# Electronic Supplementary Material (ESI) for ChemComm.
# 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_12
_database_code_depnum_ccdc_archive 'CCDC 2089034'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2021-06-09 deposited with the CCDC.	2021-07-06 downloaded from the CCDC.
;
_audit_creation_date             2021-06-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H15 N3 O3'
_chemical_formula_sum            'C16 H15 N3 O3'
_chemical_formula_weight         297.31
_chemical_absolute_configuration ?
_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'
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                   7.6486(3)
_cell_length_b                   6.0185(2)
_cell_length_c                   15.9086(6)
_cell_angle_alpha                90
_cell_angle_beta                 103.6050(10)
_cell_angle_gamma                90
_cell_volume                     711.77(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9352
_cell_measurement_temperature    125(2)
_cell_measurement_theta_max      68.54
_cell_measurement_theta_min      2.86
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.809
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5043
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1453 before and 0.0913 after correction.
The Ratio of minimum to maximum transmission is 0.6696.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            11863
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.531
_diffrn_reflns_theta_min         2.858
_diffrn_ambient_temperature      125.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.791
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.976
_reflns_number_gt                2523
_reflns_number_total             2592
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.211
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.049
_refine_ls_abs_structure_details 
;
 Flack x determined using 1077 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.19(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2592
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.068
_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)+(0.0646P)²+0.0867P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1014
_refine_ls_wR_factor_ref         0.1022
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C2(H2), C5(H5), C14(H14), C12(H12), C11(H11), C4(H4), C3(H3)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O3 O 0.1671(3) 0.3357(3) 0.40075(11) 0.0331(4) Uani 1 1 d . . . . .
O1 O 0.7695(2) 0.5209(3) 0.82232(12) 0.0348(5) Uani 1 1 d . . . . .
O2 O 0.7488(2) 0.1968(3) 0.75081(12) 0.0337(5) Uani 1 1 d . . . . .
N1 N 0.4012(3) 0.5264(3) 0.80645(12) 0.0219(4) Uani 1 1 d . . . . .
N2 N 0.3754(3) 0.7336(4) 0.77515(13) 0.0260(4) Uani 1 1 d . . . . .
N3 N 0.3002(3) 0.8536(4) 0.82574(14) 0.0270(5) Uani 1 1 d . . . . .
C8 C 0.6840(3) 0.3742(4) 0.78274(14) 0.0238(5) Uani 1 1 d . . . . .
C1 C 0.3446(3) 0.5081(4) 0.88207(14) 0.0212(5) Uani 1 1 d . . . . .
C6 C 0.2778(3) 0.7183(4) 0.89265(15) 0.0231(5) Uani 1 1 d . . . . .
C15 C 0.2833(3) 0.1758(4) 0.63066(15) 0.0254(5) Uani 1 1 d . . . . .
H15 H 0.260272 0.061890 0.667972 0.031 Uiso 1 1 calc R U . . .
C2 C 0.3464(3) 0.3345(4) 0.94076(15) 0.0242(5) Uani 1 1 d . . . . .
H2 H 0.395321 0.192656 0.933525 0.029 Uiso 1 1 calc R U . . .
C10 C 0.3955(3) 0.3490(4) 0.66450(15) 0.0229(5) Uani 1 1 d . . . . .
C5 C 0.2017(3) 0.7649(4) 0.96323(16) 0.0267(5) Uani 1 1 d . . . . .
H5 H 0.153963 0.907122 0.970943 0.032 Uiso 1 1 calc R U . . .
C13 C 0.2383(3) 0.3305(4) 0.48827(15) 0.0255(5) Uani 1 1 d . . . . .
C14 C 0.2030(3) 0.1648(4) 0.54237(16) 0.0268(5) Uani 1 1 d . . . . .
H14 H 0.125109 0.045181 0.519691 0.032 Uiso 1 1 calc R U . . .
C12 C 0.3525(3) 0.5062(5) 0.52148(16) 0.0268(5) Uani 1 1 d . . . . .
H12 H 0.376118 0.619320 0.483998 0.032 Uiso 1 1 calc R U . . .
C11 C 0.4318(3) 0.5157(4) 0.60955(15) 0.0256(5) Uani 1 1 d . . . . .
