# Electronic Supplementary Material (ESI) for Polymer Chemistry.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_TPE-amide
_database_code_depnum_ccdc_archive 'CCDC 1447221'
_audit_update_record             
;
2016-01-14 deposited with the CCDC.
2016-08-26 downloaded from the CCDC.
;
_audit_creation_date             2015-01-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.12 svn.r3133 for OlexSys, GUI svn.r4987)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C35 H29 N O3 S, C H2 Cl2'
_chemical_formula_sum            'C36 H31 Cl2 N O3 S'
_chemical_formula_weight         628.58
_chemical_absolute_configuration ad
_chemical_melting_point          ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Fdd2

_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, z'
3 '-x+1/4, y+1/4, z+1/4'
4 'x+1/4, -y+1/4, z+1/4'
5 'x, y+1/2, z+1/2'
6 '-x, -y+1/2, z+1/2'
7 '-x+1/4, y+3/4, z+3/4'
8 'x+1/4, -y+3/4, z+3/4'
9 'x+1/2, y, z+1/2'
10 '-x+1/2, -y, z+1/2'
11 '-x+3/4, y+1/4, z+3/4'
12 'x+3/4, -y+1/4, z+3/4'
13 'x+1/2, y+1/2, z'
14 '-x+1/2, -y+1/2, z'
15 '-x+3/4, y+3/4, z+1/4'
16 'x+3/4, -y+3/4, z+1/4'

_cell_length_a                   128.559(3)
_cell_length_b                   18.5908(4)
_cell_length_c                   5.29842(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     12663.3(5)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    5454
_cell_measurement_temperature    99.9(6)
_cell_measurement_theta_max      74.4630
_cell_measurement_theta_min      4.7910
_exptl_absorpt_coefficient_mu    2.753
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless

_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             5248
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_limit_h_max       140
_diffrn_reflns_limit_h_min       -154
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            12221
_diffrn_reflns_theta_full        66.50
_diffrn_reflns_theta_max         67.46
_diffrn_reflns_theta_min         4.81
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   76.00  178.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      111.7843   77.0000 -180.0000 204

#__ type_ start__ end____ width___ exp.time_
  2 omega  -41.00   70.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       38.4812  -37.0000   60.0000 222

#__ type_ start__ end____ width___ exp.time_
  3 omega    7.00  118.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       38.4812   37.0000    0.0000 222

#__ type_ start__ end____ width___ exp.time_
  4 omega   31.00   90.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      111.7843  -30.0000   60.0000 118

#__ type_ start__ end____ width___ exp.time_
  5 omega   34.00   98.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      111.7843  -45.0000   30.0000 128

#__ type_ start__ end____ width___ exp.time_
  6 omega  100.00  178.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      111.7843  111.0000   90.0000 156

#__ type_ start__ end____ width___ exp.time_
  7 omega   31.00   90.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      111.7843  -30.0000 -150.0000 118

#__ type_ start__ end____ width___ exp.time_
  8 omega   30.00  116.00   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      111.7843 -111.0000   30.0000 172

#__ type_ start__ end____ width___ exp.time_
  9 omega -124.00  -79.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.4812  -99.0000   90.0000 90

#__ type_ start__ end____ width___ exp.time_
 10 omega -123.00   -2.00   0.5000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.4812  -77.0000  150.0000 242

