data_2013250 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2003 _journal_volume 59 _journal_page_first m159 _journal_page_last m161 _publ_section_title ; Disordered syn--anti hydrogen-bonded chains in 3-(ferrocenylcarbonyl)propionic acid ; loop_ _publ_author_name 'Fronczek, Frank R.' "Girald\'es, Jos\'e" 'McLaughlin, Mark L.' _chemical_formula_moiety 'C14 H14 Fe O3' _chemical_formula_sum 'C14 H14 Fe O3' _chemical_formula_iupac '[Fe (C5 H5) (C9 H9 O3)]' _chemical_formula_weight 286.10 _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P 21/n' _symmetry_space_group_name_Hall '-P 2yn' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 5.673(2) _cell_length_b 26.892(6) _cell_length_c 7.764(2) _cell_angle_alpha 90 _cell_angle_beta 100.433(10) _cell_angle_gamma 90 _cell_volume 1164.9(6) _cell_formula_units_Z 4 _cell_measurement_temperature 120 _exptl_crystal_density_diffrn 1.631 _diffrn_ambient_temperature 120 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 0.54330(5) 0.334308(12) 0.70899(4) 0.01418(11) Uani d . 1 . . Fe O1 0.1573(3) 0.37150(6) 0.2794(2) 0.0218(4) Uani d . 1 . . O O2 -0.0120(3) 0.49756(6) 0.1697(2) 0.0226(4) Uani d . 1 . . O H2O 0.0118 0.4967 0.0661 0.034 Uiso calc PR 0.50 . . H O3 0.1794(3) 0.47965(6) 0.4363(2) 0.0224(4) Uani d . 1 . . O H3O 0.0587 0.4944 0.4601 0.034 Uiso calc PR 0.50 . . H C1 0.4930(4) 0.33179(9) 0.4433(3) 0.0151(5) Uani d . 1 . . C C2 0.3736(4) 0.29077(8) 0.5086(3) 0.0176(5) Uani d . 1 . . C H2 0.2067 0.2839 0.4813 0.021 Uiso calc R 1 . . H C3 0.5467(4) 0.26217(9) 0.6208(3) 0.0192(5) Uani d . 1 . . C H3 0.5161 0.2329 0.6817 0.023 Uiso calc R 1 . . H C4 0.7750(4) 0.28488(9) 0.6267(3) 0.0193(5) Uani d . 1 . . C H4 0.9227 0.2734 0.6922 0.023 Uiso calc R 1 . . H C5 0.7439(4) 0.32771(9) 0.5176(3) 0.0173(5) Uani d . 1 . . C H5 0.8669 0.3497 0.4974 0.021 Uiso calc R 1 . . H C6 0.3717(4) 0.37340(9) 0.3403(3) 0.0160(5) Uani d . 1 . . C C7 0.5189(4) 0.41877(9) 0.3153(3) 0.0182(5) Uani d . 1 . . C H7A 0.6572 0.4085 0.2620 0.022 Uiso calc R 1 . . H H7B 0.5824 0.4336 0.4311 0.022 Uiso calc R 1 . . H C8 0.3741(4) 0.45786(9) 0.1991(3) 0.0191(5) Uani d . 1 . . C H8A 0.4823 0.4855 0.1809 0.023 Uiso calc R 1 . . H H8B 0.3124 0.4429 0.0833 0.023 Uiso calc R 1 . . H C9 0.1673(4) 0.47871(9) 0.2713(3) 0.0190(5) Uani d . 1 . . C C10 0.4095(4) 0.40089(9) 0.7748(3) 0.0233(6) Uani d . 1 . . C H10 0.3385 0.4257 0.6949 0.028 Uiso calc R 1 . . H C11 0.2885(4) 0.36111(10) 0.8404(3) 0.0267(6) Uani d . 