Bis(diisopropylphosphinomethyl)amine Nickel(II) and Nickel(0) Complexes: Coordination Chemistry, Reactivity, and Catalytic Decarbonylative C‒H Arylation of Benzoxazole
Kruckenberg, Achim; Wadepohl, Hubert; Gade, Lutz H.; Organometallics 32 (2013) 5153–; doi:10.1021/om400711d

data_4081438
_publ_section_title
;
 Bis(diisopropylphosphinomethyl)amine Nickel(II) and Nickel(0) Complexes:
 Coordination Chemistry, Reactivity, and Catalytic Decarbonylative C--H
 Arylation of Benzoxazole
;
_journal_issue                   18
_journal_name_full               Organometallics
_journal_page_first              5153
_journal_paper_doi               10.1021/om400711d
_journal_volume                  32
_journal_year                    2013
_chemical_formula_moiety         'C21 H46 N Ni P2, C32 H12 B F24'
_chemical_formula_sum            'C53 H58 B F24 N Ni P2'
_chemical_formula_weight         1296.46
_chemical_properties_physical    air-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2yc'
_space_group_name_H-M_alt        'I 2/c 1 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-I 2yc'
_symmetry_space_group_name_H-M   'I 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_ak38
_audit_creation_date
;
'Tue Oct 09 04:09:58 2012'
;
_audit_update_record             'Fri Jun 21 16:16:43 CEST 2013'
_cell_angle_alpha                90
_cell_angle_beta                 102.7176(6)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   36.3153(3)
_cell_length_b                   12.57515(7)
_cell_length_c                   25.64894(15)
_cell_measurement_reflns_used    72786
_cell_measurement_temperature    115(2)
_cell_measurement_theta_max      71.7807
_cell_measurement_theta_min      3.5302
_cell_volume                     11425.75(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
'encif (Wadepohl, 2009-13); encifer 1.4 (CCDC, 2011)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_diffrn_ambient_temperature      115(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            'Agilent EOS'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_details
;
  1 omega  -47.00    5.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000    0.0000 52

  2 omega  -25.00   16.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000   30.0000 41

  3 omega  -69.00  -23.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000 -180.0000 46

  4 omega  -18.00   23.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000 -180.0000 41

  5 omega  -18.00   80.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       10.0000   76.0000  117.8586 98

  6 omega   -5.00   29.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -       26.0000   79.0000 -165.5457 34

  7 omega    7.00   32.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       38.0000   79.0000  159.6280 25

  8 omega    8.00   40.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       38.0000   80.0000   23.2479 32

  9 omega   10.00   35.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000 -139.4455 25

 10 omega  -50.00   30.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000  -60.0000 80

 11 omega  -38.00  -12.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000  -30.0000 26

 12 omega  -50.00   30.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000   90.0000 80

 13 omega  -41.00  -15.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000  -60.0000 26

 14 omega   15.00   40.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000   98.0409 25

 15 omega   15.00   40.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  154.5417 25

 16 omega   15.00   40.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  -20.1393 25

 17 omega   14.00   39.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000 -117.2555 25

 18 omega   15.00   40.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  -55.2830 25

 19 omega   15.00   40.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000   42.7770 25

 20 omega   19.00   44.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  -29.2409 25

 21 omega   19.00   44.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000 -170.6977 25

 22 omega   21.00   47.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   77.0000  158.6691 26

 23 omega   19.00   44.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000    4.0836 25

 24 omega   18.00   43.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000 -124.3548 25

 25 omega   18.00   43.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000 -100.8820 25

 26 omega   18.00   43.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000  116.4052 25

 27 omega   19.00   44.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000   59.5532 25

 28 omega   26.00   52.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  175.3564 26

 29 omega   25.00   51.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   76.0000 -143.7800 26

 30 omega   24.00   59.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  -63.9741 35

 31 omega   35.00   61.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   75.0000  132.6481 26

 32 omega   25.00   57.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   75.0000   33.7510 32

 33 omega   27.00   52.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   -6.0902 25

 34 omega  102.00  127.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   54.6349 25

 35 omega   28.00   54.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  -33.0598 26

