   97
 26  ω    -35.00  57.00   1.00    2.88    --   35.23 -38.00 120.00   92
 27  ω      7.00 104.00   1.00    2.88    --   35.23  77.00 150.00   97
 28  ω      7.00 104.00   1.00    2.88    --   35.23  77.00-150.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at home/near, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0545275000
_diffrn_orient_matrix_UB_12      -0.0855885000
_diffrn_orient_matrix_UB_13      0.0698147000
_diffrn_orient_matrix_UB_21      0.0793082000
_diffrn_orient_matrix_UB_22      -0.0680804000
_diffrn_orient_matrix_UB_23      -0.0364223000
_diffrn_orient_matrix_UB_31      0.1084900000
_diffrn_orient_matrix_UB_32      0.0990714000
_diffrn_orient_matrix_UB_33      0.0875992000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5125
_reflns_number_total             6584
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.252
_refine_diff_density_min         -0.248
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     469
_refine_ls_number_reflns         6584
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0695
_refine_ls_R_factor_gt           0.0575
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1027P)²+0.1682P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1629
_refine_ls_wR_factor_ref         0.1793
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(C0AA)=Sof(H0AA)=Sof(H0AB)=1-FVAR(1)
 Sof(C01B)=Sof(H01O)=Sof(H01P)=FVAR(1)
 Sof(C01E)=Sof(H01W)=Sof(H01X)=Sof(H01Y)=1-FVAR(2)
 Sof(C01D)=Sof(H01T)=Sof(H01U)=Sof(H01V)=FVAR(2)
3.a Ternary CH refined with riding coordinates:
 C00J(H00J)
3.b Secondary CH2 refined with riding coordinates:
 C00U(H00A,H00B), C012(H01A,H01B), C01B(H01O,H01P), C0AA(H0AA,H0AB)
3.c Aromatic/amide H refined with riding coordinates:
 C00K(H00K), C00P(H00P), C00S(H00S), C00Y(H00Y), C00Z(H00Z), C010(H010),
 C011(H011), C013(H013), C014(H014), C015(H015), C016(H016)
3.d Idealised Me refined as rotating group:
 C017(H01C,H01D,H01E), C018(H01F,H01G,H01H), C019(H01I,H01J,H01K), C01A(H01L,
 H01M,H01N), C01C(H01Q,H01R,H01S), C01D(H01T,H01U,H01V), C01E(H01W,H01X,H01Y)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl00 Cl 0.09623(10) 0.82532(9) 0.32890(6) 0.1064(3) Uani 1 1 d . . . . .
F002 F 0.49241(15) 0.70750(15) 0.49752(14) 0.0914(5) Uani 1 1 d . . . . .
O003 O 0.31410(14) 1.03063(13) 0.69539(12) 0.0625(4) Uani 1 1 d . . . . .
F004 F 0.51966(15) 0.89867(15) 0.52131(15) 0.0949(5) Uani 1 1 d . . . . .
F005 F 0.58520(13) 0.84863(17) 0.64162(15) 0.0932(5) Uani 1 1 d . . . . .
O006 O 0.16424(15) 0.83799(15) 0.70012(14) 0.0728(4) Uani 1 1 d . . . . .
O007 O 0.27816(18) 0.48208(15) 0.67603(13) 0.0744(4) Uani 1 1 d . . . . .
O008 O 0.44062(15) 0.80415(16) 0.84386(13) 0.0697(4) Uani 1 1 d . . . . .
N009 N 0.34122(16) 0.68279(16) 0.66243(13) 0.0573(4) Uani 1 1 d . . . . .
O00A O 0.3664(2) 0.98937(17) 0.91485(15) 0.0897(6) Uani 1 1 d . . . . .
N00B N 0.22147(19) 0.50573(16) 0.52563(14) 0.0633(4) Uani 1 1 d . . . . .
O00C O 0.1911(2) 0.84810(19) 0.95438(15) 0.0877(5) Uani 1 1 d . . . . .
O00D O 0.3201(2) 0.2937(2) 0.08060(16) 0.1062(7) Uani 1 1 d . . . . .
C00E C 0.2707(2) 0.91210(19) 0.69885(15) 0.0564(5) Uani 1 1 d . . . . .
C00F C 0.25924(19) 0.71408(19) 0.51262(15) 0.0547(4) Uani 1 1 d . . . . .
C00G C 0.36393(19) 0.76996(18) 0.60089(16) 0.0547(4) Uani 1 1 d . . . . .
