#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200752.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_2200752
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o1185
_journal_page_last  o1186
_publ_section_title
;
1,5-diacetyl-7,7-dinitro-1,5-diazacyclooctan-3-one ethylene acetal
;
loop_
_publ_author_name
  'Gilardi, Richard D.'
  'Axenrod, Theodore'
  'Guan, Xiao-Pei'
  'Flippen-Anderson, Judith L.'
_chemical_formula_moiety  'C12 H18 N4 O8'
_chemical_formula_sum  'C12 H18 N4 O8'
_chemical_formula_iupac  'C12 H18 N4 O8'
_chemical_formula_weight  346.30
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  17.9560(2)
_cell_length_b  9.78850(10)
_cell_length_c  18.28980(10)
_cell_angle_alpha  90.00
_cell_angle_beta  108.5070(10)
_cell_angle_gamma  90.00
_cell_volume  3048.41(5)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.509
_diffrn_ambient_temperature  293(2)
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
  N1  .42743(7)  -.11060(11)  .19079(6)  .0386(3) Uani d . 1 . . N
  O1  .41983(8)  -.33891(11)  .19762(6)  .0576(3) Uani d . 1 . . O
  C1A  .42568(9)  -.23866(15)  .15981(8)  .0439(3) Uani d . 1 . . C
  C1B  .43215(11)  -.25336(18)  .08050(10)  .0580(4) Uani d . 1 . . C
  H1BA  .4216  -.3463  .0637  .087 Uiso calc R 1 . . H
  H1BB  .4842  -.2290  .0814  .087 Uiso calc R 1 . . H
  H1BC  .3948  -.1942  .0456  .087 Uiso calc R 1 . . H
  C2  .44573(8)  .01345(15)  .15469(8)  .0422(3) Uani d . 1 . . C
  H2A  .4802  -.0119  .1254  .051 Uiso calc R 1 . . H
  H2B  .4750  .0746  .1954  .051 Uiso calc R 1 . . H
  C3  .37642(9)  .09305(14)  .10122(7)  .0425(3) Uani d . 1 . . C
  O3B  .34908(6)  .03889(11)  .02496(5)  .0510(3) Uani d . 1 . . O
  O3A  .40782(7)  .22463(10)  .09464(6)  .0528(3) Uani d . 1 . . O
  C3B  .38734(11)  .1139(2)  -.01965(9)  .0603(4) Uani d . 1 . . C
  H3BA  .3563  .1149  -.0738  .072 Uiso calc R 1 . . H
  H3BB  .4389  .0767  -.0141  .072 Uiso calc R 1 . . H
  C3A  .39297(13)  .2524(2)  .01490(10)  .0673(5) Uani d . 1 . . C
  H3AA  .4356  .3042  .0066  .081 Uiso calc R 1 . . H
  H3AB  .3443  .3026  -.0064  .081 Uiso calc R 1 . . H
  C4  .30342(9)  .10156(16)  .12752(8)  .0468(3) Uani d . 1 . . C
  H4A  .2756  .1853  .1074  .056 Uiso calc R 1 . . H
  H4B  .2689  .0260  .1047  .056 Uiso calc R 1 . . H
  N5  .31876(7)  .09854(12)  .21094(6)  .0412(3) Uani d . 1 . . N
  O5  .34809(9)  .19555(13)  .32704(7)  .0683(4) Uani d . 1 . . O
  C5A  .33779(9)  .20969(15)  .25836(9)  .0487(3) Uani d . 1 . . C
  C5B  .34548(12)  .34711(17)  .22506(11)  .0617(4) Uani d . 1 . . C
  H5BA  .3681  .4106  .2661  .093 Uiso calc R 1 . . H
  H5BB  .2945  .3789  .1945  .093 Uiso calc R 1 . . H
