ortho-Amide-directed 2,4-dibromohydration of conjugated enynes
Wang, Yu-Chao; Wang, Rui-Xiang; Qiu, Guanyinsheng; Zhou, Hongwei; Xie, Wenlin; Liu, Jin-Biao; Organic Chemistry Frontiers 6 (2019) 2471–; doi:10.1039/C9QO00540D

data_1554945
_publ_section_title
;
 ortho-Amide-directed 2,4-dibromohydration of conjugated enynes
;
_journal_issue                   14
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              2471
_journal_paper_doi               10.1039/C9QO00540D
_journal_volume                  6
_journal_year                    2019
_chemical_formula_sum            'C17 H15 Br2 N O2'
_chemical_formula_weight         425.12
_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   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2019-04-19 deposited with the CCDC.	2019-05-27 downloaded from the CCDC.
;
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_cell_angle_gamma                106.048(4)
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_cell_length_b                   10.9767(11)
_cell_length_c                   11.9609(13)
_cell_measurement_reflns_used    5946
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      56.93
_cell_measurement_theta_min      3.59
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_computing_publication_material  'Bruker SHELXTL'
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_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34138
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.978
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_diffrn_reflns_point_group_measured_fraction_full 0.978
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_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.490
_diffrn_reflns_theta_min         5.524
_exptl_absorpt_coefficient_mu    4.006
_exptl_absorpt_correction_T_max  0.751
_exptl_absorpt_correction_T_min  0.496
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_description       block
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.576
_refine_diff_density_min         -0.578
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
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_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         3263
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0484
_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^)+(0.0603P)^2^+0.6277P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1367
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2762
_reflns_number_total             3263
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9qo00540d2.cif
_cod_data_source_block           ga_81211a_a
_cod_original_cell_volume        856.48(16)
_cod_database_code               1554945
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.434
_shelx_estimated_absorpt_t_max   0.532
_shelx_res_checksum              46914
_shelx_hkl_checksum              22242