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

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

data_rt277
_database_code_depnum_ccdc_archive 'CCDC 2047104'
loop_
_audit_author_name
_audit_author_address
'Takashi Koike'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2020-11-30 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2020-05-29
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H20 F N O3 S2'
_chemical_formula_sum            'C21 H20 F N O3 S2'
_chemical_formula_weight         417.50
_chemical_melting_point          ?
_chemical_oxdiff_formula         C21H20FNO3S2
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                   22.1286(7)
_cell_length_b                   5.7699(2)
_cell_length_c                   15.7586(5)
_cell_angle_alpha                90
_cell_angle_beta                 106.416(3)
_cell_angle_gamma                90
_cell_volume                     1930.03(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    27113
_cell_measurement_temperature    93
_cell_measurement_theta_max      76.3960
_cell_measurement_theta_min      4.2030
_shelx_estimated_absorpt_T_max   0.864
_shelx_estimated_absorpt_T_min   0.523
_exptl_absorpt_coefficient_mu    2.782
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81272
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (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    1.437
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.054
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0528
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            48671
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.274
_diffrn_reflns_theta_min         4.165
_diffrn_ambient_temperature      93.0
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     92.00 177.00   0.50    0.40    --  104.61  24.00 108.00  170
  2  ω     35.00 112.00   0.50    0.10    --   46.57  24.00 108.00  154
  3  ω     32.00  64.00   0.50    0.40    --  104.61 -61.00 120.00   64
  4  ω    -16.00  44.00   0.50    0.10    --   46.57 -37.00 150.00  120
  5  ω     33.00  72.00   0.50    0.40    --  104.61 -61.00   0.00   78
  6  ω    110.00 162.00   0.50    0.40    --  104.61  45.00-150.00  104
  7  ω    -15.00  11.00   0.50    0.10    --   46.57 -24.00 -56.00   52
  8  ω     52.00  99.00   0.50    0.40    --  104.61 -94.00-120.00   94
  9  ω     34.00  76.00   0.50    0.40    --  104.61 -94.00 -90.00   84
 10  ω    -24.00   1.00   0.50    0.10    --  -46.57  24.00 108.00   50
 11  ω    -98.00 -72.00   0.50    0.40    -- -102.00  77.00   0.00   52
 12  ω    -64.00 -29.00   0.50    0.40    -- -102.00  61.00  90.00   70
 13  ω    -67.00 -29.00   0.50    0.40    -- -102.00  61.00  60.00   76
 14  ω    -56.00 -29.00   0.50    0.40    -- -102.00  61.00  30.00   54
 15  ω    -64.00 -32.00   0.50    0.40    -- -102.00  77.00   0.00   64
 16  ω    -69.00 -43.00   0.50    0.40    -- -102.00  61.00   0.00   52
 17  ω    -68.00 -41.00   0.50    0.40    -- -102.00  61.00 -90.00   54
 18  ω    -65.00 -29.00   0.50    0.40    -- -102.00  61.00 -60.00   72
 19  ω    -65.00 -35.00   0.50    0.40    -- -102.00  61.00-120.00   60
 20  ω    -69.00 -30.00   0.50    0.40    -- -102.00  61.00-150.00   78
 21  ω    -69.00 -44.00   0.50    0.40    -- -102.00  61.00-180.00   50
 22  ω   -103.00 -40.00   0.50    0.10    --  -46.57 -24.00 -56.00  126
 23  ω   -133.00 -89.00   0.50    0.40    -- -102.00 -24.00 -56.00   88
 24  ω   -115.00 -86.00   0.50    0.10    --  -46.57-125.00  30.00   58
 25  ω    -63.00 -37.00   0.50    0.10    --  -46.57 -41.00 160.63   52
 26  ω    -91.00 -35.00   0.50    0.10    --  -46.57 -37.00-150.00  112
 27  ω    -72.00 -34.00   0.50    0.10    --  -46.57 -46.00 -29.00   76
 28  ω    -76.00 -35.00   0.50    0.10    --  -46.57 -43.00  66.99   82
 29  ω     24.00  53.00   0.50    0.10    --   46.57  77.00 120.00   58
 30  ω     89.00 115.00   0.50    0.10    --   46.57  77.00-180.00   52
 31  ω     26.00  61.00   0.50    0.10    --   46.57  77.00   0.00   70
 32  ω     37.00 115.00   0.50    0.10    --   46.57  37.00-180.00  156
 33  ω     25.00  52.00   0.50    0.10    --   46.57  77.00  30.00   54
 34  ω     24.00  56.00   0.50    0.10    --   46.57  77.00 -60.00   64
 35  ω     25.00  60.00   0.50    0.10    --   46.57  77.00 150.00   70
 36  ω     22.00  86.00   0.50    0.10    --   46.57-125.00  30.00  128
 37  ω     24.00  59.00   0.50    0.10    --   46.57  77.00 -30.00   70
 38  ω     25.00  66.00   0.50    0.10    --   46.57  77.00-180.00   82
 39  ω     33.00  61.00   0.50    0.10    --   46.57  57.00-120.00   56
 40  ω     24.00 103.00   0.50    0.10    --   46.57  77.00-120.00  158
 41  ω     33.00  58.00   0.50    0.10    --   46.57  57.00   0.00   50
 42  ω     18.00  88.00   0.50    0.10    --   46.57-125.00-150.00  140
 43  ω     24.00  64.00   0.50    0.10    --   46.57  77.00  60.00   80
 44  ω   -173.00 -86.00   0.50    0.40    -- -102.00 -59.00  60.07  174
 45  ω   -170.00-144.00   0.50    0.40    -- -102.00 -72.00   0.93   52
 46  ω   -104.00 -79.00   0.50    0.40    -- -102.00 -78.00  39.60   50
 47  ω   -105.00 -79.00   0.50    0.40    -- -102.00 -76.00-109.89   52
 48  ω   -173.00-147.00   0.50    0.40    -- -102.00 -78.00  39.60   52
 49  ω   -107.00 -81.00   0.50    0.40    -- -102.00 -72.00 135.96   52
 50  ω   -106.00 -79.00   0.50    0.40    -- -102.00 -79.00 -97.06   54
 51  ω   -106.00 -80.00   0.50    0.40    -- -102.00 -74.00 -34.11   52
 52  ω   -107.00 -81.00   0.50    0.40    -- -102.00 -72.00   0.93   52
 53  ω   -174.00-148.00   0.50    0.40    -- -102.00 -62.00 -39.80   52
 54  ω   -162.00 -85.00   0.50    0.40    -- -102.00 -61.00 -90.00  154
 55  ω   -107.00 -81.00   0.50    0.40    -- -102.00 -72.00 108.98   52
 56  ω   -105.00 -79.00   0.50    0.40    -- -102.00 -77.00  72.46   52
 57  ω   -122.00 -88.00   0.50    0.40    -- -102.00 -50.00  -9.04   68
 58  ω   -118.00 -85.00   0.50    0.40    -- -102.00 -61.00-150.00   66
 59  ω   -170.00-136.00   0.50    0.40    -- -102.00 -72.00 108.98   68
 60  ω   -110.00 -84.00   0.50    0.40    -- -102.00 -64.00 139.42   52
 61  ω   -104.00 -78.00   0.50    0.40    -- -102.00 -80.00  58.48   52
 62  ω   -108.00 -81.00   0.50    0.40    -- -102.00 -72.00 160.30   54
 63  ω   -133.00 -83.00   0.50    0.40    -- -102.00 -67.00 161.50  100
 64  ω   -167.00-140.00   0.50    0.40    -- -102.00 -80.00  58.48   54
 65  ω   -105.00 -80.00   0.50    0.40    -- -102.00 -75.00 -98.01   50
 66  ω   -104.00 -78.00   0.50    0.40    -- -102.00 -80.00 130.41   52
 67  ω   -162.00-137.00   0.50    0.40    -- -102.00 -80.00 130.41   50
 68  ω   -130.00 -79.00   0.50    0.40    -- -102.00 -77.00 -60.00  102
 69  ω   -113.00 -86.00   0.50    0.40    -- -102.00 -61.00  90.00   54
 70  ω   -167.00-129.00   0.50    0.40    -- -102.00 -74.00 -13.78   76
 71  ω   -108.00 -80.00   0.50    0.40    -- -102.00 -74.00 -13.78   56
 72  ω   -111.00 -79.00   0.50    0.40    -- -102.00 -77.00-180.00   64
 73  ω   -156.00-129.00   0.50    0.40    -- -102.00 -77.00  90.00   54
 74  ω   -104.00 -79.00   0.50    0.40    -- -102.00 -77.00  90.00   50
 75  ω   -159.00 -85.00   0.50    0.40    -- -102.00 -61.00-180.00  148
 76  ω   -166.00 -85.00   0.50    0.40    -- -102.00 -61.00 -60.00  162
 77  ω   -111.00 -79.00   0.50    0.40    -- -102.00 -77.00-120.00   64
 78  ω   -107.00 -80.00   0.50    0.40    -- -102.00 -74.00-155.71   54
 79  ω   -133.00 -87.00   0.50    0.40    -- -102.00 -55.00-107.27   92
 80  ω   -171.00-145.00   0.50    0.40    -- -102.00 -74.00-155.71   52
 81  ω   -166.00-141.00   0.50    0.40    -- -102.00 -75.00 -98.01   50
 82  ω   -110.00 -85.00   0.50    0.40    -- -102.00 -61.00   0.00   50
 83  ω   -172.00 -85.00   0.50    0.40    -- -102.00 -61.00  30.00  174
 84  ω   -136.00 -79.00   0.50    0.40    -- -102.00 -77.00  60.00  114
 85  ω   -105.00 -79.00   0.50    0.40    -- -102.00 -76.00-172.12   52
 86  ω   -105.00 -79.00   0.50    0.40    -- -102.00 -77.00  30.00   52
 87  ω   -105.00 -79.00   0.50    0.40    -- -102.00 -77.00 -90.00   52
 88  ω   -110.00 -85.00   0.50    0.40    -- -102.00 -62.00 -39.80   50
 89  ω   -105.00 -79.00   0.50    0.40    -- -102.00 -77.00-150.00   52
 90  ω   -136.00-110.00   0.50    0.40    -- -102.00 -77.00-150.00   52
 91  ω   -172.00-146.00   0.50    0.40    -- -102.00 -55.00-107.27   52
 92  ω   -105.00 -79.00   0.50    0.40    -- -102.00 -77.00   0.00   52
 93  ω   -152.00 -89.00   0.50    0.40    -- -102.00 -45.00-180.00  126
 94  ω     33.00 104.00   0.50    0.40    --  104.61 -94.00  90.00  142
 95  ω     78.00 104.00   0.50    0.40    --  104.61 -94.00   0.00   52
 96  ω     33.00 104.00   0.50    0.40    --  104.61 -94.00 -60.00  142
 97  ω     70.00 105.00   0.50    0.40    --  104.61 -77.00 -60.00   70
 98  ω     34.00  60.00   0.50    0.40    --  104.61 -77.00 -60.00   52
 99  ω     79.00 105.00   0.50    0.40    --  104.61 -77.00  90.00   52
100  ω     44.00  70.00   0.50    0.40    --  104.61 -77.00  90.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0695707000
_diffrn_orient_matrix_UB_12      -0.0742938000
_diffrn_orient_matrix_UB_13      0.0332905000
_diffrn_orient_matrix_UB_21      0.0015111000
_diffrn_orient_matrix_UB_22      -0.0360669000
_diffrn_orient_matrix_UB_23      -0.0962979000
_diffrn_orient_matrix_UB_31      0.0206691000
_diffrn_orient_matrix_UB_32      0.2536749000
_diffrn_orient_matrix_UB_33      -0.0039393000
_diffrn_oxdiff_digest_frames     
;
01be8a550bd2ed6ca7c72ae836e397e2540004186e9
;
_diffrn_oxdiff_digest_hkl        
;
013705b80824340b0b48519d092adfde72a0b0
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode 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                3719
_reflns_number_total             3925
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (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         0.483
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3925
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0347
_refine_ls_restrained_S_all      1.066
_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)+(0.0532P)²+1.1604P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.0966
_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 Ternary CH refined with riding coordinates:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C14(H14), C19(H19), C10(H10), C17(H17), C13(H13), C16(H16),
 C11(H11), C12(H12), C4(H4), C5(H5), C8(H8), C6(H6), C7(H7)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_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
S1 S 0.71804(2) 0.56433(6) 0.58124(2) 0.02125(11) Uani 1 1 d . . . . .
