# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
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#######################################################################

data_17061905
_database_code_depnum_ccdc_archive 'CCDC 1833075'
_audit_update_record             
;
2018-03-28 deposited with the CCDC.
2018-10-01 downloaded from the CCDC.
;
_audit_creation_date             2017-06-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        1M
_chemical_formula_moiety         'C25 H19 N O2 S'
_chemical_formula_sum            'C25 H19 N O2 S'
_chemical_formula_weight         397.47
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHONS
_chemical_oxdiff_usercomment     CH3SCz-D
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        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.4762(3)
_cell_length_b                   15.1134(3)
_cell_length_c                   10.0992(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.105(2)
_cell_angle_gamma                90
_cell_volume                     1965.93(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4180
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      74.0420
_cell_measurement_theta_min      5.4210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.630
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89051
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.343
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.030
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8038
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.252
_diffrn_reflns_theta_min         3.431
_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 0.975
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -37.00  29.00   1.00    1.00    --  -41.64  57.00  30.00   66
  2  ω    -64.00 -34.00   1.00    1.00    --  -41.64  37.00-120.00   30
  3  ω     36.00  90.00   1.00    1.00    --   41.64-125.00-180.00   54
  4  ω    111.00 138.00   1.00    2.27    --  108.42 -77.00-180.00   27
  5  ω     43.00 135.00   1.00    2.27    --  108.42 -61.00  30.00   92
  6  ω     74.00 101.00   1.00    2.27    --  108.42 -94.00  60.00   27
  7  ω     26.00  84.00   1.00    2.27    --  108.42 -94.00  30.00   58
  8  ω     90.00 168.00   1.00    2.27    --  108.42  45.00 150.00   78
  9  ω     95.00 178.00   1.00    2.27    --  108.42 125.00  30.00   83
 10  ω     94.00 131.00   1.00    2.27    --  108.42 125.00 -30.00   37
 11  ω     32.00  85.00   1.00    2.27    --  108.42 -77.00-180.00   53
 12  ω   -113.00 -16.00   1.00    1.00    --  -41.64 -57.00-150.00   97
;
_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      -0.1106335000
_diffrn_orient_matrix_UB_12      -0.0387530000
_diffrn_orient_matrix_UB_13      -0.0475602000
_diffrn_orient_matrix_UB_21      0.0406082000
_diffrn_orient_matrix_UB_22      -0.0870832000
_diffrn_orient_matrix_UB_23      0.0760467000
_diffrn_orient_matrix_UB_31      -0.0207402000
_diffrn_orient_matrix_UB_32      0.0360966000
_diffrn_orient_matrix_UB_33      0.1319416000
_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                3544
_reflns_number_total             3909
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     263
_refine_ls_number_reflns         3909
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0386
_refine_ls_restrained_S_all      1.041
_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)+(0.0528P)²+0.7035P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1034
_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:
 C007(H007), C008(H008), C009(H009), C00B(H00B), C00C(H00C), C00E(H00E),
 C00J(H00J), C00K(H00K), C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P),
 C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T)
2.b Idealised Me refined as rotating group:
 C00L(H00A,H00D,H00F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.07531(3) 0.31827(2) 0.41487(3) 0.01770(11) Uani 1 1 d . . . . .
O002 O 0.07288(9) 0.35874(7) 0.54332(10) 0.0242(2) Uani 1 1 d . . . . .
O003 O 0.04460(8) 0.22715(7) 0.38881(11) 0.0240(2) Uani 1 1 d . . . . .
N004 N 0.49917(10) 0.35707(10) 0.35536(14) 0.0278(3) Uani 1 1 d . . . . .
C005 C -0.11165(11) 0.48299(10) 0.05164(15) 0.0210(3) Uani 1 1 d . . . . .
C006 C -0.00032(11) 0.38198(9) 0.27631(14) 0.0180(3) Uani 1 1 d . . . . .
C007 C -0.03544(11) 0.34286(10) 0.14614(15) 0.0202(3) Uani 1 1 d . . . . .
H007 H -0.0223 0.2835 0.1340 0.024 Uiso 1 1 calc R . . . .
C008 C 0.23272(11) 0.27443(10) 0.30809(15) 0.0214(3) Uani 1 1 d . . . . .
H008 H 0.1870 0.2327 0.2558 0.026 Uiso 1 1 calc R . . . .
C009 C -0.07555(12) 0.52034(10) 0.18349(16) 0.0230(3) Uani 1 1 d . . . . .
H009 H -0.0896 0.5795 0.1962 0.028 Uiso 1 1 calc R . . . .
C00A C 0.20307(11) 0.32810(10) 0.40248(14) 0.0192(3) Uani 1 1 d . . . . .
C00B C 0.27006(12) 0.39118(10) 0.48080(16) 0.0242(3) Uani 1 1 d . . . . .
H00B H 0.2492 0.4267 0.5430 0.029 Uiso 1 1 calc R . . . .
C00C C -0.09050(11) 0.39409(11) 0.03482(15) 0.0223(3) Uani 1 1 d . . . . .
H00C H -0.1138 0.3686 -0.0527 0.027 Uiso 1 1 calc R . . . .
C00D C 0.59307(12) 0.35641(11) 0.46300(18) 0.0262(3) Uani 1 1 d . . . . .
