#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$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 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o895 _journal_page_last o897 _publ_section_title ; The (1:1) proton-transfer complex of 3,5-dinitrosalicylic acid with (8-quinolinyl)urea ; loop_ _publ_author_name 'Smith, Graham' 'Bott, Raymond C.' 'Wermuth, Urs D.' _chemical_name_common ; (8-quinolinyl)urea 3,5-dinitrosalicylate (1:1) ; _chemical_formula_moiety 'C10 H10 N3 O 1+, C7 H3 N2 O7 1-' _chemical_formula_sum 'C17 H13 N5 O8' _chemical_formula_iupac 'C10 H10 N3 O 1+, C7 H3 N2 O7 1-' _chemical_formula_weight 415.32 _chemical_melting_point ' 512--517 ' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z _cell_length_a 13.061(2) _cell_length_b 13.898(2) _cell_length_c 4.8910(17) _cell_angle_alpha 93.33(2) _cell_angle_beta 93.21(2) _cell_angle_gamma 101.764(14) _cell_volume 865.6(4) _cell_formula_units_Z 2 _cell_measurement_temperature 295(2) _exptl_crystal_density_diffrn 1.594 _diffrn_ambient_temperature 297(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_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_ _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_ _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