# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_202312335
_database_code_depnum_ccdc_archive 'CCDC 2329085'
loop_
_audit_author_name
_audit_author_address
mayanna
;Zhengzhou University
China
;
_audit_update_record             
;
2024-01-29 deposited with the CCDC.	2024-02-13 downloaded from the CCDC.
;
_audit_creation_date             2023-12-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H12 F3 N O2'
_chemical_formula_sum            'C17 H12 F3 N O2'
_chemical_formula_weight         319.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         C17H20N3O1
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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   34.085(2)
_cell_length_b                   11.9376(5)
_cell_length_c                   15.8740(12)
_cell_angle_alpha                90
_cell_angle_beta                 112.316(8)
_cell_angle_gamma                90
_cell_volume                     5975.3(7)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    2764
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.1600
_cell_measurement_theta_min      3.9460
_shelx_estimated_absorpt_T_max   0.932
_shelx_estimated_absorpt_T_min   0.854
_exptl_absorpt_coefficient_mu    1.021
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74170
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.420
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cube
_exptl_crystal_F_000             2624
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0547
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            11015
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.960
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -107.00 -45.00   1.00    3.50    --  -33.50 178.00  90.00   62
  2  ω    -55.00  26.00   1.00    3.50    --  -33.50  37.00 150.00   81
  3  ω    -64.00 -22.00   1.00    3.50    --  -33.50 -19.00-180.00   42
  4  ω   -108.00 -74.00   1.00    3.50    --  -33.50 178.00   0.00   34
  5  ω    -55.00  23.00   1.00    3.50    --  -33.50  19.00  60.00   78
  6  ω     84.00 110.00   1.00    3.50    --   36.47 178.00 -90.00   26
  7  ω     62.00 146.00   1.00   17.50    --  108.00 178.00  60.00   84
  8  ω    102.00 161.00   1.00   17.50    --  108.00  77.00 -30.00   59
  9  ω     78.00 104.00   1.00   17.50    --  108.00-111.00-180.00   26
 10  ω    106.00 164.00   1.00   17.50    --  108.00  45.00  90.00   58
 11  ω     94.00 173.00   1.00   17.50    --  108.00  61.00-150.00   79
 12  ω     40.00 126.00   1.00   17.50    --  108.00 -61.00 120.00   86
 13  ω     48.00 109.00   1.00   17.50    --  108.00-111.00  90.00   61
 14  ω     94.00 176.00   1.00   17.50    --  108.00  61.00 -90.00   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0043732072
_diffrn_orient_matrix_UB_12      0.1049318681
_diffrn_orient_matrix_UB_13      -0.0593686737
_diffrn_orient_matrix_UB_21      -0.0324059550
_diffrn_orient_matrix_UB_22      -0.0618900818
_diffrn_orient_matrix_UB_23      -0.0822184017
_diffrn_orient_matrix_UB_31      -0.0363056536
_diffrn_orient_matrix_UB_32      0.0427322563
_diffrn_orient_matrix_UB_33      0.0268110799
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3297
_reflns_number_total             5333
_reflns_odcompleteness_completeness 99.79
_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 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.81a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.414