C00E C 0.36847(13) 0.40064(11) 0.46518(17) 0.0268(3) Uani 1 1 d . . . . .
H00E H 0.4140 0.4426 0.5172 0.032 Uiso 1 1 calc R . . . .
C00F C 0.52185(13) 0.36746(11) 0.22915(18) 0.0277(3) Uani 1 1 d . . . . .
C00G C 0.39904(12) 0.34732(11) 0.37146(16) 0.0238(3) Uani 1 1 d . . . . .
C00H C 0.67522(13) 0.36729(11) 0.40517(18) 0.0286(4) Uani 1 1 d . . . . .
C00I C 0.63019(13) 0.37541(11) 0.25703(19) 0.0296(4) Uani 1 1 d . . . . .
C00J C -0.01912(12) 0.47070(10) 0.29581(15) 0.0213(3) Uani 1 1 d . . . . .
H00J H 0.0058 0.4964 0.3830 0.026 Uiso 1 1 calc R . . . .
C00K C 0.33107(12) 0.28424(11) 0.29334(15) 0.0236(3) Uani 1 1 d . . . . .
H00K H 0.3519 0.2487 0.2312 0.028 Uiso 1 1 calc R . . . .
C00L C -0.17293(13) 0.53720(11) -0.06983(16) 0.0281(3) Uani 1 1 d . . . . .
H00A H -0.2452 0.5226 -0.0909 0.042 Uiso 1 1 calc GR . . . .
H00D H -0.1493 0.5247 -0.1488 0.042 Uiso 1 1 calc GR . . . .
H00F H -0.1633 0.5989 -0.0474 0.042 Uiso 1 1 calc GR . . . .
C00M C 0.45488(14) 0.37193(12) 0.09513(18) 0.0331(4) Uani 1 1 d . . . . .
H00M H 0.3834 0.3667 0.0774 0.040 Uiso 1 1 calc R . . . .
C00N C 0.61014(13) 0.34278(12) 0.60398(18) 0.0302(4) Uani 1 1 d . . . . .
H00N H 0.5552 0.3351 0.6411 0.036 Uiso 1 1 calc R . . . .
C00O C 0.67258(15) 0.38736(13) 0.1480(2) 0.0381(4) Uani 1 1 d . . . . .
H00O H 0.7440 0.3923 0.1648 0.046 Uiso 1 1 calc R . . . .
C00P C 0.79516(14) 0.35305(13) 0.6321(2) 0.0391(4) Uani 1 1 d . . . . .
H00P H 0.8629 0.3524 0.6906 0.047 Uiso 1 1 calc R . . . .
C00Q C 0.77783(13) 0.36585(13) 0.4921(2) 0.0365(4) Uani 1 1 d . . . . .
H00Q H 0.8332 0.3734 0.4558 0.044 Uiso 1 1 calc R . . . .
C00R C 0.49963(17) 0.38466(13) -0.0113(2) 0.0393(4) Uani 1 1 d . . . . .
H00R H 0.4570 0.3885 -0.1021 0.047 Uiso 1 1 calc R . . . .
C00S C 0.60667(17) 0.39180(13) 0.0148(2) 0.0420(5) Uani 1 1 d . . . . .
H00S H 0.6341 0.3997 -0.0588 0.050 Uiso 1 1 calc R . . . .
C00T C 0.71268(14) 0.34105(13) 0.6874(2) 0.0355(4) Uani 1 1 d . . . . .
H00T H 0.7266 0.3317 0.7821 0.043 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
S001 O002 1.4433(10) . ?
S001 O003 1.4397(11) . ?
S001 C006 1.7565(14) . ?
S001 C00A 1.7688(15) . ?
N004 C00D 1.405(2) . ?
N004 C00F 1.404(2) . ?
N004 C00G 1.414(2) . ?
C005 C009 1.396(2) . ?
C005 C00C 1.394(2) . ?
C005 C00L 1.504(2) . ?
C006 C007 1.391(2) . ?
C006 C00J 1.389(2) . ?
C007 H007 0.9300 . ?
C007 C00C 1.387(2) . ?
C008 H008 0.9300 . ?
C008 C00A 1.397(2) . ?
C008 C00K 1.385(2) . ?
C009 H009 0.9300 . ?
C009 C00J 1.386(2) . ?
C00A C00B 1.389(2) . ?
C00B H00B 0.9300 . ?
C00B C00E 1.388(2) . ?
C00C H00C 0.9300 . ?
C00D C00H 1.405(2) . ?
C00D C00N 1.389(2) . ?
C00E H00E 0.9300 . ?
C00E C00G 1.394(2) . ?
C00F C00I 1.408(2) . ?
C00F C00M 1.390(2) . ?
C00G C00K 1.395(2) . ?
C00H C00I 1.445(3) . ?
C00H C00Q 1.403(2) . ?
C00I C00O 1.393(2) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00L H00A 0.9600 . ?
C00L H00D 0.9600 . ?
C00L H00F 0.9600 . ?
C00M H00M 0.9300 . ?
C00M C00R 1.392(2) . ?
C00N H00N 0.9300 . ?
C00N C00T 1.391(2) . ?
C00O H00O 0.9300 . ?
C00O C00S 1.379(3) . ?
C00P H00P 0.9300 . ?
C00P C00Q 1.377(3) . ?
