#------------------------------------------------------------------------------
#$Date: 2016-02-19 23:18:51 +0100 (vie 19 de feb de 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/15/2011523.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_paper_doi               10.1107/S0108270100010805
_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      ?
_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/[σ²(Fo²)+(0.0635P)²+0.1621P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1072
_reflns_number_gt                1567
_reflns_number_total             1653
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ob1035.cif
_cod_data_source_block           I_108K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2011523
_cod_database_fobs_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_disorder_assembly
_atom_site_disorder_group
_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_site_symmetry_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
