Superstructure-induced enhancement of solid-state triphenylacrylonitrile photochromism <i>via</i> a macrocycle-mediated blocking strategy.
Li, Meng-Hao; Hui, Hui; Wang, Yan; Yang, Ying-Wei; Chemical science 17 (2026) 5745–5757; doi:10.1039/d5sc08539j

data_1576896
_publ_section_title
;
 Superstructure-induced enhancement of solid-state triphenylacrylonitrile
 photochromism <i>via</i> a macrocycle-mediated blocking strategy.
;
_journal_issue                   11
_journal_name_full               'Chemical science'
_journal_page_first              5745
_journal_page_last               5757
_journal_paper_doi               10.1039/d5sc08539j
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C85 H72 N2 O8, C1 H4 O1, C H2 Cl2, 1.5[CH3OH]'
_chemical_formula_sum            'C88.5 H84 Cl2 N2 O10.5'
_chemical_formula_weight         1414.47
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2025-08-09
_audit_creation_method
;FinalCif V137 by Daniel Kratzert, Freiburg 2025, 
https://dkratzert.de/finalcif.html
;
_audit_update_record
;
2025-09-24 deposited with the CCDC.	2026-01-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 120.0240(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   31.0098(10)
_cell_length_b                   24.3849(8)
_cell_length_c                   22.9318(7)
_cell_measurement_reflns_used    9049
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.858
_cell_measurement_theta_min      2.187
_cell_volume                     15013.6(8)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'Bruker SEATTLE'
_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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.68878
_diffrn_reflns_av_R_equivalents  0.0772
_diffrn_reflns_av_unetI/netI     0.0637
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            73123
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        24.410
_diffrn_reflns_theta_max         24.865
_diffrn_reflns_theta_min         1.093
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_exptl_absorpt_coefficient_mu    0.150
_exptl_absorpt_correction_T_max  0.5889
_exptl_absorpt_correction_T_min  0.4918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1695 before and 0.1324 after correction.
The Ratio of minimum to maximum transmission is 0.8351.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.252
_exptl_crystal_description       block
_exptl_crystal_F_000             5976
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.895
_refine_diff_density_min         -0.889
_refine_diff_density_rms         0.155
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.623
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     956
_refine_ls_number_reflns         13960
_refine_ls_number_restraints     2350
_refine_ls_restrained_S_all      1.554
_refine_ls_R_factor_all          0.1315
_refine_ls_R_factor_gt           0.1240
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3586
_refine_ls_wR_factor_ref         0.3737
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11705
_reflns_number_total             13960
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08539j2.cif
_cod_data_source_block           yzq_0m
_cod_original_cell_volume        15013.5(8)
_cod_original_formula_sum        'C88.50 H84 Cl2 N2 O10.50'
_cod_database_code               1576896
_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, All O(H) groups
2. Restrained distances
 O1-C43
 1.26 with sigma of 0.02
 O2-C85
 1.26 with sigma of 0.02
 Cl4-C87
 1.77 with sigma of 0.02
 Cl1-C87 = Cl4-C87
 1.771 with sigma of 0.01
 Cl1-Cl4
 2.916 with sigma of 0.03
 Cl1-C87
 1.78 with sigma of 0.02
 C43-O1
 1.45 with sigma of 0.01
 Cl1-Cl4
 2.92 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
O1 \\sim C43: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
O2 \\sim C85: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
within 2A
C1 \\sim C4 \\sim C6 \\sim C8 \\sim C10 \\sim C12 \\sim C14 \\sim C16 \\sim C18
\\sim C20 \\sim C22 \\sim C24 \\sim C26 \\sim C28 \\sim C30 \\sim C32 \\sim C34
\\sim C36 \\sim C38 \\sim C40 \\sim C42 \\sim C44 \\sim C46 \\sim C48 \\sim C50
\\sim C52 \\sim C54 \\sim C56 \\sim C58 \\sim C60 \\sim C62 \\sim C64 \\sim C66
\\sim C68 \\sim C70 \\sim C72 \\sim C74 \\sim C76 \\sim C78 \\sim C80 \\sim C82
\\sim C84 \\sim C86 \\sim C88 \\sim C89 \\sim C45 \\sim C23 \\sim C47 \\sim C3
\\sim C49 \\sim C25 \\sim C51 \\sim C13 \\sim C53 \\sim C27 \\sim C55 \\sim C7
\\sim C57 \\sim C29 \\sim C59 \\sim C15 \\sim C61 \\sim C31 \\sim C63 \\sim C2
\\sim C65 \\sim C33 \\sim C67 \\sim C17 \\sim C69 \\sim C35 \\sim C71 \\sim C9
\\sim C73 \\sim C37 \\sim C75 \\sim C19 \\sim C77 \\sim C39 \\sim C79 \\sim C5
\\sim C81 \\sim C41 \\sim C83 \\sim C21 \\sim C85 \\sim C43: within 3.8A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 3.8A
Cl1 \\sim Cl4 \\sim C87: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
Uanis(C85) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(O1) \\sim Ueq, Uanis(C43)
\\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C10) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C62) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C48) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
Uanis(C43) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C11) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
: with sigma of 0.001 and sigma for terminal atoms of 0.002
4. Rigid body (RIGU) restrains
 O2, C85
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O1, C43
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl1, Cl4, C87
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: O2(0.7) H2(0.7) C85(0.7) H85A(0.7) H85B(0.7) H85C(0.7) O1(0.3)
 H1A(0.3) C43(0.3) H43A(0.3) H43B(0.3) H43C(0.3) Cl1(0.75) Cl4(0.75) C87(0.75)
 H87A(0.75) H87B(0.75) Cl2(0.25) Cl3(0.25) C11(0.25) H11A(0.25) H11B(0.25)
6.a Riding coordinates:
 O2(H2), O1(H1A)
6.b Secondary CH2 refined with riding coordinates:
 C30(H30A,H30B), C42(H42A,H42B), C29(H29A,H29B), C9(H9A,H9B), C77(H77A,H77B),
 C87(H87A,H87B), C11(H11A,H11B)
6.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C4(H4), C6(H6), C10(H10), C22(H22), C26(H26), C28(H28), C32(H32),
 C36(H36), C38(H38), C40(H40), C44(H44), C60(H60), C64(H64), C70(H70), C74(H74),
  C82(H82), C84(H84), C89(H89), C45(H45), C23(H23), C47(H47), C3(H3), C49(H49),
 C13(H13), C53(H53), C27(H27), C55(H55), C7(H7), C57(H57), C59(H59), C61(H61),
 C63(H63), C65(H65), C33(H33), C67(H67), C69(H69), C35(H35)
6.d Idealised Me refined as rotating group:
 C71(H71A,H71B,H71C), C39(H39A,H39B,H39C), C79(H79A,H79B,H79C), C5(H5A,H5B,
 H5C), C81(H81A,H81B,H81C), C41(H41A,H41B,H41C), C83(H83A,H83B,H83C), C21(H21A,
 H21B,H21C), C85(H85A,H85B,H85C), C43(H43A,H43B,H43C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_shelx_shelxl_version_number     2019/3
_smtbx_masks_special_details
;
A solvent mask was calculated and 224 electrons were 
found in a volume of 1152\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
1.5[CH3OH] per Asymmetric Unit 
which account for 216 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_estimated_absorpt_t_min   0.979
_shelx_estimated_absorpt_t_max   0.986
_shelx_res_checksum              27353
_shelx_fab_checksum              90734