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

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 2032930'
loop_
_audit_author_name
_audit_author_address
Adduct-b
;Jilin University
China
;
_audit_update_record             
;
2021-07-23 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H22 F12 N2'
_chemical_formula_sum            'C42 H22 F12 N2'
_chemical_formula_weight         782.61

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.3007(12)
_cell_length_b                   18.4842(13)
_cell_length_c                   12.5889(9)
_cell_angle_alpha                90
_cell_angle_beta                 109.832(3)
_cell_angle_gamma                90
_cell_volume                     3568.1(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9950
_cell_measurement_theta_min      2.83
_cell_measurement_theta_max      26.37

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_F_000             1584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.129
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   'SADABS; Bruker, 2014'

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 VENTURE PHOTON II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53329
_diffrn_reflns_av_unetI/netI     0.0263
_diffrn_reflns_av_R_equivalents  0.0472
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.736
_diffrn_reflns_theta_max         26.376
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7269
_reflns_number_gt                4778
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker D8 Venture'
_computing_cell_refinement       'Bruker D8 Venture'
_computing_data_reduction        'Bruker D8 Venture'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0502P)²+1.0151P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0095(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7269
_refine_ls_number_parameters     641
_refine_ls_number_restraints     651
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1265
_refine_ls_wR_factor_gt          0.1016
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.00100(11) 0.27794(9) 0.53996(15) 0.0477(4) Uani 1 1 d . U . . .
H1 H 0.0125 0.3241 0.5191 0.057 Uiso 1 1 calc R U . . .
C2 C -0.06746(11) 0.23701(10) 0.46429(15) 0.0492(4) Uani 1 1 d . U . . .
C3 C -0.12293(13) 0.26653(12) 0.36157(16) 0.0617(5) Uani 1 1 d . U . . .
H3 H -0.1117 0.3124 0.3392 0.074 Uiso 1 1 calc R U . . .
C4 C -0.19273(14) 0.22809(14) 0.29515(19) 0.0747(6) Uani 1 1 d . U . . .
H4 H -0.2300 0.2484 0.2287 0.090 Uiso 1 1 calc R U . . .
C5 C -0.20871(14) 0.15845(15) 0.3262(2) 0.0790(7) Uani 1 1 d . U . . .
H5 H -0.2570 0.1329 0.2806 0.095 Uiso 1 1 calc R U . . .
C6 C -0.15470(16) 0.12779(14) 0.4219(2) 0.0806(7) Uani 1 1 d . U . . .
H6 H -0.1648 0.0805 0.4395 0.097 Uiso 1 1 calc R U . . .
C7 C -0.08318(13) 0.16643(11) 0.49567(17) 0.0605(5) Uani 1 1 d . U . . .
C8 C -0.02966(16) 0.13945(12) 0.60101(19) 0.0775(7) Uani 1 1 d . U . . .
H8 H -0.0384 0.0926 0.6218 0.093 Uiso 1 1 calc R U . . .
C9 C 0.03467(14) 0.18059(11) 0.67302(18) 0.0649(5) Uani 1 1 d . U . . .
H9 H 0.0683 0.1618 0.7427 0.078 Uiso 1 1 calc R U . . .
C10 C 0.05081(10) 0.25122(9) 0.64326(14) 0.0458(4) Uani 1 1 d . U . . .
C11 C 0.11627(10) 0.29669(9) 0.73029(14) 0.0435(4) Uani 1 1 d . U . . .
H11 H 0.1440 0.2687 0.7993 0.052 Uiso 1 1 calc R U . . .
C12 C 0.18706(10) 0.33913(9) 0.69477(13) 0.0424(4) Uani 1 1 d . U . . .
C13 C 0.13654(10) 0.41270(9) 0.69902(13) 0.0413(4) Uani 1 1 d . U . . .
H13 H 0.0996 0.4268 0.6227 0.050 Uiso 1 1 calc R U . . .
C14 C 0.08179(10) 0.37183(9) 0.75936(13) 0.0423(4) Uani 1 1 d . U . . .
C15 C 0.19097(10) 0.47513(9) 0.75781(15) 0.0469(4) Uani 1 1 d . U . . .
C16 C 0.22274(13) 0.52491(11) 0.69897(19) 0.0644(5) Uani 1 1 d . U . . .
H16 H 0.2060 0.5218 0.6208 0.077 Uiso 1 1 calc R U . . .
C17 C 0.27905(15) 0.57907(13) 0.7558(3) 0.0831(7) Uani 1 1 d . U . . .
H17 H 0.2999 0.6125 0.7158 0.100 Uiso 1 1 calc R U . . .
C18 C 0.30412(15) 0.58352(14) 0.8707(3) 0.0859(8) Uani 1 1 d . U . . .
H18 H 0.3427 0.6196 0.9088 0.103 Uiso 1 1 calc R U . . .
C19 C 0.27271(13) 0.53508(13) 0.9305(2) 0.0737(6) Uani 1 1 d . U . . .
H19 H 0.2905 0.5385 1.0088 0.088 Uiso 1 1 calc R U . . .
C20 C 0.21436(11) 0.48088(10) 0.87476(16) 0.0529(5) Uani 1 1 d . U . . .
C21 C 0.17562(12) 0.43183(11) 0.93546(15) 0.0576(5) Uani 1 1 d . U . . .
H21 H 0.1951 0.4344 1.0139 0.069 Uiso 1 1 calc R U . . .
C22 C 0.11412(11) 0.38370(10) 0.88509(14) 0.0502(4) Uani 1 1 d . U . . .
H22 H 0.0902 0.3563 0.9292 0.060 Uiso 1 1 calc R U . . .
C23 C -0.01602(10) 0.38030(10) 0.71579(14) 0.0461(4) Uani 1 1 d . U . . .
H23 H -0.0475 0.3411 0.7281 0.055 Uiso 1 1 calc R U . . .
C24 C -0.06335(10) 0.43642(9) 0.66200(14) 0.0456(4) Uani 1 1 d . U . . .
C25 C -0.16099(10) 0.43792(10) 0.62336(15) 0.0482(4) Uani 1 1 d . U . . .
C26 C -0.20350(12) 0.49877(11) 0.64331(17) 0.0570(5) Uani 1 1 d . U . . .
H26 H -0.1713 0.5392 0.6774 0.068 Uiso 1 1 calc R U . . .
C27 C -0.29355(12) 0.49962(12) 0.61282(18) 0.0624(5) Uani 1 1 d D U . . .
C28 C -0.34205(12) 0.44079(12) 0.55937(17) 0.0647(6) Uani 1 1 d . U . . .
H28 H -0.4025 0.4416 0.5384 0.078 Uiso 1 1 calc R U . . .
C29 C -0.30041(11) 0.38067(12) 0.53710(16) 0.0581(5) Uani 1 1 d D U . . .
C30 C -0.20968(11) 0.37907(11) 0.56878(15) 0.0524(4) Uani 1 1 d . U . . .
H30 H -0.1820 0.3385 0.5532 0.063 Uiso 1 1 calc R U . . .
