# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_17041304
_database_code_depnum_ccdc_archive 'CCDC 1878944'
_audit_update_record             
;
2018-11-14 deposited with the CCDC.
2019-02-11 downloaded from the CCDC.
;
_audit_creation_date             2017-04-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H21 N O S'
_chemical_formula_sum            'C31 H21 N O S'
_chemical_formula_weight         455.55
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S'
_chemical_oxdiff_usercomment     OPPh
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        P21/n
_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                   13.8029(4)
_cell_length_b                   9.9367(2)
_cell_length_c                   16.9651(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.887(3)
_cell_angle_gamma                90
_cell_volume                     2214.38(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5245
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      74.0850
_cell_measurement_theta_min      4.9470
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.490
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.17918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_unetI/netI     0.0358
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8861
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.974
_diffrn_reflns_theta_min         3.627
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -43.00  29.00   1.00    1.00    --  -41.89  57.00   0.00   72
  2  ω    -39.00  28.00   1.00    1.00    --  -41.89  77.00 120.00   67
  3  ω   -116.00 -59.00   1.00    1.00    --  -41.89 -37.00  60.00   57
  4  ω     58.00  98.00   1.00    1.00    --   41.89-125.00-120.00   40
  5  ω     25.00 108.00   1.00    2.00    --  107.79 -94.00   0.00   83
  6  ω     80.00 107.00   1.00    2.00    --  107.79 -94.00  60.00   27
  7  ω     35.00  61.00   1.00    2.00    --  107.79 -94.00  60.00   26
  8  ω    118.00 152.00   1.00    2.00    --  107.79  61.00 120.00   34
  9  ω     80.00 166.00   1.00    2.00    --  107.79  61.00 150.00   86
 10  ω     79.00 136.00   1.00    2.00    --  107.79  61.00  30.00   57
 11  ω     95.00 172.00   1.00    2.00    --  107.79 125.00 -30.00   77
 12  ω    108.00 166.00   1.00    2.00    --  107.79 125.00-120.00   58
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0176959000
_diffrn_orient_matrix_UB_12      -0.0995483000
_diffrn_orient_matrix_UB_13      0.0727314000
_diffrn_orient_matrix_UB_21      -0.0018813000
_diffrn_orient_matrix_UB_22      -0.1181255000
_diffrn_orient_matrix_UB_23      -0.0592147000
_diffrn_orient_matrix_UB_31      0.1159125000
_diffrn_orient_matrix_UB_32      0.0132675000
_diffrn_orient_matrix_UB_33      0.0175955000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3941
_reflns_number_total             4358
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0399
_refine_ls_restrained_S_all      1.026
_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)+(0.0636P)²+0.7713P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1110
_refine_ls_wR_factor_ref         0.1158
_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:
 C19(H19), C27(H27), C28(H28), C16(H16), C25(H25), C17(H17), C24(H24),
 C20(H20), C13(H13), C30(H30), C3(H3), C12(H12), C10(H10), C11(H11), C34(H34),
 C6(H6), C33(H33), C31(H31), C4(H4), C5(H5), C32(H32)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S8 S -0.05857(3) 1.00514(4) 0.31110(3) 0.02900(13) Uani 1 1 d . . . . .
O22 O 0.42385(10) 0.35442(12) 0.58771(7) 0.0345(3) Uani 1 1 d . . . . .
N1 N 0.09828(9) 0.79378(13) 0.39746(8) 0.0222(3) Uani 1 1 d . . . . .
C15 C 0.16741(11) 0.68353(15) 0.42799(10) 0.0215(3) Uani 1 1 d . . . . .
C14 C 0.13698(11) 0.90433(15) 0.36378(9) 0.0205(3) Uani 1 1 d . . . . .
C18 C 0.31120(11) 0.47832(15) 0.48044(10) 0.0224(3) Uani 1 1 d . . . . .
C29 C 0.58539(11) 0.07340(16) 0.30876(9) 0.0226(3) Uani 1 1 d . . . . .
C23 C 0.53726(11) 0.15289(15) 0.36079(9) 0.0218(3) Uani 1 1 d . . . . .
C19 C 0.30656(11) 0.58349(16) 0.53384(9) 0.0233(3) Uani 1 1 d . . . . .
H19 H 0.3509 0.5843 0.5876 0.028 Uiso 1 1 calc R . . . .
C27 C 0.50307(11) 0.19209(16) 0.49036(9) 0.0235(3) Uani 1 1 d . . . . .
H27 H 0.5129 0.1677 0.5452 0.028 Uiso 1 1 calc R . . . .
C26 C 0.44134(11) 0.30269(15) 0.45739(9) 0.0222(3) Uani 1 1 d . . . . .
C28 C 0.54991(11) 0.11796(15) 0.44316(10) 0.0229(3) Uani 1 1 d . . . . .
H28 H 0.5901 0.0443 0.4665 0.027 Uiso 1 1 calc R . . . .
C16 C 0.16695(11) 0.57536(16) 0.37600(10) 0.0235(3) Uani 1 1 d . . . . .
H16 H 0.1185 0.5709 0.3240 0.028 Uiso 1 1 calc R . . . .
C2 C 0.01522(11) 0.80915(15) 0.42983(9) 0.0224(3) Uani 1 1 d . . . . .
C7 C -0.05900(12) 0.90730(16) 0.39762(10) 0.0245(3) Uani 1 1 d . . . . .
C25 C 0.43147(11) 0.34084(15) 0.37597(10) 0.0234(3) Uani 1 1 d . . . . .
H25 H 0.3934 0.4165 0.3533 0.028 Uiso 1 1 calc R . . . .
C21 C 0.39367(12) 0.37570(15) 0.51335(10) 0.0234(3) Uani 1 1 d . . . . .
C17 C 0.23924(12) 0.47358(16) 0.40188(10) 0.0238(3) Uani 1 1 d . . . . .
H17 H 0.2396 0.4020 0.3666 0.029 Uiso 1 1 calc R . . . .
C24 C 0.47838(11) 0.26592(16) 0.32872(10) 0.0237(3) Uani 1 1 d . . . . .
H24 H 0.4703 0.2918 0.2744 0.028 Uiso 1 1 calc R . . . .
C9 C 0.07288(12) 1.00977(15) 0.32434(10) 0.0232(3) Uani 1 1 d . . . . .
C20 C 0.23642(11) 0.68658(15) 0.50739(10) 0.0234(3) Uani 1 1 d . . . . .
H20 H 0.2355 0.7578 0.5427 0.028 Uiso 1 1 calc R . . . .
C13 C 0.23864(12) 0.90828(16) 0.36507(10) 0.0246(3) Uani 1 1 d . . . . .
H13 H 0.2827 0.8395 0.3909 0.029 Uiso 1 1 calc R . . . .
