Dioxadiazuliporphyrin: A Near-IR Redox Switchable Chromophore
Natasza Sprutta; Marta Siczek; Lechosław Latos-Grażyński; Miłosz Pawlicki; Ludmiła Szterenberg; Tadeusz Lis; Journal of Organic Chemistry 72 (2007) 9501–9509; doi:10.1021/jo7015218

data_4023032
_publ_section_title
;
 Dioxadiazuliporphyrin: A Near-IR Redox Switchable Chromophore
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              9501
_journal_page_last               9509
_journal_paper_doi               10.1021/jo7015218
_journal_volume                  72
_journal_year                    2007
_chemical_formula_moiety         'C60 H44 O2 C9 H9'
_chemical_formula_sum            'C69 H53 O2'
_chemical_formula_weight         914.11
_chemical_name_systematic
;
 5,10,15,20-tetratolyl-22,24-dioxadiazuliporphyrin
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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                75.90(4)
_cell_angle_beta                 83.90(4)
_cell_angle_gamma                67.09(4)
_cell_formula_units_Z            2
_cell_length_a                   12.592(5)
_cell_length_b                   12.700(5)
_cell_length_c                   17.466(7)
_cell_measurement_reflns_used    5636
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76
_cell_measurement_theta_min      3
_cell_volume                     2495.1(17)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 1995-2003)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 1995-2003)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 1995-2003)'
_computing_molecular_graphics    'ORTEP for Windows'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.773
_diffrn_measurement_device_type  'XCALIBUR PX ONYX CCD diffractometer'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_sigmaI/netI    0.1299
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21722
_diffrn_reflns_theta_full        59.00
_diffrn_reflns_theta_max         76.82
_diffrn_reflns_theta_min         3.81
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             966
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.22
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.859
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     644
_refine_ls_number_reflns         8139
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.859
_refine_ls_R_factor_all          0.1011
_refine_ls_R_factor_gt           0.0430
_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^)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0639
_refine_ls_wR_factor_ref         0.0701
_reflns_number_gt                3989
_reflns_number_total             8139
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo7015218-File002_2.cif
_cod_data_source_block           na89dc
_cod_database_code               4023032