A benzofuran-[<i>b</i>]-fused BODIPY trimer enabled by dual TBET and PET mechanisms for high-performance two-photon fluorescence imaging.
Zuo, Huiquan; Guo, Xing; Guo, Luying; Wu, Qinghua; Wang, Long; Kang, Zhengxin; Wang, Shaozhen; Jiao, Lijuan; Hao, Erhong; Chemical communications (Cambridge, England) 60 (2024) 14854–14857; doi:10.1039/d4cc05446f

data_7133981
_publ_section_title
;
 A benzofuran-[<i>b</i>]-fused BODIPY trimer enabled by dual TBET and PET
 mechanisms for high-performance two-photon fluorescence imaging.
;
_journal_issue                   99
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              14854
_journal_page_last               14857
_journal_paper_doi               10.1039/d4cc05446f
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C56 H49 B3 Br2 F6 N6 O2'
_chemical_formula_sum            'C56 H49 B3 Br2 F6 N6 O2'
_chemical_formula_weight         1144.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2024-08-28
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-09-16 deposited with the CCDC.	2024-11-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.25(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   28.42(8)
_cell_length_b                   13.14(4)
_cell_length_c                   16.94(4)
_cell_measurement_reflns_used    5007
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.726
_cell_measurement_theta_min      2.450
_cell_volume                     6204(3)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      293.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1275
_diffrn_reflns_av_unetI/netI     0.0983
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            26937
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.537
_diffrn_reflns_theta_min         1.461
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.366
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dull reddish red'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_description       block
_exptl_crystal_F_000             2328
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.357
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         7094
_refine_ls_number_restraints     39
_refine_ls_restrained_S_all      0.974
_refine_ls_R_factor_all          0.1322
_refine_ls_R_factor_gt           0.0607
_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^)+(0.1022P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1794
_refine_ls_wR_factor_ref         0.2102
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3003
_reflns_number_total             7094
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc05446f2.cif
_cod_data_source_block           230526b_0m_sq
_cod_depositor_comments
'Adding full bibliography for 7133981--7133982.cif.'
_cod_original_cell_volume        6204(29)
_cod_database_code               7133981
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.821
_shelx_estimated_absorpt_t_min   0.781
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C29 \\sim C30 \\sim C28: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
Uanis(C29) \\sim Ueq: with sigma of 0.02 and sigma for terminal atoms of 0.01
3. Rigid body (RIGU) restrains
 C29, C30, C28
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C30, C29, C28, C26, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: C30(0.5) H30(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C22(H22), C3(H3), C19(H19), C15(H15), C16(H16), C17(H17), C11(H11), C28(H28),
 C30(H30A)
5.b Fitted hexagon refined as free rotating group:
 C19(C15,C14,C16,C17,C18)
5.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C27(H27A,H27B,H27C), C1(H1A,H1B,H1C), C13(H13A,H13B,H13C),
 C10(H10A,H10B,H10C)
;
_shelx_res_checksum              27704
_shelx_hkl_checksum              89418
_shelx_fab_checksum              61123
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'