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     437
_refine_ls_number_reflns         5333
_refine_ls_number_restraints     97
_refine_ls_R_factor_all          0.1073
_refine_ls_R_factor_gt           0.0739
_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)+(0.1105P)²+1.0053P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1964
_refine_ls_wR_factor_ref         0.2384
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F2-F3 \\sim F2-F1 \\sim F3-F1 \\sim F2A-F3A \\sim F2A-F1A
 with sigma of 0.04
 C16-F2 \\sim C16-F3 \\sim C16-F1 \\sim C16-F2A \\sim C16-F3A \\sim C16-F1A
 with sigma of 0.02
 F1'-F3' \\sim F1'-F2' \\sim F3'-F2' \\sim F1'A-F3'A \\sim F1'A-F2'A \\sim
F3'A-F2'A
 with sigma of 0.04
 C16'-F1' \\sim C16'-F3' \\sim C16'-F2' \\sim C16'-F1'A \\sim C16'-F3'A \\sim
C16'-F2'A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F1'A) \\sim Ueq, Uanis(F1') \\sim Ueq, Uanis(F3'A) \\sim Ueq, Uanis(F3')
\\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F2A) \\sim Ueq, Uanis(F3A) \\sim Ueq:
with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F2) = Uanis(F2A)
Uanis(F3) = Uanis(F3A)
Uanis(F1) = Uanis(F1A)
Uanis(F1') = Uanis(F1'A)
Uanis(F3') = Uanis(F3'A)
Uanis(F2') = Uanis(F2'A)
4. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
 Sof(F1'A)=Sof(F2'A)=Sof(F3'A)=1-FVAR(2)
 Sof(F1')=Sof(F2')=Sof(F3')=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C13(H13), C14(H14),
 C15(H15), C1'(H1'), C2'(H2'), C3'(H3'), C4'(H4'), C5'(H5'), C11'(H11'),
 C13'(H13'), C14'(H14'), C15'(H15')
5.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C17'(H17D,H17E,H17F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.32883(9) 0.5489(3) 0.0160(3) 0.1205(14) Uani 0.904(6) 1 d D . P A 1
F1A F 0.3626(12) 0.564(3) -0.0171(14) 0.1205(14) Uani 0.096(6) 1 d D . P A 2
F2 F 0.3770(2) 0.5907(3) 0.1392(3) 0.169(2) Uani 0.904(6) 1 d D U P A 1
F2A F 0.3364(8) 0.567(3) 0.083(3) 0.169(2) Uani 0.096(6) 1 d D U P A 2
F3 F 0.38930(14) 0.5851(3) 0.0187(3) 0.1318(14) Uani 0.904(6) 1 d D . P A 1
F3A F 0.3989(8) 0.590(3) 0.1315(19) 0.1318(14) Uani 0.096(6) 1 d D U P A 2
O1 O 0.30361(7) 0.0090(2) 0.17581(16) 0.0730(6) Uani 1 1 d . . . . .
O2 O 0.36859(8) -0.0308(2) 0.1675(2) 0.0850(7) Uani 1 1 d . . . . .
N1 N 0.29711(9) 0.1915(2) 0.1456(2) 0.0715(7) Uani 1 1 d . . . . .
C1 C 0.21135(13) 0.1844(4) 0.1502(3) 0.0905(11) Uani 1 1 d . . . . .
H1 H 0.2191 0.2502 0.1292 0.109 Uiso 1 1 calc R . . . .
C2 C 0.17225(15) 0.1769(5) 0.1577(4) 0.1132(16) Uani 1 1 d . . . . .
H2 H 0.1535 0.2369 0.1403 0.136 Uiso 1 1 calc R . . . .
C3 C 0.16127(17) 0.0809(6) 0.1906(4) 0.121(2) Uani 1 1 d . . . . .
H3 H 0.1352 0.0761 0.1963 0.146 Uiso 1 1 calc R . . . .
C4 C 0.18858(17) -0.0077(5) 0.2149(3) 0.1085(16) Uani 1 1 d . . . . .
H4 H 0.1810 -0.0725 0.2375 0.130 Uiso 1 1 calc R . . . .
C5 C 0.22719(14) -0.0022(4) 0.2064(3) 0.0861(11) Uani 1 1 d . . . . .
H5 H 0.2454 -0.0634 0.2225 0.103 Uiso 1 1 calc R . . . .
C6 C 0.23884(11) 0.0947(3) 0.1737(2) 0.0743(9) Uani 1 1 d . . . . .
C7 C 0.27918(11) 0.1044(3) 0.1640(2) 0.0693(8) Uani 1 1 d . . . . .
C8 C 0.33854(11) 0.0431(3) 0.1616(2) 0.0683(8) Uani 1 1 d . . . . .
C9 C 0.33546(11) 0.1544(3) 0.1434(2) 0.0695(8) Uani 1 1 d . . . . .
C10 C 0.36415(11) 0.2288(3) 0.1211(3) 0.0715(8) Uani 1 1 d . . . . .
C11 C 0.35397(10) 0.3414(3) 0.1029(2) 0.0670(8) Uani 1 1 d . . . . .
H11 H 0.3287 0.3688 0.1044 0.080 Uiso 1 1 calc R . . . .
C12 C 0.38089(11) 0.4125(3) 0.0826(3) 0.0723(8) Uani 1 1 d . . . . .
