# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

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

data_yyl-251_1025_auto
_audit_block_doi                 10.5517/ccdc.csd.cc2lc3rv
_database_code_depnum_ccdc_archive 'CCDC 2393967'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/acs.joc.4c02349 2024
loop_
_audit_author_name
_audit_author_address
Lvyuyu
;Northwest Normal University
China
;
_audit_update_record             
;
2024-10-25 deposited with the CCDC.	2025-10-06 downloaded from the CCDC.
;
_audit_creation_date             2024-10-25
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H15 F3 N2'
_chemical_formula_sum            'C19 H15 F3 N2'
_chemical_formula_weight         328.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      tetragonal
_space_group_IT_number           88
_space_group_name_H-M_alt        'I 41/a'
_space_group_name_Hall           '-I 4ad'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+3/4, x+1/4, z+1/4'
'y+3/4, -x+3/4, z+3/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+5/4, x+3/4, z+3/4'
'y+5/4, -x+5/4, z+5/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-3/4, -x-1/4, -z-1/4'
'-y-3/4, x-3/4, -z-3/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y-1/4, -x+1/4, -z+1/4'
'-y-1/4, x-1/4, -z-1/4'

_cell_length_a                   15.59700(10)
_cell_length_b                   15.59700(10)
_cell_length_c                   26.0546(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6338.21(11)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    16734
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      77.0670
_cell_measurement_theta_min      3.2860
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.898
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.93a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.376
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2720
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            27722
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.266
_diffrn_reflns_theta_min         3.302
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(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 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     39.00  64.00   0.50    0.16    --  111.16 -61.00-120.00   50
  2  ω     39.00  64.00   0.50    0.16    --  111.16 -61.00 -60.00   50
  3  ω     52.00  94.00   0.50    0.16    --  111.16 -77.00 -30.00   84
  4  ω     39.00  65.00   0.50    0.16    --  111.16 -61.00   0.00   52
  5  ω     42.00  67.00   0.50    0.16    --  111.16 -61.00 120.00   50
  6  ω    100.00 174.00   0.50    0.16    --  111.16  37.00 -57.00  148
  7  ω   -117.00 -26.00   0.50    0.16    --  -44.63 -37.00 146.00  182
  8  ω    -83.00 -49.00   0.50    0.16    -- -100.00 105.00 154.00   68
  9  ω    -90.00 -44.00   0.50    0.16    -- -100.00 125.00  30.00   92
 10  ω    -52.00 -26.00   0.50    0.16    -- -100.00  45.00 -30.00   52
 11  ω    -54.00 -25.00   0.50    0.16    -- -100.00  45.00   0.00   58
 12  ω    -54.00 -29.00   0.50    0.16    -- -100.00  45.00  30.00   50
 13  ω    -95.00 -64.00   0.50    0.16    --  -44.63-179.00 -60.00   62
 14  ω    -38.00  -6.00   0.50    0.16    --  -44.63 105.00 154.00   64
 15  ω    -67.00 -42.00   0.50    0.16    --  -44.63 105.00 154.00   50
 16  ω    -54.00 -28.00   0.50    0.16    --  -44.63 -57.00   0.00   52
 17  ω    -57.00 -25.00   0.50    0.16    --  -44.63 -37.00   0.00   64
 18  ω   -108.00 -25.00   0.50    0.16    --  -44.63 -57.00  90.00  166
 19  ω   -134.00 -77.00   0.50    0.16    -- -100.00 -67.00  30.68  114
 20  ω   -169.00-125.00   0.50    0.16    -- -100.00 -49.00  27.44   88
 21  ω   -120.00 -76.00   0.50    0.16    -- -100.00 -71.00  43.32   88
 22  ω    -98.00 -73.00   0.50    0.16    -- -100.00 -76.00  72.23   50
