#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011887.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_2011887 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 462 _journal_page_last 466 _publ_section_title ; Azole. 45. \"Uber 2,4-Dinitrophenylhydrazone von Morpholinonitroimidazolderivaten ; loop_ _publ_author_name 'Gzella, Andrzej' 'Wrzeciono, Urszula' 'P\"oppel, Wolfram' _chemical_formula_moiety 'C16 H17 N9 O9' _chemical_formula_sum 'C16 H17 N9 O9' _chemical_formula_weight 479.39 _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 9.0382(7) _cell_length_b 19.2008(13) _cell_length_c 11.9087(8) _cell_angle_alpha 90 _cell_angle_beta 96.579(6) _cell_angle_gamma 90 _cell_volume 2053.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.551 _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 N1 .25752(15) .65795(8) 1.11034(11) .0415(3) Uani d . 1 . . N C2 .2022(2) .71521(11) 1.15519(17) .0541(5) Uani d . 1 . . C N3 .2722(2) .73276(8) 1.25267(15) .0578(4) Uani d . 1 . . N C4 .37949(19) .68461(9) 1.27170(14) .0444(4) Uani d . 1 . . C C5 .37352(18) .63746(9) 1.18701(13) .0393(4) Uani d . 1 . . C C6 .2061(2) .62955(12) .99913(15) .0492(4) Uani d . 1 . . C C7 .29988(17) .65246(9) .90886(14) .0394(4) Uani d . 1 . . C C8 .41305(19) .70944(9) .93221(15) .0422(4) Uani d . 1 . . C N9 .28839(15) .62582(8) .81027(12) .0439(3) Uani d . 1 . . N N10 .18812(17) .57209(8) .78763(13) .0469(4) Uani d . 1 . . N C11 .19044(17) .53541(9) .69125(13) .0410(4) Uani d . 1 . . C C12 .10082(18) .47585(9) .66530(15) .0447(4) Uani d . 1 . . C C13 .1098(2) .43736(10) .56836(16) .0489(4) Uani d . 1 . . C C14 .2066(2) .45791(10) .49539(16) .0510(4) Uani d . 1 . . C C15 .2943(2) .51690(11) .51555(17) .0529(4) Uani d . 1 . . C C16 .2867(2) .55486(10) .61103(15) .0491(4) Uani d . 1 . . C N17 -.00566(19) .45181(10) .73865(14) .0582(4) Uani d . 1 . . N O18 -.01693(17) .48265(9) .82804(13) .0700(4) Uani d . 1 . . O O19 -.0826(2) .40184(12) .70885(17) .1019(7) Uani d . 1 . . O N20 .2155(2) .41769(11) .39266(17) .0718(5) Uani d . 1 . . N O21 .1312(3) .36869(11) .37305(19) .1066(7) Uani d . 1 . . O O22 .3060(3) .43594(13) .33007(18) .1137(8) Uani d . 1 . . O N23 .54698(14) .68306(7) .99897(11) .0388(3) Uani d . 1 . . N C24 .6390(2) .74094(11) 1.04680(18) .0517(5) Uani d . 1 . . C C25 .7778(2) .71309(16) 1.1134(2) .0704(7) Uani d . 1 . . C O26 .86181(15) .67108(11) 1.04582(16) .0840(6) Uani d . 1 . . O C27 .7726(2) .61397(15) 1.0000(3) .0738(7) Uani d . 1 . . C C28 .6340(2) .63977(11) .92951(18) .0494(4) Uani d . 1 . . C N29 .4856(2) .68843(10) 1.37304(14) .0615(5) Uani d . 1 . . N O30 .4647(3) .65756(14) 1.45398(16) .1131(8) Uani d . 1 . . O O31 .5875(3) .72788(17) 1.36971(19) .1423(12) Uani d . 1 . . O N32 .4635(2) .57824(9) 1.17602(15) .0572(4) Uani d . 1 . . N O33 .5700(2) .57225(12) 1.24768(17) .1012(7) Uani d . 1 . . O O34 .4326(2) .53839(8) 1.09758(16) .0814(5) Uani d . 1 . . O H2A .121(3) .7411(13) 1.115(2) .072(7) Uiso d . 1 . . H H6A .206(3) .5790(13) 1.008(2) .067(7) Uiso d . 1 . . H H6B .104(3) .6484(13) .979(2) .074(7) Uiso d . 1 . . H H8A .371(2) .7485(10) .9772(16) .046(5) Uiso d . 1 . . H H8B .435(2) .7302(10) .8578(17) .048(5) Uiso d . 1 . . H H10A .130(3) .5591(11) .8327(19) .057(6) Uiso d . 1 . . H H13A .055(3) .3988(13) .5556(18) .061(6) Uiso d . 1 . . H H15A .360(3) .5293(13) .464(2) .074(7) Uiso d . 1 . . H H16A .351(3) .5942(12) .6306(19) .062(6) Uiso d . 1 . . H H24A .663(2) .7742(12) .9842(19) .061(6) Uiso d . 1 . . H H24B .586(3) .7672(12) 1.0971(19) .062(6) Uiso d . 1 . . H H25A .753(3) .6824(12) 1.180(2) .066(7) Uiso d . 