# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2023

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

data_20220917pma_auto
_database_code_depnum_ccdc_archive 'CCDC 2246067'
loop_
_audit_author_name
_audit_author_address
'cheng qiuhong'
;Shangdong University
China
;
_audit_update_record             
;
2023-03-03 deposited with the CCDC.	2023-11-28 downloaded from the CCDC.
;
_audit_creation_date             2022-09-19
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H22 F7 N3 O2'
_chemical_formula_sum            'C33 H22 F7 N3 O2'
_chemical_formula_weight         625.53
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         CNOF
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'
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      orthorhombic
_space_group_IT_number           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.1815(3)
_cell_length_b                   17.3109(7)
_cell_length_c                   46.2197(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5745.9(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4723
_cell_measurement_temperature    173.01(10)
_cell_measurement_theta_max      75.2640
_cell_measurement_theta_min      5.1820
_shelx_estimated_absorpt_T_max   0.990
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    1.057
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29192
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
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    1.446
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2560
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0477
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            14428
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.906
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.505
_diffrn_reflns_theta_min         5.110
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 109.00   1.00    3.60    --  106.65-124.00  32.00   74
  2  ω     34.00  91.00   1.00    3.60    --  106.65 -72.00 100.00   57
  3  ω     94.00 126.00   1.00    3.60    --  106.65  49.00  49.00   32
  4  ω    130.00 178.00   1.00    3.60    --  106.65  49.00  49.00   48
  5  ω     94.00 163.00   1.00    3.60    --  106.65  19.00-150.00   69
  6  ω    -65.00  22.00   1.00    1.30    --  -48.42  72.00-129.00   87
  7  ω    -85.00 -59.00   1.00    3.60    --  -91.75  72.00-129.00   26
  8  ω    -66.00 -19.00   1.00    3.60    --  -91.75  57.00-150.00   47
  9  ω    -49.00 -19.00   1.00    3.60    --  -91.75  72.00-129.00   30
 10  ω    -55.00 -30.00   1.00    3.60    --  -91.75  49.00  49.00   25
 11  ω   -165.00 -82.00   1.00    3.60    --  -91.75 -38.00 150.00   83
 12  ω    -85.00 -19.00   1.00    3.60    --  -91.75 125.00-120.00   66
 13  ω   -120.00 -73.00   1.00    1.30    --  -48.42-125.00-180.00   47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1671102000
_diffrn_orient_matrix_UB_12      -0.0482806000
_diffrn_orient_matrix_UB_13      -0.0105180000
_diffrn_orient_matrix_UB_21      -0.0444152000
_diffrn_orient_matrix_UB_22      0.0223591000
_diffrn_orient_matrix_UB_23      -0.0314906000
_diffrn_orient_matrix_UB_31      0.1273060000
_diffrn_orient_matrix_UB_32      0.0712784000
_diffrn_orient_matrix_UB_33      0.0027799000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.707
_reflns_Friedel_fraction_full    0.949
_reflns_Friedel_fraction_max     0.858
_reflns_number_gt                4542
_reflns_number_total             5464
_reflns_odcompleteness_completeness 98.84
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.330
_refine_diff_density_min         -0.442
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 1575 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.41(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.857
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         5464
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0522
_refine_ls_restrained_S_all      0.939
_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)+(0.1095P)²+6.1639P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1467
_refine_ls_wR_factor_ref         0.1567
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F27) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Ternary CH refined with riding coordinates:
 C17(H17)
3.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C14(H14A,H14B), C13(H13A,H13B)
3.c Aromatic/amide H refined with riding coordinates:
 N18(H18), N15(H15), N11(H11), C31(H31), C41(H41), C32(H32), C42(H42),
 C37(H37), C36(H36), C45(H45), C43(H43), C44(H44)
3.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F23 F 0.6136(4) 0.75901(16) 0.59562(6) 0.0504(7) Uani 1 1 d . . . . .
O20 O 0.2780(4) 0.43746(16) 0.45772(6) 0.0363(6) Uani 1 1 d . . . . .
F29 F 0.5519(4) 0.50867(17) 0.63417(7) 0.0560(8) Uani 1 1 d . . . . .
O22 O 0.5458(4) 0.32056(16) 0.50453(6) 0.0367(7) Uani 1 1 d . . . . .
F25 F 0.5016(5) 0.82220(18) 0.64497(7) 0.0608(8) Uani 1 1 d . . . . .
N18 N 0.1771(5) 0.33477(18) 0.48235(7) 0.0295(7) Uani 1 1 d . . . . .
H18 H 0.123500 0.289052 0.482209 0.035 Uiso 1 1 calc R U . . .
N15 N 0.5083(4) 0.43613(19) 0.52630(8) 0.0313(7) Uani 1 1 d . . . . .
H15 H 0.428936 0.472290 0.531501 0.038 Uiso 1 1 calc R U . . .
F28 F 0.4364(5) 0.4925(2) 0.68575(9) 0.0779(11) Uani 1 1 d . . . . .
N11 N 0.6503(6) 0.6076(2) 0.58737(8) 0.0430(9) Uani 1 1 d . . . . .
H11 H 0.693687 0.643131 0.575548 0.052 Uiso 1 1 calc R U . . .
F24 F 0.3959(6) 0.8050(3) 0.69783(8) 0.0809(12) Uani 1 1 d . . . . .
C19 C 0.2089(5) 0.3720(2) 0.45746(8) 0.0264(7) Uani 1 1 d . . . . .
C16 C 0.4433(5) 0.3732(2) 0.51257(8) 0.0264(7) Uani 1 1 d . . . . .
C30 C 0.1161(5) 0.3719(2) 0.40398(9) 0.0297(8) Uani 1 1 d . . . . .
C17 C 0.2311(5) 0.3700(2) 0.50963(8) 0.0277(8) Uani 1 1 d . . . . .
H17 H 0.179921 0.423708 0.510551 0.033 Uiso 1 1 calc R U . . .
F27 F 0.3202(6) 0.5565(3) 0.73491(8) 0.0895(11) Uani 1 1 d . U . . .
C31 C 0.1184(6) 0.4551(2) 0.40143(9) 0.0346(9) Uani 1 1 d . . . . .
H31 H 0.152709 0.485385 0.417713 0.042 Uiso 1 1 calc R U . . .
C39 C 0.0625(5) 0.3281(3) 0.37899(8) 0.0336(9) Uani 1 1 d . . . . .
C40 C 0.1577(5) 0.3313(2) 0.42982(8) 0.0295(8) Uani 1 1 d . . . . .
F26 F 0.3027(6) 0.7109(3) 0.74157(7) 0.1046(16) Uani 1 1 d . . . . .
C2 C 0.5680(6) 0.7133(3) 0.61791(9) 0.0389(10) Uani 1 1 d . . . . .
C1 C 0.5856(6) 0.6318(3) 0.61372(10) 0.0396(10) Uani 1 1 d . . . . .
C41 C 0.1535(6) 0.2505(2) 0.42973(9) 0.0340(9) Uani 1 1 d . . . . .
H41 H 0.184036 0.223439 0.446981 0.041 Uiso 1 1 calc R U . . .
C12 C 0.6532(6) 0.5277(2) 0.57725(10) 0.0374(9) Uani 1 1 d . . . . .
H12A H 0.525343 0.506344 0.577218 0.045 Uiso 1 1 calc R U . . .
H12B H 0.730729 0.495810 0.590331 0.045 Uiso 1 1 calc R U . . .
C14 C 0.7049(6) 0.4468(2) 0.53291(10) 0.0350(9) Uani 1 1 d . . . . .
H14A H 0.779224 0.443594 0.514915 0.042 Uiso 1 1 calc R U . . .
H14B H 0.747652 0.405636 0.546204 0.042 Uiso 1 1 calc R U . . .
C32 C 0.0728(6) 0.4907(3) 0.37633(10) 0.0398(10) Uani 1 1 d . . . . .
H32 H 0.077819 0.545488 0.375390 0.048 Uiso 1 1 calc R U . . .
C33 C 0.0170(6) 0.4483(3) 0.35112(9) 0.0433(11) Uani 1 1 d . . . . .
C34 C 0.0135(6) 0.3671(3) 0.35277(9) 0.0383(10) Uani 1 1 d . . . . .
C38 C 0.0578(6) 0.2459(3) 0.37992(9) 0.0384(10) Uani 1 1 d . . . . .
C10 C 0.5382(6) 0.5871(3) 0.63692(10) 0.0430(11) Uani 1 1 d . . . . .
C21 C 0.1537(7) 0.3231(3) 0.53476(9) 0.0409(10) Uani 1 1 d . . . . .
H21A H 0.018018 0.319320 0.532947 0.061 Uiso 1 1 calc R U . . .
H21B H 0.185170 0.348599 0.553049 0.061 Uiso 1 1 calc R U . . .
H21C H 0.208007 0.271176 0.534463 0.061 Uiso 1 1 calc R U . . .
C42 C 0.1064(7) 0.2088(3) 0.40535(10) 0.0402(10) Uani 1 1 d . . . . .
H42 H 0.107238 0.153939 0.406025 0.048 Uiso 1 1 calc R U . . .
C37 C 0.0044(7) 0.2041(3) 0.35418(11) 0.0493(12) Uani 1 1 d . . . . .
H37 H 0.002443 0.149243 0.354587 0.059 Uiso 1 1 calc R U . . .
C4 C 0.4662(6) 0.6982(3) 0.66699(10) 0.0464(11) Uani 1 1 d . . . . .
C13 C 0.7326(6) 0.5257(2) 0.54702(10) 0.0365(9) Uani 1 1 d . . . . .
H13A H 0.867272 0.537770 0.547783 0.044 Uiso 1 1 calc R U . . .
H13B H 0.671058 0.565795 0.535091 0.044 Uiso 1 1 calc R U . . .
C35 C -0.0399(6) 0.3226(4) 0.32788(9) 0.0473(12) Uani 1 1 d . . . . .
C3 C 0.5142(7) 0.7445(3) 0.64320(10) 0.0469(11) Uani 1 1 d . . . . .
C36 C -0.0422(7) 0.2407(4) 0.32991(11) 0.0536(13) Uani 1 1 d . . . . .
H36 H -0.077877 0.211209 0.313480 0.064 Uiso 1 1 calc R U . . .
C9 C 0.4784(7) 0.6170(3) 0.66358(11) 0.0482(12) Uani 1 1 d . . . . .
C45 C -0.0901(7) 0.3630(4) 0.30258(11) 0.0595(16) Uani 1 1 d . . . . .
H45 H -0.126505 0.334814 0.285877 0.071 Uiso 1 1 calc R U . . .
C43 C -0.0352(7) 0.4859(4) 0.32536(11) 0.0558(14) Uani 1 1 d . . . . .
H43 H -0.034801 0.540654 0.324258 0.067 Uiso 1 1 calc R U . . .
C8 C 0.4294(7) 0.5695(4) 0.68730(13) 0.0603(15) Uani 1 1 d . . . . .
C44 C -0.0874(8) 0.4418(5) 0.30156(11) 0.0639(17) Uani 1 1 d . . . . .
H44 H -0.122079 0.467210 0.284148 0.077 Uiso 1 1 calc R U . . .
C7 C 0.3730(8) 0.6011(5) 0.71282(12) 0.0684(18) Uani 1 1 d . . . . .
C5 C 0.4076(8) 0.7280(4) 0.69408(11) 0.0614(16) Uani 1 1 d . . . . .
C6 C 0.3622(8) 0.6801(6) 0.71607(11) 0.075(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F23 C2 1.340(5) . ?
O20 C19 1.238(5) . ?
F29 C10 1.368(6) . ?
O22 C16 1.229(5) . ?
F25 C3 1.351(6) . ?
N18 H18 0.8800 . ?
N18 C19 1.338(5) . ?
N18 C17 1.454(5) . ?
N15 H15 0.8800 . ?
N15 C16 1.345(5) . ?
N15 C14 1.456(5) . ?
F28 C8 1.335(8) . ?
N11 H11 0.8800 . ?
N11 C1 1.370(6) . ?
N11 C12 1.460(6) . ?
F24 C5 1.346(8) . ?
C19 C40 1.505(5) . ?
C16 C17 1.531(5) . ?
C30 C31 1.444(6) . ?
C30 C39 1.435(6) . ?
C30 C40 1.418(6) . ?
C17 H17 1.0000 . ?
C17 C21 1.523(5) . ?
F27 C7 1.335(7) . ?
C31 H31 0.9500 . ?
C31 C32 1.355(6) . ?
C39 C34 1.432(6) . ?
C39 C38 1.424(7) . ?
C40 C41 1.399(6) . ?
F26 C6 1.362(8) . ?
C2 C1 1.430(7) . ?
C2 C3 1.344(7) . ?
C1 C10 1.365(7) . ?
C41 H41 0.9500 . ?
C41 C42 1.380(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.510(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.526(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.434(7) . ?
C33 C34 1.408(7) . ?
C33 C43 1.407(7) . ?
C34 C35 1.437(7) . ?
C38 C42 1.384(7) . ?
C38 C37 1.444(6) . ?
C10 C9 1.403(8) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C42 H42 0.9500 . ?
C37 H37 0.9500 . ?
C37 C36 1.331(8) . ?
C4 C3 1.403(7) . ?
C4 C9 1.418(8) . ?
C4 C5 1.418(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C35 C36 1.421(8) . ?
C35 C45 1.410(8) . ?
C36 H36 0.9500 . ?
C9 C8 1.415(7) . ?
C45 H45 0.9500 . ?
C45 C44 1.365(10) . ?
C43 H43 0.9500 . ?
C43 C44 1.390(9) . ?
C8 C7 1.362(10) . ?
C44 H44 0.9500 . ?
C7 C6 1.378(11) . ?
C5 C6 1.352(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 N18 H18 120.1 . . ?
C19 N18 C17 119.9(3) . . ?
C17 N18 H18 120.1 . . ?
C16 N15 H15 118.7 . . ?
C16 N15 C14 122.6(3) . . ?
C14 N15 H15 118.7 . . ?
C1 N11 H11 117.3 . . ?
C1 N11 C12 125.4(4) . . ?
C12 N11 H11 117.3 . . ?
O20 C19 N18 120.1(3) . . ?
O20 C19 C40 122.3(3) . . ?
N18 C19 C40 117.6(3) . . ?
O22 C16 N15 122.4(4) . . ?
O22 C16 C17 122.9(3) . . ?
N15 C16 C17 114.6(3) . . ?
C39 C30 C31 117.7(4) . . ?
C40 C30 C31 124.1(4) . . ?
C40 C30 C39 118.2(4) . . ?
N18 C17 C16 111.0(3) . . ?
N18 C17 H17 109.2 . . ?
N18 C17 C21 109.9(3) . . ?
C16 C17 H17 109.2 . . ?
C21 C17 C16 108.3(3) . . ?
C21 C17 H17 109.2 . . ?
C30 C31 H31 119.3 . . ?
C32 C31 C30 121.4(4) . . ?
C32 C31 H31 119.3 . . ?
C34 C39 C30 119.8(4) . . ?
C38 C39 C30 120.7(4) . . ?
C38 C39 C34 119.4(4) . . ?
C30 C40 C19 122.3(3) . . ?
C41 C40 C19 118.4(4) . . ?
C41 C40 C30 119.3(4) . . ?
F23 C2 C1 117.2(4) . . ?
F23 C2 C3 120.1(4) . . ?
C3 C2 C1 122.6(4) . . ?
N11 C1 C2 116.9(4) . . ?
C10 C1 N11 127.6(5) . . ?
C10 C1 C2 115.5(4) . . ?
C40 C41 H41 119.0 . . ?
C42 C41 C40 122.0(4) . . ?
C42 C41 H41 119.0 . . ?
N11 C12 H12A 109.9 . . ?
N11 C12 H12B 109.9 . . ?
N11 C12 C13 108.9(3) . . ?
H12A C12 H12B 108.3 . . ?
C13 C12 H12A 109.9 . . ?
C13 C12 H12B 109.9 . . ?
N15 C14 H14A 109.8 . . ?
N15 C14 H14B 109.8 . . ?
N15 C14 C13 109.3(3) . . ?
H14A C14 H14B 108.3 . . ?
C13 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
C31 C32 H32 119.0 . . ?
C31 C32 C33 122.0(4) . . ?
C33 C32 H32 119.0 . . ?
C34 C33 C32 118.2(4) . . ?
C43 C33 C32 121.7(5) . . ?
C43 C33 C34 120.1(5) . . ?
C39 C34 C35 119.3(4) . . ?
C33 C34 C39 120.8(4) . . ?
C33 C34 C35 119.8(4) . . ?
C39 C38 C37 118.8(4) . . ?
C42 C38 C39 118.9(4) . . ?
C42 C38 C37 122.3(5) . . ?
F29 C10 C9 118.0(4) . . ?
C1 C10 F29 118.1(4) . . ?
C1 C10 C9 123.9(5) . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C41 C42 C38 120.8(4) . . ?
C41 C42 H42 119.6 . . ?
C38 C42 H42 119.6 . . ?
C38 C37 H37 119.2 . . ?
C36 C37 C38 121.5(5) . . ?
C36 C37 H37 119.2 . . ?
C3 C4 C9 117.7(4) . . ?
C3 C4 C5 123.8(5) . . ?
C5 C4 C9 118.5(5) . . ?
C12 C13 C14 111.5(4) . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C36 C35 C34 119.1(4) . . ?
C45 C35 C34 117.8(5) . . ?
C45 C35 C36 123.2(5) . . ?
F25 C3 C4 120.3(4) . . ?
C2 C3 F25 118.1(4) . . ?
C2 C3 C4 121.5(5) . . ?
C37 C36 C35 121.8(4) . . ?
C37 C36 H36 119.1 . . ?
C35 C36 H36 119.1 . . ?
C10 C9 C4 118.8(4) . . ?
C10 C9 C8 122.9(5) . . ?
C8 C9 C4 118.4(5) . . ?
C35 C45 H45 119.3 . . ?
C44 C45 C35 121.4(5) . . ?
C44 C45 H45 119.3 . . ?
C33 C43 H43 120.4 . . ?
C44 C43 C33 119.2(6) . . ?
C44 C43 H43 120.4 . . ?
F28 C8 C9 121.9(6) . . ?
F28 C8 C7 117.3(5) . . ?
C7 C8 C9 120.7(6) . . ?
C45 C44 C43 121.6(5) . . ?
C45 C44 H44 119.2 . . ?
C43 C44 H44 119.2 . . ?
F27 C7 C8 120.9(7) . . ?
F27 C7 C6 118.3(6) . . ?
C8 C7 C6 120.7(5) . . ?
F24 C5 C4 119.5(5) . . ?
F24 C5 C6 119.7(6) . . ?
C6 C5 C4 120.8(7) . . ?
F26 C6 C7 120.0(6) . . ?
C5 C6 F26 119.1(8) . . ?
C5 C6 C7 120.9(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F23 C2 C1 N11 1.0(6) . . . . ?
F23 C2 C1 C10 179.9(4) . . . . ?
F23 C2 C3 F25 2.3(7) . . . . ?
F23 C2 C3 C4 -179.8(4) . . . . ?
O20 C19 C40 C30 -24.9(6) . . . . ?
O20 C19 C40 C41 154.4(4) . . . . ?
F29 C10 C9 C4 179.0(4) . . . . ?
F29 C10 C9 C8 -1.1(7) . . . . ?
O22 C16 C17 N18 -39.1(5) . . . . ?
O22 C16 C17 C21 81.6(5) . . . . ?
N18 C19 C40 C30 155.1(4) . . . . ?
N18 C19 C40 C41 -25.7(5) . . . . ?
N15 C16 C17 N18 144.8(3) . . . . ?
N15 C16 C17 C21 -94.5(4) . . . . ?
N15 C14 C13 C12 70.7(4) . . . . ?
F28 C8 C7 F27 -2.5(8) . . . . ?
F28 C8 C7 C6 -180.0(5) . . . . ?
N11 C1 C10 F29 -1.3(7) . . . . ?
N11 C1 C10 C9 177.8(4) . . . . ?
N11 C12 C13 C14 -168.9(3) . . . . ?
F24 C5 C6 F26 0.9(9) . . . . ?
F24 C5 C6 C7 -179.9(5) . . . . ?
C19 N18 C17 C16 -69.1(4) . . . . ?
C19 N18 C17 C21 171.1(4) . . . . ?
C19 C40 C41 C42 179.4(4) . . . . ?
C16 N15 C14 C13 177.0(4) . . . . ?
C30 C31 C32 C33 1.0(7) . . . . ?
C30 C39 C34 C33 0.0(6) . . . . ?
C30 C39 C34 C35 180.0(4) . . . . ?
C30 C39 C38 C42 -0.2(6) . . . . ?
C30 C39 C38 C37 -179.5(4) . . . . ?
C30 C40 C41 C42 -1.3(6) . . . . ?
C17 N18 C19 O20 -2.7(5) . . . . ?
C17 N18 C19 C40 177.4(4) . . . . ?
F27 C7 C6 F26 1.5(9) . . . . ?
F27 C7 C6 C5 -177.7(5) . . . . ?
C31 C30 C39 C34 -0.1(6) . . . . ?
C31 C30 C39 C38 179.8(4) . . . . ?
C31 C30 C40 C19 0.0(6) . . . . ?
C31 C30 C40 C41 -179.2(4) . . . . ?
C31 C32 C33 C34 -1.1(6) . . . . ?
C31 C32 C33 C43 178.2(5) . . . . ?
C39 C30 C31 C32 -0.4(6) . . . . ?
C39 C30 C40 C19 -177.9(3) . . . . ?
C39 C30 C40 C41 2.9(6) . . . . ?
C39 C34 C35 C36 -0.2(7) . . . . ?
C39 C34 C35 C45 179.1(4) . . . . ?
C39 C38 C42 C41 1.9(7) . . . . ?
C39 C38 C37 C36 -0.8(7) . . . . ?
C40 C30 C31 C32 -178.3(4) . . . . ?
C40 C30 C39 C34 177.9(4) . . . . ?
C40 C30 C39 C38 -2.1(6) . . . . ?
C40 C41 C42 C38 -1.1(7) . . . . ?
C2 C1 C10 F29 179.9(4) . . . . ?
