Synthesis of chiral supramolecular bisphosphinite palladacycles through hydrogen transfer-promoted self-assembly process.
Vasseur, Alexandre; Membrat, Romain; Palpacelli, Davide; Giorgi, Michel; Nuel, Didier; Giordano, Laurent; Martinez, Alexandre; Chemical communications (Cambridge, England) 54 (2018) 10132–10135; doi:10.1039/c8cc06283h

data_7122114
_publ_section_title
;
 Synthesis of chiral supramolecular bisphosphinite palladacycles through
 hydrogen transfer-promoted self-assembly process.
;
_journal_issue                   72
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              10132
_journal_page_last               10135
_journal_paper_doi               10.1039/c8cc06283h
_journal_volume                  54
_journal_year                    2018
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C34 H47 N O6 P2 Pd'
_chemical_formula_sum            'C34 H47 N O6 P2 Pd'
_chemical_formula_weight         734.06
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2017-11-16
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3461 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-04-13 deposited with the CCDC.
2018-08-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.18015(16)
_cell_length_b                   10.09118(9)
_cell_length_c                   45.8101(4)
_cell_measurement_reflns_used    44721
_cell_measurement_temperature    293
_cell_measurement_theta_max      26.6440
_cell_measurement_theta_min      3.4690
_cell_volume                     3781.50(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.18b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6095
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -74.00  64.00   0.30    8.00    --   17.10 -38.00 150.00  460
  2  \w    -20.00  67.00   0.30    8.00    --   17.10 -99.00 -90.00  290
  3  \w    -83.00  61.00   0.30    8.00    --   17.10 -77.00   0.00  480
  4  \w    -26.00 116.20   0.30    8.00    --   17.10  77.00-150.00  474
  5  \w     35.00 117.20   0.30    8.00    --   17.10 178.00-180.00  274
  6  \w    -26.00 116.20   0.30    8.00    --   17.10  77.00  60.00  474
  7  \w    -25.00 108.20   0.30    8.00    --   17.10  57.00 -90.00  444
  8  \w     34.00  82.00   0.30    8.00    --  -16.40-178.00 120.00  160
  9  \w   -116.00 -56.00   0.30    8.00    --  -16.40 178.00   0.00  200
 10  \w    -20.00  34.00   0.30    8.00    --  -16.40 -99.00 -90.00  180
 11  \w    -20.00  34.00   0.30    8.00    --  -16.40 -99.00  60.00  180
 12  \w    -25.00 108.20   0.30    8.00    --   17.10  57.00  30.00  444
 13  \w    -20.00  67.00   0.30    8.00    --   17.10 -99.00 -60.00  290
 14  \w     35.00  84.20   0.30    8.00    --  -16.40 178.00   0.00  164
 15  \w    -20.00  34.00   0.30    8.00    --  -16.40 -99.00-150.00  180
 16  \w     35.00 117.20   0.30    8.00    --   17.10 178.00-120.00  274
 17  \w    -25.00 108.20   0.30    8.00    --   17.10  57.00 -30.00  444
 18  \w    -29.00 107.20   0.30    8.00    --   17.10  38.00-180.00  454
 19  \w    -77.00 110.20   0.30    8.00    --   17.10  19.00  60.00  624
 20  \w    -83.00  41.20   0.30    8.00    --   17.10   0.00-180.00  414
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0037502000
_diffrn_orient_matrix_UB_12      0.0589250000
_diffrn_orient_matrix_UB_13      -0.0084180000
_diffrn_orient_matrix_UB_21      -0.0644565000
_diffrn_orient_matrix_UB_22      0.0273643000
_diffrn_orient_matrix_UB_23      0.0084055000
_diffrn_orient_matrix_UB_31      0.0578636000
_diffrn_orient_matrix_UB_32      0.0268441000
_diffrn_orient_matrix_UB_33      0.0099111000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0455
_diffrn_reflns_av_unetI/netI     0.0205
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       59
_diffrn_reflns_limit_l_min       -58
_diffrn_reflns_number            140582
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.578
_diffrn_reflns_theta_min         3.206
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.615
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62244
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.18b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_description       prism
_exptl_crystal_F_000             1528
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.308
_refine_diff_density_min         -1.180
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.03(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     407
_refine_ls_number_reflns         8445
_refine_ls_number_restraints     366
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0447
_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^)+(0.0399P)^2^+1.8895P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1090
_reflns_Friedel_coverage         0.763
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.979
_reflns_number_gt                6430
_reflns_number_total             8445
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc06283h2.cif
_cod_data_source_block           av76
_cod_depositor_comments
'Adding full bibliography for 7122108--7122115.cif.'
_cod_database_code               7122114
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'c34 h47 n1 o6 p2 Pd1'
_shelx_estimated_absorpt_t_max   0.952
_shelx_estimated_absorpt_t_min   0.809
_reflns_odcompleteness_completeness 99.52
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.66
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 1.03(4)
 -0.03(4)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4.a Riding coordinates:
 O2(H1)
4.b Ternary CH refined with riding coordinates:
 C22(H22)
4.c Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B)
4.d Aromatic/amide H refined with riding coordinates:
 N1(H1A), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C13(H13), C14(H14),
  C15(H15), C16(H16), C25(H25), C26(H26), C27(H27), C28(H28), C29(H29)
4.e Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C18(H18A,H18B,H18C),
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C32(H32A,H32B,H32C), C33(H33A,H33B,
 H33C), C34(H34A,H34B,H34C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.814
_oxdiff_exptl_absorpt_empirical_full_min 0.579