data_2011391
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1287
_journal_page_last  1288
_publ_section_title
;
Hydrogen bonding and C-H...O interactions in 4-phenanthrenemethanol at 150 K
;
loop_
_publ_author_name
  'Gerkin, Roger E.'
_chemical_name_common
;
4-(hydroxymethyl)phenanthrene
;
_chemical_formula_moiety  'C15 H12 O1'
_chemical_formula_sum  'C15 H12 O1'
_chemical_formula_weight  208.26
_symmetry_cell_setting  tetragonal
_symmetry_space_group_name_H-M  'I 41/a'
_symmetry_space_group_name_Hall  '-I 4ad'
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '1/2+x,1/2+y,1/2+z'
  '  -x,1/2-y,  +z'
  '1/2-x,  -y,1/2+z'
  '3/4-y,1/4+x,1/4+z'
  '1/4-y,3/4+x,3/4+z'
  '1/4+y,1/4-x,1/4+z'
  '3/4+y,3/4-x,3/4+z'
  '  -x,  -y,  -z'
  '1/2-x,1/2-y,1/2-z'
  '  +x,1/2+y,  -z'
  '1/2+x,  +y,1/2-z'
  '3/4+y,1/4-x,1/4-z'
  '1/4+y,3/4-x,3/4-z'
  '1/4-y,1/4+x,1/4-z'
  '3/4-y,3/4+x,3/4-z'
_cell_length_a  22.5868(4)
_cell_length_b  22.5868(4)
_cell_length_c  8.30200(10)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  4235.40(10)
_cell_formula_units_Z  16
_cell_measurement_temperature  150
_exptl_crystal_density_diffrn  1.306
_diffrn_ambient_temperature  150
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_calc_attached_atom
_atom_site_refinement_flags
_atom_site_occupancy
  O1  .30782(3)  .49276(3)  .08862(9)  .0281(2) Uani d ? . 1.000
  C1  .42696(5)  .48557(5)  -.42640(10)
  .0290(3) Uani d ? . 1.000
  C2  .38280(5)  .52594(5)  -.40490(10)
  .0339(3) Uani d ? . 1.000
  C3  .36239(4)  .53711(5)  -.24920(10)
  .0321(3) Uani d ? . 1.000
  C4  .38311(4)  .50684(4)  -.11590(10)
  .0252(3) Uani d ? . 1.000
  C5  .42128(5)  .41520(4)  .14180(10)
  .0267(3) Uani d ? . 1.000
  C6  .44372(5)  .37754(5)  .25720(10)
  .0324(3) Uani d ? . 1.000
  C7  .49513(5)  .34509(5)  .22730(10)
  .0369(3) Uani d ? . 1.000
  C8  .52160(5)  .34862(5)  .07990(10)
  .0351(3) Uani d ? . 1.000
  C9  .52318(4)  .38307(4)  -.20080(10)
  .0295(3) Uani d ? . 1.000
  C10  .49854(5)  .41384(5)  -.32190(10)
  .0280(3) Uani d ? . 1.000
  C11  .45010(4)  .45338(4)  -.29490(10)
  .0247(3) Uani d ? . 1.000
  C12  .42650(4)  .46134(4)  -.13710(10)
  .0222(3) Uani d ? . 1.000
  C13  .44870(4)  .42209(4)  -.00990(10)
  .0228(3) Uani d ? . 1.000
  C14  .49856(4)  .38547(4)  -.04230(10)
  .0266(3) Uani d ? . 1.000
  C15  .35887(5)  .52750(4)  .04370(10)
  .0288(3) Uani d ? . 1.000
  H1  .4429  .4788  -.5347  .035 Uiso c C1 . 1.000
  H1O1  .2891(6)  .5136(5)  .176(2)  .058(4) Uiso d ? . 1.000
