#------------------------------------------------------------------------------
#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/85/7108536.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_7108536
loop_
_publ_author_name
'Xiqi Zhang'
'Zhenguo Chi'
'Bingjia Xu'
'Long Jiang'
'Xie Zhou'
'Yi Zhang'
'Siwei Liu'
'Jiarui Xu'
_publ_section_title
;
 Multifunctional organic fluorescent materials derived from
 9,10-distyrylanthracene with alkoxyl endgroups of various lengths
;
_journal_name_full               Chem.Commun.
_journal_page_first              10895
_journal_paper_doi               10.1039/c2cc36263e
_journal_volume                  48
_journal_year                    2012
_chemical_formula_moiety         'C52 H66 O2'
_chemical_formula_sum            'C52 H66 O2'
_chemical_formula_weight         723.05
_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                92.182(8)
_cell_angle_beta                 96.212(8)
_cell_angle_gamma                92.041(8)
_cell_formula_units_Z            1
_cell_length_a                   5.7012(6)
_cell_length_b                   7.8232(7)
_cell_length_c                   23.669(3)
_cell_measurement_reflns_used    3985
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      66.9917
_cell_measurement_theta_min      3.7573
_cell_volume                     1047.9(2)
_computing_cell_refinement       'Bruker FRAMBO'
_computing_data_collection       'Bruker FRAMBO'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 10.5058
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Enhance Ultra (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0380
_diffrn_reflns_av_sigmaI/netI    0.0294
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            9977
_diffrn_reflns_theta_full        67.10
_diffrn_reflns_theta_max         67.10
_diffrn_reflns_theta_min         3.76
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_exptl_absorpt_coefficient_mu    0.508
_exptl_absorpt_correction_T_max  0.8708
_exptl_absorpt_correction_T_min  0.8342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.146
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         3713
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0431
_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)+(0.0694P)²+0.1754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1161
_refine_ls_wR_factor_ref         0.1239
_reflns_number_gt                3145
_reflns_number_total             3713
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2cc36263e.txt
_cod_data_source_block           02226
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_hydrogen_treatment' value 'CONSTR' changed to 'constr'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1047.87(18)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7108536
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
C1 C -0.2254(3) -0.19914(18) -0.01652(6) 0.0362(3) Uani 1 1 d .
H1 H -0.0800 -0.1735 0.0063 0.043 Uiso 1 1 calc R
C2 C -0.3636(2) -0.34779(15) -0.00581(5) 0.0248(3) Uani 1 1 d .
C3 C -0.2864(2) -0.46162(15) 0.03678(5) 0.0236(3) Uani 1 1 d .
C4 C -0.4200(2) -0.61443(15) 0.04198(5) 0.0236(3) Uani 1 1 d .
C5 C -0.3504(2) -0.73139(16) 0.08524(5) 0.0295(3) Uani 1 1 d .
H5 H -0.2064 -0.7094 0.1090 0.035 Uiso 1 1 calc R
C6 C -0.4859(3) -0.87309(18) 0.09305(6) 0.0375(3) Uani 1 1 d .
H6 H -0.4349 -0.9498 0.1216 0.045 Uiso 1 1 calc R
C7 C -0.7023(3) -0.90653(19) 0.05878(6) 0.0440(4) Uani 1 1 d .
H7 H -0.7986 -1.0039 0.0653 0.053 Uiso 1 1 calc R
C8 C -0.0718(2) -0.42294(16) 0.07711(5) 0.0252(3) Uani 1 1 d .
H8 H 0.0481 -0.5044 0.0793 0.030 Uiso 1 1 calc R
C9 C -0.0362(2) -0.28076(15) 0.11057(5) 0.0242(3) Uani 1 1 d .
H9 H -0.1533 -0.1976 0.1056 0.029 Uiso 1 1 calc R
C10 C 0.1627(2) -0.23805(15) 0.15414(5) 0.0231(3) Uani 1 1 d .
C11 C 0.3668(2) -0.33331(16) 0.16104(5) 0.0260(3) Uani 1 1 d .
H11 H 0.3828 -0.4280 0.1356 0.031 Uiso 1 1 calc R
C12 C 0.5450(2) -0.29191(16) 0.20420(5) 0.0275(3) Uani 1 1 d .
