# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_10_200k_auto
_database_code_depnum_ccdc_archive 'CCDC 2242214'
loop_
_audit_author_name
_audit_author_address
'Ning Song'
;Jiangxi University of science and technology
China
;
_audit_update_record             
;
2023-02-16 deposited with the CCDC.	2023-07-18 downloaded from the CCDC.
;
_audit_creation_date             2022-06-01
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         
'C F3 O3 S, C2 H7 Cl N, 0.5(C12 H24 O6), 0.5(C12 H23 O6)'
_chemical_formula_sum            'C15 H30.50 Cl F3 N O9 S'
_chemical_formula_weight         493.41
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 '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           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z+1/2'

_cell_length_a                   17.3300(6)
_cell_length_b                   11.3842(5)
_cell_length_c                   23.0199(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4541.6(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7112
_cell_measurement_temperature    200.01(10)
_cell_measurement_theta_max      29.8000
_cell_measurement_theta_min      1.9940
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.993
_exptl_absorpt_coefficient_mu    0.329
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2076
_exptl_crystal_size_max          0.02
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.814
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            28185
_diffrn_reflns_point_group_measured_fraction_full 0.905
_diffrn_reflns_point_group_measured_fraction_max 0.690
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.936
_diffrn_reflns_theta_min         1.996
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.814
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -69.00  12.00   0.50    4.89    --    5.00 -31.00 -37.00  162
  2  ω      0.00  57.00   0.50    4.89    --    5.00  37.00-180.00  114
  3  ω    -16.00  27.00   0.50    4.89    --   -5.46 -99.00 -30.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0121603000
_diffrn_orient_matrix_UB_12      0.0230090000
_diffrn_orient_matrix_UB_13      0.0370310000
_diffrn_orient_matrix_UB_21      0.0111415000
_diffrn_orient_matrix_UB_22      0.0163683000
_diffrn_orient_matrix_UB_23      -0.0500322000
_diffrn_orient_matrix_UB_31      -0.0374490000
_diffrn_orient_matrix_UB_32      0.0123447000
_diffrn_orient_matrix_UB_33      -0.0028037000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.657
_reflns_Friedel_fraction_full    0.806
_reflns_Friedel_fraction_max     0.560
_reflns_number_gt                6793
_reflns_number_total             9927
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.051
_refine_diff_density_min         -1.365
_refine_diff_density_rms         0.178
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.6(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.163
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     544
_refine_ls_number_reflns         9927
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.1521
_refine_ls_R_factor_gt           0.1179
_refine_ls_restrained_S_all      1.167
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2916
_refine_ls_wR_factor_ref         0.3191
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.4(2)
 0.6(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
3. Restrained distances
 C01F-C01I
 1.54 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C01F) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C01E) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O00M) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
5.a Secondary CH2 refined with riding coordinates:
 C00O(H00A,H00B), C00R(H00C,H00D), C00W(H00E,H00F), C00X(H00G,H00H), C00Y(H00I,
 H00J), C00Z(H00K,H00L), C010(H01A,H01B), C011(H01M,H01N), C012(H01O,H01P),
 C013(H01C,H01D), C015(H01Q,H01R), C017(H01S,H01T), C018(H01E,H01F), C019(H01U,
 H01V), C01A(H01G,H01H), C01B(H01W,H01X), C01C(H01Y,H), C01D(H01I,H01J),
 C01E(H01K,H01L), C01F(H6,HA), C01G(H01Z,HB), C01I(H7,HC), C01K(H1,HD), C01L(H2,
 HE), C01M(H4,HF), C01N(H3,HG), C01O(H5,HH)
5.b Aromatic/amide H refined with riding coordinates:
 C01J(H01)
5.c Idealised Me refined as rotating group:
 N00I(H00P,H00Q,H00R), N00S(H00M,H00N,H00O)
;
_atom_sites_solution_hydrogens   geom
_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
S01 S 0.15646(12) 0.2035(2) 0.65359(14) 0.0352(5) Uani 1 1 d . . . . .
S002 S 0.40583(12) 0.2021(2) 0.35290(15) 0.0365(6) Uani 1 1 d . . . . .
Cl00 Cl 0.16173(19) 0.0941(3) 0.8218(2) 0.0765(11) Uani 1 1 d . . . . .
Cl04 Cl 0.4090(2) 0.1013(5) 0.1803(3) 0.122(2) Uani 1 1 d . . . . .
O005 O 0.2269(5) 0.2575(5) 0.9852(4) 0.0322(17) Uani 1 1 d . . . . .
F006 F 0.3550(5) 0.2474(6) 0.4619(4) 0.059(2) Uani 1 1 d . . . . .
O007 O 0.6968(4) 0.2616(5) 0.1982(3) 0.0241(14) Uani 1 1 d . . . . .
O008 O 0.3775(3) 0.0445(5) 0.8390(3) 0.0260(13) Uani 1 1 d . . . . .
O009 O 0.3801(3) 0.4799(5) 0.8432(3) 0.0252(14) Uani 1 1 d . . . . .
O00A O 0.2973(4) 0.0489(5) 0.9445(3) 0.0290(14) Uani 1 1 d . . . . .
F00B F 0.4792(5) 0.2325(7) 0.4486(4) 0.057(2) Uani 1 1 d . . . . .
O00C O 0.2929(4) 0.4692(6) 0.9463(3) 0.0279(13) Uani 1 1 d . . . . .
F00D F 0.4236(4) 0.3861(5) 0.4212(4) 0.0545(17) Uani 1 1 d . . . . .
O00E O 0.5436(4) 0.4734(6) 0.0616(3) 0.0321(15) Uani 1 1 d . . . . .
O00F O 0.4776(5) 0.2325(7) 0.3279(4) 0.0443(19) Uani 1 1 d . . . . .
O00G O 0.6258(3) 0.0445(6) 0.1671(3) 0.0317(15) Uani 1 1 d . . . . .
O00H O 0.6325(3) 0.4793(6) 0.1614(3) 0.0288(15) Uani 1 1 d . . . . .
N00I N 0.5463(4) 0.2613(6) 0.1381(4) 0.0214(15) Uani 1 1 d . . . . .
H00P H 0.520847 0.256517 0.103625 0.026 Uiso 1 1 calc R U . . .
H00Q H 0.566981 0.189992 0.146968 0.026 Uiso 1 1 calc R U . . .
H00R H 0.584734 0.315499 0.135298 0.026 Uiso 1 1 calc R U . . .
O00J O 0.5467(4) 0.0492(6) 0.0618(3) 0.0367(16) Uani 1 1 d . . . . .
O00K O 0.4475(4) 0.2665(5) 0.8100(3) 0.0307(15) Uani 1 1 d . . . . .
F00L F 0.2317(5) 0.2399(7) 0.5528(4) 0.062(2) Uani 1 1 d . . . . .
