data_2008468 _journal_name_full 'Acta Crystallographica' _journal_year 1999 _journal_volume C55 _journal_page_first 823 _journal_page_last 825 _publ_section_title ; A functionalized dimethyl maleate (maleic acid dimethyl ester) ; loop_ _publ_author_name 'Zellmer, Dirk' 'Niewa, Rainer' 'Kreher, Richard P.' _chemical_formula_moiety 'C18 H21 N O4' _chemical_formula_sum 'C18 H21 N O4' _chemical_formula_weight 315.36 _chemical_melting_point 452 _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 6.914(3) _cell_length_b 9.480(7) _cell_length_c 13.644(4) _cell_angle_alpha 102.90(4) _cell_angle_beta 90.30(3) _cell_angle_gamma 106.85(5) _cell_volume 832.0(8) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.259 _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 -.3280(6) .0914(5) .2551(3) .0822(14) Uani d . 1 . . C H1A -.3393 .0302 .1878 .123 Uiso calc R 1 . . H H1B -.2717 .1964 .2546 .123 Uiso calc R 1 . . H H1C -.4599 .0753 .2806 .123 Uiso calc R 1 . . H C2 -.0037(6) .0819(4) .2977(3) .0448(9) Uani d . 1 . . C C3 .1208(5) .0357(4) .3682(2) .0408(8) Uani d . 1 . . C C4 .2100(5) .1383(4) .4538(3) .0497(10) Uani d . 1 . . C H4 .2869 .1090 .4971 .060 Uiso calc R 1 . . H C5 .1938(5) .2897(4) .4825(3) .0461(9) Uani d . 1 . . C C6 .3119(6) .5248(4) .6029(3) .0665(12) Uani d . 1 . . C H6A .3984 .5702 .6639 .100 Uiso calc R 1 . . H H6B .1773 .5296 .6155 .100 Uiso calc R 1 . . H H6C .3629 .5785 .5521 .100 Uiso calc R 1 . . H C11 .0669(5) -.2262(4) .2580(2) .0439(9) Uani d . 1 . . C C12 .1450(5) -.1119(4) .3414(2) .0423(9) Uani d . 1 . . C C13 .2790(5) -.1621(4) .4055(3) .0520(10) Uani d . 1 . . C H13A .2355 -.1554 .4735 .062 Uiso calc R 1 . . H H13B .4193 -.1011 .4087 .062 Uiso calc R 1 . . H C14 .2519(6) -.3259(4) .3512(3) .0579(10) Uani d . 1 . . C H14A .3819 -.3421 .3364 .070 Uiso calc R 1 . . H H14B .1831 -.3946 .3918 .070 Uiso calc R 1 . . H C15 .0718(6) -.4925(4) .1880(3) .0690(12) Uani d . 1 . . C H15A -.0246 -.4920 .1373 .104 Uiso calc R 1 . . H H15B .0116 -.5711 .2221 .104 Uiso calc R 1 . . H H15C .1892 -.5108 .1569 .104 Uiso calc R 1 . . H C21 -.0686(5) -.2327(4) .1725(3) .0448(9) Uani d . 1 . . C C22 -.2747(6) -.2834(5) .1748(3) .0662(12) Uani d . 1 . . C H22 -.3300 -.3135 .2316 .079 Uiso calc R 1 . . H C23 -.4020(6) -.2908(5) .0945(3) .0751(13) Uani d . 1 . . C H23 -.5415 -.3254 .0982 .090 Uiso calc R 1 . . H C24 -.3272(7) -.2482(4) .0092(3) .0596(11) Uani d . 1 . . C C25 -.1207(6) -.1979(4) .0064(3) .0594(11) Uani d . 1 . . C H25 -.0657 -.1681 -.0504 .071 Uiso calc R 1 . . H C26 .0065(6) -.1907(4) .0868(3) .0566(10) Uani d . 1 . . C H26 .1460 -.1568 .0829 .068 Uiso calc R 1 . . H C27 -.4675(7) -.2546(6) -.0785(3) .0955(16) Uani d . 