S2 S 0.83703(2) 0.66001(7) 0.56167(2) 0.02354(12) Uani 1 1 d . . . . .
F1 F 0.61769(5) 0.35323(19) 0.57853(6) 0.0332(2) Uani 1 1 d . . . . .
O3 O 0.68862(5) 0.7898(2) 0.57234(8) 0.0266(3) Uani 1 1 d . . . . .
O1 O 0.82522(6) 0.9017(2) 0.57338(8) 0.0296(3) Uani 1 1 d . . . . .
O2 O 0.86653(6) 0.5959(2) 0.49484(8) 0.0317(3) Uani 1 1 d . . . . .
N1 N 0.77094(6) 0.5118(2) 0.53699(8) 0.0235(3) Uani 1 1 d . . . . .
C20 C 0.91227(8) 0.3368(3) 0.66798(11) 0.0257(3) Uani 1 1 d . . . . .
H20 H 0.911462 0.256341 0.615064 0.031 Uiso 1 1 calc R . . . .
C9 C 0.73949(7) 0.4832(3) 0.69421(10) 0.0229(3) Uani 1 1 d . . . . .
C15 C 0.88236(7) 0.5500(3) 0.66459(10) 0.0234(3) Uani 1 1 d . . . . .
C14 C 0.76924(8) 0.2712(3) 0.71959(10) 0.0244(3) Uani 1 1 d . . . . .
H14 H 0.777141 0.168000 0.676959 0.029 Uiso 1 1 calc R . . . .
C3 C 0.57115(8) 0.2504(3) 0.39687(10) 0.0247(3) Uani 1 1 d . . . . .
C19 C 0.94330(8) 0.2433(3) 0.74981(11) 0.0262(3) Uani 1 1 d . . . . .
H19 H 0.964563 0.099226 0.752529 0.031 Uiso 1 1 calc R . . . .
C10 C 0.72654(8) 0.6374(3) 0.75482(11) 0.0255(3) Uani 1 1 d . . . . .
H10 H 0.705211 0.779178 0.735728 0.031 Uiso 1 1 calc R . . . .
C2 C 0.62681(8) 0.4102(3) 0.43297(11) 0.0267(3) Uani 1 1 d . . . . .
H2A H 0.612111 0.572869 0.429821 0.032 Uiso 1 1 calc R . . . .
H2B H 0.656664 0.396045 0.396835 0.032 Uiso 1 1 calc R . . . .
C17 C 0.91465(8) 0.5735(3) 0.82332(11) 0.0257(3) Uani 1 1 d . . . . .
H17 H 0.915692 0.654931 0.876117 0.031 Uiso 1 1 calc R . . . .
C13 C 0.78707(8) 0.2147(3) 0.80908(11) 0.0275(3) Uani 1 1 d . . . . .
H13 H 0.807015 0.070442 0.828145 0.033 Uiso 1 1 calc R . . . .
C16 C 0.88412(8) 0.6711(3) 0.74203(11) 0.0240(3) Uani 1 1 d . . . . .
H16 H 0.864620 0.818770 0.739059 0.029 Uiso 1 1 calc R . . . .
C1 C 0.65975(8) 0.3466(3) 0.52835(10) 0.0246(3) Uani 1 1 d . . . . .
H1 H 0.679702 0.190088 0.531769 0.030 Uiso 1 1 calc R . . . .
C18 C 0.94386(8) 0.3575(3) 0.82862(11) 0.0257(3) Uani 1 1 d . . . . .
C11 C 0.74563(8) 0.5783(3) 0.84402(11) 0.0284(4) Uani 1 1 d . . . . .
H11 H 0.737985 0.681839 0.886707 0.034 Uiso 1 1 calc R . . . .
C12 C 0.77570(8) 0.3695(3) 0.87087(11) 0.0285(4) Uani 1 1 d . . . . .
H12 H 0.788748 0.331142 0.931982 0.034 Uiso 1 1 calc R . . . .
C4 C 0.57790(8) 0.0438(3) 0.35480(11) 0.0271(3) Uani 1 1 d . . . . .
H4 H 0.617397 0.005563 0.345813 0.032 Uiso 1 1 calc R . . . .
C5 C 0.52714(8) -0.1069(3) 0.32583(11) 0.0291(4) Uani 1 1 d . . . . .
H5 H 0.531927 -0.246031 0.296168 0.035 Uiso 1 1 calc R . . . .
C8 C 0.51253(8) 0.3042(3) 0.40847(11) 0.0290(4) Uani 1 1 d . . . . .
H8 H 0.506998 0.447030 0.435355 0.035 Uiso 1 1 calc R . . . .
C6 C 0.46953(8) -0.0548(3) 0.34006(11) 0.0313(4) Uani 1 1 d . . . . .
H6 H 0.435276 -0.159979 0.321735 0.038 Uiso 1 1 calc R . . . .
C7 C 0.46227(8) 0.1523(4) 0.38132(12) 0.0332(4) Uani 1 1 d . . . . .
H7 H 0.422886 0.189458 0.390879 0.040 Uiso 1 1 calc R . . . .
C21 C 0.97416(9) 0.2453(3) 0.91678(12) 0.0351(4) Uani 1 1 d . . . . .
H21A H 0.978940 0.078702 0.908359 0.053 Uiso 1 1 calc GR . . . .
H21B H 0.947567 0.269550 0.956277 0.053 Uiso 1 1 calc GR . . . .
H21C H 1.015682 0.314606 0.943020 0.053 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
S1 O3 1.4435(12) . ?
S1 N1 1.5524(13) . ?
S1 C9 1.7709(16) . ?
S1 C1 1.8246(17) . ?
S2 O1 1.4402(13) . ?
S2 O2 1.4354(12) . ?
S2 N1 1.6432(14) . ?
S2 C15 1.7662(16) . ?
F1 C1 1.3816(18) . ?
C20 H20 0.9500 . ?
C20 C15 1.391(2) . ?
C20 C19 1.387(2) . ?
C9 C14 1.393(2) . ?
C9 C10 1.393(2) . ?
C15 C16 1.397(2) . ?
C14 H14 0.9500 . ?
C14 C13 1.391(2) . ?
C3 C2 1.515(2) . ?
C3 C4 1.392(2) . ?
C3 C8 1.395(2) . ?
C19 H19 0.9500 . ?
C19 C18 1.403(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.391(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.518(2) . ?
C17 H17 0.9500 . ?
C17 C16 1.388(2) . ?
C17 C18 1.396(2) . ?
C13 H13 0.9500 . ?
C13 C12 1.396(2) . ?
C16 H16 0.9500 . ?
C1 H1 1.0000 . ?
C18 C21 1.507(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(3) . ?
C12 H12 0.9500 . ?
C4 H4 0.9500 . ?
C4 C5 1.392(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.388(3) . ?
C8 H8 0.9500 . ?
C8 C7 1.385(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.391(3) . ?
C7 H7 0.9500 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

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
O3 S1 N1 120.59(7) . . ?
O3 S1 C9 108.74(7) . . ?
O3 S1 C1 109.56(8) . . ?
N1 S1 C9 112.21(7) . . ?
N1 S1 C1 100.71(7) . . ?
C9 S1 C1 103.37(7) . . ?
O1 S2 N1 110.65(7) . . ?
O1 S2 C15 107.86(7) . . ?
O2 S2 O1 118.70(8) . . ?
O2 S2 N1 104.54(7) . . ?
O2 S2 C15 108.85(8) . . ?
N1 S2 C15 105.48(7) . . ?
S1 N1 S2 121.72(9) . . ?
C15 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C19 C20 C15 119.00(15) . . ?
C14 C9 S1 119.43(12) . . ?
C10 C9 S1 118.16(13) . . ?
C10 C9 C14 122.41(15) . . ?
C20 C15 S2 119.58(12) . . ?
C20 C15 C16 120.88(15) . . ?
C16 C15 S2 119.39(13) . . ?
C9 C14 H14 120.9 . . ?
C13 C14 C9 118.18(15) . . ?
C13 C14 H14 120.9 . . ?
C4 C3 C2 120.97(15) . . ?
C4 C3 C8 118.82(16) . . ?
C8 C3 C2 120.16(15) . . ?
C20 C19 H19 119.4 . . ?
C20 C19 C18 121.22(16) . . ?
C18 C19 H19 119.4 . . ?
C9 C10 H10 120.9 . . ?
C11 C10 C9 118.29(16) . . ?
C11 C10 H10 120.9 . . ?
C3 C2 H2A 109.7 . . ?
C3 C2 H2B 109.7 . . ?
C3 C2 C1 109.67(13) . . ?
H2A C2 H2B 108.2 . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
C16 C17 H17 119.5 . . ?
C16 C17 C18 120.94(15) . . ?
C18 C17 H17 119.5 . . ?
C14 C13 H13 119.9 . . ?
C14 C13 C12 120.11(16) . . ?
C12 C13 H13 119.9 . . ?
C15 C16 H16 120.3 . . ?
C17 C16 C15 119.31(15) . . ?
C17 C16 H16 120.3 . . ?
S1 C1 H1 110.7 . . ?
F1 C1 S1 102.89(10) . . ?
F1 C1 C2 110.32(13) . . ?
F1 C1 H1 110.7 . . ?
C2 C1 S1 111.43(11) . . ?
C2 C1 H1 110.7 . . ?
C19 C18 C21 120.29(16) . . ?
C17 C18 C19 118.59(15) . . ?
C17 C18 C21 121.11(16) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.33(16) . . ?
C12 C11 H11 119.8 . . ?
C13 C12 H12 119.7 . . ?
C11 C12 C13 120.65(15) . . ?
C11 C12 H12 119.7 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.38(16) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.32(16) . . ?
C6 C5 H5 119.8 . . ?
C3 C8 H8 119.6 . . ?
C7 C8 C3 120.89(17) . . ?
C7 C8 H8 119.6 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C7 119.60(16) . . ?
C7 C6 H6 120.2 . . ?