C00P C00T 1.395(3) . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00R C00S 1.392(3) . ?
C00S H00S 0.9300 . ?
C00T H00T 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
O002 S001 C006 108.82(7) . . ?
O002 S001 C00A 107.93(7) . . ?
O003 S001 O002 119.23(7) . . ?
O003 S001 C006 108.09(7) . . ?
O003 S001 C00A 107.51(7) . . ?
C006 S001 C00A 104.26(7) . . ?
C00D N004 C00G 125.68(14) . . ?
C00F N004 C00D 108.43(13) . . ?
C00F N004 C00G 125.88(14) . . ?
C009 C005 C00L 120.77(14) . . ?
C00C C005 C009 118.67(13) . . ?
C00C C005 C00L 120.56(14) . . ?
C007 C006 S001 118.44(11) . . ?
C00J C006 S001 120.23(11) . . ?
C00J C006 C007 121.23(13) . . ?
C006 C007 H007 120.6 . . ?
C00C C007 C006 118.75(14) . . ?
C00C C007 H007 120.6 . . ?
C00A C008 H008 120.4 . . ?
C00K C008 H008 120.4 . . ?
C00K C008 C00A 119.11(14) . . ?
C005 C009 H009 119.5 . . ?
C00J C009 C005 121.02(14) . . ?
C00J C009 H009 119.5 . . ?
C008 C00A S001 118.65(11) . . ?
C00B C00A S001 120.03(11) . . ?
C00B C00A C008 121.25(14) . . ?
C00A C00B H00B 120.4 . . ?
C00E C00B C00A 119.25(14) . . ?
C00E C00B H00B 120.4 . . ?
C005 C00C H00C 119.4 . . ?
C007 C00C C005 121.27(14) . . ?
C007 C00C H00C 119.4 . . ?
N004 C00D C00H 108.54(15) . . ?
C00N C00D N004 129.34(15) . . ?
C00N C00D C00H 122.02(15) . . ?
C00B C00E H00E 120.0 . . ?
C00B C00E C00G 120.03(15) . . ?
C00G C00E H00E 120.0 . . ?
N004 C00F C00I 108.52(15) . . ?
C00M C00F N004 129.56(15) . . ?
C00M C00F C00I 121.91(16) . . ?
C00E C00G N004 120.03(14) . . ?
C00E C00G C00K 120.20(14) . . ?
C00K C00G N004 119.77(14) . . ?
C00D C00H C00I 107.34(14) . . ?
C00Q C00H C00D 119.34(17) . . ?
C00Q C00H C00I 133.28(17) . . ?
C00F C00I C00H 107.14(15) . . ?
C00O C00I C00F 119.67(17) . . ?
C00O C00I C00H 133.18(17) . . ?
C006 C00J H00J 120.5 . . ?
C009 C00J C006 119.05(14) . . ?
C009 C00J H00J 120.5 . . ?
C008 C00K C00G 120.16(14) . . ?
C008 C00K H00K 119.9 . . ?
C00G C00K H00K 119.9 . . ?
C005 C00L H00A 109.5 . . ?
C005 C00L H00D 109.5 . . ?
C005 C00L H00F 109.5 . . ?
H00A C00L H00D 109.5 . . ?
H00A C00L H00F 109.5 . . ?
H00D C00L H00F 109.5 . . ?
C00F C00M H00M 121.5 . . ?
C00F C00M C00R 117.00(17) . . ?
C00R C00M H00M 121.5 . . ?
C00D C00N H00N 121.3 . . ?
C00D C00N C00T 117.31(16) . . ?
C00T C00N H00N 121.3 . . ?
C00I C00O H00O 120.6 . . ?
C00S C00O C00I 118.78(17) . . ?
C00S C00O H00O 120.6 . . ?
C00Q C00P H00P 119.5 . . ?
C00Q C00P C00T 120.99(16) . . ?
C00T C00P H00P 119.5 . . ?
C00H C00Q H00Q 120.6 . . ?
C00P C00Q C00H 118.86(17) . . ?
C00P C00Q H00Q 120.6 . . ?
C00M C00R H00R 119.2 . . ?
C00M C00R C00S 121.65(19) . . ?
C00S C00R H00R 119.2 . . ?
C00O C00S C00R 121.00(17) . . ?
C00O C00S H00S 119.5 . . ?
C00R C00S H00S 119.5 . . ?
C00N C00T C00P 121.46(18) . . ?
C00N C00T H00T 119.3 . . ?
C00P C00T H00T 119.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 C006 C007 C00C -176.61(11) . . . . ?
S001 C006 C00J C009 177.45(11) . . . . ?
S001 C00A C00B C00E -177.14(12) . . . . ?
O002 S001 C006 C007 -160.46(11) . . . . ?
O002 S001 C006 C00J 23.14(14) . . . . ?
O002 S001 C00A C008 163.07(11) . . . . ?
O002 S001 C00A C00B -20.01(14) . . . . ?
O003 S001 C006 C007 -29.61(13) . . . . ?
O003 S001 C006 C00J 153.99(12) . . . . ?
O003 S001 C00A C008 33.25(13) . . . . ?
O003 S001 C00A C00B -149.82(12) . . . . ?
N004 C00D C00H C00I 0.33(18) . . . . ?
