# Supplementary Material (ESI) for New Journal of Chemistry # This journal is © The Royal Society of Chemistry and # The Centre National de la Recherche Scientifique, 2001 # CCDC Number: 440/251 data_fc _publ_requested_journal 'New Journal of Chemistry' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'ferroceneylaspartic acid' _chemical_melting_point ? _chemical_formula_moiety 'C15 H15 Fe N O5, O0.334 H0.668' _chemical_formula_sum 'C15 H15.668 Fe N O5.334' _chemical_formula_weight 351.15 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Fe' 'Fe' 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M p_1_21_1 _symmetry_space_group_name_Hall p_2yb loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.455(3) _cell_length_b 10.0294(13) _cell_length_c 10.568(5) _cell_angle_alpha 90.00 _cell_angle_beta 109.20(2) _cell_angle_gamma 90.00 _cell_volume 746.2(5) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10.57 _cell_measurement_theta_max 21.15 _exptl_crystal_description plate _exptl_crystal_colour orange _exptl_crystal_size_max .40 _exptl_crystal_size_mid .25 _exptl_crystal_size_min .03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.563 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 363 _exptl_absorpt_coefficient_mu 1.036 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.85760 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details 'North et al., 1968' _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type 'Mo K\a' _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius CAD-4' _diffrn_measurement_method 'omega scan b/P/b' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 200 _diffrn_standards_interval_time 14400 _diffrn_standards_decay_% 0 _diffrn_reflns_number 4589 _diffrn_reflns_av_R_equivalents 0.0216 _diffrn_reflns_av_sigmaI/netI 0.0293 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 0 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 30.36 _reflns_number_total 2384 _reflns_number_gt 2152 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Enraf-Nonius Cad-4 Express (Enraf-Nonius, 1992)' _computing_cell_refinement 'Enraf-Nonius Cad-4 Express (Enraf-Nonius, 1992)' _computing_data_reduction 'XTAL_DIFDAT_SORTRF_ADDREF (Hall et al., 1997)' _computing_structure_solution 'XTAL (Hall et al., 