#------------------------------------------------------------------------------
#$Date: 2019-07-18 11:32:46 +0300 (Thu, 18 Jul 2019) $
#$Revision: 217151 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/32/7233200.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_7233200
loop_
_publ_author_name
'Afshin Dadvand'
'Wei-Hsin Sun'
'Andrey G. Moiseev'
'Francine Belanger-Gariepy'
'Federico Rosei'
'Hong Meng'
'Dmitrii F. Perepichka'
_publ_section_title
;
 1,5-, 2,6- and 9,10-distyrylanthracenes as luminescent organic
 semiconductors
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              2817
_journal_page_last               2825
_journal_paper_doi               10.1039/C3TC30247D
_journal_volume                  1
_journal_year                    2013
_chemical_compound_source        'Synthesized by the authors. See text'
_chemical_formula_moiety         'C40 H42'
_chemical_formula_sum            'C40 H42'
_chemical_formula_weight         522.74
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_cell_angle_alpha                98.990(2)
_cell_angle_beta                 106.294(2)
_cell_angle_gamma                104.765(3)
_cell_formula_units_Z            1
_cell_length_a                   6.7671(3)
_cell_length_b                   10.0846(5)
_cell_length_c                   12.0321(6)
_cell_measurement_reflns_used    8175
_cell_measurement_temperature    100
_cell_measurement_theta_max      70.84
_cell_measurement_theta_min      3.95
_cell_volume                     738.80(6)
_computing_cell_refinement       'SAINT V7.68A(Bruker AXS, 2009)'
_computing_data_collection       'APEX2 (Bruker AXS, 2009)'
_computing_data_reduction        'SAINT V7.68A(Bruker AXS, 2009)'
_computing_molecular_graphics    'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_publication_material  'UdMX (Maris, 2004)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_device_type  'Bruker APEX II'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  'Quazar MX'
_diffrn_radiation_source         'Incoatec I\muS Microsource '
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.043
_diffrn_reflns_av_sigmaI/netI    0.0237
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18692
_diffrn_reflns_theta_full        71.17
_diffrn_reflns_theta_max         71.17
_diffrn_reflns_theta_min         3.95
_exptl_absorpt_coefficient_mu    0.490
_exptl_absorpt_correction_T_max  0.9902
_exptl_absorpt_correction_T_min  0.8054
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Sheldrick, 2008)'
_exptl_crystal_colour            'PALE YELLOW'
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       NEEDLE
_exptl_crystal_F_000             282
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.646
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         2724
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0649
_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)+(0.0973P)²+0.5890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1836
_refine_ls_wR_factor_ref         0.1918
_reflns_number_gt                2241
_reflns_number_total             2724
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            1000001.cif
_cod_data_source_block           PCOD1000001
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7233200
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2195(3) 0.0667(2) 0.56170(18) 0.0266(5) Uani 1 1 d . . .
H1 H 0.3700 0.1115 0.6038 0.032 Uiso 1 1 calc R . .
C2 C 0.0808(3) 0.1485(2) 0.55513(17) 0.0255(5) Uani 1 1 d . . .
C3 C 0.1544(3) 0.2994(2) 0.60838(18) 0.0272(5) Uani 1 1 d . . .
C4 C 0.0048(3) 0.3702(2) 0.59777(19) 0.0286(5) Uani 1 1 d . . .
H4 H 0.0524 0.4687 0.6336 0.034 Uiso 1 1 calc R . .
C5 C -0.2185(3) 0.3006(2) 0.53502(19) 0.0294(5) Uani 1 1 d . . .
H5 H -0.3181 0.3528 0.5295 0.035 Uiso 1 1 calc R . .
C6 C -0.2922(3) 0.1593(2) 0.48234(18) 0.0286(5) Uani 1 1 d . . .
H6 H -0.4424 0.1142 0.4394 0.034 Uiso 1 1 calc R . .
C7 C -0.1463(3) 0.0789(2) 0.49114(17) 0.0262(5) Uani 1 1 d . . .
C8 C 0.3865(3) 0.3729(2) 0.67342(18) 0.0283(5) Uani 1 1 d . . .
H8 H 0.4699 0.3214 0.7141 0.034 Uiso 1 1 calc R . .
C9 C 0.4878(3) 0.5077(2) 0.67898(19) 0.0291(5) Uani 1 1 d . . .
H9 H 0.4014 0.5597 0.6416 0.035 Uiso 1 1 calc R . .
C10 C 0.7213(3) 0.5822(2) 0.73784(18) 0.0275(5) Uani 1 1 d . . .
C11 C 0.8168(4) 0.7015(2) 0.70103(19) 0.0306(5) Uani 1 1 d . . .
H11 H 0.7287 0.7346 0.6426 0.037 Uiso 1 1 calc R . .
C12 C 1.0382(3) 0.7705(2) 0.74958(19) 0.0307(5) Uani 1 1 d . . .
H12 H 1.0992 0.8507 0.7237 0.037 Uiso 1 1 calc R . .
