Engineering asymmetric D-π-A BODIPYs as high-performance photosensitizers for photodynamic therapy.
Zhai, Ziyu; Cai, Fangjian; Li, Pengfei; Qu, Chulin; Shen, Zhen; Chemical communications (Cambridge, England) 62 (2026) 2230–2233; doi:10.1039/d5cc04867b

data_7135530
_publ_section_title
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 Engineering asymmetric D-&#x3c0;-A BODIPYs as high-performance
 photosensitizers for photodynamic therapy.
;
_journal_issue                   7
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2230
_journal_page_last               2233
_journal_paper_doi               10.1039/d5cc04867b
_journal_volume                  62
_journal_year                    2026
_chemical_formula_moiety         'C33 H24 B F5 N2 S, C H Cl3'
_chemical_formula_sum            'C34 H25 B Cl3 F5 N2 S'
_chemical_formula_weight         705.78
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2025-04-16
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-05-23 deposited with the CCDC.	2025-12-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.661(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.4324(11)
_cell_length_b                   10.1495(6)
_cell_length_c                   17.5125(11)
_cell_measurement_reflns_used    3508
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      47.172
_cell_measurement_theta_min      4.388
_cell_volume                     3254.1(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      193.00
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.1038
_diffrn_reflns_av_unetI/netI     0.0784
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            23867
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         53.875
_diffrn_reflns_theta_min         4.333
_diffrn_source_current           3.57
_diffrn_source_power             0.24886469999999997
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.402
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.6375
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1259 before and 0.0601 after correction.
The Ratio of minimum to maximum transmission is 0.8493.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_refine_diff_density_max         1.292
_refine_diff_density_min         -0.762
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       0.0011(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     447
_refine_ls_number_reflns         5923
_refine_ls_number_restraints     90
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.1510
_refine_ls_R_factor_gt           0.0882
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1579P)^2^+2.3534P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2422
_refine_ls_wR_factor_ref         0.2885
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3308
_reflns_number_total             5923
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc04867b2.cif
_cod_data_source_block           1111
_cod_database_code               7135530
_shelx_shelxl_version_number     2018/3
_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. Restrained distances
 F00Y-C019 = C019-F014
 1.35 with sigma of 0.02
 F00Y-C019 = C019-F018
 1.35 with sigma of 0.02
 F018-C019 = C019-F014
 1.35 with sigma of 0.02
 F11-C019 = C019-F1
 1.35 with sigma of 0.02
 F15-C019 = C019-F11
 1.35 with sigma of 0.02
 F1-C019 = C019-F15
 1.35 with sigma of 0.02
 F00Y-F014
 2.205 with sigma of 0.04
 F00Y-F018
 2.205 with sigma of 0.04
 F018-F014
 2.205 with sigma of 0.04
 F11-F1
 2.205 with sigma of 0.04
 F15-F11
 2.205 with sigma of 0.04
 F1-F15
 2.205 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
F00Y \\sim C019 \\sim F014 \\sim F11 \\sim F018 \\sim F15 \\sim F1: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
4. Others
 Sof(F1)=Sof(F11)=Sof(F15)=1-FVAR(1)
 Sof(F00Y)=Sof(F014)=Sof(F018)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C01A(H01J)
5.b Aromatic/amide H refined with riding coordinates:
 C00J(H00J), C00L(H00L), C00N(H00N), C00O(H00O), C00Q(H00Q), C00R(H00R),
 C00S(H00S), C00T(H00T), C00V(H00V), C00W(H00W), C00X(H00X), C00Z(H00Z),
 C010(H010), C015(H015), C016(H016)
5.c Idealised Me refined as rotating group:
 C011(H01A,H01B,H01C), C012(H01D,H01E,H01F), C013(H01G,H01H,H01I)
;
_shelx_res_checksum              39182
_olex2_submission_special_instructions 'No special instructions were received'