C30 C 0.62384(12) 0.13654(18) 0.25086(10) 0.0294(3) Uani 1 1 d . . . . .
H30 H 0.6210 0.2298 0.2460 0.035 Uiso 1 1 calc R . . . .
C3 C 0.00355(12) 0.72449(18) 0.49179(10) 0.0291(4) Uani 1 1 d . . . . .
H3 H 0.0519 0.6583 0.5138 0.035 Uiso 1 1 calc R . . . .
C12 C 0.27473(13) 1.01396(17) 0.32815(10) 0.0292(4) Uani 1 1 d . . . . .
H12 H 0.3425 1.0146 0.3292 0.035 Uiso 1 1 calc R . . . .
C10 C 0.11011(13) 1.11590(16) 0.28832(10) 0.0285(3) Uani 1 1 d . . . . .
H10 H 0.0669 1.1858 0.2631 0.034 Uiso 1 1 calc R . . . .
C11 C 0.21108(13) 1.11813(17) 0.28984(10) 0.0301(4) Uani 1 1 d . . . . .
H11 H 0.2357 1.1887 0.2654 0.036 Uiso 1 1 calc R . . . .
C34 C 0.59194(12) -0.06653(17) 0.31538(11) 0.0285(3) Uani 1 1 d . . . . .
H34 H 0.5676 -0.1103 0.3539 0.034 Uiso 1 1 calc R . . . .
C6 C -0.14096(12) 0.92197(18) 0.42839(11) 0.0317(4) Uani 1 1 d . . . . .
H6 H -0.1886 0.9896 0.4078 0.038 Uiso 1 1 calc R . . . .
C33 C 0.63435(14) -0.14106(18) 0.26518(12) 0.0354(4) Uani 1 1 d . . . . .
H33 H 0.6383 -0.2342 0.2703 0.043 Uiso 1 1 calc R . . . .
C31 C 0.66616(14) 0.0617(2) 0.20060(11) 0.0361(4) Uani 1 1 d . . . . .
H31 H 0.6914 0.1047 0.1623 0.043 Uiso 1 1 calc R . . . .
C4 C -0.07970(14) 0.7382(2) 0.52089(11) 0.0362(4) Uani 1 1 d . . . . .
H4 H -0.0868 0.6805 0.5619 0.043 Uiso 1 1 calc R . . . .
C5 C -0.15198(13) 0.8365(2) 0.48958(12) 0.0366(4) Uani 1 1 d . . . . .
H5 H -0.2075 0.8452 0.5094 0.044 Uiso 1 1 calc R . . . .
C32 C 0.67080(14) -0.0776(2) 0.20764(11) 0.0364(4) Uani 1 1 d . . . . .
H32 H 0.6984 -0.1281 0.1736 0.044 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
S8 C7 1.7621(17) . ?
S8 C9 1.7590(16) . ?
O22 C21 1.219(2) . ?
N1 C15 1.4406(19) . ?
N1 C14 1.4163(19) . ?
N1 C2 1.4233(18) . ?
C15 C16 1.389(2) . ?
C15 C20 1.391(2) . ?
C14 C9 1.402(2) . ?
C14 C13 1.397(2) . ?
C18 C19 1.397(2) . ?
C18 C21 1.502(2) . ?
C18 C17 1.397(2) . ?
C29 C23 1.485(2) . ?
C29 C30 1.400(2) . ?
C29 C34 1.396(2) . ?
C23 C28 1.398(2) . ?
C23 C24 1.395(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.386(2) . ?
C27 H27 0.9300 . ?
C27 C26 1.398(2) . ?
C27 C28 1.385(2) . ?
C26 C25 1.398(2) . ?
C26 C21 1.498(2) . ?
C28 H28 0.9300 . ?
C16 H16 0.9300 . ?
C16 C17 1.393(2) . ?
C2 C7 1.398(2) . ?
C2 C3 1.394(2) . ?
C7 C6 1.392(2) . ?
C25 H25 0.9300 . ?
C25 C24 1.391(2) . ?
C17 H17 0.9300 . ?
C24 H24 0.9300 . ?
C9 C10 1.394(2) . ?
C20 H20 0.9300 . ?
C13 H13 0.9300 . ?
C13 C12 1.391(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.389(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.390(2) . ?
C12 H12 0.9300 . ?
C12 C11 1.384(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.386(2) . ?
C11 H11 0.9300 . ?
C34 H34 0.9300 . ?
C34 C33 1.387(2) . ?
C6 H6 0.9300 . ?
C6 C5 1.385(3) . ?
C33 H33 0.9300 . ?
C33 C32 1.380(3) . ?
C31 H31 0.9300 . ?
C31 C32 1.389(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.381(3) . ?
C5 H5 0.9300 . ?
C32 H32 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
C9 S8 C7 100.10(7) . . ?
C14 N1 C15 116.39(11) . . ?
C14 N1 C2 121.39(12) . . ?
C2 N1 C15 117.77(12) . . ?
C16 C15 N1 119.13(14) . . ?
C16 C15 C20 120.00(14) . . ?
C20 C15 N1 120.84(14) . . ?
C9 C14 N1 120.75(13) . . ?
C13 C14 N1 121.13(14) . . ?
C13 C14 C9 118.04(14) . . ?
C19 C18 C21 116.56(14) . . ?
C17 C18 C19 118.87(14) . . ?
C17 C18 C21 124.55(14) . . ?
C30 C29 C23 120.92(14) . . ?
C34 C29 C23 120.79(13) . . ?
C34 C29 C30 118.28(14) . . ?
C28 C23 C29 121.39(14) . . ?
C24 C23 C29 120.66(14) . . ?
C24 C23 C28 117.95(14) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.62(14) . . ?
C20 C19 H19 119.7 . . ?
C26 C27 H27 119.3 . . ?
C28 C27 H27 119.3 . . ?
C28 C27 C26 121.47(14) . . ?
C27 C26 C25 118.09(14) . . ?
C27 C26 C21 117.36(13) . . ?
C25 C26 C21 124.50(14) . . ?
C23 C28 H28 119.7 . . ?
C27 C28 C23 120.57(14) . . ?
C27 C28 H28 119.7 . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.89(15) . . ?
C17 C16 H16 120.1 . . ?
C7 C2 N1 120.28(14) . . ?
C3 C2 N1 121.31(14) . . ?
C3 C2 C7 118.37(14) . . ?
C2 C7 S8 121.39(11) . . ?
C6 C7 S8 117.76(13) . . ?
C6 C7 C2 120.59(15) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 C26 120.19(14) . . ?
C24 C25 H25 119.9 . . ?
O22 C21 C18 118.77(14) . . ?
O22 C21 C26 119.65(14) . . ?
C26 C21 C18 121.56(13) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 C18 120.43(14) . . ?
C16 C17 H17 119.8 . . ?
C23 C24 H24 119.2 . . ?
C25 C24 C23 121.65(14) . . ?
C25 C24 H24 119.2 . . ?
C14 C9 S8 121.10(11) . . ?
C10 C9 S8 117.94(12) . . ?
C10 C9 C14 120.74(14) . . ?
C15 C20 H20 120.0 . . ?
C19 C20 C15 120.00(14) . . ?
C19 C20 H20 120.0 . . ?
C14 C13 H13 119.6 . . ?
C12 C13 C14 120.73(15) . . ?
C12 C13 H13 119.6 . . ?
C29 C30 H30 119.6 . . ?
C31 C30 C29 120.82(16) . . ?
C31 C30 H30 119.6 . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.57(17) . . ?
C4 C3 H3 119.7 . . ?
C13 C12 H12 119.6 . . ?
C11 C12 C13 120.84(15) . . ?
C11 C12 H12 119.6 . . ?
C9 C10 H10 119.7 . . ?
C11 C10 C9 120.53(15) . . ?
C11 C10 H10 119.7 . . ?
C12 C11 C10 119.11(15) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
C29 C34 H34 119.6 . . ?
C33 C34 C29 120.78(15) . . ?
C33 C34 H34 119.6 . . ?
C7 C6 H6 119.8 . . ?
C5 C6 C7 120.39(16) . . ?
C5 C6 H6 119.8 . . ?
C34 C33 H33 119.8 . . ?
C32 C33 C34 120.33(17) . . ?
C32 C33 H33 119.8 . . ?
C30 C31 H31 120.1 . . ?
C30 C31 C32 119.87(16) . . ?
C32 C31 H31 120.1 . . ?
C3 C4 H4 119.6 . . ?
C5 C4 C3 120.75(17) . . ?
C5 C4 H4 119.6 . . ?
C6 C5 H5 120.4 . . ?
C4 C5 C6 119.30(15) . . ?
C4 C5 H5 120.3 . . ?
C33 C32 C31 119.92(16) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?

