# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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_LZW3612(LOW)
_database_code_depnum_ccdc_archive 'CCDC 2151006'
loop_
_audit_author_name
_audit_author_address
'GAVIN CHIT TSUI'
;Chinese University of Hong Kong
Hong Kong
;
_audit_update_record             
;
2022-07-23 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H16 F10 O2'
_chemical_formula_weight         430.29

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'
F F 0.0727 0.0534 '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'

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

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

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

_cell_length_a                   9.9751(6)
_cell_length_b                   12.4668(7)
_cell_length_c                   28.5860(18)
_cell_angle_alpha                90
_cell_angle_beta                 99.824(3)
_cell_angle_gamma                90
_cell_volume                     3502.8(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2577
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.632
_exptl_crystal_F_000             1744
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.607
_shelx_estimated_absorpt_T_min   0.566
_shelx_estimated_absorpt_T_max   0.739
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5592
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER D8VENTURE DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            52073
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.877
_diffrn_reflns_theta_max         68.466
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             6392
_reflns_number_gt                5712
_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 D8VENTURE DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_data_reduction        'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1730P)²+2.6050P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6392
_refine_ls_number_parameters     608
_refine_ls_number_restraints     114
_refine_ls_R_factor_all          0.0939
_refine_ls_R_factor_gt           0.0887
_refine_ls_wR_factor_ref         0.2642
_refine_ls_wR_factor_gt          0.2552
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      8.312
_refine_ls_shift/su_max          0.019
_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
O1 O 0.9913(2) 0.3966(2) 0.71349(9) 0.0638(6) Uani 1 1 d . . . . .
O2 O 0.6130(3) 0.5646(2) 0.73311(18) 0.1043(14) Uani 1 1 d . . . . .
O3 O 1.5225(2) 0.1468(2) 0.74134(8) 0.0615(6) Uani 1 1 d . . . . .
O4 O 1.1695(2) -0.07182(16) 0.74721(10) 0.0576(6) Uani 1 1 d . . . . .
F1 F 0.6795(3) 0.6810(2) 0.59159(11) 0.0987(9) Uani 1 1 d . U . . .
F3 F 0.4468(4) 0.7632(3) 0.54179(15) 0.1365(15) Uani 1 1 d . U . . .
F4 F 0.376(3) 0.6112(19) 0.5313(9) 0.174(10) Uani 0.39(3) 1 d D U P A 1
F5 F 0.4006(14) 0.6881(12) 0.6048(4) 0.129(6) Uani 0.39(3) 1 d D U P A 1
F4' F 0.3423(8) 0.6147(9) 0.5488(5) 0.128(4) Uani 0.61(3) 1 d D U P A 2
F5' F 0.468(3) 0.6949(9) 0.6144(4) 0.190(6) Uani 0.61(3) 1 d D U P A 2
F7 F 0.5881(3) 0.12743(17) 0.63580(8) 0.0738(7) Uani 1 1 d . U . . .
F11 F 1.2094(2) -0.15356(15) 0.61785(8) 0.0684(6) Uani 1 1 d . . . . .
F12 F 1.1951(3) -0.0538(2) 0.55484(8) 0.0844(8) Uani 1 1 d . . . . .
F13 F 0.9293(3) -0.1589(2) 0.60470(10) 0.0941(9) Uani 1 1 d . . . . .
F14 F 1.0196(4) -0.2235(2) 0.54868(11) 0.1138(12) Uani 1 1 d . . . . .
F15 F 0.9228(3) -0.0709(2) 0.53982(9) 0.0996(10) Uani 1 1 d . . . . .
F16 F 1.1883(2) 0.21928(16) 0.55348(7) 0.0669(6) Uani 1 1 d . . . . .
F17 F 1.2902(2) 0.3572(2) 0.59100(8) 0.0738(7) Uani 1 1 d . . . . .
F18 F 0.9495(2) 0.3332(2) 0.53968(7) 0.0752(7) Uani 1 1 d . . . . .
F19 F 1.1119(3) 0.40506(18) 0.51146(7) 0.0707(6) Uani 1 1 d . . . . .
F20 F 1.0515(3) 0.46671(18) 0.57494(7) 0.0862(8) Uani 1 1 d . . . . .
C1 C 0.8862(4) 0.3244(2) 0.77436(12) 0.0536(7) Uani 1 1 d . . . . .
H1A H 0.981017 0.311909 0.790393 0.064 Uiso 1 1 calc R U . . .
H1B H 0.843396 0.253602 0.766339 0.064 Uiso 1 1 calc R U . . .
C2 C 0.7523(3) 0.4335(2) 0.70466(12) 0.0474(7) Uani 1 1 d . . . . .
C3 C 0.8875(3) 0.3865(2) 0.72962(11) 0.0427(6) Uani 1 1 d . . . . .
C4 C 0.8090(5) 0.3830(4) 0.80805(14) 0.0747(11) Uani 1 1 d . . . . .
H4A H 0.801709 0.335932 0.835416 0.090 Uiso 1 1 calc R U . . .
H4B H 0.860401 0.447894 0.820326 0.090 Uiso 1 1 calc R U . . .
C5 C 0.6674(4) 0.4154(3) 0.78390(16) 0.0727(11) Uani 1 1 d . . . . .
H5A H 0.611938 0.350186 0.775364 0.087 Uiso 1 1 calc R U . . .
H5B H 0.623311 0.458083 0.806215 0.087 Uiso 1 1 calc R U . . .
C6 C 0.6724(3) 0.4800(2) 0.73999(16) 0.0610(9) Uani 1 1 d D . . . .
C7 C 0.7722(5) 0.5121(3) 0.66438(15) 0.0803(13) Uani 1 1 d . . . . .
