Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct arylation of heterocycles.
Martin, Anthony R.; Chartoire, Anthony; Slawin, Alexandra M. Z.; Nolan, Steven P.; Beilstein journal of organic chemistry 8 (2012) 1637–1643; doi:10.3762/bjoc.8.187

data_4029720
_publ_section_title
;
 Extending the utility of [Pd(NHC)(cinnamyl)Cl] precatalysts: Direct
 arylation of heterocycles.
;
_journal_name_full               'Beilstein journal of organic chemistry'
_journal_page_first              1637
_journal_page_last               1643
_journal_paper_doi               10.3762/bjoc.8.187
_journal_volume                  8
_journal_year                    2012
_chemical_formula_moiety         'C89.50 H89 Cl2 N2 Pd'
_chemical_formula_sum            'C89.5 H89 Cl2 N2 Pd'
_chemical_formula_weight         1370.01
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                89.971(7)
_cell_angle_beta                 80.984(7)
_cell_angle_gamma                70.150(8)
_cell_formula_units_Z            2
_cell_length_a                   13.8017(7)
_cell_length_b                   17.0279(9)
_cell_length_c                   18.9988(14)
_cell_measurement_reflns_used    33319
_cell_measurement_temperature    93
_cell_measurement_theta_max      25.41
_cell_measurement_theta_min      3.02
_cell_volume                     4141.1(5)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 rc13'
_computing_data_collection
'CrystalClear-SM Expert 2.0 rc13 (Rigaku, 2009)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 rc13'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'DIRDIF99-PATTY (Gould, et al., 1999)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 14.286
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku Saturn70'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            41931
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.330
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.789
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.099
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1440.00
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.060
_refine_diff_density_max         2.420
_refine_diff_density_min         -0.990
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     880
_refine_ls_number_reflns         15028
_refine_ls_number_restraints     14
_refine_ls_R_factor_gt           0.0843
_refine_ls_shift/su_max          0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.1531P)^2^+8.6976P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2577
_reflns_number_gt                12236
_reflns_number_total             15028
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            1860-5397-8-187-S3.cif
_cod_data_source_block           4
_cod_original_formula_sum        'C89.50 H89 Cl2 N2 Pd'
_cod_database_code               4029720