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XTAL (Hall et al., 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0304P)^2^+0.1076P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.001(13) _refine_ls_number_reflns 2384 _refine_ls_number_parameters 212 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0296 _refine_ls_R_factor_gt 0.0216 _refine_ls_wR_factor_ref 0.0565 _refine_ls_wR_factor_gt 0.0544 _refine_ls_goodness_of_fit_ref 1.042 _refine_ls_restrained_S_all 1.042 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Fe Fe 0.81374(3) 0.1343 0.92645(2) 0.01549(6) Uani 1 1 d . . . O1 O -0.0703(2) -0.04993(16) 0.38996(16) 0.0230(3) Uani 1 1 d . . . HO1 H -0.1450 -0.1150 0.3772 0.044(9) Uiso 1 1 calc R . . O2 O 0.0544(2) -0.13919(17) 0.59526(17) 0.0215(3) Uani 1 1 d . . . O3 O 0.4274(2) -0.00929(17) 0.30539(16) 0.0244(3) Uani 1 1 d . . . HO3 H 0.4987 -0.0731 0.3022 0.052(11) Uiso 1 1 calc R . . O4 O 0.4019(3) -0.12181(17) 0.48059(18) 0.0315(4) Uani 1 1 d . . . O5 O 0.35065(19) 0.28278(14) 0.70100(13) 0.0165(3) Uani 1 1 d . . . O100 O 0.5275(8) -0.2127(6) 0.7437(6) 0.0342(17) Uani 0.334(7) 1 d P . . N N 0.3099(2) 0.06044(17) 0.67615(15) 0.0161(3) Uani 1 1 d . . . HN H 0.3408 -0.0192 0.7115 0.019 Uiso 1 1 calc R . . C1 C 0.5280(2) 0.1457(3) 0.88105(16) 0.0141(3) Uani 1 1 d . . . C2 C 0.6178(3) 0.2513(2) 0.9694(2) 0.0185(4) Uani 1 1 d . . . H2 H 0.5996 0.3440 0.9512 0.022 Uiso 1 1 calc R . . C3 C 0.7391(4) 0.1933(3) 1.0895(3) 0.0260(5) Uani 1 1 d . . . H3 H 0.8157 0.2404 1.1663 0.031 Uiso 1 1 calc R . . C4 C 0.7262(4) 0.0527(3) 1.0749(3) 0.0259(5) Uani 1 1 d . . . H4 H 0.7928 -0.0104 1.1406 0.031 Uiso 1 1 calc R . . C5 C 0.5971(4) 0.0217(3) 0.9456(2) 0.0195(5) Uani 1 1 d . . . H5 H 0.5632 -0.0649 0.9091 0.023 Uiso 1 1 calc R . . C6 C 0.8730(3) 0.1410(4) 0.7509(2) 0.0295(4) Uani 1 1 d . . . H6 H 0.7827 0.1468 0.6633 0.035 Uiso 1 1 calc R . . C7 C 0.9590(4) 0.2498(3) 0.8339(3) 0.0266(5) Uani 1 1 d . . . H7 H 0.9361 0.3415 0.8118 0.032 Uiso 1 1 calc R . . C8 C 1.0850(4) 0.1988(4) 0.9554(3) 0.0337(7) Uani 1 1 d . . . H8 H 1.1618 0.2497 1.0291 0.040 Uiso 1 1 calc R . . C9 C 1.0756(5) 0.0578(4) 0.9470(4) 0.0417(8) Uani 1 1 d . . . H9 H 1.1452 -0.0028 1.0144 0.050 Uiso 1 1 calc R . . C10 C 0.9445(5) 0.0232(3) 0.8206(4) 0.0387(8) Uani 1 1 d . . . H10 H 0.9106 -0.0649 0.7885 0.046 