C13 C 0.41792(14) 0.3755(4) 0.0794(4) 0.1014(14) Uani 1 1 d . . . . .
H13 H 0.4360 0.4244 0.0661 0.122 Uiso 1 1 calc R . . . .
C14 C 0.42818(17) 0.2638(4) 0.0964(5) 0.135(2) Uani 1 1 d . . . . .
H14 H 0.4533 0.2371 0.0939 0.162 Uiso 1 1 calc R . . . .
C15 C 0.40183(15) 0.1919(4) 0.1168(4) 0.1142(18) Uani 1 1 d . . . . .
H15 H 0.4094 0.1169 0.1280 0.137 Uiso 1 1 calc R . . . .
C16 C 0.36962(13) 0.5334(3) 0.0650(3) 0.0824(10) Uani 1 1 d D . . . .
C17 C 0.35894(15) -0.1467(3) 0.1684(3) 0.0963(12) Uani 1 1 d . . . . .
H17A H 0.3360 -0.1659 0.1127 0.144 Uiso 1 1 calc GR . . . .
H17B H 0.3508 -0.1619 0.2190 0.144 Uiso 1 1 calc GR . . . .
H17C H 0.3835 -0.1904 0.1743 0.144 Uiso 1 1 calc GR . . . .
F1' F 0.51294(15) 0.5789(4) 0.3925(6) 0.154(2) Uani 0.688(4) 1 d D U P B 1
F1'A F 0.5043(3) 0.5882(9) 0.4505(9) 0.154(2) Uani 0.312(4) 1 d D U P B 2
F2' F 0.44958(19) 0.6103(4) 0.3010(4) 0.1417(19) Uani 0.688(4) 1 d D . P B 1
F2'A F 0.4866(4) 0.5883(8) 0.3117(8) 0.1417(19) Uani 0.312(4) 1 d D . P B 2
F3' F 0.4644(2) 0.6132(4) 0.4393(5) 0.143(2) Uani 0.688(4) 1 d D U P B 1
F3'A F 0.4428(4) 0.6122(10) 0.3700(10) 0.143(2) Uani 0.312(4) 1 d D U P B 2
O1' O 0.39460(8) 1.1803(2) 0.38746(18) 0.0776(6) Uani 1 1 d . . . . .
O2' O 0.45765(10) 1.2191(2) 0.3701(3) 0.1039(10) Uani 1 1 d . . . . .
N1' N 0.39657(9) 0.9944(2) 0.39772(19) 0.0685(7) Uani 1 1 d . . . . .
C1' C 0.31673(12) 1.0001(3) 0.4314(3) 0.0778(9) Uani 1 1 d . . . . .
H1' H 0.3303 0.9311 0.4391 0.093 Uiso 1 1 calc R . . . .
C2' C 0.27882(12) 1.0087(4) 0.4417(3) 0.0875(11) Uani 1 1 d . . . . .
H2' H 0.2667 0.9453 0.4560 0.105 Uiso 1 1 calc R . . . .
C3' C 0.25829(13) 1.1105(4) 0.4311(3) 0.0962(13) Uani 1 1 d . . . . .
H3' H 0.2324 1.1158 0.4380 0.115 Uiso 1 1 calc R . . . .
C4' C 0.27635(14) 1.2037(4) 0.4104(3) 0.0922(11) Uani 1 1 d . . . . .
H4' H 0.2627 1.2725 0.4038 0.111 Uiso 1 1 calc R . . . .
C5' C 0.31430(13) 1.1966(3) 0.3993(3) 0.0808(10) Uani 1 1 d . . . . .
H5' H 0.3262 1.2602 0.3848 0.097 Uiso 1 1 calc R . . . .
C6' C 0.33496(11) 1.0933(3) 0.4098(2) 0.0685(8) Uani 1 1 d . . . . .
C7' C 0.37529(11) 1.0833(3) 0.3989(2) 0.0681(8) Uani 1 1 d . . . . .
C8' C 0.43076(11) 1.1442(3) 0.3788(3) 0.0738(9) Uani 1 1 d . . . . .
C9' C 0.43296(10) 1.0312(3) 0.3851(2) 0.0669(8) Uani 1 1 d . . . . .
