Synthesis and Photophysical Properties of N-Fused Tetraphenylporphyrin Derivatives: Near-Infrared Organic Dye of [18]Annulenic Compounds
Shinya Ikeda; Motoki Toganoh; Shanmugam Easwaramoorthi; Jong Min Lim; Dongho Kim; Hiroyuki Furuta; Journal of Organic Chemistry 75 (2010) 8637–8649; doi:10.1021/jo102128m

data_4025915
_publ_section_title
;
 Synthesis and Photophysical Properties of N-Fused Tetraphenylporphyrin
 Derivatives: Near-Infrared Organic Dye of [18]Annulenic Compounds
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8637
_journal_page_last               8649
_journal_paper_doi               10.1021/jo102128m
_journal_volume                  75
_journal_year                    2010
_chemical_formula_moiety         'C45 H31 N4, C F3 O3 S'
_chemical_formula_sum            'C46 H31 F3 N4 O3 S'
_chemical_formula_weight         776.81
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_creation_method           SHELXL-97
_cell_angle_alpha                83.821(2)
_cell_angle_beta                 76.625(2)
_cell_angle_gamma                70.557(2)
_cell_formula_units_Z            2
_cell_length_a                   10.1624(10)
_cell_length_b                   14.6757(15)
_cell_length_c                   15.1354(15)
_cell_measurement_temperature    223(2)
_cell_volume                     2069.7(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      223(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_av_sigmaI/netI    0.1392
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12458
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.38
_exptl_absorpt_coefficient_mu    0.136
_exptl_absorpt_correction_T_max  0.9959
_exptl_absorpt_correction_T_min  0.9300
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS, Sheldrick 1996'
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.03
_platon_squeeze_details
;
;
_refine_diff_density_max         0.657
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.814
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     515
_refine_ls_number_reflns         8096
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.814
_refine_ls_R_factor_all          0.1692
_refine_ls_R_factor_gt           0.0795
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1343P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2065
_refine_ls_wR_factor_ref         0.2372
_reflns_number_gt                3116
_reflns_number_total             8096
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo102128m_si_002.cif
_cod_data_source_block           NMeNFTPP-CF3SO3H
_cod_database_code               4025915