 23  ω   -114.00 -80.00   0.50    0.16    -- -100.00 -45.00  30.00   68
 24  ω    -73.00 -40.00   0.50    0.16    -- -100.00  61.00  60.00   66
 25  ω    -98.00 -73.00   0.50    0.16    -- -100.00 -77.00  60.00   50
 26  ω   -119.00 -82.00   0.50    0.16    -- -100.00 -46.00  43.38   74
 27  ω   -105.00 -80.00   0.50    0.16    -- -100.00 -43.00  44.31   50
 28  ω   -168.00-142.00   0.50    0.16    -- -100.00-125.00 -60.00   52
 29  ω   -107.00 -82.00   0.50    0.16    -- -100.00-125.00 -60.00   50
 30  ω    -98.00 -73.00   0.50    0.16    -- -100.00 -76.00  67.05   50
 31  ω   -161.00-135.00   0.50    0.16    -- -100.00 -76.00  72.23   52
 32  ω   -100.00 -75.00   0.50    0.16    -- -100.00 -74.00  50.07   50
 33  ω   -116.00 -79.00   0.50    0.16    -- -100.00 -48.00  54.51   74
 34  ω     39.00  64.00   0.50    0.16    --  111.16 -61.00-150.00   50
 35  ω     98.00 174.00   0.50    0.16    --  111.16  45.00 -30.00  152
 36  ω    119.00 166.00   0.50    0.16    --  111.16  92.00  64.00   94
 37  ω     48.00  73.00   0.50    0.16    --  111.16 -92.00 -48.00   50
 38  ω     39.00  65.00   0.50    0.16    --  111.16 -61.00-180.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0899681000
_diffrn_orient_matrix_UB_12      0.0236004000
_diffrn_orient_matrix_UB_13      0.0199027000
_diffrn_orient_matrix_UB_21      -0.0122557000
_diffrn_orient_matrix_UB_22      -0.0924772000
_diffrn_orient_matrix_UB_23      0.0194770000
_diffrn_orient_matrix_UB_31      0.0389154000
_diffrn_orient_matrix_UB_32      0.0254584000
_diffrn_orient_matrix_UB_33      0.0521466000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2901
_reflns_number_total             3265
_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 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.93a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3265
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0402
_refine_ls_restrained_S_all      1.246
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0443P)²+4.7425P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0973
_refine_ls_wR_factor_ref         0.1007
_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. Uiso/Uaniso restraints and constraints
Uanis(F3B) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F1B) \\sim Ueq, Uanis(F2)
\\sim Ueq, Uanis(F2B) \\sim Ueq, Uanis(F3) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.005
3. Others
 Fixed Sof: F1(0.7) F1B(0.3) F2(0.7) F2B(0.3) F3(0.7) F3B(0.3)
4.a Ternary CH refined with riding coordinates:
 C6(H6)
4.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
4.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C9(H9), C12(H12), C13(H13), C14(H14), C15(H15), C17(H17),
 C19(H19)
4.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C)
;
_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
F1 F 0.49812(12) 0.36781(13) 0.47879(11) 0.0800(6) Uani 0.7 1 d . U P A 1
F1B F 0.5492(4) 0.3325(3) 0.45606(14) 0.0678(11) Uani 0.3 1 d . U P A 2
F2 F 0.61043(13) 0.29334(11) 0.48302(11) 0.0800(6) Uani 0.7 1 d . U P A 1
F2B F 0.6013(3) 0.2975(3) 0.5254(2) 0.0666(11) Uani 0.3 1 d . U P A 2
F3 F 0.55232(17) 0.33508(15) 0.55039(6) 0.0794(6) Uani 0.7 1 d . U P A 1
F3B F 0.4977(3) 0.3806(3) 0.5243(2) 0.0745(12) Uani 0.3 1 d . U P A 2
N1 N 0.69308(7) 0.40793(7) 0.62856(4) 0.0293(2) Uani 1 1 d . . . . .
N2 N 0.62763(8) 0.48367(8) 0.46061(4) 0.0365(3) Uani 1 1 d . . . . .
C1 C 0.80438(8) 0.58257(7) 0.53909(5) 0.0246(3) Uani 1 1 d . . . . .
C2 C 0.86117(9) 0.25962(9) 0.57783(6) 0.0354(3) Uani 1 1 d . . . . .
H2 H 0.896987 0.213090 0.587531 0.043 Uiso 1 1 calc R U . . .
C3 C 0.57025(9) 0.35992(9) 0.50277(5) 0.0353(3) Uani 1 1 d . . . . .
C4 C 0.75798(8) 0.39392(8) 0.54802(5) 0.0245(3) Uani 1 1 d . . . . .
C5 C 0.81601(9) 0.62626(9) 0.58513(5) 0.0323(3) Uani 1 1 d . . . . .
