1,3-Iodo-amination of 2-methyl indoles via C<sub>sp<sup>2</sup></sub>-C<sub>sp<sup>3</sup></sub> dual functionalization with iodine reagent.
Moriyama, Katsuhiko; Hamada, Tsukasa; Ishida, Kazuma; Togo, Hideo; Chemical communications (Cambridge, England) 54 (2018) 4258–4261; doi:10.1039/c8cc00352a

data_7121262
_publ_section_title
;
 1,3-Iodo-amination of 2-methyl indoles via
 C<sub>sp<sup>2</sup></sub>-C<sub>sp<sup>3</sup></sub> dual
 functionalization with iodine reagent.
;
_journal_issue                   34
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              4258
_journal_page_last               4261
_journal_paper_doi               10.1039/c8cc00352a
_journal_volume                  54
_journal_year                    2018
_chemical_formula_sum            'C34 H35 I N2 O5 S2'
_chemical_formula_weight         742.66
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2017-02-15 deposited with the CCDC.
2018-02-09 downloaded from the CCDC.
;
_cell_angle_alpha                74.8147(9)
_cell_angle_beta                 78.2115(10)
_cell_angle_gamma                80.1920(9)
_cell_formula_units_Z            4
_cell_length_a                   12.2348(9)
_cell_length_b                   13.7713(10)
_cell_length_c                   21.3593(15)
_cell_measurement_reflns_used    7597
_cell_measurement_temperature    173
_cell_measurement_theta_max      27.34
_cell_measurement_theta_min      2.16
_cell_volume                     3373.8(4)
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_molecular_graphics    'XSHEL (Bruker AXS,2002)'
_computing_publication_material  'XCIF (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'Phi and Omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0150
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_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            19506
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         27.477
_diffrn_reflns_theta_min         1.00
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.115
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prismatic
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
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_refine_diff_density_max         3.971
_refine_diff_density_min         -2.755
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
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_refine_ls_number_reflns         14722
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0409
_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^)+(0.0729P)^2^+3.5946P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1292
_reflns_number_gt                12094
_reflns_number_total             14722
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8cc00352a2.cif
_cod_data_source_block           I
_cod_depositor_comments
'Adding full bibliography for 7121262--7121264.cif.'
_cod_database_code               7121262
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_shelx_hkl_checksum              53279