# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

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

data_s_c
_database_code_depnum_ccdc_archive 'CCDC 1887714'
loop_
_audit_author_name
_audit_author_address
'Xiao-Feng Xia' 'Jiangnan University'
_audit_update_record             
;
2018-12-28 deposited with the CCDC.	2019-09-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H16 F9 N O4'
_chemical_formula_weight         577.40

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'
O O 0.0106 0.0060 '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                   6.1329(8)
_cell_length_b                   40.065(5)
_cell_length_c                   10.6098(15)
_cell_angle_alpha                90
_cell_angle_beta                 103.811(4)
_cell_angle_gamma                90
_cell_volume                     2531.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.515
_exptl_crystal_F_000             1168
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.146
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6389
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27962
_diffrn_reflns_av_unetI/netI     0.0854
_diffrn_reflns_av_R_equivalents  0.1369
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_k_max       48
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.051
_diffrn_reflns_theta_max         25.753
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4816
_reflns_number_gt                2244
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1515P)²+1.4609P] 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-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.017(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4816
_refine_ls_number_parameters     362
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.1950
_refine_ls_R_factor_gt           0.0971
_refine_ls_wR_factor_ref         0.3040
_refine_ls_wR_factor_gt          0.2449
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.016
_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
N1 N 1.0089(9) 0.06739(18) 0.3650(5) 0.0800(15) Uani 1 1 d . . . . .
O1 O 1.0375(10) 0.09300(15) 0.3114(6) 0.124(2) Uani 1 1 d . . . . .
F1 F 0.1636(9) 0.16091(9) 0.6442(4) 0.1220(17) Uani 1 1 d . . . . .
O2 O 0.2919(7) 0.03985(10) 0.7039(4) 0.0770(12) Uani 1 1 d . . . . .
F2 F 0.2403(15) 0.23220(14) 0.8311(5) 0.200(3) Uani 1 1 d . . . . .
C2 C 0.7920(10) 0.03818(15) 0.4951(6) 0.0728(17) Uani 1 1 d . . . . .
H2 H 0.860923 0.018489 0.478998 0.087 Uiso 1 1 calc R U . . .
O3 O 1.1089(8) 0.04168(15) 0.3563(5) 0.1024(17) Uani 1 1 d . . . . .
F3 F -0.0760(10) 0.21574(15) 0.7220(8) 0.186(3) Uani 1 1 d . U . . .
C3 C 0.5517(13) 0.03515(14) 1.1420(6) 0.0776(18) Uani 1 1 d . . . . .
H3 H 0.506034 0.019706 1.195879 0.093 Uiso 1 1 calc R U . . .
C5 C 0.6391(10) 0.03818(13) 0.5714(6) 0.0676(16) Uani 1 1 d . . . . .
H5 H 0.604448 0.018277 0.607319 0.081 Uiso 1 1 calc R U . . .
F5 F 0.0962(15) 0.21782(15) 0.5099(6) 0.181(3) Uani 1 1 d . . . . .
C6 C 0.5367(8) 0.06744(12) 0.5950(5) 0.0498(12) Uani 1 1 d . . . . .
F6 F 0.4000(13) 0.22814(19) 0.6170(8) 0.194(3) Uani 1 1 d . . . . .
C7 C 0.2324(8) 0.12502(12) 0.8933(5) 0.0489(12) Uani 1 1 d . . . . .
C13 C 0.5035(8) 0.08796(11) 1.0338(5) 0.0467(12) Uani 1 1 d . . . . .
C12 C 0.3857(8) 0.12077(12) 1.0052(5) 0.0503(13) Uani 1 1 d . . . . .
C11 C 0.1690(9) 0.09680(13) 0.8003(5) 0.0586(14) Uani 1 1 d . . . . .
H11A H 0.177044 0.075943 0.847575 0.070 Uiso 1 1 calc R U . . .
H11B H 0.015974 0.099742 0.749918 0.070 Uiso 1 1 calc R U . . .
O4 O 0.3203(6) 0.09565(8) 0.7142(3) 0.0584(10) Uani 1 1 d . . . . .
F4 F 0.1091(7) 0.17765(9) 0.9529(3) 0.0936(13) Uani 1 1 d . . . . .
C4 C 0.7410(10) 0.09680(15) 0.4643(5) 0.0652(15) Uani 1 1 d . . . . .
H4 H 0.775346 0.116457 0.426678 0.078 Uiso 1 1 calc R U . . .
C9 C 0.3716(8) 0.06537(14) 0.6769(5) 0.0527(13) Uani 1 1 d . . . . .
F9 F 0.4300(8) 0.17840(13) 0.7959(6) 0.145(2) Uani 1 1 d . . . . .
C8 C 0.2103(12) 0.17765(15) 0.7562(6) 0.0730(17) Uani 1 1 d . . . . .
F8 F -0.1069(6) 0.15106(10) 0.7955(4) 0.1053(14) Uani 1 1 d . . . . .
C1 C 0.5889(9) 0.09690(12) 0.5416(5) 0.0579(14) Uani 1 1 d . . . . .
H1 H 0.521877 0.116768 0.557669 0.069 Uiso 1 1 calc R U . . .
C25 C 0.1359(17) 0.2129(2) 0.7267(8) 0.107(3) Uani 1 1 d . U . . .