H5 H 0.767858 0.638061 0.606309 0.039 Uiso 1 1 calc R U . . .
C6 C 0.71533(8) 0.55376(8) 0.52440(5) 0.0267(3) Uani 1 1 d . . . . .
H6 H 0.674415 0.594985 0.540649 0.032 Uiso 1 1 calc R U . . .
C7 C 0.69323(9) 0.55082(9) 0.46686(5) 0.0361(3) Uani 1 1 d . . . . .
H7A H 0.670722 0.606951 0.455325 0.043 Uiso 1 1 calc R U . . .
H7B H 0.744854 0.536853 0.446401 0.043 Uiso 1 1 calc R U . . .
C8 C 0.75547(8) 0.36357(8) 0.59836(5) 0.0265(3) Uani 1 1 d . . . . .
C9 C 0.89683(10) 0.65283(9) 0.60054(6) 0.0392(3) Uani 1 1 d . . . . .
H9 H 0.903660 0.682398 0.632156 0.047 Uiso 1 1 calc R U . . .
C10 C 0.68948(8) 0.46192(8) 0.54351(5) 0.0249(3) Uani 1 1 d . . . . .
C11 C 0.58424(9) 0.51850(10) 0.61632(5) 0.0355(3) Uani 1 1 d . . . . .
H11A H 0.563842 0.499310 0.649990 0.053 Uiso 1 1 calc R U . . .
H11B H 0.536901 0.516476 0.591620 0.053 Uiso 1 1 calc R U . . .
H11C H 0.605634 0.577412 0.618991 0.053 Uiso 1 1 calc R U . . .
C12 C 0.81228(8) 0.35780(8) 0.51212(5) 0.0282(3) Uani 1 1 d . . . . .
H12 H 0.814111 0.378512 0.477852 0.034 Uiso 1 1 calc R U . . .
C13 C 0.86429(9) 0.29001(8) 0.52781(5) 0.0331(3) Uani 1 1 d . . . . .
H13 H 0.902414 0.264243 0.503914 0.040 Uiso 1 1 calc R U . . .
C14 C 0.87593(8) 0.56634(8) 0.50882(5) 0.0304(3) Uani 1 1 d . . . . .
H14 H 0.869529 0.536362 0.477310 0.036 Uiso 1 1 calc R U . . .
C15 C 0.96743(9) 0.63649(9) 0.57011(6) 0.0373(3) Uani 1 1 d . . . . .
H15 H 1.022873 0.654577 0.580631 0.045 Uiso 1 1 calc R U . . .
C16 C 0.65476(8) 0.46116(8) 0.59861(5) 0.0272(3) Uani 1 1 d . . . . .
C17 C 0.95657(9) 0.59353(9) 0.52420(6) 0.0362(3) Uani 1 1 d . . . . .
H17 H 1.004832 0.582507 0.502956 0.043 Uiso 1 1 calc R U . . .
C18 C 0.62641(8) 0.43869(9) 0.50097(5) 0.0294(3) Uani 1 1 d . . . . .
C19 C 0.80666(9) 0.29590(9) 0.61405(5) 0.0326(3) Uani 1 1 d . . . . .
H19 H 0.804605 0.275053 0.648286 0.039 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
F1 C3 1.293(2) . ?
F1B C3 1.331(4) . ?
F2 C3 1.318(2) . ?
F2B C3 1.236(4) . ?
F3 C3 1.330(2) . ?
F3B C3 1.303(4) . ?
N1 C8 1.4299(16) . ?
N1 C16 1.2865(17) . ?
N2 C7 1.4732(18) . ?
N2 C18 1.2641(17) . ?
C1 C5 1.3915(18) . ?
C1 C6 1.5091(17) . ?
C1 C14 1.3898(18) . ?
C2 H2 0.9500 . ?
C2 C13 1.388(2) . ?
C2 C19 1.390(2) . ?
C3 C18 1.5096(19) . ?
C4 C8 1.3950(17) . ?
C4 C10 1.5101(17) . ?
C4 C12 1.3819(17) . ?
C5 H5 0.9500 . ?
C5 C9 1.386(2) . ?
C6 H6 1.0000 . ?
C6 C7 1.5389(18) . ?
C6 C10 1.5691(17) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C19 1.3850(18) . ?
C9 H9 0.9500 . ?
