Diphosphine sulfides derived from 2,2′-biphosphole: novel chiral S,S ligands for palladium-catalyzed asymmetric allylic substitution
Robé, Emmanuel; Perlikowska, Wieslawa; Lemoine, Céline; Diab, Lisa; Vincendeau, Sandrine; Mikolajczyk, Marian; Daran, Jean-Claude; Gouygou, Maryse; Dalton Transactions  (2008) 2894–2898; doi:10.1039/b719554k

data_7003781
_publ_section_title
;
 Diphosphine sulfides derived from 2,2&#x2032;-biphosphole: novel
 chiral S,S ligands for palladium-catalyzed asymmetric allylic
 substitution
;
_journal_issue                   21
_journal_name_full               'Dalton Transactions'
_journal_page_first              2894
_journal_page_last               2898
_journal_paper_doi               10.1039/b719554k
_journal_year                    2008
_chemical_absolute_configuration ad
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C40 H36 Cl2 P2 S2'
_chemical_formula_sum            'C40 H36 Cl2 P2 S2'
_chemical_formula_weight         713.65
_chemical_name_systematic
;
?
;
_space_group_IT_number           5
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      5
_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_method           SHELXL-97
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 127.764(8)
_cell_angle_gamma                90.000(6)
_cell_formula_units_Z            4
_cell_length_a                   30.136(2)
_cell_length_b                   6.5916(4)
_cell_length_c                   22.9460(13)
_cell_measurement_reflns_used    6492
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      32.2
_cell_measurement_theta_min      2.8
_cell_volume                     3603.4(5)
_computing_cell_refinement
;
CrysAlis RED, Version 1.170.32 (Oxford Diffraction, 2003)

;
_computing_data_collection
;
CrysAlis CCD, Version 1.170.32 (Oxford Diffraction, 2003)
;
_computing_data_reduction        'CrysAlis RED'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97 (Altomare et al., 1997)'
_diffrn_ambient_temperature      180(2)
_diffrn_detector_area_resol_mean 8.2632
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
1 omega -54.00 60.40 0.8000 20.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 30.0000 -79.0000 0.0000 0.0000 0.0000 143

2 omega -54.00 60.40 0.8000 20.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 30.0000 -79.0000 90.0000 0.0000 0.0000 143

3 omega -54.00 60.40 0.8000 20.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 30.0000 -79.0000 180.0000 0.0000 0.0000 143

4 omega -54.00 60.40 0.8000 20.0000
omega____ theta____ kappa____ phi______ omega'___ theta'___ frames
- 30.0000 -79.0000 270.0000 0.0000 0.0000 143

;
_diffrn_measurement_device_type  'Oxford-Diffraction XCALIBUR'
_diffrn_measurement_method       '\w and \f scan'
_diffrn_orient_matrix_UB_11      -0.0192518216
_diffrn_orient_matrix_UB_12      0.0126313988
_diffrn_orient_matrix_UB_13      -0.0387820302
_diffrn_orient_matrix_UB_21      0.0226712486
_diffrn_orient_matrix_UB_22      0.0170936114
_diffrn_orient_matrix_UB_23      -0.0011968778
_diffrn_orient_matrix_UB_31      0.0013452874
_diffrn_orient_matrix_UB_32      -0.1054864177
_diffrn_orient_matrix_UB_33      -0.0048481355
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_av_sigmaI/netI    0.0285
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -40
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            16290
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.69
_exptl_absorpt_coefficient_mu    0.413
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       box
_exptl_crystal_F_000             1488
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.29
_refine_diff_density_max         0.432
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         6325
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0415
_refine_ls_R_factor_gt           0.0365
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0641P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0962
_refine_ls_wR_factor_ref         0.0991
_reflns_number_gt                5585
_reflns_number_total             6325
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            b719554k.txt
_cod_data_source_block           wp140606
_cod_original_cell_volume        3603.4(4)
_cod_database_code               7003781