#__ type_ start__ end____ width___ exp.time_
 11 omega   79.00   95.50   0.5000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      111.7843   61.0000    0.0000 33
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0115681000
_diffrn_orient_matrix_UB_12      -0.0131942000
_diffrn_orient_matrix_UB_13      -0.0602071000
_diffrn_orient_matrix_UB_21      0.0002821000
_diffrn_orient_matrix_UB_22      0.0610958000
_diffrn_orient_matrix_UB_23      -0.1965363000
_diffrn_orient_matrix_UB_31      0.0031188000
_diffrn_orient_matrix_UB_32      -0.0544040000
_diffrn_orient_matrix_UB_33      -0.2056353000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                4360
_reflns_number_total             4619
_reflns_odcompleteness_completeness 99.76
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.315
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.029(16)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         4619
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0428
_refine_ls_restrained_S_all      1.004
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0410P)²+38.4860P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.0986
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl1-C1S \\sim Cl2-C1S \\sim Cl2A-C1SA \\sim Cl1-C1SA
 with sigma of 0.02
3. Others
 Fixed Sof: C1S(0.8) C1SA(0.2) Cl2(0.8) Cl2A(0.2)
4.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C1S(H1SA,H1SB)
4.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15),
 C16(H16), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C32(H32), C33(H33),
  C34(H34), C35(H35), C36(H36), C42(H42), C43(H43), C44(H44), C45(H45), C46(H46)
4.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S1 S 0.016553(5) 0.11948(4) 0.70537(15) 0.01449(15) Uani 1 d . . .
O1 O 0.020349(16) 0.09319(10) 0.9406(5) 0.0198(5) Uani 1 d . . .
O2 O 0.007204(16) 0.09058(12) 0.5995(4) 0.0214(5) Uani 1 d . . .
O3 O 0.038989(15) 0.15168(11) 0.7014(4) 0.0200(5) Uani 1 d . . .
N1 N 0.025393(18) 0.10357(12) 0.4871(5) 0.0155(5) Uani 1 d . . .
H1 H 0.0234 0.0821 0.3471 0.019 Uiso 1 calc . . R
C1 C 0.01556(2) 0.21360(14) 0.7206(6) 0.0145(6) Uani 1 d . . .
C2 C 0.02030(2) 0.25103(16) 0.9148(6) 0.0177(6) Uani 1 d . . .
H2 H 0.0241 0.2262 1.0422 0.021 Uiso 1 calc . . R
C3 C 0.01946(2) 0.32523(17) 0.9202(7) 0.0235(7) Uani 1 d . . .
H3 H 0.0225 0.3514 1.0554 0.028 Uiso 1 calc . . R
C4 C 0.01421(2) 0.36210(15) 0.7307(7) 0.0235(7) Uani 1 d . . .
C5 C 0.00956(2) 0.32338(17) 0.5373(7) 0.0230(7) Uani 1 d . . .
H5 H 0.0060 0.3483 0.4071 0.028 Uiso 1 calc . . R
C6 C 0.01007(2) 0.24835(16) 0.5315(6) 0.0173(6) Uani 1 d . . .
H6 H 0.0067 0.2218 0.4012 0.021 Uiso 1 calc . . R
C7 C 0.01362(3) 0.44320(17) 0.7319(10) 0.0404(11) Uani 1 d . . .
H7A H 0.0109 0.4596 0.8945 0.061 Uiso 1 calc . . GR
H7B H 0.0090 0.4593 0.5958 0.061 Uiso 1 calc . . GR
H7C H 0.0206 0.4633 0.7061 0.061 Uiso 1 calc . . GR
C10 C 0.08593(2) 0.18340(17) 0.3757(6) 0.0178(7) Uani 1 d . . .
C11 C 0.07458(2) 0.16611(17) 0.3568(6) 0.0179(7) Uani 1 d . . .
C12 C 0.06841(2) 0.19168(18) 0.1624(7) 0.0246(7) Uani 1 d . . .
H12 H 0.0713 0.2238 0.0420 0.030 Uiso 1 calc . . R
C13 C 0.05799(3) 0.17121(19) 0.1396(7) 0.0244(7) Uani 1 d . . .
H13 H 0.0539 0.1897 0.0056 0.029 Uiso 1 calc . . R
C14 C 0.05363(2) 0.12376(16) 0.3129(6) 0.0179(7) Uani 1 d . . .
C15 C 0.05980(2) 0.09794(17) 0.5085(6) 0.0200(7) Uani 1 d . . .
H15 H 0.0569 0.0660 0.6298 0.024 Uiso 1 calc . . R
C16 C 0.07013(2) 0.11843(16) 0.5278(6) 0.0194(7) Uani 1 d . . .
H16 H 0.0743 0.0995 0.6607 0.023 Uiso 1 calc . . R
C17 C 0.04245(2) 0.10135(17) 0.2881(6) 0.0186(7) Uani 1 d . . .
H17A H 0.0421 0.0485 0.2668 0.022 Uiso 1 calc . . R
H17B H 0.0395 0.1236 0.1343 0.022 Uiso 1 calc . . R
C18 C 0.03588(2) 0.12245(15) 0.5127(6) 0.0144(6) Uani 1 d . . .
C20 C 0.08961(2) 0.25128(17) 0.3787(6) 0.0201(7) Uani 1 d . . .
C21 C 0.08282(2) 0.31617(16) 0.3897(6) 0.0189(7) Uani 1 d . . .
C22 C 0.08423(3) 0.37271(17) 0.2235(7) 0.0263(7) Uani 1 d . . .
H22 H 0.0894 0.3692 0.0965 0.032 Uiso 1 calc . . R
C23 C 0.07822(3) 0.43423(19) 0.2385(7) 0.0311(8) Uani 1 d . . .
H23 H 0.0792 0.4717 0.1189 0.037 Uiso 1 calc . . R
C24 C 0.07085(3) 0.44158(18) 0.4263(8) 0.0279(8) Uani 1 d . . .
H24 H 0.0668 0.4844 0.4387 0.033 Uiso 1 calc . . R
C25 C 0.06937(3) 0.3868(2) 0.5938(8) 0.0336(9) Uani 1 d . . .
H25 H 0.0643 0.3914 0.7229 0.040 Uiso 1 calc . . R
C26 C 0.07523(3) 0.3246(2) 0.5768(7) 0.0305(8) Uani 1 d . . .
H26 H 0.0741 0.2869 0.6944 0.037 Uiso 1 calc . . R
C31 C 0.09266(2) 0.11758(16) 0.3930(6) 0.0193(7) Uani 1 d . . .
C32 C 0.09135(2) 0.06188(16) 0.2237(7) 0.0229(7) Uani 1 d . . .
H32 H 0.0863 0.0665 0.0932 0.027 Uiso 1 calc . . R
C33 C 0.09719(3) -0.00078(18) 0.2396(7) 0.0276(8) Uani 1 d . . .
H33 H 0.0963 -0.0378 0.1179 0.033 Uiso 1 calc . . R
C34 C 0.10424(2) -0.00917(18) 0.4306(8) 0.0275(8) Uani 1 d . . .
H34 H 0.1082 -0.0521 0.4436 0.033 Uiso 1 calc . . R
C35 C 0.10551(3) 0.0456(2) 0.6049(8) 0.0362(10) Uani 1 d . . .
H35 H 0.1103 0.0397 0.7399 0.043 Uiso 1 calc . . R
C36 C 0.09990(3) 0.1089(2) 0.5850(7) 0.0298(8) Uani 1 d . . .
H36 H 0.1010 0.1465 0.7033 0.036 Uiso 1 calc . . R
C41 C 0.10104(2) 0.26786(17) 0.3711(6) 0.0200(7) Uani 1 d . . .
C42 C 0.10537(2) 0.31382(17) 0.5461(7) 0.0237(7) Uani 1 d . . .
H42 H 0.1011 0.3345 0.6724 0.028 Uiso 1 calc . . R
C43 C 0.11588(3) 0.33054(19) 0.5417(8) 0.0302(8) Uani 1 d . . .
H43 H 0.1187 0.3619 0.6656 0.036 Uiso 1 calc . . R
C44 C 0.12222(3) 0.3020(2) 0.3595(8) 0.0323(9) Uani 1 d . . .
H44 H 0.1294 0.3135 0.3562 0.039 Uiso 1 calc . . R
C45 C 0.11797(3) 0.2557(2) 0.1782(8) 0.0386(10) Uani 1 d . . .
H45 H 0.1223 0.2359 0.0496 0.046 Uiso 1 calc . . R
C46 C 0.10748(3) 0.2390(2) 0.1878(8) 0.0346(9) Uani 1 d . . .
H46 H 0.1046 0.2070 0.0661 0.042 Uiso 1 calc . . R
C1S C 0.04559(4) 0.3637(3) 0.2139(12) 0.0393(13) Uani 0.80 d A 1 D
H1SA H 0.0437 0.3470 0.0422 0.047 Uiso 1 calc A 1 R
H1SB H 0.0533 0.3657 0.2264 0.047 Uiso 1 calc A 1 R
C1SA C 0.0460(3) 0.3371(9) 0.149(4) 0.059(10) Uiso 0.20 d A 2 D
Cl1 Cl 0.040706(8) 0.30322(5) 0.4378(2) 0.0440(3) Uani 1 d . . D
Cl2 Cl 0.040350(13) 0.45039(7) 0.2650(3) 0.0574(4) Uani 0.80 d A 1 D
Cl2A Cl 0.04401(6) 0.4307(4) 0.1065(16) 0.0644(17) Uiso 0.20 d A 2 D


