#------------------------------------------------------------------------------ #$Date: 2011-09-10 05:16:28 +0200 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011523.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_2011523 loop_ _publ_author_name 'Yasuda, Nobuhiro' 'Uekusa, Hidehiro' 'Ohashi, Yuji' _publ_section_title ; 4-Vinylbenzoic acid and 9-vinylanthracene ; _journal_issue 11 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first 1364 _journal_page_last 1366 _journal_volume 56 _journal_year 2000 _chemical_formula_moiety 'C9 H8 O2' _chemical_formula_sum 'C9 H8 O2' _chemical_formula_weight 148.15 _chemical_melting_point 416 _chemical_name_common '4-vinylbenzoic acid' _chemical_name_systematic ; 4-vinylbenzoic acid ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 103.899(4) _cell_angle_gamma 90.00 _cell_formula_units_Z 4 _cell_length_a 8.3945(9) _cell_length_b 6.4096(7) _cell_length_c 13.8798(14) _cell_measurement_reflns_used 9603 _cell_measurement_temperature 108(2) _cell_measurement_theta_max 27.5 _cell_measurement_theta_min 2.6 _cell_volume 724.94(13) _computing_cell_refinement PROCESS-AUTO _computing_data_collection 'PROCESS-AUTO (Rigaku, 1998)' _computing_data_reduction 'TEXSAN (Rigaku, 1999)' _computing_molecular_graphics 'ORTEP3 for Windows (Farrugia, 1998)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 108(2) _diffrn_detector_area_resol_mean 10 _diffrn_measured_fraction_theta_full .996 _diffrn_measured_fraction_theta_max .996 _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID Imaging Plate' _diffrn_measurement_method 'Oscillation Photograph' _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'Rigaku ratating anode Ultrax18' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0339 _diffrn_reflns_av_sigmaI/netI .0214 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 6316 _diffrn_reflns_theta_full 27.48 _diffrn_reflns_theta_max 27.48 _diffrn_reflns_theta_min 2.59 _exptl_absorpt_coefficient_mu .096 _exptl_absorpt_correction_T_max .9720 _exptl_absorpt_correction_T_min .9520 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Higashi, 1995)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.357 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 312 _exptl_crystal_size_max .50 _exptl_crystal_size_mid .40 _exptl_crystal_size_min .30 _refine_diff_density_max .377 _refine_diff_density_min -.205 _refine_ls_extinction_coef .045(6) _refine_ls_extinction_method 'SHELXL97 (Sheldrick, 1997)' _refine_ls_goodness_of_fit_ref 1.054 _refine_ls_hydrogen_treatment refxyz _refine_ls_matrix_type full _refine_ls_number_parameters 129 _refine_ls_number_reflns 1653 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.054 _refine_ls_R_factor_all .0404 _refine_ls_R_factor_gt .0390 _refine_ls_shift/su_max <0.001 _refine_ls_shift/su_mean <0.001 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0635P)^2^+0.1621P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1072 _reflns_number_gt 1567 _reflns_number_total 1653 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ob1035.cif _[local]_cod_data_source_block I_108K _cod_database_code 2011523 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 'x, y, z' 2 '-x+1/2, y+1/2, -z+1/2' 3 '-x, -y, -z' 4 'x-1/2, -y-1/2, z-1/2' loop_ _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_refinement_flags _atom_site_occupancy _atom_site_type_symbol O1 .69007(10) .51215(12) .47417(6) .0283(2) Uani d . 