Supplementary Material (ESI) for Journal of Materials Chemistry This journal is © The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 1145 _publ_requested_journal 'Journal of Materials Chemistry' loop_ _publ_author_name 'Albinet, Catherine' 'Ferey, Gerard' 'Greneche, Jean-Marc' 'Riou-Cavellec, Myriam' _publ_contact_author_name 'Dr Myriam Riou-Cavellec' _publ_contact_author_address ; Institut Lavoisier, UMR CNRS 86 37 Universite de Versailles-St Quentin 45 Avenue des Etats-Unis Versailles 78035 Cedex FRANCE ; _publ_contact_author_email 'CAVELLEC@CHIMIE.UVSQ.FR' _publ_section_title ; Study of the Iron/Trimesic Acid System For the Hydrothermal Synthesis of Hybrid Materials ; data_ca20sa _database_code_CSD 171986 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C9 H15 Fe1.50 O12' _chemical_formula_weight 398.99 _chemical_melting_point ? _chemical_compound_source ? 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' '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 ? _symmetry_space_group_name_H-M ? loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' _cell_length_a 17.5592(4) _cell_length_b 12.9874(2) _cell_length_c 6.60310(10) _cell_angle_alpha 90.00 _cell_angle_beta 112.0040(10) _cell_angle_gamma 90.00 _cell_volume 1396.14(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.898 _exptl_crystal_density_method ? _exptl_crystal_F_000 816 _exptl_absorpt_coefficient_mu 1.644 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4811 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0404 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -9 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 2.01 _diffrn_reflns_theta_max 29.51 _reflns_number_total 2884 _reflns_number_observed 2743 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.1142P)^2^+3.9578P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0046(13) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.40(3) _refine_ls_number_reflns 2884 _refine_ls_number_parameters 208 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0609 _refine_ls_R_factor_obs 0.0578 _refine_ls_wR_factor_all 0.1606 _refine_ls_wR_factor_obs 0.1540 _refine_ls_goodness_of_fit_all 1.056 _refine_ls_goodness_of_fit_obs 1.040 _refine_ls_restrained_S_all 1.056 _refine_ls_restrained_S_obs 1.040 _refine_ls_shift/esd_max -0.001 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Fe1 Fe 0.74122(4) 0.76378(6) 0.71388(11) 0.0236(2) Uani 1 d . . Fe2 Fe 1.0000 0.04879(8) 1.0000 0.0268(3) Uani 1 d S . O1 O 0.8218(2) 0.8711(3) 0.6536(7) 0.0293(8) Uani 1 d . . O2 O 