C2 C1 C10 C9 -0.9(7) . . . . ?
C1 N11 C12 C13 179.2(4) . . . . ?
C1 C2 C3 F25 -179.9(4) . . . . ?
C1 C2 C3 C4 -2.0(8) . . . . ?
C1 C10 C9 C4 -0.1(7) . . . . ?
C1 C10 C9 C8 179.8(5) . . . . ?
C12 N11 C1 C2 -170.7(4) . . . . ?
C12 N11 C1 C10 10.5(8) . . . . ?
C14 N15 C16 O22 -0.4(6) . . . . ?
C14 N15 C16 C17 175.7(4) . . . . ?
C32 C33 C34 C39 0.6(6) . . . . ?
C32 C33 C34 C35 -179.4(4) . . . . ?
C32 C33 C43 C44 179.8(5) . . . . ?
C33 C34 C35 C36 179.8(4) . . . . ?
C33 C34 C35 C45 -1.0(7) . . . . ?
C33 C43 C44 C45 0.3(8) . . . . ?
C34 C39 C38 C42 179.7(4) . . . . ?
C34 C39 C38 C37 0.4(6) . . . . ?
C34 C33 C43 C44 -1.0(7) . . . . ?
C34 C35 C36 C37 -0.2(8) . . . . ?
C34 C35 C45 C44 0.3(8) . . . . ?
C38 C39 C34 C33 -179.9(4) . . . . ?
C38 C39 C34 C35 0.1(6) . . . . ?
C38 C37 C36 C35 0.7(8) . . . . ?
C10 C9 C8 F28 -0.3(8) . . . . ?
C10 C9 C8 C7 179.7(5) . . . . ?
C42 C38 C37 C36 179.9(5) . . . . ?
C37 C38 C42 C41 -178.8(4) . . . . ?
C4 C9 C8 F28 179.7(4) . . . . ?
C4 C9 C8 C7 -0.4(8) . . . . ?
C4 C5 C6 F26 -178.6(5) . . . . ?
C4 C5 C6 C7 0.5(9) . . . . ?
C35 C45 C44 C43 0.0(9) . . . . ?
C3 C2 C1 N11 -176.9(4) . . . . ?
C3 C2 C1 C10 2.0(7) . . . . ?
C3 C4 C9 C10 0.3(7) . . . . ?
C3 C4 C9 C8 -179.7(5) . . . . ?
C3 C4 C5 F24 0.1(8) . . . . ?
C3 C4 C5 C6 179.6(5) . . . . ?
C36 C35 C45 C44 179.5(5) . . . . ?
C9 C4 C3 F25 178.6(4) . . . . ?
C9 C4 C3 C2 0.8(7) . . . . ?
C9 C4 C5 F24 179.7(5) . . . . ?
C9 C4 C5 C6 -0.8(8) . . . . ?
C9 C8 C7 F27 177.5(5) . . . . ?
C9 C8 C7 C6 0.1(9) . . . . ?
C45 C35 C36 C37 -179.4(5) . . . . ?
C43 C33 C34 C39 -178.7(4) . . . . ?
C43 C33 C34 C35 1.3(7) . . . . ?
C8 C7 C6 F26 179.0(5) . . . . ?
C8 C7 C6 C5 -0.2(9) . . . . ?
C5 C4 C3 F25 -1.8(8) . . . . ?
C5 C4 C3 C2 -179.6(5) . . . . ?
C5 C4 C9 C10 -179.3(4) . . . . ?
C5 C4 C9 C8 0.7(7) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.283 0.115 0.250 107.8 29.8 ?
2 -0.664 0.385 0.750 107.8 29.7 ?
3 -0.284 0.615 0.250 107.8 29.8 ?
4 -0.232 0.885 0.750 107.8 29.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.581
_oxdiff_exptl_absorpt_empirical_full_min 0.294
####################################################################### 
# 
# 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_221027pma_auto
_database_code_depnum_ccdc_archive 'CCDC 2246095'
loop_
_audit_author_name
_audit_author_address
'cheng qiuhong'
;Shangdong University
China
;
_audit_update_record             
;
2023-03-03 deposited with the CCDC.	2023-11-28 downloaded from the CCDC.
;
_audit_creation_date             2023-03-03
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H22 F7 N3 O2'
_chemical_formula_sum            'C33 H22 F7 N3 O2'
_chemical_formula_weight         625.53
_chemical_melting_point          ?
_chemical_oxdiff_formula         CONF
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'
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                   8.3043(2)
_cell_length_b                   8.6910(2)
_cell_length_c                   20.6746(4)
_cell_angle_alpha                80.978(2)
_cell_angle_beta                 81.965(2)
_cell_angle_gamma                67.556(3)
_cell_volume                     1356.83(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15026
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      75.7770
_cell_measurement_theta_min      5.5070
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.936
_exptl_absorpt_coefficient_mu    1.119
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80700
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
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    1.531
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0542
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            36813
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.602
_diffrn_reflns_theta_min         4.347
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     37.00  97.00   1.00    0.90    --  106.65-125.00  90.00   60
  2  ω     40.00 104.00   1.00    0.90    --  106.65-113.00  29.00   64
  3  ω     33.00  67.00   1.00    0.20    --   48.67-113.00  29.00   34
  4  ω     34.00  86.00   1.00    0.90    --  106.65 -99.00 150.00   52
  5  ω     34.00  96.00   1.00    0.20    --   48.67-125.00 -60.00   62
  6  ω     47.00 107.00   1.00    0.90    --  106.65-106.00-168.01   60
  7  ω     34.00 106.00   1.00    0.90    --  106.65 -99.00-150.00   72
  8  ω     41.00  72.00   1.00    0.90    --  106.65 -99.00-120.00   31
  9  ω     46.00 106.00   1.00    0.90    --  106.65 -99.00 -90.00   60
 10  ω     80.00 105.00   1.00    0.90    --  106.65 -99.00 -60.00   25
 11  ω     36.00  75.00   1.00    0.90    --  106.65 -99.00 -60.00   39
 12  ω     36.00 106.00   1.00    0.90    --  106.65 -99.00  90.00   70
 13  ω     76.00 105.00   1.00    0.90    --  106.65 -99.00  30.00   29
 14  ω     -1.00  43.00   1.00    0.20    --   48.67 -38.00-120.00   44
 15  ω     39.00  66.00   1.00    0.90    --  106.65 -57.00-150.00   27
 16  ω     35.00  95.00   1.00    0.90    --  106.65 -77.00 -60.00   60
 17  ω     40.00  65.00   1.00    0.90    --  106.65 -57.00 -60.00   25
 18  ω     76.00 101.00   1.00    0.90    --  106.65 -77.00  60.00   25
 19  ω    114.00 140.00   1.00    0.90    --  106.65 113.00 121.00   26
 20  ω     37.00  65.00   1.00    0.20    --   58.00  74.00  38.70   28
 21  ω     35.00  61.00   1.00    0.20    --   58.00  77.00  82.95   26
 22  ω     47.00  79.00   1.00    0.20    --   70.00  77.00  61.00   32
 23  ω     83.00 109.00   1.00    0.20    --   58.00  77.00  82.95   26
 24  ω     43.00  69.00   1.00    0.20    --   66.00  77.00 -12.18   26
 25  ω     47.00  73.00   1.00    0.20    --   70.00  77.00 -28.49   26
 26  ω     28.00  53.00   1.00    0.20    --   48.67  77.00-120.00   25
 27  ω     37.00  63.00   1.00    0.20    --   58.00  75.00 -31.77   26
 28  ω     41.00  71.00   1.00    0.20    --   62.00  74.00 130.86   30
 29  ω      9.00  34.00   1.00    0.20    --   38.00  90.00  -5.49   25
 30  ω      2.00  33.00   1.00    0.20    --   30.00  91.00-109.21   31
 31  ω    -10.00  19.00   1.00    0.20    --   22.00  99.00  -5.39   29
 32  ω    -40.00 -13.00   1.00    0.20    --    6.00 124.00  30.43   27
 33  ω     -2.00  29.00   1.00    0.20    --   30.00  96.00 149.82   31
 34  ω    -81.00 -56.00   1.00    0.20    --  -48.67 113.00 121.00   25
 35  ω    -61.00 -36.00   1.00    0.90    --  -91.75 113.00 121.00   25
 36  ω    -56.00 -29.00   1.00    0.90    --  -91.75  57.00  60.00   27
 37  ω   -145.00-118.00   1.00    0.90    --  -86.00 -77.00 134.69   27
 38  ω    -93.00 -63.00   1.00    0.90    --  -86.00 -77.00 134.69   30
 39  ω   -156.00 -69.00   1.00    0.90    --  -91.75 -77.00 120.00   87
 40  ω   -114.00 -70.00   1.00    0.90    --  -91.75 -77.00 -50.18   44
 41  ω   -162.00-119.00   1.00    0.90    --  -91.75 -77.00 -50.18   43
 42  ω   -161.00-135.00   1.00    0.90    --  -91.75 -77.00 -60.00   26
 43  ω   -157.00 -69.00   1.00    0.90    --  -91.75 -77.00-150.00   88
 44  ω    -68.00 -43.00   1.00    0.20    --  -66.00 -77.00-128.30   25
 45  ω   -116.00 -72.00   1.00    0.90    --  -91.75 -77.00 -60.00   44
 46  ω    -96.00 -69.00   1.00    0.90    --  -91.75 -76.00 -40.29   27
 47  ω   -110.00 -69.00   1.00    0.90    --  -91.75 -76.00  95.95   41
 48  ω   -113.00 -79.00   1.00    0.20    --  -62.00 -76.00 164.88   34
 49  ω    -64.00 -35.00   1.00    0.20    --  -58.00 -76.00 130.87   29
 50  ω    -76.00 -51.00   1.00    0.90    --  -74.00 -76.00 -25.88   25
 51  ω    -77.00 -51.00   1.00    0.90    --  -74.00 -76.00-158.44   26
 52  ω    -87.00 -59.00   1.00    0.90    --  -82.00 -76.00-117.99   28
 53  ω   -103.00 -64.00   1.00    0.90    --  -86.00 -75.00 -93.93   39
 54  ω   -159.00-119.00   1.00    0.90    --  -91.75 -76.00 -40.29   40
 55  ω   -156.00 -71.00   1.00    0.90    --  -91.75 -75.00 -75.08   85
 56  ω   -100.00 -70.00   1.00    0.90    --  -91.75 -75.00 -12.40   30
 57  ω   -158.00 -71.00   1.00    0.90    --  -91.75 -75.00-113.55   87
 58  ω   -146.00-120.00   1.00    0.90    --  -74.00 -76.00 -25.88   26
 59  ω   -163.00-113.00   1.00    0.90    --  -91.75 -75.00 -12.40   50
 60  ω   -126.00 -70.00   1.00    0.90    --  -91.75 -74.00-141.36   56
 61  ω   -145.00 -71.00   1.00    0.90    --  -91.75 -73.00  60.20   74
 62  ω    -83.00 -57.00   1.00    0.90    --  -78.00 -73.00  65.99   26
 63  ω    -83.00 -57.00   1.00    0.90    --  -78.00 -72.00 107.25   26
 64  ω    -65.00 -39.00   1.00    0.20    --  -62.00 -76.00 164.88   26
 65  ω    -81.00 -56.00   1.00    0.90    --  -78.00 -75.00 163.05   25
 66  ω    -99.00 -72.00   1.00    0.90    --  -91.75 -70.00  99.28   27
 67  ω   -159.00 -71.00   1.00    0.90    --  -91.75 -71.00  69.18   88
 68  ω   -149.00-123.00   1.00    0.90    --  -91.75 -70.00  99.28   26
 69  ω    -80.00 -46.00   1.00    0.20    --  -66.00 -69.00  65.68   34
 70  ω   -106.00 -72.00   1.00    0.90    --  -91.75 -69.00  30.17   34
 71  ω    -81.00 -55.00   1.00    0.90    --  -74.00 -70.00 -16.29   26
 72  ω    -76.00 -44.00   1.00    0.20    --  -62.00 -71.00-101.09   32
 73  ω    -81.00 -50.00   1.00    0.20    --  -70.00 -69.00-106.27   31
 74  ω   -157.00 -71.00   1.00    0.90    --  -91.75 -72.00-131.27   86
 75  ω   -163.00-123.00   1.00    0.90    --  -91.75 -69.00  30.17   40
 76  ω    -82.00 -56.00   1.00    0.90    --  -74.00 -66.00  -5.81   26
 77  ω    -82.00 -56.00   1.00    0.90    --  -74.00 -66.00  24.58   26
 78  ω    -98.00 -73.00   1.00    0.90    --  -91.75 -66.00  -6.68   25
 79  ω   -104.00 -76.00   1.00    0.90    --  -91.75 -64.00 -40.33   28
 80  ω   -147.00-122.00   1.00    0.90    --  -91.75 -66.00  -6.68   25
 81  ω   -163.00 -97.00   1.00    0.90    --  -91.75 -63.00  12.40   66
 82  ω   -137.00 -74.00   1.00    0.90    --  -91.75 -63.00-115.68   63
 83  ω   -102.00 -75.00   1.00    0.90    --  -91.75 -62.00  -4.46   27
 84  ω    -82.00 -54.00   1.00    0.90    --  -74.00 -69.00 135.58   28
 85  ω   -102.00 -73.00   1.00    0.90    --  -91.75 -67.00 176.32   29
 86  ω   -160.00-104.00   1.00    0.90    --  -91.75 -55.00 156.24   56
 87  ω   -158.00 -78.00   1.00    0.90    --  -91.75 -48.00 131.60   80
 88  ω   -122.00 -90.00   1.00    0.90    --  -91.75-113.00  29.00   32
 89  ω   -119.00 -88.00   1.00    0.20    --  -48.67 -77.00 -60.00   31
 90  ω    -82.00 -26.00   1.00    0.20    --  -48.67 -77.00 -60.00   56
 91  ω    -79.00 -36.00   1.00    0.20    --  -48.67 -19.00   0.00   43
 92  ω   -100.00 -39.00   1.00    0.20    --  -48.67 -38.00 -30.00   61
 93  ω    -66.00 -26.00   1.00    0.20    --  -48.67 -77.00 -90.00   40
 94  ω    -67.00 -26.00   1.00    0.20    --  -48.67 -77.00-180.00   41
 95  ω   -118.00 -92.00   1.00    0.20    --  -48.67 -77.00-180.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1448854000
_diffrn_orient_matrix_UB_12      0.1647864000
_diffrn_orient_matrix_UB_13      0.0185502000
_diffrn_orient_matrix_UB_21      0.0447356000
_diffrn_orient_matrix_UB_22      -0.0480659000
_diffrn_orient_matrix_UB_23      0.0720638000
_diffrn_orient_matrix_UB_31      0.1326848000
_diffrn_orient_matrix_UB_32      0.0882809000
_diffrn_orient_matrix_UB_33      -0.0141097000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4388
_reflns_number_total             5365
_reflns_odcompleteness_completeness 99.92
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.031
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         5365
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.072
_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)+(0.0923P)²+0.9412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1627
_refine_ls_wR_factor_ref         0.1729
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C13(H13A,H13B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 N18(H18), N15(H15), N11(H11), C32(H32), C44(H44), C31(H31), C45(H45),
 C36(H36), C42(H42), C37(H37), C40(H40), C41(H41)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F29 F 0.3649(2) 0.52654(17) 0.14536(7) 0.0433(4) Uani 1 1 d . . . . .
F23 F 0.6734(2) 0.08193(19) 0.29664(7) 0.0465(4) Uani 1 1 d . . . . .
F28 F 0.2535(2) 0.45859(18) 0.04693(7) 0.0468(4) Uani 1 1 d . . . . .
F25 F 0.6230(2) -0.13673(17) 0.23557(8) 0.0476(4) Uani 1 1 d . . . . .
F24 F 0.4952(2) -0.20391(17) 0.14062(8) 0.0492(4) Uani 1 1 d . . . . .
F27 F 0.2086(2) 0.2330(2) -0.01485(7) 0.0525(4) Uani 1 1 d . . . . .
O20 O 0.6386(2) 0.9476(2) 0.60033(8) 0.0367(4) Uani 1 1 d . . . . .
F26 F 0.3279(2) -0.0943(2) 0.03048(8) 0.0511(4) Uani 1 1 d . . . . .
O22 O 0.8148(2) 0.51217(19) 0.47646(9) 0.0374(4) Uani 1 1 d . . . . .
N18 N 0.8472(2) 0.7490(2) 0.54408(8) 0.0293(4) Uani 1 1 d . . . . .
H18 H 0.948493 0.664866 0.545659 0.035 Uiso 1 1 calc R U . . .
N15 N 0.5678(3) 0.7073(2) 0.43879(9) 0.0340(4) Uani 1 1 d . . . . .
H15 H 0.501647 0.814407 0.433956 0.041 Uiso 1 1 calc R U . . .
N11 N 0.5416(3) 0.4290(3) 0.25431(10) 0.0406(5) Uani 1 1 d . . . . .
H11 H 0.572551 0.507373 0.229867 0.049 Uiso 1 1 calc R U . . .
C33 C 0.8892(3) 0.8327(2) 0.70536(9) 0.0235(4) Uani 1 1 d . . . . .
C34 C 0.9745(3) 0.7461(3) 0.76319(9) 0.0236(4) Uani 1 1 d . . . . .
C39 C 1.0037(3) 0.8361(3) 0.80922(10) 0.0246(4) Uani 1 1 d . . . . .
C43 C 0.8681(3) 0.7394(3) 0.65969(10) 0.0245(4) Uani 1 1 d . . . . .
C35 C 1.0312(3) 0.5680(3) 0.77486(10) 0.0259(4) Uani 1 1 d . . . . .
C16 C 0.7182(3) 0.6600(3) 0.46562(10) 0.0269(4) Uani 1 1 d . . . . .
C19 C 0.7746(3) 0.8226(3) 0.59875(10) 0.0257(4) Uani 1 1 d . . . . .
C32 C 0.8333(3) 1.0132(3) 0.69678(10) 0.0279(4) Uani 1 1 d . . . . .
H32 H 0.776275 1.074020 0.658812 0.033 Uiso 1 1 calc R U . . .
C30 C 0.9458(3) 1.0140(3) 0.79916(10) 0.0273(4) Uani 1 1 d . . . . .
C44 C 0.9291(3) 0.5643(3) 0.67151(10) 0.0279(4) Uani 1 1 d . . . . .
H44 H 0.916533 0.502021 0.639947 0.033 Uiso 1 1 calc R U . . .
C31 C 0.8597(3) 1.0979(3) 0.74096(11) 0.0300(5) Uani 1 1 d . . . . .
H31 H 0.820064 1.216652 0.733379 0.036 Uiso 1 1 calc R U . . .
C9 C 0.4012(3) 0.2490(3) 0.13109(10) 0.0269(4) Uani 1 1 d . . . . .
C45 C 1.0076(3) 0.4800(3) 0.72847(10) 0.0281(4) Uani 1 1 d . . . . .
H45 H 1.045451 0.361324 0.735872 0.034 Uiso 1 1 calc R U . . .
C17 C 0.7664(3) 0.8016(3) 0.48197(10) 0.0301(5) Uani 1 1 d . . . . .
H17 H 0.658158 0.903984 0.486467 0.036 Uiso 1 1 calc R U . . .
C38 C 1.0896(3) 0.7485(3) 0.86698(10) 0.0297(5) Uani 1 1 d . . . . .
C4 C 0.4658(3) 0.0744(3) 0.15497(11) 0.0304(5) Uani 1 1 d . . . . .
C10 C 0.4263(3) 0.3610(3) 0.16674(11) 0.0311(5) Uani 1 1 d . . . . .
C2 C 0.5778(3) 0.1393(3) 0.24437(11) 0.0349(5) Uani 1 1 d . . . . .
C8 C 0.3145(3) 0.2968(3) 0.07235(11) 0.0338(5) Uani 1 1 d . . . . .
C36 C 1.1148(3) 0.4844(3) 0.83424(11) 0.0311(5) Uani 1 1 d . . . . .
H36 H 1.150546 0.366050 0.843005 0.037 Uiso 1 1 calc R U . . .
C42 C 0.9739(3) 1.0994(3) 0.84566(11) 0.0337(5) Uani 1 1 d . . . . .
H42 H 0.933936 1.218266 0.839363 0.040 Uiso 1 1 calc R U . . .
C3 C 0.5543(3) 0.0259(3) 0.21207(12) 0.0352(5) Uani 1 1 d . . . . .
C5 C 0.4377(3) -0.0392(3) 0.11935(13) 0.0369(5) Uani 1 1 d . . . . .
C37 C 1.1430(3) 0.5699(3) 0.87714(11) 0.0339(5) Uani 1 1 d . . . . .
H37 H 1.199942 0.510516 0.915304 0.041 Uiso 1 1 calc R U . . .
C1 C 0.5128(3) 0.3127(3) 0.22386(11) 0.0336(5) Uani 1 1 d . . . . .
C14 C 0.5094(3) 0.5874(3) 0.41719(11) 0.0350(5) Uani 1 1 d . . . . .
H14A H 0.380860 0.623833 0.426292 0.042 Uiso 1 1 calc R U . . .
H14B H 0.562568 0.476821 0.442783 0.042 Uiso 1 1 calc R U . . .
C40 C 1.1165(3) 0.8403(3) 0.91125(11) 0.0358(5) Uani 1 1 d . . . . .
H40 H 1.175260 0.782923 0.949259 0.043 Uiso 1 1 calc R U . . .
C7 C 0.2909(3) 0.1836(3) 0.04061(11) 0.0380(5) Uani 1 1 d . . . . .
C41 C 1.0593(3) 1.0133(3) 0.90082(12) 0.0378(5) Uani 1 1 d . . . . .
H41 H 1.078708 1.073378 0.931676 0.045 Uiso 1 1 calc R U . . .
C6 C 0.3533(3) 0.0140(3) 0.06409(12) 0.0381(5) Uani 1 1 d . . . . .
C13 C 0.5573(3) 0.5695(3) 0.34485(11) 0.0377(5) Uani 1 1 d . . . . .
H13A H 0.488856 0.674666 0.318958 0.045 Uiso 1 1 calc R U . . .
H13B H 0.682842 0.551107 0.334280 0.045 Uiso 1 1 calc R U . . .
