Silylethynyl substituents as porphyrin protecting groups for solubilization and selectivity control.
Oda, Kazuma; Akita, Masanari; Hiroto, Satoru; Shinokubo, Hiroshi; Organic letters 16 (2014) 1818–1821; doi:10.1021/ol500569b

data_1513908
_publ_section_title
;
 Silylethynyl substituents as porphyrin protecting groups for
 solubilization and selectivity control.
;
_journal_issue                   6
_journal_name_full               'Organic letters'
_journal_page_first              1818
_journal_page_last               1821
_journal_paper_doi               10.1021/ol500569b
_journal_volume                  16
_journal_year                    2014
_chemical_formula_sum            'C75.32 H68.31 Cl1.98 N8 Ni2 O0.31'
_chemical_formula_weight         1278.14
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
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_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
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_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_cell_angle_beta                 101.791(2)
_cell_angle_gamma                108.945(2)
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_cell_length_b                   15.963(3)
_cell_length_c                   19.746(4)
_cell_measurement_reflns_used    8169
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      3.07
_cell_volume                     3235.3(11)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2002 (Burla, et al., 2003)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 14.222
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_av_sigmaI/netI    0.0509
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
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_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.07
_exptl_absorpt_coefficient_mu    0.715
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_exptl_absorpt_correction_T_min  0.9651
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_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.312
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1337
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_exptl_crystal_size_mid          0.01
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_refine_ls_extinction_method     none
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_refine_ls_number_reflns         12385
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.138
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0547
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1527
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_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol500569b_si_002.cif
_cod_data_source_block           shelxl
_cod_original_cell_volume        3235.2(11)
_cod_database_code               1513908