# Electronic Supplementary Material (ESI) for Materials 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_a
_database_code_depnum_ccdc_archive 'CCDC 2143582'
loop_
_audit_author_name
_audit_author_address
'Mengmeng Lun'
;Southeast University
China
;
_audit_update_record             
;
2022-01-21 deposited with the CCDC.	2022-05-27 downloaded from the CCDC.
;
_audit_creation_date             2022-01-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C10 H20 O5, C4 H13 N2, C F3 O3 S'
_chemical_formula_sum            'C15 H33 F3 N2 O8 S'
_chemical_formula_weight         458.49
_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 0.0033 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'
S S 0.1246 0.1234 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   9.1334(3)
_cell_length_b                   24.9176(9)
_cell_length_c                   10.5204(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.3580(10)
_cell_angle_gamma                90
_cell_volume                     2308.76(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6318
_cell_measurement_temperature    223.0
_cell_measurement_theta_max      23.35
_cell_measurement_theta_min      2.17
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.204
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6632
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., J. Appl. Cryst. 48 (2015) 3-10'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method block
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0907
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            44639
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         2.168
_diffrn_ambient_temperature      223.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_special_details          
;
The following wavelength and cell were deduced by SADABS from the direction cosines etc. They are given here for emergency use only:
CELL 0.71079    9.141   24.943   10.535   89.995  105.372   90.009
;
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2936
_reflns_number_total             4066
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.897
_refine_diff_density_min         -0.640
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4066
_refine_ls_number_restraints     245
_refine_ls_R_factor_all          0.1180
_refine_ls_R_factor_gt           0.0939
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0100P)²+7.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1866
_refine_ls_wR_factor_ref         0.1950
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H) groups, All S(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C9-C10
 1.52 with sigma of 0.003
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C10: within 2A with sigma of 0.001 and sigma for terminal atoms of 0.001 within
2A
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
5. Others
 Sof(C12)=Sof(H12A)=Sof(H12B)=1-FVAR(1)
 Sof(C12')=Sof(H12C)=Sof(H12D)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C12(H12A,H12B),
 C12'(H12C,H12D)
6.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C), N1(H1C,H1D,H1E)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
C1 C 0.7226(3) 0.47059(12) 0.8546(3) 0.0705(9) Uani 1 1 d . U . . .
H1A H 0.829698 0.479177 0.894467 0.085 Uiso 1 1 calc R U . . .
H1B H 0.660221 0.494000 0.893863 0.085 Uiso 1 1 calc R U . . .
C2 C 0.6849(3) 0.47908(12) 0.7106(3) 0.0681(8) Uani 1 1 d . U . . .
H2A H 0.715858 0.515328 0.692525 0.082 Uiso 1 1 calc R U . . .
H2B H 0.741809 0.453414 0.671630 0.082 Uiso 1 1 calc R U . . .
C3 C 0.4389(3) 0.51954(11) 0.6572(3) 0.0671(8) Uani 1 1 d . U . . .
H3A H 0.449220 0.545490 0.590121 0.080 Uiso 1 1 calc R U . . .
H3B H 0.474638 0.536443 0.744044 0.080 Uiso 1 1 calc R U . . .
C4 C 0.2773(3) 0.50302(12) 0.6338(3) 0.0685(9) Uani 1 1 d . U . . .
H4A H 0.212277 0.534813 0.625395 0.082 Uiso 1 1 calc R U . . .
H4B H 0.245420 0.482261 0.552017 0.082 Uiso 1 1 calc R U . . .
C5 C 0.1126(3) 0.45419(14) 0.7306(3) 0.0778(10) Uani 1 1 d . U . . .
H5A H 0.073374 0.434624 0.647790 0.093 Uiso 1 1 calc R U . . .
H5B H 0.046972 0.485283 0.730930 0.093 Uiso 1 1 calc R U . . .
C6 C 0.1143(3) 0.41852(14) 0.8450(3) 0.0762(9) Uani 1 1 d . U . . .
H6A H 0.164139 0.436776 0.927638 0.091 Uiso 1 1 calc R U . . .
H6B H 0.010105 0.409765 0.846383 0.091 Uiso 1 1 calc R U . . .
C7 C 0.2373(4) 0.34024(13) 0.9512(3) 0.0798(10) Uani 1 1 d . U . . .
H7A H 0.247844 0.302491 0.928970 0.096 Uiso 1 1 calc R U . . .
H7B H 0.156768 0.342541 0.996730 0.096 Uiso 1 1 calc R U . . .
C8 C 0.3833(4) 0.35924(15) 1.0417(3) 0.0796(10) Uani 1 1 d . U . . .
H8A H 0.377050 0.397657 1.059504 0.096 Uiso 1 1 calc R U . . .
H8B H 0.403913 0.339851 1.125610 0.096 Uiso 1 1 calc R U . . .
C9 C 0.6377(3) 0.36269(9) 1.0530(3) 0.1378(17) Uani 1 1 d D U . . .
H9A H 0.706268 0.332730 1.050151 0.165 Uiso 1 1 calc R U . . .
H9B H 0.633722 0.366768 1.144634 0.165 Uiso 1 1 calc R U . . .
C10 C 0.7049(4) 0.41287(9) 1.0130(3) 0.1784(19) Uani 1 1 d D U . . .
H10A H 0.653494 0.443953 1.038635 0.214 Uiso 1 1 calc R U . . .
H10B H 0.812192 0.414786 1.061864 0.214 Uiso 1 1 calc R U . . .
C11 C 0.4521(4) 0.31140(12) 0.6725(3) 0.0738(9) Uani 1 1 d . U . . .
C12 C 0.6158(8) 0.3003(3) 0.6646(7) 0.0850(17) Uani 0.477(4) 1 d . U P A 2
H12A H 0.686682 0.306512 0.751181 0.102 Uiso 0.477(4) 1 calc R U P A 2
H12B H 0.624720 0.262582 0.640997 0.102 Uiso 0.477(4) 1 calc R U P A 2
C12' C 0.5228(6) 0.2994(2) 0.5717(5) 0.0651(14) Uani 0.523(4) 1 d . U P A 1
H12C H 0.447457 0.303052 0.486403 0.078 Uiso 0.523(4) 1 calc R U P A 1
H12D H 0.555725 0.261838 0.580879 0.078 Uiso 0.523(4) 1 calc R U P A 1
C13 C 0.8087(5) 0.3268(2) 0.6281(6) 0.187(2) Uani 1 1 d . U . . .
H13A H 0.826197 0.321235 0.722215 0.281 Uiso 1 1 calc R U . . .
H13B H 0.862722 0.358602 0.612708 0.281 Uiso 1 1 calc R U . . .
H13C H 0.845153 0.295860 0.589438 0.281 Uiso 1 1 calc R U . . .
C14 C 0.6370(6) 0.3268(2) 0.4322(4) 0.157(2) Uani 1 1 d . U . . .
H14A H 0.660793 0.290149 0.414280 0.235 Uiso 1 1 calc R U . . .
H14B H 0.705091 0.351143 0.403863 0.235 Uiso 1 1 calc R U . . .
H14C H 0.532946 0.334860 0.384625 0.235 Uiso 1 1 calc R U . . .
C15 C 0.0761(4) 0.31052(14) 0.2917(4) 0.0920(12) Uani 1 1 d . U . . .
F1 F -0.0394(3) 0.30109(10) 0.2032(4) 0.2596(16) Uani 1 1 d . U . . .
F2 F 0.0677(3) 0.28568(9) 0.4008(3) 0.1629(9) Uani 1 1 d . U . . .
F3 F 0.1942(3) 0.28725(9) 0.2651(3) 0.1403(9) Uani 1 1 d . U . . .
N1 N 0.4176(2) 0.36788(8) 0.68533(19) 0.0499(6) Uani 1 1 d . U . . .
H1C H 0.377068 0.381921 0.604858 0.060 Uiso 1 1 calc R U . . .
H1D H 0.503446 0.385606 0.724727 0.060 Uiso 1 1 calc R U . . .
H1E H 0.350829 0.371027 0.734352 0.060 Uiso 1 1 calc R U . . .
N2 N 0.6547(3) 0.33334(10) 0.5710(2) 0.0708(7) Uani 1 1 d . U . . .
O1 O 0.6944(2) 0.41648(9) 0.8779(2) 0.0825(7) Uani 1 1 d . U . . .
O2 O 0.5267(2) 0.47262(7) 0.65076(17) 0.0579(5) Uani 1 1 d . U . . .
O3 O 0.26340(19) 0.47129(8) 0.74214(18) 0.0622(5) Uani 1 1 d . U . . .
O4 O 0.1942(2) 0.37101(8) 0.83228(17) 0.0645(6) Uani 1 1 d . U . . .
O5 O 0.4994(2) 0.34969(10) 0.98022(19) 0.0836(7) Uani 1 1 d . U . . .
O6 O 0.1143(3) 0.40125(10) 0.1968(2) 0.1080(9) Uani 1 1 d . U . . .
O7 O -0.0263(3) 0.39771(12) 0.3522(3) 0.1554(11) Uani 1 1 d . U . . .
O8 O 0.2413(4) 0.38443(11) 0.4199(3) 0.1400(11) Uani 1 1 d . U . . .
S1 S 0.10876(8) 0.38102(3) 0.31994(7) 0.0624(2) Uani 1 1 d . U . . .
H11A H 0.490(3) 0.3010(11) 0.753(3) 0.075 Uiso 1 1 d . U . B 2
H11 H 0.379(3) 0.2901(11) 0.682(3) 0.075 Uiso 1 1 d . U . C 1


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 C2 1.477(4) . ?
C1 O1 1.407(4) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 O2 1.424(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 C4 1.489(4) . ?
C3 O2 1.429(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 O3 1.420(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 C6 1.493(5) . ?
C5 O3 1.416(3) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 O4 1.415(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 C8 1.496(4) . ?
C7 O4 1.430(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 O5 1.401(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 C10 1.501(2) . ?
C9 O5 1.332(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 O1 1.401(4) . ?
C11 C12 1.545(8) . ?
