# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_shx0504
_database_code_depnum_ccdc_archive 'CCDC 1863053'
loop_
_audit_author_name
_audit_author_address
'Yufei Wang'
;Jilin University
China
;
_audit_update_record             
;
2018-08-21 deposited with the CCDC.	2021-11-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H12 F6 N2'
_chemical_formula_sum            'C22 H12 F6 N2'
_chemical_formula_weight         418.34

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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7740(18)
_cell_length_b                   9.0110(18)
_cell_length_c                   11.624(2)
_cell_angle_alpha                85.74(3)
_cell_angle_beta                 88.18(3)
_cell_angle_gamma                86.44(3)
_cell_volume                     914.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5752
_cell_measurement_theta_min      3.16
_cell_measurement_theta_max      27.78

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.519
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_absorpt_coefficient_mu    0.133
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9829
_exptl_absorpt_correction_T_max  0.9868
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8950
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_sigmaI/netI    0.0588
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.15
_diffrn_reflns_theta_max         27.48
_reflns_number_total             4156
_reflns_number_gt                2148
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'RAPID-AUTO (Rigaku Corporation, 1998)'
_computing_cell_refinement       RAPID-AUTO
_computing_data_reduction        
'CrystalStructure (Rigaku/MSC and Rigaku Corporation, 2002)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXL-97

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1368P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.017(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4156
_refine_ls_number_parameters     327
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.1119
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.2277
_refine_ls_wR_factor_gt          0.1827
_refine_ls_goodness_of_fit_ref   0.980
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.063
_refine_ls_shift/su_mean         0.004

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5461(2) -0.4970(2) 0.24968(17) 0.0581(6) Uani 1 1 d . . .
H1 H 0.5400 -0.5999 0.2517 0.070 Uiso 1 1 calc R . .
C2 C 0.4568(2) -0.4202(2) 0.32730(15) 0.0496(5) Uani 1 1 d . . .
H2 H 0.3922 -0.4710 0.3793 0.060 Uiso 1 1 calc R . .
C3 C 0.46297(19) -0.26729(18) 0.32812(13) 0.0390(4) Uani 1 1 d . . .
C4 C 0.5612(2) -0.2006(2) 0.24821(15) 0.0504(5) Uani 1 1 d . . .
H4 H 0.5702 -0.0980 0.2446 0.060 Uiso 1 1 calc R . .
C5 C 0.6452(2) -0.2865(2) 0.17427(17) 0.0601(6) Uani 1 1 d . . .
H5 H 0.7109 -0.2385 0.1214 0.072 Uiso 1 1 calc R . .
C6 C 0.36895(19) -0.17951(18) 0.40957(13) 0.0394(4) Uani 1 1 d . . .
C7 C 0.3099(2) -0.2449(2) 0.51026(15) 0.0538(5) Uani 1 1 d . . .
H7 H 0.3302 -0.3463 0.5281 0.065 Uiso 1 1 calc R . .
C8 C 0.2212(2) -0.1630(2) 0.58538(15) 0.0546(5) Uani 1 1 d . . .
H8 H 0.1828 -0.2106 0.6529 0.066 Uiso 1 1 calc R . .
C9 C 0.1875(2) -0.01174(18) 0.56306(13) 0.0416(4) Uani 1 1 d . . .
C10 C 0.2449(3) 0.0530(2) 0.46024(16) 0.0612(6) Uani 1 1 d . . .
H10 H 0.2234 0.1541 0.4413 0.073 Uiso 1 1 calc R . .
C11 C 0.3330(3) -0.0297(2) 0.38586(16) 0.0593(6) Uani 1 1 d . . .
H11 H 0.3695 0.0168 0.3173 0.071 Uiso 1 1 calc R . .
C12 C 0.0920(2) 0.06550(18) 0.64749(14) 0.0427(4) Uani 1 1 d . . .
H12 H 0.0469 0.0031 0.7043 0.051 Uiso 1 1 calc R . .
C13 C 0.05859(19) 0.21061(18) 0.65682(13) 0.0390(4) Uani 1 1 d . . .
C14 C 0.1217(2) 0.31822(19) 0.57656(15) 0.0498(5) Uani 1 1 d . . .
C15 C -0.03801(19) 0.27294(17) 0.75047(13) 0.0379(4) Uani 1 1 d . . .
C16 C -0.1111(2) 0.18320(18) 0.83326(13) 0.0414(4) Uani 1 1 d . . .
H16 H -0.1025 0.0803 0.8297 0.050 Uiso 1 1 calc R . .
C17 C -0.1966(2) 0.24442(19) 0.92126(13) 0.0429(4) Uani 1 1 d . . .
C18 C -0.2121(2) 0.39678(19) 0.92862(14) 0.0448(4) Uani 1 1 d . . .
H18 H -0.2698 0.4377 0.9882 0.054 Uiso 1 1 calc R . .
C19 C -0.1403(2) 0.48658(18) 0.84585(13) 0.0433(4) Uani 1 1 d . . .
C20 C -0.0543(2) 0.42590(19) 0.75773(14) 0.0430(4) Uani 1 1 d . . .
H20 H -0.0067 0.4885 0.7024 0.052 Uiso 1 1 calc R . .
C21 C -0.1560(3) 0.6527(2) 0.85118(16) 0.0592(6) Uani 1 1 d . . .
C22 C -0.2695(3) 0.1430(2) 1.01037(16) 0.0583(6) Uani 1 1 d . . .
F1 F -0.0794(3) 0.72753(19) 0.77099(16) 0.1083(7) Uani 0.7512(12) 1 d PU . .
F2 F -0.2986(2) 0.7052(2) 0.8494(2) 0.1137(8) Uani 0.7512(12) 1 d PU . .
F3 F -0.1086(2) 0.69504(17) 0.95121(14) 0.0761(5) Uani 0.7512(12) 1 d PU . .
F4 F -0.3938(2) 0.2051(2) 1.05827(18) 0.1040(6) Uani 0.7512(12) 1 d PU . .
F5 F -0.1798(3) 0.0888(3) 1.08848(17) 0.1238(8) Uani 0.7512(12) 1 d PU . .
F6 F -0.3231(2) 0.02411(19) 0.96473(16) 0.0900(6) Uani 0.7512(12) 1 d PU . .
F1' F -0.0146(9) 0.7028(7) 0.8381(7) 0.117(2) Uani 0.2488(12) 1 d PU . .
F2' F -0.2290(8) 0.7069(6) 0.7580(5) 0.0911(19) Uani 0.2488(12) 1 d PU . .
F3' F -0.2269(11) 0.6999(7) 0.9276(6) 0.116(2) Uani 0.2488(12) 1 d PU . .
F4' F -0.3784(8) 0.0888(9) 0.9848(7) 0.114(2) Uani 0.2488(12) 1 d PU . .
F5' F -0.2822(8) 0.2040(6) 1.1115(4) 0.0868(18) Uani 0.2488(12) 1 d PU . .
F6' F -0.1716(8) 0.0278(7) 1.0437(6) 0.098(2) Uani 0.2488(12) 1 d PU . .
N1 N 0.6403(2) -0.43390(19) 0.17214(14) 0.0599(5) Uani 1 1 d . . .
N2 N 0.1713(3) 0.4074(2) 0.51398(16) 0.0757(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 N1 1.324(3) . ?
C1 C2 1.374(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.383(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(2) . ?
C3 C6 1.478(2) . ?
C4 C5 1.367(3) . ?
C4 H4 0.9300 . ?
C5 N1 1.334(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.372(2) . ?
C6 C11 1.377(2) . ?
C7 C8 1.376(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.384(2) . ?
C8 H8 0.9300 . ?
C9 C10 1.385(2) . ?
C9 C12 1.458(2) . ?
C10 C11 1.372(3) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.334(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.420(2) . ?
C13 C15 1.481(2) . ?
C14 N2 1.141(2) . ?
C15 C16 1.379(2) . ?
C15 C20 1.385(2) . ?
C16 C17 1.377(2) . ?
C16 H16 0.9300 . ?
C17 C18 1.380(2) . ?
C17 C22 1.486(3) . ?
C18 C19 1.373(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.378(2) . ?
C19 C21 1.500(3) . ?
C20 H20 0.9300 . ?
C21 F3' 1.160(7) . ?
C21 F1 1.304(3) . ?
C21 F2 1.309(3) . ?
C21 F2' 1.322(6) . ?
C21 F3 1.337(3) . ?
C21 F1' 1.347(8) . ?
C22 F4' 1.156(7) . ?
C22 F5 1.271(3) . ?
C22 F4 1.321(3) . ?
C22 F6' 1.348(7) . ?
C22 F5' 1.333(5) . ?
C22 F6 1.347(3) . ?
F1 F1' 0.983(8) . ?
F1 F2' 1.352(8) . ?
F2 F3' 1.118(8) . ?
F2 F2' 1.208(7) . ?
F3 F3' 1.079(9) . ?
F3 F1' 1.529(9) . ?
F4 F5' 1.175(7) . ?
F4 F4' 1.398(9) . ?
F5 F6' 0.783(7) . ?
F5 F5' 1.366(6) . ?
F6 F4' 0.779(8) . ?
F6 F6' 1.643(8) . ?

