#------------------------------------------------------------------------------
#$Date: 2008-01-13 23:15:36 +0100 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011482.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_2011482
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1240
_journal_page_last  1241
_publ_section_title
;
2,4-o-Tolyl-3-azabicyclo[3.3.1]nonan-9-one
;
loop_
_publ_author_name
  'Vijayalakshmi, L.'
  'Parthasarathi, V.'
  'Venkatraj, M.'
  'Jeyaraman, R.'
_chemical_formula_moiety  'C22 H25 N O'
_chemical_formula_sum  'C22 H25 N O'
_chemical_formula_weight  319.43
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/a'
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  7.692(3)
_cell_length_b  16.825(3)
_cell_length_c  13.7247(18)
_cell_angle_alpha  90.00
_cell_angle_beta  99.428(18)
_cell_angle_gamma  90.00
_cell_volume  1752.1(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.211
_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
  N3  .1706(2)  .53089(12)  .67793(14)  .0523(5) Uani d . 1 . . N
  H3  .0589  .5288  .6779  .082(2) Uiso calc R 1 . . H
  O1  .6712(2)  .59560(13)  .72250(17)  .0768(6) Uani d . 1 . . O
  C9  .5137(3)  .59620(15)  .72622(19)  .0564(6) Uani d . 1 . . C
  C2  .3010(3)  .49294(15)  .75338(17)  .0523(6) Uani d . 1 . . C
  H2  .3680  .4548  .7202  .082(2) Uiso calc R 1 . . H
  C5  .3777(3)  .63727(15)  .65238(18)  .0534(6) Uani d . 1 . . C
  H5  .4367  .6619  .6019  .082(2) Uiso calc R 1 . . H
  C4  .2498(3)  .57258(14)  .60271(17)  .0503(6) Uani d . 1 . . C
  H4  .3183  .5340  .5711  .082(2) Uiso calc R 1 . . H
  C1  .4320(3)  .55584(16)  .80509(19)  .0564(6) Uani d . 1 . . C
  H1  .5249  .5285  .8503  .082(2) Uiso calc R 1 . . H
  C16  .1110(3)  .60799(14)  .52393(17)  .0504(6) Uani d . 1 . . C
  C21  .1460(3)  .62139(15)  .42837(18)  .0544(6) Uani d . 1 . . C
  C10  .2125(3)  .44759(15)  .82667(18)  .0532(6) Uani d . 1 . . C
  C23  .3139(4)  .5945(2)  .3952(2)  .0734(8) Uani d . 1 . . C
  H23A  .3274  .5382  .4049  .129(6) Uiso calc R 1 . . H
  H23B  .4124  .6214  .4331  .129(6) Uiso calc R 1 . . H
  H23C  .3088  .6067  .3264  .129(6) Uiso calc R 1 . . H
  C20  .0186(4)  .65987(16)  .36079(19)  .0613(7) Uani d . 1 . . C
  H20  .0410  .6691  .2972  .082(2) Uiso calc R 1 . . H
  C11  .2944(4)  .38124(16)  .87707(19)  .0593(6) Uani d . 1 . . C
  C17  -.0509(3)  .63142(17)  .54732(19)  .0595(6) Uani d . 1 . . C
  H17  -.0768  .6213  .6100  .082(2) Uiso calc R 1 . . H
  C15  .0473(3)  .47114(17)  .8455(2)  .0615(7) Uani d . 1 . . C
  H15  -.0087  .5144  .8117  .082(2) Uiso calc R 1 . . H
  C12  .2083(5)  .34299(19)  .9449(2)  .0756(8) Uani d . 1 . . C
  H12  .2621  .2995  .9791  .082(2) Uiso calc R 1 . . H
  C19  -.1385(4)  .68458(17)  .3851(2)  .0679(7) Uani d . 1 . . C
  H19  -.2203  .7111  .3390  .082(2) Uiso calc R 1 . . H
  C18  -.1739(4)  .66980(18)  .4779(2)  .0697(8) Uani d . 1 . . C
  H18  -.2811  .6856  .4945  .082(2) Uiso calc R 1 . . H
  C14  -.0345(4)  .4313(2)  .9133(2)  .0744(8) Uani d . 1 . . C
  H14  -.1445  .4480  .9251  .082(2) Uiso calc R 1 . . H
  C22  .4696(4)  .35003(19)  .8588(2)  .0759(8) Uani d . 1 . . C
  H22A  .4648  .3404  .7895  .129(6) Uiso calc R 1 . . H
  H22B  .4961  .3013  .8946  .129(6) Uiso calc R 1 . . H
  H22C  .5598  .3885  .8807  .129(6) Uiso calc R 1 . . H
  C13  .0456(5)  .3673(2)  .9632(2)  .0818(9) Uani d . 1 . . C
  H13  -.0091  .3405 1.0092  .082(2) Uiso calc R 1 . . H