C9 C15 1.381(2) . ?
C10 C16 1.5346(17) . ?
C10 C18 1.5255(17) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C11 C16 1.4907(18) . ?
C12 H12 0.9500 . ?
C12 C13 1.3940(19) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C14 C17 1.3865(19) . ?
C15 H15 0.9500 . ?
C15 C17 1.382(2) . ?
C17 H17 0.9500 . ?
C19 H19 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
C16 N1 C8 107.15(10) . . ?
C18 N2 C7 108.24(11) . . ?
C5 C1 C6 118.97(11) . . ?
C14 C1 C5 118.28(12) . . ?
C14 C1 C6 122.74(11) . . ?
C13 C2 H2 119.3 . . ?
C13 C2 C19 121.32(12) . . ?
C19 C2 H2 119.3 . . ?
F1 C3 F2 107.47(19) . . ?
F1 C3 F3 107.20(19) . . ?
F1 C3 C18 114.37(13) . . ?
F1B C3 C18 112.12(19) . . ?
F2 C3 F3 103.58(19) . . ?
F2 C3 C18 110.68(13) . . ?
F2B C3 F1B 106.2(4) . . ?
F2B C3 F3B 109.3(4) . . ?
F2B C3 C18 115.35(19) . . ?
F3 C3 C18 112.84(12) . . ?
F3B C3 F1B 105.0(4) . . ?
F3B C3 C18 108.4(2) . . ?
C8 C4 C10 106.97(10) . . ?
C12 C4 C8 121.02(12) . . ?
C12 C4 C10 131.85(11) . . ?
C1 C5 H5 119.5 . . ?
C9 C5 C1 120.97(13) . . ?
C9 C5 H5 119.5 . . ?
C1 C6 H6 106.8 . . ?
C1 C6 C7 117.53(11) . . ?
C1 C6 C10 115.33(10) . . ?
C7 C6 H6 106.8 . . ?
C7 C6 C10 102.96(10) . . ?
C10 C6 H6 106.8 . . ?
N2 C7 C6 106.53(10) . . ?
N2 C7 H7A 110.4 . . ?
N2 C7 H7B 110.4 . . ?
C6 C7 H7A 110.4 . . ?
C6 C7 H7B 110.4 . . ?
H7A C7 H7B 108.6 . . ?
C4 C8 N1 111.85(11) . . ?
C19 C8 N1 126.78(12) . . ?
C19 C8 C4 121.32(12) . . ?
C5 C9 H9 119.9 . . ?
C15 C9 C5 120.24(13) . . ?
C15 C9 H9 119.9 . . ?
C4 C10 C6 118.95(10) . . ?
C4 C10 C16 99.86(9) . . ?
C4 C10 C18 110.24(10) . . ?
C16 C10 C6 113.24(10) . . ?
C18 C10 C6 98.75(9) . . ?
C18 C10 C16 116.77(10) . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C16 C11 H11A 109.5 . . ?
C16 C11 H11B 109.5 . . ?
C16 C11 H11C 109.5 . . ?
C4 C12 H12 121.1 . . ?
C4 C12 C13 117.87(12) . . ?
C13 C12 H12 121.1 . . ?
C2 C13 C12 120.93(12) . . ?
C2 C13 H13 119.5 . . ?
C12 C13 H13 119.5 . . ?
C1 C14 H14 119.7 . . ?
C17 C14 C1 120.58(13) . . ?
C17 C14 H14 119.7 . . ?
C9 C15 H15 120.4 . . ?
C9 C15 C17 119.28(13) . . ?
C17 C15 H15 120.4 . . ?
N1 C16 C10 114.11(11) . . ?
N1 C16 C11 122.84(12) . . ?
C11 C16 C10 123.04(11) . . ?
C14 C17 H17 119.7 . . ?
C15 C17 C14 120.65(13) . . ?
C15 C17 H17 119.7 . . ?
N2 C18 C3 119.09(12) . . ?
N2 C18 C10 117.56(12) . . ?
C3 C18 C10 123.02(11) . . ?
C2 C19 H19 121.2 . . ?
C8 C19 C2 117.54(12) . . ?
C8 C19 H19 121.2 . . ?

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 C3 C18 N2 -36.2(2) . . . . ?
F1 C3 C18 C10 150.5(2) . . . . ?
