Bis-triazolyl BODIPYs: a simple dye with strong red-light emission
Guérin, Charles; Jean-Gérard, Ludivine; Octobre, Guillaume G.; Pascal, Simon; Maury, Olivier; pilet, guillaume; Ledoux, Audrey; Andrioletti, Bruno; RSC Adv.  (2015) –; doi:10.1039/C5RA14309H

data_7221970
_publ_section_title
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 Bis-triazolyl BODIPYs: a simple dye with strong red-light emission
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_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C5RA14309H
_journal_year                    2015
_chemical_formula_moiety         'C31 H37 B1 F2 N8'
_chemical_formula_sum            'C31 H37 B F2 N8'
_chemical_formula_weight         570.50
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_audit_update_record
;
2015-06-08 deposited with the CCDC.
2015-09-01 downloaded from the CCDC.
;
_cell_angle_alpha                90.0
_cell_angle_beta                 94.452(10)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   11.1825(10)
_cell_length_b                   9.7365(13)
_cell_length_c                   27.817(4)
_cell_measurement_reflns_used    3019
_cell_measurement_temperature    293
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3
_cell_volume                     3019.5(7)
_computing_cell_refinement       'CrysAlis, (Oxford Diffraction, 2002)'
_computing_data_collection       'Gemini, (Oxford Diffraction, 2006)'
_computing_data_reduction        'CrysAlis, (Oxford Diffraction, 2002)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR97 (Altomare et al., 1999)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Oxford Diffraction Gemini'
_diffrn_measurement_method       \w/2\q
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.087
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            16283
_diffrn_reflns_theta_full        25.004
_diffrn_reflns_theta_max         29.417
_diffrn_reflns_theta_min         2.777
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1208
_exptl_crystal_size_max          0.331
_exptl_crystal_size_mid          0.279
_exptl_crystal_size_min          0.099
_refine_diff_density_max         0.63
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0809
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         2901
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1582
_refine_ls_R_factor_gt           0.0901
_refine_ls_shift/su_max          0.0002010
_refine_ls_shift/su_mean         0.0000166
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)] 
 where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^ 
 A~i~ are: 
 8.04 5.58 6.16 1.55 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1026
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0839
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              13
_reflns_limit_k_min              0
_reflns_limit_l_max              36
_reflns_limit_l_min              0
_reflns_number_gt                3613
_reflns_number_total             7122
_reflns_threshold_expression     I>2.0\s(I)
_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00
_oxford_refine_ls_r_factor_ref   0.0782
_oxford_refine_ls_scale          2.003(7)
_oxford_reflns_number_all        7105
_oxford_reflns_threshold_expression_ref I>3.0\s(I)
_cod_data_source_file            c5ra14309h2.cif
_cod_data_source_block           1
_cod_original_cell_volume        3019.5(6)
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_original_formula_sum        'C31 H37 B1 F2 N8'
_cod_database_code               7221970
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
END                                                                             
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_iucr_refine_instruction_details_restraints
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NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
DISTANCE 1.500000 , 0.001000 = C(19) TO C(20) 
DISTANCE 1.550000 , 0.001000 = C(37) TO C(38) 
END                                                                             
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