#------------------------------------------------------------------------------ #$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $ #$Revision: 14 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2014675.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_2014675 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2005 _journal_volume 61 _journal_page_first o101 _journal_page_last o104 _publ_section_title ; Three 1,2,4-triazole derivatives containing subtituted benzyl and benzylamino groups ; loop_ _publ_author_name 'Yilmaz, Veysel T.' 'Kazak, Canan' "A\(gar, Erbil" 'Kahveci, Bahittin' 'Guven, Kutalmis' _chemical_formula_moiety 'C17 H17 Cl N4 O' _chemical_formula_sum 'C17 H17 Cl N4 O' _chemical_formula_iupac 'C17 H17 Cl N4 O' _chemical_formula_weight 328.80 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P n a 21' _symmetry_space_group_name_Hall 'P 2c -2n ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z' _cell_length_a 16.5043(10) _cell_length_b 17.4355(13) _cell_length_c 5.919(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1703.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.282 _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 C1 0.45108(12) 0.61045(16) 0.3799(5) 0.0695(8) Uani d . 1 . . C C2 0.44065(11) 0.54486(17) 0.2543(4) 0.0691(7) Uani d . 1 . . C H2A 0.4664 0.5396 0.1154 0.083 Uiso calc R 1 . . H C3 0.39200(11) 0.48722(15) 0.3352(4) 0.0599(7) Uani d . 1 . . C H3 0.3852 0.4428 0.2502 0.072 Uiso calc R 1 . . H C4 0.35274(10) 0.49397(13) 0.5414(4) 0.0477(6) Uani d . 1 . . C C5 0.36340(12) 0.56074(15) 0.6608(4) 0.0609(6) Uani d . 1 . . C H5 0.3366 0.5670 0.7979 0.073 Uiso calc R 1 . . H C6 0.41280(14) 0.61884(16) 0.5827(5) 0.0738(8) Uani d . 1 . . C H6 0.4199 0.6632 0.6674 0.089 Uiso calc R 1 . . H C7 0.30183(9) 0.42941(13) 0.6342(4) 0.0537(6) Uani d . 1 . . C H7A 0.3168 0.3821 0.5587 0.064 Uiso calc R 1 . . H H7B 0.3136 0.4233 0.7938 0.064 Uiso calc R 1 . . H C8 0.21323(10) 0.44228(12) 0.6052(3) 0.0404(5) Uani d . 1 . . C C9 0.09132(12) 0.44641(12) 0.4440(4) 0.0422(5) Uani d . 1 . . C C10 0.18221(11) 0.32027(12) 0.1625(4) 0.0596(6) Uani d U 1 . . C H10A 0.1917 0.3086 0.0045 0.071 Uiso calc R 1 . . H H10B 0.1249 0.3136 0.1928 0.071 Uiso calc R 1 . . H C11 0.22998(11) 0.26604(12) 0.3067(4) 0.0490(5) Uani d U 1 . . C C12 0.30819(12) 0.24693(12) 0.2477(4) 0.0626(7) Uani d . 1 . . C H12 0.3300 0.2658 0.1139 0.075 Uiso calc R 1 . . H C13 0.35484(15) 0.19994(15) 0.3853(4) 0.0697(7) Uani d . 1 . . C H13 0.4075 0.1879 0.3425 0.084 Uiso calc R 1 . . H C14 0.32446(16) 0.17114(15) 0.5829(5) 0.0675(7) Uani d . 1 . . C C15 0.24647(15) 0.19020(13) 0.6410(4) 0.0679(7) Uani d . 1 . . C H15 0.2246 0.1711 0.7744 0.081 Uiso calc R 1 . . H C16 0.20001(14) 0.23695(14) 0.5061(4) 0.0623(7) Uani d U 1 . . C H16 0.1475 0.2491 0.5502 0.075 Uiso calc R 1 . . H C17 0.37582(16) 0.11984(15) 0.7309(5) 0.1043(10) Uani d . 1 . . C H17A 0.4239 0.1469 0.7759 0.156 Uiso calc R 1 . . H H17B 0.3907 0.0746 0.6481 0.156 Uiso calc R 1 . . H H17C 0.3455 0.1054 0.8627 0.156 Uiso calc R 1 . . H N1 0.09017(9) 0.47153(9) 0.6565(3) 0.0490(5) Uani d . 