# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2022

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

data_exp_2096
_database_code_depnum_ccdc_archive 'CCDC 2143327'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, ChangKung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-01-20 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2021-07-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'F6 Sb, C30 H25 N S'
_chemical_formula_sum            'C30 H25 F6 N S Sb'
_chemical_formula_weight         667.32
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.0562 5.8946 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   15.8665(18)
_cell_length_b                   24.950(2)
_cell_length_c                   16.2233(13)
_cell_angle_alpha                90
_cell_angle_beta                 99.104(9)
_cell_angle_gamma                90
_cell_volume                     6341.4(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3192
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      69.2760
_cell_measurement_theta_min      3.3270
_shelx_estimated_absorpt_T_max   0.567
_shelx_estimated_absorpt_T_min   0.213
_exptl_absorpt_coefficient_mu    7.991
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56800
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2664
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1462
_diffrn_reflns_av_unetI/netI     0.1091
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30155
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         3.331
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -23.00  55.00   1.00    5.00    --    0.00  19.00 -30.00   78
  2  ω    -82.00 -56.00   1.00    5.00    --    0.00 -38.00  30.00   26
  3  ω    -89.00 -18.00   1.00    5.00    --    0.00 -38.00-180.00   71
  4  ω    -27.00  16.00   1.00    5.00    --    0.00 -38.00  90.00   43
  5  ω    -52.00  18.00   1.00    5.00    --    0.00 -38.00  30.00   70
  6  ω    -62.00 -27.00   1.00    5.00    --    0.00 -38.00 -30.00   35
  7  ω      6.00 116.00   1.00    5.00    --   95.80 -45.00  90.00  110
  8  ω     70.00 114.00   1.00    5.00    --   95.80 -61.00-150.00   44
  9  ω     13.00  38.00   1.00    5.00    --   95.80 -82.00  90.00   25
 10  ω     95.00 120.00   1.00    5.00    --   95.80 -61.00 -60.00   25
 11  ω     32.00 103.00   1.00    5.00    --   95.80 -61.00  90.00   71
 12  ω     66.00 128.00   1.00    5.00    --   95.80 -82.00-150.00   62
 13  ω      9.00  35.00   1.00    5.00    --   95.80 -61.00 -60.00   26
 14  ω      7.00 110.00   1.00    5.00    --   95.80 -30.00-120.00  103
 15  ω     35.00  63.00   1.00    5.00    --   95.80 -61.00-150.00   28
 16  ω      7.00 110.00   1.00    5.00    --   95.80 -61.00   0.00  103
 17  ω    134.00 185.00   1.00    5.00    --   95.80  15.00  30.00   51
 18  ω     76.00 114.00   1.00    5.00    --   95.80 -82.00 150.00   38
 19  ω     82.00 107.00   1.00    5.00    --   95.80 -82.00 -90.00   25
 20  ω     77.00 126.00   1.00    5.00    --   95.80  30.00-150.00   49
 21  ω    157.00 183.00   1.00    5.00    --   95.80  30.00-150.00   26
 22  ω    125.00 183.00   1.00    5.00    --   95.80  30.00  90.00   58
 23  ω     69.00 106.00   1.00    5.00    --   95.80  15.00  30.00   37
 24  ω     61.00 118.00   1.00    5.00    --   95.80 -82.00  90.00   57
 25  ω     38.00 117.00   1.00    5.00    --   95.80 -82.00   0.00   79
 26  ω      8.00  73.00   1.00    5.00    --   95.80 -30.00-180.00   65
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0780857000
_diffrn_orient_matrix_UB_12      0.0321932000
_diffrn_orient_matrix_UB_13      -0.0420542000
_diffrn_orient_matrix_UB_21      0.0587129000
_diffrn_orient_matrix_UB_22      0.0474297000
_diffrn_orient_matrix_UB_23      -0.0127796000
_diffrn_orient_matrix_UB_31      0.0121994000
_diffrn_orient_matrix_UB_32      -0.0227915000
_diffrn_orient_matrix_UB_33      -0.0854955000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3064
_reflns_number_total             5659
_reflns_odcompleteness_completeness 99.97
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.675
_refine_diff_density_min         -1.718
_refine_diff_density_rms         0.104
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         5659
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1228
_refine_ls_R_factor_gt           0.0653
_refine_ls_restrained_S_all      1.017
_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)+(0.0832P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1592
_refine_ls_wR_factor_ref         0.1864
_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:
 C23(H23), C26(H26), C2(H2), C12(H12), C9(H9), C14(H14), C17(H17), C19(H19),
 C22(H22), C25(H25), C15(H15), C5(H5), C16(H16), C7(H7), C4(H4), C6(H6)
2.b Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb1 Sb 0.69334(4) 0.65782(2) 0.26326(3) 0.0651(3) Uani 1 1 d . . . . .
S002 S 0.49691(14) 0.47684(7) 0.63416(12) 0.0523(6) Uani 1 1 d . . . . .
F4 F 0.6904(4) 0.65690(17) 0.1478(3) 0.0839(17) Uani 1 1 d . . . . .
F5 F 0.6169(4) 0.71306(19) 0.2527(3) 0.0954(19) Uani 1 1 d . . . . .
N005 N 0.5301(4) 0.5940(2) 0.5780(4) 0.0448(17) Uani 1 1 d . . . . .
F1 F 0.6965(4) 0.65834(19) 0.3780(3) 0.0923(19) Uani 1 1 d . . . . .
F6 F 0.6081(5) 0.6072(2) 0.2510(4) 0.113(2) Uani 1 1 d . . . . .
F2 F 0.7692(5) 0.6017(2) 0.2731(4) 0.119(2) Uani 1 1 d . . . . .
F3 F 0.7780(5) 0.7085(2) 0.2730(4) 0.115(2) Uani 1 1 d . . . . .
C23 C 0.5113(5) 0.7132(3) 0.4392(4) 0.053(2) Uani 1 1 d . . . . .
H23 H 0.482928 0.722732 0.386582 0.064 Uiso 1 1 calc R . . . .
C20 C 0.5821(5) 0.5009(3) 0.5889(4) 0.047(2) Uani 1 1 d . . . . .
C18 C 0.7098(6) 0.4766(3) 0.5338(5) 0.049(2) Uani 1 1 d . . . . .
C11 C 0.5881(5) 0.5549(2) 0.5611(4) 0.047(2) Uani 1 1 d . . . . .
C21 C 0.5428(5) 0.6478(2) 0.5463(4) 0.046(2) Uani 1 1 d . . . . .
C1 C 0.4402(6) 0.5342(3) 0.6463(4) 0.047(2) Uani 1 1 d . . . . .
C13 C 0.7153(5) 0.5295(3) 0.5030(4) 0.048(2) Uani 1 1 d . . . . .
C26 C 0.5955(5) 0.6836(3) 0.5940(4) 0.049(2) Uani 1 1 d . . . . .
H26 H 0.624581 0.673589 0.646119 0.058 Uiso 1 1 calc R . . . .
C2 C 0.3699(6) 0.5258(3) 0.6868(5) 0.056(2) Uani 1 1 d . . . . .
H2 H 0.357579 0.491492 0.704064 0.068 Uiso 1 1 calc R . . . .
C8 C 0.3381(6) 0.6220(3) 0.6760(5) 0.052(2) Uani 1 1 d . . . . .
C27 C 0.5763(5) 0.8074(3) 0.4549(5) 0.055(2) Uani 1 1 d . . . . .
C24 C 0.5637(5) 0.7506(3) 0.4856(4) 0.047(2) Uani 1 1 d . . . . .
C12 C 0.6546(5) 0.5676(3) 0.5179(4) 0.048(2) Uani 1 1 d . . . . .
H12 H 0.658752 0.602426 0.498281 0.058 Uiso 1 1 calc R . . . .
C10 C 0.4605(6) 0.5857(3) 0.6202(4) 0.050(2) Uani 1 1 d . . . . .
C9 C 0.4085(6) 0.6287(3) 0.6357(5) 0.054(2) Uani 1 1 d . . . . .
H9 H 0.421511 0.662925 0.618627 0.065 Uiso 1 1 calc R . . . .
C3 C 0.3173(6) 0.5696(3) 0.7015(5) 0.056(2) Uani 1 1 d . . . . .
C14 C 0.7827(6) 0.5429(3) 0.4593(5) 0.060(3) Uani 1 1 d . . . . .
H14 H 0.788190 0.577701 0.440096 0.072 Uiso 1 1 calc R . . . .
C17 C 0.7721(6) 0.4375(3) 0.5190(6) 0.065(3) Uani 1 1 d . . . . .
H17 H 0.769799 0.402679 0.539036 0.078 Uiso 1 1 calc R . . . .
C19 C 0.6414(6) 0.4632(3) 0.5768(5) 0.057(3) Uani 1 1 d . . . . .
H19 H 0.636886 0.428605 0.596848 0.069 Uiso 1 1 calc R . . . .
C22 C 0.5002(5) 0.6621(3) 0.4692(5) 0.058(2) Uani 1 1 d . . . . .
H22 H 0.464261 0.637735 0.437451 0.069 Uiso 1 1 calc R . . . .
C25 C 0.6045(5) 0.7333(3) 0.5641(5) 0.056(2) Uani 1 1 d . . . . .
H25 H 0.639527 0.757396 0.597224 0.067 Uiso 1 1 calc R . . . .
C15 C 0.8391(6) 0.5046(3) 0.4456(6) 0.064(3) Uani 1 1 d . . . . .
H15 H 0.882435 0.513679 0.415653 0.077 Uiso 1 1 calc R . . . .
C28 C 0.5547(6) 0.8481(3) 0.5181(6) 0.072(3) Uani 1 1 d . . . . .
H28A H 0.494502 0.847251 0.519556 0.108 Uiso 1 1 calc GR . . . .
H28B H 0.570738 0.883281 0.502245 0.108 Uiso 1 1 calc GR . . . .
H28C H 0.585338 0.839486 0.572346 0.108 Uiso 1 1 calc GR . . . .
C5 C 0.1975(6) 0.6070(4) 0.7513(5) 0.071(3) Uani 1 1 d . . . . .
H5 H 0.148706 0.602675 0.775742 0.085 Uiso 1 1 calc R . . . .
C16 C 0.8354(7) 0.4526(3) 0.4743(6) 0.072(3) Uani 1 1 d . . . . .
H16 H 0.875776 0.427660 0.463386 0.086 Uiso 1 1 calc R . . . .
C29 C 0.6701(5) 0.8134(3) 0.4425(5) 0.065(3) Uani 1 1 d . . . . .
H29A H 0.706933 0.804952 0.493609 0.098 Uiso 1 1 calc GR . . . .
H29B H 0.680234 0.849683 0.426705 0.098 Uiso 1 1 calc GR . . . .
H29C H 0.681584 0.789479 0.399286 0.098 Uiso 1 1 calc GR . . . .
C7 C 0.2871(6) 0.6664(3) 0.6897(5) 0.063(3) Uani 1 1 d . . . . .
H7 H 0.301463 0.700670 0.673924 0.076 Uiso 1 1 calc R . . . .
C4 C 0.2454(7) 0.5631(3) 0.7422(5) 0.063(3) Uani 1 1 d . . . . .
H4 H 0.231496 0.529779 0.762067 0.075 Uiso 1 1 calc R . . . .
C30 C 0.5198(6) 0.8177(3) 0.3699(5) 0.071(3) Uani 1 1 d . . . . .
H30A H 0.530421 0.790555 0.330895 0.106 Uiso 1 1 calc GR . . . .
H30B H 0.533116 0.852272 0.349248 0.106 Uiso 1 1 calc GR . . . .
H30C H 0.460809 0.816798 0.376601 0.106 Uiso 1 1 calc GR . . . .
C6 C 0.2171(7) 0.6586(4) 0.7260(6) 0.073(3) Uani 1 1 d . . . . .
H6 H 0.182095 0.687396 0.734156 0.087 Uiso 1 1 calc R . . . .


_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
Sb1 F4 1.867(5) . ?
Sb1 F5 1.826(5) . ?
Sb1 F1 1.855(5) . ?
Sb1 F6 1.839(6) . ?
Sb1 F2 1.837(6) . ?
Sb1 F3 1.834(6) . ?
S002 C20 1.744(9) . ?
S002 C1 1.718(8) . ?
N005 C11 1.398(9) . ?
N005 C21 1.463(8) . ?
N005 C10 1.403(10) . ?
C23 H23 0.9300 . ?
C23 C24 1.391(9) . ?
C23 C22 1.387(9) . ?
C20 C11 1.429(9) . ?
C20 C19 1.364(11) . ?
C18 C13 1.420(10) . ?
C18 C17 1.435(12) . ?
C18 C19 1.420(12) . ?
C11 C12 1.393(11) . ?
C21 C26 1.374(9) . ?
C21 C22 1.372(9) . ?
C1 C2 1.396(12) . ?
C1 C10 1.409(10) . ?
C13 C12 1.402(11) . ?
C13 C14 1.415(12) . ?
C26 H26 0.9300 . ?
C26 C25 1.349(9) . ?
C2 H2 0.9300 . ?
C2 C3 1.419(11) . ?
C8 C9 1.391(12) . ?
C8 C3 1.424(11) . ?
C8 C7 1.412(11) . ?
C27 C24 1.525(9) . ?
C27 C28 1.520(11) . ?
C27 C29 1.541(12) . ?
C27 C30 1.543(10) . ?
C24 C25 1.401(9) . ?
C12 H12 0.9300 . ?
C10 C9 1.401(11) . ?
C9 H9 0.9300 . ?
C3 C4 1.416(13) . ?
C14 H14 0.9300 . ?
C14 C15 1.351(11) . ?
C17 H17 0.9300 . ?
C17 C16 1.382(13) . ?
C19 H19 0.9300 . ?
C22 H22 0.9300 . ?
C25 H25 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.383(11) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C5 H5 0.9300 . ?
C5 C4 1.355(12) . ?
C5 C6 1.401(12) . ?
C16 H16 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C7 H7 0.9300 . ?
C7 C6 1.351(14) . ?
C4 H4 0.9300 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C6 H6 0.9300 . ?

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
F5 Sb1 F4 90.2(2) . . ?
F5 Sb1 F1 90.1(2) . . ?
F5 Sb1 F6 92.4(3) . . ?
F5 Sb1 F2 179.2(3) . . ?
F5 Sb1 F3 87.4(3) . . ?
F1 Sb1 F4 179.7(2) . . ?
F6 Sb1 F4 89.0(2) . . ?
F6 Sb1 F1 90.9(3) . . ?
F2 Sb1 F4 89.4(2) . . ?
F2 Sb1 F1 90.3(2) . . ?
F2 Sb1 F6 86.9(3) . . ?
F3 Sb1 F4 89.8(2) . . ?
F3 Sb1 F1 90.3(3) . . ?
F3 Sb1 F6 178.8(3) . . ?
F3 Sb1 F2 93.3(4) . . ?
C1 S002 C20 102.6(4) . . ?
C11 N005 C21 116.2(7) . . ?
C11 N005 C10 125.8(6) . . ?
C10 N005 C21 118.0(6) . . ?
C24 C23 H23 119.1 . . ?
C22 C23 H23 119.1 . . ?
C22 C23 C24 121.7(6) . . ?
C11 C20 S002 123.4(7) . . ?
C19 C20 S002 114.9(6) . . ?
C19 C20 C11 121.5(8) . . ?
C13 C18 C17 119.5(9) . . ?
C19 C18 C13 119.0(8) . . ?
C19 C18 C17 121.5(8) . . ?
N005 C11 C20 121.3(8) . . ?
C12 C11 N005 120.8(6) . . ?
C12 C11 C20 117.9(7) . . ?
C26 C21 N005 120.2(6) . . ?
C22 C21 N005 118.8(6) . . ?
C22 C21 C26 121.0(6) . . ?
C2 C1 S002 113.6(5) . . ?
C2 C1 C10 121.1(8) . . ?
C10 C1 S002 125.2(8) . . ?
C12 C13 C18 119.3(9) . . ?
C12 C13 C14 121.4(7) . . ?
C14 C13 C18 119.3(8) . . ?
C21 C26 H26 120.5 . . ?
C25 C26 C21 118.9(6) . . ?
C25 C26 H26 120.5 . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.8(8) . . ?
C3 C2 H2 120.1 . . ?
C9 C8 C3 119.2(8) . . ?
C9 C8 C7 120.1(8) . . ?
C7 C8 C3 120.7(10) . . ?
C24 C27 C29 108.3(6) . . ?
C24 C27 C30 111.1(6) . . ?
C28 C27 C24 110.2(7) . . ?
C28 C27 C29 110.4(7) . . ?
C28 C27 C30 109.3(7) . . ?
C29 C27 C30 107.6(7) . . ?
C23 C24 C27 123.0(6) . . ?
C23 C24 C25 115.8(6) . . ?
C25 C24 C27 121.2(6) . . ?
C11 C12 C13 121.8(7) . . ?
C11 C12 H12 119.1 . . ?
C13 C12 H12 119.1 . . ?
N005 C10 C1 121.1(7) . . ?
C9 C10 N005 120.4(7) . . ?
C9 C10 C1 118.4(9) . . ?
C8 C9 C10 122.1(8) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?
C2 C3 C8 119.3(10) . . ?
C4 C3 C2 121.9(8) . . ?
C4 C3 C8 118.8(8) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.2(8) . . ?
C15 C14 H14 120.4 . . ?
C18 C17 H17 120.7 . . ?
C16 C17 C18 118.6(8) . . ?
C16 C17 H17 120.7 . . ?
C20 C19 C18 120.5(7) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C23 C22 H22 120.5 . . ?
C21 C22 C23 119.1(6) . . ?
C21 C22 H22 120.5 . . ?
C26 C25 C24 123.5(6) . . ?
C26 C25 H25 118.3 . . ?
C24 C25 H25 118.3 . . ?
C14 C15 H15 118.5 . . ?
C14 C15 C16 123.0(10) . . ?
C16 C15 H15 118.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C4 C5 H5 118.1 . . ?
C4 C5 C6 123.8(10) . . ?
C6 C5 H5 118.1 . . ?
C17 C16 C15 120.4(10) . . ?
C17 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C8 C7 H7 120.4 . . ?
C6 C7 C8 119.1(9) . . ?
C6 C7 H7 120.4 . . ?
C3 C4 H4 121.2 . . ?
C5 C4 C3 117.7(9) . . ?
C5 C4 H4 121.2 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.8(10) . . ?
C7 C6 H6 120.1 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.828 0.250 -0.078 739.0 180.0 ?
2 -0.705 0.750 -0.455 739.0 180.0 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.401
_oxdiff_exptl_absorpt_empirical_full_min 0.452
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2184
_database_code_depnum_ccdc_archive 'CCDC 2143332'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, ChangKung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-01-20 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2021-08-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C48 H45 N S'
_chemical_formula_sum            'C48 H45 N S'
_chemical_formula_weight         667.91
_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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   16.8923(2)
_cell_length_b                   13.29240(10)
_cell_length_c                   17.9856(3)
_cell_angle_alpha                90
_cell_angle_beta                 113.172(2)
_cell_angle_gamma                90
_cell_volume                     3712.68(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16974
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      74.1050
_cell_measurement_theta_min      4.2830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.022
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84655
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_av_unetI/netI     0.0275
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            40600
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.071
_diffrn_reflns_theta_max         67.071
_diffrn_reflns_theta_min         3.042
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -68.00  -6.00   1.00    1.00    --    0.00 -38.00  60.00   62
  2  ω    -89.00  15.00   1.00    1.00    --    0.00 -57.00 -60.00  104
  3  ω     38.00  77.00   1.00    1.00    --    0.00  38.00-180.00   39
  4  ω     39.00  89.00   1.00    1.00    --    0.00  38.00  60.00   50
  5  ω    -89.00  18.00   1.00    1.00    --    0.00 -38.00-180.00  107
  6  ω     89.00 120.00   1.00    2.00    --   95.80 -61.00-180.00   31
  7  ω      9.00  60.00   1.00    2.00    --   95.80 -61.00-180.00   51
  8  ω     53.00 114.00   1.00    2.00    --   95.80 -45.00  30.00   61
  9  ω     83.00 128.00   1.00    2.00    --   95.80 -82.00 -90.00   45
 10  ω     72.00 115.00   1.00    2.00    --   95.80 -30.00-120.00   43
 11  ω     14.00  54.00   1.00    2.00    --   95.80 -82.00 150.00   40
 12  ω     58.00 128.00   1.00    2.00    --   95.80 -82.00 150.00   70
 13  ω     52.00 102.00   1.00    2.00    --   95.80 -82.00  60.00   50
 14  ω     68.00 172.00   1.00    2.00    --   95.80  15.00  90.00  104
 15  ω     31.00  57.00   1.00    2.00    --   95.80 -30.00-120.00   26
 16  ω      6.00 120.00   1.00    2.00    --   95.80 -61.00 150.00  114
 17  ω     95.00 126.00   1.00    2.00    --   95.80 -82.00  30.00   31
 18  ω     76.00 185.00   1.00    2.00    --   95.80  30.00   0.00  109
 19  ω     23.00 122.00   1.00    2.00    --   95.80 -15.00-180.00   99
 20  ω     88.00 122.00   1.00    2.00    --   95.80 -82.00-150.00   34
 21  ω     46.00 121.00   1.00    2.00    --   95.80 -82.00   0.00   75
 22  ω     25.00  51.00   1.00    2.00    --   95.80 -45.00  30.00   26
 23  ω    115.00 140.00   1.00    2.00    --   95.80  30.00-150.00   25
 24  ω     92.00 117.00   1.00    2.00    --   95.80 -82.00 -60.00   25
 25  ω     26.00  73.00   1.00    2.00    --   95.80 -82.00  90.00   47
 26  ω     93.00 118.00   1.00    2.00    --   95.80 -82.00  90.00   25
 27  ω     60.00 117.00   1.00    2.00    --   95.80 -61.00-120.00   57
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0243152000
_diffrn_orient_matrix_UB_12      0.0506447000
_diffrn_orient_matrix_UB_13      -0.0831374000
_diffrn_orient_matrix_UB_21      -0.0125868000
_diffrn_orient_matrix_UB_22      -0.1042588000
_diffrn_orient_matrix_UB_23      -0.0404180000
_diffrn_orient_matrix_UB_31      -0.0953519000
_diffrn_orient_matrix_UB_32      0.0007800000
_diffrn_orient_matrix_UB_33      -0.0116363000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5804
_reflns_number_total             6597
_reflns_odcompleteness_completeness 99.58
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.505
_refine_diff_density_min         -0.363
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     460
_refine_ls_number_reflns         6597
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0410
_refine_ls_restrained_S_all      1.030
_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)+(0.0573P)²+1.2341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1128
_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:
 C10(H10), C40(H40), C13(H13), C41(H41), C44(H44), C43(H43), C19(H19),
 C16(H16), C6(H6), C17(H17), C23(H23), C25(H25), C18(H18), C3(H3), C31(H31),
 C33(H33), C4(H4), C5(H5)
2.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C), C29(H29A,H29B,H29C), C27(H27A,H27B,H27C), C46(H46A,H46B,
 H46C), C37(H37A,H37B,H37C), C48(H48A,H48B,H48C), C28(H28A,H28B,H28C), C47(H47A,
 H47B,H47C), C38(H38A,H38B,H38C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.37905(3) 0.04351(3) 0.40792(3) 0.04149(13) Uani 1 1 d . . . . .
N1 N 0.39862(8) 0.26848(9) 0.37033(8) 0.0305(3) Uani 1 1 d . . . . .
C11 C 0.35007(9) 0.24991(10) 0.41734(9) 0.0270(3) Uani 1 1 d . . . . .
C9 C 0.25627(9) 0.30965(11) 0.48384(9) 0.0294(3) Uani 1 1 d . . . . .
C12 C 0.33792(9) 0.14864(10) 0.43957(9) 0.0292(3) Uani 1 1 d . . . . .
C10 C 0.31169(9) 0.32637(10) 0.44194(9) 0.0284(3) Uani 1 1 d . . . . .
H10 H 0.322129 0.392259 0.430913 0.034 Uiso 1 1 calc R . . . .
C39 C 0.40865(9) 0.37301(10) 0.35408(9) 0.0295(3) Uani 1 1 d . . . . .
C14 C 0.24373(9) 0.20801(11) 0.50406(9) 0.0306(3) Uani 1 1 d . . . . .
C40 C 0.47918(9) 0.42723(11) 0.40543(9) 0.0299(3) Uani 1 1 d . . . . .
H40 H 0.522207 0.395140 0.448375 0.036 Uiso 1 1 calc R . . . .
C15 C 0.45657(9) 0.19919(11) 0.35969(9) 0.0296(3) Uani 1 1 d . . . . .
C42 C 0.42145(9) 0.57967(11) 0.32955(9) 0.0322(3) Uani 1 1 d . . . . .
C20 C 0.45877(9) 0.09766(11) 0.38136(9) 0.0314(3) Uani 1 1 d . . . . .
C1 C 0.18806(10) 0.18634(12) 0.54288(9) 0.0332(3) Uani 1 1 d . . . . .
C13 C 0.28864(9) 0.13033(11) 0.48229(9) 0.0310(3) Uani 1 1 d . . . . .
H13 H 0.284051 0.064612 0.497894 0.037 Uiso 1 1 calc R . . . .
C41 C 0.48544(9) 0.52875(11) 0.39274(9) 0.0306(3) Uani 1 1 d . . . . .
H41 H 0.533398 0.564120 0.427061 0.037 Uiso 1 1 calc R . . . .
C30 C 0.27610(10) 0.56090(12) 0.54690(10) 0.0360(3) Uani 1 1 d . . . . .
C35 C 0.22528(9) 0.49636(11) 0.48489(9) 0.0328(3) Uani 1 1 d . . . . .
C44 C 0.34642(10) 0.42061(12) 0.28949(9) 0.0353(3) Uani 1 1 d . . . . .
H44 H 0.300138 0.384102 0.253704 0.042 Uiso 1 1 calc R . . . .
C21 C 0.17387(10) 0.07975(12) 0.56218(10) 0.0346(3) Uani 1 1 d . . . . .
C2 C 0.14394(10) 0.26564(12) 0.56160(10) 0.0352(3) Uani 1 1 d . . . . .
C43 C 0.35262(10) 0.52305(12) 0.27764(10) 0.0372(4) Uani 1 1 d . . . . .
H43 H 0.309851 0.554480 0.234080 0.045 Uiso 1 1 calc R . . . .
C7 C 0.15645(10) 0.36743(12) 0.54200(9) 0.0345(3) Uani 1 1 d . . . . .
C8 C 0.21333(9) 0.38895(11) 0.50377(9) 0.0318(3) Uani 1 1 d . . . . .
C26 C 0.21515(10) 0.04300(13) 0.64117(10) 0.0388(4) Uani 1 1 d . . . . .
C22 C 0.11849(10) 0.01697(12) 0.50140(10) 0.0371(4) Uani 1 1 d . . . . .
C19 C 0.52073(10) 0.03329(12) 0.37547(10) 0.0391(4) Uani 1 1 d . . . . .
H19 H 0.523207 -0.032898 0.393001 0.047 Uiso 1 1 calc R . . . .
C45 C 0.42765(11) 0.69331(12) 0.32114(10) 0.0395(4) Uani 1 1 d . . . . .
C16 C 0.51346(10) 0.22965(12) 0.32482(10) 0.0381(4) Uani 1 1 d . . . . .
H16 H 0.511045 0.295401 0.306375 0.046 Uiso 1 1 calc R . . . .
