#------------------------------------------------------------------------------ #$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $ #$Revision: 19 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011345.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_2011345 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first e401 _journal_page_last e402 _publ_section_title ; 3-Cyano-6-methyl-4-(2-naphthylethenyl)-1-benzopyran-2-one ; loop_ _publ_author_name 'Vijayalakshmi, L.' 'Parthasarathi, V.' 'Varu, Bharat' 'Dodia, Narasinh' 'Shah, Anamik' _chemical_formula_moiety 'C23 H15 N O2' _chemical_formula_sum 'C23 H15 N O2' _chemical_formula_weight 337.36 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.814(5) _cell_length_b 11.561(3) _cell_length_c 18.580(7) _cell_angle_alpha 90.00 _cell_angle_beta 101.96(4) _cell_angle_gamma 90.00 _cell_volume 1642.0(13) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.365 _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 .16468(18) .59649(13) .03667(8) .0497(4) Uani d . 1 . . O C10 .4653(2) .64885(16) .03668(10) .0349(4) Uani d . 1 . . C C24 .5272(3) 1.08238(16) -.15173(10) .0416(5) Uani d . 1 . . C C9 .3418(3) .58159(17) .06231(11) .0401(5) Uani d . 1 . . C C3 .2280(2) .73490(16) -.04991(11) .0392(5) Uani d . 1 . . C C5 .6415(3) .63071(17) .06890(10) .0391(5) Uani d . 1 . . C H5 .7263 .6751 .0534 .064(2) Uiso calc R 1 . . H O10 -.05516(19) .68442(15) -.03541(10) .0656(5) Uani d . 1 . . O C25 .6375(3) 1.16597(17) -.17505(11) .0487(5) Uani d . 1 . . C C4 .4046(2) .73036(16) -.02206(10) .0356(4) Uani d . 1 . . C C16 .3460(3) 1.08999(19) -.18096(12) .0495(5) Uani d . 1 . . C H16 .2711 1.0354 -.1674 .064(2) Uiso calc R 1 . . H C23 .6046(3) .99275(17) -.10204(10) .0395(5) Uani d . 1 . . C C7 .5643(3) .48205(18) .14475(11) .0480(5) Uani d . 1 . . C H7 .5974 .4251 .1803 .064(2) Uiso calc R 1 . . H C14 .5277(2) .80240(16) -.05175(10) .0376(4) Uani d . 1 . . C H14 .6348 .7709 -.0559 .064(2) Uiso calc R 1 . . H C2 .1007(3) .67290(18) -.01731(12) .0461(5) Uani d . 1 . . C C6 .6931(3) .54873(17) .12306(10) .0418(5) Uani d . 1 . . C C8 .3898(3) .49799(18) .11524(11) .0476(5) Uani d . 1 . . C H8 .3056 .4530 .1308 .064(2) Uiso calc R 1 . . H C15 .4920(3) .91137(17) -.07307(10) .0385(5) Uani d . 1 . . C H15 .3826 .9390 -.0691 .064(2) Uiso calc R 1 . . H C22 .7826(3) .9874(2) -.08072(13) .0511(6) Uani d . 1 . . C H22 .8333 .9280 -.0497 .064(2) Uiso calc R 1 . . H C13 .8824(3) .5323(2) .15862(13) .0573(6) Uani d . 1 . . C H131 .9543 .5578 .1256 .122(7) Uiso calc R 1 . . H H132 .9043 .4519 .1698 .122(7) Uiso calc R 1 . . H H133 .9095 .5766 .2032 .122(7) Uiso calc R 1 . . H C18 .3850(4) 1.2588(2) -.25036(14) .0680(8) Uani d . 1 . . C H18 .3365 1.3173 -.2826 .064(2) Uiso calc R 1 . . H C20 .8189(4) 1.1572(2) -.15012(14) .0619(7) Uani d . 1 . . C H20 .8914 1.2121 -.1649 .064(2) Uiso calc R 1 . . H C17 .2787(4) 1.1758(2) -.22864(13) .0615(7) Uani d . 