#------------------------------------------------------------------------------ #$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $ #$Revision: 853 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2012397.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_2012397 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1410 _journal_page_last 1414 _publ_section_title ; Intermolecular interactions in two (ferrocenylmethyl)benzimidazoles incorporating the 4-MeOC~6~H~4~- and 3,4-(MeO)~2~C~6~H~3~- groups: analysis of MeO-C-C distortions from ideal 120\% geometry ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yab' _symmetry_space_group_name_H-M 'P 1 21/a 1' _[local]_cod_cif_authors_sg_H-M 'P 21/a' loop_ _publ_author_name 'Gallagher, John F.' 'Hanlon, Keith' 'Howarth, Joshua' _chemical_formula_moiety 'C26 H24 Fe N2 O2' _chemical_formula_sum 'C26 H24 Fe N2 O2' _chemical_formula_iupac '[Fe (C5 H5) (C21 H19 N2 O)]' _chemical_formula_weight 452.32 _chemical_melting_point 466 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x-1/2, -y-1/2, z' _cell_length_a 11.7089(10) _cell_length_b 13.7888(12) _cell_length_c 13.2441(11) _cell_angle_alpha 90 _cell_angle_beta 96.758(7) _cell_angle_gamma 90 _cell_volume 2123.4(3) _cell_formula_units_Z 4 _cell_measurement_temperature 294(2) _exptl_crystal_density_diffrn 1.415 _diffrn_ambient_temperature 294(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 Fe1 .00216(2) .12247(2) .32488(2) .03668(10) Uani d . 1 . . Fe O1 -.02372(14) .61785(13) .41939(13) .0601(5) Uani d . 1 . . O O2 .17496(15) .65943(15) .36157(14) .0664(5) Uani d . 1 . . O N1 -.23023(16) .47315(12) .06130(13) .0421(4) Uani d . 1 . . N N2 -.13159(16) .33407(12) .08945(13) .0407(4) Uani d . 1 . . N C1 -.13752(19) .43202(15) .10873(15) .0380(5) Uani d . 1 . . C C2 -.0474(2) .26531(16) .13910(17) .0457(5) Uani d . 1 . . C C3 -.2302(2) .31093(15) .02599(15) .0411(5) Uani d . 1 . . C C4 -.2904(2) .39823(15) .00915(15) .0408(5) Uani d . 1 . . C C5 -.3944(2) .40038(18) -.05332(17) .0513(6) Uani d . 1 . . C C6 -.4359(2) .3150(2) -.09670(18) .0594(7) Uani d . 1 . . C C7 -.3753(3) .2284(2) -.07913(18) .0625(7) Uani d . 1 . . C C8 -.2716(2) .22421(17) -.01782(18) .0541(6) Uani d . 1 . . C C11 -.08637(18) .22157(15) .23282(16) .0395(5) Uani d . 1 . . C C12 -.0637(2) .25799(18) .33367(17) .0516(6) Uani d . 1 . . C C13 -.1145(2) .1949(2) .39931(19) .0626(7) Uani d . 1 . . C C14 -.16980(19) .1202(2) .3407(2) .0569(6) Uani d . 1 . . C C15 -.15324(18) .13616(16) .23833(18) .0461(5) Uani d . 1 . . C C21 .16435(18) .11614(18) .28398(18) .0506(6) Uani d . 1 . . C C22 .16916(19) .1255(2) .38954(19) .0554(6) Uani d . 