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
N1 C1 C2 124.15(18) . . ?
N1 C1 H1 117.9 . . ?
C2 C1 H1 117.9 . . ?
C1 C2 C3 119.98(17) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 116.36(16) . . ?
C4 C3 C6 121.56(15) . . ?
C2 C3 C6 122.08(15) . . ?
C5 C4 C3 119.40(17) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
N1 C5 C4 124.98(19) . . ?
N1 C5 H5 117.5 . . ?
C4 C5 H5 117.5 . . ?
C7 C6 C11 117.21(16) . . ?
C7 C6 C3 121.39(15) . . ?
C11 C6 C3 121.38(15) . . ?
C6 C7 C8 121.23(16) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C7 C8 C9 121.73(16) . . ?
C7 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C10 116.79(16) . . ?
C8 C9 C12 117.81(15) . . ?
C10 C9 C12 125.38(15) . . ?
C11 C10 C9 120.97(17) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C6 122.05(17) . . ?
C10 C11 H11 119.0 . . ?
C6 C11 H11 119.0 . . ?
C13 C12 C9 130.79(16) . . ?
C13 C12 H12 114.6 . . ?
C9 C12 H12 114.6 . . ?
C12 C13 C14 120.43(15) . . ?
C12 C13 C15 124.53(15) . . ?
C14 C13 C15 114.99(14) . . ?
N2 C14 C13 178.25(19) . . ?
C16 C15 C20 118.17(15) . . ?
C16 C15 C13 122.07(14) . . ?
C20 C15 C13 119.74(14) . . ?
C17 C16 C15 120.70(15) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C18 121.02(16) . . ?
C16 C17 C22 118.74(16) . . ?
C18 C17 C22 120.23(16) . . ?
C19 C18 C17 118.44(15) . . ?
C19 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
C18 C19 C20 120.78(15) . . ?
C18 C19 C21 119.62(15) . . ?
C20 C19 C21 119.60(16) . . ?
C19 C20 C15 120.88(15) . . ?
C19 C20 H20 119.6 . . ?
C15 C20 H20 119.6 . . ?
F3' C21 F1 127.3(4) . . ?
F3' C21 F2 53.5(4) . . ?
F1 C21 F2 108.2(2) . . ?
F3' C21 F2' 104.8(5) . . ?
F1 C21 F2' 62.0(3) . . ?
F2 C21 F2' 54.6(3) . . ?
F3' C21 F3 50.6(5) . . ?
F1 C21 F3 105.6(2) . . ?
F2 C21 F3 102.80(19) . . ?
F2' C21 F3 140.7(3) . . ?
F3' C21 F1' 114.0(6) . . ?
F1 C21 F1' 43.5(4) . . ?
F2 C21 F1' 139.1(3) . . ?
F2' C21 F1' 105.3(5) . . ?
F3 C21 F1' 69.5(4) . . ?
F3' C21 C19 117.8(4) . . ?
F1 C21 C19 114.80(17) . . ?
F2 C21 C19 112.66(19) . . ?
F2' C21 C19 106.8(3) . . ?
F3 C21 C19 111.89(16) . . ?
F1' C21 C19 107.1(3) . . ?
F4' C22 F5 124.6(4) . . ?
F4' C22 F4 68.3(4) . . ?
F5 C22 F4 109.7(2) . . ?
F4' C22 F6' 105.0(5) . . ?
F5 C22 F6' 34.6(3) . . ?
F4 C22 F6' 133.6(3) . . ?
F4' C22 F5' 114.2(5) . . ?
F5 C22 F5' 63.2(3) . . ?
F4 C22 F5' 52.5(3) . . ?
F6' C22 F5' 96.9(4) . . ?
F4' C22 F6 35.2(4) . . ?
F5 C22 F6 105.1(2) . . ?
F4 C22 F6 102.4(2) . . ?
F6' C22 F6 75.1(3) . . ?
F5' C22 F6 136.4(3) . . ?
F4' C22 C17 117.0(4) . . ?
F5 C22 C17 113.9(2) . . ?
F4 C22 C17 112.84(18) . . ?
F6' C22 C17 110.7(3) . . ?
F5' C22 C17 110.9(3) . . ?
F6 C22 C17 111.97(16) . . ?
F1' F1 C21 70.6(5) . . ?
F1' F1 F2' 130.0(6) . . ?
C21 F1 F2' 59.7(3) . . ?
F3' F2 F2' 115.6(6) . . ?
F3' F2 C21 56.4(4) . . ?
F2' F2 C21 63.2(3) . . ?
F3' F3 C21 56.2(4) . . ?
F3' F3 F1' 106.3(5) . . ?
C21 F3 F1' 55.6(3) . . ?
F5' F4 C22 64.3(3) . . ?
F5' F4 F4' 108.5(4) . . ?
C22 F4 F4' 50.3(3) . . ?
F6' F5 C22 78.1(5) . . ?
F6' F5 F5' 136.4(7) . . ?
C22 F5 F5' 60.6(3) . . ?
F4' F6 C22 58.9(6) . . ?
F4' F6 F6' 104.8(6) . . ?
C22 F6 F6' 52.5(2) . . ?
F1 F1' C21 65.9(5) . . ?
F1 F1' F3 111.8(7) . . ?
C21 F1' F3 55.0(3) . . ?
F2 F2' C21 62.2(3) . . ?
F2 F2' F1 111.4(5) . . ?
C21 F2' F1 58.3(3) . . ?
F2 F3' F3 140.4(7) . . ?
F2 F3' C21 70.1(4) . . ?
F3 F3' C21 73.2(5) . . ?
F6 F4' C22 85.9(6) . . ?
F6 F4' F4 143.9(8) . . ?
C22 F4' F4 61.4(4) . . ?
F4 F5' C22 63.2(3) . . ?
F4 F5' F5 112.8(4) . . ?
C22 F5' F5 56.2(2) . . ?
F5 F6' C22 67.3(5) . . ?
F5 F6' F6 113.1(7) . . ?
C22 F6' F6 52.4(3) . . ?
C1 N1 C5 115.14(17) . . ?

