#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012388.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_2012388 _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 ; _space_group_IT_number 15 _symmetry_space_group_name_Hall '-C 2yc' _symmetry_space_group_name_H-M 'C 1 2/c 1' _[local]_cod_cif_authors_sg_H-M 'C 2/c' 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' _[local]_cod_chemical_formula_sum_orig '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 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 18.680(6) _cell_length_b 10.498(3) _cell_length_c 13.125(3) _cell_angle_alpha 90 _cell_angle_beta 93.35(2) _cell_angle_gamma 90 _cell_volume 2569.5(13) _cell_formula_units_Z 8 _cell_measurement_temperature 298 _exptl_crystal_density_diffrn 1.492 _diffrn_ambient_temperature 298 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 .58105(4) .37294(7) .32979(6) .0559(3) Uani d . 1 . . Cl O1 .61609(11) .00193(18) .36764(15) .0556(5) Uani d . 1 . . O O2 .58973(9) .14191(18) .48707(14) .0506(5) Uani d . 1 . . O O3 .92286(11) .2335(3) .30218(17) .0784(8) Uani d . 1 . . O O4 .89280(11) .0791(2) .3986(2) .0720(7) Uani d . 1 . . O O5 .31960(10) .29981(19) .43692(15) .0550(5) Uani d . 1 . . O N1 .87919(12) .1750(3) .34898(18) .0527(6) Uani d . 1 . . N N2 .44683(12) .1719(2) .50853(18) .0432(6) Uani d . 1 . . N C1 .68165(12) .1917(2) .37796(17) .0335(5) Uani d . 1 . . C C2 .66822(13) .3131(2) .33920(18) .0377(6) Uani d . 1 . . C C3 .72200(16) .3875(3) .3022(2) .0472(7) Uani d . 1 . . C C4 .79118(16) .3433(3) .3050(2) .0477(7) Uani d . 1 . . C C5 .80519(13) .2243(2) .34609(18) .0392(6) Uani d . 1 . . C C6 .75198(13) .1480(2) .38116(18) .0371(6) Uani d . 1 . . C C7 .62345(12) .1057(2) .41338(18) .0373(6) Uani d . 1 . . C C8 .41171(17) .1445(3) .4057(2) .0527(7) Uani d . 1 . . C C9 .33271(16) .1724(3) .4082(2) .0523(7) Uani d . 1 . . C C10 .35140(16) .3231(3) .5362(2) .0524(7) Uani d . 1 . . C C11 .43096(15) .3038(3) .5412(2) .0475(7) Uani d . 1 . . C H1 .7123(15) .460(3) .275(2) .057(9) Uiso d . 1 . . H H2 .8270(15) .390(2) .283(2) .048(8) Uiso d . 1 . . H H3 .7624(12) .062(3) .4072(18) .040(7) Uiso d . 1 . . H H4 .4906(16) .161(3) .503(2) .049(8) Uiso d . 1 . . H H5 .4300(17) .108(3) .558(3) .080(10) Uiso d . 1 . . H H6 .4323(18) .197(3) .361(3) .073(10) Uiso d . 1 . . H H7 .4214(15) .055(3) .387(2) .064(9) Uiso d . 1 . . H H8 .3075(16) .159(3) .336(2) .062(9) Uiso d . 1 . . H H9 .3098(14) .117(3) .454(2) .051(8) Uiso d . 1 . . H H10 .3438(15) .411(3) .550(2) .060(9) Uiso d . 1 . . H H11 .3310(16) .268(3) .584(2) .061(9) Uiso d . 1 . . H H12 .4530(14) .359(2) .495(2) .045(8) Uiso d . 1 . . H H13 .4546(16) .311(3) .610(2) .064(9) 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 .0463(4) .0548(4) .0658(5) .0102(3) -.0024(3) .0033(4) O1 .0674(13) .0458(11) .0557(12) -.0179(10) .0207(10) -.0075(9) O2 .0397(10) .0620(12) .0520(11) -.0028(9) .0180(9) -.0051(9) O3 .0406(11) .132(2) .0645(13) -.0101(13) .0187(10) .0137(14) O4 .0443(12) .0661(15) .1056(19) .0073(11) .0033(12) .0037(14) O5 .0477(11) .0564(12) .0596(12) .0025(10) -.0091(9) .0078(10) N1 .0351(12) .0757(18) .0477(14) -.0077(12) .0049(11) -.0124(13) N2 .0307(12) .0499(14) .0497(13) -.0009(10) .0084(10) .0079(11) C1 .0343(12) .0373(13) .0293(11) -.0034(10) .0042(10) -.0035(10) C2 .0350(12) .0415(14) .0365(13) .0023(11) .0006(10) -.0030(11) C3 .0600(18) .0366(15) .0451(15) -.0056(14) .0029(13) .0048(13) C4 .0477(16) .0530(17) .0433(15) -.0184(14) .0092(13) -.0019(13) C5 .0341(13) .0498(15) .0338(13) -.0044(12) .0026(10) -.0076(12) C6 .0368(13) .0413(15) .0335(12) -.0042(11) .0043(10) -.0028(11) C7 .0331(12) .0429(14) .0360(13) -.0009(11) .0032(10) .0008(11) C8 .0596(19) .054(2) .0457(16) -.0022(15) .0125(14) .0003(14) C9 .0526(17) .0575(19) .0457(16) -.0119(15) -.0055(14) .0068(14) C10 .0476(17) .0522(18) .0571(19) .0045(14) .0013(15) -.0034(16) C11 .0407(15) .0492(17) .0522(17) -.0043(13) -.0017(13) .0008(14) 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 . 1.743(3) yes O1 C7 . 1.247(3) yes O2 C7 . 1.244(3) yes O3 N1 . 1.216(3) yes O4 N1 . 1.218(3) yes C1 C2 . 1.389(3) no C1 C6 . 1.390(3) no C1 C7 . 1.508(3) no C2 C3 . 1.383(4) no C3 C4 . 1.372(4) no C3 H1 . .86(3) ? C4 C5 . 1.379(4) no C4 H2 . .89(3) ? C5 C6 . 1.376(3) no C6 H3 . .98(3) ? O5 C9 . 1.415(4) no O5 C10 . 1.421(3) no N1 C5 . 1.474(3) no N2 C11 . 1.484(4) no N2 C8 . 1.494(4) no N2 H4 . .83(3) ? N2 H5 . .99(4) ? C8 C9 . 1.507(4) no C8 H6 . .91(3) ? C8 H7 . .99(3) ? C9 H8 . 1.04(3) ? C9 H9 . .96(3) ? C10 C11 . 1.497(4) no C10 H10 . .95(3) ? C10 H11 . .95(3) ? C11 H12 . .95(3) ? C11 H13 . .99(3) ? _cod_database_code 2012388