N004 C00D C00H C00Q -177.86(15) . . . . ?
N004 C00D C00N C00T 176.69(17) . . . . ?
N004 C00F C00I C00H 1.49(19) . . . . ?
N004 C00F C00I C00O -179.35(16) . . . . ?
N004 C00F C00M C00R 178.53(18) . . . . ?
N004 C00G C00K C008 -179.78(14) . . . . ?
C005 C009 C00J C006 -1.3(2) . . . . ?
C006 S001 C00A C008 -81.34(13) . . . . ?
C006 S001 C00A C00B 95.59(13) . . . . ?
C006 C007 C00C C005 -0.6(2) . . . . ?
C007 C006 C00J C009 1.2(2) . . . . ?
C008 C00A C00B C00E -0.3(2) . . . . ?
C009 C005 C00C C007 0.5(2) . . . . ?
C00A S001 C006 C007 84.56(13) . . . . ?
C00A S001 C006 C00J -91.84(13) . . . . ?
C00A C008 C00K C00G -0.3(2) . . . . ?
C00A C00B C00E C00G 0.2(2) . . . . ?
C00B C00E C00G N004 179.87(14) . . . . ?
C00B C00E C00G C00K -0.1(2) . . . . ?
C00C C005 C009 C00J 0.5(2) . . . . ?
C00D N004 C00F C00I -1.31(18) . . . . ?
C00D N004 C00F C00M -179.98(18) . . . . ?
C00D N004 C00G C00E 51.9(2) . . . . ?
C00D N004 C00G C00K -128.14(17) . . . . ?
C00D C00H C00I C00F -1.12(19) . . . . ?
C00D C00H C00I C00O 179.89(19) . . . . ?
C00D C00H C00Q C00P 0.5(3) . . . . ?
C00D C00N C00T C00P 0.4(3) . . . . ?
C00E C00G C00K C008 0.2(2) . . . . ?
C00F N004 C00D C00H 0.59(18) . . . . ?
C00F N004 C00D C00N -175.91(17) . . . . ?
C00F N004 C00G C00E -129.35(17) . . . . ?
C00F N004 C00G C00K 50.7(2) . . . . ?
C00F C00I C00O C00S 0.5(3) . . . . ?
C00F C00M C00R C00S 0.6(3) . . . . ?
C00G N004 C00D C00H 179.56(15) . . . . ?
C00G N004 C00D C00N 3.1(3) . . . . ?
C00G N004 C00F C00I 179.73(15) . . . . ?
C00G N004 C00F C00M 1.1(3) . . . . ?
C00H C00D C00N C00T 0.6(3) . . . . ?
C00H C00I C00O C00S 179.39(19) . . . . ?
C00I C00F C00M C00R 0.0(3) . . . . ?
C00I C00H C00Q C00P -177.12(19) . . . . ?
C00I C00O C00S C00R 0.1(3) . . . . ?
C00J C006 C007 C00C -0.3(2) . . . . ?
C00K C008 C00A S001 177.27(11) . . . . ?
C00K C008 C00A C00B 0.4(2) . . . . ?
C00L C005 C009 C00J 179.95(14) . . . . ?
C00L C005 C00C C007 -179.02(14) . . . . ?
C00M C00F C00I C00H -179.72(16) . . . . ?
C00M C00F C00I C00O -0.6(3) . . . . ?
C00M C00R C00S C00O -0.6(3) . . . . ?
C00N C00D C00H C00I 177.14(16) . . . . ?
C00N C00D C00H C00Q -1.1(2) . . . . ?
C00Q C00H C00I C00F 176.72(18) . . . . ?
C00Q C00H C00I C00O -2.3(3) . . . . ?
C00Q C00P C00T C00N -0.9(3) . . . . ?
C00T C00P C00Q C00H 0.4(3) . . . . ?

_shelx_SHELXL_version_number     2014/7

_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 1.528
_oxdiff_exptl_absorpt_empirical_full_min 0.725
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
####################################################################### 
# 
# 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_17060204
_database_code_depnum_ccdc_archive 'CCDC 1833083'
_audit_update_record             
;
2018-03-28 deposited with the CCDC.
2018-10-01 downloaded from the CCDC.
;
_audit_creation_date             2017-06-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common            ?
