data_2006953 _journal_name_full 'Acta Crystallographica' _journal_year 1998 _journal_volume C54 _publ_section_title ; (3aS,4S)-(+)-[\m-1(O,4,5,\a-\h):2(1,2,3,3a,7a-\h)-5-benzylidene- 6,7-dihydro-4(5H)-indenone]tricarbonyl-1\k^3^C-[2(\h^5^)-cyclopentadienyl]- diiron ; loop_ _publ_author_name 'Kempmann, Christoph' 'Grosser, Rolf' 'Sch\"urmann, Markus' 'Preut, Hans' 'Eilbracht, Peter' _chemical_formula_moiety 'C24 H18 Fe2 O4' _chemical_formula_sum 'C24 H18 Fe2 O4' _chemical_formula_weight 482.08 _chemical_melting_point 395 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.4530(10) _cell_length_b 13.7890(10) _cell_length_c 20.497(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2106.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 291(2) _exptl_crystal_density_diffrn 1.520 _diffrn_ambient_temperature 291(2) _refine_ls_R_factor_obs .0297 _refine_ls_wR_factor_obs .0675 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 Fe1 .25630(7) .22634(4) .73836(2) .0513(2) Uani d . 1 . Fe Fe2 .07661(6) .10738(3) .96392(2) .03796(12) Uani d . 1 . Fe O1 .1761(3) .23879(14) .93761(10) .0429(5) Uani d . 1 . O O2 -.2751(4) .1692(3) .9137(2) .0804(9) Uani d . 1 . O O3 .0513(6) .1164(3) 1.10702(13) .1013(13) Uani d . 1 . O O4 -.0352(5) -.0926(2) .9480(2) .0823(10) Uani d . 1 . O C1 .1211(4) .1147(2) .77939(15) .0449(7) Uani d . 1 . C C2 .1301(4) .1933(2) .82383(15) .0392(7) Uani d . 1 . C C3 .2036(4) .1794(2) .88894(14) .0361(6) Uani d . 1 . C C4 .2979(4) .0917(2) .90361(13) .0368(6) Uani d . 1 . C C5 .3340(6) .0210(3) .8489(2) .0492(8) Uani d . 1 . C C6 .1823(6) .0153(3) .7988(2) .0543(10) Uani d . 1 . C C7 .0294(5) .1484(3) .7229(2) .0561(9) Uani d . 1 . C C8 -.0155(6) .2474(3) .7322(2) .0637(11) Uani d . 1 . C C9 .0482(5) .2759(3) .7943(2) .0523(8) Uani d . 1 . C C10 .4447(9) .3325(6) .7326(3) .101(2) Uani d . 1 . C C11 .3691(10) .3133(8) .6700(3) .123(3) Uani d . 1 . C C12 .4026(10) .2169(9) .6559(3) .124(3) Uani d . 1 . C C13 .5010(8) .1758(7) .7076(3) .103(2) Uani d . 1 . C C14 .5231(6) .2487(6) .7539(3) .093(2) Uani d . 1 . C C15 .3585(4) .0853(2) .9696(2) .0394(7) Uani d . 1 . C C16 .4510(5) .0023(2) 1.00031(14) .0416(7) Uani d . 1 . C C17 .5844(5) .0224(2) 1.04605(15) .0447(7) Uani d . 1 . C C18 .6799(6) -.0507(3) 1.0764(2) .0534(9) Uani d . 1 . C C19 .6450(6) -.1466(3) 1.0617(2) .0576(10) Uani d . 1 . C C20 .5117(7) -.1682(3) 1.0179(2) .0621(11) Uani d . 1 . C C21 .4167(6) -.0958(2) .9874(2) .0546(9) Uani d . 1 . C C22 -.1432(5) .1453(3) .9347(2) .0525(8) Uani d . 1 . C C23 .0578(6) .1170(3) 1.0522(2) .0579(9) Uani d . 1 . C C24 .0086(5) -.0140(2) .9561(2) .0522(8) Uani d . 1 . C H5A .346(5) -.041(3) .8647(17) .055(10) Uiso d . 1 . H H5B .438(6) .047(3) .8271(19) .064(12) Uiso d . 1 . H H6A .088(7) -.016(3) .816(2) .067(13) Uiso d . 1 . H H6B .203(5) -.020(3) .7608(17) .047(9) Uiso d . 1 . H H7 .010(6) .114(3) .687(2) .066(12) Uiso d . 1 . H H8 -.070(5) .293(3) .6965(16) .051(9) Uiso d . 1 . H H9 .020(5) .335(3) .8148(17) .050(10) Uiso d . 1 . H H10 .424(8) .394(4) .755(3) .097(19) Uiso d . 1 . H H11 .316(8) .346(4) .640(3) .11(2) Uiso d . 1 . H H12 .376(9) .180(5) .623(3) .12(2) Uiso d . 1 . H H13 .531(11) .111(5) .716(4) .15(3) Uiso d . 1 . H H14 .577(7) .247(3) .798(2) .074(13) Uiso d . 1 . H H15 .392(5) .145(3) .9887(15) .043(9) Uiso d . 