Chiral Palladacycles with N-Heterocyclic Carbene Ligands as Catalysts for Asymmetric Hydrophosphination
Sabater, Sara; Mata, Jose A.; Peris, Eduardo; Organometallics 32 (2013) 1112–; doi:10.1021/om400007a

data_4080101
_publ_section_title
;
 Chiral Palladacycles with N-Heterocyclic Carbene Ligands as Catalysts for
 Asymmetric Hydrophosphination
;
_journal_issue                   4
_journal_name_full               Organometallics
_journal_page_first              1112
_journal_paper_doi               10.1021/om400007a
_journal_volume                  32
_journal_year                    2013
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C24 H26 Cl2 N2 Pd'
_chemical_formula_sum            'C24 H26 Cl2 N2 Pd'
_chemical_formula_weight         519.77
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_symmetry_space_group_name_Hall  'C 2y'
_symmetry_space_group_name_H-M   'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-01-23
_audit_creation_method
;
  Olex2 1.1
  (compiled Nov  1 2011 20:42:30, GUI svn.r3906)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 102.636(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   35.2455(18)
_cell_length_b                   6.7435(3)
_cell_length_c                   9.6250(6)
_cell_measurement_reflns_used    5916
_cell_measurement_temperature    199.95(10)
_cell_measurement_theta_max      29.2872
_cell_measurement_theta_min      2.8348
_cell_volume                     2232.2(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      199.95(10)
_diffrn_detector_area_resol_mean 10.4051
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.912
_diffrn_measurement_details
;
  1 omega  -97.00  -58.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.3126  178.0000 -180.0000 39

  2 omega  -75.00   12.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -      -11.3126  -57.0000  120.0000 87

  3 omega  -18.00   54.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -       11.9376 -101.0000   52.0000 72

  4 omega   49.00   74.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -       11.9376  178.0000  -60.0000 25

  5 omega  -64.00   38.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -       11.9376  -38.0000   90.0000 102

  6 omega  -20.00    9.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -       11.9376  -99.0000  -90.0000 29

  7 omega  -14.00   88.00   1.0000   11.0000
omega____ theta____ kappa____ phi______ frames
    -       11.9376   38.0000   90.0000 102
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0183324000
_diffrn_orient_matrix_UB_12      -0.0243393000
_diffrn_orient_matrix_UB_13      0.0144270000
_diffrn_orient_matrix_UB_21      0.0015165000
_diffrn_orient_matrix_UB_22      -0.0972426000
_diffrn_orient_matrix_UB_23      -0.0263623000
_diffrn_orient_matrix_UB_31      0.0093275000
_diffrn_orient_matrix_UB_32      -0.0317892000
_diffrn_orient_matrix_UB_33      0.0693127000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0425
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_h_min       -47
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13643
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         29.35
_diffrn_reflns_theta_min         2.84
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_source_current           n/a
_diffrn_source_voltage           n/a
_exptl_absorpt_coefficient_mu    1.084
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
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            'clear yellowish yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.2415
_exptl_crystal_size_mid          0.1028
_exptl_crystal_size_min          0.0749
_refine_diff_density_max         0.584
_refine_diff_density_min         -0.598
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.07(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         5264
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0282
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0231P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0538
_refine_ls_wR_factor_ref         0.0571
_reflns_number_gt                4980
_reflns_number_total             5264
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400007a_si_001.cif
_cod_data_source_block           compound_9_str1297shapes
_cod_database_code               4080101
_chemical_oxdiff_formula         'C24 H24 N2 Cl2 Pd2'
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32