# Supplementary Information (SI) for RSC Advances.
# 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_1b_2
_database_code_depnum_ccdc_archive 'CCDC 2349912'
loop_
_audit_author_name
_audit_author_address
Cbd
;zunyi
China
;
_audit_update_record             
;
2024-04-21 deposited with the CCDC.	2024-11-01 downloaded from the CCDC.
;
_audit_creation_date             2023-07-28
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H12 F3 N3 O3'
_chemical_formula_sum            'C15 H12 F3 N3 O3'
_chemical_formula_weight         339.28
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S F'
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           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                   25.8074(13)
_cell_length_b                   4.65278(14)
_cell_length_c                   26.1585(13)
_cell_angle_alpha                90
_cell_angle_beta                 116.535(6)
_cell_angle_gamma                90
_cell_volume                     2810.1(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7252
_cell_measurement_temperature    99.97(15)
_cell_measurement_theta_max      73.9710
_cell_measurement_theta_min      3.7910
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.219
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.604
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            5524
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.296
_diffrn_reflns_theta_min         3.234
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.97(15)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -32.00  -6.00   0.50    0.50    --    0.00 -82.00-120.00   52
  2  ω    -23.00   5.00   0.50    0.50    --    0.00 -82.00-180.00   56
  3  ω    -88.00  21.00   0.50    0.50    --    0.00 -57.00  90.00  218
  4  ω    -13.00  12.00   0.50    0.50    --    0.00 -82.00 150.00   50
  5  ω    -23.00   8.00   0.50    0.50    --    0.00 -82.00-150.00   62
  6  ω     49.00  99.00   0.50    0.80    --   95.80 -45.00-150.00  100
  7  ω      8.00  34.00   0.50    0.80    --   95.80 -45.00-150.00   52
  8  ω     84.00 121.00   0.50    0.80    --   95.80  30.00 -30.00   74
  9  ω     19.00 125.00   0.50    0.80    --   95.80 -77.00  30.00  212
 10  ω     84.00 147.00   0.50    0.80    --   95.80  30.00   0.00  126
 11  ω     78.00 176.00   0.50    0.80    --   95.80  15.00-120.00  196
 12  ω      6.00 110.00   0.50    0.80    --   95.80 -61.00  30.00  208
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0383205000
_diffrn_orient_matrix_UB_12      -0.0741146000
_diffrn_orient_matrix_UB_13      -0.0632679000
_diffrn_orient_matrix_UB_21      0.0542809000
_diffrn_orient_matrix_UB_22      -0.0865292000
_diffrn_orient_matrix_UB_23      -0.0066725000
_diffrn_orient_matrix_UB_31      -0.0059473000
_diffrn_orient_matrix_UB_32      -0.3108719000
_diffrn_orient_matrix_UB_33      0.0169483000
_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                5101
_reflns_number_total             5524
_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.582
_refine_diff_density_rms         0.161
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     438
_refine_ls_number_reflns         5524
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1181
_refine_ls_R_factor_gt           0.1144
_refine_ls_restrained_S_all      1.108
_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)+(0.1017P)²+29.6990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3068
_refine_ls_wR_factor_ref         0.3085
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.735(7)
 0.265(7)
2. 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
3.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C29(H29A,H29B)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C17(H17), C18(H18), C19(H19), C20(H20)
3.c Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C22(H22A,H22B,H22C), C30(H30A,H30B,
 H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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 0.25245(15) 0.2353(9) 0.47683(15) 0.0239(8) Uani 1 1 d . . . . .
F2 F 0.20385(16) 0.6285(8) 0.45269(15) 0.0227(8) Uani 1 1 d . . . . .
F3 F 0.16461(15) 0.2351(9) 0.41093(14) 0.0222(8) Uani 1 1 d . . . . .
O1 O 0.05219(19) -0.2314(10) 0.49596(18) 0.0209(10) Uani 1 1 d . . . . .
O2 O 0.24491(18) 0.7935(9) 0.62517(18) 0.0189(9) Uani 1 1 d . . . . .
O3 O 0.28045(18) 0.6190(10) 0.56754(18) 0.0210(9) Uani 1 1 d . . . . .
N1 N 0.0774(2) -0.0846(12) 0.5883(2) 0.0184(11) Uani 1 1 d . . . . .
N2 N 0.1249(2) 0.1018(12) 0.5377(2) 0.0165(10) Uani 1 1 d . . . . .
