AsCat and FurCat: new Pd catalysts for selective room-temperature Stille cross-couplings of benzyl chlorides with organostannanes
Thomas O. Ronson; Jonathan R. Carney; Adrian C. Whitwood; Richard J.K. Taylor; Ian J. S. Fairlamb; Chem.Commun. 51 (2015) 3466–; doi:10.1039/C4cc09810B

data_7116531
_publ_section_title
;
 AsCat and FurCat: new Pd catalysts for selective room-temperature Stille
 cross-couplings of benzyl chlorides with organostannanes
;
_journal_name_full               Chem.Commun.
_journal_page_first              3466
_journal_paper_doi               10.1039/C4cc09810B
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C40 H34 As2 Br N O2 Pd'
_chemical_formula_sum            'C40 H34 As2 Br N O2 Pd'
_chemical_formula_weight         896.83
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2014-04-24
_audit_creation_method
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_audit_update_record
;
2014-11-30 deposited with the CCDC.
2015-01-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.4121(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.2363(2)
_cell_length_b                   15.6103(3)
_cell_length_c                   19.0632(3)
_cell_measurement_reflns_used    5441
_cell_measurement_temperature    110.05(10)
_cell_measurement_theta_max      32.0070
_cell_measurement_theta_min      3.1210
_cell_volume                     3510.36(11)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      110.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1450
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0362881000
_diffrn_orient_matrix_UB_12      -0.0335583000
_diffrn_orient_matrix_UB_13      0.0050295000
_diffrn_orient_matrix_UB_21      -0.0323710000
_diffrn_orient_matrix_UB_22      0.0298083000
_diffrn_orient_matrix_UB_23      0.0141560000
_diffrn_orient_matrix_UB_31      -0.0352991000
_diffrn_orient_matrix_UB_32      0.0071184000
_diffrn_orient_matrix_UB_33      -0.0355621000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_av_unetI/netI     0.0582
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            18231
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         30.000
_diffrn_reflns_theta_min         2.832
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    3.574
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.807
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
'CrysAlisPro, Agilent Technologies, Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET) (compiled Jan 14 2014,18:38:05) 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            'clear dark orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_description       needle
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.2713
_exptl_crystal_size_mid          0.1255
_exptl_crystal_size_min          0.0375
_refine_diff_density_max         0.913
_refine_diff_density_min         -0.995
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         10230
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0299P)^2^+1.4043P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0798
_refine_ls_wR_factor_ref         0.0934
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7327
_reflns_number_total             10230
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c4cc09810b2.cif
_cod_data_source_block           ijsf1401
_cod_original_cell_volume        3510.35(11)
_cod_database_code               7116531
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C40 H34 As2 Br1 N1 O2 Pd1'
_chemical_oxdiff_usercomment     'Tom Ronson AsCat'
_reflns_odcompleteness_completeness 99.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C9(H9), C32(H32), C39(H39), C33(H33), C26(H26), C13(H13), C15(H15), C34(H34),
 C31(H31), C14(H14), C7(H7), C21(H21), C8(H8), C19(H19), C37(H37), C25(H25),
 C38(H38), C27(H27), C16(H16), C20(H20), C10(H10), C40(H40), C18(H18), C36(H36),
  C24(H24), C22(H22), C28(H28), C12(H12), C6(H6), C30(H30)
;
_shelx_res_checksum              30683