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
N1 C1 C2 C3 -0.5(3) . . . . ?
C1 C2 C3 C4 0.2(3) . . . . ?
C1 C2 C3 C6 179.81(17) . . . . ?
C2 C3 C4 C5 0.0(3) . . . . ?
C6 C3 C4 C5 -179.67(17) . . . . ?
C3 C4 C5 N1 0.2(3) . . . . ?
C4 C3 C6 C7 -159.00(18) . . . . ?
C2 C3 C6 C7 21.4(3) . . . . ?
C4 C3 C6 C11 23.1(3) . . . . ?
C2 C3 C6 C11 -156.55(19) . . . . ?
C11 C6 C7 C8 -1.4(3) . . . . ?
C3 C6 C7 C8 -179.38(18) . . . . ?
C6 C7 C8 C9 0.0(3) . . . . ?
C7 C8 C9 C10 1.3(3) . . . . ?
C7 C8 C9 C12 179.72(19) . . . . ?
C8 C9 C10 C11 -1.1(3) . . . . ?
C12 C9 C10 C11 -179.45(19) . . . . ?
C9 C10 C11 C6 -0.3(3) . . . . ?
C7 C6 C11 C10 1.5(3) . . . . ?
C3 C6 C11 C10 179.53(19) . . . . ?
C8 C9 C12 C13 169.86(19) . . . . ?
C10 C9 C12 C13 -11.8(3) . . . . ?
C9 C12 C13 C14 -0.9(3) . . . . ?
C9 C12 C13 C15 -178.19(17) . . . . ?
C12 C13 C14 N2 -164(7) . . . . ?
C15 C13 C14 N2 13(8) . . . . ?
C12 C13 C15 C16 -4.5(3) . . . . ?
C14 C13 C15 C16 178.08(16) . . . . ?
C12 C13 C15 C20 174.22(17) . . . . ?
C14 C13 C15 C20 -3.2(2) . . . . ?
C20 C15 C16 C17 -0.6(2) . . . . ?
C13 C15 C16 C17 178.10(16) . . . . ?
C15 C16 C17 C18 0.3(3) . . . . ?
C15 C16 C17 C22 -178.25(17) . . . . ?
C16 C17 C18 C19 0.1(3) . . . . ?
C22 C17 C18 C19 178.67(17) . . . . ?
C17 C18 C19 C20 -0.2(3) . . . . ?
C17 C18 C19 C21 179.56(17) . . . . ?
C18 C19 C20 C15 -0.1(3) . . . . ?
C21 C19 C20 C15 -179.87(17) . . . . ?
C16 C15 C20 C19 0.5(3) . . . . ?
C13 C15 C20 C19 -178.25(16) . . . . ?
C18 C19 C21 F3' 1.6(6) . . . . ?
C20 C19 C21 F3' -178.6(5) . . . . ?
C18 C19 C21 F1 177.8(2) . . . . ?
C20 C19 C21 F1 -2.4(3) . . . . ?
C18 C19 C21 F2 -57.8(3) . . . . ?
C20 C19 C21 F2 122.0(2) . . . . ?
C18 C19 C21 F2' -115.9(4) . . . . ?
C20 C19 C21 F2' 63.9(4) . . . . ?
C18 C19 C21 F3 57.4(3) . . . . ?
C20 C19 C21 F3 -122.8(2) . . . . ?
C18 C19 C21 F1' 131.7(4) . . . . ?
C20 C19 C21 F1' -48.5(4) . . . . ?
C16 C17 C22 F4' -76.6(5) . . . . ?
C18 C17 C22 F4' 104.8(5) . . . . ?
C16 C17 C22 F5 81.0(2) . . . . ?
C18 C17 C22 F5 -97.6(2) . . . . ?
C16 C17 C22 F4 -153.02(19) . . . . ?
C18 C17 C22 F4 28.4(3) . . . . ?
C16 C17 C22 F6' 43.6(4) . . . . ?
C18 C17 C22 F6' -135.0(4) . . . . ?
C16 C17 C22 F5' 150.0(3) . . . . ?
C18 C17 C22 F5' -28.6(4) . . . . ?
C16 C17 C22 F6 -38.1(3) . . . . ?
C18 C17 C22 F6 143.28(19) . . . . ?
F3' C21 F1 F1' 86.6(8) . . . . ?
F2 C21 F1 F1' 144.1(5) . . . . ?
F2' C21 F1 F1' 174.3(6) . . . . ?
F3 C21 F1 F1' 34.6(5) . . . . ?
C19 C21 F1 F1' -89.1(5) . . . . ?
F3' C21 F1 F2' -87.6(7) . . . . ?
F2 C21 F1 F2' -30.1(3) . . . . ?
F3 C21 F1 F2' -139.6(3) . . . . ?
F1' C21 F1 F2' -174.3(6) . . . . ?
C19 C21 F1 F2' 96.6(3) . . . . ?
F1 C21 F2 F3' -123.4(5) . . . . ?
F2' C21 F2 F3' -156.3(6) . . . . ?
F3 C21 F2 F3' -12.0(5) . . . . ?
F1' C21 F2 F3' -85.3(8) . . . . ?
C19 C21 F2 F3' 108.6(5) . . . . ?
F3' C21 F2 F2' 156.3(6) . . . . ?
F1 C21 F2 F2' 32.9(4) . . . . ?
F3 C21 F2 F2' 144.3(4) . . . . ?
F1' C21 F2 F2' 71.0(7) . . . . ?
C19 C21 F2 F2' -95.1(4) . . . . ?
F1 C21 F3 F3' 125.8(5) . . . . ?
F2 C21 F3 F3' 12.4(5) . . . . ?
F2' C21 F3 F3' 61.2(7) . . . . ?
F1' C21 F3 F3' 150.5(5) . . . . ?
C19 C21 F3 F3' -108.7(5) . . . . ?
F3' C21 F3 F1' -150.5(5) . . . . ?
F1 C21 F3 F1' -24.7(3) . . . . ?
F2 C21 F3 F1' -138.0(4) . . . . ?
F2' C21 F3 F1' -89.3(6) . . . . ?
C19 C21 F3 F1' 100.9(4) . . . . ?
F4' C22 F4 F5' 149.2(5) . . . . ?
F5 C22 F4 F5' 28.7(4) . . . . ?
F6' C22 F4 F5' 58.8(6) . . . . ?
F6 C22 F4 F5' 140.0(3) . . . . ?
C17 C22 F4 F5' -99.5(4) . . . . ?
F5 C22 F4 F4' -120.5(5) . . . . ?
F6' C22 F4 F4' -90.4(7) . . . . ?
F5' C22 F4 F4' -149.2(5) . . . . ?
F6 C22 F4 F4' -9.2(4) . . . . ?
C17 C22 F4 F4' 111.3(4) . . . . ?
F4' C22 F5 F6' 63.5(8) . . . . ?
F4 C22 F5 F6' 140.3(6) . . . . ?
F5' C22 F5 F6' 165.6(7) . . . . ?
F6 C22 F5 F6' 30.9(6) . . . . ?
C17 C22 F5 F6' -92.1(6) . . . . ?
F4' C22 F5 F5' -102.0(6) . . . . ?
F4 C22 F5 F5' -25.3(3) . . . . ?
F6' C22 F5 F5' -165.6(7) . . . . ?
F6 C22 F5 F5' -134.7(4) . . . . ?
C17 C22 F5 F5' 102.3(3) . . . . ?
F5 C22 F6 F4' 129.6(7) . . . . ?
F4 C22 F6 F4' 15.0(7) . . . . ?
F6' C22 F6 F4' 147.2(7) . . . . ?
F5' C22 F6 F4' 62.8(8) . . . . ?
C17 C22 F6 F4' -106.2(7) . . . . ?
F4' C22 F6 F6' -147.2(7) . . . . ?
F5 C22 F6 F6' -17.6(3) . . . . ?
F4 C22 F6 F6' -132.2(3) . . . . ?
F5' C22 F6 F6' -84.4(6) . . . . ?
C17 C22 F6 F6' 106.7(3) . . . . ?
F2' F1 F1' C21 6.5(6) . . . . ?
C21 F1 F1' F3 -31.0(3) . . . . ?
F2' F1 F1' F3 -24.6(8) . . . . ?
F3' C21 F1' F1 -119.6(5) . . . . ?
F2 C21 F1' F1 -58.3(7) . . . . ?
F2' C21 F1' F1 -5.3(5) . . . . ?
F3 C21 F1' F1 -144.2(4) . . . . ?
C19 C21 F1' F1 108.2(3) . . . . ?
F3' C21 F1' F3 24.7(5) . . . . ?
F1 C21 F1' F3 144.2(4) . . . . ?
F2 C21 F1' F3 85.9(5) . . . . ?
F2' C21 F1' F3 139.0(3) . . . . ?
C19 C21 F1' F3 -107.5(2) . . . . ?
F3' F3 F1' F1 9.8(7) . . . . ?
C21 F3 F1' F1 35.1(4) . . . . ?
F3' F3 F1' C21 -25.3(5) . . . . ?
F3' F2 F2' C21 21.8(5) . . . . ?
F3' F2 F2' F1 -10.5(6) . . . . ?
C21 F2 F2' F1 -32.3(3) . . . . ?
F3' C21 F2' F2 -19.5(5) . . . . ?
F1 C21 F2' F2 -144.2(3) . . . . ?
F3 C21 F2' F2 -64.0(6) . . . . ?
F1' C21 F2' F2 -140.1(4) . . . . ?
C19 C21 F2' F2 106.2(3) . . . . ?
F3' C21 F2' F1 124.7(5) . . . . ?
F2 C21 F2' F1 144.2(3) . . . . ?
F3 C21 F2' F1 80.2(5) . . . . ?
F1' C21 F2' F1 4.1(4) . . . . ?
C19 C21 F2' F1 -109.6(2) . . . . ?
F1' F1 F2' F2 26.7(8) . . . . ?
C21 F1 F2' F2 33.8(3) . . . . ?
F1' F1 F2' C21 -7.1(7) . . . . ?
F2' F2 F3' F3 -0.3(12) . . . . ?
C21 F2 F3' F3 23.2(8) . . . . ?
F2' F2 F3' C21 -23.5(5) . . . . ?
C21 F3 F3' F2 -22.7(8) . . . . ?
F1' F3 F3' F2 2.3(11) . . . . ?
F1' F3 F3' C21 25.1(4) . . . . ?
F1 C21 F3' F2 85.6(6) . . . . ?
F2' C21 F3' F2 19.8(5) . . . . ?
F3 C21 F3' F2 164.8(6) . . . . ?
F1' C21 F3' F2 134.5(5) . . . . ?
C19 C21 F3' F2 -98.7(4) . . . . ?
F1 C21 F3' F3 -79.2(5) . . . . ?
F2 C21 F3' F3 -164.8(6) . . . . ?
F2' C21 F3' F3 -145.0(4) . . . . ?
F1' C21 F3' F3 -30.4(6) . . . . ?
C19 C21 F3' F3 96.5(4) . . . . ?
F6' F6 F4' C22 26.4(6) . . . . ?
C22 F6 F4' F4 -23.9(10) . . . . ?
F6' F6 F4' F4 2.5(15) . . . . ?
F5 C22 F4' F6 -64.6(8) . . . . ?
F4 C22 F4' F6 -164.2(7) . . . . ?
F6' C22 F4' F6 -32.8(7) . . . . ?
F5' C22 F4' F6 -137.8(6) . . . . ?
C17 C22 F4' F6 90.3(6) . . . . ?
F5 C22 F4' F4 99.6(4) . . . . ?
F6' C22 F4' F4 131.4(4) . . . . ?
F5' C22 F4' F4 26.5(4) . . . . ?
F6 C22 F4' F4 164.2(7) . . . . ?
C17 C22 F4' F4 -105.4(3) . . . . ?
F5' F4 F4' F6 -1.7(16) . . . . ?
C22 F4 F4' F6 27.4(12) . . . . ?
F5' F4 F4' C22 -29.1(5) . . . . ?
F4' F4 F5' C22 24.5(4) . . . . ?
C22 F4 F5' F5 -27.2(3) . . . . ?
F4' F4 F5' F5 -2.6(6) . . . . ?
F4' C22 F5' F4 -31.4(5) . . . . ?
F5 C22 F5' F4 -149.6(4) . . . . ?
F6' C22 F5' F4 -141.4(4) . . . . ?
F6 C22 F5' F4 -65.6(5) . . . . ?
C17 C22 F5' F4 103.3(3) . . . . ?
F4' C22 F5' F5 118.1(5) . . . . ?
F4 C22 F5' F5 149.6(4) . . . . ?
F6' C22 F5' F5 8.2(4) . . . . ?
F6 C22 F5' F5 83.9(5) . . . . ?
C17 C22 F5' F5 -107.1(3) . . . . ?
F6' F5 F5' F4 8.7(11) . . . . ?
C22 F5 F5' F4 29.4(3) . . . . ?
F6' F5 F5' C22 -20.7(9) . . . . ?
F5' F5 F6' C22 18.3(8) . . . . ?
C22 F5 F6' F6 -26.2(4) . . . . ?
F5' F5 F6' F6 -7.8(11) . . . . ?
F4' C22 F6' F5 -130.3(6) . . . . ?
F4 C22 F6' F5 -56.1(7) . . . . ?
F5' C22 F6' F5 -12.9(6) . . . . ?
F6 C22 F6' F5 -149.2(6) . . . . ?
C17 C22 F6' F5 102.5(5) . . . . ?
F4' C22 F6' F6 18.9(4) . . . . ?
F5 C22 F6' F6 149.2(6) . . . . ?
F4 C22 F6' F6 93.1(4) . . . . ?
F5' C22 F6' F6 136.3(3) . . . . ?
C17 C22 F6' F6 -108.3(2) . . . . ?
F4' F6 F6' F5 2.2(9) . . . . ?
C22 F6 F6' F5 30.9(5) . . . . ?
F4' F6 F6' C22 -28.7(7) . . . . ?
C2 C1 N1 C5 0.7(3) . . . . ?
C4 C5 N1 C1 -0.6(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.412
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.110
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_wyf0403_2_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 1863052'
loop_
_audit_author_name
_audit_author_address
'Yufei Wang'
;Jilin University
China
;
_audit_update_record             
;
2018-08-21 deposited with the CCDC.	2021-11-29 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         'C22 H12 F6 N2'
_chemical_formula_sum            'C22 H12 F6 N2'
_chemical_formula_weight         418.34

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   27.4290(13)
_cell_length_b                   9.1587(4)
_cell_length_c                   15.1392(6)
_cell_angle_alpha                90
_cell_angle_beta                 98.565(3)
_cell_angle_gamma                90
_cell_volume                     3760.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9838
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      28.32

