# Electronic Supplementary Material (ESI) for ChemComm.
# 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. 
# 
#######################################################################

data_tlnnlb
_database_code_depnum_ccdc_archive 'CCDC 1584893'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;
_nottingham_internal_coll_name   TLNNLB
_nottingham_internal_coll_number 16574
_nottingham_internal_coll_client TLNN/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'ofand \w scans'
_nottingham_internal_coll_frame_time 'degrees,, 2.00'
_nottingham_internal_coll_frame_width 'in, 2.00'
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   19/10/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVA, PL13110002'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 10/11/2016
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 10/11/2016
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 10/11/2016
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 24/8/2017
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 24/8/2017
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_audit_creation_date             2017-08-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H25 N O3 S'
_chemical_formula_sum            'C24 H25 N O3 S'
_chemical_formula_weight         407.51
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H23 N O3 S'
_chemical_oxdiff_usercomment     
'TLNNLB #16574 GVA-1084 IN FOMBLIN FILM ON MICROMOUNT FOR TLNN/HWL'
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           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   8.3029(3)
_cell_length_b                   10.9797(3)
_cell_length_c                   12.3088(3)
_cell_angle_alpha                77.695(3)
_cell_angle_beta                 82.174(2)
_cell_angle_gamma                84.301(3)
_cell_volume                     1083.25(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    63122
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.5870
_cell_measurement_theta_min      3.6600
_shelx_estimated_absorpt_T_max   0.600
_shelx_estimated_absorpt_T_min   0.276
_exptl_absorpt_coefficient_mu    1.519
_exptl_absorpt_correction_T_max  0.624
_exptl_absorpt_correction_T_min  0.304
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41n (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             432
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.2198
-1 0 0 0.1548
-2 -1 5 0.4066
1 -5 0 0.4281
-3 5 4 0.4526
0 5 -3 0.3175
1 2 -5 0.3623
-4 3 -4 0.1588
3 6 4 0.4553
-2 6 0 0.3934
5 0 5 0.4487
4 4 5 0.4794
-1 -7 -2 0.4993
-2 2 -6 0.2275
1 6 6 0.4564
2 0 7 0.5453
0 -6 -5 0.5818
-1 -7 0 0.4074
5 2 -1 0.2718
-1 -6 1 0.4206

_exptl_crystal_recrystallization_method 
'crystallised by diffusion of petroleum ether vapour into an ethyl acetate solution of the compound'
_exptl_crystal_size_max          1.139
_exptl_crystal_size_mid          0.861
_exptl_crystal_size_min          0.375
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.9989 0.0003 -0.0014 -0.0109 0.1764 -0.0629
-0.9989 -0.0003 0.0014 0.0109 -0.1764 0.0629
-1.9915 -0.9981 5.0014 0.6539 -0.4710 -0.1197
0.9992 -4.9951 0.0007 -0.0036 -0.0153 -0.7562
-2.9920 4.9958 4.0007 0.5299 -0.4014 0.7966
-0.0041 4.9945 -3.0010 -0.3857 0.2396 0.7574
0.9925 1.9969 -5.0004 -0.6445 0.3329 0.3212
-4.0008 2.9950 -3.9941 -0.4654 -0.5267 0.7532
3.0013 5.9965 3.9917 0.4632 0.6953 0.5577
-1.9982 5.9939 0.0003 0.0130 -0.1228 0.9578
5.0007 0.0028 4.9910 0.5763 0.8021 -0.4215
4.0016 3.9989 4.9908 0.5814 0.7790 0.1960
-1.0009 -6.9944 -1.9949 -0.2312 -0.4128 -0.8649
-2.0054 1.9958 -5.9958 -0.7380 -0.1803 0.5314
1.0060 5.9965 5.9938 0.7372 0.3105 0.6408
2.0066 0.0026 6.9946 0.8612 0.2410 -0.2755
-0.0059 -5.9960 -4.9956 -0.6219 -0.1501 -0.7251
-0.9984 -6.9938 0.0044 0.0211 -0.4447 -0.9077
4.9931 1.9992 -1.0076 -0.1834 0.9746 -0.0160
-0.9973 -5.9944 1.0036 0.1457 -0.4224 -0.7904

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            72705
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.666
_diffrn_reflns_theta_min         3.701
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 4.2207
_diffrn_detector_type            'Agilent Diffraction Titan S2 detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    131.00 167.00   2.00    2.00    --  103.95  45.00 120.00   18
  2  ω    101.00 127.00   2.00    2.00    --  103.95  45.00 120.00   13
  3  ω     32.00 122.00   2.00    2.00    --  103.95 -77.00 -60.00   45
  4  ω     70.00 100.00   2.00    2.00    --  103.95-125.00-180.00   15
  5  ω     50.00 106.00   2.00    2.00    --  103.95-125.00-120.00   28
  6  ω     66.00 122.00   2.00    2.00    --  103.95-125.00 -60.00   28
  7  ω     62.00 108.00   2.00    2.00    --  103.95 -94.00  60.00   23
  8  ω     36.00  84.00   2.00    2.00    --  103.95 -45.00  90.00   24
  9  ω     36.00  82.00   2.00    2.00    --  103.95 -45.00  30.00   23
 10  ω     32.00  84.00   2.00    2.00    --  103.95 -30.00 -60.00   26
 11  ω     83.00 171.00   2.00    2.00    --  103.95  30.00-150.00   44
 12  ω     70.00 116.00   2.00    2.00    --   43.31 170.00-179.00   23
 13  ω     20.00 112.00   2.00    2.00    --   43.31  57.00   0.00   46
 14  ω     35.00  91.00   2.00    2.00    --  103.95 -45.00-180.00   28
 15  ω     47.00 115.00   2.00    2.00    --  103.95 -15.00-180.00   34
 16  ω     27.00  53.00   2.00    2.00    --  103.95 -94.00  60.00   13
 17  ω    -25.00  67.00   2.00    2.00    --   43.31 -57.00-150.00   46
 18  ω    -63.00  15.00   2.00    2.00    --  -43.31  57.00 150.00   39
 19  ω    -56.00 -24.00   2.00    2.00    --  -43.31 -38.00 -30.00   16
 20  ω     13.00  69.00   2.00    2.00    --   43.31  77.00 -60.00   28
 21  ω     13.00 103.00   2.00    2.00    --   43.31  77.00 120.00   45
 22  ω     -6.00  56.00   2.00    2.00    --   43.31 -57.00 -60.00   31
 23  ω     13.00 111.00   2.00    2.00    --   43.31  77.00-150.00   49
 24  ω     13.00  69.00   2.00    2.00    --   43.31  77.00  30.00   28
 25  ω     80.00 106.00   2.00    2.00    --  103.95  61.00  90.00   13
 26  ω    132.00 176.00   2.00    2.00    --  103.95  77.00 -60.00   22
 27  ω     74.00 100.00   2.00    2.00    --  103.95  77.00-180.00   13
 28  ω    141.00 167.00   2.00    2.00    --  103.95  61.00 -30.00   13
 29  ω     79.00 129.00   2.00    2.00    --  103.95  61.00 -30.00   25
 30  ω     79.00 123.00   2.00    2.00    --  103.95  61.00  60.00   22
 31  ω     79.00 113.00   2.00    2.00    --  103.95  61.00  30.00   17
 32  ω     75.00 105.00   2.00    2.00    --  103.95  77.00  90.00   15
 33  ω     82.00 170.00   2.00    2.00    --  103.95  61.00   0.00   44
 34  ω     82.00 164.00   2.00    2.00    --  103.95  61.00 -90.00   41
 35  ω     82.00 108.00   2.00    2.00    --  103.95  61.00-120.00   13
 36  ω     74.00 100.00   2.00    2.00    --  103.95  77.00 -90.00   13
 37  ω     74.00 100.00   2.00    2.00    --  103.95  77.00  60.00   13
 38  ω     74.00 100.00   2.00    2.00    --  103.95  77.00 -30.00   13
 39  ω     74.00 100.00   2.00    2.00    --  103.95  77.00   0.00   13
 40  ω     74.00 100.00   2.00    2.00    --  103.95  77.00 -60.00   13
 41  ω     74.00 106.00   2.00    2.00    --  103.95  77.00 150.00   16
 42  ω     74.00 100.00   2.00    2.00    --  103.95  77.00-150.00   13
 43  ω     74.00 110.00   2.00    2.00    --  103.95  77.00-120.00   18
 44  ω    113.00 161.00   2.00    2.00    --  103.95  77.00-120.00   24
 45  ω     80.00 108.00   2.00    2.00    --  103.95  61.00-180.00   14
 46  ω     80.00 142.00   2.00    2.00    --  103.95  61.00 -60.00   31
 47  ω     79.00 105.00   2.00    2.00    --  103.95  61.00 150.00   13
 48  ω     79.00 105.00   2.00    2.00    --  103.95  61.00-150.00   13
 49  ω     78.00 128.00   2.00    2.00    --  103.95  62.00  43.68   25
 50  ω     76.00 102.00   2.00    2.00    --  103.95  70.00 120.87   13
 51  ω    -49.00 -21.00   2.00    2.00    --  -43.31 -38.00 120.00   14
 52  ω     77.00 113.00   2.00    2.00    --  104.50  68.00-113.93   18
 53  ω     37.00  65.00   2.00    2.00    --  104.50 -45.00 -60.00   14
 54  ω    116.00 156.00   2.00    2.00    --  104.50  65.00-142.13   20
 55  ω     79.00 113.00   2.00    2.00    --  104.50  61.00 152.00   17
 56  ω    127.00 153.00   2.00    2.00    --  104.50  61.00 152.00   13
 57  ω     40.00  66.00   2.00    2.00    --  104.50-125.00-180.00   13
 58  ω     93.00 119.00   2.00    2.00    --  104.50-125.00-180.00   13
 59  ω     34.00  60.00   2.00    2.00    --  104.50-125.00  60.00   13
 60  ω     81.00 121.00   2.00    2.00    --  104.50-125.00  60.00   20
 61  ω     39.00  85.00   2.00    2.00    --  104.50-125.00 -30.00   23
 62  ω     92.00 118.00   2.00    2.00    --  104.50-125.00 -30.00   13
 63  ω     35.00  71.00   2.00    2.00    --  104.50 -61.00  90.00   18
 64  ω     82.00 108.00   2.00    2.00    --  104.50 -61.00  90.00   13
 65  ω     79.00 113.00   2.00    2.00    --  104.50  65.00-142.13   17
 66  ω     69.00  97.00   2.00    2.00    --  104.50 -94.00-150.00   14
 67  ω     80.00 124.00   2.00    2.00    --  104.50  61.00 120.00   22
 68  ω     51.00  77.00   2.00    2.00    --  104.50 -61.00   0.00   13
 69  ω     89.00 123.00   2.00    2.00    --  104.50 -61.00   0.00   17
 70  ω     74.00 100.00   2.00    2.00    --  104.50  77.00  30.00   13
 71  ω    144.00 172.00   2.00    2.00    --  104.50  77.00  30.00   14
 72  ω     75.00 141.00   2.00    2.00    --  104.50  77.00 120.00   33
 73  ω     84.00 130.00   2.00    2.00    --  104.50  45.00 -30.00   23
 74  ω     40.00  82.00   2.00    2.00    --  104.50 -45.00 120.00   21
 75  ω     43.00  71.00   2.00    2.00    --  104.50-125.00   0.00   14
 76  ω     85.00 111.00   2.00    2.00    --  104.50-125.00   0.00   13
 77  ω    142.00 168.00   2.00    2.00    --  104.50  68.00   1.00   13
 78  ω    104.00 154.00   2.00    2.00    --  104.50  30.00 -90.00   25
 79  ω    116.00 160.00   2.00    2.00    --  104.50 125.00   0.00   22
 80  ω     75.00 103.00   2.00    2.00    --  104.50 -77.00  60.00   14
 81  ω     43.00  69.00   2.00    2.00    --  104.50-125.00-150.00   13
 82  ω     93.00 119.00   2.00    2.00    --  104.50-125.00-150.00   13
 83  ω     85.00 115.00   2.00    2.00    --  104.50  15.00  90.00   15
 84  ω    124.00 174.00   2.00    2.00    --  104.50  15.00  90.00   25
 85  ω     38.00  64.00   2.00    2.00    --  104.50 -61.00 -90.00   13
 86  ω     79.00 117.00   2.00    2.00    --  104.50 -61.00 -90.00   19
 87  ω     83.00 119.00   2.00    2.00    --  104.50  45.00   0.00   18
 88  ω    128.00 162.00   2.00    2.00    --  104.50  45.00   0.00   17
 89  ω     78.00 120.00   2.00    2.00    --  104.50  68.00   1.00   21
 90  ω    116.00 142.00   2.00    2.00    --  104.50  76.00  49.15   13
 91  ω     75.00 101.00   2.00    2.00    --  104.50  74.00  81.25   13
 92  ω    117.00 143.00   2.00    2.00    --  104.50  74.00  81.25   13
 93  ω     74.00 108.00   2.00    2.00    --  104.50  79.00-172.37   17
 94  ω    126.00 152.00   2.00    2.00    --  104.50  79.00-172.37   13
 95  ω     85.00 137.00   2.00    2.00    --  104.50  45.00 -60.00   26
 96  ω     75.00 101.00   2.00    2.00    --  104.50  76.00  49.15   13
 97  ω     19.00 113.00   2.00    2.00    --   43.31  57.00-120.00   47
 98  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00-150.00   74
 99  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00 -60.00   74
100  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00  90.00   74
101  ω     19.00 113.00   2.00    2.00    --   43.31  57.00 120.00   47
102  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00-180.00   74
103  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00  30.00   74
104  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00   0.00   74
105  ω     19.00 113.00   2.00    2.00    --   43.31  57.00 -90.00   47
106  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00-120.00   74
107  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00 120.00   74
108  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00 -90.00   74
109  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00  60.00   74
110  ω    -31.00 117.00   2.00    2.00    --   43.31   0.00 -30.00   74
111  ω     21.00 113.00   2.00    2.00    --   43.31  38.00   0.00   46
112  ω     23.00 109.00   2.00    2.00    --  104.50 -94.00-120.00   43
113  ω     36.00  98.00   2.00    2.00    --  104.50 -45.00 150.00   31
114  ω     36.00  98.00   2.00    2.00    --  104.50 -45.00   0.00   31
115  ω     32.00  90.00   2.00    2.00    --  104.50 -30.00  60.00   29
116  ω     30.00 178.00   2.00    2.00    --  104.50   0.00 -90.00   74
117  ω     30.00 178.00   2.00    2.00    --  104.50   0.00-120.00   74
118  ω     27.00 141.00   2.00    2.00    --  104.50 -15.00  60.00   57
119  ω     76.00 178.00   2.00    2.00    --  104.50  85.00   2.72   51
120  ω     32.00  90.00   2.00    2.00    --  104.50 -30.00   0.00   29
121  ω     30.00 178.00   2.00    2.00    --  104.50   0.00   0.00   74
122  ω     36.00  98.00   2.00    2.00    --  104.50 -45.00-180.00   31
123  ω     74.00 176.00   2.00    2.00    --  104.50  76.00  49.15   51
124  ω     75.00 177.00   2.00    2.00    --  104.50  80.00 -58.65   51
125  ω     73.00 175.00   2.00    2.00    --  104.50 125.00 150.00   51
126  ω     23.00 109.00   2.00    2.00    --  104.50 -94.00  30.00   43
127  ω     74.00 176.00   2.00    2.00    --  104.50  77.00 -90.00   51
128  ω     74.00 176.00   2.00    2.00    --  104.50  77.00-120.00   51
129  ω     75.00 175.00   2.00    2.00    --  104.50  74.00 -76.90   50
130  ω     79.00 173.00   2.00    2.00    --  104.50  61.00 -90.00   47
131  ω     75.00 175.00   2.00    2.00    --  104.50  74.00  12.37   50
132  ω     81.00 173.00   2.00    2.00    --  104.50  48.00-138.39   46
133  ω     82.00 172.00   2.00    2.00    --  104.50  45.00  90.00   45
134  ω     77.00 177.00   2.00    2.00    --  104.50  86.00 119.68   50
135  ω     78.00 174.00   2.00    2.00    --  104.50  65.00  99.35   48
136  ω     82.00 172.00   2.00    2.00    --  104.50  45.00  30.00   45
137  ω     74.00 176.00   2.00    2.00    --  104.50  77.00  60.00   51
138  ω     75.00 177.00   2.00    2.00    --  104.50  81.00-133.04   51
139  ω     82.00 172.00   2.00    2.00    --  104.50  45.00 -90.00   45
140  ω     74.00 176.00   2.00    2.00    --  104.50  78.00 121.03   51
141  ω     30.00 178.00   2.00    2.00    --  104.50   0.00-180.00   74
142  ω     30.00 178.00   2.00    2.00    --  104.50   0.00-150.00   74
143  ω     82.00 172.00   2.00    2.00    --  104.50  45.00-180.00   45
144  ω     33.00 121.00   2.00    2.00    --  104.50-125.00 150.00   44
145  ω     30.00 178.00   2.00    2.00    --  104.50   0.00 -60.00   74
146  ω     30.00 178.00   2.00    2.00    --  104.50   0.00 -30.00   74
147  ω     33.00 121.00   2.00    2.00    --  104.50-125.00-120.00   44
148  ω     30.00 178.00   2.00    2.00    --  104.50   0.00  30.00   74
149  ω     82.00 172.00   2.00    2.00    --  104.50  45.00-150.00   45
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Titan S2'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0107011000
_diffrn_orient_matrix_UB_12      -0.0014042000
_diffrn_orient_matrix_UB_13      0.1261957000
_diffrn_orient_matrix_UB_21      0.1765525000
_diffrn_orient_matrix_UB_22      0.0383743000
_diffrn_orient_matrix_UB_23      -0.0162146000
_diffrn_orient_matrix_UB_31      -0.0630713000
_diffrn_orient_matrix_UB_32      0.1387754000
_diffrn_orient_matrix_UB_33      -0.0213425000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         1.000
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                8203
_reflns_number_total             8217
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_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 1.171.38.41n (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41n (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41n (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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.050(14)
_refine_ls_extinction_coef       0.0272(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     529
_refine_ls_number_reflns         8217
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.035
_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)+(0.1094P)²+0.1876P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1282
_refine_ls_wR_factor_ref         0.1282
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.950(14)
 0.050(14)
2. 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
3.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5), C34(H34), C35(H35)
3.b Secondary CH2 refined with riding coordinates:
 C6(H6a,H6b), C10(H10a,H10b), C36(H36a,H36b), C40(H40a,H40b)
3.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C24(H24),
 C25(H25), C27(H27), C28(H28), C37(H37), C38(H38), C46(H46), C47(H47), C48(H48),
  C49(H49), C50(H50), C54(H54), C55(H55), C57(H57), C58(H58)
3.d X=CH2 refined with riding coordinates:
 C14(H14a,H14b), C44(H44a,H44b)
3.e Idealised Me refined as rotating group:
 C12(H12a,H12b,H12c), C29(H29a,H29b,H29c), C42(H42a,H42b,H42c), C59(H59a,H59b,
 H59c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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_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 0.77546(8) 0.00806(6) 0.69647(5) 0.02614(19) Uani 1 1 d . . . . .
N2 N 0.7610(3) 0.1446(2) 0.6157(2) 0.0241(5) Uani 1 1 d . . . . .
C3 C 0.6754(4) 0.1761(3) 0.5112(2) 0.0250(6) Uani 1 1 d . . . . .
C4 C 0.7796(3) 0.2775(3) 0.4357(2) 0.0216(6) Uani 1 1 d . . . . .
H4 H 0.709334 0.338444 0.386487 0.026 Uiso 1 1 calc R . . . .
C5 C 0.8406(3) 0.3429(3) 0.5203(2) 0.0210(5) Uani 1 1 d . . . . .
H5 H 0.746198 0.393982 0.551535 0.025 Uiso 1 1 calc R . . . .
C6 C 0.8848(4) 0.2341(3) 0.6131(2) 0.0245(6) Uani 1 1 d . . . . .
H6A H 0.996382 0.196933 0.595326 0.029 Uiso 1 1 calc R . . . .
H6B H 0.877264 0.260896 0.685585 0.029 Uiso 1 1 calc R . . . .
C7 C 0.6665(5) 0.0650(3) 0.4587(3) 0.0327(7) Uani 1 1 d . . . . .
H7 H 0.595258 0.003053 0.497087 0.039 Uiso 1 1 calc R . . . .
C8 C 0.7513(5) 0.0472(3) 0.3625(3) 0.0350(7) Uani 1 1 d . . . . .
H8 H 0.733595 -0.023493 0.333765 0.042 Uiso 1 1 calc R . . . .
C9 C 0.8715(4) 0.1340(3) 0.2995(3) 0.0294(7) Uani 1 1 d . . . . .
C10 C 0.9235(4) 0.2237(3) 0.3635(2) 0.0270(6) Uani 1 1 d . . . . .
H10A H 0.975875 0.293128 0.309851 0.032 Uiso 1 1 calc R . . . .
H10B H 1.005397 0.179562 0.412421 0.032 Uiso 1 1 calc R . . . .
O11 O 0.9266(3) 0.1318(3) 0.2031(2) 0.0412(6) Uani 1 1 d . . . . .
C12 C 0.5009(4) 0.2290(4) 0.5414(3) 0.0360(8) Uani 1 1 d . . . . .
H12A H 0.504132 0.301899 0.574953 0.054 Uiso 1 1 calc GR . . . .
H12B H 0.440968 0.164925 0.594979 0.054 Uiso 1 1 calc GR . . . .
H12C H 0.446236 0.253972 0.473504 0.054 Uiso 1 1 calc GR . . . .
C13 C 0.9750(4) 0.4289(3) 0.4700(2) 0.0227(5) Uani 1 1 d . . . . .
C14 C 1.1224(4) 0.4134(3) 0.5052(3) 0.0317(7) Uani 1 1 d . . . . .
H14A H 1.202613 0.470143 0.471148 0.038 Uiso 1 1 calc R . . . .
H14B H 1.146956 0.345645 0.564176 0.038 Uiso 1 1 calc R . . . .
C15 C 0.9360(4) 0.5349(3) 0.3775(2) 0.0227(6) Uani 1 1 d . . . . .
C16 C 0.7841(4) 0.6027(3) 0.3793(2) 0.0255(6) Uani 1 1 d . . . . .
H16 H 0.700276 0.577886 0.438318 0.031 Uiso 1 1 calc R . . . .
C17 C 0.7550(4) 0.7066(3) 0.2950(3) 0.0283(6) Uani 1 1 d . . . . .
H17 H 0.651777 0.752439 0.297498 0.034 Uiso 1 1 calc R . . . .
C18 C 0.8753(4) 0.7435(3) 0.2074(3) 0.0285(6) Uani 1 1 d . . . . .
H18 H 0.855665 0.815043 0.150680 0.034 Uiso 1 1 calc R . . . .
C19 C 1.0245(4) 0.6746(3) 0.2037(3) 0.0316(7) Uani 1 1 d . . . . .
H19 H 1.106915 0.698583 0.143382 0.038 Uiso 1 1 calc R . . . .
C20 C 1.0548(4) 0.5713(3) 0.2870(3) 0.0274(6) Uani 1 1 d . . . . .
H20 H 1.157242 0.524555 0.282657 0.033 Uiso 1 1 calc R . . . .
O21 O 0.8172(3) 0.0265(2) 0.80081(18) 0.0359(5) Uani 1 1 d . . . . .
O22 O 0.6294(3) -0.0518(2) 0.6937(2) 0.0341(5) Uani 1 1 d . . . . .
C23 C 0.9417(4) -0.0780(3) 0.6368(3) 0.0270(6) Uani 1 1 d . . . . .
C24 C 1.1003(4) -0.0552(3) 0.6499(3) 0.0293(6) Uani 1 1 d . . . . .
H24 H 1.117217 -0.000795 0.697239 0.035 Uiso 1 1 calc R . . . .
C25 C 1.2324(4) -0.1125(3) 0.5934(3) 0.0339(7) Uani 1 1 d . . . . .
H25 H 1.339865 -0.096887 0.602343 0.041 Uiso 1 1 calc R . . . .
C26 C 1.2099(4) -0.1931(3) 0.5236(3) 0.0344(7) Uani 1 1 d . . . . .
C27 C 1.0506(5) -0.2190(4) 0.5163(3) 0.0374(8) Uani 1 1 d . . . . .
H27 H 1.033232 -0.276362 0.471916 0.045 Uiso 1 1 calc R . . . .
C28 C 0.9179(4) -0.1629(3) 0.5725(3) 0.0322(7) Uani 1 1 d . . . . .
H28 H 0.810668 -0.182299 0.567112 0.039 Uiso 1 1 calc R . . . .
C29 C 1.3524(5) -0.2484(5) 0.4568(4) 0.0502(10) Uani 1 1 d . . . . .
H29A H 1.363756 -0.200006 0.379823 0.075 Uiso 1 1 calc GR . . . .
H29B H 1.334609 -0.335202 0.456243 0.075 Uiso 1 1 calc GR . . . .
H29C H 1.451942 -0.246276 0.490746 0.075 Uiso 1 1 calc GR . . . .
S31 S 0.62805(7) 0.53078(7) 0.75269(6) 0.02608(19) Uani 1 1 d . . . . .
N32 N 0.6081(3) 0.6184(3) 0.8442(2) 0.0248(5) Uani 1 1 d . . . . .
C33 C 0.7009(3) 0.6035(3) 0.9438(2) 0.0224(5) Uani 1 1 d . . . . .
C34 C 0.5856(3) 0.6789(3) 1.0189(2) 0.0207(5) Uani 1 1 d . . . . .
H34 H 0.651275 0.719335 1.061887 0.025 Uiso 1 1 calc R . . . .
C35 C 0.5010(3) 0.7803(3) 0.9338(2) 0.0197(5) Uani 1 1 d . . . . .
H35 H 0.584979 0.839258 0.895109 0.024 Uiso 1 1 calc R . . . .
C36 C 0.4649(3) 0.7079(3) 0.8484(2) 0.0221(6) Uani 1 1 d . . . . .
H36A H 0.363317 0.664433 0.873754 0.027 Uiso 1 1 calc R . . . .
H36B H 0.455468 0.763470 0.774505 0.027 Uiso 1 1 calc R . . . .
C37 C 0.7398(4) 0.4704(3) 1.0014(3) 0.0308(7) Uani 1 1 d . . . . .
H37 H 0.818377 0.420883 0.962754 0.037 Uiso 1 1 calc R . . . .
C38 C 0.6720(5) 0.4174(3) 1.1024(3) 0.0349(7) Uani 1 1 d . . . . .
H38 H 0.712767 0.335960 1.135483 0.042 Uiso 1 1 calc R . . . .
C39 C 0.5365(4) 0.4797(3) 1.1648(3) 0.0319(7) Uani 1 1 d . . . . .
C40 C 0.4611(4) 0.5992(3) 1.1008(2) 0.0258(6) Uani 1 1 d . . . . .
H40A H 0.404663 0.649215 1.154689 0.031 Uiso 1 1 calc R . . . .
H40B H 0.378111 0.578672 1.058185 0.031 Uiso 1 1 calc R . . . .
O41 O 0.4834(3) 0.4337(3) 1.2604(2) 0.0469(7) Uani 1 1 d . . . . .
C42 C 0.8636(4) 0.6644(3) 0.9057(3) 0.0296(7) Uani 1 1 d . . . . .
H42A H 0.925700 0.653605 0.969806 0.044 Uiso 1 1 calc GR . . . .
H42B H 0.842228 0.753798 0.875513 0.044 Uiso 1 1 calc GR . . . .
H42C H 0.926573 0.624725 0.847653 0.044 Uiso 1 1 calc GR . . . .
C43 C 0.3596(3) 0.8577(3) 0.9820(2) 0.0201(5) Uani 1 1 d . . . . .
C44 C 0.2095(4) 0.8635(3) 0.9514(3) 0.0252(6) Uani 1 1 d . . . . .
H44A H 0.124864 0.917109 0.980021 0.030 Uiso 1 1 calc R . . . .
H44B H 0.187830 0.814100 0.901142 0.030 Uiso 1 1 calc R . . . .
C45 C 0.3974(4) 0.9339(3) 1.0604(2) 0.0231(6) Uani 1 1 d . . . . .
C46 C 0.5496(4) 0.9828(3) 1.0484(3) 0.0258(6) Uani 1 1 d . . . . .
H46 H 0.633503 0.960118 0.994156 0.031 Uiso 1 1 calc R . . . .
C47 C 0.5803(4) 1.0641(4) 1.1145(3) 0.0355(7) Uani 1 1 d . . . . .
H47 H 0.683982 1.097142 1.104555 0.043 Uiso 1 1 calc R . . . .
C48 C 0.4607(5) 1.0967(4) 1.1942(4) 0.0438(9) Uani 1 1 d . . . . .
H48 H 0.480438 1.154064 1.237946 0.053 Uiso 1 1 calc R . . . .
C49 C 0.3109(5) 1.0453(5) 1.2103(4) 0.0481(10) Uani 1 1 d . . . . .
H49 H 0.229525 1.065360 1.267137 0.058 Uiso 1 1 calc R . . . .
C50 C 0.2791(4) 0.9649(4) 1.1439(3) 0.0352(7) Uani 1 1 d . . . . .
H50 H 0.175977 0.930707 1.155446 0.042 Uiso 1 1 calc R . . . .
O51 O 0.6038(3) 0.6093(3) 0.64601(19) 0.0346(5) Uani 1 1 d . . . . .
O52 O 0.7778(3) 0.4538(3) 0.7656(2) 0.0362(6) Uani 1 1 d . . . . .
C53 C 0.4645(4) 0.4341(3) 0.7896(3) 0.0259(6) Uani 1 1 d . . . . .
C54 C 0.3140(4) 0.4774(3) 0.7506(2) 0.0256(6) Uani 1 1 d . . . . .
H54 H 0.302972 0.555448 0.700003 0.031 Uiso 1 1 calc R . . . .
C55 C 0.1809(4) 0.4053(3) 0.7865(3) 0.0273(6) Uani 1 1 d . . . . .
H55 H 0.079156 0.434606 0.759740 0.033 Uiso 1 1 calc R . . . .
C56 C 0.1940(4) 0.2914(3) 0.8605(3) 0.0311(7) Uani 1 1 d . . . . .
C57 C 0.3472(5) 0.2492(4) 0.8958(4) 0.0493(11) Uani 1 1 d . . . . .
H57 H 0.359730 0.169890 0.944317 0.059 Uiso 1 1 calc R . . . .
C58 C 0.4799(5) 0.3201(4) 0.8618(4) 0.0440(10) Uani 1 1 d . . . . .
H58 H 0.581817 0.290296 0.888106 0.053 Uiso 1 1 calc R . . . .
C59 C 0.0510(5) 0.2124(3) 0.9014(3) 0.0383(8) Uani 1 1 d . . . . .
H59A H 0.069820 0.135808 0.871280 0.057 Uiso 1 1 calc GR . . . .
H59B H -0.048319 0.259413 0.876000 0.057 Uiso 1 1 calc GR . . . .
H59C H 0.038455 0.190746 0.983376 0.057 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N2 1.616(3) . ?
S1 O21 1.434(2) . ?
S1 O22 1.443(2) . ?
S1 C23 1.760(4) . ?
N2 C3 1.513(4) . ?
N2 C6 1.484(4) . ?
C3 C4 1.544(4) . ?
C3 C7 1.509(4) . ?
C3 C12 1.534(4) . ?
C4 H4 1.0000 . ?
C4 C5 1.546(4) . ?
C4 C10 1.537(4) . ?
C5 H5 1.0000 . ?
C5 C6 1.520(4) . ?
C5 C13 1.514(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C8 1.335(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.472(5) . ?
C9 C10 1.511(4) . ?
C9 O11 1.217(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.336(5) . ?
C13 C15 1.489(4) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C15 C16 1.400(4) . ?
C15 C20 1.401(4) . ?
C16 H16 0.9500 . ?
C16 C17 1.394(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.386(5) . ?
C19 H19 0.9500 . ?
C19 C20 1.386(5) . ?
C20 H20 0.9500 . ?
C23 C24 1.401(4) . ?
C23 C28 1.389(5) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.399(5) . ?
C26 C27 1.398(5) . ?
C26 C29 1.500(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(5) . ?
C28 H28 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
S31 N32 1.612(3) . ?
S31 O51 1.436(3) . ?
S31 O52 1.440(3) . ?
S31 C53 1.757(3) . ?
N32 C33 1.507(3) . ?
N32 C36 1.468(4) . ?
C33 C34 1.545(4) . ?
C33 C37 1.506(4) . ?
C33 C42 1.538(4) . ?
C34 H34 1.0000 . ?
C34 C35 1.543(4) . ?
C34 C40 1.539(4) . ?
C35 H35 1.0000 . ?
C35 C36 1.522(4) . ?
C35 C43 1.510(4) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 H37 0.9500 . ?
C37 C38 1.329(5) . ?
C38 H38 0.9500 . ?
C38 C39 1.470(5) . ?
C39 C40 1.505(4) . ?
C39 O41 1.218(4) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.342(4) . ?
C43 C45 1.486(4) . ?
C44 H44A 0.9500 . ?
C44 H44B 0.9500 . ?
C45 C46 1.400(4) . ?
C45 C50 1.394(4) . ?
C46 H46 0.9500 . ?
C46 C47 1.391(4) . ?
C47 H47 0.9500 . ?
C47 C48 1.374(6) . ?
C48 H48 0.9500 . ?
C48 C49 1.389(6) . ?
C49 H49 0.9500 . ?
C49 C50 1.390(5) . ?
C50 H50 0.9500 . ?
C53 C54 1.402(4) . ?
C53 C58 1.378(5) . ?
C54 H54 0.9500 . ?
C54 C55 1.391(4) . ?
C55 H55 0.9500 . ?
C55 C56 1.385(5) . ?
C56 C57 1.403(5) . ?
C56 C59 1.507(5) . ?
C57 H57 0.9500 . ?
C57 C58 1.379(6) . ?
C58 H58 0.9500 . ?
C59 H59A 0.9800 . ?
C59 H59B 0.9800 . ?
C59 H59C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 S1 C23 107.28(13) . . ?
O21 S1 N2 106.70(14) . . ?
O21 S1 O22 120.14(14) . . ?
O21 S1 C23 107.16(16) . . ?
O22 S1 N2 107.09(14) . . ?
O22 S1 C23 107.87(15) . . ?
C3 N2 S1 125.1(2) . . ?
C6 N2 S1 119.1(2) . . ?
C6 N2 C3 111.8(2) . . ?
N2 C3 C4 101.9(2) . . ?
N2 C3 C12 108.8(3) . . ?
C7 C3 N2 113.4(3) . . ?
C7 C3 C4 113.1(3) . . ?
C7 C3 C12 108.2(3) . . ?
C12 C3 C4 111.3(3) . . ?
C3 C4 H4 109.8 . . ?
C3 C4 C5 103.4(2) . . ?
C5 C4 H4 109.8 . . ?
C10 C4 C3 113.1(2) . . ?
C10 C4 H4 109.8 . . ?
C10 C4 C5 110.9(2) . . ?
C4 C5 H5 108.0 . . ?
C6 C5 C4 102.9(2) . . ?
C6 C5 H5 108.0 . . ?
C13 C5 C4 114.1(2) . . ?
C13 C5 H5 108.0 . . ?
C13 C5 C6 115.6(2) . . ?
N2 C6 C5 103.2(2) . . ?
N2 C6 H6A 111.1 . . ?
N2 C6 H6B 111.1 . . ?
C5 C6 H6A 111.1 . . ?
C5 C6 H6B 111.1 . . ?
H6A C6 H6B 109.1 . . ?
C3 C7 H7 117.5 . . ?
C8 C7 C3 124.9(3) . . ?
C8 C7 H7 117.5 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.9(3) . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C10 115.5(3) . . ?
O11 C9 C8 121.9(3) . . ?
O11 C9 C10 122.6(3) . . ?
C4 C10 H10A 109.1 . . ?
C4 C10 H10B 109.1 . . ?
C9 C10 C4 112.3(3) . . ?
C9 C10 H10A 109.1 . . ?
C9 C10 H10B 109.1 . . ?
H10A C10 H10B 107.9 . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C5 123.1(3) . . ?
C14 C13 C15 120.2(3) . . ?
C15 C13 C5 116.7(2) . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C16 C15 C13 121.9(3) . . ?
C16 C15 C20 118.2(3) . . ?
C20 C15 C13 119.9(3) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.5(3) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(3) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.1(3) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.7(3) . . ?
C20 C19 H19 119.6 . . ?
C15 C20 H20 119.6 . . ?
C19 C20 C15 120.8(3) . . ?
C19 C20 H20 119.6 . . ?
C24 C23 S1 119.1(3) . . ?
C28 C23 S1 120.9(2) . . ?
C28 C23 C24 119.9(3) . . ?
C23 C24 H24 120.2 . . ?
C25 C24 C23 119.6(3) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.5 . . ?
C24 C25 C26 121.0(3) . . ?
C26 C25 H25 119.5 . . ?
C25 C26 C29 120.9(3) . . ?
C27 C26 C25 118.2(3) . . ?
C27 C26 C29 120.9(4) . . ?
C26 C27 H27 119.3 . . ?
C28 C27 C26 121.3(3) . . ?
C28 C27 H27 119.3 . . ?
C23 C28 H28 120.1 . . ?
C27 C28 C23 119.8(3) . . ?
C27 C28 H28 120.1 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N32 S31 C53 105.92(14) . . ?
O51 S31 N32 107.91(15) . . ?
O51 S31 O52 119.71(16) . . ?
O51 S31 C53 106.64(14) . . ?
O52 S31 N32 107.32(13) . . ?
O52 S31 C53 108.57(16) . . ?
C33 N32 S31 127.4(2) . . ?
C36 N32 S31 118.63(19) . . ?
C36 N32 C33 112.8(2) . . ?
N32 C33 C34 101.4(2) . . ?
N32 C33 C42 109.0(2) . . ?
C37 C33 N32 115.0(2) . . ?
C37 C33 C34 113.1(2) . . ?
C37 C33 C42 107.4(3) . . ?
C42 C33 C34 110.8(2) . . ?
C33 C34 H34 109.6 . . ?
C35 C34 C33 103.2(2) . . ?
C35 C34 H34 109.6 . . ?
C40 C34 C33 113.3(2) . . ?
C40 C34 H34 109.6 . . ?
C40 C34 C35 111.5(2) . . ?
C34 C35 H35 106.9 . . ?
C36 C35 C34 102.8(2) . . ?
C36 C35 H35 106.9 . . ?
C43 C35 C34 116.0(2) . . ?
C43 C35 H35 106.9 . . ?
C43 C35 C36 116.6(2) . . ?
N32 C36 C35 102.3(2) . . ?
N32 C36 H36A 111.3 . . ?
N32 C36 H36B 111.3 . . ?
C35 C36 H36A 111.3 . . ?
C35 C36 H36B 111.3 . . ?
H36A C36 H36B 109.2 . . ?
C33 C37 H37 117.7 . . ?
C38 C37 C33 124.6(3) . . ?
C38 C37 H37 117.7 . . ?
C37 C38 H38 118.7 . . ?
C37 C38 C39 122.6(3) . . ?
C39 C38 H38 118.7 . . ?
C38 C39 C40 115.8(3) . . ?
O41 C39 C38 121.8(3) . . ?
O41 C39 C40 122.3(3) . . ?
C34 C40 H40A 108.9 . . ?
C34 C40 H40B 108.9 . . ?
C39 C40 C34 113.4(3) . . ?
C39 C40 H40A 108.9 . . ?
C39 C40 H40B 108.9 . . ?
H40A C40 H40B 107.7 . . ?
C33 C42 H42A 109.5 . . ?
C33 C42 H42B 109.5 . . ?
C33 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C35 122.3(3) . . ?
C44 C43 C45 121.3(3) . . ?
C45 C43 C35 116.3(2) . . ?
C43 C44 H44A 120.0 . . ?
C43 C44 H44B 120.0 . . ?
H44A C44 H44B 120.0 . . ?
C46 C45 C43 120.9(3) . . ?
C50 C45 C43 121.0(3) . . ?
C50 C45 C46 118.0(3) . . ?
C45 C46 H46 119.4 . . ?
C47 C46 C45 121.1(3) . . ?
C47 C46 H46 119.4 . . ?
C46 C47 H47 119.9 . . ?
C48 C47 C46 120.1(3) . . ?
C48 C47 H47 119.9 . . ?
C47 C48 H48 120.2 . . ?
C47 C48 C49 119.6(3) . . ?
C49 C48 H48 120.2 . . ?
C48 C49 H49 119.7 . . ?
C48 C49 C50 120.6(4) . . ?
C50 C49 H49 119.7 . . ?
C45 C50 H50 119.7 . . ?
C49 C50 C45 120.5(3) . . ?
C49 C50 H50 119.7 . . ?
C54 C53 S31 119.4(2) . . ?
C58 C53 S31 120.7(2) . . ?
C58 C53 C54 119.8(3) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 C53 119.5(3) . . ?
C55 C54 H54 120.2 . . ?
C54 C55 H55 119.4 . . ?
C56 C55 C54 121.2(3) . . ?
C56 C55 H55 119.4 . . ?
C55 C56 C57 117.9(3) . . ?
C55 C56 C59 122.1(3) . . ?
C57 C56 C59 120.0(3) . . ?
C56 C57 H57 119.2 . . ?
C58 C57 C56 121.5(3) . . ?
C58 C57 H57 119.2 . . ?
C53 C58 C57 119.9(3) . . ?
C53 C58 H58 120.0 . . ?
C57 C58 H58 120.0 . . ?
C56 C59 H59A 109.5 . . ?
C56 C59 H59B 109.5 . . ?
C56 C59 H59C 109.5 . . ?
H59A C59 H59B 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N2 C3 C4 -147.0(2) . . . . ?
S1 N2 C3 C7 -25.1(4) . . . . ?
S1 N2 C3 C12 95.4(3) . . . . ?
S1 N2 C6 C5 174.11(19) . . . . ?
S1 C23 C24 C25 -173.1(2) . . . . ?
S1 C23 C28 C27 172.8(3) . . . . ?
N2 S1 C23 C24 77.9(3) . . . . ?
N2 S1 C23 C28 -98.7(3) . . . . ?
N2 C3 C4 C5 -31.2(3) . . . . ?
N2 C3 C4 C10 88.8(3) . . . . ?
N2 C3 C7 C8 -108.9(4) . . . . ?
C3 N2 C6 C5 15.7(3) . . . . ?
C3 C4 C5 C6 41.7(3) . . . . ?
C3 C4 C5 C13 167.7(2) . . . . ?
C3 C4 C10 C9 51.0(3) . . . . ?
C3 C7 C8 C9 3.3(6) . . . . ?
C4 C3 C7 C8 6.5(5) . . . . ?
C4 C5 C6 N2 -34.8(3) . . . . ?
C4 C5 C13 C14 -120.4(3) . . . . ?
C4 C5 C13 C15 59.9(3) . . . . ?
C5 C4 C10 C9 166.6(2) . . . . ?
C5 C13 C15 C16 39.5(4) . . . . ?
C5 C13 C15 C20 -142.3(3) . . . . ?
C6 N2 C3 C4 9.9(3) . . . . ?
C6 N2 C3 C7 131.8(3) . . . . ?
C6 N2 C3 C12 -107.7(3) . . . . ?
C6 C5 C13 C14 -1.4(4) . . . . ?
C6 C5 C13 C15 178.9(2) . . . . ?
C7 C3 C4 C5 -153.3(3) . . . . ?
C7 C3 C4 C10 -33.3(4) . . . . ?
C7 C8 C9 C10 15.0(5) . . . . ?
C7 C8 C9 O11 -166.2(4) . . . . ?
C8 C9 C10 C4 -41.7(4) . . . . ?
C10 C4 C5 C6 -79.8(3) . . . . ?
C10 C4 C5 C13 46.2(3) . . . . ?
O11 C9 C10 C4 139.5(3) . . . . ?
C12 C3 C4 C5 84.6(3) . . . . ?
C12 C3 C4 C10 -155.4(3) . . . . ?
C12 C3 C7 C8 130.3(4) . . . . ?
C13 C5 C6 N2 -159.8(2) . . . . ?
C13 C15 C16 C17 175.9(3) . . . . ?
C13 C15 C20 C19 -175.9(3) . . . . ?
C14 C13 C15 C16 -140.2(3) . . . . ?
C14 C13 C15 C20 38.0(4) . . . . ?
C15 C16 C17 C18 0.7(5) . . . . ?
C16 C15 C20 C19 2.4(5) . . . . ?
C16 C17 C18 C19 1.0(5) . . . . ?
C17 C18 C19 C20 -1.0(5) . . . . ?
C18 C19 C20 C15 -0.8(5) . . . . ?
C20 C15 C16 C17 -2.4(4) . . . . ?
O21 S1 N2 C3 -162.0(2) . . . . ?
O21 S1 N2 C6 42.6(2) . . . . ?
O21 S1 C23 C24 -36.3(3) . . . . ?
O21 S1 C23 C28 147.0(3) . . . . ?
O22 S1 N2 C3 -32.2(3) . . . . ?
O22 S1 N2 C6 172.4(2) . . . . ?
O22 S1 C23 C24 -167.0(2) . . . . ?
O22 S1 C23 C28 16.4(3) . . . . ?
C23 S1 N2 C3 83.4(3) . . . . ?
C23 S1 N2 C6 -72.0(2) . . . . ?
C23 C24 C25 C26 -0.1(5) . . . . ?
C24 C23 C28 C27 -3.8(5) . . . . ?
C24 C25 C26 C27 -3.0(5) . . . . ?
C24 C25 C26 C29 176.0(3) . . . . ?
C25 C26 C27 C28 2.8(6) . . . . ?
C26 C27 C28 C23 0.6(6) . . . . ?
C28 C23 C24 C25 3.5(5) . . . . ?
C29 C26 C27 C28 -176.3(4) . . . . ?
S31 N32 C33 C34 -159.1(2) . . . . ?
S31 N32 C33 C37 -36.7(4) . . . . ?
S31 N32 C33 C42 83.9(3) . . . . ?
S31 N32 C36 C35 -173.82(19) . . . . ?
S31 C53 C54 C55 -175.1(2) . . . . ?
S31 C53 C58 C57 175.6(4) . . . . ?
N32 S31 C53 C54 85.9(3) . . . . ?
N32 S31 C53 C58 -90.0(3) . . . . ?
N32 C33 C34 C35 -30.2(3) . . . . ?
N32 C33 C34 C40 90.5(3) . . . . ?
N32 C33 C37 C38 -109.9(4) . . . . ?
C33 N32 C36 C35 17.9(3) . . . . ?
C33 C34 C35 C36 42.2(3) . . . . ?
C33 C34 C35 C43 170.6(2) . . . . ?
C33 C34 C40 C39 48.9(3) . . . . ?
C33 C37 C38 C39 6.9(5) . . . . ?
C34 C33 C37 C38 6.0(4) . . . . ?
C34 C35 C36 N32 -36.3(3) . . . . ?
C34 C35 C43 C44 -121.6(3) . . . . ?
C34 C35 C43 C45 62.0(3) . . . . ?
C35 C34 C40 C39 164.7(3) . . . . ?
C35 C43 C45 C46 31.4(4) . . . . ?
C35 C43 C45 C50 -152.4(3) . . . . ?
C36 N32 C33 C34 7.9(3) . . . . ?
C36 N32 C33 C37 130.4(3) . . . . ?
C36 N32 C33 C42 -109.0(3) . . . . ?
C36 C35 C43 C44 -0.3(4) . . . . ?
C36 C35 C43 C45 -176.7(2) . . . . ?
C37 C33 C34 C35 -154.0(2) . . . . ?
C37 C33 C34 C40 -33.3(3) . . . . ?
C37 C38 C39 C40 9.1(5) . . . . ?
C37 C38 C39 O41 -174.7(4) . . . . ?
C38 C39 C40 C34 -36.7(4) . . . . ?
C40 C34 C35 C36 -79.8(3) . . . . ?
C40 C34 C35 C43 48.7(3) . . . . ?
O41 C39 C40 C34 147.1(3) . . . . ?
C42 C33 C34 C35 85.4(3) . . . . ?
C42 C33 C34 C40 -153.9(2) . . . . ?
C42 C33 C37 C38 128.6(3) . . . . ?
C43 C35 C36 N32 -164.4(2) . . . . ?
C43 C45 C46 C47 173.6(3) . . . . ?
C43 C45 C50 C49 -174.2(4) . . . . ?
C44 C43 C45 C46 -145.0(3) . . . . ?
C44 C43 C45 C50 31.1(4) . . . . ?
C45 C46 C47 C48 0.7(5) . . . . ?
C46 C45 C50 C49 2.1(5) . . . . ?
C46 C47 C48 C49 1.8(6) . . . . ?
C47 C48 C49 C50 -2.3(7) . . . . ?
C48 C49 C50 C45 0.3(7) . . . . ?
C50 C45 C46 C47 -2.6(5) . . . . ?
O51 S31 N32 C33 -144.5(2) . . . . ?
O51 S31 N32 C36 49.1(3) . . . . ?
O51 S31 C53 C54 -28.9(3) . . . . ?
O51 S31 C53 C58 155.2(3) . . . . ?
O52 S31 N32 C33 -14.2(3) . . . . ?
O52 S31 N32 C36 179.4(2) . . . . ?
O52 S31 C53 C54 -159.1(2) . . . . ?
O52 S31 C53 C58 25.0(3) . . . . ?
C53 S31 N32 C33 101.6(3) . . . . ?
C53 S31 N32 C36 -64.8(2) . . . . ?
C53 C54 C55 C56 0.2(5) . . . . ?
C54 C53 C58 C57 -0.3(6) . . . . ?
C54 C55 C56 C57 -1.8(5) . . . . ?
C54 C55 C56 C59 179.4(3) . . . . ?
C55 C56 C57 C58 2.4(7) . . . . ?
C56 C57 C58 C53 -1.4(7) . . . . ?
C58 C53 C54 C55 0.8(5) . . . . ?
C59 C56 C57 C58 -178.8(4) . . . . ?