N3 N 0.1346(2) 0.1101(12) 0.4910(2) 0.0177(11) Uani 1 1 d . . . . .
C1 C 0.1549(2) 0.2670(13) 0.6340(2) 0.0146(11) Uani 1 1 d . . . . .
C2 C 0.1896(3) 0.4277(14) 0.6827(2) 0.0178(12) Uani 1 1 d . . . . .
H2 H 0.217393 0.557449 0.681308 0.021 Uiso 1 1 calc R U . . .
C3 C 0.1841(3) 0.4008(15) 0.7324(3) 0.0211(13) Uani 1 1 d . . . . .
H3 H 0.208655 0.507128 0.765426 0.025 Uiso 1 1 calc R U . . .
C4 C 0.1423(3) 0.2167(14) 0.7341(3) 0.0194(13) Uani 1 1 d . . . . .
H4 H 0.137988 0.199805 0.768258 0.023 Uiso 1 1 calc R U . . .
C5 C 0.1068(3) 0.0575(14) 0.6862(3) 0.0204(13) Uani 1 1 d . . . . .
H5 H 0.078268 -0.066945 0.687593 0.024 Uiso 1 1 calc R U . . .
C6 C 0.1130(2) 0.0804(13) 0.6360(2) 0.0156(12) Uani 1 1 d . . . . .
C7 C 0.0812(2) -0.0868(14) 0.5375(3) 0.0178(12) Uani 1 1 d . . . . .
C8 C 0.1602(2) 0.2770(13) 0.5812(2) 0.0144(11) Uani 1 1 d . . . . .
C9 C 0.1959(2) 0.4108(14) 0.5605(2) 0.0161(12) Uani 1 1 d . . . . .
C10 C 0.1778(2) 0.2901(13) 0.5051(2) 0.0143(11) Uani 1 1 d . . . . .
C11 C 0.1994(3) 0.3445(15) 0.4611(3) 0.0192(13) Uani 1 1 d . . . . .
C12 C 0.2420(3) 0.6285(13) 0.5886(2) 0.0174(12) Uani 1 1 d . . . . .
C13 C 0.3250(3) 0.8387(16) 0.5887(3) 0.0223(14) Uani 1 1 d . . . . .
H13A H 0.350026 0.811693 0.630092 0.027 Uiso 1 1 calc R U . . .
H13B H 0.307213 1.031914 0.582728 0.027 Uiso 1 1 calc R U . . .
C14 C 0.3605(3) 0.8100(16) 0.5558(3) 0.0248(14) Uani 1 1 d . . . . .
H14A H 0.334996 0.826858 0.514758 0.037 Uiso 1 1 calc R U . . .
H14B H 0.379733 0.622201 0.563775 0.037 Uiso 1 1 calc R U . . .
H14C H 0.389786 0.962497 0.567576 0.037 Uiso 1 1 calc R U . . .
C15 C 0.0320(3) -0.2658(14) 0.5903(3) 0.0215(13) Uani 1 1 d . . . . .
H15A H 0.004003 -0.145056 0.596163 0.032 Uiso 1 1 calc R U . . .
H15B H 0.049411 -0.402922 0.621892 0.032 Uiso 1 1 calc R U . . .
H15C H 0.012209 -0.370796 0.554193 0.032 Uiso 1 1 calc R U . . .
F4 F 0.54981(16) 1.0794(8) 0.29417(16) 0.0235(8) Uani 1 1 d . . . . .
F5 F 0.59131(14) 0.6891(9) 0.33579(15) 0.0229(8) Uani 1 1 d . . . . .
F6 F 0.52471(15) 0.6791(9) 0.24859(15) 0.0229(8) Uani 1 1 d . . . . .
O4 O 0.5030(2) 0.2545(10) 0.44722(19) 0.0239(10) Uani 1 1 d . . . . .
O5 O 0.37730(18) 1.2727(10) 0.25364(18) 0.0209(9) Uani 1 1 d . . . . .
O6 O 0.43355(18) 1.0656(10) 0.21896(18) 0.0208(10) Uani 1 1 d . . . . .
N4 N 0.5099(2) 0.5794(12) 0.3652(2) 0.0199(11) Uani 1 1 d . . . . .
N5 N 0.4623(2) 0.5867(12) 0.3751(2) 0.0180(11) Uani 1 1 d . . . . .
N6 N 0.4111(2) 0.4224(12) 0.4232(2) 0.0202(11) Uani 1 1 d . . . . .