H7A H 0.724353 0.580281 0.668157 0.096 Uiso 1 1 calc R U . B 1
H7B H 0.870194 0.527983 0.666249 0.096 Uiso 1 1 calc R U . B 1
C12 C 0.5783(5) 0.6148(4) 0.57162(16) 0.0751(11) Uani 1 1 d . . . . .
C13 C 0.4473(6) 0.6728(4) 0.5648(2) 0.1043(19) Uani 1 1 d D . . . .
C14 C 0.6417(4) 0.2719(3) 0.59037(13) 0.0599(8) Uani 1 1 d . . . . .
C15 C 0.6592(4) 0.1548(3) 0.60092(13) 0.0598(8) Uani 1 1 d D . . . .
C17 C 1.2918(3) 0.0835(2) 0.72812(9) 0.0353(5) Uani 1 1 d . . . . .
C18 C 1.4173(3) 0.1386(2) 0.75647(9) 0.0408(6) Uani 1 1 d . . . . .
C19 C 1.4032(3) 0.1846(2) 0.80419(10) 0.0478(7) Uani 1 1 d . . . . .
H19A H 1.345199 0.249458 0.799502 0.057 Uiso 1 1 calc R U . . .
H19B H 1.493929 0.206148 0.821290 0.057 Uiso 1 1 calc R U . . .
C20 C 1.3408(4) 0.1040(3) 0.83395(11) 0.0543(8) Uani 1 1 d . . . . .
H20A H 1.326510 0.138418 0.863914 0.065 Uiso 1 1 calc R U . . .
H20B H 1.404410 0.043235 0.842122 0.065 Uiso 1 1 calc R U . . .
C21 C 1.2064(3) 0.0621(3) 0.80783(11) 0.0534(7) Uani 1 1 d . . . . .
H21A H 1.171687 0.006673 0.827507 0.064 Uiso 1 1 calc R U . . .
H21B H 1.139689 0.121521 0.803146 0.064 Uiso 1 1 calc R U . . .
C22 C 1.2184(3) 0.0144(2) 0.76011(10) 0.0408(6) Uani 1 1 d . . . . .
C23 C 1.3273(3) 0.0238(2) 0.68451(10) 0.0446(6) Uani 1 1 d . . . . .
H23A H 1.426431 0.027725 0.684478 0.054 Uiso 1 1 calc R U . . .
H23B H 1.301111 -0.052671 0.685461 0.054 Uiso 1 1 calc R U . . .
C24 C 1.2490(3) 0.0775(2) 0.63972(9) 0.0380(6) Uani 1 1 d . . . . .
H24A H 1.307561 0.079695 0.614620 0.046 Uiso 1 1 calc R U . . .
C25 C 1.2289(3) 0.1925(2) 0.65740(9) 0.0365(6) Uani 1 1 d . . . . .
H25A H 1.319634 0.228847 0.662066 0.044 Uiso 1 1 calc R U . . .
C26 C 1.1913(3) 0.1751(2) 0.70667(9) 0.0374(6) Uani 1 1 d . . . . .
H26A H 1.095339 0.152204 0.704247 0.045 Uiso 1 1 calc R U . . .
H26B H 1.205962 0.241157 0.726109 0.045 Uiso 1 1 calc R U . . .
C27 C 1.1146(3) 0.0209(2) 0.62025(9) 0.0413(6) Uani 1 1 d . . . . .
H27A H 1.069148 0.000705 0.647170 0.050 Uiso 1 1 calc R U . . .
H27B H 1.054339 0.071816 0.600024 0.050 Uiso 1 1 calc R U . . .
C28 C 1.1319(4) -0.0784(2) 0.59161(10) 0.0511(7) Uani 1 1 d . . . . .
C29 C 0.9976(5) -0.1337(3) 0.57065(13) 0.0742(12) Uani 1 1 d . . . . .
C30 C 1.1268(3) 0.2672(2) 0.62703(9) 0.0387(6) Uani 1 1 d . . . . .
H30A H 1.038203 0.229809 0.619384 0.046 Uiso 1 1 calc R U . . .
H30B H 1.113256 0.331514 0.646018 0.046 Uiso 1 1 calc R U . . .
C31 C 1.1691(3) 0.3028(2) 0.58160(10) 0.0448(6) Uani 1 1 d . . . . .
C32 C 1.0709(4) 0.3794(3) 0.55131(10) 0.0528(7) Uani 1 1 d . . . . .
C8 C 0.7174(4) 0.4637(3) 0.61730(15) 0.0506(11) Uani 0.834(8) 1 d . . P C 1
C9 C 0.7185(4) 0.3423(3) 0.62862(14) 0.0494(10) Uani 0.834(8) 1 d . . P C 1
H9 H 0.815628 0.318457 0.633859 0.059 Uiso 0.834(8) 1 calc R U P C 1
C11 C 0.5756(4) 0.5072(3) 0.59770(19) 0.0474(10) Uani 0.834(8) 1 d . . P C 1
C8' C 0.6167(16) 0.4784(13) 0.6239(7) 0.036(4) Uani 0.166(8) 1 d . . P C 2
C9' C 0.6042(17) 0.3526(15) 0.6296(7) 0.052(5) Uani 0.166(8) 1 d . . P C 2
H9' H 0.505493 0.339673 0.630027 0.063 Uiso 0.166(8) 1 calc R U P C 2
C11' C 0.616(2) 0.5154(18) 0.5731(9) 0.055(6) Uani 0.166(8) 1 d . . P C 2
F2 F 0.6088(6) 0.5938(8) 0.5277(3) 0.094(3) Uani 0.72(3) 1 d . U P C 1
F2' F 0.5890(19) 0.647(3) 0.5140(6) 0.118(6) Uani 0.28(3) 1 d . U P C 2
C10 C 0.6701(4) 0.3386(2) 0.67808(12) 0.0566(8) Uani 1 1 d . . . . .