_olex2_date_sample_data_collection 2016-10-19
_olex2_date_sample_submission    2016-10-18
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id NH152
_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 1.647
_oxdiff_exptl_absorpt_empirical_full_min 0.547
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.950(14)
2 0.050(14)

####################################################################### 
# 
# 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_tlnnld
_database_code_depnum_ccdc_archive 'CCDC 1584896'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;
_nottingham_internal_coll_name   TLNNLD
_nottingham_internal_coll_number 16576
_nottingham_internal_coll_client TLNN/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'ofand \w scans'
_nottingham_internal_coll_frame_time 'degrees,, 2.00'
_nottingham_internal_coll_frame_width 'in, 2.00'
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   20/10/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SN, XDA 017/09'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 10/11/2016
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 11/11/2016
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 2/2/3017
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 24/8/2017
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 24/8/2017
_refine_special_details          
;
The meta-chloro group is disordered over two possible positions. The 
occupancies of the two components were refined competitively, converging 
to a ratio of 0.95:0.05.
;
_audit_creation_date             2017-08-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H23 Cl2 N O3 S'
_chemical_formula_sum            'C24 H23 Cl2 N O3 S'
_chemical_formula_weight         476.39
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H23 Cl2 N O3 S'
_chemical_oxdiff_usercomment     
'TLNNLD #16576 SN-1059 IN FOMBLIN ON MICROMOUNT FOR TLNN/HWL'
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'
Cl Cl 0.3639 0.7018 '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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.0371(6)
_cell_length_b                   8.0682(4)
_cell_length_c                   16.2367(10)
_cell_angle_alpha                90
_cell_angle_beta                 103.107(6)
_cell_angle_gamma                90
_cell_volume                     1153.03(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5017
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      75.7160
_cell_measurement_theta_min      5.0250
_shelx_estimated_absorpt_T_max   0.446
_shelx_estimated_absorpt_T_min   0.187
_exptl_absorpt_coefficient_mu    3.592
_exptl_absorpt_correction_T_max  0.481
_exptl_absorpt_correction_T_min  0.242
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41n (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             496
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 -1 0.1914
2 1 8 0.2795
1 -2 9 0.2443
0 -4 7 0.2588
1 0 0 0.1058
-1 0 0 0.1618
-2 -1 10 0.2515
1 1 -10 0.3556
4 -4 -3 0.2127
-2 -3 8 0.2377
4 4 -3 0.1983
-3 -4 6 0.2441
-4 -2 -4 0.2144
-2 1 10 0.2677
-5 2 -2 0.2052
5 3 -3 0.1535
2 -2 -10 0.3629
1 -5 -5 0.2620
3 -5 0 0.2480
3 -3 6 0.2255

_exptl_crystal_recrystallization_method 
'slow diffusion of petroleum ether vapor into an ethyl acetate solution of the compound'
_exptl_crystal_size_max          0.703
_exptl_crystal_size_mid          0.479
_exptl_crystal_size_min          0.268
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0008 1.0008 -0.9927 -0.1705 0.0522 -0.1187
2.0129 0.9979 7.9889 -0.3241 0.0589 0.8838
1.0114 -2.0050 8.9696 0.2210 -0.1807 0.9642
0.0068 -4.0055 6.9629 0.6301 -0.3044 0.7455
1.0017 0.0018 0.0028 0.0009 0.1470 0.0954
-1.0017 -0.0018 -0.0028 -0.0009 -0.1470 -0.0954
-1.9921 -1.0111 9.9632 0.0134 -0.6334 0.7398
0.9904 1.0092 -9.9660 -0.0143 0.4864 -0.8352
4.0018 -3.9909 -2.9993 0.8061 0.6027 0.2249
-1.9951 -3.0098 7.9593 0.4234 -0.6101 0.6164
4.0045 4.0099 -2.9624 -0.6956 0.7647 -0.0033
-2.9993 -4.0103 5.9572 0.6447 -0.7135 0.3692
-4.0119 -2.0046 -4.0097 0.4410 -0.5008 -0.6852
-1.9914 0.9891 9.9724 -0.3620 -0.5929 0.6828
-5.0099 1.9926 -1.9994 -0.3453 -0.6306 -0.7142
5.0058 3.0116 -2.9643 -0.5071 0.8915 0.1206
1.9911 -1.9892 -9.9770 0.5498 0.5726 -0.6543
0.9942 -4.9950 -5.0070 1.0258 0.2053 -0.2131
3.0033 -4.9950 -0.0147 0.9412 0.3397 0.4286
3.0109 -2.9992 5.9785 0.4622 0.1887 0.9128

