Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _publ_section_title ;Can Sn(OCH2CH2NMe2)2 behave as a stannylene? The equatorial-axial isomerism in tin(II)-iron(0) complex (Me2NCH2CH2O)2Sn-Fe(CO)4 ; _publ_contact_author_name 'Victor Khrustalev' _publ_contact_author_email VKH@XRAY.INEOS.AC.RU loop_ _publ_author_name 'Victor Khrustalev' 'Sergey S. Bukalov' 'Larissa A. Leites' 'Mikhail S. Nechaev' 'Ivan A. Portnyagin' # Attachment 'SnFe_eq.cif' data_[Sn-Fe] _database_code_depnum_ccdc_archive 'CCDC 641594' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H20 Fe N2 O6 Sn' _chemical_formula_sum 'C12 H20 Fe N2 O6 Sn' _chemical_formula_weight 462.84 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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 17.7298(14) _cell_length_b 9.4920(7) _cell_length_c 13.3902(10) _cell_angle_alpha 90.00 _cell_angle_beta 130.888(5) _cell_angle_gamma 90.00 _cell_volume 1703.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100.0(2) _cell_measurement_reflns_used 7767 _cell_measurement_theta_min 2.63 _cell_measurement_theta_max 30.03 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.805 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 2.344 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.506 _exptl_absorpt_correction_T_max 0.635 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100.0(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_type 'Bruker SMART APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12121 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0181 _diffrn_reflns_limit_h_min -26 _diffrn_reflns_limit_h_max 26 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.63 _diffrn_reflns_theta_max 32.57 _reflns_number_total 3019 _reflns_number_gt 2889 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINTPlus, v. 6.2 (Bruker, 2001)' _computing_data_reduction 'SAINTPlus, v. 6.2 (Bruker, 2001)' _computing_structure_solution 'SHELXTL, v. 6.12 (Sheldrick, 2001)' _computing_structure_refinement 'SHELXTL, v. 6.12 (Sheldrick, 2001)' _computing_molecular_graphics 'SHELXTL, v. 6.12 (Sheldrick, 2001)' _computing_publication_material 'SHELXTL, v. 6.12 (Sheldrick, 2001)' _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^)+(0.0140P)^2^+1.0000P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3019 _refine_ls_number_parameters 103 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0154 _refine_ls_R_factor_gt 0.0141 _refine_ls_wR_factor_ref 0.0330 _refine_ls_wR_factor_gt 0.0326 _refine_ls_goodness_of_fit_ref 1.005 _refine_ls_restrained_S_all 1.005 _refine_ls_shift/su_max 0.001 _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 Sn1 Sn 0.0000 0.496647(8) 0.2500 0.01011(3) Uani 1 2 d S . . Fe1 Fe 0.0000 0.758327(19) 0.2500 0.01168(4) Uani 1 2 d S . . O1 O -0.05416(5) 0.36645(7) 0.09760(7) 0.01614(13) Uani 