#------------------------------------------------------------------------------ #$Date: 2013-02-12 12:36:31 +0200 (Tue, 12 Feb 2013) $ #$Revision: 73160 $ #$URL: file:///home/coder/svn-repositories/cod/cif/5/00/03/5000381.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_5000381 loop_ _publ_author_name 'Ling Tong' 'Heidi Lau' 'Douglas M. Ho' 'Robert A. Pascal' _publ_section_title ; Polyphenylbiphenyls and Polyphenylfluorenes ; _journal_name_full 'Journal of the American Chemical Society' _journal_volume 120 _journal_page_first 6000 _journal_page_last 6006 _journal_year 1998 _journal_paper_doi 10.1021/ja980322r _chemical_formula_sum 'C61 H40 O' _[local]_cod_chemical_formula_sum_orig 'C61 H40 O1' _chemical_formula_moiety ; C61 H40 O1 ; _space_group_IT_number 13 _symmetry_space_group_name_Hall '-P 2yc' _symmetry_space_group_name_H-M 'P 1 2/c 1' _[local]_cod_cif_authors_sg_H-M 'P 2/c' _chemical_name_systematic ; 1,2,3,4,5,6,7,8-Octaphenyl-9-fluorenone ; _chemical_melting_point 673.15 _cell_volume 2104.477 _exptl_crystal_colour 'yellow.' _exptl_crystal_density_diffrn 1.245 _exptl_crystal_description 'Prism' _diffrn_ambient_temperature 223 _refine_ls_R_factor_gt 7.84 _refine_ls_wR_factor_gt 7.84 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 x,y,z 2 x,-y,1/2+z 3 -x,-y,-z 4 -x,y,-1/2-z _cell_length_a 15.031(2) _cell_length_b 11.437(2) _cell_length_c 12.326(1) _cell_angle_alpha 90 _cell_angle_beta 96.702(8) _cell_angle_gamma 90 _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 50 _cell_measurement_theta_min 10.527 _cell_measurement_theta_max 12.440 _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.10 _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'normal-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_decay_% 0 _diffrn_reflns_number 3868 _diffrn_reflns_av_R_equivalents 0.0652 _diffrn_reflns_av_sigmaI/netI 0.1314 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3720 _reflns_number_observed 1651 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens XSCANS' _computing_structure_solution 'Siemens SHELXTL' _computing_structure_refinement 'SHELXL-93' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'SHELXL-93, Siemens SHELXTL' _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.1053P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment 'xyz riding, U(H) = 1.2U(C)' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3713 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1645 _refine_ls_R_factor_obs 0.0784 _refine_ls_wR_factor_all 0.3079 _refine_ls_wR_factor_obs 0.1968 _refine_ls_goodness_of_fit_all 0.962 _refine_ls_goodness_of_fit_obs 1.289 _refine_ls_restrained_S_all 1.312 _refine_ls_restrained_S_obs 1.289 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_mean 0.000 _refine_diff_density_max 0.334 _refine_diff_density_min -0.327 _refine_diff_density_rms 0.071 loop_ _atom_type_symbol _atom_type_radius_bond C 0.68 H 0.23 O 0.68 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.0000 0.4759(4) 0.7500 0.048(1) Uani 1 d S . C1 C -0.0710(3) 0.6612(4) 0.6954(4) 