Achiral and Chiral PNP-Pincer Ligands with a Carbazole Backbone: Coordination Chemistry with d8 Transition Metals
Nora Grüger; Lara-Isabel Rodríguez; Hubert Wadepohl; Lutz H. Gade; Inorganic Chemistry 52 (2013) 2050–2059; doi:10.1021/ic302454n

data_4333888
_publ_section_title
;
 Achiral and Chiral PNP-Pincer Ligands with a Carbazole Backbone:
 Coordination Chemistry with d8 Transition Metals
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2050
_journal_page_last               2059
_journal_paper_doi               10.1021/ic302454n
_journal_volume                  52
_journal_year                    2013
_chemical_absolute_configuration ad
_chemical_formula_sum            'C61 H73 N Ni O2 P2'
_chemical_formula_weight         972.85
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_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     iterative
_atom_sites_solution_secondary   difmap
_audit_block_code                ga_ng13
_audit_creation_date
;
'Thu Sep 29 13:09:57 2011'
;
_audit_creation_method           SHELXL-97
_audit_update_record             'Mon Oct 29 17:39:12 CET 2012'
_cell_angle_alpha                90.00
_cell_angle_beta                 108.054(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.1320(2)
_cell_length_b                   19.6549(4)
_cell_length_c                   13.9636(4)
_cell_measurement_reflns_used    38717
_cell_measurement_temperature    99.9(4)
_cell_measurement_theta_max      71.9807
_cell_measurement_theta_min      4.0145
_cell_volume                     2643.85(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_publication_material
'encif (Wadepohl, 2012); encifer 1.4 (CCDC, 2011)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SUPERFLIP (Palatinus, 2007-2009)'
_diffrn_ambient_temperature      100(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9241
_diffrn_detector_type            'Agilent EOS'
_diffrn_measured_fraction_theta_full 0.961
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_details
;
  1 omega    3.00   29.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       26.0000   80.0000  139.0000 26

  2 omega  -56.00   25.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   57.0000  -60.0000 81

  3 omega  -26.00   25.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   50.0000   60.0000 51

  4 omega  -60.00   23.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   63.0000  150.0000 83

  5 phi    262.00  329.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
 -42.5000  -42.5000  -20.0000     -     67

  6 omega   14.00   39.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000  110.0000 25

  7 omega   19.00   44.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  130.0000 25

  8 omega   19.00   46.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000   23.0000 27

  9 omega   56.00  104.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   76.0000   48.0000 48

 10 omega   23.00   49.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000   61.0000 26

 11 omega   39.00  104.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.1171   74.0000  -72.0000 65

 12 omega   29.00  107.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   75.0000  148.0000 78

 13 omega   31.00   63.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   72.0000  121.0000 32

 14 omega   80.00  106.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000   60.0000 26

 15 phi      1.00   83.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
 110.2342  110.2342  -60.0000     -     82

 16 omega   81.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000 -150.0000 97

 17 omega   91.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000 -180.0000 87

 18 omega   88.00  177.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -90.0000 89

 19 omega   88.00  154.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   63.0000  120.0000 66

 20 omega   80.00  106.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000   90.0000 26

 21 phi    263.00  360.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
 110.2342  110.2342  -60.0000     -     97

 22 omega  144.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  120.0000 34

 23 omega   80.00  106.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  120.0000 26

 24 omega  150.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  150.0000 28

 25 omega   88.00  120.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   63.0000   60.0000 32

 26 omega   88.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   63.0000   90.0000 90

 27 omega  101.00  177.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -60.0000 76

 28 omega   89.00  114.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   50.0000  120.0000 25

 29 omega  151.00  177.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -30.0000 26

 30 omega   89.00  151.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   50.0000   90.0000 62

 31 omega   87.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000 -120.0000 91

 32 omega   92.00  118.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   50.0000   60.0000 26

 33 omega  131.00  157.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000   60.0000 26

 34 omega   88.00  167.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   63.0000  150.0000 79

 35 omega   80.00  106.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000   30.0000 26

 36 omega  -14.00   46.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0000   80.0000  -79.0000 60

 37 omega   -2.00   46.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       30.0000   80.0000    0.0000 48

 38 omega    2.00   46.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       34.0000   80.0000 -173.0000 44

 39 omega  -73.00   28.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   77.0000 -120.0000 101

