#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200943.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_2200943 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2002 _journal_volume 58 _journal_page_first o266 _journal_page_last o267 _publ_section_title ; 3-(Dicyanomethylene)-1,5-diphenylpenta-1,4-diyne ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _[local]_cod_cif_authors_sg_H-M 'P 21/c' loop_ _publ_author_name 'Jones, Peter G.' 'Hopf, Henning' 'Kreutzer, Martin' _chemical_formula_moiety 'C20 H10 N2' _chemical_formula_sum 'C20 H10 N2' _chemical_formula_iupac 'C20 H10 N2' _chemical_formula_weight 278.30 _symmetry_cell_setting monoclinic 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 12.138(4) _cell_length_b 15.279(4) _cell_length_c 8.763(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.24(3) _cell_angle_gamma 90.00 _cell_volume 1552.1(8) _cell_formula_units_Z 4 _cell_measurement_temperature 178(2) _exptl_crystal_density_diffrn 1.191 _diffrn_ambient_temperature 178(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 .28762(18) .44530(14) .3989(2) .0388(5) Uani d . 1 . . C C2 .33034(18) .49656(15) .3297(3) .0395(5) Uani d . 1 . . C C3 .38344(18) .55699(14) .2497(2) .0382(5) Uani d . 1 . . C C4 .48916(19) .53310(14) .2228(3) .0401(5) Uani d . 1 . . C C5 .57830(18) .51400(14) .1986(2) .0395(5) Uani d . 1 . . C C6 .33413(18) .63674(15) .1999(3) .0428(6) Uani d . 1 . . C C7 .2260(2) .66089(15) .2226(3) .0558(7) Uani d . 1 . . C C8 .3878(2) .69866(16) .1233(3) .0493(6) Uani d . 1 . . C C9 .23571(18) .38470(14) .4805(2) .0386(5) Uani d . 1 . . C C10 .12400(18) .39891(16) .4876(3) .0447(6) Uani d . 1 . . C H10 .0821 .4490 .4379 .052 Uiso calc R 1 . . H C11 .0741(2) .34003(18) .5672(3) .0575(7) Uani d . 1 . . C H11 -.0024 .3493 .5709 .066 Uiso calc R 1 . . H C12 .1354(2) .26789(18) .6413(3) .0592(7) Uani d . 1 . . C H12 .1010 .2279 .6965 .068 Uiso calc R 1 . . H C13 .2463(2) .25348(15) .6357(3) .0524(6) Uani d . 1 . . C H13 .2879 .2038 .6876 .061 Uiso calc R 1 . . H C14 .2971(2) .31104(14) .5550(3) .0443(6) Uani d . 1 . . C H14 .3732 .3006 .5501 .049 Uiso calc R 1 . . H C15 .68660(17) .49547(14) .1721(2) .0376(5) Uani d . 1 . . C C16 .73691(18) .55803(14) .0989(3) .0417(6) Uani d . 1 . . C H16 .6980 .6116 .0639 .049 Uiso calc R 1 . . H C17 .84309(19) .54268(16) .0767(3) .0488(6) Uani d . 1 . . C H17 .8779 .5861 .0286 .055 Uiso calc R 1 . . H C18 .8986(2) .46398(17) .1248(3) .0533(7) Uani d . 1 . . C H18 .9716 .4532 .1090 .061 Uiso calc R 1 . . H C19 .84869(19) .40125(16) .1953(3) .0538(7) Uani d . 1 . . C H19 .8872 .3471 .2271 .062 Uiso calc R 1 . . H C20 .74349(18) .41595(15) .2204(3) .0472(6) Uani d . 1 . . C H20 .7098 .3725 .2700 .055 Uiso calc R 1 . . H N1 .1390(2) .67914(15) .2401(3) .0818(8) Uani d . 1 . . N N2 .43116(18) .74921(15) .0622(3) .0699(7) 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 .0405(12) .0429(13) .0331(12) -.0021(10) .0111(10) -.0039(10) C2 .0411(12) .0426(13) .0374(12) .0001(10) .0154(10) -.0026(11) C3 .0406(12) .0426(13) .0337(12) -.0052(10) .0145(10) -.0039(10) C4 .0399(13) .0426(13) .0368(13) -.0027(10) .0097(10) .0003(10) C5 .0404(13) .0443(13) .0316(12) -.0046(10) .0075(10) -.0026(10) C6 .0415(13) .0447(14) .0478(14) -.0056(11) .0222(11) -.0044(11) C7 .0591(16) .0439(14) .0752(18) -.0015(12) .0365(14) -.0009(13) C8 .0477(14) .0435(14) .0601(15) -.0007(11) .0212(13) .0040(13) C9 .0439(13) .0418(13) .0314(12) -.0083(10) .0129(10) -.0045(10) C10 .0401(13) .0534(14) .0412(13) -.0051(11) .0128(11) -.0006(12) C11 .0464(14) .0735(18) .0558(16) -.0134(13) .0200(13) -.0025(15) C12 .0704(18) .0616(17) .0512(16) -.0240(14) .0264(14) -.0014(14) C13 .0745(17) .0403(13) .0439(14) -.0052(13) .0199(13) -.0007(11) C14 .0504(14) .0443(13) .0384(13) -.0017(11) .0136(11) -.0046(11) C15 .0341(12) .0439(13) .0337(12) -.0026(10) .0087(10) -.0034(11) C16 .0442(13) .0389(12) .0435(13) .0022(10) .0153(11) .0001(11) C17 .0464(14) .0521(15) .0534(15) -.0030(12) .0233(12) .0038(12) C18 .0387(13) .0628(17) .0620(16) .0042(12) .0204(12) .0029(14) C19 .0440(14) .0516(15) .0653(17) .0096(12) .0153(13) .0097(13) C20 .0411(13) .0470(14) .0521(14) -.0035(11) .0116(11) .0060(12) N1 .0709(16) .0622(15) .134(2) .0077(13) .0637(17) .0012(15) N2 .0654(15) .0631(14) .0883(17) -.0050(12) .0339(13) .0160(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 C1 C2 . 1.198(3) Y C1 C9 . 1.426(3) Y C2 C3 . 1.424(3) Y C3 C6 . 1.371(3) Y C3 C4 . 1.419(3) Y C4 C5 . 1.199(3) Y C5 C15 . 1.429(3) Y C6 C8 . 1.425(3) Y C6 C7 . 1.433(3) Y C7 N1 . 1.145(3) Y C8 N2 . 1.152(3) Y C9 C10 . 1.393(3) ? C9 C14 . 1.400(3) ? C10 C11 . 1.383(3) ? C10 H10 . .9500 ? C11 C12 . 1.380(4) ? C11 H11 . .9500 ? C12 C13 . 1.378(3) ? C12 H12 . .9500 ? C13 C14 . 1.384(3) ? C13 H13 . .9500 ? C14 H14 . .9500 ? C15 C16 . 1.389(3) ? C15 C20 . 1.400(3) ? C16 C17 . 1.379(3) ? C16 H16 . .9500 ? C17 C18 . 1.382(3) ? C17 H17 . .9500 ? C18 C19 . 1.375(3) ? C18 H18 . .9500 ? C19 C20 . 1.377(3) ? C19 H19 . .9500 ? C20 H20 . .9500 ? _cod_database_code 2200943