# Copyright The Royal Society of Chemistry, 1999
# CCDC Number: 186/1362

data_dw9813 
 
_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
 Chem Commun 9/00430K 
 A Leaving Group Strategy for the Selective Functionalisation of a
 Sn(II) Imido Cubane
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
 'C22 H34 N4 Sn4' 
_chemical_formula_weight          829.29 
 
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            Triclinic 
_symmetry_space_group_name_H-M    P-1
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, -y, -z' 
 
_cell_length_a                    8.670(5) 
_cell_length_b                    9.703(5) 
_cell_length_c                    16.815(9) 
_cell_angle_alpha                 75.71(3) 
_cell_angle_beta                  81.36(4) 
_cell_angle_gamma                 81.72(4) 
_cell_volume                      1346.8(13) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     180(2) 
_cell_measurement_reflns_used     25 
_cell_measurement_theta_min       10 
_cell_measurement_theta_max       12.5 
 
_exptl_crystal_description        block
_exptl_crystal_colour             yellow 
_exptl_crystal_size_max           0.40 
_exptl_crystal_size_mid           0.28 
_exptl_crystal_size_min           0.16 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     2.045 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              788 
_exptl_absorpt_coefficient_mu     3.682 
_exptl_absorpt_correction_type    'Semi-empirical psi scans' 
_exptl_absorpt_correction_T_min   0.3206 
_exptl_absorpt_correction_T_max   0.5904 
_exptl_absorpt_process_details    ? 
 
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       180(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   'Stoe four circle' 
_diffrn_measurement_method        'omega/theta scans' 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          3 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   90 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             5293 
_diffrn_reflns_av_R_equivalents   0.0324 
_diffrn_reflns_av_sigmaI/netI     0.0283 
_diffrn_reflns_limit_h_min        -9 
_diffrn_reflns_limit_h_max        9 
_diffrn_reflns_limit_k_min        -10 
_diffrn_reflns_limit_k_max        10 
_diffrn_reflns_limit_l_min        -17 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          3.56 
_diffrn_reflns_theta_max          22.50 
_reflns_number_total              3505 
_reflns_number_gt                 3063 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'Stoe DIF4' 
_computing_cell_refinement        'Stoe DIF4' 
_computing_data_reduction         'Stoe REDU4' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_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 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^)+(0.0298P)^2^+0.7363P] 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_number_reflns          3505 
_refine_ls_number_parameters      280 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0298 
_refine_ls_R_factor_gt            0.0230 
_refine_ls_wR_factor_ref          0.0568 
_refine_ls_wR_factor_gt           0.0546 
_refine_ls_goodness_of_fit_ref    1.083 
_refine_ls_restrained_S_all       1.083 
_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 
Sn3 Sn -0.00454(4) 1.48165(4) -0.33504(2) 0.02528(11) Uani 1 1 d . . . 
N3 N -0.0624(5) 1.5543(4) -0.2202(2) 0.0294(10) Uani 1 1 d . . . 
C2 C -0.3555(5) 1.4566(5) -0.3679(3) 0.0266(11) Uani 1 1 d . . . 
C22 C -0.5151(6) 1.4089(7) -0.3290(3) 0.0423(15) Uani 1 1 d . . . 
H22A H -0.5038 1.3053 -0.3062 0.064 Uiso 1 1 calc R . . 
H22B H -0.5874 1.4327 -0.3712 0.064 Uiso 1 1 calc R . . 
H22C H -0.5568 1.4581 -0.2847 0.064 Uiso 1 1 calc R . . 
Sn2 Sn -0.19842(4) 1.20625(4) -0.22984(2) 0.02600(11) Uani 1 1 d . . . 
N1 N -0.2264(5) 1.3178(4) -0.1296(2) 0.0278(10) Uani 1 1 d . . . 
Sn4 Sn 0.01751(4) 1.35790(4) -0.13318(2) 0.02905(11) Uani 1 1 d . . . 
