data_2010665
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  e71
_journal_page_last  e71
_publ_section_title
;
2,3,3a,4,5a,6,7,8-Octahydro-5a-methyl-6,9-methano-1H,9H-5-oxa-4-azacyclo-
penta[c]indene
;
loop_
_publ_author_name
  'Tam, William'
  'Handerson, Sean'
  'Ferguson, George'
_chemical_formula_moiety  'C12 H15 N O'
_chemical_formula_sum  'C12 H15 N O'
_chemical_formula_weight  189.25
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
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  7.640(2)
_cell_length_b  12.7121(14)
_cell_length_c  10.2205(7)
_cell_angle_alpha  90.00
_cell_angle_beta  91.668(11)
_cell_angle_gamma  90.00
_cell_volume  992.2(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  294.0(10)
_exptl_crystal_density_diffrn  1.267
_diffrn_ambient_temperature  294.0(10)
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  .21653(16)  .27567(10)  .05223(11)  .0467(4) Uani d . 1 . . O
  N1  .0809(2)  .35228(11)  .03739(14)  .0453(4) Uani d . 1 . . N
  C1  .1863(3)  .11372(14)  .18024(18)  .0474(5) Uani d . 1 . . C
  C2  .2196(2)  .23317(13)  .18701(16)  .0373(4) Uani d . 1 . . C
  C3  .0493(2)  .27558(12)  .24506(15)  .0330(4) Uani d . 1 . . C
  C4  -.0637(2)  .17320(13)  .25784(17)  .0428(5) Uani d . 1 . . C
  C5  .0261(3)  .11096(13)  .36577(19)  .0482(5) Uani d . 1 . . C
  C6  .1746(3)  .07582(14)  .31991(18)  .0527(5) Uani d . 1 . . C
  C7  -.0072(3)  .11142(14)  .13816(19)  .0532(5) Uani d . 1 . . C
  C8  .0429(3)  .34903(14)  .36314(17)  .0447(5) Uani d . 1 . . C
  C9  -.1187(3)  .41804(16)  .3352(2)  .0585(6) Uani d . 1 . . C
  C10  -.1428(3)  .42595(15)  .18525(19)  .0545(5) Uani d . 1 . . C
  C11  -.0108(2)  .34888(13)  .13890(16)  .0374(4) Uani d . 1 . . C
  C12  .3923(2)  .26523(17)  .2496(2)  .0563(5) Uani d . 1 . . C
  H1  .2651  .0737  .1249  .057 Uiso calc R 1 . . H
  H4  -.1901  .1837  .2658  .051 Uiso calc R 1 . . H
  H5  -.0155  .0995  .4492  .058 Uiso calc R 1 . . H
  H6  .2572  .0351  .3653  .063 Uiso calc R 1 . . H
  H7A  -.0314  .1481  .0564  .064 Uiso calc R 1 . . H
  H7B  -.0554  .0408  .1345  .064 Uiso calc R 1 . . H
  H8A  .1482  .3915  .3706  .054 Uiso calc R 1 . . H
  H8B  .0306  .3094  .4434  .054 Uiso calc R 1 . . H
  H9A  -.1014  .4874  .3729  .070 Uiso calc R 1 . . H
  H9B  -.2214  .3867  .3729  .070 Uiso calc R 1 . . H
  H10A  -.2605  .4062  .1568  .065 Uiso calc R 1 . . H
  H10B  -.1182  .4964  .1545  .065 Uiso calc R 1 . . H
  H12A  .4861  .2380  .1991  .085 Uiso calc R 1 . . H
  H12B  .4012  .2376  .3369  .085 Uiso calc R 1 . . H
  H12C  .3996  .3406  .2525  .085 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  .0524(8)  .0509(7)  .0375(7)  .0057(6)  .0117(6)  .0058(6)
  N1  .0510(10)  .0444(9)  .0404(9)  -.0002(7)  -.0006(7)  .0079(7)
  C1  .0587(13)  .0366(10)  .0475(11)  .0085(9)  .0113(9)  -.0035(8)
  C2  .0382(9)  .0395(9)  .0344(9)  .0031(8)  .0044(7)  .0030(7)
  C3  .0339(9)  .0314(8)  .0337(9)  .0004(7)  .0015(7)  .0043(7)
  C4  .0391(10)  .0367(9)  .0527(11)  -.0046(8)  .0040(8)  .0069(8)
  C5  .0591(13)  .0360(10)  .0502(11)  .0003(9)  .0122(9)  .0111(8)
  C6  .0675(14)  .0350(10)  .0558(12)  .0104(10)  .0042(10)  .0103(9)
  C7  .0680(14)  .0371(10)  .0542(12)  -.0133(9)  -.0031(10)  -.0014(8)
  C8  .0556(12)  .0417(10)  .0372(10)  .0022(9)  .0072(8)  .0007(8)
  C9  .0668(14)  .0478(11)  .0615(13)  .0152(10)  .0154(11)  .0012(9)
  C10  .0504(12)  .0489(11)  .0644(13)  .0096(10)  .0063(10)  .0168(10)
  C11  .0382(10)  .0370(9)  .0368(9)  -.0036(8)  -.0025(8)  .0049(7)
  C12  .0394(11)  .0666(13)  .0629(13)  .0011(10)  -.0009(9)  .0071(10)
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 . 1.4269(19) no
  O1 C2 . 1.479(2) no
  N1 C11 . 1.269(2) no
  C1 C2 . 1.541(2) no
  C1 C6 . 1.512(3) no
  C1 C7 . 1.528(3) no
  C2 C3 . 1.543(2) no
  C2 C12 . 1.505(3) no
  C3 C4 . 1.570(2) no
  C3 C8 . 1.528(2) no
  C3 C11 . 1.492(2) no
  C4 C5 . 1.506(2) no
  C4 C7 . 1.527(2) no
  C5 C6 . 1.318(3) no
  C8 C9 . 1.535(3) no
  C9 C10 . 1.541(3) no
  C10 C11 . 1.493(2) no