1 1 d . . . O2 O 0.17645(6) 0.72048(9) 0.53043(8) 0.02260(15) Uani 1 1 d . . . O3 O 0.10406(7) 0.92984(10) 0.19107(10) 0.02918(18) Uani 1 1 d . . . N1 N 0.14600(6) 0.42819(9) 0.29125(8) 0.01450(14) Uani 1 1 d . . . C1 C 0.01374(8) 0.28417(11) 0.10101(10) 0.01914(18) Uani 1 1 d . . . H1A H 0.0181 0.3218 0.0360 0.023 Uiso 1 1 calc R . . H1B H -0.0115 0.1863 0.0751 0.023 Uiso 1 1 calc R . . C2 C 0.11778(7) 0.28321(10) 0.23777(10) 0.01758(17) Uani 1 1 d . . . H2A H 0.1182 0.2214 0.2977 0.021 Uiso 1 1 calc R . . H2B H 0.1667 0.2457 0.2315 0.021 Uiso 1 1 calc R . . C3 C 0.23657(7) 0.42687(11) 0.43306(10) 0.01911(18) Uani 1 1 d . . . H3A H 0.2915 0.3824 0.4441 0.029 Uiso 1 1 calc R . . H3B H 0.2232 0.3736 0.4827 0.029 Uiso 1 1 calc R . . H3C H 0.2550 0.5238 0.4663 0.029 Uiso 1 1 calc R . . C4 C 0.16394(9) 0.51715(11) 0.21776(12) 0.02096(19) Uani 1 1 d . . . H4A H 0.2192 0.4777 0.2267 0.031 Uiso 1 1 calc R . . H4B H 0.1809 0.6130 0.2537 0.031 Uiso 1 1 calc R . . H4C H 0.1036 0.5196 0.1242 0.031 Uiso 1 1 calc R . . C5 C 0.10726(7) 0.73357(10) 0.42047(10) 0.01612(16) Uani 1 1 d . . . C6 C 0.06442(8) 0.86031(10) 0.21437(11) 0.01860(18) 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 Sn1 0.00983(4) 0.00931(4) 0.01043(4) 0.000 0.00630(3) 0.000 Fe1 0.01139(7) 0.00992(7) 0.01458(8) 0.000 0.00887(7) 0.000 O1 0.0142(3) 0.0176(3) 0.0134(3) -0.0021(2) 0.0076(3) 0.0026(2) O2 0.0193(3) 0.0256(4) 0.0180(3) -0.0020(3) 0.0101(3) -0.0050(3) O3 0.0276(4) 0.0284(4) 0.0362(5) 0.0053(4) 0.0229(4) -0.0047(3) N1 0.0131(3) 0.0138(3) 0.0156(3) 0.0032(3) 0.0090(3) 0.0033(3) C1 0.0187(4) 0.0194(4) 0.0158(4) -0.0018(3) 0.0098(4) 0.0059(3) C2 0.0167(4) 0.0147(4) 0.0178(4) 0.0011(3) 0.0098(4) 0.0053(3) C3 0.0123(4) 0.0193(4) 0.0178(4) 0.0018(3) 0.0064(3) 0.0018(3) C4 0.0210(5) 0.0222(5) 0.0266(5) 0.0083(4) 0.0186(4) 0.0064(4) C5 0.0164(4) 0.0142(4) 0.0202(4) -0.0024(3) 0.0131(3) -0.0032(3) C6 0.0172(4) 0.0163(4) 0.0219(5) 0.0019(3) 0.0126(4) 0.0004(3) _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 Sn1 O1 2.0120(7) . ? Sn1 N1 2.3571(8) . ? Sn1 Fe1 2.4839(3) . ? Fe1 C6 1.7840(10) . ? Fe1 C5 1.7886(10) . ? O1 C1 1.4105(12) . ? O2 C5 1.1505(13) . ? O3 C6 1.1461(13) . ? N1 C2 1.4791(13) . ? N1 C4 1.4807(13) . ? N1 C3 1.4807(13) . ? C1 C2 1.5277(14) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? 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 O1 Sn1 O1 104.21(4) . 2 ? O1 Sn1 N1 77.89(3) . . ? O1 Sn1 N1 82.60(3) 2 . ? N1 Sn1 N1 147.99(4) . 2 ? O1 Sn1 Fe1 127.90(2) . . ? N1 Sn1 Fe1 106.00(2) . . ? C6 Fe1 C6 114.28(7) . 2 ? C6 Fe1 C5 94.62(5) . . ? C6 Fe1 C5 93.55(5) 2 . ? C5 Fe1 C5 164.90(6) . 