# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_exp_32
_database_code_depnum_ccdc_archive 'CCDC 2035233'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-10-03 deposited with the CCDC.	2022-06-29 downloaded from the CCDC.
;
_audit_creation_date             2019-12-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        555
_chemical_formula_moiety         'C16 H16 F3 N O2 S'
_chemical_formula_sum            'C16 H16 F3 N O2 S'
_chemical_formula_weight         343.36
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   11.9152(6)
_cell_length_b                   13.5262(4)
_cell_length_c                   10.7286(6)
_cell_angle_alpha                90
_cell_angle_beta                 110.597(6)
_cell_angle_gamma                90
_cell_volume                     1618.57(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5595
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.1790
_cell_measurement_theta_min      3.9700
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.882
_exptl_absorpt_coefficient_mu    2.149
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12854
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.719
_diffrn_reflns_theta_min         3.963
_diffrn_ambient_temperature      293
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     60.00 129.00   0.50    3.28    --   40.70  32.00  60.00  138
  2  ω     34.00  65.00   0.50    3.28    --   40.70 -65.00  60.00   62
  3  ω    -19.00  52.00   0.50    3.28    --   40.70 -77.00 -30.00  142
  4  ω     16.00 130.00   0.50    3.28    --   40.70  65.00-150.00  228
  5  ω     34.00  60.00   0.50    3.28    --   40.70 -82.00-150.00   52
  6  ω     37.00  64.00   0.50    3.28    --   40.70 -82.00-180.00   54
  7  ω     35.00  63.00   0.50    3.28    --   40.70 -65.00-120.00   56
  8  ω     12.00  66.00   0.50    3.28    --   40.70 -82.00-120.00  108
  9  ω     22.00  49.00   0.50    3.28    --   40.70  77.00  60.00   54
 10  ω     -2.00  24.00   0.50    3.28    --   40.70 -82.00-180.00   52
 11  ω     55.00 129.00   0.50    3.28    --   40.70  82.00 -90.00  148
 12  ω    -22.00   4.00   0.50    3.28    --   40.70 -65.00 -60.00   52
 13  ω    -47.00   2.00   0.50    3.28    --   40.70 -82.00-150.00   98
 14  ω    -36.00  20.00   0.50    3.28    --   40.70 -82.00  30.00  112
 15  ω     13.00  46.00   0.50    3.28    --   40.70  32.00  60.00   66
 16  ω     36.00  67.00   0.50    3.28    --   40.70 -82.00  30.00   62
 17  ω     -5.00  30.00   0.50    3.28    --   40.70 -65.00-120.00   70
 18  ω    -37.00 -12.00   0.50    3.28    --   40.70 -65.00-120.00   50
 19  ω    -43.00 -18.00   0.50    3.28    --   40.70 -82.00-180.00   50
 20  ω     78.00 104.00   0.50    3.28    --   40.70  77.00  60.00   52
 21  ω     -5.00  32.00   0.50    3.28    --   40.70 -65.00  60.00   74
 22  ω     33.00  93.00   0.50    6.14    --   93.40 -82.00 -60.00  120
 23  ω      6.00  48.00   0.50    6.14    --   93.40 -25.00  90.00   84
 24  ω      5.00 171.00   0.50    6.14    --   93.40   0.00-120.00  332
 25  ω     11.00  99.00   0.50    6.14    --   93.40 -82.00 120.00  176
 26  ω      4.00  99.00   0.50    6.14    --   93.40 -82.00-120.00  190
 27  ω     59.00  97.00   0.50    6.14    --   93.40 -82.00  60.00   76
 28  ω      8.00 113.00   0.50    6.14    --   93.40 -33.00 -30.00  210
 29  ω     55.00  81.00   0.50    6.14    --   93.40 -25.00  90.00   52
 30  ω     95.00 135.00   0.50    6.14    --   93.40 -25.00  90.00   80
 31  ω     23.00 101.00   0.50    6.14    --   93.40 -82.00 150.00  156
 32  ω      6.00  46.00   0.50    6.14    --   93.40 -82.00 -90.00   80
 33  ω     93.00 130.00   0.50    6.14    --   93.40  33.00  60.00   74
 34  ω     12.00  87.00   0.50    6.14    --   93.40 -82.00-150.00  150
 35  ω     83.00 133.00   0.50    6.14    --   93.40 -33.00 150.00  100
 36  ω     66.00 107.00   0.50    6.14    --   93.40  59.00 -60.00   82
 37  ω      5.00 120.00   0.50    6.14    --   93.40 -59.00 -30.00  230
 38  ω     74.00 118.00   0.50    6.14    --   93.40 -82.00   0.00   88
 39  ω     42.00  93.00   0.50    6.14    --   93.40 -82.00  90.00  102
 40  ω    154.00 179.00   0.50    6.14    --   93.40 -25.00  90.00   50
 41  ω      4.00  79.00   0.50    6.14    --   93.40 -82.00-180.00  150
 42  ω     61.00  97.00   0.50    6.14    --   93.40 -82.00 -90.00   72
 43  ω      9.00  94.00   0.50    6.14    --   93.40 -82.00 -30.00  170
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1344479000
_diffrn_orient_matrix_UB_12      -0.0049869000
_diffrn_orient_matrix_UB_13      -0.0851819000
_diffrn_orient_matrix_UB_21      0.0136281000
_diffrn_orient_matrix_UB_22      0.0923311000
_diffrn_orient_matrix_UB_23      -0.0775523000
_diffrn_orient_matrix_UB_31      0.0287599000
_diffrn_orient_matrix_UB_32      -0.0665306000
_diffrn_orient_matrix_UB_33      -0.1013066000
_diffrn_oxdiff_digest_frames     
;
018c683d82c8b9dcf04e80dbc771e8d00204604e121
;
_diffrn_oxdiff_digest_hkl        
;
015b95a0e602ef3cb6a497e758a84ede10db82
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2268
_reflns_number_total             2912
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     211
_refine_ls_number_reflns         2912
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0587
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.065
_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)+(0.0847P)²+0.2757P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1358
_refine_ls_wR_factor_ref         0.1462
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00I(H00A,H00B), C00J(H00C,H00E), C00M(H00K,H00L)
2.b Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00F(H00F), C00H(H00H)
2.c Idealised Me refined as rotating group:
 C00K(H00G,H00I,H00J), C00N(H00M,H00N,H00O)
2.d Idealised tetrahedral OH refined as rotating group:
 O006(H006)
;
_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 0.58458(6) 0.65205(4) 0.83436(6) 0.0621(2) Uani 1 1 d . . . . .
F002 F 0.85440(14) 0.47832(13) 0.86382(16) 0.0842(5) Uani 1 1 d . . . . .
O003 O 0.52720(15) 0.34142(10) 0.56836(16) 0.0591(4) Uani 1 1 d . . . . .
F004 F 0.92099(14) 0.54471(13) 0.72278(18) 0.0847(5) Uani 1 1 d . . . . .
F005 F 0.85954(15) 0.63660(12) 0.84855(18) 0.0890(5) Uani 1 1 d . . . . .
O006 O 0.71122(15) 0.62851(12) 0.58641(18) 0.0662(5) Uani 1 1 d . . . . .
H006 H 0.641896 0.642477 0.540967 0.099 Uiso 1 1 calc GR . . . .
N007 N 0.67865(18) 0.45599(13) 0.6107(2) 0.0569(5) Uani 1 1 d . . . . .
C008 C 0.4525(2) 0.49025(15) 0.7714(2) 0.0516(5) Uani 1 1 d . . . . .
C009 C 0.5785(2) 0.41686(15) 0.6250(2) 0.0523(5) Uani 1 1 d . . . . .
C00A C 0.5444(2) 0.48351(15) 0.7142(2) 0.0520(5) Uani 1 1 d . . . . .
C00B C 0.6182(2) 0.56258(16) 0.7409(2) 0.0564(5) Uani 1 1 d . . . . .
C00C C 0.2798(2) 0.45027(16) 0.8289(2) 0.0571(6) Uani 1 1 d . . . . .
C00D C 0.3593(2) 0.42553(16) 0.7667(2) 0.0547(5) Uani 1 1 d . . . . .
H00D H 0.351019 0.365768 0.721433 0.066 Uiso 1 1 calc R . . . .
C00E C 0.4645(2) 0.58025(15) 0.8418(2) 0.0541(5) Uani 1 1 d . . . . .
C00F C 0.2952(2) 0.53986(18) 0.8986(3) 0.0624(6) Uani 1 1 d . . . . .
H00F H 0.241845 0.556027 0.941152 0.075 Uiso 1 1 calc R . . . .
C00G C 0.7114(2) 0.55325(16) 0.6756(2) 0.0577(6) Uani 1 1 d . . . . .
C00H C 0.3863(2) 0.60478(17) 0.9064(2) 0.0606(6) Uani 1 1 d . . . . .
H00H H 0.395032 0.663580 0.953841 0.073 Uiso 1 1 calc R . . . .
C00I C 0.7342(2) 0.41146(18) 0.5217(2) 0.0613(6) Uani 1 1 d . . . . .
H00A H 0.778088 0.462143 0.494036 0.074 Uiso 1 1 calc R . . . .
H00B H 0.671508 0.387086 0.442584 0.074 Uiso 1 1 calc R . . . .
C00J C 0.8192(2) 0.32688(19) 0.5855(3) 0.0670(6) Uani 1 1 d . . . . .
H00C H 0.889266 0.353232 0.654898 0.080 Uiso 1 1 calc R . . . .
H00E H 0.779612 0.281717 0.627006 0.080 Uiso 1 1 calc R . . . .