C16 C 0.3664(2) 0.7701(13) 0.3455(2) 0.0140(11) Uani 1 1 d . . . . .
C17 C 0.3180(3) 0.9347(15) 0.3109(3) 0.0219(13) Uani 1 1 d . . . . .
H17 H 0.319748 1.055064 0.282342 0.026 Uiso 1 1 calc R U . . .
C18 C 0.2674(3) 0.9260(16) 0.3172(3) 0.0246(14) Uani 1 1 d . . . . .
H18 H 0.234570 1.035896 0.292984 0.030 Uiso 1 1 calc R U . . .
C19 C 0.2659(3) 0.7547(15) 0.3595(3) 0.0232(14) Uani 1 1 d . . . . .
H19 H 0.231704 0.752091 0.364638 0.028 Uiso 1 1 calc R U . . .
C20 C 0.3128(3) 0.5845(16) 0.3951(3) 0.0243(14) Uani 1 1 d . . . . .
H20 H 0.310497 0.465187 0.423478 0.029 Uiso 1 1 calc R U . . .
C21 C 0.3636(3) 0.5944(13) 0.3879(3) 0.0174(12) Uani 1 1 d . . . . .
C22 C 0.4076(3) 0.2458(14) 0.4680(3) 0.0217(13) Uani 1 1 d . . . . .
H22A H 0.375705 0.108183 0.450617 0.033 Uiso 1 1 calc R U . . .
H22B H 0.400727 0.369919 0.494625 0.033 Uiso 1 1 calc R U . . .
H22C H 0.444098 0.141374 0.488745 0.033 Uiso 1 1 calc R U . . .
C23 C 0.4617(3) 0.4059(14) 0.4184(3) 0.0185(12) Uani 1 1 d . . . . .
C24 C 0.4194(3) 0.7628(13) 0.3396(2) 0.0159(12) Uani 1 1 d . . . . .
C25 C 0.4409(3) 0.8885(13) 0.3041(2) 0.0161(12) Uani 1 1 d . . . . .
C26 C 0.4959(2) 0.7566(13) 0.3220(2) 0.0151(11) Uani 1 1 d . . . . .
C27 C 0.5408(3) 0.8043(15) 0.3006(3) 0.0204(13) Uani 1 1 d . . . . .
C28 C 0.4133(3) 1.0968(14) 0.2577(3) 0.0179(12) Uani 1 1 d . . . . .
C29 C 0.4132(3) 1.2675(16) 0.1722(3) 0.0239(14) Uani 1 1 d . . . . .
H29A H 0.421856 1.467019 0.186689 0.029 Uiso 1 1 calc R U . . .
H29B H 0.370810 1.248346 0.148693 0.029 Uiso 1 1 calc R U . . .
C30 C 0.4449(3) 1.1946(16) 0.1372(3) 0.0242(14) Uani 1 1 d . . . . .
H30A H 0.486676 1.218708 0.160841 0.036 Uiso 1 1 calc R U . . .
H30B H 0.431913 1.322878 0.104101 0.036 Uiso 1 1 calc R U . . .
H30C H 0.436749 0.994879 0.124147 0.036 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 C11 1.341(7) . ?
F2 C11 1.353(8) . ?
F3 C11 1.316(7) . ?
O1 C7 1.212(8) . ?
O2 C12 1.202(8) . ?
O3 C12 1.335(7) . ?
O3 C13 1.451(8) . ?
N1 C6 1.403(8) . ?
N1 C7 1.374(8) . ?
N1 C15 1.463(7) . ?
N2 N3 1.355(7) . ?
N2 C7 1.426(8) . ?
N2 C8 1.364(8) . ?
N3 C10 1.308(8) . ?
C1 C2 1.402(8) . ?
C1 C6 1.407(8) . ?
C1 C8 1.449(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.377(9) . ?
C3 H3 0.9500 . ?
C3 C4 1.394(9) . ?
C4 H4 0.9500 . ?
C4 C5 1.391(9) . ?
C5 H5 0.9500 . ?
C5 C6 1.396(8) . ?
C8 C9 1.405(8) . ?
C9 C10 1.425(8) . ?
C9 C12 1.482(9) . ?
C10 C11 1.508(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.517(8) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
F4 C27 1.325(8) . ?
F5 C27 1.327(7) . ?
F6 C27 1.362(7) . ?