Uiso 1 1 calc R . . C11 C 0.3906(2) 0.16718(17) 0.74625(17) 0.0127(3) Uani 1 1 d . . . C12 C 0.1717(2) 0.07178(19) 0.54245(17) 0.0150(3) Uani 1 1 d . . . H12 H 0.0881 0.1498 0.5423 0.018 Uiso 1 1 calc R . . C13 C 0.0484(2) -0.05278(19) 0.51474(18) 0.0159(3) Uani 1 1 d . . . C14 C 0.2647(3) 0.09659(19) 0.43471(18) 0.0168(3) Uani 1 1 d . . . H14A H 0.1651 0.1207 0.3496 0.020 Uiso 1 1 calc R . . H14B H 0.3530 0.1731 0.4622 0.020 Uiso 1 1 calc R . . C15 C 0.3722(3) -0.0229(2) 0.41150(18) 0.0179(3) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Fe 0.01223(10) 0.01791(11) 0.01681(10) 0.00240(13) 0.00543(7) 0.00195(13) O1 0.0238(8) 0.0205(8) 0.0179(7) 0.0002(6) -0.0021(6) -0.0089(6) O2 0.0256(8) 0.0186(7) 0.0182(7) 0.0001(6) 0.0043(6) -0.0043(6) O3 0.0315(8) 0.0201(7) 0.0270(8) 0.0026(6) 0.0170(7) 0.0065(6) O4 0.0449(10) 0.0232(8) 0.0326(8) 0.0094(7) 0.0212(8) 0.0137(7) O5 0.0152(6) 0.0135(6) 0.0183(6) 0.0015(5) 0.0022(5) -0.0003(5) O100 0.042(3) 0.026(3) 0.034(3) -0.001(2) 0.012(2) 0.006(2) N 0.0174(7) 0.0128(7) 0.0148(7) -0.0004(6) 0.0009(6) 0.0002(6) C1 0.0121(6) 0.0174(9) 0.0127(6) 0.0024(8) 0.0039(5) 0.0011(8) C2 0.0143(9) 0.0234(11) 0.0172(9) -0.0070(8) 0.0045(7) 0.0007(8) C3 0.0180(10) 0.0452(14) 0.0127(10) -0.0034(9) 0.0022(8) 0.0015(10) C4 0.0173(10) 0.0415(14) 0.0192(11) 0.0121(10) 0.0065(8) 0.0057(10) C5 0.0179(10) 0.0221(11) 0.0189(10) 0.0075(8) 0.0067(7) -0.0005(8) C6 0.0281(9) 0.0413(12) 0.0251(8) 0.0012(13) 0.0170(7) 0.0006(14) C7 0.0233(12) 0.0246(13) 0.0371(14) 0.0049(10) 0.0169(10) -0.0018(10) C8 0.0147(12) 0.0542(18) 0.0324(14) 0.0060(13) 0.0080(10) -0.0042(11) C9 0.0277(14) 0.0484(19) 0.058(2) 0.0285(16) 0.0263(14) 0.0241(13) C10 0.0471(19) 0.0288(15) 0.057(2) -0.0040(13) 0.0402(17) 0.0044(13) C11 0.0116(7) 0.0139(8) 0.0133(7) -0.0003(5) 0.0053(6) 0.0003(5) C12 0.0157(8) 0.0137(8) 0.0130(7) -0.0027(6) 0.0010(6) -0.0005(6) C13 0.0150(8) 0.0157(9) 0.0163(8) -0.0035(6) 0.0041(7) -0.0014(6) C14 0.0189(8) 0.0138(8) 0.0180(7) -0.0003(6) 0.0066(6) 0.0006(6) C15 0.0167(8) 0.0176(8) 0.0181(8) -0.0020(7) 0.0042(6) 0.0001(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Fe C1 2.0270(18) . ? Fe C5 2.034(3) . ? Fe C2 2.038(2) . ? Fe C10 2.040(3) . ? Fe C9 2.042(3) . ? Fe C7 2.042(3) . ? Fe C6 2.045(2) . ? Fe C8 2.048(3) . ? Fe C4 2.056(3) . ? Fe C3 