2 ? C6 Fe1 Sn1 122.86(3) . . ? C5 Fe1 Sn1 82.45(3) . . ? C1 O1 Sn1 118.47(6) . . ? C2 N1 C4 111.13(8) . . ? C2 N1 C3 110.63(8) . . ? C4 N1 C3 109.43(8) . . ? C2 N1 Sn1 99.88(6) . . ? C4 N1 Sn1 111.58(6) . . ? C3 N1 Sn1 113.93(6) . . ? O1 C1 C2 112.18(8) . . ? O1 C1 H1A 109.2 . . ? C2 C1 H1A 109.2 . . ? O1 C1 H1B 109.2 . . ? C2 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? N1 C2 C1 109.58(8) . . ? N1 C2 H2A 109.8 . . ? C1 C2 H2A 109.8 . . ? N1 C2 H2B 109.8 . . ? C1 C2 H2B 109.8 . . ? H2A C2 H2B 108.2 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 Fe1 178.65(9) . . ? O3 C6 Fe1 177.64(10) . . ? 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 O1 Sn1 Fe1 C6 -62.39(5) . . . . ? O1 Sn1 Fe1 C6 117.61(5) 2 . . . ? N1 Sn1 Fe1 C6 24.55(5) . . . . ? N1 Sn1 Fe1 C6 -155.45(5) 2 . . . ? O1 Sn1 Fe1 C6 117.61(5) . . . 2 ? O1 Sn1 Fe1 C6 -62.39(5) 2 . . 2 ? N1 Sn1 Fe1 C6 -155.45(5) . . . 2 ? N1 Sn1 Fe1 C6 24.55(5) 2 . . 2 ? O1 Sn1 Fe1 C5 -153.03(4) . . . . ? O1 Sn1 Fe1 C5 26.97(4) 2 . . . ? N1 Sn1 Fe1 C5 -66.09(4) . . . . ? N1 Sn1 Fe1 C5 113.91(4) 2 . . . ? O1 Sn1 Fe1 C5 26.97(4) . . . 2 ? O1 Sn1 Fe1 C5 -153.03(4) 2 . . 2 ? N1 Sn1 Fe1 C5 113.91(4) . . . 2 ? N1 Sn1 Fe1 C5 -66.09(4) 2 . . 2 ? O1 Sn1 O1 C1 -67.90(7) 2 . . . ? N1 Sn1 O1 C1 11.13(7) . . . . ? N1 Sn1 O1 C1 -143.36(7) 2 . . . ? Fe1 Sn1 O1 C1 112.10(7) . . . . ? O1 Sn1 N1 C2 -32.53(6) . . . . ? O1 Sn1 N1 C2 73.80(6) 2 . . . ? N1 Sn1 N1 C2 21.18(5) 2 . . . ? Fe1 Sn1 N1 C2 -158.82(5) . . . . ? O1 Sn1 N1 C4 85.01(7) . . . . ? O1 Sn1 N1 C4 -168.67(7) 2 . . . ? N1 Sn1 N1 C4 138.71(7) 2 . . . ? Fe1 Sn1 N1 C4 -41.29(7) . . . . ? O1 Sn1 N1 C3 -150.46(7) . . . . ? O1 Sn1 N1 C3 -44.13(6) 2 . . . ? N1 Sn1 N1 C3 -96.76(6) 2 . . . ? Fe1 Sn1 N1 C3 83.24(6) . . . . ? Sn1 O1 C1 C2 13.32(11) . . . . ? C4 N1 C2 C1 -69.71(10) . . . . ? C3 N1 C2 C1 168.51(8) . . . . ? Sn1 N1 C2 C1 48.16(8) . . . . ? O1 C1 C2 N1 -45.18(11) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 32.57 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.612 _refine_diff_density_min -0.904 _refine_diff_density_rms 0.059 _publ_section_references ; Bruker (2001). SAINTPlus, v. 6.2. Data Reduction and Correction Program, Bruker AXS, Madison, Wisconsin, USA. Bruker (2005). APEX2 software package, v. 1.27. Bruker Molecular Analysis Research Tool, Bruker AXS, Madison, Wisconsin, USA. Sheldrick G.M. (2003). SADABS, v. 2.03, Bruker/Siemens Area Detector Absorption Correction Program, Bruker AXS, Madison, Wisconsin, USA. Sheldrick G.M. (2001). SHELXTL, v. 6.12, Structure Determination Software Suite, Bruker AXS, Madison, Wisconsin, USA. ; # Attachment 'SNFE_AX.CIF' data_(RO)2Sn(ax)-Fe(CO)4 _database_code_depnum_ccdc_archive 'CCDC 642726' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H20 Fe N2 O6 Sn' _chemical_formula_sum 'C12 H20 Fe N2 O6 Sn' _chemical_formula_weight 462.84 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' Sn Sn -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/c' _symmetry_space_group_name_Hall '-C 