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
S8 C7 C6 C5 172.08(13) . . . . ?
S8 C9 C10 C11 -173.80(13) . . . . ?
N1 C15 C16 C17 174.36(13) . . . . ?
N1 C15 C20 C19 -176.01(13) . . . . ?
N1 C14 C9 S8 -2.9(2) . . . . ?
N1 C14 C9 C10 -177.44(14) . . . . ?
N1 C14 C13 C12 176.74(14) . . . . ?
N1 C2 C7 S8 5.3(2) . . . . ?
N1 C2 C7 C6 179.34(14) . . . . ?
N1 C2 C3 C4 -177.99(15) . . . . ?
C15 N1 C14 C9 172.99(13) . . . . ?
C15 N1 C14 C13 -3.7(2) . . . . ?
C15 N1 C2 C7 -174.67(14) . . . . ?
C15 N1 C2 C3 3.0(2) . . . . ?
C15 C16 C17 C18 1.1(2) . . . . ?
C14 N1 C15 C16 -94.13(16) . . . . ?
C14 N1 C15 C20 83.66(17) . . . . ?
C14 N1 C2 C7 29.9(2) . . . . ?
C14 N1 C2 C3 -152.52(15) . . . . ?
C14 C9 C10 C11 0.9(2) . . . . ?
C14 C13 C12 C11 0.5(2) . . . . ?
C18 C19 C20 C15 2.3(2) . . . . ?
C29 C23 C28 C27 -178.97(14) . . . . ?
C29 C23 C24 C25 179.13(14) . . . . ?
C29 C30 C31 C32 -0.1(3) . . . . ?
C29 C34 C33 C32 0.0(3) . . . . ?
C23 C29 C30 C31 -178.13(15) . . . . ?
C23 C29 C34 C33 178.20(16) . . . . ?
C19 C18 C21 O22 28.8(2) . . . . ?
C19 C18 C21 C26 -149.33(14) . . . . ?
C19 C18 C17 C16 2.8(2) . . . . ?
C27 C26 C25 C24 3.0(2) . . . . ?
C27 C26 C21 O22 13.6(2) . . . . ?
C27 C26 C21 C18 -168.29(13) . . . . ?
C26 C27 C28 C23 0.6(2) . . . . ?
C26 C25 C24 C23 -0.9(2) . . . . ?
C28 C23 C24 C25 -1.3(2) . . . . ?
C28 C27 C26 C25 -2.8(2) . . . . ?
C28 C27 C26 C21 179.65(14) . . . . ?
C16 C15 C20 C19 1.8(2) . . . . ?
C2 N1 C15 C16 109.18(16) . . . . ?
C2 N1 C15 C20 -73.03(18) . . . . ?
C2 N1 C14 C9 -31.2(2) . . . . ?
C2 N1 C14 C13 152.09(14) . . . . ?
C2 C7 C6 C5 -2.1(2) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C7 S8 C9 C14 28.98(14) . . . . ?
C7 S8 C9 C10 -156.33(13) . . . . ?
C7 C2 C3 C4 -0.3(2) . . . . ?
C7 C6 C5 C4 1.3(3) . . . . ?
C25 C26 C21 O22 -163.75(15) . . . . ?
C25 C26 C21 C18 14.4(2) . . . . ?
C21 C18 C19 C20 176.63(13) . . . . ?
C21 C18 C17 C16 -178.44(14) . . . . ?
C21 C26 C25 C24 -179.70(14) . . . . ?
C17 C18 C19 C20 -4.5(2) . . . . ?
C17 C18 C21 O22 -149.97(16) . . . . ?
C17 C18 C21 C26 31.9(2) . . . . ?
C24 C23 C28 C27 1.5(2) . . . . ?
C9 S8 C7 C2 -30.24(14) . . . . ?
C9 S8 C7 C6 155.58(13) . . . . ?
C9 C14 C13 C12 0.0(2) . . . . ?
C9 C10 C11 C12 -0.5(3) . . . . ?
C20 C15 C16 C17 -3.4(2) . . . . ?
C13 C14 C9 S8 173.90(12) . . . . ?
C13 C14 C9 C10 -0.7(2) . . . . ?
C13 C12 C11 C10 -0.2(3) . . . . ?
C30 C29 C23 C28 -143.30(16) . . . . ?
C30 C29 C23 C24 36.2(2) . . . . ?
C30 C29 C34 C33 -0.8(2) . . . . ?
C30 C31 C32 C33 -0.7(3) . . . . ?
C3 C2 C7 S8 -172.37(12) . . . . ?
C3 C2 C7 C6 1.6(2) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C34 C29 C23 C28 37.8(2) . . . . ?
C34 C29 C23 C24 -142.72(15) . . . . ?
C34 C29 C30 C31 0.8(2) . . . . ?
C34 C33 C32 C31 0.8(3) . . . . ?