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.425(2) . ?
S1 O2 1.431(2) . ?
S1 N1 1.648(3) . ?
S1 C1 1.756(3) . ?
O3 C18 1.206(4) . ?
N1 C18 1.399(4) . ?
C1 C2 1.384(4) . ?
C1 C6 1.386(4) . ?
C2 C3 1.384(4) . ?
C3 C4 1.390(5) . ?
C4 C5 1.388(5) . ?
C4 C7 1.510(4) . ?
C5 C6 1.397(4) . ?
C10 C11 1.497(4) . ?
C10 C20 1.348(4) . ?
C10 C31 1.501(4) . ?
C11 C12 1.384(5) . ?
C11 C16 1.390(4) . ?
C12 C13 1.398(5) . ?
C13 C14 1.391(4) . ?
C14 C15 1.391(4) . ?
C14 C17 1.502(4) . ?
C15 C16 1.386(4) . ?
C17 C18 1.512(4) . ?
C20 C21 1.490(4) . ?
C20 C41 1.503(4) . ?
C21 C22 1.383(4) . ?
C21 C26 1.399(5) . ?
C22 C23 1.382(5) . ?
C23 C24 1.381(5) . ?
C24 C25 1.365(5) . ?
C25 C26 1.383(5) . ?
C31 C32 1.381(5) . ?
C31 C36 1.388(5) . ?
C32 C33 1.389(4) . ?
C33 C34 1.367(5) . ?
C34 C35 1.384(5) . ?
C35 C36 1.383(5) . ?
C41 C42 1.378(5) . ?
C41 C46 1.384(5) . ?
C42 C43 1.387(5) . ?
C43 C44 1.370(5) . ?
C44 C45 1.401(5) . ?
C45 C46 1.385(5) . ?
C1S Cl1 1.751(5) . ?
C1S Cl2 1.767(6) . ?
C1SA Cl1 1.787(15) . ?
C1SA Cl2A 1.773(15) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 120.11(13) . . ?
O1 S1 N1 108.43(13) . . ?
O1 S1 C1 109.04(15) . . ?
O2 S1 N1 103.68(13) . . ?
O2 S1 C1 109.35(14) . . ?
N1 S1 C1 105.14(13) . . ?
C18 N1 S1 123.4(2) . . ?
C2 C1 S1 120.2(2) . . ?
C2 C1 C6 121.9(3) . . ?
C6 C1 S1 117.9(2) . . ?
C1 C2 C3 118.8(3) . . ?
C2 C3 C4 121.0(3) . . ?
C3 C4 C7 120.9(3) . . ?
C5 C4 C3 119.1(3) . . ?
C5 C4 C7 120.0(4) . . ?
C4 C5 C6 120.9(3) . . ?
C1 C6 C5 118.2(3) . . ?
C11 C10 C31 113.0(3) . . ?
C20 C10 C11 122.9(3) . . ?
C20 C10 C31 124.1(3) . . ?
C12 C11 C10 122.3(3) . . ?
C12 C11 C16 117.9(3) . . ?
C16 C11 C10 119.6(3) . . ?
C11 C12 C13 121.3(3) . . ?
C14 C13 C12 120.1(3) . . ?
C13 C14 C17 120.2(3) . . ?
C15 C14 C13 118.7(3) . . ?
C15 C14 C17 121.0(3) . . ?
C16 C15 C14 120.4(3) . . ?
C15 C16 C11 121.4(3) . . ?
C14 C17 C18 113.2(3) . . ?
O3 C18 N1 120.9(3) . . ?
O3 C18 C17 125.7(3) . . ?
N1 C18 C17 113.4(3) . . ?
C10 C20 C21 123.6(3) . . ?
C10 C20 C41 122.3(3) . . ?
C21 C20 C41 114.1(3) . . ?
C22 C21 C20 120.9(3) . . ?
C22 C21 C26 117.2(3) . . ?
C26 C21 C20 121.8(3) . . ?
C23 C22 C21 121.3(3) . . ?
C24 C23 C22 120.5(3) . . ?
C25 C24 C23 119.4(3) . . ?
C24 C25 C26 120.4(4) . . ?
C25 C26 C21 121.3(3) . . ?
C32 C31 C10 120.1(3) . . ?
C32 C31 C36 118.1(3) . . ?
C36 C31 C10 121.7(3) . . ?
C31 C32 C33 121.6(3) . . ?
C34 C33 C32 120.0(3) . . ?
C33 C34 C35 119.2(3) . . ?
C36 C35 C34 120.9(4) . . ?
C35 C36 C31 120.3(3) . . ?
C42 C41 C20 120.3(3) . . ?
C42 C41 C46 118.1(3) . . ?
C46 C41 C20 121.6(3) . . ?
C41 C42 C43 121.4(3) . . ?
C44 C43 C42 120.3(3) . . ?
C43 C44 C45 119.2(3) . . ?
C46 C45 C44 119.5(3) . . ?
C41 C46 C45 121.4(3) . . ?
Cl1 C1S Cl2 110.2(3) . . ?
Cl2A C1SA Cl1 113.6(12) . . ?
C1S Cl1 C1SA 19.6(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C18 O3 0.4(4) . . . . ?
S1 N1 C18 C17 179.3(2) . . . . ?
S1 C1 C2 C3 179.4(6) . . . . ?
S1 C1 C6 C5 -177.8(2) . . . . ?
O1 S1 N1 C18 -50.6(3) . . . . ?
O1 S1 C1 C2 13.9(3) . . . . ?
O1 S1 C1 C6 -167.1(2) . . . . ?
O2 S1 N1 C18 -179.3(2) . . . . ?
O2 S1 C1 C2 147.0(2) . . . . ?
O2 S1 C1 C6 -34.0(3) . . . . ?
N1 S1 C1 C2 -102.2(3) . . . . ?
N1 S1 C1 C6 76.8(3) . . . . ?
C1 S1 N1 C18 65.9(3) . . . . ?
C1 C2 C3 C4 -1.9(5) . . . . ?
C2 C1 C6 C5 1.3(4) . . . . ?
C2 C3 C4 C5 1.6(5) . . . . ?
