A Readily Accessible Chiral NNN Pincer Ligand with a Pyrrole Backbone and Its Ni(II) Chemistry: Syntheses, Structural Chemistry, and Bond Activations.
Wenz, Jan; Kochan, Alexander; Wadepohl, Hubert; Gade, Lutz H.; Inorganic chemistry 56 (2017) 3631–3643; doi:10.1021/acs.inorgchem.7b00077

data_4345577
_publ_section_title
;
 A Readily Accessible Chiral NNN Pincer Ligand with a Pyrrole Backbone and
 Its Ni(II) Chemistry: Syntheses, Structural Chemistry, and Bond
 Activations.
;
_journal_issue                   6
_journal_name_full               'Inorganic chemistry'
_journal_page_first              3631
_journal_page_last               3643
_journal_paper_doi               10.1021/acs.inorgchem.7b00077
_journal_volume                  56
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C28 H30 Cl N3 Ni O2, 0.5(C7 H8)'
_chemical_formula_sum            'C31.5 H34 Cl N3 Ni O2'
_chemical_formula_weight         580.77
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_jw11
_audit_creation_date
;
'Wed Jul 08 12:36:14 2015'
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_audit_creation_method
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Olex2 1.2
(compiled Nov 22 2016 12:06:14 for OlexSys, GUI svn.r5269)
;
_audit_update_record
'16.12.2016 11:04:29 CET UTC+01:00  encif 1.62'
_cell_angle_alpha                90
_cell_angle_beta                 118.1501(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.50564(11)
_cell_length_b                   15.06675(7)
_cell_length_c                   15.05287(13)
_cell_measurement_reflns_used    59753
_cell_measurement_temperature    120(1)
_cell_measurement_theta_max      70.9190
_cell_measurement_theta_min      4.4310
_cell_volume                     2900.71(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material
'encif (Wadepohl, 2009-16); encifer 1.5.2 (CCDC, 2016)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2014 (Giacovazzo et al., 2014)'
_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 0.9996
_diffrn_measured_fraction_theta_max 0.9862
_diffrn_measurement_details
;
  1 omega    4.00   42.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -19.0000 -180.0000 38

  2 omega   23.00   69.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000  -90.0000 46

  3 phi     43.00   89.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
   0.0000    0.0000   40.0000     -     46

  4 omega  -70.00  -34.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -19.0000 -180.0000 36

  5 omega  -29.00   21.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000 -180.0000 50

  6 omega  -31.00   -2.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -19.0000 -180.0000 29

  7 omega   28.00   68.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000 -180.0000 40

  8 phi      0.00   35.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
   0.0000    0.0000   40.0000     -     35

  9 omega  -70.00  -33.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000  120.0000 37

 10 omega  -24.00   24.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000  120.0000 48

 11 omega  -36.00   -4.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0000  125.0000  -81.7466 32

 12 omega  -24.00    8.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       22.0000  110.0000  173.7214 32

 13 omega  -11.00   14.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       34.0000  105.0000 -166.1140 25

 14 omega    5.00   30.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   90.0000 -158.7544 25

 15 omega    5.00   30.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   90.0000  105.6190 25

 16 omega    5.00   30.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       42.0000   89.0000  -19.0898 25

 17 omega   13.00   38.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   83.0000   51.0444 25

 18 omega   12.00   37.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   84.0000   32.5225 25

 19 omega   12.00   37.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   84.0000   86.9075 25

 20 omega   13.00   41.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   82.0000 -103.3578 28

 21 omega   18.00   43.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   81.0000   26.1660 25

 22 omega   19.00   44.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000 -175.8744 25

 23 omega   17.00   43.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   82.0000  120.1881 26

 24 omega   17.00   42.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   82.0000  148.3410 25

 25 omega   18.00   43.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   81.0000  -46.9417 25

 26 omega   25.00   53.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   -5.2033 28

 27 omega   23.00   49.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000 -180.0000 26

 28 omega  -16.00   83.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -77.0000  -60.0000 99

 29 omega  -15.00   83.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -77.0000 -180.0000 98

 30 omega   26.00   51.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000 -135.1696 25

 31 omega   25.00   51.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  -30.0000 26

 32 omega   28.00   54.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   30.0000 26

 33 omega   24.00   92.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  120.0000 68

 34 omega   25.00   51.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   95.2630 26

 35 omega   26.00   51.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  -60.0000 25

 36 omega   27.00   53.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  -90.0000 26

 37 omega   28.00   54.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000 -120.0000 26

 38 omega   24.00   50.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  120.0000 26

 39 omega   25.00   52.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000 -150.0000 27

 40 omega  100.00  126.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000 -107.3094 26

 41 omega   30.00   56.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000 -107.3094 26