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_unetI/netI     0.0384
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            8229
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.749
_diffrn_reflns_theta_min         5.025
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        
'flash frozen in gaseous N2' # assumed default, please check
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -50.00  34.00   2.00    2.00    --  -38.50  38.00  60.00   42
  2  ω    -76.00 -36.00   2.00    2.00    --  -38.50 125.00 -60.00   20
  3  ω   -125.00  21.00   2.00    2.00    --  -38.50   0.00-120.00   73
  4  ω     36.00  98.00   2.00    2.00    --   43.32-125.00-150.00   31
  5  ω     40.00  66.00   2.00    2.00    --  108.63 -77.00 -30.00   13
  6  ω     90.00 118.00   2.00    2.00    --  108.63 -77.00 -30.00   14
  7  ω     61.00  95.00   2.00    2.00    --  108.63 -45.00-120.00   17
  8  ω     53.00 107.00   2.00    2.00    --  108.63 -95.00-180.00   27
  9  ω     46.00  84.00   2.00    2.00    --  108.63 -30.00-150.00   19
 10  ω     32.00 110.00   2.00    2.00    --  108.63 -95.00 -90.00   39
 11  ω     38.00 108.00   2.00    2.00    --  108.63-125.00-180.00   35
 12  ω     24.00  50.00   2.00    2.00    --   43.32-125.00 -60.00   13
 13  ω     42.00 122.00   2.00    2.00    --  108.63-125.00  60.00   40
 14  ω     55.00  85.00   2.00    2.00    --  108.63 -30.00  90.00   15
 15  ω     71.00 177.00   2.00    2.00    --  108.63  15.00  60.00   53
 16  ω    132.00 178.00   2.00    2.00    --  108.63  30.00 -60.00   23
 17  ω    108.00 176.00   2.00    2.00    --  108.63 117.00-143.00   34
 18  ω     97.00 177.00   2.00    2.00    --  108.63  45.00 120.00   40
 19  ω     37.00  99.00   2.00    2.00    --  108.63 -45.00 150.00   31
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova-Duo, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 
'MiTeGen micromount' # assumed default, please check
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0012543000
_diffrn_orient_matrix_UB_12      -0.1876211000
_diffrn_orient_matrix_UB_13      -0.0174433000
_diffrn_orient_matrix_UB_21      0.1468028000
_diffrn_orient_matrix_UB_22      0.0203470000
_diffrn_orient_matrix_UB_23      -0.0321551000
_diffrn_orient_matrix_UB_31      0.0949964000
_diffrn_orient_matrix_UB_32      -0.0289584000
_diffrn_orient_matrix_UB_33      0.0903111000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.815
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.929
_reflns_number_gt                4453
_reflns_number_total             4600
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_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 1.171.38.41n (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41n (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41n (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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.417
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 
;
 Flack x determined using 1893 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     292
_refine_ls_number_reflns         4600
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0501
_refine_ls_restrained_S_all      1.059
_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)+(0.0919P)²+0.2982P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1336
_refine_ls_wR_factor_ref         0.1354
_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. Others
 Sof(H17)=Sof(Cl23)=1-FVAR(1)
 Sof(H19)=Sof(Cl21)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5)
3.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C10(H10A,H10B)
3.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C16(H16), C17(H17), C19(H19), C20(H20), C26(H26), C27(H27),
 C29(H29), C30(H30)
3.d X=CH2 refined with riding coordinates:
 C14(H14A,H14B)
3.e Idealised Me refined as rotating group:
 C12(H12B,H12A,H12C), C31(H31A,H31B,H31C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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_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 0.64554(10) 0.81214(11) 0.43966(5) 0.0248(2) Uani 1 1 d . . . . .
N2 N 0.5363(4) 0.8584(4) 0.3482(2) 0.0262(7) Uani 1 1 d . . . . .
C3 C 0.3843(4) 0.7805(5) 0.3105(2) 0.0249(8) Uani 1 1 d . . . . .
C4 C 0.3879(4) 0.7697(4) 0.2168(2) 0.0225(7) Uani 1 1 d . . . . .
H4 H 0.282242 0.777300 0.181092 0.027 Uiso 1 1 calc R . . . .
C5 C 0.4797(4) 0.9261(5) 0.2037(2) 0.0250(7) Uani 1 1 d . . . . .
H5 H 0.414797 1.024855 0.207646 0.030 Uiso 1 1 calc R . . . .
C6 C 0.6090(5) 0.9245(5) 0.2831(3) 0.0301(8) Uani 1 1 d . . . . .
H6A H 0.693217 0.852047 0.275379 0.036 Uiso 1 1 calc R . . . .
H6B H 0.648749 1.037593 0.297732 0.036 Uiso 1 1 calc R . . . .
C7 C 0.3595(4) 0.6136(5) 0.3482(3) 0.0276(8) Uani 1 1 d . . . . .
H7 H 0.339707 0.611680 0.403229 0.033 Uiso 1 1 calc R . . . .
C8 C 0.3638(5) 0.4705(5) 0.3089(3) 0.0305(8) Uani 1 1 d . . . . .
H8 H 0.335468 0.372726 0.334120 0.037 Uiso 1 1 calc R . . . .
C9 C 0.4099(5) 0.4558(5) 0.2286(3) 0.0299(8) Uani 1 1 d . . . . .
C10 C 0.4648(5) 0.6121(5) 0.1948(3) 0.0292(8) Uani 1 1 d . . . . .
H10A H 0.447015 0.603278 0.132528 0.035 Uiso 1 1 calc R . . . .
H10B H 0.575743 0.622032 0.217573 0.035 Uiso 1 1 calc R . . . .
O11 O 0.4113(5) 0.3236(4) 0.1934(2) 0.0471(8) Uani 1 1 d . . . . .
C12 C 0.2585(5) 0.8974(6) 0.3246(3) 0.0363(10) Uani 1 1 d . . . . .
H12B H 0.265141 0.909590 0.385391 0.054 Uiso 1 1 calc GR . . . .
H12A H 0.159117 0.851282 0.297364 0.054 Uiso 1 1 calc GR . . . .
H12C H 0.270799 1.006113 0.300055 0.054 Uiso 1 1 calc GR . . . .
C13 C 0.5224(5) 0.9341(5) 0.1196(3) 0.0267(8) Uani 1 1 d . . . . .
C14 C 0.6647(5) 0.9268(6) 0.1087(3) 0.0370(9) Uani 1 1 d . . . . .
H14A H 0.682956 0.932974 0.053443 0.044 Uiso 1 1 calc R . . . .
H14B H 0.747438 0.915537 0.156308 0.044 Uiso 1 1 calc R . . . .
C15 C 0.3921(4) 0.9519(5) 0.0447(2) 0.0256(7) Uani 1 1 d . . . . .
C16 C 0.2692(5) 1.0537(5) 0.0482(3) 0.0308(8) Uani 1 1 d . . . . .
H16 H 0.267931 1.112521 0.098668 0.037 Uiso 1 1 calc R . . . .
C17 C 0.1489(5) 1.0700(6) -0.0213(3) 0.0363(9) Uani 1 1 d . . . . .
H17 H 0.066624 1.141334 -0.018413 0.044 Uiso 0.055(5) 1 calc R . P A 2
C18 C 0.1476(5) 0.9828(6) -0.0951(3) 0.0367(9) Uani 1 1 d . . . . .
C19 C 0.2676(6) 0.8809(6) -0.0998(3) 0.0380(9) Uani 1 1 d . . . . .
H19 H 0.267553 0.821782 -0.150446 0.046 Uiso 0.945(5) 1 calc R . P A 1
C20 C 0.3895(5) 0.8649(5) -0.0300(3) 0.0310(8) Uani 1 1 d . . . . .
H20 H 0.471793 0.793923 -0.033292 0.037 Uiso 1 1 calc R . . . .
Cl21 Cl 0.00021(17) 1.1982(2) -0.01464(9) 0.0610(5) Uani 0.945(5) 1 d . . P A 1
Cl22 Cl -0.00586(16) 0.9963(2) -0.18066(7) 0.0601(4) Uani 1 1 d . . . . .
Cl23 Cl 0.242(2) 0.827(3) -0.1898(13) 0.048(7) Uani 0.055(5) 1 d . . P A 2
O23 O 0.7493(4) 0.9478(4) 0.46189(19) 0.0347(7) Uani 1 1 d . . . . .
O24 O 0.5495(3) 0.7670(4) 0.49452(17) 0.0311(6) Uani 1 1 d . . . . .
C25 C 0.7538(4) 0.6379(5) 0.4250(2) 0.0220(7) Uani 1 1 d . . . . .
C26 C 0.8898(4) 0.6583(5) 0.3988(2) 0.0260(8) Uani 1 1 d . . . . .
H26 H 0.927559 0.766018 0.391756 0.031 Uiso 1 1 calc R . . . .
C27 C 0.9680(4) 0.5194(5) 0.3833(2) 0.0276(8) Uani 1 1 d . . . . .
H27 H 1.060202 0.532757 0.365277 0.033 Uiso 1 1 calc R . . . .
C28 C 0.9160(4) 0.3611(5) 0.3934(2) 0.0257(8) Uani 1 1 d . . . . .
C29 C 0.7824(4) 0.3424(5) 0.4225(2) 0.0262(8) Uani 1 1 d . . . . .
H29 H 0.746642 0.234600 0.431380 0.031 Uiso 1 1 calc R . . . .
C30 C 0.7021(4) 0.4807(5) 0.4385(2) 0.0234(7) Uani 1 1 d . . . . .
H30 H 0.611856 0.467795 0.458561 0.028 Uiso 1 1 calc R . . . .
C31 C 1.0002(5) 0.2106(6) 0.3733(3) 0.0362(9) Uani 1 1 d . . . . .
H31A H 0.961736 0.179798 0.313870 0.054 Uiso 1 1 calc GR . . . .
H31B H 0.984623 0.118289 0.409638 0.054 Uiso 1 1 calc GR . . . .
H31C H 1.108871 0.235755 0.383235 0.054 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N2 1.629(3) . ?
S1 O23 1.434(3) . ?
S1 O24 1.425(3) . ?
S1 C25 1.760(4) . ?
N2 C3 1.509(4) . ?
N2 C6 1.465(5) . ?
C3 C4 1.532(5) . ?
C3 C7 1.516(6) . ?
C3 C12 1.534(5) . ?
C4 H4 1.0000 . ?
C4 C5 1.552(5) . ?
C4 C10 1.529(5) . ?
C5 H5 1.0000 . ?
C5 C6 1.531(5) . ?
C5 C13 1.503(5) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C8 1.324(6) . ?
C8 H8 0.9500 . ?
C8 C9 1.462(6) . ?
C9 C10 1.503(5) . ?
C9 O11 1.212(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 H12B 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.338(6) . ?
C13 C15 1.495(5) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C15 C16 1.393(6) . ?
C15 C20 1.397(5) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(6) . ?
C17 Cl21 1.719(5) . ?
C18 C19 1.377(7) . ?
C18 Cl22 1.730(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.396(6) . ?
C19 Cl23 1.49(2) . ?
C20 H20 0.9500 . ?
C25 C26 1.398(5) . ?
C25 C30 1.386(5) . ?
C26 H26 0.9500 . ?
C26 C27 1.378(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.383(6) . ?
C28 C29 1.402(5) . ?
C28 C31 1.508(5) . ?
C29 H29 0.9500 . ?
C29 C30 1.387(5) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 S1 C25 107.47(17) . . ?
O23 S1 N2 106.33(17) . . ?
O23 S1 C25 106.98(18) . . ?
O24 S1 N2 107.43(17) . . ?
O24 S1 O23 119.64(19) . . ?
O24 S1 C25 108.45(17) . . ?
C3 N2 S1 125.6(3) . . ?
C6 N2 S1 117.6(3) . . ?
C6 N2 C3 112.0(3) . . ?
N2 C3 C4 101.8(3) . . ?
N2 C3 C7 114.3(3) . . ?
N2 C3 C12 108.7(3) . . ?
C4 C3 C12 111.5(3) . . ?
C7 C3 C4 112.9(3) . . ?
C7 C3 C12 107.7(3) . . ?
C3 C4 H4 109.9 . . ?
C3 C4 C5 102.9(3) . . ?
C5 C4 H4 109.9 . . ?
C10 C4 C3 113.1(3) . . ?
C10 C4 H4 109.9 . . ?
C10 C4 C5 111.0(3) . . ?
C4 C5 H5 107.4 . . ?
C6 C5 C4 101.9(3) . . ?
C6 C5 H5 107.4 . . ?
C13 C5 C4 114.5(3) . . ?
C13 C5 H5 107.4 . . ?
C13 C5 C6 117.5(3) . . ?
N2 C6 C5 103.3(3) . . ?
N2 C6 H6A 111.1 . . ?
N2 C6 H6B 111.1 . . ?
C5 C6 H6A 111.1 . . ?
C5 C6 H6B 111.1 . . ?
H6A C6 H6B 109.1 . . ?
C3 C7 H7 118.1 . . ?
C8 C7 C3 123.8(3) . . ?
C8 C7 H7 118.1 . . ?
C7 C8 H8 118.5 . . ?
C7 C8 C9 123.1(4) . . ?
C9 C8 H8 118.5 . . ?
C8 C9 C10 116.2(3) . . ?
O11 C9 C8 121.8(4) . . ?
O11 C9 C10 121.8(4) . . ?
C4 C10 H10A 108.7 . . ?
C4 C10 H10B 108.7 . . ?
C9 C10 C4 114.0(3) . . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C3 C12 H12B 109.5 . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12B C12 H12A 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
C14 C13 C5 124.7(4) . . ?
C14 C13 C15 120.0(4) . . ?
C15 C13 C5 115.2(3) . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C16 C15 C13 120.8(4) . . ?
C16 C15 C20 118.3(4) . . ?
C20 C15 C13 120.9(4) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.6(4) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.5(4) . . ?
C16 C17 Cl21 119.1(3) . . ?
C18 C17 H17 119.8 . . ?
C18 C17 Cl21 120.4(3) . . ?
C17 C18 Cl22 120.7(4) . . ?
C19 C18 C17 119.9(4) . . ?
C19 C18 Cl22 119.4(3) . . ?
C18 C19 H19 120.1 . . ?
C18 C19 C20 119.7(4) . . ?
C18 C19 Cl23 106.1(10) . . ?
C20 C19 H19 120.1 . . ?
C20 C19 Cl23 133.5(10) . . ?
C15 C20 H20 119.5 . . ?
C19 C20 C15 120.9(4) . . ?
C19 C20 H20 119.5 . . ?
C26 C25 S1 120.1(3) . . ?
C30 C25 S1 119.4(3) . . ?
C30 C25 C26 120.5(3) . . ?
C25 C26 H26 120.6 . . ?
C27 C26 C25 118.8(3) . . ?
C27 C26 H26 120.6 . . ?
C26 C27 H27 119.1 . . ?
C26 C27 C28 121.8(3) . . ?
C28 C27 H27 119.1 . . ?
C27 C28 C29 118.8(3) . . ?
C27 C28 C31 121.1(4) . . ?
C29 C28 C31 120.1(4) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 C28 120.2(3) . . ?
C30 C29 H29 119.9 . . ?
C25 C30 C29 119.8(3) . . ?
C25 C30 H30 120.1 . . ?
C29 C30 H30 120.1 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N2 C3 C4 -142.2(3) . . . . ?
S1 N2 C3 C7 -20.2(4) . . . . ?
S1 N2 C3 C12 100.1(4) . . . . ?
S1 N2 C6 C5 171.0(3) . . . . ?
S1 C25 C26 C27 -176.5(3) . . . . ?
S1 C25 C30 C29 176.4(3) . . . . ?
N2 S1 C25 C26 85.7(3) . . . . ?
N2 S1 C25 C30 -93.4(3) . . . . ?
N2 C3 C4 C5 -33.6(3) . . . . ?
N2 C3 C4 C10 86.2(4) . . . . ?
N2 C3 C7 C8 -105.9(4) . . . . ?
C3 N2 C6 C5 14.2(4) . . . . ?
C3 C4 C5 C6 42.9(3) . . . . ?
C3 C4 C5 C13 170.9(3) . . . . ?
C3 C4 C10 C9 48.5(5) . . . . ?
C3 C7 C8 C9 7.2(6) . . . . ?
C4 C3 C7 C8 9.8(5) . . . . ?
C4 C5 C6 N2 -34.6(4) . . . . ?
C4 C5 C13 C14 -114.1(5) . . . . ?
C4 C5 C13 C15 66.0(4) . . . . ?
C5 C4 C10 C9 163.5(3) . . . . ?
C5 C13 C15 C16 39.3(5) . . . . ?
C5 C13 C15 C20 -139.7(4) . . . . ?
C6 N2 C3 C4 12.4(4) . . . . ?
C6 N2 C3 C7 134.4(3) . . . . ?
C6 N2 C3 C12 -105.3(4) . . . . ?
C6 C5 C13 C14 5.5(6) . . . . ?
C6 C5 C13 C15 -174.3(3) . . . . ?
C7 C3 C4 C5 -156.5(3) . . . . ?
C7 C3 C4 C10 -36.7(4) . . . . ?
C7 C8 C9 C10 4.5(6) . . . . ?
C7 C8 C9 O11 -179.1(4) . . . . ?
C8 C9 C10 C4 -32.3(5) . . . . ?
C10 C4 C5 C6 -78.3(4) . . . . ?
C10 C4 C5 C13 49.7(4) . . . . ?
O11 C9 C10 C4 151.3(4) . . . . ?
C12 C3 C4 C5 82.2(4) . . . . ?
C12 C3 C4 C10 -158.0(3) . . . . ?
C12 C3 C7 C8 133.3(4) . . . . ?
C13 C5 C6 N2 -160.7(3) . . . . ?
C13 C15 C16 C17 179.9(4) . . . . ?
C13 C15 C20 C19 179.8(4) . . . . ?
C14 C13 C15 C16 -140.5(5) . . . . ?
C14 C13 C15 C20 40.5(6) . . . . ?
C15 C16 C17 C18 1.1(7) . . . . ?
C15 C16 C17 Cl21 -179.5(3) . . . . ?
C16 C15 C20 C19 0.7(6) . . . . ?
C16 C17 C18 C19 -0.9(7) . . . . ?
C16 C17 C18 Cl22 177.4(4) . . . . ?
C17 C18 C19 C20 0.5(7) . . . . ?
C17 C18 C19 Cl23 -171.7(11) . . . . ?
C18 C19 C20 C15 -0.5(7) . . . . ?
C20 C15 C16 C17 -1.0(6) . . . . ?
Cl21 C17 C18 C19 179.7(4) . . . . ?
Cl21 C17 C18 Cl22 -2.0(6) . . . . ?
Cl22 C18 C19 C20 -177.8(4) . . . . ?
Cl22 C18 C19 Cl23 10.0(12) . . . . ?
Cl23 C19 C20 C15 169.2(15) . . . . ?
O23 S1 N2 C3 -161.6(3) . . . . ?
O23 S1 N2 C6 45.1(3) . . . . ?
O23 S1 C25 C26 -28.2(4) . . . . ?
O23 S1 C25 C30 152.7(3) . . . . ?
O24 S1 N2 C3 -32.4(3) . . . . ?
O24 S1 N2 C6 174.3(3) . . . . ?
O24 S1 C25 C26 -158.5(3) . . . . ?
O24 S1 C25 C30 22.4(3) . . . . ?
C25 S1 N2 C3 84.1(3) . . . . ?
C25 S1 N2 C6 -69.2(3) . . . . ?
C25 C26 C27 C28 -0.3(6) . . . . ?
C26 C25 C30 C29 -2.7(5) . . . . ?
C26 C27 C28 C29 -2.0(6) . . . . ?
C26 C27 C28 C31 177.9(4) . . . . ?
C27 C28 C29 C30 1.9(6) . . . . ?
C28 C29 C30 C25 0.4(5) . . . . ?
C30 C25 C26 C27 2.6(6) . . . . ?
C31 C28 C29 C30 -177.9(4) . . . . ?

_olex2_date_sample_data_collection 2016-11-10
_olex2_date_sample_submission    2016-10-07
_olex2_exptl_crystal_mounting_method "'in fomblin film on a micromount"
# This is the default assumed mounting details'
_olex2_submission_original_sample_id NH167
_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 1.788
_oxdiff_exptl_absorpt_empirical_full_min 0.583
####################################################################### 
# 
# 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_tlnnla
_database_code_depnum_ccdc_archive 'CCDC 1584899'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;
_nottingham_internal_coll_name   TLNNLA
_nottingham_internal_coll_number 16573
_nottingham_internal_coll_client TLNN/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'ofand \w scans'
_nottingham_internal_coll_frame_time 'degrees,, 2.00, 8.00'
_nottingham_internal_coll_frame_width 'in, 1.00'
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   19/10/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVB, PL13110001'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 07/11/2016
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 10/11/2016
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 10/11/2016
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 8/2/2017
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 8/2/2017
_refine_special_details          ?
_audit_creation_date             2017-02-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H19 N O3 S'
_chemical_formula_sum            'C18 H19 N O3 S'
_chemical_formula_weight         329.40
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H19 N O3 S'
_chemical_oxdiff_usercomment     
'TLNNLA #16573 GVB-1183 IN FOMBLIN FILM ON MICROMOUNT FOR TLNN/HWL'
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                   11.26646(16)
_cell_length_b                   6.72030(9)
_cell_length_c                   21.0219(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.2480(13)
_cell_angle_gamma                90
_cell_volume                     1561.08(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8951
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.6100
_cell_measurement_theta_min      4.2950
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.969
_exptl_absorpt_correction_T_max  0.937
_exptl_absorpt_correction_T_min  0.568
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             696
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 -1 0.0426
1 0 1 0.0426
-3 4 -4 0.2996
1 -4 2 0.2948
-5 -2 -5 0.1582
2 0 -5 0.0153
-2 0 5 0.0203
4 4 2 0.3128
-2 0 -12 0.0349
2 0 13 0.0363
7 0 -5 0.0315
-7 0 5 0.0286

_exptl_crystal_recrystallization_method 
'crystallised by diffusion of petroleum ether vapour into a colution of the compound in ethyl acetate'
_exptl_crystal_size_max          0.672
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.036
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.9983 -0.0017 -0.9978 -0.1541 -0.0325 0.0644
0.9983 0.0017 0.9978 0.1541 0.0325 -0.0644
-2.9997 3.9906 -3.9534 -0.1588 -0.0388 1.0583
1.0031 -3.9939 1.9578 -0.1495 -0.0263 -0.9294
-4.9889 -2.0063 -5.0082 -0.9481 -0.1669 -0.0999
1.9993 0.0019 -4.9933 -0.0494 0.4168 0.0160
-1.9993 -0.0019 4.9933 0.0494 -0.4168 -0.0160
3.9888 4.0021 2.0328 0.8691 0.2392 0.6279
-1.9928 -0.0054 -11.9797 -0.8192 0.4375 0.3359
1.9924 0.0056 12.9781 0.8703 -0.4878 -0.3566
6.9927 0.0093 -4.9963 0.4658 0.8308 -0.2027
-6.9927 -0.0093 4.9963 -0.4658 -0.8308 0.2027

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0299
_diffrn_reflns_av_unetI/netI     0.0232
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            14198
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.668
_diffrn_reflns_theta_min         4.154
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.2349
_diffrn_detector_type            'Agilent Diffraction Atlas S2 detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -35.00  30.00   1.00    2.00    --  -38.50  38.00  30.00   65
  2  ω     12.00  80.00   1.00    2.00    --   42.83  77.00 -30.00   68
  3  ω     75.00 101.00   1.00    8.00    --  104.50  81.00  16.06   26
  4  ω     74.00  99.00   1.00    8.00    --  104.50  77.00   0.00   25
  5  ω    110.00 177.00   1.00    8.00    --  104.50  77.00 -30.00   67
  6  ω    149.00 175.00   1.00    8.00    --  104.50  61.00  30.00   26
  7  ω    149.00 175.00   1.00    8.00    --  104.50  77.00   0.00   26
  8  ω    111.00 175.00   1.00    8.00    --  104.50  45.00  30.00   64
  9  ω     87.00 171.00   1.00    8.00    --  104.50  30.00  90.00   84
 10  ω     82.00 112.00   1.00    8.00    --  104.50  61.00  60.00   30
 11  ω     80.00 106.00   1.00    8.00    --  104.50  45.00  30.00   26
 12  ω     81.00 108.00   1.00    8.00    --  104.50  45.00  60.00   27
 13  ω     81.00 106.00   1.00    8.00    --  104.50  45.00   0.00   25
 14  ω     73.00 145.00   1.00    8.00    --  104.50  77.00 -60.00   72
 15  ω     74.00  99.00   1.00    8.00    --  104.50  77.00 -90.00   25
 16  ω     78.00 103.00   1.00    8.00    --  104.50  61.00 -60.00   25
 17  ω     77.00 103.00   1.00    8.00    --  104.50  61.00 -30.00   26
 18  ω     77.00 104.00   1.00    8.00    --  104.50  61.00  30.00   27
 19  ω     77.00 104.00   1.00    8.00    --  104.50  61.00   0.00   27
 20  ω     77.00 102.00   1.00    8.00    --  104.50  64.00 -19.73   25
 21  ω     75.00 102.00   1.00    8.00    --  104.50  77.00 -30.00   27
 22  ω     76.00 130.00   1.00    8.00    --  104.50  66.00 -62.66   54
 23  ω     74.00 101.00   1.00    8.00    --  104.50  77.00  30.00   27
 24  ω     77.00 104.00   1.00    8.00    --  104.50  59.00  -9.75   27
 25  ω     40.00  90.00   1.00    8.00    --  104.50 -45.00 -60.00   50
 26  ω     70.00 105.00   1.00    8.00    --  104.50 -94.00 -60.00   35
 27  ω     33.00  98.00   1.00    8.00    --  104.50 -45.00-120.00   65
 28  ω      6.00 121.00   1.00    2.00    --   42.83  19.00  60.00  115
 29  ω     53.00 136.00   1.00    8.00    --  104.50 -77.00 150.00   83
 30  ω     33.00  89.00   1.00    8.00    --  104.50 -45.00  90.00   56
 31  ω    -27.00  57.00   1.00    2.00    --   42.83 -38.00-120.00   84
 32  ω    -35.00  -8.00   1.00    2.00    --  -38.50  38.00-180.00   27
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1030827000
_diffrn_orient_matrix_UB_12      0.0884134000
_diffrn_orient_matrix_UB_13      0.0511986000
_diffrn_orient_matrix_UB_21      0.0828576000
_diffrn_orient_matrix_UB_22      0.0027247000
_diffrn_orient_matrix_UB_23      -0.0503045000
_diffrn_orient_matrix_UB_31      -0.0441213000
_diffrn_orient_matrix_UB_32      0.2114273000
_diffrn_orient_matrix_UB_33      -0.0207913000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2916
_reflns_number_total             3105
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_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 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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.359
_refine_diff_density_min         -0.523
_refine_diff_density_rms         0.054
_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     210
_refine_ls_number_reflns         3105
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0347
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0523P)²+0.7191P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0927
_refine_ls_wR_factor_ref         0.0946
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C14(H14a,H14b)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C9(H9), C10(H10), C18(H18), C19(H19), C21(H21), C22(H22)
2.d Idealised Me refined as rotating group:
 C8(H8a,H8b,H8c), C23(H23a,H23b,H23c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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_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 0.44555(3) -0.05968(5) 0.63695(2) 0.01878(12) Uani 1 1 d . . . . .
N2 N 0.30790(10) 0.01702(17) 0.64209(5) 0.0185(2) Uani 1 1 d . . . . .
C3 C 0.23347(12) 0.1483(2) 0.59076(6) 0.0186(3) Uani 1 1 d . . . . .
C4 C 0.10299(12) 0.0925(2) 0.59309(7) 0.0200(3) Uani 1 1 d . . . . .
H4 H 0.079404 -0.035046 0.569507 0.024 Uiso 1 1 calc R . . . .
C5 C 0.07731(13) 0.0854(2) 0.66049(7) 0.0216(3) Uani 1 1 d . . . . .
C6 C 0.16107(13) 0.0799(2) 0.71397(7) 0.0224(3) Uani 1 1 d . . . . .
H6 H 0.138540 0.087967 0.755150 0.027 Uiso 1 1 calc R . . . .
C7 C 0.29204(13) 0.0609(2) 0.70960(7) 0.0217(3) Uani 1 1 d . . . . .
H7A H 0.334535 0.186445 0.724493 0.026 Uiso 1 1 calc R . . . .
H7B H 0.329437 -0.047042 0.738794 0.026 Uiso 1 1 calc R . . . .
C8 C 0.25509(13) 0.1136(2) 0.52205(7) 0.0253(3) Uani 1 1 d . . . . .
H8A H 0.335710 0.162441 0.518897 0.038 Uiso 1 1 calc GR . . . .
H8B H 0.193717 0.185237 0.490961 0.038 Uiso 1 1 calc GR . . . .
H8C H 0.249706 -0.029020 0.512233 0.038 Uiso 1 1 calc GR . . . .
C9 C 0.25798(13) 0.3652(2) 0.60805(7) 0.0214(3) Uani 1 1 d . . . . .
H9 H 0.339788 0.405107 0.622137 0.026 Uiso 1 1 calc R . . . .
C10 C 0.17244(13) 0.5039(2) 0.60484(7) 0.0239(3) Uani 1 1 d . . . . .
H10 H 0.196836 0.636396 0.616569 0.029 Uiso 1 1 calc R . . . .
C11 C 0.04202(13) 0.4631(2) 0.58407(7) 0.0222(3) Uani 1 1 d . . . . .
C12 C -0.00076(12) 0.2499(2) 0.57725(7) 0.0217(3) Uani 1 1 d . . . . .
H12 H -0.058622 0.222895 0.535654 0.026 Uiso 1 1 calc R . . . .
O13 O -0.03003(10) 0.60000(17) 0.57158(6) 0.0303(3) Uani 1 1 d . . . . .
C14 C -0.04768(13) 0.1742(2) 0.63929(7) 0.0255(3) Uani 1 1 d . . . . .
H14A H -0.067053 0.281845 0.667776 0.031 Uiso 1 1 calc R . . . .
H14B H -0.113713 0.074951 0.629982 0.031 Uiso 1 1 calc R . . . .
O15 O 0.48828(9) -0.16862(15) 0.69571(5) 0.0241(2) Uani 1 1 d . . . . .
O16 O 0.43849(9) -0.15904(15) 0.57600(5) 0.0239(2) Uani 1 1 d . . . . .
C17 C 0.53845(12) 0.1520(2) 0.63780(7) 0.0196(3) Uani 1 1 d . . . . .
C18 C 0.57407(13) 0.2554(2) 0.69590(6) 0.0225(3) Uani 1 1 d . . . . .
H18 H 0.554522 0.205844 0.734912 0.027 Uiso 1 1 calc R . . . .
C19 C 0.63815(13) 0.4308(2) 0.69606(7) 0.0224(3) Uani 1 1 d . . . . .
H19 H 0.661352 0.502455 0.735493 0.027 Uiso 1 1 calc R . . . .
C20 C 0.66947(12) 0.5049(2) 0.63968(7) 0.0207(3) Uani 1 1 d . . . . .
C21 C 0.63646(13) 0.3954(2) 0.58254(7) 0.0231(3) Uani 1 1 d . . . . .
H21 H 0.659505 0.441484 0.543988 0.028 Uiso 1 1 calc R . . . .
C22 C 0.57060(12) 0.2203(2) 0.58103(7) 0.0217(3) Uani 1 1 d . . . . .
H22 H 0.547775 0.147987 0.541710 0.026 Uiso 1 1 calc R . . . .
C23 C 0.73649(13) 0.6986(2) 0.64052(7) 0.0249(3) Uani 1 1 d . . . . .
H23A H 0.734436 0.769375 0.681049 0.037 Uiso 1 1 calc GR . . . .
H23B H 0.698003 0.780501 0.603648 0.037 Uiso 1 1 calc GR . . . .
H23C H 0.820708 0.672247 0.637392 0.037 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N2 1.6577(11) . ?
S1 O15 1.4359(10) . ?
S1 O16 1.4332(10) . ?
S1 C17 1.7643(14) . ?
N2 C3 1.5145(16) . ?
N2 C7 1.4939(17) . ?
C3 C4 1.5272(19) . ?
C3 C8 1.5289(18) . ?
C3 C9 1.5146(19) . ?
C4 H4 1.0000 . ?
C4 C5 1.5011(19) . ?
C4 C12 1.5630(19) . ?
C5 C6 1.320(2) . ?
C5 C14 1.515(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.502(2) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9 0.9500 . ?
C9 C10 1.333(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.475(2) . ?
C11 C12 1.510(2) . ?
C11 O13 1.2211(18) . ?
C12 H12 1.0000 . ?
C12 C14 1.5836(19) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C17 C18 1.3944(19) . ?
C17 C22 1.3909(19) . ?
C18 H18 0.9500 . ?
C18 C19 1.382(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.393(2) . ?
C20 C21 1.396(2) . ?
C20 C23 1.503(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.388(2) . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 S1 C17 108.02(6) . . ?
O15 S1 N2 105.27(6) . . ?
O15 S1 C17 107.69(6) . . ?
O16 S1 N2 108.28(6) . . ?
O16 S1 O15 118.84(6) . . ?
O16 S1 C17 108.31(6) . . ?
C3 N2 S1 121.99(9) . . ?
C7 N2 S1 114.22(9) . . ?
C7 N2 C3 114.17(10) . . ?
N2 C3 C4 103.69(10) . . ?
N2 C3 C8 114.60(11) . . ?
N2 C3 C9 109.88(11) . . ?
C4 C3 C8 108.94(11) . . ?
C9 C3 C4 111.11(11) . . ?
C9 C3 C8 108.57(12) . . ?
C3 C4 H4 111.0 . . ?
C3 C4 C12 120.77(12) . . ?
C5 C4 C3 113.71(11) . . ?
C5 C4 H4 111.0 . . ?
C5 C4 C12 87.08(10) . . ?
C12 C4 H4 111.0 . . ?
C4 C5 C14 92.81(11) . . ?
C6 C5 C4 124.58(13) . . ?
C6 C5 C14 136.96(14) . . ?
C5 C6 H6 120.1 . . ?
C5 C6 C7 119.87(13) . . ?
C7 C6 H6 120.1 . . ?
N2 C7 C6 112.08(11) . . ?
N2 C7 H7A 109.2 . . ?
N2 C7 H7B 109.2 . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C3 C8 H8A 109.5 . . ?
C3 C8 H8B 109.5 . . ?
C3 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C3 C9 H9 117.8 . . ?
C10 C9 C3 124.37(13) . . ?
C10 C9 H9 117.8 . . ?
C9 C10 H10 118.2 . . ?
C9 C10 C11 123.63(14) . . ?
C11 C10 H10 118.2 . . ?
C10 C11 C12 119.07(12) . . ?
O13 C11 C10 120.38(14) . . ?
O13 C11 C12 120.54(13) . . ?
C4 C12 H12 113.4 . . ?
C4 C12 C14 87.90(10) . . ?
C11 C12 C4 114.22(11) . . ?
C11 C12 H12 113.4 . . ?
C11 C12 C14 112.21(12) . . ?
C14 C12 H12 113.4 . . ?
C5 C14 C12 85.88(10) . . ?
C5 C14 H14A 114.3 . . ?
C5 C14 H14B 114.3 . . ?
C12 C14 H14A 114.3 . . ?
C12 C14 H14B 114.3 . . ?
H14A C14 H14B 111.5 . . ?
C18 C17 S1 118.65(11) . . ?
C22 C17 S1 120.70(11) . . ?
C22 C17 C18 120.57(13) . . ?
C17 C18 H18 120.4 . . ?
C19 C18 C17 119.22(13) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.44(13) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 C21 118.32(13) . . ?
C19 C20 C23 120.64(13) . . ?
C21 C20 C23 121.04(13) . . ?
C20 C21 H21 119.4 . . ?
C22 C21 C20 121.22(13) . . ?
C22 C21 H21 119.4 . . ?
C17 C22 H22 120.4 . . ?
C21 C22 C17 119.17(13) . . ?
C21 C22 H22 120.4 . . ?
C20 C23 H23A 109.5 . . ?
C20 C23 H23B 109.5 . . ?
C20 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N2 C3 C4 150.75(9) . . . . ?
S1 N2 C3 C8 32.13(16) . . . . ?
S1 N2 C3 C9 -90.41(13) . . . . ?
S1 N2 C7 C6 -165.77(9) . . . . ?
S1 C17 C18 C19 -174.55(11) . . . . ?
S1 C17 C22 C21 175.38(10) . . . . ?
N2 S1 C17 C18 72.77(12) . . . . ?
N2 S1 C17 C22 -104.09(12) . . . . ?
N2 C3 C4 C5 47.18(14) . . . . ?
N2 C3 C4 C12 148.53(12) . . . . ?
N2 C3 C9 C10 -134.70(14) . . . . ?
C3 N2 C7 C6 47.24(16) . . . . ?
C3 C4 C5 C6 -15.4(2) . . . . ?
C3 C4 C5 C14 141.90(12) . . . . ?
C3 C4 C12 C11 -21.05(18) . . . . ?
C3 C4 C12 C14 -134.52(13) . . . . ?
C3 C9 C10 C11 0.2(2) . . . . ?
C4 C3 C9 C10 -20.54(19) . . . . ?
C4 C5 C6 C7 -5.8(2) . . . . ?
C4 C5 C14 C12 -19.19(11) . . . . ?
C4 C12 C14 C5 18.39(10) . . . . ?
C5 C4 C12 C11 94.93(13) . . . . ?
C5 C4 C12 C14 -18.53(10) . . . . ?
C5 C6 C7 N2 -9.38(19) . . . . ?
C6 C5 C14 C12 133.07(19) . . . . ?
C7 N2 C3 C4 -65.10(14) . . . . ?
C7 N2 C3 C8 176.28(12) . . . . ?
C7 N2 C3 C9 53.73(15) . . . . ?
C8 C3 C4 C5 169.64(12) . . . . ?
C8 C3 C4 C12 -89.02(15) . . . . ?
C8 C3 C9 C10 99.25(16) . . . . ?
C9 C3 C4 C5 -70.80(14) . . . . ?
C9 C3 C4 C12 30.54(17) . . . . ?
C9 C10 C11 C12 11.3(2) . . . . ?
C9 C10 C11 O13 -167.53(14) . . . . ?
C10 C11 C12 C4 -0.56(18) . . . . ?
C10 C11 C12 C14 97.51(15) . . . . ?
C11 C12 C14 C5 -96.98(12) . . . . ?
C12 C4 C5 C6 -137.88(15) . . . . ?
C12 C4 C5 C14 19.42(11) . . . . ?
O13 C11 C12 C4 178.26(13) . . . . ?
O13 C11 C12 C14 -83.68(16) . . . . ?
C14 C5 C6 C7 -151.45(16) . . . . ?
O15 S1 N2 C3 176.59(10) . . . . ?
O15 S1 N2 C7 32.46(11) . . . . ?
O15 S1 C17 C18 -40.46(12) . . . . ?
O15 S1 C17 C22 142.68(11) . . . . ?
O16 S1 N2 C3 -55.32(12) . . . . ?
O16 S1 N2 C7 160.55(9) . . . . ?
O16 S1 C17 C18 -170.17(11) . . . . ?
O16 S1 C17 C22 12.97(13) . . . . ?
C17 S1 N2 C3 61.76(11) . . . . ?
C17 S1 N2 C7 -82.37(11) . . . . ?
C17 C18 C19 C20 -1.0(2) . . . . ?
C18 C17 C22 C21 -1.4(2) . . . . ?
C18 C19 C20 C21 -1.2(2) . . . . ?
C18 C19 C20 C23 178.46(13) . . . . ?
C19 C20 C21 C22 2.1(2) . . . . ?
C20 C21 C22 C17 -0.8(2) . . . . ?
C22 C17 C18 C19 2.3(2) . . . . ?
C23 C20 C21 C22 -177.54(13) . . . . ?

