Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name _publ_author_address A.Deak ; Institute of Structural Chemistry, Chemical Research Center, Hungarian Academy of Sciences, P.O. Box 17, H-1525 Budapest, Hungary ; P.Kiraly ; Institute of Structural Chemistry, Chemical Research Center, Hungarian Academy of Sciences, P.O. Box 17, H-1525 Budapest, Hungary ; G.Tarkanyi ; Institute of Structural Chemistry, Chemical Research Center, Hungarian Academy of Sciences, P.O. Box 17, H-1525 Budapest, Hungary ; _publ_contact_author_address ; Institute of Structural Chemistry Chemical Research Center,Hungarian Academy of Sciences, H-1525-Budapest, P.O.Box 17, Hungary ; _publ_contact_author_email deak@chemres.hu _publ_contact_author_fax 00-36-1-438-4141/201 _publ_contact_author_phone 00-36-1-325-7547 _publ_contact_author_name 'Dr. Andrea Deak' _publ_section_title ; Preparation and Structural Characterization of Trimethyltin(IV)-Tropolonate. Investigation of a Rare Methyl-Migrational Dismutation in the Liquid-, Solid- and Molten-State. ; data_complex1 _database_code_depnum_ccdc_archive 'CCDC 621188' _audit_creation_method SHELXL-97 _chemical_name_systematic ; trimethyltin(IV)-tropolonate ; _chemical_name_common trimethyltin(IV)-tropolonate _chemical_melting_point ? _chemical_formula_moiety 'C10 H14 O2 Sn' _chemical_formula_sum 'C10 H14 O2 Sn' _chemical_formula_weight 284.90 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' 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 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 10.572(6) _cell_length_b 8.576(4) _cell_length_c 12.235(7) _cell_angle_alpha 90.00 _cell_angle_beta 99.83(2) _cell_angle_gamma 90.00 _cell_volume 1093.0(10) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used 8053 _cell_measurement_theta_min 3.08 _cell_measurement_theta_max 27.45 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.731 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 560 _exptl_absorpt_coefficient_mu 2.305 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5283 _exptl_absorpt_correction_T_max 0.6744 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'R Axis Rapid' _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 9308 _diffrn_reflns_av_R_equivalents 0.0365 _diffrn_reflns_av_sigmaI/netI 0.0267 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 27.46 _reflns_number_total 2493 _reflns_number_gt 2195 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'WinGX (Farrugia, 1999), PLATON (Spek, 2003)' _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^)+(0.0373P)^2^+0.0718P] 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 2493 _refine_ls_number_parameters 121 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0290 _refine_ls_R_factor_gt 0.0238 _refine_ls_wR_factor_ref 0.0712 _refine_ls_wR_factor_gt 0.0691 _refine_ls_goodness_of_fit_ref 1.258 _refine_ls_restrained_S_all 1.258 _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 