An acceptor motor-driven electronic donor-acceptor supramolecular scaffold towards imaging-guided tumor therapy.
Zheng, Canze; Zhu, Liwei; Zhang, Jianyu; Deng, Xin; Zhong, Zhengyao; He, Xiang; Zhang, Qiaoyun; Liu, Junkai; Meng, Miao; Lam, Jacky W. Y.; Li, Ying; Chen, Ming; Tang, Ben Zhong; Chemical science 16 (2025) 20048–20060; doi:10.1039/d5sc05770a

data_1575869
_publ_section_title
;
 An acceptor motor-driven electronic donor-acceptor supramolecular
 scaffold towards imaging-guided tumor therapy.
;
_journal_issue                   42
_journal_name_full               'Chemical science'
_journal_page_first              20048
_journal_page_last               20060
_journal_paper_doi               10.1039/d5sc05770a
_journal_volume                  16
_journal_year                    2025
_chemical_formula_moiety         'C18 N12, C20 H12'
_chemical_formula_sum            'C38 H12 N12'
_chemical_formula_weight         636.60
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2022-10-29
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-01-04 deposited with the CCDC.	2025-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                91.983(4)
_cell_angle_beta                 91.450(4)
_cell_angle_gamma                92.672(4)
_cell_formula_units_Z            2
_cell_length_a                   7.2462(3)
_cell_length_b                   10.5982(5)
_cell_length_c                   21.3799(10)
_cell_measurement_reflns_used    3825
_cell_measurement_temperature    169.99(10)
_cell_measurement_theta_max      73.5810
_cell_measurement_theta_min      2.0530
_cell_volume                     1638.54(13)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 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_environment      N~2~
_diffrn_ambient_temperature      169.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     16.00 101.00   1.00    1.00    --   40.73  38.00 -90.00   85
  2  \w     86.00 173.00   1.00    2.68    --  107.58  30.00-120.00   87
  3  \w    103.00 147.00   1.00    2.68    --  107.58 125.00  60.00   44
  4  \w    123.00 176.00   1.00    2.68    --  107.58 125.00 120.00   53
  5  \w     92.00 176.00   1.00    2.68    --  107.58  45.00 120.00   84
  6  \w     92.00 155.00   1.00    2.68    --  107.58 143.00 163.00   63
  7  \w     86.00 163.00   1.00    2.68    --  107.58  77.00 150.00   77
  8  \w     81.00 127.00   1.00    2.68    --  107.58 -45.00 150.00   46
  9  \w     92.00 138.00   1.00    2.68    --  107.58 -77.00 150.00   46
 10  \w     79.00 120.00   1.00    2.68    --  107.58-125.00 120.00   41
 11  \w     50.00 119.00   1.00    2.68    --  107.58-125.00   0.00   69
 12  \w     43.00  97.00   1.00    1.00    --   40.73-125.00 -60.00   54
 13  \w     39.00 128.00   1.00    2.68    --  107.58 -61.00  60.00   89
 14  \w     36.00  71.00   1.00    2.68    --  107.58 -45.00 150.00   35
 15  \w     35.00  62.00   1.00    2.68    --  107.58-125.00 120.00   27
 16  \w    -62.00  30.00   1.00    1.00    --  -40.73  57.00 120.00   92
 17  \w      4.00  43.00   1.00    1.00    --   40.73 -99.00-180.00   39
 18  \w     64.00 106.00   1.00    2.68    --  107.58 -95.00-180.00   42
 19  \w   -110.00 -13.00   1.00    1.00    --  -40.73 -57.00 -30.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0198548000
_diffrn_orient_matrix_UB_12      0.1035587000
_diffrn_orient_matrix_UB_13      0.0514258000
_diffrn_orient_matrix_UB_21      -0.0120064000
_diffrn_orient_matrix_UB_22      0.0998961000
_diffrn_orient_matrix_UB_23      -0.0504201000
_diffrn_orient_matrix_UB_31      -0.2116435000
_diffrn_orient_matrix_UB_32      -0.0223463000
_diffrn_orient_matrix_UB_33      -0.0039201000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9556
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        62.497
_diffrn_reflns_theta_max         62.497
_diffrn_reflns_theta_min         2.068
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.671
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light black'
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.633
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.118
_refine_ls_extinction_coef       0.0021(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   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     633
_refine_ls_number_reflns         5212
_refine_ls_number_restraints     1146
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.0727
_refine_ls_R_factor_gt           0.0592
_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^)+(0.1046P)^2^+0.5002P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1735
_refine_ls_wR_factor_ref         0.1842
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4080
_reflns_number_total             5212
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc05770a2.cif
_cod_data_source_block           a14-d13_3
_cod_depositor_comments
'Adding full bibliography for 1575868--1575869.cif.'
