#------------------------------------------------------------------------------
#$Date: 2008-11-20 21:58:43 +0200 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2006988.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_2006988
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1998
_journal_volume 54
_journal_page_first  271
_journal_page_last  273
_publ_section_title
;
3-Methyl-1,5-dinitro-3-azabicyclo[3.3.1]non-7-ene
;
loop_
_publ_author_name
  'Shishkin, O. V.'
  'Atroschenko, Yu. M.'
  'Gitis, S. S.'
  'Alifanova, E. N.'
  'Shakhkeldyan, I. V.'
_chemical_formula_moiety  'C9 H13 N3 O4'
_chemical_formula_sum  'C9 H13 N3 O4'
_chemical_formula_weight  227.22
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P b c a'
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'
  '-x, -y, -z'
  'x-1/2, y, -z-1/2'
  'x, -y-1/2, z-1/2'
  '-x-1/2, y-1/2, z'
_cell_length_a  12.890(6)
_cell_length_b  11.187(4)
_cell_length_c  29.565(13)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  4263(3)
_cell_formula_units_Z  16
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.416
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  .0802
_refine_ls_wR_factor_obs  .1457
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
  N(1)  .1684(2)  -.0817(3)  .23177(11)  .0545(9) Uani d . 1 . N
  N(2)  .2048(3)  -.0947(3)  .39712(11)  .0592(9) Uani d . 1 . N
  O(1)  .1838(4)  -.1853(3)  .23135(11)  .123(2) Uani d . 1 . O
  O(2)  .1371(3)  -.0311(3)  .19925(10)  .0992(12) Uani d . 1 . O
  O(3)  .1195(3)  -.1246(3)  .41098(10)  .0940(12) Uani d . 1 . O
  O(4)  .2856(3)  -.1286(3)  .41360(10)  .0824(10) Uani d . 1 . O
  C(1)  .1929(3)  -.0100(3)  .27459(11)  .0397(9) Uani d . 1 . C
  C(2)  .1094(3)  .0852(3)  .27847(12)  .0460(10) Uani d . 1 . C
  H(2A)  .1125(3)  .1376(3)  .25236(12)  .055 Uiso calc R 1 . H
  H(2B)  .0416(3)  .0476(3)  .27897(12)  .055 Uiso calc R 1 . H
  N(3)  .1237(2)  .1549(3)  .31947(10)  .0441(8) Uani d . 1 . N
  C(4)  .1218(3)  .0802(3)  .35996(12)  .0489(10) Uani d . 1 . C
  H(4A)  .0553(3)  .0404(3)  .36259(12)  .059 Uiso calc R 1 . H
  H(4B)  .1323(3)  .1291(3)  .38669(12)  .059 Uiso calc R 1 . H
  C(5)  .2087(3)  -.0122(3)  .35586(11)  .0410(9) Uani d . 1 . C
  C(6)  .3130(3)  .0443(3)  .35237(13)  .0492(10) Uani d . 1 . C
  H(6A)  .3504(3)  .0619(3)  .37841(13)  .059 Uiso calc R 1 . H
  C(7)  .3527(3)  .0696(3)  .31159(14)  .0512(10) Uani d . 1 . C
  H(7A)  .4164(3)  .1087(3)  .31051(14)  .061 Uiso calc R 1 . H
  C(8)  .3023(3)  .0397(3)  .26848(12)  .0480(10) Uani d . 1 . C
  H(8A)  .3443(3)  -.0190(3)  .25267(12)  .058 Uiso calc R 1 . H
  H(8B)  .2990(3)  .1109(3)  .24982(12)  .058 Uiso calc R 1 . H
