# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_20200518
_database_code_depnum_ccdc_archive 'CCDC 2049838'
loop_
_audit_author_name
_audit_author_address
'Zhiyong Jiang'
;Henan University
China
;
_audit_update_record             
;
2020-12-12 deposited with the CCDC.	2021-03-29 downloaded from the CCDC.
;
_audit_creation_date             2020-05-19
_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         'C29 H21 F3 N2'
_chemical_formula_sum            'C29 H21 F3 N2'
_chemical_formula_weight         454.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4F3
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'

_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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.4838(4)
_cell_length_b                   10.8493(5)
_cell_length_c                   22.4754(10)
_cell_angle_alpha                90
_cell_angle_beta                 94.262(4)
_cell_angle_gamma                90
_cell_volume                     2306.18(17)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1650
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      64.3800
_cell_measurement_theta_min      3.9360
_shelx_estimated_absorpt_T_max   0.934
_shelx_estimated_absorpt_T_min   0.873
_exptl_absorpt_coefficient_mu    0.774
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89019
_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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            8519
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.945
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00 -19.00   1.00    2.50    --  -33.50 -57.00 -60.00   45
  2  ω    -91.00 -52.00   1.00    2.50    --  -33.50 -77.00  60.00   39
  3  ω    -44.00  -5.00   1.00    2.50    --  -33.50 -77.00  60.00   39
  4  ω    -28.00  52.00   1.00    2.50    --   36.47 -57.00-120.00   80
  5  ω     68.00  95.00   1.00    2.50    --   36.47 178.00 -90.00   27
  6  ω     18.00  53.00   1.00    2.50    --   36.47  57.00-180.00   35
  7  ω     45.00  77.00   1.00    2.50    --   36.47-118.00 138.00   32
  8  ω     53.00  98.00   1.00    2.50    --   36.47  57.00 -30.00   45
  9  ω     14.00  72.00   1.00    2.50    --   36.47  37.00  90.00   58
 10  ω     74.00 102.00   1.00    2.50    --   36.47  57.00-180.00   28
 11  ω     47.00 116.00   1.00    9.00    --  108.00 -61.00  90.00   69
 12  ω     70.00 108.00   1.00    9.00    --  108.00-111.00-120.00   38
 13  ω     40.00 121.00   1.00    9.00    --  108.00 -61.00-180.00   81
 14  ω     41.00  70.00   1.00    9.00    --  108.00 -94.00 -30.00   29
 15  ω     38.00 129.00   1.00    9.00    --  108.00 -30.00-180.00   91
 16  ω    109.00 135.00   1.00    9.00    --  108.00 111.00-180.00   26
 17  ω     37.00 134.00   1.00    9.00    --  108.00 -30.00 -90.00   97
 18  ω     84.00 112.00   1.00    9.00    --  108.00-111.00  30.00   28
 19  ω     47.00  73.00   1.00    9.00    --  108.00-111.00  30.00   26
;
_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      -0.0113524000
_diffrn_orient_matrix_UB_12      0.0195842000
_diffrn_orient_matrix_UB_13      -0.0680767000
_diffrn_orient_matrix_UB_21      0.1593146000
_diffrn_orient_matrix_UB_22      -0.0265157000
_diffrn_orient_matrix_UB_23      -0.0015154000
_diffrn_orient_matrix_UB_31      -0.0321023000
_diffrn_orient_matrix_UB_32      -0.1381048000
_diffrn_orient_matrix_UB_33      -0.0093344000
_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                2719
_reflns_number_total             4112
_reflns_odcompleteness_completeness 99.89
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.225
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0016(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     318
_refine_ls_number_reflns         4112
_refine_ls_number_restraints     31
_refine_ls_R_factor_all          0.0892
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.049
_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)+(0.0631P)²+0.4113P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1615
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 F3-F1 \\sim F3-F2 \\sim F3A-F2A \\sim F1-F2 \\sim F1A-F2A
 with sigma of 0.04
 C12-F3 \\sim C12-F3A \\sim C12-F1 \\sim C12-F1A \\sim C12-F2A \\sim C12-F2
\\sim C12-C9
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F3) = Uanis(F3A)
Uanis(F2) = Uanis(F2A)
Uanis(F1) = Uanis(F1A)
4. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C7(H7), C8(H8), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16),
 C17(H17), C18(H18), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26),
  C27(H27), C28(H28), C29(H29)
;
_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
N1 N 0.3542(2) 0.7183(2) 0.72037(10) 0.0544(6) Uani 1 1 d . . . . .
