#------------------------------------------------------------------------------
#$Date: 2025-08-18 17:20:24 +0300 (Mon, 18 Aug 2025) $
#$Revision: 301776 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/51/64/1516423.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_1516423
loop_
_publ_author_name
'He, Jiating'
'Xu, Bin'
'Chen, Feipeng'
'Xia, Haijian'
'Li, Kunpeng'
'Ye, Ling'
'Tian, Wenjing'
_publ_section_title
;
 Aggregation-Induced Emission in the Crystals of 9,10-Distyrylanthracene
 Derivatives: The Essential Role of Restricted Intramolecular Torsion
;
_journal_issue                   22
_journal_name_full               'The Journal of Physical Chemistry C'
_journal_page_first              9892
_journal_paper_doi               10.1021/jp900205k
_journal_volume                  113
_journal_year                    2009
_chemical_formula_moiety         'C32 H26 O2'
_chemical_formula_sum            'C32 H26 O2'
_chemical_formula_weight         442.53
_chemical_melting_point          ?
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                101.50(3)
_cell_angle_beta                 99.17(3)
_cell_angle_gamma                105.19(3)
_cell_formula_units_Z            1
_cell_length_a                   6.9598(14)
_cell_length_b                   8.8751(18)
_cell_length_c                   10.465(2)
_cell_measurement_temperature    293(2)
_cell_volume                     595.8(3)
_computing_cell_refinement       Process-auto
_computing_data_collection       Process-auto
_computing_data_reduction        Process-auto
_computing_molecular_graphics    SHELXP-97
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       omega-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_sigmaI/netI    0.0707
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5902
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.11
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.075
_exptl_absorpt_correction_T_max  0.9922
_exptl_absorpt_correction_T_min  0.9541
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.233
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             234
_exptl_crystal_size_max          0.63
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.148
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.039
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     155
_refine_ls_number_reflns         2695
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.1400
_refine_ls_R_factor_gt           0.0620
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0602P)²+0.0099P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1218
_refine_ls_wR_factor_ref         0.1477
_reflns_number_gt                1308
_reflns_number_total             2695
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp900205k_si_002.cif
_cod_data_source_block           dx
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value 'not measured' was changed to '?' -
the value is undefined or not given.

'_symmetry_cell_setting' value
'Triclinic' changed to 'triclinic' according to
/usr/data/users/saulius/automatic-downloads/retrospective/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_cell_volume        595.8(2)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1516423
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C5 C 0.5719(3) 0.8365(3) 0.2827(2) 0.0379(5) Uani 1 1 d .
C8 C 0.4020(3) 0.8894(3) 0.2265(2) 0.0395(6) Uani 1 1 d .
H8 H 0.3320 0.9298 0.2868 0.047 Uiso 1 1 calc R
O1 O 1.0739(2) 0.7101(2) 0.44761(18) 0.0644(6) Uani 1 1 d .
C2 C 0.9045(3) 0.7505(3) 0.4004(2) 0.0467(6) Uani 1 1 d .
C6 C 0.6092(4) 0.8348(3) 0.4161(2) 0.0476(6) Uani 1 1 d .
H6 H 0.5208 0.8627 0.4678 0.057 Uiso 1 1 calc R
C3 C 0.8686(3) 0.7472(3) 0.2662(3) 0.0577(7) Uani 1 1 d .
H3 H 0.9546 0.7156 0.2142 0.069 Uiso 1 1 calc R
C7 C 0.7737(4) 0.7929(3) 0.4756(2) 0.0540(7) Uani 1 1 d .
H7 H 0.7951 0.7936 0.5658 0.065 Uiso 1 1 calc R
C4 C 0.7057(3) 0.7904(3) 0.2093(3) 0.0535(7) Uani 1 1 d .
H4 H 0.6846 0.7888 0.1189 0.064 Uiso 1 1 calc R
C9 C 0.3365(3) 0.8863(3) 0.0999(2) 0.0399(6) Uani 1 1 d .
H9 H 0.4021 0.8433 0.0377 0.048 Uiso 1 1 calc R
C10 C 0.1667(3) 0.9459(3) 0.0495(2) 0.0355(5) Uani 1 1 d .
C1 C 1.1182(4) 0.7115(4) 0.5852(3) 0.0786(10) Uani 1 1 d .