C31 C -0.02519(11) 0.50202(11) 0.63852(16) 0.0511(4) Uani 1 1 d . U . . .
C32 C -0.3401(7) 0.5609(6) 0.6456(10) 0.089(5) Uani 0.5 1 d D U P A 1
C33 C -0.3507(6) 0.3138(6) 0.4829(8) 0.072(5) Uani 0.5 1 d D U P B 1
C34 C 0.28120(10) 0.33922(9) 0.77602(14) 0.0451(4) Uani 1 1 d . U . . .
C35 C 0.34297(11) 0.37606(11) 0.74264(16) 0.0564(5) Uani 1 1 d . U . . .
H35 H 0.3276 0.3939 0.6694 0.068 Uiso 1 1 calc R U . . .
C36 C 0.42651(12) 0.38633(13) 0.81669(18) 0.0676(6) Uani 1 1 d D U . . .
C37 C 0.45041(12) 0.36019(13) 0.92567(18) 0.0718(6) Uani 1 1 d . U . . .
H37 H 0.5064 0.3681 0.9762 0.086 Uiso 1 1 calc R U . . .
C38 C 0.39050(12) 0.32221(11) 0.95882(16) 0.0574(5) Uani 1 1 d D U . . .
C39 C 0.30599(11) 0.31137(10) 0.88424(15) 0.0491(4) Uani 1 1 d . U . . .
H39 H 0.2662 0.2853 0.9073 0.059 Uiso 1 1 calc R U . . .
C40 C 0.18641(11) 0.32307(10) 0.58031(16) 0.0507(4) Uani 1 1 d . U . . .
C41 C 0.4911(6) 0.4272(7) 0.7770(10) 0.111(6) Uani 0.5 1 d D U P C 1
C42 C 0.41484(15) 0.29441(17) 1.0765(2) 0.0781(7) Uani 1 1 d . U . . .
F1 F -0.3130(7) 0.6215(4) 0.6174(15) 0.190(6) Uani 0.5 1 d D U P A 1
F2 F -0.3267(6) 0.5591(5) 0.7534(5) 0.145(4) Uani 0.5 1 d D U P A 1
F3 F -0.4222(2) 0.5604(4) 0.5963(7) 0.1150(18) Uani 0.5 1 d D U P A 1
F4 F -0.4055(6) 0.2954(6) 0.5324(9) 0.165(5) Uani 0.5 1 d D U P B 1
F5 F -0.3971(7) 0.3210(5) 0.3793(6) 0.165(4) Uani 0.5 1 d D U P B 1
F6 F -0.3053(5) 0.2547(3) 0.4892(7) 0.119(2) Uani 0.5 1 d D U P B 1
F7 F 0.5379(7) 0.4705(7) 0.8547(7) 0.164(6) Uani 0.5 1 d D U P C 1
F8 F 0.5469(6) 0.3828(6) 0.7583(10) 0.200(5) Uani 0.5 1 d D U P C 1
F9 F 0.4545(6) 0.4733(5) 0.6938(8) 0.155(4) Uani 0.5 1 d D U P C 1
F10 F 0.3511(5) 0.2961(5) 1.1188(7) 0.103(2) Uani 0.5 1 d D U P D 1
F11 F 0.4346(7) 0.2254(5) 1.0866(9) 0.148(4) Uani 0.5 1 d D U P D 1
F12 F 0.4762(5) 0.3325(6) 1.1520(7) 0.148(4) Uani 0.5 1 d D U P D 1
N1 N -0.00055(12) 0.55620(10) 0.61700(18) 0.0740(5) Uani 1 1 d . U . . .
N2 N 0.18405(11) 0.31278(11) 0.48977(15) 0.0720(5) Uani 1 1 d . U . . .
C32A C -0.3349(6) 0.5667(5) 0.6402(9) 0.089(5) Uani 0.5 1 d D U P A 2
F1A F -0.2839(5) 0.6154(5) 0.6966(9) 0.135(3) Uani 0.5 1 d D U P A 2
F2A F -0.3819(12) 0.5514(4) 0.7014(17) 0.232(6) Uani 0.5 1 d D U P A 2
F3A F -0.3839(11) 0.6005(7) 0.5540(7) 0.243(5) Uani 0.5 1 d D U P A 2
C33A C -0.3569(7) 0.3187(6) 0.4805(9) 0.079(6) Uani 0.5 1 d D U P B 2
F4A F -0.3745(5) 0.2772(5) 0.5538(6) 0.127(4) Uani 0.5 1 d D U P B 2
F5A F -0.4291(4) 0.3380(5) 0.4085(7) 0.137(3) Uani 0.5 1 d D U P B 2
F6A F -0.3171(4) 0.2788(4) 0.4267(7) 0.123(3) Uani 0.5 1 d D U P B 2
C41A C 0.4916(6) 0.4308(6) 0.7858(9) 0.095(5) Uani 0.5 1 d D U P C 2
F7A F 0.5079(7) 0.4929(5) 0.8338(10) 0.163(5) Uani 0.5 1 d D U P C 2
F8A F 0.5684(4) 0.3995(5) 0.8126(8) 0.129(2) Uani 0.5 1 d D U P C 2
F9A F 0.4701(6) 0.4328(5) 0.6724(6) 0.135(3) Uani 0.5 1 d D U P C 2
F10A F 0.3671(6) 0.3212(7) 1.1284(8) 0.171(5) Uani 0.5 1 d D U P D 2
F11A F 0.4089(7) 0.2250(5) 1.0784(8) 0.139(4) Uani 0.5 1 d D U P D 2
F12A F 0.4971(4) 0.3046(5) 1.1336(7) 0.110(3) Uani 0.5 1 d D U P D 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
C1 C10 1.370(2) . ?
C1 C2 1.416(2) . ?
C1 H1 0.9300 . ?
C2 C7 1.411(3) . ?
C2 C3 1.412(3) . ?
C3 C4 1.361(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.395(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.352(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.413(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.408(3) . ?
C8 C9 1.362(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.407(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.501(2) . ?
C11 C12 1.580(2) . ?
C11 C14 1.587(2) . ?
C11 H11 0.9800 . ?
C12 C40 1.468(2) . ?
C12 C34 1.528(2) . ?
C12 C13 1.600(2) . ?
C13 C15 1.490(2) . ?
C13 C14 1.550(2) . ?
C13 H13 0.9800 . ?
C14 C22 1.505(2) . ?
C14 C23 1.508(2) . ?
C15 C16 1.387(3) . ?
C15 C20 1.394(3) . ?
C16 C17 1.382(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.365(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.376(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.396(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.460(3) . ?
C21 C22 1.329(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24 1.332(2) . ?
C23 H23 0.9300 . ?
C24 C31 1.439(3) . ?
C24 C25 1.498(2) . ?
C25 C30 1.384(3) . ?
C25 C26 1.388(3) . ?
C26 C27 1.386(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.378(3) . ?
C27 C32 1.497(10) . ?
C27 C32A 1.506(8) . ?
C28 C29 1.380(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.395(2) . ?
C29 C33A 1.491(10) . ?
C29 C33 1.512(8) . ?
C30 H30 0.9300 . ?
C31 N1 1.145(2) . ?
C32 F3 1.270(11) . ?
C32 F1 1.297(11) . ?
C32 F2 1.300(11) . ?
C33 F5 1.273(10) . ?
C33 F4 1.297(10) . ?
C33 F6 1.307(11) . ?
C34 C39 1.382(2) . ?
C34 C35 1.393(2) . ?
C35 C36 1.378(2) . ?
C35 H35 0.9300 . ?
C36 C37 1.380(3) . ?
C36 C41A 1.494(9) . ?
C36 C41 1.511(8) . ?
C37 C38 1.377(3) . ?
C37 H37 0.9300 . ?
C38 C39 1.393(2) . ?
C38 C42 1.490(3) . ?
C39 H39 0.9300 . ?
C40 N2 1.143(2) . ?
C41 F7 1.293(11) . ?
C41 F8 1.305(12) . ?
C41 F9 1.325(12) . ?
C42 F10A 1.273(9) . ?
C42 F11A 1.287(9) . ?
C42 F12A 1.302(7) . ?
C42 F11 1.312(9) . ?
C42 F10 1.318(8) . ?
C42 F12 1.325(8) . ?
C32A F1A 1.267(11) . ?
C32A F3A 1.272(11) . ?
C32A F2A 1.290(11) . ?
C33A F5A 1.269(11) . ?
C33A F4A 1.304(11) . ?
C33A F6A 1.313(11) . ?
C41A F7A 1.282(11) . ?
C41A F8A 1.315(10) . ?
C41A F9A 1.349(11) . ?