C21 C 0.8943(4) 0.8409(4) 0.42728(12) 0.0443(6) Uani 1 1 d . . . . .
H21A H 0.914649 0.939553 0.435755 0.066 Uiso 1 1 calc R U . . .
H21B H 0.844879 0.863391 0.384892 0.066 Uiso 1 1 calc R U . . .
H21C H 1.005424 0.744818 0.426174 0.066 Uiso 1 1 calc R U . . .
C12 C 0.5225(4) 0.4267(4) 0.32565(12) 0.0485(7) Uani 1 1 d . . . . .
H12A H 0.605471 0.319426 0.345491 0.058 Uiso 1 1 calc R U . . .
H12B H 0.402454 0.434635 0.342718 0.058 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F29 C10 1.352(3) . ?
F23 C2 1.348(3) . ?
F28 C8 1.345(3) . ?
F25 C3 1.344(3) . ?
F24 C5 1.345(3) . ?
F27 C7 1.344(3) . ?
O20 C19 1.233(3) . ?
F26 C6 1.346(3) . ?
O22 C16 1.232(3) . ?
N18 H18 0.8800 . ?
N18 C19 1.338(3) . ?
N18 C17 1.460(3) . ?
N15 H15 0.8800 . ?
N15 C16 1.329(3) . ?
N15 C14 1.454(3) . ?
N11 H11 0.8800 . ?
N11 C1 1.380(3) . ?
N11 C12 1.459(3) . ?
C33 C34 1.430(3) . ?
C33 C43 1.406(3) . ?
C33 C32 1.445(3) . ?
C34 C39 1.422(3) . ?
C34 C35 1.426(3) . ?
C39 C30 1.422(3) . ?
C39 C38 1.433(3) . ?
C43 C19 1.507(3) . ?
C43 C44 1.400(3) . ?
C35 C45 1.393(3) . ?
C35 C36 1.446(3) . ?
C16 C17 1.528(3) . ?
C32 H32 0.9500 . ?
C32 C31 1.347(3) . ?
C30 C31 1.435(3) . ?
C30 C42 1.396(3) . ?
C44 H44 0.9500 . ?
C44 C45 1.388(3) . ?
C31 H31 0.9500 . ?
C9 C4 1.433(3) . ?
C9 C10 1.399(3) . ?
C9 C8 1.422(3) . ?
C45 H45 0.9500 . ?
C17 H17 1.0000 . ?
C17 C21 1.531(4) . ?
C38 C37 1.431(3) . ?
C38 C40 1.395(3) . ?
C4 C3 1.400(3) . ?
C4 C5 1.422(3) . ?
C10 C1 1.392(3) . ?
C2 C3 1.358(4) . ?
C2 C1 1.409(3) . ?
C8 C7 1.350(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.338(3) . ?
C42 H42 0.9500 . ?
C42 C41 1.384(3) . ?
C5 C6 1.350(4) . ?
C37 H37 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.509(3) . ?
C40 H40 0.9500 . ?
C40 C41 1.384(4) . ?
C7 C6 1.393(4) . ?
C41 H41 0.9500 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C12 1.498(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 N18 H18 118.4 . . ?
C19 N18 C17 123.19(17) . . ?
C17 N18 H18 118.4 . . ?
C16 N15 H15 119.0 . . ?
C16 N15 C14 121.97(19) . . ?
C14 N15 H15 119.0 . . ?
C1 N11 H11 118.9 . . ?
C1 N11 C12 122.2(2) . . ?
C12 N11 H11 118.9 . . ?
C34 C33 C32 117.22(18) . . ?
C43 C33 C34 119.00(18) . . ?
C43 C33 C32 123.77(18) . . ?
C39 C34 C33 120.47(18) . . ?
C39 C34 C35 119.58(18) . . ?
C35 C34 C33 119.94(18) . . ?
C34 C39 C30 120.58(18) . . ?
C34 C39 C38 120.19(19) . . ?
C30 C39 C38 119.23(19) . . ?
C33 C43 C19 121.85(18) . . ?
C44 C43 C33 119.89(18) . . ?
C44 C43 C19 118.22(18) . . ?
C34 C35 C36 118.56(19) . . ?
C45 C35 C34 119.30(18) . . ?
C45 C35 C36 122.13(19) . . ?
O22 C16 N15 123.0(2) . . ?
O22 C16 C17 121.31(19) . . ?
N15 C16 C17 115.69(18) . . ?
O20 C19 N18 123.10(19) . . ?
O20 C19 C43 121.51(18) . . ?
N18 C19 C43 115.37(17) . . ?
C33 C32 H32 119.0 . . ?
C31 C32 C33 121.99(19) . . ?
C31 C32 H32 119.0 . . ?
C39 C30 C31 117.82(18) . . ?
C42 C30 C39 119.4(2) . . ?
C42 C30 C31 122.8(2) . . ?
C43 C44 H44 119.4 . . ?
C45 C44 C43 121.26(19) . . ?
C45 C44 H44 119.4 . . ?
C32 C31 C30 121.9(2) . . ?
C32 C31 H31 119.0 . . ?
C30 C31 H31 119.0 . . ?
C10 C9 C4 118.4(2) . . ?
C10 C9 C8 124.3(2) . . ?
C8 C9 C4 117.3(2) . . ?
C35 C45 H45 119.7 . . ?
C44 C45 C35 120.56(19) . . ?
C44 C45 H45 119.7 . . ?
N18 C17 C16 108.64(17) . . ?
N18 C17 H17 109.4 . . ?
N18 C17 C21 109.85(19) . . ?
C16 C17 H17 109.4 . . ?
C16 C17 C21 110.03(18) . . ?
C21 C17 H17 109.4 . . ?
C37 C38 C39 118.45(19) . . ?
C40 C38 C39 118.9(2) . . ?
C40 C38 C37 122.7(2) . . ?
C3 C4 C9 117.6(2) . . ?
C3 C4 C5 123.9(2) . . ?
C5 C4 C9 118.4(2) . . ?
F29 C10 C9 119.33(19) . . ?
F29 C10 C1 116.8(2) . . ?
C1 C10 C9 123.8(2) . . ?
F23 C2 C3 118.2(2) . . ?
F23 C2 C1 118.9(2) . . ?
C3 C2 C1 122.8(2) . . ?
F28 C8 C9 120.0(2) . . ?
F28 C8 C7 118.2(2) . . ?
C7 C8 C9 121.8(2) . . ?
C35 C36 H36 119.2 . . ?
C37 C36 C35 121.5(2) . . ?
C37 C36 H36 119.2 . . ?
C30 C42 H42 119.5 . . ?
C41 C42 C30 120.9(2) . . ?
C41 C42 H42 119.5 . . ?
F25 C3 C4 120.3(2) . . ?
F25 C3 C2 117.9(2) . . ?
C2 C3 C4 121.7(2) . . ?
F24 C5 C4 120.1(2) . . ?
F24 C5 C6 118.4(2) . . ?
C6 C5 C4 121.5(2) . . ?
C38 C37 H37 119.2 . . ?
C36 C37 C38 121.7(2) . . ?
C36 C37 H37 119.2 . . ?
N11 C1 C10 120.6(2) . . ?
N11 C1 C2 123.7(2) . . ?
C10 C1 C2 115.6(2) . . ?
N15 C14 H14A 109.1 . . ?
N15 C14 H14B 109.1 . . ?
N15 C14 C13 112.5(2) . . ?
H14A C14 H14B 107.8 . . ?
C13 C14 H14A 109.1 . . ?
C13 C14 H14B 109.1 . . ?
C38 C40 H40 119.4 . . ?
C41 C40 C38 121.2(2) . . ?
C41 C40 H40 119.4 . . ?
F27 C7 C8 120.3(2) . . ?
F27 C7 C6 118.9(2) . . ?
C8 C7 C6 120.8(2) . . ?
C42 C41 C40 120.3(2) . . ?
C42 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
F26 C6 C5 121.2(2) . . ?
F26 C6 C7 118.6(2) . . ?
C5 C6 C7 120.2(2) . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 107.9 . . ?
C12 C13 C14 111.8(2) . . ?
C12 C13 H13A 109.3 . . ?
C12 C13 H13B 109.3 . . ?
C17 C21 H21A 109.5 . . ?
C17 C21 H21B 109.5 . . ?
C17 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N11 C12 C13 110.7(2) . . ?
N11 C12 H12A 109.5 . . ?
N11 C12 H12B 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F29 C10 C1 N11 -3.5(3) . . . . ?
F29 C10 C1 C2 -179.01(19) . . . . ?
F23 C2 C3 F25 2.2(3) . . . . ?
F23 C2 C3 C4 -176.0(2) . . . . ?
F23 C2 C1 N11 0.1(3) . . . . ?
F23 C2 C1 C10 175.5(2) . . . . ?
F28 C8 C7 F27 0.1(4) . . . . ?
F28 C8 C7 C6 179.1(2) . . . . ?
F24 C5 C6 F26 -0.6(3) . . . . ?
F24 C5 C6 C7 179.7(2) . . . . ?
F27 C7 C6 F26 -0.4(3) . . . . ?
F27 C7 C6 C5 179.4(2) . . . . ?
O22 C16 C17 N18 -38.9(3) . . . . ?
O22 C16 C17 C21 81.4(3) . . . . ?
N15 C16 C17 N18 141.7(2) . . . . ?
N15 C16 C17 C21 -98.0(2) . . . . ?
N15 C14 C13 C12 170.8(2) . . . . ?
C33 C34 C39 C30 1.2(3) . . . . ?
C33 C34 C39 C38 -179.85(18) . . . . ?
C33 C34 C35 C45 2.0(3) . . . . ?
C33 C34 C35 C36 -179.15(19) . . . . ?
C33 C43 C19 O20 -42.0(3) . . . . ?
C33 C43 C19 N18 139.5(2) . . . . ?
C33 C43 C44 C45 1.3(3) . . . . ?
C33 C32 C31 C30 0.4(3) . . . . ?
C34 C33 C43 C19 178.08(18) . . . . ?
C34 C33 C43 C44 0.5(3) . . . . ?
C34 C33 C32 C31 0.0(3) . . . . ?
C34 C39 C30 C31 -0.8(3) . . . . ?
C34 C39 C30 C42 179.05(19) . . . . ?
C34 C39 C38 C37 -0.6(3) . . . . ?
C34 C39 C38 C40 180.0(2) . . . . ?
C34 C35 C45 C44 -0.2(3) . . . . ?
C34 C35 C36 C37 -1.5(3) . . . . ?
C39 C34 C35 C45 -177.82(19) . . . . ?
C39 C34 C35 C36 1.0(3) . . . . ?
C39 C30 C31 C32 0.0(3) . . . . ?
C39 C30 C42 C41 0.9(3) . . . . ?
C39 C38 C37 C36 0.1(3) . . . . ?
C39 C38 C40 C41 1.1(3) . . . . ?
C43 C33 C34 C39 177.72(18) . . . . ?
C43 C33 C34 C35 -2.1(3) . . . . ?
C43 C33 C32 C31 -178.4(2) . . . . ?
C43 C44 C45 C35 -1.5(3) . . . . ?
C35 C34 C39 C30 -178.97(18) . . . . ?
C35 C34 C39 C38 0.0(3) . . . . ?
C35 C36 C37 C38 1.0(4) . . . . ?
C16 N15 C14 C13 -95.4(3) . . . . ?
C19 N18 C17 C16 -114.5(2) . . . . ?
C19 N18 C17 C21 125.1(2) . . . . ?
C19 C43 C44 C45 -176.4(2) . . . . ?
C32 C33 C34 C39 -0.8(3) . . . . ?
C32 C33 C34 C35 179.36(18) . . . . ?
C32 C33 C43 C19 -3.5(3) . . . . ?
C32 C33 C43 C44 178.87(19) . . . . ?
C30 C39 C38 C37 178.4(2) . . . . ?
C30 C39 C38 C40 -1.1(3) . . . . ?
C30 C42 C41 C40 -0.8(4) . . . . ?
C44 C43 C19 O20 135.6(2) . . . . ?
C44 C43 C19 N18 -42.9(3) . . . . ?
C31 C30 C42 C41 -179.3(2) . . . . ?
C9 C4 C3 F25 -177.75(19) . . . . ?
C9 C4 C3 C2 0.4(3) . . . . ?
C9 C4 C5 F24 -179.41(19) . . . . ?
C9 C4 C5 C6 0.3(3) . . . . ?
C9 C10 C1 N11 176.2(2) . . . . ?
C9 C10 C1 C2 0.7(3) . . . . ?
C9 C8 C7 F27 -179.9(2) . . . . ?
C9 C8 C7 C6 -0.8(4) . . . . ?
C45 C35 C36 C37 177.3(2) . . . . ?
C17 N18 C19 O20 -4.6(4) . . . . ?
C17 N18 C19 C43 173.84(19) . . . . ?
C38 C39 C30 C31 -179.76(19) . . . . ?
C38 C39 C30 C42 0.1(3) . . . . ?
C38 C40 C41 C42 -0.2(4) . . . . ?
C4 C9 C10 F29 -179.41(19) . . . . ?
C4 C9 C10 C1 0.9(3) . . . . ?
C4 C9 C8 F28 -178.92(19) . . . . ?
C4 C9 C8 C7 1.0(3) . . . . ?
C4 C5 C6 F26 179.7(2) . . . . ?
C4 C5 C6 C7 -0.1(4) . . . . ?
C10 C9 C4 C3 -1.5(3) . . . . ?
C10 C9 C4 C5 178.96(19) . . . . ?
C10 C9 C8 F28 1.4(3) . . . . ?
C10 C9 C8 C7 -178.7(2) . . . . ?
C8 C9 C4 C3 178.8(2) . . . . ?
C8 C9 C4 C5 -0.8(3) . . . . ?
C8 C9 C10 F29 0.3(3) . . . . ?
C8 C9 C10 C1 -179.4(2) . . . . ?
C8 C7 C6 F26 -179.5(2) . . . . ?
C8 C7 C6 C5 0.3(4) . . . . ?
C36 C35 C45 C44 -179.0(2) . . . . ?
C42 C30 C31 C32 -179.8(2) . . . . ?
C3 C4 C5 F24 1.0(3) . . . . ?
C3 C4 C5 C6 -179.2(2) . . . . ?
C3 C2 C1 N11 -177.1(2) . . . . ?
C3 C2 C1 C10 -1.8(3) . . . . ?
C5 C4 C3 F25 1.8(4) . . . . ?
C5 C4 C3 C2 180.0(2) . . . . ?
C37 C38 C40 C41 -178.3(2) . . . . ?
C1 N11 C12 C13 -178.6(2) . . . . ?
C1 C2 C3 F25 179.5(2) . . . . ?
C1 C2 C3 C4 1.3(4) . . . . ?
C14 N15 C16 O22 -2.9(3) . . . . ?
C14 N15 C16 C17 176.47(19) . . . . ?
C14 C13 C12 N11 170.5(2) . . . . ?
C40 C38 C37 C36 179.5(2) . . . . ?
C12 N11 C1 C10 139.6(3) . . . . ?
C12 N11 C1 C2 -45.3(4) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.410
_oxdiff_exptl_absorpt_empirical_full_min 0.723
####################################################################### 
# 
# 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_20221124cqh_auto
_database_code_depnum_ccdc_archive 'CCDC 2246071'
loop_
_audit_author_name
_audit_author_address
'cheng qiuhong'
;Shangdong University
China
;
_audit_update_record             
;
2023-03-03 deposited with the CCDC.	2023-11-28 downloaded from the CCDC.
;
_audit_creation_date             2022-11-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C36 H28 F7 N3 O2), C7 H8'
_chemical_formula_sum            'C79 H64 F14 N6 O4'
_chemical_formula_weight         1427.36
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         CNOF
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'
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                   17.8394(3)
_cell_length_b                   8.2183(2)
_cell_length_c                   22.8962(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.884(2)
_cell_angle_gamma                90
_cell_volume                     3272.29(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10372
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.3340
_cell_measurement_theta_min      2.8450
_shelx_estimated_absorpt_T_max   0.999
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    1.001
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41169
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
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    1.449
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1476
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.003
_exptl_crystal_size_min          0.001
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0860
_diffrn_reflns_av_unetI/netI     0.0707
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            34499
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.911
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.460
_diffrn_reflns_theta_min         2.852
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -86.00 -60.00   1.00    1.00    --  -48.67 125.00 150.00   26
  2  ω    -98.00 -58.00   1.00    1.00    --  -48.67-147.00 -93.00   40
  3  ω   -111.00 -73.00   1.00    1.00    --  -48.67-125.00  72.00   38
  4  ω    -87.00 -62.00   1.00    1.00    --  -48.67 147.00 -43.00   25
  5  ω     35.00  84.00   1.00    1.00    --   48.67-125.00  72.00   49
  6  ω     52.00  78.00   1.00    1.00    --   48.67-147.00 -93.00   26
  7  ω    -84.00 -58.00   1.00    5.60    --  -91.75-147.00 -93.00   26
  8  ω    -87.00 -62.00   1.00    5.60    --  -91.75 147.00 -43.00   25
  9  ω   -154.00-120.00   1.00    5.60    --  -91.75-125.00  72.00   34
 10  ω     97.00 143.00   1.00    5.60    --  106.65 125.00 150.00   46
 11  ω     65.00 110.00   1.00    5.60    --  106.65-125.00  72.00   45
 12  ω     81.00 107.00   1.00    5.60    --  106.65 147.00 -43.00   26
 13  ω     46.00 128.00   1.00    5.60    --  106.65-147.00 -93.00   82
 14  ω    -43.00  23.00   1.00    1.00    --  -48.67  38.00-120.00   66
 15  ω    -20.00  18.00   1.00    1.00    --  -48.67  19.00-180.00   38
 16  ω   -118.00 -28.00   1.00    1.00    --  -48.67 -77.00  90.00   90
 17  ω   -162.00 -73.00   1.00    5.60    --  -91.75-125.00  30.00   89
 18  ω   -160.00 -79.00   1.00    5.60    --  -91.75 -19.00-120.00   81
 19  ω    -64.00 -19.00   1.00    5.60    --  -91.75  57.00 -60.00   45
 20  ω    -64.00 -19.00   1.00    5.60    --  -91.75  57.00 -30.00   45
 21  ω   -163.00 -89.00   1.00    5.60    --  -91.75 -99.00   0.00   74
 22  ω    -83.00 -25.00   1.00    5.60    --  -91.75 125.00  60.00   58
 23  ω     35.00 111.00   1.00    5.60    --  106.65-125.00  30.00   76
 24  ω     35.00  65.00   1.00    5.60    --  106.65 -57.00 120.00   30
 25  ω     34.00  65.00   1.00    5.60    --  106.65 -57.00  30.00   31
 26  ω     72.00 111.00   1.00    5.60    --  106.65-125.00 120.00   39
 27  ω     40.00 106.00   1.00    5.60    --  106.65 -99.00-120.00   66
 28  ω     38.00  69.00   1.00    5.60    --  106.65-125.00 120.00   31
 29  ω     95.00 177.00   1.00    5.60    --  106.65 125.00  90.00   82
 30  ω     94.00 173.00   1.00    5.60    --  106.65  19.00 150.00   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0413540000
_diffrn_orient_matrix_UB_12      0.0679848000
_diffrn_orient_matrix_UB_13      0.0614622000
_diffrn_orient_matrix_UB_21      0.0220762000
_diffrn_orient_matrix_UB_22      -0.1741860000
_diffrn_orient_matrix_UB_23      0.0222213000
_diffrn_orient_matrix_UB_31      0.0751583000
_diffrn_orient_matrix_UB_32      0.0137416000
_diffrn_orient_matrix_UB_33      -0.0221905000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.781
_reflns_Friedel_fraction_full    0.965
_reflns_Friedel_fraction_max     0.861
_reflns_number_gt                10088
_reflns_number_total             12545
_reflns_odcompleteness_completeness 99.75
_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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.281
_refine_diff_density_min         -0.491
_refine_diff_density_rms         0.095
_refine_ls_abs_structure_details 
;
 Flack x determined using 3323 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     907
_refine_ls_number_reflns         12545
_refine_ls_number_restraints     97
_refine_ls_R_factor_all          0.1279
_refine_ls_R_factor_gt           0.1107
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1227P)²+11.1031P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2864
_refine_ls_wR_factor_ref         0.2990
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C1A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(N2) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C2U) \\sim Ueq, Uanis(C2N) \\sim Ueq, Uanis(C2F) \\sim Ueq, Uanis(C2Z)
\\sim Ueq, Uanis(C2L) \\sim Ueq: with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C2D) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C19) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C1X) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(N20) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(O4) \\sim Ueq, Uanis(O5) \\sim Ueq, Uanis(O1) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(N3) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
3.a Riding coordinates:
 N20(H20)
3.b Ternary CH refined with riding coordinates:
 C5(H5A), C1P(H1P)
3.c Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C17(H17A,H17B), C19(H19A,H19B), C1A(H1AA,H1AB), C1E(H1EA,
 H1EB), C1M(H1MA,H1MB), C1O(H1OA,H1OB), C1V(H1VA,H1VB), C1X(H1XA,H1XB),
 C1Y(H1YA,H1YB), C28(H28A,H28B), C2P(H2PA,H2PB)
3.d Aromatic/amide H refined with riding coordinates:
 N1(H1), N2(H2), N3(H3), N4(H4), N5(H5), C14(H14), C1J(H1J), C1K(H1K),
 C1L(H1L), C1W(H1W), C22(H22), C24(H24), C25(H25), C26(H26), C27(H27), C29(H29),
  C2A(H2A), C2B(H2B), C2G(H2G), C2H(H2H), C2J(H2J), C2K(H2K), C2M(H2M), C6(H6),
 C2T(H2T), C2V(H2V), C2W(H2W), C2Y(H2Y)
3.e Naphthalene refined as free rotating group:
 C2Z(C2F,C2N,C2D,C2U,C2L,C2S,C2I,C2E,C2C)
3.f Idealised Me refined as rotating group:
 C1R(H1RA,H1RB,H1RC), C2Q(H2QA,H2QB,H2QC), C2X(H2XA,H2XB,H2XC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.4842(4) -0.0280(8) 0.8561(3) 0.0561(15) Uani 1 1 d . . . . .
