#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200645.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_2200645 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o1036 _journal_page_last o1038 _publ_section_title ; The 1:1 proton-transfer compound of sulfanilamide with 3,5-dinitrosalicylic acid ; loop_ _publ_author_name 'Graham Smith' 'Urs D. Wermuth' 'Jonathan M. White' _chemical_name_common '4-aminobenzenesulfonamide 3,5-dinitrosalicylate' _chemical_formula_moiety 'C7 H3 N2 O7 1+, C6 H9 N2 O2 S 1-' _chemical_formula_sum 'C13 H12 N4 O9 S' _chemical_formula_iupac 'C7 H3 N2 O7 1+, C6 H9 N2 O2 S 1-' _chemical_formula_weight 400.33 _chemical_melting_point '471--474 ' _symmetry_cell_setting 'triclinic' _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.0167(9) _cell_length_b 9.1370(10) _cell_length_c 12.4300(10) _cell_angle_alpha 90.770(10) _cell_angle_beta 99.736(9) _cell_angle_gamma 95.700(10) _cell_volume 781.17(15) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.702 _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 S1 .35087(6) .71792(4) .94734(3) .02694(12) Uani d . 1 . . S O1 .2139(2) .24127(13) .42861(10) .0380(3) Uani d . 1 . . O O2 .1911(2) .19643(14) .62114(12) .0462(4) Uani d . 1 . . O O3 .1827(3) .38115(15) .73562(11) .0501(4) Uani d . 1 . . O O4 .3104(3) .88515(15) .61647(12) .0499(4) Uani d . 1 . . O O5 .2881(3) .92742(15) .44514(13) .0649(5) Uani d . 1 . . O O6 .3404(3) .52808(19) .19908(13) .0713(6) Uani d . 1 . . O O7 .1673(3) .32814(18) .21878(12) .0630(5) Uani d . 1 . . O O8 .55495(19) .72510(15) .98855(11) .0394(3) Uani d . 1 . . O O9 .2929(2) .77867(15) .84179(10) .0393(3) Uani d . 1 . . O N1 .2535(2) .44434(17) .25418(12) .0358(3) Uani d . 1 . . N N2 .2931(2) .84362(15) .52100(13) .0341(3) Uani d . 1 . . N N3 .2456(3) .55353(17) .94170(15) .0367(4) Uani d . 1 . . N N4 -.0079(2) 1.04475(16) 1.26713(12) .0285(3) Uani d . 1 . . N C1 .2325(2) .43951(17) .55606(13) .0255(3) Uani d . 1 . . C C2 .2308(2) .38119(17) .44778(13) .0259(3) Uani d . 1 . . C C3 .2539(2) .48888(18) .36743(13) .0272(3) Uani d . 1 . . C C4 .2773(2) .63791(18) .39093(14) .0282(3) Uani d . 1 . . C C5 .2768(2) .68640(16) .49655(13) .0265(3) Uani d . 1 . . C C6 .2549(2) .58874(17) .57955(13) .0265(3) Uani d . 1 . . C C7 .2017(3) .33762(18) .64612(13) .0305(4) Uani d . 1 . . C C8 .2444(2) .81196(17) 1.04360(12) .0258(3) Uani d . 1 . . C C9 .0450(3) .79465(19) 1.03839(14) .0314(4) Uani d . 1 . . C C10 -.0368(3) .87180(19) 1.11212(14) .0312(4) Uani d . 1 . . C C11 .0826(2) .96653(17) 1.18838(12) .0252(3) Uani d . 1 . . C C12 .2803(3) .9870(2) 1.19299(15) .0349(4) Uani d . 1 . . C C13 .3625(3) .9076(2) 1.11989(15) .0356(4) Uani d . 1 . . C H1 .196(5) .188(4) .539(3) .104(11) Uiso d . 1 . . H H3A .287(4) .504(3) .993(2) .061(8) Uiso d . 1 . . H H3B .228(4) .514(3) .879(2) .058(7) Uiso d . 1 . . H H4 .291(3) .703(3) .3406(19) .045(6) Uiso d . 