#------------------------------------------------------------------------------
#$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2011706.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_2011706
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  106
_journal_page_last  108
_publ_section_title
;
Two 1-substituted 4-nitroimidazoles
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Kubicki, Maciej'
  'Borowiak, Teresa'
  "Suwi\'nski, Jerzy"
  'Wagner, Pawe\/l'
_chemical_formula_moiety  'C12 H9 N5 O2'
_chemical_formula_sum  'C12 H9 N5 O2'
_chemical_formula_weight  255.24
_chemical_melting_point  '209-211 (methanol)'
_symmetry_cell_setting  monoclinic
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  14.143(3)
_cell_length_b  3.8880(10)
_cell_length_c  20.660(4)
_cell_angle_alpha  90.00
_cell_angle_beta  94.92(3)
_cell_angle_gamma  90.00
_cell_volume  1131.9(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.498
_diffrn_ambient_temperature  301
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
  N6  .23611(11)  .0437(4)  .39758(7)  .0412(4) Uani d . 1 . . N
  N1  .01115(11)  -.3600(4)  .37315(7)  .0398(4) Uani d . 1 . . N
  C4  -.13052(14)  -.5578(6)  .36235(9)  .0443(6) Uani d . 1 . . C
  N3  -.09174(13)  -.6482(4)  .30671(8)  .0490(5) Uani d . 1 . . N
  C9  .09675(15)  -.1879(5)  .39356(10)  .0398(5) Uani d . 1 . . C
  C10  .16838(15)  -.1183(6)  .35678(11)  .0437(6) Uani d . 1 . . C
  N8  .11439(13)  -.0749(5)  .45543(8)  .0536(5) Uani d . 1 . . N
  N17  -.22617(13)  -.6559(5)  .37163(10)  .0589(5) Uani d . 1 . . N
  C11  .32471(14)  .1763(5)  .38106(10)  .0425(5) Uani d . 1 . . C
  C5  -.06947(15)  -.3834(6)  .40436(11)  .0449(6) Uani d . 1 . . C
  O2  -.26021(10)  -.5573(5)  .42069(8)  .0794(6) Uani d . 1 . . O
  C7  .19943(18)  .0634(6)  .45584(11)  .0556(7) Uani d . 1 . . C
  C2  -.00587(18)  -.5220(6)  .31513(10)  .0468(6) Uani d . 1 . . C
  O1  -.26964(12)  -.8270(5)  .32952(9)  .0891(7) Uani d . 1 . . O
  C12  .33392(17)  .2862(6)  .31788(11)  .0492(6) Uani d . 1 . . C
  C16  .40009(17)  .1998(6)  .42756(12)  .0553(7) Uani d . 1 . . C
  C14  .49497(19)  .4421(7)  .34865(14)  .0615(7) Uani d . 1 . . C
  C13  .41958(18)  .4194(6)  .30233(13)  .0574(7) Uani d . 1 . . C
  C15  .48545(19)  .3308(7)  .41093(15)  .0658(8) Uani d . 1 . . C
  H161  .3937(15)  .111(5)  .4708(11)  .069(7) Uiso d . 1 . . H
  H71  .2321(13)  .173(5)  .4928(9)  .047(6) Uiso d . 1 . . H
  H101  .1734(13)  -.159(5)  .3134(10)  .056(6) Uiso d . 1 . . H
  H51  -.0762(13)  -.283(5)  .4459(10)  .051(6) Uiso d . 1 . . H
  H21  .0414(14)  -.534(5)  .2846(9)  .055(6) Uiso d . 1 . . H
  H121  .2758(15)  .271(5)  .2842(10)  .063(7) Uiso d . 1 . . H
  H141  .5522(16)  .532(6)  .3366(10)  .070(7) Uiso d . 1 . . H
  H131  .4236(15)  .500(6)  .2571(11)  .083(8) Uiso d . 1 . . H
  H151  .5351(16)  .347(5)  .4434(11)  .070(8) 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
  N6  .0405(11)  .0476(11)  .0359(10)  .0034(9)  .0061(8)  -.0003(9)
  N1  .0400(11)  .0443(11)  .0355(10)  .0035(9)  .0060(8)  .0004(9)
  C4  .0404(13)  .0576(15)  .0348(12)  .0009(11)  .0035(10)  -.0001(11)
  N3  .0540(12)  .0551(12)  .0379(10)  .0022(10)  .0030(9)  -.0031(9)
  C9  .0407(13)  .0399(14)  .0390(13)  .0033(11)  .0036(10)  -.0001(10)
  C10  .0444(14)  .0532(15)  .0337(13)  .0034(12)  .0044(11)  -.0031(12)
  N8  .0536(13)  .0694(14)  .0386(11)  -.0104(10)  .0093(9)  -.0077(10)
  N17  .0447(12)  .0788(15)  .0522(12)  .0007(11)  -.0015(11)  -.0107(12)
  C11  .0399(13)  .0423(13)  .0463(13)  .0026(11)  .0100(11)  -.0029(11)
  C5  .0443(14)  .0551(15)  .0357(13)  .0039(12)  .0053(11)  -.0018(12)
  O2  .0547(11)  .1269(16)  .0585(11)  -.0137(10)  .0163(9)  -.0240(11)
  C7  .0587(16)  .0717(18)  .0366(14)  -.0082(14)  .0057(12)  -.0126(13)
  C2  .0534(16)  .0512(15)  .0366(13)  .0056(12)  .0083(12)  -.0017(12)
  O1  .0596(11)  .1261(17)  .0801(13)  -.0193(11)  -.0034(10)  -.0435(12)
  C12  .0435(14)  .0550(16)  .0502(15)  .0063(12)  .0103(12)  -.0002(12)
  C16  .0522(16)  .0619(17)  .0514(15)  -.0007(13)  .0026(13)  .0075(13)
  C14  .0490(17)  .0568(17)  .081(2)  -.0042(13)  .0218(16)  .0024(15)
  C13  .0559(17)  .0585(17)  .0599(17)  .0054(14)  .0158(14)  .0045(14)
  C15  .0483(17)  .074(2)  .0729(19)  -.0025(15)  -.0052(15)  -.0012(16)
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
  N6 C7 . 1.353(2) yes
  N6 C10 . 1.374(2) yes
  N6 C11 . 1.423(2) yes
  N1 C2 . 1.357(2) yes
  N1 C5 . 1.360(2) yes
  N1 C9 . 1.415(2) yes
  C4 C5 . 1.353(3) yes
  C4 N3 . 1.362(2) yes
  C4 N17 . 1.434(3) ?
  N3 C2 . 1.308(3) yes
  C9 C10 . 1.345(3) yes
  C9 N8 . 1.354(2) yes
  N8 C7 . 1.317(3) yes
  N17 O1 . 1.219(2) ?
  N17 O2 . 1.220(2) ?
  C11 C16 . 1.376(3) ?
  C11 C12 . 1.390(3) ?
  C12 C13 . 1.381(3) ?
  C16 C15 . 1.381(3) ?
  C14 C13 . 1.373(3) ?
  C14 C15 . 1.375(3) ?