1.0859(3) -0.0470(5) 0.9612(8) 0.0520(15) Uani 1 d . . O3 O 1.0649(2) 0.1954(3) 1.0186(7) 0.0294(8) Uani 1 d . . O4 O 0.6586(2) 0.6515(4) 0.7521(7) 0.0321(9) Uani 1 d . . O5 O 0.8436(2) 0.6697(3) 0.8574(7) 0.0293(8) Uani 1 d . . O6 O 0.9447(3) 0.0457(4) 0.6487(7) 0.0369(9) Uani 1 d . . O7 O 0.6456(2) 0.8705(3) 0.5923(7) 0.0295(8) Uani 1 d . . O8 O 0.7644(3) 0.8318(4) 1.0344(7) 0.0340(9) Uani 1 d . . O9 O 0.7204(2) 0.7019(4) 0.3888(7) 0.0377(10) Uani 1 d . . O10 O 0.5682(3) 1.3523(4) 0.5608(8) 0.0377(10) Uani 1 d . . O11 O 0.7846(2) 0.5252(3) 0.9077(8) 0.0341(9) Uani 1 d . . O12 O 0.7140(2) 1.0136(3) 0.5824(8) 0.0323(9) Uani 1 d . . C1A C 0.9272(3) 0.4133(4) 0.9628(8) 0.0242(10) Uani 1 d . . H1A H 0.8790(3) 0.3775(4) 0.9419(8) 0.029 Uiso 1 calc R . C2A C 1.0000 0.3586(6) 1.0000 0.0234(13) Uani 1 d S . C3A C 0.9261(3) 0.5201(4) 0.9567(8) 0.0242(10) Uani 1 d . . C4A C 1.0000 0.5742(6) 1.0000 0.0222(13) Uani 1 d S . H4A H 1.0000 0.6458(6) 1.0000 0.027 Uiso 1 calc SR . C5A C 0.8456(3) 0.5772(4) 0.9041(7) 0.0220(9) Uani 1 d . . C6A C 1.0000 0.2461(7) 1.0000 0.028(2) Uani 1 d S . C7B C 0.5000 1.1892(6) 0.5000 0.0213(13) Uani 1 d S . C8B C 0.5728(3) 1.1347(4) 0.5377(8) 0.0228(10) Uani 1 d . . H8B H 0.6214(3) 1.1705(4) 0.5630(8) 0.027 Uiso 1 calc R . C9B C 0.5000 1.3041(7) 0.5000 0.029(2) Uani 1 d S . C10B C 0.5733(3) 1.0275(4) 0.5377(8) 0.0230(10) Uani 1 d . . C11B C 0.5000 0.9756(6) 0.5000 0.0225(12) Uani 1 d S . H11B H 0.5000 0.9040(6) 0.5000 0.027 Uiso 1 calc SR . C12B C 0.6502(3) 0.9668(4) 0.5753(8) 0.0236(9) Uani 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 Fe1 0.0172(3) 0.0204(4) 0.0303(3) 0.0007(3) 0.0055(2) 0.0017(3) Fe2 0.0234(5) 0.0216(6) 0.0336(5) 0.000 0.0088(4) 0.000 O1 0.023(2) 0.027(2) 0.037(2) 0.002(2) 0.0106(15) -0.0011(14) O2 0.049(3) 0.062(4) 0.039(2) 0.001(2) 0.009(2) 0.035(3) O3 0.022(2) 0.021(2) 0.046(2) 0.001(2) 0.0144(15) 0.0038(15) O4 0.023(2) 0.026(2) 0.047(2) -0.001(2) 0.012(2) -0.001(2) O5 0.020(2) 0.023(2) 0.040(2) 0.007(2) 0.0062(14) 0.0052(13) O6 0.043(2) 0.034(2) 0.029(2) 0.003(2) 0.007(2) 0.005(2) O7 0.019(2) 0.023(2) 0.041(2) 0.007(2) 0.0045(14) 0.0030(13) O8 0.034(2) 0.033(2) 0.034(2) -0.006(2) 0.011(2) 0.003(2) O9 0.030(2) 0.035(2) 0.038(2) -0.008(2) 0.0004(15) 0.009(2) O10 0.038(2) 0.025(2) 0.056(3) -0.007(2) 0.025(2) -0.006(2) O11 0.023(2) 0.032(2) 0.049(2) 0.008(2) 0.015(2) 0.005(2) O12 0.021(2) 0.027(2) 0.050(2) 0.003(2) 0.014(2) 0.0000(14) C1A 0.018(2) 0.026(3) 0.028(2) 0.003(2) 0.008(2) 0.002(2) C2A 0.020(3) 0.025(4) 0.026(3) 0.000 0.009(2) 0.000 C3A 0.020(2) 0.026(3) 0.025(2) 