O00M O 0.0890(4) 0.2537(8) 0.6781(4) 0.057(3) Uani 1 1 d . U . . .
O00N O 0.4771(5) 0.2597(6) 0.0243(4) 0.0363(19) Uani 1 1 d . . . . .
C00O C 0.3771(5) 0.5782(8) 0.8827(5) 0.034(2) Uani 1 1 d . . . . .
H00A H 0.383353 0.652827 0.861076 0.041 Uiso 1 1 calc R U . . .
H00B H 0.419120 0.572252 0.911676 0.041 Uiso 1 1 calc R U . . .
F00P F 0.1702(4) 0.3894(6) 0.5879(4) 0.0605(19) Uani 1 1 d . . . . .
O00Q O 0.3974(4) 0.0795(6) 0.3683(4) 0.053(2) Uani 1 1 d . . . . .
C00R C 0.3806(6) -0.0511(7) 0.8785(5) 0.036(2) Uani 1 1 d . . . . .
H00C H 0.424168 -0.040129 0.905795 0.043 Uiso 1 1 calc R U . . .
H00D H 0.388902 -0.125297 0.857019 0.043 Uiso 1 1 calc R U . . .
N00S N 0.2960(5) 0.2644(6) 0.8659(4) 0.0303(19) Uani 1 1 d . . . . .
H00M H 0.344542 0.280989 0.853274 0.036 Uiso 1 1 calc R U . . .
H00N H 0.291399 0.185756 0.871944 0.036 Uiso 1 1 calc R U . . .
H00O H 0.286803 0.303404 0.899695 0.036 Uiso 1 1 calc R U . . .
O00T O 0.2284(4) 0.2341(6) 0.6841(3) 0.0348(16) Uani 1 1 d . . . . .
C00U C 0.4160(6) 0.2666(8) 0.4266(5) 0.031(2) Uani 1 1 d . . . . .
F00V F 0.1059(5) 0.2507(6) 0.5517(4) 0.062(2) Uani 1 1 d . . . . .
C00W C 0.2309(6) 0.1529(10) 1.0172(5) 0.039(3) Uani 1 1 d . . . . .
H00E H 0.187306 0.149422 1.044891 0.047 Uiso 1 1 calc R U . . .
H00F H 0.279524 0.151250 1.039749 0.047 Uiso 1 1 calc R U . . .
C00X C 0.2974(6) 0.5750(8) 0.9134(4) 0.031(2) Uani 1 1 d . . . . .
H00G H 0.291708 0.643882 0.939273 0.037 Uiso 1 1 calc R U . . .
H00H H 0.255446 0.577235 0.884169 0.037 Uiso 1 1 calc R U . . .
C00Y C 0.2310(7) 0.3604(10) 1.0189(5) 0.044(3) Uani 1 1 d . . . . .
H00I H 0.280536 0.362536 1.040267 0.053 Uiso 1 1 calc R U . . .
H00J H 0.188497 0.361184 1.047637 0.053 Uiso 1 1 calc R U . . .
C00Z C 0.3056(7) -0.0574(9) 0.9120(5) 0.041(3) Uani 1 1 d . . . . .
H00K H 0.261689 -0.066649 0.884819 0.049 Uiso 1 1 calc R U . . .
H00L H 0.306170 -0.125776 0.938587 0.049 Uiso 1 1 calc R U . . .
C010 C 0.4541(5) 0.4728(8) 0.8197(5) 0.033(2) Uani 1 1 d . . . . .
H01A H 0.492178 0.460807 0.851226 0.040 Uiso 1 1 calc R U . . .
H01B H 0.466847 0.547059 0.799545 0.040 Uiso 1 1 calc R U . . .
C011 C 0.4723(6) 0.4677(9) 0.0293(5) 0.038(3) Uani 1 1 d . . . . .
H01M H 0.464887 0.540971 0.006895 0.046 Uiso 1 1 calc R U . . .
H01N H 0.428223 0.458704 0.056358 0.046 Uiso 1 1 calc R U . . .
C012 C 0.7074(5) 0.4695(8) 0.1887(5) 0.029(2) Uani 1 1 d . . . . .
H01O H 0.719759 0.542514 0.210167 0.035 Uiso 1 1 calc R U . . .
H01P H 0.747822 0.456473 0.159022 0.035 Uiso 1 1 calc R U . . .
C013 C 0.4583(5) 0.3685(8) 0.7760(5) 0.033(2) Uani 1 1 d . . . . .
H01C H 0.417361 0.375367 0.746211 0.040 Uiso 1 1 calc R U . . .
H01D H 0.509109 0.366635 0.756331 0.040 Uiso 1 1 calc R U . . .
O014 O 0.3352(7) 0.2569(9) 0.3339(7) 0.087(4) Uani 1 1 d . . . . .
C015 C 0.7043(5) 0.3701(8) 0.2287(4) 0.0276(19) Uani 1 1 d . . . . .
H01Q H 0.751935 0.368454 0.252417 0.033 Uiso 1 1 calc R U . . .
H01R H 0.659893 0.379842 0.255283 0.033 Uiso 1 1 calc R U . . .
O016 O 0.1474(5) 0.0801(7) 0.6401(5) 0.069(3) Uani 1 1 d . . . . .
C017 C 0.6982(5) 0.0507(9) 0.1989(5) 0.037(2) Uani 1 1 d . . . . .
H01S H 0.742458 0.054402 0.171728 0.045 Uiso 1 1 calc R U . . .
H01T H 0.704498 -0.018879 0.224237 0.045 Uiso 1 1 calc R U . . .
C018 C 0.4472(6) 0.0588(8) 0.8094(6) 0.044(3) Uani 1 1 d . . . . .
H01E H 0.456986 -0.011638 0.785275 0.053 Uiso 1 1 calc R U . . .
H01F H 0.489650 0.065355 0.837980 0.053 Uiso 1 1 calc R U . . .
C019 C 0.5497(5) 0.5745(7) 0.0972(5) 0.028(2) Uani 1 1 d . . . . .
H01U H 0.509536 0.572807 0.127732 0.034 Uiso 1 1 calc R U . . .
H01V H 0.542310 0.646175 0.073511 0.034 Uiso 1 1 calc R U . . .
C01A C 0.2280(6) 0.0503(9) 0.9783(5) 0.037(2) Uani 1 1 d . . . . .
H01G H 0.223793 -0.022865 1.001301 0.045 Uiso 1 1 calc R U . . .
H01H H 0.182430 0.055693 0.952421 0.045 Uiso 1 1 calc R U . . .
C01B C 0.6937(5) 0.1587(10) 0.2339(5) 0.038(2) Uani 1 1 d . . . . .
H01W H 0.644986 0.158675 0.256296 0.045 Uiso 1 1 calc R U . . .
H01X H 0.737094 0.160165 0.261885 0.045 Uiso 1 1 calc R U . . .
