#------------------------------------------------------------------------------ #$Date: 2009-11-18 16:56:34 +0200 (Wed, 18 Nov 2009) $ #$Revision: 858 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2009014.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_2009014 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1999 _journal_volume 55 _journal_page_first 1692 _journal_page_last 1698 _publ_section_title ; `Push-pull' effects in nitroethenamines ; loop_ _publ_author_name 'Linden, Anthony' 'Moya Argilagos, Dally' 'Heimgartner, Heinz' "Garc\'ia Trimi\~no, Mar\'ia I." "Mac\'ias Cabrera, Arturo" _chemical_formula_moiety 'C24 H22 N4 O3 S ' _chemical_formula_sum 'C24 H22 N4 O3 S' _[local]_cod_chemical_formula_sum_orig 'C24 H22 N4 O3 S ' _chemical_formula_weight 446.52 _chemical_melting_point 464 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 11.922(3) _cell_length_b 17.628(3) _cell_length_c 10.442(3) _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_volume 2194.3(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173.0(10) _exptl_crystal_density_diffrn 1.352 _diffrn_ambient_temperature 173.0(10) 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 S .69525(5) .59643(4) .12569(5) .03316(14) Uani d . 1 . . S O1 .82093(13) .66659(11) .29567(17) .0443(5) Uani d . 1 . . O O2 .76535(13) .73223(9) .46073(15) .0340(4) Uani d . 1 . . O O3 .45237(13) .54349(8) .43581(14) .0292(3) Uani d . 1 . . O N1 .49689(14) .59041(10) .23566(16) .0253(4) Uani d . 1 . . N N2 .74603(14) .68512(10) .37128(19) .0287(4) Uani d . 1 . . N N3 .58108(14) .64591(9) .58275(16) .0232(4) Uani d . 1 . . N N4 .47811(14) .72424(10) .44992(16) .0230(4) Uani d . 1 . . N H4 .420(2) .7303(14) .505(2) .042(7) Uiso d . 1 . . H C1 .60013(17) .61417(11) .25258(19) .0231(4) Uani d . 1 . . C C2 .63771(16) .65710(11) .3604(2) .0225(4) Uani d . 1 . . C C3 .56386(16) .67718(11) .46870(18) .0203(4) Uani d . 1 . . C C4 .42465(18) .56960(11) .3305(2) .0249(4) Uani d . 1 . . C C5 .30296(18) .57432(11) .2943(2) .0254(4) Uani d . 1 . . C C6 .26844(19) .57503(13) .1673(2) .0309(5) Uani d . 1 . . C H6 .3225 .5724 .1006 .037 Uiso calc R 1 . . H C7 .1548(2) .57960(13) .1373(2) .0371(6) Uani d . 1 . . C H7 .1315 .5791 .0504 .045 Uiso calc R 1 . . H C8 .0761(2) .58479(13) .2338(3) .0395(6) Uani d . 1 . . C H8 -.0013 .5886 .2131 .047 Uiso calc R 1 . . H C9 .1097(2) .58449(14) .3603(3) .0403(6) Uani d . 1 . . C H9 .0553 .5887 .4265 .048 Uiso calc R 1 . . H C10 .22262(19) .57801(13) .3913(2) .0345(5) Uani d . 1 . . C H10 .2451 .5761 .4786 .041 Uiso calc R 1 . . H C11 .6051(2) .54317(16) .0194(2) .0441(6) Uani d . 1 . . C H111 .5751 .4989 .0648 .066 Uiso calc R 1 . . H H112 .6483 .5262 -.0552 .066 Uiso calc R 1 . . H H113 .5430 .5755 -.0091 .066 Uiso calc R 1 . . H C12 .66034(18) .58284(12) .5998(2) .0310(5) Uani d . 1 . . C H121 .6694 .5558 .5184 .047 Uiso calc R 1 . . H H122 .6314 .5478 .6648 .047 Uiso calc R 1 . . H H123 .7331 .6028 .6276 .047 Uiso calc R 1 . . H C13 .51257(17) .66444(11) .69278(19) .0235(4) Uani d . 1 . . C C14 .41658(19) .62303(13) .7170(2) .0322(5) Uani d . 1 . . C H14 .3928 .5848 .6590 .039 Uiso calc R 1 . . H C15 .3550(2) .63802(15) .8276(2) .0383(6) Uani d . 1 . . C H15 .2889 .6099 .8457 .046 Uiso calc R 1 . . H C16 .3905(2) .69397(14) .9108(2) .0389(6) Uani d . 1 . . C H16 .3482 .7045 .9858 .047 Uiso calc R 1 . . H C17 .4866(2) .73474(14) .8862(2) .0395(6) Uani d . 1 . . C H17 .5108 .7726 .9448 .047 Uiso calc R 1 . . H C18 .5482(2) .72077(13) .7763(2) .0319(5) Uani d . 1 . . C H18 .6140 .7493 .7583 .038 Uiso calc R 1 . . H C19 .46829(17) .77435(11) .34188(19) .0229(4) Uani d . 1 . . C C20 .55295(19) .82600(12) .3152(2) .0300(5) Uani d . 