#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008823.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_2008823
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1342
_journal_page_last  1344
_publ_section_title
;
Preparation and structures of two isomers of 1,4,4a,5,7,8,9,9a,10,11,12a
-decahydro-1,4-methanocyclopenta[b]pyrrolo[1,6a-a][3,1]benzoxazin-11-one
;
loop_
_publ_author_name
  "St\'ajer, G\'eza"
  "Vir\'ag, Mikl\'os"
  'Sillanp\"a\"a, Reijo'
_chemical_formula_sum  'C15 H19 N O2'
_chemical_formula_weight  245.31
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'
_cell_length_a  18.5108(18)
_cell_length_b  6.644(4)
_cell_length_c  21.2349(15)
_cell_angle_alpha  90.00
_cell_angle_beta  105.690(6)
_cell_angle_gamma  90.00
_cell_volume  2514.4(16)
_cell_formula_units_Z  8
_cell_measurement_temperature  294(2)
_exptl_crystal_density_diffrn  1.296
_diffrn_ambient_temperature  294(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
  O1 0.75016(8) -0.0071(2) -0.02873(7) 0.0560(4) Uani d . 1 . . O
  O6 0.85539(8) -0.0799(2) 0.18738(6) 0.0483(4) Uani d . 1 . . O
  N12 0.81052(9) 0.0461(2) 0.07982(7) 0.0380(4) Uani d . 1 . . N
  C1 0.93091(12) 0.2549(3) 0.09205(10) 0.0464(5) Uani d . 1 . . C
  H1 0.9026 0.3810 0.0824 0.056 Uiso calc R 1 . . H
  C2 0.99679(13) 0.2328(4) 0.06338(12) 0.0612(7) Uani d . 1 . . C
  H2 1.0046 0.3055 0.0284 0.073 Uiso calc R 1 . . H
  C3 1.04117(13) 0.0927(5) 0.09667(13) 0.0689(8) Uani d . 1 . . C
  H3 1.0855 0.0471 0.0889 0.083 Uiso calc R 1 . . H
  C4A 0.93701(12) -0.1072(3) 0.11370(11) 0.0485(5) Uani d . 1 . . C
  H4A 0.9518 -0.2047 0.0849 0.058 Uiso calc R 1 . . H
  C4 1.00718(12) 0.0184(4) 0.15010(12) 0.0595(7) Uani d . 1 . . C
  H4 1.0418 -0.0469 0.1877 0.071 Uiso calc R 1 . . H
  C5 0.89341(13) -0.2160(3) 0.15499(11) 0.0532(6) Uani d . 1 . . C
  H5A 0.8569 -0.3050 0.1271 0.064 Uiso calc R 1 . . H
  H5B 0.9278 -0.2980 0.1875 0.064 Uiso calc R 1 . . H
  C6A 0.79668(11) 0.0328(3) 0.14409(9) 0.0400(5) Uani d . 1 . . C
  C7 0.79165(13) 0.2360(3) 0.17742(11) 0.0515(6) Uani d . 1 . . C
  H7A 0.8157 0.2280 0.2240 0.062 Uiso calc R 1 . . H
  H7B 0.8158 0.3412 0.1588 0.062 Uiso calc R 1 . . H
  C8 0.70922(14) 0.2784(4) 0.16510(13) 0.0642(7) Uani d . 1 . . C
  H8A 0.6889 0.3397 0.1225 0.077 Uiso calc R 1 . . H
  H8B 0.6999 0.3667 0.1984 0.077 Uiso calc R 1 . . H
  C9 0.67527(14) 0.0705(4) 0.16817(12) 0.0632(7) Uani d . 1 . . C
  H9A 0.6217 0.0706 0.1474 0.076 Uiso calc R 1 . . H
  H9B 0.6842 0.0249 0.2130 0.076 Uiso calc R 1 . . H
