#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2006193.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_2006193 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1997 _journal_volume 53 _journal_page_first 720 _journal_page_last 723 _publ_section_title ; 2-(Ferrocenylmethyl)-6-methoxy-3-methylbenzonitrile and 10-(Ferrocenylmethyl)phenanthrene-9-carbonitrile ; _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 'Zhang, Hongming' 'Lu, Yingchun' 'Biehl, Ed' _chemical_name_common ferrocenylbenzonitrile _chemical_formula_sum 'C20 H19 Fe N O' _chemical_formula_iupac '[Fe (C5 H5) (C15 H14 N1 O1)]' _chemical_formula_weight 345.21 _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 19.244(3) _cell_length_b 8.8820(10) _cell_length_c 9.736(2) _cell_angle_alpha 90 _cell_angle_beta 103.990(10) _cell_angle_gamma 90 _cell_volume 1614.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 220(2) _exptl_crystal_density_diffrn 1.420 _diffrn_ambient_temperature 220(2) _refine_ls_R_factor_obs .0367 _refine_ls_wR_factor_obs .0919 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_group _atom_site_type_symbol Fe .62356(2) -.00117(4) .38270(3) .02628(14) Uani d . 1 . Fe C1 .82252(13) -.2615(3) .5772(3) .0299(6) Uani d . 1 . C C2 .86923(13) -.1760(3) .6817(3) .0301(6) Uani d . 1 . C C3 .91868(14) -.2438(3) .7949(3) .0310(6) Uani d . 1 . C C4 .92132(15) -.3988(3) .8031(3) .0352(6) Uani d . 1 . C H4 .95364(15) -.4464(3) .8769(3) .042 Uiso calc R 1 . H C5 .87522(15) -.4827(3) .7001(3) .0363(6) Uani d . 1 . C H5 .87746(15) -.5871(3) .7068(3) .044 Uiso calc R 1 . H C6 .82601(14) -.4188(3) .5879(3) .0329(6) Uani d . 1 . C C21 .77043(14) -.1812(3) .4570(3) .0340(6) Uani d . 1 . C H21A .79171(14) -.0871(3) .4373(3) .041 Uiso calc R 1 . H H21B .76273(14) -.2429(3) .3724(3) .041 Uiso calc R 1 . H C22 .86844(14) -.0141(3) .6745(3) .0369(7) Uani d . 1 . C N23 .86715(15) .1141(3) .6686(3) .0542(7) Uani d . 1 . N O24 .96114(10) -.1469(2) .8862(2) .0436(5) Uani d . 1 . O C25 1.01327(14) -.2096(4) 1.0037(3) .0424(7) Uani d . 1 . C H25A 1.03948(14) -.1296(4) 1.0595(3) .064 Uiso calc R 1 . H H25B 1.04575(14) -.2726(4) .9689(3) .064 Uiso calc R 1 . H H25C .98935(14) -.2684(4) 1.0612(3) .064 Uiso calc R 1 . H C26 .7795(2) -.5197(4) .4789(3) .0470(8) Uani d . 1 . C H26A .7483(2) -.4592(4) .4083(3) .071 Uiso calc R 1 . H H26B .7513(2) -.5833(4) .5240(3) .071 Uiso calc R 1 . H H26C .8091(2) -.5808(4) .4351(3) .071 Uiso calc R 1 . H C31 .69899(13) -.1486(3) .4892(2) .0283(6) Uani d . 1 . C C32 .68438(14) -.0359(3) .5828(3) .0324(6) Uani d . 1 . C H32 .71752(14) .0307(3) .6359(3) .039 Uiso calc R 1 . H C33 .61029(15) -.0433(3) .5808(3) .0358(6) Uani d . 1 . C H33 .58656(15) .0179(3) .6323(3) .043 Uiso calc R 1 . H C34 .57902(14) -.1595(3) .4871(3) .0352(6) Uani d . 