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_4081442
_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         'C25 H43 N Ni O P2 S, 0.94(C4 H10 O)'
_chemical_formula_sum            'C28.77 H52.43 N Ni O1.94 P2 S'
_chemical_formula_weight         596.19
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      61
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_ak57
_audit_creation_date
;
'Thu Apr 25 03:28:33 2013'
;
_audit_update_record             'Wed May  8 16:49:24 CEST 2013'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.5126(2)
_cell_length_b                   17.52419(19)
_cell_length_c                   20.2002(2)
_cell_measurement_reflns_used    37032
_cell_measurement_temperature    110(1)
_cell_measurement_theta_max      70.4470
_cell_measurement_theta_min      4.7700
_cell_volume                     6553.31(12)
_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
;
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
;
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      110(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            'Agilent EOS'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
  1 omega  -69.00  -42.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -19.0000 -150.0000 27

  2 omega  -42.00  -16.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000    0.0000 26

  3 omega   -2.00   37.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -19.0000 -150.0000 39

  4 omega  -28.00   68.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000   38.0000    0.0000 96

  5 omega  -72.00  -13.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000  -57.0000   60.0000 59

  6 omega  -62.00   18.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000  -50.0000 -180.0000 80

  7 omega  -12.00   18.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000  -57.0000   60.0000 30

  8 omega  -24.00   65.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       -3.5000   57.0000 -150.0000 89

  9 omega  -12.00   29.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       14.0000   80.0000   60.1826 41

 10 omega   21.00   48.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000   78.0000   -5.5325 27

 11 omega    1.00   27.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000   79.0000   70.2538 26

 12 omega    6.00   31.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       38.0000   80.0000  144.7612 25

 13 omega   13.00   38.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000   48.3831 25

 14 omega   12.00   41.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   78.0000 -148.3782 29

 15 omega   11.00   36.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   79.0000   15.4821 25

 16 omega   11.00   36.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   79.0000  -23.0635 25

 17 omega   10.00   35.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000 -103.6455 25

 18 omega   10.00   35.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   80.0000  -62.3397 25

 19 omega   14.00   40.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000   66.3811 26

 20 omega   15.00   40.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  126.1277 25

 21 omega   14.00   39.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000  -74.2476 25

 22 omega   17.00   42.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000  165.3794 25

 23 omega   14.00   39.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000  148.4533 25

 24 omega   15.00   43.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  107.3797 28

 25 omega   14.00   39.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000 -108.9510 25

 26 omega   19.00   44.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000    7.6721 25

 27 omega   19.00   44.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  -33.6011 25

 28 omega   19.00   44.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000 -100.1383 25

 29 omega   18.00   43.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000  -82.8978 25

 30 omega   18.00   43.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000 -164.9765 25

 31 omega   19.00   44.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000 -175.1769 25

 32 omega   21.00   48.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000   50.3458 27

 33 omega   19.00   44.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000 -134.1481 25

 34 omega   19.00   44.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  103.0866 25

 35 omega   19.00   44.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  145.9443 25

 36 omega    5.00   81.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -80.0000   44.9199 76

 37 omega   29.00   55.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000  -68.7133 26

 38 omega   87.00  113.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -56.5297 26

 39 omega   82.00  108.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000    6.9757 26

 40 omega   29.00   55.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -56.5297 26

 41 omega   28.00   54.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000 -169.3254 26

 42 omega   30.00   56.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000    6.9757 26

 43 omega   88.00  119.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000   73.6360 31

 44 omega   30.00   56.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000   73.6360 26

 45 omega   30.00   56.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   22.0272 26

 46 omega   80.00  106.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000 -130.4853 26

 47 omega   29.00   55.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000  161.1679 26

 48 omega   29.00   55.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  145.6213 26

 49 omega   29.00   56.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -38.8520 27

 50 omega   29.00   55.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  116.3985 26

 51 omega  102.00  128.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000  105.3231 26

 52 omega   28.00   57.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000 -107.4121 29

 53 omega   29.00   55.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000 -130.4853 26

 54 omega   29.00   55.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000  105.3231 26

 55 omega   30.00   56.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   73.0000  143.7574 26

 56 omega   33.00   63.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   74.0000  -18.3310 30

 57 omega   33.00   59.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   76.0000  -98.0313 26

 58 omega   41.00   71.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   65.0000   82.8792 30

 59 omega   35.00   60.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   74.0000 -175.1237 25

 60 omega   41.00   67.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   76.0000   90.1813 26

 61 omega   35.00   60.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   72.0000  124.1261 25

 62 omega   35.00   70.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   74.0000  -14.9839 35

 63 omega   34.00   64.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   75.0000  168.4682 30

