#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/03/2010326.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_2010326
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1994
_journal_volume 50
_journal_page_first  2096
_journal_page_last  2098
_publ_section_title
;
Chemical Degradation of Spiroindolinonaphthoxazines: Structure of
8,13,13-Trimethyl(naphtho-[2,1-b]-1,2,3,4-tetrahydroquinolino-[3,2-e]
[1,4]oxazine), C~22~H~20~N~2~O
;
loop_
_publ_author_name
  'Millini, Roberto'
  'Piero, Gasto Del'
  'Allegrini, Pietro'
  'Nodari, Nereo'
_chemical_formula_sum            'C22 H20 N2 O'
_[local]_cod_chemical_formula_sum_orig 'C22 H20 N2 O1'
_chemical_formula_weight  328.41
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P c c n'
_symmetry_space_group_name_Hall  '-P 2ab 2ac'
loop_
_symmetry_equiv_pos_as_xyz
  'x,y,z'
  '1/2+x,1/2+y,-z'
  'x,1/2-y,1/2+z'
  '1/2-x,y,1/2+z'
  '-x,-y,-z'
  '1/2-x,1/2-y,z'
  '-x,1/2+y,1/2-z'
  '1/2+x,-y,1/2-z'
_cell_length_a  29.464(7)
_cell_length_b  13.861(4)
_cell_length_c  8.515(2)
_cell_angle_alpha  90.
_cell_angle_beta  90.
_cell_angle_gamma  90.
_cell_volume  3477.5(15)
_cell_formula_units_Z  8
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.2545
_refine_ls_R_factor_obs  0.0564
_refine_ls_wR_factor_obs  0.0453
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
  O(1) .07100(10)
  .0464(2) .3216(4) 0.0490(10)
  C(2) .09280(10)
  .0824(3) .1900(5) 0.0440(10)
  C(3) .0687(2) .1456(3) .0905(6) 0.0500(10)
  C(4) .0901(2) .1838(3) -.0385(6) 0.0490(10)
  C(5) .1361(2) .1589(3) -.0713(5) 0.0450(10)
  C(6) .1585(2) .1967(3) -.2060(6) 0.054(2)
  C(7) .2022(2) .1720(4) -.2358(6) 0.062(2)
  C(8) .2258(2) .1083(4) -.1379(6) 0.060(2)
  C(9) .2053(2) .0689(4) -.0099(6) 0.051(2)
  C(10) .15960(10)
  .0938(3) .0241(5) 0.0420(10)
  C(11) .13690(10)
  .0556(3) .1602(5) 0.0410(10)
  N(12) .15810(10)
  -.0184(3) .2483(5) 0.0460(10)
  C(13) .14090(10)
  -.0382(2) .3829(5) 0.044(2)
  C(14) .1570(2) -.1214(3) .4811(6) 0.048(2)
  C(15) .1139(2) -.1762(3) .5264(6) 0.048(2)
  C(16) .1113(2) -.2770(4) .5289(7) 0.060(2)
  C(17) .0724(2) -.3229(4) .5812(7) 0.071(2)
  C(18) .0364(2) -.2699(5) .6299(8) 0.079(2)
  C(19) .0374(2) -.1699(4) .6250(7) 0.064(2)
  C(20) .0759(2) -.1237(3) .5731(6) 0.051(2)
  N(21) .07890(10)
  -.0216(3) .5717(5) 0.0540(10)
  C(22) .1027(2) .0237(3) .4485(5) 0.0450(10)
  C(23) .1796(2) -.0801(4) .6291(6) 0.062(2)
  C(24) .1917(2) -.1819(4) .3930(7) 0.066(2)
  C(25) .0461(2) .0378(4) .6558(6) 0.064(2)
  H3 .0278 .1588 .1036 ?
  H4 .0694 .2354 -.1031 ?
  H6 .1401 .2577 -.2850 ?
  H7 .2209 .1965 -.3393 ?
  H8 .2593 .0847 -.1653 ?
  H9 .2244 .0129 .0656 ?
  H16 .1385 -.3120 .4780 ?
  H17 .0766 -.4080 .5659 ?
  H18 .0068 -.3097 .6533 ?
  H19 .0059 -.1299 .6561 ?
  H22 .1179 .0942 .4854 ?
  H23a .2070 -.0356 .6032 ?
  H23b .1918 -.1333 .7031 ?
  H23c .1543 -.0380 .6910 ?
  H24a .2067 -.2288 .4793 ?
  H24b .1762 -.2102 .2864 ?
  H24c .2179 -.1409 .3520 ?
  H25a .0067 .0261 .6313 ?
  H25b .0452 .0146 .7822 ?
  H25c .0660 .1090 .6484 ?
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
  O(1) C(2) . . 1.385(5) yes
  C(2) C(3) . . 1.411(6) yes
  C(3) C(4) . . 1.373(7) yes
  C(5) C(6) . . 1.423(7) yes
  C(6) C(7) . . 1.356(8) yes
  C(8) C(9) . . 1.361(8) yes
  C(10) C(11) . . 1.439(6) yes
  N(12) C(13) . . 1.283(6) yes
  C(13) C(22) . . 1.522(6) yes
  C(14) C(23) . . 1.536(7) yes
  C(15) C(16) . . 1.399(7) yes
  C(16) C(17) . . 1.385(8) yes
  C(18) C(19) . . 1.387(9) yes
  C(20) N(21) . . 1.418(6) yes
  N(21) C(25) . . 1.458(7) yes
  O(1) C(22) . . 1.463(6) yes
  C(2) C(11) . . 1.375(4) yes
  C(4) C(5) . . 1.426(8) yes
  C(5) C(10) . . 1.398(6) yes
  C(7) C(8) . . 1.399(8) yes
  C(9) C(10) . . 1.420(7) yes
  C(11) N(12) . . 1.416(6) yes
  C(13) C(14) . . 1.501(6) yes
  C(14) C(15) . . 1.529(8) yes
  C(14) C(24) . . 1.520(8) yes
  C(15) C(20) . . 1.393(8) yes
  C(17) C(18) . . 1.355(9) yes
  C(19) C(20) . . 1.376(8) yes
  N(21) C(22) . . 1.409(6) yes
_cod_database_code 2010326