Metal-free direct 1,6- and 1,2-difunctionalization triggered by radical trifluoromethylation of alkenes.
Huang, Lin; Zheng, Sheng-Cai; Tan, Bin; Liu, Xin-Yuan; Organic letters 17 (2015) 1589–1592; doi:10.1021/acs.orglett.5b00479

data_1554862
_publ_section_title
;
 Metal-free direct 1,6- and 1,2-difunctionalization triggered by radical
 trifluoromethylation of alkenes.
;
_journal_issue                   6
_journal_name_full               'Organic letters'
_journal_page_first              1589
_journal_page_last               1592
_journal_paper_doi               10.1021/acs.orglett.5b00479
_journal_volume                  17
_journal_year                    2015
_chemical_formula_sum            'C27 H27 F3 N2 O8'
_chemical_formula_weight         564.50
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                89.337(6)
_cell_angle_beta                 75.808(5)
_cell_angle_gamma                89.011(6)
_cell_formula_units_Z            2
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_cell_length_b                   11.0883(5)
_cell_length_c                   14.8339(10)
_cell_measurement_reflns_used    10516
_cell_measurement_temperature    295(2)
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_cell_measurement_theta_min      6.60
_cell_volume                     1360.96(12)
_computing_cell_refinement       'CrystalClear-SM Auto 2.0 r4'
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_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Rigaku Saturn944+ CCD'
_diffrn_measurement_method       \w
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18327
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.248
_diffrn_reflns_theta_min         6.628
_exptl_absorpt_coefficient_mu    0.987
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.781
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.378
_exptl_crystal_description       platelet
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
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_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.149
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         4842
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.457
_refine_ls_R_factor_all          0.1057
_refine_ls_R_factor_gt           0.0873
_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^)+(0.0980P)^2^+0.5842P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2181
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_reflns_threshold_expression     'I > 2\s(I)'
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_shelx_estimated_absorpt_t_max   0.952
_shelxl_version_number           2013-2
_shelx_res_checksum              4783
_shelx_hkl_checksum              12318