1 . . N H1 0.0470 0.4872 0.7235 0.059 Uiso calc R 1 . . H N2 0.16598(8) 0.46972(9) 0.7584(3) 0.0484(5) Uani d . 1 . . N N3 0.17190(8) 0.42675(10) 0.4108(3) 0.0381(4) Uani d . 1 . . N N4 0.20524(10) 0.40047(11) 0.2075(3) 0.0475(5) Uani d . 1 . . N O1 0.03673(7) 0.44047(7) 0.3017(3) 0.0555(4) Uani d . 1 . . O Cl1 0.51366(3) 0.68248(4) 0.2755(2) 0.1181(3) Uani d . 1 . . Cl H4 0.1860(11) 0.4321(13) 0.096(4) 0.064(7) 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 C1 0.0389(12) 0.073(2) 0.097(2) 0.0016(13) -0.0010(14) 0.0095(17) C2 0.0387(11) 0.110(2) 0.0583(18) 0.0030(13) 0.0048(13) 0.0032(18) C3 0.0394(11) 0.0857(19) 0.0545(18) -0.0017(12) 0.0003(12) -0.0139(14) C4 0.0293(11) 0.0685(17) 0.0453(14) 0.0098(10) -0.0032(11) -0.0033(13) C5 0.0532(13) 0.0731(17) 0.0564(15) 0.0074(13) 0.0056(12) -0.0148(16) C6 0.0602(14) 0.0674(19) 0.094(2) 0.0051(14) -0.0012(16) -0.0263(17) C7 0.0397(10) 0.0720(16) 0.0492(15) 0.0116(11) -0.0054(10) 0.0026(13) C8 0.0348(10) 0.0492(13) 0.0371(14) 0.0087(10) 0.0004(10) 0.0061(11) C9 0.0377(12) 0.0443(14) 0.0445(15) 0.0058(10) 0.0016(11) 0.0095(12) C10 0.0619(13) 0.0593(17) 0.0575(16) 0.0120(11) -0.0126(12) -0.0179(13) C11 0.0556(12) 0.0442(13) 0.0473(13) 0.0057(10) -0.0021(11) -0.0095(12) C12 0.0656(14) 0.0642(15) 0.0581(18) 0.0152(12) 0.0122(14) 0.0047(15) C13 0.0695(15) 0.0679(18) 0.072(2) 0.0217(14) 0.0028(15) -0.0007(15) C14 0.0918(18) 0.0463(15) 0.0645(19) 0.0125(14) -0.0083(16) -0.0006(13) C15 0.0893(18) 0.0554(16) 0.0590(17) -0.0065(14) 0.0018(15) 0.0053(15) C16 0.0593(13) 0.0611(16) 0.0665(17) -0.0022(13) 0.0093(13) -0.0105(14) C17 0.146(2) 0.0749(19) 0.092(2) 0.0412(17) -0.019(2) 0.013(2) N1 0.0339(9) 0.0665(13) 0.0465(12) 0.0094(8) 0.0066(8) 0.0022(11) N2 0.0389(8) 0.0672(12) 0.0391(11) 0.0091(8) 0.0014(9) 0.0028(10) N3 0.0322(9) 0.0493(11) 0.0328(10) 0.0083(9) -0.0002(8) 0.0012(8) N4 0.0516(10) 0.0529(12) 0.0380(12) 0.0133(9) 0.0027(9) 0.0006(10) O1 0.0423(8) 0.0646(10) 0.0596(9) 0.0077(7) -0.0130(8) 0.0024(10) Cl1 0.0659(4) 0.1037(6) 0.1847(8) -0.0123(4) 0.0121(6) 0.0368(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 C1 C6 . 1.364(3) ? C1 C2 . 1.375(3) ? C1 Cl1 . 1.739(2) ? C2 C3 . 1.373(3) ? C2 H2A . 0.9300 ? C3 C4 . 1.387(3) ? C3 H3 . 0.9300 ? C4 C5 . 1.373(3) ? C4 C7 . 1.508(3) ? C5 C6 . 1.380(3) ? C5 H5 . 0.9300 ? C6 H6 . 0.9300 ? C7 C8 . 1.489(2) yes C7 H7A . 0.9700 ? C7 H7B . 0.9700 ? C8 N2 . 1.288(2) yes C8 N3 . 1.365(2) yes C9 O1 . 1.237(2) ? C9 N1 . 1.332(2) yes C9 N3 . 1.387(2) yes C10 N4 . 1.473(3) yes C10 C11 . 1.498(3) yes C10 H10A . 0.9700 ? C10 H10B . 0.9700 ? C11 C16 . 1.376(3) ? C11 C12 . 1.378(2) ? C12 C13 . 1.388(3) ? C12 H12 . 0.9300 ? C13 C14 . 1.368(3) ? C13 H13 . 0.9300 ? C14 C15 . 1.373(3) ? C14 C17 . 1.512(3) ? C15 C16 . 1.375(3) ? C15 H15 . 0.9300 ? C16 H16 . 0.9300 ? C17 H17A . 0.9600 ? C17 H17B . 0.9600 ? C17 H17C . 0.9600 ? N1 N2 . 1.389(2) yes N1 H1 . 0.8600 ? N3 N4 . 1.400(2) yes N4 H4 . 0.92(2) ?