0.335278(18) 0.21004(2) 0.017742(16) 0.01502(9) Uani 1 1 d . . . O1A O 0.3514(2) 0.0727(2) -0.12458(17) 0.0193(4) Uani 1 1 d . . . O2A O 0.16971(19) 0.0288(3) -0.01463(16) 0.0190(5) Uani 1 1 d . . . C1 C 0.5247(3) 0.2914(4) 0.0020(3) 0.0215(7) Uani 1 1 d . . . H1A H 0.5789 0.2021 -0.0091 0.032 Uiso 1 1 calc R . . H1B H 0.5625 0.3470 0.0697 0.032 Uiso 1 1 calc R . . H1C H 0.5185 0.3620 -0.0617 0.032 Uiso 1 1 calc R . . C2 C 0.1973(3) 0.3889(4) -0.0334(3) 0.0232(7) Uani 1 1 d . . . H2A H 0.1591 0.3731 -0.1114 0.035 Uiso 1 1 calc R . . H2B H 0.2396 0.4909 -0.0247 0.035 Uiso 1 1 calc R . . H2C H 0.1299 0.3848 0.0125 0.035 Uiso 1 1 calc R . . C3 C 0.3533(3) 0.1217(4) 0.1833(3) 0.0247(7) Uani 1 1 d . . . H3A H 0.2679 0.0996 0.2003 0.037 Uiso 1 1 calc R . . H3B H 0.3962 0.1995 0.2356 0.037 Uiso 1 1 calc R . . H3C H 0.4043 0.0257 0.1898 0.037 Uiso 1 1 calc R . . C1A C 0.2674(3) -0.0316(3) -0.1641(2) 0.0144(6) Uani 1 1 d . . . C2A C 0.1643(3) -0.0578(3) -0.0996(2) 0.0150(6) Uani 1 1 d . . . C3A C 0.0658(3) -0.1688(4) -0.1236(3) 0.0189(6) Uani 1 1 d . . . H3A1 H 0.0078 -0.1711 -0.0723 0.023 Uiso 1 1 calc R . . C4A C 0.0388(3) -0.2756(4) -0.2096(3) 0.0211(6) Uani 1 1 d . . . H4A H -0.0338 -0.3400 -0.2074 0.025 Uiso 1 1 calc R . . C5A C 0.1026(3) -0.3025(4) -0.2989(3) 0.0224(7) Uani 1 1 d . . . H5A H 0.0694 -0.3833 -0.3488 0.027 Uiso 1 1 calc R . . C6A C 0.2079(3) -0.2242(4) -0.3219(3) 0.0215(7) Uani 1 1 d . . . H6A H 0.2355 -0.2548 -0.3886 0.026 Uiso 1 1 calc R . . C7A C 0.2813(3) -0.1064(4) -0.2625(2) 0.0197(6) Uani 1 1 d . . . H7A H 0.3522 -0.0717 -0.2944 0.024 Uiso 1 1 calc R . . 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 0.01627(12) 0.01512(12) 0.01436(12) -0.00152(8) 0.00461(8) -0.00167(7) O1A 0.0205(11) 0.0187(10) 0.0211(11) -0.0041(9) 0.0099(9) -0.0041(8) O2A 0.0229(11) 0.0201(11) 0.0156(10) -0.0044(9) 0.0081(9) -0.0024(8) C1 0.0206(16) 0.0220(16) 0.0223(16) 0.0001(13) 0.0048(13) -0.0055(12) C2 0.0246(16) 0.0174(15) 0.0279(17) 0.0005(14) 0.0049(13) 0.0020(12) C3 0.0283(17) 0.0291(17) 0.0164(14) -0.0005(14) 0.0026(12) -0.0054(14) C1A 0.0143(13) 0.0134(13) 0.0155(13) 0.0031(12) 0.0025(11) 0.0027(11) C2A 0.0165(13) 0.0149(13) 0.0141(13) 0.0030(12) 0.0043(11) 0.0046(11) C3A 0.0211(15) 0.0197(14) 0.0176(14) 0.0000(12) 0.0083(12) -0.0017(12) C4A 0.0183(15) 0.0217(16) 0.0236(16) -0.0027(13) 0.0043(12) -0.0043(12) C5A 0.0245(17) 0.0211(15) 0.0215(16) -0.0058(13) 0.0034(13) -0.0014(12) C6A 0.0235(16) 0.0251(16) 0.0165(15) -0.0047(13) 0.0051(12) 0.0043(13) C7A 0.0200(15) 0.0225(15) 0.0184(14) -0.0029(13) 0.0088(12) -0.0015(12) _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 O1A 2.133(2) . ? Sn1 C2 2.136(3) . ? Sn1 C3 2.140(3) . ? Sn1 C1 2.160(3) . ? Sn1 O2A 2.324(2) . ? O1A C1A 1.295(3) . ? O2A C2A 1.271(3) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C1A C7A 1.394(4) . ? C1A C2A 1.467(4) . ? C2A C3A 1.405(4) . ? C3A C4A 1.386(4) . ? C3A H3A1 0.9500 . ? C4A C5A 1.398(5) . ? C4A H4A 0.9500 . ? C5A C6A 1.370(5) . ? C5A H5A 0.9500 . ? C6A C7A 1.400(4) . ? C6A H6A 0.9500 . ? C7A H7A 0.9500 . ? 