#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2009114.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_2009114
loop_
_publ_author_name
'Billodeaux, Damon R.'
'Fronczek, Frank R.'
'D\"ur\"ust, Ya\,sar'
_publ_section_title
;
2,6-Dimethylspiro[1-oxa-2,5-diazabicyclo[3.3.0]octane-3,1'-cyclohexane]-
4,6-dione
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1943
_journal_page_last               1945
_journal_volume                  55
_journal_year                    1999
_chemical_formula_sum            'C12 H18 N2 O3'
_chemical_formula_weight         238.28
_chemical_melting_point          400.5(5)
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.2452(5)
_cell_length_b                   7.8690(6)
_cell_length_c                   24.1510(14)
_cell_measurement_temperature    297
_cell_volume                     1186.90(10)
_diffrn_ambient_temperature      293
_exptl_crystal_density_diffrn    1.334
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 

The following automatic conversions were performed:

'_chemical_melting_point' value '400-401' was changed to '400.5(5)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2009114
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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 .5462(2) .37414(17) .43107(5) .0438(3) Uani d . 1 . . O
O9 .8061(3) .6730(2) .46952(6) .0553(4) Uani d . 1 . . O
O10 .2555(3) .8489(2) .36026(8) .0661(5) Uani d . 1 . . O
N2 .3706(3) .29354(19) .40122(6) .0422(4) Uani d . 1 . . N
N6 .5624(3) .7874(2) .40892(7) .0449(4) Uani d . 1 . . N
C3 .2750(3) .4379(2) .37047(7) .0373(4) Uani d . 1 . . C
C4 .2839(3) .5858(2) .41381(8) .0412(4) Uani d . 1 . . C
H4 .1480 .5963 .4338 .049 Uiso calc R 1 . . H
C5 .3544(3) .7548(2) .39058(8) .0456(5) Uani d . 1 . . C
C7 .6346(3) .6685(2) .44626(7) .0420(4) Uani d . 1 . . C
C8 .4633(3) .5334(2) .45240(7) .0407(4) Uani d . 1 . . C
H8 .4141 .5228 .4908 .049 Uiso calc R 1 . . H
C11 .0461(3) .4030(3) .35130(9) .0503(5) Uani d . 1 . . C
H11A -.0128 .5058 .3352 .060 Uiso calc R 1 . . H
H11B -.0409 .3735 .3832 .060 Uiso calc R 1 . . H
C12 .0334(4) .2589(3) .30865(10) .0631(6) Uani d . 1 . . C
H12A .0781 .1531 .3257 .076 Uiso calc R 1 . . H
H12B -.1135 .2456 .2963 .076 Uiso calc R 1 . . H
C13 .1758(5) .2969(3) .25927(10) .0685(7) Uani d . 1 . . C
H13A .1230 .3970 .2402 .082 Uiso calc R 1 . . H
H13B .1712 .2023 .2336 .082 Uiso calc R 1 . . H
C14 .4063(4) .3270(3) .27777(8) .0554(5) Uani d . 1 . . C
H14A .4629 .2239 .2942 .066 Uiso calc R 1 . . H
H14B .4937 .3550 .2458 .066 Uiso calc R 1 . . H
C15 .4178(3) .4712(2) .31975(7) .0439(4) Uani d . 1 . . C
H15A .3733 .5762 .3021 .053 Uiso calc R 1 . . H
H15B .5649 .4850 .3318 .053 Uiso calc R 1 . . H
C16 .6862(4) .9353(3) .39222(10) .0599(6) Uani d . 1 . . C
H16A .6941 1.0141 .4225 .090 Uiso calc R 1 . . H
H16B .6181 .9890 .3612 .090 Uiso calc R 1 . . H
H16C .8280 .9004 .3820 .090 Uiso calc R 1 . . H
C17 .2319(4) .2155(3) .44290(9) .0615(6) Uani d . 1 . . C
H17A .3141 .1380 .4651 .092 Uiso calc R 1 . . H
H17B .1182 .1549 .4248 .092 Uiso calc R 1 . . H
H17C .1723 .3023 .4662 .092 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 .0428(7) .0418(6) .0466(7) .0048(6) -.0058(6) -.0015(5)
O9 .0459(7) .0604(9) .0594(8) -.0005(8) -.0113(7) -.0079(7)
O10 .0707(11) .0435(8) .0842(10) .0091(8) -.0254(10) .0036(7)
N2 .0441(8) .0393(7) .0432(7) -.0023(7) -.0009(7) .0038(6)
N6 .0439(9) .0400(8) .0508(8) -.0015(7) -.0023(7) -.0027(7)
C3 .0338(8) .0371(8) .0411(8) .0005(7) -.0002(7) -.0004(7)
C4 .0354(8) .0430(9) .0453(8) .0025(8) .0020(8) -.0045(7)
C5 .0460(10) .0378(9) .0531(10) .0064(9) -.0062(8) -.0046(8)
C7 .0419(9) .0452(9) .0390(8) .0039(8) .0011(7) -.0077(7)
C8 .0415(9) .0447(10) .0358(7) .0029(9) .0018(7) -.0019(7)
C11 .0357(9) .0522(11) .0630(11) -.0008(9) -.0065(9) -.0034(9)
C12 .0523(12) .0591(13) .0778(14) -.0075(12) -.0179(11) -.0105(12)
C13 .0790(17) .0699(15) .0567(11) .0007(15) -.0187(12) -.0166(11)
C14 .0660(13) .0557(11) .0445(9) .0033(12) .0038(10) -.0079(9)
C15 .0483(10) .0439(9) .0395(8) -.0017(9) .0040(8) .0011(7)
C16 .0609(13) .0457(11) .0732(13) -.0115(12) -.0031(12) .0024(9)
C17 .0696(15) .0559(12) .0591(11) -.0122(12) .0057(12) .0154(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 N2 . 1.458(2) yes
O1 C8 . 1.451(2) yes
O9 C7 . 1.210(3) yes
O10 C5 . 1.210(2) yes
N2 C3 . 1.483(2) yes
N2 C17 . 1.464(3) yes
N6 C5 . 1.396(3) yes
N6 C7 . 1.375(2) yes
N6 C16 . 1.454(3) yes
C3 C11 . 1.528(2) ?
C3 C15 . 1.538(2) ?
C3 C4 . 1.566(2) ?
C4 C5 . 1.509(3) ?
C4 C8 . 1.514(3) ?
C7 C8 . 1.516(3) ?
C11 C12 . 1.534(3) ?
C12 C13 . 1.518(4) ?
C13 C14 . 1.526(4) ?
C14 C15 . 1.523(3) ?