_olex2_date_sample_data_collection 2016-10-19
_olex2_date_sample_submission    2016-10-18
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_original_sample_id NH172
_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 1.572
_oxdiff_exptl_absorpt_empirical_full_min 0.535
####################################################################### 
# 
# 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_tlnnle
_database_code_depnum_ccdc_archive 'CCDC 1584897'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;
_nottingham_internal_coll_name   TLNNLE
_nottingham_internal_coll_number 16577
_nottingham_internal_coll_client TLNN/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'ofand \w scans'
_nottingham_internal_coll_frame_time 'degrees,, 2.00'
_nottingham_internal_coll_frame_width 'in, 2.00'
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   20/10/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVA, PL13110002'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 14/11/2016
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 15/11/2016
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 2/2/2017
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 24/8/2017
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 24/8/2017
_refine_special_details          
;
The alkene-napthyl group is disordered over two positions. The occupancies of 
the two components was refined competitively, converging to a ratio of 0.84:0.16. 
Chemically equivalent bonds of the disordered atoms were restrained to be 
approximately equal. Enhanced rigid bond and similarity restraints were applied 
to the thermal parameters of the disordered atoms. Minor component atom C13A was 
refined isotropically.
;
_audit_creation_date             2017-08-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H27 N O3 S'
_chemical_formula_sum            'C28 H27 N O3 S'
_chemical_formula_weight         457.56
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H27 N O3 S'
_chemical_oxdiff_usercomment     
'TLNNLE #16577 GVA-1085 IN FOMBLIN FILM ON MICROMOUNT FOR TLNN/HWL'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.2814(7)
_cell_length_b                   12.1086(8)
_cell_length_c                   23.3936(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2345.8(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5679
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.0520
_cell_measurement_theta_min      3.6260
_shelx_estimated_absorpt_T_max   0.727
_shelx_estimated_absorpt_T_min   0.469
_exptl_absorpt_coefficient_mu    1.465
_exptl_absorpt_correction_T_max  0.744
_exptl_absorpt_correction_T_min  0.488
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             968
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 0 -2 0.2819
-5 2 -6 0.3069
5 -3 -3 0.2839
2 -2 -13 0.2183
-4 3 6 0.2234
0 6 -10 0.2049
0 -6 10 0.1737
-2 -7 -1 0.2180
-4 -5 -5 0.2757
-3 4 -10 0.3022
0 -8 4 0.1535
-4 4 -6 0.2926
4 -6 4 0.2893
0 1 1 0.0933
0 -1 -1 0.1383
0 2 -15 0.2690
0 7 -5 0.1842
3 2 -13 0.2235
0 -2 15 0.2076
-5 0 2 0.2716
-5 -1 5 0.2485

_exptl_crystal_recrystallization_method 
'slow diffusion of petroleum ether vapor into an theyl acetate solution of the compound'
_exptl_crystal_size_max          0.609
_exptl_crystal_size_mid          0.459
_exptl_crystal_size_min          0.232
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
4.9980 -0.0013 -2.0030 0.7033 -0.1432 0.6054
-4.9957 1.9987 -5.9944 -0.2637 0.2146 -0.9845
4.9953 -2.9981 -3.0075 0.6308 -0.5231 0.6134
1.9980 -1.9990 -13.0047 0.7537 -0.5526 -0.2499
-3.9958 2.9980 6.0070 -0.6437 0.5658 -0.3457
0.0062 5.9928 -9.9915 0.6869 0.5081 -0.5334
-0.0062 -5.9928 9.9915 -0.6869 -0.5081 0.5334
-2.0057 -6.9918 -1.0093 -0.4746 -0.8180 -0.2006
-4.0028 -4.9938 -5.0054 -0.4608 -0.6222 -0.6839
-2.9945 3.9957 -9.9927 0.2406 0.3295 -0.9143
-0.0077 -7.9909 3.9882 -0.4944 -0.8733 0.3087
-3.9943 3.9962 -5.9920 -0.0626 0.4337 -0.8802
3.9925 -5.9941 3.9889 0.0745 -0.7150 0.8280
0.0009 0.9989 1.0015 -0.0059 0.1406 0.0261
-0.0009 -0.9989 -1.0015 0.0059 -0.1406 -0.0261
0.0027 1.9969 -14.9977 0.7557 -0.0755 -0.6809
0.0068 6.9919 -4.9898 0.5003 0.7326 -0.3348
3.0013 1.9963 -12.9993 1.0332 -0.0942 -0.1797
-0.0027 -1.9969 14.9977 -0.7557 0.0755 0.6809
-4.9980 0.0013 2.0030 -0.7033 0.1432 -0.6054
-4.9991 -0.9974 5.0016 -0.8780 0.0865 -0.4590

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9059
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.091
_diffrn_reflns_theta_min         3.779
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        
'flash frozen in gaseous N2' # assumed default, please check
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Agilent Diffraction Titan S2 detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00 110.00   2.00    2.00    --   43.31   0.00 -90.00   69
  2  ω     83.00 149.00   2.00    2.00    --  103.95  61.00 -60.00   33
  3  ω     98.00 174.00   2.00    2.00    --  103.95 125.00 -60.00   38
  4  ω     74.00 136.00   2.00    2.00    --  103.95  77.00  90.00   31
  5  ω     55.00  83.00   2.00    2.00    --   43.31 159.00 -92.00   14
  6  ω    -18.00   8.00   2.00    2.00    --  -43.31  38.00-120.00   13
  7  ω     56.00  96.00   2.00    2.00    --  103.95 -45.00 -60.00   20
  8  ω     39.00  91.00   2.00    2.00    --  103.95 -30.00-180.00   26
  9  ω     33.00  71.00   2.00    2.00    --  103.95 -30.00-120.00   19
 10  ω     33.00  87.00   2.00    2.00    --  103.95 -30.00 -90.00   27
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Titan S2'
_diffrn_measurement_method       ?
_diffrn_measurement_specimen_support 
'MiTeGen micromount' # assumed default, please check
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1226399000
_diffrn_orient_matrix_UB_12      0.0392204000
_diffrn_orient_matrix_UB_13      -0.0451460000
_diffrn_orient_matrix_UB_21      -0.0202149000
_diffrn_orient_matrix_UB_22      0.1197720000
_diffrn_orient_matrix_UB_23      0.0209752000
_diffrn_orient_matrix_UB_31      0.1384144000
_diffrn_orient_matrix_UB_32      -0.0172360000
_diffrn_orient_matrix_UB_33      0.0431310000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_radiation_xray_symbol    K-L~2,3~
_diffrn_source                   ?
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              ?
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.724
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.946
_reflns_number_gt                4500
_reflns_number_total             4616
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_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 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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.258
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 1792 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.064(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     404
_refine_ls_number_reflns         4616
_refine_ls_number_restraints     164
_refine_ls_R_factor_all          0.0365
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.043
_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)+(0.0493P)²+0.3773P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0913
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C16-C15 \\sim C16A-C15A
 with sigma of 0.02
 C24-C15 \\sim C24A-C15A
 with sigma of 0.02
 C24A-C23A \\sim C24-C23
 with sigma of 0.02
 C17A-C16A \\sim C17-C16
 with sigma of 0.02
 C23A-C22A \\sim C23-C22
 with sigma of 0.02
 C22-C17 \\sim C22A-C17A
 with sigma of 0.02
 C18-C17 \\sim C18A-C17A
 with sigma of 0.02
 C19-C18 \\sim C19A-C18A
 with sigma of 0.02
 C22-C21 \\sim C22A-C21A
 with sigma of 0.02
 C20A-C19A \\sim C20-C19
 with sigma of 0.02
 C21-C20 \\sim C21A-C20A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C13A \\sim C14A \\sim C16A \\sim C15A \\sim C24A \\sim C23A \\sim C22A \\sim
C17A \\sim C18A \\sim C19A \\sim C20A \\sim C21A: within 2A with sigma of 0.01
and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 C13A, C14A, C16A, C15A, C24A, C23A, C22A, C17A, C18A, C19A, C20A, C21A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H5B)=Sof(C13A)=Sof(C14A)=Sof(H14C)=Sof(H14D)=Sof(C15A)=Sof(C16A)=
 Sof(H16A)=Sof(C17A)=Sof(C18A)=Sof(H18A)=Sof(C19A)=Sof(H19A)=Sof(C20A)=
 Sof(H20A)=Sof(C21A)=Sof(H21A)=Sof(C22A)=Sof(C23A)=Sof(H23A)=Sof(C24A)=
 Sof(H24A)=1-FVAR(1)
 Sof(H5A)=Sof(C13)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(C16)=Sof(H16)=
 Sof(C17)=Sof(C18)=Sof(H18)=Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=Sof(C21)=
 Sof(H21)=Sof(C22)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5A), C5(H5B)
6.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C10(H10A,H10B)
6.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C16(H16), C16A(H16A), C18(H18), C18A(H18A), C19(H19),
 C19A(H19A), C20(H20), C20A(H20A), C21(H21), C21A(H21A), C23(H23), C23A(H23A),
 C24(H24), C24A(H24A), C28(H28), C29(H29), C31(H31), C32(H32)
6.d X=CH2 refined with riding coordinates:
 C14(H14A,H14B), C14A(H14C,H14D)
6.e Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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_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 0.54483(7) 0.60166(5) 0.44480(2) 0.02086(15) Uani 1 1 d . . . . .
N2 N 0.4780(3) 0.49412(18) 0.41083(8) 0.0198(4) Uani 1 1 d . . . . .
C3 C 0.3107(3) 0.4830(2) 0.38655(10) 0.0213(5) Uani 1 1 d . . . . .
C4 C 0.2976(3) 0.3570(2) 0.37666(10) 0.0224(5) Uani 1 1 d . . . . .
H4 H 0.237231 0.342772 0.340390 0.027 Uiso 1 1 calc R . . . .
C5 C 0.4760(3) 0.3218(2) 0.36902(11) 0.0242(5) Uani 1 1 d . . . . .
H5A H 0.513585 0.353876 0.331941 0.029 Uiso 0.843(5) 1 calc R . P A 1
H5B H 0.518311 0.342438 0.330433 0.029 Uiso 0.157(5) 1 calc R . P A 2
C6 C 0.5590(3) 0.3868(2) 0.41645(10) 0.0207(5) Uani 1 1 d . . . . .
H6A H 0.539524 0.353336 0.454440 0.025 Uiso 1 1 calc R . . . .
H6B H 0.676670 0.393035 0.409795 0.025 Uiso 1 1 calc R . . . .
C7 C 0.1802(3) 0.5292(2) 0.42503(11) 0.0251(6) Uani 1 1 d . . . . .
H7 H 0.179987 0.606571 0.431904 0.030 Uiso 1 1 calc R . . . .
C8 C 0.0650(3) 0.4686(2) 0.45003(11) 0.0280(6) Uani 1 1 d . . . . .
H8 H -0.017830 0.505012 0.470857 0.034 Uiso 1 1 calc R . . . .
C9 C 0.0627(3) 0.3480(2) 0.44628(11) 0.0265(5) Uani 1 1 d . . . . .
C10 C 0.2164(3) 0.2945(2) 0.42583(11) 0.0267(6) Uani 1 1 d . . . . .
H10A H 0.191952 0.218317 0.413090 0.032 Uiso 1 1 calc R . . . .
H10B H 0.292897 0.289477 0.458245 0.032 Uiso 1 1 calc R . . . .
O11 O -0.0563(2) 0.2938(2) 0.46030(9) 0.0378(5) Uani 1 1 d . . . . .
C12 C 0.3014(4) 0.5449(3) 0.32930(12) 0.0315(6) Uani 1 1 d . . . . .
H12A H 0.334103 0.621966 0.334919 0.047 Uiso 1 1 calc GR . . . .
H12B H 0.190401 0.542568 0.314843 0.047 Uiso 1 1 calc GR . . . .
H12C H 0.373831 0.509765 0.301614 0.047 Uiso 1 1 calc GR . . . .
C13 C 0.5045(4) 0.2009(3) 0.36589(19) 0.0205(7) Uani 0.843(5) 1 d . . P A 1
C13A C 0.526(3) 0.1867(17) 0.3870(9) 0.013(4) Uiso 0.157(5) 1 d . U P A 2
C14 C 0.6082(7) 0.1528(5) 0.4016(2) 0.0265(11) Uani 0.843(5) 1 d . . P A 1
H14A H 0.664097 0.195832 0.429170 0.032 Uiso 0.843(5) 1 calc R . P A 1
H14B H 0.626139 0.075391 0.399499 0.032 Uiso 0.843(5) 1 calc R . P A 1
C14A C 0.645(3) 0.156(2) 0.4225(12) 0.024(5) Uani 0.157(5) 1 d . U P A 2
H14C H 0.676042 0.080789 0.424787 0.029 Uiso 0.157(5) 1 calc R . P A 2
H14D H 0.698292 0.209920 0.445229 0.029 Uiso 0.157(5) 1 calc R . P A 2
C15 C 0.4182(4) 0.1366(3) 0.32067(18) 0.0213(8) Uani 0.843(5) 1 d D . P A 1
C15A C 0.4405(19) 0.1009(13) 0.3506(7) 0.019(3) Uani 0.157(5) 1 d D U P A 2
C16 C 0.3818(4) 0.0271(3) 0.32786(12) 0.0224(7) Uani 0.843(5) 1 d D . P A 1
H16 H 0.411680 -0.008301 0.362531 0.027 Uiso 0.843(5) 1 calc R . P A 1
C16A C 0.377(2) 0.1305(16) 0.2984(8) 0.021(4) Uani 0.157(5) 1 d D U P A 2
H16A H 0.383306 0.204252 0.284819 0.025 Uiso 0.157(5) 1 calc R . P A 2
C17 C 0.3005(8) -0.0356(4) 0.2849(2) 0.0222(10) Uani 0.843(5) 1 d D . P A 1
C17A C 0.300(2) 0.0450(15) 0.2653(7) 0.025(3) Uani 0.157(5) 1 d D U P A 2
C18 C 0.2653(4) -0.1489(3) 0.29246(14) 0.0286(8) Uani 0.843(5) 1 d D . P A 1
H18 H 0.296999 -0.185227 0.326674 0.034 Uiso 0.843(5) 1 calc R . P A 1
C18A C 0.233(2) 0.0703(16) 0.2105(7) 0.023(3) Uani 0.157(5) 1 d D U P A 2
H18A H 0.238038 0.143646 0.196263 0.027 Uiso 0.157(5) 1 calc R . P A 2
C19 C 0.1855(5) -0.2069(3) 0.25048(16) 0.0317(8) Uani 0.843(5) 1 d D . P A 1
H19 H 0.162398 -0.283025 0.255892 0.038 Uiso 0.843(5) 1 calc R . P A 1
C19A C 0.161(4) -0.012(2) 0.1781(11) 0.023(4) Uani 0.157(5) 1 d D U P A 2
H19A H 0.115773 0.005288 0.141827 0.028 Uiso 0.157(5) 1 calc R . P A 2
C20 C 0.1378(7) -0.1542(4) 0.1996(2) 0.0272(11) Uani 0.843(5) 1 d D . P A 1
H20 H 0.082779 -0.194973 0.170918 0.033 Uiso 0.843(5) 1 calc R . P A 1
C20A C 0.155(4) -0.118(3) 0.1982(11) 0.023(4) Uani 0.157(5) 1 d D U P A 2
H20A H 0.107241 -0.173868 0.175006 0.028 Uiso 0.157(5) 1 calc R . P A 2
C21 C 0.1701(6) -0.0448(5) 0.19136(18) 0.0244(10) Uani 0.843(5) 1 d D . P A 1
H21 H 0.137022 -0.010020 0.156899 0.029 Uiso 0.843(5) 1 calc R . P A 1
C21A C 0.216(2) -0.1473(19) 0.2509(7) 0.027(4) Uani 0.157(5) 1 d D U P A 2
H21A H 0.206546 -0.221307 0.264037 0.033 Uiso 0.157(5) 1 calc R . P A 2
C22 C 0.2528(4) 0.0177(3) 0.23365(15) 0.0225(7) Uani 0.843(5) 1 d D . P A 1
C22A C 0.292(5) -0.067(2) 0.2854(11) 0.022(4) Uani 0.157(5) 1 d D U P A 2
C23 C 0.2903(4) 0.1308(3) 0.22660(13) 0.0262(7) Uani 0.843(5) 1 d D . P A 1
H23 H 0.259665 0.167560 0.192390 0.031 Uiso 0.843(5) 1 calc R . P A 1
C23A C 0.3585(18) -0.0898(13) 0.3391(6) 0.021(3) Uani 0.157(5) 1 d D U P A 2
H23A H 0.352429 -0.163019 0.353498 0.025 Uiso 0.157(5) 1 calc R . P A 2
C24 C 0.3704(4) 0.1883(3) 0.26840(13) 0.0238(7) Uani 0.843(5) 1 d D . P A 1
H24 H 0.394576 0.264125 0.262490 0.029 Uiso 0.843(5) 1 calc R . P A 1
C24A C 0.4317(19) -0.0110(12) 0.3714(6) 0.021(3) Uani 0.157(5) 1 d D U P A 2
H24A H 0.476711 -0.029578 0.407498 0.025 Uiso 0.157(5) 1 calc R . P A 2
O25 O 0.7176(2) 0.59435(16) 0.44330(8) 0.0276(4) Uani 1 1 d . . . . .
O26 O 0.4649(2) 0.69682(16) 0.42149(8) 0.0281(4) Uani 1 1 d . . . . .
C27 C 0.4855(3) 0.5895(2) 0.51715(10) 0.0212(5) Uani 1 1 d . . . . .
C28 C 0.5595(3) 0.5098(2) 0.55118(11) 0.0253(5) Uani 1 1 d . . . . .
H28 H 0.643698 0.465001 0.536254 0.030 Uiso 1 1 calc R . . . .
C29 C 0.5080(3) 0.4969(2) 0.60729(11) 0.0273(6) Uani 1 1 d . . . . .
H29 H 0.556597 0.441805 0.630529 0.033 Uiso 1 1 calc R . . . .
C30 C 0.3868(3) 0.5629(2) 0.63016(11) 0.0270(6) Uani 1 1 d . . . . .
C31 C 0.3168(4) 0.6433(2) 0.59559(12) 0.0307(6) Uani 1 1 d . . . . .
H31 H 0.234771 0.689590 0.610795 0.037 Uiso 1 1 calc R . . . .
C32 C 0.3653(4) 0.6567(2) 0.53904(11) 0.0278(6) Uani 1 1 d . . . . .
H32 H 0.316396 0.711519 0.515705 0.033 Uiso 1 1 calc R . . . .
C33 C 0.3315(4) 0.5463(3) 0.69095(12) 0.0354(7) Uani 1 1 d . . . . .
H33A H 0.232928 0.501553 0.691234 0.053 Uiso 1 1 calc GR . . . .
H33B H 0.309505 0.618224 0.708499 0.053 Uiso 1 1 calc GR . . . .
H33C H 0.416215 0.508326 0.712625 0.053 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N2 1.623(2) . ?
S1 O25 1.4336(19) . ?
S1 O26 1.436(2) . ?
S1 C27 1.769(2) . ?
N2 C3 1.503(3) . ?
N2 C6 1.468(3) . ?
C3 C4 1.547(4) . ?
C3 C7 1.514(4) . ?
C3 C12 1.537(3) . ?
C4 H4 1.0000 . ?
C4 C5 1.547(4) . ?
C4 C10 1.533(4) . ?
C5 H5A 1.0000 . ?
C5 H5B 1.0000 . ?
C5 C6 1.524(3) . ?
C5 C13 1.485(4) . ?
C5 C13A 1.74(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C8 1.338(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.463(4) . ?
C9 C10 1.506(4) . ?
C9 O11 1.229(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.332(6) . ?
C13 C15 1.495(5) . ?
C13A C14A 1.34(3) . ?
C13A C15A 1.52(3) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C14A H14C 0.9500 . ?
C14A H14D 0.9500 . ?
C15 C16 1.371(5) . ?
C15 C24 1.429(5) . ?
C15A C16A 1.377(18) . ?
C15A C24A 1.442(18) . ?
C16 H16 0.9500 . ?
C16 C17 1.429(5) . ?
C16A H16A 0.9500 . ?
C16A C17A 1.44(2) . ?
C17 C18 1.414(5) . ?
C17 C22 1.417(6) . ?
C17A C18A 1.430(19) . ?
C17A C22A 1.44(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.376(5) . ?
C18A H18A 0.9500 . ?
C18A C19A 1.39(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.406(6) . ?
C19A H19A 0.9500 . ?
C19A C20A 1.37(2) . ?
C20 H20 0.9500 . ?
C20 C21 1.366(6) . ?
C20A H20A 0.9500 . ?
C20A C21A 1.38(2) . ?
C21 H21 0.9500 . ?
C21 C22 1.421(5) . ?
C21A H21A 0.9500 . ?
C21A C22A 1.41(2) . ?
C22 C23 1.415(5) . ?
C22A C23A 1.40(2) . ?
C23 H23 0.9500 . ?
C23 C24 1.371(5) . ?
C23A H23A 0.9500 . ?
C23A C24A 1.360(18) . ?
C24 H24 0.9500 . ?
C24A H24A 0.9500 . ?
C27 C28 1.393(4) . ?
C27 C32 1.383(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.389(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.390(4) . ?
C30 C31 1.392(4) . ?
C30 C33 1.507(4) . ?
C31 H31 0.9500 . ?
C31 C32 1.392(4) . ?
C32 H32 0.9500 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 S1 C27 107.89(11) . . ?
O25 S1 N2 106.20(11) . . ?
O25 S1 O26 119.99(12) . . ?
O25 S1 C27 107.19(12) . . ?
O26 S1 N2 107.50(11) . . ?
O26 S1 C27 107.57(12) . . ?
C3 N2 S1 124.82(17) . . ?
C6 N2 S1 120.69(16) . . ?
C6 N2 C3 112.08(19) . . ?
N2 C3 C4 102.1(2) . . ?
N2 C3 C7 113.6(2) . . ?
N2 C3 C12 109.4(2) . . ?
C7 C3 C4 113.8(2) . . ?
C7 C3 C12 107.6(2) . . ?
C12 C3 C4 110.3(2) . . ?
C3 C4 H4 109.4 . . ?
C3 C4 C5 102.8(2) . . ?
C5 C4 H4 109.4 . . ?
C10 C4 C3 113.9(2) . . ?
C10 C4 H4 109.4 . . ?
C10 C4 C5 111.7(2) . . ?
C4 C5 H5A 106.9 . . ?
C4 C5 H5B 111.7 . . ?
C4 C5 C13A 117.2(8) . . ?
C6 C5 C4 101.77(19) . . ?
C6 C5 H5A 106.9 . . ?
C6 C5 H5B 111.7 . . ?
C6 C5 C13A 101.7(8) . . ?
C13 C5 C4 115.4(2) . . ?
C13 C5 H5A 106.9 . . ?
C13 C5 C6 118.3(3) . . ?
C13A C5 H5B 111.7 . . ?
N2 C6 C5 100.71(19) . . ?
N2 C6 H6A 111.6 . . ?
N2 C6 H6B 111.6 . . ?
C5 C6 H6A 111.6 . . ?
C5 C6 H6B 111.6 . . ?
H6A C6 H6B 109.4 . . ?
C3 C7 H7 117.8 . . ?
C8 C7 C3 124.5(3) . . ?
C8 C7 H7 117.8 . . ?
C7 C8 H8 119.0 . . ?
C7 C8 C9 122.1(3) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 C10 116.0(2) . . ?
O11 C9 C8 121.8(3) . . ?
O11 C9 C10 122.2(3) . . ?
C4 C10 H10A 108.9 . . ?
C4 C10 H10B 108.9 . . ?
C9 C10 C4 113.4(2) . . ?
C9 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C13 C15 118.2(3) . . ?
C14 C13 C5 120.2(4) . . ?
C14 C13 C15 121.6(4) . . ?
C14A C13A C5 125.7(17) . . ?
C14A C13A C15A 120(2) . . ?
C15A C13A C5 113.4(17) . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C13A C14A H14C 120.0 . . ?
C13A C14A H14D 120.0 . . ?
H14C C14A H14D 120.0 . . ?
C16 C15 C13 121.4(4) . . ?
C16 C15 C24 117.9(3) . . ?
C24 C15 C13 120.7(3) . . ?
C16A C15A C13A 119.9(16) . . ?
C16A C15A C24A 121.6(16) . . ?
C24A C15A C13A 118.5(16) . . ?
C15 C16 H16 119.0 . . ?
C15 C16 C17 122.1(3) . . ?
C17 C16 H16 119.0 . . ?
C15A C16A H16A 121.3 . . ?
C15A C16A C17A 117.3(17) . . ?
C17A C16A H16A 121.3 . . ?
C18 C17 C16 121.6(4) . . ?
C18 C17 C22 119.4(4) . . ?
C22 C17 C16 119.0(3) . . ?
C18A C17A C16A 120.0(16) . . ?
C18A C17A C22A 118.5(18) . . ?
C22A C17A C16A 121.5(17) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.3(3) . . ?
C19 C18 H18 119.9 . . ?
C17A C18A H18A 119.9 . . ?
C19A C18A C17A 120.3(18) . . ?
C19A C18A H18A 119.9 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.5(4) . . ?
C20 C19 H19 119.8 . . ?
C18A C19A H19A 120.0 . . ?
C20A C19A C18A 120(2) . . ?
C20A C19A H19A 120.0 . . ?
C19 C20 H20 119.8 . . ?
C21 C20 C19 120.3(4) . . ?
C21 C20 H20 119.8 . . ?
C19A C20A H20A 118.9 . . ?
C19A C20A C21A 122(2) . . ?
C21A C20A H20A 118.9 . . ?
C20 C21 H21 119.6 . . ?
C20 C21 C22 120.8(4) . . ?
C22 C21 H21 119.6 . . ?
C20A C21A H21A 120.0 . . ?
C20A C21A C22A 120(2) . . ?
C22A C21A H21A 120.0 . . ?
C17 C22 C21 118.7(4) . . ?
C23 C22 C17 118.6(3) . . ?
C23 C22 C21 122.7(4) . . ?
C21A C22A C17A 118.9(19) . . ?
C23A C22A C17A 117.5(18) . . ?
C23A C22A C21A 123.6(19) . . ?
C22 C23 H23 119.5 . . ?
C24 C23 C22 121.0(3) . . ?
C24 C23 H23 119.5 . . ?
C22A C23A H23A 118.8 . . ?
C24A C23A C22A 122.5(16) . . ?
C24A C23A H23A 118.8 . . ?
C15 C24 H24 119.3 . . ?
C23 C24 C15 121.5(3) . . ?
C23 C24 H24 119.3 . . ?
C15A C24A H24A 120.2 . . ?
C23A C24A C15A 119.6(14) . . ?
C23A C24A H24A 120.2 . . ?
C28 C27 S1 118.8(2) . . ?
C32 C27 S1 120.4(2) . . ?
C32 C27 C28 120.8(2) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 C27 118.9(2) . . ?
C29 C28 H28 120.6 . . ?
C28 C29 H29 119.3 . . ?
C28 C29 C30 121.4(2) . . ?
C30 C29 H29 119.3 . . ?
C29 C30 C31 118.6(3) . . ?
C29 C30 C33 120.4(3) . . ?
C31 C30 C33 121.0(3) . . ?
C30 C31 H31 119.5 . . ?
C30 C31 C32 120.9(3) . . ?
C32 C31 H31 119.5 . . ?
C27 C32 C31 119.4(3) . . ?
C27 C32 H32 120.3 . . ?
C31 C32 H32 120.3 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