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 O1A Sn1 C2 107.66(11) . . ? O1A Sn1 C3 124.78(12) . . ? C2 Sn1 C3 118.52(13) . . ? O1A Sn1 C1 84.33(11) . . ? C2 Sn1 C1 109.81(13) . . ? C3 Sn1 C1 105.33(13) . . ? O1A Sn1 O2A 69.77(8) . . ? C2 Sn1 O2A 88.49(12) . . ? C3 Sn1 O2A 82.39(10) . . ? C1 Sn1 O2A 152.09(10) . . ? C1A O1A Sn1 122.73(18) . . ? C2A O2A Sn1 117.22(18) . . ? Sn1 C1 H1A 109.5 . . ? Sn1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Sn1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? Sn1 C2 H2A 109.5 . . ? Sn1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? Sn1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? Sn1 C3 H3A 109.5 . . ? Sn1 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? Sn1 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? O1A C1A C7A 118.2(3) . . ? O1A C1A C2A 115.5(2) . . ? C7A C1A C2A 126.3(3) . . ? O2A C2A C3A 119.7(3) . . ? O2A C2A C1A 114.6(3) . . ? C3A C2A C1A 125.7(3) . . ? C4A C3A C2A 131.0(3) . . ? C4A C3A H3A1 114.5 . . ? C2A C3A H3A1 114.5 . . ? C3A C4A C5A 129.6(3) . . ? C3A C4A H4A 115.2 . . ? C5A C4A H4A 115.2 . . ? C6A C5A C4A 126.7(3) . . ? C6A C5A H5A 116.7 . . ? C4A C5A H5A 116.7 . . ? C5A C6A C7A 130.2(3) . . ? C5A C6A H6A 114.9 . . ? C7A C6A H6A 114.9 . . ? C1A C7A C6A 130.5(3) . . ? C1A C7A H7A 114.8 . . ? C6A C7A H7A 114.8 . . ? 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 C2 Sn1 O1A C1A -77.9(2) . . . . ? C3 Sn1 O1A C1A 68.3(2) . . . . ? C1 Sn1 O1A C1A 173.1(2) . . . . ? O2A Sn1 O1A C1A 3.7(2) . . . . ? O1A Sn1 O2A C2A -2.50(19) . . . . ? C2 Sn1 O2A C2A 107.0(2) . . . . ? C3 Sn1 O2A C2A -134.0(2) . . . . ? C1 Sn1 O2A C2A -25.5(3) . . . . ? Sn1 O1A C1A C7A 175.0(2) . . . . ? Sn1 O1A C1A C2A -4.3(3) . . . . ? Sn1 O2A C2A C3A -179.6(2) . . . . ? Sn1 O2A C2A C1A 1.3(3) . . . . ? O1A C1A C2A O2A 1.7(4) . . . . ? C7A C1A C2A O2A -177.5(3) . . . . ? O1A C1A C2A C3A -177.3(3) . . . . ? C7A C1A C2A C3A 3.4(5) . . . . ? O2A C2A C3A C4A 180.0(3) . . . . ? C1A C2A C3A C4A -1.0(5) . . . . ? C2A C3A C4A C5A -0.7(6) . . . . ? C3A C4A C5A C6A -1.1(6) . . . . ? C4A C5A C6A C7A 3.3(6) . . . . ? O1A C1A C7A C6A 178.4(3) . . . . ? C2A C1A C7A C6A -2.4(5) . . . . ? C5A C6A C7A C1A -1.6(6) . . . . ? 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 C3 H3B O1A 0.98 2.69 3.523(4) 142.9 4_566 C1 H1A C1A 0.98 2.85 3.499(4) 124.8 3_655 C3A H3A1 O2A 0.95 2.61 3.456(4) 148.1 3 _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.570 _refine_diff_density_min -0.725 _refine_diff_density_rms 0.155 # Attachment 'complex2.cif' data_complex2 _database_code_depnum_ccdc_archive 'CCDC 621189' _audit_creation_method SHELXL-97 _chemical_name_systematic ; dimethyltin(IV)-bis(tropolonate) ; _chemical_name_common dimethyltin(IV)-bis(tropolonate) _chemical_melting_point ? _chemical_formula_moiety 