N2 N 0.1444(3) 0.7158(2) 0.88310(11) 0.0646(7) Uani 1 1 d . . . . .
C1 C 0.4738(3) 0.6623(3) 0.74586(13) 0.0560(7) Uani 1 1 d . . . . .
H1 H 0.5473 0.6314 0.7251 0.067 Uiso 1 1 calc R . . . .
C2 C 0.4682(3) 0.6589(2) 0.80650(12) 0.0490(6) Uani 1 1 d . . . . .
C3 C 0.3357(3) 0.7151(2) 0.81860(11) 0.0482(6) Uani 1 1 d . . . . .
C4 C 0.2685(3) 0.7502(2) 0.76489(12) 0.0513(6) Uani 1 1 d . . . . .
C5 C 0.1252(3) 0.8046(3) 0.75033(13) 0.0540(6) Uani 1 1 d . . . . .
H5A H 0.1342 0.8742 0.7238 0.065 Uiso 1 1 calc R . . . .
H5B H 0.0893 0.8354 0.7868 0.065 Uiso 1 1 calc R . . . .
C6 C 0.0187(3) 0.7147(2) 0.72124(11) 0.0480(6) Uani 1 1 d . . . . .
C7 C -0.0987(3) 0.7575(3) 0.68746(13) 0.0575(7) Uani 1 1 d . . . . .
H7 H -0.1124 0.8420 0.6832 0.069 Uiso 1 1 calc R . . . .
C8 C -0.1958(3) 0.6779(3) 0.65992(13) 0.0599(7) Uani 1 1 d . . . . .
H8 H -0.2739 0.7089 0.6373 0.072 Uiso 1 1 calc R . . . .
C9 C -0.1777(3) 0.5518(2) 0.66578(12) 0.0538(6) Uani 1 1 d D . . . .
C10 C -0.0620(3) 0.5073(3) 0.69994(14) 0.0655(8) Uani 1 1 d . . . . .
H10 H -0.0491 0.4227 0.7044 0.079 Uiso 1 1 calc R . . . .
C11 C 0.0350(3) 0.5882(3) 0.72769(14) 0.0631(8) Uani 1 1 d . . . . .
H11 H 0.1121 0.5572 0.7510 0.076 Uiso 1 1 calc R . . . .
C12 C -0.2783(3) 0.4644(3) 0.63590(15) 0.0661(8) Uani 1 1 d D . . . .
C13 C 0.5753(3) 0.5990(2) 0.84765(12) 0.0488(6) Uani 1 1 d . . . . .
C14 C 0.7175(3) 0.6001(3) 0.83494(13) 0.0582(7) Uani 1 1 d . . . . .
H14 H 0.7443 0.6428 0.8017 0.070 Uiso 1 1 calc R . . . .
C15 C 0.8185(3) 0.5384(3) 0.87105(15) 0.0681(8) Uani 1 1 d . . . . .
H15 H 0.9125 0.5396 0.8619 0.082 Uiso 1 1 calc R . . . .
C16 C 0.7806(3) 0.4753(3) 0.92044(14) 0.0693(8) Uani 1 1 d . . . . .
H16 H 0.8487 0.4339 0.9447 0.083 Uiso 1 1 calc R . . . .
C17 C 0.6414(3) 0.4738(3) 0.93372(13) 0.0656(8) Uani 1 1 d . . . . .
H17 H 0.6158 0.4317 0.9673 0.079 Uiso 1 1 calc R . . . .
C18 C 0.5388(3) 0.5345(3) 0.89756(12) 0.0559(7) Uani 1 1 d . . . . .
H18 H 0.4449 0.5319 0.9068 0.067 Uiso 1 1 calc R . . . .
C19 C 0.2815(3) 0.7410(2) 0.87732(12) 0.0497(6) Uani 1 1 d . . . . .
C20 C 0.3671(3) 0.7920(3) 0.92339(13) 0.0627(7) Uani 1 1 d . . . . .
H20 H 0.4621 0.8074 0.9187 0.075 Uiso 1 1 calc R . . . .
C21 C 0.3100(4) 0.8197(3) 0.97643(14) 0.0765(9) Uani 1 1 d . . . . .
H21 H 0.3660 0.8532 1.0081 0.092 Uiso 1 1 calc R . . . .
C22 C 0.1693(4) 0.7970(3) 0.98169(15) 0.0786(10) Uani 1 1 d . . . . .
