data_2200439
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o640
_journal_page_last  o642
_publ_section_title
;
Guanidinium 3,5-ninitrosalicylate
;
loop_
_publ_author_name
  'Graham Smith'
  'Raymond C. Bott'
  'Urs D. Wermuth'
_chemical_formula_moiety  'C H6 N3 1+, C7 H3 N2 O7 1-'
_chemical_formula_sum  'C8 H9 N5 O7'
_chemical_formula_iupac  'C H6 N3 1+, C7 H3 N2 O7 1-'
_chemical_formula_weight  287.19
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  '  +x,  +y,  +z'
  '1/2-x,1/2+y,1/2-z'
  '  -x,  -y,  -z'
  '1/2+x,1/2-y,1/2+z'
_cell_length_a  9.806(3)
_cell_length_b  5.928(3)
_cell_length_c  19.933(2)
_cell_angle_alpha  90.00
_cell_angle_beta  90.696(16)
_cell_angle_gamma  90.00
_cell_volume  1158.6(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.647
_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
  O2  .65837(17)  .6396(3)  .98486(8)  .0436(5) Uani d . 1 . . O
  O31  .83449(19)  .4200(3) 1.06521(9)  .0501(5) Uani d . 1 . . O
  O32  .98992(19)  .2454(3) 1.00877(10)  .0543(5) Uani d . 1 . . O
  O51  .8458(3)  -.1971(4)  .82068(13)  .0826(8) Uani d . 1 . . O
  O52  .6500(2)  -.1372(4)  .77317(10)  .0611(6) Uani d . 1 . . O
  O71  .40088(18)  .5676(3)  .82569(9)  .0502(5) Uani d . 1 . . O
  O72  .47063(17)  .7643(3)  .91460(9)  .0456(5) Uani d . 1 . . O
  N3  .8750(2)  .3251(4) 1.01429(11)  .0390(5) Uani d . 1 . . N
  N5  .7390(3)  -.0916(4)  .81482(11)  .0502(6) Uani d . 1 . . N
  N81  .0928(2) 1.2513(4)  .82760(11)  .0480(6) Uani d . 1 . . N
  N82  .2517(2) 1.0963(4)  .90016(10)  .0448(6) Uani d . 1 . . N
  N83  .1977(2)  .9180(4)  .80152(11)  .0543(6) Uani d . 1 . . N
  C1  .5892(2)  .4279(4)  .88924(11)  .0349(6) Uani d . 1 . . C
  C2  .6757(2)  .4637(4)  .94650(11)  .0341(6) Uani d . 1 . . C
  C3  .7821(2)  .3044(4)  .95685(11)  .0343(6) Uani d . 1 . . C
  C4  .8043(2)  .1253(4)  .91408(12)  .0371(6) Uani d . 1 . . C
  C5  .7165(2)  .0991(4)  .86011(12)  .0389(6) Uani d . 1 . . C
  C6  .6096(2)  .2457(4)  .84735(11)  .0376(6) Uani d . 1 . . C
  C7  .4780(2)  .5938(4)  .87450(12)  .0383(6) Uani d . 1 . . C
  C8  .1811(2) 1.0882(4)  .84278(11)  .0373(6) Uani d . 1 . . C
  H2  .574(3)  .719(5)  .9580(10)
  .065 Uiso d . 1 . . H
  H4  .879  .010  .925  .038 Uiso d . 1 . . H
  H6  .553  .230  .805  .038 Uiso d . 1 . . H
  H811  .089(2) 1.372(4)  .8500(10)
  .048 Uiso d . 1 . . H
  H812  .045(2) 1.234(4)  .7920(10)
  .053 Uiso d . 1 . . H
  H821  .317(2)  .998(4)  .9050(10)
  .058 Uiso d . 1 . . H
  H822  .247(2) 1.214(3)  .9270(10)
  .053 Uiso d . 1 . . H
  H831  .161(2)  .922(3)  .7590(10)
  .063 Uiso d . 1 . . H
  H832  .268(2)  .800(4)  .8090(10)
  .070 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
  O2  .0467(10)  .0430(10)  .0408(9)  .0087(8)  -.0149(8)  -.0066(8)
  O31  .0548(11)  .0580(13)  .0374(10)  .0037(9)  -.0126(8)  -.0040(9)
  O32  .0412(10)  .0516(12)  .0697(13)  .0109(9)  -.0169(9)  -.0034(10)
  O51  .0801(16)  .0825(17)  .0850(16)  .0337(14)  -.0104(13)  -.0368(14)
  O52  .0715(13)  .0644(14)  .0471(11)  -.0114(11)  -.0070(10)  -.0148(10)
  O71  .0476(11)  .0609(12)  .0417(10)  .0051(9)  -.0184(8)  -.0015(9)
  O72  .0436(10)  .0461(11)  .0468(10)  .0086(8)  -.0130(8)  -.0032(9)
  N3  .0377(12)  .0370(11)  .0420(12)  .0007(9)  -.0101(9)  .0035(10)
  N5  .0593(15)  .0478(14)  .0436(13)  -.0025(12)  .0042(11)  -.0095(11)
  N81  .0473(12)  .0531(14)  .0433(12)  .0070(11)  -.0130(10)  -.0051(11)
  N82  .0506(13)  .0463(13)  .0373(11)  .0076(10)  -.0120(10)  -.0042(10)
  N83  .0690(15)  .0574(15)  .0359(12)  .0165(12)  -.0170(11)  -.0068(11)
  C1  .0329(12)  .0395(14)  .0322(12)  -.0012(10)  -.0020(9)  .0035(10)
  C2  .0344(12)  .0337(13)  .0340(12)  -.0010(10)  -.0014(10)  .0006(11)
  C3  .0319(12)  .0391(14)  .0317(12)  -.0026(10)  -.0046(9)  .0043(10)
  C4  .0355(12)  .0362(13)  .0396(13)  -.0005(10)  .0023(10)  .0023(11)
  C5  .0419(13)  .0385(14)  .0366(13)  -.0045(11)  .0044(11)  -.0030(11)
  C6  .0385(13)  .0443(15)  .0300(12)  -.0070(11)  .0001(10)  -.0015(11)
  C7  .0374(13)  .0444(15)  .0329(12)  -.0020(11)  -.0046(10)  .0023(11)
  C8  .0356(12)  .0446(15)  .0317(12)  -.0005(12)  -.0032(10)  .0033(11)
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
  O2 C2 . 1.305(3) ?
  O2 H2 . 1.09(2) ?
  O31 N3 . 1.231(3) ?
  O32 N3 . 1.228(3) ?
  O51 N5 . 1.224(3) ?
  O52 N5 . 1.227(3) ?
  O71 C7 . 1.235(3) ?
  O72 C7 . 1.291(3) ?
  N3 C3 . 1.460(3) ?
  N5 C5 . 1.465(3) ?
  N81 C8 . 1.330(3) ?
  N81 H811 .  .84(2) ?
  N81 H812 .  .85(2) ?
  N82 C8 . 1.331(3) ?
  N82 H821 .  .87(2) ?
  N82 H822 .  .881(19) ?
  N83 C8 . 1.313(3) ?
  N83 H831 .  .92(2) ?
  N83 H832 .  .99(2) ?
  C1 C6 . 1.381(3) ?
  C1 C2 . 1.429(3) ?
  C1 C7 . 1.495(3) ?
  C2 C3 . 1.420(3) ?
  C3 C4 . 1.381(3) ?
  C4 C5 . 1.379(3) ?
  C4 H4 . 1.02 ?
  C5 C6 . 1.383(4) ?
  C6 H6 . 1.01 ?