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_4088817
_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         'C41 H46 N4 Ni S2'
_chemical_formula_sum            'C41 H46 N4 Ni S2'
_chemical_formula_weight         717.65
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 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                 92.0206(12)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.2844(3)
_cell_length_b                   12.13298(17)
_cell_length_c                   29.3618(3)
_cell_measurement_reflns_used    12227
_cell_measurement_temperature    123(1)
_cell_measurement_theta_max      66.5000
_cell_measurement_theta_min      4.1840
_cell_volume                     7577.77(17)
_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 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details
;
  1 omega   -8.00   68.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.5337  -38.0000  -30.0000 76

  2 omega   86.00  117.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -93.0000   23.0382 31

  3 omega   36.00  126.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000   90.0000 90

  4 omega   66.00  168.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000   90.0000 102

  5 omega  120.00  146.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000   60.0000 26

  6 omega   73.00  102.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  125.0000   60.0000 29

  7 omega   80.00  157.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   61.0000 -150.0000 77

  8 omega   22.00   95.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000 -125.0000  -60.0000 73

  9 omega   12.00   72.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -93.0000   23.0382 60

 10 omega   10.00  118.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -92.0000  -65.9161 108

 11 omega    0.00   82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.5337  -19.0000 -180.0000 82

 12 omega -127.00 -100.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5337 -174.0000  -70.0000 27

 13 omega -115.00  -12.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.5337  -57.0000  -30.0000 103

 14 omega   12.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.5337   57.0000 -180.0000 103

 15 omega   63.00  114.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   30.0000  -30.0000 51
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0006653000
_diffrn_orient_matrix_UB_12      0.1159917000
_diffrn_orient_matrix_UB_13      -0.0213710000
_diffrn_orient_matrix_UB_21      0.0160544000
_diffrn_orient_matrix_UB_22      0.0506177000
_diffrn_orient_matrix_UB_23      0.0471140000
_diffrn_orient_matrix_UB_31      0.0705982000
_diffrn_orient_matrix_UB_32      -0.0104644000
_diffrn_orient_matrix_UB_33      -0.0089995000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_unetI/netI     0.0371
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            23026
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.637
_diffrn_reflns_theta_min         4.433
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.017
_exptl_absorpt_correction_T_max  0.744
_exptl_absorpt_correction_T_min  0.461
_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            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_description       block
_exptl_crystal_F_000             3040
_exptl_crystal_size_max          0.8135
_exptl_crystal_size_mid          0.3574
_exptl_crystal_size_min          0.1914
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.049
_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     441
_refine_ls_number_reflns         6659
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0440P)^2^+7.7621P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0966
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5917
_reflns_number_total             6659
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om6b00473_si_006.cif
_cod_data_source_block           mc
_cod_database_code               4088817
_chemical_oxdiff_formula         'C41 H46 N4 Ni S2'
_reflns_odcompleteness_completeness 98.22
_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:
 C39(H39), C36(H36), C27(H27), C24(H24)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C10(H10), C11(H11), C7(H7), C13(H13), C15(H15), C9(H9),
 C14(H14), C16(H16), C20(H20), C8(H8), C32(H32), C34(H34), C33(H33), C17(H17),
 C22(H22), C21(H21)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C29(H29A,H29B,H29C), C25(H25A,H25B,H25C), C28(H28A,H28B,
 H28C), C40(H40A,H40B,H40C), C38(H38A,H38B,H38C), C37(H37A,H37B,H37C), C41(H41A,
 H41B,H41C)
;
_shelx_res_checksum              53895
_shelx_hkl_checksum              56912
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'