Domino C‒C/C‒O bond formation: palladium-catalyzed regioselective synthesis of 7-iodobenzo[b]furans using 1,2,3-triiodobenzenes and benzylketones
Al-Zoubi, Raed M.; Al-Jammal, Walid K.; Ferguson, Michael J.; Murphy, Graham K.; RSC Advances 11 (2021) 30069–30077; doi:10.1039/D1RA05730H

data_7243501
_publ_section_title
;
 Domino C--C/C--O bond formation: palladium-catalyzed regioselective
 synthesis of 7-iodobenzo[b]furans using 1,2,3-triiodobenzenes and
 benzylketones
;
_journal_issue                   48
_journal_name_full               'RSC Advances'
_journal_page_first              30069
_journal_page_last               30077
_journal_paper_doi               10.1039/D1RA05730H
_journal_volume                  11
_journal_year                    2021
_chemical_formula_moiety         'C20 H12 Cl I O'
_chemical_formula_sum            'C20 H12 Cl I O'
_chemical_formula_weight         430.65
_chemical_name_systematic        2-(4-chlorophenyl)-7-iodo-3-phenyl-1-benzofuran
_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-2017/1
_audit_update_record
;
2020-11-30 deposited with the CCDC.	2021-08-31 downloaded from the CCDC.
;
_cell_angle_alpha                86.607(3)
_cell_angle_beta                 65.448(3)
_cell_angle_gamma                70.670(3)
_cell_formula_units_Z            2
_cell_length_a                   9.244(2)
_cell_length_b                   9.988(3)
_cell_length_c                   10.515(3)
_cell_measurement_reflns_used    6231
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      27.62
_cell_measurement_theta_min      2.17
_cell_volume                     829.8(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT-2014/5 (Sheldrick 2015)'
_diffrn_ambient_temperature      193(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0149
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7499
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.634
_diffrn_reflns_theta_min         2.138
_exptl_absorpt_coefficient_mu    2.092
_exptl_absorpt_correction_T_max  0.9393
_exptl_absorpt_correction_T_min  0.7307
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
; 
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D., 
 J. Appl. Cryst. 48 (2015) 3-10 
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.724
_exptl_crystal_description       plate
_exptl_crystal_F_000             420
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane'
_exptl_crystal_size_max          0.235
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.636
_refine_diff_density_min         -0.727
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3843
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0318
_refine_ls_R_factor_gt           0.0265
_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^)+(0.0329P)^2^+0.3747P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0640
_refine_ls_wR_factor_ref         0.0676
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3365
_reflns_number_total             3843
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ra05730h2.cif
_cod_data_source_block           jus1802
_cod_database_code               7243501
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_min   0.639
_shelx_estimated_absorpt_t_max   0.921
_shelx_res_checksum              70681