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

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

data_mo_dd19398_0m
_audit_block_doi                 10.5517/ccdc.csd.cc25tx20
_database_code_depnum_ccdc_archive 'CCDC 2020892'
loop_
_audit_author_name
_audit_author_address
'Qiuzi Wu'
; Zhejiang University of Technology
China
;
_audit_update_record             
;
2020-08-03 deposited with the CCDC.	2020-12-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H25 F7 N2 O4'
_chemical_formula_weight         550.47

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'
O O 0.0106 0.0060 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   8.7568(3)
_cell_length_b                   16.7646(6)
_cell_length_c                   17.6194(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2586.60(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4535
_cell_measurement_theta_min      5.195
_cell_measurement_theta_max      49.330

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.129
_shelx_estimated_absorpt_T_min   0.975
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6695
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13082
_diffrn_reflns_av_unetI/netI     0.0474
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.430
_diffrn_reflns_theta_max         25.992
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5052
_reflns_number_gt                3666
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.761
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.994

_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 APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0590P)²+0.5829P] 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
_refine_ls_extinction_coef       0.025(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 1242 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.0(4)
_chemical_absolute_configuration unk
_refine_ls_number_reflns         5052
_refine_ls_number_parameters     400
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0798
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1419
_refine_ls_wR_factor_gt          0.1205
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.089
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 1.0084(4) 0.71529(19) 0.6036(2) 0.0747(10) Uani 1 1 d . . . . .
O2 O 0.8041(3) 0.76181(16) 0.66379(16) 0.0571(8) Uani 1 1 d . . . . .
O3 O 0.1159(3) 0.70006(16) 0.79727(17) 0.0604(8) Uani 1 1 d . . . . .
O4 O 0.0647(4) 0.48994(17) 0.80704(17) 0.0666(9) Uani 1 1 d . . . . .
N1 N 0.2710(4) 0.6935(2) 0.7743(2) 0.0548(9) Uani 1 1 d . . . . .
N2 N 0.0250(4) 0.57344(19) 0.70844(19) 0.0562(9) Uani 1 1 d . . . . .
H2 H 0.0236 0.6223 0.6936 0.067 Uiso 1 1 calc R U . . .
C1 C 0.9116(5) 0.7661(2) 0.6080(3) 0.0551(11) Uani 1 1 d . . . . .
C2 C 0.8845(5) 0.8379(2) 0.5593(2) 0.0508(10) Uani 1 1 d . . . . .
H2A H 0.9433 0.8826 0.5800 0.061 Uiso 1 1 calc R U . . .
C3 C 0.7164(5) 0.8531(2) 0.5737(2) 0.0450(9) Uani 1 1 d . . . . .
H3A H 0.6575 0.8142 0.5442 0.054 Uiso 1 1 calc R U . . .
C4 C 0.6483(5) 0.9343(3) 0.5606(3) 0.0588(11) Uani 1 1 d . . . . .
H4A H 0.6578 0.9494 0.5077 0.071 Uiso 1 1 calc R U . . .
H4B H 0.6999 0.9739 0.5915 0.071 Uiso 1 1 calc R U . . .
C5 C 0.4808(5) 0.9285(3) 0.5830(3) 0.0614(12) Uani 1 1 d . . . . .
H5A H 0.4295 0.8942 0.5467 0.074 Uiso 1 1 calc R U . . .
H5B H 0.4356 0.9811 0.5786 0.074 Uiso 1 1 calc R U . . .
C6 C 0.4483(5) 0.8964(2) 0.6634(2) 0.0487(9) Uani 1 1 d . . . . .
C7 C 0.2764(5) 0.8767(3) 0.6656(3) 0.0624(12) Uani 1 1 d . . . . .
H7A H 0.2188 0.9261 0.6620 0.075 Uiso 1 1 calc R U . . .
H7B H 0.2510 0.8445 0.6217 0.075 Uiso 1 1 calc R U . . .
C8 C 0.2279(5) 0.8330(2) 0.7361(3) 0.0627(12) Uani 1 1 d . . . . .
H8A H 0.2424 0.8670 0.7801 0.075 Uiso 1 1 calc R U . . .
H8B H 0.1204 0.8195 0.7327 0.075 Uiso 1 1 calc R U . . .