  C(9)  .1877(3)  -.0928(3)  .31513(11)  .0394(9) Uani d . 1 . C
  H(9A)  .2398(3)  -.1551(3)  .31289(11)  .047 Uiso calc R 1 . H
  H(9B)  .1198(3)  -.1297(3)  .31745(11)  .047 Uiso calc R 1 . H
  C(10)  .0456(3)  .2487(4)  .32235(14)  .0666(12) Uani d . 1 . C
  H(10A)  .0492(13)  .2982(14)  .2959(4)  .100 Uiso calc R 1 . H
  H(10B)  .0580(12)  .2965(14)  .3488(5)  .100 Uiso calc R 1 . H
  H(10C)  -.0221(3)  .2131(4)  .3243(9)  .100 Uiso calc R 1 . H
  N(1')  .1289(2)  .3441(3)  .15142(11)  .0507(9) Uani d . 1 . N
  N(2')  .1853(4)  .3427(4)  -.01274(12)  .0752(12) Uani d . 1 . N
  O(1')  .0907(3)  .2933(3)  .18320(10)  .0991(13) Uani d . 1 . O
  O(2')  .1384(3)  .4498(3)  .15053(11)  .0878(11) Uani d . 1 . O
  O(3')  .1010(3)  .3590(4)  -.02963(11)  .126(2) Uani d . 1 . O
  O(4')  .2643(4)  .3853(3)  -.02732(11)  .1133(15) Uani d . 1 . O
  C(1')  .1638(3)  .2702(3)  .11055(11)  .0383(9) Uani d . 1 . C
  C(2')  .0874(3)  .1675(3)  .10601(12)  .0447(10) Uani d . 1 . C
  H(2'A)  .0894(3)  .1187(3)  .13310(12)  .054 Uiso calc R 1 . H
  H(2'B)  .0177(3)  .1989(3)  .10269(12)  .054 Uiso calc R 1 . H
  N(3')  .1135(2)  .0949(3)  .06686(9)  .0447(8) Uani d . 1 . N
  C(4')  .1108(3)  .1649(3)  .02544(11)  .0509(10) Uani d . 1 . C
  H(4'A)  .0421(3)  .1982(3)  .02098(11)  .061 Uiso calc R 1 . H
  H(4'B)  .1273(3)  .1146(3)  -.00030(11)  .061 Uiso calc R 1 . H
  C(5')  .1906(3)  .2654(3)  .02963(11)  .0490(10) Uani d . 1 . C
  C(6')  .2974(3)  .2176(3)  .03627(14)  .0551(11) Uani d . 1 . C
  H(6'A)  .3393(3)  .2007(3)  .01146(14)  .066 Uiso calc R 1 . H
  C(7')  .3322(3)  .1994(4)  .07797(13)  .0543(11) Uani d . 1 . C
  H(7'A)  .3978(3)  .1658(4)  .08105(13)  .065 Uiso calc R 1 . H
  C(8')  .2745(2)  .2283(3)  .12021(12)  .0479(10) Uani d . 1 . C
  H(8'A)  .3112(2)  .2905(3)  .13651(12)  .057 Uiso calc R 1 . H
  H(8'B)  .2721(2)  .1580(3)  .13936(12)  .057 Uiso calc R 1 . H
  C(9')  .1610(3)  .3485(3)  .06866(11)  .0456(10) Uani d . 1 . C
  H(9'A)  .2101(3)  .4138(3)  .07126(11)  .055 Uiso calc R 1 . H
  H(9'B)  .0921(3)  .3814(3)  .06411(11)  .055 Uiso calc R 1 . H
  C(10')  .0442(3)  -.0076(3)  .06351(13)  .0598(11) Uani d . 1 . C
  H(10D)  .0479(14)  -.0536(12)  .0909(3)  .090 Uiso calc R 1 . H
  H(10E)  .0645(12)  -.0565(12)  .0384(5)  .090 Uiso calc R 1 . H
  H(10F)  -.0257(4)  .0198(3)  .0591(8)  .090 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
  N(1)  .067(2)  .058(2)  .039(2)  .002(2)  -.006(2)  -.002(2)
  N(2)  .076(3)  .058(2)  .043(2)  -.013(2)  -.006(2)  .000(2)
  O(1)  .247(5)  .050(2)  .070(2)  .023(3)  -.045(3)  -.018(2)
  O(2)  .167(4)  .083(2)  .047(2)  .016(2)  -.034(2)  -.005(2)
  O(3)  .093(3)  .113(3)  .076(2)  -.032(2)  .002(2)  .040(2)
