#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200213.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_2200213 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o254 _journal_page_last o255 _publ_section_title ; Ethyl 4-butylamino-2-chloroquinoline-3-carboxylate ; loop_ _publ_author_name 'Baumer, Vyacheslav N.' 'Shishkin, Oleg V.' 'Ukrainets, Igor V.' 'Taran, Svetlana G.' 'Amin, Jaradat Nidal' _chemical_formula_moiety 'C16 H19 Cl N2 O2' _chemical_formula_sum 'C16 H19 Cl N2 O2' _chemical_formula_weight 306.78 _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 8.174(2) _cell_length_b 8.760(2) _cell_length_c 11.793(2) _cell_angle_alpha 75.68(2) _cell_angle_beta 85.77(2) _cell_angle_gamma 84.98(2) _cell_volume 813.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 290(2) _exptl_crystal_density_diffrn 1.252 _diffrn_ambient_temperature 290(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 Cl .20162(4) .98652(4) .24489(3) .07096(12) Uani d . 1 . . Cl O1 .20045(9) 1.33894(9) .00641(6) .05635(19) Uani d . 1 . . O O2 .27630(9) 1.10167(9) -.03311(7) .0587(2) Uani d . 1 . . O N1 .47002(12) 1.06376(11) .31648(9) .0627(3) Uani d . 1 . . N N2 .62956(12) 1.34534(11) -.01449(8) .0530(2) Uani d . 1 . . N H2 .7000(15) 1.4088(14) -.0113(10) .061(4) Uiso d . 1 . . H C2 .38731(13) 1.08497(12) .22257(10) .0532(3) Uani d . 1 . . C C3 .42293(12) 1.18078(11) .10861(9) .0465(2) Uani d . 1 . . C C4 .57246(12) 1.25672(11) .09154(9) .0451(2) Uani d . 1 . . C C5 .82293(14) 1.30977(14) .18926(11) .0576(3) Uani d . 1 . . C H5 .8732(18) 1.3749(16) .1111(13) .092(4) Uiso d . 1 . . H C6 .90714(17) 1.29150(16) .28872(12) .0694(4) Uani d . 1 . . C H6 1.0072(17) 1.3371(15) .2798(11) .080(4) Uiso d . 1 . . H C7 .84734(18) 1.19940(17) .39820(12) .0770(4) Uani d . 1 . . C H7 .9145(18) 1.1846(16) .4762(13) .093(4) Uiso d . 1 . . H C8 .70454(17) 1.12669(17) .40473(12) .0736(4) Uani d . 1 . . C H8 .6632(16) 1.0618(16) .4762(12) .081(4) Uiso d . 1 . . H C9 .67037(12) 1.23801(12) .19318(9) .0484(2) Uani d . 1 . . C C10 .61297(14) 1.14314(13) .30363(9) .0554(3) Uani d . 1 . . C C11 .29028(13) 1.21703(12) .02152(9) .0470(2) Uani d . 1 . . C C12 .14099(17) 1.12234(18) -.11241(12) .0653(3) Uani d . 1 . . C H12A .0506(15) 1.1733(13) -.0874(10) .054(3) Uiso d . 1 . . H H12B .1237(16) 1.0045(16) -.1172(11) .078(4) Uiso d . 1 . . H C13 .1858(2) 1.2243(2) -.23279(13) .0756(4) Uani d . 1 . . C H13A .1045(18) 1.2162(16) -.2767(12) .077(4) Uiso d . 1 . . H H13B .2164(17) 1.3356(18) -.2354(11) .085(4) Uiso d . 1 . . H H13C .286(2) 1.182(2) -.2805(15) .121(6) Uiso d . 1 . . H C14 .56709(14) 1.35805(14) -.12989(9) .0508(3) Uani d . 1 . . C H14A .4591(13) 1.4221(12) -.1463(9) .046(3) Uiso d . 1 . . H H14B .5537(14) 1.2513(14) -.1419(9) .060(3) Uiso d . 1 . . H C15 .68606(15) 1.44280(16) -.22687(9) .0541(3) Uani d . 