#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006184.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_2006184
_journal_name_full 'Acta Crystallographica'
_journal_year 1997
_journal_volume C53
_journal_page_first 769
_journal_page_last 771
_publ_section_title
;
1,8-Bis(hydroxymethyl)anthracene
;
loop_
_publ_author_name
 'Aumiller, Wade D.'
 'Gerkin, Roger E.'
_chemical_name_common '1,8-bis(hydroxymethyl)anthracene'
_chemical_formula_moiety 'C16 H14 O2 '
_chemical_formula_sum 'C16 H14 O2'
_chemical_formula_weight 238.29
_symmetry_cell_setting Monoclinic
_symmetry_space_group_name_H-M 'P 21/n'
_symmetry_space_group_name_Hall ?
loop_
_symmetry_equiv_pos_as_xyz
 'x,y,z'
 '1/2 -x, 1/2 +y, 1/2 -z'
 '-x,-y,-z'
 '1/2 +x, 1/2 -y, 1/2 +z'
_cell_length_a 11.0490(10)
_cell_length_b 4.7982(9)
_cell_length_c 22.6820(10)
_cell_angle_alpha 90
_cell_angle_beta 90.108(6)
_cell_angle_gamma 90
_cell_volume 1202.5(3)
_cell_formula_units_Z 4
_cell_measurement_temperature 296
_exptl_crystal_density_diffrn 1.316
_exptl_crystal_density_meas none
_diffrn_ambient_temperature 296
_refine_ls_R_factor_obs  .060
_refine_ls_wR_factor_obs  .060
loop_
_atom_site_label
_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_calc_flag
_atom_site_calc_attached_atom
 O1  .2788(2)  .3469(5)  .55620(10)
  .0603(8) Uij ? ?
 O2  .7874(2)  .1525(5)  .48935(10)  .0486(7) Uij ? ?
 C1  .4147(3)  .0771(7)  .61960(10)
  .0405(9) Uij ? ?
 C2  .3181(3)  -.0086(8)  .6519(2)  .0510(10)
   Uij ? ?
 C3  .3297(3)  -.2056(8)  .6978(2)  .0560(10)
   Uij ? ?
 C4  .4381(3)  -.3179(7)  .71100(10)
   .0510(10)
   Uij ? ?
 C5  .8772(3)  -.3816(8)  .67540(10)
   .0500(10)
   Uij ? ?
 C6  .9768(3)  -.2957(8)  .6458(2)  .0540(10)
   Uij ? ?
 C7  .9675(3)  -.0914(8)  .6013(2)  .0520(10)
   Uij ? ?
 C8  .8589(3)  .0242(7)  .58610(10)
  .0408(10) Uij ? ?
 C9  .6368(3)  .0488(6)  .60350(10)
  .0393(9) Uij ? ?
 C10  .6576(3)  -.3483(7)  .69210(10)
 .0445(9) Uij ? ?
 C11  .7614(3)  -.2658(7)  .66210(10)
 .0408(9) Uij ? ?
 C12  .7511(3)  -.0601(7)  .61640(10)
 .0383(9) Uij ? ?
 C13  .5326(3)  -.0334(6)  .63360(10)
 .0376(9) Uij ? ?
 C14  .5434(3)  -.2363(6)  .67940(10)
 .0403(9) Uij ? ?
 C15  .4015(3)  .2835(8)  .5701(2)  .0490(10)
   Uij ? ?
 C16  .8550(3)  .2467(8)  .5398(2)  .0470(10)
   Uij ? ?
 H1O1  .247(4)  .188(10)  .539(2)  .11(2) Uiso ? ?
 H1O2  .764(3)  .302(8)  .470(2)  .070(10)
 Uiso ? ?
 H15A  .441(3)  .458(7)  .5810(10)
 .060(10)
 Uiso ? ?
 H15B  .440(2)  .200(6)  .5330(10)
 .044(9) Uiso ? ?
 H16A  .936(3)  .294(6)  .5260(10)
 .048(9) Uiso ? ?
 H16B  .814(3)  .428(8)  .5560(10)
 .070(10)
 Uiso ? ?