C01C C 0.4829(8) 0.0503(10) 0.0259(6) 0.053(3) Uani 1 1 d . . . . .
H01Y H 0.435359 0.051337 0.049727 0.064 Uiso 1 1 calc R U . . .
H H 0.482311 -0.021730 0.001821 0.064 Uiso 1 1 calc R U . . .
C01D C 0.4474(6) 0.1673(7) 0.7705(5) 0.033(2) Uani 1 1 d . . . . .
H01I H 0.493923 0.168427 0.745564 0.040 Uiso 1 1 calc R U . . .
H01J H 0.401027 0.168747 0.745472 0.040 Uiso 1 1 calc R U . . .
C01E C 0.2249(6) 0.4652(10) 0.9804(5) 0.040(3) Uani 1 1 d . U . . .
H01K H 0.178914 0.458522 0.955044 0.047 Uiso 1 1 calc R U . . .
H01L H 0.220043 0.537568 1.003913 0.047 Uiso 1 1 calc R U . . .
C01F C 0.4045(10) 0.2601(16) 0.1701(10) 0.105(7) Uani 1 1 d D U . . .
H6 H 0.390725 0.280756 0.129636 0.126 Uiso 1 1 calc R U . . .
HA H 0.367088 0.296913 0.197043 0.126 Uiso 1 1 calc R U . . .
C01G C 0.5521(6) -0.0558(8) 0.0960(5) 0.033(2) Uani 1 1 d . . . . .
H01Z H 0.549973 -0.125869 0.070594 0.040 Uiso 1 1 calc R U . . .
HB H 0.508548 -0.059831 0.123781 0.040 Uiso 1 1 calc R U . . .
C01H C 0.1648(6) 0.2726(11) 0.5861(5) 0.040(3) Uani 1 1 d . . . . .
C01I C 0.4909(7) 0.2973(13) 0.1851(6) 0.065(4) Uani 1 1 d D . . . .
H7 H 0.493306 0.383572 0.190252 0.078 Uiso 1 1 calc R U . . .
HC H 0.506455 0.260244 0.222186 0.078 Uiso 1 1 calc R U . . .
C01J C 0.6259(5) 0.5755(8) 0.1236(4) 0.0261(19) Uani 1 1 d . . . . .
H01 H 0.665026 0.632141 0.116450 0.031 Uiso 1 1 calc R U . . .
C01K C 0.4759(6) 0.3640(8) -0.0113(5) 0.034(2) Uani 1 1 d . . . . .
H1 H 0.430332 0.363294 -0.037209 0.041 Uiso 1 1 calc R U . . .
HD H 0.523012 0.368147 -0.035540 0.041 Uiso 1 1 calc R U . . .
C01L C 0.4846(8) 0.1563(9) -0.0127(5) 0.046(3) Uani 1 1 d . . . . .
H2 H 0.533794 0.159263 -0.034515 0.055 Uiso 1 1 calc R U . . .
HE H 0.441553 0.153175 -0.040909 0.055 Uiso 1 1 calc R U . . .
C01M C 0.2401(6) 0.3016(10) 0.8221(6) 0.050(3) Uani 1 1 d . . . . .
H4 H 0.260323 0.279789 0.783373 0.060 Uiso 1 1 calc R U . . .
HF H 0.236181 0.388283 0.823362 0.060 Uiso 1 1 calc R U . . .
C01N C 0.6256(6) -0.0529(8) 0.1276(4) 0.030(2) Uani 1 1 d . . . . .
H3 H 0.632628 -0.127104 0.149365 0.036 Uiso 1 1 calc R U . . .
HG H 0.668820 -0.044945 0.099732 0.036 Uiso 1 1 calc R U . . .
C01O C 0.1614(5) 0.2516(9) 0.8284(6) 0.044(3) Uani 1 1 d . . . . .
H5 H 0.127410 0.285385 0.798103 0.053 Uiso 1 1 calc R U . . .
HH H 0.140167 0.273729 0.866753 0.053 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S01 O00M 1.418(8) . ?
S01 O00T 1.472(7) . ?
S01 O016 1.447(8) . ?
S01 C01H 1.748(13) . ?
S002 O00F 1.413(9) . ?
S002 O00Q 1.447(7) . ?
S002 C00U 1.858(10) . ?
S002 O014 1.442(11) . ?
Cl00 C01O 1.799(11) . ?
Cl04 C01F 1.825(19) . ?
O005 C00W 1.402(13) . ?
O005 C00Y 1.407(13) . ?
F006 C00U 1.352(12) . ?
O007 C015 1.426(10) . ?
O007 C01B 1.433(12) . ?
O008 C00R 1.420(11) . ?
O008 C018 1.397(12) . ?
O009 C00O 1.442(11) . ?
O009 C010 1.395(11) . ?
O00A C00Z 1.430(11) . ?
O00A C01A 1.431(11) . ?
F00B C00U 1.267(13) . ?
O00C C00X 1.426(11) . ?
O00C C01E 1.417(10) . ?
F00D C00U 1.372(11) . ?
O00E C011 1.444(11) . ?
O00E C019 1.416(11) . ?
O00G C017 1.456(10) . ?
O00G C01N 1.433(11) . ?
O00H C012 1.447(10) . ?
O00H C01J 1.403(11) . ?
N00I H00P 0.9100 . ?
N00I H00Q 0.9100 . ?
N00I H00R 0.9100 . ?
N00I C01I 1.504(13) . ?
O00J C01C 1.380(13) . ?
O00J C01G 1.435(12) . ?
O00K C013 1.413(12) . ?
O00K C01D 1.450(11) . ?
F00L C01H 1.439(12) . ?
O00N C01K 1.443(12) . ?
O00N C01L 1.459(12) . ?
C00O H00A 0.9900 . ?
C00O H00B 0.9900 . ?
C00O C00X 1.553(14) . ?
F00P C01H 1.333(13) . ?
C00R H00C 0.9900 . ?
C00R H00D 0.9900 . ?
C00R C00Z 1.513(15) . ?
N00S H00M 0.9100 . ?
N00S H00N 0.9100 . ?
N00S H00O 0.9100 . ?
N00S C01M 1.459(15) . ?
F00V C01H 1.314(13) . ?
C00W H00E 0.9900 . ?
C00W H00F 0.9900 . ?
C00W C01A 1.473(16) . ?
C00X H00G 0.9900 . ?
C00X H00H 0.9900 . ?
C00Y H00I 0.9900 . ?
C00Y H00J 0.9900 . ?
C00Y C01E 1.490(16) . ?
C00Z H00K 0.9900 . ?
C00Z H00L 0.9900 . ?
C010 H01A 0.9900 . ?
C010 H01B 0.9900 . ?
C010 C013 1.558(14) . ?
C011 H01M 0.9900 . ?
C011 H01N 0.9900 . ?
C011 C01K 1.507(13) . ?
C012 H01O 0.9900 . ?