O4 C23 1.217(8) . ?
O5 C28 1.206(8) . ?
O6 C28 1.339(7) . ?
O6 C29 1.443(8) . ?
N4 N5 1.365(7) . ?
N4 C26 1.312(8) . ?
N5 C23 1.416(8) . ?
N5 C24 1.358(8) . ?
N6 C21 1.409(8) . ?
N6 C22 1.468(7) . ?
N6 C23 1.370(8) . ?
C16 C17 1.399(9) . ?
C16 C21 1.405(8) . ?
C16 C24 1.443(8) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(9) . ?
C18 H18 0.9500 . ?
C18 C19 1.378(9) . ?
C19 H19 0.9500 . ?
C19 C20 1.398(10) . ?
C20 H20 0.9500 . ?
C20 C21 1.406(8) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 C25 1.406(8) . ?
C25 C26 1.419(8) . ?
C25 C28 1.466(8) . ?
C26 C27 1.513(8) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.514(8) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

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
C12 O3 C13 115.4(5) . . ?
C6 N1 C15 120.0(5) . . ?
C7 N1 C6 124.2(5) . . ?
C7 N1 C15 115.8(5) . . ?
N3 N2 C7 118.7(5) . . ?
N3 N2 C8 114.2(5) . . ?
C8 N2 C7 127.1(5) . . ?
C10 N3 N2 104.0(5) . . ?
C2 C1 C6 119.0(5) . . ?
C2 C1 C8 123.7(5) . . ?
C6 C1 C8 117.3(5) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 C1 121.1(6) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(6) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.4(6) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.1(6) . . ?
C6 C5 H5 119.9 . . ?
N1 C6 C1 120.9(5) . . ?
C5 C6 N1 119.4(5) . . ?
C5 C6 C1 119.8(6) . . ?
O1 C7 N1 126.1(6) . . ?
O1 C7 N2 121.0(5) . . ?
N1 C7 N2 113.0(5) . . ?
N2 C8 C1 117.5(5) . . ?
N2 C8 C9 104.7(5) . . ?
C9 C8 C1 137.6(6) . . ?
C8 C9 C10 104.1(5) . . ?
C8 C9 C12 129.0(5) . . ?
C10 C9 C12 126.9(5) . . ?
N3 C10 C9 113.0(5) . . ?
N3 C10 C11 116.8(5) . . ?
C9 C10 C11 130.1(5) . . ?
F1 C11 F2 105.7(5) . . ?
F1 C11 C10 112.1(5) . . ?
F2 C11 C10 112.0(5) . . ?
F3 C11 F1 107.9(5) . . ?
F3 C11 F2 106.6(5) . . ?
F3 C11 C10 112.0(5) . . ?
O2 C12 O3 123.7(6) . . ?
O2 C12 C9 125.7(6) . . ?
O3 C12 C9 110.6(5) . . ?
O3 C13 H13A 110.2 . . ?
O3 C13 H13B 110.2 . . ?
O3 C13 C14 107.4(5) . . ?
H13A C13 H13B 108.5 . . ?
C14 C13 H13A 110.2 . . ?
C14 C13 H13B 110.2 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 H15A 109.5 . . ?
N1 C15 H15B 109.5 . . ?
N1 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C28 O6 C29 116.9(5) . . ?
C26 N4 N5 102.8(5) . . ?
N4 N5 C23 118.0(5) . . ?
C24 N5 N4 114.5(5) . . ?
C24 N5 C23 127.5(5) . . ?
C21 N6 C22 119.7(5) . . ?
C23 N6 C21 123.9(5) . . ?
C23 N6 C22 116.3(5) . . ?
C17 C16 C21 119.0(5) . . ?
C17 C16 C24 123.9(5) . . ?
C21 C16 C24 117.1(5) . . ?
C16 C17 H17 119.3 . . ?
C18 C17 C16 121.4(6) . . ?
C18 C17 H17 119.3 . . ?
C17 C18 H18 120.7 . . ?
C19 C18 C17 118.6(6) . . ?
C19 C18 H18 120.7 . . ?
C18 C19 H19 118.8 . . ?
C18 C19 C20 122.4(6) . . ?
C20 C19 H19 118.8 . . ?
C19 C20 H20 120.9 . . ?
C19 C20 C21 118.3(6) . . ?
C21 C20 H20 120.9 . . ?
C16 C21 N6 120.8(5) . . ?
C16 C21 C20 120.3(6) . . ?
