A Dual-Responsive Cationic Acridinium Nanohoop: Redox Activity and Acid/Base-Controlled Reversible Guest Capture and Release
Ming, Jiao; Zhang, Jin; Hu, Yan; Lan, Kai; Zhang, Dongmei; Li, Ping; Miao, Jiarong; Jiang, Jiyong; Zhang, Xiaobo; Zhong, Hanchi; Yu, Peiyuan; Cheng, Chuyang; Chemical Science  (2026) –; doi:10.1039/D6SC01132B

data_1577089
_publ_section_title
;
 A dual-responsive cationic acridinium nanohoop: redox activity and
 acid/base-controlled reversible guest capture and release.
;
_journal_issue                   21
_journal_name_full               'Chemical science'
_journal_page_first              10744
_journal_page_last               10754
_journal_paper_doi               10.1039/d6sc01132b
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C67 H45 N, Cl, C4 H8 O, 0.5(C5 H12)'
_chemical_formula_sum            'C73.5 H59 Cl N O'
_chemical_formula_weight         1007.66
_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             2023-05-09
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2025-05-08 deposited with the CCDC.	2026-04-13 downloaded from the CCDC.
;
_cell_angle_alpha                113.419(6)
_cell_angle_beta                 92.807(7)
_cell_angle_gamma                104.671(6)
_cell_formula_units_Z            2
_cell_length_a                   10.5922(9)
_cell_length_b                   17.7237(15)
_cell_length_c                   19.0853(17)
_cell_measurement_reflns_used    5494
_cell_measurement_temperature    213.00
_cell_measurement_theta_max      48.709
_cell_measurement_theta_min      3.808
_cell_volume                     3135.1(5)
_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      213.00
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.992
_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  0.1230
_diffrn_reflns_av_unetI/netI     0.1470
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            37383
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.143
_diffrn_reflns_theta_min         3.807
_diffrn_source_current           2.86
_diffrn_source_power             0.1995708
_diffrn_source_voltage           69.78
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.555
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5799
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1434 before and 0.0787 after correction.
The Ratio of minimum to maximum transmission is 0.7724.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.769
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.828
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     714
_refine_ls_number_reflns         11912
_refine_ls_number_restraints     166
_refine_ls_restrained_S_all      0.834
_refine_ls_R_factor_all          0.2127
_refine_ls_R_factor_gt           0.1185
_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^)+(0.0500P)^2^+20.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2652
_refine_ls_wR_factor_ref         0.3195
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4645
_reflns_number_total             11912
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d6sc01132b2.cif
_cod_data_source_block           230509ccy_mj_2_101
_cod_depositor_comments
'Adding full bibliography for 1577088--1577090.cif.'
_cod_original_formula_sum        'C73.50 H59 Cl N O'
_cod_database_code               1577089
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.973
_shelx_estimated_absorpt_t_min   0.962
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C70-C71
 1.51 with sigma of 0.02
 C71-C72
 1.52 with sigma of 0.02
 C72-C73
 1.46 with sigma of 0.02
 C73-C69
 1.59 with sigma of 0.02
 O2-C74 = O2-C68
 1.44 with sigma of 0.02
 C74-C75 = C76-C68
 1.53 with sigma of 0.02
 C75-C76
 1.54 with sigma of 0.02
 C70-C72 = C71-C73
 2.57 with sigma of 0.04
 C72-C69
 2.51 with sigma of 0.04
 O2-C75 = O2-C76 = C74-C76 = C75-C68
 2.38 with sigma of 0.04
 C70-C71 \\sim C71-C72 \\sim C72-C73 \\sim C73-C69
 with sigma of 0.03
 C70-C72 \\sim C72-C69 \\sim C71-C73
 with sigma of 0.04
 C74-C75 \\sim C75-C76 \\sim C76-C68
 with sigma of 0.02
 O2-C74 \\sim O2-C68
 with sigma of 0.02
 O2-C75 \\sim O2-C76
 with sigma of 0.04
 C75-C68 \\sim C74-C76
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C69 \\sim C70 \\sim C71 \\sim C72 \\sim C73: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
O2 \\sim C68 \\sim C74 \\sim C75 \\sim C76: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
Uanis(C69) \\sim Ueq, Uanis(C73) \\sim Ueq, Uanis(C72) \\sim Ueq, Uanis(C71)
\\sim Ueq, Uanis(C70) \\sim Ueq, : with sigma of 0.01 and sigma for terminal
atoms of 0.02
4. Rigid body (RIGU) restrains
 C69, C70, C71, C72, C73
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O2, C68, C74, C75, C76
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C69(0.5) H69A(0.5) H69B(0.5) H69C(0.5) C70(0.5) H70A(0.5)
 H70B(0.5) H70C(0.5) C71(0.5) H71A(0.5) H71B(0.5) C72(0.5) H72A(0.5) H72B(0.5)
 C73(0.5) H73A(0.5) H73B(0.5)
6.a Ternary CH refined with riding coordinates:
 C7(H7)
6.b Secondary CH2 refined with riding coordinates:
 C68(H68A,H68B), C74(H74A,H74B), C75(H75A,H75B), C76(H76A,H76B), C71(H71A,
 H71B), C72(H72A,H72B), C73(H73A,H73B)
6.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C15(H15), C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C24(H24), C25(H25),
  C27(H27), C28(H28), C30(H30), C31(H31), C33(H33), C34(H34), C36(H36),
 C37(H37), C39(H39), C40(H40), C42(H42), C43(H43), C45(H45), C46(H46), C48(H48),
  C49(H49), C51(H51), C52(H52), C54(H54), C55(H55), C57(H57), C58(H58),
 C60(H60), C61(H61), C63(H63), C64(H64), C66(H66), C67(H67)
6.d Idealised Me refined as rotating group:
 C69(H69A,H69B,H69C), C70(H70A,H70B,H70C)
;
_smtbx_masks_void_probe_radius   0.7
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              38101
_shelx_fab_checksum              92183
_olex2_submission_special_instructions 'No special instructions were received'