_olex2_date_sample_data_collection 2017-04-13
_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 4.389
_oxdiff_exptl_absorpt_empirical_full_min 0.603
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane-hexane'
####################################################################### 
# 
# 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_21174
_database_code_depnum_ccdc_archive 'CCDC 1878945'
_audit_update_record             
;
2018-11-14 deposited with the CCDC.
2019-02-11 downloaded from the CCDC.
;
_audit_creation_date             2017-04-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C35 H23 N O S'
_chemical_formula_sum            'C35 H23 N O S'
_chemical_formula_weight         505.60
_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'
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                   8.8797(12)
_cell_length_b                   11.1418(16)
_cell_length_c                   13.7638(11)
_cell_angle_alpha                107.046(10)
_cell_angle_beta                 93.450(9)
_cell_angle_gamma                94.833(12)
_cell_volume                     1292.1(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    795
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      54.2500
_cell_measurement_theta_min      4.1700
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.332
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93898
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5578
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_theta_full        58.052
_diffrn_reflns_theta_max         58.052
_diffrn_reflns_theta_min         3.372
_diffrn_ambient_temperature      273(2)
_diffrn_detector_area_resol_mean 16.0855
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   11.00  102.00   1.0000    3.9000
omega____ theta____ kappa____ phi______ frames
    -       34.0229   37.0000  -30.0000 91

#__ type_ start__ end____ width___ exp.time_
  2 omega  -35.00   60.00   1.0000    3.9000
omega____ theta____ kappa____ phi______ frames
    -       34.0229  -37.0000  150.0000 95

#__ type_ start__ end____ width___ exp.time_
  3 omega   43.00  111.00   1.0000    3.9000
omega____ theta____ kappa____ phi______ frames
    -       34.0229 -178.0000 -180.0000 68

#__ type_ start__ end____ width___ exp.time_
  4 omega   17.00   98.00   1.0000   15.6000
omega____ theta____ kappa____ phi______ frames
    -       81.5677  -89.0000 -177.1475 81

#__ type_ start__ end____ width___ exp.time_
  5 omega   87.00  138.00   1.0000   15.6000
omega____ theta____ kappa____ phi______ frames
    -       81.5677   45.0000  150.0000 51

#__ type_ start__ end____ width___ exp.time_
  6 omega   17.00  146.00   1.0000   15.6000
omega____ theta____ kappa____ phi______ frames
    -       81.5677    0.0000  -60.0000 129

#__ type_ start__ end____ width___ exp.time_
  7 omega   10.00   77.00   1.0000   15.6000
omega____ theta____ kappa____ phi______ frames
    -       81.5677  -45.0000  -30.0000 67

#__ type_ start__ end____ width___ exp.time_
  8 omega   10.00   65.00   1.0000   15.6000
omega____ theta____ kappa____ phi______ frames
    -       81.5677  -45.0000 -180.0000 55

#__ type_ start__ end____ width___ exp.time_
  9 omega   21.00   77.00   1.0000   15.6000
omega____ theta____ kappa____ phi______ frames
    -       81.5677  -45.0000   60.0000 56

#__ type_ start__ end____ width___ exp.time_
 10 omega   20.00  115.00   1.0000   15.6000
omega____ theta____ kappa____ phi______ frames
    -       81.5677  -88.0000  -79.6050 95

#__ type_ start__ end____ width___ exp.time_
 11 omega   10.00   61.00   1.0000   15.6000
omega____ theta____ kappa____ phi______ frames
    -       81.5677  -30.0000  -90.0000 51

