Palladium-Catalyzed Synthesis of 3-Trifluoromethyl-Substituted 1,3-Butadienes by Means of Directed C-H Bond Functionalization.
Zhao, Qun; Tognetti, Vincent; Joubert, Laurent; Besset, Tatiana; Pannecoucke, Xavier; Bouillon, Jean-Philippe; Poisson, Thomas; Organic letters 19 (2017) 2106–2109; doi:10.1021/acs.orglett.7b00704

data_1545686
_publ_section_title
;
 Palladium-Catalyzed Synthesis of 3-Trifluoromethyl-Substituted
 1,3-Butadienes by Means of Directed C-H Bond Functionalization.
;
_journal_issue                   8
_journal_name_full               'Organic letters'
_journal_page_first              2106
_journal_page_last               2109
_journal_paper_doi               10.1021/acs.orglett.7b00704
_journal_volume                  19
_journal_year                    2017
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C23 H24 F5 N1 O1'
_chemical_formula_sum            'C23 H24 F5 N O'
_chemical_formula_weight         425.43
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
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_atom_sites_solution_secondary   difmap
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_audit_creation_date             2016-07-05T17:02:13-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
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_cell_angle_beta                 101.843(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.853(3)
_cell_length_b                   7.5783(13)
_cell_length_c                   19.985(3)
_cell_measurement_reflns_used    3289
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.48
_cell_measurement_theta_min      2.08
_cell_measurement_wavelength     0.71073
_cell_volume                     2201.6(7)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'SMART BRUKER APEX I'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
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_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16878
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_diffrn_reflns_theta_max         26.49
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    0.107
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             888
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_refine_diff_density_max         0.217
_refine_diff_density_min         -0.135
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         4536
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.189
_refine_ls_R_factor_all          0.1126
_refine_ls_R_factor_gt           0.0838
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0792P)^2^+0.5432P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1938
_refine_ls_wR_factor_ref         0.2092
_reflns_number_gt                3289
_reflns_number_total             4536
_reflns_threshold_expression     >2\s(I)
_publcif_datablock.id            {2acf75f1-50eb-486b-bb93-f8ca1006429b}
_publcif_info_exptl_table_max_cols 4
_publcif_info_exptl_table_use_headnotes n
_cod_data_source_file            ol7b00704_si_002.cif
_cod_data_source_block           zqncc2f5
_cod_depositor_comments          'Adding full bibliography for 1545686.cif.'
_cod_original_cell_volume        2201.7(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1545686