Utilization of BODIPY-based redox events to manipulate the Lewis acidity of fluorescent boranes
Thompson, Brena L.; Kieffer, Ian A.; Heiden, Zachariah M.; Chemical Communications  (2022) –; doi:10.1039/D1CC06400B

data_7129501
_publ_section_title
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 Utilization of BODIPY-based redox events to manipulate the Lewis acidity
 of fluorescent boranes
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D1CC06400B
_journal_year                    2022
_chemical_formula_moiety         'C26 H21 B3 F4 N6, C H2 Cl2'
_chemical_formula_sum            'C27 H23 B3 Cl2 F4 N6'
_chemical_formula_weight         610.895
_chemical_properties_physical    Moisture-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_Int_Tables_number      14
_atom_sites_solution_primary     dual
_audit_creation_date             2021-12-07
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_audit_update_record
;
2021-12-14 deposited with the CCDC.	2021-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.939(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.178(9)
_cell_length_b                   12.668(7)
_cell_length_c                   14.669(8)
_cell_measurement_reflns_used    1048
_cell_measurement_temperature    100.3
_cell_measurement_theta_max      18.33
_cell_measurement_theta_min      2.41
_cell_volume                     2786(3)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.3
_diffrn_measured_fraction_theta_full 0.9952
_diffrn_measured_fraction_theta_max 0.9952
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.2729
_diffrn_reflns_av_unetI/netI     0.1702
_diffrn_reflns_Laue_measured_fraction_full 0.9952
_diffrn_reflns_Laue_measured_fraction_max 0.9952
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            28897
_diffrn_reflns_point_group_measured_fraction_full 0.9952
_diffrn_reflns_point_group_measured_fraction_max 0.9952
_diffrn_reflns_theta_full        24.8728
_diffrn_reflns_theta_max         24.87
_diffrn_reflns_theta_min         1.36
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.291
_exptl_absorpt_correction_T_max  0.7451
_exptl_absorpt_correction_T_min  0.6254
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0897 before and 0.0655 after correction.
The Ratio of minimum to maximum transmission is 0.8394.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_description       needle
_exptl_crystal_F_000             1249.784
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.3066
_refine_diff_density_min         -1.0692
_refine_diff_density_rms         0.2359
_refine_ls_d_res_high            0.8449
_refine_ls_d_res_low             14.9938
_refine_ls_extinction_coef       0.0028(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0527
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    43
_refine_ls_number_parameters     380
_refine_ls_number_reflns         4805
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0527
_refine_ls_R_factor_all          0.2290
_refine_ls_R_factor_gt           0.0987
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1588P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2486
_refine_ls_wR_factor_ref         0.3273
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              17
_reflns_limit_h_min              -17
_reflns_limit_k_max              14
_reflns_limit_k_min              0
_reflns_limit_l_max              17
_reflns_limit_l_min              0
_reflns_number_gt                2033
_reflns_number_total             4805
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d1cc06400b2.cif
_cod_data_source_block           ZMH363A1_0ma
_cod_database_code               7129501
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1a,H1b), C2(H2a,H2b), C27(H27a,H27b)
2.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C10(H10), C9(H9), C17(H17), C24(H24), C8(H8), C15(H15), C7(H7),
 C4(H4), C26(H26), C25(H25), C20(H20), C6(H6), C16(H16), C18(H18), C5(H5),
 C19(H19)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'