C11 C12' 1.412(7) . ?
C11 N1 1.456(3) . ?
C11 H11A 0.86(3) . ?
C11 H11 0.88(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 N2 1.401(8) . ?
C12' H12C 0.9800 . ?
C12' H12D 0.9800 . ?
C12' N2 1.474(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 H13C 0.9700 . ?
C13 N2 1.385(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C14 N2 1.435(5) . ?
C15 F1 1.231(4) . ?
C15 F2 1.324(5) . ?
C15 F3 1.319(5) . ?
C15 S1 1.793(3) . ?
N1 H1C 0.9000 . ?
N1 H1D 0.9000 . ?
N1 H1E 0.9000 . ?
O6 S1 1.403(2) . ?
O7 S1 1.425(3) . ?
O8 S1 1.380(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
H1A C1 H1B 108.4 . . ?
C2 C1 H1A 110.1 . . ?
C2 C1 H1B 110.1 . . ?
O1 C1 H1A 110.1 . . ?
O1 C1 H1B 110.1 . . ?
O1 C1 C2 108.2(2) . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 107.9 . . ?
O2 C2 C1 111.8(2) . . ?
O2 C2 H2A 109.3 . . ?
O2 C2 H2B 109.3 . . ?
H3A C3 H3B 108.4 . . ?
C4 C3 H3A 110.1 . . ?
C4 C3 H3B 110.1 . . ?
O2 C3 H3A 110.1 . . ?
O2 C3 H3B 110.1 . . ?
O2 C3 C4 108.1(2) . . ?
C3 C4 H4A 110.0 . . ?
C3 C4 H4B 110.0 . . ?
H4A C4 H4B 108.4 . . ?
O3 C4 C3 108.5(2) . . ?
O3 C4 H4A 110.0 . . ?
O3 C4 H4B 110.0 . . ?
H5A C5 H5B 108.4 . . ?
C6 C5 H5A 110.1 . . ?
C6 C5 H5B 110.1 . . ?
O3 C5 H5A 110.1 . . ?
O3 C5 H5B 110.1 . . ?
O3 C5 C6 107.9(2) . . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.4 . . ?
O4 C6 C5 108.5(3) . . ?
O4 C6 H6A 110.0 . . ?
O4 C6 H6B 110.0 . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
O4 C7 H7A 109.1 . . ?
O4 C7 H7B 109.1 . . ?
O4 C7 C8 112.3(3) . . ?
C7 C8 H8A 110.1 . . ?
C7 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
O5 C8 C7 108.0(3) . . ?
O5 C8 H8A 110.1 . . ?
O5 C8 H8B 110.1 . . ?
H9A C9 H9B 107.4 . . ?
C10 C9 H9A 108.3 . . ?
C10 C9 H9B 108.3 . . ?
O5 C9 H9A 108.3 . . ?
O5 C9 H9B 108.3 . . ?
O5 C9 C10 115.9(2) . . ?
C9 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
H10A C10 H10B 107.6 . . ?
O1 C10 C9 114.5(2) . . ?
O1 C10 H10A 108.6 . . ?
O1 C10 H10B 108.6 . . ?
C12 C11 H11A 82(2) . . ?
C12' C11 N1 115.3(3) . . ?
C12' C11 H11 118.0(19) . . ?
N1 C11 C12 114.5(3) . . ?
N1 C11 H11A 103.8(19) . . ?
N1 C11 H11 112.6(19) . . ?
C11 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
N2 C12 C11 111.2(4) . . ?
N2 C12 H12A 109.4 . . ?
N2 C12 H12B 109.4 . . ?
C11 C12' H12C 108.6 . . ?
C11 C12' H12D 108.6 . . ?
C11 C12' N2 114.8(4) . . ?
H12C C12' H12D 107.5 . . ?
N2 C12' H12C 108.6 . . ?
N2 C12' H12D 108.6 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
F1 C15 F2 109.4(4) . . ?
F1 C15 F3 109.9(4) . . ?
F1 C15 S1 112.6(3) . . ?
F2 C15 S1 111.1(3) . . ?
F3 C15 F2 102.5(3) . . ?
F3 C15 S1 110.9(3) . . ?
C11 N1 H1C 109.5 . . ?
C11 N1 H1D 109.5 . . ?
C11 N1 H1E 109.5 . . ?
H1C N1 H1D 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
C12 N2 C14 131.9(4) . . ?
C13 N2 C12 92.4(4) . . ?
C13 N2 C12' 131.9(4) . . ?
C13 N2 C14 104.9(4) . . ?
C14 N2 C12' 93.9(3) . . ?
C10 O1 C1 105.8(2) . . ?
C2 O2 C3 113.7(2) . . ?
C5 O3 C4 113.0(2) . . ?
C6 O4 C7 113.3(2) . . ?
C9 O5 C8 114.3(2) . . ?
O6 S1 C15 104.14(18) . . ?
O6 S1 O7 111.10(19) . . ?
O7 S1 C15 102.04(18) . . ?
O8 S1 C15 105.10(16) . . ?
O8 S1 O6 116.28(19) . . ?
O8 S1 O7 116.1(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 O2 C3 83.3(3) . . . . ?
C2 C1 O1 C10 -169.5(2) . . . . ?
C3 C4 O3 C5 179.0(2) . . . . ?
C4 C3 O2 C2 -161.4(2) . . . . ?
C5 C6 O4 C7 164.7(2) . . . . ?
C6 C5 O3 C4 176.4(2) . . . . ?
C7 C8 O5 C9 -177.2(2) . . . . ?
C8 C7 O4 C6 -84.6(3) . . . . ?
C9 C10 O1 C1 164.0(2) . . . . ?
C10 C9 O5 C8 -105.8(3) . . . . ?
C11 C12 N2 C13 158.9(5) . . . . ?
C11 C12 N2 C14 -88.6(6) . . . . ?
C11 C12' N2 C13 92.8(6) . . . . ?
C11 C12' N2 C14 -153.2(4) . . . . ?
F1 C15 S1 O6 -56.7(4) . . . . ?
F1 C15 S1 O7 58.9(4) . . . . ?
F1 C15 S1 O8 -179.5(4) . . . . ?
F2 C15 S1 O6 -179.9(3) . . . . ?
F2 C15 S1 O7 -64.2(3) . . . . ?
F2 C15 S1 O8 57.4(3) . . . . ?
F3 C15 S1 O6 66.8(3) . . . . ?
F3 C15 S1 O7 -177.5(3) . . . . ?
F3 C15 S1 O8 -55.9(3) . . . . ?
N1 C11 C12 N2 -49.4(5) . . . . ?
N1 C11 C12' N2 49.2(5) . . . . ?
O1 C1 C2 O2 66.0(3) . . . . ?
O2 C3 C4 O3 67.5(3) . . . . ?
O3 C5 C6 O4 -67.0(3) . . . . ?
O4 C7 C8 O5 -65.6(4) . . . . ?
O5 C9 C10 O1 -48.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT241_a                   
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of C10 Check 
RESPONSE: This issue of alert level B possibly result from the stonger thermal
vibration of C10 than bonded neighbors. Some refine commands such as 
ISOR, DELU and SIMU were used to address such abnormal Ueq value,
but failed.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2143585'
loop_
_audit_author_name
_audit_author_address
'Mengmeng Lun'
;Southeast University
China
;
_audit_update_record             
;
2022-01-21 deposited with the CCDC.	2022-05-27 downloaded from the CCDC.
;
_audit_creation_date             2022-01-10
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 O6, C4 N2, 0.5(C2 F4 O6 S2)'
_chemical_formula_sum            'C17 F2 N2 O9 S'
_chemical_formula_weight         446.25
_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 0.0033 0.0016 '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'
S S 0.1246 0.1234 '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           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   8.9025(5)
_cell_length_b                   11.0151(7)
_cell_length_c                   26.0682(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2556.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2676
_cell_measurement_temperature    299.4(6)
_cell_measurement_theta_max      21.7970
_cell_measurement_theta_min      2.0150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.182
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.94018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.160
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0175
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            10205
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.007
_diffrn_ambient_temperature      299.4(6)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1368
_reflns_number_total             2379
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.486
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.005
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         2379
_refine_ls_number_restraints     160
_refine_ls_R_factor_all          0.2797
_refine_ls_R_factor_gt           0.2328
_refine_ls_restrained_S_all      1.063
_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)+(0.0070P)²+9.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2880
_refine_ls_wR_factor_ref         0.2987
_refine_special_details          ?
_olex2_refinement_description    
;
1. Restrained distances
 O1-C1
 1.47 with sigma of 0.03
2. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
4. Others
 Fixed Sof: C7(0.5) O6(0.5) S1(0.5)
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     ?
_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
C1 C 0.9856(6) 0.3592(6) 0.2158(2) 0.288(2) Uani 1 1 d D U . . .
C2 C 0.8795(6) 0.4624(6) 0.2346(2) 0.287(2) Uani 1 1 d . U . . .
C3 C 0.8001(7) 0.5734(6) 0.3073(3) 0.316(2) Uani 1 1 d . U . . .
C4 C 0.8136(8) 0.5660(6) 0.3650(3) 0.330(2) Uani 1 1 d . U . . .
C5 C 0.6944(6) 0.4593(7) 0.4318(2) 0.337(2) Uani 1 1 d . U . . .
C6 C 0.5940(7) 0.3684(7) 0.4393(2) 0.329(2) Uani 1 1 d . U . . .
O1 O 0.9020(4) 0.250000 0.22981(15) 0.2146(18) Uani 1 2 d DS TU P . .
O2 O 0.8863(4) 0.4701(4) 0.28714(17) 0.2625(17) Uani 1 1 d . U . . .
O3 O 0.7173(4) 0.4628(4) 0.37841(16) 0.2761(16) Uani 1 1 d . U . . .
O4 O 0.6646(5) 0.250000 0.42962(16) 0.2605(19) Uani 1 2 d S TU P . .
C7 C 1.0664(7) 0.3167(8) 0.3533(2) 0.148(3) Uani 0.5 1 d . U P . .
