Synthesis and Simple Immobilization of Palladium(II) Acyclic Diaminocarbene Complexes on Polystyrene Support as Efficient Catalysts for Sonogashira and Suzuki‒Miyaura Cross-Coupling
Mikhaylov, Vladimir N.; Sorokoumov, Viktor N.; Korvinson, Kirill A.; Novikov, Alexander S.; Balova, Irina A.; Organometallics 35 (2016) 1684–; doi:10.1021/acs.organomet.6b00144

data_4088512
_publ_section_title
;
 Synthesis and Simple Immobilization of Palladium(II) Acyclic
 Diaminocarbene Complexes on Polystyrene Support as Efficient Catalysts
 for Sonogashira and Suzuki--Miyaura Cross-Coupling
;
_journal_issue                   11
_journal_name_full               Organometallics
_journal_page_first              1684
_journal_paper_doi               10.1021/acs.organomet.6b00144
_journal_volume                  35
_journal_year                    2016
_chemical_formula_moiety         'C23 H31 Cl2 N3 Pd, C2 H6 O S'
_chemical_formula_sum            'C25 H37 Cl2 N3 O Pd S'
_chemical_formula_weight         604.94
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-02-11
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 134.125(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.6529(6)
_cell_length_b                   17.1135(3)
_cell_length_c                   21.5803(13)
_cell_measurement_reflns_used    5462
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      75.5910
_cell_measurement_theta_min      3.8440
_cell_volume                     2824.1(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector_area_resol_mean 10.3829
_diffrn_measured_fraction_theta_full 0.9564
_diffrn_measured_fraction_theta_max 0.9564
_diffrn_measurement_details
;
  1 omega  -47.00    1.00   1.0000    1.2900
omega____ theta____ kappa____ phi______ frames
    -      -40.2537   38.0000 -150.0000 48

  2 omega -126.00   12.00   1.0000    1.2900
omega____ theta____ kappa____ phi______ frames
    -      -40.2537    0.0000    0.0000 138

  3 omega   68.00   94.00   1.0000    1.2900
omega____ theta____ kappa____ phi______ frames
    -       40.2537  178.0000 -150.0000 26

  4 omega   75.00  112.00   1.0000    1.2900
omega____ theta____ kappa____ phi______ frames
    -       40.2537  178.0000  -30.0000 37

  5 omega   84.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000 -180.0000 25

  6 omega  111.00  136.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  112.0000  -30.0000 25

  7 omega   46.00   75.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  -90.0000 29

  8 omega   35.00   90.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -180.0000 55

  9 omega   36.00   77.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   30.0000 41

 10 omega   33.00   68.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -95.0000 -180.0000 35

 11 omega   65.00  101.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000 -150.0000 36

 12 omega   94.00  119.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000  -60.0000 25

 13 omega  143.00  175.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000  -60.0000 32

 14 omega   64.00  112.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000   30.0000 48

 15 omega   35.00   78.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -30.0000 43

 16 omega   89.00  115.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -180.0000 26

 17 omega   42.00   85.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -112.0000 -180.0000 43

 18 omega   41.00   92.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -45.0000  120.0000 51

 19 omega  144.00  178.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  112.0000  -30.0000 34

 20 omega   59.00   85.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000  -60.0000 26

 21 omega  108.00  135.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -77.0000  -60.0000 27
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.1006813000
_diffrn_orient_matrix_UB_12      0.0774748000
_diffrn_orient_matrix_UB_13      0.0277532000
_diffrn_orient_matrix_UB_21      -0.1212869000
_diffrn_orient_matrix_UB_22      0.0239792000
_diffrn_orient_matrix_UB_23      -0.0954322000
_diffrn_orient_matrix_UB_31      -0.1254129000
_diffrn_orient_matrix_UB_32      0.0391040000
_diffrn_orient_matrix_UB_33      0.0033737000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            12957
_diffrn_reflns_theta_full        69.99
_diffrn_reflns_theta_max         69.99
_diffrn_reflns_theta_min         3.85
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.896
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.61824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description
;
;
_exptl_crystal_F_000             1248
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.647
_refine_diff_density_min         -0.648
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.924
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5228
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.924
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0320
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0328P)^2^+4.1966P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0782
_reflns_number_gt                4406
_reflns_number_total             5228
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om6b00144_si_002.cif
_cod_data_source_block           pdbha
_cod_original_cell_volume        2824.1(2)
_cod_database_code               4088512
_chemical_oxdiff_formula         'C23 H31 Cl2 N3 Pd'
_reflns_odcompleteness_completeness 94.20
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     77.17