  C9A 0.71701(12) -0.0612(3) 0.13031(11) 0.0505(6) Uani d . 1 . . C
  H9A1 0.7197 -0.2010 0.1454 0.061 Uiso calc R 1 . . H
  C10 0.68506(12) -0.0494(4) 0.05582(11) 0.0558(6) Uani d . 1 . . C
  H10A 0.6623 -0.1765 0.0386 0.067 Uiso calc R 1 . . H
  H10B 0.6474 0.0556 0.0441 0.067 Uiso calc R 1 . . H
  C11 0.75018(11) -0.0026(3) 0.02907(10) 0.0431(5) Uani d . 1 . . C
  C12A 0.88553(11) 0.0572(3) 0.07088(10) 0.0412(5) Uani d . 1 . . C
  H12A 0.8823 0.0311 0.0248 0.049 Uiso calc R 1 . . H
  C13 0.97120(13) 0.2149(4) 0.16432(11) 0.0541(6) Uani d . 1 . . C
  H13A 1.0078 0.3177 0.1833 0.065 Uiso calc R 1 . . H
  H13B 0.9368 0.1953 0.1911 0.065 Uiso calc R 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
  O1 0.0614(10) 0.0623(11) 0.0377(9) -0.0006(8) 0.0022(7) -0.0009(8)
  O6 0.0532(9) 0.0502(9) 0.0393(8) 0.0076(7) 0.0089(7) 0.0064(7)
  N12 0.0410(9) 0.0372(9) 0.0345(9) 0.0006(7) 0.0080(7) 0.0009(7)
  C1 0.0460(12) 0.0449(12) 0.0479(12) -0.0036(10) 0.0118(10) -0.0006(10)
  C2 0.0503(14) 0.0788(18) 0.0563(14) -0.0123(14) 0.0174(11) 0.0014(13)
  C3 0.0423(13) 0.091(2) 0.0759(17) 0.0015(14) 0.0200(12) -0.0045(16)
  C4A 0.0496(13) 0.0459(13) 0.0503(13) 0.0095(10) 0.0139(10) -0.0010(11)
  C4 0.0440(12) 0.0749(17) 0.0543(13) 0.0085(12) 0.0040(11) 0.0054(12)
  C5 0.0587(14) 0.0417(13) 0.0568(14) 0.0134(11) 0.0113(11) 0.0068(11)
  C6A 0.0455(11) 0.0372(11) 0.0375(10) 0.0033(9) 0.0118(9) 0.0046(9)
  C7 0.0639(14) 0.0468(13) 0.0491(12) 0.0013(11) 0.0241(11) -0.0037(11)
  C8 0.0666(16) 0.0678(17) 0.0638(16) 0.0149(13) 0.0270(13) -0.0051(13)
  C9 0.0571(14) 0.0842(19) 0.0556(14) 0.0040(14) 0.0276(12) 0.0111(13)
  C9A 0.0506(12) 0.0452(13) 0.0563(13) -0.0035(11) 0.0158(10) 0.0086(11)
  C10 0.0454(12) 0.0600(15) 0.0587(14) -0.0051(11) 0.0086(10) -0.0051(12)
  C11 0.0484(12) 0.0359(11) 0.0399(13) 0.0032(9) 0.0031(9) -0.0002(9)
  C12A 0.0434(11) 0.0441(12) 0.0362(10) 0.0016(9) 0.0110(9) -0.0021(9)
  C13 0.0486(13) 0.0638(15) 0.0460(13) -0.0091(11) 0.0059(10) -0.0082(11)
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 . 1.228(2) y
  O6 C6A . 1.431(2) y
  O6 C5 . 1.431(3) y
  N12 C11 . 1.365(2) y
  N12 C12A . 1.453(2) y
  N12 C6A . 1.458(2) y
  C1 C2 . 1.510(3) ?
  C1 C13 . 1.537(3) ?
  C1 C12A . 1.559(3) ?
  C2 C3 . 1.314(4) y
  C3 C4 . 1.521(4) ?
  C4A C5 . 1.525(3) ?
  C4A C4 . 1.561(3) ?
  C4A C12A . 1.568(3) ?
  C4 C13 . 1.532(3) ?
  C6A C7 . 1.539(3) ?
  C6A C9A . 1.555(3) ?
  C7 C8 . 1.503(3) ?
  C8 C9 . 1.527(4) ?
  C9 C9A . 1.531(3) ?
  C9A C10 . 1.534(3) ?
  C10 C11 . 1.498(3) ?