#------------------------------------------------------------------------------
#$Date: 2011-03-31 12:48:06 +0100 (Thu, 31 Mar 2011) $
#$Revision: 17004 $
#$URL: svn://www.crystallography.net/cod/cif/2/2200578.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_2200578
loop_
_publ_author_name
'Smith, Graham'
'Bott, Raymond C.'
'Wermuth, Urs D.'
_publ_section_title
;
The (1:1) proton-transfer complex of 3,5-dinitrosalicylic acid with
(8-quinolinyl)urea
;
_journal_name_full               'Acta Crystallographica, Section E'
_journal_page_first              o895
_journal_page_last               o897
_journal_volume                  57
_journal_year                    2001
_chemical_formula_iupac          'C10 H10 N3 O 1+, C7 H3 N2 O7 1-'
_chemical_formula_moiety         'C10 H10 N3 O 1+, C7 H3 N2 O7 1-'
_chemical_formula_sum            'C17 H13 N5 O8'
_chemical_formula_weight         415.32
_chemical_melting_point          514(3)
_chemical_name_common
;
(8-quinolinyl)urea 3,5-dinitrosalicylate (1:1)
;
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                93.33(2)
_cell_angle_beta                 93.21(2)
_cell_angle_gamma                101.764(14)
_cell_formula_units_Z            2
_cell_length_a                   13.061(2)
_cell_length_b                   13.898(2)
_cell_length_c                   4.8910(17)
_cell_measurement_temperature    295(2)
_cell_volume                     865.6(4)
_diffrn_ambient_temperature      297(2)
_exptl_crystal_density_diffrn    1.594
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value ' 512--517 ' was changed to '514(3)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2200578
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
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 .0519(7) .0261(6) .0395(7) .0053(5) .0147(5) -.0020(5)
O31 .0616(9) .0281(6) .0656(9) .0007(6) .0193(7) .0037(6)
O32 .0673(11) .0536(10) .1358(19) -.0062(8) .0629(12) .0030(10)
O51 .0839(12) .0546(9) .0649(10) .0233(8) .0402(9) -.0041(7)
O52 .0858(12) .0294(7) .0744(11) .0052(7) .0227(9) -.0100(7)
O71 .0488(8) .0400(7) .0477(8) -.0046(6) .0176(6) .0059(6)
O72 .0455(7) .0408(7) .0383(7) .0067(6) .0175(6) -.0004(5)
N3 .0411(8) .0329(7) .0415(8) -.0021(6) .0123(6) .0023(6)
N5 .0593(10) .0318(7) .0426(8) .0170(7) .0124(7) -.0004(6)
C1 .0297(7) .0278(7) .0271(7) .0048(6) .0047(6) .0035(6)
C2 .0311(8) .0248(7) .0288(7) .0049(6) .0027(6) .0016(6)
C3 .0318(8) .0266(7) .0330(8) .0015(6) .0058(6) .0030(6)
C4 .0340(8) .0342(8) .0327(8) .0087(6) .0081(6) .0030(6)
C5 .0404(9) .0273(7) .0310(8) .0105(6) .0049(6) -.0005(6)
C6 .0345(8) .0240(7) .0326(8) .0038(6) .0040(6) .0039(6)
C7 .0319(8) .0337(8) .0284(7) .0047(6) .0050(6) .0046(6)
O182 .0518(7) .0381(6) .0210(5) .0011(5) .0059(5) -.0022(5)
N1 .0437(8) .0327(7) .0194(6) -.0016(6) .0051(5) -.0025(5)
N2 .0557(10) .0385(8) .0290(7) -.0118(7) .0144(7) -.0069(6)
N11 .0371(7) .0239(6) .0318(7) .0034(5) .0045(5) -.0012(5)
C12 .0387(9) .0373(9) .0384(9) .0046(7) .0000(7) .0011(7)
C13 .0390(9) .0428(10) .0441(10) -.0022(8) .0015(8) -.0103(8)
C14 .0444(10) .0286(8) .0490(10) -.0014(7) .0152(8) -.0085(7)
C15 .0555(11) .0291(8) .0546(11) .0126(8) .0210(9) .0062(8)
C16 .0539(11) .0451(10) .0493(11) .0218(9) .0181(9) .0187(9)
C17 .0406(9) .0459(10) .0322(8) .0103(8) .0076(7) .0070(7)
C18 .0367(8) .0328(8) .0251(7) .0057(6) .0108(6) .0028(6)
C19 .0341(8) .0259(7) .0285(7) .0051(6) .0113(6) .0004(6)
C110 .0403(9) .0256(7) .0386(9) .0047(6) .0155(7) -.0005(6)
