#------------------------------------------------------------------------------
#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/75/7207525.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_7207525
loop_
_publ_author_name
'Li, Ye-Xin'
'Jia, Jiong'
'Tao, Xu-Tang'
_publ_section_title
;
 Intramolecular H⋯H steric hindrance modulated aggregate packing
 and optoelectronic properties in 1-naphthyl, 9-anthryl end-capped
 styrylarylene derivatives
;
_journal_issue                   8
_journal_name_full               CrystEngComm
_journal_page_first              2843
_journal_paper_doi               10.1039/c2ce06190b
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C44 H30'
_chemical_formula_weight         558.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2011-01-15
_audit_creation_method
;
Olex2 1.1
(compiled 2010.09.30 svn.r1450, GUI svn.r3284)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 99.848(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.4897(14)
_cell_length_b                   19.302(5)
_cell_length_c                   12.454(2)
_cell_measurement_reflns_used    1202
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.7643
_cell_measurement_theta_min      3.1796
_cell_volume                     1537.1(6)
_computing_cell_refinement
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_collection
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_data_reduction
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 16.0355
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_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  0.1091
_diffrn_reflns_av_unetI/netI     0.1363
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6784
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.19
_exptl_absorpt_coefficient_mu    0.068
_exptl_absorpt_correction_T_max  0.9963
_exptl_absorpt_correction_T_min  0.9752
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.66 (release 28-04-2010 CrysAlis171 .NET)
(compiled Apr 28 2010,14:27:37)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             588
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.167
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.035
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         3001
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.968
_refine_ls_R_factor_all          0.2226
_refine_ls_R_factor_gt           0.0748
_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)+(0.0804P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1478
_refine_ls_wR_factor_ref         0.1887
_reflns_number_gt                1277
_reflns_number_total             3001
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06190b.txt
_cod_data_source_block           100728a_lyx_wbl
_cod_database_code               7207525
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C19 C 0.0216(4) 0.43258(14) 0.1125(2) 0.0547(8) Uani 1 1 d .
H19 H 0.1579 0.4410 0.1472 0.066 Uiso 1 1 calc R
C20 C -0.0611(4) 0.47224(11) 0.0214(2) 0.0393(6) Uani 1 1 d .
C17 C -0.2960(4) 0.36706(12) 0.1053(2) 0.0455(7) Uani 1 1 d .
C8 C -0.5297(5) 0.22186(16) 0.2599(2) 0.0628(8) Uani 1 1 d .
C16 C -0.4261(4) 0.31343(14) 0.1451(3) 0.0578(8) Uani 1 1 d .
H16 H -0.5602 0.3089 0.1051 0.069 Uiso 1 1 calc R
C7 C -0.5315(5) 0.15270(17) 0.2233(2) 0.0656(9) Uani 1 1 d .
C2 C -0.6863(5) 0.10544(17) 0.2472(3) 0.0683(9) Uani 1 1 d .
C21 C -0.2642(4) 0.45686(14) -0.0258(2) 0.0598(8) Uani 1 1 d .
H21 H -0.3258 0.4816 -0.0870 0.072 Uiso 1 1 calc R
C18 C -0.0923(4) 0.38140(14) 0.1525(2) 0.0559(8) Uani 1 1 d .
H18 H -0.0304 0.3559 0.2128 0.067 Uiso 1 1 calc R
C9 C -0.6701(5) 0.24248(16) 0.3280(3) 0.0626(9) Uani 1 1 d .
C14 C -0.8253(5) 0.19416(18) 0.3520(3) 0.0668(9) Uani 1 1 d .
C22 C -0.3785(4) 0.40611(15) 0.0146(3) 0.0636(9) Uani 1 1 d .
H22 H -0.5150 0.3977 -0.0198 0.076 Uiso 1 1 calc R
C15 C -0.3834(5) 0.27273(18) 0.2249(3) 0.0847(12) Uani 1 1 d .
H15 H -0.2490 0.2748 0.2653 0.102 Uiso 1 1 calc R
C1 C -0.8312(5) 0.12809(18) 0.3090(3) 0.0728(10) Uani 1 1 d .
H1 H -0.9359 0.0979 0.3220 0.087 Uiso 1 1 calc R
C10 C -0.6644(6) 0.3090(2) 0.3761(3) 0.0839(11) Uani 1 1 d .