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_F_000             1696
_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      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            37714
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.656
_diffrn_reflns_theta_max         28.308
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4669
_reflns_number_gt                3534
_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)+(0.0717P)²+3.3067P] 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         4669
_refine_ls_number_parameters     327
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0805
_refine_ls_R_factor_gt           0.0616
_refine_ls_wR_factor_ref         0.1751
_refine_ls_wR_factor_gt          0.1597
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.61392(6) -0.0913(2) 0.49734(12) 0.0449(4) Uani 1 1 d . . . . .
C2 C 0.65724(6) -0.0267(2) 0.53782(11) 0.0424(4) Uani 1 1 d . . . . .
H2 H 0.6821 -0.0849 0.5680 0.051 Uiso 1 1 calc R U . . .
C3 C 0.66425(6) 0.12293(19) 0.53430(11) 0.0399(4) Uani 1 1 d . . . . .
C4 C 0.62668(7) 0.2065(2) 0.48651(12) 0.0470(4) Uani 1 1 d . . . . .
H4 H 0.6306 0.3070 0.4820 0.056 Uiso 1 1 calc R U . . .
C5 C 0.58377(7) 0.1411(2) 0.44592(12) 0.0491(4) Uani 1 1 d . . . . .
C6 C 0.57642(7) -0.0079(2) 0.45072(12) 0.0487(4) Uani 1 1 d . . . . .
H6 H 0.5473 -0.0509 0.4236 0.058 Uiso 1 1 calc R U . . .
C7 C 0.60779(8) -0.2526(2) 0.50610(16) 0.0594(5) Uani 1 1 d . . . . .
C8 C 0.54520(9) 0.2354(3) 0.39209(19) 0.0725(7) Uani 1 1 d . . . . .
C9 C 0.71003(6) 0.18992(19) 0.58076(11) 0.0417(4) Uani 1 1 d . . . . .
C10 C 0.75077(7) 0.0892(2) 0.60220(13) 0.0495(4) Uani 1 1 d . . . . .
C11 C 0.71543(6) 0.3321(2) 0.60194(12) 0.0451(4) Uani 1 1 d . . . . .
H11 H 0.6874 0.3888 0.5860 0.054 Uiso 1 1 calc R U . . .
C12 C 0.75855(6) 0.41158(19) 0.64618(12) 0.0428(4) Uani 1 1 d . . . . .
C13 C 0.79937(8) 0.3484(2) 0.69804(14) 0.0567(5) Uani 1 1 d . . . . .
H13 H 0.7999 0.2481 0.7077 0.068 Uiso 1 1 calc R U . . .
C14 C 0.83897(7) 0.4316(2) 0.73521(13) 0.0541(5) Uani 1 1 d . . . . .
H14 H 0.8657 0.3856 0.7690 0.065 Uiso 1 1 calc R U . . .
C15 C 0.84040(6) 0.58212(19) 0.72399(11) 0.0406(4) Uani 1 1 d . . . . .
C16 C 0.79918(7) 0.6451(2) 0.67404(15) 0.0571(5) Uani 1 1 d . . . . .
H16 H 0.7983 0.7457 0.6655 0.069 Uiso 1 1 calc R U . . .
C17 C 0.75946(7) 0.5620(2) 0.63679(15) 0.0562(5) Uani 1 1 d . . . . .
H17 H 0.7324 0.6085 0.6043 0.067 Uiso 1 1 calc R U . . .
C18 C 0.88321(6) 0.67112(19) 0.76428(11) 0.0429(4) Uani 1 1 d . . . . .
C19 C 0.92659(7) 0.6079(2) 0.80602(15) 0.0602(5) Uani 1 1 d . . . . .
H19 H 0.9283 0.5065 0.8067 0.072 Uiso 1 1 calc R U . . .
C20 C 0.96326(9) 0.8259(3) 0.84301(17) 0.0723(7) Uani 1 1 d . . . . .
H20 H 0.9903 0.8794 0.8697 0.087 Uiso 1 1 calc R U . . .
C21 C 0.92251(9) 0.9005(3) 0.80346(17) 0.0715(6) Uani 1 1 d . . . . .
H21 H 0.9222 1.0020 0.8033 0.086 Uiso 1 1 calc R U . . .
C22 C 0.88201(8) 0.8231(2) 0.76396(15) 0.0600(5) Uani 1 1 d . . . . .
H22 H 0.8540 0.8722 0.7372 0.072 Uiso 1 1 calc R U . . .
F1 F 0.56933(15) -0.3079(3) 0.4600(5) 0.119(3) Uani 0.698(12) 1 d . . P A 1
F2 F 0.6064(3) -0.2904(3) 0.5895(2) 0.117(3) Uani 0.698(12) 1 d . . P A 1
F3 F 0.64628(14) -0.3255(3) 0.4842(4) 0.1004(18) Uani 0.698(12) 1 d . . P A 1
F1' F 0.6010(8) -0.3149(9) 0.4295(5) 0.139(8) Uani 0.302(12) 1 d . . P A 2
F2' F 0.5685(4) -0.2852(9) 0.5403(11) 0.119(5) Uani 0.302(12) 1 d . . P A 2
F3' F 0.6417(4) -0.3167(8) 0.5583(12) 0.126(8) Uani 0.302(12) 1 d . . P A 2
F4 F 0.5006(3) 0.1868(12) 0.3938(11) 0.162(4) Uani 0.56(2) 1 d . . P B 1
F5 F 0.5366(3) 0.3531(11) 0.4339(7) 0.119(3) Uani 0.56(2) 1 d . . P B 1
F6 F 0.5601(4) 0.2823(14) 0.3172(7) 0.134(4) Uani 0.56(2) 1 d . . P B 1
F4' F 0.5045(3) 0.1672(9) 0.3658(9) 0.116(4) Uani 0.44(2) 1 d . . P B 2
F5' F 0.5443(6) 0.3681(13) 0.4194(12) 0.156(7) Uani 0.44(2) 1 d . . P B 2
F6' F 0.5498(7) 0.235(3) 0.3108(6) 0.156(6) Uani 0.44(2) 1 d . . P B 2
N1 N 0.78195(7) 0.0079(2) 0.61711(17) 0.0808(7) Uani 1 1 d . . . . .
N2 N 0.96609(7) 0.6809(2) 0.84526(15) 0.0739(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 1.386(2) . ?
C1 C6 1.387(2) . ?
C1 C7 1.495(3) . ?
C2 C3 1.386(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.396(2) . ?
C3 C9 1.478(2) . ?
C4 C5 1.381(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.383(3) . ?
C5 C8 1.507(3) . ?
C6 H6 0.9300 . ?
C7 F3' 1.271(7) . ?
C7 F1 1.279(3) . ?
C7 F1' 1.281(7) . ?
C7 F2' 1.297(7) . ?
C7 F2 1.315(4) . ?
C7 F3 1.332(3) . ?
C8 F6' 1.256(12) . ?
C8 F5' 1.286(11) . ?
C8 F4' 1.289(7) . ?
C8 F5 1.290(8) . ?
C8 F4 1.306(9) . ?
C8 F6 1.332(8) . ?
C9 C11 1.344(3) . ?
C9 C10 1.448(2) . ?
C10 N1 1.131(2) . ?
C11 C12 1.463(2) . ?
C11 H11 0.9300 . ?
C12 C17 1.386(3) . ?
C12 C13 1.394(2) . ?
C13 C14 1.377(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.390(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.389(2) . ?
C15 C18 1.484(2) . ?
C16 C17 1.379(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.388(3) . ?
C18 C22 1.392(3) . ?
C19 N2 1.335(3) . ?
C19 H19 0.9300 . ?
C20 N2 1.331(3) . ?
C20 C21 1.369(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.377(3) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
F4' F6' 1.71(3) . ?

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 120.84(17) . . ?
C2 C1 C7 118.87(16) . . ?
C6 C1 C7 120.28(17) . . ?
C1 C2 C3 121.30(16) . . ?
C1 C2 H2 119.3 . . ?
C3 C2 H2 119.3 . . ?
C2 C3 C4 117.78(15) . . ?
C2 C3 C9 120.33(15) . . ?
C4 C3 C9 121.88(16) . . ?
C5 C4 C3 120.49(17) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 121.73(16) . . ?
C4 C5 C8 118.38(19) . . ?
C6 C5 C8 119.84(18) . . ?
C5 C6 C1 117.83(17) . . ?
C5 C6 H6 121.1 . . ?
C1 C6 H6 121.1 . . ?
F3' C7 F1' 110.6(8) . . ?
F3' C7 F2' 102.7(7) . . ?
F1' C7 F2' 104.0(7) . . ?
F1 C7 F2 106.3(4) . . ?
F1 C7 F3 106.6(3) . . ?
F2 C7 F3 104.2(3) . . ?
F3' C7 C1 115.5(3) . . ?
F1 C7 C1 115.9(2) . . ?
F1' C7 C1 111.3(4) . . ?
F2' C7 C1 111.9(4) . . ?
F2 C7 C1 111.4(2) . . ?
F3 C7 C1 111.7(2) . . ?
F6' C8 F5' 109.0(10) . . ?
F6' C8 F4' 84.6(14) . . ?
F5' C8 F4' 120.0(9) . . ?
F5 C8 F4 91.9(10) . . ?
F5 C8 F6 104.5(8) . . ?
F4 C8 F6 122.2(10) . . ?
F6' C8 C5 111.3(6) . . ?
F5' C8 C5 114.4(5) . . ?
F4' C8 C5 113.3(4) . . ?
F5 C8 C5 112.3(4) . . ?
F4 C8 C5 112.2(5) . . ?
F6 C8 C5 111.5(5) . . ?
C11 C9 C10 120.65(16) . . ?
C11 C9 C3 124.84(15) . . ?
C10 C9 C3 114.50(15) . . ?
N1 C10 C9 178.0(2) . . ?
C9 C11 C12 130.10(16) . . ?
C9 C11 H11 115.0 . . ?
C12 C11 H11 115.0 . . ?
C17 C12 C13 116.45(17) . . ?
C17 C12 C11 118.26(16) . . ?
C13 C12 C11 125.29(16) . . ?
C14 C13 C12 121.25(17) . . ?
C14 C13 H13 119.4 . . ?
C12 C13 H13 119.4 . . ?
C13 C14 C15 122.28(17) . . ?
C13 C14 H14 118.9 . . ?
C15 C14 H14 118.9 . . ?
C16 C15 C14 116.28(16) . . ?
C16 C15 C18 121.74(16) . . ?
C14 C15 C18 121.97(16) . . ?
C17 C16 C15 121.57(17) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C16 C17 C12 122.13(17) . . ?
C16 C17 H17 118.9 . . ?
C12 C17 H17 118.9 . . ?
C19 C18 C22 115.91(17) . . ?
C19 C18 C15 122.01(17) . . ?
C22 C18 C15 122.07(16) . . ?
N2 C19 C18 125.3(2) . . ?
N2 C19 H19 117.4 . . ?
C18 C19 H19 117.4 . . ?
N2 C20 C21 123.4(2) . . ?
N2 C20 H20 118.3 . . ?
C21 C20 H20 118.3 . . ?
C20 C21 C22 119.1(2) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C21 C22 C18 119.7(2) . . ?
C21 C22 H22 120.1 . . ?
C18 C22 H22 120.1 . . ?
C8 F4' F6' 46.9(7) . . ?
C8 F6' F4' 48.5(9) . . ?
C20 N2 C19 116.6(2) . . ?