1 . H H17 .607(5) .082(3) 1.0575(17) .052(11) Uiso d . 1 . H H18 .767(5) -.033(2) 1.1067(15) .046(9) Uiso d . 1 . H H19 .704(6) -.196(3) 1.085(2) .073(13) Uiso d . 1 . H H20 .478(5) -.230(3) 1.0035(16) .044(9) Uiso d . 1 . H H21 .337(5) -.110(3) .9582(18) .054(11) Uiso d . 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 .0429(3) .0712(3) .0397(2) -.0121(3) .0002(2) .0138(2) Fe2 .0397(2) .0319(2) .0422(2) -.0007(2) .0104(2) .0016(2) O1 .0537(13) .0274(9) .0475(11) -.0003(10) .0058(10) -.0004(8) O2 .0422(15) .110(2) .089(2) .009(2) .005(2) .027(2) O3 .146(3) .110(3) .047(2) -.026(3) .021(2) -.005(2) O4 .090(2) .0444(14) .112(2) -.0220(15) .016(2) -.0026(14) C1 .042(2) .048(2) .045(2) -.004(2) .0010(14) .0026(14) C2 .0355(15) .0383(14) .0438(14) -.0017(13) .0072(13) .0068(13) C3 .0351(15) .0296(12) .0435(14) -.0049(12) .0084(13) .0041(11) C4 .0365(15) .0341(14) .0400(13) .0034(13) .0094(12) .0009(11) C5 .061(2) .042(2) .044(2) .015(2) .008(2) -.0008(14) C6 .073(3) .043(2) .047(2) .002(2) -.001(2) -.009(2) C7 .047(2) .068(2) .054(2) -.012(2) -.015(2) .004(2) C8 .051(2) .073(3) .067(2) -.003(2) -.012(2) .022(2) C9 .049(2) .046(2) .062(2) .001(2) .000(2) .012(2) C10 .083(4) .127(5) .093(4) -.054(4) .001(3) .040(4) C11 .083(4) .197(8) .091(4) -.041(5) -.005(4) .093(6) C12 .101(5) .226(9) .046(2) -.055(7) .020(3) .017(5) C13 .062(3) .169(7) .080(4) -.005(4) .034(3) .002(4) C14 .048(2) .163(6) .066(3) -.031(3) .008(2) .024(4) C15 .040(2) .0305(13) .047(2) .0001(12) .0022(15) .0016(13) C16 .045(2) .0389(15) .041(2) .0042(14) .0081(14) .0039(13) C17 .048(2) .044(2) .042(2) -.003(2) .005(2) .0046(13) C18 .051(2) .064(2) .046(2) .000(2) -.003(2) .016(2) C19 .067(2) .057(2) .049(2) .020(2) .010(2) .020(2) C20 .089(3) .038(2) .059(2) .013(2) .003(2) .004(2) C21 .069(2) .042(2) .052(2) .004(2) -.007(2) -.0023(15) C22 .046(2) .055(2) .056(2) -.004(2) .014(2) .011(2) C23 .069(2) .056(2) .049(2) -.008(2) .013(2) -.001(2) C24 .053(2) .043(2) .061(2) -.007(2) .011(2) .006(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 C12 . 2.017(6) y Fe1 C1 . 2.023(3) y Fe1 C11 . 2.027(5) y Fe1 C7 . 2.029(4) y Fe1 C10 . 2.031(5) y Fe1 C14 . 2.038(5) y Fe1 C2 . 2.040(3) y Fe1 C9 . 2.046(4) y Fe1 C8 . 2.050(4) y Fe1 C13 . 2.052(6) y Fe2 C24 . 1.756(3) y Fe2 C23 . 1.820(3) y Fe2 C22 . 1.821(4) y Fe2 O1 . 2.031(2) y Fe2 C3 . 2.060(3) y Fe2 C4 . 2.072(3) y Fe2 C15 . 2.126(3) y O1 C3 . 1.307(3) y O2 C22 . 1.122(5) ? O3 C23 . 1.125(4) ? O4 C24 . 1.143(4) ? C1 C2 . 1.417(4) y C1 C7 . 1.423(5) ? C1 C6 . 1.497(5) y C2 C9 . 1.428(5) y C2 C3 . 1.455(4) y C3 C4 . 1.431(4) y C4 C15 . 1.428(5) y C4 C5 . 1.511(4) y C5 C6 . 1.529(6) y C5 H5A . .92(4) ? C5 H5B . .96(4) ? C6 H6A . .90(5) ? C6 H6B . .93(4) ? C7 C8 . 1.419(6) ? C7 H7 . .89(4) ? C8 C9 . 1.413(5) ? C8 H8 . 1.05(4) ? C9 H9 . .94(4) ? C10 C14 . 1.366(9) ? C10 C11 . 1.426(9) ? C10 H10 . .98(5) ? C11 C12 . 1.383(12) ? C11 H11 . .85(6) ? C12 C13 . 1.408(10) ? C12 H12 . .88(6) ? C13 C14 . 1.393(9) ? C13 H13 . .93(7) ? C14 H14 . .99(5) ? C15 C16 . 1.477(4) ? C15 H15 . .94(3) ? C16 C17 . 1.395(5) ? C16 C21 . 1.401(5) ? C17 C18 . 1.382(5) ? C17 H17 . .87(3) ? C18 C19 . 1.381(6) ? C18 H18 . .93(4) ? C19 C20 . 1.371(6) ? C19 H19 . .94(4) ? C20 C21 . 1.374(5) ? C20 H20 . .94(4) ? C21 H21 . .87(4) ?