# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2183 data_93av01 _audit_creation_method SHELXL-97 _chemical_name_systematic ; 3-isatin thiosemicarbazone ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C9 H8 N4 O S' _chemical_formula_weight 220.25 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'S' 'S' 0.1246 0.1234 '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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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' _symmetry_cell_setting 'Orthorhombic' _symmetry_space_group_name_H-M 'P2(1)2(1)2(1), (No. 19)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' _cell_length_a 15.0072(18) _cell_length_b 15.2500(19) _cell_length_c 4.3768(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1001.7(2) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour orange _exptl_crystal_size_max 0.80 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.461 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 456 _exptl_absorpt_coefficient_mu 0.300 _exptl_absorpt_correction_type 'DIFABS' _exptl_absorpt_correction_T_min 0.9023 _exptl_absorpt_correction_T_max 0.9706 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2196 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.1397 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 32.93 _reflns_number_total 2196 _reflns_number_gt 756 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4/SDP Software (Enraf Nonius, 1989)' _computing_cell_refinement 'CAD4/SDP Software (Enraf Nonius, 1989)' _computing_data_reduction 'PLATON (Spek, 1998)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ZORTEP (Zsolnai & Huttner, 1994)' _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 w=1/[\s^2^(Fo^2^)+(0.0511P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment refall _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 0.2(3) _refine_ls_number_reflns 2196 _refine_ls_number_parameters 169 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2315 _refine_ls_R_factor_gt 0.0526 _refine_ls_wR_factor_ref 0.1467 _refine_ls_wR_factor_gt 0.0989 _refine_ls_goodness_of_fit_ref 0.920 _refine_ls_restrained_S_all 0.920 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group S1 S 0.11600(8) 0.49552(8) 0.9383(4) 0.0652(5) Uani 1 d . . . O1 O -0.0133(2) 0.74830(18) 0.6038(9) 0.0536(10) Uani 1 d . . . N4 N -0.1267(3) 0.7919(2) 0.2781(12) 0.0534(12) Uani 1 d . . . N3 N -0.0753(2) 0.5697(2) 0.4034(11) 0.0457(10) Uani 1 d . . . N2 N -0.0067(3) 0.5693(2) 0.6050(12) 0.0459(11) Uani 1 d . . . N1 N -0.0212(3) 0.4215(3) 0.6502(12) 0.0574(14) Uani 1 d . . . C3 C -0.0740(3) 0.7330(2) 0.4208(15) 0.0452(12) Uani 1 d . . . C9 C -0.1901(3) 0.7509(3) 0.0926(15) 0.0508(13) Uani 1 d . . . C4 C -0.2567(3) 0.7890(4) -0.0801(17) 0.0607(15) Uani 1 d . . . C5 C -0.3102(4) 0.7327(4) -0.2417(17) 0.0658(17) Uani 1 d . . . C6 C -0.2989(4) 0.6436(4) -0.2440(15) 0.0592(15) Uani 1 d . . . C7 C -0.2325(3) 0.6059(4) -0.0641(14) 0.0496(12) Uani 1 d . . . C8 C -0.1770(3) 0.6604(3) 0.1005(13) 0.0442(12) Uani 1 d . . . C2 C -0.1040(3) 0.6448(3) 0.3130(11) 0.0409(12) Uani 1 d . . . C1 C 0.0252(3) 0.4923(3) 0.7207(10) 0.0453(11) Uani 1 d . . . H4 H -0.257(3) 0.854(3) -0.091(13) 0.063(14) Uiso 1 d . . . H5 H -0.355(3) 0.763(3) -0.387(16) 0.087(19) Uiso 1 d . . . H6 H -0.340(3) 0.605(3) -0.346(13) 0.064(16) Uiso 1 d . . . H7 H -0.225(3) 0.546(3) -0.094(14) 0.066(15) Uiso 1 d . . . H41 H -0.128(3) 0.852(3) 0.340(11) 0.055(13) Uiso 1 d . . . H2 H 0.020(2) 0.616(3) 0.644(11) 0.041(13) Uiso 1 d . . . H11 H -0.070(4) 0.428(3) 0.520(14) 0.09(2) Uiso 1 d . . . H12 H 0.002(4) 0.363(3) 0.732(13) 0.083(17) Uiso 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 S1 0.0643(7) 0.0572(7) 0.0742(11) 0.0069(9) -0.0227(9) -0.0060(7) O1 0.055(2) 0.0513(16) 0.055(3) -0.007(2) -0.001(2) -0.0028(15) N4 0.061(3) 0.0421(18) 0.057(3) 0.002(2) 0.001(3) 0.0046(19) N3 0.050(2) 0.0461(18) 0.041(3) 0.002(2) -0.002(3) 0.0004(16) N2 0.052(2) 0.0424(18) 0.043(3) -0.002(2) -0.005(3) -0.0009(18) N1 0.062(3) 0.046(2) 0.064(4) 0.004(2) -0.020(3) -0.004(2) C3 0.042(2) 0.045(2) 0.049(3) -0.003(3) 0.006(3) 0.0016(19) C9 0.049(3) 0.054(2) 0.050(4) 0.001(3) 0.008(3) 0.000(2) C4 0.057(3) 0.063(3) 0.062(4) 0.008(4) -0.002(4) 0.005(3) C5 0.046(3) 0.092(4) 0.059(4) 0.019(4) 0.000(3) 0.009(3) C6 0.048(3) 0.082(4) 0.048(4) 0.002(4) 0.003(3) -0.009(3) C7 0.057(3) 0.063(3) 0.028(3) -0.004(3) 0.005(3) -0.002(2) C8 0.046(3) 0.051(2) 0.036(3) 0.004(3) 0.009(3) 0.001(2) C2 0.043(2) 0.045(2) 0.035(3) 0.000(2) 0.007(2) -0.0013(19) C1 0.053(2) 0.047(2) 0.036(3) 0.000(3) -0.003(3) 0.003(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 S1 C1 1.663(4) . ? O1 C3 1.235(6) . ? N4 C3 1.350(6) . ? N4 C9 1.398(7) . ? N4 H41 0.96(4) . ? N3 C2 1.286(5) . ? N3 N2 1.356(5) . ? N2 C1 1.366(5) . ? N2 H2 0.83(4) . ? N1 C1 1.321(5) . ? N1 H11 0.93(6) . ? N1 H12 1.02(5) . ? C3 C2 1.495(6) . ? C9 C4 1.381(7) . ? C9 C8 1.395(6) . ? C4 C5 1.371(9) . ? C4 H4 0.99(5) . ? C5 C6 1.369(8) . ? C5 H5 1.04(6) . ? C6 C7 1.395(7) . ? C6 H6 0.96(5) . ? C7 C8 1.380(7) . ? C7 H7 0.93(5) . ? C8 C2 1.456(6) . ? C8 C2 15.081(6) 1_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 C3 N4 C9 111.7(4) . . ? C3 N4 H41 121(3) . . ? C9 N4 H41 125(3) . . ? C2 N3 N2 117.3(4) . . ? N3 N2 C1 120.7(4) . . ? N3 N2 H2 120(3) . . ? C1 N2 H2 119(3) . . ? C1 N1 H11 118(3) . . ? C1 N1 H12 117(3) . . ? H11 N1 H12 125(4) . . ? O1 C3 N4 127.3(4) . . ? O1 C3 C2 126.6(4) . . ? N4 C3 C2 106.0(4) . . ? C4 C9 C8 122.1(5) . . ? C4 C9 N4 128.5(4) . . ? C8 C9 N4 109.4(5) . . ? C5 C4 C9 116.3(5) . . ? C5 C4 H4 127(3) . . ? C9 C4 H4 116(3) . . ? C6 C5 C4 123.5(6) . . ? C6 C5 H5 122(3) . . ? C4 C5 H5 114(3) . . ? C5 C6 C7 119.6(6) . . ? C5 C6 H6 122(3) . . ? C7 C6 H6 118(3) . . ? C8 C7 C6 118.5(5) . . ? C8 C7 H7 127(3) . . ? C6 C7 H7 114(3) . . ? C7 C8 C9 119.9(5) . . ? C7 C8 C2 133.5(4) . . ? C9 C8 C2 106.5(4) . . ? C7 C8 C2 132.5(3) . 