Extending N-heterocyclic carbene ligands into the third dimension: a new type of hybrid phosphazane/NHC system
Roth, Torsten; Vasilenko, Vladislav; Benson, Callum G. M.; Wadepohl, Hubert; Wright, Dominic S.; Gade, Lutz H.; Chem. Sci. 6 (2015) 2506–; doi:10.1039/C4SC03966A

data_1518727
_publ_section_title
;
 Extending N-heterocyclic carbene ligands into the third dimension: a new
 type of hybrid phosphazane/NHC system
;
_journal_issue                   4
_journal_name_full               'Chem. Sci.'
_journal_page_first              2506
_journal_paper_doi               10.1039/C4SC03966A
_journal_volume                  6
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C45 H45 N4 P2, C7 H8, C F3 O3 S'
_chemical_formula_sum            'C53 H53 F3 N4 O3 P2 S'
_chemical_formula_weight         944.99
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      9
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_tro112
_audit_creation_date
;
'Mon Nov 10 13:49:18 2014'
;
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_audit_update_record
;
2014-12-19 deposited with the CCDC.
2015-02-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.8994(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.05898(14)
_cell_length_b                   12.60445(6)
_cell_length_c                   17.26646(9)
_cell_measurement_reflns_used    65923
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      70.6690
_cell_measurement_theta_min      4.0030
_cell_volume                     4923.42(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material
'encif (Wadepohl, 2009-14); encifer 1.5 (CCDC, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_diffrn_ambient_environment      'perfluoro polyether oil / N~2~'
_diffrn_ambient_temperature      120(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
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omega____ theta____ kappa____ phi______ frames
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  2 omega  -65.00  -20.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  3 omega   54.00   79.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
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  4 omega   13.00   39.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
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  5 omega  132.00  177.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
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  6 omega   50.00   79.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
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  7 omega  -67.00  -38.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega  -43.00   35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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  9 omega  -10.00   20.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
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 10 omega  -33.00   28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000  150.0000 61

 11 omega   -4.00   21.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000 -150.0000 25

 12 omega   15.00   41.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0000   79.0000  -61.9968 26

 13 omega  -11.00   14.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0000   79.0000  -61.9968 25

 14 omega   13.00   39.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       34.0000   74.0000  -46.0120 26

 15 omega    9.00   38.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       34.0000   78.0000 -135.4451 29

 16 omega    7.00   32.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
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 17 omega    6.00   31.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
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 18 omega   10.00   35.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000   57.4424 25

 19 omega   10.00   35.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000 -153.8161 25

 20 omega   14.00   39.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000 -135.9234 25

 21 omega   15.00   40.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000   34.3533 25

 22 omega   15.00   40.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  177.1526 25

 23 omega   15.00   40.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000  -69.6078 25

 24 omega   19.00   46.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000 -153.1574 27

 25 omega   19.00   44.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  112.9385 25

 26 omega   19.00   44.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  -31.5336 25

 27 omega   25.00   51.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000    0.0000 26

 28 omega   23.00   48.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000 -106.9279 25

 29 omega   27.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   60.0000 28

 30 omega  -17.00   86.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -80.0000  -19.2746 103

 31 omega   25.00   51.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  -60.0000 26

 32 omega   39.00   65.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000 -150.0000 26

 33 omega   25.00   51.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  120.0000 26

 34 omega   27.00   53.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  150.0000 26

 35 omega   79.00  105.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   60.0000 26

 36 omega   30.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  -52.2837 25

 37 omega   28.00   54.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000   78.2239 26

 38 omega   28.00   54.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  -24.6687 26

 39 omega   29.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000 -156.6884 26

 40 omega   28.00   61.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  178.3060 33

 41 omega   32.00   62.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000   34.8922 30

 42 omega   30.00   58.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000   23.8958 28

 43 omega   68.00   94.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  120.1555 26

 44 omega   30.00   56.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  120.1555 26

 45 omega   28.00   53.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000 -106.7416 25

 46 omega   52.00   91.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000  -79.0000 -152.2537 39

 47 omega   39.00   85.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   68.0000  149.5397 46

 48 omega   40.00   83.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   62.0000   83.1475 43

 49 omega   38.00   65.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   68.0000   -0.7729 27

 50 omega  101.00  128.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   75.0000   -6.5104 27

