BODIPY dyads from a,c-biladiene salts
Savoldelli, Andrea; Paolesse, Roberto; Fronczek, Frank R.; Smith, Kevin M.; Vicente, M Graca H; Org. Biomol. Chem.  (2017) –; doi:10.1039/C7OB01797A

data_7155814
_publ_section_title
;
 BODIPY dyads from a,c-biladiene salts
;
_journal_name_full               'Org. Biomol. Chem.'
_journal_paper_doi               10.1039/C7OB01797A
_journal_year                    2017
_chemical_formula_moiety         'C30 H32 B2 Br2 F4 N4'
_chemical_formula_sum            'C30 H32 B2 Br2 F4 N4'
_chemical_formula_weight         818.24
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-05-23 deposited with the CCDC.
2017-08-11 downloaded from the CCDC.
;
_cell_angle_alpha                89.557(2)
_cell_angle_beta                 85.340(2)
_cell_angle_gamma                71.223(2)
_cell_formula_units_Z            2
_cell_length_a                   8.7744(4)
_cell_length_b                   12.7387(5)
_cell_length_c                   15.8017(7)
_cell_measurement_reflns_used    7826
_cell_measurement_temperature    100.0(5)
_cell_measurement_theta_max      25.36
_cell_measurement_theta_min      2.46
_cell_volume                     1666.38(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100.0(5)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker Kappa APEX-II DUO'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'TRIUMPH curved graphite'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30066
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.334
_diffrn_reflns_theta_min         1.293
_exptl_absorpt_coefficient_mu    2.711
_exptl_absorpt_correction_T_max  0.812
_exptl_absorpt_correction_T_min  0.736
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.631
_exptl_crystal_description       prism
_exptl_crystal_F_000             821
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: dichloromethane/hexane'
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.080
_platon_squeeze_details
;
The 109 electrons removed by SQUEEZE correspond to 1.88 molecules
of disordered chloroform per cell, or 0.94 per main molecule. This
solvent is included in the FW, density, etc., but is not in the formula
nor model.
;
_refine_diff_density_max         2.123
_refine_diff_density_min         -1.247
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         8235
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.1039
_refine_ls_R_factor_gt           0.0743
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1083P)^2^+3.4908P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2009
_refine_ls_wR_factor_ref         0.2157
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5624
_reflns_number_total             8235
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7ob01797a2.cif
_cod_data_source_block           Savoldelli1
_cod_database_code               7155814
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.656
_shelx_estimated_absorpt_t_max   0.812
_shelx_res_checksum              35795