#------------------------------------------------------------------------------
#$Date: 2025-08-22 23:12:46 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301866 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/46/7234680.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_7234680
loop_
_publ_author_name
'Lijia Yan'
'Yang Zhao'
'Hongtao Yu'
'Zhao Hu'
'Yaowu He'
'Aiyuan Li'
'Osamu Goto'
'Chaoyi Yan'
'Ting Chen'
'Runfeng Chen'
'Yueh-Lin Loo'
'Dmitrii F. Perepichka'
'Hong Meng'
'Wei Huang'
_publ_section_title
;
 Influence of heteroatoms on the charge mobility of anthracene derivatives
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              3517
_journal_page_last               3522
_journal_paper_doi               10.1039/C6TC01088A
_journal_volume                  4
_journal_year                    2016
_chemical_formula_sum            'C28 H22 O2'
_chemical_formula_weight         390.45
_chemical_melting_point          353
_chemical_name_systematic        BOPAnt
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.4376(2)
_cell_length_b                   6.16290(10)
_cell_length_c                   42.296(3)
_cell_measurement_reflns_used    7773
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.00
_cell_measurement_theta_min      6.70
_cell_volume                     1938.73(15)
_computing_cell_refinement       'CrystalClear-SM Auto 2.0 r4'
_computing_data_collection       'CrystalClear-SM 2.0 r4 (Rigaku, 2009)'
_computing_data_reduction        'CrystalClear-SM Auto 2.0 r4'
_computing_molecular_graphics    'CrystalStructure 4.0'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2009)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Rigaku Saturn944+ CCD'
_diffrn_measurement_method       ω
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0560
_diffrn_reflns_av_unetI/netI     0.0421
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            10195
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         69.008
_diffrn_reflns_theta_min         7.280
_exptl_absorpt_coefficient_mu    0.648
_exptl_absorpt_correction_T_max  0.878
_exptl_absorpt_correction_T_min  0.659
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.338
_exptl_crystal_description       prism
_exptl_crystal_F_000             824
_exptl_crystal_recrystallization_method Sublimation
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.060
_refine_diff_density_max         0.151
_refine_diff_density_min         -0.179
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         1777
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0405
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0558P)²+0.2791P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1114
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1515
_reflns_number_total             1777
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            J-Mater-Chem-C-2016-4-3517.cif
_cod_data_source_block           2
_cod_original_cell_volume        1938.71(15)
_cod_database_code               7234680
_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   0.881
_shelx_estimated_absorpt_t_max   0.962
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -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
O1 O 1.01001(15) 0.37814(17) 0.71276(2) 0.0544(3) Uani 1 1 d . . . . .
C1 C 0.9135(3) 0.5697(3) 0.72070(4) 0.0713(6) Uani 1 1 d . . . . .
H1A H 0.9532 0.6871 0.7075 0.107 Uiso 1 1 calc R U . . .
H1B H 0.9349 0.6054 0.7425 0.107 Uiso 1 1 calc R U . . .
H1C H 0.7873 0.5459 0.7175 0.107 Uiso 1 1 calc R U . . .
C2 C 0.99915(18) 0.3047(2) 0.68234(3) 0.0403(3) Uani 1 1 d . . . . .
C3 C 0.9020(2) 0.4032(2) 0.65840(3) 0.0440(4) Uani 1 1 d . . . . .
H3 H 0.8364 0.5285 0.6625 0.053 Uiso 1 1 calc R U . . .
C4 C 0.90266(19) 0.3145(2) 0.62835(3) 0.0417(4) Uani 1 1 d . . . . .
H4 H 0.8369 0.3829 0.6125 0.050 Uiso 1 1 calc R U . . .
C5 C 0.99784(16) 0.1270(2) 0.62089(3) 0.0350(3) Uani 1 1 d . . . . .
C6 C 1.00163(16) 0.0365(2) 0.58835(3) 0.0346(3) Uani 1 1 d . . . . .
C7 C 0.95048(17) 0.1562(2) 0.56247(3) 0.0357(3) Uani 1 1 d . . . . .
H7 H 0.9009 0.2930 0.5657 0.043 Uiso 1 1 calc R U . . .