C34 C 0.18233(11) 0.53573(13) 0.40672(10) 0.0413(4) Uani 1 1 d . . . . .
C6 C 0.10912(11) 0.44499(13) 0.56135(11) 0.0425(4) Uani 1 1 d . . . . .
H6 H 0.116920 0.511526 0.549726 0.051 Uiso 1 1 calc R . . . .
C17 C 0.57318(11) 0.16391(13) 0.31726(11) 0.0454(4) Uani 1 1 d . . . . .
H17 H 0.610288 0.185918 0.293798 0.054 Uiso 1 1 calc R . . . .
C36 C 0.32127(11) 0.52428(14) 0.63259(10) 0.0449(4) Uani 1 1 d . . . . .
H36A H 0.280385 0.518194 0.657266 0.067 Uiso 1 1 calc GR . . . .
H36B H 0.365278 0.571442 0.662644 0.067 Uiso 1 1 calc GR . . . .
H36C H 0.346925 0.459870 0.632477 0.067 Uiso 1 1 calc GR . . . .
C23 C 0.10533(11) -0.08110(13) 0.52130(11) 0.0437(4) Uani 1 1 d . . . . .
H23 H 0.068390 -0.122689 0.480973 0.052 Uiso 1 1 calc R . . . .
C25 C 0.20000(11) -0.05561(14) 0.65802(11) 0.0458(4) Uani 1 1 d . . . . .
H25 H 0.227422 -0.079823 0.710495 0.055 Uiso 1 1 calc R . . . .
C18 C 0.57840(11) 0.06580(13) 0.34418(11) 0.0455(4) Uani 1 1 d . . . . .
H18 H 0.620282 0.022519 0.341140 0.055 Uiso 1 1 calc R . . . .
C3 C 0.08439(11) 0.24725(14) 0.59886(11) 0.0427(4) Uani 1 1 d . . . . .
H3 H 0.075928 0.181717 0.612314 0.051 Uiso 1 1 calc R . . . .
C24 C 0.14512(11) -0.11879(13) 0.59870(12) 0.0456(4) Uani 1 1 d . . . . .
C31 C 0.28273(12) 0.66208(13) 0.52979(12) 0.0468(4) Uani 1 1 d . . . . .
H31 H 0.316945 0.704112 0.571349 0.056 Uiso 1 1 calc R . . . .
C33 C 0.19128(13) 0.63822(14) 0.39304(12) 0.0508(5) Uani 1 1 d . . . . .
H33 H 0.162839 0.663638 0.341083 0.061 Uiso 1 1 calc R . . . .
C29 C 0.07365(12) 0.05234(13) 0.41543(11) 0.0462(4) Uani 1 1 d . . . . .
H29A H 0.056159 0.121114 0.415093 0.069 Uiso 1 1 calc GR . . . .
H29B H 0.023883 0.011237 0.388120 0.069 Uiso 1 1 calc GR . . . .
H29C H 0.112301 0.047246 0.388226 0.069 Uiso 1 1 calc GR . . . .
C4 C 0.03997(11) 0.32362(15) 0.61497(11) 0.0492(4) Uani 1 1 d . . . . .
H4 H 0.000880 0.309784 0.638339 0.059 Uiso 1 1 calc R . . . .
C32 C 0.24035(13) 0.70243(13) 0.45331(13) 0.0514(5) Uani 1 1 d . . . . .
C27 C 0.27435(12) 0.10945(15) 0.70756(11) 0.0507(4) Uani 1 1 d . . . . .
H27A H 0.312746 0.144250 0.688753 0.076 Uiso 1 1 calc GR . . . .
H27B H 0.307167 0.068969 0.753614 0.076 Uiso 1 1 calc GR . . . .
H27C H 0.240898 0.157502 0.722638 0.076 Uiso 1 1 calc GR . . . .
C5 C 0.05293(11) 0.42368(15) 0.59638(12) 0.0494(4) Uani 1 1 d . . . . .
H5 H 0.022800 0.475568 0.608175 0.059 Uiso 1 1 calc R . . . .
C46 C 0.44211(14) 0.74286(13) 0.40285(13) 0.0535(5) Uani 1 1 d . . . . .
H46A H 0.399446 0.719081 0.421479 0.080 Uiso 1 1 calc GR . . . .
H46B H 0.437466 0.814583 0.396313 0.080 Uiso 1 1 calc GR . . . .
H46C H 0.498432 0.725815 0.441699 0.080 Uiso 1 1 calc GR . . . .
C37 C 0.12665(13) 0.47123(16) 0.33796(11) 0.0575(5) Uani 1 1 d . . . . .
H37A H 0.160142 0.445225 0.309803 0.086 Uiso 1 1 calc GR . . . .
H37B H 0.079867 0.510649 0.301472 0.086 Uiso 1 1 calc GR . . . .
H37C H 0.104165 0.416385 0.358448 0.086 Uiso 1 1 calc GR . . . .
C48 C 0.50250(14) 0.71931(14) 0.29778(14) 0.0585(5) Uani 1 1 d . . . . .
H48A H 0.555252 0.695561 0.338876 0.088 Uiso 1 1 calc GR . . . .
H48B H 0.505455 0.790945 0.292559 0.088 Uiso 1 1 calc GR . . . .
H48C H 0.494052 0.687849 0.247175 0.088 Uiso 1 1 calc GR . . . .
C28 C 0.12873(15) -0.22597(15) 0.61733(15) 0.0649(6) Uani 1 1 d . . . . .
H28A H 0.075584 -0.249352 0.576599 0.097 Uiso 1 1 calc GR . . . .
H28B H 0.125104 -0.228326 0.669249 0.097 Uiso 1 1 calc GR . . . .
H28C H 0.175094 -0.268188 0.617965 0.097 Uiso 1 1 calc GR . . . .
C47 C 0.34423(14) 0.73637(15) 0.25879(15) 0.0678(6) Uani 1 1 d . . . . .
H47A H 0.335758 0.711628 0.206053 0.102 Uiso 1 1 calc GR . . . .
H47B H 0.347710 0.808465 0.259140 0.102 Uiso 1 1 calc GR . . . .
H47C H 0.296740 0.716111 0.271953 0.102 Uiso 1 1 calc GR . . . .
C38 C 0.24705(19) 0.81324(15) 0.43743(18) 0.0785(8) Uani 1 1 d . . . . .
H38A H 0.191056 0.838845 0.404360 0.118 Uiso 1 1 calc GR . . . .
H38B H 0.285124 0.822240 0.409975 0.118 Uiso 1 1 calc GR . . . .
H38C H 0.269237 0.848955 0.487886 0.118 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 C12 1.7524(14) . ?
S1 C20 1.7511(15) . ?
N1 C11 1.4122(18) . ?
N1 C39 1.4434(18) . ?
N1 C15 1.4109(18) . ?
C11 C12 1.4417(19) . ?
C11 C10 1.3692(19) . ?
C9 C10 1.431(2) . ?
C9 C14 1.436(2) . ?
C9 C8 1.404(2) . ?
C12 C13 1.359(2) . ?
C10 H10 0.9300 . ?
C39 C40 1.388(2) . ?
C39 C44 1.376(2) . ?
C14 C1 1.404(2) . ?
C14 C13 1.424(2) . ?
C40 H40 0.9300 . ?
C40 C41 1.380(2) . ?
C15 C20 1.401(2) . ?
C15 C16 1.398(2) . ?
C42 C41 1.397(2) . ?
C42 C43 1.391(2) . ?
C42 C45 1.526(2) . ?
C20 C19 1.388(2) . ?
C1 C21 1.500(2) . ?
C1 C2 1.406(2) . ?
C13 H13 0.9300 . ?
C41 H41 0.9300 . ?
C30 C35 1.401(2) . ?
C30 C36 1.506(2) . ?
C30 C31 1.394(2) . ?
C35 C8 1.499(2) . ?
C35 C34 1.405(2) . ?
C44 H44 0.9300 . ?
C44 C43 1.389(2) . ?
C21 C26 1.401(2) . ?
C21 C22 1.401(2) . ?
C2 C7 1.435(2) . ?
C2 C3 1.432(2) . ?
C43 H43 0.9300 . ?
C7 C8 1.413(2) . ?
C7 C6 1.429(2) . ?
C26 C25 1.392(2) . ?
C26 C27 1.505(2) . ?
C22 C23 1.393(2) . ?
C22 C29 1.505(2) . ?
C19 H19 0.9300 . ?
C19 C18 1.373(2) . ?
C45 C46 1.540(3) . ?
C45 C48 1.521(2) . ?
C45 C47 1.525(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.381(2) . ?
C34 C33 1.403(2) . ?
C34 C37 1.495(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.360(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.382(3) . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C23 H23 0.9300 . ?
C23 C24 1.380(3) . ?
C25 H25 0.9300 . ?
C25 C24 1.387(3) . ?
C18 H18 0.9300 . ?
C3 H3 0.9300 . ?
C3 C4 1.360(2) . ?
C24 C28 1.514(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.385(3) . ?
C33 H33 0.9300 . ?
C33 C32 1.372(3) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C4 H4 0.9300 . ?
C4 C5 1.409(3) . ?
C32 C38 1.513(3) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C5 H5 0.9300 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C47 H47A 0.9600 . ?
C47 H47B 0.9600 . ?
C47 H47C 0.9600 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C20 S1 C12 101.92(7) . . ?
C11 N1 C39 115.57(11) . . ?
C15 N1 C11 124.37(12) . . ?
C15 N1 C39 117.26(11) . . ?
N1 C11 C12 120.59(12) . . ?
C10 C11 N1 121.60(12) . . ?
C10 C11 C12 117.80(13) . . ?
C10 C9 C14 118.13(13) . . ?
C8 C9 C10 121.91(13) . . ?
C8 C9 C14 119.94(13) . . ?
C11 C12 S1 122.45(11) . . ?
C13 C12 S1 116.76(11) . . ?
C13 C12 C11 120.66(13) . . ?
C11 C10 C9 123.07(13) . . ?
C11 C10 H10 118.5 . . ?
C9 C10 H10 118.5 . . ?
C40 C39 N1 120.23(13) . . ?
C44 C39 N1 120.13(13) . . ?
C44 C39 C40 119.58(13) . . ?
C1 C14 C9 120.88(13) . . ?
C1 C14 C13 121.42(13) . . ?
C13 C14 C9 117.69(13) . . ?
C39 C40 H40 120.0 . . ?
C41 C40 C39 119.96(14) . . ?
C41 C40 H40 120.0 . . ?
C20 C15 N1 122.34(13) . . ?
C16 C15 N1 120.52(13) . . ?
C16 C15 C20 117.13(13) . . ?
C41 C42 C45 119.93(14) . . ?
C43 C42 C41 117.30(13) . . ?
C43 C42 C45 122.75(14) . . ?
C15 C20 S1 122.19(11) . . ?
C19 C20 S1 116.83(12) . . ?
C19 C20 C15 120.72(14) . . ?
C14 C1 C21 120.53(13) . . ?
C14 C1 C2 119.15(14) . . ?
C2 C1 C21 120.30(13) . . ?
C12 C13 C14 122.46(13) . . ?
C12 C13 H13 118.8 . . ?
C14 C13 H13 118.8 . . ?
C40 C41 C42 121.56(14) . . ?
C40 C41 H41 119.2 . . ?
C42 C41 H41 119.2 . . ?
C35 C30 C36 121.44(14) . . ?
C31 C30 C35 119.49(16) . . ?
C31 C30 C36 119.03(15) . . ?
C30 C35 C8 119.84(14) . . ?
C30 C35 C34 118.80(15) . . ?
C34 C35 C8 121.25(14) . . ?
C39 C44 H44 119.9 . . ?
C39 C44 C43 120.11(14) . . ?
C43 C44 H44 119.9 . . ?
C26 C21 C1 120.18(14) . . ?
C26 C21 C22 119.78(15) . . ?
C22 C21 C1 120.03(14) . . ?
C1 C2 C7 120.33(13) . . ?
C1 C2 C3 121.34(15) . . ?
C3 C2 C7 118.32(14) . . ?
C42 C43 H43 119.3 . . ?
C44 C43 C42 121.41(14) . . ?
C44 C43 H43 119.3 . . ?
C8 C7 C2 120.29(13) . . ?
C8 C7 C6 121.67(15) . . ?
C6 C7 C2 118.03(14) . . ?
C9 C8 C35 121.87(13) . . ?
C9 C8 C7 119.40(14) . . ?
C7 C8 C35 118.73(13) . . ?
C21 C26 C27 120.65(15) . . ?
C25 C26 C21 119.23(16) . . ?
C25 C26 C27 120.11(16) . . ?
C21 C22 C29 121.83(14) . . ?
C23 C22 C21 118.83(15) . . ?
C23 C22 C29 119.34(15) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 C20 121.03(15) . . ?
C18 C19 H19 119.5 . . ?
C42 C45 C46 108.68(13) . . ?
C42 C45 C47 111.39(14) . . ?
C48 C45 C42 110.45(14) . . ?
C48 C45 C46 109.24(16) . . ?
C48 C45 C47 109.85(16) . . ?
C47 C45 C46 107.15(16) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.22(15) . . ?
C17 C16 H16 119.4 . . ?
C35 C34 C37 121.55(16) . . ?
C33 C34 C35 119.23(16) . . ?
C33 C34 C37 119.22(17) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 C7 121.46(17) . . ?
C5 C6 H6 119.3 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.74(15) . . ?
C18 C17 H17 119.6 . . ?
C30 C36 H36A 109.5 . . ?
C30 C36 H36B 109.5 . . ?
C30 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C22 C23 H23 118.8 . . ?
C24 C23 C22 122.38(17) . . ?
C24 C23 H23 118.8 . . ?
C26 C25 H25 119.1 . . ?
C24 C25 C26 121.82(16) . . ?
C24 C25 H25 119.1 . . ?
C19 C18 C17 118.88(15) . . ?
C19 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.36(17) . . ?
C4 C3 H3 119.3 . . ?
C23 C24 C25 117.95(16) . . ?
C23 C24 C28 120.41(18) . . ?
C25 C24 C28 121.64(18) . . ?
C30 C31 H31 118.7 . . ?
C32 C31 C30 122.55(17) . . ?
C32 C31 H31 118.7 . . ?
C34 C33 H33 118.7 . . ?
C32 C33 C34 122.59(17) . . ?
C32 C33 H33 118.7 . . ?
C22 C29 H29A 109.5 . . ?
C22 C29 H29B 109.5 . . ?
C22 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C3 C4 H4 119.9 . . ?
C3 C4 C5 120.25(16) . . ?
C5 C4 H4 119.9 . . ?
C31 C32 C38 121.1(2) . . ?
C33 C32 C31 117.34(16) . . ?
C33 C32 C38 121.5(2) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C6 C5 C4 120.57(16) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C34 C37 H37A 109.5 . . ?
C34 C37 H37B 109.5 . . ?
C34 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C45 C48 H48A 109.5 . . ?
C45 C48 H48B 109.5 . . ?
C45 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C24 C28 H28A 109.5 . . ?
C24 C28 H28B 109.5 . . ?
C24 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C45 C47 H47A 109.5 . . ?
C45 C47 H47B 109.5 . . ?
C45 C47 H47C 109.5 . . ?
H47A C47 H47B 109.5 . . ?
H47A C47 H47C 109.5 . . ?
H47B C47 H47C 109.5 . . ?
C32 C38 H38A 109.5 . . ?
C32 C38 H38B 109.5 . . ?
C32 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?

_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 1.674
_oxdiff_exptl_absorpt_empirical_full_min 0.545
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2506
_database_code_depnum_ccdc_archive 'CCDC 2143328'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, ChangKung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-01-20 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2021-12-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H25 N S, C H2 Cl2'
_chemical_formula_sum            'C31 H27 Cl2 N S'
_chemical_formula_weight         516.49
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
Cl Cl 0.3639 0.7018 '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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   11.18030(10)
_cell_length_b                   7.73940(10)
_cell_length_c                   30.7513(3)
_cell_angle_alpha                90
_cell_angle_beta                 99.9610(10)
_cell_angle_gamma                90
_cell_volume                     2620.76(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    23944
_cell_measurement_temperature    172.99(10)
_cell_measurement_theta_max      73.9560
_cell_measurement_theta_min      4.4910
_shelx_estimated_absorpt_T_max   0.476
_shelx_estimated_absorpt_T_min   0.400
_exptl_absorpt_coefficient_mu    3.118
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.36980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0599
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            56983
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.075
_diffrn_reflns_theta_max         67.075
_diffrn_reflns_theta_min         4.027
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      172.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     58.00  86.00   1.00    1.00    --    0.00  37.00 120.00   28
  2  ω    -19.00  16.00   1.00    1.00    --    0.00  37.00  30.00   35
  3  ω     51.00  79.00   1.00    1.00    --    0.00  37.00 150.00   28
  4  ω    -19.00  27.00   1.00    1.00    --    0.00  37.00 120.00   46
  5  ω    -17.00  44.00   1.00    1.00    --    0.00  37.00 150.00   61
  6  ω     55.00  82.00   1.00    1.00    --    0.00  37.00  90.00   27
  7  ω    -13.00  69.00   1.00    1.00    --    0.00  37.00 -60.00   82
  8  ω     -8.00  35.00   1.00    1.00    --    0.00  77.00 -30.00   43
  9  ω    -23.00  29.00   1.00    1.00    --    0.00  57.00-150.00   52
 10  ω    -19.00  12.00   1.00    1.00    --    0.00  37.00  60.00   31
 11  ω     63.00  88.00   1.00    1.00    --    0.00  37.00  30.00   25
 12  ω     38.00  68.00   1.00    1.00    --    0.00  57.00-150.00   30
 13  ω    -18.00  17.00   1.00    1.00    --    0.00  37.00  90.00   35
 14  ω     53.00  86.00   1.00    1.00    --    0.00  77.00 -30.00   33
 15  ω     50.00  87.00   1.00    1.00    --    0.00  37.00  60.00   37
 16  ω     40.00 128.00   1.00    1.00    --   95.80 -82.00  30.00   88
 17  ω     64.00  89.00   1.00    1.00    --   95.80  79.00 178.69   25
 18  ω     71.00 183.00   1.00    1.00    --   95.80  58.00 169.72  112
 19  ω     66.00 185.00   1.00    1.00    --   95.80  78.00 -75.61  119
 20  ω    149.00 182.00   1.00    1.00    --   95.80  81.00 -13.58   33
 21  ω     66.00 185.00   1.00    1.00    --   95.80  75.00  80.02  119
 22  ω     70.00 110.00   1.00    1.00    --   95.80  62.00 -94.08   40
 23  ω     65.00 132.00   1.00    1.00    --   95.80  77.00  60.00   67
 24  ω     71.00  97.00   1.00    1.00    --   95.80  61.00-120.00   26
 25  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 150.00   25
 26  ω     64.00  90.00   1.00    1.00    --   95.80  82.00  90.00   26
 27  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 -60.00   25
 28  ω     73.00  99.00   1.00    1.00    --   95.80  61.00-150.00   26
 29  ω    113.00 184.00   1.00    1.00    --   95.80  61.00-150.00   71
 30  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  30.00   25
 31  ω     65.00  91.00   1.00    1.00    --   95.80  77.00 -30.00   26
 32  ω      6.00 120.00   1.00    1.00    --   95.80 -82.00 -60.00  114
 33  ω     63.00  98.00   1.00    1.00    --   95.80  81.00 -13.58   35
 34  ω      7.00 128.00   1.00    1.00    --   95.80 -82.00 120.00  121
 35  ω     45.00  78.00   1.00    1.00    --   95.80 -82.00 -30.00   33
 36  ω     66.00  91.00   1.00    1.00    --   95.80  74.00 -94.18   25
 37  ω     63.00 177.00   1.00    1.00    --   95.80  81.00  40.46  114
 38  ω     13.00  40.00   1.00    1.00    --   95.80 -82.00 -30.00   27
 39  ω     75.00 116.00   1.00    1.00    --   95.80  45.00-150.00   41
 40  ω     99.00 125.00   1.00    1.00    --   95.80 -82.00 -30.00   26
 41  ω     65.00  90.00   1.00    1.00    --   95.80  77.00 150.00   25
 42  ω     76.00 181.00   1.00    1.00    --   95.80  45.00-120.00  105
 43  ω     76.00 149.00   1.00    1.00    --   95.80  45.00 -90.00   73
 44  ω    154.00 185.00   1.00    1.00    --   95.80  45.00 -90.00   31
 45  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -30.00   25
 46  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 -90.00   25
 47  ω     63.00  88.00   1.00    1.00    --   95.80  82.00  60.00   25
 48  ω     75.00 166.00   1.00    1.00    --   95.80  45.00 -30.00   91
 49  ω     77.00 181.00   1.00    1.00    --   95.80  45.00   0.00  104
 50  ω     71.00 109.00   1.00    1.00    --   95.80  61.00 120.00   38
 51  ω     63.00  88.00   1.00    1.00    --   95.80  82.00 120.00   25
 52  ω     71.00  96.00   1.00    1.00    --   95.80  61.00 -30.00   25
 53  ω     70.00  96.00   1.00    1.00    --   95.80  62.00 130.56   26
 54  ω     92.00 117.00   1.00    1.00    --   95.80 -77.00-180.00   25
 55  ω     44.00  76.00   1.00    1.00    --   95.80 -77.00-180.00   32
 56  ω     65.00  90.00   1.00    1.00    --   95.80  77.00  90.00   25
 57  ω     65.00  90.00   1.00    1.00    --   95.80  77.00-150.00   25
 58  ω     10.00  38.00   1.00    1.00    --   95.80 -77.00-180.00   28
 59  ω     63.00  89.00   1.00    1.00    --   95.80  82.00   0.00   26
 60  ω      6.00 110.00   1.00    1.00    --   95.80 -82.00-150.00  104
 61  ω     70.00 115.00   1.00    1.00    --   95.80  62.00  37.28   45
 62  ω     71.00 179.00   1.00    1.00    --   95.80  59.00 145.58  108
 63  ω    150.00 175.00   1.00    1.00    --   95.80  71.00-113.72   25
 64  ω     67.00  92.00   1.00    1.00    --   95.80  71.00-113.72   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0849553000
_diffrn_orient_matrix_UB_12      -0.0277582000
_diffrn_orient_matrix_UB_13      -0.0445176000
_diffrn_orient_matrix_UB_21      0.0817627000
_diffrn_orient_matrix_UB_22      0.1170369000
_diffrn_orient_matrix_UB_23      -0.0228582000
_diffrn_orient_matrix_UB_31      0.0752421000
_diffrn_orient_matrix_UB_32      -0.1586751000
_diffrn_orient_matrix_UB_33      -0.0090769000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4398
_reflns_number_total             4679
_reflns_odcompleteness_completeness 99.98
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.489
_refine_diff_density_min         -0.654
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         4679
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0557
_refine_ls_R_factor_gt           0.0534
_refine_ls_restrained_S_all      1.090
_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)+(0.0625P)²+3.0924P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1357
_refine_ls_wR_factor_ref         0.1377
_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. Restrained distances
 C27-C1AA
 1.52 with sigma of 0.01
 C27-C29
 1.52 with sigma of 0.01
 C27-C2AA
 1.52 with sigma of 0.01
 C27-C30
 1.52 with sigma of 0.01
 C27-C0AA
 1.52 with sigma of 0.01
 C27-C28
 1.52 with sigma of 0.01
3. Rigid bond restraints
 C1AA, C27
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C27, C29
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C27, C2AA
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C27, C30
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C27, C0AA
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C28, C27
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
C27 \\sim C28: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C28 \\sim C27: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C27 \\sim C1AA: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C27 \\sim C29: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C27 \\sim C2AA: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
C27 \\sim C30: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
C27 \\sim C0AA: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02
5. Others
 Fixed Sof: C28(0.5) H28A(0.5) H28B(0.5) H28C(0.5) C29(0.5) H29A(0.5)
 H29B(0.5) H29C(0.5) C30(0.5) H30A(0.5) H30B(0.5) H30C(0.5) C0AA(0.5) H0AA(0.5)
 H0AB(0.5) H0AC(0.5) C2AA(0.5) H2AA(0.5) H2AB(0.5) H2AC(0.5) C1AA(0.5)
 H1AA(0.5) H1AB(0.5) H1AC(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C31(H31A,H31B)
6.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C10(H10), C12(H12), C15(H15),
 C17(H17), C18(H18), C19(H19), C20(H20), C22(H22), C23(H23), C25(H25), C26(H26)
6.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C0AA(H0AA,H0AB,
 H0AC), C2AA(H2AA,H2AB,H2AC), C1AA(H1AA,H1AB,H1AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.27304(5) 0.00212(8) 0.26428(2) 0.03673(18) Uani 1 1 d . . . . .
N1 N 0.41059(15) 0.2678(2) 0.32970(6) 0.0266(4) Uani 1 1 d . . . . .
C1 C 0.04185(19) 0.1748(3) 0.34056(7) 0.0284(5) Uani 1 1 d . . . . .
C2 C -0.0811(2) 0.1464(3) 0.34498(8) 0.0351(5) Uani 1 1 d . . . . .
H2 H -0.131372 0.080049 0.324140 0.042 Uiso 1 1 calc R . . . .
C3 C -0.1257(2) 0.2160(3) 0.37967(8) 0.0391(6) Uani 1 1 d . . . . .
H3 H -0.206321 0.197026 0.382274 0.047 Uiso 1 1 calc R . . . .
C4 C -0.0510(2) 0.3162(4) 0.41153(8) 0.0384(6) Uani 1 1 d . . . . .
H4 H -0.082237 0.361517 0.435241 0.046 Uiso 1 1 calc R . . . .
C5 C 0.0675(2) 0.3478(3) 0.40796(7) 0.0325(5) Uani 1 1 d . . . . .
H5 H 0.115702 0.415816 0.428979 0.039 Uiso 1 1 calc R . . . .
C6 C 0.11727(19) 0.2772(3) 0.37235(7) 0.0269(5) Uani 1 1 d . . . . .
C7 C 0.23929(19) 0.3082(3) 0.36747(7) 0.0263(4) Uani 1 1 d . . . . .
H7 H 0.287506 0.379173 0.387746 0.032 Uiso 1 1 calc R . . . .
C8 C 0.28839(18) 0.2362(3) 0.33362(7) 0.0249(4) Uani 1 1 d . . . . .
C9 C 0.21330(19) 0.1258(3) 0.30324(7) 0.0270(4) Uani 1 1 d . . . . .
C10 C 0.09361(19) 0.1013(3) 0.30602(7) 0.0294(5) Uani 1 1 d . . . . .
H10 H 0.045232 0.034709 0.284706 0.035 Uiso 1 1 calc R . . . .
C11 C 0.55889(18) 0.1699(3) 0.21371(7) 0.0260(4) Uani 1 1 d . . . . .
C12 C 0.44594(19) 0.1001(3) 0.21925(7) 0.0279(5) Uani 1 1 d . . . . .
H12 H 0.401284 0.036114 0.196458 0.034 Uiso 1 1 calc R . . . .
C13 C 0.40037(18) 0.1245(3) 0.25744(7) 0.0261(4) Uani 1 1 d . . . . .
C14 C 0.46179(18) 0.2331(3) 0.29176(6) 0.0237(4) Uani 1 1 d . . . . .
C15 C 0.57318(18) 0.2995(3) 0.28714(7) 0.0254(4) Uani 1 1 d . . . . .
H15 H 0.615347 0.367820 0.309571 0.030 Uiso 1 1 calc R . . . .