C00H C 0.1893(2) 0.58092(19) 0.47908(16) 0.0578(5) Uani 1 1 d . . . . .
C00I C 0.2794(2) 0.55059(19) 0.62531(17) 0.0595(5) Uani 1 1 d . . . . .
C00J C 0.37555(19) 0.87579(18) 0.70007(16) 0.0555(4) Uani 1 1 d . . . . .
H00J H 0.4595 0.9502 0.7200 0.067 Uiso 1 1 calc R . . . .
C00K C 0.2307(2) 0.7888(2) 0.46601(16) 0.0632(5) Uani 1 1 d . . . . .
H00K H 0.2789 0.8775 0.4877 0.076 Uiso 1 1 calc R . . . .
C00L C 0.3572(2) 0.77705(19) 0.75754(16) 0.0583(5) Uani 1 1 d . . . . .
C00M C 0.3086(2) 0.7672(2) 0.85400(17) 0.0632(5) Uani 1 1 d . . . . .
C00N C 0.2617(2) 0.6423(2) 0.98482(17) 0.0622(5) Uani 1 1 d . . . . .
C00O C 0.2193(2) 0.34834(19) 0.36900(18) 0.0651(5) Uani 1 1 d . . . . .
C00P C 0.0879(2) 0.5249(2) 0.39988(18) 0.0693(6) Uani 1 1 d . . . . .
H00P H 0.0394 0.4363 0.3771 0.083 Uiso 1 1 calc R . . . .
C00Q C 0.4916(2) 0.8063(2) 0.5649(2) 0.0682(6) Uani 1 1 d . . . . .
C00R C 0.2322(3) 1.0940(2) 0.69928(19) 0.0713(6) Uani 1 1 d . . . . .
C00S C 0.3442(2) 0.4073(2) 0.3596(2) 0.0713(6) Uani 1 1 d . . . . .
H00S H 0.4045 0.4587 0.4179 0.086 Uiso 1 1 calc R . . . .
C00T C 0.2939(3) 0.8822(2) 0.91168(17) 0.0715(6) Uani 1 1 d . . . . .
C00U C 0.2338(2) 0.6423(2) 0.87598(17) 0.0691(6) Uani 1 1 d . . . . .
H00A H 0.2491 0.5775 0.8299 0.083 Uiso 1 1 calc R . . . .
H00B H 0.1451 0.6174 0.8605 0.083 Uiso 1 1 calc R . . . .
C00V C 0.1893(2) 0.5329(2) 1.0125(2) 0.0715(6) Uani 1 1 d . . . . .
C00W C 0.1309(3) 0.7308(3) 0.38773(17) 0.0710(6) Uani 1 1 d . . . . .
C00X C 0.2940(3) 0.3143(2) 0.1784(2) 0.0758(6) Uani 1 1 d . . . . .
C00Y C 0.0589(2) 0.5999(3) 0.35494(18) 0.0747(6) Uani 1 1 d . . . . .
H00Y H -0.0095 0.5619 0.3024 0.090 Uiso 1 1 calc R . . . .
C00Z C 0.3564(3) 0.7460(2) 1.0571(2) 0.0747(6) Uani 1 1 d . . . . .
H00Z H 0.4068 0.8190 1.0388 0.090 Uiso 1 1 calc R . . . .
C010 C 0.3823(2) 0.3915(2) 0.2645(2) 0.0756(6) Uani 1 1 d . . . . .
H010 H 0.4672 0.4330 0.2593 0.091 Uiso 1 1 calc R . . . .
C011 C 0.1331(2) 0.2696(2) 0.2811(2) 0.0810(7) Uani 1 1 d . . . . .
H011 H 0.0482 0.2272 0.2858 0.097 Uiso 1 1 calc R . . . .
C012 C 0.1759(3) 0.3685(2) 0.4712(2) 0.0768(7) Uani 1 1 d . . . . .
H01A H 0.0847 0.3244 0.4609 0.092 Uiso 1 1 calc R . . . .
H01B H 0.2062 0.3312 0.5133 0.092 Uiso 1 1 calc R . . . .
C013 C 0.1700(3) 0.2524(3) 0.1870(2) 0.0863(8) Uani 1 1 d . . . . .
H013 H 0.1102 0.1983 0.1288 0.104 Uiso 1 1 calc R . . . .