  H5BC  .3787  .3397  .1932  .093 Uiso calc R 1 . . H
  C6  .29502(8)  -.02417(15)  .24289(8)  .0437(3) Uani d . 1 . . C
  H6A  .2647  -.0816  .2007  .052 Uiso calc R 1 . . H
  H6B  .2610  .0021  .2724  .052 Uiso calc R 1 . . H
  C7  .36321(8)  -.10753(13)  .29462(7)  .0393(3) Uani d . 1 . . C
  O7C  .32586(7)  -.07127(13)  .40496(6)  .0625(3) Uani d . 1 . . O
  N7B  .38111(8)  -.06559(12)  .37977(7)  .0458(3) Uani d . 1 . . N
  O7D  .44718(7)  -.03346(13)  .41615(6)  .0606(3) Uani d . 1 . . O
  N7A  .33605(8)  -.25678(13)  .29879(8)  .0518(3) Uani d . 1 . . N
  O7A  .37928(9)  -.32760(12)  .34934(8)  .0704(4) Uani d . 1 . . O
  O7B  .27470(8)  -.29340(13)  .25285(9)  .0760(4) Uani d . 1 . . O
  C8  .43890(8)  -.10393(14)  .27372(7)  .0394(3) Uani d . 1 . . C
  H8A  .4670  -.0205  .2941  .047 Uiso calc R 1 . . H
  H8B  .4717  -.1801  .2988  .047 Uiso calc R 1 . . H
  N11  .02805(7)  .66909(11)  .47725(6)  .0423(3) Uani d . 1 . . N
  O11  -.08978(8)  .70490(12)  .49381(8)  .0630(3) Uani d . 1 . . O
  C11B  .01890(13)  .8139(2)  .58514(10)  .0712(5) Uani d . 1 . . C
  H11A  -.0207  .8652  .5982  .107 Uiso calc R 1 . . H
  H11B  .0552  .8755  .5736  .107 Uiso calc R 1 . . H
  H11C  .0465  .7570  .6279  .107 Uiso calc R 1 . . H
  C11A  -.01913(11)  .72617(15)  .51605(9)  .0499(4) Uani d . 1 . . C
  C12  .11346(9)  .66485(14)  .50892(8)  .0456(3) Uani d . 1 . . C
  H12A  .1306  .5741  .5002  .055 Uiso calc R 1 . . H
  H12B  .1279  .6777  .5643  .055 Uiso calc R 1 . . H
  C13  .15929(8)  .76938(14)  .47715(8)  .0440(3) Uani d . 1 . . C
  O13A  .12077(6)  .89664(10)  .46937(6)  .0495(3) Uani d . 1 . . O
  O13B  .23504(7)  .78607(11)  .53288(7)  .0588(3) Uani d . 1 . . O
  C13A  .18095(11)  .99748(17)  .49819(12)  .0662(5) Uani d . 1 . . C
  H13A  .1609 1.0774  .5171  .079 Uiso calc R 1 . . H
  H13B  .2036 1.0252  .4589  .079 Uiso calc R 1 . . H
  C13B  .23923(12)  .92232(19)  .56220(12)  .0717(5) Uani d . 1 . . C
  H13C  .2915  .9600  .5727  .086 Uiso calc R 1 . . H
  H13D  .2248  .9252  .6090  .086 Uiso calc R 1 . . H
  C14  .17408(9)  .72573(16)  .40271(9)  .0506(4) Uani d . 1 . . C
  H14A  .1837  .8067  .3764  .061 Uiso calc R 1 . . H
  H14B  .2212  .6701  .4158  .061 Uiso calc R 1 . . H
  O15  .05763(7)  .46438(13)  .28149(7)  .0643(3) Uani d . 1 . . O
  N15  .10951(7)  .64889(12)  .34989(7)  .0435(3) Uani d . 1 . . N
  C15A  .11566(9)  .51892(16)  .32618(8)  .0495(4) Uani d . 1 . . C
  C15B  .19200(11)  .4438(2)  .35666(12)  .0704(5) Uani d . 1 . . C
  H15A  .1863  .3535  .3351  .106 Uiso calc R 1 . . H
  H15B  .2066  .4379  .4118  .106 Uiso calc R 1 . . H
  H15C  .2320  .4920  .3426  .106 Uiso calc R 1 . . H