C16 C 0.62529(18) 0.2665(3) 0.24900(7) 0.0253(4) Uani 1 1 d . . . . .
C17 C 0.7426(2) 0.3272(3) 0.24519(8) 0.0309(5) Uani 1 1 d . . . . .
H17 H 0.787345 0.390391 0.268140 0.037 Uiso 1 1 calc R . . . .
C18 C 0.7908(2) 0.2937(3) 0.20791(8) 0.0352(5) Uani 1 1 d . . . . .
H18 H 0.868333 0.332797 0.205929 0.042 Uiso 1 1 calc R . . . .
C19 C 0.7234(2) 0.2003(3) 0.17268(8) 0.0357(5) Uani 1 1 d . . . . .
H19 H 0.756405 0.179283 0.147412 0.043 Uiso 1 1 calc R . . . .
C20 C 0.6103(2) 0.1405(3) 0.17529(7) 0.0315(5) Uani 1 1 d . . . . .
H20 H 0.566350 0.079828 0.151692 0.038 Uiso 1 1 calc R . . . .
C21 C 0.47456(18) 0.3895(3) 0.36092(7) 0.0256(4) Uani 1 1 d . . . . .
C22 C 0.54706(19) 0.3292(3) 0.39873(7) 0.0300(5) Uani 1 1 d . . . . .
H22 H 0.557259 0.210998 0.403340 0.036 Uiso 1 1 calc R . . . .
C23 C 0.6050(2) 0.4453(3) 0.42997(7) 0.0320(5) Uani 1 1 d . . . . .
H23 H 0.654107 0.403268 0.455259 0.038 Uiso 1 1 calc R . . . .
C24 C 0.59098(19) 0.6228(3) 0.42422(7) 0.0284(5) Uani 1 1 d . . . . .
C25 C 0.51783(19) 0.6800(3) 0.38530(7) 0.0293(5) Uani 1 1 d . . . . .
H25 H 0.507430 0.798109 0.380419 0.035 Uiso 1 1 calc R . . . .
C26 C 0.46051(19) 0.5653(3) 0.35385(7) 0.0281(5) Uani 1 1 d . . . . .
H26 H 0.412840 0.606368 0.328129 0.034 Uiso 1 1 calc R . . . .
C27 C 0.6532(2) 0.7487(3) 0.45953(8) 0.0397(5) Uani 1 1 d D U . . .
C28 C 0.6128(4) 0.7020(6) 0.50440(14) 0.0306(9) Uani 0.5 1 d D U P A 1
H28A H 0.526536 0.716317 0.501626 0.046 Uiso 0.5 1 calc GR . P A 1
H28B H 0.653178 0.776839 0.527205 0.046 Uiso 0.5 1 calc GR . P A 1
H28C H 0.633974 0.584144 0.511868 0.046 Uiso 0.5 1 calc GR . P A 1
C29 C 0.7965(4) 0.7073(6) 0.46796(14) 0.0324(9) Uani 0.5 1 d D U P A 1
H29A H 0.809754 0.590433 0.478103 0.049 Uiso 0.5 1 calc GR . P A 1
H29B H 0.837839 0.784988 0.489876 0.049 Uiso 0.5 1 calc GR . P A 1
H29C H 0.827296 0.721838 0.440922 0.049 Uiso 0.5 1 calc GR . P A 1
C30 C 0.6349(4) 0.9293(6) 0.44926(14) 0.0318(8) Uani 0.5 1 d D U P A 1
H30A H 0.663702 0.954898 0.422307 0.048 Uiso 0.5 1 calc GR . P A 1
H30B H 0.678942 0.997525 0.472803 0.048 Uiso 0.5 1 calc GR . P A 1
H30C H 0.549957 0.956043 0.445809 0.048 Uiso 0.5 1 calc GR . P A 1
Cl1 Cl 0.10612(11) 0.78560(13) 0.47716(3) 0.0853(3) Uani 1 1 d . . . . .
Cl2 Cl 0.23175(12) 0.79740(18) 0.40293(6) 0.1186(5) Uani 1 1 d . . . . .
C31 C 0.1054(3) 0.8592(5) 0.42365(10) 0.0617(8) Uani 1 1 d . . . . .
H31A H 0.033622 0.815236 0.404567 0.074 Uiso 1 1 calc R . . . .
H31B H 0.100386 0.984367 0.423400 0.074 Uiso 1 1 calc R . . . .
C0AA C 0.5448(6) 0.8769(10) 0.4694(2) 0.0725(19) Uani 0.5 1 d D U P A 2
H0AA H 0.506268 0.929626 0.442318 0.109 Uiso 0.5 1 calc GR . P A 2
H0AB H 0.578514 0.964945 0.489879 0.109 Uiso 0.5 1 calc GR . P A 2
H0AC H 0.486009 0.811247 0.481769 0.109 Uiso 0.5 1 calc GR . P A 2
C2AA C 0.7227(7) 0.8831(10) 0.4349(2) 0.072(2) Uani 0.5 1 d D U P A 2
H2AA H 0.796850 0.832563 0.429193 0.107 Uiso 0.5 1 calc GR . P A 2
H2AB H 0.741059 0.984001 0.453017 0.107 Uiso 0.5 1 calc GR . P A 2
H2AC H 0.672779 0.915113 0.407486 0.107 Uiso 0.5 1 calc GR . P A 2
C1AA C 0.7097(11) 0.6792(11) 0.4996(2) 0.107(4) Uani 0.5 1 d D U P A 2
H1AA H 0.650748 0.619539 0.513338 0.161 Uiso 0.5 1 calc GR . P A 2
H1AB H 0.745683 0.770463 0.518667 0.161 Uiso 0.5 1 calc GR . P A 2
H1AC H 0.771741 0.599624 0.494554 0.161 Uiso 0.5 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C9 1.754(2) . ?
S1 C13 1.753(2) . ?
N1 C8 1.413(3) . ?
N1 C14 1.411(3) . ?
N1 C21 1.443(3) . ?
C1 C2 1.422(3) . ?
C1 C6 1.418(3) . ?
C1 C10 1.414(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.364(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.406(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.370(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.420(3) . ?
C6 C7 1.418(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.376(3) . ?
C8 C9 1.427(3) . ?
C9 C10 1.369(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.410(3) . ?
C11 C16 1.418(3) . ?
C11 C20 1.419(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.372(3) . ?
C13 C14 1.428(3) . ?
C14 C15 1.377(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.420(3) . ?
C16 C17 1.417(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.374(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.407(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.363(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.379(3) . ?
C21 C26 1.383(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.391(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.391(3) . ?
C24 C25 1.400(3) . ?
C24 C27 1.533(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.386(3) . ?
C26 H26 0.9300 . ?
C27 C28 1.567(5) . ?
C27 C29 1.610(5) . ?
C27 C30 1.440(5) . ?
C27 C0AA 1.634(6) . ?
C27 C2AA 1.569(6) . ?
C27 C1AA 1.393(6) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
Cl1 C31 1.740(3) . ?
Cl2 C31 1.715(3) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C0AA H0AA 0.9600 . ?
C0AA H0AB 0.9600 . ?
C0AA H0AC 0.9600 . ?
C2AA H2AA 0.9600 . ?
C2AA H2AB 0.9600 . ?
C2AA H2AC 0.9600 . ?
C1AA H1AA 0.9600 . ?
C1AA H1AB 0.9600 . ?
C1AA H1AC 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 S1 C9 101.55(10) . . ?
C8 N1 C21 115.54(16) . . ?
C14 N1 C8 125.02(17) . . ?
C14 N1 C21 116.68(16) . . ?
C6 C1 C2 119.3(2) . . ?
C10 C1 C2 122.5(2) . . ?
C10 C1 C6 118.11(19) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.2(2) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(2) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.4(2) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.77(19) . . ?
C1 C6 C7 119.32(19) . . ?
C7 C6 C5 121.9(2) . . ?
C6 C7 H7 119.0 . . ?
C8 C7 C6 121.9(2) . . ?
C8 C7 H7 119.0 . . ?
N1 C8 C9 121.04(18) . . ?
C7 C8 N1 120.84(19) . . ?
C7 C8 C9 118.11(19) . . ?
C8 C9 S1 121.58(16) . . ?
C10 C9 S1 117.31(17) . . ?
C10 C9 C8 120.9(2) . . ?
C1 C10 H10 119.2 . . ?
C9 C10 C1 121.5(2) . . ?
C9 C10 H10 119.2 . . ?
C12 C11 C16 118.08(19) . . ?
C12 C11 C20 122.6(2) . . ?
C16 C11 C20 119.23(19) . . ?
C11 C12 H12 119.2 . . ?
C13 C12 C11 121.58(19) . . ?
C13 C12 H12 119.2 . . ?
C12 C13 S1 117.27(16) . . ?
C12 C13 C14 120.74(19) . . ?
C14 C13 S1 121.73(15) . . ?
N1 C14 C13 120.71(18) . . ?
C15 C14 N1 121.16(18) . . ?
C15 C14 C13 118.11(18) . . ?
C14 C15 H15 119.2 . . ?
C14 C15 C16 121.70(19) . . ?
C16 C15 H15 119.2 . . ?
C11 C16 C15 119.46(19) . . ?
C17 C16 C11 118.77(19) . . ?
C17 C16 C15 121.8(2) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(2) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.3(2) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.5(2) . . ?
C20 C19 H19 119.7 . . ?
C11 C20 H20 119.7 . . ?
C19 C20 C11 120.6(2) . . ?
C19 C20 H20 119.7 . . ?
C22 C21 N1 119.5(2) . . ?
C22 C21 C26 120.0(2) . . ?
C26 C21 N1 120.54(19) . . ?
C21 C22 H22 120.0 . . ?
C21 C22 C23 120.0(2) . . ?
C23 C22 H22 120.0 . . ?
C22 C23 H23 119.3 . . ?
C22 C23 C24 121.5(2) . . ?
C24 C23 H23 119.3 . . ?
C23 C24 C25 117.2(2) . . ?
C23 C24 C27 120.7(2) . . ?
C25 C24 C27 122.1(2) . . ?
C24 C25 H25 119.2 . . ?
C26 C25 C24 121.7(2) . . ?
C26 C25 H25 119.2 . . ?
C21 C26 C25 119.7(2) . . ?
C21 C26 H26 120.2 . . ?
C25 C26 H26 120.2 . . ?
C24 C27 C28 108.2(2) . . ?
C24 C27 C29 107.7(2) . . ?
C24 C27 C0AA 104.9(3) . . ?
C24 C27 C2AA 106.4(3) . . ?
C28 C27 C29 104.0(3) . . ?
C30 C27 C24 115.6(2) . . ?
C30 C27 C28 111.5(3) . . ?
C30 C27 C29 109.1(3) . . ?
C2AA C27 C0AA 97.6(5) . . ?
C1AA C27 C24 117.5(4) . . ?
C1AA C27 C0AA 107.9(6) . . ?
C1AA C27 C2AA 119.8(6) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 109.5 . . ?
C27 C29 H29B 109.5 . . ?
C27 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
Cl1 C31 H31A 109.0 . . ?
Cl1 C31 H31B 109.0 . . ?
Cl2 C31 Cl1 112.97(19) . . ?
Cl2 C31 H31A 109.0 . . ?
Cl2 C31 H31B 109.0 . . ?
H31A C31 H31B 107.8 . . ?
C27 C0AA H0AA 109.5 . . ?
C27 C0AA H0AB 109.5 . . ?
C27 C0AA H0AC 109.5 . . ?
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 109.5 . . ?
C27 C2AA H2AA 109.5 . . ?
C27 C2AA H2AB 109.5 . . ?
C27 C2AA H2AC 109.5 . . ?
H2AA C2AA H2AB 109.5 . . ?
H2AA C2AA H2AC 109.5 . . ?
H2AB C2AA H2AC 109.5 . . ?
C27 C1AA H1AA 109.5 . . ?
C27 C1AA H1AB 109.5 . . ?
C27 C1AA H1AC 109.5 . . ?
H1AA C1AA H1AB 109.5 . . ?
H1AA C1AA H1AC 109.5 . . ?
H1AB C1AA H1AC 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.045
_oxdiff_exptl_absorpt_empirical_full_min 0.468
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2191
_database_code_depnum_ccdc_archive 'CCDC 2143331'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, ChangKung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-01-20 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2021-08-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C52 H47 N S'
_chemical_formula_sum            'C52 H47 N S'
_chemical_formula_weight         717.96
_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'
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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   36.5917(5)
_cell_length_b                   36.5917(5)
_cell_length_c                   17.7385(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     20569.0(7)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    27436
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      74.2230
_cell_measurement_theta_min      3.7240
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.862
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85926
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             6876
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -43
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            67250
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.076
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         2.855
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00 -24.00   1.00    1.00    --    0.00 -57.00  90.00   38
  2  ω    -88.00  28.00   1.00    1.00    --    0.00 -77.00-150.00  116
  3  ω    -57.00  22.00   1.00    1.00    --    0.00 -19.00 -60.00   79
  4  ω     36.00  84.00   1.00    1.00    --    0.00  57.00 -60.00   48
  5  ω      6.00  32.00   1.00    1.00    --    0.00  38.00-120.00   26
  6  ω     44.00 120.00   1.00    2.00    --   95.80 -61.00 120.00   76
  7  ω     80.00 128.00   1.00    2.00    --   95.80 -82.00   0.00   48
  8  ω     23.00 116.00   1.00    2.00    --   95.80 -45.00 -30.00   93
  9  ω     58.00  97.00   1.00    2.00    --   95.80 -82.00  90.00   39
 10  ω     58.00 101.00   1.00    2.00    --   95.80 -82.00-150.00   43
 11  ω     13.00  68.00   1.00    2.00    --   95.80 -82.00   0.00   55
 12  ω     70.00 107.00   1.00    2.00    --   95.80  15.00  30.00   37
 13  ω    135.00 185.00   1.00    2.00    --   95.80  15.00  30.00   50
 14  ω     21.00 128.00   1.00    2.00    --   95.80 -82.00 120.00  107
 15  ω      6.00  37.00   1.00    2.00    --   95.80 -82.00-150.00   31
 16  ω     31.00 104.00   1.00    2.00    --   95.80 -30.00 -30.00   73
 17  ω     32.00 114.00   1.00    2.00    --   95.80 -30.00-180.00   82
 18  ω     71.00  96.00   1.00    2.00    --   95.80 -82.00-120.00   25
 19  ω    105.00 179.00   1.00    2.00    --   95.80  30.00 -90.00   74
 20  ω    121.00 183.00   1.00    2.00    --   95.80  30.00 -60.00   62
 21  ω     34.00 125.00   1.00    2.00    --   95.80 -82.00 -60.00   91
 22  ω     78.00 125.00   1.00    2.00    --   95.80 -82.00 -90.00   47
 23  ω      6.00  42.00   1.00    2.00    --   95.80 -61.00-180.00   36
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0098775000
_diffrn_orient_matrix_UB_12      0.0113761000
_diffrn_orient_matrix_UB_13      -0.0840035000
_diffrn_orient_matrix_UB_21      0.0416967000
_diffrn_orient_matrix_UB_22      -0.0003503000
_diffrn_orient_matrix_UB_23      0.0088293000
_diffrn_orient_matrix_UB_31      -0.0228500000
_diffrn_orient_matrix_UB_32      -0.0472733000
_diffrn_orient_matrix_UB_33      -0.0202450000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7243
_reflns_number_total             8171
_reflns_odcompleteness_completeness 99.99
_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.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.445
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     496
_refine_ls_number_reflns         8171
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0404
_refine_ls_restrained_S_all      1.057
_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)+(0.0529P)²+23.2305P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1099
_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:
 C4(H4), C5(H5), C6(H6), C7(H7), C11(H11), C14(H14), C16(H16), C19(H19),
 C21(H21), C22(H22), C23(H23), C24(H24), C27(H27), C29(H29), C35(H35), C36(H36),
  C38(H38), C39(H39), C46(H46), C48(H48)
2.b Idealised Me refined as rotating group:
 C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C33(H33A,H33B,H33C), C41(H41A,H41B,
 H41C), C42(H42A,H42B,H42C), C43(H43A,H43B,H43C), C50(H50A,H50B,H50C), C51(H51A,
 H51B,H51C), C52(H52A,H52B,H52C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.44115(2) 0.27417(2) 0.50629(2) 0.03494(11) Uani 1 1 d . . . . .
N1 N 0.34914(4) 0.23095(4) 0.56333(6) 0.0252(3) Uani 1 1 d . . . . .
C1 C 0.37382(4) 0.16905(4) 0.38344(8) 0.0238(3) Uani 1 1 d . . . . .
C2 C 0.37962(4) 0.15090(4) 0.31826(8) 0.0259(3) Uani 1 1 d . . . . .
C3 C 0.34790(4) 0.11023(4) 0.29611(8) 0.0254(3) Uani 1 1 d . . . . .
C4 C 0.35135(5) 0.09084(5) 0.22875(8) 0.0306(3) Uani 1 1 d . . . . .
H4 H 0.375134 0.105412 0.198532 0.037 Uiso 1 1 calc R . . . .
C5 C 0.32067(5) 0.05153(5) 0.20760(9) 0.0342(3) Uani 1 1 d . . . . .
H5 H 0.323420 0.039833 0.162917 0.041 Uiso 1 1 calc R . . . .
C6 C 0.28464(5) 0.02849(5) 0.25347(9) 0.0327(3) Uani 1 1 d . . . . .
H6 H 0.263882 0.001563 0.239021 0.039 Uiso 1 1 calc R . . . .
C7 C 0.28018(5) 0.04551(4) 0.31870(8) 0.0290(3) Uani 1 1 d . . . . .
H7 H 0.256541 0.029733 0.348693 0.035 Uiso 1 1 calc R . . . .
C8 C 0.31099(4) 0.08704(4) 0.34205(8) 0.0245(3) Uani 1 1 d . . . . .
C9 C 0.30560(4) 0.10526(4) 0.40794(8) 0.0235(3) Uani 1 1 d . . . . .
C10 C 0.33586(4) 0.14679(4) 0.42752(7) 0.0227(3) Uani 1 1 d . . . . .
C11 C 0.32920(4) 0.16813(4) 0.48867(7) 0.0231(3) Uani 1 1 d . . . . .
H11 H 0.304423 0.153853 0.516493 0.028 Uiso 1 1 calc R . . . .
C12 C 0.35794(4) 0.20889(4) 0.50793(7) 0.0229(3) Uani 1 1 d . . . . .
C13 C 0.39806(4) 0.22850(4) 0.47015(8) 0.0246(3) Uani 1 1 d . . . . .
C14 C 0.40480(4) 0.20975(4) 0.40961(8) 0.0253(3) Uani 1 1 d . . . . .
H14 H 0.430506 0.224004 0.384474 0.030 Uiso 1 1 calc R . . . .
C15 C 0.42430(5) 0.36217(4) 0.60920(8) 0.0272(3) Uani 1 1 d . . . . .
C16 C 0.44059(5) 0.34060(4) 0.56751(8) 0.0278(3) Uani 1 1 d . . . . .
H16 H 0.468373 0.355284 0.550699 0.033 Uiso 1 1 calc R . . . .
C17 C 0.41629(4) 0.29845(4) 0.55130(8) 0.0261(3) Uani 1 1 d . . . . .
C18 C 0.37322(4) 0.27496(4) 0.57490(7) 0.0242(3) Uani 1 1 d . . . . .
C19 C 0.35636(5) 0.29638(4) 0.61144(8) 0.0262(3) Uani 1 1 d . . . . .
H19 H 0.327903 0.281983 0.624281 0.031 Uiso 1 1 calc R . . . .
C20 C 0.38118(5) 0.33977(4) 0.63002(8) 0.0266(3) Uani 1 1 d . . . . .
C21 C 0.36426(5) 0.36129(5) 0.67104(8) 0.0323(3) Uani 1 1 d . . . . .
H21 H 0.335823 0.347293 0.683972 0.039 Uiso 1 1 calc R . . . .
C22 C 0.38973(6) 0.40259(5) 0.69159(9) 0.0373(4) Uani 1 1 d . . . . .
H22 H 0.378545 0.416268 0.719329 0.045 Uiso 1 1 calc R . . . .
C23 C 0.43261(6) 0.42453(5) 0.67120(9) 0.0379(4) Uani 1 1 d . . . . .
H23 H 0.449560 0.452529 0.685692 0.045 Uiso 1 1 calc R . . . .
C24 C 0.44948(5) 0.40500(5) 0.63031(8) 0.0334(3) Uani 1 1 d . . . . .
H24 H 0.477729 0.419928 0.616206 0.040 Uiso 1 1 calc R . . . .
C25 C 0.26885(4) 0.08004(4) 0.45880(7) 0.0238(3) Uani 1 1 d . . . . .
C26 C 0.27128(5) 0.05212(4) 0.51047(8) 0.0273(3) Uani 1 1 d . . . . .
C27 C 0.23750(5) 0.02915(5) 0.55897(8) 0.0327(3) Uani 1 1 d . . . . .
H27 H 0.239099 0.010811 0.593351 0.039 Uiso 1 1 calc R . . . .
C28 C 0.20162(5) 0.03272(5) 0.55770(9) 0.0344(3) Uani 1 1 d . . . . .
C29 C 0.19969(5) 0.06016(5) 0.50604(9) 0.0339(3) Uani 1 1 d . . . . .
H29 H 0.175727 0.062837 0.504579 0.041 Uiso 1 1 calc R . . . .
C30 C 0.23279(5) 0.08391(4) 0.45615(8) 0.0281(3) Uani 1 1 d . . . . .
C31 C 0.30945(5) 0.04681(5) 0.51301(9) 0.0385(4) Uani 1 1 d . . . . .
H31A H 0.312911 0.036695 0.465113 0.058 Uiso 1 1 calc GR . . . .
H31B H 0.305765 0.026854 0.551602 0.058 Uiso 1 1 calc GR . . . .
H31C H 0.334039 0.073486 0.523925 0.058 Uiso 1 1 calc GR . . . .
C32 C 0.16542(6) 0.00667(6) 0.61070(12) 0.0530(5) Uani 1 1 d . . . . .
H32A H 0.161280 -0.021333 0.614139 0.080 Uiso 1 1 calc GR . . . .
H32B H 0.140181 0.005335 0.591877 0.080 Uiso 1 1 calc GR . . . .
H32C H 0.171806 0.019476 0.659749 0.080 Uiso 1 1 calc GR . . . .
C33 C 0.22924(5) 0.11288(5) 0.40007(10) 0.0392(4) Uani 1 1 d . . . . .
H33A H 0.245669 0.141526 0.417130 0.059 Uiso 1 1 calc GR . . . .
H33B H 0.200228 0.105556 0.395375 0.059 Uiso 1 1 calc GR . . . .
H33C H 0.239579 0.110025 0.351965 0.059 Uiso 1 1 calc GR . . . .
C34 C 0.30769(4) 0.20959(4) 0.59745(8) 0.0243(3) Uani 1 1 d . . . . .
C35 C 0.30320(5) 0.19432(5) 0.67001(8) 0.0304(3) Uani 1 1 d . . . . .
H35 H 0.326576 0.197342 0.696185 0.037 Uiso 1 1 calc R . . . .
C36 C 0.26376(5) 0.17448(5) 0.70378(9) 0.0341(3) Uani 1 1 d . . . . .
H36 H 0.261134 0.164451 0.752806 0.041 Uiso 1 1 calc R . . . .
C37 C 0.22794(5) 0.16913(5) 0.66639(9) 0.0302(3) Uani 1 1 d . . . . .
C38 C 0.23342(5) 0.18502(5) 0.59314(8) 0.0307(3) Uani 1 1 d . . . . .
H38 H 0.210150 0.182030 0.566651 0.037 Uiso 1 1 calc R . . . .
C39 C 0.27274(5) 0.20512(5) 0.55901(8) 0.0287(3) Uani 1 1 d . . . . .
H39 H 0.275663 0.215612 0.510287 0.034 Uiso 1 1 calc R . . . .
C40 C 0.18409(5) 0.14528(5) 0.70331(10) 0.0377(4) Uani 1 1 d . . . . .
C41 C 0.18764(8) 0.15275(11) 0.78869(14) 0.0991(11) Uani 1 1 d . . . . .
H41A H 0.203245 0.140710 0.810505 0.149 Uiso 1 1 calc GR . . . .
H41B H 0.159907 0.139702 0.810401 0.149 Uiso 1 1 calc GR . . . .
H41C H 0.201996 0.182525 0.798629 0.149 Uiso 1 1 calc GR . . . .
C42 C 0.15494(7) 0.15988(9) 0.67546(19) 0.0951(11) Uani 1 1 d . . . . .
H42A H 0.167787 0.189808 0.682692 0.143 Uiso 1 1 calc GR . . . .
H42B H 0.128897 0.145784 0.703014 0.143 Uiso 1 1 calc GR . . . .
H42C H 0.149429 0.153436 0.622790 0.143 Uiso 1 1 calc GR . . . .
C43 C 0.16648(7) 0.09900(7) 0.69006(18) 0.0829(8) Uani 1 1 d . . . . .
H43A H 0.160142 0.092877 0.637485 0.124 Uiso 1 1 calc GR . . . .
H43B H 0.141155 0.083293 0.719093 0.124 Uiso 1 1 calc GR . . . .
H43C H 0.186852 0.091199 0.705102 0.124 Uiso 1 1 calc GR . . . .
C44 C 0.41952(5) 0.17458(4) 0.27290(8) 0.0284(3) Uani 1 1 d . . . . .
C45 C 0.42327(5) 0.20357(5) 0.21761(9) 0.0366(4) Uani 1 1 d . . . . .
C46 C 0.46073(6) 0.22503(6) 0.17678(10) 0.0457(4) Uani 1 1 d . . . . .
H46 H 0.462974 0.243925 0.139515 0.055 Uiso 1 1 calc R . . . .
C47 C 0.49459(6) 0.21910(6) 0.18993(11) 0.0460(4) Uani 1 1 d . . . . .
C48 C 0.49048(5) 0.19065(5) 0.24540(10) 0.0413(4) Uani 1 1 d . . . . .
H48 H 0.513155 0.186586 0.255332 0.050 Uiso 1 1 calc R . . . .
C49 C 0.45338(5) 0.16789(5) 0.28685(9) 0.0326(3) Uani 1 1 d . . . . .
C50 C 0.45027(6) 0.13657(6) 0.34514(11) 0.0468(4) Uani 1 1 d . . . . .
H50A H 0.444517 0.144330 0.393531 0.070 Uiso 1 1 calc GR . . . .
H50B H 0.476442 0.136481 0.347217 0.070 Uiso 1 1 calc GR . . . .
H50C H 0.427873 0.108924 0.331846 0.070 Uiso 1 1 calc GR . . . .
C51 C 0.53506(7) 0.24265(8) 0.14482(15) 0.0764(7) Uani 1 1 d . . . . .
H51A H 0.529408 0.252372 0.098375 0.115 Uiso 1 1 calc GR . . . .
H51B H 0.545874 0.224107 0.134106 0.115 Uiso 1 1 calc GR . . . .
H51C H 0.555516 0.266380 0.173416 0.115 Uiso 1 1 calc GR . . . .
C52 C 0.38809(7) 0.21234(7) 0.20098(12) 0.0581(5) Uani 1 1 d . . . . .
H52A H 0.361439 0.186971 0.207738 0.087 Uiso 1 1 calc GR . . . .
H52B H 0.390437 0.221923 0.149888 0.087 Uiso 1 1 calc GR . . . .
