#------------------------------------------------------------------------------
#$Date: 2025-08-20 20:34:49 +0200 (Wed 20 de Aug de 2025) $
#$Revision: 301835 $
#$URL: svn://www.crystallography.net/cod/cif/4/13/39/4133947.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_4133947
loop_
_publ_author_name
'Liu, Haichao'
'Gu, Yarong'
'Dai, Yuxiang'
'Wang, Kai'
'Zhang, Shitong'
'Chen, Gang'
'Zou, Bo'
'Yang, Bing'
_publ_section_title
;
 Pressure-Induced Blue-Shifted and Enhanced Emission: A Cooperative Effect
 between Aggregation-Induced Emission and Energy-Transfer Suppression.
;
_journal_issue                   3
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              1153
_journal_page_last               1158
_journal_paper_doi               10.1021/jacs.9b11080
_journal_volume                  142
_journal_year                    2020
_chemical_formula_moiety         'C40 H28'
_chemical_formula_sum            'C40 H28'
_chemical_formula_weight         508.62
_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             2019-10-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 95.481(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.8538(5)
_cell_length_b                   17.2687(7)
_cell_length_c                   13.6467(6)
_cell_measurement_reflns_used    9165
_cell_measurement_temperature    293
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.92
_cell_volume                     2780.7(2)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      296.79
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0567
_diffrn_reflns_av_unetI/netI     0.0408
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            38630
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.283
_diffrn_reflns_theta_min         2.923
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.215
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_refine_diff_density_max         0.140
_refine_diff_density_min         -0.194
_refine_diff_density_rms         0.040
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         6890
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.1140
_refine_ls_R_factor_gt           0.0508
_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/[σ²(Fo²)+(0.0600P)²+0.5995P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1131
_refine_ls_wR_factor_ref         0.1506
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3812
_reflns_number_total             6890
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b11080_si_005.cif
_cod_data_source_block           mtpe-an
_cod_depositor_comments
'Adding full bibliography for 4133943--4133947.cif.'
_cod_database_code               4133947
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C20(H20), C18(H18), C16(H16), C17(H17), C2(H2), C40(H40), C36(H36), C7(H7),
 C30(H30), C24(H24), C34(H34), C12(H12), C39(H39), C28(H28), C5(H5), C25(H25),
 C33(H33), C32(H32), C31(H31), C9(H9), C26(H26), C3(H3), C38(H38), C11(H11),
 C27(H27), C37(H37), C4(H4), C10(H10)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
C19 C 0.20185(14) 0.57811(9) 0.80484(12) 0.0411(4) Uani 1 1 d .
C35 C 0.26147(15) 0.57687(10) 0.98728(12) 0.0439(4) Uani 1 1 d .
C15 C 0.24803(15) 0.60294(9) 0.63820(12) 0.0418(4) Uani 1 1 d .
C29 C 0.22515(15) 0.40428(10) 0.98626(12) 0.0455(4) Uani 1 1 d .
C14 C 0.31082(14) 0.58206(10) 0.55207(12) 0.0426(4) Uani 1 1 d .
C20 C 0.26020(15) 0.55962(9) 0.72415(12) 0.0430(4) Uani 1 1 d .
H20 H 0.308595 0.517119 0.727972 0.052 Uiso 1 1 calc R
C21 C 0.21771(15) 0.53212(10) 0.89795(12) 0.0442(4) Uani 1 1 d .
C1 C 0.26603(15) 0.52506(10) 0.48528(12) 0.0453(4) Uani 1 1 d .
C18 C 0.13085(15) 0.64225(10) 0.79863(13) 0.0471(4) Uani 1 1 d .
H18 H 0.092631 0.656222 0.852377 0.056 Uiso 1 1 calc R
C22 C 0.19605(15) 0.45570(10) 0.89879(12) 0.0451(4) Uani 1 1 d .
C13 C 0.41194(15) 0.62081(10) 0.53595(12) 0.0465(4) Uani 1 1 d .
C23 C 0.14183(16) 0.41402(10) 0.81035(12) 0.0457(4) Uani 1 1 d .
C16 C 0.17542(16) 0.66631(10) 0.63381(13) 0.0488(4) Uani 1 1 d .
H16 H 0.166295 0.696176 0.576888 0.059 Uiso 1 1 calc R
C17 C 0.11662(16) 0.68542(10) 0.71316(14) 0.0519(5) Uani 1 1 d .
H17 H 0.067349 0.727459 0.708966 0.062 Uiso 1 1 calc R
C2 C 0.16573(16) 0.48255(11) 0.49966(14) 0.0533(5) Uani 1 1 d .