C9 C 0.3203(5) 0.7584(2) 0.7450(2) 0.0457(9) Uani 1 1 d . . . . .
C10 C 0.4818(5) 0.7585(2) 0.7203(2) 0.0456(9) Uani 1 1 d . . . . .
C11 C 0.5415(4) 0.8208(2) 0.6822(2) 0.0429(9) Uani 1 1 d . . . . .
C12 C 0.7036(4) 0.8312(2) 0.6564(2) 0.0451(9) Uani 1 1 d . . . . .
H4 H 0.7485 0.8747 0.6860 0.054 Uiso 1 1 calc R U . . .
C13 C 0.9304(7) 0.8257(3) 0.4769(3) 0.0813(16) Uani 1 1 d . . . . .
H13A H 1.0373 0.8134 0.4742 0.122 Uiso 1 1 calc R U . . .
H13B H 0.9102 0.8736 0.4487 0.122 Uiso 1 1 calc R U . . .
H13C H 0.8725 0.7824 0.4557 0.122 Uiso 1 1 calc R U . . .
C14 C 0.4872(6) 0.9606(3) 0.7220(3) 0.0746(15) Uani 1 1 d . . . . .
H14A H 0.4180 1.0046 0.7167 0.112 Uiso 1 1 calc R U . . .
H14B H 0.5899 0.9788 0.7141 0.112 Uiso 1 1 calc R U . . .
H14C H 0.4782 0.9387 0.7722 0.112 Uiso 1 1 calc R U . . .
C15 C 0.5741(6) 0.6864(2) 0.7443(3) 0.0626(12) Uani 1 1 d . . . . .
H15A H 0.6780 0.7025 0.7556 0.075 Uiso 1 1 calc R U . . .
H15B H 0.5302 0.6634 0.7898 0.075 Uiso 1 1 calc R U . . .
C16 C 0.0772(6) 0.6281(2) 0.8331(3) 0.0623(12) Uani 1 1 d . . . . .
H16A H -0.0173 0.6360 0.8608 0.075 Uiso 1 1 calc R U . . .
H16B H 0.1560 0.6156 0.8699 0.075 Uiso 1 1 calc R U . . .
C17 C 0.0576(5) 0.5573(2) 0.7815(2) 0.0513(10) Uani 1 1 d . . . . .
C18 C -0.0068(5) 0.5127(2) 0.6556(2) 0.0519(10) Uani 1 1 d . . . . .
C19 C 0.0991(6) 0.4534(2) 0.6420(3) 0.0605(12) Uani 1 1 d . . . . .
H19 H 0.1931 0.4546 0.6665 0.073 Uiso 1 1 calc R U . . .
C20 C 0.0656(6) 0.3924(3) 0.5921(3) 0.0665(13) Uani 1 1 d . . . . .
C21 C -0.0734(7) 0.3901(3) 0.5555(3) 0.0741(14) Uani 1 1 d . . . . .
H21 H -0.0963 0.3486 0.5223 0.089 Uiso 1 1 calc R U . . .
C22 C -0.1783(6) 0.4502(3) 0.5685(3) 0.0678(13) Uani 1 1 d . . . . .
C23 C -0.1458(6) 0.5112(3) 0.6186(3) 0.0607(12) Uani 1 1 d . . . . .
H23 H -0.2173 0.5511 0.6275 0.073 Uiso 1 1 calc R U . . .
C24 C -0.3334(10) 0.4477(6) 0.5333(4) 0.105(2) Uani 1 1 d . . . . .
C25 C 0.1823(9) 0.3298(4) 0.5778(5) 0.095(2) Uani 1 1 d . . . . .
F1 F 0.5748(5) 0.63105(17) 0.6877(2) 0.1023(11) Uani 1 1 d . . . . .
