Sulfur-bridged annulated BODIPYs: synthesis, structure and photophysical properties
Zhang, Yongli; Fu, Xiong; Li, Jie; Guo, Kaiwen; Wen, Hanyu; Guo, Tingting; Li, Xiangguang; Yang, Yanhua; Gao, Shulin; New Journal of Chemistry 49 (2025) 11326–11333; doi:10.1039/D5NJ01481F

data_7063831
_publ_section_title
;
 Sulfur-bridged annulated BODIPYs: synthesis, structure and photophysical
 properties
;
_journal_issue                   26
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              11326
_journal_page_last               11333
_journal_paper_doi               10.1039/D5NJ01481F
_journal_volume                  49
_journal_year                    2025
_chemical_formula_moiety         'C15 H9 B F2 N2 S'
_chemical_formula_sum            'C15 H9 B F2 N2 S'
_chemical_formula_weight         298.11
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-06-29
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-09-03 deposited with the CCDC.	2025-06-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.1620(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.24650(10)
_cell_length_b                   20.7755(4)
_cell_length_c                   16.9252(3)
_cell_measurement_reflns_used    8946
_cell_measurement_temperature    198.00
_cell_measurement_theta_max      68.675
_cell_measurement_theta_min      3.368
_cell_volume                     2548.07(8)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      198.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17855
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.814
_diffrn_reflns_theta_min         3.368
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.420
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5500
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1515 before and 0.0890 after correction.
The Ratio of minimum to maximum transmission is 0.7303.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_description       block
_exptl_crystal_F_000             1216
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.904
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         4700
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0653
_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^)+(0.1244P)^2^+0.9725P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1754
_refine_ls_wR_factor_ref         0.1890
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3625
_reflns_number_total             4700
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5nj01481f2.cif
_cod_data_source_block           cu_20220627_zh_km_zyl_1_0m
_cod_depositor_comments
'Adding full bibliography for 7063831--7063832.cif.'
_cod_database_code               7063831
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.760
_shelx_estimated_absorpt_t_min   0.670
_olex2_refinement_description
;
1. Rigid bond restraints
 C29, C30
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C3, C2
 with sigma for 1-2 distances of 0.005 and sigma for 1-3 distances of 0.01
 N4, C30
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.004
2.a Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C23(H23), C24(H24), C25(H25), C26(H26), C28(H28),
 C29(H29), C30(H30), C1(H1), C2(H2), C3(H3), C8(H8), C9(H9), C12(H12), C13(H13),
  C14(H14), C15(H15)
;
_shelx_res_checksum              89681
_olex2_submission_special_instructions 'No special instructions were received'