F2 F 0.6533(3) 0.2341(9) 1.0126(3) 0.0570(16) Uani 1 1 d . . . . .
F3 F 0.6074(4) -0.0328(9) 0.9470(3) 0.0604(17) Uani 1 1 d . . . . .
F13 F 0.3418(3) 0.6846(8) 0.8325(3) 0.0539(15) Uani 1 1 d . . . . .
F5 F 0.3727(4) 0.1295(8) 0.7935(3) 0.0567(16) Uani 1 1 d . . . . .
O1 O 0.0008(3) 0.7100(8) 0.4643(3) 0.0392(14) Uani 1 1 d . U . . .
F4 F 0.4625(4) 0.6759(8) 0.9238(3) 0.0564(16) Uani 1 1 d . . . . .
F F 0.5733(3) 0.5115(9) 0.9915(3) 0.0575(16) Uani 1 1 d . . . . .
O3 O 0.2441(3) 0.4739(10) 0.5218(3) 0.053(2) Uani 1 1 d . . . . .
O4 O 0.5058(4) 0.6050(9) 0.5387(3) 0.0460(16) Uani 1 1 d . U . . .
N1 N 0.1207(4) 0.6649(9) 0.4527(3) 0.0315(16) Uani 1 1 d . . . . .
H1 H 0.163222 0.709835 0.446823 0.038 Uiso 1 1 calc R U . . .
N2 N 0.1484(4) 0.3437(9) 0.5527(3) 0.0307(15) Uani 1 1 d . U . . .
H2 H 0.098838 0.322548 0.545343 0.037 Uiso 1 1 calc R U . . .
O5 O 0.2568(4) 0.7846(9) 0.4194(3) 0.0518(18) Uani 1 1 d . U . . .
N3 N 0.3448(4) 0.9819(10) 0.4228(3) 0.0361(16) Uani 1 1 d . U . . .
H3 H 0.394099 1.005998 0.432479 0.043 Uiso 1 1 calc R U . . .
N4 N 0.3792(4) 0.6254(10) 0.5018(3) 0.0336(16) Uani 1 1 d . . . . .
H4 H 0.332782 0.604566 0.507023 0.040 Uiso 1 1 calc R U . . .
F6 F -0.0979(4) 0.7240(14) 0.0113(3) 0.091(3) Uani 1 1 d . . . . .
F11 F 0.0489(5) 0.4734(11) 0.1864(5) 0.097(3) Uani 1 1 d . . . . .
C1 C 0.1758(4) 0.4359(11) 0.5142(4) 0.0339(19) Uani 1 1 d . U . . .
F12 F 0.1475(5) 0.6475(16) 0.2566(5) 0.123(4) Uani 1 1 d . . . . .
C3 C 0.0607(4) 0.7624(11) 0.4560(4) 0.0285(17) Uani 1 1 d . . . . .
N5 N 0.2941(4) 0.4275(11) 0.7609(3) 0.0427(19) Uani 1 1 d . . . . .
H5 H 0.267481 0.518252 0.759024 0.051 Uiso 1 1 calc R U . . .
C4 C 0.4404(4) 0.5802(12) 0.5435(4) 0.036(2) Uani 1 1 d . . . . .
C5 C 0.1179(4) 0.4908(10) 0.4585(4) 0.0322(18) Uani 1 1 d . . . . .
H5A H 0.065133 0.457915 0.462000 0.039 Uiso 1 1 calc R U . . .
C2 C -0.0597(5) 0.8628(12) 0.2502(4) 0.035(2) Uani 1 1 d . . . . .
C7 C 0.5868(5) 0.3523(12) 0.7858(4) 0.0358(19) Uani 1 1 d . . . . .
F7 F 0.0702(5) 1.1677(11) 0.1057(4) 0.090(3) Uani 1 1 d . . . . .
C8 C 0.6495(5) 0.3776(13) 0.8357(4) 0.039(2) Uani 1 1 d . . . . .
C9 C -0.1138(5) 0.8944(11) 0.1941(4) 0.0327(19) Uani 1 1 d . . . . .
C10 C -0.0096(5) 0.9878(11) 0.2763(4) 0.0318(18) Uani 1 1 d . . . . .
C11 C 0.3244(4) 0.8310(12) 0.4296(4) 0.035(2) Uani 1 1 d . . . . .
C12 C -0.1615(6) 0.6102(13) 0.1931(4) 0.042(2) Uani 1 1 d . . . . .
C13 C 0.0488(4) 0.9619(12) 0.3350(4) 0.0336(19) Uani 1 1 d . . . . .
H13A H 0.094520 1.030027 0.334895 0.040 Uiso 1 1 calc R U . . .
H13B H 0.065444 0.846737 0.337402 0.040 Uiso 1 1 calc R U . . .
C14 C -0.0602(5) 0.7040(12) 0.2761(4) 0.038(2) Uani 1 1 d . . . . .
H14 H -0.026646 0.681844 0.313685 0.045 Uiso 1 1 calc R U . . .
C15 C 0.5023(6) 0.1079(14) 0.8876(5) 0.045(2) Uani 1 1 d . . . . .
C16 C 0.3546(5) 0.4084(13) 0.8095(4) 0.039(2) Uani 1 1 d . . . . .
C17 C 0.4225(5) 0.4988(15) 0.5983(4) 0.046(3) Uani 1 1 d . . . . .
H17A H 0.410080 0.382728 0.589341 0.055 Uiso 1 1 calc R U . . .
H17B H 0.376861 0.551147 0.608138 0.055 Uiso 1 1 calc R U . . .
C18 C 0.3948(5) 0.2655(12) 0.8249(4) 0.040(2) Uani 1 1 d . . . . .
C19 C 0.4905(6) 0.5112(13) 0.6522(4) 0.043(2) Uani 1 1 d . U . . .
H19A H 0.508882 0.625155 0.656644 0.052 Uiso 1 1 calc R U . . .
H19B H 0.533177 0.442354 0.645162 0.052 Uiso 1 1 calc R U . . .
C1A C 0.0186(4) 1.0028(10) 0.3904(3) 0.0280(16) Uani 1 1 d . U . . .
H1AA H -0.032650 0.952185 0.386721 0.034 Uiso 1 1 calc R U . . .
H1AB H 0.012206 1.122142 0.392646 0.034 Uiso 1 1 calc R U . . .
C1B C 0.5677(6) 0.1059(14) 0.9342(4) 0.043(2) Uani 1 1 d . . . . .
C1C C -0.2167(5) 0.7980(14) 0.1111(4) 0.044(2) Uani 1 1 d . . . . .
C1D C -0.1638(4) 0.7662(13) 0.1666(4) 0.036(2) Uani 1 1 d . . . . .
C1E C 0.0722(4) 0.9435(11) 0.4481(3) 0.0272(16) Uani 1 1 d . . . . .
H1EA H 0.126269 0.964939 0.446411 0.033 Uiso 1 1 calc R U . . .
H1EB H 0.061210 1.003505 0.482779 0.033 Uiso 1 1 calc R U . . .
C1F C 0.6571(6) 0.5352(13) 0.8642(5) 0.044(2) Uani 1 1 d . . . . .
C1G C -0.1167(5) 1.0469(12) 0.1675(4) 0.037(2) Uani 1 1 d . . . . .
C1H C 0.7020(5) 0.2548(14) 0.8588(5) 0.045(2) Uani 1 1 d . . . . .
C1I C 0.5351(5) 0.4765(14) 0.7646(4) 0.043(2) Uani 1 1 d . . . . .
C1J C -0.0147(5) 1.1375(12) 0.2477(4) 0.040(2) Uani 1 1 d . . . . .
H1J H 0.018816 1.222664 0.265411 0.048 Uiso 1 1 calc R U . . .
C1K C -0.2182(6) 0.9527(16) 0.0849(4) 0.050(3) Uani 1 1 d . . . . .
H1K H -0.253573 0.973309 0.048041 0.060 Uiso 1 1 calc R U . . .
F9 F -0.0276(7) 1.0077(16) 0.0321(7) 0.142(5) Uani 1 1 d . . . . .
C1L C -0.1077(6) 0.5842(12) 0.2482(5) 0.044(2) Uani 1 1 d . . . . .
H1L H -0.104785 0.479540 0.266160 0.053 Uiso 1 1 calc R U . . .
C1M C 0.1985(5) 0.2770(12) 0.6064(5) 0.041(2) Uani 1 1 d . . . . .
H1MA H 0.246446 0.238253 0.596102 0.049 Uiso 1 1 calc R U . . .
H1MB H 0.172785 0.181369 0.619636 0.049 Uiso 1 1 calc R U . . .
C1N C 0.4425(6) 0.5396(13) 0.8946(4) 0.043(2) Uani 1 1 d . . . . .
C1O C 0.2193(4) 0.3946(12) 0.6581(4) 0.039(2) Uani 1 1 d . . . . .
H1OA H 0.171773 0.435221 0.668743 0.047 Uiso 1 1 calc R U . . .
H1OB H 0.246853 0.489009 0.646078 0.047 Uiso 1 1 calc R U . . .
C1P C 0.3884(5) 0.7085(13) 0.4480(4) 0.037(2) Uani 1 1 d . . . . .
H1P H 0.438889 0.766722 0.456470 0.045 Uiso 1 1 calc R U . . .
C1Q C 0.4836(5) 0.3930(13) 0.9087(4) 0.039(2) Uani 1 1 d . . . . .
C1R C 0.1360(6) 0.4109(14) 0.4021(5) 0.046(2) Uani 1 1 d . . . . .
H1RA H 0.095632 0.438850 0.367004 0.069 Uiso 1 1 calc R U . . .
H1RB H 0.138276 0.292456 0.407202 0.069 Uiso 1 1 calc R U . . .
H1RC H 0.185684 0.450705 0.396402 0.069 Uiso 1 1 calc R U . . .
C1S C 0.5908(6) 0.2442(15) 0.9683(4) 0.047(2) Uani 1 1 d . . . . .
C1T C 0.7625(5) 0.2818(14) 0.9101(5) 0.045(2) Uani 1 1 d . . . . .
F8 F -0.0615(7) 0.4691(15) 0.0816(6) 0.123(4) Uani 1 1 d . . . . .
C1U C 0.5498(6) 0.3831(14) 0.9563(4) 0.044(2) Uani 1 1 d . . . . .
C1V C 0.2701(5) 0.3121(13) 0.7125(5) 0.043(2) Uani 1 1 d . . . . .
H1VA H 0.241242 0.222096 0.726153 0.052 Uiso 1 1 calc R U . . .
H1VB H 0.315946 0.265296 0.701194 0.052 Uiso 1 1 calc R U . . .
C1W C 0.8125(6) 0.154(2) 0.9323(6) 0.075(5) Uani 1 1 d . . . . .
H1W H 0.851600 0.169303 0.967534 0.091 Uiso 1 1 calc R U . . .
C1X C 0.4681(5) 0.4561(15) 0.7109(4) 0.049(2) Uani 1 1 d . U . . .
H1XA H 0.423840 0.521457 0.717037 0.058 Uiso 1 1 calc R U . . .
H1XB H 0.452124 0.340480 0.707281 0.058 Uiso 1 1 calc R U . . .
C1Y C 0.2901(5) 1.1130(12) 0.4001(4) 0.038(2) Uani 1 1 d . . . . .
H1YA H 0.299467 1.205510 0.428453 0.045 Uiso 1 1 calc R U . . .
H1YB H 0.237130 1.073410 0.397640 0.045 Uiso 1 1 calc R U . . .
C1Z C 0.6958(6) 0.0986(14) 0.8305(5) 0.049(2) Uani 1 1 d . . . . .
N20 N 0.2184(6) 0.9285(15) 0.2915(5) 0.071(3) Uani 1 1 d . U . . .
H20 H 0.194467 0.955973 0.319716 0.085 Uiso 1 1 d R U . . .
C21 C 0.3786(5) 0.5425(13) 0.8463(5) 0.041(2) Uani 1 1 d . . . . .
C22 C 0.5826(6) 0.1907(13) 0.7583(5) 0.048(2) Uani 1 1 d . . . . .
H22 H 0.542588 0.168149 0.724349 0.058 Uiso 1 1 calc R U . . .
C23 C 0.4596(6) 0.2542(14) 0.8743(4) 0.043(2) Uani 1 1 d . . . . .
C24 C 0.6043(6) 0.6555(15) 0.8424(5) 0.054(3) Uani 1 1 d . . . . .
H24 H 0.608850 0.759385 0.861050 0.064 Uiso 1 1 calc R U . . .
C25 C 0.5446(6) 0.6258(14) 0.7933(5) 0.049(3) Uani 1 1 d . . . . .
H25 H 0.509080 0.710599 0.778991 0.059 Uiso 1 1 calc R U . . .
C26 C -0.1714(6) 1.0715(15) 0.1105(5) 0.053(3) Uani 1 1 d . . . . .
H26 H -0.173662 1.174335 0.091255 0.063 Uiso 1 1 calc R U . . .
C27 C -0.0661(6) 1.1666(13) 0.1950(4) 0.045(2) Uani 1 1 d . . . . .
H27 H -0.067369 1.270770 0.176845 0.054 Uiso 1 1 calc R U . . .
C28 C 0.2973(6) 1.1711(15) 0.3389(5) 0.053(3) Uani 1 1 d . . . . .
H28A H 0.348203 1.223085 0.342353 0.063 Uiso 1 1 calc R U . . .
H28B H 0.257409 1.254230 0.324276 0.063 Uiso 1 1 calc R U . . .
C29 C -0.2117(6) 0.4891(15) 0.1646(6) 0.056(3) Uani 1 1 d . . . . .
H29 H -0.210212 0.383708 0.181916 0.068 Uiso 1 1 calc R U . . .
C2A C 0.7195(7) 0.5591(16) 0.9162(5) 0.053(3) Uani 1 1 d . . . . .
H2A H 0.725876 0.662429 0.935259 0.064 Uiso 1 1 calc R U . . .
C2B C 0.6334(7) 0.0741(14) 0.7797(5) 0.052(3) Uani 1 1 d . . . . .
H2B H 0.627982 -0.029053 0.760466 0.062 Uiso 1 1 calc R U . . .
C2G C -0.2658(6) 0.6710(19) 0.0848(5) 0.061(4) Uani 1 1 d . . . . .
H2G H -0.300980 0.690011 0.047649 0.073 Uiso 1 1 calc R U . . .
C2H C 0.7680(7) 0.4392(18) 0.9377(5) 0.062(3) Uani 1 1 d . . . . .
H2H H 0.807470 0.458565 0.972401 0.074 Uiso 1 1 calc R U . . .
C2J C -0.2643(7) 0.5225(19) 0.1108(6) 0.064(3) Uani 1 1 d . . . . .
H2J H -0.299124 0.440522 0.092297 0.077 Uiso 1 1 calc R U . . .
C2K C 0.8056(8) 0.0058(19) 0.9035(7) 0.070(4) Uani 1 1 d . . . . .
H2K H 0.840868 -0.078897 0.918676 0.085 Uiso 1 1 calc R U . . .
C2M C 0.7480(7) -0.0220(16) 0.8526(7) 0.065(3) Uani 1 1 d . . . . .
H2M H 0.744661 -0.124503 0.833070 0.078 Uiso 1 1 calc R U . . .
C2Z C 0.0924(5) 1.0398(8) 0.1449(4) 0.111(6) Uani 1 1 d G U . . .
C2F C 0.1485(5) 1.0490(11) 0.1978(4) 0.084(5) Uani 1 1 d G U . . .
C2N C 0.1655(4) 0.9130(13) 0.2345(3) 0.076(4) Uani 1 1 d G U . . .
C2D C 0.1264(4) 0.7678(11) 0.2182(3) 0.108(6) Uani 1 1 d G U . . .
C2U C 0.0704(3) 0.7586(8) 0.1653(2) 0.067(3) Uani 1 1 d G U . . .
C2L C 0.0534(4) 0.8946(8) 0.1287(3) 0.074(4) Uani 1 1 d G U . . .
C2S C -0.0027(4) 0.8854(11) 0.0758(3) 0.107(7) Uani 1 1 d G . . . .
C2I C -0.0418(4) 0.7402(13) 0.0596(3) 0.068(4) Uani 1 1 d G . . . .
C2E C -0.0247(4) 0.6042(11) 0.0962(4) 0.086(6) Uani 1 1 d G . . . .
C2C C 0.0313(4) 0.6134(9) 0.1491(3) 0.087(5) Uani 1 1 d G . . . .
C6 C 0.2778(10) -0.1016(17) 0.5795(6) 0.078(4) Uani 1 1 d . . . . .
H6 H 0.247385 -0.096711 0.539782 0.094 Uiso 1 1 calc R U . . .
C2P C 0.2887(5) 1.0331(18) 0.2935(5) 0.059(3) Uani 1 1 d . . . . .
H2PA H 0.285918 1.079872 0.253239 0.071 Uiso 1 1 calc R U . . .
H2PB H 0.335051 0.963341 0.303408 0.071 Uiso 1 1 calc R U . . .
C2Q C 0.3860(8) 0.587(2) 0.3958(5) 0.074(4) Uani 1 1 d . . . . .
H2QA H 0.334590 0.538641 0.384081 0.110 Uiso 1 1 calc R U . . .
H2QB H 0.423994 0.500375 0.408869 0.110 Uiso 1 1 calc R U . . .
H2QC H 0.398060 0.644030 0.361485 0.110 Uiso 1 1 calc R U . . .
C2R C 0.2466(12) -0.1439(19) 0.6248(7) 0.095(5) Uani 1 1 d . . . . .
C2T C 0.2908(13) -0.146(2) 0.6853(7) 0.096(6) Uani 1 1 d . . . . .
H2T H 0.268769 -0.175827 0.717921 0.115 Uiso 1 1 calc R U . . .
C2V C 0.3648(14) -0.104(3) 0.6933(8) 0.115(8) Uani 1 1 d . . . . .
H2V H 0.394559 -0.100615 0.733210 0.138 Uiso 1 1 calc R U . . .
C2W C 0.3585(12) -0.063(2) 0.5918(8) 0.098(5) Uani 1 1 d . . . . .
H2W H 0.381688 -0.037661 0.559442 0.117 Uiso 1 1 calc R U . . .
C2X C 0.1627(11) -0.185(2) 0.6137(9) 0.097(5) Uani 1 1 d . . . . .
H2XA H 0.132346 -0.091884 0.594610 0.146 Uiso 1 1 calc R U . . .
H2XB H 0.148953 -0.208990 0.651896 0.146 Uiso 1 1 calc R U . . .
H2XC H 0.151957 -0.279802 0.587348 0.146 Uiso 1 1 calc R U . . .
C2Y C 0.4017(13) -0.063(3) 0.6477(11) 0.125(8) Uani 1 1 d . . . . .
H2Y H 0.454934 -0.037060 0.655826 0.150 Uiso 1 1 calc R U . . .
F10 F 0.1711(8) 1.185(2) 0.2080(6) 0.153(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C15 1.329(13) . ?
F2 C1S 1.332(11) . ?
F3 C1B 1.339(12) . ?
F13 C21 1.342(11) . ?
F5 C18 1.339(12) . ?
O1 C3 1.206(10) . ?
F4 C1N 1.312(12) . ?
F C1U 1.338(12) . ?
O3 C1 1.232(10) . ?
O4 C4 1.213(10) . ?
N1 H1 0.8800 . ?
N1 C3 1.352(10) . ?
N1 C5 1.440(11) . ?
N2 H2 0.8800 . ?
N2 C1 1.334(11) . ?
N2 C1M 1.457(11) . ?
O5 C11 1.236(10) . ?
N3 H3 0.8800 . ?
N3 C11 1.311(13) . ?
N3 C1Y 1.469(11) . ?
N4 H4 0.8800 . ?
N4 C4 1.331(11) . ?
N4 C1P 1.450(11) . ?
F6 C2I 1.322(9) . ?
F11 C2C 1.426(11) . ?
C1 C5 1.520(12) . ?
F12 C2D 1.320(15) . ?
C3 C1E 1.519(12) . ?
N5 H5 0.8800 . ?
N5 C16 1.375(12) . ?
N5 C1V 1.449(13) . ?
C4 C17 1.518(13) . ?
C5 H5A 1.0000 . ?
C5 C1R 1.545(13) . ?
C2 C9 1.448(12) . ?
C2 C10 1.404(13) . ?
C2 C14 1.434(14) . ?
C7 C8 1.424(13) . ?
C7 C1I 1.390(14) . ?
C7 C22 1.464(15) . ?
F7 C2Z 1.382(11) . ?
C8 C1F 1.443(14) . ?
C8 C1H 1.398(14) . ?
C9 C1D 1.432(13) . ?
C9 C1G 1.389(13) . ?
C10 C13 1.520(12) . ?
C10 C1J 1.387(13) . ?
C11 C1P 1.510(13) . ?
C12 C1D 1.415(15) . ?
C12 C1L 1.420(15) . ?
C12 C29 1.400(14) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C1A 1.523(11) . ?
C14 H14 0.9500 . ?
C14 C1L 1.362(14) . ?
C15 C1B 1.395(14) . ?
C15 C23 1.420(15) . ?
C16 C18 1.380(14) . ?
C16 C21 1.395(14) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C19 1.530(13) . ?
C18 C23 1.430(13) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C1X 1.552(13) . ?
C1A H1AA 0.9900 . ?
C1A H1AB 0.9900 . ?
C1A C1E 1.528(10) . ?
C1B C1S 1.388(16) . ?
C1C C1D 1.427(13) . ?
C1C C1K 1.403(17) . ?
C1C C2G 1.409(16) . ?
C1E H1EA 0.9900 . ?
C1E H1EB 0.9900 . ?
C1F C24 1.381(16) . ?
C1F C2A 1.450(15) . ?
C1G C26 1.458(14) . ?
C1G C27 1.388(14) . ?
C1H C1T 1.425(14) . ?
C1H C1Z 1.431(16) . ?
C1I C1X 1.521(14) . ?
C1I C25 1.385(16) . ?
C1J H1J 0.9500 . ?
C1J C27 1.364(14) . ?
C1K H1K 0.9500 . ?
C1K C26 1.333(17) . ?
F9 C2S 1.418(16) . ?
