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_1507627
_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         'C17 H23 B F2 N2 '
_chemical_formula_sum            'C17 H23 B F2 N2'
_chemical_formula_weight         304.19
_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'
_cell_angle_alpha                104.0232(15)
_cell_angle_beta                 114.143(12)
_cell_angle_gamma                99.813(14)
_cell_formula_units_Z            2
_cell_length_a                   9.3694(16)
_cell_length_b                   12.210(2)
_cell_length_c                   8.6351(16)
_cell_measurement_reflns_used    5506
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      37.0
_cell_measurement_theta_min      5.2
_cell_volume                     833.1(3)
_computing_cell_refinement       PROCESS
_computing_data_collection       PROCESS
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SHELXS86
_diffrn_ambient_temperature      296.1
_diffrn_detector_area_resol_mean 9.83
_diffrn_measured_fraction_theta_full 0.914
_diffrn_measured_fraction_theta_max 0.747
_diffrn_measurement_device_type  'Rigaku RAXIS-UNKNOWN'
_diffrn_measurement_method       \w
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.090
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            18507
_diffrn_reflns_theta_full        27.25
_diffrn_reflns_theta_max         36.97
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.213
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             324.00
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.57
_refine_diff_density_min         -0.53
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.944
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     200
_refine_ls_number_reflns         1947
_refine_ls_R_factor_gt           0.0693
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
     Chebychev polynomial with 3 parameters (Carruthers & Watkin, 1979)
     136.4510    -145.6600    100.3100
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0775
_reflns_number_gt                1947
_reflns_number_total             3365
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol300681w_si_003.cif
_cod_data_source_block           '__Alison21'
_cod_original_formula_sum        'C17 H23 B F2 N2 '
_cod_database_code               1507627