N2 N -0.2463(4) 1.4248(4) -0.3025(2) 0.0252(9) Uani 1 1 d . . . 
C4 C 0.1698(5) 1.1719(5) -0.2634(3) 0.0268(12) Uani 1 1 d . . . 
Sn1 Sn -0.31469(4) 1.53063(4) -0.19872(2) 0.02850(11) Uani 1 1 d . . . 
N4 N 0.0411(4) 1.2737(4) -0.2462(2) 0.0237(9) Uani 1 1 d . . . 
C3 C -0.0115(6) 1.6924(6) -0.2163(3) 0.0343(13) Uani 1 1 d . . . 
C11 C -0.3139(7) 1.3465(8) 0.0122(3) 0.0521(17) Uani 1 1 d . . . 
H11A H -0.2058 1.3533 0.0202 0.078 Uiso 1 1 calc R . . 
H11B H -0.3718 1.3045 0.0653 0.078 Uiso 1 1 calc R . . 
H11C H -0.3650 1.4423 -0.0101 0.078 Uiso 1 1 calc R . . 
C31 C -0.0752(8) 1.7290(7) -0.1339(4) 0.0507(16) Uani 1 1 d . . . 
H31A H -0.1902 1.7381 -0.1275 0.076 Uiso 1 1 calc R . . 
H31B H -0.0402 1.8197 -0.1321 0.076 Uiso 1 1 calc R . . 
H31C H -0.0363 1.6528 -0.0889 0.076 Uiso 1 1 calc R . . 
C32 C -0.0725(8) 1.8108(6) -0.2860(4) 0.0493(16) Uani 1 1 d . . . 
H32A H -0.0280 1.7895 -0.3393 0.074 Uiso 1 1 calc R . . 
H32B H -0.0414 1.9023 -0.2827 0.074 Uiso 1 1 calc R . . 
H32C H -0.1872 1.8169 -0.2807 0.074 Uiso 1 1 calc R . . 
C45 C 0.3336(7) 0.9757(6) -0.4288(4) 0.0443(15) Uani 1 1 d . . . 
H45 H 0.4197 0.9080 -0.4402 0.053 Uiso 1 1 calc R . . 
C47 C 0.1003(6) 1.1211(6) -0.4681(3) 0.0376(14) Uani 1 1 d . . . 
H47 H 0.0264 1.1547 -0.5069 0.045 Uiso 1 1 calc R . . 
C13 C -0.2311(8) 1.1064(8) -0.0137(4) 0.064(2) Uani 1 1 d . . . 
H13A H -0.2325 1.0443 -0.0515 0.095 Uiso 1 1 calc R . . 
H13B H -0.2859 1.0652 0.0405 0.095 Uiso 1 1 calc R . . 
H13C H -0.1221 1.1144 -0.0078 0.095 Uiso 1 1 calc R . . 
C21 C -0.3732(7) 1.6149(6) -0.4054(4) 0.0509(17) Uani 1 1 d . . . 
H21A H -0.4087 1.6669 -0.3617 0.076 Uiso 1 1 calc R . . 
H21B H -0.4505 1.6370 -0.4450 0.076 Uiso 1 1 calc R . . 
H21C H -0.2718 1.6440 -0.4340 0.076 Uiso 1 1 calc R . . 
C33 C 0.1660(7) 1.6828(7) -0.2266(4) 0.0480(16) Uani 1 1 d . . . 
H33A H 0.2069 1.6070 -0.1821 0.072 Uiso 1 1 calc R . . 
H33B H 0.1982 1.7744 -0.2245 0.072 Uiso 1 1 calc R . . 
H33C H 0.2078 1.6606 -0.2801 0.072 Uiso 1 1 calc R . . 
C46 C 0.2282(7) 1.0227(6) -0.4836(4) 0.0472(16) Uani 1 1 d . . . 