C014 C 0.2119(3) 0.5345(3) 1.1132(2) 0.0892(8) Uani 1 1 d . . . . .
H014 H 0.1623 0.4623 1.1326 0.107 Uiso 1 1 calc R . . . .
C015 C 0.3044(3) 0.6388(3) 1.1842(2) 0.0892(8) Uani 1 1 d . . . . .
H015 H 0.3168 0.6379 1.2512 0.107 Uiso 1 1 calc R . . . .
C016 C 0.3784(3) 0.7442(3) 1.1563(2) 0.0843(7) Uani 1 1 d . . . . .
H016 H 0.4436 0.8148 1.2037 0.101 Uiso 1 1 calc R . . . .
C017 C 0.1738(3) 1.0922(3) 0.7950(2) 0.0914(8) Uani 1 1 d . . . . .
H01C H 0.1107 1.0066 0.7887 0.137 Uiso 1 1 calc GR . . . .
H01D H 0.1359 1.1479 0.8047 0.137 Uiso 1 1 calc GR . . . .
H01E H 0.2377 1.1212 0.8527 0.137 Uiso 1 1 calc GR . . . .
C018 C 0.0873(3) 0.4134(3) 0.9354(3) 0.1055(10) Uani 1 1 d . . . . .
H01F H 0.0266 0.4334 0.9080 0.158 Uiso 1 1 calc GR . . . .
H01G H 0.0464 0.3485 0.9683 0.158 Uiso 1 1 calc GR . . . .
H01H H 0.1243 0.3826 0.8809 0.158 Uiso 1 1 calc GR . . . .
C019 C 0.3264(3) 1.2296(3) 0.7040(3) 0.1034(10) Uani 1 1 d . . . . .
H01I H 0.3918 1.2644 0.7619 0.155 Uiso 1 1 calc GR . . . .
H01J H 0.2845 1.2815 0.7108 0.155 Uiso 1 1 calc GR . . . .
H01K H 0.3625 1.2286 0.6425 0.155 Uiso 1 1 calc GR . . . .
C01A C 0.1339(4) 1.0268(4) 0.6037(3) 0.1115(12) Uani 1 1 d . . . . .
H01L H 0.1748 1.0272 0.5445 0.167 Uiso 1 1 calc GR . . . .
H01M H 0.0844 1.0704 0.6036 0.167 Uiso 1 1 calc GR . . . .
H01N H 0.0802 0.9399 0.6022 0.167 Uiso 1 1 calc GR . . . .
C01B C 0.1660(13) 0.9396(16) 1.0214(11) 0.088(3) Uani 0.59(5) 1 d . . P A 1
H01O H 0.0758 0.9059 1.0190 0.106 Uiso 0.59(5) 1 calc R . P A 1
H01P H 0.1968 1.0163 0.9997 0.106 Uiso 0.59(5) 1 calc R . P A 1
C01C C 0.4413(4) 0.3710(5) 0.0661(3) 0.1284(14) Uani 1 1 d . . . . .
H01Q H 0.4469 0.3484 -0.0053 0.193 Uiso 1 1 calc GR . . . .
H01R H 0.5010 0.3588 0.1041 0.193 Uiso 1 1 calc GR . . . .
H01S H 0.4594 0.4592 0.0896 0.193 Uiso 1 1 calc GR . . . .
C01D C 0.2261(13) 0.9719(9) 1.1253(4) 0.101(3) Uani 0.71(3) 1 d . . P A 1
H01T H 0.3158 1.0137 1.1291 0.152 Uiso 0.71(3) 1 calc GR . P A 1
H01U H 0.2005 0.8951 1.1449 0.152 Uiso 0.71(3) 1 calc GR . P A 1
H01V H 0.2016 1.0283 1.1708 0.152 Uiso 0.71(3) 1 calc GR . P A 1
C0AA C 0.195(4) 0.970(4) 1.0281(18) 0.138(9) Uani 0.41(5) 1 d . . P A 2
H0AA H 0.2814 1.0359 1.0539 0.166 Uiso 0.41(5) 1 calc R . P A 2
H0AB H 0.1520 1.0036 0.9930 0.166 Uiso 0.41(5) 1 calc R . P A 2
C01E C 0.135(5) 0.933(2) 1.108(2) 0.149(14) Uani 0.29(3) 1 d . . P A 2
H01W H 0.0636 0.8498 1.0814 0.224 Uiso 0.29(3) 1 calc GR . P A 2
H01X H 0.1068 0.9937 1.1408 0.224 Uiso 0.29(3) 1 calc GR . P A 2
H01Y H 0.1923 0.9310 1.1564 0.224 Uiso 0.29(3) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl00 C00W 1.744(3) . ?