C012 H01P 0.9900 . ?
C012 C015 1.459(13) . ?
C013 H01C 0.9900 . ?
C013 H01D 0.9900 . ?
C015 H01Q 0.9900 . ?
C015 H01R 0.9900 . ?
C017 H01S 0.9900 . ?
C017 H01T 0.9900 . ?
C017 C01B 1.471(16) . ?
C018 H01E 0.9900 . ?
C018 H01F 0.9900 . ?
C018 C01D 1.525(14) . ?
C019 H01U 0.9900 . ?
C019 H01V 0.9900 . ?
C019 C01J 1.454(12) . ?
C01A H01G 0.9900 . ?
C01A H01H 0.9900 . ?
C01B H01W 0.9900 . ?
C01B H01X 0.9900 . ?
C01C H01Y 0.9900 . ?
C01C H 0.9900 . ?
C01C C01L 1.498(16) . ?
C01D H01I 0.9900 . ?
C01D H01J 0.9900 . ?
C01E H01K 0.9900 . ?
C01E H01L 0.9900 . ?
C01F H6 0.9900 . ?
C01F HA 0.9900 . ?
C01F C01I 1.594(19) . ?
C01G H01Z 0.9900 . ?
C01G HB 0.9900 . ?
C01G C01N 1.467(13) . ?
C01I H7 0.9900 . ?
C01I HC 0.9900 . ?
C01J H01 0.9500 . ?
C01K H1 0.9900 . ?
C01K HD 0.9900 . ?
C01L H2 0.9900 . ?
C01L HE 0.9900 . ?
C01M H4 0.9900 . ?
C01M HF 0.9900 . ?
C01M C01O 1.485(14) . ?
C01N H3 0.9900 . ?
C01N HG 0.9900 . ?
C01O H5 0.9900 . ?
C01O HH 0.9900 . ?

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
O00M S01 O00T 114.3(6) . . ?
O00M S01 O016 112.8(6) . . ?
O00M S01 C01H 103.9(5) . . ?
O00T S01 C01H 104.3(5) . . ?
O016 S01 O00T 115.1(5) . . ?
O016 S01 C01H 104.8(6) . . ?
O00F S002 O00Q 115.2(5) . . ?
O00F S002 C00U 101.1(5) . . ?
O00F S002 O014 121.1(7) . . ?
O00Q S002 C00U 99.6(5) . . ?
O014 S002 O00Q 114.0(6) . . ?
O014 S002 C00U 100.8(7) . . ?
C00W O005 C00Y 114.6(9) . . ?
C015 O007 C01B 115.4(8) . . ?
C018 O008 C00R 111.7(7) . . ?
C010 O009 C00O 108.8(7) . . ?
C00Z O00A C01A 112.1(8) . . ?
C01E O00C C00X 111.5(8) . . ?
C019 O00E C011 113.5(6) . . ?
C01N O00G C017 111.0(7) . . ?
C01J O00H C012 113.7(7) . . ?
H00P N00I H00Q 109.5 . . ?
H00P N00I H00R 109.5 . . ?
H00Q N00I H00R 109.5 . . ?
C01I N00I H00P 109.5 . . ?
C01I N00I H00Q 109.5 . . ?
C01I N00I H00R 109.5 . . ?
C01C O00J C01G 112.9(7) . . ?
C013 O00K C01D 107.0(8) . . ?
C01K O00N C01L 109.5(9) . . ?
O009 C00O H00A 110.2 . . ?
O009 C00O H00B 110.2 . . ?
O009 C00O C00X 107.4(7) . . ?
H00A C00O H00B 108.5 . . ?
C00X C00O H00A 110.2 . . ?
C00X C00O H00B 110.2 . . ?
O008 C00R H00C 109.8 . . ?
O008 C00R H00D 109.8 . . ?
O008 C00R C00Z 109.3(8) . . ?
H00C C00R H00D 108.3 . . ?
C00Z C00R H00C 109.8 . . ?
C00Z C00R H00D 109.8 . . ?
H00M N00S H00N 109.5 . . ?
H00M N00S H00O 109.5 . . ?
H00N N00S H00O 109.5 . . ?
C01M N00S H00M 109.5 . . ?
C01M N00S H00N 109.5 . . ?
C01M N00S H00O 109.5 . . ?
F006 C00U S002 114.2(7) . . ?
F006 C00U F00D 106.9(7) . . ?
F00B C00U S002 109.0(7) . . ?
F00B C00U F006 112.8(10) . . ?
F00B C00U F00D 104.9(8) . . ?
F00D C00U S002 108.5(8) . . ?
O005 C00W H00E 109.5 . . ?
O005 C00W H00F 109.5 . . ?
O005 C00W C01A 110.7(9) . . ?
H00E C00W H00F 108.1 . . ?
C01A C00W H00E 109.5 . . ?
C01A C00W H00F 109.5 . . ?
O00C C00X C00O 108.1(7) . . ?
O00C C00X H00G 110.1 . . ?
O00C C00X H00H 110.1 . . ?
C00O C00X H00G 110.1 . . ?
C00O C00X H00H 110.1 . . ?
H00G C00X H00H 108.4 . . ?
O005 C00Y H00I 109.8 . . ?
O005 C00Y H00J 109.8 . . ?
O005 C00Y C01E 109.6(10) . . ?
H00I C00Y H00J 108.2 . . ?
C01E C00Y H00I 109.8 . . ?
C01E C00Y H00J 109.8 . . ?
O00A C00Z C00R 108.1(8) . . ?
O00A C00Z H00K 110.1 . . ?
O00A C00Z H00L 110.1 . . ?
C00R C00Z H00K 110.1 . . ?
C00R C00Z H00L 110.1 . . ?
H00K C00Z H00L 108.4 . . ?
O009 C010 H01A 109.7 . . ?
O009 C010 H01B 109.7 . . ?
O009 C010 C013 109.8(7) . . ?
H01A C010 H01B 108.2 . . ?
C013 C010 H01A 109.7 . . ?
C013 C010 H01B 109.7 . . ?
O00E C011 H01M 110.0 . . ?
O00E C011 H01N 110.0 . . ?
O00E C011 C01K 108.6(8) . . ?
H01M C011 H01N 108.3 . . ?
C01K C011 H01M 110.0 . . ?
C01K C011 H01N 110.0 . . ?
O00H C012 H01O 110.2 . . ?
O00H C012 H01P 110.2 . . ?
O00H C012 C015 107.5(7) . . ?
H01O C012 H01P 108.5 . . ?
C015 C012 H01O 110.2 . . ?
C015 C012 H01P 110.2 . . ?
O00K C013 C010 105.2(8) . . ?
O00K C013 H01C 110.7 . . ?
O00K C013 H01D 110.7 . . ?
C010 C013 H01C 110.7 . . ?
C010 C013 H01D 110.7 . . ?
H01C C013 H01D 108.8 . . ?
