Bistricyclic aromatic enes with fast conformational transition for ultrathin piezochromic films
Liu, Xiang-Ru; Yin, Yihao; Xiao, Xian-Xian; Zheng, Lin; Lu, Yan-Na; Chen, Jun-Shuai; Gu, Jin-Hui; Lu, Yunjie; Xie, Jia-Sen; Gu, Mingwei; Xu, Zhi-Guang; Ge, Jin; Chemical Communications 61 (2025) 7506–7509; doi:10.1039/D5CC01054C

data_7134447
_publ_section_title
;
 Bistricyclic aromatic enes with fast conformational transition for
 ultrathin piezochromic films
;
_journal_issue                   41
_journal_name_full               'Chemical Communications'
_journal_page_first              7506
_journal_page_last               7509
_journal_paper_doi               10.1039/D5CC01054C
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C36 H22 N2 O2'
_chemical_formula_sum            'C36 H22 N2 O2'
_chemical_formula_weight         514.55
_chemical_name_systematic
9-(11H-benzo[b]fluoren-11-ylidene)-10-(4-nitrophenyl)-9,10-dihydroacridine
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2mxjps
_audit_creation_date             2025-04-02
_audit_creation_method
;
Olex2 1.5-ac6-012
(compiled 2023.08.24 svn.re1ec1418 for Rigaku Oxford Diffraction, GUI svn.r6817)
;
_audit_update_record
;
2025-04-02 deposited with the CCDC.	2025-04-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   34.2132(4)
_cell_length_b                   7.36930(10)
_cell_length_c                   40.2679(8)
_cell_measurement_reflns_used    21313
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      76.8260
_cell_measurement_theta_min      2.2300
_cell_volume                     10152.6(3)
_computing_cell_refinement       'CrysAlisPro 1.171.43.144a (Rigaku OD, 2024)'
_computing_data_collection       'CrysAlisPro 1.171.43.144a (Rigaku OD, 2024)'
_computing_data_reduction        'CrysAlisPro 1.171.43.144a (Rigaku OD, 2024)'
_computing_molecular_graphics    'Olex2 1.5-ac6-012 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac6-012 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.979
_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     30.00 116.00   0.50    2.22    --   47.06  63.00 -57.00  172
  2  \w    -95.00 -70.00   0.50    8.87    --  -97.00 129.00 178.00   50
  3  \w   -150.00-125.00   0.50    8.87    --  -97.00 -57.00 -22.00   50
  4  \w     35.00  68.00   0.50    8.87    --  107.75 -63.00 166.00   66
  5  \w    138.00 174.00   0.50    8.87    --  107.75  63.00 -57.00   72
  6  \w     57.00  83.00   0.50    8.87    --  107.75-129.00 104.00   52
  7  \w     35.00  60.00   0.50    8.87    --  107.75 -57.00 -22.00   50
  8  \w     74.00  99.00   0.50    2.22    --   47.06 142.00 -10.00   50
  9  \w    -14.00  19.00   0.50    2.22    --   47.06 -19.00  30.00   66
 10  \w    -23.00  24.00   0.50    2.22    --   47.06 -38.00-180.00   94
 11  \w     38.00  64.00   0.50    8.87    --  107.75 -61.00  60.00   52
 12  \w     40.00  97.00   0.50    8.87    --  107.75 -95.00 150.00  114
 13  \w     37.00  67.00   0.50    8.87    --  107.75 -61.00-150.00   60
 14  \w    133.00 159.00   0.50    8.87    --  107.75  61.00-150.00   52
 15  \w    148.00 175.00   0.50    8.87    --  107.75  61.00 -30.00   54
 16  \w     90.00 116.00   0.50    8.87    --  107.75 -82.00-148.53   52
 17  \w     47.00  72.00   0.50    8.87    --  107.75 -77.00-120.00   50
 18  \w     36.00  68.00   0.50    8.87    --  107.75 -95.00  30.00   64
 19  \w     38.00  70.00   0.50    8.87    --  107.75-125.00   0.00   64
 20  \w     85.00 111.00   0.50    8.87    --  107.75-125.00   0.00   52
 21  \w    111.00 155.00   0.50    8.87    --  107.75  45.00  30.00   88
 22  \w     71.00 101.00   0.50    8.87    --  107.75 -95.00 -30.00   60
 23  \w     91.00 127.00   0.50    8.87    --  107.75  61.00 -30.00   72