F002 C00Q 1.324(3) . ?
O003 C00E 1.317(2) . ?
O003 C00R 1.495(3) . ?
F004 C00Q 1.326(3) . ?
F005 C00Q 1.333(3) . ?
O006 C00E 1.198(3) . ?
O007 C00I 1.212(3) . ?
O008 C00L 1.397(3) . ?
O008 C00M 1.467(3) . ?
N009 C00G 1.460(2) . ?
N009 C00I 1.382(3) . ?
N009 C00L 1.445(3) . ?
O00A C00T 1.195(3) . ?
N00B C00H 1.414(3) . ?
N00B C00I 1.370(3) . ?
N00B C012 1.480(3) . ?
O00C C00T 1.324(3) . ?
O00C C01B 1.407(15) . ?
O00C C0AA 1.55(3) . ?
O00D C00X 1.372(3) . ?
O00D C01C 1.394(4) . ?
C00E C00J 1.512(3) . ?
C00F C00G 1.497(3) . ?
C00F C00H 1.394(3) . ?
C00F C00K 1.386(3) . ?
C00G C00J 1.573(3) . ?
C00G C00Q 1.532(3) . ?
C00H C00P 1.392(3) . ?
C00J H00J 0.9800 . ?
C00J C00L 1.543(3) . ?
C00K H00K 0.9300 . ?
C00K C00W 1.369(3) . ?
C00L C00M 1.473(3) . ?
C00M C00T 1.515(3) . ?
C00M C00U 1.501(3) . ?
C00N C00U 1.520(3) . ?
C00N C00V 1.389(3) . ?
C00N C00Z 1.377(3) . ?
C00O C00S 1.374(3) . ?
C00O C011 1.379(4) . ?
C00O C012 1.510(3) . ?
C00P H00P 0.9300 . ?
C00P C00Y 1.378(4) . ?
C00R C017 1.507(4) . ?
C00R C019 1.517(4) . ?
C00R C01A 1.512(4) . ?
C00S H00S 0.9300 . ?
C00S C010 1.390(4) . ?
C00U H00A 0.9700 . ?
C00U H00B 0.9700 . ?
C00V C014 1.392(4) . ?
C00V C018 1.516(4) . ?
C00W C00Y 1.374(4) . ?
C00X C010 1.372(4) . ?
C00X C013 1.365(4) . ?
C00Y H00Y 0.9300 . ?
C00Z H00Z 0.9300 . ?
C00Z C016 1.386(4) . ?
C010 H010 0.9300 . ?
C011 H011 0.9300 . ?
C011 C013 1.373(4) . ?
C012 H01A 0.9700 . ?
C012 H01B 0.9700 . ?
C013 H013 0.9300 . ?
C014 H014 0.9300 . ?
C014 C015 1.361(4) . ?
C015 H015 0.9300 . ?
C015 C016 1.358(4) . ?
C016 H016 0.9300 . ?
C017 H01C 0.9600 . ?
C017 H01D 0.9600 . ?
C017 H01E 0.9600 . ?
C018 H01F 0.9600 . ?
C018 H01G 0.9600 . ?
C018 H01H 0.9600 . ?
C019 H01I 0.9600 . ?
C019 H01J 0.9600 . ?
C019 H01K 0.9600 . ?
C01A H01L 0.9600 . ?
C01A H01M 0.9600 . ?
C01A H01N 0.9600 . ?
C01B H01O 0.9700 . ?
C01B H01P 0.9700 . ?
C01B C01D 1.453(15) . ?
C01C H01Q 0.9600 . ?
C01C H01R 0.9600 . ?
C01C H01S 0.9600 . ?
C01D H01T 0.9600 . ?
C01D H01U 0.9600 . ?
C01D H01V 0.9600 . ?
C0AA H0AA 0.9700 . ?
C0AA H0AB 0.9700 . ?
C0AA C01E 1.39(4) . ?
C01E H01W 0.9600 . ?
C01E H01X 0.9600 . ?
C01E H01Y 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00E O003 C00R 122.11(18) . . ?
C00L O008 C00M 61.83(14) . . ?
C00I N009 C00G 125.33(18) . . ?