_cod_database_code               1575869
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C9-C5 \\sim C9A-C5A
 with sigma of 0.02
 C4-C2 \\sim C4A-C2A
 with sigma of 0.04
 C20-C15 \\sim C20A-C15A
 with sigma of 0.04
 C9-C10 \\sim C9A-C10A
 with sigma of 0.02
 C9-C8 \\sim C9A-C8A
 with sigma of 0.02
 C5-C20 \\sim C5A-C20A
 with sigma of 0.02
 C14-C12 \\sim C14A-C12A
 with sigma of 0.04
 C5-C4 \\sim C5A-C4A
 with sigma of 0.02
 C10-C15 \\sim C10A-C15A
 with sigma of 0.02
 C15-C11 \\sim C15A-C11A
 with sigma of 0.04
 C10-C11 \\sim C10A-C11A
 with sigma of 0.02
 C19-C1 \\sim C19A-C1A
 with sigma of 0.04
 C20-C19 \\sim C20A-C19A
 with sigma of 0.02
 C13-C16 \\sim C13A-C16A
 with sigma of 0.04
 C20-C1 \\sim C20A-C1A
 with sigma of 0.02
 C15-C19 \\sim C15A-C19A
 with sigma of 0.02
 C15-C14 \\sim C15A-C14A
 with sigma of 0.02
 C10-C14 \\sim C10A-C14A
 with sigma of 0.04
 C8-C7 \\sim C8A-C7A
 with sigma of 0.02
 C20-C2 \\sim C20A-C2A
 with sigma of 0.04
 C19-C18 \\sim C19A-C18A
 with sigma of 0.02
 C15-C18 \\sim C15A-C18A
 with sigma of 0.04
 C4-C6 \\sim C4A-C6A
 with sigma of 0.02
 C4-C3 \\sim C4A-C3A
 with sigma of 0.02
 C19-C17 \\sim C19A-C17A
 with sigma of 0.04
 C11-C12 \\sim C11A-C12A
 with sigma of 0.02
 C6-C3 \\sim C6A-C3A
 with sigma of 0.04
 C7-C6 \\sim C7A-C6A
 with sigma of 0.02
 C1-C2 \\sim C1A-C2A
 with sigma of 0.02
 C3-C2 \\sim C3A-C2A
 with sigma of 0.02
 C13-C14 \\sim C13A-C14A
 with sigma of 0.02
 C13-C12 \\sim C13A-C12A
 with sigma of 0.02
 C10-C19 \\sim C10A-C19A
 with sigma of 0.04
 C10-C12 \\sim C10A-C12A
 with sigma of 0.04
 C14-C16 \\sim C14A-C16A
 with sigma of 0.02
 C20-C4 \\sim C20A-C4A
 with sigma of 0.04
 C20-C18 \\sim C20A-C18A
 with sigma of 0.04
 C15-C13 \\sim C15A-C13A
 with sigma of 0.04
 C15-C16 \\sim C15A-C16A
 with sigma of 0.04
 C18-C17 \\sim C18A-C17A
 with sigma of 0.02
 C17-C16 \\sim C17A-C16A
 with sigma of 0.02
 C8-C6 \\sim C8A-C6A
 with sigma of 0.04
 C19-C14 \\sim C19A-C14A
 with sigma of 0.04
 C4-C7 \\sim C4A-C7A
 with sigma of 0.04
 C11-C13 \\sim C11A-C13A
 with sigma of 0.04
 C1-C3 \\sim C1A-C3A
 with sigma of 0.04
 C9-C20 \\sim C9A-C20A
 with sigma of 0.04
 C9-C15 \\sim C9A-C15A
 with sigma of 0.04
 C9-C4 \\sim C9A-C4A
 with sigma of 0.04
 C14-C17 \\sim C14A-C17A
 with sigma of 0.04
 C9-C11 \\sim C9A-C11A
 with sigma of 0.04
 C9-C7 \\sim C9A-C7A
 with sigma of 0.04
 C5-C10 \\sim C5A-C10A
 with sigma of 0.04
 C18-C16 \\sim C18A-C16A
 with sigma of 0.04
 C5-C8 \\sim C5A-C8A
 with sigma of 0.04
 C5-C19 \\sim C5A-C19A
 with sigma of 0.04
 C5-C6 \\sim C5A-C6A
 with sigma of 0.04
 C5-C1 \\sim C5A-C1A
 with sigma of 0.04
 C5-C3 \\sim C5A-C3A
 with sigma of 0.04
 C10-C8 \\sim C10A-C8A
 with sigma of 0.04
3. Rigid bond restraints
 C9, C5, C10, C20, C15, C8, C19, C4, C11, C7, C6, C1, C3, C13, C14, C2, C12,
 C18, C17, C16, C9A, C10A, C15A, C8A, C19A, C11A, C13A, C14A, C12A, C18A, C17A,
 C16A, C5A, C20A, C4A, C7A, C6A, C1A, C3A, C2A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C9 \\sim C5 \\sim C10 \\sim C20 \\sim C15 \\sim C8 \\sim C19 \\sim C4 \\sim C11
\\sim C7 \\sim C6 \\sim C1 \\sim C3 \\sim C13 \\sim C14 \\sim C2 \\sim C12
\\sim C18 \\sim C17 \\sim C16 \\sim C9A \\sim C10A \\sim C15A \\sim C8A \\sim
C19A \\sim C11A \\sim C13A \\sim C14A \\sim C12A \\sim C18A \\sim C17A \\sim
