Combining the Reactivity Properties of PCy3and PtBu3into a Single Ligand, P(iPr)(tBu)2. Reaction via Mono- or Bisphosphine Palladium(0) Centers and Palladium(I) Dimer Formation
Proutiere, Fabien; Lyngvi, Eirik; Aufiero, Marialuisa; Sanhueza, Italo A.; Schoenebeck, Franziska; Organometallics 33 (2014) 6879–; doi:10.1021/om5009605

data_4084910
_publ_section_title
;
 Combining the Reactivity Properties of PCy3and PtBu3into a Single Ligand,
 P(iPr)(tBu)2. Reaction via Mono- or Bisphosphine Palladium(0) Centers and
 Palladium(I) Dimer Formation
;
_journal_issue                   23
_journal_name_full               Organometallics
_journal_page_first              6879
_journal_paper_doi               10.1021/om5009605
_journal_volume                  33
_journal_year                    2014
_chemical_formula_moiety         'C22 H50 P2 Pd'
_chemical_formula_sum            'C22 H50 P2 Pd'
_chemical_formula_weight         482.96
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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             2014-09-19
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                98.158(16)
_cell_angle_beta                 103.103(18)
_cell_angle_gamma                117.742(16)
_cell_formula_units_Z            1
_cell_length_a                   8.036(3)
_cell_length_b                   8.385(3)
_cell_length_c                   11.704(4)
_cell_measurement_reflns_used    4334
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.91
_cell_volume                     651.2(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 8.33
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device       'kappa-stage diffractometer'
_diffrn_measurement_device_type  'Bruker/Nonius Kappa Apex2'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_unetI/netI     0.0591
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10290
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.740
_diffrn_reflns_theta_min         2.865
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.839
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5770
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1004 before and 0.0712 after correction.
The Ratio of minimum to maximum transmission is 0.7739.
The \l/2 correction factor is 0.0000.
;
_exptl_crystal_colour            'clear orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_description       plate
_exptl_crystal_F_000             258
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.760
_refine_diff_density_min         -0.741
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         2980
_refine_ls_number_restraints     330
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0436
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0579P)^2^+0.1992P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1156
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2259
_reflns_number_total             2980
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om5009605_si_003.cif
_cod_data_source_block           sb090213_0m
_cod_depositor_comments
'Adding full bibliography for 4084910--4084911.cif.'
_cod_original_cell_volume        651.3(4)
_cod_database_code               4084910
_shelxl_version_number           2014-3
_shelx_estimated_absorpt_t_max   0.975
_shelx_estimated_absorpt_t_min   0.811
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 P1A-C5A = P1-C5 = P1-C1 = P1A-C1A = P1A-C9A = P1-C9
 1.86 with sigma of 0.02
 C7A-C5A = C6A-C5A = C6-C5 = C7-C5 = C5-C8 = C1A-C3A = C1A-C2A = C1-C4 = C1-C3
 = C1-C2 = C10-C9 = C9-C11 = C11A-C9A = C10A-C9A = C8A-C9A = C1A-C4A
 1.53 with sigma of 0.02
 C7-C8
 2.48 with sigma of 0.04
 P1-C4
 2.83 with sigma of 0.04
 C7-P1
 2.83 with sigma of 0.04
 C8-P1
 2.83 with sigma of 0.04
 C2-P1
 2.83 with sigma of 0.04
 P1-C3
 2.83 with sigma of 0.04
 C2A-C3A = C2A-C4A = C3A-C4A
 2.48 with sigma of 0.04
 P1-C10
 2.83 with sigma of 0.04
 P1-C11
 2.83 with sigma of 0.04
 C6A-P1A
 2.83 with sigma of 0.04
 C7A-P1A
 2.83 with sigma of 0.04
 C3A-P1A
 2.83 with sigma of 0.04
 C2A-P1A
 2.83 with sigma of 0.04
 C4A-P1A
 2.83 with sigma of 0.04
 P1A-C10A = P1A-C8A
 2.83 with sigma of 0.04
 P1A-C11A
 2.83 with sigma of 0.04
 C6-C8
 2.48 with sigma of 0.04
 C6-P1
 2.83 with sigma of 0.04
 C11A-C10A = C10-C11 = C7A-C6A = C6-C7 = C8A-C11A
 2.48 with sigma of 0.04
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Uanis(C11A) \\sim Ueq, Uanis(C3A) \\sim Ueq, Uanis(C7A) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Sof(P1A)=Sof(C1A)=Sof(C2A)=Sof(H2AA)=Sof(H2AB)=Sof(H2AC)=Sof(C3A)=Sof(H3AA)=
 Sof(H3AB)=Sof(H3AC)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(H4AC)=Sof(C5A)=Sof(H5A)=
 Sof(C6A)=Sof(H6AA)=Sof(H6AB)=Sof(H6AC)=Sof(C7A)=Sof(H7AA)=Sof(H7AB)=Sof(H7AC)=
 Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(H8AC)=Sof(C9A)=Sof(C10A)=Sof(H10D)=Sof(H10E)=
 Sof(H10F)=Sof(C11A)=Sof(H11D)=Sof(H11E)=Sof(H11F)=1-FVAR(1)
 Sof(P1)=Sof(C1)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(H2C)=Sof(C3)=Sof(H3A)=Sof(H3B)=
 Sof(H3C)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(H4C)=Sof(C5)=Sof(C6)=Sof(H6A)=Sof(H6B)=
 Sof(H6C)=Sof(C7)=Sof(H7A)=Sof(H7B)=Sof(H7C)=Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(H8C)=
 Sof(C9)=Sof(H9)=Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(H10C)=Sof(C11)=Sof(H11A)=
 Sof(H11B)=Sof(H11C)=FVAR(1)
7.a Ternary CH refined with riding coordinates:
 C5A(H5A), C9(H9)
7.b Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C2A(H2AA,H2AB,H2AC), C3(H3A,H3B,H3C), C3A(H3AA,H3AB,H3AC),
 C4(H4A,H4B,H4C), C4A(H4AA,H4AB,H4AC), C6(H6A,H6B,H6C), C6A(H6AA,H6AB,H6AC),
 C7(H7A,H7B,H7C), C7A(H7AA,H7AB,H7AC), C8(H8A,H8B,H8C), C8A(H8AA,H8AB,H8AC),
 C10(H10A,H10B,H10C), C10A(H10D,H10E,H10F), C11(H11A,H11B,H11C), C11A(H11D,H11E,
 H11F)
;
_shelx_res_checksum              73574
_shelx_hkl_checksum              65013
_olex2_submission_original_sample_id sb090213
_olex2_submission_special_instructions 'No special instructions were received'