Regioselective β-silylation of porphyrins via iridium-catalyzed C-H bond activation.
Sugita, Noriaki; Hayashi, Satoshi; Shibata, Masashi; Endo, Taiga; Noji, Masahiro; Takatori, Kazuhiko; Takanami, Toshikatsu; Organic & biomolecular chemistry 14 (2016) 10189–10192; doi:10.1039/c6ob02243j

data_7155335
_publ_section_title
;
 Regioselective \b-silylation of porphyrins via iridium-catalyzed C-H bond
 activation.
;
_journal_issue                   43
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              10189
_journal_page_last               10192
_journal_paper_doi               10.1039/c6ob02243j
_journal_volume                  14
_journal_year                    2016
_chemical_formula_moiety         'C45 H46 N4 O2 Si3'
_chemical_formula_sum            'C45 H46 N4 O2 Si3'
_chemical_formula_weight         759.14
_chemical_name_systematic        TPPbeSi
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2016-09-08 deposited with the CCDC.
2016-10-14 downloaded from the CCDC.
;
_cell_angle_alpha                85.3716(8)
_cell_angle_beta                 88.6754(7)
_cell_angle_gamma                78.2900(7)
_cell_formula_units_Z            2
_cell_length_a                   6.48478(12)
_cell_length_b                   10.65822(19)
_cell_length_c                   30.3573(6)
_cell_measurement_reflns_used    12299
_cell_measurement_temperature    93
_cell_measurement_theta_max      67.95
_cell_measurement_theta_min      4.25
_cell_volume                     2047.76(7)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.2'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2015)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            37521
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.223
_diffrn_reflns_theta_min         4.249
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.396
_exptl_absorpt_correction_T_max  0.967
_exptl_absorpt_correction_T_min  0.886
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             804.00
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.088
_exptl_crystal_size_min          0.024
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.47
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     495
_refine_ls_number_reflns         7379
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0552
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.0861P)^2^+0.9579P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1527
_refine_ls_wR_factor_ref         0.1694
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5526
_reflns_number_total             7379
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            c6ob02243j2.cif
_cod_data_source_block           TPPbeSi
_cod_depositor_comments          'Adding full bibliography for 7155335.cif.'
_cod_original_cell_volume        2047.77(6)
_cod_database_code               7155335
_shelx_res_checksum              5476