#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/24/2212473.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2212473
loop_
_publ_author_name
'Janusz B. Kyzioł'
'Zaleski, Jacek'
_publ_section_title
;
 9,9'-Bianthracenyl
;
_journal_coeditor_code           BT2243
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1235
_journal_page_last               o1237
_journal_paper_doi               10.1107/S160053680700339X
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C28 H18'
_chemical_formula_moiety         'C28 H18'
_chemical_formula_sum            'C28 H18'
_chemical_formula_weight         354.42
_chemical_name_systematic
;
9,9'-Dianthracenyl
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.667(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.7295(6)
_cell_length_b                   8.8187(3)
_cell_length_c                   17.2680(7)
_cell_measurement_reflns_used    9456
_cell_measurement_temperature    85(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      3.36
_cell_volume                     1847.04(14)
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2002)'
_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2002)'
_computing_data_reduction        CrysAlisRED
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      85(2)
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur'
_diffrn_measurement_method       ω
_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  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            9456
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.39
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         3548
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.966
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0341
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'calc w=1/[σ²(Fo²)+(0.0477P)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0763
_refine_ls_wR_factor_ref         0.0878
_reflns_number_gt                2237
_reflns_number_total             3548
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bt2243.cif
_cod_data_source_block           I
_cod_original_cell_volume        1847.04(13)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2212473
_cod_database_fobs_code          2212473
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
C C1 0.82648(12) 0.39586(15) 0.85383(9) 0.0291(4) Uani d 1
H H1 0.8151(11) 0.3406(15) 0.8016(8) 0.035(4) Uiso d 1
C C2 0.87114(13) 0.53756(16) 0.86512(10) 0.0364(4) Uani d 1
H H2 0.8972(12) 0.5890(16) 0.8211(9) 0.045(4) Uiso d 1
C C3 0.88213(14) 0.61786(18) 0.93804(10) 0.0396(4) Uani d 1
H H3 0.9158(13) 0.7211(19) 0.9454(9) 0.055(5) Uiso d 1
C C4 0.84919(13) 0.55411(16) 0.99807(9) 0.0346(4) Uani d 1
H H4 0.8550(12) 0.6108(15) 1.0503(9) 0.038(4) Uiso d 1
C C5 0.67554(12) 0.12931(18) 1.10034(8) 0.0321(4) Uani d 1
H H5 0.6820(11) 0.1896(15) 1.1499(8) 0.035(4) Uiso d 1
C C6 0.63457(13) -0.01371(18) 1.09214(9) 0.0368(4) Uani d 1
H H6 0.6088(12) -0.0630(15) 1.1364(9) 0.036(4) Uiso d 1