1 . . C C23 .1123(2) .0468(2) .4268(2) .0616(7) Uani d . 1 . . C C24 .0731(2) -.01266(18) .3448(3) .0647(8) Uani d . 1 . . C C25 .1049(2) .0304(2) .2557(2) .0590(7) Uani d . 1 . . C C31 -.04939(19) .48529(15) .17569(16) .0394(5) Uani d . 1 . . C C32 -.07837(18) .52279(15) .26710(16) .0412(5) Uani d . 1 . . C C33 -.00230(19) .57931(17) .32834(16) .0436(5) Uani d . 1 . . C C34 .10545(19) .60168(17) .29718(17) .0458(5) Uani d . 1 . . C C35 .13396(19) .56388(19) .20708(17) .0510(6) Uani d . 1 . . C C36 .05786(19) .50544(18) .14695(17) .0480(5) Uani d . 1 . . C C37 -.1237(2) .5827(2) .4605(2) .0724(8) Uani d . 1 . . C C38 .2814(3) .6879(3) .3287(3) .0885(11) Uani d . 1 . . C H2A .0251 .2985 .1572 .055 Uiso calc R 1 . . H H2B -.0346 .2140 .0916 .055 Uiso calc R 1 . . H H5 -.4349 .4581 -.0654 .062 Uiso calc R 1 . . H H6 -.5055 .3150 -.1385 .071 Uiso calc R 1 . . H H7 -.4056 .1718 -.1097 .075 Uiso calc R 1 . . H H8 -.2314 .1663 -.0064 .065 Uiso calc R 1 . . H H12 -.0223 .3139 .3530 .062 Uiso calc R 1 . . H H13 -.1119 .2017 .4694 .075 Uiso calc R 1 . . H H14 -.2103 .0690 .3651 .068 Uiso calc R 1 . . H H15 -.1814 .0973 .1836 .055 Uiso calc R 1 . . H H21 .1951 .1592 .2403 .061 Uiso calc R 1 . . H H22 .2044 .1758 .4283 .066 Uiso calc R 1 . . H H23 .1022 .0359 .4945 .074 Uiso calc R 1 . . H H24 .0329 -.0705 .3482 .078 Uiso calc R 1 . . H H25 .0893 .0062 .1900 .071 Uiso calc R 1 . . H H32 -.1503 .5093 .2869 .049 Uiso calc R 1 . . H H35 .2054 .5779 .1865 .061 Uiso calc R 1 . . H H36 .0789 .4796 .0870 .058 Uiso calc R 1 . . H H37A -.1913 .6005 .4161 .109 Uiso calc R 1 . . H H37B -.1272 .6107 .5264 .109 Uiso calc R 1 . . H H37C -.1196 .5134 .4664 .109 Uiso calc R 1 . . H H38A .3234 .6313 .3127 .133 Uiso calc R 1 . . H H38B .3256 .7236 .3819 .133 Uiso calc R 1 . . H H38C .2670 .7280 .2693 .133 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 Fe1 .03173(15) .03956(16) .03918(16) .00451(13) .00597(11) .00530(14) O1 .0531(10) .0734(12) .0564(10) -.0193(9) .0171(8) -.0201(9) O2 .0499(10) .0871(13) .0621(11) -.0262(9) .0064(8) -.0079(10) N1 .0487(10) .0342(9) .0429(10) .0011(8) .0037(8) .0022(8) N2 .0517(11) .0314(9) .0396(9) .0058(8) .0078(8) .0040(7) C1 .0476(12) .0328(10) .0351(10) -.0002(9) .0114(9) .0037(8) C2 .0501(13) .0385(12) .0499(12) .0105(10) .0118(10) .0066(10) C3 .0547(13) .0349(10) .0347(10) .0003(10) .0090(9) .0019(9) C4 .0527(12) .0368(11) .0334(10) -.0013(9) .0074(9) .0026(8) C5 .0583(14) .0493(14) .0452(12) .0034(11) .0011(11) .0040(10) C6 .0659(16) .0655(17) .0445(13) -.0113(14) -.0028(12) -.0011(12) C7 .089(2) .0516(15) .0464(13) -.0180(14) .0055(13) -.0121(11) C8 .0785(17) .0375(12) .0465(13) -.0025(12) .0091(12) -.0028(10) C11 .0396(11) .0375(11) .0416(11) .0080(9) .0054(9) .0046(9) C12 .0582(14) .0453(13) .0510(13) .0156(11) .0049(11) -.0036(11) C13 .0640(16) .0806(19) .0462(13) .0349(15) .0195(12) .0117(13) C14 .0364(11) .0675(16) .0693(16) .0127(12) .0173(11) .0237(14) C15 .0344(10) .0494(13) .0538(13) .0047(10) .0022(9) .0099(11) C21 .0361(11) .0596(15) .0588(14) .0056(11) .0172(10) .0119(12) C22 .0361(11) .0679(16) .0606(14) -.0014(12) -.0011(10) -.0033(13) C23 .0429(13) .084(2) .0577(15) .0144(13) .0050(11) .0267(14) C24 .0373(13) .0390(13) .118(2) .0063(10) .0101(14) .0136(15) C25 .0413(13) .0704(17) .0644(16) .0153(12) .0023(11) -.0176(14) C31 .0427(11) .0326(10) .0423(11) .0000(9) .0032(9) .0053(9) C32 .0401(11) .0383(11) .0463(12) -.0043(9) .0099(9) .0005(9) C33 .0453(12) .0436(12) .0430(11) -.0038(10) .0101(9) -.0002(10) C34 .0391(11) .0510(14) .0463(12) -.0071(10) .0012(9) .0046(10) C35 .0380(12) .0652(15) .0507(13) -.0043(11) .0096(10) .0088(12) C36 .0469(13) .0560(14) .0424(12) .0043(11) .0107(10) .0030(10) C37 .0616(17) .100(2) .0599(16) -.0212(16) .0261(14) -.0205(16) C38 .0633(18) .117(3) .086(2) -.0450(19) .0115(16) -.007(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 Fe1 C11 . 2.032(2) no Fe1 C12 . 2.030(2) no Fe1 C13 . 2.038(2) no Fe1 C14 . 2.049(2) no Fe1 C15 . 2.042(2) no Fe1 C21 . 2.037(2) no Fe1 C22 . 2.041(2) no Fe1 C23 . 2.040(2) no Fe1 C24 . 2.044(2) no Fe1 C25 . 2.039(2) no O1 C33 . 1.368(3) yes O1 C37 . 1.432(3) yes O2 C34 . 1.364(3) yes O2 C38 . 1.423(3) yes N1 C1 . 1.317(3) yes N1 C4 . 1.388(3) yes N2 C1 . 1.378(3) yes N2 C2 . 1.466(3) yes N2 C3 . 1.383(3) yes C1 C31 . 1.475(3) yes C2 C11 . 1.498(3) yes C3 C4 . 1.399(3) no C3 C8 . 1.391(3) no C4 C5 . 1.390(3) no C5 C6 . 1.373(3) no C6 C7 . 1.395(4) no C7 C8 . 1.380(4) no C11 C12 . 1.422(3) no C11 C15 . 1.421(3) no C12 C13 . 1.410(4) no C13 C14 . 1.402(4) no C14 C15 . 1.409(3) no C21 C22 . 1.399(3) no C21 C25 . 1.400(3) no C22 C23 . 1.393(4) no C23 C24 . 1.395(4) no C24 C25 . 1.410(4) no C31 C32 . 1.394(3) no C31 C36 . 1.383(3) no C32 C33 . 1.374(3) no C33 C34 . 1.407(3) no C34 C35 . 1.379(3) no C35 C36 . 1.382(3) no C2 H2A . .9700 no C2 H2B . .9700 no C5 H5 . .9300 no C6 H6 . .9300 no C7 H7 . .9300 no C8 H8 . .9300 no C12 H12 . .9300 no C13 H13 . .9300 no C14 H14 . .9300 no C15 H15 . .9300 no C21 H21 . .9300 no C22 H22 . .9300 no C23 H23 . .9300 no C24 H24 . .9300 no C25 H25 . .9300 no C32 H32 . .9300 no C35 H35 . .9300 no C36 H36 . .9300 no C37 H37A . .9600 no C37 H37B . .9600 no C37 H37C . .9600 no C38 H38A . .9600 no C38 H38B . .9600 no C38 H38C . .9600 no