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_4066126
_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         'C51 H58 Cl3 Ir1 N5'
_chemical_formula_sum            'C51 H58 Cl3 Ir N5'
_chemical_formula_weight         1039.63
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             10-02-28
_audit_creation_method           CRYSTALS_ver_12.86
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            4.00000
_cell_length_a                   18.6843(2)
_cell_length_b                   26.8186(3)
_cell_length_c                   9.11513(12)
_cell_measurement_reflns_used    14350
_cell_measurement_temperature    110
_cell_measurement_theta_max      29.4367
_cell_measurement_theta_min      3.7324
_cell_volume                     4567.47(9)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
;
_computing_data_collection
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
;
_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 0.996
_diffrn_measured_fraction_theta_max 0.884
_diffrn_measurement_details
;
  1 omega  -62.00   30.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -       11.1395  -37.0000 -150.0000 92

  2 omega  -82.00  -29.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.9208  -37.0000  -60.0000 53

  3 omega  -38.00   -2.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.9208   37.0000  120.0000 36

  4 omega  -41.00   -2.00   1.0000   90.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.9208   55.0000   13.0000 39

;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0674391954
_diffrn_orient_matrix_UB_12      -0.0133003234
_diffrn_orient_matrix_UB_13      -0.0093775001
_diffrn_orient_matrix_UB_21      0.0084453029
_diffrn_orient_matrix_UB_22      0.0213296722
_diffrn_orient_matrix_UB_23      -0.0217018256
_diffrn_orient_matrix_UB_31      0.0377923975
_diffrn_orient_matrix_UB_32      -0.0284535364
_diffrn_orient_matrix_UB_33      -0.0118964508
_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  0.0299
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            26510
_diffrn_reflns_theta_full        26.250
_diffrn_reflns_theta_max         29.4367
_diffrn_reflns_theta_min         3.7324
_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    3.139
_exptl_absorpt_correction_T_max  0.736
_exptl_absorpt_correction_T_min  0.675
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
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CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.41 (release 06-05-2009 CrysAlis171 .NET)
(compiled May  6 2009,17:20:42)
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    1.512
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2108.000
_exptl_crystal_size_max          0.1863
_exptl_crystal_size_mid          0.1264
_exptl_crystal_size_min          0.1253
_refine_diff_density_max         3.66
_refine_diff_density_min         -1.85
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9618
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         5735
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0435
_refine_ls_R_factor_gt           0.0328
_refine_ls_shift/su_max          0.002172
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.05P)^2^ +10.57P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0878
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0878
_reflns_limit_h_max              25
_reflns_limit_h_min              0
_reflns_limit_k_max              36
_reflns_limit_k_min              0
_reflns_limit_l_max              12
_reflns_limit_l_min              0
_reflns_number_gt                4723
_reflns_number_total             5735
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   1.25
_oxford_diffrn_Wilson_scale      2.27
_oxford_refine_ls_r_factor_ref   0.0435
_oxford_refine_ls_scale          0.7027(13)
_oxford_reflns_number_all        5735
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_cod_data_source_file            om100302g_si_002.cif
_cod_data_source_block           arc52
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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_cell_volume        4567.46(17)
_cod_original_sg_symbol_H-M      'P n m a '
_cod_original_formula_sum        'C51 H58 Cl3 Ir1 N5'
_cod_database_code               4066126