C13 C 1.1730(3) 0.7256(2) 0.83505(18) 0.0287(5) Uani 1 1 d . . .
C14 C 1.0776(4) 0.6090(2) 0.87315(19) 0.0307(5) Uani 1 1 d . . .
H14 H 1.1656 0.5770 0.9326 0.037 Uiso 1 1 calc R . .
C15 C 0.8557(3) 0.5394(2) 0.82512(19) 0.0301(5) Uani 1 1 d . . .
H15 H 0.7947 0.4607 0.8527 0.036 Uiso 1 1 calc R . .
C16 C 1.4152(3) 0.8020(2) 0.8817(2) 0.0323(5) Uani 1 1 d . . .
H16A H 1.4382 0.9042 0.9092 0.039 Uiso 1 1 calc R . .
H16B H 1.4707 0.7901 0.8141 0.039 Uiso 1 1 calc R . .
C17 C 1.5513(4) 0.7558(2) 0.9826(2) 0.0337(5) Uani 1 1 d . . .
H17A H 1.5347 0.6546 0.9551 0.040 Uiso 1 1 calc R . .
H17B H 1.4963 0.7659 1.0505 0.040 Uiso 1 1 calc R . .
C18 C 1.7912(3) 0.8411(2) 1.0255(2) 0.0319(5) Uani 1 1 d . . .
H18A H 1.8489 0.8263 0.9591 0.038 Uiso 1 1 calc R . .
H18B H 1.8076 0.9430 1.0485 0.038 Uiso 1 1 calc R . .
C19 C 1.9226(4) 0.8001(3) 1.1309(2) 0.0412(6) Uani 1 1 d . . .
H19A H 1.8635 0.8150 1.1967 0.049 Uiso 1 1 calc R . .
H19B H 1.9035 0.6979 1.1075 0.049 Uiso 1 1 calc R . .
C20 C 2.1611(4) 0.8801(3) 1.1771(2) 0.0408(6) Uani 1 1 d . . .
H20A H 2.2225 0.8648 1.1133 0.061 Uiso 1 1 calc R . .
H20B H 2.2336 0.8464 1.2444 0.061 Uiso 1 1 calc R . .
H20C H 2.1827 0.9813 1.2037 0.061 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 0.0181 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C7 . . 2_556 122.77(19) y
C2 C1 H1 . . . 118.6 ?
C7 C1 H1 2_556 . . 118.6 ?
C1 C2 C7 . . . 117.80(19) y
C1 C2 C3 . . . 123.40(19) y
C7 C2 C3 . . . 118.80(19) y
C4 C3 C2 . . . 118.93(19) y
C4 C3 C8 . . . 121.42(19) y
C2 C3 C8 . . . 119.65(19) y
C3 C4 C5 . . . 121.8(2) y
C3 C4 H4 . . . 119.1 ?
C5 C4 H4 . . . 119.1 ?
C6 C5 C4 . . . 120.6(2) y
C6 C5 H5 . . . 119.7 ?
C4 C5 H5 . . . 119.7 ?
C5 C6 C7 . . . 120.5(2) y
C5 C6 H6 . . . 119.7 ?
C7 C6 H6 . . . 119.7 ?
C1 C7 C6 2_556 . . 121.32(19) y
C1 C7 C2 2_556 . . 119.43(19) y
C6 C7 C2 . . . 119.25(19) y
C9 C8 C3 . . . 124.3(2) y
C9 C8 H8 . . . 117.9 ?
C3 C8 H8 . . . 117.9 ?
C8 C9 C10 . . . 125.7(2) y
C8 C9 H9 . . . 117.1 ?
C10 C9 H9 . . . 117.1 ?
C15 C10 C11 . . . 117.7(2) y
C15 C10 C9 . . . 123.81(19) y
C11 C10 C9 . . . 118.5(2) y
C12 C11 C10 . . . 120.5(2) y
C12 C11 H11 . . . 119.8 ?
C10 C11 H11 . . . 119.8 ?
C11 C12 C13 . . . 121.7(2) y
C11 C12 H12 . . . 119.1 ?
C13 C12 H12 . . . 119.1 ?
C12 C13 C14 . . . 117.7(2) y
C12 C13 C16 . . . 119.40(19) y
C14 C13 C16 . . . 122.8(2) y
C15 C14 C13 . . . 120.9(2) y
C15 C14 H14 . . . 119.6 ?
C13 C14 H14 . . . 119.6 ?
C10 C15 C14 . . . 121.5(2) y
C10 C15 H15 . . . 119.3 ?
C14 C15 H15 . . . 119.3 ?
C13 C16 C17 . . . 116.76(19) y
C13 C16 H16A . . . 108.1 ?
C17 C16 H16A . . . 108.1 ?
C13 C16 H16B . . . 108.1 ?
C17 C16 H16B . . . 108.1 ?
H16A C16 H16B . . . 107.3 ?
C16 C17 C18 . . . 112.92(19) y
C16 C17 H17A . . . 109.0 ?