1_565 ? C9 C8 C2 13.3(3) . 1_565 ? C2 C8 C2 93.9(2) . 1_565 ? N3 C2 C8 126.4(4) . . ? N3 C2 C3 127.1(4) . . ? C8 C2 C3 106.3(4) . . ? N1 C1 N2 115.6(4) . . ? N1 C1 S1 126.1(4) . . ? N2 C1 S1 118.3(3) . . ? 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 N3 N2 C1 177.4(4) . . . . ? C9 N4 C3 O1 -178.4(5) . . . . ? C9 N4 C3 C2 1.5(6) . . . . ? C3 N4 C9 C4 177.9(6) . . . . ? C3 N4 C9 C8 -2.6(7) . . . . ? C8 C9 C4 C5 0.7(10) . . . . ? N4 C9 C4 C5 -179.8(6) . . . . ? C9 C4 C5 C6 -1.7(10) . . . . ? C4 C5 C6 C7 2.9(10) . . . . ? C5 C6 C7 C8 -3.1(9) . . . . ? C6 C7 C8 C9 2.2(8) . . . . ? C6 C7 C8 C2 178.1(5) . . . . ? C6 C7 C8 C2 -2.8(7) . . . 1_565 ? C4 C9 C8 C7 -1.0(9) . . . . ? N4 C9 C8 C7 179.4(5) . . . . ? C4 C9 C8 C2 -177.9(5) . . . . ? N4 C9 C8 C2 2.5(6) . . . . ? C4 C9 C8 C2 162.9(19) . . . 1_565 ? N4 C9 C8 C2 -16.6(12) . . . 1_565 ? N2 N3 C2 C8 -179.5(4) . . . . ? N2 N3 C2 C3 -4.3(7) . . . . ? C7 C8 C2 N3 -1.9(9) . . . . ? C9 C8 C2 N3 174.4(5) . . . . ? C2 C8 C2 N3 178.7(4) 1_565 . . . ? C7 C8 C2 C3 -177.9(6) . . . . ? C9 C8 C2 C3 -1.6(5) . . . . ? C2 C8 C2 C3 2.7(3) 1_565 . . . ? O1 C3 C2 N3 4.0(8) . . . . ? N4 C3 C2 N3 -175.9(5) . . . . ? O1 C3 C2 C8 180.0(5) . . . . ? N4 C3 C2 C8 0.1(5) . . . . ? N3 N2 C1 N1 -7.2(7) . . . . ? N3 N2 C1 S1 173.7(4) . . . . ? 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 N4 H41 S1 0.96(4) 2.40(4) 3.348(4) 171(4) 4_556 N2 H2 O1 0.83(4) 2.09(4) 2.731(5) 134(4) . N1 H12 O1 1.02(5) 1.90(5) 2.899(5) 165(4) 4_546 N1 H11 N3 0.93(6) 2.22(5) 2.633(6) 105(4) . _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 32.93 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.266 _refine_diff_density_min -0.382 _refine_diff_density_rms 0.058 #===END data_s48 _audit_creation_method SHELXL-97 _chemical_name_systematic ; Dimethylbis(diphenyldithiophosphinato)tin(IV) ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H26 P2 S4 Sn' _chemical_formula_weight 647.34 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'S' 'S' 0.1246 0.1234 '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' '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' '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 10.6068(16) _cell_length_b 11.2736(9) _cell_length_c 13.7638(10) _cell_angle_alpha 112.017(7) _cell_angle_beta 99.495(10) _cell_angle_gamma 104.361(9) _cell_volume 1415.9(3) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.518 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 652 _exptl_absorpt_coefficient_mu 1.324 _exptl_absorpt_correction_type Difabs _exptl_absorpt_correction_T_min 0.529 _exptl_absorpt_correction_T_max 0.853 _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 Enraf-Nonius _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5509 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0445 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 26.97 _reflns_number_total 5200 _reflns_number_gt 4021 _reflns_threshold_expression >2sigma(I) _computing_data_collection CAD4 _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ZORTEP (Zsolnai & Huttner 1994)' _computing_publication_material ? _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 w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+0.6861P] 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 5200 _refine_ls_number_parameters 298 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0552 _refine_ls_R_factor_gt 0.0342 _refine_ls_wR_factor_ref 0.0969 _refine_ls_wR_factor_gt 0.0877 _refine_ls_goodness_of_fit_ref 1.010 _refine_ls_restrained_S_all 1.010 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn Sn 0.23369(3) 0.28089(3) -0.00983(2) 0.04416(10) Uani 1 d . . . S11 S 0.31230(13) 0.28608(11) -0.23261(10) 0.0593(3) Uani 1 d . . . S12 S 0.17652(11) 0.04626(10) -0.15675(8) 0.0529(3) Uani 1 d . . . S21 S 0.26943(13) 0.50027(11) 0.23120(10) 0.0621(3) Uani 1 d . . . S22 S 0.10266(11) 0.16708(10) 0.08334(8) 0.0502(3) Uani 1 d . . . P1 P 0.30204(11) 0.10636(10) -0.24140(8) 0.0445(2) Uani 1 d . . . P2 P 0.15523(11) 0.33451(10) 0.23107(8) 0.0440(2) Uani 1 d . . . C1 C 0.1140(6) 0.3821(6) -0.0599(4) 0.0744(14) Uani 1 d . . . H1A H 0.0571 0.4024 -0.0129 0.112 Uiso 1 calc R . . H1B H 0.0582 0.3250 -0.1339 0.112 Uiso 1 calc R . . H1C H 0.1718 0.4651 -0.0559 0.112 Uiso 1 calc R . . C2 C 0.4446(4) 0.3480(5) 0.0616(4) 0.0627(12) Uani 1 d . . . H2A H 0.4886 0.3225 0.0052 0.094 Uiso 1 calc R . . H2B H 0.4635 0.3070 0.1096 0.094 Uiso 1 calc R . . H2C H 0.4780 0.4452 0.1025 0.094 Uiso 1 calc R . . C3 C 0.2357(4) -0.0288(4) -0.3795(3) 0.0494(9) Uani 1 d . . . C4 C 0.0992(5) -0.0754(4) -0.4329(3) 0.0594(11) Uani 1 d . . . H4 H 0.0413 -0.0382 -0.3975 0.071 Uiso 1 calc R . . C5 C 0.0479(6) -0.1766(5) -0.5383(4) 0.0755(15) Uani 1 d . . . H5 H -0.0445 -0.2075 -0.5739 0.091 Uiso 1 calc R . . C6 C 