#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2007219.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_2007219
loop_
_publ_author_name
'Chamontin, Karine'
'Lokshin, Vladimir'
'Guglielmetti, Robert'
'Samat, Andr\'e'
'P\`epe, G\'erard'
_publ_section_title
;
4-Methylspiro[4-azahomoadamantane-5,3'-[3H]naphth[2,1-b][1,4]oxazine],
a New Potochromic Spirooxazine
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              670
_journal_page_last               672
_journal_volume                  54
_journal_year                    1998
_chemical_formula_sum            'C22 H24 N2 O'
_chemical_formula_weight         332.43
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                91.09(2)
_cell_angle_beta                 95.49(2)
_cell_angle_gamma                108.24(2)
_cell_formula_units_Z            2
_cell_length_a                   6.7040(10)
_cell_length_b                   10.156(2)
_cell_length_c                   13.321(2)
_cell_measurement_temperature    293(2)
_cell_volume                     856.3(2)
_diffrn_ambient_temperature      293(2)
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_density_meas      1.27(2)
_refine_ls_R_factor_obs          .0441
_refine_ls_wR_factor_obs         .0887
_[local]_cod_chemical_formula_sum_orig 'C22 H24 N2 O1'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               2007219
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 .0322(2) .0495(3) .0313(3) .0193(2) .0020(2) .0008(2)
C2 .0295(3) .0299(3) .0318(3) .0123(2) .0011(2) .0008(2)
C3 .0378(3) .0368(3) .0346(4) .0190(2) .0007(2) -.0015(2)
N4 .0424(3) .0406(3) .0349(3) .0210(2) -.0004(2) -.0041(2)
C5 .0311(3) .0337(3) .0341(4) .0120(2) -.0021(2) -.0019(2)
C6 .0296(3) .0395(3) .0322(3) .0123(2) .0007(2) .0004(2)
C7 .0356(3) .0571(4) .0416(4) .0236(3) .0038(2) .0017(3)
C8 .0363(3) .0575(5) .0493(4) .0252(3) -.0014(3) .0042(3)
C9 .0333(3) .0397(3) .0407(4) .0101(2) -.0045(2) .0029(2)
C10 .0343(3) .0317(3) .0340(4) .0081(2) -.0027(2) -.0019(2)
C11 .0484(4) .0459(4) .0371(4) .0169(3) .0006(3) -.0050(3)
C12 .0613(5) .0560(5) .0342(4) .0152(3) .0019(3) -.0023(3)
C13 .0604(5) .0566(5) .0343(4) .0112(3) -.0080(3) .0050(3)
C14 .0462(4) .0499(4) .0446(4) .0135(3) -.0091(3) .0065(3)
N15 .0354(2) .0306(3) .0317(3) .0083(2) .0013(2) .0018(2)
C16 .0453(3) .0346(4) .0403(4) .0076(2) -.0039(2) -.0055(2)
C17 .0683(5) .0487(4) .0389(4) .0308(3) .0018(3) -.0072(3)
C18 .0597(4) .0641(5) .0338(4) .0330(4) .0106(3) .0030(3)
C19 .0458(4) .0585(5) .0396(4) .0158(3) .0114(3) .0129(3)
C20 .0447(3) .0309(3) .0346(4) .0108(2) .0020(2) .0045(2)
C21 .0440(4) .0361(4) .0470(4) .0106(3) .0050(3) .0114(3)
C22 .0417(4) .0690(5) .0476(5) .0134(3) -.0111(3) -.0071(3)
C23 .0544(4) .0727(5) .0360(4) .0367(4) -.0083(3) -.0005(3)
C24 .0644(5) .0517(4) .0380(4) .0358(3) .0000(3) .0065(3)
C25 .0728(5) .0723(6) .0302(4) .0374(4) -.0024(3) .0012(3)
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 .15131(7) .71518(5) 1.14770(3) .0363(2) Uani d P 1 . O
C2 .36099(8) .69820(6) 1.17263(4) .02988(13) Uani d . 1 . C
C3 .40704(10) .61965(7) 1.08401(5) .03499(14) Uani d . 1 . C
N4 .32880(9) .61413(6) .99240(4) .03783(14) Uani d . 1 . N
C5 .17704(9) .68213(6) .97208(5) .03298(14) Uani d . 1 . C
