# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2001 # CCDC Number: 182/1887 data_dw9924 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C27 H63 N6 O P Si Sn8' _chemical_formula_weight 1496.41 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Si' 'Si' 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.1023 0.0942 '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' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cm loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z' _cell_length_a 13.453(3) _cell_length_b 15.280(3) _cell_length_c 12.736(3) _cell_angle_alpha 90.00 _cell_angle_beta 116.00(3) _cell_angle_gamma 90.00 _cell_volume 2353.1(8) _cell_formula_units_Z 2 _cell_measurement_temperature 220(2) _cell_measurement_reflns_used 15443 _cell_measurement_theta_min 0.998 _cell_measurement_theta_max 27.485 _exptl_crystal_description Block _exptl_crystal_colour Yellow _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.09 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 2.112 _exptl_crystal_density_method ? _exptl_crystal_F_000 1408 _exptl_absorpt_coefficient_mu 4.258 _exptl_absorpt_correction_type SORTAV _exptl_absorpt_correction_T_min 0.92 _exptl_absorpt_correction_T_max 0.87 _exptl_special_details ; ? ; _diffrn_ambient_temperature 220(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10543 _diffrn_reflns_av_R_equivalents 0.0210 _diffrn_reflns_av_sigmaI/netI 0.0522 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.78 _diffrn_reflns_theta_max 27.53 _reflns_number_total 5252 _reflns_number_observed 4605 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution TeXsan _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL-PLUS (sheldrick, 1991)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 14 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0245P)^2^+20.0967P] 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 'Riding model' _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 0.53(6) _refine_ls_number_reflns 5238 _refine_ls_number_parameters 220 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0593 _refine_ls_R_factor_obs 0.0425 _refine_ls_wR_factor_all 0.1928 _refine_ls_wR_factor_obs 0.0875 _refine_ls_goodness_of_fit_all 1.056 _refine_ls_goodness_of_fit_obs 1.082 _refine_ls_restrained_S_all 2.227 _refine_ls_restrained_S_obs 1.082 _refine_ls_shift/esd_max 0.002 _refine_ls_shift/esd_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Sn1 Sn 0.15462(7) 0.5000 0.32939(8) 0.0380(2) Uani 1 d S . Sn2 Sn 0.37491(7) 0.5000 0.58736(7) 0.0325(2) Uani 1 d S . Sn3 Sn 0.40484(5) 0.38835(5) 0.37749(6) 0.0424(2) Uani 1 d . . Sn4 Sn 0.21356(5) 0.38627(5) 0.03859(6) 0.0387(2) Uani 1 d . . Sn5 Sn 0.27741(7) 0.5000 -0.14413(7) 0.0314(2) Uani 1 d S . Sn6 Sn 0.47265(7) 0.5000 0.13417(7) 0.0357(2) Uani 1 d S . P1 P 0.2676(3) 0.5000 0.2100(3) 0.0452(9) Uani 