C20 C21 N6 118.9(5) . . ?
N6 C22 H22A 109.5 . . ?
N6 C22 H22B 109.5 . . ?
N6 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O4 C23 N5 121.4(5) . . ?
O4 C23 N6 125.6(6) . . ?
N6 C23 N5 113.0(5) . . ?
N5 C24 C16 117.6(5) . . ?
N5 C24 C25 105.1(5) . . ?
C25 C24 C16 137.3(6) . . ?
C24 C25 C26 103.5(5) . . ?
C24 C25 C28 129.2(6) . . ?
C26 C25 C28 127.2(5) . . ?
N4 C26 C25 114.0(5) . . ?
N4 C26 C27 116.6(5) . . ?
C25 C26 C27 129.2(5) . . ?
F4 C27 F5 107.8(5) . . ?
F4 C27 F6 106.2(5) . . ?
F4 C27 C26 113.3(5) . . ?
F5 C27 F6 106.7(5) . . ?
F5 C27 C26 111.2(5) . . ?
F6 C27 C26 111.3(5) . . ?
O5 C28 O6 123.6(6) . . ?
O5 C28 C25 126.3(5) . . ?
O6 C28 C25 110.1(5) . . ?
O6 C29 H29A 110.5 . . ?
O6 C29 H29B 110.5 . . ?
O6 C29 C30 106.0(5) . . ?
H29A C29 H29B 108.7 . . ?
C30 C29 H29A 110.5 . . ?
C30 C29 H29B 110.5 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 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
N2 N3 C10 C9 -2.0(7) . . . . ?
N2 N3 C10 C11 179.6(5) . . . . ?
N2 C8 C9 C10 -1.3(6) . . . . ?
N2 C8 C9 C12 178.5(6) . . . . ?
N3 N2 C7 O1 -2.0(9) . . . . ?
N3 N2 C7 N1 177.3(5) . . . . ?
N3 N2 C8 C1 -176.3(5) . . . . ?
N3 N2 C8 C9 0.2(7) . . . . ?
N3 C10 C11 F1 -111.1(6) . . . . ?
N3 C10 C11 F2 130.2(6) . . . . ?
N3 C10 C11 F3 10.5(8) . . . . ?
C1 C2 C3 C4 -1.8(9) . . . . ?
C1 C8 C9 C10 174.0(7) . . . . ?
C1 C8 C9 C12 -6.2(12) . . . . ?
C2 C1 C6 N1 -180.0(5) . . . . ?
C2 C1 C6 C5 -0.2(9) . . . . ?
C2 C1 C8 N2 177.9(6) . . . . ?
C2 C1 C8 C9 3.0(11) . . . . ?
C2 C3 C4 C5 0.9(10) . . . . ?
C3 C4 C5 C6 0.3(9) . . . . ?
C4 C5 C6 N1 179.2(6) . . . . ?
C4 C5 C6 C1 -0.6(9) . . . . ?
C6 N1 C7 O1 178.1(6) . . . . ?
C6 N1 C7 N2 -1.2(8) . . . . ?
C6 C1 C2 C3 1.4(9) . . . . ?
C6 C1 C8 N2 -1.0(8) . . . . ?
C6 C1 C8 C9 -175.8(7) . . . . ?
C7 N1 C6 C1 2.2(9) . . . . ?
C7 N1 C6 C5 -177.5(6) . . . . ?
C7 N2 N3 C10 -177.5(5) . . . . ?
C7 N2 C8 C1 2.2(9) . . . . ?
C7 N2 C8 C9 178.6(6) . . . . ?
C8 N2 N3 C10 1.1(7) . . . . ?
C8 N2 C7 O1 179.6(6) . . . . ?
C8 N2 C7 N1 -1.1(9) . . . . ?
C8 C1 C2 C3 -177.4(6) . . . . ?
C8 C1 C6 N1 -1.1(8) . . . . ?
C8 C1 C6 C5 178.7(5) . . . . ?
C8 C9 C10 N3 2.1(7) . . . . ?
C8 C9 C10 C11 -179.7(6) . . . . ?
C8 C9 C12 O2 -25.2(10) . . . . ?
C8 C9 C12 O3 155.1(6) . . . . ?
C9 C10 C11 F1 70.8(9) . . . . ?
C9 C10 C11 F2 -47.9(8) . . . . ?
C9 C10 C11 F3 -167.6(6) . . . . ?
