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_4081437
_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         'C26 H54 N Ni P2, C32 H12 B F24'
_chemical_formula_sum            'C58 H66 B F24 N Ni P2'
_chemical_formula_weight         1364.57
_chemical_properties_physical    air-sensitive
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_ak35a
_audit_creation_date
;
'Fri Jul 06 11:50:59 2012'
;
_audit_update_record             'Fri Jun 21 15:56:34 CEST 2013'
_cell_angle_alpha                76.759(2)
_cell_angle_beta                 70.954(2)
_cell_angle_gamma                87.373(2)
_cell_formula_units_Z            2
_cell_length_a                   12.7961(3)
_cell_length_b                   14.0864(3)
_cell_length_c                   18.5902(5)
_cell_measurement_reflns_used    22691
_cell_measurement_temperature    110(1)
_cell_measurement_theta_max      72.3134
_cell_measurement_theta_min      3.6431
_cell_volume                     3081.73(14)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_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    'SIR2004 (Giacovazzo et al., 2004)'
_diffrn_ambient_temperature      110(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9621
_diffrn_detector_type            'Agilent EOS'
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details
;
  1 omega  -44.00   11.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   19.0000  -30.0000 55

  2 omega   48.00   73.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   19.0000  -30.0000 25

  3 omega  -25.00   30.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000  120.0000 55

  4 omega    1.00   28.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       10.0000   79.0000   30.0000 27

  5 omega  -13.00   13.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0000   78.0000  158.0000 26

  6 omega  -24.00    1.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -30.0000  -80.0000  -23.0000 25

  7 omega  -63.00   26.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   57.0000  150.0000 89

  8 omega  -38.00  -12.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000  120.0000 26

  9 omega -113.00  -42.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000    0.0000 71

 10 omega  -39.00  -13.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000    0.0000 26

 11 omega  -96.00  -62.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000  120.0000 34

 12 omega  -48.00   30.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000   30.0000 78

 13 omega  -52.00  -12.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000 -150.0000 40

 14 omega  -39.00  -13.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000 -120.0000 26

 15 omega  -39.00  -12.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000  -90.0000 27

 16 omega  -38.00  -12.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -77.0000  150.0000 26

 17 omega   15.00   40.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000  -54.0000 25

 18 omega   14.00   39.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000   98.0000 25

 19 omega   15.00   40.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  143.0000 25

 20 omega   15.00   41.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000   40.0000 26

 21 omega   19.00   44.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000 -128.0000 25

 22 omega   20.00   46.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   77.0000  -96.0000 26

 23 omega   19.00   49.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000 -170.0000 30

 24 omega   18.00   43.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000  117.0000 25

 25 omega   19.00   44.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000    0.0000 25

 26 omega   24.00  119.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   76.0000 -138.0000 95

 27 omega   19.00   44.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  167.0000 25

 28 omega   19.00   44.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000   86.0000 25

 29 omega   19.00   44.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000   48.0000 25

 30 omega   88.00  114.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   77.0000  -96.0000 26

 31 omega   19.00   44.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  -50.0000 25

 32 omega   89.00  121.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   75.0000   -3.0000 32

 33 omega   26.00   69.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   75.0000   -3.0000 43

 34 omega   54.00  123.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   72.0000  121.0000 69

 35 omega   23.00   48.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000 -175.0000 25

 36 omega   25.00   52.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  -47.0000 27

 37 omega   23.00   48.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000  124.0000 25

 38 omega   99.00  124.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  -47.0000 25

 39 omega   27.00   52.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   74.0000  -81.0000 25

 40 omega   23.00   48.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000   18.0000 25

 41 omega   13.00   73.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       55.4296   19.0000  -90.0000 60

 42 omega   91.00  118.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       55.4296   19.0000  -90.0000 27

 43 omega   28.00   53.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       55.4296   75.0000  -24.0000 25

 44 omega   98.00  124.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -68.0000 26