C8 C 1.1444(7) 0.250000 0.3916(2) 0.169(2) Uani 1 2 d S TU P . .
C9 C 1.1160(7) 0.3589(5) 0.47163(19) 0.244(3) Uani 1 1 d . U . . .
N1 N 0.8975(4) 0.250000 0.34675(13) 0.1278(17) Uani 1 2 d S TU P . .
N2 N 1.0722(5) 0.250000 0.44107(14) 0.1428(17) Uani 1 2 d S TU P . .
C10 C 0.2122(10) 0.750000 0.3865(3) 0.326(2) Uani 1 2 d S TU P . .
F1 F 0.1799(7) 0.750000 0.3331(3) 0.389(4) Uani 1 2 d S TU P . .
F2 F 0.1399(6) 0.750000 0.4208(2) 0.403(3) Uani 1 2 d S TU P . .
O5 O 0.4307(10) 0.750000 0.4266(2) 0.407(3) Uani 1 2 d S TU P . .
O6 O 0.2630(7) 0.5999(10) 0.3878(3) 0.314(3) Uani 0.5 1 d . U P . .
O7 O 0.4473(6) 0.750000 0.3367(2) 0.249(2) Uani 1 2 d S TU P . .
S1 S 0.3569(4) 0.6619(4) 0.37912(12) 0.3055(19) Uani 0.5 1 d . U P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.557(9) . ?
C1 O1 1.461(6) . ?
C2 O2 1.375(7) . ?
C3 C4 1.512(11) . ?
C3 O2 1.470(8) . ?
C4 O3 1.465(7) . ?
C5 C6 1.356(10) . ?
C5 O3 1.407(7) . ?
C6 O4 1.470(8) . ?
C7 C8 1.421(8) . ?
C7 N1 1.682(7) . ?
C8 N2 1.441(6) . ?
C9 N2 1.491(6) . ?
C10 C10 0.000(18) 7_575 ?
C10 F1 1.422(11) . ?
C10 F2 1.101(10) . ?
C10 O6 1.714(11) 7_575 ?
C10 S1 1.624(8) 7_575 ?
C10 S1 1.624(8) . ?
O5 S1 1.705(7) . ?
O5 S1 1.705(7) 7_575 ?
O6 S1 1.103(9) . ?
O7 S1 1.677(5) 7_575 ?
O7 S1 1.677(5) . ?

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 C1 C2 102.3(4) . . ?
O2 C2 C1 109.4(5) . . ?
O2 C3 C4 105.8(6) . . ?
O3 C4 C3 103.4(5) . . ?
C6 C5 O3 105.0(5) . . ?
C5 C6 O4 110.4(5) . . ?
C1 O1 C1 110.8(5) . 7_565 ?
C2 O2 C3 112.4(5) . . ?
C5 O3 C4 110.0(5) . . ?
C6 O4 C6 125.1(6) 7_565 . ?
C8 C7 N1 106.4(5) . . ?
C7 C8 C7 62.3(7) 7_565 . ?
C7 C8 N2 114.3(5) . . ?
C7 C8 N2 114.3(5) 7_565 . ?
C7 N1 C7 51.8(6) . 7_565 ?
C8 N2 C9 111.2(3) . 7_565 ?
C8 N2 C9 111.2(3) . . ?
C9 N2 C9 107.0(5) . 7_565 ?
C10 C10 F1 0(10) 7_575 . ?
C10 C10 F2 0(10) 7_575 . ?
C10 C10 O6 0(10) 7_575 7_575 ?
C10 C10 S1 0(10) 7_575 7_575 ?
C10 C10 S1 0(10) 7_575 . ?
F1 C10 O6 94.2(4) . 7_575 ?
F1 C10 S1 92.5(5) . . ?
F1 C10 S1 92.5(5) . 7_575 ?
F2 C10 F1 132.6(9) . . ?
F2 C10 O6 98.0(4) . 7_575 ?
F2 C10 S1 124.1(6) . . ?
F2 C10 S1 124.1(6) . 7_575 ?
S1 C10 O6 111.6(6) . 7_575 ?
S1 C10 O6 38.5(3) 7_575 7_575 ?
S1 C10 S1 73.4(5) 7_575 . ?
C10 F1 C10 0.00(15) 7_575 . ?
C10 F2 C10 0.0(6) 7_575 . ?
S1 O5 S1 69.4(4) . 7_575 ?
S1 O7 S1 70.7(4) 7_575 . ?
C10 S1 C10 0.0(7) 7_575 . ?
C10 S1 O5 83.1(4) 7_575 . ?
C10 S1 O5 83.1(4) . . ?
C10 S1 O7 96.5(4) . . ?
C10 S1 O7 96.5(4) 7_575 . ?
O6 S1 C10 75.2(6) . . ?
O6 S1 C10 75.2(6) . 7_575 ?
O6 S1 O5 119.7(5) . . ?
O6 S1 O7 149.1(5) . . ?
O7 S1 O5 88.0(3) . . ?

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
C1 C2 O2 C3 174.5(5) . . . . ?
C2 C1 O1 C1 -179.1(3) . . . 7_565 ?
C3 C4 O3 C5 -168.3(5) . . . . ?
C4 C3 O2 C2 177.7(5) . . . . ?
C5 C6 O4 C6 173.1(4) . . . 7_565 ?
C6 C5 O3 C4 174.6(5) . . . . ?
O1 C1 C2 O2 74.5(5) . . . . ?
O2 C3 C4 O3 -73.0(6) . . . . ?
O3 C5 C6 O4 70.8(6) . . . . ?
C7 C8 N2 C9 -155.0(5) 7_565 . . . ?
C7 C8 N2 C9 155.0(5) . . . 7_565 ?
C7 C8 N2 C9 85.8(6) 7_565 . . 7_565 ?
C7 C8 N2 C9 -85.8(6) . . . . ?
C8 C7 N1 C7 -42.1(5) . . . 7_565 ?
N1 C7 C8 C7 44.8(5) . . . 7_565 ?
N1 C7 C8 N2 -61.0(5) . . . . ?
C10 C10 S1 O5 0.0(4) 7_575 . . . ?
C10 C10 S1 O6 0.0(5) 7_575 . . . ?
C10 C10 S1 O7 0.0(4) 7_575 . . . ?
F1 C10 F2 C10 0(100) . . . 7_575 ?
F1 C10 S1 C10 0(100) . . . 7_575 ?
F1 C10 S1 O5 143.2(4) . . . . ?
F1 C10 S1 O6 -93.6(5) . . . . ?
F1 C10 S1 O7 56.1(4) . . . . ?
F2 C10 F1 C10 0(100) . . . 7_575 ?
F2 C10 S1 C10 0(100) . . . 7_575 ?
F2 C10 S1 O5 -68.9(7) . . . . ?
F2 C10 S1 O6 54.3(8) . . . . ?
F2 C10 S1 O7 -156.0(7) . . . . ?
O6 C10 F1 C10 0(100) 7_575 . . 7_575 ?
O6 C10 F2 C10 0(100) 7_575 . . 7_575 ?
O6 C10 S1 C10 0(12) 7_575 . . 7_575 ?
O6 C10 S1 O5 47.8(6) 7_575 . . . ?
O6 C10 S1 O6 171.0(9) 7_575 . . . ?
O6 C10 S1 O7 -39.4(6) 7_575 . . . ?
S1 C10 F1 C10 0(22) 7_575 . . 7_575 ?
S1 C10 F1 C10 0(100) . . . 7_575 ?
S1 C10 F2 C10 0(30) 7_575 . . 7_575 ?
S1 C10 F2 C10 0(100) . . . 7_575 ?
S1 C10 S1 C10 0(20) 7_575 . . 7_575 ?
S1 C10 S1 O5 51.4(3) 7_575 . . . ?
S1 C10 S1 O6 174.6(6) 7_575 . . . ?
S1 C10 S1 O7 -35.8(4) 7_575 . . . ?
S1 O5 S1 C10 -49.6(4) 7_575 . . . ?
S1 O5 S1 C10 -49.6(4) 7_575 . . 7_575 ?
S1 O5 S1 O6 -118.2(7) 7_575 . . . ?
S1 O5 S1 O7 47.2(3) 7_575 . . . ?
S1 O7 S1 C10 35.1(4) 7_575 . . . ?
S1 O7 S1 C10 35.1(4) 7_575 . . 7_575 ?
S1 O7 S1 O5 -47.7(3) 7_575 . . . ?
S1 O7 S1 O6 107.1(13) 7_575 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT082_2                   
;
PROBLEM: High R1 Value ..................................       0.23 Report
RESPONSE: This problem arised from the existence of many disordered parts in this 
crystal and the weak X-ray diffraction at 300 K.
;
_vrf_PLAT242_2                   
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of  O3 Check 
RESPONSE:  This is due to the poor diffraction of crystal and the high disorder of 
the structure.
;
_vrf_PLAT260_2                   
;
PROBLEM: Large Average Ueq of Residue Including S1 0.342 Check 
RESPONSE: The triflic acid anions in this structure are severly disordered or with 
large thermal parameters, so the thermal parameter of the S1 is likely to be also 
high. 
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2143584'
loop_
_audit_author_name
_audit_author_address
'Mengmeng Lun'
;Southeast University
China
;
_audit_update_record             
;
2022-01-21 deposited with the CCDC.	2022-05-27 downloaded from the CCDC.