C10 C 0.8396(8) 0.06754(15) 0.4441(5) 0.0571(14) Uani 1 1 d . . . . .
F10 F 0.1351(14) 0.26207(13) 0.6124(6) 0.188(3) Uani 1 1 d . . . . .
C24 C 0.1127(10) 0.15727(14) 0.8533(5) 0.0647(15) Uani 1 1 d . . . . .
C14 C 0.4405(10) 0.06547(14) 1.1185(5) 0.0654(15) Uani 1 1 d . . . . .
H14 H 0.325715 0.070695 1.158740 0.078 Uiso 1 1 calc R U . . .
C20 C 0.3279(11) 0.14895(15) 1.2034(6) 0.0738(17) Uani 1 1 d . . . . .
H20 H 0.196657 0.136639 1.195268 0.089 Uiso 1 1 calc R U . . .
C19 C 0.4520(9) 0.14536(12) 1.1120(5) 0.0527(13) Uani 1 1 d . . . . .
C18 C 0.6477(12) 0.16286(18) 1.1287(7) 0.090(2) Uani 1 1 d . . . . .
H18 H 0.737143 0.160037 1.069965 0.108 Uiso 1 1 calc R U . . .
C17 C 0.6780(9) 0.07977(15) 0.9790(6) 0.0652(15) Uani 1 1 d . . . . .
H17 H 0.722561 0.094707 0.922929 0.078 Uiso 1 1 calc R U . . .
C16 C 0.7873(11) 0.04980(17) 1.0062(7) 0.0836(19) Uani 1 1 d . . . . .
H16 H 0.905169 0.044588 0.968389 0.100 Uiso 1 1 calc R U . . .
C15 C 0.7237(12) 0.02745(16) 1.0889(7) 0.0812(19) Uani 1 1 d . . . . .
H15 H 0.798762 0.007219 1.107903 0.097 Uiso 1 1 calc R U . . .
C22 C 0.3951(18) 0.17064(19) 1.3077(7) 0.098(2) Uani 1 1 d . . . . .
H22 H 0.306076 0.173286 1.366670 0.117 Uiso 1 1 calc R U . . .
C23 C 0.5869(18) 0.1877(2) 1.3237(9) 0.113(3) Uani 1 1 d . . . . .
H23 H 0.634643 0.201453 1.395613 0.136 Uiso 1 1 calc R U . . .
C21 C 0.7155(14) 0.1848(2) 1.2317(10) 0.118(3) Uani 1 1 d . . . . .
H21 H 0.845255 0.197425 1.239610 0.142 Uiso 1 1 calc R U . . .
C26 C 0.199(2) 0.2317(2) 0.6216(11) 0.123(3) 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
N1 O1 1.206(7) . ?
N1 O3 1.214(7) . ?
N1 C10 1.482(8) . ?
F1 C8 1.335(7) . ?
O2 C9 1.197(6) . ?
F2 C25 1.378(10) . ?
C2 C10 1.356(8) . ?
C2 C5 1.377(8) . ?
C2 H2 0.9300 . ?
F3 C25 1.294(9) . ?
C3 C15 1.345(9) . ?
C3 C14 1.386(8) . ?
C3 H3 0.9300 . ?
C5 C6 1.381(7) . ?
C5 H5 0.9300 . ?
F5 C26 1.325(12) . ?
C6 C1 1.379(7) . ?
C6 C9 1.486(7) . ?
F6 C26 1.253(11) . ?
C7 C12 1.338(7) . ?
C7 C11 1.491(7) . ?
C7 C24 1.497(7) . ?
C13 C17 1.374(7) . ?
C13 C14 1.391(7) . ?
C13 C12 1.496(7) . ?
C12 C19 1.483(7) . ?
C11 O4 1.450(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
O4 C9 1.337(6) . ?
F4 C24 1.339(6) . ?
C4 C10 1.359(8) . ?
C4 C1 1.381(8) . ?
C4 H4 0.9300 . ?
F9 C8 1.312(7) . ?
C8 C25 1.493(9) . ?
C8 C24 1.543(8) . ?
F8 C24 1.363(6) . ?
C1 H1 0.9300 . ?
C25 C26 1.472(12) . ?
F10 C26 1.275(10) . ?
C14 H14 0.9300 . ?
C20 C19 1.376(7) . ?
C20 C22 1.390(10) . ?
C20 H20 0.9300 . ?
C19 C18 1.365(8) . ?
C18 C21 1.386(11) . ?
C18 H18 0.9300 . ?
C17 C16 1.372(8) . ?
C17 H17 0.9300 . ?
C16 C15 1.374(9) . ?
C16 H16 0.9300 . ?
C15 H15 0.9300 . ?
C22 C23 1.336(11) . ?
C22 H22 0.9300 . ?
C23 C21 1.398(12) . ?
C23 H23 0.9300 . ?
C21 H21 0.9300 . ?

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
O1 N1 O3 123.6(6) . . ?
O1 N1 C10 117.6(6) . . ?
O3 N1 C10 118.8(6) . . ?
C10 C2 C5 118.5(5) . . ?
C10 C2 H2 120.8 . . ?
C5 C2 H2 120.8 . . ?