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 N2 C3 C4 -163.35(17) . . . . ?
S1 N2 C3 C7 -40.4(3) . . . . ?
S1 N2 C3 C12 79.8(3) . . . . ?
S1 N2 C6 C5 -169.14(16) . . . . ?
S1 C27 C28 C29 -177.2(2) . . . . ?
S1 C27 C32 C31 177.9(2) . . . . ?
N2 S1 C27 C28 70.8(2) . . . . ?
N2 S1 C27 C32 -107.9(2) . . . . ?
N2 C3 C4 C5 -25.9(2) . . . . ?
N2 C3 C4 C10 95.2(2) . . . . ?
N2 C3 C7 C8 -114.6(3) . . . . ?
C3 N2 C6 C5 27.6(2) . . . . ?
C3 C4 C5 C6 43.3(2) . . . . ?
C3 C4 C5 C13 172.6(3) . . . . ?
C3 C4 C5 C13A 153.1(8) . . . . ?
C3 C4 C10 C9 46.8(3) . . . . ?
C3 C7 C8 C9 5.4(4) . . . . ?
C4 C3 C7 C8 1.7(4) . . . . ?
C4 C5 C6 N2 -42.7(2) . . . . ?
C4 C5 C13 C14 -125.0(4) . . . . ?
C4 C5 C13 C15 57.0(4) . . . . ?
C4 C5 C13A C14A -127.5(19) . . . . ?
C4 C5 C13A C15A 62.8(14) . . . . ?
C5 C4 C10 C9 162.8(2) . . . . ?
C5 C13 C15 C16 -152.5(3) . . . . ?
C5 C13 C15 C24 27.3(5) . . . . ?
C5 C13A C15A C16A 20(2) . . . . ?
C5 C13A C15A C24A -161.4(12) . . . . ?
C6 N2 C3 C4 -1.0(2) . . . . ?
C6 N2 C3 C7 122.0(2) . . . . ?
C6 N2 C3 C12 -117.8(2) . . . . ?
C6 C5 C13 C14 -4.2(5) . . . . ?
C6 C5 C13 C15 177.8(3) . . . . ?
C6 C5 C13A C14A -18(2) . . . . ?
C6 C5 C13A C15A 172.7(11) . . . . ?
C7 C3 C4 C5 -148.7(2) . . . . ?
C7 C3 C4 C10 -27.6(3) . . . . ?
C7 C8 C9 C10 14.7(4) . . . . ?
C7 C8 C9 O11 -167.0(3) . . . . ?
C8 C9 C10 C4 -40.5(3) . . . . ?
C10 C4 C5 C6 -79.3(2) . . . . ?
C10 C4 C5 C13 50.0(3) . . . . ?
C10 C4 C5 C13A 30.6(8) . . . . ?
O11 C9 C10 C4 141.1(3) . . . . ?
C12 C3 C4 C5 90.3(2) . . . . ?
C12 C3 C4 C10 -148.7(2) . . . . ?
C12 C3 C7 C8 124.2(3) . . . . ?
C13 C5 C6 N2 -170.2(2) . . . . ?
C13 C15 C16 C17 -179.5(4) . . . . ?
C13 C15 C24 C23 -179.6(3) . . . . ?
C13A C5 C6 N2 -164.0(7) . . . . ?
C13A C15A C16A C17A 178.9(16) . . . . ?
C13A C15A C24A C23A -178.8(16) . . . . ?
C14 C13 C15 C16 29.5(6) . . . . ?
C14 C13 C15 C24 -150.7(4) . . . . ?
C14A C13A C15A C16A -150(2) . . . . ?
C14A C13A C15A C24A 28(3) . . . . ?
C15 C16 C17 C18 179.2(4) . . . . ?
C15 C16 C17 C22 -1.4(7) . . . . ?
C15A C16A C17A C18A -179.3(16) . . . . ?
C15A C16A C17A C22A -1(3) . . . . ?
C16 C15 C24 C23 0.2(5) . . . . ?
C16 C17 C18 C19 179.4(5) . . . . ?
C16 C17 C22 C21 -179.2(5) . . . . ?
C16 C17 C22 C23 1.2(7) . . . . ?
C16A C15A C24A C23A 0(2) . . . . ?
C16A C17A C18A C19A 179(2) . . . . ?
C16A C17A C22A C21A -180(2) . . . . ?
C16A C17A C22A C23A 1(4) . . . . ?
C17 C18 C19 C20 -0.1(7) . . . . ?
C17 C22 C23 C24 -0.4(6) . . . . ?
C17A C18A C19A C20A -1(4) . . . . ?
C17A C22A C23A C24A -1(4) . . . . ?
C18 C17 C22 C21 0.2(7) . . . . ?
C18 C17 C22 C23 -179.4(4) . . . . ?
C18 C19 C20 C21 0.0(7) . . . . ?
C18A C17A C22A C21A -1(4) . . . . ?
C18A C17A C22A C23A 180(2) . . . . ?
C18A C19A C20A C21A 1(5) . . . . ?
C19 C20 C21 C22 0.2(7) . . . . ?
C19A C20A C21A C22A -2(5) . . . . ?
C20 C21 C22 C17 -0.3(7) . . . . ?
C20 C21 C22 C23 179.3(4) . . . . ?
C20A C21A C22A C17A 2(5) . . . . ?
C20A C21A C22A C23A -179(3) . . . . ?
C21 C22 C23 C24 -179.9(4) . . . . ?
C21A C22A C23A C24A 180(3) . . . . ?
C22 C17 C18 C19 0.0(8) . . . . ?
C22 C23 C24 C15 -0.3(5) . . . . ?
C22A C17A C18A C19A 1(3) . . . . ?
C22A C23A C24A C15A 1(3) . . . . ?
C24 C15 C16 C17 0.7(6) . . . . ?
C24A C15A C16A C17A 0(3) . . . . ?
O25 S1 N2 C3 -161.02(19) . . . . ?
O25 S1 N2 C6 38.0(2) . . . . ?
O25 S1 C27 C28 -43.2(2) . . . . ?
O25 S1 C27 C32 138.1(2) . . . . ?
O26 S1 N2 C3 -31.4(2) . . . . ?
O26 S1 N2 C6 167.60(18) . . . . ?
O26 S1 C27 C28 -173.5(2) . . . . ?
O26 S1 C27 C32 7.8(3) . . . . ?
C27 S1 N2 C3 84.3(2) . . . . ?
C27 S1 N2 C6 -76.7(2) . . . . ?
C27 C28 C29 C30 -1.1(4) . . . . ?
C28 C27 C32 C31 -0.8(4) . . . . ?
C28 C29 C30 C31 0.0(4) . . . . ?
C28 C29 C30 C33 179.2(3) . . . . ?
C29 C30 C31 C32 0.8(4) . . . . ?
C30 C31 C32 C27 -0.4(4) . . . . ?
C32 C27 C28 C29 1.5(4) . . . . ?
C33 C30 C31 C32 -178.4(3) . . . . ?

_olex2_date_sample_data_collection 2016-11-14
_olex2_date_sample_submission    2016-10-07
_olex2_exptl_crystal_mounting_method "'in fomblin film on a micromount"
# This is the default assumed mounting details'
_olex2_submission_original_sample_id NH168
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.137
_oxdiff_exptl_absorpt_empirical_full_min 0.589
####################################################################### 
# 
# 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_tlnnlc
_database_code_depnum_ccdc_archive 'CCDC 1584895'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;
_nottingham_internal_coll_name   TLNNLC
_nottingham_internal_coll_number 16575
_nottingham_internal_coll_client TLNN/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time '2.00, 3.00'
_nottingham_internal_coll_frame_width 2.00
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   19/10/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVB, PL13110001'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 07/11/2016
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 8/11/2016
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 2/2/2017
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 24/8/2017
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 24/8/2017
_refine_special_details          ?
_audit_creation_date             2017-08-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H27 N O3 S'
_chemical_formula_sum            'C26 H27 N O3 S'
_chemical_formula_weight         433.54
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H27 N O3 S'
_chemical_oxdiff_usercomment     
'TLNNLC #16575 GVB-1184 IN FOMBLIN FILM ON MICROMOUNT FOR TLNN/HWL'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.3854(3)
_cell_length_b                   8.06169(18)
_cell_length_c                   23.0268(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.441(2)
_cell_angle_gamma                90
_cell_volume                     2292.27(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    31224
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.5260
_cell_measurement_theta_min      3.5780
_shelx_estimated_absorpt_T_max   0.754
_shelx_estimated_absorpt_T_min   0.473
_exptl_absorpt_coefficient_mu    1.468
_exptl_absorpt_correction_T_max  0.814
_exptl_absorpt_correction_T_min  0.530
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             920
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 1 0.1054
-1 0 -1 0.1054
1 0 -1 0.1019
-1 0 1 0.1019
5 4 1 0.2381
-5 -2 1 0.1765
5 -1 -2 0.1222
-6 3 6 0.1944
1 -3 -13 0.2874
0 -5 1 0.3190
-5 -2 11 0.1783
-2 -4 7 0.2819
-6 0 11 0.1246
0 5 -2 0.2479
0 0 -15 0.1828
-7 -2 7 0.1216
-8 -1 4 0.0916

_exptl_crystal_recrystallization_method 
'diffusion of petroleum ether vapor into an ethyl acetate solution of the compound'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.346
_exptl_crystal_size_min          0.204
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1.0003 -0.0001 0.9992 -0.1250 0.0662 0.0372
-1.0003 0.0001 -0.9992 0.1250 -0.0662 -0.0372
0.9985 -0.0012 -0.9996 -0.0142 0.0769 0.1122
-0.9985 0.0012 0.9996 0.0142 -0.0769 -0.1122
4.9906 3.9944 0.9966 -0.1941 0.9689 -0.0633
-4.9925 -1.9948 1.0012 0.1880 -0.6713 -0.2114
4.9971 -1.0035 -1.9991 -0.2896 0.2143 0.5484
-5.9966 3.0048 5.9959 0.2424 0.0010 -0.9729
0.9930 -3.0055 -12.9908 0.4931 -0.3211 0.8620
0.0102 -4.9956 1.0018 -0.3170 -0.7760 0.4617
-4.9833 -1.9893 10.9951 -0.3656 -0.7250 -0.5866
-1.9850 -3.9918 6.9980 -0.4576 -0.7972 -0.0127
-5.9864 0.0098 10.9943 -0.1913 -0.4882 -0.8610
-0.0111 4.9951 -2.0012 0.3723 0.7814 -0.4242
-0.0138 -0.0083 -14.9909 0.8304 0.0804 0.5628
-6.9858 -1.9902 6.9979 -0.0049 -0.8466 -0.5859
-7.9899 -0.9920 3.9994 0.2831 -0.7479 -0.6479

