A general photoinduced electron transfer-directed chemoselective perfluoroalkylation of N,N-dialkylhydrazones
Xie, Jin; Li, Jian; Wurm, Thomas; Weingand, Vanessa; Sung, Hui-Ling; Rominger, Frank; Rudolph, Matthias; Hashmi, A. Stephen K.; Organic Chemistry Frontiers 3 (2016) 841–; doi:10.1039/C6QO00158K

data_1553459
_publ_section_title
;
 A general photoinduced electron transfer-directed chemoselective
 perfluoroalkylation of N,N-dialkylhydrazones
;
_journal_issue                   7
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              841
_journal_paper_doi               10.1039/C6QO00158K
_journal_volume                  3
_journal_year                    2016
_chemical_formula_sum            'C14 H10 F12 N2'
_chemical_formula_weight         434.24
_chemical_name_common            '3ak in manuscript'
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-03-13 deposited with the CCDC.
2016-05-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.995(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0639(19)
_cell_length_b                   8.1630(16)
_cell_length_c                   20.469(4)
_cell_measurement_reflns_used    4030
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      26.65
_cell_measurement_theta_min      2.49
_cell_volume                     1644.8(6)
_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-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.892
_diffrn_measured_fraction_theta_max 0.858
_diffrn_measurement_device_type  'Bruker APEX-II Quazar area detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0846
_diffrn_reflns_av_unetI/netI     0.0799
_diffrn_reflns_Laue_measured_fraction_full 0.892
_diffrn_reflns_Laue_measured_fraction_max 0.858
_diffrn_reflns_number            11766
_diffrn_reflns_point_group_measured_fraction_full 0.892
_diffrn_reflns_point_group_measured_fraction_max 0.858
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.758
_diffrn_reflns_theta_min         2.034
_diffrn_source                   'ImuS microsource'
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  0.980151
_exptl_absorpt_correction_T_min  0.761480
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Sheldrick, G. M. (2008). <i>SADABS</i>. University of G\"ottingen, Germany.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_description       needle
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_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
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_refine_diff_density_min         -0.273
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_refine_ls_extinction_method     none
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_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^)+(0.0719P)^2^+0.2264P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.1556
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1716
_reflns_number_total             3013
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6qo00158k2.cif
_cod_data_source_block           jx3
_cod_original_cell_volume        1644.8(5)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               1553459
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.922
_shelx_estimated_absorpt_t_max   0.971
_shelx_res_checksum              95947
_shelx_hkl_checksum              42453