H10A H 0.693906 0.269440 0.694457 0.068 Uiso 1 1 calc R U . C 1
H10B H 0.570840 0.350488 0.674792 0.068 Uiso 1 1 calc R U . C 1
H8A H 0.777820 0.477620 0.594740 0.050 Uiso 1 1 d . . . . .
H14A H 0.684500 0.277800 0.556100 0.050 Uiso 1 1 d . . . . .
H14B H 0.719700 0.300500 0.602300 0.050 Uiso 1 1 d . . . . .
H11A H 0.527600 0.516700 0.627500 0.050 Uiso 1 1 d . . . . .
H11B H 0.518000 0.458300 0.571400 0.050 Uiso 1 1 d . . . . .
F6 F 0.7908(3) 0.1266(3) 0.6159(3) 0.0766(18) Uani 0.87(2) 1 d . U P D 1
F6' F 0.7977(19) 0.148(2) 0.6449(17) 0.072(9) Uani 0.13(2) 1 d . U P D 2
C16 C 0.6025(7) 0.0782(5) 0.56019(17) 0.0426(17) Uani 0.55 1 d D . P D 1
F10 F 0.6703(6) 0.0877(4) 0.52441(15) 0.0617(11) Uani 0.55 1 d D U P D 1
F9 F 0.4730(5) 0.0970(5) 0.5437(3) 0.0644(14) Uani 0.55 1 d D U P D 1
F8 F 0.6283(16) -0.0021(8) 0.5799(4) 0.135(4) Uani 0.55 1 d D U P D 1
C16' C 0.6230(19) 0.0776(8) 0.5587(5) 0.180(16) Uani 0.45 1 d D . P E 2
F10' F 0.719(2) 0.1155(17) 0.5334(7) 0.245(10) Uani 0.45 1 d D U P E 2
F9' F 0.4946(19) 0.1170(17) 0.5437(7) 0.184(7) Uani 0.45 1 d D U P E 2
F8' F 0.6155(9) -0.0295(5) 0.5715(2) 0.0570(14) Uani 0.45 1 d D U P F 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 C3 1.210(4) . ?
O2 C6 1.209(4) . ?
O3 C18 1.205(4) . ?
O4 C22 1.211(4) . ?
F1 C12 1.352(5) . ?
F3 C13 1.304(6) . ?
F4 C13 1.335(10) . ?
F5 C13 1.321(8) . ?
F4' C13 1.292(8) . ?
F5' C13 1.424(9) . ?
F7 C15 1.362(4) . ?
F11 C28 1.357(4) . ?
F12 C28 1.350(4) . ?
F13 C29 1.318(5) . ?
F14 C29 1.320(5) . ?
F15 C29 1.312(5) . ?
F16 C31 1.349(3) . ?
F17 C31 1.372(4) . ?
F18 C32 1.331(4) . ?
F19 C32 1.314(4) . ?
F20 C32 1.313(4) . ?
C1 C3 1.497(4) . ?
C1 C4 1.519(5) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C6 1.506(5) . ?
C2 C3 1.531(4) . ?
C2 C7 1.550(5) . ?
C2 C10 1.561(4) . ?
C4 C5 1.517(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.500(6) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C7 C8 1.491(6) . ?
C7 C8' 1.818(18) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C12 C11' 1.29(2) . ?
C12 F2 1.367(7) . ?
C12 C13 1.477(7) . ?
C12 C11 1.537(6) . ?
C12 F2' 1.71(2) . ?
C14 C15 1.495(5) . ?
C14 C9 1.506(6) . ?
C14 C9' 1.60(2) . ?
C14 H14A 1.1358 . ?
C14 H14B 0.8710 . ?
C15 F6 1.356(5) . ?
C15 C16 1.537(6) . ?
C15 F6' 1.70(3) . ?
C17 C22 1.531(4) . ?
C17 C18 1.533(4) . ?
C17 C23 1.544(3) . ?
C17 C26 1.573(3) . ?
C18 C19 1.508(4) . ?
C19 C20 1.517(4) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.511(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.512(4) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C23 C24 1.535(4) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C27 1.533(4) . ?
C24 C25 1.545(3) . ?
C24 H24A 1.0000 . ?
C25 C26 1.534(3) . ?
C25 C30 1.535(3) . ?
C25 H25A 1.0000 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.510(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.535(6) . ?
C30 C31 1.499(4) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.527(4) . ?
C8 C11 1.529(6) . ?
C8 C9 1.547(5) . ?
C8 H8A 0.9709 . ?
C9 C10 1.571(5) . ?
C9 H9 1.0000 . ?
C9 H14B 0.9172 . ?
C11 H11A 1.0528 . ?
C11 H11B 1.0583 . ?
C8' C11' 1.52(3) . ?
C8' C9' 1.58(2) . ?
C8' H11A 1.0291 . ?
C9' C10 1.44(2) . ?
C9' H9' 1.0000 . ?
C11' H11B 1.2044 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C16 F8 1.156(13) . ?
C16 F9 1.319(7) . ?
C16 F10 1.324(6) . ?
C16' F9' 1.370(10) . ?
C16' F10' 1.375(10) . ?

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
C3 C1 C4 111.8(3) . . ?
C3 C1 H1A 109.3 . . ?
C4 C1 H1A 109.3 . . ?
C3 C1 H1B 109.3 . . ?
C4 C1 H1B 109.3 . . ?
H1A C1 H1B 107.9 . . ?
C6 C2 C3 111.1(3) . . ?
C6 C2 C7 113.8(3) . . ?
C3 C2 C7 112.0(3) . . ?
C6 C2 C10 108.9(3) . . ?