;
_audit_creation_date             2022-01-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H24 O6, C F3 O3 S, C4 H13 N2'
_chemical_formula_sum            'C17 H37 F3 N2 O9 S'
_chemical_formula_weight         502.54
_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 0.0033 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'
S S 0.1246 0.1234 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   11.2767(7)
_cell_length_b                   26.0498(18)
_cell_length_c                   8.4301(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.060(6)
_cell_angle_gamma                90
_cell_volume                     2472.9(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9592
_cell_measurement_temperature    242.96(10)
_cell_measurement_theta_max      30.2150
_cell_measurement_theta_min      1.9990
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.86349
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.350
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            21150
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         1.808
_diffrn_ambient_temperature      242.96(10)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3482
_reflns_number_total             4336
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.093
_refine_diff_density_min         -0.633
_refine_diff_density_rms         0.140
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         4336
_refine_ls_number_restraints     331
_refine_ls_R_factor_all          0.1453
_refine_ls_R_factor_gt           0.1311
_refine_ls_restrained_S_all      0.969
_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)+(0.0500P)²+39.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3297
_refine_ls_wR_factor_ref         0.3337
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, H3B of C3, All N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, H3A of C3, All C(H,H,H,H,H) groups
2. Restrained distances
 C3A-H3AA = C3A-H3AB
 0.97 with sigma of 0.03
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
Uanis(C15A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.03
Uanis(C14A) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.02
Uanis(C14) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 C15, C15A, C14, C14A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
6. Others
 Sof(C3A)=Sof(H3AA)=Sof(H3AB)=1-FVAR(1)
 Sof(C3)=Sof(H3A)=Sof(H3B)=FVAR(1)
 Sof(C14A)=Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(2)
 Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(2)
 Sof(C15A)=Sof(H15D)=Sof(H15E)=Sof(H15F)=1-FVAR(3)
 Sof(C15)=Sof(H15A)=Sof(H15B)=Sof(H15C)=FVAR(3)
7.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C17(H17A,H17B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,
 H6B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B),
 C12(H12A,H12B), C13(H13A,H13B), C3(H3A,H3B)
7.b Idealised Me refined as rotating group:
 N1(H1C,H1D,H1E), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C), C14A(H14D,H14E,
 H14F), C15A(H15D,H15E,H15F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
C1 C 0.4177(4) 0.3278(2) 0.6115(7) 0.0532(14) Uani 1 1 d . U . . .
H1A H 0.347835 0.306269 0.616204 0.064 Uiso 1 1 calc R U . . .
H1B H 0.412222 0.346580 0.512011 0.064 Uiso 1 1 calc R U . . .
C2 C 0.4225(4) 0.36465(19) 0.7473(7) 0.0492(13) Uani 1 1 d . U . . .
H2A H 0.349821 0.384588 0.745922 0.059 Uiso 1 1 calc R U . . .
H2B H 0.430055 0.345983 0.846848 0.059 Uiso 1 1 calc R U . . .
C17 C 0.5379(5) 0.4291(2) 0.8710(7) 0.0575(15) Uani 1 1 d . U . . .
H17A H 0.551289 0.407747 0.964560 0.069 Uiso 1 1 calc R U . . .
H17B H 0.467573 0.449745 0.884439 0.069 Uiso 1 1 calc R U . . .
C4 C 0.6444(5) 0.4635(2) 0.8502(7) 0.0563(14) Uani 1 1 d . U . . .
H4A H 0.635158 0.481919 0.750320 0.068 Uiso 1 1 calc R U . . .
H4B H 0.651489 0.488408 0.935791 0.068 Uiso 1 1 calc R U . . .
C5 C 0.8510(5) 0.4619(2) 0.8429(7) 0.0580(15) Uani 1 1 d . U . . .
H5A H 0.857353 0.486614 0.929121 0.070 Uiso 1 1 calc R U . . .
H5B H 0.850333 0.480433 0.743026 0.070 Uiso 1 1 calc R U . . .
C6 C 0.9534(5) 0.4252(2) 0.8550(7) 0.0575(15) Uani 1 1 d . U . . .
H6A H 1.027260 0.443937 0.872383 0.069 Uiso 1 1 calc R U . . .
H6B H 0.944901 0.402104 0.943950 0.069 Uiso 1 1 calc R U . . .
C7 C 1.0532(4) 0.3621(2) 0.7155(7) 0.0541(14) Uani 1 1 d . U . . .
H7A H 1.050779 0.339649 0.807155 0.065 Uiso 1 1 calc R U . . .
H7B H 1.127349 0.381036 0.723330 0.065 Uiso 1 1 calc R U . . .
C8 C 1.0464(4) 0.3312(2) 0.5679(7) 0.0524(14) Uani 1 1 d . U . . .
H8A H 1.039797 0.353586 0.475918 0.063 Uiso 1 1 calc R U . . .
H8B H 1.117540 0.310539 0.561275 0.063 Uiso 1 1 calc R U . . .
C9 C 0.9304(4) 0.2663(2) 0.4357(6) 0.0536(14) Uani 1 1 d . U . . .
H9A H 1.003816 0.247905 0.421002 0.064 Uiso 1 1 calc R U . . .
H9B H 0.911817 0.286746 0.341541 0.064 Uiso 1 1 calc R U . . .
C10 C 0.8337(5) 0.2296(2) 0.4603(7) 0.0524(14) Uani 1 1 d . U . . .
H10A H 0.827625 0.205343 0.373098 0.063 Uiso 1 1 calc R U . . .
H10B H 0.850256 0.210669 0.557986 0.063 Uiso 1 1 calc R U . . .
C11 C 0.6293(5) 0.2266(2) 0.5133(7) 0.0519(14) Uani 1 1 d . U . . .
H11A H 0.644061 0.214856 0.621702 0.062 Uiso 1 1 calc R U . . .
H11B H 0.622361 0.196744 0.444745 0.062 Uiso 1 1 calc R U . . .
C12 C 0.5168(4) 0.2567(2) 0.5005(7) 0.0531(14) Uani 1 1 d . U . . .
H12A H 0.506268 0.271640 0.395289 0.064 Uiso 1 1 calc R U . . .
H12B H 0.449849 0.234244 0.516764 0.064 Uiso 1 1 calc R U . . .
O1 O 0.5218(3) 0.29665(12) 0.6186(4) 0.0439(9) Uani 1 1 d . U . . .
O2 O 0.5220(3) 0.39808(13) 0.7342(4) 0.0474(9) Uani 1 1 d . U . . .
O3 O 0.7458(3) 0.43257(13) 0.8519(5) 0.0546(10) Uani 1 1 d . U . . .
O4 O 0.9550(3) 0.39702(13) 0.7129(4) 0.0475(9) Uani 1 1 d . U . . .
O5 O 0.9437(3) 0.29860(13) 0.5713(4) 0.0460(9) Uani 1 1 d . U . . .
O6 O 0.7238(3) 0.25717(12) 0.4690(4) 0.0452(9) Uani 1 1 d . U . . .
C18 C 0.2073(4) 0.3221(2) 0.1504(6) 0.0448(12) Uani 1 1 d . U . . .
F1 F 0.2281(3) 0.30104(12) 0.0120(4) 0.0618(9) Uani 1 1 d . U . . .
F2 F 0.2313(3) 0.28978(13) 0.2663(4) 0.0756(11) Uani 1 1 d . U . . .
F3 F 0.0866(3) 0.32997(15) 0.1476(4) 0.0741(11) Uani 1 1 d . U . . .
O7 O 0.4085(3) 0.36597(18) 0.1865(5) 0.0732(13) Uani 1 1 d . U . . .
O8 O 0.2492(4) 0.39935(17) 0.3288(5) 0.0773(13) Uani 1 1 d . U . . .
O9 O 0.2512(4) 0.41093(15) 0.0437(5) 0.0660(12) Uani 1 1 d . U . . .
S1 S 0.28626(12) 0.38281(5) 0.18170(16) 0.0512(4) Uani 1 1 d . U . . .
N1 N 0.7213(3) 0.36514(14) 0.5635(4) 0.0371(10) Uani 1 1 d . U . . .
H1C H 0.734221 0.331612 0.575276 0.045 Uiso 1 1 calc R U . A 1
H1D H 0.663283 0.374787 0.624468 0.045 Uiso 1 1 calc R U . A 1
H1E H 0.787360 0.382286 0.591893 0.045 Uiso 1 1 calc R U . A 1
C13 C 0.6870(6) 0.3762(2) 0.3965(6) 0.0620(16) Uani 1 1 d . U . B 1
H13A H 0.695142 0.345329 0.333823 0.074 Uiso 1 1 calc R U . B 1
H13B H 0.604228 0.386572 0.387792 0.074 Uiso 1 1 calc R U . B 1
N2 N 0.7726(6) 0.4610(2) 0.4139(7) 0.0912(16) Uani 1 1 d . U . . .
C3 C 0.7602(11) 0.4170(5) 0.3330(13) 0.064(2) Uani 0.507(9) 1 d . U P B 1
H3A H 0.839019 0.402987 0.321294 0.095 Uiso 0.507(9) 1 calc R U P B 1
H3B H 0.727679 0.425212 0.227253 0.076 Uiso 0.507(9) 1 calc R U P B 1
C14 C 0.7737(14) 0.5124(5) 0.3915(17) 0.098(4) Uani 0.553(10) 1 d . U P B 1
H14A H 0.769940 0.519760 0.279776 0.147 Uiso 0.553(10) 1 calc R U P B 1
H14B H 0.845468 0.526517 0.439983 0.147 Uiso 0.553(10) 1 calc R U P B 1
H14C H 0.706430 0.527482 0.438994 0.147 Uiso 0.553(10) 1 calc R U P B 1
C3A C 0.6755(10) 0.4327(5) 0.3624(12) 0.070(3) Uani 0.493(9) 1 d D U P B 2
C15 C 0.8818(12) 0.4428(6) 0.304(2) 0.123(4) Uani 0.614(10) 1 d . U P B 1
H15A H 0.901860 0.407709 0.327376 0.185 Uiso 0.614(10) 1 calc R U P B 1
H15B H 0.949887 0.464183 0.327211 0.185 Uiso 0.614(10) 1 calc R U P B 1
H15C H 0.857181 0.446005 0.193738 0.185 Uiso 0.614(10) 1 calc R U P B 1
C14A C 0.6464(19) 0.4893(8) 0.396(2) 0.119(4) Uani 0.447(10) 1 d . U P B 2
H14D H 0.641065 0.508162 0.297506 0.178 Uiso 0.447(10) 1 calc R U P B 2
H14E H 0.638628 0.512539 0.482773 0.178 Uiso 0.447(10) 1 calc R U P B 2
H14F H 0.584003 0.464254 0.395230 0.178 Uiso 0.447(10) 1 calc R U P B 2
C15A C 0.847(2) 0.5000(9) 0.396(3) 0.121(5) Uani 0.386(10) 1 d . U P B 2
H15D H 0.925621 0.486851 0.381840 0.181 Uiso 0.386(10) 1 calc R U P B 2
H15E H 0.848950 0.521245 0.489491 0.181 Uiso 0.386(10) 1 calc R U P B 2
H15F H 0.821474 0.519931 0.305270 0.181 Uiso 0.386(10) 1 calc R U P B 2
H3AA H 0.684(10) 0.429(5) 0.248(2) 0.181 Uiso 0.493(9) 1 d D U P B 2
H3AB H 0.623(3) 0.4501(16) 0.431(4) 0.181 Uiso 0.493(9) 1 d D U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.492(8) . ?