H11 H 0.510366 0.634661 0.632333 0.031 Uiso 1 1 calc R U . . .
C4 C 0.2000(3) 0.5950(4) 1.01999(16) 0.0283(6) Uani 1 1 d . . . . .
H4 H 0.148426 0.620426 1.067935 0.034 Uiso 1 1 calc R U . . .
C3 C 0.2720(3) 0.3830(4) 1.01021(16) 0.0273(5) Uani 1 1 d . . . . .
H3 H 0.269455 0.271291 1.052087 0.033 Uiso 1 1 calc R U . . .
C7 C 0.4786(3) 0.3535(4) 0.76147(15) 0.0226(5) Uani 1 1 d . . . . .
H7 H 0.450117 0.207553 0.785213 0.027 Uiso 1 1 calc R U . . .
C16 C 0.0614(4) 0.1494(6) 0.36376(18) 0.0383(7) Uani 1 1 d . . . . .
H16A H 0.027019 0.165675 0.300721 0.057 Uiso 1 1 calc R U . . .
H16B H -0.047158 0.141698 0.386330 0.057 Uiso 1 1 calc R U . . .
H16C H 0.131590 0.012916 0.378818 0.057 Uiso 1 1 calc R U . . .
C9 C 0.9415(4) 0.1711(6) 0.76841(18) 0.0391(7) Uani 1 1 d . . . . .
H9A H 0.979489 0.166593 0.713735 0.059 Uiso 1 1 calc R U . . .
H9B H 0.976414 0.032447 0.800231 0.059 Uiso 1 1 calc R U . . .
H9C H 0.999589 0.296803 0.803213 0.059 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
O3 C13 1.371(3) . ?
O3 C16 1.426(4) . ?
O1 C8 1.188(3) . ?
O2 C8 1.327(3) . ?
O2 C9 1.443(3) . ?
N1 N2 1.340(3) . ?
N1 C1 1.376(3) . ?
N1 C7 1.464(3) . ?
N2 N3 1.311(3) . ?
N3 C6 1.382(3) . ?
C8 C7 1.532(3) . ?
C1 C6 1.389(4) . ?
C1 C2 1.399(3) . ?
C6 C5 1.409(3) . ?
C15 H15 0.9500 . ?
C15 C10 1.377(3) . ?
C15 C14 1.396(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.388(3) . ?
C10 C11 1.401(3) . ?
C10 C7 1.524(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.366(4) . ?
C13 C14 1.384(3) . ?
C13 C12 1.394(4) . ?
C14 H14 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.391(3) . ?
C11 H11 0.9500 . ?
C4 H4 0.9500 . ?
C4 C3 1.412(4) . ?
C3 H3 0.9500 . ?
C7 H7 1.0000 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 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
C13 O3 C16 116.9(2) . . ?
C8 O2 C9 118.0(2) . . ?
N2 N1 C1 110.51(19) . . ?
N2 N1 C7 121.39(19) . . ?
C1 N1 C7 128.1(2) . . ?
N3 N2 N1 109.41(19) . . ?
N2 N3 C6 107.4(2) . . ?
O1 C8 O2 126.3(2) . . ?
O1 C8 C7 125.9(2) . . ?
O2 C8 C7 107.8(2) . . ?
N1 C1 C6 103.5(2) . . ?
N1 C1 C2 133.4(2) . . ?
C6 C1 C2 123.1(2) . . ?
N3 C6 C1 109.1(2) . . ?
N3 C6 C5 130.2(2) . . ?
C1 C6 C5 120.7(2) . . ?
C10 C15 H15 119.5 . . ?
C10 C15 C14 121.0(2) . . ?
C14 C15 H15 119.5 . . ?
C1 C2 H2 122.2 . . ?
C3 C2 C1 115.6(2) . . ?
C3 C2 H2 122.2 . . ?
C15 C10 C11 119.7(2) . . ?
C15 C10 C7 118.8(2) . . ?
C11 C10 C7 121.5(2) . . ?
C6 C5 H5 121.7 . . ?
C4 C5 C6 116.6(2) . . ?
C4 C5 H5 121.7 . . ?
O3 C13 C14 124.0(2) . . ?