_chemical_name_systematic        3M
_chemical_formula_moiety         'C27 H23 N O2 S'
_chemical_formula_sum            'C27 H23 N O2 S'
_chemical_formula_weight         425.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHONS
_chemical_oxdiff_usercomment     tCSCz
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           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                   21.0963(7)
_cell_length_b                   12.9096(3)
_cell_length_c                   15.8774(4)
_cell_angle_alpha                90
_cell_angle_beta                 101.148(3)
_cell_angle_gamma                90
_cell_volume                     4242.5(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6949
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.9270
_cell_measurement_theta_min      4.0210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.545
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62978
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.332
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1792
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14320
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.409
_diffrn_reflns_theta_min         4.036
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5826
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  21.00   1.00    5.02    --   42.74 -77.00-120.00   46
  2  ω     22.00  49.00   1.00    5.02    --   42.74 -99.00 -60.00   27
  3  ω     37.00 121.00   1.00   12.10    --  107.32-125.00  30.00   84
  4  ω     68.00 104.00   1.00   12.10    --  107.32 -94.00 120.00   36
  5  ω     55.00 129.00   1.00   12.10    --  107.32 -61.00  90.00   74
  6  ω     89.00 132.00   1.00   12.10    --  107.32  30.00 150.00   43
  7  ω    110.00 160.00   1.00   12.10    --  107.32 125.00 150.00   50
  8  ω     83.00 175.00   1.00   12.10    --  107.32  45.00-120.00   92
  9  ω     99.00 178.00   1.00   12.10    --  107.32 125.00-180.00   79
 10  ω     99.00 126.00   1.00   12.10    --  107.32 125.00-120.00   27
 11  ω     98.00 165.00   1.00   12.10    --  107.32  30.00-180.00   67
 12  ω     79.00 106.00   1.00   12.10    --  107.32 -94.00-150.00   27
 13  ω     65.00 137.00   1.00   12.10    --  107.32 -77.00-180.00   72
 14  ω     35.00 124.00   1.00   12.10    --  107.32 -30.00-150.00   89
 15  ω     33.00  64.00   1.00   12.10    --  107.32 -94.00 120.00   31
 16  ω    -91.00  -6.00   1.00    5.02    --  -40.50 125.00-150.00   85
 17  ω   -110.00 -14.00   1.00    5.02    --  -40.50 -57.00   0.00   96
 18  ω   -110.00  -9.00   1.00    5.02    --  -40.50 -77.00 120.00  101
;
_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      -0.0388107000
_diffrn_orient_matrix_UB_12      -0.0999590000
_diffrn_orient_matrix_UB_13      -0.0257531000
_diffrn_orient_matrix_UB_21      -0.0605387000
_diffrn_orient_matrix_UB_22      0.0651983000
_diffrn_orient_matrix_UB_23      -0.0355102000
_diffrn_orient_matrix_UB_31      0.0194046000
_diffrn_orient_matrix_UB_32      0.0031678000
_diffrn_orient_matrix_UB_33      -0.0885376000
_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                3867
_reflns_number_total             4269
_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.
 
 _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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     283
_refine_ls_number_reflns         4269
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0417
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.051
_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)+(0.0606P)²+3.0836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1033
_refine_ls_wR_factor_ref         0.1074
_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:
 C006(H006), C00C(H00C), C00D(H00D), C00E(H00E), C00G(H00G), C00I(H00I),
 C00J(H00J), C00K(H00K), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q),
 C00R(H00R), C00U(H00U)
2.b Idealised Me refined as rotating group:
 C00S(H00A,H00B,H00F), C00T(H00H,H00L,H00M), C00V(H00S,H00T,H00V)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.63277(2) 0.47458(3) 0.41551(2) 0.02425(12) Uani 1 1 d . . . . .
O002 O 0.66732(6) 0.43881(9) 0.35112(7) 0.0329(3) Uani 1 1 d . . . . .
O003 O 0.57820(5) 0.41515(9) 0.42936(7) 0.0340(3) Uani 1 1 d . . . . .
N004 N 0.81609(6) 0.46823(9) 0.75185(8) 0.0232(3) Uani 1 1 d . . . . .
C005 C 0.77253(7) 0.46978(10) 0.67193(9) 0.0221(3) Uani 1 1 d . . . . .
C006 C 0.66996(7) 0.52005(11) 0.58665(9) 0.0237(3) Uani 1 1 d . . . . .
H006 H 0.6298 0.5517 0.5819 0.028 Uiso 1 1 calc R . . . .
C007 C 0.85594(7) 0.38517(11) 0.78546(9) 0.0232(3) Uani 1 1 d . . . . .
C008 C 0.68821(7) 0.47644(10) 0.51480(9) 0.0228(3) Uani 1 1 d . . . . .
C009 C 0.89334(7) 0.41520(11) 0.86509(9) 0.0245(3) Uani 1 1 d . . . . .
C00A C 0.87693(7) 0.52159(11) 0.87960(9) 0.0241(3) Uani 1 1 d . . . . .
C00B C 0.82933(7) 0.55227(11) 0.80887(9) 0.0226(3) Uani 1 1 d . . . . .
C00C C 0.64050(7) 0.78329(11) 0.38107(9) 0.0274(3) Uani 1 1 d . . . . .
H00C H 0.6725 0.8333 0.3835 0.033 Uiso 1 1 calc R . . . .
C00D C 0.71201(7) 0.51597(10) 0.66554(9) 0.0239(3) Uani 1 1 d . . . . .
H00D H 0.6998 0.5440 0.7140 0.029 Uiso 1 1 calc R . . . .
C00E C 0.74789(7) 0.42894(11) 0.52070(9) 0.0247(3) Uani 1 1 d . . . . .
H00E H 0.7594 0.3992 0.4724 0.030 Uiso 1 1 calc R . . . .
C00F C 0.65863(7) 0.68038(11) 0.39431(9) 0.0256(3) Uani 1 1 d . . . . .
C00G C 0.79031(7) 0.42614(10) 0.59930(9) 0.0239(3) Uani 1 1 d . . . . .
H00G H 0.8306 0.3952 0.6036 0.029 Uiso 1 1 calc R . . . .
C00H C 0.60940(7) 0.60594(11) 0.39392(8) 0.0238(3) Uani 1 1 d . . . . .