H46 H 0.2412 0.9887 -0.5328 0.057 Uiso 1 1 calc R . . 
C12 C -0.4800(7) 1.2398(8) -0.0581(4) 0.0516(17) Uani 1 1 d . . . 
H12A H -0.5334 1.3350 -0.0795 0.077 Uiso 1 1 calc R . . 
H12B H -0.5352 1.1967 -0.0044 0.077 Uiso 1 1 calc R . . 
H12C H -0.4798 1.1793 -0.0969 0.077 Uiso 1 1 calc R . . 
C42 C 0.4075(6) 1.0175(6) -0.2257(4) 0.0379(14) Uani 1 1 d . . . 
H42 H 0.4804 0.9813 -0.1865 0.045 Uiso 1 1 calc R . . 
C43 C 0.4295(6) 0.9737(6) -0.2977(4) 0.0407(15) Uani 1 1 d . . . 
H43 H 0.5186 0.9092 -0.3093 0.049 Uiso 1 1 calc R . . 
C41 C 0.2784(5) 1.1157(5) -0.2082(3) 0.0295(12) Uani 1 1 d . . . 
H41 H 0.2656 1.1441 -0.1572 0.035 Uiso 1 1 calc R . . 
C23 C -0.2933(6) 1.3769(7) -0.4343(3) 0.0434(15) Uani 1 1 d . . . 
H23A H -0.1871 1.4007 -0.4573 0.065 Uiso 1 1 calc R . . 
H23B H -0.3620 1.4042 -0.4781 0.065 Uiso 1 1 calc R . . 
H23C H -0.2900 1.2737 -0.4106 0.065 Uiso 1 1 calc R . . 
C44 C 0.3199(6) 1.0240(5) -0.3549(3) 0.0339(13) Uani 1 1 d . . . 
C49 C 0.1897(6) 1.1246(5) -0.3378(3) 0.0289(12) Uani 1 1 d . . . 
C48 C 0.0815(6) 1.1688(6) -0.3977(3) 0.0297(12) Uani 1 1 d . . . 
H48 H -0.0076 1.2345 -0.3877 0.036 Uiso 1 1 calc R . . 
C1 C -0.3122(6) 1.2529(6) -0.0479(3) 0.0384(14) 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 
Sn3 0.02606(19) 0.0263(2) 0.02308(19) -0.00367(15) -0.00228(14) -0.00585(15) 
N3 0.035(2) 0.027(2) 0.027(2) -0.0057(19) -0.0066(19) -0.0012(19) 
C2 0.023(3) 0.027(3) 0.030(3) -0.001(2) -0.013(2) -0.004(2) 
C22 0.027(3) 0.054(4) 0.043(3) -0.004(3) -0.011(3) -0.003(3) 
Sn2 0.02564(19) 0.0240(2) 0.0275(2) -0.00403(16) -0.00254(15) -0.00403(15) 
N1 0.030(2) 0.031(3) 0.022(2) -0.0052(19) -0.0018(18) -0.0036(19) 
Sn4 0.0285(2) 0.0349(2) 0.0244(2) -0.00681(17) -0.00713(15) -0.00166(16) 
N2 0.024(2) 0.026(2) 0.023(2) -0.0012(18) -0.0034(17) -0.0021(18) 
C4 0.024(3) 0.023(3) 0.032(3) -0.005(2) 0.001(2) -0.004(2) 
Sn1 0.0266(2) 0.0299(2) 0.0290(2) -0.00969(16) -0.00372(15) 0.00217(15) 
N4 0.021(2) 0.024(2) 0.026(2) -0.0023(19) -0.0050(17) -0.0035(18) 
C3 0.043(3) 0.026(3) 0.039(3) -0.014(3) -0.006(3) -0.007(2) 
C11 0.044(4) 0.086(5) 0.025(3) -0.015(3) 0.000(3) -0.006(3) 