C00K C 0.1782(2) 0.3820(2) 0.8226(3) 0.0719(7) Uani 1 1 d . . . . .
H00G H 0.142237 0.356772 0.733800 0.108 Uiso 1 1 calc GR . . . .
H00I H 0.119168 0.417742 0.846718 0.108 Uiso 1 1 calc GR . . . .
H00J H 0.208252 0.328108 0.883429 0.108 Uiso 1 1 calc GR . . . .
C00L C 0.8374(2) 0.55307(19) 0.7773(3) 0.0678(7) Uani 1 1 d . . . . .
C00M C 0.8592(3) 0.2701(2) 0.4861(4) 0.0891(9) Uani 1 1 d . . . . .
H00K H 0.903849 0.212227 0.529967 0.107 Uiso 1 1 calc R . . . .
H00L H 0.788595 0.247188 0.414224 0.107 Uiso 1 1 calc R . . . .
C00N C 0.9350(4) 0.3286(3) 0.4281(4) 0.1064(11) Uani 1 1 d . . . . .
H00M H 0.963808 0.286326 0.374061 0.160 Uiso 1 1 calc GR . . . .
H00N H 1.001849 0.356112 0.498680 0.160 Uiso 1 1 calc GR . . . .
H00O H 0.888130 0.381077 0.374351 0.160 Uiso 1 1 calc GR . . . .


_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 C00B 1.707(2) . ?
S001 C00E 1.754(2) . ?
F002 C00L 1.339(3) . ?
O003 C009 1.234(3) . ?
F004 C00L 1.325(3) . ?
F005 C00L 1.337(3) . ?
O006 C00G 1.397(3) . ?
N007 C009 1.362(3) . ?
N007 C00G 1.476(3) . ?
N007 C00I 1.469(3) . ?
C008 C00A 1.434(3) . ?
C008 C00D 1.401(3) . ?
C008 C00E 1.413(3) . ?
C009 C00A 1.473(3) . ?
C00A C00B 1.350(3) . ?
C00B C00G 1.512(3) . ?
C00C C00D 1.379(3) . ?
C00C C00F 1.402(3) . ?
C00C C00K 1.505(3) . ?
C00E C00H 1.384(3) . ?
C00F C00H 1.375(4) . ?
C00G C00L 1.514(4) . ?
C00I C00J 1.522(3) . ?
C00J C00M 1.521(4) . ?
C00M C00N 1.492(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
C00B S001 C00E 89.89(11) . . ?
C009 N007 C00G 112.93(17) . . ?
C009 N007 C00I 121.78(19) . . ?
C00I N007 C00G 124.61(19) . . ?
C00D C008 C00A 131.3(2) . . ?
C00D C008 C00E 119.2(2) . . ?
C00E C008 C00A 109.55(19) . . ?
O003 C009 N007 124.6(2) . . ?
O003 C009 C00A 128.6(2) . . ?
N007 C009 C00A 106.76(18) . . ?
C008 C00A C009 138.1(2) . . ?
C00B C00A C008 113.4(2) . . ?
C00B C00A C009 108.3(2) . . ?
C00A C00B S001 114.59(18) . . ?
C00A C00B C00G 111.44(19) . . ?
C00G C00B S001 133.93(17) . . ?
C00D C00C C00F 119.0(2) . . ?
C00D C00C C00K 120.6(2) . . ?
C00F C00C C00K 120.4(2) . . ?
C00C C00D C008 120.1(2) . . ?
C008 C00E S001 112.54(16) . . ?
C00H C00E S001 126.46(17) . . ?
C00H C00E C008 121.0(2) . . ?
C00H C00F C00C 122.5(2) . . ?
O006 C00G N007 112.95(19) . . ?
O006 C00G C00B 115.63(19) . . ?
O006 C00G C00L 104.85(18) . . ?
N007 C00G C00B 100.26(17) . . ?
N007 C00G C00L 111.65(19) . . ?
C00B C00G C00L 111.7(2) . . ?
C00F C00H C00E 118.2(2) . . ?
N007 C00I C00J 113.4(2) . . ?
C00M C00J C00I 112.8(2) . . ?
F002 C00L C00G 111.7(2) . . ?
F004 C00L F002 106.7(2) . . ?
F004 C00L F005 107.3(2) . . ?
F004 C00L C00G 113.0(2) . . ?
F005 C00L F002 106.9(2) . . ?
F005 C00L C00G 110.9(2) . . ?
C00N C00M C00J 114.2(3) . . ?

_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 2.046
_oxdiff_exptl_absorpt_empirical_full_min 0.557
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2035235'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-10-03 deposited with the CCDC.	2022-06-29 downloaded from the CCDC.
;
_audit_creation_date             2020-09-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H23 F3 N2 O S'
_chemical_formula_sum            'C25 H23 F3 N2 O S'
_chemical_formula_weight         456.51
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.9308(9)
_cell_length_b                   9.8192(9)
_cell_length_c                   14.3606(17)
_cell_angle_alpha                87.735(8)
_cell_angle_beta                 77.519(9)
_cell_angle_gamma                65.425(9)
_cell_volume                     1116.4(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2282
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2300
_cell_measurement_theta_min      3.4500
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.190
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47756
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             476
_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  0.0772
_diffrn_reflns_av_unetI/netI     0.1020
_diffrn_reflns_Laue_measured_fraction_full 0.852
_diffrn_reflns_Laue_measured_fraction_max 0.852
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5196
_diffrn_reflns_point_group_measured_fraction_full 0.852
_diffrn_reflns_point_group_measured_fraction_max 0.852
_diffrn_reflns_theta_full        24.713
_diffrn_reflns_theta_max         24.713
_diffrn_reflns_theta_min         2.638
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.852
_diffrn_measured_fraction_theta_max 0.852
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      8.00  34.00   1.00   26.24    --   30.00  54.00  90.00   26
  2  ω    -74.00 108.00   1.00   26.24    --   30.00  54.00-150.00  182
  3  ω    -70.00  58.00   1.00   26.24    --   30.00  54.00 -30.00  128
  4  ω    -73.00 -48.00   1.00   26.24    --   30.00  54.00  90.00   25
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini (ROW)'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0764309000
_diffrn_orient_matrix_UB_12      -0.0129325000
_diffrn_orient_matrix_UB_13      0.0135321000
_diffrn_orient_matrix_UB_21      0.0324485000
_diffrn_orient_matrix_UB_22      0.0176793000
_diffrn_orient_matrix_UB_23      -0.0461521000
_diffrn_orient_matrix_UB_31      -0.0334562000
_diffrn_orient_matrix_UB_32      0.0764839000
_diffrn_orient_matrix_UB_33      0.0159453000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2181
_reflns_number_total             3238
_reflns_odcompleteness_completeness 99.91
_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 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         3238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1238
_refine_ls_R_factor_gt           0.0819
_refine_ls_restrained_S_all      0.930
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2300
_refine_ls_wR_factor_ref         0.2791
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C009(H00A,H00B), C00O(H00E,H00F), C00P(H00G,H00I)
2.b Aromatic/amide H refined with riding coordinates:
 C00B(H00C), C00C(H00D), C00H(H00H), C00J(H00J), C00K(H00K), C00L(H00L),
 C4(H4), C0AA(H0AA)
2.c Idealised Me refined as rotating group:
 C00Q(H00M,H00N,H00O), C00R(H00P,H00Q,H00R), C00S(H00S,H00T,H00U)
;
_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 0.24085(17) 0.46303(14) 0.21266(9) 0.0513(5) Uani 1 1 d . . . . .
F002 F 0.8163(5) 0.1954(4) 0.0342(2) 0.0681(9) Uani 1 1 d . . . . .
F003 F 0.6306(5) 0.1110(4) 0.0869(2) 0.0774(11) Uani 1 1 d . . . . .
O004 O 0.6534(4) 0.0939(4) 0.3820(2) 0.0484(8) Uani 1 1 d . . . . .
F005 F 0.5611(5) 0.3233(4) 0.0228(2) 0.0730(10) Uani 1 1 d . . . . .
N006 N 0.7089(5) 0.2028(4) 0.2425(3) 0.0400(9) Uani 1 1 d . . . . .
N007 N 0.7271(6) 0.6344(5) 0.1189(3) 0.0585(12) Uani 1 1 d . . . . .
C008 C 0.2652(6) 0.2867(5) 0.3579(3) 0.0391(10) Uani 1 1 d . . . . .
C009 C 0.8885(6) 0.1571(5) 0.2393(4) 0.0452(11) Uani 1 1 d . . . . .
H00A H 0.901401 0.172349 0.302932 0.054 Uiso 1 1 calc R . . . .
H00B H 0.927050 0.221896 0.197882 0.054 Uiso 1 1 calc R . . . .
C00A C 0.0392(6) 0.2703(6) 0.4765(4) 0.0514(12) Uani 1 1 d . . . . .
C00B C 0.2088(6) 0.2244(5) 0.4378(4) 0.0461(11) Uani 1 1 d . . . . .
H00C H 0.286888 0.149695 0.466214 0.055 Uiso 1 1 calc R . . . .
C00C C 0.5002(8) 0.6910(6) 0.4031(4) 0.0593(14) Uani 1 1 d . . . . .
H00D H 0.446473 0.700697 0.467155 0.071 Uiso 1 1 calc R . . . .
C00D C 0.4311(6) 0.2595(5) 0.3049(3) 0.0396(10) Uani 1 1 d . . . . .
C00E C 0.6550(6) 0.6710(5) 0.2147(4) 0.0462(11) Uani 1 1 d . . . . .
C00H C 0.6323(7) 0.7916(6) 0.2712(5) 0.0580(14) Uani 1 1 d . . . . .