 64 omega   63.00   94.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000  -80.0000    7.1185 31

 65 omega   45.00  107.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   66.0000  -64.5149 62

 66 omega   37.00   63.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   76.0000   83.2935 26

 67 omega   38.00   72.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   73.0000  178.8500 34

 68 omega   48.00   73.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   65.0000   14.7310 25

 69 omega   37.00   63.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   76.0000  -61.7609 26

 70 omega   37.00   63.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   77.0000 -143.4650 26

 71 omega   40.00   88.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   70.0000   43.4084 48

 72 omega   49.00   75.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -79.0000   37.5741 26

 73 omega   45.00   70.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   75.0000 -112.5358 25

 74 omega   43.00   69.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   72.0000  -67.5687 26

 75 omega   69.00   97.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -80.0000   73.0220 28

 76 omega   45.00  102.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   72.0000  127.4134 57

 77 omega   48.00  136.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   64.0000 -171.8693 88

 78 omega   -1.00  101.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000  -80.0000 -156.0823 102

 79 omega   42.00   68.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   74.0000   34.8997 26

 80 omega   41.00   67.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   75.0000  114.5063 26

 81 omega   45.00  118.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   75.0000  139.9677 73

 82 omega   50.00   81.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   67.0000  -19.8267 31

 83 omega   47.00   90.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   76.0000  126.8883 43

 84 omega   43.00   92.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000  -80.0000   88.9244 49

 85 omega   55.00  143.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   55.0000  -52.0965 88

 86 omega   63.00   89.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000  -80.0000  -94.1111 26

 87 omega   44.00   70.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   77.0000   70.9948 26

 88 omega   51.00  116.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   65.0000    4.4328 65

 89 omega   44.00   69.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   77.0000 -127.6496 25

 90 omega   47.00   73.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   75.0000   91.3439 26

 91 omega   62.00  140.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   62.0000   57.2994 78

 92 omega   48.00   74.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   77.0000    0.7926 26

 93 omega   48.00  148.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   77.0000   69.3932 100

 94 omega   48.00   77.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   77.0000 -125.5572 29

 95 omega   50.00   86.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   74.0000   29.3624 36

 96 omega   55.00   81.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   68.0000  -66.4002 26

 97 omega   54.00   80.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   70.0000  108.6661 26

 98 omega    7.00  110.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000  -80.0000  -31.6887 103

 99 omega   55.00   81.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   65.0000 -140.2219 26

100 omega   51.00  146.00   1.0000   16.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   71.0000  -95.5561 95

101 omega   55.00   81.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   74.0000  113.6173 26

102 omega   54.00   86.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   74.0000  166.1142 32

103 omega   52.00   78.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   77.0000  178.5004 26

104 omega   54.00   80.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   74.0000  -63.9527 26

105 omega   64.00   91.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   61.0000 -164.1698 27

106 omega   65.00  106.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   61.0000 -105.2002 41

107 omega   58.00   84.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   74.0000   21.3909 26

108 omega   59.00  101.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   71.0000 -147.6148 42

109 omega   57.00   88.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   76.0000  120.8800 31

110 omega   65.00  153.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   60.0000  -15.8633 88

111 omega   63.00  105.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   65.0000  152.6347 42

112 omega   56.00   81.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   77.0000  -16.4005 25

113 omega   69.00   95.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   52.0000  -50.1523 26

114 omega   72.00  157.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   59.0000 -102.3945 85

115 omega   63.00  133.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   71.0000  153.3422 70

116 omega   68.00  118.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   61.0000  -45.0677 50

117 omega   62.00   88.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   75.0000   -3.5793 26

118 omega   69.00   94.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   52.0000   96.2182 25

119 omega   67.00   93.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   72.0000   98.5720 26

120 omega   66.00  100.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   73.0000  115.3369 34

121 omega   69.00  162.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   69.0000 -171.5123 93

122 omega   75.00  101.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   65.0000   91.8808 26

123 omega   76.00  113.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   62.0000 -130.0175 37

124 omega   68.00   94.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   77.0000 -116.8178 26

125 omega   72.00   98.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      102.0000   77.0000   -3.0067 26

126 omega   77.00  128.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      102.0000   69.0000   25.1672 51

127 omega   73.00   99.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      102.0000   75.0000  -61.9000 26

128 omega  143.00  173.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -30.0000 30

129 omega   85.00  111.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -30.0000 26

130 omega   85.00  111.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -90.0000 26

131 omega  143.00  169.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   60.0000 26

132 omega   85.00  112.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   60.0000 27

133 omega   80.00  108.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000 -118.8288 28

134 omega   76.00  111.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000   15.1769 35