C18 C17 H17A . . . 109.0 ?
C16 C17 H17B . . . 109.0 ?
C18 C17 H17B . . . 109.0 ?
H17A C17 H17B . . . 107.8 ?
C19 C18 C17 . . . 112.33(19) y
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 ?
C20 C19 C18 . . . 114.9(2) y
C20 C19 H19A . . . 108.5 ?
C18 C19 H19A . . . 108.5 ?
C20 C19 H19B . . . 108.5 ?
C18 C19 H19B . . . 108.5 ?
H19A C19 H19B . . . 107.5 ?
C19 C20 H20A . . . 109.5 ?
C19 C20 H20B . . . 109.5 ?
H20A C20 H20B . . . 109.5 ?
C19 C20 H20C . . . 109.5 ?
H20A C20 H20C . . . 109.5 ?
H20B C20 H20C . . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . . 1.393(3) y
C1 C7 . 2_556 1.402(3) y
C1 H1 . . 0.9500 ?
C2 C7 . . 1.437(3) y
C2 C3 . . 1.451(3) y
C3 C4 . . 1.369(3) y
C3 C8 . . 1.471(3) y
C4 C5 . . 1.414(3) y
C4 H4 . . 0.9500 ?
C5 C6 . . 1.363(3) y
C5 H5 . . 0.9500 ?
C6 C7 . . 1.421(3) y
C6 H6 . . 0.9500 ?
C7 C1 . 2_556 1.402(3) y
C8 C9 . . 1.339(3) y
C8 H8 . . 0.9500 ?
C9 C10 . . 1.470(3) y
C9 H9 . . 0.9500 ?
C10 C15 . . 1.386(3) y
C10 C11 . . 1.411(3) y
C11 C12 . . 1.386(3) y
C11 H11 . . 0.9500 ?
C12 C13 . . 1.388(3) y
C12 H12 . . 0.9500 ?
C13 C14 . . 1.399(3) y
C13 C16 . . 1.517(3) y
C14 C15 . . 1.389(3) y
C14 H14 . . 0.9500 ?
C15 H15 . . 0.9500 ?
C16 C17 . . 1.519(3) y
C16 H16a . . 0.9900 ?
C16 H16b . . 0.9900 ?
C17 C18 . . 1.524(3) y
C17 H17a . . 0.9900 ?
C17 H17b . . 0.9900 ?
C18 C19 . . 1.513(3) y
C18 H18a . . 0.9900 ?
C18 H18b . . 0.9900 ?
C19 C20 . . 1.502(3) y
C19 H19a . . 0.9900 ?
C19 H19b . . 0.9900 ?
C20 H20a . . 0.9800 ?
C20 H20b . . 0.9800 ?
C20 H20c . . 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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7 C1 C2 C7 2_556 . . . 0.0(3) y
C7 C1 C2 C3 2_556 . . . -179.40(18) y
C1 C2 C3 C4 . . . . -179.46(19) y
C7 C2 C3 C4 . . . . 1.1(3) y
C1 C2 C3 C8 . . . . -0.1(3) y
C7 C2 C3 C8 . . . . -179.51(18) y
C2 C3 C4 C5 . . . . -0.9(3) y
C8 C3 C4 C5 . . . . 179.75(19) y
C3 C4 C5 C6 . . . . -0.2(3) y
C4 C5 C6 C7 . . . . 1.0(3) y
C5 C6 C7 C1 . . . 2_556 179.52(19) y
C5 C6 C7 C2 . . . . -0.7(3) y
C1 C2 C7 C1 . . . 2_556 0.0(3) y
C3 C2 C7 C1 . . . 2_556 179.42(18) y
C1 C2 C7 C6 . . . . -179.77(18) y
C3 C2 C7 C6 . . . . -0.3(3) y
C4 C3 C8 C9 . . . . -32.2(3) y
C2 C3 C8 C9 . . . . 148.4(2) y
C3 C8 C9 C10 . . . . -176.65(19) y
C8 C9 C10 C15 . . . . -20.6(3) y
C8 C9 C10 C11 . . . . 157.2(2) y
C15 C10 C11 C12 . . . . 1.3(3) y
C9 C10 C11 C12 . . . . -176.6(2) y
C10 C11 C12 C13 . . . . 0.1(3) y
C11 C12 C13 C14 . . . . -1.3(3) y
C11 C12 C13 C16 . . . . 177.7(2) y
C12 C13 C14 C15 . . . . 1.1(3) y
C16 C13 C14 C15 . . . . -177.9(2) y
C11 C10 C15 C14 . . . . -1.4(3) y
C9 C10 C15 C14 . . . . 176.3(2) y
C13 C14 C15 C10 . . . . 0.2(3) y
C12 C13 C16 C17 . . . . 174.9(2) y
C14 C13 C16 C17 . . . . -6.1(3) y
C13 C16 C17 C18 . . . . -178.45(18) y
C16 C17 C18 C19 . . . . 176.5(2) y
C17 C18 C19 C20 . . . . 179.7(2) y