2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.5051(14) _cell_length_b 9.7283(8) _cell_length_c 21.4561(19) _cell_angle_alpha 90.00 _cell_angle_beta 98.393(5) _cell_angle_gamma 90.00 _cell_volume 3408.2(5) _cell_formula_units_Z 8 _cell_measurement_temperature 100.0(2) _cell_measurement_reflns_used 1688 _cell_measurement_theta_min 2.49 _cell_measurement_theta_max 29.88 _exptl_crystal_description prism _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1840 _exptl_absorpt_coefficient_mu 2.344 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.603 _exptl_absorpt_correction_T_max 0.759 _exptl_absorpt_process_details 'SADABS (Sheldrick, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100.0(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_type 'Bruker SMART APEX II CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19034 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0418 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -30 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 29.98 _reflns_number_total 4920 _reflns_number_gt 3900 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'APEX2 (Bruker, 2005)' _computing_cell_refinement 'SAINTPlus, v. 6.2 (Bruker, 2001)' _computing_data_reduction 'SAINTPlus, v. 6.2 (Bruker, 2001)' _computing_structure_solution 'SHELXTL, v. 6.12 (Sheldrick, 2001)' _computing_structure_refinement 'SHELXTL, v. 6.12 (Sheldrick, 2001)' _computing_molecular_graphics 'SHELXTL, v. 6.12 (Sheldrick, 2001)' _computing_publication_material 'SHELXTL, v. 6.12 (Sheldrick, 2001)' _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^)+(0.0236P)^2^] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4920 _refine_ls_number_parameters 203 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0443 _refine_ls_R_factor_gt 0.0290 _refine_ls_wR_factor_ref 0.0570 _refine_ls_wR_factor_gt 0.0529 _refine_ls_goodness_of_fit_ref 1.002 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.001 _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 Sn1 Sn 0.138847(9) 0.958655(16) 0.131350(7) 0.01268(5) Uani 1 1 d . . . Fe1 Fe 0.26546(2) 1.02817(3) 0.087806(15) 0.01455(7) Uani 1 1 d . . . O1 O 0.12422(11) 0.94764(17) 0.22254(8) 0.0201(4) Uani 1 1 d . . . O2 O 0.03345(10) 0.88928(17) 0.08313(8) 0.0192(4) Uani 1 1 d . . . O3 O 0.37002(12) 0.9218(2) 0.19936(9) 0.0292(4) Uani 1 1 d . . . O4 O 0.19434(11) 0.86912(19) -0.02316(9) 0.0249(4) Uani 1 1 d . . . O5 O 0.24126(12) 1.32613(19) 0.09535(10) 0.0304(5) Uani 1 1 d . . . O6 O 0.41456(12) 1.0672(2) 0.03205(9) 0.0308(5) Uani 1 1 d . . . N1 N 0.15296(12) 0.7168(2) 0.15182(10) 0.0176(4) Uani 1 1 d . . . N2 N 0.04856(12) 1.1489(2) 0.13165(9) 0.0151(4) Uani 1 1 d . . . C1 C 0.12066(19) 0.8164(3) 0.24996(13) 0.0281(6) Uani 1 1 d . . . H1A H 0.0791 0.8172 0.2789 0.034 Uiso 1 1 calc R . . H1B H 0.1743 0.7950 0.2751 