data_skg1
_audit_creation_date               2019-07-10
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number       '2018/3'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.

Sheldrick, G.M. (2015). Acta Cryst. C71, 3-8.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C21 H21 N O3 S'
_chemical_formula_sum              'C21 H21 N O3 S'
_chemical_formula_weight           367.45
_chemical_absolute_configuration   ad
_chemical_melting_point            ?
_chemical_oxdiff_formula           'C20 H20 N2 O2 S'
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                     12.55924(6)
_cell_length_b                     5.55118(3)
_cell_length_c                     13.81508(7)
_cell_angle_alpha                  90
_cell_angle_beta                   109.4672(5)
_cell_angle_gamma                  90
_cell_volume                       908.107(8)
_cell_formula_units_Z              2
_cell_measurement_reflns_used      63384
_cell_measurement_temperature      150(2)
_cell_measurement_theta_max        73.4120
_cell_measurement_theta_min        3.3450
_shelx_estimated_absorpt_T_max     0.902
_shelx_estimated_absorpt_T_min     0.621
_exptl_absorpt_coefficient_mu      1.752
_exptl_absorpt_correction_T_max    1.00000
_exptl_absorpt_correction_T_min    0.37610
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.57a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              colourless
_exptl_crystal_colour_primary      colourless
_exptl_crystal_density_diffrn      1.344
_exptl_crystal_density_meas        ?
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               388
_exptl_crystal_size_max            0.3
_exptl_crystal_size_mid            0.16
_exptl_crystal_size_min            0.06
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0503
_diffrn_reflns_av_unetI/netI       0.0124
_diffrn_reflns_Laue_measured_fraction_full  1.000
_diffrn_reflns_Laue_measured_fraction_max  1.000
_diffrn_reflns_limit_h_max         15
_diffrn_reflns_limit_h_min         -15
_diffrn_reflns_limit_k_max         5
_diffrn_reflns_limit_k_min         -6
_diffrn_reflns_limit_l_max         17
_diffrn_reflns_limit_l_min         -17
_diffrn_reflns_number              75156
_diffrn_reflns_point_group_measured_fraction_full  0.977
_diffrn_reflns_point_group_measured_fraction_max  0.969
_diffrn_reflns_theta_full          67.684
_diffrn_reflns_theta_max           73.692
_diffrn_reflns_theta_min           3.393
_diffrn_ambient_environment        N~2~
_diffrn_ambient_temperature        150(2)
_diffrn_detector                   'CCD plate'
_diffrn_detector_area_resol_mean   5.3046
_diffrn_detector_type              AtlasS2
_diffrn_measured_fraction_theta_full  1.000
_diffrn_measured_fraction_theta_max  1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -66.00  33.00   1.00    1.00    --  -41.82  37.00 150.00   99
  2  ω   -114.00 -14.00   1.00    1.00    --  -41.82 -57.00 -90.00  100
  3  ω   -114.00 -68.00   1.00    1.00    --  -41.82-139.00  69.00   46
  4  ω   -114.00 -14.00   1.00    1.00    --  -41.82 -57.00-180.00  100
  5  ω      8.00  42.00   1.00    1.00    --   41.82  82.00 167.13   34
  6  ω     17.00 116.00   1.00    1.00    --   41.82  37.00-180.00   99
  7  ω      6.00  83.00   1.00    1.00    --   41.82 -99.00 120.00   77
  8  ω     81.00 178.00   1.00    4.00    --  107.00  45.00 -90.00   97
  9  ω     78.00 178.00   1.00    4.00    --  107.00  61.00 150.00  100
 10  ω     79.00 178.00   1.00    4.00    --  107.00  58.00 -70.58   99
 11  ω     34.00 112.00   1.00    4.00    --  107.00-125.00 150.00   78
