#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006223.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_2006223
_journal_name_full 'Acta Crystallographica'
_journal_year 1997
_journal_volume C53
_journal_page_first 749
_journal_page_last 751
_publ_section_title
;
2,5-Diaziridinyl-3-phenyl-p-benzoquinone
;
loop_
_publ_author_name
 'Hargreaves, Rob H. J.'
 'Mayalarp, Stephen P.'
 'Butler, John'
 'Lee, Moses'
 'Pennington, William T.'
_chemical_formula_moiety 'C6H1O2(C2H4N)2(C6H5)'
_chemical_formula_sum 'C16 H14 N2 O2'
_chemical_formula_iupac 'C16 H14 N2 O2'
_chemical_formula_weight 266.29
_symmetry_cell_setting orthorhombic
_symmetry_space_group_name_H-M 'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
 '+x,+y,+z'
 '-x+0.5,-y,+z+0.5'
 '-x,+y+0.5,-z+0.5'
 '+x+0.5,-y+0.5,-z'
_cell_length_a 5.0997(9)
_cell_length_b 9.1740(10)
_cell_length_c 28.375(5)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 1327.5(4)
_cell_formula_units_Z 4
_cell_measurement_temperature 295(2)
_exptl_crystal_density_diffrn 1.332
_diffrn_ambient_temperature 295(2)
_refine_ls_R_factor_obs  .0451
_refine_ls_wR_factor_obs  .1094
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  .3512(9)  .5934(3)  .04888(10)  .0759(11) Uani d . 1 . O
 O2  .0715(8) 1.0878(3)  .13174(9)  .0703(11) Uani d . 1 . O
 N1  .0746(8)  .5669(3)  .12918(12)  .0537(10) Uani d . 1 . N
 N2  .3379(9) 1.1090(3)  .05014(12)  .0568(11) Uani d . 1 . N
 C1  .2835(10)  .7078(4)  .06777(13)  .0544(13) Uani d . 1 . C
 C2  .1240(10)  .7056(3)  .11186(13)  .0476(11) Uani d . 1 . C
 C3  .0588(9)  .8302(4)  .13491(12)  .0471(11) Uani d . 1 . C
 C4  .1336(10)  .9716(4)  .11378(13)  .0470(11) Uani d . 1 . C
 C5  .2909(10)  .9715(4)  .06931(13)  .0508(12) Uani d . 1 . C
 C6  .3605(11)  .8471(4)  .04864(14)  .0604(13) Uani d . 1 . C
 H6A  .4604(11)  .8494(4)  .02000(14)  .086(4) Uiso d R 1 . H
 C8  -.0704(11)  .4580(4)  .1025(2)  .0739(15) Uani d . 1 . C
 H8A  -.0109(11)  .3588(4)  .1034(2)  .086(4) Uiso d R 1 . H
 H8B  -.1434(11)  .4882(4)  .0729(2)  .086(4) Uiso d R 1 . H
 C7  -.1823(11)  .5204(4)  .1456(2)  .0683(14) Uani d . 1 . C
 H7A  -.3236(11)  .5887(4)  .1424(2)  .086(4) Uiso d R 1 . H
 H7B  -.1909(11)  .4592(4)  .1730(2)  .086(4) Uiso d R 1 . H
 C9  .5065(9) 1.2143(4)  .0727(2)  .0678(14) Uani d . 1 . C
 H9A  .5928(9) 1.1831(4)  .1010(2)  .086(4) Uiso d R 1 . H
 H9B  .4577(9) 1.3153(4)  .0721(2)  .086(4) Uiso d R 1 . H
 C10  .5893(11) 1.1443(5)  .0288(2)  .0704(14) Uani d . 1 . C
 H10A  .5889(11) 1.2036(5)  .0010(2)  .086(4) Uiso d R 1 . H