C15 C3 C14 121.8(6) . . ?
C15 C3 H3 119.1 . . ?
C14 C3 H3 119.1 . . ?
C2 C5 C6 120.6(5) . . ?
C2 C5 H5 119.7 . . ?
C6 C5 H5 119.7 . . ?
C1 C6 C5 119.5(5) . . ?
C1 C6 C9 123.0(5) . . ?
C5 C6 C9 117.5(5) . . ?
C12 C7 C11 120.5(5) . . ?
C12 C7 C24 123.7(5) . . ?
C11 C7 C24 115.7(5) . . ?
C17 C13 C14 118.9(5) . . ?
C17 C13 C12 120.8(4) . . ?
C14 C13 C12 120.3(5) . . ?
C7 C12 C19 126.8(5) . . ?
C7 C12 C13 119.7(5) . . ?
C19 C12 C13 113.5(4) . . ?
O4 C11 C7 109.7(4) . . ?
O4 C11 H11A 109.7 . . ?
C7 C11 H11A 109.7 . . ?
O4 C11 H11B 109.7 . . ?
C7 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
C9 O4 C11 116.5(4) . . ?
C10 C4 C1 119.0(5) . . ?
C10 C4 H4 120.5 . . ?
C1 C4 H4 120.5 . . ?
O2 C9 O4 124.5(5) . . ?
O2 C9 C6 124.2(5) . . ?
O4 C9 C6 111.3(4) . . ?
F9 C8 F1 106.5(6) . . ?
F9 C8 C25 106.5(7) . . ?
F1 C8 C25 107.4(6) . . ?
F9 C8 C24 109.3(5) . . ?
F1 C8 C24 107.1(5) . . ?
C25 C8 C24 119.5(6) . . ?
C6 C1 C4 119.8(5) . . ?
C6 C1 H1 120.1 . . ?
C4 C1 H1 120.1 . . ?
F3 C25 F2 104.5(7) . . ?
F3 C25 C26 111.7(8) . . ?
F2 C25 C26 99.5(8) . . ?
F3 C25 C8 110.2(7) . . ?
F2 C25 C8 107.6(7) . . ?
C26 C25 C8 121.4(7) . . ?
C2 C10 C4 122.6(5) . . ?
C2 C10 N1 118.0(6) . . ?
C4 C10 N1 119.4(5) . . ?
F4 C24 F8 105.4(5) . . ?
F4 C24 C7 113.7(4) . . ?
F8 C24 C7 109.6(5) . . ?
F4 C24 C8 106.6(5) . . ?
F8 C24 C8 107.2(5) . . ?
C7 C24 C8 113.8(5) . . ?
C3 C14 C13 118.9(6) . . ?
C3 C14 H14 120.6 . . ?
C13 C14 H14 120.6 . . ?
C19 C20 C22 121.1(7) . . ?
C19 C20 H20 119.4 . . ?
C22 C20 H20 119.4 . . ?
C18 C19 C20 118.2(5) . . ?
C18 C19 C12 120.8(5) . . ?
C20 C19 C12 120.7(5) . . ?
C19 C18 C21 121.1(7) . . ?
C19 C18 H18 119.5 . . ?
C21 C18 H18 119.5 . . ?
C16 C17 C13 120.8(6) . . ?
C16 C17 H17 119.6 . . ?
C13 C17 H17 119.6 . . ?
C17 C16 C15 120.4(6) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C3 C15 C16 119.2(6) . . ?
C3 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C23 C22 C20 120.4(8) . . ?
C23 C22 H22 119.8 . . ?
C20 C22 H22 119.8 . . ?
C22 C23 C21 119.6(8) . . ?
C22 C23 H23 120.2 . . ?
C21 C23 H23 120.2 . . ?
C18 C21 C23 119.4(8) . . ?
C18 C21 H21 120.3 . . ?
C23 C21 H21 120.3 . . ?
F6 C26 F10 113.2(10) . . ?
F6 C26 F5 100.4(10) . . ?
F10 C26 F5 105.1(9) . . ?
F6 C26 C25 114.2(9) . . ?
F10 C26 C25 114.5(9) . . ?
F5 C26 C25 107.9(9) . . ?

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
C10 C2 C5 C6 0.1(9) . . . . ?
C2 C5 C6 C1 -0.1(8) . . . . ?
C2 C5 C6 C9 179.3(5) . . . . ?
C11 C7 C12 C19 -174.4(4) . . . . ?
C24 C7 C12 C19 4.9(8) . . . . ?
C11 C7 C12 C13 3.4(7) . . . . ?
C24 C7 C12 C13 -177.3(5) . . . . ?
C17 C13 C12 C7 78.8(6) . . . . ?
C14 C13 C12 C7 -102.4(6) . . . . ?
C17 C13 C12 C19 -103.1(6) . . . . ?
C14 C13 C12 C19 75.6(6) . . . . ?
C12 C7 C11 O4 -87.5(6) . . . . ?
C24 C7 C11 O4 93.2(5) . . . . ?
C7 C11 O4 C9 145.2(4) . . . . ?
C11 O4 C9 O2 4.3(7) . . . . ?
C11 O4 C9 C6 -177.0(4) . . . . ?
C1 C6 C9 O2 165.3(5) . . . . ?
