#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012205.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_2012205 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1103 _journal_page_last 1105 _publ_section_title ; Ethyl 2-methoxy-6-pyridine-3-carboxylate, interplay of molecular and supramolecular structure ; loop_ _publ_author_name 'Garcia, Celeste' 'Quesada, Antonio' 'Melguizo, Manuel' 'Cobo, Justo' 'Nogueras, Manuel' "S\'anchez, Adolfo" 'Cannon, Debbie' 'Low, John Nicolson' _chemical_formula_moiety 'C9 H12 N2 O3' _chemical_formula_sum 'C9 H12 N2 O3' _chemical_formula_iupac 'C9 H12 N2 O3' _chemical_formula_weight 196.21 _chemical_melting_point 369 _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 7.4906(2) _cell_length_b 10.2409(2) _cell_length_c 13.1449(3) _cell_angle_alpha 104.9607(9) _cell_angle_beta 90.7398(9) _cell_angle_gamma 101.2452(9) _cell_volume 953.34(4) _cell_formula_units_Z 4 _cell_measurement_temperature 150.0(10) _exptl_crystal_density_diffrn 1.367 _diffrn_ambient_temperature 150.0(10) 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 .05314(14) .09310(11) .28959(8) .0166(3) Uani d . 1 . . N C12 .01032(17) .15474(13) .21580(10) .0168(3) Uani d . 1 . . C N12 -.06447(15) .07121(11) .12230(8) .0196(3) Uani d . 1 . . N C13 .03964(18) .29945(13) .23573(10) .0197(3) Uani d . 1 . . C C14 .10809(18) .37838(13) .33417(10) .0191(3) Uani d . 1 . . C C15 .15194(17) .31737(13) .41319(10) .0167(3) Uani d . 1 . . C C151 .22947(18) .40398(13) .51795(10) .0177(3) Uani d . 1 . . C O15 .24614(14) .36651(10) .59714(7) .0254(3) Uani d . 1 . . O O151 .28251(13) .53659(9) .51633(7) .0215(2) Uani d . 1 . . O C152 .35659(18) .63477(13) .61533(10) .0198(3) Uani d . 1 . . C C153 .3739(2) .77541(14) .59786(11) .0250(3) Uani d . 1 . . C C16 .12402(17) .17270(13) .38375(9) .0159(3) Uani d . 1 . . C O16 .17416(13) .11089(9) .45503(7) .0191(2) Uani d . 1 . . O C161 .18903(19) -.03127(13) .41787(10) .0207(3) Uani d . 1 . . C N21 -.49454(15) .10090(11) -.19613(8) .0172(3) Uani d . 1 . . N C22 -.54100(18) .18089(13) -.25499(10) .0182(3) Uani d . 1 . . C N22 -.70917(16) .14377(12) -.30291(9) .0231(3) Uani d . 1 . . N C23 -.41777(19) .29902(13) -.26682(10) .0205(3) Uani d . 1 . . C C24 -.25111(19) .33296(13) -.21359(10) .0198(3) Uani d . 1 . . C C25 -.19928(18) .25400(13) -.14977(10) .0171(3) Uani d . 1 . . C C251 -.01770(18) .29222(12) -.09462(9) .0172(3) Uani d . 1 . . C O25 .04422(13) .23243(9) -.03808(7) .0224(2) Uani d . 1 . . O O251 .08049(13) .40748(9) -.11369(7) .0206(2) Uani d . 1 . . O C252 .26592(18) .45166(13) -.06683(10) .0200(3) Uani d . 1 . . C C253 .3538(2) .57246(15) -.10683(12) .0283(3) Uani d . 1 . . C C26 -.33032(18) .13618(13) -.14601(9) .0164(3) Uani d . 1 . . C O26 -.28699(13) .05473(9) -.08786(7) .0193(2) Uani d . 1 . . O C261 -.40254(19) -.08053(13) -.10409(11) .0220(3) Uani d . 1 . . C H12A -.0833 -.0190 .1115 .024 Uiso calc R 1 . . H H12B -.0945 .1068 .0719 .024 Uiso calc R 1 . . H H13 .0126 .3411 .1822 .024 Uiso calc R 1 . . H H14 .1264 .4761 .3495 .023 Uiso calc R 1 . . H H15A .4773 .6200 .6357 .024 Uiso calc R 1 . . H H15B .2740 .6243 .6722 .024 Uiso calc R 1 . . H H15C .4571 .7846 .5420 .037 Uiso calc R 1 . . H H15D .4223 .8457 .6633 .037 Uiso calc R 1 . . H H15E .2537 .7880 .5768 .037 Uiso calc R 1 . . H H16A .0670 -.0896 .3980 .031 Uiso calc R 1 . . H H16B .2476 -.0586 .4740 .031 Uiso calc R 1 . . H H16C .2626 -.0425 .3563 .031 Uiso calc R 1 . . H H22A -.7843 .0698 -.2953 .028 Uiso calc