O007 C015 C012 111.4(8) . . ?
O007 C015 H01Q 109.4 . . ?
O007 C015 H01R 109.3 . . ?
C012 C015 H01Q 109.4 . . ?
C012 C015 H01R 109.3 . . ?
H01Q C015 H01R 108.0 . . ?
O00G C017 H01S 110.6 . . ?
O00G C017 H01T 110.6 . . ?
O00G C017 C01B 105.7(8) . . ?
H01S C017 H01T 108.7 . . ?
C01B C017 H01S 110.6 . . ?
C01B C017 H01T 110.6 . . ?
O008 C018 H01E 109.1 . . ?
O008 C018 H01F 109.1 . . ?
O008 C018 C01D 112.5(7) . . ?
H01E C018 H01F 107.8 . . ?
C01D C018 H01E 109.1 . . ?
C01D C018 H01F 109.1 . . ?
O00E C019 H01U 110.0 . . ?
O00E C019 H01V 110.0 . . ?
O00E C019 C01J 108.4(7) . . ?
H01U C019 H01V 108.4 . . ?
C01J C019 H01U 110.0 . . ?
C01J C019 H01V 110.0 . . ?
O00A C01A C00W 108.0(8) . . ?
O00A C01A H01G 110.1 . . ?
O00A C01A H01H 110.1 . . ?
C00W C01A H01G 110.1 . . ?
C00W C01A H01H 110.1 . . ?
H01G C01A H01H 108.4 . . ?
O007 C01B C017 111.5(9) . . ?
O007 C01B H01W 109.3 . . ?
O007 C01B H01X 109.3 . . ?
C017 C01B H01W 109.3 . . ?
C017 C01B H01X 109.3 . . ?
H01W C01B H01X 108.0 . . ?
O00J C01C H01Y 109.6 . . ?
O00J C01C H 109.6 . . ?
O00J C01C C01L 110.3(9) . . ?
H01Y C01C H 108.1 . . ?
C01L C01C H01Y 109.6 . . ?
C01L C01C H 109.6 . . ?
O00K C01D C018 105.3(9) . . ?
O00K C01D H01I 110.7 . . ?
O00K C01D H01J 110.7 . . ?
C018 C01D H01I 110.7 . . ?
C018 C01D H01J 110.7 . . ?
H01I C01D H01J 108.8 . . ?
O00C C01E C00Y 107.2(8) . . ?
O00C C01E H01K 110.3 . . ?
O00C C01E H01L 110.3 . . ?
C00Y C01E H01K 110.3 . . ?
C00Y C01E H01L 110.3 . . ?
H01K C01E H01L 108.5 . . ?
Cl04 C01F H6 111.5 . . ?
Cl04 C01F HA 111.5 . . ?
H6 C01F HA 109.3 . . ?
C01I C01F Cl04 101.2(11) . . ?
C01I C01F H6 111.5 . . ?
C01I C01F HA 111.5 . . ?
O00J C01G H01Z 110.1 . . ?
O00J C01G HB 110.1 . . ?
O00J C01G C01N 108.1(7) . . ?
H01Z C01G HB 108.4 . . ?
C01N C01G H01Z 110.1 . . ?
C01N C01G HB 110.1 . . ?
F00L C01H S01 115.0(8) . . ?
F00P C01H S01 115.3(8) . . ?
F00P C01H F00L 102.6(9) . . ?
F00V C01H S01 112.7(8) . . ?
F00V C01H F00L 104.8(9) . . ?
F00V C01H F00P 105.2(10) . . ?
N00I C01I C01F 111.8(11) . . ?
N00I C01I H7 109.2 . . ?
N00I C01I HC 109.3 . . ?
C01F C01I H7 109.2 . . ?
C01F C01I HC 109.2 . . ?
H7 C01I HC 107.9 . . ?
O00H C01J C019 109.1(7) . . ?
O00H C01J H01 125.5 . . ?
C019 C01J H01 125.5 . . ?
O00N C01K C011 107.0(9) . . ?
O00N C01K H1 110.3 . . ?
O00N C01K HD 110.3 . . ?
C011 C01K H1 110.3 . . ?
C011 C01K HD 110.3 . . ?
H1 C01K HD 108.6 . . ?
O00N C01L C01C 107.6(10) . . ?
O00N C01L H2 110.2 . . ?
O00N C01L HE 110.2 . . ?
C01C C01L H2 110.2 . . ?
C01C C01L HE 110.2 . . ?
H2 C01L HE 108.5 . . ?
N00S C01M H4 108.4 . . ?
N00S C01M HF 108.4 . . ?
N00S C01M C01O 115.6(10) . . ?
H4 C01M HF 107.4 . . ?
C01O C01M H4 108.4 . . ?
C01O C01M HF 108.4 . . ?
O00G C01N C01G 109.5(8) . . ?
O00G C01N H3 109.8 . . ?
O00G C01N HG 109.8 . . ?
C01G C01N H3 109.8 . . ?
C01G C01N HG 109.8 . . ?
H3 C01N HG 108.2 . . ?
Cl00 C01O H5 109.3 . . ?
Cl00 C01O HH 109.3 . . ?
C01M C01O Cl00 111.8(7) . . ?
C01M C01O H5 109.3 . . ?
C01M C01O HH 109.3 . . ?
H5 C01O HH 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl04 C01F C01I N00I 72.2(15) . . . . ?
O005 C00W C01A O00A 67.3(11) . . . . ?
O005 C00Y C01E O00C -68.1(11) . . . . ?
O008 C00R C00Z O00A -62.0(10) . . . . ?
O008 C018 C01D O00K 69.3(11) . . . . ?
O009 C00O C00X O00C 63.0(10) . . . . ?
O009 C010 C013 O00K -65.5(10) . . . . ?
O00E C011 C01K O00N 66.5(11) . . . . ?
O00E C019 C01J O00H -65.4(10) . . . . ?
O00F S002 C00U F006 -178.1(7) . . . . ?
O00F S002 C00U F00B -50.9(8) . . . . ?
O00F S002 C00U F00D 62.8(7) . . . . ?
O00G C017 C01B O007 -69.4(10) . . . . ?
O00H C012 C015 O007 67.6(9) . . . . ?
O00J C01C C01L O00N -65.2(14) . . . . ?
O00J C01G C01N O00G 63.6(10) . . . . ?
O00M S01 C01H F00L 177.6(8) . . . . ?
O00M S01 C01H F00P 58.4(9) . . . . ?
O00M S01 C01H F00V -62.3(9) . . . . ?
C00O O009 C010 C013 -178.9(8) . . . . ?
O00Q S002 C00U F006 -59.9(8) . . . . ?
O00Q S002 C00U F00B 67.3(8) . . . . ?
O00Q S002 C00U F00D -179.0(6) . . . . ?
C00R O008 C018 C01D -175.1(9) . . . . ?