C1 O1 1.426(6) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 O2 1.429(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C4 1.516(8) . ?
C17 O2 1.412(6) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 O3 1.399(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.499(8) . ?
C5 O3 1.417(6) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 O4 1.406(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.480(8) . ?
C7 O4 1.433(6) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 O5 1.438(6) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.473(7) . ?
C9 O5 1.421(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 O6 1.436(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.490(7) . ?
C11 O6 1.397(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 O1 1.440(6) . ?
C18 F1 1.321(6) . ?
C18 F2 1.306(6) . ?
C18 F3 1.375(5) . ?
C18 S1 1.828(5) . ?
O7 S1 1.445(4) . ?
O8 S1 1.398(4) . ?
O9 S1 1.413(4) . ?
N1 H1C 0.8900 . ?
N1 H1D 0.8900 . ?
N1 H1E 0.8900 . ?
N1 C13 1.469(6) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C3 1.464(13) . ?
N2 C3 1.337(13) . ?
N2 C14 1.354(13) . ?
N2 C3A 1.370(14) . ?
N2 C15 1.649(16) . ?
N2 C14A 1.60(2) . ?
N2 C15A 1.33(2) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C3A H3AA 0.97(2) . ?
C3A H3AB 0.97(2) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C14A H14D 0.9600 . ?
C14A H14E 0.9600 . ?
C14A H14F 0.9600 . ?
C14A H3AB 1.10(5) . ?
C15A H15D 0.9600 . ?
C15A H15E 0.9600 . ?
C15A H15F 0.9600 . ?

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
H1A C1 H1B 108.2 . . ?
C2 C1 H1A 109.7 . . ?
C2 C1 H1B 109.7 . . ?
O1 C1 H1A 109.7 . . ?
O1 C1 H1B 109.7 . . ?
O1 C1 C2 109.8(4) . . ?
C1 C2 H2A 109.8 . . ?
C1 C2 H2B 109.8 . . ?
H2A C2 H2B 108.3 . . ?
O2 C2 C1 109.2(4) . . ?
O2 C2 H2A 109.8 . . ?
O2 C2 H2B 109.8 . . ?
H17A C17 H17B 108.4 . . ?
C4 C17 H17A 110.1 . . ?
C4 C17 H17B 110.1 . . ?
O2 C17 H17A 110.1 . . ?
O2 C17 H17B 110.1 . . ?
O2 C17 C4 108.1(4) . . ?
C17 C4 H4A 110.1 . . ?
C17 C4 H4B 110.1 . . ?
H4A C4 H4B 108.4 . . ?
O3 C4 C17 108.1(4) . . ?
O3 C4 H4A 110.1 . . ?
O3 C4 H4B 110.1 . . ?
H5A C5 H5B 108.5 . . ?
C6 C5 H5A 110.3 . . ?
C6 C5 H5B 110.3 . . ?
O3 C5 H5A 110.3 . . ?
O3 C5 H5B 110.3 . . ?
O3 C5 C6 107.2(4) . . ?
C5 C6 H6A 110.0 . . ?
C5 C6 H6B 110.0 . . ?
H6A C6 H6B 108.3 . . ?
O4 C6 C5 108.7(4) . . ?
O4 C6 H6A 110.0 . . ?
O4 C6 H6B 110.0 . . ?
H7A C7 H7B 108.3 . . ?
C8 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
O4 C7 H7A 109.9 . . ?
O4 C7 H7B 109.9 . . ?
O4 C7 C8 109.0(4) . . ?
C7 C8 H8A 110.1 . . ?
C7 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
O5 C8 C7 108.1(4) . . ?
O5 C8 H8A 110.1 . . ?
O5 C8 H8B 110.1 . . ?
H9A C9 H9B 108.4 . . ?
C10 C9 H9A 110.0 . . ?
C10 C9 H9B 110.0 . . ?
O5 C9 H9A 110.0 . . ?
O5 C9 H9B 110.0 . . ?
O5 C9 C10 108.5(4) . . ?
C9 C10 H10A 109.8 . . ?
C9 C10 H10B 109.8 . . ?
H10A C10 H10B 108.3 . . ?
O6 C10 C9 109.3(4) . . ?
O6 C10 H10A 109.8 . . ?
O6 C10 H10B 109.8 . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 H11A 109.7 . . ?
C12 C11 H11B 109.7 . . ?
O6 C11 H11A 109.7 . . ?
O6 C11 H11B 109.7 . . ?
O6 C11 C12 109.9(4) . . ?
C11 C12 H12A 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
O1 C12 C11 109.2(4) . . ?
O1 C12 H12A 109.8 . . ?
O1 C12 H12B 109.8 . . ?
C1 O1 C12 112.4(4) . . ?
C17 O2 C2 110.6(4) . . ?
C4 O3 C5 112.0(4) . . ?
C6 O4 C7 111.3(4) . . ?
C9 O5 C8 112.6(4) . . ?
C11 O6 C10 113.7(4) . . ?
F1 C18 F3 105.6(4) . . ?
F1 C18 S1 112.2(3) . . ?
F2 C18 F1 110.7(4) . . ?
F2 C18 F3 105.9(4) . . ?
F2 C18 S1 111.7(3) . . ?
F3 C18 S1 110.3(4) . . ?
O7 S1 C18 101.4(2) . . ?
O8 S1 C18 103.2(3) . . ?
O8 S1 O7 113.5(3) . . ?
O8 S1 O9 119.1(3) . . ?
O9 S1 C18 102.5(2) . . ?
O9 S1 O7 113.9(3) . . ?
H1C N1 H1D 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
C13 N1 H1C 109.5 . . ?
C13 N1 H1D 109.5 . . ?
C13 N1 H1E 109.5 . . ?
N1 C13 H13A 109.3 . . ?
N1 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
C3 C13 N1 111.6(6) . . ?
C3 C13 H13A 109.3 . . ?
C3 C13 H13B 109.3 . . ?
C3 N2 C14 141.2(9) . . ?
C3 N2 C15 61.9(8) . . ?
C14 N2 C15 101.1(9) . . ?
C3A N2 C14A 61.8(10) . . ?
C15A N2 C3A 150.9(12) . . ?
C15A N2 C14A 101.6(14) . . ?
C13 C3 H3A 107.6 . . ?
C13 C3 H3B 107.6 . . ?
N2 C3 C13 118.7(9) . . ?
N2 C3 H3A 107.6 . . ?
N2 C3 H3B 107.6 . . ?
H3A C3 H3B 107.1 . . ?
N2 C14 H14A 109.5 . . ?
N2 C14 H14B 109.5 . . ?
N2 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C3A H3AA 104(8) . . ?
N2 C3A H3AB 94(2) . . ?
H3AA C3A H3AB 137(7) . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C14A H14D 109.5 . . ?
N2 C14A H14E 109.5 . . ?
N2 C14A H14F 109.5 . . ?
N2 C14A H3AB 76.9(19) . . ?
H14D C14A H14E 109.5 . . ?
H14D C14A H14F 109.5 . . ?
H14D C14A H3AB 134.8 . . ?
H14E C14A H14F 109.5 . . ?
H14E C14A H3AB 109.9 . . ?
H14F C14A H3AB 35.0 . . ?
N2 C15A H15D 109.5 . . ?
N2 C15A H15E 109.5 . . ?
N2 C15A H15F 109.5 . . ?
H15D C15A H15E 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?

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
C1 C2 O2 C17 -172.6(4) . . . . ?
C2 C1 O1 C12 173.9(4) . . . . ?
C17 C4 O3 C5 -176.3(4) . . . . ?
C4 C17 O2 C2 179.9(4) . . . . ?
C5 C6 O4 C7 178.4(4) . . . . ?
C6 C5 O3 C4 176.8(4) . . . . ?
C7 C8 O5 C9 -178.6(4) . . . . ?
C8 C7 O4 C6 176.5(4) . . . . ?
C9 C10 O6 C11 -171.9(4) . . . . ?
C10 C9 O5 C8 172.2(4) . . . . ?
C11 C12 O1 C1 178.8(4) . . . . ?
C12 C11 O6 C10 -173.3(4) . . . . ?
O1 C1 C2 O2 62.6(5) . . . . ?
O2 C17 C4 O3 -67.2(5) . . . . ?
O3 C5 C6 O4 71.8(6) . . . . ?
O4 C7 C8 O5 -67.2(5) . . . . ?
O5 C9 C10 O6 64.3(5) . . . . ?
O6 C11 C12 O1 -67.4(5) . . . . ?
F1 C18 S1 O7 -64.5(4) . . . . ?
F1 C18 S1 O8 177.7(4) . . . . ?
F1 C18 S1 O9 53.4(4) . . . . ?
F2 C18 S1 O7 60.5(4) . . . . ?
F2 C18 S1 O8 -57.2(4) . . . . ?
F2 C18 S1 O9 178.4(4) . . . . ?
F3 C18 S1 O7 178.0(3) . . . . ?
F3 C18 S1 O8 60.3(4) . . . . ?
F3 C18 S1 O9 -64.1(4) . . . . ?
N1 C13 C3 N2 -51.1(11) . . . . ?
C14 N2 C3 C13 -137.3(14) . . . . ?