C8 C7 C6 119.95(16) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 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
S1 C9 C14 C13 178.32(12) . . . . ?
S1 C9 C10 C11 -177.43(12) . . . . ?
S2 C15 C16 C17 173.77(12) . . . . ?
O3 S1 N1 S2 59.95(12) . . . . ?
O3 S1 C9 C14 -179.63(12) . . . . ?
O3 S1 C9 C10 -0.52(15) . . . . ?
O3 S1 C1 F1 -64.03(12) . . . . ?
O3 S1 C1 C2 54.17(13) . . . . ?
O1 S2 N1 S1 -38.93(12) . . . . ?
O1 S2 C15 C20 -165.61(13) . . . . ?
O1 S2 C15 C16 18.73(15) . . . . ?
O2 S2 N1 S1 -167.82(9) . . . . ?
O2 S2 C15 C20 -35.58(15) . . . . ?
O2 S2 C15 C16 148.75(13) . . . . ?
N1 S1 C9 C14 -43.66(15) . . . . ?
N1 S1 C9 C10 135.45(13) . . . . ?
N1 S1 C1 F1 167.88(10) . . . . ?
N1 S1 C1 C2 -73.92(13) . . . . ?
N1 S2 C15 C20 76.12(14) . . . . ?
N1 S2 C15 C16 -99.55(14) . . . . ?
C20 C15 C16 C17 -1.8(2) . . . . ?
C20 C19 C18 C17 -2.7(2) . . . . ?
C20 C19 C18 C21 175.92(15) . . . . ?
C9 S1 N1 S2 -70.18(12) . . . . ?
C9 S1 C1 F1 51.75(12) . . . . ?
C9 S1 C1 C2 169.95(12) . . . . ?
C9 C14 C13 C12 -0.7(2) . . . . ?
C9 C10 C11 C12 -1.1(2) . . . . ?
C15 S2 N1 S1 77.46(11) . . . . ?
C15 C20 C19 C18 1.3(2) . . . . ?
C14 C9 C10 C11 1.7(2) . . . . ?
C14 C13 C12 C11 1.2(3) . . . . ?
C3 C2 C1 S1 -169.72(11) . . . . ?
C3 C2 C1 F1 -56.09(18) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C3 C8 C7 C6 -1.5(3) . . . . ?
C19 C20 C15 S2 -174.62(12) . . . . ?
C19 C20 C15 C16 1.0(2) . . . . ?
C10 C9 C14 C13 -0.8(2) . . . . ?
C10 C11 C12 C13 -0.3(3) . . . . ?
C2 C3 C4 C5 176.81(15) . . . . ?
C2 C3 C8 C7 -175.49(16) . . . . ?
C16 C17 C18 C19 1.8(2) . . . . ?
C16 C17 C18 C21 -176.80(16) . . . . ?
C1 S1 N1 S2 -179.54(9) . . . . ?
C1 S1 C9 C14 64.01(14) . . . . ?
C1 S1 C9 C10 -116.88(13) . . . . ?
C18 C17 C16 C15 0.4(2) . . . . ?
C4 C3 C2 C1 -90.37(18) . . . . ?
C4 C3 C8 C7 2.0(2) . . . . ?
C4 C5 C6 C7 1.8(3) . . . . ?
C5 C6 C7 C8 -0.5(3) . . . . ?
C8 C3 C2 C1 87.11(19) . . . . ?
C8 C3 C4 C5 -0.7(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 1.413
_oxdiff_exptl_absorpt_empirical_full_min 0.601
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone/MeOH'
####################################################################### 
# 
# 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_rt217
_database_code_depnum_ccdc_archive 'CCDC 2047107'
loop_
_audit_author_name
_audit_author_address
'Takashi Koike'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2020-11-30 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2020-02-28
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H13 F O3'
_chemical_formula_sum            'C12 H13 F O3'
_chemical_formula_weight         224.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         C12H13FO3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   26.0397(16)
_cell_length_b                   5.8337(3)
_cell_length_c                   7.1864(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.629(6)
_cell_angle_gamma                90
_cell_volume                     1086.41(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5576
_cell_measurement_temperature    93
_cell_measurement_theta_max      74.5700
_cell_measurement_theta_min      3.4420
_shelx_estimated_absorpt_T_max   0.976
_shelx_estimated_absorpt_T_min   0.933
_exptl_absorpt_coefficient_mu    0.919
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (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    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             472
_exptl_crystal_size_max          0.077
_exptl_crystal_size_mid          0.054
_exptl_crystal_size_min          0.026
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            23370
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.462
_diffrn_reflns_theta_min         3.411
_diffrn_ambient_temperature      93
_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 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -50.00   8.00   0.50    2.00    --  -46.57  77.00  -3.00  116
  2  ω    -68.00 -30.00   0.50    4.00    -- -102.00  61.00-150.00   76
  3  ω    -65.00 -37.00   0.50    4.00    -- -102.00  61.00-180.00   56
  4  ω    -64.00 -38.00   0.50    4.00    -- -102.00  61.00 -30.00   52
  5  ω    -68.00 -31.00   0.50    4.00    -- -102.00  61.00  60.00   74
  6  ω    -64.00 -39.00   0.50    4.00    -- -102.00  61.00 150.00   50
  7  ω    -96.00 -30.00   0.50    4.00    -- -102.00  77.00  -3.00  132
  8  ω   -119.00 -52.00   0.50    2.00    --  -46.57 -77.00-129.00  134
  9  ω    -16.00  58.00   0.50    2.00    --   46.57 -77.00-129.00  148
 10  ω     40.00  91.00   0.50    2.00    --   46.57-125.00-180.00  102
 11  ω     47.00  93.00   0.50    4.00    --  104.75 -77.00-129.00   92
 12  ω     93.00 152.00   0.50    4.00    --  104.75  30.00 -90.00  118
 13  ω     99.00 171.00   0.50    4.00    --  104.75  30.00 -60.00  144
 14  ω     83.00 173.00   0.50    4.00    --  104.75  77.00  -3.00  180
 15  ω     33.00 100.00   0.50    4.00    --  104.75-125.00  90.00  134
 16  ω   -119.00 -80.00   0.50    2.00    --  -46.57-125.00  30.00   78
 17  ω   -151.00-126.00   0.50    4.00    -- -102.00 -77.00-129.00   50
 18  ω    -75.00 -34.00   0.50    2.00    --  -46.57 -37.00 -90.00   82
 19  ω    -63.00 -32.00   0.50    2.00    --  -46.57 -57.00-150.00   62
 20  ω    -22.00  11.00   0.50    2.00    --  -46.57  19.00 150.00   66
 21  ω     33.00 101.00   0.50    2.00    --   46.57  57.00   0.00  136
 22  ω     26.00  85.00   0.50    2.00    --   46.57  77.00  60.00  118
 23  ω     41.00  66.00   0.50    2.00    --   46.57  37.00  90.00   50
 24  ω     24.00  61.00   0.50    2.00    --   46.57  77.00-120.00   74
 25  ω     44.00  90.00   0.50    2.00    --   46.57  37.00 -30.00   92
 26  ω     41.00  71.00   0.50    2.00    --   46.57  19.00-180.00   60
 27  ω     90.00 119.00   0.50    2.00    --   46.57  77.00-120.00   58
 28  ω     26.00  76.00   0.50    2.00    --   46.57  77.00   0.00  100
 29  ω     24.00  58.00   0.50    2.00    --   46.57  77.00 -60.00   68
 30  ω     24.00  61.00   0.50    2.00    --   46.57  77.00-180.00   74
 31  ω     25.00  63.00   0.50    2.00    --   46.57  77.00 150.00   76
 32  ω     24.00  71.00   0.50    2.00    --   46.57  77.00  90.00   94
 33  ω   -105.00 -79.00   0.50    4.00    -- -102.00 -77.00 150.00   52
 34  ω   -110.00 -79.00   0.50    4.00    -- -102.00 -77.00-150.00   62
 35  ω   -165.00-140.00   0.50    4.00    -- -102.00 -74.00 124.10   50
 36  ω   -105.00 -79.00   0.50    4.00    -- -102.00 -76.00  92.46   52
 37  ω   -112.00 -79.00   0.50    4.00    -- -102.00 -77.00-120.00   66
 38  ω   -173.00 -88.00   0.50    4.00    -- -102.00 -51.00 152.76  170
 39  ω   -146.00-119.00   0.50    4.00    -- -102.00 -77.00 150.00   54
 40  ω   -110.00 -85.00   0.50    4.00    -- -102.00 -61.00  30.00   50
 41  ω   -132.00 -83.00   0.50    4.00    -- -102.00 -70.00 -15.83   98
 42  ω   -160.00-135.00   0.50    4.00    -- -102.00 -77.00  60.00   50
 43  ω   -107.00 -81.00   0.50    4.00    -- -102.00 -77.00  60.00   52
 44  ω   -165.00-138.00   0.50    4.00    -- -102.00 -84.00-117.86   54
 45  ω   -105.00 -80.00   0.50    4.00    -- -102.00 -84.00-117.86   50
 46  ω   -111.00 -85.00   0.50    4.00    -- -102.00 -62.00   4.16   52
 47  ω   -163.00-137.00   0.50    4.00    -- -102.00 -61.00  30.00   52
 48  ω   -134.00 -85.00   0.50    4.00    -- -102.00 -64.00  87.33   98
 49  ω   -110.00 -84.00   0.50    4.00    -- -102.00 -65.00   2.43   52
 50  ω   -115.00 -90.00   0.50    4.00    -- -102.00 -51.00 114.33   50
 51  ω   -110.00 -85.00   0.50    4.00    -- -102.00 -61.00 -90.00   50
 52  ω   -124.00 -81.00   0.50    4.00    -- -102.00 -74.00 112.87   86
 53  ω   -144.00-118.00   0.50    4.00    -- -102.00 -65.00   2.43   52
 54  ω   -131.00 -93.00   0.50    4.00    -- -102.00 -47.00  55.13   76
 55  ω   -111.00 -85.00   0.50    4.00    -- -102.00 -61.00-120.00   52
 56  ω   -115.00 -85.00   0.50    4.00    -- -102.00 -64.00-171.13   60
 57  ω   -105.00 -79.00   0.50    4.00    -- -102.00 -78.00-158.91   52
 58  ω   -111.00 -85.00   0.50    4.00    -- -102.00 -61.00  13.57   52
 59  ω   -110.00 -84.00   0.50    4.00    -- -102.00 -65.00  28.55   52
 60  ω   -105.00 -79.00   0.50    4.00    -- -102.00 -77.00 -30.00   52
 61  ω   -141.00-116.00   0.50    4.00    -- -102.00 -61.00-120.00   50
 62  ω   -112.00 -85.00   0.50    4.00    -- -102.00 -62.00 -63.04   54
 63  ω   -105.00 -79.00   0.50    4.00    -- -102.00 -77.00 -60.00   52
 64  ω   -173.00-146.00   0.50    4.00    -- -102.00 -78.00-158.91   54
 65  ω   -166.00-140.00   0.50    4.00    -- -102.00 -61.00 -90.00   52
 66  ω   -115.00 -80.00   0.50    4.00    -- -102.00 -77.00   0.00   70
 67  ω   -105.00 -79.00   0.50    4.00    -- -102.00 -76.00 -17.61   52
 68  ω   -105.00 -79.00   0.50    4.00    -- -102.00 -77.00 -90.00   52
 69  ω   -114.00 -83.00   0.50    4.00    -- -102.00 -68.00 -94.46   62
 70  ω   -105.00 -80.00   0.50    4.00    -- -102.00 -74.00 124.10   50
 71  ω   -115.00 -89.00   0.50    4.00    -- -102.00 -49.00 -70.20   52
 72  ω   -144.00 -90.00   0.50    4.00    -- -102.00 -52.00-134.72  108
 73  ω   -161.00-135.00   0.50    4.00    -- -102.00 -51.00 114.33   52
 74  ω    125.00 150.00   0.50    4.00    --  104.75  77.00 120.00   50
 75  ω     82.00 121.00   0.50    4.00    --  104.75  77.00 120.00   78
 76  ω    127.00 163.00   0.50    4.00    --  104.75  61.00 150.00   72
 77  ω     88.00 122.00   0.50    4.00    --  104.75  61.00 150.00   68
 78  ω     56.00 111.00   0.50    4.00    --  104.75-125.00-120.00  110
 79  ω     71.00 106.00   0.50    4.00    --  104.75 -94.00 120.00   70
 80  ω     59.00  86.00   0.50    4.00    --  104.75 -94.00-150.00   54
 81  ω     38.00  64.00   0.50    4.00    --  104.75 -94.00 120.00   52
 82  ω     80.00 106.00   0.50    4.00    --  104.75 -94.00 -30.00   52
 83  ω     76.00 106.00   0.50    4.00    --  104.75 -96.00   2.54   60
 84  ω    124.00 176.00   0.50    4.00    --  104.75  68.00  53.62  104
 85  ω     87.00 121.00   0.50    4.00    --  104.75  68.00  53.62   68
 86  ω     81.00 106.00   0.50    4.00    --  104.75 -94.00-120.00   50
 87  ω     35.00  60.00   0.50    4.00    --  104.75 -94.00-120.00   50
 88  ω     33.00 109.00   0.50    4.00    --  104.75-125.00 120.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0044530000
_diffrn_orient_matrix_UB_12      -0.0872787000
_diffrn_orient_matrix_UB_13      0.2002768000
_diffrn_orient_matrix_UB_21      0.0328911000
_diffrn_orient_matrix_UB_22      0.2035473000
_diffrn_orient_matrix_UB_23      0.0790843000
_diffrn_orient_matrix_UB_31      -0.0492881000
_diffrn_orient_matrix_UB_32      0.1437628000
_diffrn_orient_matrix_UB_33      0.0093350000
_diffrn_oxdiff_digest_frames     
;
016a66f8ce3ab09370dabd71fb9152553000027c301
;
_diffrn_oxdiff_digest_hkl        
;
01aaa6c5030e41244503224697c8846e1693a6
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode 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                2029
_reflns_number_total             2243
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (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         0.590
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     147
_refine_ls_number_reflns         2243
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0971
_refine_ls_R_factor_gt           0.0885
_refine_ls_restrained_S_all      1.158
_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)+(0.0720P)²+2.4269P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2101
_refine_ls_wR_factor_ref         0.2156
_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 Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C7(H7), C6(H6)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C1(H1A,H1B,H1C)
;
_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
O3 O 0.10107(9) 0.1328(4) 0.7696(4) 0.0352(6) Uani 1 1 d . . . . .
