Electrochemical halogenation/semi-pinacol rearrangement of allylic alcohols using inorganic halide salt: an eco-friendly route to the synthesis of β-halocarbonyls
Chen, Chao; Kang, Jun-Chen; Mao, Chen; Dong, Jia-Wei; Xie, Yu-Yang; Ding, Tong-Mei; Tu, Yong-Qiang; Chen, Zhi-Min; Zhang, Shu-Yu; Green Chemistry 21 (2019) 4014–; doi:10.1039/C9GC01152H

data_7232772
_publ_section_title
;
 Electrochemical halogenation/semi-pinacol rearrangement of allylic
 alcohols using inorganic halide salt: an eco-friendly route to the
 synthesis of \b-halocarbonyls
;
_journal_issue                   15
_journal_name_full               'Green Chemistry'
_journal_page_first              4014
_journal_paper_doi               10.1039/C9GC01152H
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C13 H15 Br O'
_chemical_formula_sum            'C13 H15 Br O'
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_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-03-19 deposited with the CCDC.    2019-05-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.303(11)
_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_c                   15.993(2)
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_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      68.19
_cell_measurement_theta_min      2.91
_cell_volume                     1205.7(3)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10799
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.387
_diffrn_reflns_theta_min         4.457
_exptl_absorpt_coefficient_mu    4.406
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_description       block
_exptl_crystal_F_000             544
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_transmission_factor_max   0.7531
_exptl_transmission_factor_min   0.4065
_refine_diff_density_max         1.002
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2199
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.121
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0543
_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^)+(0.1225P)^2^+0.9861P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1928
_refine_ls_wR_factor_ref         0.1968
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2025
_reflns_number_total             2199
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9gc01152h2.cif
_cod_data_source_block           t_a
_cod_depositor_comments          'Adding full bibliography for 7232772.cif.'
_cod_database_code               7232772
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.418
_shelx_estimated_absorpt_t_max   0.473
_shelx_res_checksum              9417
_shelx_hkl_checksum              35172