F2 F 0.2813(11) 0.3565(7) 0.5237(9) 0.128(4) Uani 0.6 1 d . . P A 1
F3 F 0.209(2) 0.2917(10) 0.6355(9) 0.151(5) Uani 0.4 1 d . U P A 1
F4 F 0.119(2) 0.2693(10) 0.5363(9) 0.163(5) Uani 0.5 1 d . U P A 1
F5 F -0.3587(15) 0.5015(13) 0.4812(8) 0.141(3) Uani 0.5 1 d . U P B 1
F6 F -0.3733(19) 0.3919(11) 0.4965(11) 0.164(4) Uani 0.5 1 d . U P B 1
F7 F -0.4528(8) 0.4716(8) 0.5784(5) 0.132(3) Uani 0.6 1 d . U P B 1
F2' F 0.228(3) 0.3260(11) 0.5115(16) 0.160(6) Uani 0.4 1 d . U P A 2
F3' F 0.3104(9) 0.3336(5) 0.6251(5) 0.127(3) Uani 0.6 1 d . . P A 2
F4' F 0.1418(19) 0.2574(6) 0.5863(11) 0.145(6) Uani 0.5 1 d . U P A 2
F5' F -0.3028(11) 0.4220(8) 0.4553(5) 0.119(4) Uani 0.5 1 d . . P B 2
F6' F -0.4035(10) 0.3807(8) 0.5550(8) 0.139(4) Uani 0.5 1 d . . P B 2
F7' F -0.382(2) 0.5197(12) 0.5206(13) 0.152(9) Uani 0.4 1 d . . P B 2


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.205(5) . ?
O2 C1 1.363(5) . ?
O2 C12 1.464(4) . ?
O3 C16 1.403(5) . ?
O3 N1 1.422(4) . ?
O4 C17 1.218(5) . ?
N1 C9 1.280(5) . ?
N2 C17 1.345(5) . ?
N2 C18 1.408(5) . ?
N2 H2 0.8600 . ?
C1 C2 1.497(6) . ?
C2 C3 1.515(6) . ?
C2 C13 1.520(6) . ?
C2 H2A 0.9800 . ?
C3 C4 1.504(6) . ?
C3 C12 1.507(5) . ?
C3 H3A 0.9800 . ?
C4 C5 1.522(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.542(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C14 1.530(6) . ?
C6 C7 1.542(6) . ?
C6 C11 1.544(5) . ?
C7 C8 1.504(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.497(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.479(5) . ?
C10 C11 1.347(5) . ?
C10 C15 1.515(6) . ?
C11 C12 1.501(5) . ?
C12 H4 0.9800 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 F1 1.362(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.505(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C18 C19 1.380(6) . ?
C18 C23 1.381(6) . ?
C19 C20 1.380(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.379(8) . ?
C20 C25 1.486(8) . ?
C21 C22 1.383(7) . ?
C21 H21 0.9300 . ?
C22 C23 1.380(6) . ?
C22 C24 1.493(9) . ?
C23 H23 0.9300 . ?
C24 F6 1.192(14) . ?
C24 F7' 1.298(19) . ?
C24 F5 1.305(17) . ?
C24 F6' 1.336(13) . ?
C24 F7 1.373(11) . ?
C24 F5' 1.465(14) . ?
C25 F3 1.222(15) . ?
C25 F2' 1.24(3) . ?
C25 F4' 1.273(13) . ?
C25 F2 1.365(14) . ?
C25 F4 1.368(17) . ?
C25 F3' 1.398(11) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O2 C12 108.0(3) . . ?
C16 O3 N1 107.0(3) . . ?
C9 N1 O3 111.7(3) . . ?
C17 N2 C18 122.0(3) . . ?
C17 N2 H2 119.0 . . ?
C18 N2 H2 119.0 . . ?
O1 C1 O2 119.7(4) . . ?
O1 C1 C2 130.0(4) . . ?
O2 C1 C2 110.3(3) . . ?
C1 C2 C3 101.1(3) . . ?
C1 C2 C13 113.4(4) . . ?
C3 C2 C13 116.0(4) . . ?
C1 C2 H2A 108.6 . . ?
C3 C2 H2A 108.6 . . ?
C13 C2 H2A 108.6 . . ?
C4 C3 C12 109.8(3) . . ?
C4 C3 C2 120.8(3) . . ?
C12 C3 C2 101.1(3) . . ?
C4 C3 H3A 108.1 . . ?
C12 C3 H3A 108.1 . . ?
C2 C3 H3A 108.1 . . ?
C3 C4 C5 106.6(3) . . ?
C3 C4 H4A 110.4 . . ?
C5 C4 H4A 110.4 . . ?
C3 C4 H4B 110.4 . . ?
