# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_b_a
_database_code_depnum_ccdc_archive 'CCDC 1879298'
#Added by publCIF



_audit_update_record             
;
2018-11-16 deposited with the CCDC.
2019-02-04 downloaded from the CCDC.
;


_diffrn_radiation_monochromator  No
#Added by publCIF




_cell_special_details            ?
# publcif _publ_body_element loop end
_audit_creation_date             2018-10-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
4,7-dimethyl-1,5-bis(3-(trifluoromethyl)phenyl)-9-oxa-2,3-diazabicyclo[3.3.1]non-3-ene
_chemical_formula_moiety         'C22 H20 F6 N2 O'
_chemical_formula_sum            'C22 H20 F6 N2 O'
_chemical_formula_weight         442.40
_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 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.291(8)
_cell_length_b                   10.358(10)
_cell_length_c                   11.840(10)
_cell_angle_alpha                77.15(3)
_cell_angle_beta                 85.43(3)
_cell_angle_gamma                72.57(6)
_cell_volume                     1059.8(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    793
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.3
_cell_measurement_theta_min      2.5
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.967
_exptl_absorpt_coefficient_mu    0.122
_exptl_absorpt_correction_T_max  0.981
_exptl_absorpt_correction_T_min  0.975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0919 before and 0.0506 after correction.
The Ratio of minimum to maximum transmission is 0.9065.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.259
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.151
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0425
_diffrn_reflns_av_unetI/netI     0.0381
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            28212
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.773
_diffrn_reflns_theta_min         2.298
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker  D8 Venture'
_diffrn_measurement_method       'ω and φ'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   IuS
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2630
_reflns_number_total             4517
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.166
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4499
_refine_ls_number_restraints     186
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0511
_refine_ls_restrained_S_all      1.149
_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)+(0.0612P)²+0.2063P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1171
_refine_ls_wR_factor_ref         0.1411
_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. Restrained distances
 F5-F6 \\sim F5-F7 \\sim F6-F7 \\sim F5A-F6A \\sim F5A-F7A \\sim F6A-F7A
 with sigma of 0.04
 C18-F5 \\sim C18-F6 \\sim C18-F7 \\sim C18-C14 \\sim C18-F5A \\sim C18-F6A
\\sim C18-F7A
 with sigma of 0.02
 F2-F3 \\sim F2-F4 \\sim F3-F4 \\sim F2A-F4A \\sim F2A-F3A \\sim F4A-F3A
 with sigma of 0.04
 C24-F2 \\sim C24-F3 \\sim C24-F4 \\sim C24-C21 \\sim C24-F2A \\sim C24-F4A
\\sim C24-F3A
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 F2, F3, F4, F5, F6, F7, C18, C14
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F5A, F6A, F7A, C18, C14
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F2, F3, F4, F5, F6, F7, C24, C21
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F5A, F6A, F7A, F2A, F4A, F3A, C24, C21
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(F5A)=Sof(F6A)=Sof(F7A)=1-FVAR(1)
 Sof(F5)=Sof(F6)=Sof(F7)=FVAR(1)
 Sof(F2A)=Sof(F4A)=Sof(F3A)=1-FVAR(2)
 Sof(F2)=Sof(F3)=Sof(F4)=FVAR(2)
5.a Ternary CH refined with riding coordinates:
 C7(H7)
5.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C6(H6A,H6B)
5.c Aromatic/amide H refined with riding coordinates:
 C15(H15), C13(H13), C20(H20), C22(H22), C1AA(H1AA), C23(H23), C16(H16),
 C17(H17)
5.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C)
;
_atom_sites_solution_hydrogens   mixed
_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
O1 O 0.37044(12) 0.73184(12) 0.50942(9) 0.0390(3) Uani 1 1 d . . . . .
F2 F 0.4184(9) 0.8552(7) 0.9382(11) 0.140(3) Uani 0.526(14) 1 d D U P A 1
F3 F 0.5820(7) 0.7093(16) 0.8657(7) 0.140(4) Uani 0.526(14) 1 d D U P A 1
F4 F 0.4769(12) 0.6515(9) 1.0220(6) 0.127(3) Uani 0.526(14) 1 d D U P A 1
F5 F 0.9612(6) 0.6929(11) 0.1488(6) 0.124(3) Uani 0.567(16) 1 d D U P B 1
F6 F 0.8710(14) 0.8992(8) 0.0695(7) 0.153(4) Uani 0.567(16) 1 d D U P B 1
F7 F 0.7671(9) 0.7507(17) 0.0523(8) 0.136(4) Uani 0.567(16) 1 d D U P B 1
N3 N 0.12480(17) 0.92674(17) 0.40493(13) 0.0468(4) Uani 1 1 d . . . . .