H22 H 0.1274 0.8162 1.0166 0.094 Uiso 1 1 calc R . . . .
C23 C 0.0930(4) 0.7459(3) 0.93467(15) 0.0761(9) Uani 1 1 d . . . . .
H23 H -0.0023 0.7307 0.9387 0.091 Uiso 1 1 calc R . . . .
C24 C 0.3250(3) 0.7372(3) 0.65716(12) 0.0550(7) Uani 1 1 d . . . . .
C25 C 0.3311(4) 0.8538(3) 0.63378(14) 0.0661(8) Uani 1 1 d . . . . .
H25 H 0.3528 0.9208 0.6587 0.079 Uiso 1 1 calc R . . . .
C26 C 0.3047(4) 0.8712(3) 0.57303(14) 0.0742(9) Uani 1 1 d . . . . .
H26 H 0.3089 0.9502 0.5572 0.089 Uiso 1 1 calc R . . . .
C27 C 0.2726(4) 0.7741(3) 0.53620(14) 0.0748(9) Uani 1 1 d . . . . .
H27 H 0.2543 0.7864 0.4954 0.090 Uiso 1 1 calc R . . . .
C28 C 0.2677(5) 0.6580(4) 0.55988(16) 0.0948(13) Uani 1 1 d . . . . .
H28 H 0.2464 0.5911 0.5349 0.114 Uiso 1 1 calc R . . . .
C29 C 0.2940(5) 0.6393(3) 0.62059(15) 0.0838(11) Uani 1 1 d . . . . .
H29 H 0.2904 0.5602 0.6363 0.101 Uiso 1 1 calc R . . . .
F1 F -0.3344(4) 0.3875(3) 0.67362(13) 0.1134(11) Uani 0.912(4) 1 d D . P A 1
F2 F -0.3910(3) 0.5184(2) 0.60744(16) 0.1126(11) Uani 0.912(4) 1 d D . P A 1
F3 F -0.2232(3) 0.3935(3) 0.59619(16) 0.1215(13) Uani 0.912(4) 1 d D . P A 1
F1A F -0.404(2) 0.457(3) 0.6581(14) 0.1134(11) Uani 0.088(4) 1 d D . P A 2
F2A F -0.306(3) 0.491(3) 0.5782(7) 0.1126(11) Uani 0.088(4) 1 d D . P A 2
F3A F -0.230(3) 0.3506(16) 0.6396(14) 0.1215(13) Uani 0.088(4) 1 d D . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.374(3) . ?
N1 C4 1.379(3) . ?
N1 C24 1.442(3) . ?
N2 C19 1.344(3) . ?
N2 C23 1.331(4) . ?
C1 H1 0.9300 . ?
C1 C2 1.368(4) . ?
C2 C3 1.440(4) . ?
C2 C13 1.473(4) . ?
C3 C4 1.376(4) . ?
C3 C19 1.479(4) . ?
C4 C5 1.495(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.517(4) . ?
C6 C7 1.380(4) . ?
C6 C11 1.388(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.376(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.384(4) . ?
C9 C10 1.379(4) . ?
C9 C12 1.471(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.386(4) . ?
C11 H11 0.9300 . ?
C12 F1 1.329(4) . ?
C12 F2 1.339(4) . ?
C12 F3 1.316(4) . ?
C12 F1A 1.332(14) . ?
C12 F2A 1.335(14) . ?
C12 F3A 1.316(14) . ?
C13 C14 1.399(4) . ?
C13 C18 1.388(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.381(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.375(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.375(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.387(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.383(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.379(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.370(5) . ?
C22 H22 0.9300 . ?
C22 C23 1.354(5) . ?
C23 H23 0.9300 . ?
C24 C25 1.373(4) . ?
C24 C29 1.361(4) . ?
C25 H25 0.9300 . ?
C25 C26 1.383(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.360(5) . ?
C27 H27 0.9300 . ?
C27 C28 1.369(5) . ?
C28 H28 0.9300 . ?
C28 C29 1.384(5) . ?
C29 H29 0.9300 . ?

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
C1 N1 C4 108.7(2) . . ?
C1 N1 C24 124.4(2) . . ?
C4 N1 C24 126.8(2) . . ?
C23 N2 C19 117.0(3) . . ?
N1 C1 H1 125.2 . . ?
C2 C1 N1 109.6(2) . . ?
C2 C1 H1 125.2 . . ?
