C(sp2)–H selenylation of substituted benzo[4,5]imidazo[2,1-b]thiazoles using phenyliodine(iii)bis(trifluoroacetate) as a mediator
Ghosh, Prasanjit; Chhetri, Gautam; Mandal, Anirban; Chen, Yu; Hersh, William H.; Das, Sajal; RSC Advances 14 (2024) 4462–4470; doi:10.1039/D4RA00057A

data_7248095
_publ_section_title
;
 C(sp2)--H selenylation of substituted benzo[4,5]imidazo[2,1-b]thiazoles
 using phenyliodine(iii)bis(trifluoroacetate) as a mediator
;
_journal_issue                   7
_journal_name_full               'RSC Advances'
_journal_page_first              4462
_journal_page_last               4470
_journal_paper_doi               10.1039/D4RA00057A
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C21 H12 Cl F N2 S Se'
_chemical_formula_sum            'C21 H12 Cl F N2 S Se'
_chemical_formula_weight         457.80
_chemical_name_systematic
;
 3-(4-chlorophenyl)-2-((4-fluorophenyl)selanyl)benzo[4,5]
  imidazo[2,1-b]thiazole
;
_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
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2023-11-29 deposited with the CCDC.	2024-01-18 downloaded from the CCDC.
;
_cell_angle_alpha                70.528(22)
_cell_angle_beta                 67.961(21)
_cell_angle_gamma                73.477(23)
_cell_formula_units_Z            2
_cell_length_a                   9.2475(173)
_cell_length_b                   9.9092(187)
_cell_length_c                   11.8955(222)
_cell_measurement_reflns_used    2601
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      22.97
_cell_measurement_theta_min      2.42
_cell_volume                     937(3)
_computing_cell_refinement       'APEX3 v2017.3-0 (Bruker AXS)'
_computing_data_collection       'Bruker Instrument Service v2018.1.0.3'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  'Mercury 2020.1 (Build 280191)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      300(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker Breeze CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0448
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10528
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.206
_diffrn_reflns_theta_min         1.910
_diffrn_source                   'fine-focus tube'
_exptl_absorpt_coefficient_mu    2.276
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2016/2 (Bruker AXS Inc.)'
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.282
_exptl_crystal_size_min          0.178
_exptl_transmission_factor_max   0.7455
_exptl_transmission_factor_min   0.6532
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.925
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4102
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.925
_refine_ls_R_factor_all          0.0637
_refine_ls_R_factor_gt           0.0332
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0404P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0782
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2580
_reflns_number_total             4102
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra00057a2.cif
_cod_data_source_block           YCSD18_p383_0m
_cod_original_cell_volume        937(5)
_cod_database_code               7248095
_shelx_res_checksum              93006
_shelx_hkl_checksum              42072