C15 N2 C3 C13 151.1(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2143583'
loop_
_audit_author_name
_audit_author_address
'Mengmeng Lun'
;Southeast University
China
;
_audit_update_record             
;
2022-01-21 deposited with the CCDC.	2022-05-27 downloaded from the CCDC.
;
_audit_creation_date             2022-01-20
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H24 O6, C4 H13 N2, C2 F6 N O4 S2'
_chemical_formula_sum            'C18 H37 F6 N3 O10 S2'
_chemical_formula_weight         633.62
_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 0.0033 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'
S S 0.1246 0.1234 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   9.0270(3)
_cell_length_b                   15.4322(6)
_cell_length_c                   21.4300(10)
_cell_angle_alpha                90
_cell_angle_beta                 99.370(4)
_cell_angle_gamma                90
_cell_volume                     2945.5(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7891
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.4580
_cell_measurement_theta_min      2.0030
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.270
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.46781
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0351
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20691
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_min         1.926
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3856
_reflns_number_total             5781
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         5781
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0890
_refine_ls_R_factor_gt           0.0534
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.6500P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1584
_refine_ls_wR_factor_ref         0.1753
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups, All S(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C13-H13
 0.99 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C15) \\sim Ueq: with sigma of 0.008 and sigma for terminal atoms of 0.009
4. Others
 Sof(C14')=Sof(H14C)=Sof(H14D)=1-FVAR(1)
 Sof(C14)=Sof(H14A)=Sof(H14B)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C11(H11A,H11B), C12(H12A,H12B),
 C14(H14A,H14B), C14'(H14C,H14D)
5.b Aromatic/amide H refined with riding coordinates:
 C13(H13A)
5.c Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), N1(H1C,H1D,H1E)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_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
C1 C -0.0083(4) 0.5478(3) 0.62998(18) 0.0929(11) Uani 1 1 d . . . . .
H1A H -0.043014 0.488837 0.633588 0.112 Uiso 1 1 calc R U . . .
H1B H -0.066266 0.573545 0.592462 0.112 Uiso 1 1 calc R U . . .
C2 C -0.0309(4) 0.5986(3) 0.68713(18) 0.0948(11) Uani 1 1 d . . . . .
H2A H 0.012117 0.655986 0.685475 0.114 Uiso 1 1 calc R U . . .
H2B H -0.137329 0.604845 0.688225 0.114 Uiso 1 1 calc R U . . .
C3 C 0.0193(4) 0.5963(3) 0.79804(19) 0.0931(11) Uani 1 1 d . . . . .
H3A H -0.086982 0.603137 0.799273 0.112 Uiso 1 1 calc R U . . .
H3B H 0.064749 0.653446 0.799934 0.112 Uiso 1 1 calc R U . . .
C4 C 0.0904(4) 0.5435(3) 0.85273(17) 0.0898(11) Uani 1 1 d . . . . .
H4A H 0.065171 0.567262 0.891576 0.108 Uiso 1 1 calc R U . . .
H4B H 0.053118 0.484542 0.848243 0.108 Uiso 1 1 calc R U . . .
C5 C 0.3229(5) 0.4900(2) 0.90296(14) 0.0878(10) Uani 1 1 d . . . . .
H5A H 0.289640 0.430683 0.895128 0.105 Uiso 1 1 calc R U . . .
H5B H 0.299063 0.507685 0.943628 0.105 Uiso 1 1 calc R U . . .
C6 C 0.4872(4) 0.4957(2) 0.90391(14) 0.0855(10) Uani 1 1 d . . . . .
H6A H 0.518577 0.555860 0.907476 0.103 Uiso 1 1 calc R U . . .
H6B H 0.539427 0.464644 0.940302 0.103 Uiso 1 1 calc R U . . .
C7 C 0.6791(4) 0.4630(2) 0.84500(17) 0.0843(9) Uani 1 1 d . . . . .
H7A H 0.736285 0.441282 0.884120 0.101 Uiso 1 1 calc R U . . .
H7B H 0.709406 0.522418 0.839204 0.101 Uiso 1 1 calc R U . . .
C8 C 0.7076(3) 0.4089(2) 0.79101(16) 0.0807(9) Uani 1 1 d . . . . .
H8A H 0.814733 0.405020 0.790714 0.097 Uiso 1 1 calc R U . . .
H8B H 0.669344 0.350818 0.795162 0.097 Uiso 1 1 calc R U . . .
C9 C 0.6404(4) 0.3945(2) 0.68043(16) 0.0792(9) Uani 1 1 d . . . . .
H9A H 0.587479 0.340584 0.684460 0.095 Uiso 1 1 calc R U . . .
H9B H 0.743883 0.380879 0.677457 0.095 Uiso 1 1 calc R U . . .
C10 C 0.5695(4) 0.4412(3) 0.62264(17) 0.0784(9) Uani 1 1 d . . . . .
C11 C 0.3379(4) 0.4945(2) 0.57027(13) 0.0779(9) Uani 1 1 d . . . . .
H11A H 0.356042 0.463398 0.532921 0.093 Uiso 1 1 calc R U . . .
H11B H 0.375413 0.553168 0.567961 0.093 Uiso 1 1 calc R U . . .
C12 C 0.1738(4) 0.4966(2) 0.57247(13) 0.0781(9) Uani 1 1 d . . . . .
H12A H 0.120755 0.520857 0.533369 0.094 Uiso 1 1 calc R U . . .
H12B H 0.137566 0.438016 0.576503 0.094 Uiso 1 1 calc R U . . .
C13 C 0.4681(4) 0.6326(2) 0.7278(2) 0.0914(12) Uani 1 1 d D . . . .
H13A H 0.530038 0.631948 0.697125 0.110 Uiso 1 1 calc R U . A 2
C14 C 0.3995(8) 0.7171(4) 0.7178(3) 0.065(2) Uani 0.488(10) 1 d . . P B 1
H14A H 0.478024 0.759878 0.717412 0.078 Uiso 0.488(10) 1 calc R U P B 1
H14B H 0.336756 0.717895 0.676490 0.078 Uiso 0.488(10) 1 calc R U P B 1
C14' C 0.4632(7) 0.7017(4) 0.7656(4) 0.079(3) Uani 0.512(10) 1 d . . P B 2
H14C H 0.529990 0.745705 0.753672 0.095 Uiso 0.512(10) 1 calc R U P B 2
H14D H 0.501771 0.684465 0.808683 0.095 Uiso 0.512(10) 1 calc R U P B 2
C15 C 0.2427(8) 0.8115(4) 0.7268(3) 0.186(3) Uani 1 1 d . U . . .
H15A H 0.313244 0.858246 0.727999 0.279 Uiso 1 1 calc R U . . .
H15B H 0.155508 0.830985 0.743032 0.279 Uiso 1 1 calc R U . . .
H15C H 0.213850 0.792325 0.683880 0.279 Uiso 1 1 calc R U . . .
C16 C 0.3496(9) 0.7735(4) 0.8271(2) 0.178(3) Uani 1 1 d . . . . .
H16A H 0.393937 0.727605 0.854153 0.267 Uiso 1 1 calc R U . . .
H16B H 0.261267 0.794214 0.841854 0.267 Uiso 1 1 calc R U . . .
H16C H 0.420406 0.820001 0.827626 0.267 Uiso 1 1 calc R U . . .
C17 C 0.8210(3) 0.2440(2) 0.50924(17) 0.0769(9) Uani 1 1 d . . . . .
C18 C 0.2497(3) 0.2328(2) 0.47366(15) 0.0676(7) Uani 1 1 d . . . . .
F1 F 0.8022(2) 0.24917(17) 0.44738(11) 0.1122(8) Uani 1 1 d . . . . .
F2 F 0.9376(2) 0.19203(16) 0.52770(13) 0.1198(8) Uani 1 1 d . . . . .
F3 F 0.8551(2) 0.32166(15) 0.53268(12) 0.1156(8) Uani 1 1 d . . . . .
F4 F 0.13874(19) 0.22510(14) 0.42577(10) 0.0966(6) Uani 1 1 d . . . . .
F5 F 0.2122(2) 0.29345(16) 0.51092(12) 0.1135(8) Uani 1 1 d . . . . .
F6 F 0.2605(2) 0.15940(14) 0.50333(11) 0.1035(7) Uani 1 1 d . . . . .
N1 N 0.3722(2) 0.55810(13) 0.73659(9) 0.0493(5) Uani 1 1 d . . . . .
H1C H 0.346544 0.530643 0.699907 0.059 Uiso 1 1 calc R U . . .
H1D H 0.289858 0.576551 0.750347 0.059 Uiso 1 1 calc R U . . .
H1E H 0.422215 0.521988 0.764858 0.059 Uiso 1 1 calc R U . . .
N2 N 0.3102(3) 0.74169(14) 0.76430(12) 0.0671(6) Uani 1 1 d . . . . .
N3 N 0.5359(2) 0.26988(16) 0.50780(12) 0.0718(7) Uani 1 1 d . . . . .
O1 O 0.4132(2) 0.45340(13) 0.62477(9) 0.0699(5) Uani 1 1 d . . . . .
O2 O 0.1441(2) 0.54740(14) 0.62448(10) 0.0742(6) Uani 1 1 d . . . . .
O3 O 0.0395(2) 0.55468(15) 0.74201(11) 0.0835(6) Uani 1 1 d . . . . .
O4 O 0.2489(2) 0.54392(14) 0.85545(9) 0.0741(5) Uani 1 1 d . . . . .
O5 O 0.5247(2) 0.45946(13) 0.84756(9) 0.0724(5) Uani 1 1 d . . . . .
O6 O 0.6349(2) 0.44694(13) 0.73360(10) 0.0731(5) Uani 1 1 d . . . . .
O7 O 0.6887(3) 0.21194(19) 0.60328(10) 0.0992(8) Uani 1 1 d . . . . .
O8 O 0.6409(3) 0.11695(15) 0.51296(12) 0.0959(7) Uani 1 1 d . . . . .
O9 O 0.3884(3) 0.34418(18) 0.41836(14) 0.1137(9) Uani 1 1 d . . . . .
O10 O 0.4469(3) 0.19105(19) 0.40412(11) 0.0993(8) Uani 1 1 d . . . . .