0.003(2) 0.006(2) 0.002(2) C4A 0.021(3) 0.018(3) 0.027(3) 0.000 0.010(2) 0.000 C5A 0.022(2) 0.021(2) 0.022(2) 0.001(2) 0.007(2) 0.002(2) C6A 0.021(3) 0.032(5) 0.028(3) 0.000 0.006(2) 0.000 C7B 0.022(3) 0.019(4) 0.025(3) 0.000 0.011(2) 0.000 C8B 0.019(2) 0.022(3) 0.027(2) -0.001(2) 0.007(2) -0.004(2) C9B 0.035(4) 0.028(4) 0.034(4) 0.000 0.023(3) 0.000 C10B 0.020(2) 0.024(3) 0.023(2) 0.006(2) 0.006(2) 0.004(2) C11B 0.020(3) 0.022(3) 0.025(3) 0.000 0.007(2) 0.000 C12B 0.021(2) 0.023(3) 0.024(2) 0.001(2) 0.005(2) 0.003(2) _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 Fe1 O5 2.084(4) . ? Fe1 O7 2.092(4) . ? Fe1 O1 2.127(4) . ? Fe1 O4 2.137(4) . ? Fe1 O8 2.186(4) . ? Fe1 O9 2.191(4) . ? Fe2 O2 2.045(5) 2_757 ? Fe2 O2 2.045(5) . ? Fe2 O6 2.154(4) 2_757 ? Fe2 O6 2.154(4) . ? Fe2 O3 2.199(4) 2_757 ? Fe2 O3 2.199(4) . ? O3 C6A 1.281(6) . ? O5 C5A 1.238(7) . ? O7 C12B 1.261(7) . ? O10 C9B 1.275(6) . ? O11 C5A 1.273(6) . ? O12 C12B 1.259(6) . ? C1A C3A 1.387(8) . ? C1A C2A 1.401(6) . ? C1A H1A 0.93 . ? C2A C1A 1.401(6) 2_757 ? C2A C6A 1.462(12) . ? C3A C4A 1.408(6) . ? C3A C5A 1.517(7) . ? C4A C3A 1.408(6) 2_757 ? C4A H4A 0.93 . ? C6A O3 1.281(6) 2_757 ? C7B C8B 1.399(6) 2_656 ? C7B C8B 1.399(6) . ? C7B C9B 1.493(12) . ? C8B C10B 1.391(8) . ? C8B H8B 0.93 . ? C9B O10 1.275(6) 2_656 ? C10B C11B 1.390(6) . ? C10B C12B 1.503(7) . ? C11B C10B 1.390(6) 2_656 ? C11B H11B 0.93 . ? 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 O5 Fe1 O7 173.9(2) . . ? O5 Fe1 O1 87.1(2) . . ? O7 Fe1 O1 89.3(2) . . ? O5 Fe1 O4 93.1(2) . . ? O7 Fe1 O4 90.8(2) . . ? O1 Fe1 O4 176.0(2) . . ? O5 Fe1 O8 88.9(2) . . ? O7 Fe1 O8 86.3(2) . . ? O1 Fe1 O8 91.2(2) . . ? O4 Fe1 O8 92.9(2) . . ? O5 Fe1 O9 91.7(2) . . ? O7 Fe1 O9 93.0(2) . . ? O1 Fe1 O9 86.3(2) . . ? O4 Fe1 O9 89.7(2) . . ? O8 Fe1 O9 177.4(2) . . ? O2 Fe2 O2 105.0(4) 2_757 . ? O2 Fe2 O6 84.8(2) 2_757 2_757 ? O2 Fe2 O6 93.9(2) . 2_757 ? O2 Fe2 O6 93.9(2) 2_757 . ? O2 Fe2 O6 84.8(2) . . ? O6 Fe2 O6 177.9(3) 2_757 . ? O2 Fe2 O3 98.2(2) 2_757 2_757 ? O2 Fe2 O3 155.7(2) . 2_757 ? O6 Fe2 O3 95.2(2) 2_757 2_757 ? O6 Fe2 O3 86.6(2) . 2_757 ? O2 Fe2 O3 155.7(2) 2_757 . ? O2 Fe2 O3 98.2(2) . . ? O6 Fe2 O3 86.6(2) 2_757 . ? O6 Fe2 O3 95.2(2) . . ? O3 Fe2 O3 60.0(2) 2_757 . ? C6A O3 Fe2 90.9(4) . . ? C5A O5 Fe1 128.4(3) . . ? C12B O7 Fe1 128.4(3) . . ? C3A C1A C2A 120.9(5) . . ? C3A C1A H1A 119.5(3) . . ? C2A C1A H1A 119.5(4) . . ? C1A C2A C1A 119.1(7) . 2_757 ? C1A C2A C6A 120.5(4) . . ? C1A C2A C6A 120.5(4) 2_757 . ? C1A C3A C4A 119.4(5) . . ? C1A C3A C5A 119.8(5) . . ? C4A C3A C5A 120.8(5) . . ? C3A C4A C3A 120.1(7) . 