0.1329(7) -0.2320(5) -0.5909(4) 0.0822(17) Uani 1 d . . . H6 H 0.0980 -0.3018 -0.6616 0.099 Uiso 1 calc R . . C7 C 0.2674(7) -0.1849(6) -0.5398(4) 0.0824(16) Uani 1 d . . . H7 H 0.3246 -0.2217 -0.5766 0.099 Uiso 1 calc R . . C8 C 0.3217(5) -0.0833(5) -0.4340(4) 0.0658(12) Uani 1 d . . . H8 H 0.4145 -0.0518 -0.3998 0.079 Uiso 1 calc R . . C9 C 0.4674(4) 0.1014(4) -0.1880(3) 0.0468(9) Uani 1 d . . . C10 C 0.5819(5) 0.1954(5) -0.1843(4) 0.0677(13) Uani 1 d . . . H10 H 0.5736 0.2595 -0.2099 0.081 Uiso 1 calc R . . C11 C 0.7083(6) 0.1943(6) -0.1427(6) 0.0933(19) Uani 1 d . . . H11 H 0.7852 0.2578 -0.1405 0.112 Uiso 1 calc R . . C12 C 0.7227(6) 0.1032(7) -0.1052(5) 0.096(2) Uani 1 d . . . H12 H 0.8090 0.1039 -0.0769 0.116 Uiso 1 calc R . . C13 C 0.6106(7) 0.0095(7) -0.1087(6) 0.0954(19) Uani 1 d . . . H13 H 0.6212 -0.0539 -0.0829 0.115 Uiso 1 calc R . . C14 C 0.4808(5) 0.0067(5) -0.1499(4) 0.0706(13) Uani 1 d . . . H14 H 0.4046 -0.0575 -0.1518 0.085 Uiso 1 calc R . . C15 C -0.0037(4) 0.3493(4) 0.2573(3) 0.0468(9) Uani 1 d . . . C16 C -0.0935(6) 0.3652(7) 0.1840(5) 0.0896(19) Uani 1 d . . . H16 H -0.0741 0.3643 0.1203 0.108 Uiso 1 calc R . . C17 C -0.2115(6) 0.3824(8) 0.2031(6) 0.107(2) Uani 1 d . . . H17 H -0.2714 0.3940 0.1527 0.129 Uiso 1 calc R . . C18 C -0.2418(6) 0.3827(6) 0.2946(5) 0.0838(16) Uani 1 d . . . H18 H -0.3225 0.3942 0.3070 0.101 Uiso 1 calc R . . C19 C -0.1546(6) 0.3661(7) 0.3688(5) 0.0877(17) Uani 1 d . . . H19 H -0.1756 0.3660 0.4317 0.105 Uiso 1 calc R . . C20 C -0.0342(5) 0.3494(5) 0.3501(4) 0.0687(13) Uani 1 d . . . H20 H 0.0259 0.3383 0.4007 0.082 Uiso 1 calc R . . C21 C 0.2351(4) 0.2895(5) 0.3327(3) 0.0542(10) Uani 1 d . . . C22 C 0.2094(6) 0.1586(6) 0.3162(5) 0.0820(16) Uani 1 d . . . H22 H 0.1510 0.0890 0.2501 0.098 Uiso 1 calc R . . C23 C 0.2685(7) 0.1266(7) 0.3960(6) 0.099(2) Uani 1 d . . . H23 H 0.2484 0.0357 0.3825 0.119 Uiso 1 calc R . . C24 C 0.3522(7) 0.2210(9) 0.4901(6) 0.103(2) Uani 1 d . . . H24 H 0.3973 0.1974 0.5402 0.123 Uiso 1 calc R . . C25 C 0.3728(8) 0.3571(10) 0.5144(5) 0.125(3) Uani 1 d . . . H25 H 0.4247 0.4249 0.5834 0.150 Uiso 1 calc R . . C26 C 0.3147(8) 0.3909(7) 0.4340(5) 0.111(2) Uani 1 d . . . H26 H 0.3297 0.4816 0.4489 0.133 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 Sn 0.04210(16) 0.04425(16) 0.04536(16) 0.01816(12) 0.01202(11) 0.01583(12) S11 0.0731(8) 0.0482(6) 0.0593(6) 0.0236(5) 0.0199(6) 0.0240(5) S12 0.0540(6) 0.0471(6) 0.0455(5) 0.0117(5) 0.0192(5) 0.0071(5) S21 0.0718(8) 0.0408(5) 0.0614(7) 0.0135(5) 0.0280(6) 0.0071(5) S22 0.0601(6) 0.0387(5) 0.0406(5) 0.0106(4) 0.0159(5) 0.0082(5) P1 0.0474(6) 0.0434(5) 0.0389(5) 0.0139(4) 0.0139(4) 0.0143(4) P2 0.0486(6) 0.0402(5) 0.0384(5) 0.0134(4) 0.0130(4) 0.0129(4) C1 0.091(4) 0.095(4) 0.076(3) 0.052(3) 0.039(3) 0.060(3) C2 0.045(2) 0.069(3) 0.053(2) 0.011(2) 0.007(2) 0.014(2) C3 0.060(3) 0.044(2) 0.039(2) 0.0137(17) 0.0145(19) 0.0174(19) C4 0.062(3) 0.058(3) 0.048(2) 0.015(2) 0.008(2) 0.022(2) C5 0.081(4) 0.070(3) 0.049(3) 0.016(2) -0.006(2) 0.017(3) C6 0.118(5) 0.064(3) 0.046(3) 0.008(2) 0.015(3) 0.031(3) C7 0.102(5) 0.080(4) 0.050(3) 0.007(3) 0.026(3) 0.037(3) C8 0.069(3) 0.068(3) 0.050(2) 0.011(2) 0.018(2) 0.026(2) C9 0.048(2) 0.047(2) 0.043(2) 0.0139(17) 0.0179(18) 0.0175(18) C10 0.057(3) 0.066(3) 0.082(3) 0.035(3) 0.021(3) 0.019(2) C11 0.059(3) 0.086(4) 0.120(5) 0.032(4) 0.019(3) 0.025(3) C12 0.065(4) 0.106(5) 0.109(5) 0.036(4) 0.007(3) 0.043(4) C13 0.095(5) 0.105(5) 0.121(5) 0.065(4) 0.032(4) 0.063(4) C14 0.072(3) 0.071(3) 0.088(4) 0.047(3) 0.029(3) 0.033(3) C15 0.056(2) 0.0396(19) 0.045(2) 0.0178(17) 0.0157(18) 0.0153(18) C16 0.073(4) 0.155(6) 0.084(4) 0.077(4) 0.038(3) 0.062(4) C17 0.070(4) 0.183(7) 0.110(5) 0.087(5) 0.035(4) 0.068(5) C18 0.066(4) 0.097(4) 0.096(4) 0.038(4) 0.039(3) 0.038(3) C19 0.089(4) 0.123(5) 0.083(4) 0.054(4) 0.054(3) 0.054(4) C20 0.076(3) 0.089(3) 0.066(3) 0.043(3) 0.036(3) 0.043(3) C21 0.049(2) 0.064(3) 0.045(2) 0.020(2) 0.0137(19) 0.020(2) C22 0.081(4) 0.074(3) 0.088(4) 0.048(3) 0.000(3) 0.017(3) C23 0.107(5) 0.109(5) 0.108(5) 0.076(5) 0.024(4) 0.043(4) C24 0.110(5) 0.149(7) 0.084(4) 0.076(5) 0.023(4) 0.065(5) C25 0.134(7) 0.161(8) 0.056(3) 0.028(4) -0.006(4) 0.060(6) C26 0.141(6) 0.100(5) 0.061(3) 0.017(3) -0.013(4) 0.045(4) _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 Sn C1 2.100(5) . ? Sn C2 2.103(4) . ? Sn S22 2.4818(11) . ? Sn S12 2.4986(11) . ? Sn S21 3.1992(12) . ? Sn S11 3.3248(12) . ? S11 P1 1.9580(15) . ? S12 P1 2.0604(15) . ? S21 P2 1.9579(15) . ? S22 P2 2.0578(14) . ? P1 C9 1.810(4) . ? P1 C3 1.813(4) . ? P2 C21 1.812(4) . ? P2 C15 1.815(4) . ? C3 C4 1.376(6) . ? C3 C8 1.389(6) . ? C4 C5 1.376(6) . ? C5 C6 1.372(8) . ? C6 C7 1.351(8) . ? C7 C8 1.382(6) . ? C9 C14 1.380(6) . ? C9 C10 1.380(6) . ? C10 C11 1.373(7) . ? C11 C12 1.339(9) . ? C12 C13 1.361(8) . ? C13 C14 1.388(8) . ? C15 C16 1.364(6) . ? C15 C20 1.368(6) . ? C16 C17 1.365(7) . ? C17 C18 1.350(8) . ? C18 C19 1.360(8) . ? C19 C20 1.387(7) . ? C21 C22 1.354(7) . ? C21 C26 1.379(7) . ? C22 C23 1.382(7) . ? C23 C24 1.311(9) . ? C24 C25 1.392(10) . ? C25 C26 1.398(9) . ? 