1 . . H H25B .838(3) .7492(14) 1.147(2) .077(7) Uiso d . 1 . . H H27A .832(3) .5897(14) .945(2) .087(8) Uiso d . 1 . . H H27B .745(3) .5818(15) 1.063(2) .093(9) Uiso d . 1 . . H H28A .578(2) .6009(11) .9030(17) .050(5) Uiso d . 1 . . H H28B .650(3) .6671(11) .8631(19) .060(6) 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 N1 .0341(7) .0523(8) .0387(7) -.0024(6) .0060(5) -.0004(6) C2 .0470(10) .0615(11) .0560(11) .0128(9) .0145(9) .0004(9) N3 .0651(11) .0509(9) .0599(10) .0033(8) .0177(8) -.0078(7) C4 .0433(9) .0506(9) .0402(9) -.0126(7) .0090(7) -.0020(7) C5 .0349(8) .0435(8) .0404(8) -.0026(6) .0076(6) .0032(7) C6 .0386(9) .0691(13) .0399(9) -.0122(8) .0041(7) -.0012(8) C7 .0304(8) .0483(9) .0389(8) -.0004(6) .0014(6) .0029(7) C8 .0394(9) .0442(9) .0428(9) -.0026(7) .0039(7) .0032(7) N9 .0369(7) .0523(8) .0420(8) -.0064(6) .0018(6) .0002(6) N10 .0387(8) .0612(9) .0411(8) -.0117(7) .0050(6) -.0026(7) C11 .0331(8) .0495(9) .0392(8) -.0008(7) -.0005(6) .0042(7) C12 .0357(8) .0513(9) .0459(9) -.0035(7) -.0008(7) .0075(8) C13 .0447(10) .0440(9) .0559(11) -.0006(8) -.0034(8) -.0004(8) C14 .0501(10) .0506(10) .0510(10) .0072(8) .0004(8) -.0058(8) C15 .0510(10) .0599(11) .0491(10) -.0021(9) .0116(8) -.0002(9) C16 .0480(10) .0526(10) .0472(10) -.0100(8) .0083(8) -.0010(8) N17 .0491(9) .0713(11) .0537(10) -.0187(8) .0030(7) .0073(8) O18 .0604(9) .0886(11) .0643(9) -.0198(8) .0209(7) .0002(8) O19 .1081(15) .1161(15) .0847(12) -.0740(13) .0247(11) -.0094(11) N20 .0758(13) .0704(12) .0702(12) .0098(10) .0124(10) -.0212(10) O21 .1185(17) .0879(13) .1162(16) -.0206(12) .0254(13) -.0558(12) O22 .1310(19) .1294(18) .0902(14) -.0242(15) .0531(14) -.0446(13) N23 .0305(7) .0444(7) .0420(7) -.0035(5) .0059(5) -.0031(6) C24 .0413(10) .0582(11) .0565(11) -.0099(8) .0095(8) -.0160(9) C25 .0376(10) .0998(18) .0722(15) -.0066(11) -.0003(10) -.0290(14) O26 .0305(7) .1152(14) .1062(13) -.0015(8) .0077(7) -.0403(11) C27 .0364(10) .0844(16) .1005(19) .0095(10) .0077(11) -.0242(15) C28 .0377(9) .0535(10) .0593(11) -.0057(8) .0148(8) -.0127(9) N29 .0585(10) .0810(12) .0448(9) -.0250(9) .0048(7) -.0072(8) O30 .1150(16) .157(2) .0605(10) -.0520(15) -.0173(10) .0412(12) O31 .1189(18) .214(3) .0881(14) -.114(2) -.0140(13) .0025(16) N32 .0602(10) .0530(9) .0595(10) .0132(8) .0116(8) .0071(8) O33 .0874(13) .1199(16) .0908(13) .0512(12) -.0141(10) .0138(12) O34 .1040(13) .0529(8) .0899(12) .0110(9) .0223(10) -.0158(8) 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 N1 C2 . 1.344(2) yes N1 C5 . 1.367(2) yes N1 C6 . 1.458(2) ? C2 N3 . 1.301(3) yes C2 H2A . .97(3) ? N3 C4 . 1.340(2) yes C4 C5 . 1.352(2) yes C4 N29 . 1.455(2) yes C5 N32 . 1.413(2) yes C6 C7 . 1.509(2) ? C6 H6A . .98(2) ? C6 H6B . .99(3) ? C7 N9 . 1.274(2) yes C7 C8 . 1.502(2) ? C8 N23 . 1.461(2) yes C8 H8A . 1.02(2) ? C8 H8B . 1.01(2) ? N9 N10 . 1.379(2) yes N10 C11 . 1.349(2) yes N10 H10A . .83(2) ? C11 C16 . 1.414(2) ? C11 C12 . 1.415(2) ? C12 C13 . 1.381(3) ? C12 N17 . 1.447(2) yes C13 C14 . 1.360(3) ? C13 H13A . .90(2) ? C14 C15 . 1.388(3) ? C14 N20 . 1.457(3) yes C15 C16 . 1.359(3) ? C15 H15A . .93(3) ? C16 H16A . .97(2) ? N17 O19 . 1.214(2) ? N17 O18 . 1.233(2) ? N20 O21 . 1.216(3) ? N20 O22 . 1.220(3) ? N23 C24 . 1.464(2) ? N23 C28 . 1.464(2) ? C24 C25 . 1.504(3) ? C24 H24A . 1.02(2) ? C24 H24B . .96(2) ? C25 O26 . 1.420(3) ? C25 H25A . 1.03(2) ? C25 H25B . .94(3) ? O26 C27 . 1.432(3) ? C27 C28 . 1.509(3) ? C27 H27A . 1.01(3) ? C27 H27B . 1.03(3) ? C28 H28A . .94(2) ? C28 H28B . .97(2) ? N29 O30 . 1.165(2) ? N29 O31 . 1.197(2) ? N32 O34 . 1.215(2) ? N32 O33 . 1.217(2) ?