 12  ω    103.00 178.00   1.00    4.00    --  107.00  77.00   0.00   75
 13  ω     81.00 178.00   1.00    4.00    --  107.00  45.00-180.00   97
 14  ω     78.00 178.00   1.00    4.00    --  107.00  61.00-150.00  100
 15  ω     78.00 178.00   1.00    4.00    --  107.00  61.00 -90.00  100
 16  ω     97.00 178.00   1.00    4.00    --  107.00 125.00 -90.00   81
 17  ω     78.00 178.00   1.00    4.00    --  107.00  61.00 -60.00  100
 18  ω     78.00 178.00   1.00    4.00    --  107.00  61.00-180.00  100
 19  ω     78.00 178.00   1.00    4.00    --  107.00  61.00-120.00  100
 20  ω     34.00 112.00   1.00    4.00    --  107.00-125.00  30.00   78
 21  ω     24.00 107.00   1.00    4.00    --  107.00 -94.00 -90.00   83
 22  ω     81.00 178.00   1.00    4.00    --  107.00  45.00-150.00   97
 23  ω     81.00 178.00   1.00    4.00    --  107.00  45.00-120.00   97
 24  ω     24.00 107.00   1.00    4.00    --  107.00 -94.00  30.00   83
 25  ω     81.00 178.00   1.00    4.00    --  107.00  45.00 -30.00   97
 26  ω     77.00 178.00   1.00    4.00    --  107.00  64.00  52.89  101
 27  ω     79.00 178.00   1.00    4.00    --  107.00  55.00 177.28   99
 28  ω     78.00 178.00   1.00    4.00    --  107.00  61.00 -30.00  100
 29  ω     78.00 178.00   1.00    4.00    --  107.00  61.00 120.00  100
 30  ω     77.00 178.00   1.00    4.00    --  107.00  65.00 105.17  101
 31  ω   -114.00 -14.00   1.00    1.00    --  -41.82 -57.00  30.00  100
 32  ω    -87.00  -6.00   1.00    1.00    --  -41.82 125.00-120.00   81
 33  ω      9.00  42.00   1.00    1.00    --   41.82  80.00 -62.39   33
 34  ω      6.00  83.00   1.00    1.00    --   41.82 -99.00  30.00   77
 35  ω      8.00  42.00   1.00    1.00    --   41.82  81.00 136.08   34
 36  ω      9.00  42.00   1.00    1.00    --   41.82  80.00   8.66   33
 37  ω      9.00  42.00   1.00    1.00    --   41.82  80.00  70.78   33
 38  ω     34.00 133.00   1.00    4.00    --  107.00 -45.00   0.00   99
 39  ω     81.00 178.00   1.00    4.00    --  107.00  45.00 120.00   97
 40  ω     31.00 140.00   1.00    4.00    --  107.00 -77.00 -60.00  109
 41  ω     31.00 140.00   1.00    4.00    --  107.00 -77.00-180.00  109
 42  ω     77.00 178.00   1.00    4.00    --  107.00  66.00  61.41  101
 43  ω     31.00 140.00   1.00    4.00    --  107.00 -77.00 -90.00  109
 44  ω     97.00 178.00   1.00    4.00    --  107.00 125.00 -60.00   81
 45  ω     78.00 178.00   1.00    4.00    --  107.00  61.00  30.00  100
 46  ω     81.00 178.00   1.00    4.00    --  107.00  45.00  60.00   97
 47  ω     78.00 178.00   1.00    4.00    --  107.00  61.00  90.00  100
 48  ω     81.00 178.00   1.00    4.00    --  107.00  45.00 150.00   97
 49  ω     81.00 178.00   1.00    4.00    --  107.00  45.00   0.00   97
 50  ω     81.00 178.00   1.00    4.00    --  107.00  45.00  90.00   97
 51  ω     34.00 112.00   1.00    4.00    --  107.00-125.00 -60.00   78
 52  ω     81.00 178.00   1.00    4.00    --  107.00  45.00  30.00   97
 53  ω     24.00 107.00   1.00    4.00    --  107.00 -94.00-150.00   83
 54  ω     35.00 136.00   1.00    4.00    --  107.00 -61.00-180.00  101
 55  ω     31.00 140.00   1.00    4.00    --  107.00 -77.00-150.00  109
 56  ω     31.00 140.00   1.00    4.00    --  107.00 -77.00-120.00  109
 57  ω     80.00 178.00   1.00    4.00    --  107.00  51.00  33.73   98
 58  ω     78.00 178.00   1.00    4.00    --  107.00  61.00   0.00  100
 59  ω   -114.00 -14.00   1.00    1.00    --  -41.82 -57.00 150.00  100
 60  ω   -114.00 -14.00   1.00    1.00    --  -41.82 -57.00  90.00  100
