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#$Date: 2022-07-04 16:41:08 +0300 (Mon, 04 Jul 2022) $
#$Revision: 276543 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/72/1567217.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_1567217
loop_
_publ_author_name
'Kitamura, Chitoshi'
'Tsukuda, Hideki'
'Kawase, Takeshi'
'Kobayashi, Takashi'
'Naito, Hiroyoshi'
_publ_section_title
;
 Crystal Structure of 1,4,5,8-Tetrapentylanthracene
;
_journal_coden_ASTM              XSAOBG
_journal_name_full               'X-ray Structure Analysis Online'
_journal_page_first              65
_journal_page_last               66
_journal_paper_doi               10.2116/xraystruct.26.65
_journal_volume                  26
_journal_year                    2010
_chemical_formula_moiety         'C34 H50'
_chemical_formula_sum            'C34 H50'
_chemical_formula_weight         458.74
_chemical_melting_point          366
_chemical_name_systematic        1,4,5,8-tetrapentylanthracene
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_audit_creation_date             2010-07-13
_audit_creation_method           WinGX
_cell_angle_alpha                99.685(9)
_cell_angle_beta                 90.243(11)
_cell_angle_gamma                96.275(15)
_cell_formula_units_Z            1
_cell_length_a                   5.350(4)
_cell_length_b                   9.580(7)
_cell_length_c                   14.946(10)
_cell_measurement_reflns_used    1874
_cell_measurement_temperature    223
_cell_measurement_theta_max      30.6406
_cell_measurement_theta_min      1.3825
_cell_measurement_wavelength     0.71073
_cell_volume                     750.4(9)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla et al., 2005)'
_diffrn_ambient_temperature      223
_diffrn_detector_area_resol_mean 14.7059
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Rigaku/MSC Mercury CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating-anode X-ray tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_av_unetI/netI     0.0514
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6247
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         2.76
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.056
_exptl_absorpt_correction_T_max  0.9975
_exptl_absorpt_correction_T_min  0.9876
_exptl_absorpt_correction_type   numerical
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.015
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             254
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.424
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         3635
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.1332
_refine_ls_R_factor_gt           0.0915
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1418P)²+0.1594P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2452
_refine_ls_wR_factor_ref         0.286
_reflns_number_gt                2279
_reflns_number_total             3635
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            26_65_1.cif
_cod_data_source_block           tpea
_cod_database_code               1567217
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 0.8302(3) 0.2887(2) 0.43659(14) 0.0369(5) Uani 1 1 d . . .
C2 C 0.8221(4) 0.1732(2) 0.47919(16) 0.0448(6) Uani 1 1 d . . .
H2 H 0.9298 0.1033 0.46 0.054 Uiso 1 1 calc R . .
C3 C 0.6582(4) 0.1544(2) 0.55095(16) 0.0455(6) Uani 1 1 d . . .
H3 H 0.6608 0.0726 0.5778 0.055 Uiso 1 1 calc R . .
C4 C 0.4957(4) 0.2508(2) 0.58276(15) 0.0405(5) Uani 1 1 d . . .
C5 C 0.4960(3) 0.3765(2) 0.54139(14) 0.0354(5) Uani 1 1 d . . .
C6 C 0.6650(3) 0.3962(2) 0.46864(13) 0.0331(5) Uani 1 1 d . . .
C7 C 0.3365(3) 0.4808(2) 0.56984(14) 0.0369(5) Uani 1 1 d . . .
H7 H 0.2252 0.4675 0.617 0.044 Uiso 1 1 calc R . .
C8 C 1.0021(4) 0.3086(2) 0.35917(14) 0.0395(5) Uani 1 1 d . . .
H8A H 1.1198 0.3943 0.3785 0.047 Uiso 1 1 calc R . .
H8B H 0.9 0.3265 0.3086 0.047 Uiso 1 1 calc R . .
C9 C 1.1548(4) 0.1862(2) 0.32369(15) 0.0430(5) Uani 1 1 d . . .
H9A H 1.2676 0.1717 0.3723 0.052 Uiso 1 1 calc R . .
H9B H 1.0402 0.0986 0.3065 0.052 Uiso 1 1 calc R . .
C10 C 1.3090(4) 0.2143(3) 0.24247(16) 0.0481(6) Uani 1 1 d . . .
H10A H 1.4247 0.3012 0.2604 0.058 Uiso 1 1 calc R . .