H00H H 0.668069 0.864437 0.245903 0.070 Uiso 1 1 calc R . . . .
C00I C 0.4364(6) 0.3414(5) 0.2289(3) 0.0434(11) Uani 1 1 d . . . . .
C00J C -0.0752(6) 0.3853(6) 0.4347(4) 0.0531(13) Uani 1 1 d . . . . .
H00J H -0.189650 0.419193 0.462132 0.064 Uiso 1 1 calc R . . . .
C00K C 0.5232(7) 0.5703(6) 0.3479(4) 0.0506(12) Uani 1 1 d . . . . .
H00K H 0.487890 0.497597 0.373992 0.061 Uiso 1 1 calc R . . . .
C00L C 0.5555(8) 0.8006(6) 0.3657(5) 0.0671(17) Uani 1 1 d . . . . .
H00L H 0.539809 0.880043 0.405510 0.081 Uiso 1 1 calc R . . . .
C00N C 0.6159(6) 0.3122(5) 0.1789(3) 0.0432(11) Uani 1 1 d . . . . .
C00O C 1.0014(7) -0.0057(6) 0.2041(4) 0.0548(13) Uani 1 1 d . . . . .
H00E H 0.954774 -0.070560 0.239524 0.066 Uiso 1 1 calc R . . . .
H00F H 1.002836 -0.018193 0.137169 0.066 Uiso 1 1 calc R . . . .
C00P C 1.1815(7) -0.0528(7) 0.2159(4) 0.0663(16) Uani 1 1 d . . . . .
H00G H 1.178345 -0.037650 0.282714 0.080 Uiso 1 1 calc R . . . .
H00I H 1.244299 -0.159302 0.198767 0.080 Uiso 1 1 calc R . . . .
C00Q C 0.7942(11) 0.7218(9) 0.0522(5) 0.093(2) Uani 1 1 d . . . . .
H00M H 0.702724 0.810962 0.039745 0.139 Uiso 1 1 calc GR . . . .
H00N H 0.856253 0.662964 -0.006445 0.139 Uiso 1 1 calc GR . . . .
H00O H 0.867699 0.749061 0.079507 0.139 Uiso 1 1 calc GR . . . .
C00R C 1.2739(8) 0.0287(8) 0.1579(5) 0.0742(17) Uani 1 1 d . . . . .
H00P H 1.266095 0.025058 0.092446 0.111 Uiso 1 1 calc GR . . . .
H00Q H 1.390375 -0.017645 0.161807 0.111 Uiso 1 1 calc GR . . . .
H00R H 1.224952 0.131350 0.181902 0.111 Uiso 1 1 calc GR . . . .
C00S C -0.0202(7) 0.1998(7) 0.5640(4) 0.0679(16) Uani 1 1 d . . . . .
H00S H 0.070610 0.107307 0.572928 0.102 Uiso 1 1 calc GR . . . .
H00T H -0.113255 0.180206 0.555476 0.102 Uiso 1 1 calc GR . . . .
H00U H -0.055498 0.267039 0.619056 0.102 Uiso 1 1 calc GR . . . .
C1 C 0.6013(6) 0.5596(5) 0.2511(3) 0.0413(11) Uani 1 1 d . . . . .
C3 C 0.6564(7) 0.2362(6) 0.0803(4) 0.0543(13) Uani 1 1 d . . . . .
C2 C 0.1465(6) 0.4004(5) 0.3145(4) 0.0455(11) Uani 1 1 d . . . . .
C4 C -0.0274(7) 0.4504(6) 0.3556(4) 0.0585(14) Uani 1 1 d . . . . .
H4 H -0.107395 0.526366 0.328988 0.070 Uiso 1 1 calc R . . . .
C0AA C 0.7237(7) 0.5034(5) 0.0947(4) 0.0522(12) Uani 1 1 d . . . . .
H0AA H 0.767455 0.455319 0.034139 0.063 Uiso 1 1 calc R . . . .
C1AA C 0.6470(6) 0.4528(5) 0.1718(3) 0.0409(10) Uani 1 1 d . . . . .
C2AA C 0.6067(6) 0.1716(5) 0.3175(3) 0.0387(10) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 C00I 1.717(5) . ?
S001 C2 1.748(5) . ?
F002 C3 1.332(6) . ?
F003 C3 1.338(6) . ?
O004 C2AA 1.209(5) . ?
F005 C3 1.335(7) . ?
N006 C009 1.466(6) . ?
N006 C00N 1.478(6) . ?
N006 C2AA 1.367(6) . ?
N007 C00E 1.377(7) . ?
N007 C00Q 1.459(7) . ?
N007 C0AA 1.360(7) . ?
C008 C00B 1.376(7) . ?
C008 C00D 1.431(6) . ?
C008 C2 1.416(6) . ?
C009 H00A 0.9700 . ?
C009 H00B 0.9700 . ?
C009 C00O 1.527(7) . ?
C00A C00B 1.376(7) . ?
C00A C00J 1.390(8) . ?
C00A C00S 1.513(7) . ?
C00B H00C 0.9300 . ?
C00C H00D 0.9300 . ?
C00C C00K 1.370(7) . ?
C00C C00L 1.403(9) . ?
C00D C00I 1.334(6) . ?
C00D C2AA 1.490(6) . ?
C00E C00H 1.381(7) . ?
C00E C1 1.408(7) . ?
C00H H00H 0.9300 . ?
C00H C00L 1.370(9) . ?
C00I C00N 1.518(7) . ?
C00J H00J 0.9300 . ?
C00J C4 1.357(8) . ?
C00K H00K 0.9300 . ?
C00K C1 1.400(7) . ?
C00L H00L 0.9300 . ?
C00N C3 1.526(7) . ?
C00N C1AA 1.513(6) . ?
C00O H00E 0.9700 . ?
C00O H00F 0.9700 . ?
C00O C00P 1.524(8) . ?
C00P H00G 0.9700 . ?
C00P H00I 0.9700 . ?
C00P C00R 1.489(8) . ?
C00Q H00M 0.9600 . ?
C00Q H00N 0.9600 . ?
C00Q H00O 0.9600 . ?
C00R H00P 0.9600 . ?
C00R H00Q 0.9600 . ?
C00R H00R 0.9600 . ?
C00S H00S 0.9600 . ?
C00S H00T 0.9600 . ?
C00S H00U 0.9600 . ?
C1 C1AA 1.449(6) . ?
C2 C4 1.412(7) . ?
C4 H4 0.9300 . ?
C0AA H0AA 0.9300 . ?
C0AA C1AA 1.362(7) . ?

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
C00I S001 C2 89.8(2) . . ?
C009 N006 C00N 123.5(4) . . ?
C2AA N006 C009 121.5(4) . . ?
C2AA N006 C00N 113.7(4) . . ?
C00E N007 C00Q 126.3(5) . . ?
C0AA N007 C00E 109.2(4) . . ?
C0AA N007 C00Q 124.5(5) . . ?
C00B C008 C00D 132.2(4) . . ?
C00B C008 C2 119.4(4) . . ?
C2 C008 C00D 108.4(4) . . ?
N006 C009 H00A 108.6 . . ?
N006 C009 H00B 108.6 . . ?
N006 C009 C00O 114.5(4) . . ?
H00A C009 H00B 107.6 . . ?
C00O C009 H00A 108.6 . . ?
C00O C009 H00B 108.6 . . ?
C00B C00A C00J 118.3(5) . . ?
C00B C00A C00S 120.5(5) . . ?
C00J C00A C00S 121.1(5) . . ?
C008 C00B H00C 119.3 . . ?
C00A C00B C008 121.4(5) . . ?
C00A C00B H00C 119.3 . . ?
C00K C00C H00D 119.0 . . ?
C00K C00C C00L 122.0(5) . . ?
C00L C00C H00D 119.0 . . ?
C008 C00D C2AA 136.0(4) . . ?
C00I C00D C008 115.0(4) . . ?
C00I C00D C2AA 108.6(4) . . ?
N007 C00E C00H 130.2(5) . . ?
N007 C00E C1 107.7(4) . . ?
C00H C00E C1 122.1(5) . . ?
C00E C00H H00H 121.0 . . ?
C00L C00H C00E 117.9(5) . . ?
C00L C00H H00H 121.0 . . ?
C00D C00I S001 113.8(4) . . ?
C00D C00I C00N 112.1(4) . . ?
C00N C00I S001 134.0(4) . . ?
C00A C00J H00J 118.5 . . ?
C4 C00J C00A 123.0(5) . . ?
C4 C00J H00J 118.5 . . ?
C00C C00K H00K 121.0 . . ?
C00C C00K C1 118.1(5) . . ?
C1 C00K H00K 121.0 . . ?
C00C C00L H00L 119.7 . . ?
C00H C00L C00C 120.7(5) . . ?
C00H C00L H00L 119.7 . . ?
N006 C00N C00I 99.7(4) . . ?
N006 C00N C3 109.7(4) . . ?
N006 C00N C1AA 113.8(4) . . ?
C00I C00N C3 109.2(4) . . ?
C1AA C00N C00I 112.9(4) . . ?
C1AA C00N C3 111.1(4) . . ?
C009 C00O H00E 109.2 . . ?
C009 C00O H00F 109.2 . . ?
H00E C00O H00F 107.9 . . ?
C00P C00O C009 112.0(5) . . ?
C00P C00O H00E 109.2 . . ?
C00P C00O H00F 109.2 . . ?
C00O C00P H00G 108.5 . . ?
C00O C00P H00I 108.5 . . ?
H00G C00P H00I 107.5 . . ?
C00R C00P C00O 114.9(5) . . ?
