#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012274.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_2012274 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1189 _journal_page_last 1191 _publ_section_title ; Azole. 47. \"Uber 3-Thiomorpholino- und 3-(N-Methylpiperazino)-5-nitroindazole ; loop_ _publ_author_name 'Gzella, Andrzej' 'Wrzeciono, Urszula' _chemical_formula_moiety 'C12 H15 N5 O2 , 0.5C H4 O , 0.5H2 O' _chemical_formula_sum 'C12.5 H18 N5 O3' _chemical_formula_weight 286.32 _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P -1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.3742(11) _cell_length_b 12.1765(13) _cell_length_c 16.6356(16) _cell_angle_alpha 78.650(9) _cell_angle_beta 84.958(10) _cell_angle_gamma 74.596(11) _cell_volume 1410.9(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.348 _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 N1A .5873(2) .17644(12) .50232(8) .0531(3) Uani d . 1 . . N H1A .513(3) .2400(19) .5258(13) .072(6) Uiso d . 1 . . H N2A .59407(19) .18026(11) .41905(8) .0498(3) Uani d . 1 . . N C3A .6985(2) .07817(12) .40660(8) .0415(3) Uani d . 1 . . C C4A .8610(2) -.11015(12) .51045(9) .0440(3) Uani d . 1 . . C H4A .9134 -.1592 .4735 .053 Uiso calc . 1 . . H C5A .8842(2) -.14677(13) .59343(9) .0488(3) Uani d . 1 . . C C6A .8116(2) -.07567(16) .65169(9) .0534(4) Uani d . 1 . . C H6A .8334 -.1042 .7070 .064 Uiso calc . 1 . . H C7A .7092(2) .03498(15) .62709(9) .0525(4) Uani d . 1 . . C H7A .6602 .0835 .6647 .063 Uiso calc . 1 . . H C8A .6801(2) .07336(13) .54268(9) .0453(3) Uani d . 1 . . C C9A .75645(19) .00291(12) .48361(8) .0405(3) Uani d . 1 . . C N10A .74905(18) .05867(10) .32749(7) .0443(3) Uani d . 1 . . N C11A .7865(3) -.05855(12) .31170(9) .0542(4) Uani d . 1 . . C H11A .6688 -.0804 .3133 .065 Uiso calc . 1 . . H H11B .8644 -.1117 .3541 .065 Uiso calc . 1 . . H C12A .8854(2) -.06742(14) .22882(10) .0542(4) Uani d . 1 . . C H12A 1.0090 -.0537 .2292 .065 Uiso calc . 1 . . H H12B .9021 -.1450 .2179 .065 Uiso calc . 1 . . H N13A .77749(19) .01646(11) .16416(7) .0478(3) Uani d . 1 . . N C14A .7565(2) .13285(13) .18035(9) .0519(4) Uani d . 1 . . C H14A .6873 .1894 .1368 .062 Uiso calc . 1 . . H H14B .8798 .1469 .1810 .062 Uiso calc . 1 . . H C15A .6532(2) .14686(12) .26165(9) .0496(4) Uani d . 1 . . C H15A .6466 .2231 .2727 .060 Uiso calc . 1 . . H H15B .5256 .1404 .2592 .060 Uiso calc . 1 . . H C16A .8717(3) .00421(18) .08408(10) .0694(5) Uani d . 1 . . C H16A .8009 .0612 .0422 .083 Uiso calc R 1 . . H H16B .8801 -.0718 .0737 .083 Uiso calc R 1 . . H H16C .9960 .0152 .0838 .083 Uiso calc R 1 . . H N17A .9904(2) -.26529(13) .62187(9) .0620(4) Uani d . 1 . . N O18A 1.0605(3) -.32644(12) .57141(9) .0860(5) Uani d . 1 . . O O19A 1.0069(2) -.29991(14) .69602(8) .0895(5) Uani d . 1 . . O N1B .37863(19) .20137(11) 1.01678(8) .0486(3) Uani d . 1 . . N H1B .388(3) .1300(18) 1.0453(12) .060(5) Uiso d . 1 . . H N2B .46019(18) .21700(10) .93936(7) .0449(3) Uani d . 1 . . N C3B .43370(19) .33004(11) .91500(8) .0390(3) Uani d . 1 . . C C4B .26769(19) .50621(11) .98791(8) .0397(3) Uani d . 1 . . C H4B .2878 .5666 .9472 .048 Uiso calc . 