#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200929.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_2200929 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2002 _journal_volume 58 _journal_page_first o108 _journal_page_last o110 _publ_section_title ; A 1:2 adduct of N,N-dimethylethylenediamine-1,4-diium 2,4-dinitrophenolate ; loop_ _publ_author_name 'Suchada Chantrapromma' 'Anwar Usman' 'Hoong-Kun Fun' 'Bo-Long Poh' 'Chatchanok Karalai' _chemical_formula_moiety 'C4 H14 N2 1+, 2C6 H3 N2 O5 1-' _chemical_formula_sum 'C16 H20 N6 O10' _chemical_formula_iupac 'C4 H14 N2 1+, 2C6 H3 N2 O5 1-' _chemical_formula_weight 456.38 _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.3777(3) _cell_length_b 7.3596(2) _cell_length_c 22.00640(10) _cell_angle_alpha 90.00 _cell_angle_beta 97.886(2) _cell_angle_gamma 90.00 _cell_volume 1985.71(7) _cell_formula_units_Z 4 _cell_measurement_temperature 183(2) _exptl_crystal_density_diffrn 1.527 _diffrn_ambient_temperature 183(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 O1 .8426(2) .4659(4) .67139(12) .0607(9) Uani d . 1 . . O O2 .9524(2) .6303(4) .62746(12) .0544(8) Uani d . 1 . . O O3 .9231(2) .6909(4) .41268(12) .0520(8) Uani d . 1 . . O O4 .79282(19) .5594(4) .35321(11) .0450(8) Uani d . 1 . . O O5 .64990(19) .3831(4) .60616(10) .0422(7) Uani d . 1 . . O O6 .35296(19) .1963(4) .31157(11) .0511(8) Uani d . 1 . . O O7 .46995(19) .2267(4) .39199(11) .0476(8) Uani d . 1 . . O O8 .3867(3) .1096(4) .59010(12) .0696(10) Uani d . 1 . . O O9 .2509(3) -.0628(5) .60299(13) .0723(11) Uani d . 1 . . O O10 .17025(16) .0135(3) .31847(9) .0247(6) Uani d . 1 . . O N1 .8697(3) .5352(4) .62518(14) .0365(8) Uani d . 1 . . N N2 .8393(2) .5987(4) .40519(13) .0342(8) Uani d . 1 . . N N3 .3792(2) .1771(4) .36686(13) .0275(7) Uani d . 1 . . N N4 .3044(3) .0233(5) .56998(15) .0470(9) Uani d . 1 . . N N5 .6660(2) .2549(4) .71889(13) .0290(7) Uani d . 1 . . N H5B .6825 .3281 .6853 .035 Uiso d R 1 . . H H5A .682(3) .325(5) .7566(16) .047(11) Uiso d . 1 . . H H5C .711(3) .148(6) .7220(16) .055(12) Uiso d . 1 . . H N6 .4632(2) .4872(4) .75961(12) .0343(8) Uani d . 1 . . N H6 .535(3) .489(5) .7877(18) .068(13) Uiso d . 1 . . H C1 .8053(3) .5052(5) .56617(14) .0242(8) Uani d . 1 . . C C2 .8505(3) .5606(4) .51506(15) .0257(8) Uani d . 1 . . C H2 .9189 .6152 .5196 .031 Uiso calc R 1 . . H C3 .7940(3) .5347(4) .45791(14) .0240(8) Uani d . 1 . . C C4 .6896(3) .4571(4) .45037(14) .0239(8) Uani d . 1 . . C H4 .6520 .4385 .4113 .029 Uiso calc R 1 . . H C5 .6440(3) .4094(5) .50055(14) .0265(8) Uani d . 1 . . C H5 .5737 .3619 .4948 .032 Uiso calc R 1 . . H C6 .6979(3) .4284(5) .56168(15) .0268(8) Uani d . 1 . . C C7 .3052(3) .0949(4) .40386(14) .0217(8) Uani d . 1 . . C C8 .3371(3) .0940(4) .46648(15) .0268(8) Uani d . 1 . . C H8 .4042 .1426 .4828 .032 Uiso calc R 1 . . H C9 .2698(3) .0215(5) .50446(14) .0273(8) Uani d . 1 . . C C10 .1686(3) -.0506(5) .48069(15) .0322(9) Uani d . 1 . . C H10 .1230 -.0990 .5069 .039 Uiso calc R 1 . . H C11 .1368(3) -.0497(5) .41908(15) .0277(8) Uani d . 1 . . C H11 .0688 -.0972 .4041 .033 Uiso calc R 1 . . H C12 .2031(2) .0207(4) .37636(14) .0208(8) Uani d . 1 . . C C13 .5468(3) .2205(5) .71083(15) .0344(9) Uani d . 1 . . C H13A .5282 .1572 .7466 .041 Uiso calc R 1 . . H H13B .5275 .1424 .6755 .041 Uiso calc R 1 . . H C14 .4814(3) .3925(5) .70195(14) .0277(9) Uani d . 