H10 H -0.5667 0.3411 0.3607 0.101 Uiso 1 1 calc R
C5 C -0.3803(8) 0.0597(3) 0.1321(3) 0.1114(14) Uani 1 1 d .
H5 H -0.2762 0.0438 0.0954 0.134 Uiso 1 1 calc R
C13 C -0.9629(6) 0.2158(2) 0.4223(3) 0.0926(12) Uani 1 1 d .
H13 H -1.0640 0.1851 0.4381 0.111 Uiso 1 1 calc R
C3 C -0.6845(7) 0.03604(19) 0.2096(3) 0.0938(12) Uani 1 1 d .
H3 H -0.7874 0.0054 0.2237 0.113 Uiso 1 1 calc R
C12 C -0.9517(7) 0.2793(3) 0.4667(3) 0.1055(14) Uani 1 1 d .
H12 H -1.0446 0.2922 0.5122 0.127 Uiso 1 1 calc R
C11 C -0.7972(8) 0.3271(2) 0.4440(4) 0.1034(13) Uani 1 1 d .
H11 H -0.7878 0.3708 0.4759 0.124 Uiso 1 1 calc R
C6 C -0.3795(6) 0.1264(2) 0.1638(3) 0.0889(11) Uani 1 1 d .
H6 H -0.2771 0.1561 0.1464 0.107 Uiso 1 1 calc R
C4 C -0.5366(9) 0.0136(2) 0.1538(4) 0.1147(15) Uani 1 1 d .
H4 H -0.5377 -0.0320 0.1298 0.138 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
_geom_angle_site_symmetry_3
C19 C20 C20 122.1(3) 3_565
C19 C18 C17 121.6(3) .
C19 C18 H18 119.2 .
C20 C19 H19 119.0 .
C20 C21 H21 118.9 .
C17 C16 H16 115.0 .
C17 C18 H18 119.2 .
C17 C22 H22 119.1 .
C8 C7 C2 120.4(3) .
C8 C7 C6 122.5(3) .
C8 C9 C14 119.4(3) .
C8 C9 C10 122.7(3) .
C8 C15 H15 117.3 .
C16 C15 C8 125.4(3) .
C16 C15 H15 117.3 .
C7 C8 C15 120.2(3) .
C7 C6 H6 119.2 .
C2 C1 H1 119.0 .
C2 C3 H3 119.3 .
C21 C20 C19 115.7(2) .
C21 C20 C20 122.1(3) 3_565
C21 C22 C17 121.9(3) .
C21 C22 H22 119.1 .
C18 C19 H19 119.0 .
C18 C19 C20 122.1(2) .
C18 C17 C16 124.0(2) .
C18 C17 C22 116.5(2) .
C9 C8 C7 119.6(3) .
C9 C8 C15 120.3(3) .
C9 C10 H10 119.1 .
C14 C1 C2 122.1(3) .
C14 C1 H1 119.0 .
C14 C13 H13 119.0 .
C22 C17 C16 119.5(2) .
C22 C21 C20 122.2(3) .
C22 C21 H21 118.9 .
C15 C16 C17 129.9(3) .
C15 C16 H16 115.0 .
C1 C2 C7 119.0(3) .
C1 C2 C3 121.8(4) .
C1 C14 C9 119.4(3) .
C1 C14 C13 122.3(4) .
C10 C9 C14 117.9(3) .
C10 C11 C12 120.2(4) .
C10 C11 H11 119.9 .
C5 C6 C7 121.6(4) .
C5 C6 H6 119.2 .
C5 C4 H4 120.2 .
C13 C14 C9 118.3(4) .
C13 C12 H12 120.0 .
C13 C12 C11 120.0(4) .
C3 C2 C7 119.3(4) .
C3 C4 C5 119.6(4) .
C3 C4 H4 120.2 .
C12 C13 C14 122.0(4) .
C12 C13 H13 119.0 .
C12 C11 H11 119.9 .
C11 C10 C9 121.7(4) .
C11 C10 H10 119.1 .
C11 C12 H12 120.0 .
C6 C7 C2 117.2(3) .
C6 C5 H5 119.5 .
C6 C5 C4 121.0(4) .