S1 S 0.65653(8) 0.20138(5) 0.53656(4) 0.0653(2) Uani 1 1 d . . . . .
S2 S 0.42205(7) 0.26079(5) 0.44464(3) 0.0668(2) Uani 1 1 d . . . . .
H13 H 0.568(2) 0.618(2) 0.7391(13) 0.080 Uiso 1 1 d D U . C 1
H10A H 0.589(4) 0.408(2) 0.5919(16) 0.092(11) Uiso 1 1 d . . . . .
H10B H 0.620(4) 0.501(2) 0.6213(15) 0.090(10) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.496(5) . ?
C1 O2 1.400(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 O3 1.415(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.485(5) . ?
C3 O3 1.400(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 O4 1.423(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.482(5) . ?
C5 O4 1.397(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 O5 1.421(4) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.483(5) . ?
C7 O5 1.405(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 O6 1.423(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.484(5) . ?
C9 O6 1.405(4) . ?
C10 O1 1.431(4) . ?
C10 H10A 0.88(4) . ?
C10 H10B 1.04(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.490(5) . ?
C11 O1 1.404(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 O2 1.423(4) . ?
C13 H13A 0.9300 . ?
C13 C14 1.444(7) . ?
C13 C14' 1.343(7) . ?
C13 N1 1.469(4) . ?
C13 H13 0.923(17) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 N2 1.432(6) . ?
C14' H14C 0.9700 . ?
C14' H14D 0.9700 . ?
C14' N2 1.509(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C15 N2 1.420(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C16 N2 1.422(5) . ?
C17 F1 1.311(4) . ?
C17 F2 1.331(4) . ?
C17 F3 1.316(4) . ?
C17 S1 1.806(3) . ?
C18 F4 1.318(3) . ?
C18 F5 1.310(4) . ?
C18 F6 1.295(3) . ?
C18 S2 1.819(3) . ?
N1 H1C 0.8900 . ?
N1 H1D 0.8900 . ?
N1 H1E 0.8900 . ?
N3 S1 1.570(3) . ?
N3 S2 1.567(2) . ?
O7 S1 1.421(2) . ?
O8 S1 1.396(2) . ?
O9 S2 1.418(3) . ?
O10 S2 1.423(2) . ?

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
H1A C1 H1B 108.2 . . ?
C2 C1 H1A 109.7 . . ?
C2 C1 H1B 109.7 . . ?
O2 C1 H1A 109.7 . . ?
O2 C1 H1B 109.7 . . ?
O2 C1 C2 109.8(3) . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O3 C2 C1 109.1(3) . . ?
O3 C2 H2A 109.9 . . ?
O3 C2 H2B 109.9 . . ?
H3A C3 H3B 108.3 . . ?
C4 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
O3 C3 H3A 109.9 . . ?
O3 C3 H3B 109.9 . . ?
O3 C3 C4 109.0(3) . . ?
C3 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
O4 C4 C3 109.4(3) . . ?
O4 C4 H4A 109.8 . . ?
O4 C4 H4B 109.8 . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 H5A 109.8 . . ?
C6 C5 H5B 109.8 . . ?
O4 C5 H5A 109.8 . . ?
O4 C5 H5B 109.8 . . ?
O4 C5 C6 109.5(3) . . ?
C5 C6 H6A 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
O5 C6 C5 110.0(3) . . ?
O5 C6 H6A 109.7 . . ?
O5 C6 H6B 109.7 . . ?
H7A C7 H7B 108.4 . . ?
C8 C7 H7A 110.1 . . ?
C8 C7 H7B 110.1 . . ?
O5 C7 H7A 110.1 . . ?
O5 C7 H7B 110.1 . . ?
O5 C7 C8 107.9(3) . . ?
C7 C8 H8A 109.8 . . ?
C7 C8 H8B 109.8 . . ?
H8A C8 H8B 108.3 . . ?
O6 C8 C7 109.2(2) . . ?
O6 C8 H8A 109.8 . . ?
O6 C8 H8B 109.8 . . ?
H9A C9 H9B 108.3 . . ?
C10 C9 H9A 109.8 . . ?
C10 C9 H9B 109.8 . . ?
O6 C9 H9A 109.8 . . ?
O6 C9 H9B 109.8 . . ?
O6 C9 C10 109.3(3) . . ?
C9 C10 H10A 103(2) . . ?
C9 C10 H10B 109.1(19) . . ?
O1 C10 C9 109.3(3) . . ?
O1 C10 H10A 115(2) . . ?
O1 C10 H10B 108.8(19) . . ?
H10A C10 H10B 111(3) . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 H11A 109.8 . . ?
C12 C11 H11B 109.8 . . ?
O1 C11 H11A 109.8 . . ?
O1 C11 H11B 109.8 . . ?
O1 C11 C12 109.4(2) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
O2 C12 C11 110.6(2) . . ?
O2 C12 H12A 109.5 . . ?
O2 C12 H12B 109.5 . . ?
C14 C13 N1 118.6(3) . . ?
C14 C13 H13 129(2) . . ?
C14' C13 H13A 121.1 . . ?
C14' C13 N1 117.8(4) . . ?
N1 C13 H13A 121.1 . . ?
N1 C13 H13 111(2) . . ?
C13 C14 H14A 108.7 . . ?
C13 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
N2 C14 C13 114.4(4) . . ?
N2 C14 H14A 108.7 . . ?
N2 C14 H14B 108.7 . . ?
C13 C14' H14C 108.4 . . ?
C13 C14' H14D 108.4 . . ?
C13 C14' N2 115.7(5) . . ?
H14C C14' H14D 107.4 . . ?
N2 C14' H14C 108.4 . . ?
N2 C14' H14D 108.4 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C15 H15A 109.5 . . ?
N2 C15 H15B 109.5 . . ?
N2 C15 H15C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N2 C16 H16A 109.5 . . ?
N2 C16 H16B 109.5 . . ?
N2 C16 H16C 109.5 . . ?
F1 C17 F2 107.6(3) . . ?
F1 C17 F3 108.3(3) . . ?
F1 C17 S1 111.8(2) . . ?
F2 C17 S1 109.7(2) . . ?
F3 C17 F2 108.1(3) . . ?
F3 C17 S1 111.2(2) . . ?
F4 C18 S2 109.8(2) . . ?
F5 C18 F4 107.5(3) . . ?
F5 C18 S2 111.1(2) . . ?
F6 C18 F4 106.9(2) . . ?
F6 C18 F5 109.4(3) . . ?
F6 C18 S2 112.1(2) . . ?
C13 N1 H1C 109.5 . . ?
C13 N1 H1D 109.5 . . ?
C13 N1 H1E 109.5 . . ?
H1C N1 H1D 109.5 . . ?
H1C N1 H1E 109.5 . . ?
H1D N1 H1E 109.5 . . ?
C15 N2 C14 92.6(5) . . ?
C15 N2 C14' 128.8(5) . . ?
C15 N2 C16 107.0(4) . . ?
C16 N2 C14 131.9(5) . . ?
C16 N2 C14' 92.1(5) . . ?
S2 N3 S1 126.47(15) . . ?
C11 O1 C10 112.3(2) . . ?
C1 O2 C12 112.4(2) . . ?
C3 O3 C2 112.9(3) . . ?
C5 O4 C4 112.7(3) . . ?
C7 O5 C6 113.1(2) . . ?
C9 O6 C8 113.0(2) . . ?
N3 S1 C17 100.47(15) . . ?
O7 S1 C17 103.88(16) . . ?
O7 S1 N3 109.45(15) . . ?
O8 S1 C17 105.19(16) . . ?
O8 S1 N3 117.62(15) . . ?
O8 S1 O7 117.61(17) . . ?
N3 S2 C18 101.72(14) . . ?
O9 S2 C18 102.20(16) . . ?
O9 S2 N3 109.25(16) . . ?
O9 S2 O10 119.27(19) . . ?
O10 S2 C18 104.94(14) . . ?
O10 S2 N3 116.63(14) . . ?

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
C1 C2 O3 C3 -177.9(3) . . . . ?
C2 C1 O2 C12 177.3(3) . . . . ?
C3 C4 O4 C5 -175.4(3) . . . . ?
C4 C3 O3 C2 177.3(3) . . . . ?
C5 C6 O5 C7 179.7(3) . . . . ?
C6 C5 O4 C4 -178.5(3) . . . . ?
C7 C8 O6 C9 -172.7(3) . . . . ?
C8 C7 O5 C6 169.2(3) . . . . ?
C9 C10 O1 C11 -177.8(3) . . . . ?
C10 C9 O6 C8 -176.9(3) . . . . ?
C11 C12 O2 C1 -177.3(3) . . . . ?
C12 C11 O1 C10 173.9(3) . . . . ?
C13 C14 N2 C15 -166.2(6) . . . . ?
C13 C14 N2 C16 78.1(7) . . . . ?
C13 C14' N2 C15 -93.4(7) . . . . ?
C13 C14' N2 C16 152.7(6) . . . . ?
F1 C17 S1 N3 -58.8(3) . . . . ?
F1 C17 S1 O7 -172.0(2) . . . . ?
F1 C17 S1 O8 63.8(3) . . . . ?
F2 C17 S1 N3 -178.1(3) . . . . ?
F2 C17 S1 O7 68.6(3) . . . . ?
F2 C17 S1 O8 -55.5(3) . . . . ?
F3 C17 S1 N3 62.4(3) . . . . ?
F3 C17 S1 O7 -50.8(3) . . . . ?
F3 C17 S1 O8 -175.0(2) . . . . ?
F4 C18 S2 N3 178.1(2) . . . . ?
F4 C18 S2 O9 65.2(3) . . . . ?
F4 C18 S2 O10 -59.9(3) . . . . ?
F5 C18 S2 N3 59.4(3) . . . . ?
F5 C18 S2 O9 -53.5(3) . . . . ?
F5 C18 S2 O10 -178.7(2) . . . . ?
F6 C18 S2 N3 -63.3(2) . . . . ?
F6 C18 S2 O9 -176.2(2) . . . . ?