C2 C3 C4 C7 -177.8(3) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C4 C5 C6 C1 -1.5(5) . . . . ?
C6 C1 C2 C3 0.4(5) . . . . ?
C7 C4 C5 C6 179.6(7) . . . . ?
C10 C11 C12 C13 175.9(3) . . . . ?
C10 C11 C16 C15 -176.4(3) . . . . ?
C10 C20 C21 C22 -130.7(4) . . . . ?
C10 C20 C21 C26 53.3(5) . . . . ?
C10 C20 C41 C42 -129.1(4) . . . . ?
C10 C20 C41 C46 52.1(5) . . . . ?
C10 C31 C32 C33 -177.8(3) . . . . ?
C10 C31 C36 C35 175.9(3) . . . . ?
C11 C10 C20 C21 6.4(5) . . . . ?
C11 C10 C20 C41 -173.6(3) . . . . ?
C11 C10 C31 C32 49.3(4) . . . . ?
C11 C10 C31 C36 -127.0(3) . . . . ?
C11 C12 C13 C14 -0.6(5) . . . . ?
C12 C11 C16 C15 -1.2(5) . . . . ?
C12 C13 C14 C15 0.5(5) . . . . ?
C12 C13 C14 C17 -179.7(3) . . . . ?
C13 C14 C15 C16 -0.9(5) . . . . ?
C13 C14 C17 C18 -118.8(3) . . . . ?
C14 C15 C16 C11 1.3(5) . . . . ?
C14 C17 C18 O3 -2.9(4) . . . . ?
C14 C17 C18 N1 178.2(2) . . . . ?
C15 C14 C17 C18 61.1(4) . . . . ?
C16 C11 C12 C13 0.9(5) . . . . ?
C17 C14 C15 C16 179.3(3) . . . . ?
C20 C10 C11 C12 55.4(5) . . . . ?
C20 C10 C11 C16 -129.6(4) . . . . ?
C20 C10 C31 C32 -131.2(4) . . . . ?
C20 C10 C31 C36 52.5(5) . . . . ?
C20 C21 C22 C23 -177.5(3) . . . . ?
C20 C21 C26 C25 176.4(3) . . . . ?
C20 C41 C42 C43 -179.4(3) . . . . ?
C20 C41 C46 C45 178.5(4) . . . . ?
C21 C20 C41 C42 50.9(4) . . . . ?
C21 C20 C41 C46 -127.9(4) . . . . ?
C21 C22 C23 C24 2.0(6) . . . . ?
C22 C21 C26 C25 0.2(5) . . . . ?
C22 C23 C24 C25 -1.5(6) . . . . ?
C23 C24 C25 C26 0.4(6) . . . . ?
C24 C25 C26 C21 0.3(6) . . . . ?
C26 C21 C22 C23 -1.4(5) . . . . ?
C31 C10 C11 C12 -125.0(3) . . . . ?
C31 C10 C11 C16 49.9(4) . . . . ?
C31 C10 C20 C21 -173.1(3) . . . . ?
C31 C10 C20 C41 6.9(5) . . . . ?
C31 C32 C33 C34 1.9(5) . . . . ?
C32 C31 C36 C35 -0.5(5) . . . . ?
C32 C33 C34 C35 -0.6(5) . . . . ?
C33 C34 C35 C36 -1.2(6) . . . . ?
C34 C35 C36 C31 1.8(6) . . . . ?
C36 C31 C32 C33 -1.3(5) . . . . ?
C41 C20 C21 C22 49.4(4) . . . . ?
C41 C20 C21 C26 -126.6(3) . . . . ?
C41 C42 C43 C44 0.8(6) . . . . ?
C42 C41 C46 C45 -0.3(6) . . . . ?
C42 C43 C44 C45 -0.1(6) . . . . ?
C43 C44 C45 C46 -0.7(7) . . . . ?
C44 C45 C46 C41 0.9(7) . . . . ?
C46 C41 C42 C43 -0.5(6) . . . . ?
Cl2 C1S Cl1 C1SA 152.2(4) . . . . ?
Cl2A C1SA Cl1 C1S -20.7(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_TPE-imine
_audit_block_doi                 10.5517/ccdc.csd.cc1kkymp
_database_code_depnum_ccdc_archive 'CCDC 1447223'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1016/j.ica.2016.05.032 2016
_audit_update_record             
;
2016-01-14 deposited with the CCDC.
2016-08-26 downloaded from the CCDC.
;
_audit_creation_date             2015-10-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C37 H33 N O3 S'
_chemical_formula_sum            'C37 H33 N O3 S'
_chemical_formula_weight         571.70
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   17.4283(6)
_cell_length_b                   9.6165(2)
_cell_length_c                   19.5792(7)
_cell_angle_alpha                90
_cell_angle_beta                 115.005(4)
_cell_angle_gamma                90
_cell_volume                     2973.89(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5083
_cell_measurement_temperature    99.9(6)
_cell_measurement_theta_max      74.9610
_cell_measurement_theta_min      4.4500
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.265
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless

_exptl_crystal_density_diffrn    1.277
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_av_unetI/netI     0.0474

_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            15924

_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         67.498
_diffrn_reflns_theta_min         4.466
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.9(6)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3587
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -49.00   35.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203   37.0000  120.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega  -33.00   71.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8203  -76.0000 -135.0000 104

#__ type_ start__ end____ width___ exp.time_
  3 omega   23.00   89.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       40.8203 -125.0000 -180.0000 66

#__ type_ start__ end____ width___ exp.time_
  4 omega   36.00  108.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000 -150.0000 72

#__ type_ start__ end____ width___ exp.time_
  5 omega   36.00  141.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -61.0000 -120.0000 105

#__ type_ start__ end____ width___ exp.time_
  6 omega   92.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   30.0000  -60.0000 86

#__ type_ start__ end____ width___ exp.time_
  7 omega   83.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703   30.0000 -150.0000 95

#__ type_ start__ end____ width___ exp.time_
  8 omega   41.00   92.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -45.0000   90.0000 51

#__ type_ start__ end____ width___ exp.time_
  9 omega   33.00   84.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -30.0000   30.0000 51

#__ type_ start__ end____ width___ exp.time_
 10 omega   26.00  108.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -94.0000   90.0000 82

#__ type_ start__ end____ width___ exp.time_
 11 omega   36.00  122.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703 -125.0000   60.0000 86

#__ type_ start__ end____ width___ exp.time_
 12 omega   33.00   75.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      110.5703  -30.0000 -180.0000 42

