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

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

data_20200107e
_database_code_depnum_ccdc_archive 'CCDC 2235529'
loop_
_audit_author_name
_audit_author_address
'Guohua Hou'
;Beijing Normal University
China
;
_audit_update_record             
;
2023-01-11 deposited with the CCDC.	2023-04-10 downloaded from the CCDC.
;
_audit_creation_date             2020-01-07
_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         'C14 H16 F3 N O'
_chemical_formula_sum            'C14 H16 F3 N O'
_chemical_formula_weight         271.28
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C1H1F1N1O1
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                   6.4877(3)
_cell_length_b                   14.6746(8)
_cell_length_c                   13.7914(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.427(4)
_cell_angle_gamma                90
_cell_volume                     1295.27(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4389
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      71.8640
_cell_measurement_theta_min      4.4060
_shelx_estimated_absorpt_T_max   0.907
_shelx_estimated_absorpt_T_min   0.825
_exptl_absorpt_coefficient_mu    1.001
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72859
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
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    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11747
_diffrn_reflns_point_group_measured_fraction_full 0.934
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.498
_diffrn_reflns_theta_min         4.432
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00 -24.00   1.00    1.00    --  -41.49 -57.00-150.00   27
  2  ω    -61.00 -10.00   1.00    1.00    --  -41.49 -77.00 -60.00   51
  3  ω    -66.00  31.00   1.00    1.00    --  -41.49  37.00 150.00   97
  4  ω    -65.00 -40.00   1.00    1.00    --  -41.49 -77.00 150.00   25
  5  ω    -62.00 -13.00   1.00    1.00    --  -41.49 -19.00 150.00   49
  6  ω   -114.00 -17.00   1.00    1.00    --  -41.49 -77.00   0.00   97
  7  ω    -60.00 -15.00   1.00    1.00    --  -41.49 -77.00-120.00   45
  8  ω    -38.00 -13.00   1.00    1.00    --  -41.49 -57.00-180.00   25
  9  ω    -63.00 -36.00   1.00    1.00    --  -41.49 -37.00-150.00   27
 10  ω     24.00  90.00   1.00    1.00    --   41.49-125.00  30.00   66
 11  ω     12.00  37.00   1.00    1.00    --   41.49  77.00-120.00   25
 12  ω     83.00 110.00   1.00    6.00    --  104.69  45.00-150.00   27
 13  ω     22.00 107.00   1.00    6.00    --  104.69 -94.00-150.00   85
 14  ω     82.00 148.00   1.00    6.00    --  104.69  45.00 -90.00   66
 15  ω     76.00 104.00   1.00    6.00    --  104.69  61.00-180.00   28
 16  ω     98.00 168.00   1.00    6.00    --  104.69 125.00-150.00   70
 17  ω     22.00 105.00   1.00    6.00    --  104.69 -94.00 -60.00   83
 18  ω     76.00 162.00   1.00    6.00    --  104.69  61.00 150.00   86
 19  ω     76.00 103.00   1.00    6.00    --  104.69  61.00 120.00   27
 20  ω     76.00 102.00   1.00    6.00    --  104.69  61.00-120.00   26
 21  ω     72.00  99.00   1.00    6.00    --  104.69  77.00 120.00   27
 22  ω     73.00 178.00   1.00    6.00    --  104.69  77.00  90.00  105
 23  ω    106.00 178.00   1.00    6.00    --  104.69  77.00-180.00   72
 24  ω    139.00 173.00   1.00    6.00    --  104.69  61.00 -60.00   34
 25  ω     72.00  99.00   1.00    6.00    --  104.69  77.00 -90.00   27
