Synthesis, Reactivity, and Spectroscopic Properties of meso-Triaryl-5-oxaporphyrins
Kazuhisa Kakeya; Aya Nakagawa; Tadashi Mizutani; Yutaka Hitomi; Masahito Kodera; Journal of Organic Chemistry 77 (2012) 6510–6519; doi:10.1021/jo3010342

data_4027352
_publ_contact_author_address
'Doshisha University, Kyotanabe, Kyoto 610-0321, Japan'
_publ_contact_author_email       tmizutan@mail.doshisha.ac.jp
_publ_contact_author_fax         +81-774-65-7437
_publ_contact_author_name        'Tadashi Mizutani'
_publ_contact_author_phone       +81-774-65-6801
_publ_section_title
;
 Synthesis, Reactivity, and Spectroscopic Properties of
 meso-Triaryl-5-oxaporphyrins
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6510
_journal_page_last               6519
_journal_paper_doi               10.1021/jo3010342
_journal_volume                  77
_journal_year                    2012
_chemical_absolute_configuration unk
_chemical_compound_source        'Synthetic compound'
_chemical_formula_moiety         'C45 H29 F3 N4 O9 Zn, C5'
_chemical_formula_sum            'C50 H29 F3 N4 O9 Zn'
_chemical_formula_weight         952.14
_chemical_name_common
'[5,10,15-tris(4-methoxycarbonylphenyl)-5-oxaporphyrinato]zinc(II)'
_chemical_name_systematic
;
 [5,10,15-tris(4-methoxycarbonylphenyl)-5-oxaporphyrinato]
 (trifluoroacetato)zinc(II)
;
_chemical_properties_physical    photo-sensitive
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.6870(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   21.2044(4)
_cell_length_b                   10.4376(2)
_cell_length_c                   21.7778(5)
_cell_measurement_reflns_used    24280
_cell_measurement_temperature    113
_cell_measurement_theta_max      68.22
_cell_measurement_theta_min      3.71
_cell_volume                     4446.99(16)
_computing_molecular_graphics
'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      113
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  IP
_diffrn_measurement_method       'profile data from \q/2\q scans'
_diffrn_radiation_monochromator  Graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0773
_diffrn_reflns_av_sigmaI/netI    0.0944
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            37103
_diffrn_reflns_theta_full        68.22
_diffrn_reflns_theta_max         68.22
_diffrn_reflns_theta_min         3.71
_diffrn_source                   'sealed x-ray tube'
_diffrn_source_type              'RIGAKU R-AXIS RAPID II'
_exptl_absorpt_coefficient_mu    1.415
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.7924
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_description       block
_exptl_crystal_F_000             1944
_exptl_crystal_recrystallization_method 'CHCl3. Hexane'
_exptl_crystal_size_max          1.50
_exptl_crystal_size_mid          1.00
_exptl_crystal_size_min          1.00
_refine_diff_density_max         0.879
_refine_diff_density_min         -0.975
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     600
_refine_ls_number_reflns         8007
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.1405
_refine_ls_R_factor_gt           0.0852
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1677P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2359
_refine_ls_wR_factor_ref         0.2791
_reflns_number_gt                4176
_reflns_number_total             8007
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo3010342_si_001.cif
_cod_data_source_block           shelxl
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4027352