 61  ω   -114.00 -14.00   1.00    1.00    --  -41.82 -57.00 -60.00  100
 62  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00-180.00  108
 63  ω      6.00  83.00   1.00    1.00    --   41.82 -99.00-120.00   77
 64  ω      8.00  34.00   1.00    1.00    --   41.82  83.00-135.07   26
 65  ω      8.00  34.00   1.00    1.00    --   41.82  83.00  53.58   26
 66  ω     31.00  72.00   1.00    4.00    --  107.00 -77.00 -30.00   41
 67  ω     86.00 112.00   1.00    4.00    --  107.00 -77.00  90.00   26
 68  ω     34.00  60.00   1.00    4.00    --  107.00 -77.00  90.00   26
 69  ω     78.00 104.00   1.00    4.00    --  107.00  67.00-112.85   26
 70  ω     82.00 108.00   1.00    4.00    --  107.00  45.00 146.89   26
 71  ω     16.00  41.00   1.00    1.00    --   50.00  82.00 -87.88   25
 72  ω     16.00  41.00   1.00    1.00    --   50.00  81.00 -11.89   25
 73  ω     16.00  41.00   1.00    1.00    --   50.00  82.00-164.94   25
 74  ω     36.00  71.00   1.00    1.00    --   62.00  72.00 -93.05   35
 75  ω     30.00  56.00   1.00    1.00    --   62.00  73.00 128.90   26
 76  ω     31.00  57.00   1.00    1.00    --   62.00  72.00 172.98   26
 77  ω     31.00  57.00   1.00    1.00    --   62.00  71.00-133.92   26
 78  ω     31.00  57.00   1.00    1.00    --   62.00  72.00  42.65   26
 79  ω     33.00  62.00   1.00    1.00    --   62.00  72.00 -21.73   29
 80  ω     34.00  72.00   1.00    1.00    --   66.00  73.00  79.47   38
 81  ω     47.00  73.00   1.00    1.00    --   74.00  64.00-112.13   26
 82  ω     49.00  79.00   1.00    4.00    --   78.00  59.00  13.67   30
 83  ω     69.00  95.00   1.00    4.00    --   98.00  65.00 158.15   26
 84  ω    -80.00 -29.00   1.00    1.00    --    2.00 167.00-132.69   51
 85  ω     16.00  42.00   1.00    1.00    --   50.00  82.00-164.94   26
 86  ω     16.00  42.00   1.00    1.00    --   50.00  81.00 -11.89   26
 87  ω     16.00  42.00   1.00    1.00    --   50.00  81.00 162.92   26
 88  ω     16.00  42.00   1.00    1.00    --   50.00  82.00-115.72   26
 89  ω     16.00  42.00   1.00    1.00    --   50.00  81.00 -59.71   26
 90  ω     16.00  42.00   1.00    1.00    --   50.00  82.00 111.58   26
 91  ω     23.00 128.00   1.00    1.00    --   54.00  72.00  15.31  105
 92  ω     23.00 128.00   1.00    1.00    --   54.00  71.00 -56.67  105
 93  ω     22.00 129.00   1.00    1.00    --   54.00  73.00-170.18  107
 94  ω     28.00 131.00   1.00    1.00    --   58.00  66.00 -28.10  103
 95  ω     28.00 131.00   1.00    1.00    --   58.00  66.00-145.94  103
 96  ω     31.00 136.00   1.00    1.00    --   62.00  72.00 111.07  105
 97  ω     30.00 137.00   1.00    1.00    --   62.00  74.00  13.40  107
 98  ω     31.00 136.00   1.00    1.00    --   62.00  72.00 -93.05  105
 99  ω     31.00 136.00   1.00    1.00    --   62.00  71.00-133.92  105
100  ω     30.00 137.00   1.00    1.00    --   62.00  73.00 128.90  107
101  ω     31.00 136.00   1.00    1.00    --   62.00  72.00  42.65  105
102  ω     31.00 136.00   1.00    1.00    --   62.00  72.00  79.58  105
103  ω     31.00 136.00   1.00    1.00    --   62.00  72.00 -21.73  105
104  ω     34.00 141.00   1.00    1.00    --   66.00  73.00  79.47  107
105  ω     44.00 147.00   1.00    1.00    --   74.00  64.00-112.13  103
106  ω     49.00 151.00   1.00    4.00    --   78.00  59.00  13.67  102
107  ω     68.00 171.00   1.00    4.00    --   98.00  65.00 158.15  103
108  ω     34.00 112.00   1.00    4.00    --  107.00-125.00 -30.00   78
109  ω    103.00 178.00   1.00    4.00    --  107.00  77.00-150.00   75
110  ω     25.00 142.00   1.00    4.00    --  107.00 -86.00 -81.09  117
