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#$Date: 2025-09-23 03:45:00 +0300 (Tue, 23 Sep 2025) $
#$Revision: 302215 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/40/7064022.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7064022
loop_
_publ_author_name
'Ou, Yi-Ting'
'Tseng, Tzu-Yun'
'Ke, Yuanzhen'
'Chen, Chih-Hsien'
_publ_section_title
;
 Strong red-emission tetraphenylethene-based AIE-active π-conjugated
 push-pull chromophores
;
_journal_name_full               'New Journal of Chemistry'
_journal_paper_doi               10.1039/D5NJ02814K
_journal_year                    2025
_chemical_formula_sum            'C44 H36 N4'
_chemical_formula_weight         620.77
_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'
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2025-06-27 deposited with the CCDC.	2025-09-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.436(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.715(3)
_cell_length_b                   9.2257(15)
_cell_length_c                   31.290(5)
_cell_measurement_temperature    281(2)
_cell_volume                     3654.0(12)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      281(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.987
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.4142
_diffrn_reflns_av_unetI/netI     0.2753
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            36314
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.525
_diffrn_reflns_theta_min         2.954
_exptl_absorpt_coefficient_mu    0.066
_exptl_crystal_density_diffrn    1.128
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.507
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     427
_refine_ls_number_reflns         7493
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.507
_refine_ls_R_factor_all          0.4484
_refine_ls_R_factor_gt           0.2685
_refine_ls_shift/su_max          3.668
_refine_ls_shift/su_mean         0.198
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3379
_refine_ls_wR_factor_ref         0.4000
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2533
_reflns_number_total             7493
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5nj02814k2.cif
_cod_data_source_block           ox180901
_cod_original_cell_volume        3654.1(11)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7064022
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.966
_shelx_estimated_absorpt_t_max   0.998
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.0653(7) 0.9799(8) -0.1875(2) 0.118(3) Uani 1 1 d . . . . .
N2 N 0.2374(12) 0.8333(13) 0.5404(3) 0.240(7) Uani 1 1 d . . . . .
N3 N -0.2470(8) 0.3896(10) 0.2096(3) 0.135(3) Uani 1 1 d . . . . .
N4 N 0.6179(9) 0.838(2) 0.1245(3) 0.231(6) Uani 1 1 d D . . . .
C1 C 0.0775(7) 0.9419(9) -0.1518(3) 0.088(3) Uani 1 1 d . . . . .
C2 C 0.0927(7) 0.9016(9) -0.1074(3) 0.079(3) Uani 1 1 d . . . . .
C3 C 0.1101(6) 0.7538(8) -0.0965(3) 0.086(3) Uani 1 1 d . . . . .
C4 C 0.1234(6) 0.7133(8) -0.0530(2) 0.079(3) Uani 1 1 d . . . . .
C5 C 0.1178(5) 0.8192(8) -0.0204(2) 0.061(2) Uani 1 1 d . . . . .
C6 C 0.1023(6) 0.9643(8) -0.0318(2) 0.074(2) Uani 1 1 d . . . . .
C7 C 0.0874(6) 1.0083(9) -0.0757(3) 0.078(2) Uani 1 1 d . . . . .
C8 C 0.1255(6) 0.7767(7) 0.0249(2) 0.062(2) Uani 1 1 d . . . . .
C9 C 0.0769(7) 0.6476(7) 0.0368(3) 0.077(2) Uani 1 1 d . . . . .
C10 C 0.0790(6) 0.6087(7) 0.0808(2) 0.070(2) Uani 1 1 d . . . . .
C11 C 0.1268(6) 0.7013(7) 0.1132(2) 0.060(2) Uani 1 1 d . . . . .
C12 C 0.1721(5) 0.8322(7) 0.1005(2) 0.061(2) Uani 1 1 d . . . . .
C13 C 0.1716(6) 0.8694(7) 0.0567(2) 0.063(2) Uani 1 1 d . . . . .
C14 C 0.1290(6) 0.6609(6) 0.1595(2) 0.0488(18) Uani 1 1 d . . . . .
C15 C 0.2141(6) 0.6837(6) 0.1877(3) 0.0474(19) Uani 1 1 d . . . . .
C16 C 0.2139(6) 0.6853(7) 0.2343(2) 0.054(2) Uani 1 1 d . . . . .
C17 C 0.1278(6) 0.7531(7) 0.2523(3) 0.063(2) Uani 1 1 d . . . . .
C18 C 0.1301(6) 0.7642(8) 0.2977(3) 0.073(2) Uani 1 1 d . . . . .