#__ type_ start__ end____ width___ exp.time_
 13 omega -115.00  -11.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -40.8203  -57.0000  -30.0000 104
;
_diffrn_measurement_device       'kappa diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0714749000
_diffrn_orient_matrix_UB_12      0.1087724000
_diffrn_orient_matrix_UB_13      0.0224558000
_diffrn_orient_matrix_UB_21      0.0158478000
_diffrn_orient_matrix_UB_22      -0.0408481000
_diffrn_orient_matrix_UB_23      -0.0690152000
_diffrn_orient_matrix_UB_31      -0.0644391000
_diffrn_orient_matrix_UB_32      0.1104426000
_diffrn_orient_matrix_UB_33      -0.0475341000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           0.80
_diffrn_source_power             0.040
_diffrn_source_target            Cu
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4190
_reflns_number_total             5332
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     68.13
_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 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         5332
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0427
_refine_ls_restrained_S_all      1.001
_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)+(0.0683P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1103
_refine_ls_wR_factor_ref         0.1195
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C15(H15), C16(H16), C22(H22), C23(H23), C24(H24),
 C25(H25), C26(H26), C32(H32), C33(H33), C34(H34), C35(H35), C36(H36), C42(H42),
  C43(H43), C44(H44), C45(H45), C46(H46), C52(H52), C53(H53), C55(H55), C56(H56)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C50(H50A,H50B,H50C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.58834(3) 0.32496(5) 0.64748(3) 0.02611(13) Uani 1 1 d . . . . .
O1 O 0.61088(9) 0.31791(15) 0.58493(8) 0.0326(3) Uani 1 1 d . . . . .
O2 O 0.53982(8) 0.21145(14) 0.65714(8) 0.0299(3) Uani 1 1 d . . . . .
O3 O 0.43714(8) 0.62973(14) 0.59828(7) 0.0300(3) Uani 1 1 d . . . . .
N1 N 0.54333(10) 0.47489(17) 0.64755(9) 0.0288(4) Uani 1 1 d . . . . .
C1 C 0.46938(11) 0.50553(19) 0.59699(10) 0.0258(4) Uani 1 1 d . . . . .
C2 C 0.40936(11) 0.4195(2) 0.53166(10) 0.0261(4) Uani 1 1 d . . . . .
H2A H 0.4393 0.3357 0.5262 0.031 Uiso 1 1 calc R . . . .
H2B H 0.3915 0.4744 0.4846 0.031 Uiso 1 1 calc R . . . .
C3 C 0.48899(14) 0.7258(2) 0.65810(13) 0.0365(5) Uani 1 1 d . . . . .
H3A H 0.5465 0.7332 0.6600 0.044 Uiso 1 1 calc R . . . .
H3B H 0.4940 0.6922 0.7076 0.044 Uiso 1 1 calc R . . . .
C4 C 0.44544(15) 0.8649(2) 0.64003(16) 0.0465(6) Uani 1 1 d . . . . .
H4A H 0.4406 0.8966 0.5908 0.070 Uiso 1 1 calc GR . . . .
H4B H 0.4786 0.9324 0.6788 0.070 Uiso 1 1 calc GR . . . .
H4C H 0.3888 0.8563 0.6387 0.070 Uiso 1 1 calc GR . . . .
C10 C 0.11496(12) 0.2615(2) 0.58376(11) 0.0281(4) Uani 1 1 d . . . . .
C11 C 0.18678(12) 0.2977(2) 0.56414(10) 0.0260(4) Uani 1 1 d . . . . .
C12 C 0.18556(12) 0.4134(2) 0.52063(10) 0.0267(4) Uani 1 1 d . . . . .
H12 H 0.1351 0.4665 0.4976 0.032 Uiso 1 1 calc R . . . .
C13 C 0.25684(12) 0.4525(2) 0.51030(10) 0.0259(4) Uani 1 1 d . . . . .
H13 H 0.2547 0.5326 0.4811 0.031 Uiso 1 1 calc R . . . .
C14 C 0.33132(11) 0.3752(2) 0.54240(10) 0.0243(4) Uani 1 1 d . . . . .
C15 C 0.33267(11) 0.2574(2) 0.58371(10) 0.0257(4) Uani 1 1 d . . . . .
H15 H 0.3823 0.2017 0.6044 0.031 Uiso 1 1 calc R . . . .
C16 C 0.26189(12) 0.2204(2) 0.59494(10) 0.0269(4) Uani 1 1 d . . . . .
H16 H 0.2645 0.1405 0.6243 0.032 Uiso 1 1 calc R . . . .
C20 C 0.03317(12) 0.2584(2) 0.53264(11) 0.0282(4) Uani 1 1 d . . . . .
C21 C 0.01095(12) 0.2626(2) 0.44985(11) 0.0270(4) Uani 1 1 d . . . . .
C22 C -0.05209(13) 0.3500(2) 0.40126(11) 0.0324(4) Uani 1 1 d . . . . .
H22 H -0.0805 0.4118 0.4207 0.039 Uiso 1 1 calc R . . . .
C23 C -0.07385(14) 0.3473(2) 0.32377(12) 0.0387(5) Uani 1 1 d . . . . .
H23 H -0.1159 0.4088 0.2909 0.046 Uiso 1 1 calc R . . . .
C24 C -0.03409(14) 0.2553(3) 0.29533(12) 0.0389(5) Uani 1 1 d . . . . .
H24 H -0.0487 0.2539 0.2428 0.047 Uiso 1 1 calc R . . . .
C25 C 0.02618(14) 0.1659(2) 0.34222(12) 0.0379(5) Uani 1 1 d . . . . .
H25 H 0.0523 0.1011 0.3221 0.045 Uiso 1 1 calc R . . . .