C31 0.064(4) 0.048(4) 0.051(4) -0.026(3) -0.014(3) -0.007(3) 
C32 0.071(4) 0.026(3) 0.059(4) -0.013(3) -0.019(3) -0.011(3) 
C45 0.039(3) 0.034(3) 0.057(4) -0.019(3) 0.013(3) -0.001(3) 
C47 0.039(3) 0.040(3) 0.036(3) -0.010(3) -0.004(3) -0.009(3) 
C13 0.068(4) 0.068(5) 0.036(4) 0.011(3) 0.008(3) -0.002(4) 
C21 0.060(4) 0.041(4) 0.054(4) 0.003(3) -0.034(3) -0.007(3) 
C33 0.046(4) 0.046(4) 0.056(4) -0.014(3) -0.002(3) -0.020(3) 
C46 0.057(4) 0.045(4) 0.038(3) -0.015(3) 0.010(3) -0.009(3) 
C12 0.039(3) 0.078(5) 0.038(3) -0.008(3) 0.006(3) -0.024(3) 
C42 0.026(3) 0.036(3) 0.050(4) -0.002(3) -0.009(3) -0.004(3) 
C43 0.026(3) 0.026(3) 0.064(4) -0.006(3) 0.003(3) 0.001(2) 
C41 0.026(3) 0.028(3) 0.032(3) -0.001(2) -0.002(2) -0.004(2) 
C23 0.039(3) 0.061(4) 0.033(3) -0.014(3) -0.017(3) 0.003(3) 
C44 0.031(3) 0.024(3) 0.042(3) -0.005(3) 0.008(3) -0.004(2) 
C49 0.024(3) 0.024(3) 0.036(3) -0.002(2) 0.001(2) -0.007(2) 
C48 0.033(3) 0.027(3) 0.028(3) -0.007(2) 0.001(2) -0.004(2) 
C1 0.034(3) 0.048(4) 0.027(3) -0.001(3) 0.007(2) -0.009(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 
Sn3 N3 2.181(4) . ? 
Sn3 N2 2.199(4) . ? 
Sn3 N4 2.218(4) . ? 
N3 C3 1.489(6) . ? 
N3 Sn4 2.191(4) . ? 
N3 Sn1 2.199(4) . ? 
C2 N2 1.503(6) . ? 
C2 C23 1.503(7) . ? 
C2 C21 1.505(8) . ? 
C2 C22 1.523(7) . ? 
Sn2 N1 2.185(4) . ? 
Sn2 N2 2.187(4) . ? 
Sn2 N4 2.224(4) . ? 
N1 C1 1.496(6) . ? 
N1 Sn4 2.194(4) . ? 
N1 Sn1 2.197(4) . ? 
Sn4 N4 2.219(4) . ? 
N2 Sn1 2.203(4) . ? 
C4 C41 1.382(7) . ? 
C4 C49 1.415(7) . ? 
C4 N4 1.425(6) . ? 
C3 C33 1.515(8) . ? 
C3 C31 1.519(8) . ? 
C3 C32 1.523(8) . ? 
C11 C1 1.512(8) . ? 
C45 C46 1.347(8) . ? 
C45 C44 1.417(8) . ? 
C47 C48 1.354(7) . ? 
C47 C46 1.393(8) . ? 
C13 C1 1.509(8) . ? 
C12 C1 1.517(8) . ? 
C42 C43 1.358(8) . ? 
C42 C41 1.407(7) . ? 
C43 C44 1.405(8) . ? 
C44 C49 1.426(7) . ? 
C49 C48 1.426(7) . ? 
 
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 
N3 Sn3 N2 81.28(15) . . ? 
N3 Sn3 N4 81.10(15) . . ? 
N2 Sn3 N4 80.99(15) . . ? 
C3 N3 Sn3 119.0(3) . . ? 
C3 N3 Sn4 119.0(3) . . ? 
Sn3 N3 Sn4 99.37(17) . . ? 