N2 N 0.10533(18) 0.83506(18) 0.50608(14) 0.0470(4) Uani 1 1 d . . . . .
C15 C 0.7976(2) 0.8723(2) 0.31026(19) 0.0591(6) Uani 1 1 d . . . . .
H15 H 0.887001 0.896318 0.294612 0.071 Uiso 1 1 calc R . . . .
C14 C 0.7447(2) 0.8148(2) 0.23385(16) 0.0525(5) Uani 1 1 d D U . . .
C13 C 0.6116(2) 0.7784(2) 0.25721(15) 0.0489(5) Uani 1 1 d . . . . .
H13 H 0.578175 0.738669 0.205218 0.059 Uiso 1 1 calc R . . . .
C12 C 0.52784(19) 0.80055(19) 0.35718(15) 0.0395(4) Uani 1 1 d . . . . .
C5 C 0.37841(19) 0.76668(19) 0.38388(14) 0.0389(4) Uani 1 1 d . . . . .
C1 C 0.22873(19) 0.71098(19) 0.55096(15) 0.0405(4) Uani 1 1 d . . . . .
C19 C 0.2261(2) 0.6930(2) 0.68171(16) 0.0462(5) Uani 1 1 d . . . . .
C20 C 0.3373(2) 0.7142(2) 0.73920(15) 0.0477(5) Uani 1 1 d . . . . .
H20 H 0.419142 0.735946 0.697650 0.057 Uiso 1 1 calc R . . . .
C21 C 0.3290(2) 0.7036(2) 0.85864(16) 0.0546(5) Uani 1 1 d D U . . .
C22 C 0.2081(3) 0.6723(3) 0.92070(19) 0.0753(7) Uani 1 1 d . . . . .
H22 H 0.202787 0.664028 1.000653 0.090 Uiso 1 1 calc R . . . .
C24 C 0.4495(3) 0.7288(3) 0.9181(2) 0.0764(7) Uani 1 1 d D U . . .
C1AA C 0.1041(3) 0.6629(3) 0.74591(19) 0.0747(7) Uani 1 1 d . . . . .
H1AA H 0.027273 0.649135 0.708583 0.090 Uiso 1 1 calc R . . . .
C23 C 0.0952(3) 0.6532(3) 0.8642(2) 0.0907(9) Uani 1 1 d . . . . .
H23 H 0.012303 0.633690 0.905756 0.109 Uiso 1 1 calc R . . . .
C8 C 0.2123(2) 0.5862(2) 0.51073(17) 0.0501(5) Uani 1 1 d . . . . .
H8A H 0.289485 0.504056 0.546618 0.060 Uiso 1 1 calc R . . . .
H8B H 0.114788 0.573146 0.536258 0.060 Uiso 1 1 calc R . . . .
C7 C 0.2258(2) 0.6024(2) 0.37949(17) 0.0492(5) Uani 1 1 d . . . . .
H7 H 0.138501 0.677135 0.344865 0.059 Uiso 1 1 calc R . . . .
C10 C 0.2250(3) 0.4705(3) 0.3431(2) 0.0741(7) Uani 1 1 d . . . . .
H10A H 0.311731 0.396614 0.374011 0.111 Uiso 1 1 calc GR . . . .
H10B H 0.227898 0.485179 0.260050 0.111 Uiso 1 1 calc GR . . . .
H10C H 0.134939 0.446465 0.372182 0.111 Uiso 1 1 calc GR . . . .
C6 C 0.3684(2) 0.6436(2) 0.33632(16) 0.0453(5) Uani 1 1 d . . . . .
H6A H 0.368683 0.667681 0.252329 0.054 Uiso 1 1 calc R . . . .
H6B H 0.456252 0.565392 0.360163 0.054 Uiso 1 1 calc R . . . .
C16 C 0.7158(2) 0.8936(2) 0.41015(19) 0.0627(6) Uani 1 1 d . . . . .
H16 H 0.750177 0.932200 0.462560 0.075 Uiso 1 1 calc R . . . .
C17 C 0.5831(2) 0.8580(2) 0.43281(17) 0.0511(5) Uani 1 1 d . . . . .
H17 H 0.529483 0.872954 0.500746 0.061 Uiso 1 1 calc R . . . .