111  ω     97.00 178.00   1.00    4.00    --  107.00 125.00-150.00   81
112  ω    103.00 178.00   1.00    4.00    --  107.00  77.00-120.00   75
113  ω     34.00 112.00   1.00    4.00    --  107.00-125.00  90.00   78
114  ω     35.00 136.00   1.00    4.00    --  107.00 -61.00   0.00  101
115  ω     80.00 106.00   1.00    6.00    --  107.00  65.00 -52.09   26
116  ω     80.00 106.00   1.00    6.00    --  107.00  55.00-124.89   26
117  ω     51.00  76.00   1.00    6.00    --   82.00  69.00 -66.47   25
118  ω     63.00  88.00   1.00    6.00    --   90.00  52.00-133.39   25
119  ω     52.00  77.00   1.00    6.00    --   82.00  64.00  35.41   25
120  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00 -90.00  108
121  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00 -60.00  108
122  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00   0.00  108
123  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00 150.00  108
124  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00-120.00  108
125  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00 120.00  108
126  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00-180.00  108
127  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00  90.00  108
128  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00-180.00  108
129  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00  30.00  108
130  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00  60.00  108
131  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00-150.00  108
132  ω    -74.00  34.00   1.00    1.00    --  -41.82  77.00 -30.00  108
133  ω     23.00 128.00   1.00    1.00    --   54.00  71.00 -56.67  105
134  ω     23.00 128.00   1.00    1.00    --   54.00  72.00  15.31  105
135  ω     22.00 129.00   1.00    1.00    --   54.00  74.00 -39.29  107
136  ω     22.00 129.00   1.00    1.00    --   54.00  73.00-170.18  107
137  ω     26.00 133.00   1.00    1.00    --   58.00  74.00 124.63  107
138  ω     28.00 131.00   1.00    1.00    --   58.00  66.00 -28.10  103
139  ω     31.00 136.00   1.00    1.00    --   62.00  72.00  79.58  105
140  ω     31.00 136.00   1.00    1.00    --   62.00  72.00  42.65  105
141  ω     31.00 136.00   1.00    1.00    --   62.00  71.00-133.92  105
142  ω     31.00 136.00   1.00    1.00    --   62.00  72.00 -93.05  105
143  ω     31.00 136.00   1.00    1.00    --   62.00  72.00 111.07  105
144  ω     30.00 137.00   1.00    1.00    --   62.00  73.00 128.90  107
145  ω     30.00 137.00   1.00    1.00    --   62.00  74.00  13.40  107
146  ω     31.00 136.00   1.00    1.00    --   62.00  72.00 -21.73  105
147  ω     34.00 141.00   1.00    1.00    --   66.00  73.00  79.47  107
148  ω     42.00 142.00   1.00    1.00    --   70.00  55.00  12.82  100
149  ω     39.00 144.00   1.00    1.00    --   70.00  72.00  35.33  105
150  ω     38.00 145.00   1.00    1.00    --   70.00  74.00-108.94  107
151  ω     39.00 144.00   1.00    1.00    --   70.00  70.00 109.72  105
152  ω     49.00 151.00   1.00    6.00    --   78.00  60.00 -38.67  102
153  ω     52.00 155.00   1.00    6.00    --   82.00  64.00  35.41  103
154  ω     57.00 159.00   1.00    6.00    --   86.00  59.00 176.02  102
155  ω     64.00 163.00   1.00    6.00    --   90.00  47.00-107.43   99
156  ω     61.00 163.00   1.00    6.00    --   90.00  63.00-167.48  102
157  ω     64.00 167.00   1.00    6.00    --   94.00  65.00  14.84  103
158  ω     24.00 107.00   1.00    6.00    --  107.00 -94.00   0.00   83
159  ω     34.00 112.00   1.00    6.00    --  107.00-125.00 120.00   78
