Synthesis of chalcogen-functionalized 4H-chromen-4-ones via cyclization/chalcogenation of alkynyl aryl ketones mediated by Selectfluor®
Anjos, Thiago; Gutterres, Elba L.; Barancelli, Daniela A.; Cargnelutti, Roberta; Godoi, Benhur; Barcellos, Thiago; Schumacher, Ricardo F.; New Journal of Chemistry 47 (2023) 1076–1080; doi:10.1039/D2NJ05567H

data_7062161
_publ_section_title
;
 Synthesis of chalcogen-functionalized 4H-chromen-4-ones via
 cyclization/chalcogenation of alkynyl aryl ketones mediated by
 Selectfluor&#x00AE;
;
_journal_issue                   3
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1076
_journal_page_last               1080
_journal_paper_doi               10.1039/D2NJ05567H
_journal_volume                  47
_journal_year                    2023
_chemical_formula_moiety         'C25 H16 O2 Se'
_chemical_formula_sum            'C25 H16 O2 Se'
_chemical_formula_weight         427.34
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2022-04-29 deposited with the CCDC.	2022-12-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.296(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.835(3)
_cell_length_b                   16.655(3)
_cell_length_c                   8.5970(18)
_cell_measurement_reflns_used    9832
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      26.76
_cell_measurement_theta_min      2.45
_cell_volume                     1891.4(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  Diamond
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      303(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_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  0.0426
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            70153
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.575
_diffrn_reflns_theta_min         1.968
_exptl_absorpt_coefficient_mu    2.003
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS (Bruker 2014 - version 2014/5) was used to perform the multi-scan
absorption correction.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_description       block
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.333
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.058
_refine_diff_density_max         0.266
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.054
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         5798
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0326
_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^)+(0.0288P)^2^+0.8998P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0695
_refine_ls_wR_factor_ref         0.0785
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4227
_reflns_number_total             5798
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2nj05567h2.cif
_cod_data_source_block           compound_3q
_cod_depositor_comments          'Adding full bibliography for 7062161.cif.'
_cod_original_cell_volume        1891.4(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7062161
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.555
_shelx_estimated_absorpt_t_max   0.893
_shelx_res_checksum              37805