C00I C 0.80586(7) 0.65328(11) 0.80163(9) 0.0271(3) Uani 1 1 d . . . . .
H00I H 0.7746 0.6736 0.7549 0.033 Uiso 1 1 calc R . . . .
C00J C 0.90060(7) 0.59312(12) 0.94409(10) 0.0287(3) Uani 1 1 d . . . . .
H00J H 0.9317 0.5733 0.9912 0.034 Uiso 1 1 calc R . . . .
C00K C 0.86061(7) 0.28524(11) 0.75320(10) 0.0271(3) Uani 1 1 d . . . . .
H00K H 0.8349 0.2644 0.7016 0.033 Uiso 1 1 calc R . . . .
C00L C 0.57623(7) 0.81444(12) 0.36425(9) 0.0286(3) Uani 1 1 d . . . . .
C00M C 0.54351(7) 0.63437(12) 0.37521(9) 0.0268(3) Uani 1 1 d . . . . .
C00N C 0.52914(7) 0.73907(12) 0.36023(9) 0.0287(3) Uani 1 1 d . . . . .
H00N H 0.4860 0.7591 0.3470 0.034 Uiso 1 1 calc R . . . .
C00O C 0.87738(8) 0.69353(12) 0.93735(10) 0.0309(3) Uani 1 1 d . . . . .
H00O H 0.8928 0.7416 0.9800 0.037 Uiso 1 1 calc R . . . .
C00P C 0.83066(8) 0.72287(11) 0.86639(10) 0.0300(3) Uani 1 1 d . . . . .
H00P H 0.8158 0.7908 0.8624 0.036 Uiso 1 1 calc R . . . .
C00Q C 0.93644(7) 0.34519(12) 0.91260(10) 0.0306(3) Uani 1 1 d . . . . .
H00Q H 0.9607 0.3642 0.9656 0.037 Uiso 1 1 calc R . . . .
C00R C 0.90496(8) 0.21833(12) 0.80096(10) 0.0322(3) Uani 1 1 d . . . . .
H00R H 0.9098 0.1522 0.7798 0.039 Uiso 1 1 calc R . . . .
C00S C 0.72998(7) 0.65551(12) 0.40695(11) 0.0322(3) Uani 1 1 d . . . . .
H00A H 0.7527 0.7141 0.3902 0.048 Uiso 1 1 calc GR . . . .
H00B H 0.7362 0.5968 0.3724 0.048 Uiso 1 1 calc GR . . . .
H00F H 0.7463 0.6399 0.4663 0.048 Uiso 1 1 calc GR . . . .
C00T C 0.48643(8) 0.56140(14) 0.36784(12) 0.0378(4) Uani 1 1 d . . . . .
H00H H 0.4918 0.5049 0.3305 0.057 Uiso 1 1 calc GR . . . .
H00L H 0.4474 0.5981 0.3447 0.057 Uiso 1 1 calc GR . . . .
H00M H 0.4840 0.5350 0.4236 0.057 Uiso 1 1 calc GR . . . .
C00U C 0.94266(8) 0.24712(12) 0.87988(11) 0.0346(3) Uani 1 1 d . . . . .
H00U H 0.9719 0.2004 0.9104 0.042 Uiso 1 1 calc R . . . .
C00V C 0.55898(8) 0.92676(13) 0.34906(12) 0.0385(4) Uani 1 1 d . . . . .
H00S H 0.5852 0.9681 0.3926 0.058 Uiso 1 1 calc GR . . . .
H00T H 0.5142 0.9368 0.3512 0.058 Uiso 1 1 calc GR . . . .
H00V H 0.5665 0.9471 0.2936 0.058 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O002 1.4415(11) . ?
S001 O003 1.4353(11) . ?
S001 C008 1.7722(14) . ?
S001 C00H 1.7807(15) . ?
N004 C005 1.4157(18) . ?
N004 C007 1.4027(18) . ?
N004 C00B 1.4060(18) . ?
C005 C00D 1.395(2) . ?
C005 C00G 1.3983(19) . ?
C006 H006 0.9300 . ?
C006 C008 1.392(2) . ?
C006 C00D 1.389(2) . ?
C007 C009 1.4091(19) . ?
C007 C00K 1.399(2) . ?
C008 C00E 1.387(2) . ?
C009 C00A 1.446(2) . ?
C009 C00Q 1.396(2) . ?
C00A C00B 1.411(2) . ?
C00A C00J 1.397(2) . ?
C00B C00I 1.392(2) . ?
C00C H00C 0.9300 . ?
C00C C00F 1.387(2) . ?
C00C C00L 1.390(2) . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00E C00G 1.388(2) . ?
C00F C00H 1.4140(19) . ?
C00F C00S 1.514(2) . ?
C00G H00G 0.9300 . ?
C00H C00M 1.413(2) . ?
C00I H00I 0.9300 . ?
C00I C00P 1.389(2) . ?
C00J H00J 0.9300 . ?
C00J C00O 1.383(2) . ?
C00K H00K 0.9300 . ?
C00K C00R 1.386(2) . ?
C00L C00N 1.383(2) . ?
C00L C00V 1.503(2) . ?
C00M C00N 1.396(2) . ?
C00M C00T 1.515(2) . ?
C00N H00N 0.9300 . ?
C00O H00O 0.9300 . ?
