#------------------------------------------------------------------------------
#$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012401.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_2012401
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  1462
_journal_page_last  1464
_publ_section_title
;
4-Nitro-9,10-dihydrophenanthrene and a polymorphic form of 4-nitrophenanthrene
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/a'
loop_
_publ_author_name
  'Sekine, Akiko'
  'Uekusa, Hidehiro'
  'Ohashi, Yuji'
  'Yoshimura, Kimihiro'
  'Yagi, Mikio'
  'Higuchi, Jiro'
_chemical_formula_moiety  'C14 H11 N O2'
_chemical_formula_sum  'C14 H11 N O2'
_chemical_formula_iupac  'C14 H11 N O2'
_chemical_formula_weight  225.24
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z'
_cell_length_a  8.6710(5)
_cell_length_b  16.4284(8)
_cell_length_c  7.8287(7)
_cell_angle_alpha  90.00
_cell_angle_beta  92.542(6)
_cell_angle_gamma  90.00
_cell_volume  1114.11(13)
_cell_formula_units_Z  4
_cell_measurement_temperature  296(2)
_exptl_crystal_density_diffrn  1.343
_diffrn_ambient_temperature  296(2)
_refine_ls_R_factor_obs  .0355
_refine_ls_wR_factor_obs  .0928
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  .1686(2)  .03296(8)  .69547(15)  .0612(4) Uani d . 1 . O
  O2  .2442(2)  -.07687(8)  .8237(2)  .0734(4) Uani d . 1 . O
  N1  .2224(2)  -.00368(8)  .8199(2)  .0458(4) Uani d . 1 . N
  C1  .2809(2)  .13308(11) 1.2687(2)  .0531(5) Uani d . 1 . C
  H1  .2882  .16406 1.3681  .064 Uiso calc R 1 . H
  C2  .1915(2)  .06386(12) 1.2654(2)  .0546(5) Uani d . 1 . C
  H2  .1399  .04810 1.3617  .066 Uiso calc R 1 . H
  C3  .1791(2)  .01819(10) 1.1179(2)  .0473(4) Uani d . 1 . C
  H3  .1194  -.02887 1.1132  .057 Uiso calc R 1 . H
  C4  .2566(2)  .04342(9)  .9773(2)  .0385(4) Uani d . 1 . C
  C4a  .3524(2)  .11179(9)  .9763(2)  .0381(4) Uani d . 1 . C
  C4b  .4483(2)  .13688(9)  .8333(2)  .0389(4) Uani d . 1 . C
  C5  .5071(2)  .08126(10)  .7185(2)  .0442(4) Uani d . 1 . C
  H5  .4851  .02617  .7298  .053 Uiso calc R 1 . H
  C6  .5977(2)  .10705(12)  .5884(2)  .0549(5) Uani d . 1 . C
  H6  .6364  .06943  .5125  .066 Uiso calc R 1 . H
  C7  .6307(2)  .18820(13)  .5712(3)  .0635(5) Uani d . 1 . C
  H7  .6893  .20573  .4815  .076 Uiso calc R 1 . H
  C8  .5774(2)  .24389(12)  .6865(3)  .0608(5) Uani d . 1 . C
  H8  .6015  .29869  .6744  .073 Uiso calc R 1 . H
  C8a  .4881(2)  .21937(9)  .8202(2)  .0468(4) Uani d . 1 . C
  C9  .4404(2)  .27667(10)  .9572(2)  .0588(5) Uani d . 1 . C
  H9A  .3343  .29364  .9343  .071 Uiso calc R 1 . H
  H9B  .5053  .32476  .9580  .071 Uiso calc R 1 . H
  C10  .4553(2)  .23471(11) 1.1298(2)  .0573(5) Uani d . 1 . C
  H10A  .5628  .22161 1.1565  .069 Uiso calc R 1 . H
  H10B  .4204  .27108 1.2178  .069 Uiso calc R 1 . H
  C10a  .3606(2)  .15803(10) 1.1280(2)  .0454(4) 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  .0700(8)  .0697(8)  .0430(7)  -.0090(7)  -.0075(6)  .0005(6)
  O2  .1094(12)  .0380(7)  .0739(9)  -.0083(7)  .0166(8)  -.0073(6)
  N1  .0488(8)  .0430(8)  .0462(8)  -.0093(6)  .0100(6)  -.0020(6)
  C1  .0553(10)  .0628(11)  .0411(9)  .0158(9)  .0003(8)  -.0111(8)
  C2  .0544(10)  .0691(12)  .0410(9)  .0084(9)  .0087(8)  .0062(8)
  C3  .0462(9)  .0502(10)  .0456(9)  .0004(7)  .0053(7)  .0075(8)
  C4  .0394(8)  .0386(8)  .0375(8)  .0039(6)  .0019(6)  -.0011(6)
  C4a  .0359(8)  .0359(8)  .0424(8)  .0058(6)  -.0005(6)  -.0009(6)
  C4b  .0347(8)  .0390(8)  .0426(9)  .0005(6)  -.0026(6)  .0016(7)
  C5  .0428(9)  .0442(9)  .0457(9)  -.0011(7)  .0035(7)  -.0009(7)
  C6  .0522(10)  .0676(12)  .0455(10)  -.0024(9)  .0086(8)  .0013(8)
  C7  .0585(11)  .0779(14)  .0543(11)  -.0154(10)  .0062(9)  .0151(10)
  C8  .0596(11)  .0514(10)  .0704(12)  -.0155(9)  -.0063(9)  .0167(10)
  C8a  .0408(9)  .0397(9)  .0591(10)  -.0032(7)  -.0086(7)  .0036(7)
  C9  .0555(11)  .0364(9)  .0834(13)  -.0029(8)  -.0081(9)  -.0066(9)
  C10  .0570(11)  .0500(10)  .0643(12)  -.0002(8)  -.0045(9)  -.0182(9)
  C10a  .0416(9)  .0459(9)  .0484(9)  .0087(7)  -.0035(7)  -.0088(7)
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 N1 . 1.220(2) y
  O2 N1 . 1.217(2) y
  N1 C4 . 1.474(2) y
  C4 C3 . 1.379(2) y
  C4 C4a . 1.397(2) y
  C3 C2 . 1.377(2) ?
  C2 C1 . 1.376(3) ?
  C1 C10a . 1.387(2) ?
  C10a C4a . 1.409(2) ?
  C10a C10 . 1.504(2) ?
  C10 C9 . 1.517(3) ?
  C9 C8a . 1.499(2) ?
  C8a C8 . 1.390(2) ?
  C8a C4b . 1.403(2) ?
  C8 C7 . 1.379(3) ?
  C7 C6 . 1.371(3) ?
  C6 C5 . 1.380(2) ?
  C5 C4b . 1.394(2) ?
  C4a C4b . 1.482(2) y
  H3 C3 .  .93 ?
  H2 C2 .  .93 ?
  H1 C1 .  .93 ?
  H10A C10 .  .97 ?
  H10B C10 .  .97 ?
  H9A C9 .  .97 ?
  H9B C9 .  .97 ?
  H8 C8 .  .93 ?
  H7 C7 .  .93 ?
  H6 C6 .  .93 ?
  H5 C5 .  .93 ?