O2 O 0.07102(9) 0.4903(4) 0.7458(4) 0.0424(7) Uani 1 1 d . . . . .
O1 O 0.32323(10) 0.8369(4) 0.6255(4) 0.0411(7) Uani 1 1 d . . . . .
F1 F 0.40522(11) 0.5341(5) 0.4621(4) 0.0668(8) Uani 1 1 d . . . . .
C8 C 0.16122(12) 0.4267(5) 0.7390(4) 0.0260(7) Uani 1 1 d . . . . .
C9 C 0.20202(12) 0.2795(5) 0.7936(4) 0.0269(7) Uani 1 1 d . . . . .
H9 H 0.195314 0.132905 0.843485 0.032 Uiso 1 1 calc R . . . .
C5 C 0.26218(12) 0.5615(5) 0.7010(4) 0.0268(7) Uani 1 1 d . . . . .
C10 C 0.25214(12) 0.3456(5) 0.7755(4) 0.0275(7) Uani 1 1 d . . . . .
H10 H 0.279871 0.244871 0.813437 0.033 Uiso 1 1 calc R . . . .
C7 C 0.17098(12) 0.6428(5) 0.6660(5) 0.0280(7) Uani 1 1 d . . . . .
H7 H 0.143264 0.744399 0.629949 0.034 Uiso 1 1 calc R . . . .
C11 C 0.10641(12) 0.3592(5) 0.7524(5) 0.0278(7) Uani 1 1 d . . . . .
C6 C 0.22116(13) 0.7074(5) 0.6466(5) 0.0292(7) Uani 1 1 d . . . . .
H6 H 0.227787 0.853339 0.595345 0.035 Uiso 1 1 calc R . . . .
C4 C 0.31604(13) 0.6429(6) 0.6798(5) 0.0312(7) Uani 1 1 d . . . . .
C12 C 0.04847(13) 0.0517(6) 0.7719(6) 0.0377(9) Uani 1 1 d . . . . .
H12A H 0.027913 0.100965 0.657316 0.057 Uiso 1 1 calc GR . . . .
H12B H 0.033579 0.115451 0.880767 0.057 Uiso 1 1 calc GR . . . .
H12C H 0.048375 -0.116039 0.779108 0.057 Uiso 1 1 calc GR . . . .
C3 C 0.36034(13) 0.4808(6) 0.7270(5) 0.0348(8) Uani 1 1 d . . . . .
H3A H 0.365031 0.459744 0.864338 0.042 Uiso 1 1 calc R . . . .
H3B H 0.351271 0.329826 0.670130 0.042 Uiso 1 1 calc R . . . .
C2 C 0.41068(14) 0.5583(7) 0.6623(6) 0.0425(9) Uani 1 1 d . . . . .
H2 H 0.417597 0.721875 0.698049 0.051 Uiso 1 1 calc R . . . .
C1 C 0.45501(15) 0.4124(8) 0.7313(8) 0.0574(12) Uani 1 1 d . . . . .
H1A H 0.446440 0.251168 0.705708 0.086 Uiso 1 1 calc GR . . . .
H1B H 0.462729 0.434577 0.866332 0.086 Uiso 1 1 calc GR . . . .
H1C H 0.485212 0.454887 0.667573 0.086 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
O3 C11 1.335(4) . ?
O3 C12 1.451(4) . ?
O2 C11 1.195(4) . ?
O1 C4 1.218(4) . ?
F1 C2 1.439(5) . ?
C8 C9 1.393(4) . ?
C8 C7 1.398(4) . ?
C8 C11 1.493(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.379(5) . ?
C5 C10 1.403(4) . ?
C5 C6 1.391(5) . ?
C5 C4 1.503(4) . ?
C10 H10 0.9500 . ?
C7 H7 0.9500 . ?
C7 C6 1.380(5) . ?
C6 H6 0.9500 . ?
C4 C3 1.504(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C2 1.503(5) . ?
C2 H2 1.0000 . ?
C2 C1 1.480(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?

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
C11 O3 C12 115.5(2) . . ?
C9 C8 C7 120.0(3) . . ?
C9 C8 C11 121.8(3) . . ?
C7 C8 C11 118.2(3) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 C8 120.3(3) . . ?
C10 C9 H9 119.9 . . ?
C10 C5 C4 122.2(3) . . ?
C6 C5 C10 119.3(3) . . ?
C6 C5 C4 118.5(3) . . ?
C9 C10 C5 120.0(3) . . ?
C9 C10 H10 120.0 . . ?
C5 C10 H10 120.0 . . ?
C8 C7 H7 120.2 . . ?
C6 C7 C8 119.5(3) . . ?
C6 C7 H7 120.2 . . ?
O3 C11 C8 112.1(3) . . ?
O2 C11 O3 123.4(3) . . ?
O2 C11 C8 124.5(3) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 C5 120.8(3) . . ?
C7 C6 H6 119.6 . . ?
O1 C4 C5 120.0(3) . . ?
O1 C4 C3 121.2(3) . . ?
C5 C4 C3 118.8(3) . . ?
O3 C12 H12A 109.5 . . ?
O3 C12 H12B 109.5 . . ?
O3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C4 C3 H3A 108.6 . . ?
C4 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C2 C3 C4 114.5(3) . . ?
C2 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
F1 C2 C3 106.0(3) . . ?
F1 C2 H2 110.4 . . ?
F1 C2 C1 106.0(3) . . ?
C3 C2 H2 110.4 . . ?
C1 C2 C3 113.5(3) . . ?
C1 C2 H2 110.4 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
O1 C4 C3 C2 -12.8(5) . . . . ?
C8 C9 C10 C5 -0.3(5) . . . . ?
C8 C7 C6 C5 -0.9(5) . . . . ?
C9 C8 C7 C6 0.8(5) . . . . ?
C9 C8 C11 O3 -17.6(4) . . . . ?
C9 C8 C11 O2 163.6(3) . . . . ?
C5 C4 C3 C2 167.3(3) . . . . ?
C10 C5 C6 C7 0.4(5) . . . . ?
C10 C5 C4 O1 -175.4(3) . . . . ?
C10 C5 C4 C3 4.5(5) . . . . ?
C7 C8 C9 C10 -0.2(5) . . . . ?
C7 C8 C11 O3 161.2(3) . . . . ?
C7 C8 C11 O2 -17.6(5) . . . . ?
C11 C8 C9 C10 178.6(3) . . . . ?
C11 C8 C7 C6 -178.1(3) . . . . ?
C6 C5 C10 C9 0.2(5) . . . . ?
C6 C5 C4 O1 3.9(5) . . . . ?
C6 C5 C4 C3 -176.2(3) . . . . ?
C4 C5 C10 C9 179.4(3) . . . . ?
C4 C5 C6 C7 -178.9(3) . . . . ?
C4 C3 C2 F1 -71.6(4) . . . . ?
C4 C3 C2 C1 172.4(4) . . . . ?
C12 O3 C11 O2 2.5(5) . . . . ?
