Iodonium salts are key intermediates in Pd-catalyzed acetoxylation of pyrroles.
Lubriks, Dmitrijs; Sokolovs, Igors; Suna, Edgars; Organic letters 13 (2011) 4324–4327; doi:10.1021/ol201665c

data_1502367
_publ_section_title
;
 Iodonium salts are key intermediates in Pd-catalyzed acetoxylation of
 pyrroles.
;
_journal_issue                   16
_journal_name_full               'Organic letters'
_journal_page_first              4324
_journal_page_last               4327
_journal_paper_doi               10.1021/ol201665c
_journal_volume                  13
_journal_year                    2011
_chemical_compound_source        'Local laboratory'
_chemical_formula_moiety         'C21 H20 Br I N O2, C2 H3 O2'
_chemical_formula_sum            'C23 H23 Br I N O4'
_chemical_formula_weight         584.253
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           maXus
_cell_angle_alpha                70.5552(12)
_cell_angle_beta                 70.5023(10)
_cell_angle_gamma                89.8715(14)
_cell_formula_units_Z            2
_cell_length_a                   8.7653(2)
_cell_length_b                   11.1641(2)
_cell_length_c                   12.7663(3)
_cell_measurement_reflns_used    10598
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      0.9
_cell_volume                     1102.10(4)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       KappaCCD
_computing_data_reduction        'Denzo and Scalepak (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'Ortep (Johnson, 1976)'
_computing_publication_material  'maXus(Mackay et al., 1999)'
_computing_structure_refinement  'maXus(Mackay et al., 1999)'
_computing_structure_solution
'SIR97(Cascarano al.,Acta Cryst.,1996,A52,C-79)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.96
_diffrn_measured_fraction_theta_max 0.96
_diffrn_measurement_device_type  'Bruker-Nonius KappaCCD'
_diffrn_measurement_method       '\f and \w scan'
_diffrn_orient_matrix_type       X=UH
_diffrn_orient_matrix_UB_11      -0.00392
_diffrn_orient_matrix_UB_12      0.05991
_diffrn_orient_matrix_UB_13      -0.10614
_diffrn_orient_matrix_UB_21      0.05092
_diffrn_orient_matrix_UB_22      0.07618
_diffrn_orient_matrix_UB_23      0.02765
_diffrn_orient_matrix_UB_31      0.05195
_diffrn_orient_matrix_UB_32      -0.07172
_diffrn_orient_matrix_UB_33      -0.00637
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength_id  all
_diffrn_reflns_av_R_equivalents  0.021
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7641
_diffrn_reflns_theta_full        28.5
_diffrn_reflns_theta_max         28.5
_diffrn_reflns_theta_min         2.1
_exptl_absorpt_coefficient_mu    3.30
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.761
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.88
_refine_diff_density_min         -0.98
_refine_diff_density_rms         0.32
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.183
_refine_ls_goodness_of_fit_gt    0.921
_refine_ls_goodness_of_fit_ref   0.920
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    23
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4706
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.034
_refine_ls_R_factor_gt           0.026
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef F^2^
_refine_ls_weighting_details     ' w = 1 / ( s^2^(Fo^2^) + 0.10000 * Fo^2^)'
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_all         0.141
_refine_ls_wR_factor_gt          0.082
_refine_ls_wR_factor_ref         0.082
_reflns_d_resolution_high        0.62
_reflns_d_resolution_low         2.18
_reflns_limit_h_max              11
_reflns_limit_h_min              0
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              16
_reflns_limit_l_min              -15
_reflns_number_gt                4707
_reflns_number_total             5347
_reflns_threshold_expression     'I> 3.00 sigma(I)'
_cod_data_source_file            ol201665c_si_001.cif
_cod_data_source_block           DLG166
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_atom_sites_solution_hydrogens' value 'geom, diff' was changed to
'mixed'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_original_sg_symbol_H-M      'P -1          '
_cod_original_formula_sum        'C23 H23 Br I N O4 '
_cod_database_code               1502367