H52C H 0.389913 0.233715 0.234689 0.087 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 C13 1.7479(14) . ?
S1 C17 1.7503(14) . ?
N1 C12 1.4075(17) . ?
N1 C18 1.4118(17) . ?
N1 C34 1.4466(17) . ?
C1 C2 1.4013(19) . ?
C1 C10 1.4396(19) . ?
C1 C14 1.425(2) . ?
C2 C3 1.410(2) . ?
C2 C44 1.5047(19) . ?
C3 C4 1.427(2) . ?
C3 C8 1.4361(19) . ?
C4 H4 0.9300 . ?
C4 C5 1.362(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.414(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.362(2) . ?
C7 H7 0.9300 . ?
C7 C8 1.428(2) . ?
C8 C9 1.4076(19) . ?
C9 C10 1.4048(19) . ?
C9 C25 1.4942(19) . ?
C10 C11 1.4270(19) . ?
C11 H11 0.9300 . ?
C11 C12 1.3704(19) . ?
C12 C13 1.4372(19) . ?
C13 C14 1.362(2) . ?
C14 H14 0.9300 . ?
C15 C16 1.413(2) . ?
C15 C20 1.416(2) . ?
C15 C24 1.415(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.3713(19) . ?
C17 C18 1.429(2) . ?
C18 C19 1.378(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.4185(19) . ?
C20 C21 1.421(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.370(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.406(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.364(2) . ?
C24 H24 0.9300 . ?
C25 C26 1.4080(19) . ?
C25 C30 1.397(2) . ?
C26 C27 1.391(2) . ?
C26 C31 1.504(2) . ?
C27 H27 0.9300 . ?
C27 C28 1.383(2) . ?
C28 C29 1.387(2) . ?
C28 C32 1.511(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.397(2) . ?
C30 C33 1.506(2) . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C35 1.380(2) . ?
C34 C39 1.385(2) . ?
C35 H35 0.9300 . ?
C35 C36 1.386(2) . ?
C36 H36 0.9300 . ?
C36 C37 1.393(2) . ?
C37 C38 1.396(2) . ?
C37 C40 1.538(2) . ?
C38 H38 0.9300 . ?
C38 C39 1.385(2) . ?
C39 H39 0.9300 . ?
C40 C41 1.533(3) . ?
C40 C42 1.496(3) . ?
C40 C43 1.499(3) . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 C45 1.400(2) . ?
C44 C49 1.400(2) . ?
C45 C46 1.394(2) . ?
C45 C52 1.503(2) . ?
C46 H46 0.9300 . ?
C46 C47 1.380(3) . ?
C47 C48 1.385(3) . ?
C47 C51 1.517(2) . ?
C48 H48 0.9300 . ?
C48 C49 1.395(2) . ?
C49 C50 1.505(2) . ?
C50 H50A 0.9600 . ?
C50 H50B 0.9600 . ?
C50 H50C 0.9600 . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9600 . ?
C51 H51C 0.9600 . ?
C52 H52A 0.9600 . ?
C52 H52B 0.9600 . ?
C52 H52C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 S1 C17 101.72(7) . . ?
C12 N1 C18 124.37(11) . . ?
C12 N1 C34 117.46(11) . . ?
C18 N1 C34 116.31(11) . . ?
C2 C1 C10 120.79(12) . . ?
C2 C1 C14 122.29(13) . . ?
C14 C1 C10 116.91(12) . . ?
C1 C2 C3 119.35(12) . . ?
C1 C2 C44 120.10(12) . . ?
C3 C2 C44 120.55(12) . . ?
C2 C3 C4 121.82(13) . . ?
C2 C3 C8 120.01(12) . . ?
C4 C3 C8 118.18(13) . . ?
C3 C4 H4 119.2 . . ?
C5 C4 C3 121.63(14) . . ?
C5 C4 H4 119.2 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.12(14) . . ?
C6 C5 H5 119.9 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.35(14) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 119.3 . . ?
C6 C7 C8 121.44(14) . . ?
C8 C7 H7 119.3 . . ?
C7 C8 C3 118.25(12) . . ?
C9 C8 C3 120.29(12) . . ?
C9 C8 C7 121.46(13) . . ?
C8 C9 C25 120.31(12) . . ?
C10 C9 C8 119.76(12) . . ?
C10 C9 C25 119.87(12) . . ?
C9 C10 C1 119.57(12) . . ?
C9 C10 C11 121.46(12) . . ?
C11 C10 C1 118.93(12) . . ?
C10 C11 H11 118.8 . . ?
C12 C11 C10 122.47(12) . . ?
C12 C11 H11 118.8 . . ?
N1 C12 C13 120.58(12) . . ?
C11 C12 N1 121.80(12) . . ?
C11 C12 C13 117.62(12) . . ?
C12 C13 S1 120.96(10) . . ?
C14 C13 S1 117.83(11) . . ?
C14 C13 C12 120.89(12) . . ?
C1 C14 H14 118.9 . . ?
C13 C14 C1 122.25(13) . . ?
C13 C14 H14 118.9 . . ?
C16 C15 C20 118.19(13) . . ?
C16 C15 C24 122.31(14) . . ?
C24 C15 C20 119.50(13) . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.37(13) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 S1 117.20(11) . . ?
C16 C17 C18 120.99(13) . . ?
C18 C17 S1 121.68(10) . . ?
N1 C18 C17 121.00(12) . . ?
C19 C18 N1 121.04(12) . . ?
C19 C18 C17 117.93(12) . . ?
C18 C19 H19 119.1 . . ?
C18 C19 C20 121.85(13) . . ?
C20 C19 H19 119.1 . . ?
C15 C20 C19 119.47(13) . . ?
C15 C20 C21 118.73(13) . . ?
C19 C20 C21 121.78(14) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 C20 120.20(15) . . ?
C22 C21 H21 119.9 . . ?
C21 C22 H22 119.6 . . ?
C21 C22 C23 120.71(15) . . ?
C23 C22 H22 119.6 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.39(14) . . ?
C24 C23 H23 119.8 . . ?
C15 C24 H24 119.8 . . ?
C23 C24 C15 120.44(15) . . ?
C23 C24 H24 119.8 . . ?
C26 C25 C9 118.51(12) . . ?
C30 C25 C9 121.41(12) . . ?
C30 C25 C26 120.07(13) . . ?
C25 C26 C31 120.86(13) . . ?
C27 C26 C25 118.79(14) . . ?
C27 C26 C31 120.35(13) . . ?
C26 C27 H27 118.9 . . ?
C28 C27 C26 122.11(14) . . ?
C28 C27 H27 118.9 . . ?
C27 C28 C29 118.26(14) . . ?
C27 C28 C32 120.30(15) . . ?
C29 C28 C32 121.43(16) . . ?
C28 C29 H29 119.1 . . ?
C28 C29 C30 121.77(14) . . ?
C30 C29 H29 119.1 . . ?
C25 C30 C29 119.00(13) . . ?
C25 C30 C33 120.79(13) . . ?
C29 C30 C33 120.21(14) . . ?
C26 C31 H31A 109.5 . . ?
C26 C31 H31B 109.5 . . ?
C26 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C28 C32 H32A 109.5 . . ?
C28 C32 H32B 109.5 . . ?
C28 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C35 C34 N1 119.30(12) . . ?
C35 C34 C39 119.71(13) . . ?
C39 C34 N1 120.98(12) . . ?
C34 C35 H35 120.1 . . ?
C34 C35 C36 119.81(14) . . ?
C36 C35 H35 120.1 . . ?
C35 C36 H36 119.1 . . ?
C35 C36 C37 121.87(14) . . ?
C37 C36 H36 119.1 . . ?
C36 C37 C38 117.09(13) . . ?
C36 C37 C40 121.23(14) . . ?
C38 C37 C40 121.64(14) . . ?
C37 C38 H38 119.2 . . ?
C39 C38 C37 121.51(14) . . ?
C39 C38 H38 119.2 . . ?
C34 C39 C38 120.00(14) . . ?
C34 C39 H39 120.0 . . ?
C38 C39 H39 120.0 . . ?
C41 C40 C37 110.37(15) . . ?
C42 C40 C37 112.62(14) . . ?
C42 C40 C41 105.9(2) . . ?
C42 C40 C43 111.8(2) . . ?
C43 C40 C37 108.15(14) . . ?
C43 C40 C41 107.9(2) . . ?
C40 C41 H41A 109.5 . . ?
C40 C41 H41B 109.5 . . ?
C40 C41 H41C 109.5 . . ?
H41A C41 H41B 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C40 C42 H42A 109.5 . . ?
C40 C42 H42B 109.5 . . ?
C40 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C40 C43 H43A 109.5 . . ?
C40 C43 H43B 109.5 . . ?
C40 C43 H43C 109.5 . . ?
H43A C43 H43B 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C45 C44 C2 120.68(13) . . ?
C45 C44 C49 119.75(14) . . ?
C49 C44 C2 119.56(13) . . ?
C44 C45 C52 121.94(14) . . ?
C46 C45 C44 119.14(15) . . ?
C46 C45 C52 118.92(15) . . ?
C45 C46 H46 119.0 . . ?
C47 C46 C45 122.05(16) . . ?
C47 C46 H46 119.0 . . ?
C46 C47 C48 118.01(15) . . ?
C46 C47 C51 121.31(19) . . ?
C48 C47 C51 120.68(18) . . ?
C47 C48 H48 119.0 . . ?
C47 C48 C49 122.05(16) . . ?
C49 C48 H48 119.0 . . ?
C44 C49 C50 121.21(14) . . ?
C48 C49 C44 118.99(15) . . ?
C48 C49 C50 119.80(15) . . ?
C49 C50 H50A 109.5 . . ?
C49 C50 H50B 109.5 . . ?
C49 C50 H50C 109.5 . . ?
H50A C50 H50B 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C47 C51 H51A 109.5 . . ?
C47 C51 H51B 109.5 . . ?
C47 C51 H51C 109.5 . . ?
H51A C51 H51B 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C45 C52 H52A 109.5 . . ?
C45 C52 H52B 109.5 . . ?
C45 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.628 1258.0 244.9 ?
2 0.333 0.667 -0.161 1258.0 244.9 ?
3 0.667 0.333 -0.494 1258.0 244.9 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.271
_oxdiff_exptl_absorpt_empirical_full_min 0.733
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2547
_database_code_depnum_ccdc_archive 'CCDC 2143509'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, Chang Kung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-01-21 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2022-01-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C74 H69 N S'
_chemical_formula_sum            'C74 H69 N S'
_chemical_formula_weight         1004.36
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.16900(10)
_cell_length_b                   17.2492(3)
_cell_length_c                   25.1684(5)
_cell_angle_alpha                106.660(2)
_cell_angle_beta                 90.552(2)
_cell_angle_gamma                96.116(2)
_cell_volume                     2962.06(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    24472
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      74.0300
_cell_measurement_theta_min      3.6530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.799
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58292
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.126
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0607
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            74173
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.077
_diffrn_reflns_theta_max         67.077
_diffrn_reflns_theta_min         3.670
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -89.00 -49.00   1.00    1.00    --    0.00 -63.00 -50.00   40
  2  ω    -25.00  25.00   1.00    1.00    --    0.00  63.00  86.00   50
  3  ω      6.00 120.00   1.00    2.00    --   95.80 -63.00 -50.00  114
  4  ω     71.00 143.00   1.00    2.00    --   95.80  63.00  86.00   72
  5  ω    -20.00  23.00   1.00    1.00    --    0.00 -57.00  30.00   43
  6  ω     -3.00  24.00   1.00    1.00    --    0.00 -63.00 -50.00   27
  7  ω     34.00  84.00   1.00    1.00    --    0.00  37.00-120.00   50
  8  ω    -38.00  16.00   1.00    1.00    --    0.00 -57.00-120.00   54
  9  ω    -19.00  62.00   1.00    1.00    --    0.00  37.00   0.00   81
 10  ω    -24.00   8.00   1.00    1.00    --    0.00  19.00-150.00   32
 11  ω     55.00  86.00   1.00    1.00    --    0.00  37.00  60.00   31
 12  ω     -5.00  22.00   1.00    1.00    --    0.00  37.00-120.00   27
 13  ω     32.00  84.00   1.00    1.00    --    0.00  19.00-150.00   52
 14  ω    -30.00  12.00   1.00    1.00    --    0.00  77.00  30.00   42
 15  ω     30.00  58.00   1.00    1.00    --    0.00  77.00  30.00   28
 16  ω     -7.00  51.00   1.00    1.00    --    0.00  37.00  60.00   58
 17  ω    -82.00 -57.00   1.00    1.00    --    0.00 -57.00-120.00   25
 18  ω    -89.00 -33.00   1.00    1.00    --    0.00 -57.00  30.00   56
 19  ω    149.00 175.00   1.00    2.00    --   95.80  81.00  45.96   26
 20  ω     71.00 185.00   1.00    2.00    --   95.80  58.00  51.24  114
 21  ω     63.00  88.00   1.00    2.00    --   95.80  81.00  45.96   25
 22  ω     63.00  89.00   1.00    2.00    --   95.80  82.00 150.00   26
 23  ω    107.00 133.00   1.00    2.00    --   95.80  82.00 -90.00   26
 24  ω    154.00 180.00   1.00    2.00    --   95.80  77.00-180.00   26
 25  ω    133.00 159.00   1.00    2.00    --   95.80  82.00   0.00   26
 26  ω     63.00 102.00   1.00    2.00    --   95.80  82.00 -90.00   39
 27  ω     65.00 115.00   1.00    2.00    --   95.80  77.00 120.00   50
 28  ω     70.00 185.00   1.00    2.00    --   95.80  64.00   4.70  115
 29  ω     65.00  90.00   1.00    2.00    --   95.80  77.00-162.44   25
 30  ω     75.00 184.00   1.00    2.00    --   95.80  45.00 -30.00  109
 31  ω    157.00 185.00   1.00    2.00    --   95.80  61.00 -30.00   28
 32  ω     64.00 104.00   1.00    2.00    --   95.80  80.00 163.55   40
 33  ω    142.00 174.00   1.00    2.00    --   95.80  80.00 163.55   32
 34  ω     66.00 185.00   1.00    2.00    --   95.80  74.00-126.48  119
 35  ω     72.00 185.00   1.00    2.00    --   95.80  56.00 110.33  113
 36  ω    122.00 148.00   1.00    2.00    --   95.80  82.00-150.00   26
 37  ω     63.00  88.00   1.00    2.00    --   95.80  82.00-150.00   25
 38  ω     65.00  94.00   1.00    2.00    --   95.80  77.00-120.00   29
 39  ω     65.00 136.00   1.00    2.00    --   95.80  77.00-180.00   71
 40  ω     99.00 124.00   1.00    2.00    --   95.80  77.00 -60.00   25
 41  ω     65.00  90.00   1.00    2.00    --   95.80  77.00 -60.00   25
 42  ω      6.00 128.00   1.00    2.00    --   95.80 -82.00 150.00  122
 43  ω     65.00  90.00   1.00    2.00    --   95.80  77.00  90.00   25
 44  ω     64.00  89.00   1.00    2.00    --   95.80  79.00  70.13   25
 45  ω     74.00 120.00   1.00    2.00    --   95.80  61.00  30.00   46
 46  ω    126.00 151.00   1.00    2.00    --   95.80  61.00  30.00   25
 47  ω     65.00  90.00   1.00    2.00    --   95.80  77.00 150.00   25
 48  ω     71.00 135.00   1.00    2.00    --   95.80  61.00-150.00   64
 49  ω     35.00 105.00   1.00    2.00    --   95.80 -82.00-120.00   70
 50  ω     65.00  91.00   1.00    2.00    --   95.80  77.00  30.00   26
 51  ω    122.00 184.00   1.00    2.00    --   95.80  52.00 -79.38   62
 52  ω    130.00 177.00   1.00    2.00    --   95.80  82.00 120.00   47
 53  ω     75.00 139.00   1.00    2.00    --   95.80  45.00-180.00   64
 54  ω    147.00 179.00   1.00    2.00    --   95.80  45.00-180.00   32
 55  ω     65.00  90.00   1.00    2.00    --   95.80  77.00-150.00   25
 56  ω     65.00 130.00   1.00    2.00    --   95.80  77.00  60.00   65
 57  ω     63.00  88.00   1.00    2.00    --   95.80  82.00-120.00   25
 58  ω     71.00  97.00   1.00    2.00    --   95.80  61.00 -30.00   26
 59  ω      7.00 128.00   1.00    2.00    --   95.80 -82.00 -60.00  121
 60  ω     65.00  91.00   1.00    2.00    --   95.80  77.00   0.00   26
 61  ω     64.00  89.00   1.00    2.00    --   95.80  79.00 102.51   25
 62  ω     72.00  97.00   1.00    2.00    --   95.80  61.00   0.00   25
 63  ω     65.00  91.00   1.00    2.00    --   95.80  77.00 -30.00   26
 64  ω     63.00  88.00   1.00    2.00    --   95.80  82.00  90.00   25
 65  ω     73.00  99.00   1.00    2.00    --   95.80  52.00 -79.38   26
 66  ω     75.00 154.00   1.00    2.00    --   95.80  45.00   0.00   79
 67  ω     63.00  89.00   1.00    2.00    --   95.80  82.00 120.00   26
 68  ω     68.00  94.00   1.00    2.00    --   95.80  68.00 -82.73   26
 69  ω     25.00 113.00   1.00    2.00    --   95.80 -82.00  90.00   88
 70  ω     63.00  89.00   1.00    2.00    --   95.80  82.00  30.00   26
 71  ω     78.00 127.00   1.00    2.00    --   95.80 -82.00  60.00   49
 72  ω     63.00  88.00   1.00    2.00    --   95.80  82.00   0.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1502747000
_diffrn_orient_matrix_UB_12      0.0496414000
_diffrn_orient_matrix_UB_13      0.0443815000
_diffrn_orient_matrix_UB_21      0.0362634000
_diffrn_orient_matrix_UB_22      -0.0781568000
_diffrn_orient_matrix_UB_23      0.0145032000
_diffrn_orient_matrix_UB_31      0.1513079000
_diffrn_orient_matrix_UB_32      -0.0152630000
_diffrn_orient_matrix_UB_33      -0.0436971000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9254
_reflns_number_total             10555
_reflns_odcompleteness_completeness 99.63
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         1.255
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     700
_refine_ls_number_reflns         10555
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0547
_refine_ls_restrained_S_all      1.010
_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)+(0.0609P)²+1.9740P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1406
_refine_ls_wR_factor_ref         0.1453
_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:
 C3(H3), C5(H5), C12(H12), C14(H14), C20(H20), C21(H21), C23(H23), C24(H24),
 C30(H30), C32(H32), C40(H40), C42(H42), C48(H48), C52(H52), C53(H53), C54(H54),
  C55(H55), C59(H59), C62(H62), C66(H66), C67(H67), C68(H68), C69(H69), C73(H73)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C16(H16A,H16B,H16C),
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C28(H28A,H28B,H28C), C35(H35A,H35B,H35C), C36(H36A,H36B,H36C), C37(H37A,
 H37B,H37C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.52006(8) 0.51624(3) 0.66318(2) 0.04564(16) Uani 1 1 d . . . . .
N1 N 0.3416(2) 0.64228(8) 0.75679(6) 0.0317(3) Uani 1 1 d . . . . .
C1 C 0.1863(2) 0.24591(10) 0.68923(7) 0.0266(4) Uani 1 1 d . . . . .
C2 C 0.3488(3) 0.21128(11) 0.69727(8) 0.0326(4) Uani 1 1 d . . . . .
C3 C 0.4166(3) 0.15493(11) 0.65250(9) 0.0382(4) Uani 1 1 d . . . . .
H3 H 0.523040 0.131284 0.658012 0.046 Uiso 1 1 calc R . . . .
C4 C 0.3308(3) 0.13294(11) 0.60006(9) 0.0381(4) Uani 1 1 d . . . . .
C5 C 0.1705(3) 0.16815(11) 0.59286(8) 0.0347(4) Uani 1 1 d . . . . .
H5 H 0.111427 0.153974 0.557797 0.042 Uiso 1 1 calc R . . . .
C6 C 0.0954(3) 0.22399(10) 0.63650(8) 0.0292(4) Uani 1 1 d . . . . .
C7 C 0.4100(4) 0.07225(14) 0.55241(10) 0.0558(6) Uani 1 1 d . . . . .
H7A H 0.535310 0.092964 0.546477 0.084 Uiso 1 1 calc GR . . . .
H7B H 0.332661 0.063565 0.519413 0.084 Uiso 1 1 calc GR . . . .
H7C H 0.412431 0.021620 0.561011 0.084 Uiso 1 1 calc GR . . . .
C8 C 0.4505(3) 0.23451(14) 0.75320(9) 0.0466(5) Uani 1 1 d . . . . .
H8A H 0.472609 0.292772 0.767299 0.070 Uiso 1 1 calc GR . . . .
H8B H 0.568329 0.212145 0.749562 0.070 Uiso 1 1 calc GR . . . .
H8C H 0.375348 0.213407 0.778389 0.070 Uiso 1 1 calc GR . . . .
C9 C -0.0814(3) 0.25906(12) 0.62702(9) 0.0384(4) Uani 1 1 d . . . . .
H9A H -0.177449 0.244469 0.649878 0.058 Uiso 1 1 calc GR . . . .
H9B H -0.122744 0.237734 0.588691 0.058 Uiso 1 1 calc GR . . . .
H9C H -0.056797 0.317302 0.636467 0.058 Uiso 1 1 calc GR . . . .
C10 C -0.0666(2) 0.49920(10) 0.87358(7) 0.0276(4) Uani 1 1 d . . . . .
C11 C -0.2357(3) 0.53013(12) 0.86807(8) 0.0356(4) Uani 1 1 d . . . . .
C12 C -0.2964(3) 0.58898(12) 0.91322(9) 0.0446(5) Uani 1 1 d . . . . .
H12 H -0.408215 0.610028 0.909389 0.054 Uiso 1 1 calc R . . . .
C13 C -0.1953(3) 0.61690(13) 0.96343(9) 0.0475(5) Uani 1 1 d . . . . .
C14 C -0.0268(3) 0.58676(13) 0.96741(9) 0.0459(5) Uani 1 1 d . . . . .
H14 H 0.044504 0.605963 1.000575 0.055 Uiso 1 1 calc R . . . .
C15 C 0.0404(3) 0.52845(12) 0.92339(8) 0.0354(4) Uani 1 1 d . . . . .
C16 C 0.2250(3) 0.49719(16) 0.92943(9) 0.0528(6) Uani 1 1 d . . . . .
H16A H 0.206008 0.439033 0.921768 0.079 Uiso 1 1 calc GR . . . .
H16B H 0.276225 0.521235 0.966626 0.079 Uiso 1 1 calc GR . . . .
H16C H 0.310750 0.511352 0.903735 0.079 Uiso 1 1 calc GR . . . .
C17 C -0.2719(5) 0.67713(16) 1.01232(11) 0.0720(8) Uani 1 1 d . . . . .
H17A H -0.312198 0.721231 1.000646 0.108 Uiso 1 1 calc GR . . . .
H17B H -0.175551 0.698040 1.041161 0.108 Uiso 1 1 calc GR . . . .
H17C H -0.376610 0.650265 1.026112 0.108 Uiso 1 1 calc GR . . . .
C18 C -0.3512(3) 0.50065(16) 0.81460(10) 0.0562(6) Uani 1 1 d . . . . .
H18A H -0.286008 0.518706 0.786391 0.084 Uiso 1 1 calc GR . . . .
H18B H -0.469954 0.522174 0.819769 0.084 Uiso 1 1 calc GR . . . .
H18C H -0.371462 0.442220 0.803443 0.084 Uiso 1 1 calc GR . . . .
C19 C 0.2945(3) 0.69972(10) 0.80740(7) 0.0295(4) Uani 1 1 d . . . . .
C20 C 0.1217(3) 0.72778(11) 0.81270(8) 0.0358(4) Uani 1 1 d . . . . .
H20 H 0.035786 0.713003 0.782595 0.043 Uiso 1 1 calc R . . . .
C21 C 0.0759(3) 0.77848(12) 0.86345(8) 0.0396(5) Uani 1 1 d . . . . .
H21 H -0.041767 0.797079 0.866929 0.047 Uiso 1 1 calc R . . . .
C22 C 0.2012(3) 0.80202(11) 0.90898(8) 0.0364(4) Uani 1 1 d . . . . .
C23 C 0.3773(3) 0.77455(12) 0.90157(8) 0.0406(5) Uani 1 1 d . . . . .
H23 H 0.465780 0.790808 0.931034 0.049 Uiso 1 1 calc R . . . .
C24 C 0.4238(3) 0.72372(11) 0.85147(8) 0.0367(4) Uani 1 1 d . . . . .
H24 H 0.542041 0.705742 0.847504 0.044 Uiso 1 1 calc R . . . .
C25 C 0.1546(4) 0.85692(13) 0.96546(9) 0.0498(6) Uani 1 1 d . . . . .
C26 C 0.1909(4) 0.81636(15) 1.01078(9) 0.0555(6) Uani 1 1 d . . . . .
H26A H 0.117598 0.764066 1.002164 0.083 Uiso 1 1 calc GR . . . .
H26B H 0.156167 0.850021 1.045906 0.083 Uiso 1 1 calc GR . . . .
H26C H 0.321786 0.809576 1.012658 0.083 Uiso 1 1 calc GR . . . .
C27 C -0.0509(5) 0.8727(2) 0.96722(11) 0.0875(11) Uani 1 1 d . . . . .
H27A H -0.074319 0.903829 0.942292 0.131 Uiso 1 1 calc GR . . . .
H27B H -0.078025 0.902434 1.004282 0.131 Uiso 1 1 calc GR . . . .
H27C H -0.129657 0.821640 0.956212 0.131 Uiso 1 1 calc GR . . . .
C28 C 0.2842(6) 0.93721(15) 0.97764(12) 0.0907(12) Uani 1 1 d . . . . .
H28A H 0.412768 0.926154 0.976933 0.136 Uiso 1 1 calc GR . . . .
H28B H 0.260091 0.971844 1.013616 0.136 Uiso 1 1 calc GR . . . .
H28C H 0.260984 0.963899 0.949992 0.136 Uiso 1 1 calc GR . . . .
C29 C 0.3659(3) 0.96744(10) 0.73847(8) 0.0307(4) Uani 1 1 d . . . . .
C30 C 0.2958(3) 1.02268(11) 0.78351(9) 0.0385(5) Uani 1 1 d . . . . .
H30 H 0.188712 1.045946 0.778076 0.046 Uiso 1 1 calc R . . . .
C31 C 0.3807(3) 1.04407(11) 0.83617(9) 0.0408(5) Uani 1 1 d . . . . .
C32 C 0.5399(3) 1.00862(12) 0.84337(8) 0.0393(5) Uani 1 1 d . . . . .
H32 H 0.597764 1.022026 0.878553 0.047 Uiso 1 1 calc R . . . .
C33 C 0.6158(3) 0.95351(10) 0.79953(8) 0.0318(4) Uani 1 1 d . . . . .
C34 C 0.5283(2) 0.93282(9) 0.74655(7) 0.0258(4) Uani 1 1 d . . . . .
C35 C 0.2674(3) 0.94697(13) 0.68226(9) 0.0430(5) Uani 1 1 d . . . . .
H35A H 0.136380 0.952903 0.686711 0.065 Uiso 1 1 calc GR . . . .
H35B H 0.281813 0.891802 0.661869 0.065 Uiso 1 1 calc GR . . . .