C6 .08813(9) .72735(7) 1.04918(5) .03364(14) Uani d . 1 . C
C7 -.07422(11) .78597(8) 1.02914(6) .0427(2) Uani d . 1 . C
C8 -.14215(11) .80285(8) .93208(6) .0457(2) Uani d . 1 . C
C9 -.04787(10) .76521(7) .85004(5) .03878(15) Uani d . 1 . C
C10 .11423(9) .70393(6) .87038(5) .03433(14) Uani d . 1 . C
C11 .21374(12) .67090(8) .78894(5) .0437(2) Uani d . 1 . C
C12 .15339(14) .69703(9) .69249(6) .0515(2) Uani d . 1 . C
C13 -.00886(13) .75546(9) .67210(6) .0530(2) Uani d . 1 . C
C14 -.10775(12) .78844(8) .74887(6) .0482(2) Uani d . 1 . C
N15 .52671(8) .82812(5) 1.18906(4) .03320(12) Uani d . 1 . N
C16 .59621(11) .89848(7) 1.29006(5) .0419(2) Uani d . 1 . C
C17 .42168(14) .89943(9) 1.35618(6) .0495(2) Uani d . 1 . C
C18 .33788(13) .76747(9) 1.41294(6) .0490(2) Uani d . 1 . C
C19 .20737(12) .64518(9) 1.34336(6) .0475(2) Uani d . 1 . C
C20 .33389(10) .60589(7) 1.26409(5) .03715(15) Uani d . 1 . C
C21 .53490(12) .92540(7) 1.10966(6) .0428(2) Uani d . 1 . C
C22 .76333(12) .84531(10) 1.34609(6) .0549(2) Uani d . 1 . C
C23 .66493(13) .70835(9) 1.39345(6) .0514(2) Uani d . 1 . C
C24 .54220(13) .59265(9) 1.31473(6) .0476(2) Uani d . 1 . C
C25 .5206(2) .73004(11) 1.46973(6) .0556(2) Uani d . 1 . C
H3 .5118(15) .5742(10) 1.0988(7) .050 Uiso d . 1 . H
H7 -.1344(14) .8109(9) 1.0868(7) .050 Uiso d . 1 . H
H8 -.2593(14) .8412(9) .9168(6) .050 Uiso d . 1 . H
H11 .3306(15) .6320(10) .8039(7) .050 Uiso d . 1 . H
H12 .2232(15) .6730(10) .6357(7) .050 Uiso d . 1 . H
H13 -.0451(15) .7724(10) .6076(8) .050 Uiso d . 1 . H
H14 -.2266(15) .8297(10) .7338(7) .050 Uiso d . 1 . H
H16 .6641(14) .9923(10) 1.2757(7) .050 Uiso d . 1 . H
H171 .3062(15) .9190(10) 1.3149(7) .050 Uiso d . 1 . H
H172 .4808(14) .9757(10) 1.4076(7) .050 Uiso d . 1 . H
H18 .2416(14) .7807(9) 1.4652(7) .050 Uiso d . 1 . H
H191 .0799(15) .6642(10) 1.3122(7) .050 Uiso d . 1 . H
H192 .1578(14) .5658(10) 1.3829(7) .050 Uiso d . 1 . H
H20 .2434(14) .5137(10) 1.2334(7) .050 Uiso d . 1 . H
H211 .5098(14) .8758(10) 1.0409(7) .050 Uiso d . 1 . H
H212 .4375(15) .9731(9) 1.1176(6) .050 Uiso d . 1 . H
H213 .6736(15) .9913(10) 1.1146(7) .050 Uiso d . 1 . H
H221 .8405(14) .9136(10) 1.4005(7) .050 Uiso d . 1 . H
H222 .8692(15) .8383(10) 1.2989(7) .050 Uiso d . 1 . H
H231 .7851(14) .6818(10) 1.4296(7) .050 Uiso d . 1 . H
H241 .6410(14) .5877(9) 1.2627(7) .050 Uiso d . 1 . H
H242 .5059(14) .5056(10) 1.3494(7) .050 Uiso d . 1 . H
H251 .4599(14) .6426(10) 1.5063(7) .050 Uiso d . 1 . H
H252 .5998(14) .8068(10) 1.5228(7) .050 Uiso d . 1 . H
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 C6 . 1.3600(8) yes
O1 C2 . 1.4767(7) yes
C2 N15 . 1.4311(8) yes
C2 C3 . 1.5209(9) yes
C2 C20 . 1.5412(9) yes
C3 N4 . 1.2744(9) yes
N4 C5 . 1.4070(9) yes
C5 C6 . 1.3754(9) ?
C5 C10 . 1.4220(9) ?
C6 C7 . 1.4023(9) ?
C7 C8 . 1.3614(11) ?
C8 C9 . 1.4168(11) ?
C9 C14 . 1.4146(10) ?
C9 C10 . 1.4196(10) ?
C10 C11 . 1.4139(10) ?
C11 C12 . 1.3659(11) ?
C12 C13 . 1.4009(13) ?
C13 C14 . 1.3613(13) ?
N15 C21 . 1.4542(9) ?
N15 C16 . 1.4740(9) ?
C16 C22 . 1.5290(11) ?
C16 C17 . 1.5326(11) ?
C17 C18 . 1.5270(12) ?
C18 C19 . 1.5126(13) ?
C18 C25 . 1.5307(12) ?
C19 C20 . 1.5365(11) ?
C20 C24 . 1.5376(10) ?
C22 C23 . 1.5187(14) ?
C23 C25 . 1.5264(12) ?
C23 C24 . 1.5298(12) ?