#__ type_ start__ end____ width___ exp.time_
 12 omega   14.00   97.00   1.0000   15.6000
omega____ theta____ kappa____ phi______ frames
    -       81.5677  -91.0000   82.1863 83
;
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1550505000
_diffrn_orient_matrix_UB_12      0.0660436000
_diffrn_orient_matrix_UB_13      -0.0104849000
_diffrn_orient_matrix_UB_21      0.0775343000
_diffrn_orient_matrix_UB_22      -0.1146031000
_diffrn_orient_matrix_UB_23      0.0107774000
_diffrn_orient_matrix_UB_31      -0.0224806000
_diffrn_orient_matrix_UB_32      -0.0605063000
_diffrn_orient_matrix_UB_33      -0.1165730000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2190
_reflns_number_total             3482
_reflns_odcompleteness_completeness 98.37
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     55.92
_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, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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         0.388
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         3482
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1032
_refine_ls_R_factor_gt           0.0719
_refine_ls_restrained_S_all      1.044
_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)+(0.1148P)²+0.1231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1941
_refine_ls_wR_factor_ref         0.2313
_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:
 C4(H4), C6(H6), C7(H7), C3(H3), C25(H25), C21(H21), C32(H32), C24(H24),
 C22(H22), C27(H27), C9(H9), C15(H15), C18(H18), C33(H33), C28(H28), C16(H16),
 C29(H29), C17(H17), C35(H35), C34(H34), C12(H12), C11(H11), C10(H10)
;
_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 -0.09306(18) 0.28905(14) 0.61072(13) 0.1257(6) Uani 1 1 d . . . . .
N1 N 0.1695(4) 0.2496(3) 0.7355(2) 0.0824(10) Uani 1 1 d . . . . .
O1 O 0.5504(4) 0.7698(3) 0.9954(3) 0.1139(11) Uani 1 1 d . . . . .
C5 C 0.2745(5) 0.3583(4) 0.7799(3) 0.0754(10) Uani 1 1 d . . . . .
C2 C 0.4812(4) 0.5722(4) 0.8725(3) 0.0766(11) Uani 1 1 d . . . . .
C4 C 0.2616(5) 0.4338(4) 0.8795(3) 0.0816(11) Uani 1 1 d . . . . .
H4 H 0.1842 0.4128 0.9161 0.098 Uiso 1 1 calc R . . . .
C20 C 0.7341(5) 0.7077(4) 0.8813(3) 0.0835(12) Uani 1 1 d . . . . .
C8 C 0.0318(5) 0.2337(4) 0.7770(3) 0.0852(12) Uani 1 1 d . . . . .
C6 C 0.3894(5) 0.3921(4) 0.7282(3) 0.0833(12) Uani 1 1 d . . . . .
H6 H 0.3990 0.3431 0.6618 0.100 Uiso 1 1 calc R . . . .
C1 C 0.5856(5) 0.6886(4) 0.9217(3) 0.0839(12) Uani 1 1 d . . . . .
C7 C 0.4922(5) 0.4981(4) 0.7727(3) 0.0843(12) Uani 1 1 d . . . . .
H7 H 0.5688 0.5198 0.7357 0.101 Uiso 1 1 calc R . . . .
C19 C 0.1686(5) 0.1858(4) 0.6282(3) 0.0858(12) Uani 1 1 d . . . . .
C3 C 0.3632(5) 0.5388(4) 0.9233(3) 0.0817(12) Uani 1 1 d . . . . .
H3 H 0.3520 0.5888 0.9891 0.098 Uiso 1 1 calc R . . . .
C31 C 1.2314(5) 0.7204(5) 0.6967(4) 0.0910(13) Uani 1 1 d . . . . .
C25 C 0.8317(5) 0.6145(4) 0.8564(3) 0.0860(12) Uani 1 1 d . . . . .
H25 H 0.8021 0.5345 0.8612 0.103 Uiso 1 1 calc R . . . .
C30 C 1.3734(5) 0.7596(5) 0.6672(4) 0.0942(13) Uani 1 1 d . . . . .
C23 C 1.0194(5) 0.7592(4) 0.8152(3) 0.0903(12) Uani 1 1 d . . . . .
C14 C 0.0538(6) 0.1994(4) 0.5621(4) 0.0946(13) Uani 1 1 d . . . . .
C21 C 0.7826(5) 0.8261(4) 0.8739(3) 0.0908(12) Uani 1 1 d . . . . .
H21 H 0.7208 0.8910 0.8926 0.109 Uiso 1 1 calc R . . . .
C32 C 1.1500(6) 0.6023(5) 0.6283(4) 0.0959(13) Uani 1 1 d . . . . .
H32 H 1.0561 0.5717 0.6429 0.115 Uiso 1 1 calc R . . . .
C24 C 0.9727(5) 0.6394(5) 0.8243(3) 0.0912(13) Uani 1 1 d . . . . .
H24 H 1.0372 0.5762 0.8085 0.109 Uiso 1 1 calc R . . . .
C26 C 1.1713(5) 0.7929(4) 0.7847(4) 0.0934(13) Uani 1 1 d . . . . .
C13 C -0.1008(6) 0.2517(4) 0.7266(4) 0.1012(15) Uani 1 1 d . . . . .
C22 C 0.9199(6) 0.8485(5) 0.8394(4) 0.0964(13) Uani 1 1 d . . . . .
H22 H 0.9469 0.9276 0.8320 0.116 Uiso 1 1 calc R . . . .
C27 C 1.2572(6) 0.9020(5) 0.8409(4) 0.1036(15) Uani 1 1 d . . . . .
H27 H 1.2185 0.9505 0.8993 0.124 Uiso 1 1 calc R . . . .
C9 C 0.0244(7) 0.1992(5) 0.8665(4) 0.1108(17) Uani 1 1 d . . . . .
H9 H 0.1120 0.1837 0.8994 0.133 Uiso 1 1 calc R . . . .
C15 C 0.0530(8) 0.1395(6) 0.4560(4) 0.1191(19) Uani 1 1 d . . . . .
H15 H -0.0248 0.1480 0.4110 0.143 Uiso 1 1 calc R . . . .
C18 C 0.2793(6) 0.1084(5) 0.5894(4) 0.1071(16) Uani 1 1 d . . . . .
H18 H 0.3555 0.0954 0.6335 0.129 Uiso 1 1 calc R . . . .
C33 C 1.2133(7) 0.5394(5) 0.5444(4) 0.1041(15) Uani 1 1 d . . . . .
H33 H 1.1618 0.4645 0.5020 0.125 Uiso 1 1 calc R . . . .
C28 C 1.3962(6) 0.9456(6) 0.8178(5) 0.1137(17) Uani 1 1 d . . . . .
H28 H 1.4485 1.0207 0.8595 0.136 Uiso 1 1 calc R . . . .
C16 C 0.1664(10) 0.0701(7) 0.4212(5) 0.131(2) Uani 1 1 d . . . . .
H16 H 0.1691 0.0345 0.3512 0.157 Uiso 1 1 calc R . . . .
C29 C 1.4556(6) 0.8767(6) 0.7326(5) 0.1194(17) Uani 1 1 d . . . . .
H29 H 1.5496 0.9047 0.7161 0.143 Uiso 1 1 calc R . . . .
C17 C 0.2767(8) 0.0507(6) 0.4857(5) 0.124(2) Uani 1 1 d . . . . .
H17 H 0.3507 -0.0014 0.4601 0.149 Uiso 1 1 calc R . . . .
C35 C 1.4293(7) 0.6885(7) 0.5792(5) 0.1172(17) Uani 1 1 d . . . . .
H35 H 1.5228 0.7152 0.5613 0.141 Uiso 1 1 calc R . . . .
C34 C 1.3499(8) 0.5810(7) 0.5191(5) 0.1214(18) Uani 1 1 d . . . . .
H34 H 1.3887 0.5350 0.4598 0.146 Uiso 1 1 calc R . . . .
C12 C -0.2365(7) 0.2378(5) 0.7665(7) 0.137(2) Uani 1 1 d . . . . .
H12 H -0.3251 0.2492 0.7322 0.164 Uiso 1 1 calc R . . . .
C11 C -0.2448(11) 0.2071(7) 0.8563(9) 0.178(5) Uani 1 1 d . . . . .
H11 H -0.3373 0.1992 0.8834 0.214 Uiso 1 1 calc R . . . .
C10 C -0.1115(12) 0.1884(6) 0.9050(6) 0.161(4) Uani 1 1 d . . . . .
H10 H -0.1154 0.1680 0.9657 0.193 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
S1 C14 1.754(6) . ?
S1 C13 1.766(6) . ?
N1 C5 1.420(5) . ?
N1 C8 1.400(5) . ?
N1 C19 1.438(5) . ?
O1 C1 1.222(5) . ?
C5 C4 1.399(6) . ?
C5 C6 1.367(6) . ?
C2 C1 1.485(6) . ?
C2 C7 1.394(5) . ?
C2 C3 1.378(6) . ?
C4 H4 0.9300 . ?
C4 C3 1.375(6) . ?
C20 C1 1.484(6) . ?
C20 C25 1.388(6) . ?
C20 C21 1.387(7) . ?
C8 C13 1.390(7) . ?
C8 C9 1.398(7) . ?
C6 H6 0.9300 . ?
C6 C7 1.390(6) . ?
C7 H7 0.9300 . ?
C19 C14 1.374(7) . ?
C19 C18 1.390(7) . ?
C3 H3 0.9300 . ?
C31 C30 1.421(7) . ?
C31 C32 1.473(7) . ?
C31 C26 1.407(7) . ?
C25 H25 0.9300 . ?
C25 C24 1.386(6) . ?
C30 C29 1.455(8) . ?
C30 C35 1.384(7) . ?
C23 C24 1.406(7) . ?
C23 C26 1.487(7) . ?
C23 C22 1.368(6) . ?
C14 C15 1.415(8) . ?
C21 H21 0.9300 . ?
C21 C22 1.365(6) . ?
C32 H32 0.9300 . ?
C32 C33 1.345(7) . ?
C24 H24 0.9300 . ?
C26 C27 1.372(7) . ?
C13 C12 1.369(8) . ?
C22 H22 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.377(7) . ?
C9 H9 0.9300 . ?
C9 C10 1.357(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.347(9) . ?
C18 H18 0.9300 . ?
C18 C17 1.381(7) . ?
C33 H33 0.9300 . ?
C33 C34 1.363(8) . ?
C28 H28 0.9300 . ?
C28 C29 1.364(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.355(10) . ?