_refine_diff_density_max         0.267
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.038


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform'
####################################################################### 
# 
# 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 1863054'
loop_
_audit_author_name
_audit_author_address
'Yufei Wang'
;Jilin University
China
;
_audit_update_record             
;
2018-08-21 deposited with the CCDC.	2021-11-29 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         '2(C22 H12 F6.02 N2), C6 F4 I2'
_chemical_formula_sum            'C50 H24 F16 I2 N4'
_chemical_formula_weight         1238.53

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'
I I -0.4742 1.8119 '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                   17.0950(5)
_cell_length_b                   14.8620(4)
_cell_length_c                   9.2252(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.4590(10)
_cell_angle_gamma                90
_cell_volume                     2343.05(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9082
_cell_measurement_theta_min      2.88
_cell_measurement_theta_max      28.29

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.756
_exptl_crystal_F_000             1204
_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    1.447
_shelx_estimated_absorpt_T_min   0.834
_shelx_estimated_absorpt_T_max   0.869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.834
_exptl_absorpt_correction_T_max  0.869
_exptl_absorpt_process_details   ?
_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            27896
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_av_R_equivalents  0.0230
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.750
_diffrn_reflns_theta_max         28.275
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5804
_reflns_number_gt                4573
_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)+(0.0462P)²+1.6759P] 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         5804
_refine_ls_number_parameters     433
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0499
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.1001
_refine_ls_wR_factor_gt          0.0901
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.003

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 0.17722(17) 0.8946(2) -0.2055(3) 0.0544(6) Uani 1 1 d . . . . .
H1 H 0.1975 0.8420 -0.1649 0.065 Uiso 1 1 calc R U . . .
C2 C 0.21506(15) 0.97549(17) -0.1724(3) 0.0443(5) Uani 1 1 d . . . . .
C3 C 0.18236(18) 1.05290(19) -0.2323(3) 0.0554(7) Uani 1 1 d . . . . .
H3 H 0.2051 1.1086 -0.2128 0.066 Uiso 1 1 calc R U . . .
C4 C 0.1166(2) 1.0474(2) -0.3203(4) 0.0680(8) Uani 1 1 d . . . . .
H4 H 0.0943 1.0989 -0.3610 0.082 Uiso 1 1 calc R U . . .
C5 C 0.0845(2) 0.9643(3) -0.3468(4) 0.0744(9) Uani 1 1 d . . . . .
H5 H 0.0399 0.9608 -0.4063 0.089 Uiso 1 1 calc R U . . .
C6 C 0.28541(15) 0.97698(16) -0.0756(3) 0.0413(5) Uani 1 1 d . . . . .
C7 C 0.33732(16) 0.90447(16) -0.0701(3) 0.0466(6) Uani 1 1 d . . . . .
H7 H 0.3280 0.8552 -0.1302 0.056 Uiso 1 1 calc R U . . .
C8 C 0.40206(16) 0.90407(16) 0.0225(3) 0.0471(6) Uani 1 1 d . . . . .
H8 H 0.4352 0.8544 0.0244 0.056 Uiso 1 1 calc R U . . .
C9 C 0.41840(14) 0.97722(16) 0.1132(3) 0.0411(5) Uani 1 1 d . . . . .
C10 C 0.36826(17) 1.05174(17) 0.1018(3) 0.0490(6) Uani 1 1 d . . . . .
H10 H 0.3793 1.1029 0.1567 0.059 Uiso 1 1 calc R U . . .
C11 C 0.30297(17) 1.05079(17) 0.0112(3) 0.0504(6) Uani 1 1 d . . . . .
H11 H 0.2700 1.1006 0.0082 0.060 Uiso 1 1 calc R U . . .
C12 C 0.48336(16) 0.98398(16) 0.2171(3) 0.0438(5) Uani 1 1 d . . . . .
H12 H 0.4926 1.0420 0.2511 0.053 Uiso 1 1 calc R U . . .
C13 C 0.53279(15) 0.92163(16) 0.2735(3) 0.0425(5) Uani 1 1 d . . . . .
C14 C 0.52500(18) 0.82776(19) 0.2355(4) 0.0574(7) Uani 1 1 d . . . . .
C15 C 0.59718(15) 0.94305(15) 0.3791(3) 0.0397(5) Uani 1 1 d . . . . .
C16 C 0.64333(16) 0.87550(16) 0.4396(3) 0.0448(5) Uani 1 1 d . . . . .
H16 H 0.6327 0.8158 0.4162 0.054 Uiso 1 1 calc R U . . .
C17 C 0.70516(17) 0.89564(17) 0.5346(3) 0.0476(6) Uani 1 1 d . . . . .
C18 C 0.72235(17) 0.98388(18) 0.5726(3) 0.0491(6) Uani 1 1 d . . . . .
H18 H 0.7639 0.9973 0.6360 0.059 Uiso 1 1 calc R U . . .
C19 C 0.67570(16) 1.05145(16) 0.5134(3) 0.0450(6) Uani 1 1 d . . . . .
C20 C 0.61431(16) 1.03257(16) 0.4187(3) 0.0458(6) Uani 1 1 d . . . . .
H20 H 0.5839 1.0793 0.3806 0.055 Uiso 1 1 calc R U . . .
C21 C 0.7537(2) 0.8204(2) 0.5954(4) 0.0651(9) Uani 1 1 d . . . . .
C22 C 0.6922(2) 1.1481(2) 0.5525(4) 0.0600(8) Uani 1 1 d . . . . .
C23 C 1.02322(16) 0.5862(2) 0.5503(3) 0.0544(7) Uani 1 1 d . . . . .
C24 C 0.95802(18) 0.5743(2) 0.4598(4) 0.0641(8) Uani 1 1 d . . . . .
C25 C 0.93611(17) 0.4899(2) 0.4126(4) 0.0634(8) Uani 1 1 d . . . . .
F1A F 0.7041(18) 0.762(2) 0.675(3) 0.082(5) Uani 0.4 1 d . . P A 1
F2A F 0.7838(16) 0.768(2) 0.491(4) 0.069(5) Uani 0.4 1 d . . P A 1
F3A F 0.8140(15) 0.8524(10) 0.673(3) 0.091(11) Uani 0.4 1 d . . P A 1
F1B F 0.7368(14) 0.7866(15) 0.703(3) 0.106(8) Uani 0.3 1 d . . P A 2
F2B F 0.773(3) 0.766(2) 0.485(5) 0.107(13) Uani 0.3 1 d . . P A 2
F3B F 0.8325(17) 0.850(2) 0.621(3) 0.102(10) Uani 0.3 1 d . . P A 2
F1C F 0.710(3) 0.754(2) 0.648(4) 0.141(15) Uani 0.3 1 d . . P A 3
F2C F 0.789(4) 0.776(2) 0.511(7) 0.119(17) Uani 0.3 1 d . . P A 3
F3C F 0.792(2) 0.837(2) 0.715(3) 0.094(9) Uani 0.3 1 d . . P A 3
F4A F 0.6287(17) 1.1874(17) 0.621(4) 0.103(9) Uani 0.4 1 d . . P B 1
F5A F 0.7540(10) 1.1590(7) 0.638(2) 0.082(5) Uani 0.4 1 d . . P B 1
F6A F 0.7068(11) 1.1956(11) 0.435(2) 0.068(4) Uani 0.4 1 d . . P B 1
F4B F 0.6267(13) 1.1933(12) 0.567(4) 0.132(13) Uani 0.3 1 d . . P B 2
F5B F 0.7185(17) 1.1532(13) 0.693(2) 0.091(6) Uani 0.3 1 d . . P B 2
F6B F 0.736(3) 1.1840(16) 0.481(3) 0.141(14) Uani 0.3 1 d . . P B 2
F4C F 0.6619(16) 1.1749(16) 0.651(4) 0.103(12) Uani 0.3 1 d . . P B 3
F5C F 0.7728(13) 1.1612(14) 0.570(3) 0.077(5) Uani 0.3 1 d . . P B 3
F6C F 0.6784(12) 1.2077(12) 0.435(2) 0.071(6) Uani 0.3 1 d . . P B 3
F7 F 0.91448(16) 0.64560(16) 0.4207(3) 0.1119(9) Uani 1 1 d . . . . .
F8 F 0.87157(14) 0.48356(17) 0.3258(3) 0.1052(9) Uani 1 1 d . . . . .
I1 I 1.05803(2) 0.71387(2) 0.62181(3) 0.06762(10) Uani 1 1 d . . . . .
N1 N 0.11401(16) 0.8882(2) -0.2915(3) 0.0685(7) Uani 1 1 d . . . . .
N2 N 0.5208(2) 0.7523(2) 0.2123(4) 0.0894(11) 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 N1 1.327(4) . ?
C1 C2 1.395(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.388(4) . ?
C2 C6 1.480(4) . ?
C3 C4 1.371(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.371(5) . ?
C4 H4 0.9300 . ?
C5 N1 1.335(5) . ?
C5 H5 0.9300 . ?
C6 C11 1.387(4) . ?
C6 C7 1.396(3) . ?
C7 C8 1.380(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.396(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.403(4) . ?
C9 C12 1.452(4) . ?
C10 C11 1.378(4) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.349(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.444(4) . ?
C13 C15 1.486(3) . ?
C14 N2 1.143(4) . ?
C15 C16 1.386(3) . ?
C15 C20 1.408(3) . ?
C16 C17 1.389(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.387(4) . ?
C17 C21 1.494(4) . ?
C18 C19 1.386(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.377(4) . ?
C19 C22 1.505(4) . ?
C20 H20 0.9300 . ?
C21 F1B 1.15(2) . ?
C21 F2C 1.20(7) . ?
C21 F3C 1.29(3) . ?
C21 F3A 1.330(18) . ?
C21 F2A 1.34(4) . ?
C21 F1C 1.34(4) . ?
C21 F2B 1.35(3) . ?
C21 F1A 1.43(3) . ?
C21 F3B 1.43(3) . ?
C22 F4C 1.13(3) . ?
C22 F6B 1.14(3) . ?
C22 F5A 1.312(11) . ?
C22 F4B 1.316(19) . ?
C22 F6A 1.325(17) . ?
C22 F5B 1.37(2) . ?
C22 F5C 1.40(2) . ?
C22 F4A 1.40(2) . ?
C22 F6C 1.42(2) . ?
C23 C25 1.367(5) 3_766 ?
C23 C24 1.387(4) . ?
C23 I1 2.090(3) . ?
C24 F7 1.339(4) . ?
C24 C25 1.377(5) . ?
C25 F8 1.350(3) . ?
C25 C23 1.367(5) 3_766 ?

