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_4070004
_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         'C37 H44 F6 N3 P1 Pd1'
_chemical_formula_sum            'C37 H44 F6 N3 P Pd'
_chemical_formula_weight         782.14
_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                77.754(3)
_cell_angle_beta                 77.355(2)
_cell_angle_gamma                74.5178(19)
_cell_formula_units_Z            2.00000
_cell_length_a                   9.12141(15)
_cell_length_b                   13.1251(3)
_cell_length_c                   15.8828(5)
_cell_measurement_reflns_used    10805
_cell_measurement_temperature    110
_cell_measurement_theta_max      29.2299
_cell_measurement_theta_min      3.4431
_cell_volume                     1764.00(8)
_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 0.997
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measurement_details
;
  1 omega  -16.00   86.00   1.0000   10.5000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   45.0000  180.0000    0.0000    0.0000 102

  2 omega  -64.00  -10.00   1.0000   10.5000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395  -45.0000   60.0000    0.0000    0.0000 54

  3 omega  -14.00   38.00   1.0000   10.5000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395  -45.0000  330.0000    0.0000    0.0000 52

  4 omega  -16.00   81.00   1.0000   10.5000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   45.0000    0.0000    0.0000    0.0000 97

  5 omega  -14.00   27.00   1.0000   10.5000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   66.0000  279.0000    0.0000    0.0000 41

  6 omega   -7.00   35.00   1.0000   10.5000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
    -       11.1395   68.0000  105.0000    0.0000    0.0000 42

;
_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      -0.0112261615
_diffrn_orient_matrix_UB_12      0.0164943812
_diffrn_orient_matrix_UB_13      0.0410260508
_diffrn_orient_matrix_UB_21      -0.0219352773
_diffrn_orient_matrix_UB_22      0.0541919751
_diffrn_orient_matrix_UB_23      -0.0197729807
_diffrn_orient_matrix_UB_31      -0.0780691199
_diffrn_orient_matrix_UB_32      -0.0037988251
_diffrn_orient_matrix_UB_33      0.0080498895
_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  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0593
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            17970
_diffrn_reflns_theta_full        26.081
_diffrn_reflns_theta_max         29.2299
_diffrn_reflns_theta_min         3.4431
_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    0.633
_exptl_absorpt_correction_T_max  0.938
_exptl_absorpt_correction_T_min  0.823
_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            colorless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.4201
_exptl_crystal_size_mid          0.1756
_exptl_crystal_size_min          0.1098
_refine_diff_density_max         1.20
_refine_diff_density_min         -0.53
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0012
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     461
_refine_ls_number_reflns         8242
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0299
_refine_ls_shift/su_max          0.030895
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[\s^2^(F^2^) + ( 0.04P)^2^ + 0.01P] 
 ,where P=(max(Fo^2^,0) + 2Fc^2^)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0746
_refine_ls_wR_factor_gt          0.0729
_refine_ls_wR_factor_ref         0.0746
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              17
_reflns_limit_k_min              -17
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                6844
_reflns_number_total             8242
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   1.59
_oxford_diffrn_Wilson_scale      0.26
_oxford_refine_ls_r_factor_ref   0.0385
_oxford_refine_ls_scale          2.804(14)
_oxford_reflns_number_all        8242
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_oxford_structure_analysis_title '20081227 CiPrNHPdallyl in P-1'
_cod_data_source_file            om900554c_si_003.cif
_cod_data_source_block           arc04
_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_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        'C37 H44 F6 N3 P1 Pd1'
_cod_database_code               4070004