Radical α-addition involved electrooxidative [3 + 2] annulation of phenols and electron-deficient alkenes
Zhao, Qiang; Jin, Ji-Kang; Wang, Jie; Zhang, Feng-Lian; Wang, Yi-Feng; Chemical Science 11 (2020) 3909–3913; doi:10.1039/D0SC01078B

data_1557646
_publ_section_title
;
 Radical \a-addition involved electrooxidative [3 + 2] annulation of
 phenols and electron-deficient alkenes
;
_journal_issue                   15
_journal_name_full               'Chemical Science'
_journal_page_first              3909
_journal_page_last               3913
_journal_paper_doi               10.1039/D0SC01078B
_journal_volume                  11
_journal_year                    2020
_chemical_formula_moiety         'C19 H19 Br O5'
_chemical_formula_sum            'C19 H19 Br O5'
_chemical_formula_weight         407.25
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2019-07-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
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_audit_update_record
;
2019-11-28 deposited with the CCDC.	2020-03-23 downloaded from the CCDC.
;
_cell_angle_alpha                72.290(3)
_cell_angle_beta                 88.750(3)
_cell_angle_gamma                63.972(4)
_cell_formula_units_Z            2
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_cell_length_b                   9.9217(4)
_cell_length_c                   11.8105(4)
_cell_measurement_reflns_used    4122
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      74.1550
_cell_measurement_theta_min      3.9520
_cell_volume                     891.12(7)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      291(2)
_diffrn_detector_area_resol_mean 5.2169
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0212
_diffrn_reflns_av_unetI/netI     0.0211
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.958
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            5844
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.958
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.077
_diffrn_reflns_theta_min         3.963
_exptl_absorpt_coefficient_mu    3.376
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75159
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_description       block
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_refine_ls_extinction_method     none
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_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0299
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0431P)^2^+0.3198P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0795
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3315
_reflns_number_total             3476
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc01078b2.cif
_cod_data_source_block           zq-tj
_cod_depositor_comments
;Adding full bibliography for 1557646.cif.

 Adding full bibliography for 1557646.cif.
;
_cod_original_cell_volume        891.11(6)
_cod_database_code               1557646
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.498
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_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C8(H8)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C3(H3), C14(H14), C13(H13), C11(H11), C10(H10)
2.d Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C18(H18A,H18B,H18C), C17(H17A,H17B,H17C)
;
_shelx_res_checksum              4086
_olex2_submission_special_instructions 'No special instructions were received'