N00S C01M C01O Cl00 -62.0(14) . . . . ?
O00T S01 C01H F00L 57.5(9) . . . . ?
O00T S01 C01H F00P -61.6(8) . . . . ?
O00T S01 C01H F00V 177.6(8) . . . . ?
C00W O005 C00Y C01E -179.1(8) . . . . ?
C00X O00C C01E C00Y -172.3(8) . . . . ?
C00Y O005 C00W C01A -178.7(8) . . . . ?
C00Z O00A C01A C00W 170.7(8) . . . . ?
C010 O009 C00O C00X -173.5(8) . . . . ?
C011 O00E C019 C01J -175.4(8) . . . . ?
C012 O00H C01J C019 178.0(7) . . . . ?
C013 O00K C01D C018 172.2(7) . . . . ?
O014 S002 C00U F006 57.0(9) . . . . ?
O014 S002 C00U F00B -175.9(9) . . . . ?
O014 S002 C00U F00D -62.1(8) . . . . ?
C015 O007 C01B C017 -171.1(7) . . . . ?
O016 S01 C01H F00L -63.9(9) . . . . ?
O016 S01 C01H F00P 177.0(7) . . . . ?
O016 S01 C01H F00V 56.2(9) . . . . ?
C017 O00G C01N C01G -179.5(8) . . . . ?
C018 O008 C00R C00Z 176.4(8) . . . . ?
C019 O00E C011 C01K 174.1(9) . . . . ?
C01A O00A C00Z C00R -179.3(8) . . . . ?
C01B O007 C015 C012 179.7(7) . . . . ?
C01C O00J C01G C01N 174.2(10) . . . . ?
C01D O00K C013 C010 177.4(7) . . . . ?
C01E O00C C00X C00O 174.1(8) . . . . ?
C01G O00J C01C C01L -174.6(10) . . . . ?
C01J O00H C012 C015 177.1(7) . . . . ?
C01K O00N C01L C01C -178.1(9) . . . . ?
C01L O00N C01K C011 -177.1(8) . . . . ?
C01N O00G C017 C01B 175.4(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.623
_oxdiff_exptl_absorpt_empirical_full_min 0.580
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.4(2)
2 0.6(2)

####################################################################### 
# 
# 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_lyk_zj2
_database_code_depnum_ccdc_archive 'CCDC 2242215'
loop_
_audit_author_name
_audit_author_address
'Ning Song'
;Jiangxi University of science and technology
China
;
_audit_update_record             
;
2023-02-16 deposited with the CCDC.	2023-07-18 downloaded from the CCDC.
;
_audit_creation_date             2022-04-06
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C H F3 O3 S, C12 H24 O6, C2 Cl N'
_chemical_formula_sum            'C15 H25 Cl F3 N O9 S'
_chemical_formula_weight         487.87
_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'
Cl Cl 0.1484 0.1585 '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                   8.8615(11)
_cell_length_b                   11.5618(18)
_cell_length_c                   23.392(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2396.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2247
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.6420
_cell_measurement_theta_min      1.9780
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.311
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.60a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0341
_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       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            15297
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         1.741
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -48.00 -21.00   0.50    6.44    --   20.00  54.00-120.00   54
  2  ω    -12.00  22.00   0.50    6.44    --   20.00  54.00-120.00   68
  3  ω    -70.00 110.00   0.50    6.44    --   20.00  54.00  60.00  360
  4  ω    -60.00 -35.00   0.50    6.44    --   20.00  54.00 -60.00   50
  5  ω     23.00  99.00   0.50    6.44    --   20.00  54.00 -60.00  152
  6  ω    -68.00 -43.00   0.50    6.44    --   20.00  54.00 -30.00   50
  7  ω    -19.00   6.00   0.50    6.44    --   20.00  54.00 -30.00   50
  8  ω     30.00  89.00   0.50    6.44    --   20.00  54.00 -30.00  118
  9  ω     32.00  57.00   0.50    6.44    --   20.00  54.00-150.00   50
 10  ω    -52.00  -9.00   0.50    6.44    --   20.00  54.00 120.00   86
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0679208000
_diffrn_orient_matrix_UB_12      0.0085582000
_diffrn_orient_matrix_UB_13      0.0154590000
_diffrn_orient_matrix_UB_21      0.0287715000
_diffrn_orient_matrix_UB_22      -0.0528636000
_diffrn_orient_matrix_UB_23      -0.0108865000
_diffrn_orient_matrix_UB_31      0.0311044000
_diffrn_orient_matrix_UB_32      0.0298617000
_diffrn_orient_matrix_UB_33      -0.0237214000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1256
_reflns_number_total             2237
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_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         0.427
_refine_diff_density_min         -0.229
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     216
_refine_ls_number_reflns         2237
_refine_ls_number_restraints     102
_refine_ls_R_factor_all          0.1180
_refine_ls_R_factor_gt           0.0722
_refine_ls_restrained_S_all      1.138
_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)+(0.1688P)²+0.2857P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2304
_refine_ls_wR_factor_ref         0.2800
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 Cl1A-C2A = Cl1-C2
 1.6 with sigma of 0.02
 C2A-C00N \\sim C2-C00M
 with sigma of 0.02
 Cl1-C2 \\sim Cl1A-C2A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
N1 \\sim C00M \\sim Cl1 \\sim C2 \\sim C00N \\sim Cl1A \\sim C2A: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 Cl1A, C2A, C00N
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 N1, C00M, C2, Cl1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Others
 Sof(C00N)=Sof(Cl1A)=Sof(C2A)=0.5*(1-FVAR(2))
 Sof(C00M)=Sof(Cl1)=Sof(C2)=0.5*FVAR(2)
 Fixed Sof: S001(0.5) F007(0.5) F008(0.5) O009(0.5) H009(0.5) O00B(0.5)
 C00H(0.5) F1(0.5) O1(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00C(H00C,H00D), C00D(H00E,H00F), C00E(H00G,H00H), C00F(H00I,
 H00J), C00G(H00K,H00L)
6.b Idealised tetrahedral OH refined as rotating group:
 O009(H009)
;
_atom_sites_solution_hydrogens   geom
_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
S001 S 0.5556(3) 0.3006(2) 0.60153(9) 0.0905(9) Uani 0.5 1 d . . P A -1
O002 O 0.2822(4) 0.750000 0.73082(14) 0.0720(10) Uani 1 2 d S T P . .
O003 O -0.0134(3) 0.5331(2) 0.58824(10) 0.0769(9) Uani 1 1 d . . . . .
O004 O 0.1498(3) 0.5409(2) 0.69128(10) 0.0748(8) Uani 1 1 d . . . . .
O005 O -0.1434(4) 0.750000 0.55599(13) 0.0755(11) Uani 1 2 d S T P . .
N1 N 0.1489(5) 0.750000 0.61495(15) 0.0674(12) Uani 1 2 d S TU P . .