0.028(1) Uani 1 d . . C2 C -0.1535(3) 0.6312(4) 0.6388(4) 0.027(1) Uani 1 d . . C3 C -0.2176(3) 0.7205(4) 0.6174(4) 0.029(1) Uani 1 d . . C4 C -0.1988(3) 0.8338(4) 0.6583(4) 0.026(1) Uani 1 d . . C5 C -0.1136(3) 0.8643(4) 0.7129(4) 0.025(1) Uani 1 d . . C6 C -0.0476(3) 0.7777(4) 0.7238(4) 0.024(1) Uani 1 d . . C7 C 0.0000 0.5816(6) 0.7500 0.029(2) Uani 1 d S . C8 C -0.1742(3) 0.5098(4) 0.5980(4) 0.030(1) Uani 1 d . . C9 C -0.1330(4) 0.4645(5) 0.5131(4) 0.045(1) Uani 1 d . . H9 H -0.0872(4) 0.5075(5) 0.4858(4) 0.054 Uiso 1 calc R . C10 C -0.1571(5) 0.3580(5) 0.4676(5) 0.056(2) Uani 1 d . . H10 H -0.1281(5) 0.3287(5) 0.4098(5) 0.068 Uiso 1 calc R . C11 C -0.2245(4) 0.2938(5) 0.5074(5) 0.056(2) Uani 1 d . . H11 H -0.2424(4) 0.2216(5) 0.4755(5) 0.067 Uiso 1 calc R . C12 C -0.2651(4) 0.3367(5) 0.5940(6) 0.054(2) Uani 1 d . . H12 H -0.3092(4) 0.2923(5) 0.6233(6) 0.065 Uiso 1 calc R . C13 C -0.2411(3) 0.4441(4) 0.6374(5) 0.041(1) Uani 1 d . . H13 H -0.2705(3) 0.4738(4) 0.6948(5) 0.049 Uiso 1 calc R . C14 C -0.3074(3) 0.6914(4) 0.5572(4) 0.035(1) Uani 1 d . . C15 C -0.3158(4) 0.6670(5) 0.4459(5) 0.048(2) Uani 1 d . . H15 H -0.2649(4) 0.6698(5) 0.4082(5) 0.058 Uiso 1 calc R . C16 C -0.3980(4) 0.6386(5) 0.3904(6) 0.069(2) Uani 1 d . . H16 H -0.4023(4) 0.6207(5) 0.3155(6) 0.083 Uiso 1 calc R . C17 C -0.4728(4) 0.6364(5) 0.4423(7) 0.069(2) Uani 1 d . . H17 H -0.5286(4) 0.6181(5) 0.4034(7) 0.083 Uiso 1 calc R . C18 C -0.4665(4) 0.6611(5) 0.5528(7) 0.065(2) Uani 1 d . . H18 H -0.5178(4) 0.6579(5) 0.5895(7) 0.078 Uiso 1 calc R . C19 C -0.3837(3) 0.6908(5) 0.6098(5) 0.050(2) Uani 1 d . . H19 H -0.3799(3) 0.7104(5) 0.6842(5) 0.060 Uiso 1 calc R . C20 C -0.2726(3) 0.9233(4) 0.6444(4) 0.028(1) Uani 1 d . . C21 C -0.3076(3) 0.9624(4) 0.5419(4) 0.032(1) Uani 1 d . . H21 H -0.2835(3) 0.9346(4) 0.4797(4) 0.039 Uiso 1 calc R . C22 C -0.3775(3) 1.0416(4) 0.5296(5) 0.040(1) Uani 1 d . . H22 H -0.4000(3) 1.0681(4) 0.4596(5) 0.048 Uiso 1 calc R . C23 C -0.4146(3) 1.0821(4) 0.6206(5) 0.041(1) Uani 1 d . . H23 H -0.4632(3) 1.1343(4) 0.6126(5) 0.049 Uiso 1 calc R . C24 C -0.3790(3) 1.0448(5) 0.7228(5) 0.041(1) Uani 1 d . . H24 H -0.4022(3) 1.0739(5) 0.7850(5) 0.050 Uiso 1 calc R . C25 C -0.3098(3) 0.9652(4) 0.7347(4) 0.038(1) Uani 1 d . . H25 H -0.2875(3) 0.9390(4) 0.8048(4) 0.045 Uiso 1 calc R . C26 C -0.1018(3) 0.9833(4) 0.7633(4) 0.025(1) Uani 1 d . . C27 C -0.1097(3) 1.0860(4) 0.7025(4) 0.032(1) Uani 1 d . . H27 H -0.1198(3) 1.0820(4) 0.6259(4) 0.039 Uiso 1 calc R . C28 C -0.1029(3) 1.1929(4) 0.7527(5) 0.040(1) Uani 1 d . . H28 H -0.1063(3) 1.2617(4) 0.7107(5) 0.048 Uiso 1 calc R . C29 C -0.0908(3) 1.1993(5) 0.8676(5) 0.046(2) Uani 1 d . . H29 H -0.0871(3) 1.2723(5) 0.9029(5) 0.055 Uiso 1 calc R . C30 C -0.0843(3) 1.0979(5) 0.9277(4) 0.044(1) Uani 1 d . . H30 H -0.0766(3) 1.1019(5) 1.0044(4) 0.053 Uiso 1 calc R . C31 C -0.0889(3) 0.9899(4) 0.8769(4) 0.034(1) Uani 1 d . . H31 H -0.0834(3) 0.9211(4) 0.9189(4) 0.041 Uiso 1 calc R . