#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011891.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_2011891 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 437 _journal_page_last 438 _publ_section_title ; Anti-inflammatory drugs. IX. Hydrated diethylammonium [2-(2,6-dichlorophenylamino)phenyl]acetate (HDEA^.^D^.^H~2~O) ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _[local]_cod_cif_authors_sg_H-M 'P 21/a' loop_ _publ_author_name 'Castellari, Carlo' 'Comelli, Fabio' 'Ottani, Stefano' _chemical_formula_moiety 'C4 H12 N 1+, C14 H10 Cl2 N O2 1-, H2 O' _chemical_formula_sum 'C18 H24 Cl2 N2 O3' _chemical_formula_iupac 'C4 H12 N 1+, C14 H10 Cl2 N O2 1-, H2 O' _chemical_formula_weight 387.29 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 11.7490(10) _cell_length_b 12.2960(10) _cell_length_c 14.5910(10) _cell_angle_alpha 90.00 _cell_angle_beta 107.544(3) _cell_angle_gamma 90.00 _cell_volume 2009.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.280 _diffrn_ambient_temperature 293(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_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol O3W .37858(14) .36066(13) .05331(13) .0705(4) Uani d D 1 . O H1W .4022(19) .4078(16) .0898(14) .065(7) Uiso d D 1 . H H2W .417(2) .353(2) .0161(16) .089(9) Uiso d D 1 . H N2 .24273(15) .17862(15) .06555(12) .0628(5) Uani d D 1 . N H11 .1704(18) .1806(16) .0167(14) .069(6) Uiso d D 1 . H H12 .2904(19) .2386(17) .0596(15) .082(7) Uiso d D 1 . H C17 .2162(3) .1836(3) .1587(2) .0938(9) Uani d D 1 . C H13 .2895 .1738 .2110 .113 Uiso calc R 1 . H H14 .1621 .1251 .1618 .113 Uiso calc R 1 . H C18 .1613(3) .2898(3) .1699(2) .1103(11) Uani d DU 1 . C H15 .2157 .3476 .1685 .128(4) Uiso calc R 1 . H H16 .1440 .2911 .2302 .128(4) Uiso calc R 1 . H H17 .0886 .2993 .1183 .128(4) Uiso calc R 1 . H C15 .3127(2) .0806(2) .0526(2) .0920(9) Uani d D 1 . C H18 .3871 .0776 .1046 .110 Uiso calc R 1 . H H19 .2677 .0153 .0557 .110 Uiso calc R 1 . H C16 .3392(3) .0839(2) -.0416(2) .0989(9) Uani d DU 1 . C H20 .3833 .0200 -.0479 .128(4) Uiso calc R 1 . H H21 .3856 .1475 -.0441 .128(4) Uiso calc R 1 . H H22 .2656 .0862 -.0932 .128(4) Uiso calc R 1 . H Cl1 .49102(5) .30953(5) .34141(5) .0761(2) Uani d D 1 . Cl Cl2 .75567(4) .63886(4) .54114(4) .0665(2) Uani d D 1 . Cl N1 .62960(12) .51678(13) .36216(10) .0483(4) Uani d . 1 . N H1 .568(2) .5098(17) .3138(16) .075(7) Uiso d . 1 . H C1 .73342(14) .53617(13) .33572(11) .0426(4) Uani d D 1 . C C2 .72775(14) .61209(13) .26303(12) .0443(4) Uani d D 1 . C C3 .8304(2) .6286(2) .23471(14) .0556(5) Uani d D 1 . C H2 .8275 .6769 .18501 .067 Uiso calc RD 1 . H C4 .9357(2) .5746(2) .2791(2) .0656(6) Uani d D 1 . C H3 1.0029 .5869 .2594 .079 Uiso calc RD 1 . H C5 .9411(2) .5033(2) .3519(2) .0631(5) Uani d D 1 . C H4 1.0127 .4686 .3828 .076 Uiso calc RD 1 . H C6 .8404(2) .4823(2) .38003(13) .0542(4) Uani d D 1 . C H5 .8442 .4321 .42858 .065 Uiso calc RD 1 . H C7 .63058(14) .46594(13) .44787(12) .0442(4) Uani d D 1 . C C8 .56979(15) .36909(14) .45045(14) .0517(4) Uani d D 1 . C C9 .5697(2) .3203(2) .5358(2) .0675(6) Uani d D 1 . C H6 .5281 .2558 .5351 .081 Uiso calc RD 1 . H C10 .6314(2) .3678(2) .6218(2) .0707(6) Uani d D 1 . C H7 .6329 .3344 .6794 .085 Uiso calc RD 1 . H C11 .6905(2) .4638(2) .62313(14) .0623(5) Uani d D 1 . C H8 .7318 .4961 .68133 .075 Uiso calc RD 1 . H C12 .68864(14) .51274(15) .53720(12) .0491(4) Uani d D 1 . C C13 .6175(2) .67962(15) .22115(13) .0520(4) Uani d D 1 . C H9 .6395 .74371 .19163 .062 Uiso calc RD 1 . H H10 .5884 .70406 .27323 .062 Uiso calc RD 1 . H C14 .5153(2) .6220(2) .14635(12) .0516(4) Uani d . 1 . C O1 .47567(14) .53628(13) .16993(10) .0760(5) Uani d . 1 . O O2 .47698(12) .66754(13) .06538(9) .0699(4) Uani d . 1 . O 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 O3W .0667(10) .0666(10) .0872(12) -.0220(8) .0369(9) -.0128(9) N2 .0496(9) .0696(11) .0555(10) -.0203(8) -.0046(8) .0171(8) C17 .093(2) .120(2) .0533(13) -.051(2) .0002(12) .0195(13) C18 .111(2) .163(3) .065(2) -.054(2) .038(2) -.022(2) C15 .0678(15) .0607(14) .120(2) -.0096(12) -.0130(14) .0277(13) C16 .081(2) .078(2) .132(3) .0072(14) .023(2) -.005(2) Cl1 .0594(3) .0665(3) .0995(4) -.0112(2) .0194(3) -.0258(3) Cl2 .0501(3) .0714(3) .0726(3) -.0133(2) .0105(2) -.0135(2) N1 .0286(7) .0666(10) .0448(8) -.0012(6) .0035(6) .0075(7) C1 .0322(8) .0484(9) .0447(9) -.0017(6) .0076(7) -.0054(7) C2 .0404(8) .0447(9) .0453(9) -.0055(7) .0089(7) -.0086(7) C3 .0561(11) .0561(11) .0587(11) -.0151(9) .0235(9) -.0099(8) C4 .0430(10) .0776(14) .0826(15) -.0124(10) .0286(10) -.0207(12) C5 .0346(9) .0735(13) .0773(14) .0034(9) .0112(9) -.0123(11) C6 .0397(9) .0614(11) .0564(11) .0066(8) .0068(8) -.0012(8) C7 .0303(7) .0507(9) .0492(9) .0054(7) .0083(7) .0060(7) C8 .0401(9) .0460(9) .0699(12) .0049(7) .0181(8) .0015(8) C9 .0609(12) .0497(11) .103(2) .0126(9) .0416(13) .0193(11) C10 .0716(14) .0782(15) .0686(14) .0272(12) .0305(12) .0281(12) C11 .0531(11) .0807(14) .0498(11) .0192(10) .0106(9) .0115(9) C12 .0349(8) .0572(10) .0520(10) .0063(7) .0082(7) .0045(8) C13 .0534(10) .0483(10) .0484(10) .0011(8) .0064(8) .0015(7) C14 .0393(9) .0662(12) .0461(10) .0060(8) .0080(7) -.0006(8) O1 .0718(10) .0796(10) .0581(8) -.0245(8) -.0082(7) .0057(7) O2 .0469(7) .1058(11) .0495(8) .0030(7) .0030(6) .0173(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 O3W H1W . .78(2) ? O3W H2W . .81(2) ? N2 C17 . 1.485(3) y N2 C15 . 1.502(3) y N2 H11 . .93(2) ? N2 H12 . .95(2) ? C17 C18 . 1.488(4) ? C17 H13 . .97 ? C17 H14 . .97 ? C18 H15 . .96 ? C18 H16 . .96 ? C18 H17 . .96 ? C15 C16 . 1.499(4) ? C15 H18 . .97 ? C15 H19 . .97 ? C16 H20 . .96 ? C16 H21 . .96 ? C16 H22 . .96 ? Cl1 C8 . 1.743(2) ? Cl2 C12 . 1.732(2) ? N1 C7 . 1.395(2) ? N1 C1 . 1.406(2) ? N1 H1 . .85(2) ? C1 C6 . 1.395(2) ? C1 C2 . 1.399(2) ? C2 C3 . 1.403(2) ? C2 C13 . 1.505(2) ? C3 C4 . 1.381(3) ? C3 H2 . .93 ? C4 C5 . 1.363(3) ? C4 H3 . .93 ? C5 C6 . 1.389(3) ? C5 H4 . .93 ? C6 H5 . .93 ? C7 C8 . 1.395(2) ? C7 C12 . 1.400(2) ? C8 C9 . 1.382(3) ? C9 C10 . 1.377(3) ? C9 H6 . .93 ? C10 C11 . 1.367(3) ? C10 H7 . .93 ? C11 C12 . 1.385(3) ? C11 H8 . .93 ? C13 C14 . 1.531(2) ? C13 H9 . .97 ? C13 H10 . .97 ? C14 O1 . 1.242(2) y C14 O2 . 1.261(2) y _cod_database_code 2011891