  C8  .3509(4)  .62076(17)  .86298(19)  .0638(7) Uani d . 1 . . C
  H8A  .2893  .5954  .9109  .082(2) Uiso calc R 1 . . H
  H8B  .4453  .6525  .8991  .082(2) Uiso calc R 1 . . H
  C7  .2235(4)  .67548(16)  .7987(2)  .0629(7) Uani d . 1 . . C
  H7A  .2007  .7216  .8372  .082(2) Uiso calc R 1 . . H
  H7B  .1126  .6479  .7790  .082(2) Uiso calc R 1 . . H
  C6  .2925(4)  .70325(15)  .7066(2)  .0592(6) Uani d . 1 . . C
  H6A  .3788  .7449  .7251  .082(2) Uiso calc R 1 . . H
  H6B  .1956  .7262  .6612  .082(2) 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
  N3  .0457(10)  .0580(12)  .0532(11)  -.0026(8)  .0085(8)  .0034(9)
  O1  .0429(10)  .0894(15)  .1002(16)  .0011(9)  .0182(9)  .0108(12)
  C9  .0488(13)  .0553(14)  .0655(15)  -.0024(10)  .0106(11)  -.0039(11)
  C2  .0498(12)  .0548(13)  .0526(13)  -.0015(10)  .0100(10)  .0012(10)
  C5  .0488(13)  .0557(14)  .0569(13)  -.0062(10)  .0126(10)  .0034(11)
  C4  .0511(13)  .0513(13)  .0502(12)  .0006(10)  .0130(10)  -.0027(10)
  C1  .0463(13)  .0626(15)  .0586(14)  -.0044(11)  .0034(10)  .0044(11)
  C16  .0506(13)  .0499(12)  .0516(12)  -.0010(10)  .0110(10)  -.0050(10)
  C21  .0602(14)  .0521(13)  .0517(13)  -.0054(11)  .0119(11)  -.0070(10)
  C10  .0546(13)  .0548(13)  .0502(12)  -.0069(10)  .0086(10)  -.0028(10)
  C23  .0703(18)  .093(2)  .0619(16)  .0036(15)  .0266(14)  -.0042(15)
  C20  .0755(17)  .0573(14)  .0490(13)  -.0064(12)  .0034(12)  -.0014(11)
  C11  .0617(15)  .0581(14)  .0555(14)  -.0072(11)  .0017(11)  .0041(11)
  C17  .0517(13)  .0695(16)  .0578(14)  .0023(12)  .0111(11)  -.0053(12)
  C15  .0581(15)  .0650(15)  .0640(15)  -.0056(12)  .0179(12)  -.0045(12)
  C12  .091(2)  .0690(18)  .0648(16)  -.0162(16)  .0062(15)  .0107(14)
  C19  .0682(17)  .0638(16)  .0655(16)  .0047(13)  -.0073(13)  -.0034(13)
  C18  .0558(15)  .0774(18)  .0731(18)  .0074(13)  .0022(13)  -.0098(15)
  C14  .0740(19)  .080(2)  .0750(19)  -.0190(15)  .0290(15)  -.0114(16)
  C22  .0687(18)  .0756(19)  .080(2)  .0083(15)  .0020(15)  .0155(16)
  C13  .093(2)  .086(2)  .0718(18)  -.0297(18)  .0297(17)  .0039(17)
  C8  .0666(16)  .0692(17)  .0542(14)  -.0110(13)  .0056(12)  -.0071(12)
  C7  .0651(15)  .0608(15)  .0644(15)  -.0010(12)  .0148(12)  -.0134(12)
  C6  .0579(14)  .0521(13)  .0665(15)  -.0011(11)  .0075(12)  -.0040(12)
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
  N3 C4 . 1.461(3) yes
  N3 C2 . 1.465(3) yes
  N3 H3 .  .8600 ?
  O1 C9 . 1.221(3) yes
  C9 C1 . 1.500(3) n
  C9 C5 . 1.501(3) n
  C2 C10 . 1.511(3) n
  C2 C1 . 1.551(3) n
  C2 H2 .  .9800 ?
  C5 C6 . 1.541(3) n
  C5 C4 . 1.548(3) n
  C5 H5 .  .9800 ?
  C4 C16 . 1.512(3) ?
  C4 H4 .  .9800 ?
  C1 C8 . 1.542(4) n
  C1 H1 .  .9800 ?
  C16 C17 . 1.393(3) ?
  C16 C21 . 1.400(3) ?
  C21 C20 . 1.393(4) ?
  C21 C23 . 1.508(4) ?
  C10 C15 . 1.395(4) ?
  C10 C11 . 1.407(4) ?
  C23 H23A .  .9600 ?
  C23 H23B .  .9600 ?
  C23 H23C .  .9600 ?
  C20 C19 . 1.370(4) ?
  C20 H20 .  .9300 ?
  C11 C12 . 1.386(4) ?
  C11 C22 . 1.506(4) ?
  C17 C18 . 1.387(4) ?
  C17 H17 .  .9300 ?
  C15 C14 . 1.380(4) ?
  C15 H15 .  .9300 ?
  C12 C13 . 1.379(5) ?
  C12 H12 .  .9300 ?
  C19 C18 . 1.368(4) ?
  C19 H19 .  .9300 ?
  C18 H18 .  .9300 ?
  C14 C13 . 1.367(5) ?
  C14 H14 .  .9300 ?
  C22 H22A .  .9600 ?
  C22 H22B .  .9600 ?
  C22 H22C .  .9600 ?
  C13 H13 .  .9300 ?
  C8 C7 . 1.517(4) n
  C8 H8A .  .9700 ?
  C8 H8B .  .9700 ?
  C7 C6 . 1.523(4) n
  C7 H7A .  .9700 ?
  C7 H7B .  .9700 ?
  C6 H6A .  .9700 ?
  C6 H6B .  .9700 ?