135 omega   72.00  134.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  131.6189 62

136 omega   37.00   66.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  131.6189 29

137 omega   84.00  110.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  -17.3562 26

138 omega   44.00   72.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  -17.3562 28

139 omega   62.00  139.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  164.1169 77

140 omega   48.00  100.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  103.9165 52

141 omega   84.00  168.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -60.0000 84

142 omega   37.00  114.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000   74.7863 77

143 omega   82.00  160.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000   90.0000 78

144 omega   84.00  168.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000    0.0000 84

145 omega   86.00  111.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   30.0000 25

146 omega   85.00  112.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -180.0000 27

147 omega   85.00  131.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   90.0000 46

148 omega   85.00  174.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  150.0000 89

149 omega   80.00  156.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -150.0000 76

150 omega   79.00  177.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 98

151 omega   78.00  104.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 26

152 omega   85.00  111.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -150.0000 26

153 omega   80.00  106.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -79.0000 -142.1873 26

154 omega   39.00   65.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -79.0000 -142.1873 26

155 omega   78.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 100

156 omega   79.00  105.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 26

157 omega   78.00  104.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 26

158 omega   78.00  104.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 26

159 omega  131.00  158.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 27

160 omega   78.00  104.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 26

161 omega   78.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 100

162 omega   37.00  137.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -80.0000  -73.0650 100

163 omega  146.00  172.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 26

164 omega   76.00  103.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -79.0000 -174.9797 27

165 omega   78.00  104.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 26

166 omega   86.00  175.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -120.0000 89

167 omega   38.00   66.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -79.0000 -174.9797 28

168 omega  115.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 63

169 omega   80.00  107.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 27

170 omega   78.00  178.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 100

171 omega   88.00  175.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  120.0000 87

;
_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      0.0057809000
_diffrn_orient_matrix_UB_12      0.0827679000
_diffrn_orient_matrix_UB_13      -0.0251953000
_diffrn_orient_matrix_UB_21      -0.0462077000
_diffrn_orient_matrix_UB_22      -0.0209631000
_diffrn_orient_matrix_UB_23      -0.0607367000
_diffrn_orient_matrix_UB_31      -0.0689506000
_diffrn_orient_matrix_UB_32      0.0209661000
_diffrn_orient_matrix_UB_33      0.0386465000
_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  0.0799
_diffrn_reflns_av_unetI/netI     0.0204
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            194617
_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         70.994
_diffrn_reflns_theta_min         4.106
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.548
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85507
_exptl_absorpt_correction_type   multi-scan
_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)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_description       irregular
_exptl_crystal_F_000             2573
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.908
_refine_diff_density_min         -0.908
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         6316
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0648
_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^)+(0.0574P)^2^+18.9266P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1487
_refine_ls_wR_factor_ref         0.1521
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5831
_reflns_number_total             6316
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om400711d_si_002.cif
_cod_data_source_block           ga_ak57
_cod_original_cell_volume        6553.34(12)
_cod_database_code               4081442
_audit_block_refno               1758
_audit_block_usercomment         'AK666, 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. Restrained distances
 O91-C92 \\sim O91-C93
 with sigma of 0.01
 C93-C94 \\sim C92-C91
 with sigma of 0.01
3. Others
 Sof(O91)=Sof(C91)=Sof(H91A)=Sof(H91B)=Sof(H91C)=Sof(C92)=Sof(H92A)=Sof(H92B)=
 Sof(C93)=Sof(H93A)=Sof(H93B)=Sof(C94)=Sof(H94A)=Sof(H94B)=Sof(H94C)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C3(H3), C6(H6), C9(H9), C12(H12)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C92(H92A,H92B), C93(H93A,H93B)
4.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24)
4.d Idealised Me refined as rotating group:
 C1A(H1AA,H1AB,H1AC), C4(H4A,H4B,H4C), C7(H7A,H7B,H7C), C8(H8A,H8B,H8C),
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C91(H91A,H91B,H91C), C94(H94A,H94B,H94C)
;
_shelx_estimated_absorpt_t_max   0.785
_shelx_estimated_absorpt_t_min   0.785
_shelx_hkl_checksum              3306
_cell_oxdiff_length_a            18.5157(3)
_cell_oxdiff_length_b            17.5227(2)
_cell_oxdiff_length_c            20.1985(2)
_cell_oxdiff_angle_alpha         89.9839(11)
_cell_oxdiff_angle_beta          89.9651(11)
_cell_oxdiff_angle_gamma         90.0124(12)
_cell_oxdiff_volume              6553.34(16)
_cell_oxdiff_measurement_reflns_used 37031
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_theta     66.97
_reflns_odcompleteness_iscentric 1