 42 omega   29.00   63.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   10.1933 34

 43 omega   29.00   56.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000 -166.5510 27

 44 omega   31.00   59.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  143.8663 28

 45 omega   33.00   59.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  -12.8173 26

 46 omega   34.00   60.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  -36.1776 26

 47 omega   30.00   55.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000   72.7138 25

 48 omega   30.00   61.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  -45.8839 31

 49 omega   32.00   58.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   77.0000   38.6572 26

 50 omega   43.00   95.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   60.0000  106.5269 52

 51 omega   33.00   82.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   75.0000 -170.1742 49

 52 omega   33.00   62.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   76.0000  -86.5331 29

 53 omega   82.00  123.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   65.0000 -117.2325 41

 54 omega   42.00   74.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   65.0000 -117.2325 32

 55 omega   38.00   64.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   77.0000  -10.1960 26

 56 omega   36.00   62.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   77.0000  122.0446 26

 57 omega   50.00   78.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   67.0000   57.9995 28

 58 omega   42.00   78.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   74.0000 -162.6446 36

 59 omega   42.00   68.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   76.0000  -94.4593 26

 60 omega   42.00   68.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   74.0000  171.5039 26

 61 omega   96.00  122.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   70.0000  -60.0460 26

 62 omega   52.00   84.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   50.0000   98.4336 32

 63 omega   95.00  127.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   75.0000 -162.7796 32

 64 omega   48.00   91.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   70.0000  -60.0460 43

 65 omega   51.00   80.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   67.0000  -19.5723 29

 66 omega   45.00   90.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   75.0000 -162.7796 45

 67 omega   55.00   86.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   55.0000   42.0021 31

 68 omega   52.00   81.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   63.0000   10.4934 29

 69 omega   53.00  103.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   56.0000   98.1459 50

 70 omega   56.00   89.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   62.0000  154.1360 33

 71 omega   61.00   87.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   55.0000  131.5038 26

 72 omega   54.00  146.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   67.0000  -95.0069 92

 73 omega   55.00  131.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   68.0000 -135.9696 76

 74 omega   60.00  100.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   61.0000  -20.3907 40

 75 omega   56.00   82.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   72.0000 -149.7534 26

 76 omega   63.00  136.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   58.0000   42.0089 73

 77 omega   60.00  156.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   74.0000  146.4627 96

 78 omega   58.00   83.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   76.0000   83.2876 25

 79 omega   76.00  109.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   63.0000   59.9782 33

 80 omega   72.00   97.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   62.0000   56.6617 25

 81 omega   73.00  109.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   52.0000 -156.0227 36

 82 omega   74.00  100.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       94.0000   50.0000  122.7241 26

 83 omega   76.00  102.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   61.0000  111.4507 26

 84 omega   68.00  119.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   77.0000   -8.2516 51

 85 omega   68.00  102.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   77.0000  118.5474 34

 86 omega   69.00  106.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       98.0000   75.0000  -37.6913 37

 87 omega   85.00  156.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -90.0000 71

 88 omega  119.00  145.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -92.0000 -180.0000 26

 89 omega   68.00   94.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -92.0000 -180.0000 26

 90 omega   36.00   92.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   60.0000 56

 91 omega   85.00  164.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -30.0000 79

 92 omega   83.00  109.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -90.0000 26

 93 omega   89.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   62.0000   83.8560 25

 94 omega   90.00  162.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  120.0000 72

 95 omega   86.00  163.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   90.0000 77

 96 omega   88.00  172.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -30.0000 84

 97 omega   39.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000 -120.0000 64

 98 omega   83.00  108.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -60.0000 25

 99 omega   87.00  174.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   60.0000 87

100 omega   88.00  114.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -120.0000 26

101 omega   85.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -150.0000 26

102 omega  138.00  172.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 34

103 omega   78.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 25

104 omega   86.00  125.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  150.0000 39

105 omega   78.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   90.0000 25

106 omega   78.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   30.0000 25

107 omega   47.00  113.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   90.0000 66

108 omega   46.00  116.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -90.0000 70

109 omega   78.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -180.0000 25

110 omega   78.00  104.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  120.0000 26

111 omega  145.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 33

112 omega   79.00  105.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -90.0000 26

113 omega   79.00  178.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000    0.0000 99

114 omega   78.00  170.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -150.0000 92

115 omega   78.00  104.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 26

116 omega  114.00  158.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000  -90.0000 44

117 omega  138.00  164.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 26

118 omega   84.00  159.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   38.0000   60.0000 75

119 omega   78.00  104.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000 -120.0000 26

120 omega   78.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -30.0000 25

121 omega   78.00  103.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 25

122 omega   38.00  138.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000   90.0000 100

123 omega  145.00  175.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   30.0000 30

