data_2006271
_journal_name_full  'Acta Crystallographica'
_journal_year  1997
_journal_volume  C53
_journal_page_first  944
_journal_page_last  946
_publ_section_title
;
1-Acetyl-3-hydroxyadamantane and 1-Carboxy-3-hydroxyadamantane
;
loop_
_publ_author_name
 'Rath, Nigam P.'
 'Gu, Hong'
 'Murray, Robert W.'
_chemical_formula_sum  'C11 H16 O3'
_chemical_formula_weight  196.24
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
 'x, y, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x-1/2, -y-1/2, z-1/2'
_cell_length_a  6.675(6)
_cell_length_b  20.767(19)
_cell_length_c  7.109(7)
_cell_angle_alpha  90.00
_cell_angle_beta  106.08(6)
_cell_angle_gamma  90.00
_cell_volume  946.9(15)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.377
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs   .0650
_refine_ls_wR_factor_obs   .1138
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
 O1  .6823(4)  .02272(12) 1.3418(3)  .0558(7) Uani d . 1 . O
 O2  .0439(4)  .05938(12)  .7716(3)  .0479(7) Uani d . 1 . O
 H2  .123(7) .037(2) .739(6) .088(18) Uiso d . 1 . H
 O3  .7011(4)  .10522(13) 1.5351(4)  .0641(9) Uani d . 1 . O
 H3  .815(7) .084(2)   1.620(7) .109(17) Uiso d . 1 . H
 C1  .4258(4)  .10552(14) 1.2473(4)  .0292(7) Uani d . 1 . C
 C2  .3296(4)  .06444(15) 1.0677(4)  .0347(8) Uani d . 1 . C
 H2A  .4315(4)  .05684(15)  .9959(4)  .042 Uiso calc R 1 . H
 H2B  .2877(4)  .02311(15) 1.1079(4)  .042 Uiso calc R 1 . H
 C3  .1420(4)  .09863(15)  .9379(4)  .0323(8) Uani d . 1 . C
 C4  -.0178(5)  .1101(2) 1.0465(5)  .0398(9) Uani d . 1 . C
 H4A  -.0628(5)  .0693(2) 1.0873(5)  .048 Uiso calc R 1 . H
 H4B  -.1385(5)  .1315(2)  .9617(5)  .048 Uiso calc R 1 . H
 C5  .0766(5)  .1517(2) 1.2245(5)  .0395(8) Uani d . 1 . C
 H5  -.0275(5)  .1591(2) 1.2960(5)  .047 Uiso calc R 1 . H
 C6  .1425(5)  .2148(2) 1.1602(5)  .0444(9) Uani d . 1 . C
 H6A  .2013(5)  .2417(2) 1.2734(5)  .053 Uiso calc R 1 . H
 H6B  .0224(5)  .2368(2) 1.0765(5)  .053 Uiso calc R 1 . H
 C7  .3020(5)  .2037(2) 1.0503(5)  .0406(9) Uani d . 1 . C
 H7  .3444(5)  .2451(2) 1.0076(5)  .049 Uiso calc R 1 . H
 C8  .4902(5)  .17021(14) 1.1812(5)  .0360(8) Uani d . 1 . C
 H8A  .5515(5)  .19687(14) 1.2945(5)  .043 Uiso calc R 1 . H
 H8B  .5938(5)  .16361(14) 1.1107(5)  .043 Uiso calc R 1 . H
 C9  .2087(5)  .1617(2)  .8726(4)  .0401(8) Uani d . 1 . C
 H9A  .0896(5)  .1833(2)  .7860(4)  .048 Uiso calc R 1 . H
 H9B  .3112(5)  .1544(2)  .8012(4)  .048 Uiso calc R 1 . H
 C10  .2647(5)  .1171(2) 1.3577(4)  .0393(8) Uani d . 1 . C
 H10A  .3247(5)  .1431(2) 1.4729(4)  .047 Uiso calc R 1 . H
 H10B  .2213(5)  .0763(2) 1.4002(4)  .047 Uiso calc R 1 . H
 C11  .6143(5)  .0728(2) 1.3773(4)  .0368(8) 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  .0562(15)  .050(2)  .0467(15)  .0266(13)  -.0096(12)  -.0110(12)
 O2  .0407(15)  .055(2)  .0339(14)  .0121(13)  -.0129(12)  -.0186(12)
 O3  .062(2)  .059(2)  .045(2)  .0239(14)  -.0276(13)  -.0207(14)
 C1  .0259(14)  .032(2)  .025(2)  .0056(13)  -.0002(13)  -.0053(14)
 C2  .033(2)  .031(2)  .034(2)  .0043(14)  -.0009(15)  -.0025(14)
 C3  .032(2)  .032(2)  .027(2)  .0054(14)  -.0019(14)  -.0052(14)
 C4  .029(2)  .046(2)  .040(2)  .002(2)  .002(2)  -.004(2)
 C5  .032(2)  .050(2)  .035(2)  .009(2)  .0077(15)  -.005(2)
 C6  .044(2)  .037(2)  .043(2)  .015(2)  -.005(2)  -.007(2)
 C7  .043(2)  .032(2)  .041(2)  -.001(2)  .002(2)  .009(2)
 C8  .034(2)  .034(2)  .035(2)  -.0036(15)  .0010(15)  -.004(2)
 C9  .041(2)  .046(2)  .028(2)  .009(2)  .0013(15)  .007(2)
 C10  .040(2)  .046(2)  .029(2)  .001(2)  .006(2)  .000(2)
 C11  .036(2)  .037(2)  .033(2)  .003(2)  .001(2)  -.004(2)
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 C11 . 1.190(4) yes
 O2 C3 . 1.436(4) yes
 O2 H2 .  .79(4) ?
 O3 C11 . 1.299(4) yes
 O3 H3 .  .93(5) ?
 C1 C11 . 1.501(4) yes
 C1 C10 . 1.516(4) ?
 C1 C2 . 1.522(4) ?
 C1 C8 . 1.524(4) ?
 C2 C3 . 1.511(4) ?
 C2 H2A .  .97 ?
 C2 H2B .  .97 ?
 C3 C9 . 1.499(4) ?
 C3 C4 . 1.499(5) ?
 C4 C5 . 1.517(4) ?
 C4 H4A .  .97 ?
 C4 H4B .  .97 ?
 C5 C6 . 1.495(5) ?
 C5 C10 . 1.526(4) ?
 C5 H5 .  .98 ?
 C6 C7 . 1.503(5) ?
 C6 H6A .  .97 ?
 C6 H6B .  .97 ?
 C7 C8 . 1.510(4) ?
 C7 C9 . 1.518(4) ?
 C7 H7 .  .98 ?
 C8 H8A .  .97 ?
 C8 H8B .  .97 ?
 C9 H9A .  .97 ?
 C9 H9B .  .97 ?
 C10 H10A .  .97 ?
 C10 H10B .  .97 ?