C1L H1L 0.9500 . ?
C1M H1MA 0.9900 . ?
C1M H1MB 0.9900 . ?
C1M C1O 1.509(14) . ?
C1N C1Q 1.410(14) . ?
C1N C21 1.401(14) . ?
C1O H1OA 0.9900 . ?
C1O H1OB 0.9900 . ?
C1O C1V 1.526(13) . ?
C1P H1P 1.0000 . ?
C1P C2Q 1.552(16) . ?
C1Q C1U 1.419(13) . ?
C1Q C23 1.398(15) . ?
C1R H1RA 0.9800 . ?
C1R H1RB 0.9800 . ?
C1R H1RC 0.9800 . ?
C1S C1U 1.350(16) . ?
C1T C1W 1.399(17) . ?
C1T C2H 1.433(18) . ?
F8 C2E 1.295(13) . ?
C1V H1VA 0.9900 . ?
C1V H1VB 0.9900 . ?
C1W H1W 0.9500 . ?
C1W C2K 1.38(2) . ?
C1X H1XA 0.9900 . ?
C1X H1XB 0.9900 . ?
C1Y H1YA 0.9900 . ?
C1Y H1YB 0.9900 . ?
C1Y C28 1.512(14) . ?
C1Z C2B 1.434(16) . ?
C1Z C2M 1.377(17) . ?
N20 H20 0.8799 . ?
N20 C2N 1.436(13) . ?
N20 C2P 1.513(16) . ?
C22 H22 0.9500 . ?
C22 C2B 1.333(16) . ?
C24 H24 0.9500 . ?
C24 C25 1.385(16) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 H27 0.9500 . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C28 C2P 1.523(17) . ?
C29 H29 0.9500 . ?
C29 C2J 1.399(18) . ?
C2A H2A 0.9500 . ?
C2A C2H 1.331(18) . ?
C2B H2B 0.9500 . ?
C2G H2G 0.9500 . ?
C2G C2J 1.36(2) . ?
C2H H2H 0.9500 . ?
C2J H2J 0.9500 . ?
C2K H2K 0.9500 . ?
C2K C2M 1.39(2) . ?
C2M H2M 0.9500 . ?
C2Z C2F 1.3900 . ?
C2Z C2L 1.3900 . ?
C2F C2N 1.3900 . ?
C2F F10 1.197(19) . ?
C2N C2D 1.3900 . ?
C2D C2U 1.3900 . ?
C2U C2L 1.3900 . ?
C2U C2C 1.3900 . ?
C2L C2S 1.3900 . ?
C2S C2I 1.3900 . ?
C2I C2E 1.3900 . ?
C2E C2C 1.3900 . ?
C6 H6 0.9500 . ?
C6 C2R 1.33(2) . ?
C6 C2W 1.44(2) . ?
C2P H2PA 0.9900 . ?
C2P H2PB 0.9900 . ?
C2Q H2QA 0.9800 . ?
C2Q H2QB 0.9800 . ?
C2Q H2QC 0.9800 . ?
C2R C2T 1.43(2) . ?
C2R C2X 1.50(3) . ?
C2T H2T 0.9500 . ?
C2T C2V 1.34(3) . ?
C2V H2V 0.9500 . ?
C2V C2Y 1.39(3) . ?
C2W H2W 0.9500 . ?
C2W C2Y 1.34(3) . ?
C2X H2XA 0.9800 . ?
C2X H2XB 0.9800 . ?
C2X H2XC 0.9800 . ?
C2Y H2Y 0.9500 . ?

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
C3 N1 H1 118.7 . . ?
C3 N1 C5 122.7(7) . . ?
C5 N1 H1 118.7 . . ?
C1 N2 H2 119.1 . . ?
C1 N2 C1M 121.7(7) . . ?
C1M N2 H2 119.1 . . ?
C11 N3 H3 118.1 . . ?
C11 N3 C1Y 123.8(8) . . ?
C1Y N3 H3 118.1 . . ?
C4 N4 H4 119.6 . . ?
C4 N4 C1P 120.7(7) . . ?
C1P N4 H4 119.6 . . ?
O3 C1 N2 123.2(8) . . ?
O3 C1 C5 120.6(8) . . ?
N2 C1 C5 116.2(7) . . ?
O1 C3 N1 122.6(8) . . ?
O1 C3 C1E 121.0(7) . . ?
N1 C3 C1E 116.4(6) . . ?
C16 N5 H5 117.0 . . ?
C16 N5 C1V 126.1(9) . . ?
C1V N5 H5 117.0 . . ?
O4 C4 N4 122.6(8) . . ?
O4 C4 C17 122.2(8) . . ?
N4 C4 C17 115.2(6) . . ?
N1 C5 C1 109.9(7) . . ?
N1 C5 H5A 109.2 . . ?
N1 C5 C1R 109.1(8) . . ?
C1 C5 H5A 109.2 . . ?
C1 C5 C1R 110.2(7) . . ?
C1R C5 H5A 109.2 . . ?
C10 C2 C9 118.7(8) . . ?
C10 C2 C14 123.5(8) . . ?
C14 C2 C9 117.7(8) . . ?
C8 C7 C22 115.6(9) . . ?
C1I C7 C8 121.0(9) . . ?
C1I C7 C22 123.4(9) . . ?
C7 C8 C1F 118.2(9) . . ?
C1H C8 C7 122.5(10) . . ?
C1H C8 C1F 119.3(9) . . ?
C1D C9 C2 119.0(8) . . ?
C1G C9 C2 120.2(8) . . ?
C1G C9 C1D 120.8(8) . . ?
C2 C10 C13 121.2(8) . . ?
C1J C10 C2 118.7(8) . . ?
C1J C10 C13 120.1(8) . . ?
O5 C11 N3 123.6(9) . . ?
O5 C11 C1P 119.5(9) . . ?
N3 C11 C1P 116.8(7) . . ?
C1D C12 C1L 117.8(9) . . ?
C29 C12 C1D 119.4(10) . . ?
C29 C12 C1L 122.8(10) . . ?
C10 C13 H13A 108.8 . . ?
C10 C13 H13B 108.8 . . ?
C10 C13 C1A 114.0(6) . . ?
H13A C13 H13B 107.7 . . ?
C1A C13 H13A 108.8 . . ?
C1A C13 H13B 108.8 . . ?
C2 C14 H14 119.2 . . ?
C1L C14 C2 121.6(9) . . ?
C1L C14 H14 119.2 . . ?
F1 C15 C1B 117.8(9) . . ?
F1 C15 C23 122.8(9) . . ?
C1B C15 C23 119.4(10) . . ?
N5 C16 C18 124.9(10) . . ?
N5 C16 C21 118.6(9) . . ?
C18 C16 C21 116.5(8) . . ?
C4 C17 H17A 109.4 . . ?
C4 C17 H17B 109.4 . . ?
C4 C17 C19 111.3(7) . . ?
H17A C17 H17B 108.0 . . ?
C19 C17 H17A 109.4 . . ?
C19 C17 H17B 109.4 . . ?
F5 C18 C16 120.0(8) . . ?
F5 C18 C23 117.4(9) . . ?
C16 C18 C23 122.7(9) . . ?
C17 C19 H19A 109.3 . . ?
C17 C19 H19B 109.3 . . ?
C17 C19 C1X 111.6(8) . . ?
H19A C19 H19B 108.0 . . ?
C1X C19 H19A 109.3 . . ?
C1X C19 H19B 109.3 . . ?
C13 C1A H1AA 109.1 . . ?
C13 C1A H1AB 109.1 . . ?
C13 C1A C1E 112.4(6) . . ?
H1AA C1A H1AB 107.9 . . ?
C1E C1A H1AA 109.1 . . ?
C1E C1A H1AB 109.1 . . ?
F3 C1B C15 119.2(10) . . ?
F3 C1B C1S 119.9(9) . . ?
C1S C1B C15 120.9(10) . . ?
C1K C1C C1D 119.5(10) . . ?
C1K C1C C2G 122.5(10) . . ?
C2G C1C C1D 118.0(11) . . ?
C12 C1D C9 121.4(8) . . ?
C12 C1D C1C 119.8(9) . . ?
C1C C1D C9 118.7(9) . . ?
C3 C1E C1A 109.9(7) . . ?
C3 C1E H1EA 109.7 . . ?
C3 C1E H1EB 109.7 . . ?
C1A C1E H1EA 109.7 . . ?
C1A C1E H1EB 109.7 . . ?
H1EA C1E H1EB 108.2 . . ?
C8 C1F C2A 118.1(10) . . ?
C24 C1F C8 119.4(9) . . ?
C24 C1F C2A 122.5(10) . . ?
C9 C1G C26 118.0(9) . . ?
C9 C1G C27 118.9(8) . . ?
C27 C1G C26 123.0(9) . . ?
C8 C1H C1T 121.3(11) . . ?
C8 C1H C1Z 119.9(10) . . ?
C1T C1H C1Z 118.8(10) . . ?
C7 C1I C1X 122.9(10) . . ?
C25 C1I C7 118.9(9) . . ?
C25 C1I C1X 118.3(10) . . ?
C10 C1J H1J 118.9 . . ?
C27 C1J C10 122.2(9) . . ?
C27 C1J H1J 118.9 . . ?
C1C C1K H1K 119.1 . . ?
C26 C1K C1C 121.7(10) . . ?
C26 C1K H1K 119.1 . . ?
C12 C1L H1L 118.8 . . ?
C14 C1L C12 122.3(9) . . ?
C14 C1L H1L 118.8 . . ?
N2 C1M H1MA 108.6 . . ?
N2 C1M H1MB 108.6 . . ?
N2 C1M C1O 114.8(8) . . ?
H1MA C1M H1MB 107.6 . . ?
C1O C1M H1MA 108.6 . . ?
C1O C1M H1MB 108.6 . . ?
F4 C1N C1Q 122.9(9) . . ?
F4 C1N C21 117.9(9) . . ?
C21 C1N C1Q 119.1(9) . . ?
C1M C1O H1OA 109.5 . . ?
C1M C1O H1OB 109.5 . . ?
C1M C1O C1V 110.6(8) . . ?
H1OA C1O H1OB 108.1 . . ?
C1V C1O H1OA 109.5 . . ?
C1V C1O H1OB 109.5 . . ?
N4 C1P C11 109.2(7) . . ?
N4 C1P H1P 109.1 . . ?
N4 C1P C2Q 111.2(10) . . ?
C11 C1P H1P 109.1 . . ?
C11 C1P C2Q 109.1(8) . . ?
C2Q C1P H1P 109.1 . . ?
C1N C1Q C1U 121.8(10) . . ?
C23 C1Q C1N 119.3(9) . . ?
C23 C1Q C1U 118.9(9) . . ?
C5 C1R H1RA 109.5 . . ?
C5 C1R H1RB 109.5 . . ?
C5 C1R H1RC 109.5 . . ?
H1RA C1R H1RB 109.5 . . ?
H1RA C1R H1RC 109.5 . . ?
H1RB C1R H1RC 109.5 . . ?
F2 C1S C1B 118.0(10) . . ?
F2 C1S C1U 122.0(10) . . ?
C1U C1S C1B 119.9(9) . . ?
C1H C1T C2H 118.0(10) . . ?
C1W C1T C1H 119.1(12) . . ?
C1W C1T C2H 122.9(12) . . ?
F C1U C1Q 120.8(10) . . ?
F C1U C1S 117.5(9) . . ?
C1S C1U C1Q 121.7(10) . . ?
N5 C1V C1O 110.7(8) . . ?
N5 C1V H1VA 109.5 . . ?
N5 C1V H1VB 109.5 . . ?
C1O C1V H1VA 109.5 . . ?
C1O C1V H1VB 109.5 . . ?
H1VA C1V H1VB 108.1 . . ?
C1T C1W H1W 119.7 . . ?
C2K C1W C1T 120.6(13) . . ?
C2K C1W H1W 119.7 . . ?
C19 C1X H1XA 109.4 . . ?
C19 C1X H1XB 109.4 . . ?
C1I C1X C19 111.1(7) . . ?
C1I C1X H1XA 109.4 . . ?
C1I C1X H1XB 109.4 . . ?
H1XA C1X H1XB 108.0 . . ?
N3 C1Y H1YA 109.2 . . ?
N3 C1Y H1YB 109.2 . . ?
N3 C1Y C28 111.9(7) . . ?
H1YA C1Y H1YB 107.9 . . ?
C28 C1Y H1YA 109.2 . . ?
C28 C1Y H1YB 109.2 . . ?
C1H C1Z C2B 117.5(10) . . ?
C2M C1Z C1H 120.0(11) . . ?
C2M C1Z C2B 122.5(11) . . ?
C2N N20 H20 111.3 . . ?
C2N N20 C2P 116.8(10) . . ?
C2P N20 H20 111.5 . . ?
F13 C21 C16 118.5(9) . . ?
F13 C21 C1N 118.0(9) . . ?
C16 C21 C1N 123.3(9) . . ?
C7 C22 H22 119.0 . . ?
C2B C22 C7 121.9(10) . . ?
C2B C22 H22 119.0 . . ?
C15 C23 C18 121.7(10) . . ?
C1Q C23 C15 119.2(9) . . ?
C1Q C23 C18 119.0(9) . . ?
C1F C24 H24 119.8 . . ?
C1F C24 C25 120.4(11) . . ?
C25 C24 H24 119.8 . . ?
C1I C25 C24 122.2(10) . . ?
C1I C25 H25 118.9 . . ?
C24 C25 H25 118.9 . . ?
C1G C26 H26 119.3 . . ?
C1K C26 C1G 121.3(10) . . ?
C1K C26 H26 119.3 . . ?
C1G C27 H27 119.4 . . ?
C1J C27 C1G 121.2(9) . . ?
C1J C27 H27 119.4 . . ?
C1Y C28 H28A 109.1 . . ?
C1Y C28 H28B 109.1 . . ?
C1Y C28 C2P 112.4(10) . . ?
H28A C28 H28B 107.9 . . ?
C2P C28 H28A 109.1 . . ?
C2P C28 H28B 109.1 . . ?
C12 C29 H29 119.9 . . ?
C2J C29 C12 120.3(12) . . ?
C2J C29 H29 119.9 . . ?
C1F C2A H2A 119.3 . . ?
C2H C2A C1F 121.3(11) . . ?
C2H C2A H2A 119.3 . . ?
C1Z C2B H2B 118.8 . . ?
C22 C2B C1Z 122.5(11) . . ?
C22 C2B H2B 118.8 . . ?
C1C C2G H2G 119.0 . . ?
C2J C2G C1C 121.9(11) . . ?
C2J C2G H2G 119.0 . . ?
C1T C2H H2H 119.0 . . ?
C2A C2H C1T 122.0(11) . . ?
C2A C2H H2H 119.0 . . ?
C29 C2J H2J 119.7 . . ?
C2G C2J C29 120.5(12) . . ?
C2G C2J H2J 119.7 . . ?
C1W C2K H2K 119.4 . . ?
C1W C2K C2M 121.1(13) . . ?
C2M C2K H2K 119.4 . . ?
C1Z C2M C2K 120.3(13) . . ?
C1Z C2M H2M 119.9 . . ?
C2K C2M H2M 119.9 . . ?
F7 C2Z C2F 124.8(6) . . ?
C2N C2F C2Z 120.0 . . ?
F10 C2F C2Z 111.5(10) . . ?
F10 C2F C2N 128.1(10) . . ?
C2F C2N N20 119.2(8) . . ?
C2D C2N N20 120.5(8) . . ?
C2D C2N C2F 120.0 . . ?
F12 C2D C2N 114.4(7) . . ?
F12 C2D C2U 125.6(7) . . ?
C2N C2D C2U 120.0 . . ?
C2L C2U C2D 120.0 . . ?
C2U C2L C2Z 120.0 . . ?
C2S C2L C2Z 120.0 . . ?
C2S C2L C2U 120.0 . . ?
C2L C2S F9 128.9(8) . . ?
C2L C2S C2I 120.0 . . ?
C2I C2S F9 111.1(8) . . ?
F6 C2I C2S 123.5(8) . . ?
F6 C2I C2E 116.5(8) . . ?
C2E C2I C2S 120.0 . . ?
F8 C2E C2I 120.3(8) . . ?
F8 C2E C2C 119.7(8) . . ?
C2I C2E C2C 120.0 . . ?
C2U C2C F11 120.1(6) . . ?
C2E C2C F11 119.9(6) . . ?
C2E C2C C2U 120.0 . . ?
C2R C6 H6 120.7 . . ?
C2R C6 C2W 118.6(16) . . ?
C2W C6 H6 120.7 . . ?
N20 C2P C28 113.7(9) . . ?
N20 C2P H2PA 108.8 . . ?
N20 C2P H2PB 108.8 . . ?
C28 C2P H2PA 108.8 . . ?
C28 C2P H2PB 108.8 . . ?
H2PA C2P H2PB 107.7 . . ?
C1P C2Q H2QA 109.5 . . ?
C1P C2Q H2QB 109.5 . . ?
C1P C2Q H2QC 109.5 . . ?
H2QA C2Q H2QB 109.5 . . ?
H2QA C2Q H2QC 109.5 . . ?
H2QB C2Q H2QC 109.5 . . ?
C6 C2R C2T 122(2) . . ?
C6 C2R C2X 120.1(16) . . ?
C2T C2R C2X 118.3(18) . . ?
C2R C2T H2T 121.9 . . ?
C2V C2T C2R 116(2) . . ?
C2V C2T H2T 121.9 . . ?
C2T C2V H2V 117.4 . . ?
C2T C2V C2Y 125.3(18) . . ?
C2Y C2V H2V 117.4 . . ?
C6 C2W H2W 119.1 . . ?
C2Y C2W C6 122(2) . . ?
C2Y C2W H2W 119.1 . . ?
C2R C2X H2XA 109.5 . . ?
C2R C2X H2XB 109.5 . . ?
C2R C2X H2XC 109.5 . . ?
H2XA C2X H2XB 109.5 . . ?
H2XA C2X H2XC 109.5 . . ?
H2XB C2X H2XC 109.5 . . ?
C2V C2Y H2Y 121.7 . . ?
C2W C2Y C2V 117(2) . . ?
C2W C2Y H2Y 121.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C15 C1B F3 -2.6(14) . . . . ?
F1 C15 C1B C1S 179.0(9) . . . . ?
F1 C15 C23 C18 -1.6(15) . . . . ?
F1 C15 C23 C1Q -178.5(8) . . . . ?
F2 C1S C1U F -1.3(14) . . . . ?
F2 C1S C1U C1Q 179.5(8) . . . . ?
F3 C1B C1S F2 1.0(14) . . . . ?
F3 C1B C1S C1U -178.5(9) . . . . ?
F5 C18 C23 C15 4.1(13) . . . . ?
F5 C18 C23 C1Q -178.9(8) . . . . ?
O1 C3 C1E C1A -65.7(10) . . . . ?
F4 C1N C1Q C1U 0.5(14) . . . . ?
F4 C1N C1Q C23 -178.3(8) . . . . ?
F4 C1N C21 F13 0.4(13) . . . . ?
F4 C1N C21 C16 175.9(8) . . . . ?
O3 C1 C5 N1 -54.9(12) . . . . ?
O3 C1 C5 C1R 65.5(11) . . . . ?
O4 C4 C17 C19 20.7(15) . . . . ?
N1 C3 C1E C1A 113.8(8) . . . . ?
N2 C1 C5 N1 126.4(8) . . . . ?
N2 C1 C5 C1R -113.2(9) . . . . ?
N2 C1M C1O C1V 178.6(7) . . . . ?
O5 C11 C1P N4 -58.0(11) . . . . ?
O5 C11 C1P C2Q 63.8(11) . . . . ?
N3 C11 C1P N4 125.1(9) . . . . ?
N3 C11 C1P C2Q -113.2(11) . . . . ?
N3 C1Y C28 C2P 55.3(11) . . . . ?
N4 C4 C17 C19 -157.8(9) . . . . ?
F6 C2I C2E F8 2.0(9) . . . . ?
F6 C2I C2E C2C -177.2(6) . . . . ?
C1 N2 C1M C1O 80.4(10) . . . . ?
F12 C2D C2U C2L 179.9(8) . . . . ?
F12 C2D C2U C2C -0.1(8) . . . . ?
C3 N1 C5 C1 -115.7(9) . . . . ?
C3 N1 C5 C1R 123.3(8) . . . . ?
N5 C16 C18 F5 -4.2(14) . . . . ?
N5 C16 C18 C23 177.0(8) . . . . ?
N5 C16 C21 F13 -0.3(13) . . . . ?
N5 C16 C21 C1N -175.7(9) . . . . ?
C4 N4 C1P C11 -145.0(9) . . . . ?
C4 N4 C1P C2Q 94.6(11) . . . . ?
C4 C17 C19 C1X 169.9(9) . . . . ?
C5 N1 C3 O1 0.3(13) . . . . ?
C5 N1 C3 C1E -179.1(8) . . . . ?
C2 C9 C1D C12 0.1(12) . . . . ?
C2 C9 C1D C1C -179.7(7) . . . . ?
C2 C9 C1G C26 179.0(8) . . . . ?
C2 C9 C1G C27 1.2(13) . . . . ?
C2 C10 C13 C1A -89.6(10) . . . . ?
C2 C10 C1J C27 -0.7(13) . . . . ?
C2 C14 C1L C12 -2.4(15) . . . . ?
C7 C8 C1F C24 -0.4(13) . . . . ?
C7 C8 C1F C2A 178.1(8) . . . . ?
C7 C8 C1H C1T -177.6(8) . . . . ?
C7 C8 C1H C1Z 2.8(13) . . . . ?
C7 C1I C1X C19 -93.1(11) . . . . ?
C7 C1I C25 C24 0.3(14) . . . . ?
C7 C22 C2B C1Z -0.5(16) . . . . ?
F7 C2Z C2F C2N 179.0(8) . . . . ?
F7 C2Z C2F F10 5.7(9) . . . . ?
F7 C2Z C2L C2U -179.1(7) . . . . ?
F7 C2Z C2L C2S 0.9(7) . . . . ?
C8 C7 C1I C1X 179.0(8) . . . . ?
C8 C7 C1I C25 -0.9(13) . . . . ?
C8 C7 C22 C2B 1.4(13) . . . . ?