C18 C 0.8338(3) 0.7894(4) 0.1267(2) 0.0776(7) Uani 1 1 d D U . . .
C4 C 0.2458(2) 0.8938(2) 0.34368(15) 0.0440(5) Uani 1 1 d . . . . .
C11 C 0.2527(3) 0.9876(3) 0.22843(19) 0.0733(7) Uani 1 1 d . . . . .
H11A H 0.158170 1.058578 0.214376 0.110 Uiso 1 1 calc GR . . . .
H11B H 0.272165 0.934980 0.168695 0.110 Uiso 1 1 calc GR . . . .
H11C H 0.332122 1.029253 0.228333 0.110 Uiso 1 1 calc GR . . . .
H2 H 0.056(2) 0.882(2) 0.5576(18) 0.059(6) Uiso 1 1 d . . . . .
F5A F 0.9414(15) 0.848(2) 0.1053(13) 0.153(5) Uani 0.433(16) 1 d D U P B 2
F6A F 0.7507(12) 0.8368(17) 0.0359(8) 0.135(4) Uani 0.433(16) 1 d D U P B 2
F7A F 0.901(2) 0.6590(9) 0.1282(11) 0.166(6) Uani 0.433(16) 1 d D U P B 2
F2A F 0.4227(15) 0.734(2) 1.0249(7) 0.172(6) Uani 0.474(14) 1 d D U P A 2
F4A F 0.5739(10) 0.6264(11) 0.9169(12) 0.154(4) Uani 0.474(14) 1 d D U P A 2
F3A F 0.4804(13) 0.8392(11) 0.8660(9) 0.132(4) Uani 0.474(14) 1 d D U 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
O1 C5 1.451(2) . ?
O1 C1 1.429(2) . ?
F2 C24 1.326(5) . ?
F3 C24 1.314(6) . ?
F4 C24 1.307(6) . ?
F5 C18 1.301(6) . ?
F6 C18 1.314(7) . ?
F7 C18 1.309(6) . ?
N3 N2 1.390(2) . ?
N3 C4 1.287(2) . ?
N2 C1 1.469(3) . ?
N2 H2 0.88(2) . ?
C15 H15 0.9300 . ?
C15 C14 1.379(3) . ?
C15 C16 1.378(3) . ?
C14 C13 1.387(3) . ?
C14 C18 1.488(3) . ?
C13 H13 0.9300 . ?
C13 C12 1.388(3) . ?
C12 C5 1.524(3) . ?
C12 C17 1.383(3) . ?
C5 C6 1.533(3) . ?
C5 C4 1.524(3) . ?
C1 C19 1.517(3) . ?
C1 C8 1.525(3) . ?
C19 C20 1.376(3) . ?
C19 C1AA 1.388(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.391(3) . ?
C21 C22 1.374(3) . ?
C21 C24 1.483(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.372(4) . ?
C24 F2A 1.279(6) . ?
C24 F4A 1.315(7) . ?
C24 F3A 1.275(6) . ?
C1AA H1AA 0.9300 . ?
C1AA C23 1.379(3) . ?
C23 H23 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.525(3) . ?
C7 H7 0.9800 . ?
C7 C10 1.524(3) . ?
C7 C6 1.528(3) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C17 1.380(3) . ?
C17 H17 0.9300 . ?
C18 F5A 1.298(7) . ?
C18 F6A 1.289(8) . ?
C18 F7A 1.304(8) . ?
C4 C11 1.498(3) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 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
C1 O1 C5 112.22(12) . . ?
C4 N3 N2 119.09(17) . . ?
N3 N2 C1 120.62(15) . . ?
N3 N2 H2 109.0(14) . . ?
C1 N2 H2 115.9(13) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C16 C15 C14 118.9(2) . . ?
C15 C14 C13 120.66(18) . . ?
C15 C14 C18 119.1(2) . . ?
C13 C14 C18 120.2(2) . . ?
C14 C13 H13 119.6 . . ?
C14 C13 C12 120.86(18) . . ?
C12 C13 H13 119.6 . . ?
C13 C12 C5 122.43(16) . . ?
C17 C12 C13 117.54(18) . . ?
C17 C12 C5 120.01(16) . . ?
O1 C5 C12 104.39(13) . . ?
O1 C5 C6 108.76(15) . . ?
O1 C5 C4 107.29(13) . . ?
C12 C5 C6 114.06(15) . . ?
C4 C5 C12 110.96(17) . . ?
C4 C5 C6 110.93(16) . . ?
O1 C1 N2 109.90(16) . . ?