O3 C13 C12 115.5(2) . . ?
C14 C13 C12 120.5(2) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 C15 119.2(2) . . ?
C13 C14 H14 120.4 . . ?
C13 C12 H12 120.0 . . ?
C11 C12 C13 119.9(2) . . ?
C11 C12 H12 120.0 . . ?
C10 C11 H11 120.1 . . ?
C12 C11 C10 119.7(2) . . ?
C12 C11 H11 120.1 . . ?
C5 C4 H4 118.7 . . ?
C5 C4 C3 122.6(2) . . ?
C3 C4 H4 118.7 . . ?
C2 C3 C4 121.4(2) . . ?
C2 C3 H3 119.3 . . ?
C4 C3 H3 119.3 . . ?
N1 C7 C8 110.20(19) . . ?
N1 C7 C10 112.77(18) . . ?
N1 C7 H7 106.9 . . ?
C8 C7 H7 106.9 . . ?
C10 C7 C8 112.75(18) . . ?
C10 C7 H7 106.9 . . ?
O3 C16 H16A 109.5 . . ?
O3 C16 H16B 109.5 . . ?
O3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O2 C9 H9A 109.5 . . ?
O2 C9 H9B 109.5 . . ?
O2 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
O3 C13 C14 C15 179.8(2) . . . . ?
O3 C13 C12 C11 -179.8(2) . . . . ?
O1 C8 C7 N1 -7.3(3) . . . . ?
O1 C8 C7 C10 119.6(3) . . . . ?
O2 C8 C7 N1 171.27(19) . . . . ?
O2 C8 C7 C10 -61.8(2) . . . . ?
N1 N2 N3 C6 0.4(3) . . . . ?
N1 C1 C6 N3 -1.4(2) . . . . ?
N1 C1 C6 C5 178.3(2) . . . . ?
N1 C1 C2 C3 -179.0(2) . . . . ?
N2 N1 C1 C6 1.7(2) . . . . ?
N2 N1 C1 C2 -177.7(2) . . . . ?
N2 N1 C7 C8 81.4(3) . . . . ?
N2 N1 C7 C10 -45.6(3) . . . . ?
N2 N3 C6 C1 0.6(3) . . . . ?
N2 N3 C6 C5 -179.1(2) . . . . ?
N3 C6 C5 C4 -179.4(2) . . . . ?
C1 N1 N2 N3 -1.3(3) . . . . ?
C1 N1 C7 C8 -99.2(3) . . . . ?
C1 N1 C7 C10 133.9(2) . . . . ?
C1 C6 C5 C4 0.9(3) . . . . ?
C1 C2 C3 C4 -0.1(3) . . . . ?
C6 C1 C2 C3 1.7(3) . . . . ?
C6 C5 C4 C3 0.7(4) . . . . ?
C15 C10 C11 C12 0.8(3) . . . . ?
C15 C10 C7 N1 -108.5(2) . . . . ?
C15 C10 C7 C8 125.9(2) . . . . ?
C2 C1 C6 N3 178.1(2) . . . . ?
C2 C1 C6 C5 -2.2(3) . . . . ?
C10 C15 C14 C13 0.5(3) . . . . ?
C5 C4 C3 C2 -1.1(4) . . . . ?
C13 C12 C11 C10 -0.4(4) . . . . ?
C14 C15 C10 C11 -0.9(3) . . . . ?
C14 C15 C10 C7 179.6(2) . . . . ?
C14 C13 C12 C11 0.0(4) . . . . ?
C12 C13 C14 C15 0.0(4) . . . . ?
C11 C10 C7 N1 72.0(3) . . . . ?
C11 C10 C7 C8 -53.6(3) . . . . ?
C7 N1 N2 N3 178.2(2) . . . . ?
C7 N1 C1 C6 -177.8(2) . . . . ?
C7 N1 C1 C2 2.8(4) . . . . ?
C7 C10 C11 C12 -179.6(2) . . . . ?
C16 O3 C13 C14 -4.7(3) . . . . ?
C16 O3 C13 C12 175.1(2) . . . . ?
C9 O2 C8 O1 3.0(4) . . . . ?
