Mechano-chromic and mechano-enhanced electrogenerated chemiluminescence of tetra[4-(4-cyanophenyl)phenyl]ethene
Wang, Xiaofei; Qian, Manping; Jiang, Jiaxing; Gao, Qiang; Zhang, Chengxiao; Qi, Honglan; Chemical Communications  (2022) –; doi:10.1039/D2CC04735G

data_7130941
_publ_section_title
;
 Mechano-chromic and mechano-enhanced electrogenerated chemiluminescence
 of tetra[4-(4-cyanophenyl)phenyl]ethene
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC04735G
_journal_year                    2022
_chemical_formula_moiety         'C H Cl3, C54 H32 N4, 2(C3 H7 N O)'
_chemical_formula_sum            'C61 H47 Cl3 N6 O2'
_chemical_formula_weight         1002.39
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-08-26
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-06-12 deposited with the CCDC.	2022-10-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.188(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.0178(11)
_cell_length_b                   8.9301(5)
_cell_length_c                   30.0676(17)
_cell_measurement_reflns_used    9797
_cell_measurement_temperature    152.0
_cell_measurement_theta_max      68.237
_cell_measurement_theta_min      2.966
_cell_volume                     5253.8(5)
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      152.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_unetI/netI     0.0377
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            75012
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.355
_diffrn_reflns_theta_min         2.434
_diffrn_source_current           50.0
_diffrn_source_power             2.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.970
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5892
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1245 before and 0.0785 after correction.
The Ratio of minimum to maximum transmission is 0.7824.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_description       block
_exptl_crystal_F_000             2088
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_refine_diff_density_max         1.280
_refine_diff_density_min         -1.467
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.602
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     726
_refine_ls_number_reflns         9610
_refine_ls_number_restraints     294
_refine_ls_restrained_S_all      1.582
_refine_ls_R_factor_all          0.1333
_refine_ls_R_factor_gt           0.1182
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3383
_refine_ls_wR_factor_ref         0.3640
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7604
_reflns_number_total             9610
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc04735g2.cif
_cod_data_source_block           s
_cod_database_code               7130941
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.589
_shelx_estimated_absorpt_t_min   0.439
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C018-C01C \\sim C018-C4
 with sigma of 0.02
 C01R-C01S \\sim C8-C10
 with sigma of 0.04
 C01C-C01J \\sim C4-C7
 with sigma of 0.02
 C01C-C01K \\sim C4-C11
 with sigma of 0.02
 C01J-C01R \\sim C7-C8
 with sigma of 0.02
 C01K-C01S \\sim C11-C10
 with sigma of 0.02
 C01Q-C01R \\sim C9-C8
 with sigma of 0.02
 C01Q-C01S \\sim C9-C10
 with sigma of 0.02
 C01Q-C2 \\sim C9-C2A
 with sigma of 0.02
 C01K-C01Q \\sim C11-C9
 with sigma of 0.04
 C01Q-N4 \\sim C9-N4A
 with sigma of 0.04
 C2-N4 \\sim C2A-N4A
 with sigma of 0.02
 C01R-C2 \\sim C8-C2A
 with sigma of 0.04
 C018-C01J \\sim C018-C7
 with sigma of 0.04
 C018-C01K \\sim C018-C11
 with sigma of 0.04
 C01C-C01R \\sim C4-C8
 with sigma of 0.04
 C01S-C2 \\sim C10-C2A
 with sigma of 0.04
 C01C-C01S \\sim C4-C10
 with sigma of 0.04
 C01J-C01K \\sim C7-C11
 with sigma of 0.04
 C01J-C01Q \\sim C7-C9
 with sigma of 0.04
3. Rigid bond restraints
 C01C, C01J, C01K, C01Q, C01R, C01S, C2, N4, C4, C7, C8, C9, C10, C11, C2A, N4A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
C01C \\sim C01J \\sim C01K \\sim C01Q \\sim C01R \\sim C01S \\sim C2 \\sim N4
\\sim C4 \\sim C7 \\sim C8 \\sim C9 \\sim C10 \\sim C11 \\sim C2A \\sim N4A:
within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
5. Others
 Sof(C4)=Sof(C7)=Sof(H7)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(C10)=Sof(H10)=Sof(C11)=
 Sof(H11)=Sof(C2A)=Sof(N4A)=1-FVAR(1)
 Sof(C01C)=Sof(C01J)=Sof(H01J)=Sof(C01K)=Sof(H01K)=Sof(C01Q)=Sof(C01R)=
 Sof(H01R)=Sof(C01S)=Sof(H01S)=Sof(C2)=Sof(N4)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C01T(H01T)
6.b Aromatic/amide H refined with riding coordinates:
 C005(H005), C00C(H00C), C00E(H00E), C00F(H00F), C00H(H00H), C00J(H00J),
 C00L(H00L), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00T(H00T),
 C00U(H00U), C00V(H00V), C00W(H00W), C00X(H00X), C00Y(H00Y), C010(H010),
 C011(H011), C012(H012), C013(H013), C014(H014), C016(H016), C019(H019),
 C01D(H01D), C01E(H01E), C01I(H01I), C01J(H01J), C01K(H01K), C01L(H01L),
 C01P(H01P), C01R(H01R), C01S(H01S), C3(H3), C7(H7), C8(H8), C10(H10), C11(H11)
6.c Idealised Me refined as rotating group:
 C01W(H01A,H01B,H01C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C1(H1A,H1B,H1C)
;
_shelx_res_checksum              9405
_shelx_hkl_checksum              85963
_olex2_submission_special_instructions 'No special instructions were received'