One System, Three Functions: An Electroactive Reconfigurable Organic Receptor for Adaptive Binding, Information Encoding, and Metal-Free Oxidation
Das, Rajorshi; Seethapathy, Logeshwari; M, Rohith; Hazra, Chinmoy Kumar; Samanta, Jayanta; Pramanik, Susnata; Materials Horizons  (2026) –; doi:10.1039/D5MH02406D

data_1577053
_publ_section_title
;
 One System, Three Functions: An Electroactive Reconfigurable Organic
 Receptor for Adaptive Binding, Information Encoding, and Metal-Free
 Oxidation
;
_journal_name_full               'Materials Horizons'
_journal_paper_doi               10.1039/D5MH02406D
_journal_year                    2026
_chemical_formula_moiety         'C24 H27 N6, 1(C16 H10), 3(F6 P)'
_chemical_formula_sum            'C40 H37 F18 N6 P3'
_chemical_formula_weight         1036.66
_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     iterative
_audit_creation_date             2025-07-27
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-07-27 deposited with the CCDC.	2026-04-02 downloaded from the CCDC.
;
_cell_angle_alpha                89.813(13)
_cell_angle_beta                 89.925(11)
_cell_angle_gamma                85.934(12)
_cell_formula_units_Z            2
_cell_length_a                   6.530(2)
_cell_length_b                   13.125(5)
_cell_length_c                   26.157(10)
_cell_measurement_reflns_used    9731
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      22.36
_cell_measurement_theta_min      2.20
_cell_volume                     2236.2(14)
_computing_cell_refinement       'SAINT V8.40E (?, 2016)'
_computing_data_reduction        'SAINT V8.40E (?, 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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.974
_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  0.1068
_diffrn_reflns_av_unetI/netI     0.0606
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            62642
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.848
_diffrn_reflns_theta_min         2.198
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.247
_exptl_absorpt_correction_T_max  0.7280
_exptl_absorpt_correction_T_min  0.4711
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1898 before and 0.1370 after correction.
The Ratio of minimum to maximum transmission is 0.6471.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_description       block
_exptl_crystal_F_000             1052
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.351
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     865
_refine_ls_number_reflns         8381
_refine_ls_number_restraints     2305
_refine_ls_restrained_S_all      2.331
_refine_ls_R_factor_all          0.1898
_refine_ls_R_factor_gt           0.1382
_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^)+(0.1617P)^2^+5.1022P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3491
_refine_ls_wR_factor_ref         0.3834
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5134
_reflns_number_total             8381
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5mh02406d2.cif
_cod_data_source_block           TETPTPYR
_cod_original_cell_volume        2236.2(15)
_cod_database_code               1577053
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.978