 40 omega  -73.00   28.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   77.0000    0.0000 101

 41 phi      0.00  120.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
 -42.5000  -42.5000  -20.0000     -     120

 42 omega  -73.00   28.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   77.0000   90.0000 101

 43 omega  -73.00   28.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   77.0000 -180.0000 101

 44 omega   15.00   49.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   78.0000  -78.0000 34

 45 omega   14.00   46.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   80.0000   37.0000 32

 46 omega   15.00   47.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       46.0000   79.0000 -133.0000 32

 47 omega   18.00   46.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000  -16.0000 28

 48 omega   19.00   49.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000 -157.0000 30

 49 omega   18.00   46.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   80.0000   80.0000 28

 50 omega   19.00   49.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   78.0000 -115.0000 30

 51 omega   19.00   47.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000  153.0000 28

 52 omega   23.00   49.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   78.0000  -88.0000 26

 53 omega   34.00  124.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       55.1171   57.0000 -120.0000 90

 54 phi    120.00  240.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
  55.1171   55.1171  -60.0000     -     120

 55 omega   31.00  127.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   72.0000  121.0000 96

 56 omega   28.00  128.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   77.0000   37.0000 100

 57 omega   31.00  127.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   72.0000 -168.0000 96

 58 omega   30.00  128.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   74.0000  -87.0000 98

 59 omega   32.00  127.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   70.0000    5.0000 95

 60 omega   80.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -30.0000 98

 61 omega   88.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   50.0000   60.0000 90

 62 omega   88.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   50.0000 -180.0000 90

 63 phi    120.00  240.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
 110.2342  110.2342  -60.0000     -     120

 64 phi    240.00  360.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
 110.2342  110.2342   40.0000     -     120

 65 omega   80.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000 -120.0000 98

 66 omega   88.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   63.0000    0.0000 90

 67 omega   80.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000   90.0000 98

 68 phi    240.00  360.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
 110.2342  110.2342  -60.0000     -     120

 69 omega   80.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -90.0000 98

 70 omega   80.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000 -180.0000 98

 71 omega   80.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  -60.0000 98

 72 omega   80.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000    0.0000 98

 73 omega   80.00  155.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000   30.0000 75

 74 omega   80.00  178.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -      110.2342   77.0000  150.0000 98

;
_diffrn_measurement_device       '\k-geometry 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      -0.0542678000
_diffrn_orient_matrix_UB_12      -0.0115323000
_diffrn_orient_matrix_UB_13      0.0903050000
_diffrn_orient_matrix_UB_21      -0.0567149000
_diffrn_orient_matrix_UB_22      0.0732726000
_diffrn_orient_matrix_UB_23      -0.0107440000
_diffrn_orient_matrix_UB_31      -0.1393333000
_diffrn_orient_matrix_UB_32      -0.0253309000
_diffrn_orient_matrix_UB_33      -0.0720759000
_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  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0230
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            57008
_diffrn_reflns_theta_full        72.10
_diffrn_reflns_theta_max         72.10
_diffrn_reflns_theta_min         4.02
_diffrn_source                   'microfocus X-Ray tube'
_diffrn_source_type              'Agilent SuperNova (Cu) x-ray Source'
_exptl_absorpt_coefficient_mu    1.425
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89352
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1040
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.376
_refine_diff_density_min         -0.206
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.003(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     649
_refine_ls_number_reflns         9707
_refine_ls_number_restraints     31
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0274
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0436P)^2^+0.5886P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0712
_reflns_number_gt                9550
_reflns_number_total             9707
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic302454n_si_002_8.cif
_cod_data_source_block           complex_14
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4333888
_audit_block_refno               1335
_audit_block_usercomment         'yellow, 0.1x0.08x0.04 mm'
_cell_oxdiff_length_a            10.1320(2)
_cell_oxdiff_length_b            19.6549(4)
_cell_oxdiff_length_c            13.9636(4)
_cell_oxdiff_angle_alpha         89.9812(19)
_cell_oxdiff_angle_beta          108.054(2)
_cell_oxdiff_angle_gamma         90.0042(18)
_cell_oxdiff_volume              2643.85(11)
_cell_oxdiff_measurement_reflns_used 38717
_reflns_odcompleteness_completeness 96.91
_reflns_odcompleteness_theta     66.97
_reflns_odcompleteness_iscentric 1