;
_diffrn_measurement_device         'four-circle diffractometer'
_diffrn_measurement_device_type    'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method         'ω scans'
_diffrn_orient_matrix_type        
 'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11        -0.1129370000
_diffrn_orient_matrix_UB_12        0.0178327000
_diffrn_orient_matrix_UB_13        0.0206828000
_diffrn_orient_matrix_UB_21        -0.0637884000
_diffrn_orient_matrix_UB_22        0.0122691000
_diffrn_orient_matrix_UB_23        -0.1163785000
_diffrn_orient_matrix_UB_31        -0.0100939000
_diffrn_orient_matrix_UB_32        -0.2766960000
_diffrn_orient_matrix_UB_33        -0.0038375000
_diffrn_radiation_monochromator    mirror
_diffrn_radiation_probe            x-ray
_diffrn_radiation_type             CuK\a
_diffrn_radiation_wavelength       1.54184
_diffrn_source                     'micro-focus sealed X-ray tube'
_diffrn_source_type                'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage           0.747
_reflns_Friedel_fraction_full      0.947
_reflns_Friedel_fraction_max       0.931
_reflns_number_gt                  3535
_reflns_number_total               3540
_reflns_odcompleteness_completeness  100.00
_reflns_odcompleteness_iscentric   1
_reflns_odcompleteness_theta       71.98
_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 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_collection         'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_data_reduction          'CrysAlisPro 1.171.40.57a (Rigaku OD, 2019)'
_computing_molecular_graphics      'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement    'ShelXL (Sheldrick, 2015)'
_computing_structure_solution      'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max           0.181
_refine_diff_density_min           -0.373
_refine_diff_density_rms           0.054
_refine_ls_abs_structure_details
;
 Flack x determined using 1497 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
 Flack x: -0.001(10) Shelx 2018
 Hooft y: -0.016(3) Olex2

;
_refine_ls_abs_structure_Flack     -0.001(10)
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.071
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       237
_refine_ls_number_reflns           3540
_refine_ls_number_restraints       1
_refine_ls_R_factor_all            0.0325
_refine_ls_R_factor_gt             0.0325
_refine_ls_restrained_S_all        1.071
_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)+(0.0620P)²+0.2293P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.0905
_refine_ls_wR_factor_ref           0.0905
_refine_special_details            ?
_olex2_refinement_description
;
The NH and OH were located in a difference map but refined with distance restraints AFIX 3 and AFIX 147 respectively
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Riding coordinates:
 N9(H9)
2.b Ternary CH refined with riding coordinates:
 C11(H11A), C10(H10)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C3(H3), C4(H4), C21(H21), C19(H19), C7(H7), C6(H6), C22(H22),
 C20(H20), C17(H17), C13(H13), C16(H16), C15(H15), C14(H14)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
2.e Idealised tetrahedral OH refined as rotating group:
 O11(H11)
;
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary       dual
_atom_sites_solution_secondary     ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 S8 S 0.68541(4) 0.60247(11) 0.47467(4) 0.02483(16) Uani 1 1 d . . . . .
 O8A O 0.72285(15) 0.5031(4) 0.57699(12) 0.0327(4) Uani 1 1 d . . . . .
