#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/05/2200538.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_2200538
loop_
_publ_author_name
'Graham Smith'
'Steven E. Bottle'
'Damien A. Reid'
'Raymond C. Bott'
_publ_section_title
;
An isoindoline EPR label: 5-acetamido-1,1,3,3-tetramethylisoindolin-2-yloxyl
;
_journal_name_full               'Acta Crystallographica, Section E'
_journal_page_first              o786
_journal_page_last               o787
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C14 H19 N2 O2'
_chemical_formula_moiety         'C14 H19 N2 O2'
_chemical_formula_sum            'C14 H19 N2 O2'
_chemical_formula_weight         247.32
_chemical_melting_point          469(2)
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_cell_angle_alpha                90
_cell_angle_beta                 91.56(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.325(4)
_cell_length_b                   8.536(8)
_cell_length_c                   11.513(4)
_cell_measurement_temperature    295
_cell_volume                     1407.0(10)
_diffrn_ambient_temperature      295(2)
_exptl_crystal_density_diffrn    1.167
_[local]_cod_cif_authors_sg_H-M  'C c'
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '467--471 K ' was changed to '469(2)'
- 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               2200538
loop_
_symmetry_equiv_pos_as_xyz
'  +x,  +y,  +z'
'  +x,  -y,1/2+z'
'1/2+x,1/2+y,  +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
O8 1.0616(3) .6239(5) .8706(4) .0831(16) Uani d . 1 . . O
O31 .7736(3) 1.2419(4) .5737(4) .0715(13) Uani d . 1 . . O
N8 .9920(3) .6661(5) .8060(4) .0560(13) Uani d . 1 . . N
N31 .7083(3) 1.0132(4) .5138(3) .0456(12) Uani d . 1 . . N
C1 .8856(3) .8167(6) .7049(4) .0391(13) Uani d . 1 . . C
C2 .8374(4) .9389(6) .6520(4) .0443(14) Uani d . 1 . . C
C3 .7596(4) .9011(6) .5801(4) .0435(13) Uani d . 1 . . C
C4 .7326(3) .7449(6) .5685(4) .0435(14) Uani d . 1 . . C
C5 .7817(3) .6249(6) .6225(4) .0461(14) Uani d . 1 . . C
C6 .8601(3) .6634(6) .6907(4) .0387(13) Uani d . 1 . . C
C7 .9263(4) .5504(5) .7516(5) .0436(12) Uani d . 1 . . C
C9 .9731(4) .8346(6) .7814(4) .0452(14) Uani d . 1 . . C
C31 .7188(4) 1.1701(6) .5101(5) .0494(13) Uani d . 1 . . C
C32 .6599(4) 1.2509(7) .4193(5) .0620(15) Uani d . 1 . . C
C71 .9793(4) .4484(7) .6681(5) .0621(17) Uani d . 1 . . C
C72 .8809(5) .4528(7) .8452(5) .0666(17) Uani d . 1 . . C
C91 .9564(4) .9208(7) .8951(5) .0617(16) Uani d . 1 . . C
C92 1.0550(4) .9052(7) .7178(5) .0687(18) Uani d . 1 . . C
H2 .8545 1.0449 .6645 .050 Uiso d . 1 . . H
H4 .6782 .7212 .5218 .054 Uiso d . 1 . . H
H5 .7626 .5183 .6116 .050 Uiso d . 1 . . H
H31 .6635 .9583 .4625 .086 Uiso d . 1 . . H
H321 .6977 1.3021 .3649 .070 Uiso d . 1 . . H
H322 .6201 1.3267 .4546 .070 Uiso d . 1 . . H
H323 .6209 1.1760 .3794 .070 Uiso d . 1 . . H
H711 .9382 .3706 .6356 .072 Uiso d . 1 . . H
H712 1.0292 .3979 .7090 .072 Uiso d . 1 . . H
H713 1.0028 .5107 .6077 .072 Uiso d . 1 . . H
H721 .9271 .4035 .8923 .075 Uiso d . 1 . . H
H722 .8420 .3731 .8090 .075 Uiso d . 1 . . H
H723 .8426 .5174 .8910 .075 Uiso d . 1 . . H
H911 .9504 1.0305 .8794 .074 Uiso d . 1 . . H
H912 1.0070 .9037 .9473 .074 Uiso d . 1 . . H
H913 .9001 .8840 .9270 .074 Uiso d . 1 . . H
H921 1.0578 .8588 .6423 .082 Uiso d . 1 . . H
H922 1.1109 .8869 .7598 .082 Uiso d . 1 . . H
H923 1.0452 1.0154 .7085 .082 Uiso d . 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
O8 .072(3) .077(3) .097(3) .014(3) -.055(3) .009(3)
O31 .069(2) .041(2) .102(3) -.001(2) -.040(2) -.012(2)
N8 .056(3) .055(3) .056(3) .004(3) -.030(2) .002(3)
N31 .045(3) .036(2) .054(3) -.001(2) -.022(2) .003(2)
C1 .031(3) .042(3) .044(3) -.003(2) -.010(2) -.002(2)
C2 .049(3) .030(3) .053(3) -.010(3) -.016(3) .001(2)
C3 .035(3) .048(3) .046(3) -.003(3) -.009(2) .001(3)
C4 .039(2) .041(3) .050(4) .001(2) -.017(3) -.001(2)
C5 .043(3) .045(3) .049(3) -.003(3) -.010(3) -.002(3)
C6 .034(3) .045(4) .036(3) .000(3) -.010(2) -.003(3)
C7 .041(3) .045(3) .044(3) .003(3) -.012(2) .003(3)
C9 .033(3) .060(3) .042(3) -.001(3) -.011(2) .000(3)
C31 .040(3) .044(3) .063(4) .009(3) -.008(3) -.002(3)
C32 .063(3) .052(3) .070(4) .006(3) -.014(3) .010(3)
C71 .054(3) .068(4) .064(4) .019(3) -.015(3) -.012(3)
C72 .074(4) .057(4) .068(4) .000(3) -.011(3) .016(3)
C91 .064(4) .066(4) .054(3) -.003(3) -.022(3) -.014(3)
C92 .044(3) .087(4) .074(4) -.013(3) -.016(3) .013(3)
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
O8 N8 . 1.279(5) ?
O31 C31 . 1.224(6) ?
N8 C9 . 1.490(7) ?
N8 C7 . 1.491(7) ?
N31 C31 . 1.348(6) ?
N31 C3 . 1.417(6) ?
N31 H31 . .98 ?
C1 C6 . 1.367(7) ?
C1 C2 . 1.383(7) ?
C1 C9 . 1.520(5) ?
C2 C3 . 1.407(7) ?
C2 H2 . .95 ?
C3 C4 . 1.394(7) ?
C4 C5 . 1.381(7) ?
C4 H4 . .96 ?
C5 C6 . 1.392(6) ?
C5 H5 . .96 ?
C6 C7 . 1.511(7) ?
C7 C71 . 1.516(8) ?
C7 C72 . 1.521(8) ?
C9 C92 . 1.523(8) ?
C9 C91 . 1.527(7) ?
C31 C32 . 1.494(7) ?
C32 H321 . .95 ?
C32 H322 . .96 ?
C32 H323 . .96 ?
C71 H711 . .96 ?
C71 H712 . .95 ?
C71 H713 . .95 ?
C72 H721 . .94 ?
C72 H722 . .97 ?
C72 H723 . .95 ?
C91 H911 . .96 ?
C91 H912 . .94 ?
C91 H913 . .95 ?
C92 H921 . .96 ?
C92 H922 . .94 ?
C92 H923 . .96 ?