#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012068.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_2012068 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 880 _journal_page_last 882 _publ_section_title ; A simple compound with an unexpectedly complex structure: 4-pyridone 6/5 hydrate ; _space_group_IT_number 4 _symmetry_space_group_name_Hall 'P 2yb' _symmetry_space_group_name_H-M 'P 1 21 1' _[local]_cod_cif_authors_sg_H-M 'P 21' loop_ _publ_author_name 'Jones, Peter G.' _chemical_formula_moiety 'C5 H5 N O, 1.2H2 O' _chemical_formula_sum 'C5 H7.4 N O2.2' _chemical_formula_weight 116.72 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 8.6689(8) _cell_length_b 17.6441(16) _cell_length_c 9.6101(8) _cell_angle_alpha 90.00 _cell_angle_beta 93.283(3) _cell_angle_gamma 90.00 _cell_volume 1467.5(2) _cell_formula_units_Z 10 _cell_measurement_temperature 133(2) _exptl_crystal_density_diffrn 1.321 _diffrn_ambient_temperature 133(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 N11 .34454(18) .39604(10) .89470(17) .0280(4) Uani d DU 1 . . N H11 .285(3) .3782(14) .823(2) .044(7) Uiso d D 1 . . H C12 .3539(2) .47011(12) .9255(2) .0321(4) Uani d U 1 . . C H12 .2925 .5051 .8714 .039 Uiso calc R 1 . . H C13 .4491(2) .49655(11) 1.0323(2) .0317(4) Uani d U 1 . . C H13 .4545 .5494 1.0505 .038 Uiso calc R 1 . . H C14 .5406(2) .44556(11) 1.11688(18) .0234(4) Uani d U 1 . . C C15 .5262(2) .36750(11) 1.07927(19) .0261(4) Uani d U 1 . . C H15 .5849 .3306 1.1311 .031 Uiso calc R 1 . . H C16 .4295(2) .34516(11) .9701(2) .0283(4) Uani d U 1 . . C H16 .4220 .2929 .9469 .034 Uiso calc R 1 . . H O11 .62907(15) .46848(8) 1.21890(13) .0299(3) Uani d . 1 . . O N21 -.16419(18) .40300(10) .39677(17) .0270(3) Uani d DU 1 . . N H21 -.236(2) .4182(14) .330(2) .041(7) Uiso d D 1 . . H C22 -.0955(2) .45434(11) .4841(2) .0293(4) Uani d U 1 . . C H22 -.1223 .5063 .4740 .035 Uiso calc R 1 . . H C23 .0114(2) .43330(11) .58622(19) .0265(4) Uani d U 1 . . C H23 .0585 .4707 .6457 .032 Uiso calc R 1 . . H C24 .0531(2) .35612(11) .60456(18) .0232(4) Uani d U 1 . . C C25 -.0214(2) .30419(11) .5091(2) .0317(4) Uani d U 1 . . C H25 .0030 .2518 .5151 .038 Uiso calc R 1 . . H C26 -.1275(2) .32924(12) .4093(2) .0319(4) Uani d U 1 . . C H26 -.1767 .2937 .3472 .038 Uiso calc R 1 . . H O21 .15002(16) .33383(8) .70115(14) .0306(3) Uani d . 1 . . O N31 .79731(18) .40826(10) .85413(17) .0282(4) Uani d DU 1 . . N H31 .730(2) .3954(15) .785(2) .048(7) Uiso d D 1 . . H C32 .8781(2) .35516(12) .9267(2) .0293(4) Uani d U 1 . . C H32 .8652 .3034 .9011 .035 Uiso calc R 1 . . H C33 .9790(2) .37347(12) 1.03671(19) .0286(4) Uani d U 1 . . C H33 1.0348 .3346 1.0860 .034 Uiso calc R 1 . . H C34 1.0004(2) .45071(11) 1.07752(19) .0253(4) Uani d U 1 . . C C35 .9125(2) .50502(11) .9953(2) .0294(4) Uani d U 1 . . C H35 .9230 .5575 1.0160 .035 Uiso calc R 1 . . H C36 .8145(2) .48244(12) .8882(2) .0295(4) Uani d U 1 . . C H36 .7566 .5195 .8359 .035 Uiso calc R 1 . . H O31 1.09160(16) .47017(8) 1.17975(14) .0327(3) Uani d . 