C C7 0.62817(13) -0.09910(18) 1.02092(9) 0.0333(4) Uani d 1
H H7 0.5967(12) -0.2046(17) 1.0150(9) 0.044(4) Uiso d 1
C C8 0.66253(11) -0.03853(16) 0.96025(8) 0.0271(3) Uani d 1
H H8 0.6551(11) -0.0984(13) 0.9100(8) 0.024(3) Uiso d 1
C C9 0.74405(11) 0.17650(14) 0.90496(7) 0.0216(3) Uani d 1
C C10 0.76261(12) 0.33990(16) 1.04848(8) 0.0296(3) Uani d 1
H H10 0.7704(11) 0.3987(15) 1.0980(8) 0.034(4) Uiso d 1
C C4A 0.80122(11) 0.40570(15) 0.98907(8) 0.0267(3) Uani d 1
C C5A 0.71440(11) 0.19642(16) 1.03880(8) 0.0265(3) Uani d 1
C C8A 0.70660(11) 0.11165(15) 0.96646(7) 0.0222(3) Uani d 1
C C1A 0.78982(11) 0.32361(14) 0.91512(8) 0.0238(3) Uani d 1
C C1' 0.93843(12) 0.02967(15) 0.88390(8) 0.0265(3) Uani d 1
H H1' 0.9446(11) 0.0937(14) 0.9326(8) 0.027(4) Uiso d 1
C C2' 1.02991(13) -0.03850(17) 0.87514(9) 0.0320(4) Uani d 1
H H2' 1.1013(13) -0.0255(16) 0.9159(9) 0.039(4) Uiso d 1
C C3' 1.02261(13) -0.13092(17) 0.80630(9) 0.0328(4) Uani d 1
H H3' 1.0892(12) -0.1797(15) 0.8015(8) 0.032(4) Uiso d 1
C C4' 0.92488(13) -0.15006(15) 0.74794(9) 0.0298(4) Uani d 1
H H4' 0.9212(11) -0.2148(14) 0.7000(8) 0.030(4) Uiso d 1
C C5' 0.53223(12) -0.01473(15) 0.63044(8) 0.0276(3) Uani d 1
H H5' 0.5314(11) -0.0760(14) 0.5818(8) 0.032(4) Uiso d 1
C C6' 0.44353(13) 0.06700(16) 0.63389(9) 0.0296(4) Uani d 1
H H6' 0.3750(12) 0.0636(15) 0.5903(9) 0.035(4) Uiso d 1
C C7' 0.44809(13) 0.15428(16) 0.70395(8) 0.0281(3) Uani d 1
H H7' 0.3808(13) 0.2113(16) 0.7047(9) 0.044(4) Uiso d 1
C C8' 0.54245(11) 0.15952(14) 0.76777(8) 0.0235(3) Uani d 1
H H8' 0.5474(10) 0.2256(14) 0.8163(8) 0.025(3) Uiso d 1
C C9' 0.73822(11) 0.08771(14) 0.82999(7) 0.0208(3) Uani d 1
C C10' 0.72613(12) -0.09274(14) 0.69280(8) 0.0244(3) Uani d 1
H H10' 0.7238(11) -0.1555(14) 0.6430(8) 0.025(3) Uiso d 1
C C8A' 0.63865(11) 0.07850(13) 0.76617(7) 0.0208(3) Uani d 1
C C1A' 0.83360(11) 0.01370(14) 0.82362(8) 0.0227(3) Uani d 1
C C5A' 0.63293(11) -0.01261(14) 0.69588(8) 0.0222(3) Uani d 1
C C4A' 0.82661(12) -0.07862(14) 0.75364(8) 0.0239(3) Uani d 1
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_publ_flag
C2 C1 C1A 121.25(14) ?
C2 C1 H1 121.2(8) ?
C1A C1 H1 117.5(8) ?
C1 C2 C3 120.74(15) ?
C1 C2 H2 121.0(8) ?
C3 C2 H2 118.2(8) ?
C4 C3 C2 120.28(15) ?
C4 C3 H3 120.2(9) ?
C2 C3 H3 119.5(9) ?
C3 C4 C4 121.17(14) ?
C3 C4 H4 121.4(8) ?
C4A C4 H4 117.4(8) ?
C6 C5 C5A 121.11(14) ?
C6 C5 H5 121.2(8) ?
C5A C5 H5 117.6(8) ?
C5 C6 C7 120.11(14) ?
C5 C6 H6 121.4(8) ?
C7 C6 H6 118.5(8) ?
C8 C7 C6 120.67(15) ?
C8 C7 H7 119.7(8) ?
C6 C7 H7 119.6(8) ?
C7 C8 C8 121.09(14) ?
C7 C8 H8 119.7(7) ?
C8A C8 H8 119.2(7) ?
C8A C9 C1A 120.03(12) ?
C8A C9 C9' 120.01(11) y
C1A C9 C9' 119.94(11) y
C4A C10 C5A 122.08(13) y
C4A C10 H10 117.3(8) ?
C5A C10 H10 120.6(8) ?
C10 C4A C4 122.36(13) ?
C10 C4A C1A 118.83(13) ?
C4 C4A C1A 118.78(13) ?
C10 C5A C5 121.72(13) ?
C10 C5A C8A 119.31(12) ?
C5 C5A C8A 118.94(13) ?
C9 C8A C8 122.27(12) ?
C9 C8A C5A 119.66(12) ?
C8 C8A C5A 118.06(12) ?
C9 C1A C1 122.21(12) ?
C9 C1A C4A 120.02(12) ?
C1 C1A C4A 117.77(12) ?