H35C H 0.321320 0.983164 0.662358 0.065 Uiso 1 1 calc GR . . . .
C36 C 0.7909(3) 0.91720(14) 0.80912(9) 0.0486(5) Uani 1 1 d . . . . .
H36A H 0.841252 0.943419 0.846175 0.073 Uiso 1 1 calc GR . . . .
H36B H 0.882272 0.925103 0.782968 0.073 Uiso 1 1 calc GR . . . .
H36C H 0.760624 0.859970 0.804310 0.073 Uiso 1 1 calc GR . . . .
C37 C 0.3025(4) 1.10552(15) 0.88381(11) 0.0638(7) Uani 1 1 d . . . . .
H37A H 0.316854 1.157975 0.877312 0.096 Uiso 1 1 calc GR . . . .
H37B H 0.369193 1.108667 0.917759 0.096 Uiso 1 1 calc GR . . . .
H37C H 0.171705 1.088905 0.886617 0.096 Uiso 1 1 calc GR . . . .
C38 C 0.8341(2) 0.71003(10) 0.55477(7) 0.0268(4) Uani 1 1 d . . . . .
C39 C 1.0012(3) 0.67743(11) 0.56091(8) 0.0327(4) Uani 1 1 d . . . . .
C40 C 1.0655(3) 0.62131(12) 0.51501(9) 0.0422(5) Uani 1 1 d . . . . .
H40 H 1.175939 0.599250 0.518914 0.051 Uiso 1 1 calc R . . . .
C41 C 0.9697(3) 0.59743(12) 0.46371(9) 0.0438(5) Uani 1 1 d . . . . .
C42 C 0.8060(3) 0.63081(12) 0.45892(8) 0.0429(5) Uani 1 1 d . . . . .
H42 H 0.740671 0.615437 0.424733 0.052 Uiso 1 1 calc R . . . .
C43 C 0.7353(3) 0.68664(11) 0.50341(8) 0.0326(4) Uani 1 1 d . . . . .
C44 C 0.5548(3) 0.72073(14) 0.49566(9) 0.0452(5) Uani 1 1 d . . . . .
H44A H 0.468798 0.712606 0.523086 0.068 Uiso 1 1 calc GR . . . .
H44B H 0.500098 0.693322 0.459265 0.068 Uiso 1 1 calc GR . . . .
H44C H 0.580805 0.777934 0.499700 0.068 Uiso 1 1 calc GR . . . .
C45 C 1.1081(3) 0.70065(14) 0.61591(10) 0.0494(6) Uani 1 1 d . . . . .
H45A H 1.124076 0.758873 0.630955 0.074 Uiso 1 1 calc GR . . . .
H45B H 1.228927 0.681010 0.610862 0.074 Uiso 1 1 calc GR . . . .
H45C H 1.039449 0.676909 0.641048 0.074 Uiso 1 1 calc GR . . . .
C46 C 1.0439(5) 0.53665(15) 0.41474(11) 0.0700(8) Uani 1 1 d . . . . .
H46A H 1.136788 0.564470 0.397416 0.105 Uiso 1 1 calc GR . . . .
H46B H 0.942442 0.510426 0.388405 0.105 Uiso 1 1 calc GR . . . .
H46C H 1.099481 0.496499 0.427355 0.105 Uiso 1 1 calc GR . . . .
C47 C 0.3447(2) 0.49638(10) 0.70693(7) 0.0278(4) Uani 1 1 d . . . . .
C48 C 0.2881(2) 0.41663(10) 0.70218(7) 0.0273(4) Uani 1 1 d . . . . .
H48 H 0.329372 0.376790 0.672713 0.033 Uiso 1 1 calc R . . . .
C49 C 0.1686(2) 0.39199(10) 0.74048(7) 0.0252(4) Uani 1 1 d . . . . .
C50 C 0.1174(2) 0.30968(10) 0.73635(7) 0.0262(4) Uani 1 1 d . . . . .
C51 C 0.0086(2) 0.28838(10) 0.77723(7) 0.0272(4) Uani 1 1 d . . . . .
C52 C -0.0413(3) 0.20522(11) 0.77583(8) 0.0320(4) Uani 1 1 d . . . . .
H52 H -0.002309 0.164013 0.746827 0.038 Uiso 1 1 calc R . . . .
C53 C -0.1442(3) 0.18520(11) 0.81591(9) 0.0371(4) Uani 1 1 d . . . . .
H53 H -0.173304 0.130740 0.814392 0.044 Uiso 1 1 calc R . . . .
C54 C -0.2073(3) 0.24675(12) 0.85999(8) 0.0380(4) Uani 1 1 d . . . . .
H54 H -0.279165 0.232449 0.887016 0.046 Uiso 1 1 calc R . . . .
C55 C -0.1636(3) 0.32695(12) 0.86320(8) 0.0333(4) Uani 1 1 d . . . . .
H55 H -0.206875 0.366590 0.892389 0.040 Uiso 1 1 calc R . . . .
C56 C -0.0527(2) 0.35126(10) 0.82261(7) 0.0270(4) Uani 1 1 d . . . . .
C57 C -0.0033(2) 0.43403(10) 0.82618(7) 0.0262(4) Uani 1 1 d . . . . .
C58 C 0.1067(2) 0.45496(10) 0.78551(7) 0.0246(3) Uani 1 1 d . . . . .
C59 C 0.1630(2) 0.53765(10) 0.78791(7) 0.0251(4) Uani 1 1 d . . . . .
H59 H 0.118769 0.578439 0.816120 0.030 Uiso 1 1 calc R . . . .
C60 C 0.2789(2) 0.55983(10) 0.75069(7) 0.0256(4) Uani 1 1 d . . . . .
C61 C 0.4429(2) 0.67378(10) 0.71871(7) 0.0257(4) Uani 1 1 d . . . . .
C62 C 0.4698(2) 0.75602(10) 0.72564(7) 0.0256(4) Uani 1 1 d . . . . .
H62 H 0.415862 0.790543 0.755432 0.031 Uiso 1 1 calc R . . . .
C63 C 0.5770(2) 0.79075(10) 0.68902(7) 0.0244(3) Uani 1 1 d . . . . .
C64 C 0.6088(2) 0.87544(10) 0.69800(7) 0.0250(4) Uani 1 1 d . . . . .
C65 C 0.7158(2) 0.90679(10) 0.66062(7) 0.0254(4) Uani 1 1 d . . . . .
C66 C 0.7537(2) 0.99244(10) 0.66824(8) 0.0299(4) Uani 1 1 d . . . . .
H66 H 0.708080 1.028536 0.698969 0.036 Uiso 1 1 calc R . . . .
C67 C 0.8549(3) 1.02231(11) 0.63161(8) 0.0339(4) Uani 1 1 d . . . . .
H67 H 0.876663 1.078295 0.637429 0.041 Uiso 1 1 calc R . . . .
C68 C 0.9272(3) 0.96899(11) 0.58477(8) 0.0349(4) Uani 1 1 d . . . . .
H68 H 0.995422 0.990031 0.559806 0.042 Uiso 1 1 calc R . . . .
C69 C 0.8973(3) 0.88692(11) 0.57604(8) 0.0311(4) Uani 1 1 d . . . . .
H69 H 0.947385 0.852562 0.545354 0.037 Uiso 1 1 calc R . . . .
C70 C 0.7907(2) 0.85261(10) 0.61303(7) 0.0256(4) Uani 1 1 d . . . . .
C71 C 0.7580(2) 0.76783(10) 0.60400(7) 0.0255(4) Uani 1 1 d . . . . .
C72 C 0.6529(2) 0.73685(10) 0.64161(7) 0.0244(3) Uani 1 1 d . . . . .
C73 C 0.6189(2) 0.65182(10) 0.63480(7) 0.0260(4) Uani 1 1 d . . . . .
H73 H 0.664015 0.615973 0.603856 0.031 Uiso 1 1 calc R . . . .
C74 C 0.5227(2) 0.62095(10) 0.67188(7) 0.0264(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C47 1.7497(18) . ?
S1 C74 1.7539(17) . ?
N1 C19 1.440(2) . ?
N1 C60 1.409(2) . ?
N1 C61 1.403(2) . ?
C1 C2 1.403(2) . ?
C1 C6 1.404(3) . ?
C1 C50 1.496(2) . ?
C2 C3 1.391(3) . ?
C2 C8 1.506(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(3) . ?
C4 C5 1.390(3) . ?
C4 C7 1.509(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.392(3) . ?
C6 C9 1.507(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.397(3) . ?
C10 C15 1.397(3) . ?
C10 C57 1.498(2) . ?
C11 C12 1.398(3) . ?
C11 C18 1.501(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.383(3) . ?
C13 C14 1.378(3) . ?
C13 C17 1.516(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.395(3) . ?
C15 C16 1.504(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.372(3) . ?
C19 C24 1.377(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.390(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.386(3) . ?
C22 C23 1.391(3) . ?
C22 C25 1.528(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.381(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.533(3) . ?
C25 C27 1.525(4) . ?
C25 C28 1.534(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 C30 1.392(3) . ?
C29 C34 1.403(2) . ?
C29 C35 1.505(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.385(3) . ?
C31 C32 1.384(3) . ?
C31 C37 1.512(3) . ?
C32 H32 0.9300 . ?
C32 C33 1.392(3) . ?
C33 C34 1.401(2) . ?
C33 C36 1.508(3) . ?
C34 C64 1.499(2) . ?
C35 H35A 0.9600 . ?
C35 H35B 0.9600 . ?
C35 H35C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?
C37 H37A 0.9600 . ?
C37 H37B 0.9600 . ?
C37 H37C 0.9600 . ?
C38 C39 1.402(2) . ?
C38 C43 1.399(3) . ?
C38 C71 1.499(2) . ?
C39 C40 1.396(3) . ?
C39 C45 1.503(3) . ?
C40 H40 0.9300 . ?
C40 C41 1.388(3) . ?
C41 C42 1.380(3) . ?
C41 C46 1.514(3) . ?
C42 H42 0.9300 . ?
C42 C43 1.391(3) . ?
C43 C44 1.510(3) . ?
C44 H44A 0.9600 . ?
C44 H44B 0.9600 . ?
C44 H44C 0.9600 . ?
C45 H45A 0.9600 . ?
C45 H45B 0.9600 . ?
C45 H45C 0.9600 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C47 C48 1.363(2) . ?
C47 C60 1.436(2) . ?
C48 H48 0.9300 . ?
C48 C49 1.420(2) . ?
C49 C50 1.402(2) . ?
C49 C58 1.438(2) . ?
C50 C51 1.405(2) . ?
C51 C52 1.431(2) . ?
C51 C56 1.440(2) . ?
C52 H52 0.9300 . ?
C52 C53 1.357(3) . ?
C53 H53 0.9300 . ?
C53 C54 1.414(3) . ?
C54 H54 0.9300 . ?
C54 C55 1.364(3) . ?
C55 H55 0.9300 . ?
C55 C56 1.429(2) . ?
C56 C57 1.411(2) . ?
C57 C58 1.403(2) . ?
C58 C59 1.424(2) . ?
C59 H59 0.9300 . ?
C59 C60 1.366(2) . ?
C61 C62 1.371(2) . ?
C61 C74 1.434(2) . ?
C62 H62 0.9300 . ?
C62 C63 1.425(2) . ?
C63 C64 1.406(2) . ?
C63 C72 1.438(2) . ?
C64 C65 1.408(2) . ?
C65 C66 1.430(2) . ?
C65 C70 1.440(2) . ?
C66 H66 0.9300 . ?
C66 C67 1.359(3) . ?
C67 H67 0.9300 . ?
C67 C68 1.413(3) . ?
C68 H68 0.9300 . ?
C68 C69 1.362(3) . ?
C69 H69 0.9300 . ?
C69 C70 1.426(2) . ?
C70 C71 1.407(2) . ?
C71 C72 1.402(2) . ?
C72 C73 1.421(2) . ?
C73 H73 0.9300 . ?
C73 C74 1.360(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C47 S1 C74 103.28(8) . . ?
C60 N1 C19 115.96(14) . . ?
C61 N1 C19 117.17(13) . . ?
C61 N1 C60 126.86(14) . . ?
C2 C1 C6 120.03(16) . . ?
C2 C1 C50 119.49(16) . . ?
C6 C1 C50 120.40(15) . . ?
C1 C2 C8 121.14(17) . . ?
C3 C2 C1 118.99(18) . . ?
C3 C2 C8 119.87(17) . . ?
C2 C3 H3 118.9 . . ?
C4 C3 C2 122.12(18) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 C5 118.04(17) . . ?
C3 C4 C7 120.52(19) . . ?
C5 C4 C7 121.4(2) . . ?
C4 C5 H5 119.0 . . ?
C4 C5 C6 122.08(18) . . ?
C6 C5 H5 119.0 . . ?
C1 C6 C9 121.06(16) . . ?
C5 C6 C1 118.74(17) . . ?
C5 C6 C9 120.20(17) . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C2 C8 H8A 109.5 . . ?
C2 C8 H8B 109.5 . . ?
C2 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C57 119.52(16) . . ?
C15 C10 C11 119.78(17) . . ?
C15 C10 C57 120.70(16) . . ?
C10 C11 C12 119.00(19) . . ?
C10 C11 C18 120.68(17) . . ?
C12 C11 C18 120.31(19) . . ?
C11 C12 H12 119.0 . . ?
C13 C12 C11 122.1(2) . . ?
C13 C12 H12 119.0 . . ?
C12 C13 C17 120.3(2) . . ?
C14 C13 C12 117.79(19) . . ?
C14 C13 C17 121.9(2) . . ?
C13 C14 H14 118.9 . . ?
C13 C14 C15 122.2(2) . . ?
C15 C14 H14 118.9 . . ?
C10 C15 C16 120.35(18) . . ?
C14 C15 C10 119.08(19) . . ?
C14 C15 C16 120.57(19) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C11 C18 H18A 109.5 . . ?
C11 C18 H18B 109.5 . . ?
C11 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 N1 120.98(17) . . ?
C20 C19 C24 120.23(17) . . ?
C24 C19 N1 118.73(17) . . ?
C19 C20 H20 120.3 . . ?
C19 C20 C21 119.45(19) . . ?
C21 C20 H20 120.3 . . ?
C20 C21 H21 119.2 . . ?
C22 C21 C20 121.65(19) . . ?
C22 C21 H21 119.2 . . ?
C21 C22 C23 117.29(17) . . ?
C21 C22 C25 122.97(19) . . ?
C23 C22 C25 119.73(19) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 C22 121.52(19) . . ?
C24 C23 H23 119.2 . . ?
C19 C24 C23 119.79(18) . . ?
C19 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C22 C25 C26 109.88(17) . . ?
C22 C25 C28 108.2(2) . . ?
C26 C25 C28 108.6(2) . . ?
C27 C25 C22 111.9(2) . . ?
C27 C25 C26 107.5(2) . . ?
C27 C25 C28 110.7(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C30 C29 C34 118.99(17) . . ?
C30 C29 C35 119.47(17) . . ?
C34 C29 C35 121.53(16) . . ?
C29 C30 H30 119.0 . . ?
C31 C30 C29 122.08(18) . . ?
C31 C30 H30 119.0 . . ?
C30 C31 C37 120.5(2) . . ?
C32 C31 C30 118.03(18) . . ?
C32 C31 C37 121.5(2) . . ?
C31 C32 H32 119.0 . . ?
C31 C32 C33 121.96(19) . . ?
C33 C32 H32 119.0 . . ?
C32 C33 C34 119.19(17) . . ?
C32 C33 C36 120.18(18) . . ?
C34 C33 C36 120.63(17) . . ?
C29 C34 C64 119.49(15) . . ?
C33 C34 C29 119.74(16) . . ?
C33 C34 C64 120.75(15) . . ?
C29 C35 H35A 109.5 . . ?
C29 C35 H35B 109.5 . . ?
C29 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C31 C37 H37A 109.5 . . ?
C31 C37 H37B 109.5 . . ?
C31 C37 H37C 109.5 . . ?
H37A C37 H37B 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 C71 119.69(16) . . ?
C43 C38 C39 120.22(17) . . ?
C43 C38 C71 120.06(16) . . ?
C38 C39 C45 121.13(17) . . ?
C40 C39 C38 118.67(18) . . ?
C40 C39 C45 120.19(18) . . ?
C39 C40 H40 119.0 . . ?
C41 C40 C39 121.98(19) . . ?
C41 C40 H40 119.0 . . ?
C40 C41 C46 120.6(2) . . ?
C42 C41 C40 118.01(18) . . ?
C42 C41 C46 121.4(2) . . ?
C41 C42 H42 118.8 . . ?
C41 C42 C43 122.3(2) . . ?
C43 C42 H42 118.8 . . ?
C38 C43 C44 121.31(17) . . ?
C42 C43 C38 118.80(18) . . ?
C42 C43 C44 119.88(18) . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C39 C45 H45A 109.5 . . ?
C39 C45 H45B 109.5 . . ?
C39 C45 H45C 109.5 . . ?
H45A C45 H45B 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C41 C46 H46A 109.5 . . ?
C41 C46 H46B 109.5 . . ?
C41 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C48 C47 S1 116.82(13) . . ?
C48 C47 C60 120.46(16) . . ?
C60 C47 S1 122.27(13) . . ?
C47 C48 H48 118.7 . . ?
C47 C48 C49 122.55(16) . . ?
C49 C48 H48 118.7 . . ?
C48 C49 C58 117.45(15) . . ?
C50 C49 C48 121.95(15) . . ?
C50 C49 C58 120.55(16) . . ?
C49 C50 C1 118.99(15) . . ?
C49 C50 C51 119.82(16) . . ?
C51 C50 C1 121.16(15) . . ?
C50 C51 C52 121.79(16) . . ?
C50 C51 C56 119.80(15) . . ?
C52 C51 C56 118.41(16) . . ?
C51 C52 H52 119.3 . . ?
C53 C52 C51 121.42(18) . . ?
C53 C52 H52 119.3 . . ?
C52 C53 H53 119.8 . . ?
C52 C53 C54 120.31(17) . . ?
C54 C53 H53 119.8 . . ?
C53 C54 H54 119.7 . . ?
C55 C54 C53 120.54(18) . . ?
C55 C54 H54 119.7 . . ?
C54 C55 H55 119.3 . . ?
C54 C55 C56 121.31(18) . . ?
C56 C55 H55 119.3 . . ?
C55 C56 C51 117.99(16) . . ?
C57 C56 C51 120.24(16) . . ?
C57 C56 C55 121.77(16) . . ?
C56 C57 C10 120.05(15) . . ?
C58 C57 C10 120.22(15) . . ?
C58 C57 C56 119.73(16) . . ?
C57 C58 C49 119.85(15) . . ?
C57 C58 C59 121.77(15) . . ?
C59 C58 C49 118.37(15) . . ?
C58 C59 H59 118.5 . . ?
C60 C59 C58 123.05(15) . . ?
C60 C59 H59 118.5 . . ?
N1 C60 C47 120.63(15) . . ?
C59 C60 N1 121.21(15) . . ?
C59 C60 C47 118.05(15) . . ?
N1 C61 C74 120.93(14) . . ?
C62 C61 N1 120.84(15) . . ?
C62 C61 C74 118.22(15) . . ?
C61 C62 H62 118.7 . . ?
C61 C62 C63 122.66(16) . . ?
C63 C62 H62 118.7 . . ?
C62 C63 C72 118.42(14) . . ?
C64 C63 C62 121.79(15) . . ?
C64 C63 C72 119.78(15) . . ?
C63 C64 C34 120.80(15) . . ?
C63 C64 C65 119.65(15) . . ?
C65 C64 C34 119.55(14) . . ?
C64 C65 C66 121.78(16) . . ?
C64 C65 C70 120.39(15) . . ?
C66 C65 C70 117.83(15) . . ?
C65 C66 H66 119.2 . . ?
C67 C66 C65 121.51(17) . . ?
C67 C66 H66 119.2 . . ?
C66 C67 H67 119.7 . . ?
C66 C67 C68 120.53(16) . . ?
C68 C67 H67 119.7 . . ?
C67 C68 H68 119.9 . . ?
C69 C68 C67 120.26(17) . . ?
C69 C68 H68 119.9 . . ?
C68 C69 H69 119.4 . . ?
C68 C69 C70 121.29(17) . . ?
C70 C69 H69 119.4 . . ?
C69 C70 C65 118.56(15) . . ?
C71 C70 C65 119.86(15) . . ?
C71 C70 C69 121.58(16) . . ?
C70 C71 C38 120.98(15) . . ?
C72 C71 C38 119.43(14) . . ?
C72 C71 C70 119.58(15) . . ?
C71 C72 C63 120.72(15) . . ?
C71 C72 C73 121.68(15) . . ?
C73 C72 C63 117.59(15) . . ?
C72 C73 H73 118.8 . . ?
C74 C73 C72 122.40(16) . . ?
C74 C73 H73 118.8 . . ?
C61 C74 S1 122.06(13) . . ?
C73 C74 S1 117.07(13) . . ?
C73 C74 C61 120.62(15) . . ?

_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 1.765
_oxdiff_exptl_absorpt_empirical_full_min 0.600
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2558
_database_code_depnum_ccdc_archive 'CCDC 2150683'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, ChangKung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-02-08 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2022-01-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C11 H10 O S)'
_chemical_formula_sum            'C22 H20 O2 S2'
_chemical_formula_weight         380.50
_chemical_absolute_configuration unk
_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'
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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.0221(4)
_cell_length_b                   7.9102(7)
_cell_length_c                   9.5017(5)
_cell_angle_alpha                106.659(7)
_cell_angle_beta                 105.234(5)
_cell_angle_gamma                101.170(6)
_cell_volume                     466.74(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4153
_cell_measurement_temperature    229(80)
_cell_measurement_theta_max      73.4170
_cell_measurement_theta_min      6.0250
_shelx_estimated_absorpt_T_max   0.739
_shelx_estimated_absorpt_T_min   0.542
_exptl_absorpt_coefficient_mu    2.686
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.53540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             200
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_unetI/netI     0.0652
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6840
_diffrn_reflns_point_group_measured_fraction_full 0.880
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_theta_full        67.037
_diffrn_reflns_theta_max         67.037
_diffrn_reflns_theta_min         5.164
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      229(80)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     55.00  80.00   0.50    2.00    --    0.00  82.00 150.00   50
  2  ω    -87.00 -57.00   0.50    2.00    --    0.00 -82.00 120.00   60
  3  ω    -32.00  19.00   0.50    2.00    --    0.00  82.00 150.00  102
  4  ω     15.00  77.00   0.50    2.00    --    0.00  37.00-120.00  124
  5  ω     20.00  87.00   0.50    2.00    --    0.00  57.00   0.00  134
  6  ω    -19.00   8.00   0.50    2.00    --    0.00  37.00-120.00   54
  7  ω    -23.00  11.00   0.50    2.00    --    0.00  57.00   0.00   68
  8  ω     39.00  64.00   0.50    2.00    --    0.00  37.00  90.00   50
  9  ω     -1.00  24.00   0.50    2.00    --    0.00 -82.00 120.00   50
 10  ω    -52.00 -26.00   0.50    2.00    --    0.00 -82.00 120.00   52
 11  ω    115.00 184.00   0.50    2.00    --   95.80  82.00-120.00  138
 12  ω     64.00  93.00   0.50    2.00    --   95.80  82.00-120.00   58
 13  ω     77.00 120.00   0.50    2.00    --   95.80  61.00   0.00   86
 14  ω      8.00 128.00   0.50    2.00    --   95.80 -82.00 -90.00  240
 15  ω    153.00 179.00   0.50    2.00    --   95.80  77.00-150.00   52
 16  ω     72.00 108.00   0.50    2.00    --   95.80  61.00 -60.00   72
 17  ω     63.00  88.00   0.50    2.00    --   95.80  82.00   0.00   50
 18  ω     77.00 124.00   0.50    2.00    --   95.80  30.00  90.00   94
 19  ω     29.00 127.00   0.50    2.00    --   95.80 -82.00  60.00  196
 20  ω     66.00  92.00   0.50    2.00    --   95.80  77.00 -60.00   52
 21  ω     71.00 116.00   0.50    2.00    --   95.80  61.00 -30.00   90
 22  ω     71.00 122.00   0.50    2.00    --   95.80  61.00 120.00  102
 23  ω     65.00  91.00   0.50    2.00    --   95.80  77.00 120.00   52
 24  ω     77.00 156.00   0.50    2.00    --   95.80  45.00-120.00  158
 25  ω     75.00 152.00   0.50    2.00    --   95.80  45.00 120.00  154
 26  ω    157.00 183.00   0.50    2.00    --   95.80  45.00 120.00   52
 27  ω    142.00 168.00   0.50    2.00    --   95.80  77.00 -30.00   52
 28  ω    128.00 175.00   0.50    2.00    --   95.80  61.00   0.00   94
 29  ω     71.00 123.00   0.50    2.00    --   95.80  61.00 150.00  104
 30  ω    128.00 182.00   0.50    2.00    --   95.80  61.00 150.00  108
 31  ω     72.00 103.00   0.50    2.00    --   95.80  61.00  60.00   62
 32  ω     66.00  92.00   0.50    2.00    --   95.80  77.00 -30.00   52
 33  ω    124.00 185.00   0.50    2.00    --   95.80  45.00 -60.00  122
 34  ω     75.00 101.00   0.50    2.00    --   95.80  45.00 -60.00   52
 35  ω     81.00 128.00   0.50    2.00    --   95.80 -82.00 150.00   94
 36  ω     68.00  94.00   0.50    2.00    --   95.80  77.00  30.00   52
 37  ω     17.00  47.00   0.50    2.00    --   95.80 -30.00   0.00   60
 38  ω     75.00 101.00   0.50    2.00    --   95.80  45.00 -90.00   52
 39  ω     48.00 115.00   0.50    2.00    --   95.80 -61.00 -90.00  134
 40  ω     66.00  96.00   0.50    2.00    --   95.80  77.00  60.00   60
 41  ω     65.00  91.00   0.50    2.00    --   95.80  77.00 150.00   52
 42  ω    103.00 128.00   0.50    2.00    --   95.80 -82.00  90.00   50
 43  ω      6.00  41.00   0.50    2.00    --   95.80 -61.00 -90.00   70
 44  ω     66.00 121.00   0.50    2.00    --   95.80  82.00 150.00  110
 45  ω     13.00  49.00   0.50    2.00    --   95.80 -82.00 150.00   72
 46  ω     67.00  92.00   0.50    2.00    --   95.80  77.00-150.00   50
 47  ω     63.00 115.00   0.50    2.00    --   95.80  82.00-180.00  104
 48  ω     73.00  98.00   0.50    2.00    --   95.80  53.00 -63.66   50
 49  ω     73.00 147.00   0.50    2.00    --   95.80  54.00  25.66  148
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1542613000
_diffrn_orient_matrix_UB_12      -0.1763539000
_diffrn_orient_matrix_UB_13      -0.1304545000
_diffrn_orient_matrix_UB_21      0.1082687000
_diffrn_orient_matrix_UB_22      -0.1185177000
_diffrn_orient_matrix_UB_23      0.0772652000
_diffrn_orient_matrix_UB_31      -0.1448000000
_diffrn_orient_matrix_UB_32      -0.0022557000
_diffrn_orient_matrix_UB_33      0.0967681000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.783
_reflns_Friedel_fraction_full    0.773
_reflns_Friedel_fraction_max     0.773
_reflns_number_gt                2683
_reflns_number_total             2942
_reflns_odcompleteness_completeness 99.34
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.996
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.132
_refine_ls_abs_structure_details 
;
 Flack x determined using 1017 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.06(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         2942
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0827
_refine_ls_R_factor_gt           0.0794
_refine_ls_restrained_S_all      1.034
_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)+(0.1896P)²+0.2547P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2371
_refine_ls_wR_factor_ref         0.2415
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All S(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C10(H10), C13(H13), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21)
2.b Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C22(H22A,H22B,H22C)
2.c Idealised tetrahedral OH refined as rotating group:
 S1(H1), S2(H2A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.1007(3) 0.3467(3) -0.0550(2) 0.0358(6) Uani 1 1 d . . . . .