C3 C2 C10 106.5(2) . . ?
C7 C2 C10 103.9(3) . . ?
O1 C3 C1 120.8(3) . . ?
O1 C3 C2 121.7(3) . . ?
C1 C3 C2 117.4(3) . . ?
C5 C4 C1 111.9(3) . . ?
C5 C4 H4A 109.2 . . ?
C1 C4 H4A 109.2 . . ?
C5 C4 H4B 109.2 . . ?
C1 C4 H4B 109.2 . . ?
H4A C4 H4B 107.9 . . ?
C6 C5 C4 111.3(3) . . ?
C6 C5 H5A 109.4 . . ?
C4 C5 H5A 109.4 . . ?
C6 C5 H5B 109.4 . . ?
C4 C5 H5B 109.4 . . ?
H5A C5 H5B 108.0 . . ?
O2 C6 C5 121.3(4) . . ?
O2 C6 C2 121.8(4) . . ?
C5 C6 C2 116.8(3) . . ?
C8 C7 C2 110.0(3) . . ?
C2 C7 C8' 97.1(7) . . ?
C8 C7 H7A 109.7 . . ?
C2 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
C2 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C11' C12 F1 112.2(10) . . ?
F1 C12 F2 103.7(4) . . ?
C11' C12 C13 136.0(11) . . ?
F1 C12 C13 109.7(4) . . ?
F2 C12 C13 107.7(5) . . ?
F1 C12 C11 113.6(3) . . ?
F2 C12 C11 107.6(6) . . ?
C13 C12 C11 113.8(4) . . ?
C11' C12 F2' 101.0(15) . . ?
F1 C12 F2' 95.6(8) . . ?
C13 C12 F2' 87.5(9) . . ?
F4' C13 F3 111.9(7) . . ?
F3 C13 F5 109.9(6) . . ?
F3 C13 F4 100.4(13) . . ?
F5 C13 F4 118.6(15) . . ?
F4' C13 F5' 115.7(9) . . ?
F3 C13 F5' 108.8(7) . . ?
F4' C13 C12 114.7(7) . . ?
F3 C13 C12 114.6(5) . . ?
F5 C13 C12 113.0(6) . . ?
F4 C13 C12 99.6(13) . . ?
F5' C13 C12 89.2(10) . . ?
C15 C14 C9 113.3(3) . . ?
C15 C14 C9' 120.5(7) . . ?
C15 C14 H14A 100.9 . . ?
C9 C14 H14A 111.6 . . ?
C9' C14 H14A 137.0 . . ?
C15 C14 H14B 104.8 . . ?
C9 C14 H14B 33.6 . . ?
C9' C14 H14B 76.5 . . ?
H14A C14 H14B 82.5 . . ?
F6 C15 F7 107.5(4) . . ?
F6 C15 C14 113.0(3) . . ?
F7 C15 C14 109.5(3) . . ?
F6 C15 C16 106.9(5) . . ?
F7 C15 C16 103.2(3) . . ?
C14 C15 C16 116.0(4) . . ?
F7 C15 F6' 84.6(13) . . ?
C14 C15 F6' 104.3(8) . . ?
C22 C17 C18 111.5(2) . . ?
C22 C17 C23 114.2(2) . . ?
C18 C17 C23 111.3(2) . . ?
C22 C17 C26 107.7(2) . . ?
C18 C17 C26 106.8(2) . . ?
C23 C17 C26 104.7(2) . . ?
O3 C18 C19 120.9(3) . . ?
O3 C18 C17 122.1(3) . . ?
C19 C18 C17 117.0(2) . . ?
C18 C19 C20 111.5(2) . . ?
C18 C19 H19A 109.3 . . ?
C20 C19 H19A 109.3 . . ?
C18 C19 H19B 109.3 . . ?
C20 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C19 C20 C21 111.5(3) . . ?
C19 C20 H20A 109.3 . . ?
C21 C20 H20A 109.3 . . ?
C19 C20 H20B 109.3 . . ?
C21 C20 H20B 109.3 . . ?
H20A C20 H20B 108.0 . . ?
C22 C21 C20 112.4(2) . . ?
C22 C21 H21A 109.1 . . ?
C20 C21 H21A 109.1 . . ?
C22 C21 H21B 109.1 . . ?
C20 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
O4 C22 C21 122.3(3) . . ?
O4 C22 C17 121.8(3) . . ?
C21 C22 C17 115.9(2) . . ?
C24 C23 C17 108.0(2) . . ?
C24 C23 H23A 110.1 . . ?
C17 C23 H23A 110.1 . . ?
C24 C23 H23B 110.1 . . ?
C17 C23 H23B 110.1 . . ?
H23A C23 H23B 108.4 . . ?
C27 C24 C23 113.0(2) . . ?
C27 C24 C25 113.1(2) . . ?
C23 C24 C25 102.0(2) . . ?
C27 C24 H24A 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C26 C25 C30 111.2(2) . . ?
C26 C25 C24 103.6(2) . . ?
C30 C25 C24 119.2(2) . . ?
C26 C25 H25A 107.4 . . ?
C30 C25 H25A 107.4 . . ?
C24 C25 H25A 107.4 . . ?
C25 C26 C17 102.79(19) . . ?
C25 C26 H26A 111.2 . . ?
C17 C26 H26A 111.2 . . ?
C25 C26 H26B 111.2 . . ?
C17 C26 H26B 111.2 . . ?
H26A C26 H26B 109.1 . . ?
C28 C27 C24 113.6(2) . . ?
C28 C27 H27A 108.8 . . ?
C24 C27 H27A 108.8 . . ?
C28 C27 H27B 108.8 . . ?
C24 C27 H27B 108.8 . . ?
H27A C27 H27B 107.7 . . ?