H2 H 0.128929 0.491414 0.555819 0.064 Uiso 1 1 calc R
C8 C 0.46804(16) 0.60299(11) 0.45023(14) 0.0527(5) Uani 1 1 d .
C40 C 0.21287(17) 0.57241(11) 1.07535(13) 0.0544(5) Uani 1 1 d .
H40 H 0.150529 0.540431 1.080241 0.065 Uiso 1 1 calc R
C6 C 0.32181(16) 0.50866(11) 0.39932(13) 0.0509(5) Uani 1 1 d .
C36 C 0.35231(17) 0.62677(12) 0.98245(14) 0.0580(5) Uani 1 1 d .
H36 H 0.384850 0.632011 0.923441 0.070 Uiso 1 1 calc R
C7 C 0.42096(17) 0.54815(12) 0.38418(14) 0.0583(5) Uani 1 1 d .
H7 H 0.456817 0.537439 0.328000 0.070 Uiso 1 1 calc R
C30 C 0.33304(17) 0.40190(11) 1.03482(14) 0.0566(5) Uani 1 1 d .
H30 H 0.388575 0.435393 1.016159 0.068 Uiso 1 1 calc R
C24 C 0.03807(17) 0.43616(12) 0.76366(14) 0.0563(5) Uani 1 1 d .
H24 H 0.001546 0.479674 0.785448 0.068 Uiso 1 1 calc R
C34 C 0.14465(18) 0.35331(11) 1.01621(14) 0.0581(5) Uani 1 1 d .
H34 H 0.071701 0.353880 0.984356 0.070 Uiso 1 1 calc R
C12 C 0.46209(17) 0.67759(11) 0.60251(15) 0.0574(5) Uani 1 1 d .
H12 H 0.427235 0.689879 0.658727 0.069 Uiso 1 1 calc R
C39 C 0.2561(2) 0.61500(12) 1.15614(14) 0.0649(6) Uani 1 1 d .
H39 H 0.222695 0.611180 1.214911 0.078 Uiso 1 1 calc R
C28 C 0.19367(19) 0.34881(11) 0.77560(14) 0.0587(5) Uani 1 1 d .
H28 H 0.262736 0.332366 0.806715 0.070 Uiso 1 1 calc R
C5 C 0.2722(2) 0.45278(12) 0.33114(15) 0.0647(6) Uani 1 1 d .
H5 H 0.306867 0.442380 0.274247 0.078 Uiso 1 1 calc R
C25 C -0.01173(19) 0.39401(14) 0.68478(15) 0.0669(6) Uani 1 1 d .
H25 H -0.081904 0.409070 0.654471 0.080 Uiso 1 1 calc R
C33 C 0.1707(2) 0.30192(12) 1.09217(15) 0.0657(6) Uani 1 1 d .
H33 H 0.115296 0.268736 1.111778 0.079 Uiso 1 1 calc R
C32 C 0.2781(2) 0.29967(12) 1.13883(16) 0.0671(6) Uani 1 1 d .
H32 H 0.296349 0.264204 1.189152 0.081 Uiso 1 1 calc R
C31 C 0.35891(19) 0.35000(13) 1.11100(15) 0.0665(6) Uani 1 1 d .
H31 H 0.431500 0.349227 1.143550 0.080 Uiso 1 1 calc R
C9 C 0.57055(18) 0.64294(14) 0.43557(17) 0.0691(6) Uani 1 1 d .
H9 H 0.607834 0.632068 0.380219 0.083 Uiso 1 1 calc R
C26 C 0.0416(2) 0.33021(13) 0.65093(16) 0.0709(6) Uani 1 1 d .
H26 H 0.007742 0.302235 0.597769 0.085 Uiso 1 1 calc R
C3 C 0.12310(19) 0.42944(12) 0.43283(15) 0.0650(6) Uani 1 1 d .
H3 H 0.057681 0.402339 0.443786 0.078 Uiso 1 1 calc R
C38 C 0.3474(2) 0.66269(14) 1.15063(15) 0.0703(6) Uani 1 1 d .
H38 H 0.376545 0.690708 1.205496 0.084 Uiso 1 1 calc R
C11 C 0.55952(19) 0.71391(13) 0.58530(18) 0.0704(6) Uani 1 1 d .
H11 H 0.590565 0.750812 0.629623 0.084 Uiso 1 1 calc R
C27 C 0.1445(2) 0.30791(12) 0.69563(16) 0.0693(6) Uani 1 1 d .
H27 H 0.181504 0.265200 0.672212 0.083 Uiso 1 1 calc R
C37 C 0.3955(2) 0.66884(14) 1.06353(16) 0.0724(6) Uani 1 1 d .
