Central zinc metal-controlled regioselective meso-bromination of zincatedβ-silylporphyrins-rapid access to meso,β-dual-functionalized porphyrins.
Hayashi, Satoshi; Takamatsu, Rina; Takeda, Shiori; Noji, Masahiro; Takanami, Toshikatsu; Organic & biomolecular chemistry 18 (2020) 9791–9795; doi:10.1039/d0ob02262d

data_7157771
_publ_section_title
;
 Central zinc metal-controlled regioselective meso-bromination of
 zincated\b-silylporphyrins-rapid access to meso,\b-dual-functionalized
 porphyrins.
;
_journal_issue                   48
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              9791
_journal_page_last               9795
_journal_paper_doi               10.1039/d0ob02262d
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C39 H53 Br N4 O4 Si3 Zn'
_chemical_formula_sum            'C39 H53 Br N4 O4 Si3 Zn'
_chemical_formula_weight         871.41
_chemical_name_systematic        Zn-3c
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-10-07 deposited with the CCDC.	2020-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                98.8580
_cell_angle_beta                 102.4700
_cell_angle_gamma                91.9200
_cell_formula_units_Z            2
_cell_length_a                   9.3441
_cell_length_b                   13.5093
_cell_length_c                   16.7025
_cell_measurement_reflns_used    4
_cell_measurement_temperature    93
_cell_measurement_theta_max      70.52
_cell_measurement_theta_min      6.56
_cell_volume                     2029.227
_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, 2017)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.967
_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  0.2528
_diffrn_reflns_Laue_measured_fraction_full 0.973
_diffrn_reflns_Laue_measured_fraction_max 0.967
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23355
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_min         3.319
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.199
_exptl_absorpt_correction_T_max  0.984
_exptl_absorpt_correction_T_min  0.367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.426
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             908.00
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.017
_exptl_crystal_size_min          0.005
_refine_diff_density_max         2.38
_refine_diff_density_min         -1.40
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     469
_refine_ls_number_reflns         7189
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2093
_refine_ls_R_factor_gt           0.1381
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.1207P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2792
_refine_ls_wR_factor_ref         0.3577
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3010
_reflns_number_total             7189
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            d0ob02262d2.cif
_cod_data_source_block           Saeki-2_int
_cod_depositor_comments          'Adding full bibliography for 7157771.cif.'
_cod_original_cell_volume        2029.2225
_cod_database_code               7157771
_shelx_res_checksum              87173