C9 O2 C8 C7 -175.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2089035'
loop_
_audit_author_name
_audit_author_address
'Douglas Stephan'
;University of Toronto
Canada
;
_audit_update_record             
;
2021-06-09 deposited with the CCDC.	2021-07-06 downloaded from the CCDC.
;
_audit_creation_date             2021-06-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H5 B F15 N3'
_chemical_formula_sum            'C24 H5 B F15 N3'
_chemical_formula_weight         631.12
_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'
B B 0.0090 0.0039 '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      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                   8.3197(6)
_cell_length_b                   10.9741(8)
_cell_length_c                   13.6352(10)
_cell_angle_alpha                78.261(3)
_cell_angle_beta                 82.173(3)
_cell_angle_gamma                68.054(3)
_cell_volume                     1128.07(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    627
_cell_measurement_temperature    161.0
_cell_measurement_theta_max      50.51
_cell_measurement_theta_min      3.29
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.807
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5886
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1099 before and 0.0740 after correction.
The Ratio of minimum to maximum transmission is 0.7816.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.858
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             620
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            32673
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         70.149
_diffrn_reflns_theta_min         3.318
_diffrn_ambient_temperature      161.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3639
_reflns_number_total             4151
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.478
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         4151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0477
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.059
_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)+(0.0527P)²+0.5170P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1000
_refine_ls_wR_factor_ref         0.1058
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C21(H21), C23(H23), C22(H22)
;
_atom_sites_solution_hydrogens   mixed
_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
F001 F 0.67471(13) 0.15712(10) 0.22329(8) 0.0353(2) Uani 1 1 d . . . . .
F002 F 0.60455(14) 0.37811(10) 0.07824(7) 0.0361(3) Uani 1 1 d . . . . .
F003 F 0.53191(15) 0.56936(11) 0.37144(8) 0.0398(3) Uani 1 1 d . . . . .
F004 F 0.79684(14) 0.30368(11) 0.36372(8) 0.0406(3) Uani 1 1 d . . . . .
F005 F 0.07274(14) 0.41328(11) 0.23934(10) 0.0441(3) Uani 1 1 d . . . . .
F006 F 0.25343(15) 0.24577(11) 0.45034(9) 0.0443(3) Uani 1 1 d . . . . .
F007 F 0.79475(15) 0.52001(12) -0.00993(8) 0.0425(3) Uani 1 1 d . . . . .
F008 F 0.61183(15) -0.00843(11) 0.12696(9) 0.0475(3) Uani 1 1 d . . . . .
F009 F 0.92623(16) 0.12822(11) 0.51844(9) 0.0479(3) Uani 1 1 d . . . . .
F00A F 0.01515(15) 0.24690(12) 0.14409(10) 0.0483(3) Uani 1 1 d . . . . .
F00B F 0.84507(16) 0.69773(12) 0.08341(9) 0.0489(3) Uani 1 1 d . . . . .
F00C F 0.71161(17) 0.71887(12) 0.27642(10) 0.0499(3) Uani 1 1 d . . . . .
F00D F 0.28211(17) 0.03598(12) 0.08496(9) 0.0494(3) Uani 1 1 d . . . . .
F00E F 0.3907(2) 0.06921(13) 0.60958(9) 0.0578(4) Uani 1 1 d . . . . .
F00F F 0.7286(2) 0.00688(13) 0.64668(9) 0.0637(4) Uani 1 1 d . . . . .
N1 N 0.26158(19) 0.51201(14) 0.32102(11) 0.0319(3) Uani 1 1 d . . . . .
N2 N 0.1887(2) 0.51996(16) 0.41216(13) 0.0395(4) Uani 1 1 d . . . . .
N3 N 0.0731(2) 0.64275(17) 0.40851(14) 0.0430(4) Uani 1 1 d . . . . .
C1 C 0.5592(2) 0.46360(16) 0.23118(13) 0.0280(4) Uani 1 1 d . . . . .
C13 C 0.3782(2) 0.29572(16) 0.23362(12) 0.0287(4) Uani 1 1 d . . . . .
C18 C 0.5078(2) 0.18361(17) 0.20379(13) 0.0299(4) Uani 1 1 d . . . . .
