An Improved Method for the Synthesis of F-BODIPYs from Dipyrrins and Bis(dipyrrin)s.
Lundrigan, Travis; Baker, Alexander E. G.; Longobardi, Lauren E.; Wood, Tabitha E.; Smithen, Deborah A.; Crawford, Sarah M.; Cameron, T. Stanley; Thompson, Alison; Organic letters 14 (2012) 2158–2161; doi:10.1021/ol300681w

data_1507628
_publ_section_title
;
 An Improved Method for the Synthesis of F-BODIPYs from Dipyrrins and
 Bis(dipyrrin)s.
;
_journal_issue                   8
_journal_name_full               'Organic letters'
_journal_page_first              2158
_journal_page_last               2161
_journal_paper_doi               10.1021/ol300681w
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C13 H15 B F2 N2 '
_chemical_formula_sum            'C13 H15 B F2 N2'
_chemical_formula_weight         248.08
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.0(0)
_cell_angle_beta                 38.561(6)
_cell_angle_gamma                90.0(0)
_cell_formula_units_Z            4
_cell_length_a                   11.700(6)
_cell_length_b                   14.423(2)
_cell_length_c                   11.934(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      40.0
_cell_measurement_theta_min      38.3
_cell_volume                     1255.3(8)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  SHELXL
_computing_structure_solution    SHELXS97
_diffrn_ambient_temperature      296.1
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Rigaku AFC5R'
_diffrn_measurement_method       \w-2\q
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.067
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            2234
_diffrn_reflns_theta_full        64.56
_diffrn_reflns_theta_max         64.56
_diffrn_standards_decay_%        0.15
_diffrn_standards_interval_count 0
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.817
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             520.00
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.19
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    noref
_refine_ls_number_parameters     164
_refine_ls_number_reflns         2075
_refine_ls_R_factor_gt           0.0554
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[\s^2^(Fo^2^)+(0.1153P)^2^+0.2698P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.2073
_reflns_number_gt                1162
_reflns_number_total             2075
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol300681w_si_004.cif
_cod_data_source_block           '_afc5r.xtl_Cu_radiation___'
_cod_original_cell_volume        1255.3(7)
_cod_original_formula_sum        'C13 H15 B F2 N2 '
_cod_database_code               1507628