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
C10 C1 C2 121.60(16) . . ?
C10 C1 H1 119.2 . . ?
C2 C1 H1 119.2 . . ?
C7 C2 C3 119.53(17) . . ?
C7 C2 C1 118.82(17) . . ?
C3 C2 C1 121.56(17) . . ?
C4 C3 C2 120.2(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.4(2) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 120.6(2) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C5 C6 C7 121.1(2) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C2 118.54(17) . . ?
C8 C7 C6 123.3(2) . . ?
C2 C7 C6 118.1(2) . . ?
C9 C8 C7 121.34(19) . . ?
C9 C8 H8 119.3 . . ?
C7 C8 H8 119.3 . . ?
C8 C9 C10 120.80(19) . . ?
C8 C9 H9 119.6 . . ?
C10 C9 H9 119.6 . . ?
C1 C10 C9 118.87(16) . . ?
C1 C10 C11 122.45(15) . . ?
C9 C10 C11 118.42(16) . . ?
C10 C11 C12 118.56(14) . . ?
C10 C11 C14 116.03(13) . . ?
C12 C11 C14 88.88(12) . . ?
C10 C11 H11 110.6 . . ?
C12 C11 H11 110.6 . . ?
C14 C11 H11 110.6 . . ?
C40 C12 C34 109.17(13) . . ?
C40 C12 C11 114.50(14) . . ?
C34 C12 C11 118.36(13) . . ?
C40 C12 C13 111.86(14) . . ?
C34 C12 C13 112.83(13) . . ?
C11 C12 C13 88.79(11) . . ?
C15 C13 C14 118.60(14) . . ?
C15 C13 C12 116.63(13) . . ?
C14 C13 C12 89.46(12) . . ?
C15 C13 H13 110.2 . . ?
C14 C13 H13 110.2 . . ?
C12 C13 H13 110.2 . . ?
C22 C14 C23 108.49(13) . . ?
C22 C14 C13 112.94(14) . . ?
C23 C14 C13 118.98(13) . . ?
C22 C14 C11 110.18(13) . . ?
C23 C14 C11 114.86(13) . . ?
C13 C14 C11 90.33(12) . . ?
C16 C15 C20 119.70(17) . . ?
C16 C15 C13 121.05(17) . . ?
C20 C15 C13 119.14(16) . . ?
C17 C16 C15 120.4(2) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C18 C17 C16 120.0(2) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 120.5(2) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
C18 C19 C20 120.5(2) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C15 C20 C19 118.79(19) . . ?
C15 C20 C21 119.56(16) . . ?
C19 C20 C21 121.62(19) . . ?
C22 C21 C20 123.77(17) . . ?
C22 C21 H21 118.1 . . ?
C20 C21 H21 118.1 . . ?
C21 C22 C14 122.52(17) . . ?
C21 C22 H22 118.7 . . ?
C14 C22 H22 118.7 . . ?
C24 C23 C14 128.61(16) . . ?
C24 C23 H23 115.7 . . ?
C14 C23 H23 115.7 . . ?
C23 C24 C31 123.00(15) . . ?
C23 C24 C25 123.20(16) . . ?
C31 C24 C25 113.78(15) . . ?
C30 C25 C26 119.30(16) . . ?
C30 C25 C24 120.91(16) . . ?
C26 C25 C24 119.79(16) . . ?
C27 C26 C25 120.40(19) . . ?
C27 C26 H26 119.8 . . ?
C25 C26 H26 119.8 . . ?
C28 C27 C26 120.31(19) . . ?
C28 C27 C32 118.1(5) . . ?
C26 C27 C32 121.4(5) . . ?
C28 C27 C32A 122.3(5) . . ?
C26 C27 C32A 117.4(5) . . ?
C27 C28 C29 119.63(17) . . ?
C27 C28 H28 120.2 . . ?
C29 C28 H28 120.2 . . ?
C28 C29 C30 120.38(19) . . ?
C28 C29 C33A 116.7(5) . . ?
C30 C29 C33A 122.9(5) . . ?
C28 C29 C33 121.4(5) . . ?
C30 C29 C33 118.1(5) . . ?
C25 C30 C29 119.93(18) . . ?
C25 C30 H30 120.0 . . ?
C29 C30 H30 120.0 . . ?
N1 C31 C24 175.24(19) . . ?
F3 C32 F1 105.8(9) . . ?
F3 C32 F2 106.5(9) . . ?
F1 C32 F2 110.9(10) . . ?
F3 C32 C27 114.1(8) . . ?
F1 C32 C27 109.1(8) . . ?
F2 C32 C27 110.3(8) . . ?
F5 C33 F4 104.7(9) . . ?
F5 C33 F6 106.1(8) . . ?
F4 C33 F6 102.7(9) . . ?
F5 C33 C29 114.8(8) . . ?
F4 C33 C29 110.7(8) . . ?
F6 C33 C29 116.5(7) . . ?
C39 C34 C35 118.67(16) . . ?
C39 C34 C12 123.41(15) . . ?
C35 C34 C12 117.57(15) . . ?
C36 C35 C34 120.85(18) . . ?
C36 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C35 C36 C37 120.35(19) . . ?
C35 C36 C41A 121.7(4) . . ?
C37 C36 C41A 117.8(4) . . ?
C35 C36 C41 119.0(5) . . ?
C37 C36 C41 120.7(5) . . ?
C38 C37 C36 119.31(17) . . ?
C38 C37 H37 120.3 . . ?
C36 C37 H37 120.3 . . ?
C37 C38 C39 120.64(18) . . ?
C37 C38 C42 120.03(18) . . ?
C39 C38 C42 119.30(19) . . ?
C34 C39 C38 120.14(17) . . ?
C34 C39 H39 119.9 . . ?
C38 C39 H39 119.9 . . ?
N2 C40 C12 177.5(2) . . ?
F7 C41 F8 104.9(9) . . ?
F7 C41 F9 101.1(10) . . ?
F8 C41 F9 114.6(11) . . ?
F7 C41 C36 111.0(9) . . ?
F8 C41 C36 110.6(9) . . ?
F9 C41 C36 113.9(8) . . ?
F10A C42 F11A 108.4(7) . . ?
F10A C42 F12A 110.8(6) . . ?
F11A C42 F12A 101.7(6) . . ?
F11 C42 F10 100.7(6) . . ?
F11 C42 F12 110.3(6) . . ?
F10 C42 F12 101.8(6) . . ?
F10A C42 C38 111.9(5) . . ?
F11A C42 C38 111.4(5) . . ?
F12A C42 C38 112.1(5) . . ?
F11 C42 C38 113.9(5) . . ?
F10 C42 C38 114.4(4) . . ?
F12 C42 C38 114.3(5) . . ?
F1A C32A F3A 103.4(10) . . ?
F1A C32A F2A 103.3(10) . . ?
F3A C32A F2A 106.8(9) . . ?
F1A C32A C27 117.0(7) . . ?
F3A C32A C27 114.2(8) . . ?
F2A C32A C27 111.1(8) . . ?
F5A C33A F4A 107.3(9) . . ?
F5A C33A F6A 106.9(9) . . ?
F4A C33A F6A 107.5(10) . . ?
F5A C33A C29 113.5(9) . . ?
F4A C33A C29 111.2(8) . . ?
F6A C33A C29 110.1(8) . . ?
F7A C41A F8A 104.2(9) . . ?
F7A C41A F9A 114.3(9) . . ?
F8A C41A F9A 99.6(9) . . ?
F7A C41A C36 114.9(10) . . ?
F8A C41A C36 112.9(7) . . ?
F9A C41A C36 109.8(8) . . ?

