#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011916.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_2011916 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 455 _journal_page_last 458 _publ_section_title ; Hydrogen bonding in substituted nitroanilines: isolated nets in 1,3-diamino-4-nitrobenzene and continuously interwoven nets in 3,5-dinitroaniline ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _[local]_cod_cif_authors_sg_H-M 'P 21/n' loop_ _publ_author_name 'Glidewell, Christopher' 'Cannon, Debbie' 'Quesada, Antonio' 'Low, John N.' 'McWilliam, Susan A.' 'Skakle, Janet M. S.' 'Wardell, James L.' _chemical_formula_moiety 'C6 H5 N3 O4' _chemical_formula_sum 'C6 H5 N3 O4' _chemical_formula_weight 183.13 _symmetry_cell_setting monoclinic 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 8.5377(6) _cell_length_b 14.0119(9) _cell_length_c 12.7071(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.899(2) _cell_angle_gamma 90.00 _cell_volume 1519.96(17) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.601 _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_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 C11 -.09505(19) .13604(11) .47681(11) .0452(4) Uani d . 1 . . C C12 -.1625(2) .04790(10) .45248(11) .0465(4) Uani d . 1 . . C C13 -.26199(19) .00621(10) .52300(10) .0432(4) Uani d . 1 . . C C14 -.30029(19) .04585(10) .61777(11) .0447(4) Uani d . 1 . . C C15 -.23384(18) .13373(10) .63817(10) .0416(4) Uani d . 1 . . C C16 -.1337(2) .17880(10) .57155(11) .0453(4) Uani d . 1 . . C N11 .00886(19) .17716(11) .41055(11) .0673(4) Uani d . 1 . . N N13 -.3320(2) -.08635(10) .49576(11) .0574(4) Uani d . 1 . . N O11 -.2935(2) -.12460(9) .41392(10) .0873(5) Uani d . 1 . . O O12 -.42577(18) -.12016(9) .55607(11) .0783(4) Uani d . 1 . . O N15 -.27376(19) .18180(10) .73685(11) .0582(4) Uani d . 1 . . N O14 -.35455(19) .13944(9) .79966(10) .0837(5) Uani d . 1 . . O O13 -.2283(2) .26350(10) .74954(12) .0910(5) Uani d . 1 . . O C21 .3283(2) .66764(11) .63478(12) .0496(4) Uani d . 1 . . C C22 .4020(2) .66837(11) .53746(12) .0502(4) Uani d . 1 . . C C23 .37386(19) .59562(11) .46827(10) .0454(4) Uani d . 1 . . C C24 .27794(19) .51921(10) .48800(11) .0455(4) Uani d . 1 . . C C25 .20854(19) .52036(10) .58532(11) .0434(4) Uani d . 1 . . C C26 .2305(2) .59156(11) .65818(12) .0495(4) Uani d . 1 . . C N21 .3533(2) .73912(11) .70591(12) .0781(5) Uani d . 1 . . N N23 .45294(18) .59746(12) .36608(11) .0590(4) Uani d . 1 . . N O21 .42878(18) .53376(10) .30377(9) .0792(4) Uani d . 1 . . O O22 .5414(2) .66359(11) .34857(11) .0919(5) Uani d . 1 . . O N25 .10897(18) .43916(10) .61347(12) .0583(4) Uani d . 1 . . N O23 .0862(2) .37794(10) .54882(12) .0972(6) Uani d . 1 . . O O24 .05576(19) .43639(9) .70161(11) .0878(5) Uani d . 