Palladium-Catalyzed Formal (5 + 2) Annulation between ortho-Alkenylanilides and Allenes.
Cendón, Borja; Casanova, Noelia; Comanescu, Cezar; García-Fandiño, Rebeca; Seoane, Andrés; Gulías, Moisés; Mascareñas, José L; Organic letters 19 (2017) 1674–1677; doi:10.1021/acs.orglett.7b00467

data_1545969
_publ_section_title
;
 Palladium-Catalyzed Formal (5 + 2) Annulation between
 ortho-Alkenylanilides and Allenes.
;
_journal_issue                   7
_journal_name_full               'Organic letters'
_journal_page_first              1674
_journal_page_last               1677
_journal_paper_doi               10.1021/acs.orglett.7b00467
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C21 H20 F3 N O2 S'
_chemical_formula_sum            'C21 H20 F3 N O2 S'
_chemical_formula_weight         407.44
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 95.771(7)
_cell_angle_gamma                90
_cell_formula_units_Z            12
_cell_length_a                   23.234(6)
_cell_length_b                   33.003(8)
_cell_length_c                   7.7417(17)
_cell_measurement_reflns_used    12084
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.452
_cell_measurement_theta_min      1.762
_cell_volume                     5906(2)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX CCD system'
_diffrn_measurement_method       '\w rotations'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1494
_diffrn_reflns_av_unetI/netI     0.1443
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_k_min       -41
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            74383
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.452
_diffrn_reflns_theta_min         1.762
_diffrn_source                   'normal-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  0.7371
_exptl_absorpt_correction_T_min  0.6706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Absorption correction performed with SADABS program. This is based on the
method of Blessing: Blessing, R. H., Acta Crystallogr., Sect. A 1995, 51, 33.

SADABS: Area-Detector Absorption Correction. Bruker-AXS 
within SAINT+ package, v. 7.56a (2008).
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_description       'irregular needles'
_exptl_crystal_F_000             2544
_exptl_transmission_factor_max   0.7371
_exptl_transmission_factor_min   0.6706
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.077
_refine_ls_extinction_coef       0.0034(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     767
_refine_ls_number_reflns         12084
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.1373
_refine_ls_R_factor_gt           0.0648
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0441P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1425
_refine_ls_wR_factor_ref         0.1761
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6498
_reflns_number_total             12084
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b00467_si_002.cif
_cod_data_source_block           ccbenztriverd
_cod_database_code               1545969
_shelx_shelxl_version_number     2016/6
_shelx_res_checksum              21475
_shelx_hkl_checksum              37709