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 Sn C2 129.6(2) . . ? C1 Sn S22 105.17(15) . . ? C2 Sn S22 112.38(14) . . ? C1 Sn S12 110.37(16) . . ? C2 Sn S12 105.13(13) . . ? S22 Sn S12 85.35(3) . . ? C1 Sn S21 84.17(15) . . ? C2 Sn S21 78.01(12) . . ? S22 Sn S21 70.77(3) . . ? S12 Sn S21 154.87(3) . . ? C1 Sn S11 76.04(14) . . ? C2 Sn S11 85.47(13) . . ? S22 Sn S11 151.66(3) . . ? S12 Sn S11 68.30(3) . . ? S21 Sn S11 136.56(3) . . ? P1 S11 Sn 74.11(5) . . ? P1 S12 Sn 94.65(5) . . ? P2 S21 Sn 79.15(5) . . ? P2 S22 Sn 97.40(5) . . ? C9 P1 C3 105.53(19) . . ? C9 P1 S11 111.84(14) . . ? C3 P1 S11 113.90(14) . . ? C9 P1 S12 107.61(14) . . ? C3 P1 S12 105.00(14) . . ? S11 P1 S12 112.41(7) . . ? C21 P2 C15 106.53(19) . . ? C21 P2 S21 113.57(15) . . ? C15 P2 S21 111.86(13) . . ? C21 P2 S22 105.81(15) . . ? C15 P2 S22 105.91(14) . . ? S21 P2 S22 112.60(6) . . ? C4 C3 C8 119.2(4) . . ? C4 C3 P1 119.9(3) . . ? C8 C3 P1 120.8(3) . . ? C5 C4 C3 120.5(5) . . ? C6 C5 C4 120.0(5) . . ? C7 C6 C5 119.8(5) . . ? C6 C7 C8 121.4(5) . . ? C7 C8 C3 119.0(5) . . ? C14 C9 C10 119.7(4) . . ? C14 C9 P1 121.3(3) . . ? C10 C9 P1 119.0(3) . . ? C11 C10 C9 119.8(5) . . ? C12 C11 C10 121.1(6) . . ? C11 C12 C13 119.8(6) . . ? C12 C13 C14 121.2(6) . . ? C9 C14 C13 118.4(5) . . ? C16 C15 C20 119.0(4) . . ? C16 C15 P2 119.0(3) . . ? C20 C15 P2 122.0(4) . . ? C15 C16 C17 120.7(5) . . ? C18 C17 C16 120.4(6) . . ? C17 C18 C19 120.1(5) . . ? C18 C19 C20 119.7(5) . . ? C15 C20 C19 120.1(5) . . ? C22 C21 C26 118.2(5) . . ? C22 C21 P2 122.1(4) . . ? C26 C21 P2 119.4(4) . . ? C21 C22 C23 121.1(6) . . ? C24 C23 C22 121.7(6) . . ? C23 C24 C25 119.2(6) . . ? C24 C25 C26 119.5(6) . . ? C21 C26 C25 119.9(7) . . ? _diffrn_measured_fraction_theta_max 0.842 _diffrn_reflns_theta_full 26.97 _diffrn_measured_fraction_theta_full 0.842 _refine_diff_density_max 0.535 _refine_diff_density_min -0.718 _refine_diff_density_rms 0.074 #===END data_s93 _audit_creation_method SHELXL-97 _chemical_name_systematic ; (3-isatinethiosemicarbazonato)-dimethyl-monothiophosphinato-tin(IV) ethanol solvate ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H29 N4 O3 P S2 Sn' _chemical_formula_weight 647.30 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Sn' 'Sn' 0.0259 5.4591 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'P' 'P' 0.2955 0.4335 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 '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/No.2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.558(2) _cell_length_b 10.958(2) _cell_length_c 13.978(3) _cell_angle_alpha 88.723(10) _cell_angle_beta 77.833(10) _cell_angle_gamma 62.28(2) _cell_volume 1394.1(5) _cell_formula_units_Z 2 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.542 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 656 _exptl_absorpt_coefficient_mu 9.510 _exptl_absorpt_correction_type Difabs _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(2) _diffrn_radiation_wavelength 1.54056 _diffrn_radiation_type ? _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5408 _diffrn_reflns_av_R_equivalents 0.0896 _diffrn_reflns_av_sigmaI/netI 0.0457 _diffrn_reflns_limit_h_min -1 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 5.19 _diffrn_reflns_theta_max 64.85 _reflns_number_total 4594 _reflns_number_gt 4196 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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 w=1/[\s^2^(Fo^2^)+(0.0772P)^2^+5.0790P] 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 0.0023(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4594 _refine_ls_number_parameters 346 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0561 _refine_ls_R_factor_gt 0.0508 _refine_ls_wR_factor_ref 0.1465 _refine_ls_wR_factor_gt 0.1410 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.006 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn Sn 0.12118(4) 0.37490(4) 0.28402(3) 0.03704(19) Uani 1 d . . . S1 S 0.11126(18) 0.60136(17) 0.30484(12) 0.0441(4) Uani 1 d . . . S2 S -0.35096(19) 0.6117(2) 0.36141(12) 0.0487(4) Uani 1 d . . . P P -0.22748(18) 0.56289(18) 0.22664(11) 0.0398(4) Uani 1 d . . . N1 N 0.3084(8) 0.6507(8) 0.3550(6) 0.0572(17) Uani 1 d . . . N2 N 0.3647(6) 0.4264(6) 0.3655(4) 0.0417(12) Uani 1 d . . . N3 N 0.3286(6) 0.3267(5) 0.3485(3) 0.0371(11) Uani 1 d . . . N4 N 0.5079(6) -0.0308(7) 0.3608(4) 0.0425(13) Uani 1 d . . . O1 O 0.2874(5) 0.0935(5) 0.3130(3) 0.0465(11) Uani 1 d . . . O2 O -0.0614(5) 0.4869(6) 0.2165(4) 0.0564(13) Uani 1 d . . . C1ME C 0.2492(8) 0.2819(8) 0.1416(5) 0.0523(17) Uani 1 d . . . H1M1 H 0.2870 0.3413 0.1091 0.078 Uiso 1 calc R . . H1M2 H 0.1887 0.2691 0.1036 0.078 Uiso 1 calc R . . H1M3 H 0.3306 0.1928 0.1471 0.078 Uiso 1 calc R . . C2ME C -0.0051(8) 0.3432(8) 0.4110(5) 0.0539(18) Uani 1 d . . . H2M1 H -0.0441 0.4209 0.4598 0.081 Uiso 1 calc R . . H2M2 H 0.0563 0.2588 0.4376 0.081 Uiso 1 calc R . . H2M3 H -0.0856 0.3351 0.3941 0.081 Uiso 1 calc R . . C1 C 0.2725(7) 0.5526(7) 0.3446(4) 0.0396(14) Uani 1 d . . . C2 C 0.4198(7) 0.2019(7) 0.3638(4) 0.0376(13) Uani 1 d . . . C3 C 0.3920(7) 0.0858(7) 0.3430(4) 0.0379(13) Uani 1 d . . . C9 C 0.6092(7) 0.0008(8) 0.3911(4) 0.0437(15) Uani 1 d . . . C8 C 0.5571(7) 0.1440(7) 0.3956(4) 0.0398(14) Uani 1 d . . . C7 C 0.6385(8) 0.2000(7) 0.4264(5) 0.0438(15) Uani 1 d . . . H7 H 0.6055 0.2959 0.4305 0.035(16) Uiso 1 calc R . . C6 C 0.7695(8) 0.1089(9) 0.4508(5) 0.0527(18) Uani 1 d . . . H6 H 0.8248 0.1445 0.4731 0.05(2) Uiso 1 calc R . . C5 C 0.8212(8) -0.0330(8) 0.4432(5) 0.0512(17) Uani 1 d . . . H5 H 0.9123 -0.0919 0.4580 0.06(2) Uiso 1 calc R . . C4 C 