C6 C 0.6302(2) 0.45747(16) 0.13362(13) 0.0282(4) Uani 1 1 d . . . . .
C17 C 0.4795(2) 0.09765(17) 0.15391(13) 0.0336(4) Uani 1 1 d . . . . .
C2 C 0.5934(2) 0.55463(17) 0.27521(13) 0.0316(4) Uani 1 1 d . . . . .
C7 C 0.5130(2) 0.29108(17) 0.39878(13) 0.0320(4) Uani 1 1 d . . . . .
C14 C 0.2125(2) 0.31103(17) 0.21233(13) 0.0323(4) Uani 1 1 d . . . . .
C15 C 0.1782(2) 0.22621(18) 0.16294(14) 0.0344(4) Uani 1 1 d . . . . .
C4 C 0.7531(2) 0.62329(18) 0.13071(14) 0.0348(4) Uani 1 1 d . . . . .
C12 C 0.6845(2) 0.25307(17) 0.42167(13) 0.0332(4) Uani 1 1 d . . . . .
C5 C 0.7270(2) 0.53361(18) 0.08423(13) 0.0318(4) Uani 1 1 d . . . . .
C3 C 0.6858(2) 0.63343(18) 0.22818(15) 0.0348(4) Uani 1 1 d . . . . .
C16 C 0.3129(3) 0.11914(18) 0.13255(13) 0.0352(4) Uani 1 1 d . . . . .
C19 C 0.1908(2) 0.63168(17) 0.25729(14) 0.0332(4) Uani 1 1 d . . . . .
C8 C 0.4202(3) 0.22426(19) 0.46613(14) 0.0363(4) Uani 1 1 d . . . . .
C24 C 0.0699(2) 0.71765(19) 0.31621(16) 0.0377(4) Uani 1 1 d . . . . .
C11 C 0.7580(3) 0.15922(18) 0.50342(14) 0.0389(4) Uani 1 1 d . . . . .
C20 C 0.2207(2) 0.67254(19) 0.15437(15) 0.0373(4) Uani 1 1 d . . . . .
H20 H 0.298738 0.612977 0.112859 0.045 Uiso 1 1 calc R U . . .
C9 C 0.4891(3) 0.13053(19) 0.54904(14) 0.0442(5) Uani 1 1 d . . . . .
C10 C 0.6592(3) 0.09797(19) 0.56779(14) 0.0443(5) Uani 1 1 d . . . . .
C21 C 0.1309(3) 0.8032(2) 0.11687(17) 0.0430(5) Uani 1 1 d . . . . .
H21 H 0.148469 0.835297 0.047614 0.052 Uiso 1 1 calc R U . . .
C23 C -0.0212(3) 0.8519(2) 0.27732(18) 0.0451(5) Uani 1 1 d . . . . .
H23 H -0.101977 0.911302 0.318000 0.054 Uiso 1 1 calc R U . . .
C22 C 0.0133(3) 0.8916(2) 0.17818(18) 0.0460(5) Uani 1 1 d . . . . .
H22 H -0.043731 0.981758 0.149137 0.055 Uiso 1 1 calc R U . . .
B1 B 0.4312(3) 0.38744(19) 0.29473(15) 0.0291(4) Uani 1 1 d . . . . .
H3 H 0.015(4) 0.663(3) 0.464(2) 0.063(8) Uiso 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
F001 C18 1.361(2) . ?
F002 C6 1.351(2) . ?
F003 C2 1.361(2) . ?
F004 C12 1.347(2) . ?
F005 C14 1.350(2) . ?
F006 C8 1.358(2) . ?
F007 C5 1.344(2) . ?
F008 C17 1.345(2) . ?
F009 C11 1.346(2) . ?
F00A C15 1.341(2) . ?
F00B C4 1.337(2) . ?
F00C C3 1.341(2) . ?
F00D C16 1.334(2) . ?
F00E C9 1.344(2) . ?
F00F C10 1.338(2) . ?
N1 N2 1.311(2) . ?
N1 C19 1.387(2) . ?
N1 B1 1.615(2) . ?
N2 N3 1.326(2) . ?
N3 C24 1.354(3) . ?
N3 H3 0.86(3) . ?
C1 C6 1.384(2) . ?
C1 C2 1.394(3) . ?
