Origin of the Thiopyrone CTP-431 "Unexpectedly" Isolated from the Marine Sponge Cacospongia mycofijiensis.
Przeslak, Adam D.; Inman, Martyn; Lewis, William; Moody, Christopher J.; The Journal of organic chemistry 83 (2018) 10595–10601; doi:10.1021/acs.joc.8b01258

data_4035033
_publ_section_title
;
 Origin of the Thiopyrone CTP-431 &quot;Unexpectedly&quot; Isolated from
 the Marine Sponge Cacospongia mycofijiensis.
;
_journal_issue                   17
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              10595
_journal_page_last               10601
_journal_paper_doi               10.1021/acs.joc.8b01258
_journal_volume                  83
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C10 H13 N O2 S'
_chemical_formula_sum            'C10 H13 N O2 S'
_chemical_formula_weight         211.27
_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_Hall           'P 4abw 2nw'
_space_group_name_H-M_alt        'P 41 21 2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-04-30
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.19566(5)
_cell_length_b                   11.19566(5)
_cell_length_c                   16.25033(11)
_cell_measurement_reflns_used    91882
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      75.7380
_cell_measurement_theta_min      2.6640
_cell_volume                     2036.862(19)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
;
_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)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3271
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega  -40.00   31.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000   38.0000    0.0000 71

  2 omega   32.00  104.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   57.0000 -150.0000 72

  3 omega   32.00  111.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   38.0000   30.0000 79

  4 omega   67.00   94.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073 -125.0000  120.0000 27

  5 omega   15.00  107.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   57.0000  -60.0000 92

  6 omega   82.00  152.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000  150.0000 70

  7 omega   32.00   74.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -30.0000 -180.0000 42

  8 omega   49.00  131.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -65.0000   -8.0000 82

  9 omega   51.00   99.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -94.0000   90.0000 48

 10 omega   32.00   89.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -30.0000  120.0000 57

 11 omega  140.00  168.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  125.0000  -30.0000 28

 12 omega   37.00  101.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -94.0000    0.0000 64

 13 omega   79.00  122.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000 -120.0000 43

 14 omega   92.00  121.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000  120.0000 29

 15 omega   35.00   90.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -45.0000   90.0000 55

 16 omega   25.00  107.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -94.0000  -30.0000 82

 17 omega   85.00  172.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   45.0000  -30.0000 87

 18 omega   74.00  121.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000  -30.0000 47

 19 omega   50.00   76.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000   90.0000 26

 20 omega   96.00  121.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000   90.0000 25

 21 omega   35.00  106.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000  -60.0000 71

 22 omega   86.00  128.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  125.0000  -30.0000 42

 23 omega  152.00  177.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   30.0000 -150.0000 25

 24 omega   65.00  120.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   15.0000  150.0000 55

 25 omega  146.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   15.0000  150.0000 32

 26 omega   72.00   99.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -94.0000  -60.0000 27

 27 omega   63.00  144.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -15.0000  150.0000 81

 28 omega   39.00   79.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -45.0000 -120.0000 40

 29 omega  146.00  177.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   15.0000    0.0000 31

 30 omega   65.00  101.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   15.0000    0.0000 36

 31 omega   99.00  125.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   30.0000 -150.0000 26

 32 omega   37.00   91.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -30.0000 -120.0000 54

 33 omega   61.00  104.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000  -90.0000 43

 34 omega   33.00   82.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -30.0000  -60.0000 49

 35 omega  144.00  171.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  125.0000    0.0000 27

 36 omega   81.00  107.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  125.0000   30.0000 26

 37 omega  143.00  169.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  125.0000   30.0000 26

 38 omega   52.00   78.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -45.0000  -60.0000 26

 39 omega   94.00  120.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000 -180.0000 26

 40 omega   74.00  122.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  125.0000    0.0000 48

 41 omega  -33.00   -3.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -38.5000  -89.0000  123.1635 30

 42 omega   10.00  112.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   77.0000  -90.0000 102

 43 omega   15.00  109.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   57.0000  120.0000 94