C00I N009 C00L 135.79(17) . . ?
C00L N009 C00G 94.47(15) . . ?
C00H N00B C012 119.6(2) . . ?
C00I N00B C00H 122.13(17) . . ?
C00I N00B C012 117.72(19) . . ?
C00T O00C C01B 121.5(7) . . ?
C00T O00C C0AA 108.8(17) . . ?
C00X O00D C01C 117.6(3) . . ?
O003 C00E C00J 110.70(17) . . ?
O006 C00E O003 127.6(2) . . ?
O006 C00E C00J 121.66(19) . . ?
C00H C00F C00G 116.52(18) . . ?
C00K C00F C00G 122.76(18) . . ?
C00K C00F C00H 120.7(2) . . ?
N009 C00G C00F 111.17(16) . . ?
N009 C00G C00J 88.65(15) . . ?
N009 C00G C00Q 110.89(17) . . ?
C00F C00G C00J 122.02(17) . . ?
C00F C00G C00Q 111.38(18) . . ?
C00Q C00G C00J 110.52(17) . . ?
C00F C00H N00B 120.1(2) . . ?
C00P C00H N00B 121.4(2) . . ?
C00P C00H C00F 118.5(2) . . ?
O007 C00I N009 123.0(2) . . ?
O007 C00I N00B 123.8(2) . . ?
N00B C00I N009 113.16(18) . . ?
C00E C00J C00G 114.20(17) . . ?
C00E C00J H00J 113.1 . . ?
C00E C00J C00L 114.50(17) . . ?
C00G C00J H00J 113.1 . . ?
C00L C00J C00G 86.38(14) . . ?
C00L C00J H00J 113.1 . . ?
C00F C00K H00K 120.3 . . ?
C00W C00K C00F 119.3(2) . . ?
C00W C00K H00K 120.3 . . ?
O008 C00L N009 122.12(18) . . ?
O008 C00L C00J 122.66(17) . . ?
O008 C00L C00M 61.41(14) . . ?
N009 C00L C00J 90.37(15) . . ?
N009 C00L C00M 133.00(18) . . ?
C00M C00L C00J 129.39(19) . . ?
O008 C00M C00L 56.77(13) . . ?
O008 C00M C00T 110.88(18) . . ?
O008 C00M C00U 117.2(2) . . ?
C00L C00M C00T 114.04(19) . . ?
C00L C00M C00U 123.62(19) . . ?
C00U C00M C00T 118.4(2) . . ?
C00V C00N C00U 118.8(2) . . ?
C00Z C00N C00U 122.7(2) . . ?
C00Z C00N C00V 118.6(2) . . ?
C00S C00O C011 117.7(2) . . ?
C00S C00O C012 121.9(2) . . ?
C011 C00O C012 120.4(2) . . ?
C00H C00P H00P 119.8 . . ?
C00Y C00P C00H 120.5(2) . . ?
C00Y C00P H00P 119.8 . . ?
F002 C00Q F004 107.9(2) . . ?
F002 C00Q F005 106.7(2) . . ?
F002 C00Q C00G 111.80(18) . . ?
F004 C00Q F005 107.1(2) . . ?
F004 C00Q C00G 110.67(19) . . ?
F005 C00Q C00G 112.4(2) . . ?
O003 C00R C017 109.7(2) . . ?
O003 C00R C019 102.0(2) . . ?
O003 C00R C01A 109.0(2) . . ?
C017 C00R C019 110.8(2) . . ?
C017 C00R C01A 112.1(3) . . ?
C01A C00R C019 112.8(3) . . ?
C00O C00S H00S 119.4 . . ?
C00O C00S C010 121.3(2) . . ?
C010 C00S H00S 119.4 . . ?
O00A C00T O00C 125.5(2) . . ?
O00A C00T C00M 122.7(2) . . ?
O00C C00T C00M 111.7(2) . . ?
C00M C00U C00N 115.73(19) . . ?
C00M C00U H00A 108.3 . . ?
C00M C00U H00B 108.3 . . ?
C00N C00U H00A 108.3 . . ?
C00N C00U H00B 108.3 . . ?
H00A C00U H00B 107.4 . . ?
C00N C00V C014 118.7(2) . . ?
C00N C00V C018 121.2(2) . . ?
C014 C00V C018 120.2(2) . . ?
C00K C00W Cl00 119.1(2) . . ?
C00K C00W C00Y 121.0(2) . . ?