1 . . H C5B .1737(2) .52695(12) 1.06061(8) .0418(3) Uani d . 1 . . C C6B .1428(2) .43887(14) 1.12457(9) .0479(3) Uani d . 1 . . C H6B .0794 .4576 1.1728 .057 Uiso calc . 1 . . H C7B .2062(2) .32564(13) 1.11570(9) .0494(3) Uani d . 1 . . C H7B .1873 .2660 1.1573 .059 Uiso calc . 1 . . H C8B .3010(2) .30239(12) 1.04151(8) .0424(3) Uani d . 1 . . C C9B .33190(19) .39118(11) .97748(8) .0384(3) Uani d . 1 . . C N10B .50691(17) .37635(9) .84001(7) .0416(3) Uani d . 1 . . N C11B .3736(2) .47104(13) .78940(9) .0492(4) Uani d . 1 . . C H11C .3103 .5288 .8222 .059 Uiso calc . 1 . . H H11D .2790 .4409 .7704 .059 Uiso calc . 1 . . H C12B .4756(2) .52626(12) .71677(9) .0511(4) Uani d . 1 . . C H12C .3859 .5874 .6834 .061 Uiso calc . 1 . . H H12D .5647 .5606 .7358 .061 Uiso calc . 1 . . H N13B .57576(18) .44036(10) .66718(7) .0459(3) Uani d . 1 . . N C14B .7102(2) .34840(13) .71804(9) .0493(3) Uani d . 1 . . C H14C .8023 .3808 .7367 .059 Uiso calc . 1 . . H H14D .7765 .2910 .6855 .059 Uiso calc . 1 . . H C15B .6121(2) .29096(12) .79118(9) .0462(3) Uani d . 1 . . C H15C .5266 .2536 .7727 .055 Uiso calc . 1 . . H H15D .7044 .2320 .8248 .055 Uiso calc . 1 . . H C16B .6694(3) .49476(17) .59518(11) .0664(5) Uani d . 1 . . C H16D .5770 .5520 .5617 .080 Uiso calc R 1 . . H H16E .7364 .4369 .5641 .080 Uiso calc R 1 . . H H16F .7563 .5311 .6125 .080 Uiso calc R 1 . . H N17B .09981(18) .64694(11) 1.07158(8) .0491(3) Uani d . 1 . . N O18B .1380(2) .72332(10) 1.01893(8) .0708(4) Uani d . 1 . . O O19B .00189(17) .66605(11) 1.13346(8) .0639(3) Uani d . 1 . . O O20 .5799(2) .00435(10) .87007(8) .0599(3) Uani d . 1 . . O H20A .547(3) .069(2) .8893(15) .090(7) Uiso d . 1 . . H H20B .475(4) .006(2) .8518(16) .087(8) Uiso d . 1 . . H O21 .37362(18) .32482(11) .60064(8) .0641(3) Uani d . 1 . . O H21A .423(3) .370(2) .6273(15) .089(7) Uiso d . 1 . . H C22 .1798(3) .37059(17) .60628(14) .0696(5) Uani d . 1 . . C H22A .1332 .3447 .6605 .083 Uiso calc R 1 . . H H22B .1204 .3450 .5669 .083 Uiso calc R 1 . . H H22C .1519 .4536 .5954 .083 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 N1A .0621(8) .0497(7) .0462(7) -.0061(6) .0040(6) -.0194(6) N2A .0594(8) .0433(6) .0442(6) -.0054(5) .0021(5) -.0140(5) C3A .0458(7) .0393(6) .0399(7) -.0104(5) .0020(5) -.0106(5) C4A .0468(8) .0435(7) .0420(7) -.0134(6) .0016(6) -.0072(5) C5A .0498(8) .0513(8) .0450(8) -.0176(7) -.0029(6) -.0012(6) C6A .0543(9) .0718(10) .0374(7) -.0253(8) -.0011(6) -.0053(7) C7A .0552(9) .0673(10) .0407(7) -.0207(8) .0047(6) -.0186(7) C8A .0449(8) .0508(8) .0433(7) -.0148(6) .0038(6) -.0147(6) C9A .0420(7) .0437(7) .0378(7) -.0142(6) .0031(5) -.0099(5) N10A .0564(7) .0365(6) .0368(6) -.0058(5) .0009(5) -.0085(4) C11A .0802(11) .0366(7) .0396(7) -.0053(7) .0035(7) -.0080(6) C12A .0637(10) .0474(8) .0450(8) .0002(7) .0020(7) -.0145(6) N13A .0595(8) .0458(6) .0364(6) -.0101(5) .0039(5) -.0103(5) C14A .0690(10) .0446(8) .0419(7) -.0174(7) .0008(7) -.0044(6) C15A .0645(9) .0367(7) .0424(7) -.0042(6) -.0017(6) -.0072(6) C16A .0866(13) .0729(11) .0430(9) -.0119(10) .0135(8) -.0156(8) N17A .0694(9) .0578(8) .0531(8) -.0164(7) -.0073(7) .0058(6) O18A .1203(13) .0528(7) .0712(9) .0005(7) -.0162(8) -.0044(6) O19A .1045(12) .0877(10) .0535(8) -.0077(8) -.0066(7) .0195(7) N1B .0625(8) .0353(6) .0440(6) -.0110(5) .0016(5) -.0010(5) N2B .0527(7) .0366(6) .0432(6) -.0089(5) -.0010(5) -.0057(5) C3B .0418(7) .0357(6) .0383(6) -.0081(5) -.0023(5) -.0060(5) C4B .0419(7) .0372(6) .0401(7) -.0111(5) -.0019(5) -.0059(5) C5B .0418(7) .0421(7) .0428(7) -.0091(6) -.0039(5) -.0120(5) C6B .0493(8) .0553(8) .0381(7) -.0118(7) .0029(6) -.0098(6) C7B .0579(9) .0487(8) .0388(7) -.0155(7) .0017(6) -.0003(6) C8B .0463(7) .0388(7) .0405(7) -.0106(6) -.0032(5) -.0032(5) C9B .0400(7) .0379(6) .0368(6) -.0098(5) -.0029(5) -.0053(5) N10B .0464(6) .0349(5) .0382(6) -.0034(5) .0022(5) -.0053(4) C11B .0537(8) .0434(7) .0398(7) .0031(6) .0016(6) -.0050(6) C12B .0635(9) .0393(7) .0442(8) -.0060(6) .0005(6) -.0034(6) N13B .0484(7) .0469(6) .0382(6) -.0088(5) .0028(5) -.0046(5) C14B .0449(8) .0494(8) .0479(8) -.0044(6) .0039(6) -.0080(6) C15B .0502(8) .0372(6) .0456(7) -.0025(6) .0034(6) -.0083(5) C16B .0685(11) .0710(11) .0510(9) -.0165(9) .0109(8) .0020(8) N17B .0499(7) .0475(7) .0517(7) -.0088(5) -.0035(5) -.0176(6) O18B .0946(10) .0427(6) .0717(8) -.0142(6) .0115(7) -.0136(6) O19B .0633(7) .0664(7) .0623(7) -.0068(6) .0082(6) -.0305(6) O20 .0729(9) .0408(6) .0640(7) -.0134(5) -.0050(6) -.0053(5) O21 .0585(7) .0674(7) .0706(8) -.0071(6) .0033(6) -.0368(6) C22 .0585(10) .0598(10) .0929(14) -.0137(8) .0019(9) -.0238(10) 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 N1A C8A . 1.337(2) ? N1A N2A . 1.3739(18) ? N1A H1A . .95(2) ? N2A C3A . 1.3212(18) ? C3A N10A . 1.3845(17) ? C3A C9A . 1.4457(19) ? C4A C5A . 1.376(2) ? C4A C9A . 1.394(2) ? C4A H4A . .9300 ? C5A C6A . 1.403(2) ? C5A N17A . 1.455(2) ? C6A C7A . 1.360(2) ? C6A H6A . .9300 ? C7A C8A . 1.406(2) ? C7A H7A . .9300 ? C8A C9A . 1.4131(19) ? N10A C11A . 1.4520(18) ? N10A C15A . 1.4570(18) ? C11A C12A . 1.511(2) ? C11A H11A . .9700 ? C11A H11B . .9700 ? C12A N13A . 1.456(2) ? C12A H12A . .9700 ? C12A H12B . .9700 ? N13A C14A . 1.4599(19) ? N13A C16A . 1.463(2) ? C14A C15A . 1.510(2) ? C14A H14A . .9700 ? C14A H14B . .9700 ? C15A H15A . .9700 ? C15A H15B . .9700 ? C16A H16A . .9600 ? C16A H16B . .9600 ? C16A H16C . .9600 ? N17A O18A . 1.221(2) ? N17A O19A . 1.2282(19) ? N1B C8B . 1.3394(19) ? N1B N2B . 1.3729(17) ? N1B H1B . .89(2) ? N2B C3B . 1.3223(17) ? C3B N10B . 1.3900(17) ? C3B C9B . 1.4382(18) ? C4B C5B . 1.3736(19) ? C4B C9B . 1.3947(18) ? C4B H4B . .9300 ? C5B C6B . 1.404(2) ? C5B N17B . 1.4592(18) ? C6B C7B . 1.366(2) ? C6B H6B . .9300 ? C7B C8B . 1.404(2) ? C7B H7B . .9300 ? C8B C9B . 1.4108(19) ? N10B C15B . 1.4615(17) ? N10B C11B . 1.4718(17) ? C11B C12B . 1.506(2) ? C11B H11C . .9700 ? C11B H11D . .9700 ? C12B N13B . 1.4635(19) ? C12B H12C . .9700 ? C12B H12D . .9700 ? N13B C16B . 1.461(2) ? N13B C14B . 1.4621(19) ? C14B C15B . 1.508(2) ? C14B H14C . .9700 ? C14B H14D . .9700 ? C15B H15C . .9700 ? C15B H15D . .9700 ? C16B H16D . .9600 ? C16B H16E . .9600 ? C16B H16F . .9600 ? N17B O18B . 1.2193(18) ? N17B O19B . 1.2287(17) ? O20 H20A . .88(3) ? O20 H20B . .85(3) ? O21 C22 . 1.392(2) ? O21 H21A . .93(3) ? C22 H22A . .9600 ? C22 H22B . .9600 ? C22 H22C . .9600 ?