Iridium Complexes of CCC-Pincer N-Heterocyclic Carbene Ligands: Synthesis and Catalytic C−H Functionalization
Chianese, Anthony R.; Mo, Allen; Lampland, Nicole L.; Swartz, Raymond L.; Bremer, Paul T.; Organometallics 29 (2010) 3019–; doi:10.1021/om100302g

data_4066125
_publ_section_title
;
 Iridium Complexes of CCC-Pincer N-Heterocyclic Carbene Ligands: Synthesis
 and Catalytic C&#x2212;H Functionalization
;
_journal_issue                   13
_journal_name_full               Organometallics
_journal_page_first              3019
_journal_paper_doi               10.1021/om100302g
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C42 H40 Cl5 Ir1 N5'
_chemical_formula_sum            'C42 H40 Cl5 Ir N5'
_chemical_formula_weight         984.30
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             10-02-28
_audit_creation_method           CRYSTALS_ver_14.03
_cell_angle_alpha                90.0
_cell_angle_beta                 94.406(2)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4.00000
_cell_length_a                   12.8180(3)
_cell_length_b                   7.93105(16)
_cell_length_c                   39.8998(11)
_cell_measurement_reflns_used    12377
_cell_measurement_temperature    110
_cell_measurement_theta_max      29.2293
_cell_measurement_theta_min      3.3427
_cell_volume                     4044.23(17)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
;
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      110(2)
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 10.3533
_diffrn_detector_type            'Oxford Diffraction Ruby CCD'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.874
_diffrn_measurement_details
;
  1 omega  -23.00   90.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   77.0000  300.0000    0.0000    0.0000 113

  2 omega  -23.00   36.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   77.0000   90.0000    0.0000    0.0000 59

  3 omega  -23.00   90.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   77.0000  240.0000    0.0000    0.0000 113

  4 omega  -42.00  -15.00   1.0000   60.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -11.9208   77.0000   90.0000    0.0000    0.0000 27

;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R Ultra'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_orient_matrix_UB_11      0.0439999329
_diffrn_orient_matrix_UB_12      0.0541413786
_diffrn_orient_matrix_UB_13      0.0001954129
_diffrn_orient_matrix_UB_21      0.0085798244
_diffrn_orient_matrix_UB_22      -0.0107058734
_diffrn_orient_matrix_UB_23      0.0175788253
_diffrn_orient_matrix_UB_31      0.0325885960
_diffrn_orient_matrix_UB_32      -0.0701596966
_diffrn_orient_matrix_UB_33      -0.0025597406
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_sigmaI/netI    0.0960
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            32928
_diffrn_reflns_theta_full        26.094
_diffrn_reflns_theta_max         29.2293
_diffrn_reflns_theta_min         3.3427
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           40
_diffrn_source_voltage           50
_diffrn_standards_decay_%        <2%
_diffrn_standards_interval_count 50
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    3.663
_exptl_absorpt_correction_T_max  0.923
_exptl_absorpt_correction_T_min  0.678
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.29 (release 10-06-2008 CrysAlis171 .NET)
(compiled Jun 10 2008,16:49:55)
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)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             1956
_exptl_crystal_size_max          0.1366
_exptl_crystal_size_mid          0.1147
_exptl_crystal_size_min          0.0223
_refine_diff_density_max         2.51
_refine_diff_density_min         -4.56
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0328
_refine_ls_matrix_type           full
_refine_ls_number_parameters     478
_refine_ls_number_reflns         9670
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0378
_refine_ls_shift/su_max          0.0018459
_refine_ls_shift/su_mean         0.0963910
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.02P)^2^ + 0.00P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0642
_refine_ls_wR_factor_gt          0.0616
_refine_ls_wR_factor_ref         0.0642
_reflns_limit_h_max              17
_reflns_limit_h_min              -17
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              54
_reflns_limit_l_min              0
_reflns_number_gt                7185
_reflns_number_total             9671
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   1.00
_oxford_diffrn_Wilson_scale      7.09
_oxford_refine_ls_r_factor_ref   0.0625
_oxford_refine_ls_scale          0.5023(3)
_oxford_reflns_number_all        9670
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_cod_data_source_file            om100302g_si_002.cif
_cod_data_source_block           arc51
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_diffrn_radiation_probe' value 'X-ray' changed to
'x-ray' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_original_formula_sum        'C42 H40 Cl5 Ir1 N5'
_cod_database_code               4066125