C5 C6 C9 O2 -14.1(8) . . . . ?
C1 C6 C9 O4 -13.5(7) . . . . ?
C5 C6 C9 O4 167.2(5) . . . . ?
C5 C6 C1 C4 0.6(8) . . . . ?
C9 C6 C1 C4 -178.7(5) . . . . ?
C10 C4 C1 C6 -1.1(8) . . . . ?
F9 C8 C25 F3 -162.2(7) . . . . ?
F1 C8 C25 F3 84.1(8) . . . . ?
C24 C8 C25 F3 -37.9(10) . . . . ?
F9 C8 C25 F2 -48.8(8) . . . . ?
F1 C8 C25 F2 -162.6(7) . . . . ?
C24 C8 C25 F2 75.4(9) . . . . ?
F9 C8 C25 C26 64.5(11) . . . . ?
F1 C8 C25 C26 -49.2(12) . . . . ?
C24 C8 C25 C26 -171.2(9) . . . . ?
C5 C2 C10 C4 -0.6(9) . . . . ?
C5 C2 C10 N1 178.4(5) . . . . ?
C1 C4 C10 C2 1.2(9) . . . . ?
C1 C4 C10 N1 -177.9(5) . . . . ?
O1 N1 C10 C2 174.2(6) . . . . ?
O3 N1 C10 C2 -5.0(8) . . . . ?
O1 N1 C10 C4 -6.7(8) . . . . ?
O3 N1 C10 C4 174.1(5) . . . . ?
C12 C7 C24 F4 -22.3(7) . . . . ?
C11 C7 C24 F4 157.1(5) . . . . ?
C12 C7 C24 F8 -139.9(5) . . . . ?
C11 C7 C24 F8 39.4(6) . . . . ?
C12 C7 C24 C8 100.1(6) . . . . ?
C11 C7 C24 C8 -80.6(6) . . . . ?
F9 C8 C24 F4 80.3(6) . . . . ?
F1 C8 C24 F4 -164.8(5) . . . . ?
C25 C8 C24 F4 -42.7(8) . . . . ?
F9 C8 C24 F8 -167.2(5) . . . . ?
F1 C8 C24 F8 -52.3(6) . . . . ?
C25 C8 C24 F8 69.8(8) . . . . ?
F9 C8 C24 C7 -45.9(7) . . . . ?
F1 C8 C24 C7 69.0(6) . . . . ?
C25 C8 C24 C7 -168.8(7) . . . . ?
C15 C3 C14 C13 2.5(9) . . . . ?
C17 C13 C14 C3 -1.8(8) . . . . ?
C12 C13 C14 C3 179.4(5) . . . . ?
C22 C20 C19 C18 2.2(9) . . . . ?
C22 C20 C19 C12 176.5(5) . . . . ?
C7 C12 C19 C18 -102.8(7) . . . . ?
C13 C12 C19 C18 79.3(6) . . . . ?
C7 C12 C19 C20 83.0(7) . . . . ?
C13 C12 C19 C20 -94.9(6) . . . . ?
C20 C19 C18 C21 -2.7(10) . . . . ?
C12 C19 C18 C21 -177.1(7) . . . . ?
C14 C13 C17 C16 0.6(8) . . . . ?
C12 C13 C17 C16 179.4(5) . . . . ?
C13 C17 C16 C15 0.0(10) . . . . ?
C14 C3 C15 C16 -1.9(10) . . . . ?
C17 C16 C15 C3 0.6(10) . . . . ?
C19 C20 C22 C23 -2.3(11) . . . . ?
C20 C22 C23 C21 2.8(12) . . . . ?
C19 C18 C21 C23 3.3(12) . . . . ?
C22 C23 C21 C18 -3.3(13) . . . . ?
F3 C25 C26 F6 -175.9(10) . . . . ?
F2 C25 C26 F6 74.2(12) . . . . ?
C8 C25 C26 F6 -43.3(16) . . . . ?
F3 C25 C26 F10 51.3(14) . . . . ?
F2 C25 C26 F10 -58.6(13) . . . . ?
C8 C25 C26 F10 -176.1(10) . . . . ?
F3 C25 C26 F5 -65.3(11) . . . . ?
F2 C25 C26 F5 -175.1(9) . . . . ?
C8 C25 C26 F5 67.4(13) . . . . ?

_refine_diff_density_max         0.667
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.065



####################################################################### 
# 
# 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_2019032701_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1914039'
loop_
_audit_author_name
_audit_author_address
Xiaofeng
;The cambridge crystallographic data center
China
;
_audit_update_record             
;
2019-05-06 deposited with the CCDC.	2019-09-05 downloaded from the CCDC.
;
_audit_creation_date             2019-03-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.09(C19 H9 Cl F9 O), 0.09(C19 H11 Cl F9 O)'
_chemical_formula_sum            'C3.38 H1.96 Cl0.18 F1.60 N0 O0.18'
_chemical_formula_weight         82.08
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   11.543(5)
_cell_length_b                   10.400(2)
_cell_length_c                   32.618(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3915.8(19)
_cell_formula_units_Z            45
_cell_measurement_reflns_used    8162
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      68.37
_cell_measurement_theta_min      5.05
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.603
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1269 before and 0.0577 after correction.