2_757 ? C3A C4A H4A 119.9(3) . . ? C3A C4A H4A 119.9(3) 2_757 . ? O5 C5A O11 125.0(5) . . ? O5 C5A C3A 117.9(4) . . ? O11 C5A C3A 117.0(5) . . ? O3 C6A O3 118.2(7) . 2_757 ? O3 C6A C2A 120.9(4) . . ? O3 C6A C2A 120.9(4) 2_757 . ? C8B C7B C8B 119.3(7) 2_656 . ? C8B C7B C9B 120.4(3) 2_656 . ? C8B C7B C9B 120.4(3) . . ? C10B C8B C7B 120.7(5) . . ? C10B C8B H8B 119.7(3) . . ? C7B C8B H8B 119.7(3) . . ? O10 C9B O10 121.3(8) 2_656 . ? O10 C9B C7B 119.4(4) 2_656 . ? O10 C9B C7B 119.4(4) . . ? C8B C10B C11B 118.7(5) . . ? C8B C10B C12B 122.0(5) . . ? C11B C10B C12B 119.3(5) . . ? C10B C11B C10B 121.9(7) 2_656 . ? C10B C11B H11B 119.0(4) 2_656 . ? C10B C11B H11B 119.0(4) . . ? O7 C12B O12 124.2(5) . . ? O7 C12B C10B 116.8(4) . . ? O12 C12B C10B 119.0(5) . . ? _refine_diff_density_max 0.925 _refine_diff_density_min -1.454 _refine_diff_density_rms 0.145 data_ca5_sa _database_code_CSD 171987 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C9 H9 Fe0.50 O8' _chemical_formula_weight 273.09 _chemical_melting_point ? _chemical_compound_source ? 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' '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' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting ? _symmetry_space_group_name_H-M ? 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 5.1572(3) _cell_length_b 13.0703(8) _cell_length_c 15.2673(10) _cell_angle_alpha 90.00 _cell_angle_beta 97.209(2) _cell_angle_gamma 90.00 _cell_volume 1020.97(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.777 _exptl_crystal_density_method ? _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 0.828 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 3564 _diffrn_reflns_av_R_equivalents 0.0376 _diffrn_reflns_av_sigmaI/netI 0.0807 _diffrn_reflns_limit_h_min -7 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.06 _diffrn_reflns_theta_max 29.63 _reflns_number_total 2331 _reflns_number_observed 1581 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0557P)^2^+0.0000P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0075(19) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 2331 _refine_ls_number_parameters 197 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0894 _refine_ls_R_factor_obs 0.0514 _refine_ls_wR_factor_all 0.1297 _refine_ls_wR_factor_obs 0.1111 _refine_ls_goodness_of_fit_all 1.032 _refine_ls_goodness_of_fit_obs 1.094 _refine_ls_restrained_S_all 1.032 _refine_ls_restrained_S_obs 1.094 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Fe1 Fe 0.0000 0.5000 0.0000 