 H10B  .7241(11) 1.0714(5)  .0299(2)  .086(4) Uiso d R 1 . H
 C11  -.0728(9)  .8335(4)  .18177(12)  .0457(10) Uani d . 1 . C
 C12  -.2894(10)  .9219(4)  .1913(2)  .0607(12) Uani d . 1 . C
 H12A  -.3638(10)  .9783(4)  .1662(2)  .086(4) Uiso d R 1 . H
 C13  -.3994(11)  .9247(5)  .2351(2)  .0659(13) Uani d . 1 . C
 H13A  -.5399(11)  .9911(5)  .2417(2)  .086(4) Uiso d R 1 . H
 C14  -.3022(11)  .8393(5)  .2708(2)  .0691(14) Uani d . 1 . C
 H14A  -.3855(11)  .8384(5)  .3011(2)  .086(4) Uiso d R 1 . H
 C15  -.0894(11)  .7504(5)  .26242(15)  .0648(13) Uani d . 1 . C
 H15A  -.0190(11)  .6916(5)  .28736(15)  .086(4) Uiso d R 1 . H
 C16  .0230(10)  .7467(4)  .21819(13)  .0571(12) Uani d . 1 . C
 H16A  .1705(10)  .6844(4)  .21224(13)  .086(4) Uiso d 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  .106(3)  .0475(15)  .075(2)  .006(2)  .020(2)  -.0103(15)
 O2  .107(3)  .0368(13)  .067(2)  -.002(2)  .017(2)  -.0029(13)
 N1  .055(3)  .036(2)  .071(2)  -.007(2)  .002(2)  .003(2)
 N2  .066(3)  .045(2)  .059(2)  -.009(2)  .000(2)  .015(2)
 C1  .065(4)  .045(2)  .053(2)  -.002(2)  .001(3)  .000(2)
 C2  .054(3)  .035(2)  .054(2)  -.006(2)  .001(2)  .005(2)
 C3  .055(3)  .036(2)  .051(2)  -.003(2)  -.001(2)  .007(2)
 C4  .052(3)  .041(2)  .047(2)  -.007(2)  .000(2)  .006(2)
 C5  .063(3)  .041(2)  .048(2)  -.002(2)  -.002(2)  .012(2)
 C6  .079(4)  .049(2)  .054(2)  -.005(3)  .008(3)  .004(2)
 C8  .086(4)  .044(2)  .091(3)  -.017(3)  .005(3)  -.008(2)
 C7  .063(4)  .050(2)  .091(3)  -.015(3)  .014(3)  .007(2)
 C9  .071(4)  .047(2)  .085(3)  -.017(3)  -.006(3)  .012(2)
 C10  .074(4)  .061(3)  .076(3)  -.012(3)  .018(3)  .016(3)
 C11  .051(3)  .039(2)  .047(2)  -.005(2)  .002(2)  .002(2)
 C12  .060(3)  .050(2)  .072(3)  .003(2)  .001(3)  .000(2)
 C13  .062(3)  .058(2)  .078(3)  -.002(3)  .011(3)  -.007(2)
 C14  .077(4)  .065(3)  .065(3)  -.012(3)  .015(3)  .000(2)
 C15  .076(4)  .063(2)  .055(2)  -.001(3)  .004(3)  .011(2)
 C16  .069(3)  .052(2)  .051(2)  .001(3)  -.004(2)  .009(2)
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 C1 . 1.228(4) yes
 O2 C4 . 1.223(4) yes
 N1 C2 . 1.387(4) yes
 N1 C7 . 1.455(6) yes
 N1 C8 . 1.456(5) yes
 N2 C5 . 1.394(4) yes
 N2 C9 . 1.442(5) yes
 N2 C10 . 1.454(6) yes
 C1 C6 . 1.443(5) yes
 C1 C2 . 1.492(6) yes
 C2 C3 . 1.358(4) yes
 C3 C4 . 1.479(5) yes
 C3 C11 . 1.490(5) yes
 C4 C5 . 1.495(6) yes
 C5 C6 . 1.332(5) yes
 C8 C7 . 1.467(6) yes
 C9 C10 . 1.462(6) yes
 C11 C16 . 1.393(5) ?
 C11 C12 . 1.397(6) ?
 C12 C13 . 1.363(6) ?
 C13 C14 . 1.374(6) ?
 C14 C15 . 1.378(6) ?
 C15 C16 . 1.380(6) ?