124 omega   85.00  110.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000   30.0000 25

125 omega   85.00  111.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000  -60.0000 26

126 omega   86.00  174.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   64.0000 -180.0000 88

127 omega   62.00  145.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000   90.0000 83

128 omega  -26.00   72.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000  150.0000 98

129 omega  -26.00   72.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000  -60.0000 98

130 omega  -70.00   30.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000  -90.0000 100

131 omega  -21.00   69.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000   90.0000 90

132 omega  -69.00   21.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000 -120.0000 90

133 omega  -70.00   30.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -77.0000 -120.0000 100

134 omega  -21.00   69.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000 -120.0000 90

135 omega  -72.00   26.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000   90.0000 98

136 omega  -26.00   72.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   38.0000   60.0000 98

137 omega  -72.00   26.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -38.0000 -120.0000 98

138 omega   -9.00   18.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       34.0000  102.0000   15.0255 27

139 omega   12.00   38.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   84.0000 -114.7140 26

140 omega   12.00   38.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   84.0000   86.9075 26

141 omega   19.00   47.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000 -175.8744 28

142 omega   17.00   45.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   82.0000  148.3410 28

143 omega   18.00   46.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   81.0000   26.1660 28

144 omega   17.00   45.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   82.0000  -80.9421 28

145 omega   18.00   46.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   81.0000  -46.9417 28

146 omega  -15.00   75.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000    0.0000 90

147 omega  -18.00   80.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -38.0000  150.0000 98

148 omega   23.00  111.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000  -30.0000 88

149 omega   24.00  124.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000   90.0000 100

150 omega   24.00  124.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   77.0000  120.0000 100

151 omega    1.00   96.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -99.0000  150.0000 95

152 omega   29.00  128.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000 -107.3094 99

153 omega   29.00  128.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000  143.8663 99

154 omega   29.00  128.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000   10.1933 99

155 omega   28.00  128.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000  -36.1776 100

156 omega   41.00  130.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   60.0000  106.5269 89

157 omega   33.00  132.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   76.0000  -86.5331 99

158 omega   36.00  136.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   77.0000  122.0446 100

159 omega   36.00  127.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   77.0000  -10.1960 91

160 omega   46.00  138.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   67.0000   57.9995 92

161 omega   42.00  140.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   74.0000  171.5039 98

162 omega   41.00  140.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   76.0000  -94.4593 99

163 omega   48.00  143.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   70.0000  -60.0460 95

164 omega   48.00  146.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   37.0000   31.2721 98

165 omega   52.00  142.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   63.0000   10.4934 90

166 omega   50.00  142.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   67.0000  -19.5723 92

167 omega   53.00  143.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   56.0000   98.1459 90

168 omega   45.00  144.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   75.0000 -162.7796 99

169 omega   53.00  143.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   55.0000   42.0021 90

170 omega   54.00  146.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   68.0000 -135.9696 92

171 omega   57.00  147.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   55.0000  131.5038 90

172 omega   54.00  146.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   67.0000  -95.0069 92

173 omega   56.00  146.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   62.0000  154.1360 90

174 omega   55.00  149.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   47.0000  137.9172 94

175 omega   56.00  148.00   1.0000    6.0000
omega____ theta____ kappa____ phi______ frames
    -       78.0000   49.0000  100.5992 92