 36 omega   29.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  117.2098 26

 37 omega   29.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   54.6349 26

 38 omega   33.00   59.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000 -145.5022 26

 39 omega   29.00   55.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000 -165.0143 26

 40 omega   30.00   56.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   20.4558 26

 41 omega   30.00   56.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000 -115.8695 26

 42 omega   69.00  113.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -94.4048 44

 43 omega   29.00   62.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -94.4048 33

 44 omega   36.00   62.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   71.0000  105.4643 26

 45 omega   39.00   65.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   76.0000 -170.0494 26

 46 omega  107.00  132.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   75.0000   65.9377 25

 47 omega   33.00   59.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   75.0000   65.9377 26

 48 omega   39.00   65.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   68.0000 -125.0377 26

 49 omega   42.00   68.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   66.0000  -51.0221 26

 50 omega   49.00  102.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   66.0000  143.4385 53

 51 omega   34.00   60.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   74.0000   26.9429 26

 52 omega   -9.00   76.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000  -79.0000  159.5291 85

 53 omega   44.00   70.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   72.0000   71.3933 26

 54 omega   39.00  131.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   76.0000  156.0778 92

 55 omega   46.00   72.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   68.0000   42.1082 26

 56 omega   43.00   69.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   68.0000 -166.4101 26

 57 omega   43.00  108.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   68.0000  -46.2257 65

 58 omega   42.00   67.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   71.0000    8.1428 25

 59 omega   38.00   64.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   75.0000 -105.7295 26

 60 omega   42.00   68.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   74.0000 -119.6225 26

 61 omega   48.00   74.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   62.0000   68.3810 26

 62 omega  114.00  139.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   72.0000   94.1889 25

 63 omega   48.00   74.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   72.0000   94.1889 26

 64 omega   28.00  102.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -80.0000 -124.8967 74

 65 omega   49.00   75.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -79.0000  105.9979 26

 66 omega   48.00   75.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   72.0000  112.1428 27

 67 omega   44.00   79.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   77.0000  -99.5041 35

 68 omega   51.00   87.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   64.0000   41.6000 36

 69 omega   49.00   77.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   75.0000  -23.9422 28

 70 omega   50.00   77.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   76.0000 -148.5550 27

 71 omega    9.00  109.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000  -80.0000   22.0294 100

 72 omega   51.00  120.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   72.0000  -74.8075 69

 73 omega   48.00   74.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   77.0000   56.2411 26

 74 omega   52.00   78.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   71.0000 -122.8048 26

 75 omega   69.00  104.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   64.0000   -4.4155 35

 76 omega   54.00   87.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   68.0000  178.4307 33

 77 omega   56.00   82.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   70.0000 -162.8617 26

 78 omega   62.00   94.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   60.0000 -113.7003 32

 79 omega   54.00   80.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   77.0000   54.2245 26

 80 omega   54.00  152.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   74.0000  -50.4781 98

 81 omega   65.00   91.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   56.0000  -14.9545 26

 82 omega   64.00   93.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   50.0000   -5.7694 29

 83 omega   66.00  123.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   61.0000  -96.5950 57

 84 omega   61.00   93.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   75.0000  171.9465 32

 85 omega   64.00   90.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   70.0000   89.3982 26

 86 omega   63.00   88.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   72.0000   71.5680 25

 87 omega   74.00  162.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   53.0000  120.4389 88

 88 omega   64.00   90.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   77.0000    8.0743 26

 89 omega   74.00  135.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   59.0000    9.7659 61

 90 omega   69.00  102.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   76.0000  157.7735 33

 91 omega   74.00  106.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   67.0000 -171.2515 32

 92 omega   83.00  111.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      106.0000   67.0000  -64.7232 28

 93 omega  142.00  170.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000   60.0000 28

 94 omega  117.00  142.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000  120.8383 25

 95 omega  117.00  142.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000  155.9047 25

 96 omega   40.00  105.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000  120.8383 65

 97 omega   80.00  177.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  150.0000 97

 98 omega   79.00  128.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -79.0000  -14.5967 49

 99 omega   71.00  102.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000  155.9047 31

100 omega   88.00  178.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000  -30.0000 90