1 . . C H17 .1587 1.1786 -.2470 .064(2) Uiso calc R 1 . . H C19 .5600(4) 1.25455(19) -.22442(13) .0633(7) Uani d . 1 . . C H19 .6310 1.3106 -.2391 .064(2) Uiso calc R 1 . . H C12 .1513(3) .79524(19) -.11625(13) .0482(5) Uani d . 1 . . C N12 .0859(3) .8373(2) -.17039(13) .0708(6) Uani d . 1 . . N C21 .8909(3) 1.0701(2) -.10490(14) .0620(7) Uani d . 1 . . C H21 1.0118 1.0649 -.0898 .064(2) 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 .0409(8) .0483(9) .0628(9) -.0069(7) .0174(7) .0072(7) C10 .0409(10) .0317(9) .0341(9) -.0025(8) .0123(8) -.0031(8) C24 .0576(13) .0326(10) .0375(10) -.0025(9) .0166(9) -.0049(8) C9 .0441(11) .0369(10) .0419(10) -.0044(9) .0146(9) -.0032(8) C3 .0370(10) .0353(10) .0463(11) .0007(8) .0107(8) -.0004(8) C5 .0437(11) .0363(10) .0384(10) -.0040(8) .0111(8) -.0019(8) O10 .0340(9) .0685(11) .0959(13) -.0014(8) .0168(8) .0094(10) C25 .0746(16) .0356(11) .0432(11) -.0082(10) .0289(11) -.0072(9) C4 .0393(10) .0308(9) .0389(10) .0004(8) .0129(8) -.0036(8) C16 .0586(14) .0411(12) .0501(12) .0019(10) .0145(10) .0033(10) C23 .0450(11) .0357(10) .0396(10) -.0043(8) .0128(8) -.0038(8) C7 .0669(15) .0382(11) .0389(11) -.0025(10) .0113(10) .0042(9) C14 .0360(10) .0385(10) .0400(10) -.0001(8) .0114(8) .0033(8) C2 .0415(12) .0398(11) .0590(13) -.0014(9) .0147(10) -.0040(10) C6 .0524(12) .0379(10) .0340(10) -.0002(9) .0066(9) -.0034(8) C8 .0603(14) .0399(11) .0457(12) -.0111(10) .0180(10) .0033(9) C15 .0383(10) .0395(11) .0379(10) -.0016(8) .0087(8) -.0017(8) C22 .0480(13) .0488(13) .0567(13) -.0058(10) .0109(10) .0003(10) C13 .0576(14) .0564(14) .0524(13) .0011(11) -.0014(11) .0058(11) C18 .112(2) .0440(13) .0523(14) .0202(15) .0274(15) .0092(11) C20 .0777(18) .0478(14) .0699(16) -.0211(12) .0378(14) -.0087(12) C17 .0803(18) .0502(14) .0535(13) .0169(12) .0126(12) .0067(11) C19 .110(2) .0342(12) .0574(14) -.0026(13) .0442(15) .0007(10) C12 .0371(11) .0474(12) .0579(13) -.0023(9) .0046(10) .0011(10) N12 .0551(12) .0766(15) .0708(14) -.0049(11) -.0102(11) .0170(12) C21 .0506(14) .0639(16) .0755(17) -.0154(12) .0221(12) -.0077(13) 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 C2 . 1.352(3) yes O1 C9 . 1.378(3) yes C10 C9 . 1.397(3) yes C10 C5 . 1.399(3) yes C10 C4 . 1.446(3) yes C24 C16 . 1.410(3) ? C24 C25 . 1.421(3) ? C24 C23 . 1.435(3) ? C9 C8 . 1.374(3) yes C3 C4 . 1.370(3) yes C3 C12 . 1.435(3) ? C3 C2 . 1.456(3) yes C5 C6 . 1.380(3) ? C5 H5 . .9300 ? O10 C2 . 1.202(3) yes C25 C20 . 1.400(4) ? C25 C19 . 1.424(3) ? C4 C14 . 1.464(3) ? C16 C17 . 1.361(3) ? C16 H16 . .9300 ? C23 C22 . 1.367(3) ? C23 C15 . 1.464(3) ? C7 C8 . 1.373(3) ? C7 C6 . 1.392(3) ? C7 H7 . .9300 ? C14 C15 . 1.333(3) ? C14 H14 . .9300 ? C6 C13 . 1.502(3) ? C8 H8 . .9300 ? C15 H15 . .9300 ? C22 C21 . 1.411(3) ? C22 H22 . .9300 ? C13 H131 . .9600 ? C13 H132 . .9600 ? C13 H133 . .9600 ? C18 C19 . 1.353(4) ? C18 C17 . 1.383(4) ? C18 H18 . .9300 ? C20 C21 . 1.357(4) ? C20 H20 . .9300 ? C17 H17 . .9300 ? C19 H19 . .9300 ? C12 N12 . 1.139(3) yes C21 H21 . .9300 ?