data_2013899 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first o176 _journal_page_last o177 _publ_section_title ; Diethyl (Z,Z)-3,3'-(1,2-ethanediyldiimino)dibut-2-enoate ; loop_ _publ_author_name 'Zhang, Zhenfeng' 'Jin, Shuo' 'Shang, Zhuobin' 'Huang, Shuping' 'Liu, Bo' 'Guo, Jianping' _chemical_formula_moiety 'C14 H24 N2 O4' _chemical_formula_sum 'C14 H24 N2 O4' _chemical_formula_iupac 'C14 H24 N2 O4' _chemical_formula_weight 284.35 _chemical_melting_point '399-401' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 11.505(2) _cell_length_b 10.540(2) _cell_length_c 13.471(3) _cell_angle_alpha 90 _cell_angle_beta 112.66(3) _cell_angle_gamma 90 _cell_volume 1507.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.253 _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 O1 0.1214(2) 0.1390(2) 0.02196(17) 0.0414(6) Uani d . 1 . . O O2 0.0420(2) 0.3379(2) 0.00038(17) 0.0434(7) Uani d . 1 . . O N1 0.0909(2) 0.4645(2) 0.1940(2) 0.0356(7) Uani d . 1 . . N H1A 0.0699 0.4735 0.1258 0.043 Uiso calc R 1 . . H C1 0.1345(3) 0.0067(3) -0.1154(3) 0.0476(9) Uani d . 1 . . C H1B 0.1117 -0.0025 -0.1915 0.071 Uiso calc R 1 . . H H1C 0.0995 -0.0622 -0.0893 0.071 Uiso calc R 1 . . H H1D 0.2246 0.0058 -0.0796 0.071 Uiso calc R 1 . . H C2 0.0842(3) 0.1302(3) -0.0931(3) 0.0431(8) Uani d . 1 . . C H2A 0.1187 0.2006 -0.1192 0.052 Uiso calc R 1 . . H H2B -0.0069 0.1322 -0.1287 0.052 Uiso calc R 1 . . H C3 0.0976(3) 0.2514(3) 0.0603(2) 0.0358(7) Uani d . 1 . . C C4 0.1481(3) 0.2512(3) 0.1761(2) 0.0357(7) Uani d . 1 . . C H4A 0.1864 0.1774 0.2115 0.043 Uiso calc R 1 . . H C5 0.1429(3) 0.3534(3) 0.2370(2) 0.0338(7) Uani d . 1 . . C C6 0.2051(3) 0.3430(3) 0.3576(2) 0.0422(8) Uani d . 1 . . C H6A 0.1937 0.4209 0.3897 0.063 Uiso calc R 1 . . H H6B 0.2934 0.3270 0.3781 0.063 Uiso calc R 1 . . H H6C 0.1676 0.2745 0.3819 0.063 Uiso calc R 1 . . H C7 0.0665(3) 0.5711(3) 0.2515(2) 0.0349(7) Uani d . 1 . . C H7A 0.0807 0.6495 0.2201 0.042 Uiso calc R 1 . . H H7B 0.1256 0.5685 0.3258 0.042 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 0.0543(14) 0.0363(12) 0.0343(12) 0.0070(10) 0.0179(10) -0.0005(9) O2 0.0535(14) 0.0387(13) 0.0376(12) 0.0104(10) 0.0170(11) 0.0035(10) N1 0.0400(14) 0.0383(14) 0.0309(13) 0.0051(11) 0.0162(11) 0.0027(10) C1 0.057(2) 0.045(2) 0.0422(19) 0.0065(16) 0.0207(15) -0.0047(15) C2 0.0520(19) 0.0411(18) 0.0362(17) 0.0052(15) 0.0171(14) -0.0012(14) C3 0.0388(16) 0.0328(16) 0.0392(17) 0.0009(13) 0.0188(13) -0.0005(13) C4 0.0377(15) 0.0356(16) 0.0344(16) 0.0051(13) 0.0145(12) 0.0033(12) C5 0.0316(14) 0.0369(17) 0.0342(16) 0.0020(12) 0.0141(12) 0.0038(12) C6 0.0506(18) 0.0424(18) 0.0326(17) 0.0048(15) 0.0151(14) 0.0024(13) C7 0.0399(16) 0.0301(15) 0.0367(16) 0.0006(12) 0.0169(13) -0.0002(12) 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 C3 . 1.362(4) yes O1 C2 . 1.443(4) no O2 C3 . 1.222(4) yes N1 C5 . 1.342(4) yes N1 C7 . 1.452(4) no N1 H1A . 0.8600 no C1 C2 . 1.501(4) no C1 H1B . 0.9600 no C1 H1C . 0.9600 no C1 H1D . 0.9600 no C2 H2A . 0.9700 no C2 H2B . 0.9700 no C3 C4 . 1.439(4) yes C4 C5 . 1.370(4) yes C4 H4A . 0.9300 no C5 C6 . 1.505(4) no C6 H6A . 0.9600 no C6 H6B . 0.9600 no C6 H6C . 0.9600 no C7 C7 2 1.515(6) no C7 H7A . 0.9700 no C7 H7B . 0.9700 no