F007 F 0.4591(7) 0.260(2) 0.7048(2) 0.136(4) Uani 0.5 1 d . . P A -1
F008 F 0.6995(7) 0.2628(19) 0.6962(2) 0.146(4) Uani 0.5 1 d . . P A -1
O009 O 0.6961(7) 0.232(7) 0.5734(2) 0.110(14) Uani 0.5 1 d . . P A -1
H009 H 0.664656 0.176000 0.555560 0.165 Uiso 0.5 1 calc R U P A -1
C00A C 0.2746(5) 0.6466(4) 0.76459(16) 0.0847(13) Uani 1 1 d . . . . .
H00A H 0.180977 0.645465 0.786087 0.102 Uiso 1 1 calc R U . . .
H00B H 0.357744 0.645068 0.791528 0.102 Uiso 1 1 calc R U . . .
O00B O 0.4220(9) 0.264(3) 0.5800(3) 0.179(6) Uani 0.5 1 d . . P A -1
C00C C 0.1390(5) 0.4379(3) 0.65755(17) 0.0829(12) Uani 1 1 d . . . . .
H00C H 0.146270 0.370324 0.681936 0.099 Uiso 1 1 calc R U . . .
H00D H 0.220902 0.435297 0.630057 0.099 Uiso 1 1 calc R U . . .
C00D C -0.0087(5) 0.4385(3) 0.62720(17) 0.0780(12) Uani 1 1 d . . . . .
H00E H -0.021774 0.366368 0.606572 0.094 Uiso 1 1 calc R U . . .
H00F H -0.090173 0.445462 0.654691 0.094 Uiso 1 1 calc R U . . .
C00E C -0.1561(5) 0.6455(5) 0.52256(18) 0.0955(15) Uani 1 1 d . . . . .
H00G H -0.071499 0.639832 0.496397 0.115 Uiso 1 1 calc R U . . .
H00H H -0.248306 0.647465 0.500229 0.115 Uiso 1 1 calc R U . . .
C00F C -0.1577(5) 0.5449(4) 0.5608(2) 0.0941(15) Uani 1 1 d . . . . .
H00I H -0.235787 0.554528 0.589517 0.113 Uiso 1 1 calc R U . . .
H00J H -0.180052 0.475510 0.539101 0.113 Uiso 1 1 calc R U . . .
C00G C 0.2823(5) 0.5438(4) 0.72671(18) 0.0880(13) Uani 1 1 d . . . . .
H00K H 0.371929 0.547926 0.702996 0.106 Uiso 1 1 calc R U . . .
H00L H 0.287891 0.473975 0.749572 0.106 Uiso 1 1 calc R U . . .
C00H C 0.5735(8) 0.2264(10) 0.6693(3) 0.068(4) Uani 0.5 1 d . . P A -1
F1 F 0.5843(7) 0.1157(7) 0.6667(4) 0.125(2) Uani 0.5 1 d . . P A -1
C00M C 0.230(3) 0.718(4) 0.5598(18) 0.094(3) Uani 0.177(3) 1 d D U P B 1
O1 O 0.5430(10) 0.4183(8) 0.6166(5) 0.148(3) Uani 0.5 1 d . . P A -1
Cl1 Cl 0.4964(9) 0.8026(9) 0.6092(4) 0.127(3) Uani 0.177(3) 1 d D U P B 1
C2 C 0.397(3) 0.750000 0.5615(9) 0.117(3) Uani 0.353(7) 2 d DS TU P B 1
C00N C 0.2650(18) 0.703(2) 0.5668(9) 0.091(3) Uani 0.323(3) 1 d D U P B 2
Cl1A Cl 0.4269(5) 0.8949(5) 0.5728(2) 0.129(2) Uani 0.323(3) 1 d D U P B 2
C2A C 0.4176(19) 0.7630(15) 0.5821(6) 0.118(3) Uani 0.323(3) 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
S001 O009 1.62(4) . ?
S001 O00B 1.355(14) . ?
S001 C00H 1.810(9) . ?
S001 O1 1.410(9) . ?
O002 C00A 1.434(4) 7_575 ?
O002 C00A 1.434(4) . ?
O003 C00D 1.425(5) . ?
O003 C00F 1.437(4) . ?
O004 C00C 1.432(4) . ?
O004 C00G 1.438(4) . ?
O005 C00E 1.443(5) 7_575 ?
O005 C00E 1.443(5) . ?
N1 C00M 1.52(4) . ?
N1 C00M 1.52(4) 7_575 ?
N1 C00N 1.62(2) 7_575 ?
N1 C00N 1.62(2) . ?
F007 C00H 1.367(11) . ?
F008 C00H 1.350(10) . ?
O009 H009 0.8200 . ?
C00A H00A 0.9700 . ?
C00A H00B 0.9700 . ?
C00A C00G 1.484(6) . ?
C00C H00C 0.9700 . ?
C00C H00D 0.9700 . ?
C00C C00D 1.489(6) . ?
C00D H00E 0.9700 . ?
C00D H00F 0.9700 . ?
C00E H00G 0.9700 . ?
C00E H00H 0.9700 . ?
C00E C00F 1.469(6) . ?
C00F H00I 0.9700 . ?
C00F H00J 0.9700 . ?
C00G H00K 0.9700 . ?
C00G H00L 0.9700 . ?
C00H F1 1.285(17) . ?
C00M C00M 0.74(10) 7_575 ?
C00M C2 1.53(2) . ?
Cl1 Cl1 1.22(2) 7_575 ?
Cl1 C2 1.546(15) . ?
C00N C00N 1.08(5) 7_575 ?
C00N Cl1A 1.84(2) 7_575 ?
C00N C2A 1.559(16) . ?
C00N C2A 1.452(18) 7_575 ?
Cl1A C2A 1.84(2) 7_575 ?
Cl1A C2A 1.544(16) . ?
C2A C2A 0.30(3) 7_575 ?

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
O009 S001 C00H 93.2(15) . . ?
O00B S001 O009 111.7(18) . . ?
O00B S001 C00H 104.7(9) . . ?
O00B S001 O1 108.9(12) . . ?
O1 S001 O009 130(3) . . ?
O1 S001 C00H 104.3(5) . . ?
C00A O002 C00A 112.9(4) 7_575 . ?
C00D O003 C00F 112.6(3) . . ?
C00C O004 C00G 113.1(3) . . ?
C00E O005 C00E 113.6(5) . 7_575 ?
C00M N1 C00M 28(4) . 7_575 ?
C00M N1 C00N 13.8(18) 7_575 7_575 ?
C00M N1 C00N 36.0(12) . 7_575 ?
S001 O009 H009 109.5 . . ?
O002 C00A H00A 109.7 . . ?
O002 C00A H00B 109.7 . . ?
O002 C00A C00G 109.7(3) . . ?
H00A C00A H00B 108.2 . . ?
C00G C00A H00A 109.7 . . ?