F12 C28 F11 106.8(3) . . ?
F12 C28 C27 110.4(3) . . ?
F11 C28 C27 111.9(2) . . ?
F12 C28 C29 106.9(3) . . ?
F11 C28 C29 106.4(3) . . ?
C27 C28 C29 114.0(3) . . ?
F15 C29 F14 107.9(3) . . ?
F15 C29 F13 109.4(4) . . ?
F14 C29 F13 107.3(4) . . ?
F15 C29 C28 110.7(3) . . ?
F14 C29 C28 111.2(4) . . ?
F13 C29 C28 110.2(3) . . ?
C31 C30 C25 114.3(2) . . ?
C31 C30 H30A 108.7 . . ?
C25 C30 H30A 108.7 . . ?
C31 C30 H30B 108.7 . . ?
C25 C30 H30B 108.7 . . ?
H30A C30 H30B 107.6 . . ?
F16 C31 F17 106.8(3) . . ?
F16 C31 C30 112.2(2) . . ?
F17 C31 C30 110.2(2) . . ?
F16 C31 C32 106.7(2) . . ?
F17 C31 C32 105.1(2) . . ?
C30 C31 C32 115.3(2) . . ?
F19 C32 F20 109.8(3) . . ?
F19 C32 F18 107.1(3) . . ?
F20 C32 F18 106.2(3) . . ?
F19 C32 C31 112.3(3) . . ?
F20 C32 C31 111.3(3) . . ?
F18 C32 C31 109.9(3) . . ?
C7 C8 C11 111.2(4) . . ?
C7 C8 C9 102.6(3) . . ?
C11 C8 C9 113.4(3) . . ?
C7 C8 H8A 110.7 . . ?
C11 C8 H8A 109.5 . . ?
C9 C8 H8A 109.3 . . ?
C14 C9 C8 115.7(3) . . ?
C14 C9 C10 116.1(3) . . ?
C8 C9 C10 103.0(3) . . ?
C14 C9 H9 107.2 . . ?
C8 C9 H9 107.1 . . ?
C10 C9 H9 107.1 . . ?
C14 C9 H14B 31.7 . . ?
C8 C9 H14B 112.7 . . ?
C10 C9 H14B 140.4 . . ?
H9 C9 H14B 78.8 . . ?
C8 C11 C12 113.3(4) . . ?
C8 C11 H11A 105.3 . . ?
C12 C11 H11A 110.0 . . ?
C8 C11 H11B 114.3 . . ?
C12 C11 H11B 102.2 . . ?
H11A C11 H11B 111.9 . . ?
C11' C8' C9' 114.1(15) . . ?
C11' C8' C7 113.6(12) . . ?
C9' C8' C7 103.7(13) . . ?
C11' C8' H11A 95.2 . . ?
C9' C8' H11A 111.4 . . ?
C7 C8' H11A 119.2 . . ?
C10 C9' C8' 100.8(14) . . ?
C10 C9' C14 118.4(13) . . ?
C8' C9' C14 121.4(14) . . ?
C10 C9' H9' 104.9 . . ?
C8' C9' H9' 104.9 . . ?
C14 C9' H9' 104.9 . . ?
C12 C11' C8' 105.9(17) . . ?
C12 C11' H11B 109.5 . . ?
C8' C11' H11B 74.4 . . ?
C9' C10 C2 119.5(7) . . ?
C9 C10 C2 101.5(3) . . ?
C9 C10 H10A 111.5 . . ?
C2 C10 H10A 111.5 . . ?
C9 C10 H10B 111.5 . . ?
C2 C10 H10B 111.5 . . ?
H10A C10 H10B 109.3 . . ?
F8 C16 F9 116.8(10) . . ?
F8 C16 F10 110.7(8) . . ?
F9 C16 F10 107.8(5) . . ?
F8 C16 C15 98.4(6) . . ?
F9 C16 C15 111.9(4) . . ?
F10 C16 C15 111.1(5) . . ?
F9' C16' F10' 114.1(16) . . ?

_refine_diff_density_max         0.801
_refine_diff_density_min         -0.630
_refine_diff_density_rms         0.122

####################################################################### 
# 
# 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_lzw2257
_database_code_depnum_ccdc_archive 'CCDC 2151010'
loop_
_audit_author_name
_audit_author_address
'GAVIN CHIT TSUI'
;Chinese University of Hong Kong
Hong Kong
;
_audit_update_record             
;
2022-07-23 deposited with the CCDC.	2022-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H14 F10 N2 O4 S'
_chemical_formula_weight         520.35

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'
S S 0.1246 0.1234 '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           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   8.4047(8)
_cell_length_b                   21.134(2)
_cell_length_c                   11.6700(11)
_cell_angle_alpha                90
_cell_angle_beta                 101.665(3)
_cell_angle_gamma                90
_cell_volume                     2030.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    155
_cell_measurement_theta_min      15
_cell_measurement_theta_max      15

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.702
_exptl_crystal_F_000             1048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.278
_shelx_estimated_absorpt_T_min   0.874
_shelx_estimated_absorpt_T_max   0.921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6600
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'BRUKER D8VENTURE DIFFRACTOMETER'
_diffrn_measurement_method       'PHI & OMEGA SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            28311
_diffrn_reflns_av_unetI/netI     0.0175
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.927
_diffrn_reflns_theta_max         25.249
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3620
_reflns_number_gt                2962
_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 D8VENTURE DIFFRACTOMETER'
_computing_cell_refinement       'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_data_reduction        'BRUKER D8VENTURE DIFFRACTOMETER'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1334P)²+1.4534P] 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         3620
_refine_ls_number_parameters     419
_refine_ls_number_restraints     56
_refine_ls_R_factor_all          0.0912
_refine_ls_R_factor_gt           0.0786
_refine_ls_wR_factor_ref         0.2399
_refine_ls_wR_factor_gt          0.2206
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.157
_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
S1 S 0.94302(11) 0.35773(5) 0.87851(10) 0.0783(4) Uani 1 1 d . . . . .