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.037(3) 0.029(3) 0.075(4) 0.000 -0.016(3) 0.000 C1 0.026(3) 0.027(3) 0.030(3) -0.004(2) -0.001(2) -0.001(2) C2 0.018(2) 0.030(3) 0.033(3) -0.002(2) 0.005(2) -0.004(2) C3 0.021(2) 0.028(3) 0.036(3) 0.002(2) 0.000(2) -0.002(2) C4 0.021(2) 0.031(3) 0.027(3) 0.003(2) 0.003(2) 0.002(2) C5 0.026(3) 0.028(2) 0.021(2) 0.004(2) 0.000(2) 0.005(2) C6 0.025(2) 0.023(2) 0.024(2) -0.003(2) 0.005(2) -0.003(2) C7 0.030(4) 0.020(4) 0.037(4) 0.000 0.005(3) 0.000 C8 0.025(2) 0.024(3) 0.039(3) -0.003(2) -0.004(2) 0.001(2) C9 0.060(4) 0.035(3) 0.043(3) -0.007(3) 0.015(3) -0.008(3) C10 0.084(5) 0.034(3) 0.054(4) -0.010(3) 0.020(4) 0.001(3) C11 0.072(4) 0.029(3) 0.062(4) -0.009(3) -0.016(4) -0.005(3) C12 0.033(3) 0.033(3) 0.096(5) 0.000(3) 0.004(3) -0.004(3) C13 0.035(3) 0.024(3) 0.065(4) 0.000(3) 0.010(3) 0.001(2) C14 0.027(3) 0.020(2) 0.057(4) -0.003(2) -0.004(3) -0.002(2) C15 0.044(3) 0.044(3) 0.052(4) -0.005(3) -0.012(3) -0.003(3) C16 0.045(4) 0.064(4) 0.089(5) -0.007(4) -0.033(4) 0.005(3) C17 0.038(4) 0.046(4) 0.111(6) 0.000(4) -0.044(4) 0.000(3) C18 0.030(3) 0.044(4) 0.121(6) 0.006(4) 0.002(4) -0.006(3) C19 0.029(3) 0.042(3) 0.081(4) -0.003(3) 0.010(3) -0.002(3) C20 0.021(2) 0.025(3) 0.036(3) -0.004(2) 0.003(2) -0.001(2) C21 0.025(2) 0.033(3) 0.040(3) 0.002(2) 0.003(2) -0.004(2) C22 0.028(3) 0.037(3) 0.054(4) 0.009(3) -0.005(3) -0.007(2) C23 0.024(3) 0.035(3) 0.062(4) 0.005(3) 0.004(3) 0.005(2) C24 0.027(3) 0.045(3) 0.054(4) 0.000(3) 0.014(3) 0.003(3) C25 0.030(3) 0.039(3) 0.043(3) 0.001(3) 0.002(2) -0.001(2) C26 0.016(2) 0.028(3) 0.031(3) 0.003(2) 0.000(2) 0.003(2) C27 0.025(3) 0.034(3) 0.037(3) -0.002(2) -0.003(2) 0.004(2) C28 0.038(3) 0.024(3) 0.054(4) -0.001(3) -0.007(3) 0.004(2) C29 0.036(3) 0.039(3) 0.063(4) -0.023(3) 0.006(3) 0.006(3) C30 0.040(3) 0.056(4) 0.036(3) -0.013(3) 0.001(2) 0.003(3) C31 0.030(3) 0.036(3) 0.038(3) -0.002(2) 0.005(2) 0.000(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C7 1.209(7) . yes C1 C2 1.392(6) . yes C1 C6 1.412(6) . yes C1 C7 1.501(6) . yes C2 C3 1.408(6) . yes C2 C8 1.498(6) . yes C3 C4 1.407(6) . yes C3 C14 1.500(6) . yes C4 C5 1.419(6) . yes C4 C20 1.505(6) . yes C5 C6 1.397(6) . yes C5 C26 1.498(6) . yes C6 C6 1.501(9) 2_556 yes C8 C9 1.378(7) . yes C8 C13 1.388(7) . yes C9 C10 1.372(7) . yes C10 C11 1.385(8) . yes C11 C12 1.381(8) . yes C12 C13 1.371(7) . yes C14 C15 1.391(7) . yes C14 C19 1.382(7) . yes C15 C16 1.380(8) . yes C16 C17 1.357(10) . yes C17 C18 1.383(10) . yes C18 C19 1.397(8) . yes C20 C21 1.384(7) . yes C20 C25 1.388(7) . yes C21 C22 1.382(7) . yes C22 C23 1.388(7) . yes C23 C24 1.377(7) . yes C24 C25 1.376(7) . yes C26 C27 1.390(6) . yes C26 C31 1.393(6) . yes C27 C28 1.368(7) . yes C28 C29 1.409(7) . yes C29 C30 1.373(8) . yes C30 C31 1.383(7) . yes C9 H9 0.94 . ? C10 H10 0.94 . ? C11 H11 0.94 . ? C12 H12 0.94 . ? C13 H13 0.94 . ? C15 H15 0.94 . ? C16 H16 0.94 . ? C17 H17 0.94 . ? C18 H18 0.94 . ? C19 H19 0.94 . ? C21 H21 0.94 . ? C22 H22 0.94 . ? C23 H23 0.94 . ? C24 H24 0.94 . ? C25 H25 0.94 . ? C27 H27 0.94 . ? C28 H28 0.94 . ? C29 H29 0.94 . ? C30 H30 0.94 . ? C31 H31 0.94 . ? _cod_database_code 5000381