'C16 H16 O4 Sn' _chemical_formula_sum 'C16 H16 O4 Sn' _chemical_formula_weight 390.98 _chemical_compound_source 'obtained from the melt, from Me3Sn(trop) dismutation' 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' Sn Sn -0.6537 1.4246 '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 monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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 10.732(4) _cell_length_b 14.192(6) _cell_length_c 10.561(4) _cell_angle_alpha 90.00 _cell_angle_beta 98.24(4) _cell_angle_gamma 90.00 _cell_volume 1591.9(11) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 11252 _cell_measurement_theta_min 3.14 _cell_measurement_theta_max 27.67 _exptl_crystal_description yellowish _exptl_crystal_colour chunk _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.631 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 1.617 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.5459 _exptl_absorpt_correction_T_max 0.6933 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'R Axis Rapid' _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 10055 _diffrn_reflns_av_R_equivalents 0.0310 _diffrn_reflns_av_sigmaI/netI 0.0260 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.26 _diffrn_reflns_theta_max 25.01 _reflns_number_total 2750 _reflns_number_gt 2242 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_cell_refinement 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_data_reduction 'CrystalClear (Rigaku/MSC Inc., 2005)' _computing_structure_solution 'SIR92 (Altomare et al., 1994)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON (Spek, 2003)' _computing_publication_material 'WinGX (Farrugia, 1999), PLATON (Spek, 2003)' _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^)+(0.0616P)^2^+1.0454P] 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 2750 _refine_ls_number_parameters 192 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0457 _refine_ls_R_factor_gt 0.0329 _refine_ls_wR_factor_ref 0.1223 _refine_ls_wR_factor_gt 0.0943 _refine_ls_goodness_of_fit_ref 1.245 _refine_ls_restrained_S_all 1.245 _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 Sn1 Sn 0.27408(4) -0.09256(3) 0.27115(4) 0.05143(18) Uani 1 1 d . . . O1B O 0.3304(4) 0.0558(3) 0.2532(5) 0.0659(11) Uani 1 1 d . . . O2A O 0.1547(4) -0.0483(4) 0.0959(4) 0.0703(12) Uani 1 1 d . . . O2B O 0.1584(3) -0.0079(2) 0.3795(4) 0.0517(9) Uani 1 1 d . . . O1A O 0.3784(4) -0.1182(3) 0.1174(4) 0.0658(11) Uani 1 1 d . . . C1 C 0.4370(7) -0.1170(5) 0.4068(7) 0.0743(19) Uani 1 1 d . . . H1A H 0.5065 -0.1329 0.3629 0.104 Uiso 1 1 calc R . . H1B H 0.4213 -0.1680 0.4621 0.104 Uiso 1 1 calc R . . H1C H 0.4570 -0.0611 0.4568 0.104 Uiso 1 1 calc R . . C2B C 0.1843(5) 0.0820(3) 0.3911(5) 0.0453(12) Uani 1 1 d . . . C2A C 0.2036(5) -0.0565(4) -0.0095(5) 0.0496(13) Uani 1 1 d . . . C2 C 0.1451(7) -0.2075(5) 0.2765(9) 0.089(2) Uani 1 1 d . . . H2A H 0.1543 -0.2509 0.2087 