H1 H -0.244951 0.211833 -0.099616 0.043 Uiso 1 1 calc R U . . .
O1 O 0.1459(9) 0.1910(8) -0.2069(7) 0.0339(14) Uani 1 1 d . . . . .
C1 C 0.4894(12) 0.2221(11) 0.1779(10) 0.0288(17) Uani 1 1 d . . . . .
C2 C 0.6721(14) 0.1865(12) 0.2470(13) 0.041(2) Uani 1 1 d . . . . .
H2 H 0.745189 0.135910 0.185742 0.049 Uiso 1 1 calc R U . . .
C3 C 0.7436(15) 0.2268(14) 0.4063(12) 0.045(2) Uani 1 1 d . . . . .
H3 H 0.860749 0.196486 0.450933 0.054 Uiso 1 1 calc R U . . .
C4 C 0.6415(17) 0.3131(14) 0.5023(12) 0.048(3) Uani 1 1 d . . . . .
H4 H 0.694140 0.344872 0.610037 0.057 Uiso 1 1 calc R U . . .
C5 C 0.4624(15) 0.3498(12) 0.4342(11) 0.038(2) Uani 1 1 d . . . . .
H5 H 0.392326 0.403445 0.496760 0.045 Uiso 1 1 calc R U . . .
C6 C 0.3844(12) 0.3078(11) 0.2727(10) 0.0299(17) Uani 1 1 d . . . . .
C7 C 0.1991(13) 0.3447(11) 0.1968(11) 0.0301(18) Uani 1 1 d . . . . .
H7 H 0.128330 0.399869 0.257914 0.036 Uiso 1 1 calc R U . . .
C8 C 0.1250(12) 0.3035(10) 0.0437(11) 0.0305(18) Uani 1 1 d . . . . .
C9 C 0.2334(12) 0.2225(10) -0.0494(10) 0.0294(17) Uani 1 1 d . . . . .
C10 C 0.4118(12) 0.1821(11) 0.0118(10) 0.0265(16) Uani 1 1 d . . . . .
H10 H 0.480859 0.130094 -0.052328 0.032 Uiso 1 1 calc R U . . .
C11 C 0.2638(16) 0.1412(15) -0.3052(12) 0.042(2) Uani 1 1 d . . . . .
H11A H 0.181264 0.111044 -0.411991 0.063 Uiso 1 1 calc R U . . .
H11B H 0.305837 0.036322 -0.292951 0.063 Uiso 1 1 calc R U . . .
H11C H 0.383662 0.242909 -0.276664 0.063 Uiso 1 1 calc R U . . .
S2 S 0.1601(3) -0.3709(3) -0.2897(3) 0.0453(7) Uani 1 1 d . . . . .
H2A H 0.053296 -0.483495 -0.259406 0.054 Uiso 1 1 calc R U . . .
O2 O 0.5023(9) -0.2054(9) -0.3526(7) 0.0365(14) Uani 1 1 d . . . . .
C12 C 0.6792(14) -0.2808(11) 0.0737(11) 0.0328(18) Uani 1 1 d . . . . .
C13 C 0.4713(13) -0.3324(12) -0.0245(12) 0.0330(19) Uani 1 1 d . . . . .
H13 H 0.368136 -0.387061 0.006628 0.040 Uiso 1 1 calc R U . . .
C14 C 0.4173(12) -0.3052(12) -0.1615(12) 0.0341(19) Uani 1 1 d . . . . .
C15 C 0.5741(14) -0.2240(12) -0.2105(11) 0.0341(19) Uani 1 1 d . . . . .
C16 C 0.7799(13) -0.1754(11) -0.1224(10) 0.0293(18) Uani 1 1 d . . . . .
H16 H 0.881073 -0.128148 -0.158813 0.035 Uiso 1 1 calc R U . . .
C17 C 0.8371(13) -0.1985(11) 0.0278(10) 0.0287(17) Uani 1 1 d . . . . .
C18 C 1.0438(15) -0.1465(13) 0.1204(13) 0.042(2) Uani 1 1 d . . . . .
H18 H 1.145889 -0.092975 0.087686 0.051 Uiso 1 1 calc R U . . .
C19 C 1.0973(17) -0.1742(14) 0.2607(11) 0.046(2) Uani 1 1 d . . . . .
H19 H 1.235133 -0.138475 0.323107 0.055 Uiso 1 1 calc R U . . .
C20 C 0.9418(17) -0.2572(14) 0.3093(12) 0.046(2) Uani 1 1 d . . . . .
H20 H 0.978176 -0.278155 0.402908 0.056 Uiso 1 1 calc R U . . .
C21 C 0.7383(16) -0.3069(12) 0.2200(11) 0.040(2) Uani 1 1 d . . . . .
H21 H 0.637368 -0.358219 0.254798 0.048 Uiso 1 1 calc R U . . .
C22 C 0.6491(16) -0.1399(15) -0.4149(12) 0.043(2) Uani 1 1 d . . . . .
H22A H 0.581304 -0.154961 -0.521494 0.065 Uiso 1 1 calc R U . . .
H22B H 0.748019 -0.208428 -0.410668 0.065 Uiso 1 1 calc R U . . .
H22C H 0.718264 -0.011653 -0.355255 0.065 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 H1 1.2000 . ?
S1 C8 1.767(9) . ?
O1 C9 1.386(10) . ?
O1 C11 1.426(11) . ?
C1 C2 1.400(12) . ?
C1 C6 1.417(12) . ?
C1 C10 1.443(11) . ?
C2 H2 0.9300 . ?
C2 C3 1.381(14) . ?
C3 H3 0.9300 . ?
C3 C4 1.410(17) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(15) . ?
C5 H5 0.9300 . ?
C5 C6 1.401(13) . ?
C6 C7 1.440(11) . ?
C7 H7 0.9300 . ?
C7 C8 1.326(13) . ?
C8 C9 1.411(12) . ?
C9 C10 1.374(11) . ?
C10 H10 0.9300 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
S2 H2A 1.2000 . ?
S2 C14 1.770(9) . ?
O2 C15 1.372(11) . ?
O2 C22 1.404(12) . ?
C12 C13 1.415(12) . ?
C12 C17 1.407(13) . ?
C12 C21 1.429(13) . ?
C13 H13 0.9300 . ?
C13 C14 1.347(13) . ?
C14 C15 1.418(12) . ?
C15 C16 1.379(13) . ?
C16 H16 0.9300 . ?
C16 C17 1.452(12) . ?
C17 C18 1.393(13) . ?
C18 H18 0.9300 . ?
C18 C19 1.379(14) . ?
C19 H19 0.9300 . ?
C19 C20 1.413(16) . ?
C20 H20 0.9300 . ?
C20 C21 1.368(15) . ?
C21 H21 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 S1 H1 109.5 . . ?
C9 O1 C11 117.7(7) . . ?
C2 C1 C6 119.8(8) . . ?
C2 C1 C10 121.0(8) . . ?
C6 C1 C10 119.1(7) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(10) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.9(9) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.1(9) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.2(10) . . ?
C6 C5 H5 119.4 . . ?
C1 C6 C7 117.9(8) . . ?
C5 C6 C1 119.0(8) . . ?
C5 C6 C7 123.1(9) . . ?
C6 C7 H7 118.6 . . ?
C8 C7 C6 122.9(8) . . ?
C8 C7 H7 118.6 . . ?
C7 C8 S1 124.7(7) . . ?
C7 C8 C9 118.9(7) . . ?
C9 C8 S1 116.4(7) . . ?
O1 C9 C8 114.0(7) . . ?
C10 C9 O1 123.4(7) . . ?
C10 C9 C8 122.7(8) . . ?
C1 C10 H10 120.7 . . ?
C9 C10 C1 118.5(7) . . ?
C9 C10 H10 120.7 . . ?
O1 C11 H11A 109.5 . . ?
O1 C11 H11B 109.5 . . ?
O1 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C14 S2 H2A 109.5 . . ?
C15 O2 C22 117.5(7) . . ?
C13 C12 C21 123.0(9) . . ?
C17 C12 C13 119.4(8) . . ?
C17 C12 C21 117.6(8) . . ?
C12 C13 H13 118.8 . . ?
C14 C13 C12 122.5(8) . . ?
C14 C13 H13 118.8 . . ?
C13 C14 S2 124.1(7) . . ?
C13 C14 C15 119.0(8) . . ?
C15 C14 S2 116.8(7) . . ?
O2 C15 C14 114.2(8) . . ?
O2 C15 C16 124.4(8) . . ?
C16 C15 C14 121.4(8) . . ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.4(8) . . ?
C17 C16 H16 120.3 . . ?
C12 C17 C16 118.2(8) . . ?
C18 C17 C12 121.3(8) . . ?
C18 C17 C16 120.4(8) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 120.1(10) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.8(10) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.6(9) . . ?
C21 C20 H20 119.7 . . ?
C12 C21 H21 119.7 . . ?
C20 C21 C12 120.6(10) . . ?
C20 C21 H21 119.7 . . ?
O2 C22 H22A 109.5 . . ?
O2 C22 H22B 109.5 . . ?
O2 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C8 C9 O1 0.8(9) . . . . ?
S1 C8 C9 C10 179.7(6) . . . . ?
O1 C9 C10 C1 179.6(7) . . . . ?
C1 C2 C3 C4 -3.6(14) . . . . ?
C1 C6 C7 C8 -0.6(12) . . . . ?
C2 C1 C6 C5 -2.1(11) . . . . ?
C2 C1 C6 C7 178.9(7) . . . . ?
C2 C1 C10 C9 -179.0(7) . . . . ?
C2 C3 C4 C5 3.0(15) . . . . ?
C3 C4 C5 C6 -1.9(14) . . . . ?
C4 C5 C6 C1 1.5(12) . . . . ?
C4 C5 C6 C7 -179.6(8) . . . . ?
C5 C6 C7 C8 -179.5(8) . . . . ?
C6 C1 C2 C3 3.2(13) . . . . ?
C6 C1 C10 C9 -2.4(11) . . . . ?
C6 C7 C8 S1 -179.7(6) . . . . ?
C6 C7 C8 C9 -1.0(12) . . . . ?
C7 C8 C9 O1 -178.0(7) . . . . ?
C7 C8 C9 C10 0.9(12) . . . . ?
C8 C9 C10 C1 0.8(11) . . . . ?
C10 C1 C2 C3 179.7(7) . . . . ?
C10 C1 C6 C5 -178.7(7) . . . . ?
C10 C1 C6 C7 2.3(11) . . . . ?
C11 O1 C9 C8 168.9(7) . . . . ?
C11 O1 C9 C10 -10.0(12) . . . . ?
S2 C14 C15 O2 0.8(10) . . . . ?
S2 C14 C15 C16 -177.2(7) . . . . ?
O2 C15 C16 C17 178.9(7) . . . . ?
C12 C13 C14 S2 178.9(7) . . . . ?
C12 C13 C14 C15 0.8(14) . . . . ?
C12 C17 C18 C19 -0.4(15) . . . . ?
C13 C12 C17 C16 -2.0(11) . . . . ?
C13 C12 C17 C18 -179.7(8) . . . . ?
C13 C12 C21 C20 179.0(8) . . . . ?
C13 C14 C15 O2 179.0(8) . . . . ?
C13 C14 C15 C16 1.1(13) . . . . ?
C14 C15 C16 C17 -3.4(13) . . . . ?
C15 C16 C17 C12 3.8(12) . . . . ?
C15 C16 C17 C18 -178.6(8) . . . . ?
C16 C17 C18 C19 -178.0(8) . . . . ?
C17 C12 C13 C14 -0.2(13) . . . . ?
C17 C12 C21 C20 -1.5(13) . . . . ?
C17 C18 C19 C20 0.6(16) . . . . ?
C18 C19 C20 C21 -1.3(16) . . . . ?
C19 C20 C21 C12 1.8(16) . . . . ?
C21 C12 C13 C14 179.3(9) . . . . ?
C21 C12 C17 C16 178.5(8) . . . . ?
C21 C12 C17 C18 0.8(13) . . . . ?
C22 O2 C15 C14 -174.9(8) . . . . ?
C22 O2 C15 C16 2.9(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.023
_oxdiff_exptl_absorpt_empirical_full_min 0.609
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2556
_database_code_depnum_ccdc_archive 'CCDC 2145133'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, ChangKung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-01-28 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2022-01-24
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H23 N S'
_chemical_formula_sum            'C26 H23 N S'
_chemical_formula_weight         381.51
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   23.8497(9)
_cell_length_b                   21.8615(7)
_cell_length_c                   7.9142(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4126.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4242
_cell_measurement_temperature    201(40)
_cell_measurement_theta_max      72.7470
_cell_measurement_theta_min      3.6830
_shelx_estimated_absorpt_T_max   0.845
_shelx_estimated_absorpt_T_min   0.623
_exptl_absorpt_coefficient_mu    1.453
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64509
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.228
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0673
_diffrn_reflns_av_unetI/netI     0.0620
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            16520
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.080
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_min         3.707
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      201(40)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     23.00  49.00   0.50    2.00    --    0.00  16.00 -29.00   52
  2  ω    -32.00  -7.00   0.50    2.00    --    0.00 -16.00 160.00   50
  3  ω    127.00 152.00   0.50   10.00    --   95.80  16.00 -29.00   50
  4  ω     92.00 119.00   0.50   10.00    --   95.80 -16.00 160.00   54
  5  ω    -66.00  21.00   0.50    2.00    --    0.00 -57.00  60.00  174
  6  ω    -60.00 -30.00   0.50    2.00    --    0.00 -37.00   0.00   60
  7  ω     84.00 182.00   0.50   10.00    --   95.80  30.00  60.00  196
  8  ω     56.00 107.00   0.50   10.00    --   95.80 -82.00 -30.00  102
  9  ω      8.00  34.00   0.50   10.00    --   95.80 -82.00 -30.00   52
 10  ω      7.00  90.00   0.50   10.00    --   95.80 -30.00  90.00  166
 11  ω     79.00 104.00   0.50   10.00    --   95.80  30.00-150.00   50
 12  ω    121.00 147.00   0.50   10.00    --   95.80  30.00-150.00   52
 13  ω     14.00 114.00   0.50   10.00    --   95.80 -61.00  30.00  200
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0445297000
_diffrn_orient_matrix_UB_12      -0.0505982000
_diffrn_orient_matrix_UB_13      -0.0180589000
_diffrn_orient_matrix_UB_21      -0.0448418000
_diffrn_orient_matrix_UB_22      0.0487576000
_diffrn_orient_matrix_UB_23      -0.0386521000
_diffrn_orient_matrix_UB_31      0.0133256000
_diffrn_orient_matrix_UB_32      -0.0051118000
_diffrn_orient_matrix_UB_33      -0.1900000000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2974
_reflns_number_total             3670
_reflns_odcompleteness_completeness 99.71
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.766
_refine_diff_density_min         -0.465
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3670
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0987
_refine_ls_R_factor_gt           0.0834
_refine_ls_restrained_S_all      1.069
_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)+(0.0806P)²+9.4770P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2097
_refine_ls_wR_factor_ref         0.2207
_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. Rigid bond restraints
 C15, C14
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C15, C16
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
C14 \\sim C15: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
C16 \\sim C15: within 2A with sigma of 0.01 and sigma for terminal atoms of
0.02 within 2A
4.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C13(H13), C10(H10), C2(H2), C8(H8), C21(H21), C22(H22), C18(H18),
 C19(H19), C12(H12), C5(H5), C11(H11), C3(H3), C4(H4)
4.b Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.30874(5) 0.50304(5) 0.02744(13) 0.0513(4) Uani 1 1 d . . . . .
N1 N 0.36833(14) 0.43709(15) 0.3186(4) 0.0386(8) Uani 1 1 d . . . . .
C6 C 0.34197(16) 0.39899(18) 0.1988(5) 0.0379(9) Uani 1 1 d . . . . .
C14 C 0.31226(16) 0.61798(17) 0.4215(5) 0.0366(8) Uani 1 1 d . U . . .
C9 C 0.34490(17) 0.58527(18) 0.5407(5) 0.0394(9) Uani 1 1 d . . . . .
C16 C 0.31756(16) 0.53049(17) 0.2318(5) 0.0365(8) Uani 1 1 d . U . . .
C15 C 0.29889(16) 0.58867(16) 0.2601(5) 0.0387(8) Uani 1 1 d . U . . .
H15 H 0.278111 0.609246 0.178482 0.046 Uiso 1 1 calc R U . . .
C17 C 0.40348(16) 0.40987(17) 0.4464(5) 0.0378(9) Uani 1 1 d . . . . .
C13 C 0.29749(17) 0.67889(18) 0.4554(5) 0.0407(9) Uani 1 1 d . . . . .
H13 H 0.275523 0.700254 0.378261 0.049 Uiso 1 1 calc R U . . .
C7 C 0.34943(15) 0.49671(17) 0.3550(5) 0.0362(8) Uani 1 1 d . . . . .
C20 C 0.47163(17) 0.36227(19) 0.7041(5) 0.0407(9) Uani 1 1 d . . . . .
C1 C 0.31042(16) 0.42347(19) 0.0642(5) 0.0391(9) Uani 1 1 d . . . . .
C10 C 0.36066(18) 0.6161(2) 0.6929(5) 0.0442(10) Uani 1 1 d . . . . .
H10 H 0.380816 0.595282 0.775344 0.053 Uiso 1 1 calc R U . . .
C2 C 0.28357(17) 0.38563(19) -0.0502(5) 0.0435(10) Uani 1 1 d . . . . .
H2 H 0.261467 0.402709 -0.134723 0.052 Uiso 1 1 calc R U . . .
C8 C 0.36175(16) 0.52510(18) 0.5048(5) 0.0401(9) Uani 1 1 d . . . . .
H8 H 0.382066 0.503700 0.585823 0.048 Uiso 1 1 calc R U . . .
C21 C 0.41346(17) 0.35825(19) 0.7121(5) 0.0432(10) Uani 1 1 d . . . . .
H21 H 0.396943 0.339557 0.805198 0.052 Uiso 1 1 calc R U . . .
C22 C 0.37947(18) 0.38133(19) 0.5852(5) 0.0436(10) Uani 1 1 d . . . . .
H22 H 0.340702 0.377700 0.593093 0.052 Uiso 1 1 calc R U . . .
C18 C 0.46110(17) 0.41468(19) 0.4352(5) 0.0434(10) Uani 1 1 d . . . . .
H18 H 0.477409 0.433699 0.342282 0.052 Uiso 1 1 calc R U . . .
C19 C 0.49469(18) 0.3910(2) 0.5630(5) 0.0463(10) Uani 1 1 d . . . . .
H19 H 0.533451 0.394509 0.554311 0.056 Uiso 1 1 calc R U . . .
C12 C 0.31491(18) 0.70732(19) 0.6002(6) 0.0456(10) Uani 1 1 d . . . . .
H12 H 0.305523 0.748027 0.619302 0.055 Uiso 1 1 calc R U . . .
C5 C 0.34755(18) 0.33530(19) 0.2054(5) 0.0444(10) Uani 1 1 d . . . . .
H5 H 0.369141 0.317722 0.290394 0.053 Uiso 1 1 calc R U . . .
C11 C 0.34644(19) 0.6758(2) 0.7182(6) 0.0491(11) Uani 1 1 d . . . . .
H11 H 0.358076 0.695535 0.816203 0.059 Uiso 1 1 calc R U . . .
C23 C 0.50748(17) 0.3372(2) 0.8488(5) 0.0463(10) Uani 1 1 d . . . . .
C3 C 0.28915(19) 0.3226(2) -0.0405(6) 0.0491(11) Uani 1 1 d . . . . .
H3 H 0.271590 0.297125 -0.118407 0.059 Uiso 1 1 calc R U . . .
C4 C 0.32187(19) 0.2985(2) 0.0893(6) 0.0506(11) Uani 1 1 d . . . . .
H4 H 0.326328 0.256310 0.097189 0.061 Uiso 1 1 calc R U . . .
C25 C 0.5687(2) 0.3346(3) 0.8020(7) 0.0751(17) Uani 1 1 d . . . . .
H25A H 0.572995 0.312649 0.697773 0.113 Uiso 1 1 calc R U . . .
H25B H 0.589197 0.314123 0.889701 0.113 Uiso 1 1 calc R U . . .
H25C H 0.582854 0.375432 0.788754 0.113 Uiso 1 1 calc R U . . .
C26 C 0.4992(2) 0.3743(3) 1.0071(7) 0.0680(14) Uani 1 1 d . . . . .
H26A H 0.509263 0.416073 0.985773 0.102 Uiso 1 1 calc R U . . .
H26B H 0.522394 0.358143 1.095613 0.102 Uiso 1 1 calc R U . . .
H26C H 0.460556 0.372254 1.040922 0.102 Uiso 1 1 calc R U . . .
C24 C 0.4883(3) 0.2707(2) 0.8858(7) 0.0733(16) Uani 1 1 d . . . . .
H24A H 0.450578 0.271086 0.927883 0.110 Uiso 1 1 calc R U . . .
H24B H 0.512665 0.252793 0.968832 0.110 Uiso 1 1 calc R U . . .
H24C H 0.489901 0.247074 0.783678 0.110 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C16 1.738(4) . ?
S1 C1 1.764(4) . ?
N1 C6 1.410(5) . ?
N1 C17 1.442(5) . ?
N1 C7 1.409(5) . ?
C6 C1 1.410(5) . ?
C6 C5 1.400(6) . ?
C14 C9 1.417(5) . ?
C14 C15 1.464(6) . ?
C14 C13 1.403(5) . ?
C9 C10 1.431(6) . ?
C9 C8 1.405(6) . ?
C16 C15 1.366(5) . ?
C16 C7 1.440(5) . ?
C15 H15 0.9300 . ?
C17 C22 1.387(6) . ?
C17 C18 1.381(6) . ?
C13 H13 0.9300 . ?
C13 C12 1.368(6) . ?
C7 C8 1.370(6) . ?
C20 C21 1.392(6) . ?
C20 C19 1.394(6) . ?
C20 C23 1.531(5) . ?
C1 C2 1.384(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.361(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.387(6) . ?
C8 H8 0.9300 . ?
C21 H21 0.9300 . ?
C21 C22 1.386(6) . ?
C22 H22 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.390(6) . ?
C19 H19 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.384(6) . ?
C5 H5 0.9300 . ?
C5 C4 1.367(6) . ?
C11 H11 0.9300 . ?
C23 C25 1.507(6) . ?
C23 C26 1.506(7) . ?
C23 C24 1.551(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.394(7) . ?
C4 H4 0.9300 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 S1 C1 100.61(18) . . ?
C6 N1 C17 119.1(3) . . ?
C7 N1 C6 122.8(3) . . ?
C7 N1 C17 115.1(3) . . ?
N1 C6 C1 121.5(3) . . ?
C5 C6 N1 121.3(4) . . ?
C5 C6 C1 117.2(4) . . ?
C9 C14 C15 118.7(3) . . ?
C13 C14 C9 119.3(4) . . ?
C13 C14 C15 121.8(3) . . ?
C14 C9 C10 117.8(4) . . ?
C8 C9 C14 119.7(4) . . ?
C8 C9 C10 122.5(4) . . ?
C15 C16 S1 115.7(3) . . ?
C15 C16 C7 122.6(4) . . ?
C7 C16 S1 121.1(3) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 C14 118.6(3) . . ?
C16 C15 H15 120.7 . . ?
C22 C17 N1 120.1(4) . . ?
C18 C17 N1 120.1(4) . . ?
C18 C17 C22 119.7(4) . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 121.0(4) . . ?
C12 C13 H13 119.5 . . ?
N1 C7 C16 120.3(3) . . ?
C8 C7 N1 121.8(3) . . ?
C8 C7 C16 117.8(4) . . ?
C21 C20 C19 117.3(4) . . ?
C21 C20 C23 120.0(4) . . ?
C19 C20 C23 122.7(4) . . ?
C6 C1 S1 120.7(3) . . ?
C2 C1 S1 118.1(3) . . ?
C2 C1 C6 121.0(4) . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.7(4) . . ?
C11 C10 H10 119.7 . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 120.9(4) . . ?
C3 C2 H2 119.5 . . ?
C9 C8 H8 118.7 . . ?
C7 C8 C9 122.5(4) . . ?
C7 C8 H8 118.7 . . ?
C20 C21 H21 119.1 . . ?
C22 C21 C20 121.8(4) . . ?
C22 C21 H21 119.1 . . ?
C17 C22 H22 120.1 . . ?
C21 C22 C17 119.8(4) . . ?
C21 C22 H22 120.1 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.9(4) . . ?
C19 C18 H18 120.1 . . ?
C20 C19 H19 119.2 . . ?
C18 C19 C20 121.5(4) . . ?
C18 C19 H19 119.2 . . ?
C13 C12 H12 119.9 . . ?
C13 C12 C11 120.3(4) . . ?
C11 C12 H12 119.9 . . ?
C6 C5 H5 119.4 . . ?
C4 C5 C6 121.2(4) . . ?
C4 C5 H5 119.4 . . ?
C10 C11 C12 120.9(4) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C20 C23 C24 108.2(4) . . ?
C25 C23 C20 111.7(4) . . ?
C25 C23 C24 107.3(4) . . ?
C26 C23 C20 110.8(4) . . ?
C26 C23 C25 110.6(4) . . ?
C26 C23 C24 108.0(4) . . ?
C2 C3 H3 121.0 . . ?
C2 C3 C4 118.0(4) . . ?
C4 C3 H3 121.0 . . ?
C5 C4 C3 121.6(4) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 H4 119.2 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C23 C26 H26A 109.5 . . ?
C23 C26 H26B 109.5 . . ?
C23 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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 C16 C15 C14 -171.2(3) . . . . ?
S1 C16 C7 N1 -7.9(5) . . . . ?
S1 C16 C7 C8 170.4(3) . . . . ?
S1 C1 C2 C3 171.9(3) . . . . ?
N1 C6 C1 S1 6.7(5) . . . . ?
N1 C6 C1 C2 -178.4(4) . . . . ?
N1 C6 C5 C4 179.9(4) . . . . ?
N1 C17 C22 C21 -176.5(4) . . . . ?
N1 C17 C18 C19 176.8(4) . . . . ?
N1 C7 C8 C9 177.7(4) . . . . ?
C6 N1 C17 C22 -77.7(5) . . . . ?
C6 N1 C17 C18 105.4(4) . . . . ?
C6 N1 C7 C16 -24.4(5) . . . . ?
C6 N1 C7 C8 157.4(4) . . . . ?
C6 C1 C2 C3 -3.2(6) . . . . ?
C6 C5 C4 C3 0.1(7) . . . . ?
C14 C9 C10 C11 -2.5(6) . . . . ?
C14 C9 C8 C7 2.2(6) . . . . ?
C14 C13 C12 C11 -1.6(6) . . . . ?
C9 C14 C15 C16 1.1(5) . . . . ?
C9 C14 C13 C12 1.1(6) . . . . ?