0.034 Uiso 1 1 calc R . . C2 C 0.09924(18) 0.7056(3) 0.20080(13) 0.0241(6) Uani 1 1 d . . . H2A H 0.1060 0.6140 0.2210 0.029 Uiso 1 1 calc R . . H2B H 0.0413 0.7155 0.1814 0.029 Uiso 1 1 calc R . . C3 C 0.23707(16) 0.6717(3) 0.17609(14) 0.0269(6) Uani 1 1 d . . . H3A H 0.2363 0.5749 0.1886 0.040 Uiso 1 1 calc R . . H3B H 0.2589 0.7278 0.2126 0.040 Uiso 1 1 calc R . . H3C H 0.2719 0.6824 0.1431 0.040 Uiso 1 1 calc R . . C4 C 0.12186(17) 0.6293(3) 0.09691(13) 0.0235(6) Uani 1 1 d . . . H4A H 0.1266 0.5324 0.1092 0.035 Uiso 1 1 calc R . . H4B H 0.1542 0.6463 0.0628 0.035 Uiso 1 1 calc R . . H4C H 0.0643 0.6516 0.0824 0.035 Uiso 1 1 calc R . . C5 C -0.03934(14) 0.9629(3) 0.08508(12) 0.0223(5) Uani 1 1 d . . . H5A H -0.0829 0.8985 0.0936 0.027 Uiso 1 1 calc R . . H5B H -0.0570 1.0059 0.0435 0.027 Uiso 1 1 calc R . . C6 C -0.02880(15) 1.0745(3) 0.13581(12) 0.0196(5) Uani 1 1 d . . . H6A H -0.0756 1.1391 0.1292 0.024 Uiso 1 1 calc R . . H6B H -0.0268 1.0324 0.1780 0.024 Uiso 1 1 calc R . . C7 C 0.04055(16) 1.2307(3) 0.07300(12) 0.0218(5) Uani 1 1 d . . . H7A H -0.0057 1.2943 0.0719 0.033 Uiso 1 1 calc R . . H7B H 0.0311 1.1691 0.0366 0.033 Uiso 1 1 calc R . . H7C H 0.0910 1.2831 0.0717 0.033 Uiso 1 1 calc R . . C8 C 0.07011(16) 1.2406(3) 0.18644(12) 0.0197(5) Uani 1 1 d . . . H8A H 0.0272 1.3100 0.1869 0.030 Uiso 1 1 calc R . . H8B H 0.1223 1.2862 0.1834 0.030 Uiso 1 1 calc R . . H8C H 0.0752 1.1865 0.2253 0.030 Uiso 1 1 calc R . . C9 C 0.32529(15) 0.9609(3) 0.15637(12) 0.0198(5) Uani 1 1 d . . . C10 C 0.22007(14) 0.9308(3) 0.02059(12) 0.0179(5) Uani 1 1 d . . . C11 C 0.24659(15) 1.2087(3) 0.09253(12) 0.0207(5) Uani 1 1 d . . . C12 C 0.35558(15) 1.0535(3) 0.05333(12) 0.0209(5) 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 Sn1 0.01135(7) 0.01378(7) 0.01294(7) 0.00000(7) 0.00193(5) 0.00131(7) Fe1 0.01216(15) 0.01658(17) 0.01510(16) 0.00108(13) 0.00256(12) 0.00097(14) O1 0.0258(9) 0.0198(9) 0.0147(8) 0.0015(7) 0.0031(7) 0.0017(8) O2 0.0152(8) 0.0180(8) 0.0235(9) -0.0046(7) -0.0001(7) 0.0025(7) O3 0.0283(10) 0.0292(11) 0.0268(10) 0.0051(8) -0.0072(8) -0.0012(8) O4 0.0199(9) 0.0320(10) 0.0218(10) -0.0065(8) -0.0007(8) 0.0078(8) O5 0.0301(11) 0.0182(9) 0.0429(13) 0.0001(9) 0.0053(9) 0.0013(8) O6 0.0200(9) 0.0441(13) 0.0300(11) 0.0043(9) 0.0090(8) -0.0042(9) N1 0.0146(10) 0.0160(10) 0.0223(11) 0.0011(8) 0.0030(8) 0.0015(8) N2 0.0135(9) 0.0164(10) 0.0154(10) -0.0017(8) 0.0019(8) 0.0012(8) C1 0.0397(17) 0.0264(14) 0.0199(14) 0.0075(11) 0.0101(12) 0.0029(13) C2 0.0283(14) 0.0185(12) 0.0274(14) 0.0062(11) 0.0102(12) -0.0007(11) C3 0.0201(13) 0.0213(13) 0.0374(16) 0.0043(12) -0.0017(12) 0.0055(11) C4 0.0227(13) 0.0163(12) 0.0307(15) -0.0050(11) 0.0017(11) -0.0006(10) C5 0.0116(11) 0.0259(13) 0.0282(13) -0.0053(12) -0.0005(9) -0.0008(11) C6 0.0120(11) 0.0224(13) 0.0251(13) -0.0039(10) 