H10B H 1.1955 0.2315 0.1949 0.058 Uiso 1 1 calc R . .
C11 C 1.4601(5) 0.0943(3) 0.2033(2) 0.0634(7) Uani 1 1 d . . .
H11A H 1.345 0.0071 0.1852 0.076 Uiso 1 1 calc R . .
H11B H 1.5747 0.0771 0.2506 0.076 Uiso 1 1 calc R . .
C12 C 1.6123(6) 0.1248(4) 0.1219(2) 0.0825(10) Uani 1 1 d . . .
H12A H 1.4993 0.1345 0.073 0.124 Uiso 1 1 calc R . .
H12B H 1.7117 0.047 0.1021 0.124 Uiso 1 1 calc R . .
H12C H 1.7232 0.2126 0.1388 0.124 Uiso 1 1 calc R . .
C13 C 0.3233(4) 0.2267(2) 0.65925(16) 0.0482(6) Uani 1 1 d . . .
H13A H 0.3019 0.1247 0.6621 0.058 Uiso 1 1 calc R . .
H13B H 0.1579 0.254 0.6455 0.058 Uiso 1 1 calc R . .
C14 C 0.4133(5) 0.3079(3) 0.75161(17) 0.0614(7) Uani 1 1 d . . .
H14A H 0.4403 0.41 0.7491 0.074 Uiso 1 1 calc R . .
H14B H 0.5744 0.2776 0.7676 0.074 Uiso 1 1 calc R . .
C15 C 0.2215(6) 0.2822(4) 0.8250(2) 0.0828(10) Uani 1 1 d . . .
H15A H 0.0649 0.3185 0.8101 0.099 Uiso 1 1 calc R . .
H15B H 0.1844 0.1792 0.8228 0.099 Uiso 1 1 calc R . .
C16 C 0.2993(8) 0.3470(6) 0.9168(3) 0.1171(16) Uani 1 1 d . . .
H16A H 0.3278 0.4506 0.9205 0.141 Uiso 1 1 calc R . .
H16B H 0.4589 0.3139 0.9317 0.141 Uiso 1 1 calc R . .
C17 C 0.1021(8) 0.3111(6) 0.9872(3) 0.1352(19) Uani 1 1 d . . .
H17A H -0.0518 0.351 0.976 0.203 Uiso 1 1 calc R . .
H17B H 0.1669 0.3513 1.0479 0.203 Uiso 1 1 calc R . .
H17C H 0.0674 0.2085 0.9819 0.203 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 0 '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 C1 C6 117.59(19) . .
C2 C1 C8 122.90(18) . .
C6 C1 C8 119.50(18) . .
C1 C2 C3 122.6(2) . .
C1 C2 H2 118.7 . .
C3 C2 H2 118.7 . .
C4 C3 C2 122.3(2) . .
C4 C3 H3 118.8 . .
C2 C3 H3 118.8 . .
C3 C4 C5 118.09(19) . .
C3 C4 C13 120.72(19) . .
C5 C4 C13 121.18(18) . .
C7 C5 C6 118.54(18) . .
C7 C5 C4 121.90(18) . .
C6 C5 C4 119.56(17) . .
C7 C6 C5 118.55(17) 2_666 .
C7 C6 C1 121.61(18) 2_666 .
C5 C6 C1 119.84(18) . .
C6 C7 C5 122.91(19) 2_666 .
C6 C7 H7 118.5 2_666 .
C5 C7 H7 118.5 . .
C1 C8 C9 116.84(18) . .
C1 C8 H8A 108.1 . .
C9 C8 H8A 108.1 . .
C1 C8 H8B 108.1 . .
C9 C8 H8B 108.1 . .
H8A C8 H8B 107.3 . .
C10 C9 C8 112.26(19) . .
C10 C9 H9A 109.2 . .
C8 C9 H9A 109.2 . .
C10 C9 H9B 109.2 . .
C8 C9 H9B 109.2 . .
H9A C9 H9B 107.9 . .
C9 C10 C11 114.3(2) . .
C9 C10 H10A 108.7 . .
C11 C10 H10A 108.7 . .
C9 C10 H10B 108.7 . .
C11 C10 H10B 108.7 . .
H10A C10 H10B 107.6 . .
C10 C11 C12 113.3(3) . .
C10 C11 H11A 108.9 . .
C12 C11 H11A 108.9 . .
C10 C11 H11B 108.9 . .