C10' C 0.46525(10) 0.9534(3) 0.3805(2) 0.0682(8) Uani 1 1 d . . . . .
C11' C 0.45865(10) 0.8397(3) 0.3822(2) 0.0662(8) Uani 1 1 d . . . . .
H11' H 0.4338 0.8133 0.3863 0.079 Uiso 1 1 calc R . . . .
C12' C 0.48864(11) 0.7647(3) 0.3777(2) 0.0700(8) Uani 1 1 d . . . . .
C13' C 0.52593(12) 0.8006(3) 0.3729(3) 0.0811(10) Uani 1 1 d . . . . .
H13' H 0.5462 0.7496 0.3708 0.097 Uiso 1 1 calc R . . . .
C14' C 0.53263(13) 0.9143(4) 0.3711(4) 0.0981(14) Uani 1 1 d . . . . .
H14' H 0.5576 0.9404 0.3674 0.118 Uiso 1 1 calc R . . . .
C15' C 0.50288(13) 0.9893(3) 0.3749(3) 0.0900(11) Uani 1 1 d . . . . .
H15' H 0.5080 1.0656 0.3737 0.108 Uiso 1 1 calc R . . . .
C16' C 0.48005(12) 0.6427(3) 0.3777(3) 0.0849(11) Uani 1 1 d D . . . .
C17' C 0.44319(16) 1.3317(3) 0.3484(4) 0.1080(15) Uani 1 1 d . . . . .
H17D H 0.4178 1.3323 0.2943 0.162 Uiso 1 1 calc GR . . . .
H17E H 0.4647 1.3752 0.3384 0.162 Uiso 1 1 calc GR . . . .
H17F H 0.4373 1.3634 0.3980 0.162 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C16 1.323(5) . ?
F1A C16 1.286(15) . ?
F2 C16 1.300(5) . ?
F2A C16 1.328(14) . ?
F3 C16 1.322(5) . ?
F3A C16 1.331(16) . ?
O1 C7 1.381(4) . ?
O1 C8 1.356(4) . ?
O2 C8 1.328(4) . ?
O2 C17 1.423(5) . ?
N1 C7 1.295(4) . ?
N1 C9 1.393(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.385(6) . ?
C1 C6 1.378(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.369(8) . ?
C3 H3 0.9300 . ?
C3 C4 1.364(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.375(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.385(6) . ?
C6 C7 1.445(5) . ?
C8 C9 1.355(5) . ?
C9 C10 1.460(5) . ?
C10 C11 1.391(5) . ?
C10 C15 1.384(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.376(5) . ?
C12 C13 1.356(5) . ?
C12 C16 1.492(5) . ?
C13 H13 0.9300 . ?
C13 C14 1.378(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.367(6) . ?
C15 H15 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
F1' C16' 1.301(5) . ?
F1'A C16' 1.310(11) . ?
F2' C16' 1.324(6) . ?
F2'A C16' 1.321(10) . ?
F3' C16' 1.327(6) . ?
F3'A C16' 1.282(11) . ?
O1' C7' 1.378(4) . ?
O1' C8' 1.361(4) . ?
O2' C8' 1.325(4) . ?
O2' C17' 1.429(5) . ?
N1' C7' 1.289(4) . ?
N1' C9' 1.400(4) . ?
C1' H1' 0.9300 . ?
C1' C2' 1.366(5) . ?
C1' C6' 1.379(5) . ?
C2' H2' 0.9300 . ?
C2' C3' 1.381(6) . ?
C3' H3' 0.9300 . ?
C3' C4' 1.370(6) . ?
C4' H4' 0.9300 . ?
C4' C5' 1.373(5) . ?
C5' H5' 0.9300 . ?
C5' C6' 1.399(5) . ?
C6' C7' 1.454(5) . ?
C8' C9' 1.353(5) . ?
C9' C10' 1.463(5) . ?
C10' C11' 1.377(5) . ?
C10' C15' 1.387(5) . ?
C11' H11' 0.9300 . ?
C11' C12' 1.381(5) . ?
C12' C13' 1.371(5) . ?
C12' C16' 1.485(5) . ?
C13' H13' 0.9300 . ?
C13' C14' 1.378(6) . ?
