NIR-absorbing and emitting α,α-nitrogen-bridged BODIPY dimers with strong excitonic coupling.
Wang, Long; Cheng, Cheng; Yu, Changjiang; Wu, Qinghua; Kang, Zhengxin; Wang, Hua; Jiao, Lijuan; Hao, Erhong; Chemical communications (Cambridge, England) 60 (2024) 5054–5057; doi:10.1039/d4cc00878b

data_7132958
_publ_section_title
;
 NIR-absorbing and emitting &#x3b1;,&#x3b1;-nitrogen-bridged BODIPY dimers
 with strong excitonic coupling.
;
_journal_issue                   38
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5054
_journal_page_last               5057
_journal_paper_doi               10.1039/d4cc00878b
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C50 H45 B2 F4 N5 O2'
_chemical_formula_sum            'C50 H45 B2 F4 N5 O2'
_chemical_formula_weight         845.53
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-02-14
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2024-02-15 deposited with the CCDC.	2024-04-10 downloaded from the CCDC.
;
_cell_angle_alpha                71.340(2)
_cell_angle_beta                 83.507(2)
_cell_angle_gamma                79.792(2)
_cell_formula_units_Z            4
_cell_length_a                   12.9120(16)
_cell_length_b                   16.473(2)
_cell_length_c                   22.588(3)
_cell_measurement_reflns_used    5643
_cell_measurement_temperature    293.15
_cell_measurement_theta_max      26.201
_cell_measurement_theta_min      2.325
_cell_volume                     4471.7(10)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_diffrn_ambient_temperature      293.15
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_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  0.1418
_diffrn_reflns_av_unetI/netI     0.1532
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            32603
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         0.953
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'dull dark green'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.256
_exptl_crystal_description       block
_exptl_crystal_F_000             1768
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.522
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1139
_refine_ls_number_reflns         15462
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.1584
_refine_ls_R_factor_gt           0.0819
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1248P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2159
_refine_ls_wR_factor_ref         0.2626
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7134
_reflns_number_total             15462
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc00878b2.cif
_cod_data_source_block           2a
_cod_depositor_comments          'Adding full bibliography for 7132958.cif.'
_cod_original_cell_volume        4471.9(10)
_cod_database_code               7132958
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.983
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C82-O1
 1.479 with sigma of 0.02
 H82B-H80
 2.45 with sigma of 0.01
3. Rigid bond restraints
 C82, O1
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 O1, C79
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
 C5, C6
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
Uanis(C82) \\sim Ueq, Uanis(O1) \\sim Ueq: with sigma of 0.002 and sigma for
terminal atoms of 0.001
5.a Aromatic/amide H refined with riding coordinates:
 N3(H3), N8(H8), C15(H15), C18(H18), C23(H23), C19(H19), C24(H24), C68(H68),
 C64(H64), C14(H14), C65(H65), C46(H46), C69(H69), C27(H27), C28(H28), C37(H37),
  C94(H94), C96(H96), C73(H73), C35(H35), C31(H31), C10(H10), C53(H53),
 C56(H56), C30(H30), C57(H57), C85(H85), C74(H74), C87(H87), C6(H6), C9(H9),
 C54(H54), C7(H7), C44(H44), C60(H60), C59(H59), C78(H78), C77(H77), C81(H81),
 C80(H80), C4(H4), C3(H3A)
5.b Fitted hexagon refined as free rotating group:
 C79(C78,C77,C76,C81,C80)
5.c Idealised Me refined as rotating group:
 C48(H48A,H48B,H48C), C40(H40A,H40B,H40C), C39(H39A,H39B,H39C), C89(H89A,H89B,
 H89C), C100(H10A,H10B,H10C), C1(H1A,H1B,H1C), C32(H32A,H32B,H32C), C99(H99A,
 H99B,H99C), C98(H98A,H98B,H98C), C90(H90A,H90B,H90C), C50(H50A,H50B,H50C),
 C51(H51A,H51B,H51C), C49(H49A,H49B,H49C), C41(H41A,H41B,H41C), C91(H91A,H91B,
 H91C), C82(H82A,H82B,H82C)
;
_shelx_res_checksum              8172
_shelx_hkl_checksum              62527
_shelx_fab_checksum              36919
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'