Synthesis of New Chiral Bidentate Isonitrile‒Acyclic Diaminocarbene Palladium(II) Compounds and Their Catalytic Activity
Knorn, Matthias; Lutsker, Eugen; Reiser, Oliver; Organometallics 34 (2015) 4515–; doi:10.1021/acs.organomet.5b00516

data_4086257
_publ_section_title
;
 Synthesis of New Chiral Bidentate Isonitrile--Acyclic Diaminocarbene
 Palladium(II) Compounds and Their Catalytic Activity
;
_journal_issue                   18
_journal_name_full               Organometallics
_journal_page_first              4515
_journal_paper_doi               10.1021/acs.organomet.5b00516
_journal_volume                  34
_journal_year                    2015
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C28 H47 Cl2 N4 O3 P Pd, C4 H10 O'
_chemical_formula_sum            'C32 H57 Cl2 N4 O4 P Pd'
_chemical_formula_weight         770.08
_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
_audit_creation_date             2015-04-21
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.9031(3)
_cell_length_b                   16.1632(4)
_cell_length_c                   16.5945(4)
_cell_measurement_reflns_used    9092
_cell_measurement_temperature    123.00(10)
_cell_measurement_theta_max      73.8807
_cell_measurement_theta_min      3.1760
_cell_volume                     3729.09(15)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      123.00(10)
_diffrn_detector_area_resol_mean 10.3546
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details
;
  1 omega   15.00  114.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.2064   57.0000  -60.0000 99

  2 omega   26.00  117.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.2064   37.0000 -120.0000 91

  3 omega   32.00  121.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800 -125.0000  -60.0000 89

  4 omega   79.00  157.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800   45.0000 -150.0000 78

  5 omega  122.00  148.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800   45.0000   60.0000 26

  6 omega   79.00  110.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800   45.0000   60.0000 31

  7 omega   47.00   77.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -45.0000  -60.0000 30

  8 omega   93.00  149.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800   45.0000  150.0000 56

  9 omega   81.00  150.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800   45.0000   90.0000 69

 10 omega   35.00   77.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -      106.9800  -45.0000 -120.0000 42

 11 omega  -98.00  -57.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2064  125.0000   30.0000 41

 12 omega   12.00  115.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.2064   57.0000  120.0000 103

 13 omega  -35.00   67.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.2064  -37.0000  150.0000 102
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0283056000
_diffrn_orient_matrix_UB_12      0.0670076000
_diffrn_orient_matrix_UB_13      0.0616594000
_diffrn_orient_matrix_UB_21      0.0451142000
_diffrn_orient_matrix_UB_22      0.0518875000
_diffrn_orient_matrix_UB_23      -0.0680676000
_diffrn_orient_matrix_UB_31      -0.0972626000
_diffrn_orient_matrix_UB_32      0.0434179000
_diffrn_orient_matrix_UB_33      -0.0136690000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_av_unetI/netI     0.0689
_diffrn_reflns_laue_measured_fraction_full 0.999
_diffrn_reflns_laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17492
_diffrn_reflns_point_group_measured_fraction_full 0.946
_diffrn_reflns_point_group_measured_fraction_max 0.909
_diffrn_reflns_theta_full        67.500
_diffrn_reflns_theta_max         74.046
_diffrn_reflns_theta_min         3.818
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.048
_exptl_absorpt_correction_T_max  0.772
_exptl_absorpt_correction_T_min  0.351
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_description       needle
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.412
_exptl_crystal_size_mid          0.0736
_exptl_crystal_size_min          0.0527
_refine_diff_density_max         1.385
_refine_diff_density_min         -1.018
_refine_diff_density_rms         0.105
_refine_ls_abs_structure_details
;
 Flack x determined using 2323 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.038(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         6887
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0487
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0837P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1296
_refine_ls_wR_factor_ref         0.1342
_reflns_Friedel_coverage         0.667
_reflns_friedel_fraction_full    0.879
_reflns_friedel_fraction_max     0.819
_reflns_number_gt                6375
_reflns_number_total             6887
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            om5b00516_si_004.cif
_cod_data_source_block           m039
_cod_original_cell_volume        3729.10(14)
_cod_database_code               4086257
_chemical_oxdiff_formula         'C28 H47 N4 O3 P1 Pd1 Cl2'
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C23(H23)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B),
 C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B), C22(H22A,H22B), C28(H28A,H28B),
  C30(H30A,H30B), C31(H31A,H31B)
2.c Me refined with riding coordinates:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C25(H25A,H25B,
 H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C29(H29A,H29B,H29C), C32(H32A,
 H32B,H32C)
2.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6)
;
_shelx_res_checksum              10402
_shelx_hkl_checksum              7033
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'