  C16  .03614(8)  .72121(15)  .31417(8)  .0430(3) Uani d . 1 . . C
  H16A  .0245  .7197  .2586  .052 Uiso calc R 1 . . H
  H16B  .0424  .8159  .3307  .052 Uiso calc R 1 . . H
  C17  -.03320(8)  .65957(13)  .33432(8)  .0392(3) Uani d . 1 . . C
  O17A  -.06599(7)  .87885(11)  .36661(7)  .0571(3) Uani d . 1 . . O
  N17A  -.09258(8)  .77231(12)  .33623(7)  .0465(3) Uani d . 1 . . N
  O17D  -.09839(8)  .60577(14)  .20439(7)  .0693(4) Uani d . 1 . . O
  N17B  -.08267(7)  .56468(13)  .27017(7)  .0500(3) Uani d . 1 . . N
  O17C  -.10468(7)  .45662(12)  .28897(8)  .0631(3) Uani d . 1 . . O
  O17B  -.16201(7)  .74303(14)  .31137(8)  .0697(4) Uani d . 1 . . O
  C18  -.01197(8)  .58382(13)  .41161(8)  .0404(3) Uani d . 1 . . C
  H18A  -.0597  .5482  .4186  .049 Uiso calc R 1 . . H
  H18B  .0214  .5067  .4100  .049 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
  N1  .0380(6)  .0409(6)  .0370(5)  -.0005(4)  .0121(5)  .0018(4)
  O1  .0742(8)  .0414(6)  .0569(6)  .0048(5)  .0202(6)  .0021(5)
  C1A  .0373(8)  .0459(8)  .0474(7)  .0043(6)  .0119(6)  -.0019(6)
  C1B  .0661(11)  .0583(9)  .0536(9)  .0043(7)  .0248(8)  -.0086(7)
  C2  .0393(8)  .0474(7)  .0403(7)  -.0065(6)  .0133(6)  .0020(5)
  C3  .0458(8)  .0429(7)  .0369(6)  -.0073(6)  .0103(6)  .0021(5)
  O3B  .0578(7)  .0563(6)  .0354(5)  -.0103(5)  .0098(4)  .0021(4)
  O3A  .0635(7)  .0454(6)  .0499(6)  -.0121(5)  .0186(5)  .0047(4)
  C3B  .0607(11)  .0791(11)  .0433(8)  -.0100(8)  .0195(7)  .0055(7)
  C3A  .0789(13)  .0665(10)  .0569(9)  -.0109(9)  .0220(9)  .0189(8)
  C4  .0400(8)  .0562(8)  .0401(7)  -.0002(6)  .0069(6)  .0084(6)
  N5  .0376(6)  .0437(6)  .0419(6)  .0033(5)  .0118(5)  .0059(4)
  O5  .0990(10)  .0547(6)  .0493(6)  .0065(6)  .0206(6)  -.0028(5)
  C5A  .0468(9)  .0450(8)  .0533(8)  .0082(6)  .0145(7)  .0011(6)
  C5B  .0710(12)  .0441(8)  .0734(11)  .0041(7)  .0275(9)  .0030(7)
  C6  .0358(7)  .0516(8)  .0441(7)  -.0018(6)  .0131(6)  .0052(6)
  C7  .0432(8)  .0370(7)  .0378(6)  -.0038(5)  .0129(6)  .0008(5)
  O7C  .0688(8)  .0760(7)  .0525(6)  -.0058(6)  .0329(6)  .0002(5)
  N7B  .0522(8)  .0460(6)  .0396(6)  .0013(5)  .0151(6)  .0032(5)
  O7D  .0531(7)  .0773(8)  .0443(6)  -.0022(6)  .0053(5)  -.0075(5)
  N7A  .0605(9)  .0432(7)  .0576(7)  -.0086(6)  .0272(7)  -.0009(6)
  O7A  .0959(10)  .0470(6)  .0699(8)  .0011(6)  .0287(7)  .0165(5)
  O7B  .0644(9)  .0586(7)  .0986(10)  -.0231(6)  .0168(8)  -.0108(7)
  C8  .0379(7)  .0408(7)  .0375(6)  .0004(5)  .0090(5)  .0027(5)
  N11  .0485(7)  .0400(6)  .0404(6)  .0034(5)  .0168(5)  .0030(4)
  O11  .0629(8)  .0605(7)  .0771(8)  .0086(6)  .0386(6)  .0041(6)
  C11B  .0974(15)  .0648(11)  .0590(10)  .0101(10)  .0357(10)  -.0085(8)