0.7399(7) -0.0891(8) 0.4142(5) 0.0460(15) Uani 1 d . . . H4 H 0.7731 -0.1851 0.4104 0.040(18) Uiso 1 calc R . . C11 C -0.2711(8) 0.4623(8) 0.1519(5) 0.0475(16) Uani 1 d . . . C12 C -0.3536(10) 0.3992(10) 0.1911(6) 0.067(2) Uani 1 d . . . H12 H -0.3874 0.4062 0.2596 0.080 Uiso 1 calc R . . C13 C -0.3878(12) 0.3259(12) 0.1317(7) 0.088(3) Uani 1 d . . . H13 H -0.4442 0.2830 0.1599 0.106 Uiso 1 calc R . . C14 C -0.3403(14) 0.3149(12) 0.0320(8) 0.097(4) Uani 1 d . . . H14 H -0.3690 0.2697 -0.0086 0.116 Uiso 1 calc R . . C15 C -0.2505(16) 0.3702(13) -0.0084(7) 0.106(4) Uani 1 d . . . H15 H -0.2141 0.3597 -0.0768 0.127 Uiso 1 calc R . . C16 C -0.2133(12) 0.4413(10) 0.0512(6) 0.077(3) Uani 1 d . . . H16 H -0.1485 0.4758 0.0234 0.093 Uiso 1 calc R . . C21 C -0.2681(9) 0.7180(8) 0.1645(5) 0.0520(17) Uani 1 d . . . C22 C -0.4081(10) 0.7934(9) 0.1462(5) 0.068(2) Uani 1 d . . . H22 H -0.4767 0.7600 0.1628 0.081 Uiso 1 calc R . . C23 C -0.4456(14) 0.9153(11) 0.1043(6) 0.085(3) Uani 1 d . . . H23 H -0.5383 0.9646 0.0893 0.102 Uiso 1 calc R . . C24 C -0.3486(16) 0.9638(12) 0.0847(7) 0.094(4) Uani 1 d . . . H24 H -0.3781 1.0507 0.0594 0.112 Uiso 1 calc R . . C25 C -0.2099(18) 0.8950(14) 0.0993(9) 0.114(5) Uani 1 d . . . H25 H -0.1432 0.9305 0.0819 0.137 Uiso 1 calc R . . C26 C -0.1700(14) 0.7672(11) 0.1419(7) 0.086(3) Uani 1 d . . . H26 H -0.0758 0.7168 0.1545 0.103 Uiso 1 calc R . . O3 O 0.1620(10) 0.9229(8) 0.2981(7) 0.102(3) Uani 1 d . . . C31 C 0.117(2) 0.9404(14) 0.2150(10) 0.138(6) Uani 1 d . . . H31A H 0.0758 0.8775 0.2113 0.165 Uiso 1 calc R . . H31B H 0.2050 0.9079 0.1614 0.165 Uiso 1 calc R . . C32 C 0.0144(17) 1.0714(15) 0.1935(11) 0.121(5) Uani 1 d . . . H32A H -0.0045 1.0632 0.1296 0.181 Uiso 1 calc R . . H32B H 0.0538 1.1358 0.1929 0.181 Uiso 1 calc R . . H32C H -0.0765 1.1052 0.2432 0.181 Uiso 1 calc R . . H4 H 0.512(8) -0.103(8) 0.366(5) 0.04(2) Uiso 1 d . . . H1N1 H 0.382(10) 0.622(9) 0.383(6) 0.06(3) Uiso 1 d . . . H2N1 H 0.274(9) 0.725(10) 0.341(6) 0.06(3) Uiso 1 d . . . H3 H 0.215(17) 0.970(17) 0.303(12) 0.17(6) Uiso 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 Sn 0.0450(3) 0.0443(3) 0.0305(2) -0.00210(17) -0.00552(17) -0.0291(2) S1 0.0505(9) 0.0434(9) 0.0473(8) -0.0016(7) -0.0128(7) -0.0286(8) S2 0.0532(9) 0.0643(11) 0.0365(8) -0.0057(7) -0.0059(7) -0.0353(9) P 0.0444(9) 0.0482(10) 0.0365(8) -0.0007(7) -0.0081(6) -0.0300(8) N1 0.063(4) 0.044(4) 0.082(5) 0.005(3) -0.032(4) -0.033(3) N2 0.051(3) 0.044(3) 0.040(3) -0.002(2) -0.010(2) -0.031(3) N3 0.049(3) 0.041(3) 0.030(2) -0.003(2) -0.005(2) -0.029(3) N4 0.054(3) 0.046(4) 0.037(3) -0.001(2) -0.009(2) -0.031(3) O1 0.053(3) 0.047(3) 0.051(3) 0.002(2) -0.018(2) -0.030(2) O2 0.048(3) 0.082(4) 0.046(3) 0.005(3) -0.012(2) -0.036(3) C1ME 0.059(4) 0.050(4) 0.040(4) -0.014(3) -0.004(3) -0.022(4) C2ME 0.058(4) 0.064(5) 0.045(4) 0.012(3) -0.006(3) -0.035(4) C1 0.049(3) 0.046(4) 0.036(3) -0.002(3) -0.010(3) -0.032(3) C2 0.046(3) 0.044(4) 0.029(3) -0.001(3) -0.007(2) -0.028(3) C3 0.048(3) 0.038(4) 0.032(3) 0.003(3) -0.009(3) -0.024(3) C9 0.054(4) 0.064(5) 0.024(3) -0.002(3) -0.004(3) -0.038(4) C8 0.046(3) 0.047(4) 0.031(3) -0.005(3) -0.002(3) -0.028(3) C7 0.056(4) 0.046(4) 0.037(3) -0.002(3) -0.008(3) -0.031(3) C6 0.056(4) 0.074(5) 0.045(4) 0.006(3) -0.018(3) -0.041(4) C5 0.052(4) 0.063(5) 0.047(4) 0.009(3) -0.014(3) -0.033(4) C4 0.048(4) 0.053(4) 0.037(3) 0.001(3) -0.007(3) -0.024(3) C11 0.059(4) 0.058(4) 0.042(3) -0.002(3) -0.007(3) -0.042(4) C12 0.087(6) 0.084(6) 0.050(4) -0.016(4) 0.010(4) -0.066(5) C13 0.112(8) 0.112(8) 0.073(6) -0.028(6) 0.016(5) -0.092(7) C14 0.149(10) 0.113(9) 0.072(6) -0.017(6) -0.017(6) -0.100(9) C15 0.199(13) 0.128(10) 0.041(4) -0.011(5) -0.006(6) -0.126(11) C16 0.132(8) 0.088(7) 0.042(4) -0.007(4) 0.001(5) -0.084(7) C21 0.075(5) 0.055(4) 0.038(3) -0.001(3) -0.016(3) -0.039(4) C22 0.075(5) 0.067(6) 0.039(4) 0.004(4) -0.011(4) -0.016(4) C23 0.115(8) 0.068(6) 0.048(5) 0.001(4) -0.011(5) -0.027(6) C24 0.163(12) 0.071(7) 0.059(6) 0.005(5) -0.040(7) -0.059(8) C25 0.194(15) 0.115(10) 0.112(9) 0.042(8) -0.075(10) -0.122(11) C26 0.139(9) 0.100(8) 0.080(6) 0.047(6) -0.056(6) -0.097(8) O3 0.127(6) 0.087(5) 0.151(8) 0.039(5) -0.080(6) -0.078(5) C31 0.26(2) 0.092(10) 0.101(9) 0.020(8) -0.060(12) -0.111(13) C32 0.152(13) 0.129(12) 0.128(11) 0.037(9) -0.064(10) -0.093(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Sn C2ME 2.111(6) . ? Sn C1ME 2.122(6) . ? Sn O2 2.151(5) . ? Sn N3 2.371(5) . ? Sn S1 2.4558(17) . ? Sn O1 2.821(5) . ? Sn S2 4.310(2) . ? S1 C1 1.741(6) . ? S2 P 1.974(2) . ? P O2 1.527(5) . ? P C21 1.801(8) . ? P C11 1.801(6) . ? N1 C1 1.315(9) . ? N2 C1 1.340(9) . ? N2 N3 1.354(7) . ? N3 C2 1.301(8) . ? N4 C3 1.361(9) . ? N4 C9 1.409(8) . ? O1 C3 1.229(7) . ? C2 C8 1.451(9) . ? C2 C3 1.479(8) . ? C9 C4 1.374(10) . ? C9 C8 1.399(10) . ? C8 C7 1.399(9) . ? C7 C6 1.388(10) . ? C6 C5 1.385(11) . ? C5 C4 1.389(10) . ? C11 C12 1.371(9) . ? C11 C16 1.389(10) . ? C12 C13 1.374(11) . ? C13 C14 1.365(14) . ? C14 C15 1.371(14) . ? C15 C16 1.381(12) . ? C21 C26 1.356(11) . ? C21 C22 1.395(12) . ? C22 C23 1.362(13) . ? C23 C24 1.338(16) . ? C24 C25 1.359(18) . ? C25 C26 1.419(14) . ? O3 C31 1.322(15) . ? C31 C32 1.413(19) . ? 