Palladium-Catalyzed Stereospecific Decarboxylative Benzylation of Alkynes.
Mendis, Shehani N.; Tunge, Jon A.; Organic letters 17 (2015) 5164–5167; doi:10.1021/acs.orglett.5b02410

data_1555313
_publ_section_title
;
 Palladium-Catalyzed Stereospecific Decarboxylative Benzylation of
 Alkynes.
;
_journal_issue                   21
_journal_name_full               'Organic letters'
_journal_page_first              5164
_journal_page_last               5167
_journal_paper_doi               10.1021/acs.orglett.5b02410
_journal_volume                  17
_journal_year                    2015
_chemical_absolute_configuration ads
_chemical_formula_sum            'C25 H17 Cl'
_chemical_formula_weight         352.83
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 106.348(4)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.027(2)
_cell_length_b                   5.4598(13)
_cell_length_c                   16.953(4)
_cell_measurement_reflns_used    5925
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      67.90
_cell_measurement_theta_min      4.60
_cell_volume                     890.6(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Bruker Platinum 135 CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5823
_diffrn_reflns_point_group_measured_fraction_full 0.755
_diffrn_reflns_point_group_measured_fraction_max 0.732
_diffrn_reflns_theta_full        66.000
_diffrn_reflns_theta_max         68.042
_diffrn_reflns_theta_min         4.595
_diffrn_source                   'Bruker MicroStar microfocus rotating anode'
_exptl_absorpt_coefficient_mu    1.909
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_description       Rectangular
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.085
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.153
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details
; 
 Flack x determined using 652 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.092(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     303
_refine_ls_number_reflns         2388
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0255
_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^)+(0.0273P)^2^+0.1756P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0661
_reflns_Friedel_coverage         0.377
_reflns_Friedel_fraction_full    0.473
_reflns_Friedel_fraction_max     0.452
_reflns_number_gt                2382
_reflns_number_total             2388
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol5b02410_si_002.cif
_cod_data_source_block           v99b
_cod_original_cell_volume        890.6(4)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1555313
_shelx_estimated_absorpt_t_min   0.547
_shelx_estimated_absorpt_t_max   0.911
_shelxl_version_number           2013-4
_shelx_res_checksum              91076
_shelx_hkl_checksum              57290