 26  ω     83.00 111.00   1.00    6.00    --  104.69  45.00-180.00   28
 27  ω    125.00 156.00   1.00    6.00    --  104.69  61.00-150.00   31
 28  ω     72.00  99.00   1.00    6.00    --  104.69  77.00-180.00   27
 29  ω     72.00 100.00   1.00    6.00    --  104.69  77.00 150.00   28
 30  ω     79.00 106.00   1.00    6.00    --  104.69  45.00 150.00   27
 31  ω     76.00 104.00   1.00    6.00    --  104.69  61.00 -60.00   28
 32  ω     72.00  98.00   1.00    6.00    --  104.69  77.00-150.00   26
 33  ω     72.00  99.00   1.00    6.00    --  104.69  77.00-120.00   27
 34  ω     78.00 103.00   1.00    6.00    --  104.69  61.00-150.00   25
 35  ω     76.00 104.00   1.00    6.00    --  104.69  61.00 -90.00   28
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1969751000
_diffrn_orient_matrix_UB_12      0.0096184000
_diffrn_orient_matrix_UB_13      0.0784761000
_diffrn_orient_matrix_UB_21      -0.1376966000
_diffrn_orient_matrix_UB_22      0.0042922000
_diffrn_orient_matrix_UB_23      0.0809524000
_diffrn_orient_matrix_UB_31      0.0119603000
_diffrn_orient_matrix_UB_32      -0.1044646000
_diffrn_orient_matrix_UB_33      0.0105667000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.776
_reflns_Friedel_fraction_full    0.863
_reflns_Friedel_fraction_max     0.827
_reflns_number_gt                3965
_reflns_number_total             4640
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Flack x determined using 1483 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         4640
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0489
_refine_ls_restrained_S_all      1.007
_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)+(0.0686P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1171
_refine_ls_wR_factor_ref         0.1223
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C3(H3), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C5(H5A,H5B), C6(H6A,H6B), C16(H16A,H16B), C19(H19A,H19B),
 C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C12(H12), C22(H22), C23(H23), C26(H26)
2.d Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C)
;
_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
C1 C 0.5698(7) 0.4048(3) 0.8290(3) 0.0312(9) Uani 1 1 d . . . . .
C2 C 0.4321(6) 0.4287(3) 0.7346(3) 0.0272(8) Uani 1 1 d . . . . .
H2A H 0.4750 0.4873 0.7124 0.033 Uiso 1 1 calc R . . . .
H2B H 0.2896 0.4348 0.7467 0.033 Uiso 1 1 calc R . . . .
C3 C 0.4364(6) 0.3589(3) 0.6531(3) 0.0254(8) Uani 1 1 d . . . . .
H3 H 0.4001 0.2989 0.6767 0.030 Uiso 1 1 calc R . . . .
C4 C 0.2750(6) 0.3851(3) 0.5635(3) 0.0239(8) Uani 1 1 d . . . . .
C5 C 0.5697(5) 0.3325(3) 0.5019(3) 0.0264(8) Uani 1 1 d . . . . .
H5A H 0.6622 0.3624 0.4633 0.032 Uiso 1 1 calc R . . . .
H5B H 0.5678 0.2677 0.4882 0.032 Uiso 1 1 calc R . . . .
C6 C 0.6382(6) 0.3507(3) 0.6113(3) 0.0293(9) Uani 1 1 d . . . . .
H6A H 0.7228 0.3009 0.6421 0.035 Uiso 1 1 calc R . . . .
H6B H 0.7185 0.4066 0.6215 0.035 Uiso 1 1 calc R . . . .
C7 C 0.2555(6) 0.3795(3) 0.3819(3) 0.0233(7) Uani 1 1 d . . . . .
C8 C 0.0532(6) 0.4162(3) 0.3579(3) 0.0261(8) Uani 1 1 d . . . . .
H8 H -0.0183 0.4356 0.4074 0.031 Uiso 1 1 calc R . . . .
C9 C -0.0389(6) 0.4233(3) 0.2603(3) 0.0284(8) Uani 1 1 d . . . . .
H9 H -0.1738 0.4465 0.2456 0.034 Uiso 1 1 calc R . . . .
C10 C 0.0622(6) 0.3971(3) 0.1832(3) 0.0297(9) Uani 1 1 d . . . . .
C11 C 0.2657(6) 0.3626(3) 0.2067(3) 0.0277(8) Uani 1 1 d . . . . .
