# Electronic Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email rmichel@chemie.uni-goettingen.de _publ_contact_author_name 'Reent Michel' _publ_author_name 'Reent Michel' data_c2c _database_code_depnum_ccdc_archive 'CCDC 863377' #TrackingRef 'c2c_ccdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H44 Ge N2' _chemical_formula_weight 553.30 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' Ge Ge 0.1547 1.8001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M C2/c 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 15.509(2) _cell_length_b 8.506(2) _cell_length_c 24.339(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.03(2) _cell_angle_gamma 90.00 _cell_volume 3128.1(9) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9849 _cell_measurement_theta_min 2.696 _cell_measurement_theta_max 30.499 _exptl_crystal_description block _exptl_crystal_colour red _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.175 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 1.002 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9508 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details SADABS-2008/1 _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode (TXS)' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Bruker Smart APEX II Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 31743 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0185 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.72 _diffrn_reflns_theta_max 30.55 _reflns_number_total 4786 _reflns_number_gt 3967 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2011.2' _computing_cell_refinement 'SAINT V7.68A' _computing_data_reduction 'SAINT V7.68A' _computing_structure_solution 'SHELXS in SHELXTL Version 2008/3' _computing_structure_refinement 'SHELXL in SHELXTL Version 2008/3' _computing_molecular_graphics 'Shelxle, C. B. H bschle, 2011' _computing_publication_material 'XSHELL in SHELXTL-97' _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^)+(0.0532P)^2^+2.6897P] 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 SHELXL _refine_ls_extinction_coef 0.0007(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4786 _refine_ls_number_parameters 182 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0514 _refine_ls_R_factor_gt 0.0408 _refine_ls_wR_factor_ref 0.1098 _refine_ls_wR_factor_gt 0.1039 _refine_ls_goodness_of_fit_ref 1.040 _refine_ls_restrained_S_all 1.040 _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 Ge1 Ge 0.48401(3) 0.45426(3) 0.24548(4) 0.02843(15) Uani 0.50 1 d P . . H1 H 0.591(2) 0.381(5) 0.2769(16) 0.043 Uiso 0.50 1 d P . . N1 N 0.46746(7) 0.51503(13) 0.33343(4) 0.0226(2) Uani 1 1 d . . . C2 C 0.48095(8) 0.76361(15) 0.29561(5) 0.0227(2) Uani 1 1 d . . . C3 C 0.48053(9) 0.92814(16) 0.29551(6) 0.0292(3) Uani 1 1 d . . . H3 H 0.4671 0.9844 0.3262 0.035 Uiso 1 1 calc R . . C4 C 0.5000 1.0089(2) 0.2500 0.0334(4) Uani 1 2 d S . . H4 H 0.5000 1.1206 0.2500 0.040 Uiso 1 2 calc SR . . C5 C 0.46359(8) 0.66483(15) 0.34167(5) 0.0238(2) Uani 1 1 d . . . C6 C 0.44425(13) 0.7374(2) 0.39352(7) 0.0414(4) Uani 1 1 d . . . H6A H 0.3918 0.8045 0.3830 0.062 Uiso 1 1 calc R . . H6B H 0.4950 0.8009 0.4125 0.062 Uiso 1 1 calc R . . H6C H 0.4333 0.6543 0.4190 0.062 Uiso 1 1 calc R . . C7 C 0.45849(8) 0.39905(15) 0.37387(5) 0.0232(2) Uani 1 1 d . . . C8 C 0.37789(9) 0.31768(17) 0.36736(6) 0.0274(3) Uani 1 1 d . . . C9 C 0.37273(10) 0.19659(18) 0.40482(7) 0.0340(3) Uani 1 1 d . . . H9 H 0.3186 0.1410 0.4013 0.041 Uiso 1 1 calc R . . C10 C 0.44480(11) 0.15550(18) 0.44708(7) 0.0357(3) Uani 1 1 d . . . H10 H 0.4399 0.0731 0.4725 0.043 Uiso 1 1 calc R . . C11 C 0.52408(10) 0.23473(18) 0.45216(6) 0.0321(3) Uani 1 1 d . . . H11 H 0.5736 0.2045 0.4809 0.039 Uiso 1 1 calc R . . C12 C 0.53289(9) 0.35775(16) 0.41616(5) 0.0259(3) Uani 1 1 d . . . C13 C 0.62160(9) 0.44015(18) 0.42220(7) 0.0317(3) Uani 1 1 d . . . H13 H 0.6132 0.5294 0.3947 0.038 Uiso 1 1 calc R . . C14 C 0.68983(12) 0.3292(3) 0.40742(9) 0.0503(4) Uani 1 1 d . . . H14A H 0.6690 0.2921 0.3686 0.075 Uiso 1 1 calc R . . H14B H 0.6983 0.2392 0.4332 0.075 Uiso 1 1 calc R . . H14C H 0.7461 0.3849 0.4110 0.075 Uiso 1 1 calc R . . C15 C 0.65461(13) 0.5085(3) 0.48134(9) 0.0520(5) Uani 1 1 d . . . H15A H 0.7086 0.5694 0.4826 0.078 Uiso 1 1 calc R . . H15B H 0.6673 0.4227 0.5089 0.078 Uiso 1 1 calc R . . H15C H 0.6090 0.5771 0.4904 0.078 Uiso 1 1 calc R . . C16 C 0.29754(10) 0.3605(2) 0.32146(7) 0.0367(3) Uani 1 1 d . . . H16 H 0.3152 0.4473 0.2985 0.044 Uiso 1 1 calc R . . C17 C 0.26564(15) 0.2233(3) 0.28204(10) 0.0643(6) Uani 1 1 d . . . H17A H 0.2163 0.2576 0.2518 0.096 Uiso 1 1 calc R . . H17B H 0.2459 0.1378 0.3032 0.096 Uiso 1 1 calc R . . H17C H 0.3142 0.1860 0.2657 0.096 Uiso 1 1 calc R . . C18 C 0.22335(15) 0.4221(4) 0.34738(12) 0.0730(7) Uani 1 1 d . . . H18A H 0.1739 0.4573 0.3173 0.110 Uiso 1 1 calc R . . H18B H 0.2453 0.5106 0.3724 0.110 Uiso 1 1 calc R . . H18C H 0.2032 0.3380 0.3690 0.110 Uiso 1 1 calc R . . C1 C 0.5000 0.6815(2) 0.2500 0.0212(3) Uani 1 2 d S . . 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 Ge1 0.0383(4) 0.01461(12) 0.0324(3) -0.00032(14) 0.0081(3) -0.00073(11) N1 0.0274(5) 0.0199(5) 0.0201(5) -0.0004(4) 0.0042(4) 0.0013(4) C2 0.0235(5) 0.0176(5) 0.0255(6) -0.0017(4) 0.0019(4) 0.0009(4) C3 0.0340(7) 0.0179(6) 0.0347(7) -0.0049(5) 0.0058(5) 0.0021(5) C4 0.0419(11) 0.0134(8) 0.0440(11) 0.000 0.0079(9) 0.000 C5 0.0254(6) 0.0218(6) 0.0233(6) -0.0028(5) 0.0039(4) 0.0024(5) C6 0.0656(11) 0.0288(8) 0.0350(7) -0.0056(6) 0.0225(7) 0.0056(7) C7 0.0297(6) 0.0194(6) 0.0211(5) -0.0003(4) 0.0071(5) 0.0028(5) C8 0.0301(6) 0.0238(6) 0.0276(6) -0.0006(5) 0.0052(5) -0.0005(5) C9 0.0394(7) 0.0260(7) 0.0386(8) 0.0011(6) 0.0131(6) -0.0050(6) C10 0.0506(9) 0.0246(7) 0.0338(7) 0.0077(6) 0.0137(6) 0.0019(6) C11 0.0404(7) 0.0291(7) 0.0254(6) 0.0048(5) 0.0044(5) 0.0069(6) C12 0.0305(6) 0.0244(6) 0.0223(6) -0.0004(5) 0.0046(5) 0.0038(5) C13 0.0284(6) 0.0312(7) 0.0333(7) 0.0016(6) 0.0021(5) 0.0029(5) C14 0.0383(8) 0.0494(11) 0.0670(12) -0.0022(9) 0.0195(8) 0.0067(8) C15 0.0430(9) 0.0606(12) 0.0478(10) -0.0171(9) 0.0007(8) -0.0073(9) C16 0.0302(7) 0.0358(8) 0.0400(8) 0.0020(6) -0.0005(6) -0.0029(6) C17 0.0537(11) 0.0628(14) 0.0626(13) -0.0175(11) -0.0160(10) 0.0000(10) C18 0.0495(11) 0.0926(19) 0.0719(15) -0.0072(14) 0.0032(10) 0.0337(12) C1 0.0227(7) 0.0155(7) 0.0236(8) 0.000 0.0018(6) 0.000 _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 Ge1 Ge1 0.4951(7) 2_655 ? Ge1 C1 1.9483(18) . ? Ge1 N1 2.2722(15) . ? Ge1 N1 2.2746(15) 2_655 ? Ge1 H1 1.77(4) . ? N1 C5 1.2934(17) . ? N1 C7 1.4224(17) . ? N1 Ge1 2.2747(15) 2_655 ? C2 C1 1.3985(15) . ? C2 C3 1.3995(18) . ? C2 C5 1.4736(18) . ? C3 C4 1.3929(18) . ? C3 H3 0.9500 . ? C4 C3 1.3928(18) 2_655 ? C4 H4 0.9500 . ? C5 C6 1.4947(19) . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C8 1.4062(19) . ? C7 C12 1.4067(18) . ? C8 C9 1.390(2) . ? C8 C16 1.519(2) . ? C9 C10 1.382(2) . ? C9 H9 0.9500 . ? C10 C11 1.383(2) . ? C10 H10 0.9500 . ? C11 C12 1.391(2) . ? C11 H11 0.9500 . ? C12 C13 1.521(2) . ? C13 C14 1.520(2) . ? C13 C15 1.530(2) . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 C17 1.521(3) . ? C16 C18 1.524(3) . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C1 C2 1.3985(15) 2_655 ? C1 Ge1 1.9483(18) 2_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 Ge1 Ge1 C1 82.698(13) 2_655 . ? Ge1 Ge1 N1 84.0(2) 2_655 . ? C1 Ge1 N1 76.18(4) . . ? Ge1 Ge1 N1 83.5(2) 2_655 2_655 ? C1 Ge1 N1 76.12(4) . 2_655 ? N1 Ge1 N1 150.79(5) . 2_655 ? Ge1 Ge1 H1 20.5(14) 2_655 . ? C1 Ge1 H1 103.2(14) . . ? N1 Ge1 H1 88.1(13) . . ? N1 Ge1 H1 89.3(13) 2_655 . ? C5 N1 C7 124.11(11) . . ? C5 N1 Ge1 112.91(9) . . ? C7 N1 Ge1 122.93(8) . . ? C5 N1 Ge1 112.99(9) . 2_655 ? C7 N1 Ge1 121.96(8) . 2_655 ? Ge1 N1 Ge1 12.50(2) . 2_655 ? C1 C2 C3 120.00(13) . . ? C1 C2 C5 115.24(12) . . ? C3 C2 C5 124.75(12) . . ? C4 C3 C2 119.51(14) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C3 C4 C3 120.93(19) 2_655 . ? C3 C4 H4 119.5 2_655 . ? C3 C4 H4 119.5 . . ? N1 C5 C2 114.89(11) . . ? N1 C5 C6 124.25(13) . . ? C2 C5 C6 120.85(12) . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C8 C7 C12 121.41(12) . . ? C8 C7 N1 119.12(11) . . ? C12 C7 N1 119.17(12) . . ? C9 C8 C7 118.16(13) . . ? C9 C8 C16 120.10(13) . . ? C7 C8 C16 121.73(13) . . ? C10 C9 C8 121.27(14) . . ? C10 C9 H9 119.4 . . ? C8 C9 H9 119.4 . . ? C9 C10 C11 119.78(14) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C10 C11 C12 121.45(13) . . ? C10 C11 H11 119.3 . . ? C12 C11 H11 119.3 . . ? C11 C12 C7 117.90(13) . . ? C11 C12 C13 120.05(12) . . ? C7 C12 C13 122.03(12) . . ? C14 C13 C12 110.72(13) . . ? C14 C13 C15 110.82(15) . . ? C12 C13 C15 111.69(14) . . ? C14 C13 H13 107.8 . . ? C12 C13 H13 107.8 . . ? C15 C13 H13 107.8 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C8 C16 C17 112.08(15) . . ? C8 C16 C18 110.41(15) . . ? C17 C16 C18 110.87(18) . . ? C8 C16 H16 107.8 . . ? C17 C16 H16 107.8 . . ? C18 C16 H16 107.8 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C2 C1 C2 120.04(16) . 2_655 ? C2 C1 Ge1 119.86(9) . 2_655 ? C2 C1 Ge1 119.57(9) 2_655 2_655 ? C2 C1 Ge1 119.57(9) . . ? C2 C1 Ge1 119.85(9) 2_655 . ? Ge1 C1 Ge1 14.60(3) 2_655 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 30.55 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.566 _refine_diff_density_min -0.314 _refine_diff_density_rms 0.063 # Attachment 'twin5_ccdc.cif' data_twin5 _database_code_depnum_ccdc_archive 'CCDC 863378' #TrackingRef 'twin5_ccdc.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C48 H60 N2 Sn' _chemical_formula_weight 783.67 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' 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 Pc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' _cell_length_a 10.511(2) _cell_length_b 13.107(2) _cell_length_c 15.884(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.82(2) _cell_angle_gamma 90.00 _cell_volume 2162.4(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9931 _cell_measurement_theta_min 2.502 _cell_measurement_theta_max 31.515 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.204 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 824 _exptl_absorpt_coefficient_mu 0.623 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.806692 _exptl_absorpt_correction_T_max 0.862275 _exptl_absorpt_process_details TWINABS-2008/4 _exptl_special_details ; HKLF 5 dataset constructed from all observations involving domain 1 48732 Corrected reflections written to file twin5.hkl Reflections merged according to point-group m Single reflections that also occur in composites omitted Racemic twinning included for all components Second component not inverted relative to first ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode (TXS)' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type 'Bruker Smart APEX II Ultra' _diffrn_measurement_method 'omega scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 14410 _diffrn_reflns_av_R_equivalents 0.0307 _diffrn_reflns_av_sigmaI/netI 0.0296 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 1.55 _diffrn_reflns_theta_max 31.56 _reflns_number_total 14410 _reflns_number_gt 12975 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 v2011.2' _computing_cell_refinement 'SAINT V7.68A' _computing_data_reduction 'SAINT V7.68A' _computing_structure_solution 'SHELXS in SHELXTL Version 2008/3' _computing_structure_refinement 'SHELXL in SHELXTL Version 2008/3' _computing_molecular_graphics 'Shelxle, C. B. H bschle, 2011' _computing_publication_material 'XSHELL in SHELXTL-97' _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^)+(0.0254P)^2^+0.7170P] 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 0.00(2) _refine_ls_number_reflns 14410 _refine_ls_number_parameters 573 _refine_ls_number_restraints 419 _refine_ls_R_factor_all 0.0437 _refine_ls_R_factor_gt 0.0354 _refine_ls_wR_factor_ref 0.0740 _refine_ls_wR_factor_gt 0.0701 _refine_ls_goodness_of_fit_ref 1.090 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.008 _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 C100 C 0.7548(4) 0.1526(3) 0.2886(3) 0.0623(10) Uani 0.877(4) 1 d PDU A 1 H10D H 0.7928 0.1697 0.3472 0.093 Uiso 0.877(4) 1 calc PR A 1 H10E H 0.6905 0.0986 0.2895 0.093 Uiso 0.877(4) 1 calc PR A 1 H10F H 0.7136 0.2132 0.2605 0.093 Uiso 0.877(4) 1 calc PR A 1 C101 C 0.8586(3) 0.1159(2) 0.24065(16) 0.0364(6) Uani 0.877(4) 1 d PDU A 1 C102 C 0.8612(3) 0.0163(2) 0.21229(19) 0.0342(6) Uani 0.877(4) 1 d PDU A 1 H102 H 0.7955 -0.0295 0.2230 0.041 Uiso 0.877(4) 1 calc PR A 1 C103 C 0.9568(3) -0.0182(2) 0.16886(17) 0.0345(5) Uani 0.877(4) 1 d PDU A 1 H103 H 0.9568 -0.0872 0.1506 0.041 Uiso 0.877(4) 1 calc PR A 1 C104 C 1.0522(3) 0.0470(2) 0.15203(18) 0.0402(6) Uani 0.877(4) 1 d PDU A 1 H104 H 1.1181 0.0235 0.1221 0.048 Uiso 0.877(4) 1 calc PR A 1 C105 C 1.0512(3) 