C4 C5 H5 119.5 .
C4 C3 C2 121.3(4) .
C4 C3 H3 119.3 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C19 H19 0.9300 .
C19 C20 1.398(3) .
C19 C18 1.377(3) .
C20 C20 1.485(4) 3_565
C20 C21 1.381(3) .
C17 C16 1.474(4) .
C17 C18 1.380(3) .
C17 C22 1.387(4) .
C8 C7 1.410(4) .
C8 C9 1.404(4) .
C8 C15 1.482(4) .
C16 H16 0.9300 .
C16 C15 1.261(4) .
C7 C2 1.426(4) .
C7 C6 1.425(5) .
C2 C1 1.384(5) .
C2 C3 1.420(5) .
C21 H21 0.9300 .
C21 C22 1.375(4) .
C18 H18 0.9300 .
C9 C14 1.441(4) .
C9 C10 1.414(5) .
C14 C1 1.381(4) .
C14 C13 1.416(5) .
C22 H22 0.9300 .
C15 H15 0.9300 .
C1 H1 0.9300 .
C10 H10 0.9300 .
C10 C11 1.352(5) .
C5 H5 0.9300 .
C5 C6 1.346(5) .
C5 C4 1.410(6) .
C13 H13 0.9300 .
C13 C12 1.341(5) .
C3 H3 0.9300 .
C3 C4 1.349(5) .
C12 H12 0.9300 .
C12 C11 1.425(6) .
C11 H11 0.9300 .
C6 H6 0.9300 .
C4 H4 0.9300 .
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
C19 C20 C21 C22 0.5(4) . .
C20 C19 C18 C17 -0.8(4) . .
C20 C20 C21 C22 -179.1(3) 3_565 .
C20 C21 C22 C17 -0.3(5) . .
C17 C16 C15 C8 177.9(3) . .
C8 C7 C2 C1 -1.5(4) . .
C8 C7 C2 C3 -179.9(3) . .
C8 C7 C6 C5 178.1(3) . .
C8 C9 C14 C1 1.0(4) . .
C8 C9 C14 C13 179.0(3) . .
C8 C9 C10 C11 -178.1(3) . .
C16 C17 C18 C19 -179.4(3) . .
C16 C17 C22 C21 179.9(3) . .
C7 C8 C9 C14 -5.2(4) . .
C7 C8 C9 C10 173.9(3) . .
C7 C8 C15 C16 94.5(5) . .
C7 C2 C1 C14 -2.7(4) . .
C7 C2 C3 C4 1.5(5) . .
C2 C7 C6 C5 -0.5(5) . .
C2 C3 C4 C5 0.0(6) . .
C18 C19 C20 C20 179.6(3) . 3_565
C18 C19 C20 C21 0.0(4) . .
C18 C17 C16 C15 0.6(5) . .
C18 C17 C22 C21 -0.5(4) . .
C9 C8 C7 C2 5.4(4) . .
C9 C8 C7 C6 -173.2(3) . .
C9 C8 C15 C16 -84.4(5) . .
C9 C14 C1 C2 3.0(4) . .
C9 C14 C13 C12 -0.2(5) . .
C9 C10 C11 C12 -1.6(5) . .
C14 C9 C10 C11 1.0(5) . .
C14 C13 C12 C11 -0.3(6) . .
C22 C17 C16 C15 -179.8(4) . .
C22 C17 C18 C19 1.0(4) . .
C15 C8 C7 C2 -173.4(3) . .
C15 C8 C7 C6 8.0(4) . .
C15 C8 C9 C14 173.7(2) . .
C15 C8 C9 C10 -7.2(4) . .
C1 C2 C3 C4 -176.8(4) . .
C1 C14 C13 C12 177.7(3) . .
C10 C9 C14 C1 -178.1(3) . .
C10 C9 C14 C13 -0.1(4) . .
C13 C14 C1 C2 -174.9(3) . .
C13 C12 C11 C10 1.3(6) . .
C3 C2 C1 C14 175.6(3) . .
C6 C7 C2 C1 177.1(3) . .
C6 C7 C2 C3 -1.2(4) . .
C6 C5 C4 C3 -1.7(6) . .
C4 C5 C6 C7 2.0(6) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 57694860