C00R C00P H00G 108.5 . . ?
C00R C00P H00I 108.5 . . ?
N007 C00Q H00M 109.5 . . ?
N007 C00Q H00N 109.5 . . ?
N007 C00Q H00O 109.5 . . ?
H00M C00Q H00N 109.5 . . ?
H00M C00Q H00O 109.5 . . ?
H00N C00Q H00O 109.5 . . ?
C00P C00R H00P 109.5 . . ?
C00P C00R H00Q 109.5 . . ?
C00P C00R H00R 109.5 . . ?
H00P C00R H00Q 109.5 . . ?
H00P C00R H00R 109.5 . . ?
H00Q C00R H00R 109.5 . . ?
C00A C00S H00S 109.5 . . ?
C00A C00S H00T 109.5 . . ?
C00A C00S H00U 109.5 . . ?
H00S C00S H00T 109.5 . . ?
H00S C00S H00U 109.5 . . ?
H00T C00S H00U 109.5 . . ?
C00E C1 C1AA 106.2(4) . . ?
C00K C1 C00E 119.2(4) . . ?
C00K C1 C1AA 134.5(4) . . ?
F002 C3 F003 106.2(4) . . ?
F002 C3 F005 106.4(4) . . ?
F002 C3 C00N 113.3(4) . . ?
F003 C3 F005 106.7(4) . . ?
F003 C3 C00N 111.0(4) . . ?
F005 C3 C00N 112.8(4) . . ?
C008 C2 S001 113.0(4) . . ?
C4 C2 S001 127.7(4) . . ?
C4 C2 C008 119.3(5) . . ?
C00J C4 C2 118.6(5) . . ?
C00J C4 H4 120.7 . . ?
C2 C4 H4 120.7 . . ?
N007 C0AA H0AA 124.8 . . ?
N007 C0AA C1AA 110.3(5) . . ?
C1AA C0AA H0AA 124.8 . . ?
C1 C1AA C00N 124.5(4) . . ?
C0AA C1AA C00N 129.0(4) . . ?
C0AA C1AA C1 106.5(4) . . ?
O004 C2AA N006 125.4(4) . . ?
O004 C2AA C00D 128.7(4) . . ?
N006 C2AA C00D 105.8(4) . . ?

_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 1.488
_oxdiff_exptl_absorpt_empirical_full_min 0.736
####################################################################### 
# 
# 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_exp_344-02
_database_code_depnum_ccdc_archive 'CCDC 2035234'
loop_
_audit_author_name
_audit_author_address
'xiangtai meng'
;tjut
China
;
_audit_update_record             
;
2020-10-03 deposited with the CCDC.	2022-06-29 downloaded from the CCDC.
;
_audit_creation_date             2020-08-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        2
_chemical_formula_moiety         'C15 H14 F3 N O2 S'
_chemical_formula_sum            'C15 H14 F3 N O2 S'
_chemical_formula_weight         329.33
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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                   9.0814(2)
_cell_length_b                   8.8689(2)
_cell_length_c                   19.9409(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.649(2)
_cell_angle_gamma                90
_cell_volume                     1583.36(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6537
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      67.1340
_cell_measurement_theta_min      2.3090
_shelx_estimated_absorpt_T_max   0.958
_shelx_estimated_absorpt_T_min   0.881
_exptl_absorpt_coefficient_mu    2.173
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.43a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.966
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13223
_diffrn_reflns_point_group_measured_fraction_full 0.966
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.516
_diffrn_reflns_theta_max         67.516
_diffrn_reflns_theta_min         4.498
_diffrn_ambient_temperature      293
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.966
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     61.00 129.00   0.50    0.50    --   40.90  82.00-120.00  136
  2  ω     23.00  62.00   0.50    0.50    --   40.90 -77.00 -60.00   78
  3  ω     17.00  56.00   0.50    0.50    --   40.90  82.00-120.00   78
  4  ω    -39.00  -1.00   0.50    0.50    --   40.90 -54.00 -60.00   76
  5  ω     19.00  67.00   0.50    0.50    --   40.90 -82.00 120.00   96
  6  ω     16.00 130.00   0.50    0.50    --   40.90  65.00-180.00  228
  7  ω     21.00  65.00   0.50    0.50    --   40.90 -82.00 -90.00   88
  8  ω     30.00  64.00   0.50    0.50    --   40.90 -82.00   0.00   68
  9  ω    -21.00  51.00   0.50    0.50    --   40.90 -77.00-120.00  144
 10  ω      7.00  67.00   0.50    0.50    --   40.90 -54.00 -60.00  120
 11  ω    -47.00 -21.00   0.50    0.50    --   40.90 -82.00-180.00   52
 12  ω     29.00  59.00   0.50    0.50    --   40.90 -82.00-180.00   60
 13  ω    -15.00  10.00   0.50    0.50    --   40.90 -82.00 120.00   50
 14  ω    102.00 128.00   0.50    0.50    --   40.90  54.00  30.00   52
 15  ω     55.00  83.00   0.50    0.50    --   40.90  54.00  30.00   56
 16  ω     74.00 111.00   0.50    0.50    --   40.90  77.00  90.00   74
 17  ω     20.00  67.00   0.50    0.50    --   40.90  77.00  90.00   94
 18  ω     80.00 116.00   0.50    0.50    --   40.90  65.00 -30.00   72
 19  ω     39.00  64.00   0.50    0.50    --   40.90 -77.00   0.00   50
 20  ω     54.00 116.00   0.50    0.50    --   93.40 -82.00 120.00  124
 21  ω     55.00 136.00   0.50    0.50    --   93.40  33.00 -90.00  162
 22  ω     71.00  97.00   0.50    0.50    --   93.40  50.00 120.00   52
 23  ω     15.00 127.00   0.50    0.50    --   93.40 -50.00  60.00  224
 24  ω      4.00  95.00   0.50    0.50    --   93.40 -82.00  30.00  182
 25  ω      6.00 119.00   0.50    0.50    --   93.40 -82.00 -90.00  226
 26  ω     75.00 101.00   0.50    0.50    --   93.40 -82.00  90.00   52
 27  ω      4.00  62.00   0.50    0.50    --   93.40 -82.00 -30.00  116
 28  ω     71.00  97.00   0.50    0.50    --   93.40 -82.00 -30.00   52
 29  ω      4.00  41.00   0.50    0.50    --   93.40 -77.00   0.00   74
 30  ω      8.00  33.00   0.50    0.50    --   93.40 -82.00   0.00   50
 31  ω     54.00  99.00   0.50    0.50    --   93.40  33.00 -30.00   90
 32  ω     43.00  91.00   0.50    0.50    --   93.40 -82.00-180.00   96
 33  ω     32.00  90.00   0.50    0.50    --   93.40 -82.00-120.00  116
 34  ω     86.00 116.00   0.50    0.50    --   93.40 -59.00 -90.00   60
 35  ω      9.00  95.00   0.50    0.50    --   93.40 -82.00-150.00  172
 36  ω     47.00 182.00   0.50    0.50    --   93.40   0.00-180.00  270
 37  ω     31.00  66.00   0.50    0.50    --   93.40 -59.00 -90.00   70
 38  ω     76.00 102.00   0.50    0.50    --   93.40 -82.00 -60.00   52
 39  ω     85.00 110.00   0.50    0.50    --   93.40 -82.00 150.00   50
 40  ω    138.00 163.00   0.50    0.50    --   93.40  50.00 120.00   50
 41  ω      4.00  90.00   0.50    0.50    --   93.40 -82.00  60.00  172
 42  ω     72.00  97.00   0.50    0.50    --   93.40 -82.00   0.00   50
 43  ω    132.00 182.00   0.50    0.50    --   93.40  25.00-150.00  100
 44  ω     11.00 118.00   0.50    0.50    --   93.40  25.00-150.00  214
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro II AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1202388000
_diffrn_orient_matrix_UB_12      -0.0944190000
_diffrn_orient_matrix_UB_13      -0.0266976000
_diffrn_orient_matrix_UB_21      0.0768748000
_diffrn_orient_matrix_UB_22      0.1457789000
_diffrn_orient_matrix_UB_23      -0.0180973000
_diffrn_orient_matrix_UB_31      0.0960782000
_diffrn_orient_matrix_UB_32      0.0017194000
_diffrn_orient_matrix_UB_33      0.0714446000
_diffrn_oxdiff_digest_frames     
;
01dd14decb1c8ca3bc671b33f465a8601200029e285
;
_diffrn_oxdiff_digest_hkl        
;
01cc189c4160246eba244f8669136ebe343ca2
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2373
_reflns_number_total             2747
_reflns_odcompleteness_completeness 96.44
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.41.43a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.263
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       0.0019(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     204
_refine_ls_number_reflns         2747
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0374
_refine_ls_restrained_S_all      1.087
_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)+(0.0576P)²+0.1878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1090
_refine_ls_wR_factor_ref         0.1126
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C19(H19)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C6(H6), C5(H5)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C20(H20A,H20B,H20C), C22(H22A,H22B,H22C)
2.d Idealised tetrahedral OH refined as rotating group:
 O17(H17)
;
_atom_sites_solution_hydrogens   geom
_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
S3 S 0.64650(5) 0.24388(6) 0.21099(3) 0.0742(2) Uani 1 1 d . . . . .
O17 O 0.28480(15) 0.19718(13) 0.12031(6) 0.0644(3) Uani 1 1 d . . . . .
H17 H 0.275138 0.151960 0.155173 0.097 Uiso 1 1 calc GR . . . .
F14 F 0.28886(15) 0.39747(16) 0.01893(5) 0.0935(4) Uani 1 1 d . . . . .