 44 omega  -28.00   66.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073  -57.0000   60.0000 94

 45 omega  -28.00   66.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073  -57.0000 -180.0000 94

 46 omega   80.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   58.0000  -71.0535 93

 47 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000 -120.0000 101

 48 omega   83.00  175.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   45.0000 -120.0000 92

 49 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000  120.0000 94

 50 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000  120.0000 101

 51 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000  -30.0000 94

 52 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000   60.0000 101

 53 omega   25.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -94.0000  150.0000 84

 54 omega   78.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   63.0000    8.5682 96

 55 omega   78.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   63.0000  -13.5830 96

 56 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000 -150.0000 101

 57 omega   77.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   67.0000   88.8370 97

 58 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000 -180.0000 101

 59 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000  -60.0000 101

 60 omega   34.00  135.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -77.0000 -180.0000 101

 61 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000   60.0000 94

 62 omega   78.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   64.0000  -90.7649 96

 63 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000  150.0000 101

 64 omega   75.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   80.0000  162.0769 103

 65 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000   30.0000 94

 66 omega   76.00  175.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   73.0000 -155.9978 99

 67 omega   35.00  122.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000    0.0000 87

 68 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000  -60.0000 94

 69 omega   78.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   63.0000 -111.6625 96

 70 omega   81.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   54.0000   46.5237 93

 71 omega   10.00  112.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   77.0000 -180.0000 102

 72 omega   10.00  112.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   77.0000    0.0000 102

 73 omega    2.00   94.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073 -125.0000    0.0000 92

 74 omega   10.00  112.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   77.0000   90.0000 102

 75 omega   20.00  112.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   38.0000 -120.0000 92

 76 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000   90.0000 101

 77 omega   35.00   99.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -45.0000   60.0000 64

 78 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000   30.0000 101

 79 omega   78.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   65.0000  126.0000 96

 80 omega   35.00  122.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000  -60.0000 87

 81 omega   35.00   99.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -45.0000 -150.0000 64

 82 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000 -120.0000 94

 83 omega   77.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   69.0000  152.0428 97

 84 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000 -180.0000 94

 85 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000    0.0000 101

 86 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   60.0000  -18.5366 94

 87 omega   34.00  135.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -77.0000   60.0000 101

 88 omega   76.00  175.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   72.0000   57.9818 99

 89 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000  -90.0000 101

 90 omega   75.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   82.0000  -77.5702 103

 91 omega   25.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -94.0000    0.0000 84

 92 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000   90.0000 94

 93 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000 -150.0000 94

 94 omega   75.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   81.0000 -121.5981 103

 95 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000  150.0000 94

 96 omega   25.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -94.0000 -180.0000 84

 97 omega   75.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   81.0000 -105.1936 103

 98 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000    0.0000 94

 99 omega   35.00  122.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000 -125.0000  150.0000 87

100 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   76.0000  -23.3701 101

101 omega   15.00  109.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   57.0000 -180.0000 94

102 omega   20.00  112.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   38.0000    0.0000 92

103 omega   20.00  112.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   38.0000  120.0000 92

104 omega    7.00  118.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   19.0000  -90.0000 111

105 omega   10.00  112.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       40.5073   77.0000  120.0000 102

106 omega   79.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   62.0000 -133.1746 95

107 omega   79.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   61.0000  -90.0000 94

108 omega   80.00  173.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   55.0000  -37.7350 93

109 omega   83.00  175.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   44.0000  130.6478 92

110 omega   20.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000    0.0000 -180.0000 158

111 omega   83.00  175.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   45.0000 -150.0000 92

112 omega   75.00  176.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   77.0000  -30.0000 101

113 omega   32.00   91.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -30.0000 -150.0000 59

114 omega   35.00   99.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -45.0000  -60.0000 64

115 omega   84.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   30.0000  -30.0000 94

116 omega   75.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   82.0000  108.6801 103

117 omega   84.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   30.0000 -180.0000 94

118 omega   78.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   64.0000 -143.1985 96

119 omega   83.00  175.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000   45.0000   60.0000 92