 O11 O 0.40970(14) 0.1435(3) 0.30468(13) 0.0285(4) Uani 1 1 d . . . . .
 H11 H 0.371614 0.078743 0.337349 0.043 Uiso 1 1 calc GR . . . .
 O8B O 0.66019(16) 0.8556(4) 0.45999(14) 0.0341(4) Uani 1 1 d . . . . .
 N9 N 0.57159(16) 0.4559(4) 0.41403(15) 0.0253(4) Uani 1 1 d . . . . .
 H9 H 0.585151 0.303736 0.416805 0.030 Uiso 1 1 d R . . . .
 C18 C 0.55065(17) 0.4679(4) 0.22707(16) 0.0213(4) Uani 1 1 d . . . . .
 C11 C 0.38561(19) 0.3962(5) 0.29433(18) 0.0255(5) Uani 1 1 d . . . . .
 H11A H 0.357398 0.446805 0.350910 0.031 Uiso 1 1 calc R . . . .
 C23 C 0.61056(19) 0.2568(4) 0.22829(17) 0.0236(5) Uani 1 1 d . . . . .
 H23 H 0.616332 0.138587 0.279509 0.028 Uiso 1 1 calc R . . . .
 C10 C 0.49861(18) 0.5248(4) 0.30937(16) 0.0230(5) Uani 1 1 d . . . . .
 H10 H 0.485194 0.702415 0.308721 0.028 Uiso 1 1 calc R . . . .
 C12 C 0.29616(18) 0.4567(5) 0.19281(18) 0.0257(5) Uani 1 1 d . . . . .
 C3 C 0.9335(2) 0.2690(5) 0.40403(19) 0.0301(5) Uani 1 1 d . . . . .
 H3 H 0.975625 0.123980 0.422370 0.036 Uiso 1 1 calc R . . . .
 C4 C 0.8523(2) 0.3226(5) 0.44824(18) 0.0268(5) Uani 1 1 d . . . . .
 H4 H 0.838168 0.215116 0.496088 0.032 Uiso 1 1 calc R . . . .
 C21 C 0.6530(2) 0.3881(5) 0.07902(18) 0.0278(5) Uani 1 1 d . . . . .
 H21 H 0.689180 0.362007 0.029546 0.033 Uiso 1 1 calc R . . . .
 C5 C 0.79170(19) 0.5360(4) 0.42155(17) 0.0238(5) Uani 1 1 d . . . . .
 C19 C 0.54033(18) 0.6360(5) 0.14935(17) 0.0247(5) Uani 1 1 d . . . . .
 H19 H 0.498234 0.779457 0.146843 0.030 Uiso 1 1 calc R . . . .
 C7 C 0.8925(2) 0.6364(6) 0.30777(19) 0.0329(6) Uani 1 1 d . . . . .
 H7 H 0.906163 0.743837 0.259673 0.039 Uiso 1 1 calc R . . . .
 C6 C 0.8112(2) 0.6938(5) 0.35153(19) 0.0282(5) Uani 1 1 d . . . . .
 H6 H 0.769354 0.839296 0.333758 0.034 Uiso 1 1 calc R . . . .
 C22 C 0.6621(2) 0.2180(5) 0.15484(18) 0.0267(5) Uani 1 1 d . . . . .
 H22 H 0.703753 0.074257 0.156613 0.032 Uiso 1 1 calc R . . . .
 C2 C 0.9546(2) 0.4238(6) 0.33318(19) 0.0318(6) Uani 1 1 d . . . . .
 C20 C 0.59125(19) 0.5950(5) 0.07554(17) 0.0281(5) Uani 1 1 d . . . . .
 H20 H 0.583465 0.709939 0.022652 0.034 Uiso 1 1 calc R . . . .
 C17 C 0.2341(2) 0.6668(5) 0.1835(2) 0.0362(6) Uani 1 1 d . . . . .
 H17 H 0.248488 0.772201 0.240659 0.043 Uiso 1 1 calc R . . . .
 C13 C 0.2737(2) 0.3056(5) 0.1087(2) 0.0326(6) Uani 1 1 d . . . . .