C12 C 0.3573(6) 0.3540(3) 0.3049(3) 0.0250(8) Uani 1 1 d . . . . .
H12 H 0.4917 0.3302 0.3196 0.030 Uiso 1 1 calc R . . . .
C13 C -0.0447(7) 0.4051(4) 0.0784(3) 0.0386(10) Uani 1 1 d . . . . .
H13A H -0.0618 0.3456 0.0494 0.058 Uiso 1 1 calc GR . . . .
H13B H 0.0386 0.4420 0.0423 0.058 Uiso 1 1 calc GR . . . .
H13C H -0.1792 0.4329 0.0766 0.058 Uiso 1 1 calc GR . . . .
C14 C 0.3863(7) 0.3341(3) 0.1268(3) 0.0354(9) Uani 1 1 d . . . . .
H14A H 0.3151 0.2846 0.0900 0.053 Uiso 1 1 calc GR . . . .
H14B H 0.5240 0.3149 0.1559 0.053 Uiso 1 1 calc GR . . . .
H14C H 0.3962 0.3846 0.0836 0.053 Uiso 1 1 calc GR . . . .
F1 F 0.5069(6) 0.3297(2) 0.8709(2) 0.0604(9) Uani 1 1 d . . . . .
F2 F 0.5718(5) 0.4716(2) 0.89606(19) 0.0446(7) Uani 1 1 d . . . . .
F3 F 0.7684(4) 0.3912(2) 0.8202(2) 0.0526(8) Uani 1 1 d . . . . .
N1 N 0.3579(5) 0.3711(2) 0.4805(2) 0.0233(6) Uani 1 1 d . . . . .
O1 O 0.0998(4) 0.4138(2) 0.5685(2) 0.0336(7) Uani 1 1 d . . . . .
C15 C 1.0533(6) 0.6177(3) 0.8566(3) 0.0323(9) Uani 1 1 d . . . . .
C16 C 0.8920(6) 0.6332(3) 0.7681(3) 0.0282(8) Uani 1 1 d . . . . .
H16A H 0.8562 0.6975 0.7643 0.034 Uiso 1 1 calc R . . . .
H16B H 0.7670 0.5996 0.7756 0.034 Uiso 1 1 calc R . . . .
C17 C 0.9602(5) 0.6049(3) 0.6724(3) 0.0231(7) Uani 1 1 d . . . . .
H17 H 1.0130 0.5423 0.6796 0.028 Uiso 1 1 calc R . . . .
C18 C 0.7781(5) 0.6076(3) 0.5869(3) 0.0218(7) Uani 1 1 d . . . . .
C19 C 1.0759(6) 0.6542(3) 0.5247(3) 0.0307(9) Uani 1 1 d . . . . .
H19A H 1.1028 0.7107 0.4925 0.037 Uiso 1 1 calc R . . . .
H19B H 1.1596 0.6062 0.5023 0.037 Uiso 1 1 calc R . . . .
C20 C 1.1252(6) 0.6643(3) 0.6365(3) 0.0287(8) Uani 1 1 d . . . . .
H20A H 1.2649 0.6426 0.6619 0.034 Uiso 1 1 calc R . . . .
H20B H 1.1130 0.7273 0.6562 0.034 Uiso 1 1 calc R . . . .
C21 C 0.7472(5) 0.6254(3) 0.4057(3) 0.0214(7) Uani 1 1 d . . . . .
C22 C 0.5430(6) 0.5943(3) 0.3819(3) 0.0238(8) Uani 1 1 d . . . . .
H22 H 0.4686 0.5774 0.4312 0.029 Uiso 1 1 calc R . . . .
C23 C 0.4506(6) 0.5886(3) 0.2838(3) 0.0250(8) Uani 1 1 d . . . . .
H23 H 0.3143 0.5670 0.2689 0.030 Uiso 1 1 calc R . . . .
C24 C 0.5527(6) 0.6137(3) 0.2075(3) 0.0263(8) Uani 1 1 d . . . . .
C25 C 0.7584(6) 0.6456(3) 0.2311(3) 0.0267(8) Uani 1 1 d . . . . .