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
N1 C1 C2 123.9(3) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C3 C2 C1 116.6(3) . . ?
C3 C2 C6 122.7(2) . . ?
C1 C2 C6 120.7(2) . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 118.5(3) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
N1 C5 C4 123.3(3) . . ?
N1 C5 H5 118.3 . . ?
C4 C5 H5 118.3 . . ?
C11 C6 C7 117.5(2) . . ?
C11 C6 C2 121.4(2) . . ?
C7 C6 C2 121.1(2) . . ?
C8 C7 C6 121.7(2) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C7 C8 C9 120.8(2) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C10 117.2(2) . . ?
C8 C9 C12 126.0(2) . . ?
C10 C9 C12 116.8(2) . . ?
C11 C10 C9 121.4(2) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C6 121.2(2) . . ?
C10 C11 H11 119.4 . . ?
C6 C11 H11 119.4 . . ?
C13 C12 C9 131.9(2) . . ?
C13 C12 H12 114.0 . . ?
C9 C12 H12 114.0 . . ?
C12 C13 C14 121.1(2) . . ?
C12 C13 C15 123.5(2) . . ?
C14 C13 C15 115.4(2) . . ?
N2 C14 C13 176.4(3) . . ?
C16 C15 C20 117.9(2) . . ?
C16 C15 C13 120.9(2) . . ?
C20 C15 C13 121.2(2) . . ?
C15 C16 C17 121.0(2) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C18 C17 C16 121.1(2) . . ?
C18 C17 C21 120.1(3) . . ?
C16 C17 C21 118.8(2) . . ?
C19 C18 C17 118.0(2) . . ?
C19 C18 H18 121.0 . . ?
C17 C18 H18 121.0 . . ?
C20 C19 C18 121.6(2) . . ?
C20 C19 C22 118.8(2) . . ?
C18 C19 C22 119.6(2) . . ?
C19 C20 C15 120.5(2) . . ?
C19 C20 H20 119.8 . . ?
C15 C20 H20 119.8 . . ?
F2C C21 F3C 114(3) . . ?
F3A C21 F2A 106.7(19) . . ?
F2C C21 F1C 97(3) . . ?
F3C C21 F1C 97(2) . . ?
F1B C21 F2B 117(3) . . ?
F3A C21 F1A 113.4(18) . . ?
F2A C21 F1A 105.4(14) . . ?
F1B C21 F3B 104.3(18) . . ?
F2B C21 F3B 93(3) . . ?
F1B C21 C17 119.9(14) . . ?
F2C C21 C17 117(2) . . ?
F3C C21 C17 116.0(16) . . ?
F3A C21 C17 110.5(8) . . ?
F2A C21 C17 112.4(11) . . ?
F1C C21 C17 112(2) . . ?
F2B C21 C17 108.5(15) . . ?
F1A C21 C17 108.3(10) . . ?
F3B C21 C17 110.1(13) . . ?
F6B C22 F4B 113.0(19) . . ?
F5A C22 F6A 105.0(10) . . ?
F6B C22 F5B 108.6(15) . . ?
F4B C22 F5B 97.6(15) . . ?
F4C C22 F5C 109.2(17) . . ?
F5A C22 F4A 107.3(18) . . ?
F6A C22 F4A 108.3(16) . . ?
F4C C22 F6C 109.0(19) . . ?
F5C C22 F6C 98.3(12) . . ?
F4C C22 C19 116.3(13) . . ?
F6B C22 C19 115.5(13) . . ?
F5A C22 C19 113.9(5) . . ?
F4B C22 C19 111.0(9) . . ?
F6A C22 C19 110.5(9) . . ?
F5B C22 C19 109.6(9) . . ?
F5C C22 C19 109.8(9) . . ?
F4A C22 C19 111.4(11) . . ?
F6C C22 C19 112.7(8) . . ?
C25 C23 C24 116.2(3) 3_766 . ?
C25 C23 I1 122.2(2) 3_766 . ?
C24 C23 I1 121.6(2) . . ?
F7 C24 C25 119.4(3) . . ?
F7 C24 C23 119.6(3) . . ?
C25 C24 C23 121.0(3) . . ?
F8 C25 C23 119.6(3) . 3_766 ?
F8 C25 C24 117.6(3) . . ?
C23 C25 C24 122.9(3) 3_766 . ?
C1 N1 C5 117.5(3) . . ?

_refine_diff_density_max         0.472
_refine_diff_density_min         -0.660
_refine_diff_density_rms         0.058


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_3_i3f3_1_0ma_a_sq
_database_code_depnum_ccdc_archive 'CCDC 1863055'
loop_
_audit_author_name
_audit_author_address
'Yufei Wang'
;Jilin University
China
;
_audit_update_record             
;
2018-08-21 deposited with the CCDC.	2021-11-29 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         '2(C22 H12 F6 N2), C6 F3 I3 [+ solvent]'
_chemical_formula_sum            'C50 H24 F15 I3 N4'
_chemical_formula_weight         1346.43

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'
I I -0.4742 1.8119 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.2597(17)
_cell_length_b                   9.1991(5)
_cell_length_c                   23.5097(13)
_cell_angle_alpha                90
_cell_angle_beta                 103.794(4)
_cell_angle_gamma                90
_cell_volume                     5095.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9171
_cell_measurement_theta_min      2.77
_cell_measurement_theta_max      27.47

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.755
_exptl_crystal_F_000             2584
_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    1.934
_shelx_estimated_absorpt_T_min   0.787
_shelx_estimated_absorpt_T_max   0.830
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.787
_exptl_absorpt_correction_T_max  0.830
_exptl_absorpt_process_details   ?
_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            52240
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.765
_diffrn_reflns_theta_max         27.477
_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             5814
_reflns_number_gt                4627
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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)+(0.0424P)²+23.7687P] 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         5814
_refine_ls_number_parameters     381
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0643
_refine_ls_R_factor_gt           0.0474
_refine_ls_wR_factor_ref         0.1245
_refine_ls_wR_factor_gt          0.1094
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.002

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 0.56537(18) 0.0522(5) 0.62457(18) 0.0527(10) Uani 1 1 d . . . . .
H1 H 0.5381 -0.0064 0.6008 0.063 Uiso 1 1 calc R U . . .
C2 C 0.61245(19) -0.0121(5) 0.66158(19) 0.0546(10) Uani 1 1 d . . . . .
C3 C 0.65383(19) 0.0737(6) 0.6974(2) 0.0583(11) Uani 1 1 d . . . . .
H3 H 0.6855 0.0316 0.7222 0.070 Uiso 1 1 calc R U . . .
C4 C 0.64694(18) 0.2224(5) 0.69535(19) 0.0552(10) Uani 1 1 d . . . . .
C5 C 0.59986(17) 0.2873(5) 0.65826(18) 0.0538(10) Uani 1 1 d . . . . .
H5 H 0.5962 0.3879 0.6574 0.065 Uiso 1 1 calc R U . . .
C6 C 0.55830(16) 0.2012(5) 0.62243(17) 0.0475(9) Uani 1 1 d . . . . .
C7 C 0.6196(2) -0.1726(6) 0.6609(3) 0.0718(14) Uani 1 1 d . . . . .
C8 C 0.6915(2) 0.3191(7) 0.7321(3) 0.0760(15) Uani 1 1 d . . . . .
C9 C 0.50751(17) 0.2673(5) 0.58218(17) 0.0488(9) Uani 1 1 d . . . . .
C10 C 0.4701(2) 0.1636(6) 0.5461(2) 0.0639(12) Uani 1 1 d . . . . .
C11 C 0.49502(18) 0.4097(5) 0.57917(19) 0.0559(11) Uani 1 1 d . . . . .
H11 H 0.5211 0.4678 0.6048 0.067 Uiso 1 1 calc R U . . .
C12 C 0.44742(18) 0.4886(5) 0.54247(19) 0.0547(10) Uani 1 1 d . . . . .
C13 C 0.44006(18) 0.6330(5) 0.5552(2) 0.0570(11) Uani 1 1 d . . . . .
H13 H 0.4662 0.6769 0.5858 0.068 Uiso 1 1 calc R U . . .
C14 C 0.39510(19) 0.7136(5) 0.5241(2) 0.0562(10) Uani 1 1 d . . . . .
H14 H 0.3918 0.8107 0.5337 0.067 Uiso 1 1 calc R U . . .
C15 C 0.35468(17) 0.6527(5) 0.47856(18) 0.0501(9) Uani 1 1 d . . . . .
C16 C 0.3638(2) 0.5116(6) 0.4630(2) 0.0682(14) Uani 1 1 d . . . . .
H16 H 0.3389 0.4702 0.4308 0.082 Uiso 1 1 calc R U . . .
C17 C 0.4088(2) 0.4309(6) 0.4938(2) 0.0706(14) Uani 1 1 d . . . . .
H17 H 0.4136 0.3361 0.4821 0.085 Uiso 1 1 calc R U . . .
C18 C 0.30411(18) 0.7350(5) 0.44719(18) 0.0521(10) Uani 1 1 d . . . . .
C19 C 0.3043(2) 0.8833(6) 0.4382(2) 0.0678(13) Uani 1 1 d . . . . .
H19 H 0.3372 0.9371 0.4525 0.081 Uiso 1 1 calc R U . . .
C20 C 0.2555(3) 0.9504(7) 0.4080(3) 0.0876(18) Uani 1 1 d . . . . .
H20 H 0.2553 1.0499 0.4010 0.105 Uiso 1 1 calc R U . . .
C21 C 0.2074(2) 0.8711(7) 0.3884(3) 0.0813(16) Uani 1 1 d . . . . .
H21 H 0.1747 0.9185 0.3683 0.098 Uiso 1 1 calc R U . . .
C22 C 0.2527(2) 0.6638(6) 0.4256(2) 0.0620(11) Uani 1 1 d . . . . .
H22 H 0.2513 0.5642 0.4318 0.074 Uiso 1 1 calc R U . . .
C23 C 0.04502(19) 0.4295(5) 0.28681(19) 0.0523(10) Uani 1 1 d . . . . .
C24 C 0.0000 0.4978(6) 0.2500 0.0524(14) Uani 1 2 d S T P . .
C25 C 0.0000 0.2015(7) 0.2500 0.0675(19) Uani 1 2 d S T P . .
C26 C 0.0431(2) 0.2801(5) 0.2856(2) 0.0612(12) Uani 1 1 d . . . . .
F1 F 0.5713(13) -0.237(3) 0.6573(11) 0.135(9) Uani 0.5 1 d . . P A 1
F2 F 0.6406(11) -0.214(3) 0.6208(9) 0.146(9) Uani 0.5 1 d . . P A 1
F3 F 0.6529(9) -0.217(2) 0.7074(9) 0.126(8) Uani 0.5 1 d . . P A 1
F1' F 0.5751(11) -0.248(3) 0.6321(9) 0.104(7) Uani 0.5 1 d . . P A 2
F2' F 0.6580(8) -0.210(3) 0.6290(12) 0.130(8) Uani 0.5 1 d . . P A 2
F3' F 0.6368(11) -0.235(2) 0.7122(8) 0.134(8) Uani 0.5 1 d . . P A 2
F4 F 0.7414(5) 0.294(2) 0.7216(9) 0.147(8) Uani 0.5 1 d . . P B 1
F5 F 0.6996(7) 0.297(2) 0.7863(6) 0.125(5) Uani 0.5 1 d . U P B 1
F6 F 0.6821(10) 0.4527(16) 0.7256(15) 0.248(16) Uani 0.5 1 d . . P B 1
F4' F 0.7210(5) 0.2461(12) 0.7798(6) 0.111(4) Uani 0.5 1 d . U P B 2
F5' F 0.6689(6) 0.4235(17) 0.7570(6) 0.112(6) Uani 0.5 1 d . . P B 2
F6' F 0.7222(7) 0.381(2) 0.7055(6) 0.126(6) Uani 0.5 1 d . . P B 2
F7 F 0.0000 0.6444(4) 0.2500 0.0796(13) Uani 1 2 d S T P . .
F8 F 0.08612(15) 0.2068(3) 0.32103(16) 0.0890(10) Uani 1 1 d . . . . .
I1 I 0.11261(2) 0.54981(4) 0.33806(2) 0.06634(13) Uani 1 1 d . . . . .
I002 I 0.0000 -0.02363(5) 0.2500 0.1131(3) Uani 1 2 d S T P . .
N1 N 0.4417(2) 0.0784(6) 0.5184(3) 0.0974(18) Uani 1 1 d . . . . .
N2 N 0.20532(17) 0.7295(6) 0.39676(19) 0.0707(11) 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 C6 1.381(6) . ?
C1 C2 1.392(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.392(6) . ?
C2 C7 1.487(7) . ?
C3 C4 1.377(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.395(6) . ?
C4 C8 1.504(7) . ?
C5 C6 1.395(6) . ?
C5 H5 0.9300 . ?
C6 C9 1.492(6) . ?
C7 F2 1.233(18) . ?
C7 F3 1.264(15) . ?
C7 F1 1.30(3) . ?
C7 F3' 1.309(19) . ?
C7 F1' 1.32(2) . ?
C7 F2' 1.371(18) . ?
C8 F6' 1.223(13) . ?
C8 F6 1.253(16) . ?
C8 F5 1.261(15) . ?
C8 F5' 1.312(13) . ?
C8 F4 1.311(15) . ?
C8 F4' 1.356(12) . ?
C9 C11 1.343(6) . ?
C9 C10 1.444(6) . ?
C10 N1 1.140(6) . ?
C11 C12 1.459(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.382(6) . ?
C12 C17 1.400(6) . ?
C13 C14 1.377(6) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.381(6) . ?
C15 C18 1.480(6) . ?
C16 C17 1.374(7) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.380(7) . ?
C18 C22 1.394(6) . ?
C19 C20 1.374(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.360(9) . ?
C20 H20 0.9300 . ?
C21 N2 1.320(8) . ?
C21 H21 0.9300 . ?
C22 N2 1.332(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.373(5) . ?
C23 C26 1.376(6) . ?
C23 I1 2.103(5) . ?
C24 F7 1.349(7) . ?
C24 C23 1.373(5) 2 ?
C25 C26 1.378(6) . ?
C25 C26 1.378(6) 2 ?
C25 I002 2.071(7) . ?
C26 F8 1.350(6) . ?