C5 C4 H4B 110.4 . . ?
H4A C4 H4B 108.6 . . ?
C4 C5 C6 116.0(4) . . ?
C4 C5 H5A 108.3 . . ?
C6 C5 H5A 108.3 . . ?
C4 C5 H5B 108.3 . . ?
C6 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C14 C6 C7 110.6(4) . . ?
C14 C6 C5 109.5(3) . . ?
C7 C6 C5 106.1(4) . . ?
C14 C6 C11 108.3(3) . . ?
C7 C6 C11 109.6(3) . . ?
C5 C6 C11 112.7(3) . . ?
C8 C7 C6 113.6(4) . . ?
C8 C7 H7A 108.8 . . ?
C6 C7 H7A 108.8 . . ?
C8 C7 H7B 108.8 . . ?
C6 C7 H7B 108.8 . . ?
H7A C7 H7B 107.7 . . ?
C9 C8 C7 110.0(3) . . ?
C9 C8 H8A 109.7 . . ?
C7 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
N1 C9 C10 116.2(4) . . ?
N1 C9 C8 124.8(3) . . ?
C10 C9 C8 119.0(3) . . ?
C11 C10 C9 121.2(4) . . ?
C11 C10 C15 123.4(4) . . ?
C9 C10 C15 115.3(3) . . ?
C10 C11 C12 127.5(3) . . ?
C10 C11 C6 122.5(3) . . ?
C12 C11 C6 109.9(3) . . ?
O2 C12 C11 116.7(3) . . ?
O2 C12 C3 103.6(3) . . ?
C11 C12 C3 113.1(3) . . ?
O2 C12 H4 107.7 . . ?
C11 C12 H4 107.7 . . ?
C3 C12 H4 107.7 . . ?
C2 C13 H13A 109.5 . . ?
C2 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C2 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C14 H14A 109.5 . . ?
C6 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C6 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
F1 C15 C10 110.0(4) . . ?
F1 C15 H15A 109.7 . . ?
C10 C15 H15A 109.7 . . ?
F1 C15 H15B 109.7 . . ?
C10 C15 H15B 109.7 . . ?
H15A C15 H15B 108.2 . . ?
O3 C16 C17 115.7(3) . . ?
O3 C16 H16A 108.4 . . ?
C17 C16 H16A 108.4 . . ?
O3 C16 H16B 108.4 . . ?
C17 C16 H16B 108.4 . . ?
H16A C16 H16B 107.4 . . ?
O4 C17 N2 123.4(4) . . ?
O4 C17 C16 120.1(4) . . ?
N2 C17 C16 116.4(4) . . ?
C19 C18 C23 119.8(4) . . ?
C19 C18 N2 120.2(4) . . ?
C23 C18 N2 120.0(4) . . ?
C18 C19 C20 120.1(4) . . ?
C18 C19 H19 120.0 . . ?
C20 C19 H19 120.0 . . ?
C21 C20 C19 120.4(5) . . ?
C21 C20 C25 120.5(5) . . ?
C19 C20 C25 119.0(6) . . ?
C20 C21 C22 119.3(5) . . ?
C20 C21 H21 120.4 . . ?
C22 C21 H21 120.4 . . ?
C23 C22 C21 120.6(5) . . ?
C23 C22 C24 118.3(6) . . ?
C21 C22 C24 121.0(6) . . ?
C22 C23 C18 119.8(5) . . ?
C22 C23 H23 120.1 . . ?
C18 C23 H23 120.1 . . ?
F6 C24 F5 96.3(12) . . ?
F7' C24 F6' 132.9(14) . . ?
F6 C24 F7 108.7(12) . . ?
F5 C24 F7 94.3(11) . . ?
F7' C24 F5' 99.9(12) . . ?
F6' C24 F5' 96.0(10) . . ?
F6 C24 C22 121.0(10) . . ?
F7' C24 C22 110.0(9) . . ?
F5 C24 C22 115.3(9) . . ?
F6' C24 C22 108.8(8) . . ?
F7 C24 C22 116.4(6) . . ?
F5' C24 C22 103.4(7) . . ?
F2' C25 F4' 98.8(12) . . ?
F3 C25 F2 129.2(14) . . ?
F3 C25 F4 97.7(12) . . ?