C8 C1F C24 C25 -0.2(15) . . . . ?
C8 C1F C2A C2H -0.9(15) . . . . ?
C8 C1H C1T C1W 178.6(9) . . . . ?
C8 C1H C1T C2H 0.1(14) . . . . ?
C8 C1H C1Z C2B -1.6(13) . . . . ?
C8 C1H C1Z C2M 179.1(9) . . . . ?
C9 C2 C10 C13 -179.7(7) . . . . ?
C9 C2 C10 C1J 1.0(12) . . . . ?
C9 C2 C14 C1L 2.4(13) . . . . ?
C9 C1G C26 C1K 1.1(14) . . . . ?
C9 C1G C27 C1J -0.8(15) . . . . ?
C10 C2 C9 C1D 178.5(7) . . . . ?
C10 C2 C9 C1G -1.3(12) . . . . ?
C10 C2 C14 C1L -177.3(8) . . . . ?
C10 C13 C1A C1E 168.4(7) . . . . ?
C10 C1J C27 C1G 0.5(15) . . . . ?
C11 N3 C1Y C28 -111.6(10) . . . . ?
C12 C29 C2J C2G 1.7(17) . . . . ?
C13 C10 C1J C27 -179.9(9) . . . . ?
C13 C1A C1E C3 -79.1(8) . . . . ?
C14 C2 C9 C1D -1.3(11) . . . . ?
C14 C2 C9 C1G 178.9(8) . . . . ?
C14 C2 C10 C13 0.0(12) . . . . ?
C14 C2 C10 C1J -179.2(8) . . . . ?
C15 C1B C1S F2 179.3(8) . . . . ?
C15 C1B C1S C1U -0.2(15) . . . . ?
C16 N5 C1V C1O -161.9(8) . . . . ?
C16 C18 C23 C15 -177.0(9) . . . . ?
C16 C18 C23 C1Q -0.1(14) . . . . ?
C17 C19 C1X C1I -177.3(10) . . . . ?
C18 C16 C21 F13 179.0(8) . . . . ?
C18 C16 C21 C1N 3.5(14) . . . . ?
C1B C15 C23 C18 176.4(9) . . . . ?
C1B C15 C23 C1Q -0.5(14) . . . . ?
C1B C1S C1U F 178.2(8) . . . . ?
C1B C1S C1U C1Q -1.0(15) . . . . ?
C1C C1K C26 C1G -0.7(16) . . . . ?
C1C C2G C2J C29 -1.7(17) . . . . ?
C1D C9 C1G C26 -0.8(13) . . . . ?
C1D C9 C1G C27 -178.6(8) . . . . ?
C1D C12 C1L C14 1.1(14) . . . . ?
C1D C12 C29 C2J -0.6(15) . . . . ?
C1D C1C C1K C26 0.1(15) . . . . ?
C1D C1C C2G C2J 0.6(15) . . . . ?
C1F C8 C1H C1T 0.4(13) . . . . ?
C1F C8 C1H C1Z -179.2(8) . . . . ?
C1F C24 C25 C1I 0.3(16) . . . . ?
C1F C2A C2H C1T 1.5(17) . . . . ?
C1G C9 C1D C12 179.9(8) . . . . ?
C1G C9 C1D C1C 0.1(12) . . . . ?
C1H C8 C1F C24 -178.5(9) . . . . ?
C1H C8 C1F C2A 0.0(13) . . . . ?
C1H C1T C1W C2K 2.8(17) . . . . ?
C1H C1T C2H C2A -1.1(16) . . . . ?
C1H C1Z C2B C22 0.5(15) . . . . ?
C1H C1Z C2M C2K 1.9(17) . . . . ?
C1I C7 C8 C1F 1.0(12) . . . . ?
C1I C7 C8 C1H 179.0(8) . . . . ?
C1I C7 C22 C2B 179.8(9) . . . . ?
C1J C10 C13 C1A 89.7(10) . . . . ?
C1K C1C C1D C9 0.3(12) . . . . ?
C1K C1C C1D C12 -179.5(8) . . . . ?
C1K C1C C2G C2J -179.4(10) . . . . ?
F9 C2S C2I F6 -3.9(7) . . . . ?
F9 C2S C2I C2E 179.0(7) . . . . ?
C1L C12 C1D C9 0.0(13) . . . . ?
C1L C12 C1D C1C 179.8(8) . . . . ?
C1L C12 C29 C2J 179.1(10) . . . . ?
C1M N2 C1 O3 -1.5(14) . . . . ?
C1M N2 C1 C5 177.2(8) . . . . ?
C1M C1O C1V N5 176.4(7) . . . . ?
C1N C1Q C1U F 3.4(14) . . . . ?
C1N C1Q C1U C1S -177.4(9) . . . . ?
C1N C1Q C23 C15 178.3(8) . . . . ?
C1N C1Q C23 C18 1.3(13) . . . . ?
C1P N4 C4 O4 -0.2(15) . . . . ?
C1P N4 C4 C17 178.3(9) . . . . ?
C1Q C1N C21 F13 -177.9(8) . . . . ?
C1Q C1N C21 C16 -2.4(14) . . . . ?
C1T C1H C1Z C2B 178.7(9) . . . . ?
C1T C1H C1Z C2M -0.5(14) . . . . ?
C1T C1W C2K C2M -1.5(19) . . . . ?
F8 C2E C2C F11 1.1(8) . . . . ?
F8 C2E C2C C2U -179.2(8) . . . . ?
C1U C1Q C23 C15 -0.6(13) . . . . ?
C1U C1Q C23 C18 -177.6(8) . . . . ?
C1V N5 C16 C18 -10.6(15) . . . . ?
C1V N5 C16 C21 168.6(9) . . . . ?
C1W C1T C2H C2A -179.5(10) . . . . ?
C1W C2K C2M C1Z -0.9(19) . . . . ?
C1X C1I C25 C24 -179.6(9) . . . . ?
C1Y N3 C11 O5 -2.4(14) . . . . ?
C1Y N3 C11 C1P 174.4(8) . . . . ?
C1Y C28 C2P N20 50.0(13) . . . . ?
C1Z C1H C1T C1W -1.8(13) . . . . ?
C1Z C1H C1T C2H 179.8(9) . . . . ?
N20 C2N C2D F12 -5.7(8) . . . . ?
N20 C2N C2D C2U 174.3(7) . . . . ?
C21 C16 C18 F5 176.6(8) . . . . ?
C21 C16 C18 C23 -2.3(14) . . . . ?
C21 C1N C1Q C1U 178.7(9) . . . . ?
C21 C1N C1Q C23 -0.1(13) . . . . ?
C22 C7 C8 C1F 179.4(8) . . . . ?
C22 C7 C8 C1H -2.6(12) . . . . ?
C22 C7 C1I C1X 0.7(13) . . . . ?
C22 C7 C1I C25 -179.3(8) . . . . ?
C23 C15 C1B F3 179.3(8) . . . . ?
C23 C15 C1B C1S 0.9(14) . . . . ?
C23 C1Q C1U F -177.8(8) . . . . ?
C23 C1Q C1U C1S 1.4(14) . . . . ?
C24 C1F C2A C2H 177.5(10) . . . . ?
C25 C1I C1X C19 86.9(11) . . . . ?
C26 C1G C27 C1J -178.5(9) . . . . ?
C27 C1G C26 C1K 178.8(10) . . . . ?
C29 C12 C1D C9 179.7(8) . . . . ?
C29 C12 C1D C1C -0.5(13) . . . . ?
C29 C12 C1L C14 -178.5(10) . . . . ?
C2A C1F C24 C25 -178.6(10) . . . . ?
C2B C1Z C2M C2K -177.3(11) . . . . ?
C2G C1C C1D C9 -179.7(8) . . . . ?
C2G C1C C1D C12 0.6(13) . . . . ?
C2G C1C C1K C26 180.0(10) . . . . ?
C2H C1T C1W C2K -178.8(11) . . . . ?
C2M C1Z C2B C22 179.8(10) . . . . ?
C2Z C2F C2N N20 -174.4(7) . . . . ?
C2Z C2F C2N C2D 0.0 . . . . ?
C2Z C2L C2S F9 1.1(8) . . . . ?
C2Z C2L C2S C2I 180.0 . . . . ?
C2F C2Z C2L C2U 0.0 . . . . ?
C2F C2Z C2L C2S 180.0 . . . . ?
C2F C2N C2D F12 -179.9(7) . . . . ?
C2F C2N C2D C2U 0.0 . . . . ?
C2N N20 C2P C28 123.5(11) . . . . ?
C2N C2D C2U C2L 0.0 . . . . ?
C2N C2D C2U C2C 180.0 . . . . ?
C2D C2U C2L C2Z 0.0 . . . . ?
C2D C2U C2L C2S 180.0 . . . . ?
C2D C2U C2C F11 -0.4(7) . . . . ?
C2D C2U C2C C2E 180.0 . . . . ?
C2U C2L C2S F9 -178.9(8) . . . . ?
C2U C2L C2S C2I 0.0 . . . . ?
C2L C2Z C2F C2N 0.0 . . . . ?
C2L C2Z C2F F10 -173.3(9) . . . . ?
C2L C2U C2C F11 179.6(7) . . . . ?
C2L C2U C2C C2E 0.0 . . . . ?
C2L C2S C2I F6 177.0(7) . . . . ?
C2L C2S C2I C2E 0.0 . . . . ?
C2S C2I C2E F8 179.2(8) . . . . ?
C2S C2I C2E C2C 0.0 . . . . ?
C2I C2E C2C F11 -179.6(7) . . . . ?
C2I C2E C2C C2U 0.0 . . . . ?
C2C C2U C2L C2Z 180.0 . . . . ?
C2C C2U C2L C2S 0.0 . . . . ?
C6 C2R C2T C2V 0(2) . . . . ?
C6 C2W C2Y C2V 1(3) . . . . ?
C2P N20 C2N C2F -40.7(12) . . . . ?
C2P N20 C2N C2D 145.0(8) . . . . ?
C2R C6 C2W C2Y -3(2) . . . . ?
C2R C2T C2V C2Y -2(3) . . . . ?
C2T C2V C2Y C2W 2(3) . . . . ?
C2W C6 C2R C2T 2(2) . . . . ?
C2W C6 C2R C2X -180.0(14) . . . . ?
C2X C2R C2T C2V -177.8(15) . . . . ?
F10 C2F C2N N20 -2.3(11) . . . . ?
F10 C2F C2N C2D 172.1(11) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.473
_oxdiff_exptl_absorpt_empirical_full_min 0.424
####################################################################### 
# 
# 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_20220917ba_auto
_database_code_depnum_ccdc_archive 'CCDC 2246072'
loop_
_audit_author_name
_audit_author_address
'cheng qiuhong'
;Shangdong University
China
;
_audit_update_record             
;
2023-03-03 deposited with the CCDC.	2023-11-28 downloaded from the CCDC.
;
_audit_creation_date             2022-09-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H Cl3, 2(C36 H28 F7 N3 O2)'
_chemical_formula_sum            'C73 H57 Cl3 F14 N6 O4'
_chemical_formula_weight         1454.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         CNOF
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           13
_space_group_name_H-M_alt        'P 1 2/c 1'
_space_group_name_Hall           '-P 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   22.8294(3)
_cell_length_b                   9.44580(10)
_cell_length_c                   31.1842(5)
_cell_angle_alpha                90
_cell_angle_beta                 90.301(2)
_cell_angle_gamma                90
_cell_volume                     6724.53(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    14555
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.4910
_cell_measurement_theta_min      2.8270
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.941
_exptl_absorpt_coefficient_mu    2.055
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71019
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
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    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2984
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_av_unetI/netI     0.0433
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            47775
_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.560
_diffrn_reflns_theta_min         2.834
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     37.00 107.00   1.00    0.76    --   48.42  20.00-146.00   70
  2  ω     90.00 121.00   1.00    0.76    --   48.42 155.00  84.00   31
  3  ω   -155.00 -78.00   1.00    6.90    --  -91.75-120.00-156.00   77
  4  ω   -163.00 -84.00   1.00    6.90    --  -91.75 -20.00  46.00   79
  5  ω    120.00 170.00   1.00    6.90    --  106.65 107.00  26.00   50
  6  ω    -24.00  22.00   1.00    0.76    --  -48.42  19.00 -60.00   46
  7  ω    -66.00 -22.00   1.00    6.90    --  -91.75  57.00 150.00   44
  8  ω    -60.00 -19.00   1.00    6.90    --  -91.75  57.00 120.00   41
  9  ω    -66.00 -22.00   1.00    6.90    --  -91.75  57.00-150.00   44
 10  ω     39.00  66.00   1.00    6.90    --  106.65 -57.00-150.00   27
 11  ω     39.00 100.00   1.00    6.90    --  106.65 -99.00 -60.00   61
 12  ω     34.00 111.00   1.00    6.90    --  106.65-125.00-120.00   77
 13  ω     72.00 106.00   1.00    6.90    --  106.65 -99.00-120.00   34
 14  ω     34.00  67.00   1.00    6.90    --  106.65 -99.00-120.00   33
 15  ω    -80.00 -54.00   1.00    6.90    --  -91.75-155.00  46.00   26
 16  ω    -22.00  27.00   1.00    1.00    --  -48.42  19.00-120.00   49
 17  ω    -21.00  21.00   1.00    1.00    --   48.42 -19.00-120.00   42
 18  ω     75.00 100.00   1.00    1.00    --   48.42 155.00  84.00   25
 19  ω    -47.00 -19.00   1.00    6.90    --  -91.75 125.00 -90.00   28
 20  ω   -111.00 -85.00   1.00    6.90    --  -91.75 -57.00 120.00   26
 21  ω   -160.00-135.00   1.00    6.90    --  -91.75 -57.00 120.00   25
 22  ω     34.00  59.00   1.00    6.90    --  106.65 -57.00  90.00   25
 23  ω     80.00 105.00   1.00    6.90    --  106.65 -77.00-150.00   25
 24  ω     37.00  63.00   1.00    6.90    --  106.65 -77.00-150.00   26
 25  ω     40.00  66.00   1.00    6.90    --  106.65 -57.00 -90.00   26
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0276888000
_diffrn_orient_matrix_UB_12      -0.0282086000
_diffrn_orient_matrix_UB_13      0.0441357000
_diffrn_orient_matrix_UB_21      -0.0609795000
_diffrn_orient_matrix_UB_22      0.0342261000
_diffrn_orient_matrix_UB_23      -0.0186551000
_diffrn_orient_matrix_UB_31      -0.0083218000
_diffrn_orient_matrix_UB_32      -0.1569758000
_diffrn_orient_matrix_UB_33      -0.0119827000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10458
_reflns_number_total             13104
_reflns_odcompleteness_completeness 98.10
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         2.672
_refine_diff_density_min         -1.045
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.708
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     903
_refine_ls_number_reflns         13104
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1445
_refine_ls_R_factor_gt           0.1282
_refine_ls_restrained_S_all      1.708
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3922
_refine_ls_wR_factor_ref         0.4079
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C21(H21), C69(H69), C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C66(H66A,H66B), C65(H65A,H65B), C17(H17A,H17B), C25(H25A,
 H25B), C26(H26A,H26B), C73(H73A,H73B), C18(H18A,H18B), C24(H24A,H24B),
 C64(H64A,H64B), C74(H74A,H74B), C72(H72A,H72B)
2.c Aromatic/amide H refined with riding coordinates:
 N67(H67), N19(H19), N15(H15), N22(H22), N70(H70), N63(H63), C43(H43),
 C44(H44), C32(H32), C45(H45), C42(H42), C33(H33), C39(H39), C37(H37), C81(H81),
  C91(H91), C80(H80), C38(H38), C90(H90), C92(H92), C87(H87), C93(H93),
 C85(H85), C86(H86)
2.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C76(H76A,H76B,H76C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.17137(11) 1.2665(2) 0.24883(7) 0.0895(6) Uani 1 1 d . . . . .
Cl4 Cl 0.06946(10) 1.1197(2) 0.28030(8) 0.0850(6) Uani 1 1 d . . . . .
Cl3 Cl 0.11595(12) 1.0447(3) 0.19873(7) 0.0982(7) Uani 1 1 d . . . . .
F46 F 0.10019(14) 0.4456(3) 0.40808(12) 0.0577(9) Uani 1 1 d . . . . .
F48 F 0.03401(14) 0.8380(4) 0.48579(11) 0.0587(8) Uani 1 1 d . . . . .
F50 F -0.19922(13) 0.4772(3) 0.47357(12) 0.0564(8) Uani 1 1 d . . . . .
F47 F -0.07309(14) 0.8501(4) 0.50882(11) 0.0580(8) Uani 1 1 d . . . . .
F51 F -0.11323(15) 0.3371(3) 0.43509(14) 0.0623(9) Uani 1 1 d . . . . .
F49 F -0.17850(14) 0.7318(4) 0.51105(12) 0.0586(8) Uani 1 1 d . . . . .
F52 F -0.00367(16) 0.3218(3) 0.41327(13) 0.0617(9) Uani 1 1 d . . . . .
O77 O 0.30627(16) 0.1290(3) 0.41673(12) 0.0445(8) Uani 1 1 d . . . . .
F101 F 0.47849(15) -0.2821(3) 0.41492(13) 0.0636(9) Uani 1 1 d . . . . .
O29 O 0.23318(14) 0.6206(3) 0.39390(12) 0.0429(8) Uani 1 1 d . . . . .
F95 F 0.68841(16) -0.2836(4) 0.42749(13) 0.0651(9) Uani 1 1 d . . . . .
F94 F 0.63155(16) 0.1992(5) 0.47613(15) 0.0795(12) Uani 1 1 d . . . . .
O27 O 0.20708(18) 0.8970(4) 0.31010(15) 0.0587(10) Uani 1 1 d . . . . .
N67 N 0.28369(16) 0.3602(4) 0.42569(13) 0.0348(8) Uani 1 1 d . . . . .
H67 H 0.266693 0.434418 0.413959 0.042 Uiso 1 1 calc R U . . .
F96 F 0.4274(2) -0.0513(4) 0.43136(13) 0.0740(11) Uani 1 1 d . . . . .
N19 N 0.26918(17) 0.8304(4) 0.41780(15) 0.0421(9) Uani 1 1 d . . . . .
H19 H 0.287843 0.908685 0.410982 0.051 Uiso 1 1 calc R U . . .
F98 F 0.6877(3) -0.0208(5) 0.45505(14) 0.0895(14) Uani 1 1 d . . . . .
N15 N 0.12493(19) 0.7007(5) 0.44100(17) 0.0504(10) Uani 1 1 d . . . . .
H15 H 0.153856 0.639161 0.441924 0.061 Uiso 1 1 calc R U . . .
C54 C 0.52941(18) 0.2235(5) 0.46884(15) 0.0364(9) Uani 1 1 d . . . . .
N22 N 0.2648(2) 0.7067(5) 0.30997(16) 0.0516(11) Uani 1 1 d . . . . .
H22 H 0.274232 0.627399 0.296876 0.062 Uiso 1 1 calc R U . . .
N70 N 0.2748(2) 0.1524(5) 0.33048(15) 0.0519(11) Uani 1 1 d . . . . .
H70 H 0.256478 0.074725 0.322459 0.062 Uiso 1 1 calc R U . . .
F100 F 0.5832(2) -0.3994(7) 0.4090(2) 0.0989(15) Uani 1 1 d . . . . .
C20 C 0.26342(19) 0.7298(4) 0.38850(17) 0.0383(10) Uani 1 1 d . . . . .
C68 C 0.2829(2) 0.2373(4) 0.40437(15) 0.0366(9) Uani 1 1 d . . . . .
O75 O 0.3545(3) 0.2902(5) 0.32355(17) 0.0750(14) Uani 1 1 d . . . . .
N63 N 0.4202(2) 0.2121(6) 0.45635(18) 0.0650(14) Uani 1 1 d . . . . .
H63 H 0.389715 0.169575 0.467785 0.078 Uiso 1 1 calc R U . . .
C30 C -0.0474(2) 0.6811(5) 0.34935(15) 0.0398(10) Uani 1 1 d . . . . .
C12 C -0.0443(2) 0.5205(5) 0.45006(15) 0.0383(10) Uani 1 1 d . . . . .
C23 C 0.2202(2) 0.7825(6) 0.29462(18) 0.0506(12) Uani 1 1 d . . . . .
C16 C 0.1401(2) 0.8521(5) 0.43579(18) 0.0458(11) Uani 1 1 d . . . . .
H16A H 0.104863 0.910528 0.440844 0.055 Uiso 1 1 calc R U . . .
H16B H 0.153130 0.868889 0.405978 0.055 Uiso 1 1 calc R U . . .
F99 F 0.5286(2) 0.3440(5) 0.4844(2) 0.0940(15) Uani 1 1 d . . . . .
C31 C -0.0746(2) 0.5517(5) 0.33685(16) 0.0454(11) Uani 1 1 d . . . . .
C35 C 0.0132(2) 0.7045(5) 0.33952(15) 0.0392(10) Uani 1 1 d . . . . .
C5 C 0.0686(2) 0.6494(5) 0.44450(16) 0.0422(10) Uani 1 1 d . . . . .
C6 C 0.0233(2) 0.7147(5) 0.46617(15) 0.0398(10) Uani 1 1 d . . . . .
C13 C 0.0030(2) 0.4525(4) 0.43040(17) 0.0433(11) Uani 1 1 d . . . . .
C11 C -0.1016(2) 0.4626(5) 0.45263(17) 0.0417(10) Uani 1 1 d . . . . .
C41 C -0.0802(2) 0.7840(5) 0.37132(15) 0.0410(10) Uani 1 1 d . . . . .
C66 C 0.3116(2) 0.3762(5) 0.46748(16) 0.0413(10) Uani 1 1 d . . . . .
H66A H 0.314156 0.281947 0.481274 0.050 Uiso 1 1 calc R U . . .
H66B H 0.286441 0.436587 0.485670 0.050 Uiso 1 1 calc R U . . .
C14 C 0.0559(2) 0.5146(5) 0.42706(17) 0.0453(12) Uani 1 1 d . . . . .
C10 C -0.1450(2) 0.5317(5) 0.47255(18) 0.0452(11) Uani 1 1 d . . . . .