F1B C3 C18 N2 19.9(4) . . . . ?
F1B C3 C18 C10 -153.4(3) . . . . ?
F2 C3 C18 N2 85.3(2) . . . . ?
F2 C3 C18 C10 -87.9(2) . . . . ?
F2B C3 C18 N2 141.6(4) . . . . ?
F2B C3 C18 C10 -31.6(4) . . . . ?
F3 C3 C18 N2 -159.1(2) . . . . ?
F3 C3 C18 C10 27.6(2) . . . . ?
F3B C3 C18 N2 -95.5(4) . . . . ?
F3B C3 C18 C10 91.2(4) . . . . ?
N1 C8 C19 C2 177.59(12) . . . . ?
C1 C5 C9 C15 0.2(2) . . . . ?
C1 C6 C7 N2 151.54(11) . . . . ?
C1 C6 C10 C4 -32.25(16) . . . . ?
C1 C6 C10 C16 84.54(13) . . . . ?
C1 C6 C10 C18 -151.27(11) . . . . ?
C1 C14 C17 C15 0.6(2) . . . . ?
C4 C8 C19 C2 0.43(19) . . . . ?
C4 C10 C16 N1 0.88(13) . . . . ?
C4 C10 C16 C11 179.47(12) . . . . ?
C4 C10 C18 N2 -109.96(14) . . . . ?
C4 C10 C18 C3 63.42(15) . . . . ?
C4 C12 C13 C2 0.32(19) . . . . ?
C5 C1 C6 C7 148.24(12) . . . . ?
C5 C1 C6 C10 -89.99(14) . . . . ?
C5 C1 C14 C17 -0.30(19) . . . . ?
C5 C9 C15 C17 0.1(2) . . . . ?
C6 C1 C5 C9 179.05(12) . . . . ?
C6 C1 C14 C17 -179.45(12) . . . . ?
C6 C10 C16 N1 -126.67(12) . . . . ?
C6 C10 C16 C11 51.92(16) . . . . ?
C6 C10 C18 N2 15.40(15) . . . . ?
C6 C10 C18 C3 -171.22(12) . . . . ?
C7 N2 C18 C3 -174.40(12) . . . . ?
C7 N2 C18 C10 -0.75(17) . . . . ?
C7 C6 C10 C4 97.07(12) . . . . ?
C7 C6 C10 C16 -146.15(11) . . . . ?
C7 C6 C10 C18 -21.95(12) . . . . ?
C8 N1 C16 C10 -2.20(14) . . . . ?
C8 N1 C16 C11 179.21(12) . . . . ?
C8 C4 C10 C6 124.49(11) . . . . ?
C8 C4 C10 C16 0.86(12) . . . . ?
C8 C4 C10 C18 -122.60(11) . . . . ?
C8 C4 C12 C13 0.13(18) . . . . ?
C9 C15 C17 C14 -0.5(2) . . . . ?
C10 C4 C8 N1 -2.22(13) . . . . ?
C10 C4 C8 C19 175.33(11) . . . . ?
C10 C4 C12 C13 -174.54(12) . . . . ?
C10 C6 C7 N2 23.59(14) . . . . ?
C12 C4 C8 N1 -178.07(11) . . . . ?
C12 C4 C8 C19 -0.52(19) . . . . ?
C12 C4 C10 C6 -60.28(18) . . . . ?
C12 C4 C10 C16 176.08(13) . . . . ?
C12 C4 C10 C18 52.63(17) . . . . ?
C13 C2 C19 C8 0.0(2) . . . . ?
C14 C1 C5 C9 -0.14(19) . . . . ?
C14 C1 C6 C7 -32.61(17) . . . . ?
C14 C1 C6 C10 89.16(14) . . . . ?
C16 N1 C8 C4 2.81(14) . . . . ?
C16 N1 C8 C19 -174.58(13) . . . . ?
C16 C10 C18 N2 137.06(13) . . . . ?
C16 C10 C18 C3 -49.56(17) . . . . ?
C18 N2 C7 C6 -15.03(16) . . . . ?
C18 C10 C16 N1 119.63(12) . . . . ?
C18 C10 C16 C11 -61.78(16) . . . . ?
C19 C2 C13 C12 -0.4(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 1.496
_oxdiff_exptl_absorpt_empirical_full_min 0.718