C12 O3 C11 C8 -176.3(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 1.315
_oxdiff_exptl_absorpt_empirical_full_min 0.748
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: MeOH'
####################################################################### 
# 
# 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_rt064
_database_code_depnum_ccdc_archive 'CCDC 2047106'
loop_
_audit_author_name
_audit_author_address
'Takashi Koike'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2020-11-30 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2020-02-29
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H42 N2'
_chemical_formula_sum            'C42 H42 N2'
_chemical_formula_weight         574.77
_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'
N N 0.0311 0.0180 '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                   17.060(2)
_cell_length_b                   10.1206(8)
_cell_length_c                   19.139(2)
_cell_angle_alpha                90
_cell_angle_beta                 98.606(11)
_cell_angle_gamma                90
_cell_volume                     3267.2(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2503
_cell_measurement_temperature    93
_cell_measurement_theta_max      71.3220
_cell_measurement_theta_min      4.6590
_shelx_estimated_absorpt_T_max   0.987
_shelx_estimated_absorpt_T_min   0.838
_exptl_absorpt_coefficient_mu    0.508
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59168
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.72a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.169
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.361
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.026
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1195
_diffrn_reflns_av_unetI/netI     0.1034
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22964
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.360
_diffrn_reflns_theta_min         3.238
_diffrn_ambient_temperature      93
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 119.00   0.50    6.00    --   46.20  30.00 -17.00  168
  2  ω    152.00 178.00   0.50   13.00    --  104.61  30.00 -17.00   52
  3  ω     92.00 120.00   0.50   13.00    --  104.61  30.00 -17.00   56
  4  ω     38.00  65.00   0.50   13.00    --  104.61 -61.00 120.00   54
  5  ω     41.00 108.00   0.50   13.00    --  104.61-125.00 150.00  134
  6  ω     34.00  73.00   0.50   13.00    --  104.61 -61.00 -90.00   78
  7  ω     32.00  98.00   0.50   13.00    --  104.61 -94.00-150.00  132
  8  ω     32.00  72.00   0.50   13.00    --  104.61 -61.00-120.00   80
  9  ω     32.00  58.00   0.50   13.00    --  104.61 -61.00-150.00   52
 10  ω    -20.00   5.00   0.50    6.00    --   46.20 -30.00-178.00   50
 11  ω    -29.00   9.00   0.50    6.00    --  -46.20  30.00 -17.00   76
 12  ω    -13.00  27.00   0.50    6.00    --  -46.20  37.00  60.00   80
 13  ω    -39.00  23.00   0.50    6.00    --  -46.20  37.00 120.00  124
 14  ω    -59.00 -31.00   0.50   13.00    -- -102.00  61.00  30.00   56
 15  ω    -60.00 -33.00   0.50   13.00    -- -102.00  61.00   0.00   54
 16  ω    -65.00 -40.00   0.50   13.00    -- -102.00  61.00 -30.00   50
 17  ω    -62.00 -35.00   0.50   13.00    -- -102.00  61.00 -90.00   54
 18  ω    -48.00  10.00   0.50    6.00    --  -46.20  57.00 -90.00  116
 19  ω    -64.00 -29.00   0.50   13.00    -- -102.00  61.00-180.00   70
 20  ω    -98.00 -72.00   0.50    6.00    --  -46.20 -30.00-178.00   52
 21  ω    -61.00 -29.00   0.50   13.00    -- -102.00  61.00 150.00   64
 22  ω    -67.00 -38.00   0.50   13.00    -- -102.00  61.00 120.00   58
 23  ω    -69.00 -34.00   0.50   13.00    -- -102.00  61.00  90.00   70
 24  ω    -66.00 -29.00   0.50   13.00    -- -102.00  61.00  60.00   74
 25  ω   -175.00 -89.00   0.50   13.00    -- -102.00 -30.00-178.00  172
 26  ω   -171.00 -91.00   0.50   13.00    -- -102.00 -45.00  90.00  160
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0906450000
_diffrn_orient_matrix_UB_12      0.0077439000
_diffrn_orient_matrix_UB_13      0.0208139000
_diffrn_orient_matrix_UB_21      0.0073897000
_diffrn_orient_matrix_UB_22      0.0579232000
_diffrn_orient_matrix_UB_23      -0.0731691000
_diffrn_orient_matrix_UB_31      -0.0080904000
_diffrn_orient_matrix_UB_32      0.1405381000
_diffrn_orient_matrix_UB_33      0.0290787000
_diffrn_oxdiff_digest_frames     
;
013933dbeda400d61c54df1cc2f8554e7e000257f8c
;
_diffrn_oxdiff_digest_hkl        
;
01d0fde241e3affc8fcaa56e01ce7809c58651
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode 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                3390
_reflns_number_total             6521
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.72a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.72a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.72a (Rigaku OD, 2020)'
_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         -0.343
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         6521
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1681
_refine_ls_R_factor_gt           0.0958
_refine_ls_restrained_S_all      1.024
_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)+(0.1568P)²+1.6104P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2462
_refine_ls_wR_factor_ref         0.2998
_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
2.a Aromatic/amide H refined with riding coordinates:
 C21(H21), C35(H35), C19(H19), C22(H22), C12(H12), C16(H16), C18(H18),
 C37(H37), C9(H9), C6(H6), C34(H34), C31(H31), C2(H2), C38(H38), C15(H15),
 C13(H13), C32(H32), C28(H28), C8(H8), C7(H7), C30(H30), C14(H14), C29(H29),
 C3(H3)
2.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C41(H41A,H41B,H41C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C), C42(H42A,H42B,H42C), C40(H40A,H40B,H40C)
;
_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
N1 N 0.7469(2) 0.8096(4) 0.08576(18) 0.0408(9) Uani 1 1 d . . . . .
N2 N 0.6178(2) 0.8196(4) 0.34342(19) 0.0429(9) Uani 1 1 d . . . . .
C20 C 0.9978(3) 0.8552(4) 0.1257(2) 0.0377(10) Uani 1 1 d . . . . .
C36 C 0.8003(3) 0.8535(4) 0.5202(2) 0.0374(10) Uani 1 1 d . . . . .
C33 C 0.6764(3) 0.8295(4) 0.4047(2) 0.0380(10) Uani 1 1 d . . . . .
C17 C 0.8306(3) 0.8242(4) 0.0955(2) 0.0391(10) Uani 1 1 d . . . . .
C21 C 0.9503(3) 0.9438(4) 0.0829(2) 0.0395(10) Uani 1 1 d . . . . .
H21 H 0.974868 1.016332 0.063339 0.047 Uiso 1 1 calc R . . . .
C1 C 0.7115(3) 0.8101(4) 0.1496(2) 0.0382(10) Uani 1 1 d . . . . .
C27 C 0.5373(3) 0.8467(4) 0.3443(2) 0.0378(10) Uani 1 1 d . . . . .
C35 C 0.7370(3) 0.9435(4) 0.5093(2) 0.0404(10) Uani 1 1 d . . . . .
H35 H 0.735986 1.014027 0.541918 0.048 Uiso 1 1 calc R . . . .
C23 C 1.0874(3) 0.8720(4) 0.1425(2) 0.0421(11) Uani 1 1 d . . . . .
C19 C 0.9590(3) 0.7471(4) 0.1516(2) 0.0430(11) Uani 1 1 d . . . . .
H19 H 0.989108 0.682505 0.179919 0.052 Uiso 1 1 calc R . . . .
C22 C 0.8681(3) 0.9307(4) 0.0676(2) 0.0412(10) Uani 1 1 d . . . . .
H22 H 0.837694 0.993746 0.038354 0.049 Uiso 1 1 calc R . . . .
C11 C 0.6984(3) 0.8355(4) 0.0201(2) 0.0401(10) Uani 1 1 d . . . . .
C5 C 0.6324(3) 0.7033(4) 0.2314(2) 0.0374(10) Uani 1 1 d . . . . .
C39 C 0.8681(3) 0.8727(4) 0.5815(2) 0.0435(11) Uani 1 1 d . . . . .
C12 C 0.7297(3) 0.8243(4) -0.0439(2) 0.0419(10) Uani 1 1 d . . . . .
H12 H 0.783941 0.802624 -0.043331 0.050 Uiso 1 1 calc R . . . .
C16 C 0.6187(3) 0.8664(4) 0.0169(2) 0.0430(10) Uani 1 1 d . . . . .
H16 H 0.596538 0.874161 0.059390 0.052 Uiso 1 1 calc R . . . .
C18 C 0.8781(3) 0.7338(4) 0.1366(2) 0.0427(11) Uani 1 1 d . . . . .
H18 H 0.853735 0.659746 0.155038 0.051 Uiso 1 1 calc R . . . .
C37 C 0.7987(3) 0.7499(4) 0.4715(2) 0.0436(11) Uani 1 1 d . . . . .
H37 H 0.840122 0.686247 0.476875 0.052 Uiso 1 1 calc R . . . .
C10 C 0.6650(3) 0.7002(4) 0.1664(2) 0.0391(10) Uani 1 1 d . . . . .
C9 C 0.6520(3) 0.5878(4) 0.1230(2) 0.0388(10) Uani 1 1 d . . . . .
H9 H 0.671560 0.586070 0.079086 0.047 Uiso 1 1 calc R . . . .
C6 C 0.5896(3) 0.5926(4) 0.2496(2) 0.0403(10) Uani 1 1 d . . . . .
H6 H 0.566994 0.593996 0.292047 0.048 Uiso 1 1 calc R . . . .
C34 C 0.6761(3) 0.9338(4) 0.4531(2) 0.0396(10) Uani 1 1 d . . . . .
H34 H 0.634411 0.996920 0.447304 0.047 Uiso 1 1 calc R . . . .
C31 C 0.4251(3) 0.8602(5) 0.4073(2) 0.0464(11) Uani 1 1 d . . . . .
H31 H 0.404276 0.853620 0.450487 0.056 Uiso 1 1 calc R . . . .
C2 C 0.7275(3) 0.9132(4) 0.1961(2) 0.0424(11) Uani 1 1 d . . . . .
H2 H 0.760818 0.983351 0.185681 0.051 Uiso 1 1 calc R . . . .
C38 C 0.7374(3) 0.7396(4) 0.4157(2) 0.0426(11) Uani 1 1 d . . . . .
H38 H 0.737465 0.667793 0.383795 0.051 Uiso 1 1 calc R . . . .
C15 C 0.5710(3) 0.8860(5) -0.0476(2) 0.0479(12) Uani 1 1 d . . . . .
H15 H 0.516547 0.907140 -0.048815 0.057 Uiso 1 1 calc R . . . .
C13 C 0.6809(3) 0.8449(4) -0.1074(2) 0.0459(11) Uani 1 1 d . . . . .
H13 H 0.702580 0.838048 -0.150145 0.055 Uiso 1 1 calc R . . . .
C4 C 0.6483(3) 0.8145(4) 0.2768(2) 0.0396(10) Uani 1 1 d . . . . .
C32 C 0.5039(3) 0.8360(4) 0.4067(2) 0.0443(11) Uani 1 1 d . . . . .
H32 H 0.536528 0.811461 0.449356 0.053 Uiso 1 1 calc R . . . .
C28 C 0.4869(3) 0.8825(4) 0.2829(2) 0.0443(11) Uani 1 1 d . . . . .
H28 H 0.507845 0.891111 0.239849 0.053 Uiso 1 1 calc R . . . .
C8 C 0.6115(3) 0.4809(4) 0.1431(2) 0.0432(11) Uani 1 1 d . . . . .
H8 H 0.604728 0.404775 0.113821 0.052 Uiso 1 1 calc R . . . .
C7 C 0.5799(3) 0.4832(4) 0.2073(2) 0.0434(11) Uani 1 1 d . . . . .
H7 H 0.551837 0.408789 0.220959 0.052 Uiso 1 1 calc R . . . .
C30 C 0.3755(3) 0.8938(5) 0.3466(3) 0.0515(12) Uani 1 1 d . . . . .
H30 H 0.320704 0.908590 0.347451 0.062 Uiso 1 1 calc R . . . .
C14 C 0.6022(3) 0.8750(5) -0.1104(2) 0.0475(12) Uani 1 1 d . . . . .
H14 H 0.569584 0.888031 -0.154612 0.057 Uiso 1 1 calc R . . . .