;
_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      -0.1191421000
_diffrn_orient_matrix_UB_12      -0.0034033000
_diffrn_orient_matrix_UB_13      -0.0395435000
_diffrn_orient_matrix_UB_21      -0.0069672000
_diffrn_orient_matrix_UB_22      0.1005204000
_diffrn_orient_matrix_UB_23      -0.0209159000
_diffrn_orient_matrix_UB_31      -0.0162070000
_diffrn_orient_matrix_UB_32      -0.0184911000
_diffrn_orient_matrix_UB_33      -0.1070894000
_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  0.0460
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            115639
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.159
_diffrn_reflns_theta_min         3.456
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.066
_exptl_absorpt_correction_T_max  0.915
_exptl_absorpt_correction_T_min  0.802
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Numerical absorption correction based on gaussian integration over
 a multifaceted crystal model (Busing & Levy, 1957).
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark orange'
_exptl_crystal_density_diffrn    1.330
_exptl_crystal_description       needle
_exptl_crystal_F_000             1220
_exptl_crystal_size_max          0.128
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.049
_refine_diff_density_max         0.157
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details
;
 Flack x determined using 4914 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.002(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     775
_refine_ls_number_reflns         11099
_refine_ls_number_restraints     175
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0238
_refine_ls_R_factor_gt           0.0226
_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^)+(0.0272P)^2^+0.5421P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0534
_refine_ls_wR_factor_ref         0.0538
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                10781
_reflns_number_total             11099
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ic7b00077_si_002.cif
_cod_data_source_block           ga_jw11
_cod_original_cell_volume        2900.71(4)
_cod_original_formula_sum        'C31.50 H34 Cl N3 Ni O2'
_cod_database_code               4345577
_audit_block_refno               2479
_audit_block_usercomment         'jw0235b needle orange'
_chemical_oxdiff_formula         'C31.5 H34 Cl1 N3 Ni1 O2'
_chemical_oxdiff_usercomment     'jw0235b needle orange'
_shelx_estimated_absorpt_t_max   0.820
_shelx_estimated_absorpt_t_min   0.820
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_shelxl_version_number           2016/6
_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
 C81A-C87A \\sim C81B-C87B
 with sigma of 0.01
 C87A-C82A \\sim C87A-C86A \\sim C87B-C82B \\sim C87B-C86B
 with sigma of 0.02
 C1-C19A \\sim C1-C19B
 with sigma of 0.01
3. Restrained atomic chiral volume
 C19A
 fixed at 0 with sigma of 0.1
 C19B
 fixed at 0 with sigma of 0.1
 C81A
 fixed at 0 with sigma of 0.1
 C81B
 fixed at 0 with sigma of 0.1
4. Rigid body (RIGU) restrains
 C19A, C20A, C21A, C22A, C23A, C24A, C19B, C20B, C21B, C22B, C23B, C24B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C81A, C82A, C83A, C84A, C85A, C86A, C87A, C81B, C82B, C83B, C84B, C85B, C86B,
 C87B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(H1B)=Sof(C19B)=Sof(C20B)=Sof(H20B)=Sof(C21B)=Sof(H21B)=Sof(C22B)=
 Sof(H22B)=Sof(C23B)=Sof(H23B)=Sof(C24B)=Sof(H24B)=1-FVAR(1)
 Sof(H1A)=Sof(C19A)=Sof(C20A)=Sof(H20A)=Sof(C21A)=Sof(H21A)=Sof(C22A)=
 Sof(H22A)=Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(H24A)=FVAR(1)
 Sof(C81B)=Sof(C82B)=Sof(H82B)=Sof(C83B)=Sof(H83B)=Sof(C84B)=Sof(H84B)=
 Sof(C85B)=Sof(H85B)=Sof(C86B)=Sof(H86B)=Sof(C87B)=Sof(H87D)=Sof(H87E)=
 Sof(H87F)=1-FVAR(2)
 Sof(C81A)=Sof(C82A)=Sof(H82A)=Sof(C83A)=Sof(H83A)=Sof(C84A)=Sof(H84A)=
 Sof(C85A)=Sof(H85A)=Sof(C86A)=Sof(H86A)=Sof(C87A)=Sof(H87A)=Sof(H87B)=
 Sof(H87C)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C1(H1A), C1(H1B), C12(H12), C51(H51), C62(H62)
6.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C11(H11A,H11B), C52(H52A,H52B), C61(H61A,H61B)
6.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C14(H14), C15(H15), C16(H16), C17(H17), C18(H18), C20A(H20A),
 C21A(H21A), C22A(H22A), C23A(H23A), C24A(H24A), C20B(H20B), C21B(H21B),
 C22B(H22B), C23B(H23B), C24B(H24B), C56(H56), C57(H57), C64(H64), C65(H65),
 C66(H66), C67(H67), C68(H68), C70(H70), C71(H71), C72(H72), C73(H73), C74(H74),
  C82A(H82A), C83A(H83A), C84A(H84A), C85A(H85A), C86A(H86A), C82B(H82B),
 C83B(H83B), C84B(H84B), C85B(H85B), C86B(H86B)
6.d Fitted hexagon refined as free rotating group:
 C19A(C20A,C21A,C22A,C23A,C24A), C19B(C20B,C21B,C22B,C23B,C24B), C81A(C82A,
 C83A,C84A,C85A,C86A), C81B(C82B,C83B,C84B,C85B,C86B)
6.e Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C75(H75A,H75B,H75C), C76(H76A,H76B,H76C), C77(H77A,H77B,H77C), C78(H78A,
 H78B,H78C), C87A(H87A,H87B,H87C), C87B(H87D,H87E,H87F)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_res_checksum              73785
_cell_oxdiff_length_a            14.5057(3)
_cell_oxdiff_length_b            15.0646(3)
_cell_oxdiff_length_c            15.0536(3)
_cell_oxdiff_angle_alpha         90.0554(15)
_cell_oxdiff_angle_beta          118.1408(19)
_cell_oxdiff_angle_gamma         89.9936(14)
_cell_oxdiff_volume              2900.71(9)
_cell_oxdiff_measurement_reflns_used 59753