0.0050(10) 0.0008(9) C7 0.0243(13) 0.0219(13) 0.0190(13) 0.0022(10) 0.0025(10) 0.0052(11) C8 0.0205(13) 0.0185(12) 0.0202(12) -0.0031(10) 0.0033(10) 0.0015(10) C9 0.0185(11) 0.0198(12) 0.0218(12) -0.0001(11) 0.0054(9) -0.0040(11) C10 0.0114(10) 0.0242(13) 0.0184(12) 0.0022(10) 0.0033(9) 0.0054(9) C11 0.0150(12) 0.0234(13) 0.0238(13) 0.0013(10) 0.0025(10) 0.0001(10) C12 0.0175(12) 0.0248(13) 0.0197(12) 0.0036(11) 0.0005(9) 0.0001(11) _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 Sn1 O2 2.0067(17) . ? Sn1 O1 2.0089(16) . ? Sn1 N2 2.3764(19) . ? Sn1 N1 2.398(2) . ? Sn1 Fe1 2.5034(4) . ? Fe1 C12 1.773(2) . ? Fe1 C9 1.773(3) . ? Fe1 C11 1.789(3) . ? Fe1 C10 1.795(3) . ? O1 C1 1.411(3) . ? O2 C5 1.405(3) . ? O3 C9 1.158(3) . ? O4 C10 1.143(3) . ? O5 C11 1.148(3) . ? O6 C12 1.142(3) . ? N1 C2 1.475(3) . ? N1 C3 1.477(3) . ? N1 C4 1.483(3) . ? N2 C8 1.478(3) . ? N2 C7 1.479(3) . ? N2 C6 1.481(3) . ? C1 C2 1.513(4) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.529(3) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? 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 O2 Sn1 O1 105.42(7) . . ? O2 Sn1 N2 76.50(7) . . ? O1 Sn1 N2 82.78(7) . . ? O2 Sn1 N1 79.53(7) . . ? O1 Sn1 N1 77.97(7) . . ? N2 Sn1 N1 143.84(7) . . ? O2 Sn1 Fe1 127.33(5) . . ? O1 Sn1 Fe1 127.11(5) . . ? N2 Sn1 Fe1 110.41(5) . . ? N1 Sn1 Fe1 105.62(5) . . ? C12 Fe1 C9 89.88(11) . . ? C12 Fe1 C11 92.92(11) . . ? C9 Fe1 C11 113.32(12) . . ? C12 Fe1 C10 90.87(11) . . ? C9 Fe1 C10 126.04(11) . . ? C11 Fe1 C10 120.51(12) . . ? C12 Fe1 Sn1 172.05(9) . . ? C9 Fe1 Sn1 89.13(8) . . ? C11 Fe1 Sn1 94.72(8) . . ? C10 Fe1 Sn1 83.35(8) . . ? C1 O1 Sn1 118.22(15) . . ? C5 O2 Sn1 119.60(14) . . ? C2 N1 C3 111.0(2) . . ? C2 N1 C4 110.4(2) . . ? C3 N1 C4 107.9(2) . . ? C2 N1 Sn1 98.69(14) . . ? C3 N1 Sn1 114.67(15) . . ? C4 N1 Sn1 113.85(15) . . ? C8 N2 C7 109.44(19) . . ? C8 N2 C6 110.89(18) . . ? C7 N2 C6 110.1(2) . . ? C8 N2 Sn1 113.22(15) . . ? C7 N2 Sn1 113.28(14) . . ? C6 N2 Sn1 99.58(13) . . ? O1 C1 C2 111.9(2) . . ? O1 C1 H1A 109.2 . . ? C2 C1 H1A 109.2 . . ? O1 C1 H1B 109.2 . . ? C2 C1 H1B 109.2 . . ? H1A C1 H1B 107.9 . . ? N1 C2 C1 109.9(2) . . ? N1 C2 H2A 109.7 . . ? C1 C2 H2A 109.7 . . ? N1 C2 H2B 109.7 . . ? C1 C2 H2B 109.7 . . ? H2A C2 H2B 108.2 . . ? N1 C3 H3A 109.5 . . ? N1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N1 C4 H4A 109.5 . . ? N1 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N1 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? O2 C5 C6 112.0(2) . . ? O2 C5 H5A 109.2 . . ? C6 C5 H5A 109.2 . . ? O2 C5 H5B 109.2 . . ? C6 C5 H5B 109.2 . . ? H5A C5 H5B 107.9 . . ? N2 C6 C5 108.25(19) . . ? N2 C6 H6A 110.0 . . ? C5 C6 H6A 110.0 . . ? N2 C6 H6B 110.0 . . ? C5 C6 H6B 110.0 . . ? H6A C6 H6B 108.4 . . ? N2 C7 H7A 109.5 . . ? N2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? N2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N2 C8 H8A 109.5 . . ? N2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? O3 C9 Fe1 174.2(2) . . ? O4 C10 Fe1 177.0(2) . . ? O5 C11 Fe1 174.3(2) . . ? O6 C12 Fe1 178.3(2) . . ? 