C2' C1' C1A' 121.18(13) ?
C2' C1' H1' 119.6(8) ?
C1A' C1' H1' 119.2(8) ?
C1' C2' C3' 120.40(15) ?
C1' C2' H2' 120.7(9) ?
C3' C2' H2' 118.9(9) ?
C4' C3' C2' 120.44(14) ?
C4' C3' H3' 120.5(8) ?
C2' C3' H3' 119.1(8) ?
C3' C4' C4A' 121.29(14) ?
C3' C4' H4' 119.4(8) ?
C4A' C4' H4' 119.3(8) ?
C6' C5' C5A' 121.16(14) ?
C6' C5' H5' 122.0(8) ?
C5A' C5' H5' 116.8(8) ?
C5' C6' C7' 120.41(14) ?
C5' C6' H6' 121.1(8) ?
C7' C6' H6' 118.4(8) ?
C8' C7' C6' 120.37(14) ?
C8' C7' H7' 121.5(9) ?
C6' C7' H7' 118.1(9) ?
C7' C8' C8A' 121.27(13) ?
C7' C8' H8' 120.7(7) ?
C8A' C8' H8' 118.0(7) ?
C8A' C9' C1A' 120.25(12) y
C8A' C9' C9 120.30(12) y
C1A' C9' C9 119.45(12) y
C4A' C10' C5A' 121.52(12) ?
C4A' C10' H10' 118.2(7) ?
C5A' C10' H10' 120.1(7) ?
C9' C8A' C8' 122.06(12) ?
C9' C8A' C5A' 119.73(12) ?
C8' C8A' C5A' 118.19(12) ?
C9' C1A' C1' 122.20(12) ?
C9' C1A' C4A' 119.48(12) ?
C1' C1A' C4A' 118.30(12) ?
C10' C5A' C5' 122.16(12) ?
C10' C5A' C8A' 119.26(13) ?
C5' C5A' C8A' 118.56(12) ?
C10' C4A' C4' 122.06(12) ?
C10' C4A' C1A' 119.55(12) ?
C4' C4A' C1A' 118.37(13) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.362(2) y
C1 C1A 1.4295(18) ?
C1 H1 0.997(14) ?
C2 C3 1.414(2) ?
C2 H2 1.024(15) ?
C3 C4 1.353(2) y
C3 H3 0.998(16) ?
C4 C4A 1.433(2) ?
C4 H4 1.015(14) ?
C5 C6 1.356(2) y
C5 C5A 1.4294(19) ?
C5 H5 0.990(14) ?
C6 C7 1.423(2) ?
C6 H6 1.017(14) ?
C7 C8 1.3608(19) y
C7 H7 1.006(15) ?
C8 C8A 1.4295(19) ?
C8 H8 0.996(12) ?
C9 C8A 1.4104(17) ?
C9 C1A 1.4111(18) y
C9 C9' 1.4954(17) y
C10 C4A 1.3917(19) ?
C10 C5A 1.394(2) ?
C10 H10 0.979(13) ?
C4A C1A 1.4365(17) y
C5A C8A 1.4332(17) y
C1' C2' 1.3592(19) y
C1' C1A' 1.4286(19) ?
C1' H1' 0.996(13) ?
C2' C3' 1.421(2) ?
C2' H2' 0.973(15) ?
C3' C4' 1.353(2) y
C3' H3' 0.976(14) ?
C4' C4A' 1.4304(19) ?
C4' H4' 0.995(13) ?
C5' C6' 1.356(2) y
C5' C5A' 1.4287(18) ?
C5' H5' 0.997(13) ?
C6' C7' 1.420(2) ?
C6' H6' 0.965(14) ?
C7' C8' 1.3624(19) y
C7' H7' 0.996(15) ?
C8' C8A' 1.4253(19) ?
C8' H8' 1.007(13) ?
C9' C8A' 1.4070(18) ?
C9' C1A' 1.4118(18) ?
C10' C4A' 1.393(2) ?
C10' C5A' 1.3957(19) ?
C10' H10' 1.016(13) ?
C8A' C5A' 1.4389(17) y
C1A' C4A' 1.4373(17) y
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_publ_flag
C1A C1 C2 C3 -0.3(2) ?