O1 C1 C19 107.49(14) . . ?
O1 C1 C8 108.52(15) . . ?
N2 C1 C19 107.09(15) . . ?
N2 C1 C8 110.41(16) . . ?
C19 C1 C8 113.37(16) . . ?
C20 C19 C1 121.85(17) . . ?
C20 C19 C1AA 118.15(19) . . ?
C1AA C19 C1 119.87(19) . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C21 120.92(19) . . ?
C21 C20 H20 119.5 . . ?
C20 C21 C24 119.7(2) . . ?
C22 C21 C20 120.0(2) . . ?
C22 C21 C24 120.3(2) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 C21 119.7(2) . . ?
C23 C22 H22 120.2 . . ?
F2 C24 C21 114.9(3) . . ?
F3 C24 F2 104.0(5) . . ?
F3 C24 C21 116.4(3) . . ?
F4 C24 F2 102.2(4) . . ?
F4 C24 F3 104.7(6) . . ?
F4 C24 C21 113.2(4) . . ?
F2A C24 C21 115.1(5) . . ?
F2A C24 F4A 105.4(7) . . ?
F4A C24 C21 109.1(4) . . ?
F3A C24 C21 111.6(3) . . ?
F3A C24 F2A 108.4(6) . . ?
F3A C24 F4A 106.7(6) . . ?
C19 C1AA H1AA 119.5 . . ?
C23 C1AA C19 121.0(2) . . ?
C23 C1AA H1AA 119.5 . . ?
C22 C23 C1AA 120.2(2) . . ?
C22 C23 H23 119.9 . . ?
C1AA C23 H23 119.9 . . ?
C1 C8 H8A 109.1 . . ?
C1 C8 H8B 109.1 . . ?
H8A C8 H8B 107.8 . . ?
C7 C8 C1 112.50(16) . . ?
C7 C8 H8A 109.1 . . ?
C7 C8 H8B 109.1 . . ?
C8 C7 H7 108.2 . . ?
C8 C7 C6 109.56(15) . . ?
C10 C7 C8 111.20(18) . . ?
C10 C7 H7 108.2 . . ?
C10 C7 C6 111.32(17) . . ?
C6 C7 H7 108.2 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C6 H6A 109.3 . . ?
C5 C6 H6B 109.3 . . ?
C7 C6 C5 111.60(15) . . ?
C7 C6 H6A 109.3 . . ?
C7 C6 H6B 109.3 . . ?
H6A C6 H6B 108.0 . . ?
C15 C16 H16 119.9 . . ?
C15 C16 C17 120.3(2) . . ?
C17 C16 H16 119.9 . . ?
C12 C17 H17 119.1 . . ?
C16 C17 C12 121.75(19) . . ?
C16 C17 H17 119.1 . . ?
F5 C18 F6 105.1(5) . . ?
F5 C18 F7 105.1(5) . . ?
F5 C18 C14 112.2(4) . . ?
F6 C18 C14 112.3(5) . . ?
F7 C18 F6 106.2(6) . . ?
F7 C18 C14 115.2(3) . . ?
F5A C18 C14 114.1(5) . . ?
F5A C18 F7A 104.5(7) . . ?
F6A C18 C14 111.7(6) . . ?
F6A C18 F5A 105.2(7) . . ?
F6A C18 F7A 106.9(7) . . ?
F7A C18 C14 113.8(5) . . ?
N3 C4 C5 122.97(17) . . ?
N3 C4 C11 116.89(18) . . ?
C11 C4 C5 120.14(17) . . ?
C4 C11 H11A 109.5 . . ?
C4 C11 H11B 109.5 . . ?
C4 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 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 C5 C6 C7 56.22(19) . . . . ?
O1 C5 C4 N3 -23.6(2) . . . . ?
O1 C5 C4 C11 156.20(18) . . . . ?
O1 C1 C19 C20 7.9(2) . . . . ?
O1 C1 C19 C1AA -176.29(18) . . . . ?
O1 C1 C8 C7 -56.8(2) . . . . ?
N3 N2 C1 O1 23.9(2) . . . . ?
N3 N2 C1 C19 140.40(17) . . . . ?
N3 N2 C1 C8 -95.7(2) . . . . ?
N2 N3 C4 C5 -7.7(3) . . . . ?
N2 N3 C4 C11 172.54(18) . . . . ?
N2 C1 C19 C20 -110.1(2) . . . . ?
N2 C1 C19 C1AA 65.7(3) . . . . ?
N2 C1 C8 C7 63.7(2) . . . . ?