C29 H29 0.9300 . ?
C17 H17 0.9300 . ?
C35 H35 0.9300 . ?
C35 C34 1.351(8) . ?
C34 H34 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.380(13) . ?
C11 H11 0.9300 . ?
C11 C10 1.386(14) . ?
C10 H10 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
C14 S1 C13 98.3(2) . . ?
C5 N1 C19 118.7(3) . . ?
C8 N1 C5 121.0(3) . . ?
C8 N1 C19 114.9(3) . . ?
C4 C5 N1 119.7(4) . . ?
C6 C5 N1 121.9(3) . . ?
C6 C5 C4 118.4(4) . . ?
C7 C2 C1 122.0(4) . . ?
C3 C2 C1 120.0(4) . . ?
C3 C2 C7 117.8(4) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 C5 120.1(4) . . ?
C3 C4 H4 119.9 . . ?
C25 C20 C1 122.9(4) . . ?
C21 C20 C1 118.9(4) . . ?
C21 C20 C25 118.0(4) . . ?
C13 C8 N1 118.6(4) . . ?
C13 C8 C9 119.6(5) . . ?
C9 C8 N1 121.8(5) . . ?
C5 C6 H6 119.3 . . ?
C5 C6 C7 121.4(4) . . ?
C7 C6 H6 119.3 . . ?
O1 C1 C2 120.6(4) . . ?
O1 C1 C20 119.2(4) . . ?
C20 C1 C2 120.2(4) . . ?
C2 C7 H7 119.8 . . ?
C6 C7 C2 120.3(4) . . ?
C6 C7 H7 119.8 . . ?
C14 C19 N1 119.3(4) . . ?
C14 C19 C18 118.8(4) . . ?
C18 C19 N1 121.9(4) . . ?
C2 C3 H3 119.0 . . ?
C4 C3 C2 121.9(4) . . ?
C4 C3 H3 119.0 . . ?
C30 C31 C32 116.0(4) . . ?
C26 C31 C30 121.4(5) . . ?
C26 C31 C32 122.5(4) . . ?
C20 C25 H25 119.7 . . ?
C24 C25 C20 120.6(4) . . ?
C24 C25 H25 119.7 . . ?
C31 C30 C29 117.3(5) . . ?
C35 C30 C31 120.7(5) . . ?
C35 C30 C29 122.0(5) . . ?
C24 C23 C26 123.3(4) . . ?
C22 C23 C24 117.1(4) . . ?
C22 C23 C26 119.6(4) . . ?
C19 C14 S1 119.3(4) . . ?
C19 C14 C15 120.1(5) . . ?
C15 C14 S1 120.6(5) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 C20 120.8(4) . . ?
C22 C21 H21 119.6 . . ?
C31 C32 H32 120.4 . . ?
C33 C32 C31 119.2(5) . . ?
C33 C32 H32 120.4 . . ?
C25 C24 C23 120.8(4) . . ?
C25 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
C31 C26 C23 123.2(4) . . ?
C27 C26 C31 116.8(5) . . ?
C27 C26 C23 120.0(5) . . ?
C8 C13 S1 119.7(4) . . ?
C12 C13 S1 120.8(6) . . ?
C12 C13 C8 119.5(6) . . ?
C23 C22 H22 118.7 . . ?
C21 C22 C23 122.6(5) . . ?
C21 C22 H22 118.7 . . ?
C26 C27 H27 117.4 . . ?
C26 C27 C28 125.2(5) . . ?
C28 C27 H27 117.4 . . ?
C8 C9 H9 120.3 . . ?
C10 C9 C8 119.4(7) . . ?
C10 C9 H9 120.3 . . ?
C14 C15 H15 120.4 . . ?
C16 C15 C14 119.2(6) . . ?
C16 C15 H15 120.4 . . ?
C19 C18 H18 119.9 . . ?
C17 C18 C19 120.3(6) . . ?
C17 C18 H18 119.9 . . ?
C32 C33 H33 118.7 . . ?
C32 C33 C34 122.7(5) . . ?
C34 C33 H33 118.7 . . ?
C27 C28 H28 120.7 . . ?
C29 C28 C27 118.7(5) . . ?
C29 C28 H28 120.7 . . ?
C15 C16 H16 119.2 . . ?
C15 C16 C17 121.5(6) . . ?
C17 C16 H16 119.2 . . ?
C30 C29 H29 119.7 . . ?
C28 C29 C30 120.6(5) . . ?
C28 C29 H29 119.7 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 120.0(6) . . ?
C16 C17 H17 120.0 . . ?
C30 C35 H35 119.5 . . ?
C34 C35 C30 120.9(6) . . ?
C34 C35 H35 119.5 . . ?
C33 C34 H34 119.7 . . ?
C35 C34 C33 120.5(6) . . ?
C35 C34 H34 119.7 . . ?
C13 C12 H12 119.2 . . ?
C13 C12 C11 121.5(8) . . ?
C11 C12 H12 119.2 . . ?
C12 C11 H11 120.9 . . ?
C12 C11 C10 118.2(7) . . ?
C10 C11 H11 120.9 . . ?
C9 C10 C11 121.8(8) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 H10 119.1 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene-hexane'
####################################################################### 
# 
# 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_18011101
_database_code_depnum_ccdc_archive 'CCDC 1878946'
_audit_update_record             
;
2018-11-14 deposited with the CCDC.
2019-02-11 downloaded from the CCDC.
;
_audit_creation_date             2018-08-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C41 H25 N O S, C H2 Cl2'
_chemical_formula_sum            'C42 H27 Cl2 N O S'
_chemical_formula_weight         664.60
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H O N S'
_chemical_oxdiff_usercomment     OPPY
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'
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                   9.9399(3)
_cell_length_b                   10.4405(3)
_cell_length_c                   16.8221(5)
_cell_angle_alpha                100.704(3)
_cell_angle_beta                 97.491(3)
_cell_angle_gamma                107.870(3)
_cell_volume                     1599.52(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5878
_cell_measurement_temperature    149.99(10)
_cell_measurement_theta_max      73.4590
_cell_measurement_theta_min      4.5540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.716
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9391
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.893
_diffrn_reflns_theta_min         4.583
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2913
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -67.00  34.00   1.00    1.00    --  -40.84  37.00 -60.00  101
  2  ω    -96.00  -4.00   1.00    1.00    --  -40.84 125.00   0.00   92
  3  ω   -108.00 -15.00   1.00    1.00    --  -40.84 -37.00 120.00   93
  4  ω     78.00 176.00   1.00    1.87    --  108.22  30.00 -60.00   98
  5  ω    106.00 177.00   1.00    1.87    --  108.22  77.00-150.00   71
  6  ω    110.00 178.00   1.00    1.87    --  108.22 125.00-120.00   68
  7  ω    102.00 169.00   1.00    1.87    --  108.22 125.00-180.00   67
  8  ω     86.00 177.00   1.00    1.87    --  108.22  45.00   0.00   91
  9  ω     76.00 101.00   1.00    1.87    --  108.22  77.00-150.00   25
 10  ω     35.00 129.00   1.00    1.87    --  108.22 -61.00-150.00   94
 11  ω     24.00 109.00   1.00    1.87    --  108.22 -94.00-180.00   85
 12  ω     39.00 122.00   1.00    1.87    --  108.22-125.00  60.00   83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1004504000
_diffrn_orient_matrix_UB_12      -0.0748593000
_diffrn_orient_matrix_UB_13      -0.0846722000
_diffrn_orient_matrix_UB_21      0.1240294000
_diffrn_orient_matrix_UB_22      -0.0386582000
_diffrn_orient_matrix_UB_23      -0.0321459000
_diffrn_orient_matrix_UB_31      -0.0464044000
_diffrn_orient_matrix_UB_32      -0.1356347000
_diffrn_orient_matrix_UB_33      0.0291034000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5577
_reflns_number_total             6154
_reflns_odcompleteness_completeness 98.62
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.540
_refine_diff_density_min         -0.802
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         6154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0452
_refine_ls_restrained_S_all      1.040
_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)+(0.0691P)²+0.7715P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1232
_refine_ls_wR_factor_ref         0.1276
_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:
 C3(H41), C4(H40), C21(H19), C24(H16), C7(H43), C22(H20), C6(H44), C25(H17),
 C38(H3), C27(H14), C37(H4), C18(H37), C15(H34), C35(H6), C16(H35), C17(H36),
 C30(H24), C9(H27), C28(H13), C31(H23), C33(H8), C11(H29), C34(H7), C12(H30),