C14' H14' 0.9300 . ?
C14' C15' 1.371(6) . ?
C15' H15' 0.9300 . ?
C17' H17D 0.9600 . ?
C17' H17E 0.9600 . ?
C17' H17F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 O1 C7 104.6(3) . . ?
C8 O2 C17 118.1(3) . . ?
C7 N1 C9 106.1(3) . . ?
C2 C1 H1 119.9 . . ?
C6 C1 H1 119.9 . . ?
C6 C1 C2 120.2(5) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 119.9(6) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(5) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.7(5) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.8(5) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 C5 119.2(4) . . ?
C1 C6 C7 119.0(4) . . ?
C5 C6 C7 121.8(4) . . ?
O1 C7 C6 117.9(3) . . ?
N1 C7 O1 112.4(3) . . ?
N1 C7 C6 129.7(3) . . ?
O2 C8 O1 119.4(3) . . ?
O2 C8 C9 131.4(3) . . ?
C9 C8 O1 109.2(3) . . ?
N1 C9 C10 122.2(3) . . ?
C8 C9 N1 107.7(3) . . ?
C8 C9 C10 130.0(3) . . ?
C11 C10 C9 120.1(3) . . ?
C15 C10 C9 122.5(3) . . ?
C15 C10 C11 117.4(3) . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 C16 119.6(3) . . ?
C13 C12 C11 121.3(3) . . ?
C13 C12 C16 119.1(3) . . ?
C12 C13 H13 120.7 . . ?
C12 C13 C14 118.6(4) . . ?
C14 C13 H13 120.7 . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.8(4) . . ?
C15 C14 H14 119.6 . . ?
C10 C15 H15 119.4 . . ?
C14 C15 C10 121.2(4) . . ?
C14 C15 H15 119.4 . . ?
F1 C16 C12 112.6(3) . . ?
F1A C16 F2A 106.5(17) . . ?
F1A C16 F3A 117(2) . . ?
F1A C16 C12 113.4(15) . . ?
F2 C16 F1 105.0(4) . . ?
F2 C16 F3 107.1(4) . . ?
F2 C16 C12 113.1(4) . . ?
F2A C16 F3A 96.9(16) . . ?
F2A C16 C12 115.6(15) . . ?
F3 C16 F1 104.4(4) . . ?
F3 C16 C12 113.9(3) . . ?
F3A C16 C12 106.5(18) . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C8' O1' C7' 104.1(3) . . ?
C8' O2' C17' 118.1(3) . . ?
C7' N1' C9' 106.1(3) . . ?
C2' C1' H1' 119.8 . . ?
C2' C1' C6' 120.3(4) . . ?
C6' C1' H1' 119.8 . . ?
C1' C2' H2' 119.7 . . ?
C1' C2' C3' 120.7(4) . . ?
C3' C2' H2' 119.7 . . ?
C2' C3' H3' 120.3 . . ?
C4' C3' C2' 119.4(4) . . ?
C4' C3' H3' 120.3 . . ?
C3' C4' H4' 119.6 . . ?
C3' C4' C5' 120.8(4) . . ?
C5' C4' H4' 119.6 . . ?
C4' C5' H5' 120.2 . . ?
C4' C5' C6' 119.6(4) . . ?
C6' C5' H5' 120.2 . . ?
C1' C6' C5' 119.2(3) . . ?
C1' C6' C7' 119.9(3) . . ?
C5' C6' C7' 120.9(3) . . ?
O1' C7' C6' 117.9(3) . . ?
N1' C7' O1' 113.0(3) . . ?
N1' C7' C6' 129.2(3) . . ?
O2' C8' O1' 119.1(3) . . ?
O2' C8' C9' 131.2(3) . . ?
C9' C8' O1' 109.6(3) . . ?
N1' C9' C10' 122.1(3) . . ?
C8' C9' N1' 107.2(3) . . ?
C8' C9' C10' 130.7(3) . . ?
C11' C10' C9' 119.5(3) . . ?
C11' C10' C15' 117.9(3) . . ?
C15' C10' C9' 122.6(3) . . ?
C10' C11' H11' 119.7 . . ?
C10' C11' C12' 120.6(3) . . ?
C12' C11' H11' 119.7 . . ?