C29 C 0.4071(3) 0.9059(5) 0.2836(3) 0.0471(11) Uani 1 1 d . . . . .
H29 H 0.373764 0.930067 0.241235 0.057 Uiso 1 1 calc R . . . .
C3 C 0.6946(3) 0.9153(5) 0.2592(2) 0.0456(11) Uani 1 1 d . . . . .
H3 H 0.704918 0.988544 0.290229 0.055 Uiso 1 1 calc R . . . .
C26 C 1.1246(3) 0.8038(5) 0.0841(3) 0.0542(13) Uani 1 1 d . . . . .
H26A H 1.109523 0.710298 0.081901 0.081 Uiso 1 1 calc GR . . . .
H26B H 1.182419 0.811367 0.094444 0.081 Uiso 1 1 calc GR . . . .
H26C H 1.105618 0.846080 0.038667 0.081 Uiso 1 1 calc GR . . . .
C41 C 0.9337(3) 0.7734(5) 0.5822(3) 0.0558(13) Uani 1 1 d . . . . .
H41A H 0.912786 0.684346 0.587300 0.084 Uiso 1 1 calc GR . . . .
H41B H 0.975592 0.792008 0.621882 0.084 Uiso 1 1 calc GR . . . .
H41C H 0.955634 0.779132 0.537758 0.084 Uiso 1 1 calc GR . . . .
C24 C 1.1222(3) 0.8127(5) 0.2138(3) 0.0533(13) Uani 1 1 d . . . . .
H24A H 1.094349 0.848678 0.250811 0.080 Uiso 1 1 calc GR . . . .
H24B H 1.178673 0.834964 0.224428 0.080 Uiso 1 1 calc GR . . . .
H24C H 1.116036 0.716445 0.212026 0.080 Uiso 1 1 calc GR . . . .
C25 C 1.1113(3) 1.0189(5) 0.1432(3) 0.0557(13) Uani 1 1 d . . . . .
H25A H 1.095949 1.056681 0.095982 0.084 Uiso 1 1 calc GR . . . .
H25B H 1.168856 1.026689 0.156809 0.084 Uiso 1 1 calc GR . . . .
H25C H 1.084444 1.066838 0.177273 0.084 Uiso 1 1 calc GR . . . .
C42 C 0.9037(4) 1.0117(5) 0.5753(3) 0.0603(14) Uani 1 1 d . . . . .
H42A H 0.927672 1.016980 0.531985 0.090 Uiso 1 1 calc GR . . . .
H42B H 0.944300 1.028239 0.616310 0.090 Uiso 1 1 calc GR . . . .
H42C H 0.861673 1.078161 0.573795 0.090 Uiso 1 1 calc GR . . . .
C40 C 0.8356(4) 0.8656(7) 0.6522(3) 0.0664(16) Uani 1 1 d . . . . .
H40A H 0.795230 0.934100 0.653388 0.100 Uiso 1 1 calc GR . . . .
H40B H 0.878981 0.879611 0.691267 0.100 Uiso 1 1 calc GR . . . .
H40C H 0.811917 0.778463 0.657073 0.100 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
N1 C17 1.418(6) . ?
N1 C1 1.442(5) . ?
N1 C11 1.422(6) . ?
N2 C33 1.427(6) . ?
N2 C27 1.402(6) . ?
N2 C4 1.448(5) . ?
C20 C21 1.389(6) . ?
C20 C23 1.524(7) . ?
C20 C19 1.407(6) . ?
C36 C35 1.404(6) . ?
C36 C39 1.532(7) . ?
C36 C37 1.400(6) . ?
C33 C34 1.405(6) . ?
C33 C38 1.374(6) . ?
C17 C22 1.399(6) . ?
C17 C18 1.386(7) . ?
C21 C22 1.396(7) . ?
C1 C10 1.431(6) . ?
C1 C2 1.372(6) . ?
C27 C32 1.403(6) . ?
C27 C28 1.396(7) . ?
C35 C34 1.383(7) . ?
C23 C26 1.529(6) . ?
C23 C24 1.529(7) . ?
C23 C25 1.541(7) . ?
C19 C18 1.373(7) . ?
C11 C12 1.412(6) . ?
C11 C16 1.388(6) . ?
C5 C10 1.436(5) . ?
C5 C6 1.410(6) . ?
C5 C4 1.423(6) . ?
C39 C41 1.504(7) . ?
C39 C42 1.544(7) . ?
C39 C40 1.539(6) . ?
C12 C13 1.382(7) . ?
C16 C15 1.387(7) . ?
C37 C38 1.382(7) . ?
C10 C9 1.407(6) . ?
C9 C8 1.369(6) . ?
C6 C7 1.367(6) . ?
C31 C32 1.367(7) . ?
C31 C30 1.373(7) . ?
C2 C3 1.405(6) . ?
C15 C14 1.391(6) . ?
C13 C14 1.368(7) . ?
C4 C3 1.363(6) . ?
C28 C29 1.384(7) . ?
C8 C7 1.413(6) . ?
C30 C29 1.398(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
C17 N1 C1 115.4(4) . . ?
C17 N1 C11 122.5(3) . . ?
C11 N1 C1 119.1(4) . . ?
C33 N2 C4 115.2(4) . . ?
C27 N2 C33 122.9(3) . . ?
C27 N2 C4 119.9(4) . . ?
C21 C20 C23 122.0(4) . . ?
C21 C20 C19 116.5(4) . . ?
C19 C20 C23 121.5(4) . . ?
C35 C36 C39 120.5(4) . . ?
C37 C36 C35 116.7(4) . . ?
C37 C36 C39 122.8(4) . . ?
C34 C33 N2 121.5(4) . . ?
C38 C33 N2 120.1(4) . . ?
C38 C33 C34 118.3(4) . . ?
C22 C17 N1 122.6(4) . . ?
C18 C17 N1 119.8(4) . . ?
C18 C17 C22 117.6(4) . . ?
C20 C21 C22 122.8(4) . . ?
C10 C1 N1 120.4(4) . . ?
C2 C1 N1 119.0(4) . . ?
C2 C1 C10 120.5(4) . . ?
C32 C27 N2 121.2(4) . . ?
C28 C27 N2 121.4(4) . . ?
C28 C27 C32 117.3(4) . . ?
C34 C35 C36 122.8(4) . . ?
C20 C23 C26 108.0(4) . . ?
C20 C23 C24 112.8(4) . . ?
C20 C23 C25 111.5(4) . . ?
C26 C23 C24 109.1(4) . . ?
C26 C23 C25 107.7(4) . . ?
C24 C23 C25 107.7(4) . . ?
C18 C19 C20 120.9(4) . . ?
C21 C22 C17 119.7(4) . . ?
C12 C11 N1 120.5(4) . . ?
C16 C11 N1 121.2(4) . . ?
C16 C11 C12 118.3(4) . . ?
C6 C5 C10 118.6(4) . . ?
C6 C5 C4 122.4(4) . . ?
C4 C5 C10 118.9(4) . . ?
C36 C39 C42 108.5(4) . . ?
C36 C39 C40 109.7(4) . . ?
C41 C39 C36 113.4(4) . . ?
C41 C39 C42 108.0(4) . . ?
C41 C39 C40 109.1(4) . . ?
C40 C39 C42 107.9(4) . . ?
C13 C12 C11 119.7(4) . . ?
C15 C16 C11 120.8(4) . . ?
C19 C18 C17 122.5(4) . . ?
C38 C37 C36 120.5(4) . . ?
C1 C10 C5 118.5(4) . . ?
C9 C10 C1 122.6(4) . . ?
C9 C10 C5 118.8(4) . . ?
C8 C9 C10 121.0(4) . . ?
C7 C6 C5 121.2(4) . . ?
C35 C34 C33 119.3(4) . . ?
C32 C31 C30 121.3(4) . . ?
C1 C2 C3 120.2(4) . . ?
C33 C38 C37 122.5(4) . . ?
C16 C15 C14 120.5(5) . . ?
C14 C13 C12 121.9(4) . . ?
C5 C4 N2 120.3(4) . . ?
C3 C4 N2 119.3(4) . . ?
C3 C4 C5 120.3(4) . . ?
C31 C32 C27 121.2(5) . . ?
C29 C28 C27 121.3(4) . . ?
C9 C8 C7 120.4(4) . . ?
C6 C7 C8 120.0(4) . . ?
C31 C30 C29 118.9(5) . . ?
C13 C14 C15 118.8(5) . . ?
C28 C29 C30 120.0(5) . . ?