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0234
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            45379
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.946
_diffrn_reflns_theta_min         3.579
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        
'flash frozen in gaseous N2' # assumed default, please check
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.2349
_diffrn_detector_type            'Agilent Diffraction Atlas S2 detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -109.00 -13.00   2.00    2.00    --  -38.50 -57.00   0.00   48
  2  ω    -70.00  36.00   2.00    2.00    --  -38.50  79.00 133.00   53
  3  ω    -50.00  34.00   2.00    2.00    --  -38.50  38.00 -90.00   42
  4  ω     20.00 114.00   2.00    2.00    --   42.83  38.00 -90.00   47
  5  ω     30.00  90.00   2.00    3.00    --  104.50 -30.00 -60.00   30
  6  ω     80.00 176.00   2.00    3.00    --  104.50  45.00 -90.00   48
  7  ω     59.00 177.00   2.00    3.00    --  104.50  15.00-120.00   59
  8  ω     23.00 109.00   2.00    3.00    --  104.50 -94.00-120.00   43
  9  ω     30.00  90.00   2.00    3.00    --  104.50 -30.00  90.00   30
 10  ω     30.00  90.00   2.00    3.00    --  104.50 -30.00 -90.00   30
 11  ω     80.00 176.00   2.00    3.00    --  104.50  45.00 -60.00   48
 12  ω     33.00 121.00   2.00    3.00    --  104.50-125.00  90.00   44
 13  ω     80.00 176.00   2.00    3.00    --  104.50  45.00  90.00   48
 14  ω     31.00 135.00   2.00    3.00    --  104.50 -77.00  90.00   52
 15  ω     30.00  90.00   2.00    3.00    --  104.50 -30.00-180.00   30
 16  ω     33.00  97.00   2.00    3.00    --  104.50 -45.00   0.00   32
 17  ω     31.00 135.00   2.00    3.00    --  104.50 -77.00 -90.00   52
 18  ω     11.00 117.00   2.00    2.00    --   42.83  77.00-150.00   53
 19  ω     11.00 117.00   2.00    2.00    --   42.83  77.00 -60.00   53
 20  ω     16.00 112.00   2.00    2.00    --   42.83  57.00 150.00   48
 21  ω    -20.00  82.00   2.00    2.00    --   42.83 -99.00   0.00   51
 22  ω     11.00 117.00   2.00    2.00    --   42.83  77.00  30.00   53
 23  ω     73.00 177.00   2.00    3.00    --  104.50  77.00 120.00   52
 24  ω     73.00 177.00   2.00    3.00    --  104.50  77.00  90.00   52
 25  ω     77.00 175.00   2.00    3.00    --  104.50  61.00   0.00   49
 26  ω     73.00 177.00   2.00    3.00    --  104.50  77.00 150.00   52
 27  ω     73.00 177.00   2.00    3.00    --  104.50  77.00-150.00   52
 28  ω     77.00 175.00   2.00    3.00    --  104.50  61.00 -30.00   49
 29  ω     73.00 177.00   2.00    3.00    --  104.50  77.00-180.00   52
 30  ω     77.00 175.00   2.00    3.00    --  104.50  61.00 -60.00   49
 31  ω     77.00 175.00   2.00    3.00    --  104.50  61.00  30.00   49
 32  ω     73.00 177.00   2.00    3.00    --  104.50  77.00  30.00   52
 33  ω     11.00  97.00   2.00    2.00    --   42.83  77.00 120.00   43
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 
'MiTeGen micromount' # assumed default, please check
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0696210000
_diffrn_orient_matrix_UB_12      0.0522092000
_diffrn_orient_matrix_UB_13      -0.0553570000
_diffrn_orient_matrix_UB_21      0.0716765000
_diffrn_orient_matrix_UB_22      0.1543834000
_diffrn_orient_matrix_UB_23      -0.0055177000
_diffrn_orient_matrix_UB_31      0.0746832000
_diffrn_orient_matrix_UB_32      -0.0997988000
_diffrn_orient_matrix_UB_33      -0.0375569000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.847
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                9052
_reflns_number_total             9141
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_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 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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.180
_refine_diff_density_min         -0.399
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 4029 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.022(8)
_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     563
_refine_ls_number_reflns         9141
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0338
_refine_ls_R_factor_gt           0.0333
_refine_ls_restrained_S_all      1.044
_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)+(0.0492P)²+0.6137P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0869
_refine_ls_wR_factor_ref         0.0872
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5), C44(H44), C45(H45)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C10(H10A,H10B), C46(H46A,H46B), C50(H50A,H50B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C16(H16), C17(H17), C19(H19), C20(H20), C21(H21), C26(H26),
 C27(H27), C29(H29), C30(H30), C47(H47), C48(H48), C56(H56), C57(H57), C59(H59),
  C60(H60), C61(H61), C66(H66), C67(H67), C69(H69), C70(H70)
2.d X=CH2 refined with riding coordinates:
 C14(H14A,H14B), C22(H22A,H22B), C54(H54A,H54B), C62(H62A,H62B)
2.e Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C31(H31A,H31B,H31C), C52(H52A,H52B,H52C), C71(H71A,H71B,
 H71C)
;
_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_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 0.17788(4) 0.46832(7) 0.89431(2) 0.02283(13) Uani 1 1 d . . . . .
N2 N 0.29567(15) 0.4071(2) 0.87765(8) 0.0220(4) Uani 1 1 d . . . . .
C3 C 0.31963(19) 0.2389(3) 0.85348(10) 0.0220(5) Uani 1 1 d . . . . .
C4 C 0.44484(18) 0.2330(3) 0.86167(10) 0.0206(4) Uani 1 1 d . . . . .
H4 H 0.473548 0.171183 0.828501 0.025 Uiso 1 1 calc R . . . .
C5 C 0.47627(18) 0.4184(3) 0.85808(10) 0.0215(4) Uani 1 1 d . . . . .
H5 H 0.458828 0.455161 0.816951 0.026 Uiso 1 1 calc R . . . .
C6 C 0.39514(18) 0.5009(3) 0.89533(10) 0.0230(5) Uani 1 1 d . . . . .
H6A H 0.416345 0.487558 0.937414 0.028 Uiso 1 1 calc R . . . .
H6B H 0.386704 0.620346 0.886101 0.028 Uiso 1 1 calc R . . . .
C7 C 0.2654(2) 0.1000(3) 0.88411(11) 0.0271(5) Uani 1 1 d . . . . .
H7 H 0.188783 0.091644 0.878401 0.032 Uiso 1 1 calc R . . . .
C8 C 0.3172(2) -0.0120(3) 0.91862(11) 0.0296(5) Uani 1 1 d . . . . .
H8 H 0.277056 -0.100111 0.933913 0.036 Uiso 1 1 calc R . . . .
C9 C 0.4346(2) -0.0033(3) 0.93371(10) 0.0264(5) Uani 1 1 d . . . . .
C10 C 0.4893(2) 0.1556(3) 0.91935(10) 0.0251(5) Uani 1 1 d . . . . .
H10A H 0.567669 0.134264 0.917565 0.030 Uiso 1 1 calc R . . . .
H10B H 0.480884 0.236131 0.951129 0.030 Uiso 1 1 calc R . . . .
O11 O 0.48378(18) -0.1177(2) 0.95865(8) 0.0366(4) Uani 1 1 d . . . . .
C12 C 0.2826(2) 0.2310(3) 0.78826(10) 0.0279(5) Uani 1 1 d . . . . .
H12A H 0.204332 0.250104 0.782921 0.042 Uiso 1 1 calc GR . . . .
H12B H 0.299489 0.121356 0.772942 0.042 Uiso 1 1 calc GR . . . .
H12C H 0.320409 0.316388 0.767338 0.042 Uiso 1 1 calc GR . . . .
C13 C 0.59524(18) 0.4542(3) 0.87351(10) 0.0232(4) Uani 1 1 d . . . . .
C14 C 0.6284(2) 0.5583(3) 0.91629(11) 0.0297(5) Uani 1 1 d . . . . .
H14A H 0.703464 0.580748 0.924069 0.036 Uiso 1 1 calc R . . . .
H14B H 0.577048 0.609969 0.938950 0.036 Uiso 1 1 calc R . . . .
C15 C 0.67212(19) 0.3704(3) 0.83690(10) 0.0235(5) Uani 1 1 d . . . . .
C16 C 0.6420(2) 0.3227(3) 0.77938(10) 0.0279(5) Uani 1 1 d . . . . .
H16 H 0.570570 0.344661 0.763220 0.034 Uiso 1 1 calc R . . . .
C17 C 0.7145(2) 0.2441(4) 0.74565(10) 0.0296(5) Uani 1 1 d . . . . .
H17 H 0.691143 0.211466 0.707068 0.035 Uiso 1 1 calc R . . . .
C18 C 0.8210(2) 0.2118(3) 0.76702(11) 0.0270(5) Uani 1 1 d . . . . .
C19 C 0.8518(2) 0.2604(3) 0.82414(11) 0.0293(5) Uani 1 1 d . . . . .
H19 H 0.923908 0.241184 0.839792 0.035 Uiso 1 1 calc R . . . .
C20 C 0.7790(2) 0.3359(3) 0.85826(11) 0.0278(5) Uani 1 1 d . . . . .
H20 H 0.801918 0.365189 0.897237 0.033 Uiso 1 1 calc R . . . .
C21 C 0.8950(2) 0.1327(3) 0.72862(12) 0.0332(6) Uani 1 1 d . . . . .
H21 H 0.865647 0.103099 0.690706 0.040 Uiso 1 1 calc R . . . .
C22 C 0.9987(3) 0.0985(4) 0.74151(15) 0.0464(8) Uani 1 1 d . . . . .
H22A H 1.031963 0.125577 0.778861 0.056 Uiso 1 1 calc R . . . .
H22B H 1.039781 0.046750 0.713406 0.056 Uiso 1 1 calc R . . . .
O23 O 0.18050(14) 0.6462(2) 0.89493(8) 0.0289(4) Uani 1 1 d . . . . .
O24 O 0.09826(14) 0.3830(2) 0.85661(7) 0.0299(4) Uani 1 1 d . . . . .
C25 C 0.15859(19) 0.4058(3) 0.96650(10) 0.0236(5) Uani 1 1 d . . . . .
C26 C 0.2176(2) 0.4840(3) 1.01250(11) 0.0295(5) Uani 1 1 d . . . . .
H26 H 0.269234 0.567118 1.005209 0.035 Uiso 1 1 calc R . . . .
C27 C 0.2002(2) 0.4390(4) 1.06920(11) 0.0330(6) Uani 1 1 d . . . . .
H27 H 0.241258 0.490732 1.100716 0.040 Uiso 1 1 calc R . . . .
C28 C 0.1238(2) 0.3199(3) 1.08072(11) 0.0320(5) Uani 1 1 d . . . . .
C29 C 0.0657(3) 0.2440(4) 1.03420(12) 0.0385(6) Uani 1 1 d . . . . .
H29 H 0.013469 0.161801 1.041422 0.046 Uiso 1 1 calc R . . . .
C30 C 0.0829(2) 0.2864(4) 0.97697(12) 0.0347(6) Uani 1 1 d . . . . .
H30 H 0.042707 0.233460 0.945414 0.042 Uiso 1 1 calc R . . . .
C31 C 0.1064(3) 0.2738(4) 1.14294(13) 0.0460(8) Uani 1 1 d . . . . .
H31A H 0.168389 0.209152 1.159456 0.069 Uiso 1 1 calc GR . . . .
H31B H 0.040241 0.207392 1.143761 0.069 Uiso 1 1 calc GR . . . .
H31C H 0.099250 0.374906 1.165950 0.069 Uiso 1 1 calc GR . . . .
S41 S 0.70088(5) 0.43482(7) 0.59713(2) 0.02553(13) Uani 1 1 d . . . . .
N42 N 0.82119(16) 0.4993(2) 0.61819(9) 0.0247(4) Uani 1 1 d . . . . .
C43 C 0.8467(2) 0.6685(3) 0.64315(10) 0.0254(5) Uani 1 1 d . . . . .
C44 C 0.9703(2) 0.6790(3) 0.63861(10) 0.0240(5) Uani 1 1 d . . . . .
H44 H 1.004137 0.743615 0.672349 0.029 Uiso 1 1 calc R . . . .
C45 C 1.0062(2) 0.4955(3) 0.64414(10) 0.0249(5) Uani 1 1 d . . . . .
H45 H 0.996569 0.459509 0.684981 0.030 Uiso 1 1 calc R . . . .
C46 C 0.91917(19) 0.4084(3) 0.60439(11) 0.0257(5) Uani 1 1 d . . . . .
H46A H 0.933010 0.420547 0.562834 0.031 Uiso 1 1 calc R . . . .
H46B H 0.914043 0.289119 0.614003 0.031 Uiso 1 1 calc R . . . .
C47 C 0.7849(2) 0.8046(3) 0.61048(11) 0.0301(5) Uani 1 1 d . . . . .
H47 H 0.709232 0.811239 0.614293 0.036 Uiso 1 1 calc R . . . .
C48 C 0.8284(2) 0.9165(3) 0.57661(11) 0.0339(6) Uani 1 1 d . . . . .
H48 H 0.783667 1.002168 0.559650 0.041 Uiso 1 1 calc R . . . .
C49 C 0.9430(2) 0.9118(3) 0.56466(10) 0.0310(5) Uani 1 1 d . . . . .
C50 C 1.0032(2) 0.7551(3) 0.58160(11) 0.0281(5) Uani 1 1 d . . . . .
H50A H 1.081801 0.779332 0.585633 0.034 Uiso 1 1 calc R . . . .
H50B H 0.990192 0.672772 0.549938 0.034 Uiso 1 1 calc R . . . .
O51 O 0.9857(2) 1.0263(3) 0.54047(9) 0.0430(5) Uani 1 1 d . . . . .
C52 C 0.8204(2) 0.6732(3) 0.70732(11) 0.0314(5) Uani 1 1 d . . . . .
H52A H 0.743768 0.646145 0.709991 0.047 Uiso 1 1 calc GR . . . .
H52B H 0.835089 0.784419 0.723196 0.047 Uiso 1 1 calc GR . . . .
H52C H 0.865442 0.592004 0.729669 0.047 Uiso 1 1 calc GR . . . .
C53 C 1.1224(2) 0.4602(3) 0.63219(10) 0.0281(5) Uani 1 1 d . . . . .
C54 C 1.1474(2) 0.3509(4) 0.59242(13) 0.0382(6) Uani 1 1 d . . . . .
H54A H 1.221194 0.328383 0.586809 0.046 Uiso 1 1 calc R . . . .
H54B H 1.091621 0.294940 0.569532 0.046 Uiso 1 1 calc R . . . .
C55 C 1.2078(2) 0.5512(3) 0.66921(11) 0.0269(5) Uani 1 1 d . . . . .
C56 C 1.1881(2) 0.6164(3) 0.72374(11) 0.0283(5) Uani 1 1 d . . . . .
H56 H 1.118325 0.604389 0.737647 0.034 Uiso 1 1 calc R . . . .
C57 C 1.2690(2) 0.6988(3) 0.75805(11) 0.0292(5) Uani 1 1 d . . . . .
H57 H 1.252774 0.743818 0.794504 0.035 Uiso 1 1 calc R . . . .
C58 C 1.3731(2) 0.7163(3) 0.73981(11) 0.0289(5) Uani 1 1 d . . . . .
C59 C 1.3938(2) 0.6501(3) 0.68572(12) 0.0332(6) Uani 1 1 d . . . . .
H59 H 1.464384 0.658958 0.672484 0.040 Uiso 1 1 calc R . . . .
C60 C 1.3125(2) 0.5716(4) 0.65107(12) 0.0319(5) Uani 1 1 d . . . . .
H60 H 1.328215 0.530516 0.613993 0.038 Uiso 1 1 calc R . . . .
C61 C 1.4567(2) 0.8018(3) 0.77817(12) 0.0343(6) Uani 1 1 d . . . . .
H61 H 1.435245 0.838336 0.814778 0.041 Uiso 1 1 calc R . . . .
C62 C 1.5576(3) 0.8330(5) 0.76726(17) 0.0520(8) Uani 1 1 d . . . . .
H62A H 1.583475 0.799297 0.731317 0.062 Uiso 1 1 calc R . . . .
H62B H 1.604493 0.889261 0.795337 0.062 Uiso 1 1 calc R . . . .
O63 O 0.70631(15) 0.2573(2) 0.59593(8) 0.0315(4) Uani 1 1 d . . . . .
O64 O 0.62602(15) 0.5150(3) 0.63241(8) 0.0335(4) Uani 1 1 d . . . . .
C65 C 0.6670(2) 0.4991(3) 0.52446(10) 0.0266(5) Uani 1 1 d . . . . .
C66 C 0.7165(2) 0.4236(3) 0.47951(11) 0.0319(5) Uani 1 1 d . . . . .
H66 H 0.770544 0.341422 0.487555 0.038 Uiso 1 1 calc R . . . .
C67 C 0.6861(2) 0.4697(4) 0.42255(11) 0.0357(6) Uani 1 1 d . . . . .
H67 H 0.719941 0.418621 0.391534 0.043 Uiso 1 1 calc R . . . .
C68 C 0.6068(2) 0.5895(4) 0.41006(11) 0.0345(6) Uani 1 1 d . . . . .
C69 C 0.5599(3) 0.6644(4) 0.45553(13) 0.0446(7) Uani 1 1 d . . . . .
H69 H 0.506804 0.748180 0.447577 0.053 Uiso 1 1 calc R . . . .
C70 C 0.5889(2) 0.6193(4) 0.51316(13) 0.0404(7) Uani 1 1 d . . . . .
H70 H 0.555378 0.670742 0.544222 0.048 Uiso 1 1 calc R . . . .
C71 C 0.5736(3) 0.6378(5) 0.34778(13) 0.0489(8) Uani 1 1 d . . . . .
H71A H 0.636668 0.680842 0.329408 0.073 Uiso 1 1 calc GR . . . .
H71B H 0.517508 0.723651 0.347298 0.073 Uiso 1 1 calc GR . . . .
H71C H 0.545127 0.540333 0.326274 0.073 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N2 1.614(2) . ?
S1 O23 1.4340(19) . ?
S1 O24 1.4377(18) . ?
S1 C25 1.771(2) . ?
N2 C3 1.504(3) . ?
N2 C6 1.475(3) . ?
C3 C4 1.548(3) . ?
C3 C7 1.509(3) . ?
C3 C12 1.537(3) . ?
C4 H4 1.0000 . ?
C4 C5 1.548(3) . ?
C4 C10 1.531(3) . ?
C5 H5 1.0000 . ?
C5 C6 1.524(3) . ?
C5 C13 1.516(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C8 1.334(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.470(4) . ?
C9 C10 1.498(3) . ?
C9 O11 1.224(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.335(3) . ?
C13 C15 1.482(3) . ?
C14 H14A 0.9500 . ?
C14 H14B 0.9500 . ?
C15 C16 1.402(3) . ?
C15 C20 1.404(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.384(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.396(4) . ?
C18 C19 1.397(4) . ?
C18 C21 1.468(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.382(4) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C21 C22 1.324(4) . ?
C22 H22A 0.9500 . ?
C22 H22B 0.9500 . ?
C25 C26 1.391(3) . ?
C25 C30 1.377(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.388(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.388(4) . ?
C28 C29 1.385(4) . ?
C28 C31 1.512(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.394(4) . ?
C30 H30 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
S41 N42 1.617(2) . ?
S41 O63 1.433(2) . ?
S41 O64 1.4332(19) . ?
S41 C65 1.771(2) . ?
N42 C43 1.505(3) . ?
N42 C46 1.473(3) . ?
C43 C44 1.544(4) . ?
C43 C47 1.505(3) . ?
C43 C52 1.538(3) . ?
C44 H44 1.0000 . ?
C44 C45 1.547(3) . ?
C44 C50 1.533(3) . ?
C45 H45 1.0000 . ?
C45 C46 1.529(3) . ?
C45 C53 1.513(4) . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
C47 H47 0.9500 . ?
C47 C48 1.333(4) . ?
C48 H48 0.9500 . ?
C48 C49 1.467(4) . ?
C49 C50 1.503(4) . ?
C49 O51 1.219(3) . ?
C50 H50A 0.9900 . ?
C50 H50B 0.9900 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 C54 1.325(4) . ?
C53 C55 1.498(3) . ?
C54 H54A 0.9500 . ?
C54 H54B 0.9500 . ?
C55 C56 1.400(4) . ?
C55 C60 1.403(4) . ?
C56 H56 0.9500 . ?
C56 C57 1.395(4) . ?
C57 H57 0.9500 . ?
C57 C58 1.395(4) . ?
C58 C59 1.397(4) . ?
C58 C61 1.478(4) . ?
C59 H59 0.9500 . ?
C59 C60 1.388(4) . ?
C60 H60 0.9500 . ?
C61 H61 0.9500 . ?
C61 C62 1.318(5) . ?
C62 H62A 0.9500 . ?
C62 H62B 0.9500 . ?
C65 C66 1.384(4) . ?
C65 C70 1.379(4) . ?
C66 H66 0.9500 . ?
C66 C67 1.387(4) . ?
C67 H67 0.9500 . ?
C67 C68 1.391(4) . ?
C68 C69 1.376(4) . ?
C68 C71 1.512(4) . ?
C69 H69 0.9500 . ?
C69 C70 1.396(4) . ?
C70 H70 0.9500 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 S1 C25 109.03(11) . . ?
O23 S1 N2 106.72(10) . . ?
O23 S1 O24 119.90(11) . . ?
O23 S1 C25 106.26(11) . . ?
O24 S1 N2 107.49(10) . . ?
O24 S1 C25 107.12(11) . . ?
C3 N2 S1 124.84(15) . . ?
C6 N2 S1 121.91(15) . . ?
C6 N2 C3 112.30(18) . . ?
N2 C3 C4 101.96(17) . . ?
N2 C3 C7 112.87(19) . . ?
N2 C3 C12 110.27(19) . . ?
C7 C3 C4 113.5(2) . . ?
C7 C3 C12 108.41(19) . . ?
C12 C3 C4 109.74(19) . . ?
C3 C4 H4 109.5 . . ?
C5 C4 C3 102.55(18) . . ?
C5 C4 H4 109.5 . . ?
C10 C4 C3 114.06(19) . . ?
C10 C4 H4 109.5 . . ?
C10 C4 C5 111.40(18) . . ?
C4 C5 H5 107.5 . . ?
C6 C5 C4 102.23(18) . . ?
C6 C5 H5 107.5 . . ?
C13 C5 C4 114.52(19) . . ?
C13 C5 H5 107.5 . . ?
C13 C5 C6 117.15(19) . . ?
N2 C6 C5 101.18(18) . . ?
N2 C6 H6A 111.5 . . ?
N2 C6 H6B 111.5 . . ?
C5 C6 H6A 111.5 . . ?
C5 C6 H6B 111.5 . . ?
H6A C6 H6B 109.4 . . ?
C3 C7 H7 117.6 . . ?
C8 C7 C3 124.7(2) . . ?
C8 C7 H7 117.6 . . ?
C7 C8 H8 119.0 . . ?
C7 C8 C9 122.0(2) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 C10 116.4(2) . . ?
O11 C9 C8 121.5(2) . . ?
O11 C9 C10 122.1(2) . . ?
C4 C10 H10A 108.8 . . ?
C4 C10 H10B 108.8 . . ?
C9 C10 C4 113.70(19) . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C5 122.1(2) . . ?
C14 C13 C15 122.1(2) . . ?
C15 C13 C5 115.8(2) . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C16 C15 C13 121.8(2) . . ?
C16 C15 C20 116.8(2) . . ?
C20 C15 C13 121.4(2) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 C15 121.3(2) . . ?
C17 C16 H16 119.4 . . ?
C16 C17 H17 119.2 . . ?
C16 C17 C18 121.5(2) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 C19 117.5(2) . . ?
C17 C18 C21 119.1(2) . . ?
C19 C18 C21 123.4(2) . . ?
C18 C19 H19 119.5 . . ?
C20 C19 C18 121.1(2) . . ?
C20 C19 H19 119.5 . . ?
C15 C20 H20 119.1 . . ?
C19 C20 C15 121.8(2) . . ?
C19 C20 H20 119.1 . . ?
C18 C21 H21 116.7 . . ?
C22 C21 C18 126.6(3) . . ?
C22 C21 H21 116.7 . . ?
C21 C22 H22A 120.0 . . ?
C21 C22 H22B 120.0 . . ?
H22A C22 H22B 120.0 . . ?
C26 C25 S1 118.99(19) . . ?
C30 C25 S1 120.42(19) . . ?
C30 C25 C26 120.5(2) . . ?
C25 C26 H26 120.4 . . ?
C27 C26 C25 119.1(2) . . ?
C27 C26 H26 120.4 . . ?
C26 C27 H27 119.4 . . ?
C28 C27 C26 121.2(2) . . ?
C28 C27 H27 119.4 . . ?
C27 C28 C31 120.0(3) . . ?
C29 C28 C27 118.6(2) . . ?
C29 C28 C31 121.4(3) . . ?
C28 C29 H29 119.5 . . ?
C28 C29 C30 121.0(3) . . ?
C30 C29 H29 119.5 . . ?
C25 C30 C29 119.5(2) . . ?
C25 C30 H30 120.2 . . ?
C29 C30 H30 120.2 . . ?
C28 C31 H31A 109.5 . . ?
C28 C31 H31B 109.5 . . ?
C28 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N42 S41 C65 109.56(11) . . ?
O63 S41 N42 106.44(11) . . ?
O63 S41 O64 119.65(12) . . ?
O63 S41 C65 106.38(11) . . ?
O64 S41 N42 107.86(11) . . ?
O64 S41 C65 106.71(12) . . ?
C43 N42 S41 124.58(16) . . ?
C46 N42 S41 122.09(16) . . ?
C46 N42 C43 112.39(19) . . ?
N42 C43 C44 101.76(19) . . ?
N42 C43 C47 112.7(2) . . ?
N42 C43 C52 109.6(2) . . ?
C47 C43 C44 113.2(2) . . ?
C47 C43 C52 108.9(2) . . ?
C52 C43 C44 110.4(2) . . ?
C43 C44 H44 109.5 . . ?
C43 C44 C45 102.81(19) . . ?
C45 C44 H44 109.5 . . ?
C50 C44 C43 114.2(2) . . ?
C50 C44 H44 109.5 . . ?
C50 C44 C45 111.1(2) . . ?
C44 C45 H45 107.5 . . ?
C46 C45 C44 101.85(19) . . ?
C46 C45 H45 107.5 . . ?
C53 C45 C44 115.8(2) . . ?
C53 C45 H45 107.5 . . ?
C53 C45 C46 116.2(2) . . ?
N42 C46 C45 101.35(18) . . ?
N42 C46 H46A 111.5 . . ?
N42 C46 H46B 111.5 . . ?
C45 C46 H46A 111.5 . . ?
C45 C46 H46B 111.5 . . ?
H46A C46 H46B 109.3 . . ?
C43 C47 H47 117.5 . . ?
C48 C47 C43 125.0(3) . . ?
C48 C47 H47 117.5 . . ?
C47 C48 H48 118.9 . . ?
C47 C48 C49 122.2(2) . . ?
C49 C48 H48 118.9 . . ?
C48 C49 C50 116.2(2) . . ?
O51 C49 C48 121.7(3) . . ?
O51 C49 C50 122.1(3) . . ?
C44 C50 H50A 108.9 . . ?
C44 C50 H50B 108.9 . . ?
C49 C50 C44 113.5(2) . . ?
C49 C50 H50A 108.9 . . ?
C49 C50 H50B 108.9 . . ?
H50A C50 H50B 107.7 . . ?
C43 C52 H52A 109.5 . . ?
C43 C52 H52B 109.5 . . ?
C43 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C54 C53 C45 121.8(2) . . ?
C54 C53 C55 121.8(2) . . ?
C55 C53 C45 116.4(2) . . ?
C53 C54 H54A 120.0 . . ?
C53 C54 H54B 120.0 . . ?
H54A C54 H54B 120.0 . . ?
C56 C55 C53 122.0(2) . . ?
C56 C55 C60 116.9(2) . . ?
C60 C55 C53 121.1(2) . . ?
C55 C56 H56 119.3 . . ?
C57 C56 C55 121.3(2) . . ?
C57 C56 H56 119.3 . . ?
C56 C57 H57 119.4 . . ?
C58 C57 C56 121.2(2) . . ?
C58 C57 H57 119.4 . . ?
C57 C58 C59 117.9(2) . . ?
C57 C58 C61 119.2(2) . . ?
C59 C58 C61 122.9(3) . . ?
C58 C59 H59 119.6 . . ?
C60 C59 C58 120.7(3) . . ?
C60 C59 H59 119.6 . . ?
C55 C60 H60 119.0 . . ?
C59 C60 C55 121.9(3) . . ?
C59 C60 H60 119.0 . . ?
C58 C61 H61 116.4 . . ?
C62 C61 C58 127.3(3) . . ?
C62 C61 H61 116.4 . . ?
C61 C62 H62A 120.0 . . ?
C61 C62 H62B 120.0 . . ?
H62A C62 H62B 120.0 . . ?
C66 C65 S41 119.5(2) . . ?
C70 C65 S41 119.7(2) . . ?
C70 C65 C66 120.8(2) . . ?
C65 C66 H66 120.5 . . ?
C65 C66 C67 119.1(2) . . ?
C67 C66 H66 120.5 . . ?
C66 C67 H67 119.4 . . ?
C66 C67 C68 121.2(3) . . ?
C68 C67 H67 119.4 . . ?
C67 C68 C71 120.7(3) . . ?
C69 C68 C67 118.7(2) . . ?
C69 C68 C71 120.6(3) . . ?
C68 C69 H69 119.5 . . ?
C68 C69 C70 121.0(3) . . ?
C70 C69 H69 119.5 . . ?
C65 C70 C69 119.2(3) . . ?
C65 C70 H70 120.4 . . ?
C69 C70 H70 120.4 . . ?
C68 C71 H71A 109.5 . . ?
C68 C71 H71B 109.5 . . ?
C68 C71 H71C 109.5 . . ?
H71A C71 H71B 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N2 C3 C4 -165.47(16) . . . . ?
S1 N2 C3 C7 -43.4(3) . . . . ?
S1 N2 C3 C12 78.0(2) . . . . ?
S1 N2 C6 C5 -167.27(16) . . . . ?
S1 C25 C26 C27 177.9(2) . . . . ?
S1 C25 C30 C29 -177.3(2) . . . . ?
N2 S1 C25 C26 70.9(2) . . . . ?
N2 S1 C25 C30 -111.8(2) . . . . ?
N2 C3 C4 C5 -28.6(2) . . . . ?
N2 C3 C4 C10 91.9(2) . . . . ?
N2 C3 C7 C8 -110.7(3) . . . . ?
C3 N2 C6 C5 23.4(2) . . . . ?
C3 C4 C5 C6 43.8(2) . . . . ?
C3 C4 C5 C13 171.50(18) . . . . ?
C3 C4 C10 C9 46.4(3) . . . . ?
C3 C7 C8 C9 4.5(4) . . . . ?
C4 C3 C7 C8 4.6(3) . . . . ?
C4 C5 C6 N2 -40.5(2) . . . . ?
C4 C5 C13 C14 -122.3(3) . . . . ?
C4 C5 C13 C15 59.6(3) . . . . ?
C5 C4 C10 C9 161.9(2) . . . . ?
C5 C13 C15 C16 26.4(3) . . . . ?
C5 C13 C15 C20 -153.9(2) . . . . ?
C6 N2 C3 C4 3.5(2) . . . . ?
C6 N2 C3 C7 125.6(2) . . . . ?
C6 N2 C3 C12 -113.0(2) . . . . ?
C6 C5 C13 C14 -2.6(3) . . . . ?
C6 C5 C13 C15 179.3(2) . . . . ?
C7 C3 C4 C5 -150.32(19) . . . . ?
C7 C3 C4 C10 -29.7(3) . . . . ?
C7 C8 C9 C10 12.8(3) . . . . ?
C7 C8 C9 O11 -169.9(2) . . . . ?
C8 C9 C10 C4 -37.9(3) . . . . ?
C10 C4 C5 C6 -78.6(2) . . . . ?
C10 C4 C5 C13 49.1(3) . . . . ?
O11 C9 C10 C4 144.7(2) . . . . ?
C12 C3 C4 C5 88.2(2) . . . . ?
C12 C3 C4 C10 -151.2(2) . . . . ?
C12 C3 C7 C8 126.8(3) . . . . ?
C13 C5 C6 N2 -166.56(19) . . . . ?
C13 C15 C16 C17 -179.8(2) . . . . ?
C13 C15 C20 C19 -178.9(2) . . . . ?
C14 C13 C15 C16 -151.7(3) . . . . ?
C14 C13 C15 C20 27.9(4) . . . . ?
C15 C16 C17 C18 -1.2(4) . . . . ?
C16 C15 C20 C19 0.8(4) . . . . ?
C16 C17 C18 C19 0.6(4) . . . . ?
C16 C17 C18 C21 -178.2(2) . . . . ?
C17 C18 C19 C20 0.7(4) . . . . ?
C17 C18 C21 C22 177.8(3) . . . . ?
C18 C19 C20 C15 -1.4(4) . . . . ?
C19 C18 C21 C22 -0.9(5) . . . . ?
C20 C15 C16 C17 0.5(4) . . . . ?
C21 C18 C19 C20 179.4(2) . . . . ?
O23 S1 N2 C3 -159.39(18) . . . . ?
O23 S1 N2 C6 32.6(2) . . . . ?
O23 S1 C25 C26 -43.7(2) . . . . ?
O23 S1 C25 C30 133.5(2) . . . . ?
O24 S1 N2 C3 -29.6(2) . . . . ?
O24 S1 N2 C6 162.44(17) . . . . ?
O24 S1 C25 C26 -173.0(2) . . . . ?
O24 S1 C25 C30 4.2(3) . . . . ?
C25 S1 N2 C3 86.23(19) . . . . ?
C25 S1 N2 C6 -81.8(2) . . . . ?
C25 C26 C27 C28 -1.1(4) . . . . ?
C26 C25 C30 C29 -0.1(4) . . . . ?
C26 C27 C28 C29 0.9(4) . . . . ?
C26 C27 C28 C31 -179.8(3) . . . . ?
C27 C28 C29 C30 -0.3(5) . . . . ?
C28 C29 C30 C25 -0.1(5) . . . . ?
C30 C25 C26 C27 0.7(4) . . . . ?
C31 C28 C29 C30 -179.5(3) . . . . ?
S41 N42 C43 C44 -164.52(16) . . . . ?
S41 N42 C43 C47 -42.9(3) . . . . ?
S41 N42 C43 C52 78.6(2) . . . . ?
S41 N42 C46 C45 -168.10(16) . . . . ?
S41 C65 C66 C67 177.2(2) . . . . ?
S41 C65 C70 C69 -177.5(3) . . . . ?
N42 S41 C65 C66 72.2(2) . . . . ?
N42 S41 C65 C70 -110.1(2) . . . . ?
N42 C43 C44 C45 -29.5(2) . . . . ?
N42 C43 C44 C50 90.9(2) . . . . ?
N42 C43 C47 C48 -109.4(3) . . . . ?
C43 N42 C46 C45 22.5(2) . . . . ?
C43 C44 C45 C46 44.0(2) . . . . ?
C43 C44 C45 C53 171.06(19) . . . . ?
C43 C44 C50 C49 46.6(3) . . . . ?
C43 C47 C48 C49 3.9(4) . . . . ?
C44 C43 C47 C48 5.4(4) . . . . ?
C44 C45 C46 N42 -40.1(2) . . . . ?
C44 C45 C53 C54 -124.3(3) . . . . ?
C44 C45 C53 C55 57.8(3) . . . . ?
C45 C44 C50 C49 162.3(2) . . . . ?
C45 C53 C55 C56 22.2(3) . . . . ?
C45 C53 C55 C60 -159.2(2) . . . . ?
C46 N42 C43 C44 4.5(2) . . . . ?
C46 N42 C43 C47 126.1(2) . . . . ?
C46 N42 C43 C52 -112.4(2) . . . . ?
C46 C45 C53 C54 -4.8(4) . . . . ?
C46 C45 C53 C55 177.3(2) . . . . ?
C47 C43 C44 C45 -150.79(19) . . . . ?
C47 C43 C44 C50 -30.3(3) . . . . ?
C47 C48 C49 C50 12.8(4) . . . . ?
C47 C48 C49 O51 -169.7(3) . . . . ?
C48 C49 C50 C44 -37.6(3) . . . . ?
C50 C44 C45 C46 -78.6(2) . . . . ?
C50 C44 C45 C53 48.5(3) . . . . ?
O51 C49 C50 C44 144.9(2) . . . . ?
C52 C43 C44 C45 86.7(2) . . . . ?
C52 C43 C44 C50 -152.8(2) . . . . ?
C52 C43 C47 C48 128.7(3) . . . . ?
C53 C45 C46 N42 -166.9(2) . . . . ?
C53 C55 C56 C57 179.1(2) . . . . ?
C53 C55 C60 C59 -177.6(3) . . . . ?
C54 C53 C55 C56 -155.7(3) . . . . ?
C54 C53 C55 C60 22.9(4) . . . . ?
C55 C56 C57 C58 -1.3(4) . . . . ?
C56 C55 C60 C59 1.1(4) . . . . ?
C56 C57 C58 C59 0.7(4) . . . . ?
C56 C57 C58 C61 -178.9(2) . . . . ?
C57 C58 C59 C60 0.9(4) . . . . ?
C57 C58 C61 C62 -178.0(3) . . . . ?
C58 C59 C60 C55 -1.8(4) . . . . ?
C59 C58 C61 C62 2.5(5) . . . . ?
C60 C55 C56 C57 0.4(4) . . . . ?
C61 C58 C59 C60 -179.7(3) . . . . ?
O63 S41 N42 C43 -160.31(18) . . . . ?
O63 S41 N42 C46 31.7(2) . . . . ?
O63 S41 C65 C66 -42.5(2) . . . . ?
O63 S41 C65 C70 135.2(2) . . . . ?
O64 S41 N42 C43 -30.7(2) . . . . ?
O64 S41 N42 C46 161.22(18) . . . . ?
O64 S41 C65 C66 -171.3(2) . . . . ?
O64 S41 C65 C70 6.4(3) . . . . ?
C65 S41 N42 C43 85.0(2) . . . . ?
C65 S41 N42 C46 -83.0(2) . . . . ?
C65 C66 C67 C68 -0.2(4) . . . . ?
C66 C65 C70 C69 0.1(5) . . . . ?
C66 C67 C68 C69 1.1(5) . . . . ?
C66 C67 C68 C71 -179.5(3) . . . . ?
C67 C68 C69 C70 -1.4(5) . . . . ?
C68 C69 C70 C65 0.8(5) . . . . ?
C70 C65 C66 C67 -0.4(4) . . . . ?
C71 C68 C69 C70 179.2(3) . . . . ?

_olex2_date_sample_data_collection 2016-11-07
_olex2_date_sample_submission    2016-10-18
_olex2_exptl_crystal_mounting_method "'in fomblin film on a micromount"
# This is the default assumed mounting details'
_olex2_submission_original_sample_id NH166
_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 1.655
_oxdiff_exptl_absorpt_empirical_full_min 0.604
####################################################################### 
# 
# 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_tlnnlg_sq
_database_code_depnum_ccdc_archive 'CCDC 1584898'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;
_nottingham_internal_coll_name   TLNNLG
_nottingham_internal_coll_number 16579
_nottingham_internal_coll_client TLNN/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'ofand \w scans'
_nottingham_internal_coll_frame_time 'degrees,, 4.00, 16.00'
_nottingham_internal_coll_frame_width 'in, 1.00'
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   20/10/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVB, PL13110001'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 07/11/2016
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 15/11/2016
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 2/2/2017
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 24/8/2017
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 24/8/2017
_refine_special_details          
;
The thiophene ring of the molecule starting from S31 is disordered over two 
orientations, resulting in split positions for the sulphur and one of the 
carbon atoms of this ring. The occupancies of the disordered atoms were 
refined competitively, converging to a ratio of 0.63:0.37. Chemically 
equivalent bonds of the disordered atoms were restrained to be approxiamtely 
equal to each other and to those of the ordered equivalent.

Enhanced rigid bond restraints were applied to the entrie structure, and 
additional similarity restraints were applied to the ring containing the 
disordered atoms.