1 . C H34 .53115(14) -.1884(3) .4661(3) .042 Uiso calc R 1 . H C35 .63324(14) -.2244(3) .4308(3) .0325(6) Uani d . 1 . C H35 .62703(14) -.3034(3) .3663(3) .039 Uiso calc R 1 . H C36 .6319(3) .0346(5) .1818(4) .0760(14) Uani d . 1 . C H36 .6507(3) -.0336(5) .1279(4) .091 Uiso calc R 1 . H C37 .6693(2) .1431(5) .2682(4) .0642(11) Uani d . 1 . C H37 .7180(2) .1619(5) .2823(4) .077 Uiso calc R 1 . H C38 .6233(2) .2201(4) .3312(4) .0578(10) Uani d . 1 . C H38 .6356(2) .2988(4) .3955(4) .069 Uiso calc R 1 . H C39 .5552(2) .1601(5) .2822(4) .0633(11) Uani d . 1 . C H39 .5138(2) .1914(5) .3071(4) .076 Uiso calc R 1 . H C40 .5603(3) .0441(5) .1884(4) .0779(15) Uani d . 1 . C H40 .5229(3) -.0160(5) .1393(4) .093 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 Fe .0264(2) .0267(2) .0236(2) .0017(2) .00167(14) .00011(15) C1 .0239(13) .037(2) .0305(13) .0038(11) .0106(11) .0019(11) C2 .0251(13) .0278(14) .0394(14) .0044(11) .0115(11) .0035(11) C3 .0237(13) .0319(14) .0367(14) .0021(11) .0057(11) -.0026(11) C4 .0314(15) .0318(15) .0395(15) .0103(12) .0027(12) .0061(12) C5 .039(2) .0250(14) .045(2) .0040(12) .0084(13) -.0035(12) C6 .0279(14) .036(2) .0349(15) .0036(12) .0083(12) -.0063(12) C21 .0288(14) .042(2) .0319(14) .0055(12) .0078(11) .0026(12) C22 .0261(14) .037(2) .046(2) -.0010(12) .0050(12) .0057(13) N23 .049(2) .031(2) .078(2) -.0047(12) .0079(14) .0101(13) O24 .0353(11) .0355(11) .0509(12) -.0013(9) -.0073(9) -.0033(9) C25 .031(2) .049(2) .041(2) -.0003(13) -.0019(13) -.0028(14) C26 .046(2) .048(2) .044(2) .0001(15) .0048(14) -.0113(14) C31 .0278(13) .0327(14) .0232(12) .0059(11) .0039(10) .0043(10) C32 .0297(14) .041(2) .0233(12) .0028(12) .0010(10) -.0015(11) C33 .0333(15) .049(2) .0262(13) .0107(13) .0091(11) .0045(12) C34 .0270(14) .038(2) .0403(15) -.0008(12) .0066(12) .0093(12) C35 .0343(15) .0268(13) .0333(14) .0001(12) .0023(11) .0025(11) C36 .147(5) .053(2) .039(2) .026(3) .044(2) .017(2) C37 .046(2) .069(3) .082(3) .008(2) .024(2) .046(2) C38 .090(3) .028(2) .046(2) -.002(2) .000(2) .0041(14) C39 .049(2) .072(3) .071(2) .030(2) .018(2) .043(2) C40 .104(4) .064(3) .040(2) -.037(3) -.034(2) .022(2) 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 Fe C36 . 2.026(3) y Fe C40 . 2.027(3) y Fe C38 . 2.028(3) y Fe C39 . 2.030(3) y Fe C37 . 2.033(3) y Fe C35 . 2.035(3) y Fe C32 . 2.039(3) y Fe C33 . 2.040(3) y Fe C34 . 2.041(3) y Fe C31 . 2.042(2) y C1 C6 . 1.402(4) y C1 C2 . 1.406(4) y C1 C21 . 1.522(4) y C2 C3 . 1.406(4) y C2 C22 . 1.439(4) y C3 O24 . 1.359(3) y C3 C4 . 1.380(4) y C4 C5 . 1.385(4) y C5 C6 . 1.383(4) y C6 C26 . 1.507(4) y C21 C31 . 1.510(3) y C22 N23 . 1.141(4) y O24 C25 . 1.439(3) ? C31 C35 . 1.425(4) ? C31 C32 . 1.426(4) ? C32 C33 . 1.423(4) ? C33 C34 . 1.413(4) ? C34 C35 . 1.413(4) ? C36 C37 . 1.365(6) ? C36 C40 . 1.396(7) ? C37 C38 . 1.375(5) ? C38 C39 . 1.388(5) ? C39 C40 . 1.396(6) ? _cod_database_code 2006193