New Pd(II) Complexes of Sulfur Ylide; Synthesis, X-ray Characterization, Theoretical Study and Catalytic Activity toward Mizoroki-Heck Reaction
Sabounchei, S. J.; Ahmadianpoor, Mahmood; Yousefi, Abed; Hashemi, Ali; Bayat, Mehdi; Sedghi, Asieh; Akhlaghi Bagherjeri, Fateme; W. Gable, Robert; RSC Adv.  (2016) –; doi:10.1039/C6RA01390B

data_7224595
_publ_section_title
;
 New Pd(II) Complexes of Sulfur Ylide; Synthesis, X-ray Characterization,
 Theoretical Study and Catalytic Activity toward Mizoroki-Heck Reaction
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C6RA01390B
_journal_year                    2016
_chemical_formula_moiety         'C20 H22 Cl2 N2 O6 Pd S2'
_chemical_formula_sum            'C20 H22 Cl2 N2 O6 Pd S2'
_chemical_formula_weight         627.81
_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
_audit_creation_date             2015-11-02
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2015-11-25 deposited with the CCDC.
2016-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                94.723(6)
_cell_angle_beta                 103.384(6)
_cell_angle_gamma                91.985(6)
_cell_formula_units_Z            1
_cell_length_a                   7.1934(5)
_cell_length_b                   7.5432(5)
_cell_length_c                   11.4096(8)
_cell_measurement_reflns_used    2287
_cell_measurement_temperature    130.01(10)
_cell_measurement_theta_max      76.8360
_cell_measurement_theta_min      3.9920
_cell_volume                     599.32(7)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
;
_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      130.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.2273
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_details
;
  1 omega  -65.00   25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.8673   57.0000   60.0000 90

  2 omega  -49.00   33.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.8673   37.0000 -150.0000 82

  3 omega   52.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.8673 -125.0000 -150.0000 46

  4 omega   42.00   69.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000  -90.0000 27

  5 omega   70.00  139.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000  -90.0000 69

  6 omega   86.00  116.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000    0.0000 30

  7 omega   82.00  107.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000    0.0000 25

  8 omega   69.00   96.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -77.0000   60.0000 27

  9 omega   83.00  108.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000   90.0000 25

 10 omega   37.00   85.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  150.0000 48

 11 omega   87.00  166.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000  150.0000 79

 12 omega  102.00  129.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000  -30.0000 27

 13 omega  152.00  177.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000  -30.0000 25

 14 omega  126.00  172.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000 -120.0000 46

 15 omega  119.00  174.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   45.0000 -150.0000 55

 16 omega  120.00  175.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  111.0000 -150.0000 55

 17 omega   88.00  169.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   30.0000  -60.0000 81

 18 omega   82.00  110.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000   77.0000 -120.0000 28

 19 omega   37.00   80.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -30.0000  -60.0000 43

 20 omega   40.00   65.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -45.0000  -90.0000 25

 21 omega   30.00  109.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000 -120.0000 79

 22 omega   43.00  115.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000 -180.0000 72

 23 omega   36.00   91.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000 -150.0000 55

 24 omega   38.00   78.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000 -111.0000    0.0000 40

 25 omega   31.00   93.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      112.0000  -94.0000   60.0000 62

 26 omega    8.00   36.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       41.8673  -99.0000  120.0000 28

 27 omega -114.00  -18.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.8673  -57.0000  -90.0000 96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0329038000
_diffrn_orient_matrix_UB_12      0.1609901000
_diffrn_orient_matrix_UB_13      0.0835570000
_diffrn_orient_matrix_UB_21      -0.2044687000
_diffrn_orient_matrix_UB_22      0.0088187000
_diffrn_orient_matrix_UB_23      -0.0782382000
_diffrn_orient_matrix_UB_31      -0.0756420000
_diffrn_orient_matrix_UB_32      -0.1269995000
_diffrn_orient_matrix_UB_33      0.0795499000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0562
_diffrn_reflns_laue_measured_fraction_full 0.998
_diffrn_reflns_laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5152
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.015
_diffrn_reflns_theta_min         4.000
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    10.279
_exptl_absorpt_correction_T_max  0.672
_exptl_absorpt_correction_T_min  0.393
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_description       needle
_exptl_crystal_F_000             316
_exptl_crystal_size_max          0.1272
_exptl_crystal_size_mid          0.0933
_exptl_crystal_size_min          0.0452
_refine_diff_density_max         1.955
_refine_diff_density_min         -1.094
_refine_diff_density_rms         0.139
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     153
_refine_ls_number_reflns         2488
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0475
_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^)+(0.0726P)^2^+0.9440P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1268
_refine_ls_wR_factor_ref         0.1331
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2232
_reflns_number_total             2488
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6ra01390b2.cif
_cod_data_source_block           rwg2015_26agau
_cod_database_code               7224595
_audit_block_doi                 10.5517/cc1k93ml
_chemical_oxdiff_formula         'C20 H22 Cl2 N2 O6 Pd S2'
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C7(H7), C8(H8)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'