120 omega   20.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000    0.0000 -150.0000 158

121 omega   20.00   45.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000    0.0000 -120.0000 25

122 omega   34.00  135.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      105.0000  -77.0000 -150.0000 101
;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.1266464000
_diffrn_orient_matrix_UB_12      -0.0063604000
_diffrn_orient_matrix_UB_13      -0.0367836000
_diffrn_orient_matrix_UB_21      -0.0317682000
_diffrn_orient_matrix_UB_22      0.1012567000
_diffrn_orient_matrix_UB_23      -0.0603083000
_diffrn_orient_matrix_UB_31      0.0433910000
_diffrn_orient_matrix_UB_32      0.0929090000
_diffrn_orient_matrix_UB_33      0.0632718000
_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_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0081
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            126747
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.198
_diffrn_reflns_theta_min         4.797
_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
_exptl_absorpt_coefficient_mu    2.615
_exptl_absorpt_correction_T_max  0.962
_exptl_absorpt_correction_T_min  0.479
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28a (release 18-03-2013 CrysAlis171 .NET)
(compiled Mar 18 2013,11:47:30)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_description       block
_exptl_crystal_F_000             896
_exptl_crystal_recrystallization_method
'The material was recrystallised from toluene by slow evaporation'
_exptl_crystal_size_max          0.4382
_exptl_crystal_size_mid          0.2525
_exptl_crystal_size_min          0.2279
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details
;
 Flack x determined using 836 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.000(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     139
_refine_ls_number_reflns         2129
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0218
_refine_ls_R_factor_gt           0.0218
_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/[\s^2^(Fo^2^)+(0.0372P)^2^+0.3795P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0603
_refine_ls_wR_factor_ref         0.0603
_reflns_Friedel_coverage         0.656
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                2128
_reflns_number_total             2129
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo8b01258_si_003.cif
_cod_data_source_block           adpcme
_cod_original_cell_volume        2036.86(2)
_cod_database_code               4035033
_nottingham_internal_coll_name   ADPCME
_nottingham_internal_coll_number 13034
_nottingham_internal_coll_client ADP/CJM
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '2, 4'
_nottingham_internal_coll_frame_width 1
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_location NOTTS
_nottingham_internal_process_date 18/11/2013
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 18/11/2013
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 18/11/2013
_nottingham_internal_refinement_user pczwl
_nottingham_internal_validation_date 30/4/2018
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 14/3/2014
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C10 H13 N O2 S'
_chemical_oxdiff_usercomment
'ADPCME #13034 IN FOMBLIN FILM ON A MICROMOUNT FOR ADP/CJM'
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H) groups
2. Restrained distances
 C12A-C11 \\sim C12-C11
 with sigma of 0.02
 C12A-C13A \\sim C12-C13
 with sigma of 0.02
 C14-C13 \\sim C14-C13A
 with sigma of 0.02
3. Others
 Sof(H11C)=Sof(H11D)=Sof(C12A)=Sof(H12C)=Sof(H12D)=Sof(C13A)=Sof(H13C)=
 Sof(H13D)=Sof(H14C)=Sof(H14D)=1-FVAR(1)
 Sof(H11A)=Sof(H11B)=Sof(C12)=Sof(H12A)=Sof(H12B)=Sof(C13)=Sof(H13A)=Sof(H13B)=
 Sof(H14A)=Sof(H14B)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C4(H4)
4.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C11(H11A,H11B), C11(H11C,H11D), C12(H12A,H12B), C12A(H12C,H12D),
 C13(H13A,H13B), C13A(H13C,H13D), C14(H14A,H14B), C14(H14C,H14D)
4.c Aromatic/amide H refined with riding coordinates:
 C10(H10)
;
_shelx_res_checksum              56311
_shelx_hkl_checksum              92850
_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
_olex2_date_sample_data_collection 2013-11-18
_olex2_date_sample_submission    2013-11-15
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a MITIGEN holder in perflourotether oil'
_olex2_submission_original_sample_id ADP604col
_olex2_submission_special_instructions 'No special instructions were received'