0.0207(2) Uani 1 d S . O1 O -0.1426(5) 0.3935(2) 0.0890(2) 0.0321(6) Uani 1 d . . O2 O 0.3263(5) 0.5297(2) 0.0969(2) 0.0289(6) Uani 1 d . . O3 O -0.2142(4) 0.6166(2) 0.0545(2) 0.0253(6) Uani 1 d . . O4 O 0.5447(5) 0.7055(2) 0.2524(2) 0.0412(8) Uani 1 d . . O5 O -0.6631(5) 0.3660(2) 0.2114(2) 0.0328(6) Uani 1 d . . O6 O -0.4679(4) 0.7350(2) -0.0176(2) 0.0321(7) Uani 1 d . . O7 O 0.9796(5) 0.6518(2) 0.3531(2) 0.0398(7) Uani 1 d . . O8 O 0.3376(5) 0.5885(2) 0.4292(2) 0.0481(9) Uani 1 d . . C1 C -0.5112(6) 0.3060(3) 0.2511(2) 0.0238(8) Uani 1 d . . C2 C -0.2713(6) 0.3372(2) 0.3106(2) 0.0226(7) Uani 1 d . . C3 C -0.2027(6) 0.4405(3) 0.3195(2) 0.0246(8) Uani 1 d . . C4 C -0.1167(6) 0.2632(3) 0.3572(2) 0.0219(7) Uani 1 d . . C5 C 0.1716(6) 0.3940(3) 0.4223(2) 0.0235(8) Uani 1 d . . C6 C -0.2735(6) 0.7094(2) 0.0361(2) 0.0219(7) Uani 1 d . . C7 C 0.1062(6) 0.2911(2) 0.4144(2) 0.0201(7) Uani 1 d . . C8 C 0.0214(6) 0.4683(2) 0.3741(2) 0.0231(8) Uani 1 d . . C9 C 1.1060(7) 0.5791(3) 0.3839(2) 0.0271(8) Uani 1 d . . H1AW H -0.2711(110) 0.3503(41) 0.0688(37) 0.078(18) Uiso 1 d . . H1BW H -0.0235(90) 0.3693(33) 0.1236(32) 0.044(13) Uiso 1 d . . H2AW H 0.3444(75) 0.4866(30) 0.1259(28) 0.021(12) Uiso 1 d . . H2BW H 0.4689(99) 0.5457(38) 0.0898(35) 0.060(17) Uiso 1 d . . H4H H 0.6917(109) 0.6881(40) 0.2887(37) 0.079(17) Uiso 1 d . . H8H H 0.3854(86) 0.6497(34) 0.4397(31) 0.048(13) Uiso 1 d . . H3C H -0.2952(73) 0.4895(27) 0.2893(26) 0.029(10) Uiso 1 d . . H4C H -0.1599(72) 0.1946(31) 0.3500(26) 0.035(11) Uiso 1 d . . H5C H 0.3303(66) 0.4114(26) 0.4580(23) 0.020(9) Uiso 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 Fe1 0.0194(3) 0.0156(3) 0.0258(4) 0.0004(3) -0.0019(3) 0.0008(3) O1 0.0291(14) 0.0272(14) 0.038(2) 0.0065(12) -0.0043(12) -0.0042(11) O2 0.0257(15) 0.0227(13) 0.036(2) 0.0057(12) -0.0049(13) -0.0013(11) O3 0.0231(12) 0.0164(11) 0.0354(15) -0.0006(10) 0.0000(11) 0.0012(9) O4 0.0350(14) 0.0218(14) 0.059(2) 0.0011(13) -0.0253(14) 0.0036(11) O5 0.0286(13) 0.0310(14) 0.0350(15) 0.0069(11) -0.0109(11) -0.0032(10) O6 0.0292(13) 0.0195(12) 0.042(2) -0.0028(11) -0.0167(12) 0.0012(10) O7 0.0347(14) 0.0209(13) 0.057(2) 0.0066(13) -0.0195(13) 0.0011(11) O8 0.040(2) 0.0147(13) 0.079(2) 0.0041(14) -0.0342(15) -0.0033(11) C1 0.021(2) 0.025(2) 0.024(2) -0.0006(14) -0.0018(14) -0.0022(13) C2 0.020(2) 0.023(2) 0.023(2) -0.0002(14) -0.0037(14) -0.0022(13) C3 0.024(2) 0.024(2) 0.025(2) 0.0033(15) -0.0032(15) 0.0029(14) C4 0.024(2) 0.018(2) 0.023(2) 0.0016(14) -0.0014(14) -0.0031(13) C5 0.023(2) 0.020(2) 0.026(2) 