 C10(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S32 S 0.51918(5) -0.34114(5) 0.19150(3) 0.02833(13) Uani 1 1 d . . . . .
Cl2 Cl 0.67365(7) 0.66210(6) 0.76487(4) 0.04576(16) Uani 1 1 d . . . . .
Cl1 Cl 0.83459(8) 0.95453(7) 0.78659(5) 0.0628(2) Uani 1 1 d . . . . .
O22 O 1.01162(16) 0.45713(16) 0.23289(11) 0.0419(4) Uani 1 1 d . . . . .
N25 N 0.54964(16) -0.14911(16) 0.07998(10) 0.0256(3) Uani 1 1 d . . . . .
C38 C 0.61917(19) -0.24938(18) 0.06113(11) 0.0245(4) Uani 1 1 d . . . . .
C41 C 0.64336(19) 0.22008(19) 0.18540(11) 0.0242(4) Uani 1 1 d . . . . .
H41 H 0.5965 0.2811 0.2038 0.029 Uiso 1 1 calc R . . . .
C2 C 0.54370(19) 0.75264(18) 0.46800(11) 0.0230(3) Uani 1 1 d . . . . .
C11 C 0.5080(2) 0.84041(18) 0.53113(11) 0.0236(4) Uani 1 1 d . . . . .
C40 C 0.56265(19) 0.08420(19) 0.14646(12) 0.0249(4) Uani 1 1 d . . . . .
H40 H 0.4626 0.0553 0.1385 0.030 Uiso 1 1 calc R . . . .
C18 C 0.82788(19) 0.50355(19) 0.29489(11) 0.0238(4) Uani 1 1 d . . . . .
C19 C 0.8759(2) 0.64639(19) 0.29949(11) 0.0262(4) Uani 1 1 d . . . . .
H19 H 0.9398 0.6821 0.2669 0.031 Uiso 1 1 calc R . . . .
C42 C 0.79403(19) 0.26828(18) 0.19788(11) 0.0234(4) Uani 1 1 d . . . . .
C16 C 0.6915(2) 0.54242(19) 0.40040(11) 0.0253(4) Uani 1 1 d . . . . .
H16 H 0.6317 0.5074 0.4351 0.030 Uiso 1 1 calc R . . . .
C39 C 0.63044(19) -0.01112(18) 0.11868(11) 0.0226(3) Uani 1 1 d . . . . .
C15 C 0.73595(19) 0.68435(19) 0.40347(11) 0.0239(4) Uani 1 1 d . . . . .
C1 C 0.6896(2) 0.77954(18) 0.46221(11) 0.0241(4) Uani 1 1 d . . . . .
C21 C 0.8857(2) 0.41210(19) 0.24031(12) 0.0266(4) Uani 1 1 d . . . . .
C43 C 0.86044(19) 0.1741(2) 0.16783(12) 0.0261(4) Uani 1 1 d . . . . .
H43 H 0.9602 0.2046 0.1735 0.031 Uiso 1 1 calc R . . . .
C20 C 0.8291(2) 0.73456(19) 0.35199(12) 0.0264(4) Uani 1 1 d . . . . .
H20 H 0.8599 0.8286 0.3531 0.032 Uiso 1 1 calc R . . . .
C44 C 0.7820(2) 0.03745(19) 0.13014(12) 0.0256(4) Uani 1 1 d . . . . .
H44 H 0.8295 -0.0232 0.1121 0.031 Uiso 1 1 calc R . . . .
C12 C 0.6178(2) 0.95745(18) 0.58517(11) 0.0260(4) Uani 1 1 d . . . . .
C5 C 0.2495(2) 0.7007(2) 0.48372(11) 0.0263(4) Uani 1 1 d . . . . .
C9 C 0.3272(2) 0.8951(2) 0.60633(12) 0.0290(4) Uani 1 1 d . . . . .
C10 C 0.3614(2) 0.81176(19) 0.54017(11) 0.0250(4) Uani 1 1 d . . . . .
C17 C 0.7354(2) 0.45300(19) 0.34627(11) 0.0248(4) Uani 1 1 d . . . . .
H17 H 0.7028 0.3587 0.3442 0.030 Uiso 1 1 calc R . . . .
C33 C 0.61174(19) -0.34577(18) 0.10888(11) 0.0248(4) Uani 1 1 d . . . . .
C3 C 0.4265(2) 0.64322(19) 0.41016(11) 0.0258(4) Uani 1 1 d . . . . .
H3 H 0.4472 0.5871 0.3672 0.031 Uiso 1 1 calc R . . . .
C14 C 0.7949(2) 0.89795(19) 0.51437(12) 0.0276(4) Uani 1 1 d . . . . .
H14 H 0.8906 0.9180 0.5089 0.033 Uiso 1 1 calc R . . . .
C4 C 0.2876(2) 0.6202(2) 0.41677(12) 0.0280(4) Uani 1 1 d . . . . .
H4 H 0.2149 0.5508 0.3772 0.034 Uiso 1 1 calc R . . . .
C26 C 0.40461(19) -0.20648(18) 0.09129(11) 0.0248(4) Uani 1 1 d . . . . .
C37 C 0.6884(2) -0.2545(2) -0.00555(12) 0.0282(4) Uani 1 1 d . . . . .
H37 H 0.6894 -0.1928 -0.0391 0.034 Uiso 1 1 calc R . . . .
C31 C 0.3773(2) -0.29328(19) 0.14508(11) 0.0255(4) Uani 1 1 d . . . . .
C34 C 0.6766(2) -0.44612(19) 0.09056(12) 0.0289(4) Uani 1 1 d . . . . .
H34 H 0.6702 -0.5120 0.1216 0.035 Uiso 1 1 calc R . . . .
C6 C 0.1070(2) 0.6731(2) 0.49443(13) 0.0319(4) Uani 1 1 d . . . . .
H6 H 0.0330 0.6014 0.4570 0.038 Uiso 1 1 calc R . . . .
C35 C 0.7502(2) -0.4473(2) 0.02630(12) 0.0309(4) Uani 1 1 d . . . . .
H35 H 0.7960 -0.5121 0.0153 0.037 Uiso 1 1 calc R . . . .
C36 C 0.7559(2) -0.3522(2) -0.02180(12) 0.0317(4) Uani 1 1 d . . . . .
H36 H 0.8051 -0.3538 -0.0651 0.038 Uiso 1 1 calc R . . . .
C24 C 0.5784(2) 1.0413(2) 0.65007(12) 0.0319(4) Uani 1 1 d . . . . .
H24 H 0.6493 1.1184 0.6855 0.038 Uiso 1 1 calc R . . . .
C27 C 0.2915(2) -0.1797(2) 0.04763(12) 0.0303(4) Uani 1 1 d . . . . .
H27 H 0.3087 -0.1264 0.0091 0.036 Uiso 1 1 calc R . . . .
C13 C 0.7599(2) 0.98596(19) 0.57395(12) 0.0290(4) Uani 1 1 d . . . . .
H13 H 0.8319 1.0650 0.6069 0.035 Uiso 1 1 calc R . . . .
C23 C 0.4409(3) 1.0101(2) 0.66033(12) 0.0332(4) Uani 1 1 d . . . . .
H23 H 0.4194 1.0649 0.7037 0.040 Uiso 1 1 calc R . . . .
C8 C 0.1832(2) 0.8618(2) 0.61578(13) 0.0349(5) Uani 1 1 d . . . . .
H8 H 0.1601 0.9141 0.6596 0.042 Uiso 1 1 calc R . . . .
C29 C 0.1274(2) -0.3144(2) 0.11860(13) 0.0344(4) Uani 1 1 d . . . . .
H29 H 0.0351 -0.3473 0.1293 0.041 Uiso 1 1 calc R . . . .
C7 C 0.0752(2) 0.7522(2) 0.56061(14) 0.0356(5) Uani 1 1 d . . . . .
H7 H -0.0196 0.7312 0.5679 0.043 Uiso 1 1 calc R . . . .
C30 C 0.2386(2) -0.3469(2) 0.15951(12) 0.0306(4) Uani 1 1 d . . . . .
H30 H 0.2205 -0.4039 0.1961 0.037 Uiso 1 1 calc R . . . .
C28 C 0.1530(2) -0.2329(2) 0.06175(13) 0.0348(4) Uani 1 1 d . . . . .
H28 H 0.0774 -0.2141 0.0332 0.042 Uiso 1 1 calc R . . . .
C46 C 0.7647(4) 0.7902(3) 0.71790(18) 0.0685(9) Uani 1 1 d . . . . .
H46A H 0.6988 0.7932 0.6709 0.082 Uiso 1 1 calc R . . . .
H46B H 0.8430 0.7664 0.6976 0.082 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
S32 C33 1.7651(19) . ?
S32 C31 1.771(2) . ?
Cl2 C46 1.752(3) . ?
Cl1 C46 1.756(3) . ?
O22 C21 1.227(2) . ?
N25 C38 1.433(2) . ?
N25 C39 1.396(2) . ?
N25 C26 1.434(2) . ?
C38 C33 1.391(3) . ?
C38 C37 1.391(3) . ?
C41 H41 0.9300 . ?
C41 C40 1.380(3) . ?
C41 C42 1.399(3) . ?
C2 C11 1.424(3) . ?
C2 C1 1.410(3) . ?
C2 C3 1.444(3) . ?
C11 C12 1.421(3) . ?
C11 C10 1.430(3) . ?
C40 H40 0.9300 . ?
C40 C39 1.408(2) . ?
C18 C19 1.403(3) . ?
C18 C21 1.494(3) . ?
C18 C17 1.396(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.383(3) . ?
C42 C21 1.479(3) . ?
C42 C43 1.399(3) . ?
C16 H16 0.9300 . ?
C16 C15 1.399(3) . ?
C16 C17 1.389(3) . ?
C39 C44 1.408(2) . ?
C15 C1 1.487(3) . ?
C15 C20 1.401(3) . ?
C1 C14 1.399(3) . ?
C43 H43 0.9300 . ?
C43 C44 1.378(3) . ?
C20 H20 0.9300 . ?
C44 H44 0.9300 . ?
C12 C24 1.442(3) . ?
C12 C13 1.397(3) . ?
C5 C10 1.417(3) . ?
C5 C4 1.440(3) . ?
C5 C6 1.399(3) . ?
C9 C10 1.425(3) . ?
C9 C23 1.428(3) . ?
C9 C8 1.404(3) . ?
C17 H17 0.9300 . ?
C33 C34 1.398(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.349(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.384(3) . ?
C4 H4 0.9300 . ?
C26 C31 1.390(3) . ?
C26 C27 1.391(3) . ?
C37 H37 0.9300 . ?
C37 C36 1.389(3) . ?
C31 C30 1.392(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.382(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.390(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.386(3) . ?
C36 H36 0.9300 . ?
C24 H24 0.9300 . ?
C24 C23 1.346(3) . ?
C27 H27 0.9300 . ?
C27 C28 1.387(3) . ?
C13 H13 0.9300 . ?
C23 H23 0.9300 . ?
C8 H8 0.9300 . ?
C8 C7 1.384(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.389(3) . ?
C29 C28 1.392(3) . ?
C7 H7 0.9300 . ?
C30 H30 0.9300 . ?
C28 H28 0.9300 . ?
C46 H46A 0.9700 . ?
C46 H46B 0.9700 . ?