  C11A  .0660(11)  .0406(7)  .0494(8)  .0095(7)  .0273(7)  .0092(6)
  C12  .0499(9)  .0430(7)  .0392(7)  .0057(6)  .0074(6)  .0008(5)
  C13  .0371(8)  .0408(7)  .0466(7)  .0019(5)  .0028(6)  -.0054(5)
  O13A  .0441(6)  .0394(5)  .0592(6)  .0030(4)  .0084(5)  -.0014(4)
  O13B  .0450(7)  .0483(6)  .0660(7)  .0037(5)  -.0064(5)  -.0150(5)
  C13A  .0583(11)  .0424(8)  .0919(13)  -.0030(7)  .0156(9)  -.0131(8)
  C13B  .0628(12)  .0561(10)  .0796(12)  -.0007(8)  -.0007(9)  -.0283(9)
  C14  .0385(8)  .0554(8)  .0579(9)  -.0096(6)  .0152(7)  -.0129(7)
  O15  .0488(7)  .0691(7)  .0677(7)  -.0026(5)  .0081(5)  -.0308(6)
  N15  .0368(6)  .0503(7)  .0434(6)  -.0050(5)  .0126(5)  -.0081(5)
  C15A  .0439(9)  .0569(9)  .0483(8)  -.0019(6)  .0155(7)  -.0141(6)
  C15B  .0520(11)  .0720(11)  .0791(12)  .0095(8)  .0095(9)  -.0253(9)
  C16  .0411(8)  .0469(7)  .0410(7)  -.0039(6)  .0128(6)  .0035(5)
  C17  .0359(7)  .0377(7)  .0423(7)  -.0005(5)  .0101(5)  .0001(5)
  O17A  .0649(7)  .0398(6)  .0676(7)  .0053(5)  .0223(6)  .0024(5)
  N17A  .0439(8)  .0436(7)  .0509(7)  .0053(5)  .0133(5)  .0083(5)
  O17D  .0647(8)  .0844(9)  .0464(6)  -.0070(6)  .0002(5)  -.0037(6)
  N17B  .0389(7)  .0533(7)  .0537(7)  -.0026(5)  .0088(5)  -.0066(6)
  O17C  .0534(7)  .0505(7)  .0807(8)  -.0137(5)  .0146(6)  -.0086(5)
  O17B  .0379(7)  .0726(8)  .0935(9)  .0065(5)  .0136(6)  -.0012(7)
  C18  .0424(8)  .0340(6)  .0460(7)  -.0004(5)  .0156(6)  .0039(5)
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
  N1 C1A . 1.3719(18) ?
  N1 C8 . 1.4661(16) ?
  N1 C2 . 1.4683(17) ?
  O1 C1A . 1.2240(18) ?
  C1A C1B . 1.498(2) ?
  C2 C3 . 1.530(2) ?
  C3 O3B . 1.4256(16) ?
  C3 O3A . 1.4263(17) ?
  C3 C4 . 1.535(2) ?
  O3B C3B . 1.4257(18) ?
  O3A C3A . 1.4231(19) ?
  C3B C3A . 1.486(3) ?
  C4 N5 . 1.4620(17) ?
  N5 C5A . 1.366(2) ?
  N5 C6 . 1.4575(18) ?
  O5 C5A . 1.218(2) ?
  C5A C5B . 1.501(2) ?
  C6 C7 . 1.5247(19) ?
  C7 C8 . 1.5246(18) ?
  C7 N7B . 1.5425(17) ?
  C7 N7A . 1.5497(17) ?
  O7C N7B . 1.2206(16) ?
  N7B O7D . 1.2033(17) ?
  N7A O7B . 1.2086(19) ?
  N7A O7A . 1.2175(19) ?
  N11 C11A . 1.3840(19) ?
  N11 C18 . 1.4514(18) ?
  N11 C12 . 1.458(2) ?
  O11 C11A . 1.221(2) ?
  C11B C11A . 1.501(2) ?
  C12 C13 . 1.538(2) ?
  C13 O13A . 1.4100(17) ?
  C13 O13B . 1.4267(18) ?
  C13 C14 . 1.529(2) ?
  O13A C13A . 1.435(2) ?
  O13B C13B . 1.431(2) ?
  C13A C13B . 1.493(3) ?
  C14 N15 . 1.4603(18) ?
  O15 C15A . 1.2239(19) ?
  N15 C15A . 1.360(2) ?
  N15 C16 . 1.4550(19) ?
  C15A C15B . 1.498(2) ?
  C16 C17 . 1.5302(18) ?
  C17 C18 . 1.5334(18) ?
  C17 N17B . 1.5385(18) ?
  C17 N17A . 1.5424(18) ?
  O17A N17A . 1.2067(17) ?
  N17A O17B . 1.2179(18) ?
  O17D N17B . 1.2137(18) ?
  N17B O17C . 1.2164(18) ?