#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011603.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_2011603 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 1505 _journal_page_last 1506 _publ_section_title ; The 1:1 adduct of Kemp's triacid with 2-aminopyridine ; loop_ _publ_author_name 'Smith, Graham' 'Bott, Raymond C.' 'Wermuth, Urs D.' _chemical_formula_moiety 'C5 H7 N2 + , C12 H17 O6 -' _chemical_formula_sum 'C17 H24 N2 O6' _chemical_formula_weight 352.39 _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 8.767(2) _cell_length_b 12.228(2) _cell_length_c 8.600(3) _cell_angle_alpha 94.12(2) _cell_angle_beta 90.07(3) _cell_angle_gamma 105.440(10) _cell_volume 886.2(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293 _exptl_crystal_density_diffrn 1.321 _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 O1 .1576(3) .32310(18) .3773(3) .0490(6) Uani d . 1 . . O O2 .3246(3) .38352(17) .5806(3) .0467(6) Uani d . 1 . . O O3 .5046(3) .36551(18) .2589(3) .0511(6) Uani d . 1 . . O O4 .6839(3) .41459(18) .4510(3) .0461(6) Uani d . 1 . . O O5 .2004(3) .2534(2) .0981(3) .0588(7) Uani d . 1 . . O O6 .3963(3) .2132(2) -.0291(3) .0626(7) Uani d . 1 . . O N12 .1598(3) .5149(2) .2311(3) .0453(7) Uani d . 1 . . N N22 .4167(4) .5671(3) .1445(4) .0539(8) Uani d . 1 . . N C1 .2729(3) .1882(2) .4907(4) .0361(7) Uani d . 1 . . C C2 .4448(4) .1909(2) .5323(4) .0380(7) Uani d . 1 . . C C3 .5623(3) .2171(2) .3987(4) .0357(7) Uani d . 1 . . C C4 .4990(4) .1328(2) .2567(4) .0405(8) Uani d . 1 . . C C5 .3263(4) .1160(3) .2029(4) .0404(8) Uani d . 1 . . C C6 .2175(4) .1070(2) .3445(4) .0410(8) Uani d . 1 . . C C7 .2527(3) .3081(2) .4802(4) .0379(7) Uani d . 1 . . C C8 .5825(3) .3405(2) .3611(4) .0338(7) Uani d . 1 . . C C9 .3143(4) .2017(3) .0847(4) .0461(8) Uani d . 1 . . C C10 .1660(4) .1406(3) .6265(4) .0509(9) Uani d . 1 . . C C11 .7229(4) .2016(3) .4501(5) .0536(10) Uani d . 1 . . C C12 .2726(5) .0006(3) .1030(5) .0604(10) Uani d . 1 . . C C22 .2736(4) .5835(3) .1522(4) .0395(7) Uani d . 1 . . C C32 .2322(4) .6703(3) .0773(4) .0477(8) Uani d . 1 . . C C42 .0822(4) .6812(3) .0858(5) .0554(10) Uani d . 1 . . C C52 -.0314(4) .6078(3) .1688(5) .0581(10) Uani d . 1 . . C C62 .0095(4) .5259(3) .2410(4) .0545(9) Uani d . 1 . . C H1 .491(4) .622(3) .105(4) .042 Uiso d . 1 . . H H2 .437(4) .515(3) .198(4) .042 Uiso d . 1 . . H H5 .172(4) .263(3) .186(4) .042 Uiso d . 1 . . H H4 .681(4) .483(3) .439(4) .042 Uiso d . 1 . . H H12 .181(4) .464(3) .274(4) .054 Uiso d . 1 . . H H21 .4449 .1187 .5660 .046 Uiso d . 1 . . H H22 .4808 .2476 .6154 .046 Uiso d . 1 . . H H32 .3095 .7217 .0211 .057 Uiso d . 1 . . H H41 .5643 .1584 .1713 .049 Uiso d . 1 . . H H42 .0548 .7398 .0343 .067 Uiso d . 1 . . H H40 .5097 .0606 .2810 .049 Uiso d . 1 . . H H52 -.1365 .6155 .1745 .070 Uiso d . 1 . . H H61 .1206 .1189 .3099 .050 Uiso d . 1 . . H H62 -.0667 .4752 .2992 .066 Uiso d . 1 . . H H60 .1990 .0318 .3759 .050 Uiso d . 