data_2011668
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1503
_journal_page_last  1504
_publ_section_title
;
7-Nitro-1H-indazole, an inhibitor of nitric oxide synthase
;
loop_
_publ_author_name
  "Sopkov\'a-de Oliveira Santos, Jana"
  'Collot, Valerie'
  'Rault, Sylvain'
_chemical_name_common  '7-NI'
_chemical_formula_moiety  'C7 H5 N3 O2'
_chemical_formula_sum  'C7 H5 N3 O2'
_chemical_formula_weight  163.14
_chemical_melting_point  456
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  5.0186(5)
_cell_length_b  9.6408(9)
_cell_length_c  14.5082(14)
_cell_angle_alpha  90.00
_cell_angle_beta  98.210(10)
_cell_angle_gamma  90.00
_cell_volume  694.76(12)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.560
_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
  C1  -.0843(2)  .83074(11)  .92647(8)  .0348(2) Uani d . 1 . . C
  N2  -.2670(2)  .90809(11)  .96328(8)  .0414(3) Uani d . 1 . . N
  H2  -.322(4)  .9023(19) 1.0197(13)  .061(5) Uiso d . 1 . . H
  N3  -.3765(2) 1.00794(12)  .90277(9)  .0478(3) Uani d . 1 . . N
  C4  -.2637(3)  .99367(14)  .82698(10)  .0466(3) Uani d . 1 . . C
  H4  -.318(3) 1.0536(18)  .7718(12)  .056(4) Uiso d . 1 . . H
  C5  -.0748(2)  .88331(13)  .83618(8)  .0385(3) Uani d . 1 . . C
  C6  .1000(2)  .82518(14)  .77983(9)  .0435(3) Uani d . 1 . . C
  H6  .102(3)  .8626(18)  .7197(12)  .056(4) Uiso d . 1 . . H
  C7  .2618(3)  .71625(15)  .81404(9)  .0464(3) Uani d . 1 . . C
  H7  .387(3)  .6743(17)  .7755(11)  .055(4) Uiso d . 1 . . H
  C8  .2546(3)  .66365(14)  .90299(10)  .0437(3) Uani d . 1 . . C
  H8  .369(4)  .5920(19)  .9230(12)  .058(5) Uiso d . 1 . . H
  C9  .0825(2)  .71975(12)  .95931(8)  .0374(3) Uani d . 1 . . C
  N10  .0737(2)  .66393(12) 1.05110(8)  .0465(3) Uani d . 1 . . N
  O11  -.0915(3)  .71310(13) 1.09620(8)  .0669(3) Uani d . 1 . . O
  O12  .2288(2)  .56971(13) 1.08004(8)  .0642(3) Uani d . 1 . . O
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
  C1  .0280(5)  .0384(5)  .0402(5)  -.0036(4)  .0120(4)  -.0077(4)
  N2  .0348(5)  .0456(6)  .0470(6)  .0014(4)  .0168(4)  -.0071(4)
  N3  .0381(5)  .0478(6)  .0594(7)  .0060(4)  .0137(5)  -.0041(5)
  C4  .0394(6)  .0490(7)  .0526(7)  .0042(5)  .0102(5)  .0020(6)
  C5  .0323(5)  .0434(6)  .0415(6)  -.0017(4)  .0110(4)  -.0031(5)
  C6  .0410(6)  .0535(7)  .0391(6)  -.0035(5)  .0158(5)  -.0044(5)
  C7  .0396(6)  .0534(7)  .0500(7)  .0006(5)  .0196(5)  -.0116(5)
  C8  .0370(6)  .0436(6)  .0519(7)  .0048(5)  .0111(5)  -.0063(5)
  C9  .0344(5)  .0396(6)  .0394(5)  -.0035(4)  .0095(4)  -.0034(4)
  N10  .0497(6)  .0476(6)  .0433(6)  -.0042(5)  .0099(4)  -.0003(4)
  O11  .0808(8)  .0740(8)  .0534(6)  .0060(6)  .0352(5)  .0057(5)
  O12  .0690(7)  .0639(7)  .0574(6)  .0091(5)  .0011(5)  .0112(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
  C1 N2 . 1.3499(13) ?
  C1 C9 . 1.3994(16) ?
  C1 C5 . 1.4118(16) ?
  N2 N3 . 1.3643(16) ?
  N3 C4 . 1.3138(17) ?
  C4 C5 . 1.4187(18) ?
  C5 C6 . 1.3989(15) ?
  C6 C7 . 1.376(2) ?
  C7 C8 . 1.392(2) ?
  C8 C9 . 1.3815(16) ?
  C9 N10 . 1.4427(16) ?
  N10 O11 . 1.2229(15) ?
  N10 O12 . 1.2306(16) ?