data_2014340
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2006
_journal_volume  62
_journal_page_first  o68
_journal_page_last  o70
_publ_section_title
;
Naphthalene-1,3-diol
;
loop_
_publ_author_name
  'Marciniak, Bernard'
  'Rozycka-Sokolowska, Ewa'
  'Pavlyuk, Volodymyr'
_chemical_name_common  1,3-dihydroxynaphthalene
_chemical_formula_moiety  'C10 H8 O2'
_chemical_formula_sum  'C10 H8 O2'
_chemical_formula_iupac  'C10 H8 O2'
_chemical_formula_weight  160.16
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  9.0606(18)
_cell_length_b  7.2027(14)
_cell_length_c  13.309(3)
_cell_angle_alpha  90.00
_cell_angle_beta  119.96(3)
_cell_angle_gamma  90.00
_cell_volume  752.5(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.414
_diffrn_ambient_temperature  293(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
  C1 0.2499(2) 0.8877(3) 0.23863(15) 0.0407(5) Uani d . 1 . . C
  C2 0.3512(2) 0.8147(3) 0.20084(16) 0.0450(5) Uani d . 1 . . C
  H2 0.4690 0.8211 0.2471 0.054 Uiso calc R 1 . . H
  C3 0.2778(2) 0.7298(3) 0.09212(16) 0.0415(5) Uani d . 1 . . C
  C4 0.1083(2) 0.7167(3) 0.02371(16) 0.0419(5) Uani d . 1 . . C
  H4 0.0621 0.6588 -0.0482 0.050 Uiso calc R 1 . . H
  C5 0.0011(2) 0.7910(2) 0.06155(15) 0.0373(5) Uani d . 1 . . C
  C6 -0.1773(2) 0.7808(3) -0.00702(18) 0.0474(5) Uani d . 1 . . C
  H6 -0.2264 0.7235 -0.0792 0.057 Uiso calc R 1 . . H
  C7 -0.2779(3) 0.8535(3) 0.0310(2) 0.0561(6) Uani d . 1 . . C
  H7 -0.3956 0.8440 -0.0150 0.067 Uiso calc R 1 . . H
  C8 -0.2079(3) 0.9427(3) 0.1382(2) 0.0559(6) Uani d . 1 . . C
  H8 -0.2790 0.9933 0.1628 0.067 Uiso calc R 1 . . H
  C9 -0.0369(3) 0.9555(3) 0.20647(18) 0.0477(5) Uani d . 1 . . C
  H9 0.0091 1.0152 0.2778 0.057 Uiso calc R 1 . . H
  C10 0.0714(2) 0.8792(2) 0.17030(15) 0.0383(5) Uani d . 1 . . C
  O11 0.3137(2) 0.9713(2) 0.34456(12) 0.0558(5) Uani d . 1 . . O
  H11 0.409(4) 1.020(5) 0.364(3) 0.105(11) Uiso d . 1 . . H
  O12 0.38935(19) 0.6626(2) 0.05988(14) 0.0558(5) Uani d . 1 . . O
  H12 0.334(3) 0.623(4) -0.014(2) 0.081(8) Uiso d . 1 . . H
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
  C1 0.0475(11) 0.0424(11) 0.0311(10) -0.0081(9) 0.0187(8) -0.0006(8)
  C2 0.0371(10) 0.0573(13) 0.0362(10) -0.0014(9) 0.0151(9) 0.0052(9)
  C3 0.0440(11) 0.0457(11) 0.0380(11) 0.0062(9) 0.0229(9) 0.0058(8)
  C4 0.0472(11) 0.0401(11) 0.0360(10) -0.0001(8) 0.0191(9) -0.0006(8)
  C5 0.0416(10) 0.0318(10) 0.0378(10) -0.0015(8) 0.0193(8) 0.0025(8)
  C6 0.0433(11) 0.0440(11) 0.0478(12) -0.0017(9) 0.0175(9) 0.0013(9)
  C7 0.0417(11) 0.0543(13) 0.0715(16) 0.0025(9) 0.0276(11) 0.0080(11)
  C8 0.0595(14) 0.0517(13) 0.0711(15) 0.0107(10) 0.0436(12) 0.0062(11)
  C9 0.0618(13) 0.0398(11) 0.0499(12) 0.0039(9) 0.0341(11) 0.0023(9)
  C10 0.0477(11) 0.0310(10) 0.0406(11) -0.0003(8) 0.0253(9) 0.0045(8)
  O11 0.0608(10) 0.0700(11) 0.0387(8) -0.0191(8) 0.0264(7) -0.0155(7)
  O12 0.0473(8) 0.0787(11) 0.0433(9) 0.0153(7) 0.0240(7) 0.0016(8)
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
  C1 C2 . 1.353(3) y
  C1 O11 . 1.368(2) y
  C1 C10 . 1.406(3) y
  C2 C3 . 1.396(3) y
  C2 H2 . 0.9300 ?
  C3 C4 . 1.342(3) y
  C3 O12 . 1.369(2) y
  C4 C5 . 1.404(3) y
  C4 H4 . 0.9300 ?
  C5 C6 . 1.406(3) y
  C5 C10 . 1.408(3) y
  C6 C7 . 1.350(3) y
  C6 H6 . 0.9300 ?
  C7 C8 . 1.396(3) y
  C7 H7 . 0.9300 ?
  C8 C9 . 1.352(3) y
  C8 H8 . 0.9300 ?
  C9 C10 . 1.403(3) y
  C9 H9 . 0.9300 ?
  O11 H11 . 0.85(3) ?
  O12 H12 . 0.89(3) ?