 24  \w     37.00  62.00   0.50    8.87    --  107.75 -77.00 -30.00   50
 25  \w     50.00  87.50   0.50    8.87    --  107.75 -95.00  60.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0202830000
_diffrn_orient_matrix_UB_12      0.0299834000
_diffrn_orient_matrix_UB_13      -0.0893926000
_diffrn_orient_matrix_UB_21      0.0229974000
_diffrn_orient_matrix_UB_22      -0.0236755000
_diffrn_orient_matrix_UB_23      -0.1247685000
_diffrn_orient_matrix_UB_31      -0.0329859000
_diffrn_orient_matrix_UB_32      0.0019424000
_diffrn_orient_matrix_UB_33      -0.1419018000
_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  0.0448
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       42
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            56455
_diffrn_reflns_point_group_measured_fraction_full 0.895
_diffrn_reflns_point_group_measured_fraction_max 0.862
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.234
_diffrn_reflns_theta_min         2.194
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81787
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.144a (Rigaku Oxford Diffraction, 2024)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark yellow'
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_description       plate
_exptl_crystal_F_000             4288
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.768
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.090
_refine_ls_abs_structure_details
;
 Flack x determined using 5879 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.28(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1441
_refine_ls_number_reflns         18593
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0922
_refine_ls_R_factor_gt           0.0849
_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^)+(0.1536P)^2^+7.2632P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2231
_refine_ls_wR_factor_ref         0.2303
_reflns_Friedel_coverage         0.736
_reflns_Friedel_fraction_full    0.790
_reflns_Friedel_fraction_max     0.743
_reflns_number_gt                16386
_reflns_number_total             18593
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc01054c2.cif
_cod_data_source_block           exp_7622_auto
_cod_depositor_comments          'Adding full bibliography for 7134447.cif.'
_cod_database_code               7134447
_shelx_shelxl_version_number     2018/1
_chemical_oxdiff_formula         CNOH
_chemical_oxdiff_usercomment     BFAc
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00J(H00J), C00K(H00K), C00O(H00O), C00P(H00P), C18(H18),
 C00S(H00S), C4(H4), C28(H28), C26(H26), C013(H013), C31(H31), C24(H24),
 C01A(H01A), C01B(H01B), C5(H5), C01E(H01E), C01F(H01F), C10(H10), C2(H2),
 C01N(H01N), C01R(H01R), C01S(H01S), C01W(H01W), C29(H29), C022(H022),
 C023(H023), C024(H024), C027(H027), C028(H028), C02B(H02B), C02D(H02D),
 C02I(H02I), C02J(H02J), C02K(H02K), C02M(H02M), C02O(H02O), C02P(H02P),
 C02S(H02S), C02T(H02T), C19(H19), C02V(H02V), C02W(H02W), C02Y(H02Y), C30(H30),
  C14(H14), C3(H3), C035(H035), C037(H037), C038(H038), C32(H32), C03A(H03A),
 C03B(H03B), C12(H12), C03F(H03F), C03G(H03G), C23(H23), C03I(H03I), C03J(H03J),
  C03K(H03K), C15(H15), C03M(H03M), C03N(H03N), C03P(H03P), C16(H16),
 C03T(H03T), C03U(H03U), C03V(H03V), C03W(H03W), C33(H33), C03Z(H03Z),
 C040(H040), C041(H041), C042(H042), C043(H043), C044(H044), C045(H045),
 C046(H046), C047(H047), C048(H048), C049(H049), C04A(H04A), C04B(H04B),
 C04C(H04C), C04D(H04D), C04E(H04E), C04F(H04F), C04G(H04G)
;
_shelx_res_checksum              41234
_shelx_hkl_checksum              23019
_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 1.324
_oxdiff_exptl_absorpt_empirical_full_min 0.761