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 C2ME Sn C1ME 142.0(3) . . ? C2ME Sn O2 94.8(2) . . ? C1ME Sn O2 87.3(2) . . ? C2ME Sn N3 97.2(2) . . ? C1ME Sn N3 93.7(2) . . ? O2 Sn N3 159.03(19) . . ? C2ME Sn S1 109.8(2) . . ? C1ME Sn S1 108.2(2) . . ? O2 Sn S1 84.05(16) . . ? N3 Sn S1 75.72(13) . . ? C2ME Sn O1 75.4(2) . . ? C1ME Sn O1 76.1(2) . . ? O2 Sn O1 134.08(17) . . ? N3 Sn O1 66.01(15) . . ? S1 Sn O1 141.73(10) . . ? C2ME Sn S2 58.3(2) . . ? C1ME Sn S2 125.3(2) . . ? O2 Sn S2 39.74(13) . . ? N3 Sn S2 140.22(12) . . ? S1 Sn S2 83.80(5) . . ? O1 Sn S2 125.84(10) . . ? C1 S1 Sn 100.3(2) . . ? P S2 Sn 54.36(6) . . ? O2 P C21 106.7(3) . . ? O2 P C11 107.2(3) . . ? C21 P C11 103.4(3) . . ? O2 P S2 116.8(2) . . ? C21 P S2 109.3(3) . . ? C11 P S2 112.5(2) . . ? C1 N2 N3 114.4(5) . . ? C2 N3 N2 115.7(5) . . ? C2 N3 Sn 122.3(4) . . ? N2 N3 Sn 121.8(4) . . ? C3 N4 C9 111.0(6) . . ? C3 O1 Sn 105.7(4) . . ? P O2 Sn 148.5(3) . . ? N1 C1 N2 116.1(6) . . ? N1 C1 S1 116.4(6) . . ? N2 C1 S1 127.5(4) . . ? N3 C2 C8 133.2(6) . . ? N3 C2 C3 119.3(5) . . ? C8 C2 C3 107.5(5) . . ? O1 C3 N4 127.3(6) . . ? O1 C3 C2 126.7(6) . . ? N4 C3 C2 106.0(5) . . ? C4 C9 C8 122.6(6) . . ? C4 C9 N4 128.0(7) . . ? C8 C9 N4 109.4(6) . . ? C9 C8 C7 119.5(6) . . ? C9 C8 C2 106.1(5) . . ? C7 C8 C2 134.4(7) . . ? C6 C7 C8 117.7(7) . . ? C5 C6 C7 121.9(6) . . ? C6 C5 C4 120.7(7) . . ? C9 C4 C5 117.6(7) . . ? C12 C11 C16 118.1(6) . . ? C12 C11 P 122.5(5) . . ? C16 C11 P 119.3(5) . . ? C11 C12 C13 121.0(7) . . ? C14 C13 C12 120.4(8) . . ? C13 C14 C15 119.6(8) . . ? C14 C15 C16 120.1(8) . . ? C15 C16 C11 120.5(8) . . ? C26 C21 C22 120.0(9) . . ? C26 C21 P 121.4(7) . . ? C22 C21 P 118.4(6) . . ? C23 C22 C21 120.1(10) . . ? C24 C23 C22 119.1(12) . . ? C23 C24 C25 123.9(11) . . ? C24 C25 C26 117.1(11) . . ? C21 C26 C25 119.8(11) . . ? O3 C31 C32 121.8(12) . . ? 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 C2ME Sn S1 C1 96.1(3) . . . . ? C1ME Sn S1 C1 -85.7(3) . . . . ? O2 Sn S1 C1 -170.9(2) . . . . ? N3 Sn S1 C1 3.5(2) . . . . ? O1 Sn S1 C1 4.7(3) . . . . ? S2 Sn S1 C1 149.1(2) . . . . ? C2ME Sn S2 P -149.8(3) . . . . ? C1ME Sn S2 P -15.6(3) . . . . ? O2 Sn S2 P 4.2(2) . . . . ? N3 Sn S2 P 151.2(2) . . . . ? S1 Sn S2 P 92.39(8) . . . . ? O1 Sn S2 P -114.03(13) . . . . ? Sn S2 P O2 -4.3(3) . . . . ? Sn S2 P C21 -125.5(3) . . . . ? Sn S2 P C11 120.3(3) . . . . ? C1 N2 N3 C2 176.9(5) . . . . ? C1 N2 N3 Sn 1.2(7) . . . . ? C2ME Sn N3 C2 72.6(5) . . . . ? C1ME Sn N3 C2 -70.9(5) . . . . ? O2 Sn N3 C2 -163.1(5) . . . . ? S1 Sn N3 C2 -178.8(5) . . . . ? O1 Sn N3 C2 2.1(4) . . . . ? S2 Sn N3 C2 119.9(4) . . . . ? C2ME Sn N3 N2 -111.9(5) . . . . ? C1ME Sn N3 N2 104.6(5) . . . . ? O2 Sn N3 N2 12.4(8) . . . . ? S1 Sn N3 N2 -3.3(4) . . . . ? O1 Sn N3 N2 177.5(5) . . . . ? S2 Sn N3 N2 -64.6(5) . . . . ? C2ME Sn O1 C3 -107.2(4) . . . . ? C1ME Sn O1 C3 98.3(4) . . . . ? O2 Sn O1 C3 170.4(4) . . . . ? N3 Sn O1 C3 -2.3(4) . . . . ? S1 Sn O1 C3 -3.6(5) . . . . ? S2 Sn O1 C3 -138.0(4) . . . . ? C21 P O2 Sn 136.0(6) . . . . ? C11 P O2 Sn -113.7(7) . . . . ? S2 P O2 Sn 13.4(8) . . . . ? C2ME Sn O2 P 13.4(7) . . . . ? C1ME Sn O2 P 155.4(7) . . . . ? N3 Sn O2 P -111.3(7) . . . . ? S1 Sn O2 P -96.0(7) . . . . ? O1 Sn O2 P 87.8(7) . . . . ? S2 Sn O2 P -8.5(5) . . . . ? N3 N2 C1 N1 -176.4(6) . . . . ? N3 N2 C1 S1 3.3(8) . . . . ? Sn S1 C1 N1 174.3(5) . . . . ? Sn S1 C1 N2 -5.4(6) . . . . ? N2 N3 C2 C8 -0.5(10) . . . . ? Sn N3 C2 C8 175.3(5) . . . . ? N2 N3 C2 C3 -177.5(5) . . . . ? Sn N3 C2 C3 -1.7(7) . . . . ? Sn O1 C3 N4 -175.1(5) . . . . ? Sn O1 C3 C2 2.6(7) . . . . ? C9 N4 C3 O1 177.8(6) . . . . ? C9 N4 C3 C2 -0.3(7) . . . . ? N3 C2 C3 O1 -1.1(10) . . . . ? C8 C2 C3 O1 -178.9(6) . . . . ? N3 C2 C3 N4 176.9(5) . . . . ? C8 C2 C3 N4 -0.8(6) . . . . ? C3 N4 C9 C4 -179.0(6) . . . . ? C3 N4 C9 C8 1.3(7) . . . . ? C4 C9 C8 C7 -1.3(9) . . . . ? N4 C9 C8 C7 178.5(5) . . . . ? C4 C9 C8 C2 178.5(6) . . . . ? N4 C9 C8 C2 -1.7(7) . . . . ? N3 C2 C8 C9 -175.8(6) . . . . ? C3 C2 C8 C9 1.5(6) . . . . ? N3 C2 C8 C7 4.0(12) . . . . ? C3 C2 C8 C7 -178.7(7) . . . . ? C9 C8 C7 C6 0.4(9) . . . . ? C2 C8 C7 C6 -179.3(6) . . . . ? C8 C7 C6 C5 1.4(10) . . . . ? C7 C6 C5 C4 -2.4(11) . . . . ? C8 C9 C4 C5 0.3(9) . . . . ? N4 C9 C4 C5 -179.5(6) . . . . ? C6 C5 C4 C9 1.6(10) . . . . ? O2 P C11 C12 114.7(8) . . . . ? C21 P C11 C12 -132.8(8) . . . . ? S2 P C11 C12 -15.0(8) . . . . ? O2 P C11 C16 -62.0(8) . . . . ? C21 P C11 C16 50.5(8) . . . . ? S2 P C11 C16 168.4(7) . . . . ? C16 C11 C12 C13 -4.9(15) . . . . ? P C11 C12 C13 178.4(9) . . . . ? C11 C12 C13 C14 -0.2(19) . . . . ? C12 C13 C14 C15 4(2) . . . . ? C13 C14 C15 C16 -3(2) . . . . ? C14 C15 C16 C11 -3(2) . . . . ? C12 C11 C16 C15 6.3(16) . . . . ? P C11 C16 C15 -176.9(10) . . . . ? O2 P C21 C26 -16.9(8) . . . . ? C11 P C21 C26 -129.8(7) . . . . ? S2 P C21 C26 110.2(7) . . . . ? O2 P C21 C22 167.9(6) . . . . ? C11 P C21 C22 55.0(7) . . . . ? S2 P C21 C22 -65.0(6) . . . . ? C26 C21 C22 C23 1.1(12) . . . . ? P C21 C22 C23 176.3(6) . . . . ? C21 C22 C23 C24 -2.6(13) . . . . ? C22 C23 C24 C25 3.7(16) . . . . ? C23 C24 C25 C26 -2.9(18) . . . . ? C22 C21 C26 C25 -0.4(14) . . . . ? P C21 C26 C25 -175.5(9) . . . . ? C24 C25 C26 C21 1.2(17) . . . . ? 