2.064(3) . ? O1 C13 1.325(2) . ? O1 HO1 0.8400 . ? O2 C13 1.205(2) . ? O3 C15 1.322(2) . ? O3 HO3 0.8400 . ? O4 C15 1.208(3) . ? O5 C11 1.252(2) . ? N C11 1.328(2) . ? N C12 1.454(2) . ? N HN 0.8800 . ? C1 C2 1.425(3) . ? C1 C5 1.430(3) . ? C1 C11 1.472(2) . ? C2 C3 1.418(4) . ? C2 H2 0.9500 . ? C3 C4 1.418(4) . ? C3 H3 0.9500 . ? C4 C5 1.423(4) . ? C4 H4 0.9500 . ? C5 H5 0.9500 . ? C6 C10 1.402(5) . ? C6 C7 1.415(4) . ? C6 H6 0.9500 . ? C7 C8 1.414(4) . ? C7 H7 0.9500 . ? C8 C9 1.417(4) . ? C8 H8 0.9500 . ? C9 C10 1.415(5) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C12 C13 1.521(3) . ? C12 C14 1.536(3) . ? C12 H12 1.0000 . ? C14 C15 1.506(3) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 Fe C5 41.24(9) . . ? C1 Fe C2 41.04(9) . . ? C5 Fe C2 69.31(8) . . ? C1 Fe C10 123.75(12) . . ? C5 Fe C10 106.84(12) . . ? C2 Fe C10 160.67(12) . . ? C1 Fe C9 160.09(13) . . ? C5 Fe C9 122.94(13) . . ? C2 Fe C9 157.36(13) . . ? C10 Fe C9 40.58(15) . . ? C1 Fe C7 122.42(10) . . ? C5 Fe C7 157.84(11) . . ? C2 Fe C7 108.16(11) . . ? C10 Fe C7 67.85(9) . . ? C9 Fe C7 67.97(13) . . ? C1 Fe C6 107.88(8) . . ? C5 Fe C6 121.61(11) . . ? C2 Fe C6 124.58(11) . . ? C10 Fe C6 40.16(14) . . ? C9 Fe C6 67.97(13) . . ? C7 Fe C6 40.51(12) . . ? C1 Fe C8 157.90(11) . . ? C5 Fe C8 159.67(11) . . ? C2 Fe C8 121.97(13) . . ? C10 Fe C8 68.17(15) . . ? C9 Fe C8 40.55(12) . . ? C7 Fe C8 40.44(12) . . ? C6 Fe C8 68.14(11) . . ? C1 Fe C4 68.33(10) . . ? C5 Fe C4 40.70(11) . . ? C2 Fe C4 68.20(12) . . ? C10 Fe C4 121.99(13) . . ? C9 Fe C4 107.55(12) . . ? C7 Fe C4 160.47(12) . . ? C6 Fe C4 157.34(13) . . ? C8 Fe C4 123.87(12) . . ? C1 Fe C3 68.32(10) . . ? C5 Fe C3 68.61(11) . . ? C2 Fe C3 40.45(11) . . ? C10 Fe C3 157.41(13) . . ? C9 Fe C3 121.99(14) . . ? C7 Fe C3 124.61(12) . . ? C6 Fe C3 161.08(13) . . ? C8 Fe C3 107.98(13) . . ? C4 Fe C3 40.27(10) . . ? C13 O1 HO1 109.5 . . ? C15 O3 HO3 109.5 . . ? C11 N C12 121.69(16) . . ? C11 N HN 119.2 . . ? C12 N HN 119.2 . . ? C2 C1 C5 108.39(15) . . ? C2 C1 C11 123.6(2) . . ? C5 C1 C11 128.0(2) . . ? C2 C1 Fe 69.90(12) . . ? C5 C1 Fe 69.65(12) . . ? C11 C1 Fe 125.47(12) . . ? C3 C2 C1 107.8(2) . . ? C3 C2 Fe 70.75(15) . . ? C1 C2 Fe 69.05(12) . . ? C3 C2 H2 126.1 . . ? C1 C2 H2 126.1 . . ? Fe C2 H2 125.7 . . ? C2 C3 C4 108.0(3) . . ? C2 C3 Fe 