F1 F 0.4425(12) 0.1287(4) 0.7869(11) 0.192(5) Uani 0.728(6) 1 d D . P A 1
F2 F 0.2375(5) 0.2084(2) 0.6874(3) 0.127(2) Uani 0.728(6) 1 d D . P A 1
C11 C 0.4196(8) 0.2354(3) 0.8631(5) 0.0806(18) Uani 0.728(6) 1 d D . P A 1
H11A H 0.347093 0.271003 0.864184 0.097 Uiso 0.728(6) 1 calc R U P A 1
H11B H 0.460851 0.221513 0.942795 0.097 Uiso 0.728(6) 1 calc R U P A 1
C12 C 0.3297(9) 0.1794(4) 0.7854(6) 0.101(2) Uani 0.728(6) 1 d D . P A 1
F1' F 0.4116(18) 0.1282(8) 0.7640(14) 0.093(5) Uani 0.272(6) 1 d D U P A 2
F2' F 0.4641(15) 0.1957(5) 0.9695(8) 0.119(4) Uani 0.272(6) 1 d D . P A 2
C11' C 0.391(2) 0.2386(6) 0.7877(18) 0.088(5) Uani 0.272(6) 1 d D . P A 2
H11C H 0.337399 0.233712 0.706413 0.105 Uiso 0.272(6) 1 calc R U P A 2
H11D H 0.333359 0.269455 0.825598 0.105 Uiso 0.272(6) 1 calc R U P A 2
C12' C 0.415(3) 0.1714(8) 0.8574(11) 0.125(7) Uani 0.272(6) 1 d D U P A 2
F6 F 0.5238(8) 0.4349(4) 0.6006(9) 0.128(4) Uani 0.513(14) 1 d D . P B 1
F7 F 0.3719(14) 0.3646(5) 0.4957(6) 0.125(4) Uani 0.513(14) 1 d D . P B 1
F6' F 0.495(2) 0.4003(10) 0.5282(17) 0.253(12) Uani 0.487(14) 1 d D . P B 2
F7' F 0.266(2) 0.3545(4) 0.5305(13) 0.229(10) Uani 0.487(14) 1 d D . P B 2
F8 F 0.293(2) 0.4745(6) 0.6907(8) 0.199(8) Uani 0.630(11) 1 d D . P C 1
F9 F 0.1274(7) 0.4150(5) 0.5838(7) 0.173(5) Uani 0.630(11) 1 d D . P C 1
F10 F 0.2501(17) 0.4838(6) 0.5042(8) 0.122(4) Uani 0.630(11) 1 d D . P C 1
F8' F 0.4167(13) 0.4901(4) 0.6383(12) 0.137(5) Uani 0.370(11) 1 d D . P C 2
F9' F 0.2220(16) 0.4635(8) 0.6829(11) 0.110(5) Uani 0.370(11) 1 d D . P C 2
F10' F 0.224(4) 0.4656(12) 0.4876(12) 0.147(9) Uani 0.370(11) 1 d D . P C 2
O1 O 0.6747(4) 0.65333(17) 0.8422(4) 0.1252(14) Uani 1 1 d . . . . .
O2 O 0.5891(5) 0.6225(2) 0.9927(4) 0.1315(15) Uani 1 1 d . . . . .
O3 O 1.0498(4) 0.36253(16) 0.7990(4) 0.1151(12) Uani 1 1 d . . . . .
O4 O 1.0008(4) 0.33619(15) 0.9945(3) 0.1033(11) Uani 1 1 d . . . . .
N1 N 0.6588(4) 0.61399(19) 0.9132(4) 0.0948(12) Uani 1 1 d . . . . .
N2 N 0.7946(4) 0.31295(14) 0.8205(3) 0.0716(8) Uani 1 1 d . . . . .
C1 C 0.7280(4) 0.55035(17) 0.9044(4) 0.0715(9) Uani 1 1 d . . . . .
C2 C 0.7896(5) 0.53619(19) 0.8080(4) 0.0801(11) Uani 1 1 d . . . . .
H2A H 0.786498 0.565793 0.748628 0.096 Uiso 1 1 calc R U . . .
C3 C 0.8561(5) 0.47773(19) 0.8002(4) 0.0771(10) Uani 1 1 d . . . . .
H3B H 0.898782 0.467280 0.735037 0.093 Uiso 1 1 calc R U . . .
C4 C 0.8601(4) 0.43406(16) 0.8891(3) 0.0643(8) Uani 1 1 d . . . . .
C5 C 0.7985(5) 0.44937(19) 0.9849(3) 0.0753(10) Uani 1 1 d . . . . .
H5A H 0.802878 0.420274 1.045275 0.090 Uiso 1 1 calc R U . . .
C6 C 0.7298(5) 0.5081(2) 0.9922(4) 0.0796(10) Uani 1 1 d . . . . .
H6A H 0.685337 0.518561 1.056465 0.096 Uiso 1 1 calc R U . . .
C7 C 0.7189(5) 0.3143(2) 0.6957(4) 0.0815(11) Uani 1 1 d . . . . .
H7A H 0.768707 0.283577 0.652243 0.098 Uiso 1 1 calc R U . . .
H7B H 0.727666 0.356030 0.662750 0.098 Uiso 1 1 calc R U . . .
C8 C 0.5408(5) 0.29734(18) 0.6942(4) 0.0784(10) Uani 1 1 d . . . . .
H8A H 0.495072 0.273798 0.622820 0.094 Uiso 1 1 calc R U . . .