F15 F 0.50391(15) 0.30388(18) 0.05433(6) 0.1005(4) Uani 1 1 d . . . . .
F16 F 0.45550(16) 0.53171(16) 0.07981(6) 0.1006(4) Uani 1 1 d . . . . .
O18 O 0.24275(15) 0.58872(16) 0.25689(6) 0.0751(4) Uani 1 1 d . . . . .
N12 N 0.24986(14) 0.44424(16) 0.16186(6) 0.0548(3) Uani 1 1 d . . . . .
C10 C 0.45438(17) 0.42933(18) 0.24527(8) 0.0531(4) Uani 1 1 d . . . . .
C1 C 0.35007(18) 0.33612(19) 0.13705(8) 0.0541(4) Uani 1 1 d . . . . .
C11 C 0.30661(18) 0.49893(19) 0.22507(8) 0.0546(4) Uani 1 1 d . . . . .
C2 C 0.47990(18) 0.33709(19) 0.19481(8) 0.0546(4) Uani 1 1 d . . . . .
C9 C 0.57208(18) 0.43032(19) 0.30296(8) 0.0579(4) Uani 1 1 d . . . . .
C8 C 0.5850(2) 0.5043(2) 0.36542(9) 0.0650(5) Uani 1 1 d . . . . .
H8 H 0.508882 0.567766 0.374136 0.078 Uiso 1 1 calc R . . . .
C13 C 0.3993(2) 0.3933(2) 0.07147(9) 0.0716(5) Uani 1 1 d . . . . .
C4 C 0.68641(19) 0.3330(2) 0.29024(10) 0.0687(5) Uani 1 1 d . . . . .
C19 C 0.0962(2) 0.4720(2) 0.12551(10) 0.0721(5) Uani 1 1 d . . . . .
H19 H 0.080988 0.406368 0.085421 0.087 Uiso 1 1 calc R . . . .
C7 C 0.7103(2) 0.4836(3) 0.41442(10) 0.0795(6) Uani 1 1 d . . . . .
C6 C 0.8224(3) 0.3879(3) 0.39972(13) 0.0963(8) Uani 1 1 d . . . . .
H6 H 0.907212 0.374720 0.432464 0.116 Uiso 1 1 calc R . . . .
C5 C 0.8133(2) 0.3126(3) 0.33943(13) 0.0913(7) Uani 1 1 d . . . . .
H5 H 0.889975 0.249143 0.331372 0.110 Uiso 1 1 calc R . . . .
C21 C 0.0804(3) 0.6328(3) 0.09995(13) 0.1041(8) Uani 1 1 d . . . . .
H21A H 0.104789 0.700951 0.137595 0.156 Uiso 1 1 calc GR . . . .
H21B H -0.020565 0.650104 0.078011 0.156 Uiso 1 1 calc GR . . . .
H21C H 0.147036 0.649471 0.068043 0.156 Uiso 1 1 calc GR . . . .
C20 C -0.0194(2) 0.4283(3) 0.16848(13) 0.0967(7) Uani 1 1 d . . . . .
H20A H 0.000623 0.328018 0.185743 0.145 Uiso 1 1 calc GR . . . .
H20B H -0.116984 0.431671 0.141168 0.145 Uiso 1 1 calc GR . . . .
H20C H -0.015078 0.497464 0.205788 0.145 Uiso 1 1 calc GR . . . .
C22 C 0.7235(3) 0.5616(3) 0.48234(11) 0.1098(9) Uani 1 1 d . . . . .
H22A H 0.792932 0.643670 0.484093 0.165 Uiso 1 1 calc GR . . . .
H22B H 0.758406 0.491095 0.517999 0.165 Uiso 1 1 calc GR . . . .
H22C H 0.627477 0.599662 0.488171 0.165 Uiso 1 1 calc GR . . . .


_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
S3 C2 1.7067(16) . ?
S3 C4 1.750(2) . ?
O17 H17 0.8200 . ?
O17 C1 1.384(2) . ?
F14 C13 1.324(2) . ?
F15 C13 1.325(2) . ?
F16 C13 1.329(2) . ?
O18 C11 1.223(2) . ?
N12 C1 1.464(2) . ?
N12 C11 1.368(2) . ?
N12 C19 1.481(2) . ?
C10 C11 1.471(2) . ?
C10 C2 1.347(2) . ?
C10 C9 1.433(2) . ?
C1 C2 1.504(2) . ?
C1 C13 1.537(2) . ?
C9 C8 1.395(3) . ?
C9 C4 1.405(3) . ?
C8 H8 0.9300 . ?
C8 C7 1.382(3) . ?
C4 C5 1.394(3) . ?
C19 H19 0.9800 . ?
C19 C21 1.513(3) . ?
C19 C20 1.513(3) . ?
C7 C6 1.394(3) . ?
C7 C22 1.508(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.366(4) . ?
C5 H5 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 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
C2 S3 C4 89.70(8) . . ?
C1 O17 H17 109.5 . . ?
C1 N12 C19 122.11(13) . . ?
C11 N12 C1 112.58(13) . . ?
C11 N12 C19 124.78(14) . . ?
C2 C10 C11 108.28(14) . . ?
C2 C10 C9 113.88(15) . . ?
C9 C10 C11 137.81(15) . . ?
O17 C1 N12 113.54(13) . . ?
O17 C1 C2 116.04(14) . . ?
O17 C1 C13 105.22(13) . . ?
N12 C1 C2 100.92(12) . . ?
N12 C1 C13 110.94(14) . . ?
C2 C1 C13 110.31(14) . . ?
O18 C11 N12 124.78(15) . . ?
O18 C11 C10 128.41(15) . . ?
N12 C11 C10 106.81(14) . . ?
C10 C2 S3 114.28(13) . . ?
C10 C2 C1 111.39(14) . . ?
C1 C2 S3 134.30(12) . . ?
C8 C9 C10 131.24(17) . . ?
C8 C9 C4 119.72(16) . . ?
C4 C9 C10 109.00(15) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 C9 120.3(2) . . ?
C7 C8 H8 119.8 . . ?
F14 C13 F15 107.06(15) . . ?
F14 C13 F16 107.30(17) . . ?
F14 C13 C1 113.11(16) . . ?
F15 C13 F16 107.95(17) . . ?
F15 C13 C1 110.19(16) . . ?
F16 C13 C1 111.01(15) . . ?
C9 C4 S3 113.14(13) . . ?
C5 C4 S3 126.76(18) . . ?
C5 C4 C9 120.1(2) . . ?
N12 C19 H19 107.0 . . ?
N12 C19 C21 110.50(18) . . ?
N12 C19 C20 111.49(16) . . ?
C21 C19 H19 107.0 . . ?
C20 C19 H19 107.0 . . ?
C20 C19 C21 113.4(2) . . ?
C8 C7 C6 118.4(2) . . ?
C8 C7 C22 120.4(2) . . ?
C6 C7 C22 121.2(2) . . ?
C7 C6 H6 118.5 . . ?
C5 C6 C7 123.0(2) . . ?
C5 C6 H6 118.5 . . ?
C4 C5 H5 120.8 . . ?
C6 C5 C4 118.5(2) . . ?
C6 C5 H5 120.8 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C7 C22 H22A 109.5 . . ?
C7 C22 H22B 109.5 . . ?
C7 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
S3 C4 C5 C6 -177.41(18) . . . . ?
O17 C1 C2 S3 55.7(2) . . . . ?
O17 C1 C2 C10 -121.79(15) . . . . ?
O17 C1 C13 F14 55.2(2) . . . . ?
O17 C1 C13 F15 -64.6(2) . . . . ?
O17 C1 C13 F16 175.91(16) . . . . ?
N12 C1 C2 S3 178.90(13) . . . . ?
N12 C1 C2 C10 1.37(17) . . . . ?
N12 C1 C13 F14 -67.9(2) . . . . ?
N12 C1 C13 F15 172.27(14) . . . . ?
N12 C1 C13 F16 52.7(2) . . . . ?
C10 C9 C8 C7 178.21(17) . . . . ?
C10 C9 C4 S3 -0.83(18) . . . . ?
C10 C9 C4 C5 -179.07(18) . . . . ?
C1 N12 C11 O18 -178.82(16) . . . . ?
C1 N12 C11 C10 1.25(18) . . . . ?
C1 N12 C19 C21 -115.9(2) . . . . ?
C1 N12 C19 C20 117.05(19) . . . . ?
C11 N12 C1 O17 123.29(15) . . . . ?
C11 N12 C1 C2 -1.58(17) . . . . ?
C11 N12 C1 C13 -118.47(16) . . . . ?
C11 N12 C19 C21 73.1(2) . . . . ?
C11 N12 C19 C20 -54.0(2) . . . . ?
C11 C10 C2 S3 -178.78(11) . . . . ?
C11 C10 C2 C1 -0.72(19) . . . . ?
C11 C10 C9 C8 0.9(3) . . . . ?
C11 C10 C9 C4 178.52(19) . . . . ?
C2 S3 C4 C9 0.55(14) . . . . ?
C2 S3 C4 C5 178.7(2) . . . . ?
C2 C10 C11 O18 179.77(17) . . . . ?
C2 C10 C11 N12 -0.30(18) . . . . ?
C2 C10 C9 C8 -176.88(17) . . . . ?
C2 C10 C9 C4 0.8(2) . . . . ?
C2 C1 C13 F14 -178.91(15) . . . . ?
C2 C1 C13 F15 61.3(2) . . . . ?
C2 C1 C13 F16 -58.2(2) . . . . ?
C9 C10 C11 O18 1.9(3) . . . . ?