0.1472(3) 0.1790(3) 0.0480(8) Uani 0.877(4) 1 d PDU A 1 H105 H 1.1160 0.1931 0.1669 0.058 Uiso 0.877(4) 1 calc PR A 1 C106 C 0.9558(4) 0.1811(3) 0.2239(3) 0.0432(7) Uani 0.877(4) 1 d PDU A 1 H106 H 0.9571 0.2497 0.2434 0.052 Uiso 0.877(4) 1 calc PR A 1 C300 C 1.102(3) 0.142(4) 0.172(2) 0.078(9) Uani 0.123(4) 1 d PDU A 2 H30D H 1.0866 0.1872 0.1221 0.116 Uiso 0.123(4) 1 calc PR A 2 H30E H 1.1415 0.0786 0.1565 0.116 Uiso 0.123(4) 1 calc PR A 2 H30F H 1.1610 0.1764 0.2174 0.116 Uiso 0.123(4) 1 calc PR A 2 C301 C 0.9785(16) 0.1199(14) 0.2025(11) 0.047(4) Uani 0.123(4) 1 d PDU A 2 C302 C 0.9143(19) 0.2012(17) 0.2323(18) 0.055(5) Uani 0.123(4) 1 d PDU A 2 H302 H 0.9501 0.2678 0.2328 0.066 Uiso 0.123(4) 1 calc PR A 2 C303 C 0.7985(18) 0.1861(14) 0.2615(16) 0.052(5) Uani 0.123(4) 1 d PDU A 2 H303 H 0.7534 0.2419 0.2811 0.063 Uiso 0.123(4) 1 calc PR A 2 C304 C 0.7494(18) 0.0880(12) 0.2615(14) 0.046(4) Uani 0.123(4) 1 d PDU A 2 H304 H 0.6714 0.0761 0.2832 0.055 Uiso 0.123(4) 1 calc PR A 2 C305 C 0.8125(19) 0.0079(12) 0.2306(16) 0.043(5) Uani 0.123(4) 1 d PDU A 2 H305 H 0.7760 -0.0585 0.2293 0.052 Uiso 0.123(4) 1 calc PR A 2 C306 C 0.9278(17) 0.0224(13) 0.2014(13) 0.039(4) Uani 0.123(4) 1 d PDU A 2 H306 H 0.9718 -0.0334 0.1809 0.047 Uiso 0.123(4) 1 calc PR A 2 C200 C 1.0311(4) 0.4243(3) 0.0678(3) 0.0785(11) Uani 1 1 d DU . . H20D H 0.9927 0.4670 0.0199 0.118 Uiso 1 1 calc R . . H20E H 1.0246 0.3524 0.0510 0.118 Uiso 1 1 calc R . . H20F H 1.1220 0.4427 0.0841 0.118 Uiso 1 1 calc R . . C201 C 0.9619(3) 0.4409(2) 0.1411(2) 0.0515(6) Uani 1 1 d DU . . C202 C 1.0265(3) 0.4764(2) 0.2181(2) 0.0640(9) Uani 1 1 d DU . . H202 H 1.1163 0.4900 0.2248 0.077 Uiso 1 1 calc R . . C203 C 0.9591(5) 0.4918(3) 0.2847(3) 0.0882(13) Uani 1 1 d DU . . H203 H 1.0040 0.5168 0.3371 0.106 Uiso 1 1 calc R . . C204 C 0.8301(5) 0.4725(3) 0.2787(3) 0.0828(11) Uani 1 1 d DU . . H204 H 0.7858 0.4840 0.3257 0.099 Uiso 1 1 calc R . . C205 C 0.7654(4) 0.4353(2) 0.2010(2) 0.0647(8) Uani 1 1 d DU . . H205 H 0.6764 0.4188 0.1949 0.078 Uiso 1 1 calc R . . C206 C 0.8316(3) 0.4229(2) 0.1339(2) 0.0501(6) Uani 1 1 d DU . . H206 H 0.7861 0.4012 0.0806 0.060 Uiso 1 1 calc R . . C1 C 0.4108(2) 0.39465(12) 0.11870(10) 0.0202(3) Uani 1 1 d D . . C2 C 0.4099(2) 0.29167(12) 0.14228(10) 0.0209(3) Uani 1 1 d . C . C3 C 0.4118(2) 0.26416(14) 0.22776(11) 0.0266(4) Uani 1 1 d . . . H3 H 0.4113 0.1942 0.2435 0.032 Uiso 1 1 calc R C . C4 C 0.4143(3) 0.33982(17) 0.28949(13) 0.0321(4) Uani 1 1 d . C . H4 H 0.4149 0.3214 0.3474 0.039 Uiso 1 1 calc R . . C5 C 0.4160(3) 0.44168(15) 0.26693(11) 0.0295(4) Uani 1 1 d . . . H5 H 0.4186 0.4929 0.3095 0.035 Uiso 1 1 calc R C . C6 C 0.4137(2) 0.46982(13) 0.18142(11) 0.0217(3) Uani 1 1 d . C . C7 C 0.4122(2) 0.21572(13) 0.07352(11) 0.0191(3) Uani 1 1 d . . . C8 C 0.4165(2) 0.10421(13) 0.09453(12) 0.0278(4) Uani 1 1 d . C . H8A H 0.4080 0.0644 0.0418 0.042 Uiso 1 1 calc R . . H8B H 0.3455 0.0873 0.1256 0.042 Uiso 1 1 calc R . . H8C H 0.4987 0.0880 0.1300 0.042 Uiso 1 1 calc R . . C9 C 0.4203(2) 0.57713(13) 0.15414(10) 0.0219(3) Uani 1 1 d . . . C10 C 0.4312(3) 0.66034(17) 0.21951(15) 0.0383(5) Uani 1 1 d . C . H10A H 0.4356 0.7266 0.1914 0.058 Uiso 1 1 calc R . . H10B H 0.5094 0.6501 0.2610 0.058 Uiso 1 1 calc R . . H10C H 0.3558 0.6588 0.2489 0.058 Uiso 1 1 calc R . . C11 C 0.4171(2) 0.18702(12) -0.07403(11) 0.0172(3) Uani 1 1 d . . . C12 C 0.5375(2) 0.16480(12) -0.09729(11) 0.0192(3) Uani 1 1 d . C . C13 C 0.5404(2) 0.10964(13) -0.17220(11) 0.0236(3) Uani 1 1 d . . . H13 H 0.6209 0.0937 -0.1893 0.028 Uiso 1 1 calc R C . C14 C 0.4276(2) 0.07782(13) -0.22192(12) 0.0261(3) Uani 1 1 d . C . H14 H 0.4310 0.0406 -0.2729 0.031 Uiso 1 1 calc R . . C15 C 0.3099(2) 0.10023(14) -0.19742(12) 0.0256(3) Uani 1 1 d . . . H15 H 0.2331 0.0772 -0.2315 0.031 Uiso 1 1 calc R C . C16 C 0.3020(2) 0.15593(13) -0.12369(11) 0.0203(3) Uani 1 1 d . C . C17 C 0.1708(2) 0.18173(16) -0.09980(13) 0.0284(4) Uani 1 1 d . . . H17 H 0.1850 0.2222 -0.0458 0.034 Uiso 1 1 calc R C . C18 C 0.0928(3) 0.24719(19) -0.16869(17) 0.0411(5) Uani 1 1 d . C . H18A H 0.0793 0.2095 -0.2226 0.062 Uiso 1 1 calc R . . H18B H 0.1397 0.3104 -0.1758 0.062 Uiso 1 1 calc R . . H18C H 0.0093 0.2636 -0.1519 0.062 Uiso 1 1 calc R . . C19 C 0.0968(3) 0.08486(19) -0.08360(17) 