R 1 . . H H22B -.7444 .1934 -.3420 .028 Uiso calc R 1 . . H H23 -.4503 .3527 -.3104 .025 Uiso calc R 1 . . H H24 -.1672 .4126 -.2198 .024 Uiso calc R 1 . . H H25A .3331 .3757 -.0878 .024 Uiso calc R 1 . . H H25B .2660 .4795 .0111 .024 Uiso calc R 1 . . H H25C .3511 .5437 -.1841 .042 Uiso calc R 1 . . H H25D .4806 .6051 -.0778 .042 Uiso calc R 1 . . H H25E .2869 .6472 -.0847 .042 Uiso calc R 1 . . H H26A -.5298 -.0714 -.0963 .033 Uiso calc R 1 . . H H26B -.3659 -.1249 -.0518 .033 Uiso calc R 1 . . H H26C -.3903 -.1370 -.1752 .033 Uiso calc R 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 .0213(6) .0175(6) .0134(5) .0053(4) .0032(4) .0069(4) C12 .0177(6) .0198(7) .0148(6) .0053(5) .0035(5) .0067(5) N12 .0285(6) .0174(6) .0138(5) .0047(4) -.0009(4) .0056(4) C13 .0256(7) .0208(7) .0158(6) .0062(5) .0009(5) .0094(5) C14 .0239(7) .0164(6) .0188(6) .0048(5) .0019(5) .0074(5) C15 .0193(6) .0171(6) .0150(6) .0042(5) .0019(5) .0060(5) C151 .0209(6) .0181(6) .0166(6) .0069(5) .0028(5) .0066(5) O15 .0402(6) .0217(5) .0158(5) .0066(4) -.0028(4) .0076(4) O151 .0326(6) .0166(5) .0142(5) .0027(4) -.0009(4) .0039(4) C152 .0241(7) .0193(7) .0145(6) .0047(5) -.0012(5) .0019(5) C153 .0317(8) .0196(7) .0221(7) .0042(6) -.0005(6) .0038(5) C16 .0182(6) .0197(6) .0133(6) .0063(5) .0045(4) .0083(5) O16 .0300(5) .0170(5) .0135(5) .0085(4) .0017(4) .0068(3) C161 .0310(7) .0171(7) .0180(7) .0096(5) .0033(5) .0080(5) N21 .0238(6) .0159(5) .0128(5) .0050(4) .0018(4) .0046(4) C22 .0256(7) .0176(6) .0119(6) .0071(5) .0023(5) .0029(5) N22 .0254(6) .0217(6) .0234(6) .0006(5) -.0038(5) .0120(5) C23 .0288(7) .0170(7) .0181(7) .0053(5) -.0005(5) .0087(5) C24 .0276(7) .0153(6) .0168(6) .0027(5) .0008(5) .0062(5) C25 .0243(7) .0157(6) .0118(6) .0048(5) .0011(5) .0040(5) C251 .0258(7) .0147(6) .0119(6) .0050(5) .0029(5) .0041(5) O25 .0300(6) .0196(5) .0193(5) .0036(4) -.0044(4) .0094(4) O251 .0229(5) .0190(5) .0210(5) .0013(4) -.0025(4) .0098(4) C252 .0224(7) .0210(7) .0172(6) .0039(5) -.0023(5) .0064(5) C253 .0254(8) .0300(8) .0309(8) -.0001(6) -.0048(6) .0155(6) C26 .0252(7) .0153(6) .0108(6) .0079(5) .0034(5) .0045(5) O26 .0261(5) .0168(5) .0176(5) .0037(4) .0002(4) .0096(4) C261 .0278(7) .0163(7) .0234(7) .0018(5) .0017(5) .0097(5) 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 C16 . 1.3311(16) y N11 C12 . 1.3525(15) y C12 N12 . 1.3449(16) y C12 C13 . 1.4086(18) y N12 H12A . .8800 no N12 H12B . .8800 no C13 C14 . 1.3681(18) y C13 H13 . .9500 no C14 C15 . 1.4084(17) y C14 H14 . .9500 no C15 C16 . 1.4034(18) y C15 C151 . 1.4725(17) y C151 O15 . 1.2115(15) y C151 O151 . 1.3444(16) no O151 C152 . 1.4494(15) no C152 C153 . 1.4976(19) no C152 H15A . .9900 no C152 H15B . .9900 no C153 H15C . .9800 no C153 H15D . .9800 no C153 H15E . .9800 no C16 O16 . 1.3451(14) no O16 C161 . 1.4381(15) no C161 H16A . .9800 no C161 H16B . .9800 no C161 H16C . .9800 no N21 C26 . 1.3268(17) y N21 C22 . 1.3500(16) y C22 N22 . 1.3406(17) y C22 C23 . 1.4159(19) y N22 H22A . .8800 no N22 H22B . .8800 no C23 C24 . 1.3607(18) y C23 H23 . .9500 no C24 C25 . 1.4045(17) y C24 H24 . .9500 no C25 C26 . 1.4113(18) y C25 C251 . 1.4660(18) y C251 O25 . 1.2162(15) y C251 O251 . 1.3476(15) no O251 C252 . 1.4499(15) no C252 C253 . 1.5058(18) no C252 H25A . .9900 no C252 H25B . .9900 no C253 H25C . .9800 no C253 H25D . .9800 no C253 H25E . .9800 no C26 O26 . 1.3468(14) no O26 C261 . 1.4452(15) no C261 H26A . .9800 no C261 H26B . .9800 no C261 H26C . .9800 no _cod_database_code 2012205