The Ratio of minimum to maximum transmission is 0.7606.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1848
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            18092
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.285
_diffrn_reflns_theta_min         4.251
_diffrn_ambient_temperature      300.09
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.889
_reflns_Friedel_fraction_full    0.925
_reflns_Friedel_fraction_max     0.922
_reflns_number_gt                5377
_reflns_number_total             6902
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.789
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 
;
 Flack x determined using 2092 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.052(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     541
_refine_ls_number_reflns         6902
_refine_ls_number_restraints     475
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0712
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1560P)²+0.9071P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2132
_refine_ls_wR_factor_ref         0.2395
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3.a Secondary CH2 refined with riding coordinates:
 C22(H22A,H22B)
3.b Aromatic/amide H refined with riding coordinates:
 C4AA(H4AA), C19(H19), C15(H15), C16(H16), C1(H1), C00S(H00S), C4(H4), C2(H2),
 C3(H3), C6AA(H6AA), C00Z(H00Z), C14(H14), C17(H17), C18(H18), C5(H5), C20(H20),
  C5AA(H5AA), C01F(H01F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.0014(2) -0.04635(19) 0.64878(9) 0.0980(8) Uani 1 1 d . U . . .
O2 O 0.5196(6) -0.2720(6) 0.3419(3) 0.0992(19) Uani 1 1 d . U . . .
C24 C 0.3772(12) -0.034(2) 0.4843(4) 0.138(4) Uani 1 1 d . U . . .
F9 F 0.3239(4) 0.0222(5) 0.39846(17) 0.0772(12) Uani 1 1 d . U . . .
O1 O 0.2593(7) 0.7720(6) 0.6551(3) 0.102(2) Uani 1 1 d . U . . .
C25 C 0.4198(16) 0.011(3) 0.5264(5) 0.152(6) Uani 1 1 d . U . . .
Cl2 Cl 0.2608(2) 0.54552(19) 0.34895(9) 0.0980(7) Uani 1 1 d . U . . .
F10 F 0.5299(9) -0.1313(11) 0.4587(2) 0.170(4) Uani 1 1 d . U . . .
F003 F 0.0648(3) 0.4748(5) 0.59976(16) 0.0758(12) Uani 1 1 d . U . . .
C22 C 0.5732(7) -0.1791(7) 0.3673(3) 0.0737(19) Uani 1 1 d . U . . .
H22A H 0.649075 -0.158847 0.356287 0.088 Uiso 1 1 calc R . . . .
H22B H 0.583956 -0.215195 0.394439 0.088 Uiso 1 1 calc R . . . .
F11 F 0.5339(9) 0.0605(11) 0.4468(2) 0.158(4) Uani 1 1 d . U . . .
F1 F 0.1033(4) 0.6776(5) 0.59160(18) 0.0889(14) Uani 1 1 d . U . . .
C12 C 0.1616(16) 0.507(2) 0.4724(5) 0.139(4) Uani 1 1 d . U . . .
F3AA F 0.2856(8) -0.0787(13) 0.4797(3) 0.182(5) Uani 1 1 d . U . . .
F8 F 0.3640(4) -0.1799(5) 0.40609(16) 0.0855(13) Uani 1 1 d . U . . .
C4AA C 0.1149(6) 0.2992(7) 0.6814(2) 0.0609(15) Uani 1 1 d . U . . .
H4AA H 0.101424 0.357680 0.702470 0.073 Uiso 1 1 calc R . . . .
F14 F 0.5162(12) 0.0523(17) 0.5297(3) 0.207(6) Uani 1 1 d . U . . .
F15 F 0.3429(13) 0.029(3) 0.5477(5) 0.325(12) Uani 1 1 d . U . . .
F13 F 0.441(2) -0.1134(18) 0.5389(4) 0.254(7) Uani 1 1 d . U . . .
C6 C 0.3434(5) 0.4578(6) 0.6869(2) 0.0555(13) Uani 1 1 d . U . . .
F12 F 0.3318(11) 0.1158(14) 0.4745(4) 0.203(5) Uani 1 1 d . U . . .
C00A C 0.1532(6) 0.5585(7) 0.5935(3) 0.0659(16) Uani 1 1 d . U . . .
F3 F 0.2636(9) 0.6330(9) 0.5374(2) 0.150(3) Uani 1 1 d . U . . .
C00E C 0.1948(5) 0.3299(6) 0.6508(2) 0.0533(12) Uani 1 1 d . U . . .
C00F C 0.5191(5) 0.0442(6) 0.3456(2) 0.0528(13) Uani 1 1 d . U . . .
C19 C 0.6906(7) 0.1332(7) 0.3091(3) 0.0723(19) Uani 1 1 d . U . . .
H19 H 0.696337 0.193200 0.330148 0.087 Uiso 1 1 calc R . . . .
C15 C 0.3155(6) 0.3141(7) 0.3173(3) 0.0656(16) Uani 1 1 d . U . . .
H15 H 0.260789 0.331608 0.297128 0.079 Uiso 1 1 calc R . . . .
C21 C 0.5030(5) -0.0556(6) 0.3708(2) 0.0559(14) Uani 1 1 d . U . . .