0.0408(5) Uani 1 1 d . C . H19A H 0.1513 0.0414 -0.0427 0.061 Uiso 1 1 calc R . . H19B H 0.0730 0.0478 -0.1373 0.061 Uiso 1 1 calc R . . H19C H 0.0187 0.1034 -0.0604 0.061 Uiso 1 1 calc R . . C20 C 0.6629(2) 0.19689(16) -0.04312(12) 0.0277(4) Uani 1 1 d . . . H20 H 0.6410 0.2395 0.0049 0.033 Uiso 1 1 calc R C . C21 C 0.7449(3) 0.2616(2) -0.09371(16) 0.0429(5) Uani 1 1 d . C . H21A H 0.6983 0.3242 -0.1128 0.064 Uiso 1 1 calc R . . H21B H 0.7631 0.2230 -0.1433 0.064 Uiso 1 1 calc R . . H21C H 0.8260 0.2792 -0.0575 0.064 Uiso 1 1 calc R . . C22 C 0.7376(3) 0.1038(2) -0.00478(17) 0.0440(5) Uani 1 1 d . C . H22A H 0.7646 0.0627 -0.0505 0.066 Uiso 1 1 calc R . . H22B H 0.6824 0.0626 0.0264 0.066 Uiso 1 1 calc R . . H22C H 0.8137 0.1262 0.0343 0.066 Uiso 1 1 calc R . . C23 C 0.4304(2) 0.69218(12) 0.03851(11) 0.0207(3) Uani 1 1 d . . . C24 C 0.5537(2) 0.72965(13) 0.03225(12) 0.0244(3) Uani 1 1 d . C . C25 C 0.5626(3) 0.82282(15) -0.00865(14) 0.0324(4) Uani 1 1 d . . . H25 H 0.6452 0.8500 -0.0127 0.039 Uiso 1 1 calc R C . C26 C 0.4544(3) 0.87639(14) -0.04332(14) 0.0347(5) Uani 1 1 d . C . H26 H 0.4626 0.9395 -0.0714 0.042 Uiso 1 1 calc R . . C27 C 0.3334(3) 0.83775(14) -0.03706(14) 0.0323(4) Uani 1 1 d . . . H27 H 0.2591 0.8751 -0.0609 0.039 Uiso 1 1 calc R C . C28 C 0.3186(2) 0.74500(14) 0.00355(12) 0.0255(3) Uani 1 1 d D B . C29 C 0.1864(2) 0.70315(17) 0.00987(14) 0.0342(4) Uani 1 1 d D . . H29 H 0.1955 0.6274 0.0152 0.041 Uiso 0.49(3) 1 calc PR B 1 H29' H 0.1975 0.6348 0.0380 0.041 Uiso 0.51(3) 1 calc PR B 2 C30 C 0.0919(13) 0.7242(13) -0.0729(6) 0.048(3) Uani 0.49(3) 1 d PDU B 1 H30A H 0.1293 0.6996 -0.1219 0.072 Uiso 0.49(3) 1 calc PR B 1 H30B H 0.0759 0.7977 -0.0786 0.072 Uiso 0.49(3) 1 calc PR B 1 H30C H 0.0105 0.6886 -0.0705 0.072 Uiso 0.49(3) 1 calc PR B 1 C31 C 0.1317(11) 0.7388(14) 0.0851(6) 0.046(2) Uani 0.49(3) 1 d PDU B 1 H31A H 0.0464 0.7085 0.0846 0.070 Uiso 0.49(3) 1 calc PR B 1 H31B H 0.1240 0.8133 0.0834 0.070 Uiso 0.49(3) 1 calc PR B 1 H31C H 0.1884 0.7183 0.1372 0.070 Uiso 0.49(3) 1 calc PR B 1 C30' C 0.1018(13) 0.6900(16) -0.0744(7) 0.065(4) Uani 0.51(3) 1 d PDU B 2 H30G H 0.0181 0.6629 -0.0653 0.097 Uiso 0.51(3) 1 calc PR B 2 H30H H 0.1425 0.6424 -0.1097 0.097 Uiso 0.51(3) 1 calc PR B 2 H30I H 0.0896 0.7562 -0.1032 0.097 Uiso 0.51(3) 1 calc PR B 2 C31' C 0.1199(11) 0.7755(11) 0.0684(8) 0.048(2) Uani 0.51(3) 1 d PDU B 2 H31D H 0.1771 0.7858 0.1225 0.072 Uiso 0.51(3) 1 calc PR B 2 H31E H 0.0391 0.7446 0.0793 0.072 Uiso 0.51(3) 1 calc PR B 2 H31F H 0.1017 0.8414 0.0399 0.072 Uiso 0.51(3) 1 calc PR B 2 C32 C 0.6748(2) 0.67093(16) 0.06712(15) 0.0314(4) Uani 1 1 d . . . H32 H 0.6471 0.6040 0.0885 0.038 Uiso 1 1 calc R C . C33 C 0.7559(3) 0.6482(2) -0.00208(18) 0.0483(6) Uani 1 1 d . C . H33A H 0.7863 0.7124 -0.0236 0.072 Uiso 1 1 calc R . . H33B H 0.7037 0.6114 -0.0488 0.072 Uiso 1 1 calc R . . H33C H 0.8299 0.6062 0.0216 0.072 Uiso 1 1 calc R . . C34 C 0.7528(3) 0.7260(2) 0.14262(17) 0.0493(6) Uani 1 1 d . C . H34A H 0.7807 0.7925 0.1240 0.074 Uiso 1 1 calc R . . H34B H 0.8285 0.6850 0.1649 0.074 Uiso 1 1 calc R . . H34C H 0.6994 0.7358 0.1874 0.074 Uiso 1 1 calc R . . N1 N 0.4115(2) 0.25146(9) -0.00220(11) 0.0175(3) Uani 1 1 d D C . N2 N 0.41871(19) 0.59319(10) 0.07368(9) 0.0184(2) Uani 1 1 d D C . Sn1 Sn 0.44477(4) 0.43648(2) -0.007918(15) 0.0187(2) Uani 0.479(3) 1 d PD C 1 H1 H 0.2738(4) 0.4432(12) -0.036(2) 0.028 Uiso 0.479(3) 1 d PD C 1 Sn1' Sn 0.37944(2) 0.43761(2) -0.014969(13) 0.0186(2) Uani 0.521(3) 1 d PD C 2 H1' H 0.5506(4) 0.4393(12) -0.009(2) 0.028 Uiso 0.521(3) 1 d PD C 2 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 C100 0.073(2) 0.051(2) 0.066(2) -0.0177(18) 0.0236(19) 0.0060(18) C101 0.0433(13) 0.0340(12) 0.0306(12) 0.0005(9) 0.0014(10) 0.0027(10) C102 0.0379(15) 0.0294(13) 0.0368(14) 0.0035(10) 0.0104(13) -0.0022(12) C103 0.0374(12) 0.0297(12) 0.0361(13) 0.0027(10) 0.0049(10) 0.0048(10) C104 0.0305(11) 0.0505(16) 0.0386(13) 0.0117(11) 0.0025(10) 0.0057(11) C105 0.0331(15) 0.0462(16) 0.060(2) 0.0157(14) -0.0062(14) -0.0118(14) C106 0.0451(18) 0.0310(15) 0.0473(17) 0.0014(13) -0.0125(14) -0.0052(13) C300 0.053(15) 0.10(2) 0.076(19) 0.022(16) 0.010(14) -0.022(13) C301 0.030(7) 0.049(8) 0.055(10) 0.016(8) -0.019(6) -0.006(6) C302 0.048(11) 0.048(9) 0.060(13) 