Arylmercapto Substituted Tetraazaperopyrene Derivatives and Their Oxidation to Tetrasulfones: Photophysics and Electrochemistry.
Langbein, Susanne; Wadepohl, Hubert; Gade, Lutz H.; The Journal of organic chemistry 80 (2015) 12620–12626; doi:10.1021/acs.joc.5b01969

data_4031741
_publ_section_title
;
 Arylmercapto Substituted Tetraazaperopyrene Derivatives and Their
 Oxidation to Tetrasulfones: Photophysics and Electrochemistry.
;
_journal_issue                   24
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              12620
_journal_page_last               12626
_journal_paper_doi               10.1021/acs.joc.5b01969
_journal_volume                  80
_journal_year                    2015
_chemical_formula_moiety         'C68 H56 F14 N4 S4'
_chemical_formula_sum            'C71 H56 F14 N4 O S4'
_chemical_formula_weight         1375.43
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_sl1
_audit_creation_date
;
'Mon Apr 15 12:15:05 2013'
;
_audit_creation_method
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Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_audit_update_record
'18.08.2015 15:08:31 CEST UTC+02:00  encif 1.32'
_cell_angle_alpha                108.533(3)
_cell_angle_beta                 91.452(3)
_cell_angle_gamma                99.953(4)
_cell_formula_units_Z            1
_cell_length_a                   5.8355(2)
_cell_length_b                   15.6172(7)
_cell_length_c                   19.3487(5)
_cell_measurement_reflns_used    8610
_cell_measurement_temperature    110(1)
_cell_measurement_theta_max      70.1610
_cell_measurement_theta_min      4.4720
_cell_volume                     1640.63(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material
'encif (Wadepohl, 2009-14); encifer 1.5 (CCDC, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_diffrn_ambient_temperature      110(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            'Agilent EOS'
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details
;
  1 omega  -65.00  -39.00   0.5000    5.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000 -180.0000 52

  2 omega  -35.00   26.00   0.5000    5.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000 -180.0000 122

  3 omega  -13.00   64.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000   50.0000  -90.0000 154

  4 omega   20.00   61.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000   64.0000  150.0000 82

  5 omega  -29.00   45.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000   38.0000   30.0000 148

  6 omega   -2.00   25.00   0.5000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.0000   68.0000 -172.6842 54

  7 omega   -7.00   27.00   0.5000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.0000   80.0000    2.0049 68

  8 omega   58.00   90.00   0.5000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       22.0000   68.0000 -172.6842 64

  9 omega    3.00   28.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       34.0000   79.0000 -127.6459 50

 10 omega    7.00   32.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       38.0000   78.0000   40.4185 50

 11 omega   11.00   36.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   79.0000  -75.5971 50

 12 omega   16.00   78.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   77.0000   44.5525 124

 13 omega   19.00   68.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   77.0000  -63.2534 98

 14 omega   15.00   40.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000   45.2332 50

 15 omega   17.00   42.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000  146.6503 50

 16 omega   14.00   39.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000 -126.9859 50

 17 omega   21.00   47.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  -29.3646 52

 18 omega   14.00   39.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000  127.9433 50

 19 omega   94.00  119.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   73.0000  175.6175 50

 20 omega   18.00   43.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000  -49.4584 50

 21 omega   23.00   50.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   73.0000  175.6175 54

 22 omega   19.00   46.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000   84.3932 54

 23 omega   19.00   44.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000   42.6349 50

 24 omega  -13.00   80.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -76.0000  117.6710 186

 25 omega   33.00   60.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -45.0243 54

 26 omega   30.00   57.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   73.0000   73.8677 54

 27 omega   34.00   61.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   68.0000 -134.4092 54

 28 omega   37.00   66.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   60.0000  168.3357 58

 29 omega   36.00   64.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   71.0000  123.6062 56

 30 omega   28.00   55.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000 -100.6308 54

 31 omega   28.00   55.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  171.4003 54