C16 C 0.4774(7) 0.2622(7) 0.3769(3) 0.075(2) Uani 1 1 d . U . . .
H16 H 0.532285 0.246158 0.397172 0.089 Uiso 1 1 calc R . . . .
C1 C 0.4987(7) 0.4489(9) 0.7524(3) 0.083(2) Uani 1 1 d . U . . .
H1 H 0.549352 0.444559 0.774538 0.100 Uiso 1 1 calc R . . . .
C00Q C 0.4552(5) 0.1699(6) 0.3473(2) 0.0538(13) Uani 1 1 d . U . . .
C7 C 0.2571(5) 0.4559(6) 0.6524(2) 0.0523(13) Uani 1 1 d . U . . .
C00S C 0.7668(8) 0.1383(8) 0.2773(3) 0.084(2) Uani 1 1 d . U . . .
H00S H 0.825588 0.199389 0.277251 0.101 Uiso 1 1 calc R . . . .
C13 C 0.3370(6) 0.4008(6) 0.3475(3) 0.0650(16) Uani 1 1 d . U . . .
C4 C 0.4301(7) 0.3675(7) 0.6881(3) 0.0697(18) Uani 1 1 d . U . . .
H4 H 0.436618 0.308447 0.666820 0.084 Uiso 1 1 calc R . . . .
C2 C 0.5091(8) 0.3624(8) 0.7208(3) 0.089(2) Uani 1 1 d . U . . .
H2 H 0.567764 0.301201 0.721095 0.106 Uiso 1 1 calc R . . . .
C3 C 0.4133(8) 0.5424(10) 0.7517(3) 0.082(2) Uani 1 1 d . U . . .
H3 H 0.406389 0.600242 0.773265 0.099 Uiso 1 1 calc R . . . .
C6AA C 0.0558(6) 0.1844(7) 0.6812(2) 0.0653(16) Uani 1 1 d . U . . .
H6AA H 0.001367 0.165548 0.701303 0.078 Uiso 1 1 calc R . . . .
C00Z C 0.6739(7) -0.0408(12) 0.2460(3) 0.087(2) Uani 1 1 d . U . . .
H00Z H 0.669010 -0.100205 0.224806 0.104 Uiso 1 1 calc R . . . .
F2 F 0.2781(7) 0.4386(9) 0.55124(19) 0.130(3) Uani 1 1 d . U . . .
C011 C 0.6043(5) 0.0397(7) 0.3107(2) 0.0563(14) Uani 1 1 d . U . . .
F4 F 0.0797(14) 0.3756(12) 0.5235(4) 0.219(6) Uani 1 1 d . U . . .
C14 C 0.4190(8) 0.3773(8) 0.3767(3) 0.081(2) Uani 1 1 d . U . . .
H14 H 0.435341 0.439291 0.396372 0.097 Uiso 1 1 calc R . . . .
F5 F 0.0221(7) 0.5724(11) 0.5188(3) 0.159(3) Uani 1 1 d . U . . .
C8 C 0.2411(6) 0.5558(6) 0.6274(2) 0.0575(14) Uani 1 1 d . U . . .
F7 F 0.1709(16) 0.6234(14) 0.4609(4) 0.232(7) Uani 1 1 d . U . . .
C17 C 0.3762(6) 0.1994(7) 0.3169(2) 0.0637(15) Uani 1 1 d . U . . .
H17 H 0.363555 0.141039 0.295786 0.076 Uiso 1 1 calc R . . . .
F0AA F 0.0849(12) 0.4596(16) 0.4457(3) 0.228(6) Uani 1 1 d . U . . .
C18 C 0.7568(8) 0.0536(10) 0.2454(3) 0.089(2) Uani 1 1 d . U . . .
H18 H 0.806751 0.060058 0.223139 0.106 Uiso 1 1 calc R . . . .
F6 F 0.2583(15) 0.452(2) 0.4688(4) 0.301(11) Uani 1 1 d . U . . .
C5 C 0.3375(6) 0.5496(8) 0.7182(2) 0.0689(18) Uani 1 1 d . U . . .
H5 H 0.283171 0.615513 0.716737 0.083 Uiso 1 1 calc R . . . .
C20 C 0.5965(7) -0.0465(9) 0.2792(3) 0.0731(19) Uani 1 1 d . U . . .
H20 H 0.539390 -0.109479 0.279734 0.088 Uiso 1 1 calc R . . . .
C10 C 0.2008(8) 0.5371(11) 0.5499(3) 0.083(2) Uani 1 1 d . U . . .
C7AA C 0.0795(6) 0.0982(7) 0.6503(3) 0.0670(16) Uani 1 1 d . U . . .
C5AA C 0.2185(7) 0.2379(7) 0.6210(3) 0.074(2) Uani 1 1 d . U . . .
H5AA H 0.273665 0.254991 0.600912 0.089 Uiso 1 1 calc R . . . .
C23 C 0.4117(6) -0.0595(7) 0.4043(2) 0.0632(15) Uani 1 1 d . U . . .
C9 C 0.3158(6) 0.6770(7) 0.6300(3) 0.0712(18) Uani 1 1 d . U . . .
C01E C 0.4604(8) -0.0319(10) 0.4480(3) 0.0769(19) Uani 1 1 d . U . . .