  H2  .3657  .5468  -.4973  .041 Uiso c C2 . 1.000
  H3  .3321  .5677  -.2337  .038 Uiso c C3 . 1.000
  H5  .3853  .4378  .1657  .032 Uiso c C5 . 1.000
  H6  .4234  .3735  .3609  .039 Uiso c C6 . 1.000
  H7  .5121  .3199  .3117  .044 Uiso c C7 . 1.000
  H8  .5572  .3251  .0584  .042 Uiso c C8 . 1.000
  H9  .5583  .3588  -.2213  .035 Uiso c C9 . 1.000
  H10  .5141  .4091  -.4314  .034 Uiso c C10 . 1.000
  H15A  .3474  .5692  .0351  .035 Uiso c C15 . 1.000
  H15B  .3895  .5232  .1265  .035 Uiso c C15 . 1.000
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  .0251(4)  .0278(4)  .0313(4)  -.0012(3)  .0045(3)  -.0053(3)
  C1  .0297(6)  .0296(6)  .0277(6)  -.0060(5)  .0023(4)  .0047(5)
  C2  .0334(6)  .0315(6)  .0368(6)  -.0016(5)  -.0008(5)  .0118(5)
  C3  .0268(6)  .0241(6)  .0453(7)  .0019(4)  .0025(5)  .0054(5)
  C4  .0226(5)  .0190(5)  .0340(6)  -.0044(4)  .0018(4)  -.0006(4)
  C5  .0254(5)  .0255(6)  .0293(6)  -.0010(4)  -.0010(4)  -.0024(4)
  C6  .0340(6)  .0349(6)  .0282(6)  -.0020(5)  -.0028(5)  .0015(5)
  C7  .0333(6)  .0389(7)  .0384(7)  .0014(5)  -.0084(5)  .0100(5)
  C8  .0250(6)  .0356(7)  .0446(7)  .0049(5)  -.0021(5)  .0056(5)
  C9  .0203(5)  .0275(6)  .0407(6)  .0012(5)  .0055(5)  -.0019(5)
  C10  .0257(6)  .0267(6)  .0316(6)  -.0048(4)  .0073(4)  -.0023(5)
  C11  .0223(5)  .0215(5)  .0304(6)  -.0061(4)  .0026(4)  -.0003(4)
  C12  .0184(5)  .0191(5)  .0291(6)  -.0050(4)  .0000(4)  -.0017(4)
  C13  .0201(5)  .0199(5)  .0284(5)  -.0042(4)  -.0020(4)  -.0030(4)
  C14  .0202(5)  .0241(5)  .0356(6)  -.0028(4)  -.0009(4)  .0002(4)
  C15  .0259(5)  .0205(5)  .0399(6)  -.0013(4)  .0030(5)  -.0036(5)
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
  O1 C15 . . 1.4440(10)
  yes
  O1 H1O1 . .  .960(10)
  no
  C1 C2 . . 1.363(2) no
  C1 C11 . . 1.4120(10)
  no
  C1 H1 . .  .98 no
  C2 C3 . . 1.3950(10)
  no
  C2 H2 . .  .98 no
  C3 C4 . . 1.3820(10)
  no
  C3 H3 . .  .98 no
  C4 C12 . . 1.4310(10)
  no
  C4 C15 . . 1.5080(10)
  yes
  C5 C6 . . 1.3770(10)
  no
  C5 C13 . . 1.4120(10)
  no
  C5 H5 . .  .98 no
  C6 C7 . . 1.395(2) no
  C6 H6 . .  .98 no
  C7 C8 . . 1.364(2) no
  C7 H7 . .  .98 no
  C8 C14 . . 1.411(2) no
  C8 H8 . .  .98 no
  C9 C10 . . 1.3430(10)
  no
  C9 C14 . . 1.4300(10)
  no
  C9 H9 . .  .98 no
  C10 C11 . . 1.4300(10)
  no
  C10 H10 . .  .98 no
  C11 C12 . . 1.4260(10)
  no
  C12 C13 . . 1.4670(10)
  no
  C13 C14 . . 1.4230(10)
  no
  C15 H15A . .  .98 no
  C15 H15B . .  .98 no