1 . . H H4A .079(4) 1.108(3) 1.312(2) .048(6) Uiso d . 1 . . H H4B -.073(4) .975(3) 1.305(2) .054(7) Uiso d . 1 . . H H4C -.095(3) 1.099(3) 1.2305(19) .047(6) Uiso d . 1 . . H H6 .258(3) .624(2) .6510(17) .034(5) Uiso d . 1 . . H H9 -.034(3) .734(2) .9835(18) .040(6) Uiso d . 1 . . H H10 -.175(3) .858(2) 1.1112(18) .045(6) Uiso d . 1 . . H H12 .358(3) 1.052(2) 1.2448(19) .043(6) Uiso d . 1 . . H H13 .491(3) .919(2) 1.1214(19) .046(6) 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 S1 .0316(2) .0261(2) .0246(2) .00636(15) .00722(15) .00042(14) O1 .0594(9) .0210(6) .0322(6) .0025(5) .0048(6) -.0031(5) O2 .0802(11) .0231(6) .0389(7) .0033(6) .0215(7) .0042(5) O3 .0857(12) .0359(7) .0298(7) -.0001(7) .0165(7) .0007(5) O4 .0831(11) .0281(7) .0422(8) .0031(7) .0239(7) -.0087(6) O5 .1223(16) .0238(7) .0453(8) .0059(8) .0049(9) .0087(6) O6 .1260(17) .0514(9) .0403(8) -.0152(10) .0396(10) -.0016(7) O7 .1023(14) .0469(9) .0338(8) -.0208(9) .0125(8) -.0127(6) O8 .0314(7) .0433(7) .0445(7) .0089(5) .0073(5) -.0064(6) O9 .0519(8) .0417(7) .0281(6) .0155(6) .0111(6) .0079(5) N1 .0501(9) .0317(7) .0264(7) .0042(7) .0090(6) -.0011(6) N2 .0451(9) .0215(7) .0365(8) .0043(6) .0084(6) -.0002(6) N3 .0512(10) .0267(7) .0316(8) .0033(7) .0057(7) -.0038(6) N4 .0358(8) .0262(7) .0247(7) .0052(6) .0074(6) -.0019(5) C1 .0269(8) .0235(7) .0257(7) .0031(6) .0029(6) .0014(6) C2 .0270(8) .0221(7) .0277(8) .0031(6) .0023(6) -.0016(6) C3 .0306(8) .0276(8) .0235(7) .0036(6) .0051(6) -.0011(6) C4 .0329(9) .0243(8) .0278(8) .0039(6) .0057(6) .0037(6) C5 .0303(8) .0184(7) .0305(8) .0036(6) .0043(6) -.0003(6) C6 .0299(8) .0242(7) .0252(8) .0039(6) .0041(6) -.0018(6) C7 .0392(9) .0241(7) .0276(8) .0012(6) .0049(7) .0015(6) C8 .0314(8) .0229(7) .0240(7) .0036(6) .0071(6) -.0012(6) C9 .0309(9) .0318(8) .0299(8) -.0031(7) .0050(7) -.0083(7) C10 .0253(8) .0356(9) .0325(8) -.0009(7) .0065(6) -.0047(7) C11 .0316(8) .0228(7) .0223(7) .0038(6) .0070(6) .0003(6) C12 .0314(9) .0359(9) .0348(9) -.0024(7) .0024(7) -.0134(7) C13 .0243(8) .0412(10) .0398(10) -.0004(7) .0048(7) -.0114(8) 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 S1 O8 . 1.4317(14) ? S1 O9 . 1.4417(13) ? S1 N3 . 1.6019(17) ? S1 C8 . 1.7692(16) ? O1 C2 . 1.2874(19) ? O2 C7 . 1.315(2) ? O2 H1 . 1.03(4) ? O3 C7 . 1.209(2) ? O4 N2 . 1.224(2) ? O5 N2 . 1.221(2) ? O6 N1 . 1.220(2) ? O7 N1 . 1.207(2) ? N1 C3 . 1.459(2) ? N2 C5 . 1.454(2) ? N3 H3A . .81(3) ? N3 H3B . .84(3) ? N4 C11 . 1.467(2) ? N4 H4A . .91(3) ? N4 H4B . .93(3) ? N4 H4C . .89(2) ? C1 C6 . 1.379(2) ? C1 C2 . 1.439(2) ? C1 C7 . 1.495(2) ? C2 C3 . 1.429(2) ? C3 C4 . 1.377(2) ? C4 C5 . 1.381(2) ? C4 H4 . .88(2) ? C5 C6 . 1.391(2) ? C6 H6 . .94(2) ? C8 C9 . 1.383(2) ? C8 C13 . 1.385(2) ? C9 C10 . 1.381(2) ? C9 H9 . .94(2) ? C10 C11 . 1.384(2) ? C10 H10 . .96(2) ? C11 C12 . 1.373(2) ? C12 C13 . 1.388(2) ? C12 H12 . .93(2) ? C13 H13 . .89(2) ? _cod_database_code 2200645