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
C33 S32 C31 98.05(9) . . ?
C38 N25 C26 114.16(14) . . ?
C39 N25 C38 120.70(15) . . ?
C39 N25 C26 119.56(15) . . ?
C33 C38 N25 118.77(16) . . ?
C33 C38 C37 120.14(17) . . ?
C37 C38 N25 121.04(17) . . ?
C40 C41 H41 119.2 . . ?
C40 C41 C42 121.57(17) . . ?
C42 C41 H41 119.2 . . ?
C11 C2 C3 117.71(17) . . ?
C1 C2 C11 119.24(17) . . ?
C1 C2 C3 122.98(17) . . ?
C2 C11 C10 120.16(17) . . ?
C12 C11 C2 120.26(17) . . ?
C12 C11 C10 119.58(17) . . ?
C41 C40 H40 119.7 . . ?
C41 C40 C39 120.63(16) . . ?
C39 C40 H40 119.7 . . ?
C19 C18 C21 119.25(16) . . ?
C17 C18 C19 118.58(17) . . ?
C17 C18 C21 122.00(16) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.66(17) . . ?
C20 C19 H19 119.7 . . ?
C41 C42 C21 123.75(17) . . ?
C41 C42 C43 117.50(16) . . ?
C43 C42 C21 118.74(16) . . ?
C15 C16 H16 119.5 . . ?
C17 C16 H16 119.5 . . ?
C17 C16 C15 121.00(17) . . ?
N25 C39 C40 120.98(16) . . ?
N25 C39 C44 121.05(16) . . ?
C44 C39 C40 117.97(16) . . ?
C16 C15 C1 120.62(16) . . ?
C16 C15 C20 118.20(17) . . ?
C20 C15 C1 121.14(16) . . ?
C2 C1 C15 122.10(16) . . ?
C14 C1 C2 119.23(17) . . ?
C14 C1 C15 118.66(17) . . ?
O22 C21 C18 118.90(17) . . ?
O22 C21 C42 120.46(17) . . ?
C42 C21 C18 120.62(16) . . ?
C42 C43 H43 119.1 . . ?
C44 C43 C42 121.80(16) . . ?
C44 C43 H43 119.1 . . ?
C19 C20 C15 120.97(17) . . ?
C19 C20 H20 119.5 . . ?
C15 C20 H20 119.5 . . ?
C39 C44 H44 119.8 . . ?
C43 C44 C39 120.48(17) . . ?
C43 C44 H44 119.8 . . ?
C11 C12 C24 118.72(18) . . ?
C13 C12 C11 118.76(17) . . ?
C13 C12 C24 122.52(18) . . ?
C10 C5 C4 118.20(17) . . ?
C6 C5 C10 119.43(18) . . ?
C6 C5 C4 122.37(18) . . ?
C10 C9 C23 118.71(19) . . ?
C8 C9 C10 118.91(19) . . ?
C8 C9 C23 122.38(18) . . ?
C5 C10 C11 120.36(17) . . ?
C5 C10 C9 119.71(18) . . ?
C9 C10 C11 119.94(18) . . ?
C18 C17 H17 119.7 . . ?
C16 C17 C18 120.55(17) . . ?
C16 C17 H17 119.7 . . ?
C38 C33 S32 119.67(14) . . ?
C38 C33 C34 119.68(17) . . ?
C34 C33 S32 120.64(15) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 C2 121.81(17) . . ?
C4 C3 H3 119.1 . . ?
C1 C14 H14 119.3 . . ?
C13 C14 C1 121.49(18) . . ?
C13 C14 H14 119.3 . . ?
C5 C4 H4 119.3 . . ?
C3 C4 C5 121.50(17) . . ?
C3 C4 H4 119.3 . . ?
C31 C26 N25 118.94(17) . . ?
C31 C26 C27 119.98(17) . . ?
C27 C26 N25 121.05(17) . . ?
C38 C37 H37 120.2 . . ?
C36 C37 C38 119.67(18) . . ?
C36 C37 H37 120.2 . . ?
C26 C31 S32 119.29(14) . . ?
C26 C31 C30 120.34(18) . . ?
C30 C31 S32 120.31(15) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 C33 119.94(18) . . ?
C35 C34 H34 120.0 . . ?
C5 C6 H6 119.8 . . ?
C7 C6 C5 120.5(2) . . ?
C7 C6 H6 119.8 . . ?
C34 C35 H35 119.9 . . ?
C34 C35 C36 120.23(18) . . ?
C36 C35 H35 119.9 . . ?
C37 C36 H36 119.9 . . ?
C35 C36 C37 120.26(18) . . ?
C35 C36 H36 119.9 . . ?
C12 C24 H24 119.4 . . ?
C23 C24 C12 121.29(19) . . ?
C23 C24 H24 119.4 . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.82(19) . . ?
C28 C27 H27 120.1 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.79(17) . . ?
C14 C13 H13 119.6 . . ?
C9 C23 H23 119.2 . . ?
C24 C23 C9 121.65(18) . . ?
C24 C23 H23 119.2 . . ?
C9 C8 H8 119.6 . . ?
C7 C8 C9 120.73(19) . . ?
C7 C8 H8 119.6 . . ?
C30 C29 H29 119.7 . . ?
C30 C29 C28 120.51(18) . . ?
C28 C29 H29 119.7 . . ?
C6 C7 H7 119.7 . . ?
C8 C7 C6 120.68(19) . . ?
C8 C7 H7 119.7 . . ?
C31 C30 H30 120.4 . . ?
C29 C30 C31 119.25(19) . . ?
C29 C30 H30 120.4 . . ?
C27 C28 C29 119.94(19) . . ?
C27 C28 H28 120.0 . . ?
C29 C28 H28 120.0 . . ?
Cl2 C46 Cl1 111.92(17) . . ?
Cl2 C46 H46A 109.2 . . ?
Cl2 C46 H46B 109.2 . . ?
Cl1 C46 H46A 109.2 . . ?
Cl1 C46 H46B 109.2 . . ?
H46A C46 H46B 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S32 C33 C34 C35 -179.20(14) . . . . ?
S32 C31 C30 C29 -176.20(15) . . . . ?
N25 C38 C33 S32 -0.6(2) . . . . ?
N25 C38 C33 C34 178.82(16) . . . . ?
N25 C38 C37 C36 179.45(17) . . . . ?
N25 C39 C44 C43 179.48(17) . . . . ?
N25 C26 C31 S32 -5.0(2) . . . . ?
N25 C26 C31 C30 177.85(16) . . . . ?
N25 C26 C27 C28 -177.92(18) . . . . ?
C38 N25 C39 C40 -172.18(16) . . . . ?
C38 N25 C39 C44 8.7(3) . . . . ?
C38 N25 C26 C31 50.9(2) . . . . ?
C38 N25 C26 C27 -127.25(19) . . . . ?
C38 C33 C34 C35 1.3(3) . . . . ?
C38 C37 C36 C35 2.2(3) . . . . ?
C41 C40 C39 N25 179.34(17) . . . . ?
C41 C40 C39 C44 -1.5(3) . . . . ?
C41 C42 C21 O22 -162.97(19) . . . . ?
C41 C42 C21 C18 18.9(3) . . . . ?
C41 C42 C43 C44 -2.5(3) . . . . ?
C2 C11 C12 C24 -177.96(16) . . . . ?
C2 C11 C12 C13 1.3(2) . . . . ?
C2 C11 C10 C5 -3.5(3) . . . . ?
C2 C11 C10 C9 176.39(16) . . . . ?
C2 C1 C14 C13 2.9(3) . . . . ?
C2 C3 C4 C5 -2.2(3) . . . . ?
C11 C2 C1 C15 173.72(15) . . . . ?
C11 C2 C1 C14 -5.0(2) . . . . ?
C11 C2 C3 C4 -2.5(3) . . . . ?
C11 C12 C24 C23 0.4(3) . . . . ?
C11 C12 C13 C14 -3.5(3) . . . . ?
C40 C41 C42 C21 -179.03(17) . . . . ?
C40 C41 C42 C43 1.3(3) . . . . ?
C40 C39 C44 C43 0.3(3) . . . . ?
C18 C19 C20 C15 1.8(3) . . . . ?
C19 C18 C21 O22 35.0(3) . . . . ?
C19 C18 C21 C42 -146.78(18) . . . . ?
C19 C18 C17 C16 0.3(3) . . . . ?
C42 C41 C40 C39 0.7(3) . . . . ?
C42 C43 C44 C39 1.7(3) . . . . ?
C16 C15 C1 C2 -50.8(3) . . . . ?
C16 C15 C1 C14 127.85(19) . . . . ?
C16 C15 C20 C19 0.0(3) . . . . ?
C39 N25 C38 C33 105.85(19) . . . . ?
C39 N25 C38 C37 -76.6(2) . . . . ?
C39 N25 C26 C31 -103.0(2) . . . . ?
C39 N25 C26 C27 78.9(2) . . . . ?
C15 C16 C17 C18 1.5(3) . . . . ?
C15 C1 C14 C13 -175.85(17) . . . . ?
C1 C2 C11 C12 2.9(2) . . . . ?
C1 C2 C11 C10 -177.52(15) . . . . ?
C1 C2 C3 C4 -179.55(17) . . . . ?
C1 C15 C20 C19 177.76(17) . . . . ?
C1 C14 C13 C12 1.4(3) . . . . ?
C21 C18 C19 C20 -177.30(17) . . . . ?
C21 C18 C17 C16 175.53(17) . . . . ?
C21 C42 C43 C44 177.81(17) . . . . ?
C43 C42 C21 O22 16.7(3) . . . . ?
C43 C42 C21 C18 -161.46(17) . . . . ?
C20 C15 C1 C2 131.48(19) . . . . ?
C20 C15 C1 C14 -49.8(2) . . . . ?
C12 C11 C10 C5 176.08(16) . . . . ?
C12 C11 C10 C9 -4.0(2) . . . . ?
C12 C24 C23 C9 -1.7(3) . . . . ?
C5 C6 C7 C8 1.8(3) . . . . ?
C9 C8 C7 C6 -0.3(3) . . . . ?
C10 C11 C12 C24 2.5(2) . . . . ?
C10 C11 C12 C13 -178.26(16) . . . . ?
C10 C5 C4 C3 4.1(3) . . . . ?
C10 C5 C6 C7 -1.1(3) . . . . ?
C10 C9 C23 C24 0.1(3) . . . . ?
C10 C9 C8 C7 -1.7(3) . . . . ?
C17 C18 C19 C20 -1.9(3) . . . . ?
C17 C18 C21 O22 -140.2(2) . . . . ?
C17 C18 C21 C42 38.0(3) . . . . ?
C17 C16 C15 C1 -179.41(17) . . . . ?
C17 C16 C15 C20 -1.7(3) . . . . ?
C33 S32 C31 C26 -33.67(16) . . . . ?
C33 S32 C31 C30 143.52(15) . . . . ?
C33 C38 C37 C36 -3.0(3) . . . . ?
C33 C34 C35 C36 -2.1(3) . . . . ?
C3 C2 C11 C12 -174.25(16) . . . . ?
C3 C2 C11 C10 5.3(2) . . . . ?
C3 C2 C1 C15 -9.3(3) . . . . ?
C3 C2 C1 C14 172.02(17) . . . . ?
C4 C5 C10 C11 -1.2(3) . . . . ?
C4 C5 C10 C9 178.90(16) . . . . ?
C4 C5 C6 C7 179.09(17) . . . . ?
C26 N25 C38 C33 -47.7(2) . . . . ?
C26 N25 C38 C37 129.87(18) . . . . ?
C26 N25 C39 C40 -20.1(3) . . . . ?
C26 N25 C39 C44 160.79(17) . . . . ?
C26 C31 C30 C29 1.0(3) . . . . ?
C26 C27 C28 C29 -0.9(3) . . . . ?
C37 C38 C33 S32 -178.21(14) . . . . ?
C37 C38 C33 C34 1.2(3) . . . . ?
C31 S32 C33 C38 36.60(16) . . . . ?
C31 S32 C33 C34 -142.85(15) . . . . ?
C31 C26 C27 C28 4.0(3) . . . . ?
C34 C35 C36 C37 0.3(3) . . . . ?
C6 C5 C10 C11 179.03(16) . . . . ?
C6 C5 C10 C9 -0.9(3) . . . . ?
C6 C5 C4 C3 -176.12(18) . . . . ?
C24 C12 C13 C14 175.74(17) . . . . ?
C27 C26 C31 S32 173.18(14) . . . . ?
C27 C26 C31 C30 -4.0(3) . . . . ?
C13 C12 C24 C23 -178.89(18) . . . . ?
C23 C9 C10 C11 2.8(3) . . . . ?
C23 C9 C10 C5 -177.32(16) . . . . ?
C23 C9 C8 C7 177.90(18) . . . . ?
C8 C9 C10 C11 -177.64(16) . . . . ?
C8 C9 C10 C5 2.3(3) . . . . ?
C8 C9 C23 C24 -179.51(18) . . . . ?
C30 C29 C28 C27 -2.1(3) . . . . ?
C28 C29 C30 C31 2.1(3) . . . . ?

_olex2_date_sample_data_collection 2018-01-11
_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 1.308
_oxdiff_exptl_absorpt_empirical_full_min 0.800
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: dichloromethane-methanol'