1 . . C H20 .6206 .8257 .3633 .036 Uiso calc R 1 . . H C21 .5373(2) .87814(13) .2172(3) .0377(6) Uani d . 1 . . C H21 .5948 .9137 .1980 .045 Uiso calc R 1 . . H C22 .4391(2) .87883(13) .1475(2) .0366(6) Uani d . 1 . . C H22 .4287 .9153 .0816 .044 Uiso calc R 1 . . H C23 .3560(2) .82670(13) .1733(2) .0320(5) Uani d . 1 . . C H23 .2889 .8267 .1242 .038 Uiso calc R 1 . . H C24 .37018(19) .77396(12) .2715(2) .0275(5) Uani d . 1 . . C H24 .3129 .7381 .2899 .033 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 S .0280(3) .0432(3) .0282(3) .0049(3) .0075(2) -.0064(3) O1 .0208(8) .0634(12) .0488(10) -.0028(8) .0129(8) -.0122(9) O2 .0270(8) .0436(9) .0312(8) -.0088(7) -.0039(7) -.0064(7) O3 .0341(8) .0289(8) .0246(7) -.0036(7) -.0018(7) .0002(6) N1 .0233(8) .0285(9) .0240(9) -.0017(8) .0010(7) -.0020(8) N2 .0203(9) .0348(9) .0310(9) .0004(8) .0003(8) -.0002(9) N3 .0220(9) .0237(8) .0239(8) .0039(7) -.0015(7) .0009(7) N4 .0191(9) .0275(9) .0224(8) .0044(8) .0015(7) .0024(8) C1 .0231(10) .0230(10) .0232(10) .0039(8) .0031(9) .0004(8) C2 .0170(9) .0244(9) .0262(10) -.0001(8) .0018(8) -.0006(9) C3 .0189(10) .0203(9) .0218(9) -.0022(8) -.0007(8) -.0027(8) C4 .0280(11) .0211(9) .0254(10) -.0016(9) -.0015(9) -.0062(8) C5 .0269(10) .0211(9) .0283(10) -.0050(9) .0021(9) -.0019(8) C6 .0313(12) .0339(11) .0276(11) -.0051(10) .0011(10) -.0039(9) C7 .0331(12) .0399(13) .0384(13) -.0023(11) -.0099(11) -.0045(12) C8 .0262(12) .0348(13) .0576(16) -.0037(10) -.0066(12) -.0057(12) C9 .0291(12) .0439(14) .0478(14) -.0034(11) .0108(11) -.0040(13) C10 .0343(12) .0382(12) .0309(12) -.0054(10) .0051(10) -.0001(10) C11 .0431(15) .0591(16) .0300(12) .0114(13) -.0023(11) -.0162(12) C12 .0325(12) .0284(11) .0321(12) .0081(9) -.0049(10) .0015(9) C13 .0254(10) .0241(10) .0210(9) .0041(9) -.0019(9) .0021(8) C14 .0351(12) .0367(12) .0250(11) -.0039(10) -.0017(10) -.0001(9) C15 .0345(13) .0476(14) .0329(12) -.0080(12) .0061(11) .0057(11) C16 .0434(14) .0437(13) .0296(12) .0071(12) .0135(11) .0019(11) C17 .0486(15) .0377(13) .0322(12) -.0007(12) .0060(12) -.0108(11) C18 .0325(12) .0303(11) .0331(11) -.0018(10) .0020(10) -.0034(10) C19 .0243(11) .0223(9) .0221(10) .0048(8) .0024(8) -.0006(8) C20 .0270(11) .0278(11) .0351(12) .0003(9) -.0004(10) .0019(10) C21 .0342(13) .0286(11) .0504(15) -.0015(10) .0089(12) .0113(11) C22 .0423(14) .0338(12) .0337(13) .0109(11) .0080(11) .0118(10) C23 .0330(12) .0368(12) .0261(11) .0064(10) -.0039(10) .0008(10) C24 .0269(11) .0281(10) .0273(10) .0019(9) .0005(9) .0016(9) 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 S C1 . 1.772(2) yes S C11 . 1.808(3) ? O1 N2 . 1.236(2) ? O2 N2 . 1.271(2) ? O3 C4 . 1.237(2) ? N1 C1 . 1.312(3) yes N1 C4 . 1.363(3) yes N2 C2 . 1.387(3) yes N3 C3 . 1.328(2) yes N3 C13 . 1.447(3) ? N3 C12 . 1.470(3) ? N4 C3 . 1.331(3) yes N4 C19 . 1.438(3) ? N4 H4 . .91(3) ? C1 C2 . 1.429(3) yes C2 C3 . 1.476(3) yes C4 C5 . 1.502(3) ? C5 C6 . 1.388(3) ? C5 C10 . 1.396(3) ? C6 C7 . 1.393(3) ? C6 H6 . .9500 ? C7 C8 . 1.380(3) ? C7 H7 . .9500 ? C8 C9 . 1.380(4) ? C8 H8 . .9500 ? C9 C10 . 1.390(3) ? C9 H9 . .9500 ? C10 H10 . .9500 ? C11 H111 . .9800 ? C11 H112 . .9800 ? C11 H113 . .9800 ? C12 H121 . .9800 ? C12 H122 . .9800 ? C12 H123 . .9800 ? C13 C14 . 1.381(3) ? C13 C18 . 1.388(3) ? C14 C15 . 1.394(3) ? C14 H14 . .9500 ? C15 C16 . 1.380(4) ? C15 H15 . .9500 ? C16 C17 . 1.377(4) ? C16 H16 . .9500 ? C17 C18 . 1.385(3) ? C17 H17 . .9500 ? C18 H18 . .9500 ? C19 C24 . 1.381(3) ? C19 C20 . 1.388(3) ? C20 C21 . 1.388(3) ? C20 H20 . .9500 ? C21 C22 . 1.379(3) ? C21 H21 . .9500 ? C22 C23 . 1.378(3) ? C22 H22 . .9500 ? C23 C24 . 1.394(3) ? C23 H23 . .9500 ? C24 H24 . .9500 ?