#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2008514.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_2008514 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1999 _journal_volume 55 _journal_page_first 766 _journal_page_last 768 _publ_section_title ; Pipemidic acid hydrochloride ; loop_ _publ_author_name 'Hoong-Kun Fun' 'Kandasamy Chinnakali' 'Ibrahim Abdul Razak' 'Shu-zhong Zhan' 'Chuan-jiang Hu' 'Qingjin Meng' _chemical_formula_moiety 'C14 H18 N5 O3 +.Cl-' _chemical_formula_sum 'C14 H18 Cl N5 O3' _chemical_formula_weight 339.78 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 6.82280(10) _cell_length_b 7.1672(2) _cell_length_c 31.9396(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1561.86(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.445 _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 Cl1 -.17529(11) -.17141(9) .28831(2) .04117(19) Uani d . 1 . . Cl N1 .3628(4) .1270(3) .11473(7) .0379(5) Uani d . 1 . . N C2 .4707(4) .0476(4) .14481(7) .0317(5) Uani d . 1 . . C N3 .6392(3) .1171(3) .16177(7) .0395(5) Uani d . 1 . . N C4 .6985(4) .2781(4) .14649(9) .0409(6) Uani d . 1 . . C H4A .8137 .3291 .1570 .049 Uiso calc R 1 . . H C5 .6644(5) .5548(4) .09934(8) .0418(6) Uani d . 1 . . C C6 .5432(5) .6323(4) .06638(9) .0426(7) Uani d . 1 . . C C7 .3754(5) .5449(4) .05472(9) .0477(7) Uani d . 1 . . C H7A .2997 .6009 .0340 .057 Uiso calc R 1 . . H N8 .3100(4) .3806(4) .07124(8) .0539(7) Uani d D 1 . . N C9 .5983(4) .3771(4) .11526(8) .0367(6) Uani d . 1 . . C C10 .4269(4) .2911(4) .10060(8) .0364(6) Uani d . 1 . . C C11 .5963(5) .8104(5) .04492(11) .0533(8) Uani d . 1 . . C O12 .7488(5) .8990(4) .06114(10) .0737(8) Uani d . 1 . . O H12A .7991 .8339 .0793 .111 Uiso calc R 1 . . H O13 .5097(5) .8695(4) .01525(8) .0724(8) Uani d . 1 . . O N14 .4099(3) -.1203(3) .15930(7) .0378(5) Uani d . 1 . . N C15 .4895(4) -.2023(4) .19750(8) .0397(6) Uani d . 1 . . C H15A .6153 -.1460 .2039 .048 Uiso calc R 1 . . H H15B .5093 -.3351 .1935 .048 Uiso calc R 1 . . H C16 .3486(4) -.1701(4) .23364(8) .0379(5) Uani d . 1 . . C H16A .3971 -.2323 .2585 .045 Uiso calc R 1 . . H H16B .3394 -.0377 .2396 .045 Uiso calc R 1 . . H N17 .1508(4) -.2447(3) .22257(7) .0379(5) Uani d D 1 . . N C18 .0728(4) -.1660(4) .18239(9) .0400(6) Uani d . 1 . . C H18A .0491 -.0333 .1856 .048 Uiso calc R 1 . . H H18B -.0505 -.2257 .1754 .048 Uiso calc R 1 . . H C19 .2186(4) -.1979(4) .14772(9) .0395(6) Uani d . 1 . . C H19A .2313 -.3307 .1425 .047 Uiso calc R 1 . . H H19B .1723 -.1389 .1222 .047 Uiso calc R 1 . . H O20 .8136(4) .6359(3) .11314(8) .0640(7) Uani d . 