C7 C -0.0331(2) 0.6563(5) 0.46922(14) 0.0383(10) Uani 1 1 d . . . . .
C9 C -0.1340(2) 0.6636(5) 0.49154(17) 0.0446(11) Uani 1 1 d . . . . .
C8 C -0.0801(2) 0.7241(5) 0.49000(15) 0.0403(10) Uani 1 1 d . . . . .
C43 C 0.0383(2) 0.8378(5) 0.35284(16) 0.0443(11) Uani 1 1 d . . . . .
H43 H 0.078157 0.856903 0.346391 0.053 Uiso 1 1 calc R U . . .
C40 C -0.0522(3) 0.9124(5) 0.38505(17) 0.0476(12) Uani 1 1 d . . . . .
C21 C 0.2985(2) 0.7492(5) 0.34736(19) 0.0459(12) Uani 1 1 d . . . . .
H21 H 0.310338 0.850664 0.344434 0.055 Uiso 1 1 calc R U . . .
C78 C 0.5999(3) 0.0133(6) 0.33415(16) 0.0520(13) Uani 1 1 d . . . . .
C82 C 0.4977(3) -0.0518(7) 0.32167(18) 0.0554(14) Uani 1 1 d . . . . .
C36 C -0.1393(2) 0.7602(6) 0.38168(17) 0.0490(12) Uani 1 1 d . . . . .
C44 C -0.1362(3) 0.5325(6) 0.34654(18) 0.0539(13) Uani 1 1 d . . . . .
H44 H -0.155469 0.448334 0.337561 0.065 Uiso 1 1 calc R U . . .
C56 C 0.5772(3) 0.0041(6) 0.44990(16) 0.0556(14) Uani 1 1 d . . . . .
C34 C 0.0451(2) 0.5976(5) 0.31879(17) 0.0461(11) Uani 1 1 d . . . . .
C65 C 0.3721(2) 0.4401(6) 0.4660(2) 0.0559(13) Uani 1 1 d . . . . .
H65A H 0.387573 0.447977 0.495604 0.067 Uiso 1 1 calc R U . . .
H65B H 0.369242 0.537042 0.454063 0.067 Uiso 1 1 calc R U . . .
C32 C -0.0416(3) 0.4516(6) 0.3162(2) 0.0574(14) Uani 1 1 d . . . . .
H32 H -0.059425 0.365156 0.307631 0.069 Uiso 1 1 calc R U . . .
C17 C 0.1877(2) 0.8966(7) 0.46619(18) 0.0539(13) Uani 1 1 d . . . . .
H17A H 0.173785 0.882531 0.495909 0.065 Uiso 1 1 calc R U . . .
H17B H 0.195088 0.999048 0.462278 0.065 Uiso 1 1 calc R U . . .
C45 C -0.1660(3) 0.6302(7) 0.36766(18) 0.0530(12) Uani 1 1 d . . . . .
H45 H -0.206149 0.613849 0.373746 0.064 Uiso 1 1 calc R U . . .
C25 C 0.1204(3) 0.7070(7) 0.26928(18) 0.0534(13) Uani 1 1 d . . . . .
H25A H 0.098879 0.665371 0.244695 0.064 Uiso 1 1 calc R U . . .
H25B H 0.104705 0.803343 0.274163 0.064 Uiso 1 1 calc R U . . .
C69 C 0.2467(3) 0.2410(5) 0.36266(17) 0.0477(12) Uani 1 1 d . . . . .
H69 H 0.244775 0.340578 0.351900 0.057 Uiso 1 1 calc R U . . .
C83 C 0.5403(3) 0.0500(6) 0.33512(16) 0.0524(13) Uani 1 1 d . . . . .
C89 C 0.6443(3) 0.1110(7) 0.34893(18) 0.0566(13) Uani 1 1 d . . . . .
C58 C 0.6400(3) -0.2041(7) 0.4325(2) 0.0634(16) Uani 1 1 d . . . . .
C26 C 0.1094(2) 0.6165(6) 0.30930(19) 0.0526(12) Uani 1 1 d . . . . .
H26A H 0.127512 0.522290 0.305207 0.063 Uiso 1 1 calc R U . . .
H26B H 0.128699 0.661785 0.334290 0.063 Uiso 1 1 calc R U . . .
C42 C 0.0074(3) 0.9346(5) 0.37385(17) 0.0487(12) Uani 1 1 d . . . . .
H42 H 0.025741 1.021228 0.381632 0.058 Uiso 1 1 calc R U . . .
C73 C 0.4151(3) 0.0625(6) 0.28041(18) 0.0521(12) Uani 1 1 d . . . . .
H73A H 0.434709 0.155868 0.280112 0.063 Uiso 1 1 calc R U . . .
H73B H 0.428189 0.009026 0.254901 0.063 Uiso 1 1 calc R U . . .
C33 C 0.0175(3) 0.4738(6) 0.3074(2) 0.0555(14) Uani 1 1 d . . . . .
H33 H 0.039193 0.401832 0.293295 0.067 Uiso 1 1 calc R U . . .
C18 C 0.2459(2) 0.8161(6) 0.46061(18) 0.0510(12) Uani 1 1 d . . . . .
H18A H 0.274905 0.852699 0.481538 0.061 Uiso 1 1 calc R U . . .
H18B H 0.239493 0.714561 0.466870 0.061 Uiso 1 1 calc R U . . .
C28 C 0.3537(2) 0.6556(6) 0.3503(3) 0.0620(17) Uani 1 1 d . . . . .
H28A H 0.342171 0.555814 0.351500 0.093 Uiso 1 1 calc R U . . .
H28B H 0.375927 0.680047 0.376264 0.093 Uiso 1 1 calc R U . . .
H28C H 0.378222 0.671594 0.325046 0.093 Uiso 1 1 calc R U . . .
C79 C 0.6175(3) -0.1198(7) 0.31905(19) 0.0607(15) Uani 1 1 d . . . . .
C39 C -0.0848(3) 1.0113(6) 0.4090(2) 0.0597(15) Uani 1 1 d . . . . .
H39 H -0.066839 1.096175 0.418810 0.072 Uiso 1 1 calc R U . . .
C24 C 0.1854(3) 0.7179(7) 0.2580(2) 0.0562(13) Uani 1 1 d . . . . .
H24A H 0.200824 0.622371 0.251532 0.067 Uiso 1 1 calc R U . . .
H24B H 0.189899 0.777052 0.231982 0.067 Uiso 1 1 calc R U . . .
C71 C 0.3265(3) 0.1809(6) 0.31223(19) 0.0544(13) Uani 1 1 d . . . . .
C64 C 0.4152(2) 0.3558(8) 0.4393(2) 0.0625(16) Uani 1 1 d . . . . .
H64A H 0.401650 0.352306 0.409131 0.075 Uiso 1 1 calc R U . . .
H64B H 0.454077 0.402409 0.440026 0.075 Uiso 1 1 calc R U . . .
C37 C -0.1703(3) 0.8613(7) 0.4048(2) 0.0614(15) Uani 1 1 d . . . . .
H37 H -0.210358 0.845984 0.411417 0.074 Uiso 1 1 calc R U . . .
C74 C 0.4333(3) -0.0182(7) 0.3211(2) 0.0576(14) Uani 1 1 d . . . . .
H74A H 0.423629 0.039602 0.346580 0.069 Uiso 1 1 calc R U . . .
H74B H 0.410717 -0.107475 0.322840 0.069 Uiso 1 1 calc R U . . .
C76 C 0.1843(3) 0.1888(6) 0.3724(2) 0.0553(13) Uani 1 1 d . . . . .
H76A H 0.161122 0.187988 0.345868 0.083 Uiso 1 1 calc R U . . .
H76B H 0.166018 0.252342 0.393224 0.083 Uiso 1 1 calc R U . . .
H76C H 0.186159 0.092829 0.384263 0.083 Uiso 1 1 calc R U . . .
C84 C 0.6265(3) 0.2454(7) 0.3654(2) 0.0647(16) Uani 1 1 d . . . . .
C81 C 0.5174(3) -0.1829(7) 0.3080(2) 0.0605(14) Uani 1 1 d . . . . .
H81 H 0.489151 -0.251424 0.299505 0.073 Uiso 1 1 calc R U . . .
C88 C 0.7029(3) 0.0769(7) 0.3479(2) 0.0609(14) Uani 1 1 d . . . . .
C91 C 0.5242(3) 0.1878(7) 0.3500(2) 0.0589(14) Uani 1 1 d . . . . .
H91 H 0.484133 0.215033 0.349903 0.071 Uiso 1 1 calc R U . . .
C72 C 0.3487(3) 0.0841(6) 0.27779(19) 0.0551(13) Uani 1 1 d . . . . .
H72A H 0.338496 0.124257 0.249398 0.066 Uiso 1 1 calc R U . . .
H72B H 0.328999 -0.008859 0.280339 0.066 Uiso 1 1 calc R U . . .
C80 C 0.5753(3) -0.2190(7) 0.3061(2) 0.0622(15) Uani 1 1 d . . . . .
H80 H 0.586836 -0.309918 0.296171 0.075 Uiso 1 1 calc R U . . .
C38 C -0.1425(3) 0.9845(7) 0.4182(2) 0.0650(16) Uani 1 1 d . . . . .
H38 H -0.164090 1.052258 0.434214 0.078 Uiso 1 1 calc R U . . .
C62 C 0.4742(3) 0.0200(8) 0.4421(2) 0.0647(18) Uani 1 1 d . . . . .
C90 C 0.5655(3) 0.2802(7) 0.3644(3) 0.0680(18) Uani 1 1 d . . . . .
H90 H 0.553523 0.371004 0.374083 0.082 Uiso 1 1 calc R U . . .
C53 C 0.4728(3) 0.1457(9) 0.4541(2) 0.0655(18) Uani 1 1 d . . . . .
C59 C 0.5858(3) -0.2701(12) 0.4223(3) 0.086(3) Uani 1 1 d . . . . .
C92 C 0.6803(3) -0.1548(8) 0.3178(2) 0.0697(17) Uani 1 1 d . . . . .
H92 H 0.692507 -0.245361 0.308024 0.084 Uiso 1 1 calc R U . . .
C61 C 0.5319(3) -0.0767(9) 0.43882(19) 0.073(2) Uani 1 1 d . . . . .
C87 C 0.7451(3) 0.1702(8) 0.3642(3) 0.0717(18) Uani 1 1 d . . . . .
H87 H 0.785449 0.145696 0.363444 0.086 Uiso 1 1 calc R U . . .
C2 C 0.1338(4) 1.1048(7) 0.2508(2) 0.0692(18) Uani 1 1 d . . . . .
H2 H 0.159638 1.032917 0.264966 0.083 Uiso 1 1 calc R U . . .
C57 C 0.6368(3) -0.0770(7) 0.4451(2) 0.0644(15) Uani 1 1 d . . . . .
C93 C 0.7200(3) -0.0608(8) 0.3302(2) 0.0670(16) Uani 1 1 d . . . . .
H93 H 0.760363 -0.083043 0.327481 0.080 Uiso 1 1 calc R U . . .
C55 C 0.5795(3) 0.1427(8) 0.4648(2) 0.0655(16) Uani 1 1 d . . . . .
C85 C 0.6689(3) 0.3395(9) 0.3818(3) 0.081(2) Uani 1 1 d . . . . .
H85 H 0.657983 0.429312 0.392850 0.097 Uiso 1 1 calc R U . . .
C60 C 0.5313(4) -0.2059(9) 0.4249(3) 0.0773(19) Uani 1 1 d . . . . .
C86 C 0.7279(3) 0.2970(9) 0.3813(3) 0.080(2) Uani 1 1 d . . . . .
H86 H 0.756757 0.358136 0.393195 0.096 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C2 1.753(8) . ?
Cl4 C2 1.742(9) . ?
Cl3 C2 1.767(7) . ?
F46 C14 1.343(5) . ?
F48 C6 1.338(6) . ?
F50 C10 1.341(6) . ?
F47 C8 1.336(6) . ?
F51 C11 1.332(6) . ?
F49 C9 1.350(5) . ?
F52 C13 1.354(6) . ?
O77 C68 1.216(6) . ?
F101 C60 1.437(9) . ?
O29 C20 1.253(6) . ?
F95 C58 1.347(7) . ?
F94 C55 1.347(7) . ?
O27 C23 1.222(7) . ?
N67 H67 0.8800 . ?
N67 C68 1.338(6) . ?
N67 C66 1.455(6) . ?
F96 C62 1.307(7) . ?
N19 H19 0.8800 . ?
N19 C20 1.325(7) . ?
N19 C18 1.446(7) . ?
F98 C57 1.313(9) . ?
N15 H15 0.8800 . ?
N15 C16 1.480(7) . ?
N15 C5 1.378(6) . ?
C54 F99 1.238(6) . ?
C54 C53 1.554(9) . ?
C54 C55 1.382(8) . ?
N22 H22 0.8800 . ?
N22 C23 1.332(8) . ?
N22 C21 1.450(8) . ?
N70 H70 0.8800 . ?
N70 C69 1.457(7) . ?
N70 C71 1.341(8) . ?
F100 C59 1.292(12) . ?
C20 C21 1.528(7) . ?
C68 C69 1.537(7) . ?
O75 C71 1.263(8) . ?
N63 H63 0.8800 . ?
N63 C64 1.462(9) . ?
N63 C53 1.357(7) . ?
C30 C31 1.425(7) . ?
C30 C35 1.436(7) . ?
C30 C41 1.407(7) . ?
C12 C13 1.400(6) . ?
C12 C11 1.422(7) . ?
C12 C7 1.438(7) . ?
C23 C24 1.518(8) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.498(8) . ?
C31 C44 1.450(8) . ?
C31 C32 1.372(8) . ?
C35 C43 1.444(6) . ?
C35 C34 1.404(7) . ?
C5 C6 1.384(6) . ?
C5 C14 1.414(8) . ?
C6 C7 1.405(7) . ?
C13 C14 1.347(7) . ?
C11 C10 1.341(7) . ?
C41 C40 1.434(7) . ?
C41 C36 1.408(8) . ?
C66 H66A 0.9900 . ?
C66 H66B 0.9900 . ?
C66 C65 1.510(7) . ?
C10 C9 1.402(8) . ?
C7 C8 1.410(6) . ?
C9 C8 1.358(7) . ?
C43 H43 0.9500 . ?
C43 C42 1.329(8) . ?
C40 C42 1.424(8) . ?
C40 C39 1.411(8) . ?
C21 H21 1.0000 . ?
C21 C28 1.542(7) . ?
C78 C83 1.406(9) . ?
C78 C89 1.444(9) . ?
C78 C79 1.402(9) . ?
C82 C83 1.429(9) . ?
C82 C74 1.504(9) . ?
C82 C81 1.386(9) . ?
C36 C45 1.438(8) . ?
C36 C37 1.392(8) . ?
C44 H44 0.9500 . ?
C44 C45 1.324(9) . ?
C56 C61 1.330(9) . ?
C56 C57 1.570(10) . ?
C56 C55 1.390(9) . ?
C34 C26 1.510(8) . ?
C34 C33 1.374(8) . ?
C65 H65A 0.9900 . ?
C65 H65B 0.9900 . ?
C65 C64 1.517(9) . ?
C32 H32 0.9500 . ?
C32 C33 1.394(9) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.541(8) . ?
C45 H45 0.9500 . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.534(9) . ?
C25 C24 1.529(8) . ?
C69 H69 1.0000 . ?
C69 C76 1.539(9) . ?
C83 C91 1.431(9) . ?
C89 C84 1.430(10) . ?
C89 C88 1.377(9) . ?
C58 C59 1.419(13) . ?
C58 C57 1.265(10) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C42 H42 0.9500 . ?
C73 H73A 0.9900 . ?
C73 H73B 0.9900 . ?
C73 C74 1.536(9) . ?
C73 C72 1.530(9) . ?
C33 H33 0.9500 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C79 C80 1.401(10) . ?
C79 C92 1.473(10) . ?
C39 H39 0.9500 . ?
C39 C38 1.374(10) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C71 C72 1.501(8) . ?
C64 H64A 0.9900 . ?
C64 H64B 0.9900 . ?
C37 H37 0.9500 . ?
C37 C38 1.389(11) . ?
C74 H74A 0.9900 . ?
C74 H74B 0.9900 . ?
C76 H76A 0.9800 . ?
C76 H76B 0.9800 . ?
C76 H76C 0.9800 . ?
C84 C90 1.430(10) . ?
C84 C85 1.409(10) . ?
C81 H81 0.9500 . ?
C81 C80 1.368(10) . ?
C88 C87 1.398(10) . ?
C88 C93 1.467(10) . ?
C91 H91 0.9500 . ?
C91 C90 1.360(9) . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C80 H80 0.9500 . ?
C38 H38 0.9500 . ?
C62 C53 1.246(11) . ?
C62 C61 1.605(12) . ?
C90 H90 0.9500 . ?
C59 C60 1.386(10) . ?
C92 H92 0.9500 . ?
C92 C93 1.323(11) . ?
C61 C60 1.295(12) . ?
C87 H87 0.9500 . ?
C87 C86 1.369(12) . ?
C2 H2 1.0000 . ?
C93 H93 0.9500 . ?
C85 H85 0.9500 . ?
C85 C86 1.405(11) . ?
C86 H86 0.9500 . ?

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
C68 N67 H67 118.7 . . ?
C68 N67 C66 122.7(4) . . ?
C66 N67 H67 118.7 . . ?
C20 N19 H19 118.9 . . ?
C20 N19 C18 122.3(4) . . ?
C18 N19 H19 118.9 . . ?
C16 N15 H15 117.7 . . ?
C5 N15 H15 117.7 . . ?
C5 N15 C16 124.6(4) . . ?
F99 C54 C53 122.4(5) . . ?
F99 C54 C55 123.9(5) . . ?
C55 C54 C53 113.6(5) . . ?
C23 N22 H22 118.6 . . ?
C23 N22 C21 122.8(4) . . ?
C21 N22 H22 118.6 . . ?
C69 N70 H70 117.7 . . ?
C71 N70 H70 117.7 . . ?
C71 N70 C69 124.6(5) . . ?
O29 C20 N19 123.4(5) . . ?
O29 C20 C21 120.2(4) . . ?
N19 C20 C21 116.3(4) . . ?
O77 C68 N67 124.6(4) . . ?
O77 C68 C69 121.4(4) . . ?
N67 C68 C69 114.0(4) . . ?
C64 N63 H63 120.8 . . ?
C53 N63 H63 120.8 . . ?
C53 N63 C64 118.5(5) . . ?
C31 C30 C35 119.5(5) . . ?
C41 C30 C31 119.6(5) . . ?
C41 C30 C35 120.9(4) . . ?
C13 C12 C11 124.1(4) . . ?
C13 C12 C7 117.1(4) . . ?
C11 C12 C7 118.8(4) . . ?
O27 C23 N22 121.5(5) . . ?
O27 C23 C24 121.6(5) . . ?
N22 C23 C24 116.8(5) . . ?
N15 C16 H16A 109.3 . . ?
N15 C16 H16B 109.3 . . ?
N15 C16 C17 111.8(5) . . ?
H16A C16 H16B 107.9 . . ?
C17 C16 H16A 109.3 . . ?
C17 C16 H16B 109.3 . . ?
C30 C31 C44 118.2(5) . . ?
C32 C31 C30 118.6(5) . . ?
C32 C31 C44 123.2(5) . . ?
C30 C35 C43 117.0(4) . . ?
C34 C35 C30 119.4(4) . . ?
C34 C35 C43 123.6(5) . . ?
N15 C5 C6 125.6(5) . . ?
N15 C5 C14 118.4(4) . . ?
C6 C5 C14 115.9(4) . . ?
F48 C6 C5 118.4(4) . . ?
F48 C6 C7 118.4(4) . . ?
C5 C6 C7 123.1(5) . . ?
F52 C13 C12 120.4(4) . . ?
C14 C13 F52 117.8(4) . . ?
C14 C13 C12 121.8(5) . . ?
F51 C11 C12 120.1(4) . . ?
F51 C11 C10 118.5(5) . . ?
C10 C11 C12 121.4(5) . . ?
C30 C41 C40 119.5(5) . . ?
C30 C41 C36 121.0(5) . . ?
C36 C41 C40 119.5(5) . . ?
N67 C66 H66A 108.7 . . ?
N67 C66 H66B 108.7 . . ?
N67 C66 C65 114.2(4) . . ?
H66A C66 H66B 107.6 . . ?
C65 C66 H66A 108.7 . . ?
C65 C66 H66B 108.7 . . ?
F46 C14 C5 116.9(4) . . ?
F46 C14 C13 120.0(5) . . ?
C13 C14 C5 123.0(4) . . ?
F50 C10 C11 120.6(5) . . ?
F50 C10 C9 119.6(4) . . ?
C11 C10 C9 119.8(5) . . ?
C6 C7 C12 118.8(4) . . ?
C6 C7 C8 123.6(4) . . ?
C8 C7 C12 117.6(4) . . ?
F49 C9 C10 118.8(4) . . ?
F49 C9 C8 119.9(5) . . ?
C8 C9 C10 121.3(4) . . ?
F47 C8 C7 121.1(4) . . ?
F47 C8 C9 117.8(4) . . ?
C9 C8 C7 121.1(5) . . ?
C35 C43 H43 119.0 . . ?
C42 C43 C35 122.1(5) . . ?
C42 C43 H43 119.0 . . ?
C42 C40 C41 118.4(5) . . ?
C39 C40 C41 118.9(5) . . ?
C39 C40 C42 122.7(5) . . ?
N22 C21 C20 111.3(4) . . ?
N22 C21 H21 109.5 . . ?
N22 C21 C28 108.6(5) . . ?
C20 C21 H21 109.5 . . ?
C20 C21 C28 108.3(5) . . ?
C28 C21 H21 109.5 . . ?
C83 C78 C89 121.0(5) . . ?
C79 C78 C83 120.4(5) . . ?
C79 C78 C89 118.6(6) . . ?
C83 C82 C74 121.7(6) . . ?
C81 C82 C83 118.0(6) . . ?
C81 C82 C74 120.3(6) . . ?
C41 C36 C45 118.1(5) . . ?
C37 C36 C41 120.0(5) . . ?