 H2  .2380  .0687  .6431  .0611 Uiso calc C2
 H3  .2580  -.2614  .7202  .0677 Uiso calc C3
 H4  .4445  -.4564  .7426  .0614 Uiso calc C4
 H5  .8847  -.5242  .7061  .0599 Uiso calc C5
 H6 1.0560  -.3759  .6554  .0649 Uiso calc C6
 H7 1.0408  -.0309  .5807  .0619 Uiso calc C7
 H9  .6294  .1882  .5721  .0471 Uiso calc C9
 H10  .6646  -.4897  .7231  .0533 Uiso calc C10
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  .057(2)  .0390(10)
  .085(2)  .0050(10)
 -.0260(10)
  .0040(10)
 O2  .063(2)  .0400(10)
  .0430(10)
   -.0040(10)
 -.0120(10)
   .0010(10)
 C1  .040(2)  .038(2)  .044(2)  -.002(2)  -.005(2)  -.006(2)
 C2  .043(2)  .053(2)  .057(2)  .005(2)  -.005(2)  -.005(2)
 C3  .051(2)  .063(3)  .055(2)  -.005(2)  .005(2)  -.002(2)
 C4  .060(2)  .054(2)  .040(2)  -.007(2)  .001(2)  .005(2)
 C5  .056(2)  .050(2)  .043(2)  .010(2)  -.013(2)  -.002(2)
 C6  .047(2)  .060(3)  .055(2)  .009(2)  -.013(2)  -.006(2)
 C7  .045(2)  .059(2)  .051(2)  -.007(2)  -.007(2)  -.008(2)
 C8  .045(2)  .039(2)  .038(2)  -.006(2)  -.005(2)  -.007(2)
 C9  .049(2)  .030(2)  .039(2)  -.002(2)  -.007(2)  .001(2)
 C10  .059(2)  .043(2)  .031(2)  .004(2)  -.007(2)  .005(2)
 C11  .049(2)  .038(2)  .035(2)  .001(2)  -.0060(10)
   -.004(2)
 C12  .045(2)  .033(2)  .037(2)  .000(2)  -.0060(10)
   -.0060(10)
 C13  .044(2)  .033(2)  .036(2)  -.004(2)  -.0050(10)
 -.006(2)
 C14  .050(2)  .035(2)  .036(2)  -.002(2)  -.005(2)  -.002(2)
 C15  .051(2)  .036(2)  .060(2)  .002(2)  -.019(2)  .001(2)
 C16  .051(2)  .043(2)  .046(2)  -.012(2)  -.001(2)  .000(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
 C1 C2 ? ? 1.359(4) no
 C1 C13 ? ? 1.441(4) no
 C2 C3 ? ? 1.411(5) no
 C3 C4 ? ? 1.347(4) no
 C4 C14 ? ? 1.423(4) no
 C5 C6 ? ? 1.354(4) no
 C5 C11 ? ? 1.426(4) no
 C6 C7 ? ? 1.411(5) no
 C7 C8 ? ? 1.365(4) no
 C8 C12 ? ? 1.435(4) no
 C9 C12 ? ? 1.397(4) no
 C9 C13 ? ? 1.397(4) no
 C10 C11 ? ? 1.392(4) no
 C10 C14 ? ? 1.400(4) no
 C11 C12 ? ? 1.436(4) no
 C13 C14 ? ? 1.428(4) no
 C1 C15 ? ? 1.505(4) yes
 C15 H15A ? ?  .98(3) no
 C15 H15B ? ? 1.04(3) no
 O1 C15 ? ? 1.425(4) yes
 O1 H1O1 ? ?  .92(5) no
 C8 C16 ? ? 1.498(4) yes
 C16 H16A ? ?  .97(3) no
 C16 H16B ? ? 1.05(3) no
 O2 C16 ? ? 1.438(4) yes
 O2 H1O2 ? ?  .88(4) no
 C2 H2 ? ?  .9806 no
 C3 H3 ? ?  .9799 no
 C4 H4 ? ?  .9800 no
 C5 H5 ? ?  .9803 no
 C6 H6 ? ?  .9803 no
 C7 H7 ? ?  .9797 no
 C9 H9 ? ?  .9808 no
 C10 H10 ? ?  .9801 no