Copper-catalyzed tandem cyclization reaction of ethynylbenzoxazinones and thiols: facile construction of 2-thiomethylene indoles.
Song, Lei; Li, Fu-Qiang; Qiu, Xiao-Han; Wei, Guo-Zhen; Chen, Hui-Yu; Bian, Ming; Gao, Yu-Ning; Liu, Zhen-Jiang; Organic & biomolecular chemistry 22 (2024) 8268–8272; doi:10.1039/d4ob01164c

data_7160144
_publ_section_title
;
 Copper-catalyzed tandem cyclization reaction of ethynylbenzoxazinones and
 thiols: facile construction of 2-thiomethylene indoles.
;
_journal_issue                   41
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              8268
_journal_page_last               8272
_journal_paper_doi               10.1039/d4ob01164c
_journal_volume                  22
_journal_year                    2024
_chemical_formula_sum            'C23 H21 N O2 S2'
_chemical_formula_weight         407.53
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2023-10-16 deposited with the CCDC.	2024-09-18 downloaded from the CCDC.
;
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_cell_angle_gamma                90
_cell_formula_units_Z            8
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_cell_length_c                   17.4802(6)
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    213(2)
_cell_measurement_theta_max      54.562
_cell_measurement_theta_min      4.898
_cell_volume                     4107.2(2)
_computing_cell_refinement       'Bruker SAINT'
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_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0721
_diffrn_reflns_av_unetI/netI     0.0402
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.992
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_diffrn_reflns_limit_l_min       -21
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_diffrn_reflns_point_group_measured_fraction_full 0.991
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_exptl_crystal_colour            colorless
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_exptl_crystal_description       prismatic
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_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.140
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_refine_ls_extinction_coef       0.0090(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
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_refine_ls_matrix_type           full
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_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.1023
_refine_ls_R_factor_gt           0.0966
_refine_ls_shift/su_max          0.044
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+37.5654P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2288
_refine_ls_wR_factor_ref         0.2320
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3414
_reflns_number_total             3798
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob01164c2.cif
_cod_data_source_block           mo_d8v21954_0m
_cod_depositor_comments          'Adding full bibliography for 7160144.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7160144
_shelx_estimated_absorpt_t_min   0.947
_shelx_estimated_absorpt_t_max   0.975
_shelxl_version_number           2013-4
_shelx_res_checksum              55309