68.80(15) . . ? C4 C3 Fe 69.57(19) . . ? C2 C3 H3 126.0 . . ? C4 C3 H3 126.0 . . ? Fe C3 H3 127.2 . . ? C3 C4 C5 108.8(3) . . ? C3 C4 Fe 70.16(18) . . ? C5 C4 Fe 68.82(15) . . ? C3 C4 H4 125.6 . . ? C5 C4 H4 125.6 . . ? Fe C4 H4 127.0 . . ? C4 C5 C1 107.0(2) . . ? C4 C5 Fe 70.48(16) . . ? C1 C5 Fe 69.10(12) . . ? C4 C5 H5 126.5 . . ? C1 C5 H5 126.5 . . ? Fe C5 H5 125.5 . . ? C10 C6 C7 107.9(2) . . ? C10 C6 Fe 69.71(15) . . ? C7 C6 Fe 69.64(14) . . ? C10 C6 H6 126.0 . . ? C7 C6 H6 126.0 . . ? Fe C6 H6 126.2 . . ? C8 C7 C6 108.3(3) . . ? C8 C7 Fe 70.02(17) . . ? C6 C7 Fe 69.85(14) . . ? C8 C7 H7 125.8 . . ? C6 C7 H7 125.8 . . ? Fe C7 H7 125.9 . . ? C7 C8 C9 107.5(3) . . ? C7 C8 Fe 69.55(16) . . ? C9 C8 Fe 69.5(2) . . ? C7 C8 H8 126.3 . . ? C9 C8 H8 126.3 . . ? Fe C8 H8 126.3 . . ? C10 C9 C8 107.9(3) . . ? C10 C9 Fe 69.63(18) . . ? C8 C9 Fe 69.98(19) . . ? C10 C9 H9 126.0 . . ? C8 C9 H9 126.0 . . ? Fe C9 H9 125.9 . . ? C6 C10 C9 108.3(3) . . ? C6 C10 Fe 70.13(15) . . ? C9 C10 Fe 69.79(18) . . ? C6 C10 H10 125.8 . . ? C9 C10 H10 125.8 . . ? Fe C10 H10 125.8 . . ? O5 C11 N 121.74(17) . . ? O5 C11 C1 120.51(17) . . ? N C11 C1 117.74(17) . . ? N C12 C13 108.24(15) . . ? N C12 C14 112.64(16) . . ? C13 C12 C14 112.45(15) . . ? N C12 H12 107.8 . . ? C13 C12 H12 107.8 . . ? C14 C12 H12 107.8 . . ? O2 C13 O1 125.18(18) . . ? O2 C13 C12 125.08(17) . . ? O1 C13 C12 109.71(16) . . ? C15 C14 C12 112.70(16) . . ? C15 C14 H14A 109.1 . . ? C12 C14 H14A 109.1 . . ? C15 C14 H14B 109.1 . . ? C12 C14 H14B 109.1 . . ? H14A C14 H14B 107.8 . . ? O4 C15 O3 123.46(19) . . ? O4 C15 C14 123.80(18) . . ? O3 C15 C14 112.72(17) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C5 Fe C1 C2 119.60(15) . . . . ? C10 Fe C1 C2 -163.91(16) . . . . ? C9 Fe C1 C2 163.0(3) . . . . ? C7 Fe C1 C2 -80.39(16) . . . . ? C6 Fe C1 C2 -122.53(17) . . . . ? C8 Fe C1 C2 -46.7(3) . . . . ? C4 Fe C1 C2 81.24(16) . . . . ? C3 Fe C1 C2 37.76(15) . . . . ? C2 Fe C1 C5 -119.60(15) . . . . ? C10 Fe C1 C5 76.49(17) . . . . ? C9 Fe C1 C5 43.4(4) . . . . ? C7 Fe C1 C5 160.01(15) . . . . ? C6 Fe C1 C5 117.87(16) . . . . ? C8 Fe C1 C5 -166.3(3) . . . . ? C4 Fe C1 C5 -38.36(15) . . . . ? C3 Fe C1 C5 -81.84(16) . . . . ? C5 Fe C1 C11 -122.8(3) . . . . ? C2 Fe C1 C11 117.6(3) . . . . ? C10 Fe C1 C11 -46.4(3) . . . . ? C9 Fe C1 C11 -79.5(4) . . . . ? C7 Fe C1 C11 37.2(2) . . . . ? C6 Fe C1 C11 -5.0(2) . . . . ? C8 Fe C1 C11 70.8(3) . . . . ? C4 Fe C1 C11 -161.2(2) . . . . ? C3 Fe C1 C11 155.3(2) . . . . ? C5 C1 C2 C3 -1.2(2) . . . . ? C11 C1 C2 C3 179.65(19) . . . . ? Fe C1 C2 C3 -60.42(18) . . . . ? C5 C1 C2 Fe 59.22(13) . . . . ? C11 C1 C2 Fe -119.92(16) . . . . ? C1 Fe C2 C3 118.7(2) . . . . ? C5 Fe C2 C3 80.91(18) . . . . ? C10 Fe C2 C3 162.8(3) . . . . ? C9 Fe C2 C3 -46.3(4) . . . . ? C7 Fe C2 C3 -122.46(18) . . . . ? C6 Fe C2 C3 -164.24(17) . . . . ? C8 Fe C2 C3 -80.1(2) . . . . ? C4 Fe C2 C3 37.11(18) . . . . ? C5 Fe C2 C1 -37.79(12) . . . . ? C10 Fe C2 C1 44.1(4) . . . . ? C9 Fe C2 C1 -165.0(3) . . . . ? C7 Fe C2 C1 118.84(14) . . . . ? C6 Fe C2 C1 77.06(17) . . . . ? C8 Fe C2 C1 161.15(13) . . . . ? C4 Fe C2 C1 -81.59(15) . . . . ? C3 Fe C2 C1 -118.7(2) . . . . ? C1 C2 C3 C4 0.7(4) . . . . ? Fe C2 C3 C4 -58.7(2) . . . . ? C1 C2 C3 Fe 59.35(16) . . . . ? C1 Fe C3 C2 -38.30(15) . . . . ? C5 Fe C3 C2 -82.80(15) . . . . ? C10 Fe C3 C2 -165.2(3) . . . . ? C9 Fe C3 C2 160.85(17) . . . . ? C7 Fe C3 C2 76.95(19) . . . . ? C6 Fe C3 C2 43.6(4) . . . . ? C8 Fe C3 C2 118.51(18) . . . . ? C4 Fe C3 C2 -119.9(3) . . . . ? C1 Fe C3 C4 81.6(2) . . . . ? C5 Fe C3 C4 37.13(19) . . . . ? C2 Fe C3 C4 119.9(3) . . . . ? C10 Fe C3 C4 -45.3(4) . . . . ? C9 Fe C3 C4 -79.2(2) . . . . ? C7 Fe C3 C4 -163.12(18) . . . . ? C6 Fe C3 C4 163.5(2) . . . . ? C8 Fe C3 C4 -121.6(2) . . . . ? C2 C3 C4 C5 0.1(4) . . . . ? Fe C3 C4 C5 -58.1(2) . . . . ? C2 C3 C4 Fe 58.2(2) . . . . ? C1 Fe C4 C3 -81.6(2) . . . . ? C5 Fe C4 C3 -120.5(3) . . . . ? C2 Fe C4 C3 -37.27(18) . . . . ? C10 Fe C4 C3 161.2(2) . . . . ? C9 Fe C4 C3 119.1(2) . . . . ? C7 Fe C4 C3 45.6(4) . . . . ? C6 Fe C4 C3 -166.2(2) . . . . ? C8 Fe C4 C3 77.5(2) . . . . ? C1 Fe C4 C5 38.85(15) . . . . ? C2 Fe C4 C5 83.20(16) . . . . ? C10 Fe C4 C5 -78.3(2) . . . . ? C9 Fe C4 C5 -120.45(19) . . . . ? C7 Fe C4 C5 166.1(3) . . . . ? C6 Fe C4 C5 -45.7(3) . . . . ? C8 Fe C4 C5 -162.08(18) . . . . ? C3 Fe C4 C5 120.5(3) . . . . ? C3 C4 C5 C1 -0.8(3) . . . . ? Fe C4 C5 C1 -59.74(16) . . . . ? C3 C4 C5 Fe 58.9(2) . . . . ? C2 C1 C5 C4 1.3(2) . . . . ? C11 C1 C5 C4 -179.66(19) . . . . ? Fe C1 C5 C4 60.63(18) . . . . ? C2 C1 C5 Fe -59.37(13) . . . . ? C11 C1 C5 Fe 