C01F C 0.1607(8) 0.1213(7) 0.6208(3) 0.078(2) Uani 1 1 d . U . . .
H01F H 0.176870 0.059727 0.600887 0.093 Uiso 1 1 calc R . . . .
C11 C 0.1150(13) 0.5023(13) 0.5165(4) 0.108(3) Uani 1 1 d . U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C7AA 1.754(7) . ?
O2 C22 1.415(11) . ?
C24 C25 1.53(2) . ?
C24 F3AA 1.166(17) . ?
C24 F12 1.67(2) . ?
C24 C01E 1.526(15) . ?
F9 C23 1.336(8) . ?
O1 C9 1.439(11) . ?
C25 F14 1.20(2) . ?
C25 F15 1.14(2) . ?
C25 F13 1.37(3) . ?
Cl2 C13 1.744(6) . ?
F10 C01E 1.354(12) . ?
F003 C00A 1.357(8) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C22 C21 1.522(10) . ?
F11 C01E 1.283(12) . ?
F1 C00A 1.367(9) . ?
C12 F7 1.27(2) . ?
C12 F0AA 1.336(19) . ?
C12 F6 1.26(2) . ?
C12 C11 1.54(2) . ?
F8 C23 1.369(8) . ?
C4AA H4AA 0.9300 . ?
C4AA C00E 1.397(9) . ?
C4AA C6AA 1.375(10) . ?
C6 C7 1.504(9) . ?
C6 C4 1.372(10) . ?
C6 C5 1.399(10) . ?
C00A C8 1.501(10) . ?
C00A C10 1.539(13) . ?
F3 C10 1.300(12) . ?
C00E C7 1.495(8) . ?
C00E C5AA 1.392(10) . ?
C00F C21 1.338(10) . ?
C00F C00Q 1.502(9) . ?
C00F C011 1.504(9) . ?
C19 H19 0.9300 . ?
C19 C00S 1.360(12) . ?
C19 C011 1.393(10) . ?
C15 H15 0.9300 . ?
C15 C13 1.357(11) . ?
C15 C17 1.383(10) . ?
C21 C23 1.518(10) . ?
C16 H16 0.9300 . ?
C16 C00Q 1.386(10) . ?
C16 C14 1.374(11) . ?
C1 H1 0.9300 . ?
C1 C2 1.373(15) . ?
C1 C3 1.384(13) . ?
C00Q C17 1.382(10) . ?
C7 C8 1.333(10) . ?
C00S H00S 0.9300 . ?
C00S C18 1.368(15) . ?
C13 C14 1.365(12) . ?
C4 H4 0.9300 . ?
C4 C2 1.405(11) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C3 C5 1.402(12) . ?
C6AA H6AA 0.9300 . ?
C6AA C7AA 1.376(11) . ?
C00Z H00Z 0.9300 . ?
C00Z C18 1.371(14) . ?
C00Z C20 1.404(12) . ?
F2 C10 1.359(12) . ?
C011 C20 1.367(11) . ?
F4 C11 1.398(17) . ?
C14 H14 0.9300 . ?
F5 C11 1.298(16) . ?
C8 C9 1.529(9) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C5 H5 0.9300 . ?
C20 H20 0.9300 . ?
C10 C11 1.517(15) . ?
C7AA C01F 1.365(12) . ?
C5AA H5AA 0.9300 . ?
C5AA C01F 1.385(11) . ?
C23 C01E 1.559(12) . ?
C01F H01F 0.9300 . ?

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
C25 C24 F12 89.6(14) . . ?
F3AA C24 C25 122.0(13) . . ?
F3AA C24 F12 93.7(13) . . ?
F3AA C24 C01E 118.4(13) . . ?
C01E C24 C25 119.4(12) . . ?
C01E C24 F12 92.1(12) . . ?
F14 C25 C24 119.2(13) . . ?
F14 C25 F13 98.7(18) . . ?
F15 C25 C24 110.2(17) . . ?
F15 C25 F14 127(2) . . ?
F15 C25 F13 96(2) . . ?
F13 C25 C24 92.2(18) . . ?
O2 C22 H22A 109.0 . . ?
O2 C22 H22B 109.0 . . ?
O2 C22 C21 112.8(7) . . ?
H22A C22 H22B 107.8 . . ?
C21 C22 H22A 109.0 . . ?
C21 C22 H22B 109.0 . . ?
F7 C12 F0AA 102.4(15) . . ?
F7 C12 C11 109.7(17) . . ?
F0AA C12 C11 111.5(15) . . ?
F6 C12 F7 109(2) . . ?
F6 C12 F0AA 111.0(19) . . ?
F6 C12 C11 112.6(13) . . ?
C00E C4AA H4AA 119.3 . . ?
C6AA C4AA H4AA 119.3 . . ?
C6AA C4AA C00E 121.4(7) . . ?
C4 C6 C7 119.7(6) . . ?
C4 C6 C5 118.8(6) . . ?
C5 C6 C7 121.5(6) . . ?
F003 C00A F1 105.7(5) . . ?
F003 C00A C8 112.7(6) . . ?
F003 C00A C10 108.3(7) . . ?
F1 C00A C8 109.6(6) . . ?
F1 C00A C10 103.9(7) . . ?