C1 C2 C3 106.0(2) . . ?
C1 C2 C13 124.1(2) . . ?
C3 C2 C13 129.7(2) . . ?
C2 C3 C19 128.0(2) . . ?
C4 C3 C2 107.8(2) . . ?
C4 C3 C19 124.1(2) . . ?
N1 C4 C5 121.0(2) . . ?
C3 C4 N1 107.9(2) . . ?
C3 C4 C5 130.9(2) . . ?
C4 C5 H5A 108.8 . . ?
C4 C5 H5B 108.8 . . ?
C4 C5 C6 114.0(2) . . ?
H5A C5 H5B 107.7 . . ?
C6 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
C7 C6 C5 120.3(2) . . ?
C7 C6 C11 118.0(3) . . ?
C11 C6 C5 121.7(2) . . ?
C6 C7 H7 119.3 . . ?
C8 C7 C6 121.5(3) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.2(3) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C12 121.5(3) . . ?
C10 C9 C8 119.2(3) . . ?
C10 C9 C12 119.4(3) . . ?
C9 C10 H10 119.9 . . ?
C9 C10 C11 120.2(3) . . ?
C11 C10 H10 119.9 . . ?
C6 C11 H11 119.5 . . ?
C10 C11 C6 120.9(3) . . ?
C10 C11 H11 119.5 . . ?
F1 C12 C9 113.0(3) . . ?
F1 C12 F2 103.7(3) . . ?
F2 C12 C9 113.8(3) . . ?
F3 C12 C9 114.2(3) . . ?
F3 C12 F1 105.2(3) . . ?
F3 C12 F2 106.0(3) . . ?
F1A C12 C9 115.9(13) . . ?
F1A C12 F2A 105.0(15) . . ?
F2A C12 C9 112.5(12) . . ?
F3A C12 C9 111.6(13) . . ?
F3A C12 F1A 104(2) . . ?
F3A C12 F2A 107.6(15) . . ?
C14 C13 C2 119.9(2) . . ?
C18 C13 C2 121.9(2) . . ?
C18 C13 C14 118.1(3) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 C13 120.9(3) . . ?
C15 C14 H14 119.6 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.3(3) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.2 . . ?
C17 C16 C15 119.6(3) . . ?
C17 C16 H16 120.2 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.7(3) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.4(3) . . ?
C17 C18 H18 119.8 . . ?
N2 C19 C3 116.8(2) . . ?
N2 C19 C20 121.8(3) . . ?
C20 C19 C3 121.4(3) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 C19 119.2(3) . . ?
C21 C20 H20 120.4 . . ?
C20 C21 H21 120.6 . . ?
C22 C21 C20 118.9(3) . . ?
C22 C21 H21 120.6 . . ?
C21 C22 H22 120.9 . . ?
C23 C22 C21 118.3(3) . . ?
C23 C22 H22 120.9 . . ?
N2 C23 C22 124.8(3) . . ?
N2 C23 H23 117.6 . . ?
C22 C23 H23 117.6 . . ?
C25 C24 N1 119.9(3) . . ?
C29 C24 N1 120.1(3) . . ?
C29 C24 C25 120.1(3) . . ?
C24 C25 H25 120.2 . . ?
C24 C25 C26 119.6(3) . . ?
C26 C25 H25 120.2 . . ?
C25 C26 H26 119.6 . . ?
C27 C26 C25 120.8(3) . . ?
C27 C26 H26 119.6 . . ?
C26 C27 H27 120.4 . . ?
C26 C27 C28 119.2(3) . . ?
C28 C27 H27 120.4 . . ?
C27 C28 H28 119.7 . . ?
C27 C28 C29 120.6(3) . . ?
C29 C28 H28 119.7 . . ?
C24 C29 C28 119.7(3) . . ?
C24 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?

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
N1 C1 C2 C3 0.8(3) . . . . ?
N1 C1 C2 C13 176.4(2) . . . . ?
N1 C4 C5 C6 69.5(3) . . . . ?
N1 C24 C25 C26 179.2(3) . . . . ?
N1 C24 C29 C28 -179.3(4) . . . . ?
N2 C19 C20 C21 -1.1(5) . . . . ?
C1 N1 C4 C3 0.6(3) . . . . ?
C1 N1 C4 C5 -175.4(2) . . . . ?
C1 N1 C24 C25 -108.6(3) . . . . ?
C1 N1 C24 C29 70.3(4) . . . . ?