C00O C00P 1.398(2) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00Q C00U 1.384(2) . ?
C00R H00R 0.9300 . ?
C00R C00U 1.398(2) . ?
C00S H00A 0.9600 . ?
C00S H00B 0.9600 . ?
C00S H00F 0.9600 . ?
C00T H00H 0.9600 . ?
C00T H00L 0.9600 . ?
C00T H00M 0.9600 . ?
C00U H00U 0.9300 . ?
C00V H00S 0.9600 . ?
C00V H00T 0.9600 . ?
C00V H00V 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
O002 S001 C008 107.34(7) . . ?
O002 S001 C00H 109.13(7) . . ?
O003 S001 O002 117.90(7) . . ?
O003 S001 C008 106.37(6) . . ?
O003 S001 C00H 109.76(7) . . ?
C008 S001 C00H 105.60(6) . . ?
C007 N004 C005 126.10(11) . . ?
C007 N004 C00B 108.37(11) . . ?
C00B N004 C005 125.44(11) . . ?
C00D C005 N004 119.84(12) . . ?
C00D C005 C00G 120.00(13) . . ?
C00G C005 N004 120.16(12) . . ?
C008 C006 H006 120.2 . . ?
C00D C006 H006 120.2 . . ?
C00D C006 C008 119.62(13) . . ?
N004 C007 C009 108.75(12) . . ?
C00K C007 N004 130.19(13) . . ?
C00K C007 C009 121.03(13) . . ?
C006 C008 S001 119.68(11) . . ?
C00E C008 S001 119.23(11) . . ?
C00E C008 C006 120.99(13) . . ?
C007 C009 C00A 107.13(12) . . ?
C00Q C009 C007 120.01(13) . . ?
C00Q C009 C00A 132.86(14) . . ?
C00B C00A C009 107.18(12) . . ?
C00J C00A C009 132.99(14) . . ?
C00J C00A C00B 119.76(13) . . ?
N004 C00B C00A 108.55(12) . . ?
C00I C00B N004 130.29(13) . . ?
C00I C00B C00A 121.05(13) . . ?
C00F C00C H00C 118.8 . . ?
C00F C00C C00L 122.44(14) . . ?
C00L C00C H00C 118.8 . . ?
C005 C00D H00D 120.1 . . ?
C006 C00D C005 119.86(13) . . ?
C006 C00D H00D 120.1 . . ?
C008 C00E H00E 120.3 . . ?
C008 C00E C00G 119.41(12) . . ?
C00G C00E H00E 120.3 . . ?
C00C C00F C00H 118.00(13) . . ?
C00C C00F C00S 117.46(13) . . ?
C00H C00F C00S 124.54(13) . . ?
C005 C00G H00G 119.9 . . ?
C00E C00G C005 120.11(13) . . ?
C00E C00G H00G 119.9 . . ?
C00F C00H S001 118.07(11) . . ?
C00M C00H S001 120.83(11) . . ?
C00M C00H C00F 121.09(13) . . ?
C00B C00I H00I 121.1 . . ?
C00P C00I C00B 117.89(14) . . ?
C00P C00I H00I 121.1 . . ?
C00A C00J H00J 120.3 . . ?
C00O C00J C00A 119.46(14) . . ?
C00O C00J H00J 120.3 . . ?
C007 C00K H00K 121.2 . . ?
C00R C00K C007 117.54(14) . . ?
C00R C00K H00K 121.2 . . ?
C00C C00L C00V 120.46(14) . . ?
C00N C00L C00C 118.08(14) . . ?
C00N C00L C00V 121.45(14) . . ?
C00H C00M C00T 126.14(14) . . ?
C00N C00M C00H 117.39(13) . . ?
C00N C00M C00T 116.46(14) . . ?
C00L C00N C00M 122.88(14) . . ?
C00L C00N H00N 118.6 . . ?
C00M C00N H00N 118.6 . . ?
C00J C00O H00O 120.0 . . ?
C00J C00O C00P 120.02(14) . . ?
C00P C00O H00O 120.0 . . ?
C00I C00P C00O 121.82(14) . . ?
C00I C00P H00P 119.1 . . ?
C00O C00P H00P 119.1 . . ?
C009 C00Q H00Q 120.4 . . ?
C00U C00Q C009 119.25(14) . . ?
C00U C00Q H00Q 120.4 . . ?
C00K C00R H00R 119.0 . . ?
C00K C00R C00U 122.09(14) . . ?
C00U C00R H00R 119.0 . . ?
C00F C00S H00A 109.5 . . ?
C00F C00S H00B 109.5 . . ?
C00F C00S H00F 109.5 . . ?
H00A C00S H00B 109.5 . . ?
H00A C00S H00F 109.5 . . ?
H00B C00S H00F 109.5 . . ?
C00M C00T H00H 109.5 . . ?
C00M C00T H00L 109.5 . . ?
C00M C00T H00M 109.5 . . ?
H00H C00T H00L 109.5 . . ?
H00H C00T H00M 109.5 . . ?
H00L C00T H00M 109.5 . . ?
C00Q C00U C00R 120.04(14) . . ?
C00Q C00U H00U 120.0 . . ?
C00R C00U H00U 120.0 . . ?
C00L C00V H00S 109.5 . . ?
C00L C00V H00T 109.5 . . ?