_refine_diff_density_max         0.155
_refine_diff_density_min         -0.151
_refine_diff_density_rms         0.032



####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2032927'
loop_
_audit_author_name
_audit_author_address
Adduct-a
;Jilin University
China
;
_audit_update_record             
;
2021-07-23 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C42 H22 F12 N2'
_chemical_formula_sum            'C42 H22 F12 N2'
_chemical_formula_weight         782.61

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.6239(3)
_cell_length_b                   11.3191(6)
_cell_length_c                   12.9368(7)
_cell_angle_alpha                67.4855(17)
_cell_angle_beta                 84.6786(17)
_cell_angle_gamma                89.830(2)
_cell_volume                     891.61(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    98(2)
_cell_measurement_reflns_used    8579
_cell_measurement_theta_min      3.05
_cell_measurement_theta_max      57.75

_exptl_crystal_description       BLOCK
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_F_000             396
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.129
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      98(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 VENTURE PHOTON II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27462
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.050
_diffrn_reflns_theta_max         25.730
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             3349
_reflns_number_gt                2449
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker D8 Venture'
_computing_cell_refinement       'Bruker D8 Venture'
_computing_data_reduction        'Bruker D8 Venture'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0581P)²+0.4598P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.021(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3349
_refine_ls_number_parameters     310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0789
_refine_ls_R_factor_gt           0.0539
_refine_ls_wR_factor_ref         0.1448
_refine_ls_wR_factor_gt          0.1292
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
C1 C 0.3531(5) 0.5478(2) 0.1142(2) 0.0607(7) Uani 1 1 d . . . . .
C2 C 0.2057(6) 0.4575(3) 0.1165(3) 0.0863(10) Uani 1 1 d . . . . .
H2 H 0.0876 0.4856 0.0786 0.104 Uiso 1 1 calc R U . . .
C3 C 0.2310(8) 0.3293(3) 0.1730(3) 0.1089(14) Uani 1 1 d . . . . .
H3 H 0.1298 0.2689 0.1752 0.131 Uiso 1 1 calc R U . . .
C4 C 0.4054(9) 0.2875(3) 0.2272(3) 0.1117(16) Uani 1 1 d . . . . .
H4 H 0.4227 0.1983 0.2648 0.134 Uiso 1 1 calc R U . . .
C5 C 0.5503(7) 0.3711(3) 0.2276(3) 0.0906(11) Uani 1 1 d . . . . .
H5 H 0.6669 0.3403 0.2660 0.109 Uiso 1 1 calc R U . . .
C6 C 0.5290(5) 0.5058(2) 0.1704(2) 0.0645(7) Uani 1 1 d . . . . .
C7 C 0.6711(4) 0.5971(3) 0.1713(2) 0.0635(7) Uani 1 1 d . . . . .
H7 H 0.7886 0.5694 0.2097 0.076 Uiso 1 1 calc R U . . .
C8 C 0.6434(4) 0.7246(2) 0.11806(19) 0.0514(6) Uani 1 1 d . . . . .
H8 H 0.7412 0.7846 0.1202 0.062 Uiso 1 1 calc R U . . .
C9 C 0.4696(3) 0.7691(2) 0.05922(17) 0.0409(5) Uani 1 1 d . . . . .
C10 C 0.3296(4) 0.6816(2) 0.05812(19) 0.0488(6) Uani 1 1 d . . . . .
H10 H 0.2133 0.7107 0.0189 0.059 Uiso 1 1 calc R U . . .
C11 C 0.4277(3) 0.90923(18) 0.00422(16) 0.0346(5) Uani 1 1 d . . . . .
H11 H 0.3009 0.9175 -0.0340 0.042 Uiso 1 1 calc R U . . .
C12 C 0.4079(3) 0.99259(19) 0.07960(17) 0.0356(5) Uani 1 1 d . . . . .
C13 C 0.2035(3) 1.0422(2) 0.08247(18) 0.0401(5) Uani 1 1 d . . . . .
C14 C 0.4513(3) 0.92661(19) 0.20239(17) 0.0373(5) Uani 1 1 d . . . . .
C15 C 0.3299(3) 0.8198(2) 0.27031(18) 0.0464(6) Uani 1 1 d . . . . .
H15 H 0.2238 0.7915 0.2398 0.056 Uiso 1 1 calc R U . . .
C16 C 0.3627(4) 0.7548(2) 0.3815(2) 0.0536(6) Uani 1 1 d . . . . .
C17 C 0.5127(4) 0.7958(2) 0.4284(2) 0.0574(6) Uani 1 1 d . . . . .
H17 H 0.5352 0.7507 0.5049 0.069 Uiso 1 1 calc R U . . .
C18 C 0.6298(3) 0.9039(2) 0.36202(19) 0.0488(6) Uani 1 1 d . . . . .
C19 C 0.5993(3) 0.9689(2) 0.24960(17) 0.0411(5) Uani 1 1 d . . . . .
H19 H 0.6810 1.0430 0.2050 0.049 Uiso 1 1 calc R U . . .
C20 C 0.2301(6) 0.6382(3) 0.4502(3) 0.0817(9) Uani 1 1 d . . . . .
C21 C 0.7879(4) 0.9564(3) 0.4105(2) 0.0647(7) Uani 1 1 d . . . . .
F1 F 0.252(3) 0.5484(13) 0.4086(9) 0.136(7) Uani 0.490(18) 1 d . . P A 1
F2 F 0.0452(17) 0.6597(15) 0.450(3) 0.203(10) Uani 0.490(18) 1 d . . P A 1
F3 F 0.279(4) 0.5809(13) 0.5506(8) 0.140(6) Uani 0.490(18) 1 d . . P A 1
F1' F 0.316(2) 0.5354(8) 0.471(3) 0.223(10) Uani 0.510(18) 1 d . . P A 2
F2' F 0.063(2) 0.6321(14) 0.4096(8) 0.128(7) Uani 0.510(18) 1 d . . P A 2
F3' F 0.157(3) 0.645(2) 0.5473(10) 0.154(6) Uani 0.510(18) 1 d . . P A 2
F4 F 0.9574(16) 0.9840(18) 0.3513(8) 0.130(6) Uani 0.46(2) 1 d . . P B 1
F5 F 0.7245(18) 1.041(2) 0.440(2) 0.151(6) Uani 0.46(2) 1 d . . P B 1
F6 F 0.839(3) 0.8621(16) 0.5057(14) 0.147(6) Uani 0.46(2) 1 d . . P B 1
F4' F 0.9670(12) 0.9383(17) 0.3774(14) 0.140(5) Uani 0.54(2) 1 d . . P B 2
F5' F 0.787(2) 1.0849(7) 0.3763(12) 0.115(4) Uani 0.54(2) 1 d . . P B 2
F6' F 0.770(2) 0.9161(18) 0.5179(6) 0.129(5) Uani 0.54(2) 1 d . . P B 2
N1 N 0.0428(3) 1.0771(2) 0.08803(18) 0.0570(6) Uani 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
C1 C2 1.406(4) . ?
C1 C6 1.414(4) . ?
C1 C10 1.422(3) . ?
C2 C3 1.370(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.394(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.351(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.430(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.404(4) . ?
C7 C8 1.361(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.422(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.364(3) . ?
C9 C11 1.507(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.569(3) 2_675 ?
C11 C12 1.593(3) . ?
C11 H11 1.0000 . ?
C12 C13 1.467(3) . ?
C12 C14 1.529(3) . ?
C12 C11 1.569(3) 2_675 ?
C13 N1 1.140(3) . ?
C14 C19 1.379(3) . ?
C14 C15 1.393(3) . ?
C15 C16 1.380(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.378(3) . ?
C16 C20 1.506(4) . ?
C17 C18 1.383(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.390(3) . ?
C18 C21 1.501(3) . ?
C19 H19 0.9500 . ?
C20 F1' 1.237(10) . ?
C20 F2 1.248(12) . ?
C20 F2' 1.284(9) . ?
C20 F3 1.281(9) . ?
C20 F1 1.322(10) . ?
C20 F3' 1.335(11) . ?
C21 F5 1.214(10) . ?
C21 F4' 1.267(8) . ?
C21 F4 1.267(8) . ?
C21 F6' 1.279(8) . ?
C21 F5' 1.349(8) . ?
C21 F6 1.357(11) . ?