C1 B1 1.644(3) . ?
C13 C18 1.391(2) . ?
C13 C14 1.389(3) . ?
C13 B1 1.636(3) . ?
C18 C17 1.371(3) . ?
C6 C5 1.388(2) . ?
C17 C16 1.378(3) . ?
C2 C3 1.374(3) . ?
C7 C12 1.389(3) . ?
C7 C8 1.391(3) . ?
C7 B1 1.646(3) . ?
C14 C15 1.381(3) . ?
C15 C16 1.377(3) . ?
C4 C5 1.367(3) . ?
C4 C3 1.380(3) . ?
C12 C11 1.387(3) . ?
C19 C24 1.388(3) . ?
C19 C20 1.402(3) . ?
C8 C9 1.388(3) . ?
C24 C23 1.408(3) . ?
C11 C10 1.369(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.372(3) . ?
C9 C10 1.371(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.412(3) . ?
C23 H23 0.9500 . ?
C23 C22 1.359(3) . ?
C22 H22 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
N2 N1 C19 110.48(14) . . ?
N2 N1 B1 122.85(15) . . ?
C19 N1 B1 125.90(14) . . ?
N1 N2 N3 106.13(16) . . ?
N2 N3 C24 112.90(16) . . ?
N2 N3 H3 116.5(19) . . ?
C24 N3 H3 130.6(19) . . ?
C6 C1 C2 113.39(15) . . ?
C6 C1 B1 128.19(15) . . ?
C2 C1 B1 118.23(15) . . ?
C18 C13 B1 118.70(15) . . ?
C14 C13 C18 113.85(16) . . ?
C14 C13 B1 127.31(15) . . ?
F001 C18 C13 118.77(16) . . ?
F001 C18 C17 116.97(15) . . ?
C17 C18 C13 124.26(17) . . ?
F002 C6 C1 121.38(15) . . ?
F002 C6 C5 115.00(15) . . ?
C1 C6 C5 123.59(16) . . ?
F008 C17 C18 120.83(17) . . ?
F008 C17 C16 119.65(16) . . ?
C18 C17 C16 119.52(16) . . ?
F003 C2 C1 119.20(15) . . ?
F003 C2 C3 116.10(16) . . ?
C3 C2 C1 124.70(17) . . ?
C12 C7 C8 113.13(17) . . ?
C12 C7 B1 124.71(15) . . ?
C8 C7 B1 121.56(17) . . ?
F005 C14 C13 120.67(16) . . ?
F005 C14 C15 115.64(16) . . ?
C15 C14 C13 123.69(16) . . ?
F00A C15 C14 120.81(16) . . ?
F00A C15 C16 119.53(17) . . ?
C16 C15 C14 119.66(17) . . ?
F00B C4 C5 120.68(17) . . ?
F00B C4 C3 120.63(17) . . ?
C5 C4 C3 118.68(16) . . ?
F004 C12 C7 122.08(15) . . ?
F004 C12 C11 113.54(17) . . ?
C11 C12 C7 124.36(18) . . ?
F007 C5 C6 120.08(16) . . ?
F007 C5 C4 119.64(16) . . ?
C4 C5 C6 120.29(16) . . ?
F00C C3 C2 120.56(17) . . ?
F00C C3 C4 120.12(17) . . ?
C2 C3 C4 119.32(17) . . ?
F00D C16 C17 120.55(17) . . ?
F00D C16 C15 120.47(17) . . ?
C15 C16 C17 118.97(17) . . ?
N1 C19 C24 106.12(16) . . ?
N1 C19 C20 132.54(16) . . ?
C24 C19 C20 121.34(17) . . ?
F006 C8 C7 119.80(17) . . ?
F006 C8 C9 116.08(17) . . ?
C9 C8 C7 124.08(19) . . ?
N3 C24 C19 104.33(16) . . ?
N3 C24 C23 133.70(19) . . ?
C19 C24 C23 121.9(2) . . ?
F009 C11 C12 119.79(18) . . ?
F009 C11 C10 120.45(18) . . ?
C10 C11 C12 119.8(2) . . ?
C19 C20 H20 121.8 . . ?
C21 C20 C19 116.33(18) . . ?