C00L C00V H00V 109.5 . . ?
H00S C00V H00T 109.5 . . ?
H00S C00V H00V 109.5 . . ?
H00T C00V H00V 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S001 C008 C00E C00G -177.11(10) . . . . ?
S001 C00H C00M C00N 179.09(10) . . . . ?
S001 C00H C00M C00T -2.4(2) . . . . ?
O002 S001 C008 C006 172.10(11) . . . . ?
O002 S001 C008 C00E -11.58(13) . . . . ?
O002 S001 C00H C00F -60.94(12) . . . . ?
O002 S001 C00H C00M 117.77(12) . . . . ?
O003 S001 C008 C006 -60.85(12) . . . . ?
O003 S001 C008 C00E 115.48(12) . . . . ?
O003 S001 C00H C00F 168.46(10) . . . . ?
O003 S001 C00H C00M -12.83(13) . . . . ?
N004 C005 C00D C006 178.22(12) . . . . ?
N004 C005 C00G C00E -179.13(12) . . . . ?
N004 C007 C009 C00A -1.53(15) . . . . ?
N004 C007 C009 C00Q 178.92(13) . . . . ?
N004 C007 C00K C00R -179.94(14) . . . . ?
N004 C00B C00I C00P -176.02(14) . . . . ?
C005 N004 C007 C009 178.31(12) . . . . ?
C005 N004 C007 C00K -3.8(2) . . . . ?
C005 N004 C00B C00A -177.77(13) . . . . ?
C005 N004 C00B C00I -1.5(2) . . . . ?
C006 C008 C00E C00G -0.8(2) . . . . ?
C007 N004 C005 C00D 139.64(14) . . . . ?
C007 N004 C005 C00G -41.0(2) . . . . ?
C007 N004 C00B C00A -1.05(15) . . . . ?
C007 N004 C00B C00I 175.18(14) . . . . ?
C007 C009 C00A C00B 0.88(15) . . . . ?
C007 C009 C00A C00J -175.84(15) . . . . ?
C007 C009 C00Q C00U 1.1(2) . . . . ?
C007 C00K C00R C00U 1.9(2) . . . . ?
C008 S001 C00H C00F 54.18(12) . . . . ?
C008 S001 C00H C00M -127.11(12) . . . . ?
C008 C006 C00D C005 1.0(2) . . . . ?
C008 C00E C00G C005 0.8(2) . . . . ?
C009 C007 C00K C00R -2.2(2) . . . . ?
C009 C00A C00B N004 0.10(15) . . . . ?
C009 C00A C00B C00I -176.55(13) . . . . ?
C009 C00A C00J C00O 175.84(15) . . . . ?
C009 C00Q C00U C00R -1.4(2) . . . . ?
C00A C009 C00Q C00U -178.32(16) . . . . ?
C00A C00B C00I C00P -0.2(2) . . . . ?
C00A C00J C00O C00P -0.1(2) . . . . ?
C00B N004 C005 C00D -44.21(19) . . . . ?
C00B N004 C005 C00G 135.10(14) . . . . ?
C00B N004 C007 C009 1.62(15) . . . . ?
C00B N004 C007 C00K 179.55(14) . . . . ?
C00B C00A C00J C00O -0.5(2) . . . . ?
C00B C00I C00P C00O -0.5(2) . . . . ?
C00C C00F C00H S001 -177.33(10) . . . . ?
C00C C00F C00H C00M 4.0(2) . . . . ?
C00C C00L C00N C00M 2.3(2) . . . . ?
C00D C005 C00G C00E 0.2(2) . . . . ?
C00D C006 C008 S001 176.19(10) . . . . ?
C00D C006 C008 C00E -0.1(2) . . . . ?
C00F C00C C00L C00N -0.4(2) . . . . ?
C00F C00C C00L C00V -179.09(14) . . . . ?
C00F C00H C00M C00N -2.2(2) . . . . ?
C00F C00H C00M C00T 176.32(14) . . . . ?
C00G C005 C00D C006 -1.1(2) . . . . ?
C00H S001 C008 C006 55.76(12) . . . . ?
C00H S001 C008 C00E -127.92(11) . . . . ?
C00H C00M C00N C00L -1.0(2) . . . . ?
C00J C00A C00B N004 177.33(13) . . . . ?
C00J C00A C00B C00I 0.7(2) . . . . ?
C00J C00O C00P C00I 0.6(2) . . . . ?
C00K C007 C009 C00A -179.69(13) . . . . ?
C00K C007 C009 C00Q 0.8(2) . . . . ?
C00K C00R C00U C00Q -0.1(3) . . . . ?
C00L C00C C00F C00H -2.6(2) . . . . ?
C00L C00C C00F C00S 176.53(13) . . . . ?
C00Q C009 C00A C00B -179.66(15) . . . . ?
C00Q C009 C00A C00J 3.6(3) . . . . ?
C00S C00F C00H S001 3.58(19) . . . . ?
C00S C00F C00H C00M -175.13(13) . . . . ?
C00T C00M C00N C00L -179.65(14) . . . . ?
C00V C00L C00N C00M -179.05(15) . . . . ?

_shelx_SHELXL_version_number     2014/7
_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 1.684
_oxdiff_exptl_absorpt_empirical_full_min 0.558
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