 51 omega   38.00   64.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   75.0000   -6.5104 26

 52 omega   38.00   78.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   74.0000 -171.0533 40

 53 omega   49.00  136.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   53.0000  -29.6078 87

 54 omega   37.00   62.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   76.0000   72.1678 25

 55 omega   37.00   81.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   76.0000 -137.3047 44

 56 omega   -1.00  102.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -80.0000  162.2244 103

 57 omega   55.00   81.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -77.0000 -124.8275 26

 58 omega   41.00  132.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   77.0000  -86.2294 91

 59 omega   42.00   68.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   77.0000  141.9252 26

 60 omega   46.00   71.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   74.0000  -23.8421 25

 61 omega   48.00  105.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   72.0000   34.9371 57

 62 omega   25.00   86.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000  -80.0000   51.5622 61

 63 omega   45.00   98.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   76.0000 -124.6739 53

 64 omega   51.00  108.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   68.0000   86.0152 57

 65 omega   47.00   82.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   74.0000  103.3933 35

 66 omega   58.00  101.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   58.0000   -2.7076 43

 67 omega   49.00   99.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   75.0000 -151.0277 50

 68 omega   49.00   84.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   76.0000 -111.2662 35

 69 omega   55.00   89.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   68.0000  150.9089 34

 70 omega   49.00   84.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   76.0000   43.6784 35

 71 omega   49.00   75.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   76.0000   -4.5477 26

 72 omega   62.00  110.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   48.0000  127.6051 48

 73 omega   53.00   88.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   75.0000   22.1826 35

 74 omega   60.00   90.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   62.0000  -31.2185 30

 75 omega   58.00  120.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   70.0000 -141.4409 62

 76 omega   61.00  101.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   57.0000  -66.4052 40

 77 omega   53.00   93.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   75.0000  170.5094 40

 78 omega   57.00  155.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   76.0000 -137.6349 98

 79 omega   64.00  113.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   65.0000  -33.6159 49

 80 omega   54.00   80.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000  -80.0000   23.8118 26

 81 omega   66.00  128.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   56.0000   83.2721 62

 82 omega   60.00   89.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   74.0000 -179.9020 29

 83 omega   61.00  107.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   72.0000   48.8348 46

 84 omega   69.00  156.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   64.0000 -112.7823 87

 85 omega   64.00   97.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   71.0000  113.2159 33

 86 omega   62.00  159.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   73.0000  144.9348 97

 87 omega   69.00   96.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   63.0000  138.1917 27

 88 omega   67.00  152.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   67.0000    4.8600 85

 89 omega   75.00  119.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   64.0000   98.4132 44

 90 omega   69.00  131.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   75.0000   64.1799 62

 91 omega   85.00  110.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      106.0000   62.0000   96.9679 25

 92 omega   85.00  111.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      106.0000   58.0000   92.8171 26

 93 omega   78.00  104.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 26

 94 omega   40.00  112.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000   -4.9899 72

 95 omega   83.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   72.0000 -121.2202 26

 96 omega   78.00  104.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 26

 97 omega   84.00  163.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -60.0000 79

 98 omega   90.00  175.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   30.0000 85

 99 omega   85.00  111.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -150.0000 26

100 omega   92.00  140.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000   21.5671 48

101 omega  132.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 46

102 omega   78.00  104.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 26

103 omega  133.00  159.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -150.0000 26

104 omega   87.00  174.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  150.0000 87

105 omega   78.00  106.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -150.0000 28

106 omega   85.00  175.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -180.0000 90

107 omega  138.00  174.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -90.0000 36

108 omega   86.00  142.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -60.0000 56

109 omega   84.00  110.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -79.0000  -90.9030 26

110 omega   78.00  177.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 99

111 omega   86.00  112.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -90.0000 26

112 omega   78.00  173.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 95

113 omega  107.00  133.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  149.6128 26

114 omega   78.00  104.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 26

115 omega   77.00  102.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  149.6128 25

116 omega   85.00  175.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  120.0000 90

117 omega   85.00  161.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000 -120.0000 76

118 omega   85.00  172.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -30.0000 87

119 omega   85.00  121.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -120.0000 36

120 omega   84.00  177.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 93

121 omega   79.00  105.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 26

122 omega   79.00  105.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 26

123 omega   51.00  139.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  -63.5902 88