C26 C 0.8524(6) 0.6505(3) 0.3294(3) 0.0239(7) Uani 1 1 d . . . . .
H26 H 0.9894 0.6712 0.3446 0.029 Uiso 1 1 calc R . . . .
C27 C 0.4468(7) 0.6049(3) 0.1018(3) 0.0349(10) Uani 1 1 d . . . . .
H27A H 0.3128 0.5766 0.0997 0.052 Uiso 1 1 calc GR . . . .
H27B H 0.5316 0.5682 0.0662 0.052 Uiso 1 1 calc GR . . . .
H27C H 0.4290 0.6643 0.0725 0.052 Uiso 1 1 calc GR . . . .
C28 C 0.8814(7) 0.6724(4) 0.1519(3) 0.0360(10) Uani 1 1 d . . . . .
H28A H 0.9087 0.6193 0.1154 0.054 Uiso 1 1 calc GR . . . .
H28B H 1.0114 0.6994 0.1814 0.054 Uiso 1 1 calc GR . . . .
H28C H 0.8026 0.7155 0.1084 0.054 Uiso 1 1 calc GR . . . .
F4 F 0.9869(5) 0.6437(2) 0.93975(17) 0.0469(7) Uani 1 1 d . . . . .
F5 F 1.2315(4) 0.6638(2) 0.85378(18) 0.0509(8) Uani 1 1 d . . . . .
F6 F 1.1098(4) 0.53027(19) 0.86942(18) 0.0419(7) Uani 1 1 d . . . . .
N2 N 0.8540(5) 0.6311(2) 0.5042(2) 0.0229(7) Uani 1 1 d . . . . .
O2 O 0.5973(4) 0.5888(2) 0.59314(19) 0.0288(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
C1 C2 1.495(5) . ?
C1 F1 1.337(5) . ?
C1 F2 1.347(5) . ?
C1 F3 1.329(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.524(5) . ?
C3 H3 0.9800 . ?
C3 C4 1.532(5) . ?
C3 C6 1.519(5) . ?
C4 N1 1.358(5) . ?
C4 O1 1.224(5) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.524(5) . ?
C5 N1 1.470(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.407(6) . ?
C7 C12 1.391(6) . ?
C7 N1 1.418(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.385(6) . ?
C9 H9 0.9300 . ?
C9 C10 1.392(6) . ?
C10 C11 1.401(6) . ?
C10 C13 1.501(6) . ?
C11 C12 1.393(6) . ?
C11 C14 1.512(5) . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.489(5) . ?
C15 F4 1.345(5) . ?
C15 F5 1.346(5) . ?
C15 F6 1.339(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.517(5) . ?
C17 H17 0.9800 . ?
C17 C18 1.527(5) . ?
C17 C20 1.524(5) . ?
C18 N2 1.359(5) . ?
C18 O2 1.221(5) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.531(5) . ?
C19 N2 1.461(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.389(5) . ?
C21 C26 1.394(5) . ?
C21 N2 1.423(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.389(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.382(6) . ?
C24 C25 1.402(6) . ?
C24 C27 1.511(5) . ?
C25 C26 1.395(5) . ?
C25 C28 1.506(5) . ?
C26 H26 0.9300 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
F1 C1 C2 112.8(4) . . ?
F1 C1 F2 105.8(3) . . ?
F2 C1 C2 111.4(4) . . ?
F3 C1 C2 113.9(3) . . ?
F3 C1 F1 106.6(4) . . ?
F3 C1 F2 105.7(4) . . ?
C1 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
C1 C2 C3 113.8(3) . . ?
H2A C2 H2B 107.7 . . ?
C3 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C2 C3 H3 108.9 . . ?
C2 C3 C4 109.5(3) . . ?
C4 C3 H3 108.9 . . ?
C6 C3 C2 117.0(3) . . ?
C6 C3 H3 108.9 . . ?
C6 C3 C4 103.4(3) . . ?
N1 C4 C3 109.2(3) . . ?
O1 C4 C3 124.0(3) . . ?
O1 C4 N1 126.8(4) . . ?