C8 C00A C10 115.8(6) . . ?
C4AA C00E C7 119.6(6) . . ?
C5AA C00E C4AA 118.2(6) . . ?
C5AA C00E C7 122.1(6) . . ?
C21 C00F C00Q 125.7(6) . . ?
C21 C00F C011 122.1(6) . . ?
C00Q C00F C011 112.2(5) . . ?
C00S C19 H19 119.4 . . ?
C00S C19 C011 121.2(8) . . ?
C011 C19 H19 119.4 . . ?
C13 C15 H15 120.4 . . ?
C13 C15 C17 119.1(7) . . ?
C17 C15 H15 120.4 . . ?
C00F C21 C22 122.3(6) . . ?
C00F C21 C23 124.0(6) . . ?
C23 C21 C22 113.7(6) . . ?
C00Q C16 H16 119.7 . . ?
C14 C16 H16 119.7 . . ?
C14 C16 C00Q 120.5(7) . . ?
C2 C1 H1 119.7 . . ?
C2 C1 C3 120.6(7) . . ?
C3 C1 H1 119.7 . . ?
C16 C00Q C00F 122.6(6) . . ?
C17 C00Q C00F 119.3(6) . . ?
C17 C00Q C16 117.9(6) . . ?
C00E C7 C6 110.8(5) . . ?
C8 C7 C6 122.6(6) . . ?
C8 C7 C00E 126.5(6) . . ?
C19 C00S H00S 120.0 . . ?
C19 C00S C18 120.0(8) . . ?
C18 C00S H00S 120.0 . . ?
C15 C13 Cl2 120.1(6) . . ?
C15 C13 C14 120.9(6) . . ?
C14 C13 Cl2 119.0(6) . . ?
C6 C4 H4 119.3 . . ?
C6 C4 C2 121.4(8) . . ?
C2 C4 H4 119.3 . . ?
C1 C2 C4 119.3(8) . . ?
C1 C2 H2 120.4 . . ?
C4 C2 H2 120.4 . . ?
C1 C3 H3 120.1 . . ?
C1 C3 C5 119.7(8) . . ?
C5 C3 H3 120.1 . . ?
C4AA C6AA H6AA 120.9 . . ?
C4AA C6AA C7AA 118.2(7) . . ?
C7AA C6AA H6AA 120.9 . . ?
C18 C00Z H00Z 120.5 . . ?
C18 C00Z C20 119.0(8) . . ?
C20 C00Z H00Z 120.5 . . ?
C19 C011 C00F 118.3(6) . . ?
C20 C011 C00F 123.1(6) . . ?
C20 C011 C19 118.4(7) . . ?
C16 C14 H14 120.0 . . ?
C13 C14 C16 120.1(7) . . ?
C13 C14 H14 120.0 . . ?
C00A C8 C9 114.0(6) . . ?
C7 C8 C00A 124.0(6) . . ?
C7 C8 C9 122.0(6) . . ?
C15 C17 H17 119.4 . . ?
C00Q C17 C15 121.3(6) . . ?
C00Q C17 H17 119.4 . . ?
C00S C18 C00Z 120.6(8) . . ?
C00S C18 H18 119.7 . . ?
C00Z C18 H18 119.7 . . ?
C6 C5 C3 120.1(7) . . ?
C6 C5 H5 120.0 . . ?
C3 C5 H5 120.0 . . ?
C00Z C20 H20 119.7 . . ?
C011 C20 C00Z 120.7(8) . . ?
C011 C20 H20 119.7 . . ?
F3 C10 C00A 112.2(9) . . ?
F3 C10 F2 102.8(9) . . ?
F3 C10 C11 108.7(9) . . ?
F2 C10 C00A 108.4(7) . . ?
F2 C10 C11 105.8(9) . . ?
C11 C10 C00A 117.7(8) . . ?
C6AA C7AA Cl1 118.5(6) . . ?
C01F C7AA Cl1 118.9(6) . . ?
C01F C7AA C6AA 122.6(6) . . ?
C00E C5AA H5AA 119.6 . . ?
C01F C5AA C00E 120.7(7) . . ?
C01F C5AA H5AA 119.6 . . ?
F9 C23 F8 106.4(6) . . ?
F9 C23 C21 114.0(6) . . ?
F9 C23 C01E 106.7(7) . . ?
F8 C23 C21 109.5(6) . . ?
F8 C23 C01E 105.9(6) . . ?
C21 C23 C01E 113.7(6) . . ?
O1 C9 C8 110.0(6) . . ?
C24 C01E C23 118.8(8) . . ?
F10 C01E C24 99.4(10) . . ?
F10 C01E C23 108.0(8) . . ?
F11 C01E C24 116.7(11) . . ?
F11 C01E F10 100.8(10) . . ?
F11 C01E C23 110.3(7) . . ?
C7AA C01F C5AA 118.8(7) . . ?
C7AA C01F H01F 120.6 . . ?
C5AA C01F H01F 120.6 . . ?
F4 C11 C12 106.5(13) . . ?
F4 C11 C10 107.3(10) . . ?
F5 C11 C12 109.0(12) . . ?
F5 C11 F4 106.2(14) . . ?
F5 C11 C10 111.4(11) . . ?
C10 C11 C12 115.9(12) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