 45 omega   28.00  127.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000   63.0000 99

 46 omega   29.00  117.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   26.0000 88

 47 omega   29.00   86.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -68.0000 57

 48 omega   28.00  125.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000   93.0000 97

 49 omega   -8.00   80.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000  -80.0000 -115.0000 88

 50 omega   64.00   91.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000  -80.0000   25.0000 27

 51 omega   -3.00   36.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000  -80.0000   25.0000 39

 52 omega   52.00   79.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000  -80.0000 -168.0000 27

 53 omega   61.00   88.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000  -80.0000 -126.0000 27

 54 omega   12.00  114.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000  -80.0000   83.0000 102

 55 omega   53.00  113.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000  -80.0000 -169.0000 60

 56 omega   45.00  114.00   1.0000   12.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000  -80.0000  -39.0000 69

 57 omega   40.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -80.0000  110.0000 26

 58 omega  151.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000  -30.0000 27

 59 omega   67.00   98.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -77.0000  -60.0000 31

 60 omega   81.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000  -30.0000 26

 61 omega   81.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000 -180.0000 26

 62 omega  144.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000 -180.0000 34

 63 omega  139.00  166.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000 -120.0000 27

 64 omega   79.00  104.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   25.0000 -150.0000 25

 65 omega   81.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000 -120.0000 26

 66 omega   42.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -79.0000 -134.0000 61

 67 omega   81.00  177.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000   60.0000 96

 68 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000 -150.0000 26

 69 omega  135.00  161.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000    0.0000 26

 70 omega   82.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000    0.0000 25

 71 omega   88.00  115.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000   30.0000 27

 72 omega   81.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000  150.0000 26

 73 omega   89.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000  -60.0000 25

 74 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000  -90.0000 26

 75 omega   89.00  116.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000 -120.0000 27

 76 omega  125.00  160.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000  -60.0000 35

 77 omega   81.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000  -60.0000 26

 78 omega   85.00  177.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000 -120.0000 92

 79 omega   89.00  116.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000  120.0000 27

 80 omega  123.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000   90.0000 55

 81 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000   60.0000 26

 82 omega   90.00  117.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000   60.0000 27

 83 omega   81.00  108.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000   90.0000 27

 84 omega   91.00  117.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000  -90.0000 26

 85 omega   90.00  115.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000   90.0000 25

 86 omega   83.00  110.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -80.0000  -16.0000 27

 87 omega   92.00  177.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000   30.0000 85

 88 omega   97.00  124.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000  -30.0000 27

 89 omega   40.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -80.0000  -16.0000 26

 90 omega   91.00  126.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000    0.0000 35

 91 omega   91.00  118.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000 -120.0000 27

 92 omega   42.00  117.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -80.0000  -92.0000 75

 93 omega   90.00  156.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000  150.0000 66

 94 omega   89.00  116.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000  120.0000 27

 95 omega   75.00  102.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -79.0000   69.0000 27

 96 omega   89.00  177.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000 -150.0000 88

 97 omega   89.00  115.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000 -180.0000 26

 98 omega   85.00  153.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000   30.0000 68

 99 omega   62.00   89.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -80.0000 -160.0000 27

100 omega   88.00  121.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000    0.0000 33

101 omega   93.00  119.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   50.0000  -60.0000 26

102 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000 -180.0000 26

103 omega   85.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000  120.0000 26

104 omega   75.00  105.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -79.0000  161.0000 30

105 omega   85.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000  -30.0000 26

106 omega   88.00  177.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000  -30.0000 89

107 omega   85.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000  150.0000 26

108 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000   90.0000 26

109 omega   88.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   64.0000  150.0000 90

110 omega   40.00   66.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -79.0000  161.0000 26

111 omega   85.00  124.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000   60.0000 39

112 omega   86.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000  -60.0000 25

113 omega   42.00  136.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -80.0000   15.0000 94

114 omega   86.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000  -90.0000 25