H12 H 0.6814 -0.3586 0.2081 0.033 Uiso 1 1 calc R
C13 C 0.5268(2) -0.15303(16) 0.24220(5) 0.0245(3) Uani 1 1 d .
C14 C 0.3300(2) -0.05374(16) 0.23546(5) 0.0262(3) Uani 1 1 d .
H14 H 0.3171 0.0430 0.2603 0.031 Uiso 1 1 calc R
C15 C 0.1516(2) -0.09749(15) 0.19186(5) 0.0261(3) Uani 1 1 d .
H15 H 0.0169 -0.0291 0.1876 0.031 Uiso 1 1 calc R
C16 C 0.7012(2) 0.01320(16) 0.32498(5) 0.0265(3) Uani 1 1 d .
H16A H 0.5613 -0.0031 0.3459 0.032 Uiso 1 1 calc R
H16B H 0.6899 0.1234 0.3058 0.032 Uiso 1 1 calc R
C17 C 0.9255(2) 0.01311(16) 0.36556(5) 0.0264(3) Uani 1 1 d .
H17A H 1.0628 0.0273 0.3437 0.032 Uiso 1 1 calc R
H17B H 0.9355 -0.0994 0.3833 0.032 Uiso 1 1 calc R
C18 C 0.9409(2) 0.15377(16) 0.41249(5) 0.0260(3) Uani 1 1 d .
H18A H 0.9313 0.2665 0.3949 0.031 Uiso 1 1 calc R
H18B H 0.8045 0.1396 0.4347 0.031 Uiso 1 1 calc R
C19 C 1.1690(2) 0.15084(16) 0.45261(5) 0.0259(3) Uani 1 1 d .
H19A H 1.3045 0.1666 0.4302 0.031 Uiso 1 1 calc R
H19B H 1.1795 0.0367 0.4692 0.031 Uiso 1 1 calc R
C20 C 1.1904(2) 0.28723(16) 0.50101(5) 0.0263(3) Uani 1 1 d .
H20A H 1.0544 0.2726 0.5233 0.032 Uiso 1 1 calc R
H20B H 1.1827 0.4017 0.4846 0.032 Uiso 1 1 calc R
C21 C 1.4189(2) 0.27990(16) 0.54092(5) 0.0261(3) Uani 1 1 d .
H21A H 1.4275 0.1645 0.5566 0.031 Uiso 1 1 calc R
H21B H 1.5544 0.2960 0.5185 0.031 Uiso 1 1 calc R
C22 C 1.4436(2) 0.41317(16) 0.59031(5) 0.0267(3) Uani 1 1 d .
H22A H 1.4374 0.5289 0.5748 0.032 Uiso 1 1 calc R
H22B H 1.3081 0.3980 0.6127 0.032 Uiso 1 1 calc R
C23 C 1.6721(2) 0.40151(16) 0.62963(5) 0.0271(3) Uani 1 1 d .
H23A H 1.8066 0.4113 0.6066 0.032 Uiso 1 1 calc R
H23B H 1.6746 0.2869 0.6460 0.032 Uiso 1 1 calc R
C24 C 1.7092(2) 0.53642(16) 0.67830(5) 0.0271(3) Uani 1 1 d .
H24A H 1.7143 0.6514 0.6623 0.033 Uiso 1 1 calc R
H24B H 1.5733 0.5297 0.7009 0.033 Uiso 1 1 calc R
C25 C 1.9359(2) 0.51433(17) 0.71729(6) 0.0314(3) Uani 1 1 d .
H25A H 1.9273 0.4009 0.7343 0.038 Uiso 1 1 calc R
H25B H 2.0704 0.5154 0.6941 0.038 Uiso 1 1 calc R
C26 C 1.9847(3) 0.65114(18) 0.76503(6) 0.0373(3) Uani 1 1 d .
H26A H 2.0029 0.7635 0.7487 0.056 Uiso 1 1 calc R
H26B H 2.1302 0.6264 0.7888 0.056 Uiso 1 1 calc R
H26C H 1.8526 0.6516 0.7883 0.056 Uiso 1 1 calc R
O1 O 0.71194(15) -0.12487(12) 0.28406(4) 0.0306(2) Uani 1 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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
C7 C1 C2 121.35(13) 2_445 .