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
C6 C1 C2 121.4(4) . . ?
C6 C1 H1 119.3 . . ?
C2 C1 H1 119.3 . . ?
C3 C2 C1 120.2(4) . . ?
C3 C2 C7 120.0(4) . . ?
C1 C2 C7 119.7(4) . . ?
C4 C3 C2 118.6(4) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 121.4(4) . . ?
C3 C4 C8 120.2(4) . . ?
C5 C4 C8 118.4(5) . . ?
C4 C5 C6 120.0(4) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C1 C6 C5 118.4(4) . . ?
C1 C6 C9 120.3(4) . . ?
C5 C6 C9 121.3(4) . . ?
F2 C7 F3 105.4(17) . . ?
F2 C7 F1 109.8(17) . . ?
F3 C7 F1 106.7(18) . . ?
F3' C7 F1' 106.5(17) . . ?
F3' C7 F2' 106.5(16) . . ?
F1' C7 F2' 99.6(15) . . ?
F2 C7 C2 112.8(13) . . ?
F3 C7 C2 111.4(11) . . ?
F1 C7 C2 110.4(14) . . ?
F3' C7 C2 115.8(11) . . ?
F1' C7 C2 116.1(12) . . ?
F2' C7 C2 110.8(12) . . ?
F6 C8 F5 105.2(16) . . ?
F6' C8 F5' 104.9(12) . . ?
F6 C8 F4 107.6(16) . . ?
F5 C8 F4 103.5(11) . . ?
F6' C8 F4' 112.9(11) . . ?
F5' C8 F4' 100.8(10) . . ?
F6' C8 C4 115.3(8) . . ?
F6 C8 C4 115.2(8) . . ?
F5 C8 C4 113.6(8) . . ?
F5' C8 C4 111.6(7) . . ?
F4 C8 C4 110.8(9) . . ?
F4' C8 C4 110.3(7) . . ?
C11 C9 C10 120.7(4) . . ?
C11 C9 C6 124.9(4) . . ?
C10 C9 C6 114.3(4) . . ?
N1 C10 C9 177.9(6) . . ?
C9 C11 C12 130.8(4) . . ?
C9 C11 H11 114.6 . . ?
C12 C11 H11 114.6 . . ?
C13 C12 C17 116.5(4) . . ?
C13 C12 C11 118.3(4) . . ?
C17 C12 C11 125.2(4) . . ?
C14 C13 C12 121.9(4) . . ?
C14 C13 H13 119.0 . . ?
C12 C13 H13 119.0 . . ?
C13 C14 C15 121.2(4) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C16 C15 C14 117.1(4) . . ?
C16 C15 C18 121.0(4) . . ?
C14 C15 C18 121.9(4) . . ?
C17 C16 C15 121.7(4) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C16 C17 C12 121.2(4) . . ?
C16 C17 H17 119.4 . . ?
C12 C17 H17 119.4 . . ?
C19 C18 C22 116.4(4) . . ?
C19 C18 C15 123.2(4) . . ?
C22 C18 C15 120.3(4) . . ?
C20 C19 C18 119.3(5) . . ?
C20 C19 H19 120.4 . . ?
C18 C19 H19 120.4 . . ?
C21 C20 C19 119.9(6) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
N2 C21 C20 122.7(5) . . ?
N2 C21 H21 118.7 . . ?
C20 C21 H21 118.7 . . ?
N2 C22 C18 124.1(5) . . ?
N2 C22 H22 117.9 . . ?
C18 C22 H22 117.9 . . ?
C24 C23 C26 115.2(5) . . ?
C24 C23 I1 121.0(3) . . ?
C26 C23 I1 123.8(4) . . ?
F7 C24 C23 117.2(3) . 2 ?
F7 C24 C23 117.2(3) . . ?
C23 C24 C23 125.5(6) 2 . ?
C26 C25 C26 116.7(6) . 2 ?
C26 C25 I002 121.6(3) . . ?
C26 C25 I002 121.6(3) 2 . ?
F8 C26 C23 117.9(5) . . ?
F8 C26 C25 118.4(4) . . ?
C23 C26 C25 123.6(5) . . ?
C21 N2 C22 117.7(5) . . ?

_refine_diff_density_max         1.509
_refine_diff_density_min         -1.147
_refine_diff_density_rms         0.081



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: chloroform'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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 1863051'
loop_
_audit_author_name
_audit_author_address
'Yufei Wang'
;Jilin University
China
;
_audit_update_record             
;
2018-08-21 deposited with the CCDC.	2021-11-29 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         'C22 H12 F6 N2'
_chemical_formula_sum            'C22 H12 F6 N2'
_chemical_formula_weight         418.34

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      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

_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+1/2'
'-x, -y, -z'
'x, -y, z-1/2'

_cell_length_a                   15.858(2)
_cell_length_b                   8.8033(12)
_cell_length_c                   13.6717(18)
_cell_angle_alpha                90
_cell_angle_beta                 95.506(6)
_cell_angle_gamma                90
_cell_volume                     1899.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7900
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      27.53

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.463
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.128
_shelx_estimated_absorpt_T_min   0.982
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_process_details   ?
_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            17810
_diffrn_reflns_av_unetI/netI     0.0419
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.982
_diffrn_reflns_theta_max         27.558
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.934
_diffrn_measured_fraction_theta_full 0.961
_diffrn_reflns_Laue_measured_fraction_max 0.934
_diffrn_reflns_Laue_measured_fraction_full 0.961
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_point_group_measured_fraction_full 0.961
_reflns_number_total             4109
_reflns_number_gt                2592
_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)+(0.1149P)²+1.5967P] 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         4109
_refine_ls_number_parameters     352
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1263
_refine_ls_R_factor_gt           0.0860
_refine_ls_wR_factor_ref         0.2626
_refine_ls_wR_factor_gt          0.2328
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.001