1 . . C H27A -.5854 -.3410 -.0856 .143 Uiso calc R 1 . . H H27B -.3982 -.2631 -.1394 .143 Uiso calc R 1 . . H H27C -.5078 -.1638 -.0662 .143 Uiso calc R 1 . . H O1 -.1971(4) .0493(3) .31918(18) .0543(7) Uani d . 1 . . O O2 .0622(4) .1372(3) .22974(18) .0636(8) Uani d . 1 . . O O3 .0955(4) .3447(3) .43783(19) .0644(8) Uani d . 1 . . O O4 .3077(4) .3687(3) .56875(18) .0592(7) Uani d . 1 . . O N1 .1302(5) -.3486(3) .2593(2) .0639(10) Uani d . 1 . . N 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 .069(3) .096(3) .095(3) .039(3) -.024(3) .033(3) C2 .056(3) .044(2) .037(2) .0191(18) -.0027(18) .0072(17) C3 .039(2) .047(2) .0384(19) .0130(17) -.0002(16) .0148(17) C4 .050(2) .053(2) .050(2) .0199(18) -.0052(19) .0152(19) C5 .043(2) .049(2) .047(2) .0129(18) .0017(18) .0129(18) C6 .073(3) .057(3) .063(3) .020(2) -.004(2) -.001(2) C11 .047(2) .047(2) .044(2) .0186(18) .0060(18) .0176(18) C12 .044(2) .046(2) .041(2) .0171(17) -.0009(17) .0151(17) C13 .053(2) .057(2) .051(2) .0199(19) -.0038(18) .0195(19) C14 .058(3) .062(3) .064(3) .027(2) -.003(2) .024(2) C15 .082(3) .050(2) .076(3) .023(2) .004(2) .012(2) C21 .051(3) .043(2) .041(2) .0148(17) .0000(18) .0100(16) C22 .057(3) .091(3) .058(3) .016(2) .004(2) .040(2) C23 .046(3) .105(4) .077(3) .014(2) -.009(2) .040(3) C24 .072(3) .061(2) .046(2) .021(2) -.011(2) .0100(19) C25 .071(3) .070(3) .037(2) .019(2) .002(2) .0148(19) C26 .055(2) .070(3) .043(2) .014(2) .0003(19) .015(2) C27 .097(4) .119(4) .073(3) .031(3) -.028(3) .029(3) O1 .0454(16) .0686(17) .0564(16) .0228(13) -.0048(13) .0230(13) O2 .083(2) .0725(18) .0459(15) .0275(15) .0091(14) .0289(14) O3 .077(2) .0571(17) .0637(17) .0302(15) -.0175(15) .0108(14) O4 .0673(18) .0528(16) .0525(16) .0187(14) -.0162(14) .0018(13) N1 .088(3) .052(2) .058(2) .0356(18) -.0130(19) .0052(16) 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 O1 . 1.449(4) ? C1 H1A . .9600 ? C1 H1B . .9600 ? C1 H1C . .9600 ? C2 O2 . 1.193(4) y C2 O1 . 1.332(4) y C2 C3 . 1.502(5) y C3 C4 . 1.352(4) y C3 C12 . 1.424(4) y C4 C5 . 1.438(5) y C4 H4 . .9300 ? C5 O3 . 1.203(4) y C5 O4 . 1.349(4) y C6 O4 . 1.440(4) ? C6 H6A . .9600 ? C6 H6B . .9600 ? C6 H6C . .9600 ? C11 N1 . 1.357(4) y C11 C12 . 1.365(5) y C11 C21 . 1.471(5) ? C12 C13 . 1.512(4) ? C13 C14 . 1.520(5) ? C13 H13A . .9700 ? C13 H13B . .9700 ? C14 N1 . 1.446(4) ? C14 H14A . .9700 ? C14 H14B . .9700 ? C15 N1 . 1.433(4) ? C15 H15A . .9600 ? C15 H15B . .9600 ? C15 H15C . .9600 ? C21 C22 . 1.369(5) ? C21 C26 . 1.375(5) ? C22 C23 . 1.378(5) ? C22 H22 . .9300 ? C23 C24 . 1.370(5) ? C23 H23 . .9300 ? C24 C25 . 1.372(5) ? C24 C27 . 1.517(5) ? C25 C26 . 1.379(5) ? C25 H25 . .9300 ? C26 H26 . .9300 ? C27 H27A . .9600 ? C27 H27B . .9600 ? C27 H27C . .9600 ?