C19 C 0.2166(7) 0.7056(7) 0.3244(3) 0.063(2) Uani 1 1 d . . . . .
C20 C 0.3006(6) 0.6369(7) 0.3063(3) 0.064(2) Uani 1 1 d . . . . .
C21 C 0.2983(6) 0.6255(7) 0.2610(2) 0.058(2) Uani 1 1 d . . . . .
C22 C 0.2187(8) 0.7246(7) 0.3721(3) 0.072(2) Uani 1 1 d . . . . .
C23 C 0.1232(9) 0.7281(10) 0.3911(3) 0.109(3) Uani 1 1 d . . . . .
C24 C 0.1270(10) 0.7524(12) 0.4356(4) 0.130(4) Uani 1 1 d . . . . .
C25 C 0.2270(14) 0.7773(10) 0.4590(4) 0.117(4) Uani 1 1 d . . . . .
C26 C 0.3225(11) 0.7724(9) 0.4401(4) 0.111(4) Uani 1 1 d . . . . .
C27 C 0.3178(8) 0.7462(8) 0.3956(3) 0.090(3) Uani 1 1 d . . . . .
C28 C 0.2301(12) 0.8057(13) 0.5049(5) 0.175(6) Uani 1 1 d . . . . .
C29 C 0.0320(7) 0.5916(7) 0.1717(2) 0.059(2) Uani 1 1 d . . . . .
C30 C -0.0684(7) 0.6410(8) 0.1567(2) 0.069(2) Uani 1 1 d . . . . .
C31 C -0.1632(7) 0.5780(8) 0.1690(3) 0.077(2) Uani 1 1 d . . . . .
C32 C -0.1511(8) 0.4546(9) 0.1971(2) 0.078(3) Uani 1 1 d . . . . .
C33 C -0.0508(8) 0.4009(8) 0.2106(2) 0.076(2) Uani 1 1 d . . . . .
C34 C 0.0400(6) 0.4663(7) 0.1985(2) 0.061(2) Uani 1 1 d . . . . .
C35 C -0.3504(12) 0.428(2) 0.1891(7) 0.305(11) Uani 1 1 d . . . . .
C36 C -0.2408(9) 0.2841(14) 0.2417(4) 0.168(5) Uani 1 1 d . . . . .
C37 C 0.3160(7) 0.7159(8) 0.1721(2) 0.062(2) Uani 1 1 d . . . . .
C38 C 0.3594(7) 0.6328(8) 0.1397(3) 0.079(2) Uani 1 1 d . . . . .
C39 C 0.4558(9) 0.6636(13) 0.1237(3) 0.111(3) Uani 1 1 d . . . . .
C40 C 0.5106(9) 0.7879(14) 0.1402(4) 0.112(3) Uani 1 1 d . . . . .
C41 C 0.4743(8) 0.8732(10) 0.1734(3) 0.092(3) Uani 1 1 d . . . . .
C42 C 0.3790(7) 0.8345(8) 0.1892(2) 0.070(2) Uani 1 1 d . . . . .
C43 C 0.595(2) 0.847(3) 0.0795(9) 0.509(18) Uani 1 1 d D . . . .
C44 C 0.661(2) 0.978(3) 0.1306(12) 0.509(18) Uani 1 1 d D . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C32 N3 C36 119.5(9) . . ?
C32 N3 C35 122.0(10) . . ?
C36 N3 C35 118.4(10) . . ?
C44 N4 C40 124.8(18) . . ?
N1 C1 C2 177.5(9) . . ?
C7 C2 C3 121.4(7) . . ?
C7 C2 C1 119.4(8) . . ?
C3 C2 C1 119.1(7) . . ?
C4 C3 C2 119.4(7) . . ?
C3 C4 C5 120.2(7) . . ?
C6 C5 C4 119.6(7) . . ?
C6 C5 C8 119.9(6) . . ?
C4 C5 C8 120.5(7) . . ?
C5 C6 C7 121.4(7) . . ?
C2 C7 C6 118.0(7) . . ?
C13 C8 C9 119.7(7) . . ?
C13 C8 C5 120.6(6) . . ?
C9 C8 C5 119.4(7) . . ?
C8 C9 C10 120.1(7) . . ?
C9 C10 C11 120.5(6) . . ?
C12 C11 C10 118.3(6) . . ?
C12 C11 C14 121.0(6) . . ?
C10 C11 C14 120.7(6) . . ?
C13 C12 C11 121.0(6) . . ?