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 -0.1644(2) 0.5247(4) 0.4296(3) 0.0538(8) Uani 1 1 d . . . . .
C2 C -0.2171(2) 0.4787(5) 0.4991(3) 0.0695(11) Uani 1 1 d . . . . .
H2 H -0.2078 0.5131 0.5636 0.083 Uiso 1 1 calc R U . . .
C3 C -0.2840(3) 0.3810(6) 0.4718(4) 0.0835(13) Uani 1 1 d . . . . .
H3 H -0.3197 0.3492 0.5178 0.100 Uiso 1 1 calc R U . . .
C4 C -0.2968(3) 0.3322(6) 0.3772(4) 0.0843(14) Uani 1 1 d . . . . .
H4 H -0.3415 0.2675 0.3570 0.101 Uiso 1 1 calc R U . . .
C5 C -0.2422(3) 0.3808(6) 0.3131(4) 0.0835(13) Uani 1 1 d . . . . .
H5 H -0.2505 0.3457 0.2487 0.100 Uiso 1 1 calc R U . . .
C6 C -0.0917(2) 0.6289(4) 0.4535(2) 0.0496(8) Uani 1 1 d . . . . .
C7 C -0.0547(2) 0.7023(5) 0.3782(3) 0.0601(10) Uani 1 1 d . . . . .
H7 H -0.0768 0.6869 0.3134 0.072 Uiso 1 1 calc R U . . .
C8 C 0.0139(2) 0.7971(5) 0.3974(2) 0.0616(10) Uani 1 1 d . . . . .
H8 H 0.0371 0.8445 0.3454 0.074 Uiso 1 1 calc R U . . .
C9 C 0.04947(19) 0.8236(4) 0.4932(2) 0.0457(7) Uani 1 1 d . . . . .
C10 C 0.0112(2) 0.7519(4) 0.5681(2) 0.0497(8) Uani 1 1 d . . . . .
H10 H 0.0328 0.7681 0.6329 0.060 Uiso 1 1 calc R U . . .
C11 C -0.0582(2) 0.6571(4) 0.5489(2) 0.0516(8) Uani 1 1 d . . . . .
H11 H -0.0826 0.6118 0.6008 0.062 Uiso 1 1 calc R U . . .
C12 C 0.12439(19) 0.9166(4) 0.5213(2) 0.0461(8) Uani 1 1 d . . . . .
H12 H 0.1421 0.9150 0.5881 0.055 Uiso 1 1 calc R U . . .
C13 C 0.17243(18) 1.0042(4) 0.4676(2) 0.0428(7) Uani 1 1 d . . . . .
C14 C 0.15252(19) 1.0243(4) 0.3641(2) 0.0498(8) Uani 1 1 d . . . . .
C15 C 0.24908(19) 1.0856(4) 0.5088(2) 0.0444(7) Uani 1 1 d . . . . .
C16 C 0.3109(2) 1.1309(4) 0.4487(2) 0.0525(8) Uani 1 1 d . . . . .
H16 H 0.3033 1.1096 0.3819 0.063 Uiso 1 1 calc R U . . .
C17 C 0.3833(2) 1.2068(5) 0.4865(3) 0.0585(9) Uani 1 1 d . . . . .
C18 C 0.3964(2) 1.2395(5) 0.5851(3) 0.0633(10) Uani 1 1 d . . . . .
H18 H 0.4454 1.2894 0.6105 0.076 Uiso 1 1 calc R U . . .
C19 C 0.3359(2) 1.1973(5) 0.6456(3) 0.0592(9) Uani 1 1 d . . . . .
C20 C 0.2625(2) 1.1201(4) 0.6090(2) 0.0518(8) Uani 1 1 d . . . . .
H20 H 0.2226 1.0918 0.6512 0.062 Uiso 1 1 calc R U . . .
C21 C 0.4498(3) 1.2477(7) 0.4194(4) 0.0841(14) Uani 1 1 d . . . . .
C22 C 0.3498(4) 1.2295(7) 0.7534(4) 0.0850(15) Uani 1 1 d . . . . .
F1 F 0.4228(6) 1.249(2) 0.3271(6) 0.117(4) Uani 0.6 1 d . . P A 1
F2 F 0.4845(12) 1.3783(16) 0.4371(14) 0.148(5) Uani 0.6 1 d . . P A 1
F3 F 0.5131(8) 1.1476(18) 0.4246(13) 0.133(4) Uani 0.6 1 d . . P A 1
F1' F 0.455(2) 1.159(4) 0.352(3) 0.211(15) Uani 0.4 1 d . . P A 2
F2' F 0.4317(18) 1.383(3) 0.383(2) 0.187(9) Uani 0.4 1 d . . P A 2
F3' F 0.5204(11) 1.267(6) 0.4706(13) 0.188(11) Uani 0.4 1 d . . P A 2
F4 F 0.390(4) 1.367(6) 0.769(3) 0.119(14) Uani 0.5 1 d . . P B 1
F5 F 0.3947(11) 1.120(4) 0.7997(16) 0.096(8) Uani 0.5 1 d . . P B 1
F6 F 0.272(3) 1.251(5) 0.7918(19) 0.101(7) Uani 0.5 1 d . . P B 1
F4' F 0.380(7) 1.351(10) 0.783(5) 0.100(17) Uani 0.25 1 d . . P B 2
F5' F 0.425(2) 1.126(9) 0.789(4) 0.111(12) Uani 0.25 1 d . . P B 2
F6' F 0.294(2) 1.182(2) 0.8041(14) 0.077(6) Uani 0.25 1 d . U P B 2
F4'' F 0.410(3) 1.332(7) 0.775(4) 0.13(2) Uani 0.25 1 d . . P B 3
F5'' F 0.363(2) 1.130(4) 0.814(3) 0.099(11) Uani 0.25 1 d . . P B 3
F6'' F 0.283(5) 1.273(10) 0.798(4) 0.14(3) Uani 0.25 1 d . . P B 3
N1 N -0.1768(2) 0.4767(4) 0.3364(3) 0.0726(10) Uani 1 1 d . . . . .
N2 N 0.1401(2) 1.0461(5) 0.2809(2) 0.0739(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 N1 1.339(5) . ?
C1 C2 1.386(5) . ?
C1 C6 1.485(5) . ?
C2 C3 1.389(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.359(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.359(7) . ?
C4 H4 0.9300 . ?
C5 N1 1.352(5) . ?
C5 H5 0.9300 . ?
C6 C11 1.383(5) . ?
C6 C7 1.392(5) . ?
C7 C8 1.377(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.395(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.391(5) . ?
C9 C12 1.463(4) . ?
C10 C11 1.387(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.350(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.430(4) . ?
C13 C15 1.476(4) . ?
C14 N2 1.152(4) . ?
C15 C16 1.396(4) . ?
C15 C20 1.399(4) . ?
C16 C17 1.384(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.374(5) . ?
C17 C21 1.507(6) . ?
C18 C19 1.376(5) . ?
C18 H18 0.9300 . ?
C19 C20 1.399(5) . ?
C19 C22 1.497(6) . ?
C20 H20 0.9300 . ?
C21 F1' 1.212(17) . ?
C21 F3' 1.275(14) . ?
C21 F2 1.287(10) . ?
C21 F1 1.292(9) . ?
C21 F2' 1.311(17) . ?
C21 F3 1.333(10) . ?
C22 F5'' 1.21(3) . ?
C22 F4' 1.22(7) . ?
C22 F6' 1.24(4) . ?
C22 F5 1.32(3) . ?
C22 F6'' 1.33(8) . ?
C22 F4'' 1.33(5) . ?
C22 F4 1.38(4) . ?
C22 F6 1.40(5) . ?
C22 F5' 1.54(6) . ?

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
N1 C1 C2 121.2(3) . . ?
N1 C1 C6 116.4(3) . . ?
C2 C1 C6 122.4(3) . . ?
C1 C2 C3 119.5(4) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 H2 120.3 . . ?
C4 C3 C2 119.5(4) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 117.9(4) . . ?
C5 C4 H4 121.1 . . ?
C3 C4 H4 121.1 . . ?
N1 C5 C4 124.6(4) . . ?
N1 C5 H5 117.7 . . ?
C4 C5 H5 117.7 . . ?
C11 C6 C7 117.6(3) . . ?
C11 C6 C1 122.5(3) . . ?
C7 C6 C1 119.8(3) . . ?
C8 C7 C6 121.5(3) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C7 C8 C9 121.4(3) . . ?
C7 C8 H8 119.3 . . ?
C9 C8 H8 119.3 . . ?
C10 C9 C8 116.7(3) . . ?
C10 C9 C12 117.5(3) . . ?
C8 C9 C12 125.8(3) . . ?
C11 C10 C9 121.9(3) . . ?
C11 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
C6 C11 C10 120.8(3) . . ?
C6 C11 H11 119.6 . . ?
C10 C11 H11 119.6 . . ?
C13 C12 C9 131.5(3) . . ?
C13 C12 H12 114.2 . . ?
C9 C12 H12 114.2 . . ?
C12 C13 C14 121.7(3) . . ?
C12 C13 C15 123.8(3) . . ?
C14 C13 C15 114.4(3) . . ?
N2 C14 C13 176.2(4) . . ?
C16 C15 C20 117.7(3) . . ?
C16 C15 C13 120.9(3) . . ?
C20 C15 C13 121.5(3) . . ?
C17 C16 C15 121.5(3) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C18 C17 C16 120.6(3) . . ?
C18 C17 C21 119.9(3) . . ?
C16 C17 C21 119.5(4) . . ?
C17 C18 C19 119.0(3) . . ?
C17 C18 H18 120.5 . . ?
C19 C18 H18 120.5 . . ?
C18 C19 C20 121.3(3) . . ?
C18 C19 C22 119.7(3) . . ?
C20 C19 C22 118.9(4) . . ?
C15 C20 C19 119.9(3) . . ?
C15 C20 H20 120.0 . . ?
C19 C20 H20 120.0 . . ?
F1' C21 F3' 112.7(17) . . ?
F2 C21 F1 105.7(9) . . ?
F1' C21 F2' 109.0(17) . . ?
F3' C21 F2' 103.4(15) . . ?
F2 C21 F3 105.9(8) . . ?
F1 C21 F3 103.7(9) . . ?
F1' C21 C17 114.1(9) . . ?
F3' C21 C17 109.1(8) . . ?
F2 C21 C17 114.2(6) . . ?
F1 C21 C17 114.3(5) . . ?
F2' C21 C17 107.9(9) . . ?
F3 C21 C17 112.2(6) . . ?
F4' C22 F6' 113(4) . . ?
F5'' C22 F6'' 90(4) . . ?
F5'' C22 F4'' 105(4) . . ?
F6'' C22 F4'' 107(4) . . ?
F5 C22 F4 110(3) . . ?
F5 C22 F6 112.0(19) . . ?
F4 C22 F6 103(3) . . ?
F5'' C22 C19 122(2) . . ?
F4' C22 C19 120(4) . . ?
F6' C22 C19 116.2(11) . . ?
F5 C22 C19 110.8(13) . . ?
F6'' C22 C19 117(3) . . ?
F4'' C22 C19 113(2) . . ?
F4 C22 C19 110(2) . . ?
F6 C22 C19 110.1(13) . . ?
F4' C22 F5' 99(7) . . ?
F6' C22 F5' 101(2) . . ?
C19 C22 F5' 104(2) . . ?
C1 N1 C5 117.4(4) . . ?

_refine_diff_density_max         0.330
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.060


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: 1.2-dichloroethane'
_exptl_crystal_preparation       Luminescent
