#------------------------------------------------------------------------------ #$Date: 2011-09-17 22:27:16 +0200 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2010523.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_2010523 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 95 _journal_page_last 96 _publ_section_title ; 5'-Allyl-2'-(benzoyloxy)-3'-methoxy-4-nitroazobenzene ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _[local]_cod_cif_authors_sg_H-M 'P 21/n' loop_ _publ_author_name 'I\,s\?ik, \,Samil' '\"Ozt\"urk, Sema' 'Fun, Hoong-Kun' 'A\~gar, Erbil' '\,Sa\,smaz, Selami' _chemical_formula_sum 'C23 H19 N3 O5' _chemical_formula_weight 417.41 _symmetry_cell_setting 'monoclinic' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 7.75640(10) _cell_length_b 22.3441(5) _cell_length_c 12.5552(2) _cell_angle_alpha 90.00 _cell_angle_beta 97.7660(10) _cell_angle_gamma 90.00 _cell_volume 2155.98(7) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.286 _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 .9882(4) .15459(13) -.0585(3) .1368(11) Uani d DU 1 . . O O2 .9476(4) .07217(15) .0203(3) .1467(12) Uani d DU 1 . . O O3 -.2560(2) .17466(9) .37821(16) .0800(6) Uani d . 1 . . O O4 .0105(2) .12748(8) .29568(15) .0672(5) Uani d . 1 . . O O5 .1935(3) .14157(9) .44743(17) .0857(7) Uani d U 1 . . O N1 .9096(4) .12358(16) -.0020(3) .0999(9) Uani d DU 1 . . N N2 .3269(3) .22698(11) .14856(19) .0737(7) Uani d . 1 . . N N3 .2361(3) .19428(10) .19837(19) .0684(6) Uani d . 1 . . N C1 .7564(4) .14978(14) .0392(2) .0706(8) Uani d D 1 . . C C2 .7162(4) .20842(14) .0180(2) .0725(8) Uani d . 1 . . C H2B .7841 .2317 -.0215 .087 Uiso calc R 1 . . H C3 .5737(4) .23221(13) .0562(2) .0693(8) Uani d . 1 . . C H3B .5448 .2722 .0435 .083 Uiso calc R 1 . . H C4 .4734(3) .19698(13) .1131(2) .0642(7) Uani d . 1 . . C C5 .5164(4) .13759(13) .1341(2) .0768(8) Uani d . 1 . . C H5A .4480 .1140 .1729 .092 Uiso calc R 1 . . H C6 .6596(4) .11378(13) .0976(2) .0812(9) Uani d . 1 . . C H6A .6911 .0741 .1118 .097 Uiso calc R 1 . . H C7 .0905(3) .22464(12) .2342(2) .0622(7) Uani d . 1 . . C C8 .0532(4) .28463(13) .2188(2) .0717(8) Uani d . 1 . . C H8A .1265 .3085 .1840 .086 Uiso calc R 1 . . H C9 -.0911(4) .30969(13) .2542(2) .0739(8) Uani d D 1 . . C C10 -.1966(4) .27341(14) .3085(2) .0726(8) Uani d . 1 . . C H10A -.2930 .2900 .3341 .087 Uiso calc R 1 . . H C11 -.1614(4) .21360(13) .3252(2) .0655(7) Uani d . 1 . . C C12 -.0169(3) .18897(12) .2867(2) .0606(7) Uani d . 1 . . C C13 .1219(4) .10782(12) .3815(2) .0637(7) Uani d . 1 . . C C14 .1395(3) .04205(12) .3816(3) .0662(8) Uani d D 1 . . C C15 .2212(4) .01497(14) .4741(3) .0872(10) Uani d D 1 . . C H15A .2692 .0384 .5319 .105 Uiso calc R 1 . . H C16 .2320(5) -.04649(16) .4812(4) .1039(11) Uani d DU 1 . . C H16A .2859 -.0645 .5437 .125 Uiso calc R 1 . . H C17 .1632(5) -.08085(16) .3958(4) .1032(12) Uani d DU 1 . . C H17A .1689 -.1223 .4010 .124 Uiso calc R 1 . . H C18 .0860(5) -.05493(16) .3028(4) .1005(11) Uani d D 1 . . C H18A .0428 -.0788 .2445 .121 Uiso calc R 1 . . H C19 .0719(4) .00697(14) .2953(3) .0815(9) Uani d D 1 . . C H19A .0173 .0247 .2326 .098 Uiso calc R 1 . . H C20 -.1345(5) .37473(15) .2338(3) .1015(11) Uani d DU 1 . . C H20A -.0795 .3880 .1730 .122 Uiso calc R 1 . . H H20B -.2593 .3784 .2138 .122 Uiso calc R 1 . . H C21 -.0827(7) .41336(19) .3218(4) .1466(19) Uani d DU 1 . . C H21A -.1225 .4008 .3848 .176 Uiso calc R 1 . . H C22 .0042(7) .4603(2) .3338(5) .185(3) Uani d DU 1 . . C H22A .0504 .4769 .2758 .222 Uiso calc R 1 . . H H22B .0229 .4788 .4007 .222 Uiso calc R 1 . . H C23 -.4073(4) .19738(15) .4184(3) .0865(10) Uani d . 