C9 C10 C11 N12 -178.13(18) . . . . ?
C9 C10 C2 S3 -0.38(19) . . . . ?
C9 C10 C2 C1 177.69(13) . . . . ?
C9 C8 C7 C6 0.1(3) . . . . ?
C9 C8 C7 C22 -179.09(18) . . . . ?
C9 C4 C5 C6 0.6(3) . . . . ?
C8 C9 C4 S3 177.13(13) . . . . ?
C8 C9 C4 C5 -1.1(3) . . . . ?
C8 C7 C6 C5 -0.7(3) . . . . ?
C13 C1 C2 S3 -63.7(2) . . . . ?
C13 C1 C2 C10 118.72(16) . . . . ?
C4 S3 C2 C10 -0.10(14) . . . . ?
C4 S3 C2 C1 -177.58(17) . . . . ?
C4 C9 C8 C7 0.8(3) . . . . ?
C19 N12 C1 O17 -48.7(2) . . . . ?
C19 N12 C1 C2 -173.59(15) . . . . ?
C19 N12 C1 C13 69.5(2) . . . . ?
C19 N12 C11 O18 -7.1(3) . . . . ?
C19 N12 C11 C10 173.00(15) . . . . ?
C7 C6 C5 C4 0.3(4) . . . . ?
C22 C7 C6 C5 178.5(2) . . . . ?

_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 3.843
_oxdiff_exptl_absorpt_empirical_full_min 0.468
####################################################################### 
# 
# 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_mxt-20220504
_database_code_depnum_ccdc_archive 'CCDC 2172127'
loop_
_audit_author_name
_audit_author_address
'Xiangtai Meng'
;tjut edu
China
;
_audit_update_record             
;
2022-05-11 deposited with the CCDC.	2022-06-29 downloaded from the CCDC.
;
_audit_creation_date             2022-05-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H32 N2 O4 S2'
_chemical_formula_sum            'C26 H32 N2 O4 S2'
_chemical_formula_weight         500.65
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C S N H O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.6854(3)
_cell_length_b                   17.3409(3)
_cell_length_c                   22.5373(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5348.49(17)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    8343
_cell_measurement_temperature    292.3(2)
_cell_measurement_theta_max      78.6880
_cell_measurement_theta_min      3.9100
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62041
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.244
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2128
_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  0.0370
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20105
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        65.080
_diffrn_reflns_theta_max         65.080
_diffrn_reflns_theta_min         3.923
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      292.3(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      2.00  27.00   0.50    1.25    --    0.00 -57.00-150.00   50
  2  ω    -89.00  -2.00   0.50    1.25    --    0.00 -57.00-150.00  174
  3  ω    -63.00 -28.00   0.50    1.25    --    0.00 -57.00   0.00   70
  4  ω     52.00  78.00   0.50    1.25    --    0.00  57.00  30.00   52
  5  ω     19.00 107.00   0.50    9.00    --  106.20 -61.00  90.00  176
  6  ω     43.00  87.00   0.50    9.00    --  106.20 -61.00 -30.00   88
  7  ω    103.00 196.00   0.50    9.00    --  106.20  30.00-150.00  186
  8  ω     18.00  60.00   0.50    9.00    --  106.20 -30.00 -30.00   84
  9  ω    151.00 188.00   0.50    9.00    --  106.20  45.00 120.00   74
 10  ω     69.00  94.00   0.50    9.00    --  106.20 -30.00 -30.00   50
 11  ω     90.00 135.00   0.50    9.00    --  106.20 -45.00 -60.00   90
 12  ω    148.00 173.00   0.50    9.00    --  106.20  45.00-120.00   50
 13  ω     20.00  69.00   0.50    9.00    --  106.20 -45.00 -60.00   98
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0912769000
_diffrn_orient_matrix_UB_12      0.0514635000
_diffrn_orient_matrix_UB_13      0.0051539000
_diffrn_orient_matrix_UB_21      0.0046435000
_diffrn_orient_matrix_UB_22      -0.0064141000
_diffrn_orient_matrix_UB_23      0.0681280000
_diffrn_orient_matrix_UB_31      0.0656794000
_diffrn_orient_matrix_UB_32      0.0721377000
_diffrn_orient_matrix_UB_33      0.0024306000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3899
_reflns_number_total             4561
_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 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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         0.323
_refine_diff_density_min         -0.261
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         4561
_refine_ls_number_restraints     108
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0436
_refine_ls_restrained_S_all      1.105
_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)+(0.0797P)²+1.0841P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1294
_refine_ls_wR_factor_ref         0.1354
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C2-C1A = C3-C2 = C3A-C2A = C2A-C1 = C1-C00P = C1A-C00P
 1.53 with sigma of 0.02
 C3-C1A
 2.2 with sigma of 0.02
 C1A-C00P = C1-C00P
 1.53 with sigma of 0.02
 C2-C3 \\sim C2A-C3A
 with sigma of 0.02
 C00P-C1 \\sim C00P-C1A
 with sigma of 0.02
 C1-C2 \\sim C1A-C2A
 with sigma of 0.02
 C1-C3 \\sim C1A-C3A
 with sigma of 0.04
 C00P-C2 \\sim C00P-C2A
 with sigma of 0.04
3. Rigid bond restraints
 C1, C2, C3, C1A, C2A, C3A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C1A \\sim C1 \\sim C2 \\sim C2A \\sim C3 \\sim C3A: within 3.8A with sigma of
0.01 and sigma for terminal atoms of 0.03 within 3.8A
C3 \\sim C3A: within 3.8A with sigma of 0.01 and sigma for terminal atoms of
0.03 within 3.8A
5. Others
 Sof(H00A)=Sof(H00B)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=
 Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(H3AC)=1-FVAR(1)
 Sof(H00C)=Sof(H00E)=Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(C2)=Sof(H2A)=Sof(H2B)=
 Sof(C3)=Sof(H3A)=Sof(H3B)=Sof(H3C)=FVAR(1)
6.a Secondary CH2 refined with riding coordinates:
 C00P(H00C,H00E), C00P(H00A,H00B), C00Q(H00F,H00G), C00S(H00P,H00Q), C00T(H00R,
 H00S), C1(H1A,H1B), C2(H2A,H2B), C1A(H1AA,H1AB), C2A(H2AA,H2AB)
6.b Aromatic/amide H refined with riding coordinates:
 N007(H007), N008(H008), C00D(H00D), C00J(H00J), C00K(H00K), C00L(H00L),
 C00M(H00M), C00N(H00N)
6.c Idealised Me refined as rotating group:
 C00R(H00H,H00I,H00O), C00U(H00T,H00U,H00V), C00W(H00W,H00X,H00Y), C3(H3A,H3B,
 H3C), C3A(H3AA,H3AB,H3AC)
;
_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 0.19702(4) 0.62740(3) 0.68026(2) 0.06338(19) Uani 1 1 d . . . . .
S002 S 0.23124(5) 0.58735(3) 0.59724(2) 0.06536(19) Uani 1 1 d . . . . .
O003 O 0.11583(12) 0.50379(8) 0.87264(7) 0.0671(4) Uani 1 1 d . . . . .
O004 O 0.12119(13) 0.65881(9) 0.78962(7) 0.0718(4) Uani 1 1 d . . . . .
O005 O 0.22224(14) 0.56053(9) 0.47572(7) 0.0762(5) Uani 1 1 d . . . . .
O006 O 0.16296(14) 0.71542(10) 0.40317(7) 0.0811(5) Uani 1 1 d . . . . .
N007 N 0.25583(15) 0.62607(9) 0.35685(7) 0.0618(5) Uani 1 1 d . . . . .
H007 H 0.291392 0.585749 0.362041 0.074 Uiso 1 1 calc R U . . .
N008 N 0.11034(14) 0.62225(10) 0.91412(7) 0.0624(5) Uani 1 1 d . . . . .
H008 H 0.120278 0.670569 0.908007 0.075 Uiso 1 1 calc R U . . .
C009 C 0.13002(14) 0.57364(11) 0.87117(8) 0.0506(4) Uani 1 1 d . . . . .
C00A C 0.26158(14) 0.57878(10) 0.78994(8) 0.0507(4) Uani 1 1 d . . . . .
C00B C 0.16938(16) 0.60951(11) 0.81408(8) 0.0521(4) Uani 1 1 d . . . . .
C00C C 0.21889(16) 0.66023(11) 0.40389(9) 0.0554(5) Uani 1 1 d . . . . .
C00D C 0.32928(15) 0.54532(12) 0.82873(9) 0.0559(5) Uani 1 1 d . . . . .
H00D H 0.313572 0.541764 0.868781 0.067 Uiso 1 1 calc R U . . .
C00E C 0.30155(14) 0.67609(12) 0.50487(9) 0.0528(5) Uani 1 1 d . . . . .
C00F C 0.28387(15) 0.58409(11) 0.72895(9) 0.0530(5) Uani 1 1 d . . . . .
C00G C 0.24753(16) 0.62533(11) 0.46377(9) 0.0545(5) Uani 1 1 d . . . . .
C00H C 0.30353(15) 0.66272(12) 0.56632(9) 0.0550(5) Uani 1 1 d . . . . .
C00I C 0.41846(16) 0.51739(12) 0.80981(10) 0.0618(5) Uani 1 1 d . . . . .
C00J C 0.35484(16) 0.73785(14) 0.48172(10) 0.0653(5) Uani 1 1 d . . . . .
H00J H 0.351667 0.747312 0.441148 0.078 Uiso 1 1 calc R U . . .
C00K C 0.37331(16) 0.55521(13) 0.70976(10) 0.0624(5) Uani 1 1 d . . . . .