C182 .0322(8) .0329(8) .0224(7) .0026(6) .0035(6) -.0011(6)
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_occupancy
_atom_site_type_symbol
O2 .78301(10) .20887(8) .3893(3) .0393(4) Uani 1.000 O
O31 .91186(12) .30995(9) .0466(3) .0524(4) Uani 1.000 O
O32 1.02715(15) .23432(13) -.0948(5) .0863(7) Uani 1.000 O
O51 .91153(15) -.10639(12) -.4119(4) .0655(5) Uani 1.000 O
O52 .77274(14) -.19269(10) -.2574(4) .0641(5) Uani 1.000 O
O71 .60217(11) -.06037(10) .4942(3) .0468(4) Uani 1.000 O
O72 .64625(10) .09837(10) .6262(3) .0414(4) Uani 1.000 O
N3 .94176(12) .23420(11) -.0062(3) .0395(4) Uani 1.000 N
N5 .83816(14) -.11582(11) -.2629(3) .0433(5) Uani 1.000 N
C1 .73654(12) .03735(11) .2635(3) .0282(4) Uani 1.000 C
C2 .79740(12) .13500(11) .2375(3) .0284(4) Uani 1.000 C
C3 .87482(12) .14005(11) .0394(3) .0309(4) Uani 1.000 C
C4 .89063(13) .05914(12) -.1164(3) .0332(5) Uani 1.000 C
C5 .82707(13) -.03127(12) -.0861(3) .0324(5) Uani 1.000 C
C6 .75062(13) -.04258(11) .1025(3) .0306(4) Uani 1.000 C
C7 .65524(13) .02073(12) .4699(3) .0314(4) Uani 1.000 C
O182 .43791(10) -.29935(9) .6084(2) .0382(3) Uani 1.000 O
N1 .38575(12) -.31732(10) 1.0419(3) .0334(4) Uani 1.000 N
N2 .48421(14) -.17027(12) .9232(3) .0441(5) Uani 1.000 N
N11 .22207(11) -.40209(9) .6391(3) .0314(4) Uani 1.000 N
C12 .14806(14) -.43657(13) .4414(4) .0388(5) Uani 1.000 C
C13 .11796(15) -.53707(14) .3695(4) .0441(6) Uani 1.000 C
C14 .16347(15) -.60047(13) .5134(4) .0419(5) Uani 1.000 C
C15 .28873(17) -.62749(13) .8874(4) .0451(6) Uani 1.000 C
C16 .36099(16) -.58817(15) 1.0964(4) .0466(6) Uani 1.000 C
C17 .39303(14) -.48532(14) 1.1474(4) .0390(5) Uani 1.000 C
C18 .35236(13) -.42061(12) .9929(3) .0314(4) Uani 1.000 C
C19 .27294(12) -.46119(11) .7850(3) .0294(4) Uani 1.000 C
C110 .24178(14) -.56459(12) .7264(4) .0348(5) Uani 1.000 C
C182 .43746(12) -.26271(12) .8434(3) .0298(4) Uani 1.000 C
H4 .9465 .0648 -.2457 .0340 Uiso 1.000 H
H6 .7098 -.1034 .1195 .0340 Uiso 1.000 H
H72 .697(2) .149(2) .570(6) .069 Uiso 1.000 H
H1 .4043(17) -.2990(16) 1.205(5) .049 Uiso 1.000 H
H11 .2348(18) -.3373(16) .677(5) .051 Uiso 1.000 H
H12 .1211 -.3892 .3562 .0340 Uiso 1.000 H
H13 .0602 -.5568 .2208 .0340 Uiso 1.000 H
H14 .1409 -.6775 .4651 .0340 Uiso 1.000 H
H15 .2744 -.7017 .8441 .0340 Uiso 1.000 H
H16 .3921 -.6323 1.2265 .0340 Uiso 1.000 H
H17 .4390 -.4578 1.2720 .0340 Uiso 1.000 H
H21 .5174(18) -.1329(17) .802(5) .050 Uiso 1.000 H
H22 .4795(19) -.1461(18) 1.080(6) .057 Uiso 1.000 H
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O2 C2 . . 1.283(2) no
O31 N3 . . 1.214(2) no
O32 N3 . . 1.219(3) no
O51 N5 . . 1.227(3) no
O52 N5 . . 1.227(2) no
O71 C7 . . 1.213(2) no
O72 C7 . . 1.315(2) no
O72 H72 . . .93(3) no
O182 C182 . . 1.2306(18) no
N3 C3 . . 1.454(2) no
N5 C5 . . 1.454(2) no
N1 C18 . . 1.415(2) no
N1 C182 . . 1.387(2) no
N2 C182 . . 1.331(2) no
N11 C19 . . 1.365(2) no
N11 C12 . . 1.323(2) no
N1 H1 . . .83(2) no
N2 H22 . . .83(3) no
N2 H21 . . .88(2) no
N11 H11 . . .89(2) no
C1 C6 . . 1.373(2) no
C1 C7 . . 1.499(2) no
C1 C2 . . 1.443(2) no
C2 C3 . . 1.433(2) no
C3 C4 . . 1.379(2) no
C4 C5 . . 1.378(2) no
C5 C6 . . 1.389(2) no
C4 H4 . . .99 no
C6 H6 . . .91 no
C12 C13 . . 1.390(3) no
C13 C14 . . 1.365(3) no
C14 C110 . . 1.412(3) no
C15 C110 . . 1.416(3) no
C15 C16 . . 1.361(3) no
C16 C17 . . 1.408(3) no
C17 C18 . . 1.375(3) no
C18 C19 . . 1.416(2) no
C19 C110 . . 1.419(2) no
C12 H12 . . .92 no
C13 H13 . . 1.00 no
C14 H14 . . 1.06 no
C15 H15 . . 1.02 no
C16 H16 . . 1.03 no
C17 H17 . . .85 no