 32 omega   30.00   57.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000   37.5033 54

 33 omega  100.00  127.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   70.0000   79.3192 54

 34 omega   41.00   94.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   64.0000   41.9034 106

 35 omega   35.00   62.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   72.0000 -158.9172 54

 36 omega   34.00   73.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   77.0000  -23.8975 78

 37 omega  100.00  131.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   72.0000 -158.9172 62

 38 omega   37.00   64.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   77.0000  167.6250 54

 39 omega   41.00   68.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   70.0000   79.3192 54

 40 omega   37.00   64.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   75.0000  100.2362 54

 41 omega   38.00   65.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   74.0000  -72.2224 54

 42 omega   41.00   71.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   72.0000  -99.7490 60

 43 omega   40.00   67.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   74.0000 -149.5294 54

 44 omega   42.00   67.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   76.0000  -42.2012 50

 45 omega   43.00   70.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   72.0000  -46.4239 54

 46 omega   41.00   78.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   76.0000  -61.8749 74

 47 omega   58.00   85.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   51.0000 -100.7886 54

 48 omega    1.00  101.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -79.0000  -54.3336 200

 49 omega   42.00  138.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   73.0000   37.0991 192

 50 omega   54.00   81.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   62.0000   66.7600 54

 51 omega   46.00  110.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   77.0000  -18.5159 128

 52 omega   52.00   78.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   72.0000   95.8596 52

 53 omega   51.00  113.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   72.0000  127.7873 124

 54 omega   56.00  118.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   65.0000  -73.6362 124

 55 omega   51.00  147.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   71.0000 -133.3175 192

 56 omega    7.00  110.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000  -80.0000  109.4442 206

 57 omega   64.00  114.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   53.0000 -146.6903 100

 58 omega   70.00  135.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   47.0000    9.2750 130

 59 omega   67.00  150.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   57.0000  148.4177 166

 60 omega   63.00   90.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   68.0000   71.0125 54

 61 omega   56.00   88.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000  -80.0000    7.3468 64

 62 omega   57.00  147.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   75.0000  -51.8106 180

 63 omega  124.00  160.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   75.0000   48.5280 72

 64 omega   61.00   88.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   75.0000   48.5280 54

 65 omega  129.00  160.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   63.0000   84.9905 62

 66 omega   72.00  122.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   63.0000   84.9905 100

 67 omega   79.00  166.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   76.0000  -73.5783 174

 68 omega   72.00   99.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000    1.6646 54

 69 omega   74.00  102.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  -90.0000 56

 70 omega   37.00   64.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000    1.6646 54

 71 omega   83.00  162.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  120.0000 158

 72 omega   83.00  110.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000    0.0000 54

 73 omega   83.00  110.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000 -120.0000 54

 74 omega   84.00  119.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000 -150.0000 70

 75 omega   82.00  111.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -60.0000 58

 76 omega   84.00  113.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000 -180.0000 58

 77 omega   85.00  112.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000    0.0000 54

 78 omega   59.00  103.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  179.7949 88

 79 omega   82.00  111.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -90.0000 58

 80 omega   39.00  137.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000 -120.9410 196

 81 omega   85.00  125.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   60.0000 80

 82 omega   84.00  135.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000   30.0000 102

 83 omega   85.00  148.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -150.0000 126

 84 omega   86.00  111.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   90.0000 50

 85 omega   81.00  108.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 54

 86 omega   78.00  119.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -79.0000  -50.4498 82

 87 omega   79.00  106.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 54

 88 omega   40.00   65.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -79.0000  -50.4498 50

 89 omega   79.00  175.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 192

 90 omega  133.00  177.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 88

 91 omega   78.00  105.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 54

 92 omega   83.00  110.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 54

 93 omega   79.00  107.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 56

 94 omega   45.00  103.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  120.0000 116

 95 omega  140.00  167.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 54

 96 omega   78.00  105.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 54

 97 omega  141.00  168.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -90.0000 54