F2 C25 F4 97.3(12) . . ?
F2' C25 F3' 107.7(15) . . ?
F4' C25 F3' 101.4(12) . . ?
F3 C25 C20 111.0(8) . . ?
F2' C25 C20 114.9(13) . . ?
F4' C25 C20 117.5(9) . . ?
F2 C25 C20 108.9(7) . . ?
F4 C25 C20 109.5(9) . . ?
F3' C25 C20 114.7(6) . . ?

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
C16 O3 N1 C9 -176.0(4) . . . . ?
C12 O2 C1 O1 179.1(4) . . . . ?
C12 O2 C1 C2 -1.6(4) . . . . ?
O1 C1 C2 C3 156.6(5) . . . . ?
O2 C1 C2 C3 -22.6(4) . . . . ?
O1 C1 C2 C13 31.7(7) . . . . ?
O2 C1 C2 C13 -147.6(4) . . . . ?
C1 C2 C3 C4 157.6(4) . . . . ?
C13 C2 C3 C4 -79.2(5) . . . . ?
C1 C2 C3 C12 36.3(4) . . . . ?
C13 C2 C3 C12 159.5(4) . . . . ?
C12 C3 C4 C5 -61.3(5) . . . . ?
C2 C3 C4 C5 -178.2(4) . . . . ?
C3 C4 C5 C6 54.0(5) . . . . ?
C4 C5 C6 C14 74.1(5) . . . . ?
C4 C5 C6 C7 -166.5(4) . . . . ?
C4 C5 C6 C11 -46.6(5) . . . . ?
C14 C6 C7 C8 -70.1(4) . . . . ?
C5 C6 C7 C8 171.2(4) . . . . ?
C11 C6 C7 C8 49.3(5) . . . . ?
C6 C7 C8 C9 -55.9(5) . . . . ?
O3 N1 C9 C10 179.0(3) . . . . ?
O3 N1 C9 C8 0.5(6) . . . . ?
C7 C8 C9 N1 -147.2(4) . . . . ?
C7 C8 C9 C10 34.4(5) . . . . ?
N1 C9 C10 C11 173.6(4) . . . . ?
C8 C9 C10 C11 -7.8(6) . . . . ?
N1 C9 C10 C15 -9.3(5) . . . . ?
C8 C9 C10 C15 169.2(4) . . . . ?
C9 C10 C11 C12 177.3(4) . . . . ?
C15 C10 C11 C12 0.4(6) . . . . ?
C9 C10 C11 C6 1.4(6) . . . . ?
C15 C10 C11 C6 -175.4(4) . . . . ?
C14 C6 C11 C10 99.1(4) . . . . ?
C7 C6 C11 C10 -21.6(5) . . . . ?
C5 C6 C11 C10 -139.5(4) . . . . ?
C14 C6 C11 C12 -77.4(4) . . . . ?
C7 C6 C11 C12 161.9(3) . . . . ?
C5 C6 C11 C12 44.0(4) . . . . ?
C1 O2 C12 C11 150.5(3) . . . . ?
C1 O2 C12 C3 25.5(4) . . . . ?
C10 C11 C12 O2 9.1(6) . . . . ?
C6 C11 C12 O2 -174.6(3) . . . . ?
C10 C11 C12 C3 129.1(4) . . . . ?
C6 C11 C12 C3 -54.6(4) . . . . ?
C4 C3 C12 O2 -167.1(3) . . . . ?
C2 C3 C12 O2 -38.4(4) . . . . ?
C4 C3 C12 C11 65.7(4) . . . . ?
C2 C3 C12 C11 -165.6(3) . . . . ?
C11 C10 C15 F1 -88.1(5) . . . . ?
C9 C10 C15 F1 94.9(4) . . . . ?
N1 O3 C16 C17 -73.1(5) . . . . ?
C18 N2 C17 O4 1.3(7) . . . . ?
C18 N2 C17 C16 -175.4(4) . . . . ?
O3 C16 C17 O4 160.3(4) . . . . ?
O3 C16 C17 N2 -22.8(6) . . . . ?
C17 N2 C18 C19 -58.1(6) . . . . ?
C17 N2 C18 C23 120.2(5) . . . . ?
C23 C18 C19 C20 -0.6(6) . . . . ?
