Syntheses of Thioethers and Selenide Ethers from Anilines.
Shieh, Yi-Chen; Du, Kai; Basha, R. Sidick; Xue, Yung-Jing; Shih, Bo-Hao; Li, Liang; Lee, Chin-Fa; The Journal of organic chemistry 84 (2019) 6223–6231; doi:10.1021/acs.joc.9b00322

data_4033673
_publ_section_title
;
 Syntheses of Thioethers and Selenide Ethers from Anilines.
;
_journal_issue                   10
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              6223
_journal_page_last               6231
_journal_paper_doi               10.1021/acs.joc.9b00322
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         'C17 H15 N3 O3 S Se'
_chemical_formula_sum            'C17 H15 N3 O3 S Se'
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_space_group_name_Hall           '-P 1'
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_atom_sites_solution_hydrogens   geom
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_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
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_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
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_diffrn_reflns_Laue_measured_fraction_full 0.952
_diffrn_reflns_Laue_measured_fraction_max 0.944
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_diffrn_reflns_limit_h_min       -12
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_diffrn_reflns_limit_l_min       -19
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_diffrn_reflns_point_group_measured_fraction_full 0.952
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_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.546
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_exptl_absorpt_coefficient_mu    2.382
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.6892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_description       parallelepiped
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_exptl_crystal_size_min          0.080
_refine_diff_density_max         3.087
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_refine_diff_density_rms         0.219
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         6598
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.1151
_refine_ls_R_factor_gt           0.0959
_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^)+(0.0719P)^2^+60.0952P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2745
_refine_ls_wR_factor_ref         0.2868
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5295
_reflns_number_total             6598
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b00322_si_003.cif
_cod_data_source_block           seb
_cod_database_code               4033673
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.473
_shelx_estimated_absorpt_t_max   0.832
_shelx_res_checksum              31209
_shelx_hkl_checksum              8198