C9 C10 C11 C12 2.1(7) . . . . ?
C16 S1 C1 C6 -30.1(4) . . . . ?
C16 S1 C1 C2 154.8(3) . . . . ?
C16 C7 C8 C9 -0.5(6) . . . . ?
C15 C14 C9 C10 175.9(4) . . . . ?
C15 C14 C9 C8 -2.5(5) . . . . ?
C15 C14 C13 C12 -173.7(4) . . . . ?
C15 C16 C7 N1 -179.1(4) . . . . ?
C15 C16 C7 C8 -0.9(6) . . . . ?
C17 N1 C6 C1 -175.5(3) . . . . ?
C17 N1 C6 C5 2.4(6) . . . . ?
C17 N1 C7 C16 175.3(3) . . . . ?
C17 N1 C7 C8 -2.8(5) . . . . ?
C17 C18 C19 C20 0.0(7) . . . . ?
C13 C14 C9 C10 0.9(6) . . . . ?
C13 C14 C9 C8 -177.5(4) . . . . ?
C13 C14 C15 C16 176.0(4) . . . . ?
C13 C12 C11 C10 0.0(7) . . . . ?
C7 N1 C6 C1 25.0(6) . . . . ?
C7 N1 C6 C5 -157.1(4) . . . . ?
C7 N1 C17 C22 83.4(4) . . . . ?
C7 N1 C17 C18 -93.5(4) . . . . ?
C7 C16 C15 C14 0.5(6) . . . . ?
C20 C21 C22 C17 -0.6(6) . . . . ?
C1 S1 C16 C15 -157.6(3) . . . . ?
C1 S1 C16 C7 30.6(4) . . . . ?
C1 C6 C5 C4 -2.1(6) . . . . ?
C1 C2 C3 C4 1.0(6) . . . . ?
C10 C9 C8 C7 -176.2(4) . . . . ?
C2 C3 C4 C5 0.5(7) . . . . ?
C8 C9 C10 C11 175.8(4) . . . . ?
C21 C20 C19 C18 -0.2(7) . . . . ?
C21 C20 C23 C25 168.9(5) . . . . ?
C21 C20 C23 C26 -67.2(6) . . . . ?
C21 C20 C23 C24 51.0(5) . . . . ?
C22 C17 C18 C19 -0.1(6) . . . . ?
C18 C17 C22 C21 0.4(6) . . . . ?
C19 C20 C21 C22 0.5(6) . . . . ?
C19 C20 C23 C25 -12.8(6) . . . . ?
C19 C20 C23 C26 111.1(5) . . . . ?
C19 C20 C23 C24 -130.7(5) . . . . ?
C5 C6 C1 S1 -171.3(3) . . . . ?
C5 C6 C1 C2 3.7(6) . . . . ?
C23 C20 C21 C22 178.9(4) . . . . ?
C23 C20 C19 C18 -178.5(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 1.301
_oxdiff_exptl_absorpt_empirical_full_min 0.655
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2548
_database_code_depnum_ccdc_archive 'CCDC 2143510'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, Chang Kung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-01-21 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2022-01-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H16 O2 S'
_chemical_formula_sum            'C18 H16 O2 S'
_chemical_formula_weight         296.37
_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'
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           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   19.5758(2)
_cell_length_b                   8.45120(10)
_cell_length_c                   18.7056(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3094.64(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    18536
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      73.8850
_cell_measurement_theta_min      4.5020
_shelx_estimated_absorpt_T_max   0.685
_shelx_estimated_absorpt_T_min   0.587
_exptl_absorpt_coefficient_mu    1.863
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43315
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.32a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.22
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            69070
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.065
_diffrn_reflns_theta_max         67.065
_diffrn_reflns_theta_min         4.517
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     52.00  84.00   1.00    2.00    --    0.00  57.00  30.00   32
  2  ω    -30.00  61.00   1.00    2.00    --    0.00  77.00  30.00   91
  3  ω    -20.00  40.00   1.00    2.00    --    0.00  82.00 -30.00   60
  4  ω     50.00  87.00   1.00    2.00    --    0.00  37.00 -30.00   37
  5  ω    -16.00  18.00   1.00    2.00    --    0.00  37.00 -60.00   34
  6  ω     38.00  77.00   1.00    2.00    --    0.00  37.00 -60.00   39
  7  ω    -22.00  12.00   1.00    2.00    --    0.00  57.00  30.00   34
  8  ω     50.00  89.00   1.00    2.00    --    0.00  82.00 -30.00   39
  9  ω    -19.00  42.00   1.00    2.00    --    0.00  37.00 120.00   61
 10  ω     41.00  88.00   1.00    2.00    --    0.00  37.00-180.00   47
 11  ω    -17.00  19.00   1.00    2.00    --    0.00  37.00-180.00   36
 12  ω     46.00  89.00   1.00    2.00    --    0.00  37.00 120.00   43
 13  ω     42.00  88.00   1.00    2.00    --    0.00  37.00-120.00   46
 14  ω    -19.00  20.00   1.00    2.00    --    0.00  37.00-120.00   39
 15  ω    -19.00  19.00   1.00    2.00    --    0.00  37.00 -30.00   38
 16  ω     70.00 185.00   1.00    3.00    --   95.80  64.00-106.01  115
 17  ω     68.00  94.00   1.00    3.00    --   95.80  69.00  34.65   26
 18  ω    110.00 183.00   1.00    3.00    --   95.80  81.00 -42.04   73
 19  ω     68.00  94.00   1.00    3.00    --   95.80  69.00   1.98   26
 20  ω     66.00 105.00   1.00    3.00    --   95.80  75.00 110.57   39
 21  ω     63.00  88.00   1.00    3.00    --   95.80  81.00 -42.04   25
 22  ω    158.00 184.00   1.00    3.00    --   95.80  66.00 104.72   26
 23  ω    100.00 126.00   1.00    3.00    --   95.80  82.00-150.00   26
 24  ω     38.00 126.00   1.00    3.00    --   95.80 -82.00-120.00   88
 25  ω     63.00  89.00   1.00    3.00    --   95.80  82.00  60.00   26
 26  ω     63.00  88.00   1.00    3.00    --   95.80  82.00 150.00   25
 27  ω     65.00  91.00   1.00    3.00    --   95.80  77.00 -90.00   26
 28  ω    116.00 154.00   1.00    3.00    --   95.80  77.00 -90.00   38
 29  ω     63.00  88.00   1.00    3.00    --   95.80  82.00 -30.00   25
 30  ω     49.00  75.00   1.00    3.00    --   95.80 -82.00-150.00   26
 31  ω     63.00  91.00   1.00    3.00    --   95.80  82.00-150.00   28
 32  ω     89.00 128.00   1.00    3.00    --   95.80 -82.00 -60.00   39
 33  ω     66.00  92.00   1.00    3.00    --   95.80  75.00 -68.00   26
 34  ω      6.00 117.00   1.00    3.00    --   95.80 -61.00  60.00  111
 35  ω     71.00 183.00   1.00    3.00    --   95.80  70.00 -57.06  112
 36  ω     67.00  92.00   1.00    3.00    --   95.80  72.00-179.48   25
 37  ω    115.00 185.00   1.00    3.00    --   95.80  63.00 157.41   70
 38  ω     65.00  91.00   1.00    3.00    --   95.80  77.00-150.00   26
 39  ω     63.00  88.00   1.00    3.00    --   95.80  82.00  90.00   25
 40  ω    156.00 185.00   1.00    3.00    --   95.80  82.00  90.00   29
 41  ω     63.00  88.00   1.00    3.00    --   95.80  82.00   0.00   25
 42  ω    114.00 144.00   1.00    3.00    --   95.80  82.00   0.00   30
 43  ω     63.00  88.00   1.00    3.00    --   95.80  82.00 -90.00   25
 44  ω     65.00  90.00   1.00    3.00    --   95.80  77.00 150.00   25
 45  ω     64.00  90.00   1.00    3.00    --   95.80  82.00 120.00   26
 46  ω     79.00 128.00   1.00    3.00    --   95.80 -82.00 123.19   49
 47  ω     71.00 184.00   1.00    3.00    --   95.80  61.00-180.00  113
 48  ω     69.00 116.00   1.00    3.00    --   95.80  66.00-116.68   47
 49  ω     65.00  91.00   1.00    3.00    --   95.80  77.00  60.00   26
 50  ω     63.00  89.00   1.00    3.00    --   95.80  82.00-120.00   26
 51  ω     65.00  90.00   1.00    3.00    --   95.80  77.00-180.00   25
 52  ω     63.00  88.00   1.00    3.00    --   95.80  82.00-180.00   25
 53  ω     71.00  97.00   1.00    3.00    --   95.80  61.00 -90.00   26
 54  ω     65.00 100.00   1.00    3.00    --   95.80  77.00 -30.00   35
 55  ω     37.00 117.00   1.00    3.00    --   95.80 -82.00  60.00   80
 56  ω     71.00 118.00   1.00    3.00    --   95.80  61.00  60.00   47
 57  ω    125.00 185.00   1.00    3.00    --   95.80  61.00  60.00   60
 58  ω     65.00 145.00   1.00    3.00    --   95.80  77.00 120.00   80
 59  ω    153.00 178.00   1.00    3.00    --   95.80  77.00 120.00   25
 60  ω     16.00  83.00   1.00    3.00    --   95.80 -77.00 -90.00   67
 61  ω     94.00 121.00   1.00    3.00    --   95.80 -77.00 -90.00   27
 62  ω     73.00 142.00   1.00    3.00    --   95.80  52.00 -66.93   69
 63  ω    104.00 153.00   1.00    3.00    --   95.80  60.00  29.46   49
 64  ω     63.00  89.00   1.00    3.00    --   95.80  82.00 -60.00   26
 65  ω    100.00 180.00   1.00    3.00    --   95.80  82.00  30.00   80
 66  ω     69.00  94.00   1.00    3.00    --   95.80  66.00  62.74   25
 67  ω     75.00 181.00   1.00    3.00    --   95.80  45.00   0.00  106
 68  ω     63.00  88.00   1.00    3.00    --   95.80  82.00  30.00   25
 69  ω     89.00 126.00   1.00    3.00    --   95.80 -82.00-150.00   37
 70  ω     63.00  89.00   1.00    3.00    --   95.80  81.00-170.98   26
 71  ω     71.00  97.00   1.00    3.00    --   95.80  60.00  29.46   26
 72  ω     70.00  98.00   1.00    3.00    --   95.80  63.00 157.41   28
 73  ω     69.00  94.00   1.00    3.00    --   95.80  66.00 104.72   25
 74  ω     72.00 176.00   1.00    3.00    --   95.80  55.00 111.64  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0321498000
_diffrn_orient_matrix_UB_12      -0.0485875000
_diffrn_orient_matrix_UB_13      0.0718592000
_diffrn_orient_matrix_UB_21      -0.0705166000
_diffrn_orient_matrix_UB_22      0.0545690000
_diffrn_orient_matrix_UB_23      -0.0269837000
_diffrn_orient_matrix_UB_31      -0.0137473000
_diffrn_orient_matrix_UB_32      -0.1670640000
_diffrn_orient_matrix_UB_33      -0.0297497000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2595
_reflns_number_total             2759
_reflns_odcompleteness_completeness 99.94
_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 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.32a (Rigaku OD, 2017)'
_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         0.172
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.034
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2759
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.087
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0332P)²+1.5919P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0898
_refine_ls_wR_factor_ref         0.0919
_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:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C12(H12), C13(H13), C14(H14),
 C15(H15), C17(H17)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.58414(2) 0.70592(5) 0.51603(2) 0.03734(14) Uani 1 1 d . . . . .
O1 O 0.58825(7) 0.99377(17) 0.60049(9) 0.0623(4) Uani 1 1 d . . . . .
O2 O 0.70708(6) 0.55037(14) 0.49361(6) 0.0417(3) Uani 1 1 d . . . . .
C1 C 0.51553(8) 0.78984(19) 0.56434(9) 0.0359(4) Uani 1 1 d . . . . .
C2 C 0.45216(9) 0.7176(2) 0.56438(11) 0.0480(5) Uani 1 1 d . . . . .
H2 H 0.445736 0.624693 0.538630 0.058 Uiso 1 1 calc R . . . .
C3 C 0.39833(10) 0.7817(3) 0.60215(14) 0.0618(6) Uani 1 1 d . . . . .
H3 H 0.356027 0.731664 0.602273 0.074 Uiso 1 1 calc R . . . .
C4 C 0.40755(10) 0.9201(3) 0.63963(12) 0.0568(6) Uani 1 1 d . . . . .
H4 H 0.371306 0.963084 0.665245 0.068 Uiso 1 1 calc R . . . .
C5 C 0.46981(10) 0.9958(2) 0.63964(11) 0.0490(5) Uani 1 1 d . . . . .
H5 H 0.475288 1.090006 0.664650 0.059 Uiso 1 1 calc R . . . .
C6 C 0.52441(9) 0.9313(2) 0.60233(10) 0.0405(4) Uani 1 1 d . . . . .
C7 C 0.59920(14) 1.1411(3) 0.63611(17) 0.0886(10) Uani 1 1 d . . . . .
H7A H 0.568911 1.219500 0.616768 0.133 Uiso 1 1 calc GR . . . .
H7B H 0.645647 1.174150 0.629216 0.133 Uiso 1 1 calc GR . . . .
H7C H 0.590391 1.128595 0.686278 0.133 Uiso 1 1 calc GR . . . .
C8 C 0.62753(8) 0.60054(18) 0.58429(9) 0.0322(4) Uani 1 1 d . . . . .
C9 C 0.69088(8) 0.52867(19) 0.56392(9) 0.0338(4) Uani 1 1 d . . . . .
C10 C 0.72931(9) 0.44711(19) 0.61208(9) 0.0364(4) Uani 1 1 d . . . . .
H10 H 0.771159 0.405010 0.598207 0.044 Uiso 1 1 calc R . . . .
C11 C 0.70612(9) 0.42583(19) 0.68309(9) 0.0356(4) Uani 1 1 d . . . . .
C12 C 0.74310(10) 0.3339(2) 0.73320(10) 0.0448(4) Uani 1 1 d . . . . .
H12 H 0.785195 0.291388 0.720483 0.054 Uiso 1 1 calc R . . . .
C13 C 0.71756(12) 0.3074(3) 0.79981(11) 0.0553(5) Uani 1 1 d . . . . .
H13 H 0.742202 0.245963 0.832017 0.066 Uiso 1 1 calc R . . . .
C14 C 0.65465(12) 0.3714(3) 0.82033(11) 0.0585(6) Uani 1 1 d . . . . .
H14 H 0.637659 0.352031 0.865925 0.070 Uiso 1 1 calc R . . . .
C15 C 0.61802(11) 0.4626(3) 0.77350(9) 0.0485(5) Uani 1 1 d . . . . .
H15 H 0.576589 0.506030 0.787894 0.058 Uiso 1 1 calc R . . . .
C16 C 0.64236(9) 0.4915(2) 0.70354(9) 0.0360(4) Uani 1 1 d . . . . .
C17 C 0.60479(9) 0.5814(2) 0.65299(9) 0.0345(4) Uani 1 1 d . . . . .
H17 H 0.563868 0.628233 0.666773 0.041 Uiso 1 1 calc R . . . .
C18 C 0.76715(10) 0.4712(2) 0.46875(10) 0.0504(5) Uani 1 1 d . . . . .
H18A H 0.772138 0.488253 0.418277 0.076 Uiso 1 1 calc GR . . . .
H18B H 0.763218 0.359903 0.478059 0.076 Uiso 1 1 calc GR . . . .
H18C H 0.806408 0.512459 0.493229 0.076 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 C1 1.7674(17) . ?
S1 C8 1.7735(17) . ?
O1 C6 1.357(2) . ?
O1 C7 1.428(2) . ?
O2 C9 1.365(2) . ?
O2 C18 1.430(2) . ?
C1 C2 1.383(2) . ?
C1 C6 1.402(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.375(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.376(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.388(3) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 C9 1.433(2) . ?
C8 C17 1.370(2) . ?
C9 C10 1.361(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.415(2) . ?
C11 C12 1.416(2) . ?
C11 C16 1.419(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.361(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.399(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.369(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.414(2) . ?
C16 C17 1.418(2) . ?
C17 H17 0.9300 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C8 101.38(8) . . ?
C6 O1 C7 117.73(17) . . ?
C9 O2 C18 116.19(14) . . ?
C2 C1 S1 120.34(14) . . ?
C2 C1 C6 119.17(16) . . ?
C6 C1 S1 120.48(13) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 C1 120.82(18) . . ?
C3 C2 H2 119.6 . . ?
C2 C3 H3 120.2 . . ?
C4 C3 C2 119.65(19) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.75(19) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 119.99(19) . . ?
C6 C5 H5 120.0 . . ?
O1 C6 C1 115.66(16) . . ?
O1 C6 C5 124.72(17) . . ?
C5 C6 C1 119.60(17) . . ?
O1 C7 H7A 109.5 . . ?
O1 C7 H7B 109.5 . . ?
O1 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C9 C8 S1 115.85(12) . . ?
C17 C8 S1 125.40(13) . . ?
C17 C8 C9 118.74(15) . . ?
O2 C9 C8 113.60(14) . . ?
C10 C9 O2 125.25(15) . . ?
C10 C9 C8 121.15(15) . . ?
C9 C10 H10 119.7 . . ?
C9 C10 C11 120.54(16) . . ?
C11 C10 H10 119.7 . . ?
C10 C11 C12 121.79(16) . . ?
C10 C11 C16 119.06(15) . . ?
C12 C11 C16 119.07(16) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.57(19) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.6 . . ?
C12 C13 C14 120.71(19) . . ?
C14 C13 H13 119.6 . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.21(19) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.85(19) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 C11 118.58(16) . . ?
C15 C16 C17 122.33(17) . . ?
C17 C16 C11 119.08(15) . . ?
C8 C17 C16 121.35(16) . . ?
C8 C17 H17 119.3 . . ?
C16 C17 H17 119.3 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

_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 1.551
_oxdiff_exptl_absorpt_empirical_full_min 0.459
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_2557
_database_code_depnum_ccdc_archive 'CCDC 2150682'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, ChangKung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-02-08 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2022-01-30
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H10 F6 O6 S3'
_chemical_formula_sum            'C18 H10 F6 O6 S3'
_chemical_formula_weight         532.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4229(2)
_cell_length_b                   10.6178(2)
_cell_length_c                   12.2594(2)
_cell_angle_alpha                100.265(2)
_cell_angle_beta                 102.985(2)
_cell_angle_gamma                94.205(2)
_cell_volume                     1043.88(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    14180
_cell_measurement_temperature    230(80)
_cell_measurement_theta_max      74.2270
_cell_measurement_theta_min      3.7540
_shelx_estimated_absorpt_T_max   0.526
_shelx_estimated_absorpt_T_min   0.354
_exptl_absorpt_coefficient_mu    4.090
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.55381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             536
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0448
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            22837
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.075
_diffrn_reflns_theta_max         67.075
_diffrn_reflns_theta_min         3.777
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      230(80)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -16.00  49.00   0.50    2.00    --    0.00  36.00 -60.00  130
  2  ω     76.00 153.00   0.50    4.00    --   95.80  36.00 -60.00  154
  3  ω     89.00 115.00   0.50    4.00    --   95.80 -36.00 142.00   52
  4  ω     17.00  69.00   0.50    4.00    --   95.80 -36.00 142.00  104
  5  ω    -21.00   5.00   0.50    2.00    --    0.00 -57.00 150.00   52
  6  ω    -85.00 -26.00   0.50    2.00    --    0.00 -19.00  60.00  118
  7  ω     41.00  87.00   0.50    2.00    --    0.00  37.00 150.00   92
  8  ω    -53.00 -28.00   0.50    2.00    --    0.00 -36.00 142.00   50
  9  ω    -19.00  15.00   0.50    2.00    --    0.00  37.00 150.00   68
 10  ω     52.00  84.00   0.50    2.00    --    0.00  57.00-120.00   64
 11  ω    -22.00  42.00   0.50    2.00    --    0.00  57.00-120.00  128
 12  ω    -21.00   9.00   0.50    2.00    --    0.00  57.00-150.00   60
 13  ω    -29.00  25.00   0.50    2.00    --    0.00  77.00 150.00  108
 14  ω    -20.00  24.00   0.50    2.00    --    0.00 -19.00  60.00   88
 15  ω    -75.00 -50.00   0.50    2.00    --    0.00 -57.00 150.00   50
 16  ω     29.00  83.00   0.50    2.00    --    0.00  37.00   0.00  108
 17  ω     41.00  85.00   0.50    2.00    --    0.00  77.00 150.00   88
 18  ω    -19.00  16.00   0.50    2.00    --    0.00  37.00   0.00   70
 19  ω    126.00 152.00   0.50    4.00    --   95.80  61.00 101.41   52
 20  ω     71.00 108.00   0.50    4.00    --   95.80  61.00 101.41   74
 21  ω     48.00 128.00   0.50    4.00    --   95.80 -82.00  60.00  160
 22  ω    133.00 183.00   0.50    4.00    --   95.80  63.00-109.00  100
 23  ω     70.00 129.00   0.50    4.00    --   95.80  63.00-109.00  118
 24  ω      6.00  44.00   0.50    4.00    --   95.80 -82.00  60.00   76
 25  ω     65.00  91.00   0.50    4.00    --   95.80  77.00-150.00   52
 26  ω     64.00 185.00   0.50    4.00    --   95.80  82.00  90.00  242
 27  ω     75.00 152.00   0.50    4.00    --   95.80  45.00  60.00  154
 28  ω    160.00 185.00   0.50    4.00    --   95.80  45.00  60.00   50
 29  ω     11.00  46.00   0.50    4.00    --   95.80 -82.00 150.00   70
 30  ω     53.00 127.00   0.50    4.00    --   95.80 -82.00 150.00  148
 31  ω     75.00 169.00   0.50    4.00    --   95.80  45.00 150.00  188
 32  ω     71.00 184.00   0.50    4.00    --   95.80  61.00  30.00  226
 33  ω     72.00 110.00   0.50    4.00    --   95.80  61.00-120.00   76
 34  ω    136.00 167.00   0.50    4.00    --   95.80  61.00-120.00   62
 35  ω      6.00 121.00   0.50    4.00    --   95.80 -77.00   0.00  230
 36  ω    149.00 174.00   0.50    4.00    --   95.80  82.00  30.00   50
 37  ω     65.00  90.00   0.50    4.00    --   95.80  77.00 -60.00   50
 38  ω     65.00  90.00   0.50    4.00    --   95.80  77.00 -30.00   50
 39  ω     65.00  90.00   0.50    4.00    --   95.80  82.00  30.00   50
 40  ω     65.00  91.00   0.50    4.00    --   95.80  77.00  60.00   52
 41  ω    104.00 181.00   0.50    4.00    --   95.80  82.00 -60.00  154
 42  ω     63.00  91.00   0.50    4.00    --   95.80  82.00 -60.00   56
 43  ω     71.00 107.00   0.50    4.00    --   95.80  61.00-180.00   72
 44  ω     65.00  91.00   0.50    4.00    --   95.80  77.00  30.00   52
 45  ω     78.00 104.00   0.50    4.00    --   95.80  45.00  90.00   52
 46  ω    133.00 158.00   0.50    4.00    --   95.80  45.00  90.00   50
 47  ω     74.00 101.00   0.50    4.00    --   95.80  48.00  -6.58   54
 48  ω     68.00 118.00   0.50    4.00    --   95.80  69.00 154.93  100
 49  ω     65.00  90.00   0.50    4.00    --   95.80  77.00 120.00   50
 50  ω    138.00 163.00   0.50    4.00    --   95.80  77.00 150.00   50
 51  ω     73.00  98.00   0.50    4.00    --   95.80  56.00  -8.60   50
 52  ω    135.00 160.00   0.50    4.00    --   95.80  56.00  -8.60   50
 53  ω     71.00 119.00   0.50    4.00    --   95.80  61.00-150.00   96
 54  ω     75.00 126.00   0.50    4.00    --   95.80  61.00   0.00  102
 55  ω     71.00  96.00   0.50    4.00    --   95.80  61.00  60.00   50
 56  ω     69.00  94.00   0.50    4.00    --   95.80  67.00 -60.48   50
 57  ω     64.00  89.00   0.50    4.00    --   95.80  80.00-126.83   50
 58  ω     31.00 128.00   0.50    4.00    --   95.80 -82.00-150.00  194
 59  ω     42.00 111.00   0.50    4.00    --   95.80 -82.00 -60.00  138
 60  ω     65.00  91.00   0.50    4.00    --   95.80  77.00 -90.00   52
 61  ω     66.00  92.00   0.50    4.00    --   95.80  77.00   0.00   52
 62  ω     65.00  90.00   0.50    4.00    --   95.80  77.00-180.00   50
 63  ω     63.00  88.00   0.50    4.00    --   95.80  82.00  60.00   50
 64  ω     68.00  93.00   0.50    4.00    --   95.80  70.00  -1.05   50
 65  ω     75.00 183.00   0.50    4.00    --   95.80  45.00-150.00  216
 66  ω     65.00  91.00   0.50    4.00    --   95.80  77.00 150.00   52
 67  ω    160.00 185.00   0.50    4.00    --   95.80  77.00-150.00   50
 68  ω     75.00 101.00   0.50    4.00    --   95.80  49.00 -65.41   52
 69  ω    148.00 174.00   0.50    4.00    --   95.80  49.00 -65.41   52
 70  ω     74.00  99.00   0.50    4.00    --   95.80  48.00  99.25   50
 71  ω     64.00  90.00   0.50    4.00    --   95.80  82.00 120.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1201403000
_diffrn_orient_matrix_UB_12      0.1244400000
_diffrn_orient_matrix_UB_13      0.0473561000
_diffrn_orient_matrix_UB_21      -0.1384990000
_diffrn_orient_matrix_UB_22      0.0710384000
_diffrn_orient_matrix_UB_23      0.0364985000
_diffrn_orient_matrix_UB_31      0.0459992000
_diffrn_orient_matrix_UB_32      -0.0389713000
_diffrn_orient_matrix_UB_33      0.1172682000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3393
_reflns_number_total             3692
_reflns_odcompleteness_completeness 99.57
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.393
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3692
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0331
_refine_ls_restrained_S_all      1.046
_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)+(0.0485P)²+0.4372P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0888
_refine_ls_wR_factor_ref         0.0905
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C5(H5), C7(H7), C8(H8), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.41964(6) 0.47750(4) 0.17304(4) 0.03744(14) Uani 1 1 d . . . . .
S2 S 0.31239(5) 0.16714(4) 0.23842(4) 0.03421(13) Uani 1 1 d . . . . .
S3 S 0.72622(6) 0.73856(5) 0.20648(4) 0.04075(14) Uani 1 1 d . . . . .
F1 F 0.8533(2) 0.88768(14) 0.09198(17) 0.0796(5) Uani 1 1 d . . . . .
F2 F 0.67374(18) 0.96960(13) 0.17260(17) 0.0761(5) Uani 1 1 d . . . . .
F3 F 0.9120(2) 0.95318(15) 0.27364(18) 0.0887(6) Uani 1 1 d . . . . .
F4 F 0.49952(18) 0.04892(14) 0.37621(15) 0.0735(4) Uani 1 1 d . . . . .
F5 F 0.2739(2) 0.08909(14) 0.42158(13) 0.0707(4) Uani 1 1 d . . . . .
F6 F 0.27319(19) -0.06092(12) 0.28005(14) 0.0669(4) Uani 1 1 d . . . . .