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
C2 C1 C6 119.7(3) . . ?
C2 C1 C10 121.8(3) . . ?
C6 C1 C10 118.5(2) . . ?
C3 C2 C1 120.4(4) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.0(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 121.4(3) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 120.3(4) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C7 C6 C1 119.1(2) . . ?
C7 C6 C5 122.8(3) . . ?
C1 C6 C5 118.1(3) . . ?
C8 C7 C6 121.1(2) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 120.8(2) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C10 C9 C8 118.8(2) . . ?
C10 C9 C11 118.62(19) . . ?
C8 C9 C11 122.46(19) . . ?
C9 C10 C1 121.7(2) . . ?
C9 C10 H10 119.2 . . ?
C1 C10 H10 119.2 . . ?
C9 C11 C12 121.39(16) . 2_675 ?
C9 C11 C12 118.82(16) . . ?
C12 C11 C12 90.33(14) 2_675 . ?
C9 C11 H11 108.3 . . ?
C12 C11 H11 108.3 2_675 . ?
C12 C11 H11 108.3 . . ?
C13 C12 C14 105.87(16) . . ?
C13 C12 C11 114.95(16) . 2_675 ?
C14 C12 C11 117.92(15) . 2_675 ?
C13 C12 C11 111.05(16) . . ?
C14 C12 C11 117.08(16) . . ?
C11 C12 C11 89.67(14) 2_675 . ?
N1 C13 C12 177.6(2) . . ?
C19 C14 C15 118.70(19) . . ?
C19 C14 C12 123.69(18) . . ?
C15 C14 C12 117.60(18) . . ?
C16 C15 C14 120.5(2) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 H15 119.7 . . ?
C17 C16 C15 120.8(2) . . ?
C17 C16 C20 121.0(2) . . ?
C15 C16 C20 118.2(2) . . ?
C16 C17 C18 118.8(2) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C17 C18 C19 120.7(2) . . ?
C17 C18 C21 120.9(2) . . ?
C19 C18 C21 118.4(2) . . ?
C14 C19 C18 120.4(2) . . ?
C14 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
F1' C20 F2' 109.1(11) . . ?
F2 C20 F3 111.0(9) . . ?
F2 C20 F1 104.6(11) . . ?
F3 C20 F1 102.4(7) . . ?
F1' C20 F3' 108.3(10) . . ?
F2' C20 F3' 99.5(8) . . ?
F1' C20 C16 114.4(6) . . ?
F2 C20 C16 113.2(6) . . ?
F2' C20 C16 114.3(5) . . ?
F3 C20 C16 113.5(6) . . ?
F1 C20 C16 111.1(5) . . ?
F3' C20 C16 110.0(7) . . ?
F5 C21 F4 114.0(9) . . ?
F4' C21 F6' 108.7(7) . . ?
F4' C21 F5' 102.4(7) . . ?
F6' C21 F5' 104.2(7) . . ?
F5 C21 F6 105.4(8) . . ?
F4 C21 F6 101.1(8) . . ?
F5 C21 C18 112.4(5) . . ?
F4' C21 C18 112.7(5) . . ?
F4 C21 C18 114.0(5) . . ?
F6' C21 C18 114.9(4) . . ?
F5' C21 C18 112.9(4) . . ?
F6 C21 C18 108.8(6) . . ?

_refine_diff_density_max         0.160
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.035



####################################################################### 
# 
# 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_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2113420'
loop_
_audit_author_name
_audit_author_address
BNA-b-RT
;Jilin University
China
;
_audit_update_record             
;
2021-10-01 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H11 F6 N'
_chemical_formula_sum            'C21 H11 F6 N'
_chemical_formula_weight         391.31

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   8.4375(3)
_cell_length_b                   15.1706(7)
_cell_length_c                   13.3563(6)
_cell_angle_alpha                90
_cell_angle_beta                 96.315(2)
_cell_angle_gamma                90
_cell_volume                     1699.26(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7751
_cell_measurement_theta_min      2.69
_cell_measurement_theta_max      27.38

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.136
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   'SADABS; Bruker, 2014'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 VENTURE PHOTON II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25701
_diffrn_reflns_av_unetI/netI     0.0274
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.685
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3894
_reflns_number_gt                2547
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker D8 Venture'
_computing_cell_refinement       'Bruker D8 Venture'
_computing_data_reduction        'Bruker D8 Venture'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1013P)²+1.5234P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3894
_refine_ls_number_parameters     279
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0685
_refine_ls_wR_factor_ref         0.2209
_refine_ls_wR_factor_gt          0.1792
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
C1 C 0.4070(4) 1.31405(18) 0.3237(2) 0.0503(7) Uani 1 1 d . . . . .
H1 H 0.3596 1.3580 0.3587 0.060 Uiso 1 1 calc R U . . .
C2 C 0.4989(4) 1.3366(2) 0.2513(2) 0.0566(8) Uani 1 1 d . . . . .
H2 H 0.5141 1.3958 0.2370 0.068 Uiso 1 1 calc R U . . .
C3 C 0.5720(4) 1.2712(2) 0.1972(2) 0.0609(8) Uani 1 1 d . . . . .
H3 H 0.6363 1.2873 0.1480 0.073 Uiso 1 1 calc R U . . .
C4 C 0.5484(4) 1.1842(2) 0.2171(2) 0.0545(7) Uani 1 1 d . . . . .
H4 H 0.5957 1.1413 0.1805 0.065 Uiso 1 1 calc R U . . .
C5 C 0.4535(3) 1.15875(17) 0.29216(19) 0.0421(6) Uani 1 1 d . . . . .
C6 C 0.3815(3) 1.22501(17) 0.3473(2) 0.0427(6) Uani 1 1 d . . . . .
C7 C 0.2889(3) 1.19759(17) 0.4239(2) 0.0494(7) Uani 1 1 d . . . . .
H7 H 0.2411 1.2404 0.4604 0.059 Uiso 1 1 calc R U . . .
C8 C 0.2670(3) 1.11161(18) 0.4461(2) 0.0488(7) Uani 1 1 d . . . . .
H8 H 0.2063 1.0965 0.4976 0.059 Uiso 1 1 calc R U . . .
C9 C 0.3368(3) 1.04408(17) 0.3908(2) 0.0439(6) Uani 1 1 d . . . . .
C10 C 0.4263(3) 1.06947(17) 0.3157(2) 0.0462(6) Uani 1 1 d . . . . .
H10 H 0.4711 1.0259 0.2787 0.055 Uiso 1 1 calc R U . . .
C11 C 0.3218(3) 0.94966(16) 0.4081(2) 0.0432(6) Uani 1 1 d . . . . .
H11 H 0.3617 0.9149 0.3593 0.052 Uiso 1 1 calc R U . . .
C12 C 0.2613(3) 0.90270(16) 0.48101(19) 0.0388(5) Uani 1 1 d . . . . .
C13 C 0.2631(3) 0.80493(15) 0.48449(18) 0.0371(5) Uani 1 1 d . . . . .
C14 C 0.1715(3) 0.75873(16) 0.54753(19) 0.0405(6) Uani 1 1 d . . . . .
H14 H 0.1088 0.7896 0.5887 0.049 Uiso 1 1 calc R U . . .
C15 C 0.1725(3) 0.66748(17) 0.5498(2) 0.0424(6) Uani 1 1 d . . . . .
C16 C 0.2655(3) 0.62003(17) 0.48995(19) 0.0431(6) Uani 1 1 d . . . . .
H16 H 0.2655 0.5587 0.4913 0.052 Uiso 1 1 calc R U . . .
C17 C 0.3584(3) 0.66525(16) 0.42812(19) 0.0406(6) Uani 1 1 d . . . . .
C18 C 0.3577(3) 0.75603(16) 0.42481(19) 0.0393(6) Uani 1 1 d . . . . .
H18 H 0.4208 0.7852 0.3825 0.047 Uiso 1 1 calc R U . . .
C19 C 0.1922(4) 0.94525(17) 0.5612(2) 0.0486(7) Uani 1 1 d . . . . .
C20 C 0.0708(4) 0.6185(2) 0.6149(3) 0.0579(8) Uani 1 1 d . . . . .
C21 C 0.4678(4) 0.61555(18) 0.3677(2) 0.0536(7) Uani 1 1 d . . . . .
F1 F -0.0685(4) 0.5956(2) 0.5641(2) 0.0995(11) Uani 0.938(6) 1 d . . P A 1
F2 F 0.1366(4) 0.54433(19) 0.6487(3) 0.1177(15) Uani 0.938(6) 1 d . . P A 1
F3 F 0.0329(4) 0.66410(17) 0.6918(2) 0.0965(12) Uani 0.938(6) 1 d . . P A 1
F1' F 0.015(5) 0.546(3) 0.585(3) 0.068(11) Uiso 0.062(6) 1 d . . P A 2
F2' F 0.140(4) 0.601(3) 0.706(3) 0.068(11) Uiso 0.062(6) 1 d . . P A 2
F3' F -0.061(7) 0.646(4) 0.625(5) 0.110(17) Uiso 0.062(6) 1 d . . P A 2
F4 F 0.4158(4) 0.53574(17) 0.3431(3) 0.1050(13) Uani 0.934(5) 1 d . . P B 1
F5 F 0.4912(4) 0.65376(17) 0.2832(2) 0.1001(13) Uani 0.934(5) 1 d . . P B 1
F6 F 0.6097(3) 0.6040(2) 0.4184(2) 0.1080(13) Uani 0.934(5) 1 d . . P B 1
F4' F 0.512(3) 0.5437(18) 0.409(2) 0.049(8) Uiso 0.066(5) 1 d . . P B 2
F5' F 0.411(4) 0.589(3) 0.290(3) 0.082(12) Uiso 0.066(5) 1 d . . P B 2
F6' F 0.591(4) 0.663(2) 0.353(3) 0.063(9) Uiso 0.066(5) 1 d . . P B 2
N1 N 0.1362(4) 0.97658(19) 0.6256(2) 0.0810(10) Uani 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
C1 C2 1.348(4) . ?
C1 C6 1.409(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.409(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.366(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.404(4) . ?
C4 H4 0.9300 . ?
C5 C10 1.415(4) . ?
C5 C6 1.421(4) . ?
C6 C7 1.417(4) . ?
C7 C8 1.355(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.428(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.375(4) . ?
C9 C11 1.459(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.351(4) . ?
C11 H11 0.9300 . ?
C12 C19 1.428(4) . ?
C12 C13 1.484(3) . ?
C13 C14 1.393(3) . ?
C13 C18 1.401(3) . ?
C14 C15 1.385(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.383(4) . ?
C15 C20 1.486(4) . ?
C16 C17 1.382(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.378(3) . ?
C17 C21 1.495(4) . ?
C18 H18 0.9300 . ?
C19 N1 1.131(4) . ?
C20 F3' 1.21(6) . ?
C20 F1' 1.25(4) . ?
C20 F3 1.308(4) . ?
C20 F2 1.313(4) . ?
C20 F2' 1.31(3) . ?
C20 F1 1.336(5) . ?
C21 F5' 1.17(4) . ?
C21 F4' 1.26(3) . ?
C21 F6' 1.30(3) . ?
C21 F5 1.303(4) . ?
C21 F4 1.317(4) . ?
C21 F6 1.321(4) . ?
F1' F3' 1.76(7) . ?