C4 C3 C2 121.5(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 1.624
_oxdiff_exptl_absorpt_empirical_full_min 0.552
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2/MeOH'
####################################################################### 
# 
# 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_rt052
_database_code_depnum_ccdc_archive 'CCDC 2047105'
loop_
_audit_author_name
_audit_author_address
'Takashi Koike'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2020-11-30 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_audit_creation_date             2020-02-18
_audit_creation_method           
;
Olex2 1.2
(compiled May 18 2018 14:05:52 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C15 H16 F N O3 S2)'
_chemical_formula_sum            'C30 H32 F2 N2 O6 S4'
_chemical_formula_weight         682.81
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C15H16FNO3S2
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      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   15.5254(2)
_cell_length_b                   5.72610(10)
_cell_length_c                   34.5954(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3075.53(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    55654
_cell_measurement_temperature    93
_cell_measurement_theta_max      76.4350
_cell_measurement_theta_min      5.0670
_shelx_estimated_absorpt_T_max   0.900
_shelx_estimated_absorpt_T_min   0.646
_exptl_absorpt_coefficient_mu    3.351
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.79720
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.68a (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    1.475
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.143
_exptl_crystal_size_mid          0.057
_exptl_crystal_size_min          0.032
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0172
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            75912
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.241
_diffrn_reflns_theta_min         5.114
_diffrn_ambient_temperature      93.0
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     32.00 121.00   0.50    0.22    --   46.70  12.00  54.00  178
  2  ω    108.00 156.00   0.50    0.88    --  104.75  45.00 -30.00   96
  3  ω     93.00 161.00   0.50    0.88    --  104.75  12.00  54.00  136
  4  ω     52.00 108.00   0.50    0.88    --  104.75-133.00  28.00  112
  5  ω     43.00  73.00   0.50    0.88    --  104.75 -61.00  90.00   60
  6  ω     47.00  96.00   0.50    0.22    --   46.70-136.00-149.00   98
  7  ω     36.00  72.00   0.50    0.88    --  104.75 -61.00-180.00   72
  8  ω    -24.00  20.00   0.50    0.22    --  -46.70  19.00-150.00   88
  9  ω    -63.00 -37.00   0.50    0.88    -- -102.00 115.00-162.00   52
 10  ω   -106.00 -67.00   0.50    0.88    -- -102.00 115.00-162.00   78
 11  ω    -67.00 -33.00   0.50    0.88    -- -102.00  61.00 150.00   68
 12  ω    -53.00 -27.00   0.50    0.22    --  -46.70 -70.00 127.04   52
 13  ω    -96.00 -34.00   0.50    0.22    --  -46.70 -37.00-180.00  124
 14  ω    -24.00  13.00   0.50    0.22    --  -46.70  19.00-180.00   74
 15  ω    -61.00 -34.00   0.50    0.22    --  -46.70 -41.00 -44.04   54
 16  ω    -86.00 -35.00   0.50    0.22    --  -46.70 -40.00 109.98  102
 17  ω    -94.00 -35.00   0.50    0.22    --  -46.70 -37.00-120.00  118
 18  ω   -108.00 -69.00   0.50    0.22    --  -46.70 -41.00 -44.04   78
 19  ω     24.00  58.00   0.50    0.22    --   46.70  77.00  30.00   68
 20  ω     24.00  62.00   0.50    0.22    --   46.70  77.00-120.00   76
 21  ω     24.00  79.00   0.50    0.22    --   46.70  77.00 -30.00  110
 22  ω     31.00  94.00   0.50    0.22    --   46.70-125.00  60.00  126
 23  ω     24.00  63.00   0.50    0.22    --   46.70  77.00  60.00   78
 24  ω     93.00 119.00   0.50    0.22    --   46.70  77.00 120.00   52
 25  ω     24.00  71.00   0.50    0.22    --   46.70  77.00-180.00   94
 26  ω     24.00  88.00   0.50    0.22    --   46.70  77.00  90.00  128
 27  ω     24.00  88.00   0.50    0.22    --   46.70  77.00 120.00  128
 28  ω     24.00  55.00   0.50    0.22    --   46.70  77.00 -90.00   62
 29  ω     20.00  72.00   0.50    0.22    --   46.70-125.00   0.00  104
 30  ω     24.00  67.00   0.50    0.22    --   46.70  77.00 -60.00   86
 31  ω   -106.00 -79.00   0.50    0.88    -- -102.00 -76.00-167.35   54
 32  ω   -152.00-126.00   0.50    0.88    -- -102.00 -72.00  42.34   52
 33  ω   -137.00 -85.00   0.50    0.88    -- -102.00 -61.00 -90.00  104
 34  ω   -107.00 -78.00   0.50    0.88    -- -102.00 -79.00 144.94   58
 35  ω   -175.00-125.00   0.50    0.88    -- -102.00 -78.00 -62.03  100
 36  ω   -175.00-112.00   0.50    0.88    -- -102.00 -79.00 144.94  126
 37  ω   -171.00 -79.00   0.50    0.88    -- -102.00 -78.00-137.76  184
 38  ω   -162.00 -79.00   0.50    0.88    -- -102.00 -78.00  -8.85  166
 39  ω   -104.00 -79.00   0.50    0.88    -- -102.00 -78.00 -62.03   50
 40  ω   -117.00 -82.00   0.50    0.88    -- -102.00 -70.00 -29.20   70
 41  ω   -167.00 -79.00   0.50    0.88    -- -102.00 -77.00-121.04  176
 42  ω   -106.00 -81.00   0.50    0.88    -- -102.00 -73.00  -2.81   50
 43  ω   -137.00 -79.00   0.50    0.88    -- -102.00 -76.00-173.79  116
 44  ω   -111.00 -85.00   0.50    0.88    -- -102.00 -61.00  50.05   52
 45  ω   -137.00 -79.00   0.50    0.88    -- -102.00 -77.00  90.00  116
 46  ω   -173.00 -86.00   0.50    0.88    -- -102.00 -60.00 -67.22  174
 47  ω   -105.00 -79.00   0.50    0.88    -- -102.00 -77.00  30.00   52
 48  ω   -175.00-141.00   0.50    0.88    -- -102.00 -61.00  50.05   68
 49  ω   -105.00 -80.00   0.50    0.88    -- -102.00 -82.00 172.22   50
 50  ω   -103.00 -72.00   0.50    0.88    -- -102.00  77.00   0.00   62
 51  ω   -106.00 -81.00   0.50    0.88    -- -102.00 -73.00 -85.69   50
 52  ω   -174.00-137.00   0.50    0.88    -- -102.00 -77.00  30.00   74
 53  ω   -104.00 -79.00   0.50    0.88    -- -102.00 -76.00  37.58   50
 54  ω   -172.00 -78.00   0.50    0.88    -- -102.00 -79.00 169.93  188
 55  ω   -174.00 -79.00   0.50    0.88    -- -102.00 -77.00 177.34  190
 56  ω   -144.00 -89.00   0.50    0.88    -- -102.00 -51.00 -85.62  110
 57  ω   -103.00 -78.00   0.50    0.88    -- -102.00 -79.00 129.41   50
 58  ω   -105.00 -78.00   0.50    0.88    -- -102.00 -80.00-152.69   54
 59  ω   -105.00 -79.00   0.50    0.88    -- -102.00 -76.00  22.04   52
 60  ω   -105.00 -79.00   0.50    0.88    -- -102.00 -79.00 -93.17   52
 61  ω   -107.00 -82.00   0.50    0.88    -- -102.00 -69.00   3.74   50
 62  ω   -150.00-124.00   0.50    0.88    -- -102.00 -73.00 -85.69   52
 63  ω   -106.00 -80.00   0.50    0.88    -- -102.00 -77.00 -30.00   52
 64  ω   -155.00 -83.00   0.50    0.88    -- -102.00 -68.00-115.87  144
 65  ω   -103.00 -78.00   0.50    0.88    -- -102.00 -80.00-108.99   50
 66  ω   -104.00 -78.00   0.50    0.88    -- -102.00 -79.00 139.25   52
 67  ω   -136.00 -85.00   0.50    0.88    -- -102.00 -61.00 -60.00  102
 68  ω   -107.00 -81.00   0.50    0.88    -- -102.00 -73.00  98.57   52
 69  ω   -175.00-127.00   0.50    0.88    -- -102.00 -70.00 -29.20   96
 70  ω   -110.00 -79.00   0.50    0.88    -- -102.00 -77.00 150.00   62
 71  ω   -111.00 -85.00   0.50    0.88    -- -102.00 -61.00-149.16   52
 72  ω   -105.00 -79.00   0.50    0.88    -- -102.00 -77.00 -90.00   52
 73  ω   -106.00 -80.00   0.50    0.88    -- -102.00 -77.00 120.00   52
 74  ω   -165.00-123.00   0.50    0.88    -- -102.00 -79.00 139.25   84
 75  ω   -106.00 -81.00   0.50    0.88    -- -102.00 -72.00  42.34   50
 76  ω   -104.00 -79.00   0.50    0.88    -- -102.00 -77.00  60.00   50
 77  ω   -168.00 -85.00   0.50    0.88    -- -102.00 -61.00  90.00  166
 78  ω   -111.00 -85.00   0.50    0.88    -- -102.00 -61.00  60.00   52
 79  ω     32.00  78.00   0.50    0.88    --  104.75 -94.00-180.00   92
 80  ω     60.00 103.00   0.50    0.88    --  104.75-125.00  30.00   86
 81  ω     43.00  95.00   0.50    0.88    --  104.75 -94.00  30.00  104
 82  ω     37.00 100.00   0.50    0.88    --  104.75-125.00 -60.00  126
 83  ω     73.00 105.00   0.50    0.88    --  104.75 -94.00 120.00   64
 84  ω     32.00  64.00   0.50    0.88    --  104.75 -94.00 120.00   64
 85  ω     38.00 105.00   0.50    0.88    --  104.75 -94.00  60.00  134
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0456671000
_diffrn_orient_matrix_UB_12      0.0367919000
_diffrn_orient_matrix_UB_13      0.0390823000
_diffrn_orient_matrix_UB_21      -0.0881373000
_diffrn_orient_matrix_UB_22      -0.0223201000
_diffrn_orient_matrix_UB_23      -0.0201499000
_diffrn_orient_matrix_UB_31      0.0010629000
_diffrn_orient_matrix_UB_32      -0.2653883000
_diffrn_orient_matrix_UB_33      0.0071217000
_diffrn_oxdiff_digest_frames     
;
01d6e149a3cc72c36f1735642dc4a530bb00055bf68
;
_diffrn_oxdiff_digest_hkl        
;
0159b68c3cd317400965a103abbecabc08aec4
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.942
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.960
_reflns_number_gt                6165
_reflns_number_total             6261
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (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         0.424
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Flack x determined using 2900 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.158(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         6261
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0303
_refine_ls_restrained_S_all      1.082
_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)+(0.0373P)²+3.6371P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0842
_refine_ls_wR_factor_ref         0.0845
_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
2.a Ternary CH refined with riding coordinates:
 C1(H1), C16(H16)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C10(H10), C11(H11), C13(H13),
 C14(H14), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C25(H25), C26(H26),
  C28(H28), C29(H29)
2.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C30(H30A,H30B,H30C)
;
_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
S1 S 0.56068(5) 0.27248(15) 0.57299(2) 0.01380(18) Uani 1 1 d . . . . .
S2 S 0.50394(6) 0.41126(18) 0.64592(3) 0.0152(2) Uani 1 1 d . . . . .
F1 F 0.5885(2) 0.0040(4) 0.51531(10) 0.0265(7) Uani 1 1 d . . . . .
O1 O 0.5589(2) 0.4835(5) 0.54992(11) 0.0187(7) Uani 1 1 d . . . . .
O2 O 0.5266(2) 0.6467(5) 0.63523(9) 0.0214(6) Uani 1 1 d . . . . .
O3 O 0.42426(18) 0.3725(6) 0.66591(8) 0.0225(6) Uani 1 1 d . . . . .
N1 N 0.4988(2) 0.2424(6) 0.60791(9) 0.0149(7) Uani 1 1 d . . . . .
C1 C 0.5261(3) 0.0236(8) 0.54387(15) 0.0181(10) Uani 1 1 d . . . . .
H1 H 0.524164 -0.121371 0.559968 0.022 Uiso 1 1 calc R . . . .
C2 C 0.4393(3) 0.0702(9) 0.52599(13) 0.0246(9) Uani 1 1 d . . . . .
H2A H 0.397246 0.102885 0.546420 0.037 Uiso 1 1 calc GR . . . .
H2B H 0.420803 -0.067184 0.511267 0.037 Uiso 1 1 calc GR . . . .
H2C H 0.443342 0.205079 0.508660 0.037 Uiso 1 1 calc GR . . . .
C3 C 0.6688(2) 0.2128(7) 0.58592(11) 0.0156(7) Uani 1 1 d . . . . .
C4 C 0.7305(3) 0.3793(7) 0.57755(12) 0.0198(8) Uani 1 1 d . . . . .
H4 H 0.716254 0.516557 0.563522 0.024 Uiso 1 1 calc R . . . .
C5 C 0.8143(3) 0.3396(7) 0.59030(12) 0.0213(8) Uani 1 1 d . . . . .
H5 H 0.857892 0.451723 0.585069 0.026 Uiso 1 1 calc R . . . .
C6 C 0.8349(3) 0.1385(7) 0.61052(12) 0.0204(8) Uani 1 1 d . . . . .
H6 H 0.892087 0.114123 0.619435 0.025 Uiso 1 1 calc R . . . .
C7 C 0.7709(3) -0.0294(8) 0.61779(15) 0.0192(10) Uani 1 1 d . . . . .
H7 H 0.785186 -0.168980 0.631202 0.023 Uiso 1 1 calc R . . . .
C8 C 0.6881(3) 0.0074(7) 0.60562(17) 0.0178(10) Uani 1 1 d . . . . .
H8 H 0.644559 -0.105358 0.610538 0.021 Uiso 1 1 calc R . . . .