O1 O 0.60628(16) 0.67900(13) 0.08842(12) 0.0415(3) Uani 1 1 d . . . . .
O2 O 0.86433(18) 0.67075(16) 0.21289(15) 0.0545(4) Uani 1 1 d . . . . .
O3 O 0.64372(18) 0.76077(15) 0.29493(12) 0.0511(4) Uani 1 1 d . . . . .
O4 O 0.42326(15) 0.28989(11) 0.31659(11) 0.0352(3) Uani 1 1 d . . . . .
O5 O 0.3900(2) 0.11946(14) 0.15187(13) 0.0510(4) Uani 1 1 d . . . . .
O6 O 0.14493(16) 0.18617(13) 0.21514(13) 0.0466(3) Uani 1 1 d . . . . .
C1 C 0.2446(2) 0.52128(18) 0.50562(16) 0.0345(4) Uani 1 1 d . . . . .
C2 C 0.3064(2) 0.40824(18) 0.45994(16) 0.0344(4) Uani 1 1 d . . . . .
H2 H 0.314772 0.339674 0.497876 0.041 Uiso 1 1 calc R U . . .
C3 C 0.3530(2) 0.40108(16) 0.36051(16) 0.0311(4) Uani 1 1 d . . . . .
C4 C 0.3481(2) 0.50259(16) 0.29975(15) 0.0314(4) Uani 1 1 d . . . . .
C5 C 0.2910(2) 0.61343(17) 0.34452(16) 0.0354(4) Uani 1 1 d . . . . .
H5 H 0.288568 0.682498 0.307219 0.042 Uiso 1 1 calc R U . . .
C6 C 0.2360(2) 0.62446(17) 0.44616(16) 0.0345(4) Uani 1 1 d . . . . .
C7 C 0.1702(3) 0.7360(2) 0.49031(18) 0.0442(5) Uani 1 1 d . . . . .
H7 H 0.163330 0.804538 0.452330 0.053 Uiso 1 1 calc R U . . .
C8 C 0.1167(3) 0.7436(2) 0.58858(19) 0.0504(5) Uani 1 1 d . . . . .
H8 H 0.072857 0.817007 0.616356 0.060 Uiso 1 1 calc R U . . .
C9 C 0.1273(3) 0.6422(2) 0.64761(18) 0.0495(5) Uani 1 1 d . . . . .
H9 H 0.091635 0.649051 0.714687 0.059 Uiso 1 1 calc R U . . .
C10 C 0.1896(2) 0.5333(2) 0.60744(17) 0.0432(5) Uani 1 1 d . . . . .
H10 H 0.196102 0.466338 0.647309 0.052 Uiso 1 1 calc R U . . .
C11 C 0.3356(2) 0.59927(17) 0.10409(15) 0.0337(4) Uani 1 1 d . . . . .
C12 C 0.1670(2) 0.60650(19) 0.07582(17) 0.0406(4) Uani 1 1 d . . . . .
H12 H 0.097123 0.550380 0.098907 0.049 Uiso 1 1 calc R U . . .
C13 C 0.1021(3) 0.6953(2) 0.01435(18) 0.0452(5) Uani 1 1 d . . . . .
H13 H -0.010567 0.698711 -0.003426 0.054 Uiso 1 1 calc R U . . .
C14 C 0.2038(3) 0.7790(2) -0.02095(19) 0.0491(5) Uani 1 1 d . . . . .
H14 H 0.159420 0.838348 -0.062931 0.059 Uiso 1 1 calc R U . . .
C15 C 0.3715(3) 0.7750(2) 0.00594(18) 0.0466(5) Uani 1 1 d . . . . .
H15 H 0.440787 0.830800 -0.017860 0.056 Uiso 1 1 calc R U . . .
C16 C 0.4338(2) 0.68656(18) 0.06873(16) 0.0358(4) Uani 1 1 d . . . . .
C17 C 0.7938(3) 0.8974(2) 0.1834(2) 0.0559(6) Uani 1 1 d . . . . .
C18 C 0.3427(3) 0.05482(19) 0.3363(2) 0.0464(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C4 1.7731(18) . ?
S1 C11 1.7726(19) . ?
S2 O4 1.5695(13) . ?
S2 O5 1.4065(15) . ?
S2 O6 1.4118(14) . ?
S2 C18 1.829(2) . ?
S3 O1 1.5615(15) . ?
S3 O2 1.4070(16) . ?
S3 O3 1.4091(15) . ?
S3 C17 1.830(2) . ?
F1 C17 1.318(3) . ?
F2 C17 1.311(3) . ?
F3 C17 1.323(3) . ?
F4 C18 1.312(3) . ?
F5 C18 1.315(3) . ?
F6 C18 1.319(3) . ?
O1 C16 1.429(2) . ?
O4 C3 1.433(2) . ?
C1 C2 1.417(3) . ?
C1 C6 1.418(3) . ?
C1 C10 1.414(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.354(3) . ?
C3 C4 1.413(2) . ?
C4 C5 1.374(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.413(3) . ?
C6 C7 1.416(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.370(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.398(3) . ?
C9 H9 0.9300 . ?
C9 C10 1.363(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.395(3) . ?
C11 C16 1.387(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.378(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.380(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.382(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.378(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 S1 C4 102.05(8) . . ?
O4 S2 C18 99.83(9) . . ?
O5 S2 O4 107.92(8) . . ?
O5 S2 O6 122.46(10) . . ?
O5 S2 C18 105.07(10) . . ?
O6 S2 O4 111.47(7) . . ?
O6 S2 C18 107.53(10) . . ?
O1 S3 C17 101.23(10) . . ?
O2 S3 O1 106.22(9) . . ?
O2 S3 O3 123.18(10) . . ?
O2 S3 C17 105.40(10) . . ?
O3 S3 O1 112.10(8) . . ?
O3 S3 C17 106.35(10) . . ?
C16 O1 S3 121.66(11) . . ?
C3 O4 S2 121.22(11) . . ?
C2 C1 C6 118.64(17) . . ?
C10 C1 C2 122.04(18) . . ?
C10 C1 C6 119.32(18) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.33(17) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 O4 119.72(16) . . ?
C2 C3 C4 123.54(16) . . ?
C4 C3 O4 116.56(15) . . ?
C3 C4 S1 117.22(13) . . ?
C5 C4 S1 125.29(14) . . ?
C5 C4 C3 117.48(16) . . ?
C4 C5 H5 119.4 . . ?
C4 C5 C6 121.26(17) . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 119.70(16) . . ?
C5 C6 C7 121.73(18) . . ?
C7 C6 C1 118.57(18) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.4(2) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 119.6 . . ?
C7 C8 C9 120.8(2) . . ?
C9 C8 H8 119.6 . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(2) . . ?
C10 C9 H9 119.8 . . ?
C1 C10 H10 119.7 . . ?
C9 C10 C1 120.5(2) . . ?
C9 C10 H10 119.7 . . ?
C12 C11 S1 121.77(14) . . ?
C16 C11 S1 121.28(15) . . ?
C16 C11 C12 116.80(17) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 C11 121.20(18) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 119.9 . . ?
C12 C13 C14 120.23(19) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.14(19) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.7 . . ?
C16 C15 C14 118.66(19) . . ?
C16 C15 H15 120.7 . . ?
C11 C16 O1 119.62(17) . . ?
C15 C16 O1 117.18(17) . . ?
C15 C16 C11 122.96(18) . . ?
F1 C17 S3 111.34(16) . . ?
F1 C17 F3 108.4(2) . . ?
F2 C17 S3 111.48(16) . . ?
F2 C17 F1 109.0(2) . . ?
F2 C17 F3 109.1(2) . . ?
F3 C17 S3 107.37(18) . . ?
F4 C18 S2 110.72(14) . . ?
F4 C18 F5 109.7(2) . . ?
F4 C18 F6 108.50(18) . . ?
F5 C18 S2 110.85(14) . . ?
F5 C18 F6 108.28(17) . . ?
F6 C18 S2 108.70(16) . . ?

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 C4 C5 C6 179.84(14) . . . . ?
S1 C11 C12 C13 -174.85(16) . . . . ?
S1 C11 C16 O1 -0.3(2) . . . . ?
S1 C11 C16 C15 174.00(16) . . . . ?
S2 O4 C3 C2 87.08(19) . . . . ?
S2 O4 C3 C4 -97.53(16) . . . . ?
S3 O1 C16 C11 -81.6(2) . . . . ?
S3 O1 C16 C15 103.86(18) . . . . ?
O1 S3 C17 F1 -54.28(19) . . . . ?
O1 S3 C17 F2 67.7(2) . . . . ?
O1 S3 C17 F3 -172.84(15) . . . . ?
O2 S3 O1 C16 155.82(14) . . . . ?
O2 S3 C17 F1 56.2(2) . . . . ?
O2 S3 C17 F2 178.22(18) . . . . ?
O2 S3 C17 F3 -62.35(19) . . . . ?
O3 S3 O1 C16 18.66(17) . . . . ?
O3 S3 C17 F1 -171.53(17) . . . . ?
O3 S3 C17 F2 -49.5(2) . . . . ?
O3 S3 C17 F3 69.90(18) . . . . ?
O4 S2 C18 F4 -53.33(17) . . . . ?
O4 S2 C18 F5 68.67(16) . . . . ?
O4 S2 C18 F6 -172.43(14) . . . . ?
O4 C3 C4 S1 3.0(2) . . . . ?
O4 C3 C4 C5 -175.88(15) . . . . ?
O5 S2 O4 C3 140.28(14) . . . . ?
O5 S2 C18 F4 58.39(18) . . . . ?
O5 S2 C18 F5 -179.61(15) . . . . ?
O5 S2 C18 F6 -60.70(17) . . . . ?
O6 S2 O4 C3 3.12(16) . . . . ?
O6 S2 C18 F4 -169.71(15) . . . . ?
O6 S2 C18 F5 -47.71(18) . . . . ?
O6 S2 C18 F6 71.20(16) . . . . ?
C1 C2 C3 O4 176.88(15) . . . . ?
C1 C2 C3 C4 1.8(3) . . . . ?
C1 C6 C7 C8 0.2(3) . . . . ?
C2 C1 C6 C5 -1.0(3) . . . . ?
C2 C1 C6 C7 178.37(17) . . . . ?
C2 C1 C10 C9 -178.45(18) . . . . ?
C2 C3 C4 S1 178.23(14) . . . . ?
C2 C3 C4 C5 -0.7(3) . . . . ?
C3 C4 C5 C6 -1.3(3) . . . . ?
C4 S1 C11 C12 -58.16(17) . . . . ?
C4 S1 C11 C16 126.31(16) . . . . ?
C4 C5 C6 C1 2.2(3) . . . . ?
C4 C5 C6 C7 -177.17(18) . . . . ?
C5 C6 C7 C8 179.52(19) . . . . ?
C6 C1 C2 C3 -1.0(3) . . . . ?
C6 C1 C10 C9 0.7(3) . . . . ?
C6 C7 C8 C9 0.6(3) . . . . ?
C7 C8 C9 C10 -0.7(3) . . . . ?
C8 C9 C10 C1 0.0(3) . . . . ?
C10 C1 C2 C3 178.23(17) . . . . ?
C10 C1 C6 C5 179.82(17) . . . . ?
C10 C1 C6 C7 -0.8(3) . . . . ?
C11 S1 C4 C3 162.77(14) . . . . ?
C11 S1 C4 C5 -18.41(18) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C12 C11 C16 O1 -175.99(16) . . . . ?
C12 C11 C16 C15 -1.7(3) . . . . ?
C12 C13 C14 C15 -0.5(3) . . . . ?
C13 C14 C15 C16 -0.3(3) . . . . ?
C14 C15 C16 O1 175.88(18) . . . . ?
C14 C15 C16 C11 1.5(3) . . . . ?
C16 C11 C12 C13 0.9(3) . . . . ?
C17 S3 O1 C16 -94.32(15) . . . . ?
C18 S2 O4 C3 -110.25(14) . . . . ?

_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 1.805
_oxdiff_exptl_absorpt_empirical_full_min 0.647
####################################################################### 
# 
# 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_mo_dm21091_0m
_database_code_depnum_ccdc_archive 'CCDC 2145124'
loop_
_audit_author_name
_audit_author_address
'Xiao-Li Zhao'
;School of Chemistry and Molecular Engineering, ChangKung Chuang Institute, East China Normal Unive
China
;
_audit_update_record             
;
2022-01-28 deposited with the CCDC.	2022-04-08 downloaded from the CCDC.
;
_audit_creation_date             2021-07-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(F1.5 Sb0.25), C13 H11.5 N0.5 S0.5'
_chemical_formula_sum            'C13 H11.50 F3 N0.50 S0.50 Sb0.50'
_chemical_formula_weight         308.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.5866 1.5461 '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           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   27.184(5)
_cell_length_b                   6.8384(13)
_cell_length_c                   19.415(4)
_cell_angle_alpha                90
_cell_angle_beta                 133.036(3)
_cell_angle_gamma                90
_cell_volume                     2638.1(9)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2873
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.835
_cell_measurement_theta_min      2.871
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.932
_exptl_absorpt_coefficient_mu    1.182
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6199
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1500 before and 0.0401 after correction. The Ratio of minimum to maximum transmission is 0.8314. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1228
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_Laue_measured_fraction_full 0.958
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            10582
_diffrn_reflns_point_group_measured_fraction_full 0.958
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.638
_diffrn_reflns_theta_min         3.356
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2190
_reflns_number_total             3204
_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       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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         1.585
_refine_diff_density_min         -0.634
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3204
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.0864
_refine_ls_R_factor_gt           0.0590
_refine_ls_restrained_S_all      1.033
_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)+(0.1278P)²+0.6385P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1625
_refine_ls_wR_factor_ref         0.1914
_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. Restrained distances
 F6-F4 \\sim F7-F5
 with sigma of 0.02
3. Rigid bond restraints
 Sb2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 Sb2, F7, F6, F4, F5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F8, Sb2, F5, F6, F4, F7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
F6 \\sim F5 \\sim F4 \\sim F7 \\sim Sb2: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
F8 \\sim Sb2 \\sim F5 \\sim F6 \\sim F4 \\sim F7: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02
Sb2 \\sim F8 \\sim F4 \\sim F6 \\sim F5 \\sim F7: within 1.7A with sigma of
0.04 and sigma for terminal atoms of 0.08
5. Others
 Fixed Sof: Sb2(0.25) H23A(0.5) H23B(0.5) H23C(0.5) F4(0.25) F7(0.25) F6(0.5)
 F5(0.25) F8(0.25)
6.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C18(H18), C19(H19), C8(H8), C2(H2), C13(H13), C5(H5), C10(H10),
 C4(H4), C12(H12), C11(H11), C3(H3)
6.b Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb1 Sb 1.000000 0.500000 0.500000 0.0633(3) Uani 1 4 d S T P . .
Sb2 Sb 0.89124(6) 0.000000 0.92295(7) 0.0907(4) Uani 0.5 2 d S TU P . .
S1 S 0.78797(11) 0.000000 0.59489(12) 0.0713(5) Uani 1 2 d S T P . .
F2 F 0.9217(2) 0.500000 0.4801(4) 0.0962(14) Uani 1 2 d S T P . .
N1 N 0.7954(3) 0.000000 0.4418(3) 0.0527(10) Uani 1 2 d S T P . .
C20 C 0.8032(3) 0.000000 0.2312(3) 0.0471(11) Uani 1 2 d S T P . .
C17 C 0.7989(3) 0.000000 0.3701(4) 0.0494(11) Uani 1 2 d S T P . .
C21 C 0.8024(3) 0.000000 0.1518(4) 0.0591(14) Uani 1 2 d S T P . .
F1 F 0.9470(3) 0.500000 0.3711(4) 0.156(4) Uani 1 2 d S T P . .
C1 C 0.8555(3) 0.000000 0.5355(4) 0.0581(14) Uani 1 2 d S T P . .
C14 C 0.6087(3) 0.000000 0.2764(5) 0.0626(15) Uani 1 2 d S T P . .
C6 C 0.8576(4) 0.000000 0.6109(4) 0.0646(16) Uani 1 2 d S T P . .
C15 C 0.6748(3) 0.000000 0.3132(4) 0.0587(13) Uani 1 2 d S T P . .
H15 H 0.680858 0.000000 0.271496 0.070 Uiso 1 2 calc RS T P . .
C16 C 0.7308(3) 0.000000 0.4085(4) 0.0529(12) Uani 1 2 d S T P . .
C9 C 0.6013(4) 0.000000 0.3436(6) 0.0673(17) Uani 1 2 d S T P . .
C7 C 0.7219(3) 0.000000 0.4731(4) 0.0584(14) Uani 1 2 d S T P . .
C18 C 0.7999(3) 0.1720(6) 0.3359(4) 0.0722(13) Uani 1 1 d . . . . .
H18 H 0.798609 0.289877 0.358475 0.087 Uiso 1 1 calc R . . . .
C19 C 0.8029(3) 0.1718(6) 0.2684(4) 0.0734(13) Uani 1 1 d . . . . .
H19 H 0.804844 0.290549 0.247012 0.088 Uiso 1 1 calc R . . . .
F3 F 1.000000 0.2316(10) 0.500000 0.169(4) Uani 1 2 d S T P . .
C8 C 0.6582(4) 0.000000 0.4395(5) 0.0639(16) Uani 1 2 d S T P . .
H8 H 0.653001 0.000000 0.482117 0.077 Uiso 1 2 calc RS T P . .
C2 C 0.9179(4) 0.000000 0.5575(5) 0.0740(18) Uani 1 2 d S T P . .
H2 H 0.917789 0.000000 0.509492 0.089 Uiso 1 2 calc RS T P . .
C22 C 0.8368(3) 0.1795(9) 0.1554(4) 0.0841(15) Uani 1 1 d . . . . .
H22A H 0.813264 0.294685 0.147716 0.126 Uiso 1 1 calc GR . . . .
H22B H 0.836422 0.172960 0.105659 0.126 Uiso 1 1 calc GR . . . .
H22C H 0.882447 0.184542 0.215094 0.126 Uiso 1 1 calc GR . . . .
C13 C 0.5534(4) 0.000000 0.1813(6) 0.0778(19) Uani 1 2 d S T P . .
H13 H 0.559121 0.000000 0.139322 0.093 Uiso 1 2 calc RS T P . .
C5 C 0.9215(5) 0.000000 0.7048(5) 0.082(2) Uani 1 2 d S T P . .
H5 H 0.923349 0.000000 0.754475 0.099 Uiso 1 2 calc RS T P . .
C23 C 0.7284(4) 0.000000 0.0587(5) 0.105(3) Uani 1 2 d S T P . .
H23A H 0.707249 -0.118842 0.053492 0.157 Uiso 0.5 1 calc GR . . A -1
H23B H 0.725799 0.008965 0.006930 0.157 Uiso 0.5 1 calc GR . . A -1
H23C H 0.705735 0.109877 0.057291 0.157 Uiso 0.5 1 calc GR . . A -1
C10 C 0.5348(5) 0.000000 0.3063(7) 0.081(2) Uani 1 2 d S T P . .
H10 H 0.527928 0.000000 0.347061 0.097 Uiso 1 2 calc RS T P . .
C4 C 0.9789(5) 0.000000 0.7240(6) 0.088(2) Uani 1 2 d S T P . .
H4 H 1.019831 0.000000 0.786343 0.106 Uiso 1 2 calc RS T P . .
C12 C 0.4900(4) 0.000000 0.1476(7) 0.089(2) Uani 1 2 d S T P . .
H12 H 0.452552 0.000000 0.083100 0.107 Uiso 1 2 calc RS T P . .
C11 C 0.4822(5) 0.000000 0.2137(9) 0.097(3) Uani 1 2 d S T P . .
H11 H 0.439046 0.000000 0.191117 0.117 Uiso 1 2 calc RS T P . .
C3 C 0.9778(5) 0.000000 0.6505(5) 0.088(2) Uani 1 2 d S T P . .
H3 H 1.018167 0.000000 0.664979 0.105 Uiso 1 2 calc RS T P . .
F4 F 0.9533(7) 0.000000 0.9048(11) 0.149(4) Uani 0.5 2 d DS TU P . .
F7 F 0.8730(7) 0.000000 0.9943(7) 0.112(2) Uani 0.5 2 d DS TU P . .
F6 F 0.8870(5) -0.2777(16) 0.9218(6) 0.131(2) Uani 0.5 1 d D U . . .
F5 F 0.8452(6) 0.000000 0.8210(6) 0.114(3) Uani 0.5 2 d DS TU P . .
F8 F 0.9621(7) 0.000000 1.0490(8) 0.145(3) Uani 0.5 2 d S TU P . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 F2 1.888(4) . ?
Sb1 F2 1.888(4) 5_766 ?
Sb1 F1 1.849(6) . ?
Sb1 F1 1.849(6) 5_766 ?
Sb1 F3 1.836(7) . ?
Sb1 F3 1.836(7) 5_766 ?
Sb2 F4 1.946(11) . ?
Sb2 F7 1.760(9) . ?
Sb2 F6 1.902(11) . ?
Sb2 F6 1.902(11) 6 ?
Sb2 F5 1.451(9) . ?
Sb2 F8 1.807(11) . ?
S1 C6 1.696(8) . ?
S1 C7 1.738(7) . ?
N1 C17 1.459(6) . ?
N1 C1 1.386(8) . ?
N1 C16 1.398(8) . ?
C20 C21 1.526(7) . ?
C20 C19 1.382(5) . ?
C20 C19 1.382(5) 6 ?
C17 C18 1.360(5) 6 ?
C17 C18 1.360(5) . ?
C21 C22 1.515(6) 6 ?
C21 C22 1.515(6) . ?
C21 C23 1.534(10) . ?
C1 C6 1.425(7) . ?
C1 C2 1.439(11) . ?
C14 C15 1.409(9) . ?
C14 C9 1.449(8) . ?
C14 C13 1.371(11) . ?
C6 C5 1.421(11) . ?
C15 H15 0.9300 . ?
C15 C16 1.377(9) . ?
C16 C7 1.431(7) . ?
C9 C8 1.389(10) . ?
C9 C10 1.416(10) . ?
C7 C8 1.370(9) . ?
C18 H18 0.9300 . ?
C18 C19 1.367(5) . ?
C19 H19 0.9300 . ?
C8 H8 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.378(11) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C13 H13 0.9300 . ?
C13 C12 1.362(11) . ?
C5 H5 0.9300 . ?
C5 C4 1.334(13) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C10 H10 0.9300 . ?
C10 C11 1.329(14) . ?
C4 H4 0.9300 . ?
C4 C3 1.407(12) . ?
C12 H12 0.9300 . ?
C12 C11 1.437(13) . ?
C11 H11 0.9300 . ?
C3 H3 0.9300 . ?

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
F2 Sb1 F2 180.0 5_766 . ?
F1 Sb1 F2 89.7(3) 5_766 5_766 ?
F1 Sb1 F2 90.3(3) . 5_766 ?
F1 Sb1 F2 90.3(3) 5_766 . ?
F1 Sb1 F2 89.7(3) . . ?
F1 Sb1 F1 180.0 5_766 . ?
F3 Sb1 F2 90.000(2) 5_766 . ?
F3 Sb1 F2 90.000(3) 5_766 5_766 ?
F3 Sb1 F2 90.000(1) . 5_766 ?
F3 Sb1 F2 90.000(2) . . ?
F3 Sb1 F1 90.000(2) . . ?
F3 Sb1 F1 90.000(2) 5_766 5_766 ?
F3 Sb1 F1 90.000(1) 5_766 . ?
F3 Sb1 F1 90.000(1) . 5_766 ?
F3 Sb1 F3 180.0 5_766 . ?
F7 Sb2 F4 152.5(6) . . ?
F7 Sb2 F6 87.8(3) . . ?
F7 Sb2 F6 87.8(3) . 6 ?
F7 Sb2 F8 63.1(7) . . ?
F6 Sb2 F4 92.9(3) 6 . ?
F6 Sb2 F4 92.9(3) . . ?
F6 Sb2 F6 173.9(6) 6 . ?
F5 Sb2 F4 78.5(6) . . ?
F5 Sb2 F7 129.0(6) . . ?
F5 Sb2 F6 89.7(3) . 6 ?
F5 Sb2 F6 89.7(3) . . ?
F5 Sb2 F8 167.9(7) . . ?
F8 Sb2 F4 89.4(7) . . ?
F8 Sb2 F6 90.9(3) . . ?
F8 Sb2 F6 90.9(3) . 6 ?
C6 S1 C7 103.8(3) . . ?
C1 N1 C17 117.8(5) . . ?
C1 N1 C16 126.2(4) . . ?
C16 N1 C17 116.0(4) . . ?
C19 C20 C21 121.8(2) 6 . ?
C19 C20 C21 121.8(2) . . ?
C19 C20 C19 116.4(5) 6 . ?
C18 C17 N1 120.2(2) . . ?
C18 C17 N1 120.2(2) 6 . ?
C18 C17 C18 119.7(5) . 6 ?
C20 C21 C23 107.0(5) . . ?
C22 C21 C20 111.7(3) 6 . ?
C22 C21 C20 111.7(3) . . ?
C22 C21 C22 108.2(6) 6 . ?
C22 C21 C23 109.0(4) 6 . ?
C22 C21 C23 109.0(4) . . ?
N1 C1 C6 122.2(6) . . ?
N1 C1 C2 118.9(5) . . ?
C6 C1 C2 118.8(6) . . ?
C15 C14 C9 117.1(6) . . ?
C13 C14 C15 122.1(6) . . ?
C13 C14 C9 120.8(6) . . ?
C1 C6 S1 123.6(6) . . ?
C5 C6 S1 118.0(5) . . ?
C5 C6 C1 118.4(7) . . ?
C14 C15 H15 118.7 . . ?
C16 C15 C14 122.6(5) . . ?
C16 C15 H15 118.7 . . ?
N1 C16 C7 120.3(5) . . ?
C15 C16 N1 120.6(4) . . ?
C15 C16 C7 119.0(6) . . ?
C8 C9 C14 119.7(6) . . ?
C8 C9 C10 123.4(6) . . ?
C10 C9 C14 116.9(7) . . ?
C16 C7 S1 123.8(5) . . ?
C8 C7 S1 116.4(4) . . ?
C8 C7 C16 119.8(6) . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.1(4) . . ?
C19 C18 H18 120.0 . . ?
C20 C19 H19 119.1 . . ?
C18 C19 C20 121.9(4) . . ?
C18 C19 H19 119.1 . . ?
C9 C8 H8 119.1 . . ?
C7 C8 C9 121.8(5) . . ?
C7 C8 H8 119.1 . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.2(7) . . ?
C3 C2 H2 120.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C14 C13 H13 119.5 . . ?
C12 C13 C14 120.9(7) . . ?
C12 C13 H13 119.5 . . ?
C6 C5 H5 119.0 . . ?
C4 C5 C6 122.1(7) . . ?
C4 C5 H5 119.0 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C9 C10 H10 119.6 . . ?
C11 C10 C9 120.8(7) . . ?
C11 C10 H10 119.6 . . ?
C5 C4 H4 119.8 . . ?
C5 C4 C3 120.3(8) . . ?
C3 C4 H4 119.8 . . ?
C13 C12 H12 120.7 . . ?
C13 C12 C11 118.7(9) . . ?
C11 C12 H12 120.7 . . ?
C10 C11 C12 121.9(7) . . ?
C10 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C2 C3 C4 121.2(9) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 H3 119.4 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