1 . . H H101 .2214 .1667 .7228 .062 Uiso d . 1 . . H H102 .1383 .0598 .6156 .062 Uiso d . 1 . . H H103 .0727 .1660 .6244 .062 Uiso d . 1 . . H H111 .7263 .2000 .5604 .065 Uiso d . 1 . . H H112 .7360 .1323 .4027 .065 Uiso d . 1 . . H H113 .8055 .2633 .4192 .065 Uiso d . 1 . . H H121 .2429 -.0596 .1700 .073 Uiso d . 1 . . H H122 .1850 .0008 .0382 .073 Uiso d . 1 . . H H123 .3576 -.0095 .0401 .073 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 O1 .0429(13) .0421(13) .0659(16) .0160(10) -.0037(12) .0130(11) O2 .0493(13) .0283(11) .0603(15) .0080(10) .0014(11) -.0022(11) O3 .0584(15) .0323(12) .0620(16) .0099(11) -.0163(12) .0085(11) O4 .0437(13) .0266(11) .0643(15) .0035(10) -.0103(11) .0011(11) O5 .0587(16) .0663(17) .0560(16) .0225(14) -.0104(14) .0128(14) O6 .0634(16) .0709(18) .0478(15) .0062(13) -.0005(13) .0120(13) N12 .0524(18) .0379(15) .0484(17) .0143(13) .0019(14) .0122(13) N22 .0474(18) .056(2) .066(2) .0225(15) .0047(15) .0214(16) C1 .0371(16) .0258(14) .0444(18) .0052(12) .0025(14) .0077(13) C2 .0448(18) .0273(15) .0425(18) .0097(13) -.0003(14) .0067(13) C3 .0360(16) .0271(15) .0457(18) .0102(12) -.0025(14) .0071(13) C4 .0450(18) .0275(15) .051(2) .0129(13) .0019(15) .0015(14) C5 .0435(18) .0317(16) .0434(19) .0056(13) -.0026(15) .0017(14) C6 .0383(17) .0266(15) .057(2) .0046(13) -.0006(15) .0086(14) C7 .0320(16) .0305(16) .051(2) .0067(13) .0101(15) .0081(15) C8 .0273(15) .0280(15) .0464(18) .0072(12) .0046(14) .0053(14) C9 .0420(19) .0450(19) .045(2) .0013(15) -.0080(17) .0040(16) C10 .055(2) .0381(18) .056(2) .0040(15) .0097(17) .0108(16) C11 .047(2) .0428(19) .076(3) .0209(16) -.0098(18) .0074(18) C12 .066(2) .041(2) .065(3) .0024(17) .000(2) -.0131(18) C22 .0391(18) .0354(17) .0443(19) .0107(14) -.0047(15) .0018(14) C32 .0471(19) .0389(18) .058(2) .0102(15) -.0039(16) .0150(16) C42 .057(2) .0440(19) .070(3) .0229(17) -.0165(19) .0031(18) C52 .042(2) .062(2) .074(3) .0222(18) -.0018(18) -.003(2) C62 .046(2) .052(2) .062(2) .0077(17) .0117(17) .0035(18) 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 O1 C7 . 1.271(4) ? O2 C7 . 1.252(4) ? O3 C8 . 1.217(3) ? O4 C8 . 1.295(4) ? O4 H4 . .86(3) ? O5 C9 . 1.317(4) ? O5 H5 . .81(3) ? O6 C9 . 1.210(4) ? N12 C22 . 1.340(4) ? N12 C62 . 1.361(5) ? N12 H12 . .81(4) ? N22 C22 . 1.323(4) ? N22 H1 . .89(3) ? N22 H2 . .87(3) ? C1 C7 . 1.531(4) ? C1 C6 . 1.538(5) ? C1 C2 . 1.539(4) ? C1 C10 . 1.547(4) ? C2 C3 . 1.537(4) ? C2 H21 . .95 ? C2 H22 . .95 ? C3 C8 . 1.530(4) ? C3 C11 . 1.538(4) ? C3 C4 . 1.542(4) ? C4 C5 . 1.538(4) ? C4 H41 . .95 ? C4 H40 . .95 ? C5 C9 . 1.534(5) ? C5 C6 . 1.539(5) ? C5 C12 . 1.556(5) ? C6 H61 . .95 ? C6 H60 . .95 ? C10 H101 . .95 ? C10 H102 . .95 ? C10 H103 . .95 ? C11 H111 . .95 ? C11 H112 . .95 ? C11 H113 . .95 ? C12 H121 . .95 ? C12 H122 . .95 ? C12 H123 . .95 ? C22 C32 . 1.406(4) ? C32 C42 . 1.358(5) ? C32 H32 . .95 ? C42 C52 . 1.387(5) ? C42 H42 . .95 ? C52 C62 . 1.341(5) ? C52 H52 . .95 ? C62 H62 . .95 ? _cod_database_code 2011603