C11' C12' C16' 119.1(3) . . ?
C13' C12' C11' 121.3(3) . . ?
C13' C12' C16' 119.6(3) . . ?
C12' C13' H13' 120.9 . . ?
C12' C13' C14' 118.3(3) . . ?
C14' C13' H13' 120.9 . . ?
C13' C14' H14' 119.6 . . ?
C15' C14' C13' 120.7(3) . . ?
C15' C14' H14' 119.6 . . ?
C10' C15' H15' 119.4 . . ?
C14' C15' C10' 121.2(4) . . ?
C14' C15' H15' 119.4 . . ?
F1' C16' F2' 108.4(5) . . ?
F1' C16' F3' 105.8(5) . . ?
F1' C16' C12' 114.7(4) . . ?
F1'A C16' F2'A 102.4(8) . . ?
F1'A C16' C12' 115.4(6) . . ?
F2' C16' F3' 101.8(5) . . ?
F2' C16' C12' 111.9(4) . . ?
F2'A C16' C12' 112.9(5) . . ?
F3' C16' C12' 113.3(4) . . ?
F3'A C16' F1'A 102.4(8) . . ?
F3'A C16' F2'A 104.1(8) . . ?
F3'A C16' C12' 117.8(6) . . ?
O2' C17' H17D 109.5 . . ?
O2' C17' H17E 109.5 . . ?
O2' C17' H17F 109.5 . . ?
H17D C17' H17E 109.5 . . ?
H17D C17' H17F 109.5 . . ?
H17E C17' H17F 109.5 . . ?

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
O1 C8 C9 N1 -0.4(4) . . . . ?
O1 C8 C9 C10 -178.1(3) . . . . ?
O2 C8 C9 N1 -180.0(4) . . . . ?
O2 C8 C9 C10 2.3(7) . . . . ?
N1 C9 C10 C11 1.2(5) . . . . ?
N1 C9 C10 C15 -178.5(4) . . . . ?
C1 C2 C3 C4 -0.8(8) . . . . ?
C1 C6 C7 O1 -171.2(3) . . . . ?
C1 C6 C7 N1 9.2(6) . . . . ?
C2 C1 C6 C5 -1.1(6) . . . . ?
C2 C1 C6 C7 179.1(4) . . . . ?
C2 C3 C4 C5 -0.3(8) . . . . ?
C3 C4 C5 C6 0.8(7) . . . . ?
C4 C5 C6 C1 0.0(6) . . . . ?
C4 C5 C6 C7 179.7(4) . . . . ?
C5 C6 C7 O1 9.0(5) . . . . ?
C5 C6 C7 N1 -170.6(4) . . . . ?
C6 C1 C2 C3 1.5(7) . . . . ?
C7 O1 C8 O2 -179.5(3) . . . . ?
C7 O1 C8 C9 0.8(4) . . . . ?
C7 N1 C9 C8 -0.2(4) . . . . ?
C7 N1 C9 C10 177.7(3) . . . . ?
C8 O1 C7 N1 -1.0(4) . . . . ?
C8 O1 C7 C6 179.2(3) . . . . ?
C8 C9 C10 C11 178.6(4) . . . . ?
C8 C9 C10 C15 -1.1(7) . . . . ?
C9 N1 C7 O1 0.8(4) . . . . ?
C9 N1 C7 C6 -179.5(3) . . . . ?
C9 C10 C11 C12 179.5(3) . . . . ?
C9 C10 C15 C14 -179.5(5) . . . . ?
C10 C11 C12 C13 0.2(6) . . . . ?
C10 C11 C12 C16 -178.8(4) . . . . ?
C11 C10 C15 C14 0.8(8) . . . . ?
C11 C12 C13 C14 0.5(8) . . . . ?
C11 C12 C16 F1 -40.6(5) . . . . ?
C11 C12 C16 F1A -114.7(19) . . . . ?
C11 C12 C16 F2 78.2(6) . . . . ?
C11 C12 C16 F2A 8.8(18) . . . . ?
C11 C12 C16 F3 -159.2(4) . . . . ?
C11 C12 C16 F3A 115.2(15) . . . . ?
C12 C13 C14 C15 -0.6(11) . . . . ?