C3 N3 Sn1 118.6(3) . . ? 
Sn3 N3 Sn1 98.61(16) . . ? 
Sn4 N3 Sn1 97.96(17) . . ? 
N2 C2 C23 110.8(4) . . ? 
N2 C2 C21 109.3(4) . . ? 
C23 C2 C21 109.6(5) . . ? 
N2 C2 C22 109.4(4) . . ? 
C23 C2 C22 108.1(4) . . ? 
C21 C2 C22 109.6(5) . . ? 
N1 Sn2 N2 81.68(15) . . ? 
N1 Sn2 N4 80.82(15) . . ? 
N2 Sn2 N4 81.11(15) . . ? 
C1 N1 Sn2 119.0(3) . . ? 
C1 N1 Sn4 118.2(3) . . ? 
Sn2 N1 Sn4 99.68(16) . . ? 
C1 N1 Sn1 119.6(3) . . ? 
Sn2 N1 Sn1 97.98(16) . . ? 
Sn4 N1 Sn1 97.92(17) . . ? 
N3 Sn4 N1 81.38(16) . . ? 
N3 Sn4 N4 80.85(15) . . ? 
N1 Sn4 N4 80.74(14) . . ? 
C2 N2 Sn2 120.3(3) . . ? 
C2 N2 Sn3 120.1(3) . . ? 
Sn2 N2 Sn3 99.23(16) . . ? 
C2 N2 Sn1 117.0(3) . . ? 
Sn2 N2 Sn1 97.77(15) . . ? 
Sn3 N2 Sn1 97.95(16) . . ? 
C41 C4 C49 117.9(4) . . ? 
C41 C4 N4 121.4(4) . . ? 
C49 C4 N4 120.7(4) . . ? 
N1 Sn1 N3 81.12(16) . . ? 
N1 Sn1 N2 81.05(15) . . ? 
N3 Sn1 N2 80.81(15) . . ? 
C4 N4 Sn3 121.2(3) . . ? 
C4 N4 Sn4 120.7(3) . . ? 
Sn3 N4 Sn4 97.43(16) . . ? 
C4 N4 Sn2 117.1(3) . . ? 
Sn3 N4 Sn2 97.55(15) . . ? 
Sn4 N4 Sn2 97.72(15) . . ? 
N3 C3 C33 110.2(4) . . ? 
N3 C3 C31 110.4(4) . . ? 
C33 C3 C31 109.1(5) . . ? 
N3 C3 C32 109.3(4) . . ? 
C33 C3 C32 108.6(5) . . ? 
C31 C3 C32 109.3(5) . . ? 
C46 C45 C44 122.0(5) . . ? 
C48 C47 C46 119.9(6) . . ? 
C45 C46 C47 120.1(6) . . ? 
C43 C42 C41 121.0(5) . . ? 
C42 C43 C44 119.8(5) . . ? 
C4 C41 C42 121.6(5) . . ? 
C43 C44 C45 121.8(5) . . ? 
C43 C44 C49 119.4(5) . . ? 
C45 C44 C49 118.8(5) . . ? 
C4 C49 C48 123.2(4) . . ? 
C4 C49 C44 120.3(5) . . ? 
C48 C49 C44 116.4(5) . . ? 
C47 C48 C49 122.8(5) . . ? 
N1 C1 C13 109.7(4) . . ? 
N1 C1 C11 109.8(5) . . ? 
C13 C1 C11 109.1(5) . . ? 
N1 C1 C12 110.0(4) . . ? 
C13 C1 C12 109.3(5) . . ? 
C11 C1 C12 109.0(5) . . ? 
 
_diffrn_measured_fraction_theta_max    0.996 
_diffrn_reflns_theta_full              22.50 
_diffrn_measured_fraction_theta_full   0.996 
_refine_diff_density_max    0.715 
_refine_diff_density_min   -0.665 
_refine_diff_density_rms    0.096