[18]/[20]π Hemiporphyrazine: A Redox-Switchable Near-Infrared Dye
Atsuya Muranaka; Shino Ohira; Daisuke Hashizume; Hiroyuki Koshino; Fumiko Kyotani; Machiko Hirayama; Masanobu Uchiyama; Journal of the American Chemical Society 134 (2012) 190–193; doi:10.1021/ja210410c

data_4117261
_publ_section_title
;
 [18]/[20]\p Hemiporphyrazine: A Redox-Switchable Near-Infrared Dye
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              190
_journal_page_last               193
_journal_paper_doi               10.1021/ja210410c
_journal_volume                  134
_journal_year                    2012
_chemical_formula_moiety         'C60 H48 N6 O8, 2(C H4 O), 1.5(H2 O)'
_chemical_formula_sum            'C62 H59 N6 O11.5'
_chemical_formula_weight         1072.15
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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
_cell_angle_beta                 94.8700(18)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   23.7121(9)
_cell_length_b                   30.4982(14)
_cell_length_c                   7.9101(4)
_cell_measurement_reflns_used    59485
_cell_measurement_temperature    90
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      2.18
_cell_volume                     5699.7(4)
_computing_cell_refinement       HKL2000
_computing_data_collection       CrystalClear
_computing_data_reduction        HKL2000
_computing_molecular_graphics    SV
_computing_publication_material  SHELXL-97
_computing_structure_refinement  SHELXL-97
_computing_structure_solution    SIR2004
_diffrn_ambient_temperature      90
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku AFC-8 with Saturn70 CCD'
_diffrn_measurement_method       \w-scan
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1214
_diffrn_reflns_av_sigmaI/netI    0.0568
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            49828
_diffrn_reflns_theta_full        23.50
_diffrn_reflns_theta_max         23.50
_diffrn_reflns_theta_min         2.18
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_description       Needle
_exptl_crystal_F_000             2260
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.901
_refine_diff_density_min         -0.525
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     380
_refine_ls_number_reflns         4225
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.1622
_refine_ls_R_factor_gt           0.0993
_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^)+(0.1834P)^2^+23.7069P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2896
_refine_ls_wR_factor_ref         0.3577
_reflns_number_gt                2436
_reflns_number_total             4225
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            ja210410c_si_003.cif
_cod_data_source_block           hemi-OX
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C62 H59 N6 O11.50'
_cod_database_code               4117261