Bulky Yet Flexible Pd-PEPPSI-IPent(An) for the Synthesis of Sterically Hindered Biaryls in Air.
Lu, Dong-Dong; He, Xu-Xian; Liu, Feng-Shou; The Journal of organic chemistry 82 (2017) 10898–10911; doi:10.1021/acs.joc.7b01711

data_4032915
_publ_section_title
;
 Bulky Yet Flexible Pd-PEPPSI-IPent(An) for the Synthesis of Sterically
 Hindered Biaryls in Air.
;
_journal_issue                   20
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              10898
_journal_page_last               10911
_journal_paper_doi               10.1021/acs.joc.7b01711
_journal_volume                  82
_journal_year                    2017
_chemical_formula_moiety         'C50 H60 Cl3 N3 Pd'
_chemical_formula_sum            'C50 H60 Cl3 N3 Pd'
_chemical_formula_weight         915.76
_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             2017-05-16
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_cell_angle_alpha                103.634(4)
_cell_angle_beta                 90.221(4)
_cell_angle_gamma                110.067(4)
_cell_formula_units_Z            2
_cell_length_a                   11.2270(5)
_cell_length_b                   11.7648(5)
_cell_length_c                   19.8563(9)
_cell_measurement_reflns_used    10426
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.1470
_cell_measurement_theta_min      3.5690
_cell_volume                     2383.7(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.847
_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      3.00  29.00   1.00    1.13    --  -11.66 -99.00 120.00   26
  2  \w     34.00  61.00   1.00    1.13    --   11.90-178.00  60.00   27
  3  \w     15.00  45.00   1.00    1.13    --   11.90-102.00 -81.00   30
  4  \w     35.00  62.00   1.00    1.13    --   11.90-178.00 -90.00   27
  5  \w    -18.00  12.00   1.00    1.13    --   11.90-102.00 -81.00   30
  6  \w    -79.00  14.00   1.00    1.13    --  -11.66 -57.00   0.00   93
  7  \w    -39.00  61.00   1.00    1.13    --  -11.66  57.00 150.00  100
  8  \w     38.00 101.00   1.00    1.13    --   11.90 178.00   0.00   63
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0230330000
_diffrn_orient_matrix_UB_12      -0.0261891000
_diffrn_orient_matrix_UB_13      -0.0308104000
_diffrn_orient_matrix_UB_21      0.0620561000
_diffrn_orient_matrix_UB_22      0.0230179000
_diffrn_orient_matrix_UB_23      0.0174395000
_diffrn_orient_matrix_UB_31      -0.0134871000
_diffrn_orient_matrix_UB_32      -0.0564308000
_diffrn_orient_matrix_UB_33      0.0104613000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_unetI/netI     0.0619
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.847
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            24517
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.847
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.554
_diffrn_reflns_theta_min         3.421
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.593
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       block
_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.749
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     522
_refine_ls_number_reflns         11318
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0383
_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^)+(0.0272P)^2^+0.8277P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0835
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9402
_reflns_number_total             11318
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b01711_si_002.cif
_cod_data_source_block           exp_528
_cod_depositor_comments          'Adding full bibliography for 4032915.cif.'
_cod_database_code               4032915
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_max   0.943
_shelx_estimated_absorpt_t_min   0.916
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00N(H00N), C00Y(H00Y), C013(H013), C015(H015)
2.b Secondary CH2 refined with riding coordinates:
 C00X(H00A,H00B), C011(H01A,H01B), C014(H01C,H01D), C01B(H01L,H01M), C01D(H01O,
 H01P), C01E(H01Q,H01R), C01H(H01W,H01X), C01J(H01Z,HB)
2.c Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00E(H00E), C00J(H00J), C00M(H00M), C00O(H00O), C00R(H00R),
 C00T(H00T), C00V(H00V), C00W(H00W), C00Z(H00Z), C012(H012), C018(H018),
 C019(H019), C01A(H01K), C01C(H01N), C01F(H01S)
2.d Idealised Me refined as rotating group:
 C016(H01E,H01F,H01G), C017(H01H,H01I,H01J), C01G(H01T,H01U,H01V), C01I(H01Y,H,
 HA), C01K(H01,HC,HD), C01L(H0AA,HE,HF), C01M(H1AA,HG,HH), C01N(H2AA,HI,HJ)
;
_olex2_date_sample_data_collection 2017-05-15
_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 1.622
_oxdiff_exptl_absorpt_empirical_full_min 0.542