C15 C14 C13 C12 0.8(3) . . . . ?
C15 C14 C18 F5 67.9(7) . . . . ?
C15 C14 C18 F6 -50.3(7) . . . . ?
C15 C14 C18 F7 -172.0(9) . . . . ?
C15 C14 C18 F5A -11.8(11) . . . . ?
C15 C14 C18 F6A -131.0(9) . . . . ?
C15 C14 C18 F7A 107.9(12) . . . . ?
C15 C16 C17 C12 -0.1(3) . . . . ?
C14 C15 C16 C17 -0.1(3) . . . . ?
C14 C13 C12 C5 177.81(18) . . . . ?
C14 C13 C12 C17 -1.0(3) . . . . ?
C13 C14 C18 F5 -110.9(6) . . . . ?
C13 C14 C18 F6 130.9(7) . . . . ?
C13 C14 C18 F7 9.2(9) . . . . ?
C13 C14 C18 F5A 169.3(11) . . . . ?
C13 C14 C18 F6A 50.2(10) . . . . ?
C13 C14 C18 F7A -70.9(12) . . . . ?
C13 C12 C5 O1 150.04(17) . . . . ?
C13 C12 C5 C6 31.5(2) . . . . ?
C13 C12 C5 C4 -94.7(2) . . . . ?
C13 C12 C17 C16 0.6(3) . . . . ?
C12 C5 C6 C7 172.27(14) . . . . ?
C12 C5 C4 N3 -137.01(18) . . . . ?
C12 C5 C4 C11 42.7(2) . . . . ?
C5 O1 C1 N2 -56.93(18) . . . . ?
C5 O1 C1 C19 -173.14(13) . . . . ?
C5 O1 C1 C8 63.89(18) . . . . ?
C5 C12 C17 C16 -178.18(18) . . . . ?
C1 O1 C5 C12 173.80(13) . . . . ?
C1 O1 C5 C6 -64.08(18) . . . . ?
C1 O1 C5 C4 55.98(19) . . . . ?
C1 C19 C20 C21 176.91(18) . . . . ?
C1 C19 C1AA C23 -176.6(2) . . . . ?
C1 C8 C7 C10 174.17(16) . . . . ?
C1 C8 C7 C6 50.7(2) . . . . ?
C19 C1 C8 C7 -176.16(15) . . . . ?
C19 C20 C21 C22 -0.4(3) . . . . ?
C19 C20 C21 C24 -179.2(2) . . . . ?
C19 C1AA C23 C22 -0.5(4) . . . . ?
C20 C19 C1AA C23 -0.6(4) . . . . ?
C20 C21 C22 C23 -0.8(4) . . . . ?
C20 C21 C24 F2 97.2(7) . . . . ?
C20 C21 C24 F3 -24.6(9) . . . . ?
C20 C21 C24 F4 -145.9(6) . . . . ?
C20 C21 C24 F2A 171.5(10) . . . . ?
C20 C21 C24 F4A -70.3(8) . . . . ?
C20 C21 C24 F3A 47.4(9) . . . . ?
C21 C22 C23 C1AA 1.2(4) . . . . ?
C22 C21 C24 F2 -81.6(8) . . . . ?
C22 C21 C24 F3 156.6(8) . . . . ?
C22 C21 C24 F4 35.2(7) . . . . ?
C22 C21 C24 F2A -7.3(11) . . . . ?
C22 C21 C24 F4A 110.8(8) . . . . ?
C22 C21 C24 F3A -131.4(9) . . . . ?
C24 C21 C22 C23 178.1(3) . . . . ?
C1AA C19 C20 C21 1.0(3) . . . . ?
C8 C1 C19 C20 127.8(2) . . . . ?
C8 C1 C19 C1AA -56.4(3) . . . . ?
C8 C7 C6 C5 -50.2(2) . . . . ?
C10 C7 C6 C5 -173.66(17) . . . . ?
C6 C5 C4 N3 95.1(2) . . . . ?
C6 C5 C4 C11 -85.1(2) . . . . ?
C16 C15 C14 C13 -0.2(3) . . . . ?
C16 C15 C14 C18 -179.0(2) . . . . ?
C17 C12 C5 O1 -31.2(2) . . . . ?
C17 C12 C5 C6 -149.79(17) . . . . ?
C17 C12 C5 C4 84.0(2) . . . . ?
C18 C14 C13 C12 179.6(2) . . . . ?
C4 N3 N2 C1 8.0(3) . . . . ?
C4 C5 C6 C7 -61.6(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