N2 C18 C19 C20 177.7(4) . . . . ?
C18 C19 C20 C21 0.1(7) . . . . ?
C18 C19 C20 C25 179.3(5) . . . . ?
C19 C20 C21 C22 0.7(7) . . . . ?
C25 C20 C21 C22 -178.5(5) . . . . ?
C20 C21 C22 C23 -1.1(7) . . . . ?
C20 C21 C22 C24 -176.6(6) . . . . ?
C21 C22 C23 C18 0.6(7) . . . . ?
C24 C22 C23 C18 176.3(5) . . . . ?
C19 C18 C23 C22 0.2(6) . . . . ?
N2 C18 C23 C22 -178.1(4) . . . . ?
C23 C22 C24 F6 -171.6(16) . . . . ?
C21 C22 C24 F6 4.1(18) . . . . ?
C23 C22 C24 F7' 35.5(16) . . . . ?
C21 C22 C24 F7' -148.8(14) . . . . ?
C23 C22 C24 F5 73.2(13) . . . . ?
C21 C22 C24 F5 -111.1(13) . . . . ?
C23 C22 C24 F6' -117.3(10) . . . . ?
C21 C22 C24 F6' 58.4(11) . . . . ?
C23 C22 C24 F7 -35.9(12) . . . . ?
C21 C22 C24 F7 139.8(9) . . . . ?
C23 C22 C24 F5' 141.5(7) . . . . ?
C21 C22 C24 F5' -42.8(10) . . . . ?
C21 C20 C25 F3 -116.7(14) . . . . ?
C19 C20 C25 F3 64.1(15) . . . . ?
C21 C20 C25 F2' 61.7(15) . . . . ?
C19 C20 C25 F2' -117.5(14) . . . . ?
C21 C20 C25 F4' -53.7(15) . . . . ?
C19 C20 C25 F4' 127.1(14) . . . . ?
C21 C20 C25 F2 95.5(9) . . . . ?
C19 C20 C25 F2 -83.7(9) . . . . ?
C21 C20 C25 F4 -9.9(12) . . . . ?
C19 C20 C25 F4 170.9(10) . . . . ?
C21 C20 C25 F3' -172.7(7) . . . . ?
C19 C20 C25 F3' 8.1(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C23 H23 F1 0.93 2.50 3.392(6) 161.5 1_455
C16 H16A F5' 0.97 2.49 3.333(9) 145.4 2_465
C16 H16A F4' 0.97 2.49 3.224(11) 132.4 3_556
C16 H16A F6 0.97 2.62 3.404(14) 138.4 2_465
C15 H15A F3 0.97 2.63 3.349(15) 131.5 3_656
C15 H15A O2 0.97 2.20 2.769(5) 116.4 .
C12 H4 O4 0.98 2.53 3.408(5) 148.5 3_656
N2 H2 O1 0.86 2.23 3.015(5) 152.1 1_455
C23 H23 F1 0.93 2.50 3.392(6) 161.5 1_455
C16 H16A F5' 0.97 2.49 3.333(9) 145.4 2_465
C16 H16A F4' 0.97 2.49 3.224(11) 132.4 3_556
C16 H16A F6 0.97 2.62 3.404(14) 138.4 2_465
C15 H15A F3 0.97 2.63 3.349(15) 131.5 3_656
C15 H15A O2 0.97 2.20 2.769(5) 116.4 .
C4 H4B O4 0.97 2.74 3.553(6) 141.6 3_656
N2 H2 O1 0.86 2.23 3.015(5) 152.1 1_455
N2 H2 O1 0.86 2.23 3.015(5) 152.1 1_455
C4 H4B O4 0.97 2.74 3.553(6) 141.6 3_656
C15 H15A O2 0.97 2.20 2.769(5) 116.4 .
C15 H15A F3 0.97 2.63 3.349(15) 131.5 3_656
C16 H16A F6 0.97 2.62 3.404(14) 138.4 2_465
C16 H16A F4' 0.97 2.49 3.224(11) 132.4 3_556
C16 H16A F5' 0.97 2.49 3.333(9) 145.4 2_465
C23 H23 F1 0.93 2.50 3.392(6) 161.5 1_455

_refine_diff_density_max         0.394
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.035

_shelxl_version_number           2013-4