C1 C2 C3 C4 0.6(2) ?
C2 C3 C4 C4A -0.9(2) ?
C5A C5 C6 C7 -0.9(2) ?
C5 C6 C7 C8 -0.2(2) ?
C6 C7 C8 C8A 0.4(2) ?
C5A C10 C4A C4 178.95(13) ?
C5A C10 C4A C1A 0.7(2) ?
C3 C4 C4A C10 -177.37(14) ?
C3 C4 C4A C1A 0.9(2) ?
C4A C10 C5A C5 179.62(13) ?
C4A C10 C5A C8A 1.6(2) ?
C6 C5 C5A C10 -176.21(14) ?
C6 C5 C5A C8A 1.8(2) ?
C1A C9 C8A C8 -178.15(12) ?
C9' C9 C8A C8 0.11(19) ?
C1A C9 C8A C5A 0.56(19) ?
C9' C9 C8A C5A 178.82(12) ?
C7 C8 C8A C9 179.21(13) y
C7 C8 C8A C5A 0.5(2) y
C10 C5A C8A C9 -2.27(19) ?
C5 C5A C8A C9 179.68(12) ?
C10 C5A C8A C8 176.50(13) ?
C5 C5A C8A C8 -1.55(19) ?
C8A C9 C1A C1 -178.44(13) ?
C9' C9 C1A C1 3.30(19) ?
C8A C9 C1A C4A 1.79(19) ?
C9' C9 C1A C4A -176.47(12) ?
C2 C1 C1A C9 -179.54(13) y
C2 C1 C1A C4A 0.2(2) y
C10 C4A C1A C9 -2.44(19) ?
C4 C4A C1A C9 179.26(13) ?
C10 C4A C1A C1 177.78(13) ?
C4 C4A C1A C1 -0.52(19) ?
C1A' C1' C2' C3' -1.6(2) ?
C1' C2' C3' C4' 1.2(2) ?
C2' C3' C4' C4A' 0.0(2) ?
C5A' C5' C6' C7' -1.5(2) ?
C5' C6' C7' C8' 1.4(2) ?
C6' C7' C8' C8A' 0.1(2) ?
C8A C9 C9' C8A' 81.08(16) y
C1A C9 C9' C8A' -100.66(15) y
C8A C9 C9' C1A' -99.19(15) y
C1A C9 C9' C1A' 79.07(16) y
C1A' C9' C8A' C8' -175.78(11) ?
C9 C9' C8A' C8' 3.95(18) ?
C1A' C9' C8A' C5A' 2.93(18) ?
C9 C9' C8A' C5A' -177.34(11) ?
C7' C8' C8A' C9' 177.23(12) ?
C7' C8' C8A' C5A' -1.50(18) ?
C8A' C9' C1A' C1' 174.93(12) ?
C9 C9' C1A' C1' -4.80(18) ?
C8A' C9' C1A' C4A' -3.74(18) ?
C9 C9' C1A' C4A' 176.52(11) ?
C2' C1' C1A' C9' -177.72(13) ?
C2' C1' C1A' C4A' 0.97(19) ?
C4A' C10' C5A' C5' 173.98(12) ?
C4A' C10' C5A' C8A' -4.38(18) ?
C6' C5' C5A' C10' -178.34(13) ?
C6' C5' C5A' C8A' 0.04(19) ?
C9' C8A' C5A' C10' 1.10(17) ?
C8' C8A' C5A' C10' 179.86(12) ?
C9' C8A' C5A' C5' -177.32(12) ?
C8' C8A' C5A' C5' 1.43(17) ?
C5A' C10' C4A' C4' -174.67(12) ?
C5A' C10' C4A' C1A' 3.57(19) ?
C3' C4' C4A' C10' 177.70(13) ?
C3' C4' C4A' C1A' -0.56(19) ?
C9' C1A' C4A' C10' 0.54(18) ?
C1' C1A' C4A' C10' -178.19(12) ?
C9' C1A' C4A' C4' 178.85(12) ?
C1' C1A' C4A' C4' 0.12(17) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 59494