H5A C5 H5B 109.0 . . ?
C6 C5 H5A 111.0 . . ?
C6 C5 H5B 111.0 . . ?
N1 C5 H5A 111.0 . . ?
N1 C5 H5B 111.0 . . ?
N1 C5 C6 104.0(3) . . ?
C3 C6 C5 105.1(3) . . ?
C3 C6 H6A 110.7 . . ?
C3 C6 H6B 110.7 . . ?
C5 C6 H6A 110.7 . . ?
C5 C6 H6B 110.7 . . ?
H6A C6 H6B 108.8 . . ?
C8 C7 N1 122.1(3) . . ?
C12 C7 C8 117.7(3) . . ?
C12 C7 N1 120.1(3) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 C7 119.7(4) . . ?
C9 C8 H8 120.2 . . ?
C8 C9 H9 118.7 . . ?
C8 C9 C10 122.7(4) . . ?
C10 C9 H9 118.7 . . ?
C9 C10 C11 117.8(4) . . ?
C9 C10 C13 120.8(4) . . ?
C11 C10 C13 121.4(4) . . ?
C10 C11 C14 120.7(4) . . ?
C12 C11 C10 119.7(4) . . ?
C12 C11 C14 119.6(4) . . ?
C7 C12 C11 122.5(4) . . ?
C7 C12 H12 118.8 . . ?
C11 C12 H12 118.8 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 N1 C5 112.0(3) . . ?
C4 N1 C7 127.4(3) . . ?
C7 N1 C5 120.1(3) . . ?
F4 C15 C16 112.1(3) . . ?
F4 C15 F5 106.2(3) . . ?
F5 C15 C16 113.0(3) . . ?
F6 C15 C16 113.3(4) . . ?
F6 C15 F4 106.2(3) . . ?
F6 C15 F5 105.5(3) . . ?
C15 C16 H16A 108.8 . . ?
C15 C16 H16B 108.8 . . ?
C15 C16 C17 113.9(3) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
C16 C17 H17 108.4 . . ?
C16 C17 C18 111.4(3) . . ?
C16 C17 C20 116.5(3) . . ?
C18 C17 H17 108.4 . . ?
C20 C17 H17 108.4 . . ?
C20 C17 C18 103.3(3) . . ?
N2 C18 C17 108.3(3) . . ?
O2 C18 C17 124.8(3) . . ?
O2 C18 N2 126.9(3) . . ?
H19A C19 H19B 108.9 . . ?
C20 C19 H19A 110.8 . . ?
C20 C19 H19B 110.8 . . ?
N2 C19 H19A 110.8 . . ?
N2 C19 H19B 110.8 . . ?
N2 C19 C20 104.7(3) . . ?
C17 C20 C19 103.3(3) . . ?
C17 C20 H20A 111.1 . . ?
C17 C20 H20B 111.1 . . ?
C19 C20 H20A 111.1 . . ?
C19 C20 H20B 111.1 . . ?
H20A C20 H20B 109.1 . . ?
C22 C21 C26 118.3(3) . . ?
C22 C21 N2 122.8(3) . . ?
C26 C21 N2 118.9(3) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 C21 119.5(3) . . ?
C23 C22 H22 120.2 . . ?
C22 C23 H23 118.6 . . ?
C24 C23 C22 122.8(4) . . ?
C24 C23 H23 118.6 . . ?
C23 C24 C25 118.0(3) . . ?
C23 C24 C27 120.8(4) . . ?
C25 C24 C27 121.1(4) . . ?
C24 C25 C28 121.1(3) . . ?
C26 C25 C24 119.4(3) . . ?
C26 C25 C28 119.5(4) . . ?
C21 C26 C25 122.0(4) . . ?
C21 C26 H26 119.0 . . ?
C25 C26 H26 119.0 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C18 N2 C19 112.2(3) . . ?
C18 N2 C21 126.8(3) . . ?
C21 N2 C19 120.5(3) . . ?

_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 1.373
_oxdiff_exptl_absorpt_empirical_full_min 0.727