C26 C 0.04896(12) 0.1702(2) 0.41894(12) 0.0322(4) Uani 1 1 d . . . . .
H26 H 0.0915 0.1087 0.4512 0.039 Uiso 1 1 calc R . . . .
C31 C 0.14247(11) 0.2309(2) 0.66578(10) 0.0265(4) Uani 1 1 d . . . . .
C32 C 0.19913(12) 0.3216(2) 0.71920(11) 0.0299(4) Uani 1 1 d . . . . .
H32 H 0.2169 0.4036 0.7029 0.036 Uiso 1 1 calc R . . . .
C33 C 0.22970(13) 0.2933(2) 0.79572(12) 0.0355(5) Uani 1 1 d . . . . .
H33 H 0.2678 0.3561 0.8315 0.043 Uiso 1 1 calc R . . . .
C34 C 0.20438(14) 0.1729(2) 0.81996(11) 0.0366(5) Uani 1 1 d . . . . .
H34 H 0.2251 0.1532 0.8723 0.044 Uiso 1 1 calc R . . . .
C35 C 0.14895(13) 0.0823(2) 0.76760(11) 0.0338(5) Uani 1 1 d . . . . .
H35 H 0.1316 0.0000 0.7840 0.041 Uiso 1 1 calc R . . . .
C36 C 0.11834(12) 0.1107(2) 0.69092(11) 0.0295(4) Uani 1 1 d . . . . .
H36 H 0.0806 0.0472 0.6554 0.035 Uiso 1 1 calc R . . . .
C41 C -0.03983(12) 0.2443(2) 0.55319(11) 0.0286(4) Uani 1 1 d . . . . .
C42 C -0.04261(13) 0.3130(2) 0.61490(11) 0.0315(4) Uani 1 1 d . . . . .
H42 H 0.0033 0.3710 0.6453 0.038 Uiso 1 1 calc R . . . .
C43 C -0.11133(14) 0.2978(2) 0.63264(12) 0.0373(5) Uani 1 1 d . . . . .
H43 H -0.1117 0.3447 0.6752 0.045 Uiso 1 1 calc R . . . .
C44 C -0.17931(14) 0.2148(2) 0.58883(14) 0.0411(5) Uani 1 1 d . . . . .
H44 H -0.2258 0.2035 0.6015 0.049 Uiso 1 1 calc R . . . .
C45 C -0.17871(13) 0.1489(2) 0.52657(13) 0.0398(5) Uani 1 1 d . . . . .
H45 H -0.2255 0.0929 0.4957 0.048 Uiso 1 1 calc R . . . .
C46 C -0.10988(13) 0.1639(2) 0.50858(12) 0.0339(5) Uani 1 1 d . . . . .
H46 H -0.1106 0.1186 0.4652 0.041 Uiso 1 1 calc R . . . .
C50 C 0.89431(15) 0.4342(3) 0.93932(12) 0.0446(6) Uani 1 1 d . . . . .
H50A H 0.8784 0.4199 0.9812 0.067 Uiso 1 1 calc GR . . . .
H50B H 0.9102 0.5317 0.9383 0.067 Uiso 1 1 calc GR . . . .
H50C H 0.9424 0.3742 0.9461 0.067 Uiso 1 1 calc GR . . . .
C51 C 0.68112(12) 0.3454(2) 0.73121(11) 0.0270(4) Uani 1 1 d . . . . .
C52 C 0.74524(12) 0.4303(2) 0.73104(11) 0.0309(4) Uani 1 1 d . . . . .
H52 H 0.7415 0.4704 0.6854 0.037 Uiso 1 1 calc R . . . .
C53 C 0.81481(13) 0.4558(2) 0.79829(12) 0.0332(4) Uani 1 1 d . . . . .
H53 H 0.8594 0.5129 0.7986 0.040 Uiso 1 1 calc R . . . .
C54 C 0.82023(13) 0.3984(2) 0.86601(11) 0.0329(4) Uani 1 1 d . . . . .
C55 C 0.75627(13) 0.3112(2) 0.86392(12) 0.0348(5) Uani 1 1 d . . . . .
H55 H 0.7601 0.2697 0.9093 0.042 Uiso 1 1 calc R . . . .
C56 C 0.68696(13) 0.2834(2) 0.79711(12) 0.0315(4) Uani 1 1 d . . . . .
H56 H 0.6437 0.2223 0.7963 0.038 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 O1 1.4372(14) . ?
S1 O2 1.4414(14) . ?
S1 N1 1.6416(17) . ?
S1 C51 1.7606(19) . ?
O3 C1 1.325(2) . ?
O3 C3 1.465(3) . ?
N1 C1 1.284(2) . ?
C1 C2 1.511(3) . ?
C2 C14 1.522(3) . ?
C3 C4 1.505(3) . ?
C10 C11 1.497(3) . ?
C10 C20 1.352(3) . ?
C10 C31 1.498(3) . ?
C11 C12 1.396(3) . ?
C11 C16 1.401(3) . ?
C12 C13 1.392(3) . ?
C13 C14 1.394(3) . ?
C14 C15 1.386(3) . ?
C15 C16 1.388(3) . ?
C20 C21 1.500(3) . ?
C20 C41 1.494(3) . ?
C21 C22 1.391(3) . ?
C21 C26 1.391(3) . ?
C22 C23 1.400(3) . ?
C23 C24 1.378(3) . ?
C24 C25 1.367(3) . ?
C25 C26 1.383(3) . ?
C31 C32 1.399(3) . ?
C31 C36 1.389(3) . ?
C32 C33 1.388(3) . ?
C33 C34 1.392(3) . ?
C34 C35 1.381(3) . ?
C35 C36 1.391(3) . ?
C41 C42 1.396(3) . ?
C41 C46 1.396(3) . ?
C42 C43 1.389(3) . ?
C43 C44 1.385(3) . ?
C44 C45 1.378(4) . ?
C45 C46 1.393(3) . ?
C50 C54 1.509(3) . ?
C51 C52 1.385(3) . ?
C51 C56 1.385(3) . ?
C52 C53 1.384(3) . ?
C53 C54 1.402(3) . ?
C54 C55 1.382(3) . ?
C55 C56 1.381(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S1 O2 117.58(9) . . ?
O1 S1 N1 110.18(9) . . ?
O1 S1 C51 108.93(9) . . ?
O2 S1 N1 110.98(8) . . ?
O2 S1 C51 108.73(9) . . ?
N1 S1 C51 98.76(9) . . ?
C1 O3 C3 117.41(15) . . ?
C1 N1 S1 121.67(14) . . ?
O3 C1 C2 111.23(15) . . ?
N1 C1 O3 119.20(17) . . ?
N1 C1 C2 129.57(18) . . ?
C1 C2 C14 112.06(15) . . ?
O3 C3 C4 107.04(18) . . ?
C11 C10 C31 113.40(16) . . ?
C20 C10 C11 123.31(18) . . ?
C20 C10 C31 123.28(18) . . ?
C12 C11 C10 122.89(17) . . ?
C12 C11 C16 117.12(18) . . ?
C16 C11 C10 119.79(17) . . ?
C13 C12 C11 121.32(17) . . ?
C12 C13 C14 120.55(18) . . ?
C13 C14 C2 120.29(17) . . ?
C15 C14 C2 120.91(16) . . ?