C21 C20 H20 121.8 . . ?
F00E C9 C8 120.2(2) . . ?
F00E C9 C10 119.89(19) . . ?
C10 C9 C8 119.92(18) . . ?
F00F C10 C11 120.4(2) . . ?
F00F C10 C9 120.9(2) . . ?
C11 C10 C9 118.75(18) . . ?
C20 C21 H21 119.0 . . ?
C20 C21 C22 121.9(2) . . ?
C22 C21 H21 119.0 . . ?
C24 C23 H23 122.0 . . ?
C22 C23 C24 116.09(19) . . ?
C22 C23 H23 122.0 . . ?
C21 C22 H22 118.9 . . ?
C23 C22 C21 122.25(19) . . ?
C23 C22 H22 118.9 . . ?
N1 B1 C1 101.50(13) . . ?
N1 B1 C13 110.21(14) . . ?
N1 B1 C7 110.11(14) . . ?
C1 B1 C7 112.69(15) . . ?
C13 B1 C1 115.57(14) . . ?
C13 B1 C7 106.70(14) . . ?

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
F001 C18 C17 F008 0.7(2) . . . . ?
F001 C18 C17 C16 179.68(15) . . . . ?
F002 C6 C5 F007 -3.4(2) . . . . ?
F002 C6 C5 C4 176.26(15) . . . . ?
F003 C2 C3 F00C 0.0(2) . . . . ?
F003 C2 C3 C4 179.60(16) . . . . ?
F004 C12 C11 F009 0.5(2) . . . . ?
F004 C12 C11 C10 -178.93(16) . . . . ?
F005 C14 C15 F00A 0.1(2) . . . . ?
F005 C14 C15 C16 179.99(15) . . . . ?
F006 C8 C9 F00E -1.5(3) . . . . ?
F006 C8 C9 C10 176.85(16) . . . . ?
F008 C17 C16 F00D -0.3(3) . . . . ?
F008 C17 C16 C15 178.32(16) . . . . ?
F009 C11 C10 F00F 0.3(3) . . . . ?
F009 C11 C10 C9 -178.90(16) . . . . ?
F00A C15 C16 F00D -0.2(3) . . . . ?
F00A C15 C16 C17 -178.88(16) . . . . ?
F00B C4 C5 F007 0.1(3) . . . . ?
F00B C4 C5 C6 -179.52(16) . . . . ?
F00B C4 C3 F00C 0.3(3) . . . . ?
F00B C4 C3 C2 -179.30(16) . . . . ?
F00E C9 C10 F00F -0.9(3) . . . . ?
F00E C9 C10 C11 178.22(17) . . . . ?
N1 N2 N3 C24 -1.0(2) . . . . ?
N1 C19 C24 N3 -2.0(2) . . . . ?
N1 C19 C24 C23 176.29(18) . . . . ?
N1 C19 C20 C21 -176.8(2) . . . . ?
N2 N1 C19 C24 1.6(2) . . . . ?
N2 N1 C19 C20 -178.3(2) . . . . ?
N2 N1 B1 C1 -129.30(17) . . . . ?
N2 N1 B1 C13 107.73(18) . . . . ?
N2 N1 B1 C7 -9.7(2) . . . . ?
N2 N3 C24 C19 1.9(2) . . . . ?
N2 N3 C24 C23 -176.1(2) . . . . ?
N3 C24 C23 C22 179.2(2) . . . . ?
C1 C6 C5 F007 178.63(15) . . . . ?
C1 C6 C5 C4 -1.7(3) . . . . ?
C1 C2 C3 F00C 179.66(16) . . . . ?
C1 C2 C3 C4 -0.8(3) . . . . ?
C13 C18 C17 F008 179.61(15) . . . . ?
C13 C18 C17 C16 -1.4(3) . . . . ?
C13 C14 C15 F00A -179.61(16) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C18 C13 C14 F005 178.18(15) . . . . ?
C18 C13 C14 C15 -2.2(2) . . . . ?
C18 C13 B1 N1 179.64(14) . . . . ?
C18 C13 B1 C1 65.3(2) . . . . ?
C18 C13 B1 C7 -60.82(19) . . . . ?