 H13 H 0.315706 0.161058 0.113877 0.039 Uiso 1 1 calc R . . . .
 C16 C 0.1510(2) 0.7244(6) 0.0914(3) 0.0455(8) Uani 1 1 d . . . . .
 H16 H 0.109089 0.869362 0.085757 0.055 Uiso 1 1 calc R . . . .
 C15 C 0.1288(2) 0.5727(7) 0.0081(2) 0.0455(8) Uani 1 1 d . . . . .
 H15 H 0.071814 0.612154 -0.054925 0.055 Uiso 1 1 calc R . . . .
 C14 C 0.1901(2) 0.3634(6) 0.0169(2) 0.0423(7) Uani 1 1 d . . . . .
 H14 H 0.175162 0.257890 -0.040189 0.051 Uiso 1 1 calc R . . . .
 C1 C 1.0438(3) 0.3645(8) 0.2861(3) 0.0522(9) Uani 1 1 d . . . . .
 H1A H 1.114846 0.443481 0.325494 0.078 Uiso 1 1 calc GR . . . .
 H1B H 1.019467 0.421747 0.214992 0.078 Uiso 1 1 calc GR . . . .
 H1C H 1.055144 0.189702 0.287364 0.078 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
 S8 O8A 1.4424(18) . ?
 S8 O8B 1.440(2) . ?
 S8 N9 1.615(2) . ?
 S8 C5 1.763(2) . ?
 O11 H11 0.8400 . ?
 O11 C11 1.432(3) . ?
 N9 H9 0.8599 . ?
 N9 C10 1.481(3) . ?
 C18 C23 1.390(3) . ?
 C18 C10 1.522(3) . ?
 C18 C19 1.396(3) . ?
 C11 H11A 1.0000 . ?
 C11 C10 1.539(3) . ?
 C11 C12 1.514(3) . ?
 C23 H23 0.9500 . ?
 C23 C22 1.390(3) . ?
 C10 H10 1.0000 . ?
 C12 C17 1.385(4) . ?
 C12 C13 1.384(4) . ?
 C3 H3 0.9500 . ?
 C3 C4 1.385(3) . ?
 C3 C2 1.392(4) . ?
 C4 H4 0.9500 . ?
 C4 C5 1.390(3) . ?
 C21 H21 0.9500 . ?
 C21 C22 1.386(4) . ?
 C21 C20 1.377(4) . ?
 C5 C6 1.386(3) . ?
 C19 H19 0.9500 . ?
 C19 C20 1.391(3) . ?
 C7 H7 0.9500 . ?
 C7 C6 1.386(3) . ?
 C7 C2 1.393(4) . ?
 C6 H6 0.9500 . ?
 C22 H22 0.9500 . ?
 C2 C1 1.507(4) . ?
 C20 H20 0.9500 . ?
 C17 H17 0.9500 . ?
 C17 C16 1.388(4) . ?
 C13 H13 0.9500 . ?
 C13 C14 1.387(4) . ?
 C16 H16 0.9500 . ?
 C16 C15 1.378(5) . ?
 C15 H15 0.9500 . ?
 C15 C14 1.376(5) . ?
 C14 H14 0.9500 . ?
 C1 H1A 0.9800 . ?
 C1 H1B 0.9800 . ?
 C1 H1C 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
 O8A S8 N9 105.00(11) . . ?
 O8A S8 C5 106.45(11) . . ?
 O8B S8 O8A 119.71(12) . . ?
 O8B S8 N9 107.67(11) . . ?
 O8B S8 C5 107.88(11) . . ?
 N9 S8 C5 109.92(11) . . ?
 C11 O11 H11 109.5 . . ?
 S8 N9 H9 110.1 . . ?
 C10 N9 S8 121.94(17) . . ?
 C10 N9 H9 110.2 . . ?
 C23 C18 C10 122.1(2) . . ?
 C23 C18 C19 119.0(2) . . ?
 C19 C18 C10 118.9(2) . . ?
 O11 C11 H11A 108.4 . . ?
 O11 C11 C10 106.61(18) . . ?
 O11 C11 C12 112.1(2) . . ?
