Chiral CNN Pincer Palladium(II) Complexes with 2-Aryl-6-(oxazolinyl)pyridine Ligands: Synthesis, Characterization, and Application to Enantioselective Allylation of Isatins and Suzuki‒Miyaura Coupling Reaction
Wang, Tao; Hao, Xin-Qi; Huang, Juan-Juan; Wang, Kai; Gong, Jun-Fang; Song, Mao-Ping; Organometallics 33 (2014) 194–; doi:10.1021/om400945d

data_4082564
_publ_section_title
;
 Chiral CNN Pincer Palladium(II) Complexes with
 2-Aryl-6-(oxazolinyl)pyridine Ligands: Synthesis, Characterization, and
 Application to Enantioselective Allylation of Isatins and Suzuki--Miyaura
 Coupling Reaction
;
_journal_issue                   1
_journal_name_full               Organometallics
_journal_page_first              194
_journal_paper_doi               10.1021/om400945d
_journal_volume                  33
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C26 H19 Cl N2 O Pd, C6'
_chemical_formula_sum            'C32 H33 Cl N2 O Pd'
_chemical_formula_weight         603.45
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-07-05
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 100.610(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.0672(6)
_cell_length_b                   17.9824(12)
_cell_length_c                   12.2022(9)
_cell_measurement_reflns_used    4289
_cell_measurement_temperature    291.15
_cell_measurement_theta_max      29.2381
_cell_measurement_theta_min      3.3968
_cell_volume                     1308.53(19)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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-97 (Sheldrick, 1997)'
_computing_structure_solution    'A short history of SHELX (Sheldrick, 2007)'
_diffrn_ambient_temperature      291.15
_diffrn_detector_area_resol_mean 16.2312
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega  -45.00  -18.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.2104  -77.0000   90.0000 27

  2 omega  -78.00  -53.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.2104  -77.0000  -60.0000 25

  3 omega  -25.00   48.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.2104   37.0000  120.0000 73

  4 omega  -35.00    2.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -      -17.2104  -86.0000  -20.0000 37

  5 omega  -40.00   12.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7885  -37.0000  -90.0000 52

  6 omega   -6.00   91.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7885   37.0000    0.0000 97

  7 omega  -51.00   80.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7885    0.0000  -60.0000 131

  8 omega  -53.00  -28.00   1.0000    7.0000
omega____ theta____ kappa____ phi______ frames
    -       19.7885  -37.0000 -180.0000 25
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0588118000
_diffrn_orient_matrix_UB_12      0.0273725000
_diffrn_orient_matrix_UB_13      -0.0361688000
_diffrn_orient_matrix_UB_21      0.0121144000
_diffrn_orient_matrix_UB_22      -0.0219565000
_diffrn_orient_matrix_UB_23      -0.0469002000
_diffrn_orient_matrix_UB_31      -0.1028028000
_diffrn_orient_matrix_UB_32      -0.0181448000
_diffrn_orient_matrix_UB_33      0.0023420000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11301
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.40
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.840
_exptl_absorpt_correction_T_max  1.366
_exptl_absorpt_correction_T_min  0.780
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
;
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.5272
_exptl_crystal_size_mid          0.3018
_exptl_crystal_size_min          0.1313
_refine_diff_density_max         0.736
_refine_diff_density_min         -0.325
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.05(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         5355
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0512
_refine_ls_R_factor_gt           0.0442
_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^)+(0.0704P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1121
_refine_ls_wR_factor_ref         0.1186
_reflns_number_gt                4822
_reflns_number_total             5355
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om400945d_si_002.cif
_cod_data_source_block           complex-3e
_cod_original_cell_volume        1308.54(19)
_cod_database_code               4082564
_chemical_oxdiff_formula         C26H26N2Pd1Cl2O2
_reflns_odcompleteness_completeness 99.82
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32