H00K H 0.389338 0.557872 0.669712 0.075 Uiso 1 1 calc R U . . .
C00L C 0.36147(18) 0.71051(14) 0.60122(9) 0.0679(6) Uani 1 1 d . . . . .
H00L H 0.364507 0.702088 0.641933 0.081 Uiso 1 1 calc R U . . .
C00M C 0.43861(16) 0.52271(13) 0.74909(10) 0.0659(6) Uani 1 1 d . . . . .
H00M H 0.497706 0.503784 0.734840 0.079 Uiso 1 1 calc R U . . .
C00N C 0.41413(19) 0.76970(15) 0.57685(11) 0.0769(7) Uani 1 1 d . . . . .
H00N H 0.452493 0.800341 0.601432 0.092 Uiso 1 1 calc R U . . .
C00O C 0.41178(19) 0.78525(15) 0.51629(11) 0.0764(7) Uani 1 1 d . . . . .
C00P C 0.2395(2) 0.65315(15) 0.29608(10) 0.0757(7) Uani 1 1 d D . . . .
H00C H 0.217678 0.706341 0.297086 0.091 Uiso 0.697(4) 1 calc R U P A 2
H00E H 0.188363 0.622519 0.277876 0.091 Uiso 0.697(4) 1 calc R U P A 2
H00A H 0.239623 0.609007 0.269643 0.091 Uiso 0.303(4) 1 calc R U P A 1
H00B H 0.175405 0.676790 0.293868 0.091 Uiso 0.303(4) 1 calc R U P A 1
C00Q C 0.0725(2) 0.59842(15) 0.97168(10) 0.0745(7) Uani 1 1 d . . . . .
H00F H 0.067663 0.542632 0.972939 0.089 Uiso 1 1 calc R U . . .
H00G H 0.007437 0.619488 0.977168 0.089 Uiso 1 1 calc R U . . .
C00R C 0.4889(2) 0.48052(17) 0.85259(12) 0.0838(7) Uani 1 1 d . . . . .
H00H H 0.486484 0.507191 0.889884 0.126 Uiso 1 1 calc R U . . .
H00I H 0.553956 0.483385 0.836739 0.126 Uiso 1 1 calc R U . . .
H00O H 0.471321 0.427467 0.858406 0.126 Uiso 1 1 calc R U . . .
C00S C 0.1381(3) 0.62583(19) 1.02118(12) 0.0958(9) Uani 1 1 d . . . . .
H00P H 0.201894 0.602258 1.016611 0.115 Uiso 1 1 calc R U . . .
H00Q H 0.146257 0.681225 1.017906 0.115 Uiso 1 1 calc R U . . .
C00T C 0.0996(3) 0.6073(2) 1.08108(13) 0.1027(10) Uani 1 1 d . . . . .
H00R H 0.089429 0.552054 1.084079 0.123 Uiso 1 1 calc R U . . .
H00S H 0.036789 0.632331 1.086324 0.123 Uiso 1 1 calc R U . . .
C00U C 0.4681(3) 0.8513(2) 0.49001(17) 0.1233(14) Uani 1 1 d . . . . .
H00T H 0.481695 0.840696 0.449027 0.185 Uiso 1 1 calc R U . . .
H00U H 0.528411 0.857672 0.511181 0.185 Uiso 1 1 calc R U . . .
H00V H 0.430126 0.897668 0.493030 0.185 Uiso 1 1 calc R U . . .
C00W C 0.1672(4) 0.6326(3) 1.12934(16) 0.1418(16) Uani 1 1 d . . . . .
H00W H 0.230794 0.610881 1.122744 0.213 Uiso 1 1 calc R U . . .
H00X H 0.142532 0.615397 1.166947 0.213 Uiso 1 1 calc R U . . .
H00Y H 0.171731 0.687866 1.129331 0.213 Uiso 1 1 calc R U . . .
C1 C 0.3328(3) 0.6475(3) 0.25828(16) 0.0839(11) Uani 0.697(4) 1 d D U P A 2
H1A H 0.320410 0.657814 0.216661 0.101 Uiso 0.697(4) 1 calc R U P A 2
H1B H 0.365020 0.597954 0.262575 0.101 Uiso 0.697(4) 1 calc R U P A 2
C2 C 0.4236(4) 0.6729(3) 0.2795(2) 0.1018(14) Uani 0.697(4) 1 d D U P A 1
H2A H 0.436811 0.637825 0.312023 0.122 Uiso 0.697(4) 1 calc R U P A 1
H2B H 0.450017 0.654470 0.242196 0.122 Uiso 0.697(4) 1 calc R U P A 1
C3 C 0.4422(6) 0.7554(3) 0.2924(4) 0.151(3) Uani 0.697(4) 1 d D U P A 1
H3A H 0.431209 0.785378 0.257274 0.226 Uiso 0.697(4) 1 calc R U P A 1
H3B H 0.508688 0.761748 0.305173 0.226 Uiso 0.697(4) 1 calc R U P A 1
H3C H 0.398914 0.772445 0.323265 0.226 Uiso 0.697(4) 1 calc R U P A 1
C1A C 0.3089(6) 0.7061(6) 0.2762(5) 0.095(2) Uani 0.303(4) 1 d D U P A 1
H1AA H 0.304197 0.752565 0.299988 0.114 Uiso 0.303(4) 1 calc R U P A 1
H1AB H 0.294082 0.719893 0.235469 0.114 Uiso 0.303(4) 1 calc R U P A 1
C2A C 0.3941(8) 0.7177(8) 0.2905(5) 0.104(2) Uani 0.303(4) 1 d D U P A 2
H2AA H 0.360093 0.766599 0.287473 0.125 Uiso 0.303(4) 1 calc R U P A 2
H2AB H 0.407433 0.706416 0.331891 0.125 Uiso 0.303(4) 1 calc R U P A 2
C3A C 0.4851(9) 0.7166(9) 0.2539(6) 0.116(4) Uani 0.303(4) 1 d D U P A 2
H3AA H 0.468139 0.711294 0.212730 0.174 Uiso 0.303(4) 1 calc R U P A 2
H3AB H 0.525260 0.673866 0.265702 0.174 Uiso 0.303(4) 1 calc R U P A 2
H3AC H 0.520356 0.763840 0.259618 0.174 Uiso 0.303(4) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 S002 2.0499(7) . ?
S001 C00F 1.784(2) . ?
S002 C00H 1.781(2) . ?
O003 C009 1.227(2) . ?
O004 C00B 1.212(2) . ?
O005 C00G 1.206(3) . ?
O006 C00C 1.225(3) . ?
N007 H007 0.8600 . ?
N007 C00C 1.315(3) . ?
N007 C00P 1.465(3) . ?
N008 H008 0.8600 . ?
N008 C009 1.311(3) . ?
N008 C00Q 1.457(3) . ?
C009 C00B 1.527(3) . ?
C00A C00B 1.474(3) . ?
C00A C00D 1.400(3) . ?
C00A C00F 1.411(3) . ?
C00C C00G 1.530(3) . ?
C00D H00D 0.9300 . ?
C00D C00I 1.381(3) . ?
C00E C00G 1.476(3) . ?
C00E C00H 1.405(3) . ?
C00E C00J 1.397(3) . ?
C00F C00K 1.392(3) . ?
C00H C00L 1.391(3) . ?
C00I C00M 1.399(3) . ?
C00I C00R 1.506(3) . ?
C00J H00J 0.9300 . ?
C00J C00O 1.375(3) . ?
C00K H00K 0.9300 . ?
C00K C00M 1.379(3) . ?
C00L H00L 0.9300 . ?
C00L C00N 1.369(3) . ?
C00M H00M 0.9300 . ?
C00N H00N 0.9300 . ?
C00N C00O 1.392(4) . ?
C00O C00U 1.502(4) . ?
C00P H00C 0.9700 . ?
C00P H00E 0.9700 . ?
C00P H00A 0.9700 . ?
C00P H00B 0.9700 . ?
C00P C1 1.538(5) . ?
C00P C1A 1.395(8) . ?
C00Q H00F 0.9700 . ?
C00Q H00G 0.9700 . ?
C00Q C00S 1.509(4) . ?
C00R H00H 0.9600 . ?
C00R H00I 0.9600 . ?
C00R H00O 0.9600 . ?
C00S H00P 0.9700 . ?
C00S H00Q 0.9700 . ?
C00S C00T 1.484(4) . ?
C00T H00R 0.9700 . ?
C00T H00S 0.9700 . ?
C00T C00W 1.494(5) . ?
C00U H00T 0.9600 . ?
C00U H00U 0.9600 . ?
C00U H00V 0.9600 . ?
C00W H00W 0.9600 . ?
C00W H00X 0.9600 . ?
C00W H00Y 0.9600 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2A 1.647(13) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.481(7) . ?
C2 C1A 1.672(10) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C2A C3A 1.495(11) . ?
C3A H3AA 0.9600 . ?
C3A H3AB 0.9600 . ?
C3A H3AC 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
C00F S001 S002 105.47(7) . . ?
C00H S002 S001 103.61(7) . . ?
C00C N007 H007 118.3 . . ?
C00C N007 C00P 123.41(18) . . ?
C00P N007 H007 118.3 . . ?
C009 N008 H008 118.4 . . ?
C009 N008 C00Q 123.23(18) . . ?
C00Q N008 H008 118.4 . . ?
O003 C009 N008 125.59(18) . . ?
O003 C009 C00B 118.72(17) . . ?
N008 C009 C00B 115.63(16) . . ?
C00D C00A C00B 119.08(17) . . ?
C00D C00A C00F 119.49(18) . . ?
