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_1507626
_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         'C15 H19 B F2 N2 '
_chemical_formula_sum            'C15 H19 B F2 N2'
_chemical_formula_weight         276.14
_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                74.069(5)
_cell_angle_beta                 66.256(5)
_cell_angle_gamma                84.454(6)
_cell_formula_units_Z            2
_cell_length_a                   8.6184(9)
_cell_length_b                   9.2516(10)
_cell_length_c                   10.4144(10)
_cell_measurement_reflns_used    413
_cell_measurement_temperature    296.1
_cell_measurement_theta_max      37.0
_cell_measurement_theta_min      3.1
_cell_volume                     730.81(13)
_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    SIR92
_diffrn_ambient_temperature      296.1
_diffrn_detector_area_resol_mean 9.83
_diffrn_measured_fraction_theta_full 0.921
_diffrn_measured_fraction_theta_max 0.759
_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  0.040
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16354
_diffrn_reflns_theta_full        26.25
_diffrn_reflns_theta_max         36.95
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_correction_T_min  0.589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
     Higashi, T. (1995). Program for Absorption Correction.
     Rigaku Corporation, Tokyo, Japan.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             292.00
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.17
_refine_diff_density_min         -0.17
_refine_ls_extinction_coef       21(96)
_refine_ls_extinction_method
'Larson (1970) Crystallographic Computing eq. 22'
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     183
_refine_ls_number_reflns         1612
_refine_ls_R_factor_gt           0.0476
_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)
     11.3945    2.9003    6.3128
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0548
_reflns_number_gt                1612
_reflns_number_total             2721
_reflns_threshold_expression     F^2^>2.0\s(F^2^)
_cod_data_source_file            ol300681w_si_002.cif
_cod_data_source_block           '__Alison19'
_cod_original_formula_sum        'C15 H19 B F2 N2 '
_cod_database_code               1507626