1 . . O C21 .1160(4) .3066(5) .05908(10) .0648(10) Uani d D 1 . . C H21A .0316 .4083 .0503 .078 Uiso calc R 1 . . H H21B .0554 .2456 .0829 .078 Uiso calc R 1 . . H C22 .1390(7) .1690(6) .02375(12) .0805(12) Uani d D 1 . . C H22A .0201 .0989 .0206 .121 Uiso calc R 1 . . H H22B .2452 .0854 .0299 .121 Uiso calc R 1 . . H H22C .1665 .2349 -.0017 .121 Uiso calc R 1 . . H H17A .050(4) -.229(4) .2459(9) .045(9) Uiso d D 1 . . H H17B .167(6) -.386(4) .2224(12) .067(11) Uiso d 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 Cl1 .0449(3) .0314(3) .0472(3) .0012(3) .0083(3) .0015(3) N1 .0411(12) .0386(12) .0341(10) -.0109(10) -.0077(9) .0060(9) C2 .0315(12) .0372(13) .0263(11) -.0033(10) -.0013(10) .0023(10) N3 .0345(12) .0492(13) .0349(10) -.0071(10) -.0063(9) .0094(9) C4 .0386(14) .0460(16) .0380(13) -.0107(12) -.0073(11) .0018(11) C5 .0494(16) .0371(14) .0389(13) -.0132(13) .0019(13) -.0018(11) C6 .0531(17) .0358(14) .0388(14) -.0061(13) .0073(13) .0034(11) C7 .062(2) .0431(15) .0383(14) -.0048(15) -.0091(14) .0135(12) N8 .0614(17) .0516(15) .0486(14) -.0175(14) -.0209(14) .0183(11) C9 .0413(14) .0383(14) .0304(12) -.0092(11) -.0014(10) .0005(10) C10 .0455(15) .0364(14) .0274(11) -.0086(11) -.0047(10) .0050(10) C11 .067(2) .0386(15) .0542(17) -.0001(16) .0208(16) .0059(14) O12 .086(2) .0486(13) .087(2) -.0256(14) .0097(15) .0142(13) O13 .090(2) .0585(16) .0685(16) .0011(14) .0109(15) .0315(13) N14 .0351(11) .0425(13) .0358(11) -.0079(9) -.0026(9) .0112(9) C15 .0380(14) .0407(15) .0403(13) .0018(11) -.0008(11) .0140(11) C16 .0423(14) .0343(12) .0371(12) -.0029(13) -.0016(11) .0053(11) N17 .0403(12) .0298(10) .0435(12) -.0019(10) .0109(10) -.0007(9) C18 .0329(13) .0328(12) .0543(15) -.0024(12) -.0069(11) -.0038(13) C19 .0418(15) .0387(14) .0379(13) -.0106(11) -.0046(11) .0032(11) O20 .0669(16) .0537(14) .0714(15) -.0294(13) -.0147(13) .0065(11) C21 .074(2) .063(2) .0574(19) -.0108(19) -.0280(18) .0230(18) C22 .068(3) .093(3) .081(3) -.003(3) -.002(2) .001(3) 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 N1 C10 . 1.334(3) yes N1 C2 . 1.338(3) yes C2 N14 . 1.355(3) yes C2 N3 . 1.365(3) yes N3 C4 . 1.317(4) yes C4 C9 . 1.402(4) ? C4 H4A . .9300 ? C5 O20 . 1.252(4) yes C5 C9 . 1.443(4) ? C5 C6 . 1.449(4) ? C6 C7 . 1.357(4) ? C6 C11 . 1.493(4) ? C7 N8 . 1.365(4) yes C7 H7A . .9300 ? N8 C10 . 1.388(4) yes N8 C21 . 1.4784(19) yes C9 C10 . 1.403(4) ? C11 O13 . 1.194(4) yes C11 O12 . 1.324(5) yes O12 H12A . .8200 ? N14 C15 . 1.459(3) yes N14 C19 . 1.466(3) yes C15 C16 . 1.520(4) ? C15 H15A . .9700 ? C15 H15B . .9700 ? C16 N17 . 1.494(4) yes C16 H16A . .9700 ? C16 H16B . .9700 ? N17 C18 . 1.499(4) yes N17 H17A . 1.02(3) ? N17 H17B . 1.02(3) ? C18 C19 . 1.506(4) ? C18 H18A . .9700 ? C18 H18B . .9700 ? C19 H19A . .9700 ? C19 H19B . .9700 ? C21 C22 . 1.507(2) ? C21 H21A . .9700 ? C21 H21B . .9700 ? C22 H22A . .9600 ? C22 H22B . .9600 ? C22 H22C . .9600 ? _cod_database_code 2008514