115 omega   85.00  112.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000   90.0000 27

116 omega   85.00  118.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000    0.0000 33

117 omega   86.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000 -180.0000 25

118 omega  120.00  160.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000 -150.0000 40

119 omega   85.00  116.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   38.0000 -150.0000 31

120 omega  152.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000 -150.0000 26

121 omega   81.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000 -150.0000 26

122 omega  142.00  168.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000   30.0000 26

123 omega   81.00  108.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000   30.0000 27

124 omega   81.00  177.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000  -90.0000 96

125 omega   78.00  108.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   25.0000  150.0000 30

126 omega   96.00  123.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   25.0000 -180.0000 27

127 omega  125.00  160.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000  120.0000 35

128 omega   77.00  104.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   25.0000  120.0000 27

129 omega   77.00  116.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   25.0000    0.0000 39

130 omega   81.00  107.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592   77.0000  120.0000 26

131 omega   76.00  141.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      110.8592  -80.0000  110.0000 65

;
_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      0.0870260000
_diffrn_orient_matrix_UB_12      0.0694232000
_diffrn_orient_matrix_UB_13      0.0033513000
_diffrn_orient_matrix_UB_21      0.0854418000
_diffrn_orient_matrix_UB_22      -0.0808770000
_diffrn_orient_matrix_UB_23      -0.0082995000
_diffrn_orient_matrix_UB_31      0.0369330000
_diffrn_orient_matrix_UB_32      0.0357043000
_diffrn_orient_matrix_UB_33      -0.0895668000
_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  0.0633
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            70071
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.463
_diffrn_reflns_theta_min         3.646
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.943
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.2260
_exptl_crystal_size_mid          0.1324
_exptl_crystal_size_min          0.0274
_refine_diff_density_max         1.610
_refine_diff_density_min         -1.346
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     799
_refine_ls_number_reflns         11845
_refine_ls_number_restraints     105
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0689
_refine_ls_R_factor_gt           0.0598
_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^)+(0.0665P)^2^+5.5767P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1453
_refine_ls_wR_factor_ref         0.1518
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10293
_reflns_number_total             11845
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om400711d_si_002.cif
_cod_data_source_block           ga_ak35a
_cod_original_cell_volume        3081.74(14)
_cod_database_code               4081437
_audit_block_refno               1542
_audit_block_usercomment         'AK_BG034, irregular, light 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. Uiso/Uaniso restraints and constraints
Uanis(F34) \\sim Ueq, Uanis(F36) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
3. Same fragment restrains
{C37, F11, F12, F13}
as
{C38, F14, F15, F16}
{C37, F11, F12, F13}
{C48, F24, F25, F26}
as
{C47, F21, F22, F23}
{C37, F11, F12, F13}
as
{C48, F24, F25, F26}
{C37, F11, F12, F13}
as
{C57, F31, F32, F33}
{C37, F11, F12, F13}
as
{C67, F41, F42, F43}
{C37, F11, F12, F13}
as
{C68, F44, F45, F46}
4.a Ternary CH refined with riding coordinates:
 C15(H15), C3(H3), C6(H6), C9(H9), C12(H12)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B)
4.c 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)
4.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), 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), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C)
;
_shelx_estimated_absorpt_t_max   0.909
_shelx_estimated_absorpt_t_min   0.734
_shelx_hkl_checksum              29161
_cell_oxdiff_length_a            12.7961(3)
_cell_oxdiff_length_b            14.0864(3)
_cell_oxdiff_length_c            18.5902(5)
_cell_oxdiff_angle_alpha         76.759(2)
_cell_oxdiff_angle_beta          70.954(2)
_cell_oxdiff_angle_gamma         87.373(2)
_cell_oxdiff_volume              3081.74(13)
_cell_oxdiff_measurement_reflns_used 22691
_reflns_odcompleteness_completeness 98.53
_reflns_odcompleteness_theta     66.97
_reflns_odcompleteness_iscentric 1