C16A \\sim C5A \\sim C20A \\sim C4A \\sim C1A \\sim C3A \\sim C2A \\sim C7A
\\sim C6A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
Uanis(C9) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C20)
\\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C19) \\sim Ueq,
Uanis(C4) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C13)
\\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C12) \\sim Ueq,
Uanis(C18) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C9A)
\\sim Ueq, Uanis(C10A) \\sim Ueq, Uanis(C15A) \\sim Ueq, Uanis(C19A) \\sim Ueq,
Uanis(C11A) \\sim Ueq, Uanis(C13A) \\sim Ueq, Uanis(C14A) \\sim Ueq,
Uanis(C12A) \\sim Ueq, Uanis(C18A) \\sim Ueq, Uanis(C17A) \\sim Ueq,
Uanis(C16A) \\sim Ueq, Uanis(C5A) \\sim Ueq, Uanis(C20A) \\sim Ueq, Uanis(C1A)
\\sim Ueq, Uanis(C2A) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C6) \\sim Ueq,
Uanis(C3) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C4A) \\sim Ueq, Uanis(C3A)
\\sim Ueq, Uanis(C7A) \\sim Ueq, Uanis(C6A) \\sim Ueq: with sigma of 0.1 and
sigma for terminal atoms of 0.2
Uanis(C5A) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C9) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C20)
\\sim Ueq, Uanis(C15) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C19) \\sim Ueq,
Uanis(C4) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C6) \\sim
Ueq, Uanis(C1) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C14)
\\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C18) \\sim Ueq,
Uanis(C17) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C9A) \\sim Ueq, Uanis(C10A)
\\sim Ueq, Uanis(C15A) \\sim Ueq, Uanis(C8A) \\sim Ueq, Uanis(C19A) \\sim Ueq,
Uanis(C11A) \\sim Ueq, Uanis(C13A) \\sim Ueq, Uanis(C14A) \\sim Ueq,
Uanis(C12A) \\sim Ueq, Uanis(C18A) \\sim Ueq, Uanis(C17A) \\sim Ueq,
Uanis(C16A) \\sim Ueq, Uanis(C5A) \\sim Ueq, Uanis(C20A) \\sim Ueq, Uanis(C4A)
\\sim Ueq, Uanis(C7A) \\sim Ueq, Uanis(C6A) \\sim Ueq, Uanis(C1A) \\sim Ueq,
Uanis(C3A) \\sim Ueq, Uanis(C2A) \\sim Ueq: with sigma of 0.001 and sigma for
terminal atoms of 0.002
5. Others
 Sof(C9A)=Sof(C10A)=Sof(C15A)=Sof(C8A)=Sof(H8A)=Sof(C19A)=Sof(C11A)=Sof(H11A)=
 Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(C12A)=Sof(H12A)=Sof(C18A)=Sof(H18A)=
 Sof(C17A)=Sof(H17A)=Sof(C16A)=Sof(H16A)=Sof(C5A)=Sof(C20A)=Sof(C4A)=Sof(C7A)=
 Sof(H7A)=Sof(C6A)=Sof(H6A)=Sof(C1A)=Sof(H1A)=Sof(C3A)=Sof(H3A)=Sof(C2A)=
 Sof(H2A)=1-FVAR(1)
 Sof(C9)=Sof(C5)=Sof(C10)=Sof(C20)=Sof(C15)=Sof(C8)=Sof(H8)=Sof(C19)=Sof(C4)=
 Sof(C11)=Sof(H11)=Sof(C7)=Sof(H7)=Sof(C6)=Sof(H6)=Sof(C1)=Sof(H1)=Sof(C3)=
 Sof(H3)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(C2)=Sof(H2)=Sof(C12)=Sof(H12)=Sof(C18)=
 Sof(H18)=Sof(C17)=Sof(H17)=Sof(C16)=Sof(H16)=FVAR(1)
6.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C11(H11), C7(H7), C6(H6), C1(H1), C3(H3), C13(H13), C2(H2), C12(H12),
 C18(H18), C17(H17), C16(H16), C8A(H8A), C11A(H11A), C13A(H13A), C12A(H12A),
 C18A(H18A), C17A(H17A), C16A(H16A), C7A(H7A), C6A(H6A), C1A(H1A), C3A(H3A),
 C2A(H2A)
;
_smtbx_masks_void_probe_radius   1.5
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              21697
_shelx_fab_checksum              27708
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.557
_oxdiff_exptl_absorpt_empirical_full_min 0.428