C7 C1 H1 119.3 2_445 .
C2 C1 H1 119.3 . .
C3 C2 C1 121.81(11) . .
C3 C2 C4 120.06(11) . 2_445
C1 C2 C4 118.04(11) . 2_445
C4 C3 C2 119.23(11) . .
C4 C3 C8 118.91(11) . .
C2 C3 C8 121.84(11) . .
C3 C4 C5 120.96(11) . .
C3 C4 C2 120.68(11) . 2_445
C5 C4 C2 118.28(11) . 2_445
C6 C5 C4 121.45(12) . .
C6 C5 H5 119.3 . .
C4 C5 H5 119.3 . .
C5 C6 C7 120.09(12) . .
C5 C6 H6 120.0 . .
C7 C6 H6 120.0 . .
C1 C7 C6 120.73(12) 2_445 .
C1 C7 H7 119.6 2_445 .
C6 C7 H7 119.6 . .
C9 C8 C3 124.23(11) . .
C9 C8 H8 117.9 . .
C3 C8 H8 117.9 . .
C8 C9 C10 127.61(11) . .
C8 C9 H9 116.2 . .
C10 C9 H9 116.2 . .
C15 C10 C11 116.93(11) . .
C15 C10 C9 119.68(10) . .
C11 C10 C9 123.39(11) . .
C12 C11 C10 121.15(11) . .
C12 C11 H11 119.4 . .
C10 C11 H11 119.4 . .
C11 C12 C13 120.74(11) . .
C11 C12 H12 119.6 . .
C13 C12 H12 119.6 . .
O1 C13 C14 124.63(11) . .
O1 C13 C12 115.99(10) . .
C14 C13 C12 119.38(11) . .
C13 C14 C15 119.17(11) . .
C13 C14 H14 120.4 . .
C15 C14 H14 120.4 . .
C14 C15 C10 122.60(11) . .
C14 C15 H15 118.7 . .
C10 C15 H15 118.7 . .
O1 C16 C17 107.05(9) . .
O1 C16 H16A 110.3 . .
C17 C16 H16A 110.3 . .
O1 C16 H16B 110.3 . .
C17 C16 H16B 110.3 . .
H16A C16 H16B 108.6 . .
C16 C17 C18 113.59(10) . .
C16 C17 H17A 108.8 . .
C18 C17 H17A 108.8 . .
C16 C17 H17B 108.8 . .
C18 C17 H17B 108.8 . .
H17A C17 H17B 107.7 . .
C19 C18 C17 112.42(10) . .
C19 C18 H18A 109.1 . .
C17 C18 H18A 109.1 . .
C19 C18 H18B 109.1 . .
C17 C18 H18B 109.1 . .
H18A C18 H18B 107.9 . .
C18 C19 C20 114.37(10) . .
C18 C19 H19A 108.7 . .
C20 C19 H19A 108.7 . .
C18 C19 H19B 108.7 . .
C20 C19 H19B 108.7 . .
H19A C19 H19B 107.6 . .
C19 C20 C21 113.24(10) . .
C19 C20 H20A 108.9 . .
C21 C20 H20A 108.9 . .
C19 C20 H20B 108.9 . .
C21 C20 H20B 108.9 . .
H20A C20 H20B 107.7 . .
C22 C21 C20 114.42(10) . .
C22 C21 H21A 108.7 . .
C20 C21 H21A 108.7 . .
C22 C21 H21B 108.7 . .
C20 C21 H21B 108.7 . .
H21A C21 H21B 107.6 . .
C23 C22 C21 113.16(10) . .
C23 C22 H22A 108.9 . .
C21 C22 H22A 108.9 . .
C23 C22 H22B 108.9 . .
C21 C22 H22B 108.9 . .
H22A C22 H22B 107.8 . .
C22 C23 C24 115.10(10) . .
C22 C23 H23A 108.5 . .
C24 C23 H23A 108.5 . .
C22 C23 H23B 108.5 . .
C24 C23 H23B 108.5 . .
H23A C23 H23B 107.5 . .
C25 C24 C23 112.66(10) . .
C25 C24 H24A 109.1 . .
C23 C24 H24A 109.1 . .
C25 C24 H24B 109.1 . .
