#------------------------------------------------------------------------------ #$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012389.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_2012389 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1450 _journal_page_last 1453 _publ_section_title ; Morpholinium 2-chloro-4-nitrobenzoate, 2-chloro-5-nitrobenzoate and 4-chloro-3-nitrobenzoate ; loop_ _publ_author_name 'Ishida, Hiroyuki' 'Rahman, Bilkish' 'Kashino,Setsuo' _chemical_formula_moiety 'C4 H10 N O 1+, C7 H3 Cl N O4 1-' _chemical_formula_sum 'C11 H13 Cl N2 O5 ' _chemical_formula_iupac 'C4 H10 N O 1+, C7 H3 Cl N O4 1-' _chemical_formula_weight 288.69 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz ' +x, +y, +z' ' -x, +y,1/2-z' ' -x, -y, -z' ' +x, -y,1/2+z' '1/2+x,1/2+y, +z' '1/2-x,1/2+y,1/2-z' '1/2-x,1/2-y, -z' '1/2+x,1/2-y,1/2+z' _cell_length_a 19.76(2) _cell_length_b 10.085(7) _cell_length_c 13.639(5) _cell_angle_alpha 90 _cell_angle_beta 109.09(4) _cell_angle_gamma 90 _cell_volume 2569(3) _cell_formula_units_Z 8 _cell_measurement_temperature 296 _exptl_crystal_density_diffrn 1.493 _diffrn_ambient_temperature 296 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 1.17692(3) .32746(7) .71584(6) .0542(2) Uani d . 1 . . Cl O1 .83337(9) .49794(19) .51908(17) .0551(6) Uani d . 1 . . O O2 .87669(10) .69523(19) .57879(17) .0600(6) Uani d . 1 . . O O3 1.13261(12) .7507(2) .66169(19) .0721(7) Uani d . 1 . . O O4 1.20375(10) .6031(2) .74928(19) .0742(7) Uani d . 1 . . O O5 .93652(10) 1.0593(2) .6065(2) .0685(7) Uani d . 1 . . O N1 1.14522(10) .6378(2) .69468(17) .0425(5) Uani d . 1 . . N N2 .80195(10) .9304(2) .53913(18) .0415(5) Uani d . 1 . . N C1 .95747(11) .5167(2) .60193(17) .0292(5) Uani d . 1 . . C C2 1.01702(12) .5977(2) .63248(18) .0308(5) Uani d . 1 . . C C3 1.08556(11) .5438(2) .66716(17) .0299(5) Uani d . 1 . . C C4 1.09512(11) .4071(2) .67291(17) .0327(5) Uani d . 1 . . C C5 1.03493(12) .3269(3) .64108(19) .0368(6) Uani d . 1 . . C C6 .96719(12) .3806(2) .60579(18) .0318(5) Uani d . 1 . . C C7 .88264(11) .5755(3) .56369(18) .0344(5) Uani d . 1 . . C C8 .83071(15) .9979(4) .4643(3) .0567(8) Uani d . 1 . . C C9 .91125(16) .9987(4) .5074(3) .0637(9) Uani d . 1 . . C C10 .91069(17) .9912(4) .6780(3) .0596(9) Uani d . 1 . . C C11 .83031(16) .9912(4) .6432(3) .0554(8) Uani d . 1 . . C H1 1.0113(13) .691(3) .6308(18) .041(7) Uiso d . 1 . . H H2 1.0399(13) .228(3) .6427(18) .042(7) Uiso d . 1 . . H H3 .9274(13) .322(2) .5834(18) .037(7) Uiso d . 1 . . H H4 .8170(15) .842(3) .545(2) .050(8) Uiso d . 1 . . H H5 .7490(18) .941(3) .516(2) .068(9) Uiso d . 1 . . H H6 .8137(19) .949(3) .397(3) .084(12) Uiso d . 1 . . H H7 .8124(16) 1.093(3) .463(2) .068(10) Uiso d . 1 . . H H8 .9282(16) .910(3) .516(2) .063(10) Uiso d . 1 . . H H9 .9276(17) 1.051(3) .464(2) .074(11) Uiso d . 1 . . H H10 .9286(17) .893(4) .684(2) .078(11) Uiso d . 1 . . H H11 .927(2) 1.037(4) .737(3) .108(15) Uiso d . 1 . . H H12 .8142(19) .951(3) .696(3) .086(12) Uiso d . 1 . . H H13 .8107(17) 1.078(3) .634(2) .072(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 .0297(3) .0566(5) .0721(5) .0162(3) .0107(3) .0181(4) O1 .0234(8) .0544(13) .0792(15) .0038(8) .0055(9) -.0024(10) O2 .0403(10) .0404(11) .0920(16) .0157(9) .0115(10) -.0041(10) O3 .0583(13) .0485(13) .0971(18) -.0207(11) .0083(12) .0153(12) O4 .0281(10) .0741(16) .1012(18) -.0086(10) -.0053(11) -.0002(13) O5 .0377(11) .0541(13) .0997(19) -.0195(10) .0034(11) .0003(13) N1 .0317(11) .0463(13) .0469(13) -.0085(10) .0091(10) -.0020(10) N2 .0192(9) .0354(12) .0632(15) .0000(9) .0043(9) -.0034(11) C1 .0251(10) .0332(12) .0293(12) .0042(9) .0089(9) .0015(10) C2 .0306(11) .0274(12) .0343(13) .0004(9) .0106(10) -.0004(10) C3 .0234(10) .0346(13) .0309(12) -.0028(9) .0076(9) .0013(10) C4 .0251(10) .0404(13) .0321(13) .0077(10) .0087(9) .0073(10) C5 .0332(12) .0307(13) .0464(15) .0050(10) .0130(11) .0064(11) C6 .0263(11) .0319(12) .0369(13) -.0015(9) .0099(10) .0022(10) C7 .0241(11) .0401(14) .0385(14) .0060(10) .0093(10) .0030(11) C8 .0348(14) .070(2) .060(2) .0003(14) .0078(14) .0103(17) C9 .0360(15) .076(2) .079(3) .0007(16) .0187(16) .025(2) C10 .0420(15) .066(2) .059(2) -.0076(15) -.0001(15) -.0185(17) C11 .0423(15) .061(2) .062(2) .0041(14) .0162(15) -.0108(17) 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 C4 . 1.727(3) yes O1 C7 . 1.242(3) yes O2 C7 . 1.237(3) yes O3 N1 . 1.220(3) yes O4 N1 . 1.204(3) yes N1 C3 . 1.463(3) no C1 C2 . 1.380(3) no C1 C6 . 1.384(3) no C1 C7 . 1.518(3) no C2 C3 . 1.391(3) no C2 H1 . .95(3) ? C3 C4 . 1.390(3) no C4 C5 . 1.386(3) no C5 C6 . 1.377(3) no C5 H2 . 1.00(3) ? C6 H3 . .95(2) ? O5 C9 . 1.416(4) no O5 C10 . 1.418(4) no N2 C11 . 1.479(4) no N2 C8 . 1.486(4) no N2 H4 . .93(3) ? N2 H5 . 1.00(3) ? C8 C9 . 1.505(4) no C8 H6 . 1.00(3) ? C8 H7 . 1.02(3) ? C9 H8 . .95(3) ? C9 H9 . .93(3) ? C10 C11 . 1.501(4) no C10 H10 . 1.05(4) ? C10 H11 . .89(4) ? C11 H12 . .96(4) ? C11 H13 . .95(3) ?