0.0004(14) -0.0059(15) -0.0026(13) C6 0.022(2) 0.015(2) 0.028(2) -0.0040(13) 0.0008(14) -0.0012(12) C7 0.0206(15) 0.019(2) 0.020(2) 0.0009(13) -0.0011(13) 0.0008(12) C8 0.024(2) 0.0189(15) 0.025(2) 0.0011(13) -0.0046(14) 0.0001(13) C9 0.028(2) 0.021(2) 0.029(2) 0.0009(15) -0.009(2) -0.0002(14) _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 Fe1 O3 2.114(2) . ? Fe1 O3 2.114(2) 3_565 ? Fe1 O2 2.132(3) . ? Fe1 O2 2.132(3) 3_565 ? Fe1 O1 2.139(3) . ? Fe1 O1 2.139(3) 3_565 ? O1 H1AW 0.90(6) . ? O1 H1BW 0.82(5) . ? O2 H2AW 0.72(4) . ? O2 H2BW 0.78(5) . ? O3 C6 1.273(4) . ? O4 C1 1.325(4) 2 ? O4 H4H 0.91(6) . ? O5 C1 1.215(4) . ? O6 C6 1.259(4) . ? O7 C9 1.213(4) . ? O8 C9 1.309(4) 1_455 ? O8 H8H 0.85(4) . ? C1 O4 1.325(4) 2_545 ? C1 C2 1.496(4) . ? C2 C4 1.391(4) . ? C2 C3 1.399(5) . ? C3 C8 1.387(4) . ? C3 H3C 0.89(4) . ? C4 C7 1.402(4) . ? C4 H4C 0.93(4) . ? C5 C7 1.387(5) . ? C5 C8 1.393(4) . ? C5 H5C 0.95(4) . ? C6 C7 1.514(4) 2 ? C7 C6 1.514(4) 2_545 ? C8 C9 1.515(5) 1_455 ? C9 O8 1.309(4) 1_655 ? C9 C8 1.515(5) 1_655 ? 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 O3 Fe1 O3 180.0 . 3_565 ? O3 Fe1 O2 90.10(10) . . ? O3 Fe1 O2 89.90(10) 3_565 . ? O3 Fe1 O2 89.90(10) . 3_565 ? O3 Fe1 O2 90.09(10) 3_565 3_565 ? O2 Fe1 O2 180.0 . 3_565 ? O3 Fe1 O1 88.91(10) . . ? O3 Fe1 O1 91.09(10) 3_565 . ? O2 Fe1 O1 88.97(12) . . ? O2 Fe1 O1 91.03(12) 3_565 . ? O3 Fe1 O1 91.09(10) . 3_565 ? O3 Fe1 O1 88.91(10) 3_565 3_565 ? O2 Fe1 O1 91.03(12) . 3_565 ? O2 Fe1 O1 88.97(12) 3_565 3_565 ? O1 Fe1 O1 180.0 . 3_565 ? Fe1 O1 H1AW 119.3(35) . . ? Fe1 O1 H1BW 111.7(31) . . ? H1AW O1 H1BW 116.1(45) . . ? Fe1 O2 H2AW 108.4(32) . . ? Fe1 O2 H2BW 128.6(40) . . ? H2AW O2 H2BW 104.1(49) . . ? C6 O3 Fe1 136.3(2) . . ? C1 O4 H4H 111.5(34) 2 . ? C9 O8 H8H 114.3(31) 1_455 . ? O5 C1 O4 123.2(3) . 2_545 ? O5 C1 C2 124.0(3) . . ? O4 C1 C2 112.8(3) 2_545 . ? C4 C2 C3 120.0(3) . . ? C4 C2 C1 119.9(3) . . ? C3 C2 C1 120.1(3) . . ? C8 C3 C2 119.5(3) . . ? C8 C3 H3C 118.3(23) . . ? C2 C3 H3C 122.1(24) . . ? C2 C4 C7 120.7(3) . . ? C2 C4 H4C 119.8(25) . . ? C7 C4 H4C 119.5(24) . . ? C7 C5 C8 121.1(3) . . ? C7 C5 H5C 117.6(21) . . ? C8 C5 H5C 121.1(21) . . ? O6 C6 O3 123.1(3) . . ? O6 C6 C7 119.6(3) . 2 ? O3 C6 C7 117.2(3) . 2 ? C5 C7 C4 118.6(3) . . ? C5 C7 C6 121.5(3) . 2_545 ? C4 C7 C6 119.9(3) . 2_545 ? C3 C8 C5 120.1(3) . . ? C3 C8 C9 121.2(3) . 1_455 ? C5 C8 C9 118.7(3) . 1_455 ? O7 C9 O8 122.9(3) . 1_655 ? O7 C9 C8 125.2(3) . 1_655 ? O8 C9 C8 111.9(3) 1_655 1_655 ? _refine_diff_density_max 0.624 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.089