C1 C2 C3 C4 -0.4(3) . . . . ?
C1 C2 C3 C19 -176.1(3) . . . . ?
C1 C2 C13 C14 34.3(4) . . . . ?
C1 C2 C13 C18 -141.8(3) . . . . ?
C2 C3 C4 N1 -0.1(3) . . . . ?
C2 C3 C4 C5 175.4(3) . . . . ?
C2 C3 C19 N2 -137.5(3) . . . . ?
C2 C3 C19 C20 44.2(4) . . . . ?
C2 C13 C14 C15 -176.2(3) . . . . ?
C2 C13 C18 C17 176.7(3) . . . . ?
C3 C2 C13 C14 -151.2(3) . . . . ?
C3 C2 C13 C18 32.7(4) . . . . ?
C3 C4 C5 C6 -105.4(3) . . . . ?
C3 C19 C20 C21 177.1(3) . . . . ?
C4 N1 C1 C2 -0.9(3) . . . . ?
C4 N1 C24 C25 72.5(4) . . . . ?
C4 N1 C24 C29 -108.6(4) . . . . ?
C4 C3 C19 N2 47.5(4) . . . . ?
C4 C3 C19 C20 -130.8(3) . . . . ?
C4 C5 C6 C7 -157.9(3) . . . . ?
C4 C5 C6 C11 22.4(4) . . . . ?
C5 C6 C7 C8 179.1(3) . . . . ?
C5 C6 C11 C10 -178.8(3) . . . . ?
C6 C7 C8 C9 0.2(5) . . . . ?
C7 C6 C11 C10 1.4(5) . . . . ?
C7 C8 C9 C10 0.6(4) . . . . ?
C7 C8 C9 C12 -178.8(3) . . . . ?
C8 C9 C10 C11 -0.3(5) . . . . ?
C8 C9 C12 F1 -122.8(3) . . . . ?
C8 C9 C12 F2 -4.9(5) . . . . ?
C8 C9 C12 F3 116.9(4) . . . . ?
C8 C9 C12 F1A -71.6(19) . . . . ?
C8 C9 C12 F2A 49.2(16) . . . . ?
C8 C9 C12 F3A 170.1(16) . . . . ?
C9 C10 C11 C6 -0.7(5) . . . . ?
C10 C9 C12 F1 57.8(4) . . . . ?
C10 C9 C12 F2 175.7(3) . . . . ?
C10 C9 C12 F3 -62.4(4) . . . . ?
C10 C9 C12 F1A 109.0(18) . . . . ?
C10 C9 C12 F2A -130.2(16) . . . . ?
C10 C9 C12 F3A -9.2(17) . . . . ?
C11 C6 C7 C8 -1.2(4) . . . . ?
C12 C9 C10 C11 179.0(3) . . . . ?
C13 C2 C3 C4 -175.7(3) . . . . ?
C13 C2 C3 C19 8.6(5) . . . . ?
C13 C14 C15 C16 -0.3(5) . . . . ?
C14 C13 C18 C17 0.5(4) . . . . ?
C14 C15 C16 C17 0.0(5) . . . . ?
C15 C16 C17 C18 0.5(5) . . . . ?
C16 C17 C18 C13 -0.8(5) . . . . ?
C18 C13 C14 C15 0.1(4) . . . . ?
C19 N2 C23 C22 -1.6(5) . . . . ?
C19 C3 C4 N1 175.8(2) . . . . ?
C19 C3 C4 C5 -8.7(5) . . . . ?
C19 C20 C21 C22 -0.7(5) . . . . ?
C20 C21 C22 C23 1.3(5) . . . . ?
C21 C22 C23 N2 -0.1(6) . . . . ?
C23 N2 C19 C3 -176.1(3) . . . . ?
C23 N2 C19 C20 2.2(4) . . . . ?
C24 N1 C1 C2 -179.9(3) . . . . ?
C24 N1 C4 C3 179.6(3) . . . . ?
C24 N1 C4 C5 3.6(4) . . . . ?
C24 C25 C26 C27 0.1(5) . . . . ?
C25 C24 C29 C28 -0.4(6) . . . . ?
C25 C26 C27 C28 -0.5(6) . . . . ?
C26 C27 C28 C29 0.4(7) . . . . ?
C27 C28 C29 C24 0.0(7) . . . . ?
C29 C24 C25 C26 0.3(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 1.205
_oxdiff_exptl_absorpt_empirical_full_min 0.887