C23 C24 H24B 109.1 . .
H24A C24 H24B 107.8 . .
C26 C25 C24 114.27(11) . .
C26 C25 H25A 108.7 . .
C24 C25 H25A 108.7 . .
C26 C25 H25B 108.7 . .
C24 C25 H25B 108.7 . .
H25A C25 H25B 107.6 . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C13 O1 C16 118.60(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C7 1.361(2) 2_445
C1 C2 1.4273(18) .
C1 H1 0.9500 .
C2 C3 1.4153(17) .
C2 C4 1.4385(17) 2_445
C3 C4 1.4110(17) .
C3 C8 1.4825(17) .
C4 C5 1.4325(17) .
C4 C2 1.4385(17) 2_445
C5 C6 1.3583(19) .
C5 H5 0.9500 .
C6 C7 1.412(2) .
C6 H6 0.9500 .
C7 C1 1.361(2) 2_445
C7 H7 0.9500 .
C8 C9 1.3371(17) .
C8 H8 0.9500 .
C9 C10 1.4677(17) .
C9 H9 0.9500 .
C10 C15 1.3975(17) .
C10 C11 1.4021(17) .
C11 C12 1.3810(17) .
C11 H11 0.9500 .
C12 C13 1.3978(17) .
C12 H12 0.9500 .
C13 O1 1.3728(15) .
C13 C14 1.3857(17) .
C14 C15 1.3922(17) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C16 O1 1.4305(15) .
C16 C17 1.5139(17) .
C16 H16A 0.9900 .
C16 H16B 0.9900 .
C17 C18 1.5269(17) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.5263(17) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 C20 1.5275(17) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C20 C21 1.5283(17) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 C22 1.5279(17) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C22 C23 1.5245(17) .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C23 C24 1.5246(17) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C24 C25 1.5238(17) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C25 C26 1.5226(18) .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C26 H26A 0.9800 .
C26 H26B 0.9800 .
C26 H26C 0.9800 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C7 C1 C2 C3 177.86(13) 2_445 .
C7 C1 C2 C4 1.5(2) 2_445 2_445
C1 C2 C3 C4 -174.28(11) . .
C4 C2 C3 C4 2.05(18) 2_445 .
C1 C2 C3 C8 7.23(18) . .
C4 C2 C3 C8 -176.45(10) 2_445 .
C2 C3 C4 C5 -178.76(11) . .
C8 C3 C4 C5 -0.23(16) . .
C2 C3 C4 C2 -2.06(18) . 2_445
C8 C3 C4 C2 176.48(10) . 2_445
C3 C4 C5 C6 175.57(12) . .
C2 C4 C5 C6 -1.21(18) 2_445 .
C4 C5 C6 C7 -1.0(2) . .
C5 C6 C7 C1 2.0(2) . 2_445
C4 C3 C8 C9 -122.90(13) . .
C2 C3 C8 C9 55.60(16) . .
C3 C8 C9 C10 175.56(10) . .
C8 C9 C10 C15 -168.96(12) . .
C8 C9 C10 C11 10.00(19) . .
C15 C10 C11 C12 1.67(17) . .
C9 C10 C11 C12 -177.32(11) . .
C10 C11 C12 C13 -0.20(18) . .
C11 C12 C13 O1 178.94(10) . .
C11 C12 C13 C14 -1.56(18) . .
O1 C13 C14 C15 -178.79(11) . .
C12 C13 C14 C15 1.76(18) . .
C13 C14 C15 C10 -0.24(18) . .
C11 C10 C15 C14 -1.46(17) . .
C9 C10 C15 C14 177.56(10) . .
O1 C16 C17 C18 -179.69(9) . .
C16 C17 C18 C19 -179.85(10) . .
C17 C18 C19 C20 -178.89(10) . .
C18 C19 C20 C21 179.29(10) . .
C19 C20 C21 C22 -179.10(10) . .
C20 C21 C22 C23 179.47(10) . .
C21 C22 C23 C24 177.73(10) . .
C22 C23 C24 C25 177.95(10) . .
C23 C24 C25 C26 177.55(11) . .
C14 C13 O1 C16 1.85(17) . .
C12 C13 O1 C16 -178.69(10) . .
C17 C16 O1 C13 179.70(9) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139182854