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 O2 Sn1 Fe1 C9 -144.69(10) . . . . ? O1 Sn1 Fe1 C9 30.50(10) . . . . ? N2 Sn1 Fe1 C9 127.01(10) . . . . ? N1 Sn1 Fe1 C9 -56.07(10) . . . . ? O2 Sn1 Fe1 C11 101.98(10) . . . . ? O1 Sn1 Fe1 C11 -82.83(11) . . . . ? N2 Sn1 Fe1 C11 13.68(10) . . . . ? N1 Sn1 Fe1 C11 -169.40(10) . . . . ? O2 Sn1 Fe1 C10 -18.24(10) . . . . ? O1 Sn1 Fe1 C10 156.95(10) . . . . ? N2 Sn1 Fe1 C10 -106.54(9) . . . . ? N1 Sn1 Fe1 C10 70.38(9) . . . . ? O2 Sn1 O1 C1 69.26(19) . . . . ? N2 Sn1 O1 C1 143.05(19) . . . . ? N1 Sn1 O1 C1 -6.17(18) . . . . ? Fe1 Sn1 O1 C1 -106.78(18) . . . . ? O1 Sn1 O2 C5 64.71(18) . . . . ? N2 Sn1 O2 C5 -13.73(17) . . . . ? N1 Sn1 O2 C5 138.99(18) . . . . ? Fe1 Sn1 O2 C5 -119.27(16) . . . . ? O2 Sn1 N1 C2 -78.36(16) . . . . ? O1 Sn1 N1 C2 30.06(15) . . . . ? N2 Sn1 N1 C2 -29.3(2) . . . . ? Fe1 Sn1 N1 C2 155.58(14) . . . . ? O2 Sn1 N1 C3 163.64(18) . . . . ? O1 Sn1 N1 C3 -87.94(18) . . . . ? N2 Sn1 N1 C3 -147.31(17) . . . . ? Fe1 Sn1 N1 C3 37.58(18) . . . . ? O2 Sn1 N1 C4 38.63(16) . . . . ? O1 Sn1 N1 C4 147.04(17) . . . . ? N2 Sn1 N1 C4 87.67(19) . . . . ? Fe1 Sn1 N1 C4 -87.43(16) . . . . ? O2 Sn1 N2 C8 152.89(16) . . . . ? O1 Sn1 N2 C8 45.07(15) . . . . ? N1 Sn1 N2 C8 103.10(18) . . . . ? Fe1 Sn1 N2 C8 -81.93(15) . . . . ? O2 Sn1 N2 C7 -81.74(16) . . . . ? O1 Sn1 N2 C7 170.44(17) . . . . ? N1 Sn1 N2 C7 -131.54(16) . . . . ? Fe1 Sn1 N2 C7 43.44(17) . . . . ? O2 Sn1 N2 C6 35.12(14) . . . . ? O1 Sn1 N2 C6 -72.70(14) . . . . ? N1 Sn1 N2 C6 -14.7(2) . . . . ? Fe1 Sn1 N2 C6 160.30(12) . . . . ? Sn1 O1 C1 C2 -19.9(3) . . . . ? C3 N1 C2 C1 72.2(3) . . . . ? C4 N1 C2 C1 -168.1(2) . . . . ? Sn1 N1 C2 C1 -48.5(2) . . . . ? O1 C1 C2 N1 50.3(3) . . . . ? Sn1 O2 C5 C6 -11.3(3) . . . . ? C8 N2 C6 C5 -169.6(2) . . . . ? C7 N2 C6 C5 69.1(2) . . . . ? Sn1 N2 C6 C5 -50.1(2) . . . . ? O2 C5 C6 N2 45.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 29.98 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 1.041 _refine_diff_density_min -0.758 _refine_diff_density_rms 0.111 _publ_section_references ; Bruker (2001). SAINTPlus, v. 6.2. Data Reduction and Correction Program, Bruker AXS, Madison, Wisconsin, USA. Bruker (2005). APEX2 software package, v. 1.27. Bruker Molecular Analysis Research Tool, Bruker AXS, Madison, Wisconsin, USA. Sheldrick G.M. (2003). SADABS, v. 2.03, Bruker/Siemens Area Detector Absorption Correction Program, Bruker AXS, Madison, Wisconsin, USA. Sheldrick G.M. (2001). SHELXTL, v. 6.12, Structure Determination Software Suite, Bruker AXS, Madison, Wisconsin, USA. ;