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
C2 C1 C6 121.2(3) . . ?
C2 C1 H1 119.4 . . ?
C6 C1 H1 119.4 . . ?
C1 C2 C3 120.5(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 120.7(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C10 122.7(2) . . ?
C4 C5 C6 119.0(2) . . ?
C10 C5 C6 118.2(2) . . ?
C1 C6 C7 123.6(3) . . ?
C1 C6 C5 118.6(3) . . ?
C7 C6 C5 117.9(2) . . ?
C8 C7 C6 122.7(2) . . ?
C8 C7 H7 118.6 . . ?
C6 C7 H7 118.6 . . ?
C7 C8 C9 120.2(3) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 H8 119.9 . . ?
C10 C9 C8 117.9(2) . . ?
C10 C9 C11 117.1(2) . . ?
C8 C9 C11 125.1(2) . . ?
C9 C10 C5 123.1(2) . . ?
C9 C10 H10 118.5 . . ?
C5 C10 H10 118.5 . . ?
C12 C11 C9 132.7(2) . . ?
C12 C11 H11 113.6 . . ?
C9 C11 H11 113.6 . . ?
C11 C12 C19 121.3(2) . . ?
C11 C12 C13 123.1(2) . . ?
C19 C12 C13 115.6(2) . . ?
C14 C13 C18 117.8(2) . . ?
C14 C13 C12 121.2(2) . . ?
C18 C13 C12 121.1(2) . . ?
C15 C14 C13 120.9(2) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C16 C15 C14 120.7(2) . . ?
C16 C15 C20 118.6(2) . . ?
C14 C15 C20 120.7(2) . . ?
C17 C16 C15 118.9(2) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C18 C17 C16 121.0(2) . . ?
C18 C17 C21 119.2(2) . . ?
C16 C17 C21 119.8(2) . . ?
C17 C18 C13 120.8(2) . . ?
C17 C18 H18 119.6 . . ?
C13 C18 H18 119.6 . . ?
N1 C19 C12 178.0(3) . . ?
F3' C20 F1' 91(3) . . ?
F3 C20 F2 108.3(3) . . ?
F3' C20 F2' 107(3) . . ?
F1' C20 F2' 104(2) . . ?
F3 C20 F1 105.0(3) . . ?
F2 C20 F1 105.5(3) . . ?
F3' C20 C15 119(2) . . ?
F1' C20 C15 118.3(16) . . ?
F3 C20 C15 113.7(3) . . ?
F2 C20 C15 112.4(3) . . ?
F2' C20 C15 114.5(15) . . ?
F1 C20 C15 111.5(3) . . ?
F5' C21 F4' 99(2) . . ?
F5' C21 F6' 108(3) . . ?
F4' C21 F6' 110(2) . . ?
F5 C21 F4 105.7(3) . . ?
F5 C21 F6 106.8(3) . . ?
F4 C21 F6 105.3(3) . . ?
F5' C21 C17 115.9(19) . . ?
F4' C21 C17 112.0(12) . . ?
F6' C21 C17 111.1(13) . . ?
F5 C21 C17 113.9(2) . . ?
F4 C21 C17 112.9(3) . . ?
F6 C21 C17 111.6(3) . . ?
C20 F1' F3' 43(2) . . ?
C20 F3' F1' 45(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
C6 C1 C2 C3 0.0(5) . . . . ?
C1 C2 C3 C4 0.8(5) . . . . ?
C2 C3 C4 C5 -0.9(5) . . . . ?
C3 C4 C5 C10 -179.7(3) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C2 C1 C6 C7 178.7(3) . . . . ?
C2 C1 C6 C5 -0.7(4) . . . . ?
C4 C5 C6 C1 0.6(4) . . . . ?
C10 C5 C6 C1 -179.5(3) . . . . ?
C4 C5 C6 C7 -178.8(3) . . . . ?
C10 C5 C6 C7 1.1(4) . . . . ?
C1 C6 C7 C8 -179.3(3) . . . . ?
C5 C6 C7 C8 0.0(4) . . . . ?
C6 C7 C8 C9 -0.8(5) . . . . ?
C7 C8 C9 C10 0.4(4) . . . . ?
C7 C8 C9 C11 179.9(3) . . . . ?
C8 C9 C10 C5 0.8(4) . . . . ?
C11 C9 C10 C5 -178.7(3) . . . . ?
C4 C5 C10 C9 178.3(3) . . . . ?
C6 C5 C10 C9 -1.6(4) . . . . ?
C10 C9 C11 C12 170.8(3) . . . . ?
C8 C9 C11 C12 -8.7(5) . . . . ?
C9 C11 C12 C19 1.1(5) . . . . ?
C9 C11 C12 C13 -178.2(3) . . . . ?
C11 C12 C13 C14 -166.5(3) . . . . ?
C19 C12 C13 C14 14.2(4) . . . . ?
C11 C12 C13 C18 13.8(4) . . . . ?
C19 C12 C13 C18 -165.5(2) . . . . ?
C18 C13 C14 C15 -0.9(4) . . . . ?
C12 C13 C14 C15 179.4(2) . . . . ?
C13 C14 C15 C16 0.4(4) . . . . ?
C13 C14 C15 C20 -178.1(3) . . . . ?
C14 C15 C16 C17 0.4(4) . . . . ?
C20 C15 C16 C17 179.0(3) . . . . ?
C15 C16 C17 C18 -0.8(4) . . . . ?
C15 C16 C17 C21 176.1(3) . . . . ?
C16 C17 C18 C13 0.3(4) . . . . ?
C21 C17 C18 C13 -176.6(2) . . . . ?
C14 C13 C18 C17 0.6(4) . . . . ?
C12 C13 C18 C17 -179.8(2) . . . . ?
C16 C15 C20 F3' -141(4) . . . . ?
C14 C15 C20 F3' 37(4) . . . . ?
C16 C15 C20 F1' -32(2) . . . . ?
C14 C15 C20 F1' 147(2) . . . . ?
C16 C15 C20 F3 157.2(3) . . . . ?
C14 C15 C20 F3 -24.2(5) . . . . ?
C16 C15 C20 F2 33.8(5) . . . . ?
C14 C15 C20 F2 -147.6(3) . . . . ?
C16 C15 C20 F2' 91(2) . . . . ?
C14 C15 C20 F2' -91(2) . . . . ?
C16 C15 C20 F1 -84.4(4) . . . . ?
C14 C15 C20 F1 94.2(4) . . . . ?
C18 C17 C21 F5' -98(3) . . . . ?
C16 C17 C21 F5' 85(3) . . . . ?
C18 C17 C21 F4' 149.5(16) . . . . ?
C16 C17 C21 F4' -27.4(16) . . . . ?
C18 C17 C21 F6' 26.2(17) . . . . ?
C16 C17 C21 F6' -150.7(17) . . . . ?
C18 C17 C21 F5 -33.1(4) . . . . ?
C16 C17 C21 F5 150.0(3) . . . . ?
C18 C17 C21 F4 -153.7(3) . . . . ?
C16 C17 C21 F4 29.4(4) . . . . ?
C18 C17 C21 F6 87.9(3) . . . . ?
C16 C17 C21 F6 -89.0(4) . . . . ?
F2' C20 F1' F3' 108(3) . . . . ?
C15 C20 F1' F3' -124(3) . . . . ?
F2' C20 F3' F1' -105(3) . . . . ?
C15 C20 F3' F1' 124(2) . . . . ?