1 . . O H12 -.1405 .0177 .3893 .056 Uiso calc R 1 . . H H14 -.3663 .0157 .6649 .054 Uiso calc R 1 . . H H16 -.0915 .2379 .5896 .054 Uiso calc R 1 . . H H1A .0521 .2307 .4270 .081 Uiso calc R 1 . . H H1B .0313 .1496 .3522 .081 Uiso calc R 1 . . H H22 .4694 .7178 .5200 .060 Uiso calc R 1 . . H H24 .2611 .4704 .4395 .055 Uiso calc R 1 . . H H26 .1804 .5889 .7226 .059 Uiso calc R 1 . . H H2A .3084 .7374 .7660 .094 Uiso calc R 1 . . H H2B .4141 .7859 .6907 .094 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 C11 .0496(10) .0465(8) .0399(7) -.0014(7) .0091(7) .0066(6) C12 .0567(11) .0502(8) .0329(7) -.0018(8) .0075(7) -.0016(6) C13 .0484(10) .0423(8) .0388(7) -.0031(7) .0005(7) .0036(6) C14 .0435(10) .0510(8) .0398(7) .0013(7) .0081(6) .0085(6) C15 .0437(10) .0463(8) .0350(7) .0068(7) .0070(6) .0004(6) C16 .0497(10) .0404(7) .0458(8) -.0003(7) .0068(7) .0005(6) N11 .0814(12) .0688(9) .0524(8) -.0248(8) .0278(8) .0007(7) N13 .0694(11) .0509(8) .0518(8) -.0096(7) -.0050(7) .0033(7) O11 .1328(15) .0689(8) .0602(8) -.0251(9) .0061(8) -.0195(7) O12 .0860(11) .0681(8) .0809(9) -.0324(7) .0093(8) .0081(6) N15 .0617(11) .0626(9) .0509(8) .0092(8) .0176(7) -.0074(7) O14 .1172(13) .0802(9) .0549(7) .0112(8) .0425(8) .0017(6) O13 .0964(13) .0851(10) .0926(10) -.0213(9) .0366(9) -.0450(8) C21 .0536(12) .0470(8) .0482(8) -.0015(8) -.0009(7) .0002(7) C22 .0532(11) .0445(8) .0528(9) -.0076(7) .0046(8) .0062(7) C23 .0455(10) .0524(9) .0383(7) .0023(7) .0056(7) .0088(6) C24 .0487(11) .0453(8) .0424(8) -.0006(7) .0034(7) .0000(6) C25 .0428(10) .0421(8) .0454(8) -.0029(7) .0038(7) .0064(6) C26 .0527(11) .0543(9) .0417(8) .0010(8) .0077(7) .0039(7) N21 .0980(15) .0693(10) .0673(10) -.0254(9) .0136(9) -.0211(8) N23 .0575(11) .0718(9) .0480(8) .0008(8) .0103(7) .0116(7) O21 .0920(12) .0963(10) .0498(7) -.0053(8) .0191(7) -.0115(7) O22 .1038(13) .0999(11) .0730(9) -.0322(10) .0329(8) .0166(8) N25 .0569(11) .0526(8) .0658(9) -.0051(7) .0115(8) .0081(7) O23 .1236(15) .0801(9) .0886(10) -.0532(9) .0239(9) -.0203(8) O24 .1111(14) .0680(8) .0858(9) -.0119(8) .0483(9) .0139(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 C11 C12 . 1.395(2) y C12 C13 . 1.374(2) y C13 C14 . 1.3704(19) y C14 C15 . 1.379(2) y C15 C16 . 1.367(2) y C16 C11 . 1.389(2) y C11 N11 . 1.3607(19) y C13 N13 . 1.467(2) y N13 O11 . 1.2196(18) y N13 O12 . 1.2132(18) y C15 N15 . 1.4683(19) y N15 O13 . 1.2188(19) y N15 O14 . 1.2174(18) y N11 H1A . .86 no N11 H1B . .86 no C12 H12 . .93 no C14 H14 . .93 no C16 H16 . .93 no C21 C22 . 1.396(2) y C22 C23 . 1.365(2) y C23 C24 . 1.373(2) y C24 C25 . 1.380(2) y C25 C26 . 1.372(2) y C26 C21 . 1.389(2) y C21 N21 . 1.364(2) y C23 N23 . 1.4732(19) y N23 O21 . 1.2088(18) y N23 O22 . 1.2181(19) y C25 N25 . 1.468(2) y N25 O23 . 1.2013(18) y N25 O24 . 1.2159(18) y N21 H2A . .86 no N21 H2B . .86 no C22 H22 . .93 no C24 H24 . .93 no C26 H26 . .93 no _cod_database_code 2011916