1 O HO1 .627(4) .592(5) .503(2) .034 Uiso d P .51(2) H O2 .50393(9) .25638(13) .44913(6) .0257(2) Uani d . 1 O HO2 .452(4) .335(5) .475(2) .031 Uiso d P .49(2) H C1 .98244(11) -.06138(15) .34383(7) .0194(2) Uani d . 1 C C2 1.02545(11) .14209(16) .37601(7) .0214(2) Uani d . 1 C H2 1.1320(16) .195(2) .3756(10) .026 Uiso d . 1 H C3 .91517(12) .26869(16) .40778(7) .0209(2) Uani d . 1 C H3 .9440(16) .409(2) .4296(10) .025 Uiso d . 1 H C4 .75938(11) .19427(15) .40953(7) .0188(2) Uani d . 1 C C5 .71481(11) -.00747(15) .37755(7) .0201(2) Uani d . 1 C H5 .6087(16) -.059(2) .3796(10) .024 Uiso d . 1 H C6 .82498(12) -.13235(15) .34379(7) .0202(2) Uani d . 1 C H6 .7948(16) -.273(2) .3223(10) .024 Uiso d . 1 H C7 1.09875(12) -.20408(16) .31316(7) .0226(2) Uani d . 1 C H7 1.0512(16) -.329(2) .2846(10) .027 Uiso d . 1 H C8 1.25780(13) -.17151(18) .32344(8) .0261(3) Uani d . 1 C H8A 1.3130(18) -.044(2) .3520(11) .031 Uiso d . 1 H H8B 1.3260(18) -.276(2) .3040(11) .031 Uiso d . 1 H C9 .64314(12) .32874(15) .44628(7) .0198(2) Uani d . 1 C loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1 .0320(4) .0198(4) .0366(4) -.0013(3) .0151(3) -.0032(3) O2 .0192(4) .0282(4) .0310(4) -.0003(3) .0083(3) -.0032(3) C1 .0184(4) .0226(5) .0168(4) .0003(3) .0034(3) -.0001(3) C2 .0180(4) .0248(5) .0212(5) -.0038(4) .0044(3) -.0023(4) C3 .0208(5) .0212(5) .0204(5) -.0036(4) .0045(3) -.0023(3) C4 .0185(5) .0202(5) .0173(4) .0006(3) .0032(3) .0010(3) C5 .0169(4) .0216(5) .0211(4) -.0009(3) .0032(3) .0013(3) C6 .0195(4) .0191(5) .0210(4) -.0015(3) .0028(3) -.0004(3) C7 .0224(5) .0238(5) .0217(5) .0003(4) .0054(4) -.0032(4) C8 .0224(5) .0298(5) .0270(5) .0022(4) .0077(4) -.0020(4) C9 .0203(4) .0196(5) .0193(5) .0003(3) .0044(3) .0013(3) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 '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 HO1 O1 C9 119.6(19) ? HO2 O2 C9 113(2) ? C2 C1 C6 118.39(9) yes C2 C1 C7 122.23(9) yes C6 C1 C7 119.34(9) yes H2 C2 C3 119.5(8) ? H2 C2 C1 119.9(8) ? C3 C2 C1 120.59(9) yes H3 C3 C2 120.9(8) ? H3 C3 C4 118.7(8) ? C2 C3 C4 120.46(9) yes C5 C4 C3 119.57(9) yes C5 C4 C9 120.17(8) yes C3 C4 C9 120.26(9) yes H5 C5 C6 120.7(8) ? H5 C5 C4 119.6(8) ? C6 C5 C4 119.67(9) yes H6 C6 C5 119.8(8) ? H6 C6 C1 118.8(8) ? C5 C6 C1 121.28(9) yes H7 C7 C8 119.7(8) ? H7 C7 C1 114.1(8) ? C8 C7 C1 126.28(10) yes H8B C8 H8A 116.3(12) ? H8B C8 C7 120.8(9) ? H8A C8 C7 123.0(9) ? O2 C9 O1 123.38(9) yes O2 C9 C4 119.12(9) yes O1 C9 C4 117.50(9) yes loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag O1 HO1 .89(4) yes O1 C9 1.2703(12) yes O2 HO2 .80(4) yes O2 C9 1.2667(12) yes C1 C2 1.3975(14) yes C1 C6 1.3978(13) yes C1 C7 1.4734(14) yes C2 H2 .958(14) ? C2 C3 1.3806(14) yes C3 H3 .961(14) ? C3 C4 1.3978(13) yes C4 C5 1.3890(13) yes C4 C9 1.4813(13) yes C5 H5 .958(13) ? C5 C6 1.3869(14) yes C6 H6 .966(14) ? C7 H7 .939(15) ? C7 C8 1.3248(14) yes C8 H8B .963(15) ? C8 H8A .975(15) ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1 HO1 O2 3_666 .89(4) 1.72(4) 2.6114(11) 176(3) yes O2 HO2 O1 3_666 .80(4) 1.82(4) 2.6114(11) 172(3) yes 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 C8 C7 C1 C2 9.06(16) yes O1 C9 C4 C3 .99(14) yes O2 C9 C4 C3 -178.52(8) yes