A solvent molecule could not be sensibly modelled, and so the structure was 
treated with PLATON SQUEEZE. The electron count and shape of the void was 
consistent with a single molecule of hexane per unit cell; this was included 
in the unit cell contents and calculation of derived parameters.
;
_vrf_CHEMW03_tlnnlg_sq           
;
PROBLEM: WARNING: The ratio of given/expected molecular weight as
RESPONSE: The structure has been treated with PLATON SQUEEZE. The 
removed solvent has been included in the formula and calculation 
of derived parameters.
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 -0.025 1.000 219 52 'C6 H14'
2 0.821 0.083 0.406 7 0 ' '
3 0.179 0.583 0.594 7 0 ' '

_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
_audit_creation_date             2017-08-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H23 N O3 S2'
_chemical_formula_sum            'C23.50 H26.50 N O3 S2'
_chemical_formula_weight         435.08
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C22 H23 N O3 S2'
_chemical_oxdiff_usercomment     
'TLNNLG #165679 GVB-1188 IN FOMBLIN FILM ON MICROMOUNT FOR TLNN/HWL'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   15.72773(19)
_cell_length_b                   8.01122(7)
_cell_length_c                   18.9065(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.4791(15)
_cell_angle_gamma                90
_cell_volume                     2216.75(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20407
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.4230
_cell_measurement_theta_min      4.5540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.374
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.590
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             922
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 5 3 0.2082
0 -4 -6 0.2125
5 -3 4 0.1701
2 0 1 0.0230
-2 0 -1 0.0112
-1 0 2 0.0195
1 0 -2 0.0205

_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'slow diffusion of petroleum ether vapor into an ethyl acetate solution of the compound'
_exptl_crystal_size_max          0.485
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.034
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2.9488 4.9425 2.5685 -0.6838 -0.4696 -0.5585
0.3418 -4.4797 -5.9308 0.8189 0.5635 0.1091
5.4936 -3.4517 3.5131 0.1840 0.1250 0.9750
1.9924 -0.0007 1.0280 -0.1317 0.0108 0.2200
-1.9924 0.0007 -1.0280 0.1317 -0.0108 -0.2200
-1.0042 -0.0001 2.0010 0.0192 -0.1633 0.0359
1.0042 0.0001 -2.0010 -0.0192 0.1633 -0.0359

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            32097
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.844
_diffrn_reflns_theta_min         4.583
_diffrn_ambient_environment      'N2 gas'
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        
'flash frozen in gaseous N2' # assumed default, please check
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            'Agilent Diffraction Atlas S2 detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -50.00  34.00   1.00    4.00    --  -38.50  38.00   0.00   84
  2  ω      2.00  98.00   1.00    4.00    --   43.08-125.00-150.00   96
  3  ω      2.00  98.00   1.00    4.00    --   43.08-125.00   0.00   96
  4  ω     23.00 109.00   1.00   16.00    --  104.50 -94.00 120.00   86
  5  ω     30.00  91.00   1.00   16.00    --  104.50 -30.00 -60.00   61
  6  ω     33.00 122.00   1.00   16.00    --  104.50-125.00 -90.00   89
  7  ω     81.00 178.00   1.00   16.00    --  104.50  30.00 -30.00   97
  8  ω     30.00  91.00   1.00   16.00    --  104.50 -30.00-180.00   61
  9  ω     73.00 176.00   1.00   16.00    --  104.50 125.00-120.00  103
 10  ω     80.00 176.00   1.00   16.00    --  104.50  45.00-150.00   96
 11  ω     16.00 113.00   1.00    4.00    --   43.08  57.00 150.00   97
 12  ω     16.00 113.00   1.00    4.00    --   43.08  57.00 -90.00   97
 13  ω     12.00 117.00   1.00    4.00    --   43.08  77.00  30.00  105
 14  ω     80.00 176.00   1.00   16.00    --  104.50  45.00  30.00   96
 15  ω     23.00 109.00   1.00   16.00    --  104.50 -94.00 -30.00   86
 16  ω     77.00 175.00   1.00   16.00    --  104.50  61.00 -90.00   98
 17  ω     33.00  98.00   1.00   16.00    --  104.50 -45.00 120.00   65
 18  ω     73.00 178.00   1.00   16.00    --  104.50  77.00 150.00  105
 19  ω     81.00 178.00   1.00   16.00    --  104.50  30.00 120.00   97
 20  ω    -50.00  34.00   1.00    4.00    --  -38.50  38.00  90.00   84
 21  ω     12.00 117.00   1.00    4.00    --   43.08  77.00 -60.00  105
 22  ω     12.00 117.00   1.00    4.00    --   43.08  77.00-180.00  105
 23  ω     77.00 125.00   1.00   16.00    --  104.50  61.00 -30.00   48
 24  ω     73.00 178.00   1.00   16.00    --  104.50  77.00-150.00  105
 25  ω     77.00 175.00   1.00   16.00    --  104.50  61.00  60.00   98
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Atlas'
_diffrn_measurement_method       ?
_diffrn_measurement_specimen_support 
'MiTeGen micromount' # assumed default, please check
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0564639000
_diffrn_orient_matrix_UB_12      -0.1622784000
_diffrn_orient_matrix_UB_13      -0.0187621000
_diffrn_orient_matrix_UB_21      0.0377282000
_diffrn_orient_matrix_UB_22      -0.0399428000
_diffrn_orient_matrix_UB_23      -0.0626631000
_diffrn_orient_matrix_UB_31      0.0803387000
_diffrn_orient_matrix_UB_32      -0.0953288000
_diffrn_orient_matrix_UB_33      0.0582336000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.834
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.961
_reflns_number_gt                8447
_reflns_number_total             8753
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 3675 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.020(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     528
_refine_ls_number_reflns         8753
_refine_ls_number_restraints     577
_refine_ls_R_factor_all          0.0368
_refine_ls_R_factor_gt           0.0354
_refine_ls_restrained_S_all      1.015
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0550P)²+0.4678P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.0930
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S48A-C47A \\sim S47-C48 \\sim S17-C18
 with sigma of 0.02
 C46-C47A \\sim C49-C48 \\sim C19-C18
 with sigma of 0.02
 S17-C16 \\sim S47-C46 \\sim S48A-C49
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C45 \\sim C46 \\sim S47 \\sim C47A \\sim C48 \\sim S48A \\sim C49: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H46A)=Sof(C47A)=Sof(H47A)=Sof(S48A)=Sof(H49A)=1-FVAR(1)
 Sof(H46)=Sof(S47)=Sof(C48)=Sof(H48)=Sof(H49)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5), C34(H34), C35(H35)
6.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C10(H10A,H10B), C36(H36A,H36B), C40(H40A,H40B)
6.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C16(H16), C18(H18), C19(H19), C23(H23), C24(H24), C26(H26),
 C27(H27), C37(H37), C38(H38), C46(H46), C46(H46A), C47A(H47A), C48(H48),
 C49(H49), C49(H49A), C53(H53), C54(H54), C56(H56), C57(H57)
6.d X=CH2 refined with riding coordinates:
 C14(H14A,H14B), C44(H44A,H44B)
6.e Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C28(H28A,H28B,H28C), C42(H42A,H42B,H42C), C58(H58A,H58B,
 H58C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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_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 1.41776(4) 0.34349(8) 0.38733(4) 0.03207(15) Uani 1 1 d . U . . .
N2 N 1.32687(15) 0.3775(3) 0.40604(13) 0.0305(5) Uani 1 1 d . U . . .
C3 C 1.30891(16) 0.3148(3) 0.47444(14) 0.0261(5) Uani 1 1 d . U . . .
C4 C 1.20432(16) 0.2936(3) 0.44092(14) 0.0244(5) Uani 1 1 d . U . . .
H4 H 1.179169 0.309206 0.480840 0.029 Uiso 1 1 calc R . . . .
C5 C 1.17255(18) 0.4368(3) 0.38246(15) 0.0298(5) Uani 1 1 d . U . . .
H5 H 1.181078 0.542078 0.410593 0.036 Uiso 1 1 calc R . . . .
C6 C 1.2427(2) 0.4307(4) 0.34395(17) 0.0374(6) Uani 1 1 d . U . . .
H6A H 1.224913 0.350800 0.302520 0.045 Uiso 1 1 calc R . . . .
H6B H 1.250267 0.539551 0.324590 0.045 Uiso 1 1 calc R . . . .
C7 C 1.35849(18) 0.1548(4) 0.50769(15) 0.0304(5) Uani 1 1 d . U . . .
H7 H 1.420720 0.161613 0.536184 0.036 Uiso 1 1 calc R . . . .
C8 C 1.31966(19) 0.0058(4) 0.49913(15) 0.0303(5) Uani 1 1 d . U . . .
H8 H 1.354478 -0.084581 0.524743 0.036 Uiso 1 1 calc R . . . .
C9 C 1.22385(19) -0.0219(3) 0.45080(16) 0.0311(6) Uani 1 1 d . U . . .
C10 C 1.17530(18) 0.1234(3) 0.40286(17) 0.0320(6) Uani 1 1 d . U . . .
H10A H 1.110097 0.109935 0.390203 0.038 Uiso 1 1 calc R . . . .
H10B H 1.186490 0.121705 0.355704 0.038 Uiso 1 1 calc R . . . .
O11 O 1.18758(15) -0.1579(3) 0.44797(13) 0.0447(5) Uani 1 1 d . U . . .
C12 C 1.3371(2) 0.4497(4) 0.53594(18) 0.0398(7) Uani 1 1 d . U . . .
H12A H 1.304813 0.551166 0.515850 0.060 Uiso 1 1 calc GR . . . .
H12B H 1.401693 0.469153 0.551957 0.060 Uiso 1 1 calc GR . . . .
H12C H 1.322617 0.413588 0.578605 0.060 Uiso 1 1 calc GR . . . .
C13 C 1.0733(2) 0.4240(4) 0.33199(18) 0.0380(7) Uani 1 1 d . U . . .
C14 C 1.0443(3) 0.3825(5) 0.2586(2) 0.0637(12) Uani 1 1 d . U . . .
H14A H 0.982022 0.372451 0.230696 0.076 Uiso 1 1 calc R . . . .
H14B H 1.086247 0.363724 0.235317 0.076 Uiso 1 1 calc R . . . .
C15 C 1.0079(2) 0.4544(4) 0.3701(2) 0.0408(7) Uani 1 1 d . U . . .
C16 C 1.0249(2) 0.5550(4) 0.4325(2) 0.0427(7) Uani 1 1 d D U . . .
H16 H 1.079446 0.612710 0.455528 0.051 Uiso 1 1 calc R . . . .
S17 S 0.93594(7) 0.56336(16) 0.46337(8) 0.0722(3) Uani 1 1 d D U . . .
C18 C 0.8722(3) 0.4301(7) 0.3928(4) 0.0847(17) Uani 1 1 d D U . . .
H18 H 0.813573 0.394199 0.386211 0.102 Uiso 1 1 calc R . . . .
C19 C 0.9184(3) 0.3839(6) 0.3479(3) 0.0722(14) Uani 1 1 d D U . . .
H19 H 0.894108 0.312823 0.306473 0.087 Uiso 1 1 calc R . . . .
O20 O 1.42950(18) 0.4840(3) 0.34469(16) 0.0495(6) Uani 1 1 d . U . . .
O21 O 1.48943(13) 0.2992(3) 0.45705(13) 0.0390(5) Uani 1 1 d . U . . .
C22 C 1.39459(18) 0.1716(3) 0.32432(17) 0.0283(5) Uani 1 1 d . U . . .
C23 C 1.3627(2) 0.1988(4) 0.24669(19) 0.0386(7) Uani 1 1 d . U . . .
H23 H 1.352983 0.306772 0.227295 0.046 Uiso 1 1 calc R . . . .
C24 C 1.3456(2) 0.0624(4) 0.19824(18) 0.0396(7) Uani 1 1 d . U . . .
H24 H 1.323408 0.080149 0.146002 0.047 Uiso 1 1 calc R . . . .
C25 C 1.36078(19) -0.0998(4) 0.22574(17) 0.0335(6) Uani 1 1 d . U . . .
C26 C 1.39412(18) -0.1237(3) 0.30401(16) 0.0300(6) Uani 1 1 d . U . . .
H26 H 1.405319 -0.231573 0.323394 0.036 Uiso 1 1 calc R . . . .
C27 C 1.41105(17) 0.0107(3) 0.35391(16) 0.0271(5) Uani 1 1 d . U . . .
H27 H 1.433007 -0.006708 0.406163 0.032 Uiso 1 1 calc R . . . .
C28 C 1.3411(2) -0.2473(5) 0.17266(19) 0.0447(8) Uani 1 1 d . U . . .
H28A H 1.362265 -0.224064 0.132075 0.067 Uiso 1 1 calc GR . . . .
H28B H 1.276470 -0.267741 0.152006 0.067 Uiso 1 1 calc GR . . . .
H28C H 1.371998 -0.344077 0.200097 0.067 Uiso 1 1 calc GR . . . .
S31 S 0.55465(4) 0.82950(7) 0.10269(3) 0.02236(13) Uani 1 1 d . U . . .
N32 N 0.65394(14) 0.8840(3) 0.10227(12) 0.0249(4) Uani 1 1 d . U . . .
C33 C 0.69974(17) 0.8155(4) 0.05101(14) 0.0274(5) Uani 1 1 d . U . . .
C34 C 0.79881(17) 0.7938(3) 0.10685(15) 0.0277(5) Uani 1 1 d . U . . .
H34 H 0.840961 0.802919 0.079602 0.033 Uiso 1 1 calc R . . . .
C35 C 0.81195(17) 0.9437(3) 0.16128(15) 0.0275(5) Uani 1 1 d . U . . .
H35 H 0.815588 1.044928 0.133454 0.033 Uiso 1 1 calc R . . . .
C36 C 0.72172(18) 0.9486(3) 0.17428(16) 0.0294(5) Uani 1 1 d . U . . .
H36A H 0.724400 0.878329 0.216830 0.035 Uiso 1 1 calc R . . . .
H36B H 0.706819 1.061666 0.183989 0.035 Uiso 1 1 calc R . . . .
C37 C 0.65971(17) 0.6542(4) 0.01069(15) 0.0301(5) Uani 1 1 d . U . . .
H37 H 0.603989 0.659545 -0.029822 0.036 Uiso 1 1 calc R . . . .
C38 C 0.69895(19) 0.5061(4) 0.02941(17) 0.0364(6) Uani 1 1 d . U . . .
H38 H 0.673044 0.415198 -0.001561 0.044 Uiso 1 1 calc R . . . .
C39 C 0.7817(2) 0.4797(4) 0.0971(2) 0.0432(7) Uani 1 1 d . U . . .
C40 C 0.81343(19) 0.6277(4) 0.14932(17) 0.0340(6) Uani 1 1 d . U . . .
H40A H 0.877924 0.614742 0.179438 0.041 Uiso 1 1 calc R . . . .
H40B H 0.780673 0.629672 0.183938 0.041 Uiso 1 1 calc R . . . .
O41 O 0.82006(19) 0.3458(4) 0.11143(19) 0.0769(10) Uani 1 1 d . U . . .
C42 C 0.6921(2) 0.9478(5) -0.00998(17) 0.0419(7) Uani 1 1 d . U . . .
H42A H 0.717958 1.050988 0.014181 0.063 Uiso 1 1 calc GR . . . .
H42B H 0.629001 0.964478 -0.041016 0.063 Uiso 1 1 calc GR . . . .
H42C H 0.724715 0.910370 -0.041186 0.063 Uiso 1 1 calc GR . . . .
C43 C 0.89824(19) 0.9334(4) 0.23143(16) 0.0321(6) Uani 1 1 d . U . . .
C44 C 0.8997(2) 0.9212(5) 0.30161(18) 0.0472(8) Uani 1 1 d . U . . .
H44A H 0.955168 0.914052 0.342271 0.057 Uiso 1 1 calc R . . . .
H44B H 0.845169 0.919853 0.310297 0.057 Uiso 1 1 calc R . . . .
C45 C 0.98407(19) 0.9358(4) 0.21636(17) 0.0359(6) Uani 1 1 d . U . . .
C46 C 1.0632(2) 0.8489(5) 0.2601(2) 0.0487(8) Uani 1 1 d D U . . .
H46 H 1.065470 0.787716 0.302535 0.058 Uiso 0.370(5) 1 calc R . P A 1
H46A H 1.067165 0.776599 0.299650 0.058 Uiso 0.630(5) 1 calc R . P A 2
S47 S 1.1461(5) 0.8578(11) 0.2356(5) 0.0520(13) Uani 0.370(5) 1 d D U P A 1
C47A C 1.1361(12) 0.886(2) 0.2359(11) 0.053(3) Uani 0.630(5) 1 d D U P A 2
H47A H 1.195185 0.845774 0.260342 0.063 Uiso 0.630(5) 1 calc R . P A 2
C48 C 1.0858(10) 0.998(3) 0.1644(11) 0.057(3) Uani 0.370(5) 1 d D U P A 1
H48 H 1.111463 1.050651 0.133124 0.068 Uiso 0.370(5) 1 calc R . P A 1
S48A S 1.10460(15) 1.0127(5) 0.15636(17) 0.0589(7) Uani 0.630(5) 1 d D U P A 2
C49 C 0.9976(2) 1.0245(5) 0.1585(2) 0.0493(8) Uani 1 1 d D U . . .
H49 H 0.954526 1.090018 0.122279 0.059 Uiso 0.370(5) 1 calc R . P A 1
H49A H 0.951316 1.086285 0.123253 0.059 Uiso 0.630(5) 1 calc R . P A 2
O50 O 0.52514(13) 0.9623(2) 0.13924(12) 0.0311(4) Uani 1 1 d . U . . .
O51 O 0.49955(12) 0.7818(2) 0.02678(10) 0.0289(4) Uani 1 1 d . U . . .
C52 C 0.57036(16) 0.6537(3) 0.16178(14) 0.0200(4) Uani 1 1 d . U . . .
C53 C 0.59199(18) 0.6736(3) 0.23956(15) 0.0262(5) Uani 1 1 d . U . . .
H53 H 0.596554 0.779730 0.260542 0.031 Uiso 1 1 calc R . . . .
C54 C 0.60663(19) 0.5332(3) 0.28534(15) 0.0295(5) Uani 1 1 d . U . . .
H54 H 0.621496 0.546200 0.337373 0.035 Uiso 1 1 calc R . . . .
C55 C 0.59952(17) 0.3730(3) 0.25492(14) 0.0245(5) Uani 1 1 d . U . . .
C56 C 0.57562(16) 0.3559(3) 0.17678(14) 0.0238(5) Uani 1 1 d . U . . .
H56 H 0.569026 0.249804 0.155460 0.029 Uiso 1 1 calc R . . . .
C57 C 0.56150(16) 0.4953(3) 0.13025(13) 0.0221(5) Uani 1 1 d . U . . .
H57 H 0.546165 0.482581 0.078147 0.027 Uiso 1 1 calc R . . . .
C58 C 0.6165(2) 0.2209(4) 0.30506(17) 0.0351(6) Uani 1 1 d . U . . .
H58A H 0.679019 0.186757 0.319244 0.053 Uiso 1 1 calc GR . . . .
H58B H 0.577036 0.131997 0.277956 0.053 Uiso 1 1 calc GR . . . .
H58C H 0.604121 0.247028 0.349923 0.053 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N2 1.617(2) . ?
S1 O20 1.435(2) . ?
S1 O21 1.430(2) . ?
S1 C22 1.769(3) . ?
N2 C3 1.507(3) . ?
N2 C6 1.475(4) . ?
C3 C4 1.540(3) . ?
C3 C7 1.512(4) . ?
C3 C12 1.530(4) . ?
C4 H4 0.9800 . ?
C4 C5 1.544(4) . ?
C4 C10 1.531(3) . ?
C5 H5 0.9800 . ?
C5 C6 1.528(4) . ?
C5 C13 1.505(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7 0.9300 . ?
C7 C8 1.323(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.465(4) . ?
C9 C10 1.501(4) . ?
C9 O11 1.222(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.334(5) . ?
C13 C15 1.477(5) . ?
C14 H14A 0.9300 . ?
C14 H14B 0.9300 . ?
C15 C16 1.371(5) . ?
C15 C19 1.429(5) . ?
C16 H16 0.9300 . ?
C16 S17 1.704(3) . ?
S17 C18 1.716(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.355(7) . ?
C19 H19 0.9300 . ?
C22 C23 1.383(4) . ?
C22 C27 1.391(4) . ?
C23 H23 0.9300 . ?
C23 C24 1.388(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.388(5) . ?
C25 C26 1.390(4) . ?
C25 C28 1.507(4) . ?
C26 H26 0.9300 . ?
C26 C27 1.392(4) . ?
C27 H27 0.9300 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
S31 N32 1.624(2) . ?
S31 O50 1.4351(19) . ?
S31 O51 1.430(2) . ?
S31 C52 1.758(2) . ?
N32 C33 1.507(3) . ?
N32 C36 1.481(3) . ?
C33 C34 1.539(3) . ?
C33 C37 1.515(4) . ?
C33 C42 1.538(4) . ?
C34 H34 0.9800 . ?
C34 C35 1.545(3) . ?
C34 C40 1.528(4) . ?
C35 H35 0.9800 . ?
C35 C36 1.527(3) . ?
C35 C43 1.513(4) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 H37 0.9300 . ?
C37 C38 1.324(4) . ?
C38 H38 0.9300 . ?
C38 C39 1.468(4) . ?
C39 C40 1.506(4) . ?
C39 O41 1.212(4) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?
C43 C44 1.322(5) . ?
C43 C45 1.478(4) . ?
C44 H44A 0.9300 . ?
C44 H44B 0.9300 . ?
C45 C46 1.402(5) . ?
C45 C49 1.384(5) . ?
C46 H46 0.9300 . ?
C46 H46A 0.9300 . ?
C46 S47 1.537(8) . ?
C46 C47A 1.412(17) . ?
S47 C48 1.744(17) . ?
C47A H47A 0.9300 . ?
C47A S48A 1.732(16) . ?
C48 H48 0.9300 . ?
C48 C49 1.367(15) . ?
S48A C49 1.701(4) . ?
C49 H49 0.9300 . ?
C49 H49A 0.9300 . ?
C52 C53 1.392(4) . ?
C52 C57 1.387(3) . ?
C53 H53 0.9300 . ?
C53 C54 1.386(4) . ?
C54 H54 0.9300 . ?
C54 C55 1.395(4) . ?
C55 C56 1.391(3) . ?
C55 C58 1.506(3) . ?
C56 H56 0.9300 . ?
C56 C57 1.389(3) . ?
C57 H57 0.9300 . ?
C58 H58A 0.9600 . ?
C58 H58B 0.9600 . ?
C58 H58C 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
N2 S1 C22 107.33(12) . . ?
O20 S1 N2 107.25(13) . . ?
O20 S1 C22 105.62(14) . . ?
O21 S1 N2 107.56(12) . . ?
O21 S1 O20 119.48(15) . . ?
O21 S1 C22 109.03(13) . . ?
C3 N2 S1 126.15(18) . . ?
C6 N2 S1 118.88(19) . . ?
C6 N2 C3 112.5(2) . . ?
N2 C3 C4 101.02(19) . . ?
N2 C3 C7 114.2(2) . . ?
N2 C3 C12 108.8(2) . . ?
C7 C3 C4 112.8(2) . . ?
C7 C3 C12 108.7(2) . . ?
C12 C3 C4 111.1(2) . . ?
C3 C4 H4 109.9 . . ?
C3 C4 C5 103.3(2) . . ?
C5 C4 H4 109.9 . . ?
C10 C4 C3 112.4(2) . . ?
C10 C4 H4 109.9 . . ?
C10 C4 C5 111.3(2) . . ?
C4 C5 H5 107.9 . . ?
C6 C5 C4 102.5(2) . . ?
C6 C5 H5 107.9 . . ?
C13 C5 C4 113.1(2) . . ?
C13 C5 H5 107.9 . . ?
C13 C5 C6 117.2(2) . . ?
N2 C6 C5 103.0(2) . . ?
N2 C6 H6A 111.2 . . ?
N2 C6 H6B 111.2 . . ?
C5 C6 H6A 111.2 . . ?
C5 C6 H6B 111.2 . . ?
H6A C6 H6B 109.1 . . ?
C3 C7 H7 117.7 . . ?
C8 C7 C3 124.7(2) . . ?
C8 C7 H7 117.7 . . ?
C7 C8 H8 118.8 . . ?
C7 C8 C9 122.4(3) . . ?
C9 C8 H8 118.8 . . ?
C8 C9 C10 116.0(2) . . ?
O11 C9 C8 121.3(3) . . ?
O11 C9 C10 122.6(3) . . ?
C4 C10 H10A 108.7 . . ?
C4 C10 H10B 108.7 . . ?
C9 C10 C4 114.1(2) . . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C3 C12 H12A 109.5 . . ?
C3 C12 H12B 109.5 . . ?
C3 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C5 123.9(3) . . ?
C14 C13 C15 120.9(3) . . ?
C15 C13 C5 115.2(3) . . ?
C13 C14 H14A 120.0 . . ?
C13 C14 H14B 120.0 . . ?
H14A C14 H14B 120.0 . . ?
C16 C15 C13 124.4(3) . . ?
C16 C15 C19 110.3(3) . . ?
C19 C15 C13 125.3(3) . . ?
C15 C16 H16 123.5 . . ?
C15 C16 S17 113.0(2) . . ?
S17 C16 H16 123.5 . . ?
C16 S17 C18 91.62(19) . . ?
S17 C18 H18 124.4 . . ?
C19 C18 S17 111.3(3) . . ?
C19 C18 H18 124.4 . . ?
C15 C19 H19 123.1 . . ?
C18 C19 C15 113.8(4) . . ?
C18 C19 H19 123.1 . . ?
C23 C22 S1 119.8(2) . . ?
C23 C22 C27 120.9(3) . . ?
C27 C22 S1 119.2(2) . . ?
C22 C23 H23 120.5 . . ?
C22 C23 C24 118.9(3) . . ?
C24 C23 H23 120.5 . . ?
C23 C24 H24 119.2 . . ?
C23 C24 C25 121.7(3) . . ?
C25 C24 H24 119.2 . . ?
C24 C25 C26 118.3(3) . . ?
C24 C25 C28 121.3(3) . . ?
C26 C25 C28 120.4(3) . . ?
C25 C26 H26 119.4 . . ?
C25 C26 C27 121.3(3) . . ?
C27 C26 H26 119.4 . . ?
C22 C27 C26 118.9(3) . . ?
C22 C27 H27 120.6 . . ?
C26 C27 H27 120.6 . . ?
C25 C28 H28A 109.5 . . ?
C25 C28 H28B 109.5 . . ?
C25 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N32 S31 C52 107.87(11) . . ?
O50 S31 N32 106.51(11) . . ?
O50 S31 C52 106.43(11) . . ?
O51 S31 N32 107.30(11) . . ?
O51 S31 O50 119.81(12) . . ?
O51 S31 C52 108.42(11) . . ?
C33 N32 S31 126.31(17) . . ?
C36 N32 S31 117.32(17) . . ?
C36 N32 C33 111.45(19) . . ?
N32 C33 C34 101.67(19) . . ?
N32 C33 C37 115.2(2) . . ?
N32 C33 C42 107.9(2) . . ?
C37 C33 C34 112.2(2) . . ?
C37 C33 C42 107.8(2) . . ?
C42 C33 C34 111.9(2) . . ?
C33 C34 H34 109.9 . . ?
C33 C34 C35 102.9(2) . . ?
C35 C34 H34 109.9 . . ?
C40 C34 C33 112.3(2) . . ?
C40 C34 H34 109.9 . . ?
C40 C34 C35 111.7(2) . . ?
C34 C35 H35 107.8 . . ?
C36 C35 C34 102.81(19) . . ?
C36 C35 H35 107.8 . . ?
C43 C35 C34 113.6(2) . . ?
C43 C35 H35 107.8 . . ?
C43 C35 C36 116.7(2) . . ?
N32 C36 C35 104.0(2) . . ?
N32 C36 H36A 111.0 . . ?
N32 C36 H36B 111.0 . . ?
C35 C36 H36A 111.0 . . ?
C35 C36 H36B 111.0 . . ?
H36A C36 H36B 109.0 . . ?
C33 C37 H37 117.9 . . ?
C38 C37 C33 124.2(2) . . ?
C38 C37 H37 117.9 . . ?
C37 C38 H38 118.7 . . ?
C37 C38 C39 122.7(3) . . ?
C39 C38 H38 118.7 . . ?
C38 C39 C40 115.7(3) . . ?
O41 C39 C38 122.2(3) . . ?
O41 C39 C40 122.1(3) . . ?
C34 C40 H40A 109.0 . . ?
C34 C40 H40B 109.0 . . ?
C39 C40 C34 113.0(2) . . ?
C39 C40 H40A 109.0 . . ?
C39 C40 H40B 109.0 . . ?
H40A C40 H40B 107.8 . . ?
C33 C42 H42A 109.5 . . ?
C33 C42 H42B 109.5 . . ?
C33 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C35 124.3(3) . . ?
C44 C43 C45 120.9(3) . . ?
C45 C43 C35 114.8(2) . . ?
C43 C44 H44A 120.0 . . ?
C43 C44 H44B 120.0 . . ?
H44A C44 H44B 120.0 . . ?
C46 C45 C43 123.8(3) . . ?
C49 C45 C43 125.1(3) . . ?
C49 C45 C46 111.1(3) . . ?
C45 C46 H46 121.1 . . ?
C45 C46 H46A 124.6 . . ?
C45 C46 S47 117.9(4) . . ?
C45 C46 C47A 110.9(8) . . ?
S47 C46 H46 121.1 . . ?
C47A C46 H46A 124.6 . . ?
C46 S47 C48 88.9(7) . . ?
C46 C47A H47A 123.3 . . ?
C46 C47A S48A 113.3(10) . . ?
S48A C47A H47A 123.3 . . ?
S47 C48 H48 122.9 . . ?
C49 C48 S47 114.3(12) . . ?
C49 C48 H48 122.9 . . ?
C49 S48A C47A 89.0(6) . . ?
C45 C49 S48A 115.5(3) . . ?
C45 C49 H49 126.2 . . ?
C45 C49 H49A 122.2 . . ?
C48 C49 C45 107.6(8) . . ?
C48 C49 H49 126.2 . . ?
S48A C49 H49A 122.2 . . ?
C53 C52 S31 120.17(19) . . ?
C57 C52 S31 119.41(18) . . ?
C57 C52 C53 120.4(2) . . ?
C52 C53 H53 120.4 . . ?
C54 C53 C52 119.2(2) . . ?
C54 C53 H53 120.4 . . ?
C53 C54 H54 119.4 . . ?
C53 C54 C55 121.3(2) . . ?
C55 C54 H54 119.4 . . ?
C54 C55 C58 121.1(2) . . ?
C56 C55 C54 118.6(2) . . ?
C56 C55 C58 120.4(2) . . ?
C55 C56 H56 119.6 . . ?
C57 C56 C55 120.8(2) . . ?
C57 C56 H56 119.6 . . ?
C52 C57 C56 119.7(2) . . ?
C52 C57 H57 120.1 . . ?
C56 C57 H57 120.1 . . ?
C55 C58 H58A 109.5 . . ?
C55 C58 H58B 109.5 . . ?
C55 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 N2 C3 C4 -148.45(19) . . . . ?
S1 N2 C3 C7 -27.1(3) . . . . ?
S1 N2 C3 C12 94.6(3) . . . . ?
S1 N2 C6 C5 175.99(19) . . . . ?
S1 C22 C23 C24 179.5(2) . . . . ?
S1 C22 C27 C26 -178.92(19) . . . . ?
N2 S1 C22 C23 93.6(2) . . . . ?
N2 S1 C22 C27 -88.1(2) . . . . ?
N2 C3 C4 C5 -33.9(2) . . . . ?
N2 C3 C4 C10 86.1(2) . . . . ?
N2 C3 C7 C8 -104.4(3) . . . . ?
C3 N2 C6 C5 12.6(3) . . . . ?
C3 C4 C5 C6 42.7(2) . . . . ?
C3 C4 C5 C13 169.8(2) . . . . ?
C3 C4 C10 C9 49.4(3) . . . . ?
C3 C7 C8 C9 4.7(4) . . . . ?
C4 C3 C7 C8 10.2(4) . . . . ?
C4 C5 C6 N2 -33.4(3) . . . . ?
C4 C5 C13 C14 -108.3(4) . . . . ?
C4 C5 C13 C15 69.4(3) . . . . ?
C5 C4 C10 C9 164.7(2) . . . . ?
C5 C13 C15 C16 28.5(5) . . . . ?
C5 C13 C15 C19 -151.3(4) . . . . ?
C6 N2 C3 C4 13.5(3) . . . . ?
C6 N2 C3 C7 134.9(2) . . . . ?
C6 N2 C3 C12 -103.4(3) . . . . ?
C6 C5 C13 C14 10.7(5) . . . . ?
C6 C5 C13 C15 -171.7(3) . . . . ?
C7 C3 C4 C5 -156.2(2) . . . . ?
C7 C3 C4 C10 -36.2(3) . . . . ?
C7 C8 C9 C10 8.1(4) . . . . ?
C7 C8 C9 O11 -174.7(3) . . . . ?
C8 C9 C10 C4 -35.4(3) . . . . ?
C10 C4 C5 C6 -78.1(3) . . . . ?
C10 C4 C5 C13 49.0(3) . . . . ?
O11 C9 C10 C4 147.5(3) . . . . ?
C12 C3 C4 C5 81.4(3) . . . . ?
C12 C3 C4 C10 -158.6(2) . . . . ?
C12 C3 C7 C8 133.9(3) . . . . ?
C13 C5 C6 N2 -157.8(2) . . . . ?
C13 C15 C16 S17 -179.6(3) . . . . ?
C13 C15 C19 C18 179.3(4) . . . . ?
C14 C13 C15 C16 -153.8(4) . . . . ?
C14 C13 C15 C19 26.4(6) . . . . ?
C15 C16 S17 C18 0.1(3) . . . . ?
C16 C15 C19 C18 -0.5(6) . . . . ?
C16 S17 C18 C19 -0.4(5) . . . . ?
S17 C18 C19 C15 0.6(6) . . . . ?
C19 C15 C16 S17 0.2(4) . . . . ?
O20 S1 N2 C3 -150.6(2) . . . . ?
O20 S1 N2 C6 48.5(3) . . . . ?
O20 S1 C22 C23 -20.6(3) . . . . ?
O20 S1 C22 C27 157.7(2) . . . . ?
O21 S1 N2 C3 -20.8(2) . . . . ?
O21 S1 N2 C6 178.2(2) . . . . ?
O21 S1 C22 C23 -150.2(2) . . . . ?
O21 S1 C22 C27 28.2(2) . . . . ?
C22 S1 N2 C3 96.3(2) . . . . ?
C22 S1 N2 C6 -64.6(2) . . . . ?
C22 C23 C24 C25 -0.9(5) . . . . ?
C23 C22 C27 C26 -0.6(4) . . . . ?
C23 C24 C25 C26 -0.1(4) . . . . ?
C23 C24 C25 C28 179.4(3) . . . . ?
C24 C25 C26 C27 0.7(4) . . . . ?
C25 C26 C27 C22 -0.4(4) . . . . ?
C27 C22 C23 C24 1.2(4) . . . . ?
C28 C25 C26 C27 -178.7(3) . . . . ?
S31 N32 C33 C34 -137.32(19) . . . . ?
S31 N32 C33 C37 -15.7(3) . . . . ?
S31 N32 C33 C42 104.8(2) . . . . ?
S31 N32 C36 C35 165.55(17) . . . . ?
S31 C52 C53 C54 -178.2(2) . . . . ?
S31 C52 C57 C56 178.70(18) . . . . ?
N32 S31 C52 C53 87.0(2) . . . . ?
N32 S31 C52 C57 -92.7(2) . . . . ?
N32 C33 C34 C35 -35.4(2) . . . . ?
N32 C33 C34 C40 84.8(2) . . . . ?
N32 C33 C37 C38 -105.6(3) . . . . ?
C33 N32 C36 C35 8.8(3) . . . . ?
C33 C34 C35 C36 41.7(2) . . . . ?
C33 C34 C35 C43 168.7(2) . . . . ?
C33 C34 C40 C39 52.5(3) . . . . ?
C33 C37 C38 C39 6.7(5) . . . . ?
C34 C33 C37 C38 10.2(4) . . . . ?
C34 C35 C36 N32 -30.8(3) . . . . ?
C34 C35 C43 C44 -116.2(3) . . . . ?
C34 C35 C43 C45 63.0(3) . . . . ?
C35 C34 C40 C39 167.6(2) . . . . ?
C35 C43 C45 C46 -146.4(3) . . . . ?
C35 C43 C45 C49 34.4(4) . . . . ?
C36 N32 C33 C34 16.9(3) . . . . ?
C36 N32 C33 C37 138.5(2) . . . . ?
C36 N32 C33 C42 -101.0(2) . . . . ?
C36 C35 C43 C44 3.1(4) . . . . ?
C36 C35 C43 C45 -177.6(2) . . . . ?
C37 C33 C34 C35 -159.1(2) . . . . ?
C37 C33 C34 C40 -38.9(3) . . . . ?
C37 C38 C39 C40 6.9(5) . . . . ?
C37 C38 C39 O41 -175.7(4) . . . . ?
C38 C39 C40 C34 -36.4(4) . . . . ?
C40 C34 C35 C36 -78.9(3) . . . . ?
C40 C34 C35 C43 48.0(3) . . . . ?
O41 C39 C40 C34 146.2(4) . . . . ?
C42 C33 C34 C35 79.5(3) . . . . ?
C42 C33 C34 C40 -160.3(2) . . . . ?
C42 C33 C37 C38 133.9(3) . . . . ?
C43 C35 C36 N32 -155.8(2) . . . . ?
C43 C45 C46 S47 177.6(5) . . . . ?
C43 C45 C46 C47A -175.2(10) . . . . ?
C43 C45 C49 C48 178.6(11) . . . . ?
C43 C45 C49 S48A 177.2(3) . . . . ?
C44 C43 C45 C46 32.9(5) . . . . ?
C44 C43 C45 C49 -146.3(4) . . . . ?
C45 C46 S47 C48 4.3(10) . . . . ?
C45 C46 C47A S48A -4.5(16) . . . . ?
C46 C45 C49 C48 -0.8(11) . . . . ?
C46 C45 C49 S48A -2.1(4) . . . . ?
C46 S47 C48 C49 -4.7(16) . . . . ?
C46 C47A S48A C49 2.8(13) . . . . ?
S47 C48 C49 C45 3.8(17) . . . . ?
C47A S48A C49 C45 -0.4(8) . . . . ?
C49 C45 C46 S47 -3.0(6) . . . . ?
C49 C45 C46 C47A 4.1(10) . . . . ?
O50 S31 N32 C33 -160.1(2) . . . . ?
O50 S31 N32 C36 47.0(2) . . . . ?
O50 S31 C52 C53 -27.0(2) . . . . ?
O50 S31 C52 C57 153.36(19) . . . . ?
O51 S31 N32 C33 -30.6(2) . . . . ?
O51 S31 N32 C36 176.44(18) . . . . ?
O51 S31 C52 C53 -157.1(2) . . . . ?
O51 S31 C52 C57 23.2(2) . . . . ?
C52 S31 N32 C33 86.0(2) . . . . ?
C52 S31 N32 C36 -66.9(2) . . . . ?
C52 C53 C54 C55 -0.4(4) . . . . ?
C53 C52 C57 C56 -0.9(4) . . . . ?
C53 C54 C55 C56 -1.1(4) . . . . ?
C53 C54 C55 C58 179.4(3) . . . . ?
C54 C55 C56 C57 1.7(4) . . . . ?
C55 C56 C57 C52 -0.7(4) . . . . ?
C57 C52 C53 C54 1.5(4) . . . . ?
C58 C55 C56 C57 -178.8(2) . . . . ?