C00G C00A H00B 109.7 . . ?
O004 C00C H00C 110.0 . . ?
O004 C00C H00D 110.0 . . ?
O004 C00C C00D 108.5(3) . . ?
H00C C00C H00D 108.4 . . ?
C00D C00C H00C 110.0 . . ?
C00D C00C H00D 110.0 . . ?
O003 C00D C00C 109.5(3) . . ?
O003 C00D H00E 109.8 . . ?
O003 C00D H00F 109.8 . . ?
C00C C00D H00E 109.8 . . ?
C00C C00D H00F 109.8 . . ?
H00E C00D H00F 108.2 . . ?
O005 C00E H00G 109.8 . . ?
O005 C00E H00H 109.8 . . ?
O005 C00E C00F 109.5(3) . . ?
H00G C00E H00H 108.2 . . ?
C00F C00E H00G 109.8 . . ?
C00F C00E H00H 109.8 . . ?
O003 C00F C00E 109.8(4) . . ?
O003 C00F H00I 109.7 . . ?
O003 C00F H00J 109.7 . . ?
C00E C00F H00I 109.7 . . ?
C00E C00F H00J 109.7 . . ?
H00I C00F H00J 108.2 . . ?
O004 C00G C00A 109.0(3) . . ?
O004 C00G H00K 109.9 . . ?
O004 C00G H00L 109.9 . . ?
C00A C00G H00K 109.9 . . ?
C00A C00G H00L 109.9 . . ?
H00K C00G H00L 108.3 . . ?
F007 C00H S001 109.4(9) . . ?
F008 C00H S001 109.5(8) . . ?
F008 C00H F007 103.9(10) . . ?
F1 C00H S001 115.9(7) . . ?
F1 C00H F007 111.6(13) . . ?
F1 C00H F008 105.7(11) . . ?
N1 C00M C2 112(3) . . ?
C00M C00M N1 75.9(18) 7_575 . ?
C00M C00M C2 76(2) 7_575 . ?
Cl1 Cl1 C2 66.8(5) 7_575 . ?
C00M C2 C00M 28(4) 7_575 . ?
C00M C2 Cl1 132(3) . . ?
C00M C2 Cl1 132(3) 7_575 7_575 ?
C00M C2 Cl1 118.4(19) . 7_575 ?
C00M C2 Cl1 118.4(19) 7_575 . ?
Cl1 C2 Cl1 46.3(10) 7_575 . ?
N1 C00N Cl1A 130.5(13) . 7_575 ?
C00N C00N N1 70.6(8) 7_575 . ?
C00N C00N C2A 63.8(12) 7_575 . ?
C00N C00N C2A 74.5(12) 7_575 7_575 ?
C2A C00N N1 109.4(14) 7_575 . ?
C2A C00N N1 104.2(14) . . ?
C2A C00N C2A 10.7(13) 7_575 . ?
C00N Cl1A C2A 50.2(6) 7_575 7_575 ?
C2A Cl1A C2A 1.4(2) . 7_575 ?
C00N C2A C00N 42(2) 7_575 . ?
C00N C2A Cl1A 75.6(13) 7_575 . ?
Cl1A C2A C00N 116.8(15) . . ?
C2A C2A C00N 63.8(12) 7_575 . ?
C2A C2A Cl1A 171.4(6) 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
O002 C00A C00G O004 -65.5(4) . . . . ?
O004 C00C C00D O003 64.1(4) . . . . ?
O005 C00E C00F O003 -67.1(4) . . . . ?
N1 C00M C2 C00M -68(3) . . . 7_575 ?
N1 C00M C2 Cl1 59(4) . . . 7_575 ?
N1 C00M C2 Cl1 3(4) . . . . ?
N1 C00N C2A C00N -59.6(13) . . . 7_575 ?
N1 C00N C2A Cl1A -69.2(14) . . . . ?
N1 C00N C2A Cl1A 128.4(13) . . . 7_575 ?
N1 C00N C2A C2A 120.4(13) . . . 7_575 ?
O009 S001 C00H F007 -176(2) . . . . ?
O009 S001 C00H F008 71(2) . . . . ?
O009 S001 C00H F1 -49(2) . . . . ?
C00A O002 C00A C00G 179.7(2) 7_575 . . . ?
O00B S001 C00H F007 -62.7(15) . . . . ?
O00B S001 C00H F008 -176.0(13) . . . . ?
O00B S001 C00H F1 64.5(11) . . . . ?
C00C O004 C00G C00A -173.6(3) . . . . ?
C00D O003 C00F C00E 178.5(3) . . . . ?
C00E O005 C00E C00F -174.1(2) 7_575 . . . ?
C00F O003 C00D C00C -175.1(3) . . . . ?
C00G O004 C00C C00D 174.4(3) . . . . ?
C00M N1 C00M C2 68(3) 7_575 . . . ?
C00M C00M C2 Cl1 126.6(19) 7_575 . . 7_575 ?
C00M C00M C2 Cl1 71.4(17) 7_575 . . . ?
O1 S001 C00H F007 51.6(13) . . . . ?
O1 S001 C00H F008 -61.6(10) . . . . ?
O1 S001 C00H F1 178.9(6) . . . . ?
Cl1 Cl1 C2 C00M 122(3) 7_575 . . 7_575 ?
Cl1 Cl1 C2 C00M 92(2) 7_575 . . . ?
C00N N1 C00N Cl1A 124.3(14) 7_575 . . 7_575 ?
C00N N1 C00N C2A 64.9(16) 7_575 . . 7_575 ?
C00N N1 C00N C2A 55.1(14) 7_575 . . . ?
C00N C00N C2A Cl1A -172.0(5) 7_575 . . 7_575 ?
C00N C00N C2A Cl1A -9.6(7) 7_575 . . . ?
C00N C00N C2A C2A 179.995(10) 7_575 . . 7_575 ?
C00N Cl1A C2A C00N 6.6(6) 7_575 . . . ?
C00N Cl1A C2A Cl1A 98(5) 7_575 . . 7_575 ?
Cl1A C00N C2A C00N 172.0(5) 7_575 . . 7_575 ?
Cl1A C00N C2A Cl1A 162.4(12) 7_575 . . . ?
Cl1A C00N C2A C2A -8.0(5) 7_575 . . 7_575 ?
C2A C00N C2A C00N -179.995(17) 7_575 . . 7_575 ?
C2A C00N C2A Cl1A 8.0(5) 7_575 . . 7_575 ?
C2A C00N C2A Cl1A 170.4(7) 7_575 . . . ?
C2A Cl1A C2A C00N -92(5) 7_575 . . . ?
C2A Cl1A C2A C00N -98(5) 7_575 . . 7_575 ?
C2A Cl1A C2A Cl1A 0.0(5) 7_575 . . 7_575 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.384
_oxdiff_exptl_absorpt_empirical_full_min 0.799