  O(4)  .097(3)  .084(2)  .066(2)  .005(2)  -.023(2)  .023(2)
  C(1)  .044(2)  .040(2)  .035(2)  -.001(2)  -.002(2)  -.005(2)
  C(2)  .042(2)  .047(2)  .049(2)  .003(2)  -.002(2)  .004(2)
  N(3)  .044(2)  .041(2)  .048(2)  .004(2)  .0053(14)  -.008(2)
  C(4)  .052(2)  .053(2)  .041(2)  -.004(2)  .006(2)  -.006(2)
  C(5)  .048(2)  .040(2)  .034(2)  -.005(2)  -.003(2)  .007(2)
  C(6)  .043(2)  .051(3)  .054(3)  -.005(2)  -.018(2)  .001(2)
  C(7)  .036(2)  .047(2)  .070(3)  -.006(2)  -.002(2)  -.005(2)
  C(8)  .046(2)  .044(2)  .054(2)  -.002(2)  .011(2)  -.002(2)
  C(9)  .039(2)  .039(2)  .041(2)  -.005(2)  -.004(2)  .002(2)
  C(10)  .053(2)  .056(3)  .091(3)  .018(2)  .011(2)  -.008(3)
  N(1')  .059(2)  .055(2)  .038(2)  .000(2)  -.002(2)  -.005(2)
  N(2')  .113(4)  .073(3)  .040(2)  -.005(3)  .004(2)  .006(2)
  O(1')  .161(3)  .082(3)  .054(2)  -.006(2)  .042(2)  -.003(2)
  O(2')  .143(3)  .048(2)  .073(2)  -.001(2)  .017(2)  -.013(2)
  O(3')  .138(4)  .170(4)  .069(3)  .025(3)  -.007(2)  .058(3)
  O(4')  .160(4)  .109(3)  .071(2)  -.061(3)  .015(2)  .026(2)
  C(1')  .042(2)  .040(2)  .033(2)  .004(2)  -.001(2)  -.004(2)
  C(2')  .041(2)  .049(2)  .044(2)  -.001(2)  .001(2)  .001(2)
  N(3')  .048(2)  .043(2)  .043(2)  -.007(2)  -.0013(14)  -.003(2)
  C(4')  .057(2)  .055(3)  .041(2)  -.005(2)  -.008(2)  -.010(2)
  C(5')  .062(3)  .052(2)  .033(2)  -.008(2)  .003(2)  .008(2)
  C(6')  .055(3)  .057(3)  .053(3)  -.009(2)  .015(2)  -.006(2)
  C(7')  .041(2)  .057(3)  .065(3)  -.001(2)  .005(2)  -.013(2)
  C(8')  .043(2)  .050(2)  .050(2)  .002(2)  -.009(2)  -.006(2)
  C(9')  .055(2)  .038(2)  .044(2)  .001(2)  -.002(2)  .003(2)
  C(10')  .059(3)  .050(3)  .071(3)  -.016(2)  .001(2)  -.013(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
  N(1) O(1) . 1.175(4) ?
  N(1) O(2) . 1.187(4) ?
  N(1) C(1) . 1.531(4) ?
  N(2) O(4) . 1.212(4) ?
  N(2) O(3) . 1.220(4) ?
  N(2) C(5) . 1.530(5) ?
  C(1) C(9) . 1.516(4) ?
  C(1) C(2) . 1.519(5) ?
  C(1) C(8) . 1.527(4) ?
  C(2) N(3) . 1.453(4) ?
  N(3) C(10) . 1.457(4) ?
  N(3) C(4) . 1.460(4) ?
  C(4) C(5) . 1.530(5) ?
  C(5) C(6) . 1.489(5) ?
  C(5) C(9) . 1.528(5) ?
  C(6) C(7) . 1.340(5) ?
  C(7) C(8) . 1.469(5) ?
  N(1') O(2') . 1.189(4) ?
  N(1') O(1') . 1.203(4) ?
  N(1') C(1') . 1.531(4) ?
  N(2') O(4') . 1.204(5) ?
  N(2') O(3') . 1.210(5) ?
  N(2') C(5') . 1.523(5) ?
  C(1') C(9') . 1.518(5) ?
  C(1') C(2') . 1.519(5) ?
  C(1') C(8') . 1.528(5) ?
  C(2') N(3') . 1.454(4) ?
  N(3') C(4') . 1.454(4) ?
  N(3') C(10') . 1.458(4) ?
  C(4') C(5') . 1.529(5) ?
  C(5') C(6') . 1.490(5) ?
  C(5') C(9') . 1.530(5) ?
  C(6') C(7') . 1.328(5) ?
  C(7') C(8') . 1.489(5) ?