 C10 C11 H11A 108.4 . . ?
 C12 C11 H11A 108.4 . . ?
 C12 C11 C10 112.86(19) . . ?
 C18 C23 H23 119.9 . . ?
 C18 C23 C22 120.2(2) . . ?
 C22 C23 H23 119.9 . . ?
 N9 C10 C18 113.31(18) . . ?
 N9 C10 C11 104.77(18) . . ?
 N9 C10 H10 108.1 . . ?
 C18 C10 C11 114.16(19) . . ?
 C18 C10 H10 108.1 . . ?
 C11 C10 H10 108.1 . . ?
 C17 C12 C11 119.6(2) . . ?
 C13 C12 C11 121.6(2) . . ?
 C13 C12 C17 118.8(2) . . ?
 C4 C3 H3 119.4 . . ?
 C4 C3 C2 121.2(2) . . ?
 C2 C3 H3 119.4 . . ?
 C3 C4 H4 120.5 . . ?
 C3 C4 C5 119.0(2) . . ?
 C5 C4 H4 120.5 . . ?
 C22 C21 H21 120.1 . . ?
 C20 C21 H21 120.1 . . ?
 C20 C21 C22 119.9(2) . . ?
 C4 C5 S8 119.42(18) . . ?
 C6 C5 S8 119.50(19) . . ?
 C6 C5 C4 121.0(2) . . ?
 C18 C19 H19 119.8 . . ?
 C20 C19 C18 120.5(2) . . ?
 C20 C19 H19 119.8 . . ?
 C6 C7 H7 119.5 . . ?
 C6 C7 C2 121.1(2) . . ?
 C2 C7 H7 119.5 . . ?
 C5 C6 C7 119.1(2) . . ?
 C5 C6 H6 120.5 . . ?
 C7 C6 H6 120.5 . . ?
 C23 C22 H22 119.9 . . ?
 C21 C22 C23 120.3(2) . . ?
 C21 C22 H22 119.9 . . ?
 C3 C2 C7 118.6(2) . . ?
 C3 C2 C1 120.7(3) . . ?
 C7 C2 C1 120.7(3) . . ?
 C21 C20 C19 120.1(2) . . ?
 C21 C20 H20 120.0 . . ?
 C19 C20 H20 120.0 . . ?
 C12 C17 H17 119.8 . . ?
 C12 C17 C16 120.5(3) . . ?
 C16 C17 H17 119.8 . . ?
 C12 C13 H13 119.7 . . ?
 C12 C13 C14 120.5(3) . . ?
 C14 C13 H13 119.7 . . ?
 C17 C16 H16 119.8 . . ?
 C15 C16 C17 120.4(3) . . ?
 C15 C16 H16 119.8 . . ?
 C16 C15 H15 120.3 . . ?
 C14 C15 C16 119.4(3) . . ?
 C14 C15 H15 120.3 . . ?
 C13 C14 H14 119.8 . . ?
 C15 C14 C13 120.5(3) . . ?
 C15 C14 H14 119.8 . . ?
 C2 C1 H1A 109.5 . . ?
 C2 C1 H1B 109.5 . . ?
 C2 C1 H1C 109.5 . . ?
 H1A C1 H1B 109.5 . . ?
 H1A C1 H1C 109.5 . . ?
 H1B C1 H1C 109.5 . . ?

loop_
  _geom_hbond_atom_site_label_D
  _geom_hbond_atom_site_label_H
  _geom_hbond_atom_site_label_A
  _geom_hbond_distance_DH
  _geom_hbond_distance_HA
  _geom_hbond_distance_DA
  _geom_hbond_angle_DHA
  _geom_hbond_site_symmetry_A
  _geom_hbond_publ_flag
 O11 H11 O8A 0.84 1.98 2.804(2) 166.9 2_646 yes
 N9 H9 O11 0.86 2.40 2.716(3) 102.1 . yes
 N9 H9 O8B 0.86 2.66 3.503(3) 168.5 1_545 yes

_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  1.855
_oxdiff_exptl_absorpt_empirical_full_min  0.525