_refine_diff_density_max         0.424
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.056



####################################################################### 
# 
# 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_mo_WX0919_2_0m
_database_code_depnum_ccdc_archive 'CCDC 2032920'
loop_
_audit_author_name
_audit_author_address
BNA-a
;Jilin University
China
;
_audit_update_record             
;
2021-07-23 deposited with the CCDC.	2021-11-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H11 F6 N'
_chemical_formula_sum            'C21 H11 F6 N'
_chemical_formula_weight         391.31

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'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8885(8)
_cell_length_b                   9.5215(10)
_cell_length_c                   12.4914(13)
_cell_angle_alpha                94.944(4)
_cell_angle_beta                 94.830(4)
_cell_angle_gamma                110.235(4)
_cell_volume                     870.50(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    99(2)
_cell_measurement_reflns_used    8360
_cell_measurement_theta_min      2.90
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_F_000             396
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.133
_shelx_estimated_absorpt_T_min   0.983
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.983
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   'SADABS; Bruker, 2014'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      99(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'D8 VENTURE PHOTON II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26410
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.904
_diffrn_reflns_theta_max         27.501
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3988
_reflns_number_gt                2510
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'Bruker D8 Venture'
_computing_cell_refinement       'Bruker D8 Venture'
_computing_data_reduction        'Bruker D8 Venture'
_computing_structure_solution    'SHELXT-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0531P)²+0.3774P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.015(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3988
_refine_ls_number_parameters     259
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0536
_refine_ls_wR_factor_ref         0.1554
_refine_ls_wR_factor_gt          0.1274
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C6 C -0.01093(18) -0.13499(14) -0.22985(10) 0.0514(5) Uani 0.942(2) 1 d G . P A
1
C1 C -0.0965(2) -0.28399(15) -0.21234(10) 0.0538(5) Uani 0.942(2) 1 d G . P A 1
C2 C -0.2183(2) -0.38665(13) -0.29396(13) 0.0662(7) Uani 0.942(2) 1 d G . P A 1
H2 H -0.2768 -0.4885 -0.2820 0.079 Uiso 0.942(2) 1 calc R U P A 1
C3 C -0.2546(2) -0.34030(18) -0.39310(11) 0.0738(7) Uani 0.942(2) 1 d G . P A 1
H3 H -0.3379 -0.4105 -0.4489 0.089 Uiso 0.942(2) 1 calc R U P A 1
C4 C -0.1690(2) -0.1913(2) -0.41062(10) 0.0767(8) Uani 0.942(2) 1 d G . P A 1
H4 H -0.1938 -0.1596 -0.4784 0.092 Uiso 0.942(2) 1 calc R U P A 1
C5 C -0.0472(2) -0.08865(15) -0.32899(12) 0.0686(7) Uani 0.942(2) 1 d G . P A 1
H5 H 0.0113 0.0132 -0.3410 0.082 Uiso 0.942(2) 1 calc R U P A 1
C7 C 0.1135(3) -0.0324(2) -0.14491(17) 0.0529(5) Uani 0.942(2) 1 d . . P A 1
H7 H 0.1712 0.0698 -0.1564 0.063 Uiso 0.942(2) 1 calc R U P A 1
C8 C 0.1527(3) -0.0766(2) -0.04666(17) 0.0509(5) Uani 0.942(2) 1 d . . P A 1
C9 C 0.0613(3) -0.2272(3) -0.02954(19) 0.0595(6) Uani 0.942(2) 1 d . . P A 1
H9 H 0.0840 -0.2591 0.0385 0.071 Uiso 0.942(2) 1 calc R U P A 1
C10 C -0.0595(3) -0.3278(3) -0.10940(19) 0.0619(6) Uani 0.942(2) 1 d . . P A 1
H10 H -0.1198 -0.4287 -0.0960 0.074 Uiso 0.942(2) 1 calc R U P A 1
C11 C 0.2822(3) 0.0392(2) 0.03535(17) 0.0559(5) Uani 1 1 d . . . . .
H11 H 0.2972 0.1404 0.0251 0.067 Uiso 0.942(2) 1 calc R U P A 1
H11A H 0.2895 0.1413 0.0449 0.067 Uiso 0.058(2) 1 calc R U P A 2
C12 C 0.3822(3) 0.0233(2) 0.12235(16) 0.0528(5) Uani 1 1 d . . . . .
C13 C 0.3779(3) -0.1237(3) 0.1442(2) 0.0692(6) Uani 1 1 d . . . . .
C14 C 0.5072(3) 0.1516(2) 0.19997(16) 0.0502(5) Uani 1 1 d . . . . .
C15 C 0.5763(3) 0.2966(2) 0.17053(17) 0.0564(5) Uani 1 1 d . . . . .
H15 H 0.5457 0.3143 0.0990 0.068 Uiso 1 1 calc R U . . .
C16 C 0.6892(3) 0.4149(2) 0.24492(18) 0.0573(5) Uani 1 1 d . . . . .
C17 C 0.7378(3) 0.3918(2) 0.34886(17) 0.0573(5) Uani 1 1 d . . . . .
H17 H 0.8162 0.4736 0.3993 0.069 Uiso 1 1 calc R U . . .
C18 C 0.6708(3) 0.2485(2) 0.37836(16) 0.0535(5) Uani 1 1 d . . . . .
C19 C 0.5570(3) 0.1292(2) 0.30464(16) 0.0527(5) Uani 1 1 d . . . . .
H19 H 0.5125 0.0309 0.3260 0.063 Uiso 1 1 calc R U . . .
C20 C 0.7613(4) 0.5708(3) 0.2138(2) 0.0785(7) Uani 1 1 d . . . . .
C21 C 0.7137(3) 0.2240(3) 0.49220(19) 0.0682(6) Uani 1 1 d . . . . .
F1 F 0.6948(4) 0.5851(2) 0.11704(18) 0.1219(10) Uani 0.922(2) 1 d . . P B 1
F2 F 0.9408(3) 0.6240(2) 0.2182(2) 0.1232(9) Uani 0.922(2) 1 d . . P B 1
F3 F 0.7249(4) 0.6701(2) 0.28197(19) 0.1208(9) Uani 0.922(2) 1 d . . P B 1
F4 F 0.8710(2) 0.32208(19) 0.54009(13) 0.1045(6) Uani 1 1 d . . . . .
F5 F 0.5892(2) 0.2368(2) 0.55380(12) 0.1030(6) Uani 1 1 d . . . . .
F6 F 0.7189(3) 0.08823(18) 0.50083(13) 0.1044(6) Uani 1 1 d . . . . .
N1 N 0.3809(4) -0.2379(3) 0.1632(2) 0.1113(10) Uani 1 1 d . . . . .
C5A C -0.158(3) -0.4052(18) -0.1781(16) 0.060 Uiso 0.058(2) 1 d G U P A 2
H5A H -0.1496 -0.4600 -0.1190 0.072 Uiso 0.058(2) 1 calc R U P A 2
C4A C -0.273(3) -0.4776(18) -0.2722(18) 0.060 Uiso 0.058(2) 1 d G U P A 2
