Rigid, Sterically Diverse N-Heterocyclic Carbene-Pyridine Chelates: Synthesis, Mild Palladation, and Palladium-Catalyzed Allylic Substitution
Chianese, Anthony R.; Bremer, Paul T.; Wong, Christina; Reynes, Rae Julienne; Organometallics 28 (2009) 5244–; doi:10.1021/om900554c

data_4070003
_publ_section_title
;
 Rigid, Sterically Diverse N-Heterocyclic Carbene-Pyridine Chelates:
 Synthesis, Mild Palladation, and Palladium-Catalyzed Allylic Substitution
;
_journal_issue                   17
_journal_name_full               Organometallics
_journal_page_first              5244
_journal_paper_doi               10.1021/om900554c
_journal_volume                  28
_journal_year                    2009
_chemical_formula_moiety         'C43 H54.00 Cl2 F6.00 N3 P1.00 Pd1'
_chemical_formula_sum            'C43 H54 Cl2 F6 N3 P Pd'
_chemical_formula_weight         935.19
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             09-02-15
_audit_creation_method           CRYSTALS_ver_12.86
_cell_angle_alpha                77.940(2)
_cell_angle_beta                 71.658(2)
_cell_angle_gamma                64.584(3)
_cell_formula_units_Z            2.00000
_cell_length_a                   12.2658(3)
_cell_length_b                   13.8422(4)
_cell_length_c                   14.8718(3)
_cell_measurement_reflns_used    28618
_cell_measurement_temperature    110
_cell_measurement_theta_max      29.3064
_cell_measurement_theta_min      3.4258
_cell_volume                     2156.72(11)
_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
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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 0.993
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measurement_details
;
  1 omega  -14.00   39.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395  -45.0000    0.0000    0.0000    0.0000 53

  2 omega  -16.00   37.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   45.0000  180.0000    0.0000    0.0000 53

  3 omega   33.00   86.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   45.0000  300.0000    0.0000    0.0000 53

  4 omega  -16.00   37.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   45.0000   60.0000    0.0000    0.0000 53

  5 omega  -21.00   35.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   69.0000  320.0000    0.0000    0.0000 56

  6 omega   33.00   86.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   45.0000  240.0000    0.0000    0.0000 53

  7 omega  -16.00   37.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   45.0000   30.0000    0.0000    0.0000 53

  8 omega  -21.00   35.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   69.0000  158.0000    0.0000    0.0000 56

  9 omega   10.00   63.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -11.9208   45.0000   30.0000    0.0000    0.0000 53

 10 omega -101.00   77.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -      -11.9208    0.0000  240.0000    0.0000    0.0000 178

 11 omega  -78.00  -34.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395    0.0000   30.0000    0.0000    0.0000 44

;
_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      0.0117563620
_diffrn_orient_matrix_UB_12      -0.0542204122
_diffrn_orient_matrix_UB_13      -0.0021817044
_diffrn_orient_matrix_UB_21      0.0644402052
_diffrn_orient_matrix_UB_22      -0.0142662225
_diffrn_orient_matrix_UB_23      -0.0056604978
_diffrn_orient_matrix_UB_31      -0.0091714264
_diffrn_orient_matrix_UB_32      -0.0089732890
_diffrn_orient_matrix_UB_33      0.0500001527
_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  0.0309
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            39463
_diffrn_reflns_theta_full        25.027
_diffrn_reflns_theta_max         29.3064
_diffrn_reflns_theta_min         3.4258
_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    0.648
_exptl_absorpt_correction_T_max  0.895
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_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            colorless
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.5247
_exptl_crystal_size_mid          0.2434
_exptl_crystal_size_min          0.2081
_refine_diff_density_max         4.48
_refine_diff_density_min         -2.61
_refine_ls_extinction_method     None
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_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     597
_refine_ls_number_reflns         10653
_refine_ls_number_restraints     208
_refine_ls_R_factor_all          0.0736
_refine_ls_R_factor_gt           0.0679
_refine_ls_shift/su_max          0.008806
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.08P)^2^ +15.50P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_gt          0.1873
_refine_ls_wR_factor_ref         0.1897
_reflns_limit_h_max              16
_reflns_limit_h_min              -15
_reflns_limit_k_max              19
_reflns_limit_k_min              -17
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_reflns_limit_l_min              0
_reflns_number_gt                9545
_reflns_number_total             1348
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   2.24
_oxford_diffrn_Wilson_scale      0.09
_oxford_refine_ls_r_factor_ref   0.0736
_oxford_refine_ls_scale          4.08(6)
_oxford_reflns_number_all        10653
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_oxford_structure_analysis_title '20081226 CIPRNIPRPDALLYL_FACES_FINAL in P-1'
_cod_data_source_file            om900554c_si_002.cif
_cod_data_source_block           arc03
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        2156.71(9)
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C43 H54.00 Cl2 F6.00 N3 P1.00 Pd1'
_cod_database_code               4070003