1 . . C H11 0.1213 0.3546 0.8129 0.032 Uiso calc R 1 . . H C12 0.4600(5) 0.33267(9) 0.9542(3) 0.0244(6) Uani d . 1 . . C H12 0.4283 0.3036 1.0159 0.029 Uiso calc R 1 . . H C13 0.6871(4) 0.35507(9) 0.9600(3) 0.0221(5) Uani d . 1 . . C H13 0.8346 0.3438 1.0266 0.027 Uiso calc R 1 . . H C14 0.6553(4) 0.39696(9) 0.8495(3) 0.0221(6) Uani d . 1 . . C H14 0.7783 0.4189 0.8287 0.027 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 0.01359(17) 0.01571(18) 0.01326(18) 0.00013(14) 0.00252(12) -0.00178(15) O1 0.0167(9) 0.0283(10) 0.0188(9) -0.0002(7) -0.0007(7) 0.0016(7) O2 0.0229(9) 0.0256(10) 0.0191(9) 0.0071(7) 0.0030(7) 0.0054(8) O3 0.0248(9) 0.0279(10) 0.0149(9) 0.0103(8) 0.0046(7) 0.0000(7) C1 0.0170(11) 0.0180(12) 0.0107(11) 0.0013(10) 0.0033(9) -0.0028(10) C2 0.0182(12) 0.0198(13) 0.0147(12) -0.0026(10) 0.0023(10) -0.0055(10) C3 0.0262(13) 0.0159(13) 0.0155(12) -0.0001(10) 0.0042(10) -0.0044(10) C4 0.0171(12) 0.0216(13) 0.0193(13) 0.0052(10) 0.0032(10) -0.0024(10) C5 0.0165(11) 0.0202(13) 0.0165(12) 0.0015(10) 0.0062(9) -0.0024(10) C6 0.0187(12) 0.0203(13) 0.0101(12) 0.0010(10) 0.0052(10) -0.0029(9) C7 0.0192(12) 0.0203(13) 0.0159(13) 0.0023(10) 0.0053(10) -0.0013(10) C8 0.0242(13) 0.0183(13) 0.0164(13) 0.0023(10) 0.0080(10) 0.0016(10) C9 0.0207(13) 0.0134(12) 0.0234(14) -0.0009(10) 0.0049(10) 0.0001(10) C10 0.0324(15) 0.0215(13) 0.0155(13) 0.0122(11) 0.0034(11) -0.0037(10) C11 0.0163(12) 0.0401(17) 0.0252(14) -0.0033(11) 0.0076(11) -0.0157(12) C12 0.0403(15) 0.0185(13) 0.0186(13) -0.0044(12) 0.0166(11) -0.0023(11) C13 0.0236(13) 0.0268(14) 0.0135(12) 0.0049(11) -0.0032(10) -0.0054(11) C14 0.0256(13) 0.0196(13) 0.0228(14) -0.0064(10) 0.0091(11) -0.0089(11) 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 C1 . 2.032(2) y Fe1 C2 . 2.043(2) y Fe1 C3 . 2.058(2) y Fe1 C4 . 2.051(2) y Fe1 C5 . 2.036(2) y Fe1 C10 . 2.045(2) y Fe1 C11 . 2.046(2) y Fe1 C12 . 2.043(2) y Fe1 C13 . 2.049(2) y Fe1 C14 . 2.045(2) y O1 C6 . 1.224(3) y O2 C9 . 1.274(3) y O2 H2O . 0.8400 ? O3 C9 . 1.271(3) y O3 H3O . 0.8400 ? C1 C2 . 1.435(3) ? C1 C5 . 1.440(3) ? C1 C6 . 1.472(3) ? C2 C3 . 1.416(3) ? C2 H2 . 0.9500 ? C3 C4 . 1.425(3) ? C3 H3 . 0.9500 ? C4 C5 . 1.421(3) ? C4 H4 . 0.9500 ? C5 H5 . 0.9500 ? C6 C7 . 1.511(3) ? C7 C8 . 1.525(3) ? C7 H7A . 0.9900 ? C7 H7B . 0.9900 ? C8 C9 . 1.498(3) ? C8 H8A . 0.9900 ? C8 H8B . 0.9900 ? C10 C14 . 1.414(3) ? C10 C11 . 1.415(4) ? C10 H10 . 0.9500 ? C11 C12 . 1.414(4) ? C11 H11 . 0.9500 ? C12 C13 . 1.416(3) ? C12 H12 . 0.9500 ? C13 C14 . 1.408(3) ? C13 H13 . 0.9500 ? C14 H14 . 0.9500 ?