F6 C18 S2 O10 58.7(3) . . . . ?
N1 C13 C14 N2 52.3(7) . . . . ?
N1 C13 C14' N2 -56.9(8) . . . . ?
O1 C11 C12 O2 63.7(3) . . . . ?
O2 C1 C2 O3 -66.3(4) . . . . ?
O3 C3 C4 O4 67.5(4) . . . . ?
O4 C5 C6 O5 -66.9(4) . . . . ?
O5 C7 C8 O6 65.6(3) . . . . ?
O6 C9 C10 O1 -65.1(4) . . . . ?
S1 N3 S2 C18 101.9(2) . . . . ?
S1 N3 S2 O9 -150.6(2) . . . . ?
S1 N3 S2 O10 -11.6(3) . . . . ?
S2 N3 S1 C17 97.5(2) . . . . ?
S2 N3 S1 O7 -153.6(2) . . . . ?
S2 N3 S1 O8 -15.9(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2153009'
loop_
_audit_author_name
_audit_author_address
'Mengmeng Lun'
;Southeast University
China
;
_audit_update_record             
;
2022-02-18 deposited with the CCDC.	2022-05-27 downloaded from the CCDC.
;
_audit_creation_date             2022-02-18
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_chemical_formula_moiety         'C6 O3, C2 N, C O2 S0.5'
_chemical_formula_sum            'C9 N O5 S0.5'
_chemical_formula_weight         218.137
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.12424 0.12443 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z+1/2
3 -x,y+1/2,-z
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z-1/2
7 x,-y-1/2,z
8 x-1/2,y,-z-1/2

_symmetry_Int_Tables_number      62
_cell_length_a                   8.9299(6)
_cell_length_b                   10.9955(10)
_cell_length_c                   26.179(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2570.4(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    308
_cell_measurement_theta_min      2.0230
_cell_measurement_theta_max      30.0760
_cell_measurement_reflns_used    3121
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78654
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.127
_exptl_crystal_description       block
_exptl_crystal_F_000             873.138
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_Laue_measured_fraction_full 0.9975
_diffrn_reflns_Laue_measured_fraction_max 0.9975
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            22666
_diffrn_reflns_point_group_measured_fraction_full 0.9975
_diffrn_reflns_point_group_measured_fraction_max 0.9975
_diffrn_reflns_theta_full        24.9982
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.01
_diffrn_ambient_temperature      308
_diffrn_measured_fraction_theta_full 0.9975
_diffrn_measured_fraction_theta_max 0.9975
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              0
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              31
_reflns_limit_l_min              0
_reflns_number_gt                953
_reflns_number_total             2386
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.4915
_refine_diff_density_min         -0.3790
_refine_diff_density_rms         0.0645
_refine_ls_d_res_high            0.8409
_refine_ls_d_res_low             10.1376
_refine_ls_goodness_of_fit_ref   1.0352
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2386
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.2741
_refine_ls_R_factor_gt           0.1828
_refine_ls_restrained_S_all      1.0215
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0280P)²+5.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2658
_refine_ls_wR_factor_ref         0.2936
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(C3) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(O1) \\sim
Ueq, Uanis(O2) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(C5)
\\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(O4) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.02
2. Others
 Fixed Sof: C7(0.5) S1(0.5)
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.114(3) 0.630(2) 0.4400(9) 0.328(12) Uani 1.000000 1 . U .
C2 C 0.183(3) 0.548(4) 0.4229(10) 0.36(2) Uani 1.000000 1 . U .
C3 C 0.313(4) 0.423(3) 0.3661(18) 0.47(2) Uani 1.000000 1 . U .
C4 C 0.314(3) 0.422(3) 0.3021(15) 0.392(17) Uani 1.000000 1 . U .
C5 C 0.392(3) 0.525(2) 0.2338(11) 0.344(15) Uani 1.000000 1 . U .
C6 C 0.474(2) 0.6431(15) 0.2222(9) 0.307(10) Uani 1.000000 1 . U .
C7 C 0.5698(15) 0.8115(15) 0.3539(5) 0.169(9) Uani 0.500000 1 . . .
C8 C 0.6455(15) 0.75 0.3957(6) 0.224(8) Uani 1.000000 2 S T P
C9 C 0.6218(14) 0.6394(12) 0.4724(4) 0.302(8) Uani 1.000000 1 . . .
C10 C 0.3663(17) 0.75 0.5785(6) 0.270(11) Uani 1.000000 2 S T P
C11 C 0.3227(18) 0.75 0.6760(7) 0.271(10) Uani 1.000000 2 S T P
N1 N 0.3985(8) 0.75 0.3480(3) 0.140(3) Uani 1.000000 2 S T P
N2 N 0.5694(9) 0.75 0.4427(4) 0.181(5) Uani 1.000000 2 S T P
O1 O 0.1546(19) 0.75 0.4345(7) 0.280(7) Uani 1.000000 2 S TU P
O2 O 0.2325(18) 0.5138(17) 0.3754(9) 0.369(11) Uani 1.000000 1 . U .
O3 O 0.3895(18) 0.5297(16) 0.2875(9) 0.354(10) Uani 1.000000 1 . U .
O4 O 0.4156(16) 0.75 0.2273(5) 0.263(6) Uani 1.000000 2 S TU P
O5 O 0.2179(13) 0.9030(10) 0.6179(5) 0.375(8) Uani 1.000000 1 . . .
O6 O 0.0625(16) 0.75 0.6633(5) 0.288(6) Uani 1.000000 2 S T P
S1 S 0.215(3) 0.8020(9) 0.6223(6) 0.467(13) Uani 0.500000 1 . . .
O8 O 0.078(2) 0.75 0.5812(8) 0.407(13) Uani 1.000000 2 S T P


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.18(4) . ?
C1 O1 1.38(2) 7_575 ?
C2 O2 1.37(3) . ?
C3 C4 1.68(6) . ?
C3 O2 1.25(4) . ?
C4 O3 1.41(3) . ?
C5 C6 1.52(3) . ?
C5 O3 1.41(3) . ?
C6 O4 1.291(14) 7_575 ?
C7 C8 1.453(15) 7_575 ?
C7 N1 1.680(15) 7_575 ?
C8 N2 1.406(13) . ?
C9 N2 1.517(10) . ?
C10 S1 1.86(2) 7_575 ?
C10 S1 1.86(2) . ?
C11 S1 1.795(19) 7_575 ?
C11 S1 1.795(19) . ?
O5 S1 1.117(9) . ?
O6 S1 1.83(2) 7_575 ?
O6 S1 1.83(2) . ?
S1 O8 1.73(2) . ?

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 C1 C2 124(3) 7_575 . ?
O2 C2 C1 136(4) . . ?
O2 C3 C4 102(3) . . ?
O3 C4 C3 106(3) . . ?
O3 C5 C6 100(2) . . ?
O4 C6 C5 124(2) 7_575 . ?
N1 C7 C8 107.8(10) 7_575 7_575 ?
C7 C8 C7 55.5(14) . 7_575 ?
N2 C8 C7 115.7(11) . 7_575 ?
N2 C8 C7 115.7(11) . . ?
S1 C10 S1 35.8(7) 7_575 . ?
S1 C11 S1 37.1(7) 7_575 . ?
C7 N1 C7 47.5(11) 7_575 . ?
C9 N2 C8 107.4(8) 7_575 . ?
C9 N2 C8 107.4(8) . . ?
C9 N2 C9 106.6(11) 7_575 . ?
C1 O1 C1 147(3) . 7_575 ?
C3 O2 C2 125(4) . . ?
C5 O3 C4 104(2) . . ?
C6 O4 C6 131(3) . 7_575 ?
S1 O6 S1 36.4(8) 7_575 . ?
C11 S1 C10 89.8(14) . . ?
O5 S1 C10 103.0(15) . . ?
O5 S1 C11 112.8(16) . . ?
O6 S1 C10 143.8(6) . . ?
O6 S1 C11 80.8(9) . . ?
O6 S1 O5 112.8(16) . . ?
O8 S1 C10 91.5(11) . . ?
O8 S1 C11 139.6(8) . . ?
O8 S1 O5 106.2(16) . . ?
O8 S1 O6 74.6(13) . . ?
S1 O8 S1 38.7(8) 7_575 . ?

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
C1 C2 O2 C3 176(5) . . . . ?
C1 O1 C1 C2 169(6) 7_575 . . . ?
C2 O2 C3 C4 173(4) . . . . ?
C3 C4 O3 C5 179(3) . . . . ?
C4 O3 C5 C6 180(2) . . . . ?
C5 C6 O4 C6 175(3) . . 7_575 7_575 ?
C7 C8 C7 N1 -49.7(5) . 7_575 7_575 . ?
C7 C8 N2 C9 154.0(9) . 7_575 7_575 . ?
C7 C8 N2 C9 91.8(11) 7_575 . . . ?
C7 N1 C7 C8 47.5(6) . 7_575 7_575 . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
C1 0.1000
C2 0.1000
C3 0.1000
C4 0.1000
C5 0.1000
C6 0.1000
O1 0.0200
O2 0.1000
O3 0.1000
O4 0.0200
# start Validation Reply Form
_vrf_PLAT082_1                   
;
PROBLEM: High R1 Value ..................................       0.18 Report
RESPONSE: This problem arised from the existence of many disordered parts in 
this crystal and the weak X-ray diffraction at 308 K.
;
_vrf_PLAT241_1                   
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of C3 Check 
RESPONSE: The thermal parameter of some atoms is likely to be
 also high due to severely disordered structure.
;
_vrf_PLAT260_1                   
;
PROBLEM: Large Average Ueq of Residue Including     O1      0.347 Check 
RESPONSE: The thermal parameter of some atoms is likely to be
 also high due to severely disordered structure.
;
_vrf_PLAT340_1                   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.04333 Ang.  
RESPONSE: Due to the high collection temperature (308 K), reflections at high
 resolution can not be collected, but these alerts do not affect the mian results
 in the manuscript.
;
# end Validation Reply Form


_chemical_melting_point          456