1 . . O N41 .29806(18) .40004(10) .35458(16) .0264(3) Uani d DU 1 . . N H41 .236(3) .4158(16) .286(2) .048(7) Uiso d D 1 . . H C42 .3630(2) .45320(11) .44013(19) .0275(4) Uani d U 1 . . C H42 .3347 .5048 .4264 .033 Uiso calc R 1 . . H C43 .4677(2) .43495(11) .54533(19) .0276(4) Uani d U 1 . . C H43 .5117 .4737 .6037 .033 Uiso calc R 1 . . H C44 .5122(2) .35781(11) .56864(18) .0245(4) Uani d U 1 . . C C45 .4410(2) .30396(11) .4740(2) .0282(4) Uani d U 1 . . C H45 .4670 .2518 .4831 .034 Uiso calc R 1 . . H C46 .3364(2) .32642(12) .37113(19) .0271(4) Uani d U 1 . . C H46 .2896 .2896 .3101 .033 Uiso calc R 1 . . H O41 .60874(15) .33784(8) .66703(14) .0320(3) Uani d . 1 . . O N51 -.0834(2) .14928(10) .2589(2) .0412(5) Uani d DU 1 . . N H51 .017(2) .1510(18) .266(3) .067(9) Uiso d D 1 . . H C52 -.1589(2) .16775(12) .1374(3) .0387(5) Uani d U 1 . . C H52 -.1014 .1803 .0593 .046 Uiso calc R 1 . . H C53 -.3158(2) .16886(12) .1240(2) .0304(4) Uani d U 1 . . C H53 -.3661 .1825 .0372 .036 Uiso calc R 1 . . H C54 -.4060(2) .14981(11) .23876(19) .0255(4) Uani d U 1 . . C C55 -.3185(2) .13207(11) .36554(19) .0288(4) Uani d U 1 . . C H55 -.3710 .1201 .4468 .035 Uiso calc R 1 . . H C56 -.1618(2) .13211(11) .3713(2) .0365(5) Uani d U 1 . . C H56 -.1065 .1198 .4564 .044 Uiso calc R 1 . . H O51 -.55130(15) .14771(10) .22918(15) .0408(4) Uani d . 1 . . O O1W .36109(18) .11160(9) .68042(16) .0394(4) Uani d D 1 . . O H01 .364(3) .0666(10) .724(2) .044(7) Uiso d D 1 . . H H02 .442(3) .1396(16) .708(3) .073(10) Uiso d D 1 . . H O2W .61606(18) .19240(9) .76806(17) .0399(4) Uani d D 1 . . O H03 .615(3) .2382(10) .730(2) .046(7) Uiso d D 1 . . H H04 .699(3) .1670(16) .746(3) .069(9) Uiso d D 1 . . H O3W .87931(18) .11233(9) .71260(17) .0427(4) Uani d D 1 . . O H05 .880(3) .0710(11) .764(2) .056(8) Uiso d D 1 . . H H06 .959(3) .1417(15) .736(3) .067(9) Uiso d D 1 . . H O4W 1.13993(18) .19376(9) .80711(16) .0379(4) Uani d D 1 . . O H07 1.146(3) .2382(10) .765(2) .048(7) Uiso d D 1 . . H H08 1.217(3) .1689(16) .770(3) .072(10) Uiso d D 1 . . H O5W .21656(15) .12725(9) .40858(15) .0368(3) Uani d D 1 . . O H09 .260(3) .1200(17) .4918(17) .062(8) Uiso d D 1 . . H H010 .299(2) .1368(17) .357(3) .069(9) Uiso d D 1 . . H O6W .18503(16) .20068(9) .09728(16) .0366(3) Uani d D 1 . . O H011 .280(2) .1890(17) .121(3) .074(10) Uiso d D 1 . . H H012 .176(3) .1981(16) .0061(15) .053(8) 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 N11 .0268(8) .0299(9) .0265(8) -.0041(7) -.0051(7) -.0016(7) C12 .0328(10) .0296(11) .0324(10) .0006(8) -.0116(8) .0016(9) C13 .0353(10) .0230(10) .0352(11) .0018(8) -.0115(8) -.0012(8) C14 .0233(8) .0264(10) .0202(9) -.0017(7) -.0010(7) .0009(7) C15 .0282(9) .0227(10) .0272(9) .0016(7) -.0013(7) .0023(7) C16 .0331(10) .0246(10) .0269(9) -.0037(8) -.0008(8) -.0014(7) O11 .0311(7) .0295(8) .0278(7) -.0002(6) -.0100(5) -.0008(6) N21 .0260(8) .0282(9) .0261(8) .0014(7) -.0043(6) .0021(7) C22 .0334(10) .0220(10) .0324(10) .0018(8) -.0008(8) .0013(8) C23 .0308(9) .0254(10) .0230(9) -.0019(8) -.0020(7) -.0043(7) C24 .0230(8) .0252(10) .0211(8) -.0028(7) -.0018(7) -.0003(7) C25 .0379(10) .0206(9) .0349(10) .0019(8) -.0122(8) -.0030(8) C26 .0338(10) .0255(10) .0349(10) -.0004(8) -.0116(8) -.0045(8) O21 .0337(7) .0282(7) .0285(7) -.0017(6) -.0111(5) .0008(6) N31 .0269(8) .0356(10) .0215(8) -.0042(7) -.0037(7) .0019(7) C32 .0323(10) .0271(11) .0282(10) -.0017(8) -.0008(8) -.0021(8) C33 .0312(10) .0260(10) .0279(10) .0041(8) -.0040(8) .0018(8) C34 .0233(8) .0279(10) .0246(9) -.0010(7) -.0004(7) .0003(8) C35 .0323(9) .0254(10) .0301(10) -.0004(8) -.0030(8) .0040(8) C36 .0300(9) .0307(11) .0273(9) -.0001(8) -.0021(8) .0072(8) O31 .0338(7) .0294(8) .0333(7) .0004(6) -.0123(6) -.0025(6) N41 .0259(8) .0301(9) .0226(8) .0017(7) -.0030(6) -.0009(7) C42 .0314(10) .0232(10) .0274(9) .0012(7) -.0030(8) -.0014(8) C43 .0317(10) .0244(10) .0263(10) -.0008(8) -.0032(8) -.0022(7) C44 .0243(9) .0272(10) .0215(9) -.0006(7) -.0014(7) -.0028(7) C45 .0306(9) .0235(9) .0299(10) .0034(7) -.0030(8) -.0050(7) C46 .0253(9) .0300(10) .0257(9) -.0006(8) -.0016(7) -.0057(8) O41 .0331(7) .0321(8) .0294(7) .0009(6) -.0110(6) .0008(6) N51 .0204(8) .0299(10) .0728(14) .0011(7) -.0016(8) -.0129(9) C52 .0349(11) .0253(11) .0577(14) -.0040(8) .0189(10) -.0075(10) C53 .0349(10) .0248(10) .0317(10) .0009(8) .0045(8) -.0013(8) C54 .0219(8) .0246(10) .0295(9) .0028(7) -.0026(7) -.0009(7) C55 .0349(10) .0233(10) .0275(9) .0015(8) -.0049(7) .0013(8) C56 .0368(10) .0208(10) .0494(12) .0053(8) -.0197(9) -.0066(9) O51 .0204(6) .0621(10) .0395(8) .0031(6) -.0005(6) -.0029(7) O1W .0432(9) .0305(9) .0424(9) .0004(7) -.0141(7) .0075(7) O2W .0414(9) .0343(10) .0435(9) .0016(7) -.0006(7) .0092(7) O3W .0401(9) .0324(10) .0538(10) -.0011(7) -.0134(7) .0102(7) O4W .0405(9) .0318(9) .0405(9) .0006(7) -.0048(7) .0083(7) O5W .0254(7) .0468(9) .0371(8) -.0071(6) -.0066(6) .0104(7) O6W .0260(7) .0451(9) .0387(8) .0026(6) .0006(6) .0018(7) 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 N11 C12 . 1.342(3) ? N11 C16 . 1.346(3) ? C12 C13 . 1.362(3) ? C13 C14 . 1.423(3) ? C14 O11 . 1.275(2) y C14 C15 . 1.428(3) ? C15 C16 . 1.363(3) ? N21 C26 . 1.343(3) ? N21 C22 . 1.350(3) ? C22 C23 . 1.362(3) ? C23 C24 . 1.417(3) ? C24 O21 . 1.278(2) y C24 C25 . 1.425(3) ? C25 C26 . 1.364(3) ? N31 C32 . 1.341(3) ? N31 C36 . 1.355(3) ? C32 C33 . 1.372(3) ? C33 C34 . 1.427(3) ? C34 O31 . 1.272(2) y C34 C35 . 1.433(3) ? C35 C36 . 1.356(3) ? N41 C46 . 1.348(3) ? N41 C42 . 1.349(2) ? C42 C43 . 1.359(3) ? C43 C44 . 1.429(3) ? C44 O41 . 1.276(2) y C44 C45 . 1.431(3) ? C45 C46 . 1.362(3) ? N51 C56 . 1.343(3) ? N51 C52 . 1.346(3) ? C52 C53 . 1.359(3) ? C53 C54 . 1.428(3) ? C54 O51 . 1.258(2) y C54 C55 . 1.432(3) ? C55 C56 . 1.356(3) ? N11 H11 . .893(16) ? N31 H31 . .885(16) ? N21 H21 . .909(16) ? N41 H41 . .870(16) ? N51 H51 . .868(17) ? O1W H02 . .889(15) ? O2W H03 . .888(15) ? O2W H04 . .879(15) ? O3W H06 . .883(15) ? O5W H09 . .875(15) ? O6W H012 . .876(14) ? O4W H07 . .887(15) ? O4W H08 . .895(15) ? O5W H010 . .907(15) ? O6W H011 . .870(15) ? O1W H01 . .895(15) ? O3W H05 . .879(15) ? _cod_database_code 2012068