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_1545970
_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         'C10 H8 F3 N O2 S'
_chemical_formula_sum            'C10 H8 F3 N O2 S'
_chemical_formula_weight         263.23
_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_method           SHELXL-2016/6
_cell_angle_alpha                74.195(4)
_cell_angle_beta                 68.403(4)
_cell_angle_gamma                81.369(4)
_cell_formula_units_Z            2
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_cell_length_b                   8.8064(10)
_cell_length_c                   9.0773(9)
_cell_measurement_reflns_used    4544
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.39
_cell_measurement_theta_min      2.41
_cell_volume                     532.21(10)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_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  0.0306
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            12169
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
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_diffrn_reflns_theta_max         26.391
_diffrn_reflns_theta_min         2.407
_diffrn_source                   'normal-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.335
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6808
_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            colourless
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_description       'regular blocks'
_exptl_crystal_F_000             268
_exptl_crystal_size_max          0.419
_exptl_crystal_size_mid          0.258
_exptl_crystal_size_min          0.162
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_exptl_transmission_factor_min   0.6808
_refine_diff_density_max         1.571
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2172
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0759
_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^)+(0.1083P)^2^+2.1428P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2004
_refine_ls_wR_factor_ref         0.2105
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1862
_reflns_number_total             2172
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ol7b00467_si_002.cif
_cod_data_source_block           ccIndolideneF_a
_cod_database_code               1545970
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.872
_shelx_estimated_absorpt_t_max   0.948
_shelx_res_checksum              67553
_shelx_hkl_checksum              42502