H1A H 1.1434 0.8188 0.6389 0.118 Uiso 1 1 calc R
H1B H 1.2371 0.6772 0.6048 0.118 Uiso 1 1 calc R
H1C H 1.0041 0.6394 0.6050 0.118 Uiso 1 1 calc R
C14 C -0.0073(3) 0.8375(2) -0.0444(2) 0.0353(5) Uani 1 1 d .
C11 C 0.1755(3) 1.1087(3) 0.0935(2) 0.0356(5) Uani 1 1 d .
C16 C -0.1966(4) 0.5636(3) -0.1735(3) 0.0602(8) Uani 1 1 d .
H16 H -0.2038 0.4556 -0.2018 0.072 Uiso 1 1 calc R
C13 C 0.3630(4) 1.3838(3) 0.2182(3) 0.0587(8) Uani 1 1 d .
H13 H 0.4812 1.4581 0.2745 0.070 Uiso 1 1 calc R
C12 C 0.3538(3) 1.2277(3) 0.1808(2) 0.0468(6) Uani 1 1 d .
H12 H 0.4659 1.1961 0.2123 0.056 Uiso 1 1 calc R
C15 C -0.0256(4) 0.6704(3) -0.0891(2) 0.0489(7) Uani 1 1 d .
H15 H 0.0829 0.6340 -0.0594 0.059 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'
O O 0.0106 0.0060 '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
C6 C5 C4 116.5(2) . .
C6 C5 C8 120.2(2) . .
C4 C5 C8 123.3(2) . .
C9 C8 C5 127.6(2) . .
C9 C8 H8 116.2 . .
C5 C8 H8 116.2 . .
C2 O1 C1 117.7(2) . .
O1 C2 C7 125.1(2) . .
O1 C2 C3 115.3(2) . .
C7 C2 C3 119.6(2) . .
C5 C6 C7 122.4(2) . .
C5 C6 H6 118.8 . .
C7 C6 H6 118.8 . .
C4 C3 C2 120.1(3) . .
C4 C3 H3 119.9 . .
C2 C3 H3 119.9 . .
C2 C7 C6 119.4(2) . .
C2 C7 H7 120.3 . .
C6 C7 H7 120.3 . .
C3 C4 C5 122.0(2) . .
C3 C4 H4 119.0 . .
C5 C4 H4 119.0 . .
C8 C9 C10 125.1(2) . .
C8 C9 H9 117.4 . .
C10 C9 H9 117.4 . .
C11 C10 C14 119.32(17) . .
C11 C10 C9 121.30(18) . .
C14 C10 C9 119.4(2) . .
O1 C1 H1A 109.5 . .
O1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
O1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C10 C14 C15 121.33(18) . .
C10 C14 C11 120.60(18) . 2_575
C15 C14 C11 118.02(18) . 2_575
C10 C11 C12 122.17(18) . .
C10 C11 C14 120.07(17) . 2_575
C12 C11 C14 117.6(2) . 2_575
C15 C16 C13 119.9(2) . 2_575
C15 C16 H16 120.1 . .
C13 C16 H16 120.1 2_575 .
C12 C13 C16 121.0(2) . 2_575
C12 C13 H13 119.5 . .
C16 C13 H13 119.5 2_575 .
C13 C12 C11 121.6(2) . .
C13 C12 H12 119.2 . .
C11 C12 H12 119.2 . .
C16 C15 C14 121.8(2) . .
C16 C15 H15 119.1 . .
C14 C15 H15 119.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C5 C6 1.383(3) .
C5 C4 1.388(3) .
C5 C8 1.464(3) .
C8 C9 1.322(3) .
C8 H8 0.9300 .
O1 C2 1.367(2) .
O1 C1 1.420(3) .
C2 C7 1.371(3) .
C2 C3 1.379(3) .
C6 C7 1.387(3) .
C6 H6 0.9300 .
C3 C4 1.375(3) .
C3 H3 0.9300 .
C7 H7 0.9300 .
C4 H4 0.9300 .
C9 C10 1.482(3) .
C9 H9 0.9300 .
C10 C11 1.408(3) .
C10 C14 1.411(3) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C14 C15 1.428(3) .
C14 C11 1.436(3) 2_575
C11 C12 1.434(3) .
C11 C14 1.436(3) 2_575
C16 C15 1.355(3) .
C16 C13 1.406(3) 2_575
C16 H16 0.9300 .
C13 C12 1.344(3) .
C13 C16 1.406(3) 2_575
C13 H13 0.9300 .
C12 H12 0.9300 .
C15 H15 0.9300 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 15074030