C00Y C00W Cl00 119.9(2) . . ?
C010 C00X O00D 124.8(3) . . ?
C013 C00X O00D 115.5(3) . . ?
C013 C00X C010 119.7(2) . . ?
C00P C00Y H00Y 120.0 . . ?
C00W C00Y C00P 119.9(2) . . ?
C00W C00Y H00Y 120.0 . . ?
C00N C00Z H00Z 119.3 . . ?
C00N C00Z C016 121.5(2) . . ?
C016 C00Z H00Z 119.3 . . ?
C00S C010 H010 120.2 . . ?
C00X C010 C00S 119.6(2) . . ?
C00X C010 H010 120.2 . . ?
C00O C011 H011 119.3 . . ?
C013 C011 C00O 121.4(2) . . ?
C013 C011 H011 119.3 . . ?
N00B C012 C00O 112.28(18) . . ?
N00B C012 H01A 109.1 . . ?
N00B C012 H01B 109.1 . . ?
C00O C012 H01A 109.1 . . ?
C00O C012 H01B 109.1 . . ?
H01A C012 H01B 107.9 . . ?
C00X C013 C011 120.3(3) . . ?
C00X C013 H013 119.9 . . ?
C011 C013 H013 119.9 . . ?
C00V C014 H014 119.0 . . ?
C015 C014 C00V 122.0(3) . . ?
C015 C014 H014 119.0 . . ?
C014 C015 H015 120.3 . . ?
C016 C015 C014 119.4(3) . . ?
C016 C015 H015 120.3 . . ?
C00Z C016 H016 120.1 . . ?
C015 C016 C00Z 119.8(3) . . ?
C015 C016 H016 120.1 . . ?
C00R C017 H01C 109.5 . . ?
C00R C017 H01D 109.5 . . ?
C00R C017 H01E 109.5 . . ?
H01C C017 H01D 109.5 . . ?
H01C C017 H01E 109.5 . . ?
H01D C017 H01E 109.5 . . ?
C00V C018 H01F 109.5 . . ?
C00V C018 H01G 109.5 . . ?
C00V C018 H01H 109.5 . . ?
H01F C018 H01G 109.5 . . ?
H01F C018 H01H 109.5 . . ?
H01G C018 H01H 109.5 . . ?
C00R C019 H01I 109.5 . . ?
C00R C019 H01J 109.5 . . ?
C00R C019 H01K 109.5 . . ?
H01I C019 H01J 109.5 . . ?
H01I C019 H01K 109.5 . . ?
H01J C019 H01K 109.5 . . ?
C00R C01A H01L 109.5 . . ?
C00R C01A H01M 109.5 . . ?
C00R C01A H01N 109.5 . . ?
H01L C01A H01M 109.5 . . ?
H01L C01A H01N 109.5 . . ?
H01M C01A H01N 109.5 . . ?
O00C C01B H01O 109.5 . . ?
O00C C01B H01P 109.5 . . ?
O00C C01B C01D 110.7(8) . . ?
H01O C01B H01P 108.1 . . ?
C01D C01B H01O 109.5 . . ?
C01D C01B H01P 109.5 . . ?
O00D C01C H01Q 109.5 . . ?
O00D C01C H01R 109.5 . . ?
O00D C01C H01S 109.5 . . ?
H01Q C01C H01R 109.5 . . ?
H01Q C01C H01S 109.5 . . ?
H01R C01C H01S 109.5 . . ?
C01B C01D H01T 109.5 . . ?
C01B C01D H01U 109.5 . . ?
C01B C01D H01V 109.5 . . ?
H01T C01D H01U 109.5 . . ?
H01T C01D H01V 109.5 . . ?
H01U C01D H01V 109.5 . . ?
O00C C0AA H0AA 110.4 . . ?
O00C C0AA H0AB 110.4 . . ?
H0AA C0AA H0AB 108.6 . . ?
C01E C0AA O00C 107(3) . . ?
C01E C0AA H0AA 110.4 . . ?
C01E C0AA H0AB 110.4 . . ?
C0AA C01E H01W 109.5 . . ?
C0AA C01E H01X 109.5 . . ?
C0AA C01E H01Y 109.5 . . ?
H01W C01E H01X 109.5 . . ?
H01W C01E H01Y 109.5 . . ?
H01X C01E H01Y 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2020-09-25
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 5.426
_oxdiff_exptl_absorpt_empirical_full_min 0.708