C12 C11 H11B 108.9 . .
H11A C11 H11B 107.7 . .
C11 C12 H12A 109.5 . .
C11 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C11 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C4 C13 C14 114.72(19) . .
C4 C13 H13A 108.6 . .
C14 C13 H13A 108.6 . .
C4 C13 H13B 108.6 . .
C14 C13 H13B 108.6 . .
H13A C13 H13B 107.6 . .
C13 C14 C15 111.3(2) . .
C13 C14 H14A 109.4 . .
C15 C14 H14A 109.4 . .
C13 C14 H14B 109.4 . .
C15 C14 H14B 109.4 . .
H14A C14 H14B 108 . .
C16 C15 C14 115.4(3) . .
C16 C15 H15A 108.4 . .
C14 C15 H15A 108.4 . .
C16 C15 H15B 108.4 . .
C14 C15 H15B 108.4 . .
H15A C15 H15B 107.5 . .
C15 C16 C17 112.4(4) . .
C15 C16 H16A 109.1 . .
C17 C16 H16A 109.1 . .
C15 C16 H16B 109.1 . .
C17 C16 H16B 109.1 . .
H16A C16 H16B 107.9 . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.363(3) .
C1 C6 1.453(3) .
C1 C8 1.505(3) .
C2 C3 1.411(3) .
C2 H2 0.94 .
C3 C4 1.366(3) .
C3 H3 0.94 .
C4 C5 1.443(3) .
C4 C13 1.504(3) .
C5 C7 1.398(3) .
C5 C6 1.440(3) .
C6 C7 1.396(3) 2_666
C7 C6 1.396(3) 2_666
C7 H7 0.94 .
C8 C9 1.525(3) .
C8 H8A 0.98 .
C8 H8B 0.98 .
C9 C10 1.515(3) .
C9 H9A 0.98 .
C9 H9B 0.98 .
C10 C11 1.516(3) .
C10 H10A 0.98 .
C10 H10B 0.98 .
C11 C12 1.518(4) .
C11 H11A 0.98 .
C11 H11B 0.98 .
C12 H12A 0.97 .
C12 H12B 0.97 .
C12 H12C 0.97 .
C13 C14 1.514(4) .
C13 H13A 0.98 .
C13 H13B 0.98 .
C14 C15 1.536(4) .
C14 H14A 0.98 .
C14 H14B 0.98 .
C15 C16 1.447(5) .
C15 H15A 0.98 .
C15 H15B 0.98 .
C16 C17 1.546(5) .
C16 H16A 0.98 .
C16 H16B 0.98 .
C17 H17A 0.97 .
C17 H17B 0.97 .
C17 H17C 0.97 .
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C6 C1 C2 C3 1.1(3) . . . .
C8 C1 C2 C3 -179.17(19) . . . .
C1 C2 C3 C4 0.1(4) . . . .
C2 C3 C4 C5 -0.7(3) . . . .
C2 C3 C4 C13 179.8(2) . . . .
C3 C4 C5 C7 -179.84(19) . . . .
C13 C4 C5 C7 -0.3(3) . . . .
C3 C4 C5 C6 0.1(3) . . . .
C13 C4 C5 C6 179.62(17) . . . .
C7 C5 C6 C7 0.5(3) . . . 2_666
C4 C5 C6 C7 -179.46(18) . . . 2_666
C7 C5 C6 C1 -179.03(17) . . . .
C4 C5 C6 C1 1.0(3) . . . .
C2 C1 C6 C7 178.90(19) . . . 2_666
C8 C1 C6 C7 -0.9(3) . . . 2_666
C2 C1 C6 C5 -1.6(3) . . . .
C8 C1 C6 C5 178.66(16) . . . .
C6 C5 C7 C6 -0.5(3) . . . 2_666
C4 C5 C7 C6 179.44(19) . . . 2_666
C2 C1 C8 C9 5.2(3) . . . .
C6 C1 C8 C9 -175.09(17) . . . .
C1 C8 C9 C10 176.64(17) . . . .
C8 C9 C10 C11 -178.75(19) . . . .
C9 C10 C11 C12 179.9(2) . . . .
C3 C4 C13 C14 99.5(3) . . . .
C5 C4 C13 C14 -80.0(3) . . . .
C4 C13 C14 C15 177.6(2) . . . .
C13 C14 C15 C16 175.6(3) . . . .
C14 C15 C16 C17 -177.5(3) . . . .
