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_4023031
_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 H48 O2 C1 H1 Cl3'
_chemical_formula_sum            'C61 H49 Cl3 O2'
_chemical_formula_weight         920.35
_chemical_name_systematic
;
 5,10,15,20-tetratolyl-22,24-dioxadiazuliporphyrinogen
;
_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                73.23(3)
_cell_angle_beta                 77.02(3)
_cell_angle_gamma                65.93(3)
_cell_formula_units_Z            2
_cell_length_a                   11.130(4)
_cell_length_b                   13.871(5)
_cell_length_c                   17.619(6)
_cell_measurement_temperature    100(2)
_cell_volume                     2360.1(14)
_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 0.993
_diffrn_measured_fraction_theta_max 0.723
_diffrn_measurement_device_type  'KUMA KM4 CCD \k-geometry diffractometer'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0566
_diffrn_reflns_av_sigmaI/netI    0.0517
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            32157
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         35.65
_diffrn_reflns_theta_min         2.97
_exptl_absorpt_coefficient_mu    0.240
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.77
_exptl_crystal_size_mid          0.56
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.700
_refine_diff_density_min         -0.840
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     599
_refine_ls_number_reflns         15774
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0794
_refine_ls_R_factor_gt           0.0631
_refine_ls_shift/su_max          0.078
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0965P)^2^+1.3452P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1730
_refine_ls_wR_factor_ref         0.1846
_reflns_number_gt                12344
_reflns_number_total             15774
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo7015218-File002_1.cif
_cod_data_source_block           nat2dc
_cod_database_code               4023031