C15 C14 C13 118.80(17) . . ?
C14 C15 C16 120.33(17) . . ?
C15 C16 C11 121.83(18) . . ?
C10 C20 C21 120.61(18) . . ?
C10 C20 C41 123.64(18) . . ?
C41 C20 C21 115.69(16) . . ?
C22 C21 C20 121.61(18) . . ?
C26 C21 C20 120.00(18) . . ?
C26 C21 C22 118.20(18) . . ?
C21 C22 C23 120.2(2) . . ?
C24 C23 C22 119.8(2) . . ?
C25 C24 C23 120.5(2) . . ?
C24 C25 C26 119.8(2) . . ?
C25 C26 C21 121.4(2) . . ?
C32 C31 C10 118.94(17) . . ?
C36 C31 C10 122.37(18) . . ?
C36 C31 C32 118.54(18) . . ?
C33 C32 C31 120.81(19) . . ?
C32 C33 C34 119.9(2) . . ?
C35 C34 C33 119.68(19) . . ?
C34 C35 C36 120.4(2) . . ?
C31 C36 C35 120.67(19) . . ?
C42 C41 C20 122.37(18) . . ?
C42 C41 C46 117.56(19) . . ?
C46 C41 C20 120.03(18) . . ?
C43 C42 C41 121.1(2) . . ?
C44 C43 C42 120.6(2) . . ?
C45 C44 C43 119.3(2) . . ?
C44 C45 C46 120.4(2) . . ?
C45 C46 C41 121.2(2) . . ?
C52 C51 S1 119.20(15) . . ?
C52 C51 C56 120.94(18) . . ?
C56 C51 S1 119.75(15) . . ?
C53 C52 C51 119.04(19) . . ?
C52 C53 C54 120.79(19) . . ?
C53 C54 C50 119.9(2) . . ?
C55 C54 C50 121.4(2) . . ?
C55 C54 C53 118.67(19) . . ?
C56 C55 C54 121.2(2) . . ?
C55 C56 C51 119.30(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N1 C1 O3 -177.84(13) . . . . ?
S1 N1 C1 C2 1.4(3) . . . . ?
S1 C51 C52 C53 174.41(16) . . . . ?
S1 C51 C56 C55 -173.59(16) . . . . ?
O1 S1 N1 C1 69.45(18) . . . . ?
O1 S1 C51 C52 38.74(19) . . . . ?
O1 S1 C51 C56 -145.07(16) . . . . ?
O2 S1 N1 C1 -62.54(18) . . . . ?
O2 S1 C51 C52 168.02(16) . . . . ?
O2 S1 C51 C56 -15.79(19) . . . . ?
O3 C1 C2 C14 -69.9(2) . . . . ?
N1 S1 C51 C52 -76.21(18) . . . . ?
N1 S1 C51 C56 99.98(17) . . . . ?
N1 C1 C2 C14 110.8(2) . . . . ?
C1 O3 C3 C4 170.91(17) . . . . ?
C1 C2 C14 C13 95.72(19) . . . . ?
C1 C2 C14 C15 -84.6(2) . . . . ?
C2 C14 C15 C16 178.10(16) . . . . ?
C3 O3 C1 N1 0.3(3) . . . . ?
C3 O3 C1 C2 -179.10(16) . . . . ?
C10 C11 C12 C13 172.91(17) . . . . ?
C10 C11 C16 C15 -174.27(17) . . . . ?
C10 C20 C21 C22 -133.7(2) . . . . ?
C10 C20 C21 C26 51.3(3) . . . . ?
C10 C20 C41 C42 40.3(3) . . . . ?
C10 C20 C41 C46 -141.9(2) . . . . ?
C10 C31 C32 C33 -176.60(18) . . . . ?
C10 C31 C36 C35 176.45(18) . . . . ?
C11 C10 C20 C21 12.7(3) . . . . ?
C11 C10 C20 C41 -170.12(18) . . . . ?
C11 C10 C31 C32 47.0(2) . . . . ?
C11 C10 C31 C36 -128.51(19) . . . . ?
C11 C12 C13 C14 1.0(3) . . . . ?
C12 C11 C16 C15 0.7(3) . . . . ?
C12 C13 C14 C2 -179.28(16) . . . . ?
C12 C13 C14 C15 1.1(3) . . . . ?
C13 C14 C15 C16 -2.2(3) . . . . ?
C14 C15 C16 C11 1.4(3) . . . . ?
C16 C11 C12 C13 -1.9(3) . . . . ?
C20 C10 C11 C12 47.8(3) . . . . ?
C20 C10 C11 C16 -137.6(2) . . . . ?
C20 C10 C31 C32 -132.2(2) . . . . ?
C20 C10 C31 C36 52.3(3) . . . . ?
C20 C21 C22 C23 -177.26(19) . . . . ?
C20 C21 C26 C25 176.11(19) . . . . ?
C20 C41 C42 C43 -179.97(18) . . . . ?
C20 C41 C46 C45 179.90(18) . . . . ?
C21 C20 C41 C42 -142.43(19) . . . . ?
C21 C20 C41 C46 35.4(3) . . . . ?
C21 C22 C23 C24 1.6(3) . . . . ?
C22 C21 C26 C25 1.0(3) . . . . ?
C22 C23 C24 C25 0.4(3) . . . . ?
C23 C24 C25 C26 -1.6(3) . . . . ?
C24 C25 C26 C21 0.9(3) . . . . ?
C26 C21 C22 C23 -2.3(3) . . . . ?
C31 C10 C11 C12 -131.47(19) . . . . ?
C31 C10 C11 C16 43.2(2) . . . . ?
C31 C10 C20 C21 -168.12(18) . . . . ?
C31 C10 C20 C41 9.0(3) . . . . ?
C31 C32 C33 C34 0.4(3) . . . . ?
C32 C31 C36 C35 0.9(3) . . . . ?
C32 C33 C34 C35 0.0(3) . . . . ?
C33 C34 C35 C36 0.0(3) . . . . ?
C34 C35 C36 C31 -0.5(3) . . . . ?
C36 C31 C32 C33 -0.9(3) . . . . ?
C41 C20 C21 C22 48.9(3) . . . . ?
C41 C20 C21 C26 -126.0(2) . . . . ?
C41 C42 C43 C44 -0.6(3) . . . . ?
C42 C41 C46 C45 -2.2(3) . . . . ?
C42 C43 C44 C45 -1.0(3) . . . . ?
C43 C44 C45 C46 1.0(3) . . . . ?
C44 C45 C46 C41 0.6(3) . . . . ?
C46 C41 C42 C43 2.2(3) . . . . ?
C50 C54 C55 C56 177.3(2) . . . . ?
C51 S1 N1 C1 -176.57(16) . . . . ?
C51 C52 C53 C54 -0.8(3) . . . . ?
C52 C51 C56 C55 2.5(3) . . . . ?
C52 C53 C54 C50 -176.5(2) . . . . ?
C52 C53 C54 C55 2.6(3) . . . . ?
C53 C54 C55 C56 -1.7(3) . . . . ?
C54 C55 C56 C51 -0.8(3) . . . . ?
C56 C51 C52 C53 -1.7(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2015-02-12
_olex2_submission_special_instructions 'No special instructions were received'