C8 C13 C12 120.3(6) . . ?
C15 C14 C11 122.5(7) . . ?
C15 C14 C29 122.6(7) . . ?
C11 C14 C29 114.9(6) . . ?
C14 C15 C37 119.7(7) . . ?
C14 C15 C16 125.4(7) . . ?
C37 C15 C16 114.8(7) . . ?
C21 C16 C17 120.6(6) . . ?
C21 C16 C15 120.9(7) . . ?
C17 C16 C15 118.4(7) . . ?
C18 C17 C16 118.9(7) . . ?
C19 C18 C17 120.0(7) . . ?
C18 C19 C20 120.6(7) . . ?
C18 C19 C22 118.6(8) . . ?
C20 C19 C22 120.7(8) . . ?
C21 C20 C19 119.4(7) . . ?
C16 C21 C20 120.3(7) . . ?
C23 C22 C27 122.7(8) . . ?
C23 C22 C19 119.4(9) . . ?
C27 C22 C19 117.9(9) . . ?
C24 C23 C22 118.3(10) . . ?
C23 C24 C25 118.7(11) . . ?
C26 C25 C24 123.0(11) . . ?
C26 C25 C28 118.6(14) . . ?
C24 C25 C28 118.4(14) . . ?
C27 C26 C25 117.7(11) . . ?
C26 C27 C22 119.6(9) . . ?
N2 C28 C25 175.9(18) . . ?
C30 C29 C34 118.3(7) . . ?
C30 C29 C14 122.3(6) . . ?
C34 C29 C14 119.4(7) . . ?
C29 C30 C31 123.2(7) . . ?
C30 C31 C32 116.4(8) . . ?
C33 C32 N3 122.7(9) . . ?
C33 C32 C31 120.5(8) . . ?
N3 C32 C31 116.8(9) . . ?
C34 C33 C32 121.6(8) . . ?
C33 C34 C29 119.9(7) . . ?
C38 C37 C42 116.0(8) . . ?
C38 C37 C15 123.1(7) . . ?
C42 C37 C15 121.0(7) . . ?
C39 C38 C37 123.9(8) . . ?
C40 C39 C38 117.0(9) . . ?
C39 C40 C41 122.3(9) . . ?
C39 C40 N4 122.7(12) . . ?
C41 C40 N4 114.9(12) . . ?
C42 C41 C40 118.2(9) . . ?
C41 C42 C37 122.5(8) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
N1 C1 1.166(9) . ?
N2 C28 1.136(12) . ?
N3 C32 1.446(10) . ?
N3 C36 1.395(11) . ?
N3 C35 1.452(15) . ?
N4 C44 1.41(2) . ?
N4 C40 1.563(14) . ?
C1 C2 1.434(11) . ?
C2 C7 1.403(10) . ?
C2 C3 1.418(9) . ?
C3 C4 1.406(9) . ?
C4 C5 1.418(9) . ?
C5 C6 1.394(9) . ?
C5 C8 1.467(9) . ?
C6 C7 1.429(9) . ?
C8 C13 1.396(9) . ?
C8 C9 1.408(8) . ?
C9 C10 1.419(9) . ?
C10 C11 1.418(8) . ?
C11 C12 1.411(8) . ?
C11 C14 1.494(8) . ?
C12 C13 1.414(8) . ?
C14 C15 1.348(8) . ?
C14 C29 1.471(9) . ?
C15 C37 1.458(9) . ?
C15 C16 1.458(9) . ?
C16 C21 1.408(8) . ?
C16 C17 1.423(9) . ?
C17 C18 1.421(9) . ?
C18 C19 1.422(9) . ?
C19 C20 1.407(9) . ?
C19 C22 1.500(10) . ?
C20 C21 1.418(8) . ?
C22 C23 1.403(10) . ?
C22 C27 1.413(10) . ?
C23 C24 1.407(12) . ?
C24 C25 1.424(14) . ?
C25 C26 1.401(13) . ?
C25 C28 1.456(15) . ?
C26 C27 1.408(11) . ?
C29 C30 1.395(9) . ?
C29 C34 1.426(8) . ?
C30 C31 1.424(10) . ?
C31 C32 1.437(10) . ?
C32 C33 1.396(10) . ?
C33 C34 1.387(10) . ?
C37 C38 1.424(9) . ?
C37 C42 1.429(9) . ?
C38 C39 1.396(11) . ?
C39 C40 1.414(12) . ?
C40 C41 1.417(12) . ?
C41 C42 1.398(10) . ?