C10 C9 C12 O2 154.5(6) . . . . ?
C10 C9 C12 O3 -25.1(8) . . . . ?
C12 O3 C13 C14 -174.6(5) . . . . ?
C12 C9 C10 N3 -177.7(6) . . . . ?
C12 C9 C10 C11 0.5(11) . . . . ?
C13 O3 C12 O2 -4.4(8) . . . . ?
C13 O3 C12 C9 175.2(5) . . . . ?
C15 N1 C6 C1 -176.8(5) . . . . ?
C15 N1 C6 C5 3.5(8) . . . . ?
C15 N1 C7 O1 -2.8(9) . . . . ?
C15 N1 C7 N2 177.9(5) . . . . ?
N4 N5 C23 O4 2.2(9) . . . . ?
N4 N5 C23 N6 -177.6(5) . . . . ?
N4 N5 C24 C16 176.8(5) . . . . ?
N4 N5 C24 C25 -1.6(7) . . . . ?
N4 C26 C27 F4 -131.3(6) . . . . ?
N4 C26 C27 F5 -9.8(8) . . . . ?
N4 C26 C27 F6 109.1(6) . . . . ?
N5 N4 C26 C25 1.9(7) . . . . ?
N5 N4 C26 C27 178.7(5) . . . . ?
N5 C24 C25 C26 2.5(6) . . . . ?
N5 C24 C25 C28 -179.9(6) . . . . ?
C16 C17 C18 C19 1.2(10) . . . . ?
C16 C24 C25 C26 -175.4(7) . . . . ?
C16 C24 C25 C28 2.2(12) . . . . ?
C17 C16 C21 N6 179.2(6) . . . . ?
C17 C16 C21 C20 0.1(9) . . . . ?
C17 C16 C24 N5 -178.1(6) . . . . ?
C17 C16 C24 C25 -0.4(11) . . . . ?
C17 C18 C19 C20 -1.6(11) . . . . ?
C18 C19 C20 C21 1.2(10) . . . . ?
C19 C20 C21 N6 -179.5(6) . . . . ?
C19 C20 C21 C16 -0.5(10) . . . . ?
C21 N6 C23 O4 -178.1(6) . . . . ?
C21 N6 C23 N5 1.6(9) . . . . ?
C21 C16 C17 C18 -0.5(10) . . . . ?
C21 C16 C24 N5 0.3(8) . . . . ?
C21 C16 C24 C25 177.9(7) . . . . ?
C22 N6 C21 C16 178.6(6) . . . . ?
C22 N6 C21 C20 -2.4(9) . . . . ?
C22 N6 C23 O4 1.5(10) . . . . ?
C22 N6 C23 N5 -178.7(5) . . . . ?
C23 N5 C24 C16 -0.3(9) . . . . ?
C23 N5 C24 C25 -178.7(6) . . . . ?
C23 N6 C21 C16 -1.8(9) . . . . ?
C23 N6 C21 C20 177.3(6) . . . . ?
C24 N5 C23 O4 179.2(6) . . . . ?
C24 N5 C23 N6 -0.6(9) . . . . ?
C24 C16 C17 C18 177.8(6) . . . . ?
C24 C16 C21 N6 0.7(9) . . . . ?
C24 C16 C21 C20 -178.3(6) . . . . ?
C24 C25 C26 N4 -2.9(7) . . . . ?
C24 C25 C26 C27 -179.1(6) . . . . ?
C24 C25 C28 O5 28.1(11) . . . . ?
C24 C25 C28 O6 -151.7(6) . . . . ?
C25 C26 C27 F4 44.8(9) . . . . ?
C25 C26 C27 F5 166.4(6) . . . . ?
C25 C26 C27 F6 -74.8(8) . . . . ?
C26 N4 N5 C23 177.2(5) . . . . ?
C26 N4 N5 C24 -0.1(7) . . . . ?
C26 C25 C28 O5 -154.8(6) . . . . ?
C26 C25 C28 O6 25.3(9) . . . . ?
C28 O6 C29 C30 177.0(5) . . . . ?
C28 C25 C26 N4 179.5(6) . . . . ?
C28 C25 C26 C27 3.2(10) . . . . ?
C29 O6 C28 O5 3.9(9) . . . . ?
C29 O6 C28 C25 -176.3(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 1.942
_oxdiff_exptl_absorpt_empirical_full_min 0.560
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.735(7)
2 0.265(7)