H37 H 0.457240 0.701407 1.059042 0.087 Uiso 1 1 calc R
C4 C 0.1769(2) 0.41492(13) 0.34706(16) 0.0711(6) Uani 1 1 d .
H4 H 0.146229 0.378948 0.301285 0.085 Uiso 1 1 calc R
C10 C 0.61415(19) 0.69632(15) 0.5010(2) 0.0768(7) Uani 1 1 d .
H10 H 0.681027 0.721703 0.490143 0.092 Uiso 1 1 calc R
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C20 C19 C21 121.25(15)
C18 C19 C20 118.59(15)
C18 C19 C21 120.13(15)
C40 C35 C21 122.62(16)
C40 C35 C36 117.77(17)
C36 C35 C21 119.59(15)
C20 C15 C14 121.04(15)
C20 C15 C16 118.36(15)
C16 C15 C14 120.60(15)
C30 C29 C22 122.01(16)
C30 C29 C34 118.04(17)
C34 C29 C22 119.80(16)
C1 C14 C15 119.46(15)
C13 C14 C15 120.24(15)
C13 C14 C1 120.27(15)
C15 C20 C19 121.72(16)
C35 C21 C19 115.11(14)
C22 C21 C19 121.33(15)
C22 C21 C35 123.54(15)
C14 C1 C2 122.51(16)
C14 C1 C6 119.59(16)
C2 C1 C6 117.91(16)
C17 C18 C19 120.43(16)
C21 C22 C29 123.90(16)
C21 C22 C23 122.20(15)
C23 C22 C29 113.90(14)
C14 C13 C8 119.59(17)
C14 C13 C12 122.42(17)
C12 C13 C8 117.99(17)
C24 C23 C22 122.18(16)
C24 C23 C28 118.03(17)
C28 C23 C22 119.72(17)
C17 C16 C15 120.70(16)
C18 C17 C16 120.17(16)
C3 C2 C1 121.14(18)
C7 C8 C13 119.18(17)
C7 C8 C9 122.26(19)
C9 C8 C13 118.56(19)
C39 C40 C35 120.65(19)
C7 C6 C1 119.25(17)
C7 C6 C5 122.39(18)
C5 C6 C1 118.36(18)
C37 C36 C35 121.29(18)
C8 C7 C6 122.09(17)
C29 C30 C31 120.48(19)
C23 C24 C25 120.5(2)
C33 C34 C29 121.3(2)
C11 C12 C13 121.2(2)
C38 C39 C40 120.76(19)
C27 C28 C23 121.2(2)
C4 C5 C6 121.67(19)
C26 C25 C24 120.6(2)
C32 C33 C34 120.0(2)
C33 C32 C31 119.71(19)
C32 C31 C30 120.5(2)
C10 C9 C8 120.9(2)
C27 C26 C25 119.8(2)
C2 C3 C4 120.7(2)
C39 C38 C37 119.42(19)
C12 C11 C10 120.6(2)
C26 C27 C28 120.0(2)
C38 C37 C36 120.1(2)
C5 C4 C3 120.2(2)
C9 C10 C11 120.7(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C19 C20 1.392(2)
C19 C21 1.495(2)
C19 C18 1.389(2)
C35 C21 1.494(2)
C35 C40 1.384(2)
C35 C36 1.386(3)
C15 C14 1.494(2)
C15 C20 1.387(2)
C15 C16 1.390(2)
C29 C22 1.501(2)
C29 C30 1.384(3)
C29 C34 1.388(3)
C14 C1 1.410(2)
C14 C13 1.408(2)
C21 C22 1.345(2)
C1 C2 1.427(3)
C1 C6 1.429(2)
C18 C17 1.381(2)
C22 C23 1.497(2)
C13 C8 1.433(3)
C13 C12 1.427(3)
C23 C24 1.384(3)
C23 C28 1.388(3)
C16 C17 1.383(3)
C2 C3 1.357(3)
C8 C7 1.387(3)
C8 C9 1.428(3)
C40 C39 1.382(3)
C6 C7 1.391(3)
C6 C5 1.428(3)
C36 C37 1.380(3)
C30 C31 1.384(3)
C24 C25 1.384(3)
C34 C33 1.377(3)
C12 C11 1.354(3)
C39 C38 1.368(3)
C28 C27 1.381(3)
C5 C4 1.341(3)
C25 C26 1.372(3)
C33 C32 1.369(3)
C32 C31 1.373(3)
C9 C10 1.351(3)
C26 C27 1.367(3)
C3 C4 1.408(3)
C38 C37 1.371(3)
C11 C10 1.406(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 142555564