1 . . C H14A .5184 .4755 .6774 .033 Uiso calc R 1 . . H H14B .4110 .3643 .6788 .033 Uiso calc R 1 . . H C15 .3853(3) .3901(7) .79323(19) .0720(16) Uani d . 1 . . C H15A .3832 .4478 .8322 .108 Uiso calc R 1 . . H H15B .4081 .2661 .7996 .108 Uiso calc R 1 . . H H15C .3140 .3935 .7698 .108 Uiso calc R 1 . . H C16 .4250(3) .6776(6) .74666(18) .0505(12) Uani d . 1 . . C H16A .4798 .7443 .7291 .076 Uiso calc R 1 . . H H16B .4119 .7347 .7842 .076 Uiso calc R 1 . . H H16C .3587 .6761 .7183 .076 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 O1 .072(2) .084(2) .0219(16) -.0150(17) -.0115(14) -.0012(15) O2 .0475(19) .059(2) .0493(18) -.0120(15) -.0198(14) -.0128(14) O3 .0389(17) .063(2) .0550(18) -.0244(15) .0087(13) .0092(15) O4 .0360(16) .073(2) .0246(15) -.0043(13) -.0004(12) .0107(13) O5 .0270(15) .074(2) .0253(15) .0087(13) .0039(11) .0041(13) O6 .0356(16) .090(2) .0246(16) -.0257(15) -.0056(12) .0125(14) O7 .0317(16) .061(2) .0456(17) -.0184(14) -.0101(12) .0038(14) O8 .100(3) .064(2) .0346(18) -.0075(19) -.0280(17) -.0052(15) O9 .075(2) .118(3) .0262(17) .013(2) .0142(15) .0082(17) O10 .0220(13) .0348(15) .0157(13) -.0025(10) -.0024(9) .0012(10) N1 .039(2) .037(2) .030(2) .0062(16) -.0066(15) -.0108(16) N2 .0277(19) .043(2) .032(2) -.0006(15) .0061(15) .0100(15) N3 .0214(17) .0283(18) .0309(18) -.0021(13) -.0034(14) .0014(13) N4 .068(3) .047(2) .026(2) .016(2) .0021(19) .0002(17) N5 .0368(19) .028(2) .0206(17) .0089(15) .0000(13) -.0026(14) N6 .0162(17) .069(3) .0175(16) .0037(16) .0014(13) -.0015(15) C1 .0259(19) .026(2) .0189(19) .0082(16) -.0042(14) -.0061(15) C2 .0208(19) .021(2) .033(2) .0012(15) -.0024(15) -.0021(16) C3 .0219(19) .026(2) .0239(19) .0019(15) .0028(15) .0025(15) C4 .0231(19) .027(2) .0197(19) .0012(15) -.0046(14) .0037(15) C5 .0204(19) .038(2) .020(2) .0005(16) -.0021(15) .0023(15) C6 .024(2) .035(2) .023(2) .0095(16) .0065(16) -.0011(16) C7 .0221(19) .019(2) .0227(19) -.0005(15) -.0013(14) -.0013(14) C8 .029(2) .022(2) .026(2) .0034(16) -.0071(16) -.0076(15) C9 .036(2) .028(2) .0166(19) .0056(17) -.0009(16) -.0022(16) C10 .039(2) .037(2) .023(2) .0047(18) .0113(16) .0047(17) C11 .024(2) .030(2) .030(2) -.0040(16) .0046(15) .0006(16) C12 .0213(18) .016(2) .025(2) .0022(14) .0020(15) -.0021(14) C13 .037(2) .035(2) .027(2) .0004(18) -.0112(16) .0023(17) C14 .029(2) .035(2) .0166(18) .0005(17) -.0049(15) .0055(15) C15 .026(2) .138(5) .057(3) .015(3) .023(2) .047(3) C16 .037(2) .063(3) .054(3) .012(2) .013(2) -.017(2) 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 O1 N1 . 1.225(4) yes O2 N1 . 1.235(4) yes O3 N2 . 1.232(3) yes O4 N2 . 1.242(3) yes O5 C6 . 1.258(4) yes O6 N3 . 1.224(3) yes O7 N3 . 1.237(3) yes O8 N4 . 1.229(4) yes O9 N4 . 1.225(4) yes O10 C12 . 1.284(3) yes N1 C1 . 1.444(4) ? N2 C3 . 1.435(4) ? N3 C7 . 1.440(4) ? N4 C9 . 1.447(4) ? N5 C13 . 1.484(4) ? N5 H5B . .9599 ? N5 H5A . .97(4) ? N5 H5C . .97(4) ? N6 C15 . 1.477(5) ? N6 C14 . 1.492(4) ? N6 C16 . 1.494(5) ? N6 H6 . 1.01(4) ? C1 C2 . 1.384(4) ? C1 C6 . 1.436(4) ? C2 C3 . 1.366(4) ? C2 H2 . .9300 ? C3 C4 . 1.402(4) ? C4 C5 . 1.354(4) ? C4 H4 . .9300 ? C5 C6 . 1.424(4) ? C5 H5 . .9300 ? C7 C8 . 1.380(4) ? C7 C12 . 1.432(4) ? C8 C9 . 1.366(5) ? C8 H8 . .9300 ? C9 C10 . 1.395(5) ? C10 C11 . 1.359(4) ? C10 H10 . .9300 ? C11 C12 . 1.427(4) ? C11 H11 . .9300 ? C13 C14 . 1.500(4) ? C13 H13A . .9700 ? C13 H13B . .9700 ? C14 H14A . .9700 ? C14 H14B . .9700 ? C15 H15A . .9600 ? C15 H15B . .9600 ? C15 H15C . .9600 ? C16 H16A . .9600 ? C16 H16B . .9600 ? C16 H16C . .9600 ?