C9 C 0.5614(5) 0.25324(17) 0.8011(4) 0.0868(12) Uani 1 1 d . . . . .
H9A H 0.608714 0.213621 0.779866 0.104 Uiso 1 1 calc R U . A 1
C10 C 0.6881(5) 0.28545(17) 0.8909(4) 0.0754(10) Uani 1 1 d . . . . .
H10A H 0.640403 0.317863 0.932230 0.090 Uiso 1 1 calc R U . . .
H10B H 0.745874 0.255349 0.946991 0.090 Uiso 1 1 calc R U . . .
C14 C 0.4343(5) 0.35506(18) 0.7057(4) 0.0768(10) Uani 1 1 d . . . . .
H14A H 0.335880 0.340717 0.729007 0.092 Uiso 1 1 calc R U . . .
H14B H 0.491971 0.382190 0.767377 0.092 Uiso 1 1 calc R U . . .
C15 C 0.3884(6) 0.3931(2) 0.5960(4) 0.0947(13) Uani 1 1 d D . . . .
C16 C 0.2811(8) 0.4457(3) 0.5949(4) 0.120(2) Uani 1 1 d D . . . .
C13 C 0.2086(9) 0.1520(3) 0.8461(6) 0.120(2) Uani 0.876(6) 1 d D U P A 1
F3 F 0.1168(5) 0.19985(18) 0.8713(4) 0.1346(17) Uani 0.876(6) 1 d D . P A 1
F4 F 0.1358(6) 0.10728(19) 0.7715(4) 0.1457(19) Uani 0.876(6) 1 d D . P A 1
F5 F 0.2745(7) 0.1179(3) 0.9406(4) 0.1409(19) Uani 0.876(6) 1 d D . P A 1
C13' C 0.301(2) 0.1364(7) 0.815(2) 0.035(4) Uani 0.124(6) 1 d D U P A 2
F3' F 0.258(2) 0.1995(6) 0.8162(16) 0.066(5) Uani 0.124(6) 1 d D U P A 2
F4' F 0.169(3) 0.1391(16) 0.729(2) 0.24(3) Uani 0.124(6) 1 d D . P A 2
F5' F 0.360(3) 0.1108(10) 0.919(2) 0.137(16) Uani 0.124(6) 1 d D . P A 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
S1 O4 1.417(3) . ?
S1 O3 1.419(4) . ?
S1 N2 1.603(3) . ?
S1 C4 1.772(4) . ?
F1 C12 1.428(8) . ?
F2 C12 1.389(6) . ?
C11 C9 1.561(8) . ?
C11 C12 1.586(9) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.472(10) . ?
F1' C13' 1.21(2) . ?
F1' C12' 1.419(9) . ?
F2' C12' 1.388(8) . ?
C11' C9 1.443(16) . ?
C11' C12' 1.628(17) . ?
C11' H11C 0.9700 . ?
C11' H11D 0.9700 . ?
C12' C13' 1.23(3) . ?
C12' F3' 1.44(3) . ?
C12' F5' 1.58(3) . ?
F6 C15 1.433(6) . ?
F7 C15 1.298(7) . ?
F6' C15 1.317(8) . ?
F7' C15 1.411(8) . ?
F8 C16 1.259(8) . ?
F9 C16 1.428(7) . ?
F10 C16 1.312(8) . ?
F8' C16 1.483(8) . ?
F9' C16 1.284(9) . ?
F10' C16 1.316(9) . ?
O1 N1 1.200(6) . ?
O2 N1 1.208(6) . ?
N1 C1 1.477(5) . ?
N2 C10 1.453(5) . ?
N2 C7 1.466(5) . ?
C1 C6 1.357(6) . ?
C1 C2 1.364(6) . ?
C2 C3 1.367(6) . ?
C2 H2A 0.9300 . ?
C3 C4 1.384(5) . ?
C3 H3B 0.9300 . ?
C4 C5 1.362(5) . ?
C5 C6 1.378(6) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 C8 1.536(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C14 1.535(5) . ?
C8 C9 1.538(6) . ?
C8 H8A 0.9800 . ?
C9 C10 1.498(6) . ?
C9 H9A 0.9800 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C14 C15 1.495(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.430(7) . ?
C13 F5 1.339(6) . ?
C13 F3 1.340(7) . ?
C13 F4 1.345(6) . ?
C13' F5' 1.333(10) . ?
C13' F4' 1.339(11) . ?
C13' F3' 1.383(10) . ?
F3' F4' 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
O4 S1 O3 120.5(2) . . ?
O4 S1 N2 107.53(18) . . ?
O3 S1 N2 107.9(2) . . ?
O4 S1 C4 106.83(19) . . ?
O3 S1 C4 106.89(18) . . ?
N2 S1 C4 106.47(15) . . ?
C9 C11 C12 103.6(5) . . ?
C9 C11 H11A 111.0 . . ?
C12 C11 H11A 111.0 . . ?
C9 C11 H11B 111.0 . . ?
C12 C11 H11B 111.0 . . ?
H11A C11 H11B 109.0 . . ?
F2 C12 F1 126.9(9) . . ?
F2 C12 C13 104.2(6) . . ?
F1 C12 C13 102.8(6) . . ?
F2 C12 C11 105.2(5) . . ?
F1 C12 C11 108.3(6) . . ?
C13 C12 C11 108.3(6) . . ?
C13' F1' C12' 55.1(15) . . ?
C9 C11' C12' 96.5(13) . . ?
C9 C11' H11C 112.5 . . ?
C12' C11' H11C 112.5 . . ?
C9 C11' H11D 112.5 . . ?
C12' C11' H11D 112.5 . . ?
H11C C11' H11D 110.0 . . ?
C13' C12' F2' 131(2) . . ?