0.000(10) -0.020(9) -0.009(8) C303 0.051(9) 0.033(7) 0.067(13) 0.003(9) -0.011(8) -0.005(7) C304 0.047(9) 0.032(8) 0.061(11) 0.007(8) 0.014(8) 0.010(6) C305 0.051(10) 0.015(6) 0.066(13) 0.010(7) 0.013(9) -0.001(6) C306 0.029(7) 0.046(8) 0.042(9) 0.006(8) 0.006(7) 0.003(7) C200 0.082(2) 0.062(2) 0.099(3) 0.0123(19) 0.037(2) 0.0090(18) C201 0.0452(13) 0.0385(13) 0.0700(19) 0.0087(12) 0.0060(12) -0.0020(11) C202 0.0666(17) 0.0426(15) 0.072(2) 0.0162(14) -0.0232(15) -0.0208(14) C203 0.146(4) 0.0442(17) 0.065(2) 0.0056(15) -0.014(2) -0.027(2) C204 0.144(3) 0.0472(17) 0.067(2) 0.0172(16) 0.047(2) 0.016(2) C205 0.0636(17) 0.0512(17) 0.083(2) 0.0217(16) 0.0225(16) 0.0146(14) C206 0.0397(11) 0.0479(14) 0.0583(16) 0.0084(12) -0.0068(11) -0.0033(11) C1 0.0315(8) 0.0173(7) 0.0122(6) -0.0005(5) 0.0051(6) -0.0032(7) C2 0.0322(8) 0.0183(7) 0.0131(6) 0.0007(5) 0.0059(6) -0.0030(6) C3 0.0426(10) 0.0229(8) 0.0149(7) 0.0040(6) 0.0068(7) -0.0017(8) C4 0.0534(12) 0.0344(10) 0.0098(8) 0.0028(7) 0.0089(8) -0.0046(9) C5 0.0523(11) 0.0271(9) 0.0103(7) -0.0038(6) 0.0086(7) -0.0043(9) C6 0.0346(8) 0.0167(7) 0.0146(7) -0.0015(5) 0.0067(6) -0.0030(7) C7 0.0289(8) 0.0136(7) 0.0149(7) 0.0018(6) 0.0036(6) -0.0025(6) C8 0.0480(10) 0.0149(7) 0.0212(8) 0.0033(6) 0.0076(8) -0.0006(7) C9 0.0334(8) 0.0179(7) 0.0154(7) -0.0052(5) 0.0068(6) -0.0040(6) C10 0.0707(16) 0.0252(10) 0.0207(10) -0.0095(8) 0.0120(10) -0.0075(10) C11 0.0263(7) 0.0110(6) 0.0143(7) 0.0014(5) 0.0032(6) 0.0002(6) C12 0.0248(7) 0.0155(7) 0.0174(7) 0.0011(5) 0.0031(6) -0.0005(6) C13 0.0311(8) 0.0177(7) 0.0234(8) -0.0013(6) 0.0090(7) 0.0030(6) C14 0.0414(9) 0.0172(7) 0.0202(7) -0.0067(6) 0.0062(7) 0.0003(7) C15 0.0317(9) 0.0213(8) 0.0223(8) -0.0075(6) -0.0009(7) -0.0029(7) C16 0.0250(7) 0.0170(7) 0.0188(7) -0.0026(6) 0.0027(6) -0.0009(6) C17 0.0263(8) 0.0314(9) 0.0277(9) -0.0035(7) 0.0053(7) 0.0012(7) C18 0.0332(10) 0.0383(12) 0.0528(14) 0.0122(10) 0.0093(10) 0.0116(9) C19 0.0342(10) 0.0438(13) 0.0457(13) 0.0114(10) 0.0106(9) -0.0017(9) C20 0.0248(8) 0.0343(10) 0.0231(8) -0.0020(7) 0.0008(7) -0.0037(7) C21 0.0333(10) 0.0525(14) 0.0422(12) 0.0017(11) 0.0035(9) -0.0175(10) C22 0.0314(10) 0.0564(15) 0.0407(12) 0.0121(11) -0.0055(9) 0.0043(10) C23 0.0332(8) 0.0149(6) 0.0159(6) -0.0039(5) 0.0096(6) -0.0008(6) C24 0.0316(8) 0.0173(7) 0.0257(8) -0.0039(6) 0.0091(7) -0.0027(7) C25 0.0449(11) 0.0195(8) 0.0364(10) -0.0018(7) 0.0177(9) -0.0073(8) C26 0.0590(13) 0.0134(7) 0.0343(10) 0.0019(7) 0.0155(10) 0.0002(8) C27 0.0473(11) 0.0189(8) 0.0308(10) 0.0005(7) 0.0063(8) 0.0098(8) C28 0.0347(9) 0.0189(8) 0.0240(8) -0.0044(6) 0.0079(7) 0.0027(7) C29 0.0323(9) 0.0318(10) 0.0390(11) -0.0019(8) 0.0071(8) 0.0028(8) C30 0.042(4) 0.071(7) 0.029(3) -0.011(3) -0.002(3) -0.008(4) C31 0.043(3) 0.069(7) 0.031(3) -0.004(3) 0.016(3) -0.010(4) C30' 0.041(4) 0.095(11) 0.059(5) -0.039(6) 0.012(3) -0.008(5) C31' 0.050(4) 0.061(5) 0.037(4) -0.008(3) 0.020(3) -0.008(4) C32 0.0293(9) 0.0281(9) 0.0371(11) 0.0026(8) 0.0062(8) -0.0025(8) C33 0.0409(12) 0.0576(16) 0.0492(14) 0.0029(12) 0.0159(11) 0.0152(11) C34 0.0466(13) 0.0567(16) 0.0425(13) -0.0006(12) 0.0000(11) -0.0052(12) N1 0.0273(6) 0.0136(5) 0.0119(7) -0.0010(5) 0.0039(5) -0.0021(6) N2 0.0286(6) 0.0119(5) 0.0156(6) -0.0009(5) 0.0059(5) -0.0021(5) Sn1 0.0322(6) 0.01454(15) 0.00990(15) 0.00058(9) 0.00543(15) -0.00085(15) Sn1' 0.0319(6) 0.01424(13) 0.01019(14) 0.00048(8) 0.00526(13) -0.00079(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 C100 C101 1.502(4) . ? C100 H10D 0.9800 . ? C100 H10E 0.9800 . ? C100 H10F 0.9800 . ? C101 C102 1.383(4) . ? C101 C106 1.389(4) . ? C102 C103 1.380(4) . ? C102 H102 0.9500 . ? C103 C104 1.374(4) . ? C103 H103 0.9500 . ? C104 C105 1.382(5) . ? C104 H104 0.9500 . ? C105 C106 1.390(5) . ? C105 H105 0.9500 . ? C106 H106 0.9500 . ? C300 C301 1.49(3) . ? C300 H30D 0.9800 . ? C300 H30E 0.9800 . ? C300 H30F 0.9800 . ? C301 C306 1.383(15) . ? C301 C302 1.384(16) . ? C302 C303 1.381(16) . ? C302 H302 0.9500 . ? C303 C304 1.385(15) . ? C303 H303 0.9500 . ? C304 C305 1.373(15) . ? C304 H304 0.9500 . ? C305 C306 1.376(15) . ? C305 H305 0.9500 . ? C306 H306 0.9500 . ? C200 C201 1.480(5) . ? C200 H20D 0.9800 . ? C200 H20E 0.9800 . ? C200 H20F 0.9800 . ? C201 C206 1.378(3) . ? C201 C202 1.385(4) . ? C202 C203 1.376(6) . ? C202 H202 0.9500 . ? C203 C204 1.369(5) . ? C203 H203 0.9500 . ? C204 C205 1.403(5) . ? C204 H204 0.9500 . ? C205 C206 1.368(5) . ? C205 H205 0.9500 . ? C206 H206 0.9500 . ? C1 C6 1.398(2) . ? C1 C2 1.401(2) . ? C1 Sn1 2.1665(16) . ? C1 Sn1' 2.1723(16) . ? C2 C3 1.402(2) . ? C2 C7 1.481(2) . ? C3 C4 1.392(3) . ? C3 H3 0.9500 . ? C4 C5 1.383(3) . ? C4 H4 0.9500 . ? C5 C6 1.404(2) . ? C5 H5 0.9500 . ? C6 C9 1.477(2) . ? C7 N1 1.290(2) . ? C7 C8 1.498(2) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 N2 1.293(2) . ? C9 C10 1.498(3) . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 C16 1.400(2) . ? C11 C12 1.403(2) . ? C11 N1 1.428(2) . ? C12 C13 1.397(2) . ? C12 C20 1.518(2) . ? C13 C14 1.384(3) . ? C13 H13 0.9500 . ? C14 C15 1.384(3) . ? C14 H14 0.9500 . ? C15 C16 1.393(2) . ? C15 H15 0.9500 . ? C16 C17 1.523(3) . ? C17 C18 1.527(3) . ? C17 C19 1.531(3) . ? C17 H17 1.0000 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 C21 1.523(3) . ? C20 C22 1.527(3) . ? C20 H20 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 C28 1.403(3) . ? C23 C24 1.403(3) . ? C23 N2 1.425(2) . ? C24 C25 1.393(3) . ? C24 C32 1.518(3) . ? C25 C26 1.377(3) . ? C25 H25 0.9500 . ? C26 C27 1.386(3) . ? C26 H26 0.9500 . ? C27 C28 1.396(3) . ? C27 H27 0.9500 . ? C28 C29 1.512(3) . ? C29 C31 1.479(8) . ? C29 C30' 1.499(9) . ? C29 C30 1.546(8) . ? C29 C31' 1.566(8) . ? C29 H29 1.0000 . ? C29 H29' 1.0000 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C30' H30G 0.9800 . ? C30' H30H 0.9800 . ? C30' H30I 0.9800 . ? C31' H31D 0.9800 . ? C31' H31E 0.9800 . ? C31' H31F 0.9800 . ? C32 C33 1.520(3) . ? C32 C34 1.526(3) . ? C32 H32 1.0000 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? N1 Sn1 2.4538(13) . ? N1 Sn1' 2.4671(13) . ? N2 Sn1 2.4664(14) . ? N2 Sn1' 2.4766(14) . ? Sn1 H1 1.7867(11) . ? Sn1 H1' 1.115(3) . ? Sn1' H1 1.113(2) . ? Sn1' H1' 1.7868(11) . ? 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 C102 C101 C106 117.8(3) . . ? C102 C101 C100 121.3(3) . . ? C106 C101 C100 120.9(3) . . ? C103 C102 C101 121.6(3) . . ? C103 C102 H102 119.2 . . ? C101 C102 H102 119.2 . . ? C104 C103 C102 120.2(3) . . ? C104 C103 H103 119.9 . . ? C102 C103 H103 119.9 . . ? C103 C104 C105 119.4(3) . . ? C103 C104 H104 120.3 . . ? C105 C104 H104 120.3 . . ? C104 C105 C106 120.2(3) . . ? C104 C105 H105 119.9 . . ? C106 C105 H105 119.9 . . ? C101 C106 C105 120.8(3) . . ? C101 C106 H106 119.6 . . ? C105 C106 H106 119.6 . . ? C301 C300 H30D 109.5 . . ? C301 C300 H30E 109.5 . . ? H30D C300 H30E 109.5 . . ? C301 C300 H30F 109.5 . . ? H30D C300 H30F 109.5 . . ? H30E C300 H30F 109.5 . . ? C306 C301 C302 120.6(14) . . ? C306 C301 C300 122(2) . . ? C302 C301 C300 117(2) . . ? C303 C302 C301 120.4(15) . . ? C303 C302 H302 119.8 . . ? C301 C302 H302 119.8 . . ? C302 C303 C304 118.7(14) . . ? C302 C303 H303 120.6 . . ? C304 C303 H303 120.6 . . ? C305 C304 C303 120.7(13) . . ? C305 C304 H304 119.7 . . ? C303 C304 H304 119.7 . . ? C304 C305 C306 120.9(13) . . ? C304 C305 H305 119.6 . . ? C306 C305 H305 119.6 . . ? C305 C306 C301 118.8(14) . . ? C305 C306 H306 120.6 . . ? C301 C306 H306 120.6 . . ? C201 C200 H20D 109.5 . . ? C201 C200 H20E 109.5 . . ? H20D C200 H20E 109.5 . . ? C201 C200 H20F 109.5 . . ? H20D C200 H20F 109.5 . . ? H20E C200 H20F 109.5 . . ? C206 C201 C202 118.5(3) . . ? C206 C201 C200 120.8(3) . . ? C202 C201 C200 120.7(3) . . ? C203 C202 C201 119.2(3) . . ? C203 C202 H202 120.4 . . ? C201 C202 H202 120.4 . . ? C204 C203 C202 122.8(3) . . ? C204 C203 H203 118.6 . . ? C202 C203 H203 118.6 . . ? C203 C204 C205 117.8(3) . . ? C203 C204 H204 121.1 . . ? C205 C204 H204 121.1 . . ? C206 C205 C204 119.4(3) . . ? C206 C205 H205 120.3 . . ? C204 C205 H205 120.3 . . ? C205 C206 C201 122.3(3) . . ? C205 C206 H206 118.9 . . ? C201 C206 H206 118.9 . . ? C6 C1 C2 119.25(14) . . ? C6 C1 Sn1 119.63(12) . . ? C2 C1 Sn1 120.05(11) . . ? C6 C1 Sn1' 119.82(12) . . ? C2 C1 Sn1' 120.31(11) . . ? C1 C2 C3 120.46(15) . . ? C1 C2 C7 116.67(13) . . ? C3 C2 C7 122.83(15) . . ? C4 C3 C2 119.66(16) . . ? C4 C3 H3 120.2 . . ? C2 C3 H3 120.2 . . ? C5 C4 C3 120.32(17) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C4 C5 C6 120.34(17) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 119.96(17) . . ? C1 C6 C9 117.32(14) . . ? C5 C6 C9 122.65(16) . . ? N1 