Reaction of Phenyl Iso(thio)cyanate with N-Heterocyclic Carbene-Supported Nickel Complexes: Formation of Nickelacycles
Pelties, Stefan; Wolf, Robert; Organometallics 35 (2016) 2722–; doi:10.1021/acs.organomet.6b00473

data_4088818
_publ_section_title
;
 Reaction of Phenyl Iso(thio)cyanate with N-Heterocyclic Carbene-Supported
 Nickel Complexes: Formation of Nickelacycles
;
_journal_issue                   16
_journal_name_full               Organometallics
_journal_page_first              2722
_journal_paper_doi               10.1021/acs.organomet.6b00473
_journal_volume                  35
_journal_year                    2016
_chemical_formula_moiety         'C37 H46 N2 Ni'
_chemical_formula_sum            'C37 H46 N2 Ni'
_chemical_formula_weight         577.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2016-05-10
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.3793(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.32832(18)
_cell_length_b                   19.6066(3)
_cell_length_c                   15.8877(3)
_cell_measurement_reflns_used    9691
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      66.5260
_cell_measurement_theta_min      4.7800
_cell_volume                     3182.97(10)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2548
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
  1 omega   17.00   99.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       41.2837   38.0000   30.0000 82

  2 omega   80.00  156.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  111.0000   90.0000 76

  3 omega  143.00  171.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000  -60.0000 28

  4 omega  142.00  168.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000  -90.0000 26

  5 omega   78.00  121.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -61.0000 -180.0000 43

  6 omega   73.00  141.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -18.0000  -59.2927 68

  7 omega   68.00  113.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000  -60.0000 45

  8 omega   63.00   96.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000  -90.0000 33

  9 omega   24.00   49.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -61.0000 -180.0000 25

 10 omega   -2.00   96.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       41.2837 -125.0000 -120.0000 98

 11 omega   33.00   96.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000    0.0000 63

 12 omega   33.00   80.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -95.0000   90.0000 47

 13 omega   30.00   77.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000   60.0000 47

 14 omega   23.00   63.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -30.0000   60.0000 40

 15 omega   21.00   73.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000    0.0000 52

 16 omega   12.00   50.00   1.0000   14.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -18.0000  -59.2927 38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.1317350000
_diffrn_orient_matrix_UB_12      0.0298426000
_diffrn_orient_matrix_UB_13      -0.0171264000
_diffrn_orient_matrix_UB_21      -0.0222074000
_diffrn_orient_matrix_UB_22      0.0631429000
_diffrn_orient_matrix_UB_23      0.0537720000
_diffrn_orient_matrix_UB_31      0.0698348000
_diffrn_orient_matrix_UB_32      -0.0360279000
_diffrn_orient_matrix_UB_33      0.0801261000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15944
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.751
_diffrn_reflns_theta_min         3.604
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.063
_exptl_absorpt_correction_T_max  0.836
_exptl_absorpt_correction_T_min  0.783
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.3672
_exptl_crystal_size_mid          0.3136
_exptl_crystal_size_min          0.2458
_refine_diff_density_max         0.840
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.142
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         5595
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.142
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0526
_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^)+(0.0608P)^2^+3.0658P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1416
_refine_ls_wR_factor_ref         0.1437
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5216
_reflns_number_total             5595
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om6b00473_si_006.cif
_cod_data_source_block           mp
_cod_original_cell_volume        3182.98(9)
_cod_database_code               4088818
_chemical_oxdiff_formula         'C37 H64 N2 Ni1'
_reflns_odcompleteness_completeness 98.20
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C32(H32), C9(H9), C20(H20), C23(H23), C35(H35)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C28(H28), C16(H16), C13(H13), C12(H12), C30(H30), C17(H17),
 C11(H11), C10(H10), C18(H18), C4(H4), C29(H29), C8(H8), C5(H5), C7(H7), C6(H6)
2.c Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C21(H21A,H21B,H21C), C25(H25A,H25B,H25C), C33(H33A,H33B,
 H33C), C24(H24A,H24B,H24C), C22(H22A,H22B,H22C), C37(H37A,H37B,H37C), C36(H36A,
 H36B,H36C)
;
_shelx_res_checksum              85928
_shelx_hkl_checksum              79009
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'