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_7122112
_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         'C27 H33 Cl O4 P2 Pd'
_chemical_formula_sum            'C27 H33 Cl O4 P2 Pd'
_chemical_formula_weight         625.32
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2017-07-05
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2018-04-13 deposited with the CCDC.
2018-08-06 downloaded from the CCDC.
;
_cell_angle_alpha                77.4560(10)
_cell_angle_beta                 86.0770(10)
_cell_angle_gamma                84.6480(10)
_cell_formula_units_Z            2
_cell_length_a                   8.28910(10)
_cell_length_b                   10.48360(10)
_cell_length_c                   17.2528(2)
_cell_measurement_reflns_used    58471
_cell_measurement_temperature    293
_cell_measurement_theta_max      28.6870
_cell_measurement_theta_min      3.7350
_cell_volume                     1455.30(3)
_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 5.3048
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.887
_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    -64.00  37.00   1.00   15.00    --    8.41 -57.00 -90.00  101
  2  \w    -20.00  82.00   1.00   15.00    --    8.41  57.00-150.00  102
  3  \w    -16.00  83.00   1.00   15.00    --    8.41  38.00 120.00   99
  4  \w    -20.00  82.00   1.00   15.00    --    8.41  57.00 -60.00  102
  5  \w    -20.00  49.00   1.00   15.00    --    8.41 -99.00  30.00   69
  6  \w    -65.00  42.00   1.00   15.00    --   10.00 -73.00 163.63  107
  7  \w     -1.00  64.00   1.00   15.00    --   10.00-121.00 113.23   65
  8  \w    -83.00 -38.00   1.00   15.00    --   -7.78 153.00 134.27   45
  9  \w    -82.00  17.00   1.00   15.00    --   -7.78 -38.00 -60.00   99
 10  \w    -20.00  33.00   1.00   15.00    --   -7.78 -99.00 -60.00   53
 11  \w    -84.00 -39.00   1.00   15.00    --   -7.78 154.00 161.92   45
 12  \w      3.00  66.00   1.00   15.00    --    8.41-127.00   6.00   63
 13  \w     12.00  76.00   1.00   15.00    --    8.41-143.00-163.00   64
 14  \w    -20.00  49.00   1.00   15.00    --    8.41 -99.00-120.00   69
 15  \w    -33.00  88.00   1.00   15.00    --    8.41  19.00  90.00  121
 16  \w    -80.00  97.00   1.00   15.00    --    8.41   0.00-180.00  177
 17  \w    -80.00  97.00   1.00   15.00    --    8.41   0.00-150.00  177
 18  \w    -80.00  97.00   1.00   15.00    --    8.41   0.00-120.00  177
 19  \w    -24.00  85.00   1.00   15.00    --    8.41  77.00-120.00  109
 20  \w    -80.00  97.00   1.00   15.00    --    8.41   0.00 -60.00  177
 21  \w    -80.00  97.00   1.00   15.00    --    8.41   0.00 -30.00  177
 22  \w    -80.00  97.00   1.00   15.00    --    8.41   0.00   0.00  177
 23  \w    -80.00  97.00   1.00   15.00    --    8.41   0.00  30.00  177
 24  \w    -80.00   7.00   1.00   15.00    --    8.41   0.00  60.00   87
 25  \w    -80.00  97.00   1.00   15.00    --    8.41   0.00 -90.00  177
;
_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      0.0200236000
_diffrn_orient_matrix_UB_12      -0.0359804000
_diffrn_orient_matrix_UB_13      -0.0301972000
_diffrn_orient_matrix_UB_21      -0.0073786000
_diffrn_orient_matrix_UB_22      0.0589550000
_diffrn_orient_matrix_UB_23      -0.0293278000
_diffrn_orient_matrix_UB_31      0.0833628000
_diffrn_orient_matrix_UB_32      0.0080807000
_diffrn_orient_matrix_UB_33      0.0025006000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            110295
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.835
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.093
_diffrn_reflns_theta_min         3.300
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.868
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65458
_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            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_description       prism
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.418
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 5295 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.053(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     643
_refine_ls_number_reflns         13076
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0273
_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^)+(0.0300P)^2^+0.5155P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0619
_refine_ls_wR_factor_ref         0.0655
_reflns_Friedel_coverage         0.883
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.783
_reflns_number_gt                11864
_reflns_number_total             13076
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc06283h2.cif
_cod_data_source_block           dp24
_cod_depositor_comments
'Adding full bibliography for 7122108--7122115.cif.'
_cod_database_code               7122112
_shelx_shelxl_version_number     2016/4
_chemical_oxdiff_formula         'c26 h30 Cl1 o4 P2 Pd1'
_diffrn_oxdiff_ac3_digest_frames
;
01281e91a4b354545d56e9022d8df7d513029329c9d
;
_diffrn_oxdiff_ac3_digest_hkl
;
0138c0c48686f0c842a7a54a898acf66e308a9
;
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     24.66
_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, All O(H) groups
2.a Riding coordinates:
 O2(H1), O5(H5A)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C23(H23), C24(H24), C25(H25), C27(H27), C29(H29), C30(H30),
  C31(H31), C32(H32), C33(H33), C39(H39), C40(H40), C41(H41), C42(H42),
 C43(H43), C50(H50), C51(H51), C52(H52), C54(H54)
2.c 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), C35(H35A,H35B,H35C), C36(H36A,H36B,
 H36C), C37(H37A,H37B,H37C), C45(H45A,H45B,H45C), C46(H46A,H46B,H46C), C47(H47A,
 H47B,H47C)
;
_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 1.729
_oxdiff_exptl_absorpt_empirical_full_min 0.653