_shelx_estimated_absorpt_t_min   0.914
_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
 C40-C35 \\sim C40A-C31A
 with sigma of 0.02
 C40-C39 \\sim C40A-C39A
 with sigma of 0.02
 C28-C39 \\sim C38A-C39A
 with sigma of 0.02
 C39-C38 \\sim C39A-C28A
 with sigma of 0.02
 C35-C39 \\sim C31A-C39A
 with sigma of 0.04
 C37-C39 \\sim C29A-C39A
 with sigma of 0.04
 C40-C31 \\sim C40A-C35A
 with sigma of 0.02
 C35-C36 \\sim C31A-C30A
 with sigma of 0.02
 C39-C25 \\sim C39A-C27A
 with sigma of 0.04
 C39-C27 \\sim C39A-C25A
 with sigma of 0.04
 C39-C31 \\sim C39A-C35A
 with sigma of 0.04
 C39-C29 \\sim C39A-C37A
 with sigma of 0.04
 C35-C34 \\sim C31A-C32A
 with sigma of 0.02
 C36-C37 \\sim C30A-C29A
 with sigma of 0.02
 C37-C38 \\sim C29A-C28A
 with sigma of 0.02
 C28-C27 \\sim C38A-C25A
 with sigma of 0.02
 C28-C29 \\sim C38A-C37A
 with sigma of 0.02
 C38-C25 \\sim C28A-C27A
 with sigma of 0.02
 C25-C26 \\sim C27A-C26A
 with sigma of 0.02
 C26-C27 \\sim C26A-C25A
 with sigma of 0.02
 C31-C30 \\sim C35A-C36A
 with sigma of 0.02
 C31-C32 \\sim C35A-C34A
 with sigma of 0.02
 C29-C30 \\sim C37A-C36A
 with sigma of 0.02
 C34-C33 \\sim C32A-C33A
 with sigma of 0.02
 C33-C32 \\sim C33A-C34A
 with sigma of 0.02
 C40-C36 \\sim C40A-C30A
 with sigma of 0.04
 C40-C28 \\sim C40A-C38A
 with sigma of 0.04
 C40-C38 \\sim C40A-C28A
 with sigma of 0.04
 C40-C30 \\sim C40A-C36A
 with sigma of 0.04
 C40-C34 \\sim C40A-C32A
 with sigma of 0.04
 C40-C32 \\sim C40A-C34A
 with sigma of 0.04
 C35-C37 \\sim C31A-C29A
 with sigma of 0.04
 C35-C31 \\sim C31A-C35A
 with sigma of 0.04
 C35-C33 \\sim C31A-C33A
 with sigma of 0.04
 C36-C38 \\sim C30A-C28A
 with sigma of 0.04
 C36-C34 \\sim C30A-C32A
 with sigma of 0.04
 C37-C25 \\sim C29A-C27A
 with sigma of 0.04
 C28-C38 \\sim C38A-C28A
 with sigma of 0.04
 C28-C26 \\sim C38A-C26A
 with sigma of 0.04
 C28-C30 \\sim C38A-C36A
 with sigma of 0.04
 C38-C26 \\sim C28A-C26A
 with sigma of 0.04
 C25-C27 \\sim C27A-C25A
 with sigma of 0.04
 C27-C29 \\sim C25A-C37A
 with sigma of 0.04
 C31-C29 \\sim C35A-C37A
 with sigma of 0.04
 C31-C33 \\sim C35A-C33A
 with sigma of 0.04
 C30-C32 \\sim C36A-C34A
 with sigma of 0.04
 C34-C32 \\sim C32A-C34A
 with sigma of 0.04
 P5-F2 \\sim P5-F2A
 with sigma of 0.02
 P5-F3 \\sim P5-F3A
 with sigma of 0.02
 P5-F5 \\sim P5-F5A
 with sigma of 0.02
 P5-F6 \\sim P5-F6A
 with sigma of 0.02
 P5-F4 \\sim P5-F4A
 with sigma of 0.02
 P5-F1 \\sim P5-F1A
 with sigma of 0.02
 F1-F4 \\sim F1-F6 \\sim F1-F3 \\sim F1-F5 \\sim F1A-F4A \\sim F1A-F3A \\sim
F1A-F6A \\sim F1A-F5A \\sim F4A-
 F2A \\sim F4A-F3A \\sim F4A-F5A \\sim F4-F2 \\sim F4-F3 \\sim F4-F5 \\sim
F6-F2 \\sim F6-F3 \\sim F6-F5 \\sim F2A-
 F3A \\sim F2A-F6A \\sim F2A-F5A \\sim F3A-F6A \\sim F3A-F5A \\sim F6A-F5A
\\sim F2-F3 \\sim F2-F5 \\sim F3-F5
 with sigma of 0.04
 P5-F1 \\sim P5-F1A \\sim P5-F4A \\sim P5-F4 \\sim P5-F6 \\sim P5-F2A \\sim
P5-F3A \\sim P5-F6A \\sim P5-F2 ~
 P5-F3 \\sim P5-F5 \\sim P5-F5A
 with sigma of 0.02
 P2-F11 \\sim P2-F11A
 with sigma of 0.02
 P2-F12 \\sim P2-F12A
 with sigma of 0.02
 P2-F9 \\sim P2-F9A
 with sigma of 0.02
 P2-F10 \\sim P2-F10A
 with sigma of 0.02
 P2-F7 \\sim P2-F7A
 with sigma of 0.02
 P2-F8 \\sim P2-F8A
 with sigma of 0.02