0.124 Uiso 1 1 calc R . . H2B H 0.0605 -0.1838 0.2657 0.124 Uiso 1 1 calc R . . H2C H 0.1629 -0.2393 0.3573 0.124 Uiso 1 1 calc R . . C3B C 0.1182(6) 0.1352(4) 0.4685(6) 0.0619(15) Uani 1 1 d . . . H3B H 0.0566 0.1017 0.5029 0.080 Uiso 1 1 calc R . . C4B C 0.1263(8) 0.2281(5) 0.5040(7) 0.083(2) Uani 1 1 d . . . H4B H 0.0720 0.2467 0.5604 0.107 Uiso 1 1 calc R . . C7A C 0.4037(6) -0.0963(5) -0.0950(7) 0.0652(17) Uani 1 1 d . . . H7A H 0.4859 -0.1167 -0.0701 0.085 Uiso 1 1 calc R . . C5B C 0.2018(10) 0.2962(5) 0.4688(8) 0.096(3) Uani 1 1 d . . . H5B H 0.1944 0.3551 0.5057 0.125 Uiso 1 1 calc R . . C6A C 0.3747(6) -0.0753(5) -0.2218(7) 0.0724(19) Uani 1 1 d . . . H6A H 0.4410 -0.0812 -0.2690 0.094 Uiso 1 1 calc R . . C6B C 0.2893(8) 0.2893(5) 0.3840(9) 0.085(2) Uani 1 1 d . . . H6B H 0.3317 0.3447 0.3702 0.110 Uiso 1 1 calc R . . C5A C 0.2618(6) -0.0467(6) -0.2911(7) 0.0720(18) Uani 1 1 d . . . H5A H 0.2605 -0.0394 -0.3788 0.094 Uiso 1 1 calc R . . C7B C 0.3215(6) 0.2121(5) 0.3182(7) 0.0699(17) Uani 1 1 d . . . H7B H 0.3804 0.2234 0.2634 0.091 Uiso 1 1 calc R . . C4A C 0.1548(6) -0.0284(4) -0.2453(6) 0.0623(15) Uani 1 1 d . . . H4A H 0.0881 -0.0107 -0.3069 0.081 Uiso 1 1 calc R . . C1B C 0.2791(5) 0.1175(4) 0.3208(6) 0.0510(13) Uani 1 1 d . . . C3A C 0.1265(5) -0.0312(4) -0.1231(6) 0.0551(14) Uani 1 1 d . . . H3A H 0.0446 -0.0139 -0.1141 0.072 Uiso 1 1 calc R . . C1A C 0.3290(5) -0.0920(4) 0.0046(6) 0.0516(13) 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 0.0529(3) 0.0521(3) 0.0483(3) -0.00091(16) 0.00374(17) 0.01051(16) O1B 0.062(2) 0.057(2) 0.084(3) 0.011(2) 0.029(2) 0.005(2) O2A 0.055(2) 0.102(3) 0.053(3) 0.001(2) 0.005(2) 0.030(2) O2B 0.055(2) 0.046(2) 0.056(2) -0.0017(17) 0.0143(18) 0.0031(17) O1A 0.053(2) 0.090(3) 0.052(3) -0.001(2) -0.0007(19) 0.028(2) C1 0.070(4) 0.089(5) 0.059(4) -0.004(3) -0.005(3) 0.014(4) C2B 0.042(3) 0.046(3) 0.046(3) 0.000(2) 0.001(2) 0.002(2) C2A 0.041(3) 0.056(3) 0.051(3) -0.005(3) 0.005(2) 0.009(2) C2 0.076(5) 0.064(4) 0.125(7) -0.002(4) 0.013(5) -0.014(4) C3B 0.080(4) 0.054(3) 0.054(4) 0.001(3) 0.015(3) 0.005(3) C4B 0.115(6) 0.067(4) 0.070(5) -0.010(4) 0.028(4) 0.010(4) C7A 0.043(3) 0.088(5) 0.063(4) 0.001(3) 0.003(3) 0.010(3) C5B 0.163(9) 0.049(4) 0.074(5) -0.007(3) 0.008(6) -0.016(5) C6A 0.051(3) 0.105(5) 0.063(4) 0.006(4) 0.016(3) 0.004(3) C6B 0.101(6) 0.051(4) 0.094(6) 0.011(4) -0.013(5) -0.008(4) C5A 0.059(4) 0.104(5) 0.053(4) 0.014(4) 0.009(3) 0.004(4) C7B 0.067(4) 0.060(4) 0.080(5) 0.016(4) 0.003(3) -0.003(3) C4A 0.057(3) 0.073(4) 0.055(4) 0.009(3) -0.001(3) 0.006(3) C1B 0.037(3) 0.056(3) 0.058(3) 0.005(3) 0.001(2) 0.004(2) C3A 0.042(3) 0.070(4) 0.053(4) 0.002(3) 0.005(2) 0.011(3) C1A 0.044(3) 0.063(3) 0.047(3) -0.005(3) 0.005(2) 0.014(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 Sn1 C1 2.125(7) . ? Sn1 O1A 2.132(4) . ? Sn1 C2 2.145(7) . ? Sn1 O2B 2.168(4) . ? Sn1 O2A 2.187(4) . ? Sn1 O1B 2.206(4) . ? O1B C1B 1.302(8) . ? O2A