C8 C 0.97029(16) 0.07973(19) 0.53108(3) 0.0333(3) Uani 1 1 d . . . . .
C9 C 0.92689(17) 0.20620(19) 0.50471(3) 0.0356(3) Uani 1 1 d . . . . .
H9 H 0.8777 0.3433 0.5078 0.043 Uiso 1 1 calc R U . . .
C10 C 1.04500(16) -0.13324(19) 0.52593(3) 0.0334(3) Uani 1 1 d . . . . .
C11 C 1.08793(17) -0.2585(2) 0.55322(3) 0.0370(3) Uani 1 1 d . . . . .
H11 H 1.1311 -0.3990 0.5506 0.044 Uiso 1 1 calc R U . . .
C12 C 1.06768(18) -0.1787(2) 0.58269(3) 0.0381(3) Uani 1 1 d . . . . .
H12 H 1.0974 -0.2658 0.5999 0.046 Uiso 1 1 calc R U . . .
C13 C 1.0948(2) 0.1174(2) 0.67564(3) 0.0443(4) Uani 1 1 d . . . . .
H13 H 1.1599 0.0492 0.6916 0.053 Uiso 1 1 calc R U . . .
C14 C 1.09425(19) 0.0315(2) 0.64563(3) 0.0422(3) Uani 1 1 d . . . . .
H14 H 1.1600 -0.0940 0.6417 0.051 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 '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
C2 O1 C1 117.87(12) . .
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 . .
O1 C2 C3 125.08(12) . .
O1 C2 C13 115.97(12) . .
C3 C2 C13 118.95(12) . .
C4 C3 C2 119.81(13) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C3 C4 C5 122.55(12) . .
C3 C4 H4 118.7 . .
C5 C4 H4 118.7 . .
C4 C5 C14 116.17(12) . .
C4 C5 C6 122.11(11) . .
C14 C5 C6 121.69(12) . .
C7 C6 C12 117.29(12) . .
C7 C6 C5 122.10(12) . .
C12 C6 C5 120.55(11) . .
C6 C7 C8 122.64(12) . .
C6 C7 H7 118.7 . .
C8 C7 H7 118.7 . .
C9 C8 C7 122.55(12) . .
C9 C8 C10 118.40(11) . .
C7 C8 C10 118.99(11) . .
C10 C9 C8 121.97(12) 5_756 .
C10 C9 H9 119.0 5_756 .
C8 C9 H9 119.0 . .
C9 C10 C11 123.18(11) 5_756 .
C9 C10 C8 119.62(11) 5_756 .
C11 C10 C8 117.19(11) . .
C12 C11 C10 121.77(12) . .
C12 C11 H11 119.1 . .
C10 C11 H11 119.1 . .
C11 C12 C6 121.97(12) . .
C11 C12 H12 119.0 . .
C6 C12 H12 119.0 . .
C14 C13 C2 120.51(12) . .
C14 C13 H13 119.7 . .
C2 C13 H13 119.7 . .
C13 C14 C5 122.01(13) . .
C13 C14 H14 119.0 . .
C5 C14 H14 119.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C2 1.3662(16) .
O1 C1 1.4217(19) .
C1 H1A 0.9600 .
C1 H1B 0.9600 .
C1 H1C 0.9600 .
C2 C3 1.3839(19) .
C2 C13 1.3855(19) .
C3 C4 1.3835(18) .
C3 H3 0.9300 .
C4 C5 1.3912(18) .
C4 H4 0.9300 .
C5 C14 1.3984(18) .
C5 C6 1.4853(18) .
C6 C7 1.3737(18) .
C6 C12 1.4344(18) .
C7 C8 1.4165(17) .
C7 H7 0.9300 .
C8 C9 1.3987(17) .
C8 C10 1.4418(17) .
C9 C10 1.3876(17) 5_756
C9 H9 0.9300 .
C10 C9 1.3875(17) 5_756
C10 C11 1.4247(17) .
C11 C12 1.3485(18) .
C11 H11 0.9300 .
C12 H12 0.9300 .
C13 C14 1.3755(19) .
C13 H13 0.9300 .
C14 H14 0.9300 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1 H1B O1 0.96 2.57 3.4438(19) 152.3 3_756
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 132562539