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 O3 H3 O1 0.94(16) 1.85(17) 2.780(8) 169(14) 1_565 N1 H2N1 O3 0.76(9) 2.07(9) 2.836(11) 174(9) . N4 H4 S2 0.77(7) 2.76(8) 3.484(7) 156(7) 1_645 N1 H1N1 S2 0.86(9) 2.72(9) 3.439(7) 141(7) 1_655 _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 64.85 _diffrn_measured_fraction_theta_full 0.969 _refine_diff_density_max 0.852 _refine_diff_density_min -2.119 _refine_diff_density_rms 0.119 #===END data_95av02 _audit_creation_method SHELXL-97 _chemical_name_systematic ; (2,3-isatin-bis(thiosemicarbazonato))-dimethyltin(IV) ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H15 N7 S2 Sn' _chemical_formula_weight 440.12 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'Sn' 'Sn' -0.6537 1.4246 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'S' 'S' 0.1246 0.1234 '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' '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' _symmetry_cell_setting 'Monoclinic' _symmetry_space_group_name_H-M 'P2(1)/n (No. 14)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 14.913(3) _cell_length_b 7.3408(14) _cell_length_c 15.188(3) _cell_angle_alpha 90.00 _cell_angle_beta 102.933(10) _cell_angle_gamma 90.00 _cell_volume 1620.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.804 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 1.841 _exptl_absorpt_correction_type 'DIFABS' _exptl_absorpt_correction_T_min 0.6561 _exptl_absorpt_correction_T_max 0.8373 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4871 _diffrn_reflns_av_R_equivalents 0.0722 _diffrn_reflns_av_sigmaI/netI 0.1893 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.10 _diffrn_reflns_theta_max 29.94 _reflns_number_total 4707 _reflns_number_gt 2196 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4/SDP Software (Enraf Nonius, 1989)' _computing_cell_refinement 'CAD4/SDP Software (Enraf Nonius, 1989)' _computing_data_reduction 'GENHKL (Kretschmar, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON98 (Spek, 1998)' _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 w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4707 _refine_ls_number_parameters 199 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2034 _refine_ls_R_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.1193 _refine_ls_wR_factor_gt 0.0904 _refine_ls_goodness_of_fit_ref 0.981 _refine_ls_restrained_S_all 0.981 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Sn Sn 0.85580(4) 0.35712(7) 0.53200(3) 0.03386(15) Uani 1 d . . . C1ME C 0.9144(5) 0.1657(10) 0.4581(5) 0.046(2) Uani 1 d . . . H10A H 0.9785 0.1511 0.4856 0.069 Uiso 1 calc R . . H10B H 0.9079 0.2079 0.3971 0.069 Uiso 1 calc R . . H10C H 0.8836 0.0508 0.4578 0.069 Uiso 1 calc R . . C2ME C 0.8944(5) 0.5475(11) 0.6381(5) 0.051(2) Uani 1 d . . . H20A H 0.9472 0.5028 0.6809 0.077 Uiso 1 calc R . . H20B H 0.8443 0.5645 0.6675 0.077 Uiso 1 calc R . . H20C H 0.9092 0.6616 0.6139 0.077 Uiso 1 calc R . . S1 S 0.95256(14) 0.0880(3) 0.68676(13) 0.0510(6) Uani 1 d . . . N1 N 0.7997(4) -0.0350(8) 0.7282(4) 0.0468(17) Uani 1 d . . . H1A H 0.7409 -0.0390 0.7209 0.056 Uiso 1 calc R . . H1B H 0.8341 -0.1023 0.7684 0.056 Uiso 1 calc R . . C1 C 0.8378(5) 0.0762(11) 0.6770(5) 0.0399(19) Uani 1 d . . . N2 N 0.7822(4) 0.1800(8) 0.6146(4) 0.0311(14) Uani 1 d . . . N3 N 0.6907(4) 0.1714(8) 0.6192(4) 0.0332(14) Uani 1 d . . . S10 S 0.85555(15) 0.6180(3) 0.41078(14) 0.0473(5) Uani 1 d . . . N10 N 0.7573(5) 0.5534(9) 0.2454(4) 0.056(2) Uani 1 d . . . H10A H 0.7130 0.5056 0.2060 0.067 Uiso 1 calc R . . H10B H 0.7959 0.6246 0.2283 0.067 Uiso 1 calc R . . C10 C 0.7662(5) 0.5163(10) 0.3341(5) 0.0359(18) Uani 1 d . . . N20 N 0.7034(4) 0.4060(8) 0.3522(3) 0.0359(15) Uani 1 d . . . N30 N 0.7168(4) 0.3570(8) 0.4438(3) 0.0275(12) Uani 1 d . . . C2 C 0.6301(5) 0.2371(9) 0.5529(5) 0.0292(16) Uani 1 d . . . C3 C 0.6410(5) 0.3128(8) 0.4657(5) 0.0310(16) Uani 1 d . . . N4 N 0.5546(4) 0.3293(8) 0.4119(4) 0.0357(15) Uani 1 d . . . H4 H 0.5427 0.3656 0.3567 0.043 Uiso 1 calc R . . C4 C 0.3935(5) 0.2768(10) 0.4314(5) 0.0379(19) Uani 1 d . . . H4 H 0.3648 0.3108 0.3728 0.045 Uiso 1 calc R . . C5 C 0.3429(5) 0.2228(10) 0.4927(5) 0.0383(19) Uani 1 d . . . H5 H 0.2790 0.2225 0.4753 0.046 Uiso 1 calc R . . C6 C 0.3852(5) 0.1691(10) 0.5794(5) 0.041(2) Uani 1 d . . . H6 H 0.3494 0.1315 0.6189 0.049 Uiso 1 calc R . . C7 C 0.4800(5) 0.1706(10) 0.6078(5) 0.0399(19) Uani 1 d . . . H7 H 0.5085 0.1361 0.6663 0.048 Uiso 1 calc R . . C8 C 0.5314(5) 0.2248(9) 0.5470(4) 0.0306(16) Uani 1 d . . . C9 C 0.4874(5) 0.2785(9) 0.4599(5) 0.0296(16) Uani 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 Sn 0.0343(3) 0.0338(3) 0.0339(2) -0.0053(3) 0.0084(2) -0.0013(3) C1ME 0.046(5) 0.044(5) 0.050(5) 0.001(4) 0.012(4) 0.013(5) C2ME 0.051(6) 0.055(5) 0.046(5) -0.011(4) 0.006(4) -0.020(5) S1 0.0388(13) 0.0693(16) 0.0411(12) 0.0054(11) 0.0010(10) 0.0102(11) N1 0.049(4) 0.046(4) 0.043(4) 0.014(3) 0.005(3) 0.002(4) C1 0.043(5) 0.049(5) 0.025(4) -0.001(4) 0.003(4) 0.004(4) N2 0.028(3) 0.034(4) 0.029(3) 0.003(3) 0.003(3) 0.003(3) N3 0.036(4) 0.032(4) 0.032(3) -0.008(3) 0.009(3) -0.007(3) S10 0.0513(13) 0.0399(13) 0.0521(12) 0.0025(11) 0.0145(11) -0.0079(11) N10 0.078(5) 0.059(5) 0.033(3) 0.008(4) 0.020(4) -0.009(4) C10 0.043(5) 0.032(4) 0.037(4) 0.000(3) 0.018(4) 0.006(4) N20 0.040(4) 0.040(4) 0.028(3) 0.005(3) 0.009(3) 0.003(3) N30 0.030(3) 0.024(3) 0.031(3) 0.002(3) 0.011(2) 0.003(3) C2 0.031(4) 0.025(4) 0.030(4) 0.000(3) 0.005(3) 0.002(3) C3 0.033(4) 0.030(4) 0.031(3) -0.007(4) 0.008(3) -0.003(4) N4 0.039(4) 0.039(4) 0.029(3) 0.011(3) 0.008(3) -0.001(3) C4 0.038(5) 