C9 C 0.5881(2) 0.2974(7) 0.67446(11) 0.0155(7) Uani 1 1 d . . . . .
C10 C 0.6666(3) 0.4140(7) 0.67607(11) 0.0168(8) Uani 1 1 d . . . . .
H10 H 0.673306 0.560955 0.663670 0.020 Uiso 1 1 calc R . . . .
C11 C 0.7352(3) 0.3148(7) 0.69589(11) 0.0192(8) Uani 1 1 d . . . . .
H11 H 0.788855 0.394163 0.696943 0.023 Uiso 1 1 calc R . . . .
C12 C 0.7259(3) 0.0990(7) 0.71430(11) 0.0186(8) Uani 1 1 d . . . . .
C13 C 0.6456(3) -0.0118(7) 0.71351(16) 0.0155(10) Uani 1 1 d . . . . .
H13 H 0.637708 -0.154877 0.726956 0.019 Uiso 1 1 calc R . . . .
C14 C 0.5772(2) 0.0858(8) 0.69321(11) 0.0163(8) Uani 1 1 d . . . . .
H14 H 0.523235 0.007724 0.692210 0.020 Uiso 1 1 calc R . . . .
C15 C 0.8024(4) -0.0166(8) 0.73390(18) 0.0274(13) Uani 1 1 d . . . . .
H15A H 0.846837 -0.050899 0.714607 0.041 Uiso 1 1 calc GR . . . .
H15B H 0.783700 -0.162308 0.746182 0.041 Uiso 1 1 calc GR . . . .
H15C H 0.825945 0.088685 0.753571 0.041 Uiso 1 1 calc GR . . . .
S3 S 0.30833(5) 0.24125(15) 0.42568(3) 0.01351(18) Uani 1 1 d . . . . .
S4 S 0.25305(6) 0.09241(17) 0.35318(3) 0.01455(19) Uani 1 1 d . . . . .
F2 F 0.3412(2) 0.5286(5) 0.48014(9) 0.0252(7) Uani 1 1 d . . . . .
O4 O 0.3041(2) 0.0364(6) 0.44980(11) 0.0189(7) Uani 1 1 d . . . . .
O5 O 0.17308(17) 0.1232(5) 0.33283(8) 0.0202(6) Uani 1 1 d . . . . .
O6 O 0.2767(2) -0.1399(5) 0.36495(8) 0.0197(6) Uani 1 1 d . . . . .
N2 N 0.2461(2) 0.2658(6) 0.39036(9) 0.0151(6) Uani 1 1 d . . . . .
C16 C 0.2763(3) 0.4988(6) 0.45293(16) 0.0178(10) Uani 1 1 d . . . . .
H16 H 0.272591 0.638086 0.435565 0.021 Uiso 1 1 calc R . . . .
C17 C 0.1917(3) 0.4564(9) 0.47254(13) 0.0251(10) Uani 1 1 d . . . . .
H17A H 0.147733 0.420680 0.453088 0.038 Uiso 1 1 calc GR . . . .
H17B H 0.174744 0.596290 0.486971 0.038 Uiso 1 1 calc GR . . . .
H17C H 0.197251 0.324338 0.490394 0.038 Uiso 1 1 calc GR . . . .
C18 C 0.4172(2) 0.2928(7) 0.41235(11) 0.0150(7) Uani 1 1 d . . . . .
C19 C 0.4779(3) 0.1214(7) 0.42073(11) 0.0170(8) Uani 1 1 d . . . . .
H19 H 0.462320 -0.014180 0.434940 0.020 Uiso 1 1 calc R . . . .
C20 C 0.5613(3) 0.1531(8) 0.40788(12) 0.0218(8) Uani 1 1 d . . . . .
H20 H 0.603642 0.037210 0.412879 0.026 Uiso 1 1 calc R . . . .
C21 C 0.5835(3) 0.3534(8) 0.38774(12) 0.0216(8) Uani 1 1 d . . . . .
H21 H 0.640945 0.372872 0.378905 0.026 Uiso 1 1 calc R . . . .
C22 C 0.5232(4) 0.5257(8) 0.38029(15) 0.0202(10) Uani 1 1 d . . . . .
H22 H 0.539890 0.664115 0.367141 0.024 Uiso 1 1 calc R . . . .
C23 C 0.4365(3) 0.4960(6) 0.39221(17) 0.0155(10) Uani 1 1 d . . . . .
H23 H 0.393711 0.609769 0.386699 0.019 Uiso 1 1 calc R . . . .
C24 C 0.3378(2) 0.2045(7) 0.32436(10) 0.0147(7) Uani 1 1 d . . . . .
C25 C 0.3260(3) 0.4175(8) 0.30543(11) 0.0189(8) Uani 1 1 d . . . . .
H25 H 0.272117 0.495754 0.306170 0.023 Uiso 1 1 calc R . . . .
C26 C 0.3954(4) 0.5115(7) 0.28550(16) 0.0204(11) Uani 1 1 d . . . . .
H26 H 0.388082 0.655338 0.272220 0.024 Uiso 1 1 calc R . . . .
C27 C 0.4755(3) 0.4017(7) 0.28433(11) 0.0185(8) Uani 1 1 d . . . . .
C28 C 0.4844(2) 0.1859(7) 0.30241(11) 0.0176(8) Uani 1 1 d . . . . .
H28 H 0.537924 0.105984 0.301082 0.021 Uiso 1 1 calc R . . . .
C29 C 0.4158(2) 0.0852(7) 0.32246(11) 0.0158(7) Uani 1 1 d . . . . .
H29 H 0.422302 -0.062512 0.334622 0.019 Uiso 1 1 calc R . . . .
C30 C 0.5506(4) 0.5166(8) 0.26493(18) 0.0263(12) Uani 1 1 d . . . . .
H30A H 0.546005 0.496012 0.236886 0.039 Uiso 1 1 calc GR . . . .
H30B H 0.604263 0.445450 0.274119 0.039 Uiso 1 1 calc GR . . . .
H30C H 0.550793 0.683691 0.271095 0.039 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
S1 O1 1.448(3) . ?
S1 N1 1.553(3) . ?
S1 C1 1.826(5) . ?
S1 C3 1.770(4) . ?
S2 O2 1.441(3) . ?
S2 O3 1.435(3) . ?
S2 N1 1.634(3) . ?
S2 C9 1.762(4) . ?
F1 C1 1.389(6) . ?
C1 C2 1.506(7) . ?
C3 C4 1.383(6) . ?
C3 C8 1.392(6) . ?
C4 C5 1.392(6) . ?
C5 C6 1.385(6) . ?
C6 C7 1.405(7) . ?
C7 C8 1.370(7) . ?
C9 C10 1.392(6) . ?
C9 C14 1.385(6) . ?
C10 C11 1.388(6) . ?
C11 C12 1.397(6) . ?
C12 C13 1.400(6) . ?
C12 C15 1.519(7) . ?
C13 C14 1.390(6) . ?
S3 O4 1.441(3) . ?
S3 N2 1.564(3) . ?
S3 C16 1.820(4) . ?
S3 C18 1.776(4) . ?
S4 O5 1.438(3) . ?
S4 O6 1.439(3) . ?
S4 N2 1.628(3) . ?
S4 C24 1.771(4) . ?
F2 C16 1.390(6) . ?
C16 C17 1.498(7) . ?
C18 C19 1.392(5) . ?
C18 C23 1.389(6) . ?
C19 C20 1.382(6) . ?
C20 C21 1.385(6) . ?
C21 C22 1.384(7) . ?
C22 C23 1.417(8) . ?
C24 C25 1.396(6) . ?
C24 C29 1.393(5) . ?
C25 C26 1.387(7) . ?
C26 C27 1.394(7) . ?
C27 C28 1.392(6) . ?
C27 C30 1.498(6) . ?
C28 C29 1.395(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 N1 120.61(19) . . ?
O1 S1 C1 110.0(2) . . ?
O1 S1 C3 108.6(2) . . ?
N1 S1 C1 99.2(2) . . ?
N1 S1 C3 111.61(18) . . ?
C3 S1 C1 105.5(2) . . ?
O2 S2 N1 111.02(17) . . ?
O2 S2 C9 108.01(18) . . ?
O3 S2 O2 118.6(2) . . ?
O3 S2 N1 104.73(17) . . ?
O3 S2 C9 108.17(18) . . ?
N1 S2 C9 105.55(17) . . ?
S1 N1 S2 122.0(2) . . ?
F1 C1 S1 104.5(3) . . ?
F1 C1 C2 110.3(4) . . ?
C2 C1 S1 110.6(3) . . ?
C4 C3 S1 118.1(3) . . ?
C4 C3 C8 122.4(4) . . ?
C8 C3 S1 119.4(3) . . ?
C3 C4 C5 118.0(4) . . ?
C6 C5 C4 120.8(4) . . ?
C5 C6 C7 119.8(4) . . ?
C8 C7 C6 120.2(4) . . ?
C7 C8 C3 118.9(4) . . ?
C10 C9 S2 119.6(3) . . ?
C14 C9 S2 119.7(3) . . ?
C14 C9 C10 120.5(4) . . ?
C11 C10 C9 119.7(4) . . ?
C10 C11 C12 120.6(4) . . ?
C11 C12 C13 118.9(4) . . ?
C11 C12 C15 120.6(4) . . ?
C13 C12 C15 120.5(4) . . ?
C14 C13 C12 120.5(4) . . ?
C9 C14 C13 119.7(4) . . ?
O4 S3 N2 119.9(2) . . ?
O4 S3 C16 110.3(2) . . ?
O4 S3 C18 109.2(2) . . ?
N2 S3 C16 99.4(2) . . ?
N2 S3 C18 111.70(18) . . ?
C18 S3 C16 105.0(2) . . ?
O5 S4 O6 118.18(19) . . ?
O5 S4 N2 104.76(16) . . ?
O5 S4 C24 108.74(17) . . ?
O6 S4 N2 110.93(17) . . ?
O6 S4 C24 107.74(18) . . ?
N2 S4 C24 105.83(18) . . ?
S3 N2 S4 121.4(2) . . ?
F2 C16 S3 104.6(3) . . ?
F2 C16 C17 110.4(4) . . ?
C17 C16 S3 110.0(3) . . ?
C19 C18 S3 118.2(3) . . ?
C23 C18 S3 118.4(3) . . ?
C23 C18 C19 123.3(4) . . ?
C20 C19 C18 118.4(4) . . ?
C19 C20 C21 120.2(4) . . ?
C22 C21 C20 121.1(4) . . ?
C21 C22 C23 120.1(4) . . ?
C18 C23 C22 116.9(4) . . ?
C25 C24 S4 118.9(3) . . ?
C29 C24 S4 119.7(3) . . ?
C29 C24 C25 121.3(4) . . ?
C26 C25 C24 118.1(4) . . ?
C25 C26 C27 122.1(4) . . ?
C26 C27 C30 120.6(4) . . ?
C28 C27 C26 118.4(4) . . ?
C28 C27 C30 121.0(4) . . ?
C27 C28 C29 121.0(4) . . ?
C24 C29 C28 119.0(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 1.425
_oxdiff_exptl_absorpt_empirical_full_min 0.872
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: pentane/Et2O'
