Phosphines with Tethered Electron-Withdrawing Olefins as Ligands for Efficient Pd-Catalyzed Aryl-Alkyl Coupling
Gioria, Estefanía; Martínez-Ilarduya, Jesús M.; García-Cuadrado, Domingo; Miguel, Jesús A.; Genov, Miroslav; Espinet, Pablo; Organometallics 32 (2013) 4255–; doi:10.1021/om4004303

data_4081211
_publ_section_title
;
 Phosphines with Tethered Electron-Withdrawing Olefins as Ligands for
 Efficient Pd-Catalyzed Aryl-Alkyl Coupling
;
_journal_issue                   15
_journal_name_full               Organometallics
_journal_page_first              4255
_journal_paper_doi               10.1021/om4004303
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C32 H28 Cl4 F6 P2 Pd2'
_chemical_formula_weight         943.08
_chemical_name_systematic
; 
 ? 
;
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                92.188(8)
_cell_angle_beta                 99.326(13)
_cell_angle_gamma                104.527(9)
_cell_formula_units_Z            1
_cell_length_a                   7.4163(11)
_cell_length_b                   9.9658(6)
_cell_length_c                   12.6465(19)
_cell_measurement_reflns_used    1693
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.5944
_cell_measurement_theta_min      2.1140
_cell_volume                     889.8(2)
_computing_cell_refinement
; 
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.51 (release 27-10-2009 CrysAlis171 .NET)
(compiled Oct 27 2009,12:04:35) 
;
_computing_data_collection
; 
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.51 (release 27-10-2009 CrysAlis171 .NET)
(compiled Oct 27 2009,12:04:35)
;
_computing_data_reduction
; 
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.51 (release 27-10-2009 CrysAlis171 .NET)
(compiled Oct 27 2009,12:04:35)
;
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.4757
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.878
_diffrn_measurement_details
;
  1 omega  -11.00  100.00   1.0000   16.2000
omega____ theta____ kappa____ phi______ frames
    -       21.7001   77.0000 -180.0000 111

  2 omega  -19.00   99.00   1.0000   16.2000
omega____ theta____ kappa____ phi______ frames
    -       21.7001   77.0000  -60.0000 118

  3 omega  -13.00  100.00   1.0000   16.2000
omega____ theta____ kappa____ phi______ frames
    -       21.7001   77.0000   60.0000 113

;
_diffrn_measurement_device_type  'SuperNova (Mo) X-ray Source'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0456031000
_diffrn_orient_matrix_UB_12      -0.0054840000
_diffrn_orient_matrix_UB_13      0.0454018000
_diffrn_orient_matrix_UB_21      -0.0136038000
_diffrn_orient_matrix_UB_22      -0.0731617000
_diffrn_orient_matrix_UB_23      -0.0045236000
_diffrn_orient_matrix_UB_31      0.0883956000
_diffrn_orient_matrix_UB_32      0.0077507000
_diffrn_orient_matrix_UB_33      0.0342183000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_av_sigmaI/netI    0.0623
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5795
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.66
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    1.455
_exptl_absorpt_correction_T_max  0.297
_exptl_absorpt_correction_T_min  0.185
_exptl_absorpt_correction_type   analytical
_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)
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            ORANGE
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PRISM
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.2701
_exptl_crystal_size_mid          0.2004
_exptl_crystal_size_min          0.1603
_refine_diff_density_max         0.819
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         4014
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1004
_refine_ls_R_factor_gt           0.0546
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0663P)^2^+0.2173P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1540
_reflns_number_gt                2470
_reflns_number_total             4014
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om4004303_si_002.cif
_cod_data_source_block           12
_cod_database_code               4081211
_cell_oxdiff_length_a            7.4163(11)
_cell_oxdiff_length_b            9.9658(6)
_cell_oxdiff_length_c            12.6465(19)
_cell_oxdiff_angle_alpha         92.188(8)
_cell_oxdiff_angle_beta          99.326(13)
_cell_oxdiff_angle_gamma         104.527(9)
_cell_oxdiff_volume              889.8(2)
_cell_oxdiff_measurement_reflns_used 1693