 F8-F7 \\sim F8-F10 \\sim F8-F12 \\sim F8-F9 \\sim F8A-F7A \\sim F8A-F10A \\sim
F8A-F9A \\sim F8A-F12A ~
 F7A-F11A \\sim F7A-F9A \\sim F7A-F12A \\sim F7-F12 \\sim F7-F11 \\sim F7-F9
\\sim F10-F12 \\sim F10-F11 ~
 F10-F9 \\sim F10A-F11A \\sim F10A-F9A \\sim F10A-F12A \\sim F11A-F9A \\sim
F11A-F12A \\sim F12-F11 ~
 F12-F9 \\sim F11-F9 \\sim F9A-F12A
 with sigma of 0.04
 P2-F8 \\sim P2-F8A \\sim P2-F7A \\sim P2-F7 \\sim P2-F10 \\sim P2-F10A \\sim
P2-F11A \\sim P2-F12 \\sim P2-
 F11 \\sim P2-F9A \\sim P2-F12A \\sim P2-F9
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C25A \\sim C26A \\sim C27A \\sim C28A \\sim C29A \\sim C30A \\sim C31A \\sim
C32A \\sim C33A \\sim C34A \\sim C35A \\sim C36A \\sim C37A \\sim C38A \\sim
C39A \\sim C40A \\sim C25 \\sim C26 \\sim C27 \\sim C28 \\sim C29 \\sim C30
\\sim C31 \\sim C32 \\sim C33 \\sim C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38
\\sim C39 \\sim C40: within 2A with sigma of 0.04 and sigma for terminal atoms
of 0.04 within 2A
P5 \\sim F1 \\sim F1A \\sim F2 \\sim F2A \\sim F3 \\sim F3A \\sim F4 \\sim F4A
\\sim F5 \\sim F5A \\sim F6 \\sim F6A: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08 within 2A
P2 \\sim F7 \\sim F7A \\sim F8 \\sim F8A \\sim F9 \\sim F9A \\sim F10 \\sim
F10A \\sim F11 \\sim F11A \\sim F12 \\sim F12A: within 2A with sigma of 0.04
and sigma for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 C25A, C26A, C27A, C28A, C29A, C30A, C31A, C32A, C33A, C34A, C35A, C36A, C37A,
 C38A, C39A, C40A, C25, C26, C27, C28, C29, C30, C31, C32, C33, C34, C35, C36,
 C37, C38, C39, C40
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 P5, F1, F1A, F2, F2A, F3, F3A, F4, F4A, F5, F5A, F6, F6A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 P2, F7, F7A, F8, F8A, F9, F9A, F10, F10A, F11, F11A, F12, F12A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C25A)=Sof(H25A)=Sof(C26A)=Sof(H26A)=Sof(C27A)=Sof(H27A)=Sof(C28A)=
 Sof(C29A)=Sof(H29A)=Sof(C30A)=Sof(H30A)=Sof(C31A)=Sof(C32A)=Sof(H32A)=
 Sof(C33A)=Sof(H33A)=Sof(C34A)=Sof(H34A)=Sof(C35A)=Sof(C36A)=Sof(H36A)=
 Sof(C37A)=Sof(H37A)=Sof(C38A)=Sof(C39A)=Sof(C40A)=1-FVAR(1)
 Sof(C25)=Sof(H25)=Sof(C26)=Sof(H26)=Sof(C27)=Sof(H27)=Sof(C28)=Sof(C29)=
 Sof(H29)=Sof(C30)=Sof(H30)=Sof(C31)=Sof(C32)=Sof(H32)=Sof(C33)=Sof(H33)=
 Sof(C34)=Sof(H34)=Sof(C35)=Sof(C36)=Sof(H36)=Sof(C37)=Sof(H37)=Sof(C38)=
 Sof(C39)=Sof(C40)=FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=1-FVAR(2)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=FVAR(2)
 Sof(F7A)=Sof(F8A)=Sof(F9A)=Sof(F10A)=Sof(F11A)=Sof(F12A)=1-FVAR(3)
 Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(F11)=Sof(F12)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C15(H15a,H15b), C23(H23a,H23b)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C11(H11), C12(H12), C13(H13), C14(H14),
 C19(H19), C20(H20), C21(H21), C22(H22), C25A(H25A), C26A(H26A), C27A(H27A),
 C29A(H29A), C30A(H30A), C32A(H32A), C33A(H33A), C34A(H34A), C36A(H36A),
 C37A(H37A), C25(H25), C26(H26), C27(H27), C29(H29), C30(H30), C32(H32),
 C33(H33), C34(H34), C36(H36), C37(H37)
6.c Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C16(H16a,H16b,H16c), C24(H24a,H24b,H24c)
;
_shelx_res_checksum              18980
_olex2_submission_special_instructions 'No special instructions were received'