1 . . C H23A -.4616 .1658 .4536 .130 Uiso calc R 1 . . H H23B -.4877 .2125 .3597 .130 Uiso calc R 1 . . H H23C -.3741 .2290 .4687 .130 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 .137(2) .125(2) .169(3) -.0211(18) .095(2) -.0158(19) O2 .150(2) .117(2) .192(3) .0325(19) .089(2) .010(2) O3 .0746(13) .0879(14) .0814(16) .0020(11) .0246(11) .0038(12) O4 .0695(11) .0648(12) .0672(13) -.0041(9) .0094(10) -.0044(10) O5 .1033(15) .0669(12) .0811(16) .0004(11) -.0089(12) -.0086(11) N1 .101(2) .101(2) .104(3) -.009(2) .0395(18) -.020(2) N2 .0755(15) .0805(16) .0652(17) -.0032(14) .0099(13) .0115(13) N3 .0721(15) .0741(15) .0598(15) -.0029(13) .0117(12) .0020(13) C1 .0734(19) .078(2) .062(2) -.0125(16) .0155(15) -.0109(16) C2 .0724(19) .087(2) .059(2) -.0156(17) .0119(15) .0052(16) C3 .0750(19) .0707(18) .062(2) -.0079(16) .0086(15) .0091(15) C4 .0660(18) .0705(18) .0554(19) -.0017(15) .0059(14) .0005(14) C5 .081(2) .074(2) .079(2) -.0130(16) .0259(16) .0024(17) C6 .088(2) .0702(19) .090(2) -.0021(17) .0284(18) -.0021(17) C7 .0631(16) .0681(18) .0546(18) -.0005(14) .0054(14) .0006(14) C8 .076(2) .0718(19) .066(2) .0003(16) .0053(15) .0111(15) C9 .087(2) .0713(19) .060(2) .0105(17) -.0021(16) .0076(16) C10 .0692(18) .085(2) .062(2) .0134(16) .0029(15) -.0009(16) C11 .0678(18) .0755(19) .0525(18) .0017(16) .0057(14) -.0012(15) C12 .0667(17) .0597(17) .0546(18) .0031(14) .0049(13) -.0012(14) C13 .0677(18) .0630(17) .063(2) -.0024(14) .0185(15) -.0024(15) C14 .0644(17) .0631(17) .075(2) -.0008(14) .0223(15) -.0093(16) C15 .103(2) .070(2) .090(3) .0054(18) .0164(19) -.0001(18) C16 .122(3) .072(2) .121(3) .018(2) .028(2) .008(2) C17 .109(3) .062(2) .148(4) .004(2) .053(3) -.008(2) C18 .100(3) .078(2) .129(4) -.010(2) .036(2) -.030(2) C19 .081(2) .073(2) .094(3) -.0017(16) .0245(17) -.0154(18) C20 .118(3) .091(2) .094(3) .032(2) .009(2) .009(2) C21 .200(5) .080(3) .149(4) .040(3) -.017(4) .009(3) C22 .229(6) .094(3) .224(6) .035(3) -.001(5) -.011(4) C23 .0660(18) .119(3) .078(2) .0084(18) .0208(16) .0013(19) 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 N1 . 1.213(3) yes O2 N1 . 1.209(4) yes O3 C11 . 1.368(3) ? O3 C23 . 1.432(3) ? O4 C13 . 1.359(3) ? O4 C12 . 1.393(3) ? O5 C13 . 1.200(3) ? N1 C1 . 1.479(4) yes N2 N3 . 1.241(3) yes N2 C4 . 1.440(3) yes N3 C7 . 1.441(3) yes C1 C2 . 1.365(4) ? C1 C6 . 1.377(4) ? C2 C3 . 1.371(4) ? C2 H2B . .9300 ? C3 C4 . 1.373(4) ? C3 H3B . .9300 ? C4 C5 . 1.385(4) ? C5 C6 . 1.366(4) ? C5 H5A . .9300 ? C6 H6A . .9300 ? C7 C8 . 1.379(4) ? C7 C12 . 1.383(3) ? C8 C9 . 1.378(4) ? C8 H8A . .9300 ? C9 C10 . 1.394(4) ? C9 C20 . 1.506(4) ? C10 C11 . 1.374(4) ? C10 H10A . .9300 ? C11 C12 . 1.392(4) ? C13 C14 . 1.476(4) ? C14 C19 . 1.382(4) ? C14 C15 . 1.385(4) ? C15 C16 . 1.378(4) ? C15 H15A . .9300 ? C16 C17 . 1.367(5) ? C16 H16A . .9300 ? C17 C18 . 1.367(5) ? C17 H17A . .9300 ? C18 C19 . 1.390(4) ? C18 H18A . .9300 ? C19 H19A . .9300 ? C20 C21 . 1.417(5) ? C20 H20A . .9700 ? C20 H20B . .9700 ? C21 C22 . 1.245(5) ? C21 H21A . .9300 ? C22 H22A . .9300 ? C22 H22B . .9300 ? C23 H23A . .9600 ? C23 H23B . .9600 ? C23 H23C . .9600 ? _cod_database_code 2010523