124 omega   38.00  139.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000   77.9005 101

125 omega   81.00  177.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 96

126 omega   79.00  105.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 26

127 omega  153.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 25

128 omega   85.00  149.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000    0.0000 64

129 omega   47.00  119.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000 -159.5533 72

130 phi    240.00  360.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
   0.0000    0.0000  -20.0000     -     120

131 omega  -26.00   72.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000  150.0000 98

132 omega  -70.00   30.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000 -180.0000 100

133 omega   -7.00   92.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       22.0000   76.0000  130.6806 99

134 omega   -8.00   92.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       22.0000   77.0000  -81.4366 100

135 omega   -6.00   91.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       22.0000   73.0000   -3.8630 97

136 omega   -3.00   96.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       26.0000   76.0000  -37.2601 99

137 omega   10.00   46.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000 -153.8161 36

138 omega   14.00   46.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000 -135.9234 32

139 omega   15.00   47.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000  -69.6078 32

140 omega   15.00   49.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  177.1526 34

141 omega   19.00   47.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  -31.5336 28

142 omega   19.00   47.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  112.9385 28

143 omega   23.00   49.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000 -106.9279 26

144 omega   28.00  128.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  178.3060 100

145 omega   28.00  128.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  -52.2837 100

146 omega   29.00  128.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000   34.8922 99

147 omega   38.00  130.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   68.0000  149.5397 92

148 omega   -5.00   98.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000  -80.0000  139.7917 103

149 omega   37.00  136.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   76.0000   72.1678 99

150 omega   38.00  136.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   74.0000 -171.0533 98

151 omega   -1.00  102.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -80.0000  162.2244 103

152 omega   40.00  140.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   77.0000  -86.2294 100

153 omega    0.00  100.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -77.0000 -124.8275 100

154 omega   51.00  142.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   66.0000 -134.2962 91

155 omega   50.00  142.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   68.0000   86.0152 92

156 omega   46.00  144.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   74.0000  103.3933 98

157 omega    3.00  106.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000  -80.0000   51.5622 103

158 omega   45.00  144.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   76.0000 -124.6739 99

159 omega   47.00  143.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   72.0000   34.9371 96

160 omega   46.00  144.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   74.0000  -23.8421 98

161 omega   53.00  143.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   54.0000  -50.7287 90

162 omega   49.00  148.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   76.0000   43.6784 99

163 omega   55.00  149.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   48.0000 -149.1983 94

164 omega   54.00  146.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   68.0000  150.9089 92

165 omega   57.00  147.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   58.0000   -2.7076 90

166 omega   52.00  147.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   70.0000 -128.6683 95

167 omega   49.00  148.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   76.0000 -111.2662 99

168 omega   56.00  148.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   50.0000  103.9165 92

169 omega   49.00  148.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   76.0000   -4.5477 99

170 omega   55.00  149.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   48.0000  127.6051 94

171 omega   57.00  146.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   60.0000  -97.1784 89

172 omega   78.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 100

173 omega   35.00   94.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -120.0000 59

174 omega   78.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 100

175 omega   86.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000 -120.0000 92

176 omega   78.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 100

177 omega   38.00  138.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   90.0000 100

178 omega   85.00  175.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   60.0000 90

179 omega   38.00  138.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   30.0000 100

180 omega   86.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000  -30.0000 92

181 omega   36.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   12.0000 -150.0000 142

182 omega   35.00   94.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000 -180.0000 59

183 omega   37.00  140.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000   -4.9899 103

184 omega   38.00  138.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -120.0000 100

185 omega   35.00   94.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000   30.0000 59

186 omega   38.00  104.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000  120.0000 66

187 omega   37.00   76.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000 -159.5533 39

188 omega   36.00   93.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000 -120.0000 57