C37 C36 C45 121.9(6) . . ?
C31 C44 H44 119.4 . . ?
C45 C44 C31 121.2(5) . . ?
C45 C44 H44 119.4 . . ?
C61 C56 C57 111.6(6) . . ?
C61 C56 C55 131.0(7) . . ?
C55 C56 C57 117.4(6) . . ?
C35 C34 C26 120.8(5) . . ?
C33 C34 C35 119.5(5) . . ?
C33 C34 C26 119.6(5) . . ?
C66 C65 H65A 108.8 . . ?
C66 C65 H65B 108.8 . . ?
C66 C65 C64 113.8(5) . . ?
H65A C65 H65B 107.7 . . ?
C64 C65 H65A 108.8 . . ?
C64 C65 H65B 108.8 . . ?
C31 C32 H32 119.2 . . ?
C31 C32 C33 121.6(5) . . ?
C33 C32 H32 119.2 . . ?
C16 C17 H17A 108.7 . . ?
C16 C17 H17B 108.7 . . ?
C16 C17 C18 114.3(4) . . ?
H17A C17 H17B 107.6 . . ?
C18 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
C36 C45 H45 119.0 . . ?
C44 C45 C36 121.9(5) . . ?
C44 C45 H45 119.0 . . ?
H25A C25 H25B 107.8 . . ?
C26 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C24 C25 H25A 109.0 . . ?
C24 C25 H25B 109.0 . . ?
C24 C25 C26 112.8(5) . . ?
N70 C69 C68 109.5(4) . . ?
N70 C69 H69 109.1 . . ?
N70 C69 C76 111.3(4) . . ?
C68 C69 H69 109.1 . . ?
C68 C69 C76 108.6(4) . . ?
C76 C69 H69 109.1 . . ?
C78 C83 C82 119.1(5) . . ?
C78 C83 C91 118.8(5) . . ?
C82 C83 C91 122.1(6) . . ?
C84 C89 C78 118.8(6) . . ?
C88 C89 C78 121.6(6) . . ?
C88 C89 C84 119.6(6) . . ?
F95 C58 C59 116.4(6) . . ?
C57 C58 F95 127.8(8) . . ?
C57 C58 C59 115.8(7) . . ?
C34 C26 C25 112.9(5) . . ?
C34 C26 H26A 109.0 . . ?
C34 C26 H26B 109.0 . . ?
C25 C26 H26A 109.0 . . ?
C25 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
C43 C42 C40 122.0(4) . . ?
C43 C42 H42 119.0 . . ?
C40 C42 H42 119.0 . . ?
H73A C73 H73B 107.9 . . ?
C74 C73 H73A 109.2 . . ?
C74 C73 H73B 109.2 . . ?
C72 C73 H73A 109.2 . . ?
C72 C73 H73B 109.2 . . ?
C72 C73 C74 112.0(5) . . ?
C34 C33 C32 121.3(5) . . ?
C34 C33 H33 119.3 . . ?
C32 C33 H33 119.3 . . ?
N19 C18 C17 112.3(4) . . ?
N19 C18 H18A 109.1 . . ?
N19 C18 H18B 109.1 . . ?
C17 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
H18A C18 H18B 107.9 . . ?
C21 C28 H28A 109.5 . . ?
C21 C28 H28B 109.5 . . ?
C21 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C78 C79 C92 119.4(6) . . ?
C80 C79 C78 120.0(6) . . ?
C80 C79 C92 120.6(6) . . ?
C40 C39 H39 120.1 . . ?
C38 C39 C40 119.8(6) . . ?
C38 C39 H39 120.1 . . ?
C23 C24 C25 111.0(5) . . ?
C23 C24 H24A 109.4 . . ?
C23 C24 H24B 109.4 . . ?
C25 C24 H24A 109.4 . . ?
C25 C24 H24B 109.4 . . ?
H24A C24 H24B 108.0 . . ?
N70 C71 C72 118.9(5) . . ?
O75 C71 N70 119.4(5) . . ?
O75 C71 C72 121.7(6) . . ?
N63 C64 C65 109.7(5) . . ?
N63 C64 H64A 109.7 . . ?
N63 C64 H64B 109.7 . . ?
C65 C64 H64A 109.7 . . ?
C65 C64 H64B 109.7 . . ?
H64A C64 H64B 108.2 . . ?
C36 C37 H37 120.0 . . ?
C38 C37 C36 119.9(6) . . ?
C38 C37 H37 120.0 . . ?
C82 C74 C73 112.0(5) . . ?
C82 C74 H74A 109.2 . . ?
C82 C74 H74B 109.2 . . ?
C73 C74 H74A 109.2 . . ?
C73 C74 H74B 109.2 . . ?
H74A C74 H74B 107.9 . . ?
C69 C76 H76A 109.5 . . ?
C69 C76 H76B 109.5 . . ?
C69 C76 H76C 109.5 . . ?
H76A C76 H76B 109.5 . . ?
H76A C76 H76C 109.5 . . ?
H76B C76 H76C 109.5 . . ?
C90 C84 C89 118.4(6) . . ?
C85 C84 C89 119.6(7) . . ?
C85 C84 C90 122.0(7) . . ?
C82 C81 H81 118.3 . . ?
C80 C81 C82 123.5(6) . . ?
C80 C81 H81 118.3 . . ?
C89 C88 C87 120.8(7) . . ?
C89 C88 C93 118.3(6) . . ?
C87 C88 C93 120.8(6) . . ?
C83 C91 H91 119.6 . . ?
C90 C91 C83 120.8(6) . . ?
C90 C91 H91 119.6 . . ?
C73 C72 H72A 109.1 . . ?
C73 C72 H72B 109.1 . . ?
C71 C72 C73 112.4(5) . . ?
C71 C72 H72A 109.1 . . ?
C71 C72 H72B 109.1 . . ?
H72A C72 H72B 107.9 . . ?
C79 C80 H80 120.5 . . ?
C81 C80 C79 118.9(6) . . ?
C81 C80 H80 120.5 . . ?
C39 C38 C37 121.9(6) . . ?
C39 C38 H38 119.1 . . ?
C37 C38 H38 119.1 . . ?
F96 C62 C61 111.1(6) . . ?
C53 C62 F96 123.1(7) . . ?
C53 C62 C61 125.8(5) . . ?
C84 C90 H90 118.9 . . ?
C91 C90 C84 122.2(6) . . ?
C91 C90 H90 118.9 . . ?
N63 C53 C54 120.1(7) . . ?
C62 C53 C54 121.0(5) . . ?
C62 C53 N63 118.7(7) . . ?
F100 C59 C58 121.7(6) . . ?
F100 C59 C60 113.1(9) . . ?
C60 C59 C58 125.2(10) . . ?
C79 C92 H92 119.8 . . ?
C93 C92 C79 120.4(7) . . ?
C93 C92 H92 119.8 . . ?
C56 C61 C62 107.1(6) . . ?
C60 C61 C56 129.4(9) . . ?
C60 C61 C62 123.4(6) . . ?
C88 C87 H87 120.2 . . ?
C86 C87 C88 119.6(7) . . ?
C86 C87 H87 120.2 . . ?
Cl1 C2 Cl3 110.9(4) . . ?
Cl1 C2 H2 108.6 . . ?
Cl4 C2 Cl1 111.2(4) . . ?
Cl4 C2 Cl3 108.7(4) . . ?
Cl4 C2 H2 108.6 . . ?
Cl3 C2 H2 108.6 . . ?
F98 C57 C56 123.1(6) . . ?
C58 C57 F98 113.9(7) . . ?
C58 C57 C56 122.9(7) . . ?
C88 C93 H93 119.2 . . ?
C92 C93 C88 121.5(6) . . ?
C92 C93 H93 119.2 . . ?
F94 C55 C54 119.1(6) . . ?
F94 C55 C56 119.6(6) . . ?
C54 C55 C56 121.3(6) . . ?
C84 C85 H85 120.9 . . ?
C86 C85 C84 118.2(7) . . ?
C86 C85 H85 120.9 . . ?
C59 C60 F101 121.4(8) . . ?
C61 C60 F101 123.4(7) . . ?
C61 C60 C59 115.1(9) . . ?
C87 C86 C85 122.1(7) . . ?
C87 C86 H86 119.0 . . ?
C85 C86 H86 119.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F48 C6 C7 C12 -176.9(4) . . . . ?
F48 C6 C7 C8 3.4(7) . . . . ?
F50 C10 C9 F49 1.0(7) . . . . ?
F50 C10 C9 C8 -177.9(5) . . . . ?
F51 C11 C10 F50 -2.0(7) . . . . ?
F51 C11 C10 C9 179.6(5) . . . . ?
F49 C9 C8 F47 1.1(7) . . . . ?
F49 C9 C8 C7 -178.9(4) . . . . ?
F52 C13 C14 F46 -1.5(8) . . . . ?
F52 C13 C14 C5 -178.5(5) . . . . ?
O77 C68 C69 N70 -38.2(6) . . . . ?
O77 C68 C69 C76 83.5(6) . . . . ?
O29 C20 C21 N22 42.5(6) . . . . ?
O29 C20 C21 C28 -76.8(6) . . . . ?
F95 C58 C59 F100 0.1(10) . . . . ?
F95 C58 C59 C60 -179.3(7) . . . . ?
F95 C58 C57 F98 -1.8(10) . . . . ?
F95 C58 C57 C56 -179.6(5) . . . . ?
O27 C23 C24 C25 -54.7(8) . . . . ?
N67 C68 C69 N70 144.3(4) . . . . ?
N67 C68 C69 C76 -94.0(5) . . . . ?
N67 C66 C65 C64 -59.1(6) . . . . ?
F96 C62 C53 C54 176.8(5) . . . . ?
F96 C62 C53 N63 0.3(10) . . . . ?
F96 C62 C61 C56 179.5(5) . . . . ?
F96 C62 C61 C60 3.6(9) . . . . ?
N19 C20 C21 N22 -140.3(4) . . . . ?
N19 C20 C21 C28 100.4(5) . . . . ?
N15 C16 C17 C18 60.7(6) . . . . ?
N15 C5 C6 F48 -0.3(8) . . . . ?
N15 C5 C6 C7 -179.0(5) . . . . ?
N15 C5 C14 F46 0.0(7) . . . . ?
N15 C5 C14 C13 177.1(5) . . . . ?
N22 C23 C24 C25 123.5(6) . . . . ?
N70 C71 C72 C73 -142.3(6) . . . . ?
F100 C59 C60 F101 2.1(11) . . . . ?
F100 C59 C60 C61 179.0(7) . . . . ?
C20 N19 C18 C17 -100.8(6) . . . . ?
C68 N67 C66 C65 99.1(5) . . . . ?
O75 C71 C72 C73 39.7(8) . . . . ?
C30 C31 C44 C45 -2.2(8) . . . . ?
C30 C31 C32 C33 0.3(9) . . . . ?
C30 C35 C43 C42 1.0(7) . . . . ?
C30 C35 C34 C26 -177.9(5) . . . . ?
C30 C35 C34 C33 1.4(7) . . . . ?
C30 C41 C40 C42 3.3(7) . . . . ?
C30 C41 C40 C39 -176.7(5) . . . . ?
C30 C41 C36 C45 -2.4(7) . . . . ?
C30 C41 C36 C37 177.6(5) . . . . ?
C12 C13 C14 F46 179.8(5) . . . . ?
C12 C13 C14 C5 2.8(8) . . . . ?
C12 C11 C10 F50 178.1(4) . . . . ?
C12 C11 C10 C9 -0.3(8) . . . . ?
C12 C7 C8 F47 179.5(4) . . . . ?
C12 C7 C8 C9 -0.5(7) . . . . ?
C23 N22 C21 C20 72.6(6) . . . . ?
C23 N22 C21 C28 -168.3(5) . . . . ?
C16 N15 C5 C6 -37.6(8) . . . . ?
C16 N15 C5 C14 146.7(5) . . . . ?
C16 C17 C18 N19 58.1(7) . . . . ?
F99 C54 C53 N63 2.9(9) . . . . ?
F99 C54 C53 C62 -173.5(6) . . . . ?
F99 C54 C55 F94 -4.0(10) . . . . ?
F99 C54 C55 C56 175.3(6) . . . . ?
C31 C30 C35 C43 179.8(4) . . . . ?
C31 C30 C35 C34 -1.8(7) . . . . ?
C31 C30 C41 C40 178.1(4) . . . . ?
C31 C30 C41 C36 0.8(7) . . . . ?
C31 C44 C45 C36 0.6(9) . . . . ?
C31 C32 C33 C34 -0.6(10) . . . . ?
C35 C30 C31 C44 -178.9(5) . . . . ?
C35 C30 C31 C32 0.9(7) . . . . ?
C35 C30 C41 C40 -1.6(7) . . . . ?
C35 C30 C41 C36 -178.8(4) . . . . ?
C35 C43 C42 C40 0.8(8) . . . . ?
C35 C34 C26 C25 -80.0(6) . . . . ?
C35 C34 C33 C32 -0.2(9) . . . . ?
C5 N15 C16 C17 131.9(5) . . . . ?
C5 C6 C7 C12 1.9(7) . . . . ?
C5 C6 C7 C8 -177.8(5) . . . . ?
C6 C5 C14 F46 -176.2(4) . . . . ?
C6 C5 C14 C13 0.9(7) . . . . ?
C6 C7 C8 F47 -0.8(7) . . . . ?
C6 C7 C8 C9 179.2(5) . . . . ?
C13 C12 C11 F51 -1.1(7) . . . . ?
C13 C12 C11 C10 178.8(5) . . . . ?
C13 C12 C7 C6 1.8(6) . . . . ?
C13 C12 C7 C8 -178.5(4) . . . . ?
C11 C12 C13 F52 -1.8(8) . . . . ?
C11 C12 C13 C14 176.9(5) . . . . ?
C11 C12 C7 C6 -179.1(4) . . . . ?
C11 C12 C7 C8 0.6(6) . . . . ?
C11 C10 C9 F49 179.4(5) . . . . ?
C11 C10 C9 C8 0.4(8) . . . . ?
C41 C30 C31 C44 1.5(7) . . . . ?
C41 C30 C31 C32 -178.8(5) . . . . ?
C41 C30 C35 C43 -0.5(7) . . . . ?
C41 C30 C35 C34 177.9(4) . . . . ?
C41 C40 C42 C43 -2.9(8) . . . . ?
C41 C40 C39 C38 -1.0(8) . . . . ?
C41 C36 C45 C44 1.7(8) . . . . ?
C41 C36 C37 C38 -1.0(8) . . . . ?
C66 N67 C68 O77 -2.2(7) . . . . ?
C66 N67 C68 C69 175.1(4) . . . . ?
C66 C65 C64 N63 -58.5(7) . . . . ?
C14 C5 C6 F48 175.6(4) . . . . ?
C14 C5 C6 C7 -3.2(7) . . . . ?
C10 C9 C8 F47 180.0(4) . . . . ?
C10 C9 C8 C7 0.0(8) . . . . ?
C7 C12 C13 F52 177.3(4) . . . . ?
C7 C12 C13 C14 -4.1(7) . . . . ?
C7 C12 C11 F51 179.8(4) . . . . ?
C7 C12 C11 C10 -0.2(7) . . . . ?
C43 C35 C34 C26 0.4(8) . . . . ?
C43 C35 C34 C33 179.8(5) . . . . ?
C40 C41 C36 C45 -179.7(5) . . . . ?
C40 C41 C36 C37 0.4(7) . . . . ?
C40 C39 C38 C37 0.5(10) . . . . ?
C21 N22 C23 O27 3.9(8) . . . . ?
C21 N22 C23 C24 -174.3(5) . . . . ?
C78 C83 C91 C90 -2.2(9) . . . . ?
C78 C89 C84 C90 -3.3(9) . . . . ?
C78 C89 C84 C85 177.2(7) . . . . ?
C78 C89 C88 C87 -177.0(6) . . . . ?
C78 C89 C88 C93 1.8(9) . . . . ?
C78 C79 C80 C81 0.8(9) . . . . ?
C78 C79 C92 C93 -1.0(10) . . . . ?
C82 C83 C91 C90 177.1(6) . . . . ?
C82 C81 C80 C79 0.8(10) . . . . ?
C36 C41 C40 C42 -179.4(5) . . . . ?
C36 C41 C40 C39 0.6(7) . . . . ?
C36 C37 C38 C39 0.6(10) . . . . ?
C44 C31 C32 C33 -180.0(6) . . . . ?
C56 C61 C60 F101 178.6(6) . . . . ?
C56 C61 C60 C59 1.9(12) . . . . ?
C34 C35 C43 C42 -177.4(5) . . . . ?
C32 C31 C44 C45 178.0(6) . . . . ?
C45 C36 C37 C38 179.1(6) . . . . ?
C69 N70 C71 O75 1.3(9) . . . . ?
C69 N70 C71 C72 -176.8(5) . . . . ?
C83 C78 C89 C84 1.1(8) . . . . ?
C83 C78 C89 C88 -179.6(5) . . . . ?
C83 C78 C79 C80 -2.1(8) . . . . ?
C83 C78 C79 C92 179.1(5) . . . . ?
C83 C82 C74 C73 82.2(7) . . . . ?
C83 C82 C81 C80 -1.1(9) . . . . ?
C83 C91 C90 C84 -0.1(11) . . . . ?
C89 C78 C83 C82 -177.7(5) . . . . ?
C89 C78 C83 C91 1.6(8) . . . . ?
C89 C78 C79 C80 177.4(6) . . . . ?
C89 C78 C79 C92 -1.4(8) . . . . ?
C89 C84 C90 C91 2.9(11) . . . . ?
C89 C84 C85 C86 -0.1(12) . . . . ?
C89 C88 C87 C86 -0.1(11) . . . . ?
C89 C88 C93 C92 -4.3(10) . . . . ?
C58 C59 C60 F101 -178.5(7) . . . . ?
C58 C59 C60 C61 -1.7(12) . . . . ?
C26 C34 C33 C32 179.1(6) . . . . ?
C26 C25 C24 C23 -59.2(7) . . . . ?
C42 C40 C39 C38 179.0(6) . . . . ?
C33 C34 C26 C25 100.7(6) . . . . ?
C18 N19 C20 O29 6.6(7) . . . . ?
C18 N19 C20 C21 -170.4(4) . . . . ?
C79 C78 C83 C82 1.8(7) . . . . ?
C79 C78 C83 C91 -178.9(5) . . . . ?
C79 C78 C89 C84 -178.3(5) . . . . ?
C79 C78 C89 C88 0.9(8) . . . . ?
C79 C92 C93 C88 3.8(11) . . . . ?
C39 C40 C42 C43 177.0(5) . . . . ?
C24 C25 C26 C34 -176.1(5) . . . . ?
C71 N70 C69 C68 -67.6(7) . . . . ?
C71 N70 C69 C76 172.4(5) . . . . ?
C64 N63 C53 C54 48.1(8) . . . . ?
C64 N63 C53 C62 -135.5(7) . . . . ?
C37 C36 C45 C44 -178.4(6) . . . . ?
C74 C82 C83 C78 -178.7(5) . . . . ?
C74 C82 C83 C91 2.0(8) . . . . ?
C74 C82 C81 C80 177.5(6) . . . . ?
C74 C73 C72 C71 66.6(7) . . . . ?
C84 C89 C88 C87 2.2(10) . . . . ?
C84 C89 C88 C93 -179.0(6) . . . . ?
C84 C85 C86 C87 2.3(14) . . . . ?
C81 C82 C83 C78 -0.2(8) . . . . ?
C81 C82 C83 C91 -179.5(5) . . . . ?
C81 C82 C74 C73 -96.3(7) . . . . ?
C88 C89 C84 C90 177.4(6) . . . . ?
C88 C89 C84 C85 -2.1(10) . . . . ?
C88 C87 C86 C85 -2.2(13) . . . . ?
C72 C73 C74 C82 174.5(5) . . . . ?
C80 C79 C92 C93 -179.8(7) . . . . ?
C62 C61 C60 F101 -6.4(11) . . . . ?
C62 C61 C60 C59 176.9(6) . . . . ?
C90 C84 C85 C86 -179.6(8) . . . . ?
C53 C54 C55 F94 179.2(6) . . . . ?
C53 C54 C55 C56 -1.5(9) . . . . ?
C53 N63 C64 C65 -146.1(6) . . . . ?
C53 C62 C61 C56 -1.9(9) . . . . ?
C53 C62 C61 C60 -177.9(7) . . . . ?
C59 C58 C57 F98 178.6(6) . . . . ?
C59 C58 C57 C56 0.8(10) . . . . ?
C92 C79 C80 C81 179.6(6) . . . . ?
C61 C56 C57 F98 -178.3(6) . . . . ?
C61 C56 C57 C58 -0.7(9) . . . . ?
C61 C56 C55 F94 176.5(6) . . . . ?
C61 C56 C55 C54 -2.8(11) . . . . ?
C61 C62 C53 C54 -1.6(10) . . . . ?
C61 C62 C53 N63 -178.1(5) . . . . ?
C87 C88 C93 C92 174.5(7) . . . . ?
C57 C56 C61 C62 -176.4(5) . . . . ?
C57 C56 C61 C60 -0.8(10) . . . . ?
C57 C56 C55 F94 -2.7(9) . . . . ?
C57 C56 C55 C54 178.0(6) . . . . ?
C57 C58 C59 F100 179.7(7) . . . . ?
C57 C58 C59 C60 0.4(11) . . . . ?
C93 C88 C87 C86 -178.9(7) . . . . ?
C55 C54 C53 N63 179.8(6) . . . . ?
C55 C54 C53 C62 3.4(8) . . . . ?
C55 C56 C61 C62 4.3(9) . . . . ?
C55 C56 C61 C60 179.9(7) . . . . ?
C55 C56 C57 F98 1.1(9) . . . . ?
C55 C56 C57 C58 178.7(7) . . . . ?
C85 C84 C90 C91 -177.6(8) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.153 0.250 14.8 0.0 ?
2 0.000 0.153 0.750 14.8 0.0 ?
3 0.500 0.457 0.250 212.1 41.5 ?
4 0.500 0.543 0.750 212.1 41.5 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.422
_oxdiff_exptl_absorpt_empirical_full_min 0.664