119.72(18) . . . . ? C1 Fe C5 C4 -117.8(2) . . . . ? C2 Fe C5 C4 -80.22(18) . . . . ? C10 Fe C5 C4 119.80(19) . . . . ? C9 Fe C5 C4 78.3(2) . . . . ? C7 Fe C5 C4 -167.7(3) . . . . ? C6 Fe C5 C4 161.10(18) . . . . ? C8 Fe C5 C4 47.3(4) . . . . ? C3 Fe C5 C4 -36.75(17) . . . . ? C2 Fe C5 C1 37.61(11) . . . . ? C10 Fe C5 C1 -122.36(16) . . . . ? C9 Fe C5 C1 -163.82(16) . . . . ? C7 Fe C5 C1 -49.9(3) . . . . ? C6 Fe C5 C1 -81.07(17) . . . . ? C8 Fe C5 C1 165.2(3) . . . . ? C4 Fe C5 C1 117.8(2) . . . . ? C3 Fe C5 C1 81.08(15) . . . . ? C1 Fe C6 C10 -121.53(19) . . . . ? C5 Fe C6 C10 -78.3(2) . . . . ? C2 Fe C6 C10 -163.79(18) . . . . ? C9 Fe C6 C10 37.7(2) . . . . ? C7 Fe C6 C10 119.15(19) . . . . ? C8 Fe C6 C10 81.6(2) . . . . ? C4 Fe C6 C10 -45.1(3) . . . . ? C3 Fe C6 C10 163.3(3) . . . . ? C1 Fe C6 C7 119.32(16) . . . . ? C5 Fe C6 C7 162.50(15) . . . . ? C2 Fe C6 C7 77.06(18) . . . . ? C10 Fe C6 C7 -119.15(19) . . . . ? C9 Fe C6 C7 -81.42(19) . . . . ? C8 Fe C6 C7 -37.54(18) . . . . ? C4 Fe C6 C7 -164.2(3) . . . . ? C3 Fe C6 C7 44.1(3) . . . . ? C10 C6 C7 C8 0.2(2) . . . . ? Fe C6 C7 C8 59.7(2) . . . . ? C10 C6 C7 Fe -59.42(15) . . . . ? C1 Fe C7 C8 161.25(17) . . . . ? C5 Fe C7 C8 -162.1(3) . . . . ? C2 Fe C7 C8 118.30(19) . . . . ? C10 Fe C7 C8 -81.9(2) . . . . ? C9 Fe C7 C8 -37.9(2) . . . . ? C6 Fe C7 C8 -119.3(3) . . . . ? C4 Fe C7 C8 42.4(4) . . . . ? C3 Fe C7 C8 76.6(2) . . . . ? C1 Fe C7 C6 -79.43(18) . . . . ? C5 Fe C7 C6 -42.8(4) . . . . ? C2 Fe C7 C6 -122.38(16) . . . . ? C10 Fe C7 C6 37.45(16) . . . . ? C9 Fe C7 C6 81.4(2) . . . . ? C8 Fe C7 C6 119.3(3) . . . . ? C4 Fe C7 C6 161.8(3) . . . . ? C3 Fe C7 C6 -164.07(15) . . . . ? C6 C7 C8 C9 -0.2(4) . . . . ? Fe C7 C8 C9 59.3(3) . . . . ? C6 C7 C8 Fe -59.57(18) . . . . ? C1 Fe C8 C7 -46.1(4) . . . . ? C5 Fe C8 C7 160.5(3) . . . . ? C2 Fe C8 C7 -80.5(2) . . . . ? C10 Fe C8 C7 81.02(18) . . . . ? C9 Fe C8 C7 118.8(3) . . . . ? C6 Fe C8 C7 37.61(19) . . . . ? C4 Fe C8 C7 -164.24(18) . . . . ? C3 Fe C8 C7 -122.68(19) . . . . ? C1 Fe C8 C9 -164.96(19) . . . . ? C5 Fe C8 C9 41.7(5) . . . . ? C2 Fe C8 C9 160.7(2) . . . . ? C10 Fe C8 C9 -37.8(2) . . . . ? C7 Fe C8 C9 -118.8(3) . . . . ? C6 Fe C8 C9 -81.2(3) . . . . ? C4 Fe C8 C9 77.0(3) . . . . ? C3 Fe C8 C9 118.5(2) . . . . ? C7 C8 C9 C10 0.1(4) . . . . ? Fe C8 C9 C10 