C00F C00A C00B 121.40(18) . . ?
O004 C00B C009 118.58(18) . . ?
O004 C00B C00A 123.56(18) . . ?
C00A C00B C009 117.75(17) . . ?
O006 C00C N007 125.52(19) . . ?
O006 C00C C00G 118.72(18) . . ?
N007 C00C C00G 115.74(17) . . ?
C00A C00D H00D 118.7 . . ?
C00I C00D C00A 122.53(19) . . ?
C00I C00D H00D 118.7 . . ?
C00H C00E C00G 122.00(18) . . ?
C00J C00E C00G 118.97(18) . . ?
C00J C00E C00H 119.00(19) . . ?
C00A C00F S001 118.87(15) . . ?
C00K C00F S001 123.13(16) . . ?
C00K C00F C00A 118.00(19) . . ?
O005 C00G C00C 119.47(19) . . ?
O005 C00G C00E 123.99(18) . . ?
C00E C00G C00C 116.48(17) . . ?
C00E C00H S002 119.74(15) . . ?
C00L C00H S002 122.19(16) . . ?
C00L C00H C00E 118.06(19) . . ?
C00D C00I C00M 116.9(2) . . ?
C00D C00I C00R 121.2(2) . . ?
C00M C00I C00R 121.9(2) . . ?
C00E C00J H00J 118.6 . . ?
C00O C00J C00E 122.9(2) . . ?
C00O C00J H00J 118.6 . . ?
C00F C00K H00K 119.4 . . ?
C00M C00K C00F 121.16(19) . . ?
C00M C00K H00K 119.4 . . ?
C00H C00L H00L 119.3 . . ?
C00N C00L C00H 121.3(2) . . ?
C00N C00L H00L 119.3 . . ?
C00I C00M H00M 119.1 . . ?
C00K C00M C00I 121.9(2) . . ?
C00K C00M H00M 119.1 . . ?
C00L C00N H00N 119.1 . . ?
C00L C00N C00O 121.8(2) . . ?
C00O C00N H00N 119.1 . . ?
C00J C00O C00N 116.9(2) . . ?
C00J C00O C00U 121.5(2) . . ?
C00N C00O C00U 121.5(2) . . ?
N007 C00P H00C 109.3 . . ?
N007 C00P H00E 109.3 . . ?
N007 C00P H00A 108.7 . . ?
N007 C00P H00B 108.7 . . ?
N007 C00P C1 111.8(2) . . ?
H00C C00P H00E 107.9 . . ?
H00A C00P H00B 107.6 . . ?
C1 C00P H00C 109.3 . . ?
C1 C00P H00E 109.3 . . ?
C1A C00P N007 114.1(5) . . ?
C1A C00P H00A 108.7 . . ?
C1A C00P H00B 108.7 . . ?
N008 C00Q H00F 109.5 . . ?
N008 C00Q H00G 109.5 . . ?
N008 C00Q C00S 110.9(2) . . ?
H00F C00Q H00G 108.0 . . ?
C00S C00Q H00F 109.5 . . ?
C00S C00Q H00G 109.5 . . ?
C00I C00R H00H 109.5 . . ?
C00I C00R H00I 109.5 . . ?
C00I C00R H00O 109.5 . . ?
H00H C00R H00I 109.5 . . ?
H00H C00R H00O 109.5 . . ?
H00I C00R H00O 109.5 . . ?
C00Q C00S H00P 108.9 . . ?
C00Q C00S H00Q 108.9 . . ?
H00P C00S H00Q 107.8 . . ?
C00T C00S C00Q 113.1(3) . . ?
C00T C00S H00P 108.9 . . ?
C00T C00S H00Q 108.9 . . ?
C00S C00T H00R 109.2 . . ?
C00S C00T H00S 109.2 . . ?
C00S C00T C00W 112.2(3) . . ?
H00R C00T H00S 107.9 . . ?
C00W C00T H00R 109.2 . . ?
C00W C00T H00S 109.2 . . ?
C00O C00U H00T 109.5 . . ?
C00O C00U H00U 109.5 . . ?
C00O C00U H00V 109.5 . . ?
H00T C00U H00U 109.5 . . ?
H00T C00U H00V 109.5 . . ?
H00U C00U H00V 109.5 . . ?
C00T C00W H00W 109.5 . . ?
C00T C00W H00X 109.5 . . ?
C00T C00W H00Y 109.5 . . ?
H00W C00W H00X 109.5 . . ?
H00W C00W H00Y 109.5 . . ?
H00X C00W H00Y 109.5 . . ?
C00P C1 H1A 112.3 . . ?
C00P C1 H1B 112.3 . . ?
C00P C1 C2A 97.5(5) . . ?
H1A C1 H1B 109.9 . . ?
C2A C1 H1A 112.3 . . ?
C2A C1 H1B 112.3 . . ?
H2A C2 H2B 112.2 . . ?
C3 C2 H2A 115.2 . . ?
C3 C2 H2B 115.2 . . ?
C3 C2 C1A 80.7(5) . . ?
C1A C2 H2A 115.2 . . ?
C1A C2 H2B 115.2 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C00P C1A C2 113.4(6) . . ?
C00P C1A H1AA 108.9 . . ?
C00P C1A H1AB 108.9 . . ?
C2 C1A H1AA 108.9 . . ?
C2 C1A H1AB 108.9 . . ?
H1AA C1A H1AB 107.7 . . ?
C1 C2A H2AA 111.8 . . ?
C1 C2A H2AB 111.8 . . ?
H2AA C2A H2AB 109.5 . . ?
C3A C2A C1 99.8(10) . . ?
C3A C2A H2AA 111.8 . . ?
C3A C2A H2AB 111.8 . . ?
C2A C3A H3AA 109.5 . . ?
C2A C3A H3AB 109.5 . . ?
C2A C3A H3AC 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 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
S001 S002 C00H C00E -148.95(15) . . . . ?
S001 S002 C00H C00L 29.9(2) . . . . ?
S001 C00F C00K C00M 179.49(17) . . . . ?
S002 S001 C00F C00A -158.94(14) . . . . ?
S002 S001 C00F C00K 21.23(18) . . . . ?
S002 C00H C00L C00N -177.9(2) . . . . ?
O003 C009 C00B O004 120.6(2) . . . . ?
O003 C009 C00B C00A -55.9(3) . . . . ?
O006 C00C C00G O005 114.3(3) . . . . ?
O006 C00C C00G C00E -62.8(3) . . . . ?
N007 C00C C00G O005 -64.1(3) . . . . ?
N007 C00C C00G C00E 118.8(2) . . . . ?
N007 C00P C1 C2A -70.9(6) . . . . ?
N007 C00P C1A C2 56.9(9) . . . . ?
N008 C009 C00B O004 -56.6(3) . . . . ?
N008 C009 C00B C00A 126.9(2) . . . . ?
N008 C00Q C00S C00T 176.4(3) . . . . ?
C009 N008 C00Q C00S 123.4(3) . . . . ?
C00A C00D C00I C00M -1.0(3) . . . . ?
C00A C00D C00I C00R -179.0(2) . . . . ?
C00A C00F C00K C00M -0.3(3) . . . . ?
C00B C00A C00D C00I -177.98(19) . . . . ?
C00B C00A C00F S001 -1.2(2) . . . . ?
C00B C00A C00F C00K 178.64(18) . . . . ?
C00C N007 C00P C1 139.6(3) . . . . ?
C00C N007 C00P C1A 90.0(6) . . . . ?
C00D C00A C00B O004 156.5(2) . . . . ?
C00D C00A C00B C009 -27.2(3) . . . . ?
C00D C00A C00F S001 -179.65(14) . . . . ?
C00D C00A C00F C00K 0.2(3) . . . . ?
C00D C00I C00M C00K 0.8(3) . . . . ?
C00E C00H C00L C00N 1.0(4) . . . . ?
C00E C00J C00O C00N -0.5(4) . . . . ?
C00E C00J C00O C00U -179.9(3) . . . . ?
C00F C00A C00B O004 -22.0(3) . . . . ?
C00F C00A C00B C009 154.35(18) . . . . ?
C00F C00A C00D C00I 0.5(3) . . . . ?
C00F C00K C00M C00I -0.2(3) . . . . ?
C00G C00E C00H S002 -5.3(3) . . . . ?
C00G C00E C00H C00L 175.9(2) . . . . ?
C00G C00E C00J C00O -176.1(2) . . . . ?
C00H C00E C00G O005 -19.0(3) . . . . ?
C00H C00E C00G C00C 157.98(19) . . . . ?
C00H C00E C00J C00O 1.9(3) . . . . ?
C00H C00L C00N C00O 0.4(4) . . . . ?
C00J C00E C00G O005 158.9(2) . . . . ?
C00J C00E C00G C00C -24.1(3) . . . . ?
C00J C00E C00H S002 176.82(17) . . . . ?
C00J C00E C00H C00L -2.1(3) . . . . ?
C00L C00N C00O C00J -0.7(4) . . . . ?
C00L C00N C00O C00U 178.7(3) . . . . ?
C00P N007 C00C O006 4.1(4) . . . . ?
C00P N007 C00C C00G -177.6(2) . . . . ?
C00P C1 C2A C3A -178.2(8) . . . . ?
C00Q N008 C009 O003 3.1(4) . . . . ?
C00Q N008 C009 C00B -179.9(2) . . . . ?
C00Q C00S C00T C00W 178.1(3) . . . . ?
C00R C00I C00M C00K 178.8(2) . . . . ?
C3 C2 C1A C00P -146.3(9) . . . . ?

_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 1.577
_oxdiff_exptl_absorpt_empirical_full_min 0.760
