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_1576895
_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         'C H2 Cl2, C85 H72 N2 O8, 2(C2 H6 O1)'
_chemical_formula_sum            'C90 H86 Cl2 N2 O10'
_chemical_formula_weight         1426.50
_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
_audit_creation_date             2025-07-14
_audit_creation_method
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_audit_update_record
;
2025-09-24 deposited with the CCDC.	2026-01-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 132.1990(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   45.8525(9)
_cell_length_b                   13.1186(3)
_cell_length_c                   33.5659(7)
_cell_measurement_reflns_used    9842
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      63.609
_cell_measurement_theta_min      2.642
_cell_volume                     14957.5(6)
_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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      173.0
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0216
_diffrn_reflns_Laue_measured_fraction_full 0.959
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       51
_diffrn_reflns_limit_h_min       -51
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            63013
_diffrn_reflns_point_group_measured_fraction_full 0.959
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        63.746
_diffrn_reflns_theta_max         63.746
_diffrn_reflns_theta_min         2.641
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.284
_exptl_absorpt_correction_T_max  0.7524
_exptl_absorpt_correction_T_min  0.6510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1018 before and 0.0439 after correction.
The Ratio of minimum to maximum transmission is 0.8652.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_description       block
_exptl_crystal_F_000             6032
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.000
_refine_diff_density_min         -1.147
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1003
_refine_ls_number_reflns         11837
_refine_ls_number_restraints     2424
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0778
_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^)+(0.1334P)^2^+47.1022P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2279
_refine_ls_wR_factor_ref         0.2316
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10888
_reflns_number_total             11837
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc08539j2.cif
_cod_data_source_block           cu_25071172138r
_cod_database_code               1576895
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.882
_shelx_estimated_absorpt_t_min   0.821
_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
 O9-C87
 1.42 with sigma of 0.02
 C91-C92
 1.51 with sigma of 0.02
 O11-C91
 1.42 with sigma of 0.02
 O10-C89
 1.42 with sigma of 0.02
 C87-C88
 1.51 with sigma of 0.02
 C89-C90
 1.51 with sigma of 0.02
 C88-C87
 1.54 with sigma of 0.01
 O9-C88
 2.3 with sigma of 0.01
 O11-C92
 2.37 with sigma of 0.04
 O10-C90
 2.37 with sigma of 0.04
 O9-C88
 2.37 with sigma of 0.04
 O11-C92 \\sim O12-C94
 with sigma of 0.04
 O11-C91 \\sim O12-C93
 with sigma of 0.02
 C91-C92 \\sim C93-C94
 with sigma of 0.02
3. Rigid bond restraints
 C93, O12
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
4. Uiso/Uaniso restraints and constraints
O11 \\sim C91 \\sim C92: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim C9
\\sim C10 \\sim C11 \\sim C12 \\sim C13 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C20 \\sim C21 \\sim C22 \\sim C23 \\sim C24 \\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 \\sim C41
\\sim C42 \\sim C43 \\sim C44 \\sim C45 \\sim C46 \\sim C47 \\sim C48 \\sim C49
\\sim C50 \\sim C51 \\sim C52 \\sim C53 \\sim C54 \\sim C55 \\sim C56 \\sim C57
\\sim C58 \\sim C59 \\sim C60 \\sim C61 \\sim C62 \\sim C63 \\sim C64 \\sim C65
\\sim C66 \\sim C67 \\sim C68 \\sim C69 \\sim C70 \\sim C71 \\sim C72 \\sim C73
\\sim C74 \\sim C75 \\sim C76 \\sim C77 \\sim C78 \\sim C79 \\sim C80 \\sim C81
\\sim C82 \\sim C83 \\sim C84 \\sim C85 \\sim C86 \\sim C87 \\sim C88 \\sim C89
\\sim C90 \\sim C91 \\sim C92 \\sim C93 \\sim C94: within 3.8A with sigma of
0.01 and sigma for terminal atoms of 0.02 within 3.8A
O10 \\sim C89 \\sim C90: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
O9 \\sim C87 \\sim C88: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08 within 2A
C4 \\sim Cl1 \\sim Cl2: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
Cl2 \\sim Cl1 \\sim C4: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002 within 2A
Uanis(O12) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C93) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
5. Rigid body (RIGU) restrains
 O11, C91, C92
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O10, C89, C90
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O9, C87, C88
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: O9(0.7) H9(0.7) C87(0.7) H87A(0.7) H87B(0.7) C88(0.7) H88A(0.7)
 H88B(0.7) H88C(0.7) O10(0.7) H10(0.7) C89(0.7) H89A(0.7) H89B(0.7) C90(0.7)
 H90A(0.7) H90B(0.7) H90C(0.7) O11(0.3) H11(0.3) C91(0.3) H91A(0.3) H91B(0.3)
 C92(0.3) H92A(0.3) H92B(0.3) H92C(0.3) C93(0.3) H93A(0.3) H93B(0.3) O12(0.3)
 H12A(0.3) C94(0.3) H94A(0.3) H94B(0.3) H94C(0.3)
7.a Riding coordinates:
 O10(H10), O11(H11), C92(H92A,H92B,H92C), O12(H12A)
7.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C17(H17A,H17B), C22(H22A,H22B), C46(H46A,H46B), C55(H55A,H55B),
 C63(H63A,H63B), C87(H87A,H87B), C89(H89A,H89B), C91(H91A,H91B), C93(H93A,H93B)
7.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C12(H12), C13(H13), C15(H15), C19(H19), C24(H24),
 C28(H28), C33(H33), C35(H35), C36(H36), C38(H38), C39(H39), C40(H40), C41(H41),
  C42(H42), C43(H43), C44(H44), C48(H48), C52(H52), C57(H57), C60(H60),
 C65(H65), C66(H66), C68(H68), C69(H69), C73(H73), C74(H74), C75(H75), C76(H76),
  C77(H77), C79(H79), C80(H80), C81(H81), C82(H82), C83(H83), C86(H86)
7.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C26(H26A,H26B,H26C), C30(H30A,H30B,H30C),
 C31(H31A,H31B,H31C), C50(H50A,H50B,H50C), C54(H54A,H54B,H54C), C62(H62A,H62B,
 H62C), C88(H88A,H88B,H88C), C90(H90A,H90B,H90C), C94(H94A,H94B,H94C)
7.e Idealised tetrahedral OH refined as rotating group:
 O9(H9)
;
_shelx_res_checksum              1747
_olex2_submission_special_instructions 'No special instructions were received'