C7 C2 116.44(15) . . ? N1 C7 C8 123.91(15) . . ? C2 C7 C8 119.64(14) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N2 C9 C6 116.82(14) . . ? N2 C9 C10 123.69(16) . . ? C6 C9 C10 119.48(15) . . ? C9 C10 H10A 109.5 . . ? C9 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C9 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C16 C11 C12 121.88(15) . . ? C16 C11 N1 118.99(16) . . ? C12 C11 N1 118.85(15) . . ? C13 C12 C11 118.06(15) . . ? C13 C12 C20 119.72(15) . . ? C11 C12 C20 122.21(15) . . ? C14 C13 C12 120.88(16) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C15 C14 C13 119.99(16) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 121.28(16) . . ? C14 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C15 C16 C11 117.89(16) . . ? C15 C16 C17 119.95(16) . . ? C11 C16 C17 122.16(15) . . ? C16 C17 C18 110.70(17) . . ? C16 C17 C19 111.12(17) . . ? C18 C17 C19 110.83(18) . . ? C16 C17 H17 108.0 . . ? C18 C17 H17 108.0 . . ? C19 C17 H17 108.0 . . ? C17 C18 H18A 109.5 . . ? C17 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C17 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C12 C20 C21 111.56(16) . . ? C12 C20 C22 110.68(17) . . ? C21 C20 C22 110.93(18) . . ? C12 C20 H20 107.8 . . ? C21 C20 H20 107.8 . . ? C22 C20 H20 107.8 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C28 C23 C24 121.71(16) . . ? C28 C23 N2 119.13(16) . . ? C24 C23 N2 118.85(16) . . ? C25 C24 C23 117.93(18) . . ? C25 C24 C32 120.16(17) . . ? C23 C24 C32 121.90(16) . . ? C26 C25 C24 121.54(19) . . ? C26 C25 H25 119.2 . . ? C24 C25 H25 119.2 . . ? C25 C26 C27 119.68(18) . . ? C25 C26 H26 120.2 . . ? C27 C26 H26 120.2 . . ? C26 C27 C28 121.30(19) . . ? C26 C27 H27 119.3 . . ? C28 C27 H27 119.3 . . ? C27 C28 C23 117.83(18) . . ? C27 C28 C29 121.02(18) . . ? C23 C28 C29 121.15(17) . . ? C31 C29 C30' 120.4(7) . . ? C31 C29 C28 114.5(5) . . ? C30' C29 C28 114.1(7) . . ? C31 C29 C30 110.6(6) . . ? C28 C29 C30 110.9(6) . . ? C30' C29 C31' 110.0(6) . . ? C28 C29 C31' 108.6(4) . . ? C30 C29 C31' 96.2(6) . . ? C31 C29 H29 106.8 . . ? C30' C29 H29 89.8 . . ? C28 C29 H29 106.8 . . ? C30 C29 H29 106.8 . . ? C31' C29 H29 126.6 . . ? C31 C29 H29' 87.4 . . ? C30' C29 H29' 108.0 . . ? C28 C29 H29' 108.0 . . ? C30 C29 H29' 123.8 . . ? C31' C29 H29' 108.0 . . ? C29 C30 H30A 109.5 . . ? C29 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C29 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C29 C31 H31A 109.5 . . ? C29 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C29 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C29 C30' H30G 109.5 . . ? C29 C30' H30H 109.5 . . ? H30G C30' H30H 109.5 . . ? C29 C30' H30I 109.5 . . ? H30G C30' H30I 109.5 . . ? H30H C30' H30I 109.5 . . ? C29 C31' H31D 109.5 . . ? C29 C31' H31E 109.5 . . ? H31D C31' H31E 109.5 . . ? C29 C31' H31F 109.5 . . ? H31D C31' H31F 109.5 . . ? H31E C31' H31F 109.5 . . ? C24 C32 C33 111.56(19) . . ? C24 C32 C34 111.51(19) . . ? C33 C32 C34 111.6(2) . . ? C24 C32 H32 107.3 . . ? C33 C32 H32 107.3 . . ? C34 C32 H32 107.3 . . ? C32 C33 H33A 109.5 . . ? C32 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C32 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C32 C34 H34A 109.5 . . ? C32 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C32 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C7 N1 C11 122.35(15) . . ? C7 N1 Sn1 114.40(11) . . ? C11 N1 Sn1 122.10(11) . . ? C7 N1 Sn1' 114.66(11) . . ? C11 N1 Sn1' 122.76(11) . . ? C9 N2 C23 123.15(14) . . ? C9 N2 Sn1 113.47(11) . . ? C23 N2 Sn1 121.93(10) . . ? C9 N2 Sn1' 113.81(11) . . ? C23 N2 Sn1' 122.92(10) . . ? C1 Sn1 N1 70.78(6) . . ? C1 Sn1 N2 71.06(5) . . ? N1 Sn1 N2 140.86(6) . . ? C1 Sn1 H1 86.8(13) . . ? N1 Sn1 H1 85.1(5) . . ? N2 Sn1 H1 84.5(6) . . ? C1 Sn1 H1' 109(2) . . ? N1 Sn1 H1' 100.4(8) . . ? N2 Sn1 H1' 99.8(8) . . ? H1 Sn1 H1' 164(3) . . ? C1 Sn1' N1 70.43(6) . . ? C1 Sn1' N2 70.77(5) . . ? N1 Sn1' N2 139.36(6) . . ? C1 Sn1' H1 108(2) . . ? N1 Sn1' H1 102.0(8) . . ? N2 Sn1' H1 101.0(9) . . ? C1 Sn1' H1' 87.0(13) . . ? N1 Sn1' H1' 83.3(5) . . ? N2 Sn1' H1' 83.1(6) . . ? H1 Sn1' H1' 165(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 31.56 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.692 _refine_diff_density_min -0.398 _refine_diff_density_rms 0.050