C13' C12' F1' 53.8(12) . . ?
F2' C12' F1' 156.7(19) . . ?
C13' C12' F3' 61.9(13) . . ?
F2' C12' F3' 103.9(15) . . ?
F1' C12' F3' 97.7(14) . . ?
C13' C12' F5' 54.8(11) . . ?
F2' C12' F5' 85.9(13) . . ?
F1' C12' F5' 82.3(15) . . ?
F3' C12' F5' 98.9(18) . . ?
C13' C12' C11' 108.4(16) . . ?
F2' C12' C11' 97.5(12) . . ?
F1' C12' C11' 101.4(13) . . ?
F3' C12' C11' 57.3(11) . . ?
F5' C12' C11' 156(2) . . ?
O1 N1 O2 124.5(5) . . ?
O1 N1 C1 118.9(5) . . ?
O2 N1 C1 116.6(5) . . ?
C10 N2 C7 112.1(3) . . ?
C10 N2 S1 120.9(3) . . ?
C7 N2 S1 123.5(3) . . ?
C6 C1 C2 122.0(4) . . ?
C6 C1 N1 119.5(4) . . ?
C2 C1 N1 118.5(4) . . ?
C1 C2 C3 118.8(4) . . ?
C1 C2 H2A 120.6 . . ?
C3 C2 H2A 120.6 . . ?
C2 C3 C4 120.0(4) . . ?
C2 C3 H3B 120.0 . . ?
C4 C3 H3B 120.0 . . ?
C5 C4 C3 120.1(4) . . ?
C5 C4 S1 119.6(3) . . ?
C3 C4 S1 120.3(3) . . ?
C4 C5 C6 119.8(3) . . ?
C4 C5 H5A 120.1 . . ?
C6 C5 H5A 120.1 . . ?
C1 C6 C5 119.2(4) . . ?
C1 C6 H6A 120.4 . . ?
C5 C6 H6A 120.4 . . ?
N2 C7 C8 103.4(3) . . ?
N2 C7 H7A 111.1 . . ?
C8 C7 H7A 111.1 . . ?
N2 C7 H7B 111.1 . . ?
C8 C7 H7B 111.1 . . ?
H7A C7 H7B 109.0 . . ?
C14 C8 C7 113.4(3) . . ?
C14 C8 C9 112.5(3) . . ?
C7 C8 C9 100.5(3) . . ?
C14 C8 H8A 110.0 . . ?
C7 C8 H8A 110.0 . . ?
C9 C8 H8A 110.0 . . ?
C11' C9 C10 136.3(9) . . ?
C11' C9 C8 95.5(7) . . ?
C10 C9 C8 103.8(3) . . ?
C10 C9 C11 106.7(4) . . ?
C8 C9 C11 123.4(4) . . ?
C10 C9 H9A 107.3 . . ?
C8 C9 H9A 107.3 . . ?
C11 C9 H9A 107.3 . . ?
N2 C10 C9 102.6(3) . . ?
N2 C10 H10A 111.2 . . ?
C9 C10 H10A 111.2 . . ?
N2 C10 H10B 111.2 . . ?
C9 C10 H10B 111.2 . . ?
H10A C10 H10B 109.2 . . ?
C15 C14 C8 114.0(3) . . ?
C15 C14 H14A 108.8 . . ?
C8 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C8 C14 H14B 108.8 . . ?
H14A C14 H14B 107.6 . . ?
F6' C15 F7' 104.5(12) . . ?
F7 C15 C16 113.6(6) . . ?
F6' C15 C16 114.1(7) . . ?
F7' C15 C16 93.2(7) . . ?
F7 C15 F6 105.0(7) . . ?
C16 C15 F6 90.9(5) . . ?
F7 C15 C14 119.0(6) . . ?
F6' C15 C14 119.2(7) . . ?
F7' C15 C14 100.7(6) . . ?
C16 C15 C14 118.6(4) . . ?
F6 C15 C14 103.5(4) . . ?
F8 C16 F10 112.8(9) . . ?
F9' C16 F10' 122.8(14) . . ?
F8 C16 F9 102.2(10) . . ?
F10 C16 F9 100.2(8) . . ?
F8 C16 C15 115.4(7) . . ?
F9' C16 C15 124.5(7) . . ?
F10 C16 C15 120.4(7) . . ?
F10' C16 C15 111.4(12) . . ?
F9 C16 C15 101.8(5) . . ?
F9' C16 F8' 86.4(9) . . ?
F10' C16 F8' 103.3(15) . . ?
C15 C16 F8' 92.8(5) . . ?
F5 C13 F3 112.7(6) . . ?
F5 C13 F4 102.4(5) . . ?
F3 C13 F4 117.7(6) . . ?
F5 C13 C12 113.3(6) . . ?
F3 C13 C12 107.1(5) . . ?
F4 C13 C12 103.5(6) . . ?
F1' C13' C12' 71.0(14) . . ?
F1' C13' F5' 102(2) . . ?
C12' C13' F5' 76.2(19) . . ?
F1' C13' F4' 104(2) . . ?
C12' C13' F4' 137(2) . . ?
F5' C13' F4' 143(2) . . ?
F1' C13' F3' 111.9(19) . . ?
C12' C13' F3' 66.4(15) . . ?
F5' C13' F3' 115.6(18) . . ?
F4' C13' F3' 77.7(18) . . ?
C13' F3' C12' 51.7(13) . . ?
C13' F3' F4' 50.0(9) . . ?
C12' F3' F4' 98.8(14) . . ?
C13' F4' F3' 52.3(10) . . ?
C13' F5' C12' 49.0(15) . . ?

_refine_diff_density_max         0.376
_refine_diff_density_min         -0.400
_refine_diff_density_rms         0.052