C2A 1.302(7) . ? O2B C2B 1.308(6) . ? O1A C1A 1.287(7) . ? C1 H1A 0.9600 . ? C1 H1B 0.9600 . ? C1 H1C 0.9600 . ? C2B C3B 1.380(8) . ? C2B C1B 1.434(8) . ? C2A C3A 1.404(8) . ? C2A C1A 1.424(7) . ? C2 H2A 0.9600 . ? C2 H2B 0.9600 . ? C2 H2C 0.9600 . ? C3B C4B 1.369(9) . ? C3B H3B 0.9300 . ? C4B C5B 1.348(11) . ? C4B H4B 0.9300 . ? C7A C6A 1.364(10) . ? C7A C1A 1.412(9) . ? C7A H7A 0.9300 . ? C5B C6B 1.391(12) . ? C5B H5B 0.9300 . ? C6A C5A 1.383(9) . ? C6A H6A 0.9300 . ? C6B C7B 1.368(11) . ? C6B H6B 0.9300 . ? C5A C4A 1.335(9) . ? C5A H5A 0.9300 . ? C7B C1B 1.419(8) . ? C7B H7B 0.9300 . ? C4A C3A 1.368(9) . ? C4A H4A 0.9300 . ? C3A H3A 0.9300 . ? 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 Sn1 O1A 90.8(2) . . ? C1 Sn1 C2 109.3(3) . . ? O1A Sn1 C2 107.5(3) . . ? C1 Sn1 O2B 102.3(2) . . ? O1A Sn1 O2B 154.10(16) . . ? C2 Sn1 O2B 89.3(3) . . ? C1 Sn1 O2A 160.7(2) . . ? O1A Sn1 O2A 73.30(15) . . ? C2 Sn1 O2A 86.5(3) . . ? O2B Sn1 O2A 88.68(15) . . ? C1 Sn1 O1B 90.2(2) . . ? O1A Sn1 O1B 85.25(18) . . ? C2 Sn1 O1B 156.0(2) . . ? O2B Sn1 O1B 72.61(15) . . ? O2A Sn1 O1B 77.74(19) . . ? C1B O1B Sn1 116.9(4) . . ? C2A O2A Sn1 116.0(3) . . ? C2B O2B Sn1 117.4(3) . . ? C1A O1A Sn1 117.6(3) . . ? Sn1 C1 H1A 109.5 . . ? Sn1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? Sn1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? O2B C2B C3B 118.0(5) . . ? O2B C2B C1B 116.8(5) . . ? C3B C2B C1B 125.2(5) . . ? O2A C2A C3A 116.5(5) . . ? O2A C2A C1A 115.7(5) . . ? C3A C2A C1A 127.8(5) . . ? Sn1 C2 H2A 109.5 . . ? Sn1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? Sn1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4B C3B C2B 132.1(7) . . ? C4B C3B H3B 113.9 . . ? C2B C3B H3B 113.9 . . ? C5B C4B C3B 129.2(7) . . ? C5B C4B H4B 115.4 . . ? C3B C4B H4B 115.4 . . ? C6A C7A C1A 130.4(6) . . ? C6A C7A H7A 114.8 . . ? C1A C7A H7A 114.8 . . ? C4B C5B C6B 128.0(7) . . ? C4B C5B H5B 116.0 . . ? C6B C5B H5B 116.0 . . ? C7A C6A C5A 130.0(6) . . ? C7A C6A H6A 115.0 . . ? C5A C6A H6A 115.0 . . ? C7B C6B C5B 128.8(7) . . ? C7B C6B H6B 115.6 . . ? C5B C6B H6B 115.6 . . ? C4A C5A C6A 126.8(7) . . ? C4A C5A H5A 116.6 . . ? C6A C5A H5A 116.6 . . ? C6B C7B C1B 130.0(7) . . ? C6B C7B H7B 115.0 . . ? C1B C7B H7B 115.0 . . ? C5A C4A C3A 130.9(6) . . ? C5A C4A H4A 114.5 . . ? C3A C4A H4A 114.5 . . ? O1B C1B C7B 117.7(6) . . ? O1B C1B C2B 115.8(5) . . ? C7B C1B C2B 126.5(6) . . ? C4A C3A C2A 129.1(5) . . ? C4A C3A H3A 115.5 . . ? C2A C3A H3A 115.5 . . ? O1A C1A C7A 118.3(5) . . ? O1A C1A C2A 117.2(5) . . ? C7A C1A C2A 124.5(5) . . ? 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 C3A H3A O2A 0.93 2.35 3.272(7) 173.1 3 C4A H4A O2B 0.93 2.66 3.494(7) 149.6 3 C6A H6A O1B 0.93 2.46 3.241(8) 141.5 3_655 _diffrn_measured_fraction_theta_max 0.977 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.977 _refine_diff_density_max 0.606 _refine_diff_density_min -0.596 _refine_diff_density_rms 0.183