0.036(4) 0.039(4) 0.000(4) 0.006(4) 0.011(4) C5 0.022(4) 0.036(4) 0.057(5) -0.001(4) 0.009(4) 0.004(4) C6 0.033(4) 0.038(5) 0.055(5) 0.001(4) 0.019(4) 0.002(4) C7 0.039(5) 0.044(5) 0.037(4) 0.005(4) 0.009(4) 0.000(4) C8 0.030(4) 0.031(4) 0.032(4) -0.001(3) 0.008(3) 0.001(3) C9 0.033(4) 0.025(4) 0.030(4) -0.007(3) 0.006(3) -0.001(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 Sn C1ME 2.107(7) . ? Sn C2ME 2.113(7) . ? Sn N30 2.203(5) . ? Sn N2 2.256(5) . ? Sn S10 2.656(2) . ? C1ME H10A 0.9600 . ? C1ME H10B 0.9600 . ? C1ME H10C 0.9600 . ? C2ME H20A 0.9600 . ? C2ME H20B 0.9600 . ? C2ME H20C 0.9600 . ? S1 C1 1.686(8) . ? N1 C1 1.338(8) . ? N1 H1A 0.8600 . ? N1 H1B 0.8600 . ? C1 N2 1.348(8) . ? N2 N3 1.383(7) . ? N3 C2 1.287(8) . ? S10 C10 1.731(8) . ? N10 C10 1.352(8) . ? N10 H10A 0.8600 . ? N10 H10B 0.8600 . ? C10 N20 1.312(8) . ? N20 N30 1.408(7) . ? N30 C3 1.289(8) . ? C2 C8 1.457(9) . ? C2 C3 1.478(9) . ? C3 N4 1.368(9) . ? N4 C9 1.414(8) . ? N4 H4 0.8600 . ? C4 C9 1.370(10) . ? C4 C5 1.381(9) . ? C4 H4 0.9300 . ? C5 C6 1.384(9) . ? C5 H5 0.9300 . ? C6 C7 1.384(9) . ? C6 H6 0.9300 . ? C7 C8 1.385(8) . ? C7 H7 0.9300 . ? C8 C9 1.396(9) . ? 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 C1ME Sn C2ME 140.6(3) . . ? C1ME Sn N30 97.0(2) . . ? C2ME Sn N30 121.5(3) . . ? C1ME Sn N2 102.9(2) . . ? C2ME Sn N2 92.3(2) . . ? N30 Sn N2 80.2(2) . . ? C1ME Sn S10 92.7(2) . . ? C2ME Sn S10 90.5(2) . . ? N30 Sn S10 73.95(15) . . ? N2 Sn S10 151.16(15) . . ? Sn C1ME H10A 109.5 . . ? Sn C1ME H10B 109.5 . . ? H10A C1ME H10B 109.5 . . ? Sn C1ME H10C 109.5 . . ? H10A C1ME H10C 109.5 . . ? H10B C1ME H10C 109.5 . . ? Sn C2ME H20A 109.5 . . ? Sn C2ME H20B 109.5 . . ? H20A C2ME H20B 109.5 . . ? Sn C2ME H20C 109.5 . . ? H20A C2ME H20C 109.5 . . ? H20B C2ME H20C 109.5 . . ? C1 N1 H1A 120.0 . . ? C1 N1 H1B 120.0 . . ? H1A N1 H1B 120.0 . . ? N1 C1 N2 118.6(7) . . ? N1 C1 S1 122.4(6) . . ? N2 C1 S1 119.1(6) . . ? C1 N2 N3 113.5(6) . . ? C1 N2 Sn 114.7(5) . . ? N3 N2 Sn 131.5(4) . . ? C2 N3 N2 118.1(6) . . ? C10 S10 Sn 92.1(2) . . ? C10 N10 H10A 120.0 . . ? C10 N10 H10B 120.0 . . ? H10A N10 H10B 120.0 . . ? N20 C10 N10 114.6(7) . . ? N20 C10 S10 127.2(5) . . ? N10 C10 S10 118.2(6) . . ? C10 N20 N30 114.5(6) . . ? C3 N30 N20 112.4(6) . . ? C3 N30 Sn 127.1(5) . . ? N20 N30 Sn 120.5(4) . . ? N3 C2 C8 123.2(6) . . ? N3 C2 C3 130.0(7) . . ? C8 C2 C3 106.3(6) . . ? N30 C3 N4 126.0(6) . . ? N30 C3 C2 127.2(7) . . ? N4 C3 C2 106.8(6) . . ? C3 N4 C9 110.6(6) . . ? C3 N4 H4 124.7 . . ? C9 N4 H4 124.7 . . ? C9 C4 C5 117.6(7) . . ? C9 C4 H4 121.2 . . ? C5 C4 H4 121.2 . . ? C4 C5 C6 121.5(7) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C7 C6 C5 120.7(7) . . ? C7 C6 H6 119.6 . . ? C5 C6 H6 119.6 . . ? C6 C7 C8 118.3(7) . . ? C6 C7 H7 120.9 . . ? C8 C7 H7 120.9 . . ? C7 C8 C9 120.0(7) . . ? C7 C8 C2 132.8(7) . . ? C9 C8 C2 107.2(6) . . ? C4 C9 C8 121.9(6) . . ? C4 C9 N4 129.2(7) . . ? C8 C9 N4 109.0(6) . . ? 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 N1 C1 N2 N3 6.9(9) . . . . ? S1 C1 N2 N3 -174.1(5) . . . . ? N1 C1 N2 Sn -179.1(5) . . . . ? S1 C1 N2 Sn -0.1(7) . . . . ? C1ME Sn N2 C1 66.0(5) . . . . ? C2ME Sn N2 C1 -77.4(5) . . . . ? N30 Sn N2 C1 161.0(5) . . . . ? S10 Sn N2 C1 -172.7(4) . . . . ? C1ME Sn N2 N3 -121.3(6) . . . . ? C2ME Sn N2 N3 95.3(6) . . . . ? N30 Sn N2 N3 -26.3(5) . . . . ? S10 Sn N2 N3 0.0(8) . . . . ? C1 N2 N3 C2 -167.2(6) . . . . ? Sn N2 N3 C2 20.1(9) . . . . ? C1ME Sn S10 C10 72.6(3) . . . . ? C2ME Sn S10 C10 -146.7(3) . . . . ? N30 Sn S10 C10 -23.9(3) . . . . ? N2 Sn S10 C10 -50.9(4) . . . . ? Sn S10 C10 N20 25.1(6) . . . . ? Sn S10 C10 N10 -155.8(6) . . . . ? N10 C10 N20 N30 175.5(6) . . . . ? S10 C10 N20 N30 -5.4(9) . . . . ? C10 N20 N30 C3 154.4(6) . . . . ? C10 N20 N30 Sn -26.5(7) . . . . ? C1ME Sn N30 C3 119.4(6) . . . . ? C2ME Sn N30 C3 -69.2(6) . . . . ? N2 Sn N30 C3 17.4(6) . . . . ? S10 Sn N30 C3 -149.7(6) . . . . ? C1ME Sn N30 N20 -59.5(5) . . . . ? C2ME Sn N30 N20 111.9(5) . . . . ? N2 Sn N30 N20 -161.5(5) . . . . ? S10 Sn N30 N20 31.4(4) . . . . ? N2 N3 C2 C8 175.7(6) . . . . ? N2 N3 C2 C3 4.9(11) . . . . ? N20 N30 C3 N4 -7.3(9) . . . . ? Sn N30 C3 N4 173.8(5) . . . . ? N20 N30 C3 C2 173.4(6) . . . . ? Sn N30 C3 C2 -5.6(10) . . . . ? N3 C2 C3 N30 -12.7(12) . . . . ? C8 C2 C3 N30 175.3(6) . . . . ? N3 C2 C3 N4 167.8(7) . . . . ? C8 C2 C3 N4 -4.1(7) . . . . ? N30 C3 N4 C9 -176.3(6) . . . . ? C2 C3 N4 C9 3.1(7) . . . . ? C9 C4 C5 C6 -1.1(11) . . . . ? C4 C5 C6 C7 1.0(12) . . . . ? C5 C6 C7 C8 -0.9(11) . . . . ? C6 C7 C8 C9 0.9(11) . . . . ? C6 C7 C8 C2 -177.8(7) . . . . ? N3 C2 C8 C7 9.8(13) . . . . ? C3 C2 C8 C7 -177.6(7) . . . . ? N3 C2 C8 C9 -169.0(6) . . . . ? C3 C2 C8 C9 3.6(7) . . . . ? C5 C4 C9 C8 1.1(11) . . . . ? C5 C4 C9 N4 -179.2(7) . . . . ? C7 C8 C9 C4 -1.1(11) . . . . ? C2 C8 C9 C4 178.0(6) . . . . ? C7 C8 C9 N4 179.2(6) . . . . ? C2 C8 C9 N4 -1.8(8) . . . . ? C3 N4 C9 C4 179.4(7) . . . . ? C3 N4 C9 C8 -0.9(8) . . . . ? 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 N4 H4 S1 0.86 2.65 3.471(6) 159.7 4_565 N10 H10B N20 0.86 2.40 3.103(8) 139.2 2_655 N1 H1B N3 0.86 2.47 3.145(7) 136.1 2_646 _diffrn_measured_fraction_theta_max 0.931 _diffrn_reflns_theta_full 29.94 _diffrn_measured_fraction_theta_full 0.931 _refine_diff_density_max 0.727 _refine_diff_density_min -1.319 _refine_diff_density_rms 0.166