C18 C17 C16 F00D -179.32(15) . . . . ?
C18 C17 C16 C15 -0.7(3) . . . . ?
C6 C1 C2 F003 -179.46(14) . . . . ?
C6 C1 C2 C3 0.9(3) . . . . ?
C6 C1 B1 N1 -120.75(18) . . . . ?
C6 C1 B1 C13 -1.5(2) . . . . ?
C6 C1 B1 C7 121.52(18) . . . . ?
C2 C1 C6 F002 -177.54(14) . . . . ?
C2 C1 C6 C5 0.3(2) . . . . ?
C2 C1 B1 N1 53.79(19) . . . . ?
C2 C1 B1 C13 173.01(14) . . . . ?
C2 C1 B1 C7 -63.94(19) . . . . ?
C7 C12 C11 F009 179.27(16) . . . . ?
C7 C12 C11 C10 -0.2(3) . . . . ?
C7 C8 C9 F00E -179.06(16) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
C14 C13 C18 F001 -178.38(14) . . . . ?
C14 C13 C18 C17 2.7(2) . . . . ?
C14 C13 B1 N1 -5.0(2) . . . . ?
C14 C13 B1 C1 -119.26(18) . . . . ?
C14 C13 B1 C7 114.59(18) . . . . ?
C14 C15 C16 F00D 179.84(16) . . . . ?
C14 C15 C16 C17 1.2(3) . . . . ?
C12 C7 C8 F006 -176.46(15) . . . . ?
C12 C7 C8 C9 1.0(3) . . . . ?
C12 C7 B1 N1 -125.98(17) . . . . ?
C12 C7 B1 C1 -13.5(2) . . . . ?
C12 C7 B1 C13 114.41(18) . . . . ?
C12 C11 C10 F00F 179.72(17) . . . . ?
C12 C11 C10 C9 0.6(3) . . . . ?
C5 C4 C3 F00C 178.90(16) . . . . ?
C5 C4 C3 C2 -0.7(3) . . . . ?
C3 C4 C5 F007 -178.51(16) . . . . ?
C3 C4 C5 C6 1.9(3) . . . . ?
C19 N1 N2 N3 -0.4(2) . . . . ?
C19 N1 B1 C1 39.7(2) . . . . ?
C19 N1 B1 C13 -83.3(2) . . . . ?
C19 N1 B1 C7 159.24(16) . . . . ?
C19 C24 C23 C22 1.5(3) . . . . ?
C19 C20 C21 C22 -0.8(3) . . . . ?
C8 C7 C12 F004 178.06(15) . . . . ?
C8 C7 C12 C11 -0.6(3) . . . . ?
C8 C7 B1 N1 63.5(2) . . . . ?
C8 C7 B1 C1 176.06(15) . . . . ?
C8 C7 B1 C13 -56.1(2) . . . . ?
C8 C9 C10 F00F -179.30(17) . . . . ?
C8 C9 C10 C11 -0.1(3) . . . . ?
C24 C19 C20 C21 3.3(3) . . . . ?
C24 C23 C22 C21 1.1(3) . . . . ?
C20 C19 C24 N3 177.88(18) . . . . ?
C20 C19 C24 C23 -3.8(3) . . . . ?
C20 C21 C22 C23 -1.5(3) . . . . ?
B1 N1 N2 N3 170.04(16) . . . . ?
B1 N1 C19 C24 -168.54(16) . . . . ?
B1 N1 C19 C20 11.6(3) . . . . ?
B1 C1 C6 F002 -2.8(3) . . . . ?
B1 C1 C6 C5 175.10(16) . . . . ?
B1 C1 C2 F003 5.2(2) . . . . ?
B1 C1 C2 C3 -174.42(16) . . . . ?
B1 C13 C18 F001 -2.4(2) . . . . ?
B1 C13 C18 C17 178.75(16) . . . . ?
B1 C13 C14 F005 2.6(3) . . . . ?
B1 C13 C14 C15 -177.78(16) . . . . ?
B1 C7 C12 F004 6.9(3) . . . . ?
B1 C7 C12 C11 -171.75(17) . . . . ?
B1 C7 C8 F006 -5.0(3) . . . . ?
B1 C7 C8 C9 172.51(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