101 omega   80.00  106.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000   30.0000 26

102 omega   86.00  156.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   38.0000  -60.0000 70

103 omega   80.00  106.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000   90.0000 26

104 omega   84.00  110.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000   60.0000 26

105 omega   80.00  106.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000    0.0000 26

106 omega   80.00  106.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -60.0000 26

107 omega   80.00  105.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000 -120.0000 25

108 omega  152.00  178.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  120.0000 26

109 omega   81.00  106.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  120.0000 25

110 omega   80.00  177.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000 -180.0000 97

111 omega  135.00  161.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -90.0000 26

112 omega   80.00  106.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -90.0000 26

113 omega   88.00  178.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000   30.0000 90

114 omega   80.00  106.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -30.0000 26

115 omega   80.00  106.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000 -150.0000 26

116 omega   88.00  177.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000 -120.0000 89

117 omega   41.00  108.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000 -147.1191 67

118 omega   89.00  177.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000   90.0000 88

119 omega   90.00  173.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   57.0000   -2.7612 83

120 omega  113.00  139.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000   34.9911 26

121 omega   48.00  103.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000   34.9911 55

122 omega   89.00  114.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000 -150.0000 25

123 omega  142.00  168.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000 -150.0000 26

124 omega   90.00  117.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000   60.0000 27

125 omega   77.00  142.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000   74.6219 65

126 omega   89.00  177.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000  120.0000 88

127 omega   39.00   65.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000   74.6219 26

128 omega   58.00   99.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000  -55.7436 41

129 omega   40.00  115.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342  -80.0000  -80.3514 75

130 omega   81.00  113.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   75.0000  105.2261 32

131 omega   87.00  113.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   38.0000  120.0000 26

132 omega   86.00  157.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   38.0000   90.0000 71

133 omega   88.00  121.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   38.0000  -90.0000 33

134 omega   86.00  160.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   38.0000 -120.0000 74

135 omega   89.00  177.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000  -60.0000 88

136 omega   88.00  115.00   1.0000   18.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   64.0000  -90.0000 27