C13 C12 C16 F1 140.4(4) . . . . ?
C13 C12 C16 F1A 66(2) . . . . ?
C13 C12 C16 F2 -100.8(6) . . . . ?
C13 C12 C16 F2A -170.2(18) . . . . ?
C13 C12 C16 F3 21.8(6) . . . . ?
C13 C12 C16 F3A -63.8(15) . . . . ?
C13 C14 C15 C10 -0.1(11) . . . . ?
C15 C10 C11 C12 -0.8(6) . . . . ?
C16 C12 C13 C14 179.5(5) . . . . ?
C17 O2 C8 O1 13.7(5) . . . . ?
C17 O2 C8 C9 -166.7(4) . . . . ?
O1' C8' C9' N1' 0.3(4) . . . . ?
O1' C8' C9' C10' -179.7(3) . . . . ?
O2' C8' C9' N1' 177.2(4) . . . . ?
O2' C8' C9' C10' -2.8(8) . . . . ?
N1' C9' C10' C11' 4.7(5) . . . . ?
N1' C9' C10' C15' -175.0(3) . . . . ?
C1' C2' C3' C4' -0.2(7) . . . . ?
C1' C6' C7' O1' -172.9(3) . . . . ?
C1' C6' C7' N1' 7.6(6) . . . . ?
C2' C1' C6' C5' 0.5(6) . . . . ?
C2' C1' C6' C7' -179.9(3) . . . . ?
C2' C3' C4' C5' 0.6(7) . . . . ?
C3' C4' C5' C6' -0.5(6) . . . . ?
C4' C5' C6' C1' -0.1(6) . . . . ?
C4' C5' C6' C7' -179.7(3) . . . . ?
C5' C6' C7' O1' 6.7(5) . . . . ?
C5' C6' C7' N1' -172.9(4) . . . . ?
C6' C1' C2' C3' -0.3(6) . . . . ?
C7' O1' C8' O2' -177.5(3) . . . . ?
C7' O1' C8' C9' -0.1(4) . . . . ?
C7' N1' C9' C8' -0.3(4) . . . . ?
C7' N1' C9' C10' 179.7(3) . . . . ?
C8' O1' C7' N1' -0.1(4) . . . . ?
C8' O1' C7' C6' -179.7(3) . . . . ?
C8' C9' C10' C11' -175.3(4) . . . . ?
C8' C9' C10' C15' 5.0(6) . . . . ?
C9' N1' C7' O1' 0.2(4) . . . . ?
C9' N1' C7' C6' 179.8(3) . . . . ?
C9' C10' C11' C12' 179.8(3) . . . . ?
C9' C10' C15' C14' 179.7(4) . . . . ?
C10' C11' C12' C13' 1.0(6) . . . . ?
C10' C11' C12' C16' -178.8(4) . . . . ?
C11' C10' C15' C14' 0.0(7) . . . . ?
C11' C12' C13' C14' -1.0(6) . . . . ?
C11' C12' C16' F1' -166.3(5) . . . . ?
C11' C12' C16' F1'A -112.4(7) . . . . ?
C11' C12' C16' F2' 69.7(5) . . . . ?
C11' C12' C16' F2'A 130.3(7) . . . . ?
C11' C12' C16' F3' -44.7(6) . . . . ?
C11' C12' C16' F3'A 8.9(9) . . . . ?
C12' C13' C14' C15' 0.5(7) . . . . ?
C13' C12' C16' F1' 13.9(7) . . . . ?
C13' C12' C16' F1'A 67.9(8) . . . . ?
C13' C12' C16' F2' -110.0(5) . . . . ?
C13' C12' C16' F2'A -49.4(9) . . . . ?
C13' C12' C16' F3' 135.6(5) . . . . ?
C13' C12' C16' F3'A -170.8(8) . . . . ?
C13' C14' C15' C10' 0.0(8) . . . . ?
C15' C10' C11' C12' -0.4(5) . . . . ?
C16' C12' C13' C14' 178.7(4) . . . . ?
C17' O2' C8' O1' -14.6(6) . . . . ?
C17' O2' C8' C9' 168.7(5) . . . . ?

_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 1.292
_oxdiff_exptl_absorpt_empirical_full_min 0.798