H4A H -0.3440 -0.5819 -0.2774 0.072 Uiso 0.058(2) 1 calc R U P A 2
C3A C -0.285(3) -0.397(2) -0.3586(16) 0.060 Uiso 0.058(2) 1 d G U P A 2
H3A H -0.3636 -0.4468 -0.4229 0.072 Uiso 0.058(2) 1 calc R U P A 2
C2A C -0.181(3) -0.245(2) -0.3509(13) 0.060 Uiso 0.058(2) 1 d G U P A 2
H2A H -0.1888 -0.1898 -0.4100 0.072 Uiso 0.058(2) 1 calc R U P A 2
C1A C -0.065(2) -0.1722(17) -0.2569(12) 0.060 Uiso 0.058(2) 1 d G U P A 2
C6A C -0.054(2) -0.2525(18) -0.1704(12) 0.060 Uiso 0.058(2) 1 d G U P A 2
C7A C 0.062(3) -0.180(2) -0.0764(13) 0.060 Uiso 0.058(2) 1 d G U P A 2
H7A H 0.0698 -0.2350 -0.0173 0.072 Uiso 0.058(2) 1 calc R U P A 2
C8A C 0.166(3) -0.027(2) -0.0687(16) 0.060 Uiso 0.058(2) 1 d G U P A 2
C9A C 0.154(3) 0.0528(19) -0.1551(19) 0.060 Uiso 0.058(2) 1 d G U P A 2
H9A H 0.2251 0.1571 -0.1499 0.072 Uiso 0.058(2) 1 calc R U P A 2
C10A C 0.039(3) -0.0196(18) -0.2492(16) 0.060 Uiso 0.058(2) 1 d G U P A 2
H10A H 0.0306 0.0353 -0.3083 0.072 Uiso 0.058(2) 1 calc R U P A 2
F1A F 0.859(3) 0.558(2) 0.1229(17) 0.080 Uiso 0.078(2) 1 d . U P B 2
F2A F 0.861(4) 0.663(2) 0.2816(18) 0.080 Uiso 0.078(2) 1 d . U P B 2
F3A F 0.632(3) 0.598(2) 0.177(2) 0.080 Uiso 0.078(2) 1 d . U P B 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
C6 C1 1.3900 . ?
C6 C5 1.3900 . ?
C6 C7 1.424(2) . ?
C1 C2 1.3900 . ?
C1 C10 1.423(3) . ?
C2 C3 1.3900 . ?
C2 H2 0.9500 . ?
C3 C4 1.3900 . ?
C3 H3 0.9500 . ?
C4 C5 1.3900 . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C7 C8 1.377(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.408(3) . ?
C8 C11 1.470(3) . ?
C9 C10 1.366(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.339(3) . ?
C11 C8A 1.480(16) . ?
C11 H11 0.9500 . ?
C11 H11A 0.9500 . ?
C12 C13 1.439(3) . ?
C12 C14 1.485(3) . ?
C13 N1 1.140(3) . ?
C14 C19 1.389(3) . ?
C14 C15 1.393(3) . ?
C15 C16 1.383(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.380(3) . ?
C16 C20 1.494(3) . ?
C17 C18 1.378(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.385(3) . ?
C18 C21 1.491(3) . ?
C19 H19 0.9500 . ?
C20 F2A 1.18(2) . ?
C20 F3A 1.20(2) . ?
C20 F1 1.314(3) . ?
C20 F2 1.323(3) . ?
C20 F3 1.338(4) . ?
C20 F1A 1.45(2) . ?
C21 F6 1.321(3) . ?
C21 F4 1.321(3) . ?
C21 F5 1.329(3) . ?
C5A C4A 1.3900 . ?
C5A C6A 1.3900 . ?
C5A H5A 0.9500 . ?
C4A C3A 1.3900 . ?
C4A H4A 0.9500 . ?
C3A C2A 1.3900 . ?
C3A H3A 0.9500 . ?
C2A C1A 1.3900 . ?
C2A H2A 0.9500 . ?
C1A C6A 1.3900 . ?
C1A C10A 1.3900 . ?
C6A C7A 1.3900 . ?
C7A C8A 1.3900 . ?
C7A H7A 0.9500 . ?
C8A C9A 1.3900 . ?
C9A C10A 1.3900 . ?
C9A H9A 0.9500 . ?
C10A H10A 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
C1 C6 C5 120.0 . . ?
C1 C6 C7 118.81(13) . . ?
C5 C6 C7 121.20(13) . . ?
C2 C1 C6 120.0 . . ?
C2 C1 C10 121.14(13) . . ?
C6 C1 C10 118.85(13) . . ?
C1 C2 C3 120.0 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C2 C3 C4 120.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 120.0 . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 120.0 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C8 C7 C6 122.00(18) . . ?
C8 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
C7 C8 C9 118.34(19) . . ?
C7 C8 C11 117.3(2) . . ?
C9 C8 C11 124.3(2) . . ?
C10 C9 C8 120.9(2) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 H9 119.6 . . ?
C9 C10 C1 121.1(2) . . ?
C9 C10 H10 119.5 . . ?
C1 C10 H10 119.5 . . ?
C12 C11 C8 129.5(2) . . ?
C12 C11 C8A 149.2(10) . . ?
C12 C11 H11 115.2 . . ?
C8 C11 H11 115.2 . . ?
C12 C11 H11A 105.4 . . ?
C8A C11 H11A 105.4 . . ?
C11 C12 C13 120.66(19) . . ?
C11 C12 C14 123.8(2) . . ?
C13 C12 C14 115.47(19) . . ?
N1 C13 C12 177.5(3) . . ?
C19 C14 C15 118.34(18) . . ?
C19 C14 C12 120.31(18) . . ?
C15 C14 C12 121.35(18) . . ?
C16 C15 C14 120.3(2) . . ?
C16 C15 H15 119.8 . . ?
C14 C15 H15 119.8 . . ?
C17 C16 C15 121.0(2) . . ?
C17 C16 C20 118.7(2) . . ?
C15 C16 C20 120.3(2) . . ?
C18 C17 C16 119.01(19) . . ?
C18 C17 H17 120.5 . . ?
C16 C17 H17 120.5 . . ?
C17 C18 C19 120.5(2) . . ?
C17 C18 C21 119.39(19) . . ?
C19 C18 C21 120.04(19) . . ?
C18 C19 C14 120.84(19) . . ?
C18 C19 H19 119.6 . . ?
C14 C19 H19 119.6 . . ?
F2A C20 F3A 115.2(16) . . ?
F1 C20 F2 107.3(3) . . ?
F1 C20 F3 105.5(3) . . ?
F2 C20 F3 104.2(2) . . ?
F2A C20 F1A 108.8(15) . . ?
F3A C20 F1A 105.0(14) . . ?
F2A C20 C16 115.5(11) . . ?
F3A C20 C16 106.6(11) . . ?
F1 C20 C16 114.5(2) . . ?
F2 C20 C16 112.7(2) . . ?
F3 C20 C16 111.9(2) . . ?
F1A C20 C16 104.8(8) . . ?
F6 C21 F4 106.8(2) . . ?
F6 C21 F5 105.3(2) . . ?
F4 C21 F5 105.8(2) . . ?
F6 C21 C18 113.2(2) . . ?
F4 C21 C18 113.20(19) . . ?
F5 C21 C18 111.8(2) . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A H5A 120.0 . . ?
C6A C5A H5A 120.0 . . ?
C3A C4A C5A 120.0 . . ?
C3A C4A H4A 120.0 . . ?
C5A C4A H4A 120.0 . . ?
C2A C3A C4A 120.0 . . ?
C2A C3A H3A 120.0 . . ?
C4A C3A H3A 120.0 . . ?
C1A C2A C3A 120.0 . . ?
C1A C2A H2A 120.0 . . ?
C3A C2A H2A 120.0 . . ?
C2A C1A C6A 120.0 . . ?
C2A C1A C10A 120.0 . . ?
C6A C1A C10A 120.0 . . ?
C7A C6A C1A 120.0 . . ?
C7A C6A C5A 120.0 . . ?
C1A C6A C5A 120.0 . . ?
C8A C7A C6A 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C6A C7A H7A 120.0 . . ?
C9A C8A C7A 120.0 . . ?
C9A C8A C11 124.2(13) . . ?
C7A C8A C11 115.7(13) . . ?
C8A C9A C10A 120.0 . . ?
C8A C9A H9A 120.0 . . ?
C10A C9A H9A 120.0 . . ?
C9A C10A C1A 120.0 . . ?
C9A C10A H10A 120.0 . . ?
C1A C10A H10A 120.0 . . ?

_refine_diff_density_max         0.292
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.035