;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Agilent SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w and \p scans'
_diffrn_measurement_specimen_support 'polyimid foil'
_diffrn_orient_matrix_UB_11      -0.0036097000
_diffrn_orient_matrix_UB_12      -0.1151245000
_diffrn_orient_matrix_UB_13      -0.0313470000
_diffrn_orient_matrix_UB_21      0.0462909000
_diffrn_orient_matrix_UB_22      -0.0338651000
_diffrn_orient_matrix_UB_23      0.0825042000
_diffrn_orient_matrix_UB_31      -0.0498086000
_diffrn_orient_matrix_UB_32      -0.0231925000
_diffrn_orient_matrix_UB_33      0.0348364000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0415
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            119832
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.847
_diffrn_reflns_theta_min         3.908
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.676
_exptl_absorpt_correction_T_max  0.912
_exptl_absorpt_correction_T_min  0.819
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
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_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_description       plate
_exptl_crystal_F_000             1984
_exptl_crystal_size_max          0.1847
_exptl_crystal_size_mid          0.0855
_exptl_crystal_size_min          0.0804
_refine_diff_density_max         0.603
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.046
_refine_ls_abs_structure_details
;
 Flack x determined using 4218 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.011(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     627
_refine_ls_number_reflns         9108
_refine_ls_number_restraints     160
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0418
_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^)+(0.0677P)^2^+4.7206P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1120
_reflns_Friedel_coverage         0.926
_reflns_Friedel_fraction_full    0.936
_reflns_Friedel_fraction_max     0.922
_reflns_number_gt                8965
_reflns_number_total             9108
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4sc03966a2.cif
_cod_data_source_block           ga_tro112
_cod_depositor_comments
'Adding full bibliography for 1518727--1518731.cif.'
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               1518727
_audit_block_refno               2248
_audit_block_usercomment         'tro1460B plate colourless'
_chemical_oxdiff_formula         'C53 H53 F3 N4 O3 P2 S1'
_chemical_oxdiff_usercomment     'tro1460B plate colourless'
_shelx_estimated_absorpt_t_max   0.850
_shelx_estimated_absorpt_t_min   0.850
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_shelxl_version_number           2014/6
_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. Restrained distances
 C77-C72 \\sim C77-C76
 with sigma of 0.02
3. Restrained atomic chiral volume
 C71
 fixed at 0 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
S1A \\sim S1B \\sim F1A \\sim F2A \\sim F3A \\sim F1B \\sim F2B \\sim F3B \\sim
O1A \\sim O2A \\sim O3A \\sim O1B \\sim O2B \\sim O3B \\sim C61A \\sim C61B:
within 1A with sigma of 0.02 and sigma for terminal atoms of 0.04
5. Rigid body (RIGU) restrains
 S1A, S1B, F1A, F2A, F3A, F1B, F2B, F3B, O1A, O2A, O3A, O1B, O2B, O3B, C61A,
 C61B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(S1B)=Sof(C61B)=Sof(F1B)=Sof(F2B)=Sof(F3B)=Sof(O1B)=Sof(O2B)=Sof(O3B)=1-
 FVAR(1)
 Sof(S1A)=Sof(C61A)=Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(O1A)=Sof(O2A)=Sof(O3A)=
 FVAR(1)
7.a Free rotating group:
 S1A(C61A,F1A,F2A,F3A,O1A,O2A,O3A), S1B(C61B,F1B,F2B,F3B,O1B,O2B,O3B)
7.b Ternary CH refined with riding coordinates:
 C20(H20), C33(H33)
7.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C6(H6), C13(H13), C15(H15), C22(H22), C23(H23), C24(H24),
 C25(H25), C26(H26), C28(H28), C29(H29), C30(H30), C31(H31), C32(H32), C35(H35),
  C36(H36), C37(H37), C38(H38), C39(H39), C41(H41), C42(H42), C43(H43),
 C44(H44), C45(H45), C72(H72), C73(H73), C74(H74), C75(H75), C76(H76)
7.d Fitted hexagon refined as free rotating group:
 C71(C72,C73,C74,C75,C76)
7.e Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C17(H17A,H17B,H17C),
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C77(H77A,H77B,H77C)
;
_shelx_res_checksum              50570
_olex2_submission_special_instructions 'No special instructions were received'
_cell_oxdiff_length_a            24.0580(3)
_cell_oxdiff_length_b            12.60453(16)
_cell_oxdiff_length_c            17.2650(2)
_cell_oxdiff_angle_alpha         90.0283(10)
_cell_oxdiff_angle_beta          109.8808(12)
_cell_oxdiff_angle_gamma         90.0107(11)
_cell_oxdiff_volume              4923.42(11)
_cell_oxdiff_measurement_reflns_used 65923