1 . . C H15A .8029(16) 1.3858(14) -.2212(10) .065(3) Uiso d . 1 . . H H15B .7020(14) 1.5484(14) -.2090(10) .065(3) Uiso d . 1 . . H C16 .62432(18) 1.4644(2) -.34979(11) .0687(4) Uani d . 1 . . C H16A .5100(18) 1.5119(16) -.3564(11) .085(4) Uiso d . 1 . . H H16B .6149(17) 1.3585(17) -.3620(12) .084(4) Uiso d . 1 . . H C17 .7371(3) 1.5599(3) -.44524(14) .1050(7) Uani d . 1 . . C H17A .702(2) 1.562(2) -.5198(16) .111(6) Uiso d . 1 . . H H17B .734(2) 1.676(2) -.4333(16) .135(8) Uiso d . 1 . . H H17C .839(3) 1.519(3) -.4462(18) .150(10) 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 Cl .05774(18) .0738(2) .0736(2) -.02914(15) -.00097(15) .00451(15) O1 .0517(4) .0541(4) .0622(5) -.0045(4) -.0050(4) -.0112(4) O2 .0577(5) .0558(5) .0672(5) -.0107(4) -.0080(4) -.0197(4) N1 .0593(6) .0682(6) .0530(6) -.0196(5) -.0014(5) .0044(4) N2 .0556(5) .0605(6) .0424(5) -.0207(5) -.0017(4) -.0064(4) C2 .0498(6) .0449(6) .0604(7) -.0139(5) .0015(5) -.0016(5) C3 .0439(5) .0431(5) .0522(6) -.0069(4) .0021(5) -.0112(4) C4 .0449(5) .0439(5) .0458(5) -.0074(4) .0026(4) -.0095(4) C5 .0504(6) .0614(7) .0572(7) -.0141(5) -.0064(5) -.0027(5) C6 .0592(7) .0781(9) .0691(8) -.0209(7) -.0131(6) -.0063(6) C7 .0741(9) .0896(10) .0631(8) -.0226(7) -.0227(7) .0008(7) C8 .0723(9) .0863(9) .0532(7) -.0200(7) -.0097(7) .0070(7) C9 .0452(5) .0475(6) .0496(6) -.0053(4) -.0006(5) -.0062(5) C10 .0548(6) .0590(7) .0476(6) -.0125(5) -.0018(5) -.0013(5) C11 .0425(5) .0440(6) .0532(6) -.0128(5) .0042(5) -.0077(5) C12 .0585(8) .0732(9) .0689(8) -.0187(7) -.0060(6) -.0206(7) C13 .0761(10) .0935(11) .0632(9) -.0269(8) -.0073(8) -.0219(8) C14 .0479(6) .0570(7) .0478(6) -.0138(5) .0041(5) -.0118(5) C15 .0495(6) .0698(8) .0450(6) -.0175(6) .0047(5) -.0151(5) C16 .0642(8) .0930(10) .0503(7) -.0269(7) .0040(6) -.0148(7) C17 .1080(16) .164(2) .0427(8) -.0602(15) .0041(9) -.0089(10) 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 Cl C2 . 1.7818(11) yes O1 C11 . 1.2245(13) yes O2 C11 . 1.3425(13) yes O2 C12 . 1.4712(15) yes N1 C2 . 1.3057(14) yes N1 C10 . 1.3914(14) yes N2 C4 . 1.3715(13) yes N2 C14 . 1.4638(15) yes N2 H2 . .843(12) no C2 C3 . 1.4222(14) yes C3 C4 . 1.4202(14) yes C3 C11 . 1.5080(15) yes C4 C9 . 1.4579(15) yes C5 C6 . 1.3719(18) yes C5 C9 . 1.4376(15) yes C5 H5 . 1.034(15) no C6 C7 . 1.4203(19) yes C6 H6 . .929(13) no C7 C8 . 1.3662(18) yes C7 H7 . 1.080(14) no C8 C10 . 1.4250(17) yes C8 H8 . .950(14) no C9 C10 . 1.4318(15) yes C12 C13 . 1.517(2) yes C12 H12A . .898(11) no C12 H12B . 1.070(13) no C13 H13A . .889(14) no C13 H13B . 1.020(15) no C13 H13C . 1.054(19) no C14 C15 . 1.5321(15) yes C14 H14A . 1.008(11) no C14 H14B . .996(12) no C15 C16 . 1.5322(17) yes C15 H15A . 1.037(13) no C15 H15B . 1.020(12) no C16 C17 . 1.527(2) yes C16 H16A . .990(14) no C16 H16B . .984(14) no C17 H17A . .941(18) no C17 H17B . 1.059(19) no C17 H17C . .88(2) no