 98 omega   85.00  117.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -90.0000 64

 99 omega   37.00  140.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000   48.6240 206

100 omega  140.00  168.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 56

101 omega   78.00  105.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 54

102 omega   85.00  113.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  150.0000 56

103 omega  149.00  178.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 58

104 omega   79.00  107.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 56

105 omega   79.00  175.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -150.0000 192

106 omega   86.00  111.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -30.0000 50

107 omega  112.00  177.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 130

108 omega   79.00  105.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 52

109 omega   85.00  175.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  120.0000 180

110 omega   86.00  175.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   30.0000 178

111 omega  109.00  177.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 136

112 omega   78.00  105.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 54

113 omega   87.00  115.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -120.0000 56

114 omega  127.00  169.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -180.0000 84

115 omega   87.00  118.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -180.0000 62

116 omega  128.00  164.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   22.4682 72

117 omega   68.00   96.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   90.0000 56

118 omega   85.00  122.00   0.5000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   22.4682 74

119 omega  -44.00   73.00   0.5000    5.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   19.0000  -30.0000 234

120 omega  -26.00   72.00   0.5000    5.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000  150.0000 196

121 omega   -6.00   46.00   0.5000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       26.0000   80.0000   52.2369 104

122 omega   43.00  139.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   72.0000  -46.4239 192

123 omega   51.00   76.00   0.5000   22.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   72.0000  127.7873 50

;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_UB_11      -0.0527581000
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_diffrn_orient_matrix_UB_13      -0.0837558000
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_diffrn_orient_matrix_UB_23      -0.0089755000
_diffrn_orient_matrix_UB_31      -0.0464452000
_diffrn_orient_matrix_UB_32      -0.0988601000
_diffrn_orient_matrix_UB_33      0.0029859000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0764
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_laue_measured_fraction_full 0.981
_diffrn_reflns_laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            36116
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.406
_diffrn_reflns_theta_min         4.463
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.089
_exptl_absorpt_correction_T_max  0.935
_exptl_absorpt_correction_T_min  0.764
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_description       needle
_exptl_crystal_F_000             708
_exptl_crystal_size_max          0.237
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.035
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.437
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         6101
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0601
_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/[\s^2^(Fo^2^)+(0.1169P)^2^+0.1212P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1627
_refine_ls_wR_factor_ref         0.1815
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4663
_reflns_number_total             6101
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo5b01969_si_003.cif
_cod_data_source_block           ga_sl1_sq
_cod_depositor_comments          'Adding full bibliography for 4031741.cif.'
_cod_original_cell_volume        1640.61(11)
_cod_database_code               4031741
_audit_block_refno               1750
_audit_block_usercomment         'sl70, needle, red'
_chemical_oxdiff_formula         'C68 H56 F14 N4 S4'
_chemical_oxdiff_usercomment     'sl70, needle, red'
_shelx_estimated_absorpt_t_max   0.818
_shelx_estimated_absorpt_t_min   0.818
_reflns_odcompleteness_completeness 98.17
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_shelxl_version_number           2014/7
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C27(H27), C28(H28), C30(H30), C31(H31), C37(H37), C38(H38),
 C40(H40), C41(H41)
2.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C35(H35A,H35B,H35C), C43(H43A,H43B,
 H43C), C44(H44A,H44B,H44C), C45(H45A,H45B,H45C)
;
_shelx_res_checksum              22081
_olex2_submission_special_instructions 'No special instructions were received'
_cell_oxdiff_length_a            5.8355(2)
_cell_oxdiff_length_b            15.6172(7)
_cell_oxdiff_length_c            19.3487(5)
_cell_oxdiff_angle_alpha         108.533(3)
_cell_oxdiff_angle_beta          91.452(3)
_cell_oxdiff_angle_gamma         99.953(4)
_cell_oxdiff_volume              1640.61(11)
_cell_oxdiff_measurement_reflns_used 8610
_platon_squeeze_void_probe_radius 1.20