1 d S . N1 N 0.4798(7) 0.5000 0.4955(9) 0.027(2) Uani 1 d S . C1 C 0.6071(11) 0.5000 0.5688(15) 0.051(4) Uani 1 d S . C11 C 0.6646(10) 0.5000 0.4863(15) 0.059(5) Uani 1 d S . H11A H 0.6459(10) 0.4467 0.4403(15) 0.088 Uiso 0.50 calc PR . H11B H 0.7442(10) 0.5031 0.5325(15) 0.088 Uiso 1 calc SR . H11C H 0.6398(10) 0.5502 0.4346(15) 0.088 Uiso 0.50 calc PR . C12 C 0.6323(10) 0.5831(9) 0.6460(12) 0.075(4) Uani 1 d . . H12A H 0.6163(10) 0.6348(9) 0.5970(12) 0.113 Uiso 1 calc R . H12B H 0.7098(10) 0.5833(9) 0.7017(12) 0.113 Uiso 1 calc R . H12C H 0.5868(10) 0.5833(9) 0.6876(12) 0.113 Uiso 1 calc R . N2 N 0.2794(6) 0.4059(5) 0.4466(6) 0.030(2) Uani 1 d . . C2 C 0.2369(8) 0.3254(7) 0.4766(8) 0.037(2) Uani 1 d . . C21 C 0.1635(9) 0.3478(8) 0.5375(10) 0.051(3) Uani 1 d . . H21A H 0.1022(9) 0.3841(8) 0.4863(10) 0.077 Uiso 1 calc R . H21B H 0.2068(9) 0.3791(8) 0.6094(10) 0.077 Uiso 1 calc R . H21C H 0.1350(9) 0.2942(8) 0.5550(10) 0.077 Uiso 1 calc R . C22 C 0.1646(12) 0.2746(8) 0.3578(10) 0.059(3) Uani 1 d . . H22A H 0.1033(12) 0.3113(8) 0.3076(10) 0.088 Uiso 1 calc R . H22B H 0.1363(12) 0.2209(8) 0.3751(10) 0.088 Uiso 1 calc R . H22C H 0.2103(12) 0.2609(8) 0.3186(10) 0.088 Uiso 1 calc R . C23 C 0.3325(10) 0.2688(7) 0.5553(10) 0.057(3) Uani 1 d . . H23A H 0.3784(10) 0.2550(7) 0.5163(10) 0.086 Uiso 1 calc R . H23B H 0.3044(10) 0.2151(7) 0.5729(10) 0.086 Uiso 1 calc R . H23C H 0.3762(10) 0.3000(7) 0.6273(10) 0.086 Uiso 1 calc R . N3 N 0.1499(9) 0.5000 -0.0781(10) 0.035(3) Uani 1 d S . C3 C 0.0321(10) 0.5000 -0.1654(12) 0.036(3) Uani 1 d S . C31 C -0.0424(13) 0.5000 -0.0993(16) 0.068(5) Uani 1 d S . H31A H -0.0246(13) 0.5505 -0.0480(16) 0.102 Uiso 0.50 calc PR . H31B H -0.0292(13) 0.4469 -0.0533(16) 0.102 Uiso 0.50 calc PR . H31C H -0.1196(13) 0.5026 -0.1555(16) 0.102 Uiso 1 calc SR . C32 C 0.0012(9) 0.4213(8) -0.2424(11) 0.066(4) Uani 1 d . . H32A H 0.0203(9) 0.3688(8) -0.1947(11) 0.099 Uiso 1 calc R . H32B H 0.0408(9) 0.4219(8) -0.2902(11) 0.099 Uiso 1 calc R . H32C H -0.0778(9) 0.4219(8) -0.2924(11) 0.099 Uiso 1 calc R . N4 N 0.3539(5) 0.4064(5) -0.0007(6) 0.026(2) Uani 1 d . . C4 C 0.3996(8) 0.3217(7) -0.0263(8) 0.037(2) Uani 1 d . . C41 C 0.3051(10) 0.2616(9) -0.1131(10) 0.055(3) Uani 1 d . . H41A H 0.2640(10) 0.2927(9) -0.1859(10) 0.083 Uiso 1 calc R . H41B H 0.2556(10) 0.2459(9) -0.0791(10) 0.083 Uiso 1 calc R . H41C H 0.3370(10) 0.2089(9) -0.1282(10) 0.083 Uiso 1 calc R . C42 C 0.4652(10) 0.2750(7) 0.0883(11) 0.051(3) Uani 1 d . . H42A H 0.4171(10) 0.2613(7) 0.1248(11) 0.077 Uiso 1 calc R . H42B H 0.5250(10) 0.3124(7) 0.1397(11) 0.077 Uiso 1 calc R . H42C H 0.4957(10) 0.2213(7) 0.0739(11) 0.077 Uiso 1 calc R . C43 C 0.4759(10) 0.3439(8) -0.0854(9) 0.054(3) Uani 1 d . . H43A H 0.4334(10) 0.3738(8) -0.1588(9) 0.081 Uiso 1 calc R . H43B H 0.5064(10) 0.2903(8) -0.1001(9) 0.081 Uiso 1 calc R . H43C H 0.5357(10) 0.3815(8) -0.0343(9) 0.081 Uiso 1 calc R . Si1 Si 0.7300(4) 0.5000 0.1435(4) 0.0544(11) Uani 1 d S . O1 O 0.5945(8) 0.5000 0.0868(10) 0.057(3) Uani 1 d S . C51 C 0.7718(22) 0.5000 0.0315(28) 0.149(12) Uani 1 d S . H51A H 0.7418(22) 0.4489 -0.0175(28) 0.223 Uiso 0.50 calc PR . H51B H 0.8519(22) 0.4985 0.0651(28) 0.223 Uiso 1 calc SR . H51C H 0.7449(22) 0.5526 -0.0152(28) 0.223 Uiso 0.50 calc PR . C52 C 0.7891(19) 0.5990(12) 0.2361(24) 0.172(13) Uani 1 d . . H52A H 0.7667(19) 0.6000(12) 0.2989(24) 0.258 Uiso 1 calc R . H52B H 0.7622(19) 0.6512(12) 0.1887(24) 0.258 Uiso 1 calc R . H52C H 0.8692(19) 0.5971(12) 0.2689(24) 0.258 Uiso 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 0.0271(4) 0.0469(6) 0.0331(5) 0.000 0.0069(4) 0.000 Sn2 0.0387(5) 0.0288(5) 0.0222(4) 0.000 0.0062(4) 0.000 Sn3 0.0402(4) 0.0331(4) 0.0612(5) -0.0103(3) 0.0290(3) -0.0008(3) Sn4 0.0391(4) 0.0309(4) 0.0531(4) 0.0064(3) 0.0269(3) -0.0015(3) Sn5 0.0348(5) 0.0311(5) 0.0238(4) 0.000 0.0088(4) 0.000 Sn6 0.0278(5) 0.0398(5) 0.0316(5) 0.000 0.0057(4) 0.000 P1 0.045(2) 0.062(2) 0.033(2) 0.000 0.020(2) 0.000 N1 0.016(5) 0.018(5) 0.037(5) 0.000 0.004(4) 0.000 C1 0.030(7) 0.045(9) 0.078(11) 0.000 0.022(7) 0.000 C11 0.011(6) 0.065(11) 0.075(11) 0.000 -0.005(7) 0.000 C12 0.045(7) 0.067(8) 0.083(9) -0.001(7) -0.001(6) -0.032(6) N2 0.034(4) 0.038(5) 0.022(4) 0.002(3) 0.016(3) 0.006(3) C2 0.044(5) 0.035(6) 0.031(5) -0.006(4) 0.016(4) -0.019(4) C21 0.055(7) 0.051(7) 0.054(6) 0.002(5) 0.030(5) -0.024(5) C22 0.085(9) 0.053(8) 0.036(6) -0.019(5) 0.025(6) -0.032(7) C23 0.083(9) 0.020(5) 0.064(8) 0.011(5) 0.028(7) -0.007(5) N3 0.037(6) 0.027(6) 0.046(6) 0.000 0.022(5) 0.000 C3 0.018(6) 0.038(8) 0.049(8) 0.000 0.011(5) 0.000 C31 0.034(8) 0.070(12) 0.089(13) 0.000 0.018(9) 0.000 C32 0.038(6) 0.047(7) 0.072(8) -0.006(6) -0.013(5) 0.008(5) N4 0.027(4) 0.022(4) 0.031(3) 0.004(3) 0.014(3) 0.011(3) C4 0.049(6) 0.028(5) 0.037(5) 0.002(4) 0.021(4) 0.010(4) C41 0.057(7) 0.059(8) 0.055(7) -0.025(6) 0.029(6) 0.000(6) C42 0.052(6) 0.034(6) 0.068(7) 0.006(5) 0.026(6) 0.023(5) C43 0.066(7) 0.059(8) 0.051(6) -0.008(5) 0.039(6) 0.008(6) Si1 0.042(2) 0.054(2) 0.076(3) 0.000 0.034(2) 0.000 O1 0.049(6) 0.060(6) 0.078(7) 0.000 0.044(6) 0.000 C51 0.089(18) 0.200(32) 0.200(32) 0.000 0.102(21) 0.000 C52 0.121(18) 0.126(16) 0.223(28) -0.087(19) 0.033(18) -0.032(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 Sn1 N2 2.218(8) 2_565 ? Sn1 N2 2.218(7) . ? Sn1 P1 2.579(4) . ? Sn2 N1 2.192(10) . ? Sn2 N2 2.217(8) . ? Sn2 N2 2.217(8) 2_565 ? Sn3 N1 2.204(6) . ? Sn3 N2 2.235(7) . ? Sn3 P1 2.723(3) . ? Sn4 N4 2.177(7) . ? Sn4 N3 2.201(7) . ? Sn4 P1 2.631(3) . ? Sn5 N4 2.189(7) 2_565 ? Sn5 N4 2.189(7) . ? Sn5 N3 2.217(11) . ? Sn6 O1 1.980(9) . ? Sn6 N4 2.267(8) . ? Sn6 N4 2.267(8) 2_565 ? P1 Sn4 2.631(3) 2_565 ? P1 Sn3 2.723(3) 2_565 ? N1 C1 