;
_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      0.0009406000
_diffrn_orient_matrix_UB_12      0.0921733000
_diffrn_orient_matrix_UB_13      0.0398658000
_diffrn_orient_matrix_UB_21      -0.0192724000
_diffrn_orient_matrix_UB_22      0.0732146000
_diffrn_orient_matrix_UB_23      -0.0461325000
_diffrn_orient_matrix_UB_31      -0.0389652000
_diffrn_orient_matrix_UB_32      -0.0339832000
_diffrn_orient_matrix_UB_33      0.0086474000
_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  0.0404
_diffrn_reflns_av_unetI/netI     0.0148
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            137747
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.926
_diffrn_reflns_theta_min         3.533
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.065
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66795
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_description       irregular
_exptl_crystal_F_000             5296
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.740
_refine_diff_density_min         -0.485
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     858
_refine_ls_number_reflns         11168
_refine_ls_number_restraints     284
_refine_ls_restrained_S_all      1.177
_refine_ls_R_factor_all          0.0604
_refine_ls_R_factor_gt           0.0587
_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^)+(0.0573P)^2^+39.0844P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1430
_refine_ls_wR_factor_ref         0.1442
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10702
_reflns_number_total             11168
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om400711d_si_002.cif
_cod_data_source_block           ga_ak38
_cod_original_cell_volume        11425.76(13)
_cod_original_sg_symbol_H-M      'I 2/c'
_cod_database_code               4081438
_audit_block_refno               1608
_audit_block_usercomment         'AK541, irregular, yellow'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{C67A, C67B}
3. Uiso/Uaniso restraints and constraints
P1A \\sim P2A \\sim P1B \\sim P2B \\sim Ni1A \\sim Ni1B: within 0.5A with sigma of 0.01 and sigma for terminal atoms of 0.02
F31 \\sim F32 \\sim F33 \\sim F34 \\sim F35 \\sim F36 \\sim F41 \\sim F42 \\sim F43 \\sim F44 \\sim F45 \\sim F46 \\sim F51 \\sim F52 \\sim F53 \\sim F54 \\sim F55 \\sim F56 \\sim F61A \\sim F62A \\sim F63A \\sim F63B \\sim F62B \\sim F61B \\sim F64 \\sim F65 \\sim F66: within 1A with sigma of 0.02 and sigma for terminal atoms of 0.04
C16A \\sim C16B: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
C17A \\sim C17B: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
C18A \\sim C18B: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
C19A \\sim C19B: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
C20A \\sim C20B: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
C21A \\sim C21B: within 1.7A with sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C67A) = Uanis(C67B)
4. Same fragment restrains
{Ni1A, P1A, P2A, C16A, C17A, C18A, C19A, C20A, C21A}
as
{Ni1B, P1B, P2B, C16B, C17B, C18B, C19B, C20B, C21B}
{C37, F31, F32, F33}
as
{C38, F34, F35, F36}
{C37, F31, F32, F33}
as
{C47, F41, F42, F43}
{C37, F31, F32, F33}
as
{C48, F44, F45, F46}
{C37, F31, F32, F33}
as
{C57, F51, F52, F53}
{C37, F31, F32, F33}
as
{C58, F54, F55, F56}
{C37, F31, F32, F33}
as
{C67A, F61A, F62A, F63A}
{C37, F31, F32, F33}
as
{C67B, F63B, F62B, F61B}
{C37, F31, F32, F33}
as
{C68, F64, F65, F66}
5. Others
 Sof(Ni1B)=Sof(P1B)=Sof(P2B)=Sof(C16B)=Sof(H16C)=Sof(H16D)=Sof(C17B)=Sof(C18B)=
 Sof(C19B)=Sof(H19D)=Sof(H19E)=Sof(H19F)=Sof(C20B)=Sof(H20D)=Sof(H20E)=
 Sof(H20F)=Sof(C21B)=Sof(H21D)=Sof(H21E)=Sof(H21F)=1-FVAR(1)
 Sof(Ni1A)=Sof(P1A)=Sof(P2A)=Sof(C16A)=Sof(H16A)=Sof(H16B)=Sof(C17A)=Sof(C18A)=
 Sof(C19A)=Sof(H19A)=Sof(H19B)=Sof(H19C)=Sof(C20A)=Sof(H20A)=Sof(H20B)=
 Sof(H20C)=Sof(C21A)=Sof(H21A)=Sof(H21B)=Sof(H21C)=FVAR(1)
 Sof(C67B)=Sof(F63B)=Sof(F62B)=Sof(F61B)=1-FVAR(2)
 Sof(C67A)=Sof(F61A)=Sof(F62A)=Sof(F63A)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C3(H3), C6(H6), C9(H9), C12(H12)
6.b Secondary CH2 refined with riding coordinates:
 C16A(H16A,H16B), C16B(H16C,H16D), C1(H1A,H1B), C2(H2A,H2B)
6.c Me refined with riding coordinates:
 C19A(H19A,H19B,H19C), C20A(H20A,H20B,H20C), C21A(H21A,H21B,H21C), C19B(H19D,
 H19E,H19F), C20B(H20D,H20E,H20F), C21B(H21D,H21E,H21F)
6.d Aromatic/amide H refined with riding coordinates:
 C32(H32), C34(H34), C36(H36), C42(H42), C44(H44), C46(H46), C52(H52),
 C54(H54), C56(H56), C62(H62), C64(H64), C66(H66)
6.e Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C7(H7A,H7B,H7C),
 C8(H8A,H8B,H8C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C),
  C14(H14A,H14B,H14C)
;
_shelx_estimated_absorpt_t_max   0.820
_shelx_estimated_absorpt_t_min   0.820
_shelx_hkl_checksum              31104
_cell_oxdiff_length_a            36.3241(4)
_cell_oxdiff_length_b            12.57384(12)
_cell_oxdiff_length_c            25.6460(2)
_cell_oxdiff_angle_alpha         90.0252(7)
_cell_oxdiff_angle_beta          102.7236(8)
_cell_oxdiff_angle_gamma         89.9915(8)
_cell_oxdiff_volume              11425.77(19)
_cell_oxdiff_measurement_reflns_used 72820
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_theta     66.97
_reflns_odcompleteness_iscentric 1