59.5(2) . . . . ? C7 C8 C9 Fe -59.4(2) . . . . ? C1 Fe C9 C10 44.3(4) . . . . ? C5 Fe C9 C10 77.0(2) . . . . ? C2 Fe C9 C10 -165.7(3) . . . . ? C7 Fe C9 C10 -81.21(18) . . . . ? C6 Fe C9 C10 -37.4(2) . . . . ? C8 Fe C9 C10 -119.0(3) . . . . ? C4 Fe C9 C10 119.0(2) . . . . ? C3 Fe C9 C10 160.77(19) . . . . ? C1 Fe C9 C8 163.3(2) . . . . ? C5 Fe C9 C8 -164.03(19) . . . . ? C2 Fe C9 C8 -46.7(4) . . . . ? C10 Fe C9 C8 119.0(3) . . . . ? C7 Fe C9 C8 37.8(2) . . . . ? C6 Fe C9 C8 81.7(2) . . . . ? C4 Fe C9 C8 -122.0(2) . . . . ? C3 Fe C9 C8 -80.2(3) . . . . ? C7 C6 C10 C9 -0.2(3) . . . . ? Fe C6 C10 C9 -59.6(2) . . . . ? C7 C6 C10 Fe 59.37(15) . . . . ? C8 C9 C10 C6 0.0(4) . . . . ? Fe C9 C10 C6 59.76(19) . . . . ? C8 C9 C10 Fe -59.7(3) . . . . ? C1 Fe C10 C6 77.3(2) . . . . ? C5 Fe C10 C6 119.37(17) . . . . ? C2 Fe C10 C6 44.0(4) . . . . ? C9 Fe C10 C6 -119.3(3) . . . . ? C7 Fe C10 C6 -37.77(15) . . . . ? C8 Fe C10 C6 -81.53(19) . . . . ? C4 Fe C10 C6 161.23(16) . . . . ? C3 Fe C10 C6 -166.0(3) . . . . ? C1 Fe C10 C9 -163.37(17) . . . . ? C5 Fe C10 C9 -121.33(19) . . . . ? C2 Fe C10 C9 163.3(3) . . . . ? C7 Fe C10 C9 81.5(2) . . . . ? C6 Fe C10 C9 119.3(3) . . . . ? C8 Fe C10 C9 37.77(19) . . . . ? C4 Fe C10 C9 -79.5(2) . . . . ? C3 Fe C10 C9 -46.7(4) . . . . ? C12 N C11 O5 0.5(3) . . . . ? C12 N C11 C1 179.65(15) . . . . ? C2 C1 C11 O5 2.4(3) . . . . ? C5 C1 C11 O5 -176.59(19) . . . . ? Fe C1 C11 O5 -85.7(2) . . . . ? C2 C1 C11 N -176.79(18) . . . . ? C5 C1 C11 N 4.3(3) . . . . ? Fe C1 C11 N 95.1(2) . . . . ? C11 N C12 C13 -156.15(16) . . . . ? C11 N C12 C14 78.9(2) . . . . ? N C12 C13 O2 6.3(3) . . . . ? C14 C12 C13 O2 131.3(2) . . . . ? N C12 C13 O1 -175.54(16) . . . . ? C14 C12 C13 O1 -50.5(2) . . . . ? N C12 C14 C15 69.6(2) . . . . ? C13 C12 C14 C15 -53.1(2) . . . . ? C12 C14 C15 O4 -8.4(3) . . . . ? C12 C14 C15 O3 170.23(16) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N HN O100 0.880 2.237 3.144(6) 150.71 . O1 HO1 O5 .84 1.803 2.605(6) 159.17 2_546 03 HO3 O5 .84 1.837 2.677(6) 177.49 2_546 O100 ? O3 .84 ? 3.057(6) ? 2_646 O100 ? O4 .84 ? 2.779(6) ? . O100 ? O2 .84 ? 3.436(6) ? . _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 30.36 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.403 _refine_diff_density_min -0.203 _refine_diff_density_rms 0.052