_olex2_date_sample_data_collection 2016-10-20
_olex2_date_sample_submission    2016-10-18
_olex2_exptl_crystal_mounting_method "'in fomblin film on a micromount"
# This is the default assumed mounting details'
_olex2_submission_original_sample_id NH178
_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 1.737
_oxdiff_exptl_absorpt_empirical_full_min 0.609
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tlnnlf
_database_code_depnum_ccdc_archive 'CCDC 1584894'
_audit_update_record             
;
2017-11-10 deposited with the CCDC.
2018-05-09 downloaded from the CCDC.
;
_nottingham_internal_coll_name   TLNNLF
_nottingham_internal_coll_number 16578
_nottingham_internal_coll_client TLNN/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'ofand \w scans'
_nottingham_internal_coll_frame_time 'degrees,, 2.00'
_nottingham_internal_coll_frame_width 'in, 2.00'
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   20/10/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'GVB, PL13110001'
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 07/11/2016
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 15/11/2016
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 2/2/2017
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 24/8/2017
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 24/8/2017
_refine_special_details          ?
_audit_creation_date             2017-08-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C25 H27 N O3 S'
_chemical_formula_sum            'C25 H27 N O3 S'
_chemical_formula_weight         421.53
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H27 N O3 S'
_chemical_oxdiff_usercomment     
'TLNNLF #16578 GVB-1185 IN FOMBLIN FILM ON MICROMOUNT FOR TLNN/HWL'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   7.9770(5)
_cell_length_b                   15.2993(8)
_cell_length_c                   18.0186(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2199.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4612
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.4880
_cell_measurement_theta_min      5.5050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.513
_exptl_absorpt_correction_T_max  0.707
_exptl_absorpt_correction_T_min  0.529
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             896
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
4 -5 -1 0.2968
-4 5 1 0.2439
3 8 0 0.1584
0 0 -1 0.1313
0 0 1 0.1353
0 3 -5 0.2004
0 5 1 0.2275
0 -8 -6 0.1757
-4 0 -7 0.2147
-4 5 -6 0.2243
0 -10 -1 0.1625
-4 -3 7 0.2743
4 -5 -6 0.2676
3 6 5 0.1977
4 -4 6 0.2786

_exptl_crystal_recrystallization_method 
'slow diffusion of petroleum ether vapor into an ethyl acetate solution of the compound'
_exptl_crystal_size_max          0.641
_exptl_crystal_size_mid          0.399
_exptl_crystal_size_min          0.267
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
4.0157 -4.9853 -0.9892 0.7452 -0.0531 0.5489
-4.0157 4.9853 0.9892 -0.7452 0.0531 -0.5489
2.9882 7.9959 0.0135 0.6230 -0.0023 -0.7706
0.0008 0.0020 -0.9987 0.0021 -0.0853 0.0019
-0.0008 -0.0020 0.9987 -0.0021 0.0853 -0.0019
-0.0020 3.0064 -4.9916 0.0272 -0.4335 -0.2917
-0.0106 4.9922 1.0014 0.0258 0.0741 -0.5044
0.0204 -7.9789 -5.9963 -0.0321 -0.4940 0.8156
-3.9996 0.0069 -7.0028 -0.7564 -0.6183 -0.0308
-4.0102 4.9992 -6.0013 -0.7305 -0.5443 -0.5353
0.0204 -9.9864 -1.0042 -0.0538 -0.0628 1.0069
-4.0047 -3.0173 6.9767 -0.8025 0.5832 0.2434
4.0196 -4.9754 -5.9825 0.7557 -0.4798 0.5586
2.9882 5.9884 5.0057 0.6013 0.4289 -0.5793
4.0082 -4.0003 6.0019 0.7361 0.5420 0.4348

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0314
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            8213
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.602
_diffrn_reflns_theta_min         3.790
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        
'flash frozen in gaseous N2' # assumed default, please check
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.2349
_diffrn_detector_type            'Agilent Diffraction Atlas S2 detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.00  65.00   2.00    2.00    --   42.83 -57.00 -60.00   39
  2  ω     37.00  91.00   2.00    2.00    --  104.50 -30.00 -60.00   27
  3  ω     82.00 172.00   2.00    2.00    --  104.50  30.00-120.00   45
  4  ω     55.00  83.00   2.00    2.00    --  104.50 -30.00 -30.00   14
  5  ω     47.00  85.00   2.00    2.00    --  104.50 -94.00  30.00   19
  6  ω     40.00 120.00   2.00    2.00    --  104.50-125.00 120.00   40
  7  ω     35.00  73.00   2.00    2.00    --  104.50 -30.00  90.00   19
  8  ω     26.00 108.00   2.00    2.00    --  104.50 -94.00 -60.00   41
  9  ω    -96.00 -68.00   2.00    2.00    --  -38.50 138.00 -57.00   14
 10  ω    -93.00 -13.00   2.00    2.00    --  -38.50 -57.00  90.00   40
;
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support 
'MiTeGen micromount' # assumed default, please check
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1925108000
_diffrn_orient_matrix_UB_12      0.0059715000
_diffrn_orient_matrix_UB_13      -0.0019379000
_diffrn_orient_matrix_UB_21      0.0049720000
_diffrn_orient_matrix_UB_22      -0.0022947000
_diffrn_orient_matrix_UB_23      0.0854543000
_diffrn_orient_matrix_UB_31      0.0112871000
_diffrn_orient_matrix_UB_32      -0.1005865000
_diffrn_orient_matrix_UB_33      -0.0021421000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_current           0.8
_diffrn_source_power             0.04
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_diffrn_source_voltage           50
_reflns_Friedel_coverage         0.725
_reflns_Friedel_fraction_full    0.995
_reflns_Friedel_fraction_max     0.947
_reflns_number_gt                4173
_reflns_number_total             4284
_reflns_odcompleteness_completeness 99.74
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_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 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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.278
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details 
;
 Flack x determined using 1689 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.008(10)
_refine_ls_extinction_coef       0.0034(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4284
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.042
_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)+(0.0616P)²+0.2640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0949
_refine_ls_wR_factor_ref         0.0959
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C10(H10A,H10B), C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C25(H25),
 C26(H26), C28(H28), C29(H29)
2.d X=CH2 refined with riding coordinates:
 C15(H15A,H15B)
2.e Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C30(H30A,H30B,H30C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.25492(7) 0.36353(3) 0.56803(3) 0.02304(16) Uani 1 1 d . . . . .
N2 N 0.2642(3) 0.44510(11) 0.51121(10) 0.0219(4) Uani 1 1 d . . . . .
C3 C 0.3522(3) 0.44668(14) 0.43702(12) 0.0195(4) Uani 1 1 d . . . . .
C4 C 0.3930(3) 0.54504(14) 0.42886(12) 0.0192(4) Uani 1 1 d . . . . .
H4 H 0.388805 0.562079 0.375310 0.023 Uiso 1 1 calc R . . . .
C5 C 0.2495(3) 0.59065(13) 0.47165(12) 0.0214(4) Uani 1 1 d . . . . .
H5 H 0.144438 0.583493 0.441991 0.026 Uiso 1 1 calc R . . . .
C6 C 0.2336(3) 0.53385(15) 0.54076(13) 0.0266(5) Uani 1 1 d . . . . .
H6A H 0.318370 0.549924 0.578500 0.032 Uiso 1 1 calc R . . . .
H6B H 0.120365 0.538609 0.562871 0.032 Uiso 1 1 calc R . . . .
C7 C 0.5074(3) 0.38940(15) 0.43398(12) 0.0224(5) Uani 1 1 d . . . . .
H7 H 0.491212 0.327892 0.434800 0.027 Uiso 1 1 calc R . . . .
C8 C 0.6643(3) 0.41853(15) 0.43026(13) 0.0236(5) Uani 1 1 d . . . . .
H8 H 0.752785 0.377696 0.423643 0.028 Uiso 1 1 calc R . . . .
C9 C 0.7049(3) 0.51206(15) 0.43607(13) 0.0227(5) Uani 1 1 d . . . . .
C10 C 0.5637(3) 0.56975(15) 0.46170(13) 0.0232(5) Uani 1 1 d . . . . .
H10A H 0.589517 0.630952 0.448037 0.028 Uiso 1 1 calc R . . . .
H10B H 0.556467 0.566760 0.516496 0.028 Uiso 1 1 calc R . . . .
O11 O 0.8460(2) 0.54018(12) 0.42368(11) 0.0303(4) Uani 1 1 d . . . . .
C12 C 0.2269(3) 0.41486(15) 0.37758(13) 0.0253(5) Uani 1 1 d . . . . .
H12A H 0.181429 0.357591 0.393369 0.030 Uiso 1 1 calc R . . . .
H12B H 0.132075 0.456537 0.375565 0.030 Uiso 1 1 calc R . . . .
C13 C 0.2987(4) 0.40521(17) 0.29991(14) 0.0326(6) Uani 1 1 d . . . . .
H13A H 0.209284 0.388040 0.265570 0.049 Uiso 1 1 calc GR . . . .
H13B H 0.386274 0.360291 0.300117 0.049 Uiso 1 1 calc GR . . . .
H13C H 0.346801 0.461063 0.283940 0.049 Uiso 1 1 calc GR . . . .
C14 C 0.2769(3) 0.68771(14) 0.48367(13) 0.0225(5) Uani 1 1 d . . . . .
C15 C 0.3096(3) 0.72129(16) 0.55008(14) 0.0281(5) Uani 1 1 d . . . . .
H15A H 0.327344 0.782377 0.555355 0.034 Uiso 1 1 calc R . . . .
H15B H 0.315151 0.684233 0.592311 0.034 Uiso 1 1 calc R . . . .
C16 C 0.2671(3) 0.74396(14) 0.41586(12) 0.0229(5) Uani 1 1 d . . . . .
C17 C 0.1711(4) 0.72049(16) 0.35429(14) 0.0312(6) Uani 1 1 d . . . . .
H17 H 0.113737 0.666070 0.354424 0.037 Uiso 1 1 calc R . . . .
C18 C 0.1574(4) 0.77473(17) 0.29285(15) 0.0357(6) Uani 1 1 d . . . . .
H18 H 0.090797 0.757342 0.251706 0.043 Uiso 1 1 calc R . . . .
C19 C 0.2404(4) 0.85404(17) 0.29144(15) 0.0376(6) Uani 1 1 d . . . . .
H19 H 0.231754 0.891171 0.249356 0.045 Uiso 1 1 calc R . . . .
C20 C 0.3364(4) 0.87885(18) 0.35197(16) 0.0390(7) Uani 1 1 d . . . . .
H20 H 0.392838 0.933513 0.351649 0.047 Uiso 1 1 calc R . . . .
C21 C 0.3502(3) 0.82413(17) 0.41304(14) 0.0297(5) Uani 1 1 d . . . . .
H21 H 0.417792 0.841619 0.453832 0.036 Uiso 1 1 calc R . . . .
O22 O 0.1118(2) 0.37832(13) 0.61465(10) 0.0333(4) Uani 1 1 d . . . . .
O23 O 0.2652(3) 0.28520(10) 0.52463(9) 0.0287(4) Uani 1 1 d . . . . .
C24 C 0.4332(3) 0.36835(15) 0.62522(12) 0.0215(4) Uani 1 1 d . . . . .
C25 C 0.4295(3) 0.41893(15) 0.68992(13) 0.0255(5) Uani 1 1 d . . . . .
H25 H 0.330891 0.449986 0.703295 0.031 Uiso 1 1 calc R . . . .
C26 C 0.5709(3) 0.42324(17) 0.73419(13) 0.0284(5) Uani 1 1 d . . . . .
H26 H 0.568198 0.457447 0.778179 0.034 Uiso 1 1 calc R . . . .
C27 C 0.7170(3) 0.37855(16) 0.71569(13) 0.0275(5) Uani 1 1 d . . . . .
C28 C 0.7191(3) 0.32935(16) 0.65040(13) 0.0267(5) Uani 1 1 d . . . . .
H28 H 0.818561 0.299466 0.636392 0.032 Uiso 1 1 calc R . . . .
C29 C 0.5776(3) 0.32350(15) 0.60564(13) 0.0236(5) Uani 1 1 d . . . . .
H29 H 0.579917 0.288954 0.561844 0.028 Uiso 1 1 calc R . . . .
C30 C 0.8694(4) 0.3821(2) 0.76486(15) 0.0416(7) Uani 1 1 d . . . . .
H30A H 0.854305 0.342260 0.806911 0.062 Uiso 1 1 calc GR . . . .
H30B H 0.884652 0.441845 0.783287 0.062 Uiso 1 1 calc GR . . . .
H30C H 0.968507 0.364528 0.736380 0.062 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 N2 1.6158(18) . ?
S1 O22 1.4351(19) . ?
S1 O23 1.4334(17) . ?
S1 C24 1.757(2) . ?
N2 C3 1.510(3) . ?
N2 C6 1.479(3) . ?
C3 C4 1.547(3) . ?
C3 C7 1.518(3) . ?
C3 C12 1.544(3) . ?
C4 H4 1.0000 . ?
C4 C5 1.547(3) . ?
C4 C10 1.532(3) . ?
C5 H5 1.0000 . ?
C5 C6 1.524(3) . ?
C5 C14 1.516(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7 0.9500 . ?
C7 C8 1.330(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.471(3) . ?
C9 C10 1.504(3) . ?
C9 O11 1.226(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.519(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C15 1.328(4) . ?
C14 C16 1.497(3) . ?
C15 H15A 0.9500 . ?
C15 H15B 0.9500 . ?
C16 C17 1.395(4) . ?
C16 C21 1.395(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(4) . ?
C18 H18 0.9500 . ?
C18 C19 1.383(4) . ?
C19 H19 0.9500 . ?
C19 C20 1.385(4) . ?
C20 H20 0.9500 . ?
C20 C21 1.387(4) . ?
C21 H21 0.9500 . ?
C24 C25 1.400(3) . ?
C24 C29 1.387(3) . ?
C25 H25 0.9500 . ?
C25 C26 1.383(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.392(4) . ?
C27 C28 1.397(3) . ?
C27 C30 1.505(3) . ?
C28 H28 0.9500 . ?
C28 C29 1.390(3) . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 S1 C24 107.59(11) . . ?
O22 S1 N2 106.58(11) . . ?
O22 S1 C24 107.08(11) . . ?
O23 S1 N2 107.30(9) . . ?
O23 S1 O22 119.79(12) . . ?
O23 S1 C24 107.97(11) . . ?
C3 N2 S1 126.47(15) . . ?
C6 N2 S1 118.27(14) . . ?
C6 N2 C3 112.37(16) . . ?
N2 C3 C4 101.40(16) . . ?
N2 C3 C7 113.70(18) . . ?
N2 C3 C12 107.95(18) . . ?
C7 C3 C4 112.73(18) . . ?
C7 C3 C12 108.72(18) . . ?
C12 C3 C4 112.16(18) . . ?
C3 C4 H4 109.8 . . ?
C5 C4 C3 103.63(17) . . ?
C5 C4 H4 109.8 . . ?
C10 C4 C3 112.99(18) . . ?
C10 C4 H4 109.8 . . ?
C10 C4 C5 110.72(18) . . ?
C4 C5 H5 107.7 . . ?
C6 C5 C4 102.22(18) . . ?
C6 C5 H5 107.7 . . ?
C14 C5 C4 114.0(2) . . ?
C14 C5 H5 107.7 . . ?
C14 C5 C6 116.98(18) . . ?
N2 C6 C5 102.46(17) . . ?
N2 C6 H6A 111.3 . . ?
N2 C6 H6B 111.3 . . ?
C5 C6 H6A 111.3 . . ?
C5 C6 H6B 111.3 . . ?
H6A C6 H6B 109.2 . . ?
C3 C7 H7 117.4 . . ?
C8 C7 C3 125.2(2) . . ?
C8 C7 H7 117.4 . . ?
C7 C8 H8 119.0 . . ?
C7 C8 C9 122.0(2) . . ?
C9 C8 H8 119.0 . . ?
C8 C9 C10 115.3(2) . . ?
O11 C9 C8 122.1(2) . . ?
O11 C9 C10 122.6(2) . . ?
C4 C10 H10A 108.8 . . ?
C4 C10 H10B 108.8 . . ?
C9 C10 C4 113.72(19) . . ?
C9 C10 H10A 108.8 . . ?
C9 C10 H10B 108.8 . . ?
H10A C10 H10B 107.7 . . ?
C3 C12 H12A 108.5 . . ?
C3 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
C13 C12 C3 115.2(2) . . ?
C13 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C14 C5 122.4(2) . . ?
C15 C14 C16 121.6(2) . . ?
C16 C14 C5 116.03(19) . . ?
C14 C15 H15A 120.0 . . ?
C14 C15 H15B 120.0 . . ?
H15A C15 H15B 120.0 . . ?
C17 C16 C14 122.0(2) . . ?
C17 C16 C21 117.3(2) . . ?
C21 C16 C14 120.7(2) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.6(2) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.1(3) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 120.3 . . ?
C18 C19 C20 119.4(2) . . ?
C20 C19 H19 120.3 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.2(3) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 H21 119.3 . . ?
C20 C21 C16 121.4(2) . . ?
C20 C21 H21 119.3 . . ?
C25 C24 S1 119.65(19) . . ?
C29 C24 S1 120.16(18) . . ?
C29 C24 C25 120.2(2) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 C24 119.3(2) . . ?
C26 C25 H25 120.3 . . ?
C25 C26 H26 119.3 . . ?
C25 C26 C27 121.4(2) . . ?
C27 C26 H26 119.3 . . ?
C26 C27 C28 118.4(2) . . ?
C26 C27 C30 121.2(2) . . ?
C28 C27 C30 120.4(2) . . ?
C27 C28 H28 119.5 . . ?
C29 C28 C27 120.9(2) . . ?
C29 C28 H28 119.5 . . ?
C24 C29 C28 119.7(2) . . ?
C24 C29 H29 120.2 . . ?
C28 C29 H29 120.2 . . ?
C27 C30 H30A 109.5 . . ?
C27 C30 H30B 109.5 . . ?
C27 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?

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 N2 C3 C4 -153.23(17) . . . . ?
S1 N2 C3 C7 -32.0(3) . . . . ?
S1 N2 C3 C12 88.7(2) . . . . ?
S1 N2 C6 C5 -178.90(17) . . . . ?
S1 C24 C25 C26 -179.23(18) . . . . ?
S1 C24 C29 C28 178.55(18) . . . . ?
N2 S1 C24 C25 86.7(2) . . . . ?
N2 S1 C24 C29 -92.2(2) . . . . ?
N2 C3 C4 C5 -30.0(2) . . . . ?
N2 C3 C4 C10 89.9(2) . . . . ?
N2 C3 C7 C8 -110.0(3) . . . . ?
N2 C3 C12 C13 -175.28(19) . . . . ?
C3 N2 C6 C5 19.1(3) . . . . ?
C3 C4 C5 C6 42.5(2) . . . . ?
C3 C4 C5 C14 169.70(18) . . . . ?
C3 C4 C10 C9 50.1(3) . . . . ?
C3 C7 C8 C9 6.1(4) . . . . ?
C4 C3 C7 C8 4.7(3) . . . . ?
C4 C3 C12 C13 73.8(2) . . . . ?
C4 C5 C6 N2 -37.1(2) . . . . ?
C4 C5 C14 C15 -109.8(3) . . . . ?
C4 C5 C14 C16 69.5(3) . . . . ?
C5 C4 C10 C9 165.79(19) . . . . ?
C5 C14 C16 C17 27.3(3) . . . . ?
C5 C14 C16 C21 -155.0(2) . . . . ?
C6 N2 C3 C4 7.0(2) . . . . ?
C6 N2 C3 C7 128.3(2) . . . . ?
C6 N2 C3 C12 -111.0(2) . . . . ?
C6 C5 C14 C15 9.3(4) . . . . ?
C6 C5 C14 C16 -171.4(2) . . . . ?
C7 C3 C4 C5 -151.97(18) . . . . ?
C7 C3 C4 C10 -32.1(3) . . . . ?
C7 C3 C12 C13 -51.5(3) . . . . ?
C7 C8 C9 C10 11.9(3) . . . . ?
C7 C8 C9 O11 -170.9(2) . . . . ?
C8 C9 C10 C4 -39.8(3) . . . . ?
C10 C4 C5 C6 -78.9(2) . . . . ?
C10 C4 C5 C14 48.3(2) . . . . ?
O11 C9 C10 C4 143.0(2) . . . . ?
C12 C3 C4 C5 84.9(2) . . . . ?
C12 C3 C4 C10 -155.20(19) . . . . ?
C12 C3 C7 C8 129.7(3) . . . . ?
C14 C5 C6 N2 -162.3(2) . . . . ?
C14 C16 C17 C18 177.4(2) . . . . ?
C14 C16 C21 C20 -177.1(2) . . . . ?
C15 C14 C16 C17 -153.4(3) . . . . ?
C15 C14 C16 C21 24.3(4) . . . . ?
C16 C17 C18 C19 0.3(4) . . . . ?
C17 C16 C21 C20 0.8(4) . . . . ?
C17 C18 C19 C20 -0.3(5) . . . . ?
C18 C19 C20 C21 0.7(5) . . . . ?
C19 C20 C21 C16 -0.9(5) . . . . ?
C21 C16 C17 C18 -0.5(4) . . . . ?
O22 S1 N2 C3 -158.22(19) . . . . ?
O22 S1 N2 C6 42.6(2) . . . . ?
O22 S1 C24 C25 -27.5(2) . . . . ?
O22 S1 C24 C29 153.59(19) . . . . ?
O23 S1 N2 C3 -28.8(2) . . . . ?
O23 S1 N2 C6 172.03(19) . . . . ?
O23 S1 C24 C25 -157.79(18) . . . . ?
O23 S1 C24 C29 23.4(2) . . . . ?
C24 S1 N2 C3 87.2(2) . . . . ?
C24 S1 N2 C6 -72.0(2) . . . . ?
C24 C25 C26 C27 0.2(4) . . . . ?
C25 C24 C29 C28 -0.3(3) . . . . ?
C25 C26 C27 C28 0.7(4) . . . . ?
C25 C26 C27 C30 -178.8(2) . . . . ?
C26 C27 C28 C29 -1.3(4) . . . . ?
C27 C28 C29 C24 1.2(4) . . . . ?
C29 C24 C25 C26 -0.4(3) . . . . ?
C30 C27 C28 C29 178.1(2) . . . . ?

_olex2_date_sample_submission    2016-10-07
_olex2_exptl_crystal_mounting_method "'in fomblin film on a micromount"
# This is the default assumed mounting details'
_olex2_submission_original_sample_id NH169
_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 1.393
_oxdiff_exptl_absorpt_empirical_full_min 0.670