1.55(2) . ? N1 Sn3 2.204(6) 2_565 ? C1 C12 1.55(2) . ? C1 C12 1.55(2) 2_565 ? C1 C11 1.55(2) . ? N2 C2 1.476(12) . ? C2 C23 1.509(15) . ? C2 C21 1.537(14) . ? C2 C22 1.595(13) . ? N3 C3 1.48(2) . ? N3 Sn4 2.201(7) 2_565 ? C3 C32 1.492(14) . ? C3 C32 1.492(14) 2_565 ? C3 C31 1.57(2) . ? N4 C4 1.528(11) . ? C4 C42 1.513(14) . ? C4 C43 1.554(14) . ? C4 C41 1.565(15) . ? Si1 O1 1.640(11) . ? Si1 C51 1.75(3) . ? Si1 C52 1.87(2) . ? Si1 C52 1.87(2) 2_565 ? 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 N2 Sn1 N2 80.9(4) 2_565 . ? N2 Sn1 P1 85.9(2) 2_565 . ? N2 Sn1 P1 85.9(2) . . ? N1 Sn2 N2 81.3(3) . . ? N1 Sn2 N2 81.3(3) . 2_565 ? N2 Sn2 N2 80.9(4) . 2_565 ? N1 Sn3 N2 80.6(3) . . ? N1 Sn3 P1 90.0(2) . . ? N2 Sn3 P1 82.2(2) . . ? N4 Sn4 N3 81.6(3) . . ? N4 Sn4 P1 98.3(2) . . ? N3 Sn4 P1 85.6(3) . . ? N4 Sn5 N4 81.6(4) 2_565 . ? N4 Sn5 N3 80.9(3) 2_565 . ? N4 Sn5 N3 80.9(3) . . ? O1 Sn6 N4 99.9(3) . . ? O1 Sn6 N4 99.9(3) . 2_565 ? N4 Sn6 N4 78.2(3) . 2_565 ? Sn1 P1 Sn4 117.99(11) . . ? Sn1 P1 Sn4 117.99(11) . 2_565 ? Sn4 P1 Sn4 82.67(11) . 2_565 ? Sn1 P1 Sn3 84.87(10) . 2_565 ? Sn4 P1 Sn3 155.4(2) . 2_565 ? Sn4 P1 Sn3 94.70(5) 2_565 2_565 ? Sn1 P1 Sn3 84.87(10) . . ? Sn4 P1 Sn3 94.70(5) . . ? Sn4 P1 Sn3 155.4(2) 2_565 . ? Sn3 P1 Sn3 77.58(11) 2_565 . ? C1 N1 Sn2 118.6(8) . . ? C1 N1 Sn3 117.7(4) . . ? Sn2 N1 Sn3 98.9(3) . . ? C1 N1 Sn3 117.7(4) . 2_565 ? Sn2 N1 Sn3 98.9(3) . 2_565 ? Sn3 N1 Sn3 101.5(4) . 2_565 ? C12 C1 C12 110.0(15) . 2_565 ? C12 C1 N1 105.0(8) . . ? C12 C1 N1 105.0(8) 2_565 . ? C12 C1 C11 113.2(8) . . ? C12 C1 C11 113.2(8) 2_565 . ? N1 C1 C11 109.8(12) . . ? C2 N2 Sn2 119.0(5) . . ? C2 N2 Sn1 116.7(6) . . ? Sn2 N2 Sn1 97.1(3) . . ? C2 N2 Sn3 116.6(6) . . ? Sn2 N2 Sn3 97.3(3) . . ? Sn1 N2 Sn3 107.0(3) . . ? N2 C2 C23 109.6(8) . . ? N2 C2 C21 110.7(8) . . ? C23 C2 C21 110.0(8) . . ? N2 C2 C22 107.7(7) . . ? C23 C2 C22 109.8(10) . . ? C21 C2 C22 109.1(8) . . ? C3 N3 Sn4 118.5(4) . 2_565 ? C3 N3 Sn4 118.5(4) . . ? Sn4 N3 Sn4 104.3(5) 2_565 . ? C3 N3 Sn5 117.7(8) . . ? Sn4 N3 Sn5 96.8(3) 2_565 . ? Sn4 N3 Sn5 96.8(3) . . ? N3 C3 C32 113.0(7) . . ? N3 C3 C32 113.0(7) . 2_565 ? C32 C3 C32 107.5(13) . 2_565 ? N3 C3 C31 108.8(11) . . ? C32 C3 C31 107.1(8) . . ? C32 C3 C31 107.1(8) 2_565 . ? C4 N4 Sn4 113.5(6) . . ? C4 N4 Sn5 117.5(5) . . ? Sn4 N4 Sn5 98.4(3) . . ? C4 N4 Sn6 118.7(5) . . ? Sn4 N4 Sn6 108.0(3) . . ? Sn5 N4 Sn6 97.9(3) . . ? C42 C4 N4 108.3(7) . . ? C42 C4 C43 109.9(9) . . ? N4 C4 C43 109.3(8) . . ? C42 C4 C41 110.8(10) . . ? N4 C4 C41 111.7(8) . . ? C43 C4 C41 106.9(8) . . ? O1 Si1 C51 109.5(10) . . ? O1 Si1 C52 111.2(8) . . ? C51 Si1 C52 108.4(10) . . ? O1 Si1 C52 111.2(8) . 2_565 ? C51 Si1 C52 108.4(10) . 2_565 ? C52 Si1 C52 108.1(17) . 2_565 ? Si1 O1 Sn6 140.8(7) . . ? _refine_diff_density_max 1.799 _refine_diff_density_min -1.125 _refine_diff_density_rms 0.153